Buy article online - an online subscription or single-article purchase is required to access this article.
Hydrogen bonds link planar molecules of 2,3-dihydroxybenzaldehyde, C7H6O3, into ribbons.
Supporting information
CCDC reference: 277215
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.002 Å
- R factor = 0.036
- wR factor = 0.111
- Data-to-parameter ratio = 11.9
checkCIF/PLATON results
No syntax errors found
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.794 0.980
Tmin' and Tmax expected: 0.962 0.980
RR' = 0.826
Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.82
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 ALERT level C = Check and explain
0 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
2 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
2,3-Dihydroxybenzaldehyde
top
Crystal data top
C7H6O3 | F(000) = 288 |
Mr = 138.12 | Dx = 1.518 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4742 reflections |
a = 12.409 (3) Å | θ = 3.2–27.5° |
b = 3.768 (2) Å | µ = 0.12 mm−1 |
c = 13.349 (3) Å | T = 295 K |
β = 104.42 (3)° | Block, colorless |
V = 604.5 (4) Å3 | 0.32 × 0.24 × 0.17 mm |
Z = 4 | |
Data collection top
Rigaki RAXIS-RAPID IP diffractometer | 1372 independent reflections |
Radiation source: fine-focus sealed tube | 1193 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
ω scans | θmax = 27.5°, θmin = 3.2° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −16→16 |
Tmin = 0.794, Tmax = 0.980 | k = −4→4 |
5427 measured reflections | l = −17→16 |
Refinement top
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.111 | All H-atom parameters refined |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0714P)2 + 0.0682P] where P = (Fo2 + 2Fc2)/3 |
1372 reflections | (Δ/σ)max = 0.001 |
115 parameters | Δρmax = 0.33 e Å−3 |
6 restraints | Δρmin = −0.14 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.29265 (7) | 0.6809 (3) | 0.66748 (6) | 0.0400 (3) | |
O2 | 0.40512 (6) | 0.8004 (2) | 0.86410 (6) | 0.0376 (3) | |
O3 | 0.72895 (7) | 0.5865 (3) | 0.97454 (7) | 0.0467 (3) | |
C1 | 0.4021 (1) | 0.5806 (3) | 0.6955 (1) | 0.0302 (3) | |
C2 | 0.4581 (1) | 0.6467 (3) | 0.7986 (1) | 0.0275 (3) | |
C3 | 0.5703 (1) | 0.5558 (3) | 0.8335 (1) | 0.0278 (3) | |
C4 | 0.6253 (1) | 0.3978 (3) | 0.7652 (1) | 0.0325 (3) | |
C5 | 0.5696 (1) | 0.3336 (3) | 0.6641 (1) | 0.0377 (3) | |
C6 | 0.4575 (1) | 0.4244 (3) | 0.6296 (1) | 0.0365 (3) | |
C7 | 0.6302 (1) | 0.6445 (3) | 0.9386 (1) | 0.0328 (3) | |
H1o | 0.277 (2) | 0.755 (5) | 0.605 (1) | 0.070 (5)* | |
H2o | 0.340 (1) | 0.856 (4) | 0.833 (1) | 0.055 (4)* | |
H4 | 0.701 (1) | 0.333 (4) | 0.789 (1) | 0.044 (4)* | |
