#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003722.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2003722 loop_ _publ_author_name 'Sharma, C. V. K.' 'Panneerselvam, K.' 'Desiraju, G. R.' 'Pilati, T.' _publ_section_title ; Methyl 3,5-Dinitro-trans-cinnamate ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1364 _journal_page_last 1366 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C10 H8 N2 O6' _chemical_formula_weight 252.18 _chemical_melting_point 433 _chemical_name_common 'methyl 3,5-nitro-trans-cinnamate' _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.56(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.842(2) _cell_length_b 16.848(4) _cell_length_c 13.489(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20 _cell_measurement_theta_min 10 _cell_volume 1100.4(6) _computing_cell_refinement 'Nicolet-Siemens P3 diffractometer software' _computing_data_collection 'Nicolet-Siemens P3 diffractometer software' _computing_molecular_graphics ; ORTEPII (Johnson, 1976) and PLUTO (Motherwell & Clegg, 1978) ; _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Nicolet-Siemens P3' _diffrn_measurement_method w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_sigmaI/netI 0.2410 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 1932 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 1.93 _diffrn_standards_decay_% 2.5 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.129 _exptl_absorpt_correction_type none _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.522 _exptl_crystal_description needles _exptl_crystal_F_000 520 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.247 _refine_diff_density_min -0.176 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.998 _refine_ls_goodness_of_fit_obs 1.228 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_matrix_type full _refine_ls_number_parameters 195 _refine_ls_number_reflns 1932 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.998 _refine_ls_restrained_S_obs 1.228 _refine_ls_R_factor_all 0.0938 _refine_ls_R_factor_obs 0.0476 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0695P)^2^] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.1295 _refine_ls_wR_factor_obs 0.1175 _reflns_number_observed 1136 _reflns_number_total 1932 _reflns_observed_criterion >2\s(I) _[local]_cod_data_source_file se1059.cif _[local]_cod_data_source_block ester _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '433 K' was changed to '433' - the value should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2003722 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0479(13) 0.0557(15) 0.0523(14) 0.0061(11) 0.0049(10) -0.0005(11) C2 0.0548(15) 0.049(2) 0.063(2) -0.0005(12) 0.0085(12) 0.0018(13) C3 0.0476(13) 0.060(2) 0.0549(14) 0.0026(11) 0.0083(11) 0.0030(12) C4 0.0534(15) 0.064(2) 0.058(2) 0.0127(12) 0.0087(12) -0.0032(13) C5 0.0611(15) 0.0490(14) 0.063(2) 0.0079(11) 0.0064(13) 0.0032(12) C6 0.057(2) 0.054(2) 0.059(2) 0.0030(12) 0.0109(13) 0.0041(12) C7 0.058(2) 0.057(2) 0.0544(15) -0.0026(12) 0.0122(12) 0.0020(12) C8 0.066(2) 0.057(2) 0.077(2) -0.0060(13) 0.0256(15) -0.0021(14) C9 0.060(2) 0.063(2) 0.064(2) 0.0006(13) 0.0137(13) -0.0007(13) C10 0.110(3) 0.070(2) 0.090(3) 0.008(2) 0.036(2) -0.022(2) N1 0.0618(13) 0.078(2) 0.0658(15) 0.0016(12) 0.0177(11) 0.0010(13) N2 0.086(2) 0.0543(14) 0.082(2) 0.0070(12) 0.0224(14) -0.0003(12) O1 