# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1876493'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            4-Iodobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H46 I6 N4 O4 Sn'
_chemical_formula_weight         1815.14

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5953(5)
_cell_length_b                   10.9758(3)
_cell_length_c                   15.4396(6)
_cell_angle_alpha                101.800(3)
_cell_angle_beta                 102.572(4)
_cell_angle_gamma                93.998(3)
_cell_volume                     1542.37(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11860
_cell_measurement_theta_min      3.4290
_cell_measurement_theta_max      26.6880

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_F_000             858
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    3.466
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49202
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17931
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.446
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5403
_reflns_number_gt                3776
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1221P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5403
_refine_ls_number_parameters     358
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1995
_refine_ls_wR_factor_gt          0.1766
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.000000 0.500000 0.500000 0.0396(2) Uani 1 2 d S . P . .
I1 I -0.75504(7) 1.02397(6) 0.62380(5) 0.0848(3) Uani 1 1 d . . . . .
I2 I -0.61432(9) 0.17978(9) -0.11522(5) 0.1150(4) Uani 1 1 d . . . . .
I3 I -0.12867(11) 0.05825(7) 0.91350(5) 0.1059(4) Uani 1 1 d . . . . .
N1 N -0.0054(6) 0.6485(5) 0.6093(4) 0.0428(13) Uani 1 1 d . . . . .
N2 N -0.2017(6) 0.5306(5) 0.4307(4) 0.0463(14) Uani 1 1 d . . . . .
O1 O -0.0765(5) 0.3689(4) 0.5652(4) 0.0538(13) Uani 1 1 d . . . . .
O2 O -0.2542(6) 0.4587(5) 0.6130(4) 0.0727(17) Uani 1 1 d . . . . .
C1 C 0.0906(8) 0.6778(6) 0.6899(5) 0.0473(17) Uani 1 1 d . . . . .
C2 C 0.0393(9) 0.7719(6) 0.7513(6) 0.058(2) Uani 1 1 d . . . . .
H2A H 0.085752 0.810721 0.811045 0.069 Uiso 1 1 calc R U . . .
C3 C -0.0900(8) 0.7922(6) 0.7043(5) 0.0519(18) Uani 1 1 d . . . . .
H3A H -0.149288 0.847895 0.726732 0.062 Uiso 1 1 calc R U . . .
C4 C -0.1199(8) 0.7162(6) 0.6171(5) 0.0475(17) Uani 1 1 d . . . . .
C5 C -0.2500(7) 0.7043(6) 0.5462(5) 0.0458(17) Uani 1 1 d . . . . .
C6 C -0.2814(7) 0.6224(6) 0.4618(5) 0.0447(17) Uani 1 1 d . . . . .
C7 C -0.4018(8) 0.6195(7) 0.3911(6) 0.057(2) Uani 1 1 d . . . . .
H7A H -0.473983 0.671556 0.393771 0.068 Uiso 1 1 calc R U . . .
C8 C -0.3965(8) 0.5284(7) 0.3180(6) 0.061(2) Uani 1 1 d . . . . .
H8A H -0.464154 0.506830 0.262500 0.074 Uiso 1 1 calc R U . . .
C9 C -0.2694(7) 0.4724(6) 0.3416(5) 0.0479(17) Uani 1 1 d . . . . .
C10 C -0.2193(7) 0.3750(6) 0.2859(5) 0.0456(16) Uani 1 1 d . . . . .
C11 C -0.3620(8) 0.7826(6) 0.5706(5) 0.0481(18) Uani 1 1 d . . . . .
C12 C -0.3378(8) 0.9127(6) 0.5939(5) 0.0515(18) Uani 1 1 d . . . . .
H12A H -0.247084 0.953708 0.599497 0.062 Uiso 1 1 calc R U . . .
C13 C -0.4498(9) 0.9810(7) 0.6089(6) 0.059(2) Uani 1 1 d . . . . .
H13A H -0.434325 1.068152 0.622551 0.070 Uiso 1 1 calc R U . . .
C14 C -0.5833(8) 0.9223(7) 0.6039(5) 0.0520(18) Uani 1 1 d . . . . .
C15 C -0.6067(10) 0.7929(7) 0.5831(6) 0.067(2) Uani 1 1 d . . . . .
H15A H -0.696496 0.752155 0.580064 0.081 Uiso 1 1 calc R U . . .
C16 C -0.4962(8) 0.7243(6) 0.5669(6) 0.056(2) Uani 1 1 d . . . . .
H16A H -0.512328 0.637238 0.553210 0.068 Uiso 1 1 calc R U . . .
C17 C -0.3100(8) 0.3283(7) 0.1917(5) 0.0511(18) Uani 1 1 d . . . . .
C18 C -0.3932(11) 0.2139(8) 0.1667(8) 0.084(3) Uani 1 1 d . . . . .
H18A H -0.390150 0.163998 0.208911 0.101 Uiso 1 1 calc R U . . .
C19 C -0.4816(12) 0.1711(9) 0.0799(7) 0.085(3) Uani 1 1 d . . . . .
H19A H -0.538318 0.094089 0.064655 0.102 Uiso 1 1 calc R U . . .
C20 C -0.4849(9) 0.2426(10) 0.0171(7) 0.078(3) Uani 1 1 d . . . . .
C21 C -0.4028(11) 0.3597(9) 0.0415(7) 0.078(3) Uani 1 1 d . . . . .
H21A H -0.407184 0.409608 -0.000750 0.094 Uiso 1 1 calc R U . . .
C22 C -0.3156(10) 0.4018(8) 0.1274(6) 0.067(2) Uani 1 1 d . . . . .
H22A H -0.260203 0.479417 0.142852 0.080 Uiso 1 1 calc R U . . .
C23 C -0.1654(8) 0.3847(6) 0.6148(6) 0.0509(18) Uani 1 1 d . . . . .
C24 C -0.1569(8) 0.3042(6) 0.6852(5) 0.0504(18) Uani 1 1 d . . . . .
C25 C -0.2502(9) 0.3147(8) 0.7406(6) 0.064(2) Uani 1 1 d . . . . .
H25A H -0.320047 0.369025 0.734389 0.077 Uiso 1 1 calc R U . . .
C26 C -0.2414(11) 0.2447(8) 0.8062(7) 0.075(3) Uani 1 1 d . . . . .
H26A H -0.305431 0.251684 0.843801 0.090 Uiso 1 1 calc R U . . .
C27 C -0.1398(10) 0.1665(7) 0.8155(6) 0.067(2) Uani 1 1 d . . . . .
C28 C -0.0453(10) 0.1509(8) 0.7584(7) 0.072(2) Uani 1 1 d . . . . .
H28A H 0.021790 0.093979 0.763453 0.086 Uiso 1 1 calc R U . . .
C29 C -0.0542(9) 0.2228(8) 0.6942(7) 0.068(2) Uani 1 1 d . . . . .
H29A H 0.009808 0.216219 0.656558 0.082 Uiso 1 1 calc R U . . .
C32 C 0.2194(19) 0.3567(15) 0.1193(16) 0.200(8) Uani 1 1 d D U . . .
H32A H 0.220449 0.321991 0.171618 0.300 Uiso 1 1 calc R U . . .
H32B H 0.230058 0.292419 0.069505 0.300 Uiso 1 1 calc R U . . .
H32C H 0.297246 0.422888 0.133490 0.300 Uiso 1 1 calc R U . . .
C31 C 0.079(2) 0.4082(17) 0.0930(12) 0.206(8) Uani 1 1 d D U . . .
H31A H 0.001260 0.340993 0.080499 0.248 Uiso 1 1 calc R U . . .
H31B H 0.068346 0.471263 0.144386 0.248 Uiso 1 1 calc R U . . .
C30 C 0.0643(12) 0.4652(14) 0.0118(12) 0.159(6) Uani 1 1 d D U . . .
H30A H 0.062497 0.398751 -0.040769 0.190 Uiso 1 1 calc R U . . .
H30B H 0.150351 0.522897 0.021082 0.190 Uiso 1 1 calc R U . . .


_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.
;

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(6) . ?
Sn1 N2 2.083(6) 2_566 ?
Sn1 O1 2.095(4) . ?
Sn1 O1 2.095(4) 2_566 ?
Sn1 N1 2.105(5) . ?
Sn1 N1 2.105(5) 2_566 ?
I1 C14 2.096(7) . ?
I2 C20 2.096(10) . ?
I3 C27 2.097(8) . ?
N1 C1 1.342(9) . ?
N1 C4 1.382(9) . ?
N2 C6 1.379(8) . ?
N2 C9 1.385(9) . ?
O1 C23 1.263(9) . ?
O2 C23 1.218(8) . ?
C1 C10 1.410(10) 2_566 ?
C1 C2 1.442(10) . ?
C2 C3 1.352(11) . ?
C2 H2A 0.9300 . ?
C3 C4 1.389(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.448(10) . ?
C5 C6 1.382(10) . ?
C5 C11 1.486(9) . ?
C6 C7 1.399(10) . ?
C7 C8 1.359(10) . ?
C7 H7A 0.9300 . ?
C8 C9 1.415(10) . ?
C8 H8A 0.9300 . ?
C9 C10 1.410(10) . ?
C10 C17 1.489(10) . ?
C11 C16 1.381(10) . ?
C11 C12 1.390(9) . ?
C12 C13 1.386(10) . ?
C12 H12A 0.9300 . ?
C13 C14 1.372(11) . ?
C13 H13A 0.9300 . ?
C14 C15 1.382(10) . ?
C15 C16 1.379(11) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.375(11) . ?
C17 C22 1.396(11) . ?
C18 C19 1.389(14) . ?
C18 H18A 0.9300 . ?
C19 C20 1.362(13) . ?
C19 H19A 0.9300 . ?
C20 C21 1.395(13) . ?
C21 C22 1.373(13) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.528(10) . ?
C24 C25 1.363(10) . ?
C24 C29 1.380(11) . ?
C25 C26 1.382(11) . ?
C25 H25A 0.9300 . ?
C26 C27 1.347(12) . ?
C26 H26A 0.9300 . ?
C27 C28 1.391(12) . ?
C28 C29 1.380(11) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?
C32 C31 1.503(10) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C31 C30 1.496(9) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C30 C30 1.513(10) 2_565 ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?

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 N2 180.0 . 2_566 ?
N2 Sn1 O1 95.9(2) . . ?
N2 Sn1 O1 84.1(2) 2_566 . ?
N2 Sn1 O1 84.1(2) . 2_566 ?
N2 Sn1 O1 95.9(2) 2_566 2_566 ?
O1 Sn1 O1 180.0 . 2_566 ?
N2 Sn1 N1 89.9(2) . . ?
N2 Sn1 N1 90.1(2) 2_566 . ?
O1 Sn1 N1 91.2(2) . . ?
O1 Sn1 N1 88.8(2) 2_566 . ?
N2 Sn1 N1 90.1(2) . 2_566 ?
N2 Sn1 N1 89.9(2) 2_566 2_566 ?
O1 Sn1 N1 88.8(2) . 2_566 ?
O1 Sn1 N1 91.2(2) 2_566 2_566 ?
N1 Sn1 N1 180.0 . 2_566 ?
C1 N1 C4 107.9(6) . . ?
C1 N1 Sn1 125.1(4) . . ?
C4 N1 Sn1 126.0(5) . . ?
C6 N2 C9 108.6(6) . . ?
C6 N2 Sn1 125.6(5) . . ?
C9 N2 Sn1 125.3(4) . . ?
C23 O1 Sn1 126.4(4) . . ?
N1 C1 C10 127.0(7) . 2_566 ?
N1 C1 C2 108.7(6) . . ?
C10 C1 C2 124.2(7) 2_566 . ?
C3 C2 C1 106.0(7) . . ?
C3 C2 H2A 127.0 . . ?
C1 C2 H2A 127.0 . . ?
C2 C3 C4 108.9(7) . . ?
C2 C3 H3A 125.6 . . ?
C4 C3 H3A 125.6 . . ?
N1 C4 C3 108.4(7) . . ?
N1 C4 C5 124.6(6) . . ?
C3 C4 C5 126.9(6) . . ?
C6 C5 C4 126.0(6) . . ?
C6 C5 C11 118.2(6) . . ?
C4 C5 C11 115.6(6) . . ?
N2 C6 C5 127.3(7) . . ?
N2 C6 C7 107.4(6) . . ?
C5 C6 C7 125.3(6) . . ?
C8 C7 C6 109.1(7) . . ?
C8 C7 H7A 125.5 . . ?
C6 C7 H7A 125.5 . . ?
C7 C8 C9 107.6(7) . . ?
C7 C8 H8A 126.2 . . ?
C9 C8 H8A 126.2 . . ?
N2 C9 C10 125.6(6) . . ?
N2 C9 C8 107.3(6) . . ?
C10 C9 C8 127.1(7) . . ?
C1 C10 C9 126.2(7) 2_566 . ?
C1 C10 C17 117.9(6) 2_566 . ?
C9 C10 C17 115.8(6) . . ?
C16 C11 C12 118.8(6) . . ?
C16 C11 C5 119.0(6) . . ?
C12 C11 C5 122.2(6) . . ?
C11 C12 C13 119.6(7) . . ?
C11 C12 H12A 120.2 . . ?
C13 C12 H12A 120.2 . . ?
C14 C13 C12 121.1(6) . . ?
C14 C13 H13A 119.4 . . ?
C12 C13 H13A 119.4 . . ?
C13 C14 C15 119.5(7) . . ?
C13 C14 I1 121.6(5) . . ?
C15 C14 I1 118.9(6) . . ?
C16 C15 C14 119.7(8) . . ?
C16 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C15 C16 C11 121.3(7) . . ?
C15 C16 H16A 119.4 . . ?
C11 C16 H16A 119.4 . . ?
C18 C17 C22 118.5(8) . . ?
C18 C17 C10 121.0(8) . . ?
C22 C17 C10 120.5(7) . . ?
C17 C18 C19 121.5(9) . . ?
C17 C18 H18A 119.2 . . ?
C19 C18 H18A 119.2 . . ?
C20 C19 C18 119.7(9) . . ?
C20 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
C19 C20 C21 119.7(9) . . ?
C19 C20 I2 120.8(7) . . ?
C21 C20 I2 119.5(8) . . ?
C22 C21 C20 120.4(9) . . ?
C22 C21 H21A 119.8 . . ?
C20 C21 H21A 119.8 . . ?
C21 C22 C17 120.2(8) . . ?
C21 C22 H22A 119.9 . . ?
C17 C22 H22A 119.9 . . ?
O2 C23 O1 126.6(7) . . ?
O2 C23 C24 117.4(7) . . ?
O1 C23 C24 115.9(6) . . ?
C25 C24 C29 119.7(8) . . ?
C25 C24 C23 119.6(7) . . ?
C29 C24 C23 120.7(7) . . ?
C24 C25 C26 120.1(8) . . ?
C24 C25 H25A 119.9 . . ?
C26 C25 H25A 119.9 . . ?
C27 C26 C25 119.9(8) . . ?
C27 C26 H26A 120.1 . . ?
C25 C26 H26A 120.1 . . ?
C26 C27 C28 121.5(8) . . ?
C26 C27 I3 119.8(7) . . ?
C28 C27 I3 118.6(6) . . ?
C29 C28 C27 117.8(8) . . ?
C29 C28 H28A 121.1 . . ?
C27 C28 H28A 121.1 . . ?
C24 C29 C28 120.8(8) . . ?
C24 C29 H29A 119.6 . . ?
C28 C29 H29A 119.6 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C31 C32 114.5(15) . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31B 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
C31 C30 C30 118.0(18) . 2_565 ?
C31 C30 H30A 107.8 . . ?
C30 C30 H30A 107.8 2_565 . ?
C31 C30 H30B 107.8 . . ?
C30 C30 H30B 107.8 2_565 . ?
H30A C30 H30B 107.1 . . ?

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 C10 175.9(6) . . . 2_566 ?
Sn1 N1 C1 C10 6.9(10) . . . 2_566 ?
C4 N1 C1 C2 -2.4(8) . . . . ?
Sn1 N1 C1 C2 -171.4(4) . . . . ?
N1 C1 C2 C3 1.8(8) . . . . ?
C10 C1 C2 C3 -176.5(6) 2_566 . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C1 N1 C4 C3 2.1(8) . . . . ?
Sn1 N1 C4 C3 170.9(4) . . . . ?
C1 N1 C4 C5 -175.8(6) . . . . ?
Sn1 N1 C4 C5 -6.9(9) . . . . ?
C2 C3 C4 N1 -0.9(8) . . . . ?
C2 C3 C4 C5 176.9(7) . . . . ?
N1 C4 C5 C6 1.8(11) . . . . ?
C3 C4 C5 C6 -175.7(7) . . . . ?
N1 C4 C5 C11 177.6(6) . . . . ?
C3 C4 C5 C11 0.1(10) . . . . ?
C9 N2 C6 C5 -178.3(7) . . . . ?
Sn1 N2 C6 C5 -5.6(10) . . . . ?
C9 N2 C6 C7 1.0(8) . . . . ?
Sn1 N2 C6 C7 173.7(4) . . . . ?
C4 C5 C6 N2 5.1(11) . . . . ?
C11 C5 C6 N2 -170.6(6) . . . . ?
C4 C5 C6 C7 -174.1(7) . . . . ?
C11 C5 C6 C7 10.2(11) . . . . ?
N2 C6 C7 C8 -0.2(9) . . . . ?
C5 C6 C7 C8 179.1(7) . . . . ?
C6 C7 C8 C9 -0.6(9) . . . . ?
C6 N2 C9 C10 178.8(6) . . . . ?
Sn1 N2 C9 C10 6.1(10) . . . . ?
C6 N2 C9 C8 -1.4(8) . . . . ?
Sn1 N2 C9 C8 -174.1(5) . . . . ?
C7 C8 C9 N2 1.3(9) . . . . ?
C7 C8 C9 C10 -179.0(7) . . . . ?
N2 C9 C10 C1 -1.7(12) . . . 2_566 ?
C8 C9 C10 C1 178.6(7) . . . 2_566 ?
N2 C9 C10 C17 -179.3(7) . . . . ?
C8 C9 C10 C17 1.0(11) . . . . ?
C6 C5 C11 C16 55.7(10) . . . . ?
C4 C5 C11 C16 -120.4(8) . . . . ?
C6 C5 C11 C12 -122.0(8) . . . . ?
C4 C5 C11 C12 61.9(9) . . . . ?
C16 C11 C12 C13 -2.9(12) . . . . ?
C5 C11 C12 C13 174.8(7) . . . . ?
C11 C12 C13 C14 2.1(13) . . . . ?
C12 C13 C14 C15 -0.4(13) . . . . ?
C12 C13 C14 I1 -178.8(6) . . . . ?
C13 C14 C15 C16 -0.5(13) . . . . ?
I1 C14 C15 C16 177.9(7) . . . . ?
C14 C15 C16 C11 -0.3(14) . . . . ?
C12 C11 C16 C15 2.0(13) . . . . ?
C5 C11 C16 C15 -175.7(8) . . . . ?
C1 C10 C17 C18 75.7(10) 2_566 . . . ?
C9 C10 C17 C18 -106.5(9) . . . . ?
C1 C10 C17 C22 -106.2(8) 2_566 . . . ?
C9 C10 C17 C22 71.6(9) . . . . ?
C22 C17 C18 C19 -0.2(13) . . . . ?
C10 C17 C18 C19 178.0(8) . . . . ?
C17 C18 C19 C20 1.1(15) . . . . ?
C18 C19 C20 C21 -2.0(15) . . . . ?
C18 C19 C20 I2 178.9(8) . . . . ?
C19 C20 C21 C22 1.9(14) . . . . ?
I2 C20 C21 C22 -179.0(7) . . . . ?
C20 C21 C22 C17 -0.9(13) . . . . ?
C18 C17 C22 C21 0.1(12) . . . . ?
C10 C17 C22 C21 -178.1(8) . . . . ?
Sn1 O1 C23 O2 23.8(12) . . . . ?
Sn1 O1 C23 C24 -154.8(5) . . . . ?
O2 C23 C24 C25 2.0(11) . . . . ?
O1 C23 C24 C25 -179.2(7) . . . . ?
O2 C23 C24 C29 -176.8(8) . . . . ?
O1 C23 C24 C29 1.9(11) . . . . ?
C29 C24 C25 C26 0.5(13) . . . . ?
C23 C24 C25 C26 -178.3(8) . . . . ?
C24 C25 C26 C27 0.3(14) . . . . ?
C25 C26 C27 C28 -2.0(15) . . . . ?
C25 C26 C27 I3 -179.0(7) . . . . ?
C26 C27 C28 C29 2.9(14) . . . . ?
I3 C27 C28 C29 179.9(7) . . . . ?
C25 C24 C29 C28 0.4(13) . . . . ?
C23 C24 C29 C28 179.3(8) . . . . ?
C27 C28 C29 C24 -2.1(14) . . . . ?
C32 C31 C30 C30 -171.9(19) . . . 2_565 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3A I3 0.93 3.26 3.989(7) 136.4 1_565 yes
C26 H26A I2 0.93 3.24 4.084(9) 151.7 1_556 yes

