data_DRB243 _audit_creation_method 'RAELSPUB and manual entry' # SUBMISSION DETAILS _publ_contact_author_name ? _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_letter ? _publ_requested_journal ? _publ_requested_category ? # TITLE AND AUTHOR LIST _publ_section_title ? _publ_section_title_footnote ? loop_ _publ_author_name _publ_author_footnote _publ_author_address ? ? ? # TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Johnson, C.K.,'ORTEP-II', Oak Ridge National Laboratory, Tennessee, U.S.A., 1976. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? _computing_data_collection 'CAD4 Version 5.0, 1989' _computing_cell_refinement 'CAD4 Version 5.0, 1989' _computing_data_reduction 'Local program' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'RAELS, (Rae, 1989)' _computing_molecular_graphics 'ORTEP-II, (Johnson, 1976)' _computing_publication_material 'Local programs' # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C22 H14 Br2 N2 S,C H2 Br2' _chemical_formula_sum 'C23 H16 Br4 N2 S' _chemical_formula_iupac ? _chemical_formula_weight 672.1 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 10.050(4) _cell_length_b 23.143(8) _cell_length_c 10.601(5) _cell_angle_alpha 90 _cell_angle_beta 111.38(3) _cell_angle_gamma 90 _cell_volume 2296(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 11 _cell_measurement_theta_max 12 _cell_measurement_temperature 294 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_size_rad 0.1 _exptl_crystal_density_diffrn 1.94 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296.0 _exptl_absorpt_coefficient_mu 7.051 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_ambient_temperature 294 _diffrn_reflns_number 3384 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_theta_max 23 _diffrn_measured_fraction_theta_max 1.00 _diffrn_reflns_theta_full 23 _diffrn_measured_fraction_theta_full 1.00 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ? _reflns_number_total 3180 _reflns_number_gt 1222 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.060 _refine_ls_wR_factor_ref 0.074 _refine_ls_abs_structure_Flack ? _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1222 _refine_ls_number_parameters 136 _refine_ls_goodness_of_fit_ref 1.70 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_shift/su_max 0.025 _refine_diff_density_max 1.67 _refine_diff_density_min -2.40 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 _atom_site_occupancy Br1 0.1950(2) 0.0690(1) 0.5055(2) 0.0579(7) Uani Br 1.0 Br2 0.8220(2) 0.1038(1) 0.4125(2) 0.0661(8) Uani Br 1.0 S1 0.5448(5) 0.0700(2) 0.5301(4) 0.040(2) Uani S 