# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1846885'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Panjab University
India
;
_audit_update_record             
;
2018-06-02 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            m-fluorobenzoate-tin-porphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H32 F2 N8 O4 Sn'
_chemical_formula_weight         1013.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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'

_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                   10.3030(3)
_cell_length_b                   19.0612(5)
_cell_length_c                   11.2798(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.019(2)
_cell_angle_gamma                90
_cell_volume                     2193.55(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12557
_cell_measurement_theta_min      3.577
_cell_measurement_theta_max      27.288

_exptl_crystal_description       'Elongated block'
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.651
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78529
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
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            19083
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.297
_diffrn_reflns_theta_max         25.997
_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             4295
_reflns_number_gt                3386
_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    XP
_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)+(0.0581P)²+0.9423P] 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         4295
_refine_ls_number_parameters     313
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.057
_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 0.03776(12) Uani 1 2 d S . P . .
F1 F 0.0366(3) 0.19203(17) 0.6561(3) 0.1353(11) Uani 1 1 d . . . . .
O1 O 0.4245(2) 0.40961(11) 0.57723(17) 0.0484(5) Uani 1 1 d . U . . .
O2 O 0.2179(3) 0.40862(14) 0.4904(2) 0.0735(7) Uani 1 1 d . . . . .
N1 N 0.3406(2) 0.56194(12) 0.53150(19) 0.0407(5) Uani 1 1 d . . . . .
N2 N 0.4080(2) 0.47728(14) 0.3278(2) 0.0418(5) Uani 1 1 d . . . . .
N3 N -0.1682(4) 0.5864(3) 0.1265(3) 0.0924(12) Uani 1 1 d . . . . .
N4 N 0.6734(4) 0.29076(19) -0.0466(3) 0.0822(10) Uani 1 1 d . . . . .
C1 C 0.3263(3) 0.59503(15) 0.6371(2) 0.0406(6) Uani 1 1 d . . . . .
C2 C 0.1976(3) 0.62435(17) 0.6236(3) 0.0505(7) Uani 1 1 d . . . . .
H2A H 0.161364 0.649692 0.681394 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1379(3) 0.60899(16) 0.5131(3) 0.0495(7) Uani 1 1 d . . . . .
H3A H 0.052966 0.621583 0.481082 0.059 Uiso 1 1 calc R U . . .
C4 C 0.2267(3) 0.57037(16) 0.4540(3) 0.0418(7) Uani 1 1 d . . . . .
C5 C 0.2024(3) 0.54326(15) 0.3361(2) 0.0423(7) Uani 1 1 d . . . . .
C6 C 0.2842(3) 0.50025(13) 0.2800(3) 0.0411(7) Uani 1 1 d . . . . .
C7 C 0.2561(3) 0.47121(18) 0.1621(2) 0.0484(7) Uani 1 1 d . . . . .
H7A H 0.179589 0.478210 0.109147 0.058 Uiso 1 1 calc R U . . .
C8 C 0.3588(3) 0.43222(16) 0.1410(2) 0.0486(7) Uani 1 1 d . . . . .
H8A H 0.365392 0.407185 0.071331 0.058 Uiso 1 1 calc R U . . .
C9 C 0.4567(3) 0.43587(15) 0.2447(2) 0.0414(6) Uani 1 1 d . . . . .
C10 C 0.5798(3) 0.40344(14) 0.2599(2) 0.0416(6) Uani 1 1 d . . . . .
C11 C 0.0728(3) 0.56093(16) 0.2657(2) 0.0466(7) Uani 1 1 d . . . . .
C12 C -0.0308(5) 0.5192(3) 0.2658(6) 0.116(2) Uani 1 1 d . . . . .
H12A H -0.024464 0.479040 0.312972 0.139 Uiso 1 1 calc R U . . .
C13 C -0.1475(5) 0.5356(4) 0.1959(6) 0.133(2) Uani 1 1 d . . . . .
H13A H -0.217789 0.505672 0.201085 0.159 Uiso 1 1 calc R U . . .
C14 C -0.0692(5) 0.6281(3) 0.1275(4) 0.0977(16) Uani 1 1 d . . . . .
H14A H -0.080356 0.667465 0.078368 0.117 Uiso 1 1 calc R U . . .
C15 C 0.0534(4) 0.6190(2) 0.1966(4) 0.0787(11) Uani 1 1 d . . . . .
H15A H 0.119754 0.651879 0.194954 0.094 Uiso 1 1 calc R U . . .
C16 C 0.6149(3) 0.36370(16) 0.1541(2) 0.0465(7) Uani 1 1 d . . . . .
C17 C 0.6392(3) 0.29285(18) 0.1590(3) 0.0568(8) Uani 1 1 d . . . . .
H17A H 0.636692 0.267910 0.229505 0.068 Uiso 1 1 calc R U . . .
C18 C 0.6676(4) 0.2594(2) 0.0569(3) 0.0756(11) Uani 1 1 d . . . . .
H18A H 0.683700 0.211365 0.061438 0.091 Uiso 1 1 calc R U . . .
C19 C 0.6519(4) 0.3584(2) -0.0489(3) 0.0738(11) Uani 1 1 d . . . . .
H19A H 0.657419 0.381918 -0.120349 0.089 Uiso 1 1 calc R U . . .
C20 C 0.6218(3) 0.39772(18) 0.0464(3) 0.0575(8) Uani 1 1 d . . . . .
H20A H 0.606476 0.445698 0.038633 0.069 Uiso 1 1 calc R U . . .
C21 C 0.3093(3) 0.38551(18) 0.5614(3) 0.0542(8) Uani 1 1 d . U . . .
C22 C 0.2854(4) 0.32260(18) 0.6366(3) 0.0566(8) Uani 1 1 d . . . . .
C23 C 0.3728(4) 0.3043(2) 0.7362(3) 0.0771(11) Uani 1 1 d . . . . .
H23A H 0.450085 0.329516 0.756024 0.092 Uiso 1 1 calc R U . . .
C24 C 0.3442(5) 0.2475(3) 0.8070(4) 0.0887(13) Uani 1 1 d . . . . .
H24A H 0.402678 0.235196 0.874210 0.106 Uiso 1 1 calc R U . . .
C25 C 0.2335(6) 0.2108(2) 0.7787(4) 0.0899(14) Uani 1 1 d . . . . .
H25A H 0.214096 0.173158 0.825815 0.108 Uiso 1 1 calc R U . . .
C26 C 0.1498(4) 0.2296(2) 0.6797(4) 0.0772(11) Uani 1 1 d . . . . .
C27 C 0.1722(4) 0.28360(19) 0.6080(3) 0.0641(9) Uani 1 1 d . . . . .
H27A H 0.112625 0.294419 0.540755 0.077 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 2.084(2) 3_666 ?
Sn1 N2 2.084(2) . ?
Sn1 N1 2.093(2) 3_666 ?
Sn1 N1 2.093(2) . ?
Sn1 O1 2.126(2) 3_666 ?
Sn1 O1 2.126(2) . ?
F1 C26 1.363(5) . ?
O1 C21 1.262(4) . ?
O2 C21 1.230(4) . ?
N1 C4 1.372(4) . ?
N1 C1 1.374(3) . ?
N2 C9 1.373(3) . ?
N2 C6 1.384(4) . ?
N3 C13 1.245(7) . ?
N3 C14 1.292(6) . ?
N4 C19 1.308(5) . ?
N4 C18 1.321(5) . ?
C1 C10 1.405(4) 3_666 ?
C1 C2 1.427(4) . ?
C2 C3 1.344(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.412(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.416(4) . ?
C5 C6 1.390(4) . ?
C5 C11 1.494(4) . ?
C6 C7 1.432(4) . ?
C7 C8 1.341(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.436(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.400(4) . ?
C10 C16 1.499(4) . ?
C11 C12 1.331(5) . ?
C11 C15 1.352(5) . ?
C12 C13 1.378(7) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.400(6) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.373(4) . ?
C16 C20 1.388(4) . ?
C17 C18 1.383(4) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.381(5) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 C22 1.508(5) . ?
C22 C23 1.383(5) . ?
C22 C27 1.383(5) . ?
C23 C24 1.401(6) . ?
C23 H23A 0.9300 . ?
C24 C25 1.339(6) . ?
C24 H24A 0.9300 . ?
C25 C26 1.361(6) . ?
C25 H25A 0.9300 . ?
C26 C27 1.348(5) . ?
C27 H27A 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 180.00(13) 3_666 . ?
N2 Sn1 N1 90.55(9) 3_666 3_666 ?
N2 Sn1 N1 89.45(9) . 3_666 ?
N2 Sn1 N1 89.45(9) 3_666 . ?
N2 Sn1 N1 90.55(9) . . ?
N1 Sn1 N1 180.0 3_666 . ?
N2 Sn1 O1 93.93(9) 3_666 3_666 ?
N2 Sn1 O1 86.07(9) . 3_666 ?
N1 Sn1 O1 92.71(8) 3_666 3_666 ?
N1 Sn1 O1 87.30(8) . 3_666 ?
N2 Sn1 O1 86.07(9) 3_666 . ?
N2 Sn1 O1 93.93(9) . . ?
N1 Sn1 O1 87.29(8) 3_666 . ?
N1 Sn1 O1 92.70(8) . . ?
O1 Sn1 O1 180.00(6) 3_666 . ?
C21 O1 Sn1 128.9(2) . . ?
C4 N1 C1 108.2(2) . . ?
C4 N1 Sn1 125.44(19) . . ?
C1 N1 Sn1 126.02(19) . . ?
C9 N2 C6 108.7(2) . . ?
C9 N2 Sn1 126.38(19) . . ?
C6 N2 Sn1 124.88(19) . . ?
C13 N3 C14 114.1(4) . . ?
C19 N4 C18 115.9(3) . . ?
N1 C1 C10 125.6(3) . 3_666 ?
N1 C1 C2 107.3(2) . . ?
C10 C1 C2 127.0(3) 3_666 . ?
C3 C2 C1 108.2(3) . . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
C2 C3 C4 108.0(3) . . ?
C2 C3 H3A 126.0 . . ?
C4 C3 H3A 126.0 . . ?
N1 C4 C3 108.3(3) . . ?
N1 C4 C5 125.4(3) . . ?
C3 C4 C5 126.3(3) . . ?
C6 C5 C4 127.1(3) . . ?
C6 C5 C11 116.4(3) . . ?
C4 C5 C11 116.4(3) . . ?
N2 C6 C5 126.4(3) . . ?
N2 C6 C7 107.2(3) . . ?
C5 C6 C7 126.4(3) . . ?
C8 C7 C6 108.5(3) . . ?
C8 C7 H7A 125.8 . . ?
C6 C7 H7A 125.8 . . ?
C7 C8 C9 108.1(3) . . ?
C7 C8 H8A 126.0 . . ?
C9 C8 H8A 126.0 . . ?
N2 C9 C10 125.6(2) . . ?
N2 C9 C8 107.5(2) . . ?
C10 C9 C8 126.8(3) . . ?
C9 C10 C1 126.8(2) . 3_666 ?
C9 C10 C16 116.1(2) . . ?
C1 C10 C16 117.0(3) 3_666 . ?
C12 C11 C15 115.8(4) . . ?
C12 C11 C5 121.5(3) . . ?
C15 C11 C5 122.7(3) . . ?
C11 C12 C13 120.0(5) . . ?
C11 C12 H12A 120.0 . . ?
C13 C12 H12A 120.0 . . ?
N3 C13 C12 126.5(5) . . ?
N3 C13 H13A 116.8 . . ?
C12 C13 H13A 116.8 . . ?
N3 C14 C15 125.3(5) . . ?
N3 C14 H14A 117.3 . . ?
C15 C14 H14A 117.3 . . ?
C11 C15 C14 118.2(4) . . ?
C11 C15 H15A 120.9 . . ?
C14 C15 H15A 120.9 . . ?
C17 C16 C20 117.6(3) . . ?
C17 C16 C10 121.8(3) . . ?
C20 C16 C10 120.5(3) . . ?
C16 C17 C18 118.6(3) . . ?
C16 C17 H17A 120.7 . . ?
C18 C17 H17A 120.7 . . ?
N4 C18 C17 124.6(3) . . ?
N4 C18 H18A 117.7 . . ?
C17 C18 H18A 117.7 . . ?
N4 C19 C20 125.1(3) . . ?
N4 C19 H19A 117.5 . . ?
C20 C19 H19A 117.5 . . ?
C19 C20 C16 118.2(3) . . ?
C19 C20 H20A 120.9 . . ?
C16 C20 H20A 120.9 . . ?
O2 C21 O1 125.5(3) . . ?
O2 C21 C22 118.7(3) . . ?
O1 C21 C22 115.7(3) . . ?
C23 C22 C27 119.1(3) . . ?
C23 C22 C21 121.2(3) . . ?
C27 C22 C21 119.7(3) . . ?
C22 C23 C24 119.6(4) . . ?
C22 C23 H23A 120.2 . . ?
C24 C23 H23A 120.2 . . ?
C25 C24 C23 120.6(4) . . ?
C25 C24 H24A 119.7 . . ?
C23 C24 H24A 119.7 . . ?
C24 C25 C26 118.6(4) . . ?
C24 C25 H25A 120.7 . . ?
C26 C25 H25A 120.7 . . ?
C27 C26 C25 123.5(4) . . ?
C27 C26 F1 119.9(4) . . ?
C25 C26 F1 116.6(4) . . ?
C26 C27 C22 118.7(4) . . ?
C26 C27 H27A 120.7 . . ?
C22 C27 H27A 120.7 . . ?