_refine_diff_density_max         1.064
_refine_diff_density_min         -1.199
_refine_diff_density_rms         0.158

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1876500'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            4-Nitrobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H34 Cl6 I4 N6 O8 Sn'
_chemical_formula_weight         1805.92

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6409(5)
_cell_length_b                   12.3154(6)
_cell_length_c                   13.1057(4)
_cell_angle_alpha                98.307(3)
_cell_angle_beta                 104.865(3)
_cell_angle_gamma                117.300(4)
_cell_volume                     1536.71(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12932
_cell_measurement_theta_min      3.3390
_cell_measurement_theta_max      25.7510

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.951
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.745
_shelx_estimated_absorpt_T_min   0.547
_shelx_estimated_absorpt_T_max   0.638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78002
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22248
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.156
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6025
_reflns_number_gt                4050
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1192P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6025
_refine_ls_number_parameters     390
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0600
_refine_ls_wR_factor_ref         0.2051
_refine_ls_wR_factor_gt          0.1786
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.000000 0.500000 0.500000 0.0526(2) Uani 1 2 d S . P . .
I1 I 0.81185(5) 1.33647(5) 0.98750(5) 0.0789(2) Uani 1 1 d . . . . .
I2 I 0.56258(6) 0.38343(6) 0.10319(5) 0.0858(3) Uani 1 1 d . . . . .
N1 N 0.0339(6) 0.6445(5) 0.6293(4) 0.0569(13) Uani 1 1 d . . . . .
N2 N 0.2045(6) 0.6131(5) 0.5095(4) 0.0569(13) Uani 1 1 d . . . . .
N3 N 0.1509(10) 0.1377(8) 0.9720(7) 0.094(2) Uani 1 1 d . . . . .
O1 O 0.0515(5) 0.4192(5) 0.6203(4) 0.0664(12) Uani 1 1 d . U . . .
O2 O 0.1999(6) 0.3755(6) 0.5743(5) 0.0908(17) Uani 1 1 d . . . . .
O3 O 0.0903(10) 0.1452(7) 1.0350(6) 0.129(3) Uani 1 1 d . . . . .
O4 O 0.2088(9) 0.0798(8) 0.9778(6) 0.116(2) Uani 1 1 d . . . . .
C1 C -0.0598(7) 0.6385(7) 0.6749(5) 0.0602(17) Uani 1 1 d . . . . .
C2 C 0.0044(8) 0.7571(7) 0.7613(6) 0.0657(19) Uani 1 1 d . . . . .
H2A H -0.037616 0.778870 0.805283 0.079 Uiso 1 1 calc R U . . .
C3 C 0.1360(8) 0.8316(7) 0.7678(6) 0.068(2) Uani 1 1 d . . . . .
H3A H 0.200697 0.913499 0.816813 0.082 Uiso 1 1 calc R U . . .
C4 C 0.1576(8) 0.7626(7) 0.6867(5) 0.0600(17) Uani 1 1 d . . . . .
C5 C 0.2814(7) 0.8034(6) 0.6648(6) 0.0588(17) Uani 1 1 d . . . . .
C6 C 0.3005(7) 0.7364(6) 0.5800(6) 0.0586(17) Uani 1 1 d . . . . .
C7 C 0.4207(8) 0.7790(7) 0.5526(6) 0.0610(17) Uani 1 1 d . . . . .
H7A H 0.502541 0.858387 0.587502 0.073 Uiso 1 1 calc R U . . .
C8 C 0.3976(7) 0.6867(7) 0.4685(6) 0.0621(17) Uani 1 1 d . . . . .
H8A H 0.459876 0.690717 0.434519 0.074 Uiso 1 1 calc R U . . .
C9 C 0.2600(7) 0.5808(7) 0.4401(5) 0.0579(16) Uani 1 1 d . . . . .
C10 C 0.1968(8) 0.4636(7) 0.3581(6) 0.0591(18) Uani 1 1 d . . . . .
C11 C 0.4052(5) 0.9310(4) 0.7389(4) 0.0664(18) Uani 1 1 d G U . . .
C12 C 0.4214(6) 1.0451(5) 0.7214(5) 0.115(3) Uani 1 1 d G U . . .
H12A H 0.354576 1.043264 0.663008 0.138 Uiso 1 1 calc R U . . .
C13 C 0.5374(6) 1.1617(4) 0.7912(5) 0.117(3) Uani 1 1 d G U . . .
H13A H 0.548240 1.238035 0.779500 0.140 Uiso 1 1 calc R U . . .
C14 C 0.6373(5) 1.1644(4) 0.8784(4) 0.0684(18) Uani 1 1 d G U . . .
C15 C 0.6211(6) 1.0504(5) 0.8959(5) 0.124(3) Uani 1 1 d G U . . .
H15A H 0.687928 1.052195 0.954286 0.148 Uiso 1 1 calc R U . . .
C16 C 0.5051(6) 0.9337(4) 0.8261(5) 0.127(4) Uani 1 1 d G U . . .
H16A H 0.494265 0.857422 0.837795 0.153 Uiso 1 1 calc R U . . .
C17 C 0.2842(7) 0.4479(6) 0.2966(5) 0.0578(18) Uani 1 1 d . . . . .
C18 C 0.3805(9) 0.4183(9) 0.3444(7) 0.080(2) Uani 1 1 d . . . . .
H18A H 0.390862 0.408387 0.414545 0.096 Uiso 1 1 calc R U . . .
C19 C 0.4624(10) 0.4028(10) 0.2922(8) 0.093(3) Uani 1 1 d . . . . .
H19A H 0.528279 0.384039 0.327075 0.112 Uiso 1 1 calc R U . . .
C20 C 0.4461(8) 0.4152(8) 0.1879(7) 0.069(2) Uani 1 1 d . . . . .
C21 C 0.3517(9) 0.4495(8) 0.1389(7) 0.080(2) Uani 1 1 d . . . . .
H21A H 0.342685 0.461909 0.069635 0.096 Uiso 1 1 calc R U . . .
C22 C 0.2710(8) 0.4648(8) 0.1951(6) 0.069(2) Uani 1 1 d . . . . .
H22A H 0.207101 0.486917 0.162554 0.083 Uiso 1 1 calc R U . . .
C23 C 0.1309(8) 0.3749(7) 0.6323(6) 0.0694(19) Uani 1 1 d . U . . .
C24 C 0.1375(8) 0.3146(7) 0.7229(6) 0.0650(19) Uani 1 1 d . . . . .
C25 C 0.0602(9) 0.3095(8) 0.7862(7) 0.081(2) Uani 1 1 d . . . . .
H25A H 0.002492 0.342818 0.772081 0.097 Uiso 1 1 calc R U . . .
C26 C 0.0663(9) 0.2550(8) 0.8720(7) 0.078(2) Uani 1 1 d . . . . .
H26A H 0.018318 0.256424 0.918534 0.094 Uiso 1 1 calc R U . . .
C27 C 0.1467(9) 0.1981(7) 0.8862(6) 0.076(2) Uani 1 1 d . . . . .
C28 C 0.2261(9) 0.2036(8) 0.8273(7) 0.077(2) Uani 1 1 d . . . . .
H28A H 0.283327 0.169816 0.842069 0.092 Uiso 1 1 calc R U . . .
C29 C 0.2218(9) 0.2607(8) 0.7430(7) 0.076(2) Uani 1 1 d . . . . .
H29A H 0.274777 0.263302 0.700001 0.091 Uiso 1 1 calc R U . . .
C30 C 0.1613(13) 0.0087(9) 0.3638(7) 0.119(5) Uani 0.735(6) 1 d D . P A 1
H30A H 0.061106 -0.053071 0.336487 0.143 Uiso 0.735(6) 1 calc R U P A 1
Cl3 Cl 0.1950(6) 0.1432(5) 0.4581(4) 0.155(2) Uani 0.735(6) 1 d D . P A 1
Cl2 Cl 0.2011(4) 0.0548(4) 0.2528(3) 0.1272(17) Uani 0.735(6) 1 d D . P A 1
Cl1 Cl 0.2451(5) -0.0676(4) 0.4159(4) 0.146(2) Uani 0.735(6) 1 d D . P A 1
C30A C 0.072(3) -0.012(4) 0.381(3) 0.293(12) Uiso 0.265(6) 1 d D U P A 2
H30B H 0.010423 -0.100991 0.333273 0.352 Uiso 0.265(6) 1 calc R U P A 2
Cl3A Cl -0.005(3) 0.068(3) 0.427(2) 0.282(12) Uiso 0.265(6) 1 d D U P A 2
Cl1A Cl 0.177(3) 0.099(3) 0.328(3) 0.293(13) Uiso 0.265(6) 1 d D U P A 2
Cl2A Cl 0.195(3) 0.019(3) 0.507(3) 0.298(12) Uiso 0.265(6) 1 d D U P A 2


_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.
;

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 N1 2.082(5) . ?
Sn1 N1 2.082(5) 2_566 ?
Sn1 O1 2.086(5) . ?
Sn1 O1 2.086(5) 2_566 ?
Sn1 N2 2.093(5) . ?
Sn1 N2 2.093(5) 2_566 ?
I1 C14 2.085(4) . ?
I2 C20 2.087(7) . ?
N1 C1 1.351(8) . ?
N1 C4 1.400(9) . ?
N2 C9 1.355(8) . ?
N2 C6 1.385(9) . ?
N3 O4 1.183(10) . ?
N3 O3 1.235(10) . ?
N3 C27 1.438(11) . ?
O1 C23 1.262(9) . ?
O2 C23 1.237(9) . ?
C1 C10 1.401(10) 2_566 ?
C1 C2 1.435(9) . ?
C2 C3 1.348(10) . ?
C2 H2A 0.9300 . ?
C3 C4 1.410(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.415(10) . ?
C5 C6 1.412(10) . ?
C5 C11 1.501(7) . ?
C6 C7 1.414(10) . ?
C7 C8 1.336(10) . ?
C7 H7A 0.9300 . ?
C8 C9 1.430(10) . ?
C8 H8A 0.9300 . ?
C9 C10 1.396(10) . ?
C10 C17 1.510(9) . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13A 0.9300 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.357(9) . ?
C17 C18 1.365(10) . ?
C18 C19 1.370(11) . ?
C18 H18A 0.9300 . ?
C19 C20 1.371(11) . ?
C19 H19A 0.9300 . ?
C20 C21 1.393(11) . ?
C21 C22 1.392(11) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.493(11) . ?
C24 C25 1.360(11) . ?
C24 C29 1.410(11) . ?
C25 C26 1.394(12) . ?
C25 H25A 0.9300 . ?
C26 C27 1.396(12) . ?
C26 H26A 0.9300 . ?
C27 C28 1.335(12) . ?
C28 C29 1.394(11) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?
C30 Cl1 1.728(9) . ?
C30 Cl3 1.729(8) . ?
C30 Cl2 1.731(9) . ?
C30 H30A 0.9800 . ?
C30A Cl3A 1.738(10) . ?
C30A Cl1A 1.740(10) . ?
C30A Cl2A 1.740(10) . ?
C30A H30B 0.9800 . ?
Cl3A Cl2A 2.43(4) 2_556 ?

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
N1 Sn1 N1 180.0 . 2_566 ?
N1 Sn1 O1 86.7(2) . . ?
N1 Sn1 O1 93.3(2) 2_566 . ?
N1 Sn1 O1 93.3(2) . 2_566 ?
N1 Sn1 O1 86.7(2) 2_566 2_566 ?
O1 Sn1 O1 180.0 . 2_566 ?
N1 Sn1 N2 89.8(2) . . ?
N1 Sn1 N2 90.2(2) 2_566 . ?
O1 Sn1 N2 94.5(2) . . ?
O1 Sn1 N2 85.5(2) 2_566 . ?
N1 Sn1 N2 90.2(2) . 2_566 ?
N1 Sn1 N2 89.8(2) 2_566 2_566 ?
O1 Sn1 N2 85.5(2) . 2_566 ?
O1 Sn1 N2 94.5(2) 2_566 2_566 ?
N2 Sn1 N2 180.0 . 2_566 ?
C1 N1 C4 107.9(5) . . ?
C1 N1 Sn1 125.5(5) . . ?
C4 N1 Sn1 126.6(4) . . ?
C9 N2 C6 108.9(6) . . ?
C9 N2 Sn1 124.8(4) . . ?
C6 N2 Sn1 126.1(5) . . ?
O4 N3 O3 122.5(9) . . ?
O4 N3 C27 119.0(9) . . ?
O3 N3 C27 118.5(9) . . ?
C23 O1 Sn1 129.2(5) . . ?
N1 C1 C10 126.2(6) . 2_566 ?
N1 C1 C2 107.9(6) . . ?
C10 C1 C2 125.8(6) 2_566 . ?
C3 C2 C1 108.4(6) . . ?
C3 C2 H2A 125.8 . . ?
C1 C2 H2A 125.8 . . ?
C2 C3 C4 107.4(6) . . ?
C2 C3 H3A 126.3 . . ?
C4 C3 H3A 126.3 . . ?
N1 C4 C3 108.3(6) . . ?
N1 C4 C5 124.8(6) . . ?
C3 C4 C5 126.9(7) . . ?
C6 C5 C4 126.6(6) . . ?
C6 C5 C11 116.5(6) . . ?
C4 C5 C11 116.9(6) . . ?
N2 C6 C5 125.8(6) . . ?
N2 C6 C7 106.8(6) . . ?
C5 C6 C7 127.4(7) . . ?
C8 C7 C6 108.9(7) . . ?
C8 C7 H7A 125.5 . . ?
C6 C7 H7A 125.5 . . ?
C7 C8 C9 107.7(6) . . ?
C7 C8 H8A 126.1 . . ?
C9 C8 H8A 126.1 . . ?
N2 C9 C10 126.4(6) . . ?
N2 C9 C8 107.7(6) . . ?
C10 C9 C8 125.9(6) . . ?
C9 C10 C1 126.6(6) . 2_566 ?
C9 C10 C17 116.3(6) . . ?
C1 C10 C17 117.0(6) 2_566 . ?
C12 C11 C16 120.0 . . ?
C12 C11 C5 121.4(4) . . ?
C16 C11 C5 118.6(4) . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C11 C12 H12A 120.0 . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 I1 118.2(3) . . ?
C13 C14 I1 121.8(3) . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C11 C16 H16A 120.0 . . ?
C22 C17 C18 118.9(7) . . ?
C22 C17 C10 121.4(7) . . ?
C18 C17 C10 119.6(6) . . ?
C17 C18 C19 122.0(7) . . ?
C17 C18 H18A 119.0 . . ?
C19 C18 H18A 119.0 . . ?
C18 C19 C20 119.3(8) . . ?
C18 C19 H19A 120.3 . . ?
C20 C19 H19A 120.3 . . ?
C19 C20 C21 119.6(7) . . ?
C19 C20 I2 120.2(6) . . ?
C21 C20 I2 120.1(6) . . ?
C22 C21 C20 119.1(7) . . ?
C22 C21 H21A 120.5 . . ?
C20 C21 H21A 120.5 . . ?
C17 C22 C21 120.9(8) . . ?
C17 C22 H22A 119.6 . . ?
C21 C22 H22A 119.6 . . ?
O2 C23 O1 125.4(7) . . ?
O2 C23 C24 118.7(8) . . ?
O1 C23 C24 115.9(7) . . ?
C25 C24 C29 119.2(7) . . ?
C25 C24 C23 120.1(8) . . ?
C29 C24 C23 120.8(7) . . ?
C24 C25 C26 120.8(8) . . ?
C24 C25 H25A 119.6 . . ?
C26 C25 H25A 119.6 . . ?
C25 C26 C27 118.1(7) . . ?
C25 C26 H26A 121.0 . . ?
C27 C26 H26A 121.0 . . ?
C28 C27 C26 122.6(8) . . ?
C28 C27 N3 118.3(8) . . ?
C26 C27 N3 119.0(8) . . ?
C27 C28 C29 118.9(8) . . ?
C27 C28 H28A 120.6 . . ?
C29 C28 H28A 120.6 . . ?
C28 C29 C24 120.3(7) . . ?
C28 C29 H29A 119.9 . . ?
C24 C29 H29A 119.9 . . ?
Cl1 C30 Cl3 115.3(6) . . ?
Cl1 C30 Cl2 111.6(6) . . ?
Cl3 C30 Cl2 107.2(5) . . ?
Cl1 C30 H30A 107.5 . . ?
Cl3 C30 H30A 107.5 . . ?
Cl2 C30 H30A 107.5 . . ?
Cl3A C30A Cl1A 100(2) . . ?
Cl3A C30A Cl2A 100.1(19) . . ?
Cl1A C30A Cl2A 99.9(19) . . ?
Cl3A C30A H30B 117.7 . . ?
Cl1A C30A H30B 117.7 . . ?
Cl2A C30A H30B 117.7 . . ?
C30A Cl3A Cl2A 127(2) . 2_556 ?

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 C10 180.0(7) . . . 2_566 ?
Sn1 N1 C1 C10 -1.9(10) . . . 2_566 ?
C4 N1 C1 C2 1.7(8) . . . . ?
Sn1 N1 C1 C2 179.8(4) . . . . ?
N1 C1 C2 C3 -1.1(9) . . . . ?
C10 C1 C2 C3 -179.3(7) 2_566 . . . ?
C1 C2 C3 C4 0.0(9) . . . . ?
C1 N1 C4 C3 -1.7(8) . . . . ?
Sn1 N1 C4 C3 -179.8(5) . . . . ?
C1 N1 C4 C5 178.5(7) . . . . ?
Sn1 N1 C4 C5 0.4(10) . . . . ?
C2 C3 C4 N1 1.0(9) . . . . ?
C2 C3 C4 C5 -179.2(7) . . . . ?
N1 C4 C5 C6 2.9(12) . . . . ?
C3 C4 C5 C6 -176.8(7) . . . . ?
N1 C4 C5 C11 -177.3(6) . . . . ?
C3 C4 C5 C11 3.0(11) . . . . ?
C9 N2 C6 C5 -179.3(7) . . . . ?
Sn1 N2 C6 C5 6.0(10) . . . . ?
C9 N2 C6 C7 -1.2(8) . . . . ?
Sn1 N2 C6 C7 -175.8(4) . . . . ?
C4 C5 C6 N2 -6.5(12) . . . . ?
C11 C5 C6 N2 173.8(6) . . . . ?
C4 C5 C6 C7 175.8(7) . . . . ?
C11 C5 C6 C7 -3.9(11) . . . . ?
N2 C6 C7 C8 1.0(8) . . . . ?
C5 C6 C7 C8 179.1(7) . . . . ?
C6 C7 C8 C9 -0.4(8) . . . . ?
C6 N2 C9 C10 178.8(7) . . . . ?
Sn1 N2 C9 C10 -6.5(10) . . . . ?
C6 N2 C9 C8 1.0(8) . . . . ?
Sn1 N2 C9 C8 175.7(4) . . . . ?
C7 C8 C9 N2 -0.3(8) . . . . ?
C7 C8 C9 C10 -178.2(7) . . . . ?
N2 C9 C10 C1 6.3(12) . . . 2_566 ?
C8 C9 C10 C1 -176.3(7) . . . 2_566 ?
N2 C9 C10 C17 -176.0(6) . . . . ?
C8 C9 C10 C17 1.4(11) . . . . ?
C6 C5 C11 C12 98.1(7) . . . . ?
C4 C5 C11 C12 -81.6(7) . . . . ?
C6 C5 C11 C16 -81.6(7) . . . . ?
C4 C5 C11 C16 98.6(7) . . . . ?
C16 C11 C12 C13 0.0 . . . . ?
C5 C11 C12 C13 -179.8(6) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C12 C13 C14 I1 -179.0(4) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
I1 C14 C15 C16 179.0(4) . . . . ?
C14 C15 C16 C11 0.0 . . . . ?
C12 C11 C16 C15 0.0 . . . . ?
C5 C11 C16 C15 179.8(6) . . . . ?
C9 C10 C17 C22 -99.3(9) . . . . ?
C1 C10 C17 C22 78.7(9) 2_566 . . . ?
C9 C10 C17 C18 79.6(9) . . . . ?
C1 C10 C17 C18 -102.5(9) 2_566 . . . ?
C22 C17 C18 C19 -1.2(14) . . . . ?
C10 C17 C18 C19 179.9(9) . . . . ?
C17 C18 C19 C20 -1.1(15) . . . . ?
C18 C19 C20 C21 3.1(14) . . . . ?
C18 C19 C20 I2 -177.0(8) . . . . ?
C19 C20 C21 C22 -2.9(13) . . . . ?
I2 C20 C21 C22 177.3(6) . . . . ?
C18 C17 C22 C21 1.5(12) . . . . ?
C10 C17 C22 C21 -179.7(7) . . . . ?
C20 C21 C22 C17 0.6(13) . . . . ?
Sn1 O1 C23 O2 2.9(11) . . . . ?
Sn1 O1 C23 C24 -175.6(4) . . . . ?
O2 C23 C24 C25 -178.3(8) . . . . ?
O1 C23 C24 C25 0.3(11) . . . . ?
O2 C23 C24 C29 0.7(11) . . . . ?
O1 C23 C24 C29 179.4(7) . . . . ?
C29 C24 C25 C26 1.7(13) . . . . ?
C23 C24 C25 C26 -179.2(7) . . . . ?
C24 C25 C26 C27 -4.3(13) . . . . ?
C25 C26 C27 C28 5.7(13) . . . . ?
C25 C26 C27 N3 -178.1(8) . . . . ?
O4 N3 C27 C28 -10.2(13) . . . . ?
O3 N3 C27 C28 171.8(9) . . . . ?
O4 N3 C27 C26 173.4(9) . . . . ?
O3 N3 C27 C26 -4.5(13) . . . . ?
C26 C27 C28 C29 -4.4(13) . . . . ?
N3 C27 C28 C29 179.3(7) . . . . ?
C27 C28 C29 C24 1.6(13) . . . . ?
C25 C24 C29 C28 -0.3(13) . . . . ?
C23 C24 C29 C28 -179.4(7) . . . . ?
Cl1A C30A Cl3A Cl2A 171(2) . . . 2_556 ?
Cl2A C30A Cl3A Cl2A -87(3) . . . 2_556 ?
Cl3A C30A Cl2A Cl3A 53(2) . . . 2_556 ?
Cl1A C30A Cl2A Cl3A 156(3) . . . 2_556 ?

