# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_3
_database_code_depnum_ccdc_archive 'CCDC 1991712'
loop_
_audit_author_name
_audit_author_address
'Agata Bialonska'
;Department of Chemistry, University of Wroclaw
Poland
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
11, 16, 21-Triphenyldibenzo[f,h]quinoxalineporphyrin
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H28 N4'
_chemical_formula_sum            'C45 H28 N4'
_chemical_formula_weight         624.71

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'

_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                   13.475(3)
_cell_length_b                   13.847(3)
_cell_length_c                   18.641(4)
_cell_angle_alpha                71.11(3)
_cell_angle_beta                 70.17(4)
_cell_angle_gamma                89.04(3)
_cell_volume                     3078.8(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3187
_cell_measurement_theta_min      3.5170
_cell_measurement_theta_max      66.3510

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.618
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54175
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector_area_resol_mean 8.1956
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            21072
_diffrn_reflns_av_unetI/netI     0.1466
_diffrn_reflns_av_R_equivalents  0.1028
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.677
_diffrn_reflns_theta_max         69.708
_diffrn_reflns_theta_full        67.676
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             11033
_reflns_number_gt                4987
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11033
_refine_ls_number_parameters     929
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1435
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2286
_refine_ls_wR_factor_gt          0.2115
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_restrained_S_all      0.944
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.9726(4) 0.2959(4) 0.3408(3) 0.0339(12) Uani 1 1 d . . . . .
C2A C 1.0678(4) 0.2870(4) 0.3576(3) 0.0370(12) Uani 1 1 d . . . . .
H2AA H 1.101913 0.344893 0.357580 0.044 Uiso 1 1 calc R U . . .
C3A C 1.1107(4) 0.1974(4) 0.3737(3) 0.0369(13) Uani 1 1 d . . . . .
H3AA H 1.174775 0.195069 0.382555 0.044 Uiso 1 1 calc R U . . .
C4A C 1.0589(4) 0.1065(4) 0.3773(3) 0.0350(12) Uani 1 1 d . . . . .
N5A N 1.1842(3) 0.0013(3) 0.4236(3) 0.0410(11) Uani 1 1 d . . . . .
C5A C 1.0940(4) 0.0064(3) 0.4063(3) 0.0322(12) Uani 1 1 d . . . . .
N6A N 1.0639(3) -0.1777(3) 0.4451(3) 0.0397(11) Uani 1 1 d . . . . .
C6A C 1.0330(4) -0.0824(4) 0.4190(3) 0.0384(13) Uani 1 1 d . . . . .
C7A C 0.9303(4) -0.0750(4) 0.4076(3) 0.0350(12) Uani 1 1 d . . . . .
C8A C 0.8573(4) -0.1615(4) 0.4343(3) 0.0340(12) Uani 1 1 d . . . . .
H8AA H 0.876230 -0.225997 0.457111 0.041 Uiso 1 1 calc R U . . .
C9A C 0.7598(4) -0.1538(4) 0.4278(3) 0.0324(11) Uani 1 1 d . . . . .
H9AA H 0.712398 -0.212445 0.447957 0.039 Uiso 1 1 calc R U . . .
C10A C 0.7298(4) -0.0567(3) 0.3902(3) 0.0285(11) Uani 1 1 d . . . . .
C11A C 0.6260(4) -0.0476(3) 0.3825(3) 0.0287(11) Uani 1 1 d . . . . .
C12A C 0.5747(4) 0.0415(3) 0.3768(3) 0.0313(11) Uani 1 1 d . . . . .
C13A C 0.4715(4) 0.0548(4) 0.3709(3) 0.0324(12) Uani 1 1 d . . . . .
H13A H 0.429583 0.006929 0.365380 0.039 Uiso 1 1 calc R U . . .
C14A C 0.4453(4) 0.1479(4) 0.3745(3) 0.0330(12) Uani 1 1 d . . . . .
H14A H 0.381133 0.173824 0.374578 0.040 Uiso 1 1 calc R U . . .
C15A C 0.5347(4) 0.2008(4) 0.3783(3) 0.0306(11) Uani 1 1 d . . . . .
C16A C 0.5445(4) 0.3017(3) 0.3776(3) 0.0282(11) Uani 1 1 d . . . . .
C17A C 0.6414(3) 0.3540(3) 0.3661(3) 0.0280(10) Uani 1 1 d . . . . .
C18A C 0.6575(4) 0.4644(4) 0.3478(3) 0.0330(12) Uani 1 1 d . . . . .
H18A H 0.606180 0.509796 0.345131 0.040 Uiso 1 1 calc R U . . .
C19A C 0.7593(4) 0.4891(4) 0.3354(3) 0.0343(12) Uani 1 1 d . . . . .
H19A H 0.791207 0.554260 0.323230 0.041 Uiso 1 1 calc R U . . .
C20A C 0.8115(4) 0.3923(4) 0.3450(3) 0.0332(12) Uani 1 1 d . . . . .
C21A C 0.9172(4) 0.3895(4) 0.3358(3) 0.0333(12) Uani 1 1 d . . . . .
C22A C 0.9293(4) 0.2093(3) 0.3363(3) 0.0312(11) Uani 1 1 d . . . . .
H22A H 0.872306 0.214156 0.318424 0.037 Uiso 1 1 calc R U . . .
C23A C 0.9687(4) 0.1153(4) 0.3579(3) 0.0308(11) Uani 1 1 d . . . . .
C24A C 0.9012(4) 0.0210(4) 0.3736(3) 0.0327(12) Uani 1 1 d . . . . .
C25A C 0.8042(3) 0.0274(3) 0.3628(3) 0.0278(11) Uani 1 1 d . . . . .
H25A H 0.788092 0.091318 0.335654 0.033 Uiso 1 1 calc R U . . .
N26A N 0.6114(3) 0.1347(3) 0.3796(3) 0.0312(10) Uani 1 1 d . . . . .
N27A N 0.7341(3) 0.3125(3) 0.3640(2) 0.0308(9) Uani 1 1 d . . . . .
C28A C 1.2105(4) -0.0936(4) 0.4521(3) 0.0446(14) Uani 1 1 d . . . . .
H28A H 1.270152 -0.101481 0.467049 0.054 Uiso 1 1 calc R U . . .
C29A C 1.1524(4) -0.1804(4) 0.4602(4) 0.0429(14) Uani 1 1 d . . . . .
H29A H 1.177323 -0.243808 0.477196 0.051 Uiso 1 1 calc R U . . .
C30A C 0.5740(4) -0.1396(3) 0.3797(3) 0.0287(11) Uani 1 1 d . . . . .
C31A C 0.6299(4) -0.1874(4) 0.3256(3) 0.0356(12) Uani 1 1 d . . . . .
H31A H 0.699646 -0.162116 0.292440 0.043 Uiso 1 1 calc R U . . .
C32A C 0.5841(4) -0.2720(4) 0.3200(3) 0.0370(12) Uani 1 1 d . . . . .
H32A H 0.622514 -0.302245 0.282661 0.044 Uiso 1 1 calc R U . . .
C33A C 0.4821(4) -0.3112(4) 0.3694(3) 0.0364(12) Uani 1 1 d . . . . .
H33A H 0.451067 -0.367579 0.365115 0.044 Uiso 1 1 calc R U . . .
C34A C 0.4252(4) -0.2675(4) 0.4255(3) 0.0362(12) Uani 1 1 d . . . . .
H34A H 0.356166 -0.294714 0.459467 0.043 Uiso 1 1 calc R U . . .
C35A C 0.4716(4) -0.1825(4) 0.4310(3) 0.0339(12) Uani 1 1 d . . . . .
H35A H 0.433601 -0.153839 0.469561 0.041 Uiso 1 1 calc R U . . .
C36A C 0.4486(3) 0.3587(3) 0.3881(3) 0.0283(11) Uani 1 1 d . . . . .
C37A C 0.4122(4) 0.3935(4) 0.4547(3) 0.0334(12) Uani 1 1 d . . . . .
H37A H 0.448253 0.381382 0.490842 0.040 Uiso 1 1 calc R U . . .
C38A C 0.3220(4) 0.4462(4) 0.4665(3) 0.0384(13) Uani 1 1 d . . . . .
H38A H 0.298575 0.470355 0.509910 0.046 Uiso 1 1 calc R U . . .
C39A C 0.2680(4) 0.4621(4) 0.4136(3) 0.0402(13) Uani 1 1 d . . . . .
H39A H 0.206584 0.495141 0.422789 0.048 Uiso 1 1 calc R U . . .
C40A C 0.3030(4) 0.4301(4) 0.3475(4) 0.0403(13) Uani 1 1 d . . . . .
H40A H 0.267985 0.443979 0.310608 0.048 Uiso 1 1 calc R U . . .
C41A C 0.3929(4) 0.3761(4) 0.3371(3) 0.0349(12) Uani 1 1 d . . . . .
H41A H 0.415160 0.351391 0.293997 0.042 Uiso 1 1 calc R U . . .
C42A C 0.9796(4) 0.4821(4) 0.3277(3) 0.0357(12) Uani 1 1 d . . . . .
C43A C 0.9523(4) 0.5230(4) 0.3902(4) 0.0455(14) Uani 1 1 d . . . . .
H43A H 0.891852 0.494749 0.435787 0.055 Uiso 1 1 calc R U . . .
C44A C 1.0149(5) 0.6057(4) 0.3847(4) 0.0530(16) Uani 1 1 d . . . . .
H44A H 0.996968 0.631013 0.427491 0.064 Uiso 1 1 calc R U . . .
C45A C 1.1025(5) 0.6505(4) 0.3171(4) 0.0519(16) Uani 1 1 d . . . . .
H45A H 1.142564 0.707264 0.313115 0.062 Uiso 1 1 calc R U . . .
C46A C 1.1310(4) 0.6100(4) 0.2543(4) 0.0467(15) Uani 1 1 d . . . . .
H46A H 1.191211 0.638878 0.208609 0.056 Uiso 1 1 calc R U . . .
C47A C 1.0699(4) 0.5271(4) 0.2599(3) 0.0426(13) Uani 1 1 d . . . . .
H47A H 1.089299 0.500761 0.217570 0.051 Uiso 1 1 calc R U . . .
C1 C 0.6551(4) 0.5091(4) 0.1324(3) 0.0294(11) Uani 1 1 d . . . . .
C2 C 0.7155(4) 0.6064(4) 0.1000(3) 0.0340(12) Uani 1 1 d . . . . .
H2A H 0.683757 0.666147 0.085106 0.041 Uiso 1 1 calc R U . . .
C3 C 0.8209(4) 0.6116(4) 0.0910(3) 0.0367(12) Uani 1 1 d . . . . .
H3A H 0.858503 0.675902 0.072277 0.044 Uiso 1 1 calc R U . . .
C4 C 0.8738(4) 0.5246(3) 0.1087(3) 0.0291(11) Uani 1 1 d . . . . .
N5 N 1.0427(3) 0.6242(3) 0.0584(2) 0.0328(10) Uani 1 1 d . . . . .
C5 C 0.9891(4) 0.5311(4) 0.0885(3) 0.0299(11) Uani 1 1 d . . . . .
N6 N 1.1477(3) 0.4455(3) 0.0785(3) 0.0331(10) Uani 1 1 d . . . . .
C6 C 1.0410(4) 0.4413(4) 0.0977(3) 0.0319(11) Uani 1 1 d . . . . .
C7 C 0.9818(4) 0.3411(3) 0.1247(3) 0.0280(11) Uani 1 1 d . . . . .
C8 C 1.0330(4) 0.2533(4) 0.1198(3) 0.0330(12) Uani 1 1 d . . . . .
H8A H 1.105649 0.254989 0.109517 0.040 Uiso 1 1 calc R U . . .
C9 C 0.9773(4) 0.1650(3) 0.1300(3) 0.0311(11) Uani 1 1 d . . . . .
H9A H 1.013460 0.108742 0.123754 0.037 Uiso 1 1 calc R U . . .
C10 C 0.8668(4) 0.1574(3) 0.1498(3) 0.0285(11) Uani 1 1 d . . . . .
C11 C 0.8090(4) 0.0678(4) 0.1484(3) 0.0329(11) Uani 1 1 d . . . . .
C12 C 0.7106(4) 0.0656(4) 0.1441(3) 0.0310(11) Uani 1 1 d . . . . .
C13 C 0.6530(4) -0.0268(4) 0.1470(3) 0.0363(12) Uani 1 1 d . . . . .
H13B H 0.678541 -0.090323 0.150447 0.044 Uiso 1 1 calc R U . . .
C14 C 0.5579(4) -0.0023(4) 0.1438(3) 0.0351(12) Uani 1 1 d . . . . .
H14B H 0.505542 -0.045724 0.144377 0.042 Uiso 1 1 calc R U . . .
C15 C 0.5506(4) 0.1045(4) 0.1393(3) 0.0296(11) Uani 1 1 d . . . . .
C16 C 0.4593(4) 0.1573(3) 0.1382(3) 0.0282(11) Uani 1 1 d . . . . .
C17 C 0.4513(3) 0.2576(4) 0.1370(3) 0.0309(11) Uani 1 1 d . . . . .
C18 C 0.3577(4) 0.3122(3) 0.1423(3) 0.0314(11) Uani 1 1 d . . . . .
H18B H 0.292206 0.286582 0.145832 0.038 Uiso 1 1 calc R U . . .
C19 C 0.3830(4) 0.4070(4) 0.1410(3) 0.0310(11) Uani 1 1 d . . . . .
H19B H 0.337180 0.457722 0.143971 0.037 Uiso 1 1 calc R U . . .
C20 C 0.4927(4) 0.4167(3) 0.1342(3) 0.0282(11) Uani 1 1 d . . . . .
C21 C 0.5460(4) 0.5027(3) 0.1333(3) 0.0280(11) Uani 1 1 d . . . . .
C22 C 0.7058(3) 0.4234(3) 0.1560(3) 0.0246(10) Uani 1 1 d . . . . .
H22B H 0.665838 0.359687 0.182571 0.029 Uiso 1 1 calc R U . . .
C23 C 0.8148(3) 0.4284(3) 0.1415(3) 0.0266(10) Uani 1 1 d . . . . .
C24 C 0.8712(3) 0.3344(3) 0.1477(3) 0.0262(10) Uani 1 1 d . . . . .
C25 C 0.8145(4) 0.2401(3) 0.1634(3) 0.0302(11) Uani 1 1 d . . . . .
H25B H 0.740777 0.233740 0.183327 0.036 Uiso 1 1 calc R U . . .
N26 N 0.6424(3) 0.1433(3) 0.1390(3) 0.0302(9) Uani 1 1 d . . . . .
N27 N 0.5302(3) 0.3222(3) 0.1328(3) 0.0313(10) Uani 1 1 d . . . . .
C28 C 1.1478(4) 0.6266(4) 0.0390(3) 0.0328(12) Uani 1 1 d . . . . .
H28B H 1.188034 0.689768 0.018639 0.039 Uiso 1 1 calc R U . . .
C29 C 1.1984(4) 0.5390(4) 0.0481(3) 0.0358(12) Uani 1 1 d . . . . .
H29B H 1.271928 0.545595 0.032233 0.043 Uiso 1 1 calc R U . . .
C30 C 0.8693(3) -0.0250(3) 0.1467(3) 0.0282(11) Uani 1 1 d . . . . .
C31 C 0.9008(4) -0.0775(4) 0.2110(3) 0.0344(12) Uani 1 1 d . . . . .
H31B H 0.888153 -0.053022 0.253848 0.041 Uiso 1 1 calc R U . . .
C32 C 0.9509(4) -0.1662(4) 0.2125(3) 0.0391(13) Uani 1 1 d . . . . .
H32B H 0.969684 -0.202119 0.256800 0.047 Uiso 1 1 calc R U . . .
