Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616009591/sk3630sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229616009591/sk3630Isup2.hkl | |
Chemical Markup Language (CML) file https://doi.org/10.1107/S2053229616009591/sk3630Isup5.cml | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2053229616009591/sk3630sup3.pdf | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2053229616009591/sk3630sup4.pdf |
CCDC reference: 1482497
Data collection: CrysAlis PRO (Agilent, 2009); cell refinement: CrysAlis PRO (Agilent, 2009); data reduction: CrysAlis PRO (Agilent, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).
C7H5NO4 | F(000) = 344 |
Mr = 167.12 | Dx = 1.542 Mg m−3 |
Monoclinic, P21/c | Cu Kα radiation, λ = 1.54184 Å |
Hall symbol: -P 2ybc | Cell parameters from 1107 reflections |
a = 3.9356 (4) Å | θ = 3.5–74.2° |
b = 7.2005 (6) Å | µ = 1.12 mm−1 |
c = 25.410 (2) Å | T = 291 K |
β = 90.578 (9)° | Plate, colorless |
V = 720.05 (11) Å3 | 0.23 × 0.15 × 0.02 mm |
Z = 4 |
Oxford Diffraction Xcalibur Ruby diffractometer | 1472 independent reflections |
Radiation source: Enhance (Cu) X-ray Source | 1031 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
Detector resolution: 10.2576 pixels mm-1 | θmax = 75.9°, θmin = 3.5° |
ω scans | h = −4→4 |
Absorption correction: multi-scan SCALE3 ABSPACK | k = −6→9 |
Tmin = 0.919, Tmax = 1.000 | l = −29→31 |
4635 measured reflections |
Refinement on F2 | 1 restraint |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.050 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.144 | w = 1/[σ2(Fo2) + (0.0601P)2 + 0.112P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
1472 reflections | Δρmax = 0.15 e Å−3 |
113 parameters | Δρmin = −0.20 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
O1 | 0.4327 (6) | 0.7758 (3) | 0.48230 (7) | 0.0741 (6) | |
H2 | 0.700 (14) | 1.063 (6) | 0.4701 (14) | 0.17 (2)* | |
O2 | 0.7458 (6) | 0.9879 (3) | 0.44391 (8) | 0.0812 (7) | |
O3 | 0.3444 (6) | 0.9865 (3) | 0.35515 (10) | 0.0861 (7) | |
O4 | 0.6779 (8) | 0.9726 (4) | 0.28929 (9) | 0.1019 (9) | |
N1 | 0.5646 (5) | 0.9107 (3) | 0.33003 (8) | 0.0587 (5) | |
C1 | 0.7008 (5) | 0.6939 (3) | 0.40331 (9) | 0.0459 (5) | |
C2 | 0.7000 (6) | 0.7330 (3) | 0.34994 (9) | 0.0484 (5) | |
C3 | 0.8066 (7) | 0.6064 (4) | 0.31303 (10) | 0.0636 (7) | |
H3 | 0.8027 | 0.6363 | 0.2774 | 0.076* | |
C4 | 0.9192 (8) | 0.4346 (4) | 0.32961 (12) | 0.0714 (8) | |
H4 | 0.9948 | 0.3481 | 0.3052 | 0.086* | |
C5 | 0.9197 (7) | 0.3913 (3) | 0.38217 (12) | 0.0685 (7) | |
H5 | 0.9951 | 0.2752 | 0.3932 | 0.082* | |
C6 | 0.8094 (7) | 0.5184 (3) | 0.41869 (10) | 0.0586 (6) | |
