Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804010578/bt6458sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804010578/bt6458Isup2.hkl |
CCDC reference: 242307
Key indicators
- Single-crystal X-ray study
- T = 105 K
- Mean (C-C) = 0.001 Å
- R factor = 0.027
- wR factor = 0.075
- Data-to-parameter ratio = 15.3
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 34.99 From the CIF: _reflns_number_total 2171 Count of symmetry unique reflns 2187 Completeness (_total/calc) 99.27% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present no
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C7H14N2O4 | Dx = 1.459 Mg m−3 |
Mr = 190.20 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 8870 reflections |
a = 6.0399 (1) Å | θ = 2.5–35.0° |
b = 9.7642 (2) Å | µ = 0.12 mm−1 |
c = 14.6820 (4) Å | T = 105 K |
V = 865.87 (3) Å3 | Block, colourless |
Z = 4 | 0.45 × 0.18 × 0.14 mm |
F(000) = 408 |
Siemens SMART CCD diffractometer | 2171 independent reflections |
Radiation source: fine-focus sealed tube | 2087 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
Detector resolution: 8.3 pixels mm-1 | θmax = 35.0°, θmin = 2.5° |
Sets of exposures each taken over 0.3° ω rotation scans | h = −9→9 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −15→15 |
Tmin = 0.929, Tmax = 0.986 | l = −21→23 |
11596 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.075 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0486P)2 + 0.0543P] where P = (Fo2 + 2Fc2)/3 |
2171 reflections | (Δ/σ)max = 0.003 |
142 parameters | Δρmax = 0.35 e Å−3 |
0 restraints | Δρmin = −0.19 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Data were collected by measuring five sets of exposures with the detector set at 2θ = 29°, crystal-to-detector distance 5.00 cm. Refinement of F2 against ALL reflections. |
x | y | z | Uiso*/Ueq | ||
O1 | 0.31462 (11) | 0.49629 (10) | 0.54567 (5) | 0.02228 (15) | |
O2 | −0.08708 (10) | 0.49939 (7) | 0.76669 (4) | 0.01676 (12) | |
H5 | −0.072 (3) | 0.5633 (15) | 0.8033 (12) | 0.025* | |
O3 | 0.52447 (11) | 0.66402 (7) | 0.84564 (4) | 0.01663 (12) | |
O4 | 0.15799 (12) | 0.69214 (6) | 0.86230 (4) | 0.01559 (12) | |
N1 | 0.69505 (12) | 0.35868 (8) | 0.49325 (5) | 0.01407 (12) | |
H1 | 0.712 (3) | 0.2794 (15) | 0.5309 (10) | 0.021* | |
H2 | 0.807 (3) | 0.3587 (17) | 0.4490 (11) | 0.021* | |