_refine_diff_density_max         1.350
_refine_diff_density_min         -1.566
_refine_diff_density_rms         0.135

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1876496'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3-Nitrobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66 H52 I4 N6 O10 Sn'
_chemical_formula_weight         1715.42

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.2861(4)
_cell_length_b                   11.7958(3)
_cell_length_c                   13.3288(3)
_cell_angle_alpha                103.991(2)
_cell_angle_beta                 95.327(2)
_cell_angle_gamma                111.000(2)
_cell_volume                     1575.57(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13774
_cell_measurement_theta_min      3.4130
_cell_measurement_theta_max      27.1310

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.429
_shelx_estimated_absorpt_T_min   0.593
_shelx_estimated_absorpt_T_max   0.669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63477
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20620
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.214
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6193
_reflns_number_gt                5125
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0326P)²+1.1224P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6193
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0839
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 1.000000 1.000000 0.500000 0.02696(10) Uani 1 2 d S . P . .
I1 I 0.60985(3) 0.73240(3) 1.07367(2) 0.06474(12) Uani 1 1 d . . . . .
I2 I 0.71906(3) 0.11147(2) 0.06229(2) 0.06531(12) Uani 1 1 d . . . . .
N1 N 0.9927(3) 1.0949(2) 0.6518(2) 0.0303(6) Uani 1 1 d . . . . .
N2 N 0.9233(3) 0.8238(2) 0.5303(2) 0.0299(6) Uani 1 1 d . . . . .
N3 N 0.3446(4) 0.7460(4) 0.4883(4) 0.0651(11) Uani 1 1 d . . . . .
O1 O 0.8065(2) 0.9699(2) 0.4602(2) 0.0411(6) Uani 1 1 d . . . . .
O2 O 0.8031(3) 1.0446(3) 0.3233(3) 0.0713(10) Uani 1 1 d . . . . .
O3 O 0.4118(4) 0.7293(4) 0.5564(3) 0.0891(12) Uani 1 1 d . . . . .
O4 O 0.2269(4) 0.7006(4) 0.4715(4) 0.1009(14) Uani 1 1 d . . . . .
O5 O 0.6682(4) 0.4862(3) 0.7567(3) 0.0788(10) Uani 1 1 d . . . . .
C1 C 1.0285(3) 1.2240(3) 0.6936(3) 0.0299(8) Uani 1 1 d . . . . .
C2 C 0.9921(3) 1.2450(3) 0.7941(3) 0.0344(8) Uani 1 1 d . . . . .
H2A H 1.006301 1.323583 0.840402 0.041 Uiso 1 1 calc R U . . .
C3 C 0.9336(3) 1.1309(3) 0.8104(3) 0.0342(8) Uani 1 1 d . . . . .
H3A H 0.898718 1.116995 0.868990 0.041 Uiso 1 1 calc R U . . .
C4 C 0.9348(3) 1.0360(3) 0.7221(3) 0.0302(8) Uani 1 1 d . . . . .
C5 C 0.8826(3) 0.9038(3) 0.7070(3) 0.0307(8) Uani 1 1 d . . . . .
C6 C 0.8790(3) 0.8075(3) 0.6203(3) 0.0309(8) Uani 1 1 d . . . . .
C7 C 0.8232(4) 0.6737(3) 0.6078(3) 0.0384(9) Uani 1 1 d . . . . .
H7A H 0.787296 0.636032 0.657570 0.046 Uiso 1 1 calc R U . . .
C8 C 0.8319(4) 0.6125(3) 0.5115(3) 0.0394(9) Uani 1 1 d . . . . .
H8A H 0.803102 0.524928 0.482955 0.047 Uiso 1 1 calc R U . . .
C9 C 0.8934(3) 0.7062(3) 0.4603(3) 0.0315(8) Uani 1 1 d . . . . .
C10 C 0.9148(3) 0.6830(3) 0.3568(3) 0.0303(8) Uani 1 1 d . . . . .
C11 C 0.8177(3) 0.8628(3) 0.7933(3) 0.0312(8) Uani 1 1 d . . . . .
C12 C 0.8888(4) 0.8633(4) 0.8829(3) 0.0486(10) Uani 1 1 d . . . . .
H12A H 0.977977 0.888647 0.890232 0.058 Uiso 1 1 calc R U . . .
C13 C 0.8289(4) 0.8265(4) 0.9626(3) 0.0544(11) Uani 1 1 d . . . . .
H13A H 0.877804 0.826830 1.022841 0.065 Uiso 1 1 calc R U . . .
C14 C 0.6981(4) 0.7898(3) 0.9526(3) 0.0399(9) Uani 1 1 d . . . . .
C15 C 0.6254(4) 0.7891(4) 0.8644(3) 0.0480(10) Uani 1 1 d . . . . .
H15A H 0.536307 0.764490 0.857917 0.058 Uiso 1 1 calc R U . . .
C16 C 0.6859(4) 0.8255(4) 0.7847(3) 0.0456(10) Uani 1 1 d . . . . .
H16A H 0.636505 0.824710 0.724430 0.055 Uiso 1 1 calc R U . . .
C17 C 0.8689(3) 0.5473(3) 0.2904(3) 0.0338(8) Uani 1 1 d . . . . .
C18 C 0.7831(4) 0.5063(3) 0.1951(3) 0.0382(9) Uani 1 1 d . . . . .
H18A H 0.753776 0.562822 0.173998 0.046 Uiso 1 1 calc R U . . .
C19 C 0.7405(4) 0.3820(3) 0.1307(3) 0.0445(10) Uani 1 1 d . . . . .
H19A H 0.683866 0.355530 0.066502 0.053 Uiso 1 1 calc R U . . .
C20 C 0.7829(4) 0.2987(3) 0.1629(3) 0.0431(10) Uani 1 1 d . . . . .
C21 C 0.8656(4) 0.3345(3) 0.2579(3) 0.0466(10) Uani 1 1 d . . . . .
H21A H 0.890907 0.276006 0.279699 0.056 Uiso 1 1 calc R U . . .
C22 C 0.9104(4) 0.4600(3) 0.3205(3) 0.0417(9) Uani 1 1 d . . . . .
H22A H 0.969104 0.486299 0.383594 0.050 Uiso 1 1 calc R U . . .
C23 C 0.7494(4) 0.9909(3) 0.3834(3) 0.0403(9) Uani 1 1 d . . . . .
C24 C 0.6047(4) 0.9400(3) 0.3719(3) 0.0387(9) Uani 1 1 d . . . . .
C25 C 0.5433(4) 0.8691(3) 0.4355(3) 0.0435(9) Uani 1 1 d . . . . .
H25A H 0.591603 0.852982 0.486604 0.052 Uiso 1 1 calc R U . . .
C26 C 0.4101(4) 0.8228(4) 0.4221(4) 0.0488(10) Uani 1 1 d . . . . .
C27 C 0.3361(4) 0.8446(4) 0.3472(4) 0.0604(12) Uani 1 1 d . . . . .
H27A H 0.246485 0.813150 0.339320 0.073 Uiso 1 1 calc R U . . .
C28 C 0.3972(5) 0.9136(5) 0.2844(4) 0.0649(13) Uani 1 1 d . . . . .
H28A H 0.348039 0.928305 0.232877 0.078 Uiso 1 1 calc R U . . .
C29 C 0.5298(4) 0.9617(4) 0.2959(3) 0.0535(11) Uani 1 1 d . . . . .
H29A H 0.569367 1.008828 0.252672 0.064 Uiso 1 1 calc R U . . .
C30 C 0.7164(6) 0.4656(6) 0.8494(5) 0.0849(17) Uani 1 1 d . . . . .
H30A H 0.678320 0.375879 0.843733 0.102 Uiso 1 1 calc R U . . .
H30B H 0.693377 0.511897 0.909704 0.102 Uiso 1 1 calc R U . . .
C31 C 0.8582(7) 0.5093(7) 0.8640(6) 0.123(3) Uani 1 1 d . . . . .
H31A H 0.891103 0.495395 0.927000 0.185 Uiso 1 1 calc R U . . .
H31B H 0.880498 0.462694 0.804441 0.185 Uiso 1 1 calc R U . . .
H31C H 0.895515 0.598344 0.870234 0.185 Uiso 1 1 calc R U . . .
C32 C 0.5333(6) 0.4511(5) 0.7414(5) 0.0809(17) Uani 1 1 d . . . . .
H32A H 0.511903 0.500357 0.800983 0.097 Uiso 1 1 calc R U . . .
H32B H 0.490496 0.361806 0.736230 0.097 Uiso 1 1 calc R U . . .
C33 C 0.4883(6) 0.4739(6) 0.6443(5) 0.103(2) Uani 1 1 d . . . . .
H33A H 0.396308 0.449944 0.633866 0.155 Uiso 1 1 calc R U . . .
H33B H 0.530289 0.562479 0.650026 0.155 Uiso 1 1 calc R U . . .
H33C H 0.508938 0.424290 0.585442 0.155 Uiso 1 1 calc R U . . .


_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.
;

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 O1 2.077(2) . ?
Sn1 O1 2.077(2) 2_776 ?
Sn1 N1 2.087(3) . ?
Sn1 N1 2.087(3) 2_776 ?
Sn1 N2 2.101(3) . ?
Sn1 N2 2.101(3) 2_776 ?
I1 C14 2.098(3) . ?
I2 C20 2.108(4) . ?
N1 C4 1.376(4) . ?
N1 C1 1.379(4) . ?
N2 C6 1.370(4) . ?
N2 C9 1.375(4) . ?
N3 O4 1.215(5) . ?
N3 O3 1.227(5) . ?
N3 C26 1.474(6) . ?
O1 C23 1.280(4) . ?
O2 C23 1.213(4) . ?
O5 C32 1.407(6) . ?
O5 C30 1.412(6) . ?
C1 C10 1.413(4) 2_776 ?
C1 C2 1.428(5) . ?
C2 C3 1.351(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.419(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.409(5) . ?
C5 C6 1.397(5) . ?
C5 C11 1.505(4) . ?
C6 C7 1.434(5) . ?
C7 C8 1.343(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.439(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.402(5) . ?
C10 C17 1.499(4) . ?
C11 C12 1.374(5) . ?
C11 C16 1.376(5) . ?
C12 C13 1.385(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.364(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.366(5) . ?
C15 C16 1.387(5) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.387(5) . ?
C17 C22 1.398(5) . ?
C18 C19 1.388(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.372(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.375(6) . ?
C21 C22 1.390(5) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.503(5) . ?
C24 C29 1.389(6) . ?
C24 C25 1.391(5) . ?
C25 C26 1.380(6) . ?
C25 H25A 0.9300 . ?
C26 C27 1.372(6) . ?
C27 C28 1.369(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.375(6) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?
C30 C31 1.472(9) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.466(8) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

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
O1 Sn1 O1 180.0 . 2_776 ?
O1 Sn1 N1 86.07(11) . . ?
O1 Sn1 N1 93.93(11) 2_776 . ?
O1 Sn1 N1 93.93(11) . 2_776 ?
O1 Sn1 N1 86.07(11) 2_776 2_776 ?
N1 Sn1 N1 180.0 . 2_776 ?
O1 Sn1 N2 83.62(10) . . ?
O1 Sn1 N2 96.38(10) 2_776 . ?
N1 Sn1 N2 91.01(10) . . ?
N1 Sn1 N2 88.99(10) 2_776 . ?
O1 Sn1 N2 96.38(10) . 2_776 ?
O1 Sn1 N2 83.62(10) 2_776 2_776 ?
N1 Sn1 N2 88.99(10) . 2_776 ?
N1 Sn1 N2 91.01(10) 2_776 2_776 ?
N2 Sn1 N2 180.0 . 2_776 ?
C4 N1 C1 108.3(3) . . ?
C4 N1 Sn1 124.6(2) . . ?
C1 N1 Sn1 126.6(2) . . ?
C6 N2 C9 108.6(3) . . ?
C6 N2 Sn1 124.3(2) . . ?
C9 N2 Sn1 126.6(2) . . ?
O4 N3 O3 123.4(4) . . ?
O4 N3 C26 118.5(5) . . ?
O3 N3 C26 118.1(4) . . ?
C23 O1 Sn1 129.1(2) . . ?
C32 O5 C30 111.7(4) . . ?
N1 C1 C10 125.8(3) . 2_776 ?
N1 C1 C2 107.5(3) . . ?
C10 C1 C2 126.7(3) 2_776 . ?
C3 C2 C1 108.2(3) . . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
C2 C3 C4 107.9(3) . . ?
C2 C3 H3A 126.1 . . ?
C4 C3 H3A 126.1 . . ?
N1 C4 C5 125.5(3) . . ?
N1 C4 C3 108.2(3) . . ?
C5 C4 C3 126.3(3) . . ?
C6 C5 C4 127.9(3) . . ?
C6 C5 C11 116.9(3) . . ?
C4 C5 C11 115.1(3) . . ?
N2 C6 C5 126.1(3) . . ?
N2 C6 C7 107.9(3) . . ?
C5 C6 C7 125.9(3) . . ?
C8 C7 C6 107.9(3) . . ?
C8 C7 H7A 126.1 . . ?
C6 C7 H7A 126.1 . . ?
C7 C8 C9 108.1(3) . . ?
C7 C8 H8A 126.0 . . ?
C9 C8 H8A 126.0 . . ?
N2 C9 C10 125.8(3) . . ?
N2 C9 C8 107.4(3) . . ?
C10 C9 C8 126.8(3) . . ?
C9 C10 C1 126.1(3) . 2_776 ?
C9 C10 C17 117.9(3) . . ?
C1 C10 C17 115.9(3) 2_776 . ?
C12 C11 C16 118.5(3) . . ?
C12 C11 C5 120.8(3) . . ?
C16 C11 C5 120.7(3) . . ?
C11 C12 C13 120.7(4) . . ?
C11 C12 H12A 119.7 . . ?
C13 C12 H12A 119.7 . . ?
C14 C13 C12 120.0(4) . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 I1 119.1(3) . . ?
C15 C14 I1 120.4(3) . . ?
C14 C15 C16 119.3(4) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C11 C16 C15 121.1(4) . . ?
C11 C16 H16A 119.4 . . ?
C15 C16 H16A 119.4 . . ?
C18 C17 C22 118.3(3) . . ?
C18 C17 C10 119.3(3) . . ?
C22 C17 C10 122.3(3) . . ?
C17 C18 C19 120.9(3) . . ?
C17 C18 H18A 119.6 . . ?
C19 C18 H18A 119.6 . . ?
C20 C19 C18 119.2(4) . . ?
C20 C19 H19A 120.4 . . ?
C18 C19 H19A 120.4 . . ?
C19 C20 C21 121.8(3) . . ?
C19 C20 I2 118.4(3) . . ?
C21 C20 I2 119.8(3) . . ?
C20 C21 C22 118.5(4) . . ?
C20 C21 H21A 120.7 . . ?
C22 C21 H21A 120.7 . . ?
C21 C22 C17 121.2(4) . . ?
C21 C22 H22A 119.4 . . ?
C17 C22 H22A 119.4 . . ?
O2 C23 O1 125.2(4) . . ?
O2 C23 C24 121.5(4) . . ?
O1 C23 C24 113.4(3) . . ?
C29 C24 C25 118.9(4) . . ?
C29 C24 C23 120.1(4) . . ?
C25 C24 C23 121.0(4) . . ?
C26 C25 C24 119.5(4) . . ?
C26 C25 H25A 120.3 . . ?
C24 C25 H25A 120.3 . . ?
C27 C26 C25 121.6(4) . . ?
C27 C26 N3 118.8(4) . . ?
C25 C26 N3 119.6(4) . . ?
C28 C27 C26 118.6(4) . . ?
C28 C27 H27A 120.7 . . ?
C26 C27 H27A 120.7 . . ?
C27 C28 C29 121.3(4) . . ?
C27 C28 H28A 119.3 . . ?
C29 C28 H28A 119.3 . . ?
C28 C29 C24 120.1(4) . . ?
C28 C29 H29A 119.9 . . ?
C24 C29 H29A 119.9 . . ?
O5 C30 C31 109.4(5) . . ?
O5 C30 H30A 109.8 . . ?
C31 C30 H30A 109.8 . . ?
O5 C30 H30B 109.8 . . ?
C31 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O5 C32 C33 109.5(5) . . ?
O5 C32 H32A 109.8 . . ?
C33 C32 H32A 109.8 . . ?
O5 C32 H32B 109.8 . . ?
C33 C32 H32B 109.8 . . ?
H32A C32 H32B 108.2 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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 C10 -176.7(3) . . . 2_776 ?
Sn1 N1 C1 C10 -4.7(5) . . . 2_776 ?
C4 N1 C1 C2 0.7(4) . . . . ?
Sn1 N1 C1 C2 172.7(2) . . . . ?
N1 C1 C2 C3 -1.4(4) . . . . ?
C10 C1 C2 C3 176.0(3) 2_776 . . . ?
C1 C2 C3 C4 1.5(4) . . . . ?
C1 N1 C4 C5 178.6(3) . . . . ?
Sn1 N1 C4 C5 6.4(5) . . . . ?
C1 N1 C4 C3 0.3(4) . . . . ?
Sn1 N1 C4 C3 -172.0(2) . . . . ?
C2 C3 C4 N1 -1.1(4) . . . . ?
C2 C3 C4 C5 -179.5(3) . . . . ?
N1 C4 C5 C6 0.2(6) . . . . ?
C3 C4 C5 C6 178.3(4) . . . . ?
N1 C4 C5 C11 -176.7(3) . . . . ?
C3 C4 C5 C11 1.4(5) . . . . ?
C9 N2 C6 C5 -175.2(3) . . . . ?
Sn1 N2 C6 C5 -3.0(5) . . . . ?
C9 N2 C6 C7 2.3(4) . . . . ?
Sn1 N2 C6 C7 174.5(2) . . . . ?
C4 C5 C6 N2 -2.1(6) . . . . ?
C11 C5 C6 N2 174.8(3) . . . . ?
C4 C5 C6 C7 -179.1(4) . . . . ?
C11 C5 C6 C7 -2.3(5) . . . . ?
N2 C6 C7 C8 -1.3(4) . . . . ?
C5 C6 C7 C8 176.2(4) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C6 N2 C9 C10 175.4(3) . . . . ?
Sn1 N2 C9 C10 3.3(5) . . . . ?
C6 N2 C9 C8 -2.3(4) . . . . ?
Sn1 N2 C9 C8 -174.3(2) . . . . ?
C7 C8 C9 N2 1.5(4) . . . . ?
C7 C8 C9 C10 -176.2(4) . . . . ?
N2 C9 C10 C1 0.5(6) . . . 2_776 ?
C8 C9 C10 C1 177.8(4) . . . 2_776 ?
N2 C9 C10 C17 -176.8(3) . . . . ?
C8 C9 C10 C17 0.5(5) . . . . ?
C6 C5 C11 C12 99.0(4) . . . . ?
C4 C5 C11 C12 -83.8(4) . . . . ?
C6 C5 C11 C16 -81.9(4) . . . . ?
C4 C5 C11 C16 95.4(4) . . . . ?
C16 C11 C12 C13 0.3(6) . . . . ?
C5 C11 C12 C13 179.5(4) . . . . ?
C11 C12 C13 C14 -0.3(7) . . . . ?
C12 C13 C14 C15 -0.1(6) . . . . ?
C12 C13 C14 I1 179.3(3) . . . . ?
C13 C14 C15 C16 0.4(6) . . . . ?
I1 C14 C15 C16 -179.0(3) . . . . ?
C12 C11 C16 C15 0.0(6) . . . . ?
C5 C11 C16 C15 -179.2(3) . . . . ?
C14 C15 C16 C11 -0.3(6) . . . . ?
C9 C10 C17 C18 122.8(4) . . . . ?
C1 C10 C17 C18 -54.7(4) 2_776 . . . ?
C9 C10 C17 C22 -57.7(5) . . . . ?
C1 C10 C17 C22 124.7(4) 2_776 . . . ?
C22 C17 C18 C19 -0.6(5) . . . . ?
C10 C17 C18 C19 178.8(3) . . . . ?
C17 C18 C19 C20 0.8(6) . . . . ?
C18 C19 C20 C21 0.7(6) . . . . ?
C18 C19 C20 I2 -179.0(3) . . . . ?
C19 C20 C21 C22 -2.4(6) . . . . ?
I2 C20 C21 C22 177.3(3) . . . . ?
C20 C21 C22 C17 2.6(6) . . . . ?
C18 C17 C22 C21 -1.1(6) . . . . ?
C10 C17 C22 C21 179.5(3) . . . . ?
Sn1 O1 C23 O2 -7.1(6) . . . . ?
Sn1 O1 C23 C24 172.0(2) . . . . ?
O2 C23 C24 C29 -4.5(6) . . . . ?
O1 C23 C24 C29 176.3(3) . . . . ?
O2 C23 C24 C25 174.4(4) . . . . ?
O1 C23 C24 C25 -4.7(5) . . . . ?
C29 C24 C25 C26 -0.4(6) . . . . ?
C23 C24 C25 C26 -179.4(4) . . . . ?
C24 C25 C26 C27 0.2(6) . . . . ?
C24 C25 C26 N3 179.1(3) . . . . ?
O4 N3 C26 C27 2.7(6) . . . . ?
O3 N3 C26 C27 -178.6(4) . . . . ?
O4 N3 C26 C25 -176.2(4) . . . . ?
O3 N3 C26 C25 2.5(6) . . . . ?
C25 C26 C27 C28 0.3(7) . . . . ?
N3 C26 C27 C28 -178.6(4) . . . . ?
C26 C27 C28 C29 -0.6(7) . . . . ?
C27 C28 C29 C24 0.4(7) . . . . ?
C25 C24 C29 C28 0.1(6) . . . . ?
C23 C24 C29 C28 179.1(4) . . . . ?
C32 O5 C30 C31 -177.4(5) . . . . ?
C30 O5 C32 C33 -179.9(5) . . . . ?

