Supra­molecular architectures of succinates of 1-hydroxypropan-2-aminium derivatives

Amino­alkanol and aroxyalkyl derivatives are known as potential anti­con­vulsants. Two new salts, namely bis­{(R,S)-N-[2-(2,6-di­methyl­phen­oxy)eth­yl]-1-hy­droxy­propan-2-aminium} succinate (1s), C₁₃H₂₂NO₂⁺·0.5C₄H₄O₄²⁻, and bis­{(S)-(+)-N-[2-(2,6-di­methyl­phen­oxy)eth­yl]-1-hy­droxy­propan-2-aminium} succinate (2s), C₁₃H₂₂NO₂⁺·0.5C₄H₄O₄²⁻, have been prepared and characterized by single-crystal X-ray diffraction. The N atoms are protonated by proton transfer from succinic acid. Salt 1s crystallizes in the space group P2₁/n with one cation and half an anion in the asymmetric unit across an inversion centre, while (2s) crystallizes in the space group P2₁ with four cations and two anions in the asymmetric unit. The hy­droxy group of the cation of 1s is observed in two R/S disorder positions. The crystals of these two salts display similar supra­molecular architectures (i.e. two-dimensional networks), built mainly by inter­molecular N⁺—H...O^δ− and O—H...O^δ− hydrogen bonds, where `δ−' represents a partial charge. The succinate anions are engaged in hydrogen bonds, not only with protonated N atoms, but also with hy­droxy groups.

Computing details

For both structures, data collection: CrysAlis PRO (Rigaku OD, 2015); cell refinement: CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 (Farrugia, 2012) and Mercury (Macrae et al., 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Bis{(R,S)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium} succinate (1)

Crystal data

C13H22NO2^+·0.5C4H4O4^2^−	F(000) = 612
Mr = 282.35	Dx = 1.227 Mg m^−3
Monoclinic, P21/n	Cu Kα radiation, λ = 1.54184 Å
Hall symbol: -P 2yn	Cell parameters from 7678 reflections
a = 11.5982 (3) Å	θ = 4.3–71.1°
b = 8.8651 (2) Å	µ = 0.72 mm^−1
c = 15.2964 (3) Å	T = 130 K
β = 103.581 (2)°	Prism, colourless
V = 1528.79 (6) Å^3	0.38 × 0.22 × 0.14 mm
Z = 4

Data collection

Oxford Diffraction SuperNova source diffractometer with an Atlas detector	2966 independent reflections
Radiation source: micro-focus sealed X-ray tube	2573 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.033
Detector resolution: 10.3756 pixels mm^-1	θmax = 71.5°, θmin = 4.3°
ω scans	h = −14→14
Absorption correction: gaussian (CrysAlis PRO; Rigaku OD, 2015)	k = −10→10
Tmin = 0.82, Tmax = 0.917	l = −18→18
19130 measured reflections

Refinement

Refinement on F^2	Hydrogen site location: mixed
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.040	w = 1/[σ^2(Fo^2) + (0.0597P)^2 + 0.4392P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.115	(Δ/σ)max < 0.001
S = 1.04	Δρmax = 0.25 e Å^−3
2966 reflections	Δρmin = −0.21 e Å^−3
202 parameters	Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.0022 (4)

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
C11	0.96755 (13)	0.24681 (18)	0.04068 (10)	0.0415 (4)
C10	1.06729 (17)	0.3112 (2)	0.01990 (12)	0.0536 (4)
H10	1.0589	0.3703	−0.033	0.064*
C9	1.17864 (16)	0.2897 (2)	0.07576 (14)	0.0603 (5)
H9	1.2463	0.3325	0.0604	0.072*
C8	1.19171 (14)	0.2071 (2)	0.15300 (15)	0.0571 (5)
H8	1.2688	0.1928	0.1905	0.069*
C7	1.09431 (13)	0.14371 (18)	0.17780 (11)	0.0441 (4)
C6	0.98331 (11)	0.16503 (16)	0.11985 (9)	0.0344 (3)
C14	0.84578 (17)	0.2652 (2)	−0.02032 (12)	0.0615 (5)
H14A	0.8147	0.1661	−0.0426	0.092*
H14B	0.8508	0.3299	−0.0713	0.092*
H14C	0.7927	0.3116	0.0133	0.092*
C13	1.10882 (17)	0.0592 (2)	0.26562 (13)	0.0616 (5)
H13A	1.1087	−0.0496	0.2542	0.092*
H13B	1.0431	0.0844	0.2932	0.092*
H13C	1.1841	0.0879	0.3064	0.092*
O2	0.88143 (8)	0.11185 (11)	0.14252 (7)	0.0363 (3)
C5	0.86671 (13)	−0.04925 (17)	0.14014 (12)	0.0434 (4)
H5A	0.9117	−0.0944	0.1972	0.052*
H5B	0.8967	−0.0927	0.0901	0.052*
C4	0.73670 (13)	−0.08205 (16)	0.12693 (10)	0.0366 (3)
H4A	0.6939	−0.0491	0.0661	0.044*
H4B	0.7246	−0.192	0.1317	0.044*
N1	0.68834 (10)	−0.00158 (13)	0.19603 (7)	0.0289 (3)
C2	0.57346 (12)	−0.06483 (15)	0.20990 (9)	0.0330 (3)
H2	0.5874	−0.1727	0.2285	0.04*
C3	0.53916 (14)	0.01971 (18)	0.28642 (9)	0.0399 (3)
H3A	0.4829	−0.0429	0.3104	0.048*
H3B	0.611	0.0346	0.3355	0.048*
H3C	0.503	0.1171	0.2689	0.048*	0.660 (3)
O1B	0.4848 (3)	0.1664 (3)	0.2599 (2)	0.0439 (10)	0.340 (3)
H1OB	0.5277	0.2205	0.2179	0.066*	0.340 (3)
C1	0.47636 (12)	−0.06061 (17)	0.12355 (10)	0.0377 (3)
H1A	0.5066	−0.1084	0.0748	0.045*
H1B	0.4082	−0.1212	0.1322	0.045*
H1C	0.4489	0.0403	0.1048	0.045*	0.340 (3)
O1A	0.43716 (13)	0.08360 (18)	0.09686 (10)	0.0404 (5)	0.660 (3)
H1OA	0.5017	0.155	0.1119	0.061*	0.660 (3)
C15	0.51923 (12)	0.42193 (14)	0.01686 (9)	0.0335 (3)
H15A	0.5568	0.3722	−0.0274	0.04*
H15B	0.4478	0.3628	0.0196	0.04*
C16	0.60531 (11)	0.41618 (15)	0.10867 (9)	0.0314 (3)
O3	0.61600 (9)	0.29136 (11)	0.14947 (7)	0.0427 (3)
O4	0.66180 (9)	0.53204 (12)	0.13862 (7)	0.0445 (3)
HN1A	0.6786 (14)	0.095 (2)	0.1815 (11)	0.037 (4)*
HN1B	0.7421 (17)	−0.002 (2)	0.2510 (14)	0.050 (5)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C11	0.0425 (8)	0.0462 (9)	0.0366 (7)	−0.0038 (6)	0.0110 (6)	−0.0130 (6)
C10	0.0665 (11)	0.0536 (10)	0.0485 (9)	−0.0113 (8)	0.0293 (8)	−0.0161 (8)
C9	0.0448 (9)	0.0606 (11)	0.0856 (14)	−0.0144 (8)	0.0360 (9)	−0.0288 (10)
C8	0.0318 (8)	0.0508 (10)	0.0863 (13)	0.0004 (7)	0.0088 (8)	−0.0196 (9)
C7	0.0334 (7)	0.0373 (8)	0.0570 (9)	0.0021 (6)	0.0010 (6)	−0.0134 (7)
C6	0.0304 (7)	0.0335 (7)	0.0391 (7)	−0.0005 (5)	0.0080 (5)	−0.0130 (6)
C14	0.0581 (11)	0.0750 (13)	0.0431 (9)	−0.0070 (9)	−0.0047 (8)	0.0053 (9)
C13	0.0519 (10)	0.0494 (10)	0.0673 (11)	0.0003 (8)	−0.0184 (8)	0.0028 (8)
O2	0.0325 (5)	0.0319 (5)	0.0454 (6)	0.0001 (4)	0.0112 (4)	−0.0079 (4)
C5	0.0413 (8)	0.0328 (8)	0.0570 (9)	0.0000 (6)	0.0135 (7)	−0.0129 (7)
C4	0.0400 (7)	0.0308 (7)	0.0378 (7)	−0.0024 (5)	0.0066 (6)	−0.0092 (6)
N1	0.0318 (6)	0.0238 (6)	0.0274 (5)	0.0001 (4)	−0.0004 (4)	−0.0010 (4)
C2	0.0363 (7)	0.0257 (6)	0.0359 (7)	−0.0028 (5)	0.0060 (5)	0.0033 (5)
C3	0.0460 (8)	0.0417 (8)	0.0323 (7)	−0.0019 (6)	0.0097 (6)	0.0040 (6)
O1B	0.0497 (19)	0.0300 (16)	0.0543 (19)	0.0016 (13)	0.0170 (14)	−0.0029 (13)
C1	0.0329 (7)	0.0373 (8)	0.0399 (8)	−0.0060 (6)	0.0026 (6)	−0.0077 (6)
O1A	0.0331 (8)	0.0417 (9)	0.0402 (9)	0.0028 (6)	−0.0035 (6)	0.0065 (7)
C15	0.0370 (7)	0.0241 (7)	0.0335 (7)	−0.0004 (5)	−0.0035 (5)	−0.0009 (5)
C16	0.0302 (6)	0.0300 (7)	0.0315 (7)	0.0023 (5)	0.0024 (5)	0.0040 (5)
O3	0.0465 (6)	0.0327 (5)	0.0451 (6)	0.0082 (4)	0.0029 (4)	0.0127 (4)
O4	0.0477 (6)	0.0411 (6)	0.0345 (5)	−0.0130 (5)	−0.0108 (4)	0.0060 (4)