C33 C 0.9724(4) -0.2003(4) 0.1475(3) 0.0413(13) Uani 1 1 d . . . . .
H33B H 1.005432 -0.259889 0.147987 0.050 Uiso 1 1 calc R U . . .
C34 C 0.9455(4) -0.1472(4) 0.0828(4) 0.0446(14) Uani 1 1 d . . . . .
H34B H 0.962845 -0.169455 0.038369 0.054 Uiso 1 1 calc R U . . .
C35 C 0.8924(4) -0.0602(4) 0.0818(3) 0.0402(13) Uani 1 1 d . . . . .
H35B H 0.872360 -0.025808 0.037799 0.048 Uiso 1 1 calc R U . . .
C36 C 0.3667(4) 0.1020(3) 0.1351(3) 0.0313(11) Uani 1 1 d . . . . .
C39 C 0.1981(4) -0.0012(4) 0.1264(4) 0.0405(14) Uani 1 1 d . . . . .
H39B H 0.140725 -0.035430 0.124551 0.042(15) Uiso 1 1 calc R . . A 1
C37 C 0.3738(9) 0.0849(10) 0.0635(7) 0.038(3) Uani 0.567(16) 1 d . U P B 1
H37B H 0.435742 0.108304 0.018394 0.046 Uiso 0.567(16) 1 calc R U P B 1
C38 C 0.2889(9) 0.0329(10) 0.0588(8) 0.042(3) Uani 0.567(16) 1 d . U P B 1
H38B H 0.293823 0.021723 0.011197 0.051 Uiso 0.567(16) 1 calc R U P B 1
C40 C 0.1923(10) 0.0146(11) 0.1948(9) 0.042(3) Uani 0.567(16) 1 d . U P B 1
H40B H 0.130034 -0.008390 0.239648 0.051 Uiso 0.567(16) 1 calc R U P B 1
C41 C 0.2750(11) 0.0637(12) 0.2007(10) 0.045(3) Uani 0.567(16) 1 d . U P B 1
H41B H 0.268878 0.071133 0.249759 0.054 Uiso 0.567(16) 1 calc R U P B 1
C371 C 0.3452(12) 0.1310(14) 0.0654(10) 0.045(4) Uani 0.433(16) 1 d . U P B 2
H37C H 0.385500 0.186157 0.020900 0.054 Uiso 0.433(16) 1 calc R U P B 2
C381 C 0.2622(14) 0.0773(15) 0.0613(11) 0.051(4) Uani 0.433(16) 1 d . U P B 2
H38C H 0.249878 0.095400 0.012717 0.061 Uiso 0.433(16) 1 calc R U P B 2
C401 C 0.2129(15) -0.0253(15) 0.2013(14) 0.050(4) Uani 0.433(16) 1 d . U P B 2
H40C H 0.167306 -0.075058 0.247531 0.060 Uiso 0.433(16) 1 calc R U P B 2
C411 C 0.2996(16) 0.0286(16) 0.2043(15) 0.052(4) Uani 0.433(16) 1 d . U P B 2
H41C H 0.311054 0.014355 0.252998 0.062 Uiso 0.433(16) 1 calc R U P B 2
C42 C 0.4882(3) 0.5961(3) 0.1305(3) 0.0284(11) Uani 1 1 d . . . . .
C43 C 0.4473(4) 0.6416(4) 0.0700(3) 0.0362(12) Uani 1 1 d . . . . .
H43B H 0.455031 0.613175 0.029752 0.043 Uiso 1 1 calc R U . . .
C44 C 0.3951(4) 0.7290(3) 0.0685(3) 0.0356(12) Uani 1 1 d . . . . .
H44B H 0.368806 0.759013 0.027203 0.043 Uiso 1 1 calc R U . . .
C45 C 0.3821(4) 0.7715(4) 0.1280(3) 0.0388(13) Uani 1 1 d . . . . .
H45B H 0.345959 0.829422 0.127552 0.047 Uiso 1 1 calc R U . . .
C46 C 0.4226(4) 0.7283(4) 0.1877(3) 0.0389(13) Uani 1 1 d . . . . .
H46B H 0.414535 0.757602 0.227423 0.047 Uiso 1 1 calc R U . . .
C47 C 0.4757(4) 0.6409(3) 0.1899(3) 0.0312(11) Uani 1 1 d . . . . .
H47B H 0.502987 0.612296 0.230854 0.037 Uiso 1 1 calc R U . . .
H26A H 0.676(5) 0.152(4) 0.391(3) 0.053(17) Uiso 1 1 d . . . . .
H27 H 0.584(5) 0.319(5) 0.131(4) 0.046(19) Uiso 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
C1A C22A 1.381(7) . ?
C1A C2A 1.415(7) . ?
C1A C21A 1.478(7) . ?
C2A C3A 1.347(7) . ?
C3A C4A 1.423(7) . ?
C4A C23A 1.374(7) . ?
C4A C5A 1.450(7) . ?
N5A C28A 1.340(7) . ?
N5A C5A 1.355(6) . ?
C5A C6A 1.399(7) . ?
N6A C29A 1.312(7) . ?
N6A C6A 1.362(6) . ?
C6A C7A 1.466(7) . ?
C7A C24A 1.389(7) . ?
C7A C8A 1.404(7) . ?
C8A C9A 1.359(7) . ?
C9A C10A 1.423(6) . ?
C10A C25A 1.388(6) . ?
C10A C11A 1.454(7) . ?
C11A C12A 1.395(6) . ?
C11A C30A 1.488(6) . ?
C12A N26A 1.412(6) . ?
C12A C13A 1.437(7) . ?
C13A C14A 1.348(7) . ?
C14A C15A 1.454(6) . ?
C15A N26A 1.370(6) . ?
C15A C16A 1.401(7) . ?
C16A C17A 1.420(6) . ?
C16A C36A 1.492(6) . ?
C17A N27A 1.359(6) . ?
C17A C18A 1.457(7) . ?
C18A C19A 1.342(7) . ?
C19A C20A 1.490(7) . ?
C20A C21A 1.377(7) . ?
C20A N27A 1.404(6) . ?
C21A C42A 1.481(7) . ?
C22A C23A 1.385(7) . ?
C23A C24A 1.493(7) . ?
C24A C25A 1.385(7) . ?
C28A C29A 1.383(7) . ?
C30A C31A 1.387(7) . ?
C30A C35A 1.391(7) . ?
C31A C32A 1.382(7) . ?
C32A C33A 1.369(7) . ?
C33A C34A 1.377(7) . ?
C34A C35A 1.391(7) . ?
C36A C41A 1.362(7) . ?
C36A C37A 1.406(7) . ?
C37A C38A 1.397(7) . ?
C38A C39A 1.374(7) . ?
C39A C40A 1.374(8) . ?
C40A C41A 1.403(7) . ?
C42A C47A 1.392(7) . ?
C42A C43A 1.394(8) . ?
C43A C44A 1.390(7) . ?
C44A C45A 1.369(9) . ?
C45A C46A 1.395(9) . ?
C46A C47A 1.380(7) . ?
C1 C22 1.382(6) . ?
C1 C2 1.420(7) . ?
C1 C21 1.468(6) . ?
C2 C3 1.372(7) . ?
C3 C4 1.394(7) . ?
C4 C23 1.400(6) . ?
C4 C5 1.467(6) . ?
N5 C28 1.335(6) . ?
N5 C5 1.336(6) . ?
C5 C6 1.408(7) . ?
N6 C29 1.325(6) . ?
N6 C6 1.356(6) . ?
C6 C7 1.458(6) . ?
C7 C24 1.398(6) . ?
C7 C8 1.402(7) . ?
C8 C9 1.371(7) . ?
C9 C10 1.404(6) . ?
C10 C25 1.383(7) . ?
C10 C11 1.489(7) . ?
C11 C12 1.356(7) . ?
C11 C30 1.512(7) . ?
C12 N26 1.403(6) . ?
C12 C13 1.484(7) . ?
C13 C14 1.336(7) . ?
C14 C15 1.457(7) . ?
C15 N26 1.355(6) . ?
C15 C16 1.423(6) . ?
C16 C17 1.384(7) . ?
C16 C36 1.502(6) . ?
C17 N27 1.367(6) . ?
C17 C18 1.450(7) . ?
C18 C19 1.353(7) . ?
C19 C20 1.445(6) . ?
C20 C21 1.392(6) . ?
C20 N27 1.400(6) . ?
C21 C42 1.495(7) . ?
C22 C23 1.399(6) . ?
C23 C24 1.488(7) . ?
C24 C25 1.417(6) . ?
C28 C29 1.372(7) . ?
C30 C31 1.383(7) . ?
C30 C35 1.386(7) . ?
C31 C32 1.387(7) . ?
C32 C33 1.381(8) . ?
C33 C34 1.356(8) . ?
C34 C35 1.389(7) . ?
C36 C371 1.359(17) . ?
C36 C41 1.372(15) . ?
C36 C411 1.38(2) . ?
C36 C37 1.401(13) . ?
C39 C40 1.338(17) . ?
C39 C381 1.366(18) . ?
C39 C38 1.376(13) . ?
C39 C401 1.41(2) . ?
C37 C38 1.405(16) . ?
C40 C41 1.37(2) . ?
C371 C381 1.39(2) . ?
C401 C411 1.42(3) . ?
C42 C43 1.387(7) . ?
C42 C47 1.397(7) . ?
C43 C44 1.387(7) . ?
C44 C45 1.377(8) . ?
C45 C46 1.364(7) . ?
C46 C47 1.392(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
C22A C1A C2A 116.4(4) . . ?
C22A C1A C21A 121.6(4) . . ?
C2A C1A C21A 121.8(4) . . ?
C3A C2A C1A 122.2(5) . . ?
C2A C3A C4A 120.5(5) . . ?
C23A C4A C3A 117.5(5) . . ?
C23A C4A C5A 120.4(4) . . ?
C3A C4A C5A 121.9(5) . . ?
C28A N5A C5A 115.3(4) . . ?
N5A C5A C6A 121.4(4) . . ?
N5A C5A C4A 118.5(4) . . ?
C6A C5A C4A 120.1(5) . . ?
C29A N6A C6A 115.4(4) . . ?
N6A C6A C5A 121.9(5) . . ?
N6A C6A C7A 117.9(5) . . ?
C5A C6A C7A 120.1(5) . . ?
C24A C7A C8A 118.4(5) . . ?
C24A C7A C6A 119.3(4) . . ?
C8A C7A C6A 122.1(5) . . ?
C9A C8A C7A 122.1(5) . . ?
C8A C9A C10A 120.4(4) . . ?
C25A C10A C9A 116.4(4) . . ?
C25A C10A C11A 122.6(4) . . ?
C9A C10A C11A 121.0(4) . . ?
C12A C11A C10A 123.8(4) . . ?
C12A C11A C30A 119.5(4) . . ?
C10A C11A C30A 116.7(4) . . ?
C11A C12A N26A 127.0(4) . . ?
C11A C12A C13A 126.6(4) . . ?
N26A C12A C13A 106.3(4) . . ?
C14A C13A C12A 109.0(4) . . ?
C13A C14A C15A 108.1(4) . . ?
N26A C15A C16A 125.2(4) . . ?
N26A C15A C14A 107.3(4) . . ?
C16A C15A C14A 127.4(4) . . ?
C15A C16A C17A 123.8(4) . . ?
C15A C16A C36A 118.6(4) . . ?
C17A C16A C36A 117.6(4) . . ?
N27A C17A C16A 126.4(4) . . ?
N27A C17A C18A 109.7(4) . . ?
C16A C17A C18A 123.7(4) . . ?
C19A C18A C17A 108.1(4) . . ?
C18A C19A C20A 107.1(4) . . ?
C21A C20A N27A 130.0(4) . . ?
C21A C20A C19A 122.7(4) . . ?
N27A C20A C19A 107.3(4) . . ?
C20A C21A C1A 124.0(4) . . ?
C20A C21A C42A 119.7(4) . . ?
C1A C21A C42A 116.0(4) . . ?
C1A C22A C23A 121.7(5) . . ?
C4A C23A C22A 121.1(5) . . ?
C4A C23A C24A 119.8(4) . . ?
C22A C23A C24A 118.2(4) . . ?
C25A C24A C7A 118.9(4) . . ?
C25A C24A C23A 121.1(4) . . ?
C7A C24A C23A 119.6(4) . . ?
C24A C25A C10A 123.5(4) . . ?
C15A N26A C12A 109.2(4) . . ?
C17A N27A C20A 107.8(4) . . ?
N5A C28A C29A 122.6(5) . . ?
N6A C29A C28A 123.2(5) . . ?
C31A C30A C35A 117.7(4) . . ?
C31A C30A C11A 119.4(4) . . ?
C35A C30A C11A 122.9(4) . . ?
C32A C31A C30A 121.3(5) . . ?
C33A C32A C31A 120.0(5) . . ?
C32A C33A C34A 120.3(5) . . ?
C33A C34A C35A 119.5(5) . . ?
C30A C35A C34A 121.1(5) . . ?
C41A C36A C37A 118.4(4) . . ?
C41A C36A C16A 122.7(5) . . ?
C37A C36A C16A 118.8(4) . . ?
C38A C37A C36A 120.1(5) . . ?
C39A C38A C37A 119.6(5) . . ?
C40A C39A C38A 121.3(5) . . ?
C39A C40A C41A 118.3(5) . . ?
C36A C41A C40A 122.2(5) . . ?
C47A C42A C43A 118.2(5) . . ?
C47A C42A C21A 121.2(5) . . ?
C43A C42A C21A 120.5(5) . . ?
C44A C43A C42A 120.4(6) . . ?
C45A C44A C43A 120.9(6) . . ?
C44A C45A C46A 119.3(5) . . ?
C47A C46A C45A 120.0(6) . . ?
C46A C47A C42A 121.2(6) . . ?
C22 C1 C2 117.4(4) . . ?
C22 C1 C21 122.7(4) . . ?
C2 C1 C21 119.7(4) . . ?
C3 C2 C1 119.7(5) . . ?
C2 C3 C4 122.7(4) . . ?
C3 C4 C23 118.1(4) . . ?
C3 C4 C5 122.0(4) . . ?
C23 C4 C5 119.7(4) . . ?
C28 N5 C5 116.1(4) . . ?
N5 C5 C6 121.7(4) . . ?
N5 C5 C4 118.1(4) . . ?
C6 C5 C4 120.2(4) . . ?
C29 N6 C6 115.4(4) . . ?
N6 C6 C5 121.2(4) . . ?
N6 C6 C7 118.1(4) . . ?
C5 C6 C7 120.7(4) . . ?
C24 C7 C8 118.8(4) . . ?
C24 C7 C6 119.1(4) . . ?
C8 C7 C6 121.7(4) . . ?
C9 C8 C7 120.7(4) . . ?
C8 C9 C10 121.5(4) . . ?
C25 C10 C9 117.9(4) . . ?
C25 C10 C11 120.8(4) . . ?
C9 C10 C11 121.1(4) . . ?
C12 C11 C10 125.2(4) . . ?
C12 C11 C30 118.7(4) . . ?
C10 C11 C30 116.0(4) . . ?
C11 C12 N26 129.5(4) . . ?
C11 C12 C13 123.8(4) . . ?
N26 C12 C13 106.7(4) . . ?
C14 C13 C12 107.7(4) . . ?
C13 C14 C15 108.0(4) . . ?
N26 C15 C16 126.1(4) . . ?
N26 C15 C14 109.2(4) . . ?
C16 C15 C14 124.6(4) . . ?
C17 C16 C15 124.4(4) . . ?
C17 C16 C36 117.6(4) . . ?
C15 C16 C36 117.9(4) . . ?
N27 C17 C16 125.8(4) . . ?
N27 C17 C18 107.6(4) . . ?
C16 C17 C18 126.6(4) . . ?
C19 C18 C17 107.7(4) . . ?
C18 C19 C20 109.0(4) . . ?
C21 C20 N27 128.4(4) . . ?
C21 C20 C19 125.4(4) . . ?
N27 C20 C19 106.1(4) . . ?
C20 C21 C1 125.0(4) . . ?
C20 C21 C42 117.0(4) . . ?
C1 C21 C42 117.9(4) . . ?
C1 C22 C23 122.7(4) . . ?
C22 C23 C4 119.0(4) . . ?
C22 C23 C24 120.9(4) . . ?
C4 C23 C24 119.3(4) . . ?
C7 C24 C25 119.3(4) . . ?
C7 C24 C23 120.7(4) . . ?
C25 C24 C23 119.1(4) . . ?
C10 C25 C24 121.2(4) . . ?
C15 N26 C12 108.4(4) . . ?
C17 N27 C20 109.7(4) . . ?
N5 C28 C29 122.2(4) . . ?
N6 C29 C28 123.3(5) . . ?
C31 C30 C35 118.8(4) . . ?
C31 C30 C11 120.4(4) . . ?
C35 C30 C11 120.8(5) . . ?
C30 C31 C32 121.1(5) . . ?
C33 C32 C31 119.1(5) . . ?
C34 C33 C32 120.3(5) . . ?
C33 C34 C35 121.0(5) . . ?
C30 C35 C34 119.7(5) . . ?
C371 C36 C411 120.6(13) . . ?
C41 C36 C37 117.4(10) . . ?
C371 C36 C16 119.2(7) . . ?
C41 C36 C16 122.9(9) . . ?
C411 C36 C16 119.9(12) . . ?
C37 C36 C16 119.7(6) . . ?
C40 C39 C38 120.2(9) . . ?
C381 C39 C401 119.1(12) . . ?
C36 C37 C38 121.0(9) . . ?
C39 C38 C37 118.4(11) . . ?
C39 C40 C41 122.0(12) . . ?
C40 C41 C36 120.8(15) . . ?
C36 C371 C381 119.3(14) . . ?
C39 C381 C371 122.1(16) . . ?
C39 C401 C411 118.1(17) . . ?
C36 C411 C401 120(2) . . ?
C43 C42 C47 118.2(4) . . ?
C43 C42 C21 122.3(5) . . ?
C47 C42 C21 119.5(4) . . ?
C44 C43 C42 120.9(5) . . ?
C45 C44 C43 120.3(5) . . ?
C46 C45 C44 119.6(5) . . ?
C45 C46 C47 121.0(5) . . ?
C46 C47 C42 120.0(5) . . ?

