#------------------------------------------------------------------------------
#$Date: 2025-11-29 22:02:34 +0100 (Sat 29 de Nov de 2025) $
#$Revision: 303813 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/93/7719375.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_7719375
loop_
_publ_author_name
'Chlebík, Richard'
'Kertész, Erik'
'Erben, Milan'
'Růžička, Aleš'
'Jambor, Roman'
'Benkő, Zoltán'
'Dostál, Libor'
_publ_section_title
;
 Remarkable coordination variability of the P,C,P-pincer ligand in
 organotin(IV) compounds - a promising outlook for other p-block elements.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15093
_journal_page_last               15106
_journal_paper_doi               10.1039/d5dt01873k
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C22 H39 Cl3 O2 P2 Sn, 0.5(C6 H6)'
_chemical_formula_sum            'C25 H42 Cl3 O2 P2 Sn'
_chemical_formula_weight         661.56
_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           'APEX4 v2021.10-0'
_audit_update_record
;
2025-07-02 deposited with the CCDC.	2025-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.831(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1228(7)
_cell_length_b                   13.9952(7)
_cell_length_c                   15.4847(7)
_cell_measurement_reflns_used    77165
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      1
_cell_volume                     3049.7(3)
_computing_cell_refinement       'APEX4 v2022.10-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.3'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'Platon (Spek, 2009)'
_computing_publication_material  'Platon (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1008
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            75606
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.285
_diffrn_reflns_theta_min         2.373
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.225
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       plate
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.022
_refine_diff_density_max         1.010
_refine_diff_density_min         -1.124
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         7578
_refine_ls_number_restraints     273
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0437P)²+2.0801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0820
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5398
_reflns_number_total             7578
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt01873k2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7719373--7719382.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7719375
_shelx_shelxl_version_number     2019/1
_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   0.717
_shelx_estimated_absorpt_t_max   0.974
_exptl_absorpt_special_details
;
The ratio of minimum to maximum
apparent transmission was 0.852
;
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_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
Sn1 Sn 0.15322(2) 0.38477(2) 0.70736(2) 0.02824(8) Uani 1 1 d . . . . .
Cl1 Cl 0.05586(7) 0.44684(7) 0.59134(7) 0.0470(2) Uani 1 1 d . . . . .
Cl2 Cl 0.20497(7) 0.48678(8) 0.82251(7) 0.0534(3) Uani 1 1 d . . . . .
Cl3 Cl 0.01533(7) 0.34738(7) 0.78377(7) 0.0494(3) Uani 1 1 d . . . . .
O1 O 0.29074(16) 0.20651(15) 0.66175(16) 0.0326(5) Uani 1 1 d . . . . .
O2 O 0.28361(16) 0.54809(16) 0.62568(16) 0.0366(6) Uani 1 1 d . . . . .
P1 P 0.19009(6) 0.20056(6) 0.70442(6) 0.02982(19) Uani 1 1 d . . . . .
P2 P 0.32802(7) 0.65187(7) 0.59021(8) 0.0428(3) Uani 1 1 d . . . . .
C1 C 0.2846(2) 0.3810(2) 0.6451(2) 0.0271(6) Uani 1 1 d . . . . .
C2 C 0.3279(2) 0.2936(2) 0.6332(2) 0.0272(7) Uani 1 1 d . . . . .
C3 C 0.4112(2) 0.2837(2) 0.5930(2) 0.0332(7) Uani 1 1 d . . . . .
H3 H 0.438334 0.222554 0.585097 0.040 Uiso 1 1 calc R U . . .
C4 C 0.4534(3) 0.3651(3) 0.5648(3) 0.0449(10) Uani 1 1 d . . . . .
H4 H 0.511454 0.360343 0.538198 0.054 Uiso 1 1 calc R U . . .
C5 C 0.4127(3) 0.4539(3) 0.5747(3) 0.0458(10) Uani 1 1 d . . . . .
H5 H 0.442247 0.509397 0.554046 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3293(2) 0.4618(2) 0.6145(2) 0.0318(7) Uani 1 1 d . . . . .
C7 C 0.2254(3) 0.1460(3) 0.8110(3) 0.0478(10) Uani 1 1 d . . . . .
C8 C 0.2782(4) 0.2254(4) 0.8628(3) 0.0698(14) Uani 1 1 d . . . . .
H8A H 0.302013 0.200802 0.919850 0.105 Uiso 1 1 calc R U . . .