Geometric parameters (Å, º)

C11—C6	1.386 (2)	N1—C2	1.5058 (17)
C11—C10	1.392 (2)	N1—HN1A	0.885 (18)
C11—C14	1.508 (2)	N1—HN1B	0.92 (2)
C10—C9	1.384 (3)	C2—C3	1.519 (2)
C10—H10	0.95	C2—C1	1.5218 (18)
C9—C8	1.368 (3)	C2—H2	1
C9—H9	0.95	C3—O1B	1.460 (3)
C8—C7	1.392 (2)	C3—H3A	0.99
C8—H8	0.95	C3—H3B	0.99
C7—C6	1.394 (2)	C3—H3C	0.97
C7—C13	1.513 (3)	O1B—H3C	0.4902
C6—O2	1.3897 (16)	O1B—H1OB	1.0196
C14—H14A	0.98	C1—O1A	1.386 (2)
C14—H14B	0.98	C1—H1A	0.99
C14—H14C	0.98	C1—H1B	0.99
C13—H13A	0.98	C1—H1C	0.97
C13—H13B	0.98	O1A—H1C	0.4159
C13—H13C	0.98	O1A—H1OA	0.9663
O2—C5	1.4377 (18)	C15—C15^i	1.508 (2)
C5—C4	1.502 (2)	C15—C16	1.5209 (17)
C5—H5A	0.99	C15—H15A	0.99
C5—H5B	0.99	C15—H15B	0.99
C4—N1	1.4896 (17)	C16—O4	1.2463 (17)
C4—H4A	0.99	C16—O3	1.2621 (16)
C4—H4B	0.99
C6—C11—C10	117.88 (15)	C4—N1—C2	114.50 (10)
C6—C11—C14	120.63 (14)	C4—N1—HN1A	109.4 (10)
C10—C11—C14	121.48 (16)	C2—N1—HN1A	109.3 (10)
C9—C10—C11	120.50 (17)	C4—N1—HN1B	111.0 (12)
C9—C10—H10	119.8	C2—N1—HN1B	107.5 (12)
C11—C10—H10	119.8	HN1A—N1—HN1B	104.6 (15)
C8—C9—C10	120.33 (16)	N1—C2—C3	108.98 (11)
C8—C9—H9	119.8	N1—C2—C1	111.56 (11)
C10—C9—H9	119.8	C3—C2—C1	112.48 (12)
C9—C8—C7	121.28 (16)	N1—C2—H2	107.9
C9—C8—H8	119.4	C3—C2—H2	107.9
C7—C8—H8	119.4	C1—C2—H2	107.9
C8—C7—C6	117.35 (16)	O1B—C3—C2	113.54 (16)
C8—C7—C13	120.93 (15)	O1B—C3—H3A	108.9
C6—C7—C13	121.70 (15)	C2—C3—H3A	108.9
C11—C6—O2	116.74 (12)	O1B—C3—H3B	108.9
C11—C6—C7	122.62 (14)	C2—C3—H3B	108.9
O2—C6—C7	120.52 (13)	H3A—C3—H3B	107.7
C11—C14—H14A	109.5	C2—C3—H3C	113.6
C11—C14—H14B	109.5	H3A—C3—H3C	108.8
H14A—C14—H14B	109.5	H3B—C3—H3C	108.9
C11—C14—H14C	109.5	C3—O1B—H1OB	110.6
H14A—C14—H14C	109.5	H3C—O1B—H1OB	110.8
H14B—C14—H14C	109.5	O1A—C1—C2	113.77 (12)
C7—C13—H13A	109.5	O1A—C1—H1A	108.8
C7—C13—H13B	109.5	C2—C1—H1A	108.8
H13A—C13—H13B	109.5	O1A—C1—H1B	108.8
C7—C13—H13C	109.5	C2—C1—H1B	108.8
H13A—C13—H13C	109.5	H1A—C1—H1B	107.7
H13B—C13—H13C	109.5	C2—C1—H1C	113.8
C6—O2—C5	115.69 (10)	H1A—C1—H1C	108.8
O2—C5—C4	107.77 (12)	H1B—C1—H1C	108.8
O2—C5—H5A	110.2	C1—O1A—H1OA	110.6
C4—C5—H5A	110.2	H1C—O1A—H1OA	110.7
O2—C5—H5B	110.2	C15^i—C15—C16	115.09 (13)
C4—C5—H5B	110.2	C15^i—C15—H15A	108.5
H5A—C5—H5B	108.5	C16—C15—H15A	108.5
N1—C4—C5	110.19 (11)	C15^i—C15—H15B	108.5
N1—C4—H4A	109.6	C16—C15—H15B	108.5
C5—C4—H4A	109.6	H15A—C15—H15B	107.5
N1—C4—H4B	109.6	O4—C16—O3	123.96 (12)
C5—C4—H4B	109.6	O4—C16—C15	119.10 (11)
H4A—C4—H4B	108.1	O3—C16—C15	116.93 (12)
C6—C11—C10—C9	1.9 (2)	C11—C6—O2—C5	112.79 (14)
C14—C11—C10—C9	−178.38 (16)	C7—C6—O2—C5	−71.03 (16)
C11—C10—C9—C8	−1.2 (3)	C6—O2—C5—C4	−156.24 (12)
C10—C9—C8—C7	−0.4 (3)	O2—C5—C4—N1	−53.09 (16)
C9—C8—C7—C6	1.3 (2)	C5—C4—N1—C2	−160.20 (12)
C9—C8—C7—C13	−176.91 (16)	C4—N1—C2—C3	175.85 (11)
C10—C11—C6—O2	175.16 (13)	C4—N1—C2—C1	−59.36 (15)
C14—C11—C6—O2	−4.6 (2)	N1—C2—C3—O1B	79.21 (19)
C10—C11—C6—C7	−0.9 (2)	C1—C2—C3—O1B	−45.0 (2)
C14—C11—C6—C7	179.30 (15)	N1—C2—C1—O1A	−69.86 (16)
C8—C7—C6—C11	−0.6 (2)	C3—C2—C1—O1A	52.96 (17)
C13—C7—C6—C11	177.58 (15)	C15^i—C15—C16—O4	−18.8 (2)
C8—C7—C6—O2	−176.58 (13)	C15^i—C15—C16—O3	162.23 (15)
C13—C7—C6—O2	1.6 (2)

Symmetry code: (i) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5A···O1B^ii	0.99	2.45	3.228 (3)	135
C5—H5A···O3^ii	0.99	2.64	3.477 (2)	142
C4—H4A···O1A^iii	0.99	2.62	3.542 (2)	156
C4—H4B···O4^iv	0.99	2.56	3.545 (2)	172
C3—H3B···O4^ii	0.99	2.57	3.390 (2)	140
O1B—H1OB···O3	1.02	1.74	2.757 (3)	172
O1A—H1OA···O3	0.97	1.79	2.749 (2)	174
N1—HN1A···O3	0.89 (2)	1.91 (2)	2.770 (2)	165 (2)
N1—HN1B···O4^ii	0.92 (2)	1.82 (2)	2.728 (1)	170 (2)

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

Bis{(S)-(+)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium} succinate (2)

Crystal data

2C13H22NO2^+·C4H4O4^2^−	F(000) = 1224
Mr = 564.7	Dx = 1.23 Mg m^−3
Monoclinic, P21	Cu Kα radiation, λ = 1.54184 Å
Hall symbol: P 2yb	Cell parameters from 29916 reflections
a = 11.1942 (1) Å	θ = 4.0–71.4°
b = 8.6142 (1) Å	µ = 0.72 mm^−1
c = 31.6661 (2) Å	T = 130 K
β = 93.082 (1)°	Block, colourless
V = 3049.12 (5) Å^3	0.66 × 0.48 × 0.37 mm
Z = 4

Data collection

Oxford Diffraction SuperNova source diffractometer with an Atlas detector	11732 independent reflections
Radiation source: micro-focus sealed X-ray tube	11518 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.035
Detector resolution: 10.3756 pixels mm^-1	θmax = 71.5°, θmin = 4.0°
ω scans	h = −13→13
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	k = −10→10
Tmin = 0.710, Tmax = 1	l = −38→38
41881 measured reflections

Refinement

Refinement on F^2	H atoms treated by a mixture of independent and constrained refinement
Least-squares matrix: full	w = 1/[σ^2(Fo^2) + (0.0443P)^2 + 0.6161P] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.032	(Δ/σ)max = 0.001
wR(F^2) = 0.083	Δρmax = 0.25 e Å^−3
S = 1.03	Δρmin = −0.31 e Å^−3
11732 reflections	Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
782 parameters	Extinction coefficient: 0.00376 (18)
1 restraint	Absolute structure: Flack x determined using 5231 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons & Flack (2004)
Hydrogen site location: mixed	Absolute structure parameter: 0.01 (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.

