# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

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

data_160422um
_database_code_depnum_ccdc_archive 'CCDC 1849984'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1,14-dibromo-5,10-diphenyltripyrrin
_chemical_name_common            1,14-dibromo-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H17 Br2 N3'
_chemical_formula_sum            'C26 H17 Br2 N3'
_chemical_formula_weight         531.24

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   25.043(4)
_cell_length_b                   10.3564(18)
_cell_length_c                   8.256(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2141.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    2496
_cell_measurement_theta_min      25.3
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    4.944
_shelx_estimated_absorpt_T_min   0.638
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            26509
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         6.812
_diffrn_reflns_theta_max         68.268
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 0.931
_reflns_number_total             3641
_reflns_number_gt                3505
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_max     0.854
_reflns_Friedel_fraction_full    0.854

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0320P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1453 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3641
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0170
_refine_ls_R_factor_gt           0.0158
_refine_ls_wR_factor_ref         0.0414
_refine_ls_wR_factor_gt          0.0411
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
C1 C 0.74908(10) 1.2155(2) 0.7165(3) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.80461(9) 1.1773(2) 0.6984(3) 0.0171(5) Uani 1 1 d . . . . .
H1 H 0.8327 1.2242 0.6480 0.021 Uiso 1 1 calc R U . . .
C3 C 0.80730(9) 1.0610(2) 0.7689(3) 0.0159(5) Uani 1 1 d . . . . .
H2 H 0.8384 1.0089 0.7792 0.019 Uiso 1 1 calc R U . . .
C4 C 0.75391(9) 1.0287(2) 0.8269(3) 0.0150(5) Uani 1 1 d . . . . .
C5 C 0.73721(8) 0.9171(2) 0.8976(3) 0.0137(5) Uani 1 1 d . . . . .
C6 C 0.68242(9) 0.8893(2) 0.9398(3) 0.0135(5) Uani 1 1 d . . . . .
C7 C 0.66111(9) 0.7770(2) 1.0085(3) 0.0154(5) Uani 1 1 d . . . . .
H3 H 0.6806 0.7026 1.0406 0.018 Uiso 1 1 calc R U . . .
C8 C 0.60610(9) 0.7944(2) 1.0213(3) 0.0153(5) Uani 1 1 d . . . . .
H4 H 0.5813 0.7335 1.0628 0.018 Uiso 1 1 calc R U . . .
C9 C 0.59393(9) 0.9175(2) 0.9622(3) 0.0142(5) Uani 1 1 d . . . . .
C10 C 0.54233(9) 0.9788(2) 0.9474(3) 0.0143(5) Uani 1 1 d . . . . .
C11 C 0.53595(9) 1.1100(2) 0.9301(3) 0.0163(5) Uani 1 1 d . . . . .
C12 C 0.48801(10) 1.1805(2) 0.8881(4) 0.0195(6) Uani 1 1 d . . . . .
H5 H 0.4534 1.1453 0.8715 0.023 Uiso 1 1 calc R U . . .
C13 C 0.50200(10) 1.3062(2) 0.8770(4) 0.0231(6) Uani 1 1 d . . . . .
H6 H 0.4797 1.3776 0.8518 0.028 Uiso 1 1 calc R U . . .
C14 C 0.55836(10) 1.3079(2) 0.9118(4) 0.0213(6) Uani 1 1 d . . . . .
C15 C 0.77782(8) 0.8152(2) 0.9317(3) 0.0140(5) Uani 1 1 d . . . . .
C16 C 0.82068(9) 0.8433(2) 1.0338(3) 0.0159(5) Uani 1 1 d . . . . .
H7 H 0.8234 0.9263 1.0822 0.019 Uiso 1 1 calc R U . . .
C17 C 0.85930(10) 0.7506(3) 1.0648(3) 0.0195(6) Uani 1 1 d . . . . .
H8 H 0.8878 0.7693 1.1369 0.023 Uiso 1 1 calc R U . . .
C18 C 0.85637(10) 0.6303(2) 0.9907(4) 0.0198(6) Uani 1 1 d . . . . .
H9 H 0.8831 0.5673 1.0108 0.024 Uiso 1 1 calc R U . . .
C19 C 0.81445(9) 0.6027(2) 0.8880(3) 0.0186(5) Uani 1 1 d . . . . .
H10 H 0.8127 0.5209 0.8361 0.022 Uiso 1 1 calc R U . . .
C20 C 0.77467(9) 0.6936(2) 0.8597(4) 0.0162(5) Uani 1 1 d . . . . .
H11 H 0.7454 0.6729 0.7913 0.019 Uiso 1 1 calc R U . . .
C21 C 0.49533(9) 0.8906(2) 0.9439(3) 0.0158(5) Uani 1 1 d . . . . .
C22 C 0.49655(9) 0.7796(2) 0.8476(4) 0.0182(5) Uani 1 1 d . . . . .
H12 H 0.5273 0.7607 0.7844 0.022 Uiso 1 1 calc R U . . .
C23 C 0.45314(10) 0.6971(2) 0.8441(4) 0.0215(6) Uani 1 1 d . . . . .
H13 H 0.4540 0.6224 0.7773 0.026 Uiso 1 1 calc R U . . .
C24 C 0.40841(9) 0.7228(2) 0.9377(4) 0.0214(6) Uani 1 1 d . . . . .
H14 H 0.3788 0.6656 0.9353 0.026 Uiso 1 1 calc R U . . .
C25 C 0.40683(9) 0.8314(3) 1.0343(4) 0.0201(6) Uani 1 1 d . . . . .
H15 H 0.3764 0.8483 1.0996 0.024 Uiso 1 1 calc R U . . .
C26 C 0.44974(9) 0.9160(3) 1.0360(3) 0.0171(5) Uani 1 1 d . . . . .
H16 H 0.4481 0.9919 1.1003 0.021 Uiso 1 1 calc R U . . .
Br1 Br 0.72274(2) 1.37283(2) 0.63739(4) 0.02141(8) Uani 1 1 d . . . . .
Br2 Br 0.59932(2) 1.46021(2) 0.91705(5) 0.03187(9) Uani 1 1 d . . . . .
N1 N 0.71881(8) 1.13274(19) 0.7893(3) 0.0158(5) Uani 1 1 d . . . . .
N2 N 0.64113(7) 0.97283(17) 0.9138(3) 0.0131(4) Uani 1 1 d . . . . .
H17 H 0.6443 1.0507 0.8721 0.016 Uiso 1 1 calc R U . . .
N3 N 0.57932(8) 1.19605(19) 0.9435(3) 0.0174(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.293(3) . ?
C1 C2 1.453(4) . ?
C1 Br1 1.875(2) . ?
C2 C3 1.340(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.459(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.361(4) . ?
C4 N1 1.425(3) . ?
C5 C6 1.445(3) . ?
C5 C15 1.492(3) . ?
C6 N2 1.365(3) . ?
C6 C7 1.399(3) . ?
C7 C8 1.393(3) . ?
C7 H3 0.9500 . ?
C8 C9 1.398(4) . ?
C8 H4 0.9500 . ?
C9 N2 1.373(3) . ?
C9 C10 1.445(3) . ?
C10 C11 1.376(4) . ?
C10 C21 1.490(3) . ?
C11 N3 1.409(3) . ?
C11 C12 1.448(3) . ?
C12 C13 1.351(4) . ?
C12 H5 0.9500 . ?
C13 C14 1.440(4) . ?
C13 H6 0.9500 . ?
C14 N3 1.299(3) . ?
C14 Br2 1.882(2) . ?
C15 C16 1.395(3) . ?
C15 C20 1.395(4) . ?
C16 C17 1.387(4) . ?
C16 H7 0.9500 . ?
C17 C18 1.390(4) . ?
C17 H8 0.9500 . ?
C18 C19 1.380(4) . ?
C18 H9 0.9500 . ?
C19 C20 1.391(3) . ?
C19 H10 0.9500 . ?
C20 H11 0.9500 . ?
C21 C26 1.396(4) . ?
C21 C22 1.399(4) . ?
C22 C23 1.383(3) . ?
C22 H12 0.9500 . ?
C23 C24 1.387(4) . ?
C23 H13 0.9500 . ?
C24 C25 1.379(4) . ?
C24 H14 0.9500 . ?
C25 C26 1.386(4) . ?
C25 H15 0.9500 . ?
C26 H16 0.9500 . ?
N2 H17 0.8800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 115.4(2) . . ?
N1 C1 Br1 122.13(18) . . ?
C2 C1 Br1 122.51(18) . . ?
C3 C2 C1 104.4(2) . . ?
C3 C2 H1 127.8 . . ?
C1 C2 H1 127.8 . . ?
C2 C3 C4 107.6(2) . . ?
C2 C3 H2 126.2 . . ?
C4 C3 H2 126.2 . . ?
C5 C4 N1 123.1(2) . . ?
C5 C4 C3 128.1(2) . . ?
N1 C4 C3 108.7(2) . . ?
C4 C5 C6 124.4(2) . . ?
C4 C5 C15 118.17(19) . . ?
C6 C5 C15 117.4(2) . . ?
N2 C6 C7 107.55(19) . . ?
N2 C6 C5 123.7(2) . . ?
C7 C6 C5 128.7(2) . . ?
C8 C7 C6 107.5(2) . . ?
C8 C7 H3 126.3 . . ?
C6 C7 H3 126.3 . . ?
C7 C8 C9 107.9(2) . . ?
C7 C8 H4 126.1 . . ?
C9 C8 H4 126.1 . . ?
N2 C9 C8 107.1(2) . . ?
N2 C9 C10 124.2(2) . . ?
C8 C9 C10 128.7(2) . . ?
C11 C10 C9 123.1(2) . . ?
C11 C10 C21 120.8(2) . . ?
C9 C10 C21 116.0(2) . . ?
C10 C11 N3 121.8(2) . . ?
C10 C11 C12 128.3(2) . . ?
N3 C11 C12 109.8(2) . . ?
C13 C12 C11 106.7(2) . . ?
C13 C12 H5 126.7 . . ?
C11 C12 H5 126.7 . . ?
C12 C13 C14 104.6(2) . . ?
C12 C13 H6 127.7 . . ?
C14 C13 H6 127.7 . . ?
N3 C14 C13 115.2(2) . . ?
N3 C14 Br2 121.50(19) . . ?
C13 C14 Br2 123.28(19) . . ?
C16 C15 C20 119.3(2) . . ?
C16 C15 C5 119.4(2) . . ?
C20 C15 C5 121.3(2) . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H7 119.9 . . ?
C15 C16 H7 119.9 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H8 119.9 . . ?
C18 C17 H8 119.9 . . ?
C19 C18 C17 119.8(2) . . ?
C19 C18 H9 120.1 . . ?
C17 C18 H9 120.1 . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 H10 119.7 . . ?
C20 C19 H10 119.7 . . ?
C19 C20 C15 120.0(2) . . ?
C19 C20 H11 120.0 . . ?
C15 C20 H11 120.0 . . ?
C26 C21 C22 118.8(2) . . ?
C26 C21 C10 121.4(2) . . ?
C22 C21 C10 119.8(2) . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H12 119.9 . . ?
C21 C22 H12 119.9 . . ?
C22 C23 C24 120.3(3) . . ?
C22 C23 H13 119.8 . . ?
C24 C23 H13 119.8 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H14 119.9 . . ?
C23 C24 H14 119.9 . . ?
C24 C25 C26 119.9(2) . . ?
C24 C25 H15 120.1 . . ?
C26 C25 H15 120.1 . . ?
C25 C26 C21 120.7(3) . . ?
C25 C26 H16 119.7 . . ?
C21 C26 H16 119.7 . . ?
C1 N1 C4 104.0(2) . . ?
C6 N2 C9 110.0(2) . . ?
C6 N2 H17 125.0 . . ?
C9 N2 H17 125.0 . . ?
C14 N3 C11 103.7(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
N1 C1 C2 C3 -0.6(3) . . . . ?
Br1 C1 C2 C3 -179.76(19) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 175.9(3) . . . . ?
C2 C3 C4 N1 -0.7(3) . . . . ?
N1 C4 C5 C6 1.3(4) . . . . ?
C3 C4 C5 C6 -174.8(3) . . . . ?
N1 C4 C5 C15 -179.7(2) . . . . ?
C3 C4 C5 C15 4.1(4) . . . . ?
C4 C5 C6 N2 -0.3(4) . . . . ?
C15 C5 C6 N2 -179.2(2) . . . . ?
C4 C5 C6 C7 178.2(3) . . . . ?
C15 C5 C6 C7 -0.8(4) . . . . ?
N2 C6 C7 C8 0.7(3) . . . . ?
C5 C6 C7 C8 -177.9(3) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C7 C8 C9 N2 0.3(3) . . . . ?
C7 C8 C9 C10 178.7(3) . . . . ?
N2 C9 C10 C11 -20.3(4) . . . . ?
C8 C9 C10 C11 161.6(3) . . . . ?
N2 C9 C10 C21 156.9(3) . . . . ?
C8 C9 C10 C21 -21.2(4) . . . . ?
C9 C10 C11 N3 -7.1(4) . . . . ?
C21 C10 C11 N3 175.8(2) . . . . ?
C9 C10 C11 C12 168.9(3) . . . . ?
C21 C10 C11 C12 -8.2(4) . . . . ?
C10 C11 C12 C13 -176.7(3) . . . . ?
N3 C11 C12 C13 -0.2(3) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C13 C14 N3 -0.4(4) . . . . ?
C12 C13 C14 Br2 -178.9(2) . . . . ?
C4 C5 C15 C16 59.8(4) . . . . ?
C6 C5 C15 C16 -121.2(3) . . . . ?
C4 C5 C15 C20 -118.2(3) . . . . ?
C6 C5 C15 C20 60.8(4) . . . . ?
C20 C15 C16 C17 -0.8(4) . . . . ?
C5 C15 C16 C17 -178.9(2) . . . . ?
C15 C16 C17 C18 1.8(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C18 C19 C20 C15 1.9(4) . . . . ?
C16 C15 C20 C19 -1.0(4) . . . . ?
C5 C15 C20 C19 177.0(2) . . . . ?
C11 C10 C21 C26 -48.1(4) . . . . ?
C9 C10 C21 C26 134.7(3) . . . . ?
C11 C10 C21 C22 132.3(3) . . . . ?
C9 C10 C21 C22 -45.0(3) . . . . ?
C26 C21 C22 C23 0.2(4) . . . . ?
C10 C21 C22 C23 179.8(2) . . . . ?
C21 C22 C23 C24 -0.9(4) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C26 1.0(4) . . . . ?
C24 C25 C26 C21 -1.7(4) . . . . ?
C22 C21 C26 C25 1.2(4) . . . . ?
C10 C21 C26 C25 -178.5(2) . . . . ?
C2 C1 N1 C4 0.1(3) . . . . ?
Br1 C1 N1 C4 179.32(19) . . . . ?
C5 C4 N1 C1 -176.5(3) . . . . ?
C3 C4 N1 C1 0.3(3) . . . . ?
C7 C6 N2 C9 -0.5(3) . . . . ?
C5 C6 N2 C9 178.2(3) . . . . ?
C8 C9 N2 C6 0.1(3) . . . . ?
C10 C9 N2 C6 -178.3(2) . . . . ?
C13 C14 N3 C11 0.3(3) . . . . ?
Br2 C14 N3 C11 178.8(2) . . . . ?
C10 C11 N3 C14 176.7(3) . . . . ?
C12 C11 N3 C14 0.0(3) . . . . ?

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 H17 N1 0.88 2.16 2.754(3) 124.2 .
N2 H17 N3 0.88 2.29 2.793(3) 115.9 .
N2 H17 N1 0.88 2.16 2.754(3) 124.2 .
C8 H4 Br2 0.95 3.11 3.571(3) 111.7 1_545

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.044


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170508umetani
_database_code_depnum_ccdc_archive 'CCDC 1849994'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(p-methoxyanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(p-methoxyanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C40 H33 N5 O2), C H Cl3'
_chemical_formula_sum            'C81 H67 Cl3 N10 O4'
_chemical_formula_weight         1350.80

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'
Cl Cl 0.3639 0.7018 '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                   14.7058(8)
_cell_length_b                   15.4490(7)
_cell_length_c                   16.6352(9)
_cell_angle_alpha                90.453(4)
_cell_angle_beta                 101.803(5)
_cell_angle_gamma                113.116(5)
_cell_volume                     3386.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1740
_cell_measurement_theta_min      28.8
_cell_measurement_theta_max      68.3

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             1412
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.712
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            39644
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_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         2.727
_diffrn_reflns_theta_max         62.999
_diffrn_reflns_theta_full        62.999
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             10547
_reflns_number_gt                7629
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1268P)²+82.1850P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10547
_refine_ls_number_parameters     887
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1974
_refine_ls_R_factor_gt           0.1689
_refine_ls_wR_factor_ref         0.4370
_refine_ls_wR_factor_gt          0.4201
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_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 0.8730(3) 0.4779(2) 0.2074(2) 0.0502(9) Uani 1 1 d . . . . .
Cl2 Cl 1.0469(3) 0.6254(3) 0.1659(2) 0.0585(10) Uani 1 1 d . . . . .
Cl3 Cl 1.0697(4) 0.5469(4) 0.3224(3) 0.0781(14) Uani 1 1 d . . . . .
O1 O 0.6216(7) 0.3959(5) 0.7458(5) 0.0318(19) Uani 1 1 d . . . . .
N1 N 0.6216(6) 0.3225(6) 0.2207(5) 0.0196(19) Uani 1 1 d . . . . .
N2 N 0.6662(7) 0.2447(6) 0.3706(5) 0.0212(19) Uani 1 1 d . . . . .
H1 H 0.6100 0.2232 0.3318 0.025 Uiso 1 1 calc R U . . .
O2 O 0.3750(7) 0.3021(5) -0.2434(5) 0.0305(19) Uani 1 1 d . . . . .
N3 N 0.3256(7) 0.1205(6) 0.1255(5) 0.023(2) Uani 1 1 d . . . . .
H2 H 0.3800 0.1370 0.1659 0.027 Uiso 1 1 calc R U . . .
N4 N 0.6752(7) 0.1635(6) 0.2006(6) 0.024(2) Uani 1 1 d . . . . .
H3 H 0.6657 0.2156 0.2073 0.029 Uiso 1 1 calc R U . . .
N5 N 0.5034(7) 0.0901(6) 0.1397(5) 0.0214(19) Uani 1 1 d . . . . .
O3 O 1.0819(7) 0.2202(6) 0.2981(5) 0.039(2) Uani 1 1 d . . . . .
C9 C 0.5748(8) 0.3403(7) 0.1506(6) 0.020(2) Uani 1 1 d . . . . .
N6 N 0.3129(7) 0.0275(6) 0.2995(6) 0.027(2) Uani 1 1 d . . . . .
H4 H 0.3207 0.0855 0.2894 0.033 Uiso 1 1 calc R U . . .
N10 N 0.3752(7) 0.2298(6) 0.2802(6) 0.026(2) Uani 1 1 d . . . . .
C12 C 0.6213(9) 0.4727(7) 0.2318(6) 0.023(2) Uani 1 1 d . . . . .
H5 H 0.6324 0.5337 0.2544 0.028 Uiso 1 1 calc R U . . .
C13 C 0.4240(9) 0.3763(7) 0.3510(7) 0.025(2) Uani 1 1 d . . . . .
H6 H 0.4543 0.4258 0.3947 0.030 Uiso 1 1 calc R U . . .
C14 C 0.5869(9) 0.2718(7) 0.5441(7) 0.025(2) Uani 1 1 d . . . . .
H7 H 0.6151 0.2365 0.5181 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4837(9) -0.0660(8) 0.1411(6) 0.024(2) Uani 1 1 d . . . . .
H8 H 0.4526 -0.1332 0.1339 0.029 Uiso 1 1 calc R U . . .
O4 O -0.0833(7) -0.2457(6) 0.2486(6) 0.038(2) Uani 1 1 d . . . . .
N7 N 0.4871(7) 0.0801(6) 0.3558(5) 0.024(2) Uani 1 1 d . . . . .
C18 C 0.7952(9) 0.2496(7) 0.4686(7) 0.026(3) Uani 1 1 d . . . . .
H9 H 0.8401 0.2312 0.5069 0.032 Uiso 1 1 calc R U . . .
C19 C 0.6527(9) 0.4055(7) 0.2753(7) 0.024(2) Uani 1 1 d . . . . .
C20 C 0.6286(9) 0.3070(8) 0.6278(7) 0.025(2) Uani 1 1 d . . . . .
H10 H 0.6842 0.2958 0.6586 0.031 Uiso 1 1 calc R U . . .
C21 C 0.4901(9) 0.3698(7) -0.1184(7) 0.025(2) Uani 1 1 d . . . . .
H11 H 0.5164 0.4270 -0.1432 0.030 Uiso 1 1 calc R U . . .
C22 C 0.3988(9) 0.0128(7) 0.3271(7) 0.024(2) Uani 1 1 d . . . . .
N8 N 0.5321(7) 0.2727(6) 0.0841(5) 0.023(2) Uani 1 1 d . . . . .
H12 H 0.5287 0.2157 0.0939 0.028 Uiso 1 1 calc R U . . .
C24 C 0.4015(9) -0.0822(7) 0.3266(7) 0.026(3) Uani 1 1 d . . . . .
H13 H 0.3465 -0.1419 0.3090 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3141(11) 0.2175(8) -0.2979(7) 0.035(3) Uani 1 1 d . . . . .
H14 H 0.3457 0.1720 -0.2890 0.053 Uiso 1 1 calc R U . . .
H15 H 0.3089 0.2328 -0.3552 0.053 Uiso 1 1 calc R U . . .
H16 H 0.2461 0.1897 -0.2865 0.053 Uiso 1 1 calc R U . . .
C26 C 0.8079(9) 0.3428(7) 0.4562(6) 0.024(2) Uani 1 1 d . . . . .
H17 H 0.8623 0.3986 0.4845 0.029 Uiso 1 1 calc R U . . .
C27 C 0.9795(8) 0.2002(8) 0.2687(7) 0.029(3) Uani 1 1 d . . . . .
C28 C 0.4135(9) 0.2023(8) -0.0443(6) 0.025(2) Uani 1 1 d . . . . .
H18 H 0.3884 0.1442 -0.0205 0.030 Uiso 1 1 calc R U . . .
C29 C 0.5857(9) 0.3591(7) 0.6643(7) 0.024(2) Uani 1 1 d . . . . .
C30 C 0.7763(9) 0.1733(8) 0.2206(7) 0.026(2) Uani 1 1 d . . . . .
C31 C 0.3727(9) 0.2090(7) -0.1264(7) 0.024(2) Uani 1 1 d . . . . .
H19 H 0.3174 0.1557 -0.1575 0.029 Uiso 1 1 calc R U . . .
N9 N 0.4645(7) 0.2451(6) 0.4155(5) 0.022(2) Uani 1 1 d . . . . .
H20 H 0.4678 0.1907 0.4043 0.027 Uiso 1 1 calc R U . . .
C33 C 0.1994(9) 0.0371(8) 0.0193(7) 0.027(3) Uani 1 1 d . . . . .
H21 H 0.1556 -0.0121 -0.0226 0.032 Uiso 1 1 calc R U . . .
C34 C 0.6556(9) 0.0862(7) 0.4071(6) 0.023(2) Uani 1 1 d . . . . .
C35 C 0.4114(8) 0.2920(8) -0.1634(6) 0.023(2) Uani 1 1 d . . . . .
C36 C 0.5559(9) 0.0387(7) 0.3765(7) 0.027(3) Uani 1 1 d . . . . .
C37 C 0.3433(8) 0.2890(8) 0.2299(7) 0.026(2) Uani 1 1 d . . . . .
C38 C 0.3748(8) 0.3788(7) 0.2755(6) 0.022(2) Uani 1 1 d . . . . .
H22 H 0.3625 0.4313 0.2550 0.027 Uiso 1 1 calc R U . . .
C39 C 0.5911(8) 0.0848(7) 0.1725(7) 0.022(2) Uani 1 1 d . . . . .
C40 C 0.5806(9) -0.0150(8) 0.1752(7) 0.025(2) Uani 1 1 d . . . . .
H23 H 0.6318 -0.0371 0.1965 0.030 Uiso 1 1 calc R U . . .
C41 C 0.4629(9) 0.3366(7) 0.5369(7) 0.026(2) Uani 1 1 d . . . . .
H24 H 0.4051 0.3450 0.5066 0.031 Uiso 1 1 calc R U . . .
C42 C 0.4330(9) -0.0049(7) 0.1167(7) 0.026(3) Uani 1 1 d . . . . .
C43 C 0.2137(9) -0.0405(7) 0.2858(7) 0.025(2) Uani 1 1 d . . . . .
C44 C 0.3334(9) -0.0295(7) 0.0804(7) 0.023(2) Uani 1 1 d . . . . .
C45 C 0.4996(9) -0.0643(8) 0.3569(7) 0.028(3) Uani 1 1 d . . . . .
H25 H 0.5279 -0.1101 0.3644 0.033 Uiso 1 1 calc R U . . .
C46 C 0.7062(9) 0.1886(7) 0.4153(7) 0.022(2) Uani 1 1 d . . . . .
C47 C 0.7042(8) 0.4155(7) 0.3553(7) 0.023(2) Uani 1 1 d . . . . .
C48 C 0.2432(9) 0.3258(7) 0.1044(7) 0.028(3) Uani 1 1 d . . . . .
C49 C 0.5032(10) 0.3741(8) 0.6190(7) 0.030(3) Uani 1 1 d . . . . .
H26 H 0.4747 0.4097 0.6440 0.036 Uiso 1 1 calc R U . . .
C50 C 0.3019(10) -0.1790(8) -0.0029(7) 0.032(3) Uani 1 1 d . . . . .
H27 H 0.3697 -0.1504 -0.0097 0.038 Uiso 1 1 calc R U . . .
C51 C 0.2893(8) 0.2623(7) 0.1504(7) 0.021(2) Uani 1 1 d . . . . .
C52 C 0.7253(9) 0.3384(7) 0.3943(7) 0.024(2) Uani 1 1 d . . . . .
C53 C 0.6935(10) -0.0384(8) 0.4869(7) 0.029(3) Uani 1 1 d . . . . .
H28 H 0.6324 -0.0536 0.5052 0.035 Uiso 1 1 calc R U . . .
C54 C 0.8032(9) 0.5917(8) 0.3763(7) 0.029(3) Uani 1 1 d . . . . .
H29 H 0.8104 0.5912 0.3209 0.035 Uiso 1 1 calc R U . . .
C55 C 0.5314(9) 0.3649(8) -0.0362(6) 0.023(2) Uani 1 1 d . . . . .
H30 H 0.5871 0.4188 -0.0063 0.028 Uiso 1 1 calc R U . . .
C56 C 0.7541(10) -0.0879(8) 0.5128(9) 0.040(3) Uani 1 1 d . . . . .
H31 H 0.7358 -0.1352 0.5496 0.048 Uiso 1 1 calc R U . . .
C57 C 0.5055(8) 0.2878(7) 0.4992(6) 0.020(2) Uani 1 1 d . . . . .
C58 C 0.1837(10) -0.1113(8) 0.3390(8) 0.034(3) Uani 1 1 d . . . . .
H32 H 0.2323 -0.1131 0.3856 0.041 Uiso 1 1 calc R U . . .
C59 C 0.8477(9) 0.2517(7) 0.2739(6) 0.025(2) Uani 1 1 d . . . . .
H33 H 0.8270 0.2967 0.2948 0.030 Uiso 1 1 calc R U . . .
C60 C 0.7502(9) 0.5071(7) 0.4074(7) 0.023(2) Uani 1 1 d . . . . .
C61 C 0.5737(9) 0.4352(8) 0.1543(7) 0.024(2) Uani 1 1 d . . . . .
H34 H 0.5455 0.4635 0.1112 0.029 Uiso 1 1 calc R U . . .
C62 C 0.2850(8) 0.0381(7) 0.0737(7) 0.023(2) Uani 1 1 d . . . . .
C63 C 0.7785(10) 0.5952(8) 0.5373(8) 0.036(3) Uani 1 1 d . . . . .
H35 H 0.7687 0.5970 0.5919 0.043 Uiso 1 1 calc R U . . .
C64 C 0.2411(10) -0.2702(8) -0.0379(8) 0.034(3) Uani 1 1 d . . . . .
H36 H 0.2687 -0.3056 -0.0644 0.041 Uiso 1 1 calc R U . . .
C65 C 0.1405(10) -0.0369(9) 0.2189(8) 0.037(3) Uani 1 1 d . . . . .
H37 H 0.1587 0.0114 0.1829 0.044 Uiso 1 1 calc R U . . .
C66 C 0.0391(9) -0.1053(9) 0.2049(8) 0.033(3) Uani 1 1 d . . . . .
H38 H -0.0108 -0.1033 0.1594 0.040 Uiso 1 1 calc R U . . .
C67 C 0.1881(9) 0.1213(8) 0.0366(7) 0.029(3) Uani 1 1 d . . . . .
H39 H 0.1368 0.1399 0.0082 0.035 Uiso 1 1 calc R U . . .
C68 C 0.8114(9) 0.0547(8) 0.4100(7) 0.028(3) Uani 1 1 d . . . . .
H40 H 0.8334 0.1054 0.3769 0.034 Uiso 1 1 calc R U . . .
C69 C 0.1413(11) -0.3094(8) -0.0344(9) 0.044(3) Uani 1 1 d . . . . .
H41 H 0.0980 -0.3701 -0.0622 0.053 Uiso 1 1 calc R U . . .
C70 C 0.1827(9) 0.3555(8) 0.1396(8) 0.033(3) Uani 1 1 d . . . . .
H42 H 0.1662 0.3329 0.1900 0.039 Uiso 1 1 calc R U . . .
C71 C 0.7208(9) 0.0325(7) 0.4351(7) 0.024(2) Uani 1 1 d . . . . .
C72 C 0.9136(10) 0.1228(8) 0.2118(7) 0.032(3) Uani 1 1 d . . . . .
H43 H 0.9368 0.0802 0.1900 0.039 Uiso 1 1 calc R U . . .
C73 C 0.2690(9) 0.1735(7) 0.1055(7) 0.023(2) Uani 1 1 d . . . . .
C74 C 0.0832(10) -0.1796(9) 0.3248(8) 0.038(3) Uani 1 1 d . . . . .
H44 H 0.0635 -0.2280 0.3605 0.045 Uiso 1 1 calc R U . . .
C75 C 0.7360(9) 0.5097(8) 0.4882(7) 0.028(3) Uani 1 1 d . . . . .
H45 H 0.6974 0.4532 0.5092 0.033 Uiso 1 1 calc R U . . .
C76 C 0.4938(9) 0.2841(8) 0.0035(7) 0.024(2) Uani 1 1 d . . . . .
C77 C 0.9463(10) 0.2640(8) 0.2959(8) 0.032(3) Uani 1 1 d . . . . .
H46 H 0.9937 0.3184 0.3312 0.038 Uiso 1 1 calc R U . . .
C78 C 0.0140(9) -0.1737(8) 0.2572(8) 0.033(3) Uani 1 1 d . . . . .
C79 C 0.8454(10) 0.6762(9) 0.4266(8) 0.038(3) Uani 1 1 d . . . . .
H47 H 0.8816 0.7336 0.4056 0.045 Uiso 1 1 calc R U . . .
C80 C 0.1688(11) 0.4494(9) 0.0266(10) 0.048(4) Uani 1 1 d . . . . .
H48 H 0.1419 0.4909 -0.0005 0.058 Uiso 1 1 calc R U . . .
C81 C 0.8345(10) 0.6771(8) 0.5075(7) 0.031(3) Uani 1 1 d . . . . .
H49 H 0.8661 0.7347 0.5424 0.037 Uiso 1 1 calc R U . . .
C82 C 0.8119(9) 0.1110(8) 0.1883(7) 0.029(3) Uani 1 1 d . . . . .
H50 H 0.7656 0.0594 0.1495 0.034 Uiso 1 1 calc R U . . .
C83 C 0.8690(10) 0.0033(9) 0.4329(8) 0.039(3) Uani 1 1 d . . . . .
H51 H 0.9290 0.0165 0.4133 0.047 Uiso 1 1 calc R U . . .
C84 C 0.8395(9) -0.0674(9) 0.4844(8) 0.035(3) Uani 1 1 d . . . . .
H52 H 0.8799 -0.1023 0.5002 0.042 Uiso 1 1 calc R U . . .
C85 C 0.1660(10) -0.1686(9) 0.0468(8) 0.036(3) Uani 1 1 d . . . . .
H53 H 0.1393 -0.1339 0.0753 0.043 Uiso 1 1 calc R U . . .
C86 C 0.2662(9) -0.1279(8) 0.0422(7) 0.026(2) Uani 1 1 d . . . . .
C87 C 0.6832(10) 0.3593(10) 0.7975(7) 0.037(3) Uani 1 1 d . . . . .
H54 H 0.6568 0.2908 0.7838 0.056 Uiso 1 1 calc R U . . .
H55 H 0.6832 0.3726 0.8551 0.056 Uiso 1 1 calc R U . . .
H56 H 0.7527 0.3889 0.7895 0.056 Uiso 1 1 calc R U . . .
C88 C 0.1030(10) -0.2595(8) 0.0104(8) 0.038(3) Uani 1 1 d . . . . .
H57 H 0.0346 -0.2876 0.0158 0.045 Uiso 1 1 calc R U . . .
C89 C 1.1141(10) 0.1502(11) 0.2792(9) 0.045(4) Uani 1 1 d . . . . .
H58 H 1.0726 0.0904 0.2978 0.067 Uiso 1 1 calc R U . . .
H59 H 1.1855 0.1689 0.3071 0.067 Uiso 1 1 calc R U . . .
H60 H 1.1069 0.1421 0.2194 0.067 Uiso 1 1 calc R U . . .
C90 C 0.2290(11) 0.4213(10) -0.0084(10) 0.050(4) Uani 1 1 d . . . . .
H61 H 0.2451 0.4433 -0.0589 0.060 Uiso 1 1 calc R U . . .
C91 C -0.1516(10) -0.2571(11) 0.1753(10) 0.050(4) Uani 1 1 d . . . . .
H62 H -0.1649 -0.2000 0.1686 0.075 Uiso 1 1 calc R U . . .
H63 H -0.2151 -0.3114 0.1754 0.075 Uiso 1 1 calc R U . . .
H64 H -0.1235 -0.2683 0.1296 0.075 Uiso 1 1 calc R U . . .
C92 C 0.1449(10) 0.4195(9) 0.1016(10) 0.046(4) Uani 1 1 d . . . . .
H65 H 0.1042 0.4416 0.1263 0.055 Uiso 1 1 calc R U . . .
C93 C 0.9884(12) 0.5779(11) 0.2455(10) 0.053(4) Uani 1 1 d . . . . .
H66 H 0.9721 0.6271 0.2713 0.064 Uiso 1 1 calc R U . . .
C94 C 0.2680(10) 0.3577(8) 0.0320(7) 0.032(3) Uani 1 1 d . . . . .
H67 H 0.3110 0.3375 0.0086 0.039 Uiso 1 1 calc R U . . .
C95 C 0.4213(8) 0.2812(7) 0.3521(6) 0.022(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C93 1.777(16) . ?
Cl2 C93 1.736(15) . ?
Cl3 C93 1.770(15) . ?
O1 C29 1.379(13) . ?
O1 C87 1.404(15) . ?
N1 C9 1.318(14) . ?
N1 C19 1.424(13) . ?
N2 C52 1.367(14) . ?
N2 C46 1.370(13) . ?
N2 H1 0.8800 . ?
O2 C35 1.364(13) . ?
O2 C25 1.436(14) . ?
N3 C62 1.376(14) . ?
N3 C73 1.378(14) . ?
N3 H2 0.8800 . ?
N4 C39 1.341(14) . ?
N4 C30 1.402(15) . ?
N4 H3 0.8800 . ?
N5 C39 1.327(14) . ?
N5 C42 1.417(14) . ?
O3 C27 1.391(14) . ?
O3 C89 1.397(16) . ?
C9 N8 1.375(14) . ?
C9 C61 1.473(14) . ?
N6 C22 1.360(15) . ?
N6 C43 1.393(15) . ?
N6 H4 0.8800 . ?
N10 C95 1.324(14) . ?
N10 C37 1.395(14) . ?
C12 C61 1.338(15) . ?
C12 C19 1.439(15) . ?
C12 H5 0.9500 . ?
C13 C38 1.324(16) . ?
C13 C95 1.455(15) . ?
C13 H6 0.9500 . ?
C14 C57 1.387(16) . ?
C14 C20 1.409(16) . ?
C14 H7 0.9500 . ?
C15 C40 1.323(16) . ?
C15 C42 1.431(16) . ?
C15 H8 0.9500 . ?
O4 C91 1.371(17) . ?
O4 C78 1.403(14) . ?
N7 C22 1.293(14) . ?
N7 C36 1.386(15) . ?
C18 C46 1.390(16) . ?
C18 C26 1.400(15) . ?
C18 H9 0.9500 . ?
C19 C47 1.364(16) . ?
C20 C29 1.400(15) . ?
C20 H10 0.9500 . ?
C21 C35 1.373(16) . ?
C21 C55 1.394(15) . ?
C21 H11 0.9500 . ?
C22 C24 1.483(14) . ?
N8 C76 1.386(14) . ?
N8 H12 0.8800 . ?
C24 C45 1.340(17) . ?
C24 H13 0.9500 . ?
C25 H14 0.9800 . ?
C25 H15 0.9800 . ?
C25 H16 0.9800 . ?
C26 C52 1.400(16) . ?
C26 H17 0.9500 . ?
C27 C77 1.370(17) . ?
C27 C72 1.401(17) . ?
C28 C31 1.396(16) . ?
C28 C76 1.433(16) . ?
C28 H18 0.9500 . ?
C29 C49 1.394(17) . ?
C30 C59 1.400(16) . ?
C30 C82 1.411(15) . ?
C31 C35 1.390(15) . ?
C31 H19 0.9500 . ?
N9 C95 1.356(14) . ?
N9 C57 1.439(13) . ?
N9 H20 0.8800 . ?
C33 C62 1.386(16) . ?
C33 C67 1.408(15) . ?
C33 H21 0.9500 . ?
C34 C36 1.339(16) . ?
C34 C46 1.452(14) . ?
C34 C71 1.507(15) . ?
C36 C45 1.473(15) . ?
C37 C51 1.362(16) . ?
C37 C38 1.431(15) . ?
C38 H22 0.9500 . ?
C39 C40 1.491(15) . ?
C40 H23 0.9500 . ?
C41 C57 1.371(15) . ?
C41 C49 1.392(16) . ?
C41 H24 0.9500 . ?
C42 C44 1.361(17) . ?
C43 C65 1.400(17) . ?
C43 C58 1.403(16) . ?
C44 C62 1.473(15) . ?
C44 C86 1.496(15) . ?
C45 H25 0.9500 . ?
C47 C52 1.468(15) . ?
C47 C60 1.483(15) . ?
C48 C94 1.369(17) . ?
C48 C70 1.370(17) . ?
C48 C51 1.526(15) . ?
C49 H26 0.9500 . ?
C50 C64 1.382(17) . ?
C50 C86 1.393(16) . ?
C50 H27 0.9500 . ?
C51 C73 1.450(14) . ?
C53 C71 1.384(16) . ?
C53 C56 1.397(17) . ?
C53 H28 0.9500 . ?
C54 C79 1.387(17) . ?
C54 C60 1.399(15) . ?
C54 H29 0.9500 . ?
C55 C76 1.385(16) . ?
C55 H30 0.9500 . ?
C56 C84 1.353(18) . ?
C56 H31 0.9500 . ?
C58 C74 1.408(17) . ?
C58 H32 0.9500 . ?
C59 C77 1.355(17) . ?
C59 H33 0.9500 . ?
C60 C75 1.405(15) . ?
C61 H34 0.9500 . ?
C63 C81 1.373(17) . ?
C63 C75 1.389(16) . ?
C63 H35 0.9500 . ?
C64 C69 1.364(19) . ?
C64 H36 0.9500 . ?
C65 C66 1.417(17) . ?
C65 H37 0.9500 . ?
C66 C78 1.361(17) . ?
C66 H38 0.9500 . ?
C67 C73 1.432(16) . ?
C67 H39 0.9500 . ?
C68 C83 1.376(17) . ?
C68 C71 1.391(16) . ?
C68 H40 0.9500 . ?
C69 C88 1.404(18) . ?
C69 H41 0.9500 . ?
C70 C92 1.408(17) . ?
C70 H42 0.9500 . ?
C72 C82 1.403(17) . ?
C72 H43 0.9500 . ?
C74 C78 1.383(18) . ?
C74 H44 0.9500 . ?
C75 H45 0.9500 . ?
C77 H46 0.9500 . ?
C79 C81 1.388(18) . ?
C79 H47 0.9500 . ?
C80 C90 1.35(2) . ?
C80 C92 1.40(2) . ?
C80 H48 0.9500 . ?
C81 H49 0.9500 . ?
C82 H50 0.9500 . ?
C83 C84 1.382(18) . ?
C83 H51 0.9500 . ?
C84 H52 0.9500 . ?
C85 C86 1.375(17) . ?
C85 C88 1.391(17) . ?
C85 H53 0.9500 . ?
C87 H54 0.9800 . ?
C87 H55 0.9800 . ?
C87 H56 0.9800 . ?
C88 H57 0.9500 . ?
C89 H58 0.9800 . ?
C89 H59 0.9800 . ?
C89 H60 0.9800 . ?
C90 C94 1.429(18) . ?
C90 H61 0.9500 . ?
C91 H62 0.9800 . ?
C91 H63 0.9800 . ?
C91 H64 0.9800 . ?
C92 H65 0.9500 . ?
C93 H66 1.0000 . ?
C94 H67 0.9500 . ?

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
C29 O1 C87 117.5(9) . . ?
C9 N1 C19 104.8(8) . . ?
C52 N2 C46 111.1(9) . . ?
C52 N2 H1 124.4 . . ?
C46 N2 H1 124.4 . . ?
C35 O2 C25 117.5(9) . . ?
C62 N3 C73 110.6(9) . . ?
C62 N3 H2 124.7 . . ?
C73 N3 H2 124.7 . . ?
C39 N4 C30 128.3(9) . . ?
C39 N4 H3 115.9 . . ?
C30 N4 H3 115.9 . . ?
C39 N5 C42 105.1(8) . . ?
C27 O3 C89 116.4(10) . . ?
N1 C9 N8 120.0(9) . . ?
N1 C9 C61 113.0(9) . . ?
N8 C9 C61 127.0(10) . . ?
C22 N6 C43 126.2(9) . . ?
C22 N6 H4 116.9 . . ?
C43 N6 H4 116.9 . . ?
C95 N10 C37 104.5(9) . . ?
C61 C12 C19 108.7(9) . . ?
C61 C12 H5 125.7 . . ?
C19 C12 H5 125.7 . . ?
C38 C13 C95 104.7(9) . . ?
C38 C13 H6 127.6 . . ?
C95 C13 H6 127.6 . . ?
C57 C14 C20 121.0(10) . . ?
C57 C14 H7 119.5 . . ?
C20 C14 H7 119.5 . . ?
C40 C15 C42 109.8(10) . . ?
C40 C15 H8 125.1 . . ?
C42 C15 H8 125.1 . . ?
C91 O4 C78 117.0(10) . . ?
C22 N7 C36 107.4(9) . . ?
C46 C18 C26 108.6(10) . . ?
C46 C18 H9 125.7 . . ?
C26 C18 H9 125.7 . . ?
C47 C19 N1 123.3(10) . . ?
C47 C19 C12 127.9(9) . . ?
N1 C19 C12 108.8(9) . . ?
C29 C20 C14 118.1(11) . . ?
C29 C20 H10 120.9 . . ?
C14 C20 H10 120.9 . . ?
C35 C21 C55 119.9(10) . . ?
C35 C21 H11 120.1 . . ?
C55 C21 H11 120.1 . . ?
N7 C22 N6 123.7(9) . . ?
N7 C22 C24 112.8(10) . . ?
N6 C22 C24 123.5(10) . . ?
C9 N8 C76 127.3(9) . . ?
C9 N8 H12 116.3 . . ?
C76 N8 H12 116.3 . . ?
C45 C24 C22 103.9(10) . . ?
C45 C24 H13 128.1 . . ?
C22 C24 H13 128.1 . . ?
O2 C25 H14 109.5 . . ?
O2 C25 H15 109.5 . . ?
H14 C25 H15 109.5 . . ?
O2 C25 H16 109.5 . . ?
H14 C25 H16 109.5 . . ?
H15 C25 H16 109.5 . . ?
C18 C26 C52 107.2(10) . . ?
C18 C26 H17 126.4 . . ?
C52 C26 H17 126.4 . . ?
C77 C27 O3 115.8(11) . . ?
C77 C27 C72 120.8(11) . . ?
O3 C27 C72 123.3(11) . . ?
C31 C28 C76 119.1(10) . . ?
C31 C28 H18 120.4 . . ?
C76 C28 H18 120.4 . . ?
O1 C29 C49 117.5(9) . . ?
O1 C29 C20 121.9(10) . . ?
C49 C29 C20 120.6(10) . . ?
C59 C30 N4 118.1(9) . . ?
C59 C30 C82 117.5(11) . . ?
N4 C30 C82 124.4(10) . . ?
C35 C31 C28 121.3(10) . . ?
C35 C31 H19 119.3 . . ?
C28 C31 H19 119.3 . . ?
C95 N9 C57 125.7(9) . . ?
C95 N9 H20 117.1 . . ?
C57 N9 H20 117.1 . . ?
C62 C33 C67 108.6(10) . . ?
C62 C33 H21 125.7 . . ?
C67 C33 H21 125.7 . . ?
C36 C34 C46 123.4(10) . . ?
C36 C34 C71 119.6(9) . . ?
C46 C34 C71 117.0(10) . . ?
O2 C35 C21 116.6(10) . . ?
O2 C35 C31 123.7(10) . . ?
C21 C35 C31 119.7(10) . . ?
C34 C36 N7 124.8(10) . . ?
C34 C36 C45 127.5(10) . . ?
N7 C36 C45 107.6(10) . . ?
C51 C37 N10 123.8(10) . . ?
C51 C37 C38 126.9(10) . . ?
N10 C37 C38 109.3(10) . . ?
C13 C38 C37 108.6(10) . . ?
C13 C38 H22 125.7 . . ?
C37 C38 H22 125.7 . . ?
N5 C39 N4 120.6(9) . . ?
N5 C39 C40 111.9(9) . . ?
N4 C39 C40 127.4(10) . . ?
C15 C40 C39 104.4(10) . . ?
C15 C40 H23 127.8 . . ?
C39 C40 H23 127.8 . . ?
C57 C41 C49 120.7(11) . . ?
C57 C41 H24 119.7 . . ?
C49 C41 H24 119.7 . . ?
C44 C42 N5 123.3(10) . . ?
C44 C42 C15 128.0(10) . . ?
N5 C42 C15 108.7(10) . . ?
N6 C43 C65 119.6(10) . . ?
N6 C43 C58 121.8(11) . . ?
C65 C43 C58 118.6(11) . . ?
C42 C44 C62 123.0(10) . . ?
C42 C44 C86 121.6(9) . . ?
C62 C44 C86 115.4(10) . . ?
C24 C45 C36 108.3(10) . . ?
C24 C45 H25 125.8 . . ?
C36 C45 H25 125.8 . . ?
N2 C46 C18 106.3(9) . . ?
N2 C46 C34 123.0(10) . . ?
C18 C46 C34 130.6(10) . . ?
C19 C47 C52 122.5(10) . . ?
C19 C47 C60 122.5(10) . . ?
C52 C47 C60 114.8(10) . . ?
C94 C48 C70 120.8(11) . . ?
C94 C48 C51 120.1(10) . . ?
C70 C48 C51 118.9(10) . . ?
C41 C49 C29 119.7(10) . . ?
C41 C49 H26 120.1 . . ?
C29 C49 H26 120.1 . . ?
C64 C50 C86 121.5(12) . . ?
C64 C50 H27 119.2 . . ?
C86 C50 H27 119.2 . . ?
C37 C51 C73 123.7(10) . . ?
C37 C51 C48 120.1(9) . . ?
C73 C51 C48 116.1(9) . . ?
N2 C52 C26 106.8(9) . . ?
N2 C52 C47 123.7(10) . . ?
C26 C52 C47 129.4(10) . . ?
C71 C53 C56 121.2(12) . . ?
C71 C53 H28 119.4 . . ?
C56 C53 H28 119.4 . . ?
C79 C54 C60 119.9(11) . . ?
C79 C54 H29 120.0 . . ?
C60 C54 H29 120.0 . . ?
C76 C55 C21 122.2(11) . . ?
C76 C55 H30 118.9 . . ?
C21 C55 H30 118.9 . . ?
C84 C56 C53 118.8(12) . . ?
C84 C56 H31 120.6 . . ?
C53 C56 H31 120.6 . . ?
C41 C57 C14 119.9(10) . . ?
C41 C57 N9 122.8(10) . . ?
C14 C57 N9 117.2(9) . . ?
C43 C58 C74 121.5(12) . . ?
C43 C58 H32 119.3 . . ?
C74 C58 H32 119.3 . . ?
C77 C59 C30 120.5(11) . . ?
C77 C59 H33 119.7 . . ?
C30 C59 H33 119.7 . . ?
C54 C60 C75 119.3(10) . . ?
C54 C60 C47 121.3(10) . . ?
C75 C60 C47 119.3(9) . . ?
C12 C61 C9 104.7(9) . . ?
C12 C61 H34 127.7 . . ?
C9 C61 H34 127.7 . . ?
N3 C62 C33 107.6(9) . . ?
N3 C62 C44 121.3(10) . . ?
C33 C62 C44 131.1(10) . . ?
C81 C63 C75 120.4(11) . . ?
C81 C63 H35 119.8 . . ?
C75 C63 H35 119.8 . . ?
C69 C64 C50 119.9(11) . . ?
C69 C64 H36 120.0 . . ?
C50 C64 H36 120.0 . . ?
C43 C65 C66 120.0(11) . . ?
C43 C65 H37 120.0 . . ?
C66 C65 H37 120.0 . . ?
C78 C66 C65 119.4(12) . . ?
C78 C66 H38 120.3 . . ?
C65 C66 H38 120.3 . . ?
C33 C67 C73 106.7(10) . . ?
C33 C67 H39 126.6 . . ?
C73 C67 H39 126.6 . . ?
C83 C68 C71 120.2(11) . . ?
C83 C68 H40 119.9 . . ?
C71 C68 H40 119.9 . . ?
C64 C69 C88 119.6(11) . . ?
C64 C69 H41 120.2 . . ?
C88 C69 H41 120.2 . . ?
C48 C70 C92 120.3(13) . . ?
C48 C70 H42 119.9 . . ?
C92 C70 H42 119.9 . . ?
C53 C71 C68 118.5(10) . . ?
C53 C71 C34 121.3(10) . . ?
C68 C71 C34 120.2(9) . . ?
C27 C72 C82 117.0(11) . . ?
C27 C72 H43 121.5 . . ?
C82 C72 H43 121.5 . . ?
N3 C73 C67 106.5(9) . . ?
N3 C73 C51 124.3(10) . . ?
C67 C73 C51 129.2(10) . . ?
C78 C74 C58 117.7(12) . . ?
C78 C74 H44 121.1 . . ?
C58 C74 H44 121.1 . . ?
C63 C75 C60 119.8(10) . . ?
C63 C75 H45 120.1 . . ?
C60 C75 H45 120.1 . . ?
N8 C76 C55 125.8(10) . . ?
N8 C76 C28 116.4(10) . . ?
C55 C76 C28 117.7(10) . . ?
C59 C77 C27 121.9(12) . . ?
C59 C77 H46 119.1 . . ?
C27 C77 H46 119.1 . . ?
C66 C78 C74 122.9(12) . . ?
C66 C78 O4 124.3(11) . . ?
C74 C78 O4 112.9(11) . . ?
C54 C79 C81 120.1(11) . . ?
C54 C79 H47 120.0 . . ?
C81 C79 H47 120.0 . . ?
C90 C80 C92 122.0(13) . . ?
C90 C80 H48 119.0 . . ?
C92 C80 H48 119.0 . . ?
C63 C81 C79 120.4(11) . . ?
C63 C81 H49 119.8 . . ?
C79 C81 H49 119.8 . . ?
C72 C82 C30 122.1(11) . . ?
C72 C82 H50 118.9 . . ?
C30 C82 H50 118.9 . . ?
C68 C83 C84 119.9(12) . . ?
C68 C83 H51 120.1 . . ?
C84 C83 H51 120.1 . . ?
C56 C84 C83 121.3(11) . . ?
C56 C84 H52 119.4 . . ?
C83 C84 H52 119.4 . . ?
C86 C85 C88 121.2(11) . . ?
C86 C85 H53 119.4 . . ?
C88 C85 H53 119.4 . . ?
C85 C86 C50 118.0(11) . . ?
C85 C86 C44 121.1(10) . . ?
C50 C86 C44 120.8(10) . . ?
O1 C87 H54 109.5 . . ?
O1 C87 H55 109.5 . . ?
H54 C87 H55 109.5 . . ?
O1 C87 H56 109.5 . . ?
H54 C87 H56 109.5 . . ?
H55 C87 H56 109.5 . . ?
C85 C88 C69 119.4(12) . . ?
C85 C88 H57 120.3 . . ?
C69 C88 H57 120.3 . . ?
O3 C89 H58 109.5 . . ?
O3 C89 H59 109.5 . . ?
H58 C89 H59 109.5 . . ?
O3 C89 H60 109.5 . . ?
H58 C89 H60 109.5 . . ?
H59 C89 H60 109.5 . . ?
C80 C90 C94 118.8(14) . . ?
C80 C90 H61 120.6 . . ?
C94 C90 H61 120.6 . . ?
O4 C91 H62 109.5 . . ?
O4 C91 H63 109.5 . . ?
H62 C91 H63 109.5 . . ?
O4 C91 H64 109.5 . . ?
H62 C91 H64 109.5 . . ?
H63 C91 H64 109.5 . . ?
C80 C92 C70 118.2(14) . . ?
C80 C92 H65 120.9 . . ?
C70 C92 H65 120.9 . . ?
Cl2 C93 Cl3 111.3(9) . . ?
Cl2 C93 Cl1 111.0(9) . . ?
Cl3 C93 Cl1 110.1(8) . . ?
Cl2 C93 H66 108.1 . . ?
Cl3 C93 H66 108.1 . . ?
Cl1 C93 H66 108.1 . . ?
C48 C94 C90 119.8(13) . . ?
C48 C94 H67 120.1 . . ?
C90 C94 H67 120.1 . . ?
N10 C95 N9 119.9(9) . . ?
N10 C95 C13 112.8(9) . . ?
N9 C95 C13 127.2(10) . . ?

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
C19 N1 C9 N8 -178.2(9) . . . . ?
C19 N1 C9 C61 1.0(11) . . . . ?
C9 N1 C19 C47 179.8(10) . . . . ?
C9 N1 C19 C12 -0.4(11) . . . . ?
C61 C12 C19 C47 179.4(11) . . . . ?
C61 C12 C19 N1 -0.3(13) . . . . ?
C57 C14 C20 C29 -0.3(15) . . . . ?
C36 N7 C22 N6 -179.1(10) . . . . ?
C36 N7 C22 C24 0.4(12) . . . . ?
C43 N6 C22 N7 -164.3(10) . . . . ?
C43 N6 C22 C24 16.3(17) . . . . ?
N1 C9 N8 C76 -169.6(10) . . . . ?
C61 C9 N8 C76 11.3(17) . . . . ?
N7 C22 C24 C45 -0.6(12) . . . . ?
N6 C22 C24 C45 178.8(10) . . . . ?
C46 C18 C26 C52 -0.1(12) . . . . ?
C89 O3 C27 C77 172.3(10) . . . . ?
C89 O3 C27 C72 -10.6(16) . . . . ?
C87 O1 C29 C49 162.0(11) . . . . ?
C87 O1 C29 C20 -16.9(15) . . . . ?
C14 C20 C29 O1 179.9(9) . . . . ?
C14 C20 C29 C49 0.9(16) . . . . ?
C39 N4 C30 C59 -158.6(10) . . . . ?
C39 N4 C30 C82 23.8(18) . . . . ?
C76 C28 C31 C35 2.9(16) . . . . ?
C25 O2 C35 C21 163.0(10) . . . . ?
C25 O2 C35 C31 -17.6(15) . . . . ?
C55 C21 C35 O2 -179.9(9) . . . . ?
C55 C21 C35 C31 0.7(16) . . . . ?
C28 C31 C35 O2 179.4(10) . . . . ?
C28 C31 C35 C21 -1.2(16) . . . . ?
C46 C34 C36 N7 -6.1(18) . . . . ?
C71 C34 C36 N7 173.8(10) . . . . ?
C46 C34 C36 C45 172.5(10) . . . . ?
C71 C34 C36 C45 -7.6(17) . . . . ?
C22 N7 C36 C34 178.9(11) . . . . ?
C22 N7 C36 C45 0.0(12) . . . . ?
C95 N10 C37 C51 -178.0(10) . . . . ?
C95 N10 C37 C38 1.2(12) . . . . ?
C95 C13 C38 C37 -0.8(12) . . . . ?
C51 C37 C38 C13 179.0(11) . . . . ?
N10 C37 C38 C13 -0.2(13) . . . . ?
C42 N5 C39 N4 179.6(9) . . . . ?
C42 N5 C39 C40 -2.2(12) . . . . ?
C30 N4 C39 N5 -165.4(10) . . . . ?
C30 N4 C39 C40 16.7(18) . . . . ?
C42 C15 C40 C39 0.4(12) . . . . ?
N5 C39 C40 C15 1.2(12) . . . . ?
N4 C39 C40 C15 179.3(10) . . . . ?
C39 N5 C42 C44 -179.8(10) . . . . ?
C39 N5 C42 C15 2.4(12) . . . . ?
C40 C15 C42 C44 -179.4(11) . . . . ?
C40 C15 C42 N5 -1.7(13) . . . . ?
C22 N6 C43 C65 -143.0(11) . . . . ?
C22 N6 C43 C58 39.3(17) . . . . ?
N5 C42 C44 C62 -10.5(17) . . . . ?
C15 C42 C44 C62 166.9(10) . . . . ?
N5 C42 C44 C86 167.9(10) . . . . ?
C15 C42 C44 C86 -14.7(17) . . . . ?
C22 C24 C45 C36 0.6(12) . . . . ?
C34 C36 C45 C24 -179.2(11) . . . . ?
N7 C36 C45 C24 -0.5(13) . . . . ?
C52 N2 C46 C18 -1.0(12) . . . . ?
C52 N2 C46 C34 175.7(10) . . . . ?
C26 C18 C46 N2 0.7(12) . . . . ?
C26 C18 C46 C34 -175.7(11) . . . . ?
C36 C34 C46 N2 -21.2(17) . . . . ?
C71 C34 C46 N2 158.9(10) . . . . ?
C36 C34 C46 C18 154.7(12) . . . . ?
C71 C34 C46 C18 -25.2(17) . . . . ?
N1 C19 C47 C52 -4.9(17) . . . . ?
C12 C19 C47 C52 175.3(11) . . . . ?
N1 C19 C47 C60 170.0(10) . . . . ?
C12 C19 C47 C60 -9.7(18) . . . . ?
C57 C41 C49 C29 -2.3(17) . . . . ?
O1 C29 C49 C41 -178.7(10) . . . . ?
C20 C29 C49 C41 0.3(17) . . . . ?
N10 C37 C51 C73 -7.5(17) . . . . ?
C38 C37 C51 C73 173.4(11) . . . . ?
N10 C37 C51 C48 170.3(10) . . . . ?
C38 C37 C51 C48 -8.8(17) . . . . ?
C94 C48 C51 C37 122.5(12) . . . . ?
C70 C48 C51 C37 -52.9(15) . . . . ?
C94 C48 C51 C73 -59.5(14) . . . . ?
C70 C48 C51 C73 125.1(12) . . . . ?
C46 N2 C52 C26 0.9(12) . . . . ?
C46 N2 C52 C47 177.4(10) . . . . ?
C18 C26 C52 N2 -0.5(12) . . . . ?
C18 C26 C52 C47 -176.7(11) . . . . ?
C19 C47 C52 N2 -27.1(16) . . . . ?
C60 C47 C52 N2 157.6(10) . . . . ?
C19 C47 C52 C26 148.6(12) . . . . ?
C60 C47 C52 C26 -26.8(16) . . . . ?
C35 C21 C55 C76 -1.8(16) . . . . ?
C71 C53 C56 C84 -1.9(19) . . . . ?
C49 C41 C57 C14 2.9(16) . . . . ?
C49 C41 C57 N9 177.8(10) . . . . ?
C20 C14 C57 C41 -1.6(16) . . . . ?
C20 C14 C57 N9 -176.8(9) . . . . ?
C95 N9 C57 C41 36.4(16) . . . . ?
C95 N9 C57 C14 -148.6(10) . . . . ?
N6 C43 C58 C74 179.8(11) . . . . ?
C65 C43 C58 C74 2.1(18) . . . . ?
N4 C30 C59 C77 179.3(10) . . . . ?
C82 C30 C59 C77 -2.9(16) . . . . ?
C79 C54 C60 C75 3.1(18) . . . . ?
C79 C54 C60 C47 180.0(11) . . . . ?
C19 C47 C60 C54 -42.8(17) . . . . ?
C52 C47 C60 C54 132.6(11) . . . . ?
C19 C47 C60 C75 134.1(12) . . . . ?
C52 C47 C60 C75 -50.6(15) . . . . ?
C19 C12 C61 C9 0.8(12) . . . . ?
N1 C9 C61 C12 -1.2(12) . . . . ?
N8 C9 C61 C12 177.9(10) . . . . ?
C73 N3 C62 C33 -0.7(12) . . . . ?
C73 N3 C62 C44 177.8(9) . . . . ?
C67 C33 C62 N3 1.3(13) . . . . ?
C67 C33 C62 C44 -177.0(11) . . . . ?
C42 C44 C62 N3 -21.5(16) . . . . ?
C86 C44 C62 N3 160.0(10) . . . . ?
C42 C44 C62 C33 156.7(12) . . . . ?
C86 C44 C62 C33 -21.8(17) . . . . ?
C86 C50 C64 C69 5(2) . . . . ?
N6 C43 C65 C66 -179.4(10) . . . . ?
C58 C43 C65 C66 -1.7(17) . . . . ?
C43 C65 C66 C78 0.3(18) . . . . ?
C62 C33 C67 C73 -1.4(13) . . . . ?
C50 C64 C69 C88 -5(2) . . . . ?
C94 C48 C70 C92 0.1(18) . . . . ?
C51 C48 C70 C92 175.5(10) . . . . ?
C56 C53 C71 C68 -0.9(18) . . . . ?
C56 C53 C71 C34 -180.0(11) . . . . ?
C83 C68 C71 C53 3.5(17) . . . . ?
C83 C68 C71 C34 -177.5(11) . . . . ?
C36 C34 C71 C53 -49.0(16) . . . . ?
C46 C34 C71 C53 130.8(11) . . . . ?
C36 C34 C71 C68 131.9(12) . . . . ?
C46 C34 C71 C68 -48.2(15) . . . . ?
C77 C27 C72 C82 -3.8(17) . . . . ?
O3 C27 C72 C82 179.4(10) . . . . ?
C62 N3 C73 C67 -0.1(12) . . . . ?
C62 N3 C73 C51 177.4(10) . . . . ?
C33 C67 C73 N3 0.9(13) . . . . ?
C33 C67 C73 C51 -176.4(11) . . . . ?
C37 C51 C73 N3 -21.6(17) . . . . ?
C48 C51 C73 N3 160.5(10) . . . . ?
C37 C51 C73 C67 155.3(12) . . . . ?
C48 C51 C73 C67 -22.6(17) . . . . ?
C43 C58 C74 C78 -1.2(19) . . . . ?
C81 C63 C75 C60 0(2) . . . . ?
C54 C60 C75 C63 -2.9(18) . . . . ?
C47 C60 C75 C63 -179.8(11) . . . . ?
C9 N8 C76 C55 34.1(17) . . . . ?
C9 N8 C76 C28 -151.0(10) . . . . ?
C21 C55 C76 N8 178.2(10) . . . . ?
C21 C55 C76 C28 3.4(16) . . . . ?
C31 C28 C76 N8 -179.2(9) . . . . ?
C31 C28 C76 C55 -3.9(15) . . . . ?
C30 C59 C77 C27 -1.3(17) . . . . ?
O3 C27 C77 C59 -178.1(10) . . . . ?
C72 C27 C77 C59 4.8(17) . . . . ?
C65 C66 C78 C74 0.7(19) . . . . ?
C65 C66 C78 O4 -179.0(11) . . . . ?
C58 C74 C78 C66 0(2) . . . . ?
C58 C74 C78 O4 179.4(11) . . . . ?
C91 O4 C78 C66 12.1(18) . . . . ?
C91 O4 C78 C74 -167.6(12) . . . . ?
C60 C54 C79 C81 -0.3(19) . . . . ?
C75 C63 C81 C79 3(2) . . . . ?
C54 C79 C81 C63 -3(2) . . . . ?
C27 C72 C82 C30 -0.5(17) . . . . ?
C59 C30 C82 C72 3.8(17) . . . . ?
N4 C30 C82 C72 -178.6(11) . . . . ?
C71 C68 C83 C84 -3.2(19) . . . . ?
C53 C56 C84 C83 2(2) . . . . ?
C68 C83 C84 C56 0(2) . . . . ?
C88 C85 C86 C50 2.6(19) . . . . ?
C88 C85 C86 C44 179.1(12) . . . . ?
C64 C50 C86 C85 -4.1(18) . . . . ?
C64 C50 C86 C44 179.5(11) . . . . ?
C42 C44 C86 C85 143.8(12) . . . . ?
C62 C44 C86 C85 -37.7(15) . . . . ?
C42 C44 C86 C50 -39.9(16) . . . . ?
C62 C44 C86 C50 138.7(11) . . . . ?
C86 C85 C88 C69 -2(2) . . . . ?
C64 C69 C88 C85 4(2) . . . . ?
C92 C80 C90 C94 1(2) . . . . ?
C90 C80 C92 C70 -2(2) . . . . ?
C48 C70 C92 C80 1.5(19) . . . . ?
C70 C48 C94 C90 -1.2(18) . . . . ?
C51 C48 C94 C90 -176.5(11) . . . . ?
C80 C90 C94 C48 1(2) . . . . ?
C37 N10 C95 N9 -178.2(9) . . . . ?
C37 N10 C95 C13 -1.7(12) . . . . ?
C57 N9 C95 N10 -171.7(10) . . . . ?
C57 N9 C95 C13 12.4(17) . . . . ?
C38 C13 C95 N10 1.6(13) . . . . ?
C38 C13 C95 N9 177.8(10) . . . . ?

