#------------------------------------------------------------------------------ #$Date: 2025-08-19 20:21:09 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301810 $ #$URL: svn://www.crystallography.net/cod/cif/3/50/00/3500083.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_3500083 loop_ _publ_author_name 'Thierry Maris' _publ_section_title ; Tetrahexylammonium Iodide ; _journal_name_full 'Personal communication to COD' _journal_year 2019 _chemical_compound_source 'Synthesized by the authors. See text' _chemical_formula_moiety 'C24 H52 N, I' _chemical_formula_sum 'C24 H52 I N' _chemical_formula_weight 481.56 _chemical_name_common 'tetrahexylammonium iodide' _space_group_crystal_system orthorhombic _space_group_IT_number 41 _space_group_name_Hall 'A 2 -2ab' _space_group_name_H-M_alt 'A e a 2' _symmetry_space_group_name_H-M 'A e a 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2013 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.0773(11) _cell_length_b 10.0124(11) _cell_length_c 26.219(3) _cell_measurement_reflns_used 7991 _cell_measurement_temperature 150 _cell_measurement_theta_max 69.80 _cell_measurement_theta_min 3.37 _cell_volume 2645.4(5) _computing_cell_refinement 'SAINT V8.32B(Bruker AXS, 2013)' _computing_data_collection 'APEX2 (Bruker AXS, 2013)' _computing_data_reduction 'SAINT V8.32B(Bruker AXS, 2013)' _computing_molecular_graphics 'XP (Bruker AXS, 1998)' _computing_publication_material 'UdMX (Maris, 2004)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean 8.3 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type 'Bruker Microstar' _diffrn_measurement_method \w _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.068 _diffrn_reflns_av_unetI/netI 0.0601 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 16185 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 70.134 _diffrn_reflns_theta_min 3.371 _diffrn_source 'Rotating Anode' _exptl_absorpt_coefficient_mu 9.536 _exptl_absorpt_correction_T_max 0.7533 _exptl_absorpt_correction_T_min 0.3174 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sadabs (Sheldrick, 2012)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.209 _exptl_crystal_description platelet _exptl_crystal_F_000 1024 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.04 _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 110.0 degree scan in 110 frames over three different parts of the reciprocal space ; _refine_diff_density_max 3.042 _refine_diff_density_min -1.627 _refine_diff_density_rms 0.151 _refine_ls_abs_structure_details ; Refined as an inversion twin. Flack, H.D., Schwarzenbach, D.(1999), 1146 Friedel Pairs ; _refine_ls_abs_structure_Flack 0.14(4) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.173 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 122 _refine_ls_number_reflns 2437 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.173 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0603 _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^)+(0.1137P)^2^+1.4400P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1736 _refine_ls_wR_factor_ref 0.1833 _refine_special_details ; Refined as a 2-component inversion twin. ; _reflns_Friedel_coverage 0.953 _reflns_Friedel_fraction_full 0.998 _reflns_Friedel_fraction_max 0.989 _reflns_number_gt 2016 _reflns_number_total 2437 _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. ; _cod_data_source_file c6ni.cif _cod_data_source_block C6NI _cod_depositor_comments 'Added Title/Name' _cod_original_sg_symbol_Hall 'A 2 -2ac' _cod_original_sg_symbol_H-M Aba2 _cod_database_code 3500083 _cod_database_fobs_code 3500083 