#------------------------------------------------------------------------------ #$Date: 2023-11-01 18:53:02 +0000 (Wed, 01 Nov 2023) $ #$Revision: 287206 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519457.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_4519457 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, 1.87(I), 0.13(Br)' _chemical_formula_sum 'C12 H14 Br0.13 I1.87 N2' _chemical_formula_weight 433.94 _chemical_name_common 'Paraquat Iodide Bromide 1.87:0.13' _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 95.985(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.1017(3) _cell_length_b 8.1493(4) _cell_length_c 14.2107(7) _cell_measurement_reflns_used 5169 _cell_measurement_temperature 150 _cell_measurement_theta_max 54.895 _cell_measurement_theta_min 2.721 _cell_volume 702.77(6) _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 'SHELXT 2018/2 (Sheldrick, 2018)' _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 0.997 _diffrn_measured_fraction_theta_max 0.994 _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 0.0379 _diffrn_reflns_av_unetI/netI 0.0276 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.994 _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 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 6444 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 54.902 _diffrn_reflns_theta_min 5.446 _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 22.772 _exptl_absorpt_correction_T_max 0.1122 _exptl_absorpt_correction_T_min 0.0235 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1499 before and 0.0703 after correction. The Ratio of minimum to maximum transmission is 0.2094. 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 2.051 _exptl_crystal_description Plate _exptl_crystal_F_000 407 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.738 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.114 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 78 _refine_ls_number_reflns 1330 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0246 _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^)+(0.0400P)^2^+0.2669P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.0670 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1224 _reflns_number_total 1330 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file S11_Pq-Br_0_13_I_1_87_P21_c.cif _cod_data_source_block jw25372 _cod_database_code 4519457 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 I1 I 0.8314(2) 0.57686(11) 0.32429(7) 0.04097(17) Uani 0.935(12) 1 d . . P A 1 Br1 Br 0.797(4) 0.592(3) 0.3136(15) 0.04097(17) Uani 0.065(12) 1 d . . P A 2 C1 C 0.6380(6) 0.1688(4) 0.3690(2) 0.0435(8) Uani 1 1 d . . . . . H1 H 0.589312 0.188705 0.304315 0.052 Uiso 1 1 calc R U . . . N1 N 0.5258(5) 0.2329(3) 0.4362(2) 0.0394(7) Uani 1 1 d . . . . . C2 C 0.8211(7) 0.0755(4) 0.3918(3) 0.0409(9) Uani 1 1 d . . . . . H2 H 0.896510 0.028598 0.343169 0.049 Uiso 1 1 calc R U . . . C3 C 0.8985(6) 0.0484(4) 0.4868(2) 0.0372(8) Uani 1 1 d . . . . . C4 C 0.7780(6) 0.1176(4) 0.5551(2) 0.0405(8) Uani 1 1 d . . . . . H4 H 0.824950 0.102326 0.620354 0.049 Uiso 1 1 calc R U . . . C5 C 0.5925(6) 0.2074(4) 0.5282(2) 0.0406(8) Uani 1 1 d . . . . . H5 H 0.509791 0.252231 0.575142 0.049 Uiso 1 1 calc R U . . . C6 C 0.3293(6) 0.3360(5) 0.4085(3) 0.0451(9) Uani 1 1 d . . . . . H6A H 0.376008 0.440867 0.383273 0.068 Uiso 1 1 calc R U . . . H6B H 0.250336 0.356228 0.463938 0.068 Uiso 1 1 calc R U . . . H6C H 0.231886 0.279096 0.359848 0.068 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 I1 0.0398(3) 0.0442(2) 0.0393(3) 0.00016(14) 0.00585(19) 0.00217(17) Br1 0.0398(3) 0.0442(2) 0.0393(3) 0.00016(14) 0.00585(19) 0.00217(17) C1 0.044(2) 0.047(2) 0.0392(18) -0.0004(15) 0.0028(14) -0.0011(16) N1 0.0374(15) 0.0372(15) 0.0431(15) -0.0001(11) 0.0021(12) -0.0041(12) C2 0.041(2) 0.044(2) 0.0382(18) -0.0002(13) 0.0056(15) 0.0007(14) C3 0.0374(19) 0.0341(16) 0.0404(17) 0.0014(13) 0.0063(14) -0.0079(14) C4 0.044(2) 0.0416(17) 0.0360(17) -0.0009(14) 0.0051(14) -0.0020(16) C5 0.0409(19) 0.0391(17) 0.0422(18) -0.0025(13) 0.0063(14) -0.0005(15) C6 0.042(2) 0.0436(19) 0.0489(19) 0.0006(15) 0.0015(15) 0.0049(16) 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 119.5 . . N1 C1 C2 121.1(3) . . C2 C1 H1 119.5 . . C1 N1 C5 120.5(3) . . C1 N1 C6 119.4(3) . . C5 N1 C6 120.0(3) . . C1 C2 H2 119.9 . . C1 C2 C3 120.2(3) . . C3 C2 H2 119.9 . . C2 C3 C3 121.1(4) . 3_756 C4 C3 C2 117.2(3) . . C4 C3 C3 121.7(4) . 3_756 C3 C4 H4 119.9 . . C5 C4 C3 120.2(3) . . C5 C4 H4 119.9 . . N1 C5 C4 120.8(3) . . N1 C5 H5 119.6 . . C4 C5 H5 119.6 . . 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 1.338(5) . C1 C2 1.362(5) . N1 C5 1.345(4) . N1 C6 1.483(4) . C2 H2 0.9500 . C2 C3 1.400(5) . C3 C3 1.483(7) 3_756 C3 C4 1.396(5) . C4 H4 0.9500 . C4 C5 1.369(5) . 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 1.0(5) . . . . C1 C2 C3 C3 -178.0(4) . . . 3_756 C1 C2 C3 C4 1.3(5) . . . . N1 C1 C2 C3 -1.6(5) . . . . C2 C1 N1 C5 0.5(5) . . . . C2 C1 N1 C6 179.1(3) . . . . C2 C3 C4 C5 0.1(5) . . . . C3 C3 C4 C5 179.4(4) 3_756 . . . C3 C4 C5 N1 -1.3(5) . . . . C6 N1 C5 C4 -177.6(3) . . . . _cod_database_fobs_code 4519457