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 H1 N1 0.88 2.40 2.846(12) 111.5 .
N2 H1 N7 0.88 2.34 2.817(13) 114.0 .
N3 H2 N5 0.88 2.31 2.799(12) 114.7 .
N3 H2 N10 0.88 2.40 2.863(13) 113.1 .
N4 H3 N1 0.88 2.02 2.895(12) 171.4 .
N6 H4 N10 0.88 2.07 2.933(12) 166.0 .
C12 H5 O2 0.95 2.59 3.461(13) 152.8 2_665
N8 H12 N5 0.88 2.01 2.873(12) 165.0 .
N9 H20 N7 0.88 2.03 2.890(12) 166.6 .
C38 H22 O1 0.95 2.59 3.483(13) 157.3 2_666
C89 H59 N10 0.98 2.71 3.538(15) 142.9 1_655
C93 H66 O4 1.00 2.41 3.289(17) 146.2 1_665
N2 H1 N1 0.88 2.40 2.846(12) 111.5 .
N2 H1 N7 0.88 2.34 2.817(13) 114.0 .
C14 H7 N2 0.95 2.70 3.407(14) 131.8 .
C87 H56 Cl2 0.98 2.98 3.801(13) 141.6 2_766

_refine_diff_density_max         2.023
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.165


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170519umetani
_database_code_depnum_ccdc_archive 'CCDC 1849988'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(N-methylanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(N-methylanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H33 N5'
_chemical_formula_sum            'C40 H33 N5'
_chemical_formula_weight         583.71

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.1411(5)
_cell_length_b                   25.4006(11)
_cell_length_c                   12.1107(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.978(5)
_cell_angle_gamma                90
_cell_volume                     3107.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    2508
_cell_measurement_theta_min      3.5040
_cell_measurement_theta_max      72.2910

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.577
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84745
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            21444
_diffrn_reflns_av_unetI/netI     0.0930
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.056
_diffrn_reflns_theta_max         73.171
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6130
_reflns_number_gt                3487
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0538P)²+0.3588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6130
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1406
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
N1 N 0.7373(2) 0.26081(9) 0.1991(2) 0.0403(6) Uani 1 1 d . . . . .
N2 N 0.7848(2) 0.17682(9) 0.27490(18) 0.0340(5) Uani 1 1 d . . . . .
N3 N 0.7568(2) 0.11776(8) 0.46943(17) 0.0286(5) Uani 1 1 d . . . . .
H33 H 0.7767 0.1510 0.4589 0.034 Uiso 1 1 calc R U . . .
N4 N 0.7802(2) 0.21038(8) 0.59402(18) 0.0313(5) Uani 1 1 d . . . . .
N5 N 0.8648(2) 0.29707(9) 0.5943(2) 0.0374(6) Uani 1 1 d . . . . .
C1 C 0.7901(3) 0.21135(11) 0.1924(2) 0.0345(6) Uani 1 1 d . . . . .
C2 C 0.8491(3) 0.18916(11) 0.0973(2) 0.0372(7) Uani 1 1 d . . . . .
H1 H 0.8611 0.2061 0.0290 0.045 Uiso 1 1 calc R U . . .
C3 C 0.8833(3) 0.13941(11) 0.1267(2) 0.0350(7) Uani 1 1 d . . . . .
H2 H 0.9272 0.1148 0.0836 0.042 Uiso 1 1 calc R U . . .
C4 C 0.8401(2) 0.13055(10) 0.2374(2) 0.0299(6) Uani 1 1 d . . . . .
C5 C 0.8406(2) 0.08363(10) 0.2949(2) 0.0291(6) Uani 1 1 d . . . . .
C6 C 0.7832(2) 0.07757(10) 0.3994(2) 0.0282(6) Uani 1 1 d . . . . .
C7 C 0.7359(3) 0.03122(10) 0.4454(2) 0.0310(6) Uani 1 1 d . . . . .
H3 H 0.7411 -0.0032 0.4155 0.037 Uiso 1 1 calc R U . . .
C8 C 0.6803(3) 0.04472(10) 0.5421(2) 0.0331(6) Uani 1 1 d . . . . .
H4 H 0.6391 0.0212 0.5895 0.040 Uiso 1 1 calc R U . . .
C9 C 0.6954(2) 0.09928(10) 0.5581(2) 0.0285(6) Uani 1 1 d . . . . .
C10 C 0.6658(3) 0.13070(10) 0.6510(2) 0.0287(6) Uani 1 1 d . . . . .
C11 C 0.7035(2) 0.18282(10) 0.6651(2) 0.0280(6) Uani 1 1 d . . . . .
C12 C 0.6671(3) 0.21774(11) 0.7535(2) 0.0338(6) Uani 1 1 d . . . . .
H5 H 0.6152 0.2086 0.8122 0.041 Uiso 1 1 calc R U . . .
C13 C 0.7204(3) 0.26493(10) 0.7363(2) 0.0348(7) Uani 1 1 d . . . . .
H6 H 0.7139 0.2959 0.7796 0.042 Uiso 1 1 calc R U . . .
C14 C 0.7906(3) 0.25878(10) 0.6367(2) 0.0316(6) Uani 1 1 d . . . . .
C15 C 0.6565(3) 0.27240(12) 0.2910(3) 0.0504(8) Uani 1 1 d . . . . .
H7 H 0.5650 0.2612 0.2710 0.076 Uiso 1 1 calc R U . . .
H8 H 0.6583 0.3103 0.3059 0.076 Uiso 1 1 calc R U . . .
H9 H 0.6921 0.2534 0.3574 0.076 Uiso 1 1 calc R U . . .
C16 C 0.9437(3) 0.28687(11) 0.5013(2) 0.0404(7) Uani 1 1 d . . . . .
H10 H 0.9291 0.2506 0.4757 0.061 Uiso 1 1 calc R U . . .
H11 H 1.0376 0.2920 0.5251 0.061 Uiso 1 1 calc R U . . .
H12 H 0.9172 0.3112 0.4406 0.061 Uiso 1 1 calc R U . . .
C17 C 0.7445(3) 0.29910(12) 0.1132(2) 0.0408(7) Uani 1 1 d . . . . .
C18 C 0.6344(3) 0.33049(12) 0.0828(3) 0.0487(8) Uani 1 1 d . . . . .
H13 H 0.5549 0.3261 0.1180 0.058 Uiso 1 1 calc R U . . .
C19 C 0.6418(4) 0.36819(13) 0.0008(3) 0.0569(9) Uani 1 1 d . . . . .
H14 H 0.5673 0.3899 -0.0193 0.068 Uiso 1 1 calc R U . . .
C20 C 0.7553(4) 0.37458(13) -0.0518(3) 0.0562(10) Uani 1 1 d . . . . .
H15 H 0.7584 0.4002 -0.1087 0.067 Uiso 1 1 calc R U . . .
C21 C 0.8653(4) 0.34367(13) -0.0218(3) 0.0527(9) Uani 1 1 d . . . . .
H16 H 0.9439 0.3479 -0.0582 0.063 Uiso 1 1 calc R U . . .
C22 C 0.8600(3) 0.30638(12) 0.0620(2) 0.0440(8) Uani 1 1 d . . . . .
H17 H 0.9360 0.2858 0.0841 0.053 Uiso 1 1 calc R U . . .
C23 C 0.8950(2) 0.03485(11) 0.2493(2) 0.0290(6) Uani 1 1 d . . . . .
C24 C 0.8602(3) 0.01752(11) 0.1408(2) 0.0350(7) Uani 1 1 d . . . . .
H18 H 0.8013 0.0379 0.0929 0.042 Uiso 1 1 calc R U . . .
C25 C 0.9108(3) -0.02911(13) 0.1027(3) 0.0439(8) Uani 1 1 d . . . . .
H19 H 0.8880 -0.0397 0.0283 0.053 Uiso 1 1 calc R U . . .
C26 C 0.9932(3) -0.06026(13) 0.1706(3) 0.0476(8) Uani 1 1 d . . . . .
H20 H 1.0255 -0.0926 0.1442 0.057 Uiso 1 1 calc R U . . .
C27 C 1.0284(3) -0.04395(12) 0.2774(3) 0.0464(8) Uani 1 1 d . . . . .
H21 H 1.0860 -0.0651 0.3250 0.056 Uiso 1 1 calc R U . . .
C28 C 0.9808(3) 0.00276(11) 0.3160(2) 0.0358(7) Uani 1 1 d . . . . .
H22 H 1.0070 0.0134 0.3898 0.043 Uiso 1 1 calc R U . . .
C29 C 0.5929(2) 0.10513(10) 0.7379(2) 0.0276(6) Uani 1 1 d . . . . .
C30 C 0.4675(3) 0.08354(10) 0.7122(2) 0.0331(6) Uani 1 1 d . . . . .
H23 H 0.4303 0.0833 0.6374 0.040 Uiso 1 1 calc R U . . .
C31 C 0.3968(3) 0.06249(11) 0.7945(2) 0.0355(7) Uani 1 1 d . . . . .
H24 H 0.3107 0.0486 0.7760 0.043 Uiso 1 1 calc R U . . .
C32 C 0.4505(3) 0.06155(10) 0.9032(2) 0.0345(7) Uani 1 1 d . . . . .
H25 H 0.4016 0.0471 0.9594 0.041 Uiso 1 1 calc R U . . .
C33 C 0.5755(3) 0.08167(11) 0.9298(2) 0.0340(6) Uani 1 1 d . . . . .
H26 H 0.6136 0.0806 1.0043 0.041 Uiso 1 1 calc R U . . .
C34 C 0.6452(3) 0.10344(10) 0.8480(2) 0.0310(6) Uani 1 1 d . . . . .
H27 H 0.7308 0.1176 0.8673 0.037 Uiso 1 1 calc R U . . .
C35 C 0.8601(3) 0.34991(10) 0.6350(2) 0.0295(6) Uani 1 1 d . . . . .
C36 C 0.7411(3) 0.37695(11) 0.6281(2) 0.0345(6) Uani 1 1 d . . . . .
H28 H 0.6622 0.3601 0.5985 0.041 Uiso 1 1 calc R U . . .
C37 C 0.7374(3) 0.42862(11) 0.6642(2) 0.0356(7) Uani 1 1 d . . . . .
H29 H 0.6554 0.4468 0.6612 0.043 Uiso 1 1 calc R U . . .
C38 C 0.8515(3) 0.45364(11) 0.7043(2) 0.0353(7) Uani 1 1 d . . . . .
H30 H 0.8491 0.4896 0.7255 0.042 Uiso 1 1 calc R U . . .
C39 C 0.9701(3) 0.42639(11) 0.7140(2) 0.0381(7) Uani 1 1 d . . . . .
H31 H 1.0486 0.4434 0.7441 0.046 Uiso 1 1 calc R U . . .
C40 C 0.9746(3) 0.37458(11) 0.6801(2) 0.0347(6) Uani 1 1 d . . . . .
H32 H 1.0560 0.3558 0.6876 0.042 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.371(4) . ?
N1 C17 1.430(3) . ?
N1 C15 1.469(4) . ?
N2 C1 1.334(3) . ?
N2 C4 1.395(3) . ?
N3 C6 1.368(3) . ?
N3 C9 1.371(3) . ?
N3 H33 0.8800 . ?
N4 C14 1.334(3) . ?
N4 C11 1.397(3) . ?
N5 C14 1.357(3) . ?
N5 C35 1.432(3) . ?
N5 C16 1.460(3) . ?
C1 C2 1.457(4) . ?
C2 C3 1.350(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.463(4) . ?
C3 H2 0.9500 . ?
C4 C5 1.380(4) . ?
C5 C6 1.447(3) . ?
C5 C23 1.482(4) . ?
C6 C7 1.404(3) . ?
C7 C8 1.387(4) . ?
C7 H3 0.9500 . ?
C8 C9 1.406(4) . ?
C8 H4 0.9500 . ?
C9 C10 1.432(4) . ?
C10 C11 1.384(4) . ?
C10 C29 1.488(3) . ?
C11 C12 1.461(3) . ?
C12 C13 1.338(4) . ?
C12 H5 0.9500 . ?
C13 C14 1.461(3) . ?
C13 H6 0.9500 . ?
C15 H7 0.9800 . ?
C15 H8 0.9800 . ?
C15 H9 0.9800 . ?
C16 H10 0.9800 . ?
C16 H11 0.9800 . ?
C16 H12 0.9800 . ?
C17 C22 1.385(4) . ?
C17 C18 1.395(4) . ?
C18 C19 1.387(4) . ?
C18 H13 0.9500 . ?
C19 C20 1.372(5) . ?
C19 H14 0.9500 . ?
C20 C21 1.387(5) . ?
C20 H15 0.9500 . ?
C21 C22 1.392(4) . ?
C21 H16 0.9500 . ?
C22 H17 0.9500 . ?
C23 C28 1.397(4) . ?
C23 C24 1.402(4) . ?
C24 C25 1.386(4) . ?
C24 H18 0.9500 . ?
C25 C26 1.371(4) . ?
C25 H19 0.9500 . ?
C26 C27 1.376(4) . ?
C26 H20 0.9500 . ?
C27 C28 1.378(4) . ?
C27 H21 0.9500 . ?
C28 H22 0.9500 . ?
C29 C34 1.392(4) . ?
C29 C30 1.395(4) . ?
C30 C31 1.385(3) . ?
C30 H23 0.9500 . ?
C31 C32 1.381(4) . ?
C31 H24 0.9500 . ?
C32 C33 1.379(4) . ?
C32 H25 0.9500 . ?
C33 C34 1.382(3) . ?
C33 H26 0.9500 . ?
C34 H27 0.9500 . ?
C35 C36 1.384(4) . ?
C35 C40 1.389(4) . ?
C36 C37 1.385(4) . ?
C36 H28 0.9500 . ?
C37 C38 1.371(4) . ?
C37 H29 0.9500 . ?
C38 C39 1.383(4) . ?
C38 H30 0.9500 . ?
C39 C40 1.380(4) . ?
C39 H31 0.9500 . ?
C40 H32 0.9500 . ?

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
C1 N1 C17 122.4(2) . . ?
C1 N1 C15 118.3(2) . . ?
C17 N1 C15 118.8(2) . . ?
C1 N2 C4 105.5(2) . . ?
C6 N3 C9 110.9(2) . . ?
C6 N3 H33 124.6 . . ?
C9 N3 H33 124.6 . . ?
C14 N4 C11 104.6(2) . . ?
C14 N5 C35 120.3(2) . . ?
C14 N5 C16 121.6(2) . . ?
C35 N5 C16 117.9(2) . . ?
N2 C1 N1 121.2(3) . . ?
N2 C1 C2 112.5(2) . . ?
N1 C1 C2 126.2(2) . . ?
C3 C2 C1 105.5(2) . . ?
C3 C2 H1 127.2 . . ?
C1 C2 H1 127.2 . . ?
C2 C3 C4 107.1(3) . . ?
C2 C3 H2 126.4 . . ?
C4 C3 H2 126.4 . . ?
C5 C4 N2 123.2(2) . . ?
C5 C4 C3 127.4(3) . . ?
N2 C4 C3 109.2(2) . . ?
C4 C5 C6 123.3(2) . . ?
C4 C5 C23 121.2(2) . . ?
C6 C5 C23 115.4(2) . . ?
N3 C6 C7 106.8(2) . . ?
N3 C6 C5 125.3(2) . . ?
C7 C6 C5 127.8(2) . . ?
C8 C7 C6 107.8(2) . . ?
C8 C7 H3 126.1 . . ?
C6 C7 H3 126.1 . . ?
C7 C8 C9 108.2(2) . . ?
C7 C8 H4 125.9 . . ?
C9 C8 H4 125.9 . . ?
N3 C9 C8 106.3(2) . . ?
N3 C9 C10 124.4(2) . . ?
C8 C9 C10 129.1(2) . . ?
C11 C10 C9 123.8(2) . . ?
C11 C10 C29 118.6(2) . . ?
C9 C10 C29 117.6(2) . . ?
C10 C11 N4 124.4(2) . . ?
C10 C11 C12 125.9(2) . . ?
N4 C11 C12 109.7(2) . . ?
C13 C12 C11 107.4(2) . . ?
C13 C12 H5 126.3 . . ?
C11 C12 H5 126.3 . . ?
C12 C13 C14 105.4(2) . . ?
C12 C13 H6 127.3 . . ?
C14 C13 H6 127.3 . . ?
N4 C14 N5 122.8(2) . . ?
N4 C14 C13 113.0(2) . . ?
N5 C14 C13 124.2(2) . . ?
N1 C15 H7 109.5 . . ?
N1 C15 H8 109.5 . . ?
H7 C15 H8 109.5 . . ?
N1 C15 H9 109.5 . . ?
H7 C15 H9 109.5 . . ?
H8 C15 H9 109.5 . . ?
N5 C16 H10 109.5 . . ?
N5 C16 H11 109.5 . . ?
H10 C16 H11 109.5 . . ?
N5 C16 H12 109.5 . . ?
H10 C16 H12 109.5 . . ?
H11 C16 H12 109.5 . . ?
C22 C17 C18 119.6(3) . . ?
C22 C17 N1 121.0(3) . . ?
C18 C17 N1 119.4(3) . . ?
C19 C18 C17 119.5(3) . . ?
C19 C18 H13 120.3 . . ?
C17 C18 H13 120.3 . . ?
C20 C19 C18 120.9(3) . . ?
C20 C19 H14 119.5 . . ?
C18 C19 H14 119.5 . . ?
C19 C20 C21 120.0(3) . . ?
C19 C20 H15 120.0 . . ?
C21 C20 H15 120.0 . . ?
C20 C21 C22 119.7(3) . . ?
C20 C21 H16 120.2 . . ?
C22 C21 H16 120.2 . . ?
C17 C22 C21 120.3(3) . . ?
C17 C22 H17 119.8 . . ?
C21 C22 H17 119.8 . . ?
C28 C23 C24 116.9(3) . . ?
C28 C23 C5 120.4(2) . . ?
C24 C23 C5 122.7(2) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H18 119.7 . . ?
C23 C24 H18 119.7 . . ?
C26 C25 C24 121.2(3) . . ?
C26 C25 H19 119.4 . . ?
C24 C25 H19 119.4 . . ?
C25 C26 C27 119.0(3) . . ?
C25 C26 H20 120.5 . . ?
C27 C26 H20 120.5 . . ?
C26 C27 C28 120.5(3) . . ?
C26 C27 H21 119.7 . . ?
C28 C27 H21 119.7 . . ?
C27 C28 C23 121.7(3) . . ?
C27 C28 H22 119.1 . . ?
C23 C28 H22 119.1 . . ?
C34 C29 C30 117.8(2) . . ?
C34 C29 C10 121.3(2) . . ?
C30 C29 C10 120.8(2) . . ?
C31 C30 C29 120.6(3) . . ?
C31 C30 H23 119.7 . . ?
C29 C30 H23 119.7 . . ?
C32 C31 C30 120.5(3) . . ?
C32 C31 H24 119.8 . . ?
C30 C31 H24 119.8 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H25 120.2 . . ?
C31 C32 H25 120.2 . . ?
C32 C33 C34 119.8(3) . . ?
C32 C33 H26 120.1 . . ?
C34 C33 H26 120.1 . . ?
C33 C34 C29 121.5(3) . . ?
C33 C34 H27 119.2 . . ?
C29 C34 H27 119.2 . . ?
C36 C35 C40 119.6(2) . . ?
C36 C35 N5 119.9(2) . . ?
C40 C35 N5 120.4(2) . . ?
C35 C36 C37 119.9(3) . . ?
C35 C36 H28 120.1 . . ?
C37 C36 H28 120.1 . . ?
C38 C37 C36 120.4(3) . . ?
C38 C37 H29 119.8 . . ?
C36 C37 H29 119.8 . . ?
C37 C38 C39 119.9(3) . . ?
C37 C38 H30 120.1 . . ?
C39 C38 H30 120.1 . . ?
C40 C39 C38 120.2(3) . . ?
C40 C39 H31 119.9 . . ?
C38 C39 H31 119.9 . . ?
C39 C40 C35 119.9(3) . . ?
C39 C40 H32 120.1 . . ?
C35 C40 H32 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N2 C1 N1 176.6(2) . . . . ?
C4 N2 C1 C2 0.0(3) . . . . ?
C17 N1 C1 N2 178.4(3) . . . . ?
C15 N1 C1 N2 -9.4(4) . . . . ?
C17 N1 C1 C2 -5.5(4) . . . . ?
C15 N1 C1 C2 166.7(3) . . . . ?
N2 C1 C2 C3 -1.6(3) . . . . ?
N1 C1 C2 C3 -178.0(3) . . . . ?
C1 C2 C3 C4 2.4(3) . . . . ?
C1 N2 C4 C5 -173.3(3) . . . . ?
C1 N2 C4 C3 1.5(3) . . . . ?
C2 C3 C4 C5 171.9(3) . . . . ?
C2 C3 C4 N2 -2.5(3) . . . . ?
N2 C4 C5 C6 0.4(4) . . . . ?
C3 C4 C5 C6 -173.3(3) . . . . ?
N2 C4 C5 C23 177.1(2) . . . . ?
C3 C4 C5 C23 3.4(4) . . . . ?
C9 N3 C6 C7 0.2(3) . . . . ?
C9 N3 C6 C5 176.4(2) . . . . ?
C4 C5 C6 N3 -19.9(4) . . . . ?
C23 C5 C6 N3 163.2(2) . . . . ?
C4 C5 C6 C7 155.5(3) . . . . ?
C23 C5 C6 C7 -21.4(4) . . . . ?
N3 C6 C7 C8 0.7(3) . . . . ?
C5 C6 C7 C8 -175.4(3) . . . . ?
C6 C7 C8 C9 -1.3(3) . . . . ?
C6 N3 C9 C8 -1.0(3) . . . . ?
C6 N3 C9 C10 174.1(2) . . . . ?
C7 C8 C9 N3 1.4(3) . . . . ?
C7 C8 C9 C10 -173.3(3) . . . . ?
N3 C9 C10 C11 -4.2(4) . . . . ?
C8 C9 C10 C11 169.7(3) . . . . ?
N3 C9 C10 C29 177.1(2) . . . . ?
C8 C9 C10 C29 -8.9(4) . . . . ?
C9 C10 C11 N4 -3.3(4) . . . . ?
C29 C10 C11 N4 175.3(2) . . . . ?
C9 C10 C11 C12 174.9(3) . . . . ?
C29 C10 C11 C12 -6.5(4) . . . . ?
C14 N4 C11 C10 178.9(3) . . . . ?
C14 N4 C11 C12 0.4(3) . . . . ?
C10 C11 C12 C13 -178.5(3) . . . . ?
N4 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C11 N4 C14 N5 176.3(3) . . . . ?
C11 N4 C14 C13 -0.6(3) . . . . ?
C35 N5 C14 N4 172.6(3) . . . . ?
C16 N5 C14 N4 -3.0(4) . . . . ?
C35 N5 C14 C13 -10.9(4) . . . . ?
C16 N5 C14 C13 173.6(3) . . . . ?
C12 C13 C14 N4 0.6(3) . . . . ?
C12 C13 C14 N5 -176.2(3) . . . . ?
C1 N1 C17 C22 -43.0(4) . . . . ?
C15 N1 C17 C22 144.9(3) . . . . ?
C1 N1 C17 C18 138.7(3) . . . . ?
C15 N1 C17 C18 -33.4(4) . . . . ?
C22 C17 C18 C19 0.7(5) . . . . ?
N1 C17 C18 C19 179.0(3) . . . . ?
C17 C18 C19 C20 0.8(5) . . . . ?
C18 C19 C20 C21 -1.1(5) . . . . ?
C19 C20 C21 C22 -0.2(5) . . . . ?
C18 C17 C22 C21 -2.0(5) . . . . ?
N1 C17 C22 C21 179.8(3) . . . . ?
C20 C21 C22 C17 1.7(5) . . . . ?
C4 C5 C23 C28 133.5(3) . . . . ?
C6 C5 C23 C28 -49.5(3) . . . . ?
C4 C5 C23 C24 -49.1(4) . . . . ?
C6 C5 C23 C24 127.9(3) . . . . ?
C28 C23 C24 C25 -0.7(4) . . . . ?
C5 C23 C24 C25 -178.2(2) . . . . ?
C23 C24 C25 C26 1.8(4) . . . . ?
C24 C25 C26 C27 -1.7(4) . . . . ?
C25 C26 C27 C28 0.5(4) . . . . ?
C26 C27 C28 C23 0.6(4) . . . . ?
C24 C23 C28 C27 -0.4(4) . . . . ?
C5 C23 C28 C27 177.1(3) . . . . ?
C11 C10 C29 C34 -56.3(4) . . . . ?
C9 C10 C29 C34 122.4(3) . . . . ?
C11 C10 C29 C30 121.6(3) . . . . ?
C9 C10 C29 C30 -59.7(3) . . . . ?
C34 C29 C30 C31 1.7(4) . . . . ?
C10 C29 C30 C31 -176.3(2) . . . . ?
C29 C30 C31 C32 -1.4(4) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C32 C33 C34 1.1(4) . . . . ?
C32 C33 C34 C29 -0.7(4) . . . . ?
C30 C29 C34 C33 -0.7(4) . . . . ?
C10 C29 C34 C33 177.3(2) . . . . ?
C14 N5 C35 C36 -59.3(4) . . . . ?
C16 N5 C35 C36 116.4(3) . . . . ?
C14 N5 C35 C40 121.6(3) . . . . ?
C16 N5 C35 C40 -62.7(4) . . . . ?
C40 C35 C36 C37 1.1(4) . . . . ?
N5 C35 C36 C37 -177.9(2) . . . . ?
C35 C36 C37 C38 1.6(4) . . . . ?
C36 C37 C38 C39 -3.2(4) . . . . ?
C37 C38 C39 C40 2.1(4) . . . . ?
C38 C39 C40 C35 0.7(4) . . . . ?
C36 C35 C40 C39 -2.3(4) . . . . ?
N5 C35 C40 C39 176.8(3) . . . . ?

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
C40 H32 N2 0.95 2.60 3.506(4) 159.3 4_666

_refine_diff_density_max         0.210
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.048


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_161213um
_database_code_depnum_ccdc_archive 'CCDC 1849990'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(mesitylanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(mesitylanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H41 N5, 0.5(C6 H14), 0.5(C H2 Cl2)'
_chemical_formula_sum            'C47.50 H49 Cl N5'
_chemical_formula_weight         725.36

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.584(3)
_cell_length_b                   14.4183(19)
_cell_length_c                   25.314(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.247(4)
_cell_angle_gamma                90
_cell_volume                     7856.2(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    3164
_cell_measurement_theta_min      28.2
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             3088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.162
_shelx_estimated_absorpt_T_min   0.864
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            26141
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         6.552
_diffrn_reflns_theta_max         68.233
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             7112
_reflns_number_gt                5997
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0553P)²+7.3699P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7112
_refine_ls_number_parameters     518
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.23765(7) 0.62326(11) 0.46945(6) 0.0221(3) Uani 1 1 d . . . . .
N1 N 0.03055(6) 0.73735(10) 0.43619(5) 0.0251(3) Uani 1 1 d . . . . .
N3 N 0.19232(6) 0.59778(9) 0.55497(5) 0.0236(3) Uani 1 1 d . . . . .
H1 H 0.1535 0.5980 0.5415 0.028 Uiso 1 1 calc R U . . .
N4 N 0.08073(6) 0.64369(9) 0.58146(5) 0.0245(3) Uani 1 1 d . . . . .
C33 C -0.18383(8) 0.69012(14) 0.56624(6) 0.0348(4) Uani 1 1 d . . . . .
H2 H -0.2153 0.6470 0.5735 0.042 Uiso 1 1 calc R U . . .
C34 C 0.21878(8) 0.49699(14) 0.71716(7) 0.0351(4) Uani 1 1 d . . . . .
H3 H 0.2277 0.4535 0.6906 0.042 Uiso 1 1 calc R U . . .
C35 C 0.23798(9) 0.47915(16) 0.76986(8) 0.0442(5) Uani 1 1 d . . . . .
H4 H 0.2597 0.4235 0.7790 0.053 Uiso 1 1 calc R U . . .
C36 C 0.36542(8) 0.48452(13) 0.41285(7) 0.0333(4) Uani 1 1 d . . . . .
H5 H 0.3814 0.4231 0.4149 0.040 Uiso 1 1 calc R U . . .
C37 C -0.10352(8) 0.71174(13) 0.33670(7) 0.0327(4) Uani 1 1 d . . . . .
H6 H -0.1370 0.6700 0.3289 0.039 Uiso 1 1 calc R U . . .
C38 C 0.19456(9) 0.62244(17) 0.79549(7) 0.0459(5) Uani 1 1 d . . . . .
H7 H 0.1860 0.6656 0.8223 0.055 Uiso 1 1 calc R U . . .
C39 C -0.11010(10) 0.55511(13) 0.56125(8) 0.0419(5) Uani 1 1 d . . . . .
H8 H -0.0800 0.5396 0.5355 0.063 Uiso 1 1 calc R U . . .
H9 H -0.1485 0.5201 0.5530 0.063 Uiso 1 1 calc R U . . .
H10 H -0.0928 0.5390 0.5970 0.063 Uiso 1 1 calc R U . . .
C40 C -0.04306(9) 0.88488(13) 0.53083(8) 0.0391(4) Uani 1 1 d . . . . .
H11 H -0.0613 0.9471 0.5278 0.059 Uiso 1 1 calc R U . . .
H12 H -0.0261 0.8679 0.4973 0.059 Uiso 1 1 calc R U . . .
H13 H -0.0097 0.8844 0.5593 0.059 Uiso 1 1 calc R U . . .
C41 C 0.04405(8) 0.90443(13) 0.37373(7) 0.0360(4) Uani 1 1 d . . . . .
H14 H 0.0837 0.8797 0.3635 0.054 Uiso 1 1 calc R U . . .
H15 H 0.0469 0.9167 0.4119 0.054 Uiso 1 1 calc R U . . .
H16 H 0.0345 0.9622 0.3544 0.054 Uiso 1 1 calc R U . . .
C42 C -0.26288(9) 0.8171(2) 0.57395(8) 0.0581(7) Uani 1 1 d . . . . .
H17 H -0.2937 0.7876 0.5490 0.087 Uiso 1 1 calc R U . . .
H18 H -0.2648 0.8846 0.5694 0.087 Uiso 1 1 calc R U . . .
H19 H -0.2717 0.8013 0.6103 0.087 Uiso 1 1 calc R U . . .
C43 C -0.06797(9) 0.60804(14) 0.41293(8) 0.0398(4) Uani 1 1 d . . . . .
H20 H -0.1049 0.5735 0.3994 0.060 Uiso 1 1 calc R U . . .
H21 H -0.0722 0.6256 0.4499 0.060 Uiso 1 1 calc R U . . .
H22 H -0.0311 0.5690 0.4109 0.060 Uiso 1 1 calc R U . . .
C44 C -0.14377(9) 0.80630(17) 0.25732(8) 0.0481(5) Uani 1 1 d . . . . .
H23 H -0.1743 0.8526 0.2667 0.072 Uiso 1 1 calc R U . . .
H24 H -0.1651 0.7483 0.2471 0.072 Uiso 1 1 calc R U . . .
H25 H -0.1215 0.8293 0.2276 0.072 Uiso 1 1 calc R U . . .
C45 C 0.0000 0.6131(2) 0.2500 0.0499(7) Uani 1 2 d S T P . .
H42 H -0.0114 0.6536 0.2793 0.060 Uiso 0.5 1 calc R U P . .
H43 H 0.0114 0.6536 0.2207 0.060 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.06475(2) 0.54620(4) 0.27190(2) 0.05177(16) Uani 1 1 d . . . . .
N2 N 0.13169(6) 0.69123(9) 0.46500(5) 0.0225(3) Uani 1 1 d . . . . .
H40 H 0.1276 0.6969 0.4992 0.027 Uiso 1 1 calc R U . . .
N5 N -0.01602(6) 0.69257(10) 0.54299(5) 0.0257(3) Uani 1 1 d . . . . .
H41 H -0.0015 0.6930 0.5114 0.031 Uiso 1 1 calc R U . . .
C2 C 0.18567(7) 0.66031(11) 0.44315(6) 0.0223(3) Uani 1 1 d . . . . .
C3 C -0.01224(7) 0.75535(12) 0.39159(6) 0.0242(3) Uani 1 1 d . . . . .
C4 C 0.11313(7) 0.69469(11) 0.37599(6) 0.0242(3) Uani 1 1 d . . . . .
H26 H 0.0929 0.7030 0.3417 0.029 Uiso 1 1 calc R U . . .
C5 C 0.24275(7) 0.60485(11) 0.52592(6) 0.0226(3) Uani 1 1 d . . . . .
C6 C 0.10391(7) 0.62041(12) 0.63319(6) 0.0266(3) Uani 1 1 d . . . . .
C7 C 0.02147(7) 0.66432(11) 0.58505(6) 0.0249(3) Uani 1 1 d . . . . .
C8 C -0.12392(7) 0.65694(12) 0.55865(6) 0.0285(4) Uani 1 1 d . . . . .
C9 C 0.08561(7) 0.71183(11) 0.42581(6) 0.0224(3) Uani 1 1 d . . . . .
C10 C 0.17161(7) 0.66530(11) 0.38638(6) 0.0237(3) Uani 1 1 d . . . . .
H27 H 0.1996 0.6500 0.3605 0.028 Uiso 1 1 calc R U . . .
C11 C -0.09795(8) 0.78875(14) 0.30452(6) 0.0330(4) Uani 1 1 d . . . . .
C12 C -0.06147(7) 0.69353(12) 0.38026(6) 0.0283(4) Uani 1 1 d . . . . .
C13 C -0.00645(7) 0.83498(12) 0.36045(6) 0.0275(4) Uani 1 1 d . . . . .
C14 C -0.07853(7) 0.72184(11) 0.54826(6) 0.0242(3) Uani 1 1 d . . . . .
C15 C 0.18657(7) 0.57807(13) 0.70309(6) 0.0300(4) Uani 1 1 d . . . . .
C16 C 0.29177(7) 0.59907(11) 0.43931(6) 0.0235(3) Uani 1 1 d . . . . .
C17 C 0.16475(7) 0.59585(11) 0.64688(6) 0.0260(3) Uani 1 1 d . . . . .
C18 C 0.29507(7) 0.59781(11) 0.56147(6) 0.0253(3) Uani 1 1 d . . . . .
H28 H 0.3371 0.5987 0.5526 0.030 Uiso 1 1 calc R U . . .
C19 C -0.15245(9) 0.84500(14) 0.55128(7) 0.0363(4) Uani 1 1 d . . . . .
H29 H -0.1623 0.9091 0.5483 0.044 Uiso 1 1 calc R U . . .
C20 C 0.21009(7) 0.59024(11) 0.60795(6) 0.0247(3) Uani 1 1 d . . . . .
C21 C 0.05358(8) 0.62647(13) 0.66819(6) 0.0318(4) Uani 1 1 d . . . . .
H30 H 0.0563 0.6135 0.7051 0.038 Uiso 1 1 calc R U . . .
C22 C -0.04933(8) 0.84921(13) 0.31695(6) 0.0313(4) Uani 1 1 d . . . . .
H31 H -0.0449 0.9022 0.2953 0.038 Uiso 1 1 calc R U . . .
C23 C 0.31650(7) 0.50957(12) 0.44247(6) 0.0278(3) Uani 1 1 d . . . . .
H32 H 0.2996 0.4653 0.4652 0.033 Uiso 1 1 calc R U . . .
C24 C 0.00263(8) 0.65382(13) 0.63877(6) 0.0315(4) Uani 1 1 d . . . . .
H33 H -0.0376 0.6642 0.6506 0.038 Uiso 1 1 calc R U . . .
C25 C -0.19842(8) 0.78300(15) 0.56344(7) 0.0379(4) Uani 1 1 d . . . . .
C26 C 0.27491(7) 0.58928(11) 0.61239(6) 0.0265(3) Uani 1 1 d . . . . .
H34 H 0.3007 0.5838 0.6443 0.032 Uiso 1 1 calc R U . . .
C27 C 0.22568(9) 0.54155(17) 0.80882(7) 0.0486(6) Uani 1 1 d . . . . .
H35 H 0.2386 0.5288 0.8448 0.058 Uiso 1 1 calc R U . . .
C28 C 0.17549(8) 0.64140(15) 0.74286(7) 0.0364(4) Uani 1 1 d . . . . .
H36 H 0.1548 0.6980 0.7340 0.044 Uiso 1 1 calc R U . . .
C29 C 0.36796(8) 0.63835(13) 0.37771(7) 0.0334(4) Uani 1 1 d . . . . .
H37 H 0.3861 0.6829 0.3559 0.040 Uiso 1 1 calc R U . . .
C30 C -0.09228(8) 0.81631(12) 0.54328(6) 0.0288(4) Uani 1 1 d . . . . .
C31 C 0.39085(8) 0.54881(14) 0.38047(7) 0.0350(4) Uani 1 1 d . . . . .
H38 H 0.4242 0.5316 0.3600 0.042 Uiso 1 1 calc R U . . .
C32 C 0.31847(7) 0.66335(12) 0.40683(6) 0.0281(4) Uani 1 1 d . . . . .
H39 H 0.3027 0.7249 0.4045 0.034 Uiso 1 1 calc R U . . .
C46 C 0.1302(3) 0.1002(6) 0.2966(4) 0.072(2) Uani 0.5 1 d D U P A -1
H44 H 0.1205 0.0339 0.2933 0.107 Uiso 0.5 1 calc R U P A -1
H45 H 0.1572 0.1108 0.3289 0.107 Uiso 0.5 1 calc R U P A -1
H46 H 0.1516 0.1204 0.2658 0.107 Uiso 0.5 1 calc R U P A -1
C47 C 0.0729(2) 0.1527(4) 0.2993(2) 0.0591(13) Uani 0.5 1 d D U P A -1
H47 H 0.0812 0.2189 0.2923 0.071 Uiso 0.5 1 calc R U P A -1
H48 H 0.0587 0.1477 0.3355 0.071 Uiso 0.5 1 calc R U P A -1
C48 C 0.0231(3) 0.1195(4) 0.2608(4) 0.076(2) Uani 0.5 1 d D U P A -1
H49 H 0.0438 0.1060 0.2280 0.091 Uiso 0.5 1 calc R U P A -1
H50 H 0.0102 0.0587 0.2745 0.091 Uiso 0.5 1 calc R U P A -1
C49 C -0.0341(4) 0.1669(7) 0.2436(3) 0.095(2) Uani 0.5 1 d D U P A -1
H51 H -0.0256 0.2073 0.2133 0.114 Uiso 0.5 1 calc R U P A -1
H52 H -0.0454 0.2078 0.2727 0.114 Uiso 0.5 1 calc R U P A -1
C50 C -0.0881(4) 0.1091(8) 0.2276(4) 0.143(4) Uani 0.5 1 d D U P A -1
H53 H -0.0717 0.0481 0.2172 0.171 Uiso 0.5 1 calc R U P A -1
H54 H -0.1103 0.0983 0.2599 0.171 Uiso 0.5 1 calc R U P A -1
C51 C -0.1343(5) 0.1349(8) 0.1867(4) 0.095(4) Uani 0.5 1 d D U P A -1
H55 H -0.1470 0.1993 0.1920 0.142 Uiso 0.5 1 calc R U P A -1
H56 H -0.1705 0.0942 0.1881 0.142 Uiso 0.5 1 calc R U P A -1
H57 H -0.1172 0.1289 0.1521 0.142 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.370(2) . ?
C1 C5 1.450(2) . ?
C1 C16 1.483(2) . ?
N1 C9 1.290(2) . ?
N1 C3 1.4284(19) . ?
N3 C5 1.362(2) . ?
N3 C20 1.372(2) . ?
N3 H1 0.8800 . ?
N4 C7 1.323(2) . ?
N4 C6 1.407(2) . ?
C33 C25 1.376(3) . ?
C33 C8 1.405(2) . ?
C33 H2 0.9500 . ?
C34 C35 1.391(3) . ?
C34 C15 1.393(3) . ?
C34 H3 0.9500 . ?
C35 C27 1.375(3) . ?
C35 H4 0.9500 . ?
C36 C31 1.378(3) . ?
C36 C23 1.387(2) . ?
C36 H5 0.9500 . ?
C37 C11 1.388(3) . ?
C37 C12 1.400(2) . ?
C37 H6 0.9500 . ?
C38 C27 1.375(3) . ?
C38 C28 1.392(2) . ?
C38 H7 0.9500 . ?
C39 C8 1.499(3) . ?
C39 H8 0.9800 . ?
C39 H9 0.9800 . ?
C39 H10 0.9800 . ?
C40 C30 1.502(3) . ?
C40 H11 0.9800 . ?
C40 H12 0.9800 . ?
C40 H13 0.9800 . ?
C41 C13 1.500(2) . ?
C41 H14 0.9800 . ?
C41 H15 0.9800 . ?
C41 H16 0.9800 . ?
C42 C25 1.518(3) . ?
C42 H17 0.9800 . ?
C42 H18 0.9800 . ?
C42 H19 0.9800 . ?
C43 C12 1.497(3) . ?
C43 H20 0.9800 . ?
C43 H21 0.9800 . ?
C43 H22 0.9800 . ?
C44 C11 1.515(2) . ?
C44 H23 0.9800 . ?
C44 H24 0.9800 . ?
C44 H25 0.9800 . ?
C45 Cl1 1.7537(18) 2 ?
C45 Cl1 1.7537(18) . ?
C45 H42 0.9900 . ?
C45 H43 0.9900 . ?
N2 C9 1.3840(19) . ?
N2 C2 1.399(2) . ?
N2 H40 0.8800 . ?
N5 C7 1.352(2) . ?
N5 C14 1.430(2) . ?
N5 H41 0.8800 . ?
C2 C10 1.448(2) . ?
C3 C12 1.400(2) . ?
C3 C13 1.403(2) . ?
C4 C10 1.339(2) . ?
C4 C9 1.454(2) . ?
C4 H26 0.9500 . ?
C5 C18 1.395(2) . ?
C6 C17 1.379(2) . ?
C6 C21 1.454(2) . ?
C7 C24 1.456(2) . ?
C8 C14 1.394(2) . ?
C10 H27 0.9500 . ?
C11 C22 1.383(3) . ?
C13 C22 1.400(2) . ?
C14 C30 1.398(2) . ?
C15 C28 1.393(3) . ?
C15 C17 1.488(2) . ?
C16 C32 1.392(2) . ?
C16 C23 1.397(2) . ?
C17 C20 1.442(2) . ?
C18 C26 1.396(2) . ?
C18 H28 0.9500 . ?
C19 C25 1.387(3) . ?
C19 C30 1.392(2) . ?
C19 H29 0.9500 . ?
C20 C26 1.395(2) . ?
C21 C24 1.341(2) . ?
C21 H30 0.9500 . ?
C22 H31 0.9500 . ?
C23 H32 0.9500 . ?
C24 H33 0.9500 . ?
C26 H34 0.9500 . ?
C27 H35 0.9500 . ?
C28 H36 0.9500 . ?
C29 C31 1.382(3) . ?
C29 C32 1.390(2) . ?
C29 H37 0.9500 . ?
C31 H38 0.9500 . ?
C32 H39 0.9500 . ?
C46 C47 1.457(7) . ?
C46 H44 0.9800 . ?
C46 H45 0.9800 . ?
C46 H46 0.9800 . ?
C47 C48 1.476(7) . ?
C47 H47 0.9900 . ?
C47 H48 0.9900 . ?
C48 C49 1.450(7) . ?
C48 H49 0.9900 . ?
C48 H50 0.9900 . ?
C49 C50 1.466(9) . ?
C49 H51 0.9900 . ?
C49 H52 0.9900 . ?
C50 C51 1.431(8) . ?
C50 H53 0.9900 . ?
C50 H54 0.9900 . ?
C51 H55 0.9800 . ?
C51 H56 0.9800 . ?
C51 H57 0.9800 . ?

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
C2 C1 C5 123.37(14) . . ?
C2 C1 C16 119.31(13) . . ?
C5 C1 C16 117.31(13) . . ?
C9 N1 C3 116.27(13) . . ?
C5 N3 C20 110.92(13) . . ?
C5 N3 H1 124.5 . . ?
C20 N3 H1 124.5 . . ?
C7 N4 C6 105.58(13) . . ?
C25 C33 C8 122.25(17) . . ?
C25 C33 H2 118.9 . . ?
C8 C33 H2 118.9 . . ?
C35 C34 C15 120.53(19) . . ?
C35 C34 H3 119.7 . . ?
C15 C34 H3 119.7 . . ?
C27 C35 C34 120.5(2) . . ?
C27 C35 H4 119.8 . . ?
C34 C35 H4 119.8 . . ?
C31 C36 C23 119.93(17) . . ?
C31 C36 H5 120.0 . . ?
C23 C36 H5 120.0 . . ?
C11 C37 C12 122.21(16) . . ?
C11 C37 H6 118.9 . . ?
C12 C37 H6 118.9 . . ?
C27 C38 C28 120.4(2) . . ?
C27 C38 H7 119.8 . . ?
C28 C38 H7 119.8 . . ?
C8 C39 H8 109.5 . . ?
C8 C39 H9 109.5 . . ?
H8 C39 H9 109.5 . . ?
C8 C39 H10 109.5 . . ?
H8 C39 H10 109.5 . . ?
H9 C39 H10 109.5 . . ?
C30 C40 H11 109.5 . . ?
C30 C40 H12 109.5 . . ?
H11 C40 H12 109.5 . . ?
C30 C40 H13 109.5 . . ?
H11 C40 H13 109.5 . . ?
H12 C40 H13 109.5 . . ?
C13 C41 H14 109.5 . . ?
C13 C41 H15 109.5 . . ?
H14 C41 H15 109.5 . . ?
C13 C41 H16 109.5 . . ?
H14 C41 H16 109.5 . . ?
H15 C41 H16 109.5 . . ?
C25 C42 H17 109.5 . . ?
C25 C42 H18 109.5 . . ?
H17 C42 H18 109.5 . . ?
C25 C42 H19 109.5 . . ?
H17 C42 H19 109.5 . . ?
H18 C42 H19 109.5 . . ?
C12 C43 H20 109.5 . . ?
C12 C43 H21 109.5 . . ?
H20 C43 H21 109.5 . . ?
C12 C43 H22 109.5 . . ?
H20 C43 H22 109.5 . . ?
H21 C43 H22 109.5 . . ?
C11 C44 H23 109.5 . . ?
C11 C44 H24 109.5 . . ?
H23 C44 H24 109.5 . . ?
C11 C44 H25 109.5 . . ?
H23 C44 H25 109.5 . . ?
H24 C44 H25 109.5 . . ?
Cl1 C45 Cl1 113.29(18) 2 . ?
Cl1 C45 H42 108.9 2 . ?
Cl1 C45 H42 108.9 . . ?
Cl1 C45 H43 108.9 2 . ?
Cl1 C45 H43 108.9 . . ?
H42 C45 H43 107.7 . . ?
C9 N2 C2 111.11(12) . . ?
C9 N2 H40 124.4 . . ?
C2 N2 H40 124.4 . . ?
C7 N5 C14 121.97(13) . . ?
C7 N5 H41 119.0 . . ?
C14 N5 H41 119.0 . . ?
C1 C2 N2 127.46(14) . . ?
C1 C2 C10 127.26(14) . . ?
N2 C2 C10 104.89(12) . . ?
C12 C3 C13 120.23(14) . . ?
C12 C3 N1 118.85(15) . . ?
C13 C3 N1 120.89(14) . . ?
C10 C4 C9 108.84(13) . . ?
C10 C4 H26 125.6 . . ?
C9 C4 H26 125.6 . . ?
N3 C5 C18 106.71(13) . . ?
N3 C5 C1 122.73(13) . . ?
C18 C5 C1 130.41(14) . . ?
C17 C6 N4 124.14(14) . . ?
C17 C6 C21 127.04(14) . . ?
N4 C6 C21 108.81(13) . . ?
N4 C7 N5 122.62(14) . . ?
N4 C7 C24 112.29(13) . . ?
N5 C7 C24 125.09(14) . . ?
C14 C8 C33 117.65(16) . . ?
C14 C8 C39 121.71(16) . . ?
C33 C8 C39 120.65(16) . . ?
N1 C9 N2 122.64(14) . . ?
N1 C9 C4 131.82(14) . . ?
N2 C9 C4 105.50(13) . . ?
C4 C10 C2 109.63(14) . . ?
C4 C10 H27 125.2 . . ?
C2 C10 H27 125.2 . . ?
C22 C11 C37 117.92(15) . . ?
C22 C11 C44 120.97(18) . . ?
C37 C11 C44 121.11(18) . . ?
C37 C12 C3 118.67(16) . . ?
C37 C12 C43 120.51(16) . . ?
C3 C12 C43 120.79(15) . . ?
C22 C13 C3 118.72(16) . . ?
C22 C13 C41 120.36(16) . . ?
C3 C13 C41 120.92(14) . . ?
C8 C14 C30 121.59(15) . . ?
C8 C14 N5 120.06(15) . . ?
C30 C14 N5 118.35(14) . . ?
C28 C15 C34 118.33(16) . . ?
C28 C15 C17 121.28(16) . . ?
C34 C15 C17 120.39(16) . . ?
C32 C16 C23 118.42(15) . . ?
C32 C16 C1 121.57(15) . . ?
C23 C16 C1 120.00(15) . . ?
C6 C17 C20 121.63(14) . . ?
C6 C17 C15 120.85(15) . . ?
C20 C17 C15 117.46(14) . . ?
C5 C18 C26 108.02(14) . . ?
C5 C18 H28 126.0 . . ?
C26 C18 H28 126.0 . . ?
C25 C19 C30 122.09(18) . . ?
C25 C19 H29 119.0 . . ?
C30 C19 H29 119.0 . . ?
N3 C20 C26 106.59(14) . . ?
N3 C20 C17 120.61(14) . . ?
C26 C20 C17 132.30(14) . . ?
C24 C21 C6 107.34(14) . . ?
C24 C21 H30 126.3 . . ?
C6 C21 H30 126.3 . . ?
C11 C22 C13 122.21(17) . . ?
C11 C22 H31 118.9 . . ?
C13 C22 H31 118.9 . . ?
C36 C23 C16 120.83(16) . . ?
C36 C23 H32 119.6 . . ?
C16 C23 H32 119.6 . . ?
C21 C24 C7 105.97(15) . . ?
C21 C24 H33 127.0 . . ?
C7 C24 H33 127.0 . . ?
C33 C25 C19 118.28(16) . . ?
C33 C25 C42 121.1(2) . . ?
C19 C25 C42 120.7(2) . . ?
C20 C26 C18 107.71(13) . . ?
C20 C26 H34 126.1 . . ?
C18 C26 H34 126.1 . . ?
C35 C27 C38 119.69(17) . . ?
C35 C27 H35 120.2 . . ?
C38 C27 H35 120.2 . . ?
C38 C28 C15 120.56(19) . . ?
C38 C28 H36 119.7 . . ?
C15 C28 H36 119.7 . . ?
C31 C29 C32 120.09(17) . . ?
C31 C29 H37 120.0 . . ?
C32 C29 H37 120.0 . . ?
C19 C30 C14 118.07(16) . . ?
C19 C30 C40 121.13(17) . . ?
C14 C30 C40 120.78(16) . . ?
C36 C31 C29 120.11(16) . . ?
C36 C31 H38 119.9 . . ?
C29 C31 H38 119.9 . . ?
C29 C32 C16 120.58(16) . . ?
C29 C32 H39 119.7 . . ?
C16 C32 H39 119.7 . . ?
C47 C46 H44 109.5 . . ?
C47 C46 H45 109.5 . . ?
H44 C46 H45 109.5 . . ?
C47 C46 H46 109.5 . . ?
H44 C46 H46 109.5 . . ?
H45 C46 H46 109.5 . . ?
C46 C47 C48 112.3(7) . . ?
C46 C47 H47 109.1 . . ?
C48 C47 H47 109.1 . . ?
C46 C47 H48 109.1 . . ?
C48 C47 H48 109.1 . . ?
H47 C47 H48 107.9 . . ?
C49 C48 C47 127.4(6) . . ?
C49 C48 H49 105.4 . . ?
C47 C48 H49 105.4 . . ?
C49 C48 H50 105.4 . . ?
C47 C48 H50 105.4 . . ?
H49 C48 H50 106.0 . . ?
C48 C49 C50 117.2(7) . . ?
C48 C49 H51 108.0 . . ?
C50 C49 H51 108.0 . . ?
C48 C49 H52 108.0 . . ?
C50 C49 H52 108.0 . . ?
H51 C49 H52 107.2 . . ?
C51 C50 C49 123.3(10) . . ?
C51 C50 H53 106.5 . . ?
C49 C50 H53 106.5 . . ?
C51 C50 H54 106.5 . . ?
C49 C50 H54 106.5 . . ?
H53 C50 H54 106.5 . . ?
C50 C51 H55 109.5 . . ?
C50 C51 H56 109.5 . . ?
H55 C51 H56 109.5 . . ?
C50 C51 H57 109.5 . . ?
H55 C51 H57 109.5 . . ?
H56 C51 H57 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C34 C35 C27 -0.3(3) . . . . ?
C5 C1 C2 N2 4.1(3) . . . . ?
C16 C1 C2 N2 -176.75(14) . . . . ?
C5 C1 C2 C10 -167.60(15) . . . . ?
C16 C1 C2 C10 11.6(2) . . . . ?
C9 N2 C2 C1 -171.37(15) . . . . ?
C9 N2 C2 C10 1.77(17) . . . . ?
C9 N1 C3 C12 109.32(17) . . . . ?
C9 N1 C3 C13 -72.6(2) . . . . ?
C20 N3 C5 C18 2.43(18) . . . . ?
C20 N3 C5 C1 -173.45(14) . . . . ?
C2 C1 C5 N3 19.0(2) . . . . ?
C16 C1 C5 N3 -160.25(14) . . . . ?
C2 C1 C5 C18 -155.86(17) . . . . ?
C16 C1 C5 C18 24.9(2) . . . . ?
C7 N4 C6 C17 -178.90(16) . . . . ?
C7 N4 C6 C21 1.33(18) . . . . ?
C6 N4 C7 N5 178.25(15) . . . . ?
C6 N4 C7 C24 -1.18(19) . . . . ?
C14 N5 C7 N4 -174.80(15) . . . . ?
C14 N5 C7 C24 4.6(3) . . . . ?
C25 C33 C8 C14 0.3(2) . . . . ?
C25 C33 C8 C39 -179.12(16) . . . . ?
C3 N1 C9 N2 -179.39(14) . . . . ?
C3 N1 C9 C4 -2.1(3) . . . . ?
C2 N2 C9 N1 176.53(15) . . . . ?
C2 N2 C9 C4 -1.39(17) . . . . ?
C10 C4 C9 N1 -177.24(17) . . . . ?
C10 C4 C9 N2 0.40(18) . . . . ?
C9 C4 C10 C2 0.69(18) . . . . ?
C1 C2 C10 C4 171.67(16) . . . . ?
N2 C2 C10 C4 -1.49(18) . . . . ?
C12 C37 C11 C22 -0.8(2) . . . . ?
C12 C37 C11 C44 179.41(16) . . . . ?
C11 C37 C12 C3 0.1(2) . . . . ?
C11 C37 C12 C43 -178.01(16) . . . . ?
C13 C3 C12 C37 1.5(2) . . . . ?
N1 C3 C12 C37 179.61(14) . . . . ?
C13 C3 C12 C43 179.61(15) . . . . ?
N1 C3 C12 C43 -2.3(2) . . . . ?
C12 C3 C13 C22 -2.4(2) . . . . ?
N1 C3 C13 C22 179.60(14) . . . . ?
C12 C3 C13 C41 176.80(15) . . . . ?
N1 C3 C13 C41 -1.2(2) . . . . ?
C33 C8 C14 C30 -2.6(2) . . . . ?
C39 C8 C14 C30 176.81(16) . . . . ?
C33 C8 C14 N5 176.70(14) . . . . ?
C39 C8 C14 N5 -3.8(2) . . . . ?
C7 N5 C14 C8 -71.9(2) . . . . ?
C7 N5 C14 C30 107.47(18) . . . . ?
C35 C34 C15 C28 1.5(3) . . . . ?
C35 C34 C15 C17 -178.48(16) . . . . ?
C2 C1 C16 C32 53.4(2) . . . . ?
C5 C1 C16 C32 -127.37(16) . . . . ?
C2 C1 C16 C23 -125.57(16) . . . . ?
C5 C1 C16 C23 53.7(2) . . . . ?
N4 C6 C17 C20 -1.3(3) . . . . ?
C21 C6 C17 C20 178.43(17) . . . . ?
N4 C6 C17 C15 176.03(16) . . . . ?
C21 C6 C17 C15 -4.2(3) . . . . ?
C28 C15 C17 C6 -50.8(2) . . . . ?
C34 C15 C17 C6 129.21(18) . . . . ?
C28 C15 C17 C20 126.68(18) . . . . ?
C34 C15 C17 C20 -53.3(2) . . . . ?
N3 C5 C18 C26 -1.79(18) . . . . ?
C1 C5 C18 C26 173.66(16) . . . . ?
C5 N3 C20 C26 -2.10(18) . . . . ?
C5 N3 C20 C17 170.68(15) . . . . ?
C6 C17 C20 N3 -8.3(2) . . . . ?
C15 C17 C20 N3 174.28(15) . . . . ?
C6 C17 C20 C26 162.33(18) . . . . ?
C15 C17 C20 C26 -15.1(3) . . . . ?
C17 C6 C21 C24 179.22(18) . . . . ?
N4 C6 C21 C24 -1.0(2) . . . . ?
C37 C11 C22 C13 -0.1(2) . . . . ?
C44 C11 C22 C13 179.71(16) . . . . ?
C3 C13 C22 C11 1.7(2) . . . . ?
C41 C13 C22 C11 -177.51(16) . . . . ?
C31 C36 C23 C16 1.1(2) . . . . ?
C32 C16 C23 C36 -1.7(2) . . . . ?
C1 C16 C23 C36 177.26(14) . . . . ?
C6 C21 C24 C7 0.3(2) . . . . ?
N4 C7 C24 C21 0.6(2) . . . . ?
N5 C7 C24 C21 -178.84(17) . . . . ?
C8 C33 C25 C19 1.8(3) . . . . ?
C8 C33 C25 C42 -177.56(16) . . . . ?
C30 C19 C25 C33 -1.7(3) . . . . ?
C30 C19 C25 C42 177.66(16) . . . . ?
N3 C20 C26 C18 0.91(18) . . . . ?
C17 C20 C26 C18 -170.68(17) . . . . ?
C5 C18 C26 C20 0.54(19) . . . . ?
C34 C35 C27 C38 -0.5(3) . . . . ?
C28 C38 C27 C35 0.0(3) . . . . ?
C27 C38 C28 C15 1.2(3) . . . . ?
C34 C15 C28 C38 -1.9(3) . . . . ?
C17 C15 C28 C38 178.02(16) . . . . ?
C25 C19 C30 C14 -0.5(3) . . . . ?
C25 C19 C30 C40 -179.21(16) . . . . ?
C8 C14 C30 C19 2.7(2) . . . . ?
N5 C14 C30 C19 -176.62(14) . . . . ?
C8 C14 C30 C40 -178.56(15) . . . . ?
N5 C14 C30 C40 2.1(2) . . . . ?
C23 C36 C31 C29 0.4(3) . . . . ?
C32 C29 C31 C36 -1.2(3) . . . . ?
C31 C29 C32 C16 0.5(2) . . . . ?
C23 C16 C32 C29 0.9(2) . . . . ?
C1 C16 C32 C29 -178.04(14) . . . . ?
C46 C47 C48 C49 -164.4(6) . . . . ?
C47 C48 C49 C50 -150.4(8) . . . . ?
C48 C49 C50 C51 -146.7(10) . . . . ?

