# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2020

####################################################################### 
# 
# 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_s2
_audit_block_doi                 10.5517/ccdc.csd.cc24cj35
_database_code_depnum_ccdc_archive 'CCDC 1977276'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Amity University
India
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT910_s2                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: These angle reflections are probably missing due to the beamstop,
and bad quality of the crystal.

;
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            4-bromobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H32 Br2 I4 N4 O4 Sn'
_chemical_formula_weight         1634.98

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                   8.8174(5)
_cell_length_b                   10.8226(8)
_cell_length_c                   15.2360(12)
_cell_angle_alpha                99.763(7)
_cell_angle_beta                 100.739(5)
_cell_angle_gamma                96.909(5)
_cell_volume                     1390.35(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6334
_cell_measurement_theta_min      3.657
_cell_measurement_theta_max      26.265

_exptl_crystal_description       Block
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_F_000             772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    4.166
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.59871
_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            18793
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.199
_diffrn_reflns_theta_max         27.448
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5938
_reflns_number_gt                3838
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_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)+(0.0687P)²+5.6300P] 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         5938
_refine_ls_number_parameters     354
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

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 0.500000 0.500000 0.0421(2) Uani 1 2 d S . P . .
Br1 Br 1.2229(2) 0.39345(19) 0.10628(13) 0.1005(8) Uani 0.700(4) 1 d . . P A 1
Br2 Br 1.0824(9) 0.9194(6) 0.0914(4) 0.146(3) Uani 0.300(4) 1 d . . P A 2
I1 I 0.40626(12) 0.19063(10) -0.12557(6) 0.1181(4) Uani 1 1 d . . . . .
I2 I 0.23347(6) 1.05691(6) 0.62660(4) 0.0620(2) Uani 1 1 d . . . . .
O1 O 1.1241(6) 0.6047(5) 0.4269(4) 0.0504(13) Uani 1 1 d . . . . .
O2 O 1.0215(8) 0.7804(6) 0.4155(5) 0.0767(19) Uani 1 1 d . . . . .
N1 N 1.0001(6) 0.3479(5) 0.3929(4) 0.0417(14) Uani 1 1 d . . . . .
N2 N 0.7896(6) 0.5375(5) 0.4299(4) 0.0445(15) Uani 1 1 d . . . . .
C1 C 1.1224(8) 0.2833(7) 0.3867(5) 0.0466(19) Uani 1 1 d . . . . .
C2 C 1.0928(10) 0.2123(8) 0.2953(6) 0.062(2) Uani 1 1 d . . . . .
H2 H 1.155772 0.157472 0.272243 0.075 Uiso 1 1 calc R U . . .
C3 C 0.9593(9) 0.2377(8) 0.2485(6) 0.058(2) Uani 1 1 d . . . . .
H3 H 0.912763 0.204189 0.187723 0.070 Uiso 1 1 calc R U . . .
C4 C 0.9033(8) 0.3258(7) 0.3101(5) 0.049(2) Uani 1 1 d . . . . .
C5 C 0.7700(8) 0.3830(7) 0.2858(6) 0.0477(19) Uani 1 1 d . . . . .
C6 C 0.7169(8) 0.4786(7) 0.3408(6) 0.0471(19) Uani 1 1 d . . . . .
C7 C 0.5811(9) 0.5336(8) 0.3163(6) 0.056(2) Uani 1 1 d . . . . .
H7 H 0.510252 0.511856 0.260576 0.067 Uiso 1 1 calc R U . . .
C8 C 0.5724(8) 0.6229(8) 0.3876(6) 0.052(2) Uani 1 1 d . . . . .
H8 H 0.494196 0.673188 0.389487 0.062 Uiso 1 1 calc R U . . .
C9 C 0.7052(8) 0.6276(7) 0.4609(6) 0.0461(19) Uani 1 1 d . . . . .
C10 C 0.7408(8) 0.7084(7) 0.5451(5) 0.0449(18) Uani 1 1 d . . . . .
C11 C 0.6790(9) 0.3404(8) 0.1904(6) 0.054(2) Uani 1 1 d . . . . .
C12 C 0.5865(11) 0.2189(9) 0.1628(7) 0.070(3) Uani 1 1 d . . . . .
H12 H 0.579049 0.166831 0.204997 0.083 Uiso 1 1 calc R U . . .
