In the title formyl nitro aryl benzoate derivative, CH NO, the benzene rings form a dihedral angle of 4.96(3)°. The mean plane of the central ester group, C-O-C-(=O)-C (r.m.s. deviation = 0.0484Å), is twisted away from the formyl nitro aryl and benzoate rings by 46.61(5) and 49.93(5)°, respectively. In the crystal, the molecules are packed forming C-H⋯O interactions in chains which propagate along [010]. Edge-fused R 3(15) rings are generated along this direction

Alan R. Kennedy

Etter

Farrugia

Geraldine Hernández

Macrae

Moreno-Fuquen

Nardelli

Rodolfo Moreno-Fuquen

Sheldrick

English

Moreno-Fuquen, R.

Hernández, G.

Kennedy, A.R.

University of Strathclyde Institutional Repository

Strathprints Institutional RepositoryMoreno-Fuquen, R. and Hernández, G. and Kennedy, A.R. (2014) 4-Formyl-2-nitrophenyl 3-nitro-2-methylbenzoate. Acta Crystallographica Section E: Structure Reports, 70 (1). o17. ISSN 1600-5368Strathprints is designed to allow users to access the research output of the University of Strathclyde.Copyright c© and Moral Rights for the papers on this site are retained by the individual authorsand/or other copyright owners. You may not engage in further distribution of the material for anyprofitmaking activities or any commercial gain. You may freely distribute both the url (http://strathprints.strath.ac.uk/) and the content of this paper for research or study, educational, ornot-for-profit purposes without prior permission or charge.Any correspondence concerning this service should be sent to Strathprints administrator:mailto:strathprints@strath.ac.ukhttp://strathprints.strath.ac.uk/4-Formyl-2-nitrophenyl 3-nitro-2-methyl-benzoateRodolfo Moreno-Fuquen,a* Geraldine Herna´ndeza andAlan R. KennedybaDepartamento de Quı´mica – Facultad de Ciencias, Universidad del Valle, Apartado25360, Santiago de Cali, Colombia, and bWestCHEM, Department of Pure andApplied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL,ScotlandCorrespondence e-mail: rodimo26@yahoo.esReceived 29 November 2013; accepted 30 November 2013Key indicators: single-crystal X-ray study; T = 123 K; mean (C–C) = 0.002 A˚;R factor = 0.040; wR factor = 0.098; data-to-parameter ratio = 15.0.In the title formyl nitro aryl benzoate derivative, C15H10N2O7,the benzene rings form a dihedral angle of 4.96 (3). The meanplane of the central ester group, C—O—C–( O)—C (r.m.s.deviation = 0.0484 A˚), is twisted away from the formyl nitroaryl and benzoate rings by 46.61 (5) and 49.93 (5), respec-tively. In the crystal, the molecules are packed forming C—H  O interactions in chains which propagate along [010].Edge-fused R33(15) rings are generated along this direction.Related literatureFor similar formyl nitro aryl benzoate compounds, see:Moreno-Fuquen et al. (2013a,b). For information on hydrogenbonds, see: Nardelli (1995). For hydrogen-bond graph-setsmotifs, see: Etter (1990).ExperimentalCrystal dataC15H10N2O7 Mr = 330.25Monoclinic, P21=ca = 12.7162 (5) A˚b = 8.0719 (2) A˚c = 14.1156 (5) A˚ = 110.877 (4)V = 1353.76 (8) A˚3Z = 4Mo K radiation = 0.13 mm1T = 123 K0.35  0.30  0.20 mmData collectionOxford Diffraction Xcalibur Ediffractometer6641 measured reflections3319 independent reflections2706 reflections with I > 2(I)Rint = 0.020RefinementR[F 2 > 2(F 2)] = 0.040wR(F 2) = 0.098S = 1.043319 reflections222 parametersH atoms treated by a mixture ofindependent and constrainedrefinementmax = 0.32 e A˚3min = 0.33 e A˚3Table 1Hydrogen-bond geometry (A˚, ).D—H  A D—H H  A D  A D—H  AC10—H10  O5i 0.95 2.48 3.3457 (18) 152C12—H12  O4ii 0.95 2.71 3.5321 (19) 145Symmetry codes: (i) x 1; y 12;zþ 32; (ii) x; yþ 1; z.Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cellrefinement: CrysAlis PRO; data reduction: CrysAlis PRO;program(s) used to solve structure: SHELXS97 (Sheldrick, 2008);program(s) used to refine structure: SHELXL97 (Sheldrick, 2008);molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) andMercury (Macrae et al., 2006); software used to prepare material forpublication: WinGX (Farrugia, 2012).RMF thanks the Universidad del Valle, Colombia, forpartial financial support.Supplementary data and figures for this paper are available from theIUCr electronic archives (Reference: NG5349).ReferencesEtter, M. (1990). Acc. Chem. Res. 23, 120–126.Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854.Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor,R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457.Moreno-Fuquen, R., Hernandez, G., Ellena, J., De Simone, C. A. & Tenorio,J. C. (2013a). Acta Cryst. E69, o793.Moreno-Fuquen, R., Hernandez, G., Ellena, J., De Simone, C. A. & Tenorio,J. C. (2013b). Acta Cryst. E69, o1806.Nardelli, M. (1995). J. Appl. Cryst. 28, 659.Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton,England.Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.organic compoundsActa Cryst. (2014). E70, o17 doi:10.1107/S1600536813032583 Moreno-Fuquen et al. o17Acta Crystallographica Section EStructure ReportsOnlineISSN 1600-5368supplementary materialssup-1Acta Cryst. (2014). E70, o17    supplementary materialsActa Cryst. (2014). E70, o17    [doi:10.1107/S1600536813032583]4-Formyl-2-nitrophenyl 3-nitro-2-methylbenzoateRodolfo Moreno-Fuquen, Geraldine Hernández and Alan R. Kennedy1. Comment The title compound, 4-formyl-2-nitrophenyl 3-nitro-2-methyl benzoate, (I), was synthesized in order to complement the structural information on the formyl nitro aryl benzoates presented in earlier jobs from our research group: 4-formyl-2-nitrophenyl 4-bromo benzoate (F4BrB) (Moreno-Fuquen et al., 2013a) and 4-formyl-2-nitrophenyl 4-cloro benzoate (F2ClB) (Moreno-Fuquen et al., 2013b). The molecular structure of (I) is shown in Fig. 1. Bond lengths and bond angles show marked similarity with their homologues F4BrB and F2ClB. The benzene rings of (I) form a dihedral angle of 4.96 (3)°, a value which is quite different from