1.0 N1 0.3698(14) 0.0420(5) 0.1365(13) 0.036(2) Uani N 1.0 N2 0.4567(13) 0.2353(6) 0.4780(13) 0.033(2) Uani N 1.0 C1 0.5335(16) 0.0663(7) 0.3558(16) 0.035(2) Uani C 1.0 C2 0.3820(16) 0.0668(7) 0.2523(15) 0.033(1) Uani C 1.0 C3 0.2674(16) 0.0959(7) 0.2788(16) 0.034(2) Uani C 1.0 C4 0.2824(16) 0.1205(7) 0.4083(16) 0.036(2) Uani C 1.0 C5 0.4344(17) 0.1346(7) 0.5018(16) 0.034(2) Uani C 1.0 C6 0.4943(16) 0.1842(7) 0.4464(16) 0.031(2) Uani C 1.0 C7 0.5790(15) 0.1759(7) 0.3665(15) 0.030(2) Uani C 1.0 C8 0.6154(16) 0.1173(7) 0.3288(16) 0.033(2) Uani C 1.0 C9 0.2388(18) 0.0441(7) 0.0332(17) 0.039(2) Uani C 1.0 C10 0.2234(19) 0.0176(7) -0.0930(17) 0.045(2) Uani C 1.0 C11 0.0954(20) 0.0219(8) -0.1968(18) 0.053(2) Uani C 1.0 C12 -0.0183(20) 0.0506(8) -0.1878(19) 0.056(2) Uani C 1.0 C13 -0.0055(18) 0.0780(8) -0.0680(18) 0.049(2) Uani C 1.0 C14 0.1208(17) 0.0756(7) 0.0441(17) 0.040(2) Uani C 1.0 C15 0.1417(16) 0.0980(7) 0.1695(17) 0.038(2) Uani C 1.0 C16 0.5088(17) 0.2837(7) 0.4392(16) 0.034(2) Uani C 1.0 C17 0.4671(18) 0.3378(7) 0.4693(16) 0.041(2) Uani C 1.0 C18 0.5184(19) 0.3875(8) 0.4319(17) 0.046(2) Uani C 1.0 C19 0.6116(19) 0.3845(7) 0.3616(17) 0.045(2) Uani C 1.0 C20 0.6465(17) 0.3320(7) 0.3244(17) 0.039(1) Uani C 1.0 C21 0.5978(16) 0.2806(7) 0.3617(16) 0.034(1) Uani C 1.0 C22 0.6326(15) 0.2250(7) 0.3256(16) 0.032(2) Uani C 1.0 C1Db 0.0845(4) 0.2942(2) 0.1923(5) 0.087(2) Uani C 0.56 Br1Db 0.2138(5) 0.2589(3) 0.1203(6) 0.082(1) Uani Br 0.56 Br2Db -0.0797(5) 0.2465(2) 0.1622(7) 0.132(3) Uani Br 0.56 C1Db' 0.1051(5) 0.2976(3) 0.2257(6) 0.099(2) Uani C 0.44 Br1Db' 0.2117(7) 0.2664(3) 0.1244(8) 0.085(1) Uani Br 0.44 Br2Db' -0.0349(7) 0.2436(3) 0.2355(9) 0.131(3) Uani Br 0.44 HC1 0.5810 0.0299 0.3439 0.041 Uani H 1.0 HC4 0.2272 0.1575 0.3901 0.036 Uani H 1.0 HC5 0.4312 0.1468 0.5911 0.039 Uani H 1.0 HC8 0.5923 0.1182 0.2287 0.032 Uani H 1.0 HC10 0.3048 -0.0036 -0.1046 0.048 Uani H 1.0 HC11 0.0845 0.0029 -0.2847 0.060 Uani H 1.0 HC12 -0.1106 0.0519 -0.2671 0.065 Uani H 1.0 HC13 -0.0886 0.1000 -0.0621 0.055 Uani H 1.0 HC15 0.0585 0.1174 0.1822 0.043 Uani H 1.0 HC17 0.3993 0.3405 0.5185 0.045 Uani H 1.0 HC18 0.4886 0.4261 0.4554 0.054 Uani H 1.0 HC19 0.6524 0.4206 0.3386 0.052 Uani H 1.0 HC20 0.7085 0.3302 0.2691 0.042 Uani H 1.0 HC22 0.6951 0.2211 0.2711 0.035 Uani H 1.0 H1C1Db' 0.0531 0.3324 0.1471 0.162 Uani H 0.56 H2C1Db' 0.1346 0.3002 0.2919 0.139 Uani H 0.56 H1C1Db 0.0559 0.3337 0.1805 0.167 Uani H 0.44 H2C1Db 0.1721 0.3068 0.3195 0.175 Uani H 0.44 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 Br1 0.052(1) 0.067(2) 0.066(2) -0.012(1) 0.035(1) 0.004(1) Br Br2 