H8B H 0.234798 0.278817 0.870214 0.105 Uiso 1 1 calc R U . . .
H8C H 0.331770 0.247435 0.831729 0.105 Uiso 1 1 calc R U . . .
C9 C 0.2918(3) 0.0599(3) 0.8034(3) 0.0604(12) Uani 1 1 d . . . . .
H9A H 0.316619 0.039378 0.861505 0.091 Uiso 1 1 calc R U . . .
H9B H 0.344785 0.078200 0.769888 0.091 Uiso 1 1 calc R U . . .
H9C H 0.256398 0.007296 0.774145 0.091 Uiso 1 1 calc R U . . .
C10 C 0.1373(4) 0.1160(4) 0.8556(3) 0.0763(16) Uani 1 1 d . . . . .
H10A H 0.156011 0.098537 0.915919 0.114 Uiso 1 1 calc R U . . .
H10B H 0.107241 0.061031 0.825181 0.114 Uiso 1 1 calc R U . . .
H10C H 0.092144 0.169314 0.854268 0.114 Uiso 1 1 calc R U . . .
C11 C 0.1155(3) 0.1285(3) 0.6254(3) 0.0423(9) Uani 1 1 d . . . . .
C12 C 0.1524(3) 0.0263(3) 0.6173(3) 0.0599(12) Uani 1 1 d . . . . .
H12A H 0.117232 -0.005445 0.568142 0.090 Uiso 1 1 calc R U . . .
H12B H 0.143485 -0.008988 0.670666 0.090 Uiso 1 1 calc R U . . .
H12C H 0.220165 0.027988 0.607941 0.090 Uiso 1 1 calc R U . . .
C13 C 0.0127(3) 0.1273(3) 0.6504(4) 0.0649(14) Uani 1 1 d . . . . .
H13A H -0.027536 0.093249 0.605810 0.097 Uiso 1 1 calc R U . . .
H13B H -0.010150 0.193062 0.655034 0.097 Uiso 1 1 calc R U . . .
H13C H 0.010200 0.094848 0.706191 0.097 Uiso 1 1 calc R U . . .
C14 C 0.1202(4) 0.1795(3) 0.5388(3) 0.0596(12) Uani 1 1 d . . . . .
H14A H 0.080206 0.145806 0.493847 0.089 Uiso 1 1 calc R U . . .
H14B H 0.186075 0.180281 0.523261 0.089 Uiso 1 1 calc R U . . .
H14C H 0.097441 0.245304 0.543635 0.089 Uiso 1 1 calc R U . . .
C15 C 0.2198(3) 0.6996(2) 0.5309(3) 0.0442(9) Uani 1 1 d . . . . .
C16 C 0.2041(5) 0.6328(3) 0.4524(3) 0.0762(16) Uani 1 1 d . . . . .
H16A H 0.153112 0.658172 0.411998 0.114 Uiso 1 1 calc R U . . .
H16B H 0.186387 0.569096 0.471870 0.114 Uiso 1 1 calc R U . . .
H16C H 0.262857 0.628354 0.423129 0.114 Uiso 1 1 calc R U . . .
C17 C 0.1297(3) 0.7018(4) 0.5767(4) 0.0821(17) Uani 1 1 d . . . . .
H17A H 0.075177 0.711859 0.534183 0.123 Uiso 1 1 calc R U . . .
H17B H 0.133106 0.753977 0.619010 0.123 Uiso 1 1 calc R U . . .
H17C H 0.122224 0.640873 0.606621 0.123 Uiso 1 1 calc R U . . .
C18 C 0.2448(4) 0.8001(3) 0.4987(3) 0.0692(14) Uani 1 1 d . . . . .
H18A H 0.194773 0.821867 0.455417 0.104 Uiso 1 1 calc R U . . .
H18B H 0.305496 0.797544 0.472417 0.104 Uiso 1 1 calc R U . . .
H18C H 0.249941 0.844627 0.547656 0.104 Uiso 1 1 calc R U . . .