0.115(2) 0.0712(15) 0.119(2) -0.0174(12) 0.0592(14) -0.0003(12) O2 0.0743(13) 0.100(2) 0.0811(14) 0.0100(11) 0.0330(11) 0.0007(12) O3 0.163(3) 0.0612(13) 0.159(2) -0.0181(13) 0.093(2) -0.0092(13) O4 0.104(2) 0.0623(12) 0.131(2) 0.0228(11) 0.0352(15) -0.0102(12) O5 0.0888(14) 0.0593(12) 0.0943(15) -0.0070(9) 0.0391(11) -0.0157(10) O6 0.1012(14) 0.0685(12) 0.0888(14) 0.0035(10) 0.0489(12) 0.0031(10) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_occupancy _atom_site_type_symbol C1 0.4867(5) 0.00069(14) 0.1782(2) 0.0519(6) Uani d 1 C C2 0.2879(5) -0.0321(2) 0.2409(2) 0.0557(6) Uani d 1 C C3 0.1450(4) 0.01628(14) 0.3045(2) 0.0542(6) Uani d 1 C C4 0.1867(5) 0.0964(2) 0.3094(2) 0.0582(7) Uani d 1 C C5 0.3844(5) 0.12769(14) 0.2486(2) 0.0576(6) Uani d 1 C C6 0.5339(5) 0.08187(15) 0.1836(2) 0.0568(6) Uani d 1 C C7 0.6499(5) -0.0470(2) 0.1086(2) 0.0563(6) Uani d 1 C C8 0.6507(6) -0.1237(2) 0.0999(2) 0.0664(8) Uani d 1 C C9 0.8277(5) -0.1658(2) 0.0291(2) 0.0624(7) Uani d 1 C C10 0.9649(10) -0.2915(3) -0.0301(3) 0.0898(11) Uani d 1 C N1 -0.0642(4) -0.0193(2) 0.3690(2) 0.0684(6) Uani d 1 N N2 0.4429(5) 0.21349(13) 0.2529(2) 0.0740(7) Uani d 1 N O1 -0.0855(5) -0.09054(14) 0.3697(2) 0.1015(8) Uani d 1 O O2 -0.2077(4) 0.02533(12) 0.4179(2) 0.0849(6) Uani d 1 O O3 0.6481(6) 0.23766(12) 0.2135(2) 0.1272(11) Uani d 1 O O4 0.2862(5) 0.25531(11) 0.2984(2) 0.0991(8) Uani d 1 O O5 0.7900(4) -0.24360(11) 0.03205(14) 0.0806(6) Uani d 1 O O6 0.9876(4) -0.13403(11) -0.02541(15) 0.0859(7) Uani d 1 O H2 0.249(5) -0.0825(14) 0.2383(17) 0.051(7) Uiso d 1 H H4 0.093(5) 0.1262(15) 0.3489(19) 0.063(8) Uiso d 1 H H6 0.657(5) 0.1034(14) 0.1439(18) 0.060(7) Uiso d 1 H H7 0.768(5) -0.0174(15) 0.0681(19) 0.067(7) Uiso d 1 H H8 0.549(6) -0.1560(18) 0.137(2) 0.089(10) Uiso d 1 H H101 0.926(8) -0.341(3) -0.019(3) 0.118(14) Uiso d 1 H H102 0.924(7) -0.280(2) -0.098(3) 0.115(13) Uiso d 1 H H103 1.151(8) -0.282(2) -0.010(3) 0.127(16) Uiso d 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C6 C1 C2 118.1(2) yes C6 C1 C7 118.9(2) yes C2 C1 C7 123.0(2) yes C3 C2 C1 119.7(2) yes C3 C2 H2 119.5(15) ? C1 C2 H2 120.8(15) ? C4 C3 C2 122.8(2) yes C4 C3 N1 118.5(2) yes C2 C3 N1 118.8(2) yes C3 C4 C5 117.1(2) yes C3 C4 H4 121.8(16) ? C5 C4 H4 121.2(16) ? C4 C5 C6 122.6(2) yes C4 C5 N2 119.2(2) yes C6 C5 N2 118.2(2) yes C5 C6 C1 119.9(2) yes C5 C6 H6 121.1(16) ? C1 C6 H6 119.0(16) ? C8 C7 C1 127.2(2) yes C8 C7 H7 118.4(15) ? C1 C7 H7 114.5(15) ? C7 C8 C9 122.7(3) yes C7 C8 H8 123.6(19) ? C9 C8 H8 113.6(19) ? O6 C9 O5 123.4(2) yes O6 C9 C8 124.5(3) yes O5 C9 C8 112.1(2) yes O5 C10 H101 108.(3) ? O5 C10 H102 109.(2) ? H101 C10 H102 108.(3) ? O5 C10 H103 108.(2) ? H101 C10 H103 109.(4) ? H102 C10 H103 115.(3) ? O1 N1 O2 124.1(2) yes O1 N1 C3 118.1(2) yes O2 N1 C3 117.8(2) yes O3 N2 O4 123.6(2) yes O3 N2 C5 118.3(2) yes O4 N2 C5 118.1(2) yes C9 O5 C10 117.0(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C6 1.388(3) yes C1 C2 1.401(3) yes C1 C7 1.472(3) yes C2 C3 1.376(3) yes C2 H2 0.87(2) ? C3 C4 1.366(3) yes C3 N1 1.470(3) yes C4 C5 1.372(3) yes C4 H4 0.86(3) ? C5 C6 1.378(3) yes C5 N2 1.474(3) yes C6 H6 0.88(2) ? C7 C8 1.298(3) yes C7 H7 0.94(3) ? C8 C9 1.472(3) yes C8 H8 0.89(3) ? C9 O6 1.199(3) yes C9 O5 1.324(3) yes C10 O5 1.444(4) yes C10 H101 0.87(4) ? C10 H102 0.95(4) ? C10 H103 0.95(4) ? N1 O1 1.204(3) yes N1 O2 1.221(3) yes N2 O3 1.202(3) yes N2 O4 1.207(3) yes