#------------------------------------------------------------------------------
#$Date: 2025-07-05 12:10:14 +0200 (Sat 05 de Jul de 2025) $
#$Revision: 300370 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/01/1570191.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1570191
loop_
_publ_author_name
'Song, Xueqing'
'Li, William'
_publ_section_title
;
 Bis(diisobutylammonium)
 tetrachloridobis[3-(trifluoromethyl)phenyl]stannate
;
_journal_coeditor_code           TK4096
_journal_issue                   10
_journal_name_full               IUCrData
_journal_page_first              x230913
_journal_paper_doi               10.1107/S2414314623009136
_journal_volume                  8
_journal_year                    2023
_chemical_formula_iupac          '(C8 H20 N)2 [Sn  Cl4 (C7 H4 Cl2 F3)2]'
_chemical_formula_moiety         '2(C8 H20 N +), C14 H8 Cl4 F6 Sn 2-'
_chemical_formula_sum            'C30 H48 Cl4 F6 N2 Sn'
_chemical_formula_weight         811.19
_chemical_name_systematic
;
Bis(diisobutylammonium) tetrachloridobis[3-(trifluoromethyl)phenyl]stannate
;
_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
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.5230(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.26140(10)
_cell_length_b                   10.83180(10)
_cell_length_c                   14.62970(10)
_cell_measurement_reflns_used    14287
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      77.7480
_cell_measurement_theta_min      3.7790
_cell_volume                     1842.36(3)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2023)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2023)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2023)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18706
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.973
_diffrn_reflns_theta_min         3.802
_exptl_absorpt_coefficient_mu    8.644
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2023)
;
_exptl_crystal_colour            'clear brown-orange'
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_description       block
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.658
_refine_diff_density_min         -0.901
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0273
_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)+(0.0410P)²+0.7503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0749
_reflns_number_gt                3652
_reflns_number_total             3822
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            tk4096.cif
_cod_data_source_block           I
_cod_database_code               1570191
#BEGIN Tags that were not found in dictionaries:
_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   0.479
_shelx_estimated_absorpt_t_max   0.782
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.35270(19) 0.5478(2) 0.13703(15) 0.0239(4) Uani d 1 . .
H H1A 0.358554 0.457309 0.130324 0.029 Uiso calc 1 . .
H H1B 0.326308 0.583776 0.071441 0.029 Uiso calc 1 . .
C C2 0.26367(19) 0.5751(2) 0.18694(15) 0.0260(5) Uani d 1 . .
H H2 0.295430 0.546221 0.255225 0.031 Uiso calc 1 . .
C C3 0.23739(19) 0.7127(2) 0.18845(16) 0.0275(5) Uani d 1 . .
H H3A 0.306651 0.756553 0.226965 0.041 Uiso calc 1 . .
H H3B 0.175849 0.724982 0.216927 0.041 Uiso calc 1 . .
H H3C 0.212799 0.744875 0.122425 0.041 Uiso calc 1 . .
C C4 0.1551(3) 0.5004(2) 0.1380(3) 0.0411(8) Uani d 1 . .
H H4A 0.121094 0.528525 0.071310 0.062 Uiso calc 1 . .
H H4B 0.099624 0.511991 0.172948 0.062 Uiso calc 1 . .
H H4C 0.174867 0.412669 0.138369 0.062 Uiso calc 1 . .
C C5 0.56054(19) 0.55525(19) 0.14964(15) 0.0222(4) Uani d 1 . .
H H5A 0.537390 0.577720 0.080518 0.027 Uiso calc 1 . .
H H5B 0.565458 0.464099 0.154047 0.027 Uiso calc 1 . .
C C6 0.67905(19) 0.60917(19) 0.20024(15) 0.0218(4) Uani d 1 . .
H H6 0.674857 0.700698 0.190829 0.026 Uiso calc 1 . .
C C7 0.7618(2) 0.5571(2) 0.15105(19) 0.0328(5) Uani d 1 . .