0.040(1) 0.060(2) 0.098(2) 0.007(1) 0.024(1) -0.008(1) Br S1 0.045(5) 0.036(2) 0.037(2) 0.005(2) 0.013(2) 0.003(2) S N1 0.040(3) 0.031(2) 0.038(2) 0.001(2) 0.017(2) -0.002(2) N N2 0.033(3) 0.034(2) 0.035(2) 0.002(2) 0.016(2) -0.002(2) N C1 0.035(3) 0.033(2) 0.038(2) 0.007(2) 0.014(1) 0.002(2) C C2 0.033(3) 0.031(2) 0.037(2) 0.001(2) 0.015(1) -0.001(2) C C3 0.030(3) 0.036(2) 0.039(2) -0.003(2) 0.017(2) -0.001(2) C C4 0.034(3) 0.038(3) 0.041(3) -0.002(2) 0.021(2) -0.001(2) C C5 0.036(4) 0.035(2) 0.035(2) 0.001(2) 0.016(2) 0.000(2) C C6 0.027(3) 0.033(2) 0.033(2) 0.002(2) 0.012(2) -0.001(2) C C7 0.021(3) 0.034(2) 0.035(2) 0.004(2) 0.010(2) 0.000(2) C C8 0.024(3) 0.036(2) 0.039(2) 0.008(2) 0.012(2) 0.001(2) C C9 0.042(3) 0.036(2) 0.039(2) -0.006(2) 0.015(2) -0.004(2) C C10 0.058(5) 0.038(2) 0.040(3) -0.009(3) 0.017(3) -0.007(3) C C11 0.063(6) 0.047(3) 0.042(3) -0.017(4) 0.012(3) -0.008(4) C C12 0.049(4) 0.059(4) 0.048(4) -0.020(4) 0.005(3) -0.007(4) C C13 0.034(3) 0.058(4) 0.050(4) -0.015(3) 0.007(3) -0.005(3) C C14 0.032(2) 0.044(3) 0.043(3) -0.009(3) 0.012(2) -0.004(2) C C15 0.027(3) 0.044(3) 0.044(3) -0.007(2) 0.016(2) -0.003(2) C C16 0.035(3) 0.033(2) 0.036(2) 0.000(2) 0.015(2) -0.003(2) C C17 0.052(4) 0.034(2) 0.040(2) 0.001(3) 0.021(3) -0.004(3) C C18 0.064(5) 0.033(2) 0.043(3) -0.003(3) 0.023(4) -0.005(3) C C19 0.057(5) 0.036(2) 0.043(3) -0.010(3) 0.019(3) -0.005(2) C C20 0.039(3) 0.038(2) 0.041(3) -0.009(3) 0.015(2) -0.004(2) C C21 0.029(2) 0.035(2) 0.036(2) -0.003(2) 0.012(2) -0.002(2) C C22 0.021(3) 0.038(2) 0.038(2) 0.000(2) 0.011(2) -0.001(2) C C1Db 0.092(3) 0.050(3) 0.122(9) 0.006(2) 0.043(5) -0.021(4) C Br1Db 0.076(2) 0.094(2) 0.089(2) 0.008(1) 0.045(1) 0.019(2) Br Br2Db 0.059(2) 0.158(5) 0.183(7) 0.004(2) 0.049(2) 0.032(4) Br C1Db' 0.106(4) 0.057(3) 0.134(9) 0.003(2) 0.044(6) -0.045(4) C Br1Db' 0.076(2) 0.088(2) 0.103(2) 0.005(1) 0.048(2) 0.025(2) Br Br2Db' 0.088(2) 0.166(5) 0.168(6) 0.028(2) 0.082(3) 0.052(4) Br # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 C4 1.977(15) 1_555 1_555 no Br2 C8 1.963(15) 1_555 1_555 no S1 C1 1.811(16) 1_555 1_555 no S1 C5 1.819(16) 1_555 1_555 no N1 C2 1.320(17) 1_555 1_555 no N1 C9 1.372(19) 1_555 1_555 no N2 C6 1.321(17) 1_555 1_555 no N2 C16 1.363(18) 1_555 1_555 no C1 C2 1.518(20) 1_555 1_555 no C1 C8 1.525(21) 1_555 1_555 no C2 C3 1.447(20) 1_555 1_555 no C3 C4 1.443(20) 1_555 1_555 no C3 C15 1.369(20) 1_555 1_555 no C4 C5 1.523(21) 1_555 1_555 no C5 C6 1.512(20) 1_555 1_555 no C6 C7 1.416(19) 1_555 1_555 no C7 C8 1.495(20) 1_555 1_555 no C7 C22 1.393(20) 1_555 1_555 no C9 C10 1.428(21) 1_555 1_555 no C9 C14 