# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_kjf073a
_database_code_depnum_ccdc_archive 'CCDC 1559134'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-08-22 downloaded from the CCDC.
;
_audit_creation_date             2017-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
1,1',1'',1'''-((porphyrin-5,10,15,20-tetrayltetrakis(benzene-4,1-diyl))tetrakis(methylene))tetrakis(pyridin-2(1H)-one)
_chemical_formula_moiety         'C68 H50 N8 O4, 4(H2 O)'
_chemical_formula_sum            'C68 H58 N8 O8'
_chemical_formula_weight         1115.22
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   17.1886(10)
_cell_length_b                   7.6152(4)
_cell_length_c                   20.9922(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.509(4)
_cell_angle_gamma                90
_cell_volume                     2701.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3230
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.80
_cell_measurement_theta_min      2.61
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.757
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.4112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1158 before and 0.0690 after correction. The Ratio of minimum to maximum transmission is 0.5464. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1172
_exptl_crystal_recrystallization_method DCM/MeOH
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1757
_diffrn_reflns_av_unetI/netI     0.1264
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            32268
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        65.246
_diffrn_reflns_theta_max         65.246
_diffrn_reflns_theta_min         2.614
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2924
_reflns_number_total             4549
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX 3 (Bruker, 2015) '
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1181
_refine_ls_R_factor_gt           0.0767
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1223P)²+0.8341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1949
_refine_ls_wR_factor_ref         0.2307
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O2S(H2SA,H2SB), O1S(H1SA,H1SB)
2.b Secondary CH2 refined with riding coordinates:
 C207(H20A,H20B), C57(H57A,H57B)
2.c Aromatic/amide H refined with riding coordinates:
 N21(H21), C211(H211), C210(H210), C209(H209), C203(H203), C202(H202),
 C206(H206), C205(H205), C212(H212), C61(H61), C62(H62), C59(H59), C60(H60),
 C55(H55), C56(H56), C3(H3), C2(H2), C8(H8), C7(H7), C53(H53), C52(H52)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N208 N 0.2578(2) -0.6476(4) 0.32833(16) 0.0395(8) Uani 1 1 d . . . . .
N22 N 0.47825(19) 0.2244(4) -0.05502(14) 0.0317(7) Uani 1 1 d . . . . .
N21 N 0.41444(19) 0.0641(4) 0.05287(15) 0.0308(7) Uani 1 1 d . . . . .
H21 H 0.4493 0.0297 0.0295 0.037 Uiso 1 1 calc R . . . .
O64 O 0.0588(2) 0.6333(4) 0.07702(16) 0.0582(9) Uani 1 1 d . . . . .
N58 N 0.0874(2) 0.8796(4) 0.02415(17) 0.0405(8) Uani 1 1 d . . . . .
C211 C 0.1830(5) -0.9620(8) 0.2974(2) 0.0759(19) Uani 1 1 d . . . . .
H211 H 0.1572 -1.0711 0.2865 0.091 Uiso 1 1 calc R . . . .
C210 C 0.2617(4) -0.9409(6) 0.2920(2) 0.0623(15) Uani 1 1 d . . . . .
H210 H 0.2908 -1.0346 0.2778 0.075 Uiso 1 1 calc R . . . .
C209 C 0.2951(3) -0.7850(5) 0.3073(2) 0.0480(11) Uani 1 1 d . . . . .
H209 H 0.3488 -0.7701 0.3032 0.058 Uiso 1 1 calc R . . . .
C207 C 0.3018(3) -0.4830(5) 0.3450(2) 0.0439(10) Uani 1 1 d . . . . .
H20A H 0.3459 -0.5046 0.3816 0.053 Uiso 1 1 calc R . . . .
H20B H 0.2662 -0.3947 0.3591 0.053 Uiso 1 1 calc R . . . .
C204 C 0.3345(3) -0.4113(5) 0.28805(19) 0.0373(9) Uani 1 1 d . . . . .
C203 C 0.4135(3) -0.3658(5) 0.29480(19) 0.0392(9) Uani 1 1 d . . . . .
H203 H 0.4478 -0.3843 0.3351 0.047 Uiso 1 1 calc R . . . .
C202 C 0.4431(3) -0.2936(5) 0.24361(18) 0.0362(9) Uani 1 1 d . . . . .
H202 H 0.4975 -0.2630 0.2492 0.043 Uiso 1 1 calc R . . . .
C201 C 0.3936(2) -0.2652(5) 0.18346(17) 0.0318(8) Uani 1 1 d . . . . .
C20 C 0.4262(2) -0.1878(5) 0.12860(17) 0.0313(8) Uani 1 1 d . . . . .
C9 C 0.5171(2) 0.2815(5) -0.10288(17) 0.0319(8) Uani 1 1 d . . . . .
C6 C 0.4236(2) 0.3512(4) -0.04775(17) 0.0309(8) Uani 1 1 d . . . . .
C5 C 0.3696(2) 0.3423(5) -0.00507(18) 0.0318(8) Uani 1 1 d . . . . .
C4 C 0.3696(2) 0.2150(5) 0.04314(18) 0.0318(8) Uani 1 1 d . . . . .
C1 C 0.3956(2) -0.0235(5) 0.10512(17) 0.0313(8) Uani 1 1 d . . . . .