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

	x	y	z	Uiso*/Ueq
C7A	0.9200 (3)	0.8144 (3)	0.54492 (11)	0.0595 (9)
C8A	1.0280 (3)	0.7489 (4)	0.5639 (2)	0.100 (2)
H8A	1.0987	0.75	0.5486	0.12*
C9A	1.0314 (3)	0.6850 (4)	0.6036 (2)	0.102 (2)
H9A	1.1032	0.6388	0.615	0.122*
C10A	0.9347 (3)	0.6871 (4)	0.62622 (12)	0.0715 (11)
H10A	0.939	0.6434	0.6538	0.086*
C11A	0.8282 (2)	0.7513 (3)	0.61063 (7)	0.0394 (5)
C6A	0.82172 (18)	0.8125 (2)	0.56990 (7)	0.0291 (4)
C13A	0.9091 (5)	0.8810 (5)	0.50083 (13)	0.112 (2)
H13A	0.828	0.863	0.4886	0.168*
H13B	0.9671	0.8304	0.4833	0.168*
H13C	0.925	0.9928	0.502	0.168*
C14A	0.7219 (4)	0.7551 (4)	0.63697 (10)	0.0738 (11)
H14A	0.7395	0.6973	0.6632	0.111*
H14B	0.6534	0.7074	0.6213	0.111*
H14C	0.7027	0.863	0.6437	0.111*
O2A	0.71039 (14)	0.86282 (17)	0.55440 (5)	0.0340 (3)
C5A	0.6945 (2)	1.0274 (3)	0.55236 (8)	0.0376 (5)
H5AA	0.7194	1.0671	0.5248	0.045*
H5AB	0.7442	1.0783	0.5752	0.045*
C4A	0.5644 (2)	1.0631 (2)	0.55736 (6)	0.0319 (4)
H4AA	0.5421	1.0321	0.586	0.038*
H4AB	0.5509	1.1762	0.5543	0.038*
N1A	0.48699 (16)	0.97807 (19)	0.52483 (5)	0.0230 (3)
HNAA	0.528 (2)	0.975 (3)	0.5016 (9)	0.033 (6)*
HNAB	0.476 (2)	0.879 (3)	0.5342 (8)	0.035 (7)*
C2A	0.36763 (18)	1.0517 (2)	0.51369 (6)	0.0251 (4)
H2A	0.3809	1.1619	0.5052	0.03*
C3A	0.3092 (2)	0.9648 (2)	0.47613 (6)	0.0305 (4)
H3AA	0.3634	0.9644	0.4528	0.046*
H3AB	0.2343	1.0164	0.467	0.046*
H3AC	0.2925	0.8578	0.4844	0.046*
C1A	0.2862 (2)	1.0500 (2)	0.55067 (6)	0.0301 (4)
H1AB	0.2052	1.0836	0.5404	0.036*
H1AA	0.2798	0.942	0.561	0.036*
O1A	0.32466 (16)	1.14563 (18)	0.58506 (5)	0.0342 (4)
H1A	0.339 (3)	1.232 (4)	0.5765 (9)	0.049 (8)*
C11C	−0.3435 (2)	0.2947 (3)	0.88673 (7)	0.0392 (5)
C10C	−0.4508 (3)	0.2537 (3)	0.86679 (9)	0.0549 (8)
H10C	−0.4539	0.2304	0.8374	0.066*
C9C	−0.5525 (3)	0.2457 (3)	0.88809 (12)	0.0618 (9)
H9C	−0.6263	0.2203	0.8735	0.074*
C8C	−0.5487 (2)	0.2745 (3)	0.93085 (11)	0.0541 (8)
H8C	−0.6201	0.2668	0.9456	0.065*
C7C	−0.4414 (2)	0.3151 (3)	0.95310 (7)	0.0351 (5)
C6C	−0.33998 (17)	0.3257 (2)	0.92980 (6)	0.0253 (4)
C14C	−0.2322 (4)	0.3059 (5)	0.86253 (11)	0.0841 (13)
H14G	−0.2489	0.268	0.8336	0.126*
H14H	−0.1689	0.2426	0.8765	0.126*
H14I	−0.206	0.4143	0.8617	0.126*
C13C	−0.4362 (3)	0.3457 (4)	0.99986 (9)	0.0616 (8)
H13G	−0.3573	0.316	1.0122	0.092*
H13I	−0.498	0.2846	1.013	0.092*
H13H	−0.4498	0.4564	1.0049	0.092*
O2C	−0.23044 (13)	0.36298 (17)	0.94983 (6)	0.0379 (4)
C5C	−0.2130 (2)	0.5256 (3)	0.95782 (9)	0.0406 (6)
H5CA	−0.2252	0.5484	0.9879	0.049*
H5CB	−0.2718	0.5866	0.9403	0.049*
C4C	−0.08781 (19)	0.5706 (2)	0.94740 (7)	0.0324 (5)
H4CA	−0.0764	0.5485	0.9172	0.039*
H4CB	−0.0767	0.6835	0.952	0.039*
N1C	0.00370 (14)	0.48364 (19)	0.97418 (5)	0.0205 (3)
HNCA	−0.022 (2)	0.475 (3)	0.9995 (9)	0.033 (6)*
HNCB	0.008 (2)	0.384 (3)	0.9640 (8)	0.028 (6)*
C2C	0.12515 (16)	0.5586 (2)	0.97819 (5)	0.0213 (4)
H2C	0.115	0.6687	0.9873	0.026*
C3C	0.20023 (18)	0.4743 (3)	1.01226 (6)	0.0286 (4)
H3CA	0.1587	0.4755	1.0387	0.043*
H3CB	0.2778	0.5263	1.0166	0.043*
H3CC	0.2127	0.3666	1.0035	0.043*
C1C	0.18703 (19)	0.5583 (2)	0.93664 (6)	0.0270 (4)
H1CA	0.2713	0.5905	0.9422	0.032*
H1CB	0.1876	0.4508	0.9256	0.032*
O1C	0.13394 (16)	0.65608 (18)	0.90521 (4)	0.0363 (4)
H1C	0.126 (3)	0.748 (4)	0.9146 (10)	0.056 (9)*
C11B	0.66846 (18)	0.7438 (2)	0.80666 (6)	0.0286 (4)
C10B	0.77109 (19)	0.7910 (3)	0.83008 (7)	0.0336 (5)
H10B	0.8469	0.7799	0.8183	0.04*
C9B	0.7646 (2)	0.8532 (3)	0.86994 (7)	0.0364 (5)
H9B	0.8355	0.8839	0.8856	0.044*
C8B	0.6531 (2)	0.8710 (3)	0.88726 (7)	0.0351 (5)
H8B	0.6486	0.9158	0.9145	0.042*
C7B	0.54924 (18)	0.8242 (3)	0.86518 (6)	0.0278 (4)
C6B	0.55925 (17)	0.7601 (2)	0.82506 (6)	0.0227 (4)
C14B	0.6765 (2)	0.6806 (3)	0.76234 (7)	0.0413 (6)
H14F	0.7496	0.7192	0.7502	0.062*
H14D	0.6066	0.7146	0.7448	0.062*
H14E	0.6785	0.5669	0.7633	0.062*
C13B	0.4283 (2)	0.8422 (3)	0.88308 (7)	0.0419 (6)
H13D	0.3739	0.8938	0.8623	0.063*
H13F	0.4358	0.9049	0.9089	0.063*
H13E	0.3965	0.7396	0.8897	0.063*
O2B	0.45301 (12)	0.72012 (15)	0.80292 (4)	0.0245 (3)
C5B	0.43633 (18)	0.5562 (2)	0.79661 (7)	0.0302 (4)
H5BA	0.4938	0.498	0.8155	0.036*
H5BB	0.4512	0.5288	0.767	0.036*
C4B	0.31046 (19)	0.5131 (2)	0.80615 (6)	0.0283 (4)
H4BA	0.2996	0.3996	0.8029	0.034*
H4BB	0.296	0.5407	0.8358	0.034*
N1B	0.22235 (14)	0.59582 (19)	0.77706 (5)	0.0201 (3)
HNBA	0.215 (2)	0.690 (3)	0.7856 (7)	0.022 (6)*
HNBB	0.252 (2)	0.601 (3)	0.7514 (8)	0.033 (6)*
C2B	0.10288 (17)	0.5158 (2)	0.77166 (6)	0.0230 (4)
H2B	0.1167	0.4094	0.7603	0.028*
C3B	0.0455 (2)	0.4985 (3)	0.81370 (7)	0.0323 (5)