H6 | 0.8076 | 0.4864 | 0.4541 | 0.070* | |
C7 | 0.6140 (6) | 0.8287 (3) | 0.44571 (8) | 0.0475 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.1094 (16) | 0.0585 (10) | 0.0550 (10) | −0.0188 (9) | 0.0346 (10) | −0.0104 (8) |
O2 | 0.1195 (18) | 0.0555 (11) | 0.0692 (12) | −0.0298 (10) | 0.0392 (12) | −0.0213 (9) |
O3 | 0.0830 (14) | 0.0660 (12) | 0.1096 (17) | 0.0170 (10) | 0.0173 (13) | 0.0051 (11) |
O4 | 0.145 (2) | 0.1061 (18) | 0.0554 (12) | 0.0207 (15) | 0.0102 (14) | 0.0278 (12) |
N1 | 0.0658 (13) | 0.0602 (12) | 0.0501 (12) | −0.0004 (10) | −0.0051 (10) | −0.0020 (9) |
C1 | 0.0467 (11) | 0.0439 (11) | 0.0473 (11) | −0.0053 (8) | 0.0080 (9) | −0.0055 (9) |
C2 | 0.0490 (12) | 0.0493 (11) | 0.0469 (12) | −0.0061 (9) | 0.0050 (9) | −0.0067 (9) |
C3 | 0.0760 (17) | 0.0680 (16) | 0.0470 (13) | −0.0105 (12) | 0.0128 (12) | −0.0150 (11) |
C4 | 0.0848 (19) | 0.0561 (15) | 0.0739 (18) | −0.0064 (13) | 0.0275 (15) | −0.0244 (13) |
C5 | 0.0762 (17) | 0.0426 (12) | 0.087 (2) | 0.0016 (11) | 0.0197 (15) | −0.0080 (12) |
C6 | 0.0715 (16) | 0.0477 (12) | 0.0569 (14) | −0.0028 (10) | 0.0118 (12) | 0.0000 (10) |
C7 | 0.0554 (12) | 0.0464 (11) | 0.0408 (11) | −0.0023 (9) | 0.0054 (9) | −0.0022 (9) |
O1—C7 | 1.238 (3) | C2—C3 | 1.377 (3) |
O2—C7 | 1.259 (3) | C3—C4 | 1.379 (4) |
O2—H2 | 0.88 (2) | C3—H3 | 0.9300 |
O3—N1 | 1.211 (3) | C4—C5 | 1.371 (4) |
O4—N1 | 1.216 (3) | C4—H4 | 0.9300 |
N1—C2 | 1.474 (3) | C5—C6 | 1.377 (3) |
C1—C2 | 1.385 (3) | C5—H5 | 0.9300 |
C1—C6 | 1.389 (3) | C6—H6 | 0.9300 |
C1—C7 | 1.492 (3) | ||
C7—O2—H2 | 116 (3) | C5—C4—C3 | 119.9 (2) |
O3—N1—O4 | 123.6 (2) | C5—C4—H4 | 120.0 |
O3—N1—C2 | 117.9 (2) | C3—C4—H4 | 120.0 |
O4—N1—C2 | 118.4 (2) | C4—C5—C6 | 120.5 (3) |
C2—C1—C6 | 117.3 (2) | C4—C5—H5 | 119.7 |
C2—C1—C7 | 125.2 (2) | C6—C5—H5 | 119.7 |
C6—C1—C7 | 117.4 (2) | C5—C6—C1 | 120.9 (2) |
C3—C2—C1 | 122.3 (2) | C5—C6—H6 | 119.5 |
C3—C2—N1 | 116.9 (2) | C1—C6—H6 | 119.5 |
C1—C2—N1 | 120.66 (19) | O1—C7—O2 | 123.2 (2) |
C2—C3—C4 | 119.0 (3) | O1—C7—C1 | 118.71 (19) |
C2—C3—H3 | 120.5 | O2—C7—C1 | 117.9 (2) |
C4—C3—H3 | 120.5 |
Crystal form | (1α) | (1β) |
Space group (No.) | P1 (2) | P21/c (14) |
a (Å) | 5.0147 (15) | 3.9356 (4) |
b (Å) | 7.527 (2) | 7.2005 (6) |
c (Å) | 10.620 (2) | 25.410 (2) |
α (°) | 69.41 (2) | 90 |
β (°) | 86.07 (2) | 90.578 (9) |
γ (°) | 71.01 (3) | 90 |
Z | 2 | 4 |
V/Z (Å)3 | 177.09 (9) | 180.01 (3) |
Density (Mg m-3) | 1.567 | 1.542 |
Packing index (%) (Spek, 2009) | 72.3 | 70.8 |
θ1 (°) | 20.5 (4) | 46.9 (3) |
θ2 (°) | 54.5 (3) | 28.4 (3) |
O···O (Å) | 2.863 (3) | 2.741 (3) |