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170429um
_database_code_depnum_ccdc_archive 'CCDC 1849992'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(1-naphthylanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(1-naphthylanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H33 N5, 2(C3 H6 O)'
_chemical_formula_sum            'C52 H45 N5 O2'
_chemical_formula_weight         771.93

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'

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

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

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

_cell_length_a                   11.495(4)
_cell_length_b                   11.813(4)
_cell_length_c                   16.576(7)
_cell_angle_alpha                90.499(9)
_cell_angle_beta                 110.070(12)
_cell_angle_gamma                105.303(9)
_cell_volume                     2026.9(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1431
_cell_measurement_theta_min      28.9
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.610
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            26327
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         6.562
_diffrn_reflns_theta_max         68.235
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             7129
_reflns_number_gt                5569
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0600P)²+0.6125P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7129
_refine_ls_number_parameters     536
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1017
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.72077(15) 0.69719(13) 0.29579(10) 0.0225(3) Uani 1 1 d . . . . .
C2 C 0.77674(16) 0.61270(14) 0.34767(11) 0.0256(4) Uani 1 1 d . . . . .
H1 H 0.8652 0.6141 0.3695 0.031 Uiso 1 1 calc R U . . .
C3 C 0.67740(16) 0.53240(14) 0.35828(11) 0.0245(4) Uani 1 1 d . . . . .
H2 H 0.6817 0.4651 0.3889 0.029 Uiso 1 1 calc R U . . .
C4 C 0.56178(15) 0.56843(13) 0.31374(11) 0.0225(3) Uani 1 1 d . . . . .
C5 C 0.43907(15) 0.51291(13) 0.31102(10) 0.0217(3) Uani 1 1 d . . . . .
C6 C 0.32863(15) 0.55529(13) 0.27093(10) 0.0211(3) Uani 1 1 d . . . . .
C7 C 0.19893(15) 0.50104(13) 0.25824(11) 0.0234(4) Uani 1 1 d . . . . .
H3 H 0.1661 0.4290 0.2785 0.028 Uiso 1 1 calc R U . . .
C8 C 0.12656(15) 0.57144(13) 0.21060(11) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.0353 0.5553 0.1920 0.027 Uiso 1 1 calc R U . . .
C9 C 0.21092(15) 0.66998(13) 0.19473(10) 0.0213(3) Uani 1 1 d . . . . .
C10 C 0.17925(15) 0.76656(13) 0.14736(10) 0.0213(3) Uani 1 1 d . . . . .
C11 C 0.26523(15) 0.87520(13) 0.15423(11) 0.0213(3) Uani 1 1 d . . . . .
C12 C 0.23922(16) 0.97146(14) 0.10311(11) 0.0250(4) Uani 1 1 d . . . . .
H5 H 0.1596 0.9718 0.0599 0.030 Uiso 1 1 calc R U . . .
C13 C 0.34931(16) 1.05931(14) 0.12890(11) 0.0258(4) Uani 1 1 d . . . . .
H6 H 0.3638 1.1340 0.1074 0.031 Uiso 1 1 calc R U . . .
C14 C 0.44203(15) 1.01723(13) 0.19641(11) 0.0213(3) Uani 1 1 d . . . . .
C15 C 0.41936(15) 0.40217(13) 0.35354(11) 0.0215(3) Uani 1 1 d . . . . .
C16 C 0.44578(16) 0.30299(14) 0.32568(11) 0.0248(4) Uani 1 1 d . . . . .
H7 H 0.4674 0.3029 0.2753 0.030 Uiso 1 1 calc R U . . .
C17 C 0.44064(16) 0.20493(13) 0.37090(11) 0.0270(4) Uani 1 1 d . . . . .
H8 H 0.4584 0.1379 0.3512 0.032 Uiso 1 1 calc R U . . .
C18 C 0.40974(16) 0.20408(14) 0.44460(11) 0.0264(4) Uani 1 1 d . . . . .
H9 H 0.4095 0.1379 0.4768 0.032 Uiso 1 1 calc R U . . .
C19 C 0.37908(16) 0.30058(14) 0.47124(11) 0.0267(4) Uani 1 1 d . . . . .
H10 H 0.3556 0.2996 0.5209 0.032 Uiso 1 1 calc R U . . .
C20 C 0.38276(15) 0.39807(13) 0.42552(11) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.3600 0.4631 0.4435 0.029 Uiso 1 1 calc R U . . .
C21 C 0.04303(15) 0.74202(13) 0.08655(11) 0.0217(3) Uani 1 1 d . . . . .
C22 C -0.00778(16) 0.64926(13) 0.02032(11) 0.0236(4) Uani 1 1 d . . . . .
H12 H 0.0444 0.6011 0.0153 0.028 Uiso 1 1 calc R U . . .
C23 C -0.13259(16) 0.62631(14) -0.03805(11) 0.0263(4) Uani 1 1 d . . . . .
H13 H -0.1654 0.5634 -0.0832 0.032 Uiso 1 1 calc R U . . .
C24 C -0.21013(16) 0.69529(14) -0.03073(11) 0.0265(4) Uani 1 1 d . . . . .
H14 H -0.2963 0.6793 -0.0705 0.032 Uiso 1 1 calc R U . . .
C25 C -0.16153(16) 0.78720(14) 0.03461(11) 0.0271(4) Uani 1 1 d . . . . .
H15 H -0.2144 0.8345 0.0397 0.033 Uiso 1 1 calc R U . . .
C26 C -0.03587(16) 0.81061(14) 0.09283(11) 0.0256(4) Uani 1 1 d . . . . .
H16 H -0.0032 0.8741 0.1375 0.031 Uiso 1 1 calc R U . . .
C27 C 0.76051(15) 0.86992(13) 0.21325(11) 0.0224(3) Uani 1 1 d . . . . .
C28 C 0.63713(16) 0.84897(15) 0.15433(11) 0.0261(4) Uani 1 1 d . . . . .
H17 H 0.5715 0.7813 0.1557 0.031 Uiso 1 1 calc R U . . .
C29 C 0.60759(17) 0.92705(16) 0.09215(12) 0.0306(4) Uani 1 1 d . . . . .
H18 H 0.5215 0.9125 0.0525 0.037 Uiso 1 1 calc R U . . .
C30 C 0.70066(17) 1.02350(15) 0.08783(12) 0.0303(4) Uani 1 1 d . . . . .
H19 H 0.6792 1.0743 0.0444 0.036 Uiso 1 1 calc R U . . .
C31 C 0.82834(17) 1.04843(14) 0.14715(11) 0.0262(4) Uani 1 1 d . . . . .
C32 C 0.92878(19) 1.14528(15) 0.14203(13) 0.0335(4) Uani 1 1 d . . . . .
H20 H 0.9097 1.1942 0.0970 0.040 Uiso 1 1 calc R U . . .
C33 C 1.05077(19) 1.16940(15) 0.19968(13) 0.0368(5) Uani 1 1 d . . . . .
H21 H 1.1168 1.2330 0.1937 0.044 Uiso 1 1 calc R U . . .
C34 C 1.07998(18) 1.10031(15) 0.26846(12) 0.0345(4) Uani 1 1 d . . . . .
H22 H 1.1648 1.1200 0.3106 0.041 Uiso 1 1 calc R U . . .
C35 C 0.98674(17) 1.00477(14) 0.27497(11) 0.0284(4) Uani 1 1 d . . . . .
H23 H 1.0080 0.9586 0.3216 0.034 Uiso 1 1 calc R U . . .
C36 C 0.85959(16) 0.97373(13) 0.21358(11) 0.0233(4) Uani 1 1 d . . . . .
C37 C 0.66304(15) 1.07392(13) 0.31058(11) 0.0224(3) Uani 1 1 d . . . . .
C38 C 0.64978(16) 0.97216(14) 0.35078(11) 0.0256(4) Uani 1 1 d . . . . .
H24 H 0.5722 0.9094 0.3283 0.031 Uiso 1 1 calc R U . . .
C39 C 0.74988(17) 0.96090(15) 0.42442(12) 0.0292(4) Uani 1 1 d . . . . .
H25 H 0.7393 0.8900 0.4512 0.035 Uiso 1 1 calc R U . . .
C40 C 0.86240(17) 1.04914(15) 0.45879(12) 0.0300(4) Uani 1 1 d . . . . .
H26 H 0.9279 1.0405 0.5100 0.036 Uiso 1 1 calc R U . . .
C41 C 0.88155(16) 1.15356(14) 0.41813(11) 0.0266(4) Uani 1 1 d . . . . .
C42 C 1.00042(17) 1.24335(16) 0.45018(13) 0.0344(4) Uani 1 1 d . . . . .
H27 H 1.0679 1.2331 0.4996 0.041 Uiso 1 1 calc R U . . .
C43 C 1.01967(18) 1.34429(16) 0.41136(14) 0.0391(5) Uani 1 1 d . . . . .
H28 H 1.1004 1.4033 0.4333 0.047 Uiso 1 1 calc R U . . .
C44 C 0.92052(18) 1.36083(16) 0.33931(14) 0.0377(5) Uani 1 1 d . . . . .
H29 H 0.9337 1.4320 0.3131 0.045 Uiso 1 1 calc R U . . .
C45 C 0.80429(17) 1.27542(14) 0.30603(12) 0.0309(4) Uani 1 1 d . . . . .
H30 H 0.7380 1.2884 0.2570 0.037 Uiso 1 1 calc R U . . .
C46 C 0.78130(15) 1.16830(13) 0.34338(11) 0.0239(4) Uani 1 1 d . . . . .
C47 C 0.6935(3) 0.3586(2) 0.0359(3) 0.1192(15) Uani 1 1 d . U . . .
H49 H 0.7865 0.3957 0.0640 0.179 Uiso 1 1 calc R U . . .
H50 H 0.6614 0.3913 -0.0189 0.179 Uiso 1 1 calc R U . . .
H51 H 0.6772 0.2732 0.0247 0.179 Uiso 1 1 calc R U . . .
C48 C 0.6251(2) 0.3824(2) 0.09375(17) 0.0592(7) Uani 1 1 d . U . . .
C49 C 0.6329(5) 0.5061(2) 0.1120(2) 0.1260(17) Uani 1 1 d . U . . .
H52 H 0.5724 0.5106 0.1407 0.189 Uiso 1 1 calc R U . . .
H53 H 0.6107 0.5420 0.0577 0.189 Uiso 1 1 calc R U . . .
H54 H 0.7210 0.5485 0.1498 0.189 Uiso 1 1 calc R U . . .
C50 C 0.21929(18) 0.68079(16) 0.45180(13) 0.0369(4) Uani 1 1 d . . . . .
H40 H 0.1450 0.6239 0.4588 0.055 Uiso 1 1 calc R U . . .
H41 H 0.2781 0.7231 0.5082 0.055 Uiso 1 1 calc R U . . .
H42 H 0.2648 0.6388 0.4275 0.055 Uiso 1 1 calc R U . . .
C51 C 0.17358(16) 0.76696(14) 0.39230(11) 0.0276(4) Uani 1 1 d . . . . .
C52 C 0.27536(19) 0.86851(17) 0.38196(14) 0.0390(5) Uani 1 1 d . . . . .
H43 H 0.2343 0.9187 0.3416 0.058 Uiso 1 1 calc R U . . .
H44 H 0.3312 0.8386 0.3593 0.058 Uiso 1 1 calc R U . . .
H45 H 0.3273 0.9148 0.4382 0.058 Uiso 1 1 calc R U . . .
N1 N 0.33307(12) 0.65846(11) 0.23274(9) 0.0219(3) Uani 1 1 d . . . . .
H46 H 0.4042 0.7098 0.2327 0.026 Uiso 1 1 calc R U . . .
N2 N 0.59464(13) 0.67217(11) 0.27617(9) 0.0228(3) Uani 1 1 d . . . . .
N3 N 0.39388(12) 0.90847(11) 0.21175(9) 0.0223(3) Uani 1 1 d . . . . .
N4 N 0.79681(13) 0.78983(11) 0.27217(9) 0.0236(3) Uani 1 1 d . . . . .
H47 H 0.8805 0.8011 0.2974 0.028 Uiso 1 1 calc R U . . .
N5 N 0.56418(12) 1.08954(11) 0.23808(9) 0.0225(3) Uani 1 1 d . . . . .
H48 H 0.5834 1.1561 0.2157 0.027 Uiso 1 1 calc R U . . .
O1 O 0.05927(12) 0.75457(11) 0.35428(9) 0.0367(3) Uani 1 1 d . . . . .
O2 O 0.56467(15) 0.30503(15) 0.12302(14) 0.0804(6) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.321(2) . ?
C1 N4 1.361(2) . ?
C1 C2 1.457(2) . ?
C2 C3 1.343(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.457(2) . ?
C3 H2 0.9500 . ?
C4 C5 1.375(2) . ?
C4 N2 1.401(2) . ?
C5 C6 1.437(2) . ?
C5 C15 1.493(2) . ?
C6 N1 1.375(2) . ?
C6 C7 1.398(2) . ?
C7 C8 1.390(2) . ?
C7 H3 0.9500 . ?
C8 C9 1.396(2) . ?
C8 H4 0.9500 . ?
C9 N1 1.372(2) . ?
C9 C10 1.446(2) . ?
C10 C11 1.374(2) . ?
C10 C21 1.491(2) . ?
C11 N3 1.403(2) . ?
C11 C12 1.457(2) . ?
C12 C13 1.338(2) . ?
C12 H5 0.9500 . ?
C13 C14 1.451(2) . ?
C13 H6 0.9500 . ?
C14 N3 1.322(2) . ?
C14 N5 1.367(2) . ?
C15 C20 1.392(2) . ?
C15 C16 1.397(2) . ?
C16 C17 1.384(2) . ?
C16 H7 0.9500 . ?
C17 C18 1.384(2) . ?
C17 H8 0.9500 . ?
C18 C19 1.389(2) . ?
C18 H9 0.9500 . ?
C19 C20 1.383(2) . ?
C19 H10 0.9500 . ?
C20 H11 0.9500 . ?
C21 C26 1.393(2) . ?
C21 C22 1.396(2) . ?
C22 C23 1.380(2) . ?
C22 H12 0.9500 . ?
C23 C24 1.389(2) . ?
C23 H13 0.9500 . ?
C24 C25 1.381(2) . ?
C24 H14 0.9500 . ?
C25 C26 1.386(2) . ?
C25 H15 0.9500 . ?
C26 H16 0.9500 . ?
C27 C28 1.373(2) . ?
C27 N4 1.403(2) . ?
C27 C36 1.435(2) . ?
C28 C29 1.404(2) . ?
C28 H17 0.9500 . ?
C29 C30 1.363(3) . ?
C29 H18 0.9500 . ?
C30 C31 1.409(3) . ?
C30 H19 0.9500 . ?
C31 C32 1.422(2) . ?
C31 C36 1.426(2) . ?
C32 C33 1.351(3) . ?
C32 H20 0.9500 . ?
C33 C34 1.406(3) . ?
C33 H21 0.9500 . ?
C34 C35 1.370(2) . ?
C34 H22 0.9500 . ?
C35 C36 1.413(3) . ?
C35 H23 0.9500 . ?
C37 C38 1.378(2) . ?
C37 N5 1.395(2) . ?
C37 C46 1.438(2) . ?
C38 C39 1.397(3) . ?
C38 H24 0.9500 . ?
C39 C40 1.362(3) . ?
C39 H25 0.9500 . ?
C40 C41 1.413(2) . ?
C40 H26 0.9500 . ?
C41 C42 1.415(2) . ?
C41 C46 1.422(2) . ?
C42 C43 1.363(3) . ?
C42 H27 0.9500 . ?
C43 C44 1.397(3) . ?
C43 H28 0.9500 . ?
C44 C45 1.371(3) . ?
C44 H29 0.9500 . ?
C45 C46 1.416(2) . ?
C45 H30 0.9500 . ?
C47 C48 1.499(4) . ?
C47 H49 0.9800 . ?
C47 H50 0.9800 . ?
C47 H51 0.9800 . ?
C48 O2 1.207(3) . ?
C48 C49 1.462(4) . ?
C49 H52 0.9800 . ?
C49 H53 0.9800 . ?
C49 H54 0.9800 . ?
C50 C51 1.493(3) . ?
C50 H40 0.9800 . ?
C50 H41 0.9800 . ?
C50 H42 0.9800 . ?
C51 O1 1.214(2) . ?
C51 C52 1.496(2) . ?
C52 H43 0.9800 . ?
C52 H44 0.9800 . ?
C52 H45 0.9800 . ?
N1 H46 0.8800 . ?
N4 H47 0.8800 . ?
N5 H48 0.8800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N4 126.60(15) . . ?
N2 C1 C2 112.94(14) . . ?
N4 C1 C2 120.46(14) . . ?
C3 C2 C1 105.72(14) . . ?
C3 C2 H1 127.1 . . ?
C1 C2 H1 127.1 . . ?
C2 C3 C4 106.75(14) . . ?
C2 C3 H2 126.6 . . ?
C4 C3 H2 126.6 . . ?
C5 C4 N2 124.31(14) . . ?
C5 C4 C3 125.94(15) . . ?
N2 C4 C3 109.71(13) . . ?
C4 C5 C6 124.32(14) . . ?
C4 C5 C15 117.91(14) . . ?
C6 C5 C15 117.76(13) . . ?
N1 C6 C7 106.84(14) . . ?
N1 C6 C5 124.28(14) . . ?
C7 C6 C5 128.80(14) . . ?
C8 C7 C6 107.76(14) . . ?
C8 C7 H3 126.1 . . ?
C6 C7 H3 126.1 . . ?
C7 C8 C9 108.30(14) . . ?
C7 C8 H4 125.9 . . ?
C9 C8 H4 125.9 . . ?
N1 C9 C8 106.73(13) . . ?
N1 C9 C10 125.34(14) . . ?
C8 C9 C10 127.93(14) . . ?
C11 C10 C9 124.64(15) . . ?
C11 C10 C21 119.66(14) . . ?
C9 C10 C21 115.69(13) . . ?
C10 C11 N3 124.03(14) . . ?
C10 C11 C12 126.10(15) . . ?
N3 C11 C12 109.86(13) . . ?
C13 C12 C11 106.60(15) . . ?
C13 C12 H5 126.7 . . ?
C11 C12 H5 126.7 . . ?
C12 C13 C14 105.99(14) . . ?
C12 C13 H6 127.0 . . ?
C14 C13 H6 127.0 . . ?
N3 C14 N5 126.82(15) . . ?
N3 C14 C13 113.18(14) . . ?
N5 C14 C13 119.99(14) . . ?
C20 C15 C16 118.47(14) . . ?
C20 C15 C5 120.67(13) . . ?
C16 C15 C5 120.72(14) . . ?
C17 C16 C15 120.55(15) . . ?
C17 C16 H7 119.7 . . ?
C15 C16 H7 119.7 . . ?
C18 C17 C16 120.35(14) . . ?
C18 C17 H8 119.8 . . ?
C16 C17 H8 119.8 . . ?
C17 C18 C19 119.58(15) . . ?
C17 C18 H9 120.2 . . ?
C19 C18 H9 120.2 . . ?
C20 C19 C18 120.06(15) . . ?
C20 C19 H10 120.0 . . ?
C18 C19 H10 120.0 . . ?
C19 C20 C15 120.89(14) . . ?
C19 C20 H11 119.6 . . ?
C15 C20 H11 119.6 . . ?
C26 C21 C22 118.30(15) . . ?
C26 C21 C10 121.81(14) . . ?
C22 C21 C10 119.88(13) . . ?
C23 C22 C21 121.07(14) . . ?
C23 C22 H12 119.5 . . ?
C21 C22 H12 119.5 . . ?
C22 C23 C24 119.91(15) . . ?
C22 C23 H13 120.0 . . ?
C24 C23 H13 120.0 . . ?
C25 C24 C23 119.78(16) . . ?
C25 C24 H14 120.1 . . ?
C23 C24 H14 120.1 . . ?
C24 C25 C26 120.23(14) . . ?
C24 C25 H15 119.9 . . ?
C26 C25 H15 119.9 . . ?
C25 C26 C21 120.71(15) . . ?
C25 C26 H16 119.6 . . ?
C21 C26 H16 119.6 . . ?
C28 C27 N4 122.29(15) . . ?
C28 C27 C36 120.35(15) . . ?
N4 C27 C36 117.29(15) . . ?
C27 C28 C29 120.32(16) . . ?
C27 C28 H17 119.8 . . ?
C29 C28 H17 119.8 . . ?
C30 C29 C28 120.95(17) . . ?
C30 C29 H18 119.5 . . ?
C28 C29 H18 119.5 . . ?
C29 C30 C31 120.56(16) . . ?
C29 C30 H19 119.7 . . ?
C31 C30 H19 119.7 . . ?
C30 C31 C32 121.92(16) . . ?
C30 C31 C36 119.63(15) . . ?
C32 C31 C36 118.44(16) . . ?
C33 C32 C31 121.61(17) . . ?
C33 C32 H20 119.2 . . ?
C31 C32 H20 119.2 . . ?
C32 C33 C34 120.00(17) . . ?
C32 C33 H21 120.0 . . ?
C34 C33 H21 120.0 . . ?
C35 C34 C33 120.32(18) . . ?
C35 C34 H22 119.8 . . ?
C33 C34 H22 119.8 . . ?
C34 C35 C36 121.16(17) . . ?
C34 C35 H23 119.4 . . ?
C36 C35 H23 119.4 . . ?
C35 C36 C31 118.27(15) . . ?
C35 C36 C27 123.71(15) . . ?
C31 C36 C27 118.01(15) . . ?
C38 C37 N5 122.01(15) . . ?
C38 C37 C46 120.03(16) . . ?
N5 C37 C46 117.96(14) . . ?
C37 C38 C39 120.32(16) . . ?
C37 C38 H24 119.8 . . ?
C39 C38 H24 119.8 . . ?
C40 C39 C38 121.59(16) . . ?
C40 C39 H25 119.2 . . ?
C38 C39 H25 119.2 . . ?
C39 C40 C41 119.94(17) . . ?
C39 C40 H26 120.0 . . ?
C41 C40 H26 120.0 . . ?
C40 C41 C42 120.71(17) . . ?
C40 C41 C46 119.92(15) . . ?
C42 C41 C46 119.37(16) . . ?
C43 C42 C41 121.08(18) . . ?
C43 C42 H27 119.5 . . ?
C41 C42 H27 119.5 . . ?
C42 C43 C44 119.92(17) . . ?
C42 C43 H28 120.0 . . ?
C44 C43 H28 120.0 . . ?
C45 C44 C43 120.67(18) . . ?
C45 C44 H29 119.7 . . ?
C43 C44 H29 119.7 . . ?
C44 C45 C46 121.18(18) . . ?
C44 C45 H30 119.4 . . ?
C46 C45 H30 119.4 . . ?
C45 C46 C41 117.76(15) . . ?
C45 C46 C37 124.09(16) . . ?
C41 C46 C37 118.16(15) . . ?
C48 C47 H49 109.5 . . ?
C48 C47 H50 109.5 . . ?
H49 C47 H50 109.5 . . ?
C48 C47 H51 109.5 . . ?
H49 C47 H51 109.5 . . ?
H50 C47 H51 109.5 . . ?
O2 C48 C49 121.0(3) . . ?
O2 C48 C47 122.9(2) . . ?
C49 C48 C47 116.1(2) . . ?
C48 C49 H52 109.5 . . ?
C48 C49 H53 109.5 . . ?
H52 C49 H53 109.5 . . ?
C48 C49 H54 109.5 . . ?
H52 C49 H54 109.5 . . ?
H53 C49 H54 109.5 . . ?
C51 C50 H40 109.5 . . ?
C51 C50 H41 109.5 . . ?
H40 C50 H41 109.5 . . ?
C51 C50 H42 109.5 . . ?
H40 C50 H42 109.5 . . ?
H41 C50 H42 109.5 . . ?
O1 C51 C50 121.30(16) . . ?
O1 C51 C52 121.97(17) . . ?
C50 C51 C52 116.73(16) . . ?
C51 C52 H43 109.5 . . ?
C51 C52 H44 109.5 . . ?
H43 C52 H44 109.5 . . ?
C51 C52 H45 109.5 . . ?
H43 C52 H45 109.5 . . ?
H44 C52 H45 109.5 . . ?
C9 N1 C6 110.35(12) . . ?
C9 N1 H46 124.8 . . ?
C6 N1 H46 124.8 . . ?
C1 N2 C4 104.86(13) . . ?
C14 N3 C11 104.36(13) . . ?
C1 N4 C27 129.13(14) . . ?
C1 N4 H47 115.4 . . ?
C27 N4 H47 115.4 . . ?
C14 N5 C37 129.92(13) . . ?
C14 N5 H48 115.0 . . ?
C37 N5 H48 115.0 . . ?

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 C1 C2 C3 0.79(19) . . . . ?
N4 C1 C2 C3 -178.91(14) . . . . ?
C1 C2 C3 C4 -0.49(18) . . . . ?
C2 C3 C4 C5 -177.59(16) . . . . ?
C2 C3 C4 N2 0.10(18) . . . . ?
N2 C4 C5 C6 -1.5(3) . . . . ?
C3 C4 C5 C6 175.91(15) . . . . ?
N2 C4 C5 C15 179.44(14) . . . . ?
C3 C4 C5 C15 -3.2(2) . . . . ?
C4 C5 C6 N1 -2.1(2) . . . . ?
C15 C5 C6 N1 177.02(14) . . . . ?
C4 C5 C6 C7 174.06(16) . . . . ?
C15 C5 C6 C7 -6.8(2) . . . . ?
N1 C6 C7 C8 1.35(18) . . . . ?
C5 C6 C7 C8 -175.31(15) . . . . ?
C6 C7 C8 C9 -0.84(18) . . . . ?
C7 C8 C9 N1 -0.01(17) . . . . ?
C7 C8 C9 C10 179.62(15) . . . . ?
N1 C9 C10 C11 -20.0(2) . . . . ?
C8 C9 C10 C11 160.48(16) . . . . ?
N1 C9 C10 C21 159.13(14) . . . . ?
C8 C9 C10 C21 -20.4(2) . . . . ?
C9 C10 C11 N3 -3.4(2) . . . . ?
C21 C10 C11 N3 177.50(13) . . . . ?
C9 C10 C11 C12 175.28(14) . . . . ?
C21 C10 C11 C12 -3.8(2) . . . . ?
C10 C11 C12 C13 -178.46(15) . . . . ?
N3 C11 C12 C13 0.41(17) . . . . ?
C11 C12 C13 C14 -0.64(17) . . . . ?
C12 C13 C14 N3 0.72(18) . . . . ?
C12 C13 C14 N5 -177.90(14) . . . . ?
C4 C5 C15 C20 114.43(17) . . . . ?
C6 C5 C15 C20 -64.7(2) . . . . ?
C4 C5 C15 C16 -61.2(2) . . . . ?
C6 C5 C15 C16 119.69(17) . . . . ?
C20 C15 C16 C17 -2.6(2) . . . . ?
C5 C15 C16 C17 173.09(15) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 C19 2.4(3) . . . . ?
C17 C18 C19 C20 -1.7(3) . . . . ?
C18 C19 C20 C15 -1.2(3) . . . . ?
C16 C15 C20 C19 3.3(2) . . . . ?
C5 C15 C20 C19 -172.35(15) . . . . ?
C11 C10 C21 C26 -58.0(2) . . . . ?
C9 C10 C21 C26 122.85(16) . . . . ?
C11 C10 C21 C22 120.98(16) . . . . ?
C9 C10 C21 C22 -58.16(19) . . . . ?
C26 C21 C22 C23 0.5(2) . . . . ?
C10 C21 C22 C23 -178.50(14) . . . . ?
C21 C22 C23 C24 -0.7(2) . . . . ?
C22 C23 C24 C25 0.5(2) . . . . ?
C23 C24 C25 C26 -0.1(3) . . . . ?
C24 C25 C26 C21 -0.1(3) . . . . ?
C22 C21 C26 C25 -0.1(2) . . . . ?
C10 C21 C26 C25 178.91(15) . . . . ?
N4 C27 C28 C29 -174.98(14) . . . . ?
C36 C27 C28 C29 1.9(2) . . . . ?
C27 C28 C29 C30 1.3(2) . . . . ?
C28 C29 C30 C31 -1.4(2) . . . . ?
C29 C30 C31 C32 177.17(15) . . . . ?
C29 C30 C31 C36 -1.6(2) . . . . ?
C30 C31 C32 C33 179.31(16) . . . . ?
C36 C31 C32 C33 -1.9(2) . . . . ?
C31 C32 C33 C34 -2.1(3) . . . . ?
C32 C33 C34 C35 3.3(3) . . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C34 C35 C36 C31 -3.6(2) . . . . ?
C34 C35 C36 C27 175.17(15) . . . . ?
C30 C31 C36 C35 -176.52(14) . . . . ?
C32 C31 C36 C35 4.7(2) . . . . ?
C30 C31 C36 C27 4.6(2) . . . . ?
C32 C31 C36 C27 -174.16(14) . . . . ?
C28 C27 C36 C35 176.39(14) . . . . ?
N4 C27 C36 C35 -6.5(2) . . . . ?
C28 C27 C36 C31 -4.8(2) . . . . ?
N4 C27 C36 C31 172.23(13) . . . . ?
N5 C37 C38 C39 -178.54(14) . . . . ?
C46 C37 C38 C39 1.2(2) . . . . ?
C37 C38 C39 C40 0.3(2) . . . . ?
C38 C39 C40 C41 -2.1(2) . . . . ?
C39 C40 C41 C42 -176.52(15) . . . . ?
C39 C40 C41 C46 2.5(2) . . . . ?
C40 C41 C42 C43 -179.99(16) . . . . ?
C46 C41 C42 C43 1.0(2) . . . . ?
C41 C42 C43 C44 0.7(3) . . . . ?
C42 C43 C44 C45 -1.2(3) . . . . ?
C43 C44 C45 C46 -0.1(3) . . . . ?
C44 C45 C46 C41 1.7(2) . . . . ?
C44 C45 C46 C37 -178.42(15) . . . . ?
C40 C41 C46 C45 178.79(14) . . . . ?
C42 C41 C46 C45 -2.2(2) . . . . ?
C40 C41 C46 C37 -1.1(2) . . . . ?
C42 C41 C46 C37 177.99(14) . . . . ?
C38 C37 C46 C45 179.37(15) . . . . ?
N5 C37 C46 C45 -0.9(2) . . . . ?
C38 C37 C46 C41 -0.8(2) . . . . ?
N5 C37 C46 C41 178.98(13) . . . . ?
C8 C9 N1 C6 0.88(17) . . . . ?
C10 C9 N1 C6 -178.76(14) . . . . ?
C7 C6 N1 C9 -1.40(17) . . . . ?
C5 C6 N1 C9 175.46(14) . . . . ?
N4 C1 N2 C4 178.98(15) . . . . ?
C2 C1 N2 C4 -0.71(17) . . . . ?
C5 C4 N2 C1 178.12(15) . . . . ?
C3 C4 N2 C1 0.38(17) . . . . ?
N5 C14 N3 C11 178.07(14) . . . . ?
C13 C14 N3 C11 -0.45(16) . . . . ?
C10 C11 N3 C14 178.93(14) . . . . ?
C12 C11 N3 C14 0.04(16) . . . . ?
N2 C1 N4 C27 -9.7(3) . . . . ?
C2 C1 N4 C27 169.95(14) . . . . ?
C28 C27 N4 C1 -15.6(2) . . . . ?
C36 C27 N4 C1 167.36(14) . . . . ?
N3 C14 N5 C37 -6.9(2) . . . . ?
C13 C14 N5 C37 171.48(14) . . . . ?
C38 C37 N5 C14 2.7(2) . . . . ?
C46 C37 N5 C14 -177.05(14) . . . . ?

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
C2 H1 O1 0.95 2.50 3.201(2) 131.0 1_655
C13 H6 O2 0.95 2.57 3.308(2) 134.9 1_565
C28 H17 N2 0.95 2.36 2.982(2) 122.4 .
C38 H24 N3 0.95 2.28 2.946(2) 126.4 .
N1 H46 N2 0.88 2.22 2.800(2) 122.8 .
N1 H46 N3 0.88 2.40 2.903(2) 116.3 .
N4 H47 O1 0.88 2.16 2.997(2) 157.6 1_655
N5 H48 O2 0.88 2.35 3.194(2) 160.8 1_565
C2 H1 O1 0.95 2.50 3.201(2) 131.0 1_655
C13 H6 O2 0.95 2.57 3.308(2) 134.9 1_565

_refine_diff_density_max         0.687
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_180608umetani
_database_code_depnum_ccdc_archive 'CCDC 1849996'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(m-bis(trifluoromethyl)phenyl)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(m-bis(trifluoromethyl)phenyl)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C42 H25 F12 N5), C H2 Cl'
_chemical_formula_sum            'C85 H52 Cl2 F24 N10'
_chemical_formula_weight         1740.29

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'
F F 0.0727 0.0534 '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      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                   12.9577(2)
_cell_length_b                   14.3835(2)
_cell_length_c                   20.7824(5)
_cell_angle_alpha                88.275(2)
_cell_angle_beta                 83.194(2)
_cell_angle_gamma                84.9550(10)
_cell_volume                     3830.41(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    27249
_cell_measurement_theta_min      2.1410
_cell_measurement_theta_max      73.6380

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             1764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.767
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79189
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            46609
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.141
_diffrn_reflns_theta_max         62.996
_diffrn_reflns_theta_full        62.996
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             12042
_reflns_number_gt                10226
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1000P)²+115.0955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12042
_refine_ls_number_parameters     1183
_refine_ls_number_restraints     408
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_gt           0.1391
_refine_ls_wR_factor_ref         0.4053
_refine_ls_wR_factor_gt          0.4020
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.005
_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
F1 F 1.2959(5) -0.0955(5) -0.5606(4) 0.052(2) Uani 1 1 d . . . . .
F2 F 1.3785(6) -0.2222(5) -0.5953(3) 0.0424(17) Uani 1 1 d . . . . .
F3 F 1.3587(5) -0.1965(5) -0.4940(3) 0.0413(17) Uani 1 1 d . . . . .
F4 F 1.7485(7) -0.1068(6) -0.4484(3) 0.059(2) Uani 1 1 d . . . . .
F5 F 1.7439(7) -0.2354(5) -0.4938(5) 0.062(2) Uani 1 1 d . . . . .
F6 F 1.8347(5) -0.1316(6) -0.5402(4) 0.061(2) Uani 1 1 d . . . . .
F7 F 1.0801(5) 0.0494(6) -0.9380(4) 0.057(2) Uani 1 1 d . . . . .
F8 F 1.1476(6) 0.0629(6) -1.0354(4) 0.056(2) Uani 1 1 d . . . . .
F9 F 1.1131(6) -0.0712(5) -0.9974(4) 0.055(2) Uani 1 1 d . . . . .
F10 F 1.4654(7) -0.2402(5) -0.9930(3) 0.056(2) Uani 1 1 d . . . . .
F11 F 1.4288(7) -0.2532(5) -0.8906(4) 0.052(2) Uani 1 1 d . . . . .
F12 F 1.5662(6) -0.1921(5) -0.9292(5) 0.058(2) Uani 1 1 d . . . . .
F13 F 1.6568(5) 0.5364(5) -0.6044(4) 0.0433(17) Uani 1 1 d . . . . .
F14 F 1.5604(6) 0.6507(5) -0.6417(3) 0.0466(18) Uani 1 1 d . . . . .
F15 F 1.5656(6) 0.6322(5) -0.5383(3) 0.0413(17) Uani 1 1 d . . . . .
F19 F 2.0481(6) 0.3432(7) -0.9634(4) 0.067(3) Uani 1 1 d . . . . .
F20 F 1.9995(6) 0.2595(5) -1.0375(4) 0.061(2) Uani 1 1 d . . . . .
F21 F 2.0142(6) 0.4048(5) -1.0540(3) 0.053(2) Uani 1 1 d . . . . .
N1 N 1.5807(6) 0.0958(6) -0.6449(4) 0.0218(18) Uani 1 1 d . . . . .
H1 H 1.5201 0.1160 -0.6575 0.026 Uiso 1 1 calc R U . . .
N2 N 1.6391(6) 0.2323(5) -0.6918(4) 0.0201(17) Uani 1 1 d . . . . .
N3 N 1.5733(6) 0.3824(5) -0.7729(4) 0.0187(17) Uani 1 1 d . . . . .
H2 H 1.5606 0.3232 -0.7713 0.022 Uiso 1 1 calc R U . . .
N4 N 1.4436(6) 0.2817(5) -0.8451(4) 0.0182(17) Uani 1 1 d . . . . .
N5 N 1.4313(7) 0.1329(6) -0.8811(4) 0.0249(19) Uani 1 1 d . . . . .
H3 H 1.4970 0.1218 -0.8742 0.030 Uiso 1 1 calc R U . . .
N6 N 1.4204(7) 0.3032(6) -0.6538(4) 0.0229(18) Uani 1 1 d . . . . .
H4 H 1.4861 0.2826 -0.6640 0.028 Uiso 1 1 calc R U . . .
N7 N 1.3804(6) 0.1623(5) -0.6916(4) 0.0202(17) Uani 1 1 d . . . . .
N8 N 1.4759(6) 0.0025(5) -0.7586(4) 0.0188(17) Uani 1 1 d . . . . .
H5 H 1.4900 0.0614 -0.7623 0.023 Uiso 1 1 calc R U . . .
C1 C 1.6612(8) 0.1488(7) -0.6664(5) 0.022(2) Uani 1 1 d . . . . .
C2 C 1.7731(8) 0.1253(7) -0.6655(5) 0.025(2) Uani 1 1 d . . . . .
H6 H 1.8069 0.0685 -0.6511 0.030 Uiso 1 1 calc R U . . .
C3 C 1.8179(8) 0.2026(7) -0.6899(5) 0.025(2) Uani 1 1 d . . . . .
H7 H 1.8903 0.2111 -0.6944 0.030 Uiso 1 1 calc R U . . .
C4 C 1.7367(8) 0.2693(7) -0.7076(5) 0.023(2) Uani 1 1 d . . . . .
C5 C 1.7482(7) 0.3564(6) -0.7356(4) 0.0155(19) Uani 1 1 d . . . . .
C6 C 1.6646(7) 0.4151(6) -0.7594(4) 0.0169(19) Uani 1 1 d . . . . .
C7 C 1.6558(8) 0.5110(7) -0.7704(5) 0.021(2) Uani 1 1 d . . . . .
H8 H 1.7084 0.5522 -0.7673 0.025 Uiso 1 1 calc R U . . .
C8 C 1.5550(8) 0.5358(7) -0.7867(5) 0.023(2) Uani 1 1 d . . . . .
H9 H 1.5261 0.5975 -0.7947 0.027 Uiso 1 1 calc R U . . .
N9 N 1.6366(6) 0.0919(5) -0.8362(4) 0.0194(17) Uani 1 1 d . . . . .
C9 C 1.5046(7) 0.4549(7) -0.7893(5) 0.020(2) Uani 1 1 d . . . . .
N10 N 1.6649(6) 0.2380(5) -0.8820(4) 0.0202(17) Uani 1 1 d . . . . .
H10 H 1.5968 0.2505 -0.8750 0.024 Uiso 1 1 calc R U . . .
C10 C 1.4018(7) 0.4415(6) -0.8055(4) 0.0160(19) Uani 1 1 d . . . . .
C11 C 1.3733(7) 0.3600(6) -0.8275(5) 0.018(2) Uani 1 1 d . . . . .
C12 C 1.2683(7) 0.3391(6) -0.8354(5) 0.0175(19) Uani 1 1 d . . . . .
H11 H 1.2067 0.3800 -0.8276 0.021 Uiso 1 1 calc R U . . .
C13 C 1.2747(8) 0.2496(7) -0.8561(5) 0.022(2) Uani 1 1 d . . . . .
H12 H 1.2190 0.2149 -0.8648 0.026 Uiso 1 1 calc R U . . .
C14 C 1.3853(7) 0.2186(6) -0.8620(5) 0.019(2) Uani 1 1 d . . . . .
C15 C 1.3482(8) 0.2494(6) -0.6727(5) 0.020(2) Uani 1 1 d . . . . .
C16 C 1.2382(8) 0.2735(7) -0.6766(5) 0.023(2) Uani 1 1 d . . . . .
H13 H 1.1995 0.3318 -0.6676 0.027 Uiso 1 1 calc R U . . .
C17 C 1.2034(8) 0.1956(7) -0.6958(5) 0.020(2) Uani 1 1 d . . . . .
H14 H 1.1331 0.1880 -0.7018 0.024 Uiso 1 1 calc R U . . .
C18 C 1.2888(7) 0.1247(7) -0.7060(5) 0.019(2) Uani 1 1 d . . . . .
C19 C 1.2856(7) 0.0340(7) -0.7252(5) 0.021(2) Uani 1 1 d . . . . .
C20 C 1.3781(7) -0.0278(6) -0.7426(5) 0.0168(19) Uani 1 1 d . . . . .
C21 C 1.3891(8) -0.1260(7) -0.7449(5) 0.024(2) Uani 1 1 d . . . . .
H15 H 1.3342 -0.1661 -0.7381 0.029 Uiso 1 1 calc R U . . .
C22 C 1.4943(8) -0.1535(7) -0.7587(5) 0.025(2) Uani 1 1 d . . . . .
H16 H 1.5249 -0.2160 -0.7615 0.031 Uiso 1 1 calc R U . . .
C23 C 1.5478(8) -0.0725(6) -0.7678(5) 0.020(2) Uani 1 1 d . . . . .
C24 C 1.6582(8) -0.0637(7) -0.7853(5) 0.021(2) Uani 1 1 d . . . . .
C25 C 1.6972(8) 0.0148(7) -0.8128(5) 0.020(2) Uani 1 1 d . . . . .
C26 C 1.8059(8) 0.0364(7) -0.8209(5) 0.022(2) Uani 1 1 d . . . . .
H17 H 1.8637 -0.0034 -0.8094 0.026 Uiso 1 1 calc R U . . .
C27 C 1.8099(8) 0.1234(7) -0.8477(5) 0.024(2) Uani 1 1 d . . . . .
H18 H 1.8701 0.1566 -0.8584 0.029 Uiso 1 1 calc R U . . .
C28 C 1.7037(7) 0.1549(7) -0.8566(4) 0.018(2) Uani 1 1 d . . . . .
C29 C 1.5799(8) 0.0153(6) -0.6065(5) 0.019(2) Uani 1 1 d . . . . .
C30 C 1.4857(8) -0.0296(7) -0.5979(5) 0.021(2) Uani 1 1 d . . . . .
H19 H 1.4276 -0.0046 -0.6186 0.025 Uiso 1 1 calc R U . . .
C31 C 1.4784(8) -0.1081(7) -0.5601(5) 0.025(2) Uani 1 1 d . . . . .
C32 C 1.5625(8) -0.1490(7) -0.5292(5) 0.024(2) Uani 1 1 d . . . . .
H20 H 1.5570 -0.2044 -0.5035 0.029 Uiso 1 1 calc R U . . .
C33 C 1.6537(8) -0.1045(7) -0.5379(5) 0.024(2) Uani 1 1 d . . . . .
C34 C 1.6637(7) -0.0234(7) -0.5741(5) 0.022(2) Uani 1 1 d . . . . .
H21 H 1.7268 0.0063 -0.5773 0.027 Uiso 1 1 calc R U . . .
C35 C 1.3789(9) -0.1554(8) -0.5529(5) 0.031(2) Uani 1 1 d . . . . .
C36 C 1.7446(9) -0.1445(7) -0.5046(5) 0.025(2) Uani 1 1 d . . . . .
C37 C 1.8493(8) 0.3969(7) -0.7382(5) 0.022(2) Uani 1 1 d . . . . .
C38 C 1.8977(8) 0.4037(7) -0.6823(5) 0.024(2) Uani 1 1 d . . . . .
H22 H 1.8654 0.3811 -0.6421 0.029 Uiso 1 1 calc R U . . .
C39 C 1.9917(8) 0.4428(7) -0.6841(5) 0.027(2) Uani 1 1 d . . . . .
H23 H 2.0226 0.4482 -0.6454 0.033 Uiso 1 1 calc R U . . .
C40 C 2.0410(8) 0.4742(7) -0.7431(6) 0.026(2) Uani 1 1 d . . . . .
H24 H 2.1062 0.5003 -0.7450 0.031 Uiso 1 1 calc R U . . .
C41 C 1.9926(8) 0.4667(7) -0.7996(6) 0.027(2) Uani 1 1 d . . . . .
H25 H 2.0252 0.4882 -0.8400 0.032 Uiso 1 1 calc R U . . .
C42 C 1.9004(8) 0.4294(7) -0.7971(5) 0.024(2) Uani 1 1 d . . . . .
H26 H 1.8692 0.4249 -0.8359 0.029 Uiso 1 1 calc R U . . .
C43 C 1.3270(7) 0.5252(6) -0.7966(5) 0.020(2) Uani 1 1 d . . . . .
C44 C 1.3115(8) 0.5716(7) -0.7384(5) 0.026(2) Uani 1 1 d . . . . .
H27 H 1.3503 0.5504 -0.7040 0.031 Uiso 1 1 calc R U . . .
C45 C 1.2384(9) 0.6504(7) -0.7297(6) 0.031(3) Uani 1 1 d . . . . .
H28 H 1.2281 0.6812 -0.6894 0.037 Uiso 1 1 calc R U . . .
C46 C 1.1827(9) 0.6825(8) -0.7786(7) 0.041(3) Uani 1 1 d . . . . .
H29 H 1.1328 0.7349 -0.7720 0.049 Uiso 1 1 calc R U . . .
C47 C 1.1986(9) 0.6392(8) -0.8375(6) 0.035(3) Uani 1 1 d . . . . .
H30 H 1.1611 0.6628 -0.8719 0.043 Uiso 1 1 calc R U . . .
C48 C 1.2693(8) 0.5610(7) -0.8468(5) 0.026(2) Uani 1 1 d . . . . .
H31 H 1.2789 0.5312 -0.8875 0.032 Uiso 1 1 calc R U . . .
C49 C 1.3892(8) 0.0598(7) -0.9103(5) 0.022(2) Uani 1 1 d . . . . .
C50 C 1.2969(8) 0.0714(7) -0.9373(5) 0.024(2) Uani 1 1 d . . . . .
H32 H 1.2614 0.1318 -0.9400 0.029 Uiso 1 1 calc R U . . .
C51 C 1.2552(8) -0.0059(7) -0.9608(5) 0.023(2) Uani 1 1 d . . . . .
C52 C 1.3100(9) -0.0934(7) -0.9606(5) 0.029(2) Uani 1 1 d . . . . .
H33 H 1.2815 -0.1459 -0.9760 0.034 Uiso 1 1 calc R U . . .
C53 C 1.4076(9) -0.1035(7) -0.9374(5) 0.027(2) Uani 1 1 d . . . . .
C54 C 1.4468(8) -0.0270(7) -0.9114(5) 0.023(2) Uani 1 1 d . . . . .
H34 H 1.5122 -0.0340 -0.8946 0.028 Uiso 1 1 calc R U . . .
C55 C 1.1498(10) 0.0077(8) -0.9831(5) 0.033(3) Uani 1 1 d . . . . .
C56 C 1.4663(9) -0.1962(7) -0.9378(5) 0.029(2) Uani 1 1 d . . . . .
C57 C 1.4032(8) 0.3869(6) -0.6206(5) 0.021(2) Uani 1 1 d . . . . .
C58 C 1.4874(8) 0.4419(7) -0.6209(5) 0.023(2) Uani 1 1 d . . . . .
H35 H 1.5535 0.4216 -0.6430 0.028 Uiso 1 1 calc R U . . .
C59 C 1.4742(9) 0.5250(7) -0.5891(5) 0.027(2) Uani 1 1 d . . . . .
C60 C 1.3795(10) 0.5577(8) -0.5554(5) 0.034(3) Uani 1 1 d . . . . .
H36 H 1.3715 0.6156 -0.5337 0.041 Uiso 1 1 calc R U . . .
C61 C 1.2969(9) 0.5021(7) -0.5548(5) 0.028(2) Uani 1 1 d . . . . .
C62 C 1.3072(8) 0.4171(7) -0.5856(5) 0.025(2) Uani 1 1 d . . . . .
H37 H 1.2499 0.3797 -0.5831 0.029 Uiso 1 1 calc R U . . .
C63 C 1.5643(10) 0.5852(8) -0.5933(5) 0.034(3) Uani 1 1 d . . . . .
C64 C 1.1940(10) 0.5368(10) -0.5202(7) 0.048(3) Uani 1 1 d . U . . .
C65 C 1.1834(7) -0.0051(7) -0.7263(5) 0.021(2) Uani 1 1 d . . . . .
C66 C 1.1145(8) -0.0070(7) -0.6695(5) 0.028(2) Uani 1 1 d . . . . .
H38 H 1.1314 0.0199 -0.6313 0.033 Uiso 1 1 calc R U . . .
C67 C 1.0214(9) -0.0480(8) -0.6687(6) 0.035(3) Uani 1 1 d . . . . .
H39 H 0.9749 -0.0503 -0.6299 0.042 Uiso 1 1 calc R U . . .
C68 C 0.9967(8) -0.0858(7) -0.7254(6) 0.030(3) Uani 1 1 d . . . . .
H40 H 0.9333 -0.1144 -0.7250 0.036 Uiso 1 1 calc R U . . .
C69 C 1.0640(9) -0.0821(7) -0.7825(6) 0.030(3) Uani 1 1 d . . . . .
H41 H 1.0456 -0.1057 -0.8214 0.036 Uiso 1 1 calc R U . . .
C70 C 1.1577(8) -0.0436(7) -0.7820(5) 0.026(2) Uani 1 1 d . . . . .
H42 H 1.2054 -0.0435 -0.8204 0.031 Uiso 1 1 calc R U . . .
C71 C 1.7198(8) -0.1884(7) -0.7086(5) 0.022(2) Uani 1 1 d . . . . .
H43 H 1.6685 -0.1625 -0.6761 0.027 Uiso 1 1 calc R U . . .
C72 C 1.7856(8) -0.2666(7) -0.6934(5) 0.027(2) Uani 1 1 d . . . . .
H44 H 1.7801 -0.2930 -0.6508 0.032 Uiso 1 1 calc R U . . .
C73 C 1.8588(9) -0.3047(8) -0.7415(6) 0.032(3) Uani 1 1 d . . . . .
H45 H 1.9030 -0.3584 -0.7319 0.038 Uiso 1 1 calc R U . . .
C74 C 1.8684(9) -0.2661(8) -0.8026(6) 0.034(3) Uani 1 1 d . . . . .
H46 H 1.9189 -0.2932 -0.8351 0.040 Uiso 1 1 calc R U . . .
C75 C 1.8046(9) -0.1874(7) -0.8176(5) 0.028(2) Uani 1 1 d . . . . .
H47 H 1.8130 -0.1605 -0.8600 0.034 Uiso 1 1 calc R U . . .
C76 C 1.7283(8) -0.1475(6) -0.7709(5) 0.021(2) Uani 1 1 d . . . . .
C77 C 1.7207(8) 0.3057(7) -0.9178(5) 0.023(2) Uani 1 1 d . . . . .
C78 C 1.8209(8) 0.2888(7) -0.9469(5) 0.024(2) Uani 1 1 d . . . . .
H48 H 1.8560 0.2282 -0.9447 0.029 Uiso 1 1 calc R U . . .
C79 C 1.8714(9) 0.3616(7) -0.9801(5) 0.027(2) Uani 1 1 d . . . . .
C80 C 1.8194(10) 0.4486(8) -0.9854(6) 0.036(3) Uani 1 1 d . . . . .
H49 H 1.8536 0.4980 -1.0077 0.043 Uiso 1 1 calc R U . . .
C81 C 1.7179(10) 0.4634(7) -0.9582(5) 0.034(3) Uani 1 1 d . . . . .
C82 C 1.6676(10) 0.3941(8) -0.9249(5) 0.031(3) Uani 1 1 d . . . . .
H50 H 1.5970 0.4057 -0.9066 0.038 Uiso 1 1 calc R U . . .
C83 C 1.9809(10) 0.3421(9) -1.0086(6) 0.039(3) Uani 1 1 d . . . . .
C84 C 1.6632(15) 0.5591(10) -0.9638(7) 0.057(4) Uani 1 1 d . U . . .
F22 F 1.695(3) 0.6028(13) -1.0181(10) 0.066(7) Uani 0.63(6) 1 d . U P A 1
F23 F 1.703(2) 0.6160(14) -0.9172(12) 0.049(5) Uani 0.63(6) 1 d . U P A 1
F24 F 1.568(3) 0.564(3) -0.950(2) 0.058(7) Uani 0.63(6) 1 d . U P A 1
F25 F 1.644(4) 0.583(3) -1.0275(15) 0.059(9) Uani 0.37(6) 1 d . U P A 2
F26 F 1.684(4) 0.624(4) -0.939(3) 0.071(9) Uani 0.37(6) 1 d . U P A 2
F27 F 1.549(6) 0.557(5) -0.937(3) 0.047(10) Uani 0.37(6) 1 d . U P A 2
F16 F 1.186(5) 0.606(7) -0.484(4) 0.056(7) Uani 0.52(6) 1 d . U P B 3
F17 F 1.165(2) 0.466(3) -0.4704(16) 0.056(7) Uani 0.52(6) 1 d . U P B 3
F18 F 1.1161(18) 0.537(3) -0.5550(15) 0.067(7) Uani 0.52(6) 1 d . U P B 3
F28 F 1.141(3) 0.471(3) -0.494(2) 0.066(8) Uani 0.48(6) 1 d . U P B 4
F29 F 1.136(2) 0.584(3) -0.5643(13) 0.065(7) Uani 0.48(6) 1 d . U P B 4
F30 F 1.206(5) 0.601(7) -0.478(4) 0.056(7) Uani 0.48(6) 1 d . U P B 4
C85 C 1.117(4) -0.244(8) -0.4845(17) 0.073(3) Uani 0.1753(14) 1 d D U P C 5
H51 H 1.1429 -0.3101 -0.4765 0.087 Uiso 0.1753(14) 1 calc R U P C 5
H52 H 1.1710 -0.2031 -0.4756 0.087 Uiso 0.1753(14) 1 calc R U P C 5
Cl1 Cl 0.997(4) -0.215(3) -0.437(3) 0.062(6) Uani 0.1753(14) 1 d D U P C 5
Cl2 Cl 1.085(2) -0.2268(19) -0.5647(12) 0.070(4) Uani 0.1753(14) 1 d D U P C 5
C86 C 1.078(2) -0.1902(13) -0.4937(13) 0.073(3) Uani 0.701(6) 1 d D U P C 6
H53 H 1.1499 -0.2170 -0.4884 0.087 Uiso 0.701(6) 1 calc R U P C 6
H54 H 1.0628 -0.2045 -0.5377 0.087 Uiso 0.701(6) 1 calc R U P C 6
Cl3 Cl 1.0678(5) -0.0681(5) -0.4829(3) 0.0718(16) Uani 0.701(6) 1 d D U P C 6
Cl4 Cl 0.9869(8) -0.2384(7) -0.4340(6) 0.060(2) Uani 0.701(6) 1 d D U P C 6
Cl5 Cl 1.021(3) -0.276(3) -0.5864(18) 0.078(7) Uani 0.124(7) 1 d D U P C 7
Cl6 Cl 1.090(3) -0.170(3) -0.4789(18) 0.072(5) Uani 0.124(7) 1 d D U P C 7
C87 C 1.099(12) -0.191(10) -0.563(2) 0.0718(16) Uani 0.124(7) 1 d D U P C 7
H55 H 1.0807 -0.1316 -0.5854 0.086 Uiso 0.124(7) 1 calc R U P C 7
H56 H 1.1732 -0.2109 -0.5784 0.086 Uiso 0.124(7) 1 calc R U P C 7