C206 C 0.3143(2) -0.3130(5) 0.17641(19) 0.0349(8) Uani 1 1 d . . . . .
H206 H 0.2801 -0.2957 0.1360 0.042 Uiso 1 1 calc R . . . .
C205 C 0.2846(3) -0.3858(5) 0.22779(19) 0.0367(9) Uani 1 1 d . . . . .
H205 H 0.2304 -0.4185 0.2222 0.044 Uiso 1 1 calc R . . . .
C213 C 0.1802(3) -0.6619(7) 0.3378(2) 0.0563(12) Uani 1 1 d . . . . .
C212 C 0.1429(4) -0.8265(9) 0.3183(3) 0.0753(17) Uani 1 1 d . . . . .
H212 H 0.0885 -0.8413 0.3200 0.090 Uiso 1 1 calc R . . . .
C61 C 0.0975(3) 1.0774(6) 0.1334(2) 0.0494(11) Uani 1 1 d . . . . .
H61 H 0.1023 1.1457 0.1718 0.059 Uiso 1 1 calc R . . . .
C62 C 0.0801(3) 0.9023(6) 0.1351(2) 0.0499(11) Uani 1 1 d . . . . .
H62 H 0.0714 0.8516 0.1745 0.060 Uiso 1 1 calc R . . . .
C63 C 0.0748(3) 0.7946(5) 0.0793(2) 0.0453(10) Uani 1 1 d . . . . .
C59 C 0.1031(2) 1.0547(5) 0.0223(2) 0.0444(10) Uani 1 1 d . . . . .
H59 H 0.1104 1.1065 -0.0174 0.053 Uiso 1 1 calc R . . . .
C60 C 0.1084(3) 1.1561(6) 0.0756(2) 0.0441(10) Uani 1 1 d . . . . .
H60 H 0.1193 1.2782 0.0739 0.053 Uiso 1 1 calc R . . . .
C57 C 0.0878(3) 0.7730(6) -0.0341(2) 0.0439(10) Uani 1 1 d . . . . .
H57A H 0.0830 0.8510 -0.0724 0.053 Uiso 1 1 calc R . . . .
H57B H 0.0417 0.6929 -0.0408 0.053 Uiso 1 1 calc R . . . .
C54 C 0.1630(3) 0.6663(6) -0.02830(19) 0.0415(10) Uani 1 1 d . . . . .
C55 C 0.2377(3) 0.7471(5) -0.01534(18) 0.0369(9) Uani 1 1 d . . . . .
H55 H 0.2413 0.8712 -0.0112 0.044 Uiso 1 1 calc R . . . .
C56 C 0.3066(2) 0.6471(5) -0.00849(18) 0.0340(8) Uani 1 1 d . . . . .
H56 H 0.3569 0.7025 0.0001 0.041 Uiso 1 1 calc R . . . .
C51 C 0.3009(2) 0.4637(5) -0.01438(18) 0.0335(8) Uani 1 1 d . . . . .
C3 C 0.3233(2) 0.2236(5) 0.09284(19) 0.0355(9) Uani 1 1 d . . . . .
H3 H 0.2872 0.3145 0.0982 0.043 Uiso 1 1 calc R . . . .
C2 C 0.3395(2) 0.0798(5) 0.13121(18) 0.0359(9) Uani 1 1 d . . . . .
H2 H 0.3176 0.0528 0.1685 0.043 Uiso 1 1 calc R . . . .
O214 O 0.1494(3) -0.5411(6) 0.3646(2) 0.0796(12) Uani 1 1 d . . . . .
C8 C 0.4876(3) 0.4541(5) -0.12494(18) 0.0361(9) Uani 1 1 d . . . . .
H8 H 0.5058 0.5251 -0.1564 0.043 Uiso 1 1 calc R . . . .
C7 C 0.4292(2) 0.4942(5) -0.09198(18) 0.0347(9) Uani 1 1 d . . . . .
H7 H 0.3977 0.5975 -0.0970 0.042 Uiso 1 1 calc R . . . .
C53 C 0.1581(3) 0.4876(5) -0.0349(2) 0.0441(10) Uani 1 1 d . . . . .
H53 H 0.1078 0.4321 -0.0442 0.053 Uiso 1 1 calc R . . . .
C52 C 0.2261(2) 0.3886(5) -0.0279(2) 0.0403(9) Uani 1 1 d . . . . .
H52 H 0.2217 0.2647 -0.0325 0.048 Uiso 1 1 calc R . . . .
O2S O -0.0589(3) 0.1941(5) 0.21842(17) 0.0649(10) Uani 1 1 d . . . . .
H2SA H -0.0301 0.2701 0.2022 0.097 Uiso 1 1 d G . . . .
H2SB H -0.0847 0.1295 0.1874 0.097 Uiso 1 1 d G . . . .
O1S O 0.0418(3) 0.4468(4) 0.18529(19) 0.0707(11) Uani 1 1 d . . . . .
H1SA H 0.0325 0.5177 0.2156 0.106 Uiso 1 1 d G . . . .
H1SB H 0.0536 0.5075 0.1533 0.106 Uiso 1 1 d G . . . .


_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
N208 C209 1.343(6) . ?
N208 C207 1.473(5) . ?
N208 C213 1.388(6) . ?
N22 C9 1.375(5) . ?
N22 C6 1.375(5) . ?
