Concomitant cocrystal and salt: no inter­conversion in the solid state

A cocrystal and a mol­ecular salt of β-alanine and DL-tartaric acid, C₃H₈NO₂⁺·C₄H₄O₆⁻, of the same chemical composition, were studied over a wide temperature range by single-crystal and powder X-ray diffraction. Neither the inter­conversion between the two phases nor any polymorphic transitions were observed in the temperature range from 100 K to the melting points. This contrasts with the solvent-mediated phase transition from the salt to the cocrystal in a slurry that has been documented earlier.

Computing details

For all structures, data collection: CrysAlis PRO (Agilent, 2014); cell refinement: CrysAlis PRO (Agilent, 2014); data reduction: CrysAlis PRO (Agilent, 2014); program(s) used to solve structure: olex2.solve (Bourhis et al., 2015); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

β-Alaninium DL-tartarate (RT_salt)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.647 Mg m^−3
a = 4.9272 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.6072 (9) Å	Cell parameters from 2265 reflections
c = 12.1525 (13) Å	θ = 2.5–29.5°
α = 108.617 (10)°	µ = 0.15 mm^−1
β = 97.370 (9)°	T = 293 K
γ = 92.763 (9)°	Block, colourless
V = 482.19 (9) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1966 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1348 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.985, Tmax = 1.000	k = −10→10
4119 measured reflections	l = −15→15

Refinement

Refinement on F^2	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.046	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.105	w = 1/[σ^2(Fo^2) + (0.0426P)^2 + 0.0489P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
1966 reflections	Δρmax = 0.21 e Å^−3
154 parameters	Δρmin = −0.20 e Å^−3
1 restraint

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2695 (3)	0.99372 (19)	0.13167 (14)	0.0271 (4)
O6	0.1941 (3)	0.5945 (2)	0.06573 (13)	0.0309 (4)
H6	0.076497	0.528802	0.017048	0.037*	0.5
O4	0.7467 (3)	0.84644 (19)	0.03026 (13)	0.0290 (4)
H4	0.902047	0.876656	0.067126	0.035*
O1	0.8829 (3)	0.97687 (18)	0.31668 (14)	0.0314 (4)
H1	0.992913	1.049294	0.364104	0.038*
O5	0.3210 (3)	0.6363 (2)	−0.09288 (13)	0.0353 (4)
O8	0.4346 (4)	0.85482 (19)	0.44017 (14)	0.0364 (4)
H8	0.503776	0.948218	0.478322	0.044*	0.5
O2	0.6981 (3)	1.1885 (2)	0.27651 (16)	0.0431 (5)
C3	0.5844 (4)	0.7800 (2)	0.09611 (17)	0.0204 (5)
H3A	0.699831	0.719641	0.136917	0.024*
C2	0.4667 (4)	0.9164 (2)	0.18710 (18)	0.0203 (5)
H2	0.375021	0.866781	0.236422	0.024*
N1	0.2087 (4)	0.3633 (2)	0.23095 (16)	0.0303 (5)
H1A	0.315467	0.365144	0.177492	0.045*
H1B	0.034157	0.339115	0.196694	0.045*
H1C	0.257848	0.287437	0.263108	0.045*
O7	0.7673 (4)	0.7780 (2)	0.54878 (17)	0.0514 (6)
C5	0.5862 (5)	0.7504 (3)	0.4633 (2)	0.0278 (5)
C1	0.6937 (4)	1.0444 (3)	0.26557 (18)	0.0235 (5)
C4	0.3499 (4)	0.6610 (3)	0.01315 (19)	0.0216 (5)
C7	0.2398 (5)	0.5265 (3)	0.3231 (2)	0.0285 (5)
H7A	0.137858	0.521518	0.385290	0.034*
H7B	0.164118	0.606729	0.290071	0.034*
C6	0.5368 (5)	0.5799 (3)	0.3733 (2)	0.0315 (6)
H6A	0.639097	0.576938	0.309723	0.038*
H6B	0.608012	0.501825	0.409568	0.038*
H3	0.326 (7)	1.024 (5)	0.085 (3)	0.094 (14)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0204 (8)	0.0299 (9)	0.0312 (9)	0.0042 (7)	−0.0010 (7)	0.0120 (8)
O6	0.0277 (9)	0.0307 (10)	0.0296 (9)	−0.0131 (7)	−0.0016 (7)	0.0080 (8)
O4	0.0196 (8)	0.0344 (9)	0.0311 (9)	−0.0073 (7)	0.0026 (7)	0.0101 (8)
O1	0.0255 (9)	0.0278 (9)	0.0325 (9)	−0.0026 (7)	−0.0117 (7)	0.0052 (7)
O5	0.0280 (9)	0.0473 (11)	0.0239 (9)	−0.0073 (8)	−0.0026 (7)	0.0066 (8)
O8	0.0467 (11)	0.0214 (9)	0.0336 (10)	0.0040 (8)	−0.0034 (8)	0.0022 (8)
O2	0.0381 (10)	0.0220 (9)	0.0601 (12)	−0.0051 (7)	−0.0151 (9)	0.0105 (9)
C3	0.0175 (10)	0.0217 (11)	0.0224 (11)	−0.0026 (8)	−0.0007 (9)	0.0098 (10)
C2	0.0177 (10)	0.0206 (11)	0.0219 (11)	−0.0013 (9)	−0.0008 (9)	0.0079 (9)
N1	0.0249 (10)	0.0250 (11)	0.0329 (11)	−0.0005 (8)	−0.0023 (9)	0.0014 (9)
O7	0.0531 (12)	0.0336 (11)	0.0518 (12)	−0.0103 (9)	−0.0282 (10)	0.0080 (9)
C5	0.0250 (12)	0.0254 (12)	0.0291 (12)	−0.0044 (10)	−0.0017 (10)	0.0065 (10)
C1	0.0227 (11)	0.0230 (12)	0.0220 (11)	0.0001 (9)	0.0001 (9)	0.0049 (10)
C4	0.0161 (11)	0.0186 (11)	0.0272 (12)	0.0006 (8)	−0.0008 (9)	0.0050 (9)
C7	0.0248 (12)	0.0244 (12)	0.0280 (12)	0.0021 (9)	0.0000 (10)	−0.0012 (10)
C6	0.0262 (12)	0.0270 (13)	0.0354 (13)	0.0023 (10)	−0.0020 (11)	0.0046 (11)

Geometric parameters (Å, º)

O3—C2	1.421 (2)	C3—C4	1.526 (3)
O3—H3	0.774 (18)	C2—H2	0.9800
O6—H6	0.8200	C2—C1	1.520 (3)
O6—C4	1.282 (3)	N1—H1A	0.8900
O4—H4	0.8200	N1—H1B	0.8900
O4—C3	1.421 (2)	N1—H1C	0.8900
O1—H1	0.8200	N1—C7	1.477 (3)
O1—C1	1.314 (2)	O7—C5	1.231 (3)
O5—C4	1.225 (2)	C5—C6	1.510 (3)
O8—H8	0.8200	C7—H7A	0.9700
O8—C5	1.271 (3)	C7—H7B	0.9700
O2—C1	1.203 (2)	C7—C6	1.501 (3)
C3—H3A	0.9800	C6—H6A	0.9700
C3—C2	1.529 (3)	C6—H6B	0.9700
C2—O3—H3	112 (3)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.73 (18)
C3—O4—H4	109.5	O7—C5—O8	126.0 (2)
C1—O1—H1	109.5	O7—C5—C6	119.2 (2)
C5—O8—H8	109.5	O1—C1—C2	111.49 (17)
O4—C3—H3A	108.9	O2—C1—O1	125.2 (2)
O4—C3—C2	111.09 (16)	O2—C1—C2	123.27 (18)
O4—C3—C4	109.52 (16)	O6—C4—C3	113.50 (18)
C2—C3—H3A	108.9	O5—C4—O6	125.5 (2)
C4—C3—H3A	108.9	O5—C4—C3	121.04 (19)
C4—C3—C2	109.59 (17)	N1—C7—H7A	109.5
O3—C2—C3	110.99 (16)	N1—C7—H7B	109.5
O3—C2—H2	108.3	N1—C7—C6	110.91 (18)
O3—C2—C1	109.76 (16)	H7A—C7—H7B	108.0
C3—C2—H2	108.3	C6—C7—H7A	109.5
C1—C2—C3	110.99 (17)	C6—C7—H7B	109.5
C1—C2—H2	108.3	C5—C6—H6A	108.8
H1A—N1—H1B	109.5	C5—C6—H6B	108.8
H1A—N1—H1C	109.5	C7—C6—C5	113.90 (19)
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	−178.80 (17)	C3—C2—C1—O2	123.0 (2)
O3—C2—C1—O2	−0.1 (3)	C2—C3—C4—O6	−58.4 (2)
O4—C3—C2—O3	67.8 (2)	C2—C3—C4—O5	121.2 (2)
O4—C3—C2—C1	−54.6 (2)	N1—C7—C6—C5	176.59 (19)
O4—C3—C4—O6	179.53 (17)	O7—C5—C6—C7	143.4 (2)
O4—C3—C4—O5	−0.9 (3)	C4—C3—C2—O3	−53.4 (2)
O8—C5—C6—C7	−38.3 (3)	C4—C3—C2—C1	−175.73 (16)
C3—C2—C1—O1	−55.7 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.82	1.97	2.763 (2)	164
O1—H1···O7^ii	0.82	1.80	2.612 (2)	171
N1—H1A···O4^iii	0.89	2.57	3.153 (2)	124
N1—H1A···O5^iii	0.89	2.18	3.031 (3)	161
N1—H1B···O5^iv	0.89	2.08	2.917 (2)	156
N1—H1B···O2^v	0.89	2.52	3.070 (3)	120
N1—H1C···O2^vi	0.89	2.37	2.987 (2)	126

Symmetry codes: (i) x+1, y, z; (ii) −x+2, −y+2, −z+1; (iii) −x+1, −y+1, −z; (iv) −x, −y+1, −z; (v) x−1, y−1, z; (vi) x, y−1, z.

β-Alaninium DL-tartarate (250_salt)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.661 Mg m^−3
a = 4.9195 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5997 (7) Å	Cell parameters from 2482 reflections
c = 12.0667 (10) Å	θ = 2.5–29.5°
α = 108.576 (8)°	µ = 0.15 mm^−1
β = 97.152 (8)°	T = 250 K
γ = 92.576 (8)°	, colourless
V = 478.20 (8) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1947 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1364 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.959, Tmax = 0.995	k = −10→10
5909 measured reflections	l = −15→15

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.091	w = 1/[σ^2(Fo^2) + (0.0334P)^2 + 0.1892P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1947 reflections	Δρmax = 0.25 e Å^−3
154 parameters	Δρmin = −0.26 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2630 (3)	0.99046 (18)	0.13282 (14)	0.0206 (4)
O6	0.1912 (3)	0.59603 (18)	0.06626 (13)	0.0247 (4)
H6	0.065245	0.534765	0.017641	0.030*	0.5
O4	0.7415 (3)	0.84676 (18)	0.02775 (12)	0.0213 (3)
H4	0.900600	0.875300	0.063294	0.026*
O1	0.8812 (3)	0.97578 (17)	0.31828 (13)	0.0246 (4)
H1	1.001186	1.048591	0.360510	0.030*
O5	0.3235 (3)	0.63321 (19)	−0.09482 (13)	0.0274 (4)
O8	0.4338 (3)	0.85484 (17)	0.44115 (14)	0.0281 (4)
H8	0.501671	0.949239	0.481072	0.034*	0.5
O2	0.6957 (3)	1.18666 (18)	0.27568 (15)	0.0342 (4)
C3	0.5840 (4)	0.7785 (2)	0.09513 (17)	0.0163 (4)
H3A	0.703281	0.717496	0.135743	0.020*
C2	0.4645 (4)	0.9146 (2)	0.18738 (18)	0.0164 (4)
H2	0.374761	0.863591	0.237950	0.020*
N1	0.2064 (4)	0.3628 (2)	0.23187 (16)	0.0236 (4)
H1A	0.315764	0.363342	0.177463	0.035*
H1B	0.030140	0.338983	0.196881	0.035*
H1C	0.254506	0.286356	0.265261	0.035*
O7	0.7680 (4)	0.77757 (19)	0.54986 (15)	0.0392 (5)
C5	0.5863 (4)	0.7499 (3)	0.46403 (19)	0.0216 (5)
C1	0.6917 (4)	1.0424 (2)	0.26586 (18)	0.0179 (4)
C4	0.3499 (4)	0.6601 (2)	0.01200 (18)	0.0172 (4)
C7	0.2375 (4)	0.5275 (2)	0.32422 (19)	0.0212 (5)
H7A	0.133844	0.523833	0.387796	0.025*
H7B	0.162102	0.608445	0.290074	0.025*
C6	0.5361 (4)	0.5790 (2)	0.37403 (19)	0.0218 (5)
H6A	0.639714	0.574776	0.308974	0.026*
H6B	0.606960	0.499950	0.411114	0.026*
H3	0.322 (6)	1.029 (3)	0.091 (3)	0.052 (10)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0159 (8)	0.0238 (8)	0.0235 (9)	0.0025 (6)	0.0010 (7)	0.0102 (7)
O6	0.0220 (8)	0.0253 (9)	0.0234 (8)	−0.0107 (6)	−0.0010 (7)	0.0066 (7)
O4	0.0138 (7)	0.0267 (8)	0.0228 (8)	−0.0056 (6)	0.0018 (6)	0.0087 (7)
O1	0.0197 (8)	0.0217 (8)	0.0254 (8)	−0.0034 (6)	−0.0098 (7)	0.0035 (7)
O5	0.0219 (8)	0.0366 (9)	0.0182 (8)	−0.0065 (7)	−0.0018 (7)	0.0045 (7)
O8	0.0361 (9)	0.0163 (8)	0.0269 (9)	0.0019 (7)	−0.0021 (7)	0.0027 (7)
O2	0.0306 (9)	0.0167 (9)	0.0487 (11)	−0.0049 (7)	−0.0114 (8)	0.0089 (8)
C3	0.0150 (10)	0.0173 (11)	0.0167 (11)	−0.0020 (8)	−0.0011 (9)	0.0073 (9)
C2	0.0143 (10)	0.0174 (11)	0.0178 (10)	−0.0015 (8)	−0.0010 (9)	0.0078 (9)
N1	0.0186 (9)	0.0197 (10)	0.0269 (10)	−0.0017 (7)	−0.0023 (8)	0.0026 (8)
O7	0.0403 (10)	0.0265 (9)	0.0394 (10)	−0.0075 (8)	−0.0204 (8)	0.0063 (8)
C5	0.0211 (11)	0.0206 (11)	0.0222 (12)	−0.0038 (9)	0.0005 (10)	0.0076 (9)
C1	0.0167 (10)	0.0198 (11)	0.0160 (10)	0.0009 (8)	0.0029 (9)	0.0042 (9)
C4	0.0147 (10)	0.0137 (10)	0.0204 (11)	0.0013 (8)	0.0002 (9)	0.0028 (9)
C7	0.0184 (11)	0.0182 (11)	0.0208 (11)	0.0012 (9)	−0.0002 (9)	−0.0009 (9)
C6	0.0168 (11)	0.0188 (11)	0.0256 (12)	0.0005 (9)	−0.0014 (10)	0.0033 (9)

Geometric parameters (Å, º)

O3—C2	1.418 (2)	C3—C4	1.525 (3)
O3—H3	0.77 (3)	C2—H2	0.9900
O6—H6	0.8300	C2—C1	1.522 (3)
O6—C4	1.289 (2)	N1—H1A	0.9000
O4—H4	0.8300	N1—H1B	0.9000
O4—C3	1.423 (2)	N1—H1C	0.9000
O1—H1	0.8300	N1—C7	1.484 (3)
O1—C1	1.315 (2)	O7—C5	1.233 (3)
O5—C4	1.224 (2)	C5—C6	1.511 (3)
O8—H8	0.8300	C7—H7A	0.9800
O8—C5	1.273 (2)	C7—H7B	0.9800
O2—C1	1.207 (2)	C7—C6	1.506 (3)
C3—H3A	0.9900	C6—H6A	0.9800
C3—C2	1.532 (3)	C6—H6B	0.9800
C2—O3—H3	112 (2)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.81 (18)
C3—O4—H4	109.5	O7—C5—O8	125.8 (2)
C1—O1—H1	109.5	O7—C5—C6	119.33 (18)
C5—O8—H8	109.5	O1—C1—C2	111.90 (17)
O4—C3—H3A	109.3	O2—C1—O1	125.11 (19)
O4—C3—C2	110.71 (15)	O2—C1—C2	122.98 (18)
O4—C3—C4	108.95 (16)	O6—C4—C3	113.14 (18)
C2—C3—H3A	109.3	O5—C4—O6	125.65 (19)
C4—C3—H3A	109.3	O5—C4—C3	121.21 (18)
C4—C3—C2	109.40 (16)	N1—C7—H7A	109.6
O3—C2—C3	111.20 (16)	N1—C7—H7B	109.6
O3—C2—H2	108.1	N1—C7—C6	110.47 (16)
O3—C2—C1	110.50 (16)	H7A—C7—H7B	108.1
C3—C2—H2	108.1	C6—C7—H7A	109.6
C1—C2—C3	110.72 (16)	C6—C7—H7B	109.6
C1—C2—H2	108.1	C5—C6—H6A	108.8
H1A—N1—H1B	109.5	C5—C6—H6B	108.8
H1A—N1—H1C	109.5	C7—C6—C5	113.66 (17)
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	179.63 (16)	C3—C2—C1—O2	122.0 (2)
O3—C2—C1—O2	−1.6 (3)	C2—C3—C4—O6	−56.9 (2)
O4—C3—C2—O3	67.7 (2)	C2—C3—C4—O5	122.8 (2)
O4—C3—C2—C1	−55.5 (2)	N1—C7—C6—C5	176.77 (17)
O4—C3—C4—O6	−178.06 (16)	O7—C5—C6—C7	143.6 (2)
O4—C3—C4—O5	1.6 (3)	C4—C3—C2—O3	−52.3 (2)
O8—C5—C6—C7	−37.6 (3)	C4—C3—C2—C1	−175.57 (16)
C3—C2—C1—O1	−56.7 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.83	1.65	2.472 (3)	173
O4—H4···O3^ii	0.83	1.95	2.761 (2)	165
O1—H1···O7^iii	0.83	1.79	2.617 (2)	173
O8—H8···O8^iv	0.83	1.64	2.457 (3)	168
N1—H1A···O4^v	0.90	2.53	3.126 (2)	124
N1—H1A···O5^v	0.90	2.14	3.011 (2)	161
N1—H1B···O5^i	0.90	2.07	2.916 (2)	156
N1—H1B···O2^vi	0.90	2.51	3.064 (2)	120
N1—H1C···O2^vii	0.90	2.37	2.982 (2)	125
O3—H3···O4^viii	0.77 (3)	2.04 (3)	2.727 (2)	148 (3)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (200_salt)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.674 Mg m^−3
a = 4.9101 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5883 (7) Å	Cell parameters from 2699 reflections
c = 11.9978 (9) Å	θ = 2.5–29.5°
α = 108.535 (8)°	µ = 0.16 mm^−1
β = 96.969 (8)°	T = 200 K
γ = 92.427 (8)°	, colourless
V = 474.39 (8) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1936 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1422 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.044
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
5904 measured reflections	l = −14→14

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.040	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.087	w = 1/[σ^2(Fo^2) + (0.0357P)^2 + 0.1241P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1936 reflections	Δρmax = 0.27 e Å^−3
154 parameters	Δρmin = −0.22 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2591 (3)	0.98903 (16)	0.13372 (12)	0.0154 (3)
O6	0.1894 (3)	0.59628 (16)	0.06621 (11)	0.0192 (3)
H6	0.066948	0.530862	0.016336	0.023*	0.5
O4	0.7389 (3)	0.84661 (16)	0.02642 (11)	0.0166 (3)
H4	0.899044	0.878192	0.062765	0.020*
O1	0.8799 (3)	0.97468 (16)	0.31922 (12)	0.0192 (3)
H1	0.996370	1.048900	0.365045	0.023*
O5	0.3249 (3)	0.63152 (17)	−0.09610 (12)	0.0216 (3)
O8	0.4323 (3)	0.85506 (16)	0.44181 (12)	0.0218 (3)
H8	0.502506	0.950679	0.480998	0.026*	0.5
O2	0.6944 (3)	1.18574 (16)	0.27528 (13)	0.0270 (4)
C3	0.5841 (4)	0.7778 (2)	0.09493 (16)	0.0133 (4)
H3A	0.706054	0.715983	0.135635	0.016*
C2	0.4637 (4)	0.9136 (2)	0.18797 (16)	0.0135 (4)
H2	0.374730	0.861715	0.239730	0.016*
N1	0.2043 (3)	0.36255 (18)	0.23272 (14)	0.0181 (4)
H1A	0.320544	0.361078	0.178879	0.027*
H1B	0.027604	0.340330	0.195245	0.027*
H1C	0.246061	0.284958	0.267519	0.027*
O7	0.7690 (3)	0.77753 (17)	0.55068 (13)	0.0298 (4)
C5	0.5856 (4)	0.7498 (2)	0.46494 (17)	0.0164 (4)
C1	0.6906 (4)	1.0417 (2)	0.26616 (16)	0.0139 (4)
C4	0.3501 (4)	0.6597 (2)	0.01183 (17)	0.0130 (4)
C7	0.2349 (4)	0.5281 (2)	0.32512 (17)	0.0164 (4)
H7A	0.129912	0.525400	0.390000	0.020*
H7B	0.159146	0.609902	0.290071	0.020*
C6	0.5355 (4)	0.5787 (2)	0.37459 (17)	0.0175 (4)
H6A	0.606973	0.498465	0.412166	0.021*
H6B	0.640209	0.574034	0.308254	0.021*
H3	0.330 (5)	1.035 (3)	0.090 (2)	0.035 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0115 (6)	0.0180 (7)	0.0183 (7)	0.0007 (5)	0.0004 (6)	0.0089 (6)
O6	0.0179 (7)	0.0188 (7)	0.0175 (7)	−0.0094 (6)	−0.0013 (6)	0.0038 (6)
O4	0.0110 (6)	0.0214 (7)	0.0172 (7)	−0.0044 (6)	−0.0001 (6)	0.0076 (6)
O1	0.0160 (7)	0.0170 (7)	0.0196 (7)	−0.0022 (5)	−0.0071 (6)	0.0031 (6)
O5	0.0182 (7)	0.0275 (8)	0.0147 (7)	−0.0048 (6)	−0.0013 (6)	0.0032 (6)
O8	0.0260 (8)	0.0149 (7)	0.0212 (8)	0.0015 (6)	−0.0022 (6)	0.0033 (6)
O2	0.0230 (8)	0.0142 (8)	0.0394 (9)	−0.0027 (6)	−0.0068 (7)	0.0073 (7)
C3	0.0128 (9)	0.0136 (9)	0.0137 (9)	−0.0011 (7)	0.0000 (8)	0.0057 (8)
C2	0.0119 (9)	0.0138 (10)	0.0151 (9)	−0.0002 (7)	−0.0005 (8)	0.0062 (8)
N1	0.0142 (8)	0.0162 (9)	0.0195 (9)	−0.0012 (6)	−0.0016 (7)	0.0015 (7)
O7	0.0308 (9)	0.0208 (8)	0.0296 (8)	−0.0069 (6)	−0.0149 (7)	0.0049 (7)
C5	0.0147 (9)	0.0177 (10)	0.0162 (10)	−0.0026 (8)	0.0016 (8)	0.0053 (8)
C1	0.0125 (9)	0.0151 (10)	0.0128 (9)	0.0011 (7)	0.0035 (8)	0.0024 (8)
C4	0.0111 (9)	0.0106 (9)	0.0164 (10)	0.0022 (7)	−0.0002 (8)	0.0037 (8)
C7	0.0143 (9)	0.0140 (10)	0.0162 (10)	0.0013 (7)	0.0011 (8)	−0.0010 (8)
C6	0.0146 (10)	0.0161 (10)	0.0189 (10)	0.0005 (8)	0.0006 (8)	0.0026 (8)