_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
F1 C35 1.339(13) . ?
F2 C35 1.323(13) . ?
F3 C35 1.351(12) . ?
F4 C36 1.311(13) . ?
F5 C36 1.321(12) . ?
F6 C36 1.331(13) . ?
F7 C55 1.339(14) . ?
F8 C55 1.327(14) . ?
F9 C55 1.323(13) . ?
F10 C56 1.328(12) . ?
F11 C56 1.333(13) . ?
F12 C56 1.334(14) . ?
F13 C63 1.332(14) . ?
F14 C63 1.360(13) . ?
F15 C63 1.347(12) . ?
F19 C83 1.355(15) . ?
F20 C83 1.338(15) . ?
F21 C83 1.346(13) . ?
N1 C1 1.370(13) . ?
N1 C29 1.386(12) . ?
N1 H1 0.8800 . ?
N2 C1 1.319(13) . ?
N2 C4 1.414(12) . ?
N3 C9 1.372(12) . ?
N3 C6 1.373(12) . ?
N3 H2 0.8800 . ?
N4 C14 1.312(12) . ?
N4 C11 1.413(12) . ?
N5 C14 1.370(13) . ?
N5 C49 1.411(13) . ?
N5 H3 0.8800 . ?
N6 C15 1.364(13) . ?
N6 C57 1.393(13) . ?
N6 H4 0.8800 . ?
N7 C15 1.341(12) . ?
N7 C18 1.415(12) . ?
N8 C23 1.365(13) . ?
N8 C20 1.377(12) . ?
N8 H5 0.8800 . ?
C1 C2 1.461(14) . ?
C2 C3 1.356(15) . ?
C2 H6 0.9500 . ?
C3 C4 1.434(14) . ?
C3 H7 0.9500 . ?
C4 C5 1.377(14) . ?
C5 C6 1.439(13) . ?
C5 C37 1.475(13) . ?
C6 C7 1.389(13) . ?
C7 C8 1.401(14) . ?
C7 H8 0.9500 . ?
C8 C9 1.390(14) . ?
C8 H9 0.9500 . ?
N9 C28 1.335(12) . ?
N9 C25 1.410(12) . ?
C9 C10 1.444(13) . ?
N10 C28 1.371(12) . ?
N10 C77 1.407(13) . ?
N10 H10 0.8800 . ?
C10 C11 1.367(13) . ?
C10 C43 1.479(13) . ?
C11 C12 1.448(13) . ?
C12 C13 1.363(14) . ?
C12 H11 0.9500 . ?
C13 C14 1.455(14) . ?
C13 H12 0.9500 . ?
C15 C16 1.448(14) . ?
C16 C17 1.333(14) . ?
C16 H13 0.9500 . ?
C17 C18 1.438(14) . ?
C17 H14 0.9500 . ?
C18 C19 1.380(14) . ?
C19 C20 1.445(14) . ?
C19 C65 1.486(13) . ?
C20 C21 1.409(13) . ?
C21 C22 1.385(15) . ?
C21 H15 0.9500 . ?
C22 C23 1.403(14) . ?
C22 H16 0.9500 . ?
C23 C24 1.450(14) . ?
C24 C25 1.359(14) . ?
C24 C76 1.489(14) . ?
C25 C26 1.459(14) . ?
C26 C27 1.358(14) . ?
C26 H17 0.9500 . ?
C27 C28 1.442(14) . ?
C27 H18 0.9500 . ?
C29 C34 1.410(14) . ?
C29 C30 1.420(14) . ?
C30 C31 1.360(14) . ?
C30 H19 0.9500 . ?
C31 C32 1.406(15) . ?
C31 C35 1.500(15) . ?
C32 C33 1.383(15) . ?
C32 H20 0.9500 . ?
C33 C34 1.376(14) . ?
C33 C36 1.499(14) . ?
C34 H21 0.9500 . ?
C37 C38 1.395(14) . ?
C37 C42 1.407(14) . ?
C38 C39 1.381(14) . ?
C38 H22 0.9500 . ?
C39 C40 1.395(15) . ?
C39 H23 0.9500 . ?
C40 C41 1.408(16) . ?
C40 H24 0.9500 . ?
C41 C42 1.346(15) . ?
C41 H25 0.9500 . ?
C42 H26 0.9500 . ?
C43 C44 1.385(15) . ?
C43 C48 1.414(14) . ?
C44 C45 1.412(14) . ?
C44 H27 0.9500 . ?
C45 C46 1.361(18) . ?
C45 H28 0.9500 . ?
C46 C47 1.376(18) . ?
C46 H29 0.9500 . ?
C47 C48 1.389(15) . ?
C47 H30 0.9500 . ?
C48 H31 0.9500 . ?
C49 C50 1.375(14) . ?
C49 C54 1.395(14) . ?
C50 C51 1.403(14) . ?
C50 H32 0.9500 . ?
C51 C52 1.390(15) . ?
C51 C55 1.489(15) . ?
C52 C53 1.399(16) . ?
C52 H33 0.9500 . ?
C53 C54 1.401(14) . ?
C53 C56 1.475(14) . ?
C54 H34 0.9500 . ?
C57 C62 1.405(14) . ?
C57 C58 1.403(14) . ?
C58 C59 1.371(14) . ?
C58 H35 0.9500 . ?
C59 C60 1.390(16) . ?
C59 C63 1.506(15) . ?
C60 C61 1.390(16) . ?
C60 H36 0.9500 . ?
C61 C62 1.386(14) . ?
C61 C64 1.490(16) . ?
C62 H37 0.9500 . ?
C64 F16 1.26(9) . ?
C64 F28 1.29(4) . ?
C64 F18 1.31(3) . ?
C64 F30 1.33(10) . ?
C64 F29 1.38(3) . ?
C64 F17 1.47(4) . ?
C65 C70 1.386(15) . ?
C65 C66 1.394(14) . ?
C66 C67 1.387(15) . ?
C66 H38 0.9500 . ?
C67 C68 1.395(17) . ?
C67 H39 0.9500 . ?
C68 C69 1.389(17) . ?
C68 H40 0.9500 . ?
C69 C70 1.380(15) . ?
C69 H41 0.9500 . ?
C70 H42 0.9500 . ?
C71 C76 1.403(14) . ?
C71 C72 1.403(14) . ?
C71 H43 0.9500 . ?
C72 C73 1.384(16) . ?
C72 H44 0.9500 . ?
C73 C74 1.367(16) . ?
C73 H45 0.9500 . ?
C74 C75 1.392(15) . ?
C74 H46 0.9500 . ?
C75 C76 1.397(15) . ?
C75 H47 0.9500 . ?
C77 C78 1.371(15) . ?
C77 C82 1.404(14) . ?
C78 C79 1.403(14) . ?
C78 H48 0.9500 . ?
C79 C80 1.375(16) . ?
C79 C83 1.477(17) . ?
C80 C81 1.370(17) . ?
C80 H49 0.9500 . ?
C81 C82 1.365(16) . ?
C81 C84 1.500(18) . ?
C82 H50 0.9500 . ?
C84 F26 1.15(6) . ?
C84 F24 1.22(5) . ?
C84 F22 1.32(2) . ?
C84 F25 1.40(4) . ?
C84 F23 1.46(3) . ?
C84 F27 1.52(7) . ?
C85 Cl1 1.77(2) . ?
C85 Cl2 1.77(2) . ?
C85 H51 0.9900 . ?
C85 H52 0.9900 . ?
C86 Cl3 1.770(18) . ?
C86 Cl4 1.779(18) . ?
C86 H53 0.9900 . ?
C86 H54 0.9900 . ?
Cl5 C87 1.77(2) . ?
Cl6 C87 1.77(2) . ?
C87 H55 0.9900 . ?
C87 H56 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
C1 N1 C29 130.1(8) . . ?
C1 N1 H1 114.9 . . ?
C29 N1 H1 114.9 . . ?
C1 N2 C4 105.0(8) . . ?
C9 N3 C6 110.5(8) . . ?
C9 N3 H2 124.7 . . ?
C6 N3 H2 124.7 . . ?
C14 N4 C11 105.1(8) . . ?
C14 N5 C49 129.7(9) . . ?
C14 N5 H3 115.2 . . ?
C49 N5 H3 115.2 . . ?
C15 N6 C57 128.1(9) . . ?
C15 N6 H4 115.9 . . ?
C57 N6 H4 115.9 . . ?
C15 N7 C18 104.3(8) . . ?
C23 N8 C20 109.6(8) . . ?
C23 N8 H5 125.2 . . ?
C20 N8 H5 125.2 . . ?
N2 C1 N1 118.6(9) . . ?
N2 C1 C2 113.0(9) . . ?
N1 C1 C2 128.4(9) . . ?
C3 C2 C1 104.7(9) . . ?
C3 C2 H6 127.7 . . ?
C1 C2 H6 127.7 . . ?
C2 C3 C4 108.0(9) . . ?
C2 C3 H7 126.0 . . ?
C4 C3 H7 126.0 . . ?
C5 C4 N2 123.6(9) . . ?
C5 C4 C3 127.1(9) . . ?
N2 C4 C3 109.3(9) . . ?
C4 C5 C6 124.0(8) . . ?
C4 C5 C37 119.7(8) . . ?
C6 C5 C37 116.2(8) . . ?
N3 C6 C7 107.1(8) . . ?
N3 C6 C5 123.4(8) . . ?
C7 C6 C5 129.5(8) . . ?
C6 C7 C8 107.4(8) . . ?
C6 C7 H8 126.3 . . ?
C8 C7 H8 126.3 . . ?
C9 C8 C7 108.4(9) . . ?
C9 C8 H9 125.8 . . ?
C7 C8 H9 125.8 . . ?
C28 N9 C25 105.8(8) . . ?
N3 C9 C8 106.5(8) . . ?
N3 C9 C10 122.9(9) . . ?
C8 C9 C10 130.6(9) . . ?
C28 N10 C77 127.9(8) . . ?
C28 N10 H10 116.1 . . ?
C77 N10 H10 116.1 . . ?
C11 C10 C9 124.4(9) . . ?
C11 C10 C43 121.5(8) . . ?
C9 C10 C43 114.0(8) . . ?
C10 C11 N4 124.4(8) . . ?
C10 C11 C12 126.2(9) . . ?
N4 C11 C12 109.4(8) . . ?
C13 C12 C11 107.0(8) . . ?
C13 C12 H11 126.5 . . ?
C11 C12 H11 126.5 . . ?
C12 C13 C14 105.1(8) . . ?
C12 C13 H12 127.5 . . ?
C14 C13 H12 127.5 . . ?
N4 C14 N5 119.2(9) . . ?
N4 C14 C13 113.5(9) . . ?
N5 C14 C13 127.3(9) . . ?
N7 C15 N6 117.9(9) . . ?
N7 C15 C16 113.2(9) . . ?
N6 C15 C16 128.9(9) . . ?
C17 C16 C15 104.5(9) . . ?
C17 C16 H13 127.7 . . ?
C15 C16 H13 127.7 . . ?
C16 C17 C18 109.5(9) . . ?
C16 C17 H14 125.3 . . ?
C18 C17 H14 125.3 . . ?
C19 C18 N7 123.9(9) . . ?
C19 C18 C17 127.7(9) . . ?
N7 C18 C17 108.3(8) . . ?
C18 C19 C20 123.1(8) . . ?
C18 C19 C65 119.9(9) . . ?
C20 C19 C65 117.0(8) . . ?
N8 C20 C21 107.1(8) . . ?
N8 C20 C19 123.6(8) . . ?
C21 C20 C19 129.2(9) . . ?
C22 C21 C20 107.7(9) . . ?
C22 C21 H15 126.2 . . ?
C20 C21 H15 126.2 . . ?
C21 C22 C23 107.7(9) . . ?
C21 C22 H16 126.1 . . ?
C23 C22 H16 126.1 . . ?
N8 C23 C22 107.8(9) . . ?
N8 C23 C24 123.0(8) . . ?
C22 C23 C24 129.2(9) . . ?
C25 C24 C23 123.5(9) . . ?
C25 C24 C76 121.2(9) . . ?
C23 C24 C76 115.3(8) . . ?
C24 C25 N9 124.8(9) . . ?
C24 C25 C26 127.0(9) . . ?
N9 C25 C26 108.1(8) . . ?
C27 C26 C25 107.8(9) . . ?
C27 C26 H17 126.1 . . ?
C25 C26 H17 126.1 . . ?
C26 C27 C28 105.5(9) . . ?
C26 C27 H18 127.2 . . ?
C28 C27 H18 127.2 . . ?
N9 C28 N10 118.1(8) . . ?
N9 C28 C27 112.7(8) . . ?
N10 C28 C27 129.2(9) . . ?
N1 C29 C34 125.1(9) . . ?
N1 C29 C30 116.9(9) . . ?
C34 C29 C30 117.9(9) . . ?
C31 C30 C29 120.3(9) . . ?
C31 C30 H19 119.8 . . ?
C29 C30 H19 119.8 . . ?
C30 C31 C32 122.3(9) . . ?
C30 C31 C35 119.3(9) . . ?
C32 C31 C35 118.4(9) . . ?
C33 C32 C31 116.8(9) . . ?
C33 C32 H20 121.6 . . ?
C31 C32 H20 121.6 . . ?
C34 C33 C32 123.0(9) . . ?
C34 C33 C36 118.4(9) . . ?
C32 C33 C36 118.6(9) . . ?
C33 C34 C29 119.7(9) . . ?
C33 C34 H21 120.2 . . ?
C29 C34 H21 120.2 . . ?
F2 C35 F1 106.3(9) . . ?
F2 C35 F3 105.6(8) . . ?
F1 C35 F3 106.1(9) . . ?
F2 C35 C31 113.4(9) . . ?
F1 C35 C31 112.1(9) . . ?
F3 C35 C31 112.8(9) . . ?
F4 C36 F5 106.6(9) . . ?
F4 C36 F6 106.5(9) . . ?
F5 C36 F6 106.3(10) . . ?
F4 C36 C33 113.0(9) . . ?
F5 C36 C33 112.7(8) . . ?
F6 C36 C33 111.3(8) . . ?
C38 C37 C42 117.8(9) . . ?
C38 C37 C5 120.8(9) . . ?
C42 C37 C5 121.3(9) . . ?
C39 C38 C37 121.3(10) . . ?
C39 C38 H22 119.4 . . ?
C37 C38 H22 119.4 . . ?
C38 C39 C40 119.9(10) . . ?
C38 C39 H23 120.1 . . ?
C40 C39 H23 120.1 . . ?
C39 C40 C41 118.9(9) . . ?
C39 C40 H24 120.6 . . ?
C41 C40 H24 120.6 . . ?
C42 C41 C40 120.7(10) . . ?
C42 C41 H25 119.7 . . ?
C40 C41 H25 119.7 . . ?
C41 C42 C37 121.5(10) . . ?
C41 C42 H26 119.3 . . ?
C37 C42 H26 119.3 . . ?
C44 C43 C48 117.6(9) . . ?
C44 C43 C10 120.8(9) . . ?
C48 C43 C10 121.6(9) . . ?
C43 C44 C45 120.5(10) . . ?
C43 C44 H27 119.8 . . ?
C45 C44 H27 119.8 . . ?
C46 C45 C44 120.7(11) . . ?
C46 C45 H28 119.7 . . ?
C44 C45 H28 119.7 . . ?
C45 C46 C47 120.0(11) . . ?
C45 C46 H29 120.0 . . ?
C47 C46 H29 120.0 . . ?
C46 C47 C48 120.3(11) . . ?
C46 C47 H30 119.9 . . ?
C48 C47 H30 119.9 . . ?
C47 C48 C43 120.9(11) . . ?
C47 C48 H31 119.5 . . ?
C43 C48 H31 119.5 . . ?
C50 C49 C54 120.5(9) . . ?
C50 C49 N5 123.0(9) . . ?
C54 C49 N5 116.6(9) . . ?
C49 C50 C51 120.0(9) . . ?
C49 C50 H32 120.0 . . ?
C51 C50 H32 120.0 . . ?
C52 C51 C50 120.2(10) . . ?
C52 C51 C55 121.4(9) . . ?
C50 C51 C55 118.4(9) . . ?
C51 C52 C53 119.5(9) . . ?
C51 C52 H33 120.3 . . ?
C53 C52 H33 120.3 . . ?
C52 C53 C54 120.1(9) . . ?
C52 C53 C56 119.5(9) . . ?
C54 C53 C56 120.3(10) . . ?
C49 C54 C53 119.5(10) . . ?
C49 C54 H34 120.2 . . ?
C53 C54 H34 120.2 . . ?
F9 C55 F8 106.6(9) . . ?
F9 C55 F7 107.2(10) . . ?
F8 C55 F7 105.2(10) . . ?
F9 C55 C51 113.4(9) . . ?
F8 C55 C51 112.7(10) . . ?
F7 C55 C51 111.3(9) . . ?
F10 C56 F11 106.4(9) . . ?
F10 C56 F12 106.8(10) . . ?
F11 C56 F12 105.0(9) . . ?
F10 C56 C53 112.4(9) . . ?
F11 C56 C53 112.9(10) . . ?
F12 C56 C53 112.9(9) . . ?
N6 C57 C62 123.4(9) . . ?
N6 C57 C58 117.7(9) . . ?
C62 C57 C58 118.8(9) . . ?
C59 C58 C57 119.9(10) . . ?
C59 C58 H35 120.0 . . ?
C57 C58 H35 120.0 . . ?
C58 C59 C60 122.5(10) . . ?
C58 C59 C63 118.8(10) . . ?
C60 C59 C63 118.7(10) . . ?
C59 C60 C61 117.1(10) . . ?
C59 C60 H36 121.4 . . ?
C61 C60 H36 121.4 . . ?
C62 C61 C60 122.3(10) . . ?
C62 C61 C64 119.7(10) . . ?
C60 C61 C64 118.0(10) . . ?
C61 C62 C57 119.3(10) . . ?
C61 C62 H37 120.3 . . ?
C57 C62 H37 120.3 . . ?
F13 C63 F15 106.7(9) . . ?
F13 C63 F14 106.5(9) . . ?
F15 C63 F14 106.2(8) . . ?
F13 C63 C59 113.0(9) . . ?
F15 C63 C59 112.1(9) . . ?
F14 C63 C59 112.0(9) . . ?
F16 C64 F18 113(3) . . ?
F28 C64 F30 112(5) . . ?
F28 C64 F29 107(2) . . ?
F30 C64 F29 104(4) . . ?
F16 C64 F17 98(4) . . ?
F18 C64 F17 100(2) . . ?
F16 C64 C61 121(3) . . ?
F28 C64 C61 113.3(19) . . ?
F18 C64 C61 114.2(14) . . ?
F30 C64 C61 111(3) . . ?
F29 C64 C61 108.7(15) . . ?
F17 C64 C61 107.0(16) . . ?
C70 C65 C66 119.6(9) . . ?
C70 C65 C19 121.0(9) . . ?
C66 C65 C19 119.3(9) . . ?
C67 C66 C65 120.1(10) . . ?
C67 C66 H38 119.9 . . ?
C65 C66 H38 119.9 . . ?
C66 C67 C68 119.4(11) . . ?
C66 C67 H39 120.3 . . ?
C68 C67 H39 120.3 . . ?
C69 C68 C67 120.6(10) . . ?
C69 C68 H40 119.7 . . ?
C67 C68 H40 119.7 . . ?
C70 C69 C68 119.2(11) . . ?
C70 C69 H41 120.4 . . ?
C68 C69 H41 120.4 . . ?
C69 C70 C65 121.0(10) . . ?
C69 C70 H42 119.5 . . ?
C65 C70 H42 119.5 . . ?
C76 C71 C72 121.3(10) . . ?
C76 C71 H43 119.4 . . ?
C72 C71 H43 119.4 . . ?
C73 C72 C71 118.9(10) . . ?
C73 C72 H44 120.6 . . ?
C71 C72 H44 120.6 . . ?
C74 C73 C72 120.9(10) . . ?
C74 C73 H45 119.6 . . ?
C72 C73 H45 119.6 . . ?
C73 C74 C75 120.4(10) . . ?
C73 C74 H46 119.8 . . ?
C75 C74 H46 119.8 . . ?
C74 C75 C76 120.8(10) . . ?
C74 C75 H47 119.6 . . ?
C76 C75 H47 119.6 . . ?
C75 C76 C71 117.8(9) . . ?
C75 C76 C24 122.2(9) . . ?
C71 C76 C24 120.0(9) . . ?
C78 C77 C82 119.6(10) . . ?
C78 C77 N10 123.7(9) . . ?
C82 C77 N10 116.7(9) . . ?
C77 C78 C79 119.6(10) . . ?
C77 C78 H48 120.2 . . ?
C79 C78 H48 120.2 . . ?
C80 C79 C78 120.2(10) . . ?
C80 C79 C83 121.5(10) . . ?
C78 C79 C83 118.2(10) . . ?
C81 C80 C79 119.4(10) . . ?
C81 C80 H49 120.3 . . ?
C79 C80 H49 120.3 . . ?
C82 C81 C80 121.5(10) . . ?
C82 C81 C84 120.0(12) . . ?
C80 C81 C84 118.5(11) . . ?
C81 C82 C77 119.6(11) . . ?
C81 C82 H50 120.2 . . ?
C77 C82 H50 120.2 . . ?
F20 C83 F21 105.0(10) . . ?
F20 C83 F19 107.1(11) . . ?
F21 C83 F19 104.3(10) . . ?
F20 C83 C79 113.4(10) . . ?
F21 C83 C79 114.4(10) . . ?
F19 C83 C79 111.9(10) . . ?
F24 C84 F22 114(2) . . ?
F26 C84 F25 109(3) . . ?
F24 C84 F23 106(3) . . ?
F22 C84 F23 100.1(18) . . ?
F26 C84 C81 125(3) . . ?
F24 C84 C81 116(2) . . ?
F22 C84 C81 112.5(15) . . ?
F25 C84 C81 112.8(16) . . ?
F23 C84 C81 106.1(15) . . ?
F26 C84 F27 100(4) . . ?
F25 C84 F27 95(3) . . ?
C81 C84 F27 110(3) . . ?
Cl1 C85 Cl2 103(3) . . ?
Cl1 C85 H51 111.2 . . ?
Cl2 C85 H51 111.2 . . ?
Cl1 C85 H52 111.2 . . ?
Cl2 C85 H52 111.2 . . ?
H51 C85 H52 109.1 . . ?
Cl3 C86 Cl4 107.4(11) . . ?
Cl3 C86 H53 110.2 . . ?
Cl4 C86 H53 110.2 . . ?
Cl3 C86 H54 110.2 . . ?
Cl4 C86 H54 110.2 . . ?
H53 C86 H54 108.5 . . ?
Cl5 C87 Cl6 116(4) . . ?
Cl5 C87 H55 108.2 . . ?
Cl6 C87 H55 108.2 . . ?
Cl5 C87 H56 108.2 . . ?
Cl6 C87 H56 108.2 . . ?
H55 C87 H56 107.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N2 C1 N1 178.8(9) . . . . ?
C4 N2 C1 C2 -1.5(11) . . . . ?
C29 N1 C1 N2 -166.9(9) . . . . ?
C29 N1 C1 C2 13.5(17) . . . . ?
N2 C1 C2 C3 2.6(12) . . . . ?
N1 C1 C2 C3 -177.8(10) . . . . ?
C1 C2 C3 C4 -2.4(11) . . . . ?
C1 N2 C4 C5 -179.9(9) . . . . ?
C1 N2 C4 C3 0.0(11) . . . . ?
C2 C3 C4 C5 -178.4(10) . . . . ?
C2 C3 C4 N2 1.7(12) . . . . ?
N2 C4 C5 C6 -8.1(15) . . . . ?
C3 C4 C5 C6 172.0(9) . . . . ?
N2 C4 C5 C37 167.6(9) . . . . ?
C3 C4 C5 C37 -12.2(15) . . . . ?
C9 N3 C6 C7 -2.8(11) . . . . ?
C9 N3 C6 C5 174.7(8) . . . . ?
C4 C5 C6 N3 -18.1(14) . . . . ?
C37 C5 C6 N3 166.0(9) . . . . ?
C4 C5 C6 C7 158.7(10) . . . . ?
C37 C5 C6 C7 -17.2(14) . . . . ?
N3 C6 C7 C8 3.7(11) . . . . ?
C5 C6 C7 C8 -173.6(9) . . . . ?
C6 C7 C8 C9 -3.3(11) . . . . ?
C6 N3 C9 C8 0.7(11) . . . . ?
C6 N3 C9 C10 -179.5(9) . . . . ?
C7 C8 C9 N3 1.6(11) . . . . ?
C7 C8 C9 C10 -178.1(10) . . . . ?
N3 C9 C10 C11 -23.0(15) . . . . ?
C8 C9 C10 C11 156.7(10) . . . . ?
N3 C9 C10 C43 157.2(9) . . . . ?
C8 C9 C10 C43 -23.1(15) . . . . ?
C9 C10 C11 N4 -8.3(15) . . . . ?
C43 C10 C11 N4 171.5(9) . . . . ?
C9 C10 C11 C12 170.4(9) . . . . ?
C43 C10 C11 C12 -9.8(15) . . . . ?
C14 N4 C11 C10 178.8(9) . . . . ?
C14 N4 C11 C12 -0.1(10) . . . . ?
C10 C11 C12 C13 -177.8(9) . . . . ?
N4 C11 C12 C13 1.0(11) . . . . ?
C11 C12 C13 C14 -1.4(10) . . . . ?
C11 N4 C14 N5 -179.3(8) . . . . ?
C11 N4 C14 C13 -0.8(11) . . . . ?
C49 N5 C14 N4 -169.4(9) . . . . ?
C49 N5 C14 C13 12.4(17) . . . . ?
C12 C13 C14 N4 1.5(11) . . . . ?
C12 C13 C14 N5 179.8(9) . . . . ?
C18 N7 C15 N6 178.5(8) . . . . ?
C18 N7 C15 C16 -2.7(11) . . . . ?
C57 N6 C15 N7 -165.9(9) . . . . ?
C57 N6 C15 C16 15.5(17) . . . . ?
N7 C15 C16 C17 3.0(12) . . . . ?
N6 C15 C16 C17 -178.3(10) . . . . ?
C15 C16 C17 C18 -1.9(11) . . . . ?
C15 N7 C18 C19 -177.4(9) . . . . ?
C15 N7 C18 C17 1.4(10) . . . . ?
C16 C17 C18 C19 179.1(10) . . . . ?
C16 C17 C18 N7 0.4(11) . . . . ?
N7 C18 C19 C20 -10.2(15) . . . . ?
C17 C18 C19 C20 171.3(9) . . . . ?
N7 C18 C19 C65 167.5(9) . . . . ?
C17 C18 C19 C65 -11.0(16) . . . . ?
C23 N8 C20 C21 -2.7(11) . . . . ?
C23 N8 C20 C19 175.5(9) . . . . ?
C18 C19 C20 N8 -18.0(15) . . . . ?
C65 C19 C20 N8 164.2(9) . . . . ?
C18 C19 C20 C21 159.8(10) . . . . ?
C65 C19 C20 C21 -18.0(15) . . . . ?
N8 C20 C21 C22 3.3(11) . . . . ?
C19 C20 C21 C22 -174.8(10) . . . . ?
C20 C21 C22 C23 -2.6(12) . . . . ?
C20 N8 C23 C22 1.1(11) . . . . ?
C20 N8 C23 C24 179.9(9) . . . . ?
C21 C22 C23 N8 0.9(11) . . . . ?
C21 C22 C23 C24 -177.7(10) . . . . ?
N8 C23 C24 C25 -20.5(15) . . . . ?
C22 C23 C24 C25 158.0(11) . . . . ?
N8 C23 C24 C76 159.3(9) . . . . ?
C22 C23 C24 C76 -22.3(15) . . . . ?
C23 C24 C25 N9 -9.6(15) . . . . ?
C76 C24 C25 N9 170.7(9) . . . . ?
C23 C24 C25 C26 167.7(10) . . . . ?
C76 C24 C25 C26 -12.1(16) . . . . ?
C28 N9 C25 C24 177.5(9) . . . . ?
C28 N9 C25 C26 -0.2(10) . . . . ?
C24 C25 C26 C27 -177.2(10) . . . . ?
N9 C25 C26 C27 0.4(11) . . . . ?
C25 C26 C27 C28 -0.5(11) . . . . ?
C25 N9 C28 N10 -179.8(8) . . . . ?
C25 N9 C28 C27 -0.1(11) . . . . ?
C77 N10 C28 N9 -166.0(9) . . . . ?
C77 N10 C28 C27 14.4(16) . . . . ?
C26 C27 C28 N9 0.4(12) . . . . ?
C26 C27 C28 N10 -179.9(10) . . . . ?
C1 N1 C29 C34 8.4(16) . . . . ?
C1 N1 C29 C30 -173.6(10) . . . . ?
N1 C29 C30 C31 -179.0(9) . . . . ?
C34 C29 C30 C31 -0.9(14) . . . . ?
C29 C30 C31 C32 -1.1(15) . . . . ?
C29 C30 C31 C35 -178.7(9) . . . . ?
C30 C31 C32 C33 1.1(15) . . . . ?
C35 C31 C32 C33 178.7(9) . . . . ?
C31 C32 C33 C34 0.9(15) . . . . ?
C31 C32 C33 C36 178.6(9) . . . . ?
C32 C33 C34 C29 -2.9(15) . . . . ?
C36 C33 C34 C29 179.4(9) . . . . ?
N1 C29 C34 C33 -179.3(9) . . . . ?
C30 C29 C34 C33 2.8(14) . . . . ?
C30 C31 C35 F2 92.8(12) . . . . ?
C32 C31 C35 F2 -84.9(12) . . . . ?
C30 C31 C35 F1 -27.6(14) . . . . ?
C32 C31 C35 F1 154.8(10) . . . . ?
C30 C31 C35 F3 -147.3(10) . . . . ?
C32 C31 C35 F3 35.1(14) . . . . ?
C34 C33 C36 F4 84.1(12) . . . . ?
C32 C33 C36 F4 -93.8(11) . . . . ?
C34 C33 C36 F5 -155.0(10) . . . . ?
C32 C33 C36 F5 27.2(14) . . . . ?
C34 C33 C36 F6 -35.8(13) . . . . ?
C32 C33 C36 F6 146.4(10) . . . . ?
C4 C5 C37 C38 -53.3(13) . . . . ?
C6 C5 C37 C38 122.8(10) . . . . ?
C4 C5 C37 C42 126.3(10) . . . . ?
C6 C5 C37 C42 -57.6(12) . . . . ?
C42 C37 C38 C39 1.3(15) . . . . ?
C5 C37 C38 C39 -179.1(9) . . . . ?
C37 C38 C39 C40 -1.5(16) . . . . ?
C38 C39 C40 C41 1.0(15) . . . . ?
C39 C40 C41 C42 -0.4(15) . . . . ?
C40 C41 C42 C37 0.2(15) . . . . ?
C38 C37 C42 C41 -0.6(15) . . . . ?
C5 C37 C42 C41 179.8(9) . . . . ?
C11 C10 C43 C44 127.8(10) . . . . ?
C9 C10 C43 C44 -52.4(12) . . . . ?
C11 C10 C43 C48 -52.5(13) . . . . ?
C9 C10 C43 C48 127.3(10) . . . . ?
C48 C43 C44 C45 1.6(15) . . . . ?
C10 C43 C44 C45 -178.7(9) . . . . ?
C43 C44 C45 C46 -0.6(16) . . . . ?
C44 C45 C46 C47 -1.1(17) . . . . ?
C45 C46 C47 C48 1.8(17) . . . . ?
C46 C47 C48 C43 -0.8(16) . . . . ?
C44 C43 C48 C47 -0.9(15) . . . . ?
C10 C43 C48 C47 179.4(9) . . . . ?
C14 N5 C49 C50 14.4(16) . . . . ?
C14 N5 C49 C54 -166.2(10) . . . . ?
C54 C49 C50 C51 5.8(15) . . . . ?
N5 C49 C50 C51 -174.8(9) . . . . ?
C49 C50 C51 C52 -3.9(15) . . . . ?
C49 C50 C51 C55 173.5(10) . . . . ?
C50 C51 C52 C53 -0.8(16) . . . . ?
C55 C51 C52 C53 -178.1(10) . . . . ?
C51 C52 C53 C54 3.5(16) . . . . ?
C51 C52 C53 C56 -179.3(10) . . . . ?
C50 C49 C54 C53 -3.0(15) . . . . ?
N5 C49 C54 C53 177.6(9) . . . . ?
C52 C53 C54 C49 -1.7(15) . . . . ?
C56 C53 C54 C49 -178.8(10) . . . . ?
C52 C51 C55 F9 4.6(15) . . . . ?
C50 C51 C55 F9 -172.8(10) . . . . ?
C52 C51 C55 F8 -116.7(11) . . . . ?
C50 C51 C55 F8 66.0(13) . . . . ?
C52 C51 C55 F7 125.5(11) . . . . ?
C50 C51 C55 F7 -51.9(14) . . . . ?
C52 C53 C56 F10 44.4(14) . . . . ?
C54 C53 C56 F10 -138.5(11) . . . . ?
C52 C53 C56 F11 -76.0(13) . . . . ?
C54 C53 C56 F11 101.2(12) . . . . ?
C52 C53 C56 F12 165.1(10) . . . . ?
C54 C53 C56 F12 -17.7(15) . . . . ?
C15 N6 C57 C62 17.8(16) . . . . ?
C15 N6 C57 C58 -163.9(9) . . . . ?
N6 C57 C58 C59 179.6(9) . . . . ?
C62 C57 C58 C59 -2.1(15) . . . . ?
C57 C58 C59 C60 0.6(16) . . . . ?
C57 C58 C59 C63 -176.8(10) . . . . ?
C58 C59 C60 C61 0.1(17) . . . . ?
C63 C59 C60 C61 177.5(10) . . . . ?
C59 C60 C61 C62 0.7(17) . . . . ?
C59 C60 C61 C64 -178.6(11) . . . . ?
C60 C61 C62 C57 -2.2(17) . . . . ?
C64 C61 C62 C57 177.1(11) . . . . ?
N6 C57 C62 C61 -179.0(10) . . . . ?
C58 C57 C62 C61 2.8(15) . . . . ?
C58 C59 C63 F13 -25.8(14) . . . . ?
C60 C59 C63 F13 156.7(10) . . . . ?
C58 C59 C63 F15 -146.4(10) . . . . ?
C60 C59 C63 F15 36.1(15) . . . . ?
C58 C59 C63 F14 94.4(12) . . . . ?
C60 C59 C63 F14 -83.1(13) . . . . ?
C62 C61 C64 F16 169(4) . . . . ?
C60 C61 C64 F16 -11(5) . . . . ?
C62 C61 C64 F28 33(3) . . . . ?
C60 C61 C64 F28 -148(3) . . . . ?
C62 C61 C64 F18 -51(3) . . . . ?
C60 C61 C64 F18 128(3) . . . . ?
C62 C61 C64 F30 160(4) . . . . ?
C60 C61 C64 F30 -20(5) . . . . ?
C62 C61 C64 F29 -86(2) . . . . ?
C60 C61 C64 F29 93(2) . . . . ?
C62 C61 C64 F17 58.5(19) . . . . ?
C60 C61 C64 F17 -122.2(17) . . . . ?
C18 C19 C65 C70 125.2(11) . . . . ?
C20 C19 C65 C70 -56.9(13) . . . . ?
C18 C19 C65 C66 -57.8(13) . . . . ?
C20 C19 C65 C66 120.0(11) . . . . ?
C70 C65 C66 C67 0.6(16) . . . . ?
C19 C65 C66 C67 -176.4(10) . . . . ?
C65 C66 C67 C68 -1.0(16) . . . . ?
C66 C67 C68 C69 -0.5(16) . . . . ?
C67 C68 C69 C70 2.5(15) . . . . ?
C68 C69 C70 C65 -2.9(15) . . . . ?
C66 C65 C70 C69 1.4(15) . . . . ?
C19 C65 C70 C69 178.3(9) . . . . ?
C76 C71 C72 C73 -1.2(15) . . . . ?
C71 C72 C73 C74 1.1(16) . . . . ?
C72 C73 C74 C75 0.1(17) . . . . ?
C73 C74 C75 C76 -1.3(17) . . . . ?
C74 C75 C76 C71 1.1(15) . . . . ?
C74 C75 C76 C24 -179.6(10) . . . . ?
C72 C71 C76 C75 0.1(14) . . . . ?
C72 C71 C76 C24 -179.2(9) . . . . ?
C25 C24 C76 C75 -51.6(14) . . . . ?
C23 C24 C76 C75 128.6(10) . . . . ?
C25 C24 C76 C71 127.6(10) . . . . ?
C23 C24 C76 C71 -52.1(12) . . . . ?
C28 N10 C77 C78 17.0(15) . . . . ?
C28 N10 C77 C82 -164.9(9) . . . . ?
C82 C77 C78 C79 3.9(15) . . . . ?
N10 C77 C78 C79 -178.1(9) . . . . ?
C77 C78 C79 C80 -2.3(16) . . . . ?
C77 C78 C79 C83 177.4(10) . . . . ?
C78 C79 C80 C81 -0.3(17) . . . . ?
C83 C79 C80 C81 -180.0(11) . . . . ?
C79 C80 C81 C82 1.3(18) . . . . ?
C79 C80 C81 C84 179.2(12) . . . . ?
C80 C81 C82 C77 0.3(17) . . . . ?
C84 C81 C82 C77 -177.6(11) . . . . ?
C78 C77 C82 C81 -2.9(16) . . . . ?
N10 C77 C82 C81 178.9(10) . . . . ?
C80 C79 C83 F20 -138.4(11) . . . . ?
C78 C79 C83 F20 41.9(15) . . . . ?
C80 C79 C83 F21 -18.0(16) . . . . ?
C78 C79 C83 F21 162.2(10) . . . . ?
C80 C79 C83 F19 100.2(13) . . . . ?
C78 C79 C83 F19 -79.5(13) . . . . ?
C82 C81 C84 F26 110(4) . . . . ?
C80 C81 C84 F26 -68(4) . . . . ?
C82 C81 C84 F24 -16(3) . . . . ?
C80 C81 C84 F24 166(3) . . . . ?
C82 C81 C84 F22 -150(2) . . . . ?
C80 C81 C84 F22 32(3) . . . . ?
C82 C81 C84 F25 -113(3) . . . . ?
C80 C81 C84 F25 69(3) . . . . ?
C82 C81 C84 F23 102.0(16) . . . . ?
C80 C81 C84 F23 -76.0(16) . . . . ?
C82 C81 C84 F27 -8(3) . . . . ?
C80 C81 C84 F27 174(3) . . . . ?

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
N1 H1 N7 0.88 2.07 2.950(12) 177.2 .
N3 H2 N2 0.88 2.35 2.834(11) 115.0 .
N3 H2 N4 0.88 2.40 2.886(11) 115.0 .
N5 H3 N9 0.88 2.06 2.928(12) 167.0 .
N6 H4 N2 0.88 2.07 2.951(12) 177.5 .
N8 H5 N7 0.88 2.36 2.835(11) 114.3 .
N8 H5 N9 0.88 2.36 2.854(11) 115.5 .
N10 H10 N4 0.88 2.02 2.898(11) 171.5 .
N1 H1 N7 0.88 2.07 2.950(12) 177.2 .
N3 H2 N2 0.88 2.35 2.834(11) 115.0 .
C62 H37 F5 0.95 2.58 3.126(13) 116.8 2_854
C78 H48 F9 0.95 2.57 3.374(13) 142.6 2_853
C85 H52 F3 0.99 2.43 3.24(7) 139.5 .
C87 H56 F1 0.99 2.46 3.01(8) 114.1 .
C87 H56 F2 0.99 2.63 3.59(15) 162.2 .

_refine_diff_density_max         1.257
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.176


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170427um
_database_code_depnum_ccdc_archive 'CCDC 1850011'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(p-trifluoromethylphenyl)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(p-trifluoromethylphenyl)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C40 H27 F6 N5), C6'
_chemical_formula_sum            'C86 H54 F12 N10'
_chemical_formula_weight         1455.39

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'
F F 0.0727 0.0534 '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      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                   20.794(4)
_cell_length_b                   13.875(2)
_cell_length_c                   25.322(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.958(3)
_cell_angle_gamma                90
_cell_volume                     7120(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    3048
_cell_measurement_theta_min      30.7
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.869
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            46633
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         6.554
_diffrn_reflns_theta_max         68.480
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             12753
_reflns_number_gt                8765
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0976P)²+5.9016P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12753
_refine_ls_number_parameters     1001
_refine_ls_number_restraints     141
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1861
_refine_ls_wR_factor_gt          0.1640
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.035
_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 0.63058(14) 0.4911(2) 0.03992(11) 0.0283(6) Uani 1 1 d . . . . .
C2 C 0.60898(15) 0.5161(2) 0.08889(12) 0.0330(7) Uani 1 1 d . . . . .
H1 H 0.5770 0.4834 0.1038 0.040 Uiso 1 1 calc R U . . .
C3 C 0.64341(15) 0.5950(2) 0.10884(11) 0.0317(7) Uani 1 1 d . . . . .
H2 H 0.6399 0.6296 0.1404 0.038 Uiso 1 1 calc R U . . .
C4 C 0.68719(14) 0.6177(2) 0.07301(11) 0.0267(6) Uani 1 1 d . . . . .
C5 C 0.73272(14) 0.6906(2) 0.07910(11) 0.0265(6) Uani 1 1 d . . . . .
C6 C 0.78148(14) 0.6974(2) 0.04614(11) 0.0263(6) Uani 1 1 d . . . . .
C7 C 0.81357(15) 0.7777(2) 0.03204(11) 0.0301(7) Uani 1 1 d . . . . .
H3 H 0.8096 0.8418 0.0441 0.036 Uiso 1 1 calc R U . . .
C8 C 0.85282(15) 0.7478(2) -0.00295(11) 0.0301(7) Uani 1 1 d . . . . .
H4 H 0.8796 0.7882 -0.0194 0.036 Uiso 1 1 calc R U . . .
C9 C 0.84602(14) 0.6487(2) -0.00946(10) 0.0253(6) Uani 1 1 d . . . . .
C10 C 0.87874(14) 0.5836(2) -0.03965(11) 0.0262(6) Uani 1 1 d . . . . .
C11 C 0.88986(14) 0.4885(2) -0.02554(11) 0.0256(6) Uani 1 1 d . . . . .
C12 C 0.91606(14) 0.4141(2) -0.05546(12) 0.0301(7) Uani 1 1 d . . . . .
H5 H 0.9298 0.4225 -0.0885 0.036 Uiso 1 1 calc R U . . .
C13 C 0.91724(15) 0.3311(2) -0.02762(12) 0.0309(7) Uani 1 1 d . . . . .
H6 H 0.9318 0.2698 -0.0370 0.037 Uiso 1 1 calc R U . . .
C14 C 0.89160(13) 0.3550(2) 0.01976(11) 0.0269(6) Uani 1 1 d . . . . .
C15 C 0.56085(14) 0.3480(2) 0.00656(12) 0.0310(7) Uani 1 1 d . . . . .
C16 C 0.50431(15) 0.3670(2) 0.02644(12) 0.0315(7) Uani 1 1 d . . . . .
H7 H 0.4971 0.4297 0.0391 0.038 Uiso 1 1 calc R U . . .
C17 C 0.45907(15) 0.2945(2) 0.02758(12) 0.0326(7) Uani 1 1 d . . . . .
H8 H 0.4214 0.3075 0.0418 0.039 Uiso 1 1 calc R U . . .
C18 C 0.46780(15) 0.2033(2) 0.00827(12) 0.0336(7) Uani 1 1 d . . . . .
C19 C 0.52234(16) 0.1853(3) -0.01444(14) 0.0396(8) Uani 1 1 d . . . . .
H9 H 0.5280 0.1237 -0.0291 0.048 Uiso 1 1 calc R U . . .
C20 C 0.56747(15) 0.2575(3) -0.01526(13) 0.0377(8) Uani 1 1 d . . . . .
H10 H 0.6040 0.2453 -0.0311 0.045 Uiso 1 1 calc R U . . .
F1 F 0.42135(9) 0.05301(15) -0.02392(9) 0.0474(5) Uani 1 1 d . . . . .
F2 F 0.43935(12) 0.07751(18) 0.06157(9) 0.0633(7) Uani 1 1 d . . . . .
F3 F 0.35973(9) 0.15097(14) 0.00856(8) 0.0419(5) Uani 1 1 d . . . . .
F4 F 0.93486(12) -0.13596(16) 0.13743(12) 0.0670(7) Uani 1 1 d . . . . .
F5 F 0.98782(14) -0.13425(16) 0.07472(10) 0.0665(7) Uani 1 1 d . . . . .
F6 F 1.03244(12) -0.07939(16) 0.15272(10) 0.0650(7) Uani 1 1 d . . . . .
F7 F 0.65117(14) 0.94394(19) -0.19738(10) 0.0736(7) Uani 1 1 d . . . . .
F8 F 0.60703(15) 0.8472(2) -0.26191(11) 0.0915(10) Uani 1 1 d . . . . .
F9 F 0.70987(14) 0.8724(2) -0.24516(9) 0.0748(8) Uani 1 1 d . . . . .
F10 F 1.12297(10) 0.75594(18) 0.21214(8) 0.0554(6) Uani 1 1 d . . . . .
F11 F 1.08202(11) 0.76931(18) 0.28261(9) 0.0597(6) Uani 1 1 d . . . . .
F12 F 1.13715(10) 0.64436(18) 0.27200(8) 0.0548(6) Uani 1 1 d . . . . .
N1 N 0.61028(12) 0.41581(19) 0.00572(10) 0.0320(6) Uani 1 1 d . . . . .
H11 H 0.6313 0.4089 -0.0206 0.038 Uiso 1 1 calc R U . . .
N2 N 0.67667(12) 0.55040(19) 0.03072(9) 0.0283(5) Uani 1 1 d . . . . .
N3 N 0.80227(11) 0.62007(18) 0.02077(9) 0.0247(5) Uani 1 1 d . . . . .
H12 H 0.7894 0.5602 0.0235 0.030 Uiso 1 1 calc R U . . .
N4 N 0.87533(11) 0.44715(18) 0.02092(9) 0.0261(5) Uani 1 1 d . . . . .
N5 N 0.88080(12) 0.29422(18) 0.05916(10) 0.0282(5) Uani 1 1 d . . . . .
H13 H 0.8550 0.3165 0.0795 0.034 Uiso 1 1 calc R U . . .
N6 N 0.69781(13) 0.5387(2) -0.07891(10) 0.0331(6) Uani 1 1 d . . . . .
H14 H 0.6879 0.5485 -0.0473 0.040 Uiso 1 1 calc R U . . .
N7 N 0.71247(12) 0.37596(19) -0.05653(10) 0.0301(6) Uani 1 1 d . . . . .
N8 N 0.72713(12) 0.25469(19) 0.03697(9) 0.0284(5) Uani 1 1 d . . . . .
H15 H 0.7387 0.3154 0.0350 0.034 Uiso 1 1 calc R U . . .
N9 N 0.79083(12) 0.38038(19) 0.11858(9) 0.0285(5) Uani 1 1 d . . . . .
N10 N 0.86706(12) 0.50498(19) 0.12989(9) 0.0282(5) Uani 1 1 d . . . . .
H54 H 0.8656 0.5024 0.0949 0.034 Uiso 1 1 calc R U . . .
C21 C 0.42257(16) 0.1224(3) 0.01339(13) 0.0374(8) Uani 1 1 d . . . . .
C22 C 0.73393(15) 0.7691(2) 0.11937(11) 0.0297(7) Uani 1 1 d . . . . .
C23 C 0.67657(16) 0.8187(2) 0.12263(12) 0.0337(7) Uani 1 1 d . . . . .
H16 H 0.6355 0.7993 0.1005 0.040 Uiso 1 1 calc R U . . .
C24 C 0.67864(19) 0.8956(3) 0.15756(13) 0.0433(9) Uani 1 1 d . . . . .
H17 H 0.6393 0.9295 0.1587 0.052 Uiso 1 1 calc R U . . .
C25 C 0.7382(2) 0.9235(3) 0.19110(13) 0.0463(9) Uani 1 1 d . . . . .
H18 H 0.7397 0.9765 0.2150 0.056 Uiso 1 1 calc R U . . .
C26 C 0.79520(19) 0.8736(3) 0.18943(12) 0.0423(8) Uani 1 1 d . . . . .
H19 H 0.8358 0.8915 0.2129 0.051 Uiso 1 1 calc R U . . .
C27 C 0.79323(16) 0.7971(2) 0.15348(11) 0.0333(7) Uani 1 1 d . . . . .
H20 H 0.8327 0.7636 0.1522 0.040 Uiso 1 1 calc R U . . .
C28 C 0.89923(14) 0.6241(2) -0.08791(11) 0.0266(6) Uani 1 1 d . . . . .
C29 C 0.85544(15) 0.6824(2) -0.12444(11) 0.0290(7) Uani 1 1 d . . . . .
H21 H 0.8140 0.6992 -0.1171 0.035 Uiso 1 1 calc R U . . .
C30 C 0.87195(15) 0.7157(2) -0.17121(12) 0.0334(7) Uani 1 1 d . . . . .
H22 H 0.8414 0.7540 -0.1961 0.040 Uiso 1 1 calc R U . . .
C31 C 0.93233(16) 0.6938(2) -0.18203(12) 0.0333(7) Uani 1 1 d . . . . .
H23 H 0.9434 0.7169 -0.2142 0.040 Uiso 1 1 calc R U . . .
C32 C 0.97690(15) 0.6379(2) -0.14585(12) 0.0326(7) Uani 1 1 d . . . . .
H24 H 1.0187 0.6230 -0.1531 0.039 Uiso 1 1 calc R U . . .
C33 C 0.96061(15) 0.6036(2) -0.09902(12) 0.0294(7) Uani 1 1 d . . . . .
H25 H 0.9916 0.5657 -0.0743 0.035 Uiso 1 1 calc R U . . .
C34 C 0.90523(14) 0.2017(2) 0.07135(11) 0.0280(6) Uani 1 1 d . . . . .
C35 C 0.96227(15) 0.1673(2) 0.05741(13) 0.0359(7) Uani 1 1 d . . . . .
H26 H 0.9866 0.2078 0.0387 0.043 Uiso 1 1 calc R U . . .
C36 C 0.98325(17) 0.0744(3) 0.07081(14) 0.0406(8) Uani 1 1 d . . . . .
H27 H 1.0214 0.0506 0.0604 0.049 Uiso 1 1 calc R U . . .
C37 C 0.94925(15) 0.0152(2) 0.09938(12) 0.0328(7) Uani 1 1 d . . . . .
C38 C 0.89320(15) 0.0498(2) 0.11417(12) 0.0308(7) Uani 1 1 d . . . . .
H28 H 0.8698 0.0099 0.1339 0.037 Uiso 1 1 calc R U . . .
C39 C 0.87164(15) 0.1417(2) 0.10028(11) 0.0295(7) Uani 1 1 d . . . . .
H29 H 0.8332 0.1648 0.1105 0.035 Uiso 1 1 calc R U . . .
C40 C 0.97569(17) -0.0822(3) 0.11583(14) 0.0390(8) Uani 1 1 d . . . . .
C41 C 0.72050(15) 0.4495(2) -0.08754(12) 0.0313(7) Uani 1 1 d . . . . .
C42 C 0.75888(16) 0.4236(3) -0.12719(12) 0.0355(7) Uani 1 1 d . . . . .
H30 H 0.7714 0.4646 -0.1532 0.043 Uiso 1 1 calc R U . . .
C43 C 0.77262(16) 0.3296(3) -0.11909(12) 0.0355(7) Uani 1 1 d . . . . .
H31 H 0.7968 0.2909 -0.1388 0.043 Uiso 1 1 calc R U . . .
C44 C 0.74381(14) 0.2972(2) -0.07466(12) 0.0307(7) Uani 1 1 d . . . . .
C45 C 0.74769(14) 0.2071(2) -0.05230(12) 0.0312(7) Uani 1 1 d . . . . .
C46 C 0.72775(14) 0.1865(2) -0.00222(12) 0.0319(7) Uani 1 1 d . . . . .
C47 C 0.70600(15) 0.1001(2) 0.01614(13) 0.0361(7) Uani 1 1 d . . . . .
H32 H 0.7016 0.0400 -0.0023 0.043 Uiso 1 1 calc R U . . .
C48 C 0.69187(16) 0.1183(3) 0.06660(13) 0.0370(8) Uani 1 1 d . . . . .
H33 H 0.6755 0.0728 0.0884 0.044 Uiso 1 1 calc R U . . .
C49 C 0.70583(14) 0.2147(2) 0.07949(12) 0.0320(7) Uani 1 1 d . . . . .
C50 C 0.70539(14) 0.2663(2) 0.12941(12) 0.0316(7) Uani 1 1 d . . . . .
C51 C 0.74329(14) 0.3466(2) 0.14567(11) 0.0294(7) Uani 1 1 d . . . . .
C52 C 0.74342(15) 0.4087(3) 0.19162(11) 0.0346(7) Uani 1 1 d . . . . .
H34 H 0.7154 0.4029 0.2164 0.042 Uiso 1 1 calc R U . . .
C53 C 0.79016(15) 0.4758(2) 0.19289(11) 0.0331(7) Uani 1 1 d . . . . .
H35 H 0.8020 0.5263 0.2186 0.040 Uiso 1 1 calc R U . . .
C54 C 0.81889(14) 0.4552(2) 0.14686(11) 0.0280(6) Uani 1 1 d . . . . .
C55 C 0.68854(15) 0.6164(2) -0.11480(12) 0.0333(7) Uani 1 1 d . . . . .
C56 C 0.6789(2) 0.6057(3) -0.17077(13) 0.0479(9) Uani 1 1 d . . . . .
H36 H 0.6785 0.5432 -0.1861 0.057 Uiso 1 1 calc R U . . .
C57 C 0.6700(2) 0.6860(3) -0.20412(13) 0.0507(10) Uani 1 1 d . . . . .
H37 H 0.6639 0.6780 -0.2422 0.061 Uiso 1 1 calc R U . . .
C58 C 0.66973(18) 0.7764(3) -0.18293(13) 0.0429(8) Uani 1 1 d . . . . .
C59 C 0.67938(15) 0.7884(3) -0.12765(13) 0.0363(7) Uani 1 1 d . . . . .
H38 H 0.6792 0.8512 -0.1127 0.044 Uiso 1 1 calc R U . . .
C60 C 0.68930(14) 0.7087(2) -0.09400(11) 0.0287(7) Uani 1 1 d . . . . .
H39 H 0.6968 0.7175 -0.0559 0.034 Uiso 1 1 calc R U . . .
C61 C 0.6593(2) 0.8600(3) -0.22101(16) 0.0573(11) Uani 1 1 d . . . . .
C62 C 0.77493(17) 0.1250(2) -0.07744(13) 0.0372(7) Uani 1 1 d . . . . .
C63 C 0.7605(2) 0.1101(3) -0.13278(14) 0.0494(9) Uani 1 1 d . . . . .
H40 H 0.7300 0.1512 -0.1558 0.059 Uiso 1 1 calc R U . . .
C64 C 0.7902(2) 0.0354(3) -0.15502(16) 0.0617(12) Uani 1 1 d . . . . .
H41 H 0.7814 0.0271 -0.1932 0.074 Uiso 1 1 calc R U . . .
C65 C 0.8328(2) -0.0271(3) -0.12146(18) 0.0593(11) Uani 1 1 d . . . . .
H42 H 0.8523 -0.0791 -0.1366 0.071 Uiso 1 1 calc R U . . .
C66 C 0.84671(19) -0.0141(3) -0.06677(16) 0.0487(9) Uani 1 1 d . . . . .
H43 H 0.8758 -0.0572 -0.0439 0.058 Uiso 1 1 calc R U . . .
C67 C 0.81867(16) 0.0612(3) -0.04453(14) 0.0393(8) Uani 1 1 d . . . . .
H44 H 0.8291 0.0701 -0.0064 0.047 Uiso 1 1 calc R U . . .
C68 C 0.66282(16) 0.2242(3) 0.16328(13) 0.0376(8) Uani 1 1 d . . . . .
C69 C 0.59792(17) 0.1984(3) 0.13970(14) 0.0481(10) Uani 1 1 d . . . . .
H45 H 0.5810 0.2090 0.1021 0.058 Uiso 1 1 calc R U . . .
C70 C 0.55799(19) 0.1576(4) 0.17061(16) 0.0657(13) Uani 1 1 d . . . . .
H46 H 0.5139 0.1401 0.1542 0.079 Uiso 1 1 calc R U . . .
C71 C 0.5823(2) 0.1426(4) 0.22499(16) 0.0776(17) Uani 1 1 d . . . . .
H47 H 0.5546 0.1153 0.2462 0.093 Uiso 1 1 calc R U . . .
C72 C 0.6461(2) 0.1666(4) 0.24905(15) 0.0648(13) Uani 1 1 d . . . . .
H48 H 0.6625 0.1556 0.2867 0.078 Uiso 1 1 calc R U . . .
C73 C 0.68678(17) 0.2070(3) 0.21841(14) 0.0455(9) Uani 1 1 d . . . . .
H49 H 0.7311 0.2229 0.2351 0.055 Uiso 1 1 calc R U . . .
C74 C 0.91855(14) 0.5596(2) 0.16075(11) 0.0271(6) Uani 1 1 d . . . . .
C75 C 0.95227(15) 0.6213(2) 0.13310(11) 0.0287(7) Uani 1 1 d . . . . .
H50 H 0.9368 0.6304 0.0952 0.034 Uiso 1 1 calc R U . . .
C76 C 1.00799(15) 0.6695(2) 0.16018(12) 0.0297(7) Uani 1 1 d . . . . .
H51 H 1.0310 0.7105 0.1407 0.036 Uiso 1 1 calc R U . . .
C77 C 1.03058(15) 0.6582(2) 0.21567(12) 0.0308(7) Uani 1 1 d . . . . .
C78 C 0.99613(16) 0.5985(3) 0.24377(12) 0.0339(7) Uani 1 1 d . . . . .
H52 H 1.0109 0.5915 0.2819 0.041 Uiso 1 1 calc R U . . .
C79 C 0.94047(15) 0.5492(2) 0.21673(11) 0.0311(7) Uani 1 1 d . . . . .
H53 H 0.9173 0.5084 0.2362 0.037 Uiso 1 1 calc R U . . .
C80 C 1.09237(16) 0.7072(3) 0.24497(12) 0.0386(8) Uani 1 1 d . . . . .
C84 C 0.5228(5) 0.4118(7) 0.2307(3) 0.143(2) Uani 1 1 d D U . . .
C85 C 0.4917(4) 0.4084(7) 0.1737(3) 0.118(2) Uani 1 1 d . U . . .
C86 C 0.4642(4) 0.5119(7) 0.1508(3) 0.125(3) Uani 1 1 d . U . . .
C81 C 0.5482(9) 0.2127(15) 0.3514(6) 0.117(5) Uani 0.413(7) 1 d . U P A 1
C82 C 0.5209(10) 0.3111(16) 0.3265(6) 0.119(3) Uani 0.413(7) 1 d D U P A 1
C83 C 0.5189(10) 0.3329(14) 0.2663(6) 0.120(3) Uani 0.413(7) 1 d D U P A 1
C87 C 0.5268(6) 0.4086(10) 0.3311(5) 0.109(3) Uani 0.587(7) 1 d . U P A 2
C88 C 0.5790(6) 0.3469(11) 0.3515(4) 0.116(4) Uani 0.587(7) 1 d . U P A 2
C89 C 0.4854(6) 0.3944(11) 0.2696(5) 0.113(3) Uani 0.587(7) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.323(4) . ?
C1 N1 1.362(4) . ?
C1 C2 1.452(4) . ?
C2 C3 1.343(5) . ?
C2 H1 0.9500 . ?
C3 C4 1.457(4) . ?
C3 H2 0.9500 . ?
C4 C5 1.370(4) . ?
C4 N2 1.401(4) . ?
C5 C6 1.454(4) . ?
C5 C22 1.489(4) . ?
C6 N3 1.369(4) . ?
C6 C7 1.386(4) . ?
C7 C8 1.396(4) . ?
C7 H3 0.9500 . ?
C8 C9 1.388(4) . ?
C8 H4 0.9500 . ?
C9 N3 1.373(4) . ?
C9 C10 1.448(4) . ?
C10 C11 1.373(4) . ?
C10 C28 1.492(4) . ?
C11 N4 1.401(4) . ?
C11 C12 1.457(4) . ?
C12 C13 1.347(5) . ?
C12 H5 0.9500 . ?
C13 C14 1.456(4) . ?
C13 H6 0.9500 . ?
C14 N4 1.325(4) . ?
C14 N5 1.363(4) . ?
C15 C20 1.391(5) . ?
C15 N1 1.397(4) . ?
C15 C16 1.404(4) . ?
C16 C17 1.382(5) . ?
C16 H7 0.9500 . ?
C17 C18 1.383(5) . ?
C17 H8 0.9500 . ?
C18 C19 1.404(5) . ?
C18 C21 1.488(5) . ?
C19 C20 1.376(5) . ?
C19 H9 0.9500 . ?
C20 H10 0.9500 . ?
F1 C21 1.346(4) . ?
F2 C21 1.345(4) . ?
F3 C21 1.344(4) . ?
F4 C40 1.336(4) . ?
F5 C40 1.337(4) . ?
F6 C40 1.331(4) . ?
F7 C61 1.337(5) . ?
F8 C61 1.335(5) . ?
F9 C61 1.340(5) . ?
F10 C80 1.338(4) . ?
F11 C80 1.338(4) . ?
F12 C80 1.345(4) . ?
N1 H11 0.8800 . ?
N3 H12 0.8800 . ?
N5 C34 1.389(4) . ?
N5 H13 0.8800 . ?
N6 C41 1.360(4) . ?
N6 C55 1.395(4) . ?
N6 H14 0.8800 . ?
N7 C41 1.321(4) . ?
N7 C44 1.401(4) . ?
N8 C49 1.370(4) . ?
N8 C46 1.374(4) . ?
N8 H15 0.8800 . ?
N9 C54 1.321(4) . ?
N9 C51 1.404(4) . ?
N10 C54 1.363(4) . ?
N10 C74 1.399(4) . ?
N10 H54 0.8800 . ?
C22 C27 1.393(4) . ?
C22 C23 1.396(4) . ?
C23 C24 1.380(5) . ?
C23 H16 0.9500 . ?
C24 C25 1.390(6) . ?
C24 H17 0.9500 . ?
C25 C26 1.382(6) . ?
C25 H18 0.9500 . ?
C26 C27 1.393(5) . ?
C26 H19 0.9500 . ?
C27 H20 0.9500 . ?
C28 C33 1.396(4) . ?
C28 C29 1.400(4) . ?
C29 C30 1.384(4) . ?
C29 H21 0.9500 . ?
C30 C31 1.378(4) . ?
C30 H22 0.9500 . ?
C31 C32 1.385(5) . ?
C31 H23 0.9500 . ?
C32 C33 1.388(4) . ?
C32 H24 0.9500 . ?
C33 H25 0.9500 . ?
C34 C39 1.396(4) . ?
C34 C35 1.395(4) . ?
C35 C36 1.380(5) . ?
C35 H26 0.9500 . ?
C36 C37 1.388(5) . ?
C36 H27 0.9500 . ?
C37 C38 1.387(4) . ?
C37 C40 1.482(5) . ?
C38 C39 1.371(4) . ?
C38 H28 0.9500 . ?
C39 H29 0.9500 . ?
C41 C42 1.461(4) . ?
C42 C43 1.341(5) . ?
C42 H30 0.9500 . ?
C43 C44 1.459(4) . ?
C43 H31 0.9500 . ?
C44 C45 1.367(5) . ?
C45 C46 1.448(4) . ?
C45 C62 1.479(5) . ?
C46 C47 1.397(5) . ?
C47 C48 1.397(5) . ?
C47 H32 0.9500 . ?
C48 C49 1.391(5) . ?
C48 H33 0.9500 . ?
C49 C50 1.454(5) . ?
C50 C51 1.374(5) . ?
C50 C68 1.484(4) . ?
C51 C52 1.447(4) . ?
C52 C53 1.341(5) . ?
C52 H34 0.9500 . ?
C53 C54 1.452(4) . ?
C53 H35 0.9500 . ?
C55 C60 1.383(5) . ?
C55 C56 1.394(4) . ?
C56 C57 1.385(5) . ?
C56 H36 0.9500 . ?
C57 C58 1.365(6) . ?
C57 H37 0.9500 . ?
C58 C59 1.379(5) . ?
C58 C61 1.493(5) . ?
C59 C60 1.383(5) . ?
C59 H38 0.9500 . ?
C60 H39 0.9500 . ?
C62 C63 1.381(5) . ?
C62 C67 1.402(5) . ?
C63 C64 1.389(6) . ?
C63 H40 0.9500 . ?
C64 C65 1.385(6) . ?
C64 H41 0.9500 . ?
C65 C66 1.362(6) . ?
C65 H42 0.9500 . ?
C66 C67 1.377(5) . ?
C66 H43 0.9500 . ?
C67 H44 0.9500 . ?
C68 C73 1.393(5) . ?
C68 C69 1.394(5) . ?
C69 C70 1.383(5) . ?
C69 H45 0.9500 . ?
C70 C71 1.372(6) . ?
C70 H46 0.9500 . ?
C71 C72 1.372(6) . ?
C71 H47 0.9500 . ?
C72 C73 1.387(5) . ?
C72 H48 0.9500 . ?
C73 H49 0.9500 . ?
C74 C75 1.391(4) . ?
C74 C79 1.396(4) . ?
C75 C76 1.379(4) . ?
C75 H50 0.9500 . ?
C76 C77 1.387(4) . ?
C76 H51 0.9500 . ?
C77 C78 1.390(5) . ?
C77 C80 1.496(5) . ?
C78 C79 1.386(5) . ?
C78 H52 0.9500 . ?
C79 H53 0.9500 . ?
C84 C89 1.407(12) . ?
C84 C83 1.432(15) . ?
C84 C85 1.444(10) . ?
C85 C86 1.606(12) . ?
C81 C82 1.56(3) . ?
C82 C83 1.546(16) . ?
C87 C88 1.388(17) . ?
C87 C89 1.613(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 119.9(3) . . ?
N2 C1 C2 112.1(3) . . ?
N1 C1 C2 128.0(3) . . ?
C3 C2 C1 106.0(3) . . ?
C3 C2 H1 127.0 . . ?
C1 C2 H1 127.0 . . ?
C2 C3 C4 107.3(3) . . ?
C2 C3 H2 126.4 . . ?
C4 C3 H2 126.4 . . ?
C5 C4 N2 124.3(3) . . ?
C5 C4 C3 127.0(3) . . ?
N2 C4 C3 108.6(3) . . ?
C4 C5 C6 122.5(3) . . ?
C4 C5 C22 121.5(3) . . ?
C6 C5 C22 116.0(3) . . ?
N3 C6 C7 106.8(2) . . ?
N3 C6 C5 123.5(3) . . ?
C7 C6 C5 129.7(3) . . ?
C6 C7 C8 108.0(3) . . ?
C6 C7 H3 126.0 . . ?
C8 C7 H3 126.0 . . ?
C9 C8 C7 108.1(3) . . ?
C9 C8 H4 125.9 . . ?
C7 C8 H4 125.9 . . ?
N3 C9 C8 106.5(3) . . ?
N3 C9 C10 124.2(3) . . ?
C8 C9 C10 129.3(3) . . ?
C11 C10 C9 122.3(3) . . ?
C11 C10 C28 120.9(3) . . ?
C9 C10 C28 116.8(3) . . ?
C10 C11 N4 123.8(3) . . ?
C10 C11 C12 127.4(3) . . ?
N4 C11 C12 108.8(3) . . ?
C13 C12 C11 107.4(3) . . ?
C13 C12 H5 126.3 . . ?
C11 C12 H5 126.3 . . ?
C12 C13 C14 105.7(3) . . ?
C12 C13 H6 127.2 . . ?
C14 C13 H6 127.2 . . ?
N4 C14 N5 119.7(3) . . ?
N4 C14 C13 112.3(3) . . ?
N5 C14 C13 127.8(3) . . ?
C20 C15 N1 117.6(3) . . ?
C20 C15 C16 118.5(3) . . ?
N1 C15 C16 123.9(3) . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H7 120.0 . . ?
C15 C16 H7 120.0 . . ?
C16 C17 C18 121.0(3) . . ?
C16 C17 H8 119.5 . . ?
C18 C17 H8 119.5 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 C21 121.5(3) . . ?
C19 C18 C21 119.1(3) . . ?
C20 C19 C18 119.5(3) . . ?
C20 C19 H9 120.2 . . ?
C18 C19 H9 120.2 . . ?
C19 C20 C15 121.5(3) . . ?
C19 C20 H10 119.2 . . ?
C15 C20 H10 119.2 . . ?
C1 N1 C15 129.1(3) . . ?
C1 N1 H11 115.5 . . ?
C15 N1 H11 115.5 . . ?
C1 N2 C4 106.0(2) . . ?
C6 N3 C9 110.7(2) . . ?
C6 N3 H12 124.7 . . ?
C9 N3 H12 124.7 . . ?
C14 N4 C11 105.8(2) . . ?
C14 N5 C34 128.5(2) . . ?
C14 N5 H13 115.8 . . ?
C34 N5 H13 115.8 . . ?
C41 N6 C55 126.9(3) . . ?
C41 N6 H14 116.5 . . ?
C55 N6 H14 116.5 . . ?
C41 N7 C44 106.1(2) . . ?
C49 N8 C46 110.2(3) . . ?
C49 N8 H15 124.9 . . ?
C46 N8 H15 124.9 . . ?
C54 N9 C51 105.7(2) . . ?
C54 N10 C74 128.5(2) . . ?
C54 N10 H54 115.7 . . ?
C74 N10 H54 115.7 . . ?
F3 C21 F2 105.6(3) . . ?
F3 C21 F1 106.4(2) . . ?
F2 C21 F1 105.4(3) . . ?
F3 C21 C18 113.0(3) . . ?
F2 C21 C18 112.8(3) . . ?
F1 C21 C18 113.0(3) . . ?
C27 C22 C23 118.4(3) . . ?
C27 C22 C5 120.4(3) . . ?
C23 C22 C5 121.2(3) . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H16 119.5 . . ?
C22 C23 H16 119.5 . . ?
C23 C24 C25 120.1(3) . . ?
C23 C24 H17 119.9 . . ?
C25 C24 H17 119.9 . . ?
C26 C25 C24 119.7(3) . . ?
C26 C25 H18 120.2 . . ?
C24 C25 H18 120.2 . . ?
C25 C26 C27 120.1(3) . . ?
C25 C26 H19 119.9 . . ?
C27 C26 H19 119.9 . . ?
C22 C27 C26 120.7(3) . . ?
C22 C27 H20 119.7 . . ?
C26 C27 H20 119.7 . . ?
C33 C28 C29 118.2(3) . . ?
C33 C28 C10 122.0(3) . . ?
C29 C28 C10 119.7(3) . . ?
C30 C29 C28 120.6(3) . . ?
C30 C29 H21 119.7 . . ?
C28 C29 H21 119.7 . . ?
C31 C30 C29 120.5(3) . . ?
C31 C30 H22 119.7 . . ?
C29 C30 H22 119.7 . . ?
C30 C31 C32 119.8(3) . . ?
C30 C31 H23 120.1 . . ?
C32 C31 H23 120.1 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H24 119.9 . . ?
C33 C32 H24 119.9 . . ?
C32 C33 C28 120.7(3) . . ?
C32 C33 H25 119.6 . . ?
C28 C33 H25 119.6 . . ?
N5 C34 C39 117.8(3) . . ?
N5 C34 C35 123.3(3) . . ?
C39 C34 C35 118.8(3) . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H26 120.1 . . ?
C34 C35 H26 120.1 . . ?
C35 C36 C37 120.8(3) . . ?
C35 C36 H27 119.6 . . ?
C37 C36 H27 119.6 . . ?
C38 C37 C36 119.5(3) . . ?
C38 C37 C40 121.4(3) . . ?
C36 C37 C40 119.0(3) . . ?
C39 C38 C37 119.9(3) . . ?
C39 C38 H28 120.0 . . ?
C37 C38 H28 120.0 . . ?
C38 C39 C34 121.1(3) . . ?
C38 C39 H29 119.4 . . ?
C34 C39 H29 119.4 . . ?
F6 C40 F5 105.6(3) . . ?
F6 C40 F4 105.9(3) . . ?
F5 C40 F4 105.4(3) . . ?
F6 C40 C37 112.7(3) . . ?
F5 C40 C37 113.4(3) . . ?
F4 C40 C37 113.2(3) . . ?
N7 C41 N6 120.9(3) . . ?
N7 C41 C42 112.3(3) . . ?
N6 C41 C42 126.7(3) . . ?
C43 C42 C41 105.4(3) . . ?
C43 C42 H30 127.3 . . ?
C41 C42 H30 127.3 . . ?
C42 C43 C44 107.9(3) . . ?
C42 C43 H31 126.1 . . ?
C44 C43 H31 126.1 . . ?
C45 C44 N7 124.5(3) . . ?
C45 C44 C43 127.2(3) . . ?
N7 C44 C43 108.3(3) . . ?
C44 C45 C46 122.8(3) . . ?
C44 C45 C62 121.3(3) . . ?
C46 C45 C62 115.9(3) . . ?
N8 C46 C47 107.1(3) . . ?
N8 C46 C45 123.2(3) . . ?
C47 C46 C45 129.7(3) . . ?
C48 C47 C46 107.4(3) . . ?
C48 C47 H32 126.3 . . ?
C46 C47 H32 126.3 . . ?
C49 C48 C47 108.3(3) . . ?
C49 C48 H33 125.9 . . ?
C47 C48 H33 125.9 . . ?
N8 C49 C48 107.0(3) . . ?
N8 C49 C50 123.3(3) . . ?
C48 C49 C50 129.4(3) . . ?
C51 C50 C49 123.0(3) . . ?
C51 C50 C68 121.5(3) . . ?
C49 C50 C68 115.5(3) . . ?
C50 C51 N9 122.9(3) . . ?
C50 C51 C52 128.4(3) . . ?
N9 C51 C52 108.6(3) . . ?
C53 C52 C51 107.7(3) . . ?
C53 C52 H34 126.2 . . ?
C51 C52 H34 126.2 . . ?
C52 C53 C54 105.7(3) . . ?
C52 C53 H35 127.2 . . ?
C54 C53 H35 127.2 . . ?
N9 C54 N10 119.6(3) . . ?
N9 C54 C53 112.2(3) . . ?
N10 C54 C53 128.1(3) . . ?
C60 C55 N6 118.6(3) . . ?
C60 C55 C56 118.2(3) . . ?
N6 C55 C56 123.2(3) . . ?
C57 C56 C55 120.2(3) . . ?
C57 C56 H36 119.9 . . ?
C55 C56 H36 119.9 . . ?
C58 C57 C56 120.8(3) . . ?
C58 C57 H37 119.6 . . ?
C56 C57 H37 119.6 . . ?
C57 C58 C59 119.9(3) . . ?
C57 C58 C61 118.2(3) . . ?
C59 C58 C61 121.9(4) . . ?
C58 C59 C60 119.7(3) . . ?
C58 C59 H38 120.1 . . ?
C60 C59 H38 120.1 . . ?
C59 C60 C55 121.2(3) . . ?
C59 C60 H39 119.4 . . ?
C55 C60 H39 119.4 . . ?
F8 C61 F7 107.5(4) . . ?
F8 C61 F9 104.4(3) . . ?
F7 C61 F9 106.5(3) . . ?
F8 C61 C58 111.8(4) . . ?
F7 C61 C58 113.7(3) . . ?
F9 C61 C58 112.3(4) . . ?
C63 C62 C67 118.2(3) . . ?
C63 C62 C45 122.4(3) . . ?
C67 C62 C45 119.4(3) . . ?
C62 C63 C64 120.5(4) . . ?
C62 C63 H40 119.7 . . ?
C64 C63 H40 119.7 . . ?
C65 C64 C63 120.0(4) . . ?
C65 C64 H41 120.0 . . ?
C63 C64 H41 120.0 . . ?
C66 C65 C64 120.1(4) . . ?
C66 C65 H42 119.9 . . ?
C64 C65 H42 119.9 . . ?
C65 C66 C67 120.2(4) . . ?
C65 C66 H43 119.9 . . ?
C67 C66 H43 119.9 . . ?
C66 C67 C62 120.9(3) . . ?
C66 C67 H44 119.5 . . ?
C62 C67 H44 119.5 . . ?
C73 C68 C69 118.7(3) . . ?
C73 C68 C50 121.4(3) . . ?
C69 C68 C50 119.9(3) . . ?
C70 C69 C68 120.6(3) . . ?
C70 C69 H45 119.7 . . ?
C68 C69 H45 119.7 . . ?
C71 C70 C69 119.8(4) . . ?
C71 C70 H46 120.1 . . ?
C69 C70 H46 120.1 . . ?
C70 C71 C72 120.7(4) . . ?
C70 C71 H47 119.7 . . ?
C72 C71 H47 119.7 . . ?
C71 C72 C73 120.0(3) . . ?
C71 C72 H48 120.0 . . ?
C73 C72 H48 120.0 . . ?
C72 C73 C68 120.2(3) . . ?
C72 C73 H49 119.9 . . ?
C68 C73 H49 119.9 . . ?
C75 C74 C79 119.2(3) . . ?
C75 C74 N10 117.5(2) . . ?
C79 C74 N10 123.1(3) . . ?
C76 C75 C74 120.6(3) . . ?
C76 C75 H50 119.7 . . ?
C74 C75 H50 119.7 . . ?
C75 C76 C77 120.3(3) . . ?
C75 C76 H51 119.8 . . ?
C77 C76 H51 119.8 . . ?
C76 C77 C78 119.3(3) . . ?
C76 C77 C80 120.6(3) . . ?
C78 C77 C80 120.0(3) . . ?
C79 C78 C77 120.7(3) . . ?
C79 C78 H52 119.7 . . ?
C77 C78 H52 119.7 . . ?
C78 C79 C74 119.8(3) . . ?
C78 C79 H53 120.1 . . ?
C74 C79 H53 120.1 . . ?
F11 C80 F10 107.0(3) . . ?
F11 C80 F12 105.0(3) . . ?
F10 C80 F12 105.8(3) . . ?
F11 C80 C77 112.9(3) . . ?
F10 C80 C77 113.4(3) . . ?
F12 C80 C77 112.2(3) . . ?
C89 C84 C85 120.1(8) . . ?
C83 C84 C85 121.8(10) . . ?
C84 C85 C86 112.0(8) . . ?
C83 C82 C81 119.9(16) . . ?
C84 C83 C82 141.1(17) . . ?
C88 C87 C89 119.2(11) . . ?
C84 C89 C87 113.3(10) . . ?