N21 H21 0.8800 . ?
N21 C4 1.378(5) . ?
N21 C1 1.372(5) . ?
O64 C63 1.257(5) . ?
N58 C63 1.377(6) . ?
N58 C59 1.363(6) . ?
N58 C57 1.470(5) . ?
C211 H211 0.9500 . ?
C211 C210 1.386(10) . ?
C211 C212 1.358(10) . ?
C210 H210 0.9500 . ?
C210 C209 1.333(7) . ?
C209 H209 0.9500 . ?
C207 H20A 0.9900 . ?
C207 H20B 0.9900 . ?
C207 C204 1.512(5) . ?
C204 C203 1.382(6) . ?
C204 C205 1.407(6) . ?
C203 H203 0.9500 . ?
C203 C202 1.385(6) . ?
C202 H202 0.9500 . ?
C202 C201 1.405(5) . ?
C201 C20 1.492(5) . ?
C201 C206 1.391(6) . ?
C20 C9 1.393(5) 3_655 ?
C20 C1 1.411(5) . ?
C9 C20 1.393(5) 3_655 ?
C9 C8 1.453(5) . ?
C6 C5 1.405(5) . ?
C6 C7 1.446(5) . ?
C5 C4 1.401(5) . ?
C5 C51 1.484(5) . ?
C4 C3 1.425(5) . ?
C1 C2 1.430(5) . ?
C206 H206 0.9500 . ?
C206 C205 1.390(5) . ?
C205 H205 0.9500 . ?
C213 C212 1.433(8) . ?
C213 O214 1.245(6) . ?
C212 H212 0.9500 . ?
C61 H61 0.9500 . ?
C61 C62 1.369(6) . ?
C61 C60 1.396(7) . ?
C62 H62 0.9500 . ?
C62 C63 1.419(6) . ?
C59 H59 0.9500 . ?
C59 C60 1.349(6) . ?
C60 H60 0.9500 . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C54 1.513(6) . ?
C54 C55 1.405(6) . ?
C54 C53 1.369(6) . ?
C55 H55 0.9500 . ?
C55 C56 1.392(6) . ?
C56 H56 0.9500 . ?
C56 C51 1.404(5) . ?
C51 C52 1.389(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.358(6) . ?
C2 H2 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.353(6) . ?
C7 H7 0.9500 . ?
C53 H53 0.9500 . ?
C53 C52 1.376(6) . ?
C52 H52 0.9500 . ?
O2S H2SA 0.8697 . ?
O2S H2SB 0.8705 . ?
O1S H1SA 0.8703 . ?
O1S H1SB 0.8700 . ?

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
C209 N208 C207 119.0(4) . . ?
C209 N208 C213 121.0(4) . . ?
C213 N208 C207 119.9(4) . . ?
C9 N22 C6 107.0(3) . . ?
C4 N21 H21 125.7 . . ?
C1 N21 H21 125.7 . . ?
C1 N21 C4 108.5(3) . . ?
C63 N58 C57 117.7(3) . . ?
C59 N58 C63 123.2(4) . . ?
C59 N58 C57 119.0(4) . . ?
C210 C211 H211 120.0 . . ?
C212 C211 H211 120.0 . . ?
C212 C211 C210 119.9(5) . . ?
C211 C210 H210 121.1 . . ?
C209 C210 C211 117.8(5) . . ?
C209 C210 H210 121.1 . . ?
N208 C209 H209 117.9 . . ?
C210 C209 N208 124.3(5) . . ?
C210 C209 H209 117.9 . . ?
N208 C207 H20A 109.3 . . ?
N208 C207 H20B 109.3 . . ?
N208 C207 C204 111.7(3) . . ?
H20A C207 H20B 107.9 . . ?
C204 C207 H20A 109.3 . . ?
C204 C207 H20B 109.3 . . ?
C203 C204 C207 120.6(4) . . ?
C203 C204 C205 119.0(3) . . ?
C205 C204 C207 120.4(4) . . ?
C204 C203 H203 119.5 . . ?
C204 C203 C202 120.9(4) . . ?
C202 C203 H203 119.5 . . ?
C203 C202 H202 119.7 . . ?
C203 C202 C201 120.6(4) . . ?
C201 C202 H202 119.7 . . ?
C202 C201 C20 120.2(4) . . ?
C206 C201 C202 118.5(3) . . ?
C206 C201 C20 121.3(3) . . ?
C9 C20 C201 119.0(3) 3_655 . ?
C9 C20 C1 124.1(3) 3_655 . ?
C1 C20 C201 116.8(3) . . ?
N22 C9 C20 126.0(3) . 3_655 ?
N22 C9 C8 109.4(3) . . ?
C20 C9 C8 124.6(3) 3_655 . ?
N22 C6 C5 125.6(3) . . ?
N22 C6 C7 109.3(3) . . ?
C5 C6 C7 125.1(3) . . ?
C6 C5 C51 119.2(3) . . ?
C4 C5 C6 125.5(3) . . ?
C4 C5 C51 115.0(3) . . ?
N21 C4 C5 127.6(3) . . ?
N21 C4 C3 107.6(3) . . ?
C5 C4 C3 124.8(3) . . ?
N21 C1 C20 125.7(3) . . ?
N21 C1 C2 108.2(3) . . ?
C20 C1 C2 126.1(3) . . ?