_refine_diff_density_max         0.368
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.076


####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1991715'
loop_
_audit_author_name
_audit_author_address
'Agata Bialonska'
;Department of Chemistry, University of Wroclaw
Poland
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
11, 16, 21-Triphenyldibenzo[f,h]pyrido[2,3-b]quinoxalineporphyrin
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H29 N5, 0.898(C H2 Cl2)'
_chemical_formula_sum            'C48.90 H30.80 Cl1.80 N5'
_chemical_formula_weight         752.19

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.955(2)
_cell_length_b                   12.581(3)
_cell_length_c                   15.888(3)
_cell_angle_alpha                107.70(2)
_cell_angle_beta                 98.52(2)
_cell_angle_gamma                93.85(2)
_cell_volume                     1861.4(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3460
_cell_measurement_theta_min      3.2480
_cell_measurement_theta_max      30.5680

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             780
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.204
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.97735
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            17328
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.726
_diffrn_reflns_theta_max         31.571
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             10668
_reflns_number_gt                6658
_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, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+0.8912P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10668
_refine_ls_number_parameters     533
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1157
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_ref         0.1859
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
C1 C 0.3466(2) 0.42507(19) 0.29539(15) 0.0269(5) Uani 1 1 d . . . . .
C2 C 0.2407(2) 0.3370(2) 0.28141(16) 0.0312(5) Uani 1 1 d . . . . .
H2A H 0.214543 0.282493 0.223650 0.037 Uiso 1 1 calc R U . . .
C3 C 0.1753(2) 0.3291(2) 0.35031(16) 0.0301(5) Uani 1 1 d . . . . .
H3A H 0.106191 0.268314 0.339640 0.036 Uiso 1 1 calc R U . . .
C4 C 0.2091(2) 0.40966(19) 0.43610(15) 0.0260(5) Uani 1 1 d . . . . .
C5 C 0.1332(2) 0.40908(19) 0.50799(15) 0.0265(5) Uani 1 1 d . . . . .
C6 C 0.1614(2) 0.50183(19) 0.59101(15) 0.0262(5) Uani 1 1 d . . . . .
C7 C 0.2654(2) 0.59560(19) 0.60260(14) 0.0242(4) Uani 1 1 d . . . . .
C8 C 0.2852(2) 0.6942(2) 0.67655(15) 0.0275(5) Uani 1 1 d . . . . .
H8A H 0.231491 0.699932 0.722105 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3808(2) 0.78314(19) 0.68463(14) 0.0261(4) Uani 1 1 d . . . . .
H9A H 0.388794 0.850289 0.733854 0.031 Uiso 1 1 calc R U . . .
C10 C 0.4675(2) 0.77506(19) 0.61990(14) 0.0232(4) Uani 1 1 d . . . . .
C11 C 0.5701(2) 0.86782(19) 0.62568(14) 0.0232(4) Uani 1 1 d . . . . .
C12 C 0.6390(2) 0.87449(19) 0.55757(14) 0.0243(4) Uani 1 1 d . . . . .
C13 C 0.7540(2) 0.9572(2) 0.56725(15) 0.0262(5) Uani 1 1 d . . . . .
H13A H 0.792672 1.015568 0.621122 0.031 Uiso 1 1 calc R U . . .
C14 C 0.7975(2) 0.9385(2) 0.48820(15) 0.0272(5) Uani 1 1 d . . . . .
H14A H 0.871405 0.981165 0.477166 0.033 Uiso 1 1 calc R U . . .
C15 C 0.7122(2) 0.84244(19) 0.42295(14) 0.0245(4) Uani 1 1 d . . . . .
C16 C 0.7221(2) 0.79347(19) 0.33268(14) 0.0252(4) Uani 1 1 d . . . . .
C17 C 0.6461(2) 0.6896(2) 0.27629(15) 0.0267(5) Uani 1 1 d . . . . .
C18 C 0.6486(2) 0.6393(2) 0.18084(15) 0.0312(5) Uani 1 1 d . . . . .
H18A H 0.700624 0.669062 0.145844 0.037 Uiso 1 1 calc R U . . .
C19 C 0.5634(2) 0.5430(2) 0.15182(15) 0.0320(5) Uani 1 1 d . . . . .
H19A H 0.544405 0.491976 0.092344 0.038 Uiso 1 1 calc R U . . .
C20 C 0.5051(2) 0.5306(2) 0.22834(15) 0.0273(5) Uani 1 1 d . . . . .
C21 C 0.4127(2) 0.4409(2) 0.22265(15) 0.0280(5) Uani 1 1 d . . . . .
C22 C 0.3833(2) 0.5005(2) 0.38156(14) 0.0272(5) Uani 1 1 d . . . . .
H22A H 0.457936 0.557245 0.393571 0.033 Uiso 1 1 calc R U . . .
C23 C 0.3151(2) 0.49644(19) 0.45122(15) 0.0260(5) Uani 1 1 d . . . . .
C24 C 0.3459(2) 0.58820(19) 0.53626(14) 0.0240(4) Uani 1 1 d . . . . .
C25 C 0.4498(2) 0.67492(19) 0.54924(14) 0.0236(4) Uani 1 1 d . . . . .
H25A H 0.511259 0.664965 0.507815 0.028 Uiso 1 1 calc R U . . .
N26 N 0.61984(18) 0.80561(17) 0.46753(12) 0.0252(4) Uani 1 1 d . . . . .
H26 H 0.560(4) 0.747(3) 0.438(2) 0.069(11) Uiso 1 1 d . . . . .
N27 N 0.55886(18) 0.62509(16) 0.30359(12) 0.0268(4) Uani 1 1 d . . . . .
N28 N 0.03585(19) 0.32528(17) 0.49382(14) 0.0315(4) Uani 1 1 d . . . . .
C29 C -0.0359(2) 0.3300(2) 0.56127(17) 0.0303(5) Uani 1 1 d . . . . .
C30 C -0.1440(2) 0.2457(2) 0.54839(18) 0.0360(6) Uani 1 1 d . . . . .
H30A H -0.166192 0.184367 0.494165 0.043 Uiso 1 1 calc R U . . .
C31 C -0.2161(2) 0.2548(2) 0.6164(2) 0.0398(6) Uani 1 1 d . . . . .
H31A H -0.291354 0.200335 0.609232 0.048 Uiso 1 1 calc R U . . .
C32 C -0.1795(2) 0.3444(2) 0.6970(2) 0.0405(6) Uani 1 1 d . . . . .
H32A H -0.230914 0.347468 0.743301 0.049 Uiso 1 1 calc R U . . .
N33 N -0.0768(2) 0.42564(18) 0.71237(15) 0.0372(5) Uani 1 1 d . . . . .
C34 C -0.0062(2) 0.4193(2) 0.64336(17) 0.0299(5) Uani 1 1 d . . . . .
N35 N 0.09389(17) 0.50554(17) 0.65786(13) 0.0283(4) Uani 1 1 d . . . . .
C36 C 0.6004(2) 0.96422(19) 0.71086(14) 0.0248(4) Uani 1 1 d . . . . .
C37 C 0.5783(2) 1.0723(2) 0.71106(15) 0.0268(5) Uani 1 1 d . . . . .
H37A H 0.544438 1.084752 0.656165 0.032 Uiso 1 1 calc R U . . .
C38 C 0.6052(2) 1.1626(2) 0.79057(16) 0.0310(5) Uani 1 1 d . . . . .
H38A H 0.589645 1.235964 0.789668 0.037 Uiso 1 1 calc R U . . .
C39 C 0.6545(2) 1.1450(2) 0.87080(16) 0.0342(5) Uani 1 1 d . . . . .
H39A H 0.674025 1.206404 0.925038 0.041 Uiso 1 1 calc R U . . .
C40 C 0.6753(2) 1.0375(2) 0.87179(16) 0.0326(5) Uani 1 1 d . . . . .
H40A H 0.708685 1.025339 0.926903 0.039 Uiso 1 1 calc R U . . .
C41 C 0.6477(2) 0.9473(2) 0.79250(14) 0.0283(5) Uani 1 1 d . . . . .
H41A H 0.661092 0.873808 0.793916 0.034 Uiso 1 1 calc R U . . .
C42 C 0.8155(2) 0.8570(2) 0.29457(14) 0.0253(5) Uani 1 1 d . . . . .
C43 C 0.9196(2) 0.8074(2) 0.25202(14) 0.0299(5) Uani 1 1 d . . . . .
H43A H 0.930608 0.731132 0.245841 0.036 Uiso 1 1 calc R U . . .
C44 C 1.0072(2) 0.8691(2) 0.21866(15) 0.0332(5) Uani 1 1 d . . . . .
H44A H 1.077850 0.834625 0.190274 0.040 Uiso 1 1 calc R U . . .
C45 C 0.9925(2) 0.9799(2) 0.22635(16) 0.0356(6) Uani 1 1 d . . . . .
H45A H 1.052370 1.021274 0.203140 0.043 Uiso 1 1 calc R U . . .
C46 C 0.8895(2) 1.0303(2) 0.26836(16) 0.0338(5) Uani 1 1 d . . . . .
H46A H 0.878902 1.106515 0.274211 0.041 Uiso 1 1 calc R U . . .
C47 C 0.8018(2) 0.9689(2) 0.30184(15) 0.0278(5) Uani 1 1 d . . . . .
H47A H 0.731267 1.003798 0.330142 0.033 Uiso 1 1 calc R U . . .
C48 C 0.3716(2) 0.3513(2) 0.13337(15) 0.0311(5) Uani 1 1 d . . . . .
C49 C 0.4537(3) 0.2682(2) 0.10400(16) 0.0347(5) Uani 1 1 d . . . . .
H49A H 0.539003 0.268469 0.139967 0.042 Uiso 1 1 calc R U . . .
C50 C 0.4114(3) 0.1837(2) 0.02134(17) 0.0428(6) Uani 1 1 d . . . . .
H50A H 0.468058 0.126840 0.000927 0.051 Uiso 1 1 calc R U . . .
C51 C 0.2863(3) 0.1835(3) -0.03065(16) 0.0453(7) Uani 1 1 d . . . . .
H51A H 0.257380 0.126054 -0.086691 0.054 Uiso 1 1 calc R U . . .
C52 C 0.2042(3) 0.2651(3) -0.00190(18) 0.0506(7) Uani 1 1 d . . . . .
H52A H 0.118432 0.263884 -0.037730 0.061 Uiso 1 1 calc R U . . .
C53 C 0.2463(3) 0.3502(3) 0.07986(17) 0.0448(7) Uani 1 1 d . . . . .
H53A H 0.189734 0.407465 0.099294 0.054 Uiso 1 1 calc R U . . .
