#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/80/2018085.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_2018085
loop_
_publ_author_name
'Pourayoubi, Mehrdad'
'Golen, James A.'
'Rostami Chaijan, Mahnaz'
'Divjakovic, Vladimir'
'Negari, Monireh'
'Rheingold, Arnold L.'
_publ_section_title
;
 The hydrogen-bonded dimers of
 N,N',N''-tricyclohexylphosphoric triamide in new
 tin(IV) and copper(II) complexes
;
_journal_coeditor_code           SQ3282
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m160
_journal_page_last               m164
_journal_paper_doi               10.1107/S010827011101403X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Sn (C H3)2 Cl2 (C18 H36 N3 O1 P1)2]'
_chemical_formula_moiety         'C38 H78 Cl2 N6 O2 P2 Sn'
_chemical_formula_sum            'C38 H78 Cl2 N6 O2 P2 Sn'
_chemical_formula_weight         902.59
_chemical_name_systematic
;
cis-dichlorido-trans-dimethyl-cis-
bis(N,N',N''-tricyclohexylphosphoric
triamide-κO)tin(IV)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.8790(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0882(6)
_cell_length_b                   25.1607(13)
_cell_length_c                   15.8103(8)
_cell_measurement_reflns_used    2689
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     4550.0(4)
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            71686
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_T_max  0.825
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(APEX2; Bruker, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.835
_refine_diff_density_min         -0.479
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         12101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0570P)²+0.9750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0736
_refine_ls_wR_factor_ref         0.0798
_reflns_number_gt                10758
_reflns_number_total             12101
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq3282.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2018085
_cod_database_fobs_code          2018085
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn1 0.957050(8) 0.170970(4) 0.484948(6) 0.01205(4) Uani d . 1 1 . .
Cl Cl1 1.09417(3) 0.130733(14) 0.62855(2) 0.01794(8) Uani d . 1 1 . .
Cl Cl2 0.99698(3) 0.267834(14) 0.54265(2) 0.02001(8) Uani d . 1 1 . .
P P1 0.89504(3) 0.058809(15) 0.34183(3) 0.01426(8) Uani d . 1 1 . .
P P2 0.74116(3) 0.243081(14) 0.31248(2) 0.01281(7) Uani d . 1 1 . .
O O1 0.92165(10) 0.08937(4) 0.42782(7) 0.0181(2) Uani d . 1 1 . .
O O2 0.83145(9) 0.20095(4) 0.35430(7) 0.0148(2) Uani d . 1 1 . .
N N1 1.01736(12) 0.04395(5) 0.32345(9) 0.0200(3) Uani d . 1 1 . .
H H1N 1.0813 0.0597 0.3595 0.024 Uiso d R 1 1 . .
N N2 0.80391(12) 0.09493(5) 0.26441(9) 0.0179(3) Uani d . 1 1 . .
H H2N 0.8007 0.1279 0.2781 0.021 Uiso d R 1 1 . .
N N3 0.83100(11) 0.00126(5) 0.33571(9) 0.0157(2) Uani d . 1 1 . .
H H3N 0.8775 -0.0280 0.3554 0.019 Uiso d R 1 1 . .
N N4 0.60732(11) 0.22405(5) 0.26440(8) 0.0170(2) Uani d . 1 1 . .
H H4N 0.5796 0.2212 0.2055 0.020 Uiso d R 1 1 . .
N N5 0.73368(12) 0.28228(5) 0.39318(9) 0.0167(2) Uani d . 1 1 . .
H H5N 0.7952 0.2848 0.4363 0.020 Uiso d R 1 1 . .
N N6 0.77483(11) 0.26937(5) 0.22959(9) 0.0166(2) Uani d . 1 1 . .
H H6N 0.7288 0.2923 0.1938 0.020 Uiso d R 1 1 . .
C C1 1.03787(13) 0.00224(6) 0.26502(10) 0.0169(3) Uani d . 1 1 . .
H H1A 0.9622 -0.0168 0.2371 0.020 Uiso calc R 1 1 . .
C C2 1.12652(15) -0.03836(7) 0.31941(10) 0.0210(3) Uani d . 1 1 . .
H H2A 1.0980 -0.0538 0.3661 0.025 Uiso calc R 1 1 . .
H H2B 1.2018 -0.0204 0.3495 0.025 Uiso calc R 1 1 . .
C C3 1.14549(16) -0.08276(7) 0.25947(11) 0.0252(3) Uani d . 1 1 . .
H H3A 1.2072 -0.1071 0.2955 0.030 Uiso calc R 1 1 . .
H H3B 1.0724 -0.1035 0.2354 0.030 Uiso calc R 1 1 . .
C C4 1.18104(16) -0.06083(8) 0.18220(12) 0.0265(4) Uani d . 1 1 . .
