#------------------------------------------------------------------------------
#$Date: 2023-10-06 03:05:41 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286738 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/71/7247166.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_7247166
loop_
_publ_author_name
'Siddiqui, Rafia'
'Rani, Jyoti'
Akshita,
'Dhamija, Swati'
'Shivam, Kumar'
'Kagra, Deepika'
'Sharma, Purshotam'
'Venugopalan, P.'
'Patra, Ranjan'
_publ_section_title
;
 Homo- and hetero-halogen interaction based molecular associations in
 wheel--axle topology derived Sn(iv) porphyrin complexes: an experimental
 and theoretical analysis
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              4946
_journal_page_last               4959
_journal_paper_doi               10.1039/D3CE00342F
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C59 H31 Cl3 F4 I4 N4 O4 Sn'
_chemical_formula_weight         1668.52
_chemical_name_common            3,6-difluorobenzoate-tin-tetraiodoporphrin
_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           SHELXL-2018/3
_audit_update_record
;
2023-07-04 deposited with the CCDC.	2023-08-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.376(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.5134(4)
_cell_length_b                   39.2235(8)
_cell_length_c                   12.3836(3)
_cell_measurement_reflns_used    17604
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2990
_cell_measurement_theta_min      3.3250
_cell_volume                     5913.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    SHELX
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.927
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28691
_diffrn_reflns_point_group_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.089
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.874
_exptl_crystal_description       plate
_exptl_crystal_F_000             3176
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.895
_refine_diff_density_min         -1.467
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     725
_refine_ls_number_reflns         9634
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0554
_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)+(0.1161P)²+7.4767P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1711
_refine_ls_wR_factor_ref         0.1791
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7962
_reflns_number_total             9634
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00342f2.cif
_cod_data_source_block           shelx_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7247163--7247169.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7247166
_shelx_shelxl_version_number     2018/3
_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.
;
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 0.62121(4) 0.40066(2) 0.30458(3) 0.03481(15) Uani 1 1 d . . . . .
F1 F 0.3836(8) 0.4084(2) 0.6517(9) 0.156(4) Uani 1 1 d . . . . .
F2 F 0.6472(10) 0.2973(3) 0.7301(10) 0.192(5) Uani 1 1 d . . . . .
F3 F 0.5910(6) 0.4170(2) -0.0376(5) 0.127(3) Uani 1 1 d . . . . .
F4 F 0.9898(9) 0.4070(3) -0.1308(9) 0.209(5) Uani 1 1 d . . . . .
N1 N 0.4837(5) 0.38534(13) 0.1836(4) 0.0391(12) Uani 1 1 d . . . . .
N2 N 0.5669(4) 0.45098(12) 0.2845(4) 0.0363(12) Uani 1 1 d . . . . .
N3 N 0.7576(4) 0.41624(13) 0.4254(4) 0.0384(12) Uani 1 1 d . . . . .
N4 N 0.6744(5) 0.35012(13) 0.3231(4) 0.0401(12) Uani 1 1 d . . . . .
O1 O 0.5370(4) 0.38892(13) 0.4278(4) 0.0527(12) Uani 1 1 d . . . . .
O2 O 0.5588(6) 0.43269(15) 0.5454(5) 0.0751(17) Uani 1 1 d . . . . .
O3 O 0.6958(4) 0.41109(12) 0.1740(4) 0.0500(12) Uani 1 1 d . . . . .
O4 O 0.8371(6) 0.3763(2) 0.1977(6) 0.090(2) Uani 1 1 d . . . . .
I1 I 0.04105(5) 0.52186(2) -0.22521(4) 0.0661(2) Uani 1 1 d . . . . .
I2 I 0.83967(5) 0.61367(2) 0.70963(5) 0.0663(2) Uani 1 1 d . . . . .
I3 I 1.21060(6) 0.28235(2) 0.82789(5) 0.0859(2) Uani 1 1 d . . . . .
I4 I 0.34670(6) 0.18671(2) -0.07351(5) 0.0739(2) Uani 1 1 d . . . . .
C1 C 0.4639(6) 0.35285(17) 0.1431(5) 0.0438(16) Uani 1 1 d . . . . .
C2 C 0.3687(6) 0.35406(19) 0.0534(6) 0.0540(19) Uani 1 1 d . . . . .
H2 H 0.335327 0.335476 0.012472 0.065 Uiso 1 1 calc R U . . .
C3 C 0.3361(7) 0.38636(18) 0.0386(6) 0.0510(18) Uani 1 1 d . . . . .
H3 H 0.276607 0.394259 -0.015181 0.061 Uiso 1 1 calc R U . . .
C4 C 0.4079(6) 0.40676(17) 0.1190(5) 0.0392(14) Uani 1 1 d . . . . .
C5 C 0.4060(5) 0.44236(17) 0.1279(5) 0.0383(14) Uani 1 1 d . . . . .
C6 C 0.4790(5) 0.46251(16) 0.2058(5) 0.0385(14) Uani 1 1 d . . . . .