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 178.1(3) . . . 3_666 ?
Sn1 N1 C1 C10 4.3(4) . . . 3_666 ?
C4 N1 C1 C2 0.5(3) . . . . ?
Sn1 N1 C1 C2 -173.3(2) . . . . ?
N1 C1 C2 C3 -0.1(4) . . . . ?
C10 C1 C2 C3 -177.6(3) 3_666 . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 N1 C4 C3 -0.8(3) . . . . ?
Sn1 N1 C4 C3 173.09(19) . . . . ?
C1 N1 C4 C5 -179.4(3) . . . . ?
Sn1 N1 C4 C5 -5.5(4) . . . . ?
C2 C3 C4 N1 0.7(4) . . . . ?
C2 C3 C4 C5 179.3(3) . . . . ?
N1 C4 C5 C6 4.2(5) . . . . ?
C3 C4 C5 C6 -174.2(3) . . . . ?
N1 C4 C5 C11 -177.9(3) . . . . ?
C3 C4 C5 C11 3.7(4) . . . . ?
C9 N2 C6 C5 180.0(3) . . . . ?
Sn1 N2 C6 C5 1.8(4) . . . . ?
C9 N2 C6 C7 0.2(3) . . . . ?
Sn1 N2 C6 C7 -178.0(2) . . . . ?
C4 C5 C6 N2 -2.2(5) . . . . ?
C11 C5 C6 N2 180.0(3) . . . . ?
C4 C5 C6 C7 177.6(3) . . . . ?
C11 C5 C6 C7 -0.3(4) . . . . ?
N2 C6 C7 C8 0.3(4) . . . . ?
C5 C6 C7 C8 -179.5(3) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C6 N2 C9 C10 179.4(3) . . . . ?
Sn1 N2 C9 C10 -2.4(4) . . . . ?
C6 N2 C9 C8 -0.6(3) . . . . ?
Sn1 N2 C9 C8 177.5(2) . . . . ?
C7 C8 C9 N2 0.8(3) . . . . ?
C7 C8 C9 C10 -179.2(3) . . . . ?
N2 C9 C10 C1 2.4(5) . . . 3_666 ?
C8 C9 C10 C1 -177.6(3) . . . 3_666 ?
N2 C9 C10 C16 -176.9(3) . . . . ?
C8 C9 C10 C16 3.2(4) . . . . ?
C6 C5 C11 C12 86.5(5) . . . . ?
C4 C5 C11 C12 -91.6(5) . . . . ?
C6 C5 C11 C15 -92.3(4) . . . . ?
C4 C5 C11 C15 89.6(4) . . . . ?
C15 C11 C12 C13 1.5(9) . . . . ?
C5 C11 C12 C13 -177.3(6) . . . . ?
C14 N3 C13 C12 -3.4(11) . . . . ?
C11 C12 C13 N3 2.1(13) . . . . ?
C13 N3 C14 C15 1.2(8) . . . . ?
C12 C11 C15 C14 -3.3(6) . . . . ?
C5 C11 C15 C14 175.5(4) . . . . ?
N3 C14 C15 C11 2.1(7) . . . . ?
C9 C10 C16 C17 -118.5(3) . . . . ?
C1 C10 C16 C17 62.2(4) 3_666 . . . ?
C9 C10 C16 C20 60.5(4) . . . . ?
C1 C10 C16 C20 -118.8(3) 3_666 . . . ?
C20 C16 C17 C18 -0.7(5) . . . . ?
C10 C16 C17 C18 178.3(3) . . . . ?
C19 N4 C18 C17 0.9(6) . . . . ?
C16 C17 C18 N4 0.1(6) . . . . ?
C18 N4 C19 C20 -1.4(7) . . . . ?
N4 C19 C20 C16 0.8(6) . . . . ?
C17 C16 C20 C19 0.3(5) . . . . ?
C10 C16 C20 C19 -178.7(3) . . . . ?
Sn1 O1 C21 O2 4.6(5) . . . . ?
Sn1 O1 C21 C22 -176.02(18) . . . . ?
O2 C21 C22 C23 -164.6(4) . . . . ?
O1 C21 C22 C23 15.9(5) . . . . ?
O2 C21 C22 C27 13.3(5) . . . . ?
O1 C21 C22 C27 -166.1(3) . . . . ?
C27 C22 C23 C24 -0.9(6) . . . . ?
C21 C22 C23 C24 177.0(4) . . . . ?
C22 C23 C24 C25 0.3(7) . . . . ?
C23 C24 C25 C26 0.3(7) . . . . ?
C24 C25 C26 C27 -0.1(7) . . . . ?
C24 C25 C26 F1 -178.3(4) . . . . ?
C25 C26 C27 C22 -0.6(6) . . . . ?
F1 C26 C27 C22 177.5(3) . . . . ?
C23 C22 C27 C26 1.1(5) . . . . ?
C21 C22 C27 C26 -176.9(3) . . . . ?