H3 | 0.565 (3) | 0.3539 (17) | 0.4639 (11) | 0.021* | |
N2 | 0.48439 (12) | 0.54476 (7) | 0.68085 (5) | 0.01240 (12) | |
H4 | 0.607 (3) | 0.5429 (14) | 0.7105 (10) | 0.015* | |
C1 | 0.71079 (13) | 0.48608 (9) | 0.54955 (5) | 0.01445 (14) | |
H11 | 0.821 (3) | 0.4768 (15) | 0.5950 (10) | 0.017* | |
C2 | 0.77358 (17) | 0.60742 (10) | 0.48943 (6) | 0.01910 (16) | |
H21 | 0.9193 | 0.5942 | 0.4660 | 0.029* | |
H22 | 0.7694 | 0.6896 | 0.5246 | 0.029* | |
H23 | 0.6713 | 0.6144 | 0.4401 | 0.029* | |
C3 | 0.48312 (13) | 0.50811 (9) | 0.59271 (5) | 0.01406 (13) | |
C4 | 0.28098 (13) | 0.58214 (8) | 0.72729 (5) | 0.01114 (12) | |
H41 | 0.2001 | 0.6457 | 0.6890 | 0.013* | |
C5 | 0.13295 (12) | 0.45530 (8) | 0.74426 (5) | 0.01227 (13) | |
H51 | 0.1256 | 0.4057 | 0.6903 | 0.015* | |
C6 | 0.22662 (15) | 0.36179 (8) | 0.81750 (6) | 0.01552 (14) | |
H61 | 0.1400 | 0.2796 | 0.8206 | 0.023* | |
H62 | 0.2221 | 0.4077 | 0.8752 | 0.023* | |
H63 | 0.3769 | 0.3390 | 0.8029 | 0.023* | |
C7 | 0.32871 (13) | 0.65284 (8) | 0.81904 (5) | 0.01180 (12) |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0123 (2) | 0.0435 (4) | 0.0110 (2) | 0.0042 (3) | −0.0026 (2) | −0.0045 (3) |
O2 | 0.0096 (2) | 0.0250 (3) | 0.0157 (2) | 0.0011 (2) | −0.0001 (2) | −0.0037 (2) |
O3 | 0.0162 (3) | 0.0216 (3) | 0.0120 (2) | −0.0018 (2) | −0.0036 (2) | −0.0011 (2) |
O4 | 0.0182 (3) | 0.0162 (2) | 0.0123 (2) | 0.0015 (2) | 0.0036 (2) | −0.0029 (2) |
N1 | 0.0137 (3) | 0.0183 (3) | 0.0103 (2) | 0.0023 (2) | 0.0019 (2) | 0.0015 (2) |
N2 | 0.0105 (2) | 0.0184 (3) | 0.0083 (2) | 0.0009 (2) | 0.0001 (2) | −0.0015 (2) |
C1 | 0.0113 (3) | 0.0223 (3) | 0.0097 (3) | 0.0016 (3) | 0.0006 (2) | −0.0015 (2) |
C2 | 0.0194 (4) | 0.0208 (3) | 0.0172 (3) | −0.0035 (3) | 0.0032 (3) | −0.0021 (3) |
C3 | 0.0114 (3) | 0.0220 (3) | 0.0088 (3) | 0.0027 (3) | 0.0005 (2) | −0.0007 (2) |
C4 | 0.0108 (3) | 0.0145 (3) | 0.0081 (3) | 0.0013 (2) | 0.0003 (2) | −0.0008 (2) |
C5 | 0.0102 (3) | 0.0159 (3) | 0.0108 (3) | 0.0000 (2) | 0.0000 (2) | −0.0029 (2) |
C6 | 0.0167 (3) | 0.0138 (3) | 0.0161 (3) | −0.0001 (3) | −0.0003 (3) | 0.0006 (3) |
C7 | 0.0152 (3) | 0.0115 (2) | 0.0086 (3) | −0.0002 (2) | −0.0001 (2) | 0.0001 (2) |
O1—C3 | 1.2353 (10) | C1—C3 | 1.5292 (11) |
O2—C5 | 1.4352 (10) | C1—H11 | 0.949 (16) |
O2—H5 | 0.828 (16) | C2—H21 | 0.9540 |
O3—C7 | 1.2500 (10) | C2—H22 | 0.9540 |
O4—C7 | 1.2704 (10) | C2—H23 | 0.9540 |