H H4A 1.1861 -0.0903 0.1422 0.032 Uiso calc R 1 1 . .
H H4B 1.2593 -0.0442 0.2059 0.032 Uiso calc R 1 1 . .
C C5 1.09300(16) -0.01960(7) 0.12890(11) 0.0235(3) Uani d . 1 1 . .
H H5A 1.0169 -0.0371 0.0995 0.028 Uiso calc R 1 1 . .
H H5B 1.1209 -0.0043 0.0817 0.028 Uiso calc R 1 1 . .
C C6 1.07677(16) 0.02497(7) 0.18973(11) 0.0229(3) Uani d . 1 1 . .
H H6A 1.1514 0.0444 0.2154 0.027 Uiso calc R 1 1 . .
H H6B 1.0174 0.0504 0.1542 0.027 Uiso calc R 1 1 . .
C C7 0.77644(14) 0.08442(6) 0.16817(10) 0.0177(3) Uani d . 1 1 . .
H H7A 0.8228 0.0527 0.1614 0.021 Uiso calc R 1 1 . .
C C8 0.81350(17) 0.13131(7) 0.12278(11) 0.0255(4) Uani d . 1 1 . .
H H8A 0.8983 0.1377 0.1513 0.031 Uiso calc R 1 1 . .
H H8B 0.7712 0.1636 0.1310 0.031 Uiso calc R 1 1 . .
C C9 0.78803(18) 0.12127(8) 0.02296(12) 0.0299(4) Uani d . 1 1 . .
H H9A 0.8382 0.0920 0.0147 0.036 Uiso calc R 1 1 . .
H H9B 0.8072 0.1536 -0.0053 0.036 Uiso calc R 1 1 . .
C C10 0.65973(17) 0.10680(8) -0.02279(11) 0.0290(4) Uani d . 1 1 . .
H H10A 0.6098 0.1377 -0.0210 0.035 Uiso calc R 1 1 . .
H H10B 0.6470 0.0979 -0.0862 0.035 Uiso calc R 1 1 . .
C C11 0.62548(16) 0.05974(8) 0.02344(12) 0.0288(4) Uani d . 1 1 . .
H H11A 0.6714 0.0282 0.0178 0.035 Uiso calc R 1 1 . .
H H11B 0.5416 0.0516 -0.0058 0.035 Uiso calc R 1 1 . .
C C12 0.64781(15) 0.07195(8) 0.12247(11) 0.0255(3) Uani d . 1 1 . .
H H12A 0.5997 0.1027 0.1282 0.031 Uiso calc R 1 1 . .
H H12B 0.6251 0.0410 0.1518 0.031 Uiso calc R 1 1 . .
C C13 0.71861(13) -0.00316(6) 0.35278(10) 0.0163(3) Uani d . 1 1 . .
H H13A 0.6784 0.0321 0.3397 0.020 Uiso calc R 1 1 . .
C C14 0.63946(14) -0.04458(6) 0.29203(11) 0.0185(3) Uani d . 1 1 . .
H H14A 0.6786 -0.0797 0.3025 0.022 Uiso calc R 1 1 . .
H H14B 0.6250 -0.0347 0.2287 0.022 Uiso calc R 1 1 . .
C C15 0.52328(14) -0.04814(7) 0.31045(12) 0.0234(3) Uani d . 1 1 . .
H H15A 0.4817 -0.0137 0.2958 0.028 Uiso calc R 1 1 . .
H H15B 0.4738 -0.0758 0.2717 0.028 Uiso calc R 1 1 . .
C C16 0.54231(16) -0.06172(7) 0.40814(12) 0.0263(4) Uani d . 1 1 . .
H H16A 0.5772 -0.0976 0.4214 0.032 Uiso calc R 1 1 . .
H H16B 0.4661 -0.0622 0.4189 0.032 Uiso calc R 1 1 . .
C C17 0.62317(17) -0.02111(7) 0.47047(13) 0.0277(4) Uani d . 1 1 . .
H H17A 0.5841 0.0140 0.4623 0.033 Uiso calc R 1 1 . .
H H17B 0.6388 -0.0322 0.5334 0.033 Uiso calc R 1 1 . .
C C18 0.73878(15) -0.01645(7) 0.45099(11) 0.0215(3) Uani d . 1 1 . .
H H18A 0.7873 0.0117 0.4892 0.026 Uiso calc R 1 1 . .
H H18B 0.7820 -0.0504 0.4660 0.026 Uiso calc R 1 1 . .
C C19 0.53166(13) 0.20113(6) 0.31108(10) 0.0170(3) Uani d . 1 1 . .
H H19A 0.5575 0.2153 0.3735 0.020 Uiso calc R 1 1 . .
C C20 0.54019(18) 0.14124(7) 0.31609(16) 0.0335(4) Uani d . 1 1 . .
H H20A 0.6219 0.1308 0.3485 0.040 Uiso calc R 1 1 . .