_refine_diff_density_max         0.364
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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 1846887'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Panjab University
India
;
_audit_update_record             
;
2018-06-02 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            Penta-fluorobenzoate-tin-porphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H24 F10 N8 O4 Sn'
_chemical_formula_weight         1157.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.7422(3)
_cell_length_b                   12.1360(7)
_cell_length_c                   12.4046(5)
_cell_angle_alpha                60.769(5)
_cell_angle_beta                 89.027(3)
_cell_angle_gamma                86.065(4)
_cell_volume                     1145.57(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12589
_cell_measurement_theta_min      3.2910
_cell_measurement_theta_max      27.394

_exptl_crystal_description       block
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.659
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60726
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
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 (Mo) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15679
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.103
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4491
_reflns_number_gt                4361
_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)+(0.0617P)²+0.8784P] 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         4491
_refine_ls_number_parameters     349
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1116
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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 0.000000 0.500000 0.500000 0.02971(12) Uani 1 2 d S . P . .
F1 F -0.0456(4) 0.7187(3) 0.6863(3) 0.1050(11) Uani 1 1 d . . . . .
F2 F 0.0335(7) 0.8378(4) 0.8083(3) 0.1472(18) Uani 1 1 d . . . . .
F3 F 0.2503(6) 1.0051(4) 0.7201(4) 0.1399(17) Uani 1 1 d . . . . .
F4 F 0.3652(5) 1.0743(4) 0.4917(5) 0.1450(18) Uani 1 1 d . . . . .
F5 F 0.2905(4) 0.9543(3) 0.3711(3) 0.1060(11) Uani 1 1 d . . . . .
O1 O 0.0993(3) 0.6399(2) 0.5230(2) 0.0433(6) Uani 1 1 d . . . . .
O2 O 0.0321(5) 0.8212(3) 0.3536(3) 0.0851(11) Uani 1 1 d . . . . .
N1 N -0.0552(3) 0.4231(2) 0.6860(2) 0.0339(6) Uani 1 1 d . . . . .
N2 N 0.2113(3) 0.3955(2) 0.5488(2) 0.0332(6) Uani 1 1 d . . . . .
N3 N 0.3705(5) -0.0111(4) 1.1207(3) 0.0791(13) Uani 1 1 d . . . . .
N4 N 0.6636(5) 0.3847(4) 0.1352(4) 0.0697(11) Uani 1 1 d . . . . .
C1 C -0.1841(4) 0.4564(3) 0.7318(3) 0.0361(7) Uani 1 1 d . . . . .
C2 C -0.1714(5) 0.3874(4) 0.8634(3) 0.0496(9) Uani 1 1 d . . . . .
H2A H -0.242035 0.391861 0.918288 0.060 Uiso 1 1 calc R U . . .
C3 C -0.0393(5) 0.3148(4) 0.8938(3) 0.0515(10) Uani 1 1 d . . . . .
H3B H -0.003299 0.259641 0.973827 0.062 Uiso 1 1 calc R U . . .
C4 C 0.0365(4) 0.3360(3) 0.7834(3) 0.0371(7) Uani 1 1 d . . . . .
C5 C 0.1794(4) 0.2817(3) 0.7750(3) 0.0358(7) Uani 1 1 d . . . . .
C6 C 0.2605(4) 0.3085(3) 0.6676(3) 0.0335(7) Uani 1 1 d . . . . .
C7 C 0.4045(4) 0.2508(3) 0.6601(3) 0.0394(8) Uani 1 1 d . . . . .
H7A H 0.464172 0.189803 0.726566 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4392(4) 0.3000(3) 0.5399(3) 0.0415(8) Uani 1 1 d . . . . .
H8A H 0.527045 0.278595 0.508911 0.050 Uiso 1 1 calc R U . . .
C9 C 0.3180(4) 0.3910(3) 0.4679(3) 0.0343(7) Uani 1 1 d . . . . .
C10 C 0.3056(4) 0.4578(3) 0.3388(3) 0.0346(7) Uani 1 1 d . . . . .
C11 C 0.2497(4) 0.1799(3) 0.8951(3) 0.0410(8) Uani 1 1 d . . . . .
C12 C 0.1909(5) 0.0652(4) 0.9546(4) 0.0785(16) Uani 1 1 d . . . . .
H12A H 0.109025 0.047507 0.919907 0.094 Uiso 1 1 calc R U . . .
C13 C 0.2537(7) -0.0255(5) 1.0674(5) 0.099(2) Uani 1 1 d . . . . .
H13A H 0.208695 -0.102492 1.107883 0.119 Uiso 1 1 calc R U . . .
C14 C 0.4306(8) 0.0979(5) 1.0609(5) 0.094(2) Uani 1 1 d . . . . .
H14A H 0.516799 0.110456 1.095443 0.112 Uiso 1 1 calc R U . . .
C15 C 0.3734(7) 0.1967(4) 0.9486(5) 0.0810(17) Uani 1 1 d . . . . .
H15A H 0.419529 0.273217 0.910754 0.097 Uiso 1 1 calc R U . . .
C16 C 0.4306(4) 0.4314(3) 0.2690(3) 0.0362(7) Uani 1 1 d . . . . .
C17 C 0.5785(4) 0.4616(4) 0.2718(4) 0.0490(9) Uani 1 1 d . . . . .
H17A H 0.604291 0.497937 0.319280 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6886(5) 0.4373(4) 0.2034(4) 0.0630(11) Uani 1 1 d . . . . .
H18A H 0.787500 0.459943 0.205890 0.076 Uiso 1 1 calc R U . . .
C19 C 0.5220(6) 0.3558(5) 0.1334(5) 0.0716(13) Uani 1 1 d . . . . .
H19A H 0.500205 0.319551 0.084918 0.086 Uiso 1 1 calc R U . . .
C20 C 0.4025(5) 0.3754(4) 0.1986(4) 0.0560(10) Uani 1 1 d . . . . .
H20A H 0.305046 0.351023 0.194817 0.067 Uiso 1 1 calc R U . . .
C21 C 0.0801(5) 0.7611(4) 0.4584(4) 0.0517(9) Uani 1 1 d . . . . .
C22 C 0.1206(5) 0.8300(4) 0.5271(4) 0.0494(9) Uani 1 1 d . . . . .
C23 C 0.0585(6) 0.8046(4) 0.6372(4) 0.0642(12) Uani 1 1 d . . . . .
C24 C 0.0986(8) 0.8653(5) 0.7024(5) 0.0818(16) Uani 1 1 d . . . . .
C25 C 0.2075(8) 0.9529(5) 0.6530(6) 0.0842(17) Uani 1 1 d . . . . .
C26 C 0.2661(6) 0.9835(5) 0.5407(6) 0.0817(16) Uani 1 1 d . . . . .
C27 C 0.2249(6) 0.9212(5) 0.4816(5) 0.0673(12) Uani 1 1 d . . . . .


_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 2.086(2) 2_566 ?
Sn1 N1 2.086(2) . ?
Sn1 N2 2.086(2) . ?
Sn1 N2 2.086(2) 2_566 ?
Sn1 O1 2.098(2) . ?
Sn1 O1 2.098(2) 2_566 ?
F1 C23 1.333(5) . ?
F2 C24 1.316(6) . ?
F3 C25 1.337(6) . ?
F4 C26 1.340(6) . ?
F5 C27 1.354(6) . ?
O1 C21 1.286(5) . ?
O2 C21 1.204(5) . ?
N1 C4 1.374(4) . ?
N1 C1 1.377(4) . ?
N2 C9 1.377(4) . ?
N2 C6 1.382(4) . ?
N3 C13 1.292(7) . ?
N3 C14 1.304(7) . ?
N4 C19 1.313(6) . ?
N4 C18 1.314(6) . ?
C1 C10 1.402(4) 2_566 ?
C1 C2 1.428(4) . ?
C2 C3 1.343(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.425(5) . ?
C3 H3B 0.9300 . ?
C4 C5 1.399(5) . ?
C5 C6 1.399(5) . ?
C5 C11 1.501(4) . ?
C6 C7 1.423(5) . ?
C7 C8 1.346(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.431(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.400(4) . ?
C10 C16 1.496(4) . ?
C11 C12 1.352(6) . ?
C11 C15 1.356(6) . ?
C12 C13 1.382(6) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.392(6) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.373(5) . ?
C16 C20 1.376(5) . ?
C17 C18 1.382(6) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.388(6) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 C22 1.516(5) . ?
C22 C23 1.357(6) . ?
C22 C27 1.373(6) . ?
C23 C24 1.396(7) . ?
C24 C25 1.376(8) . ?
C25 C26 1.356(8) . ?
C26 C27 1.352(7) . ?