H3BA	0.0917	0.4245	0.8315	0.048*
H3BB	−0.0366	0.4603	0.8088	0.048*
H3BC	0.0442	0.5995	0.8279	0.048*
C1B	0.02446 (18)	0.6038 (2)	0.73907 (6)	0.0282 (4)
H1BA	0.0721	0.6268	0.7144	0.034*
H1BB	−0.0427	0.5359	0.7292	0.034*
O1B	−0.02285 (13)	0.74455 (17)	0.75395 (5)	0.0322 (3)
H1B	0.040 (3)	0.801 (4)	0.7615 (9)	0.045 (8)*
C7D	−0.1050 (2)	0.2743 (3)	0.63981 (7)	0.0323 (5)
C8D	−0.2228 (2)	0.3280 (3)	0.63573 (8)	0.0419 (5)
H8D	−0.2531	0.3679	0.6093	0.05*
C9D	−0.2958 (2)	0.3242 (3)	0.66935 (9)	0.0442 (6)
H9D	−0.3753	0.3624	0.666	0.053*
C10D	−0.25384 (19)	0.2653 (3)	0.70777 (8)	0.0357 (5)
H10D	−0.3052	0.262	0.7307	0.043*
C11D	−0.13659 (18)	0.2103 (2)	0.71338 (6)	0.0266 (4)
C6D	−0.06412 (16)	0.2178 (2)	0.67915 (6)	0.0234 (4)
C13D	−0.0258 (2)	0.2755 (3)	0.60306 (7)	0.0433 (6)
H13L	0.053	0.3169	0.6122	0.065*
H13J	−0.0617	0.3411	0.5805	0.065*
H13K	−0.0169	0.1695	0.5925	0.065*
C14D	−0.0915 (2)	0.1453 (3)	0.75534 (7)	0.0371 (5)
H14J	−0.1396	0.1866	0.7777	0.056*
H14K	−0.0076	0.1752	0.7609	0.056*
H14L	−0.0979	0.0319	0.7547	0.056*
O2D	0.05564 (12)	0.17399 (16)	0.68428 (4)	0.0259 (3)
C5D	0.07522 (17)	0.0121 (2)	0.67708 (6)	0.0236 (4)
H5DA	0.0336	−0.0204	0.6502	0.028*
H5DB	0.0437	−0.05	0.7003	0.028*
C4D	0.20847 (16)	−0.0131 (2)	0.67517 (5)	0.0213 (4)
H4DA	0.225	−0.1256	0.6726	0.026*
H4DB	0.2374	0.0394	0.6499	0.026*
N1D	0.27392 (14)	0.04913 (18)	0.71391 (5)	0.0188 (3)
HNDA	0.2769 (19)	0.154 (3)	0.7135 (7)	0.022 (5)*
HNDB	0.232 (2)	0.021 (3)	0.7363 (8)	0.032 (6)*
C2D	0.40028 (16)	−0.0109 (2)	0.72088 (6)	0.0212 (4)
H2D	0.3956	−0.125	0.7264	0.025*
C3D	0.47140 (18)	0.0119 (3)	0.68171 (6)	0.0286 (4)
H3DA	0.4378	−0.0538	0.6588	0.043*
H3DB	0.5551	−0.0169	0.6882	0.043*
H3DC	0.4671	0.121	0.673	0.043*
C1D	0.45896 (17)	0.0652 (2)	0.76007 (6)	0.0246 (4)
H1DA	0.4027	0.0601	0.7831	0.03*
H1DB	0.5309	0.0044	0.7692	0.03*
O1D	0.49323 (13)	0.22227 (17)	0.75458 (5)	0.0288 (3)
H1D	0.434 (3)	0.270 (4)	0.7431 (9)	0.047 (8)*
C18A	0.31655 (16)	0.4877 (2)	0.68456 (6)	0.0195 (4)
C17A	0.34059 (17)	0.4555 (2)	0.63856 (6)	0.0209 (4)
H17A	0.4053	0.3774	0.6377	0.025*
H17C	0.2677	0.4094	0.6246	0.025*
C16A	0.37597 (18)	0.5966 (2)	0.61327 (6)	0.0235 (4)
H16A	0.4491	0.6423	0.6272	0.028*
H16C	0.3115	0.675	0.6144	0.028*
C15A	0.39947 (17)	0.5663 (2)	0.56709 (6)	0.0220 (4)
O5A	0.30091 (14)	0.62495 (16)	0.69615 (4)	0.0285 (3)
O6A	0.31098 (13)	0.37225 (15)	0.70913 (4)	0.0248 (3)
O4A	0.39977 (15)	0.42871 (17)	0.55335 (4)	0.0311 (3)
O3A	0.41862 (15)	0.68168 (16)	0.54416 (4)	0.0312 (3)
C15B	0.16531 (16)	0.0257 (2)	0.81162 (5)	0.0188 (4)
C16B	0.10704 (18)	−0.0169 (2)	0.85246 (6)	0.0248 (4)
H16B	0.0234	−0.0491	0.8454	0.03*
H16D	0.1498	−0.1072	0.8653	0.03*
C17B	0.1063 (3)	0.1105 (3)	0.88441 (7)	0.0382 (5)
H17D	0.0483	0.1898	0.8737	0.046*
H17B	0.1863	0.1597	0.8856	0.046*
C18B	0.07669 (16)	0.0718 (2)	0.92932 (6)	0.0208 (4)
O3B	0.16692 (12)	−0.08169 (15)	0.78318 (4)	0.0219 (3)
O4B	0.20795 (13)	0.15582 (16)	0.80708 (4)	0.0273 (3)
O5B	0.05817 (14)	0.18357 (16)	0.95348 (4)	0.0299 (3)
O6B	0.07312 (14)	−0.06762 (16)	0.94121 (4)	0.0285 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C7A	0.0602 (17)	0.0350 (13)	0.087 (2)	−0.0189 (13)	0.0426 (16)	−0.0243 (14)
C8A	0.0344 (16)	0.0414 (18)	0.230 (6)	−0.0157 (14)	0.058 (3)	−0.061 (3)
C9A	0.0391 (18)	0.0353 (18)	0.227 (6)	0.0012 (14)	−0.037 (3)	−0.030 (3)
C10A	0.071 (2)	0.0418 (16)	0.095 (2)	0.0148 (15)	−0.056 (2)	−0.0167 (16)
C11A	0.0479 (14)	0.0335 (12)	0.0352 (12)	0.0083 (10)	−0.0124 (10)	−0.0056 (9)
C6A	0.0272 (10)	0.0246 (10)	0.0356 (11)	−0.0039 (8)	0.0015 (8)	−0.0088 (8)
C13A	0.187 (5)	0.070 (2)	0.090 (3)	−0.033 (3)	0.103 (3)	−0.013 (2)
C14A	0.109 (3)	0.073 (2)	0.0421 (15)	0.028 (2)	0.0317 (17)	0.0163 (15)
O2A	0.0375 (8)	0.0231 (7)	0.0397 (8)	−0.0060 (6)	−0.0126 (6)	0.0034 (6)
C5A	0.0436 (12)	0.0226 (11)	0.0452 (12)	−0.0061 (9)	−0.0107 (10)	0.0020 (9)
C4A	0.0481 (12)	0.0203 (9)	0.0262 (9)	−0.0031 (9)	−0.0066 (9)	−0.0029 (8)
N1A	0.0358 (9)	0.0159 (7)	0.0173 (7)	−0.0031 (7)	0.0015 (7)	0.0013 (6)
C2A	0.0369 (10)	0.0154 (8)	0.0227 (9)	−0.0003 (8)	−0.0001 (8)	−0.0002 (7)
C3A	0.0397 (11)	0.0252 (10)	0.0260 (10)	0.0022 (9)	−0.0032 (8)	−0.0034 (8)
C1A	0.0425 (11)	0.0186 (9)	0.0300 (10)	−0.0045 (9)	0.0081 (9)	−0.0030 (8)
O1A	0.0608 (10)	0.0196 (7)	0.0233 (7)	−0.0070 (7)	0.0114 (7)	−0.0027 (6)
C11C	0.0602 (15)	0.0293 (11)	0.0286 (11)	−0.0079 (10)	0.0070 (10)	−0.0031 (9)
C10C	0.083 (2)	0.0401 (14)	0.0388 (13)	−0.0081 (14)	−0.0271 (14)	−0.0020 (11)
C9C	0.0551 (18)	0.0400 (15)	0.085 (2)	−0.0046 (13)	−0.0410 (17)	0.0020 (15)