H H20B 0.5187 0.1265 0.2548 0.040 Uiso calc R 1 1 . .
C C21 0.45976(19) 0.11788(8) 0.36379(18) 0.0407(5) Uani d . 1 1 . .
H H21A 0.4653 0.0786 0.3641 0.049 Uiso calc R 1 1 . .
H H21B 0.4854 0.1302 0.4266 0.049 Uiso calc R 1 1 . .
C C22 0.33386(18) 0.13444(9) 0.31799(16) 0.0384(5) Uani d . 1 1 . .
H H22A 0.3054 0.1187 0.2574 0.046 Uiso calc R 1 1 . .
H H22B 0.2844 0.1208 0.3523 0.046 Uiso calc R 1 1 . .
C C23 0.32357(19) 0.19390(10) 0.3111(2) 0.0478(6) Uani d . 1 1 . .
H H23A 0.3416 0.2091 0.3719 0.057 Uiso calc R 1 1 . .
H H23B 0.2420 0.2035 0.2767 0.057 Uiso calc R 1 1 . .
C C24 0.40597(17) 0.21836(9) 0.26574(16) 0.0384(5) Uani d . 1 1 . .
H H24A 0.3809 0.2074 0.2022 0.046 Uiso calc R 1 1 . .
H H24B 0.4011 0.2576 0.2677 0.046 Uiso calc R 1 1 . .
C C25 0.65681(15) 0.32939(6) 0.37678(11) 0.0179(3) Uani d . 1 1 . .
H H25A 0.5943 0.3245 0.3178 0.022 Uiso calc R 1 1 . .
C C26 0.59773(17) 0.33411(7) 0.44852(13) 0.0273(4) Uani d . 1 1 . .
H H26A 0.5358 0.3615 0.4303 0.033 Uiso calc R 1 1 . .
H H26B 0.5602 0.2998 0.4536 0.033 Uiso calc R 1 1 . .
C C27 0.6838(2) 0.34878(9) 0.53889(13) 0.0375(5) Uani d . 1 1 . .
H H27A 0.7414 0.3197 0.5602 0.045 Uiso calc R 1 1 . .
H H27B 0.6415 0.3531 0.5826 0.045 Uiso calc R 1 1 . .
C C28 0.7476(2) 0.40024(9) 0.53322(15) 0.0414(5) Uani d . 1 1 . .
H H28A 0.8065 0.4078 0.5921 0.050 Uiso calc R 1 1 . .
H H28B 0.6910 0.4300 0.5183 0.050 Uiso calc R 1 1 . .
C C29 0.80812(17) 0.39618(8) 0.46232(15) 0.0351(4) Uani d . 1 1 . .
H H29A 0.8440 0.4309 0.4569 0.042 Uiso calc R 1 1 . .
H H29B 0.8714 0.3694 0.4811 0.042 Uiso calc R 1 1 . .
C C30 0.72256(16) 0.38058(6) 0.37215(12) 0.0253(3) Uani d . 1 1 . .
H H30A 0.7657 0.3758 0.3291 0.030 Uiso calc R 1 1 . .
H H30B 0.6655 0.4097 0.3498 0.030 Uiso calc R 1 1 . .
C C31 0.89225(13) 0.26720(6) 0.22196(10) 0.0157(3) Uani d . 1 1 . .
H H31A 0.9245 0.2309 0.2411 0.019 Uiso calc R 1 1 . .
C C32 0.97640(14) 0.30741(6) 0.28129(11) 0.0204(3) Uani d . 1 1 . .
H H32A 0.9811 0.3017 0.3443 0.024 Uiso calc R 1 1 . .
H H32B 0.9466 0.3438 0.2640 0.024 Uiso calc R 1 1 . .
C C33 1.09816(15) 0.30193(8) 0.27264(13) 0.0286(4) Uani d . 1 1 . .
H H33A 1.1492 0.3303 0.3081 0.034 Uiso calc R 1 1 . .
H H33B 1.1319 0.2673 0.2979 0.034 Uiso calc R 1 1 . .
C C34 1.09645(16) 0.30560(7) 0.17582(14) 0.0292(4) Uani d . 1 1 . .
H H34A 1.0774 0.3425 0.1541 0.035 Uiso calc R 1 1 . .
H H34B 1.1751 0.2970 0.1730 0.035 Uiso calc R 1 1 . .
C C35 1.00713(18) 0.26766(8) 0.11517(13) 0.0309(4) Uani d . 1 1 . .
H H35A 1.0337 0.2306 0.1303 0.037 Uiso calc R 1 1 . .
H H35B 1.0021 0.2741 0.0523 0.037 Uiso calc R 1 1 . .
C C36 0.88575(16) 0.27452(7) 0.12453(11) 0.0232(3) Uani d . 1 1 . .