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 N2 89.68(10) 2_566 . ?
N1 Sn1 N2 90.32(10) . . ?
N1 Sn1 N2 90.32(10) 2_566 2_566 ?
N1 Sn1 N2 89.68(10) . 2_566 ?
N2 Sn1 N2 180.00(7) . 2_566 ?
N1 Sn1 O1 94.68(10) 2_566 . ?
N1 Sn1 O1 85.32(10) . . ?
N2 Sn1 O1 88.61(10) . . ?
N2 Sn1 O1 91.39(10) 2_566 . ?
N1 Sn1 O1 85.32(10) 2_566 2_566 ?
N1 Sn1 O1 94.68(10) . 2_566 ?
N2 Sn1 O1 91.39(10) . 2_566 ?
N2 Sn1 O1 88.61(10) 2_566 2_566 ?
O1 Sn1 O1 180.0 . 2_566 ?
C21 O1 Sn1 129.6(2) . . ?
C4 N1 C1 108.9(3) . . ?
C4 N1 Sn1 125.2(2) . . ?
C1 N1 Sn1 125.9(2) . . ?
C9 N2 C6 108.2(3) . . ?
C9 N2 Sn1 125.8(2) . . ?
C6 N2 Sn1 125.6(2) . . ?
C13 N3 C14 115.8(4) . . ?
C19 N4 C18 115.5(4) . . ?
N1 C1 C10 125.9(3) . 2_566 ?
N1 C1 C2 107.5(3) . . ?
C10 C1 C2 126.6(3) 2_566 . ?
C3 C2 C1 107.8(3) . . ?
C3 C2 H2A 126.1 . . ?
C1 C2 H2A 126.1 . . ?
C2 C3 C4 108.8(3) . . ?
C2 C3 H3B 125.6 . . ?
C4 C3 H3B 125.6 . . ?
N1 C4 C5 126.2(3) . . ?
N1 C4 C3 107.1(3) . . ?
C5 C4 C3 126.7(3) . . ?
C4 C5 C6 127.4(3) . . ?
C4 C5 C11 115.6(3) . . ?
C6 C5 C11 117.0(3) . . ?
N2 C6 C5 125.2(3) . . ?
N2 C6 C7 108.0(3) . . ?
C5 C6 C7 126.8(3) . . ?
C8 C7 C6 107.9(3) . . ?
C8 C7 H7A 126.0 . . ?
C6 C7 H7A 126.0 . . ?
C7 C8 C9 108.4(3) . . ?
C7 C8 H8A 125.8 . . ?
C9 C8 H8A 125.8 . . ?
N2 C9 C10 126.1(3) . . ?
N2 C9 C8 107.5(3) . . ?
C10 C9 C8 126.3(3) . . ?
C9 C10 C1 126.3(3) . 2_566 ?
C9 C10 C16 117.0(3) . . ?
C1 C10 C16 116.6(3) 2_566 . ?
C12 C11 C15 116.9(4) . . ?
C12 C11 C5 120.3(4) . . ?
C15 C11 C5 122.7(4) . . ?
C11 C12 C13 119.3(5) . . ?
C11 C12 H12A 120.3 . . ?
C13 C12 H12A 120.3 . . ?
N3 C13 C12 124.7(5) . . ?
N3 C13 H13A 117.6 . . ?
C12 C13 H13A 117.6 . . ?
N3 C14 C15 124.0(5) . . ?
N3 C14 H14A 118.0 . . ?
C15 C14 H14A 118.0 . . ?
C11 C15 C14 119.2(5) . . ?
C11 C15 H15A 120.4 . . ?
C14 C15 H15A 120.4 . . ?
C17 C16 C20 116.7(3) . . ?
C17 C16 C10 121.9(3) . . ?
C20 C16 C10 121.3(3) . . ?
C16 C17 C18 119.4(4) . . ?
C16 C17 H17A 120.3 . . ?
C18 C17 H17A 120.3 . . ?
N4 C18 C17 124.7(4) . . ?
N4 C18 H18A 117.7 . . ?
C17 C18 H18A 117.7 . . ?
N4 C19 C20 124.8(4) . . ?
N4 C19 H19A 117.6 . . ?
C20 C19 H19A 117.6 . . ?
C16 C20 C19 118.9(4) . . ?
C16 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
O2 C21 O1 126.6(4) . . ?
O2 C21 C22 119.4(4) . . ?
O1 C21 C22 113.9(3) . . ?
C23 C22 C27 116.1(4) . . ?
C23 C22 C21 122.5(4) . . ?
C27 C22 C21 121.4(4) . . ?
F1 C23 C22 119.5(4) . . ?
F1 C23 C24 117.8(5) . . ?
C22 C23 C24 122.7(5) . . ?
F2 C24 C25 121.9(5) . . ?
F2 C24 C23 120.1(6) . . ?
C25 C24 C23 118.1(5) . . ?
F3 C25 C26 122.8(6) . . ?
F3 C25 C24 117.1(6) . . ?
C26 C25 C24 120.1(5) . . ?
F4 C26 C27 121.6(6) . . ?
F4 C26 C25 118.8(5) . . ?
C27 C26 C25 119.6(5) . . ?
C26 C27 F5 116.6(5) . . ?
C26 C27 C22 123.3(5) . . ?
F5 C27 C22 120.1(4) . . ?

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 -179.5(3) . . . 2_566 ?
Sn1 N1 C1 C10 4.2(5) . . . 2_566 ?
C4 N1 C1 C2 0.2(4) . . . . ?
Sn1 N1 C1 C2 -176.1(2) . . . . ?
N1 C1 C2 C3 -0.5(4) . . . . ?
C10 C1 C2 C3 179.2(4) 2_566 . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C1 N1 C4 C5 -178.2(3) . . . . ?
Sn1 N1 C4 C5 -1.9(5) . . . . ?
C1 N1 C4 C3 0.1(4) . . . . ?
Sn1 N1 C4 C3 176.4(2) . . . . ?
C2 C3 C4 N1 -0.4(5) . . . . ?
C2 C3 C4 C5 177.9(4) . . . . ?
N1 C4 C5 C6 3.1(6) . . . . ?
C3 C4 C5 C6 -174.9(4) . . . . ?
N1 C4 C5 C11 -174.5(3) . . . . ?
C3 C4 C5 C11 7.5(5) . . . . ?
C9 N2 C6 C5 -177.2(3) . . . . ?
Sn1 N2 C6 C5 -3.7(5) . . . . ?
C9 N2 C6 C7 1.6(4) . . . . ?
Sn1 N2 C6 C7 175.2(2) . . . . ?
C4 C5 C6 N2 -0.1(6) . . . . ?
C11 C5 C6 N2 177.5(3) . . . . ?
C4 C5 C6 C7 -178.7(3) . . . . ?
C11 C5 C6 C7 -1.1(5) . . . . ?
N2 C6 C7 C8 -1.2(4) . . . . ?
C5 C6 C7 C8 177.6(3) . . . . ?
C6 C7 C8 C9 0.3(4) . . . . ?
C6 N2 C9 C10 175.1(3) . . . . ?
Sn1 N2 C9 C10 1.6(5) . . . . ?
C6 N2 C9 C8 -1.4(4) . . . . ?
Sn1 N2 C9 C8 -175.0(2) . . . . ?
C7 C8 C9 N2 0.7(4) . . . . ?
C7 C8 C9 C10 -175.8(3) . . . . ?
N2 C9 C10 C1 1.6(6) . . . 2_566 ?
C8 C9 C10 C1 177.6(3) . . . 2_566 ?
N2 C9 C10 C16 -175.7(3) . . . . ?
C8 C9 C10 C16 0.2(5) . . . . ?
C4 C5 C11 C12 71.8(5) . . . . ?
C6 C5 C11 C12 -106.0(5) . . . . ?
C4 C5 C11 C15 -108.7(5) . . . . ?
C6 C5 C11 C15 73.4(5) . . . . ?
C15 C11 C12 C13 3.0(8) . . . . ?
C5 C11 C12 C13 -177.5(5) . . . . ?
C14 N3 C13 C12 -0.1(10) . . . . ?
C11 C12 C13 N3 -2.4(10) . . . . ?
C13 N3 C14 C15 2.0(9) . . . . ?
C12 C11 C15 C14 -1.3(8) . . . . ?
C5 C11 C15 C14 179.3(5) . . . . ?
N3 C14 C15 C11 -1.3(9) . . . . ?
C9 C10 C16 C17 -65.6(4) . . . . ?
C1 C10 C16 C17 116.8(4) 2_566 . . . ?
C9 C10 C16 C20 114.4(4) . . . . ?
C1 C10 C16 C20 -63.2(5) 2_566 . . . ?
C20 C16 C17 C18 1.4(5) . . . . ?
C10 C16 C17 C18 -178.7(4) . . . . ?
C19 N4 C18 C17 0.8(7) . . . . ?
C16 C17 C18 N4 -1.0(7) . . . . ?
C18 N4 C19 C20 -1.0(8) . . . . ?
C17 C16 C20 C19 -1.5(6) . . . . ?
C10 C16 C20 C19 178.5(4) . . . . ?
N4 C19 C20 C16 1.4(8) . . . . ?
Sn1 O1 C21 O2 -20.5(7) . . . . ?
Sn1 O1 C21 C22 157.9(3) . . . . ?
O2 C21 C22 C23 124.2(5) . . . . ?
O1 C21 C22 C23 -54.4(5) . . . . ?
O2 C21 C22 C27 -56.7(6) . . . . ?
O1 C21 C22 C27 124.7(4) . . . . ?
C27 C22 C23 F1 178.9(4) . . . . ?
C21 C22 C23 F1 -2.0(7) . . . . ?
C27 C22 C23 C24 -1.0(7) . . . . ?
C21 C22 C23 C24 178.2(4) . . . . ?
F1 C23 C24 F2 -0.5(8) . . . . ?
C22 C23 C24 F2 179.3(5) . . . . ?
F1 C23 C24 C25 179.2(5) . . . . ?
C22 C23 C24 C25 -1.0(8) . . . . ?
F2 C24 C25 F3 3.1(8) . . . . ?
C23 C24 C25 F3 -176.6(5) . . . . ?
F2 C24 C25 C26 -176.5(6) . . . . ?
C23 C24 C25 C26 3.8(8) . . . . ?
F3 C25 C26 F4 -3.4(9) . . . . ?
C24 C25 C26 F4 176.2(5) . . . . ?
F3 C25 C26 C27 175.7(5) . . . . ?
C24 C25 C26 C27 -4.6(9) . . . . ?
F4 C26 C27 F5 0.7(8) . . . . ?
C25 C26 C27 F5 -178.4(5) . . . . ?
F4 C26 C27 C22 -178.2(5) . . . . ?
C25 C26 C27 C22 2.7(9) . . . . ?
C23 C22 C27 C26 0.1(7) . . . . ?
C21 C22 C27 C26 -179.0(5) . . . . ?
C23 C22 C27 F5 -178.7(4) . . . . ?
C21 C22 C27 F5 2.1(7) . . . . ?