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 C1 C2 C3 1.0(4) . . . . ?
N1 C1 C2 C3 179.3(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C5 -177.6(3) . . . . ?
C2 C3 C4 N2 0.9(3) . . . . ?
N2 C4 C5 C6 -8.8(4) . . . . ?
C3 C4 C5 C6 169.5(3) . . . . ?
N2 C4 C5 C22 169.7(3) . . . . ?
C3 C4 C5 C22 -12.0(4) . . . . ?
C4 C5 C6 N3 -23.6(4) . . . . ?
C22 C5 C6 N3 157.8(3) . . . . ?
C4 C5 C6 C7 153.7(3) . . . . ?
C22 C5 C6 C7 -24.9(4) . . . . ?
N3 C6 C7 C8 1.2(3) . . . . ?
C5 C6 C7 C8 -176.4(3) . . . . ?
C6 C7 C8 C9 -1.3(3) . . . . ?
C7 C8 C9 N3 0.9(3) . . . . ?
C7 C8 C9 C10 -176.9(3) . . . . ?
N3 C9 C10 C11 -25.7(4) . . . . ?
C8 C9 C10 C11 151.7(3) . . . . ?
N3 C9 C10 C28 153.3(3) . . . . ?
C8 C9 C10 C28 -29.3(4) . . . . ?
C9 C10 C11 N4 -4.8(4) . . . . ?
C28 C10 C11 N4 176.2(2) . . . . ?
C9 C10 C11 C12 173.4(3) . . . . ?
C28 C10 C11 C12 -5.6(4) . . . . ?
C10 C11 C12 C13 -178.5(3) . . . . ?
N4 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 N4 0.3(3) . . . . ?
C12 C13 C14 N5 177.2(3) . . . . ?
C20 C15 C16 C17 4.6(4) . . . . ?
N1 C15 C16 C17 -177.6(3) . . . . ?
C15 C16 C17 C18 -1.4(4) . . . . ?
C16 C17 C18 C19 -2.1(4) . . . . ?
C16 C17 C18 C21 174.9(3) . . . . ?
C17 C18 C19 C20 2.4(5) . . . . ?
C21 C18 C19 C20 -174.6(3) . . . . ?
C18 C19 C20 C15 0.8(5) . . . . ?
N1 C15 C20 C19 177.7(3) . . . . ?
C16 C15 C20 C19 -4.3(5) . . . . ?
N2 C1 N1 C15 -176.8(3) . . . . ?
C2 C1 N1 C15 5.0(5) . . . . ?
C20 C15 N1 C1 -152.2(3) . . . . ?
C16 C15 N1 C1 29.9(5) . . . . ?
N1 C1 N2 C4 -178.9(3) . . . . ?
C2 C1 N2 C4 -0.5(3) . . . . ?
C5 C4 N2 C1 178.3(3) . . . . ?
C3 C4 N2 C1 -0.3(3) . . . . ?
C7 C6 N3 C9 -0.6(3) . . . . ?
C5 C6 N3 C9 177.1(2) . . . . ?
C8 C9 N3 C6 -0.2(3) . . . . ?
C10 C9 N3 C6 177.8(2) . . . . ?
N5 C14 N4 C11 -177.6(2) . . . . ?
C13 C14 N4 C11 -0.3(3) . . . . ?
C10 C11 N4 C14 178.8(3) . . . . ?
C12 C11 N4 C14 0.3(3) . . . . ?
N4 C14 N5 C34 -166.4(3) . . . . ?
C13 C14 N5 C34 16.8(5) . . . . ?
C17 C18 C21 F3 34.9(4) . . . . ?
C19 C18 C21 F3 -148.1(3) . . . . ?
C17 C18 C21 F2 -84.8(4) . . . . ?
C19 C18 C21 F2 92.2(4) . . . . ?
C17 C18 C21 F1 155.8(3) . . . . ?
C19 C18 C21 F1 -27.2(4) . . . . ?
C4 C5 C22 C27 133.3(3) . . . . ?
C6 C5 C22 C27 -48.1(4) . . . . ?
C4 C5 C22 C23 -49.0(4) . . . . ?
C6 C5 C22 C23 129.6(3) . . . . ?
C27 C22 C23 C24 1.9(4) . . . . ?
C5 C22 C23 C24 -175.7(3) . . . . ?
C22 C23 C24 C25 -1.4(5) . . . . ?
C23 C24 C25 C26 -0.3(5) . . . . ?
C24 C25 C26 C27 1.4(5) . . . . ?
C23 C22 C27 C26 -0.8(4) . . . . ?
C5 C22 C27 C26 176.9(3) . . . . ?
C25 C26 C27 C22 -0.8(5) . . . . ?
C11 C10 C28 C33 -44.0(4) . . . . ?
C9 C10 C28 C33 137.0(3) . . . . ?
C11 C10 C28 C29 134.1(3) . . . . ?
C9 C10 C28 C29 -44.9(4) . . . . ?
C33 C28 C29 C30 2.2(5) . . . . ?
C10 C28 C29 C30 -175.9(3) . . . . ?
C28 C29 C30 C31 -1.4(5) . . . . ?
C29 C30 C31 C32 0.0(5) . . . . ?
C30 C31 C32 C33 0.4(5) . . . . ?
C31 C32 C33 C28 0.5(5) . . . . ?
C29 C28 C33 C32 -1.8(5) . . . . ?
C10 C28 C33 C32 176.4(3) . . . . ?
C14 N5 C34 C39 -159.2(3) . . . . ?
C14 N5 C34 C35 22.6(5) . . . . ?
N5 C34 C35 C36 -179.8(3) . . . . ?
C39 C34 C35 C36 2.0(5) . . . . ?
C34 C35 C36 C37 -1.8(5) . . . . ?
C35 C36 C37 C38 0.6(5) . . . . ?
C35 C36 C37 C40 -176.4(3) . . . . ?
C36 C37 C38 C39 0.4(5) . . . . ?
C40 C37 C38 C39 177.2(3) . . . . ?
C37 C38 C39 C34 -0.1(4) . . . . ?
N5 C34 C39 C38 -179.4(3) . . . . ?
C35 C34 C39 C38 -1.1(4) . . . . ?
C38 C37 C40 F6 -109.7(4) . . . . ?
C36 C37 C40 F6 67.2(4) . . . . ?
C38 C37 C40 F5 130.3(3) . . . . ?
C36 C37 C40 F5 -52.8(4) . . . . ?
C38 C37 C40 F4 10.4(5) . . . . ?
C36 C37 C40 F4 -172.7(3) . . . . ?
C44 N7 C41 N6 -177.4(3) . . . . ?
C44 N7 C41 C42 -1.2(3) . . . . ?
C55 N6 C41 N7 -163.7(3) . . . . ?
C55 N6 C41 C42 20.7(5) . . . . ?
N7 C41 C42 C43 1.1(4) . . . . ?
N6 C41 C42 C43 177.0(3) . . . . ?
C41 C42 C43 C44 -0.5(3) . . . . ?
C41 N7 C44 C45 178.8(3) . . . . ?
C41 N7 C44 C43 0.8(3) . . . . ?
C42 C43 C44 C45 -178.1(3) . . . . ?
C42 C43 C44 N7 -0.2(3) . . . . ?
N7 C44 C45 C46 -9.1(5) . . . . ?
C43 C44 C45 C46 168.5(3) . . . . ?
N7 C44 C45 C62 173.0(3) . . . . ?
C43 C44 C45 C62 -9.4(5) . . . . ?
C49 N8 C46 C47 0.0(3) . . . . ?
C49 N8 C46 C45 179.7(3) . . . . ?
C44 C45 C46 N8 -25.2(4) . . . . ?
C62 C45 C46 N8 152.8(3) . . . . ?
C44 C45 C46 C47 154.3(3) . . . . ?
C62 C45 C46 C47 -27.6(5) . . . . ?
N8 C46 C47 C48 0.6(3) . . . . ?
C45 C46 C47 C48 -179.1(3) . . . . ?
C46 C47 C48 C49 -0.9(4) . . . . ?
C46 N8 C49 C48 -0.6(3) . . . . ?
C46 N8 C49 C50 174.3(3) . . . . ?
C47 C48 C49 N8 1.0(3) . . . . ?
C47 C48 C49 C50 -173.5(3) . . . . ?
N8 C49 C50 C51 -20.2(5) . . . . ?
C48 C49 C50 C51 153.5(3) . . . . ?
N8 C49 C50 C68 162.0(3) . . . . ?
C48 C49 C50 C68 -24.3(5) . . . . ?
C49 C50 C51 N9 -6.8(5) . . . . ?
C68 C50 C51 N9 170.9(3) . . . . ?
C49 C50 C51 C52 174.4(3) . . . . ?
C68 C50 C51 C52 -8.0(5) . . . . ?
C54 N9 C51 C50 -177.3(3) . . . . ?
C54 N9 C51 C52 1.7(3) . . . . ?
C50 C51 C52 C53 177.6(3) . . . . ?
N9 C51 C52 C53 -1.3(3) . . . . ?
C51 C52 C53 C54 0.4(3) . . . . ?
C51 N9 C54 N10 -179.0(3) . . . . ?
C51 N9 C54 C53 -1.5(3) . . . . ?
C74 N10 C54 N9 -154.0(3) . . . . ?
C74 N10 C54 C53 29.0(5) . . . . ?
C52 C53 C54 N9 0.7(4) . . . . ?
C52 C53 C54 N10 177.9(3) . . . . ?
C41 N6 C55 C60 -156.1(3) . . . . ?
C41 N6 C55 C56 23.5(5) . . . . ?
C60 C55 C56 C57 -0.5(5) . . . . ?
N6 C55 C56 C57 179.9(3) . . . . ?
C55 C56 C57 C58 -0.7(6) . . . . ?
C56 C57 C58 C59 0.9(6) . . . . ?
C56 C57 C58 C61 -179.5(4) . . . . ?
C57 C58 C59 C60 0.1(5) . . . . ?
C61 C58 C59 C60 -179.5(3) . . . . ?
C58 C59 C60 C55 -1.2(5) . . . . ?
N6 C55 C60 C59 -179.0(3) . . . . ?
C56 C55 C60 C59 1.4(5) . . . . ?
C57 C58 C61 F8 49.6(5) . . . . ?
C59 C58 C61 F8 -130.8(4) . . . . ?
C57 C58 C61 F7 171.6(4) . . . . ?
C59 C58 C61 F7 -8.8(5) . . . . ?
C57 C58 C61 F9 -67.4(5) . . . . ?
C59 C58 C61 F9 112.2(4) . . . . ?
C44 C45 C62 C63 -41.6(5) . . . . ?
C46 C45 C62 C63 140.4(3) . . . . ?
C44 C45 C62 C67 136.3(3) . . . . ?
C46 C45 C62 C67 -41.7(4) . . . . ?
C67 C62 C63 C64 -1.8(6) . . . . ?
C45 C62 C63 C64 176.1(4) . . . . ?
C62 C63 C64 C65 2.5(7) . . . . ?
C63 C64 C65 C66 -1.5(7) . . . . ?
C64 C65 C66 C67 -0.1(7) . . . . ?
C65 C66 C67 C62 0.8(6) . . . . ?
C63 C62 C67 C66 0.2(5) . . . . ?
C45 C62 C67 C66 -177.8(3) . . . . ?
C51 C50 C68 C73 -48.1(5) . . . . ?
C49 C50 C68 C73 129.7(4) . . . . ?
C51 C50 C68 C69 133.7(4) . . . . ?
C49 C50 C68 C69 -48.5(5) . . . . ?
C73 C68 C69 C70 0.7(6) . . . . ?
C50 C68 C69 C70 178.9(4) . . . . ?
C68 C69 C70 C71 0.2(8) . . . . ?
C69 C70 C71 C72 -0.7(9) . . . . ?
C70 C71 C72 C73 0.3(9) . . . . ?
C71 C72 C73 C68 0.7(8) . . . . ?
C69 C68 C73 C72 -1.1(6) . . . . ?
C50 C68 C73 C72 -179.3(4) . . . . ?
C54 N10 C74 C75 -165.5(3) . . . . ?
C54 N10 C74 C79 19.7(5) . . . . ?
C79 C74 C75 C76 2.1(4) . . . . ?
N10 C74 C75 C76 -172.9(3) . . . . ?
C74 C75 C76 C77 -1.1(5) . . . . ?
C75 C76 C77 C78 -0.6(5) . . . . ?
C75 C76 C77 C80 177.7(3) . . . . ?
C76 C77 C78 C79 1.2(5) . . . . ?
C80 C77 C78 C79 -177.1(3) . . . . ?
C77 C78 C79 C74 -0.2(5) . . . . ?
C75 C74 C79 C78 -1.4(5) . . . . ?
N10 C74 C79 C78 173.3(3) . . . . ?
C76 C77 C80 F11 118.5(3) . . . . ?
C78 C77 C80 F11 -63.2(4) . . . . ?
C76 C77 C80 F10 -3.3(5) . . . . ?
C78 C77 C80 F10 175.0(3) . . . . ?
C76 C77 C80 F12 -123.1(3) . . . . ?
C78 C77 C80 F12 55.2(4) . . . . ?
C89 C84 C85 C86 90.9(12) . . . . ?
C83 C84 C85 C86 145.3(13) . . . . ?
C85 C84 C83 C82 -153(2) . . . . ?
C81 C82 C83 C84 -150(2) . . . . ?
C85 C84 C89 C87 -175.9(10) . . . . ?
C88 C87 C89 C84 -65.4(17) . . . . ?

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
N1 H11 N7 0.88 2.14 2.968(4) 156.6 .
N3 H12 N2 0.88 2.39 2.848(3) 112.4 .
N3 H12 N4 0.88 2.39 2.839(3) 112.0 .
N5 H13 N9 0.88 2.03 2.908(3) 172.4 .
N6 H14 N2 0.88 2.04 2.911(3) 169.3 .
N8 H15 N7 0.88 2.41 2.864(3) 112.4 .
N8 H15 N9 0.88 2.33 2.800(4) 113.4 .
C60 H39 F3 0.95 2.60 3.240(4) 124.7 3_665
N1 H11 N7 0.88 2.14 2.968(4) 156.6 .
N3 H12 N2 0.88 2.39 2.848(3) 112.4 .
N10 H54 N3 0.88 2.61 3.214(3) 126.6 .
N10 H54 N4 0.88 2.08 2.916(3) 159.2 .

_refine_diff_density_max         1.052
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.062


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_160701um
_database_code_depnum_ccdc_archive 'CCDC 1850013'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1,14-diphenyl-5,10-diphenyltripyrrin
_chemical_name_common            1,14-diphenyl-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H29 N5, 2(C H4 O)'
_chemical_formula_sum            'C40 H37 N5 O2'
_chemical_formula_weight         619.75

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'

_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                   18.523(4)
_cell_length_b                   9.319(2)
_cell_length_c                   19.109(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.740(5)
_cell_angle_gamma                90
_cell_volume                     3282.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1756
_cell_measurement_theta_min      25.8
_cell_measurement_theta_max      68.1

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.621
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            21961
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         6.652
_diffrn_reflns_theta_max         66.997
_diffrn_reflns_theta_full        66.997
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             5748
_reflns_number_gt                3922
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0609P)²+0.9724P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5748
_refine_ls_number_parameters     428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
O1 O 0.32389(8) 0.88249(17) 0.37269(8) 0.0281(4) Uani 1 1 d . . . . .
H28 H 0.3171 0.9499 0.4004 0.042 Uiso 1 1 calc R U . . .
C2 C 0.30978(15) 0.9329(3) 0.30031(13) 0.0391(6) Uani 1 1 d . . . . .
H29 H 0.2604 0.9714 0.2928 0.059 Uiso 1 1 calc R U . . .
H30 H 0.3149 0.8528 0.2679 0.059 Uiso 1 1 calc R U . . .
H31 H 0.3446 1.0085 0.2916 0.059 Uiso 1 1 calc R U . . .
N1 N 0.17040(9) 0.12046(18) 0.39560(9) 0.0187(4) Uani 1 1 d . . . . .
H1 H 0.1946 0.1961 0.4127 0.022 Uiso 1 1 calc R U . . .
N2 N 0.19840(9) 0.39619(18) 0.36036(9) 0.0209(4) Uani 1 1 d . . . . .
N3 N 0.25564(9) 0.60797(19) 0.40807(9) 0.0243(4) Uani 1 1 d . . . . .
H32 H 0.2663 0.6968 0.3973 0.029 Uiso 1 1 calc R U . . .
N4 N 0.42062(10) 0.1625(2) 0.50069(10) 0.0298(5) Uani 1 1 d . . . . .
H33 H 0.4582 0.1821 0.5311 0.036 Uiso 1 1 calc R U . . .
N5 N 0.30448(9) 0.07280(19) 0.48430(9) 0.0214(4) Uani 1 1 d . . . . .
C9 C 0.13482(10) 0.1127(2) 0.32750(10) 0.0178(5) Uani 1 1 d . . . . .
C10 C 0.17495(11) -0.2374(2) 0.59230(11) 0.0217(5) Uani 1 1 d . . . . .
H2 H 0.2243 -0.2646 0.5919 0.026 Uiso 1 1 calc R U . . .
C11 C 0.10572(11) -0.0243(2) 0.32127(11) 0.0200(5) Uani 1 1 d . . . . .
H3 H 0.0796 -0.0638 0.2805 0.024 Uiso 1 1 calc R U . . .
C12 C 0.02157(11) 0.1467(2) 0.19978(12) 0.0222(5) Uani 1 1 d . . . . .
H4 H -0.0017 0.1269 0.2408 0.027 Uiso 1 1 calc R U . . .
C13 C 0.25929(11) 0.0125(2) 0.53116(11) 0.0204(5) Uani 1 1 d . . . . .
C14 C 0.12901(11) 0.2325(2) 0.27764(11) 0.0192(5) Uani 1 1 d . . . . .
C15 C 0.19327(11) -0.0335(2) 0.50646(11) 0.0179(5) Uani 1 1 d . . . . .
C16 C 0.36236(11) 0.1059(2) 0.52581(11) 0.0240(5) Uani 1 1 d . . . . .
C17 C 0.12195(11) -0.0952(2) 0.38672(11) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.1071 -0.1896 0.3973 0.025 Uiso 1 1 calc R U . . .
C18 C 0.18905(12) 0.5973(2) 0.28753(12) 0.0258(5) Uani 1 1 d . . . . .
H6 H 0.1959 0.6935 0.2732 0.031 Uiso 1 1 calc R U . . .
C19 C 0.08283(13) 0.2053(2) 0.07419(12) 0.0287(5) Uani 1 1 d . . . . .
H7 H 0.1051 0.2274 0.0328 0.034 Uiso 1 1 calc R U . . .
C20 C -0.01366(12) 0.1151(2) 0.13271(12) 0.0263(5) Uani 1 1 d . . . . .
H8 H -0.0602 0.0713 0.1299 0.032 Uiso 1 1 calc R U . . .
C21 C 0.16291(10) -0.0050(2) 0.43265(11) 0.0181(5) Uani 1 1 d . . . . .
C22 C 0.15303(12) 0.4943(2) 0.24972(11) 0.0233(5) Uani 1 1 d . . . . .
H9 H 0.1289 0.5029 0.2037 0.028 Uiso 1 1 calc R U . . .
C23 C 0.28220(11) 0.5627(2) 0.47785(11) 0.0233(5) Uani 1 1 d . . . . .
C24 C 0.14909(11) -0.1191(2) 0.55185(10) 0.0179(5) Uani 1 1 d . . . . .
C25 C 0.13113(12) -0.3164(2) 0.63297(11) 0.0247(5) Uani 1 1 d . . . . .
H10 H 0.1501 -0.3967 0.6594 0.030 Uiso 1 1 calc R U . . .
C26 C 0.21624(11) 0.5328(2) 0.35608(11) 0.0216(5) Uani 1 1 d . . . . .
C27 C 0.08914(11) 0.2057(2) 0.20538(11) 0.0200(5) Uani 1 1 d . . . . .
C28 C 0.06145(12) -0.2770(2) 0.63433(11) 0.0239(5) Uani 1 1 d . . . . .
H11 H 0.0306 -0.3289 0.6621 0.029 Uiso 1 1 calc R U . . .
C29 C 0.15856(11) 0.3650(2) 0.29404(11) 0.0200(5) Uani 1 1 d . . . . .
C30 C 0.01686(13) 0.1454(2) 0.06978(12) 0.0284(6) Uani 1 1 d . . . . .
H12 H -0.0087 0.1239 0.0254 0.034 Uiso 1 1 calc R U . . .
C31 C 0.11891(12) 0.2353(2) 0.14157(11) 0.0255(5) Uani 1 1 d . . . . .
H13 H 0.1657 0.2777 0.1440 0.031 Uiso 1 1 calc R U . . .
C32 C 0.35777(12) 0.0694(3) 0.60169(12) 0.0267(5) Uani 1 1 d . . . . .
H14 H 0.3938 0.0859 0.6399 0.032 Uiso 1 1 calc R U . . .
C33 C 0.29393(11) 0.0101(2) 0.60459(11) 0.0230(5) Uani 1 1 d . . . . .
H15 H 0.2741 -0.0264 0.6450 0.028 Uiso 1 1 calc R U . . .
C34 C 0.07807(11) -0.0823(2) 0.55336(11) 0.0206(5) Uani 1 1 d . . . . .
H16 H 0.0583 -0.0038 0.5261 0.025 Uiso 1 1 calc R U . . .
C35 C 0.37418(12) 0.2673(3) 0.38390(13) 0.0308(6) Uani 1 1 d . . . . .
H17 H 0.3311 0.2972 0.4027 0.037 Uiso 1 1 calc R U . . .
C36 C 0.28309(13) 0.4084(3) 0.58165(12) 0.0310(6) Uani 1 1 d . . . . .
H18 H 0.2629 0.3290 0.6040 0.037 Uiso 1 1 calc R U . . .
C37 C 0.03510(12) -0.1598(2) 0.59473(11) 0.0231(5) Uani 1 1 d . . . . .
H19 H -0.0141 -0.1320 0.5962 0.028 Uiso 1 1 calc R U . . .
C38 C 0.48798(13) 0.1540(3) 0.39734(13) 0.0324(6) Uani 1 1 d . . . . .
H20 H 0.5254 0.1043 0.4251 0.039 Uiso 1 1 calc R U . . .
C39 C 0.42709(12) 0.1946(2) 0.42667(12) 0.0273(5) Uani 1 1 d . . . . .
C40 C 0.25412(13) 0.4477(3) 0.51339(12) 0.0283(5) Uani 1 1 d . . . . .
H21 H 0.2145 0.3946 0.4910 0.034 Uiso 1 1 calc R U . . .
C41 C 0.33729(12) 0.6396(3) 0.51380(12) 0.0323(6) Uani 1 1 d . . . . .
H22 H 0.3565 0.7213 0.4925 0.039 Uiso 1 1 calc R U . . .
C42 C 0.33917(13) 0.4813(3) 0.61619(13) 0.0356(6) Uani 1 1 d . . . . .
H23 H 0.3594 0.4532 0.6618 0.043 Uiso 1 1 calc R U . . .
C43 C 0.38335(13) 0.2979(3) 0.31211(13) 0.0353(6) Uani 1 1 d . . . . .
H24 H 0.3462 0.3478 0.2842 0.042 Uiso 1 1 calc R U . . .
C44 C 0.44444(13) 0.2569(3) 0.28274(13) 0.0357(6) Uani 1 1 d . . . . .
H25 H 0.4507 0.2771 0.2350 0.043 Uiso 1 1 calc R U . . .
C45 C 0.36561(13) 0.5983(3) 0.58217(13) 0.0417(7) Uani 1 1 d . . . . .
H26 H 0.4041 0.6527 0.6056 0.050 Uiso 1 1 calc R U . . .
C46 C 0.49615(13) 0.1852(3) 0.32556(14) 0.0377(6) Uani 1 1 d . . . . .
H27 H 0.5392 0.1550 0.3066 0.045 Uiso 1 1 calc R U . . .
O2 O 0.46437(9) 0.78384(19) 0.39243(10) 0.0392(4) Uani 1 1 d . . . . .
H34 H 0.4237 0.8241 0.3854 0.059 Uiso 1 1 calc R U . . .
C48 C 0.45676(16) 0.6351(3) 0.37680(17) 0.0517(8) Uani 1 1 d . . . . .
H35 H 0.5048 0.5923 0.3749 0.078 Uiso 1 1 calc R U . . .
H36 H 0.4281 0.6229 0.3312 0.078 Uiso 1 1 calc R U . . .
H37 H 0.4320 0.5877 0.4135 0.078 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.460(3) . ?
O1 H28 0.8400 . ?
C2 H29 0.9800 . ?
C2 H30 0.9800 . ?
C2 H31 0.9800 . ?
N1 C21 1.381(3) . ?
N1 C9 1.401(3) . ?
N1 H1 0.8800 . ?
N2 C26 1.320(3) . ?
N2 C29 1.431(3) . ?
N3 C26 1.366(3) . ?
N3 C23 1.438(3) . ?
N3 H32 0.8800 . ?
N4 C16 1.333(3) . ?
N4 C39 1.462(3) . ?
N4 H33 0.8800 . ?
N5 C16 1.305(3) . ?
N5 C13 1.403(3) . ?
C9 C11 1.387(3) . ?
C9 C14 1.464(3) . ?
C10 C25 1.389(3) . ?
C10 C24 1.403(3) . ?
C10 H2 0.9500 . ?
C11 C17 1.420(3) . ?
C11 H3 0.9500 . ?
C12 C27 1.362(3) . ?
C12 C20 1.410(3) . ?
C12 H4 0.9500 . ?
C13 C15 1.337(3) . ?
C13 C33 1.484(3) . ?
C14 C29 1.375(3) . ?
C14 C27 1.520(3) . ?
C15 C24 1.483(3) . ?
C15 C21 1.489(3) . ?
C16 C32 1.500(3) . ?
C17 C21 1.386(3) . ?
C17 H5 0.9500 . ?
C18 C22 1.339(3) . ?
C18 C26 1.483(3) . ?
C18 H6 0.9500 . ?
C19 C30 1.338(3) . ?
C19 C31 1.418(3) . ?
C19 H7 0.9500 . ?
C20 C30 1.408(3) . ?
C20 H8 0.9500 . ?
C22 C29 1.470(3) . ?
C22 H9 0.9500 . ?
C23 C41 1.374(3) . ?
C23 C40 1.397(3) . ?
C24 C34 1.363(3) . ?
C25 C28 1.344(3) . ?
C25 H10 0.9500 . ?
C27 C31 1.415(3) . ?
C28 C37 1.390(3) . ?
C28 H11 0.9500 . ?
C30 H12 0.9500 . ?
C31 H13 0.9500 . ?
C32 C33 1.311(3) . ?
C32 H14 0.9500 . ?
C33 H15 0.9500 . ?
C34 C37 1.380(3) . ?
C34 H16 0.9500 . ?
C35 C39 1.388(3) . ?
C35 C43 1.428(3) . ?
C35 H17 0.9500 . ?
C36 C42 1.356(3) . ?
C36 C40 1.408(3) . ?
C36 H18 0.9500 . ?
C37 H19 0.9500 . ?
C38 C39 1.362(3) . ?
C38 C46 1.425(4) . ?
C38 H20 0.9500 . ?
C40 H21 0.9500 . ?
C41 C45 1.412(3) . ?
C41 H22 0.9500 . ?
C42 C45 1.384(4) . ?
C42 H23 0.9500 . ?
C43 C44 1.367(4) . ?
C43 H24 0.9500 . ?
C44 C46 1.370(3) . ?
C44 H25 0.9500 . ?
C45 H26 0.9500 . ?
C46 H27 0.9500 . ?
O2 C48 1.422(3) . ?
O2 H34 0.8400 . ?
C48 H35 0.9800 . ?
C48 H36 0.9800 . ?
C48 H37 0.9800 . ?

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
C2 O1 H28 109.5 . . ?
O1 C2 H29 109.5 . . ?
O1 C2 H30 109.5 . . ?
H29 C2 H30 109.5 . . ?
O1 C2 H31 109.5 . . ?
H29 C2 H31 109.5 . . ?
H30 C2 H31 109.5 . . ?
C21 N1 C9 111.76(17) . . ?
C21 N1 H1 124.1 . . ?
C9 N1 H1 124.1 . . ?
C26 N2 C29 104.53(17) . . ?
C26 N3 C23 129.24(18) . . ?
C26 N3 H32 115.4 . . ?
C23 N3 H32 115.4 . . ?
C16 N4 C39 125.23(18) . . ?
C16 N4 H33 117.4 . . ?
C39 N4 H33 117.4 . . ?
C16 N5 C13 102.29(17) . . ?
C11 C9 N1 105.66(18) . . ?
C11 C9 C14 130.06(19) . . ?
N1 C9 C14 124.21(18) . . ?
C25 C10 C24 122.5(2) . . ?
C25 C10 H2 118.7 . . ?
C24 C10 H2 118.7 . . ?
C9 C11 C17 107.86(18) . . ?
C9 C11 H3 126.1 . . ?
C17 C11 H3 126.1 . . ?
C27 C12 C20 119.6(2) . . ?
C27 C12 H4 120.2 . . ?
C20 C12 H4 120.2 . . ?
C15 C13 N5 119.10(18) . . ?
C15 C13 C33 128.5(2) . . ?
N5 C13 C33 112.37(18) . . ?
C29 C14 C9 122.34(19) . . ?
C29 C14 C27 120.05(18) . . ?
C9 C14 C27 117.61(18) . . ?
C13 C15 C24 120.33(18) . . ?
C13 C15 C21 121.50(19) . . ?
C24 C15 C21 118.15(17) . . ?
N5 C16 N4 121.3(2) . . ?
N5 C16 C32 114.30(19) . . ?
N4 C16 C32 124.33(19) . . ?
C21 C17 C11 109.27(18) . . ?
C21 C17 H5 125.4 . . ?
C11 C17 H5 125.4 . . ?
C22 C18 C26 107.03(19) . . ?
C22 C18 H6 126.5 . . ?
C26 C18 H6 126.5 . . ?
C30 C19 C31 118.9(2) . . ?
C30 C19 H7 120.5 . . ?
C31 C19 H7 120.5 . . ?
C30 C20 C12 123.1(2) . . ?
C30 C20 H8 118.5 . . ?
C12 C20 H8 118.5 . . ?
N1 C21 C17 105.41(17) . . ?
N1 C21 C15 126.10(18) . . ?
C17 C21 C15 128.50(19) . . ?
C18 C22 C29 105.92(19) . . ?
C18 C22 H9 127.0 . . ?
C29 C22 H9 127.0 . . ?
C41 C23 C40 116.8(2) . . ?
C41 C23 N3 118.6(2) . . ?
C40 C23 N3 124.5(2) . . ?
C34 C24 C10 117.61(19) . . ?
C34 C24 C15 117.85(18) . . ?
C10 C24 C15 124.53(18) . . ?
C28 C25 C10 118.8(2) . . ?
C28 C25 H10 120.6 . . ?
C10 C25 H10 120.6 . . ?
N2 C26 N3 124.64(19) . . ?
N2 C26 C18 112.38(19) . . ?
N3 C26 C18 122.98(19) . . ?
C12 C27 C31 116.5(2) . . ?
C12 C27 C14 119.80(19) . . ?
C31 C27 C14 123.72(19) . . ?
C25 C28 C37 119.3(2) . . ?
C25 C28 H11 120.3 . . ?
C37 C28 H11 120.3 . . ?
C14 C29 N2 122.86(19) . . ?
C14 C29 C22 126.99(19) . . ?
N2 C29 C22 110.13(18) . . ?
C19 C30 C20 118.2(2) . . ?
C19 C30 H12 120.9 . . ?
C20 C30 H12 120.9 . . ?
C27 C31 C19 123.7(2) . . ?
C27 C31 H13 118.1 . . ?
C19 C31 H13 118.1 . . ?
C33 C32 C16 105.95(19) . . ?
C33 C32 H14 127.0 . . ?
C16 C32 H14 127.0 . . ?
C32 C33 C13 105.1(2) . . ?
C32 C33 H15 127.5 . . ?
C13 C33 H15 127.5 . . ?
C24 C34 C37 119.6(2) . . ?
C24 C34 H16 120.2 . . ?
C37 C34 H16 120.2 . . ?
C39 C35 C43 121.2(2) . . ?
C39 C35 H17 119.4 . . ?
C43 C35 H17 119.4 . . ?
C42 C36 C40 121.5(2) . . ?
C42 C36 H18 119.2 . . ?
C40 C36 H18 119.2 . . ?
C34 C37 C28 122.1(2) . . ?
C34 C37 H19 118.9 . . ?
C28 C37 H19 118.9 . . ?
C39 C38 C46 120.8(2) . . ?
C39 C38 H20 119.6 . . ?
C46 C38 H20 119.6 . . ?
C38 C39 C35 117.3(2) . . ?
C38 C39 N4 119.5(2) . . ?
C35 C39 N4 123.2(2) . . ?
C23 C40 C36 121.6(2) . . ?
C23 C40 H21 119.2 . . ?
C36 C40 H21 119.2 . . ?
C23 C41 C45 120.6(2) . . ?
C23 C41 H22 119.7 . . ?
C45 C41 H22 119.7 . . ?
C36 C42 C45 117.1(2) . . ?
C36 C42 H23 121.4 . . ?
C45 C42 H23 121.4 . . ?
C44 C43 C35 121.4(2) . . ?
C44 C43 H24 119.3 . . ?
C35 C43 H24 119.3 . . ?
C43 C44 C46 116.7(2) . . ?
C43 C44 H25 121.7 . . ?
C46 C44 H25 121.7 . . ?
C42 C45 C41 122.2(2) . . ?
C42 C45 H26 118.9 . . ?
C41 C45 H26 118.9 . . ?
C44 C46 C38 122.6(2) . . ?
C44 C46 H27 118.7 . . ?
C38 C46 H27 118.7 . . ?
C48 O2 H34 109.5 . . ?
O2 C48 H35 109.5 . . ?
O2 C48 H36 109.5 . . ?
H35 C48 H36 109.5 . . ?
O2 C48 H37 109.5 . . ?
H35 C48 H37 109.5 . . ?
H36 C48 H37 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21 N1 C9 C11 -1.7(2) . . . . ?
C21 N1 C9 C14 175.61(18) . . . . ?
N1 C9 C11 C17 2.2(2) . . . . ?
C14 C9 C11 C17 -174.9(2) . . . . ?
C16 N5 C13 C15 179.4(2) . . . . ?
C16 N5 C13 C33 -0.4(2) . . . . ?
C11 C9 C14 C29 176.5(2) . . . . ?
N1 C9 C14 C29 -0.1(3) . . . . ?
C11 C9 C14 C27 -4.1(3) . . . . ?
N1 C9 C14 C27 179.39(18) . . . . ?
N5 C13 C15 C24 169.81(18) . . . . ?
C33 C13 C15 C24 -10.5(3) . . . . ?
N5 C13 C15 C21 -8.3(3) . . . . ?
C33 C13 C15 C21 171.5(2) . . . . ?
C13 N5 C16 N4 177.6(2) . . . . ?
C13 N5 C16 C32 -0.2(2) . . . . ?
C39 N4 C16 N5 0.4(4) . . . . ?
C39 N4 C16 C32 177.9(2) . . . . ?
C9 C11 C17 C21 -2.0(2) . . . . ?
C27 C12 C20 C30 -1.8(3) . . . . ?
C9 N1 C21 C17 0.4(2) . . . . ?
C9 N1 C21 C15 -179.58(19) . . . . ?
C11 C17 C21 N1 0.9(2) . . . . ?
C11 C17 C21 C15 -179.0(2) . . . . ?
C13 C15 C21 N1 -39.2(3) . . . . ?
C24 C15 C21 N1 142.7(2) . . . . ?
C13 C15 C21 C17 140.8(2) . . . . ?
C24 C15 C21 C17 -37.3(3) . . . . ?
C26 C18 C22 C29 -0.8(2) . . . . ?
C26 N3 C23 C41 161.5(2) . . . . ?
C26 N3 C23 C40 -20.9(3) . . . . ?
C25 C10 C24 C34 0.0(3) . . . . ?
C25 C10 C24 C15 -178.63(19) . . . . ?
C13 C15 C24 C34 133.6(2) . . . . ?
C21 C15 C24 C34 -48.2(3) . . . . ?
C13 C15 C24 C10 -47.7(3) . . . . ?
C21 C15 C24 C10 130.4(2) . . . . ?
C24 C10 C25 C28 -0.8(3) . . . . ?
C29 N2 C26 N3 -179.4(2) . . . . ?
C29 N2 C26 C18 0.2(2) . . . . ?
C23 N3 C26 N2 -4.0(3) . . . . ?
C23 N3 C26 C18 176.5(2) . . . . ?
C22 C18 C26 N2 0.4(3) . . . . ?
C22 C18 C26 N3 -180.0(2) . . . . ?
C20 C12 C27 C31 1.7(3) . . . . ?
C20 C12 C27 C14 -176.68(19) . . . . ?
C29 C14 C27 C12 -129.1(2) . . . . ?
C9 C14 C27 C12 51.4(3) . . . . ?
C29 C14 C27 C31 52.6(3) . . . . ?
C9 C14 C27 C31 -126.9(2) . . . . ?
C10 C25 C28 C37 0.5(3) . . . . ?
C9 C14 C29 N2 1.2(3) . . . . ?
C27 C14 C29 N2 -178.27(18) . . . . ?
C9 C14 C29 C22 -176.76(19) . . . . ?
C27 C14 C29 C22 3.8(3) . . . . ?
C26 N2 C29 C14 -178.9(2) . . . . ?
C26 N2 C29 C22 -0.7(2) . . . . ?
C18 C22 C29 C14 179.1(2) . . . . ?
C18 C22 C29 N2 1.0(2) . . . . ?
C31 C19 C30 C20 0.1(3) . . . . ?
C12 C20 C30 C19 0.9(3) . . . . ?
C12 C27 C31 C19 -0.8(3) . . . . ?
C14 C27 C31 C19 177.5(2) . . . . ?
C30 C19 C31 C27 -0.1(3) . . . . ?
N5 C16 C32 C33 0.8(3) . . . . ?
N4 C16 C32 C33 -176.9(2) . . . . ?
C16 C32 C33 C13 -0.9(2) . . . . ?
C15 C13 C33 C32 -178.9(2) . . . . ?
N5 C13 C33 C32 0.9(3) . . . . ?
C10 C24 C34 C37 1.0(3) . . . . ?
C15 C24 C34 C37 179.73(18) . . . . ?
C24 C34 C37 C28 -1.3(3) . . . . ?
C25 C28 C37 C34 0.5(3) . . . . ?
C46 C38 C39 C35 -0.2(3) . . . . ?
C46 C38 C39 N4 -179.3(2) . . . . ?
C43 C35 C39 C38 0.1(3) . . . . ?
C43 C35 C39 N4 179.1(2) . . . . ?
C16 N4 C39 C38 -133.3(2) . . . . ?
C16 N4 C39 C35 47.7(3) . . . . ?
C41 C23 C40 C36 -2.8(3) . . . . ?
N3 C23 C40 C36 179.6(2) . . . . ?
C42 C36 C40 C23 0.6(4) . . . . ?
C40 C23 C41 C45 2.8(3) . . . . ?
N3 C23 C41 C45 -179.4(2) . . . . ?
C40 C36 C42 C45 1.6(4) . . . . ?
C39 C35 C43 C44 0.0(4) . . . . ?
C35 C43 C44 C46 0.0(4) . . . . ?
C36 C42 C45 C41 -1.5(4) . . . . ?
C23 C41 C45 C42 -0.8(4) . . . . ?
C43 C44 C46 C38 -0.2(4) . . . . ?
C39 C38 C46 C44 0.3(4) . . . . ?

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
N1 H1 N2 0.88 2.12 2.719(2) 124.7 .
C35 H17 N2 0.95 2.67 3.457(3) 140.2 .
C40 H21 N2 0.95 2.48 3.040(3) 117.4 .
O1 H28 N5 0.84 2.00 2.824(2) 166.0 1_565
N1 H1 N2 0.88 2.12 2.719(2) 124.7 .
N3 H32 O1 0.88 2.11 2.962(2) 162.4 .
N4 H33 O2 0.88 1.97 2.844(2) 173.2 3_666
C35 H17 N2 0.95 2.67 3.457(3) 140.2 .
O2 H34 O1 0.84 1.92 2.750(2) 169.6 .

_refine_diff_density_max         0.845
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.046


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_161228um
_database_code_depnum_ccdc_archive 'CCDC 1849991'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(mesitylanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(mesitylanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H41 N5'
_chemical_formula_sum            'C44 H41 N5'
_chemical_formula_weight         639.82

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                   12.176(10)
_cell_length_b                   12.713(14)
_cell_length_c                   13.640(9)
_cell_angle_alpha                99.304(18)
_cell_angle_beta                 104.311(8)
_cell_angle_gamma                115.26(3)
_cell_volume                     1762(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1099
_cell_measurement_theta_min      30.3
_cell_measurement_theta_max      68.1

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.550
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.735
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            23073
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         6.692
_diffrn_reflns_theta_max         68.260
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             6198
_reflns_number_gt                4638
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0685P)²+0.1763P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6198
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.76292(13) 0.56592(12) 0.27189(10) 0.0214(3) Uani 1 1 d . . . . .
N2 N 0.72394(12) 0.63304(12) 0.42281(9) 0.0182(3) Uani 1 1 d . . . . .
H1 H 0.6807 0.5603 0.4294 0.022 Uiso 1 1 calc R U . . .
N3 N 0.66927(13) 0.54943(12) 0.59566(10) 0.0193(3) Uani 1 1 d . . . . .
H2 H 0.6950 0.5300 0.5440 0.023 Uiso 1 1 calc R U . . .
N5 N 0.75888(13) 0.33697(12) 0.34626(10) 0.0211(3) Uani 1 1 d . . . . .
H3 H 0.7742 0.4089 0.3388 0.025 Uiso 1 1 calc R U . . .
C1 C 0.77567(15) 0.65401(14) 0.34381(12) 0.0188(3) Uani 1 1 d . . . . .
C2 C 0.84070(16) 0.78655(15) 0.36533(12) 0.0221(4) Uani 1 1 d . . . . .
H4 H 0.8879 0.8298 0.3258 0.027 Uiso 1 1 calc R U . . .
C3 C 0.82269(15) 0.83691(15) 0.45002(12) 0.0212(4) Uani 1 1 d . . . . .
H5 H 0.8534 0.9217 0.4788 0.025 Uiso 1 1 calc R U . . .
C4 C 0.74905(15) 0.74218(14) 0.49104(12) 0.0184(3) Uani 1 1 d . . . . .
C5 C 0.71896(14) 0.75487(14) 0.58080(12) 0.0179(3) Uani 1 1 d . . . . .
C6 C 0.66823(15) 0.65644(14) 0.62605(12) 0.0185(3) Uani 1 1 d . . . . .
C7 C 0.62005(15) 0.65069(15) 0.70943(12) 0.0212(4) Uani 1 1 d . . . . .
H6 H 0.6081 0.7123 0.7472 0.025 Uiso 1 1 calc R U . . .
C8 C 0.59271(16) 0.53865(15) 0.72732(12) 0.0216(4) Uani 1 1 d . . . . .
H7 H 0.5582 0.5101 0.7789 0.026 Uiso 1 1 calc R U . . .
C9 C 0.62511(15) 0.47605(14) 0.65595(12) 0.0191(3) Uani 1 1 d . . . . .
C10 C 0.62109(15) 0.35942(14) 0.64013(12) 0.0190(3) Uani 1 1 d . . . . .
C11 C 0.65643(15) 0.31463(14) 0.56206(11) 0.0193(3) Uani 1 1 d . . . . .
C12 C 0.66560(15) 0.20346(14) 0.54152(12) 0.0206(4) Uani 1 1 d . . . . .
H8 H 0.6464 0.1455 0.5795 0.025 Uiso 1 1 calc R U . . .
C13 C 0.70629(15) 0.19807(14) 0.45870(12) 0.0207(4) Uani 1 1 d . . . . .
H9 H 0.7219 0.1362 0.4268 0.025 Uiso 1 1 calc R U . . .
C14 C 0.72153(15) 0.30700(14) 0.42780(12) 0.0191(3) Uani 1 1 d . . . . .
C15 C 0.74276(15) 0.87580(14) 0.64203(11) 0.0187(3) Uani 1 1 d . . . . .
C16 C 0.86811(16) 0.97510(15) 0.69482(12) 0.0221(4) Uani 1 1 d . . . . .
H10 H 0.9406 0.9680 0.6878 0.027 Uiso 1 1 calc R U . . .
C17 C 0.88787(17) 1.08385(15) 0.75728(13) 0.0251(4) Uani 1 1 d . . . . .
H11 H 0.9734 1.1506 0.7924 0.030 Uiso 1 1 calc R U . . .
C18 C 0.78309(17) 1.09510(15) 0.76841(13) 0.0256(4) Uani 1 1 d . . . . .
H12 H 0.7966 1.1691 0.8118 0.031 Uiso 1 1 calc R U . . .
C19 C 0.65832(17) 0.99792(15) 0.71592(13) 0.0239(4) Uani 1 1 d . . . . .
H13 H 0.5862 1.0057 0.7231 0.029 Uiso 1 1 calc R U . . .
C20 C 0.63821(16) 0.88953(15) 0.65307(12) 0.0207(4) Uani 1 1 d . . . . .
H14 H 0.5522 0.8237 0.6171 0.025 Uiso 1 1 calc R U . . .
N4 N 0.69318(12) 0.37541(12) 0.48869(10) 0.0194(3) Uani 1 1 d . . . . .
C21 C 0.57899(15) 0.28899(14) 0.71349(12) 0.0189(3) Uani 1 1 d . . . . .
C22 C 0.65129(16) 0.33736(15) 0.82254(12) 0.0232(4) Uani 1 1 d . . . . .
H15 H 0.7269 0.4154 0.8496 0.028 Uiso 1 1 calc R U . . .
C23 C 0.61330(17) 0.27205(16) 0.89131(13) 0.0272(4) Uani 1 1 d . . . . .
H16 H 0.6640 0.3044 0.9650 0.033 Uiso 1 1 calc R U . . .
C24 C 0.50140(18) 0.15973(16) 0.85249(13) 0.0261(4) Uani 1 1 d . . . . .
H17 H 0.4747 0.1155 0.8998 0.031 Uiso 1 1 calc R U . . .
C25 C 0.42817(17) 0.11158(15) 0.74501(13) 0.0244(4) Uani 1 1 d . . . . .
H18 H 0.3509 0.0348 0.7188 0.029 Uiso 1 1 calc R U . . .
C26 C 0.46743(16) 0.17524(15) 0.67555(12) 0.0209(4) Uani 1 1 d . . . . .
H19 H 0.4179 0.1410 0.6017 0.025 Uiso 1 1 calc R U . . .
C27 C 0.81107(15) 0.59493(14) 0.18867(12) 0.0205(4) Uani 1 1 d . . . . .
C28 C 0.74533(16) 0.62612(15) 0.10836(12) 0.0231(4) Uani 1 1 d . . . . .
C29 C 0.79183(17) 0.64810(15) 0.02595(12) 0.0253(4) Uani 1 1 d . . . . .
H20 H 0.7484 0.6706 -0.0278 0.030 Uiso 1 1 calc R U . . .
C30 C 0.89945(17) 0.63829(15) 0.01957(13) 0.0258(4) Uani 1 1 d . . . . .
C31 C 0.96067(16) 0.60496(14) 0.09864(13) 0.0249(4) Uani 1 1 d . . . . .
H21 H 1.0329 0.5957 0.0945 0.030 Uiso 1 1 calc R U . . .
C32 C 0.91997(16) 0.58447(14) 0.18445(12) 0.0225(4) Uani 1 1 d . . . . .
C33 C 0.62663(18) 0.63493(18) 0.10934(14) 0.0310(4) Uani 1 1 d . . . . .
H22 H 0.5924 0.6537 0.0455 0.047 Uiso 1 1 calc R U . . .
H23 H 0.6494 0.6999 0.1727 0.047 Uiso 1 1 calc R U . . .
H24 H 0.5605 0.5570 0.1104 0.047 Uiso 1 1 calc R U . . .
C34 C 0.94947(19) 0.66677(17) -0.06913(14) 0.0352(5) Uani 1 1 d . . . . .
H25 H 0.8761 0.6305 -0.1365 0.053 Uiso 1 1 calc R U . . .
H26 H 1.0074 0.6328 -0.0738 0.053 Uiso 1 1 calc R U . . .
H27 H 0.9974 0.7555 -0.0546 0.053 Uiso 1 1 calc R U . . .
C35 C 0.99477(17) 0.55567(17) 0.27125(14) 0.0299(4) Uani 1 1 d . . . . .
H28 H 0.9463 0.4687 0.2641 0.045 Uiso 1 1 calc R U . . .
H29 H 1.0072 0.6046 0.3405 0.045 Uiso 1 1 calc R U . . .
H30 H 1.0796 0.5750 0.2657 0.045 Uiso 1 1 calc R U . . .
C36 C 0.77444(15) 0.25660(14) 0.27181(12) 0.0187(3) Uani 1 1 d . . . . .
C37 C 0.67947(15) 0.19604(15) 0.16969(12) 0.0198(3) Uani 1 1 d . . . . .
C38 C 0.69517(16) 0.11805(15) 0.09739(12) 0.0224(4) Uani 1 1 d . . . . .
H31 H 0.6324 0.0780 0.0275 0.027 Uiso 1 1 calc R U . . .
C39 C 0.80027(17) 0.09685(15) 0.12433(13) 0.0246(4) Uani 1 1 d . . . . .
C40 C 0.89349(17) 0.16015(16) 0.22579(13) 0.0260(4) Uani 1 1 d . . . . .
H32 H 0.9664 0.1476 0.2449 0.031 Uiso 1 1 calc R U . . .
C41 C 0.88362(16) 0.24143(15) 0.30049(12) 0.0226(4) Uani 1 1 d . . . . .
C42 C 0.56326(17) 0.21526(17) 0.14236(13) 0.0271(4) Uani 1 1 d . . . . .
H33 H 0.5042 0.1636 0.0699 0.041 Uiso 1 1 calc R U . . .
H34 H 0.5918 0.3012 0.1470 0.041 Uiso 1 1 calc R U . . .
H35 H 0.5181 0.1935 0.1923 0.041 Uiso 1 1 calc R U . . .
C43 C 0.8120(2) 0.00729(18) 0.04600(15) 0.0360(5) Uani 1 1 d . . . . .
H36 H 0.7588 -0.0758 0.0470 0.054 Uiso 1 1 calc R U . . .
H37 H 0.9030 0.0264 0.0656 0.054 Uiso 1 1 calc R U . . .
H38 H 0.7819 0.0131 -0.0255 0.054 Uiso 1 1 calc R U . . .
C44 C 0.98941(17) 0.31200(18) 0.40808(14) 0.0318(4) Uani 1 1 d . . . . .
H39 H 0.9601 0.2769 0.4617 0.048 Uiso 1 1 calc R U . . .
H40 H 1.0095 0.3976 0.4256 0.048 Uiso 1 1 calc R U . . .
H41 H 1.0674 0.3074 0.4069 0.048 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.289(2) . ?
N1 C27 1.431(2) . ?
N2 C1 1.384(2) . ?
N2 C4 1.402(2) . ?
N2 H1 0.8800 . ?
N3 C6 1.363(3) . ?
N3 C9 1.369(2) . ?
N3 H2 0.8800 . ?
N5 C14 1.352(2) . ?
N5 C36 1.427(2) . ?
N5 H3 0.8800 . ?
C1 C2 1.462(3) . ?
C2 C3 1.341(2) . ?
C2 H4 0.9500 . ?
C3 C4 1.453(2) . ?
C3 H5 0.9500 . ?
C4 C5 1.367(2) . ?
C5 C6 1.452(2) . ?
C5 C15 1.493(3) . ?
C6 C7 1.401(2) . ?
C7 C8 1.395(3) . ?
C7 H6 0.9500 . ?
C8 C9 1.394(2) . ?
C8 H7 0.9500 . ?
C9 C10 1.441(3) . ?
C10 C11 1.372(2) . ?
C10 C21 1.489(2) . ?
C11 N4 1.405(2) . ?
C11 C12 1.453(3) . ?
C12 C13 1.344(2) . ?
C12 H8 0.9500 . ?
C13 C14 1.462(3) . ?
C13 H9 0.9500 . ?
C14 N4 1.315(2) . ?
C15 C20 1.396(3) . ?
C15 C16 1.400(2) . ?
C16 C17 1.389(3) . ?
C16 H10 0.9500 . ?
C17 C18 1.384(3) . ?
C17 H11 0.9500 . ?
C18 C19 1.386(3) . ?
C18 H12 0.9500 . ?
C19 C20 1.386(3) . ?
C19 H13 0.9500 . ?
C20 H14 0.9500 . ?
C21 C26 1.392(3) . ?
C21 C22 1.400(2) . ?
C22 C23 1.386(2) . ?
C22 H15 0.9500 . ?
C23 C24 1.384(3) . ?
C23 H16 0.9500 . ?
C24 C25 1.385(3) . ?
C24 H17 0.9500 . ?
C25 C26 1.387(2) . ?
C25 H18 0.9500 . ?
C26 H19 0.9500 . ?
C27 C32 1.402(3) . ?
C27 C28 1.406(3) . ?
C28 C29 1.394(2) . ?
C28 C33 1.500(3) . ?
C29 C30 1.390(3) . ?
C29 H20 0.9500 . ?
C30 C31 1.385(3) . ?
C30 C34 1.511(2) . ?
C31 C32 1.399(2) . ?
C31 H21 0.9500 . ?
C32 C35 1.502(3) . ?
C33 H22 0.9800 . ?
C33 H23 0.9800 . ?
C33 H24 0.9800 . ?
C34 H25 0.9800 . ?
C34 H26 0.9800 . ?
C34 H27 0.9800 . ?
C35 H28 0.9800 . ?
C35 H29 0.9800 . ?
C35 H30 0.9800 . ?
C36 C41 1.394(3) . ?
C36 C37 1.403(2) . ?
C37 C38 1.390(3) . ?
C37 C42 1.505(3) . ?
C38 C39 1.393(3) . ?
C38 H31 0.9500 . ?
C39 C40 1.391(3) . ?
C39 C43 1.510(3) . ?
C40 C41 1.395(3) . ?
C40 H32 0.9500 . ?
C41 C44 1.507(3) . ?
C42 H33 0.9800 . ?
C42 H34 0.9800 . ?
C42 H35 0.9800 . ?
C43 H36 0.9800 . ?
C43 H37 0.9800 . ?
C43 H38 0.9800 . ?
C44 H39 0.9800 . ?
C44 H40 0.9800 . ?
C44 H41 0.9800 . ?