Cl1 Cl -0.2010(10) 0.1544(9) 0.1005(5) 0.063(2) Uani 0.1021(11) 1 d . . P A -1
Cl2 Cl 0(23) 0(23) 0(23) 0.118(4) Uani 0.1021(11) 1 d . . P A -1
C100 C -0.066(4) 0.135(4) 0.066(3) 0.080(11) Uiso 0.1021(11) 1 d . . P A -1
H10A H 0.005579 0.168116 0.119869 0.096 Uiso 0.1021(11) 1 calc R U P A -1
H10B H -0.059944 0.185090 0.028875 0.096 Uiso 0.1021(11) 1 calc R U P A -1
Cl3 Cl -0.13034(10) 0.23077(9) 0.10535(6) 0.0483(3) Uani 0.796(2) 1 d . . P A 1
Cl4 Cl -0.12845(11) 0.42005(9) 0.03384(7) 0.0569(3) Uani 0.796(2) 1 d . . P A 1
C200 C -0.1385(5) 0.3763(3) 0.1255(2) 0.0516(10) Uani 0.796(2) 1 d . . P A 1
H1A H -0.225462 0.395385 0.146267 0.062 Uiso 0.796(2) 1 calc R U P A 1
H1B H -0.062739 0.418624 0.174680 0.062 Uiso 0.796(2) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C22 1.387(3) . ?
C1 C2 1.419(3) . ?
C1 C21 1.468(3) . ?
C2 C3 1.379(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.406(3) . ?
C3 H3A 0.9500 . ?
C4 C23 1.404(3) . ?
C4 C5 1.462(3) . ?
C5 N28 1.325(3) . ?
C5 C6 1.446(3) . ?
C6 N35 1.329(3) . ?
C6 C7 1.465(3) . ?
C7 C24 1.401(3) . ?
C7 C8 1.404(3) . ?
C8 C9 1.381(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.423(3) . ?
C9 H9A 0.9500 . ?
C10 C25 1.389(3) . ?
C10 C11 1.470(3) . ?
C11 C12 1.384(3) . ?
C11 C36 1.492(3) . ?
C12 N26 1.406(3) . ?
C12 C13 1.451(3) . ?
C13 C14 1.347(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.448(3) . ?
C14 H14A 0.9500 . ?
C15 N26 1.377(3) . ?
C15 C16 1.400(3) . ?
C16 C17 1.427(3) . ?
C16 C42 1.494(3) . ?
C17 N27 1.354(3) . ?
C17 C18 1.460(3) . ?
C18 C19 1.345(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.467(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.379(3) . ?
C20 N27 1.410(3) . ?
C21 C48 1.498(3) . ?
C22 C23 1.393(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.461(3) . ?
C24 C25 1.397(3) . ?
C25 H25A 0.9500 . ?
N26 H26 0.87(4) . ?
N28 C29 1.362(3) . ?
C29 C30 1.406(3) . ?
C29 C34 1.415(4) . ?
C30 C31 1.364(4) . ?
C30 H30A 0.9500 . ?
C31 C32 1.404(4) . ?
C31 H31A 0.9500 . ?
C32 N33 1.335(3) . ?
C32 H32A 0.9500 . ?
N33 C34 1.373(3) . ?
C34 N35 1.363(3) . ?
C36 C37 1.390(3) . ?
C36 C41 1.396(3) . ?
C37 C38 1.395(3) . ?
C37 H37A 0.9500 . ?
C38 C39 1.384(3) . ?
C38 H38A 0.9500 . ?
C39 C40 1.386(4) . ?
C39 H39A 0.9500 . ?
C40 C41 1.391(3) . ?
C40 H40A 0.9500 . ?
C41 H41A 0.9500 . ?
C42 C47 1.394(3) . ?
C42 C43 1.399(3) . ?
C43 C44 1.393(3) . ?
C43 H43A 0.9500 . ?
C44 C45 1.381(4) . ?
C44 H44A 0.9500 . ?
C45 C46 1.390(3) . ?
C45 H45A 0.9500 . ?
C46 C47 1.393(3) . ?
C46 H46A 0.9500 . ?
C47 H47A 0.9500 . ?
C48 C49 1.382(4) . ?
C48 C53 1.399(3) . ?
C49 C50 1.400(4) . ?
C49 H49A 0.9500 . ?
C50 C51 1.388(4) . ?
C50 H50A 0.9500 . ?
C51 C52 1.367(4) . ?
C51 H51A 0.9500 . ?
C52 C53 1.393(4) . ?
C52 H52A 0.9500 . ?
C53 H53A 0.9500 . ?
Cl1 Cl3 1.128(11) . ?
Cl1 C100 1.53(4) . ?
Cl2 C100 2(10) . ?
C100 Cl3 1.42(4) . ?
C100 H10A 0.9900 . ?
C100 H10B 0.9900 . ?
Cl3 C200 1.770(4) . ?
Cl4 C200 1.720(4) . ?
C200 H1A 0.9900 . ?
C200 H1B 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
C22 C1 C2 117.1(2) . . ?
C22 C1 C21 120.1(2) . . ?
C2 C1 C21 122.8(2) . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 H2A 119.5 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C23 C4 C3 118.5(2) . . ?
C23 C4 C5 119.3(2) . . ?
C3 C4 C5 122.1(2) . . ?
N28 C5 C6 121.5(2) . . ?
N28 C5 C4 118.8(2) . . ?
C6 C5 C4 119.58(19) . . ?
N35 C6 C5 121.7(2) . . ?
N35 C6 C7 118.3(2) . . ?
C5 C6 C7 120.0(2) . . ?
C24 C7 C8 118.5(2) . . ?
C24 C7 C6 118.9(2) . . ?
C8 C7 C6 122.5(2) . . ?
C9 C8 C7 121.5(2) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 120.6(2) . . ?
C8 C9 H9A 119.7 . . ?
C10 C9 H9A 119.7 . . ?
C25 C10 C9 116.78(19) . . ?
C25 C10 C11 120.84(19) . . ?
C9 C10 C11 122.4(2) . . ?
C12 C11 C10 125.3(2) . . ?
C12 C11 C36 117.04(19) . . ?
C10 C11 C36 117.64(18) . . ?
C11 C12 N26 130.0(2) . . ?
C11 C12 C13 125.2(2) . . ?
N26 C12 C13 104.78(18) . . ?
C14 C13 C12 109.6(2) . . ?
C14 C13 H13A 125.2 . . ?
C12 C13 H13A 125.2 . . ?
C13 C14 C15 108.30(19) . . ?
C13 C14 H14A 125.8 . . ?
C15 C14 H14A 125.8 . . ?
N26 C15 C16 125.9(2) . . ?
N26 C15 C14 106.54(18) . . ?
C16 C15 C14 127.5(2) . . ?
C15 C16 C17 123.7(2) . . ?
C15 C16 C42 116.8(2) . . ?
C17 C16 C42 119.51(19) . . ?
N27 C17 C16 124.6(2) . . ?
N27 C17 C18 110.4(2) . . ?
C16 C17 C18 125.0(2) . . ?
C19 C18 C17 107.0(2) . . ?
C19 C18 H18A 126.5 . . ?
C17 C18 H18A 126.5 . . ?
C18 C19 C20 107.8(2) . . ?
C18 C19 H19A 126.1 . . ?
C20 C19 H19A 126.1 . . ?
C21 C20 N27 128.6(2) . . ?
C21 C20 C19 123.5(2) . . ?
N27 C20 C19 107.84(19) . . ?
C20 C21 C1 126.5(2) . . ?
C20 C21 C48 117.7(2) . . ?
C1 C21 C48 115.8(2) . . ?
C1 C22 C23 122.7(2) . . ?
C1 C22 H22A 118.7 . . ?
C23 C22 H22A 118.7 . . ?
C22 C23 C4 119.5(2) . . ?
C22 C23 C24 119.4(2) . . ?
C4 C23 C24 120.8(2) . . ?
C25 C24 C7 119.1(2) . . ?
C25 C24 C23 119.90(19) . . ?
C7 C24 C23 120.84(19) . . ?
C10 C25 C24 123.1(2) . . ?
C10 C25 H25A 118.5 . . ?
C24 C25 H25A 118.5 . . ?
C15 N26 C12 110.72(18) . . ?
C15 N26 H26 119(2) . . ?
C12 N26 H26 130(2) . . ?
C17 N27 C20 106.89(18) . . ?
C5 N28 C29 117.0(2) . . ?
N28 C29 C30 119.4(2) . . ?
N28 C29 C34 121.5(2) . . ?
C30 C29 C34 119.1(2) . . ?
C31 C30 C29 117.7(3) . . ?
C31 C30 H30A 121.1 . . ?
C29 C30 H30A 121.1 . . ?
C30 C31 C32 120.3(2) . . ?
C30 C31 H31A 119.9 . . ?
C32 C31 H31A 119.9 . . ?
N33 C32 C31 123.9(2) . . ?
N33 C32 H32A 118.0 . . ?
C31 C32 H32A 118.0 . . ?
C32 N33 C34 116.3(2) . . ?
N35 C34 N33 116.0(2) . . ?
N35 C34 C29 121.5(2) . . ?
N33 C34 C29 122.5(2) . . ?
C6 N35 C34 116.8(2) . . ?
C37 C36 C41 118.5(2) . . ?
C37 C36 C11 120.76(19) . . ?
C41 C36 C11 120.7(2) . . ?
C36 C37 C38 121.1(2) . . ?
C36 C37 H37A 119.5 . . ?
C38 C37 H37A 119.5 . . ?
C39 C38 C37 119.8(2) . . ?
C39 C38 H38A 120.1 . . ?
C37 C38 H38A 120.1 . . ?
C38 C39 C40 119.8(2) . . ?
C38 C39 H39A 120.1 . . ?
C40 C39 H39A 120.1 . . ?
C39 C40 C41 120.4(2) . . ?
C39 C40 H40A 119.8 . . ?
C41 C40 H40A 119.8 . . ?
C40 C41 C36 120.4(2) . . ?
C40 C41 H41A 119.8 . . ?
C36 C41 H41A 119.8 . . ?
C47 C42 C43 118.2(2) . . ?
C47 C42 C16 120.26(19) . . ?
C43 C42 C16 121.5(2) . . ?
C44 C43 C42 120.4(2) . . ?
C44 C43 H43A 119.8 . . ?
C42 C43 H43A 119.8 . . ?
C45 C44 C43 120.8(2) . . ?
C45 C44 H44A 119.6 . . ?
C43 C44 H44A 119.6 . . ?
C44 C45 C46 119.4(2) . . ?
C44 C45 H45A 120.3 . . ?
C46 C45 H45A 120.3 . . ?
C45 C46 C47 120.0(2) . . ?
C45 C46 H46A 120.0 . . ?
C47 C46 H46A 120.0 . . ?
C46 C47 C42 121.2(2) . . ?
C46 C47 H47A 119.4 . . ?
C42 C47 H47A 119.4 . . ?
C49 C48 C53 119.5(2) . . ?
C49 C48 C21 121.2(2) . . ?
C53 C48 C21 119.3(2) . . ?
C48 C49 C50 120.1(2) . . ?
C48 C49 H49A 119.9 . . ?
C50 C49 H49A 119.9 . . ?
C51 C50 C49 119.6(3) . . ?
C51 C50 H50A 120.2 . . ?
C49 C50 H50A 120.2 . . ?
C52 C51 C50 120.6(2) . . ?
C52 C51 H51A 119.7 . . ?
C50 C51 H51A 119.7 . . ?
C51 C52 C53 120.1(3) . . ?
C51 C52 H52A 120.0 . . ?
C53 C52 H52A 120.0 . . ?
C52 C53 C48 120.1(3) . . ?
C52 C53 H53A 120.0 . . ?
C48 C53 H53A 120.0 . . ?
Cl3 Cl1 C100 62.4(17) . . ?
Cl3 C100 Cl1 44.7(13) . . ?
Cl3 C100 Cl2 172(10) . . ?
Cl1 C100 Cl2 131(10) . . ?
Cl3 C100 H10A 83.2 . . ?
Cl1 C100 H10A 104.4 . . ?
Cl2 C100 H10A 104.4 . . ?
Cl3 C100 H10B 73.0 . . ?
Cl1 C100 H10B 104.4 . . ?
Cl2 C100 H10B 104.4 . . ?
H10A C100 H10B 105.6 . . ?
Cl1 Cl3 C100 72.9(17) . . ?
Cl1 Cl3 C200 137.7(5) . . ?
C100 Cl3 C200 147.4(17) . . ?
Cl4 C200 Cl3 114.40(19) . . ?
Cl4 C200 H1A 108.7 . . ?
Cl3 C200 H1A 108.7 . . ?
Cl4 C200 H1B 108.7 . . ?
Cl3 C200 H1B 108.7 . . ?
H1A C200 H1B 107.6 . . ?