H H7A 0.765195 0.467094 0.157844 0.049 Uiso calc 1 . .
H H7B 0.838600 0.591970 0.181228 0.049 Uiso calc 1 . .
H H7C 0.734647 0.578953 0.082497 0.049 Uiso calc 1 . .
C C8 0.72259(19) 0.5828(2) 0.30827(16) 0.0274(5) Uani d 1 . .
H H8A 0.669735 0.619158 0.338881 0.041 Uiso calc 1 . .
H H8B 0.799278 0.618867 0.336388 0.041 Uiso calc 1 . .
H H8C 0.726737 0.493329 0.318920 0.041 Uiso calc 1 . .
N N1 0.46944(15) 0.59824(15) 0.19037(12) 0.0177(3) Uani d 1 . .
H H1C 0.466464 0.682178 0.188412 0.021 Uiso calc 1 . .
H H1D 0.488962 0.574815 0.253256 0.021 Uiso calc 1 . .
C C9 0.68457(19) 0.50380(16) 0.54647(16) 0.0146(4) Uani d 1 . .
C C10 0.74444(18) 0.6150(2) 0.56702(15) 0.0178(4) Uani d 1 . .
H H10 0.702813 0.690201 0.560520 0.021 Uiso calc 1 . .
C C11 0.86397(19) 0.6180(2) 0.59687(16) 0.0220(4) Uani d 1 . .
H H11 0.903295 0.694773 0.610510 0.026 Uiso calc 1 . .
C C12 0.9258(2) 0.50866(18) 0.60672(18) 0.0215(5) Uani d 1 . .
H H12 1.007476 0.509922 0.627119 0.026 Uiso calc 1 . .
C C13 0.86647(18) 0.3971(2) 0.58629(14) 0.0180(4) Uani d 1 . .
C C14 0.74712(18) 0.39424(19) 0.55628(14) 0.0157(4) Uani d 1 . .
H H14 0.707913 0.317433 0.542374 0.019 Uiso calc 1 . .
C C15 0.93450(17) 0.2801(2) 0.59848(15) 0.0205(4) Uani d 1 . .
Cl Cl1 0.50101(4) 0.38477(4) 0.34558(3) 0.01643(11) Uani d 1 . .
Cl Cl2 0.49391(4) 0.70843(4) 0.41432(3) 0.01725(11) Uani d 1 . .
F F1 0.86867(11) 0.17902(12) 0.57535(11) 0.0291(3) Uani d 1 . .
F F2 1.00453(12) 0.27762(13) 0.54416(10) 0.0306(3) Uani d 1 . .
F F3 1.00321(13) 0.26451(14) 0.69011(10) 0.0364(3) Uani d 1 . .
Sn Sn1 0.500000 0.500000 0.500000 0.01258(8) Uani d 1 . .
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
Sn Sn 0.0259 5.4591 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 113.03(17) ?
C1 C2 C3 . . 112.52(18) ?
C1 C2 C4 . . 108.9(2) ?
C3 C2 C4 . . 111.5(2) ?
N1 C5 C6 . . 113.87(16) ?
C5 C6 C7 . . 107.69(18) ?
C5 C6 C8 . . 113.43(18) ?
C7 C6 C8 . . 110.67(19) ?
C5 N1 C1 . . 112.90(16) ?
C10 C9 C14 . . 118.6(2) ?
C10 C9 Sn1 . . 121.02(14) ?
C14 C9 Sn1 . . 120.40(14) ?
C11 C10 C9 . . 121.3(2) ?
C12 C11 C10 . . 119.9(2) ?
C11 C12 C13 . . 119.1(2) ?
C12 C13 C15 . . 118.4(2) ?
C14 C13 C12 . . 120.9(2) ?
C14 C13 C15 . . 120.68(19) ?
C13 C14 C9 . . 120.20(19) ?
F1 C15 C13 . . 113.22(17) ?
F1 C15 F2 . . 106.35(17) ?