C13 C 0.5072(14) 0.1773(12) 0.0736(8) 0.091(4) Uani 1 1 d . . . . .
H13 H 0.447012 0.097126 0.055511 0.109 Uiso 1 1 calc R U . . .
C14 C 0.5174(14) 0.2547(12) 0.0114(7) 0.083(3) Uani 1 1 d . . . . .
C15 C 0.6041(12) 0.3730(11) 0.0374(7) 0.073(3) Uani 1 1 d . . . . .
H15 H 0.609321 0.425204 -0.004857 0.087 Uiso 1 1 calc R U . . .
C16 C 0.6857(11) 0.4159(10) 0.1282(7) 0.064(2) Uani 1 1 d . . . . .
H16 H 0.744652 0.496667 0.145705 0.077 Uiso 1 1 calc R U . . .
C17 C 0.6284(8) 0.7940(7) 0.5685(5) 0.0454(19) Uani 1 1 d . . . . .
C18 C 0.4730(8) 0.7411(8) 0.5614(6) 0.051(2) Uani 1 1 d . . . . .
H18 H 0.442440 0.653680 0.544218 0.062 Uiso 1 1 calc R U . . .
C19 C 0.3646(9) 0.8186(8) 0.5800(6) 0.055(2) Uani 1 1 d . . . . .
H19 H 0.260935 0.782681 0.573634 0.066 Uiso 1 1 calc R U . . .
C20 C 0.4066(8) 0.9462(8) 0.6074(6) 0.0484(19) Uani 1 1 d . . . . .
C21 C 0.5617(9) 0.9995(8) 0.6179(6) 0.054(2) Uani 1 1 d . . . . .
H21 H 0.592992 1.086259 0.639171 0.065 Uiso 1 1 calc R U . . .
C22 C 0.6701(8) 0.9223(7) 0.5963(5) 0.0479(19) Uani 1 1 d . . . . .
H22 H 0.773031 0.958810 0.601027 0.057 Uiso 1 1 calc R U . . .
C23 C 1.0790(9) 0.6922(8) 0.3842(6) 0.054(2) Uani 1 1 d D . . . .
C24 C 1.101(8) 0.676(5) 0.2867(19) 0.091(4) Uani 0.38(3) 1 d D . P A 1
C25 C 1.162(7) 0.576(4) 0.251(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H25 H 1.209076 0.526424 0.289163 0.109 Uiso 0.38(3) 1 calc R U P A 1
C26 C 1.154(10) 0.546(6) 0.158(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
C27 C 1.084(5) 0.620(4) 0.098(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H27 H 1.084280 0.603031 0.036117 0.109 Uiso 0.38(3) 1 calc R U P A 1
C28 C 1.015(4) 0.719(4) 0.1361(18) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H28 H 0.959743 0.764839 0.098580 0.109 Uiso 0.38(3) 1 calc R U P A 1
C29 C 1.027(4) 0.749(4) 0.2302(18) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H29 H 0.985351 0.818352 0.255257 0.109 Uiso 0.38(3) 1 calc R U P A 1
C28A C 1.093(3) 0.759(3) 0.1514(14) 0.091(4) Uani 0.62(3) 1 d D . P A 2
C29A C 1.080(3) 0.774(2) 0.2426(13) 0.091(4) Uani 0.62(3) 1 d D . P A 2
H29A H 1.059527 0.849823 0.273187 0.109 Uiso 0.62(3) 1 calc R U P A 2
C24A C 1.098(4) 0.6727(18) 0.2866(9) 0.049(4) Uani 0.62(3) 1 d D . P A 2
C27A C 1.137(3) 0.649(3) 0.1082(16) 0.121(11) Uani 0.62(3) 1 d D . P A 2
H27A H 1.153885 0.641144 0.049291 0.145 Uiso 0.62(3) 1 calc R U P A 2
C26A C 1.153(7) 0.550(3) 0.1573(15) 0.096(7) Uani 0.62(3) 1 d D . P A 2
H26A H 1.172244 0.472560 0.127867 0.115 Uiso 0.62(3) 1 calc R U P A 2
C25A C 1.142(3) 0.5651(17) 0.2483(11) 0.059(5) Uani 0.62(3) 1 d D . P A 2
H25A H 1.164047 0.502556 0.281666 0.071 Uiso 0.62(3) 1 calc R 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 O1 2.074(6) . ?
