#------------------------------------------------------------------------------ #$Date: 2023-11-01 18:49:54 +0000 (Wed, 01 Nov 2023) $ #$Revision: 287204 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/94/4519455.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_4519455 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, 2(I)' _chemical_formula_sum 'C12 H14 I2 N2' _chemical_formula_weight 440.05 _chemical_name_common 'Paraquat Diiodide' _chemical_name_systematic ; 1,1'-dimethyl-4,4'-bipyridin-1-ium bis(iodide) ; _space_group_crystal_system monoclinic _space_group_IT_number 12 _space_group_name_Hall '-C 2y' _space_group_name_H-M_alt 'C 1 2/m 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _cell_angle_alpha 90 _cell_angle_beta 94.888(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 13.9258(5) _cell_length_b 7.9087(3) _cell_length_c 6.3902(2) _cell_measurement_reflns_used 3324 _cell_measurement_temperature 150 _cell_measurement_theta_max 54.581 _cell_measurement_theta_min 5.550 _cell_volume 701.22(4) _computing_cell_refinement ; SAINT (2019) V8.40A; 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 (2019) V8.40A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _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 'SHELXT 2014/5 (Sheldrick, 2014)' _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 0.987 _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 0.0550 _diffrn_reflns_av_unetI/netI 0.0358 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.987 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 4058 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.987 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 54.574 _diffrn_reflns_theta_min 5.548 _diffrn_source 'Metal Jet' _diffrn_source_current 2.86 _diffrn_source_power 0.199914 _diffrn_source_target Ga _diffrn_source_type 'Gallium Liquid Metal Jet Source' _diffrn_source_voltage 69.9 _exptl_absorpt_coefficient_mu 24.079 _exptl_absorpt_correction_T_max 0.7508 _exptl_absorpt_correction_T_min 0.5309 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1191 before and 0.0647 after correction. The Ratio of minimum to maximum transmission is 0.7071. 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 2.084 _exptl_crystal_description Fragment _exptl_crystal_F_000 412 _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _refine_diff_density_max 1.081 _refine_diff_density_min -1.553 _refine_diff_density_rms 0.132 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 44 _refine_ls_number_reflns 703 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.057 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0292 _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^)+(0.0401P)^2^+2.1030P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0717 _refine_ls_wR_factor_ref 0.0728 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 661 _reflns_number_total 703 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file S09_Pq-I2_C2_m.cif _cod_data_source_block jw22626 _cod_database_code 4519455 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z' 5 '-x, -y, -z' 6 'x, -y, z' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z' 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 0.35378(3) 0.000000 0.18617(6) 0.03922(19) Uani 1 2 d S T P . . N1 N 0.6366(4) 0.500000 0.4880(8) 0.0356(11) Uani 1 2 d S T P . . C4 C 0.5290(4) 0.500000 0.1030(9) 0.0316(12) Uani 1 2 d S T P . . C2 C 0.6110(3) 0.3535(6) 0.3948(7) 0.0406(10) Uani 1 1 d . . . . . H2 H 0.629989 0.250173 0.461923 0.049 Uiso 1 1 calc R U . . . C3 C 0.5577(3) 0.3497(6) 0.2028(7) 0.0390(10) Uani 1 1 d . . . . . H3 H 0.540495 0.244394 0.138687 0.047 Uiso 1 1 calc R U . . . C1 C 0.6979(5) 0.500000 0.6884(10) 0.0423(15) Uani 1 2 d S T P . . H1A H 0.675155 0.413024 0.781591 0.063 Uiso 0.5 1 calc R U P A -1 H1B H 0.694572 0.611037 0.755482 0.063 Uiso 0.5 1 calc R U P A -1 H1C H 0.764757 0.475938 0.661103 0.063 Uiso 0.5 1 calc R U P A -1 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 0.0485(3) 0.0334(3) 0.0347(3) 0.000 -0.00288(18) 0.000 N1 0.037(3) 0.038(3) 0.031(3) 0.000 0.000(2) 0.000 C4 0.035(3) 0.032(3) 0.027(3) 0.000 -0.001(2) 0.000 C2 0.054(3) 0.030(2) 0.036(2) 0.0045(19) -0.007(2) 0.0025(19) C3 0.051(2) 0.030(2) 0.035(2) 0.0020(18) -0.006(2) -0.0023(18) C1 0.047(4) 0.045(4) 0.033(3) 0.000 -0.008(3) 0.000 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' N N 0.0241 0.0134 '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' 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 N1 C2 120.1(5) . 6_565 C2 N1 C1 119.9(3) 6_565 . C2 N1 C1 119.9(3) . . C3 C4 C4 121.3(3) 6_565 5_665 C3 C4 C4 121.3(3) . 5_665 C3 C4 C3 117.4(5) . 6_565 N1 C2 H2 119.4 . . N1 C2 C3 121.2(4) . . C3 C2 H2 119.4 . . C4 C3 H3 120.0 . . C2 C3 C4 120.1(4) . . C2 C3 H3 120.0 . . N1 C1 H1A 109.5 . . N1 C1 H1B 109.5 . . N1 C1 H1C 109.5 . . H1A C1 H1B 109.5 . . H1A C1 H1C 109.5 . . H1B C1 H1C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 N1 C2 1.337(5) . N1 C2 1.337(5) 6_565 N1 C1 1.478(8) . C4 C4 1.484(11) 5_665 C4 C3 1.391(5) . C4 C3 1.391(5) 6_565 C2 H2 0.9500 . C2 C3 1.379(6) . C3 H3 0.9500 . C1 H1A 0.9800 . C1 H1B 0.9800 . C1 H1C 0.9800 . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C2 H2 I1 0.95 2.99 3.874(5) 155.4 5_656 yes C3 H3 I1 0.95 3.27 3.959(4) 130.6 . yes C3 H3 I1 0.95 3.28 3.984(5) 132.9 5_655 yes C1 H1A I1 0.98 3.30 4.110(2) 141.3 5_656 yes C1 H1B I1 0.98 3.18 4.110(2) 159.6 5_666 yes 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 N1 C2 C3 C4 -0.3(8) . . . . C4 C4 C3 C2 -179.7(6) 5_665 . . . C2 N1 C2 C3 -0.5(9) 6_565 . . . C3 C4 C3 C2 1.1(9) 6_565 . . . C1 N1 C2 C3 -176.9(5) . . . . _cod_database_fobs_code 4519455