C201 C206 H206 119.6 . . ?
C205 C206 C201 120.9(4) . . ?
C205 C206 H206 119.6 . . ?
C204 C205 H205 119.9 . . ?
C206 C205 C204 120.1(4) . . ?
C206 C205 H205 119.9 . . ?
N208 C213 C212 114.7(5) . . ?
O214 C213 N208 120.3(5) . . ?
O214 C213 C212 124.8(6) . . ?
C211 C212 C213 122.0(6) . . ?
C211 C212 H212 119.0 . . ?
C213 C212 H212 119.0 . . ?
C62 C61 H61 119.8 . . ?
C62 C61 C60 120.3(4) . . ?
C60 C61 H61 119.8 . . ?
C61 C62 H62 119.2 . . ?
C61 C62 C63 121.6(4) . . ?
C63 C62 H62 119.2 . . ?
O64 C63 N58 119.6(4) . . ?
O64 C63 C62 125.2(4) . . ?
N58 C63 C62 115.2(4) . . ?
N58 C59 H59 119.3 . . ?
C60 C59 N58 121.3(4) . . ?
C60 C59 H59 119.3 . . ?
C61 C60 H60 120.8 . . ?
C59 C60 C61 118.4(4) . . ?
C59 C60 H60 120.8 . . ?
N58 C57 H57A 109.4 . . ?
N58 C57 H57B 109.4 . . ?
N58 C57 C54 111.3(3) . . ?
H57A C57 H57B 108.0 . . ?
C54 C57 H57A 109.4 . . ?
C54 C57 H57B 109.4 . . ?
C55 C54 C57 121.2(4) . . ?
C53 C54 C57 119.3(4) . . ?
C53 C54 C55 119.5(4) . . ?
C54 C55 H55 119.7 . . ?
C56 C55 C54 120.7(4) . . ?
C56 C55 H55 119.7 . . ?
C55 C56 H56 120.3 . . ?
C55 C56 C51 119.4(4) . . ?
C51 C56 H56 120.3 . . ?
C56 C51 C5 124.6(3) . . ?
C52 C51 C5 117.0(3) . . ?
C52 C51 C56 118.3(3) . . ?
C4 C3 H3 125.8 . . ?
C2 C3 C4 108.4(3) . . ?
C2 C3 H3 125.8 . . ?
C1 C2 H2 126.4 . . ?
C3 C2 C1 107.2(3) . . ?
C3 C2 H2 126.4 . . ?
C9 C8 H8 126.6 . . ?
C7 C8 C9 106.8(3) . . ?
C7 C8 H8 126.6 . . ?
C6 C7 H7 126.2 . . ?
C8 C7 C6 107.5(3) . . ?
C8 C7 H7 126.2 . . ?
C54 C53 H53 120.1 . . ?
C54 C53 C52 119.9(4) . . ?
C52 C53 H53 120.1 . . ?
C51 C52 H52 118.9 . . ?
C53 C52 C51 122.2(4) . . ?
C53 C52 H52 118.9 . . ?
H2SA O2S H2SB 109.4 . . ?
H1SA O1S H1SB 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C62 H62 O2S 0.95 2.59 3.537(6) 174.6 2
C57 H57A O214 0.99 2.39 3.260(6) 146.7 4_565
O2S H2SA O1S 0.87 1.90 2.760(5) 168.0 .
O2S H2SB O214 0.87 1.92 2.771(6) 166.6 2
O1S H1SA O2S 0.87 1.92 2.739(5) 155.4 2
O1S H1SB O64 0.87 1.88 2.741(5) 169.1 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N208 C207 C204 C203 -128.8(4) . . . . ?
N208 C207 C204 C205 52.7(5) . . . . ?
N208 C213 C212 C211 5.3(8) . . . . ?
N22 C9 C8 C7 -2.6(5) . . . . ?
N22 C6 C5 C4 9.3(6) . . . . ?
N22 C6 C5 C51 -163.9(4) . . . . ?
N22 C6 C7 C8 -0.7(5) . . . . ?
N21 C4 C3 C2 -0.6(4) . . . . ?
N21 C1 C2 C3 2.3(4) . . . . ?
N58 C59 C60 C61 0.1(6) . . . . ?
N58 C57 C54 C55 -55.8(5) . . . . ?
N58 C57 C54 C53 123.3(4) . . . . ?
C211 C210 C209 N208 0.7(7) . . . . ?
C210 C211 C212 C213 -2.6(9) . . . . ?
C209 N208 C207 C204 58.4(5) . . . . ?
C209 N208 C213 C212 -5.1(6) . . . . ?
C209 N208 C213 O214 171.3(5) . . . . ?
C207 N208 C209 C210 178.8(4) . . . . ?
C207 N208 C213 C212 178.4(4) . . . . ?
C207 N208 C213 O214 -5.1(7) . . . . ?
C207 C204 C203 C202 -177.4(3) . . . . ?
C207 C204 C205 C206 177.3(3) . . . . ?
C204 C203 C202 C201 -0.1(6) . . . . ?
C203 C204 C205 C206 -1.2(6) . . . . ?
C203 C202 C201 C20 -179.8(3) . . . . ?
C203 C202 C201 C206 -0.7(5) . . . . ?
C202 C201 C20 C9 64.4(5) . . . 3_655 ?