Geometric parameters (Å, º)

O3—C2	1.420 (2)	C3—C4	1.524 (3)
O3—H3	0.84 (2)	C2—H2	1.0000
O6—H6	0.8400	C2—C1	1.523 (3)
O6—C4	1.288 (2)	N1—H1A	0.9100
O4—H4	0.8400	N1—H1B	0.9100
O4—C3	1.423 (2)	N1—H1C	0.9100
O1—H1	0.8400	N1—C7	1.488 (2)
O1—C1	1.317 (2)	O7—C5	1.236 (2)
O5—C4	1.229 (2)	C5—C6	1.512 (3)
O8—H8	0.8400	C7—H7A	0.9900
O8—C5	1.276 (2)	C7—H7B	0.9900
O2—C1	1.206 (2)	C7—C6	1.513 (2)
C3—H3A	1.0000	C6—H6A	0.9900
C3—C2	1.532 (2)	C6—H6B	0.9900
C2—O3—H3	109.8 (16)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.68 (16)
C3—O4—H4	109.5	O7—C5—O8	125.93 (18)
C1—O1—H1	109.5	O7—C5—C6	119.36 (16)
C5—O8—H8	109.5	O1—C1—C2	111.66 (15)
O4—C3—H3A	109.4	O2—C1—O1	125.29 (18)
O4—C3—C2	110.62 (14)	O2—C1—C2	123.03 (17)
O4—C3—C4	108.60 (14)	O6—C4—C3	113.44 (16)
C2—C3—H3A	109.4	O5—C4—O6	125.28 (17)
C4—C3—H3A	109.4	O5—C4—C3	121.27 (16)
C4—C3—C2	109.31 (15)	N1—C7—H7A	109.6
O3—C2—C3	111.27 (15)	N1—C7—H7B	109.6
O3—C2—H2	108.0	N1—C7—C6	110.12 (15)
O3—C2—C1	110.67 (14)	H7A—C7—H7B	108.1
C3—C2—H2	108.0	C6—C7—H7A	109.6
C1—C2—C3	110.65 (14)	C6—C7—H7B	109.6
C1—C2—H2	108.0	C5—C6—C7	113.41 (15)
H1A—N1—H1B	109.5	C5—C6—H6A	108.9
H1A—N1—H1C	109.5	C5—C6—H6B	108.9
H1B—N1—H1C	109.5	C7—C6—H6A	108.9
C7—N1—H1A	109.5	C7—C6—H6B	108.9
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	178.75 (14)	C3—C2—C1—O2	121.38 (19)
O3—C2—C1—O2	−2.4 (3)	C2—C3—C4—O6	−56.24 (19)
O4—C3—C2—O3	67.72 (18)	C2—C3—C4—O5	123.68 (17)
O4—C3—C2—C1	−55.76 (19)	N1—C7—C6—C5	177.10 (15)
O4—C3—C4—O6	−177.01 (14)	O7—C5—C6—C7	144.13 (18)
O4—C3—C4—O5	2.9 (2)	C4—C3—C2—O3	−51.81 (19)
O8—C5—C6—C7	−37.6 (2)	C4—C3—C2—C1	−175.29 (15)
C3—C2—C1—O1	−57.43 (19)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.84	1.63	2.464 (3)	173
O4—H4···O3^ii	0.84	1.93	2.7595 (18)	168
O1—H1···O7^iii	0.84	1.78	2.619 (2)	172
O8—H8···O8^iv	0.84	1.63	2.452 (3)	167
N1—H1A···O4^v	0.91	2.51	3.110 (2)	124
N1—H1A···O5^v	0.91	2.11	2.999 (2)	164
N1—H1B···O5^i	0.91	2.05	2.911 (2)	158
N1—H1B···O2^vi	0.91	2.52	3.052 (2)	118
N1—H1C···O2^vii	0.91	2.40	2.977 (2)	122
O3—H3···O4^viii	0.84 (2)	1.98 (2)	2.7225 (18)	146 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (150_salt)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.685 Mg m^−3
a = 4.9001 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5768 (6) Å	Cell parameters from 2759 reflections
c = 11.9523 (9) Å	θ = 2.5–29.5°
α = 108.503 (7)°	µ = 0.16 mm^−1
β = 96.781 (7)°	T = 150 K
γ = 92.316 (7)°	, colourless
V = 471.40 (7) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1925 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1434 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
5885 measured reflections	l = −14→14

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.040	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.082	w = 1/[σ^2(Fo^2) + (0.0297P)^2 + 0.2494P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1925 reflections	Δρmax = 0.28 e Å^−3
154 parameters	Δρmin = −0.26 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2582 (3)	0.98896 (16)	0.13433 (12)	0.0126 (3)
O6	0.1887 (3)	0.59617 (16)	0.06649 (11)	0.0154 (3)
H6	0.062080	0.534279	0.016842	0.018*	0.5
O4	0.7397 (2)	0.84638 (16)	0.02622 (11)	0.0129 (3)
H4	0.897168	0.882317	0.064226	0.016*
O1	0.8797 (3)	0.97396 (15)	0.31989 (12)	0.0152 (3)
H1	0.997757	1.047969	0.364638	0.018*
O5	0.3264 (3)	0.63130 (16)	−0.09659 (11)	0.0164 (3)
O8	0.4311 (3)	0.85492 (16)	0.44246 (12)	0.0169 (3)
H8	0.489784	0.949901	0.488067	0.020*	0.5
O2	0.6935 (3)	1.18557 (16)	0.27529 (13)	0.0207 (3)
C3	0.5840 (4)	0.7774 (2)	0.09498 (15)	0.0105 (4)
H3A	0.705988	0.715166	0.135674	0.013*
C2	0.4628 (4)	0.9131 (2)	0.18839 (16)	0.0110 (4)
H2	0.373699	0.861193	0.240426	0.013*
N1	0.2029 (3)	0.36250 (18)	0.23317 (14)	0.0142 (3)
H1A	0.320846	0.360210	0.179401	0.021*
H1B	0.026488	0.341094	0.195238	0.021*
H1C	0.242550	0.284740	0.268312	0.021*
O7	0.7701 (3)	0.77735 (16)	0.55112 (13)	0.0222 (3)
C5	0.5855 (4)	0.7493 (2)	0.46537 (16)	0.0131 (4)
C1	0.6902 (4)	1.0412 (2)	0.26665 (16)	0.0117 (4)
C4	0.3501 (4)	0.6596 (2)	0.01176 (17)	0.0107 (4)
C7	0.2335 (4)	0.5285 (2)	0.32565 (16)	0.0128 (4)
H7A	0.127612	0.526323	0.390813	0.015*
H7B	0.158734	0.610460	0.290325	0.015*
C6	0.5350 (4)	0.5780 (2)	0.37519 (17)	0.0140 (4)
H6A	0.605343	0.497676	0.413172	0.017*
H6B	0.640589	0.572520	0.308553	0.017*
H3	0.322 (5)	1.034 (3)	0.093 (2)	0.034 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0098 (6)	0.0138 (7)	0.0157 (7)	0.0004 (5)	0.0004 (6)	0.0074 (6)
O6	0.0138 (7)	0.0162 (7)	0.0139 (7)	−0.0066 (5)	−0.0010 (6)	0.0039 (6)
O4	0.0080 (6)	0.0168 (7)	0.0135 (7)	−0.0048 (5)	−0.0003 (5)	0.0054 (6)
O1	0.0124 (7)	0.0126 (7)	0.0165 (7)	−0.0020 (5)	−0.0057 (6)	0.0023 (6)
O5	0.0138 (7)	0.0217 (7)	0.0110 (7)	−0.0022 (6)	−0.0009 (6)	0.0030 (6)
O8	0.0196 (7)	0.0122 (7)	0.0163 (7)	0.0005 (6)	−0.0010 (6)	0.0024 (6)
O2	0.0178 (7)	0.0117 (7)	0.0293 (8)	−0.0024 (6)	−0.0053 (6)	0.0058 (6)
C3	0.0095 (9)	0.0121 (9)	0.0106 (9)	−0.0011 (7)	−0.0007 (8)	0.0056 (8)
C2	0.0092 (9)	0.0120 (9)	0.0118 (9)	−0.0008 (7)	−0.0011 (8)	0.0049 (8)
N1	0.0117 (8)	0.0124 (8)	0.0152 (8)	−0.0015 (6)	−0.0015 (7)	0.0015 (7)
O7	0.0224 (8)	0.0161 (7)	0.0228 (8)	−0.0056 (6)	−0.0107 (7)	0.0046 (6)
C5	0.0116 (9)	0.0154 (10)	0.0129 (10)	−0.0023 (8)	0.0013 (8)	0.0057 (8)
C1	0.0099 (9)	0.0138 (10)	0.0108 (9)	0.0007 (7)	0.0035 (8)	0.0023 (8)
C4	0.0083 (9)	0.0087 (9)	0.0149 (10)	0.0027 (7)	0.0022 (8)	0.0029 (8)
C7	0.0113 (9)	0.0109 (9)	0.0125 (9)	−0.0001 (7)	−0.0002 (8)	−0.0004 (8)
C6	0.0115 (9)	0.0131 (10)	0.0167 (10)	0.0016 (8)	0.0017 (8)	0.0040 (8)

Geometric parameters (Å, º)

O3—C2	1.419 (2)	C3—C4	1.524 (3)
O3—H3	0.80 (2)	C2—H2	1.0000
O6—H6	0.8400	C2—C1	1.525 (3)
O6—C4	1.289 (2)	N1—H1A	0.9100
O4—H4	0.8400	N1—H1B	0.9100
O4—C3	1.424 (2)	N1—H1C	0.9100
O1—H1	0.8400	N1—C7	1.488 (2)
O1—C1	1.317 (2)	O7—C5	1.238 (2)
O5—C4	1.230 (2)	C5—C6	1.512 (3)
O8—H8	0.8400	C7—H7A	0.9900
O8—C5	1.277 (2)	C7—H7B	0.9900
O2—C1	1.209 (2)	C7—C6	1.515 (2)
C3—H3A	1.0000	C6—H6A	0.9900
C3—C2	1.530 (2)	C6—H6B	0.9900
C2—O3—H3	111.2 (18)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.69 (16)
C3—O4—H4	109.5	O7—C5—O8	125.84 (17)
C1—O1—H1	109.5	O7—C5—C6	119.44 (16)
C5—O8—H8	109.5	O1—C1—C2	111.75 (15)
O4—C3—H3A	109.4	O2—C1—O1	125.43 (17)
O4—C3—C2	110.62 (14)	O2—C1—C2	122.81 (17)
O4—C3—C4	108.66 (14)	O6—C4—C3	113.43 (16)
C2—C3—H3A	109.4	O5—C4—O6	125.40 (17)
C4—C3—H3A	109.4	O5—C4—C3	121.17 (16)
C4—C3—C2	109.24 (14)	N1—C7—H7A	109.6
O3—C2—C3	111.32 (15)	N1—C7—H7B	109.6
O3—C2—H2	108.1	N1—C7—C6	110.07 (15)
O3—C2—C1	110.68 (14)	H7A—C7—H7B	108.2
C3—C2—H2	108.1	C6—C7—H7A	109.6
C1—C2—C3	110.54 (14)	C6—C7—H7B	109.6
C1—C2—H2	108.1	C5—C6—C7	113.40 (15)
H1A—N1—H1B	109.5	C5—C6—H6A	108.9
H1A—N1—H1C	109.5	C5—C6—H6B	108.9
H1B—N1—H1C	109.5	C7—C6—H6A	108.9
C7—N1—H1A	109.5	C7—C6—H6B	108.9
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	178.61 (14)	C3—C2—C1—O2	121.15 (18)
O3—C2—C1—O2	−2.7 (2)	C2—C3—C4—O6	−56.24 (19)
O4—C3—C2—O3	67.79 (18)	C2—C3—C4—O5	124.00 (17)
O4—C3—C2—C1	−55.65 (18)	N1—C7—C6—C5	177.00 (15)
O4—C3—C4—O6	−177.01 (14)	O7—C5—C6—C7	144.68 (18)
O4—C3—C4—O5	3.2 (2)	C4—C3—C2—O3	−51.78 (18)
O8—C5—C6—C7	−37.0 (2)	C4—C3—C2—C1	−175.22 (15)
C3—C2—C1—O1	−57.58 (19)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.84	1.63	2.463 (3)	173
O4—H4···O3^ii	0.84	1.92	2.7551 (18)	170
O1—H1···O7^iii	0.84	1.79	2.6199 (19)	172
O8—H8···O8^iv	0.84	1.62	2.452 (3)	169
N1—H1A···O4^v	0.91	2.51	3.102 (2)	123
N1—H1A···O5^v	0.91	2.10	2.987 (2)	164
N1—H1B···O5^i	0.91	2.04	2.908 (2)	159
N1—H1B···O2^vi	0.91	2.52	3.043 (2)	117
N1—H1C···O2^vii	0.91	2.40	2.971 (2)	121
O3—H3···O4^viii	0.80 (2)	2.01 (2)	2.7204 (18)	149 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (100_salt)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.692 Mg m^−3
a = 4.8948 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5707 (7) Å	Cell parameters from 2559 reflections
c = 11.9179 (9) Å	θ = 2.5–29.5°
α = 108.459 (7)°	µ = 0.16 mm^−1
β = 96.649 (8)°	T = 100 K
γ = 92.235 (7)°	, colourless
V = 469.54 (7) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1915 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1427 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.964, Tmax = 0.995	k = −10→10
5829 measured reflections	l = −14→14

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.039	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.083	w = 1/[σ^2(Fo^2) + (0.0309P)^2 + 0.1807P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
1915 reflections	Δρmax = 0.32 e Å^−3
154 parameters	Δρmin = −0.27 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2575 (3)	0.98888 (16)	0.13458 (12)	0.0104 (3)
O6	0.1881 (3)	0.59608 (16)	0.06667 (11)	0.0122 (3)
H6	0.065216	0.531423	0.016689	0.015*	0.5
O4	0.7401 (3)	0.84594 (16)	0.02593 (11)	0.0107 (3)
H4	0.899472	0.878567	0.062752	0.013*
O1	0.8793 (3)	0.97309 (16)	0.32047 (12)	0.0117 (3)
H1	0.999587	1.046631	0.363914	0.014*
O5	0.3278 (3)	0.63120 (16)	−0.09710 (12)	0.0129 (3)
O8	0.4294 (3)	0.85503 (16)	0.44295 (12)	0.0129 (3)
H8	0.502355	0.950697	0.479857	0.015*	0.5
O2	0.6930 (3)	1.18555 (16)	0.27566 (13)	0.0157 (3)
C3	0.5842 (4)	0.7770 (2)	0.09512 (16)	0.0088 (4)
H3A	0.706243	0.714713	0.135893	0.011*
C2	0.4620 (4)	0.9128 (2)	0.18878 (17)	0.0096 (4)
H2	0.372632	0.860948	0.241032	0.012*
N1	0.2015 (3)	0.36245 (18)	0.23358 (14)	0.0113 (3)
H1A	0.320053	0.359717	0.179662	0.017*
H1B	0.025173	0.341526	0.195587	0.017*
H1C	0.240372	0.284596	0.268914	0.017*
O7	0.7707 (3)	0.77699 (16)	0.55134 (12)	0.0167 (3)
C5	0.5854 (4)	0.7489 (2)	0.46579 (17)	0.0102 (4)
C1	0.6897 (4)	1.0408 (2)	0.26706 (17)	0.0101 (4)
C4	0.3502 (4)	0.6592 (2)	0.01171 (17)	0.0092 (4)
C7	0.2325 (4)	0.5288 (2)	0.32631 (17)	0.0112 (4)
H7A	0.126512	0.527033	0.391842	0.013*
H7B	0.157849	0.610999	0.290889	0.013*
C6	0.5341 (4)	0.5776 (2)	0.37541 (17)	0.0115 (4)
H6A	0.604356	0.496967	0.413362	0.014*
H6B	0.639673	0.571849	0.308384	0.014*
H3	0.324 (5)	1.032 (3)	0.089 (2)	0.035 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0071 (6)	0.0127 (7)	0.0132 (7)	0.0008 (5)	0.0012 (6)	0.0069 (6)
O6	0.0105 (7)	0.0133 (7)	0.0120 (7)	−0.0047 (5)	0.0005 (6)	0.0041 (6)
O4	0.0052 (6)	0.0145 (7)	0.0124 (7)	−0.0038 (5)	0.0009 (6)	0.0050 (6)
O1	0.0083 (6)	0.0119 (7)	0.0128 (7)	−0.0013 (5)	−0.0032 (6)	0.0029 (6)
O5	0.0115 (7)	0.0159 (7)	0.0101 (7)	−0.0008 (6)	0.0013 (6)	0.0027 (6)
O8	0.0140 (7)	0.0099 (7)	0.0132 (7)	0.0003 (5)	0.0000 (6)	0.0023 (6)
O2	0.0133 (7)	0.0095 (7)	0.0228 (8)	−0.0012 (5)	−0.0010 (6)	0.0046 (6)
C3	0.0085 (9)	0.0104 (10)	0.0084 (9)	−0.0005 (7)	0.0000 (8)	0.0048 (8)
C2	0.0081 (9)	0.0096 (9)	0.0119 (10)	0.0001 (7)	0.0008 (8)	0.0047 (8)
N1	0.0089 (8)	0.0112 (8)	0.0123 (8)	0.0000 (6)	0.0003 (7)	0.0020 (7)
O7	0.0151 (7)	0.0149 (7)	0.0169 (8)	−0.0039 (6)	−0.0054 (6)	0.0037 (6)
C5	0.0074 (9)	0.0130 (10)	0.0105 (10)	−0.0018 (8)	0.0020 (8)	0.0046 (8)
C1	0.0101 (9)	0.0118 (10)	0.0080 (9)	0.0005 (7)	0.0046 (8)	0.0016 (8)
C4	0.0078 (9)	0.0065 (9)	0.0136 (10)	0.0031 (7)	0.0041 (8)	0.0026 (8)
C7	0.0107 (9)	0.0101 (10)	0.0113 (10)	0.0004 (7)	0.0018 (8)	0.0012 (8)
C6	0.0092 (9)	0.0124 (10)	0.0131 (10)	0.0008 (8)	0.0025 (8)	0.0039 (8)

Geometric parameters (Å, º)

O3—C2	1.418 (2)	C3—C4	1.526 (3)
O3—H3	0.84 (2)	C2—H2	1.0000
O6—H6	0.8400	C2—C1	1.527 (3)
O6—C4	1.290 (2)	N1—H1A	0.9100
O4—H4	0.8400	N1—H1B	0.9100
O4—C3	1.425 (2)	N1—H1C	0.9100
O1—H1	0.8400	N1—C7	1.491 (2)
O1—C1	1.320 (2)	O7—C5	1.238 (2)
O5—C4	1.233 (2)	C5—C6	1.512 (3)
O8—H8	0.8400	C7—H7A	0.9900
O8—C5	1.283 (2)	C7—H7B	0.9900
O2—C1	1.211 (2)	C7—C6	1.515 (2)
C3—H3A	1.0000	C6—H6A	0.9900
C3—C2	1.532 (2)	C6—H6B	0.9900
C2—O3—H3	111.1 (18)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.52 (16)
C3—O4—H4	109.5	O7—C5—O8	125.84 (18)
C1—O1—H1	109.5	O7—C5—C6	119.62 (16)
C5—O8—H8	109.5	O1—C1—C2	111.70 (15)
O4—C3—H3A	109.5	O2—C1—O1	125.47 (18)
O4—C3—C2	110.68 (14)	O2—C1—C2	122.82 (17)
O4—C3—C4	108.58 (14)	O6—C4—C3	113.45 (16)
C2—C3—H3A	109.5	O5—C4—O6	125.59 (18)
C4—C3—H3A	109.5	O5—C4—C3	120.96 (16)
C4—C3—C2	109.21 (15)	N1—C7—H7A	109.7
O3—C2—C3	111.31 (15)	N1—C7—H7B	109.7
O3—C2—H2	108.1	N1—C7—C6	109.98 (15)
O3—C2—C1	110.71 (15)	H7A—C7—H7B	108.2
C3—C2—H2	108.1	C6—C7—H7A	109.7
C1—C2—C3	110.40 (15)	C6—C7—H7B	109.7
C1—C2—H2	108.1	C5—C6—C7	113.40 (15)
H1A—N1—H1B	109.5	C5—C6—H6A	108.9
H1A—N1—H1C	109.5	C5—C6—H6B	108.9
H1B—N1—H1C	109.5	C7—C6—H6A	108.9
C7—N1—H1A	109.5	C7—C6—H6B	108.9
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	178.62 (14)	C3—C2—C1—O2	121.13 (18)
O3—C2—C1—O2	−2.6 (3)	C2—C3—C4—O6	−56.1 (2)
O4—C3—C2—O3	67.66 (19)	C2—C3—C4—O5	124.05 (17)
O4—C3—C2—C1	−55.72 (19)	N1—C7—C6—C5	177.07 (15)
O4—C3—C4—O6	−176.82 (14)	O7—C5—C6—C7	144.90 (17)
O4—C3—C4—O5	3.3 (2)	C4—C3—C2—O3	−51.82 (19)
O8—C5—C6—C7	−36.7 (2)	C4—C3—C2—C1	−175.20 (15)
C3—C2—C1—O1	−57.7 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.84	1.62	2.461 (3)	173
O4—H4···O3^ii	0.84	1.93	2.7541 (18)	169
O1—H1···O7^iii	0.84	1.79	2.6254 (19)	172
O8—H8···O8^iv	0.84	1.63	2.452 (3)	167
N1—H1A···O4^v	0.91	2.50	3.096 (2)	123
N1—H1A···O5^v	0.91	2.09	2.978 (2)	164
N1—H1B···O5^i	0.91	2.04	2.907 (2)	159
N1—H1B···O2^vi	0.91	2.52	3.037 (2)	117
N1—H1C···O2^vii	0.91	2.40	2.971 (2)	120
O3—H3···O4^viii	0.84 (2)	1.97 (3)	2.7171 (18)	148 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (125_salt_heating)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.686 Mg m^−3
a = 4.9010 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5623 (7) Å	Cell parameters from 2072 reflections
c = 11.9502 (11) Å	θ = 2.5–29.5°
α = 108.338 (8)°	µ = 0.16 mm^−1
β = 96.669 (8)°	T = 125 K
γ = 92.426 (7)°	, colourless
V = 471.14 (8) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1922 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1286 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.065
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.962, Tmax = 1.000	k = −10→10
5820 measured reflections	l = −14→14

