#------------------------------------------------------------------------------ #$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/69/2006903.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_2006903 loop_ _publ_author_name 'Kanno, Hideaki' 'Omotera, Yasuyoshi' 'Iijima, Kinya' _publ_section_title ; 2,2'-Bipyridine 1,1'-Dioxide ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 149 _journal_page_last 151 _journal_paper_doi 10.1107/S0108270197013814 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C10 H8 N2 O2' _chemical_formula_sum 'C10 H8 N2 O2' _chemical_formula_weight 188.19 _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' _atom_type_scat_source IntTabIV _audit_creation_method 'manual editing of form.cif' _cell_angle_alpha 90 _cell_angle_beta 104.67(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.616(4) _cell_length_b 5.336(2) _cell_length_c 12.571(4) _cell_measurement_reflns_used 22 _cell_measurement_temperature 294 _cell_measurement_theta_max 17.4 _cell_measurement_theta_min 15.6 _cell_volume 818.7(5) _computing_cell_refinement 'MXC (MacScience Co. Ltd, 1989)' _computing_data_collection MXC _computing_data_reduction 'CRYSTAN (Gilmore & Brown, 1988)' _computing_molecular_graphics 'ORTEP (Johnson, 1965) in CRYSTAN' _computing_publication_material CRYSTAN _computing_structure_refinement CRYSTAN _computing_structure_solution CRYSTAN _diffrn_measurement_device 'Mac Science MXC3' _diffrn_measurement_method 2\q/\w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.018 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 1122 _diffrn_reflns_theta_max 26.43 _diffrn_standards_decay_% <1% _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_meas 1.53 _exptl_crystal_density_method 'flotation in a mixture of chloroform and 1,2-dibromoethane' _exptl_crystal_description block _exptl_crystal_F_000 392 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.23 _refine_diff_density_min -0.34 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.836 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 64 _refine_ls_number_reflns 839 _refine_ls_R_factor_gt 0.056 _refine_ls_shift/su_max 0.0001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.0005F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.069 _reflns_number_gt 839 _reflns_number_total 870 _reflns_threshold_expression I>1.25\s(I) _cod_data_source_file bk1357.cif _cod_data_source_block bpdo _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2006903 loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z -X+0.5,-Y+0.5,-Z +X+0.5,+Y+0.5,+Z -X,+Y,-Z+0.5 +X,-Y,+Z+0.5 +X+0.5,-Y+0.5,+Z+0.5 -X+0.5,+Y+0.5,-Z+0.5 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol O1 -.05395(8) .13908(19) .12704(8) .0360(5) Uani O N1 .02490(8) .3017(2) .13660(8) .0261(5) Uani N C1 .03792(10) .4877(2) .21390(10) .0254(6) Uani C C2 .11540(11) .6734(2) .21888(11) .0317(6) Uani C C3 .18400(11) .6660(3) .14877(12) .0361(7) Uani C C4 .17159(11) .4726(3) .07353(12) .0355(7) Uani C C5 .09287(11) .2935(3) .06735(11) .0328(7) Uani C H2 .12180 .80674 .27137 .050 Uiso H H3 .23887 .79255 .15225 .050 Uiso H H4 .21929 .45956 .02493 .050 Uiso H H5 .08480 .16173 .01388 .050 Uiso H 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 _atom_site_aniso_type_symbol O1 .0382(6) .0329(6) .0355(6) -.0133(4) .0137(4) -.0063(4) O N1 .0271(6) .0244(6) .0252(6) -.0004(4) .0080(4) .0012(4) N C1 .0249(6) .0236(6) .0261(6) .0019(5) .0077(5) .0006(5) C C2 .0288(7) .0293(7) .0349(7) -.0034(6) .0088(6) -.0034(6) C C3 .0287(7) .0331(8) .0452(8) -.0033(6) .0143(6) .0034(6) C C4 .0315(7) .0373(8) .0378(8) .0032(6) .0180(6) .0037(6) C C5 .0352(7) .0341(7) .0284(7) .0016(6) .0137(6) -.0009(6) C loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 N1 C1 . . 120.00(10) yes O1 N1 C5 . . 120.5(2) yes C1 N1 C5 . . 119.5(2) yes N1 C1 C1 . 5_555 117.1(2) yes N1 C1 C2 . . 120.5(2) yes C1 C1 C2 5_555 . 122.2(2) yes C1 C2 C3 . . 120.0(2) yes C2 C3 C4 . . 118.5(2) yes C3 C4 C5 . . 121.1(2) yes N1 C5 C4 . . 120.3(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 N1 . . 1.302(2) yes N1 C1 . . 1.369(2) yes N1 C5 . . 1.369(2) yes C1 C1 . 5_555 1.476(2) yes C1 C2 . . 1.382(2) yes C2 C3 . . 1.383(2) yes C3 C4 . . 1.382(3) yes C4 C5 . . 1.366(2) yes 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_site_symmetry_1 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 N1 C1 C2 . . . -174.6(2) no O1 N1 C5 C4 . . . 176.3(2) no C5 N1 C1 C2 . . . 3.2(2) no C1 N1 C5 C4 . . . -1.5(2) no C1 C1 N1 O1 5 . . 2.0(2) no C1 C1 N1 C5 5 . . 179.8(2) no N1 C1 C2 C3 . . . -3.0(2) no C1 C1 C2 C3 5 . . -179.5(2) no C1 C2 C3 C4 . . . 1.1(2) no C2 C3 C4 C5 . . . 0.6(2) no C3 C4 C5 N1 . . . -0.4(2) no N1 C1 C1 N1 . 5 5 70.9(2) no C2 C1 C1 C2 . 5 5 64.1(2) no