_refine_diff_density_max         0.631
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.060



#===== end of cif

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1991713'
loop_
_audit_author_name
_audit_author_address
'Agata Bialonska'
;Department of Chemistry, University of Wroclaw
Poland
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
11, 16, 21-Triphenyldibenzo[f,h]quinoxalinedicarbonitrileporphyrin
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C47 H26 N6, C H2 Cl2'
_chemical_formula_sum            'C48 H28 Cl2 N6'
_chemical_formula_weight         759.66

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'
Cl Cl 0.3639 0.7018 '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                   6.880(2)
_cell_length_b                   25.608(3)
_cell_length_c                   20.540(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.74(3)
_cell_angle_gamma                90
_cell_volume                     3617.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3314
_cell_measurement_theta_min      3.4030
_cell_measurement_theta_max      72.1140

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.974
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.38548
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54175
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.3568
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            24709
_diffrn_reflns_av_unetI/netI     0.0924
_diffrn_reflns_av_R_equivalents  0.0989
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.758
_diffrn_reflns_theta_max         74.078
_diffrn_reflns_theta_full        67.676
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7236
_reflns_number_gt                4447
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1489P)²+11.6249P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7236
_refine_ls_number_parameters     509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1573
_refine_ls_R_factor_gt           0.1102
_refine_ls_wR_factor_ref         0.3229
_refine_ls_wR_factor_gt          0.2902
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Cl1 Cl -0.0491(3) 0.30075(10) 0.53144(10) 0.0666(6) Uani 1 1 d . . . . .
C100 C 0.1553(12) 0.3141(3) 0.5826(3) 0.0456(16) Uani 1 1 d . . . . .
H10A H 0.112433 0.326958 0.624223 0.055 Uiso 1 1 calc R U . . .
H10B H 0.233476 0.341027 0.563079 0.055 Uiso 1 1 calc R U . . .
C1 C 0.3757(8) 0.3862(2) -0.0584(3) 0.0268(11) Uani 1 1 d . . . . .
C2 C 0.4076(8) 0.3692(2) 0.0067(3) 0.0277(11) Uani 1 1 d . . . . .
H2A H 0.456133 0.335773 0.014368 0.033 Uiso 1 1 calc R U . . .
C3 C 0.3685(8) 0.4009(2) 0.0588(3) 0.0271(11) Uani 1 1 d . . . . .
H3A H 0.384877 0.388151 0.101023 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3031(8) 0.4532(2) 0.0485(3) 0.0267(11) Uani 1 1 d . . . . .
N5 N 0.2639(7) 0.46879(17) 0.1628(2) 0.0269(10) Uani 1 1 d . . . . .
C5 C 0.2548(8) 0.4874(2) 0.1018(3) 0.0276(11) Uani 1 1 d . . . . .
N6 N 0.1428(7) 0.57217(17) 0.1372(2) 0.0267(9) Uani 1 1 d . . . . .
C6 C 0.1922(8) 0.5404(2) 0.0883(3) 0.0264(11) Uani 1 1 d . . . . .
C7 C 0.1779(7) 0.5594(2) 0.0221(3) 0.0255(11) Uani 1 1 d . . . . .
C8 C 0.1192(8) 0.6105(2) 0.0054(3) 0.0276(11) Uani 1 1 d . . . . .
H8A H 0.088245 0.633859 0.038207 0.033 Uiso 1 1 calc R U . . .
C9 C 0.1069(8) 0.6267(2) -0.0591(3) 0.0271(11) Uani 1 1 d . . . . .
H9A H 0.064287 0.660349 -0.068877 0.032 Uiso 1 1 calc R U . . .
C10 C 0.1576(8) 0.5931(2) -0.1100(3) 0.0266(11) Uani 1 1 d . . . . .
C11 C 0.1580(8) 0.6082(2) -0.1794(3) 0.0264(11) Uani 1 1 d . . . . .
C12 C 0.2129(8) 0.5771(2) -0.2312(3) 0.0276(11) Uani 1 1 d . . . . .
C13 C 0.2283(9) 0.5965(2) -0.2976(3) 0.0305(12) Uani 1 1 d . . . . .
H13A H 0.205368 0.630570 -0.311484 0.037 Uiso 1 1 calc R U . . .
C14 C 0.2811(9) 0.5566(2) -0.3346(3) 0.0332(12) Uani 1 1 d . . . . .
H14A H 0.301858 0.557715 -0.379084 0.040 Uiso 1 1 calc R U . . .
C15 C 0.3005(9) 0.5108(2) -0.2924(3) 0.0290(11) Uani 1 1 d . . . . .
C16 C 0.3579(8) 0.4603(2) -0.3141(3) 0.0293(11) Uani 1 1 d . . . . .
C17 C 0.3981(8) 0.4187(2) -0.2726(3) 0.0268(11) Uani 1 1 d . . . . .
C18 C 0.4436(8) 0.3657(2) -0.2899(3) 0.0289(11) Uani 1 1 d . . . . .
H18A H 0.460157 0.353255 -0.331866 0.035 Uiso 1 1 calc R U . . .
C19 C 0.4583(8) 0.3370(2) -0.2344(3) 0.0280(11) Uani 1 1 d . . . . .
H19A H 0.486104 0.301495 -0.232103 0.034 Uiso 1 1 calc R U . . .
C20 C 0.4237(8) 0.3707(2) -0.1794(3) 0.0281(11) Uani 1 1 d . . . . .
C21 C 0.4227(8) 0.3544(2) -0.1150(3) 0.0271(11) Uani 1 1 d . . . . .
C22 C 0.3047(8) 0.4365(2) -0.0665(3) 0.0281(11) Uani 1 1 d . . . . .
H22A H 0.274041 0.448002 -0.108500 0.034 Uiso 1 1 calc R U . . .
C23 C 0.2769(9) 0.4708(2) -0.0147(3) 0.0290(11) Uani 1 1 d . . . . .
C24 C 0.2197(9) 0.5251(2) -0.0286(3) 0.0275(11) Uani 1 1 d . . . . .
C25 C 0.2142(9) 0.5429(2) -0.0927(3) 0.0288(11) Uani 1 1 d . . . . .
H25A H 0.250258 0.520106 -0.125414 0.035 Uiso 1 1 calc R U . . .
N26 N 0.2610(7) 0.52325(17) -0.2308(2) 0.0272(10) Uani 1 1 d . . . . .
N27 N 0.3887(7) 0.42021(19) -0.2063(2) 0.0264(10) Uani 1 1 d . . . . .
C28 C 0.2115(8) 0.5009(2) 0.2097(3) 0.0265(11) Uani 1 1 d . . . . .
C29 C 0.2117(9) 0.4802(2) 0.2762(3) 0.0303(12) Uani 1 1 d . . . . .
N30 N 0.2065(8) 0.4649(2) 0.3278(2) 0.0369(12) Uani 1 1 d . . . . .
C31 C 0.1495(8) 0.5529(2) 0.1970(3) 0.0274(11) Uani 1 1 d . . . . .
C32 C 0.0966(9) 0.5866(2) 0.2505(3) 0.0296(12) Uani 1 1 d . . . . .
N33 N 0.0561(8) 0.6112(2) 0.2943(2) 0.0328(11) Uani 1 1 d . . . . .
C34 C 0.0908(9) 0.6623(2) -0.1972(3) 0.0282(11) Uani 1 1 d . . . . .
C35 C 0.2005(10) 0.7060(2) -0.1803(3) 0.0344(13) Uani 1 1 d . . . . .
H35A H 0.313334 0.702376 -0.154559 0.041 Uiso 1 1 calc R U . . .
C36 C 0.1426(10) 0.7548(2) -0.2015(3) 0.0377(14) Uani 1 1 d . . . . .
H36A H 0.217316 0.783935 -0.190398 0.045 Uiso 1 1 calc R U . . .
C37 C -0.0280(11) 0.7610(2) -0.2398(3) 0.0404(15) Uani 1 1 d . . . . .
H37A H -0.066142 0.793891 -0.254501 0.049 Uiso 1 1 calc R U . . .
C38 C -0.1381(11) 0.7178(2) -0.2553(3) 0.0387(14) Uani 1 1 d . . . . .
H38A H -0.251944 0.721468 -0.280499 0.046 Uiso 1 1 calc R U . . .
C39 C -0.0802(10) 0.6685(2) -0.2336(3) 0.0362(13) Uani 1 1 d . . . . .
H39A H -0.157005 0.639574 -0.243677 0.043 Uiso 1 1 calc R U . . .
C40 C 0.3653(9) 0.4509(2) -0.3856(3) 0.0294(12) Uani 1 1 d . . . . .
C41 C 0.5383(9) 0.4342(2) -0.4143(3) 0.0304(12) Uani 1 1 d . . . . .
H41A H 0.650726 0.429855 -0.388542 0.037 Uiso 1 1 calc R U . . .
C42 C 0.5418(10) 0.4244(2) -0.4800(3) 0.0350(13) Uani 1 1 d . . . . .
H42A H 0.656717 0.413061 -0.498118 0.042 Uiso 1 1 calc R U . . .
C43 C 0.3773(11) 0.4309(2) -0.5197(3) 0.0365(14) Uani 1 1 d . . . . .
H43A H 0.381036 0.423963 -0.564079 0.044 Uiso 1 1 calc R U . . .
C44 C 0.2069(10) 0.4481(2) -0.4922(3) 0.0352(13) Uani 1 1 d . . . . .
H44A H 0.095980 0.453151 -0.518537 0.042 Uiso 1 1 calc R U . . .
C45 C 0.2006(9) 0.4579(2) -0.4257(3) 0.0338(13) Uani 1 1 d . . . . .
H45A H 0.085360 0.469243 -0.407858 0.041 Uiso 1 1 calc R U . . .
C46 C 0.4789(9) 0.2987(2) -0.1038(3) 0.0287(11) Uani 1 1 d . . . . .
C47 C 0.3451(10) 0.2623(2) -0.0805(3) 0.0344(13) Uani 1 1 d . . . . .
H47A H 0.221242 0.273179 -0.069626 0.041 Uiso 1 1 calc R U . . .
C48 C 0.3972(11) 0.2102(2) -0.0737(3) 0.0413(15) Uani 1 1 d . . . . .
H48A H 0.307404 0.186303 -0.058584 0.050 Uiso 1 1 calc R U . . .
C49 C 0.5814(12) 0.1935(2) -0.0892(3) 0.0446(17) Uani 1 1 d . . . . .
H49A H 0.615590 0.158593 -0.084422 0.053 Uiso 1 1 calc R U . . .
C50 C 0.7128(11) 0.2289(2) -0.1116(3) 0.0400(15) Uani 1 1 d . . . . .
H50A H 0.836026 0.217615 -0.122689 0.048 Uiso 1 1 calc R U . . .
C51 C 0.6644(10) 0.2813(2) -0.1181(3) 0.0329(12) Uani 1 1 d . . . . .
H51A H 0.756717 0.304995 -0.132032 0.039 Uiso 1 1 calc R U . . .
Cl2 Cl 0.2986(4) 0.25731(7) 0.59537(9) 0.0591(6) Uani 1 1 d . . . . .
H27 H 0.378(9) 0.446(3) -0.192(3) 0.014(14) Uiso 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
Cl1 C100 1.763(8) . ?
C100 Cl2 1.771(7) . ?
C1 C22 1.385(8) . ?
C1 C2 1.417(8) . ?
C1 C21 1.463(8) . ?
C2 C3 1.377(8) . ?
C3 C4 1.425(8) . ?
C4 C23 1.382(8) . ?
C4 C5 1.448(8) . ?
N5 C28 1.325(7) . ?
N5 C5 1.340(7) . ?
C5 C6 1.450(8) . ?
N6 C31 1.325(7) . ?
N6 C6 1.343(7) . ?
C6 C7 1.445(8) . ?
C7 C24 1.399(8) . ?
C7 C8 1.408(8) . ?
C8 C9 1.389(8) . ?
C9 C10 1.405(8) . ?
C10 C25 1.386(8) . ?
C10 C11 1.476(8) . ?
C11 C12 1.391(8) . ?
C11 C34 1.503(7) . ?
C12 N26 1.417(7) . ?
C12 C13 1.458(8) . ?
C13 C14 1.330(8) . ?
C14 C15 1.461(8) . ?
C15 N26 1.342(7) . ?
C15 C16 1.428(8) . ?
C16 C17 1.388(8) . ?
C16 C40 1.491(8) . ?
C17 N27 1.366(7) . ?
C17 C18 1.439(8) . ?
C18 C19 1.357(8) . ?
C19 C20 1.446(8) . ?
C20 C21 1.388(8) . ?
C20 N27 1.402(7) . ?
C21 C46 1.493(7) . ?
C22 C23 1.397(8) . ?
C23 C24 1.473(8) . ?
C24 C25 1.392(8) . ?
C28 C31 1.419(8) . ?
C28 C29 1.464(8) . ?
C29 N30 1.132(8) . ?
C31 C32 1.451(8) . ?
C32 N33 1.140(8) . ?
C34 C39 1.385(9) . ?
C34 C35 1.388(9) . ?
C35 C36 1.379(9) . ?
C36 C37 1.401(11) . ?
C37 C38 1.372(10) . ?
C38 C39 1.393(8) . ?
C40 C45 1.392(9) . ?
C40 C41 1.410(9) . ?
C41 C42 1.374(9) . ?
C42 C43 1.385(10) . ?
C43 C44 1.388(10) . ?
C44 C45 1.391(9) . ?
C46 C51 1.391(9) . ?
C46 C47 1.404(9) . ?
C47 C48 1.387(9) . ?
C48 C49 1.384(11) . ?
C49 C50 1.369(10) . ?
C50 C51 1.389(9) . ?