C7 C 0.4695(6) 0.49860(17) 0.2202(6) 0.0496(18) Uani 1 1 d . . . . .
H7 H 0.416305 0.512893 0.178520 0.059 Uiso 1 1 calc R U . . .
C8 C 0.5525(6) 0.50789(16) 0.3056(6) 0.0441(16) Uani 1 1 d . . . . .
H8 H 0.566538 0.529871 0.333491 0.053 Uiso 1 1 calc R U . . .
C9 C 0.6156(5) 0.47798(16) 0.3461(5) 0.0384(14) Uani 1 1 d . . . . .
C10 C 0.7115(5) 0.47741(15) 0.4316(5) 0.0373(14) Uani 1 1 d . . . . .
C11 C 0.7782(5) 0.44860(16) 0.4667(5) 0.0355(14) Uani 1 1 d . . . . .
C12 C 0.8731(6) 0.44758(18) 0.5544(5) 0.0452(16) Uani 1 1 d . . . . .
H12 H 0.905273 0.466189 0.596121 0.054 Uiso 1 1 calc R U . . .
C13 C 0.9090(6) 0.41544(18) 0.5676(5) 0.0433(15) Uani 1 1 d . . . . .
H13 H 0.970704 0.407793 0.619078 0.052 Uiso 1 1 calc R U . . .
C14 C 0.8339(6) 0.39449(17) 0.4864(5) 0.0401(15) Uani 1 1 d . . . . .
C15 C 0.8379(6) 0.35938(17) 0.4760(5) 0.0435(16) Uani 1 1 d . . . . .
C16 C 0.7646(6) 0.33891(17) 0.4005(5) 0.0454(16) Uani 1 1 d . . . . .
C17 C 0.7700(7) 0.30284(18) 0.3902(6) 0.0527(19) Uani 1 1 d . . . . .
H17 H 0.822909 0.288606 0.432589 0.063 Uiso 1 1 calc R U . . .
C18 C 0.6846(7) 0.29293(19) 0.3081(6) 0.0548(19) Uani 1 1 d . . . . .
H18 H 0.668329 0.270709 0.283522 0.066 Uiso 1 1 calc R U . . .
C19 C 0.6241(6) 0.32267(16) 0.2660(5) 0.0425(15) Uani 1 1 d . . . . .
C20 C 0.5263(6) 0.32390(17) 0.1802(5) 0.0438(15) Uani 1 1 d . . . . .
C21 C 0.3182(5) 0.46088(18) 0.0452(5) 0.0432(15) Uani 1 1 d . U . . .
C22 C 0.2138(9) 0.4624(3) 0.0555(8) 0.101(3) Uani 1 1 d . U . . .
H22 H 0.195490 0.451791 0.115996 0.121 Uiso 1 1 calc R U . . .
C23 C 0.1313(9) 0.4794(3) -0.0223(9) 0.101(3) Uani 1 1 d . U . . .
H23 H 0.058899 0.479521 -0.015250 0.121 Uiso 1 1 calc R U . . .
C24 C 0.1600(6) 0.49563(18) -0.1074(6) 0.0474(16) Uani 1 1 d . U . . .
C25 C 0.2634(9) 0.4952(4) -0.1160(9) 0.109(4) Uani 1 1 d . U . . .
H25 H 0.282730 0.506424 -0.174972 0.131 Uiso 1 1 calc R U . . .
C26 C 0.3435(9) 0.4783(3) -0.0380(8) 0.102(3) Uani 1 1 d . U . . .
H26 H 0.416250 0.479160 -0.043844 0.123 Uiso 1 1 calc R U . . .
C27 C 0.7435(5) 0.50969(16) 0.4936(5) 0.0381(14) Uani 1 1 d . . . . .
C28 C 0.6789(7) 0.5226(2) 0.5595(7) 0.058(2) Uani 1 1 d . . . . .
H28 H 0.614580 0.511156 0.562554 0.070 Uiso 1 1 calc R U . . .
C29 C 0.7052(7) 0.5517(2) 0.6209(7) 0.061(2) Uani 1 1 d . . . . .
H29 H 0.660639 0.559335 0.666544 0.073 Uiso 1 1 calc R U . . .
C30 C 0.7991(6) 0.56983(16) 0.6143(5) 0.0430(16) Uani 1 1 d . . . . .
C31 C 0.8626(6) 0.55787(19) 0.5466(6) 0.0519(18) Uani 1 1 d . . . . .
H31 H 0.924756 0.570023 0.540564 0.062 Uiso 1 1 calc R U . . .
C32 C 0.8366(6) 0.52824(18) 0.4870(6) 0.0478(17) Uani 1 1 d . . . . .
H32 H 0.881514 0.520535 0.441867 0.057 Uiso 1 1 calc R U . . .
C33 C 0.9255(6) 0.34117(17) 0.5569(5) 0.0427(16) Uani 1 1 d . . . . .
C34 C 0.9111(8) 0.3302(3) 0.6575(8) 0.102(4) Uani 1 1 d . . . . .
H34 H 0.844108 0.334234 0.675556 0.122 Uiso 1 1 calc R U . . .
