#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011069.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_2011069 loop_ _publ_author_name 'Wardell, James L.' 'Low, John Nicolson' 'Glidewell, Christopher' _publ_section_title ; Bis(4-nitrophenyl) disulfide at 150K, a three-dimensional framework built from C---H···O hydrogen bonds and aromatic \p···\p stacking interactions ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 679 _journal_page_last 681 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C12 H8 N2 O4 S2' _chemical_formula_sum 'C12 H8 N2 O4 S2' _chemical_formula_weight 308.34 _chemical_name_systematic ; Bis-(4-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 93.753(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.1167(7) _cell_length_b 14.1692(15) _cell_length_c 12.6473(14) _cell_measurement_reflns_used 1411 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.49 _cell_measurement_theta_min 3.21 _cell_volume 1272.6(2) _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_collection 'KappaCCD Server Software (Enraf-Nonius, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _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 150(2) _diffrn_measured_fraction_theta_full .963 _diffrn_measured_fraction_theta_max .963 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .061 _diffrn_reflns_av_sigmaI/netI .0659 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4579 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 3.21 _diffrn_standards_decay_% negligible _exptl_absorpt_coefficient_mu .433 _exptl_absorpt_correction_T_max .979 _exptl_absorpt_correction_T_min .958 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995, 1997)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 632 _exptl_crystal_size_max .10 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .05 _refine_diff_density_max .391 _refine_diff_density_min -.364 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 91 _refine_ls_number_reflns 1411 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.082 _refine_ls_R_factor_all .070 _refine_ls_R_factor_gt .045 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.5922P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_ref .107 _reflns_number_gt 1062 _reflns_number_total 1411 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1379.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_database_code 2011069 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_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 .07390(8) .19515(4) .32141(4) .0282(2) Uani d . 1 . . S C1 -.0343(3) .28198(15) .39887(16) .0243(5) Uani d . 1 . . C C2 .0035(3) .27414(16) .50782(16) .0269(5) Uani d . 1 . . C C3 -.0640(3) .34088(17) .57459(17) .0280(5) Uani d . 1 . . C C4 -.1712(3) .41457(15) .53141(16) .0265(5) Uani d . 1 . . C N4 -.2422(3) .48575(14) .60274(15) .0327(5) Uani d . 1 . . N O41 -.2200(2) .47221(12) .69860(13) .0428(5) Uani d . 1 . . O O42 -.3195(3) .55602(13) .56369(14) .0444(5) Uani d . 1 . . O C5 -.2122(3) .42328(16) .42358(17) .0283(5) Uani d . 1 . . C C6 -.1435(3) .35602(16) .35704(17) .0282(5) Uani d . 1 . . C H2 .0760 .2226 .5361 .032 Uiso calc R 1 . . H H3 -.0376 .3365 .6490 .034 Uiso calc R 1 . . H H5 -.2862 .4745 .3957 .034 Uiso calc R 1 . . H H6 -.1709 .3604 .2827 .034 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 .0322(4) .0280(3) .0243(3) .0039(2) -.0002(2) -.0004(2) C1 .0244(11) .0251(12) .0234(11) -.0041(9) .0025(9) -.0008(9) C2 .0262(12) .0270(12) .0273(11) -.0020(10) .0004(9) .0029(10) C3 .0298(12) .0316(12) .0226(11) -.0052(10) .0008(9) .0009(10) C4 .0295(12) .0220(11) .0287(12) -.0049(9) .0071(9) -.0021(9) N4 .0334(11) .0285(11) .0371(12) -.0067(9) .0102(9) -.0065(9) O41 .0571(12) .0412(11) .0309(10) -.0053(9) .0099(8) -.0085(8) O42 .0508(11) .0312(10) .0520(11) .0093(8) .0087(9) -.0049(9) C5 .0272(12) .0258(12) .0323(12) .0010(9) .0058(9) .0053(10) C6 .0293(12) .0307(13) .0243(11) -.0006(10) .0013(9) .0011(10) 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 S1 2_555 2.0299(8) y S1 C1 . 1.779(2) y C1 C6 . 1.389(3) no C1 C2 . 1.391(3) no C2 C3 . 1.375(3) no C2 H2 . .9500 no C3 C4 . 1.384(3) no C3 H3 . .9500 no C4 C5 . 1.381(3) no C4 N4 . 1.465(3) y N4 O41 . 1.227(3) y N4 O42 . 1.226(3) y C5 C6 . 1.382(3) no C5 H5 . .9500 no C6 H6 . .9500 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_555 105.80(7) y C6 C1 C2 . 120.3(2) no C6 C1 S1 . 124.33(16) no C2 C1 S1 . 115.31(16) no C3 C2 C1 . 120.0(2) no C3 C2 H2 . 120.0 no C1 C2 H2 . 120.0 no C2 C3 C4 . 118.82(19) no C2 C3 H3 . 120.6 no C4 C3 H3 . 120.6 no C5 C4 C3 . 122.2(2) no C5 C4 N4 . 119.2(2) no C3 C4 N4 . 118.67(19) no O41 N4 O42 . 123.4(2) y O41 N4 C4 . 118.2(2) y O42 N4 C4 . 118.4(2) y C6 C5 C4 . 118.6(2) no C6 C5 H5 . 120.7 no C4 C5 H5 . 120.7 no C5 C6 C1 . 120.0(2) no C5 C6 H6 . 120.0 no C1 C6 H6 . 120.0 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C2 H2 O42 3_545 .95 2.49 3.394(3) 158 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_2 _geom_torsion _geom_torsion_publ_flag C1 S1 S1 C1 2_555 2_555 88.11(11) y S1 S1 C1 C6 2_555 . -22.0(2) y S1 S1 C1 C2 2_555 . 160.6(15) y C6 C1 C2 C3 . . -1.3(3) no S1 C1 C2 C3 . . 176.15(16) no C1 C2 C3 C4 . . .8(3) no C2 C3 C4 C5 . . -.1(3) no C2 C3 C4 N4 . . -179.76(18) no C5 C4 N4 O42 . . -7.4(3) no C3 C4 N4 O41 . . -7.2(3) y C3 C4 N4 O42 . . 172.3(2) y C5 C4 N4 O41 . . 173.1(2) no C3 C4 C5 C6 . . -.1(3) no N4 C4 C5 C6 . . 179.62(19) no C4 C5 C6 C1 . . -.5(3) no C2 C1 C6 C5 . . 1.2(3) no S1 C1 C6 C5 . . -176.05(16) no