C202 C201 C20 C1 -117.0(4) . . . . ?
C202 C201 C206 C205 0.6(5) . . . . ?
C201 C20 C1 N21 -176.0(3) . . . . ?
C201 C20 C1 C2 3.6(6) . . . . ?
C201 C206 C205 C204 0.4(6) . . . . ?
C20 C201 C206 C205 179.7(3) . . . . ?
C20 C9 C8 C7 175.1(4) 3_655 . . . ?
C20 C1 C2 C3 -177.3(4) . . . . ?
C9 N22 C6 C5 177.9(4) . . . . ?
C9 N22 C6 C7 -0.9(4) . . . . ?
C9 C20 C1 N21 2.6(6) 3_655 . . . ?
C9 C20 C1 C2 -177.9(4) 3_655 . . . ?
C9 C8 C7 C6 2.0(4) . . . . ?
C6 N22 C9 C20 -175.6(4) . . . 3_655 ?
C6 N22 C9 C8 2.1(4) . . . . ?
C6 C5 C4 N21 -9.1(6) . . . . ?
C6 C5 C4 C3 169.0(4) . . . . ?
C6 C5 C51 C56 -64.2(5) . . . . ?
C6 C5 C51 C52 117.8(4) . . . . ?
C5 C6 C7 C8 -179.6(4) . . . . ?
C5 C4 C3 C2 -179.0(4) . . . . ?
C5 C51 C52 C53 177.3(4) . . . . ?
C4 N21 C1 C20 176.9(4) . . . . ?
C4 N21 C1 C2 -2.7(4) . . . . ?
C4 C5 C51 C56 121.9(4) . . . . ?
C4 C5 C51 C52 -56.1(5) . . . . ?
C4 C3 C2 C1 -1.1(5) . . . . ?
C1 N21 C4 C5 -179.6(4) . . . . ?
C1 N21 C4 C3 2.0(4) . . . . ?
C206 C201 C20 C9 -114.7(4) . . . 3_655 ?
C206 C201 C20 C1 63.9(5) . . . . ?
C205 C204 C203 C202 1.0(6) . . . . ?
C213 N208 C209 C210 2.4(7) . . . . ?
C213 N208 C207 C204 -125.1(4) . . . . ?
C212 C211 C210 C209 -0.6(8) . . . . ?
C61 C62 C63 O64 -179.8(5) . . . . ?
C61 C62 C63 N58 -0.7(7) . . . . ?
C62 C61 C60 C59 -1.5(7) . . . . ?
C63 N58 C59 C60 1.0(6) . . . . ?
C63 N58 C57 C54 -74.1(5) . . . . ?
C59 N58 C63 O64 178.4(4) . . . . ?
C59 N58 C63 C62 -0.7(6) . . . . ?
C59 N58 C57 C54 102.8(4) . . . . ?
C60 C61 C62 C63 1.8(7) . . . . ?
C57 N58 C63 O64 -4.8(6) . . . . ?
C57 N58 C63 C62 176.1(4) . . . . ?
C57 N58 C59 C60 -175.7(4) . . . . ?
C57 C54 C55 C56 178.4(4) . . . . ?
C57 C54 C53 C52 -178.2(4) . . . . ?
C54 C55 C56 C51 -0.3(5) . . . . ?
C54 C53 C52 C51 -0.2(7) . . . . ?
C55 C54 C53 C52 0.9(6) . . . . ?
C55 C56 C51 C5 -177.0(4) . . . . ?
C55 C56 C51 C52 0.9(5) . . . . ?
C56 C51 C52 C53 -0.7(6) . . . . ?
C51 C5 C4 N21 164.4(4) . . . . ?
C51 C5 C4 C3 -17.5(5) . . . . ?
O214 C213 C212 C211 -170.9(5) . . . . ?
C7 C6 C5 C4 -172.0(4) . . . . ?
C7 C6 C5 C51 14.7(6) . . . . ?
C53 C54 C55 C56 -0.6(6) . . . . ?

_olex2_exptl_crystal_mounting_method 'MitGen loop'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_kjf079
_database_code_depnum_ccdc_archive 'CCDC 1559133'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-08-22 downloaded from the CCDC.
;
_audit_creation_date             2017-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
5,10,15,20-tetrakis(4-(bromomethyl)phenyl)porphyrin
_chemical_formula_moiety         'C48 H34 Br4 N4'
_chemical_formula_sum            'C48 H34 Br4 N4'
_chemical_formula_weight         986.43
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.8019(13)
_cell_length_b                   8.9658(7)
_cell_length_c                   14.5051(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.3000(10)
_cell_angle_gamma                90
_cell_volume                     1962.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8426
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.018
_cell_measurement_theta_min      2.643
_shelx_estimated_absorpt_T_max   0.760
_shelx_estimated_absorpt_T_min   0.539
_exptl_absorpt_coefficient_mu    4.144
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0739 before and 0.0436 after correction.