1.432(22) 1_555 1_555 no C10 C11 1.357(22) 1_555 1_555 no C11 C12 1.355(23) 1_555 1_555 no C12 C13 1.383(22) 1_555 1_555 no C13 C14 1.388(21) 1_555 1_555 no C14 C15 1.370(21) 1_555 1_555 no C16 C17 1.392(20) 1_555 1_555 no C16 C21 1.420(20) 1_555 1_555 no C17 C18 1.378(21) 1_555 1_555 no C18 C19 1.396(23) 1_555 1_555 no C19 C20 1.362(21) 1_555 1_555 no C20 C21 1.397(20) 1_555 1_555 no C21 C22 1.423(20) 1_555 1_555 no C1Db Br1Db 1.913(3) 1_555 1_555 no C1Db Br2Db 1.913(3) 1_555 1_555 no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C5 93.6(7) 1_555 1_555 1_555 no C2 N1 C9 117.6(14) 1_555 1_555 1_555 no C6 N2 C16 118.9(13) 1_555 1_555 1_555 no S1 C1 C2 114.2(10) 1_555 1_555 1_555 no S1 C1 C8 108.5(11) 1_555 1_555 1_555 no C2 C1 C8 109.1(13) 1_555 1_555 1_555 no N1 C2 C1 113.4(13) 1_555 1_555 1_555 no N1 C2 C3 124.9(15) 1_555 1_555 1_555 no C1 C2 C3 121.5(14) 1_555 1_555 1_555 no C2 C3 C4 123.6(14) 1_555 1_555 1_555 no C2 C3 C15 114.0(14) 1_555 1_555 1_555 no C4 C3 C15 122.3(14) 1_555 1_555 1_555 no Br1 C4 C3 110.2(11) 1_555 1_555 1_555 no Br1 C4 C5 108.7(10) 1_555 1_555 1_555 no C3 C4 C5 115.8(13) 1_555 1_555 1_555 no S1 C5 C4 109.8(11) 1_555 1_555 1_555 no S1 C5 C6 112.5(10) 1_555 1_555 1_555 no C4 C5 C6 110.9(13) 1_555 1_555 1_555 no N2 C6 C5 113.0(13) 1_555 1_555 1_555 no N2 C6 C7 124.3(15) 1_555 1_555 1_555 no C5 C6 C7 122.7(14) 1_555 1_555 1_555 no C6 C7 C8 122.9(14) 1_555 1_555 1_555 no C6 C7 C22 117.4(14) 1_555 1_555 1_555 no C8 C7 C22 119.7(13) 1_555 1_555 1_555 no Br2 C8 C1 110.3(10) 1_555 1_555 1_555 no Br2 C8 C7 110.2(11) 1_555 1_555 1_555 no C1 C8 C7 116.7(13) 1_555 1_555 1_555 no N1 C9 C10 118.5(16) 1_555 1_555 1_555 no N1 C9 C14 122.4(14) 1_555 1_555 1_555 no C10 C9 C14 118.9(16) 1_555 1_555 1_555 no C9 C10 C11 118.4(17) 1_555 1_555 1_555 no C10 C11 C12 123.6(18) 1_555 1_555 1_555 no C11 C12 C13 119.4(18) 1_555 1_555 1_555 no C12 C13 C14 121.2(17) 1_555 1_555 1_555 no C9 C14 C13 118.5(16) 1_555 1_555 1_555 no C9 C14 C15 115.6(15) 1_555 1_555 1_555 no C13 C14 C15 125.8(17) 1_555 1_555 1_555 no C3 C15 C14 125.1(15) 1_555 1_555 1_555 no N2 C16 C17 119.2(14) 1_555 1_555 1_555 no N2 C16 C21 121.7(15) 1_555 1_555 1_555 no C17 C16 C21 119.0(15) 1_555 1_555 1_555 no C16 C17 C18 120.6(15) 1_555 1_555 1_555 no C17 C18 C19 120.4(16) 1_555 1_555 1_555 no C18 C19 C20 119.6(17) 1_555 1_555 1_555 no C19 C20 C21 121.5(16) 1_555 1_555 1_555 no C16 C21 C20 118.7(16) 1_555 1_555 1_555 no C16 C21 C22 118.1(15) 1_555 1_555 1_555 no C20 C21 C22 123.3(15) 1_555 1_555 1_555 no C7 C22 C21 119.6(14) 1_555 1_555 1_555 no Br1Db C1Db Br2Db 110.9(2) 1_555 1_555 1_555 no