_refine_diff_density_max         1.260
_refine_diff_density_min         -1.221
_refine_diff_density_rms         0.088

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1876494'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3-Iodobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H32 I6 N4 O4 Sn'
_chemical_formula_weight         1728.96

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0433(4)
_cell_length_b                   12.3567(6)
_cell_length_c                   15.1084(9)
_cell_angle_alpha                69.576(5)
_cell_angle_beta                 85.741(4)
_cell_angle_gamma                87.539(4)
_cell_volume                     1403.09(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10296
_cell_measurement_theta_min      3.3030
_cell_measurement_theta_max      26.6620

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.046
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    3.805
_shelx_estimated_absorpt_T_min   0.564
_shelx_estimated_absorpt_T_max   0.680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.59506
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18223
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.239
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4928
_reflns_number_gt                3971
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0728P)²+1.0285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4928
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1358
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.500000 0.500000 0.500000 0.03128(17) Uani 1 2 d S . P . .
I1 I -0.33444(6) 0.98232(5) 0.08696(4) 0.0799(2) Uani 1 1 d . . . . .
I2 I 1.07444(11) 0.26696(5) -0.00313(4) 0.1149(3) Uani 1 1 d . . . . .
I3 I 0.75863(10) 0.87145(6) 0.73373(5) 0.1127(3) Uani 1 1 d . . . . .
N1 N 0.2736(5) 0.5808(4) 0.5190(3) 0.0344(10) Uani 1 1 d . . . . .
N2 N 0.4585(5) 0.5377(4) 0.3572(3) 0.0332(10) Uani 1 1 d . . . . .
O1 O 0.6220(4) 0.6522(3) 0.4810(3) 0.0428(9) Uani 1 1 d . . . . .
O2 O 0.4834(6) 0.7865(4) 0.3684(3) 0.0628(12) Uani 1 1 d . . . . .
C1 C 0.2188(6) 0.6039(5) 0.5987(4) 0.0373(12) Uani 1 1 d . . . . .
C2 C 0.0749(6) 0.6781(5) 0.5772(4) 0.0421(14) Uani 1 1 d . . . . .
H2A H 0.011702 0.706084 0.618942 0.051 Uiso 1 1 calc R U . . .
C3 C 0.0476(6) 0.7000(5) 0.4865(4) 0.0410(13) Uani 1 1 d . . . . .
H3A H -0.038919 0.745822 0.454408 0.049 Uiso 1 1 calc R U . . .
C4 C 0.1721(6) 0.6418(4) 0.4467(4) 0.0352(12) Uani 1 1 d . . . . .
C5 C 0.1949(6) 0.6517(4) 0.3524(4) 0.0364(12) Uani 1 1 d . . . . .
C6 C 0.3270(6) 0.6014(5) 0.3108(4) 0.0382(12) Uani 1 1 d . . . . .
C7 C 0.3471(7) 0.6078(5) 0.2143(4) 0.0475(14) Uani 1 1 d . . . . .
H7A H 0.275917 0.646506 0.167067 0.057 Uiso 1 1 calc R U . . .
C8 C 0.4852(7) 0.5490(5) 0.2034(4) 0.0467(14) Uani 1 1 d . . . . .
H8A H 0.527293 0.539892 0.147370 0.056 Uiso 1 1 calc R U . . .
C9 C 0.5579(6) 0.5018(5) 0.2938(4) 0.0370(12) Uani 1 1 d . . . . .
C10 C 0.7050(6) 0.4353(5) 0.3144(4) 0.0367(12) Uani 1 1 d . . . . .
C11 C 0.0740(6) 0.7279(5) 0.2868(4) 0.0390(13) Uani 1 1 d . . . . .
C12 C -0.0907(6) 0.6958(5) 0.2924(4) 0.0426(13) Uani 1 1 d . . . . .
H12A H -0.124877 0.625166 0.336058 0.051 Uiso 1 1 calc R U . . .
C13 C -0.2059(7) 0.7681(6) 0.2334(4) 0.0498(15) Uani 1 1 d . . . . .
H13A H -0.315103 0.745011 0.235660 0.060 Uiso 1 1 calc R U . . .
C14 C -0.1556(7) 0.8729(5) 0.1725(4) 0.0458(14) Uani 1 1 d . . . . .
C15 C 0.0064(8) 0.9068(6) 0.1653(5) 0.0556(16) Uani 1 1 d . . . . .
H15A H 0.039145 0.978216 0.122219 0.067 Uiso 1 1 calc R U . . .
C16 C 0.1203(7) 0.8340(5) 0.2227(4) 0.0497(15) Uani 1 1 d . . . . .
H16A H 0.230176 0.856887 0.218023 0.060 Uiso 1 1 calc R U . . .
C17 C 0.7891(7) 0.4009(5) 0.2354(4) 0.0439(14) Uani 1 1 d . . . . .
C18 C 0.7140(9) 0.3247(6) 0.2029(5) 0.0633(18) Uani 1 1 d . . . . .
H18A H 0.608413 0.297415 0.227673 0.076 Uiso 1 1 calc R U . . .
C19 C 0.7953(11) 0.2887(7) 0.1333(5) 0.075(2) Uani 1 1 d . . . . .
H19A H 0.744868 0.237187 0.111525 0.090 Uiso 1 1 calc R U . . .
C20 C 0.9489(11) 0.3295(7) 0.0975(5) 0.072(2) Uani 1 1 d . . . . .
C21 C 1.0259(10) 0.4059(6) 0.1263(5) 0.069(2) Uani 1 1 d . . . . .
H21A H 1.129822 0.434652 0.099417 0.082 Uiso 1 1 calc R U . . .
C22 C 0.9443(8) 0.4404(6) 0.1977(5) 0.0566(17) Uani 1 1 d . . . . .
H22A H 0.996487 0.490819 0.219827 0.068 Uiso 1 1 calc R U . . .
C23 C 0.5759(7) 0.7573(5) 0.4340(5) 0.0446(14) Uani 1 1 d . . . . .
C24 C 0.6479(7) 0.8465(5) 0.4658(5) 0.0496(15) Uani 1 1 d . . . . .
C25 C 0.6767(7) 0.8222(5) 0.5592(5) 0.0526(16) Uani 1 1 d . . . . .
H25A H 0.660503 0.747901 0.602353 0.063 Uiso 1 1 calc R U . . .
C26 C 0.7294(9) 0.9075(6) 0.5895(6) 0.069(2) Uani 1 1 d . . . . .
C27 C 0.7632(10) 1.0167(7) 0.5243(8) 0.087(3) Uani 1 1 d . . . . .
H27A H 0.801392 1.073837 0.544211 0.104 Uiso 1 1 calc R U . . .
C28 C 0.7403(11) 1.0394(7) 0.4320(7) 0.086(2) Uani 1 1 d . . . . .
H28A H 0.766366 1.111888 0.388382 0.103 Uiso 1 1 calc R U . . .
C29 C 0.6790(9) 0.9573(6) 0.4011(6) 0.0665(19) Uani 1 1 d . . . . .
H29A H 0.658454 0.975527 0.337761 0.080 Uiso 1 1 calc R U . . .


_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.
;

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 O1 2.079(4) 2_666 ?
Sn1 O1 2.079(4) . ?
Sn1 N1 2.088(4) . ?
Sn1 N1 2.088(4) 2_666 ?
Sn1 N2 2.092(4) 2_666 ?
Sn1 N2 2.092(4) . ?
I1 C14 2.111(5) . ?
I2 C20 2.110(6) . ?
I3 C26 2.096(8) . ?
N1 C1 1.371(6) . ?
N1 C4 1.390(7) . ?
N2 C6 1.372(7) . ?
N2 C9 1.380(6) . ?
O1 C23 1.297(7) . ?
O2 C23 1.226(7) . ?
C1 C10 1.407(8) 2_666 ?
C1 C2 1.429(7) . ?
C2 C3 1.334(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.425(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.386(8) . ?
C5 C6 1.424(7) . ?
C5 C11 1.493(7) . ?
C6 C7 1.430(8) . ?
C7 C8 1.332(8) . ?
C7 H7A 0.9300 . ?
C8 C9 1.442(8) . ?
C8 H8A 0.9300 . ?
C9 C10 1.402(7) . ?
C10 C17 1.509(7) . ?
C11 C16 1.377(8) . ?
C11 C12 1.387(8) . ?
C12 C13 1.395(8) . ?
C12 H12A 0.9300 . ?
C13 C14 1.358(9) . ?
C13 H13A 0.9300 . ?
C14 C15 1.370(9) . ?
C15 C16 1.380(8) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.369(8) . ?
C17 C18 1.381(9) . ?
C18 C19 1.389(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.356(11) . ?
C19 H19A 0.9300 . ?
C20 C21 1.357(11) . ?
C21 C22 1.403(8) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.499(8) . ?
C24 C25 1.372(9) . ?
C24 C29 1.396(9) . ?
C25 C26 1.380(9) . ?
C25 H25A 0.9300 . ?
C26 C27 1.388(11) . ?
C27 C28 1.348(12) . ?
C27 H27A 0.9300 . ?
C28 C29 1.377(11) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?

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
O1 Sn1 O1 180.0 2_666 . ?
O1 Sn1 N1 90.69(15) 2_666 . ?
O1 Sn1 N1 89.31(15) . . ?
O1 Sn1 N1 89.31(15) 2_666 2_666 ?
O1 Sn1 N1 90.69(15) . 2_666 ?
N1 Sn1 N1 180.0 . 2_666 ?
O1 Sn1 N2 95.99(16) 2_666 2_666 ?
O1 Sn1 N2 84.00(16) . 2_666 ?
N1 Sn1 N2 89.78(16) . 2_666 ?
N1 Sn1 N2 90.22(16) 2_666 2_666 ?
O1 Sn1 N2 84.01(16) 2_666 . ?
O1 Sn1 N2 96.00(16) . . ?
N1 Sn1 N2 90.22(16) . . ?
N1 Sn1 N2 89.78(16) 2_666 . ?
N2 Sn1 N2 180.0 2_666 . ?
C1 N1 C4 108.2(4) . . ?
C1 N1 Sn1 125.6(3) . . ?
C4 N1 Sn1 124.8(3) . . ?
C6 N2 C9 108.4(4) . . ?
C6 N2 Sn1 125.8(3) . . ?
C9 N2 Sn1 125.8(3) . . ?
C23 O1 Sn1 128.2(3) . . ?
N1 C1 C10 125.8(4) . 2_666 ?
N1 C1 C2 108.1(5) . . ?
C10 C1 C2 126.1(5) 2_666 . ?
C3 C2 C1 107.7(5) . . ?
C3 C2 H2A 126.2 . . ?
C1 C2 H2A 126.2 . . ?
C2 C3 C4 109.1(5) . . ?
C2 C3 H3A 125.4 . . ?
C4 C3 H3A 125.4 . . ?
N1 C4 C5 126.6(4) . . ?
N1 C4 C3 106.9(5) . . ?
C5 C4 C3 126.3(5) . . ?
C4 C5 C6 126.6(5) . . ?
C4 C5 C11 116.7(4) . . ?
C6 C5 C11 116.6(5) . . ?
N2 C6 C5 125.5(5) . . ?
N2 C6 C7 107.8(4) . . ?
C5 C6 C7 126.6(5) . . ?
C8 C7 C6 108.5(5) . . ?
C8 C7 H7A 125.8 . . ?
C6 C7 H7A 125.8 . . ?
C7 C8 C9 108.0(5) . . ?
C7 C8 H8A 126.0 . . ?
C9 C8 H8A 126.0 . . ?
N2 C9 C10 125.4(5) . . ?
N2 C9 C8 107.2(4) . . ?
C10 C9 C8 127.3(5) . . ?
C9 C10 C1 127.0(5) . 2_666 ?
C9 C10 C17 116.4(5) . . ?
C1 C10 C17 116.7(4) 2_666 . ?
C16 C11 C12 118.3(5) . . ?
C16 C11 C5 121.1(5) . . ?
C12 C11 C5 120.5(5) . . ?
C11 C12 C13 120.9(6) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C14 C13 C12 118.8(5) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
C13 C14 C15 121.5(5) . . ?
C13 C14 I1 117.9(4) . . ?
C15 C14 I1 120.5(5) . . ?
C14 C15 C16 119.3(6) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C11 C16 C15 121.1(6) . . ?
C11 C16 H16A 119.4 . . ?
C15 C16 H16A 119.4 . . ?
C22 C17 C18 118.9(5) . . ?
C22 C17 C10 120.5(5) . . ?
C18 C17 C10 120.5(5) . . ?
C17 C18 C19 120.4(7) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C20 C19 C18 119.2(7) . . ?
C20 C19 H19A 120.4 . . ?
C18 C19 H19A 120.4 . . ?
C19 C20 C21 122.3(6) . . ?
C19 C20 I2 118.4(6) . . ?
C21 C20 I2 119.3(6) . . ?
C20 C21 C22 118.2(7) . . ?
C20 C21 H21A 120.9 . . ?
C22 C21 H21A 120.9 . . ?
C17 C22 C21 121.0(7) . . ?
C17 C22 H22A 119.5 . . ?
C21 C22 H22A 119.5 . . ?
O2 C23 O1 125.8(5) . . ?
O2 C23 C24 120.2(5) . . ?
O1 C23 C24 114.0(5) . . ?
C25 C24 C29 119.2(6) . . ?
C25 C24 C23 120.5(6) . . ?
C29 C24 C23 120.2(6) . . ?
C24 C25 C26 120.3(7) . . ?
C24 C25 H25A 119.9 . . ?
C26 C25 H25A 119.9 . . ?
C25 C26 C27 119.9(8) . . ?
C25 C26 I3 119.8(6) . . ?
C27 C26 I3 120.3(6) . . ?
C28 C27 C26 119.7(8) . . ?
C28 C27 H27A 120.2 . . ?
C26 C27 H27A 120.2 . . ?
C27 C28 C29 121.3(8) . . ?
C27 C28 H28A 119.4 . . ?
C29 C28 H28A 119.4 . . ?
C28 C29 C24 119.5(8) . . ?
C28 C29 H29A 120.3 . . ?
C24 C29 H29A 120.3 . . ?

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 C10 -175.7(5) . . . 2_666 ?
Sn1 N1 C1 C10 -8.5(7) . . . 2_666 ?
C4 N1 C1 C2 2.2(6) . . . . ?
Sn1 N1 C1 C2 169.4(4) . . . . ?
N1 C1 C2 C3 -1.2(6) . . . . ?
C10 C1 C2 C3 176.7(5) 2_666 . . . ?
C1 C2 C3 C4 -0.3(7) . . . . ?
C1 N1 C4 C5 173.0(5) . . . . ?
Sn1 N1 C4 C5 5.7(7) . . . . ?
C1 N1 C4 C3 -2.4(6) . . . . ?
Sn1 N1 C4 C3 -169.7(3) . . . . ?
C2 C3 C4 N1 1.7(6) . . . . ?
C2 C3 C4 C5 -173.7(5) . . . . ?
N1 C4 C5 C6 0.0(9) . . . . ?
C3 C4 C5 C6 174.5(5) . . . . ?
N1 C4 C5 C11 -176.5(5) . . . . ?
C3 C4 C5 C11 -2.1(8) . . . . ?
C9 N2 C6 C5 178.7(5) . . . . ?
Sn1 N2 C6 C5 -0.8(8) . . . . ?
C9 N2 C6 C7 -1.3(6) . . . . ?
Sn1 N2 C6 C7 179.1(4) . . . . ?
C4 C5 C6 N2 -2.7(9) . . . . ?
C11 C5 C6 N2 173.8(5) . . . . ?
C4 C5 C6 C7 177.4(6) . . . . ?
C11 C5 C6 C7 -6.1(8) . . . . ?
N2 C6 C7 C8 0.6(7) . . . . ?
C5 C6 C7 C8 -179.5(6) . . . . ?
C6 C7 C8 C9 0.4(7) . . . . ?
C6 N2 C9 C10 179.6(5) . . . . ?
Sn1 N2 C9 C10 -0.9(8) . . . . ?
C6 N2 C9 C8 1.6(6) . . . . ?
Sn1 N2 C9 C8 -178.9(4) . . . . ?
C7 C8 C9 N2 -1.2(7) . . . . ?
C7 C8 C9 C10 -179.2(6) . . . . ?
N2 C9 C10 C1 -2.2(9) . . . 2_666 ?
C8 C9 C10 C1 175.4(6) . . . 2_666 ?
N2 C9 C10 C17 176.9(5) . . . . ?
C8 C9 C10 C17 -5.5(9) . . . . ?
C4 C5 C11 C16 107.2(6) . . . . ?
C6 C5 C11 C16 -69.7(7) . . . . ?
C4 C5 C11 C12 -69.5(7) . . . . ?
C6 C5 C11 C12 113.6(6) . . . . ?
C16 C11 C12 C13 1.2(8) . . . . ?
C5 C11 C12 C13 178.0(5) . . . . ?
C11 C12 C13 C14 -2.5(8) . . . . ?
C12 C13 C14 C15 2.6(9) . . . . ?
C12 C13 C14 I1 -178.2(4) . . . . ?
C13 C14 C15 C16 -1.4(9) . . . . ?
I1 C14 C15 C16 179.4(5) . . . . ?
C12 C11 C16 C15 0.0(9) . . . . ?
C5 C11 C16 C15 -176.8(5) . . . . ?
C14 C15 C16 C11 0.1(9) . . . . ?
C9 C10 C17 C22 115.7(6) . . . . ?
C1 C10 C17 C22 -65.1(7) 2_666 . . . ?
C9 C10 C17 C18 -67.4(7) . . . . ?
C1 C10 C17 C18 111.8(6) 2_666 . . . ?
C22 C17 C18 C19 0.2(10) . . . . ?
C10 C17 C18 C19 -176.8(6) . . . . ?
C17 C18 C19 C20 -0.2(11) . . . . ?
C18 C19 C20 C21 -1.0(12) . . . . ?
C18 C19 C20 I2 177.0(6) . . . . ?
C19 C20 C21 C22 2.0(11) . . . . ?
I2 C20 C21 C22 -175.9(5) . . . . ?
C18 C17 C22 C21 0.9(9) . . . . ?
C10 C17 C22 C21 177.9(6) . . . . ?
C20 C21 C22 C17 -2.0(10) . . . . ?
Sn1 O1 C23 O2 -24.8(8) . . . . ?
Sn1 O1 C23 C24 155.8(4) . . . . ?
O2 C23 C24 C25 146.9(6) . . . . ?
O1 C23 C24 C25 -33.7(7) . . . . ?
O2 C23 C24 C29 -29.9(8) . . . . ?
O1 C23 C24 C29 149.5(5) . . . . ?
C29 C24 C25 C26 2.5(9) . . . . ?
C23 C24 C25 C26 -174.4(5) . . . . ?
C24 C25 C26 C27 -3.8(10) . . . . ?
C24 C25 C26 I3 176.3(4) . . . . ?
C25 C26 C27 C28 1.6(12) . . . . ?
I3 C26 C27 C28 -178.5(7) . . . . ?
C26 C27 C28 C29 2.0(13) . . . . ?
C27 C28 C29 C24 -3.3(12) . . . . ?
C25 C24 C29 C28 1.0(10) . . . . ?
C23 C24 C29 C28 178.0(6) . . . . ?