Sn1 O1 2.074(6) 2_766 ?
Sn1 N2 2.083(6) . ?
Sn1 N2 2.083(6) 2_766 ?
Sn1 N1 2.113(5) . ?
Sn1 N1 2.113(5) 2_766 ?
Br1 C26 1.93(3) . ?
Br2 C28A 2.09(2) . ?
I1 C14 2.093(10) . ?
I2 C20 2.083(7) . ?
O1 C23 1.297(10) . ?
O2 C23 1.203(9) . ?
N1 C4 1.351(9) . ?
N1 C1 1.363(9) . ?
N2 C9 1.371(8) . ?
N2 C6 1.394(10) . ?
C1 C10 1.421(10) 2_766 ?
C1 C2 1.431(11) . ?
C2 C3 1.342(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.421(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.411(10) . ?
C5 C6 1.400(10) . ?
C5 C11 1.490(11) . ?
C6 C7 1.418(10) . ?
C7 C8 1.346(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.450(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(10) . ?
C10 C17 1.486(9) . ?
C11 C16 1.358(13) . ?
C11 C12 1.413(12) . ?
C12 C13 1.379(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.363(15) . ?
C15 C16 1.406(13) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C22 1.364(10) . ?
C17 C18 1.398(10) . ?
C18 C19 1.382(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.357(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(11) . ?
C21 C22 1.391(10) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24A 1.510(14) . ?
C23 C24 1.518(18) . ?
C24 C25 1.344(18) . ?
C24 C29 1.39(2) . ?
C25 C26 1.39(2) . ?
C25 H25 0.9300 . ?
C26 C27 1.41(2) . ?
C27 C28 1.39(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.40(2) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C28A C27A 1.39(2) . ?
C28A C29A 1.400(19) . ?
C29A C24A 1.386(18) . ?
C29A H29A 0.9300 . ?
C24A C25A 1.344(14) . ?
C27A C26A 1.42(2) . ?
C27A H27A 0.9300 . ?
C26A C25A 1.393(19) . ?
C26A H26A 0.9300 . ?
C25A H25A 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_766 ?
O1 Sn1 N2 90.9(2) . . ?
O1 Sn1 N2 89.1(2) 2_766 . ?
O1 Sn1 N2 89.1(2) . 2_766 ?
O1 Sn1 N2 90.9(2) 2_766 2_766 ?
N2 Sn1 N2 180.0(3) . 2_766 ?
O1 Sn1 N1 83.4(2) . . ?
O1 Sn1 N1 96.6(2) 2_766 . ?
N2 Sn1 N1 90.6(2) . . ?
N2 Sn1 N1 89.4(2) 2_766 . ?
O1 Sn1 N1 96.6(2) . 2_766 ?
O1 Sn1 N1 83.4(2) 2_766 2_766 ?
N2 Sn1 N1 89.4(2) . 2_766 ?
N2 Sn1 N1 90.6(2) 2_766 2_766 ?
N1 Sn1 N1 180.0 . 2_766 ?
C23 O1 Sn1 127.7(5) . . ?
C4 N1 C1 108.7(6) . . ?
C4 N1 Sn1 124.2(5) . . ?
C1 N1 Sn1 124.5(5) . . ?
C9 N2 C6 109.1(6) . . ?
C9 N2 Sn1 126.1(5) . . ?
C6 N2 Sn1 124.6(4) . . ?
N1 C1 C10 127.0(6) . 2_766 ?
N1 C1 C2 106.8(6) . . ?
C10 C1 C2 126.0(6) 2_766 . ?
C3 C2 C1 108.9(7) . . ?
C3 C2 H2 125.6 . . ?
C1 C2 H2 125.6 . . ?
C2 C3 C4 106.3(7) . . ?
C2 C3 H3 126.8 . . ?
C4 C3 H3 126.8 . . ?
N1 C4 C5 126.5(7) . . ?
N1 C4 C3 109.2(6) . . ?
C5 C4 C3 124.2(7) . . ?
C6 C5 C4 127.0(7) . . ?
C6 C5 C11 116.4(6) . . ?
C4 C5 C11 116.6(6) . . ?
N2 C6 C5 125.8(6) . . ?
N2 C6 C7 107.6(6) . . ?
C5 C6 C7 126.5(7) . . ?