C35 C 0.9921(9) 0.3136(3) 0.7327(8) 0.102(4) Uani 1 1 d . . . . .
H35 H 0.978150 0.305941 0.799138 0.122 Uiso 1 1 calc R U . . .
C36 C 1.0889(7) 0.3084(2) 0.7117(6) 0.060(2) Uani 1 1 d . . . . .
C37 C 1.1098(10) 0.3195(4) 0.6166(10) 0.119(5) Uani 1 1 d . . . . .
H37 H 1.178207 0.315803 0.601339 0.143 Uiso 1 1 calc R U . . .
C38 C 1.0272(10) 0.3368(3) 0.5398(9) 0.108(4) Uani 1 1 d . . . . .
H38 H 1.043208 0.345448 0.475422 0.129 Uiso 1 1 calc R U . . .
C39 C 0.4871(6) 0.29109(17) 0.1249(5) 0.0443(16) Uani 1 1 d . . . . .
C40 C 0.3928(8) 0.2755(2) 0.1385(6) 0.064(2) Uani 1 1 d . . . . .
H40 H 0.354501 0.285135 0.186896 0.077 Uiso 1 1 calc R U . . .
C41 C 0.3530(8) 0.2460(2) 0.0828(7) 0.069(2) Uani 1 1 d . . . . .
H41 H 0.288288 0.236320 0.093212 0.083 Uiso 1 1 calc R U . . .
C42 C 0.4089(7) 0.23098(18) 0.0119(6) 0.0526(19) Uani 1 1 d . . . . .
C43 C 0.5034(9) 0.2465(2) -0.0048(8) 0.075(3) Uani 1 1 d . . . . .
H43 H 0.540137 0.237195 -0.055117 0.090 Uiso 1 1 calc R U . . .
C44 C 0.5428(8) 0.2754(2) 0.0527(8) 0.071(2) Uani 1 1 d . . . . .
H44 H 0.608254 0.284811 0.043397 0.085 Uiso 1 1 calc R U . . .
C45 C 0.5413(7) 0.4023(2) 0.5219(6) 0.0551(19) Uani 1 1 d . . . . .
C46 C 0.5225(6) 0.37689(15) 0.6081(5) 0.074(3) Uani 1 1 d G . . . .
C47 C 0.4444(7) 0.3826(2) 0.6698(7) 0.136(6) Uani 1 1 d G . . . .
C48 C 0.4338(8) 0.3597(3) 0.7523(7) 0.151(6) Uani 1 1 d G . . . .
H48 H 0.381585 0.363474 0.793592 0.182 Uiso 1 1 calc R U . . .
C49 C 0.5012(9) 0.3311(2) 0.7732(6) 0.151(6) Uani 1 1 d G . . . .
H49 H 0.494061 0.315802 0.828416 0.181 Uiso 1 1 calc R U . . .
C50 C 0.5792(8) 0.32544(18) 0.7115(7) 0.122(4) Uani 1 1 d G . . . .
C51 C 0.5899(6) 0.34833(18) 0.6289(5) 0.122(6) Uani 1 1 d G . . . .
H51 H 0.642090 0.344535 0.587639 0.146 Uiso 1 1 calc R U . . .
C52 C 0.7693(7) 0.3960(2) 0.1420(7) 0.0564(19) Uani 1 1 d . . . . .
C53 C 0.7792(5) 0.40451(16) 0.0264(4) 0.057(2) Uani 1 1 d G . . . .
C54 C 0.6893(5) 0.41433(18) -0.0564(5) 0.084(3) Uani 1 1 d G . . . .
C55 C 0.7025(7) 0.4215(2) -0.1624(4) 0.113(4) Uani 1 1 d G . . . .
H55 H 0.642369 0.428073 -0.217826 0.136 Uiso 1 1 calc R U . . .
C56 C 0.8057(8) 0.4189(2) -0.1856(4) 0.131(5) Uani 1 1 d G . . . .
H56 H 0.814579 0.423676 -0.256583 0.157 Uiso 1 1 calc R U . . .
C57 C 0.8956(6) 0.4091(2) -0.1028(6) 0.130(5) Uani 1 1 d G . . . .
C58 C 0.8824(5) 0.4019(2) 0.0032(5) 0.090(3) Uani 1 1 d G . . . .
H58 H 0.942521 0.395313 0.058638 0.108 Uiso 1 1 calc R U . . .