_refine_diff_density_max         1.400
_refine_diff_density_min         -2.008
_refine_diff_density_rms         0.113

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1876497'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT973_shelx               
;
PROBLEM: Check Calcd Positive Resid. Density on       Sn1       2.20 eA-3
RESPONSE: The alert was mainly due to there is q peak that not assigned to any element. However, when observed closely the electron density appears near to the metal centres. Thus,such residual density is likely not from unaccounted atom types.
;
# Added during the CSD deposition process: Wednesday 31 October 2018 05:47 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3,5-Dichloromobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H30 Cl4 I4 N4 O4 Sn'
_chemical_formula_weight         1614.95

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8373(5)
_cell_length_b                   10.7391(6)
_cell_length_c                   14.9694(9)
_cell_angle_alpha                98.367(5)
_cell_angle_beta                 101.545(5)
_cell_angle_gamma                96.724(4)
_cell_volume                     1361.35(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5756
_cell_measurement_theta_min      3.6760
_cell_measurement_theta_max      27.0050

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.985
_shelx_estimated_absorpt_T_min   0.534
_shelx_estimated_absorpt_T_max   0.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88070
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14068
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.221
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4775
_reflns_number_gt                3290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1025P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4775
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1655
_refine_ls_wR_factor_gt          0.1507
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.000000 0.500000 0.500000 0.0381(2) Uani 1 2 d S . P . .
Cl1 Cl 0.2032(4) 0.4228(3) 0.0957(2) 0.1084(10) Uani 1 1 d . . . . .
Cl2 Cl 0.0872(5) 0.9026(4) 0.0892(3) 0.1531(16) Uani 1 1 d . . . . .
I1 I 0.77562(6) -0.05104(5) 0.37755(4) 0.0586(2) Uani 1 1 d . . . . .
I2 I 0.62235(10) 0.82089(8) 1.12840(5) 0.1072(3) Uani 1 1 d . . . . .
N1 N -0.0006(6) 0.3505(5) 0.3931(4) 0.0399(13) Uani 1 1 d . . . . .
N2 N 0.2134(6) 0.4629(5) 0.5713(4) 0.0408(13) Uani 1 1 d . . . . .
O1 O 0.1210(5) 0.6034(4) 0.4220(3) 0.0494(12) Uani 1 1 d . . . . .
O2 O 0.0220(7) 0.7839(6) 0.4128(4) 0.0741(16) Uani 1 1 d . . . . .
C1 C -0.1009(8) 0.3259(6) 0.3089(5) 0.0447(17) Uani 1 1 d . . . . .
C2 C -0.0449(8) 0.2386(7) 0.2459(5) 0.0497(18) Uani 1 1 d . . . . .
H2A H -0.093557 0.204133 0.184783 0.060 Uiso 1 1 calc R U . . .
C3 C 0.0936(9) 0.2168(7) 0.2938(5) 0.0545(19) Uani 1 1 d . . . . .
H3A H 0.158716 0.164732 0.270370 0.065 Uiso 1 1 calc R U . . .
C4 C 0.1239(8) 0.2866(6) 0.3862(5) 0.0425(16) Uani 1 1 d . . . . .
C5 C 0.2593(7) 0.2932(6) 0.4540(5) 0.0382(15) Uani 1 1 d . . . . .
C6 C 0.2965(8) 0.3724(6) 0.5407(5) 0.0407(16) Uani 1 1 d . . . . .
C7 C 0.4302(8) 0.3758(6) 0.6146(5) 0.0473(17) Uani 1 1 d . . . . .
H7A H 0.507632 0.324453 0.613036 0.057 Uiso 1 1 calc R U . . .
C8 C 0.4247(8) 0.4662(6) 0.6871(5) 0.0464(17) Uani 1 1 d . . . . .
H8A H 0.497340 0.488832 0.743232 0.056 Uiso 1 1 calc R U . . .
C9 C 0.2855(7) 0.5198(6) 0.6601(5) 0.0407(16) Uani 1 1 d . . . . .
C10 C 0.2372(7) 0.6182(6) 0.7176(5) 0.0409(16) Uani 1 1 d . . . . .
C11 C 0.3765(7) 0.2100(6) 0.4321(4) 0.0423(17) Uani 1 1 d . . . . .
C12 C 0.5312(8) 0.2630(6) 0.4418(5) 0.0477(18) Uani 1 1 d . . . . .
H12A H 0.561082 0.350412 0.460462 0.057 Uiso 1 1 calc R U . . .
C13 C 0.6419(8) 0.1862(7) 0.4239(5) 0.0508(18) Uani 1 1 d . . . . .
H13A H 0.745709 0.221967 0.431610 0.061 Uiso 1 1 calc R U . . .
C14 C 0.5985(8) 0.0609(7) 0.3955(5) 0.0458(17) Uani 1 1 d . . . . .
C15 C 0.4455(8) 0.0026(7) 0.3838(5) 0.0491(18) Uani 1 1 d . . . . .
H15A H 0.417829 -0.084765 0.363665 0.059 Uiso 1 1 calc R U . . .
C16 C 0.3348(8) 0.0781(7) 0.4029(5) 0.0487(18) Uani 1 1 d . . . . .
H16A H 0.231884 0.040795 0.396269 0.058 Uiso 1 1 calc R U . . .
C17 C 0.3330(8) 0.6634(7) 0.8115(5) 0.0502(19) Uani 1 1 d . . . . .
C18 C 0.3339(9) 0.5903(8) 0.8790(6) 0.060(2) Uani 1 1 d . . . . .
H18A H 0.276908 0.508734 0.864210 0.072 Uiso 1 1 calc R U . . .
C19 C 0.4163(10) 0.6341(9) 0.9677(6) 0.070(2) Uani 1 1 d . . . . .
H19A H 0.411041 0.584226 1.013203 0.083 Uiso 1 1 calc R U . . .
C20 C 0.5083(10) 0.7536(9) 0.9899(5) 0.062(2) Uani 1 1 d . . . . .
C21 C 0.5110(11) 0.8252(9) 0.9243(7) 0.081(3) Uani 1 1 d . . . . .
H21A H 0.571519 0.905299 0.938531 0.097 Uiso 1 1 calc R U . . .
C22 C 0.4241(10) 0.7807(8) 0.8354(6) 0.068(2) Uani 1 1 d . . . . .
H22A H 0.427448 0.831760 0.790473 0.082 Uiso 1 1 calc R U . . .
C23 C 0.0786(8) 0.6962(7) 0.3798(5) 0.0487(18) Uani 1 1 d . . . . .
C24 C 0.1079(9) 0.6847(8) 0.2836(6) 0.0555(19) Uani 1 1 d . . . . .
C25 C 0.1430(8) 0.5757(8) 0.2397(6) 0.061(2) Uani 1 1 d . . . . .
H25A H 0.156703 0.507974 0.271253 0.073 Uiso 1 1 calc R U . . .
C26 C 0.1585(11) 0.5637(9) 0.1496(7) 0.077(3) Uani 1 1 d . . . . .
C27 C 0.1391(12) 0.6677(11) 0.1027(7) 0.090(3) Uani 1 1 d . . . . .
H27A H 0.150859 0.662351 0.041988 0.108 Uiso 1 1 calc R U . . .
C28 C 0.1030(11) 0.7760(10) 0.1477(7) 0.082(3) Uani 1 1 d . . . . .
C29 C 0.0842(10) 0.7844(9) 0.2360(7) 0.078(3) Uani 1 1 d . . . . .
H29A H 0.055130 0.857767 0.264730 0.093 Uiso 1 1 calc R U . . .


_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.
;

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 O1 2.083(4) 2_566 ?
Sn1 O1 2.083(4) . ?
Sn1 N2 2.085(5) . ?
Sn1 N2 2.085(5) 2_566 ?
Sn1 N1 2.094(5) . ?
Sn1 N1 2.094(5) 2_566 ?
Cl1 C26 1.735(9) . ?
Cl2 C28 1.725(9) . ?
I1 C14 2.117(6) . ?
I2 C20 2.096(7) . ?
N1 C1 1.359(9) . ?
N1 C4 1.377(8) . ?
N2 C6 1.366(8) . ?
N2 C9 1.371(8) . ?
O1 C23 1.307(8) . ?
O2 C23 1.205(8) . ?
C1 C10 1.420(9) 2_566 ?
C1 C2 1.432(9) . ?
C2 C3 1.354(10) . ?
C2 H2A 0.9300 . ?
C3 C4 1.432(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.393(9) . ?
C5 C6 1.400(9) . ?
C5 C11 1.499(8) . ?
C6 C7 1.441(10) . ?
C7 C8 1.359(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.429(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.424(9) . ?
C10 C17 1.469(10) . ?
C11 C12 1.389(9) . ?
C11 C16 1.402(9) . ?
C12 C13 1.393(9) . ?
C12 H12A 0.9300 . ?
C13 C14 1.336(10) . ?
C13 H13A 0.9300 . ?
C14 C15 1.388(10) . ?
C15 C16 1.388(9) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.366(10) . ?
C17 C22 1.370(11) . ?
C18 C19 1.366(11) . ?
C18 H18A 0.9300 . ?
C19 C20 1.394(12) . ?
C19 H19A 0.9300 . ?
C20 C21 1.334(12) . ?
C21 C22 1.383(11) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.504(10) . ?
C24 C25 1.356(11) . ?
C24 C29 1.384(11) . ?
C25 C26 1.372(11) . ?
C25 H25A 0.9300 . ?
C26 C27 1.412(14) . ?
C27 C28 1.361(13) . ?
C27 H27A 0.9300 . ?
C28 C29 1.356(13) . ?
C29 H29A 0.9300 . ?

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
O1 Sn1 O1 180.00(18) 2_566 . ?
O1 Sn1 N2 91.4(2) 2_566 . ?
O1 Sn1 N2 88.6(2) . . ?
O1 Sn1 N2 88.6(2) 2_566 2_566 ?
O1 Sn1 N2 91.4(2) . 2_566 ?
N2 Sn1 N2 180.0 . 2_566 ?
O1 Sn1 N1 98.02(19) 2_566 . ?
O1 Sn1 N1 81.98(19) . . ?
N2 Sn1 N1 89.5(2) . . ?
N2 Sn1 N1 90.5(2) 2_566 . ?
O1 Sn1 N1 81.98(19) 2_566 2_566 ?
O1 Sn1 N1 98.02(19) . 2_566 ?
N2 Sn1 N1 90.5(2) . 2_566 ?
N2 Sn1 N1 89.5(2) 2_566 2_566 ?
N1 Sn1 N1 180.0 . 2_566 ?
C1 N1 C4 107.8(5) . . ?
C1 N1 Sn1 125.2(4) . . ?
C4 N1 Sn1 124.6(4) . . ?
C6 N2 C9 109.4(5) . . ?
C6 N2 Sn1 126.0(4) . . ?
C9 N2 Sn1 124.4(4) . . ?
C23 O1 Sn1 128.2(4) . . ?
N1 C1 C10 126.8(6) . 2_566 ?
N1 C1 C2 110.0(6) . . ?
C10 C1 C2 123.2(7) 2_566 . ?
C3 C2 C1 105.7(6) . . ?
C3 C2 H2A 127.2 . . ?
C1 C2 H2A 127.2 . . ?
C2 C3 C4 109.1(6) . . ?
C2 C3 H3A 125.4 . . ?
C4 C3 H3A 125.4 . . ?
N1 C4 C5 127.0(6) . . ?
N1 C4 C3 107.3(6) . . ?
C5 C4 C3 125.6(6) . . ?
C4 C5 C6 125.5(6) . . ?
C4 C5 C11 117.5(6) . . ?
C6 C5 C11 117.0(6) . . ?
N2 C6 C5 126.4(6) . . ?
N2 C6 C7 106.6(6) . . ?
C5 C6 C7 127.0(6) . . ?
C8 C7 C6 109.0(6) . . ?
C8 C7 H7A 125.5 . . ?
C6 C7 H7A 125.5 . . ?
C7 C8 C9 106.5(6) . . ?
C7 C8 H8A 126.8 . . ?
C9 C8 H8A 126.8 . . ?
N2 C9 C10 127.7(6) . . ?
N2 C9 C8 108.5(6) . . ?
C10 C9 C8 123.8(6) . . ?
C1 C10 C9 124.5(6) 2_566 . ?
C1 C10 C17 117.6(6) 2_566 . ?
C9 C10 C17 117.9(6) . . ?
C12 C11 C16 118.4(6) . . ?
C12 C11 C5 119.9(6) . . ?
C16 C11 C5 121.7(6) . . ?
C11 C12 C13 120.4(6) . . ?
C11 C12 H12A 119.8 . . ?
C13 C12 H12A 119.8 . . ?
C14 C13 C12 119.8(7) . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C13 C14 C15 122.4(6) . . ?
C13 C14 I1 117.6(5) . . ?
C15 C14 I1 119.9(5) . . ?
C16 C15 C14 118.2(6) . . ?
C16 C15 H15A 120.9 . . ?
C14 C15 H15A 120.9 . . ?
C15 C16 C11 120.7(6) . . ?
C15 C16 H16A 119.6 . . ?
C11 C16 H16A 119.6 . . ?
C18 C17 C22 117.2(7) . . ?
C18 C17 C10 121.2(7) . . ?
C22 C17 C10 121.6(7) . . ?
C19 C18 C17 121.6(8) . . ?
C19 C18 H18A 119.2 . . ?
C17 C18 H18A 119.2 . . ?
C18 C19 C20 119.8(8) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C21 C20 C19 119.3(8) . . ?
C21 C20 I2 122.1(7) . . ?
C19 C20 I2 118.4(6) . . ?
C20 C21 C22 120.2(9) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C17 C22 C21 121.8(8) . . ?
C17 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
O2 C23 O1 125.0(7) . . ?
O2 C23 C24 121.8(7) . . ?
O1 C23 C24 113.2(6) . . ?
C25 C24 C29 119.3(8) . . ?
C25 C24 C23 121.9(7) . . ?
C29 C24 C23 118.5(7) . . ?
C24 C25 C26 121.2(8) . . ?
C24 C25 H25A 119.4 . . ?
C26 C25 H25A 119.4 . . ?
C25 C26 C27 118.9(9) . . ?
C25 C26 Cl1 119.9(8) . . ?
C27 C26 Cl1 121.2(8) . . ?
C28 C27 C26 119.1(9) . . ?
C28 C27 H27A 120.5 . . ?
C26 C27 H27A 120.5 . . ?
C29 C28 C27 120.9(9) . . ?
C29 C28 Cl2 121.6(8) . . ?
C27 C28 Cl2 117.5(8) . . ?
C28 C29 C24 120.5(8) . . ?
C28 C29 H29A 119.7 . . ?
C24 C29 H29A 119.7 . . ?

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 C10 -173.7(7) . . . 2_566 ?
Sn1 N1 C1 C10 -10.9(9) . . . 2_566 ?
C4 N1 C1 C2 2.9(7) . . . . ?
Sn1 N1 C1 C2 165.6(5) . . . . ?
N1 C1 C2 C3 -2.6(8) . . . . ?
C10 C1 C2 C3 174.1(7) 2_566 . . . ?
C1 C2 C3 C4 1.2(8) . . . . ?
C1 N1 C4 C5 174.5(7) . . . . ?
Sn1 N1 C4 C5 11.6(10) . . . . ?
C1 N1 C4 C3 -2.0(7) . . . . ?
Sn1 N1 C4 C3 -164.9(5) . . . . ?
C2 C3 C4 N1 0.4(8) . . . . ?
C2 C3 C4 C5 -176.2(7) . . . . ?
N1 C4 C5 C6 -3.5(11) . . . . ?
C3 C4 C5 C6 172.4(7) . . . . ?
N1 C4 C5 C11 177.3(6) . . . . ?
C3 C4 C5 C11 -6.8(10) . . . . ?
C9 N2 C6 C5 179.3(6) . . . . ?
Sn1 N2 C6 C5 4.2(9) . . . . ?
C9 N2 C6 C7 -1.3(7) . . . . ?
Sn1 N2 C6 C7 -176.5(4) . . . . ?
C4 C5 C6 N2 -5.2(11) . . . . ?
C11 C5 C6 N2 174.0(6) . . . . ?
C4 C5 C6 C7 175.6(7) . . . . ?
C11 C5 C6 C7 -5.2(10) . . . . ?
N2 C6 C7 C8 0.2(8) . . . . ?
C5 C6 C7 C8 179.6(6) . . . . ?
C6 C7 C8 C9 0.9(8) . . . . ?
C6 N2 C9 C10 -179.7(6) . . . . ?
Sn1 N2 C9 C10 -4.5(9) . . . . ?
C6 N2 C9 C8 1.9(7) . . . . ?
Sn1 N2 C9 C8 177.1(4) . . . . ?
C7 C8 C9 N2 -1.7(8) . . . . ?
C7 C8 C9 C10 179.8(6) . . . . ?
N2 C9 C10 C1 0.6(11) . . . 2_566 ?
C8 C9 C10 C1 178.7(7) . . . 2_566 ?
N2 C9 C10 C17 179.2(6) . . . . ?
C8 C9 C10 C17 -2.6(10) . . . . ?
C4 C5 C11 C12 126.8(7) . . . . ?
C6 C5 C11 C12 -52.5(9) . . . . ?
C4 C5 C11 C16 -54.1(9) . . . . ?
C6 C5 C11 C16 126.6(7) . . . . ?
C16 C11 C12 C13 -0.7(10) . . . . ?
C5 C11 C12 C13 178.5(6) . . . . ?
C11 C12 C13 C14 1.2(11) . . . . ?
C12 C13 C14 C15 -0.7(11) . . . . ?
C12 C13 C14 I1 -176.3(5) . . . . ?
C13 C14 C15 C16 -0.3(11) . . . . ?
I1 C14 C15 C16 175.2(5) . . . . ?
C14 C15 C16 C11 0.8(11) . . . . ?
C12 C11 C16 C15 -0.3(10) . . . . ?
C5 C11 C16 C15 -179.4(6) . . . . ?
C1 C10 C17 C18 106.4(8) 2_566 . . . ?
C9 C10 C17 C18 -72.3(9) . . . . ?
C1 C10 C17 C22 -73.0(9) 2_566 . . . ?
C9 C10 C17 C22 108.2(8) . . . . ?
C22 C17 C18 C19 2.8(11) . . . . ?
C10 C17 C18 C19 -176.6(6) . . . . ?
C17 C18 C19 C20 -3.2(12) . . . . ?
C18 C19 C20 C21 1.9(13) . . . . ?
C18 C19 C20 I2 176.6(6) . . . . ?
C19 C20 C21 C22 -0.4(14) . . . . ?
I2 C20 C21 C22 -174.9(6) . . . . ?
C18 C17 C22 C21 -1.3(12) . . . . ?
C10 C17 C22 C21 178.1(7) . . . . ?
C20 C21 C22 C17 0.1(14) . . . . ?
Sn1 O1 C23 O2 44.5(11) . . . . ?
Sn1 O1 C23 C24 -135.7(5) . . . . ?
O2 C23 C24 C25 -167.1(7) . . . . ?
O1 C23 C24 C25 13.1(10) . . . . ?
O2 C23 C24 C29 6.9(12) . . . . ?
O1 C23 C24 C29 -172.9(7) . . . . ?
C29 C24 C25 C26 1.4(12) . . . . ?
C23 C24 C25 C26 175.3(8) . . . . ?
C24 C25 C26 C27 0.7(13) . . . . ?
C24 C25 C26 Cl1 -179.9(6) . . . . ?
C25 C26 C27 C28 -1.1(14) . . . . ?
Cl1 C26 C27 C28 179.5(8) . . . . ?
C26 C27 C28 C29 -0.6(16) . . . . ?
C26 C27 C28 Cl2 177.8(8) . . . . ?
C27 C28 C29 C24 2.8(16) . . . . ?
Cl2 C28 C29 C24 -175.6(7) . . . . ?
C25 C24 C29 C28 -3.1(13) . . . . ?
C23 C24 C29 C28 -177.3(8) . . . . ?