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
C1 N1 C27 117.98(14) . . ?
C1 N2 C4 111.47(13) . . ?
C1 N2 H1 124.3 . . ?
C4 N2 H1 124.3 . . ?
C6 N3 C9 111.21(14) . . ?
C6 N3 H2 124.4 . . ?
C9 N3 H2 124.4 . . ?
C14 N5 C36 122.59(14) . . ?
C14 N5 H3 118.7 . . ?
C36 N5 H3 118.7 . . ?
N1 C1 N2 121.73(15) . . ?
N1 C1 C2 132.94(15) . . ?
N2 C1 C2 105.33(13) . . ?
C3 C2 C1 108.75(14) . . ?
C3 C2 H4 125.6 . . ?
C1 C2 H4 125.6 . . ?
C2 C3 C4 109.72(16) . . ?
C2 C3 H5 125.1 . . ?
C4 C3 H5 125.1 . . ?
C5 C4 N2 126.52(14) . . ?
C5 C4 C3 128.59(15) . . ?
N2 C4 C3 104.70(15) . . ?
C4 C5 C6 123.73(16) . . ?
C4 C5 C15 120.85(14) . . ?
C6 C5 C15 115.37(15) . . ?
N3 C6 C7 106.37(14) . . ?
N3 C6 C5 122.87(15) . . ?
C7 C6 C5 130.60(16) . . ?
C8 C7 C6 107.98(15) . . ?
C8 C7 H6 126.0 . . ?
C6 C7 H6 126.0 . . ?
C7 C8 C9 107.80(15) . . ?
C7 C8 H7 126.1 . . ?
C9 C8 H7 126.1 . . ?
N3 C9 C8 106.64(16) . . ?
N3 C9 C10 121.07(15) . . ?
C8 C9 C10 132.28(14) . . ?
C11 C10 C9 122.01(14) . . ?
C11 C10 C21 120.59(16) . . ?
C9 C10 C21 117.39(14) . . ?
C10 C11 N4 122.99(16) . . ?
C10 C11 C12 128.02(14) . . ?
N4 C11 C12 108.98(14) . . ?
C13 C12 C11 107.12(14) . . ?
C13 C12 H8 126.4 . . ?
C11 C12 H8 126.4 . . ?
C12 C13 C14 105.87(15) . . ?
C12 C13 H9 127.1 . . ?
C14 C13 H9 127.1 . . ?
N4 C14 N5 122.11(16) . . ?
N4 C14 C13 112.14(14) . . ?
N5 C14 C13 125.75(15) . . ?
C20 C15 C16 118.19(17) . . ?
C20 C15 C5 119.60(14) . . ?
C16 C15 C5 122.09(16) . . ?
C17 C16 C15 120.84(17) . . ?
C17 C16 H10 119.6 . . ?
C15 C16 H10 119.6 . . ?
C18 C17 C16 120.10(16) . . ?
C18 C17 H11 119.9 . . ?
C16 C17 H11 119.9 . . ?
C17 C18 C19 119.72(17) . . ?
C17 C18 H12 120.1 . . ?
C19 C18 H12 120.1 . . ?
C20 C19 C18 120.33(17) . . ?
C20 C19 H13 119.8 . . ?
C18 C19 H13 119.8 . . ?
C19 C20 C15 120.81(15) . . ?
C19 C20 H14 119.6 . . ?
C15 C20 H14 119.6 . . ?
C14 N4 C11 105.89(15) . . ?
C26 C21 C22 118.96(14) . . ?
C26 C21 C10 120.99(14) . . ?
C22 C21 C10 120.05(15) . . ?
C23 C22 C21 120.44(16) . . ?
C23 C22 H15 119.8 . . ?
C21 C22 H15 119.8 . . ?
C24 C23 C22 119.87(16) . . ?
C24 C23 H16 120.1 . . ?
C22 C23 H16 120.1 . . ?
C23 C24 C25 120.24(15) . . ?
C23 C24 H17 119.9 . . ?
C25 C24 H17 119.9 . . ?
C24 C25 C26 120.10(16) . . ?
C24 C25 H18 120.0 . . ?
C26 C25 H18 120.0 . . ?
C25 C26 C21 120.37(15) . . ?
C25 C26 H19 119.8 . . ?
C21 C26 H19 119.8 . . ?
C32 C27 C28 120.27(15) . . ?
C32 C27 N1 119.17(15) . . ?
C28 C27 N1 120.45(16) . . ?
C29 C28 C27 118.70(17) . . ?
C29 C28 C33 119.84(16) . . ?
C27 C28 C33 121.45(15) . . ?
C30 C29 C28 122.33(16) . . ?
C30 C29 H20 118.8 . . ?
C28 C29 H20 118.8 . . ?
C31 C30 C29 117.70(15) . . ?
C31 C30 C34 121.54(18) . . ?
C29 C30 C34 120.74(17) . . ?
C30 C31 C32 122.40(17) . . ?
C30 C31 H21 118.8 . . ?
C32 C31 H21 118.8 . . ?
C31 C32 C27 118.58(16) . . ?
C31 C32 C35 120.10(17) . . ?
C27 C32 C35 121.29(15) . . ?
C28 C33 H22 109.5 . . ?
C28 C33 H23 109.5 . . ?
H22 C33 H23 109.5 . . ?
C28 C33 H24 109.5 . . ?
H22 C33 H24 109.5 . . ?
H23 C33 H24 109.5 . . ?
C30 C34 H25 109.5 . . ?
C30 C34 H26 109.5 . . ?
H25 C34 H26 109.5 . . ?
C30 C34 H27 109.5 . . ?
H25 C34 H27 109.5 . . ?
H26 C34 H27 109.5 . . ?
C32 C35 H28 109.5 . . ?
C32 C35 H29 109.5 . . ?
H28 C35 H29 109.5 . . ?
C32 C35 H30 109.5 . . ?
H28 C35 H30 109.5 . . ?
H29 C35 H30 109.5 . . ?
C41 C36 C37 121.35(16) . . ?
C41 C36 N5 120.02(14) . . ?
C37 C36 N5 118.62(15) . . ?
C38 C37 C36 118.41(16) . . ?
C38 C37 C42 122.12(15) . . ?
C36 C37 C42 119.46(15) . . ?
C37 C38 C39 121.93(15) . . ?
C37 C38 H31 119.0 . . ?
C39 C38 H31 119.0 . . ?
C40 C39 C38 117.92(16) . . ?
C40 C39 C43 121.12(17) . . ?
C38 C39 C43 120.96(16) . . ?
C39 C40 C41 122.31(17) . . ?
C39 C40 H32 118.8 . . ?
C41 C40 H32 118.8 . . ?
C36 C41 C40 118.01(15) . . ?
C36 C41 C44 121.34(16) . . ?
C40 C41 C44 120.64(17) . . ?
C37 C42 H33 109.5 . . ?
C37 C42 H34 109.5 . . ?
H33 C42 H34 109.5 . . ?
C37 C42 H35 109.5 . . ?
H33 C42 H35 109.5 . . ?
H34 C42 H35 109.5 . . ?
C39 C43 H36 109.5 . . ?
C39 C43 H37 109.5 . . ?
H36 C43 H37 109.5 . . ?
C39 C43 H38 109.5 . . ?
H36 C43 H38 109.5 . . ?
H37 C43 H38 109.5 . . ?
C41 C44 H39 109.5 . . ?
C41 C44 H40 109.5 . . ?
H39 C44 H40 109.5 . . ?
C41 C44 H41 109.5 . . ?
H39 C44 H41 109.5 . . ?
H40 C44 H41 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C27 N1 C1 N2 175.45(14) . . . . ?
C27 N1 C1 C2 -5.6(3) . . . . ?
C4 N2 C1 N1 -179.45(14) . . . . ?
C4 N2 C1 C2 1.32(17) . . . . ?
N1 C1 C2 C3 179.01(17) . . . . ?
N2 C1 C2 C3 -1.90(18) . . . . ?
C1 C2 C3 C4 1.75(19) . . . . ?
C1 N2 C4 C5 -175.56(15) . . . . ?
C1 N2 C4 C3 -0.33(17) . . . . ?
C2 C3 C4 C5 174.18(17) . . . . ?
C2 C3 C4 N2 -0.92(18) . . . . ?
N2 C4 C5 C6 7.3(3) . . . . ?
C3 C4 C5 C6 -166.81(16) . . . . ?
N2 C4 C5 C15 -175.51(15) . . . . ?
C3 C4 C5 C15 10.4(3) . . . . ?
C9 N3 C6 C7 -0.46(17) . . . . ?
C9 N3 C6 C5 175.36(13) . . . . ?
C4 C5 C6 N3 13.0(2) . . . . ?
C15 C5 C6 N3 -164.30(14) . . . . ?
C4 C5 C6 C7 -172.24(17) . . . . ?
C15 C5 C6 C7 10.4(2) . . . . ?
N3 C6 C7 C8 -0.08(17) . . . . ?
C5 C6 C7 C8 -175.46(16) . . . . ?
C6 C7 C8 C9 0.57(18) . . . . ?
C6 N3 C9 C8 0.81(17) . . . . ?
C6 N3 C9 C10 -178.20(14) . . . . ?
C7 C8 C9 N3 -0.83(18) . . . . ?
C7 C8 C9 C10 178.02(16) . . . . ?
N3 C9 C10 C11 -2.4(2) . . . . ?
C8 C9 C10 C11 178.85(17) . . . . ?
N3 C9 C10 C21 176.49(13) . . . . ?
C8 C9 C10 C21 -2.2(2) . . . . ?
C9 C10 C11 N4 -3.1(2) . . . . ?
C21 C10 C11 N4 178.03(13) . . . . ?
C9 C10 C11 C12 175.49(15) . . . . ?
C21 C10 C11 C12 -3.4(2) . . . . ?
C10 C11 C12 C13 -178.78(15) . . . . ?
N4 C11 C12 C13 -0.05(17) . . . . ?
C11 C12 C13 C14 -0.31(17) . . . . ?
C36 N5 C14 N4 -172.10(14) . . . . ?
C36 N5 C14 C13 7.2(2) . . . . ?
C12 C13 C14 N4 0.62(18) . . . . ?
C12 C13 C14 N5 -178.78(15) . . . . ?
C4 C5 C15 C20 118.10(17) . . . . ?
C6 C5 C15 C20 -64.47(19) . . . . ?
C4 C5 C15 C16 -65.9(2) . . . . ?
C6 C5 C15 C16 111.54(17) . . . . ?
C20 C15 C16 C17 0.6(2) . . . . ?
C5 C15 C16 C17 -175.44(14) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C16 C17 C18 C19 -0.8(2) . . . . ?
C17 C18 C19 C20 0.4(2) . . . . ?
C18 C19 C20 C15 0.5(2) . . . . ?
C16 C15 C20 C19 -1.0(2) . . . . ?
C5 C15 C20 C19 175.19(14) . . . . ?
N5 C14 N4 C11 178.78(14) . . . . ?
C13 C14 N4 C11 -0.63(17) . . . . ?
C10 C11 N4 C14 179.23(14) . . . . ?
C12 C11 N4 C14 0.43(16) . . . . ?
C11 C10 C21 C26 -63.6(2) . . . . ?
C9 C10 C21 C26 117.47(18) . . . . ?
C11 C10 C21 C22 116.93(19) . . . . ?
C9 C10 C21 C22 -62.0(2) . . . . ?
C26 C21 C22 C23 1.0(3) . . . . ?
C10 C21 C22 C23 -179.55(16) . . . . ?
C21 C22 C23 C24 -1.7(3) . . . . ?
C22 C23 C24 C25 0.9(3) . . . . ?
C23 C24 C25 C26 0.7(3) . . . . ?
C24 C25 C26 C21 -1.4(3) . . . . ?
C22 C21 C26 C25 0.6(3) . . . . ?
C10 C21 C26 C25 -178.91(16) . . . . ?
C1 N1 C27 C32 110.99(18) . . . . ?
C1 N1 C27 C28 -73.0(2) . . . . ?
C32 C27 C28 C29 -1.0(2) . . . . ?
N1 C27 C28 C29 -176.98(14) . . . . ?
C32 C27 C28 C33 178.46(15) . . . . ?
N1 C27 C28 C33 2.5(2) . . . . ?
C27 C28 C29 C30 1.1(2) . . . . ?
C33 C28 C29 C30 -178.37(16) . . . . ?
C28 C29 C30 C31 0.2(2) . . . . ?
C28 C29 C30 C34 -178.03(15) . . . . ?
C29 C30 C31 C32 -1.7(2) . . . . ?
C34 C30 C31 C32 176.56(15) . . . . ?
C30 C31 C32 C27 1.8(2) . . . . ?
C30 C31 C32 C35 -176.42(15) . . . . ?
C28 C27 C32 C31 -0.4(2) . . . . ?
N1 C27 C32 C31 175.66(14) . . . . ?
C28 C27 C32 C35 177.78(15) . . . . ?
N1 C27 C32 C35 -6.2(2) . . . . ?
C14 N5 C36 C41 -76.2(2) . . . . ?
C14 N5 C36 C37 105.05(18) . . . . ?
C41 C36 C37 C38 1.2(2) . . . . ?
N5 C36 C37 C38 179.87(13) . . . . ?
C41 C36 C37 C42 -179.99(14) . . . . ?
N5 C36 C37 C42 -1.3(2) . . . . ?
C36 C37 C38 C39 1.4(2) . . . . ?
C42 C37 C38 C39 -177.44(14) . . . . ?
C37 C38 C39 C40 -2.4(2) . . . . ?
C37 C38 C39 C43 177.16(14) . . . . ?
C38 C39 C40 C41 1.0(2) . . . . ?
C43 C39 C40 C41 -178.60(15) . . . . ?
C37 C36 C41 C40 -2.5(2) . . . . ?
N5 C36 C41 C40 178.80(13) . . . . ?
C37 C36 C41 C44 176.44(15) . . . . ?
N5 C36 C41 C44 -2.3(2) . . . . ?
C39 C40 C41 C36 1.4(2) . . . . ?
C39 C40 C41 C44 -177.54(15) . . . . ?

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 H1 N3 0.88 2.33 2.848(2) 117.9 .
N2 H1 N4 0.88 2.66 3.427(4) 146.7 .
N3 H2 N2 0.88 2.27 2.848(2) 122.9 .
N3 H2 N4 0.88 1.98 2.612(3) 128.0 .
N5 H3 N1 0.88 2.37 3.219(4) 163.1 .

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_160716um
_database_code_depnum_ccdc_archive 'CCDC 1850026'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1-anilino-14-bromo-5,10-diphenyltripyrrin
_chemical_name_common            1-anilino-14-bromo-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H23 Br N4, C1.50 H3 O0.50 '
_chemical_formula_sum            'C33.50 H26 Br N4 O0.50'
_chemical_formula_weight         572.49

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.751(4)
_cell_length_b                   15.095(4)
_cell_length_c                   26.536(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.513(4)
_cell_angle_gamma                90
_cell_volume                     5416(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1491
_cell_measurement_theta_min      28.7
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.315
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.933
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            17758
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         6.548
_diffrn_reflns_theta_max         68.231
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4900
_reflns_number_gt                3598
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0452P)²+18.3306P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4900
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.0932
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.12953(19) 0.20828(18) 0.14035(10) 0.0193(6) Uani 1 1 d . . . . .
N3 N 0.35139(18) 0.30986(18) 0.22645(10) 0.0170(6) Uani 1 1 d . . . . .
N4 N 0.3553(2) 0.45875(18) 0.19540(11) 0.0224(6) Uani 1 1 d . . . . .
H1 H 0.3611 0.5138 0.2065 0.027 Uiso 1 1 calc R U . . .
C1 C 0.0697(2) 0.2597(2) 0.10985(12) 0.0207(7) Uani 1 1 d . . . . .
C2 C 0.0315(2) 0.2243(2) 0.06040(12) 0.0230(7) Uani 1 1 d . . . . .
H2 H -0.0131 0.2516 0.0333 0.028 Uiso 1 1 calc R U . . .
C3 C 0.0733(2) 0.1423(2) 0.06088(12) 0.0213(7) Uani 1 1 d . . . . .
H3 H 0.0639 0.1004 0.0337 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1349(2) 0.1315(2) 0.11081(11) 0.0169(6) Uani 1 1 d . . . . .
C5 C 0.1953(2) 0.0602(2) 0.12909(11) 0.0155(6) Uani 1 1 d . . . . .
C6 C 0.2623(2) 0.0614(2) 0.17663(11) 0.0161(6) Uani 1 1 d . . . . .
C7 C 0.3141(2) -0.0085(2) 0.20479(12) 0.0185(7) Uani 1 1 d . . . . .
H4 H 0.3130 -0.0689 0.1946 0.022 Uiso 1 1 calc R U . . .
C8 C 0.3666(2) 0.0262(2) 0.24976(12) 0.0206(7) Uani 1 1 d . . . . .
H5 H 0.4077 -0.0062 0.2761 0.025 Uiso 1 1 calc R U . . .
C9 C 0.3487(2) 0.1180(2) 0.24975(11) 0.0162(6) Uani 1 1 d . . . . .
C10 C 0.3887(2) 0.1851(2) 0.28666(11) 0.0162(7) Uani 1 1 d . . . . .
C11 C 0.3860(2) 0.2735(2) 0.27524(11) 0.0161(6) Uani 1 1 d . . . . .
C12 C 0.4208(2) 0.3443(2) 0.31130(12) 0.0193(7) Uani 1 1 d . . . . .
H6 H 0.4475 0.3375 0.3467 0.023 Uiso 1 1 calc R U . . .
C13 C 0.4084(2) 0.4200(2) 0.28548(12) 0.0206(7) Uani 1 1 d . . . . .
H7 H 0.4227 0.4780 0.2987 0.025 Uiso 1 1 calc R U . . .
C14 C 0.3681(2) 0.3955(2) 0.23262(12) 0.0188(7) Uani 1 1 d . . . . .
C15 C 0.1890(2) -0.0234(2) 0.09901(11) 0.0171(7) Uani 1 1 d . . . . .
C16 C 0.0981(2) -0.0635(2) 0.08064(11) 0.0190(7) Uani 1 1 d . . . . .
H8 H 0.0387 -0.0342 0.0843 0.023 Uiso 1 1 calc R U . . .
C17 C 0.0936(3) -0.1455(2) 0.05707(11) 0.0229(7) Uani 1 1 d . . . . .
H9 H 0.0311 -0.1725 0.0454 0.027 Uiso 1 1 calc R U . . .
C18 C 0.1791(3) -0.1885(2) 0.05039(12) 0.0263(8) Uani 1 1 d . . . . .
H10 H 0.1758 -0.2454 0.0349 0.032 Uiso 1 1 calc R U . . .
C19 C 0.2697(3) -0.1475(2) 0.06659(13) 0.0269(8) Uani 1 1 d . . . . .
H11 H 0.3287 -0.1756 0.0611 0.032 Uiso 1 1 calc R U . . .
C20 C 0.2747(2) -0.0662(2) 0.09065(12) 0.0232(7) Uani 1 1 d . . . . .
H12 H 0.3372 -0.0390 0.1017 0.028 Uiso 1 1 calc R U . . .
C21 C 0.4356(2) 0.1545(2) 0.33883(11) 0.0162(6) Uani 1 1 d . . . . .
C22 C 0.3821(2) 0.1049(2) 0.36854(12) 0.0220(7) Uani 1 1 d . . . . .
H13 H 0.3164 0.0871 0.3545 0.026 Uiso 1 1 calc R U . . .
C23 C 0.4228(3) 0.0810(2) 0.41819(13) 0.0258(8) Uani 1 1 d . . . . .
H14 H 0.3847 0.0479 0.4380 0.031 Uiso 1 1 calc R U . . .
C24 C 0.5190(3) 0.1050(2) 0.43918(12) 0.0255(8) Uani 1 1 d . . . . .
H15 H 0.5473 0.0884 0.4732 0.031 Uiso 1 1 calc R U . . .
C25 C 0.5730(2) 0.1535(2) 0.40980(13) 0.0255(8) Uani 1 1 d . . . . .
H16 H 0.6388 0.1704 0.4240 0.031 Uiso 1 1 calc R U . . .
N2 N 0.28507(18) 0.13661(18) 0.20552(9) 0.0159(5) Uani 1 1 d . . . . .
H17 H 0.2616 0.1897 0.1966 0.019 Uiso 1 1 calc R U . . .
C26 C 0.5329(2) 0.1777(2) 0.36015(12) 0.0209(7) Uani 1 1 d . . . . .
H18 H 0.5716 0.2104 0.3404 0.025 Uiso 1 1 calc R U . . .
C27 C 0.3344(2) 0.4490(2) 0.14204(13) 0.0229(8) Uani 1 1 d . . . . .
C28 C 0.3537(3) 0.5210(3) 0.11232(15) 0.0316(9) Uani 1 1 d . . . . .
H19 H 0.3826 0.5733 0.1285 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3308(3) 0.5163(3) 0.05937(16) 0.0395(10) Uani 1 1 d . . . . .
H20 H 0.3439 0.5656 0.0394 0.047 Uiso 1 1 calc R U . . .
C30 C 0.2892(3) 0.4408(3) 0.03522(14) 0.0370(10) Uani 1 1 d . . . . .
H21 H 0.2736 0.4380 -0.0011 0.044 Uiso 1 1 calc R U . . .
C31 C 0.2706(3) 0.3694(3) 0.06464(13) 0.0325(8) Uani 1 1 d . . . . .
H22 H 0.2422 0.3171 0.0483 0.039 Uiso 1 1 calc R U . . .
C32 C 0.2930(2) 0.3731(3) 0.11782(13) 0.0264(8) Uani 1 1 d . . . . .
H23 H 0.2800 0.3235 0.1376 0.032 Uiso 1 1 calc R U . . .
C33 C 0.0918(3) 0.2369(3) 0.27126(17) 0.0406(10) Uani 1 1 d . . . . .
H24 H 0.1444 0.1958 0.2861 0.061 Uiso 1 1 calc R U . . .
H25 H 0.0778 0.2775 0.2978 0.061 Uiso 1 1 calc R U . . .
H26 H 0.1129 0.2708 0.2437 0.061 Uiso 1 1 calc R U . . .
C34 C 0.0000 0.1854(4) 0.2500 0.0321(12) Uani 1 2 d S T P . .
O1 O 0.0000 0.1048(2) 0.2500 0.0404(9) Uani 1 2 d S T P . .
Br1 Br 0.03861(3) 0.37346(3) 0.13108(2) 0.03114(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.300(4) . ?
N1 C4 1.409(4) . ?
N3 C14 1.318(4) . ?
N3 C11 1.407(4) . ?
N4 C14 1.362(4) . ?
N4 C27 1.400(4) . ?
N4 H1 0.8800 . ?
C1 C2 1.426(4) . ?
C1 Br1 1.881(3) . ?
C2 C3 1.365(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.446(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(4) . ?
C5 C6 1.420(4) . ?
C5 C15 1.487(4) . ?
C6 N2 1.374(4) . ?
C6 C7 1.408(4) . ?
C7 C8 1.380(4) . ?
C7 H4 0.9500 . ?
C8 C9 1.407(5) . ?
C8 H5 0.9500 . ?
C9 N2 1.359(4) . ?
C9 C10 1.447(4) . ?
C10 C11 1.367(5) . ?
C10 C21 1.490(4) . ?
C11 C12 1.455(4) . ?
C12 C13 1.327(5) . ?
C12 H6 0.9500 . ?
C13 C14 1.458(5) . ?
C13 H7 0.9500 . ?
C15 C16 1.393(5) . ?
C15 C20 1.397(5) . ?
C16 C17 1.383(5) . ?
C16 H8 0.9500 . ?
C17 C18 1.383(5) . ?
C17 H9 0.9500 . ?
C18 C19 1.387(5) . ?
C18 H10 0.9500 . ?
C19 C20 1.380(5) . ?
C19 H11 0.9500 . ?
C20 H12 0.9500 . ?
C21 C22 1.391(5) . ?
C21 C26 1.399(4) . ?
C22 C23 1.382(5) . ?
C22 H13 0.9500 . ?
C23 C24 1.386(5) . ?
C23 H14 0.9500 . ?
C24 C25 1.381(5) . ?
C24 H15 0.9500 . ?
C25 C26 1.382(5) . ?
C25 H16 0.9500 . ?
N2 H17 0.8800 . ?
C26 H18 0.9500 . ?
C27 C32 1.385(5) . ?
C27 C28 1.396(5) . ?
C28 C29 1.385(6) . ?
C28 H19 0.9500 . ?
C29 C30 1.379(6) . ?
C29 H20 0.9500 . ?
C30 C31 1.383(6) . ?
C30 H21 0.9500 . ?
C31 C32 1.390(5) . ?
C31 H22 0.9500 . ?
C32 H23 0.9500 . ?
C33 C34 1.501(5) . ?
C33 H24 0.9800 . ?
C33 H25 0.9800 . ?
C33 H26 0.9800 . ?
C34 O1 1.217(7) . ?
C34 C33 1.501(5) 2 ?

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
C1 N1 C4 103.7(3) . . ?
C14 N3 C11 104.3(3) . . ?
C14 N4 C27 129.4(3) . . ?
C14 N4 H1 115.3 . . ?
C27 N4 H1 115.3 . . ?
N1 C1 C2 115.7(3) . . ?
N1 C1 Br1 120.8(2) . . ?
C2 C1 Br1 123.5(2) . . ?
C3 C2 C1 104.3(3) . . ?
C3 C2 H2 127.8 . . ?
C1 C2 H2 127.8 . . ?
C2 C3 C4 106.6(3) . . ?
C2 C3 H3 126.7 . . ?
C4 C3 H3 126.7 . . ?
C5 C4 N1 122.1(3) . . ?
C5 C4 C3 128.2(3) . . ?
N1 C4 C3 109.6(3) . . ?
C4 C5 C6 123.3(3) . . ?
C4 C5 C15 119.8(3) . . ?
C6 C5 C15 116.9(3) . . ?
N2 C6 C7 106.3(3) . . ?
N2 C6 C5 123.4(3) . . ?
C7 C6 C5 130.2(3) . . ?
C8 C7 C6 108.0(3) . . ?
C8 C7 H4 126.0 . . ?
C6 C7 H4 126.0 . . ?
C7 C8 C9 108.0(3) . . ?
C7 C8 H5 126.0 . . ?
C9 C8 H5 126.0 . . ?
N2 C9 C8 106.8(3) . . ?
N2 C9 C10 123.0(3) . . ?
C8 C9 C10 130.1(3) . . ?
C11 C10 C9 122.8(3) . . ?
C11 C10 C21 119.9(3) . . ?
C9 C10 C21 117.2(3) . . ?
C10 C11 N3 125.1(3) . . ?
C10 C11 C12 125.3(3) . . ?
N3 C11 C12 109.5(3) . . ?
C13 C12 C11 107.2(3) . . ?
C13 C12 H6 126.4 . . ?
C11 C12 H6 126.4 . . ?
C12 C13 C14 105.6(3) . . ?
C12 C13 H7 127.2 . . ?
C14 C13 H7 127.2 . . ?
N3 C14 N4 127.0(3) . . ?
N3 C14 C13 113.3(3) . . ?
N4 C14 C13 119.7(3) . . ?
C16 C15 C20 118.2(3) . . ?
C16 C15 C5 121.1(3) . . ?
C20 C15 C5 120.6(3) . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H8 119.7 . . ?
C15 C16 H8 119.7 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H9 119.7 . . ?
C16 C17 H9 119.7 . . ?
C17 C18 C19 119.2(3) . . ?
C17 C18 H10 120.4 . . ?
C19 C18 H10 120.4 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H11 119.8 . . ?
C18 C19 H11 119.8 . . ?
C19 C20 C15 120.9(3) . . ?
C19 C20 H12 119.6 . . ?
C15 C20 H12 119.6 . . ?
C22 C21 C26 118.1(3) . . ?
C22 C21 C10 120.7(3) . . ?
C26 C21 C10 121.1(3) . . ?
C23 C22 C21 121.1(3) . . ?
C23 C22 H13 119.5 . . ?
C21 C22 H13 119.5 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H14 119.8 . . ?
C24 C23 H14 119.8 . . ?
C25 C24 C23 118.9(3) . . ?
C25 C24 H15 120.5 . . ?
C23 C24 H15 120.5 . . ?
C24 C25 C26 121.1(3) . . ?
C24 C25 H16 119.4 . . ?
C26 C25 H16 119.4 . . ?
C9 N2 C6 110.8(3) . . ?
C9 N2 H17 124.6 . . ?
C6 N2 H17 124.6 . . ?
C25 C26 C21 120.3(3) . . ?
C25 C26 H18 119.8 . . ?
C21 C26 H18 119.8 . . ?
C32 C27 C28 119.1(3) . . ?
C32 C27 N4 123.2(3) . . ?
C28 C27 N4 117.7(3) . . ?
C29 C28 C27 120.1(4) . . ?
C29 C28 H19 120.0 . . ?
C27 C28 H19 120.0 . . ?
C30 C29 C28 120.8(4) . . ?
C30 C29 H20 119.6 . . ?
C28 C29 H20 119.6 . . ?
C29 C30 C31 119.1(4) . . ?
C29 C30 H21 120.5 . . ?
C31 C30 H21 120.5 . . ?
C30 C31 C32 120.8(4) . . ?
C30 C31 H22 119.6 . . ?
C32 C31 H22 119.6 . . ?
C27 C32 C31 120.1(3) . . ?
C27 C32 H23 120.0 . . ?
C31 C32 H23 120.0 . . ?
C34 C33 H24 109.5 . . ?
C34 C33 H25 109.5 . . ?
H24 C33 H25 109.5 . . ?
C34 C33 H26 109.5 . . ?
H24 C33 H26 109.5 . . ?
H25 C33 H26 109.5 . . ?
O1 C34 C33 121.1(2) . . ?
O1 C34 C33 121.1(2) . 2 ?
C33 C34 C33 117.7(5) . 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
C4 N1 C1 C2 0.4(4) . . . . ?
C4 N1 C1 Br1 -179.2(2) . . . . ?
N1 C1 C2 C3 -0.4(4) . . . . ?
Br1 C1 C2 C3 179.1(2) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C1 N1 C4 C5 177.6(3) . . . . ?
C1 N1 C4 C3 -0.2(3) . . . . ?
C2 C3 C4 C5 -177.6(3) . . . . ?
C2 C3 C4 N1 0.0(4) . . . . ?
N1 C4 C5 C6 -5.6(5) . . . . ?
C3 C4 C5 C6 171.7(3) . . . . ?
N1 C4 C5 C15 172.5(3) . . . . ?
C3 C4 C5 C15 -10.2(5) . . . . ?
C4 C5 C6 N2 -10.1(5) . . . . ?
C15 C5 C6 N2 171.8(3) . . . . ?
C4 C5 C6 C7 166.8(3) . . . . ?
C15 C5 C6 C7 -11.3(5) . . . . ?
N2 C6 C7 C8 -0.1(3) . . . . ?
C5 C6 C7 C8 -177.3(3) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
C7 C8 C9 N2 0.8(3) . . . . ?
C7 C8 C9 C10 -177.2(3) . . . . ?
N2 C9 C10 C11 -16.3(5) . . . . ?
C8 C9 C10 C11 161.5(3) . . . . ?
N2 C9 C10 C21 164.4(3) . . . . ?
C8 C9 C10 C21 -17.8(5) . . . . ?
C9 C10 C11 N3 -4.8(5) . . . . ?
C21 C10 C11 N3 174.4(3) . . . . ?
C9 C10 C11 C12 177.0(3) . . . . ?
C21 C10 C11 C12 -3.8(5) . . . . ?
C14 N3 C11 C10 -176.2(3) . . . . ?
C14 N3 C11 C12 2.3(3) . . . . ?
C10 C11 C12 C13 178.1(3) . . . . ?
N3 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 -1.6(3) . . . . ?
C11 N3 C14 N4 173.9(3) . . . . ?
C11 N3 C14 C13 -3.4(3) . . . . ?
C27 N4 C14 N3 -9.1(5) . . . . ?
C27 N4 C14 C13 168.0(3) . . . . ?
C12 C13 C14 N3 3.3(4) . . . . ?
C12 C13 C14 N4 -174.2(3) . . . . ?
C4 C5 C15 C16 -49.5(4) . . . . ?
C6 C5 C15 C16 128.7(3) . . . . ?
C4 C5 C15 C20 133.7(3) . . . . ?
C6 C5 C15 C20 -48.0(4) . . . . ?
C20 C15 C16 C17 3.2(5) . . . . ?
C5 C15 C16 C17 -173.7(3) . . . . ?
C15 C16 C17 C18 -1.3(5) . . . . ?
C16 C17 C18 C19 -1.4(5) . . . . ?
C17 C18 C19 C20 2.2(5) . . . . ?
C18 C19 C20 C15 -0.3(5) . . . . ?
C16 C15 C20 C19 -2.4(5) . . . . ?
C5 C15 C20 C19 174.4(3) . . . . ?
C11 C10 C21 C22 122.5(3) . . . . ?
C9 C10 C21 C22 -58.3(4) . . . . ?
C11 C10 C21 C26 -54.8(4) . . . . ?
C9 C10 C21 C26 124.5(3) . . . . ?
C26 C21 C22 C23 1.5(5) . . . . ?
C10 C21 C22 C23 -175.8(3) . . . . ?
C21 C22 C23 C24 -1.0(5) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
C23 C24 C25 C26 -0.3(5) . . . . ?
C8 C9 N2 C6 -0.9(3) . . . . ?
C10 C9 N2 C6 177.3(3) . . . . ?
C7 C6 N2 C9 0.6(3) . . . . ?
C5 C6 N2 C9 178.1(3) . . . . ?
C24 C25 C26 C21 0.9(5) . . . . ?
C22 C21 C26 C25 -1.5(5) . . . . ?
C10 C21 C26 C25 175.9(3) . . . . ?
C14 N4 C27 C32 20.8(5) . . . . ?
C14 N4 C27 C28 -161.2(3) . . . . ?
C32 C27 C28 C29 0.6(5) . . . . ?
N4 C27 C28 C29 -177.5(3) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
C28 C29 C30 C31 -0.1(5) . . . . ?
C29 C30 C31 C32 0.2(5) . . . . ?
C28 C27 C32 C31 -0.5(5) . . . . ?
N4 C27 C32 C31 177.5(3) . . . . ?
C30 C31 C32 C27 0.1(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
N4 H1 O1 0.88 2.46 3.141(4) 134.3 3
C8 H5 Br1 0.95 3.04 3.938(3) 158.0 4_545
C13 H7 O1 0.95 2.64 3.270(5) 124.3 3
N2 H17 N1 0.88 2.15 2.718(4) 121.8 .
N2 H17 N3 0.88 2.25 2.792(4) 119.2 .
C32 H23 N3 0.95 2.39 3.003(4) 121.8 .
N4 H1 O1 0.88 2.46 3.141(4) 134.3 3
C8 H5 Br1 0.95 3.04 3.938(3) 158.0 4_545
C33 H25 Br1 0.98 3.05 3.984(4) 159.3 2

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.073


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170418um
_database_code_depnum_ccdc_archive 'CCDC 1850012'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(p-trifluoromethylphenyl)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(p-trifluoromethylphenyl)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C40 H27 F6 N5)'
_chemical_formula_sum            'C80 H54 F12 N10'
_chemical_formula_weight         1383.33

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'
F F 0.0727 0.0534 '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                   13.025(3)
_cell_length_b                   14.1499(19)
_cell_length_c                   18.8806(19)
_cell_angle_alpha                87.297(14)
_cell_angle_beta                 73.304(15)
_cell_angle_gamma                82.748(17)
_cell_volume                     3306.2(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    949
_cell_measurement_theta_min      28.6
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.903
_shelx_estimated_absorpt_T_min   0.854
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            43485
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         6.741
_diffrn_reflns_theta_max         68.697
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             11693
_reflns_number_gt                9913
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0569P)²+0.9390P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11693
_refine_ls_number_parameters     947
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25590(11) 0.93970(9) 0.32623(7) 0.0193(3) Uani 1 1 d . . . . .
C2 C 0.27284(12) 1.00419(10) 0.37883(8) 0.0233(3) Uani 1 1 d . . . . .
H1 H 0.2221 1.0532 0.4060 0.028 Uiso 1 1 calc R U . . .
C3 C 0.37511(12) 0.97990(10) 0.38087(8) 0.0226(3) Uani 1 1 d . . . . .
H2 H 0.4111 1.0083 0.4101 0.027 Uiso 1 1 calc R U . . .
C4 C 0.42010(11) 0.90133(9) 0.32954(7) 0.0191(3) Uani 1 1 d . . . . .
C5 C 0.52186(11) 0.85367(9) 0.31576(7) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.56004(11) 0.77094(9) 0.26975(7) 0.0189(3) Uani 1 1 d . . . . .
C7 C 0.66561(12) 0.72600(10) 0.24276(7) 0.0213(3) Uani 1 1 d . . . . .
H3 H 0.7287 0.7462 0.2500 0.026 Uiso 1 1 calc R U . . .
C8 C 0.66150(12) 0.64625(10) 0.20337(7) 0.0212(3) Uani 1 1 d . . . . .
H4 H 0.7214 0.6028 0.1785 0.025 Uiso 1 1 calc R U . . .
C9 C 0.55356(11) 0.64162(9) 0.20694(7) 0.0184(3) Uani 1 1 d . . . . .
C10 C 0.50541(11) 0.57078(9) 0.17879(7) 0.0191(3) Uani 1 1 d . . . . .
C11 C 0.39628(12) 0.56409(9) 0.20060(7) 0.0191(3) Uani 1 1 d . . . . .
C12 C 0.33740(12) 0.50410(10) 0.16969(8) 0.0222(3) Uani 1 1 d . . . . .
H5 H 0.3672 0.4616 0.1295 0.027 Uiso 1 1 calc R U . . .
C13 C 0.23269(12) 0.52009(10) 0.20873(8) 0.0222(3) Uani 1 1 d . . . . .
H6 H 0.1740 0.4919 0.2017 0.027 Uiso 1 1 calc R U . . .
C14 C 0.22866(11) 0.58996(9) 0.26416(7) 0.0196(3) Uani 1 1 d . . . . .
C15 C 0.59907(11) 0.88627(10) 0.35192(7) 0.0208(3) Uani 1 1 d . . . . .
C16 C 0.65562(13) 0.96326(11) 0.32320(9) 0.0282(3) Uani 1 1 d . . . . .
H7 H 0.6455 0.9953 0.2799 0.034 Uiso 1 1 calc R U . . .
C17 C 0.72678(13) 0.99344(12) 0.35754(9) 0.0340(4) Uani 1 1 d . . . . .
H8 H 0.7651 1.0460 0.3376 0.041 Uiso 1 1 calc R U . . .
C18 C 0.74196(13) 0.94726(13) 0.42064(9) 0.0351(4) Uani 1 1 d . . . . .
H9 H 0.7907 0.9680 0.4439 0.042 Uiso 1 1 calc R U . . .
C19 C 0.68614(14) 0.87075(12) 0.44979(9) 0.0342(4) Uani 1 1 d . . . . .
H10 H 0.6966 0.8389 0.4930 0.041 Uiso 1 1 calc R U . . .
C20 C 0.61487(13) 0.84058(11) 0.41581(8) 0.0278(3) Uani 1 1 d . . . . .
H11 H 0.5764 0.7883 0.4362 0.033 Uiso 1 1 calc R U . . .
F1 F 0.02442(8) 0.74944(8) 0.06323(5) 0.0430(3) Uani 1 1 d . . . . .
F2 F -0.09546(7) 0.70441(8) 0.15811(6) 0.0439(3) Uani 1 1 d . . . . .
F3 F 0.06220(8) 0.62506(7) 0.12358(6) 0.0450(3) Uani 1 1 d . . . . .
F4 F 0.04932(9) 0.95066(7) 0.55178(6) 0.0466(3) Uani 1 1 d . . . . .
F5 F -0.04699(8) 0.84842(7) 0.61471(5) 0.0397(2) Uani 1 1 d . . . . .
F6 F 0.12317(9) 0.83453(8) 0.60305(6) 0.0525(3) Uani 1 1 d . . . . .
F10 F -0.16910(9) 1.12276(9) 0.06775(5) 0.0501(3) Uani 1 1 d . . . . .
F11 F -0.23726(8) 1.12037(8) 0.18558(5) 0.0411(2) Uani 1 1 d . . . . .
F12 F -0.19278(9) 0.98964(8) 0.12570(8) 0.0586(3) Uani 1 1 d . . . . .
N1 N 0.15815(9) 0.94296(8) 0.31238(6) 0.0212(3) Uani 1 1 d . . . . .
H12 H 0.1087 0.9883 0.3353 0.025 Uiso 1 1 calc R U . . .
N2 N 0.34196(9) 0.87950(8) 0.29692(6) 0.0189(2) Uani 1 1 d . . . . .
N3 N 0.49461(9) 0.71890(8) 0.24657(6) 0.0184(2) Uani 1 1 d . . . . .
H13 H 0.4243 0.7330 0.2558 0.022 Uiso 1 1 calc R U . . .
N4 N 0.32338(9) 0.61729(8) 0.25894(6) 0.0194(3) Uani 1 1 d . . . . .
N5 N 0.13375(10) 0.62245(8) 0.31511(6) 0.0218(3) Uani 1 1 d . . . . .
H14 H 0.0754 0.6028 0.3091 0.026 Uiso 1 1 calc R U . . .
N6 N 0.07930(10) 1.30319(9) 0.06514(6) 0.0245(3) Uani 1 1 d . . . . .
H15 H 0.0449 1.2981 0.0319 0.029 Uiso 1 1 calc R U . . .
N7 N 0.05081(9) 1.35585(8) 0.18844(6) 0.0194(2) Uani 1 1 d . . . . .
N8 N 0.14275(9) 1.33212(8) 0.30412(6) 0.0182(2) Uani 1 1 d . . . . .
H16 H 0.1483 1.3001 0.2641 0.022 Uiso 1 1 calc R U . . .
N9 N 0.26538(9) 1.16874(8) 0.23821(6) 0.0198(3) Uani 1 1 d . . . . .
N10 N 0.26748(10) 1.05081(8) 0.15158(6) 0.0221(3) Uani 1 1 d . . . . .
H17 H 0.3109 1.0061 0.1232 0.026 Uiso 1 1 calc R U . . .
C21 C 0.57929(11) 0.50015(10) 0.12588(7) 0.0200(3) Uani 1 1 d . . . . .
C22 C 0.65454(12) 0.52946(11) 0.06258(8) 0.0244(3) Uani 1 1 d . . . . .
H18 H 0.6602 0.5955 0.0534 0.029 Uiso 1 1 calc R U . . .
C23 C 0.72138(13) 0.46297(11) 0.01285(8) 0.0285(3) Uani 1 1 d . . . . .
H19 H 0.7718 0.4835 -0.0305 0.034 Uiso 1 1 calc R U . . .
C24 C 0.71426(13) 0.36633(11) 0.02662(8) 0.0280(3) Uani 1 1 d . . . . .
H20 H 0.7594 0.3208 -0.0075 0.034 Uiso 1 1 calc R U . . .
C25 C 0.64141(13) 0.33645(11) 0.09004(8) 0.0270(3) Uani 1 1 d . . . . .
H21 H 0.6374 0.2703 0.0998 0.032 Uiso 1 1 calc R U . . .
C26 C 0.57420(12) 0.40272(10) 0.13948(8) 0.0235(3) Uani 1 1 d . . . . .
H22 H 0.5243 0.3817 0.1829 0.028 Uiso 1 1 calc R U . . .
C27 C 0.12507(11) 0.88491(9) 0.26726(7) 0.0191(3) Uani 1 1 d . . . . .
C28 C 0.01433(12) 0.88958(10) 0.27535(8) 0.0231(3) Uani 1 1 d . . . . .
H23 H -0.0351 0.9312 0.3107 0.028 Uiso 1 1 calc R U . . .
C29 C -0.02364(12) 0.83433(10) 0.23248(8) 0.0247(3) Uani 1 1 d . . . . .
H24 H -0.0989 0.8381 0.2383 0.030 Uiso 1 1 calc R U . . .
C30 C 0.04848(12) 0.77299(10) 0.18059(8) 0.0227(3) Uani 1 1 d . . . . .
C31 C 0.15880(11) 0.76889(10) 0.17191(7) 0.0206(3) Uani 1 1 d . . . . .
H25 H 0.2080 0.7275 0.1362 0.025 Uiso 1 1 calc R U . . .
C32 C 0.19779(11) 0.82418(9) 0.21456(7) 0.0195(3) Uani 1 1 d . . . . .
H26 H 0.2732 0.8210 0.2081 0.023 Uiso 1 1 calc R U . . .
C33 C 0.00980(12) 0.71331(11) 0.13320(8) 0.0279(3) Uani 1 1 d . . . . .
C34 C 0.11624(12) 0.68238(9) 0.37533(7) 0.0205(3) Uani 1 1 d . . . . .
C35 C 0.19959(12) 0.71961(10) 0.39339(7) 0.0217(3) Uani 1 1 d . . . . .
H27 H 0.2720 0.7055 0.3638 0.026 Uiso 1 1 calc R U . . .
C36 C 0.17638(12) 0.77715(10) 0.45452(8) 0.0227(3) Uani 1 1 d . . . . .
H28 H 0.2333 0.8028 0.4664 0.027 Uiso 1 1 calc R U . . .
C37 C 0.07078(12) 0.79806(10) 0.49884(8) 0.0227(3) Uani 1 1 d . . . . .
C38 C -0.01269(12) 0.76176(10) 0.48057(8) 0.0259(3) Uani 1 1 d . . . . .
H29 H -0.0851 0.7764 0.5101 0.031 Uiso 1 1 calc R U . . .
C39 C 0.00974(12) 0.70443(10) 0.41949(8) 0.0257(3) Uani 1 1 d . . . . .
H30 H -0.0475 0.6797 0.4073 0.031 Uiso 1 1 calc R U . . .
C40 C 0.04943(13) 0.85623(11) 0.56623(8) 0.0279(3) Uani 1 1 d . . . . .
C41 C 0.01623(12) 1.34090(10) 0.13136(7) 0.0216(3) Uani 1 1 d . . . . .
C42 C -0.09951(12) 1.36690(11) 0.14495(8) 0.0269(3) Uani 1 1 d . . . . .
H31 H -0.1410 1.3618 0.1117 0.032 Uiso 1 1 calc R U . . .
C43 C -0.13532(12) 1.39968(11) 0.21464(8) 0.0249(3) Uani 1 1 d . . . . .
H32 H -0.2077 1.4226 0.2403 0.030 Uiso 1 1 calc R U . . .
C44 C -0.04180(11) 1.39334(9) 0.24316(7) 0.0196(3) Uani 1 1 d . . . . .
C45 C -0.04024(11) 1.41527(9) 0.31338(7) 0.0191(3) Uani 1 1 d . . . . .
C46 C 0.05387(11) 1.39236(9) 0.33969(7) 0.0186(3) Uani 1 1 d . . . . .
C47 C 0.07700(12) 1.42688(10) 0.40127(7) 0.0214(3) Uani 1 1 d . . . . .
H33 H 0.0300 1.4693 0.4372 0.026 Uiso 1 1 calc R U . . .
C48 C 0.18076(12) 1.38800(10) 0.40030(8) 0.0226(3) Uani 1 1 d . . . . .
H34 H 0.2176 1.3998 0.4351 0.027 Uiso 1 1 calc R U . . .
C49 C 0.22157(11) 1.32840(10) 0.33902(7) 0.0192(3) Uani 1 1 d . . . . .
C50 C 0.32640(11) 1.27289(10) 0.31330(7) 0.0198(3) Uani 1 1 d . . . . .
C51 C 0.34634(11) 1.20028(10) 0.26340(7) 0.0205(3) Uani 1 1 d . . . . .
C52 C 0.45019(12) 1.14642(10) 0.22736(8) 0.0243(3) Uani 1 1 d . . . . .
H35 H 0.5182 1.1541 0.2341 0.029 Uiso 1 1 calc R U . . .
C53 C 0.43075(12) 1.08396(10) 0.18278(8) 0.0249(3) Uani 1 1 d . . . . .
H36 H 0.4818 1.0381 0.1521 0.030 Uiso 1 1 calc R U . . .
C54 C 0.31545(12) 1.10091(9) 0.19104(7) 0.0207(3) Uani 1 1 d . . . . .
C55 C -0.13839(12) 1.46506(10) 0.36531(7) 0.0199(3) Uani 1 1 d . . . . .
C56 C -0.19555(13) 1.54534(10) 0.34237(8) 0.0270(3) Uani 1 1 d . . . . .
H37 H -0.1698 1.5699 0.2936 0.032 Uiso 1 1 calc R U . . .
C57 C -0.28953(14) 1.58936(12) 0.39013(8) 0.0328(4) Uani 1 1 d . . . . .
H38 H -0.3279 1.6434 0.3736 0.039 Uiso 1 1 calc R U . . .
C58 C -0.32784(13) 1.55523(11) 0.46165(8) 0.0295(4) Uani 1 1 d . . . . .
H39 H -0.3923 1.5856 0.4941 0.035 Uiso 1 1 calc R U . . .
C59 C -0.27145(12) 1.47640(10) 0.48555(8) 0.0244(3) Uani 1 1 d . . . . .
H40 H -0.2974 1.4526 0.5345 0.029 Uiso 1 1 calc R U . . .
C60 C -0.17750(12) 1.43223(10) 0.43823(7) 0.0214(3) Uani 1 1 d . . . . .
H41 H -0.1389 1.3789 0.4554 0.026 Uiso 1 1 calc R U . . .
C61 C 0.41486(11) 1.30028(10) 0.34040(7) 0.0212(3) Uani 1 1 d . . . . .
C62 C 0.43534(12) 1.39561(11) 0.33578(7) 0.0238(3) Uani 1 1 d . . . . .
H42 H 0.3884 1.4431 0.3196 0.029 Uiso 1 1 calc R U . . .
C63 C 0.52318(13) 1.42123(12) 0.35453(8) 0.0303(4) Uani 1 1 d . . . . .
H43 H 0.5371 1.4859 0.3501 0.036 Uiso 1 1 calc R U . . .
C64 C 0.59104(13) 1.35290(13) 0.37973(9) 0.0352(4) Uani 1 1 d . . . . .
H44 H 0.6519 1.3705 0.3919 0.042 Uiso 1 1 calc R U . . .
C65 C 0.56966(14) 1.25899(13) 0.38701(9) 0.0355(4) Uani 1 1 d . . . . .
H45 H 0.6148 1.2124 0.4056 0.043 Uiso 1 1 calc R U . . .
C66 C 0.48265(13) 1.23260(11) 0.36731(8) 0.0284(3) Uani 1 1 d . . . . .
H46 H 0.4690 1.1679 0.3722 0.034 Uiso 1 1 calc R U . . .
C67 C 0.18978(12) 1.27164(10) 0.04247(7) 0.0214(3) Uani 1 1 d . . . . .
C68 C 0.22916(13) 1.22044(11) -0.02365(8) 0.0278(3) Uani 1 1 d . . . . .
H47 H 0.1807 1.2077 -0.0502 0.033 Uiso 1 1 calc R U . . .
C69 C 0.33732(13) 1.18855(11) -0.05039(8) 0.0296(4) Uani 1 1 d . . . . .
H48 H 0.3632 1.1544 -0.0954 0.036 Uiso 1 1 calc R U . . .
C70 C 0.40877(12) 1.20618(11) -0.01159(8) 0.0259(3) Uani 1 1 d . . . . .
C71 C 0.37029(12) 1.25677(10) 0.05422(8) 0.0232(3) Uani 1 1 d . . . . .
H49 H 0.4190 1.2688 0.0808 0.028 Uiso 1 1 calc R U . . .
C72 C 0.26169(12) 1.28966(10) 0.08118(7) 0.0206(3) Uani 1 1 d . . . . .
H50 H 0.2362 1.3244 0.1259 0.025 Uiso 1 1 calc R U . . .
C73 C 0.52612(15) 1.17439(14) -0.04089(9) 0.0402(4) Uani 1 1 d . . . . .
C74 C 0.16030(12) 1.05973(10) 0.14933(7) 0.0207(3) Uani 1 1 d . . . . .
C75 C 0.07671(12) 1.11780(10) 0.19690(8) 0.0228(3) Uani 1 1 d . . . . .
H51 H 0.0913 1.1541 0.2332 0.027 Uiso 1 1 calc R U . . .
C76 C -0.02756(12) 1.12242(10) 0.19112(8) 0.0246(3) Uani 1 1 d . . . . .
H52 H -0.0840 1.1628 0.2231 0.030 Uiso 1 1 calc R U . . .
C77 C -0.05046(13) 1.06856(10) 0.13894(8) 0.0253(3) Uani 1 1 d . . . . .
C78 C 0.03286(13) 1.00919(10) 0.09249(8) 0.0260(3) Uani 1 1 d . . . . .
H53 H 0.0177 0.9713 0.0574 0.031 Uiso 1 1 calc R U . . .
C79 C 0.13684(13) 1.00511(10) 0.09713(8) 0.0245(3) Uani 1 1 d . . . . .
H54 H 0.1931 0.9650 0.0648 0.029 Uiso 1 1 calc R U . . .
C80 C -0.16105(14) 1.07512(12) 0.13004(9) 0.0330(4) Uani 1 1 d . . . . .
F7 F 0.58353(13) 1.25327(12) -0.07127(11) 0.0459(5) Uani 0.686(4) 1 d . U P A 1
F8 F 0.5519(4) 1.1192(3) -0.0976(2) 0.0582(12) Uani 0.686(4) 1 d . U P A 1
F9 F 0.57488(15) 1.14303(18) 0.00959(10) 0.0523(8) Uani 0.686(4) 1 d . U P A 1
F13 F 0.5370(3) 1.0675(3) -0.0120(2) 0.0701(18) Uani 0.314(4) 1 d . U P A 2
F14 F 0.5880(4) 1.2043(6) -0.0206(4) 0.090(3) Uani 0.314(4) 1 d . U P A 2
F15 F 0.5544(10) 1.1403(8) -0.1067(5) 0.070(3) Uani 0.314(4) 1 d . U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.3173(18) . ?
C1 N1 1.3664(19) . ?
C1 C2 1.4595(19) . ?
C2 C3 1.344(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.4592(19) . ?
C3 H2 0.9500 . ?
C4 C5 1.368(2) . ?
C4 N2 1.4029(18) . ?
C5 C6 1.4398(19) . ?
C5 C15 1.494(2) . ?
C6 N3 1.3650(18) . ?
C6 C7 1.401(2) . ?
C7 C8 1.395(2) . ?
C7 H3 0.9500 . ?
C8 C9 1.398(2) . ?
C8 H4 0.9500 . ?
C9 N3 1.3712(17) . ?
C9 C10 1.443(2) . ?
C10 C11 1.376(2) . ?
C10 C21 1.4905(18) . ?
C11 N4 1.4065(17) . ?
C11 C12 1.455(2) . ?
C12 C13 1.347(2) . ?
C12 H5 0.9500 . ?
C13 C14 1.4589(19) . ?
C13 H6 0.9500 . ?
C14 N4 1.3146(19) . ?
C14 N5 1.3711(18) . ?
C15 C16 1.393(2) . ?
C15 C20 1.397(2) . ?
C16 C17 1.390(2) . ?
C16 H7 0.9500 . ?
C17 C18 1.384(2) . ?
C17 H8 0.9500 . ?
C18 C19 1.384(3) . ?
C18 H9 0.9500 . ?
C19 C20 1.387(2) . ?
C19 H10 0.9500 . ?
C20 H11 0.9500 . ?
F1 C33 1.3636(18) . ?
F2 C33 1.3357(18) . ?
F3 C33 1.3391(18) . ?
F4 C40 1.3509(18) . ?
F5 C40 1.3387(18) . ?
F6 C40 1.3376(19) . ?
F10 C80 1.3515(19) . ?
F11 C80 1.3416(19) . ?
F12 C80 1.340(2) . ?
N1 C27 1.3973(18) . ?
N1 H12 0.8800 . ?
N3 H13 0.8800 . ?
N5 C34 1.3991(18) . ?
N5 H14 0.8800 . ?
N6 C41 1.3729(18) . ?
N6 C67 1.3982(19) . ?
N6 H15 0.8800 . ?
N7 C41 1.3167(18) . ?
N7 C44 1.4065(18) . ?
N8 C49 1.3649(18) . ?
N8 C46 1.3697(18) . ?
N8 H16 0.8800 . ?
N9 C54 1.3148(18) . ?
N9 C51 1.4016(19) . ?
N10 C54 1.3701(18) . ?
N10 C74 1.3985(19) . ?
N10 H17 0.8800 . ?
C21 C22 1.394(2) . ?
C21 C26 1.397(2) . ?
C22 C23 1.390(2) . ?
C22 H18 0.9500 . ?
C23 C24 1.390(2) . ?
C23 H19 0.9500 . ?
C24 C25 1.383(2) . ?
C24 H20 0.9500 . ?
C25 C26 1.387(2) . ?
C25 H21 0.9500 . ?
C26 H22 0.9500 . ?
C27 C32 1.3997(19) . ?
C27 C28 1.399(2) . ?
C28 C29 1.378(2) . ?
C28 H23 0.9500 . ?
C29 C30 1.393(2) . ?
C29 H24 0.9500 . ?
C30 C31 1.393(2) . ?
C30 C33 1.485(2) . ?
C31 C32 1.383(2) . ?
C31 H25 0.9500 . ?
C32 H26 0.9500 . ?
C34 C35 1.395(2) . ?
C34 C39 1.403(2) . ?
C35 C36 1.383(2) . ?
C35 H27 0.9500 . ?
C36 C37 1.392(2) . ?
C36 H28 0.9500 . ?
C37 C38 1.392(2) . ?
C37 C40 1.487(2) . ?
C38 C39 1.381(2) . ?
C38 H29 0.9500 . ?
C39 H30 0.9500 . ?
C41 C42 1.456(2) . ?
C42 C43 1.347(2) . ?
C42 H31 0.9500 . ?
C43 C44 1.458(2) . ?
C43 H32 0.9500 . ?
C44 C45 1.3820(19) . ?
C45 C46 1.445(2) . ?
C45 C55 1.4864(19) . ?
C46 C47 1.4046(19) . ?
C47 C48 1.389(2) . ?
C47 H33 0.9500 . ?
C48 C49 1.3993(19) . ?
C48 H34 0.9500 . ?
C49 C50 1.450(2) . ?
C50 C51 1.376(2) . ?
C50 C61 1.487(2) . ?
C51 C52 1.461(2) . ?
C52 C53 1.343(2) . ?
C52 H35 0.9500 . ?
C53 C54 1.454(2) . ?
C53 H36 0.9500 . ?
C55 C56 1.399(2) . ?
C55 C60 1.4025(19) . ?
C56 C57 1.388(2) . ?
C56 H37 0.9500 . ?
C57 C58 1.385(2) . ?
C57 H38 0.9500 . ?
C58 C59 1.387(2) . ?
C58 H39 0.9500 . ?
C59 C60 1.385(2) . ?
C59 H40 0.9500 . ?
C60 H41 0.9500 . ?
C61 C66 1.398(2) . ?
C61 C62 1.402(2) . ?
C62 C63 1.384(2) . ?
C62 H42 0.9500 . ?
C63 C64 1.387(2) . ?
C63 H43 0.9500 . ?
C64 C65 1.384(3) . ?
C64 H44 0.9500 . ?
C65 C66 1.387(2) . ?
C65 H45 0.9500 . ?
C66 H46 0.9500 . ?
C67 C72 1.396(2) . ?
C67 C68 1.404(2) . ?
C68 C69 1.377(2) . ?
C68 H47 0.9500 . ?
C69 C70 1.390(2) . ?
C69 H48 0.9500 . ?
C70 C71 1.394(2) . ?
C70 C73 1.486(2) . ?
C71 C72 1.385(2) . ?
C71 H49 0.9500 . ?
C72 H50 0.9500 . ?
C73 F14 1.120(5) . ?
C73 F15 1.289(9) . ?
C73 F8 1.295(4) . ?
C73 F9 1.321(3) . ?
C73 F7 1.427(3) . ?
C73 F13 1.587(5) . ?
C74 C75 1.396(2) . ?
C74 C79 1.402(2) . ?
C75 C76 1.387(2) . ?
C75 H51 0.9500 . ?
C76 C77 1.392(2) . ?
C76 H52 0.9500 . ?
C77 C78 1.395(2) . ?
C77 C80 1.489(2) . ?
C78 C79 1.376(2) . ?
C78 H53 0.9500 . ?
C79 H54 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 125.72(12) . . ?
N2 C1 C2 113.06(13) . . ?
N1 C1 C2 121.20(12) . . ?
C3 C2 C1 105.69(12) . . ?
C3 C2 H1 127.2 . . ?
C1 C2 H1 127.2 . . ?
C2 C3 C4 106.66(13) . . ?
C2 C3 H2 126.7 . . ?
C4 C3 H2 126.7 . . ?
C5 C4 N2 124.26(12) . . ?
C5 C4 C3 126.03(13) . . ?
N2 C4 C3 109.70(12) . . ?
C4 C5 C6 124.32(13) . . ?
C4 C5 C15 119.08(12) . . ?
C6 C5 C15 116.58(12) . . ?
N3 C6 C7 106.95(12) . . ?
N3 C6 C5 124.12(12) . . ?
C7 C6 C5 128.89(13) . . ?
C8 C7 C6 107.72(13) . . ?
C8 C7 H3 126.1 . . ?
C6 C7 H3 126.1 . . ?
C7 C8 C9 107.85(12) . . ?
C7 C8 H4 126.1 . . ?
C9 C8 H4 126.1 . . ?
N3 C9 C8 106.82(12) . . ?
N3 C9 C10 123.16(12) . . ?
C8 C9 C10 129.98(12) . . ?
C11 C10 C9 122.98(12) . . ?
C11 C10 C21 119.50(12) . . ?
C9 C10 C21 117.47(12) . . ?
C10 C11 N4 123.07(12) . . ?
C10 C11 C12 127.73(12) . . ?
N4 C11 C12 109.20(12) . . ?
C13 C12 C11 107.16(12) . . ?
C13 C12 H5 126.4 . . ?
C11 C12 H5 126.4 . . ?
C12 C13 C14 105.32(13) . . ?
C12 C13 H6 127.3 . . ?
C14 C13 H6 127.3 . . ?
N4 C14 N5 125.22(13) . . ?
N4 C14 C13 113.11(12) . . ?
N5 C14 C13 121.66(13) . . ?
C16 C15 C20 118.78(14) . . ?
C16 C15 C5 120.80(13) . . ?
C20 C15 C5 120.42(13) . . ?
C17 C16 C15 120.36(15) . . ?
C17 C16 H7 119.8 . . ?
C15 C16 H7 119.8 . . ?
C18 C17 C16 120.23(16) . . ?
C18 C17 H8 119.9 . . ?
C16 C17 H8 119.9 . . ?
C17 C18 C19 119.97(15) . . ?
C17 C18 H9 120.0 . . ?
C19 C18 H9 120.0 . . ?
C18 C19 C20 119.97(15) . . ?
C18 C19 H10 120.0 . . ?
C20 C19 H10 120.0 . . ?
C19 C20 C15 120.69(15) . . ?
C19 C20 H11 119.7 . . ?
C15 C20 H11 119.7 . . ?
C1 N1 C27 129.53(12) . . ?
C1 N1 H12 115.2 . . ?
C27 N1 H12 115.2 . . ?
C1 N2 C4 104.89(11) . . ?
C6 N3 C9 110.64(11) . . ?
C6 N3 H13 124.7 . . ?
C9 N3 H13 124.7 . . ?
C14 N4 C11 105.18(11) . . ?
C14 N5 C34 129.35(13) . . ?
C14 N5 H14 115.3 . . ?
C34 N5 H14 115.3 . . ?
C41 N6 C67 129.89(12) . . ?
C41 N6 H15 115.1 . . ?
C67 N6 H15 115.1 . . ?
C41 N7 C44 104.95(12) . . ?
C49 N8 C46 110.96(11) . . ?
C49 N8 H16 124.5 . . ?
C46 N8 H16 124.5 . . ?
C54 N9 C51 104.97(12) . . ?
C54 N10 C74 130.05(12) . . ?
C54 N10 H17 115.0 . . ?
C74 N10 H17 115.0 . . ?
C22 C21 C26 118.86(13) . . ?
C22 C21 C10 121.13(12) . . ?
C26 C21 C10 120.02(12) . . ?
C23 C22 C21 120.58(14) . . ?
C23 C22 H18 119.7 . . ?
C21 C22 H18 119.7 . . ?
C24 C23 C22 119.86(14) . . ?
C24 C23 H19 120.1 . . ?
C22 C23 H19 120.1 . . ?
C25 C24 C23 120.00(13) . . ?
C25 C24 H20 120.0 . . ?
C23 C24 H20 120.0 . . ?
C24 C25 C26 120.21(14) . . ?
C24 C25 H21 119.9 . . ?
C26 C25 H21 119.9 . . ?
C25 C26 C21 120.48(14) . . ?
C25 C26 H22 119.8 . . ?
C21 C26 H22 119.8 . . ?
N1 C27 C32 122.76(13) . . ?
N1 C27 C28 117.68(12) . . ?
C32 C27 C28 119.55(13) . . ?
C29 C28 C27 120.61(13) . . ?
C29 C28 H23 119.7 . . ?
C27 C28 H23 119.7 . . ?
C28 C29 C30 119.96(14) . . ?
C28 C29 H24 120.0 . . ?
C30 C29 H24 120.0 . . ?
C31 C30 C29 119.55(14) . . ?
C31 C30 C33 119.38(13) . . ?
C29 C30 C33 121.06(13) . . ?
C32 C31 C30 120.96(13) . . ?
C32 C31 H25 119.5 . . ?
C30 C31 H25 119.5 . . ?
C31 C32 C27 119.36(13) . . ?
C31 C32 H26 120.3 . . ?
C27 C32 H26 120.3 . . ?
F2 C33 F3 106.95(13) . . ?
F2 C33 F1 105.05(12) . . ?
F3 C33 F1 104.26(12) . . ?
F2 C33 C30 113.83(12) . . ?
F3 C33 C30 113.43(13) . . ?
F1 C33 C30 112.50(13) . . ?
C35 C34 N5 122.97(13) . . ?
C35 C34 C39 119.28(13) . . ?
N5 C34 C39 117.75(13) . . ?
C36 C35 C34 119.76(13) . . ?
C36 C35 H27 120.1 . . ?
C34 C35 H27 120.1 . . ?
C35 C36 C37 120.93(14) . . ?
C35 C36 H28 119.5 . . ?
C37 C36 H28 119.5 . . ?
C38 C37 C36 119.45(13) . . ?
C38 C37 C40 121.07(13) . . ?
C36 C37 C40 119.46(14) . . ?
C39 C38 C37 120.01(14) . . ?
C39 C38 H29 120.0 . . ?
C37 C38 H29 120.0 . . ?
C38 C39 C34 120.57(14) . . ?
C38 C39 H30 119.7 . . ?
C34 C39 H30 119.7 . . ?
F6 C40 F5 106.74(13) . . ?
F6 C40 F4 104.98(13) . . ?
F5 C40 F4 104.42(12) . . ?
F6 C40 C37 113.07(12) . . ?
F5 C40 C37 113.48(13) . . ?
F4 C40 C37 113.37(12) . . ?
N7 C41 N6 125.35(13) . . ?
N7 C41 C42 113.23(12) . . ?
N6 C41 C42 121.41(13) . . ?
C43 C42 C41 105.55(13) . . ?
C43 C42 H31 127.2 . . ?
C41 C42 H31 127.2 . . ?
C42 C43 C44 106.87(13) . . ?
C42 C43 H32 126.6 . . ?
C44 C43 H32 126.6 . . ?
C45 C44 N7 123.00(13) . . ?
C45 C44 C43 127.53(13) . . ?
N7 C44 C43 109.40(12) . . ?
C44 C45 C46 122.97(13) . . ?
C44 C45 C55 119.82(13) . . ?
C46 C45 C55 117.22(12) . . ?
N8 C46 C47 106.40(12) . . ?
N8 C46 C45 123.81(12) . . ?
C47 C46 C45 129.74(13) . . ?
C48 C47 C46 107.88(12) . . ?
C48 C47 H33 126.1 . . ?
C46 C47 H33 126.1 . . ?
C47 C48 C49 108.03(12) . . ?
C47 C48 H34 126.0 . . ?
C49 C48 H34 126.0 . . ?
N8 C49 C48 106.71(12) . . ?
N8 C49 C50 123.92(12) . . ?
C48 C49 C50 129.36(13) . . ?
C51 C50 C49 122.40(13) . . ?
C51 C50 C61 120.34(13) . . ?
C49 C50 C61 117.20(12) . . ?
C50 C51 N9 122.89(13) . . ?
C50 C51 C52 127.55(14) . . ?
N9 C51 C52 109.54(12) . . ?
C53 C52 C51 106.54(13) . . ?
C53 C52 H35 126.7 . . ?
C51 C52 H35 126.7 . . ?
C52 C53 C54 105.83(13) . . ?
C52 C53 H36 127.1 . . ?
C54 C53 H36 127.1 . . ?
N9 C54 N10 125.17(13) . . ?
N9 C54 C53 113.11(13) . . ?
N10 C54 C53 121.71(12) . . ?
C56 C55 C60 118.02(13) . . ?
C56 C55 C45 120.81(12) . . ?
C60 C55 C45 121.16(12) . . ?
C57 C56 C55 120.63(14) . . ?
C57 C56 H37 119.7 . . ?
C55 C56 H37 119.7 . . ?
C58 C57 C56 120.60(14) . . ?
C58 C57 H38 119.7 . . ?
C56 C57 H38 119.7 . . ?
C57 C58 C59 119.50(14) . . ?
C57 C58 H39 120.2 . . ?
C59 C58 H39 120.2 . . ?
C60 C59 C58 120.21(14) . . ?
C60 C59 H40 119.9 . . ?
C58 C59 H40 119.9 . . ?
C59 C60 C55 121.02(13) . . ?
C59 C60 H41 119.5 . . ?
C55 C60 H41 119.5 . . ?
C66 C61 C62 118.33(14) . . ?
C66 C61 C50 121.78(13) . . ?
C62 C61 C50 119.82(13) . . ?
C63 C62 C61 120.68(14) . . ?
C63 C62 H42 119.7 . . ?
C61 C62 H42 119.7 . . ?
C62 C63 C64 120.29(15) . . ?
C62 C63 H43 119.9 . . ?
C64 C63 H43 119.9 . . ?
C65 C64 C63 119.66(15) . . ?
C65 C64 H44 120.2 . . ?
C63 C64 H44 120.2 . . ?
C64 C65 C66 120.33(16) . . ?
C64 C65 H45 119.8 . . ?
C66 C65 H45 119.8 . . ?
C65 C66 C61 120.65(15) . . ?
C65 C66 H46 119.7 . . ?
C61 C66 H46 119.7 . . ?
C72 C67 N6 123.66(12) . . ?
C72 C67 C68 119.14(13) . . ?
N6 C67 C68 117.19(13) . . ?
C69 C68 C67 120.68(14) . . ?
C69 C68 H47 119.7 . . ?
C67 C68 H47 119.7 . . ?
C68 C69 C70 120.10(14) . . ?
C68 C69 H48 119.9 . . ?
C70 C69 H48 119.9 . . ?
C69 C70 C71 119.58(14) . . ?
C69 C70 C73 120.62(14) . . ?
C71 C70 C73 119.77(14) . . ?
C72 C71 C70 120.62(14) . . ?
C72 C71 H49 119.7 . . ?
C70 C71 H49 119.7 . . ?
C71 C72 C67 119.87(13) . . ?
C71 C72 H50 120.1 . . ?
C67 C72 H50 120.1 . . ?
F14 C73 F15 118.7(6) . . ?
F8 C73 F9 112.7(3) . . ?
F8 C73 F7 101.0(2) . . ?
F9 C73 F7 100.9(2) . . ?
F14 C73 C70 122.2(3) . . ?
F15 C73 C70 114.3(6) . . ?
F8 C73 C70 114.8(3) . . ?
F9 C73 C70 115.02(15) . . ?
F7 C73 C70 110.52(15) . . ?
F14 C73 F13 100.9(5) . . ?
F15 C73 F13 87.0(5) . . ?
C70 C73 F13 103.2(2) . . ?
C75 C74 N10 123.59(13) . . ?
C75 C74 C79 119.18(14) . . ?
N10 C74 C79 117.21(13) . . ?
C76 C75 C74 119.96(13) . . ?
C76 C75 H51 120.0 . . ?
C74 C75 H51 120.0 . . ?
C75 C76 C77 120.70(14) . . ?
C75 C76 H52 119.6 . . ?
C77 C76 H52 119.6 . . ?
C76 C77 C78 119.18(14) . . ?
C76 C77 C80 121.52(14) . . ?
C78 C77 C80 119.27(14) . . ?
C79 C78 C77 120.53(14) . . ?
C79 C78 H53 119.7 . . ?
C77 C78 H53 119.7 . . ?
C78 C79 C74 120.42(14) . . ?
C78 C79 H54 119.8 . . ?
C74 C79 H54 119.8 . . ?
F12 C80 F11 106.00(14) . . ?
F12 C80 F10 105.65(13) . . ?
F11 C80 F10 105.64(13) . . ?
F12 C80 C77 112.86(13) . . ?
F11 C80 C77 113.57(13) . . ?
F10 C80 C77 112.46(14) . . ?