N1—C1 | 1.4966 (11) | C4—C7 | 1.5409 (10) |
N1—H1 | 0.957 (16) | C4—C5 | 1.5477 (11) |
N1—H2 | 0.937 (17) | C4—H41 | 0.9699 |
N1—H3 | 0.895 (18) | C5—C6 | 1.5199 (11) |
N2—C3 | 1.3427 (10) | C5—H51 | 0.9301 |
N2—C4 | 1.4517 (10) | C6—H61 | 0.9586 |
N2—H4 | 0.860 (16) | C6—H62 | 0.9586 |
C1—C2 | 1.5254 (13) | C6—H63 | 0.9586 |
C5—O2—H5 | 105.8 (14) | O1—C3—C1 | 119.74 (7) |
C1—N1—H1 | 110.3 (9) | N2—C3—C1 | 115.58 (7) |
C1—N1—H2 | 109.7 (10) | N2—C4—C7 | 111.40 (6) |
H1—N1—H2 | 108.9 (14) | N2—C4—C5 | 111.30 (6) |
C1—N1—H3 | 111.4 (11) | C7—C4—C5 | 109.02 (6) |
H1—N1—H3 | 109.3 (14) | N2—C4—H41 | 108.3 |
H2—N1—H3 | 107.3 (13) | C7—C4—H41 | 108.3 |
C3—N2—C4 | 120.99 (7) | C5—C4—H41 | 108.3 |
C3—N2—H4 | 119.1 (10) | O2—C5—C6 | 111.25 (7) |
C4—N2—H4 | 119.8 (10) | O2—C5—C4 | 109.38 (6) |
N1—C1—C2 | 109.99 (7) | C6—C5—C4 | 112.31 (6) |
N1—C1—C3 | 106.78 (7) | O2—C5—H51 | 107.9 |
C2—C1—C3 | 110.73 (7) | C6—C5—H51 | 107.9 |
N1—C1—H11 | 110.8 (9) | C4—C5—H51 | 107.9 |
C2—C1—H11 | 107.8 (9) | C5—C6—H61 | 109.5 |
C3—C1—H11 | 110.8 (9) | C5—C6—H62 | 109.5 |
C1—C2—H21 | 109.5 | H61—C6—H62 | 109.5 |
C1—C2—H22 | 109.5 | C5—C6—H63 | 109.5 |
H21—C2—H22 | 109.5 | H61—C6—H63 | 109.5 |
C1—C2—H23 | 109.5 | H62—C6—H63 | 109.5 |
H21—C2—H23 | 109.5 | O3—C7—O4 | 125.82 (7) |
H22—C2—H23 | 109.5 | O3—C7—C4 | 119.29 (7) |
O1—C3—N2 | 124.64 (8) | O4—C7—C4 | 114.87 (7) |
N1—C1—C3—N2 | 136.81 (7) | C4—N2—C3—O1 | −3.75 (14) |
C1—C3—N2—C4 | 173.74 (7) | N1—C1—C3—O1 | −45.57 (11) |
C3—N2—C4—C7 | −166.22 (7) | C2—C1—C3—O1 | 74.16 (10) |
N2—C4—C7—O3 | −3.67 (10) | C2—C1—C3—N2 | −103.47 (9) |
N2—C4—C5—C6 | 71.62 (8) | C3—N2—C4—C5 | 71.88 (9) |
N2—C4—C5—O2 | −164.34 (6) | C5—C4—C7—O3 | 119.55 (8) |
C4—C5—O2—H5 | −44.0 (11) | N2—C4—C7—O4 | 178.01 (7) |
C7—C4—C5—C6 | −51.65 (8) | C5—C4—C7—O4 | −58.77 (8) |
C7—C4—C5—O2 | 72.38 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O4i | 0.957 (16) | 1.950 (16) | 2.8160 (10) | 149.5 (14) |
N1—H2···O3ii | 0.937 (18) | 1.842 (17) | 2.7597 (9) | 166.0 (15) |
N1—H3···O4iii | 0.895 (18) | 2.061 (17) | 2.9137 (10) | 158.9 (15) |
N2—H4···O2iv | 0.860 (16) | 2.067 (16) | 2.9127 (9) | 167.6 (13) |
O2—H5···O4 | 0.828 (16) | 2.065 (18) | 2.7756 (10) | 143.6 (18) |
Symmetry codes: (i) −x+1, y−1/2, −z+3/2; (ii) −x+3/2, −y+1, z−1/2; (iii) −x+1/2, −y+1, z−1/2; (iv) x+1, y, z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register