C8 C7 C6 108.1(7) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
C7 C8 C9 108.7(7) . . ?
C7 C8 H8 125.7 . . ?
C9 C8 H8 125.7 . . ?
N2 C9 C10 126.8(6) . . ?
N2 C9 C8 106.5(6) . . ?
C10 C9 C8 126.7(6) . . ?
C9 C10 C1 125.4(6) . 2_766 ?
C9 C10 C17 118.7(6) . . ?
C1 C10 C17 115.9(6) 2_766 . ?
C16 C11 C12 118.9(8) . . ?
C16 C11 C5 120.8(8) . . ?
C12 C11 C5 120.2(9) . . ?
C13 C12 C11 120.2(10) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.9(11) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 120.5(10) . . ?
C15 C14 I1 119.0(9) . . ?
C13 C14 I1 120.5(9) . . ?
C14 C15 C16 120.0(11) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C11 C16 C15 120.4(10) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C22 C17 C18 118.4(6) . . ?
C22 C17 C10 122.9(6) . . ?
C18 C17 C10 118.7(7) . . ?
C19 C18 C17 120.1(7) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 121.3(7) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 119.3(7) . . ?
C19 C20 I2 118.7(5) . . ?
C21 C20 I2 122.0(6) . . ?
C20 C21 C22 119.6(7) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 121.3(7) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
O2 C23 O1 125.3(9) . . ?
O2 C23 C24A 120.6(10) . . ?
O1 C23 C24A 114.0(8) . . ?
O2 C23 C24 119.7(14) . . ?
O1 C23 C24 115.0(13) . . ?
C25 C24 C29 120(2) . . ?
C25 C24 C23 120(2) . . ?
C29 C24 C23 119(2) . . ?
C24 C25 C26 120(2) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 122(2) . . ?
C25 C26 Br1 119.7(18) . . ?
C27 C26 Br1 118(2) . . ?
C28 C27 C26 117(2) . . ?
C28 C27 H27 121.6 . . ?
C26 C27 H27 121.6 . . ?
C27 C28 C29 121(2) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 120(2) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C27A C28A C29A 120.3(16) . . ?
C27A C28A Br2 121.7(16) . . ?
C29A C28A Br2 117.3(15) . . ?
C24A C29A C28A 118.9(15) . . ?
C24A C29A H29A 120.5 . . ?
C28A C29A H29A 120.5 . . ?
C25A C24A C29A 122.9(14) . . ?
C25A C24A C23 120.2(12) . . ?
C29A C24A C23 116.7(12) . . ?
C28A C27A C26A 117.6(17) . . ?
C28A C27A H27A 121.2 . . ?
C26A C27A H27A 121.2 . . ?
C25A C26A C27A 121.8(15) . . ?
C25A C26A H26A 119.1 . . ?
C27A C26A H26A 119.1 . . ?
C24A C25A C26A 118.0(14) . . ?
C24A C25A H25A 121.0 . . ?
C26A C25A H25A 121.0 . . ?

_refine_diff_density_max         1.141
_refine_diff_density_min         -0.962
_refine_diff_density_rms         0.136

####################################################################### 
# 
# 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_s2_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc24cj46
_database_code_depnum_ccdc_archive 'CCDC 1977277'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Amity University
India
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT910_s2                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: These angle reflections are probably missing due to the beamstop.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            4-Chlorobenzoate-tin-tetraiodoporphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H32 Cl2 I4 N4 O4 Sn'
_chemical_formula_weight         1546.06

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                   9.7530(2)
_cell_length_b                   10.7232(2)
_cell_length_c                   15.0866(3)
_cell_angle_alpha                99.5620(10)
_cell_angle_beta                 103.457(2)
_cell_angle_gamma                93.415(2)
_cell_volume                     1505.21(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14236
_cell_measurement_theta_min      3.4820
_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    1.706
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    2.610
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80924
_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            19042
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.496
_diffrn_reflns_theta_max         27.359
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6425
_reflns_number_gt                5294
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_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)+(0.0551P)²+1.7770P] 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         6425
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1211
_refine_ls_wR_factor_gt          0.1155
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_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 0.03621(11) Uani 1 2 d S . P . .
I1 I -0.76098(4) 1.01453(4) 0.61848(3) 0.07025(14) Uani 1 1 d . . . . .