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 C1 C2 C3 -0.41(16) . . . . ?
N1 C1 C2 C3 177.99(12) . . . . ?
C1 C2 C3 C4 0.23(15) . . . . ?
C2 C3 C4 C5 -178.57(14) . . . . ?
C2 C3 C4 N2 -0.01(16) . . . . ?
N2 C4 C5 C6 -4.2(2) . . . . ?
C3 C4 C5 C6 174.11(13) . . . . ?
N2 C4 C5 C15 177.70(12) . . . . ?
C3 C4 C5 C15 -3.9(2) . . . . ?
C4 C5 C6 N3 -13.8(2) . . . . ?
C15 C5 C6 N3 164.35(12) . . . . ?
C4 C5 C6 C7 168.99(14) . . . . ?
C15 C5 C6 C7 -12.9(2) . . . . ?
N3 C6 C7 C8 -0.18(15) . . . . ?
C5 C6 C7 C8 177.45(13) . . . . ?
C6 C7 C8 C9 -0.71(15) . . . . ?
C7 C8 C9 N3 1.31(15) . . . . ?
C7 C8 C9 C10 -176.50(13) . . . . ?
N3 C9 C10 C11 -12.7(2) . . . . ?
C8 C9 C10 C11 164.78(14) . . . . ?
N3 C9 C10 C21 169.64(12) . . . . ?
C8 C9 C10 C21 -12.9(2) . . . . ?
C9 C10 C11 N4 -8.4(2) . . . . ?
C21 C10 C11 N4 169.22(12) . . . . ?
C9 C10 C11 C12 171.69(13) . . . . ?
C21 C10 C11 C12 -10.7(2) . . . . ?
C10 C11 C12 C13 179.35(13) . . . . ?
N4 C11 C12 C13 -0.59(15) . . . . ?
C11 C12 C13 C14 -0.44(15) . . . . ?
C12 C13 C14 N4 1.47(16) . . . . ?
C12 C13 C14 N5 -179.03(12) . . . . ?
C4 C5 C15 C16 -80.76(17) . . . . ?
C6 C5 C15 C16 101.03(16) . . . . ?
C4 C5 C15 C20 98.48(16) . . . . ?
C6 C5 C15 C20 -79.72(17) . . . . ?
C20 C15 C16 C17 0.3(2) . . . . ?
C5 C15 C16 C17 179.58(14) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
C17 C18 C19 C20 -0.1(2) . . . . ?
C18 C19 C20 C15 0.4(2) . . . . ?
C16 C15 C20 C19 -0.5(2) . . . . ?
C5 C15 C20 C19 -179.75(13) . . . . ?
N2 C1 N1 C27 1.6(2) . . . . ?
C2 C1 N1 C27 -176.59(13) . . . . ?
N1 C1 N2 C4 -177.93(13) . . . . ?
C2 C1 N2 C4 0.39(15) . . . . ?
C5 C4 N2 C1 178.35(13) . . . . ?
C3 C4 N2 C1 -0.24(14) . . . . ?
C7 C6 N3 C9 1.03(15) . . . . ?
C5 C6 N3 C9 -176.74(12) . . . . ?
C8 C9 N3 C6 -1.47(15) . . . . ?
C10 C9 N3 C6 176.53(12) . . . . ?
N5 C14 N4 C11 178.73(12) . . . . ?
C13 C14 N4 C11 -1.80(15) . . . . ?
C10 C11 N4 C14 -178.48(13) . . . . ?
C12 C11 N4 C14 1.46(14) . . . . ?
N4 C14 N5 C34 -6.5(2) . . . . ?
C13 C14 N5 C34 174.05(13) . . . . ?
C11 C10 C21 C22 129.30(15) . . . . ?
C9 C10 C21 C22 -52.98(18) . . . . ?
C11 C10 C21 C26 -51.00(18) . . . . ?
C9 C10 C21 C26 126.73(14) . . . . ?
C26 C21 C22 C23 1.7(2) . . . . ?
C10 C21 C22 C23 -178.60(13) . . . . ?
C21 C22 C23 C24 -0.8(2) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
C23 C24 C25 C26 1.0(2) . . . . ?
C24 C25 C26 C21 0.0(2) . . . . ?
C22 C21 C26 C25 -1.3(2) . . . . ?
C10 C21 C26 C25 179.00(13) . . . . ?
C1 N1 C27 C32 -14.8(2) . . . . ?
C1 N1 C27 C28 165.99(13) . . . . ?
N1 C27 C28 C29 179.89(12) . . . . ?
C32 C27 C28 C29 0.6(2) . . . . ?
C27 C28 C29 C30 0.1(2) . . . . ?
C28 C29 C30 C31 -0.7(2) . . . . ?
C28 C29 C30 C33 -179.45(13) . . . . ?
C29 C30 C31 C32 0.6(2) . . . . ?
C33 C30 C31 C32 179.34(13) . . . . ?
C30 C31 C32 C27 0.1(2) . . . . ?
N1 C27 C32 C31 -179.97(12) . . . . ?
C28 C27 C32 C31 -0.76(19) . . . . ?
C31 C30 C33 F2 164.01(13) . . . . ?
C29 C30 C33 F2 -17.3(2) . . . . ?
C31 C30 C33 F3 41.42(19) . . . . ?
C29 C30 C33 F3 -139.88(14) . . . . ?
C31 C30 C33 F1 -76.63(17) . . . . ?
C29 C30 C33 F1 102.08(16) . . . . ?
C14 N5 C34 C35 -0.5(2) . . . . ?
C14 N5 C34 C39 -179.71(13) . . . . ?
N5 C34 C35 C36 -178.92(12) . . . . ?
C39 C34 C35 C36 0.3(2) . . . . ?
C34 C35 C36 C37 0.5(2) . . . . ?
C35 C36 C37 C38 -1.1(2) . . . . ?
C35 C36 C37 C40 176.99(13) . . . . ?
C36 C37 C38 C39 0.9(2) . . . . ?
C40 C37 C38 C39 -177.14(13) . . . . ?
C37 C38 C39 C34 -0.1(2) . . . . ?
C35 C34 C39 C38 -0.5(2) . . . . ?
N5 C34 C39 C38 178.78(13) . . . . ?
C38 C37 C40 F6 138.22(15) . . . . ?
C36 C37 C40 F6 -39.82(19) . . . . ?
C38 C37 C40 F5 16.46(19) . . . . ?
C36 C37 C40 F5 -161.58(13) . . . . ?
C38 C37 C40 F4 -102.45(16) . . . . ?
C36 C37 C40 F4 79.51(17) . . . . ?
C44 N7 C41 N6 -179.07(13) . . . . ?
C44 N7 C41 C42 -0.22(16) . . . . ?
C67 N6 C41 N7 0.8(2) . . . . ?
C67 N6 C41 C42 -177.99(14) . . . . ?
N7 C41 C42 C43 0.24(18) . . . . ?
N6 C41 C42 C43 179.14(14) . . . . ?
C41 C42 C43 C44 -0.14(17) . . . . ?
C41 N7 C44 C45 177.37(13) . . . . ?
C41 N7 C44 C43 0.12(15) . . . . ?
C42 C43 C44 C45 -177.07(14) . . . . ?
C42 C43 C44 N7 0.02(17) . . . . ?
N7 C44 C45 C46 -6.8(2) . . . . ?
C43 C44 C45 C46 169.90(13) . . . . ?
N7 C44 C45 C55 172.87(12) . . . . ?
C43 C44 C45 C55 -10.4(2) . . . . ?
C49 N8 C46 C47 -1.32(15) . . . . ?
C49 N8 C46 C45 176.28(12) . . . . ?
C44 C45 C46 N8 -12.7(2) . . . . ?
C55 C45 C46 N8 167.61(12) . . . . ?
C44 C45 C46 C47 164.32(14) . . . . ?
C55 C45 C46 C47 -15.4(2) . . . . ?
N8 C46 C47 C48 1.32(15) . . . . ?
C45 C46 C47 C48 -176.09(14) . . . . ?
C46 C47 C48 C49 -0.86(16) . . . . ?
C46 N8 C49 C48 0.80(15) . . . . ?
C46 N8 C49 C50 -178.19(12) . . . . ?
C47 C48 C49 N8 0.06(15) . . . . ?
C47 C48 C49 C50 178.97(14) . . . . ?
N8 C49 C50 C51 -17.5(2) . . . . ?
C48 C49 C50 C51 163.75(14) . . . . ?
N8 C49 C50 C61 159.71(12) . . . . ?
C48 C49 C50 C61 -19.0(2) . . . . ?
C49 C50 C51 N9 -5.5(2) . . . . ?
C61 C50 C51 N9 177.32(12) . . . . ?
C49 C50 C51 C52 172.79(13) . . . . ?
C61 C50 C51 C52 -4.3(2) . . . . ?
C54 N9 C51 C50 178.93(13) . . . . ?
C54 N9 C51 C52 0.33(14) . . . . ?
C50 C51 C52 C53 -179.25(14) . . . . ?
N9 C51 C52 C53 -0.73(16) . . . . ?
C51 C52 C53 C54 0.78(15) . . . . ?
C51 N9 C54 N10 -178.68(12) . . . . ?
C51 N9 C54 C53 0.17(15) . . . . ?
C74 N10 C54 N9 2.1(2) . . . . ?
C74 N10 C54 C53 -176.70(13) . . . . ?
C52 C53 C54 N9 -0.64(17) . . . . ?
C52 C53 C54 N10 178.26(13) . . . . ?
C44 C45 C55 C56 -47.3(2) . . . . ?
C46 C45 C55 C56 132.41(14) . . . . ?
C44 C45 C55 C60 131.62(15) . . . . ?
C46 C45 C55 C60 -48.66(19) . . . . ?
C60 C55 C56 C57 -1.5(2) . . . . ?
C45 C55 C56 C57 177.43(15) . . . . ?
C55 C56 C57 C58 0.7(3) . . . . ?
C56 C57 C58 C59 0.1(3) . . . . ?
C57 C58 C59 C60 0.0(2) . . . . ?
C58 C59 C60 C55 -0.9(2) . . . . ?
C56 C55 C60 C59 1.7(2) . . . . ?
C45 C55 C60 C59 -177.29(13) . . . . ?
C51 C50 C61 C66 -49.45(19) . . . . ?
C49 C50 C61 C66 133.27(14) . . . . ?
C51 C50 C61 C62 127.27(14) . . . . ?
C49 C50 C61 C62 -50.01(18) . . . . ?
C66 C61 C62 C63 2.6(2) . . . . ?
C50 C61 C62 C63 -174.19(13) . . . . ?
C61 C62 C63 C64 -1.4(2) . . . . ?
C62 C63 C64 C65 -0.9(2) . . . . ?
C63 C64 C65 C66 1.8(2) . . . . ?
C64 C65 C66 C61 -0.5(2) . . . . ?
C62 C61 C66 C65 -1.7(2) . . . . ?
C50 C61 C66 C65 175.06(14) . . . . ?
C41 N6 C67 C72 -12.3(2) . . . . ?
C41 N6 C67 C68 168.71(14) . . . . ?
C72 C67 C68 C69 -0.3(2) . . . . ?
N6 C67 C68 C69 178.75(14) . . . . ?
C67 C68 C69 C70 0.6(2) . . . . ?
C68 C69 C70 C71 -0.4(2) . . . . ?
C68 C69 C70 C73 -178.35(15) . . . . ?
C69 C70 C71 C72 -0.1(2) . . . . ?
C73 C70 C71 C72 177.91(14) . . . . ?
C70 C71 C72 C67 0.4(2) . . . . ?
N6 C67 C72 C71 -179.14(13) . . . . ?
C68 C67 C72 C71 -0.2(2) . . . . ?
C69 C70 C73 F14 162.3(6) . . . . ?
C71 C70 C73 F14 -15.6(7) . . . . ?
C69 C70 C73 F15 7.2(6) . . . . ?
C71 C70 C73 F15 -170.7(6) . . . . ?
C69 C70 C73 F8 -9.3(3) . . . . ?
C71 C70 C73 F8 172.8(3) . . . . ?
C69 C70 C73 F9 -142.4(2) . . . . ?
C71 C70 C73 F9 39.6(3) . . . . ?
C69 C70 C73 F7 104.13(19) . . . . ?
C71 C70 C73 F7 -73.8(2) . . . . ?
C69 C70 C73 F13 -85.5(3) . . . . ?
C71 C70 C73 F13 96.6(3) . . . . ?
C54 N10 C74 C75 -8.4(2) . . . . ?
C54 N10 C74 C79 173.09(13) . . . . ?
N10 C74 C75 C76 -179.83(13) . . . . ?
C79 C74 C75 C76 -1.3(2) . . . . ?
C74 C75 C76 C77 1.0(2) . . . . ?
C75 C76 C77 C78 0.3(2) . . . . ?
C75 C76 C77 C80 -177.78(14) . . . . ?
C76 C77 C78 C79 -1.2(2) . . . . ?
C80 C77 C78 C79 176.93(14) . . . . ?
C77 C78 C79 C74 0.8(2) . . . . ?
C75 C74 C79 C78 0.5(2) . . . . ?
N10 C74 C79 C78 179.05(13) . . . . ?
C76 C77 C80 F12 -133.87(15) . . . . ?
C78 C77 C80 F12 48.0(2) . . . . ?
C76 C77 C80 F11 -13.2(2) . . . . ?
C78 C77 C80 F11 168.72(13) . . . . ?
C76 C77 C80 F10 106.72(16) . . . . ?
C78 C77 C80 F10 -71.37(18) . . . . ?

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
C7 H3 F2 0.95 2.47 3.0465(18) 119.4 1_655
N1 H12 F4 0.88 2.60 3.3913(17) 150.9 2_576
N1 H12 F5 0.88 2.49 3.2961(16) 153.4 2_576
N3 H13 N2 0.88 2.27 2.8281(17) 121.0 .
N3 H13 N4 0.88 2.21 2.7523(17) 119.2 .
N6 H15 F1 0.88 2.39 3.2494(16) 167.2 2_575
N8 H16 N7 0.88 2.23 2.7656(16) 119.3 .
N8 H16 N9 0.88 2.23 2.7643(17) 119.1 .
N10 H17 F8 0.88 2.31 3.128(5) 153.8 2_675
C32 H26 N2 0.95 2.34 2.9531(19) 121.8 .
C35 H27 N4 0.95 2.28 2.9233(18) 124.6 .
C72 H50 N7 0.95 2.36 2.9759(19) 122.2 .
C75 H51 N9 0.95 2.33 2.961(2) 123.2 .
C7 H3 F2 0.95 2.47 3.0465(18) 119.4 1_655
N1 H12 F4 0.88 2.60 3.3913(17) 150.9 2_576
N10 H17 F13 0.88 2.59 3.423(4) 157.9 2_675
N10 H17 F15 0.88 2.51 3.304(12) 150.6 2_675
C32 H26 F15 0.95 2.60 3.369(11) 138.6 2_675
C53 H36 F8 0.95 2.63 3.311(4) 128.7 2_675

_refine_diff_density_max         0.850
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.048


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_160624um
_database_code_depnum_ccdc_archive 'CCDC 1850022'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1,14-dianilino-5,10-diphenyltripyrrin
_chemical_name_common            1,14-dianilino-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C38 H29 N5), 0.497(C6), C H Cl3'
_chemical_formula_sum            'C79.98 H59 Cl3 N10'
_chemical_formula_weight         1266.48

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'
Cl Cl 0.3639 0.7018 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   50.519(7)
_cell_length_b                   50.519(7)
_cell_length_c                   13.4259(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     29674(9)
_cell_formula_units_Z            18
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    3873
_cell_measurement_theta_min      31.3
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             11878
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.679
_shelx_estimated_absorpt_T_min   0.811
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            42863
_diffrn_reflns_av_unetI/netI     0.0688
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_limit_h_min       -60
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         6.527
_diffrn_reflns_theta_max         68.446
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             12006
_reflns_number_gt                7689
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1190P)²+106.2428P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12006
_refine_ls_number_parameters     876
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.1213
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2208
_refine_ls_wR_factor_gt          0.1880
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.007
_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 0.35830(4) 0.09900(4) 0.26618(12) 0.0718(4) Uani 1 1 d . . . . .
Cl2 Cl 0.33111(4) 0.04241(4) 0.15527(13) 0.0790(5) Uani 1 1 d . . . . .
Cl3 Cl 0.35247(4) 0.04423(4) 0.35801(12) 0.0760(5) Uani 1 1 d . . . . .
N1 N 0.49174(7) 0.11942(7) 0.3948(2) 0.0237(7) Uani 1 1 d . . . . .
N2 N 0.54681(7) 0.14841(7) 0.2225(2) 0.0204(6) Uani 1 1 d . . . . .
N3 N 0.57680(7) 0.11287(7) 0.3904(2) 0.0212(7) Uani 1 1 d . . . . .
N4 N 0.54153(7) 0.12797(7) 0.5190(2) 0.0213(7) Uani 1 1 d . . . . .
H54 H 0.5379 0.1214 0.4572 0.026 Uiso 1 1 calc R U . . .
N5 N 0.48190(7) 0.12250(7) 0.2279(2) 0.0219(7) Uani 1 1 d . . . . .
H1 H 0.5018 0.1317 0.2179 0.026 Uiso 1 1 calc R U . . .
N6 N 0.50638(7) 0.05422(7) 0.3361(2) 0.0207(6) Uani 1 1 d . . . . .
N7 N 0.56909(7) 0.07898(7) 0.2629(2) 0.0203(6) Uani 1 1 d . . . . .
H2 H 0.5495 0.0704 0.2774 0.024 Uiso 1 1 calc R U . . .
N8 N 0.53027(7) 0.05882(8) 0.4886(2) 0.0255(7) Uani 1 1 d . . . . .
H3 H 0.5478 0.0705 0.4582 0.031 Uiso 1 1 calc R U . . .
C12 C 0.46796(8) 0.04229(8) 0.2055(2) 0.0180(7) Uani 1 1 d . . . . .
N9 N 0.51686(6) 0.08741(7) 0.1562(2) 0.0180(6) Uani 1 1 d . . . . .
H4 H 0.5218 0.0948 0.2170 0.022 Uiso 1 1 calc R U . . .
C14 C 0.47604(8) 0.04156(8) 0.3026(3) 0.0189(7) Uani 1 1 d . . . . .
C15 C 0.44103(8) 0.08963(8) 0.3507(3) 0.0217(8) Uani 1 1 d . . . . .
H5 H 0.4232 0.0808 0.3101 0.026 Uiso 1 1 calc R U . . .
C16 C 0.47450(8) 0.10310(9) 0.4778(2) 0.0226(8) Uani 1 1 d . . . . .
C17 C 0.56134(9) 0.17254(8) 0.2818(3) 0.0232(8) Uani 1 1 d . . . . .
N10 N 0.54638(8) 0.17695(7) 0.3577(2) 0.0263(7) Uani 1 1 d . . . . .
H6 H 0.5276 0.1622 0.3701 0.032 Uiso 1 1 calc R U . . .
C19 C 0.58774(8) 0.10515(8) 0.3125(2) 0.0187(7) Uani 1 1 d . . . . .
C20 C 0.49055(8) 0.06119(8) 0.1316(2) 0.0193(7) Uani 1 1 d . . . . .
C21 C 0.47191(8) 0.11149(9) 0.3203(3) 0.0219(8) Uani 1 1 d . . . . .
C22 C 0.57676(8) 0.06365(8) 0.1911(2) 0.0196(7) Uani 1 1 d . . . . .
C23 C 0.62707(8) 0.14991(8) 0.3609(2) 0.0199(7) Uani 1 1 d . . . . .
H7 H 0.6464 0.1680 0.3677 0.024 Uiso 1 1 calc R U . . .
C24 C 0.61945(8) 0.12820(8) 0.2906(2) 0.0196(7) Uani 1 1 d . . . . .
H8 H 0.6320 0.1279 0.2383 0.023 Uiso 1 1 calc R U . . .
C25 C 0.55363(8) 0.04425(8) 0.1250(3) 0.0228(8) Uani 1 1 d . . . . .
H9 H 0.5340 0.0424 0.1284 0.027 Uiso 1 1 calc R U . . .
C26 C 0.53170(8) 0.05253(9) 0.5898(2) 0.0228(8) Uani 1 1 d . . . . .
C27 C 0.44264(8) 0.08436(9) 0.4478(3) 0.0232(8) Uani 1 1 d . . . . .
H10 H 0.4261 0.0709 0.4894 0.028 Uiso 1 1 calc R U . . .
C28 C 0.41520(8) -0.00363(8) 0.2140(3) 0.0220(8) Uani 1 1 d . . . . .
H11 H 0.4229 -0.0140 0.2528 0.026 Uiso 1 1 calc R U . . .
C29 C 0.51919(8) 0.08186(8) -0.0069(3) 0.0220(8) Uani 1 1 d . . . . .
H12 H 0.5262 0.0849 -0.0739 0.026 Uiso 1 1 calc R U . . .
C30 C 0.57003(8) 0.14636(9) 0.5584(3) 0.0239(8) Uani 1 1 d . . . . .
C31 C 0.56276(8) 0.12979(8) 0.0789(2) 0.0201(7) Uani 1 1 d . . . . .
C32 C 0.58618(8) 0.13726(9) -0.0003(3) 0.0232(8) Uani 1 1 d . . . . .
C33 C 0.56857(8) 0.15059(8) 0.1534(3) 0.0206(7) Uani 1 1 d . . . . .
C34 C 0.45568(8) 0.02835(8) 0.3875(3) 0.0216(8) Uani 1 1 d . . . . .
H13 H 0.4340 0.0186 0.3861 0.026 Uiso 1 1 calc R U . . .
C35 C 0.60073(8) 0.14080(8) 0.4240(2) 0.0198(7) Uani 1 1 d . . . . .
C36 C 0.48701(8) 0.10446(9) 0.5699(3) 0.0231(8) Uani 1 1 d . . . . .
C37 C 0.42351(8) 0.03916(8) 0.1132(3) 0.0222(8) Uani 1 1 d . . . . .
H14 H 0.4369 0.0583 0.0831 0.027 Uiso 1 1 calc R U . . .
C38 C 0.50429(8) 0.04852(8) 0.4332(2) 0.0211(8) Uani 1 1 d . . . . .
C39 C 0.44070(9) 0.08997(11) 0.6760(3) 0.0365(10) Uani 1 1 d . . . . .
H55 H 0.4369 0.1039 0.6396 0.044 Uiso 1 1 calc R U . . .
C40 C 0.38415(9) -0.01740(9) 0.1963(3) 0.0267(8) Uani 1 1 d . . . . .
H15 H 0.3707 -0.0368 0.2247 0.032 Uiso 1 1 calc R U . . .
C41 C 0.51934(9) 0.12129(10) 0.5899(3) 0.0258(8) Uani 1 1 d . . . . .
C42 C 0.46370(8) 0.12069(8) 0.1458(3) 0.0208(8) Uani 1 1 d . . . . .
C43 C 0.59828(8) 0.15610(9) 0.5050(3) 0.0213(8) Uani 1 1 d . . . . .
C44 C 0.59769(9) 0.17728(9) 0.1760(3) 0.0265(8) Uani 1 1 d . . . . .
H16 H 0.6163 0.1839 0.1410 0.032 Uiso 1 1 calc R U . . .
C45 C 0.51391(11) 0.02032(10) 0.7345(3) 0.0356(10) Uani 1 1 d . . . . .
H17 H 0.4999 0.0014 0.7646 0.043 Uiso 1 1 calc R U . . .
C46 C 0.59356(9) 0.19095(9) 0.2556(3) 0.0292(9) Uani 1 1 d . . . . .
H18 H 0.6086 0.2089 0.2882 0.035 Uiso 1 1 calc R U . . .
C47 C 0.49171(8) 0.05770(8) 0.0286(2) 0.0208(7) Uani 1 1 d . . . . .
H19 H 0.4764 0.0416 -0.0105 0.025 Uiso 1 1 calc R U . . .
C48 C 0.45762(10) 0.11832(9) -0.0328(3) 0.0308(9) Uani 1 1 d . . . . .
H20 H 0.4645 0.1167 -0.0971 0.037 Uiso 1 1 calc R U . . .
C49 C 0.53454(8) 0.10072(8) 0.0740(2) 0.0195(7) Uani 1 1 d . . . . .
C50 C 0.47305(9) 0.03240(9) 0.4679(3) 0.0251(8) Uani 1 1 d . . . . .
H21 H 0.4662 0.0260 0.5341 0.030 Uiso 1 1 calc R U . . .
C51 C 0.61061(10) 0.04961(10) 0.1132(3) 0.0344(10) Uani 1 1 d . . . . .
H22 H 0.6303 0.0516 0.1083 0.041 Uiso 1 1 calc R U . . .
C52 C 0.39261(9) 0.02521(9) 0.0949(3) 0.0285(9) Uani 1 1 d . . . . .
H23 H 0.3849 0.0350 0.0530 0.034 Uiso 1 1 calc R U . . .
C53 C 0.63235(10) 0.15294(11) -0.1411(3) 0.0362(10) Uani 1 1 d . . . . .
H24 H 0.6483 0.1584 -0.1882 0.043 Uiso 1 1 calc R U . . .
C54 C 0.65093(9) 0.18220(9) 0.5767(3) 0.0284(9) Uani 1 1 d . . . . .
H25 H 0.6502 0.1630 0.5766 0.034 Uiso 1 1 calc R U . . .
C55 C 0.62600(8) 0.18399(9) 0.5434(3) 0.0237(8) Uani 1 1 d . . . . .
C56 C 0.55484(9) 0.07529(10) 0.6471(3) 0.0300(9) Uani 1 1 d . . . . .
H26 H 0.5692 0.0941 0.6172 0.036 Uiso 1 1 calc R U . . .
C57 C 0.47391(9) 0.11889(8) 0.0504(3) 0.0242(8) Uani 1 1 d . . . . .
H27 H 0.4922 0.1181 0.0430 0.029 Uiso 1 1 calc R U . . .
C58 C 0.43548(8) 0.02551(8) 0.1753(3) 0.0196(7) Uani 1 1 d . . . . .
C59 C 0.51155(10) 0.02462(9) 0.6336(3) 0.0298(9) Uani 1 1 d . . . . .
H28 H 0.4962 0.0086 0.5946 0.036 Uiso 1 1 calc R U . . .
C60 C 0.37252(9) -0.00302(9) 0.1372(3) 0.0307(9) Uani 1 1 d . . . . .
H29 H 0.3511 -0.0123 0.1258 0.037 Uiso 1 1 calc R U . . .
C61 C 0.67709(9) 0.20811(10) 0.6103(3) 0.0334(10) Uani 1 1 d . . . . .
H30 H 0.6940 0.2065 0.6340 0.040 Uiso 1 1 calc R U . . .
C62 C 0.46657(9) 0.08756(10) 0.6547(3) 0.0287(9) Uani 1 1 d . . . . .
C63 C 0.62054(9) 0.17189(10) -0.1254(3) 0.0328(10) Uani 1 1 d . . . . .
H31 H 0.6280 0.1902 -0.1628 0.039 Uiso 1 1 calc R U . . .
C64 C 0.62726(11) 0.21196(10) 0.5451(4) 0.0410(11) Uani 1 1 d . . . . .
H32 H 0.6100 0.2134 0.5246 0.049 Uiso 1 1 calc R U . . .
C65 C 0.55948(10) 0.02786(9) 0.0554(3) 0.0293(9) Uani 1 1 d . . . . .
H33 H 0.5436 0.0146 0.0114 0.035 Uiso 1 1 calc R U . . .
C66 C 0.59766(9) 0.16423(9) -0.0549(3) 0.0273(8) Uani 1 1 d . . . . .
H34 H 0.5898 0.1776 -0.0438 0.033 Uiso 1 1 calc R U . . .
C67 C 0.59780(9) 0.11776(10) -0.0188(3) 0.0272(8) Uani 1 1 d . . . . .
H35 H 0.5898 0.0990 0.0161 0.033 Uiso 1 1 calc R U . . .
C68 C 0.58769(10) 0.03023(9) 0.0481(3) 0.0346(10) Uani 1 1 d . . . . .
H36 H 0.5915 0.0189 -0.0006 0.041 Uiso 1 1 calc R U . . .
C69 C 0.60524(9) 0.06596(9) 0.1847(3) 0.0275(9) Uani 1 1 d . . . . .
H37 H 0.6210 0.0788 0.2295 0.033 Uiso 1 1 calc R U . . .
C70 C 0.42102(10) 0.12197(10) 0.0718(3) 0.0369(10) Uani 1 1 d . . . . .
H38 H 0.4028 0.1229 0.0789 0.044 Uiso 1 1 calc R U . . .
C71 C 0.55809(10) 0.20306(10) 0.4187(3) 0.0368(11) Uani 1 1 d . . . . .
C72 C 0.43730(9) 0.12256(9) 0.1561(3) 0.0284(9) Uani 1 1 d . . . . .
H39 H 0.4304 0.1242 0.2204 0.034 Uiso 1 1 calc R U . . .
C73 C 0.54980(11) 0.19969(12) 0.5177(3) 0.0414(12) Uani 1 1 d . . . . .
H40 H 0.5355 0.1801 0.5430 0.050 Uiso 1 1 calc R U . . .
C74 C 0.56590(9) 0.15141(10) 0.6580(3) 0.0308(9) Uani 1 1 d . . . . .
H41 H 0.5816 0.1636 0.7041 0.037 Uiso 1 1 calc R U . . .
C75 C 0.55689(11) 0.07045(11) 0.7479(3) 0.0379(10) Uani 1 1 d . . . . .
H42 H 0.5727 0.0861 0.7868 0.045 Uiso 1 1 calc R U . . .
C76 C 0.47212(10) 0.06769(11) 0.7130(3) 0.0371(10) Uani 1 1 d . . . . .
H56 H 0.4902 0.0667 0.7027 0.044 Uiso 1 1 calc R U . . .
C77 C 0.62103(10) 0.12580(11) -0.0883(3) 0.0342(10) Uani 1 1 d . . . . .
H43 H 0.6292 0.1127 -0.0997 0.041 Uiso 1 1 calc R U . . .
C78 C 0.53488(9) 0.13555(11) 0.6778(3) 0.0340(10) Uani 1 1 d . . . . .
H44 H 0.5257 0.1345 0.7404 0.041 Uiso 1 1 calc R U . . .
C79 C 0.53643(11) 0.04333(11) 0.7919(3) 0.0381(11) Uani 1 1 d . . . . .
H45 H 0.5377 0.0404 0.8612 0.046 Uiso 1 1 calc R U . . .
C80 C 0.67857(10) 0.23609(10) 0.6093(3) 0.0389(10) Uani 1 1 d . . . . .
H46 H 0.6965 0.2539 0.6309 0.047 Uiso 1 1 calc R U . . .
C81 C 0.58286(15) 0.25374(16) 0.5437(5) 0.071(2) Uani 1 1 d . . . . .
H47 H 0.5919 0.2709 0.5871 0.086 Uiso 1 1 calc R U . . .
C82 C 0.42062(11) 0.07213(13) 0.7503(3) 0.0498(14) Uani 1 1 d . . . . .
H57 H 0.4031 0.0739 0.7639 0.060 Uiso 1 1 calc R U . . .
C83 C 0.43123(10) 0.12008(10) -0.0232(3) 0.0390(11) Uani 1 1 d . . . . .
H48 H 0.4202 0.1200 -0.0806 0.047 Uiso 1 1 calc R U . . .
C84 C 0.57756(12) 0.23224(11) 0.3808(4) 0.0495(13) Uani 1 1 d . . . . .
H49 H 0.5823 0.2349 0.3118 0.059 Uiso 1 1 calc R U . . .
C85 C 0.59002(14) 0.25725(13) 0.4441(5) 0.0668(18) Uani 1 1 d . . . . .
H50 H 0.6036 0.2770 0.4184 0.080 Uiso 1 1 calc R U . . .
C86 C 0.56227(14) 0.22492(16) 0.5806(4) 0.0604(18) Uani 1 1 d . . . . .
H51 H 0.5567 0.2225 0.6490 0.072 Uiso 1 1 calc R U . . .
C87 C 0.65362(12) 0.23790(11) 0.5766(4) 0.0494(13) Uani 1 1 d . . . . .
H52 H 0.6545 0.2571 0.5756 0.059 Uiso 1 1 calc R U . . .
C88 C 0.45128(12) 0.04957(12) 0.7854(3) 0.0496(13) Uani 1 1 d . . . . .
H58 H 0.4546 0.0354 0.8222 0.059 Uiso 1 1 calc R U . . .
C89 C 0.42565(11) 0.05200(13) 0.8043(3) 0.0526(14) Uani 1 1 d . . . . .
H59 H 0.4116 0.0398 0.8546 0.063 Uiso 1 1 calc R U . . .
C90 C 0.33626(14) 0.05973(15) 0.2757(4) 0.0635(15) Uani 1 1 d . . . . .
H53 H 0.3157 0.0546 0.3020 0.076 Uiso 1 1 calc R U . . .
C91 C 0.9309(8) -0.0714(6) 0.492(2) 0.165(14) Uani 0.33 1 d D U P A -1
C92 C 0.9464(6) -0.0355(7) 0.493(2) 0.116(8) Uani 0.33 1 d D U P A -1
C93 C 0.9356(6) -0.0129(5) 0.511(3) 0.123(8) Uani 0.33 1 d D U P A -1
C94 C 0.9447(6) 0.0199(5) 0.5233(17) 0.078(5) Uani 0.33 1 d D U P A -1
C95 C 0.9659(5) 0.0522(5) 0.4848(16) 0.085(6) Uani 0.33 1 d D U P A -1
C96 C 0.9710(6) 0.0833(6) 0.4795(18) 0.146(11) Uani 0.33 1 d D U P A -1
C97 C 0.0000 0.0000 0.448(3) 0.49(3) Uiso 0.5 3 d DS U P . .
C98 C 0.0000 0.0000 0.335(3) 0.43(3) Uiso 0.5 3 d DS U P . .
C99 C 0.0000 0.0000 0.223(2) 0.35(2) Uiso 0.5 3 d DS U P . .
C100 C 0.0000 0.0000 0.1122(15) 0.33(2) Uiso 0.5 3 d DS U P . .
C101 C 0.0000 0.0000 0.0000 0.304(19) Uiso 1 6 d DS U P . .
C102 C 0.0000 0.0000 -0.1155(15) 0.30(2) Uiso 0.5 3 d DS U P . .


_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 C90 1.727(7) . ?
Cl2 C90 1.794(6) . ?
Cl3 C90 1.774(6) . ?
N1 C21 1.329(5) . ?
N1 C16 1.400(5) . ?
N2 C17 1.328(5) . ?
N2 C33 1.400(5) . ?
N3 C19 1.328(4) . ?
N3 C35 1.397(5) . ?
N4 C30 1.370(5) . ?
N4 C41 1.377(5) . ?
N4 H54 0.8800 . ?
N5 C21 1.350(5) . ?
N5 C42 1.408(4) . ?
N5 H1 0.8800 . ?
N6 C38 1.328(4) . ?
N6 C14 1.407(4) . ?
N7 C19 1.354(5) . ?
N7 C22 1.406(4) . ?
N7 H2 0.8800 . ?
N8 C38 1.366(5) . ?
N8 C26 1.405(4) . ?
N8 H3 0.8800 . ?
C12 C14 1.373(5) . ?
C12 C20 1.452(5) . ?
C12 C58 1.478(5) . ?
N9 C49 1.366(4) . ?
N9 C20 1.368(5) . ?
N9 H4 0.8800 . ?
C14 C34 1.454(5) . ?
C15 C27 1.342(5) . ?
C15 C21 1.448(5) . ?
C15 H5 0.9500 . ?
C16 C36 1.375(5) . ?
C16 C27 1.458(5) . ?
C17 N10 1.352(5) . ?
C17 C46 1.458(6) . ?
N10 C71 1.407(5) . ?
N10 H6 0.8800 . ?
C19 C24 1.464(5) . ?
C20 C47 1.398(5) . ?
C22 C69 1.387(5) . ?
C22 C25 1.403(5) . ?
C23 C24 1.349(5) . ?
C23 C35 1.445(5) . ?
C23 H7 0.9500 . ?
C24 H8 0.9500 . ?
C25 C65 1.375(5) . ?
C25 H9 0.9500 . ?
C26 C59 1.391(6) . ?
C26 C56 1.391(5) . ?
C27 H10 0.9500 . ?
C28 C40 1.382(5) . ?
C28 C58 1.407(5) . ?
C28 H11 0.9500 . ?
C29 C47 1.396(5) . ?
C29 C49 1.396(5) . ?
C29 H12 0.9500 . ?
C30 C74 1.397(5) . ?
C30 C43 1.446(5) . ?
C31 C33 1.373(5) . ?
C31 C49 1.449(5) . ?
C31 C32 1.492(5) . ?
C32 C66 1.393(5) . ?
C32 C67 1.398(5) . ?
C33 C44 1.446(5) . ?
C34 C50 1.341(5) . ?
C34 H13 0.9500 . ?
C35 C43 1.375(5) . ?
C36 C41 1.440(5) . ?
C36 C62 1.486(5) . ?
C37 C52 1.376(5) . ?
C37 C58 1.397(5) . ?
C37 H14 0.9500 . ?
C38 C50 1.444(5) . ?
C39 C82 1.385(6) . ?
C39 C62 1.401(6) . ?
C39 H55 0.9500 . ?
C40 C60 1.389(6) . ?
C40 H15 0.9500 . ?
C41 C78 1.401(5) . ?
C42 C72 1.390(5) . ?
C42 C57 1.401(5) . ?
C43 C55 1.497(5) . ?
C44 C46 1.344(6) . ?
C44 H16 0.9500 . ?
C45 C79 1.385(7) . ?
C45 C59 1.386(6) . ?
C45 H17 0.9500 . ?
C46 H18 0.9500 . ?
C47 H19 0.9500 . ?
C48 C57 1.380(5) . ?
C48 C83 1.386(6) . ?
C48 H20 0.9500 . ?
C50 H21 0.9500 . ?
C51 C69 1.379(6) . ?
C51 C68 1.389(6) . ?
C51 H22 0.9500 . ?
C52 C60 1.393(6) . ?
C52 H23 0.9500 . ?
C53 C63 1.374(6) . ?
C53 C77 1.388(6) . ?
C53 H24 0.9500 . ?
C54 C55 1.381(5) . ?
C54 C61 1.391(6) . ?
C54 H25 0.9500 . ?
C55 C64 1.383(6) . ?
C56 C75 1.389(5) . ?
C56 H26 0.9500 . ?
C57 H27 0.9500 . ?
C59 H28 0.9500 . ?
C60 H29 0.9500 . ?
C61 C80 1.378(6) . ?
C61 H30 0.9500 . ?
C62 C76 1.407(6) . ?
C63 C66 1.391(5) . ?
C63 H31 0.9500 . ?
C64 C87 1.387(7) . ?
C64 H32 0.9500 . ?
C65 C68 1.373(6) . ?
C65 H33 0.9500 . ?
C66 H34 0.9500 . ?
C67 C77 1.391(6) . ?
C67 H35 0.9500 . ?
C68 H36 0.9500 . ?
C69 H37 0.9500 . ?
C70 C72 1.391(6) . ?
C70 C83 1.397(6) . ?
C70 H38 0.9500 . ?
C71 C73 1.377(7) . ?
C71 C84 1.396(7) . ?
C72 H39 0.9500 . ?
C73 C86 1.390(7) . ?
C73 H40 0.9500 . ?
C74 C78 1.383(6) . ?
C74 H41 0.9500 . ?
C75 C79 1.371(7) . ?
C75 H42 0.9500 . ?
C76 C88 1.389(6) . ?
C76 H56 0.9500 . ?
C77 H43 0.9500 . ?
C78 H44 0.9500 . ?
C79 H45 0.9500 . ?
C80 C87 1.381(6) . ?
C80 H46 0.9500 . ?
C81 C85 1.373(10) . ?
C81 C86 1.390(10) . ?
C81 H47 0.9500 . ?
C82 C89 1.373(8) . ?
C82 H57 0.9500 . ?
C83 H48 0.9500 . ?
C84 C85 1.386(7) . ?
C84 H49 0.9500 . ?
C85 H50 0.9500 . ?
C86 H51 0.9500 . ?
C87 H52 0.9500 . ?
C88 C89 1.384(8) . ?
C88 H58 0.9500 . ?
C89 H59 0.9500 . ?
C90 H53 1.0000 . ?
C91 C92 1.576(16) . ?
C92 C93 1.509(18) . ?
C93 C94 1.491(14) . ?
C94 C95 1.525(16) . ?
C95 C96 1.462(16) . ?
C97 C97 1.38(8) 10_556 ?
C97 C98 1.52(2) . ?
C98 C99 1.50(2) . ?
C99 C102 1.45(3) 10 ?
C99 C100 1.49(2) . ?
C100 C102 0.04(3) 10 ?
C100 C101 1.51(2) . ?
C101 C100 1.51(2) 10 ?
C101 C102 1.55(2) . ?
C101 C102 1.55(2) 10 ?
C102 C100 0.04(3) 10 ?
C102 C99 1.45(3) 10 ?

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
C21 N1 C16 105.6(3) . . ?
C17 N2 C33 105.9(3) . . ?
C19 N3 C35 105.9(3) . . ?
C30 N4 C41 110.5(3) . . ?
C30 N4 H54 124.7 . . ?
C41 N4 H54 124.7 . . ?
C21 N5 C42 126.5(3) . . ?
C21 N5 H1 116.8 . . ?
C42 N5 H1 116.8 . . ?
C38 N6 C14 105.3(3) . . ?
C19 N7 C22 128.7(3) . . ?
C19 N7 H2 115.6 . . ?
C22 N7 H2 115.6 . . ?
C38 N8 C26 126.1(3) . . ?
C38 N8 H3 117.0 . . ?
C26 N8 H3 117.0 . . ?
C14 C12 C20 121.4(3) . . ?
C14 C12 C58 120.3(3) . . ?
C20 C12 C58 118.2(3) . . ?
C49 N9 C20 111.1(3) . . ?
C49 N9 H4 124.4 . . ?
C20 N9 H4 124.4 . . ?
C12 C14 N6 124.2(3) . . ?
C12 C14 C34 127.2(3) . . ?
N6 C14 C34 108.5(3) . . ?
C27 C15 C21 106.1(3) . . ?
C27 C15 H5 127.0 . . ?
C21 C15 H5 127.0 . . ?
C36 C16 N1 123.4(3) . . ?
C36 C16 C27 127.7(3) . . ?
N1 C16 C27 108.9(3) . . ?
N2 C17 N10 120.4(3) . . ?
N2 C17 C46 111.7(3) . . ?
N10 C17 C46 127.9(3) . . ?
C17 N10 C71 125.9(4) . . ?
C17 N10 H6 117.1 . . ?
C71 N10 H6 117.1 . . ?
N3 C19 N7 119.0(3) . . ?
N3 C19 C24 112.0(3) . . ?
N7 C19 C24 128.9(3) . . ?
N9 C20 C47 106.2(3) . . ?
N9 C20 C12 122.4(3) . . ?
C47 C20 C12 131.4(3) . . ?
N1 C21 N5 119.9(3) . . ?
N1 C21 C15 112.3(3) . . ?
N5 C21 C15 127.7(3) . . ?
C69 C22 C25 119.1(3) . . ?
C69 C22 N7 123.8(3) . . ?
C25 C22 N7 117.1(3) . . ?
C24 C23 C35 108.0(3) . . ?
C24 C23 H7 126.0 . . ?
C35 C23 H7 126.0 . . ?
C23 C24 C19 105.1(3) . . ?
C23 C24 H8 127.5 . . ?
C19 C24 H8 127.5 . . ?
C65 C25 C22 119.7(4) . . ?
C65 C25 H9 120.1 . . ?
C22 C25 H9 120.1 . . ?
C59 C26 C56 119.4(3) . . ?
C59 C26 N8 122.9(3) . . ?
C56 C26 N8 117.6(3) . . ?
C15 C27 C16 107.2(3) . . ?
C15 C27 H10 126.4 . . ?
C16 C27 H10 126.4 . . ?
C40 C28 C58 120.8(3) . . ?
C40 C28 H11 119.6 . . ?
C58 C28 H11 119.6 . . ?
C47 C29 C49 107.5(3) . . ?
C47 C29 H12 126.2 . . ?
C49 C29 H12 126.2 . . ?
N4 C30 C74 106.9(3) . . ?
N4 C30 C43 124.3(3) . . ?
C74 C30 C43 128.7(3) . . ?
C33 C31 C49 122.3(3) . . ?
C33 C31 C32 119.1(3) . . ?
C49 C31 C32 118.6(3) . . ?
C66 C32 C67 118.6(3) . . ?
C66 C32 C31 120.8(3) . . ?
C67 C32 C31 120.5(3) . . ?
C31 C33 N2 124.3(3) . . ?
C31 C33 C44 126.5(3) . . ?
N2 C33 C44 109.1(3) . . ?
C50 C34 C14 107.6(3) . . ?
C50 C34 H13 126.2 . . ?
C14 C34 H13 126.2 . . ?
C43 C35 N3 123.2(3) . . ?
C43 C35 C23 127.7(3) . . ?
N3 C35 C23 109.0(3) . . ?
C16 C36 C41 123.6(3) . . ?
C16 C36 C62 119.4(3) . . ?
C41 C36 C62 117.0(3) . . ?
C52 C37 C58 120.9(4) . . ?
C52 C37 H14 119.5 . . ?
C58 C37 H14 119.5 . . ?
N6 C38 N8 119.7(3) . . ?
N6 C38 C50 112.7(3) . . ?
N8 C38 C50 127.6(3) . . ?
C82 C39 C62 120.1(5) . . ?
C82 C39 H55 119.9 . . ?
C62 C39 H55 119.9 . . ?
C28 C40 C60 120.4(4) . . ?
C28 C40 H15 119.8 . . ?
C60 C40 H15 119.8 . . ?
N4 C41 C78 106.1(3) . . ?
N4 C41 C36 124.1(3) . . ?
C78 C41 C36 129.7(3) . . ?
C72 C42 C57 119.5(3) . . ?
C72 C42 N5 122.4(3) . . ?
C57 C42 N5 118.0(3) . . ?
C35 C43 C30 123.5(3) . . ?
C35 C43 C55 119.8(3) . . ?
C30 C43 C55 116.7(3) . . ?
C46 C44 C33 107.4(3) . . ?
C46 C44 H16 126.3 . . ?
C33 C44 H16 126.3 . . ?
C79 C45 C59 120.7(4) . . ?
C79 C45 H17 119.6 . . ?
C59 C45 H17 119.6 . . ?
C44 C46 C17 105.9(3) . . ?
C44 C46 H18 127.0 . . ?
C17 C46 H18 127.0 . . ?
C29 C47 C20 108.3(3) . . ?
C29 C47 H19 125.9 . . ?
C20 C47 H19 125.9 . . ?
C57 C48 C83 120.4(4) . . ?
C57 C48 H20 119.8 . . ?
C83 C48 H20 119.8 . . ?
N9 C49 C29 106.8(3) . . ?
N9 C49 C31 122.2(3) . . ?
C29 C49 C31 131.0(3) . . ?
C34 C50 C38 105.8(3) . . ?
C34 C50 H21 127.1 . . ?
C38 C50 H21 127.1 . . ?
C69 C51 C68 121.1(4) . . ?
C69 C51 H22 119.5 . . ?
C68 C51 H22 119.5 . . ?
C37 C52 C60 120.7(4) . . ?
C37 C52 H23 119.6 . . ?
C60 C52 H23 119.6 . . ?
C63 C53 C77 120.1(4) . . ?
C63 C53 H24 119.9 . . ?
C77 C53 H24 119.9 . . ?
C55 C54 C61 120.8(4) . . ?
C55 C54 H25 119.6 . . ?
C61 C54 H25 119.6 . . ?
C54 C55 C64 119.0(4) . . ?
C54 C55 C43 120.3(3) . . ?
C64 C55 C43 120.7(3) . . ?
C75 C56 C26 119.9(4) . . ?
C75 C56 H26 120.0 . . ?
C26 C56 H26 120.0 . . ?
C48 C57 C42 120.4(4) . . ?
C48 C57 H27 119.8 . . ?
C42 C57 H27 119.8 . . ?
C37 C58 C28 117.9(3) . . ?
C37 C58 C12 120.7(3) . . ?
C28 C58 C12 121.2(3) . . ?
C45 C59 C26 119.7(4) . . ?
C45 C59 H28 120.2 . . ?
C26 C59 H28 120.2 . . ?
C40 C60 C52 119.1(4) . . ?
C40 C60 H29 120.5 . . ?
C52 C60 H29 120.5 . . ?
C80 C61 C54 120.1(4) . . ?
C80 C61 H30 120.0 . . ?
C54 C61 H30 120.0 . . ?
C39 C62 C76 118.4(4) . . ?
C39 C62 C36 121.1(4) . . ?
C76 C62 C36 120.4(4) . . ?
C53 C63 C66 120.0(4) . . ?
C53 C63 H31 120.0 . . ?
C66 C63 H31 120.0 . . ?
C55 C64 C87 120.1(4) . . ?
C55 C64 H32 119.9 . . ?
C87 C64 H32 119.9 . . ?
C68 C65 C25 121.5(4) . . ?
C68 C65 H33 119.3 . . ?
C25 C65 H33 119.3 . . ?
C63 C66 C32 120.8(4) . . ?
C63 C66 H34 119.6 . . ?
C32 C66 H34 119.6 . . ?
C77 C67 C32 120.2(4) . . ?
C77 C67 H35 119.9 . . ?
C32 C67 H35 119.9 . . ?
C65 C68 C51 118.7(4) . . ?
C65 C68 H36 120.7 . . ?
C51 C68 H36 120.7 . . ?
C51 C69 C22 120.0(4) . . ?
C51 C69 H37 120.0 . . ?
C22 C69 H37 120.0 . . ?
C72 C70 C83 120.6(4) . . ?
C72 C70 H38 119.7 . . ?
C83 C70 H38 119.7 . . ?
C73 C71 C84 119.5(4) . . ?
C73 C71 N10 119.1(4) . . ?
C84 C71 N10 121.4(4) . . ?
C42 C72 C70 119.7(4) . . ?
C42 C72 H39 120.2 . . ?
C70 C72 H39 120.2 . . ?
C71 C73 C86 120.1(6) . . ?
C71 C73 H40 119.9 . . ?
C86 C73 H40 119.9 . . ?
C78 C74 C30 107.9(3) . . ?
C78 C74 H41 126.1 . . ?
C30 C74 H41 126.1 . . ?
C79 C75 C56 120.7(4) . . ?
C79 C75 H42 119.6 . . ?
C56 C75 H42 119.6 . . ?
C88 C76 C62 120.2(4) . . ?
C88 C76 H56 119.9 . . ?
C62 C76 H56 119.9 . . ?
C53 C77 C67 120.1(4) . . ?
C53 C77 H43 120.0 . . ?
C67 C77 H43 120.0 . . ?
C74 C78 C41 108.5(3) . . ?
C74 C78 H44 125.7 . . ?
C41 C78 H44 125.7 . . ?
C75 C79 C45 119.4(4) . . ?
C75 C79 H45 120.3 . . ?
C45 C79 H45 120.3 . . ?
C61 C80 C87 119.2(4) . . ?
C61 C80 H46 120.4 . . ?
C87 C80 H46 120.4 . . ?
C85 C81 C86 119.5(5) . . ?
C85 C81 H47 120.2 . . ?
C86 C81 H47 120.2 . . ?
C89 C82 C39 121.0(5) . . ?
C89 C82 H57 119.5 . . ?
C39 C82 H57 119.5 . . ?
C48 C83 C70 119.3(4) . . ?
C48 C83 H48 120.3 . . ?
C70 C83 H48 120.3 . . ?
C85 C84 C71 119.9(6) . . ?
C85 C84 H49 120.1 . . ?
C71 C84 H49 120.1 . . ?
C81 C85 C84 120.6(6) . . ?
C81 C85 H50 119.7 . . ?
C84 C85 H50 119.7 . . ?
C81 C86 C73 120.2(6) . . ?
C81 C86 H51 119.9 . . ?
C73 C86 H51 119.9 . . ?
C80 C87 C64 120.8(4) . . ?
C80 C87 H52 119.6 . . ?
C64 C87 H52 119.6 . . ?
C89 C88 C76 120.3(5) . . ?
C89 C88 H58 119.8 . . ?
C76 C88 H58 119.8 . . ?
C82 C89 C88 119.8(4) . . ?
C82 C89 H59 120.1 . . ?
C88 C89 H59 120.1 . . ?
Cl1 C90 Cl3 112.2(3) . . ?
Cl1 C90 Cl2 110.3(3) . . ?
Cl3 C90 Cl2 109.4(3) . . ?
Cl1 C90 H53 108.3 . . ?
Cl3 C90 H53 108.3 . . ?
Cl2 C90 H53 108.3 . . ?
C93 C92 C91 135(3) . . ?
C94 C93 C92 146(2) . . ?
C93 C94 C95 144.3(18) . . ?
C96 C95 C94 145(2) . . ?
C97 C97 C98 180.0 10_556 . ?
C99 C98 C97 180.0 . . ?
C102 C99 C100 0.000(1) 10 . ?
C102 C99 C98 180.0 10 . ?
C100 C99 C98 180.0 . . ?
C102 C100 C99 0.00(3) 10 . ?
C102 C100 C101 180.00(2) 10 . ?
C99 C100 C101 180.0 . . ?
C100 C101 C100 180.0 10 . ?
C100 C101 C102 0.000(1) 10 . ?
C100 C101 C102 180.0 . . ?
C100 C101 C102 180.0 10 10 ?
C100 C101 C102 0.000(1) . 10 ?
C102 C101 C102 180.0 . 10 ?
C100 C102 C99 180.00(2) 10 10 ?
C100 C102 C101 0.00(2) 10 . ?
C99 C102 C101 180.0 10 . ?

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
C20 C12 C14 N6 -11.3(5) . . . . ?
C58 C12 C14 N6 173.4(3) . . . . ?
C20 C12 C14 C34 168.0(3) . . . . ?
C58 C12 C14 C34 -7.3(5) . . . . ?
C38 N6 C14 C12 -179.6(3) . . . . ?
C38 N6 C14 C34 1.0(4) . . . . ?
C21 N1 C16 C36 178.2(3) . . . . ?
C21 N1 C16 C27 0.5(4) . . . . ?
C33 N2 C17 N10 -179.6(3) . . . . ?
C33 N2 C17 C46 -1.9(4) . . . . ?
N2 C17 N10 C71 -172.6(3) . . . . ?
C46 C17 N10 C71 10.1(6) . . . . ?
C35 N3 C19 N7 -178.6(3) . . . . ?
C35 N3 C19 C24 -1.0(4) . . . . ?
C22 N7 C19 N3 -167.7(3) . . . . ?
C22 N7 C19 C24 15.1(6) . . . . ?
C49 N9 C20 C47 0.2(4) . . . . ?
C49 N9 C20 C12 178.9(3) . . . . ?
C14 C12 C20 N9 -27.4(5) . . . . ?
C58 C12 C20 N9 148.1(3) . . . . ?
C14 C12 C20 C47 150.9(4) . . . . ?
C58 C12 C20 C47 -33.6(6) . . . . ?
C16 N1 C21 N5 -177.0(3) . . . . ?
C16 N1 C21 C15 -0.3(4) . . . . ?
C42 N5 C21 N1 -168.1(3) . . . . ?
C42 N5 C21 C15 15.8(6) . . . . ?
C27 C15 C21 N1 0.0(4) . . . . ?
C27 C15 C21 N5 176.3(3) . . . . ?
C19 N7 C22 C69 25.3(6) . . . . ?
C19 N7 C22 C25 -156.8(3) . . . . ?
C35 C23 C24 C19 -0.6(4) . . . . ?
N3 C19 C24 C23 1.1(4) . . . . ?
N7 C19 C24 C23 178.4(3) . . . . ?
C69 C22 C25 C65 0.1(5) . . . . ?
N7 C22 C25 C65 -177.8(3) . . . . ?
C38 N8 C26 C59 35.3(6) . . . . ?
C38 N8 C26 C56 -145.9(4) . . . . ?
C21 C15 C27 C16 0.3(4) . . . . ?
C36 C16 C27 C15 -178.1(4) . . . . ?
N1 C16 C27 C15 -0.5(4) . . . . ?
C41 N4 C30 C74 0.4(4) . . . . ?
C41 N4 C30 C43 176.4(4) . . . . ?
C33 C31 C32 C66 -54.1(5) . . . . ?
C49 C31 C32 C66 125.7(4) . . . . ?
C33 C31 C32 C67 123.7(4) . . . . ?
C49 C31 C32 C67 -56.5(5) . . . . ?
C49 C31 C33 N2 -10.1(5) . . . . ?
C32 C31 C33 N2 169.7(3) . . . . ?
C49 C31 C33 C44 167.5(3) . . . . ?
C32 C31 C33 C44 -12.7(5) . . . . ?
C17 N2 C33 C31 179.6(3) . . . . ?
C17 N2 C33 C44 1.6(4) . . . . ?
C12 C14 C34 C50 179.5(4) . . . . ?
N6 C14 C34 C50 -1.1(4) . . . . ?
C19 N3 C35 C43 -179.3(3) . . . . ?
C19 N3 C35 C23 0.6(4) . . . . ?
C24 C23 C35 C43 179.9(4) . . . . ?
C24 C23 C35 N3 0.1(4) . . . . ?
N1 C16 C36 C41 -4.0(6) . . . . ?
C27 C16 C36 C41 173.2(4) . . . . ?
N1 C16 C36 C62 176.7(3) . . . . ?
C27 C16 C36 C62 -6.0(6) . . . . ?
C14 N6 C38 N8 -178.2(3) . . . . ?
C14 N6 C38 C50 -0.6(4) . . . . ?
C26 N8 C38 N6 -174.6(3) . . . . ?
C26 N8 C38 C50 8.2(6) . . . . ?
C58 C28 C40 C60 2.0(6) . . . . ?
C30 N4 C41 C78 -1.6(4) . . . . ?
C30 N4 C41 C36 174.9(4) . . . . ?
C16 C36 C41 N4 -25.5(6) . . . . ?
C62 C36 C41 N4 153.7(4) . . . . ?
C16 C36 C41 C78 150.1(4) . . . . ?
C62 C36 C41 C78 -30.6(6) . . . . ?
C21 N5 C42 C72 35.1(5) . . . . ?
C21 N5 C42 C57 -149.0(4) . . . . ?
N3 C35 C43 C30 -5.7(6) . . . . ?
C23 C35 C43 C30 174.5(3) . . . . ?
N3 C35 C43 C55 172.8(3) . . . . ?
C23 C35 C43 C55 -7.0(6) . . . . ?
N4 C30 C43 C35 -22.3(6) . . . . ?
C74 C30 C43 C35 152.7(4) . . . . ?
N4 C30 C43 C55 159.1(4) . . . . ?
C74 C30 C43 C55 -25.8(6) . . . . ?
C31 C33 C44 C46 -178.5(4) . . . . ?
N2 C33 C44 C46 -0.6(4) . . . . ?
C33 C44 C46 C17 -0.5(4) . . . . ?
N2 C17 C46 C44 1.6(4) . . . . ?
N10 C17 C46 C44 179.1(4) . . . . ?
C49 C29 C47 C20 -1.7(4) . . . . ?
N9 C20 C47 C29 0.9(4) . . . . ?
C12 C20 C47 C29 -177.6(4) . . . . ?
C20 N9 C49 C29 -1.3(4) . . . . ?
C20 N9 C49 C31 176.1(3) . . . . ?
C47 C29 C49 N9 1.8(4) . . . . ?
C47 C29 C49 C31 -175.3(4) . . . . ?
C33 C31 C49 N9 -22.9(5) . . . . ?
C32 C31 C49 N9 157.3(3) . . . . ?
C33 C31 C49 C29 153.8(4) . . . . ?
C32 C31 C49 C29 -26.0(6) . . . . ?
C14 C34 C50 C38 0.7(4) . . . . ?
N6 C38 C50 C34 -0.1(4) . . . . ?
N8 C38 C50 C34 177.3(4) . . . . ?
C58 C37 C52 C60 -0.6(6) . . . . ?
C61 C54 C55 C64 -0.7(6) . . . . ?
C61 C54 C55 C43 178.4(4) . . . . ?
C35 C43 C55 C54 -60.1(5) . . . . ?
C30 C43 C55 C54 118.5(4) . . . . ?
C35 C43 C55 C64 119.0(4) . . . . ?
C30 C43 C55 C64 -62.3(5) . . . . ?
C59 C26 C56 C75 -2.5(6) . . . . ?
N8 C26 C56 C75 178.7(4) . . . . ?
C83 C48 C57 C42 1.2(6) . . . . ?
C72 C42 C57 C48 -1.3(5) . . . . ?
N5 C42 C57 C48 -177.4(3) . . . . ?
C52 C37 C58 C28 3.5(5) . . . . ?
C52 C37 C58 C12 -171.8(3) . . . . ?
C40 C28 C58 C37 -4.1(5) . . . . ?
C40 C28 C58 C12 171.1(3) . . . . ?
C14 C12 C58 C37 135.6(4) . . . . ?
C20 C12 C58 C37 -39.9(5) . . . . ?
C14 C12 C58 C28 -39.5(5) . . . . ?
C20 C12 C58 C28 145.0(3) . . . . ?
C79 C45 C59 C26 -1.0(6) . . . . ?
C56 C26 C59 C45 2.8(6) . . . . ?
N8 C26 C59 C45 -178.5(4) . . . . ?
C28 C40 C60 C52 1.0(6) . . . . ?
C37 C52 C60 C40 -1.6(6) . . . . ?
C55 C54 C61 C80 -1.0(6) . . . . ?
C82 C39 C62 C76 -2.6(6) . . . . ?
C82 C39 C62 C36 174.8(4) . . . . ?
C16 C36 C62 C39 -49.0(5) . . . . ?
C41 C36 C62 C39 131.7(4) . . . . ?
C16 C36 C62 C76 128.4(4) . . . . ?
C41 C36 C62 C76 -50.9(5) . . . . ?
C77 C53 C63 C66 1.4(6) . . . . ?
C54 C55 C64 C87 2.2(7) . . . . ?
C43 C55 C64 C87 -177.0(4) . . . . ?
C22 C25 C65 C68 -0.7(6) . . . . ?
C53 C63 C66 C32 -0.8(6) . . . . ?
C67 C32 C66 C63 -1.0(6) . . . . ?
C31 C32 C66 C63 176.9(3) . . . . ?
C66 C32 C67 C77 2.0(5) . . . . ?
C31 C32 C67 C77 -175.9(3) . . . . ?
C25 C65 C68 C51 0.3(6) . . . . ?
C69 C51 C68 C65 0.7(6) . . . . ?
C68 C51 C69 C22 -1.3(6) . . . . ?
C25 C22 C69 C51 0.9(6) . . . . ?
N7 C22 C69 C51 178.6(4) . . . . ?
C17 N10 C71 C73 -145.3(4) . . . . ?
C17 N10 C71 C84 35.5(6) . . . . ?
C57 C42 C72 C70 1.3(6) . . . . ?
N5 C42 C72 C70 177.2(4) . . . . ?
C83 C70 C72 C42 -1.1(6) . . . . ?
C84 C71 C73 C86 -4.0(6) . . . . ?
N10 C71 C73 C86 176.7(4) . . . . ?
N4 C30 C74 C78 0.9(5) . . . . ?
C43 C30 C74 C78 -174.8(4) . . . . ?
C26 C56 C75 C79 0.4(7) . . . . ?
C39 C62 C76 C88 4.1(6) . . . . ?
C36 C62 C76 C88 -173.3(4) . . . . ?
C63 C53 C77 C67 -0.4(6) . . . . ?
C32 C67 C77 C53 -1.4(6) . . . . ?
C30 C74 C78 C41 -1.9(5) . . . . ?
N4 C41 C78 C74 2.2(5) . . . . ?
C36 C41 C78 C74 -174.1(4) . . . . ?
C56 C75 C79 C45 1.5(7) . . . . ?
C59 C45 C79 C75 -1.1(6) . . . . ?
C54 C61 C80 C87 1.3(7) . . . . ?
C62 C39 C82 C89 0.3(7) . . . . ?
C57 C48 C83 C70 -1.0(6) . . . . ?
C72 C70 C83 C48 1.0(7) . . . . ?
C73 C71 C84 C85 4.4(7) . . . . ?
N10 C71 C84 C85 -176.4(4) . . . . ?
C86 C81 C85 C84 -1.7(8) . . . . ?
C71 C84 C85 C81 -1.5(8) . . . . ?
C85 C81 C86 C73 2.1(7) . . . . ?
C71 C73 C86 C81 0.8(7) . . . . ?
C61 C80 C87 C64 0.1(8) . . . . ?
C55 C64 C87 C80 -1.9(8) . . . . ?
C62 C76 C88 C89 -3.2(7) . . . . ?
C39 C82 C89 C88 0.6(7) . . . . ?
C76 C88 C89 C82 0.9(7) . . . . ?
C91 C92 C93 C94 173(3) . . . . ?
C92 C93 C94 C95 41(8) . . . . ?
C93 C94 C95 C96 160(4) . . . . ?

