#------------------------------------------------------------------------------ #$Date: 2023-03-23 15:37:22 +0000 (Thu, 23 Mar 2023) $ #$Revision: 282024 $ #$URL: svn://www.crystallography.net/cod/cif/3/50/01/3500136.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_3500136 loop_ _publ_author_name 'Maris, Thierry' 'Arseneault, Mathieu' 'Wuest, James D.' _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Cryst. 48, 3-10. Sheldrick, G.M. (2015a). Acta Cryst. A71, 3-8. Sheldrick, G.M. (2015b). Acta Cryst. C71, 3-8. Spek, A. L. (2020). Acta Cryst. E76, 1-11. Bruker,(2002). SMART, SAINT and SHELXTL, Bruker AXS Inc. Madison, Wisconsin, USA. ; _publ_section_title ; 4,4'-Diiodobenzophenone ; _journal_name_full 'Personal communication to COD' _journal_year 2023 _chemical_formula_moiety 'C13 H8 I2 O' _chemical_formula_sum 'C13 H8 I2 O' _chemical_formula_weight 433.99 _chemical_name_common 4,4'-Diiodobenzophenone _space_group_crystal_system orthorhombic _space_group_IT_number 37 _space_group_name_Hall 'C 2 -2c' _space_group_name_H-M_alt 'C c c 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2023-03-23 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.4381(8) _cell_length_b 28.138(3) _cell_length_c 6.0551(6) _cell_measurement_reflns_used 2974 _cell_measurement_temperature 295 _cell_measurement_theta_max 68.842 _cell_measurement_theta_min 3.141 _cell_volume 1267.3(2) _computing_cell_refinement 'SAINT v6.28A (Bruker, 2002)' _computing_data_collection 'SMART (Bruker 2002)' _computing_data_reduction 'SAINT v6.28A (Bruker, 2002)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XT (Sheldrick, 2015)' _diffrn_ambient_temperature 295.00 _diffrn_detector_area_resol_mean 5.5 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker AXS Smart 2K/Platform' _diffrn_measurement_method \w _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_unetI/netI 0.0415 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 3427 _diffrn_reflns_point_group_measured_fraction_max 0.879 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 68.934 _diffrn_reflns_theta_min 3.141 _diffrn_source_current 50.0 _diffrn_source_power 2.25 _diffrn_source_voltage 45.0 _exptl_absorpt_coefficient_mu 38.785 _exptl_absorpt_correction_T_max 0.1333 _exptl_absorpt_correction_T_min 0.0169 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1667 before and 0.0842 after correction. The Ratio of minimum to maximum transmission is 0.1268. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 2.275 _exptl_crystal_description plate _exptl_crystal_F_000 800 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _refine_diff_density_max 0.604 _refine_diff_density_min -0.481 _refine_diff_density_rms 0.143 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.12(2) _refine_ls_extinction_coef 0.00075(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2019/2 (Sheldrick 2019)' _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 76 _refine_ls_number_reflns 1036 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0362 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0772P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1013 _refine_ls_wR_factor_ref 0.1019 _refine_special_details ; Refined as a 2-component inversion twin. 1. Twinned data refinement Scales: 0.88(3) 0.12(3) 2. Fixed Uiso At 1.2 times of: All C(H) groups 3. Restrained distances C7-O1 1.2 with sigma of 0.005 