I2 I 0.60545(5) 0.81428(5) 1.12501(3) 0.1038(2) Uani 1 1 d . . . . .
Cl1 Cl -0.1017(3) 0.0410(2) 0.90431(13) 0.1234(8) Uani 1 1 d . . . . .
O1 O -0.0714(3) 0.3654(3) 0.5694(2) 0.0507(7) Uani 1 1 d . . . . .
N1 N 0.2009(3) 0.4675(3) 0.5712(2) 0.0393(7) Uani 1 1 d . . . . .
N2 N -0.0070(3) 0.6472(3) 0.6093(2) 0.0400(7) Uani 1 1 d . . . . .
O2 O -0.2502(4) 0.4507(4) 0.6159(3) 0.0731(10) Uani 1 1 d . . . . .
C11 C -0.3642(4) 0.7798(4) 0.5699(3) 0.0421(9) Uani 1 1 d . . . . .
C10 C -0.2488(4) 0.7036(4) 0.5476(3) 0.0401(8) Uani 1 1 d . . . . .
C9 C -0.1215(4) 0.7131(4) 0.6158(3) 0.0427(9) Uani 1 1 d . . . . .
C4 C 0.2673(4) 0.5234(4) 0.6606(3) 0.0430(9) Uani 1 1 d . . . . .
C14 C -0.5872(5) 0.9150(4) 0.6014(3) 0.0455(9) Uani 1 1 d . . . . .
C1 C 0.2820(4) 0.3767(4) 0.5401(3) 0.0417(9) Uani 1 1 d . . . . .
C12 C -0.3457(4) 0.9111(4) 0.5952(3) 0.0451(9) Uani 1 1 d . . . . .
H12 H -0.257531 0.954361 0.601301 0.054 Uiso 1 1 calc R U . . .
C5 C 0.2190(4) 0.6198(4) 0.7166(3) 0.0433(9) Uani 1 1 d . . . . .
C17 C 0.3098(4) 0.6657(4) 0.8118(3) 0.0480(10) Uani 1 1 d . . . . .
C13 C -0.4566(5) 0.9789(4) 0.6115(3) 0.0497(10) Uani 1 1 d . . . . .
H13 H -0.442842 1.066981 0.629120 0.060 Uiso 1 1 calc R U . . .
C6 C 0.0918(4) 0.6755(4) 0.6925(3) 0.0435(9) Uani 1 1 d . . . . .
C8 C -0.0915(5) 0.7878(4) 0.7069(3) 0.0535(11) Uani 1 1 d . . . . .
H8 H -0.151275 0.841504 0.730369 0.064 Uiso 1 1 calc R U . . .
C16 C -0.4975(5) 0.7176(4) 0.5628(3) 0.0521(11) Uani 1 1 d . . . . .
H16 H -0.511570 0.629381 0.547230 0.063 Uiso 1 1 calc R U . . .
C3 C 0.3963(5) 0.4654(4) 0.6858(3) 0.0538(11) Uani 1 1 d . . . . .
H3 H 0.462714 0.485484 0.742611 0.065 Uiso 1 1 calc R U . . .
C2 C 0.4047(5) 0.3782(4) 0.6140(3) 0.0505(10) Uani 1 1 d . . . . .
H2 H 0.477982 0.326907 0.612142 0.061 Uiso 1 1 calc R U . . .
C24 C -0.1436(5) 0.2918(4) 0.6908(3) 0.0539(11) Uani 1 1 d . . . . .
C15 C -0.6075(5) 0.7844(4) 0.5784(3) 0.0538(11) Uani 1 1 d . . . . .
H15 H -0.695598 0.741693 0.573536 0.065 Uiso 1 1 calc R U . . .
C7 C 0.0381(5) 0.7671(4) 0.7528(3) 0.0552(11) Uani 1 1 d . . . . .
H7 H 0.084802 0.805425 0.813130 0.066 Uiso 1 1 calc R U . . .
C23 C -0.1589(5) 0.3775(4) 0.6207(3) 0.0526(11) Uani 1 1 d . . . . .
C18 C 0.3904(6) 0.7812(5) 0.8351(4) 0.0727(15) Uani 1 1 d . . . . .
H18 H 0.388702 0.831884 0.790529 0.087 Uiso 1 1 calc R U . . .