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
Cl1 C100 Cl2 111.1(4) . . ?
C22 C1 C2 116.3(5) . . ?
C22 C1 C21 120.6(5) . . ?
C2 C1 C21 123.0(5) . . ?
C3 C2 C1 121.6(5) . . ?
C2 C3 C4 120.5(5) . . ?
C23 C4 C3 118.5(5) . . ?
C23 C4 C5 119.1(5) . . ?
C3 C4 C5 122.3(5) . . ?
C28 N5 C5 117.0(5) . . ?
N5 C5 C4 119.1(5) . . ?
N5 C5 C6 121.1(5) . . ?
C4 C5 C6 119.8(5) . . ?
C31 N6 C6 117.7(5) . . ?
N6 C6 C7 119.2(5) . . ?
N6 C6 C5 120.3(5) . . ?
C7 C6 C5 120.4(5) . . ?
C24 C7 C8 117.7(5) . . ?
C24 C7 C6 118.7(5) . . ?
C8 C7 C6 123.6(5) . . ?
C9 C8 C7 121.2(5) . . ?
C8 C9 C10 121.2(5) . . ?
C25 C10 C9 116.8(5) . . ?
C25 C10 C11 118.7(5) . . ?
C9 C10 C11 124.4(5) . . ?
C12 C11 C10 126.7(5) . . ?
C12 C11 C34 115.5(5) . . ?
C10 C11 C34 117.8(5) . . ?
C11 C12 N26 128.4(5) . . ?
C11 C12 C13 123.3(5) . . ?
N26 C12 C13 108.3(5) . . ?
C14 C13 C12 107.5(5) . . ?
C13 C14 C15 107.4(5) . . ?
N26 C15 C16 125.1(5) . . ?
N26 C15 C14 110.6(5) . . ?
C16 C15 C14 124.3(5) . . ?
C17 C16 C15 123.8(5) . . ?
C17 C16 C40 118.0(5) . . ?
C15 C16 C40 118.1(5) . . ?
N27 C17 C16 125.2(5) . . ?
N27 C17 C18 106.9(5) . . ?
C16 C17 C18 127.8(5) . . ?
C19 C18 C17 108.3(5) . . ?
C18 C19 C20 108.8(5) . . ?
C21 C20 N27 129.9(5) . . ?
C21 C20 C19 124.8(5) . . ?
N27 C20 C19 105.2(5) . . ?
C20 C21 C1 126.7(5) . . ?
C20 C21 C46 115.1(5) . . ?
C1 C21 C46 118.2(5) . . ?
C1 C22 C23 123.3(5) . . ?
C4 C23 C22 119.6(5) . . ?
C4 C23 C24 121.2(5) . . ?
C22 C23 C24 119.2(5) . . ?
C25 C24 C7 119.9(5) . . ?
C25 C24 C23 119.5(5) . . ?
C7 C24 C23 120.6(5) . . ?
C10 C25 C24 123.0(5) . . ?
C15 N26 C12 106.2(4) . . ?
C17 N27 C20 110.7(5) . . ?
N5 C28 C31 122.3(5) . . ?
N5 C28 C29 117.4(5) . . ?
C31 C28 C29 120.2(5) . . ?
N30 C29 C28 177.8(7) . . ?
N6 C31 C28 121.5(5) . . ?
N6 C31 C32 118.5(5) . . ?
C28 C31 C32 120.0(5) . . ?
N33 C32 C31 177.0(6) . . ?
C39 C34 C35 119.3(5) . . ?
C39 C34 C11 119.2(5) . . ?
C35 C34 C11 121.5(5) . . ?
C36 C35 C34 120.1(6) . . ?
C35 C36 C37 120.6(6) . . ?
C38 C37 C36 119.1(6) . . ?
C37 C38 C39 120.4(6) . . ?
C34 C39 C38 120.5(6) . . ?
C45 C40 C41 118.4(5) . . ?
C45 C40 C16 120.7(5) . . ?
C41 C40 C16 120.9(5) . . ?
C42 C41 C40 120.4(6) . . ?
C41 C42 C43 121.2(6) . . ?
C42 C43 C44 119.0(6) . . ?
C43 C44 C45 120.5(6) . . ?
C40 C45 C44 120.6(6) . . ?
C51 C46 C47 118.3(5) . . ?
C51 C46 C21 120.6(5) . . ?
C47 C46 C21 121.1(5) . . ?
C48 C47 C46 120.2(6) . . ?
C49 C48 C47 120.6(6) . . ?
C50 C49 C48 119.5(6) . . ?
C49 C50 C51 120.8(7) . . ?
C50 C51 C46 120.6(6) . . ?

_refine_diff_density_max         0.591
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.134


####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1991714'
loop_
_audit_author_name
_audit_author_address
'Agata Bialonska'
;Department of Chemistry, University of Wroclaw
Poland
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
11, 16, 21-Triphenyldibenzo[a,c]phenazineporphyrin
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H30 N4, C H Cl3'
_chemical_formula_sum            'C50 H31 Cl3 N4'
_chemical_formula_weight         794.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.756(2)
_cell_length_b                   13.125(3)
_cell_length_c                   14.877(3)
_cell_angle_alpha                96.16(3)
_cell_angle_beta                 94.46(3)
_cell_angle_gamma                101.42(2)
_cell_volume                     1846.9(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4859
_cell_measurement_theta_min      2.9191
_cell_measurement_theta_max      28.7349