F1 C15 F3 . . 106.55(17) ?
F2 C15 C13 . . 112.55(17) ?
F2 C15 F3 . . 105.72(16) ?
F3 C15 C13 . . 111.92(17) ?
C9 Sn1 C9 . 3_666 180.0 ?
C9 Sn1 Cl1 3_666 3_666 89.36(6) ?
C9 Sn1 Cl1 . . 89.36(6) y
C9 Sn1 Cl1 . 3_666 90.64(6) ?
C9 Sn1 Cl1 3_666 . 90.64(6) ?
C9 Sn1 Cl2 . 3_666 89.89(5) ?
C9 Sn1 Cl2 3_666 3_666 90.11(5) ?
C9 Sn1 Cl2 3_666 . 89.89(5) ?
C9 Sn1 Cl2 . . 90.11(5) y
Cl1 Sn1 Cl1 3_666 . 180.0 ?
Cl1 Sn1 Cl2 . . 90.308(14) y
Cl2 Sn1 Cl1 3_666 3_666 90.308(14) ?
Cl2 Sn1 Cl1 3_666 . 89.692(14) ?
Cl2 Sn1 Cl1 . 3_666 89.693(14) ?
Cl2 Sn1 Cl2 3_666 . 180.00(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.523(3) ?
C1 N1 . 1.499(3) ?
C2 C3 . 1.527(3) ?
C2 C4 . 1.528(3) ?
C5 C6 . 1.522(3) ?
C5 N1 . 1.497(3) ?
C6 C7 . 1.526(3) ?
C6 C8 . 1.526(3) ?
C9 C10 . 1.393(3) ?
C9 C14 . 1.396(3) ?
C10 C11 . 1.390(3) ?
C11 C12 . 1.389(3) ?
C12 C13 . 1.393(3) ?
C13 C14 . 1.388(3) ?
C13 C15 . 1.497(3) ?
C15 F1 . 1.338(3) ?
C15 F2 . 1.343(2) ?
C15 F3 . 1.348(2) ?
Sn1 Cl1 . 2.5845(4) y
Sn1 Cl2 . 2.5719(4) y
Sn1 C9 . 2.147(2) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1C Cl1 2_655 0.91 2.31 3.1877(17) 161 yes
N1 H1D Cl1 . 0.91 2.44 3.1771(17) 138 yes
N1 H1D Cl2 . 0.91 2.75 3.4094(17) 130 yes
C7 H7A F1 4_565 0.98 2.56 3.227(3) 125 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 C1 N1 C5 . . . . 171.26(17) ?
C6 C5 N1 C1 . . . . 177.79(17) ?
N1 C1 C2 C3 . . . . 66.3(2) ?
N1 C1 C2 C4 . . . . -169.55(19) ?
N1 C5 C6 C7 . . . . 179.98(17) ?
N1 C5 C6 C8 . . . . 57.2(2) ?
C9 C10 C11 C12 . . . . -0.1(3) ?
C10 C9 C14 C13 . . . . 0.2(3) ?
C10 C11 C12 C13 . . . . 0.0(4) ?
C11 C12 C13 C14 . . . . 0.1(4) ?
C11 C12 C13 C15 . . . . -179.2(2) ?
C12 C13 C14 C9 . . . . -0.3(3) ?
C12 C13 C15 F1 . . . . -178.98(19) ?
C12 C13 C15 F2 . . . . -58.3(3) ?
C12 C13 C15 F3 . . . . 60.6(3) ?
C14 C9 C10 C11 . . . . -0.1(3) ?
C14 C13 C15 F1 . . . . 1.7(3) ?
C14 C13 C15 F2 . . . . 122.3(2) ?
C14 C13 C15 F3 . . . . -118.8(2) ?
C15 C13 C14 C9 . . . . 179.09(19) ?
Sn1 C9 C10 C11 . . . . -179.81(16) ?
Sn1 C9 C14 C13 . . . . 179.96(15) ?