Refinement

Refinement on F^2	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.052	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.140	w = 1/[σ^2(Fo^2) + (0.0746P)^2 + 0.0066P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1922 reflections	Δρmax = 0.39 e Å^−3
154 parameters	Δρmin = −0.33 e Å^−3
0 restraints

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2636 (4)	0.9911 (2)	0.13322 (18)	0.0153 (5)
O6	0.1910 (4)	0.5945 (2)	0.06681 (17)	0.0159 (5)
H6	0.062183	0.534495	0.017488	0.019*	0.5
O4	0.7460 (4)	0.8449 (2)	0.02784 (17)	0.0162 (5)
H4	0.904087	0.877937	0.065824	0.019*
O1	0.8813 (4)	0.9735 (2)	0.31928 (17)	0.0160 (5)
H1	0.997431	1.047443	0.365435	0.019*
O5	0.3276 (4)	0.6336 (2)	−0.09559 (18)	0.0179 (5)
O8	0.4302 (4)	0.8551 (2)	0.44246 (18)	0.0177 (5)
H8	0.505923	0.950710	0.477618	0.021*	0.5
O2	0.6937 (4)	1.1866 (2)	0.27665 (19)	0.0211 (5)
C3	0.5851 (5)	0.7766 (3)	0.0959 (2)	0.0122 (6)
H3A	0.703925	0.713716	0.137230	0.015*
C2	0.4637 (5)	0.9138 (3)	0.1886 (2)	0.0128 (6)
H2	0.371179	0.862787	0.240521	0.015*
N1	0.2026 (5)	0.3623 (3)	0.2330 (2)	0.0148 (5)
H1A	0.316043	0.362038	0.177817	0.022*
H1B	0.024827	0.339325	0.197024	0.022*
H1C	0.248527	0.284462	0.267413	0.022*
O7	0.7702 (4)	0.7770 (2)	0.55030 (19)	0.0223 (5)
C5	0.5851 (6)	0.7490 (3)	0.4650 (3)	0.0137 (6)
C1	0.6906 (5)	1.0421 (3)	0.2671 (2)	0.0129 (6)
C4	0.3511 (5)	0.6597 (3)	0.0121 (3)	0.0117 (6)
C7	0.2329 (6)	0.5282 (3)	0.3260 (2)	0.0135 (6)
H7A	0.127537	0.525115	0.391242	0.016*
H7B	0.157638	0.610741	0.291198	0.016*
C6	0.5349 (5)	0.5776 (3)	0.3750 (2)	0.0131 (6)
H6A	0.605436	0.497066	0.412841	0.016*
H6B	0.640045	0.572491	0.308196	0.016*
H3	0.323 (9)	1.031 (5)	0.084 (4)	0.068 (15)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0112 (10)	0.0170 (11)	0.0194 (11)	0.0047 (8)	0.0012 (9)	0.0081 (9)
O6	0.0115 (10)	0.0178 (11)	0.0177 (11)	−0.0039 (8)	0.0012 (8)	0.0055 (9)
O4	0.0098 (10)	0.0195 (11)	0.0189 (11)	−0.0055 (8)	0.0041 (9)	0.0054 (9)
O1	0.0110 (10)	0.0161 (11)	0.0168 (11)	−0.0016 (8)	−0.0034 (8)	0.0018 (9)
O5	0.0131 (10)	0.0233 (12)	0.0163 (11)	−0.0013 (9)	0.0021 (8)	0.0053 (9)
O8	0.0167 (11)	0.0134 (10)	0.0213 (12)	0.0004 (8)	0.0009 (9)	0.0042 (9)
O2	0.0161 (11)	0.0146 (11)	0.0308 (13)	−0.0021 (8)	−0.0018 (10)	0.0072 (9)
C3	0.0084 (13)	0.0143 (15)	0.0135 (15)	−0.0026 (11)	0.0013 (12)	0.0046 (12)
C2	0.0103 (14)	0.0144 (15)	0.0137 (14)	−0.0005 (11)	0.0020 (12)	0.0048 (12)
N1	0.0090 (12)	0.0165 (13)	0.0175 (13)	−0.0006 (9)	0.0000 (10)	0.0043 (11)
O7	0.0196 (12)	0.0188 (11)	0.0248 (12)	−0.0035 (9)	−0.0067 (10)	0.0056 (10)
C5	0.0081 (13)	0.0174 (15)	0.0168 (15)	−0.0010 (12)	0.0027 (12)	0.0073 (12)
C1	0.0112 (14)	0.0141 (15)	0.0149 (15)	0.0006 (11)	0.0060 (12)	0.0052 (12)
C4	0.0074 (13)	0.0116 (14)	0.0181 (15)	0.0039 (11)	0.0067 (12)	0.0055 (12)
C7	0.0109 (14)	0.0147 (15)	0.0137 (15)	0.0013 (11)	0.0015 (12)	0.0028 (12)
C6	0.0095 (14)	0.0142 (15)	0.0155 (15)	0.0012 (11)	0.0047 (12)	0.0034 (12)

Geometric parameters (Å, º)

O3—C2	1.421 (3)	C3—C4	1.524 (4)
O3—H3	0.83 (4)	C2—H2	1.0000
O6—H6	0.8400	C2—C1	1.526 (4)
O6—C4	1.291 (3)	N1—H1A	0.9100
O4—H4	0.8400	N1—H1B	0.9100
O4—C3	1.426 (3)	N1—H1C	0.9100
O1—H1	0.8400	N1—C7	1.492 (3)
O1—C1	1.322 (3)	O7—C5	1.237 (3)
O5—C4	1.226 (3)	C5—C6	1.512 (4)
O8—H8	0.8400	C7—H7A	0.9900
O8—C5	1.280 (3)	C7—H7B	0.9900
O2—C1	1.205 (3)	C7—C6	1.517 (4)
C3—H3A	1.0000	C6—H6A	0.9900
C3—C2	1.535 (4)	C6—H6B	0.9900
C2—O3—H3	114 (3)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.8 (2)
C3—O4—H4	109.5	O7—C5—O8	125.7 (3)
C1—O1—H1	109.5	O7—C5—C6	119.4 (2)
C5—O8—H8	109.5	O1—C1—C2	111.5 (2)
O4—C3—H3A	109.4	O2—C1—O1	125.4 (3)
O4—C3—C2	110.5 (2)	O2—C1—C2	123.1 (3)
O4—C3—C4	108.9 (2)	O6—C4—C3	113.1 (2)
C2—C3—H3A	109.4	O5—C4—O6	125.8 (3)
C4—C3—H3A	109.4	O5—C4—C3	121.2 (2)
C4—C3—C2	109.3 (2)	N1—C7—H7A	109.7
O3—C2—C3	111.2 (2)	N1—C7—H7B	109.7
O3—C2—H2	108.2	N1—C7—C6	109.9 (2)
O3—C2—C1	110.1 (2)	H7A—C7—H7B	108.2
C3—C2—H2	108.2	C6—C7—H7A	109.7
C1—C2—C3	110.8 (2)	C6—C7—H7B	109.7
C1—C2—H2	108.2	C5—C6—C7	113.2 (2)
H1A—N1—H1B	109.5	C5—C6—H6A	108.9
H1A—N1—H1C	109.5	C5—C6—H6B	108.9
H1B—N1—H1C	109.5	C7—C6—H6A	108.9
C7—N1—H1A	109.5	C7—C6—H6B	108.9
C7—N1—H1B	109.5	H6A—C6—H6B	107.8
O3—C2—C1—O1	−179.6 (2)	C3—C2—C1—O2	122.3 (3)
O3—C2—C1—O2	−1.0 (4)	C2—C3—C4—O6	−57.8 (3)
O4—C3—C2—O3	67.7 (3)	C2—C3—C4—O5	122.6 (3)
O4—C3—C2—C1	−55.0 (3)	N1—C7—C6—C5	176.7 (2)
O4—C3—C4—O6	−178.7 (2)	O7—C5—C6—C7	144.8 (3)
O4—C3—C4—O5	1.8 (4)	C4—C3—C2—O3	−52.1 (3)
O8—C5—C6—C7	−36.9 (3)	C4—C3—C2—C1	−174.8 (2)
C3—C2—C1—O1	−56.2 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.84	1.63	2.469 (4)	173
O4—H4···O3^ii	0.84	1.93	2.754 (3)	167
O1—H1···O7^iii	0.84	1.79	2.624 (3)	171
O8—H8···O8^iv	0.84	1.63	2.450 (4)	164
N1—H1A···O4^v	0.91	2.51	3.109 (3)	124
N1—H1A···O5^v	0.91	2.11	2.984 (3)	162
N1—H1B···O5^i	0.91	2.06	2.916 (3)	157
N1—H1B···O2^vi	0.91	2.49	3.039 (3)	119
N1—H1C···O2^vii	0.91	2.37	2.973 (3)	123
O3—H3···O4^viii	0.83 (4)	1.97 (4)	2.714 (3)	149 (4)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (175_salt_heating)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.677 Mg m^−3
a = 4.9089 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5742 (7) Å	Cell parameters from 2203 reflections
c = 11.9896 (10) Å	θ = 2.5–29.5°
α = 108.411 (8)°	µ = 0.16 mm^−1
β = 96.813 (8)°	T = 175 K
γ = 92.501 (7)°	, colourless
V = 473.67 (7) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1931 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1332 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.057
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
5870 measured reflections	l = −14→14

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.047	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.103	w = 1/[σ^2(Fo^2) + (0.0422P)^2 + 0.1465P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1931 reflections	Δρmax = 0.24 e Å^−3
154 parameters	Δρmin = −0.30 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2635 (3)	0.9907 (2)	0.13304 (15)	0.0179 (4)
O6	0.1908 (3)	0.5949 (2)	0.06665 (14)	0.0189 (4)
H6	0.063150	0.533904	0.017151	0.023*	0.5
O4	0.7445 (3)	0.84589 (19)	0.02794 (14)	0.0187 (4)
H4	0.905534	0.874022	0.063904	0.022*
O1	0.8807 (3)	0.97439 (19)	0.31892 (14)	0.0192 (4)
H1	1.000864	1.048074	0.362470	0.023*
O5	0.3259 (3)	0.6336 (2)	−0.09522 (14)	0.0213 (4)
O8	0.4306 (3)	0.85477 (19)	0.44199 (15)	0.0210 (4)
H8	0.504094	0.950511	0.478585	0.025*	0.5
O2	0.6939 (3)	1.1867 (2)	0.27656 (16)	0.0267 (4)
C3	0.5849 (4)	0.7775 (3)	0.09589 (19)	0.0131 (5)
H3A	0.704352	0.715234	0.137197	0.016*
C2	0.4640 (4)	0.9143 (3)	0.1884 (2)	0.0143 (5)
H2	0.372107	0.863171	0.239999	0.017*
N1	0.2040 (4)	0.3627 (2)	0.23280 (17)	0.0183 (4)
H1A	0.316936	0.362532	0.177827	0.027*
H1B	0.026222	0.339631	0.196853	0.027*
H1C	0.249889	0.284875	0.266983	0.027*
O7	0.7699 (4)	0.7773 (2)	0.55016 (16)	0.0284 (4)
C5	0.5854 (5)	0.7494 (3)	0.4645 (2)	0.0158 (5)
C1	0.6906 (4)	1.0421 (3)	0.2666 (2)	0.0156 (5)
C4	0.3512 (4)	0.6599 (3)	0.0124 (2)	0.0146 (5)
C7	0.2348 (5)	0.5277 (3)	0.3254 (2)	0.0170 (5)
H7A	0.129818	0.524258	0.390314	0.020*
H7B	0.158799	0.609929	0.290751	0.020*
C6	0.5352 (4)	0.5786 (3)	0.3748 (2)	0.0166 (5)
H6A	0.606460	0.498438	0.412541	0.020*
H6B	0.640105	0.573881	0.308354	0.020*
H3	0.324 (6)	1.029 (4)	0.090 (3)	0.046 (10)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0137 (8)	0.0207 (9)	0.0207 (10)	0.0020 (7)	0.0012 (8)	0.0092 (8)
O6	0.0154 (8)	0.0212 (9)	0.0185 (9)	−0.0074 (7)	0.0002 (7)	0.0063 (7)
O4	0.0121 (8)	0.0223 (9)	0.0211 (9)	−0.0049 (7)	0.0040 (7)	0.0066 (8)
O1	0.0145 (8)	0.0173 (9)	0.0218 (9)	−0.0020 (7)	−0.0043 (7)	0.0036 (7)
O5	0.0162 (9)	0.0281 (10)	0.0173 (9)	−0.0031 (7)	0.0016 (7)	0.0051 (8)
O8	0.0237 (9)	0.0147 (9)	0.0224 (10)	0.0015 (7)	0.0001 (8)	0.0042 (8)
O2	0.0219 (9)	0.0160 (9)	0.0389 (11)	−0.0026 (7)	−0.0046 (8)	0.0078 (8)
C3	0.0118 (11)	0.0143 (12)	0.0136 (12)	−0.0016 (9)	0.0005 (10)	0.0059 (10)
C2	0.0109 (11)	0.0153 (12)	0.0176 (12)	−0.0007 (9)	0.0012 (10)	0.0072 (10)
N1	0.0132 (10)	0.0173 (11)	0.0210 (11)	−0.0011 (8)	0.0001 (9)	0.0026 (9)
O7	0.0276 (10)	0.0206 (10)	0.0300 (10)	−0.0049 (8)	−0.0116 (9)	0.0048 (8)
C5	0.0113 (11)	0.0198 (13)	0.0176 (13)	−0.0024 (10)	0.0024 (10)	0.0085 (10)
C1	0.0131 (12)	0.0172 (13)	0.0164 (12)	0.0010 (9)	0.0058 (10)	0.0041 (10)
C4	0.0125 (11)	0.0127 (12)	0.0195 (13)	0.0047 (9)	0.0062 (10)	0.0048 (10)
C7	0.0157 (12)	0.0145 (12)	0.0175 (13)	0.0020 (9)	0.0028 (10)	0.0002 (10)
C6	0.0137 (12)	0.0160 (12)	0.0193 (13)	0.0018 (9)	0.0038 (10)	0.0039 (10)

Geometric parameters (Å, º)

O3—C2	1.419 (3)	C3—C4	1.525 (3)
O3—H3	0.77 (3)	C2—H2	1.0000
O6—H6	0.8400	C2—C1	1.521 (3)
O6—C4	1.291 (3)	N1—H1A	0.9100
O4—H4	0.8400	N1—H1B	0.9100
O4—C3	1.426 (2)	N1—H1C	0.9100
O1—H1	0.8400	N1—C7	1.485 (3)
O1—C1	1.319 (3)	O7—C5	1.240 (3)
O5—C4	1.227 (3)	C5—C6	1.508 (3)
O8—H8	0.8400	C7—H7A	0.9900
O8—C5	1.277 (3)	C7—H7B	0.9900
O2—C1	1.207 (3)	C7—C6	1.513 (3)
C3—H3A	1.0000	C6—H6A	0.9900
C3—C2	1.534 (3)	C6—H6B	0.9900
C2—O3—H3	112 (2)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.8 (2)
C3—O4—H4	109.5	O7—C5—O8	125.9 (2)
C1—O1—H1	109.5	O7—C5—C6	119.31 (19)
C5—O8—H8	109.5	O1—C1—C2	111.71 (18)
O4—C3—H3A	109.3	O2—C1—O1	125.2 (2)
O4—C3—C2	110.60 (17)	O2—C1—C2	123.1 (2)
O4—C3—C4	108.84 (18)	O6—C4—C3	113.2 (2)
C2—C3—H3A	109.3	O5—C4—O6	125.4 (2)
C4—C3—H3A	109.3	O5—C4—C3	121.3 (2)
C4—C3—C2	109.35 (18)	N1—C7—H7A	109.6
O3—C2—C3	111.10 (18)	N1—C7—H7B	109.6
O3—C2—H2	108.2	N1—C7—C6	110.35 (18)
O3—C2—C1	110.38 (17)	H7A—C7—H7B	108.1
C3—C2—H2	108.2	C6—C7—H7A	109.6
C1—C2—C3	110.69 (18)	C6—C7—H7B	109.6
C1—C2—H2	108.2	C5—C6—C7	113.60 (18)
H1A—N1—H1B	109.5	C5—C6—H6A	108.8
H1A—N1—H1C	109.5	C5—C6—H6B	108.8
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	−179.80 (18)	C3—C2—C1—O2	122.5 (2)
O3—C2—C1—O2	−0.9 (3)	C2—C3—C4—O6	−57.5 (2)
O4—C3—C2—O3	67.7 (2)	C2—C3—C4—O5	122.5 (2)
O4—C3—C2—C1	−55.3 (2)	N1—C7—C6—C5	176.67 (18)
O4—C3—C4—O6	−178.38 (17)	O7—C5—C6—C7	144.4 (2)
O4—C3—C4—O5	1.6 (3)	C4—C3—C2—O3	−52.1 (2)
O8—C5—C6—C7	−37.0 (3)	C4—C3—C2—C1	−175.12 (18)
C3—C2—C1—O1	−56.4 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.84	1.63	2.468 (3)	173
O4—H4···O3^ii	0.84	1.94	2.756 (2)	164
O1—H1···O7^iii	0.84	1.79	2.621 (2)	173
O8—H8···O8^iv	0.84	1.64	2.458 (3)	166
N1—H1A···O4^v	0.91	2.52	3.119 (2)	124
N1—H1A···O5^v	0.91	2.12	2.996 (2)	162
N1—H1B···O5^i	0.91	2.06	2.917 (2)	157
N1—H1B···O2^vi	0.91	2.50	3.050 (3)	119
N1—H1C···O2^vii	0.91	2.37	2.975 (2)	124
O3—H3···O4^viii	0.77 (3)	2.04 (3)	2.718 (2)	147 (3)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (225_salt_heating)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.669 Mg m^−3
a = 4.9142 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.5934 (7) Å	Cell parameters from 2566 reflections
c = 12.0281 (10) Å	θ = 2.5–29.5°
α = 108.563 (8)°	µ = 0.16 mm^−1
β = 97.059 (8)°	T = 225 K
γ = 92.493 (7)°	, colourless
V = 476.02 (8) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1942 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1376 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
5925 measured reflections	l = −15→15

