#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2005290.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_2005290 loop_ _publ_author_name 'Ellena, J.' 'Punte, G.' 'Rivero, B. E.' _publ_section_title ; 4-Methyl-2-nitroaniline ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2074 _journal_page_last 2076 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C7 H8 N2 O2' _chemical_formula_weight 152.15 _chemical_name_systematic ; 2-Nitro-4-methylaniline ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 103.84(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 13.401(4) _cell_length_b 9.103(2) _cell_length_c 12.375(8) _cell_measurement_reflns_used 16 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 18.5 _cell_measurement_theta_min 9 _cell_volume 1465.8(11) _computing_cell_refinement CAD-4 _computing_data_collection 'CAD-4 (Enraf-Nonius, 1993)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'PLUTON (Speck, 1990)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device CAD-4 _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1428 _diffrn_reflns_theta_max 27.96 _diffrn_reflns_theta_min 2.73 _diffrn_standards_decay_% 3 _diffrn_standards_interval_time 100 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.379 _exptl_crystal_description prism _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.145 _refine_diff_density_min -0.152 _refine_ls_extinction_coef 0.00063(8) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.380 _refine_ls_goodness_of_fit_obs 1.458 _refine_ls_hydrogen_treatment 'refall except methyl hydrogens (riding)' _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 119 _refine_ls_number_reflns 1077 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.346 _refine_ls_restrained_S_obs 1.458 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_obs 0.0533 _refine_ls_shift/esd_max 0.007 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0000P)^2^+1.2500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.0937 _refine_ls_wR_factor_obs 0.0729 _reflns_number_observed 791 _reflns_number_total 1428 _reflns_observed_criterion >2\s(I) _[local]_cod_data_source_file pa1210.cif _[local]_cod_data_source_block 2n4ma _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1465.7(11) _cod_database_code 2005290 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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 O1 0.112(2) 0.103(2) 0.0625(14) 0.015(2) 0.0309(14) 0.0121(14) O2 0.086(2) 0.069(2) 0.100(2) 0.0003(15) 0.0181(13) 0.0179(14) N2 0.057(2) 0.066(2) 0.070(2) 0.0025(15) 0.0115(14) 0.0079(15) N1 0.096(2) 0.079(2) 0.084(2) 0.000(2) 0.020(2) -0.027(2) C2 0.047(2) 0.055(2) 0.0486(15) -0.0003(14) 0.0126(13) 0.0034(13) C1 0.050(2) 0.064(2) 0.063(2) 0.004(2) 0.0130(14) -0.011(2) C6 0.067(2) 0.103(3) 0.056(2) -0.001(2) 0.020(2) -0.006(2) C5 0.062(2) 0.094(3) 0.071(2) -0.004(2) 0.021(2) 0.024(2) C4 0.051(2) 0.060(2) 0.081(2) 0.000(2) 0.015(2) 0.009(2) C3 0.054(2) 0.060(2) 0.056(2) -0.002(2) 0.0114(15) -0.0044(15) C7 0.088(3) 0.060(2) 0.139(4) 0.002(2) 0.023(3) 0.014(2) 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_refinement_flags _atom_site_occupancy _atom_site_type_symbol O1 0.1015(2) 0.1897(3) 1.1253(2) 0.0910(8) Uani d . 