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             820
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.293
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_T_min  0.98879
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.3359
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            17138
_diffrn_reflns_av_unetI/netI     0.1063
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.925
_diffrn_reflns_theta_max         28.796
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             8747
_reflns_number_gt                4333
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8747
_refine_ls_number_parameters     545
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1173
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1036
_refine_ls_goodness_of_fit_ref   0.832
_refine_ls_restrained_S_all      0.832
_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
C1 C 0.0194(2) 0.31825(16) 0.08766(15) 0.0217(5) Uani 1 1 d . . . . .
C2 C 0.0505(2) 0.24568(16) 0.01851(15) 0.0233(5) Uani 1 1 d . . . . .
H2 H 0.007549 0.173624 0.015235 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1412(2) 0.27730(16) -0.04364(15) 0.0231(5) Uani 1 1 d . . . . .
H3 H 0.160039 0.226601 -0.088976 0.028 Uiso 1 1 calc R U . . .
C4 C 0.2070(2) 0.38262(16) -0.04198(14) 0.0203(5) Uani 1 1 d . . . . .
C5 C 0.3168(2) 0.41660(15) -0.09955(14) 0.0206(5) Uani 1 1 d . . . . .
C6 C 0.3940(2) 0.52353(15) -0.08645(14) 0.0186(5) Uani 1 1 d . . . . .
C7 C 0.3530(2) 0.59931(15) -0.01955(14) 0.0194(5) Uani 1 1 d . . . . .
C8 C 0.4263(2) 0.70411(16) 0.00029(15) 0.0234(5) Uani 1 1 d . . . . .
H8 H 0.506438 0.727309 -0.030351 0.028 Uiso 1 1 calc R U . . .
C9 C 0.3847(2) 0.77380(16) 0.06299(15) 0.0227(5) Uani 1 1 d . . . . .
H9 H 0.438945 0.843138 0.076750 0.027 Uiso 1 1 calc R U . . .
C10 C 0.2625(2) 0.74390(15) 0.10733(15) 0.0212(5) Uani 1 1 d . . . . .
C11 C 0.2159(2) 0.81586(15) 0.17566(15) 0.0220(5) Uani 1 1 d . . . . .
C12 C 0.1234(2) 0.78478(16) 0.23783(15) 0.0236(5) Uani 1 1 d . . . . .
C13 C 0.0658(2) 0.85427(17) 0.30060(16) 0.0290(6) Uani 1 1 d . . . . .
H13 H 0.086442 0.928607 0.305440 0.035 Uiso 1 1 calc R U . . .
C14 C -0.0212(2) 0.79676(16) 0.35068(16) 0.0298(6) Uani 1 1 d . . . . .
H14 H -0.071461 0.823934 0.396570 0.036 Uiso 1 1 calc R U . . .
C15 C -0.0259(2) 0.68695(16) 0.32337(15) 0.0241(5) Uani 1 1 d . . . . .
C16 C -0.1034(2) 0.60228(16) 0.35712(15) 0.0230(5) Uani 1 1 d . . . . .
C17 C -0.1189(2) 0.49538(16) 0.31812(15) 0.0235(5) Uani 1 1 d . . . . .
C18 C -0.1971(2) 0.40524(17) 0.35612(16) 0.0277(5) Uani 1 1 d . . . . .
H18 H -0.244606 0.407177 0.409438 0.033 Uiso 1 1 calc R U . . .
C19 C -0.1883(2) 0.31980(17) 0.30094(15) 0.0274(5) Uani 1 1 d . . . . .
H19 H -0.228878 0.249413 0.307799 0.033 Uiso 1 1 calc R U . . .
C20 C -0.1047(2) 0.35450(16) 0.22806(15) 0.0235(5) Uani 1 1 d . . . . .
C21 C -0.0712(2) 0.28706(15) 0.15824(15) 0.0211(5) Uani 1 1 d . . . . .
C22 C 0.0793(2) 0.42326(15) 0.08498(15) 0.0220(5) Uani 1 1 d . . . . .
H22 H 0.057232 0.474362 0.128597 0.026 Uiso 1 1 calc R U . . .
C23 C 0.1696(2) 0.45669(15) 0.02161(14) 0.0200(5) Uani 1 1 d . . . . .
C24 C 0.2371(2) 0.56745(15) 0.02772(14) 0.0197(5) Uani 1 1 d . . . . .
C25 C 0.1890(2) 0.64143(15) 0.08497(14) 0.0206(5) Uani 1 1 d . . . . .
H25 H 0.102334 0.620550 0.109598 0.025 Uiso 1 1 calc R U . . .
N26 N 0.06024(19) 0.68435(14) 0.25461(13) 0.0234(4) Uani 1 1 d . . . . .
H26A H 0.077(2) 0.6240(18) 0.2299(15) 0.028 Uiso 1 1 d . U . . .
N27 N -0.06376(19) 0.46435(13) 0.24253(12) 0.0246(4) Uani 1 1 d . . . . .
N28 N 0.34860(19) 0.34500(13) -0.16006(12) 0.0234(4) Uani 1 1 d . . . . .
C29 C 0.4588(2) 0.37757(16) -0.20874(14) 0.0233(5) Uani 1 1 d . . . . .
C30 C 0.5000(2) 0.30371(18) -0.27218(15) 0.0285(5) Uani 1 1 d . . . . .
H30 H 0.451068 0.232656 -0.280440 0.034 Uiso 1 1 calc R U . . .
C31 C 0.6094(3) 0.33448(18) -0.32120(15) 0.0308(6) Uani 1 1 d . . . . .
H31 H 0.636061 0.284596 -0.363812 0.037 Uiso 1 1 calc R U . . .
C32 C 0.6838(2) 0.43952(18) -0.30966(15) 0.0310(6) Uani 1 1 d . . . . .
H32 H 0.759492 0.460092 -0.344752 0.037 Uiso 1 1 calc R U . . .
C33 C 0.6468(2) 0.51193(18) -0.24775(15) 0.0270(5) Uani 1 1 d . . . . .
H33 H 0.697498 0.582483 -0.239946 0.032 Uiso 1 1 calc R U . . .
C34 C 0.5344(2) 0.48263(16) -0.19571(14) 0.0226(5) Uani 1 1 d . . . . .
N35 N 0.49984(18) 0.55629(13) -0.13395(12) 0.0219(4) Uani 1 1 d . . . . .
C36 C 0.2736(2) 0.93038(16) 0.17895(15) 0.0229(5) Uani 1 1 d . . . . .
C37 C 0.2607(2) 0.98080(16) 0.10244(17) 0.0262(5) Uani 1 1 d . . . . .
H37 H 0.218193 0.941382 0.046437 0.031 Uiso 1 1 calc R U . . .
C38 C 0.3094(2) 1.08874(17) 0.10672(17) 0.0285(5) Uani 1 1 d . . . . .
H38 H 0.298665 1.122167 0.053811 0.034 Uiso 1 1 calc R U . . .
C39 C 0.3730(2) 1.14744(17) 0.18702(17) 0.0316(6) Uani 1 1 d . . . . .
H39 H 0.404596 1.221120 0.190109 0.038 Uiso 1 1 calc R U . . .
C40 C 0.3900(3) 1.09750(17) 0.26242(17) 0.0330(6) Uani 1 1 d . . . . .
H40 H 0.435137 1.137101 0.317730 0.040 Uiso 1 1 calc R U . . .
C41 C 0.3421(2) 0.98994(17) 0.25916(16) 0.0301(6) Uani 1 1 d . . . . .
H41 H 0.356102 0.956757 0.311831 0.036 Uiso 1 1 calc R U . . .
C42 C -0.1768(2) 0.62572(16) 0.43926(15) 0.0256(5) Uani 1 1 d . . . . .
C43 C -0.0994(3) 0.67816(18) 0.51940(17) 0.0374(6) Uani 1 1 d . . . . .
H43 H 0.000239 0.695780 0.522596 0.045 Uiso 1 1 calc R U . . .
C44 C -0.1669(4) 0.70491(19) 0.59473(17) 0.0468(8) Uani 1 1 d . . . . .
H44 H -0.113444 0.740657 0.649114 0.056 Uiso 1 1 calc R U . . .
C45 C -0.3121(4) 0.6793(2) 0.59027(18) 0.0476(8) Uani 1 1 d . . . . .
H45 H -0.358600 0.698726 0.641183 0.057 Uiso 1 1 calc R U . . .
C46 C -0.3884(3) 0.62608(19) 0.51240(17) 0.0380(6) Uani 1 1 d . . . . .
H46 H -0.487949 0.607630 0.509854 0.046 Uiso 1 1 calc R U . . .
C47 C -0.3218(3) 0.59877(17) 0.43717(16) 0.0299(6) Uani 1 1 d . . . . .
H47 H -0.376134 0.561269 0.383714 0.036 Uiso 1 1 calc R U . . .
C48 C -0.1327(2) 0.17351(15) 0.15547(15) 0.0220(5) Uani 1 1 d . . . . .
C49 C -0.2789(2) 0.13796(17) 0.14513(16) 0.0285(5) Uani 1 1 d . . . . .
H49 H -0.338262 0.186878 0.140668 0.034 Uiso 1 1 calc R U . . .
C50 C -0.3378(2) 0.03254(17) 0.14136(17) 0.0335(6) Uani 1 1 d . . . . .
H50 H -0.437131 0.009762 0.134805 0.040 Uiso 1 1 calc R U . . .
C51 C -0.2530(2) -0.04015(17) 0.14706(17) 0.0345(6) Uani 1 1 d . . . . .
H51 H -0.293785 -0.112472 0.145023 0.041 Uiso 1 1 calc R U . . .
C52 C -0.1075(2) -0.00611(17) 0.15582(16) 0.0315(6) Uani 1 1 d . . . . .
H52 H -0.048613 -0.055568 0.158494 0.038 Uiso 1 1 calc R U . . .
C53 C -0.0483(2) 0.09953(16) 0.16065(15) 0.0260(5) Uani 1 1 d . . . . .
H53 H 0.051067 0.122001 0.167582 0.031 Uiso 1 1 calc R U . . .
Cl1 Cl 0.65528(10) 0.11820(6) 0.48265(6) 0.0770(3) Uani 1 1 d . . . . .
Cl2 Cl 0.6965(2) -0.09473(12) 0.47354(17) 0.0538(6) Uani 0.529(3) 1 d . . P A 1
Cl3 Cl 0.9028(2) 0.06599(10) 0.41023(13) 0.0530(7) Uani 0.529(3) 1 d . . P A 1
C100 C 0.7234(7) 0.0182(4) 0.4164(4) 0.0476(15) Uani 0.529(3) 1 d . . P A 1
H100 H 0.672321 0.001694 0.353989 0.057 Uiso 0.529(3) 1 calc R U P A 1
Cl21 Cl 0.7787(3) -0.06374(17) 0.51833(14) 0.0605(8) Uani 0.471(3) 1 d . . P A
2
Cl31 Cl 0.8086(3) 0.03235(14) 0.35542(13) 0.0557(8) Uani 0.471(3) 1 d . . P A 2
C110 C 0.7992(7) 0.0530(5) 0.4725(4) 0.0420(16) Uani 0.471(3) 1 d . . P A 2
H110 H 0.887617 0.101005 0.501857 0.050 Uiso 0.471(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C22 1.392(3) . ?
C1 C2 1.418(3) . ?
C1 C21 1.465(3) . ?
C2 C3 1.369(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(3) . ?
C3 H3 0.9500 . ?
C4 C23 1.404(3) . ?
C4 C5 1.455(3) . ?
C5 N28 1.329(2) . ?
C5 C6 1.440(3) . ?
C6 N35 1.324(2) . ?
C6 C7 1.465(3) . ?
C7 C24 1.396(3) . ?
C7 C8 1.407(3) . ?
C8 C9 1.376(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.416(3) . ?
C9 H9 0.9500 . ?
C10 C25 1.385(3) . ?
C10 C11 1.472(3) . ?
C11 C12 1.379(3) . ?
C11 C36 1.491(3) . ?
C12 N26 1.397(3) . ?
C12 C13 1.456(3) . ?
C13 C14 1.346(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.446(3) . ?
C14 H14 0.9500 . ?
C15 N26 1.375(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.434(3) . ?
C16 C42 1.497(3) . ?
C17 N27 1.342(3) . ?
C17 C18 1.468(3) . ?
C18 C19 1.338(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.464(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(3) . ?
C20 N27 1.406(3) . ?
C21 C48 1.487(3) . ?
C22 C23 1.387(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.462(3) . ?
C24 C25 1.397(3) . ?
C25 H25 0.9500 . ?
N26 H26A 0.89(2) . ?
N28 C29 1.367(3) . ?
C29 C34 1.414(3) . ?
C29 C30 1.417(3) . ?
C30 C31 1.359(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.411(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.372(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.407(3) . ?
C33 H33 0.9500 . ?
C34 N35 1.371(3) . ?
C36 C37 1.386(3) . ?
C36 C41 1.397(3) . ?
C37 C38 1.395(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.380(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.374(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.391(3) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C47 1.386(3) . ?
C42 C43 1.394(3) . ?
C43 C44 1.391(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.384(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.368(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.386(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 C53 1.396(3) . ?
C48 C49 1.401(3) . ?
C49 C50 1.382(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.386(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.393(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.384(3) . ?
C52 H52 0.9500 . ?
C53 H53 0.9500 . ?
Cl1 C110 1.791(6) . ?
Cl1 C100 1.817(5) . ?
Cl2 C100 1.772(5) . ?
Cl3 C100 1.752(6) . ?
C100 H100 1.0000 . ?
Cl21 C110 1.725(6) . ?
Cl31 C110 1.746(6) . ?
C110 H110 1.0000 . ?