_refine_diff_density_max         0.716
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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 1846888'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Panjab University
India
;
_audit_update_record             
;
2018-06-02 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            di-fluorobenzoate-tin-porphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H38 F4 N8 O6 Sn'
_chemical_formula_weight         1113.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   28.936(2)
_cell_length_b                   9.8558(7)
_cell_length_c                   20.6503(15)
_cell_angle_alpha                90
_cell_angle_beta                 124.976(2)
_cell_angle_gamma                90
_cell_volume                     4825.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.68

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             2256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.608
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_process_details   'multi-scan absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Micro-focus X-ray source'
_diffrn_measurement_device_type  'Bruker APEX3 Photon 100 CMOS chip'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51723
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_av_R_equivalents  0.1037
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.238
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4735
_reflns_number_gt                3627
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0622P)²+23.0399P] 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         4735
_refine_ls_number_parameters     340
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.071
_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 1.000000 0.500000 0.02183(14) Uani 1 2 d S . P . .
F1 F 0.72025(15) 0.8721(4) 0.4652(2) 0.0714(10) Uani 1 1 d . . . . .
F2 F 0.5970(2) 0.5394(4) 0.2915(2) 0.0823(13) Uani 1 1 d . . . . .
O1 O 0.55392(12) 0.9058(3) 0.47762(17) 0.0281(7) Uani 1 1 d . . . . .
O2 O 0.50839(16) 0.7117(4) 0.4235(3) 0.0561(10) Uani 1 1 d . . . . .
O3 O 0.24940(15) 0.1202(4) 0.3347(3) 0.0650(12) Uani 1 1 d D . . . .
H3A H 0.269388 0.184115 0.339743 0.097 Uiso 1 1 calc R U . . .
N1 N 0.50189(14) 1.1668(3) 0.43921(19) 0.0228(7) Uani 1 1 d . . . . .
N2 N 0.42807(14) 0.9286(3) 0.39474(19) 0.0230(7) Uani 1 1 d . . . . .
N3 N 0.3293(2) 1.2145(5) 0.0592(3) 0.0548(13) Uani 1 1 d . . . . .
N4 N 0.31673(17) 0.3521(4) 0.3808(2) 0.0386(10) Uani 1 1 d . . . . .
C1 C 0.53989(17) 1.2720(4) 0.4728(2) 0.0220(9) Uani 1 1 d . . . . .
C2 C 0.52631(18) 1.3665(4) 0.4112(2) 0.0289(10) Uani 1 1 d . . . . .
H2A H 0.544823 1.447736 0.417438 0.035 Uiso 1 1 calc R U . . .
C3 C 0.48190(18) 1.3161(4) 0.3427(3) 0.0303(10) Uani 1 1 d . . . . .
H3B H 0.464596 1.355744 0.293059 0.036 Uiso 1 1 calc R U . . .
C4 C 0.46606(17) 1.1906(4) 0.3597(2) 0.0257(9) Uani 1 1 d . . . . .
C5 C 0.42040(18) 1.1059(4) 0.3050(2) 0.0265(9) Uani 1 1 d . . . . .
C6 C 0.40343(17) 0.9852(4) 0.3218(2) 0.0263(9) Uani 1 1 d . . . . .
C7 C 0.35848(18) 0.8991(5) 0.2657(2) 0.0310(10) Uani 1 1 d . . . . .
H7A H 0.334632 0.914563 0.211520 0.037 Uiso 1 1 calc R U . . .
C8 C 0.35620(17) 0.7913(5) 0.3041(2) 0.0291(10) Uani 1 1 d . . . . .
H8A H 0.330740 0.719670 0.281567 0.035 Uiso 1 1 calc R U . . .
C9 C 0.40082(17) 0.8085(4) 0.3867(2) 0.0238(9) Uani 1 1 d . . . . .
C10 C 0.41537(17) 0.7170(4) 0.4474(2) 0.0234(9) Uani 1 1 d . . . . .
C11 C 0.38890(18) 1.1455(5) 0.2197(2) 0.0322(10) Uani 1 1 d . . . . .
C12 C 0.3365(3) 1.2035(7) 0.1810(3) 0.0651(19) Uani 1 1 d . . . . .
H12A H 0.319782 1.220443 0.207526 0.078 Uiso 1 1 calc R U . . .
C13 C 0.3083(3) 1.2371(8) 0.1010(3) 0.080(2) Uani 1 1 d . . . . .
H13A H 0.272978 1.277421 0.075791 0.096 Uiso 1 1 calc R U . . .
C14 C 0.3788(2) 1.1584(7) 0.0971(3) 0.0542(16) Uani 1 1 d . . . . .
H14A H 0.394447 1.141455 0.069236 0.065 Uiso 1 1 calc R U . . .
C15 C 0.4100(2) 1.1220(6) 0.1765(3) 0.0495(14) Uani 1 1 d . . . . .
H15A H 0.445265 1.081700 0.199928 0.059 Uiso 1 1 calc R U . . .
C16 C 0.38048(17) 0.5903(4) 0.4239(2) 0.0234(9) Uani 1 1 d . . . . .
C17 C 0.33645(19) 0.5780(5) 0.4316(3) 0.0325(10) Uani 1 1 d . . . . .
H17A H 0.327136 0.649580 0.451373 0.039 Uiso 1 1 calc R U . . .
C18 C 0.3062(2) 0.4582(5) 0.4095(3) 0.0399(12) Uani 1 1 d . . . . .
H18A H 0.276672 0.451973 0.415242 0.048 Uiso 1 1 calc R U . . .
C19 C 0.3601(2) 0.3641(5) 0.3750(4) 0.0545(15) Uani 1 1 d . . . . .
H19A H 0.369057 0.289974 0.356317 0.065 Uiso 1 1 calc R U . . .
C20 C 0.3924(2) 0.4793(5) 0.3948(4) 0.0503(15) Uani 1 1 d . . . . .
H20A H 0.421816 0.482518 0.388783 0.060 Uiso 1 1 calc R U . . .
C21 C 0.5452(2) 0.7939(5) 0.4397(3) 0.0367(11) Uani 1 1 d . . . . .
C22 C 0.5856(2) 0.7657(5) 0.4184(3) 0.0387(11) Uani 1 1 d . . . . .
C23 C 0.6364(2) 0.8352(5) 0.4539(3) 0.0431(12) Uani 1 1 d . . . . .
H23A H 0.646398 0.902577 0.491351 0.052 Uiso 1 1 calc R U . . .
C24 C 0.6711(2) 0.8003(6) 0.4315(3) 0.0462(13) Uani 1 1 d . . . . .
C25 C 0.6601(3) 0.6998(6) 0.3796(4) 0.0542(15) Uani 1 1 d . . . . .
H25A H 0.685883 0.676403 0.368303 0.065 Uiso 1 1 calc R U . . .
C26 C 0.6105(3) 0.6356(5) 0.3452(3) 0.0510(14) Uani 1 1 d . . . . .
C27 C 0.5716(2) 0.6656(5) 0.3613(3) 0.0459(13) Uani 1 1 d . . . . .
H27A H 0.537017 0.620996 0.335200 0.055 Uiso 1 1 calc R U . . .
C28 C 0.2763(3) -0.0005(5) 0.3417(5) 0.077(2) Uani 1 1 d D . . . .
H28A H 0.316368 0.011243 0.377955 0.115 Uiso 1 1 calc R U . . .
H28B H 0.267412 -0.026589 0.290908 0.115 Uiso 1 1 calc R U . . .
H28C H 0.263911 -0.069894 0.361033 0.115 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 2.082(3) 5_676 ?
Sn1 O1 2.082(3) . ?
Sn1 N1 2.088(3) . ?
Sn1 N1 2.088(3) 5_676 ?
Sn1 N2 2.089(3) . ?
Sn1 N2 2.089(3) 5_676 ?
F1 C24 1.369(6) . ?
F2 C26 1.336(6) . ?
O1 C21 1.291(6) . ?
O2 C21 1.223(6) . ?
O3 C28 1.384(5) . ?
O3 H3A 0.8200 . ?
N1 C4 1.369(5) . ?
N1 C1 1.375(5) . ?
N2 C6 1.363(5) . ?
N2 C9 1.379(5) . ?
N3 C14 1.298(7) . ?
N3 C13 1.328(8) . ?
N4 C18 1.321(7) . ?
N4 C19 1.333(7) . ?
C1 C10 1.399(6) 5_676 ?
C1 C2 1.439(6) . ?
C2 C3 1.347(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.431(6) . ?
C3 H3B 0.9300 . ?
C4 C5 1.417(6) . ?
C5 C6 1.403(6) . ?
C5 C11 1.498(6) . ?
C6 C7 1.424(6) . ?