C20 C 0.4785(6) 0.7516(6) 0.9895(3) 0.0658(14) Uani 1 1 d . . . . .
C25 C -0.0402(6) 0.2120(5) 0.7012(4) 0.0702(14) Uani 1 1 d . . . . .
H25 H 0.022907 0.209486 0.663446 0.084 Uiso 1 1 calc R U . . .
C22 C 0.3159(6) 0.5936(5) 0.8798(3) 0.0643(13) Uani 1 1 d . . . . .
H22 H 0.263332 0.514518 0.865891 0.077 Uiso 1 1 calc R U . . .
C21 C 0.4000(6) 0.6374(6) 0.9694(4) 0.0744(15) Uani 1 1 d . . . . .
H21 H 0.402018 0.588529 1.015103 0.089 Uiso 1 1 calc R U . . .
C27 C -0.1180(7) 0.1375(5) 0.8209(4) 0.0738(16) Uani 1 1 d . . . . .
C29 C -0.2379(6) 0.2923(6) 0.7458(4) 0.0713(14) Uani 1 1 d . . . . .
H29 H -0.310901 0.344615 0.738755 0.086 Uiso 1 1 calc R U . . .
C28 C -0.2245(7) 0.2151(6) 0.8118(4) 0.0828(17) Uani 1 1 d . . . . .
H28 H -0.287498 0.216127 0.849557 0.099 Uiso 1 1 calc R U . . .
C26 C -0.0268(7) 0.1350(6) 0.7662(4) 0.0802(17) Uani 1 1 d . . . . .
H26 H 0.044977 0.081336 0.772363 0.096 Uiso 1 1 calc R U . . .
C19 C 0.4742(7) 0.8234(6) 0.9242(4) 0.0834(18) Uani 1 1 d . . . . .
H19 H 0.527889 0.901976 0.938778 0.100 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 2.084(3) 2_566 ?
Sn1 N1 2.084(3) . ?
Sn1 O1 2.094(3) 2_566 ?
Sn1 O1 2.094(3) . ?
Sn1 N2 2.101(3) . ?
Sn1 N2 2.101(3) 2_566 ?
I1 C14 2.099(4) . ?
I2 C20 2.105(5) . ?
Cl1 C27 1.743(5) . ?
O1 C23 1.277(5) . ?
N1 C4 1.369(5) . ?
N1 C1 1.380(5) . ?
N2 C6 1.368(5) . ?
N2 C9 1.370(5) . ?
O2 C23 1.219(5) . ?
C11 C12 1.385(6) . ?
C11 C16 1.398(6) . ?
C11 C10 1.498(5) . ?
C10 C9 1.403(6) . ?
C10 C1 1.409(6) 2_566 ?
C9 C8 1.426(6) . ?
C4 C5 1.400(6) . ?
C4 C3 1.437(6) . ?
C14 C13 1.373(6) . ?
C14 C15 1.376(6) . ?
C1 C2 1.431(6) . ?
C12 C13 1.385(6) . ?
C12 H12 0.9300 . ?
C5 C6 1.407(6) . ?
C5 C17 1.486(6) . ?
C17 C18 1.374(7) . ?
C17 C22 1.377(7) . ?
C13 H13 0.9300 . ?
C6 C7 1.432(6) . ?
C8 C7 1.344(6) . ?
C8 H8 0.9300 . ?
C16 C15 1.369(6) . ?
C16 H16 0.9300 . ?
C3 C2 1.329(6) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C24 C25 1.360(7) . ?
C24 C29 1.374(7) . ?
C24 C23 1.500(6) . ?
C15 H15 0.9300 . ?
C7 H7 0.9300 . ?
C18 C19 1.386(7) . ?
C18 H18 0.9300 . ?
C20 C19 1.343(8) . ?
C20 C21 1.354(8) . ?
C25 C26 1.371(8) . ?
C25 H25 0.9300 . ?
C22 C21 1.395(7) . ?
C22 H22 0.9300 . ?
C21 H21 0.9300 . ?
C27 C26 1.346(8) . ?
C27 C28 1.365(9) . ?
C29 C28 1.385(8) . ?
C29 H29 0.9300 . ?
C28 H28 0.9300 . ?
C26 H26 0.9300 . ?
C19 H19 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
N1 Sn1 N1 180.0 2_566 . ?