_refine_diff_density_max         1.711
_refine_diff_density_min         -1.491
_refine_diff_density_rms         0.175

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1876498'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3,5-Dibromobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H30 Br4 I4 N4 O4 Sn'
_chemical_formula_weight         1792.79

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'
Br Br -0.2901 2.4595 '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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8374(7)
_cell_length_b                   10.7088(6)
_cell_length_c                   15.0404(11)
_cell_angle_alpha                98.727(5)
_cell_angle_beta                 101.652(6)
_cell_angle_gamma                96.887(6)
_cell_volume                     1361.15(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4443
_cell_measurement_theta_min      3.6770
_cell_measurement_theta_max      26.2650

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.187
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    5.725
_shelx_estimated_absorpt_T_min   0.170
_shelx_estimated_absorpt_T_max   0.394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53767
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15488
_diffrn_reflns_av_unetI/netI     0.1039
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.118
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4767
_reflns_number_gt                2731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0805P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4767
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.1709
_refine_ls_wR_factor_gt          0.1521
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.500000 0.500000 0.500000 0.0399(3) Uani 1 2 d S . P . .
Br1 Br 0.5917(2) 0.91267(16) 0.08694(12) 0.1241(7) Uani 1 1 d . . . . .
Br2 Br 0.70276(19) 0.40586(13) 0.09364(10) 0.0919(5) Uani 1 1 d . . . . .
I1 I 1.27387(9) -0.05151(7) 0.37711(6) 0.0650(3) Uani 1 1 d . . . . .
I2 I -0.11847(12) 0.18010(10) -0.12880(6) 0.1007(4) Uani 1 1 d . . . . .
N1 N 0.7140(8) 0.4652(7) 0.5734(6) 0.042(2) Uani 1 1 d . . . . .
N2 N 0.5001(9) 0.3498(6) 0.3932(5) 0.0372(19) Uani 1 1 d . . . . .
O1 O 0.6235(7) 0.6065(6) 0.4224(4) 0.0469(17) Uani 1 1 d . . . . .
O2 O 0.5223(10) 0.7835(7) 0.4145(5) 0.072(2) Uani 1 1 d . . . . .
C1 C 0.7867(11) 0.5236(8) 0.6597(7) 0.041(2) Uani 1 1 d . . . . .
C2 C 0.9229(11) 0.4668(9) 0.6850(7) 0.049(3) Uani 1 1 d . . . . .
H2A H 0.994404 0.488161 0.741532 0.058 Uiso 1 1 calc R U . . .
C3 C 0.9312(11) 0.3784(9) 0.6146(7) 0.045(3) Uani 1 1 d . . . . .
H3A H 1.009905 0.328175 0.613318 0.054 Uiso 1 1 calc R U . . .
C4 C 0.8001(12) 0.3739(8) 0.5423(7) 0.044(3) Uani 1 1 d . . . . .
C5 C 0.7597(11) 0.2939(9) 0.4563(7) 0.041(2) Uani 1 1 d . . . . .
C6 C 0.6228(12) 0.2840(8) 0.3858(7) 0.042(2) Uani 1 1 d . . . . .
C7 C 0.5925(12) 0.2135(9) 0.2929(7) 0.052(3) Uani 1 1 d . . . . .
H7A H 0.657098 0.161192 0.269201 0.063 Uiso 1 1 calc R U . . .
C8 C 0.4554(12) 0.2361(9) 0.2463(7) 0.051(3) Uani 1 1 d . . . . .
H8A H 0.407366 0.201522 0.185130 0.061 Uiso 1 1 calc R U . . .
C9 C 0.3958(11) 0.3237(8) 0.3082(7) 0.041(2) Uani 1 1 d . . . . .
C10 C 0.2637(11) 0.3803(8) 0.2837(7) 0.041(2) Uani 1 1 d . . . . .
C11 C 0.8765(12) 0.2084(9) 0.4333(6) 0.044(3) Uani 1 1 d . . . . .
C12 C 1.0276(13) 0.2614(9) 0.4399(7) 0.053(3) Uani 1 1 d . . . . .
H12A H 1.056350 0.349529 0.457285 0.063 Uiso 1 1 calc R U . . .
C13 C 1.1387(12) 0.1871(10) 0.4214(8) 0.055(3) Uani 1 1 d . . . . .
H13A H 1.242012 0.224285 0.428377 0.066 Uiso 1 1 calc R U . . .
C14 C 1.0949(13) 0.0589(10) 0.3930(7) 0.051(3) Uani 1 1 d . . . . .
C15 C 0.9452(13) 0.0038(9) 0.3826(7) 0.051(3) Uani 1 1 d . . . . .
H15A H 0.915982 -0.083515 0.360452 0.062 Uiso 1 1 calc R U . . .
C16 C 0.8354(12) 0.0775(9) 0.4048(7) 0.053(3) Uani 1 1 d . . . . .
H16A H 0.733547 0.038966 0.400638 0.064 Uiso 1 1 calc R U . . .
C17 C 0.1679(12) 0.3328(9) 0.1896(7) 0.047(3) Uani 1 1 d . . . . .
C18 C 0.1686(13) 0.4099(10) 0.1223(8) 0.058(3) Uani 1 1 d . . . . .
H18A H 0.225864 0.491895 0.138372 0.069 Uiso 1 1 calc R U . . .
C19 C 0.0888(14) 0.3679(11) 0.0361(8) 0.063(3) Uani 1 1 d . . . . .
H19A H 0.093907 0.419086 -0.008306 0.076 Uiso 1 1 calc R U . . .
C20 C -0.0025(15) 0.2475(12) 0.0118(7) 0.068(3) Uani 1 1 d . . . . .
C21 C -0.0058(14) 0.1701(11) 0.0740(9) 0.067(3) Uani 1 1 d . . . . .
H21A H -0.063866 0.088424 0.056856 0.081 Uiso 1 1 calc R U . . .
C22 C 0.0774(14) 0.2129(10) 0.1629(8) 0.065(3) Uani 1 1 d . . . . .
H22A H 0.073023 0.160149 0.206375 0.078 Uiso 1 1 calc R U . . .
C23 C 0.5797(12) 0.6967(10) 0.3819(7) 0.049(3) Uani 1 1 d . . . . .
C24 C 0.6050(12) 0.6825(10) 0.2844(8) 0.054(3) Uani 1 1 d . . . . .
C25 C 0.5878(13) 0.7876(11) 0.2380(8) 0.065(3) Uani 1 1 d . . . . .
H25A H 0.563671 0.863265 0.267017 0.078 Uiso 1 1 calc R U . . .
C26 C 0.6073(15) 0.7748(12) 0.1516(9) 0.073(4) Uani 1 1 d . . . . .
C27 C 0.6410(13) 0.6631(12) 0.1051(9) 0.071(3) Uani 1 1 d . . . . .
H27A H 0.651450 0.655080 0.044259 0.085 Uiso 1 1 calc R U . . .
C28 C 0.6584(13) 0.5624(11) 0.1549(9) 0.070(3) Uani 1 1 d . . . . .
C29 C 0.6438(12) 0.5751(11) 0.2430(8) 0.059(3) Uani 1 1 d . . . . .
H29A H 0.660936 0.508758 0.275377 0.070 Uiso 1 1 calc R U . . .


_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.
;

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 2.094(7) . ?
Sn1 N2 2.094(7) 2_666 ?
Sn1 N1 2.095(7) . ?
Sn1 N1 2.095(7) 2_666 ?
Sn1 O1 2.115(6) . ?
Sn1 O1 2.115(6) 2_666 ?
Br1 C26 1.891(11) . ?
Br2 C28 1.910(12) . ?
I1 C14 2.114(10) . ?
I2 C20 2.127(11) . ?
N1 C1 1.344(11) . ?
N1 C4 1.391(11) . ?
N2 C6 1.375(11) . ?
N2 C9 1.383(11) . ?
O1 C23 1.276(11) . ?
O2 C23 1.199(11) . ?
C1 C10 1.407(13) 2_666 ?
C1 C2 1.422(12) . ?
C2 C3 1.329(12) . ?
C2 H2A 0.9300 . ?
C3 C4 1.411(13) . ?
C3 H3A 0.9300 . ?
C4 C5 1.393(13) . ?
C5 C6 1.420(13) . ?
C5 C11 1.516(12) . ?
C6 C7 1.441(13) . ?
C7 C8 1.340(13) . ?
C7 H7A 0.9300 . ?
C8 C9 1.441(13) . ?
C8 H8A 0.9300 . ?
C9 C10 1.389(12) . ?
C10 C17 1.474(13) . ?
C11 C12 1.365(13) . ?
C11 C16 1.383(12) . ?
C12 C13 1.380(13) . ?
C12 H12A 0.9300 . ?
C13 C14 1.358(13) . ?
C13 H13A 0.9300 . ?
C14 C15 1.351(13) . ?
C15 C16 1.382(13) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.385(13) . ?
C17 C18 1.400(13) . ?
C18 C19 1.327(14) . ?
C18 H18A 0.9300 . ?
C19 C20 1.391(15) . ?
C19 H19A 0.9300 . ?
C20 C21 1.343(14) . ?
C21 C22 1.370(15) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.514(15) . ?
C24 C29 1.339(14) . ?
C24 C25 1.419(14) . ?
C25 C26 1.333(15) . ?
C25 H25A 0.9300 . ?
C26 C27 1.388(16) . ?
C27 C28 1.409(15) . ?
C27 H27A 0.9300 . ?
C28 C29 1.345(15) . ?
C29 H29A 0.9300 . ?

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 N2 180.0 . 2_666 ?
N2 Sn1 N1 90.2(3) . . ?
N2 Sn1 N1 89.8(3) 2_666 . ?
N2 Sn1 N1 89.8(3) . 2_666 ?
N2 Sn1 N1 90.2(3) 2_666 2_666 ?
N1 Sn1 N1 180.0 . 2_666 ?
N2 Sn1 O1 82.2(3) . . ?
N2 Sn1 O1 97.8(3) 2_666 . ?
N1 Sn1 O1 88.9(3) . . ?
N1 Sn1 O1 91.1(3) 2_666 . ?
N2 Sn1 O1 97.8(3) . 2_666 ?
N2 Sn1 O1 82.2(3) 2_666 2_666 ?
N1 Sn1 O1 91.1(3) . 2_666 ?
N1 Sn1 O1 88.9(3) 2_666 2_666 ?
O1 Sn1 O1 180.0(3) . 2_666 ?
C1 N1 C4 109.1(8) . . ?
C1 N1 Sn1 125.4(6) . . ?
C4 N1 Sn1 125.4(7) . . ?
C6 N2 C9 107.9(7) . . ?
C6 N2 Sn1 125.5(6) . . ?
C9 N2 Sn1 124.6(6) . . ?
C23 O1 Sn1 127.3(6) . . ?
N1 C1 C10 127.0(8) . 2_666 ?
N1 C1 C2 107.1(8) . . ?
C10 C1 C2 125.9(9) 2_666 . ?
C3 C2 C1 108.9(9) . . ?
C3 C2 H2A 125.5 . . ?
C1 C2 H2A 125.5 . . ?
C2 C3 C4 108.1(9) . . ?
C2 C3 H3A 125.9 . . ?
C4 C3 H3A 125.9 . . ?
N1 C4 C5 125.3(9) . . ?
N1 C4 C3 106.7(9) . . ?
C5 C4 C3 128.0(9) . . ?
C4 C5 C6 127.8(9) . . ?
C4 C5 C11 116.8(9) . . ?
C6 C5 C11 115.4(9) . . ?
N2 C6 C5 125.0(8) . . ?
N2 C6 C7 107.9(8) . . ?
C5 C6 C7 126.9(9) . . ?
C8 C7 C6 108.4(9) . . ?
C8 C7 H7A 125.8 . . ?
C6 C7 H7A 125.8 . . ?
C7 C8 C9 107.6(9) . . ?
C7 C8 H8A 126.2 . . ?
C9 C8 H8A 126.2 . . ?
N2 C9 C10 126.3(9) . . ?
N2 C9 C8 108.2(8) . . ?
C10 C9 C8 125.3(9) . . ?
C9 C10 C1 126.2(9) . 2_666 ?
C9 C10 C17 116.0(8) . . ?
C1 C10 C17 117.8(8) 2_666 . ?
C12 C11 C16 118.2(9) . . ?
C12 C11 C5 119.4(9) . . ?
C16 C11 C5 122.3(9) . . ?
C11 C12 C13 121.5(10) . . ?
C11 C12 H12A 119.3 . . ?
C13 C12 H12A 119.3 . . ?
C14 C13 C12 119.0(10) . . ?
C14 C13 H13A 120.5 . . ?
C12 C13 H13A 120.5 . . ?
C15 C14 C13 121.0(9) . . ?
C15 C14 I1 121.6(7) . . ?
C13 C14 I1 117.2(8) . . ?
C14 C15 C16 119.9(9) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C15 C16 C11 120.3(9) . . ?
C15 C16 H16A 119.9 . . ?
C11 C16 H16A 119.9 . . ?
C22 C17 C18 117.2(10) . . ?
C22 C17 C10 123.1(9) . . ?
C18 C17 C10 119.6(9) . . ?
C19 C18 C17 121.1(10) . . ?
C19 C18 H18A 119.5 . . ?
C17 C18 H18A 119.5 . . ?
C18 C19 C20 120.2(10) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C21 C20 C19 120.7(11) . . ?
C21 C20 I2 120.2(9) . . ?
C19 C20 I2 118.8(9) . . ?
C20 C21 C22 119.2(11) . . ?
C20 C21 H21A 120.4 . . ?
C22 C21 H21A 120.4 . . ?
C21 C22 C17 121.6(10) . . ?
C21 C22 H22A 119.2 . . ?
C17 C22 H22A 119.2 . . ?
O2 C23 O1 125.4(10) . . ?
O2 C23 C24 122.0(10) . . ?
O1 C23 C24 112.5(9) . . ?
C29 C24 C25 120.5(11) . . ?
C29 C24 C23 121.6(10) . . ?
C25 C24 C23 117.9(10) . . ?
C26 C25 C24 118.2(11) . . ?
C26 C25 H25A 120.9 . . ?
C24 C25 H25A 120.9 . . ?
C25 C26 C27 122.9(11) . . ?
C25 C26 Br1 120.4(10) . . ?
C27 C26 Br1 116.7(10) . . ?
C26 C27 C28 116.4(11) . . ?
C26 C27 H27A 121.8 . . ?
C28 C27 H27A 121.8 . . ?
C29 C28 C27 121.4(11) . . ?
C29 C28 Br2 120.5(10) . . ?
C27 C28 Br2 118.1(10) . . ?
C24 C29 C28 120.4(11) . . ?
C24 C29 H29A 119.8 . . ?
C28 C29 H29A 119.8 . . ?

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 C10 -178.6(9) . . . 2_666 ?
Sn1 N1 C1 C10 -1.2(14) . . . 2_666 ?
C4 N1 C1 C2 -0.7(10) . . . . ?
Sn1 N1 C1 C2 176.7(6) . . . . ?
N1 C1 C2 C3 0.9(11) . . . . ?
C10 C1 C2 C3 178.9(9) 2_666 . . . ?
C1 C2 C3 C4 -0.8(11) . . . . ?
C1 N1 C4 C5 179.4(9) . . . . ?
Sn1 N1 C4 C5 2.1(13) . . . . ?
C1 N1 C4 C3 0.2(10) . . . . ?
Sn1 N1 C4 C3 -177.2(6) . . . . ?
C2 C3 C4 N1 0.4(11) . . . . ?
C2 C3 C4 C5 -178.8(9) . . . . ?
N1 C4 C5 C6 -3.4(15) . . . . ?
C3 C4 C5 C6 175.7(9) . . . . ?
N1 C4 C5 C11 175.3(8) . . . . ?
C3 C4 C5 C11 -5.6(14) . . . . ?
C9 N2 C6 C5 174.8(8) . . . . ?
Sn1 N2 C6 C5 10.3(12) . . . . ?
C9 N2 C6 C7 -0.6(10) . . . . ?
Sn1 N2 C6 C7 -165.0(6) . . . . ?
C4 C5 C6 N2 -3.4(15) . . . . ?
C11 C5 C6 N2 177.9(8) . . . . ?
C4 C5 C6 C7 171.1(9) . . . . ?
C11 C5 C6 C7 -7.6(13) . . . . ?
N2 C6 C7 C8 -0.3(11) . . . . ?
C5 C6 C7 C8 -175.5(9) . . . . ?
C6 C7 C8 C9 1.0(11) . . . . ?
C6 N2 C9 C10 -173.5(9) . . . . ?
Sn1 N2 C9 C10 -8.9(13) . . . . ?
C6 N2 C9 C8 1.1(10) . . . . ?
Sn1 N2 C9 C8 165.8(6) . . . . ?
C7 C8 C9 N2 -1.3(11) . . . . ?
C7 C8 C9 C10 173.4(9) . . . . ?
N2 C9 C10 C1 1.3(16) . . . 2_666 ?
C8 C9 C10 C1 -172.5(9) . . . 2_666 ?
N2 C9 C10 C17 -177.9(8) . . . . ?
C8 C9 C10 C17 8.3(14) . . . . ?
C4 C5 C11 C12 -54.0(12) . . . . ?
C6 C5 C11 C12 124.9(10) . . . . ?
C4 C5 C11 C16 126.6(10) . . . . ?
C6 C5 C11 C16 -54.6(12) . . . . ?
C16 C11 C12 C13 -1.8(16) . . . . ?
C5 C11 C12 C13 178.7(9) . . . . ?
C11 C12 C13 C14 2.3(16) . . . . ?
C12 C13 C14 C15 0.1(16) . . . . ?
C12 C13 C14 I1 -174.8(8) . . . . ?
C13 C14 C15 C16 -2.8(16) . . . . ?
I1 C14 C15 C16 171.8(8) . . . . ?
C14 C15 C16 C11 3.2(16) . . . . ?
C12 C11 C16 C15 -1.0(15) . . . . ?
C5 C11 C16 C15 178.5(9) . . . . ?
C9 C10 C17 C22 71.1(13) . . . . ?
C1 C10 C17 C22 -108.2(11) 2_666 . . . ?
C9 C10 C17 C18 -107.7(10) . . . . ?
C1 C10 C17 C18 73.1(12) 2_666 . . . ?
C22 C17 C18 C19 -1.7(16) . . . . ?
C10 C17 C18 C19 177.1(10) . . . . ?
C17 C18 C19 C20 2.6(17) . . . . ?
C18 C19 C20 C21 -3.0(18) . . . . ?
C18 C19 C20 I2 -176.7(9) . . . . ?
C19 C20 C21 C22 2.4(18) . . . . ?
I2 C20 C21 C22 176.1(9) . . . . ?
C20 C21 C22 C17 -1.6(18) . . . . ?
C18 C17 C22 C21 1.2(16) . . . . ?
C10 C17 C22 C21 -177.6(10) . . . . ?
Sn1 O1 C23 O2 45.2(15) . . . . ?
Sn1 O1 C23 C24 -133.8(7) . . . . ?
O2 C23 C24 C29 -168.5(11) . . . . ?
O1 C23 C24 C29 10.5(14) . . . . ?
O2 C23 C24 C25 12.2(16) . . . . ?
O1 C23 C24 C25 -168.8(9) . . . . ?
C29 C24 C25 C26 1.8(17) . . . . ?
C23 C24 C25 C26 -178.9(11) . . . . ?
C24 C25 C26 C27 1.1(19) . . . . ?
C24 C25 C26 Br1 -178.3(8) . . . . ?
C25 C26 C27 C28 -1.8(19) . . . . ?
Br1 C26 C27 C28 177.6(8) . . . . ?
C26 C27 C28 C29 -0.4(17) . . . . ?
C26 C27 C28 Br2 179.4(9) . . . . ?
C25 C24 C29 C28 -3.9(17) . . . . ?
C23 C24 C29 C28 176.8(10) . . . . ?
C27 C28 C29 C24 3.2(18) . . . . ?
Br2 C28 C29 C24 -176.6(8) . . . . ?