C8C	0.0236 (11)	0.0420 (14)	0.097 (2)	0.0013 (10)	0.0087 (13)	0.0055 (15)
C7C	0.0359 (12)	0.0305 (11)	0.0395 (12)	0.0048 (9)	0.0090 (9)	0.0015 (9)
C6C	0.0245 (9)	0.0229 (9)	0.0280 (10)	0.0010 (8)	−0.0032 (7)	0.0001 (8)
C14C	0.118 (3)	0.074 (2)	0.066 (2)	−0.029 (2)	0.063 (2)	−0.0248 (18)
C13C	0.093 (2)	0.0551 (18)	0.0400 (14)	0.0044 (16)	0.0327 (15)	−0.0005 (13)
O2C	0.0262 (7)	0.0242 (8)	0.0616 (10)	0.0028 (6)	−0.0135 (7)	−0.0079 (7)
C5C	0.0312 (11)	0.0249 (11)	0.0640 (15)	0.0041 (9)	−0.0113 (10)	−0.0091 (10)
C4C	0.0352 (11)	0.0209 (10)	0.0392 (11)	0.0028 (9)	−0.0146 (9)	0.0016 (8)
N1C	0.0256 (8)	0.0170 (7)	0.0188 (8)	0.0019 (6)	0.0004 (6)	−0.0021 (6)
C2C	0.0269 (9)	0.0178 (8)	0.0192 (8)	−0.0003 (7)	0.0005 (7)	−0.0002 (7)
C3C	0.0277 (10)	0.0307 (10)	0.0268 (9)	−0.0012 (8)	−0.0032 (8)	0.0057 (8)
C1C	0.0368 (10)	0.0195 (9)	0.0254 (9)	0.0004 (8)	0.0075 (8)	0.0017 (7)
O1C	0.0681 (11)	0.0208 (7)	0.0205 (7)	0.0052 (7)	0.0065 (7)	0.0021 (6)
C11B	0.0292 (10)	0.0277 (10)	0.0285 (10)	0.0004 (8)	−0.0010 (8)	−0.0026 (8)
C10B	0.0254 (10)	0.0362 (12)	0.0389 (11)	0.0003 (9)	−0.0003 (9)	−0.0048 (9)
C9B	0.0301 (11)	0.0441 (13)	0.0339 (11)	−0.0073 (10)	−0.0088 (9)	−0.0030 (10)
C8B	0.0370 (11)	0.0439 (13)	0.0240 (10)	−0.0064 (10)	−0.0023 (8)	−0.0061 (9)
C7B	0.0313 (10)	0.0293 (10)	0.0227 (9)	−0.0044 (9)	0.0003 (8)	0.0008 (8)
C6B	0.0254 (9)	0.0178 (8)	0.0243 (9)	−0.0019 (7)	−0.0053 (7)	0.0008 (7)
C14B	0.0355 (12)	0.0541 (15)	0.0346 (11)	0.0005 (11)	0.0054 (9)	−0.0154 (11)
C13B	0.0378 (12)	0.0583 (16)	0.0303 (11)	−0.0106 (11)	0.0077 (9)	−0.0120 (11)
O2B	0.0253 (7)	0.0181 (6)	0.0292 (7)	−0.0003 (5)	−0.0076 (5)	−0.0028 (5)
C5B	0.0298 (10)	0.0189 (9)	0.0409 (11)	0.0006 (8)	−0.0089 (9)	−0.0055 (8)
C4B	0.0359 (11)	0.0186 (9)	0.0293 (10)	−0.0035 (8)	−0.0079 (8)	0.0029 (8)
N1B	0.0260 (8)	0.0167 (8)	0.0179 (7)	−0.0030 (6)	0.0030 (6)	−0.0010 (6)
C2B	0.0256 (9)	0.0173 (9)	0.0266 (9)	−0.0053 (7)	0.0050 (7)	−0.0037 (7)
C3B	0.0370 (11)	0.0274 (10)	0.0336 (11)	−0.0025 (9)	0.0130 (9)	0.0056 (9)
C1B	0.0251 (9)	0.0312 (10)	0.0282 (9)	−0.0044 (8)	0.0000 (8)	−0.0030 (8)
O1B	0.0267 (7)	0.0245 (7)	0.0451 (9)	−0.0015 (6)	0.0001 (6)	0.0026 (6)
C7D	0.0360 (11)	0.0280 (10)	0.0323 (11)	−0.0022 (9)	−0.0036 (9)	0.0012 (8)
C8D	0.0406 (13)	0.0422 (13)	0.0409 (12)	0.0028 (11)	−0.0153 (10)	0.0042 (10)
C9D	0.0241 (11)	0.0416 (13)	0.0658 (16)	0.0014 (10)	−0.0083 (10)	−0.0034 (12)
C10D	0.0268 (10)	0.0311 (11)	0.0499 (13)	−0.0017 (9)	0.0082 (9)	−0.0038 (10)
C11D	0.0285 (10)	0.0201 (9)	0.0313 (10)	−0.0013 (8)	0.0022 (8)	−0.0038 (8)
C6D	0.0200 (8)	0.0190 (9)	0.0308 (10)	−0.0028 (7)	−0.0022 (7)	−0.0033 (7)
C13D	0.0550 (15)	0.0443 (14)	0.0308 (11)	−0.0005 (12)	0.0036 (10)	0.0065 (10)
C14D	0.0481 (13)	0.0366 (12)	0.0272 (10)	0.0057 (10)	0.0082 (9)	−0.0008 (9)
O2D	0.0211 (6)	0.0207 (7)	0.0356 (7)	−0.0003 (5)	−0.0008 (5)	−0.0058 (6)
C5D	0.0268 (9)	0.0174 (9)	0.0266 (9)	−0.0010 (7)	0.0007 (7)	−0.0014 (7)
C4D	0.0265 (9)	0.0194 (8)	0.0183 (8)	0.0009 (7)	0.0021 (7)	−0.0016 (7)
N1D	0.0226 (8)	0.0159 (7)	0.0181 (7)	−0.0003 (6)	0.0042 (6)	0.0010 (6)
C2D	0.0227 (9)	0.0164 (8)	0.0248 (9)	0.0024 (7)	0.0036 (7)	0.0011 (7)
C3D	0.0269 (9)	0.0318 (11)	0.0279 (10)	0.0018 (8)	0.0081 (8)	−0.0041 (8)
C1D	0.0252 (9)	0.0226 (9)	0.0259 (9)	0.0006 (8)	0.0008 (7)	0.0001 (7)
O1D	0.0269 (7)	0.0223 (7)	0.0369 (8)	−0.0026 (6)	−0.0014 (6)	−0.0033 (6)
C18A	0.0221 (8)	0.0170 (8)	0.0193 (8)	−0.0009 (7)	0.0017 (7)	−0.0001 (7)
C17A	0.0284 (9)	0.0150 (8)	0.0193 (8)	0.0004 (7)	0.0020 (7)	−0.0014 (7)
C16A	0.0305 (10)	0.0178 (9)	0.0226 (9)	−0.0028 (7)	0.0054 (7)	−0.0021 (7)
C15A	0.0264 (9)	0.0178 (9)	0.0219 (9)	−0.0016 (7)	0.0036 (7)	−0.0003 (7)
O5A	0.0469 (9)	0.0168 (7)	0.0229 (6)	0.0017 (6)	0.0120 (6)	−0.0006 (5)
O6A	0.0366 (7)	0.0170 (6)	0.0207 (6)	−0.0014 (5)	0.0021 (5)	0.0017 (5)
O4A	0.0545 (9)	0.0188 (6)	0.0213 (6)	−0.0032 (6)	0.0120 (6)	−0.0019 (5)
O3A	0.0523 (9)	0.0178 (7)	0.0243 (7)	−0.0047 (6)	0.0093 (6)	0.0023 (5)
C15B	0.0203 (8)	0.0183 (9)	0.0178 (8)	0.0006 (7)	0.0012 (6)	0.0015 (7)
C16B	0.0323 (10)	0.0213 (9)	0.0213 (9)	−0.0064 (8)	0.0062 (8)	−0.0013 (7)
C17B	0.0699 (16)	0.0209 (10)	0.0255 (10)	−0.0088 (10)	0.0185 (10)	−0.0013 (8)
C18B	0.0243 (9)	0.0182 (9)	0.0203 (8)	0.0006 (7)	0.0038 (7)	−0.0009 (7)
O3B	0.0284 (7)	0.0185 (6)	0.0190 (6)	−0.0023 (5)	0.0042 (5)	−0.0013 (5)
O4B	0.0387 (8)	0.0184 (6)	0.0257 (6)	−0.0065 (6)	0.0102 (6)	−0.0002 (5)
O5B	0.0467 (9)	0.0194 (7)	0.0243 (7)	0.0047 (6)	0.0100 (6)	−0.0034 (5)
O6B	0.0469 (8)	0.0186 (6)	0.0209 (6)	0.0019 (6)	0.0101 (6)	0.0012 (5)