H H36A 0.8554 0.3104 0.1038 0.028 Uiso calc R 1 1 . .
H H36B 0.8313 0.2480 0.0867 0.028 Uiso calc R 1 1 . .
C C37 1.09180(15) 0.17662(7) 0.42692(12) 0.0208(3) Uani d . 1 1 . .
H H37A 1.0595 0.1695 0.3626 0.031 Uiso calc R 1 1 . .
H H37B 1.1529 0.1505 0.4548 0.031 Uiso calc R 1 1 . .
H H37C 1.1254 0.2124 0.4365 0.031 Uiso calc R 1 1 . .
C C38 0.81486(15) 0.16500(7) 0.53441(12) 0.0208(3) Uani d . 1 1 . .
H H38A 0.7790 0.1298 0.5203 0.031 Uiso calc R 1 1 . .
H H38B 0.7569 0.1924 0.5065 0.031 Uiso calc R 1 1 . .
H H38C 0.8428 0.1701 0.5994 0.031 Uiso calc R 1 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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
C38 Sn1 C37 . . 176.31(6) y
C38 Sn1 O1 . . 90.69(6) y
C37 Sn1 O1 . . 87.70(5) ?
C38 Sn1 O2 . . 88.60(5) ?
C37 Sn1 O2 . . 88.00(5) ?
O1 Sn1 O2 . . 87.31(4) y
C38 Sn1 Cl1 . . 90.83(5) y
C37 Sn1 Cl1 . . 92.46(5) ?
O1 Sn1 Cl1 . . 88.82(3) ?
O2 Sn1 Cl1 . . 176.07(3) y
C38 Sn1 Cl2 . . 91.01(5) ?
C37 Sn1 Cl2 . . 90.44(5) ?
O1 Sn1 Cl2 . . 176.84(3) ?
O2 Sn1 Cl2 . . 90.08(3) ?
Cl1 Sn1 Cl2 . . 93.818(12) ?
O1 P1 N3 . . 117.82(7) y
O1 P1 N2 . . 106.76(7) y
N3 P1 N2 . . 104.93(7) ?
O1 P1 N1 . . 109.61(7) ?
N3 P1 N1 . . 103.01(7) ?
N2 P1 N1 . . 114.98(7) ?
O2 P2 N4 . . 117.89(7) y
O2 P2 N6 . . 107.63(6) y
N4 P2 N6 . . 102.32(7) ?
O2 P2 N5 . . 107.18(6) ?
N4 P2 N5 . . 104.17(7) ?
N6 P2 N5 . . 118.18(7) ?
P1 O1 Sn1 . . 142.63(7) y
P2 O2 Sn1 . . 144.10(6) y
C1 N1 P1 . . 128.23(11) y
C1 N1 H1N . . 115.5 ?
P1 N1 H1N . . 115.5 ?
C7 N2 P1 . . 123.14(10) y
C7 N2 H2N . . 114.8 ?
P1 N2 H2N . . 114.9 ?
C13 N3 P1 . . 120.32(10) y
C13 N3 H3N . . 112.2 ?
P1 N3 H3N . . 117.8 ?
C19 N4 P2 . . 124.77(10) y
C19 N4 H4N . . 114.3 ?
P2 N4 H4N . . 119.9 ?
C25 N5 P2 . . 122.46(11) y
C25 N5 H5N . . 115.3 ?
P2 N5 H5N . . 115.1 ?
C31 N6 P2 . . 123.45(10) ?
C31 N6 H6N . . 113.8 ?
P2 N6 H6N . . 121.2 ?
N1 C1 C6 . . 112.32(13) ?
N1 C1 C2 . . 110.71(13) ?
C6 C1 C2 . . 110.65(13) ?
N1 C1 H1A . . 107.7 ?
C6 C1 H1A . . 107.7 ?
C2 C1 H1A . . 107.7 ?
C1 C2 C3 . . 110.98(13) ?
C1 C2 H2A . . 109.4 ?
C3 C2 H2A . . 109.4 ?
C1 C2 H2B . . 109.4 ?
C3 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C4 C3 C2 . . 111.72(15) ?
C4 C3 H3A . . 109.3 ?
C2 C3 H3A . . 109.3 ?
C4 C3 H3B . . 109.3 ?
C2 C3 H3B . . 109.3 ?
H3A C3 H3B . . 107.9 ?
C3 C4 C5 . . 111.16(14) ?
C3 C4 H4A . . 109.4 ?
C5 C4 H4A . . 109.4 ?
C3 C4 H4B . . 109.4 ?
C5 C4 H4B . . 109.4 ?
H4A C4 H4B . . 108.0 ?
C4 C5 C6 . . 111.01(14) ?
C4 C5 H5A . . 109.4 ?
C6 C5 H5A . . 109.4 ?
C4 C5 H5B . . 109.4 ?