the values reported for F4BrB [62.90 (7)°] and F2ClB [19.55 (9)°] similar systems. This planar arrangement may be motivated by the intermolecular interaction between the methyl group and the nitro group of the formyl ring. The ester group C8-O2-C7(O1)-C1 is planar [r.m.s. deviation= 0.0484 Å] and is twisted away from the formyl nitro aryl and benzoate rings by 46.61 (5)° and 49.93 (5)° respectively. The nitro groups form dihedral angles with the adjacent benzene rings of 37.62 (5)° for O3-N1-O4 and 39.67 (5)° for O6-N2-O7. The crystal packing shows no classical hydrogen bonds. The molecules are packed forming weak C-H···O intermolecular interactions in one-dimensional helical chains which propagates along [010] (see Fig. 2]. The C10 atom at (x,y,z) acts as hydrogen-bond donor to formyl atom O5 at (-x-1,+y-1/2,-z+1/2+1) and C12 atom at (x,y,z) acts as hydrogen-bond donor to nitro O4 atom at (x,+y+1,+z) (see Table 1; Nardelli, 1995). The combination of these two contacts generate edge-fused rings R33(15) (Etter, 1990) along [010].2. Experimental The reagents and solvents for the synthesis were obtained from the Aldrich Chemical Co., and were used without additional purification. The title molecule was obtained through a two-step reaction. First, 3-nitro-2-methylbenzoic acid (0.502 g, 1.575 mmol) was refluxed with thionyl chloride (5 mL) in chloroform for an hour. Then, the thionyl chloride was distilled to purify the 3-nitro-2-methyl benzoyl chloride obtained as a pale-yellow translucent liquid. The same reaction flask was rearranged and an equimolar solution of 4-hydroxy-3-nitrobenzaldehyde (0.219 g, 1.575 mmol) in acetonitrile was dropped inside it with 0.03 mL of pyridine. The reaction mixture was taken to room temperature with constant stirring for about an hour. A shiny yellow solid was obtained after leaving the solvent to evaporate. IR spectra were recorded on a FT—IR SHIMADZU IR-Affinity-1 spectrophotometer. Yellow crystals; m.p 398 (1) K. IR (KBr) 3228.18cm-1, 3079.51 cm-1 (aromatic C-H); 1723.73 cm-1 (ester C=O); 1690.65 cm-1 (benzaldehyde C=O), 1264.29 cm-1 (ester C-O); 1568.29 cm-1, 1532.06 cm-1, 1360.66 cm-1, 1330.49 cm-1 (nitro –NO2); 1121.38 cm-1 (C=C).3. Refinement All H-atoms were positioned at geometrically idealized positions with C—H distance of 0.95 Å and Uiso(H) = 1.2 times Ueq of the C-atoms to which they were bonded. The coordinates of the H14 atom were refined.supplementary materialssup-2Acta Cryst. (2014). E70, o17    Computing details Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO (Oxford Diffraction, 2010); data reduction: CrysAlis PRO (Oxford Diffraction, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 2012).Figure 1Molecular conformation and atom numbering scheme for the title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitrary radius. supplementary materialssup-3Acta Cryst. (2014). E70, o17    Figure 2Part of the crystal structure of (I), showing