Geometric parameters (Å, º)

C7A—C6A	1.389 (3)	C6B—O2B	1.391 (2)
C7A—C8A	1.437 (6)	C14B—H14F	0.98
C7A—C13A	1.508 (6)	C14B—H14D	0.98
C8A—C9A	1.369 (7)	C14B—H14E	0.98
C8A—H8A	0.95	C13B—H13D	0.98
C9A—C10A	1.330 (7)	C13B—H13F	0.98
C9A—H9A	0.95	C13B—H13E	0.98
C10A—C11A	1.381 (4)	O2B—C5B	1.437 (2)
C10A—H10A	0.95	C5B—C4B	1.504 (3)
C11A—C6A	1.391 (3)	C5B—H5BA	0.99
C11A—C14A	1.490 (4)	C5B—H5BB	0.99
C6A—O2A	1.384 (3)	C4B—N1B	1.494 (2)
C13A—H13A	0.98	C4B—H4BA	0.99
C13A—H13B	0.98	C4B—H4BB	0.99
C13A—H13C	0.98	N1B—C2B	1.506 (2)
C14A—H14A	0.98	N1B—HNBA	0.86 (3)
C14A—H14B	0.98	N1B—HNBB	0.89 (3)
C14A—H14C	0.98	C2B—C3B	1.516 (3)
O2A—C5A	1.430 (3)	C2B—C1B	1.521 (3)
C5A—C4A	1.505 (3)	C2B—H2B	1
C5A—H5AA	0.99	C3B—H3BA	0.98
C5A—H5AB	0.99	C3B—H3BB	0.98
C4A—N1A	1.500 (2)	C3B—H3BC	0.98
C4A—H4AA	0.99	C1B—O1B	1.414 (3)
C4A—H4AB	0.99	C1B—H1BA	0.99
N1A—C2A	1.504 (3)	C1B—H1BB	0.99
N1A—HNAA	0.89 (3)	O1B—H1B	0.87 (3)
N1A—HNAB	0.91 (3)	C7D—C6D	1.392 (3)
C2A—C1A	1.522 (3)	C7D—C8D	1.397 (3)
C2A—C3A	1.522 (3)	C7D—C13D	1.501 (3)
C2A—H2A	1	C8D—C9D	1.377 (4)
C3A—H3AA	0.98	C8D—H8D	0.95
C3A—H3AB	0.98	C9D—C10D	1.377 (4)
C3A—H3AC	0.98	C9D—H9D	0.95
C1A—O1A	1.414 (2)	C10D—C11D	1.398 (3)
C1A—H1AB	0.99	C10D—H10D	0.95
C1A—H1AA	0.99	C11D—C6D	1.390 (3)
O1A—H1A	0.81 (3)	C11D—C14D	1.504 (3)
C11C—C10C	1.373 (4)	C6D—O2D	1.394 (2)
C11C—C6C	1.389 (3)	C13D—H13L	0.98
C11C—C14C	1.501 (4)	C13D—H13J	0.98
C10C—C9C	1.356 (5)	C13D—H13K	0.98
C10C—H10C	0.95	C14D—H14J	0.98
C9C—C8C	1.375 (5)	C14D—H14K	0.98
C9C—H9C	0.95	C14D—H14L	0.98
C8C—C7C	1.404 (4)	O2D—C5D	1.432 (2)
C8C—H8C	0.95	C5D—C4D	1.512 (3)
C7C—C6C	1.390 (3)	C5D—H5DA	0.99
C7C—C13C	1.502 (4)	C5D—H5DB	0.99
C6C—O2C	1.388 (2)	C4D—N1D	1.495 (2)
C14C—H14G	0.98	C4D—H4DA	0.99
C14C—H14H	0.98	C4D—H4DB	0.99
C14C—H14I	0.98	N1D—C2D	1.511 (2)
C13C—H13G	0.98	N1D—HNDA	0.90 (3)
C13C—H13I	0.98	N1D—HNDB	0.91 (3)
C13C—H13H	0.98	C2D—C1D	1.521 (3)
O2C—C5C	1.435 (3)	C2D—C3D	1.522 (2)
C5C—C4C	1.507 (3)	C2D—H2D	1
C5C—H5CA	0.99	C3D—H3DA	0.98
C5C—H5CB	0.99	C3D—H3DB	0.98
C4C—N1C	1.495 (2)	C3D—H3DC	0.98
C4C—H4CA	0.99	C1D—O1D	1.420 (2)
C4C—H4CB	0.99	C1D—H1DA	0.99
N1C—C2C	1.504 (2)	C1D—H1DB	0.99
N1C—HNCA	0.87 (3)	O1D—H1D	0.84 (3)
N1C—HNCB	0.92 (3)	C18A—O5A	1.253 (2)
C2C—C3C	1.517 (3)	C18A—O6A	1.266 (2)
C2C—C1C	1.519 (2)	C18A—C17A	1.521 (2)
C2C—H2C	1	C17A—C16A	1.520 (2)
C3C—H3CA	0.98	C17A—H17A	0.99
C3C—H3CB	0.98	C17A—H17C	0.99
C3C—H3CC	0.98	C16A—C15A	1.522 (2)
C1C—O1C	1.411 (2)	C16A—H16A	0.99
C1C—H1CA	0.99	C16A—H16C	0.99
C1C—H1CB	0.99	C15A—O3A	1.256 (2)
O1C—H1C	0.85 (4)	C15A—O4A	1.263 (2)
C11B—C6B	1.389 (3)	C15B—O4B	1.230 (2)
C11B—C10B	1.394 (3)	C15B—O3B	1.292 (2)
C11B—C14B	1.513 (3)	C15B—C16B	1.524 (2)
C10B—C9B	1.377 (3)	C16B—C17B	1.493 (3)
C10B—H10B	0.95	C16B—H16B	0.99
C9B—C8B	1.399 (3)	C16B—H16D	0.99
C9B—H9B	0.95	C17B—C18B	1.514 (3)
C8B—C7B	1.384 (3)	C17B—H17D	0.99
C8B—H8B	0.95	C17B—H17B	0.99
C7B—C6B	1.396 (3)	C18B—O5B	1.254 (2)
C7B—C13B	1.503 (3)	C18B—O6B	1.260 (2)
C6A—C7A—C8A	115.5 (3)	C11B—C14B—H14F	109.5
C6A—C7A—C13A	120.3 (3)	C11B—C14B—H14D	109.5
C8A—C7A—C13A	124.2 (3)	H14F—C14B—H14D	109.5
C9A—C8A—C7A	121.6 (3)	C11B—C14B—H14E	109.5
C9A—C8A—H8A	119.2	H14F—C14B—H14E	109.5
C7A—C8A—H8A	119.2	H14D—C14B—H14E	109.5
C10A—C9A—C8A	120.3 (3)	C7B—C13B—H13D	109.5
C10A—C9A—H9A	119.8	C7B—C13B—H13F	109.5
C8A—C9A—H9A	119.8	H13D—C13B—H13F	109.5
C9A—C10A—C11A	121.6 (4)	C7B—C13B—H13E	109.5
C9A—C10A—H10A	119.2	H13D—C13B—H13E	109.5
C11A—C10A—H10A	119.2	H13F—C13B—H13E	109.5
C10A—C11A—C6A	119.0 (3)	C6B—O2B—C5B	114.49 (14)
C10A—C11A—C14A	120.6 (3)	O2B—C5B—C4B	109.35 (17)
C6A—C11A—C14A	120.5 (2)	O2B—C5B—H5BA	109.8
O2A—C6A—C7A	121.3 (2)	C4B—C5B—H5BA	109.8
O2A—C6A—C11A	116.64 (19)	O2B—C5B—H5BB	109.8
C7A—C6A—C11A	121.9 (2)	C4B—C5B—H5BB	109.8
C7A—C13A—H13A	109.5	H5BA—C5B—H5BB	108.3
C7A—C13A—H13B	109.5	N1B—C4B—C5B	110.66 (16)
H13A—C13A—H13B	109.5	N1B—C4B—H4BA	109.5
C7A—C13A—H13C	109.5	C5B—C4B—H4BA	109.5
H13A—C13A—H13C	109.5	N1B—C4B—H4BB	109.5
H13B—C13A—H13C	109.5	C5B—C4B—H4BB	109.5
C11A—C14A—H14A	109.5	H4BA—C4B—H4BB	108.1
C11A—C14A—H14B	109.5	C4B—N1B—C2B	113.87 (15)
H14A—C14A—H14B	109.5	C4B—N1B—HNBA	109.0 (15)
C11A—C14A—H14C	109.5	C2B—N1B—HNBA	111.7 (15)
H14A—C14A—H14C	109.5	C4B—N1B—HNBB	108.4 (16)
H14B—C14A—H14C	109.5	C2B—N1B—HNBB	106.9 (16)
C6A—O2A—C5A	115.72 (17)	HNBA—N1B—HNBB	107 (2)
O2A—C5A—C4A	108.43 (19)	N1B—C2B—C3B	111.15 (16)
O2A—C5A—H5AA	110	N1B—C2B—C1B	109.01 (15)
C4A—C5A—H5AA	110	C3B—C2B—C1B	112.86 (17)
O2A—C5A—H5AB	110	N1B—C2B—H2B	107.9
C4A—C5A—H5AB	110	C3B—C2B—H2B	107.9
H5AA—C5A—H5AB	108.4	C1B—C2B—H2B	107.9
N1A—C4A—C5A	110.76 (17)	C2B—C3B—H3BA	109.5
N1A—C4A—H4AA	109.5	C2B—C3B—H3BB	109.5