C7 C8 1.350(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.443(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.398(6) . ?
C10 C16 1.501(6) . ?
C11 C15 1.361(7) . ?
C11 C12 1.370(7) . ?
C12 C13 1.399(7) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.391(7) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.376(6) . ?
C16 C20 1.382(6) . ?
C17 C18 1.382(7) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(7) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 C22 1.493(7) . ?
C22 C23 1.389(7) . ?
C22 C27 1.407(7) . ?
C23 C24 1.368(7) . ?
C23 H23A 0.9300 . ?
C24 C25 1.358(8) . ?
C25 C26 1.339(8) . ?
C25 H25A 0.9300 . ?
C26 C27 1.377(8) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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 5_676 . ?
O1 Sn1 N1 93.65(12) 5_676 . ?
O1 Sn1 N1 86.35(12) . . ?
O1 Sn1 N1 86.35(12) 5_676 5_676 ?
O1 Sn1 N1 93.65(12) . 5_676 ?
N1 Sn1 N1 180.0 . 5_676 ?
O1 Sn1 N2 87.41(12) 5_676 . ?
O1 Sn1 N2 92.59(12) . . ?
N1 Sn1 N2 89.63(13) . . ?
N1 Sn1 N2 90.37(13) 5_676 . ?
O1 Sn1 N2 92.59(12) 5_676 5_676 ?
O1 Sn1 N2 87.41(12) . 5_676 ?
N1 Sn1 N2 90.37(13) . 5_676 ?
N1 Sn1 N2 89.63(13) 5_676 5_676 ?
N2 Sn1 N2 180.0 . 5_676 ?
C21 O1 Sn1 127.2(3) . . ?
C28 O3 H3A 109.5 . . ?
C4 N1 C1 108.2(3) . . ?
C4 N1 Sn1 126.4(3) . . ?
C1 N1 Sn1 125.4(3) . . ?
C6 N2 C9 108.5(3) . . ?
C6 N2 Sn1 126.1(3) . . ?
C9 N2 Sn1 125.1(3) . . ?
C14 N3 C13 115.8(5) . . ?
C18 N4 C19 116.2(4) . . ?
N1 C1 C10 125.8(4) . 5_676 ?
N1 C1 C2 107.9(3) . . ?
C10 C1 C2 126.2(4) 5_676 . ?
C3 C2 C1 107.6(4) . . ?
C3 C2 H2A 126.2 . . ?
C1 C2 H2A 126.2 . . ?
C2 C3 C4 107.9(4) . . ?
C2 C3 H3B 126.0 . . ?
C4 C3 H3B 126.0 . . ?
N1 C4 C5 125.0(4) . . ?
N1 C4 C3 108.3(4) . . ?
C5 C4 C3 126.7(4) . . ?
C6 C5 C4 127.0(4) . . ?
C6 C5 C11 116.6(4) . . ?
C4 C5 C11 116.4(4) . . ?
N2 C6 C5 125.7(4) . . ?
N2 C6 C7 108.1(4) . . ?
C5 C6 C7 126.2(4) . . ?
C8 C7 C6 108.7(4) . . ?
C8 C7 H7A 125.7 . . ?
C6 C7 H7A 125.7 . . ?
C7 C8 C9 106.9(4) . . ?
C7 C8 H8A 126.5 . . ?
C9 C8 H8A 126.5 . . ?
N2 C9 C10 126.0(4) . . ?
N2 C9 C8 107.8(3) . . ?
C10 C9 C8 126.2(4) . . ?
C9 C10 C1 127.3(4) . 5_676 ?
C9 C10 C16 116.4(3) . . ?
C1 C10 C16 116.2(4) 5_676 . ?
C15 C11 C12 116.8(4) . . ?
C15 C11 C5 121.9(4) . . ?
C12 C11 C5 121.3(5) . . ?
C11 C12 C13 119.3(6) . . ?
C11 C12 H12A 120.4 . . ?
C13 C12 H12A 120.4 . . ?
N3 C13 C12 123.7(6) . . ?
N3 C13 H13A 118.2 . . ?
C12 C13 H13A 118.2 . . ?
N3 C14 C15 124.7(5) . . ?
N3 C14 H14A 117.7 . . ?
C15 C14 H14A 117.7 . . ?
C11 C15 C14 119.7(5) . . ?
C11 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C17 C16 C20 117.2(4) . . ?
C17 C16 C10 122.1(4) . . ?
C20 C16 C10 120.7(4) . . ?
C16 C17 C18 119.4(4) . . ?
C16 C17 H17A 120.3 . . ?
C18 C17 H17A 120.3 . . ?
N4 C18 C17 124.0(4) . . ?
N4 C18 H18A 118.0 . . ?
C17 C18 H18A 118.0 . . ?
N4 C19 C20 124.1(5) . . ?
N4 C19 H19A 118.0 . . ?
C20 C19 H19A 118.0 . . ?
C19 C20 C16 119.1(5) . . ?
C19 C20 H20A 120.4 . . ?
C16 C20 H20A 120.4 . . ?
O2 C21 O1 124.6(5) . . ?
O2 C21 C22 120.2(5) . . ?
O1 C21 C22 115.1(4) . . ?
C23 C22 C27 119.9(5) . . ?
C23 C22 C21 121.5(5) . . ?
C27 C22 C21 118.6(5) . . ?
C24 C23 C22 117.1(5) . . ?
C24 C23 H23A 121.4 . . ?
C22 C23 H23A 121.4 . . ?
C25 C24 C23 124.5(5) . . ?
C25 C24 F1 118.9(5) . . ?
C23 C24 F1 116.6(5) . . ?
C26 C25 C24 117.3(5) . . ?
C26 C25 H25A 121.4 . . ?
C24 C25 H25A 121.4 . . ?
F2 C26 C25 119.4(5) . . ?
F2 C26 C27 117.5(5) . . ?
C25 C26 C27 123.1(5) . . ?
C26 C27 C22 117.9(5) . . ?
C26 C27 H27A 121.0 . . ?
C22 C27 H27A 121.0 . . ?
O3 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O3 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 -177.7(4) . . . 5_676 ?
Sn1 N1 C1 C10 2.2(6) . . . 5_676 ?
C4 N1 C1 C2 0.9(5) . . . . ?
Sn1 N1 C1 C2 -179.2(3) . . . . ?
N1 C1 C2 C3 -1.2(5) . . . . ?
C10 C1 C2 C3 177.4(4) 5_676 . . . ?
C1 C2 C3 C4 0.9(5) . . . . ?
C1 N1 C4 C5 -178.8(4) . . . . ?
Sn1 N1 C4 C5 1.3(6) . . . . ?
C1 N1 C4 C3 -0.4(5) . . . . ?
Sn1 N1 C4 C3 179.8(3) . . . . ?
C2 C3 C4 N1 -0.4(5) . . . . ?
C2 C3 C4 C5 178.0(4) . . . . ?
N1 C4 C5 C6 0.6(7) . . . . ?
C3 C4 C5 C6 -177.6(4) . . . . ?
N1 C4 C5 C11 -175.8(4) . . . . ?
C3 C4 C5 C11 6.0(7) . . . . ?
C9 N2 C6 C5 -177.9(4) . . . . ?
Sn1 N2 C6 C5 -3.5(6) . . . . ?
C9 N2 C6 C7 0.9(5) . . . . ?
Sn1 N2 C6 C7 175.2(3) . . . . ?
C4 C5 C6 N2 0.6(7) . . . . ?
C11 C5 C6 N2 177.0(4) . . . . ?
C4 C5 C6 C7 -177.9(4) . . . . ?
C11 C5 C6 C7 -1.5(7) . . . . ?
N2 C6 C7 C8 -0.4(5) . . . . ?
C5 C6 C7 C8 178.3(4) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
C6 N2 C9 C10 176.6(4) . . . . ?
Sn1 N2 C9 C10 2.2(6) . . . . ?
C6 N2 C9 C8 -1.0(5) . . . . ?
Sn1 N2 C9 C8 -175.4(3) . . . . ?
C7 C8 C9 N2 0.7(5) . . . . ?
C7 C8 C9 C10 -176.9(4) . . . . ?
N2 C9 C10 C1 -0.6(7) . . . 5_676 ?
C8 C9 C10 C1 176.5(4) . . . 5_676 ?
N2 C9 C10 C16 -178.1(4) . . . . ?
C8 C9 C10 C16 -0.9(6) . . . . ?
C6 C5 C11 C15 -100.1(6) . . . . ?
C4 C5 C11 C15 76.6(6) . . . . ?
C6 C5 C11 C12 77.8(6) . . . . ?
C4 C5 C11 C12 -105.4(6) . . . . ?
C15 C11 C12 C13 -1.0(10) . . . . ?
C5 C11 C12 C13 -179.1(6) . . . . ?
C14 N3 C13 C12 -0.2(11) . . . . ?
C11 C12 C13 N3 0.8(12) . . . . ?
C13 N3 C14 C15 0.0(10) . . . . ?
C12 C11 C15 C14 0.8(8) . . . . ?
C5 C11 C15 C14 178.9(5) . . . . ?
N3 C14 C15 C11 -0.3(10) . . . . ?
C9 C10 C16 C17 -97.6(5) . . . . ?
C1 C10 C16 C17 84.7(5) 5_676 . . . ?
C9 C10 C16 C20 83.7(5) . . . . ?
C1 C10 C16 C20 -94.0(5) 5_676 . . . ?
C20 C16 C17 C18 -0.7(7) . . . . ?
C10 C16 C17 C18 -179.4(4) . . . . ?
C19 N4 C18 C17 1.3(8) . . . . ?
C16 C17 C18 N4 -0.1(8) . . . . ?
C18 N4 C19 C20 -1.7(9) . . . . ?
N4 C19 C20 C16 1.0(10) . . . . ?
C17 C16 C20 C19 0.3(8) . . . . ?
C10 C16 C20 C19 179.0(5) . . . . ?
Sn1 O1 C21 O2 -14.6(7) . . . . ?
Sn1 O1 C21 C22 167.9(3) . . . . ?
O2 C21 C22 C23 -161.9(5) . . . . ?
O1 C21 C22 C23 15.8(7) . . . . ?
O2 C21 C22 C27 17.7(7) . . . . ?
O1 C21 C22 C27 -164.6(4) . . . . ?
C27 C22 C23 C24 -0.8(7) . . . . ?
C21 C22 C23 C24 178.8(5) . . . . ?
C22 C23 C24 C25 -2.6(9) . . . . ?
C22 C23 C24 F1 178.2(5) . . . . ?
C23 C24 C25 C26 3.6(9) . . . . ?
F1 C24 C25 C26 -177.2(5) . . . . ?
C24 C25 C26 F2 177.6(5) . . . . ?
C24 C25 C26 C27 -1.1(9) . . . . ?
F2 C26 C27 C22 179.3(5) . . . . ?
C25 C26 C27 C22 -2.0(8) . . . . ?
C23 C22 C27 C26 2.9(7) . . . . ?
C21 C22 C27 C26 -176.7(5) . . . . ?