H5 | 0.608 (1) | 0.228 (4) | 0.618 (1) | 0.048 (4)* | |
H6 | 0.417 (1) | 0.381 (4) | 0.560 (1) | 0.049 (4)* | |
H7 | 0.587 (1) | 0.754 (4) | 0.980 (1) | 0.044 (4)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0245 (4) | 0.0622 (6) | 0.0296 (4) | −0.0025 (3) | 0.0000 (3) | 0.0062 (4) |
O2 | 0.0244 (4) | 0.0576 (5) | 0.0297 (4) | 0.0066 (3) | 0.0048 (3) | −0.0037 (3) |
O3 | 0.0268 (4) | 0.0733 (6) | 0.0354 (4) | 0.0023 (4) | −0.0009 (3) | −0.0057 (4) |
C1 | 0.0246 (5) | 0.0367 (5) | 0.0272 (5) | −0.0053 (4) | 0.0022 (4) | 0.0039 (4) |
C2 | 0.0243 (5) | 0.0319 (5) | 0.0256 (5) | −0.0030 (4) | 0.0050 (4) | 0.0021 (4) |
C3 | 0.0244 (5) | 0.0303 (5) | 0.0275 (5) | −0.0022 (4) | 0.0044 (4) | 0.0021 (4) |
C4 | 0.0277 (5) | 0.0341 (5) | 0.0361 (6) | 0.0010 (4) | 0.0084 (4) | 0.0013 (4) |
C5 | 0.0419 (7) | 0.0405 (6) | 0.0337 (6) | 0.0003 (5) | 0.0151 (5) | −0.0034 (5) |
C6 | 0.0391 (6) | 0.0431 (6) | 0.0255 (5) | −0.0062 (5) | 0.0046 (4) | −0.0024 (4) |
C7 | 0.0253 (5) | 0.0417 (6) | 0.0295 (5) | −0.0003 (4) | 0.0032 (4) | −0.0004 (4) |
Geometric parameters (Å, º) top
O1—C1 | 1.369 (1) | C4—C5 | 1.375 (2) |
O2—C2 | 1.348 (1) | C5—C6 | 1.394 (2) |
O3—C7 | 1.219 (1) | O1—H1o | 0.86 (1) |
C1—C6 | 1.376 (2) | O2—H2o | 0.84 (1) |
C1—C2 | 1.402 (2) | C7—H7 | 0.95 (1) |
C2—C3 | 1.397 (2) | C4—H4 | 0.95 (1) |
C3—C4 | 1.400 (2) | C5—H5 | 0.95 (1) |
C3—C7 | 1.454 (2) | C6—H6 | 0.95 (1) |
| | | |
O3—C7—C3 | 124.1 (1) | C1—C6—C5 | 120.7 (1) |
O1—C1—C6 | 124.3 (1) | C1—O1—H1o | 109 (1) |
O1—C1—C2 | 115.7 (1) | C2—O2—H2o | 111 (1) |
C6—C1—C2 | 120.0 (1) | O3—C7—H7 | 120 (1) |
O2—C2—C3 | 119.7 (1) | C5—C4—H4 | 120 (1) |
O2—C2—C1 | 120.8 (1) | C3—C4—H4 | 120 (1) |
C3—C2—C1 | 119.5 (1) | C3—C7—H7 | 116 (1) |
C2—C3—C4 | 119.6 (1) | C4—C5—H5 | 120 (1) |
C2—C3—C7 | 119.5 (1) | C6—C5—H5 | 120 (1) |
C4—C3—C7 | 120.8 (1) | C1—C6—H6 | 118 (1) |
C5—C4—C3 | 120.4 (1) | C5—C6—H6 | 121 (1) |
C4—C5—C6 | 119.8 (1) | | |
| | | |
O1—C1—C2—O2 | −0.1 (2) | O3—C7—C3—C2 | −177.4 (1) |
C6—C1—C2—O2 | 179.8 (1) | O3—C7—C3—C4 | −0.9 (2) |
O1—C1—C2—C3 | −179.4 (1) | C2—C3—C4—C5 | 0.3 (2) |
C6—C1—C2—C3 | 0.6 (2) | C7—C3—C4—C5 | −176.2 (1) |
O2—C2—C3—C4 | −179.7 (1) | C3—C4—C5—C6 | −0.4 (2) |
C1—C2—C3—C4 | −0.4 (2) | O1—C1—C6—C5 | 179.3 (1) |
O2—C2—C3—C7 | −3.1 (2) | C2—C1—C6—C5 | −0.6 (2) |
C1—C2—C3—C7 | 176.2 (1) | C4—C5—C6—C1 | 0.6 (2) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1o···O3i | 0.86 (1) | 1.80 (1) | 2.648 (1) | 174 (2) |
O2—H2o···O1ii | 0.84 (1) | 2.05 (1) | 2.782 (1) | 145 (2) |
Symmetry codes: (i) x−1/2, −y+3/2, z−1/2; (ii) −x+1/2, y+1/2, −z+3/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.