N1 Sn1 O1 84.31(13) 2_566 2_566 ?
N1 Sn1 O1 95.69(13) . 2_566 ?
N1 Sn1 O1 95.69(13) 2_566 . ?
N1 Sn1 O1 84.31(13) . . ?
O1 Sn1 O1 180.00(10) 2_566 . ?
N1 Sn1 N2 89.74(12) 2_566 . ?
N1 Sn1 N2 90.26(12) . . ?
O1 Sn1 N2 89.50(12) 2_566 . ?
O1 Sn1 N2 90.50(12) . . ?
N1 Sn1 N2 90.26(12) 2_566 2_566 ?
N1 Sn1 N2 89.74(12) . 2_566 ?
O1 Sn1 N2 90.50(12) 2_566 2_566 ?
O1 Sn1 N2 89.50(12) . 2_566 ?
N2 Sn1 N2 180.00(13) . 2_566 ?
C23 O1 Sn1 128.0(3) . . ?
C4 N1 C1 108.8(3) . . ?
C4 N1 Sn1 125.2(3) . . ?
C1 N1 Sn1 125.7(3) . . ?
C6 N2 C9 108.8(3) . . ?
C6 N2 Sn1 124.6(3) . . ?
C9 N2 Sn1 125.5(3) . . ?
C12 C11 C16 118.1(4) . . ?
C12 C11 C10 122.6(4) . . ?
C16 C11 C10 119.3(4) . . ?
C9 C10 C1 125.8(4) . 2_566 ?
C9 C10 C11 118.3(3) . . ?
C1 C10 C11 115.8(4) 2_566 . ?
N2 C9 C10 126.5(4) . . ?
N2 C9 C8 107.7(4) . . ?
C10 C9 C8 125.8(4) . . ?
N1 C4 C5 126.4(4) . . ?
N1 C4 C3 107.2(4) . . ?
C5 C4 C3 126.4(4) . . ?
C13 C14 C15 120.8(4) . . ?
C13 C14 I1 120.7(3) . . ?
C15 C14 I1 118.5(3) . . ?
N1 C1 C10 126.3(4) . 2_566 ?
N1 C1 C2 107.2(3) . . ?
C10 C1 C2 126.5(4) 2_566 . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C4 C5 C6 126.5(4) . . ?
C4 C5 C17 116.6(4) . . ?
C6 C5 C17 116.9(3) . . ?
C18 C17 C22 117.6(4) . . ?
C18 C17 C5 121.4(4) . . ?
C22 C17 C5 121.0(4) . . ?
C14 C13 C12 119.4(4) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
N2 C6 C5 126.5(4) . . ?
N2 C6 C7 107.5(3) . . ?
C5 C6 C7 126.0(4) . . ?
C7 C8 C9 108.0(4) . . ?
C7 C8 H8 126.0 . . ?
C9 C8 H8 126.0 . . ?
C15 C16 C11 121.1(4) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C2 C3 C4 108.4(4) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
C3 C2 C1 108.4(4) . . ?
C3 C2 H2 125.8 . . ?
C1 C2 H2 125.8 . . ?
C25 C24 C29 118.5(5) . . ?
C25 C24 C23 122.2(5) . . ?
C29 C24 C23 119.3(5) . . ?
C16 C15 C14 119.6(4) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C8 C7 C6 108.0(4) . . ?
C8 C7 H7 126.0 . . ?
C6 C7 H7 126.0 . . ?
O2 C23 O1 125.2(4) . . ?
O2 C23 C24 120.0(5) . . ?
O1 C23 C24 114.8(4) . . ?
C17 C18 C19 120.9(5) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C19 C20 C21 120.4(5) . . ?
C19 C20 I2 120.9(4) . . ?
C21 C20 I2 118.7(4) . . ?
C24 C25 C26 121.5(5) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C17 C22 C21 120.9(5) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C20 C21 C22 119.6(5) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C26 C27 C28 120.6(5) . . ?
C26 C27 Cl1 120.2(5) . . ?
C28 C27 Cl1 119.2(5) . . ?
C24 C29 C28 120.2(5) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C27 C28 C29 119.5(5) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C27 C26 C25 119.6(5) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C20 C19 C18 120.5(6) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?

_refine_diff_density_max         1.832
_refine_diff_density_min         -1.320
_refine_diff_density_rms         0.095