4.a Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C5(H5), C6(H6) ; _reflns_Friedel_coverage 0.591 _reflns_Friedel_fraction_full 0.747 _reflns_Friedel_fraction_max 0.735 _reflns_number_gt 1003 _reflns_number_total 1036 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. Completness statistics refer to single and composite reflections containing twin component 1 only. ; _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file jiw723.cif _cod_data_source_block jiw723 _cod_database_code 3500136 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z' 3 'x, -y, z+1/2' 4 '-x, y, z+1/2' 5 'x+1/2, y+1/2, z' 6 '-x+1/2, -y+1/2, z' 7 'x+1/2, -y+1/2, z+1/2' 8 '-x+1/2, y+1/2, z+1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.72543(8) 0.54832(2) 0.1520(4) 0.0825(4) Uani 1 1 d . . . . . C8 C 0.7378(8) 0.6145(3) 0.3123(16) 0.0590(16) Uani 1 1 d . . . . . O1 O 0.750000 0.750000 0.8280(13) 0.080(3) Uani 1 2 d DS T P . . C2 C 0.6663(9) 0.6537(2) 0.1973(8) 0.0538(13) Uani 1 1 d . . . . . H2 H 0.614695 0.649923 0.058504 0.065 Uiso 1 1 calc R U . . . C3 C 0.6746(8) 0.6980(2) 0.2964(9) 0.0505(11) Uani 1 1 d . . . . . H3 H 0.628770 0.724460 0.223398 0.061 Uiso 1 1 calc R U . . . C4 C 0.7521(7) 0.7032(3) 0.5065(13) 0.0524(13) Uani 1 1 d . . . . . C5 C 0.8208(9) 0.6642(3) 0.6133(12) 0.0611(15) Uani 1 1 d . . . . . H5 H 0.871981 0.667596 0.752554 0.073 Uiso 1 1 calc R U . . . C6 C 0.8145(10) 0.6193(3) 0.5137(13) 0.0650(15) Uani 1 1 d . . . . . H6 H 0.862470 0.592932 0.585467 0.078 Uiso 1 1 calc R U . . . C7 C 0.750000 0.750000 0.6303(14) 0.056(2) Uani 1 2 d DS T P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0982(5) 0.0457(4) 0.1034(5) -0.0043(3) 0.0054(8) -0.00397(14) C8 0.062(3) 0.044(4) 0.071(4) 0.005(3) 0.012(3) -0.003(2) O1 0.117(7) 0.066(6) 0.057(5) 0.000 0.000 -0.019(3) C2 0.063(3) 0.048(3) 0.051(3) 0.004(2) -0.003(2) -0.005(2) C3 0.055(2) 0.045(3) 0.052(3) 0.005(2) -0.006(2) -0.002(2) C4 0.054(2) 0.055(4) 0.048(3) 0.004(3) 0.001(2) -0.004(2) C5 0.067(3) 0.060(3) 0.056(4) 0.012(3) -0.010(3) -0.004(3) C6 0.071(3) 0.058(3) 0.067(3) 0.016(3) 0.002(3) 0.008(3) C7 0.063(4) 0.059(6) 0.045(6) 0.000 0.000 -0.008(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C2 C8 I1 116.7(6) . . C6 C8 I1 121.5(6) . . C6 C8 C2 121.8(7) . . C8 C2 H2 120.9 . . C3 C2 C8 118.3(6) . . C3 C2 H2 120.9 . . C2 C3 H3 119.8 . . C2 C3 C4 120.3(6) . . C4 C3 H3 119.8 . . C3 C4 C7 122.3(7) . . C5 C4 C3 119.7(7) . . C5 C4 C7 117.7(7) . . C4 C5 H5 119.8 . . C4 C5 C6 120.4(7) . . C6 C5 H5 119.8 . . C8 C6 C5 119.4(7) . . C8 C6 H6 120.3 . . C5 C6 H6 120.3 . . O1 C7 C4 119.7(4) . . O1 C7 C4 119.7(4) . 6_665 C4 C7 C4 120.7(9) 6_665 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 I1 C8 2.102(8) . C8 C2 1.409(10) . C8 C6 1.353(12) . O1 C7 1.197(6) . C2 H2 0.9300 . C2 C3 1.385(8) . C3 H3 0.9300 . C3 C4 1.404(10) . C4 C5 1.373(11) . C4 C7 1.515(9) . C5 H5 0.9300 . C5 C6 1.402(12) . C6 H6 0.9300 . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 I1 C8 C2 C3 -179.0(4) . . . . I1 C8 C6 C5 179.5(5) . . . . C8 C2 C3 C4 -0.3(9) . . . . C2 C8 C6 C5 1.0(10) . . . . C2 C3 C4 C5 0.5(9) . . . . C2 C3 C4 C7 -174.5(6) . . . . C3 C4 C5 C6 0.1(9) . . . . C3 C4 C7 O1 150.9(4) . . . . C3 C4 C7 C4 -29.1(4) . . . 6_665 C4 C5 C6 C8 -0.8(10) . . . . C5 C4 C7 O1 -24.2(6) . . . . C5 C4 C7 C4 155.8(6) . . . 6_665 C6 C8 C2 C3 -0.4(10) . . . . C7 C4 C5 C6 175.3(6) . . . . _cod_database_fobs_code 3500136