_refine_diff_density_max         1.613
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.174

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1876495'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT260_shelx               
;
PROBLEM: Large Average Ueq of Residue Including       C30      0.213 Check
RESPONSE: These alerts are generated because there is solvent molecule (hexane) present in the crystal.
;
# Added during the CSD deposition process: Wednesday 31 October 2018 05:47 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            4-Bromobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H46 Br2 I4 N4 O4 Sn'
_chemical_formula_weight         1721.16

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'
Br Br -0.2901 2.4595 '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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6400(5)
_cell_length_b                   10.8143(6)
_cell_length_c                   15.1088(7)
_cell_angle_alpha                100.646(4)
_cell_angle_beta                 102.720(4)
_cell_angle_gamma                93.710(4)
_cell_volume                     1500.84(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10937
_cell_measurement_theta_min      3.4870
_cell_measurement_theta_max      27.3080

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_F_000             822
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    3.865
_shelx_estimated_absorpt_T_min   0.512
_shelx_estimated_absorpt_T_max   0.654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68071
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18299
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.497
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5253
_reflns_number_gt                3535
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1045P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5253
_refine_ls_number_parameters     358
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1831
_refine_ls_wR_factor_gt          0.1662
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.500000 0.500000 0.500000 0.0391(2) Uani 1 2 d S . P . .
I1 I -0.11335(8) 0.18181(9) -0.12212(5) 0.1178(4) Uani 1 1 d . . . . .
I2 I 1.26299(6) -0.01826(6) 0.38097(4) 0.0783(3) Uani 1 1 d . . . . .
Br1 Br 0.38274(18) 0.04875(12) 0.91092(8) 0.1224(5) Uani 1 1 d . . . . .
N1 N 0.2994(5) 0.5315(5) 0.4289(4) 0.0419(13) Uani 1 1 d . . . . .
N2 N 0.5055(5) 0.3518(5) 0.3904(4) 0.0390(13) Uani 1 1 d . . . . .
O1 O 0.4274(5) 0.3684(4) 0.5686(3) 0.0526(12) Uani 1 1 d . . . . .
O2 O 0.2477(6) 0.4549(6) 0.6157(4) 0.0694(15) Uani 1 1 d . . . . .
C1 C 0.2175(7) 0.6240(6) 0.4602(5) 0.0430(17) Uani 1 1 d . . . . .
C2 C 0.0945(7) 0.6200(7) 0.3883(5) 0.0525(19) Uani 1 1 d . . . . .
H2A H 0.019796 0.669589 0.391548 0.063 Uiso 1 1 calc R U . . .
C3 C 0.1033(7) 0.5332(7) 0.3145(6) 0.060(2) Uani 1 1 d . . . . .
H3A H 0.037443 0.513577 0.257469 0.072 Uiso 1 1 calc R U . . .
C4 C 0.2321(7) 0.4761(6) 0.3394(5) 0.0482(18) Uani 1 1 d . . . . .
C5 C 0.2814(7) 0.3785(6) 0.2839(5) 0.0455(17) Uani 1 1 d . . . . .
C6 C 0.4091(7) 0.3229(6) 0.3074(5) 0.0465(17) Uani 1 1 d . . . . .
C7 C 0.4632(8) 0.2300(7) 0.2471(5) 0.056(2) Uani 1 1 d . . . . .
H7A H 0.417089 0.191138 0.186631 0.068 Uiso 1 1 calc R U . . .
C8 C 0.5909(8) 0.2091(7) 0.2929(5) 0.056(2) Uani 1 1 d . . . . .
H8A H 0.650523 0.154155 0.269527 0.067 Uiso 1 1 calc R U . . .
C9 C 0.6209(7) 0.2847(6) 0.3834(5) 0.0461(17) Uani 1 1 d . . . . .
C10 C 0.7496(7) 0.2957(6) 0.4528(5) 0.0435(17) Uani 1 1 d . . . . .
C11 C 0.1894(8) 0.3304(7) 0.1896(5) 0.055(2) Uani 1 1 d . . . . .
C12 C 0.1071(10) 0.2169(8) 0.1636(6) 0.080(3) Uani 1 1 d . . . . .
H12A H 0.108394 0.165667 0.206838 0.096 Uiso 1 1 calc R U . . .
C13 C 0.0229(11) 0.1753(9) 0.0764(7) 0.087(3) Uani 1 1 d . . . . .
H13A H -0.031061 0.096739 0.062328 0.104 Uiso 1 1 calc R U . . .
C14 C 0.0152(9) 0.2417(10) 0.0123(6) 0.077(3) Uani 1 1 d . . . . .
C15 C 0.0973(9) 0.3583(10) 0.0323(6) 0.078(3) Uani 1 1 d . . . . .
H15 H 0.094845 0.406726 -0.012784 0.093 Uiso 1 1 calc R U . . .
C16 C 0.1836(9) 0.4011(9) 0.1217(6) 0.072(2) Uani 1 1 d . . . . .
H16A H 0.238479 0.479220 0.135849 0.086 Uiso 1 1 calc R U . . .
C17 C 0.8659(7) 0.2179(7) 0.4276(5) 0.052(2) Uani 1 1 d . . . . .
C18 C 0.8424(7) 0.0882(7) 0.4050(5) 0.0519(19) Uani 1 1 d . . . . .
H18A H 0.752441 0.046987 0.399972 0.062 Uiso 1 1 calc R U . . .
C19 C 0.9567(8) 0.0179(7) 0.3895(5) 0.058(2) Uani 1 1 d . . . . .
H19A H 0.942704 -0.070073 0.373519 0.069 Uiso 1 1 calc R U . . .
C20 C 1.0906(7) 0.0826(7) 0.3985(5) 0.0540(19) Uani 1 1 d . . . . .
C21 C 1.1079(8) 0.2119(7) 0.4190(5) 0.058(2) Uani 1 1 d . . . . .
H21A H 1.196422 0.254937 0.422710 0.070 Uiso 1 1 calc R U . . .
C22 C 1.0004(8) 0.2769(7) 0.4336(6) 0.0539(19) Uani 1 1 d . . . . .
H22A H 1.015706 0.364801 0.448278 0.065 Uiso 1 1 calc R U . . .
C23 C 0.3377(8) 0.3829(7) 0.6190(6) 0.054(2) Uani 1 1 d . . . . .
C24 C 0.3517(8) 0.2989(7) 0.6907(6) 0.058(2) Uani 1 1 d . . . . .
C25 C 0.2577(9) 0.3058(9) 0.7461(6) 0.072(2) Uani 1 1 d . . . . .
H25A H 0.186758 0.360140 0.739984 0.086 Uiso 1 1 calc R U . . .
C26 C 0.2690(11) 0.2309(10) 0.8117(7) 0.087(3) Uani 1 1 d . . . . .
H26A H 0.205387 0.235871 0.850101 0.105 Uiso 1 1 calc R U . . .
C27 C 0.3712(10) 0.1503(8) 0.8214(6) 0.072(2) Uani 1 1 d . . . . .
C28 C 0.4615(11) 0.1419(9) 0.7632(7) 0.084(3) Uani 1 1 d . . . . .
H28A H 0.529746 0.084917 0.767360 0.101 Uiso 1 1 calc R U . . .
C29 C 0.4526(9) 0.2168(9) 0.6982(7) 0.074(2) Uani 1 1 d . . . . .
H29A H 0.515724 0.211324 0.659477 0.088 Uiso 1 1 calc R U . . .
C30 C 0.4293(11) 0.5266(17) -0.0074(14) 0.191(7) Uani 1 1 d D U . . .
H30A H 0.352053 0.458171 -0.025149 0.286 Uiso 1 1 calc R U . . .
H30B H 0.420932 0.580514 0.049618 0.286 Uiso 1 1 calc R U . . .
C31 C 0.419(2) 0.6012(19) -0.0819(13) 0.215(8) Uani 1 1 d D U . . .
H31A H 0.433797 0.547464 -0.137141 0.258 Uiso 1 1 calc R U . . .
H31B H 0.494750 0.670726 -0.062213 0.258 Uiso 1 1 calc R U . . .
C32 C 0.278(2) 0.654(2) -0.1062(16) 0.232(9) Uani 1 1 d D U . . .
H32A H 0.278587 0.700770 -0.154389 0.348 Uiso 1 1 calc R U . . .
H32B H 0.201723 0.585931 -0.127446 0.348 Uiso 1 1 calc R U . . .
H32C H 0.262748 0.709338 -0.052431 0.348 Uiso 1 1 calc R U . . .


_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.
;

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 N1 2.078(5) . ?
Sn1 N1 2.078(5) 2_666 ?
Sn1 O1 2.080(5) 2_666 ?
Sn1 O1 2.080(5) . ?
Sn1 N2 2.093(5) 2_666 ?
Sn1 N2 2.093(5) . ?
I1 C14 2.093(8) . ?
I2 C20 2.084(7) . ?
Br1 C27 1.883(9) . ?
N1 C4 1.368(8) . ?
N1 C1 1.393(8) . ?
N2 C6 1.356(8) . ?
N2 C9 1.380(8) . ?
O1 C23 1.271(9) . ?
O2 C23 1.202(8) . ?
C1 C10 1.394(9) 2_666 ?
C1 C2 1.413(9) . ?
C2 C3 1.340(10) . ?
C2 H2A 0.9300 . ?
C3 C4 1.429(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.399(9) . ?
C5 C6 1.409(9) . ?
C5 C11 1.482(9) . ?
C6 C7 1.431(10) . ?
C7 C8 1.328(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.415(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.419(9) . ?
C10 C17 1.517(9) . ?
C11 C12 1.360(11) . ?
C11 C16 1.382(11) . ?
C12 C13 1.364(11) . ?
C12 H12A 0.9300 . ?
C13 C14 1.301(13) . ?
C13 H13A 0.9300 . ?
C14 C15 1.390(13) . ?
C15 C16 1.399(11) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.372(9) . ?
C17 C22 1.384(10) . ?
C18 C19 1.415(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.395(11) . ?
C19 H19A 0.9300 . ?
C20 C21 1.367(10) . ?
C21 C22 1.324(10) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.526(11) . ?
C24 C25 1.360(11) . ?
C24 C29 1.359(11) . ?
C25 C26 1.382(13) . ?
C25 H25A 0.9300 . ?
C26 C27 1.358(12) . ?
C26 H26A 0.9300 . ?
C27 C28 1.364(12) . ?
C28 C29 1.376(13) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?
C30 C31 1.491(9) . ?
C30 C30 1.501(10) 2_665 ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.507(10) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
N1 Sn1 N1 180.0 . 2_666 ?
N1 Sn1 O1 83.6(2) . 2_666 ?
N1 Sn1 O1 96.4(2) 2_666 2_666 ?
N1 Sn1 O1 96.4(2) . . ?
N1 Sn1 O1 83.6(2) 2_666 . ?
O1 Sn1 O1 180.0 2_666 . ?
N1 Sn1 N2 90.30(19) . 2_666 ?
N1 Sn1 N2 89.7(2) 2_666 2_666 ?
O1 Sn1 N2 89.2(2) 2_666 2_666 ?
O1 Sn1 N2 90.8(2) . 2_666 ?
N1 Sn1 N2 89.7(2) . . ?
N1 Sn1 N2 90.30(19) 2_666 . ?
O1 Sn1 N2 90.8(2) 2_666 . ?
O1 Sn1 N2 89.2(2) . . ?
N2 Sn1 N2 180.0(2) 2_666 . ?
C4 N1 C1 107.7(5) . . ?
C4 N1 Sn1 126.2(4) . . ?
C1 N1 Sn1 125.6(4) . . ?
C6 N2 C9 108.2(5) . . ?
C6 N2 Sn1 125.3(4) . . ?
C9 N2 Sn1 125.3(4) . . ?
C23 O1 Sn1 126.8(5) . . ?
N1 C1 C10 126.0(6) . 2_666 ?
N1 C1 C2 107.5(6) . . ?
C10 C1 C2 126.5(6) 2_666 . ?
C3 C2 C1 108.8(6) . . ?
C3 C2 H2A 125.6 . . ?
C1 C2 H2A 125.6 . . ?
C2 C3 C4 107.6(6) . . ?
C2 C3 H3A 126.2 . . ?
C4 C3 H3A 126.2 . . ?
N1 C4 C5 125.0(6) . . ?
N1 C4 C3 108.2(6) . . ?
C5 C4 C3 126.8(6) . . ?
C4 C5 C6 127.2(6) . . ?
C4 C5 C11 115.9(6) . . ?
C6 C5 C11 117.0(6) . . ?
N2 C6 C5 125.9(6) . . ?
N2 C6 C7 107.8(6) . . ?
C5 C6 C7 126.3(6) . . ?
C8 C7 C6 107.9(6) . . ?
C8 C7 H7A 126.0 . . ?
C6 C7 H7A 126.0 . . ?
C7 C8 C9 108.4(7) . . ?
C7 C8 H8A 125.8 . . ?
C9 C8 H8A 125.8 . . ?
N2 C9 C8 107.6(6) . . ?
N2 C9 C10 125.9(6) . . ?
C8 C9 C10 126.4(6) . . ?
C1 C10 C9 126.4(6) 2_666 . ?
C1 C10 C17 116.8(6) 2_666 . ?
C9 C10 C17 116.7(6) . . ?
C12 C11 C16 115.8(7) . . ?
C12 C11 C5 123.7(7) . . ?
C16 C11 C5 120.5(7) . . ?
C11 C12 C13 122.4(9) . . ?
C11 C12 H12A 118.8 . . ?
C13 C12 H12A 118.8 . . ?
C14 C13 C12 122.4(9) . . ?
C14 C13 H13A 118.8 . . ?
C12 C13 H13A 118.8 . . ?
C13 C14 C15 119.2(8) . . ?
C13 C14 I1 123.6(8) . . ?
C15 C14 I1 117.2(8) . . ?
C14 C15 C16 118.5(9) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C11 C16 C15 121.7(9) . . ?
C11 C16 H16A 119.1 . . ?
C15 C16 H16A 119.1 . . ?
C18 C17 C22 119.2(6) . . ?
C18 C17 C10 120.5(6) . . ?
C22 C17 C10 120.1(6) . . ?
C17 C18 C19 119.2(7) . . ?
C17 C18 H18A 120.4 . . ?
C19 C18 H18A 120.4 . . ?
C20 C19 C18 118.9(7) . . ?
C20 C19 H19A 120.5 . . ?
C18 C19 H19A 120.5 . . ?
C21 C20 C19 119.7(7) . . ?
C21 C20 I2 120.4(6) . . ?
C19 C20 I2 119.9(5) . . ?
C22 C21 C20 120.9(7) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C21 C22 C17 122.0(7) . . ?
C21 C22 H22A 119.0 . . ?
C17 C22 H22A 119.0 . . ?
O2 C23 O1 126.8(8) . . ?
O2 C23 C24 119.1(8) . . ?
O1 C23 C24 114.1(6) . . ?
C25 C24 C29 120.2(8) . . ?
C25 C24 C23 118.2(7) . . ?
C29 C24 C23 121.6(8) . . ?
C24 C25 C26 119.0(8) . . ?
C24 C25 H25A 120.5 . . ?
C26 C25 H25A 120.5 . . ?
C27 C26 C25 121.4(9) . . ?
C27 C26 H26A 119.3 . . ?
C25 C26 H26A 119.3 . . ?
C26 C27 C28 118.6(9) . . ?
C26 C27 Br1 120.3(8) . . ?
C28 C27 Br1 121.0(7) . . ?
C27 C28 C29 120.6(9) . . ?
C27 C28 H28A 119.7 . . ?
C29 C28 H28A 119.7 . . ?
C24 C29 C28 120.0(9) . . ?
C24 C29 H29A 120.0 . . ?
C28 C29 H29A 120.0 . . ?
C31 C30 C30 109(2) . 2_665 ?
C31 C30 H30A 109.8 . . ?
C30 C30 H30A 109.8 2_665 . ?
C31 C30 H30B 109.8 . . ?
C30 C30 H30B 109.8 2_665 . ?
H30A C30 H30B 108.3 . . ?
C30 C31 C32 114.1(15) . . ?
C30 C31 H31A 108.7 . . ?
C32 C31 H31A 108.7 . . ?
C30 C31 H31B 108.7 . . ?
C32 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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 C10 -178.4(7) . . . 2_666 ?
Sn1 N1 C1 C10 -5.5(10) . . . 2_666 ?
C4 N1 C1 C2 2.4(8) . . . . ?
Sn1 N1 C1 C2 175.3(5) . . . . ?
N1 C1 C2 C3 -2.7(9) . . . . ?
C10 C1 C2 C3 178.2(7) 2_666 . . . ?
C1 C2 C3 C4 1.9(10) . . . . ?
C1 N1 C4 C5 -180.0(7) . . . . ?
Sn1 N1 C4 C5 7.2(11) . . . . ?
C1 N1 C4 C3 -1.3(8) . . . . ?
Sn1 N1 C4 C3 -174.2(5) . . . . ?
C2 C3 C4 N1 -0.4(9) . . . . ?
C2 C3 C4 C5 178.3(8) . . . . ?
N1 C4 C5 C6 -2.6(13) . . . . ?
C3 C4 C5 C6 179.0(8) . . . . ?
N1 C4 C5 C11 178.5(7) . . . . ?
C3 C4 C5 C11 0.1(11) . . . . ?
C9 N2 C6 C5 -175.2(7) . . . . ?
Sn1 N2 C6 C5 -7.0(10) . . . . ?
C9 N2 C6 C7 2.5(8) . . . . ?
Sn1 N2 C6 C7 170.7(5) . . . . ?
C4 C5 C6 N2 2.5(13) . . . . ?
C11 C5 C6 N2 -178.6(7) . . . . ?
C4 C5 C6 C7 -174.7(8) . . . . ?
C11 C5 C6 C7 4.2(12) . . . . ?
N2 C6 C7 C8 -2.4(9) . . . . ?
C5 C6 C7 C8 175.3(7) . . . . ?
C6 C7 C8 C9 1.3(9) . . . . ?
C6 N2 C9 C8 -1.7(8) . . . . ?
Sn1 N2 C9 C8 -169.9(5) . . . . ?
C6 N2 C9 C10 174.8(7) . . . . ?
Sn1 N2 C9 C10 6.6(10) . . . . ?
C7 C8 C9 N2 0.2(9) . . . . ?
C7 C8 C9 C10 -176.3(7) . . . . ?
N2 C9 C10 C1 -0.2(12) . . . 2_666 ?
C8 C9 C10 C1 175.7(8) . . . 2_666 ?
N2 C9 C10 C17 -176.4(6) . . . . ?
C8 C9 C10 C17 -0.5(11) . . . . ?
C4 C5 C11 C12 -106.3(9) . . . . ?
C6 C5 C11 C12 74.7(10) . . . . ?
C4 C5 C11 C16 73.9(9) . . . . ?
C6 C5 C11 C16 -105.1(8) . . . . ?
C16 C11 C12 C13 -0.6(14) . . . . ?
C5 C11 C12 C13 179.6(8) . . . . ?
C11 C12 C13 C14 -0.2(16) . . . . ?
C12 C13 C14 C15 1.1(16) . . . . ?
C12 C13 C14 I1 -179.7(8) . . . . ?
C13 C14 C15 C16 -1.1(14) . . . . ?
I1 C14 C15 C16 179.6(6) . . . . ?
C12 C11 C16 C15 0.5(12) . . . . ?
C5 C11 C16 C15 -179.7(7) . . . . ?
C14 C15 C16 C11 0.4(13) . . . . ?
C1 C10 C17 C18 121.7(7) 2_666 . . . ?
C9 C10 C17 C18 -61.7(9) . . . . ?
C1 C10 C17 C22 -53.6(10) 2_666 . . . ?
C9 C10 C17 C22 123.0(8) . . . . ?
C22 C17 C18 C19 0.7(11) . . . . ?
C10 C17 C18 C19 -174.7(7) . . . . ?
C17 C18 C19 C20 0.6(11) . . . . ?
C18 C19 C20 C21 -2.2(12) . . . . ?
C18 C19 C20 I2 177.7(5) . . . . ?
C19 C20 C21 C22 2.4(13) . . . . ?
I2 C20 C21 C22 -177.5(6) . . . . ?
C20 C21 C22 C17 -1.0(13) . . . . ?
C18 C17 C22 C21 -0.6(12) . . . . ?
C10 C17 C22 C21 174.8(7) . . . . ?
Sn1 O1 C23 O2 24.0(10) . . . . ?
Sn1 O1 C23 C24 -155.4(5) . . . . ?
O2 C23 C24 C25 2.2(11) . . . . ?
O1 C23 C24 C25 -178.3(7) . . . . ?
O2 C23 C24 C29 -179.3(8) . . . . ?
O1 C23 C24 C29 0.1(11) . . . . ?
C29 C24 C25 C26 1.8(13) . . . . ?
C23 C24 C25 C26 -179.7(8) . . . . ?
C24 C25 C26 C27 -0.5(15) . . . . ?
C25 C26 C27 C28 -1.6(15) . . . . ?
C25 C26 C27 Br1 -179.5(7) . . . . ?
C26 C27 C28 C29 2.3(15) . . . . ?
Br1 C27 C28 C29 -179.7(7) . . . . ?
C25 C24 C29 C28 -1.1(13) . . . . ?
C23 C24 C29 C28 -179.5(8) . . . . ?
C27 C28 C29 C24 -1.0(14) . . . . ?
C30 C30 C31 C32 177(2) 2_665 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8A Br1 0.93 3.11 3.820(7) 134.6 2_656 yes
C26 H26A I1 0.93 3.22 4.054(10) 149.9 1_556 yes
C28 H28A I2 0.93 3.33 3.939(11) 125.0 2_756 yes

_refine_diff_density_max         1.136
_refine_diff_density_min         -1.171
_refine_diff_density_rms         0.145

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 1876499'
_audit_update_record             
;
2018-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3,5-Difluoromobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H36 F4 I4 N4 O5 S Sn'
_chemical_formula_weight         1627.28

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'
I I -0.4742 1.8119 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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'