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
C22 C1 C2 116.19(19) . . ?
C22 C1 C21 120.71(19) . . ?
C2 C1 C21 123.10(19) . . ?
C3 C2 C1 121.37(19) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C23 117.91(19) . . ?
C3 C4 C5 122.65(19) . . ?
C23 C4 C5 119.35(19) . . ?
N28 C5 C6 121.62(19) . . ?
N28 C5 C4 118.02(18) . . ?
C6 C5 C4 120.23(19) . . ?
N35 C6 C5 122.15(18) . . ?
N35 C6 C7 118.65(18) . . ?
C5 C6 C7 119.19(19) . . ?
C24 C7 C8 117.69(19) . . ?
C24 C7 C6 119.42(18) . . ?
C8 C7 C6 122.88(19) . . ?
C9 C8 C7 121.6(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 121.1(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C25 C10 C9 116.56(19) . . ?
C25 C10 C11 120.82(19) . . ?
C9 C10 C11 122.60(19) . . ?
C12 C11 C10 124.57(19) . . ?
C12 C11 C36 117.38(18) . . ?
C10 C11 C36 118.05(18) . . ?
C11 C12 N26 130.16(19) . . ?
C11 C12 C13 125.73(19) . . ?
N26 C12 C13 104.09(18) . . ?
C14 C13 C12 109.38(19) . . ?
C14 C13 H13 125.3 . . ?
C12 C13 H13 125.3 . . ?
C13 C14 C15 109.0(2) . . ?
C13 C14 H14 125.5 . . ?
C15 C14 H14 125.5 . . ?
N26 C15 C16 127.08(19) . . ?
N26 C15 C14 105.44(18) . . ?
C16 C15 C14 127.5(2) . . ?
C15 C16 C17 124.36(19) . . ?
C15 C16 C42 116.76(18) . . ?
C17 C16 C42 118.88(18) . . ?
N27 C17 C16 124.72(19) . . ?
N27 C17 C18 111.06(18) . . ?
C16 C17 C18 124.22(19) . . ?
C19 C18 C17 106.54(19) . . ?
C19 C18 H18 126.7 . . ?
C17 C18 H18 126.7 . . ?
C18 C19 C20 107.58(19) . . ?
C18 C19 H19 126.2 . . ?
C20 C19 H19 126.2 . . ?
C21 C20 N27 127.24(19) . . ?
C21 C20 C19 124.13(19) . . ?
N27 C20 C19 108.62(18) . . ?
C20 C21 C1 125.67(19) . . ?
C20 C21 C48 117.00(19) . . ?
C1 C21 C48 117.33(18) . . ?
C23 C22 C1 123.04(19) . . ?
C23 C22 H22 118.5 . . ?
C1 C22 H22 118.5 . . ?
C22 C23 C4 119.64(19) . . ?
C22 C23 C24 119.75(19) . . ?
C4 C23 C24 120.27(19) . . ?
C7 C24 C25 119.73(19) . . ?
C7 C24 C23 120.70(18) . . ?
C25 C24 C23 119.49(19) . . ?
C10 C25 C24 122.8(2) . . ?
C10 C25 H25 118.6 . . ?
C24 C25 H25 118.6 . . ?
C15 N26 C12 112.05(18) . . ?
C15 N26 H26A 120.7(14) . . ?
C12 N26 H26A 127.0(14) . . ?
C17 N27 C20 106.20(17) . . ?
C5 N28 C29 116.77(18) . . ?
N28 C29 C34 121.47(19) . . ?
N28 C29 C30 119.1(2) . . ?
C34 C29 C30 119.4(2) . . ?
C31 C30 C29 120.0(2) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.9(2) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C33 C32 C31 120.0(2) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 120.6(2) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
N35 C34 C33 119.5(2) . . ?
N35 C34 C29 121.40(19) . . ?
C33 C34 C29 119.1(2) . . ?
C6 N35 C34 116.57(18) . . ?
C37 C36 C41 118.1(2) . . ?
C37 C36 C11 120.9(2) . . ?
C41 C36 C11 121.0(2) . . ?
C36 C37 C38 120.8(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C39 C38 C37 120.7(2) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C40 C39 C38 118.9(2) . . ?
C40 C39 H39 120.6 . . ?
C38 C39 H39 120.6 . . ?
C39 C40 C41 121.1(2) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 H40 119.4 . . ?
C40 C41 C36 120.4(2) . . ?
C40 C41 H41 119.8 . . ?
C36 C41 H41 119.8 . . ?
C47 C42 C43 118.5(2) . . ?
C47 C42 C16 121.4(2) . . ?
C43 C42 C16 120.1(2) . . ?
C44 C43 C42 120.6(3) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C45 C44 C43 119.8(3) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C46 C45 C44 119.9(2) . . ?
C46 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C45 C46 C47 120.6(3) . . ?
C45 C46 H46 119.7 . . ?
C47 C46 H46 119.7 . . ?
C46 C47 C42 120.6(2) . . ?
C46 C47 H47 119.7 . . ?
C42 C47 H47 119.7 . . ?
C53 C48 C49 118.22(19) . . ?
C53 C48 C21 121.73(19) . . ?
C49 C48 C21 120.03(19) . . ?
C50 C49 C48 120.8(2) . . ?
C50 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C49 C50 C51 120.5(2) . . ?
C49 C50 H50 119.7 . . ?
C51 C50 H50 119.7 . . ?
C50 C51 C52 119.3(2) . . ?
C50 C51 H51 120.3 . . ?
C52 C51 H51 120.3 . . ?
C53 C52 C51 120.2(2) . . ?
C53 C52 H52 119.9 . . ?
C51 C52 H52 119.9 . . ?
C52 C53 C48 120.9(2) . . ?
C52 C53 H53 119.5 . . ?
C48 C53 H53 119.5 . . ?
Cl3 C100 Cl2 110.9(3) . . ?
Cl3 C100 Cl1 108.2(3) . . ?
Cl2 C100 Cl1 107.3(3) . . ?
Cl3 C100 H100 110.1 . . ?
Cl2 C100 H100 110.1 . . ?
Cl1 C100 H100 110.1 . . ?
Cl21 C110 Cl31 110.9(3) . . ?
Cl21 C110 Cl1 114.5(4) . . ?
Cl31 C110 Cl1 103.7(3) . . ?
Cl21 C110 H110 109.2 . . ?
Cl31 C110 H110 109.2 . . ?
Cl1 C110 H110 109.2 . . ?

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
C22 C1 C2 C3 3.8(3) . . . . ?
C21 C1 C2 C3 -176.7(2) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C23 -4.5(3) . . . . ?
C2 C3 C4 C5 172.0(2) . . . . ?
C3 C4 C5 N28 4.5(3) . . . . ?
C23 C4 C5 N28 -179.0(2) . . . . ?
C3 C4 C5 C6 -171.5(2) . . . . ?
C23 C4 C5 C6 4.9(3) . . . . ?
N28 C5 C6 N35 0.3(3) . . . . ?
C4 C5 C6 N35 176.19(18) . . . . ?
N28 C5 C6 C7 179.2(2) . . . . ?
C4 C5 C6 C7 -4.8(3) . . . . ?
N35 C6 C7 C24 176.67(19) . . . . ?
C5 C6 C7 C24 -2.3(3) . . . . ?
N35 C6 C7 C8 -3.8(3) . . . . ?
C5 C6 C7 C8 177.2(2) . . . . ?
C24 C7 C8 C9 -1.0(3) . . . . ?
C6 C7 C8 C9 179.5(2) . . . . ?
C7 C8 C9 C10 -2.8(3) . . . . ?
C8 C9 C10 C25 0.7(3) . . . . ?
C8 C9 C10 C11 179.1(2) . . . . ?
C25 C10 C11 C12 17.0(3) . . . . ?
C9 C10 C11 C12 -161.4(2) . . . . ?
C25 C10 C11 C36 -163.7(2) . . . . ?
C9 C10 C11 C36 17.9(3) . . . . ?
C10 C11 C12 N26 3.8(4) . . . . ?
C36 C11 C12 N26 -175.5(2) . . . . ?
C10 C11 C12 C13 -174.1(2) . . . . ?
C36 C11 C12 C13 6.5(3) . . . . ?
C11 C12 C13 C14 179.7(2) . . . . ?
N26 C12 C13 C14 1.3(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C13 C14 C15 N26 -1.0(3) . . . . ?
C13 C14 C15 C16 -179.3(2) . . . . ?
N26 C15 C16 C17 -7.4(4) . . . . ?
C14 C15 C16 C17 170.6(2) . . . . ?
N26 C15 C16 C42 173.4(2) . . . . ?
C14 C15 C16 C42 -8.6(3) . . . . ?
C15 C16 C17 N27 -2.2(4) . . . . ?
C42 C16 C17 N27 177.0(2) . . . . ?
C15 C16 C17 C18 177.6(2) . . . . ?
C42 C16 C17 C18 -3.2(3) . . . . ?
N27 C17 C18 C19 -0.5(3) . . . . ?
C16 C17 C18 C19 179.7(2) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C18 C19 C20 C21 179.0(2) . . . . ?
C18 C19 C20 N27 0.2(3) . . . . ?
N27 C20 C21 C1 2.7(4) . . . . ?
C19 C20 C21 C1 -175.8(2) . . . . ?
N27 C20 C21 C48 -177.4(2) . . . . ?
C19 C20 C21 C48 4.0(3) . . . . ?
C22 C1 C21 C20 -1.1(3) . . . . ?
C2 C1 C21 C20 179.5(2) . . . . ?
C22 C1 C21 C48 179.1(2) . . . . ?
C2 C1 C21 C48 -0.3(3) . . . . ?
C2 C1 C22 C23 -2.8(3) . . . . ?
C21 C1 C22 C23 177.7(2) . . . . ?
C1 C22 C23 C4 -1.8(3) . . . . ?
C1 C22 C23 C24 -175.1(2) . . . . ?
C3 C4 C23 C22 5.4(3) . . . . ?
C5 C4 C23 C22 -171.21(19) . . . . ?
C3 C4 C23 C24 178.67(19) . . . . ?
C5 C4 C23 C24 2.1(3) . . . . ?
C8 C7 C24 C25 6.7(3) . . . . ?
C6 C7 C24 C25 -173.8(2) . . . . ?
C8 C7 C24 C23 -170.2(2) . . . . ?
C6 C7 C24 C23 9.4(3) . . . . ?
C22 C23 C24 C7 163.9(2) . . . . ?
C4 C23 C24 C7 -9.4(3) . . . . ?
C22 C23 C24 C25 -13.0(3) . . . . ?
C4 C23 C24 C25 173.7(2) . . . . ?
C9 C10 C25 C24 5.2(3) . . . . ?
C11 C10 C25 C24 -173.2(2) . . . . ?
C7 C24 C25 C10 -9.1(3) . . . . ?
C23 C24 C25 C10 167.8(2) . . . . ?
C16 C15 N26 C12 -179.8(2) . . . . ?
C14 C15 N26 C12 1.9(3) . . . . ?
C11 C12 N26 C15 179.7(2) . . . . ?
C13 C12 N26 C15 -2.0(3) . . . . ?
C16 C17 N27 C20 -179.6(2) . . . . ?
C18 C17 N27 C20 0.6(2) . . . . ?
C21 C20 N27 C17 -179.3(2) . . . . ?
C19 C20 N27 C17 -0.5(2) . . . . ?
C6 C5 N28 C29 0.5(3) . . . . ?
C4 C5 N28 C29 -175.49(18) . . . . ?
C5 N28 C29 C34 -0.5(3) . . . . ?
C5 N28 C29 C30 178.1(2) . . . . ?
N28 C29 C30 C31 -179.9(2) . . . . ?
C34 C29 C30 C31 -1.3(3) . . . . ?
C29 C30 C31 C32 0.3(3) . . . . ?
C30 C31 C32 C33 0.6(4) . . . . ?
C31 C32 C33 C34 -0.4(3) . . . . ?
C32 C33 C34 N35 179.7(2) . . . . ?
C32 C33 C34 C29 -0.7(3) . . . . ?
N28 C29 C34 N35 -0.3(3) . . . . ?
C30 C29 C34 N35 -178.8(2) . . . . ?
N28 C29 C34 C33 -179.91(19) . . . . ?
C30 C29 C34 C33 1.5(3) . . . . ?
C5 C6 N35 C34 -1.0(3) . . . . ?
C7 C6 N35 C34 180.00(19) . . . . ?
C33 C34 N35 C6 -179.33(19) . . . . ?
C29 C34 N35 C6 1.0(3) . . . . ?
C12 C11 C36 C37 -125.0(2) . . . . ?
C10 C11 C36 C37 55.6(3) . . . . ?
C12 C11 C36 C41 55.0(3) . . . . ?
C10 C11 C36 C41 -124.4(2) . . . . ?
C41 C36 C37 C38 -2.8(3) . . . . ?
C11 C36 C37 C38 177.23(19) . . . . ?
C36 C37 C38 C39 0.8(3) . . . . ?
C37 C38 C39 C40 1.2(3) . . . . ?
C38 C39 C40 C41 -1.1(3) . . . . ?
C39 C40 C41 C36 -0.9(3) . . . . ?
C37 C36 C41 C40 2.8(3) . . . . ?
C11 C36 C41 C40 -177.2(2) . . . . ?
C15 C16 C42 C47 118.8(2) . . . . ?
C17 C16 C42 C47 -60.4(3) . . . . ?
C15 C16 C42 C43 -59.4(3) . . . . ?
C17 C16 C42 C43 121.3(2) . . . . ?
C47 C42 C43 C44 -1.5(3) . . . . ?
C16 C42 C43 C44 176.8(2) . . . . ?
C42 C43 C44 C45 0.0(4) . . . . ?
C43 C44 C45 C46 1.3(4) . . . . ?
C44 C45 C46 C47 -1.0(4) . . . . ?
C45 C46 C47 C42 -0.5(3) . . . . ?
C43 C42 C47 C46 1.8(3) . . . . ?
C16 C42 C47 C46 -176.54(19) . . . . ?
C20 C21 C48 C53 -120.8(2) . . . . ?
C1 C21 C48 C53 59.0(3) . . . . ?
C20 C21 C48 C49 60.8(3) . . . . ?
C1 C21 C48 C49 -119.3(2) . . . . ?
C53 C48 C49 C50 0.8(4) . . . . ?
C21 C48 C49 C50 179.2(2) . . . . ?
C48 C49 C50 C51 -0.5(4) . . . . ?
C49 C50 C51 C52 -0.6(4) . . . . ?
C50 C51 C52 C53 1.3(4) . . . . ?
C51 C52 C53 C48 -1.0(4) . . . . ?
C49 C48 C53 C52 -0.1(3) . . . . ?
C21 C48 C53 C52 -178.5(2) . . . . ?

_refine_diff_density_max         0.309
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.061