C59 C 1.0853(12) 0.6948(4) 0.9088(11) 0.149(12) Uani 0.593(14) 1 d D U P A 1
H59A H 1.102388 0.676145 0.862939 0.179 Uiso 0.593(14) 1 calc R U P A 1
Cl1 Cl 1.1031(14) 0.7330(3) 0.8411(11) 0.232(9) Uani 0.593(14) 1 d D . P A 1
Cl2 Cl 1.1781(9) 0.6918(3) 1.0381(9) 0.179(5) Uani 0.593(14) 1 d D . P A 1
Cl3 Cl 0.9484(10) 0.6891(5) 0.9189(15) 0.219(8) Uani 0.593(14) 1 d D . P A 1
C59A C 1.0473(13) 0.6882(5) 0.8719(14) 0.119(13) Uani 0.407(14) 1 d D U P A 2
H59B H 1.081347 0.667229 0.852916 0.142 Uiso 0.407(14) 1 calc R U P A 2
Cl2A Cl 1.1524(14) 0.7120(7) 0.957(2) 0.299(17) Uani 0.407(14) 1 d D U P A 2
Cl3A Cl 0.9459(14) 0.6757(4) 0.9410(13) 0.164(8) Uani 0.407(14) 1 d D . P A 2
Cl1A Cl 0.9907(17) 0.7089(5) 0.7460(15) 0.237(10) Uani 0.407(14) 1 d D . P A 2
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'
F F 0.0171 0.0103 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Sn1 N3 89.9(2) . . ?
N2 Sn1 O3 85.06(19) . . ?
N3 Sn1 O3 93.5(2) . . ?
N2 Sn1 N4 179.4(2) . . ?
N3 Sn1 N4 90.7(2) . . ?
O3 Sn1 N4 94.8(2) . . ?
N2 Sn1 N1 89.7(2) . . ?
N3 Sn1 N1 179.6(2) . . ?
O3 Sn1 N1 86.7(2) . . ?
N4 Sn1 N1 89.7(2) . . ?
N2 Sn1 O1 95.2(2) . . ?
N3 Sn1 O1 90.4(2) . . ?
O3 Sn1 O1 176.09(19) . . ?
N4 Sn1 O1 85.0(2) . . ?
N1 Sn1 O1 89.4(2) . . ?
C1 N1 C4 108.2(5) . . ?
C1 N1 Sn1 125.3(4) . . ?
C4 N1 Sn1 125.7(4) . . ?
C9 N2 C6 108.9(5) . . ?
C9 N2 Sn1 125.3(4) . . ?
C6 N2 Sn1 125.8(4) . . ?
C14 N3 C11 108.9(5) . . ?
C14 N3 Sn1 124.3(4) . . ?
C11 N3 Sn1 126.3(4) . . ?
C19 N4 C16 108.4(5) . . ?
C19 N4 Sn1 126.7(5) . . ?
C16 N4 Sn1 124.8(4) . . ?
C45 O1 Sn1 131.0(5) . . ?
C52 O3 Sn1 131.0(5) . . ?
N1 C1 C20 126.6(6) . . ?
N1 C1 C2 107.5(6) . . ?
C20 C1 C2 125.8(6) . . ?
C3 C2 C1 108.2(6) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
C2 C3 C4 108.4(6) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
N1 C4 C5 125.8(6) . . ?
N1 C4 C3 107.6(6) . . ?
C5 C4 C3 126.6(6) . . ?
C4 C5 C6 126.4(6) . . ?
C4 C5 C21 116.8(6) . . ?
C6 C5 C21 116.8(6) . . ?
N2 C6 C5 126.2(6) . . ?
N2 C6 C7 108.3(6) . . ?
C5 C6 C7 125.5(6) . . ?
C8 C7 C6 107.1(6) . . ?
C8 C7 H7 126.5 . . ?
C6 C7 H7 126.5 . . ?
C7 C8 C9 108.3(6) . . ?
C7 C8 H8 125.9 . . ?
C9 C8 H8 125.9 . . ?
N2 C9 C10 127.0(6) . . ?
N2 C9 C8 107.5(6) . . ?
C10 C9 C8 125.5(6) . . ?
C9 C10 C11 125.9(6) . . ?
C9 C10 C27 117.2(6) . . ?
C11 C10 C27 116.9(6) . . ?
N3 C11 C10 125.4(6) . . ?
N3 C11 C12 108.2(6) . . ?
C10 C11 C12 126.2(6) . . ?
C13 C12 C11 108.6(6) . . ?
C13 C12 H12 125.7 . . ?
C11 C12 H12 125.7 . . ?
C12 C13 C14 107.6(6) . . ?
C12 C13 H13 126.2 . . ?
C14 C13 H13 126.2 . . ?
N3 C14 C15 127.1(6) . . ?
N3 C14 C13 106.5(6) . . ?
C15 C14 C13 126.3(6) . . ?
C14 C15 C16 126.8(6) . . ?
C14 C15 C33 116.9(6) . . ?
C16 C15 C33 116.2(6) . . ?
N4 C16 C15 126.0(6) . . ?
N4 C16 C17 107.7(6) . . ?
C15 C16 C17 126.3(6) . . ?
C18 C17 C16 107.9(6) . . ?
C18 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
C17 C18 C19 107.5(7) . . ?
C17 C18 H18 126.2 . . ?
C19 C18 H18 126.2 . . ?
N4 C19 C18 108.4(6) . . ?
N4 C19 C20 125.1(6) . . ?
C18 C19 C20 126.4(6) . . ?
C1 C20 C19 126.4(6) . . ?
C1 C20 C39 117.0(6) . . ?
C19 C20 C39 116.7(6) . . ?