_refine_diff_density_max         1.098
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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 1846886'
loop_
_audit_author_name
_audit_author_address
'Ranjan Patra'
;Panjab University
India
;
_audit_update_record             
;
2018-06-02 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            p-fluorobenzoate-tin-porphrin
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H32 F2 N8 O4 Sn'
_chemical_formula_weight         1013.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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'

_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                   10.2892(2)
_cell_length_b                   18.7516(3)
_cell_length_c                   11.5557(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.881(2)
_cell_angle_gamma                90
_cell_volume                     2196.47(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13925
_cell_measurement_theta_min      3.569
_cell_measurement_theta_max      27.218

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87788
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
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            19400
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.275
_diffrn_reflns_theta_max         25.999
_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             4311
_reflns_number_gt                3587
_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    XP
_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)+(0.0801P)²+0.8943P] 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         4311
_refine_ls_number_parameters     313
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1258
_refine_ls_wR_factor_gt          0.1210
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.053
_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 0.03531(13) Uani 1 2 d S . P . .
F1 F 0.0792(3) 0.17415(17) 0.7657(4) 0.1499(15) Uani 1 1 d . . . . .
O1 O 0.3991(2) 0.41183(11) 0.55506(19) 0.0506(5) Uani 1 1 d . U . . .
O2 O 0.5548(3) 0.36830(15) 0.6891(2) 0.0757(7) Uani 1 1 d . . . . .
N1 N 0.6630(2) 0.43962(12) 0.4730(2) 0.0379(5) Uani 1 1 d . . . . .
N2 N 0.4061(2) 0.47443(14) 0.3299(2) 0.0402(5) Uani 1 1 d . . . . .
N3 N 0.6915(4) 0.29356(19) -0.0289(3) 0.0828(10) Uani 1 1 d . . . . .
N4 N -0.1747(4) 0.5928(3) 0.1225(3) 0.0903(12) Uani 1 1 d . . . . .
C1 C 0.7778(3) 0.43386(15) 0.5520(2) 0.0399(6) Uani 1 1 d . . . . .
C2 C 0.8699(3) 0.39378(17) 0.4969(3) 0.0499(7) Uani 1 1 d . . . . .
H2A H 0.955560 0.381436 0.530551 0.060 Uiso 1 1 calc R U . . .
C3 C 0.8086(3) 0.37744(17) 0.3872(3) 0.0480(7) Uani 1 1 d . . . . .
H3B H 0.845501 0.351863 0.331962 0.058 Uiso 1 1 calc R U . . .
C4 C 0.6784(3) 0.40579(14) 0.3701(2) 0.0394(6) Uani 1 1 d . . . . .
C5 C 0.5836(3) 0.40311(15) 0.2672(2) 0.0415(6) Uani 1 1 d . . . . .
C6 C 0.4573(3) 0.43431(15) 0.2496(2) 0.0414(6) Uani 1 1 d . . . . .
C7 C 0.3582(3) 0.42878(17) 0.1460(3) 0.0498(7) Uani 1 1 d . . . . .
H7A H 0.365795 0.403582 0.078174 0.060 Uiso 1 1 calc R U . . .
C8 C 0.2533(3) 0.46615(18) 0.1643(3) 0.0498(7) Uani 1 1 d . . . . .
H8A H 0.175238 0.471990 0.111143 0.060 Uiso 1 1 calc R U . . .
C9 C 0.2820(4) 0.49590(13) 0.2810(3) 0.0410(7) Uani 1 1 d . . . . .
C10 C 0.1976(3) 0.53891(15) 0.3342(2) 0.0423(6) Uani 1 1 d . . . . .
C11 C 0.6221(3) 0.36478(16) 0.1642(2) 0.0457(7) Uani 1 1 d . . . . .
C12 C 0.6244(4) 0.39970(19) 0.0590(3) 0.0596(9) Uani 1 1 d . . . . .
H12A H 0.603673 0.447943 0.051439 0.071 Uiso 1 1 calc R U . . .
C13 C 0.6573(4) 0.3628(2) -0.0335(3) 0.0746(11) Uani 1 1 d . . . . .
H13A H 0.656000 0.387018 -0.103894 0.089 Uiso 1 1 calc R U . . .
C14 C 0.6558(4) 0.29369(18) 0.1704(3) 0.0575(8) Uani 1 1 d . . . . .
H14A H 0.656363 0.267842 0.239196 0.069 Uiso 1 1 calc R U . . .
C15 C 0.6891(4) 0.2615(2) 0.0707(4) 0.0755(12) Uani 1 1 d . . . . .
H15A H 0.711432 0.213395 0.075681 0.091 Uiso 1 1 calc R U . . .
C16 C 0.0684(3) 0.55821(16) 0.2604(3) 0.0462(7) Uani 1 1 d . . . . .
C17 C -0.0453(5) 0.5225(3) 0.2689(6) 0.1034(19) Uani 1 1 d . . . . .
H17A H -0.044750 0.484528 0.320738 0.124 Uiso 1 1 calc R U . . .
C18 C -0.1622(5) 0.5443(3) 0.1984(6) 0.115(2) Uani 1 1 d . . . . .
H18A H -0.238732 0.520505 0.208575 0.138 Uiso 1 1 calc R U . . .
C19 C 0.0563(4) 0.6146(2) 0.1852(4) 0.0756(11) Uani 1 1 d . . . . .
H19A H 0.128624 0.643341 0.179535 0.091 Uiso 1 1 calc R U . . .
C20 C -0.0659(5) 0.6287(3) 0.1172(4) 0.0944(15) Uani 1 1 d . . . . .
H20A H -0.071203 0.666196 0.063985 0.113 Uiso 1 1 calc R U . . .
C21 C 0.4396(4) 0.36949(18) 0.6368(3) 0.0556(8) Uani 1 1 d . U . . .
C22 C 0.3396(4) 0.31674(17) 0.6670(3) 0.0591(9) Uani 1 1 d . . . . .
C23 C 0.2162(4) 0.3105(2) 0.6043(3) 0.0663(10) Uani 1 1 d . . . . .
H23A H 0.191226 0.339189 0.538530 0.080 Uiso 1 1 calc R U . . .
C24 C 0.1277(4) 0.2631(3) 0.6356(5) 0.0873(13) Uani 1 1 d . . . . .
H24A H 0.042613 0.259141 0.593120 0.105 Uiso 1 1 calc R U . . .
C25 C 0.1697(6) 0.2215(2) 0.7320(5) 0.0921(16) Uani 1 1 d . . . . .
C26 C 0.2931(5) 0.2256(2) 0.7992(4) 0.0835(13) Uani 1 1 d . . . . .
H26A H 0.317688 0.197066 0.865112 0.100 Uiso 1 1 calc R U . . .
C27 C 0.3763(4) 0.2729(2) 0.7647(4) 0.0734(11) Uani 1 1 d . . . . .
H27A H 0.461381 0.276550 0.807206 0.088 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 2.092(2) 3_666 ?
Sn1 N2 2.092(2) . ?
Sn1 N1 2.091(2) . ?
Sn1 N1 2.091(2) 3_666 ?
Sn1 O1 2.108(2) 3_666 ?
Sn1 O1 2.108(2) . ?
F1 C25 1.389(5) . ?
O1 C21 1.249(4) . ?
O2 C21 1.236(4) . ?
N1 C1 1.368(4) . ?
N1 C4 1.381(3) . ?
N2 C9 1.365(4) . ?
N2 C6 1.369(4) . ?
N3 C15 1.302(5) . ?
N3 C13 1.344(5) . ?
N4 C18 1.254(7) . ?
N4 C20 1.317(6) . ?
C1 C10 1.393(4) 3_666 ?
C1 C2 1.440(4) . ?
C2 C3 1.350(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.424(4) . ?
C3 H3B 0.9300 . ?
C4 C5 1.404(4) . ?
C5 C6 1.407(4) . ?
C5 C11 1.501(4) . ?
C6 C7 1.437(4) . ?
C7 C8 1.334(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.442(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.402(4) . ?
C10 C16 1.495(4) . ?
C11 C14 1.376(4) . ?
C11 C12 1.385(4) . ?
C12 C13 1.363(5) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.395(5) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C19 1.361(5) . ?
C16 C17 1.366(6) . ?
C17 C18 1.394(7) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.388(6) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 C22 1.511(5) . ?
C22 C23 1.355(5) . ?
C22 C27 1.395(5) . ?
C23 C24 1.366(6) . ?
C23 H23A 0.9300 . ?
C24 C25 1.368(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.372(7) . ?
C26 C27 1.340(6) . ?
C26 H26A 0.9300 . ?
C27 H27A 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 3_666 . ?
N2 Sn1 N1 90.66(9) 3_666 . ?
N2 Sn1 N1 89.34(9) . . ?
N2 Sn1 N1 89.34(9) 3_666 3_666 ?
N2 Sn1 N1 90.66(9) . 3_666 ?
N1 Sn1 N1 180.0 . 3_666 ?
N2 Sn1 O1 86.09(9) 3_666 3_666 ?
N2 Sn1 O1 93.91(9) . 3_666 ?
N1 Sn1 O1 86.00(8) . 3_666 ?
N1 Sn1 O1 94.00(8) 3_666 3_666 ?
N2 Sn1 O1 93.91(9) 3_666 . ?
N2 Sn1 O1 86.09(9) . . ?
N1 Sn1 O1 94.00(8) . . ?
N1 Sn1 O1 86.00(8) 3_666 . ?
O1 Sn1 O1 180.00(7) 3_666 . ?
C21 O1 Sn1 127.5(2) . . ?
C1 N1 C4 109.0(2) . . ?
C1 N1 Sn1 124.47(18) . . ?
C4 N1 Sn1 126.23(18) . . ?
C9 N2 C6 108.8(2) . . ?
C9 N2 Sn1 124.8(2) . . ?
C6 N2 Sn1 126.43(19) . . ?
C15 N3 C13 115.9(3) . . ?
C18 N4 C20 114.6(4) . . ?
N1 C1 C10 126.7(3) . 3_666 ?
N1 C1 C2 107.7(2) . . ?
C10 C1 C2 125.6(3) 3_666 . ?
C3 C2 C1 107.3(3) . . ?
C3 C2 H2A 126.4 . . ?
C1 C2 H2A 126.4 . . ?
C2 C3 C4 108.8(3) . . ?
C2 C3 H3B 125.6 . . ?
C4 C3 H3B 125.6 . . ?
N1 C4 C5 125.5(3) . . ?
N1 C4 C3 107.2(2) . . ?
C5 C4 C3 127.3(3) . . ?
C4 C5 C6 126.7(3) . . ?
C4 C5 C11 116.7(3) . . ?
C6 C5 C11 116.6(3) . . ?
N2 C6 C5 125.7(3) . . ?
N2 C6 C7 107.7(3) . . ?
C5 C6 C7 126.6(3) . . ?
C8 C7 C6 107.9(3) . . ?
C8 C7 H7A 126.0 . . ?
C6 C7 H7A 126.0 . . ?
C7 C8 C9 108.1(3) . . ?
C7 C8 H8A 126.0 . . ?
C9 C8 H8A 126.0 . . ?
N2 C9 C10 126.4(3) . . ?
N2 C9 C8 107.5(3) . . ?
C10 C9 C8 126.1(3) . . ?
C1 C10 C9 126.9(3) 3_666 . ?
C1 C10 C16 116.7(3) 3_666 . ?
C9 C10 C16 116.5(3) . . ?
C14 C11 C12 117.5(3) . . ?
C14 C11 C5 121.4(3) . . ?
C12 C11 C5 121.1(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12A 120.3 . . ?
C11 C12 H12A 120.3 . . ?
N3 C13 C12 123.9(3) . . ?
N3 C13 H13A 118.1 . . ?
C12 C13 H13A 118.1 . . ?
C11 C14 C15 118.1(3) . . ?
C11 C14 H14A 120.9 . . ?
C15 C14 H14A 120.9 . . ?
N3 C15 C14 125.1(4) . . ?
N3 C15 H15A 117.5 . . ?
C14 C15 H15A 117.5 . . ?
C19 C16 C17 116.1(4) . . ?
C19 C16 C10 121.8(3) . . ?
C17 C16 C10 121.9(3) . . ?
C16 C17 C18 118.6(5) . . ?
C16 C17 H17A 120.7 . . ?
C18 C17 H17A 120.7 . . ?
N4 C18 C17 126.6(5) . . ?
N4 C18 H18A 116.7 . . ?
C17 C18 H18A 116.7 . . ?
C16 C19 C20 118.9(4) . . ?
C16 C19 H19A 120.5 . . ?
C20 C19 H19A 120.5 . . ?
N4 C20 C19 124.8(4) . . ?
N4 C20 H20A 117.6 . . ?
C19 C20 H20A 117.6 . . ?
O2 C21 O1 123.3(3) . . ?
O2 C21 C22 120.6(3) . . ?
O1 C21 C22 116.0(3) . . ?
C23 C22 C27 118.8(3) . . ?
C23 C22 C21 123.0(3) . . ?
C27 C22 C21 118.2(4) . . ?
C22 C23 C24 121.4(4) . . ?
C22 C23 H23A 119.3 . . ?
C24 C23 H23A 119.3 . . ?
C23 C24 C25 117.1(4) . . ?
C23 C24 H24A 121.5 . . ?
C25 C24 H24A 121.5 . . ?
C24 C25 C26 124.1(4) . . ?
C24 C25 F1 117.3(5) . . ?
C26 C25 F1 118.5(5) . . ?
C27 C26 C25 116.5(4) . . ?
C27 C26 H26A 121.8 . . ?
C25 C26 H26A 121.8 . . ?
C26 C27 C22 122.2(4) . . ?
C26 C27 H27A 118.9 . . ?
C22 C27 H27A 118.9 . . ?

