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#$Date: 2023-12-22 17:51:19 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288507 $
#$URL: file:///home/coder/svn-repositories/cod/cif/3/50/00/3500085.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.
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data_3500085
loop_
_publ_author_name
'Thierry Maris'
_publ_section_title
;
 Tetraoctylammonium bromide
;
_journal_name_full               'Personal communication to COD'
_journal_year                    2019
_chemical_formula_moiety         'C32 H68 N, Br'
_chemical_formula_sum            'C32 H68 Br N'
_chemical_formula_weight         546.78
_chemical_name_common            'tetraoctylammonium bromide'
_space_group_crystal_system      tetragonal
_space_group_IT_number           117
_space_group_name_Hall           'P -4 -2ab'
_space_group_name_H-M_alt        'P -4 b 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2013-03-21
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7042(5)
_cell_length_b                   9.7042(5)
_cell_length_c                   18.6896(11)
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    150
_cell_measurement_theta_max      71.751
_cell_measurement_theta_min      2.364
_cell_volume                     1760.03(16)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'Montel 200 Mirrors Optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            20539
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.252
_diffrn_reflns_theta_min         2.364
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    1.693
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1580 before and 0.0796 after correction.
The Ratio of minimum to maximum transmission is 0.6539.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.032
_exptl_crystal_description       plate
_exptl_crystal_F_000             604
_exptl_crystal_recrystallization_method 'Recrystallazed from Acetone'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.15
_exptl_special_details
;
 ?
;
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details
;
 Flack x determined using 712 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.077(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         1733
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0400
_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)+(0.0812P)²+0.0273P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1044
_refine_special_details
;
 ?
;
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                1683
_reflns_number_total             1733
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nbr.cif
_cod_data_source_block           c8nbr
_cod_depositor_comments          'Added Title/Name'
_cod_original_cell_volume        1760.0(2)
_cod_database_code               3500085
_cod_database_fobs_code          3500085
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  {H7A,H7B} of C7, {H6A,H6B} of C6, {H4A,H4B} of C4, {H2A,H2B} of C2, {H5A,
  H5B} of C5, {H1A,H1B} of C1, {H3A,H3B} of C3
 At 1.5 times of:
  {H8A,H8B,H8C} of C8
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_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.
;
_shelxl_version_number           2012-9
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'
'-x+1/2, y+1/2, z'
'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
Br1 Br 0.5000 0.0000 0.5000 0.0604(2) Uani 1 4 d S T P . .
N1 N 1.0000 0.0000 0.5000 0.0398(7) Uani 1 4 d S T P . .
C1 C 0.9331(2) 0.11175(19) 0.54590(10) 0.0433(4) Uani 1 1 d . . . . .
H1A H 1.0069 0.1651 0.5698 0.052 Uiso 1 1 calc R U . . .
H1B H 0.8827 0.1757 0.5140 0.052 Uiso 1 1 calc R U . . .
C2 C 0.8341(2) 0.0595(2) 0.60269(12) 0.0459(5) Uani 1 1 d . . . . .
H2A H 0.8826 -0.0054 0.6349 0.055 Uiso 1 1 calc R U . . .
H2B H 0.7571 0.0095 0.5796 0.055 Uiso 1 1 calc R U . . .
C3 C 0.7774(2) 0.1803(2) 0.64612(12) 0.0474(5) Uani 1 1 d . . . . .
H3A H 0.8551 0.2353 0.6652 0.057 Uiso 1 1 calc R U . . .
H3B H 0.7222 0.2406 0.6145 0.057 Uiso 1 1 calc R U . . .
C4 C 0.6878(2) 0.1308(2) 0.70802(12) 0.0531(5) Uani 1 1 d . . . . .
H4A H 0.7416 0.0650 0.7374 0.064 Uiso 1 1 calc R U . . .
H4B H 0.6075 0.0805 0.6883 0.064 Uiso 1 1 calc R U . . .
C5 C 0.6358(3) 0.2468(2) 0.75626(14) 0.0523(5) Uani 1 1 d . . . . .
H5A H 0.7156 0.3007 0.7737 0.063 Uiso 1 1 calc R U . . .
H5B H 0.5768 0.3093 0.7278 0.063 Uiso 1 1 calc R U . . .
C6 C 0.5542(3) 0.1946(3) 0.82012(13) 0.0567(6) Uani 1 1 d . . . . .
H6A H 0.6142 0.1347 0.8496 0.068 Uiso 1 1 calc R U . . .
H6B H 0.4763 0.1378 0.8027 0.068 Uiso 1 1 calc R U . . .
C7 C 0.4980(3) 0.3108(4) 0.86675(16) 0.0639(9) Uani 1 1 d . . . . .
H7A H 0.4348 0.3684 0.8379 0.077 Uiso 1 1 calc R U . . .
H7B H 0.5754 0.3698 0.8826 0.077 Uiso 1 1 calc R U . . .
C8 C 0.4212(5) 0.2567(4) 0.93244(18) 0.0875(10) Uani 1 1 d . . . . .
H8A H 0.3936 0.3344 0.9627 0.131 Uiso 1 1 calc R U . . .
H8B H 0.4817 0.1951 0.9596 0.131 Uiso 1 1 calc R U . . .
H8C H 0.3390 0.2060 0.9170 0.131 Uiso 1 1 calc R U . . .
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'
Br Br -0.6763 1.2805 '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
C1 N1 C1 108.38(7) 4_646 3_755
C1 N1 C1 111.67(14) 4_646 2_666
C1 N1 C1 108.38(7) 3_755 2_666
C1 N1 C1 108.39(7) 4_646 .
C1 N1 C1 111.67(14) 3_755 .
C1 N1 C1 108.38(7) 2_666 .
C2 C1 N1 115.09(14) . .
C1 C2 C3 110.03(16) . .
C4 C3 C2 111.50(17) . .
C3 C4 C5 113.82(19) . .
C6 C5 C4 112.95(18) . .
C5 C6 C7 112.9(2) . .
C6 C7 C8 112.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.5274(19) 4_646
N1 C1 1.5274(19) 3_755
N1 C1 1.5274(19) 2_666
N1 C1 1.5274(19) .
C1 C2 1.519(3) .
C2 C3 1.528(3) .
C3 C4 1.525(3) .
C4 C5 1.528(3) .
C5 C6 1.519(3) .
C6 C7 1.526(4) .
C7 C8 1.529(4) .