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.420 _shelx_estimated_absorpt_t_max 0.702 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, 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 0.5000 0.5000 0.3262(2) 0.0458(4) Uani 1 2 d S T P . . N1 N 0.5000 1.0000 0.3271(17) 0.031(2) Uani 1 2 d S T P . . C1 C 0.6058(8) 0.9334(8) 0.3595(3) 0.0362(17) Uani 1 1 d . . . . . H1A H 0.6585 1.0042 0.3764 0.043 Uiso 1 1 calc R U . . . H1B H 0.6664 0.8840 0.3365 0.043 Uiso 1 1 calc R U . . . C2 C 0.5567(10) 0.8376(7) 0.4001(3) 0.0393(18) Uani 1 1 d . . . . . H2A H 0.4952 0.7720 0.3847 0.047 Uiso 1 1 calc R U . . . H2B H 0.5075 0.8878 0.4266 0.047 Uiso 1 1 calc R U . . . C3 C 0.6731(8) 0.7645(8) 0.4245(3) 0.0407(19) Uani 1 1 d . . . . . H3A H 0.7182 0.7101 0.3982 0.049 Uiso 1 1 calc R U . . . H3B H 0.7377 0.8310 0.4373 0.049 Uiso 1 1 calc R U . . . C4 C 0.6315(7) 0.6742(9) 0.4682(3) 0.045(2) Uani 1 1 d . . . . . H4A H 0.5678 0.6072 0.4552 0.054 Uiso 1 1 calc R U . . . H4B H 0.5848 0.7287 0.4941 0.054 Uiso 1 1 calc R U . . . C5 C 0.7460(8) 0.6015(7) 0.4939(4) 0.051(2) Uani 1 1 d . . . . . H5A H 0.7964 0.5521 0.4675 0.061 Uiso 1 1 calc R U . . . H5B H 0.8065 0.6685 0.5090 0.061 Uiso 1 1 calc R U . . . C6 C 0.7035(19) 0.5042(7) 0.5352(7) 0.058(4) Uani 1 1 d . . . . . H6A H 0.6387 0.4412 0.5212 0.086 Uiso 1 1 calc R U . . . H6B H 0.6632 0.5536 0.5635 0.086 Uiso 1 1 calc R U . . . H6C H 0.7812 0.4551 0.5476 0.086 Uiso 1 1 calc R U . . . C7 C 0.4343(9) 0.8932(7) 0.2939(3) 0.0381(18) Uani 1 1 d . . . . . H7A H 0.5051 0.8413 0.2769 0.046 Uiso 1 1 calc R U . . . H7B H 0.3856 0.8311 0.3166 0.046 Uiso 1 1 calc R U . . . C8 C 0.3391(8) 0.9427(9) 0.2535(3) 0.043(2) Uani 1 1 d . . . . . H8A H 0.3881 0.9963 0.2279 0.052 Uiso 1 1 calc R U . . . H8B H 0.2713 1.0008 0.2694 0.052 Uiso 1 1 calc R U . . . C9 C 0.2712(8) 0.8258(8) 0.2270(3) 0.044(2) Uani 1 1 d . . . . . H9A H 0.3398 0.7651 0.2131 0.053 Uiso 1 1 calc R U . . . H9B H 0.2190 0.7751 0.2525 0.053 Uiso 1 1 calc R U . . . C10 C 0.1800(8) 0.8692(8) 0.1842(4) 0.049(2) Uani 1 1 d . . . . . H10A H 0.2317 0.9238 0.1598 0.058 Uiso 1 1 calc R U . . . H10B H 0.1096 0.9268 0.1986 0.058 Uiso 1 1 calc R U . . . C11 C 0.1149(9) 0.7554(9) 0.1552(4) 0.052(2) Uani 1 1 d . . . . . H11A H 0.0680 0.6970 0.1797 0.063 Uiso 1 1 calc R U . . . H11B H 0.1848 0.7013 0.1385 0.063 Uiso 1 1 calc R U . . . C12 C 0.0166(9) 0.8023(17) 0.1148(6) 0.054(3) Uani 1 1 d . . . . . H12A H 0.0618 0.8612 0.0905 0.081 Uiso 1 1 calc R U . . . H12B H -0.0561 0.8510 0.1312 0.081 Uiso 1 1 calc R U . . . H12C H -0.0192 0.7247 0.0966 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 I1 0.0321(5) 0.0366(5) 0.0688(6) 0.000 0.000 -0.0003(2) N1 0.019(5) 0.028(5) 0.046(5) 0.000 0.000 -0.001(3) C1 0.025(4) 0.035(4) 0.048(4) 0.001(3) -0.004(3) -0.004(3) C2 0.028(4) 0.030(4) 0.059(5) -0.003(4) -0.001(4) 0.002(4) C3 0.031(5) 0.038(4) 0.053(5) -0.003(4) -0.001(4) 0.001(3) C4 0.029(5) 0.042(4) 0.065(5) -0.001(4) 0.001(4) 0.005(4) C5 0.037(5) 0.043(4) 0.073(6) 0.006(5) -0.005(4) 0.005(4) C6 0.053(10) 0.053(9) 0.067(9) 0.008(4) -0.006(7) 0.008(4) C7 0.030(5) 0.026(4) 0.058(5) 0.001(3) 0.001(4) 0.002(3) C8 0.027(4) 0.034(4) 0.068(6) 0.001(4) -0.006(4) 0.002(3) C9 0.025(4) 0.041(4) 0.067(6) -0.003(4) -0.002(4) -0.004(3) C10 0.035(5) 0.046(4) 0.065(5) 0.000(4) -0.006(4) -0.002(4) C11 0.038(5) 0.048(5) 0.072(6) -0.001(5) -0.012(4) -0.003(4) C12 0.046(7) 0.059(9) 0.056(7) -0.005(6) -0.009(4) -0.007(5) 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' N N 0.0311 0.0180 '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' loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 75056