The Ratio of minimum to maximum transmission is 0.7814.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             980
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method DCM/MeOH
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            37651
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.168
_diffrn_reflns_theta_min         2.643
_diffrn_ambient_temperature      100.01
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4085
_reflns_number_total             5288
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker, 2014)'
_computing_data_collection       'APEX2 Ver. v.7-1 (Bruker, 2014)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.355
_refine_diff_density_min         -1.106
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         5288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+2.9923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0964
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C107(H10A,H10B), C57(H57A,H57B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C3(H3), C8(H8), C105(H105), C106(H106), C2(H2A), C103(H103),
 C102(H102), C52(H52), C53(H53), C55(H55), C56(H56)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Br10 Br 0.81313(2) 0.53036(4) -0.00940(2) 0.02517(9) Uani 1 1 d . . . . .
Br58 Br -0.02461(2) 0.21259(4) -0.04237(2) 0.02722(9) Uani 1 1 d . . . . .
N2 N 0.44859(14) 0.4242(3) 0.36057(16) 0.0130(4) Uani 1 1 d . . . . .
H2 H 0.4701 0.4590 0.4197 0.016 Uiso 1 1 calc R . . . .
N1 N 0.37554(15) 0.4897(2) 0.51821(16) 0.0128(4) Uani 1 1 d . . . . .
C1 C 0.35478(17) 0.5202(3) 0.60182(19) 0.0129(5) Uani 1 1 d . . . . .
C10 C 0.58602(17) 0.4294(3) 0.31124(18) 0.0125(5) Uani 1 1 d . . . . .
C7 C 0.35435(18) 0.3309(3) 0.22101(19) 0.0146(5) Uani 1 1 d . . . . .
H7 H 0.3018 0.2959 0.1751 0.017 Uiso 1 1 calc R . . . .
C6 C 0.36211(17) 0.3842(3) 0.31669(19) 0.0138(5) Uani 1 1 d . . . . .
C9 C 0.49563(17) 0.4003(3) 0.29614(18) 0.0134(5) Uani 1 1 d . . . . .
C5 C 0.29171(17) 0.3915(3) 0.35746(19) 0.0130(5) Uani 1 1 d . . . . .
C3 C 0.22768(17) 0.4377(3) 0.4949(2) 0.0141(5) Uani 1 1 d . . . . .
H3 H 0.1682 0.4079 0.4644 0.017 Uiso 1 1 calc R . . . .
C8 C 0.43600(18) 0.3401(3) 0.20847(19) 0.0151(5) Uani 1 1 d . . . . .
H8 H 0.4511 0.3120 0.1522 0.018 Uiso 1 1 calc R . . . .
C105 C 0.61565(18) 0.5022(3) 0.06555(19) 0.0147(5) Uani 1 1 d . . . . .
H105 H 0.5923 0.5684 0.0130 0.018 Uiso 1 1 calc R . . . .
C106 C 0.58584(17) 0.5098(3) 0.14663(19) 0.0136(5) Uani 1 1 d . . . . .
H106 H 0.5421 0.5814 0.1486 0.016 Uiso 1 1 calc R . . . .
C104 C 0.67976(18) 0.3974(3) 0.06126(19) 0.0148(5) Uani 1 1 d . . . . .
C4 C 0.30002(17) 0.4387(3) 0.45205(19) 0.0116(5) Uani 1 1 d . . . . .
C2 C 0.26176(17) 0.4876(3) 0.58704(19) 0.0140(5) Uani 1 1 d . . . . .
H2A H 0.2304 0.4991 0.6332 0.017 Uiso 1 1 calc R . . . .
C54 C 0.04186(17) 0.2517(3) 0.1627(2) 0.0153(5) Uani 1 1 d . . . . .
C101 C 0.61901(17) 0.4146(3) 0.22493(18) 0.0129(5) Uani 1 1 d . . . . .
C103 C 0.71273(19) 0.3008(3) 0.1394(2) 0.0179(6) Uani 1 1 d . . . . .
H103 H 0.7562 0.2287 0.1372 0.022 Uiso 1 1 calc R . . . .
C51 C 0.20268(17) 0.3432(3) 0.29408(19) 0.0135(5) Uani 1 1 d . . . . .
C102 C 0.68277(19) 0.3088(3) 0.2204(2) 0.0170(5) Uani 1 1 d . . . . .
H102 H 0.7057 0.2422 0.2728 0.020 Uiso 1 1 calc R . . . .
C52 C 0.18411(18) 0.1921(3) 0.2755(2) 0.0161(5) Uani 1 1 d . . . . .
H52 H 0.2264 0.1195 0.3077 0.019 Uiso 1 1 calc R . . . .
C53 C 0.10457(18) 0.1468(3) 0.2107(2) 0.0169(5) Uani 1 1 d . . . . .
H53 H 0.0928 0.0434 0.1990 0.020 Uiso 1 1 calc R . . . .
C107 C 0.7138(2) 0.3899(3) -0.0242(2) 0.0196(6) Uani 1 1 d . . . . .
H10A H 0.6655 0.4147 -0.0833 0.024 Uiso 1 1 calc R . . . .
H10B H 0.7341 0.2871 -0.0311 0.024 Uiso 1 1 calc R . . . .
C55 C 0.05865(18) 0.4023(3) 0.1838(2) 0.0195(6) Uani 1 1 d . . . . .
H55 H 0.0155 0.4748 0.1535 0.023 Uiso 1 1 calc R . . . .
C56 C 0.13820(18) 0.4466(3) 0.2489(2) 0.0182(6) Uani 1 1 d . . . . .
H56 H 0.1488 0.5497 0.2628 0.022 Uiso 1 1 calc R . . . .