C6 C5 H5B . . 109.4 ?
H5A C5 H5B . . 108.0 ?
C1 C6 C5 . . 110.50(13) ?
C1 C6 H6A . . 109.6 ?
C5 C6 H6A . . 109.6 ?
C1 C6 H6B . . 109.6 ?
C5 C6 H6B . . 109.6 ?
H6A C6 H6B . . 108.1 ?
N2 C7 C12 . . 112.47(13) ?
N2 C7 C8 . . 110.22(13) ?
C12 C7 C8 . . 110.35(14) ?
N2 C7 H7A . . 107.9 ?
C12 C7 H7A . . 107.9 ?
C8 C7 H7A . . 107.9 ?
C7 C8 C9 . . 111.54(14) ?
C7 C8 H8A . . 109.3 ?
C9 C8 H8A . . 109.3 ?
C7 C8 H8B . . 109.3 ?
C9 C8 H8B . . 109.3 ?
H8A C8 H8B . . 108.0 ?
C8 C9 C10 . . 111.28(15) ?
C8 C9 H9A . . 109.4 ?
C10 C9 H9A . . 109.4 ?
C8 C9 H9B . . 109.4 ?
C10 C9 H9B . . 109.4 ?
H9A C9 H9B . . 108.0 ?
C11 C10 C9 . . 110.56(15) ?
C11 C10 H10A . . 109.5 ?
C9 C10 H10A . . 109.5 ?
C11 C10 H10B . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 108.1 ?
C10 C11 C12 . . 110.52(15) ?
C10 C11 H11A . . 109.5 ?
C12 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
C12 C11 H11B . . 109.5 ?
H11A C11 H11B . . 108.1 ?
C7 C12 C11 . . 110.01(14) ?
C7 C12 H12A . . 109.7 ?
C11 C12 H12A . . 109.7 ?
C7 C12 H12B . . 109.7 ?
C11 C12 H12B . . 109.7 ?
H12A C12 H12B . . 108.2 ?
N3 C13 C14 . . 111.34(12) ?
N3 C13 C18 . . 110.44(12) ?
C14 C13 C18 . . 110.56(13) ?
N3 C13 H13A . . 108.1 ?
C14 C13 H13A . . 108.1 ?
C18 C13 H13A . . 108.1 ?
C13 C14 C15 . . 110.37(13) ?
C13 C14 H14A . . 109.6 ?
C15 C14 H14A . . 109.6 ?
C13 C14 H14B . . 109.6 ?
C15 C14 H14B . . 109.6 ?
H14A C14 H14B . . 108.1 ?
C16 C15 C14 . . 111.08(14) ?
C16 C15 H15A . . 109.4 ?
C14 C15 H15A . . 109.4 ?
C16 C15 H15B . . 109.4 ?
C14 C15 H15B . . 109.4 ?
H15A C15 H15B . . 108.0 ?
C15 C16 C17 . . 110.96(14) ?
C15 C16 H16A . . 109.4 ?
C17 C16 H16A . . 109.4 ?
C15 C16 H16B . . 109.4 ?
C17 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
C18 C17 C16 . . 110.85(14) ?
C18 C17 H17A . . 109.5 ?
C16 C17 H17A . . 109.5 ?
C18 C17 H17B . . 109.5 ?
C16 C17 H17B . . 109.5 ?
H17A C17 H17B . . 108.1 ?
C13 C18 C17 . . 111.43(14) ?
C13 C18 H18A . . 109.3 ?
C17 C18 H18A . . 109.3 ?
C13 C18 H18B . . 109.3 ?
C17 C18 H18B . . 109.3 ?
H18A C18 H18B . . 108.0 ?
N4 C19 C20 . . 112.06(13) ?
N4 C19 C24 . . 109.99(14) ?
C20 C19 C24 . . 110.51(15) ?
N4 C19 H19A . . 108.0 ?
C20 C19 H19A . . 108.0 ?
C24 C19 H19A . . 108.0 ?
C19 C20 C21 . . 111.48(15) ?
C19 C20 H20A . . 109.3 ?
C21 C20 H20A . . 109.3 ?
C19 C20 H20B . . 109.3 ?
C21 C20 H20B . . 109.3 ?
H20A C20 H20B . . 108.0 ?
C22 C21 C20 . . 111.04(19) ?
C22 C21 H21A . . 109.4 ?
C20 C21 H21A . . 109.4 ?
C22 C21 H21B . . 109.4 ?
C20 C21 H21B . . 109.4 ?
H21A C21 H21B . . 108.0 ?
C23 C22 C21 . . 110.79(17) ?
C23 C22 H22A . . 109.5 ?
C21 C22 H22A . . 109.5 ?
C23 C22 H22B . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 108.1 ?
C22 C23 C24 . . 112.48(18) ?
C22 C23 H23A . . 109.1 ?
