#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/14/2011480.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_2011480 loop_ _publ_author_name 'Cannon, Debbie' 'Glidewell, Christopher' 'Low, John N.' 'Wardell, James L.' _publ_section_title ; Bis(3-nitrophenyl) disulfide forms no C---H···O hydrogen bonds ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1267 _journal_page_last 1268 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C12 H8 N2 O4 S2' _chemical_formula_weight 308.32 _chemical_name_systematic ; Bis-(3-nitrophenyl) disulfide ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 120.0700(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.6731(9) _cell_length_b 8.9078(6) _cell_length_c 12.4539(8) _cell_measurement_reflns_used 2212 _cell_measurement_temperature 306(2) _cell_measurement_theta_max 24.917 _cell_measurement_theta_min 2.862 _cell_volume 1312.70(15) _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_collection 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_molecular_graphics 'PLATON (Spek, 2000)' _computing_publication_material 'SHELXL97 and WordPerfect macro PRPKAPPA (Ferguson, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 306(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker 1000 CCD' _diffrn_measurement_method \f-\w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .018 _diffrn_reflns_av_sigmaI/netI .0150 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4030 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.86 _diffrn_standards_decay_% negligible _exptl_absorpt_coefficient_mu .419 _exptl_absorpt_correction_T_max .940 _exptl_absorpt_correction_T_min .831 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 1997)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 632 _exptl_crystal_size_max .47 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .16 _refine_diff_density_max .180 _refine_diff_density_min -.153 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 91 _refine_ls_number_reflns 1156 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all .036 _refine_ls_R_factor_gt .030 _refine_ls_shift/su_max .005 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0576P)^2^+0.2399P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .089 _reflns_number_gt 983 _reflns_number_total 1156 _reflns_threshold_expression >2\s(I) _[local]_cod_data_source_file sk1410.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_database_code 2011480 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -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' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z+1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 .02628(4) .33466(6) .18704(4) .0621(2) Uani d . 1 . . S C1 -.06472(13) .2079(2) .06750(14) .0473(4) Uani d . 1 . . C C2 -.14224(13) .11524(19) .07274(14) .0460(4) Uani d . 1 . . C C3 -.20767(13) .02443(19) -.02873(14) .0452(4) Uani d . 1 . . C N3 -.29339(12) -.07141(17) -.02498(14) .0535(4) Uani d . 1 . . N O31 -.34811(13) -.15644(17) -.11204(14) .0717(4) Uani d . 1 . . O O32 -.30734(12) -.06137(18) .06422(12) .0711(4) Uani d . 1 . . O C4 -.19806(14) .0228(2) -.13356(15) .0542(4) Uani d . 1 . . C C5 -.12072(17) .1180(2) -.13717(16) .0618(5) Uani d . 1 . . C C6 -.05410(15) .2104(2) -.03857(16) .0577(5) Uani d . 1 . . C H2 -.1507 .1134 .1423 .055 Uiso calc R 1 . . H H4 -.2424 -.0406 -.1997 .065 Uiso calc R 1 . . H H5 -.1133 .1201 -.2074 .074 Uiso calc R 1 . . H H6 -.0022 .2743 -.0424 .069 Uiso calc R 1 . . 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 S1 .0642(3) .0642(4) .0471(3) -.0130(2) .0198(2) .0018(2) C1 .0438(8) .0521(9) .0409(8) .0051(7) .0175(7) .0065(7) C2 .0490(9) .0513(9) .0373(8) .0065(7) .0213(7) .0055(7) C3 .0430(8) .0481(9) .0429(8) .0063(7) .0203(7) .0059(7) N3 .0528(8) .0539(9) .0503(8) .0000(7) .0233(7) .0026(7) O31 .0736(9) .0718(9) .0653(8) -.0192(7) .0314(7) -.0144(7) O32 .0765(9) .0895(11) .0596(8) -.0177(8) .0433(7) -.0015(7) C4 .0558(10) .0637(11) .0414(9) .0015(8) .0230(8) -.0023(8) C5 .0666(11) .0816(13) .0469(10) .0006(10) .0357(9) .0015(9) C6 .0533(10) .0698(12) .0531(10) -.0028(9) .0290(8) .0076(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 C1 . 1.7840(17) no S1 S1 2 2.0260(10) no C1 C2 . 1.371(2) no C1 C6 . 1.400(2) no C2 C3 . 1.385(2) no C2 H2 . .9300 no C3 C4 . 1.376(2) no C3 N3 . 1.470(2) no N3 O32 . 1.221(2) no N3 O31 . 1.223(2) no C4 C5 . 1.374(3) no C4 H4 . .9300 no C5 C6 . 1.376(3) no C5 H5 . .9300 no C6 H6 . .9300 no loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 S1 S1 2 106.05(6) no C2 C1 C6 . 120.18(16) no C2 C1 S1 . 125.03(13) no C6 C1 S1 . 114.77(14) no C1 C2 C3 . 118.02(15) no C1 C2 H2 . 121.0 no C3 C2 H2 . 121.0 no C4 C3 C2 . 123.13(16) no C4 C3 N3 . 118.74(15) no C2 C3 N3 . 118.10(14) no O32 N3 O31 . 123.15(16) no O32 N3 C3 . 118.49(14) no O31 N3 C3 . 118.35(15) no C5 C4 C3 . 117.75(16) no C5 C4 H4 . 121.1 no C3 C4 H4 . 121.1 no C6 C5 C4 . 121.07(16) no C6 C5 H5 . 119.5 no C4 C5 H5 . 119.5 no C5 C6 C1 . 119.84(17) no C5 C6 H6 . 120.1 no C1 C6 H6 . 120.1 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion _geom_torsion_publ_flag C1 S1 S1 C1 2 2 97.63(9) no S1 S1 C1 C2 2 . -8.56(16) no S1 S1 C1 C6 2 . 170.06(12) no C6 C1 C2 C3 . . .7(2) no S1 C1 C2 C3 . . 179.24(12) no C1 C2 C3 C4 . . .2(2) no C1 C2 C3 N3 . . -178.04(14) no C4 C3 N3 O32 . . -174.62(16) no C2 C3 N3 O32 . . 3.7(2) no C4 C3 N3 O31 . . 4.7(2) no C2 C3 N3 O31 . . -176.97(15) no C2 C3 C4 C5 . . -1.0(3) no N3 C3 C4 C5 . . 177.27(16) no C3 C4 C5 C6 . . .8(3) no C4 C5 C6 C1 . . .1(3) no C2 C1 C6 C5 . . -.8(3) no S1 C1 C6 C5 . . -179.53(15) no _cod_database_fobs_code 2011480 _journal_paper_doi 10.1107/S010827010001012X