C57 C -0.04065(19) 0.2017(3) 0.0880(2) 0.0213(6) Uani 1 1 d . . . . .
H57A H -0.0909 0.2660 0.0904 0.026 Uiso 1 1 calc R . . . .
H57B H -0.0547 0.0979 0.1016 0.026 Uiso 1 1 calc R . . . .


_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
Br10 C107 1.974(3) . ?
Br58 C57 1.984(3) . ?
N2 H2 0.8800 . ?
N2 C6 1.373(3) . ?
N2 C9 1.373(3) . ?
N1 C1 1.375(3) . ?
N1 C4 1.369(3) . ?
C1 C10 1.403(4) 3_666 ?
C1 C2 1.451(4) . ?
C10 C1 1.403(4) 3_666 ?
C10 C9 1.404(4) . ?
C10 C101 1.498(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.438(4) . ?
C7 C8 1.358(4) . ?
C6 C5 1.408(4) . ?
C9 C8 1.443(4) . ?
C5 C4 1.404(4) . ?
C5 C51 1.497(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.455(4) . ?
C3 C2 1.360(4) . ?
C8 H8 0.9500 . ?
C105 H105 0.9500 . ?
C105 C106 1.393(4) . ?
C105 C104 1.396(4) . ?
C106 H106 0.9500 . ?
C106 C101 1.392(4) . ?
C104 C103 1.398(4) . ?
C104 C107 1.492(4) . ?
C2 H2A 0.9500 . ?
C54 C53 1.393(4) . ?
C54 C55 1.392(4) . ?
C54 C57 1.494(4) . ?
C101 C102 1.399(4) . ?
C103 H103 0.9500 . ?
C103 C102 1.394(4) . ?
C51 C52 1.395(4) . ?
C51 C56 1.390(4) . ?
C102 H102 0.9500 . ?
C52 H52 0.9500 . ?
C52 C53 1.388(4) . ?
C53 H53 0.9500 . ?
C107 H10A 0.9900 . ?
C107 H10B 0.9900 . ?
C55 H55 0.9500 . ?
C55 C56 1.387(4) . ?
C56 H56 0.9500 . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?

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
C6 N2 H2 126.0 . . ?
C6 N2 C9 108.0(2) . . ?
C9 N2 H2 126.0 . . ?
C4 N1 C1 107.3(2) . . ?
N1 C1 C10 125.9(2) . 3_666 ?
N1 C1 C2 109.1(2) . . ?
C10 C1 C2 125.0(2) 3_666 . ?
C1 C10 C9 125.2(2) 3_666 . ?
C1 C10 C101 118.4(2) 3_666 . ?
C9 C10 C101 116.4(2) . . ?
C6 C7 H7 126.4 . . ?
C8 C7 H7 126.4 . . ?
C8 C7 C6 107.3(2) . . ?
N2 C6 C7 108.8(2) . . ?
N2 C6 C5 126.5(2) . . ?
C5 C6 C7 124.7(2) . . ?
N2 C9 C10 126.6(2) . . ?
N2 C9 C8 108.3(2) . . ?
C10 C9 C8 125.1(2) . . ?
C6 C5 C51 116.4(2) . . ?
C4 C5 C6 124.6(2) . . ?
C4 C5 C51 119.0(2) . . ?
C4 C3 H3 126.7 . . ?
C2 C3 H3 126.7 . . ?
C2 C3 C4 106.6(2) . . ?
C7 C8 C9 107.6(2) . . ?
C7 C8 H8 126.2 . . ?
C9 C8 H8 126.2 . . ?
C106 C105 H105 119.9 . . ?
C106 C105 C104 120.2(2) . . ?
C104 C105 H105 119.9 . . ?
C105 C106 H106 119.4 . . ?
C101 C106 C105 121.2(2) . . ?
C101 C106 H106 119.4 . . ?
C105 C104 C103 118.8(2) . . ?
C105 C104 C107 120.9(3) . . ?
C103 C104 C107 120.4(2) . . ?
N1 C4 C5 126.5(2) . . ?
N1 C4 C3 109.6(2) . . ?
C5 C4 C3 124.0(2) . . ?
C1 C2 H2A 126.3 . . ?
C3 C2 C1 107.4(2) . . ?
C3 C2 H2A 126.3 . . ?
C53 C54 C57 119.8(3) . . ?
C55 C54 C53 118.9(3) . . ?
C55 C54 C57 121.2(3) . . ?
C106 C101 C10 119.2(2) . . ?
C106 C101 C102 118.6(2) . . ?
C102 C101 C10 122.2(2) . . ?
C104 C103 H103 119.5 . . ?
C102 C103 C104 120.9(3) . . ?
C102 C103 H103 119.5 . . ?
C52 C51 C5 120.3(2) . . ?
C56 C51 C5 121.3(2) . . ?
C56 C51 C52 118.3(2) . . ?
C101 C102 H102 119.9 . . ?
C103 C102 C101 120.3(3) . . ?
C103 C102 H102 119.9 . . ?
C51 C52 H52 119.6 . . ?
C53 C52 C51 120.8(3) . . ?
C53 C52 H52 119.6 . . ?
C54 C53 H53 119.8 . . ?
C52 C53 C54 120.5(3) . . ?
C52 C53 H53 119.8 . . ?
Br10 C107 H10A 109.5 . . ?