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.038	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.086	w = 1/[σ^2(Fo^2) + (0.0338P)^2 + 0.1392P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1942 reflections	Δρmax = 0.23 e Å^−3
154 parameters	Δρmin = −0.22 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2606 (3)	0.98959 (16)	0.13345 (12)	0.0181 (3)
O6	0.1899 (3)	0.59612 (17)	0.06609 (12)	0.0221 (3)
H6	0.063081	0.535998	0.017298	0.027*	0.5
O4	0.7393 (3)	0.84690 (16)	0.02690 (11)	0.0187 (3)
H4	0.896950	0.878934	0.063324	0.022*
O1	0.8809 (3)	0.97537 (16)	0.31871 (12)	0.0217 (3)
H1	0.997698	1.048677	0.362837	0.026*
O5	0.3243 (3)	0.63203 (17)	−0.09561 (12)	0.0244 (3)
O8	0.4332 (3)	0.85506 (16)	0.44149 (12)	0.0250 (4)
H8	0.497831	0.949278	0.483400	0.030*	0.5
O2	0.6951 (3)	1.18629 (17)	0.27528 (14)	0.0305 (4)
C3	0.5835 (4)	0.7783 (2)	0.09497 (16)	0.0145 (4)
H3A	0.703795	0.717189	0.135331	0.017*
C2	0.4641 (4)	0.9143 (2)	0.18783 (16)	0.0141 (4)
H2	0.375575	0.863146	0.238878	0.017*
N1	0.2054 (3)	0.36254 (19)	0.23226 (14)	0.0209 (4)
H1A	0.319081	0.361702	0.178864	0.031*
H1B	0.030331	0.340110	0.195649	0.031*
H1C	0.248299	0.285787	0.266312	0.031*
O7	0.7689 (3)	0.77762 (17)	0.55030 (14)	0.0349 (4)
C5	0.5862 (4)	0.7496 (2)	0.46437 (17)	0.0190 (4)
C1	0.6909 (4)	1.0421 (2)	0.26583 (17)	0.0165 (4)
C4	0.3501 (4)	0.6601 (2)	0.01185 (17)	0.0155 (4)
C7	0.2362 (4)	0.5276 (2)	0.32461 (17)	0.0186 (4)
H7A	0.132183	0.524435	0.388473	0.022*
H7B	0.161031	0.608518	0.290126	0.022*
C6	0.5357 (4)	0.5789 (2)	0.37450 (18)	0.0199 (4)
H6A	0.606317	0.499769	0.411790	0.024*
H6B	0.639557	0.574244	0.309141	0.024*
H3	0.328 (5)	1.032 (3)	0.093 (2)	0.035 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0132 (7)	0.0207 (7)	0.0218 (8)	0.0008 (6)	0.0007 (6)	0.0097 (6)
O6	0.0191 (7)	0.0233 (8)	0.0207 (7)	−0.0105 (6)	−0.0015 (6)	0.0060 (6)
O4	0.0117 (7)	0.0235 (8)	0.0204 (7)	−0.0055 (6)	0.0005 (6)	0.0081 (6)
O1	0.0174 (7)	0.0197 (7)	0.0220 (8)	−0.0030 (6)	−0.0081 (6)	0.0030 (6)
O5	0.0202 (8)	0.0320 (8)	0.0157 (8)	−0.0056 (6)	−0.0021 (6)	0.0031 (6)
O8	0.0309 (8)	0.0154 (7)	0.0250 (8)	0.0027 (6)	−0.0018 (7)	0.0038 (7)
O2	0.0269 (8)	0.0158 (8)	0.0430 (10)	−0.0034 (6)	−0.0094 (7)	0.0076 (7)
C3	0.0130 (9)	0.0150 (10)	0.0158 (10)	−0.0020 (7)	−0.0013 (8)	0.0070 (8)
C2	0.0126 (9)	0.0136 (10)	0.0157 (10)	−0.0011 (7)	−0.0006 (8)	0.0056 (8)
N1	0.0166 (8)	0.0182 (9)	0.0230 (9)	−0.0009 (7)	−0.0013 (7)	0.0017 (7)
O7	0.0356 (9)	0.0246 (8)	0.0348 (9)	−0.0070 (7)	−0.0173 (8)	0.0059 (7)
C5	0.0170 (10)	0.0196 (10)	0.0191 (11)	−0.0050 (8)	0.0007 (9)	0.0063 (9)
C1	0.0140 (10)	0.0177 (10)	0.0163 (10)	0.0013 (8)	0.0031 (8)	0.0034 (8)
C4	0.0134 (9)	0.0123 (9)	0.0192 (10)	0.0029 (7)	0.0011 (8)	0.0031 (8)
C7	0.0166 (10)	0.0168 (10)	0.0181 (10)	0.0017 (8)	0.0014 (8)	−0.0001 (8)
C6	0.0155 (10)	0.0193 (10)	0.0224 (11)	0.0014 (8)	0.0013 (9)	0.0037 (9)

Geometric parameters (Å, º)

O3—C2	1.418 (2)	C3—C4	1.522 (3)
O3—H3	0.79 (2)	C2—H2	0.9900
O6—H6	0.8300	C2—C1	1.520 (3)
O6—C4	1.290 (2)	N1—H1A	0.9000
O4—H4	0.8300	N1—H1B	0.9000
O4—C3	1.423 (2)	N1—H1C	0.9000
O1—H1	0.8300	N1—C7	1.485 (2)
O1—C1	1.318 (2)	O7—C5	1.236 (2)
O5—C4	1.226 (2)	C5—C6	1.508 (3)
O8—H8	0.8300	C7—H7A	0.9800
O8—C5	1.276 (2)	C7—H7B	0.9800
O2—C1	1.207 (2)	C7—C6	1.510 (3)
C3—H3A	0.9900	C6—H6A	0.9800
C3—C2	1.532 (2)	C6—H6B	0.9800
C2—O3—H3	109.7 (18)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.84 (17)
C3—O4—H4	109.5	O7—C5—O8	125.70 (18)
C1—O1—H1	109.5	O7—C5—C6	119.45 (17)
C5—O8—H8	109.5	O1—C1—C2	111.84 (15)
O4—C3—H3A	109.3	O2—C1—O1	125.05 (18)
O4—C3—C2	110.64 (14)	O2—C1—C2	123.10 (17)
O4—C3—C4	108.68 (15)	O6—C4—C3	113.35 (16)
C2—C3—H3A	109.3	O5—C4—O6	125.26 (18)
C4—C3—H3A	109.3	O5—C4—C3	121.39 (17)
C4—C3—C2	109.53 (15)	N1—C7—H7A	109.6
O3—C2—C3	111.12 (15)	N1—C7—H7B	109.6
O3—C2—H2	108.1	N1—C7—C6	110.40 (15)
O3—C2—C1	110.67 (14)	H7A—C7—H7B	108.1
C3—C2—H2	108.1	C6—C7—H7A	109.6
C1—C2—C3	110.71 (15)	C6—C7—H7B	109.6
C1—C2—H2	108.1	C5—C6—C7	113.72 (16)
H1A—N1—H1B	109.5	C5—C6—H6A	108.8
H1A—N1—H1C	109.5	C5—C6—H6B	108.8
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	179.14 (15)	C3—C2—C1—O2	121.58 (19)
O3—C2—C1—O2	−2.1 (3)	C2—C3—C4—O6	−56.5 (2)
O4—C3—C2—O3	67.86 (19)	C2—C3—C4—O5	123.46 (18)
O4—C3—C2—C1	−55.55 (19)	N1—C7—C6—C5	176.84 (16)
O4—C3—C4—O6	−177.47 (14)	O7—C5—C6—C7	143.93 (19)
O4—C3—C4—O5	2.5 (2)	C4—C3—C2—O3	−51.92 (19)
O8—C5—C6—C7	−37.5 (2)	C4—C3—C2—C1	−175.33 (15)
C3—C2—C1—O1	−57.2 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.83	1.64	2.464 (3)	172
O4—H4···O3^ii	0.83	1.94	2.7618 (19)	168
O1—H1···O7^iii	0.83	1.79	2.615 (2)	173
O8—H8···O8^iv	0.83	1.63	2.453 (3)	169
N1—H1A···O4^v	0.90	2.53	3.116 (2)	124
N1—H1A···O5^v	0.90	2.13	3.003 (2)	163
N1—H1B···O5^i	0.90	2.06	2.914 (2)	158
N1—H1B···O2^vi	0.90	2.53	3.056 (2)	118
N1—H1C···O2^vii	0.90	2.39	2.977 (2)	123
O3—H3···O4^viii	0.79 (2)	2.03 (2)	2.7239 (19)	146 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (275_salt_heating)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.654 Mg m^−3
a = 4.9248 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.6012 (7) Å	Cell parameters from 2351 reflections
c = 12.1074 (10) Å	θ = 2.5–29.5°
α = 108.584 (8)°	µ = 0.15 mm^−1
β = 97.257 (8)°	T = 275 K
γ = 92.666 (8)°	0.43 × 0.07 × 0.03 mm
V = 480.16 (8) Å^3

Data collection

Stoe IPDS diffractometer	1960 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1348 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
5976 measured reflections	l = −15→15

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.046	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.098	w = 1/[σ^2(Fo^2) + (0.0363P)^2 + 0.1917P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1960 reflections	Δρmax = 0.22 e Å^−3
154 parameters	Δρmin = −0.22 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2667 (3)	0.9922 (2)	0.13217 (15)	0.0237 (4)
O6	0.1928 (3)	0.5951 (2)	0.06586 (14)	0.0275 (4)
H6	0.064291	0.538396	0.018007	0.033*	0.5
O4	0.7439 (3)	0.84668 (19)	0.02897 (13)	0.0248 (4)
H4	0.898817	0.878438	0.065778	0.030*
O1	0.8819 (3)	0.97641 (18)	0.31755 (14)	0.0276 (4)
H1	0.994991	1.049013	0.362722	0.033*
O5	0.3228 (3)	0.6349 (2)	−0.09377 (14)	0.0312 (4)
O8	0.4348 (4)	0.85499 (19)	0.44077 (15)	0.0326 (4)
H8	0.503030	0.948178	0.479875	0.039*	0.5
O2	0.6970 (3)	1.18742 (19)	0.27605 (16)	0.0376 (5)
C3	0.5848 (4)	0.7792 (2)	0.09554 (18)	0.0184 (5)
H3A	0.701584	0.718813	0.136044	0.022*
C2	0.4660 (4)	0.9157 (2)	0.18708 (19)	0.0189 (5)
H2	0.375759	0.865593	0.236799	0.023*
N1	0.2073 (4)	0.3632 (2)	0.23154 (17)	0.0267 (5)
H1A	0.313317	0.364598	0.177463	0.040*
H1B	0.032551	0.338870	0.197673	0.040*
H1C	0.257319	0.287580	0.264040	0.040*
O7	0.7676 (4)	0.7775 (2)	0.54908 (17)	0.0453 (5)
C5	0.5863 (5)	0.7498 (3)	0.4635 (2)	0.0239 (5)
C1	0.6925 (4)	1.0432 (3)	0.26546 (19)	0.0200 (5)
C4	0.3507 (4)	0.6610 (3)	0.01283 (19)	0.0187 (5)
C7	0.2385 (5)	0.5272 (3)	0.3238 (2)	0.0247 (5)
H7A	0.136305	0.522960	0.386352	0.030*
H7B	0.163490	0.607385	0.290313	0.030*
C6	0.5365 (5)	0.5796 (3)	0.3738 (2)	0.0266 (5)
H6A	0.638832	0.575970	0.309721	0.032*
H6B	0.607095	0.501299	0.410191	0.032*
H3	0.326 (8)	1.027 (5)	0.093 (3)	0.084 (15)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0180 (8)	0.0255 (9)	0.0277 (9)	0.0031 (7)	−0.0008 (7)	0.0103 (8)
O6	0.0239 (9)	0.0282 (9)	0.0264 (9)	−0.0119 (7)	−0.0016 (7)	0.0075 (8)
O4	0.0175 (8)	0.0299 (9)	0.0260 (9)	−0.0067 (7)	0.0020 (7)	0.0094 (7)
O1	0.0229 (9)	0.0230 (9)	0.0286 (9)	−0.0029 (7)	−0.0105 (7)	0.0033 (7)
O5	0.0249 (9)	0.0416 (10)	0.0210 (9)	−0.0075 (7)	−0.0023 (7)	0.0053 (8)
O8	0.0407 (11)	0.0199 (9)	0.0315 (10)	0.0032 (8)	−0.0031 (8)	0.0034 (8)
O2	0.0324 (10)	0.0196 (9)	0.0528 (12)	−0.0047 (7)	−0.0135 (9)	0.0092 (8)
C3	0.0168 (11)	0.0180 (11)	0.0201 (12)	−0.0021 (9)	0.0000 (9)	0.0073 (9)
C2	0.0155 (11)	0.0195 (11)	0.0208 (11)	−0.0029 (9)	−0.0015 (9)	0.0076 (9)
N1	0.0210 (10)	0.0234 (10)	0.0295 (11)	−0.0013 (8)	−0.0030 (9)	0.0031 (9)
O7	0.0464 (12)	0.0301 (10)	0.0458 (11)	−0.0082 (8)	−0.0235 (9)	0.0067 (9)
C5	0.0218 (12)	0.0234 (12)	0.0237 (12)	−0.0052 (10)	−0.0015 (10)	0.0066 (10)
C1	0.0174 (11)	0.0204 (12)	0.0208 (11)	0.0011 (9)	0.0032 (9)	0.0047 (9)
C4	0.0139 (11)	0.0168 (11)	0.0227 (12)	0.0019 (8)	0.0002 (9)	0.0037 (9)
C7	0.0214 (12)	0.0213 (12)	0.0251 (12)	0.0024 (9)	−0.0002 (10)	0.0003 (10)
C6	0.0221 (12)	0.0221 (12)	0.0307 (13)	0.0016 (10)	0.0000 (11)	0.0036 (10)

Geometric parameters (Å, º)

O3—C2	1.419 (3)	C3—C4	1.522 (3)
O3—H3	0.71 (3)	C2—H2	0.9800
O6—H6	0.8200	C2—C1	1.518 (3)
O6—C4	1.286 (3)	N1—H1A	0.8900
O4—H4	0.8200	N1—H1B	0.8900
O4—C3	1.420 (2)	N1—H1C	0.8900
O1—H1	0.8200	N1—C7	1.481 (3)
O1—C1	1.315 (2)	O7—C5	1.231 (3)
O5—C4	1.226 (3)	C5—C6	1.507 (3)
O8—H8	0.8200	C7—H7A	0.9700
O8—C5	1.273 (3)	C7—H7B	0.9700
O2—C1	1.205 (2)	C7—C6	1.504 (3)
C3—H3A	0.9800	C6—H6A	0.9700
C3—C2	1.532 (3)	C6—H6B	0.9700
C2—O3—H3	110 (3)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.96 (19)
C3—O4—H4	109.5	O7—C5—O8	125.7 (2)
C1—O1—H1	109.5	O7—C5—C6	119.4 (2)
C5—O8—H8	109.5	O1—C1—C2	111.87 (18)
O4—C3—H3A	109.1	O2—C1—O1	124.9 (2)
O4—C3—C2	110.75 (16)	O2—C1—C2	123.2 (2)
O4—C3—C4	109.26 (17)	O6—C4—C3	113.64 (19)
C2—C3—H3A	109.1	O5—C4—O6	125.2 (2)
C4—C3—H3A	109.1	O5—C4—C3	121.15 (19)
C4—C3—C2	109.36 (17)	N1—C7—H7A	109.5
O3—C2—C3	111.20 (17)	N1—C7—H7B	109.5
O3—C2—H2	108.2	N1—C7—C6	110.67 (18)
O3—C2—C1	110.17 (17)	H7A—C7—H7B	108.1
C3—C2—H2	108.2	C6—C7—H7A	109.5
C1—C2—C3	110.85 (17)	C6—C7—H7B	109.5
C1—C2—H2	108.2	C5—C6—H6A	108.8
H1A—N1—H1B	109.5	C5—C6—H6B	108.8
H1A—N1—H1C	109.5	C7—C6—C5	113.77 (19)
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	−179.75 (18)	C3—C2—C1—O2	122.6 (2)
O3—C2—C1—O2	−0.9 (3)	C2—C3—C4—O6	−57.8 (2)
O4—C3—C2—O3	67.7 (2)	C2—C3—C4—O5	122.0 (2)
O4—C3—C2—C1	−55.2 (2)	N1—C7—C6—C5	176.73 (19)
O4—C3—C4—O6	−179.21 (17)	O7—C5—C6—C7	143.6 (2)
O4—C3—C4—O5	0.7 (3)	C4—C3—C2—O3	−52.8 (2)
O8—C5—C6—C7	−38.0 (3)	C4—C3—C2—C1	−175.71 (17)
C3—C2—C1—O1	−56.2 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.82	1.96	2.766 (2)	166
O8—H8···O8^ii	0.82	1.65	2.456 (3)	167
O3—H3···O4^iii	0.71 (3)	2.11 (4)	2.726 (2)	146 (4)

Symmetry codes: (i) x+1, y, z; (ii) −x+1, −y+2, −z+1; (iii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (RT_salt_heating)

Crystal data

C3H7.5NO2^+·C4H5.5O6^−	Z = 2
Mr = 239.18	F(000) = 252
Triclinic, P1	Dx = 1.649 Mg m^−3
a = 4.9271 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.6022 (8) Å	Cell parameters from 2281 reflections
c = 12.1449 (11) Å	θ = 2.5–29.5°
α = 108.606 (8)°	µ = 0.15 mm^−1
β = 97.351 (9)°	T = 293 K
γ = 92.714 (8)°	, colourless
V = 481.70 (8) Å^3	0.43 × 0.07 × 0.03 mm

Data collection

Stoe IPDS diffractometer	1970 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1299 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.051
ω scans	θmax = 26.4°, θmin = 2.5°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.963, Tmax = 0.995	k = −10→10
6011 measured reflections	l = −15→15

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.043	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.099	w = 1/[σ^2(Fo^2) + (0.0395P)^2 + 0.1166P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
1970 reflections	Δρmax = 0.24 e Å^−3
154 parameters	Δρmin = −0.24 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H6 and H8 hydrogen atoms were refined in a special position

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O3	0.2697 (3)	0.9936 (2)	0.13162 (15)	0.0267 (4)
O6	0.1935 (3)	0.59506 (19)	0.06593 (13)	0.0299 (4)
H6	0.075462	0.529824	0.017194	0.036*	0.5
O4	0.7461 (3)	0.84658 (19)	0.03001 (13)	0.0270 (4)
H4	0.899623	0.879966	0.067939	0.032*
O1	0.8830 (3)	0.97714 (18)	0.31719 (14)	0.0300 (4)
H1	0.993184	1.050089	0.363968	0.036*
O5	0.3219 (3)	0.6363 (2)	−0.09291 (14)	0.0339 (4)
O8	0.4350 (3)	0.85446 (18)	0.44032 (14)	0.0354 (4)
H8	0.509307	0.947802	0.474813	0.042*	0.5
O2	0.6981 (3)	1.18799 (19)	0.27644 (16)	0.0412 (5)
C3	0.5840 (4)	0.7795 (2)	0.09582 (18)	0.0194 (5)
H3A	0.699535	0.718922	0.136519	0.023*
C2	0.4661 (4)	0.9162 (2)	0.18701 (18)	0.0195 (5)
H2	0.374279	0.866631	0.236371	0.023*
N1	0.2075 (4)	0.3631 (2)	0.23094 (16)	0.0293 (5)
H1A	0.315423	0.364258	0.177718	0.044*
H1B	0.033269	0.339368	0.196293	0.044*
H1C	0.255043	0.287117	0.263381	0.044*
O7	0.7672 (4)	0.7778 (2)	0.54887 (17)	0.0499 (5)
C5	0.5866 (5)	0.7502 (3)	0.4635 (2)	0.0261 (5)
C1	0.6934 (4)	1.0436 (3)	0.26531 (19)	0.0219 (5)
C4	0.3510 (4)	0.6615 (2)	0.01317 (19)	0.0210 (5)
C7	0.2389 (5)	0.5269 (3)	0.3232 (2)	0.0279 (5)
H7A	0.137064	0.522366	0.385504	0.034*
H7B	0.163463	0.607165	0.289958	0.034*
C6	0.5368 (4)	0.5799 (3)	0.3732 (2)	0.0294 (5)
H6A	0.638650	0.577125	0.309429	0.035*
H6B	0.608008	0.501359	0.409076	0.035*
H3	0.316 (9)	1.020 (5)	0.092 (4)	0.12 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0202 (8)	0.0287 (9)	0.0303 (10)	0.0044 (7)	−0.0017 (7)	0.0104 (8)
O6	0.0255 (9)	0.0290 (9)	0.0303 (9)	−0.0135 (7)	−0.0021 (7)	0.0076 (7)
O4	0.0182 (8)	0.0319 (9)	0.0293 (9)	−0.0074 (7)	0.0031 (7)	0.0092 (8)
O1	0.0244 (9)	0.0262 (9)	0.0307 (9)	−0.0029 (7)	−0.0113 (7)	0.0040 (7)
O5	0.0263 (9)	0.0467 (11)	0.0221 (9)	−0.0081 (7)	−0.0033 (7)	0.0062 (8)
O8	0.0453 (11)	0.0207 (8)	0.0334 (10)	0.0020 (8)	−0.0038 (8)	0.0034 (8)
O2	0.0356 (10)	0.0213 (9)	0.0584 (12)	−0.0060 (7)	−0.0141 (9)	0.0107 (8)
C3	0.0171 (10)	0.0199 (11)	0.0214 (11)	−0.0022 (8)	−0.0001 (9)	0.0085 (9)
C2	0.0167 (10)	0.0193 (11)	0.0216 (11)	−0.0015 (8)	−0.0018 (9)	0.0076 (9)
N1	0.0231 (10)	0.0247 (10)	0.0320 (11)	−0.0019 (8)	−0.0035 (9)	0.0014 (9)
O7	0.0518 (12)	0.0322 (10)	0.0505 (12)	−0.0091 (9)	−0.0272 (10)	0.0077 (9)
C5	0.0256 (12)	0.0229 (12)	0.0254 (12)	−0.0048 (10)	−0.0023 (10)	0.0053 (10)
C1	0.0210 (11)	0.0214 (12)	0.0216 (11)	−0.0002 (9)	0.0031 (10)	0.0053 (10)
C4	0.0171 (11)	0.0175 (11)	0.0254 (12)	0.0018 (8)	−0.0004 (9)	0.0044 (9)
C7	0.0239 (12)	0.0224 (12)	0.0295 (13)	0.0012 (9)	−0.0006 (10)	−0.0006 (10)
C6	0.0231 (12)	0.0259 (12)	0.0335 (13)	0.0016 (10)	−0.0017 (11)	0.0041 (11)

Geometric parameters (Å, º)

O3—C2	1.419 (3)	C3—C4	1.517 (3)
O3—H3	0.66 (4)	C2—H2	0.9800
O6—H6	0.8200	C2—C1	1.518 (3)
O6—C4	1.287 (3)	N1—H1A	0.8900
O4—H4	0.8200	N1—H1B	0.8900
O4—C3	1.423 (2)	N1—H1C	0.8900
O1—H1	0.8200	N1—C7	1.481 (3)
O1—C1	1.314 (2)	O7—C5	1.228 (3)
O5—C4	1.224 (2)	C5—C6	1.511 (3)
O8—H8	0.8200	C7—H7A	0.9700
O8—C5	1.270 (3)	C7—H7B	0.9700
O2—C1	1.205 (2)	C7—C6	1.504 (3)
C3—H3A	0.9800	C6—H6A	0.9700
C3—C2	1.531 (3)	C6—H6B	0.9700
C2—O3—H3	113 (4)	C7—N1—H1C	109.5
C4—O6—H6	109.5	O8—C5—C6	114.45 (19)
C3—O4—H4	109.5	O7—C5—O8	126.0 (2)
C1—O1—H1	109.5	O7—C5—C6	119.5 (2)
C5—O8—H8	109.5	O1—C1—C2	112.10 (17)
O4—C3—H3A	109.0	O2—C1—O1	124.7 (2)
O4—C3—C2	110.85 (16)	O2—C1—C2	123.2 (2)
O4—C3—C4	109.49 (17)	O6—C4—C3	113.48 (19)
C2—C3—H3A	109.0	O5—C4—O6	125.2 (2)
C4—C3—H3A	109.0	O5—C4—C3	121.27 (19)
C4—C3—C2	109.62 (16)	N1—C7—H7A	109.5
O3—C2—C3	110.94 (17)	N1—C7—H7B	109.5
O3—C2—H2	108.4	N1—C7—C6	110.78 (18)
O3—C2—C1	109.85 (16)	H7A—C7—H7B	108.1
C3—C2—H2	108.4	C6—C7—H7A	109.5
C1—C2—C3	110.85 (17)	C6—C7—H7B	109.5
C1—C2—H2	108.4	C5—C6—H6A	108.8
H1A—N1—H1B	109.5	C5—C6—H6B	108.8
H1A—N1—H1C	109.5	C7—C6—C5	113.85 (18)
H1B—N1—H1C	109.5	C7—C6—H6A	108.8
C7—N1—H1A	109.5	C7—C6—H6B	108.8
C7—N1—H1B	109.5	H6A—C6—H6B	107.7
O3—C2—C1—O1	−178.97 (18)	C3—C2—C1—O2	123.1 (2)
O3—C2—C1—O2	0.1 (3)	C2—C3—C4—O6	−58.2 (2)
O4—C3—C2—O3	67.6 (2)	C2—C3—C4—O5	121.3 (2)
O4—C3—C2—C1	−54.7 (2)	N1—C7—C6—C5	176.97 (19)
O4—C3—C4—O6	−179.96 (17)	O7—C5—C6—C7	143.3 (2)
O4—C3—C4—O5	−0.5 (3)	C4—C3—C2—O3	−53.3 (2)
O8—C5—C6—C7	−38.4 (3)	C4—C3—C2—C1	−175.68 (17)
C3—C2—C1—O1	−56.0 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O6^i	0.82	1.66	2.475 (3)	171
O4—H4···O3^ii	0.82	1.97	2.767 (2)	165
O1—H1···O7^iii	0.82	1.79	2.610 (2)	172
O8—H8···O8^iv	0.82	1.67	2.465 (3)	162
N1—H1A···O4^v	0.89	2.56	3.150 (2)	124
N1—H1A···O5^v	0.89	2.17	3.031 (2)	162
N1—H1B···O5^i	0.89	2.08	2.916 (2)	156
N1—H1B···O2^vi	0.89	2.53	3.066 (3)	120
N1—H1C···O2^vii	0.89	2.39	2.992 (2)	126
O3—H3···O4^viii	0.66 (4)	2.15 (4)	2.728 (2)	149 (5)

Symmetry codes: (i) −x, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+1, −y+1, −z; (vi) x−1, y−1, z; (vii) x, y−1, z; (viii) −x+1, −y+2, −z.