C5A—C4A—H4AA	109.5	H3BA—C3B—H3BB	109.5
N1A—C4A—H4AB	109.5	C2B—C3B—H3BC	109.5
C5A—C4A—H4AB	109.5	H3BA—C3B—H3BC	109.5
H4AA—C4A—H4AB	108.1	H3BB—C3B—H3BC	109.5
C4A—N1A—C2A	115.35 (16)	O1B—C1B—C2B	114.47 (16)
C4A—N1A—HNAA	106.3 (17)	O1B—C1B—H1BA	108.6
C2A—N1A—HNAA	107.8 (17)	C2B—C1B—H1BA	108.6
C4A—N1A—HNAB	108.4 (16)	O1B—C1B—H1BB	108.6
C2A—N1A—HNAB	109.8 (16)	C2B—C1B—H1BB	108.6
HNAA—N1A—HNAB	109 (2)	H1BA—C1B—H1BB	107.6
N1A—C2A—C1A	112.12 (16)	C1B—O1B—H1B	105.2 (19)
N1A—C2A—C3A	108.34 (16)	C6D—C7D—C8D	117.5 (2)
C1A—C2A—C3A	110.28 (17)	C6D—C7D—C13D	121.1 (2)
N1A—C2A—H2A	108.7	C8D—C7D—C13D	121.3 (2)
C1A—C2A—H2A	108.7	C9D—C8D—C7D	121.1 (2)
C3A—C2A—H2A	108.7	C9D—C8D—H8D	119.4
C2A—C3A—H3AA	109.5	C7D—C8D—H8D	119.4
C2A—C3A—H3AB	109.5	C8D—C9D—C10D	120.3 (2)
H3AA—C3A—H3AB	109.5	C8D—C9D—H9D	119.9
C2A—C3A—H3AC	109.5	C10D—C9D—H9D	119.9
H3AA—C3A—H3AC	109.5	C9D—C10D—C11D	120.7 (2)
H3AB—C3A—H3AC	109.5	C9D—C10D—H10D	119.7
O1A—C1A—C2A	114.64 (17)	C11D—C10D—H10D	119.7
O1A—C1A—H1AB	108.6	C6D—C11D—C10D	117.9 (2)
C2A—C1A—H1AB	108.6	C6D—C11D—C14D	121.60 (18)
O1A—C1A—H1AA	108.6	C10D—C11D—C14D	120.46 (19)
C2A—C1A—H1AA	108.6	C11D—C6D—C7D	122.44 (19)
H1AB—C1A—H1AA	107.6	C11D—C6D—O2D	119.65 (18)
C1A—O1A—H1A	109 (2)	C7D—C6D—O2D	117.85 (18)
C10C—C11C—C6C	118.6 (2)	C7D—C13D—H13L	109.5
C10C—C11C—C14C	120.8 (3)	C7D—C13D—H13J	109.5
C6C—C11C—C14C	120.6 (3)	H13L—C13D—H13J	109.5
C9C—C10C—C11C	121.4 (3)	C7D—C13D—H13K	109.5
C9C—C10C—H10C	119.3	H13L—C13D—H13K	109.5
C11C—C10C—H10C	119.3	H13J—C13D—H13K	109.5
C10C—C9C—C8C	119.9 (3)	C11D—C14D—H14J	109.5
C10C—C9C—H9C	120.1	C11D—C14D—H14K	109.5
C8C—C9C—H9C	120.1	H14J—C14D—H14K	109.5
C9C—C8C—C7C	121.3 (3)	C11D—C14D—H14L	109.5
C9C—C8C—H8C	119.3	H14J—C14D—H14L	109.5
C7C—C8C—H8C	119.3	H14K—C14D—H14L	109.5
C6C—C7C—C8C	116.8 (2)	C6D—O2D—C5D	113.54 (14)
C6C—C7C—C13C	121.5 (2)	O2D—C5D—C4D	107.85 (15)
C8C—C7C—C13C	121.7 (2)	O2D—C5D—H5DA	110.1
O2C—C6C—C11C	118.1 (2)	C4D—C5D—H5DA	110.1
O2C—C6C—C7C	119.99 (19)	O2D—C5D—H5DB	110.1
C11C—C6C—C7C	121.9 (2)	C4D—C5D—H5DB	110.1
C11C—C14C—H14G	109.5	H5DA—C5D—H5DB	108.4
C11C—C14C—H14H	109.5	N1D—C4D—C5D	110.89 (14)
H14G—C14C—H14H	109.5	N1D—C4D—H4DA	109.5
C11C—C14C—H14I	109.5	C5D—C4D—H4DA	109.5
H14G—C14C—H14I	109.5	N1D—C4D—H4DB	109.5
H14H—C14C—H14I	109.5	C5D—C4D—H4DB	109.5
C7C—C13C—H13G	109.5	H4DA—C4D—H4DB	108.1
C7C—C13C—H13I	109.5	C4D—N1D—C2D	114.25 (14)
H13G—C13C—H13I	109.5	C4D—N1D—HNDA	111.4 (14)
C7C—C13C—H13H	109.5	C2D—N1D—HNDA	108.0 (14)
H13G—C13C—H13H	109.5	C4D—N1D—HNDB	107.0 (16)
H13I—C13C—H13H	109.5	C2D—N1D—HNDB	108.4 (15)
C6C—O2C—C5C	114.53 (16)	HNDA—N1D—HNDB	108 (2)
O2C—C5C—C4C	109.37 (19)	N1D—C2D—C1D	109.35 (15)
O2C—C5C—H5CA	109.8	N1D—C2D—C3D	111.31 (15)
C4C—C5C—H5CA	109.8	C1D—C2D—C3D	112.79 (16)
O2C—C5C—H5CB	109.8	N1D—C2D—H2D	107.7
C4C—C5C—H5CB	109.8	C1D—C2D—H2D	107.7
H5CA—C5C—H5CB	108.2	C3D—C2D—H2D	107.7
N1C—C4C—C5C	111.32 (18)	C2D—C3D—H3DA	109.5
N1C—C4C—H4CA	109.4	C2D—C3D—H3DB	109.5
C5C—C4C—H4CA	109.4	H3DA—C3D—H3DB	109.5
N1C—C4C—H4CB	109.4	C2D—C3D—H3DC	109.5
C5C—C4C—H4CB	109.4	H3DA—C3D—H3DC	109.5
H4CA—C4C—H4CB	108	H3DB—C3D—H3DC	109.5
C4C—N1C—C2C	114.92 (15)	O1D—C1D—C2D	114.74 (16)
C4C—N1C—HNCA	108.1 (17)	O1D—C1D—H1DA	108.6
C2C—N1C—HNCA	107.7 (17)	C2D—C1D—H1DA	108.6
C4C—N1C—HNCB	108.5 (15)	O1D—C1D—H1DB	108.6
C2C—N1C—HNCB	111.3 (15)	C2D—C1D—H1DB	108.6
HNCA—N1C—HNCB	106 (2)	H1DA—C1D—H1DB	107.6
N1C—C2C—C3C	108.56 (15)	C1D—O1D—H1D	108 (2)
N1C—C2C—C1C	112.22 (15)	O5A—C18A—O6A	123.28 (16)
C3C—C2C—C1C	110.74 (16)	O5A—C18A—C17A	119.16 (16)
N1C—C2C—H2C	108.4	O6A—C18A—C17A	117.54 (16)
C3C—C2C—H2C	108.4	C16A—C17A—C18A	115.06 (14)
C1C—C2C—H2C	108.4	C16A—C17A—H17A	108.5
C2C—C3C—H3CA	109.5	C18A—C17A—H17A	108.5
C2C—C3C—H3CB	109.5	C16A—C17A—H17C	108.5
H3CA—C3C—H3CB	109.5	C18A—C17A—H17C	108.5
C2C—C3C—H3CC	109.5	H17A—C17A—H17C	107.5
H3CA—C3C—H3CC	109.5	C17A—C16A—C15A	115.63 (15)
H3CB—C3C—H3CC	109.5	C17A—C16A—H16A	108.4
O1C—C1C—C2C	114.55 (16)	C15A—C16A—H16A	108.4
O1C—C1C—H1CA	108.6	C17A—C16A—H16C	108.4
C2C—C1C—H1CA	108.6	C15A—C16A—H16C	108.4
O1C—C1C—H1CB	108.6	H16A—C16A—H16C	107.4
C2C—C1C—H1CB	108.6	O3A—C15A—O4A	122.67 (17)
H1CA—C1C—H1CB	107.6	O3A—C15A—C16A	117.61 (17)
C1C—O1C—H1C	111 (2)	O4A—C15A—C16A	119.72 (16)
C6B—C11B—C10B	117.78 (19)	O4B—C15B—O3B	123.44 (16)
C6B—C11B—C14B	121.53 (19)	O4B—C15B—C16B	120.32 (16)
C10B—C11B—C14B	120.7 (2)	O3B—C15B—C16B	116.24 (15)
C9B—C10B—C11B	121.3 (2)	C17B—C16B—C15B	114.64 (16)
C9B—C10B—H10B	119.4	C17B—C16B—H16B	108.6
C11B—C10B—H10B	119.4	C15B—C16B—H16B	108.6
C10B—C9B—C8B	119.6 (2)	C17B—C16B—H16D	108.6
C10B—C9B—H9B	120.2	C15B—C16B—H16D	108.6
C8B—C9B—H9B	120.2	H16B—C16B—H16D	107.6