Br10 C107 H10B 109.5 . . ?
C104 C107 Br10 110.65(19) . . ?
C104 C107 H10A 109.5 . . ?
C104 C107 H10B 109.5 . . ?
H10A C107 H10B 108.1 . . ?
C54 C55 H55 119.9 . . ?
C56 C55 C54 120.2(3) . . ?
C56 C55 H55 119.9 . . ?
C51 C56 H56 119.4 . . ?
C55 C56 C51 121.3(3) . . ?
C55 C56 H56 119.4 . . ?
Br58 C57 H57A 109.6 . . ?
Br58 C57 H57B 109.6 . . ?
C54 C57 Br58 110.2(2) . . ?
C54 C57 H57A 109.6 . . ?
C54 C57 H57B 109.6 . . ?
H57A C57 H57B 108.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 N1 0.88 2.37 2.911(3) 119.9 .
N2 H2 N1 0.88 2.38 2.916(3) 119.5 3_666

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
N2 C6 C5 C4 -1.5(4) . . . . ?
N2 C6 C5 C51 179.1(2) . . . . ?
N2 C9 C8 C7 0.9(3) . . . . ?
N1 C1 C2 C3 0.2(3) . . . . ?
C1 N1 C4 C5 -178.5(3) . . . . ?
C1 N1 C4 C3 0.5(3) . . . . ?
C1 C10 C9 N2 4.2(4) 3_666 . . . ?
C1 C10 C9 C8 -176.2(3) 3_666 . . . ?
C1 C10 C101 C106 -112.4(3) 3_666 . . . ?
C1 C10 C101 C102 67.1(3) 3_666 . . . ?
C10 C1 C2 C3 -178.2(3) 3_666 . . . ?
C10 C9 C8 C7 -178.8(3) . . . . ?
C10 C101 C102 C103 -178.8(3) . . . . ?
C7 C6 C5 C4 177.7(3) . . . . ?
C7 C6 C5 C51 -1.6(4) . . . . ?
C6 N2 C9 C10 178.7(3) . . . . ?
C6 N2 C9 C8 -1.0(3) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C6 C5 C4 N1 2.5(4) . . . . ?
C6 C5 C4 C3 -176.4(3) . . . . ?
C6 C5 C51 C52 74.8(3) . . . . ?
C6 C5 C51 C56 -102.2(3) . . . . ?
C9 N2 C6 C7 0.8(3) . . . . ?
C9 N2 C6 C5 -179.9(3) . . . . ?
C9 C10 C101 C106 63.6(3) . . . . ?
C9 C10 C101 C102 -116.9(3) . . . . ?
C5 C51 C52 C53 -174.7(2) . . . . ?
C5 C51 C56 C55 174.5(3) . . . . ?
C8 C7 C6 N2 -0.2(3) . . . . ?
C8 C7 C6 C5 -179.6(3) . . . . ?
C105 C106 C101 C10 178.8(2) . . . . ?
C105 C106 C101 C102 -0.7(4) . . . . ?
C105 C104 C103 C102 -0.3(4) . . . . ?
C105 C104 C107 Br10 86.3(3) . . . . ?
C106 C105 C104 C103 0.3(4) . . . . ?
C106 C105 C104 C107 -178.7(3) . . . . ?
C106 C101 C102 C103 0.7(4) . . . . ?
C104 C105 C106 C101 0.2(4) . . . . ?
C104 C103 C102 C101 -0.2(4) . . . . ?
C4 N1 C1 C10 177.9(3) . . . 3_666 ?
C4 N1 C1 C2 -0.4(3) . . . . ?
C4 C5 C51 C52 -104.6(3) . . . . ?
C4 C5 C51 C56 78.4(3) . . . . ?
C4 C3 C2 C1 0.1(3) . . . . ?
C2 C3 C4 N1 -0.4(3) . . . . ?
C2 C3 C4 C5 178.6(2) . . . . ?
C54 C55 C56 C51 0.2(5) . . . . ?
C101 C10 C9 N2 -171.4(2) . . . . ?
C101 C10 C9 C8 8.2(4) . . . . ?
C103 C104 C107 Br10 -92.6(3) . . . . ?
C51 C5 C4 N1 -178.2(2) . . . . ?
C51 C5 C4 C3 2.9(4) . . . . ?
C51 C52 C53 C54 0.2(4) . . . . ?
C52 C51 C56 C55 -2.6(4) . . . . ?
C53 C54 C55 C56 2.5(4) . . . . ?
C53 C54 C57 Br58 -94.6(3) . . . . ?
C107 C104 C103 C102 178.7(3) . . . . ?
C55 C54 C53 C52 -2.7(4) . . . . ?
C55 C54 C57 Br58 83.8(3) . . . . ?
C56 C51 C52 C53 2.4(4) . . . . ?
C57 C54 C53 C52 175.7(3) . . . . ?
C57 C54 C55 C56 -175.9(3) . . . . ?

_olex2_date_sample_data_collection 2016-01-29
_olex2_date_sample_submission    2016-01-22
_olex2_exptl_crystal_mounting_method 'MiTeGen loop'
_olex2_submission_original_sample_id 
5,10,15,20-tetrakis(4-(bromomethyl)phenyl)porphyrin
_olex2_submission_special_instructions 'No special instructions were received'
