#------------------------------------------------------------------------------ #$Date: 2023-11-01 19:14:36 +0000 (Wed, 01 Nov 2023) $ #$Revision: 287218 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519469.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_4519469 loop_ _publ_author_name 'Abdel Rahman Al Ahmad' 'Thierry Maris' 'Christian Pellerin' 'James D. Wuest' _publ_section_title ; Adding a Pinch of Salt: Using Ionic Mixed-Crystal Seeds to Search for New Solid Forms ; _journal_name_full 'Crystal Growth & Design' _journal_page_first 7472 _journal_page_last 7481 _journal_paper_doi 10.1021/acs.cgd.3c00884 _journal_volume 23 _journal_year 2023 _chemical_formula_moiety 'C12 H14 N2, 0.732(I), 1.268(Br)' _chemical_formula_sum 'C12 H14 Br1.27 I0.73 N2' _chemical_formula_weight 380.61 _chemical_name_common 'Paraquat Iodide Bromide 0.73:1.27' _chemical_name_systematic ; 1,1'-dimethyl-4,4'-bipyridin-1-ium iodide bromide ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _cell_angle_alpha 90 _cell_angle_beta 95.975(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 5.9881(6) _cell_length_b 8.1142(8) _cell_length_c 13.7856(14) _cell_measurement_reflns_used 4170 _cell_measurement_temperature 150 _cell_measurement_theta_max 55.213 _cell_measurement_theta_min 2.805 _cell_volume 666.18(12) _computing_cell_refinement ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_collection ; APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XT (Sheldrick, 2015)' _diffrn_ambient_temperature 150 _diffrn_detector 'CMOS Area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'Bruker CMOS Photon III ' _diffrn_measured_fraction_theta_full 0.986 _diffrn_measured_fraction_theta_max 0.965 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker Venture Metaljet' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios MX Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Ga K\a' _diffrn_radiation_wavelength 1.34139 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_unetI/netI 0.0368 _diffrn_reflns_Laue_measured_fraction_full 0.986 _diffrn_reflns_Laue_measured_fraction_max 0.965 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 4992 _diffrn_reflns_point_group_measured_fraction_full 0.986 _diffrn_reflns_point_group_measured_fraction_max 0.965 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 55.444 _diffrn_reflns_theta_min 5.512 _diffrn_source 'Metal Jet' _diffrn_source_current 2.86 _diffrn_source_power 0.19937059999999998 _diffrn_source_target Ga _diffrn_source_type 'Gallium Liquid Metal Jet Source' _diffrn_source_voltage 69.71 _exptl_absorpt_coefficient_mu 12.466 _exptl_absorpt_correction_T_max 0.1123 _exptl_absorpt_correction_T_min 0.0225 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1324 before and 0.0789 after correction. The Ratio of minimum to maximum transmission is 0.2004. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.897 _exptl_crystal_description Block _exptl_crystal_F_000 366 _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.740 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.127 _refine_ls_extinction_coef 0.0032(7) _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 1.134 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 79 _refine_ls_number_reflns 1256 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.134 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0464 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+1.9940P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1215 _refine_ls_wR_factor_ref 0.1268 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1078 _reflns_number_total 1256 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file S15_Pq-Br_1_27_I_0_73_P21_c.cif _cod_data_source_block jw25392 _cod_database_code 4519469 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -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 Br1 Br 0.8390(15) 0.4039(9) 0.3234(8) 0.0494(8) Uani 0.634(8) 1 d . . P A 1 I1 I 0.8145(15) 0.4370(10) 0.3258(8) 0.0494(8) Uani 0.366(8) 1 d . . P A 2 C1 C 0.6381(11) 0.8239(10) 0.3638(5) 0.0649(18) Uani 1 1 d . . . . . H1 H 0.591000 0.801514 0.297159 0.078 Uiso 1 1 calc R U . . . N1 N 0.5216(8) 0.7607(7) 0.4338(4) 0.0570(13) Uani 1 1 d . . . . . C2 C 0.8243(11) 0.9204(8) 0.3880(5) 0.0602(17) Uani 1 1 d . . . . . H2 H 0.902676 0.966860 0.338076 0.072 Uiso 1 1 calc R U . . . C3 C 0.8982(10) 0.9503(8) 0.4858(5) 0.0553(15) Uani 1 1 d . . . . . C4 C 0.7742(11) 0.8810(8) 0.5565(5) 0.0591(16) Uani 1 1 d . . . . . H4 H 0.820267 0.897968 0.623811 0.071 Uiso 1 1 calc R U . . . C5 C 0.5873(11) 0.7892(8) 0.5287(5) 0.0595(16) Uani 1 1 d . . . . . H5 H 0.502393 0.744742 0.577019 0.071 Uiso 1 1 calc R U . . . C6 C 0.3238(11) 0.6551(9) 0.4043(6) 0.0635(17) Uani 1 1 d . . . . . H6A H 0.223427 0.712028 0.354499 0.095 Uiso 1 1 calc R U . . . H6B H 0.243407 0.632398 0.461255 0.095 Uiso 1 1 calc R U . . . H6C H 0.373882 0.551005 0.377690 0.095 Uiso 1 1 calc R U . . . 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 Br1 0.0437(15) 0.037(2) 0.0702(6) -0.0021(16) 0.0182(9) 0.0101(13) I1 0.0437(15) 0.037(2) 0.0702(6) -0.0021(16) 0.0182(9) 0.0101(13) C1 0.054(4) 0.071(5) 0.071(4) -0.001(4) 0.016(3) -0.001(3) N1 0.042(3) 0.048(3) 0.082(4) 0.000(3) 0.013(2) 0.002(2) C2 0.044(3) 0.069(4) 0.069(4) 0.003(3) 0.017(3) 0.001(3) C3 0.046(3) 0.051(4) 0.070(4) 0.000(3) 0.015(3) 0.007(3) C4 0.055(4) 0.048(4) 0.075(4) 0.003(3) 0.013(3) -0.001(3) C5 0.051(3) 0.059(4) 0.071(4) 0.005(3) 0.014(3) -0.001(3) C6 0.050(3) 0.057(4) 0.084(5) -0.003(4) 0.011(3) -0.003(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0137 0.0067 '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' Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I 0.0030 5.4350 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0241 0.0134 '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 N1 C1 H1 119.7 . . N1 C1 C2 120.6(7) . . C2 C1 H1 119.7 . . C1 N1 C6 118.7(6) . . C5 N1 C1 120.6(6) . . C5 N1 C6 120.6(6) . . C1 C2 H2 120.0 . . C1 C2 C3 120.0(6) . . C3 C2 H2 120.0 . . C2 C3 C3 121.3(8) . 3_776 C2 C3 C4 117.7(6) . . C4 C3 C3 121.1(8) . 3_776 C3 C4 H4 120.0 . . C5 C4 C3 120.1(7) . . C5 C4 H4 120.0 . . N1 C5 C4 121.0(6) . . N1 C5 H5 119.5 . . C4 C5 H5 119.5 . . N1 C6 H6A 109.5 . . N1 C6 H6B 109.5 . . N1 C6 H6C 109.5 . . H6A C6 H6B 109.5 . . H6A C6 H6C 109.5 . . H6B C6 H6C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 H1 0.9500 . C1 N1 1.350(9) . C1 C2 1.375(10) . N1 C5 1.346(9) . N1 C6 1.484(8) . C2 H2 0.9500 . C2 C3 1.396(10) . C3 C3 1.480(13) 3_776 C3 C4 1.403(9) . C4 H4 0.9500 . C4 C5 1.366(9) . C5 H5 0.9500 . C6 H6A 0.9800 . C6 H6B 0.9800 . C6 H6C 0.9800 . 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 C1 N1 C5 C4 -0.7(10) . . . . C1 C2 C3 C3 178.2(7) . . . 3_776 C1 C2 C3 C4 -1.0(10) . . . . N1 C1 C2 C3 1.7(10) . . . . C2 C1 N1 C5 -0.9(10) . . . . C2 C1 N1 C6 -179.1(6) . . . . C2 C3 C4 C5 -0.5(9) . . . . C3 C3 C4 C5 -179.8(7) 3_776 . . . C3 C4 C5 N1 1.4(10) . . . . C6 N1 C5 C4 177.5(6) . . . . _cod_database_fobs_code 4519469