#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:48:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/28/2012843.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_2012843 loop_ _publ_author_name 'Tomura, Masaaki' 'Akhtaruzzaman, Md.' 'Suzuki, Kazuharu' 'Yamashita, Yoshiro' _publ_section_title ; 4,7-Diiodo-2,1,3-benzothiadiazole and 7,7'-diiodo-4,4'-bi(2,1,3-benzothiadiazole) ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o373 _journal_page_last o375 _journal_paper_doi 10.1107/S0108270102008296 _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C6 H2 I2 N2 S' _chemical_formula_sum 'C6 H2 I2 N2 S' _chemical_formula_weight 387.96 _chemical_name_systematic ; 4,7-diiodo-2,1,3-benzothiadiazole ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 90.47(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.0515(17) _cell_length_b 18.2104(12) _cell_length_c 4.3441(11) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 14.96 _cell_measurement_theta_min 14.70 _cell_volume 874.2(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation & Rigaku Corporation, 2000)' _computing_molecular_graphics 'ORTEP-III (Burnett & Johnson, 1996)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Rigaku AFC-7R' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator 'graphite monochromator' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.018 _diffrn_reflns_av_sigmaI/netI 0.010 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 2110 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.16 _diffrn_standards_decay_% 0.15 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 7.367 _exptl_absorpt_correction_T_max 0.479 _exptl_absorpt_correction_T_min 0.109 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 2.948 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 696 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.51 _refine_diff_density_min -0.50 _refine_ls_extinction_coef 0.00185(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 2014 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.963 _refine_ls_R_factor_all 0.026 _refine_ls_R_factor_gt 0.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0270P)^2^+2.4993P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.050 _refine_ls_wR_factor_ref 0.055 _reflns_number_gt 1763 _reflns_number_total 2014 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ta1368.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2012843 _cod_database_fobs_code 2012843 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' 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 I1 0.92875(3) 0.860970(10) 0.97967(6) 0.04361(10) Uani d . 1 . . I I2 0.70115(2) 0.526290(10) 0.43698(6) 0.04253(10) Uani d . 1 . . I S1 1.05020(9) 0.60054(5) 1.0837(3) 0.0431(2) Uani d . 1 . . S N1 1.0228(3) 0.68765(16) 1.0701(8) 0.0372(7) Uani d . 1 . . N N2 0.9411(3) 0.56889(17) 0.8728(8) 0.0363(7) Uani d . 1 . . N C1 0.8637(3) 0.76214(18) 0.8123(8) 0.0302(7) Uani d . 1 . . C C2 0.9233(3) 0.69599(19) 0.8924(8) 0.0291(7) Uani d . 1 . . C C3 0.8763(3) 0.62727(19) 0.7799(8) 0.0294(7) Uani d . 1 . . C C4 0.7709(3) 0.6262(2) 0.5881(8) 0.0327(7) Uani d . 1 . . C C5 0.7181(3) 0.6910(2) 0.5131(9) 0.0371(8) Uani d . 1 . . C H5 0.6502 0.6911 0.3854 0.045 Uiso calc R 1 . . H C6 0.7642(3) 0.7589(2) 0.6253(9) 0.0360(8) Uani d . 1 . . C H6 0.7254 0.8022 0.5695 0.043 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 I1 0.05485(18) 0.02726(14) 0.04851(16) -0.00099(10) -0.01303(12) -0.00163(10) I2 0.04839(16) 0.03278(14) 0.04626(16) -0.00796(10) -0.00983(11) -0.00278(10) S1 0.0381(5) 0.0333(5) 0.0577(6) 0.0041(4) -0.0156(4) 0.0038(4) N1 0.0369(16) 0.0250(14) 0.0496(18) 0.0003(12) -0.0107(13) 0.0003(13) N2 0.0356(16) 0.0291(15) 0.0442(17) -0.0006(12) -0.0053(13) 0.0028(13) C1 0.0338(17) 0.0211(15) 0.0357(17) -0.0016(12) -0.0021(13) 0.0000(13) C2 0.0303(16) 0.0245(15) 0.0325(16) -0.0003(13) -0.0018(13) 0.0021(13) C3 0.0285(16) 0.0279(16) 0.0318(16) 0.0004(13) -0.0005(13) 0.0027(13) C4 0.0354(18) 0.0312(17) 0.0316(16) -0.0066(14) -0.0026(14) 0.0019(14) C5 0.0324(18) 0.0381(19) 0.0406(19) -0.0043(15) -0.0127(15) 0.0021(16) C6 0.0372(18) 0.0269(17) 0.0437(19) 0.0023(14) -0.0069(15) 0.0046(15) 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' I I -0.4742 1.8119 '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' S S 0.1246 0.1234 '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 2 0 1 2 -4 1 3 -2 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 N1 S1 N2 101.00(16) yes C2 N1 S1 106.5(2) yes C3 N2 S1 106.4(2) yes C6 C1 C2 118.7(3) yes C6 C1 I1 121.6(3) no C2 C1 I1 119.7(2) no N1 C2 C1 127.8(3) yes N1 C2 C3 112.8(3) yes C1 C2 C3 119.4(3) yes N2 C3 C4 126.6(3) yes N2 C3 C2 113.3(3) yes C4 C3 C2 120.1(3) yes C5 C4 C3 118.4(3) yes C5 C4 I2 121.9(3) no C3 C4 I2 119.7(3) no C4 C5 C6 121.5(3) yes C4 C5 H5 119.3 no C6 C5 H5 119.3 no C1 C6 C5 121.9(3) yes C1 C6 H6 119.1 no C5 C6 H6 119.1 no 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 I1 C1 . 2.068(3) yes I2 C4 . 2.080(4) yes S1 N1 . 1.616(3) yes S1 N2 . 1.615(3) yes N1 C2 . 1.347(4) yes N2 C3 . 1.342(4) yes C1 C6 . 1.363(5) yes C1 C2 . 1.415(5) yes C2 C3 . 1.439(5) yes C3 C4 . 1.427(5) yes C4 C5 . 1.355(5) yes C5 C6 . 1.421(5) yes C5 H5 . 0.9300 no C6 H6 . 0.9300 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag S1 N2 3.093(3) 3_767 yes N2 S1 3.093(3) 3_767 yes I1 I2 3.7890(10) 2_656 yes I1 I2 4.1380(10) 4_676 yes I1 I2 4.1960(10) 2_657 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 _geom_torsion_publ_flag N2 S1 N1 C2 -0.1(3) no N1 S1 N2 C3 -0.1(3) no S1 N1 C2 C1 179.9(3) no S1 N1 C2 C3 0.3(4) no C6 C1 C2 N1 179.3(4) no I1 C1 C2 N1 -0.7(5) no C6 C1 C2 C3 -1.2(5) no I1 C1 C2 C3 178.8(2) no S1 N2 C3 C4 179.9(3) no S1 N2 C3 C2 0.3(4) no N1 C2 C3 N2 -0.4(4) no C1 C2 C3 N2 -180.0(3) no N1 C2 C3 C4 179.9(3) no C1 C2 C3 C4 0.3(5) no N2 C3 C4 C5 -178.8(4) no C2 C3 C4 C5 0.8(5) no N2 C3 C4 I2 2.0(5) no C2 C3 C4 I2 -178.3(2) no C3 C4 C5 C6 -1.1(6) no I2 C4 C5 C6 178.0(3) no C2 C1 C6 C5 0.9(6) no I1 C1 C6 C5 -179.1(3) no C4 C5 C6 C1 0.2(6) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21134806