#------------------------------------------------------------------------------ #$Date: 2023-11-01 18:58:35 +0000 (Wed, 01 Nov 2023) $ #$Revision: 287209 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519460.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_4519460 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, 0.888(I), 1.112(Br)' _chemical_formula_sum 'C12 H14 Br1.11 I0.89 N2' _chemical_formula_weight 387.79 _chemical_name_common 'Paraquat Iodide Bromide 0.88:1.12' _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 95.870(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.0008(4) _cell_length_b 8.1403(6) _cell_length_c 13.7931(9) _cell_measurement_reflns_used 4676 _cell_measurement_temperature 150 _cell_measurement_theta_max 55.133 _cell_measurement_theta_min 5.499 _cell_volume 670.24(8) _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 0.993 _diffrn_measured_fraction_theta_max 0.983 _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 0.0445 _diffrn_reflns_av_unetI/netI 0.0379 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.983 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 5235 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.983 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 55.108 _diffrn_reflns_theta_min 5.497 _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 13.908 _exptl_absorpt_correction_T_max 0.1123 _exptl_absorpt_correction_T_min 0.0199 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1661 before and 0.0910 after correction. The Ratio of minimum to maximum transmission is 0.1772. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.921 _exptl_crystal_description Plate _exptl_crystal_F_000 372 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.531 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.148 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 78 _refine_ls_number_reflns 1266 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.103 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0373 _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^)+(0.0631P)^2^+0.6436P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1041 _refine_ls_wR_factor_ref 0.1074 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1147 _reflns_number_total 1266 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file S14_Pq-Br_1_11_I_0_89_P21_c.cif _cod_data_source_block jw25391 _cod_database_code 4519460 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 0.8150(18) 0.5838(15) 0.3172(7) 0.0429(7) Uani 0.556(12) 1 d . . P A 1 I1 I 0.8376(14) 0.5763(11) 0.3303(6) 0.0429(7) Uani 0.444(12) 1 d . . P A 2 C1 C 0.6368(8) 0.1743(7) 0.3644(3) 0.0537(12) Uani 1 1 d . . . . . H1 H 0.588841 0.196193 0.297922 0.064 Uiso 1 1 calc R U . . . N1 N 0.5228(6) 0.2385(4) 0.4341(3) 0.0466(9) Uani 1 1 d . . . . . C2 C 0.8227(9) 0.0768(5) 0.3880(4) 0.0522(12) Uani 1 1 d . . . . . H2 H 0.898794 0.028733 0.337937 0.063 Uiso 1 1 calc R U . . . C3 C 0.8983(8) 0.0491(5) 0.4861(3) 0.0431(10) Uani 1 1 d . . . . . C4 C 0.7754(8) 0.1188(6) 0.5567(4) 0.0484(11) Uani 1 1 d . . . . . H4 H 0.821050 0.102211 0.624033 0.058 Uiso 1 1 calc R U . . . C5 C 0.5879(8) 0.2115(5) 0.5282(3) 0.0490(11) Uani 1 1 d . . . . . H5 H 0.503600 0.257081 0.576271 0.059 Uiso 1 1 calc R U . . . C6 C 0.3248(8) 0.3447(6) 0.4040(4) 0.0538(12) Uani 1 1 d . . . . . H6A H 0.376004 0.451242 0.381745 0.081 Uiso 1 1 calc R U . . . H6B H 0.237997 0.361233 0.459704 0.081 Uiso 1 1 calc R U . . . H6C H 0.230422 0.291378 0.350963 0.081 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 0.0411(14) 0.0470(7) 0.0404(17) 0.0023(10) 0.0038(11) 0.0033(8) I1 0.0411(14) 0.0470(7) 0.0404(17) 0.0023(10) 0.0038(11) 0.0033(8) C1 0.051(3) 0.064(3) 0.046(2) 0.004(2) 0.006(2) -0.004(2) N1 0.042(2) 0.0415(19) 0.056(2) -0.0002(16) 0.0048(16) -0.0025(15) C2 0.043(3) 0.058(3) 0.057(3) -0.0006(19) 0.010(2) 0.0022(19) C3 0.040(2) 0.039(2) 0.051(3) -0.0001(18) 0.009(2) -0.0076(17) C4 0.050(3) 0.045(2) 0.051(3) -0.0057(19) 0.006(2) -0.001(2) C5 0.051(3) 0.045(2) 0.051(3) -0.0051(19) 0.007(2) -0.0011(19) C6 0.047(3) 0.048(3) 0.065(3) 0.007(2) 0.001(2) 0.004(2) 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 121.0(5) . . C2 C1 H1 119.5 . . C1 N1 C6 118.4(4) . . C5 N1 C1 120.8(4) . . C5 N1 C6 120.7(4) . . C1 C2 H2 120.2 . . C1 C2 C3 119.6(5) . . C3 C2 H2 120.2 . . C2 C3 C3 121.1(5) . 3_756 C2 C3 C4 117.7(4) . . C4 C3 C3 121.2(5) . 3_756 C3 C4 H4 120.2 . . C5 C4 C3 119.7(5) . . C5 C4 H4 120.2 . . N1 C5 C4 121.2(4) . . N1 C5 H5 119.4 . . C4 C5 H5 119.4 . . 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 1.341(6) . C1 C2 1.380(7) . N1 C5 1.334(6) . N1 C6 1.494(6) . C2 H2 0.9500 . C2 C3 1.401(7) . C3 C3 1.476(9) 3_756 C3 C4 1.401(7) . C4 H4 0.9500 . C4 C5 1.379(7) . 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 0.8(7) . . . . C1 C2 C3 C3 -177.6(5) . . . 3_756 C1 C2 C3 C4 2.0(7) . . . . N1 C1 C2 C3 -2.3(7) . . . . C2 C1 N1 C5 0.9(7) . . . . C2 C1 N1 C6 179.2(4) . . . . C2 C3 C4 C5 -0.4(6) . . . . C3 C3 C4 C5 179.2(5) 3_756 . . . C3 C4 C5 N1 -1.0(7) . . . . C6 N1 C5 C4 -177.5(4) . . . . _cod_database_fobs_code 4519460