1 O O2 0.1164(2) -0.0065(3) 1.0340(2) 0.0855(8) Uani d . 1 O N2 0.1118(2) 0.1286(3) 1.0397(2) 0.0651(7) Uani d . 1 N N1 0.1303(3) 0.0084(4) 0.8276(3) 0.0867(10) Uani d . 1 N C2 0.1190(2) 0.2184(3) 0.9467(2) 0.0498(7) Uani d . 1 C C1 0.1270(2) 0.1545(3) 0.8469(2) 0.0593(8) Uani d . 1 C C6 0.1358(3) 0.2548(5) 0.7637(3) 0.0745(10) Uani d . 1 C C5 0.1361(3) 0.4010(5) 0.7782(3) 0.0745(10) Uani d . 1 C C4 0.1275(2) 0.4630(3) 0.8797(3) 0.0645(9) Uani d . 1 C C3 0.1183(2) 0.3694(3) 0.9615(2) 0.0569(8) Uani d . 1 C C7 0.1301(3) 0.6265(4) 0.8942(3) 0.0964(13) Uani d . 1 C H71 0.1933(3) 0.6781(4) 0.8797(3) 0.185(12) Uiso d R 1 H H72 0.1227(3) 0.6530(4) 0.9670(3) 0.185(12) Uiso d R 1 H H73 0.0690(3) 0.6833(4) 0.8600(3) 0.185(12) Uiso d R 1 H H5 0.147(2) 0.475(4) 0.721(3) 0.097(6) Uiso d . 1 H H11 0.122(3) -0.058(5) 0.886(3) 0.140(12) Uiso d . 1 H H3 0.114(2) 0.402(3) 1.034(3) 0.097(6) Uiso d . 1 H H12 0.121(3) -0.015(5) 0.761(3) 0.140(12) Uiso d . 1 H H6 0.136(2) 0.210(4) 0.697(3) 0.097(6) 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 O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 8 0 0 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 O1 N2 O2 121.1(3) yes O1 N2 C2 118.4(3) yes O2 N2 C2 120.5(3) yes C1 N1 H11 118.(3) no C1 N1 H12 115.(3) no H11 N1 H12 125.(4) no C3 C2 C1 122.4(3) yes C3 C2 N2 117.1(3) yes C1 C2 N2 120.6(3) yes N1 C1 C2 125.4(3) yes N1 C1 C6 119.9(3) yes C2 C1 C6 114.7(3) yes C5 C6 C1 123.0(3) yes C5 C6 H6 124.(2) no C1 C6 H6 113.(2) no C6 C5 C4 121.3(3) yes C6 C5 H5 124.1(18) no C4 C5 H5 114.5(18) no C3 C4 C5 117.2(3) yes C3 C4 C7 122.7(3) yes C5 C4 C7 120.1(3) yes C4 C3 C2 121.4(3) yes C4 C3 H3 122.9(19) no C2 C3 H3 115.6(19) no C4 C7 H71 115.6(2) no C4 C7 H72 111.0(2) no H71 C7 H72 109.0 no C4 C7 H73 118.8(2) no H71 C7 H73 108.9 no H72 C7 H73 90.6 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 N2 1.232(3) yes O2 N2 1.235(3) yes N2 C2 1.434(3) yes N1 C1 1.354(4) yes N1 H11 0.97(4) no N1 H12 0.83(4) no C2 C3 1.387(4) yes C2 C1 1.392(4) yes C1 C6 1.401(4) yes C6 C5 1.343(5) yes C6 H6 0.92(3) no C5 C4 1.406(4) yes C5 H5 1.02(3) no C4 C3 1.351(4) yes C4 C7 1.498(4) yes C3 H3 0.97(3) no C7 H71 1.02 no C7 H72 0.96 no C7 H73 0.98 no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag O1 N2 C2 C3 2.8(4) no O2 N2 C2 C3 -176.8(3) no O1 N2 C2 C1 -177.7(3) no O2 N2 C2 C1 2.7(4) no C3 C2 C1 N1 178.5(3) no N2 C2 C1 N1 -0.9(5) no C3 C2 C1 C6 0.8(4) no N2 C2 C1 C6 -178.6(3) no N1 C1 C6 C5 -178.1(4) no C2 C1 C6 C5 -0.3(5) no C1 C6 C5 C4 0.1(6) no C6 C5 C4 C3 -0.5(5) no C6 C5 C4 C7 178.8(4) no C5 C4 C3 C2 1.1(5) no C7 C4 C3 C2 -178.2(3) no C1 C2 C3 C4 -1.3(5) no N2 C2 C3 C4 178.2(3) no