C26 C21 C22 117.5(7) . . ?
C26 C21 C5 120.5(7) . . ?
C22 C21 C5 121.9(6) . . ?
C21 C22 C23 122.1(9) . . ?
C21 C22 H22 119.0 . . ?
C23 C22 H22 119.0 . . ?
C24 C23 C22 118.2(9) . . ?
C24 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
C25 C24 C23 120.0(8) . . ?
C25 C24 I1 120.0(6) . . ?
C23 C24 I1 120.0(6) . . ?
C24 C25 C26 120.7(9) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 121.3(9) . . ?
C21 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C28 C27 C32 117.3(6) . . ?
C28 C27 C10 119.8(6) . . ?
C32 C27 C10 122.9(6) . . ?
C29 C28 C27 122.7(7) . . ?
C29 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?
C28 C29 C30 119.4(7) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 118.7(6) . . ?
C31 C30 I2 122.2(5) . . ?
C29 C30 I2 119.1(5) . . ?
C30 C31 C32 121.4(7) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 H31 119.3 . . ?
C31 C32 C27 120.5(6) . . ?
C31 C32 H32 119.8 . . ?
C27 C32 H32 119.8 . . ?
C38 C33 C34 115.5(7) . . ?
C38 C33 C15 122.1(7) . . ?
C34 C33 C15 122.2(7) . . ?
C33 C34 C35 122.4(9) . . ?
C33 C34 H34 118.8 . . ?
C35 C34 H34 118.8 . . ?
C36 C35 C34 120.7(9) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C37 120.0(8) . . ?
C35 C36 I3 119.8(7) . . ?
C37 C36 I3 120.2(7) . . ?
C36 C37 C38 119.4(10) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C33 C38 C37 121.9(9) . . ?
C33 C38 H38 119.1 . . ?
C37 C38 H38 119.1 . . ?
C40 C39 C44 116.8(7) . . ?
C40 C39 C20 122.0(6) . . ?
C44 C39 C20 121.1(7) . . ?
C39 C40 C41 122.3(8) . . ?
C39 C40 H40 118.9 . . ?
C41 C40 H40 118.9 . . ?
C42 C41 C40 120.0(8) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C41 C42 C43 119.0(7) . . ?
C41 C42 I4 119.7(6) . . ?
C43 C42 I4 121.3(6) . . ?
C44 C43 C42 120.2(8) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C39 121.7(8) . . ?
C43 C44 H44 119.2 . . ?
C39 C44 H44 119.2 . . ?
O2 C45 O1 125.8(7) . . ?
O2 C45 C46 121.0(7) . . ?
O1 C45 C46 113.1(6) . . ?
C47 C46 C51 120.0 . . ?
C47 C46 C45 121.6(5) . . ?
C51 C46 C45 118.3(5) . . ?
F1 C47 C46 120.4(7) . . ?
F1 C47 C48 119.6(7) . . ?
C46 C47 C48 120.0 . . ?
C49 C48 C47 120.0 . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 120.0 . . ?
C48 C49 H49 120.0 . . ?
C50 C49 H49 120.0 . . ?
F2 C50 C49 121.3(8) . . ?
F2 C50 C51 118.7(8) . . ?
C49 C50 C51 120.0 . . ?
C50 C51 C46 120.0 . . ?
C50 C51 H51 120.0 . . ?
C46 C51 H51 120.0 . . ?
O4 C52 O3 126.0(7) . . ?
O4 C52 C53 118.3(7) . . ?
O3 C52 C53 115.6(7) . . ?
C54 C53 C58 120.0 . . ?
C54 C53 C52 122.3(5) . . ?
C58 C53 C52 117.7(5) . . ?
F3 C54 C55 118.3(5) . . ?
F3 C54 C53 121.7(5) . . ?
C55 C54 C53 120.0 . . ?
C54 C55 C56 120.0 . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C55 C56 C57 120.0 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 H56 120.0 . . ?
F4 C57 C58 123.4(8) . . ?
F4 C57 C56 116.6(8) . . ?
C58 C57 C56 120.0 . . ?
C57 C58 C53 120.0 . . ?
C57 C58 H58 120.0 . . ?
C53 C58 H58 120.0 . . ?
Cl2 C59 Cl1 111.3(7) . . ?
Cl2 C59 Cl3 112.1(7) . . ?
Cl1 C59 Cl3 112.1(7) . . ?
Cl2 C59 H59A 107.0 . . ?
Cl1 C59 H59A 107.0 . . ?
Cl3 C59 H59A 107.0 . . ?
Cl2A C59A Cl1A 112.4(8) . . ?
Cl2A C59A Cl3A 112.5(8) . . ?
Cl1A C59A Cl3A 112.0(8) . . ?
Cl2A C59A H59B 106.5 . . ?
Cl1A C59A H59B 106.5 . . ?
Cl3A C59A H59B 106.5 . . ?
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 N2 2.083(5) . ?
Sn1 N3 2.084(5) . ?
Sn1 O3 2.086(4) . ?
Sn1 N4 2.087(5) . ?