C19 C 0.3350(11) 0.7182(8) 0.7066(11) 0.058(3) Uani 0.479(19) 1 d . . P A 1
C20 C 0.3996(10) 0.6568(9) 0.7664(10) 0.065(4) Uani 0.479(19) 1 d . . P A 1
H20A H 0.410019 0.687887 0.823067 0.097 Uiso 0.479(19) 1 calc R U P A 1
H20B H 0.460602 0.648390 0.741550 0.097 Uiso 0.479(19) 1 calc R U P A 1
H20C H 0.369949 0.594197 0.773249 0.097 Uiso 0.479(19) 1 calc R U P A 1
C21 C 0.2406(13) 0.7301(11) 0.7468(7) 0.072(4) Uani 0.479(19) 1 d . . P A 1
H21A H 0.197801 0.769805 0.708792 0.108 Uiso 0.479(19) 1 calc R U P A 1
H21B H 0.211683 0.667234 0.753765 0.108 Uiso 0.479(19) 1 calc R U P A 1
H21C H 0.251813 0.760931 0.803534 0.108 Uiso 0.479(19) 1 calc R U P A 1
C22 C 0.3798(15) 0.8155(9) 0.6960(12) 0.090(5) Uani 0.479(19) 1 d . . P A 1
H22A H 0.389647 0.846824 0.752621 0.135 Uiso 0.479(19) 1 calc R U P A 1
H22B H 0.337690 0.854803 0.656982 0.135 Uiso 0.479(19) 1 calc R U P A 1
H22C H 0.441096 0.807769 0.671432 0.135 Uiso 0.479(19) 1 calc R U P A 1
C19A C 0.3714(11) 0.7060(10) 0.6836(8) 0.061(3) Uani 0.521(19) 1 d . . P A 2
C20A C 0.4440(13) 0.6342(10) 0.7267(11) 0.092(5) Uani 0.521(19) 1 d . . P A 2
H20D H 0.480685 0.665247 0.775440 0.138 Uiso 0.521(19) 1 calc R U P A 2
H20E H 0.487117 0.613029 0.684176 0.138 Uiso 0.521(19) 1 calc R U P A 2
H20F H 0.410167 0.578957 0.747852 0.138 Uiso 0.521(19) 1 calc R U P A 2
C21A C 0.3029(15) 0.7329(10) 0.7488(9) 0.086(5) Uani 0.521(19) 1 d . . P A 2
H21X H 0.338412 0.754383 0.802349 0.129 Uiso 0.521(19) 1 calc R U P A 2
H21Y H 0.264192 0.677199 0.761083 0.129 Uiso 0.521(19) 1 calc R U P A 2
H21Z H 0.261525 0.784541 0.725342 0.129 Uiso 0.521(19) 1 calc R U P A 2
C22A C 0.4264(11) 0.7980(9) 0.6593(11) 0.080(4) Uani 0.521(19) 1 d . . P A 2
H22D H 0.457903 0.826402 0.711933 0.120 Uiso 0.521(19) 1 calc R U P A 2
H22E H 0.381623 0.844082 0.631107 0.120 Uiso 0.521(19) 1 calc R U P A 2
H22F H 0.474185 0.780961 0.619506 0.120 Uiso 0.521(19) 1 calc R U P A 2
C23 C 0.5460(3) 0.9822(3) 0.4272(3) 0.0581(11) Uani 1 1 d . . . . .
H23 H 0.577405 0.970125 0.376467 0.070 Uiso 1 1 calc R U . . .
C24 C 0.5904(3) 0.9628(3) 0.5066(3) 0.0592(11) Uani 1 1 d . . . . .
H24 H 0.652830 0.936889 0.511335 0.071 Uiso 1 1 calc R U . . .
C25 C 0.5453(3) 0.9804(3) 0.5796(3) 0.0570(11) Uani 1 1 d . . . . .
H25 H 0.576516 0.967095 0.635026 0.068 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 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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
_geom_angle_publ_flag
C1 Sn1 Cl1 97.92(9) . . ?
C1 Sn1 Cl2 97.42(9) . . ?
Cl1 Sn1 Cl2 118.85(4) . . ?
C1 Sn1 Cl3 165.67(9) . . ?
Cl1 Sn1 Cl3 90.61(4) . . ?
Cl2 Sn1 Cl3 88.40(4) . . ?
C1 Sn1 P1 77.87(9) . . ?
Cl1 Sn1 P1 117.10(4) . . ?
Cl2 Sn1 P1 123.95(4) . . ?
Cl3 Sn1 P1 88.00(3) . . ?
C2 O1 P1 122.29(19) . . ?
C6 O2 P2 121.19(19) . . ?
O1 P1 C11 103.25(15) . . ?
O1 P1 C7 101.85(16) . . ?
