#------------------------------------------------------------------------------ #$Date: 2014-07-12 07:06:18 +0300 (Sat, 12 Jul 2014) $ #$Revision: 120112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/20/11/7201187.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7201187 loop_ _publ_author_name 'Nizhnik, Yakov P.' 'Lu, Jianjiang' 'Rosokha, Sergiy V.' 'Kochi, Jay K.' _publ_section_title ; Trimorphism of a model carcinogen 4-nitroquinoline-N-oxide ; _journal_issue 11 _journal_name_full CrystEngComm _journal_page_first 2400 _journal_volume 11 _journal_year 2009 _chemical_formula_moiety 'C9 H6 N2 O3' _chemical_formula_sum 'C9 H6 N2 O3' _chemical_formula_weight 190.16 _chemical_name_systematic ; ? ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.0709(10) _cell_length_b 6.1246(12) _cell_length_c 25.500(5) _cell_measurement_temperature 173(2) _cell_volume 792.0(3) _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_collection 'SMART (Bruker, 2003)' _computing_data_reduction 'SAINT & SADABS (Bruker, 2003)' _computing_molecular_graphics 'XP (Bruker, 1999)' _computing_publication_material 'SHELXL, XCIF (Bruker, 1999)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Bruker, 2003)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.976 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_method 'omega-scan, full sphere' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 5994 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.60 _diffrn_reflns_theta_min 1.60 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_T_max 0.9902 _exptl_absorpt_correction_T_min 0.9758 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2003)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 392 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.244 _refine_diff_density_min -0.182 _refine_diff_density_rms 0.053 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 127 _refine_ls_number_reflns 2335 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.051 _refine_ls_R_factor_all 0.0865 _refine_ls_R_factor_gt 0.0586 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0376P)^2^+0.0972P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0995 _refine_ls_wR_factor_ref 0.1100 _reflns_number_gt 1696 _reflns_number_total 2335 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file b905845a.txt _[local]_cod_data_source_block yak13 _cod_database_code 7201187 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.2435(3) -0.3112(2) 0.10055(7) 0.0495(5) Uani 1 1 d . . . O3 O 0.1494(3) 0.5704(3) 0.19597(6) 0.0470(5) Uani 1 1 d . . . O2 O -0.2358(3) 0.5332(3) 0.23031(7) 0.0459(4) Uani 1 1 d . . . N1 N -0.2020(4) -0.1245(3) 0.12238(8) 0.0359(5) Uani 1 1 d . . . N2 N -0.0608(3) 0.4728(3) 0.20042(7) 0.0330(4) Uani 1 1 d . . . C1 C -0.3497(4) -0.0566(4) 0.16264(9) 0.0369(5) Uani 1 1 d . . . H1 H -0.4899 -0.1464 0.1747 0.044 Uiso 1 1 calc R . . C2 C -0.3034(4) 0.1409(4) 0.18717(8) 0.0319(5) Uani 1 1 d . . . H2 H -0.4108 0.1849 0.2158 0.038 Uiso 1 1 calc R . . C3 C -0.1036(4) 0.2729(3) 0.17035(8) 0.0260(4) Uani 1 1 d . . . C4 C 0.0557(4) 0.2143(3) 0.12652(8) 0.0259(5) Uani 1 1 d . . . C5 C 0.2576(4) 0.3407(3) 0.10330(8) 0.0291(5) Uani 1 1 d . . . H5 H 0.2968 0.4808 0.1173 0.035 Uiso 1 1 calc R . . C6 C 0.3977(4) 0.2660(4) 0.06120(8) 0.0359(5) Uani 1 1 d . . . H6 H 0.5324 0.3545 0.0464 0.043 Uiso 1 1 calc R . . C7 C 0.3450(4) 0.0611(4) 0.03963(8) 0.0402(6) Uani 1 1 d . . . H7 H 0.4452 0.0103 0.0106 0.048 Uiso 1 1 calc R . . C8 C 0.1500(4) -0.0662(4) 0.06011(9) 0.0380(5) Uani 1 1 d . . . H8 H 0.1138 -0.2056 0.0454 0.046 Uiso 1 1 calc R . . C9 C 0.0033(4) 0.0094(3) 0.10295(9) 0.0289(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0508(10) 0.0242(9) 0.0734(12) -0.0043(8) -0.0169(10) -0.0069(8) O3 0.0405(9) 0.0535(11) 0.0471(9) -0.0155(9) 0.0012(8) -0.0161(8) O2 0.0429(9) 0.0498(11) 0.0450(9) -0.0092(8) 0.0088(8) 0.0109(9) N1 0.0320(9) 0.0260(10) 0.0495(12) 0.0029(9) -0.0131(8) -0.0020(8) N2 0.0326(9) 0.0358(11) 0.0306(9) 0.0013(8) -0.0019(8) 0.0032(8) C1 0.0255(10) 0.0379(14) 0.0473(13) 0.0142(12) -0.0033(10) -0.0045(10) C2 0.0250(10) 0.0385(13) 0.0321(12) 0.0094(10) -0.0015(8) 0.0009(9) C3 0.0233(9) 0.0268(12) 0.0279(10) 0.0028(9) -0.0037(8) 0.0014(8) C4 0.0231(9) 0.0281(12) 0.0265(10) 0.0033(9) -0.0051(8) 0.0019(9) C5 0.0275(10) 0.0299(11) 0.0300(11) 0.0038(9) -0.0044(9) -0.0035(9) C6 0.0313(11) 0.0441(15) 0.0322(11) 0.0066(11) 0.0018(10) 0.0036(10) C7 0.0398(12) 0.0508(16) 0.0300(11) -0.0020(11) 0.0019(10) 0.0123(11) C8 0.0425(12) 0.0320(13) 0.0396(12) -0.0088(11) -0.0108(11) 0.0079(10) C9 0.0272(10) 0.0263(12) 0.0331(11) 0.0017(10) -0.0095(8) 0.0019(9) 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 N1 C1 121.1(2) . . ? O1 N1 C9 118.9(2) . . ? C1 N1 C9 120.05(19) . . ? O2 N2 O3 122.62(19) . . ? O2 N2 C3 118.10(17) . . ? O3 N2 C3 119.25(18) . . ? N1 C1 C2 121.6(2) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? C3 C2 C1 120.2(2) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 121.2(2) . . ? C2 C3 N2 116.22(19) . . ? C4 C3 N2 122.57(17) . . ? C5 C4 C9 116.31(19) . . ? C5 C4 C3 126.96(19) . . ? C9 C4 C3 116.71(19) . . ? C6 C5 C4 121.5(2) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 120.8(2) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C8 C7 C6 120.1(2) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 119.7(2) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C8 C9 N1 118.2(2) . . ? C8 C9 C4 121.6(2) . . ? N1 C9 C4 120.18(19) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 N1 1.289(2) . ? O3 N2 1.227(2) . ? O2 N2 1.227(2) . ? N1 C1 1.337(3) . ? N1 C9 1.415(3) . ? N2 C3 1.461(3) . ? C1 C2 1.382(3) . ? C1 H1 0.9500 . ? C2 C3 1.365(3) . ? C2 H2 0.9500 . ? C3 C4 1.425(3) . ? C4 C5 1.414(3) . ? C4 C9 1.417(3) . ? C5 C6 1.366(3) . ? C5 H5 0.9500 . ? C6 C7 1.396(3) . ? C6 H6 0.9500 . ? C7 C8 1.363(3) . ? C7 H7 0.9500 . ? C8 C9 1.400(3) . ? C8 H8 0.9500 . ? _journal_paper_doi 10.1039/b905845a