the formation of helical chains which running along [010]. Symmetry code: (i) -x-1,+y-1/2,-z+1/2+1; (ii) x,+y+1,+z. 4-Formyl-2-nitrophenyl 3-nitro-2-methylbenzoate Crystal data C15H10N2O7Mr = 330.25Monoclinic, P21/cHall symbol: -P 2ybca = 12.7162 (5) Åb = 8.0719 (2) Åc = 14.1156 (5) Åβ = 110.877 (4)°V = 1353.76 (8) Å3Z = 4F(000) = 680Dx = 1.620 Mg m−3Melting point: 398(1) KMo Kα radiation, λ = 0.71073 ÅCell parameters from 6641 reflectionsθ = 3.0–29.5°µ = 0.13 mm−1T = 123 KBlock, pale-yellow0.35 × 0.30 × 0.20 mmData collection Oxford Diffraction Xcalibur E diffractometerRadiation source: fine-focus sealed tubeGraphite monochromatorω scans6641 measured reflections3319 independent reflections2706 reflections with I > 2σ(I)Rint = 0.020θmax = 29.5°, θmin = 3.0°supplementary materialssup-4Acta Cryst. (2014). E70, o17    h = −17→11k = −11→10l = −17→19Refinement Refinement on F2Least-squares matrix: fullR[F2 > 2σ(F2)] = 0.040wR(F2) = 0.098S = 1.043319 reflections222 parameters0 restraintsPrimary atom site location: structure-invariant direct methodsSecondary atom site location: difference Fourier mapHydrogen site location: inferred from neighbouring sitesH atoms treated by a mixture of independent and constrained refinementw = 1/[σ2(Fo2) + (0.0356P)2 + 0.5883P] where P = (Fo2 + 2Fc2)/3(Δ/σ)max < 0.001Δρmax = 0.32 e Å−3Δρmin = −0.33 e Å−3Special 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. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) x y z Uiso*/UeqO1 −0.02565 (8) 0.82147 (13) 0.96445 (8) 0.0165 (2)O2 −0.00317 (8) 0.97501 (13) 0.83848 (7) 0.0149 (2)O3 −0.14515 (10) 0.70025 (14) 0.76210 (9) 0.0245 (3)O4 −0.27370 (10) 0.70420 (14) 0.83088 (10) 0.0283 (3)O5 −0.44451 (10) 1.42910 (14) 0.70371 (9) 0.0253 (3)O6 0.32188 (10) 0.37636 (14) 0.95119 (9) 0.0256 (3)O7 0.45585 (9) 0.47549 (15) 1.08175 (8) 0.0246 (3)N1 −0.20884 (10) 0.77299 (16) 0.79668 (10) 0.0187 (3)N2 0.36621 (10) 0.48942 (16) 1.01005 (9) 0.0176 (3)C1 0.15564 (12) 0.83319 (18) 0.94637 (10) 0.0137 (3)C2 0.22771 (12) 0.96879 (18) 0.95875 (11) 0.0164 (3)H2 0.1973 1.0774 0.9445 0.020*C3 0.34317 (13) 0.94602 (19) 0.99163 (11) 0.0186 (3)H3 0.3921 1.0386 1.0017 0.022*C4 0.38658 (12) 0.78678 (19) 1.00971 (11) 0.0178 (3)H4 0.4656 0.7689 1.0333 0.021*C5 0.31330 (12) 0.65466 (18) 0.99296 (11) 0.0150 (3)C6 0.19555 (12) 0.66950 (18) 0.96223 (10) 0.0136 (3)C7 0.03361 (12) 0.87005 (17) 0.92016 (10) 0.0136 (3)C8 −0.11021 (12) 1.04391 (18) 0.81185 (10) 0.0131 (3)C9 −0.20853 (12) 0.95402 (18) 0.79489 (10) 0.0142 (3)C10 −0.31127 (12) 1.03321 (18) 0.77283 (10) 0.0149 (3)H10 −0.3771 0.9713 0.7660 0.018*supplementary materialssup-5Acta Cryst. (2014). E70, o17    C11 −0.31668 (12) 1.20438 (18) 0.76078 (10) 0.0149 (3)C12 −0.21895 (12) 1.29445 (18) 0.77370 (11) 0.0159 (3)H12 −0.2231 1.4110 0.7638 0.019*C13 −0.11619 (12) 1.21503 (18) 0.80080 (11) 0.0154 (3)H13 −0.0495 1.2775 0.8119 0.018*C14 −0.42791 (13) 1.2872 (2) 0.73352 (11) 0.0182 (3)H14 −0.4883 (14) 