Sn1 N1 2.092(5) . ?
Sn1 O1 2.096(5) . ?
F1 C47 1.257(11) . ?
F2 C50 1.380(13) . ?
F3 C54 1.307(9) . ?
F4 C57 1.306(10) . ?
N1 C1 1.371(8) . ?
N1 C4 1.377(8) . ?
N2 C9 1.364(8) . ?
N2 C6 1.367(8) . ?
N3 C14 1.370(8) . ?
N3 C11 1.370(8) . ?
N4 C19 1.360(8) . ?
N4 C16 1.373(9) . ?
O1 C45 1.268(9) . ?
O2 C45 1.234(9) . ?
O3 C52 1.234(9) . ?
O4 C52 1.233(10) . ?
I1 C24 2.097(7) . ?
I2 C30 2.081(7) . ?
I3 C36 2.102(7) . ?
I4 C42 2.088(7) . ?
C1 C20 1.394(10) . ?
C1 C2 1.429(10) . ?
C2 C3 1.331(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.423(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(9) . ?
C5 C6 1.407(9) . ?
C5 C21 1.504(9) . ?
C6 C7 1.435(9) . ?
C7 C8 1.350(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.438(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(9) . ?
C10 C11 1.412(9) . ?
C10 C27 1.487(9) . ?
C11 C12 1.413(9) . ?
C12 C13 1.335(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.460(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(9) . ?
C15 C16 1.402(10) . ?
C15 C33 1.485(9) . ?
C16 C17 1.424(10) . ?
C17 C18 1.351(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.422(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.424(10) . ?
C20 C39 1.487(9) . ?
C21 C26 1.334(11) . ?
C21 C22 1.343(12) . ?
C22 C23 1.409(12) . ?
C22 H22 0.9300 . ?
C23 C24 1.349(12) . ?
C23 H23 0.9300 . ?
C24 C25 1.323(13) . ?
C25 C26 1.390(13) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.371(10) . ?
C27 C32 1.392(9) . ?
C28 C29 1.369(11) . ?
C28 H28 0.9300 . ?
C29 C30 1.392(10) . ?
C29 H29 0.9300 . ?
C30 C31 1.365(10) . ?
C31 C32 1.375(10) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C38 1.349(12) . ?
C33 C34 1.368(11) . ?
C34 C35 1.372(12) . ?
C34 H34 0.9300 . ?
C35 C36 1.313(14) . ?
C35 H35 0.9300 . ?
C36 C37 1.337(13) . ?
C37 C38 1.406(13) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.374(11) . ?
C39 C44 1.398(11) . ?
C40 C41 1.378(11) . ?
C40 H40 0.9300 . ?
C41 C42 1.376(11) . ?
C41 H41 0.9300 . ?
C42 C43 1.388(12) . ?
C43 C44 1.368(12) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C45 C46 1.518(9) . ?
C46 C47 1.3900 . ?
C46 C51 1.3900 . ?
C47 C48 1.3900 . ?
C48 C49 1.3900 . ?
C48 H48 0.9300 . ?
C49 C50 1.3900 . ?
C49 H49 0.9300 . ?
C50 C51 1.3900 . ?
C51 H51 0.9300 . ?
C52 C53 1.502(8) . ?
C53 C54 1.3900 . ?
C53 C58 1.3900 . ?
C54 C55 1.3900 . ?
C55 C56 1.3900 . ?
C55 H55 0.9300 . ?
C56 C57 1.3900 . ?
C56 H56 0.9300 . ?
C57 C58 1.3900 . ?
C58 H58 0.9300 . ?
C59 Cl2 1.752(9) . ?
C59 Cl1 1.754(9) . ?
C59 Cl3 1.761(9) . ?
C59 H59A 0.9800 . ?
C59A Cl2A 1.751(9) . ?
C59A Cl1A 1.754(9) . ?
C59A Cl3A 1.757(9) . ?
C59A H59B 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C20 175.5(7) . . . . ?
Sn1 N1 C1 C20 5.1(10) . . . . ?
C4 N1 C1 C2 -2.9(7) . . . . ?
Sn1 N1 C1 C2 -173.3(5) . . . . ?
N1 C1 C2 C3 2.4(8) . . . . ?
C20 C1 C2 C3 -176.1(7) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C1 N1 C4 C5 -174.6(6) . . . . ?
Sn1 N1 C4 C5 -4.2(9) . . . . ?
C1 N1 C4 C3 2.4(8) . . . . ?
Sn1 N1 C4 C3 172.8(5) . . . . ?
C2 C3 C4 N1 -0.9(8) . . . . ?
C2 C3 C4 C5 176.1(7) . . . . ?
N1 C4 C5 C6 -1.7(10) . . . . ?
C3 C4 C5 C6 -178.2(7) . . . . ?
N1 C4 C5 C21 177.4(6) . . . . ?
C3 C4 C5 C21 1.0(10) . . . . ?
C9 N2 C6 C5 -178.2(6) . . . . ?
Sn1 N2 C6 C5 3.5(9) . . . . ?