C24 C23 H23A . . 109.1 ?
C22 C23 H23B . . 109.1 ?
C24 C23 H23B . . 109.1 ?
H23A C23 H23B . . 107.8 ?
C19 C24 C23 . . 111.53(17) ?
C19 C24 H24A . . 109.3 ?
C23 C24 H24A . . 109.3 ?
C19 C24 H24B . . 109.3 ?
C23 C24 H24B . . 109.3 ?
H24A C24 H24B . . 108.0 ?
N5 C25 C30 . . 112.18(14) ?
N5 C25 C26 . . 110.54(13) ?
C30 C25 C26 . . 110.20(14) ?
N5 C25 H25A . . 107.9 ?
C30 C25 H25A . . 107.9 ?
C26 C25 H25A . . 107.9 ?
C27 C26 C25 . . 112.06(16) ?
C27 C26 H26A . . 109.2 ?
C25 C26 H26A . . 109.2 ?
C27 C26 H26B . . 109.2 ?
C25 C26 H26B . . 109.2 ?
H26A C26 H26B . . 107.9 ?
C26 C27 C28 . . 110.94(17) ?
C26 C27 H27A . . 109.5 ?
C28 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
C28 C27 H27B . . 109.5 ?
H27A C27 H27B . . 108.0 ?
C27 C28 C29 . . 110.99(16) ?
C27 C28 H28A . . 109.4 ?
C29 C28 H28A . . 109.4 ?
C27 C28 H28B . . 109.4 ?
C29 C28 H28B . . 109.4 ?
H28A C28 H28B . . 108.0 ?
C30 C29 C28 . . 111.36(17) ?
C30 C29 H29A . . 109.4 ?
C28 C29 H29A . . 109.4 ?
C30 C29 H29B . . 109.4 ?
C28 C29 H29B . . 109.4 ?
H29A C29 H29B . . 108.0 ?
C29 C30 C25 . . 112.35(15) ?
C29 C30 H30A . . 109.1 ?
C25 C30 H30A . . 109.1 ?
C29 C30 H30B . . 109.1 ?
C25 C30 H30B . . 109.1 ?
H30A C30 H30B . . 107.9 ?
N6 C31 C32 . . 113.35(12) ?
N6 C31 C36 . . 110.10(13) ?
C32 C31 C36 . . 110.30(13) ?
N6 C31 H31A . . 107.6 ?
C32 C31 H31A . . 107.6 ?
C36 C31 H31A . . 107.6 ?
C31 C32 C33 . . 110.82(14) ?
C31 C32 H32A . . 109.5 ?
C33 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
C33 C32 H32B . . 109.5 ?
H32A C32 H32B . . 108.1 ?
C34 C33 C32 . . 112.54(15) ?
C34 C33 H33A . . 109.1 ?
C32 C33 H33A . . 109.1 ?
C34 C33 H33B . . 109.1 ?
C32 C33 H33B . . 109.1 ?
H33A C33 H33B . . 107.8 ?
C35 C34 C33 . . 111.69(15) ?
C35 C34 H34A . . 109.3 ?
C33 C34 H34A . . 109.3 ?
C35 C34 H34B . . 109.3 ?
C33 C34 H34B . . 109.3 ?
H34A C34 H34B . . 107.9 ?
C34 C35 C36 . . 111.97(15) ?
C34 C35 H35A . . 109.2 ?
C36 C35 H35A . . 109.2 ?
C34 C35 H35B . . 109.2 ?
C36 C35 H35B . . 109.2 ?
H35A C35 H35B . . 107.9 ?
C31 C36 C35 . . 110.21(14) ?
C31 C36 H36A . . 109.6 ?
C35 C36 H36A . . 109.6 ?
C31 C36 H36B . . 109.6 ?
C35 C36 H36B . . 109.6 ?
H36A C36 H36B . . 108.1 ?
Sn1 C37 H37A . . 109.5 ?
Sn1 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
Sn1 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
Sn1 C38 H38A . . 109.5 ?
Sn1 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
Sn1 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
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
Sn1 C38 . 2.1114(16) y
Sn1 C37 . 2.1171(16) ?
Sn1 O1 . 2.2281(11) y
Sn1 O2 . 2.2608(10) ?
Sn1 Cl1 . 2.5479(4) y
Sn1 Cl2 . 2.5923(4) ?
P1 O1 . 1.5032(11) y
P1 N3 . 1.6300(13) ?
P1 N2 . 1.6326(14) ?
P1 N1 . 1.6397(14) y
P2 O2 . 1.5116(11) y
P2 N4 . 1.6213(13) ?
P2 N6 . 1.6327(13) ?
P2 N5 . 1.6381(13) ?
N1 C1 . 1.4711(19) ?
N1 H1N . 0.8909 ?
N2 C7 . 1.4725(19) ?
