#------------------------------------------------------------------------------
#$Date: 2019-12-18 17:30:00 +0200 (Wed, 18 Dec 2019) $
#$Revision: 245321 $
#$URL: file:///home/coder/svn-repositories/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       ω
_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/[σ²(Fo²)+(0.1137P)²+1.4400P] where P=(Fo²+2Fc²)/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'