C9 N2 C6 C7 -1.7(7) . . . . ?
Sn1 N2 C6 C7 -179.9(4) . . . . ?
C4 C5 C6 N2 2.2(10) . . . . ?
C21 C5 C6 N2 -177.0(6) . . . . ?
C4 C5 C6 C7 -173.8(6) . . . . ?
C21 C5 C6 C7 7.0(9) . . . . ?
N2 C6 C7 C8 0.9(7) . . . . ?
C5 C6 C7 C8 177.5(6) . . . . ?
C6 C7 C8 C9 0.1(8) . . . . ?
C6 N2 C9 C10 -176.5(6) . . . . ?
Sn1 N2 C9 C10 1.7(9) . . . . ?
C6 N2 C9 C8 1.7(7) . . . . ?
Sn1 N2 C9 C8 -180.0(4) . . . . ?
C7 C8 C9 N2 -1.2(7) . . . . ?
C7 C8 C9 C10 177.1(6) . . . . ?
N2 C9 C10 C11 2.8(10) . . . . ?
C8 C9 C10 C11 -175.2(6) . . . . ?
N2 C9 C10 C27 -174.8(6) . . . . ?
C8 C9 C10 C27 7.2(9) . . . . ?
C14 N3 C11 C10 -174.2(6) . . . . ?
Sn1 N3 C11 C10 -2.0(9) . . . . ?
C14 N3 C11 C12 2.0(7) . . . . ?
Sn1 N3 C11 C12 174.3(4) . . . . ?
C9 C10 C11 N3 -2.7(10) . . . . ?
C27 C10 C11 N3 175.0(5) . . . . ?
C9 C10 C11 C12 -178.2(6) . . . . ?
C27 C10 C11 C12 -0.6(9) . . . . ?
N3 C11 C12 C13 -0.7(7) . . . . ?
C10 C11 C12 C13 175.5(6) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C11 N3 C14 C15 175.7(6) . . . . ?
Sn1 N3 C14 C15 3.3(9) . . . . ?
C11 N3 C14 C13 -2.5(7) . . . . ?
Sn1 N3 C14 C13 -174.9(4) . . . . ?
C12 C13 C14 N3 2.1(7) . . . . ?
C12 C13 C14 C15 -176.2(7) . . . . ?
N3 C14 C15 C16 0.2(12) . . . . ?
C13 C14 C15 C16 178.1(7) . . . . ?
N3 C14 C15 C33 -176.4(6) . . . . ?
C13 C14 C15 C33 1.5(10) . . . . ?
C19 N4 C16 C15 -179.9(7) . . . . ?
Sn1 N4 C16 C15 -2.8(10) . . . . ?
C19 N4 C16 C17 0.0(8) . . . . ?
Sn1 N4 C16 C17 177.1(5) . . . . ?
C14 C15 C16 N4 -0.5(12) . . . . ?
C33 C15 C16 N4 176.1(6) . . . . ?
C14 C15 C16 C17 179.6(7) . . . . ?
C33 C15 C16 C17 -3.8(11) . . . . ?
N4 C16 C17 C18 0.1(8) . . . . ?
C15 C16 C17 C18 -180.0(7) . . . . ?
C16 C17 C18 C19 -0.3(9) . . . . ?
C16 N4 C19 C18 -0.2(8) . . . . ?
Sn1 N4 C19 C18 -177.2(4) . . . . ?
C16 N4 C19 C20 178.6(6) . . . . ?
Sn1 N4 C19 C20 1.6(10) . . . . ?
C17 C18 C19 N4 0.3(8) . . . . ?
C17 C18 C19 C20 -178.5(7) . . . . ?
N1 C1 C20 C19 -1.4(12) . . . . ?
C2 C1 C20 C19 176.8(7) . . . . ?
N1 C1 C20 C39 178.6(6) . . . . ?
C2 C1 C20 C39 -3.1(11) . . . . ?
N4 C19 C20 C1 -2.3(11) . . . . ?
C18 C19 C20 C1 176.3(7) . . . . ?
N4 C19 C20 C39 177.6(6) . . . . ?
C18 C19 C20 C39 -3.8(10) . . . . ?
C4 C5 C21 C26 -105.9(10) . . . . ?
C6 C5 C21 C26 73.4(10) . . . . ?
C4 C5 C21 C22 78.3(10) . . . . ?
C6 C5 C21 C22 -102.4(10) . . . . ?
C26 C21 C22 C23 4.7(19) . . . . ?
C5 C21 C22 C23 -179.4(11) . . . . ?
C21 C22 C23 C24 -2(2) . . . . ?
C22 C23 C24 C25 -0.1(18) . . . . ?
C22 C23 C24 I1 -179.5(9) . . . . ?
C23 C24 C25 C26 0(2) . . . . ?
I1 C24 C25 C26 179.3(11) . . . . ?
C22 C21 C26 C25 -4.8(19) . . . . ?
C5 C21 C26 C25 179.2(11) . . . . ?
C24 C25 C26 C21 3(2) . . . . ?