N2 H2N . 0.8612 ?
N3 C13 . 1.4725(19) ?
N3 H3N . 0.9181 ?
N4 C19 . 1.4665(19) ?
N4 H4N . 0.8840 ?
N5 C25 . 1.4764(19) ?
N5 H5N . 0.8328 ?
N6 C31 . 1.4640(19) ?
N6 H6N . 0.8713 ?
C1 C6 . 1.526(2) ?
C1 C2 . 1.528(2) ?
C1 H1A . 1.0000 ?
C2 C3 . 1.529(2) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.524(2) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.529(2) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C6 . 1.531(2) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C12 . 1.520(2) ?
C7 C8 . 1.522(2) ?
C7 H7A . 1.0000 ?
C8 C9 . 1.528(2) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.528(3) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 C11 . 1.518(3) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 C12 . 1.531(2) ?
C11 H11A . 0.9900 ?
C11 H11B . 0.9900 ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.526(2) ?
C13 C18 . 1.529(2) ?
C13 H13A . 1.0000 ?
C14 C15 . 1.526(2) ?
C14 H14A . 0.9900 ?
C14 H14B . 0.9900 ?
C15 C16 . 1.525(3) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C16 C17 . 1.532(2) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C18 . 1.530(2) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C19 C20 . 1.511(2) ?
C19 C24 . 1.518(2) ?
C19 H19A . 1.0000 ?
C20 C21 . 1.528(3) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C21 C22 . 1.517(3) ?
C21 H21A . 0.9900 ?
C21 H21B . 0.9900 ?
C22 C23 . 1.502(3) ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C23 C24 . 1.533(3) ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9900 ?
C24 H24A . 0.9900 ?
C24 H24B . 0.9900 ?
C25 C30 . 1.528(2) ?
C25 C26 . 1.528(2) ?
C25 H25A . 1.0000 ?
C26 C27 . 1.516(3) ?
C26 H26A . 0.9900 ?
C26 H26B . 0.9900 ?
C27 C28 . 1.525(3) ?
C27 H27A . 0.9900 ?
C27 H27B . 0.9900 ?
C28 C29 . 1.527(3) ?
C28 H28A . 0.9900 ?
C28 H28B . 0.9900 ?
C29 C30 . 1.517(3) ?
C29 H29A . 0.9900 ?
C29 H29B . 0.9900 ?
C30 H30A . 0.9900 ?
C30 H30B . 0.9900 ?
C31 C32 . 1.523(2) ?
C31 C36 . 1.528(2) ?
C31 H31A . 1.0000 ?
C32 C33 . 1.528(2) ?
C32 H32A . 0.9900 ?
C32 H32B . 0.9900 ?
C33 C34 . 1.527(3) ?
C33 H33A . 0.9900 ?
C33 H33B . 0.9900 ?
C34 C35 . 1.525(3) ?
C34 H34A . 0.9900 ?
C34 H34B . 0.9900 ?
C35 C36 . 1.531(3) ?
C35 H35A . 0.9900 ?
C35 H35B . 0.9900 ?
C36 H36A . 0.9900 ?
C36 H36B . 0.9900 ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
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
N2 H2N O2 1_555 0.86 2.16 2.9900(16) 161 y
N3 H3N Cl1 3_756 0.92 2.61 3.4403(13) 151 y
N4 H4N Cl2 4_565 0.88 2.46 3.3296(12) 169 y
N5 H5N Cl2 1_555 0.83 2.51 3.3135(15) 162 y
N6 H6N Cl1 4_565 0.87 2.53 3.3736(14) 165 y
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
N3 P1 O1 Sn1 . . . . -157.82(10) ?
N2 P1 O1 Sn1 . . . . -40.22(13) ?
N1 P1 O1 Sn1 . . . . 84.91(12) ?
C38 Sn1 O1 P1 . . . . 122.65(12) ?
C37 Sn1 O1 P1 . . . . -54.03(12) ?
O2 Sn1 O1 P1 . . . . 34.08(12) ?
Cl1 Sn1 O1 P1 . . . . -146.53(11) ?
N4 P2 O2 Sn1 . . . . -115.63(11) ?
N6 P2 O2 Sn1 . . . . 129.44(11) ?
N5 P2 O2 Sn1 . . . . 1.35(13) ?
C38 Sn1 O2 P2 . . . . 56.04(12) ?
C37 Sn1 O2 P2 . . . . -125.41(12) ?
O1 Sn1 O2 P2 . . . . 146.79(11) ?
Cl2 Sn1 O2 P2 . . . . -34.97(11) ?
O1 P1 N1 C1 . . . . 159.88(13) ?
N3 P1 N1 C1 . . . . 33.66(15) ?
N2 P1 N1 C1 . . . . -79.88(15) ?
O1 P1 N2 C7 . . . . 166.42(12) ?