C7B—C8B—C9B	120.9 (2)	C16B—C17B—C18B	118.98 (18)
C7B—C8B—H8B	119.6	C16B—C17B—H17D	107.6
C9B—C8B—H8B	119.6	C18B—C17B—H17D	107.6
C8B—C7B—C6B	117.95 (19)	C16B—C17B—H17B	107.6
C8B—C7B—C13B	121.92 (19)	C18B—C17B—H17B	107.6
C6B—C7B—C13B	120.13 (18)	H17D—C17B—H17B	107
C11B—C6B—O2B	120.76 (17)	O5B—C18B—O6B	122.73 (17)
C11B—C6B—C7B	122.49 (18)	O5B—C18B—C17B	117.12 (17)
O2B—C6B—C7B	116.66 (17)	O6B—C18B—C17B	120.15 (17)
C6A—C7A—C8A—C9A	1.9 (4)	C9B—C8B—C7B—C13B	−180.0 (2)
C13A—C7A—C8A—C9A	−177.6 (3)	C10B—C11B—C6B—O2B	177.87 (18)
C7A—C8A—C9A—C10A	−2.5 (5)	C14B—C11B—C6B—O2B	−0.8 (3)
C8A—C9A—C10A—C11A	0.8 (5)	C10B—C11B—C6B—C7B	1.4 (3)
C9A—C10A—C11A—C6A	1.2 (4)	C14B—C11B—C6B—C7B	−177.2 (2)
C9A—C10A—C11A—C14A	−178.8 (3)	C8B—C7B—C6B—C11B	−0.8 (3)
C8A—C7A—C6A—O2A	−175.8 (2)	C13B—C7B—C6B—C11B	178.6 (2)
C13A—C7A—C6A—O2A	3.8 (4)	C8B—C7B—C6B—O2B	−177.39 (19)
C8A—C7A—C6A—C11A	0.1 (4)	C13B—C7B—C6B—O2B	2.0 (3)
C13A—C7A—C6A—C11A	179.7 (3)	C11B—C6B—O2B—C5B	70.7 (2)
C10A—C11A—C6A—O2A	174.4 (2)	C7B—C6B—O2B—C5B	−112.7 (2)
C14A—C11A—C6A—O2A	−5.6 (4)	C6B—O2B—C5B—C4B	135.04 (17)
C10A—C11A—C6A—C7A	−1.6 (4)	O2B—C5B—C4B—N1B	61.3 (2)
C14A—C11A—C6A—C7A	178.3 (3)	C5B—C4B—N1B—C2B	156.31 (16)
C7A—C6A—O2A—C5A	−77.8 (3)	C4B—N1B—C2B—C3B	59.1 (2)
C11A—C6A—O2A—C5A	106.1 (2)	C4B—N1B—C2B—C1B	−175.84 (15)
C6A—O2A—C5A—C4A	−150.95 (18)	N1B—C2B—C1B—O1B	−75.3 (2)
O2A—C5A—C4A—N1A	−55.8 (2)	C3B—C2B—C1B—O1B	48.7 (2)
C5A—C4A—N1A—C2A	−154.41 (17)	C6D—C7D—C8D—C9D	−0.4 (4)
C4A—N1A—C2A—C1A	−66.2 (2)	C13D—C7D—C8D—C9D	178.9 (2)
C4A—N1A—C2A—C3A	171.83 (16)	C7D—C8D—C9D—C10D	−0.7 (4)
N1A—C2A—C1A—O1A	67.5 (2)	C8D—C9D—C10D—C11D	0.8 (4)
C3A—C2A—C1A—O1A	−171.64 (17)	C9D—C10D—C11D—C6D	0.3 (3)
C6C—C11C—C10C—C9C	1.1 (4)	C9D—C10D—C11D—C14D	−179.7 (2)
C14C—C11C—C10C—C9C	−178.8 (3)	C10D—C11D—C6D—C7D	−1.4 (3)
C11C—C10C—C9C—C8C	−2.0 (4)	C14D—C11D—C6D—C7D	178.5 (2)
C10C—C9C—C8C—C7C	1.2 (4)	C10D—C11D—C6D—O2D	175.64 (18)
C9C—C8C—C7C—C6C	0.4 (4)	C14D—C11D—C6D—O2D	−4.4 (3)
C9C—C8C—C7C—C13C	−179.6 (3)	C8D—C7D—C6D—C11D	1.5 (3)
C10C—C11C—C6C—O2C	178.3 (2)	C13D—C7D—C6D—C11D	−177.8 (2)
C14C—C11C—C6C—O2C	−1.7 (4)	C8D—C7D—C6D—O2D	−175.63 (19)
C10C—C11C—C6C—C7C	0.6 (3)	C13D—C7D—C6D—O2D	5.1 (3)
C14C—C11C—C6C—C7C	−179.5 (3)	C11D—C6D—O2D—C5D	88.7 (2)
C8C—C7C—C6C—O2C	−179.0 (2)	C7D—C6D—O2D—C5D	−94.1 (2)
C13C—C7C—C6C—O2C	1.0 (3)	C6D—O2D—C5D—C4D	169.06 (15)
C8C—C7C—C6C—C11C	−1.3 (3)	O2D—C5D—C4D—N1D	54.45 (19)
C13C—C7C—C6C—C11C	178.7 (2)	C5D—C4D—N1D—C2D	163.04 (15)
C11C—C6C—O2C—C5C	101.6 (3)	C4D—N1D—C2D—C1D	177.79 (15)
C7C—C6C—O2C—C5C	−80.5 (3)	C4D—N1D—C2D—C3D	52.5 (2)
C6C—O2C—C5C—C4C	−137.30 (19)	N1D—C2D—C1D—O1D	−74.71 (19)
O2C—C5C—C4C—N1C	−60.9 (3)	C3D—C2D—C1D—O1D	49.7 (2)
C5C—C4C—N1C—C2C	−158.34 (17)	O5A—C18A—C17A—C16A	15.6 (3)
C4C—N1C—C2C—C3C	169.62 (16)	O6A—C18A—C17A—C16A	−165.85 (16)
C4C—N1C—C2C—C1C	−67.6 (2)	C18A—C17A—C16A—C15A	−179.60 (16)
N1C—C2C—C1C—O1C	68.8 (2)	C17A—C16A—C15A—O3A	173.88 (17)
C3C—C2C—C1C—O1C	−169.74 (17)	C17A—C16A—C15A—O4A	−6.5 (3)
C6B—C11B—C10B—C9B	−0.7 (3)	O4B—C15B—C16B—C17B	0.6 (3)
C14B—C11B—C10B—C9B	178.0 (2)	O3B—C15B—C16B—C17B	−179.65 (19)
C11B—C10B—C9B—C8B	−0.6 (4)	C15B—C16B—C17B—C18B	−166.39 (19)
C10B—C9B—C8B—C7B	1.2 (4)	C16B—C17B—C18B—O5B	−168.9 (2)
C9B—C8B—C7B—C6B	−0.5 (3)	C16B—C17B—C18B—O6B	12.0 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C4B—H4BA···O4B	0.99	2.34	3.285 (2)	159
C3B—H3BC···O1C	0.98	2.64	3.303 (3)	125
C1B—H1BA···O5A	0.99	2.66	3.451 (2)	138
C5D—H5DB···O1B^i	0.99	2.59	3.568 (2)	170
C4D—H4DA···O5A^i	0.99	2.41	3.340 (2)	155
C4D—H4DB···O1A^i	0.99	2.49	3.479 (2)	174
C2D—H2D···O5A^i	1	2.56	3.405 (2)	142
C1D—H1DA···O4B	0.99	2.49	3.342 (2)	144
C16B—H16D···O1C^i	0.99	2.41	3.281 (2)	147
N1A—HNAA···O4A^ii	0.89 (3)	2.00 (3)	2.873 (2)	168 (2)
N1A—HNAA···O3A^ii	0.89 (3)	2.39 (3)	3.035 (2)	130 (2)
N1A—HNAB···O3A	0.91 (3)	1.85 (3)	2.744 (2)	165 (2)
O1A—H1A···O4A^iii	0.81 (3)	1.98 (3)	2.784 (2)	170 (3)
N1C—HNCA···O5B^iv	0.87 (3)	2.38 (3)	2.977 (2)	126 (2)
N1C—HNCA···O6B^iv	0.87 (3)	2.02 (3)	2.891 (2)	174 (3)
N1C—HNCB···O5B	0.92 (3)	1.85 (3)	2.743 (2)	163 (2)
O1C—H1C···O6B^iii	0.85 (4)	1.90 (4)	2.741 (2)	166 (3)
N1B—HNBA···O3B^iii	0.86 (3)	2.04 (3)	2.855 (2)	158 (2)
N1B—HNBB···O5A	0.89 (3)	1.87 (3)	2.765 (2)	174 (2)
N1B—HNBB···O6A	0.89 (3)	2.49 (3)	3.090 (2)	125 (2)
O1B—H1B···O3B^iii	0.87 (3)	1.85 (3)	2.720 (2)	174 (3)
O1D—H1D···O6A	0.84 (3)	1.92 (3)	2.754 (2)	171 (3)
N1D—HNDA···O6A	0.90 (3)	1.93 (3)	2.819 (2)	170 (2)
N1D—HNDB···O3B	0.91 (3)	1.90 (3)	2.793 (2)	166 (2)
N1D—HNDB···O4B	0.91 (3)	2.55 (3)	3.214 (2)	130 (2)

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