C9 C10 C27 C28 66.9(8) . . . . ?
C11 C10 C27 C28 -110.9(8) . . . . ?
C9 C10 C27 C32 -112.0(7) . . . . ?
C11 C10 C27 C32 70.2(8) . . . . ?
C32 C27 C28 C29 -2.8(12) . . . . ?
C10 C27 C28 C29 178.3(8) . . . . ?
C27 C28 C29 C30 2.2(13) . . . . ?
C28 C29 C30 C31 -0.1(12) . . . . ?
C28 C29 C30 I2 -179.1(7) . . . . ?
C29 C30 C31 C32 -1.2(11) . . . . ?
I2 C30 C31 C32 177.8(6) . . . . ?
C30 C31 C32 C27 0.6(12) . . . . ?
C28 C27 C32 C31 1.4(11) . . . . ?
C10 C27 C32 C31 -179.7(7) . . . . ?
C14 C15 C33 C38 -86.7(11) . . . . ?
C16 C15 C33 C38 96.3(11) . . . . ?
C14 C15 C33 C34 87.8(11) . . . . ?
C16 C15 C33 C34 -89.2(11) . . . . ?
C38 C33 C34 C35 -4.8(19) . . . . ?
C15 C33 C34 C35 -179.6(11) . . . . ?
C33 C34 C35 C36 2(2) . . . . ?
C34 C35 C36 C37 0(2) . . . . ?
C34 C35 C36 I3 -179.3(10) . . . . ?
C35 C36 C37 C38 0(2) . . . . ?
I3 C36 C37 C38 179.8(11) . . . . ?
C34 C33 C38 C37 5.2(19) . . . . ?
C15 C33 C38 C37 -179.9(12) . . . . ?
C36 C37 C38 C33 -3(2) . . . . ?
C1 C20 C39 C40 -69.1(9) . . . . ?
C19 C20 C39 C40 110.9(8) . . . . ?
C1 C20 C39 C44 108.2(9) . . . . ?
C19 C20 C39 C44 -71.8(9) . . . . ?
C44 C39 C40 C41 -1.0(13) . . . . ?
C20 C39 C40 C41 176.5(8) . . . . ?
C39 C40 C41 C42 0.9(14) . . . . ?
C40 C41 C42 C43 -1.9(13) . . . . ?
C40 C41 C42 I4 -179.2(7) . . . . ?
C41 C42 C43 C44 3.1(14) . . . . ?
I4 C42 C43 C44 -179.7(8) . . . . ?
C42 C43 C44 C39 -3.2(15) . . . . ?
C40 C39 C44 C43 2.1(14) . . . . ?
C20 C39 C44 C43 -175.3(8) . . . . ?
Sn1 O1 C45 O2 32.7(13) . . . . ?
Sn1 O1 C45 C46 -147.3(5) . . . . ?
O2 C45 C46 C47 52.3(10) . . . . ?
O1 C45 C46 C47 -127.7(7) . . . . ?
O2 C45 C46 C51 -124.1(8) . . . . ?
O1 C45 C46 C51 55.9(9) . . . . ?
C51 C46 C47 F1 179.7(11) . . . . ?
C45 C46 C47 F1 3.3(10) . . . . ?
C51 C46 C47 C48 0.0 . . . . ?
C45 C46 C47 C48 -176.3(7) . . . . ?
F1 C47 C48 C49 -179.7(11) . . . . ?
C46 C47 C48 C49 0.0 . . . . ?
C47 C48 C49 C50 0.0 . . . . ?
C48 C49 C50 F2 -179.9(10) . . . . ?
C48 C49 C50 C51 0.0 . . . . ?
F2 C50 C51 C46 179.9(10) . . . . ?
C49 C50 C51 C46 0.0 . . . . ?
C47 C46 C51 C50 0.0 . . . . ?
C45 C46 C51 C50 176.4(7) . . . . ?
Sn1 O3 C52 O4 -21.3(14) . . . . ?
Sn1 O3 C52 C53 162.4(5) . . . . ?
O4 C52 C53 C54 153.7(7) . . . . ?
O3 C52 C53 C54 -29.7(10) . . . . ?
O4 C52 C53 C58 -25.5(10) . . . . ?
O3 C52 C53 C58 151.1(6) . . . . ?
C58 C53 C54 F3 179.9(8) . . . . ?
C52 C53 C54 F3 0.7(9) . . . . ?
C58 C53 C54 C55 0.0 . . . . ?
C52 C53 C54 C55 -179.2(7) . . . . ?
F3 C54 C55 C56 -179.9(8) . . . . ?
C53 C54 C55 C56 0.0 . . . . ?
C54 C55 C56 C57 0.0 . . . . ?
C55 C56 C57 F4 179.6(10) . . . . ?
C55 C56 C57 C58 0.0 . . . . ?
F4 C57 C58 C53 -179.6(10) . . . . ?
C56 C57 C58 C53 0.0 . . . . ?
C54 C53 C58 C57 0.0 . . . . ?
C52 C53 C58 C57 179.2(6) . . . . ?