_cell_length_a                   14.2058(3)
_cell_length_b                   17.3651(5)
_cell_length_c                   11.8806(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.847(2)
_cell_angle_gamma                90
_cell_volume                     2903.32(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17052
_cell_measurement_theta_min      3.3470
_cell_measurement_theta_max      27.0640

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_F_000             1556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    2.667
_shelx_estimated_absorpt_T_min   0.706
_shelx_estimated_absorpt_T_max   0.758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.66069
_exptl_absorpt_correction_T_max  1.00000
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25719
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.359
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5698
_reflns_number_gt                4322
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELX
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1075P)²+3.6615P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5698
_refine_ls_number_parameters     356
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1756
_refine_ls_wR_factor_gt          0.1647
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.500000 0.500000 1.000000 0.04140(18) Uani 1 2 d S . P . .
F1 F 0.7650(4) 0.6210(4) 0.5923(5) 0.1177(18) Uani 1 1 d . . . . .
F2 F 0.6094(6) 0.4215(4) 0.3785(4) 0.136(2) Uani 1 1 d . . . . .
I1 I 0.15650(4) 0.94259(3) 0.62178(5) 0.0920(3) Uani 1 1 d . . . . .
I2 I 0.00203(3) 0.16198(4) 0.62563(5) 0.0912(2) Uani 1 1 d . . . . .
N1 N 0.5288(3) 0.6176(3) 0.9914(4) 0.0470(10) Uani 1 1 d . . . . .
N3 N 0.3670(3) 0.5194(3) 0.9059(4) 0.0454(10) Uani 1 1 d . . . . .
O1 O 0.5645(3) 0.4929(2) 0.8530(3) 0.0539(10) Uani 1 1 d . . . . .
O2 O 0.4737(4) 0.4128(3) 0.7413(4) 0.0775(14) Uani 1 1 d . . . . .
C1 C 0.6116(4) 0.6526(3) 1.0396(5) 0.0487(13) Uani 1 1 d . . . . .
C2 C 0.6084(5) 0.7300(4) 1.0070(6) 0.0647(17) Uani 1 1 d . . . . .
H2A H 0.654911 0.766690 1.029061 0.078 Uiso 1 1 calc R U . . .
C3 C 0.5252(5) 0.7423(4) 0.9374(6) 0.0668(18) Uani 1 1 d . . . . .
H3A H 0.505345 0.788416 0.902012 0.080 Uiso 1 1 calc R U . . .
C4 C 0.4744(4) 0.6714(3) 0.9292(5) 0.0490(13) Uani 1 1 d . . . . .
C5 C 0.3826(4) 0.6588(3) 0.8708(5) 0.0478(13) Uani 1 1 d . . . . .
C6 C 0.3335(4) 0.5888(3) 0.8601(4) 0.0449(12) Uani 1 1 d . . . . .
C7 C 0.2427(4) 0.5747(4) 0.7956(5) 0.0528(14) Uani 1 1 d . . . . .
H7A H 0.203374 0.611706 0.757225 0.063 Uiso 1 1 calc R U . . .
C8 C 0.2236(4) 0.4990(4) 0.7995(5) 0.0558(15) Uani 1 1 d . . . . .
H8A H 0.169532 0.474309 0.763970 0.067 Uiso 1 1 calc R U . . .
C9 C 0.3017(4) 0.4639(4) 0.8683(5) 0.0479(13) Uani 1 1 d . . . . .
C10 C 0.3126(4) 0.3836(3) 0.8916(5) 0.0495(13) Uani 1 1 d . . . . .
C11 C 0.3303(4) 0.7275(3) 0.8123(5) 0.0495(13) Uani 1 1 d . . . . .
C12 C 0.3590(5) 0.7595(4) 0.7165(6) 0.0650(17) Uani 1 1 d . . . . .
H12A H 0.412468 0.740250 0.688854 0.078 Uiso 1 1 calc R U . . .
C13 C 0.3088(6) 0.8205(4) 0.6607(6) 0.0690(18) Uani 1 1 d . . . . .
H13A H 0.327264 0.841189 0.594929 0.083 Uiso 1 1 calc R U . . .
C14 C 0.2327(5) 0.8491(4) 0.7041(6) 0.0647(18) Uani 1 1 d . . . . .
C15 C 0.2043(5) 0.8198(5) 0.8001(6) 0.075(2) Uani 1 1 d . . . . .
H15A H 0.152567 0.840925 0.829275 0.090 Uiso 1 1 calc R U . . .
C16 C 0.2535(5) 0.7580(4) 0.8541(6) 0.0700(19) Uani 1 1 d . . . . .
H16A H 0.234045 0.737253 0.919241 0.084 Uiso 1 1 calc R U . . .
C17 C 0.2375(4) 0.3321(4) 0.8310(5) 0.0524(14) Uani 1 1 d . . . . .
C18 C 0.2606(5) 0.2861(5) 0.7448(6) 0.073(2) Uani 1 1 d . . . . .
H18A H 0.322083 0.287300 0.726257 0.087 Uiso 1 1 calc R U . . .
C19 C 0.1937(5) 0.2377(5) 0.6848(7) 0.083(2) Uani 1 1 d . . . . .
H19A H 0.209537 0.207457 0.625551 0.100 Uiso 1 1 calc R U . . .
C20 C 0.1036(5) 0.2354(4) 0.7147(6) 0.0660(18) Uani 1 1 d . . . . .
C21 C 0.0807(5) 0.2790(5) 0.8043(7) 0.074(2) Uani 1 1 d . . . . .
H21A H 0.020870 0.275044 0.827191 0.089 Uiso 1 1 calc R U . . .
C22 C 0.1477(5) 0.3284(4) 0.8595(6) 0.0662(18) Uani 1 1 d . . . . .
H22A H 0.131387 0.359739 0.917276 0.079 Uiso 1 1 calc R U . . .
C23 C 0.5384(5) 0.4598(4) 0.7580(5) 0.0575(15) Uani 1 1 d . . . . .
C24 C 0.5935(5) 0.4817(4) 0.6626(5) 0.0592(16) Uani 1 1 d . . . . .
C25 C 0.6557(5) 0.5419(5) 0.6751(6) 0.0683(18) Uani 1 1 d . . . . .
H25A H 0.666939 0.569372 0.742803 0.082 Uiso 1 1 calc R U . . .
C26 C 0.7018(6) 0.5606(5) 0.5824(7) 0.081(2) Uani 1 1 d . . . . .
C27 C 0.6905(7) 0.5195(6) 0.4838(7) 0.092(3) Uani 1 1 d . . . . .
H27A H 0.724614 0.531162 0.424560 0.110 Uiso 1 1 calc R U . . .
C28 C 0.6264(7) 0.4603(5) 0.4762(6) 0.084(2) Uani 1 1 d . . . . .
C29 C 0.5784(6) 0.4415(4) 0.5641(6) 0.076(2) Uani 1 1 d . . . . .
H29A H 0.535178 0.400984 0.556452 0.091 Uiso 1 1 calc R U . . .
O3 O -0.0265(13) 0.4938(9) 0.6156(13) 0.139(5) Uiso 0.5 1 d D U P A -1
S1 S -0.0020(13) 0.4476(10) 0.4966(13) 0.310(7) Uiso 0.5 1 d D U P A -1
C31 C -0.0967(17) 0.3780(16) 0.454(3) 0.208(9) Uiso 0.5 1 d D U P A -1
H31A H -0.084133 0.351328 0.387347 0.311 Uiso 0.5 1 calc R U P A -1
H31B H -0.099470 0.341693 0.514778 0.311 Uiso 0.5 1 calc R U P A -1
H31C H -0.156383 0.404582 0.439024 0.311 Uiso 0.5 1 calc R U P A -1
C32 C 0.0834(18) 0.3711(16) 0.546(3) 0.224(9) Uiso 0.5 1 d D U P A -1
H32A H 0.099620 0.343096 0.481288 0.337 Uiso 0.5 1 calc R U P A -1
H32B H 0.139688 0.393602 0.586365 0.337 Uiso 0.5 1 calc R U P A -1
H32C H 0.055377 0.336585 0.594790 0.337 Uiso 0.5 1 calc R U P A -1


_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.
;

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 O1 2.084(4) . ?
Sn1 O1 2.084(4) 3_667 ?
Sn1 N3 2.086(4) 3_667 ?
Sn1 N3 2.086(4) . ?
Sn1 N1 2.089(5) . ?
Sn1 N1 2.089(5) 3_667 ?
F1 C26 1.375(10) . ?
F2 C28 1.335(9) . ?
I1 C14 2.115(7) . ?
I2 C20 2.100(6) . ?
N1 C4 1.364(7) . ?
N1 C1 1.377(7) . ?
N3 C9 1.369(7) . ?
N3 C6 1.381(8) . ?
O1 C23 1.275(7) . ?
O2 C23 1.226(8) . ?
C1 C2 1.396(9) . ?
C1 C10 1.409(8) 3_667 ?
C2 C3 1.364(9) . ?
C2 H2A 0.9300 . ?
C3 C4 1.424(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.408(8) . ?
C5 C6 1.398(8) . ?
C5 C11 1.523(8) . ?
C6 C7 1.428(8) . ?
C7 C8 1.343(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.422(8) . ?
C8 H8A 0.9300 . ?
C9 C10 1.426(9) . ?
C10 C17 1.499(8) . ?
C11 C16 1.366(9) . ?
C11 C12 1.377(9) . ?
C12 C13 1.393(10) . ?
C12 H12A 0.9300 . ?
C13 C14 1.354(11) . ?
C13 H13A 0.9300 . ?
C14 C15 1.359(10) . ?
C15 C16 1.389(10) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.365(9) . ?
C17 C18 1.374(9) . ?
C18 C19 1.390(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.380(10) . ?
C21 C22 1.378(9) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.511(9) . ?
C24 C29 1.354(10) . ?
C24 C25 1.364(10) . ?
C25 C26 1.395(11) . ?
C25 H25A 0.9300 . ?
C26 C27 1.362(12) . ?
C27 C28 1.367(13) . ?
C27 H27A 0.9300 . ?
C28 C29 1.364(11) . ?
C29 H29A 0.9300 . ?
O3 S1 1.703(9) . ?
S1 C31 1.827(9) . ?
S1 C32 1.839(9) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
O1 Sn1 O1 180.0(3) . 3_667 ?
O1 Sn1 N3 88.27(17) . 3_667 ?
O1 Sn1 N3 91.73(17) 3_667 3_667 ?
O1 Sn1 N3 91.73(17) . . ?
O1 Sn1 N3 88.26(17) 3_667 . ?
N3 Sn1 N3 180.0 3_667 . ?
O1 Sn1 N1 84.58(17) . . ?
O1 Sn1 N1 95.42(17) 3_667 . ?
N3 Sn1 N1 90.83(18) 3_667 . ?
N3 Sn1 N1 89.17(18) . . ?
O1 Sn1 N1 95.42(17) . 3_667 ?
O1 Sn1 N1 84.58(17) 3_667 3_667 ?
N3 Sn1 N1 89.17(18) 3_667 3_667 ?
N3 Sn1 N1 90.82(18) . 3_667 ?
N1 Sn1 N1 180.00(5) . 3_667 ?
C4 N1 C1 108.2(5) . . ?
C4 N1 Sn1 126.5(4) . . ?
C1 N1 Sn1 125.0(4) . . ?
C9 N3 C6 107.6(4) . . ?
C9 N3 Sn1 125.8(4) . . ?
C6 N3 Sn1 126.2(4) . . ?
C23 O1 Sn1 131.3(4) . . ?
N1 C1 C2 108.4(5) . . ?
N1 C1 C10 125.9(5) . 3_667 ?
C2 C1 C10 125.8(5) . 3_667 ?
C3 C2 C1 108.2(6) . . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
C2 C3 C4 107.1(6) . . ?
C2 C3 H3A 126.4 . . ?
C4 C3 H3A 126.4 . . ?
N1 C4 C5 125.4(5) . . ?
N1 C4 C3 108.1(5) . . ?
C5 C4 C3 126.5(6) . . ?
C6 C5 C4 126.7(5) . . ?
C6 C5 C11 115.7(5) . . ?
C4 C5 C11 117.6(5) . . ?
N3 C6 C5 125.6(5) . . ?
N3 C6 C7 107.4(5) . . ?
C5 C6 C7 126.9(5) . . ?
C8 C7 C6 108.8(5) . . ?
C8 C7 H7A 125.6 . . ?
C6 C7 H7A 125.6 . . ?
C7 C8 C9 107.1(5) . . ?
C7 C8 H8A 126.5 . . ?
C9 C8 H8A 126.5 . . ?
N3 C9 C8 109.1(5) . . ?
N3 C9 C10 125.0(5) . . ?
C8 C9 C10 125.9(5) . . ?
C1 C10 C9 127.1(5) 3_667 . ?
C1 C10 C17 116.7(5) 3_667 . ?
C9 C10 C17 116.1(5) . . ?
C16 C11 C12 119.0(6) . . ?
C16 C11 C5 120.1(5) . . ?
C12 C11 C5 120.9(5) . . ?
C11 C12 C13 120.7(6) . . ?
C11 C12 H12A 119.7 . . ?
C13 C12 H12A 119.7 . . ?
C14 C13 C12 118.8(6) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
C13 C14 C15 121.7(6) . . ?
C13 C14 I1 119.4(5) . . ?
C15 C14 I1 118.9(6) . . ?
C14 C15 C16 119.2(7) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C11 C16 C15 120.6(6) . . ?
C11 C16 H16A 119.7 . . ?
C15 C16 H16A 119.7 . . ?
C22 C17 C18 118.9(5) . . ?
C22 C17 C10 122.5(5) . . ?
C18 C17 C10 118.6(5) . . ?
C17 C18 C19 121.2(6) . . ?
C17 C18 H18A 119.4 . . ?
C19 C18 H18A 119.4 . . ?
C20 C19 C18 118.7(6) . . ?
C20 C19 H19A 120.6 . . ?
C18 C19 H19A 120.6 . . ?
C19 C20 C21 120.6(6) . . ?
C19 C20 I2 119.1(5) . . ?
C21 C20 I2 120.3(5) . . ?
C22 C21 C20 119.2(6) . . ?
C22 C21 H21A 120.4 . . ?
C20 C21 H21A 120.4 . . ?
C17 C22 C21 121.3(6) . . ?
C17 C22 H22A 119.4 . . ?
C21 C22 H22A 119.4 . . ?
O2 C23 O1 124.4(6) . . ?
O2 C23 C24 120.0(6) . . ?
O1 C23 C24 115.6(6) . . ?
C29 C24 C25 120.8(7) . . ?
C29 C24 C23 118.8(7) . . ?
C25 C24 C23 120.4(6) . . ?
C24 C25 C26 117.4(7) . . ?
C24 C25 H25A 121.3 . . ?
C26 C25 H25A 121.3 . . ?
C27 C26 F1 118.2(8) . . ?
C27 C26 C25 122.9(8) . . ?
F1 C26 C25 118.8(8) . . ?
C26 C27 C28 116.8(7) . . ?
C26 C27 H27A 121.6 . . ?
C28 C27 H27A 121.6 . . ?
F2 C28 C29 119.6(9) . . ?
F2 C28 C27 118.5(7) . . ?
C29 C28 C27 121.8(7) . . ?
C24 C29 C28 120.1(8) . . ?
C24 C29 H29A 119.9 . . ?
C28 C29 H29A 119.9 . . ?
O3 S1 C31 108.2(7) . . ?
O3 S1 C32 106.2(7) . . ?
C31 S1 C32 92.2(6) . . ?
S1 C31 H31A 109.5 . . ?
S1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
S1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
S1 C32 H32A 109.5 . . ?
S1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
S1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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 C2 0.3(7) . . . . ?
Sn1 N1 C1 C2 174.6(4) . . . . ?
C4 N1 C1 C10 -178.7(6) . . . 3_667 ?
Sn1 N1 C1 C10 -4.5(8) . . . 3_667 ?
N1 C1 C2 C3 -1.3(8) . . . . ?
C10 C1 C2 C3 177.8(6) 3_667 . . . ?
C1 C2 C3 C4 1.7(8) . . . . ?
C1 N1 C4 C5 -177.2(5) . . . . ?
Sn1 N1 C4 C5 8.7(8) . . . . ?
C1 N1 C4 C3 0.7(7) . . . . ?
Sn1 N1 C4 C3 -173.4(4) . . . . ?
C2 C3 C4 N1 -1.5(8) . . . . ?
C2 C3 C4 C5 176.4(6) . . . . ?
N1 C4 C5 C6 -4.3(10) . . . . ?
C3 C4 C5 C6 178.2(6) . . . . ?
N1 C4 C5 C11 176.0(5) . . . . ?
C3 C4 C5 C11 -1.4(9) . . . . ?
C9 N3 C6 C5 -174.9(5) . . . . ?
Sn1 N3 C6 C5 -1.3(8) . . . . ?
C9 N3 C6 C7 2.1(6) . . . . ?
Sn1 N3 C6 C7 175.7(4) . . . . ?
C4 C5 C6 N3 0.3(9) . . . . ?
C11 C5 C6 N3 180.0(5) . . . . ?
C4 C5 C6 C7 -176.1(6) . . . . ?
C11 C5 C6 C7 3.6(8) . . . . ?
N3 C6 C7 C8 -1.9(6) . . . . ?
C5 C6 C7 C8 175.1(6) . . . . ?
C6 C7 C8 C9 0.9(7) . . . . ?
C6 N3 C9 C8 -1.6(6) . . . . ?
Sn1 N3 C9 C8 -175.2(4) . . . . ?
C6 N3 C9 C10 176.3(5) . . . . ?
Sn1 N3 C9 C10 2.7(8) . . . . ?
C7 C8 C9 N3 0.4(7) . . . . ?
C7 C8 C9 C10 -177.5(6) . . . . ?
N3 C9 C10 C1 3.3(9) . . . 3_667 ?
C8 C9 C10 C1 -179.1(6) . . . 3_667 ?
N3 C9 C10 C17 -173.2(5) . . . . ?
C8 C9 C10 C17 4.4(9) . . . . ?
C6 C5 C11 C16 70.5(7) . . . . ?
C4 C5 C11 C16 -109.8(7) . . . . ?
C6 C5 C11 C12 -109.1(6) . . . . ?
C4 C5 C11 C12 70.6(7) . . . . ?
C16 C11 C12 C13 -2.1(10) . . . . ?
C5 C11 C12 C13 177.5(6) . . . . ?
C11 C12 C13 C14 1.7(10) . . . . ?
C12 C13 C14 C15 0.0(11) . . . . ?
C12 C13 C14 I1 179.2(5) . . . . ?
C13 C14 C15 C16 -1.2(12) . . . . ?
I1 C14 C15 C16 179.5(6) . . . . ?
C12 C11 C16 C15 0.8(11) . . . . ?
C5 C11 C16 C15 -178.8(7) . . . . ?
C14 C15 C16 C11 0.9(12) . . . . ?
C1 C10 C17 C22 110.1(7) 3_667 . . . ?
C9 C10 C17 C22 -73.1(8) . . . . ?
C1 C10 C17 C18 -68.8(8) 3_667 . . . ?
C9 C10 C17 C18 108.1(7) . . . . ?
C22 C17 C18 C19 1.7(12) . . . . ?
C10 C17 C18 C19 -179.4(7) . . . . ?
C17 C18 C19 C20 -1.3(13) . . . . ?
C18 C19 C20 C21 -1.5(13) . . . . ?
C18 C19 C20 I2 -179.6(6) . . . . ?
C19 C20 C21 C22 3.7(13) . . . . ?
I2 C20 C21 C22 -178.2(6) . . . . ?
C18 C17 C22 C21 0.6(11) . . . . ?
C10 C17 C22 C21 -178.2(7) . . . . ?
C20 C21 C22 C17 -3.3(12) . . . . ?
Sn1 O1 C23 O2 -13.3(10) . . . . ?
Sn1 O1 C23 C24 167.1(4) . . . . ?
O2 C23 C24 C29 -8.4(10) . . . . ?
O1 C23 C24 C29 171.2(7) . . . . ?
O2 C23 C24 C25 170.2(7) . . . . ?
O1 C23 C24 C25 -10.2(9) . . . . ?
C29 C24 C25 C26 0.7(11) . . . . ?
C23 C24 C25 C26 -177.9(7) . . . . ?
C24 C25 C26 C27 -3.1(13) . . . . ?
C24 C25 C26 F1 -180.0(7) . . . . ?
F1 C26 C27 C28 -179.3(8) . . . . ?
C25 C26 C27 C28 3.7(15) . . . . ?
C26 C27 C28 F2 176.3(8) . . . . ?
C26 C27 C28 C29 -2.1(15) . . . . ?
C25 C24 C29 C28 0.8(12) . . . . ?
C23 C24 C29 C28 179.4(7) . . . . ?
F2 C28 C29 C24 -178.5(8) . . . . ?
C27 C28 C29 C24 -0.1(14) . . . . ?

_refine_diff_density_max         1.608
_refine_diff_density_min         -1.153
_refine_diff_density_rms         0.129