β-Alaninium DL-tartarate (RT_cocrystal)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.625 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8902 (3) Å	Cell parameters from 2984 reflections
b = 9.4430 (4) Å	θ = 2.4–29.0°
c = 21.7426 (11) Å	µ = 0.15 mm^−1
β = 103.096 (5)°	T = 293 K
V = 977.92 (9) Å^3	Block, colourless
Z = 4	1 × 0.11 × 0.04 mm

Data collection

STOE IPDS diffractometer	1996 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1420 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.083
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.933, Tmax = 0.995	k = −11→11
11041 measured reflections	l = −27→27

Refinement

Refinement on F^2	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.043	H-atom parameters constrained
wR(F^2) = 0.086	w = 1/[σ^2(Fo^2) + (0.0396P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1996 reflections	Δρmax = 0.21 e Å^−3
151 parameters	Δρmin = −0.18 e Å^−3
0 restraints

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2846 (4)	0.64677 (16)	0.00120 (9)	0.0358 (5)
H4	0.369194	0.582661	0.022930	0.043*
O3	0.7265 (4)	0.61775 (15)	−0.06654 (8)	0.0302 (4)
H3	0.892508	0.629648	−0.049525	0.036*
O6	0.8727 (4)	0.87283 (16)	0.05267 (8)	0.0385 (5)
H6	0.994274	0.877195	0.085492	0.046*
O1	0.1744 (4)	0.86180 (17)	−0.11788 (8)	0.0418 (5)
H1	0.047439	0.866006	−0.149761	0.050*
C4	0.7182 (6)	0.7606 (2)	0.05378 (11)	0.0265 (6)
C3	0.4735 (5)	0.7579 (2)	−0.00303 (11)	0.0249 (6)
H3A	0.372044	0.847751	−0.004227	0.030*
O5	0.7603 (4)	0.66891 (18)	0.09313 (8)	0.0410 (5)
O7	0.7304 (4)	0.58367 (16)	0.30074 (8)	0.0313 (4)
O8	0.7095 (4)	0.38067 (16)	0.35119 (8)	0.0400 (5)
O2	0.2876 (4)	0.66514 (16)	−0.16306 (8)	0.0337 (5)
C2	0.5773 (5)	0.7453 (2)	−0.06431 (10)	0.0232 (5)
H2	0.702168	0.825233	−0.066814	0.028*
C5	0.6139 (5)	0.4689 (2)	0.30874 (10)	0.0239 (5)
C1	0.3297 (5)	0.7507 (2)	−0.12097 (11)	0.0232 (5)
C6	0.3365 (5)	0.4343 (2)	0.26434 (11)	0.0255 (6)
H6A	0.203167	0.408085	0.289291	0.031*
H6B	0.362565	0.352494	0.239304	0.031*
N1	0.3904 (5)	0.5871 (2)	0.17545 (9)	0.0346 (5)
H1A	0.383403	0.516195	0.148147	0.052*
H1B	0.566722	0.599267	0.196907	0.052*
H1C	0.329042	0.666154	0.154574	0.052*
C7	0.2106 (5)	0.5530 (2)	0.21993 (11)	0.0274 (6)
H7A	0.025692	0.525170	0.196274	0.033*
H7B	0.189580	0.636715	0.244325	0.033*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0268 (10)	0.0387 (9)	0.0392 (11)	−0.0044 (9)	0.0013 (9)	0.0121 (8)
O3	0.0208 (9)	0.0306 (8)	0.0360 (10)	0.0062 (8)	−0.0005 (9)	−0.0025 (7)
O6	0.0395 (12)	0.0355 (9)	0.0321 (10)	−0.0078 (9)	−0.0094 (10)	−0.0008 (8)
O1	0.0444 (13)	0.0415 (10)	0.0300 (11)	0.0197 (9)	−0.0111 (9)	−0.0076 (8)
C4	0.0282 (15)	0.0297 (12)	0.0209 (13)	0.0033 (12)	0.0040 (12)	−0.0023 (11)
C3	0.0226 (14)	0.0241 (12)	0.0269 (13)	0.0009 (10)	0.0032 (12)	0.0000 (10)
O5	0.0422 (13)	0.0474 (10)	0.0288 (10)	−0.0042 (10)	−0.0019 (10)	0.0126 (8)
O7	0.0257 (10)	0.0306 (8)	0.0326 (10)	−0.0090 (8)	−0.0038 (8)	0.0021 (7)
O8	0.0389 (12)	0.0316 (9)	0.0383 (11)	−0.0013 (8)	−0.0148 (9)	0.0097 (8)
O2	0.0339 (11)	0.0335 (9)	0.0285 (10)	0.0034 (8)	−0.0036 (9)	−0.0086 (8)
C2	0.0215 (13)	0.0218 (11)	0.0247 (13)	0.0011 (10)	0.0021 (11)	−0.0009 (9)
C5	0.0229 (13)	0.0226 (11)	0.0251 (13)	0.0036 (11)	0.0028 (12)	−0.0034 (10)
C1	0.0224 (14)	0.0237 (12)	0.0223 (13)	0.0013 (11)	0.0028 (11)	0.0031 (10)
C6	0.0221 (13)	0.0281 (12)	0.0245 (13)	−0.0029 (11)	0.0015 (11)	0.0011 (10)
N1	0.0450 (14)	0.0308 (10)	0.0296 (11)	0.0093 (10)	0.0123 (11)	0.0055 (8)
C7	0.0222 (13)	0.0314 (13)	0.0262 (13)	−0.0006 (11)	0.0009 (12)	−0.0004 (10)

Geometric parameters (Å, º)

O4—H4	0.8200	O2—C1	1.203 (3)
O4—C3	1.415 (3)	C2—H2	0.9800
O3—H3	0.8200	C2—C1	1.520 (3)
O3—C2	1.415 (3)	C5—C6	1.512 (3)
O6—H6	0.8200	C6—H6A	0.9700
O6—C4	1.305 (3)	C6—H6B	0.9700
O1—H1	0.8200	C6—C7	1.516 (3)
O1—C1	1.306 (3)	N1—H1A	0.8900
C4—C3	1.513 (3)	N1—H1B	0.8900
C4—O5	1.202 (3)	N1—H1C	0.8900
C3—H3A	0.9800	N1—C7	1.482 (3)
C3—C2	1.534 (3)	C7—H7A	0.9700
O7—C5	1.255 (3)	C7—H7B	0.9700
O8—C5	1.253 (2)
C3—O4—H4	109.5	O1—C1—C2	110.56 (18)
C2—O3—H3	109.5	O2—C1—O1	125.3 (2)
C4—O6—H6	109.5	O2—C1—C2	124.2 (2)
C1—O1—H1	109.5	C5—C6—H6A	108.5
O6—C4—C3	110.63 (19)	C5—C6—H6B	108.5
O5—C4—O6	126.3 (2)	C5—C6—C7	115.01 (18)
O5—C4—C3	123.1 (2)	H6A—C6—H6B	107.5
O4—C3—C4	111.50 (19)	C7—C6—H6A	108.5
O4—C3—H3A	108.0	C7—C6—H6B	108.5
O4—C3—C2	110.38 (18)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.76 (19)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.75 (18)	C7—N1—H1B	109.5
O3—C2—H2	108.7	C7—N1—H1C	109.5
O3—C2—C1	108.85 (18)	C6—C7—H7A	109.4
C3—C2—H2	108.7	C6—C7—H7B	109.4
C1—C2—C3	109.98 (18)	N1—C7—C6	111.14 (19)
C1—C2—H2	108.7	N1—C7—H7A	109.4
O7—C5—C6	117.94 (19)	N1—C7—H7B	109.4
O8—C5—O7	124.8 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.24 (19)
O4—C3—C2—O3	−62.0 (2)	C3—C2—C1—O1	52.3 (2)
O4—C3—C2—C1	59.0 (2)	C3—C2—C1—O2	−128.8 (2)
O3—C2—C1—O1	175.1 (2)	O5—C4—C3—O4	8.3 (3)
O3—C2—C1—O2	−6.1 (3)	O5—C4—C3—C2	−115.1 (3)
O6—C4—C3—O4	−172.7 (2)	O7—C5—C6—C7	−7.8 (3)
O6—C4—C3—C2	63.9 (2)	O8—C5—C6—C7	171.8 (2)
C4—C3—C2—O3	62.0 (2)	C5—C6—C7—N1	64.7 (3)
C4—C3—C2—C1	−177.00 (17)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.82	2.21	2.880 (2)	139
O3—H3···O4^ii	0.82	1.99	2.805 (2)	173
O6—H6···O8^iii	0.82	1.76	2.572 (2)	171
O1—H1···O7^iv	0.82	1.74	2.524 (2)	159
N1—H1B···O7	0.89	2.22	2.852 (3)	127
N1—H1C···O8^v	0.89	2.04	2.852 (2)	152

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (250_cocrystal)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.633 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8745 (3) Å	Cell parameters from 3198 reflections
b = 9.4321 (4) Å	θ = 1.9–29.3°
c = 21.7086 (11) Å	µ = 0.15 mm^−1
β = 102.948 (5)°	T = 250 K
V = 972.72 (9) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1983 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1488 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.076
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.937, Tmax = 0.995	k = −11→11
10880 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.042	H-atom parameters constrained
wR(F^2) = 0.083	w = 1/[σ^2(Fo^2) + (0.0373P)^2 + 0.0773P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1983 reflections	Δρmax = 0.21 e Å^−3
151 parameters	Δρmin = −0.20 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2829 (4)	0.64640 (16)	0.00085 (8)	0.0297 (4)
H4	0.365377	0.584342	0.025225	0.036*
O3	0.7264 (3)	0.61644 (15)	−0.06718 (8)	0.0240 (4)
H3	0.892784	0.626309	−0.047959	0.029*
O6	0.8734 (4)	0.87280 (16)	0.05234 (8)	0.0315 (4)
H6	0.997341	0.876901	0.085467	0.038*
O1	0.1756 (4)	0.86248 (16)	−0.11796 (8)	0.0336 (5)
H1	0.040071	0.864208	−0.148893	0.040*
C4	0.7178 (5)	0.7604 (2)	0.05356 (11)	0.0222 (5)
C3	0.4724 (5)	0.7576 (2)	−0.00322 (11)	0.0210 (5)
H3A	0.369526	0.848453	−0.004435	0.025*
O5	0.7592 (4)	0.66840 (17)	0.09308 (8)	0.0333 (5)
O7	0.7301 (3)	0.58394 (16)	0.30079 (8)	0.0257 (4)
O8	0.7081 (4)	0.38071 (16)	0.35161 (8)	0.0335 (5)
O2	0.2879 (4)	0.66485 (15)	−0.16354 (8)	0.0270 (4)
C2	0.5781 (5)	0.7450 (2)	−0.06464 (10)	0.0194 (5)
H2	0.705425	0.825603	−0.067088	0.023*
C5	0.6125 (5)	0.4693 (2)	0.30892 (10)	0.0196 (5)
C1	0.3298 (5)	0.7509 (2)	−0.12143 (10)	0.0189 (5)
C6	0.3348 (5)	0.4342 (2)	0.26448 (11)	0.0207 (5)
H6A	0.199123	0.407897	0.289680	0.025*
H6B	0.361674	0.351299	0.239244	0.025*
N1	0.3938 (5)	0.58785 (19)	0.17585 (9)	0.0270 (5)
H1A	0.388979	0.516121	0.148282	0.041*
H1B	0.571704	0.600681	0.197906	0.041*
H1C	0.331693	0.667772	0.154604	0.041*
C7	0.2104 (5)	0.5531 (2)	0.22002 (10)	0.0224 (5)
H7A	0.023959	0.524863	0.195735	0.027*
H7B	0.187477	0.637546	0.244688	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0227 (10)	0.0317 (9)	0.0325 (10)	−0.0041 (8)	0.0017 (9)	0.0096 (7)
O3	0.0154 (8)	0.0244 (8)	0.0294 (10)	0.0047 (7)	−0.0005 (8)	−0.0022 (7)
O6	0.0319 (11)	0.0295 (9)	0.0262 (10)	−0.0073 (8)	−0.0078 (9)	−0.0006 (7)
O1	0.0345 (11)	0.0344 (9)	0.0245 (10)	0.0160 (9)	−0.0091 (8)	−0.0066 (7)
C4	0.0225 (14)	0.0242 (12)	0.0204 (13)	0.0023 (11)	0.0055 (11)	−0.0028 (10)
C3	0.0189 (13)	0.0205 (11)	0.0225 (13)	0.0005 (10)	0.0023 (11)	0.0010 (10)
O5	0.0354 (11)	0.0369 (9)	0.0235 (9)	−0.0029 (9)	−0.0017 (9)	0.0099 (8)
O7	0.0200 (9)	0.0253 (8)	0.0277 (9)	−0.0071 (7)	−0.0036 (8)	0.0020 (7)
O8	0.0339 (11)	0.0261 (8)	0.0311 (10)	−0.0004 (8)	−0.0128 (9)	0.0075 (8)
O2	0.0276 (10)	0.0260 (8)	0.0238 (9)	0.0021 (8)	−0.0017 (8)	−0.0067 (7)
C2	0.0182 (13)	0.0187 (11)	0.0206 (12)	0.0019 (9)	0.0029 (11)	−0.0004 (9)
C5	0.0184 (12)	0.0208 (11)	0.0193 (12)	0.0035 (10)	0.0032 (11)	−0.0031 (9)
C1	0.0171 (13)	0.0193 (11)	0.0205 (12)	−0.0008 (10)	0.0048 (11)	0.0032 (10)
C6	0.0198 (12)	0.0198 (11)	0.0212 (12)	−0.0034 (10)	0.0023 (10)	0.0015 (9)
N1	0.0347 (13)	0.0240 (9)	0.0240 (11)	0.0073 (9)	0.0098 (10)	0.0035 (8)
C7	0.0191 (12)	0.0252 (12)	0.0211 (13)	0.0007 (10)	0.0009 (11)	0.0007 (10)

Geometric parameters (Å, º)

O4—H4	0.8300	O2—C1	1.205 (3)
O4—C3	1.414 (3)	C2—H2	0.9900
O3—H3	0.8300	C2—C1	1.523 (3)
O3—C2	1.419 (2)	C5—C6	1.512 (3)
O6—H6	0.8300	C6—H6A	0.9800
O6—C4	1.307 (3)	C6—H6B	0.9800
O1—H1	0.8300	C6—C7	1.515 (3)
O1—C1	1.306 (3)	N1—H1A	0.9000
C4—C3	1.513 (3)	N1—H1B	0.9000
C4—O5	1.205 (3)	N1—H1C	0.9000
C3—H3A	0.9900	N1—C7	1.487 (3)
C3—C2	1.538 (3)	C7—H7A	0.9800
O7—C5	1.255 (3)	C7—H7B	0.9800
O8—C5	1.257 (2)
C3—O4—H4	109.5	O1—C1—C2	110.23 (18)
C2—O3—H3	109.5	O2—C1—O1	125.8 (2)
C4—O6—H6	109.5	O2—C1—C2	124.0 (2)
C1—O1—H1	109.5	C5—C6—H6A	108.6
O6—C4—C3	110.75 (19)	C5—C6—H6B	108.6
O5—C4—O6	126.4 (2)	C5—C6—C7	114.68 (18)
O5—C4—C3	122.9 (2)	H6A—C6—H6B	107.6
O4—C3—C4	111.74 (18)	C7—C6—H6A	108.6
O4—C3—H3A	108.0	C7—C6—H6B	108.6
O4—C3—C2	110.33 (18)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.51 (19)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.84 (17)	C7—N1—H1B	109.5
O3—C2—H2	108.8	C7—N1—H1C	109.5
O3—C2—C1	108.58 (17)	C6—C7—H7A	109.4
C3—C2—H2	108.8	C6—C7—H7B	109.4
C1—C2—C3	109.83 (18)	N1—C7—C6	111.19 (18)
C1—C2—H2	108.8	N1—C7—H7A	109.4
O7—C5—O8	124.8 (2)	N1—C7—H7B	109.4
O7—C5—C6	118.09 (19)	H7A—C7—H7B	108.0
O8—C5—C6	117.12 (19)
O4—C3—C2—O3	−61.5 (2)	C3—C2—C1—O1	52.4 (2)
O4—C3—C2—C1	59.1 (2)	C3—C2—C1—O2	−128.7 (2)
O3—C2—C1—O1	174.97 (19)	O5—C4—C3—O4	8.0 (3)
O3—C2—C1—O2	−6.1 (3)	O5—C4—C3—C2	−115.3 (2)
O6—C4—C3—O4	−173.02 (19)	O7—C5—C6—C7	−8.0 (3)
O6—C4—C3—C2	63.7 (2)	O8—C5—C6—C7	171.9 (2)
C4—C3—C2—O3	62.6 (2)	C5—C6—C7—N1	64.2 (2)
C4—C3—C2—C1	−176.78 (17)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.83	2.19	2.872 (2)	140
O3—H3···O4^ii	0.83	1.97	2.797 (2)	178
O6—H6···O8^iii	0.83	1.75	2.571 (2)	172
O1—H1···O7^iv	0.83	1.72	2.523 (2)	161
N1—H1B···O7	0.90	2.20	2.838 (2)	127
N1—H1C···O8^v	0.90	2.02	2.846 (2)	152

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (200_cocrystal)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.641 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8594 (3) Å	Cell parameters from 3253 reflections
b = 9.4225 (4) Å	θ = 1.9–29.3°
c = 21.7038 (10) Å	µ = 0.15 mm^−1
β = 103.092 (5)°	T = 200 K
V = 967.95 (8) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1968 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1525 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.074
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.937, Tmax = 0.995	k = −11→11
10837 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.039	H-atom parameters constrained
wR(F^2) = 0.079	w = 1/[σ^2(Fo^2) + (0.0356P)^2 + 0.0421P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
1968 reflections	Δρmax = 0.34 e Å^−3
151 parameters	Δρmin = −0.34 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2811 (3)	0.64612 (15)	0.00051 (8)	0.0244 (4)
H4	0.365844	0.582479	0.024644	0.029*
O3	0.7265 (3)	0.61544 (14)	−0.06773 (7)	0.0201 (4)
H3	0.897862	0.626747	−0.050223	0.024*
O6	0.8735 (4)	0.87251 (15)	0.05184 (7)	0.0251 (4)
H6	0.999058	0.877404	0.085475	0.030*
O1	0.1769 (4)	0.86376 (15)	−0.11824 (7)	0.0282 (4)
H1	0.039705	0.866605	−0.149730	0.034*
C4	0.7175 (5)	0.7598 (2)	0.05336 (10)	0.0188 (5)
C3	0.4718 (5)	0.7573 (2)	−0.00371 (10)	0.0185 (5)
H3A	0.367910	0.849263	−0.005035	0.022*
O5	0.7589 (4)	0.66807 (15)	0.09291 (7)	0.0265 (4)
O7	0.7297 (3)	0.58376 (14)	0.30087 (7)	0.0207 (4)
O8	0.7075 (3)	0.38042 (15)	0.35177 (7)	0.0269 (4)
O2	0.2875 (3)	0.66508 (14)	−0.16417 (7)	0.0215 (4)
C2	0.5785 (5)	0.7444 (2)	−0.06527 (10)	0.0160 (5)
H2	0.708235	0.825587	−0.067577	0.019*
C5	0.6117 (5)	0.4689 (2)	0.30937 (10)	0.0168 (5)
C1	0.3301 (5)	0.7511 (2)	−0.12194 (10)	0.0160 (5)
C6	0.3331 (5)	0.4337 (2)	0.26457 (10)	0.0174 (5)
H6A	0.195004	0.407065	0.289812	0.021*
H6B	0.360591	0.350049	0.239027	0.021*
N1	0.3965 (4)	0.58885 (17)	0.17642 (8)	0.0217 (4)
H1A	0.388548	0.517795	0.147669	0.033*
H1B	0.577496	0.599080	0.199022	0.033*
H1C	0.337271	0.671380	0.155883	0.033*
C7	0.2097 (5)	0.5532 (2)	0.22019 (10)	0.0187 (5)
H7A	0.021194	0.524868	0.195177	0.022*
H7B	0.185518	0.638269	0.245223	0.022*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0186 (9)	0.0260 (8)	0.0263 (9)	−0.0037 (7)	0.0003 (8)	0.0080 (7)
O3	0.0131 (8)	0.0208 (7)	0.0244 (9)	0.0040 (6)	−0.0003 (8)	−0.0016 (6)
O6	0.0275 (10)	0.0233 (8)	0.0190 (9)	−0.0057 (7)	−0.0065 (8)	0.0000 (6)
O1	0.0305 (10)	0.0265 (8)	0.0212 (9)	0.0131 (8)	−0.0074 (8)	−0.0051 (7)
C4	0.0209 (13)	0.0195 (10)	0.0178 (12)	0.0025 (10)	0.0080 (10)	−0.0031 (9)
C3	0.0167 (12)	0.0191 (10)	0.0185 (12)	0.0001 (9)	0.0017 (11)	−0.0003 (9)
O5	0.0291 (10)	0.0285 (8)	0.0197 (9)	−0.0018 (8)	0.0012 (8)	0.0074 (7)
O7	0.0180 (8)	0.0192 (7)	0.0222 (8)	−0.0054 (7)	−0.0013 (7)	0.0015 (6)
O8	0.0268 (10)	0.0222 (7)	0.0248 (9)	−0.0001 (7)	−0.0088 (8)	0.0059 (7)
O2	0.0229 (9)	0.0206 (8)	0.0189 (9)	0.0019 (7)	0.0004 (7)	−0.0055 (7)
C2	0.0151 (12)	0.0143 (10)	0.0176 (12)	0.0008 (9)	0.0017 (10)	0.0002 (8)
C5	0.0168 (12)	0.0155 (10)	0.0176 (12)	0.0026 (10)	0.0027 (10)	−0.0022 (9)
C1	0.0149 (12)	0.0156 (10)	0.0177 (12)	−0.0007 (9)	0.0041 (10)	0.0024 (9)
C6	0.0177 (12)	0.0168 (10)	0.0168 (11)	−0.0009 (10)	0.0017 (10)	0.0007 (9)
N1	0.0293 (12)	0.0191 (8)	0.0181 (10)	0.0047 (9)	0.0080 (9)	0.0019 (7)
C7	0.0163 (12)	0.0212 (11)	0.0175 (12)	−0.0006 (9)	0.0011 (10)	0.0001 (9)