C11 P1 C7 117.6(2) . . ?
O1 P1 Sn1 97.96(8) . . ?
C11 P1 Sn1 116.35(13) . . ?
C7 P1 Sn1 115.34(14) . . ?
O2 P2 C19A 102.9(4) . . ?
O2 P2 C15 99.11(15) . . ?
C19A P2 C15 119.1(6) . . ?
O2 P2 C19 95.5(5) . . ?
C15 P2 C19 104.7(4) . . ?
C2 C1 C6 116.9(3) . . ?
C2 C1 Sn1 119.0(2) . . ?
C6 C1 Sn1 124.1(2) . . ?
C3 C2 C1 123.3(3) . . ?
C3 C2 O1 114.0(3) . . ?
C1 C2 O1 122.7(3) . . ?
C4 C3 C2 118.0(3) . . ?
C3 C4 C5 120.9(3) . . ?
C6 C5 C4 120.1(3) . . ?
C5 C6 O2 123.4(3) . . ?
C5 C6 C1 120.8(3) . . ?
O2 C6 C1 115.8(3) . . ?
C8 C7 C10 110.0(4) . . ?
C8 C7 C9 109.6(4) . . ?
C10 C7 C9 110.1(3) . . ?
C8 C7 P1 104.6(3) . . ?
C10 C7 P1 110.3(3) . . ?
C9 C7 P1 112.1(3) . . ?
C14 C11 C12 109.0(4) . . ?
C14 C11 C13 109.8(4) . . ?
C12 C11 C13 110.3(3) . . ?
C14 C11 P1 105.2(3) . . ?
C12 C11 P1 112.6(3) . . ?
C13 C11 P1 109.8(3) . . ?
C17 C15 C16 108.3(4) . . ?
C17 C15 C18 111.0(4) . . ?
C16 C15 C18 108.7(4) . . ?
C17 C15 P2 118.1(3) . . ?
C16 C15 P2 103.4(3) . . ?
C18 C15 P2 106.8(3) . . ?
C20 C19 C22 109.9(11) . . ?
C20 C19 C21 108.4(12) . . ?
C22 C19 C21 109.4(11) . . ?
C20 C19 P2 105.4(8) . . ?
C22 C19 P2 107.7(11) . . ?
C21 C19 P2 115.8(8) . . ?
C21A C19A C20A 108.2(11) . . ?
C21A C19A C22A 108.5(10) . . ?
C20A C19A C22A 108.3(11) . . ?
C21A C19A P2 118.4(10) . . ?
C20A C19A P2 104.8(9) . . ?
C22A C19A P2 108.2(8) . . ?
C24 C23 C25 120.0(4) . 3_676 ?
C23 C24 C25 120.0(4) . . ?
C24 C25 C23 120.1(5) . 3_676 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C1 2.163(3) . ?
Sn1 Cl1 2.3359(10) . ?
Sn1 Cl2 2.3520(10) . ?
Sn1 Cl3 2.4194(8) . ?
Sn1 P1 2.6313(9) . ?
O1 C2 1.412(4) . ?
O1 P1 1.619(2) . ?
O2 C6 1.386(4) . ?
O2 P2 1.692(2) . ?
P1 C11 1.846(4) . ?
P1 C7 1.848(4) . ?
P2 C19A 1.700(13) . ?
P2 C15 1.841(4) . ?
P2 C19 2.022(16) . ?
C1 C2 1.387(4) . ?
C1 C6 1.397(4) . ?
C2 C3 1.383(4) . ?
C3 C4 1.374(5) . ?
C4 C5 1.382(5) . ?
C5 C6 1.380(5) . ?
C7 C8 1.528(7) . ?
C7 C10 1.533(6) . ?
C7 C9 1.537(6) . ?
C11 C14 1.525(6) . ?
C11 C12 1.531(5) . ?
C11 C13 1.533(5) . ?
C15 C17 1.508(6) . ?
C15 C16 1.535(6) . ?
C15 C18 1.543(5) . ?
C19 C20 1.512(16) . ?
C19 C22 1.517(17) . ?
C19 C21 1.526(18) . ?
C19A C21A 1.503(17) . ?
C19A C20A 1.546(17) . ?
C19A C22A 1.565(14) . ?
C23 C24 1.360(7) . ?
C23 C25 1.388(6) 3_676 ?
C24 C25 1.365(6) . ?