N3 P1 N2 C7 . . . . -67.79(14) ?
N1 P1 N2 C7 . . . . 44.62(15) ?
O1 P1 N3 C13 . . . . 56.39(13) ?
N2 P1 N3 C13 . . . . -62.17(13) ?
N1 P1 N3 C13 . . . . 177.14(11) ?
O2 P2 N4 C19 . . . . 67.05(14) ?
N6 P2 N4 C19 . . . . -175.15(13) ?
N5 P2 N4 C19 . . . . -51.53(14) ?
O2 P2 N5 C25 . . . . 177.92(12) ?
N4 P2 N5 C25 . . . . -56.41(13) ?
N6 P2 N5 C25 . . . . 56.23(14) ?
O2 P2 N6 C31 . . . . -21.62(14) ?
N4 P2 N6 C31 . . . . -146.50(12) ?
N5 P2 N6 C31 . . . . 99.84(13) ?
P1 N1 C1 C6 . . . . 118.00(15) ?
P1 N1 C1 C2 . . . . -117.76(15) ?
N1 C1 C2 C3 . . . . 178.29(13) ?
C6 C1 C2 C3 . . . . -56.52(18) ?
C1 C2 C3 C4 . . . . 55.00(19) ?
C2 C3 C4 C5 . . . . -54.4(2) ?
C3 C4 C5 C6 . . . . 55.4(2) ?
N1 C1 C6 C5 . . . . -178.06(13) ?
C2 C1 C6 C5 . . . . 57.66(18) ?
C4 C5 C6 C1 . . . . -57.14(19) ?
P1 N2 C7 C12 . . . . 118.63(14) ?
P1 N2 C7 C8 . . . . -117.77(14) ?
N2 C7 C8 C9 . . . . 179.05(14) ?
C12 C7 C8 C9 . . . . -56.1(2) ?
C7 C8 C9 C10 . . . . 54.5(2) ?
C8 C9 C10 C11 . . . . -55.0(2) ?
C9 C10 C11 C12 . . . . 57.5(2) ?
N2 C7 C12 C11 . . . . -178.26(14) ?
C8 C7 C12 C11 . . . . 58.21(19) ?
C10 C11 C12 C7 . . . . -59.4(2) ?
P1 N3 C13 C14 . . . . 143.86(11) ?
P1 N3 C13 C18 . . . . -92.91(14) ?
N3 C13 C14 C15 . . . . -179.57(13) ?
C18 C13 C14 C15 . . . . 57.26(17) ?
C13 C14 C15 C16 . . . . -57.65(17) ?
C14 C15 C16 C17 . . . . 56.57(19) ?
C15 C16 C17 C18 . . . . -55.0(2) ?
N3 C13 C18 C17 . . . . 179.85(13) ?
C14 C13 C18 C17 . . . . -56.46(17) ?
C16 C17 C18 C13 . . . . 55.2(2) ?
P2 N4 C19 C20 . . . . -91.13(17) ?
P2 N4 C19 C24 . . . . 145.53(14) ?
N4 C19 C20 C21 . . . . -179.26(17) ?
C24 C19 C20 C21 . . . . -56.2(2) ?
C19 C20 C21 C22 . . . . 57.1(3) ?
C20 C21 C22 C23 . . . . -55.4(3) ?
C21 C22 C23 C24 . . . . 54.2(3) ?
N4 C19 C24 C23 . . . . 178.41(18) ?
C20 C19 C24 C23 . . . . 54.2(2) ?
C22 C23 C24 C19 . . . . -54.0(3) ?
P2 N5 C25 C30 . . . . -97.87(15) ?
P2 N5 C25 C26 . . . . 138.69(13) ?
N5 C25 C26 C27 . . . . 69.57(18) ?
C30 C25 C26 C27 . . . . -55.00(19) ?
C25 C26 C27 C28 . . . . 56.4(2) ?
C26 C27 C28 C29 . . . . -55.8(2) ?
C27 C28 C29 C30 . . . . 55.0(2) ?
C28 C29 C30 C25 . . . . -54.7(2) ?
N5 C25 C30 C29 . . . . -69.50(18) ?
C26 C25 C30 C29 . . . . 54.13(19) ?
P2 N6 C31 C32 . . . . -78.44(16) ?
P2 N6 C31 C36 . . . . 157.47(11) ?
N6 C31 C32 C33 . . . . 178.13(13) ?
C36 C31 C32 C33 . . . . -57.89(18) ?
C31 C32 C33 C34 . . . . 54.3(2) ?
C32 C33 C34 C35 . . . . -51.4(2) ?
C33 C34 C35 C36 . . . . 52.4(2) ?
N6 C31 C36 C35 . . . . -175.31(13) ?
C32 C31 C36 C35 . . . . 58.86(18) ?
C34 C35 C36 C31 . . . . -56.32(19) ?