Geometric parameters (Å, º)

O4—H4	0.8400	O2—C1	1.206 (2)
O4—C3	1.415 (3)	C2—H2	1.0000
O3—H3	0.8400	C2—C1	1.517 (3)
O3—C2	1.419 (2)	C5—C6	1.514 (3)
O6—H6	0.8400	C6—H6A	0.9900
O6—C4	1.309 (3)	C6—H6B	0.9900
O1—H1	0.8400	C6—C7	1.515 (3)
O1—C1	1.309 (2)	N1—H1A	0.9100
C4—C3	1.513 (3)	N1—H1B	0.9100
C4—O5	1.203 (2)	N1—H1C	0.9100
C3—H3A	1.0000	N1—C7	1.493 (3)
C3—C2	1.543 (3)	C7—H7A	0.9900
O7—C5	1.257 (2)	C7—H7B	0.9900
O8—C5	1.251 (2)
C3—O4—H4	109.5	O1—C1—C2	110.07 (17)
C2—O3—H3	109.5	O2—C1—O1	126.1 (2)
C4—O6—H6	109.5	O2—C1—C2	123.80 (19)
C1—O1—H1	109.5	C5—C6—H6A	108.7
O6—C4—C3	110.24 (18)	C5—C6—H6B	108.7
O5—C4—O6	126.6 (2)	C5—C6—C7	114.39 (17)
O5—C4—C3	123.1 (2)	H6A—C6—H6B	107.6
O4—C3—C4	111.43 (17)	C7—C6—H6A	108.7
O4—C3—H3A	108.0	C7—C6—H6B	108.7
O4—C3—C2	110.54 (17)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.62 (18)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.88 (16)	C7—N1—H1B	109.5
O3—C2—H2	108.8	C7—N1—H1C	109.5
O3—C2—C1	108.80 (16)	C6—C7—H7A	109.4
C3—C2—H2	108.8	C6—C7—H7B	109.4
C1—C2—C3	109.69 (17)	N1—C7—C6	111.20 (17)
C1—C2—H2	108.8	N1—C7—H7A	109.4
O7—C5—C6	117.74 (18)	N1—C7—H7B	109.4
O8—C5—O7	125.1 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.11 (18)
O4—C3—C2—O3	−61.3 (2)	C3—C2—C1—O1	52.4 (2)
O4—C3—C2—C1	59.5 (2)	C3—C2—C1—O2	−128.8 (2)
O3—C2—C1—O1	175.07 (17)	O5—C4—C3—O4	8.2 (3)
O3—C2—C1—O2	−6.1 (3)	O5—C4—C3—C2	−115.2 (2)
O6—C4—C3—O4	−172.93 (18)	O7—C5—C6—C7	−8.4 (3)
O6—C4—C3—C2	63.7 (2)	O8—C5—C6—C7	172.14 (19)
C4—C3—C2—O3	62.6 (2)	C5—C6—C7—N1	63.9 (2)
C4—C3—C2—C1	−176.57 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.84	2.18	2.868 (2)	139
O3—H3···O4^ii	0.84	1.95	2.781 (2)	173
O6—H6···O8^iii	0.84	1.73	2.569 (2)	172
O1—H1···O7^iv	0.84	1.70	2.514 (2)	161
N1—H1A···O2^i	0.91	2.31	2.888 (2)	121
N1—H1B···O7	0.91	2.17	2.817 (2)	127
N1—H1C···O8^v	0.91	1.98	2.835 (2)	155

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (150_cocrystal)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.652 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8426 (4) Å	Cell parameters from 2975 reflections
b = 9.4084 (5) Å	θ = 1.9–29.2°
c = 21.6903 (13) Å	µ = 0.15 mm^−1
β = 103.248 (7)°	T = 150 K
V = 961.93 (10) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1956 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1525 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.074
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.934, Tmax = 0.995	k = −11→11
10727 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.044	H-atom parameters constrained
wR(F^2) = 0.102	w = 1/[σ^2(Fo^2) + (0.0479P)^2 + 0.2613P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
1956 reflections	Δρmax = 0.53 e Å^−3
151 parameters	Δρmin = −0.49 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2803 (4)	0.64553 (18)	0.00026 (9)	0.0196 (4)
H4	0.363456	0.583700	0.025824	0.024*
O3	0.7256 (4)	0.61444 (17)	−0.06835 (8)	0.0164 (4)
H3	0.897112	0.624263	−0.049957	0.020*
O6	0.8740 (4)	0.87250 (17)	0.05153 (8)	0.0202 (4)
H6	1.003302	0.875846	0.084758	0.024*
O1	0.1784 (4)	0.86470 (18)	−0.11846 (8)	0.0220 (5)
H1	0.039789	0.867465	−0.149869	0.026*
C4	0.7176 (6)	0.7596 (2)	0.05281 (12)	0.0153 (6)
C3	0.4717 (6)	0.7568 (3)	−0.00398 (12)	0.0150 (6)
H3A	0.367349	0.848935	−0.005367	0.018*
O5	0.7573 (4)	0.66747 (18)	0.09280 (9)	0.0217 (5)
O7	0.7294 (4)	0.58390 (17)	0.30107 (8)	0.0173 (4)
O8	0.7066 (4)	0.37994 (17)	0.35217 (9)	0.0219 (5)
O2	0.2869 (4)	0.66494 (17)	−0.16467 (8)	0.0182 (4)
C2	0.5796 (6)	0.7441 (2)	−0.06554 (11)	0.0139 (6)
H2	0.710984	0.825040	−0.067616	0.017*
C5	0.6099 (6)	0.4686 (2)	0.30956 (11)	0.0142 (6)
C1	0.3311 (6)	0.7515 (2)	−0.12214 (12)	0.0147 (6)
C6	0.3328 (6)	0.4334 (2)	0.26474 (12)	0.0149 (6)
H6A	0.193646	0.406597	0.289779	0.018*
H6B	0.360897	0.349683	0.239199	0.018*
N1	0.3988 (5)	0.5897 (2)	0.17701 (10)	0.0172 (5)
H1A	0.394601	0.518037	0.148631	0.026*
H1B	0.579489	0.601631	0.200098	0.026*
H1C	0.337568	0.671574	0.155949	0.026*
C7	0.2096 (6)	0.5533 (3)	0.22028 (12)	0.0154 (6)
H7A	0.020991	0.524821	0.194821	0.018*
H7B	0.184077	0.638207	0.245348	0.018*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0169 (10)	0.0202 (9)	0.0201 (10)	−0.0026 (8)	0.0010 (9)	0.0061 (7)
O3	0.0125 (9)	0.0166 (8)	0.0183 (10)	0.0030 (8)	−0.0002 (8)	−0.0012 (7)
O6	0.0226 (11)	0.0178 (9)	0.0157 (9)	−0.0035 (8)	−0.0048 (9)	−0.0002 (7)
O1	0.0242 (11)	0.0219 (9)	0.0152 (10)	0.0095 (9)	−0.0051 (9)	−0.0028 (7)
C4	0.0166 (15)	0.0172 (12)	0.0128 (13)	0.0032 (11)	0.0050 (11)	−0.0025 (10)
C3	0.0175 (15)	0.0132 (12)	0.0140 (13)	0.0001 (11)	0.0026 (12)	0.0012 (10)
O5	0.0267 (12)	0.0215 (9)	0.0152 (10)	−0.0005 (9)	0.0017 (9)	0.0049 (7)
O7	0.0169 (10)	0.0152 (8)	0.0174 (9)	−0.0049 (8)	−0.0008 (8)	0.0002 (7)
O8	0.0250 (12)	0.0158 (8)	0.0198 (10)	−0.0007 (8)	−0.0054 (9)	0.0038 (8)
O2	0.0210 (11)	0.0163 (9)	0.0152 (10)	0.0007 (8)	0.0000 (8)	−0.0033 (7)
C2	0.0164 (14)	0.0102 (11)	0.0149 (13)	−0.0002 (10)	0.0027 (12)	−0.0006 (9)
C5	0.0184 (14)	0.0107 (11)	0.0132 (13)	0.0036 (11)	0.0033 (11)	−0.0024 (9)
C1	0.0153 (14)	0.0141 (12)	0.0149 (13)	−0.0007 (11)	0.0041 (12)	0.0019 (10)
C6	0.0188 (14)	0.0135 (12)	0.0121 (12)	−0.0001 (11)	0.0032 (11)	0.0009 (10)
N1	0.0231 (13)	0.0133 (9)	0.0151 (11)	0.0025 (9)	0.0043 (10)	0.0007 (8)
C7	0.0148 (14)	0.0165 (12)	0.0133 (13)	−0.0017 (10)	0.0001 (11)	0.0000 (10)

Geometric parameters (Å, º)

O4—H4	0.8400	O2—C1	1.212 (3)
O4—C3	1.415 (3)	C2—H2	1.0000
O3—H3	0.8400	C2—C1	1.511 (4)
O3—C2	1.418 (3)	C5—C6	1.503 (4)
O6—H6	0.8400	C6—H6A	0.9900
O6—C4	1.309 (3)	C6—H6B	0.9900
O1—H1	0.8400	C6—C7	1.515 (3)
O1—C1	1.309 (3)	N1—H1A	0.9100
C4—C3	1.505 (4)	N1—H1B	0.9100
C4—O5	1.210 (3)	N1—H1C	0.9100
C3—H3A	1.0000	N1—C7	1.494 (3)
C3—C2	1.546 (3)	C7—H7A	0.9900
O7—C5	1.262 (3)	C7—H7B	0.9900
O8—C5	1.254 (3)
C3—O4—H4	109.5	O1—C1—C2	110.1 (2)
C2—O3—H3	109.5	O2—C1—O1	126.1 (2)
C4—O6—H6	109.5	O2—C1—C2	123.8 (2)
C1—O1—H1	109.5	C5—C6—H6A	108.7
O6—C4—C3	110.5 (2)	C5—C6—H6B	108.7
O5—C4—O6	126.8 (2)	C5—C6—C7	114.2 (2)
O5—C4—C3	122.7 (2)	H6A—C6—H6B	107.6
O4—C3—C4	111.5 (2)	C7—C6—H6A	108.7
O4—C3—H3A	108.0	C7—C6—H6B	108.7
O4—C3—C2	110.8 (2)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.3 (2)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.98 (19)	C7—N1—H1B	109.5
O3—C2—H2	108.9	C7—N1—H1C	109.5
O3—C2—C1	108.48 (19)	C6—C7—H7A	109.4
C3—C2—H2	108.9	C6—C7—H7B	109.4
C1—C2—C3	109.5 (2)	N1—C7—C6	111.2 (2)
C1—C2—H2	108.9	N1—C7—H7A	109.4
O7—C5—C6	117.8 (2)	N1—C7—H7B	109.4
O8—C5—O7	125.0 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.2 (2)
O4—C3—C2—O3	−60.6 (3)	C3—C2—C1—O1	52.6 (3)
O4—C3—C2—C1	59.8 (3)	C3—C2—C1—O2	−128.5 (3)
O3—C2—C1—O1	175.1 (2)	O5—C4—C3—O4	7.5 (4)
O3—C2—C1—O2	−6.0 (3)	O5—C4—C3—C2	−116.0 (3)
O6—C4—C3—O4	−172.7 (2)	O7—C5—C6—C7	−8.7 (3)
O6—C4—C3—C2	63.7 (3)	O8—C5—C6—C7	172.2 (2)
C4—C3—C2—O3	63.4 (3)	C5—C6—C7—N1	63.6 (3)
C4—C3—C2—C1	−176.19 (19)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.84	2.17	2.861 (2)	140
O3—H3···O4^ii	0.84	1.93	2.772 (3)	174
O6—H6···O8^iii	0.84	1.72	2.559 (3)	174
O1—H1···O7^iv	0.84	1.69	2.504 (3)	161
N1—H1A···O2^i	0.91	2.28	2.884 (3)	123
N1—H1B···O7	0.91	2.15	2.799 (3)	128
N1—H1C···O8^v	0.91	1.98	2.823 (3)	154

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (100_cocrystal)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.656 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8333 (3) Å	Cell parameters from 2682 reflections
b = 9.4082 (4) Å	θ = 1.9–29.3°
c = 21.6923 (15) Å	µ = 0.15 mm^−1
β = 103.401 (7)°	T = 100 K
V = 959.56 (11) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1951 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1491 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.088
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.933, Tmax = 0.995	k = −11→11
10689 measured reflections	l = −27→27

Refinement

Refinement on F^2	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.053	H-atom parameters constrained
wR(F^2) = 0.143	w = 1/[σ^2(Fo^2) + (0.0689P)^2 + 1.0067P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
1951 reflections	Δρmax = 0.86 e Å^−3
151 parameters	Δρmin = −0.59 e Å^−3
0 restraints

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2791 (5)	0.6451 (2)	0.00006 (12)	0.0175 (6)
H4	0.366659	0.579243	0.022598	0.021*
O3	0.7264 (5)	0.6138 (2)	−0.06876 (11)	0.0145 (5)
H3	0.900933	0.625366	−0.053157	0.017*
O6	0.8742 (6)	0.8723 (2)	0.05121 (11)	0.0175 (6)
H6	1.004168	0.875637	0.084459	0.021*
O1	0.1797 (6)	0.8655 (2)	−0.11863 (11)	0.0182 (6)
H1	0.034273	0.865969	−0.148621	0.027*
C4	0.7166 (8)	0.7592 (3)	0.05253 (15)	0.0134 (7)
C3	0.4710 (8)	0.7563 (3)	−0.00418 (16)	0.0137 (7)
H3A	0.366493	0.848434	−0.005686	0.016*
O5	0.7563 (6)	0.6670 (2)	0.09268 (11)	0.0190 (6)
O7	0.7287 (5)	0.5843 (2)	0.30114 (11)	0.0156 (5)
O8	0.7057 (5)	0.3797 (2)	0.35258 (11)	0.0179 (6)
O2	0.2870 (5)	0.6647 (2)	−0.16502 (11)	0.0163 (6)
C2	0.5807 (8)	0.7436 (3)	−0.06585 (15)	0.0132 (7)
H2	0.712764	0.824436	−0.067721	0.016*
C5	0.6088 (8)	0.4685 (3)	0.30978 (15)	0.0128 (7)
C1	0.3308 (8)	0.7518 (3)	−0.12254 (15)	0.0131 (7)
C6	0.3311 (8)	0.4331 (3)	0.26504 (15)	0.0147 (7)
H6A	0.191405	0.406908	0.290034	0.018*
H6B	0.358525	0.349170	0.239574	0.018*
N1	0.3999 (7)	0.5901 (3)	0.17716 (13)	0.0148 (6)
H1A	0.392205	0.519536	0.148141	0.022*
H1B	0.581790	0.599876	0.200242	0.022*
H1C	0.341132	0.673209	0.156823	0.022*
C7	0.2095 (8)	0.5535 (3)	0.22048 (15)	0.0138 (7)
H7A	0.020179	0.525573	0.194842	0.017*
H7B	0.184479	0.638420	0.245596	0.017*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0189 (13)	0.0146 (11)	0.0164 (12)	−0.0014 (10)	−0.0011 (11)	0.0049 (9)
O3	0.0139 (12)	0.0121 (11)	0.0160 (12)	0.0014 (10)	0.0003 (11)	−0.0021 (9)
O6	0.0238 (14)	0.0136 (11)	0.0116 (11)	−0.0045 (11)	−0.0032 (11)	−0.0008 (9)
O1	0.0236 (14)	0.0146 (11)	0.0128 (12)	0.0060 (11)	−0.0031 (11)	−0.0030 (9)
C4	0.0149 (19)	0.0133 (15)	0.0123 (16)	0.0030 (14)	0.0036 (15)	−0.0015 (13)
C3	0.0146 (18)	0.0116 (15)	0.0136 (17)	−0.0005 (13)	0.0003 (15)	0.0017 (13)
O5	0.0253 (15)	0.0172 (12)	0.0132 (12)	−0.0008 (11)	0.0019 (11)	0.0035 (9)
O7	0.0167 (13)	0.0141 (11)	0.0137 (12)	−0.0034 (10)	−0.0011 (10)	0.0009 (9)
O8	0.0206 (14)	0.0123 (11)	0.0168 (12)	0.0015 (10)	−0.0036 (11)	0.0026 (9)
O2	0.0222 (14)	0.0120 (11)	0.0130 (12)	−0.0005 (10)	0.0009 (10)	−0.0033 (9)
C2	0.0177 (19)	0.0068 (14)	0.0145 (17)	−0.0009 (13)	0.0021 (15)	−0.0005 (12)
C5	0.0172 (18)	0.0092 (14)	0.0116 (16)	0.0040 (14)	0.0027 (14)	−0.0013 (12)
C1	0.0162 (19)	0.0107 (15)	0.0121 (16)	−0.0003 (13)	0.0031 (15)	0.0020 (13)
C6	0.0219 (19)	0.0103 (16)	0.0113 (16)	−0.0005 (15)	0.0025 (14)	−0.0004 (12)
N1	0.0225 (17)	0.0103 (12)	0.0119 (13)	0.0018 (12)	0.0043 (13)	0.0008 (10)
C7	0.0161 (18)	0.0127 (16)	0.0118 (16)	−0.0001 (13)	0.0016 (14)	0.0001 (12)

Geometric parameters (Å, º)

O4—H4	0.8400	O2—C1	1.215 (4)
O4—C3	1.416 (4)	C2—H2	1.0000
O3—H3	0.8400	C2—C1	1.513 (5)
O3—C2	1.418 (4)	C5—C6	1.500 (5)
O6—H6	0.8400	C6—H6A	0.9900
O6—C4	1.313 (4)	C6—H6B	0.9900
O1—H1	0.8400	C6—C7	1.517 (4)
O1—C1	1.309 (4)	N1—H1A	0.9100
C4—C3	1.499 (5)	N1—H1B	0.9100
C4—O5	1.213 (4)	N1—H1C	0.9100
C3—H3A	1.0000	N1—C7	1.499 (4)
C3—C2	1.554 (5)	C7—H7A	0.9900
O7—C5	1.269 (4)	C7—H7B	0.9900
O8—C5	1.256 (4)
C3—O4—H4	109.5	O1—C1—C2	110.0 (3)
C2—O3—H3	109.5	O2—C1—O1	126.8 (3)
C4—O6—H6	109.5	O2—C1—C2	123.2 (3)
C1—O1—H1	109.5	C5—C6—H6A	108.8
O6—C4—C3	110.5 (3)	C5—C6—H6B	108.8
O5—C4—O6	126.8 (3)	C5—C6—C7	113.8 (3)
O5—C4—C3	122.7 (3)	H6A—C6—H6B	107.7
O4—C3—C4	111.5 (3)	C7—C6—H6A	108.8
O4—C3—H3A	108.0	C7—C6—H6B	108.8
O4—C3—C2	111.0 (3)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.2 (3)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	112.1 (3)	C7—N1—H1B	109.5
O3—C2—H2	109.0	C7—N1—H1C	109.5
O3—C2—C1	108.6 (3)	C6—C7—H7A	109.3
C3—C2—H2	109.0	C6—C7—H7B	109.3
C1—C2—C3	109.2 (3)	N1—C7—C6	111.6 (3)
C1—C2—H2	109.0	N1—C7—H7A	109.3
O7—C5—C6	117.8 (3)	N1—C7—H7B	109.3
O8—C5—O7	125.2 (3)	H7A—C7—H7B	108.0
O8—C5—C6	117.1 (3)
O4—C3—C2—O3	−60.3 (4)	C3—C2—C1—O1	52.7 (3)
O4—C3—C2—C1	60.2 (3)	C3—C2—C1—O2	−128.4 (3)
O3—C2—C1—O1	175.3 (3)	O5—C4—C3—O4	7.5 (5)
O3—C2—C1—O2	−5.8 (5)	O5—C4—C3—C2	−116.2 (3)
O6—C4—C3—O4	−172.8 (3)	O7—C5—C6—C7	−8.4 (4)
O6—C4—C3—C2	63.5 (3)	O8—C5—C6—C7	172.3 (3)
C4—C3—C2—O3	63.7 (3)	C5—C6—C7—N1	63.4 (4)
C4—C3—C2—C1	−175.9 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.84	2.17	2.858 (3)	139
O3—H3···O4^ii	0.84	1.93	2.757 (3)	168
O6—H6···O8^iii	0.84	1.72	2.553 (3)	174
O1—H1···O7^iv	0.84	1.69	2.499 (3)	162
N1—H1A···O2^i	0.91	2.30	2.880 (4)	122
N1—H1B···O7	0.91	2.14	2.789 (4)	127
N1—H1C···O8^v	0.91	1.96	2.818 (3)	157