1.218 (2) 0.7426 (12) 0.016 (4)*C15 0.11801 (13) 0.52338 (19) 0.94709 (12) 0.0192 (3)H15A 0.0404 0.5625 0.9296 0.029*H15B 0.1396 0.4583 1.0097 0.029*H15C 0.1234 0.4540 0.8920 0.029*Atomic displacement parameters (Å2) U11 U22 U33 U12 U13 U23O1 0.0153 (5) 0.0170 (5) 0.0176 (5) 0.0003 (4) 0.0063 (4) 0.0016 (4)O2 0.0115 (5) 0.0170 (5) 0.0163 (5) 0.0026 (4) 0.0049 (4) 0.0043 (4)O3 0.0241 (6) 0.0169 (6) 0.0302 (6) 0.0036 (5) 0.0069 (5) −0.0063 (5)O4 0.0231 (6) 0.0180 (6) 0.0434 (7) −0.0044 (5) 0.0113 (5) 0.0059 (5)O5 0.0229 (6) 0.0217 (6) 0.0284 (6) 0.0090 (5) 0.0058 (5) 0.0012 (5)O6 0.0252 (6) 0.0184 (6) 0.0321 (6) 0.0025 (5) 0.0090 (5) −0.0027 (5)O7 0.0176 (6) 0.0309 (7) 0.0229 (6) 0.0082 (5) 0.0041 (5) 0.0080 (5)N1 0.0156 (6) 0.0138 (6) 0.0220 (7) −0.0015 (5) 0.0009 (5) −0.0005 (5)N2 0.0155 (6) 0.0202 (7) 0.0188 (6) 0.0041 (5) 0.0082 (5) 0.0040 (5)C1 0.0130 (7) 0.0165 (7) 0.0119 (6) 0.0006 (6) 0.0048 (5) −0.0002 (5)C2 0.0177 (7) 0.0148 (7) 0.0172 (7) 0.0006 (6) 0.0070 (6) 0.0001 (6)C3 0.0160 (7) 0.0184 (8) 0.0210 (7) −0.0037 (6) 0.0063 (6) −0.0015 (6)C4 0.0124 (7) 0.0224 (8) 0.0186 (7) 0.0005 (6) 0.0054 (6) −0.0004 (6)C5 0.0153 (7) 0.0163 (7) 0.0136 (7) 0.0037 (6) 0.0055 (5) 0.0022 (6)C6 0.0127 (7) 0.0164 (7) 0.0118 (6) 0.0000 (6) 0.0045 (5) 0.0004 (5)C7 0.0132 (7) 0.0115 (7) 0.0145 (7) 0.0009 (5) 0.0031 (5) −0.0010 (5)C8 0.0117 (7) 0.0158 (7) 0.0117 (6) 0.0026 (5) 0.0043 (5) 0.0009 (5)C9 0.0161 (7) 0.0103 (7) 0.0153 (7) −0.0009 (5) 0.0045 (5) −0.0001 (5)C10 0.0126 (7) 0.0166 (7) 0.0148 (7) −0.0013 (6) 0.0041 (5) 0.0000 (6)C11 0.0151 (7) 0.0163 (7) 0.0120 (7) 0.0022 (6) 0.0032 (5) −0.0011 (5)C12 0.0187 (7) 0.0123 (7) 0.0156 (7) 0.0016 (6) 0.0047 (6) 0.0005 (5)C13 0.0151 (7) 0.0152 (7) 0.0151 (7) −0.0026 (6) 0.0045 (5) 0.0004 (5)C14 0.0161 (7) 0.0204 (8) 0.0164 (7) 0.0026 (6) 0.0038 (6) −0.0037 (6)C15 0.0162 (7) 0.0152 (8) 0.0263 (8) −0.0004 (6) 0.0078 (6) 0.0022 (6)Geometric parameters (Å, º) O1—C7 1.2034 (17) C4—H4 0.9500O2—C7 1.3717 (17) C5—C6 1.408 (2)O2—C8 1.3923 (16) C6—C15 1.503 (2)O3—N1 1.2333 (16) C8—C13 1.389 (2)O4—N1 1.2269 (16) C8—C9 1.391 (2)O5—C14 1.2123 (19) C9—C10 1.387 (2)O6—N2 1.2276 (17) C10—C11 1.391 (2)O7—N2 1.2305 (16) C10—H10 0.9500supplementary materialssup-6Acta Cryst. (2014). E70, o17    N1—C9 1.4615 (19) C11—C12 1.395 (2)N2—C5 1.4745 (19) C11—C14 1.486 (2)C1—C2 1.398 (2) C12—C13 1.381 (2)C1—C6 1.405 (2) C12—H12 0.9500C1—C7 1.4913 (19) C13—H13 0.9500C2—C3 1.385 (2) C14—H14 0.992 (17)C2—H2 0.9500 C15—H15A 0.9800C3—C4 1.386 (2) C15—H15B 0.9800C3—H3 0.9500 C15—H15C 0.9800C4—C5 1.380 (2)C7—O2—C8 118.77 (11) C13—C8—C9 119.32 (13)O4—N1—O3 124.66 (13) C13—C8—O2 115.89 (13)O4—N1—C9 117.76 (13) C9—C8—O2 124.79 (13)O3—N1—C9 117.57 (12) C10—C9—C8 121.03 (13)O6—N2—O7 123.78 (13) C10—C9—N1 117.17 (13)O6—N2—C5 119.28 (12) C8—C9—N1 121.78 (13)O7—N2—C5 116.88 (13) C9—C10—C11 119.15 (14)C2—C1—C6 122.21 (13) C9—C10—H10 120.4C2—C1—C7 116.91 (13) C11—C10—H10 120.4C6—C1—C7 120.81 (13) C10—C11—C12 