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 179.8(3) . . . 3_666 ?
Sn1 N1 C1 C10 6.0(4) . . . 3_666 ?
C4 N1 C1 C2 -0.6(3) . . . . ?
Sn1 N1 C1 C2 -174.43(18) . . . . ?
N1 C1 C2 C3 0.6(3) . . . . ?
C10 C1 C2 C3 -179.9(3) 3_666 . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C1 N1 C4 C5 -177.2(3) . . . . ?
Sn1 N1 C4 C5 -3.5(4) . . . . ?
C1 N1 C4 C3 0.5(3) . . . . ?
Sn1 N1 C4 C3 174.1(2) . . . . ?
C2 C3 C4 N1 -0.1(3) . . . . ?
C2 C3 C4 C5 177.5(3) . . . . ?
N1 C4 C5 C6 0.4(5) . . . . ?
C3 C4 C5 C6 -176.7(3) . . . . ?
N1 C4 C5 C11 178.6(3) . . . . ?
C3 C4 C5 C11 1.4(4) . . . . ?
C9 N2 C6 C5 179.5(3) . . . . ?
Sn1 N2 C6 C5 -0.3(4) . . . . ?
C9 N2 C6 C7 -1.7(3) . . . . ?
Sn1 N2 C6 C7 178.5(2) . . . . ?
C4 C5 C6 N2 1.6(5) . . . . ?
C11 C5 C6 N2 -176.5(3) . . . . ?
C4 C5 C6 C7 -177.0(3) . . . . ?
C11 C5 C6 C7 4.9(4) . . . . ?
N2 C6 C7 C8 1.5(4) . . . . ?
C5 C6 C7 C8 -179.7(3) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C6 N2 C9 C10 -178.8(3) . . . . ?
Sn1 N2 C9 C10 1.0(4) . . . . ?
C6 N2 C9 C8 1.3(3) . . . . ?
Sn1 N2 C9 C8 -179.0(2) . . . . ?
C7 C8 C9 N2 -0.3(4) . . . . ?
C7 C8 C9 C10 179.8(3) . . . . ?
N2 C9 C10 C1 -2.2(5) . . . 3_666 ?
C8 C9 C10 C1 177.7(3) . . . 3_666 ?
N2 C9 C10 C16 177.1(3) . . . . ?
C8 C9 C10 C16 -3.0(5) . . . . ?
C4 C5 C11 C14 60.4(4) . . . . ?
C6 C5 C11 C14 -121.2(3) . . . . ?
C4 C5 C11 C12 -119.8(3) . . . . ?
C6 C5 C11 C12 58.5(4) . . . . ?
C14 C11 C12 C13 1.1(5) . . . . ?
C5 C11 C12 C13 -178.7(3) . . . . ?
C15 N3 C13 C12 1.4(7) . . . . ?
C11 C12 C13 N3 -1.6(7) . . . . ?
C12 C11 C14 C15 -0.4(5) . . . . ?
C5 C11 C14 C15 179.3(3) . . . . ?
C13 N3 C15 C14 -0.7(7) . . . . ?
C11 C14 C15 N3 0.3(7) . . . . ?
C1 C10 C16 C19 94.8(4) 3_666 . . . ?
C9 C10 C16 C19 -84.6(4) . . . . ?
C1 C10 C16 C17 -81.8(5) 3_666 . . . ?
C9 C10 C16 C17 98.8(5) . . . . ?
C19 C16 C17 C18 2.3(8) . . . . ?
C10 C16 C17 C18 179.1(5) . . . . ?
C20 N4 C18 C17 -4.9(9) . . . . ?
C16 C17 C18 N4 2.8(11) . . . . ?
C17 C16 C19 C20 -4.7(7) . . . . ?
C10 C16 C19 C20 178.5(4) . . . . ?
C18 N4 C20 C19 2.1(8) . . . . ?
C16 C19 C20 N4 2.7(8) . . . . ?
Sn1 O1 C21 O2 -9.6(5) . . . . ?
Sn1 O1 C21 C22 172.4(2) . . . . ?
O2 C21 C22 C23 -172.6(4) . . . . ?
O1 C21 C22 C23 5.5(5) . . . . ?
O2 C21 C22 C27 7.9(5) . . . . ?
O1 C21 C22 C27 -174.1(3) . . . . ?
C27 C22 C23 C24 0.7(6) . . . . ?
C21 C22 C23 C24 -178.8(3) . . . . ?
C22 C23 C24 C25 -0.8(6) . . . . ?
C23 C24 C25 C26 1.1(7) . . . . ?
C23 C24 C25 F1 178.7(4) . . . . ?
C24 C25 C26 C27 -1.2(7) . . . . ?
F1 C25 C26 C27 -178.8(4) . . . . ?
C25 C26 C27 C22 1.1(6) . . . . ?
C23 C22 C27 C26 -0.9(6) . . . . ?
C21 C22 C27 C26 178.7(4) . . . . ?

_refine_diff_density_max         0.591
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.075