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (125_cocrystal_heating)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.641 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8491 (8) Å	Cell parameters from 73 reflections
b = 9.4313 (6) Å	θ = 1.9–29.5°
c = 21.7481 (10) Å	µ = 0.15 mm^−1
β = 103.272 (9)°	T = 125 K
V = 968.04 (19) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1967 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1510 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.082
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.929, Tmax = 0.995	k = −11→11
10805 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.048	H-atom parameters constrained
wR(F^2) = 0.131	w = 1/[σ^2(Fo^2) + (0.0779P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
1967 reflections	Δρmax = 0.69 e Å^−3
151 parameters	Δρmin = −0.62 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2791 (5)	0.6452 (2)	0.00013 (10)	0.0183 (5)
H4	0.364038	0.582003	0.024533	0.022*
O3	0.7259 (5)	0.61397 (19)	−0.06866 (9)	0.0157 (5)
H3	0.897658	0.624333	−0.050811	0.019*
O6	0.8732 (5)	0.8723 (2)	0.05141 (10)	0.0189 (5)
H6	1.008941	0.872791	0.083343	0.023*
O1	0.1792 (5)	0.8651 (2)	−0.11862 (9)	0.0203 (5)
H1	0.034599	0.865112	−0.148532	0.031*
C4	0.7171 (7)	0.7595 (3)	0.05269 (13)	0.0149 (6)
C3	0.4703 (7)	0.7565 (3)	−0.00417 (13)	0.0142 (6)
H3A	0.365978	0.848326	−0.005599	0.017*
O5	0.7569 (5)	0.6671 (2)	0.09270 (10)	0.0203 (5)
O7	0.7289 (5)	0.5841 (2)	0.30113 (9)	0.0165 (5)
O8	0.7060 (5)	0.37972 (19)	0.35237 (10)	0.0198 (5)
O2	0.2868 (5)	0.66480 (19)	−0.16471 (9)	0.0167 (5)
C2	0.5787 (7)	0.7437 (3)	−0.06580 (13)	0.0136 (6)
H2	0.709870	0.824541	−0.067770	0.016*
C5	0.6103 (6)	0.4682 (3)	0.30955 (13)	0.0140 (6)
C1	0.3307 (7)	0.7518 (3)	−0.12224 (13)	0.0132 (6)
C6	0.3306 (7)	0.4330 (3)	0.26495 (13)	0.0134 (6)
H6A	0.191934	0.407235	0.290135	0.016*
H6B	0.356840	0.349103	0.239531	0.016*
N1	0.3993 (6)	0.5898 (2)	0.17716 (11)	0.0163 (6)
H1A	0.398329	0.517364	0.149448	0.020*
H1B	0.578904	0.603677	0.200311	0.020*
H1C	0.335817	0.670324	0.155453	0.020*
C7	0.2091 (7)	0.5533 (3)	0.22048 (13)	0.0152 (6)
H7A	0.020538	0.525423	0.195001	0.018*
H7B	0.184174	0.638035	0.245534	0.018*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0182 (12)	0.0177 (9)	0.0172 (10)	−0.0043 (9)	0.0002 (10)	0.0055 (8)
O3	0.0144 (11)	0.0145 (9)	0.0161 (11)	0.0027 (8)	−0.0008 (9)	−0.0012 (8)
O6	0.0221 (12)	0.0152 (10)	0.0156 (11)	−0.0028 (9)	−0.0037 (10)	−0.0006 (8)
O1	0.0240 (13)	0.0182 (10)	0.0151 (11)	0.0080 (10)	−0.0033 (10)	−0.0031 (8)
C4	0.0172 (17)	0.0162 (14)	0.0114 (14)	0.0030 (12)	0.0033 (13)	−0.0032 (11)
C3	0.0161 (16)	0.0123 (13)	0.0131 (14)	−0.0010 (12)	0.0007 (13)	0.0003 (11)
O5	0.0258 (13)	0.0184 (10)	0.0151 (11)	0.0000 (10)	0.0016 (10)	0.0042 (8)
O7	0.0174 (11)	0.0141 (9)	0.0158 (10)	−0.0042 (9)	−0.0009 (9)	0.0014 (8)
O8	0.0243 (13)	0.0126 (9)	0.0182 (11)	0.0003 (9)	−0.0038 (10)	0.0025 (8)
O2	0.0196 (12)	0.0141 (10)	0.0144 (11)	0.0000 (9)	0.0000 (9)	−0.0024 (8)
C2	0.0166 (17)	0.0083 (12)	0.0155 (15)	0.0007 (11)	0.0032 (13)	−0.0006 (10)
C5	0.0172 (15)	0.0111 (12)	0.0133 (14)	0.0027 (12)	0.0027 (13)	−0.0009 (11)
C1	0.0166 (16)	0.0108 (13)	0.0123 (14)	−0.0022 (12)	0.0036 (13)	0.0025 (11)
C6	0.0173 (16)	0.0114 (13)	0.0114 (14)	−0.0012 (12)	0.0032 (12)	0.0006 (10)
N1	0.0230 (15)	0.0123 (10)	0.0136 (12)	0.0024 (11)	0.0044 (11)	0.0005 (9)
C7	0.0170 (16)	0.0167 (14)	0.0113 (14)	−0.0005 (12)	0.0020 (13)	0.0011 (11)

Geometric parameters (Å, º)

O4—H4	0.8400	O2—C1	1.217 (3)
O4—C3	1.418 (3)	C2—H2	1.0000
O3—H3	0.8400	C2—C1	1.510 (4)
O3—C2	1.425 (3)	C5—C6	1.512 (4)
O6—H6	0.8400	C6—H6A	0.9900
O6—C4	1.310 (4)	C6—H6B	0.9900
O1—H1	0.8400	C6—C7	1.519 (4)
O1—C1	1.310 (3)	N1—H1A	0.9100
C4—C3	1.511 (4)	N1—H1B	0.9100
C4—O5	1.215 (3)	N1—H1C	0.9100
C3—H3A	1.0000	N1—C7	1.502 (4)
C3—C2	1.552 (4)	C7—H7A	0.9900
O7—C5	1.268 (3)	C7—H7B	0.9900
O8—C5	1.257 (3)
C3—O4—H4	109.5	O1—C1—C2	110.2 (2)
C2—O3—H3	109.5	O2—C1—O1	126.4 (3)
C4—O6—H6	109.5	O2—C1—C2	123.4 (3)
C1—O1—H1	109.5	C5—C6—H6A	108.8
O6—C4—C3	110.5 (2)	C5—C6—H6B	108.8
O5—C4—O6	126.9 (3)	C5—C6—C7	113.8 (2)
O5—C4—C3	122.6 (3)	H6A—C6—H6B	107.7
O4—C3—C4	111.5 (2)	C7—C6—H6A	108.8
O4—C3—H3A	108.0	C7—C6—H6B	108.8
O4—C3—C2	110.8 (2)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.3 (2)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	112.1 (2)	C7—N1—H1B	109.5
O3—C2—H2	108.8	C7—N1—H1C	109.5
O3—C2—C1	108.7 (2)	C6—C7—H7A	109.3
C3—C2—H2	108.8	C6—C7—H7B	109.3
C1—C2—C3	109.5 (2)	N1—C7—C6	111.5 (2)
C1—C2—H2	108.8	N1—C7—H7A	109.3
O7—C5—C6	117.8 (2)	N1—C7—H7B	109.3
O8—C5—O7	125.2 (3)	H7A—C7—H7B	108.0
O8—C5—C6	117.0 (2)
O4—C3—C2—O3	−60.6 (3)	C3—C2—C1—O1	52.7 (3)
O4—C3—C2—C1	60.1 (3)	C3—C2—C1—O2	−128.4 (3)
O3—C2—C1—O1	175.5 (2)	O5—C4—C3—O4	7.6 (4)
O3—C2—C1—O2	−5.6 (4)	O5—C4—C3—C2	−116.0 (3)
O6—C4—C3—O4	−172.7 (2)	O7—C5—C6—C7	−7.7 (4)
O6—C4—C3—C2	63.7 (3)	O8—C5—C6—C7	172.0 (3)
C4—C3—C2—O3	63.4 (3)	C5—C6—C7—N1	63.1 (3)
C4—C3—C2—C1	−175.9 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.84	2.17	2.865 (3)	140
O3—H3···O4^ii	0.84	1.94	2.771 (3)	173
O6—H6···O8^iii	0.84	1.73	2.567 (3)	178
O1—H1···O7^iv	0.84	1.70	2.509 (3)	162
N1—H1A···O2^i	0.91	2.27	2.888 (3)	125
N1—H1B···O7	0.91	2.15	2.801 (3)	127
N1—H1C···O8^v	0.91	1.99	2.829 (3)	153

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (175_cocrystal_heating)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.645 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8531 (3) Å	Cell parameters from 3013 reflections
b = 9.4182 (4) Å	θ = 2.0–29.2°
c = 21.7022 (12) Å	µ = 0.15 mm^−1
β = 103.155 (6)°	T = 175 K
V = 965.93 (9) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1963 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1507 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.077
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.933, Tmax = 0.995	k = −11→11
10812 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.039	H-atom parameters constrained
wR(F^2) = 0.085	w = 1/[σ^2(Fo^2) + (0.0423P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1963 reflections	Δρmax = 0.33 e Å^−3
151 parameters	Δρmin = −0.38 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2810 (3)	0.64558 (15)	0.00040 (8)	0.0226 (4)
H4	0.364526	0.583503	0.025664	0.027*
O3	0.7263 (3)	0.61482 (14)	−0.06824 (7)	0.0185 (4)
H3	0.896560	0.624678	−0.049327	0.022*
O6	0.8738 (4)	0.87249 (15)	0.05175 (7)	0.0230 (4)
H6	1.003818	0.874941	0.084741	0.028*
O1	0.1771 (4)	0.86430 (15)	−0.11837 (7)	0.0249 (4)
H1	0.039344	0.866732	−0.149821	0.030*
C4	0.7173 (5)	0.7597 (2)	0.05282 (10)	0.0174 (5)
C3	0.4714 (5)	0.7568 (2)	−0.00388 (10)	0.0164 (5)
H3A	0.367047	0.848716	−0.005153	0.020*
O5	0.7576 (4)	0.66777 (16)	0.09280 (8)	0.0241 (4)
O7	0.7295 (4)	0.58371 (15)	0.30093 (7)	0.0197 (4)
O8	0.7071 (4)	0.38003 (15)	0.35211 (7)	0.0241 (4)
O2	0.2872 (4)	0.66487 (14)	−0.16452 (7)	0.0201 (4)
C2	0.5785 (5)	0.7445 (2)	−0.06546 (10)	0.0152 (5)
H2	0.708579	0.825750	−0.067657	0.018*
C5	0.6112 (5)	0.4686 (2)	0.30944 (10)	0.0152 (5)
C1	0.3308 (5)	0.7512 (2)	−0.12184 (10)	0.0149 (5)
C6	0.3329 (5)	0.4333 (2)	0.26476 (10)	0.0162 (5)
H6A	0.194448	0.406805	0.289973	0.019*
H6B	0.360152	0.349545	0.239222	0.019*
N1	0.3977 (4)	0.58936 (18)	0.17665 (9)	0.0198 (5)
H1A	0.391051	0.518143	0.148006	0.030*
H1B	0.578671	0.600162	0.199417	0.030*
H1C	0.337766	0.671688	0.155960	0.030*
C7	0.2099 (5)	0.5533 (2)	0.22031 (10)	0.0174 (5)
H7A	0.021214	0.525099	0.195116	0.021*
H7B	0.185410	0.638273	0.245388	0.021*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0182 (9)	0.0238 (8)	0.0237 (9)	−0.0031 (7)	0.0001 (8)	0.0068 (7)
O3	0.0136 (9)	0.0177 (7)	0.0220 (9)	0.0043 (7)	−0.0007 (8)	−0.0017 (6)
O6	0.0264 (10)	0.0198 (8)	0.0176 (9)	−0.0052 (7)	−0.0058 (8)	−0.0009 (6)
O1	0.0269 (10)	0.0233 (8)	0.0191 (9)	0.0126 (8)	−0.0062 (8)	−0.0042 (6)
C4	0.0199 (13)	0.0176 (11)	0.0161 (12)	0.0021 (10)	0.0068 (10)	−0.0035 (9)
C3	0.0166 (13)	0.0160 (10)	0.0156 (12)	−0.0010 (10)	0.0018 (10)	0.0002 (9)
O5	0.0252 (10)	0.0260 (8)	0.0191 (9)	−0.0016 (8)	0.0012 (8)	0.0070 (7)
O7	0.0183 (9)	0.0174 (7)	0.0208 (9)	−0.0057 (7)	−0.0007 (7)	0.0010 (6)
O8	0.0248 (10)	0.0189 (7)	0.0226 (9)	0.0001 (7)	−0.0072 (8)	0.0050 (7)
O2	0.0222 (9)	0.0177 (8)	0.0173 (9)	0.0000 (7)	−0.0016 (7)	−0.0032 (7)
C2	0.0162 (13)	0.0128 (10)	0.0167 (12)	0.0002 (9)	0.0039 (10)	−0.0011 (8)
C5	0.0164 (12)	0.0138 (10)	0.0156 (12)	0.0019 (10)	0.0039 (10)	−0.0031 (9)
C1	0.0156 (13)	0.0140 (10)	0.0152 (11)	−0.0018 (9)	0.0036 (10)	0.0030 (9)
C6	0.0187 (13)	0.0141 (10)	0.0156 (11)	−0.0020 (10)	0.0034 (10)	0.0009 (9)
N1	0.0272 (12)	0.0153 (8)	0.0179 (10)	0.0040 (9)	0.0075 (9)	0.0016 (7)
C7	0.0160 (12)	0.0205 (11)	0.0146 (12)	0.0001 (9)	0.0010 (10)	0.0010 (9)

Geometric parameters (Å, º)

O4—H4	0.8400	O2—C1	1.214 (2)
O4—C3	1.414 (3)	C2—H2	1.0000
O3—H3	0.8400	C2—C1	1.509 (3)
O3—C2	1.425 (2)	C5—C6	1.509 (3)
O6—H6	0.8400	C6—H6A	0.9900
O6—C4	1.309 (3)	C6—H6B	0.9900
O1—H1	0.8400	C6—C7	1.518 (3)
O1—C1	1.312 (3)	N1—H1A	0.9100
C4—C3	1.507 (3)	N1—H1B	0.9100
C4—O5	1.210 (2)	N1—H1C	0.9100
C3—H3A	1.0000	N1—C7	1.496 (3)
C3—C2	1.545 (3)	C7—H7A	0.9900
O7—C5	1.260 (2)	C7—H7B	0.9900
O8—C5	1.254 (2)
C3—O4—H4	109.5	O1—C1—C2	110.23 (18)
C2—O3—H3	109.5	O2—C1—O1	125.8 (2)
C4—O6—H6	109.5	O2—C1—C2	123.98 (19)
C1—O1—H1	109.5	C5—C6—H6A	108.7
O6—C4—C3	110.80 (18)	C5—C6—H6B	108.7
O5—C4—O6	126.4 (2)	C5—C6—C7	114.16 (18)
O5—C4—C3	122.8 (2)	H6A—C6—H6B	107.6
O4—C3—C4	111.58 (17)	C7—C6—H6A	108.7
O4—C3—H3A	108.0	C7—C6—H6B	108.7
O4—C3—C2	110.78 (17)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.36 (18)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.88 (17)	C7—N1—H1B	109.5
O3—C2—H2	108.9	C7—N1—H1C	109.5
O3—C2—C1	108.50 (17)	C6—C7—H7A	109.4
C3—C2—H2	108.9	C6—C7—H7B	109.4
C1—C2—C3	109.62 (18)	N1—C7—C6	111.32 (18)
C1—C2—H2	108.9	N1—C7—H7A	109.4
O7—C5—C6	117.80 (18)	N1—C7—H7B	109.4
O8—C5—O7	125.1 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.09 (18)
O4—C3—C2—O3	−60.9 (2)	C3—C2—C1—O1	52.8 (2)
O4—C3—C2—C1	59.5 (2)	C3—C2—C1—O2	−128.7 (2)
O3—C2—C1—O1	175.26 (18)	O5—C4—C3—O4	7.5 (3)
O3—C2—C1—O2	−6.2 (3)	O5—C4—C3—C2	−116.1 (2)
O6—C4—C3—O4	−172.72 (18)	O7—C5—C6—C7	−8.3 (3)
O6—C4—C3—C2	63.7 (2)	O8—C5—C6—C7	171.99 (19)
C4—C3—C2—O3	63.2 (2)	C5—C6—C7—N1	63.7 (2)
C4—C3—C2—C1	−176.39 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.84	2.17	2.865 (2)	140
O3—H3···O4^ii	0.84	1.94	2.780 (2)	176
O6—H6···O8^iii	0.84	1.72	2.562 (2)	175
O1—H1···O7^iv	0.84	1.70	2.509 (2)	161
N1—H1A···O2^i	0.91	2.30	2.885 (2)	122
N1—H1B···O7	0.91	2.16	2.810 (2)	127
N1—H1C···O8^v	0.91	1.98	2.828 (2)	155

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (225_cocrystal_heating)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.624 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8784 (5) Å	Cell parameters from 18 reflections
b = 9.4546 (4) Å	θ = 2.0–29.1°
c = 21.7693 (6) Å	µ = 0.15 mm^−1
β = 103.002 (5)°	T = 225 K
V = 978.34 (12) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1995 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1489 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.078
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.937, Tmax = 0.995	k = −11→11
10996 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.038	H-atom parameters constrained
wR(F^2) = 0.081	w = 1/[σ^2(Fo^2) + (0.039P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.00	(Δ/σ)max < 0.001
1995 reflections	Δρmax = 0.39 e Å^−3
151 parameters	Δρmin = −0.32 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2823 (3)	0.64615 (15)	0.00073 (8)	0.0274 (4)
H4	0.365685	0.583706	0.024593	0.033*
O3	0.7263 (3)	0.61587 (14)	−0.06751 (7)	0.0223 (4)
H3	0.894466	0.626736	−0.049926	0.027*
O6	0.8733 (4)	0.87261 (15)	0.05206 (7)	0.0282 (4)
H6	0.996046	0.877355	0.085279	0.034*
O1	0.1762 (4)	0.86321 (15)	−0.11823 (7)	0.0312 (4)
H1	0.038566	0.864104	−0.148617	0.037*
C4	0.7174 (5)	0.7600 (2)	0.05334 (10)	0.0205 (5)
C3	0.4722 (5)	0.7574 (2)	−0.00355 (10)	0.0195 (5)
H3A	0.369475	0.848068	−0.004804	0.023*
O5	0.7589 (4)	0.66822 (16)	0.09312 (7)	0.0296 (4)
O7	0.7301 (3)	0.58392 (14)	0.30084 (7)	0.0230 (4)
O8	0.7077 (3)	0.38047 (15)	0.35170 (7)	0.0297 (4)
O2	0.2875 (3)	0.66494 (14)	−0.16395 (7)	0.0247 (4)
C2	0.5784 (5)	0.7447 (2)	−0.06497 (10)	0.0171 (5)
H2	0.706189	0.824849	−0.067307	0.020*
C5	0.6124 (5)	0.4690 (2)	0.30918 (9)	0.0173 (5)
C1	0.3302 (4)	0.7510 (2)	−0.12172 (10)	0.0172 (5)
C6	0.3343 (5)	0.4342 (2)	0.26449 (10)	0.0185 (5)
H6A	0.198354	0.407857	0.289478	0.022*
H6B	0.361397	0.351595	0.239299	0.022*
N1	0.3947 (4)	0.58827 (17)	0.17614 (8)	0.0241 (5)
H1A	0.387513	0.517762	0.148042	0.029*
H1B	0.572947	0.599186	0.198232	0.029*
H1C	0.335058	0.669134	0.155629	0.029*
C7	0.2100 (5)	0.5530 (2)	0.22007 (10)	0.0206 (5)
H7A	0.024024	0.524673	0.195641	0.025*
H7B	0.186141	0.637097	0.244671	0.025*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0207 (9)	0.0289 (8)	0.0304 (9)	−0.0047 (7)	0.0015 (8)	0.0085 (7)
O3	0.0152 (8)	0.0231 (7)	0.0265 (9)	0.0051 (7)	0.0001 (8)	−0.0020 (6)
O6	0.0292 (10)	0.0272 (8)	0.0219 (9)	−0.0070 (8)	−0.0074 (8)	−0.0005 (7)
O1	0.0328 (10)	0.0303 (8)	0.0238 (9)	0.0148 (8)	−0.0082 (8)	−0.0057 (7)
C4	0.0212 (13)	0.0217 (11)	0.0193 (12)	0.0037 (10)	0.0058 (10)	−0.0017 (10)
C3	0.0187 (12)	0.0197 (10)	0.0191 (12)	−0.0002 (9)	0.0022 (11)	0.0011 (9)
O5	0.0300 (10)	0.0342 (8)	0.0224 (9)	−0.0023 (8)	0.0010 (8)	0.0081 (7)
O7	0.0182 (8)	0.0222 (7)	0.0255 (9)	−0.0059 (7)	−0.0013 (7)	0.0016 (6)
O8	0.0286 (10)	0.0239 (7)	0.0288 (9)	−0.0005 (7)	−0.0104 (8)	0.0071 (7)
O2	0.0250 (9)	0.0246 (8)	0.0217 (9)	0.0022 (7)	−0.0008 (7)	−0.0062 (7)
C2	0.0153 (12)	0.0152 (10)	0.0201 (12)	−0.0003 (9)	0.0028 (10)	−0.0007 (8)
C5	0.0160 (11)	0.0180 (10)	0.0169 (11)	0.0040 (9)	0.0011 (10)	−0.0038 (9)
C1	0.0158 (12)	0.0185 (10)	0.0175 (11)	−0.0018 (9)	0.0039 (10)	0.0040 (9)
C6	0.0162 (12)	0.0195 (10)	0.0188 (12)	−0.0036 (10)	0.0018 (10)	0.0001 (9)
N1	0.0308 (12)	0.0207 (9)	0.0220 (10)	0.0065 (9)	0.0086 (9)	0.0024 (7)
C7	0.0163 (12)	0.0239 (11)	0.0204 (12)	0.0003 (9)	0.0015 (10)	−0.0009 (9)