119.93 (14)C3—C2—C1 120.48 (14) C10—C11—C14 118.67 (14)C3—C2—H2 119.8 C12—C11—C14 121.39 (14)C1—C2—H2 119.8 C13—C12—C11 120.34 (14)C2—C3—C4 119.32 (14) C13—C12—H12 119.8C2—C3—H3 120.3 C11—C12—H12 119.8C4—C3—H3 120.3 C12—C13—C8 120.07 (14)C5—C4—C3 118.99 (14) C12—C13—H13 120.0C5—C4—H4 120.5 C8—C13—H13 120.0C3—C4—H4 120.5 O5—C14—C11 123.16 (15)C4—C5—C6 124.48 (14) O5—C14—H14 121.8 (10)C4—C5—N2 115.48 (13) C11—C14—H14 115.0 (10)C6—C5—N2 120.04 (13) C6—C15—H15A 109.5C1—C6—C5 114.42 (13) C6—C15—H15B 109.5C1—C6—C15 122.28 (13) H15A—C15—H15B 109.5C5—C6—C15 123.30 (13) C6—C15—H15C 109.5O1—C7—O2 123.29 (13) H15A—C15—H15C 109.5O1—C7—C1 126.50 (13) H15B—C15—H15C 109.5O2—C7—C1 110.16 (12)C6—C1—C2—C3 −2.7 (2) C6—C1—C7—O2 −131.49 (13)C7—C1—C2—C3 174.41 (13) C7—O2—C8—C13 128.15 (13)C1—C2—C3—C4 1.6 (2) C7—O2—C8—C9 −52.74 (18)C2—C3—C4—C5 1.0 (2) C13—C8—C9—C10 −3.7 (2)C3—C4—C5—C6 −2.8 (2) O2—C8—C9—C10 177.22 (12)C3—C4—C5—N2 177.60 (13) C13—C8—C9—N1 174.58 (13)O6—N2—C5—C4 −139.54 (14) O2—C8—C9—N1 −4.5 (2)O7—N2—C5—C4 37.86 (17) O4—N1—C9—C10 −37.16 (19)O6—N2—C5—C6 40.80 (19) O3—N1—C9—C10 141.65 (13)supplementary materialssup-7Acta Cryst. (2014). E70, o17    O7—N2—C5—C6 −141.79 (14) O4—N1—C9—C8 144.49 (14)C2—C1—C6—C5 1.0 (2) O3—N1—C9—C8 −36.7 (2)C7—C1—C6—C5 −175.99 (12) C8—C9—C10—C11 4.4 (2)C2—C1—C6—C15 −178.84 (13) N1—C9—C10—C11 −173.94 (13)C7—C1—C6—C15 4.2 (2) C9—C10—C11—C12 −1.8 (2)C4—C5—C6—C1 1.7 (2) C9—C10—C11—C14 177.84 (13)N2—C5—C6—C1 −178.63 (12) C10—C11—C12—C13 −1.5 (2)C4—C5—C6—C15 −178.42 (14) C14—C11—C12—C13 178.86 (13)N2—C5—C6—C15 1.2 (2) C11—C12—C13—C8 2.3 (2)C8—O2—C7—O1 7.4 (2) C9—C8—C13—C12 0.3 (2)C8—O2—C7—C1 −170.43 (12) O2—C8—C13—C12 179.48 (12)C2—C1—C7—O1 −126.35 (16) C10—C11—C14—O5 −166.20 (14)C6—C1—C7—O1 50.8 (2) C12—C11—C14—O5 13.4 (2)C2—C1—C7—O2 51.37 (16)Hydrogen-bond geometry (Å, º) D—H···A D—H H···A D···A D—H···AC10—H10···O5i 0.95 2.48 3.3457 (18) 152C12—H12···O4ii 0.95 2.71 3.5321 (19) 145Symmetry codes: (i) −x−1, y−1/2, −z+3/2; (ii) x, y+1, z.

Acta Cryst. A64, 112–122. organic compounds Acta Cryst.

CrysAlis PRO. Oxford Diffraction Ltd,

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) xy z U iso*/Ueq

4-Formyl-2-nitrophenyl 3-nitro-2-methylbenzoate

In the title formyl nitro aryl benzoate derivative, C15H10N2O7, the benzene rings form a dihedral angle of 4.96 (3)°. The mean plane of the central ester group, C—O—C–(=O)—C (r.m.s. deviation = 0.0484 Å), is twisted away from the formyl nitro aryl and benzoate rings by 46.61 (5) and 49.93 (5)°, respectively. In the crystal, the molecules are packed forming C—H...O interactions in chains which propagate along [010]. Edge-fused R33(15) rings are generated along this direction

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Acta Crystallographica Section E Structure Reports Online

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4-Formyl-2-nitrophenyl 3-nitro-2-methylbenzoate

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