Geometric parameters (Å, º)

O4—H4	0.8300	O2—C1	1.210 (2)
O4—C3	1.418 (2)	C2—H2	0.9900
O3—H3	0.8300	C2—C1	1.524 (3)
O3—C2	1.423 (2)	C5—C6	1.517 (3)
O6—H6	0.8300	C6—H6A	0.9800
O6—C4	1.312 (3)	C6—H6B	0.9800
O1—H1	0.8300	C6—C7	1.517 (3)
O1—C1	1.312 (2)	N1—H1A	0.9000
C4—C3	1.516 (3)	N1—H1B	0.9000
C4—O5	1.210 (2)	N1—H1C	0.9000
C3—H3A	0.9900	N1—C7	1.492 (3)
C3—C2	1.544 (3)	C7—H7A	0.9800
O7—C5	1.261 (2)	C7—H7B	0.9800
O8—C5	1.257 (2)
C3—O4—H4	109.5	O1—C1—C2	110.22 (17)
C2—O3—H3	109.5	O2—C1—O1	125.8 (2)
C4—O6—H6	109.5	O2—C1—C2	123.99 (19)
C1—O1—H1	109.5	C5—C6—H6A	108.6
O6—C4—C3	110.50 (17)	C5—C6—H6B	108.6
O5—C4—O6	126.3 (2)	C5—C6—C7	114.81 (17)
O5—C4—C3	123.2 (2)	H6A—C6—H6B	107.5
O4—C3—C4	111.43 (17)	C7—C6—H6A	108.6
O4—C3—H3A	108.1	C7—C6—H6B	108.6
O4—C3—C2	110.51 (17)	H1A—N1—H1B	109.5
C4—C3—H3A	108.1	H1A—N1—H1C	109.5
C4—C3—C2	110.59 (18)	H1B—N1—H1C	109.5
C2—C3—H3A	108.1	C7—N1—H1A	109.5
O3—C2—C3	111.87 (16)	C7—N1—H1B	109.5
O3—C2—H2	108.8	C7—N1—H1C	109.5
O3—C2—C1	108.62 (16)	C6—C7—H7A	109.4
C3—C2—H2	108.8	C6—C7—H7B	109.4
C1—C2—C3	109.80 (17)	N1—C7—C6	111.19 (17)
C1—C2—H2	108.8	N1—C7—H7A	109.4
O7—C5—C6	117.73 (18)	N1—C7—H7B	109.4
O8—C5—O7	125.1 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.18 (18)
O4—C3—C2—O3	−61.2 (2)	C3—C2—C1—O1	52.4 (2)
O4—C3—C2—C1	59.5 (2)	C3—C2—C1—O2	−128.6 (2)
O3—C2—C1—O1	175.04 (17)	O5—C4—C3—O4	7.9 (3)
O3—C2—C1—O2	−6.0 (3)	O5—C4—C3—C2	−115.5 (2)
O6—C4—C3—O4	−172.87 (18)	O7—C5—C6—C7	−8.2 (3)
O6—C4—C3—C2	63.8 (2)	O8—C5—C6—C7	171.97 (19)
C4—C3—C2—O3	62.6 (2)	C5—C6—C7—N1	64.0 (2)
C4—C3—C2—C1	−176.68 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.83	2.20	2.877 (2)	139
O3—H3···O4^ii	0.83	1.97	2.799 (2)	174
O6—H6···O8^iii	0.83	1.75	2.578 (2)	171
O1—H1···O7^iv	0.83	1.72	2.523 (2)	161
N1—H1A···O2^i	0.90	2.32	2.897 (2)	122
N1—H1B···O7	0.90	2.20	2.837 (2)	128
N1—H1C···O8^v	0.90	2.01	2.848 (2)	154

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (275_cocrystal_heating)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.629 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8828 (3) Å	Cell parameters from 3071 reflections
b = 9.4372 (4) Å	θ = 1.9–28.6°
c = 21.7258 (11) Å	µ = 0.15 mm^−1
β = 103.007 (6)°	T = 275 K
V = 975.43 (9) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1993 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1439 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.084
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.932, Tmax = 0.995	k = −11→11
10971 measured reflections	l = −27→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.042	H-atom parameters constrained
wR(F^2) = 0.081	w = 1/[σ^2(Fo^2) + (0.0353P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1993 reflections	Δρmax = 0.17 e Å^−3
151 parameters	Δρmin = −0.20 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2842 (3)	0.64672 (15)	0.00111 (8)	0.0322 (4)
H4	0.368553	0.582812	0.023059	0.039*
O3	0.7268 (3)	0.61716 (15)	−0.06684 (8)	0.0274 (4)
H3	0.890789	0.627686	−0.047852	0.033*
O6	0.8726 (4)	0.87284 (16)	0.05258 (8)	0.0345 (5)
H6	0.994955	0.876905	0.085297	0.041*
O1	0.1748 (4)	0.86225 (16)	−0.11799 (8)	0.0379 (5)
H1	0.038649	0.862376	−0.148017	0.046*
C4	0.7180 (5)	0.7605 (2)	0.05371 (11)	0.0247 (5)
C3	0.4733 (5)	0.7577 (2)	−0.00322 (11)	0.0229 (5)
H3A	0.371627	0.847515	−0.004429	0.027*
O5	0.7601 (4)	0.66872 (17)	0.09313 (8)	0.0368 (5)
O7	0.7306 (3)	0.58395 (15)	0.30072 (7)	0.0281 (4)
O8	0.7085 (4)	0.38073 (15)	0.35133 (8)	0.0369 (5)
O2	0.2878 (4)	0.66494 (15)	−0.16338 (8)	0.0300 (4)
C2	0.5768 (5)	0.7450 (2)	−0.06464 (10)	0.0214 (5)
H2	0.701937	0.824913	−0.067146	0.026*
C5	0.6131 (5)	0.4692 (2)	0.30899 (10)	0.0215 (5)
C1	0.3297 (5)	0.7506 (2)	−0.12125 (10)	0.0209 (5)
C6	0.3353 (5)	0.4343 (2)	0.26450 (10)	0.0229 (5)
H6A	0.361551	0.352228	0.239585	0.027*
H6B	0.201322	0.408478	0.289442	0.027*
N1	0.3921 (5)	0.58761 (19)	0.17559 (9)	0.0307 (5)
H1A	0.387386	0.516556	0.148443	0.046*
H1B	0.567901	0.600810	0.197236	0.046*
H1C	0.329544	0.666349	0.154516	0.046*
C7	0.2106 (5)	0.5528 (2)	0.21998 (11)	0.0250 (6)
H7A	0.026143	0.524607	0.196103	0.030*
H7B	0.188093	0.636387	0.244322	0.030*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0228 (10)	0.0348 (9)	0.0362 (10)	−0.0057 (8)	0.0010 (9)	0.0105 (7)
O3	0.0186 (9)	0.0274 (8)	0.0331 (10)	0.0063 (7)	−0.0005 (8)	−0.0028 (7)
O6	0.0376 (12)	0.0316 (8)	0.0266 (10)	−0.0073 (9)	−0.0088 (9)	0.0000 (7)
O1	0.0370 (12)	0.0381 (9)	0.0298 (11)	0.0186 (9)	−0.0112 (9)	−0.0074 (8)
C4	0.0242 (14)	0.0268 (12)	0.0243 (13)	0.0036 (11)	0.0082 (11)	−0.0039 (11)
C3	0.0210 (13)	0.0239 (11)	0.0226 (13)	0.0003 (10)	0.0023 (12)	0.0023 (10)
O5	0.0375 (12)	0.0420 (9)	0.0271 (10)	−0.0024 (9)	−0.0008 (9)	0.0103 (8)
O7	0.0225 (9)	0.0276 (8)	0.0301 (10)	−0.0077 (7)	−0.0026 (8)	0.0020 (7)
O8	0.0359 (12)	0.0286 (8)	0.0365 (11)	−0.0010 (8)	−0.0126 (9)	0.0086 (8)
O2	0.0304 (10)	0.0297 (8)	0.0258 (10)	0.0027 (8)	−0.0025 (8)	−0.0079 (7)
C2	0.0210 (13)	0.0194 (11)	0.0226 (13)	−0.0001 (10)	0.0020 (11)	−0.0004 (9)
C5	0.0215 (13)	0.0209 (10)	0.0213 (12)	0.0033 (11)	0.0033 (11)	−0.0034 (9)
C1	0.0196 (13)	0.0211 (11)	0.0209 (12)	−0.0006 (10)	0.0021 (11)	0.0032 (10)
C6	0.0228 (13)	0.0220 (11)	0.0223 (12)	−0.0035 (10)	0.0016 (11)	0.0005 (9)
N1	0.0403 (13)	0.0263 (9)	0.0272 (11)	0.0092 (10)	0.0114 (11)	0.0048 (8)
C7	0.0200 (13)	0.0293 (12)	0.0238 (13)	−0.0002 (10)	0.0005 (11)	0.0000 (10)

Geometric parameters (Å, º)

O4—H4	0.8200	O2—C1	1.204 (2)
O4—C3	1.413 (3)	C2—H2	0.9800
O3—H3	0.8200	C2—C1	1.518 (3)
O3—C2	1.418 (2)	C5—C6	1.514 (3)
O6—H6	0.8200	C6—H6A	0.9700
O6—C4	1.305 (3)	C6—H6B	0.9700
O1—H1	0.8200	C6—C7	1.513 (3)
O1—C1	1.308 (3)	N1—H1A	0.8900
C4—C3	1.514 (3)	N1—H1B	0.8900
C4—O5	1.203 (3)	N1—H1C	0.8900
C3—H3A	0.9800	N1—C7	1.486 (3)
C3—C2	1.534 (3)	C7—H7A	0.9700
O7—C5	1.258 (3)	C7—H7B	0.9700
O8—C5	1.252 (2)
C3—O4—H4	109.5	O1—C1—C2	110.38 (18)
C2—O3—H3	109.5	O2—C1—O1	125.5 (2)
C4—O6—H6	109.5	O2—C1—C2	124.1 (2)
C1—O1—H1	109.5	C5—C6—H6A	108.5
O6—C4—C3	110.64 (19)	C5—C6—H6B	108.5
O5—C4—O6	126.3 (2)	H6A—C6—H6B	107.5
O5—C4—C3	123.1 (2)	C7—C6—C5	114.93 (18)
O4—C3—C4	111.47 (18)	C7—C6—H6A	108.5
O4—C3—H3A	108.0	C7—C6—H6B	108.5
O4—C3—C2	110.39 (18)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.97 (18)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.69 (17)	C7—N1—H1B	109.5
O3—C2—H2	108.7	C7—N1—H1C	109.5
O3—C2—C1	108.97 (17)	C6—C7—H7A	109.3
C3—C2—H2	108.7	C6—C7—H7B	109.3
C1—C2—C3	110.16 (18)	N1—C7—C6	111.44 (18)
C1—C2—H2	108.7	N1—C7—H7A	109.3
O7—C5—C6	117.90 (19)	N1—C7—H7B	109.3
O8—C5—O7	125.0 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.14 (19)
O4—C3—C2—O3	−62.2 (2)	C3—C2—C1—O1	52.3 (2)
O4—C3—C2—C1	59.1 (2)	C3—C2—C1—O2	−128.9 (2)
O3—C2—C1—O1	175.20 (19)	O5—C4—C3—O4	8.5 (3)
O3—C2—C1—O2	−6.0 (3)	O5—C4—C3—C2	−115.0 (2)
O6—C4—C3—O4	−172.62 (19)	O7—C5—C6—C7	−7.9 (3)
O6—C4—C3—C2	63.9 (2)	O8—C5—C6—C7	172.2 (2)
C4—C3—C2—O3	61.9 (2)	C5—C6—C7—N1	64.2 (2)
C4—C3—C2—C1	−176.82 (17)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.82	2.21	2.877 (2)	139
O3—H3···O4^ii	0.82	1.98	2.803 (2)	177
O6—H6···O8^iii	0.82	1.76	2.574 (2)	172
O1—H1···O7^iv	0.82	1.73	2.521 (2)	161
N1—H1A···O2^i	0.89	2.31	2.895 (2)	124
N1—H1B···O7	0.89	2.22	2.846 (2)	128
N1—H1C···O8^v	0.89	2.03	2.847 (2)	152

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.

β-Alaninium DL-tartarate (RT_cocrystal_heating)

Crystal data

C3H7NO2^+·C4H6O6^−	F(000) = 504
Mr = 239.18	Dx = 1.626 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 4.8873 (3) Å	Cell parameters from 3010 reflections
b = 9.4416 (4) Å	θ = 1.9–29.6°
c = 21.7392 (11) Å	µ = 0.15 mm^−1
β = 103.063 (6)°	T = 293 K
V = 977.17 (9) Å^3	Block, colourless
Z = 4	1 × 0.10 × 0.04 mm

Data collection

STOE IPDS diffractometer	1996 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1403 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.083
ω scans	θmax = 26.4°, θmin = 1.9°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −6→5
Tmin = 0.931, Tmax = 0.995	k = −11→11
11029 measured reflections	l = −27→27

Refinement

Refinement on F^2	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.040	H-atom parameters constrained
wR(F^2) = 0.082	w = 1/[σ^2(Fo^2) + (0.036P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
1996 reflections	Δρmax = 0.19 e Å^−3
151 parameters	Δρmin = −0.20 e Å^−3
0 restraints

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O4	0.2839 (4)	0.64680 (16)	0.00116 (9)	0.0351 (4)
H4	0.368203	0.583378	0.023417	0.042*
O3	0.7263 (3)	0.61756 (15)	−0.06660 (8)	0.0288 (4)
H3	0.891921	0.629047	−0.049121	0.035*
O6	0.8729 (4)	0.87280 (16)	0.05263 (8)	0.0374 (5)
H6	0.995540	0.876826	0.085286	0.045*
O1	0.1745 (4)	0.86172 (17)	−0.11777 (8)	0.0402 (5)
H1	0.045136	0.865127	−0.149206	0.048*
C4	0.7175 (5)	0.7605 (2)	0.05393 (11)	0.0255 (5)
C3	0.4722 (5)	0.7576 (2)	−0.00327 (11)	0.0254 (6)
H3A	0.370405	0.847368	−0.004515	0.030*
O5	0.7603 (4)	0.66930 (17)	0.09330 (8)	0.0394 (5)
O7	0.7308 (4)	0.58360 (16)	0.30069 (8)	0.0310 (4)
O8	0.7094 (4)	0.38058 (16)	0.35114 (8)	0.0398 (5)
O2	0.2880 (4)	0.66500 (15)	−0.16321 (8)	0.0323 (4)
C2	0.5769 (5)	0.7453 (2)	−0.06427 (10)	0.0221 (5)
H2	0.701883	0.825344	−0.066658	0.027*
C5	0.6136 (5)	0.4692 (2)	0.30884 (10)	0.0225 (5)
C1	0.3293 (5)	0.7507 (2)	−0.12106 (11)	0.0226 (5)
C6	0.3354 (5)	0.4340 (2)	0.26438 (11)	0.0244 (5)
H6A	0.201904	0.407860	0.289342	0.029*
H6B	0.361597	0.352169	0.239362	0.029*
N1	0.3908 (5)	0.58721 (19)	0.17541 (9)	0.0330 (5)
H1A	0.384640	0.516160	0.148228	0.050*
H1B	0.566953	0.599890	0.196901	0.050*
H1C	0.328822	0.666067	0.154405	0.050*
C7	0.2102 (5)	0.5530 (2)	0.22001 (11)	0.0277 (6)
H7A	0.025180	0.525300	0.196323	0.033*
H7B	0.189313	0.636608	0.244457	0.033*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O4	0.0266 (10)	0.0377 (9)	0.0379 (11)	−0.0054 (8)	0.0010 (9)	0.0112 (8)
O3	0.0182 (9)	0.0291 (8)	0.0359 (10)	0.0075 (7)	−0.0004 (9)	−0.0023 (7)
O6	0.0387 (12)	0.0352 (9)	0.0300 (10)	−0.0086 (9)	−0.0098 (9)	−0.0007 (7)
O1	0.0418 (12)	0.0393 (9)	0.0305 (11)	0.0208 (9)	−0.0105 (9)	−0.0077 (8)
C4	0.0261 (14)	0.0283 (12)	0.0228 (13)	0.0034 (11)	0.0068 (11)	−0.0033 (11)
C3	0.0260 (14)	0.0240 (11)	0.0249 (13)	0.0011 (11)	0.0031 (12)	0.0009 (10)
O5	0.0415 (12)	0.0441 (10)	0.0283 (10)	−0.0028 (9)	−0.0012 (9)	0.0125 (8)
O7	0.0245 (9)	0.0296 (8)	0.0338 (10)	−0.0079 (8)	−0.0042 (8)	0.0022 (7)
O8	0.0386 (12)	0.0324 (9)	0.0377 (11)	−0.0009 (8)	−0.0139 (9)	0.0095 (8)
O2	0.0306 (10)	0.0324 (9)	0.0289 (10)	0.0025 (8)	−0.0037 (8)	−0.0091 (8)
C2	0.0197 (13)	0.0210 (11)	0.0244 (13)	−0.0006 (10)	0.0023 (11)	0.0004 (9)
C5	0.0218 (13)	0.0233 (11)	0.0217 (13)	0.0025 (11)	0.0034 (11)	−0.0032 (10)
C1	0.0209 (13)	0.0225 (11)	0.0235 (13)	−0.0022 (10)	0.0030 (11)	0.0026 (10)
C6	0.0228 (13)	0.0247 (12)	0.0242 (13)	−0.0052 (11)	0.0021 (11)	0.0022 (10)
N1	0.0438 (14)	0.0288 (10)	0.0285 (11)	0.0090 (10)	0.0124 (11)	0.0039 (8)
C7	0.0223 (13)	0.0311 (13)	0.0278 (14)	0.0005 (11)	0.0018 (12)	−0.0001 (10)

Geometric parameters (Å, º)

O4—H4	0.8200	O2—C1	1.205 (3)
O4—C3	1.411 (3)	C2—H2	0.9800
O3—H3	0.8200	C2—C1	1.522 (3)
O3—C2	1.417 (2)	C5—C6	1.516 (3)
O6—H6	0.8200	C6—H6A	0.9700
O6—C4	1.308 (3)	C6—H6B	0.9700
O1—H1	0.8200	C6—C7	1.516 (3)
O1—C1	1.304 (3)	N1—H1A	0.8900
C4—C3	1.520 (3)	N1—H1B	0.8900
C4—O5	1.199 (3)	N1—H1C	0.8900
C3—H3A	0.9800	N1—C7	1.487 (3)
C3—C2	1.530 (3)	C7—H7A	0.9700
O7—C5	1.254 (3)	C7—H7B	0.9700
O8—C5	1.253 (2)
C3—O4—H4	109.5	O1—C1—C2	110.31 (19)
C2—O3—H3	109.5	O2—C1—O1	125.6 (2)
C4—O6—H6	109.5	O2—C1—C2	124.1 (2)
C1—O1—H1	109.5	C5—C6—H6A	108.6
O6—C4—C3	110.58 (19)	C5—C6—H6B	108.6
O5—C4—O6	126.1 (2)	C5—C6—C7	114.71 (18)
O5—C4—C3	123.3 (2)	H6A—C6—H6B	107.6
O4—C3—C4	111.33 (19)	C7—C6—H6A	108.6
O4—C3—H3A	108.0	C7—C6—H6B	108.6
O4—C3—C2	110.75 (18)	H1A—N1—H1B	109.5
C4—C3—H3A	108.0	H1A—N1—H1C	109.5
C4—C3—C2	110.71 (19)	H1B—N1—H1C	109.5
C2—C3—H3A	108.0	C7—N1—H1A	109.5
O3—C2—C3	111.80 (18)	C7—N1—H1B	109.5
O3—C2—H2	108.8	C7—N1—H1C	109.5
O3—C2—C1	108.72 (18)	C6—C7—H7A	109.4
C3—C2—H2	108.8	C6—C7—H7B	109.4
C1—C2—C3	109.87 (18)	N1—C7—C6	111.25 (18)
C1—C2—H2	108.8	N1—C7—H7A	109.4
O7—C5—C6	118.10 (19)	N1—C7—H7B	109.4
O8—C5—O7	124.9 (2)	H7A—C7—H7B	108.0
O8—C5—C6	117.02 (19)
O4—C3—C2—O3	−61.7 (2)	C3—C2—C1—O1	52.4 (2)
O4—C3—C2—C1	59.1 (2)	C3—C2—C1—O2	−128.8 (2)
O3—C2—C1—O1	175.04 (19)	O5—C4—C3—O4	8.6 (3)
O3—C2—C1—O2	−6.2 (3)	O5—C4—C3—C2	−115.1 (3)
O6—C4—C3—O4	−172.90 (19)	O7—C5—C6—C7	−8.1 (3)
O6—C4—C3—C2	63.4 (2)	O8—C5—C6—C7	172.1 (2)
C4—C3—C2—O3	62.3 (2)	C5—C6—C7—N1	64.7 (3)
C4—C3—C2—C1	−176.93 (17)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.82	2.21	2.879 (2)	139
O3—H3···O4^ii	0.82	1.99	2.803 (2)	174
O6—H6···O8^iii	0.82	1.76	2.573 (2)	172
O1—H1···O7^iv	0.82	1.74	2.524 (2)	160
N1—H1A···O2^i	0.89	2.31	2.897 (2)	123
N1—H1B···O7	0.89	2.22	2.852 (2)	127
N1—H1C···O8^v	0.89	2.04	2.849 (2)	152

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x+1, y, z; (iii) −x+2, y+1/2, −z+1/2; (iv) x−1, −y+3/2, z−1/2; (v) −x+1, y+1/2, −z+1/2.