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
N5 H1 N2 0.88 1.99 2.860(4) 167.8 .
N7 H2 N6 0.88 2.06 2.933(4) 169.7 .
N8 H3 N3 0.88 2.10 2.881(4) 147.0 .
N9 H4 N2 0.88 2.35 2.813(4) 113.0 .
N9 H4 N6 0.88 2.40 2.835(4) 110.8 .
N10 H6 N1 0.88 2.04 2.880(5) 160.1 .
C34 H13 Cl2 0.95 2.87 3.717(4) 148.8 6
C50 H21 Cl1 0.95 2.93 3.593(4) 128.0 6
N5 H1 N2 0.88 1.99 2.860(4) 167.8 .
N7 H2 N6 0.88 2.06 2.933(4) 169.7 .
N4 H54 N1 0.88 2.43 2.865(4) 110.7 .
N4 H54 N3 0.88 2.39 2.846(4) 113.0 .

_refine_diff_density_max         1.613
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.076


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170225um
_database_code_depnum_ccdc_archive 'CCDC 1849993'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(1-naphthylanilino)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(1-naphthylanilino)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H33 N5'
_chemical_formula_sum            'C46 H33 N5'
_chemical_formula_weight         655.77

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                   6.5341(12)
_cell_length_b                   12.836(2)
_cell_length_c                   20.895(3)
_cell_angle_alpha                106.223(12)
_cell_angle_beta                 90.002(15)
_cell_angle_gamma                91.44(2)
_cell_volume                     1682.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    1266
_cell_measurement_theta_min      28.8
_cell_measurement_theta_max      68.2

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.597
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            22141
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         6.591
_diffrn_reflns_theta_max         68.286
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             5953
_reflns_number_gt                4584
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0770P)²+0.0436P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5953
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1180
_refine_ls_wR_factor_gt          0.1122
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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 0.3775(2) 0.43415(13) 0.34978(8) 0.0268(3) Uani 1 1 d . . . . .
C2 C 0.3141(2) 0.46266(13) 0.41940(8) 0.0269(3) Uani 1 1 d . . . . .
H1 H 0.3596 0.4296 0.4521 0.032 Uiso 1 1 calc R U . . .
C3 C 0.1810(2) 0.54335(13) 0.42948(8) 0.0272(3) Uani 1 1 d . . . . .
H2 H 0.1148 0.5756 0.4705 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1534(2) 0.57374(13) 0.36858(7) 0.0257(3) Uani 1 1 d . . . . .
C5 C 0.0464(2) 0.65777(13) 0.35744(7) 0.0252(3) Uani 1 1 d . . . . .
C6 C 0.0666(2) 0.69109(13) 0.29713(7) 0.0251(3) Uani 1 1 d . . . . .
C7 C -0.0648(2) 0.75208(13) 0.27033(8) 0.0286(4) Uani 1 1 d . . . . .
H3 H -0.1901 0.7818 0.2892 0.034 Uiso 1 1 calc R U . . .
C8 C 0.0197(2) 0.76181(13) 0.21127(8) 0.0278(4) Uani 1 1 d . . . . .
H4 H -0.0371 0.7996 0.1827 0.033 Uiso 1 1 calc R U . . .
C9 C 0.2034(2) 0.70601(13) 0.20135(7) 0.0242(3) Uani 1 1 d . . . . .
C10 C 0.3490(2) 0.68581(12) 0.14771(7) 0.0234(3) Uani 1 1 d . . . . .
C11 C 0.5089(2) 0.61613(12) 0.14342(7) 0.0242(3) Uani 1 1 d . . . . .
C12 C 0.6405(2) 0.57643(13) 0.08646(8) 0.0267(3) Uani 1 1 d . . . . .
H5 H 0.6414 0.5989 0.0468 0.032 Uiso 1 1 calc R U . . .
C13 C 0.7612(2) 0.50192(13) 0.10008(8) 0.0270(4) Uani 1 1 d . . . . .
H6 H 0.8631 0.4613 0.0722 0.032 Uiso 1 1 calc R U . . .
C14 C 0.7030(2) 0.49641(13) 0.16649(7) 0.0249(3) Uani 1 1 d . . . . .
C15 C -0.0961(2) 0.72161(13) 0.40816(7) 0.0252(3) Uani 1 1 d . . . . .
C16 C -0.2623(2) 0.67400(15) 0.43172(8) 0.0322(4) Uani 1 1 d . . . . .
H7 H -0.2837 0.5975 0.4171 0.039 Uiso 1 1 calc R U . . .
C17 C -0.3977(3) 0.73769(16) 0.47656(9) 0.0371(4) Uani 1 1 d . . . . .
H8 H -0.5111 0.7043 0.4923 0.045 Uiso 1 1 calc R U . . .
C18 C -0.3688(3) 0.84800(15) 0.49820(8) 0.0356(4) Uani 1 1 d . . . . .
H9 H -0.4625 0.8910 0.5285 0.043 Uiso 1 1 calc R U . . .
N1 N 0.5001(2) 0.36346(12) 0.31489(7) 0.0333(3) Uani 1 1 d . . . . .
N2 N 0.2765(2) 0.50365(11) 0.32203(6) 0.0302(3) Uani 1 1 d . . . . .
H10 H 0.2880 0.5040 0.2801 0.036 Uiso 1 1 calc R U . . .
N4 N 0.55455(18) 0.56336(10) 0.19187(6) 0.0248(3) Uani 1 1 d . . . . .
N5 N 0.77694(19) 0.42614(11) 0.19821(6) 0.0263(3) Uani 1 1 d . . . . .
H11 H 0.7192 0.4233 0.2357 0.032 Uiso 1 1 calc R U . . .
C19 C -0.2031(3) 0.89659(15) 0.47594(8) 0.0351(4) Uani 1 1 d . . . . .
H12 H -0.1821 0.9731 0.4913 0.042 Uiso 1 1 calc R U . . .
C20 C -0.0674(2) 0.83410(14) 0.43126(8) 0.0311(4) Uani 1 1 d . . . . .
H13 H 0.0464 0.8681 0.4162 0.037 Uiso 1 1 calc R U . . .
N3 N 0.22664(18) 0.66449(10) 0.25424(6) 0.0245(3) Uani 1 1 d . . . . .
H14 H 0.3308 0.6258 0.2599 0.029 Uiso 1 1 calc R U . . .
C21 C 0.3217(2) 0.74227(12) 0.09515(7) 0.0241(3) Uani 1 1 d . . . . .
C22 C 0.1402(2) 0.73131(13) 0.05805(7) 0.0263(3) Uani 1 1 d . . . . .
H15 H 0.0306 0.6869 0.0664 0.032 Uiso 1 1 calc R U . . .
C23 C 0.1190(2) 0.78443(14) 0.00948(8) 0.0292(4) Uani 1 1 d . . . . .
H16 H -0.0049 0.7761 -0.0155 0.035 Uiso 1 1 calc R U . . .
C24 C 0.2767(2) 0.84971(14) -0.00316(8) 0.0301(4) Uani 1 1 d . . . . .
H17 H 0.2617 0.8858 -0.0368 0.036 Uiso 1 1 calc R U . . .
C25 C 0.4571(2) 0.86204(14) 0.03368(8) 0.0303(4) Uani 1 1 d . . . . .
H18 H 0.5657 0.9072 0.0256 0.036 Uiso 1 1 calc R U . . .
C26 C 0.4785(2) 0.80854(14) 0.08218(8) 0.0290(4) Uani 1 1 d . . . . .
H19 H 0.6025 0.8173 0.1071 0.035 Uiso 1 1 calc R U . . .
C27 C 0.6049(2) 0.29339(14) 0.34474(7) 0.0291(4) Uani 1 1 d . . . . .
C28 C 0.7886(3) 0.32458(15) 0.37697(8) 0.0341(4) Uani 1 1 d . . . . .
H20 H 0.8379 0.3973 0.3842 0.041 Uiso 1 1 calc R U . . .
C29 C 0.9054(2) 0.25121(15) 0.39945(8) 0.0344(4) Uani 1 1 d . . . . .
H21 H 1.0306 0.2751 0.4226 0.041 Uiso 1 1 calc R U . . .
C30 C 0.8399(2) 0.14620(14) 0.38817(8) 0.0319(4) Uani 1 1 d . . . . .
H22 H 0.9210 0.0968 0.4029 0.038 Uiso 1 1 calc R U . . .
C31 C 0.6521(2) 0.10987(13) 0.35477(7) 0.0281(4) Uani 1 1 d . . . . .
C32 C 0.5812(3) 0.00054(14) 0.34195(8) 0.0351(4) Uani 1 1 d . . . . .
H23 H 0.6630 -0.0501 0.3552 0.042 Uiso 1 1 calc R U . . .
C33 C 0.3977(3) -0.03316(16) 0.31099(9) 0.0397(4) Uani 1 1 d . . . . .
H24 H 0.3523 -0.1066 0.3032 0.048 Uiso 1 1 calc R U . . .
C34 C 0.2761(3) 0.04024(16) 0.29070(9) 0.0388(4) Uani 1 1 d . . . . .
H25 H 0.1480 0.0164 0.2694 0.047 Uiso 1 1 calc R U . . .
C35 C 0.3406(2) 0.14625(15) 0.30136(8) 0.0331(4) Uani 1 1 d . . . . .
H26 H 0.2572 0.1950 0.2869 0.040 Uiso 1 1 calc R U . . .
C36 C 0.5298(2) 0.18407(13) 0.33369(7) 0.0272(4) Uani 1 1 d . . . . .
C37 C 0.9420(2) 0.35723(13) 0.17401(7) 0.0248(3) Uani 1 1 d . . . . .
C38 C 1.1183(2) 0.39830(14) 0.15340(8) 0.0303(4) Uani 1 1 d . . . . .
H27 H 1.1314 0.4738 0.1577 0.036 Uiso 1 1 calc R U . . .
C39 C 1.2800(2) 0.32967(15) 0.12590(8) 0.0346(4) Uani 1 1 d . . . . .
H28 H 1.3996 0.3589 0.1108 0.041 Uiso 1 1 calc R U . . .
C40 C 1.2657(2) 0.22176(15) 0.12095(8) 0.0324(4) Uani 1 1 d . . . . .
H29 H 1.3765 0.1765 0.1030 0.039 Uiso 1 1 calc R U . . .
C41 C 1.0888(2) 0.17621(13) 0.14211(7) 0.0273(4) Uani 1 1 d . . . . .
C42 C 1.0671(2) 0.06331(14) 0.13440(8) 0.0324(4) Uani 1 1 d . . . . .
H30 H 1.1775 0.0173 0.1171 0.039 Uiso 1 1 calc R U . . .
C43 C 0.8903(3) 0.01990(14) 0.15137(8) 0.0335(4) Uani 1 1 d . . . . .
H31 H 0.8778 -0.0562 0.1451 0.040 Uiso 1 1 calc R U . . .
C44 C 0.7269(2) 0.08590(14) 0.17785(8) 0.0308(4) Uani 1 1 d . . . . .
H32 H 0.6047 0.0545 0.1897 0.037 Uiso 1 1 calc R U . . .
C45 C 0.7417(2) 0.19562(13) 0.18682(7) 0.0256(3) Uani 1 1 d . . . . .
H33 H 0.6296 0.2397 0.2052 0.031 Uiso 1 1 calc R U . . .
C46 C 0.9214(2) 0.24417(13) 0.16911(7) 0.0241(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.290(2) . ?
C1 N2 1.373(2) . ?
C1 C2 1.460(2) . ?
C2 C3 1.341(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.444(2) . ?
C3 H2 0.9500 . ?
C4 C5 1.373(2) . ?
C4 N2 1.396(2) . ?
C5 C6 1.444(2) . ?
C5 C15 1.488(2) . ?
C6 N3 1.3642(19) . ?
C6 C7 1.394(2) . ?
C7 C8 1.388(2) . ?
C7 H3 0.9500 . ?
C8 C9 1.399(2) . ?
C8 H4 0.9500 . ?
C9 N3 1.3644(19) . ?
C9 C10 1.442(2) . ?
C10 C11 1.379(2) . ?
C10 C21 1.488(2) . ?
C11 N4 1.402(2) . ?
C11 C12 1.449(2) . ?
C12 C13 1.344(2) . ?
C12 H5 0.9500 . ?
C13 C14 1.459(2) . ?
C13 H6 0.9500 . ?
C14 N4 1.322(2) . ?
C14 N5 1.357(2) . ?
C15 C16 1.390(2) . ?
C15 C20 1.396(2) . ?
C16 C17 1.392(2) . ?
C16 H7 0.9500 . ?
C17 C18 1.369(3) . ?
C17 H8 0.9500 . ?
C18 C19 1.380(2) . ?
C18 H9 0.9500 . ?
N1 C27 1.418(2) . ?
N2 H10 0.8800 . ?
N5 C37 1.414(2) . ?
N5 H11 0.8800 . ?
C19 C20 1.385(2) . ?
C19 H12 0.9500 . ?
C20 H13 0.9500 . ?
N3 H14 0.8800 . ?
C21 C26 1.390(2) . ?
C21 C22 1.399(2) . ?
C22 C23 1.380(2) . ?
C22 H15 0.9500 . ?
C23 C24 1.383(2) . ?
C23 H16 0.9500 . ?
C24 C25 1.389(2) . ?
C24 H17 0.9500 . ?
C25 C26 1.382(2) . ?
C25 H18 0.9500 . ?
C26 H19 0.9500 . ?
C27 C28 1.371(2) . ?
C27 C36 1.431(2) . ?
C28 C29 1.405(2) . ?
C28 H20 0.9500 . ?
C29 C30 1.360(3) . ?
C29 H21 0.9500 . ?
C30 C31 1.414(2) . ?
C30 H22 0.9500 . ?
C31 C32 1.419(2) . ?
C31 C36 1.419(2) . ?
C32 C33 1.364(3) . ?
C32 H23 0.9500 . ?
C33 C34 1.400(3) . ?
C33 H24 0.9500 . ?
C34 C35 1.371(3) . ?
C34 H25 0.9500 . ?
C35 C36 1.417(2) . ?
C35 H26 0.9500 . ?
C37 C38 1.373(2) . ?
C37 C46 1.429(2) . ?
C38 C39 1.410(2) . ?
C38 H27 0.9500 . ?
C39 C40 1.361(3) . ?
C39 H28 0.9500 . ?
C40 C41 1.408(2) . ?
C40 H29 0.9500 . ?
C41 C42 1.416(2) . ?
C41 C46 1.431(2) . ?
C42 C43 1.360(2) . ?
C42 H30 0.9500 . ?
C43 C44 1.395(2) . ?
C43 H31 0.9500 . ?
C44 C45 1.369(2) . ?
C44 H32 0.9500 . ?
C45 C46 1.413(2) . ?
C45 H33 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 121.05(14) . . ?
N1 C1 C2 133.56(15) . . ?
N2 C1 C2 105.38(13) . . ?
C3 C2 C1 108.53(14) . . ?
C3 C2 H1 125.7 . . ?
C1 C2 H1 125.7 . . ?
C2 C3 C4 109.65(14) . . ?
C2 C3 H2 125.2 . . ?
C4 C3 H2 125.2 . . ?
C5 C4 N2 125.35(14) . . ?
C5 C4 C3 129.59(14) . . ?
N2 C4 C3 104.85(13) . . ?
C4 C5 C6 122.80(14) . . ?
C4 C5 C15 121.31(13) . . ?
C6 C5 C15 115.89(13) . . ?
N3 C6 C7 106.78(13) . . ?
N3 C6 C5 123.86(14) . . ?
C7 C6 C5 129.36(14) . . ?
C8 C7 C6 107.95(14) . . ?
C8 C7 H3 126.0 . . ?
C6 C7 H3 126.0 . . ?
C7 C8 C9 107.86(14) . . ?
C7 C8 H4 126.1 . . ?
C9 C8 H4 126.1 . . ?
N3 C9 C8 106.55(13) . . ?
N3 C9 C10 121.55(13) . . ?
C8 C9 C10 131.85(14) . . ?
C11 C10 C9 122.50(14) . . ?
C11 C10 C21 119.65(13) . . ?
C9 C10 C21 117.85(13) . . ?
C10 C11 N4 124.20(13) . . ?
C10 C11 C12 126.33(14) . . ?
N4 C11 C12 109.15(13) . . ?
C13 C12 C11 107.31(14) . . ?
C13 C12 H5 126.3 . . ?
C11 C12 H5 126.3 . . ?
C12 C13 C14 105.74(13) . . ?
C12 C13 H6 127.1 . . ?
C14 C13 H6 127.1 . . ?
N4 C14 N5 121.97(13) . . ?
N4 C14 C13 112.16(14) . . ?
N5 C14 C13 125.68(14) . . ?
C16 C15 C20 118.38(14) . . ?
C16 C15 C5 122.42(15) . . ?
C20 C15 C5 119.15(14) . . ?
C15 C16 C17 120.40(17) . . ?
C15 C16 H7 119.8 . . ?
C17 C16 H7 119.8 . . ?
C18 C17 C16 120.54(16) . . ?
C18 C17 H8 119.7 . . ?
C16 C17 H8 119.7 . . ?
C17 C18 C19 119.87(16) . . ?
C17 C18 H9 120.1 . . ?
C19 C18 H9 120.1 . . ?
C1 N1 C27 120.15(13) . . ?
C1 N2 C4 111.58(13) . . ?
C1 N2 H10 124.2 . . ?
C4 N2 H10 124.2 . . ?
C14 N4 C11 105.65(12) . . ?
C14 N5 C37 123.36(13) . . ?
C14 N5 H11 118.3 . . ?
C37 N5 H11 118.3 . . ?
C18 C19 C20 120.15(17) . . ?
C18 C19 H12 119.9 . . ?
C20 C19 H12 119.9 . . ?
C19 C20 C15 120.65(15) . . ?
C19 C20 H13 119.7 . . ?
C15 C20 H13 119.7 . . ?
C9 N3 C6 110.86(12) . . ?
C9 N3 H14 124.6 . . ?
C6 N3 H14 124.6 . . ?
C26 C21 C22 118.29(14) . . ?
C26 C21 C10 119.96(13) . . ?
C22 C21 C10 121.75(13) . . ?
C23 C22 C21 120.59(14) . . ?
C23 C22 H15 119.7 . . ?
C21 C22 H15 119.7 . . ?
C22 C23 C24 120.52(14) . . ?
C22 C23 H16 119.7 . . ?
C24 C23 H16 119.7 . . ?
C23 C24 C25 119.50(15) . . ?
C23 C24 H17 120.2 . . ?
C25 C24 H17 120.3 . . ?
C26 C25 C24 119.94(14) . . ?
C26 C25 H18 120.0 . . ?
C24 C25 H18 120.0 . . ?
C25 C26 C21 121.16(14) . . ?
C25 C26 H19 119.4 . . ?
C21 C26 H19 119.4 . . ?
C28 C27 N1 121.01(16) . . ?
C28 C27 C36 119.61(15) . . ?
N1 C27 C36 118.92(14) . . ?
C27 C28 C29 121.30(16) . . ?
C27 C28 H20 119.4 . . ?
C29 C28 H20 119.4 . . ?
C30 C29 C28 120.27(15) . . ?
C30 C29 H21 119.9 . . ?
C28 C29 H21 119.9 . . ?
C29 C30 C31 120.57(15) . . ?
C29 C30 H22 119.7 . . ?
C31 C30 H22 119.7 . . ?
C30 C31 C32 121.63(15) . . ?
C30 C31 C36 119.65(15) . . ?
C32 C31 C36 118.72(15) . . ?
C33 C32 C31 121.18(16) . . ?
C33 C32 H23 119.4 . . ?
C31 C32 H23 119.4 . . ?
C32 C33 C34 120.12(17) . . ?
C32 C33 H24 119.9 . . ?
C34 C33 H24 119.9 . . ?
C35 C34 C33 120.44(16) . . ?
C35 C34 H25 119.8 . . ?
C33 C34 H25 119.8 . . ?
C34 C35 C36 120.89(16) . . ?
C34 C35 H26 119.6 . . ?
C36 C35 H26 119.6 . . ?
C35 C36 C31 118.63(15) . . ?
C35 C36 C27 122.81(15) . . ?
C31 C36 C27 118.55(14) . . ?
C38 C37 N5 120.07(15) . . ?
C38 C37 C46 120.36(14) . . ?
N5 C37 C46 119.54(13) . . ?
C37 C38 C39 120.77(16) . . ?
C37 C38 H27 119.6 . . ?
C39 C38 H27 119.6 . . ?
C40 C39 C38 120.29(15) . . ?
C40 C39 H28 119.9 . . ?
C38 C39 H28 119.9 . . ?
C39 C40 C41 120.93(15) . . ?
C39 C40 H29 119.5 . . ?
C41 C40 H29 119.5 . . ?
C40 C41 C42 121.71(14) . . ?
C40 C41 C46 119.65(15) . . ?
C42 C41 C46 118.57(14) . . ?
C43 C42 C41 120.89(15) . . ?
C43 C42 H30 119.6 . . ?
C41 C42 H30 119.6 . . ?
C42 C43 C44 120.71(16) . . ?
C42 C43 H31 119.6 . . ?
C44 C43 H31 119.6 . . ?
C45 C44 C43 120.46(15) . . ?
C45 C44 H32 119.8 . . ?
C43 C44 H32 119.8 . . ?
C44 C45 C46 120.83(14) . . ?
C44 C45 H33 119.6 . . ?
C46 C45 H33 119.6 . . ?
C45 C46 C37 123.42(14) . . ?
C45 C46 C41 118.54(14) . . ?
C37 C46 C41 117.99(14) . . ?

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
N1 C1 C2 C3 -179.86(18) . . . . ?
N2 C1 C2 C3 0.99(17) . . . . ?
C1 C2 C3 C4 -1.35(18) . . . . ?
C2 C3 C4 C5 -173.71(16) . . . . ?
C2 C3 C4 N2 1.18(17) . . . . ?
N2 C4 C5 C6 -6.9(2) . . . . ?
C3 C4 C5 C6 167.08(15) . . . . ?
N2 C4 C5 C15 174.23(14) . . . . ?
C3 C4 C5 C15 -11.8(2) . . . . ?
C4 C5 C6 N3 -18.1(2) . . . . ?
C15 C5 C6 N3 160.87(14) . . . . ?
C4 C5 C6 C7 160.83(16) . . . . ?
C15 C5 C6 C7 -20.2(2) . . . . ?
N3 C6 C7 C8 -0.31(18) . . . . ?
C5 C6 C7 C8 -179.37(16) . . . . ?
C6 C7 C8 C9 0.36(19) . . . . ?
C7 C8 C9 N3 -0.28(18) . . . . ?
C7 C8 C9 C10 177.22(16) . . . . ?
N3 C9 C10 C11 6.0(2) . . . . ?
C8 C9 C10 C11 -171.23(16) . . . . ?
N3 C9 C10 C21 -174.66(13) . . . . ?
C8 C9 C10 C21 8.2(2) . . . . ?
C9 C10 C11 N4 -4.1(2) . . . . ?
C21 C10 C11 N4 176.57(13) . . . . ?
C9 C10 C11 C12 168.64(14) . . . . ?
C21 C10 C11 C12 -10.7(2) . . . . ?
C10 C11 C12 C13 -173.45(15) . . . . ?
N4 C11 C12 C13 0.16(17) . . . . ?
C11 C12 C13 C14 -0.27(16) . . . . ?
C12 C13 C14 N4 0.31(17) . . . . ?
C12 C13 C14 N5 175.37(14) . . . . ?
C4 C5 C15 C16 -58.7(2) . . . . ?
C6 C5 C15 C16 122.33(16) . . . . ?
C4 C5 C15 C20 123.89(17) . . . . ?
C6 C5 C15 C20 -55.09(19) . . . . ?
C20 C15 C16 C17 0.8(2) . . . . ?
C5 C15 C16 C17 -176.60(15) . . . . ?
C15 C16 C17 C18 -0.2(3) . . . . ?
C16 C17 C18 C19 -0.6(3) . . . . ?
N2 C1 N1 C27 179.17(15) . . . . ?
C2 C1 N1 C27 0.1(3) . . . . ?
N1 C1 N2 C4 -179.52(15) . . . . ?
C2 C1 N2 C4 -0.23(17) . . . . ?
C5 C4 N2 C1 174.63(15) . . . . ?
C3 C4 N2 C1 -0.54(17) . . . . ?
N5 C14 N4 C11 -175.47(13) . . . . ?
C13 C14 N4 C11 -0.20(16) . . . . ?
C10 C11 N4 C14 173.81(14) . . . . ?
C12 C11 N4 C14 0.03(16) . . . . ?
N4 C14 N5 C37 -176.86(13) . . . . ?
C13 C14 N5 C37 8.5(2) . . . . ?
C17 C18 C19 C20 0.7(3) . . . . ?
C18 C19 C20 C15 0.0(3) . . . . ?
C16 C15 C20 C19 -0.8(2) . . . . ?
C5 C15 C20 C19 176.74(15) . . . . ?
C8 C9 N3 C6 0.08(17) . . . . ?
C10 C9 N3 C6 -177.73(14) . . . . ?
C7 C6 N3 C9 0.14(17) . . . . ?
C5 C6 N3 C9 179.27(14) . . . . ?
C11 C10 C21 C26 -58.2(2) . . . . ?
C9 C10 C21 C26 122.44(16) . . . . ?
C11 C10 C21 C22 122.29(16) . . . . ?
C9 C10 C21 C22 -57.1(2) . . . . ?
C26 C21 C22 C23 0.6(2) . . . . ?
C10 C21 C22 C23 -179.89(14) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C23 C24 C25 C26 0.5(2) . . . . ?
C24 C25 C26 C21 -0.2(2) . . . . ?
C22 C21 C26 C25 -0.4(2) . . . . ?
C10 C21 C26 C25 -179.93(14) . . . . ?
C1 N1 C27 C28 -86.6(2) . . . . ?
C1 N1 C27 C36 101.27(18) . . . . ?
N1 C27 C28 C29 -172.07(14) . . . . ?
C36 C27 C28 C29 0.1(2) . . . . ?
C27 C28 C29 C30 1.5(2) . . . . ?
C28 C29 C30 C31 -1.1(2) . . . . ?
C29 C30 C31 C32 179.50(15) . . . . ?
C29 C30 C31 C36 -0.9(2) . . . . ?
C30 C31 C32 C33 178.55(15) . . . . ?
C36 C31 C32 C33 -1.1(2) . . . . ?
C31 C32 C33 C34 0.5(3) . . . . ?
C32 C33 C34 C35 0.4(3) . . . . ?
C33 C34 C35 C36 -0.7(3) . . . . ?
C34 C35 C36 C31 0.2(2) . . . . ?
C34 C35 C36 C27 178.80(15) . . . . ?
C30 C31 C36 C35 -178.91(14) . . . . ?
C32 C31 C36 C35 0.7(2) . . . . ?
C30 C31 C36 C27 2.4(2) . . . . ?
C32 C31 C36 C27 -177.97(14) . . . . ?
C28 C27 C36 C35 179.37(15) . . . . ?
N1 C27 C36 C35 -8.3(2) . . . . ?
C28 C27 C36 C31 -2.0(2) . . . . ?
N1 C27 C36 C31 170.30(13) . . . . ?
C14 N5 C37 C38 47.8(2) . . . . ?
C14 N5 C37 C46 -130.11(15) . . . . ?
N5 C37 C38 C39 -176.64(14) . . . . ?
C46 C37 C38 C39 1.3(2) . . . . ?
C37 C38 C39 C40 -1.7(2) . . . . ?
C38 C39 C40 C41 1.0(2) . . . . ?
C39 C40 C41 C42 176.91(15) . . . . ?
C39 C40 C41 C46 0.1(2) . . . . ?
C40 C41 C42 C43 -175.95(15) . . . . ?
C46 C41 C42 C43 0.9(2) . . . . ?
C41 C42 C43 C44 -1.1(2) . . . . ?
C42 C43 C44 C45 0.4(2) . . . . ?
C43 C44 C45 C46 0.4(2) . . . . ?
C44 C45 C46 C37 176.61(14) . . . . ?
C44 C45 C46 C41 -0.6(2) . . . . ?
C38 C37 C46 C45 -177.36(14) . . . . ?
N5 C37 C46 C45 0.6(2) . . . . ?
C38 C37 C46 C41 -0.2(2) . . . . ?
N5 C37 C46 C41 177.74(13) . . . . ?
C40 C41 C46 C45 176.82(13) . . . . ?
C42 C41 C46 C45 -0.1(2) . . . . ?
C40 C41 C46 C37 -0.5(2) . . . . ?
C42 C41 C46 C37 -177.41(13) . . . . ?

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 H10 N3 0.88 2.32 2.8360(19) 117.9 .
N5 H11 N1 0.88 2.46 3.2997(19) 160.9 .
N3 H14 N2 0.88 2.32 2.8360(19) 117.6 .
N3 H14 N4 0.88 2.05 2.6775(18) 126.9 .

_refine_diff_density_max         0.570
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.042


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_170417umetani
_database_code_depnum_ccdc_archive 'CCDC 1849995'
_audit_update_record             
;
2018-06-18 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
1,14-bis(m-di-t-butylphenyl)-5,10-diphenyltripyrrin
_chemical_name_common            
1,14-bis(m-di-t-butylphenyl)-5,10-diphenyltripyrrin
_chemical_melting_point          ?
_chemical_formula_moiety         
'4(C54 H61 N5), 1.521(C6), 4(C6 H14), 0.479(C6)'
_chemical_formula_sum            'C252 H300 N20'
_chemical_formula_weight         3609.10

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   30.1086(3)
_cell_length_b                   31.9945(4)
_cell_length_c                   46.8128(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     45095.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7650
_cell_measurement_theta_min      27.6
_cell_measurement_theta_max      67.9

_exptl_crystal_description       Prism
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.063
_exptl_crystal_F_000             15616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.467
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            445383
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_av_R_equivalents  0.1004
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_theta_min         2.761
_diffrn_reflns_theta_max         65.998
_diffrn_reflns_theta_full        65.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             39269
_reflns_number_gt                24815
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1458P)²+44.3604P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         39269
_refine_ls_number_parameters     2500
_refine_ls_number_restraints     319
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0793
_refine_ls_wR_factor_ref         0.2596
_refine_ls_wR_factor_gt          0.2166
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.022
_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
N11 N 0.49891(8) 0.07094(8) 0.18259(6) 0.0233(6) Uani 1 1 d . . . . .
H293 H 0.4869 0.0466 0.1868 0.028 Uiso 1 1 calc R U . . .
N12 N 0.44077(8) 0.08143(8) 0.15042(6) 0.0238(6) Uani 1 1 d . . . . .
N1 N 0.35906(9) -0.16859(8) 0.36970(6) 0.0233(6) Uani 1 1 d . . . . .
H1 H 0.3861 -0.1593 0.3666 0.028 Uiso 1 1 calc R U . . .
N16 N 0.44347(8) -0.00622(8) 0.19281(6) 0.0222(6) Uani 1 1 d . . . . .
N2 N 0.44012(8) -0.12312(8) 0.30876(6) 0.0229(6) Uani 1 1 d . . . . .
N17 N 0.38653(8) 0.04333(8) 0.19498(6) 0.0252(6) Uani 1 1 d . . . . .
H294 H 0.3995 0.0586 0.1817 0.030 Uiso 1 1 calc R U . . .
N3 N 0.49585(8) -0.20018(8) 0.32069(6) 0.0241(6) Uani 1 1 d . . . . .
H295 H 0.4845 -0.1756 0.3163 0.029 Uiso 1 1 calc R U . . .
N13 N 0.47201(9) -0.07928(8) 0.11445(6) 0.0270(6) Uani 1 1 d . . . . .
H296 H 0.4832 -0.0552 0.1088 0.032 Uiso 1 1 calc R U . . .
N4 N 0.43402(8) -0.21178(8) 0.34946(6) 0.0232(6) Uani 1 1 d . . . . .
N5 N 0.38491(9) -0.17378(8) 0.30243(6) 0.0246(6) Uani 1 1 d . . . . .
H297 H 0.3978 -0.1898 0.3153 0.030 Uiso 1 1 calc R U . . .
N18 N 0.52073(8) -0.02308(8) 0.16116(6) 0.0229(6) Uani 1 1 d . . . . .
H2 H 0.4957 -0.0126 0.1546 0.027 Uiso 1 1 calc R U . . .
N19 N 0.49949(9) 0.00651(9) 0.10616(6) 0.0258(6) Uani 1 1 d . . . . .
N14 N 0.40426(9) -0.04573(8) 0.12180(6) 0.0255(6) Uani 1 1 d . . . . .
N15 N 0.36845(8) 0.03693(8) 0.12661(6) 0.0238(6) Uani 1 1 d . . . . .
H3 H 0.3951 0.0276 0.1309 0.029 Uiso 1 1 calc R U . . .
N20 N 0.43767(9) 0.01023(9) 0.07688(6) 0.0285(6) Uani 1 1 d . . . . .
H298 H 0.4254 -0.0075 0.0889 0.034 Uiso 1 1 calc R U . . .
N6 N 0.45875(9) -0.05073(9) 0.38985(6) 0.0309(7) Uani 1 1 d . . . . .
H299 H 0.4704 -0.0751 0.3944 0.037 Uiso 1 1 calc R U . . .
C17 C 0.28166(10) 0.10037(10) 0.20908(8) 0.0271(7) Uani 1 1 d . . . . .
C18 C 0.38197(10) -0.24001(10) 0.38438(7) 0.0242(7) Uani 1 1 d . . . . .
C19 C 0.34975(10) 0.06042(10) 0.20959(7) 0.0247(7) Uani 1 1 d . . . . .
C20 C 0.48097(10) 0.09151(10) 0.15988(7) 0.0224(7) Uani 1 1 d . . . . .
N7 N 0.48564(9) -0.13708(9) 0.39766(6) 0.0306(7) Uani 1 1 d . . . . .
C22 C 0.40303(10) -0.06646(10) 0.28853(7) 0.0245(7) Uani 1 1 d . . . . .
H4 H 0.3965 -0.0388 0.2824 0.029 Uiso 1 1 calc R U . . .
C23 C 0.43223(10) 0.10805(10) 0.12740(7) 0.0234(7) Uani 1 1 d . . . . .
C24 C 0.34890(10) -0.19062(9) 0.28669(7) 0.0227(7) Uani 1 1 d . . . . .
N8 N 0.41981(9) -0.14401(9) 0.42270(6) 0.0311(7) Uani 1 1 d . . . . .
H300 H 0.4092 -0.1256 0.4105 0.037 Uiso 1 1 calc R U . . .
C26 C 0.37807(11) -0.02999(10) 0.21307(7) 0.0255(7) Uani 1 1 d . . . . .
H201 H 0.3486 -0.0293 0.2204 0.031 Uiso 1 1 calc R U . . .
C27 C 0.40064(10) -0.13429(10) 0.29884(7) 0.0226(7) Uani 1 1 d . . . . .
C28 C 0.37658(11) -0.09973(10) 0.28569(7) 0.0239(7) Uani 1 1 d . . . . .
H5 H 0.3481 -0.1007 0.2769 0.029 Uiso 1 1 calc R U . . .
N9 N 0.39320(9) -0.08508(8) 0.37781(6) 0.0269(6) Uani 1 1 d . . . . .
C30 C 0.42973(11) -0.07900(10) 0.12495(7) 0.0260(7) Uani 1 1 d . . . . .
C31 C 0.56215(10) -0.01077(10) 0.15261(7) 0.0241(7) Uani 1 1 d . . . . .
N10 N 0.51318(9) -0.10516(8) 0.34465(6) 0.0262(6) Uani 1 1 d . . . . .
H6 H 0.4879 -0.1173 0.3493 0.031 Uiso 1 1 calc R U . . .
C33 C 0.55726(10) -0.18214(10) 0.29049(7) 0.0242(7) Uani 1 1 d . . . . .
H7 H 0.5484 -0.1537 0.2919 0.029 Uiso 1 1 calc R U . . .
C34 C 0.55603(10) 0.05415(10) 0.21661(7) 0.0237(7) Uani 1 1 d . . . . .
H8 H 0.5472 0.0257 0.2156 0.028 Uiso 1 1 calc R U . . .
C35 C 0.32047(10) -0.10211(10) 0.35727(7) 0.0250(7) Uani 1 1 d . . . . .
C36 C 0.48268(10) -0.01218(10) 0.29994(7) 0.0259(7) Uani 1 1 d . . . . .
C37 C 0.31078(11) 0.07259(10) 0.25397(8) 0.0288(8) Uani 1 1 d . . . . .
C38 C 0.44363(11) -0.08019(10) 0.30267(7) 0.0235(7) Uani 1 1 d . . . . .
C39 C 0.47205(11) 0.00047(11) 0.27214(8) 0.0284(8) Uani 1 1 d . . . . .
H9 H 0.4648 -0.0200 0.2582 0.034 Uiso 1 1 calc R U . . .
C40 C 0.57030(10) 0.01911(10) 0.12995(7) 0.0248(7) Uani 1 1 d . . . . .
C41 C 0.48020(11) -0.05627(10) 0.30920(7) 0.0249(7) Uani 1 1 d . . . . .
C42 C 0.28173(10) -0.23194(10) 0.28531(7) 0.0258(7) Uani 1 1 d . . . . .
C43 C 0.47464(11) -0.12758(11) 0.23319(7) 0.0273(7) Uani 1 1 d . . . . .
H10 H 0.4639 -0.1071 0.2461 0.033 Uiso 1 1 calc R U . . .
C44 C 0.28018(11) -0.22504(10) 0.25583(7) 0.0265(7) Uani 1 1 d . . . . .
H11 H 0.2562 -0.2366 0.2452 0.032 Uiso 1 1 calc R U . . .
C45 C 0.40554(10) -0.06299(10) 0.21230(7) 0.0240(7) Uani 1 1 d . . . . .
H202 H 0.3990 -0.0905 0.2186 0.029 Uiso 1 1 calc R U . . .
C46 C 0.31760(10) 0.08253(10) 0.19449(7) 0.0255(7) Uani 1 1 d . . . . .
H12 H 0.3200 0.0855 0.1744 0.031 Uiso 1 1 calc R U . . .
C47 C 0.56895(10) -0.06203(10) 0.18541(7) 0.0255(7) Uani 1 1 d . . . . .
H13 H 0.5813 -0.0826 0.1978 0.031 Uiso 1 1 calc R U . . .
C48 C 0.28575(11) -0.17167(10) 0.37268(7) 0.0272(7) Uani 1 1 d . . . . .
H14 H 0.2552 -0.1646 0.3716 0.033 Uiso 1 1 calc R U . . .
C49 C 0.34904(11) -0.20788(10) 0.37929(7) 0.0243(7) Uani 1 1 d . . . . .
C50 C 0.42266(11) -0.23957(10) 0.37135(7) 0.0241(7) Uani 1 1 d . . . . .
C51 C 0.60342(10) 0.10757(10) 0.23523(7) 0.0258(7) Uani 1 1 d . . . . .
H15 H 0.6275 0.1155 0.2472 0.031 Uiso 1 1 calc R U . . .
C52 C 0.52373(10) -0.05397(10) 0.18133(7) 0.0230(7) Uani 1 1 d . . . . .
C53 C 0.47514(10) -0.22170(10) 0.34201(7) 0.0233(7) Uani 1 1 d . . . . .
C54 C 0.32875(10) -0.02894(10) 0.13780(7) 0.0243(7) Uani 1 1 d . . . . .
C55 C 0.29564(11) 0.04022(11) 0.12037(8) 0.0289(8) Uani 1 1 d . . . . .
H16 H 0.2650 0.0331 0.1201 0.035 Uiso 1 1 calc R U . . .
C56 C 0.48540(10) -0.07153(10) 0.19589(7) 0.0231(7) Uani 1 1 d . . . . .
C57 C 0.33022(10) 0.01424(10) 0.12914(7) 0.0252(7) Uani 1 1 d . . . . .
C58 C 0.31675(10) -0.21375(10) 0.30047(7) 0.0237(7) Uani 1 1 d . . . . .
H17 H 0.3184 -0.2174 0.3206 0.028 Uiso 1 1 calc R U . . .
C59 C 0.32113(10) -0.14565(10) 0.36561(7) 0.0249(7) Uani 1 1 d . . . . .
C60 C 0.53325(10) -0.21285(10) 0.30491(7) 0.0233(7) Uani 1 1 d . . . . .
C61 C 0.58241(10) 0.13805(10) 0.21904(7) 0.0248(7) Uani 1 1 d . . . . .
C62 C 0.40279(10) 0.00470(10) 0.20031(7) 0.0232(7) Uani 1 1 d . . . . .
C63 C 0.54149(11) 0.06127(10) 0.08799(7) 0.0270(7) Uani 1 1 d . . . . .
H203 H 0.5652 0.0805 0.0853 0.032 Uiso 1 1 calc R U . . .
C64 C 0.44736(10) -0.04860(10) 0.19999(7) 0.0225(7) Uani 1 1 d . . . . .
C65 C 0.59065(10) 0.06587(10) 0.23459(7) 0.0231(7) Uani 1 1 d . . . . .
C66 C 0.30299(11) -0.20987(11) 0.38168(7) 0.0272(7) Uani 1 1 d . . . . .
H18 H 0.2863 -0.2331 0.3883 0.033 Uiso 1 1 calc R U . . .
C67 C 0.27978(10) -0.08791(10) 0.34208(7) 0.0258(7) Uani 1 1 d . . . . .
C68 C 0.59777(12) -0.31224(10) 0.28644(8) 0.0315(8) Uani 1 1 d . . . . .
C69 C 0.54582(10) -0.25460(10) 0.30283(7) 0.0248(7) Uani 1 1 d . . . . .
H19 H 0.5287 -0.2754 0.3122 0.030 Uiso 1 1 calc R U . . .
C70 C 0.60672(11) -0.23498(10) 0.27291(7) 0.0262(7) Uani 1 1 d . . . . .
H20 H 0.6322 -0.2425 0.2620 0.031 Uiso 1 1 calc R U . . .
C71 C 0.54696(10) 0.12567(10) 0.20173(7) 0.0237(7) Uani 1 1 d . . . . .
H21 H 0.5313 0.1461 0.1910 0.028 Uiso 1 1 calc R U . . .
C72 C 0.48901(10) -0.11549(10) 0.20595(7) 0.0243(7) Uani 1 1 d . . . . .
C73 C 0.51729(11) -0.07306(10) 0.32547(7) 0.0271(7) Uani 1 1 d . . . . .
C74 C 0.53957(10) 0.02830(10) 0.10927(7) 0.0253(7) Uani 1 1 d . . . . .
C75 C 0.35841(11) -0.03227(10) 0.35192(7) 0.0276(7) Uani 1 1 d . . . . .
H22 H 0.3371 -0.0177 0.3407 0.033 Uiso 1 1 calc R U . . .
C76 C 0.49231(12) -0.19953(11) 0.22289(8) 0.0334(8) Uani 1 1 d . . . . .
H23 H 0.4931 -0.2281 0.2285 0.040 Uiso 1 1 calc R U . . .
C77 C 0.28578(10) -0.04339(11) 0.15043(7) 0.0275(7) Uani 1 1 d . . . . .
C78 C 0.36742(11) -0.09720(10) 0.14761(7) 0.0276(7) Uani 1 1 d . . . . .
H24 H 0.3450 -0.1114 0.1581 0.033 Uiso 1 1 calc R U . . .
C79 C 0.50357(12) 0.05966(11) 0.07286(7) 0.0298(8) Uani 1 1 d . . . . .
H204 H 0.4950 0.0776 0.0577 0.036 Uiso 1 1 calc R U . . .
C80 C 0.58335(10) -0.26619(10) 0.28706(7) 0.0248(7) Uani 1 1 d . . . . .
C81 C 0.31232(11) -0.20186(10) 0.24129(7) 0.0274(7) Uani 1 1 d . . . . .
C82 C 0.61564(11) 0.03851(10) 0.12948(8) 0.0276(7) Uani 1 1 d . . . . .
C83 C 0.39323(10) 0.10796(10) 0.11243(7) 0.0243(7) Uani 1 1 d . . . . .
C84 C 0.50118(11) 0.12459(10) 0.14262(7) 0.0251(7) Uani 1 1 d . . . . .
H25 H 0.5299 0.1364 0.1449 0.030 Uiso 1 1 calc R U . . .
C85 C 0.62176(11) -0.16094(10) 0.25767(7) 0.0273(7) Uani 1 1 d . . . . .
C86 C 0.27865(11) 0.09488(10) 0.23835(8) 0.0287(8) Uani 1 1 d . . . . .
H26 H 0.2540 0.1066 0.2482 0.034 Uiso 1 1 calc R U . . .
C87 C 0.47063(11) 0.13475(10) 0.12302(7) 0.0266(7) Uani 1 1 d . . . . .
H27 H 0.4736 0.1557 0.1088 0.032 Uiso 1 1 calc R U . . .
C88 C 0.31386(11) 0.07832(11) 0.11214(8) 0.0291(8) Uani 1 1 d . . . . .
H28 H 0.2979 0.1016 0.1049 0.035 Uiso 1 1 calc R U . . .
C89 C 0.53421(10) 0.08396(10) 0.20001(7) 0.0230(7) Uani 1 1 d . . . . .
C90 C 0.63972(12) -0.31892(11) 0.26882(9) 0.0364(9) Uani 1 1 d . . . . .
H29 H 0.6343 -0.3102 0.2491 0.055 Uiso 1 1 calc R U . . .
H30 H 0.6479 -0.3486 0.2692 0.055 Uiso 1 1 calc R U . . .
H31 H 0.6640 -0.3023 0.2769 0.055 Uiso 1 1 calc R U . . .
C91 C 0.41811(11) -0.05115(10) 0.37738(7) 0.0288(8) Uani 1 1 d . . . . .
C92 C 0.47184(11) 0.04223(11) 0.26457(8) 0.0304(8) Uani 1 1 d . . . . .
H32 H 0.4642 0.0501 0.2456 0.037 Uiso 1 1 calc R U . . .
C93 C 0.52679(11) -0.15754(11) 0.39663(8) 0.0292(8) Uani 1 1 d . . . . .
C94 C 0.46022(11) -0.26660(10) 0.37724(7) 0.0262(7) Uani 1 1 d . . . . .
H33 H 0.4613 -0.2883 0.3911 0.031 Uiso 1 1 calc R U . . .
C95 C 0.35962(11) 0.07622(10) 0.11648(7) 0.0261(7) Uani 1 1 d . . . . .
C96 C 0.36420(10) -0.05555(10) 0.13557(7) 0.0243(7) Uani 1 1 d . . . . .
C97 C 0.59259(11) -0.03463(10) 0.16816(7) 0.0276(7) Uani 1 1 d . . . . .
H34 H 0.6240 -0.0325 0.1671 0.033 Uiso 1 1 calc R U . . .
C98 C 0.53013(13) -0.01738(13) 0.39563(8) 0.0421(9) Uani 1 1 d . . . . .
H35 H 0.5442 -0.0431 0.3909 0.050 Uiso 1 1 calc R U . . .
C99 C 0.49419(12) 0.06059(11) 0.31207(9) 0.0370(9) Uani 1 1 d . . . . .
H36 H 0.5019 0.0812 0.3258 0.044 Uiso 1 1 calc R U . . .
C100 C 0.47591(11) -0.16946(11) 0.24151(8) 0.0304(8) Uani 1 1 d . . . . .
H37 H 0.4656 -0.1774 0.2599 0.037 Uiso 1 1 calc R U . . .
C101 C 0.50739(12) -0.18779(11) 0.19627(8) 0.0347(9) Uani 1 1 d . . . . .
H38 H 0.5189 -0.2083 0.1836 0.042 Uiso 1 1 calc R U . . .
C102 C 0.55996(11) -0.14666(10) 0.37800(8) 0.0294(8) Uani 1 1 d . . . . .
C103 C 0.61455(12) 0.04816(11) 0.28473(8) 0.0332(8) Uani 1 1 d . . . . .
H39 H 0.6278 0.0760 0.2866 0.050 Uiso 1 1 calc R U . . .
H40 H 0.6312 0.0282 0.2965 0.050 Uiso 1 1 calc R U . . .
H41 H 0.5836 0.0491 0.2912 0.050 Uiso 1 1 calc R U . . .
C104 C 0.63788(12) 0.19137(11) 0.23812(8) 0.0356(9) Uani 1 1 d . . . . .
H42 H 0.6316 0.1827 0.2578 0.053 Uiso 1 1 calc R U . . .
H43 H 0.6457 0.2211 0.2378 0.053 Uiso 1 1 calc R U . . .
H44 H 0.6627 0.1749 0.2306 0.053 Uiso 1 1 calc R U . . .
C105 C 0.38195(11) 0.14200(11) 0.09193(7) 0.0286(8) Uani 1 1 d . . . . .
C106 C 0.47823(11) 0.02467(10) 0.08461(7) 0.0254(7) Uani 1 1 d . . . . .
C107 C 0.22236(12) -0.08993(12) 0.15137(9) 0.0413(10) Uani 1 1 d . . . . .
H205 H 0.2065 -0.1129 0.1435 0.050 Uiso 1 1 calc R U . . .
C108 C 0.40804(11) -0.11206(10) 0.14125(7) 0.0282(7) Uani 1 1 d . . . . .
H45 H 0.4200 -0.1385 0.1463 0.034 Uiso 1 1 calc R U . . .
C109 C 0.39753(11) -0.01717(10) 0.36128(7) 0.0287(8) Uani 1 1 d . . . . .
H46 H 0.4093 0.0100 0.3581 0.034 Uiso 1 1 calc R U . . .
C110 C 0.34690(11) -0.18479(10) 0.25723(7) 0.0269(7) Uani 1 1 d . . . . .
H47 H 0.3694 -0.1690 0.2479 0.032 Uiso 1 1 calc R U . . .
C111 C 0.48281(12) 0.07270(11) 0.28450(9) 0.0380(9) Uani 1 1 d . . . . .
H48 H 0.4825 0.1014 0.2794 0.046 Uiso 1 1 calc R U . . .
C112 C 0.21451(12) -0.27912(12) 0.28085(8) 0.0364(9) Uani 1 1 d . . . . .
H49 H 0.2006 -0.2588 0.2680 0.055 Uiso 1 1 calc R U . . .
H50 H 0.1915 -0.2936 0.2918 0.055 Uiso 1 1 calc R U . . .
H51 H 0.2313 -0.2995 0.2696 0.055 Uiso 1 1 calc R U . . .
C113 C 0.36721(12) 0.01017(11) 0.05353(8) 0.0336(8) Uani 1 1 d . . . . .
H52 H 0.3548 -0.0010 0.0706 0.040 Uiso 1 1 calc R U . . .
C114 C 0.50589(11) -0.14620(10) 0.18768(8) 0.0276(7) Uani 1 1 d . . . . .
H53 H 0.5164 -0.1386 0.1693 0.033 Uiso 1 1 calc R U . . .
C115 C 0.26224(11) -0.07694(11) 0.13905(9) 0.0344(8) Uani 1 1 d . . . . .
H206 H 0.2734 -0.0911 0.1227 0.041 Uiso 1 1 calc R U . . .
C116 C 0.34638(11) 0.05570(10) 0.23914(7) 0.0267(7) Uani 1 1 d . . . . .
H54 H 0.3687 0.0408 0.2492 0.032 Uiso 1 1 calc R U . . .
C117 C 0.30948(12) -0.19370(12) 0.20905(8) 0.0324(8) Uani 1 1 d . . . . .
C118 C 0.41246(12) 0.01941(11) 0.05246(7) 0.0291(8) Uani 1 1 d . . . . .
C119 C 0.30646(12) 0.06570(12) 0.28626(8) 0.0356(9) Uani 1 1 d . . . . .
C120 C 0.48401(12) -0.01484(11) 0.39623(8) 0.0331(8) Uani 1 1 d . . . . .
C121 C 0.26807(11) -0.02259(11) 0.17382(8) 0.0331(8) Uani 1 1 d . . . . .
H207 H 0.2831 0.0010 0.1815 0.040 Uiso 1 1 calc R U . . .
C122 C 0.43120(12) 0.03489(11) 0.02756(8) 0.0312(8) Uani 1 1 d . . . . .
H55 H 0.4623 0.0398 0.0266 0.037 Uiso 1 1 calc R U . . .
C123 C 0.56210(11) -0.06243(11) 0.32450(8) 0.0317(8) Uani 1 1 d . . . . .
H56 H 0.5749 -0.0406 0.3135 0.038 Uiso 1 1 calc R U . . .
C124 C 0.26540(11) -0.10945(11) 0.31773(7) 0.0293(8) Uani 1 1 d . . . . .
H57 H 0.2808 -0.1338 0.3117 0.035 Uiso 1 1 calc R U . . .
C125 C 0.49441(11) 0.01907(11) 0.31965(8) 0.0306(8) Uani 1 1 d . . . . .
H58 H 0.5026 0.0114 0.3385 0.037 Uiso 1 1 calc R U . . .
C126 C 0.35481(11) -0.07488(10) 0.36212(7) 0.0258(7) Uani 1 1 d . . . . .
C127 C 0.59411(10) -0.19280(10) 0.27409(7) 0.0247(7) Uani 1 1 d . . . . .
C128 C 0.21834(11) -0.03996(11) 0.33583(8) 0.0338(8) Uani 1 1 d . . . . .
H59 H 0.2019 -0.0164 0.3422 0.041 Uiso 1 1 calc R U . . .
C129 C 0.63096(12) 0.06131(11) 0.15279(8) 0.0335(8) Uani 1 1 d . . . . .
H60 H 0.6124 0.0649 0.1690 0.040 Uiso 1 1 calc R U . . .
C130 C 0.57299(12) -0.14561(11) 0.11351(8) 0.0310(8) Uani 1 1 d . . . . .
C131 C 0.49310(11) -0.25532(10) 0.35949(7) 0.0269(7) Uani 1 1 d . . . . .
H61 H 0.5221 -0.2669 0.3585 0.032 Uiso 1 1 calc R U . . .
C132 C 0.46194(11) -0.15708(11) 0.41727(8) 0.0302(8) Uani 1 1 d . . . . .
C133 C 0.55914(13) 0.21109(11) 0.23175(10) 0.0440(10) Uani 1 1 d . . . . .
H62 H 0.5321 0.2069 0.2205 0.066 Uiso 1 1 calc R U . . .
H63 H 0.5679 0.2406 0.2310 0.066 Uiso 1 1 calc R U . . .
H64 H 0.5535 0.2031 0.2516 0.066 Uiso 1 1 calc R U . . .
C134 C 0.25535(11) -0.05339(11) 0.35125(8) 0.0304(8) Uani 1 1 d . . . . .
H65 H 0.2640 -0.0389 0.3681 0.037 Uiso 1 1 calc R U . . .
C135 C 0.55360(11) -0.11576(11) 0.35562(7) 0.0276(7) Uani 1 1 d . . . . .
C136 C 0.67309(12) 0.07890(12) 0.15256(9) 0.0397(9) Uani 1 1 d . . . . .
H66 H 0.6830 0.0951 0.1684 0.048 Uiso 1 1 calc R U . . .
C137 C 0.49946(11) -0.11501(11) 0.11190(7) 0.0275(7) Uani 1 1 d . . . . .
C138 C 0.48642(12) -0.19197(11) 0.42948(8) 0.0343(8) Uani 1 1 d . . . . .
H67 H 0.4761 -0.2111 0.4435 0.041 Uiso 1 1 calc R U . . .
C139 C 0.52638(12) -0.19173(11) 0.41706(8) 0.0334(8) Uani 1 1 d . . . . .
H68 H 0.5501 -0.2105 0.4209 0.040 Uiso 1 1 calc R U . . .
C140 C 0.22886(11) -0.09564(12) 0.30242(8) 0.0326(8) Uani 1 1 d . . . . .
H69 H 0.2197 -0.1101 0.2857 0.039 Uiso 1 1 calc R U . . .
C141 C 0.24583(11) -0.25655(11) 0.30128(7) 0.0293(8) Uani 1 1 d . . . . .
C142 C 0.54534(11) -0.11069(11) 0.11498(7) 0.0275(7) Uani 1 1 d . . . . .
H70 H 0.5578 -0.0838 0.1181 0.033 Uiso 1 1 calc R U . . .
C143 C 0.24585(11) 0.12376(11) 0.19172(8) 0.0332(8) Uani 1 1 d . . . . .
C144 C 0.64166(12) -0.09930(13) 0.11015(9) 0.0404(9) Uani 1 1 d . . . . .
H208 H 0.6360 -0.0940 0.0899 0.061 Uiso 1 1 calc R U . . .
H209 H 0.6737 -0.0985 0.1137 0.061 Uiso 1 1 calc R U . . .
H210 H 0.6269 -0.0778 0.1217 0.061 Uiso 1 1 calc R U . . .
C145 C 0.58479(12) -0.08984(11) 0.34263(8) 0.0337(8) Uani 1 1 d . . . . .
H71 H 0.6160 -0.0906 0.3456 0.040 Uiso 1 1 calc R U . . .
C146 C 0.66939(12) -0.16090(12) 0.26962(9) 0.0379(9) Uani 1 1 d . . . . .
H72 H 0.6686 -0.1552 0.2902 0.057 Uiso 1 1 calc R U . . .
H73 H 0.6869 -0.1392 0.2600 0.057 Uiso 1 1 calc R U . . .
H74 H 0.6831 -0.1883 0.2663 0.057 Uiso 1 1 calc R U . . .
C147 C 0.62305(12) -0.17229(12) 0.22587(8) 0.0371(9) Uani 1 1 d . . . . .
H75 H 0.6359 -0.2002 0.2236 0.056 Uiso 1 1 calc R U . . .
H76 H 0.6412 -0.1518 0.2156 0.056 Uiso 1 1 calc R U . . .
H77 H 0.5928 -0.1721 0.2181 0.056 Uiso 1 1 calc R U . . .
C148 C 0.48098(12) -0.15391(11) 0.10645(8) 0.0361(9) Uani 1 1 d . . . . .
H78 H 0.4500 -0.1562 0.1030 0.043 Uiso 1 1 calc R U . . .
C149 C 0.39061(12) -0.15539(11) 0.44470(8) 0.0317(8) Uani 1 1 d . . . . .
C150 C 0.59651(13) -0.00969(11) 0.25155(9) 0.0369(9) Uani 1 1 d . . . . .
H79 H 0.5655 -0.0090 0.2578 0.055 Uiso 1 1 calc R U . . .
H80 H 0.6135 -0.0285 0.2640 0.055 Uiso 1 1 calc R U . . .
H81 H 0.5980 -0.0197 0.2318 0.055 Uiso 1 1 calc R U . . .
C151 C 0.59650(11) 0.18408(10) 0.21955(8) 0.0303(8) Uani 1 1 d . . . . .
C152 C 0.37370(12) -0.31637(11) 0.39552(9) 0.0361(9) Uani 1 1 d . . . . .
H82 H 0.3859 -0.3227 0.3773 0.043 Uiso 1 1 calc R U . . .
C153 C 0.61617(11) 0.03434(10) 0.25325(7) 0.0277(7) Uani 1 1 d . . . . .
C154 C 0.36093(14) -0.34846(12) 0.41352(10) 0.0467(10) Uani 1 1 d . . . . .
H83 H 0.3639 -0.3767 0.4075 0.056 Uiso 1 1 calc R U . . .
C155 C 0.62342(12) -0.14246(12) 0.11830(8) 0.0347(8) Uani 1 1 d . . . . .
C156 C 0.26736(12) -0.28926(12) 0.32095(8) 0.0352(8) Uani 1 1 d . . . . .
H84 H 0.2839 -0.3095 0.3094 0.053 Uiso 1 1 calc R U . . .
H85 H 0.2442 -0.3038 0.3318 0.053 Uiso 1 1 calc R U . . .
H86 H 0.2877 -0.2753 0.3342 0.053 Uiso 1 1 calc R U . . .
C157 C 0.38533(12) 0.18380(11) 0.10002(8) 0.0332(8) Uani 1 1 d . . . . .
H87 H 0.3960 0.1907 0.1185 0.040 Uiso 1 1 calc R U . . .
C158 C 0.60541(11) -0.16520(11) 0.38018(8) 0.0328(8) Uani 1 1 d . . . . .
C159 C 0.36886(11) -0.27454(11) 0.40388(8) 0.0287(8) Uani 1 1 d . . . . .
C160 C 0.20554(11) -0.06058(11) 0.31148(9) 0.0354(9) Uani 1 1 d . . . . .
H88 H 0.1808 -0.0509 0.3008 0.042 Uiso 1 1 calc R U . . .
C161 C 0.35949(13) 0.03471(12) 0.00582(8) 0.0383(9) Uani 1 1 d . . . . .
H89 H 0.3411 0.0412 -0.0100 0.046 Uiso 1 1 calc R U . . .
C162 C 0.46348(14) 0.02211(11) 0.40387(9) 0.0422(10) Uani 1 1 d . . . . .
H90 H 0.4320 0.0231 0.4050 0.051 Uiso 1 1 calc R U . . .
C163 C 0.35102(12) -0.26588(12) 0.43069(8) 0.0363(9) Uani 1 1 d . . . . .
H91 H 0.3472 -0.2377 0.4367 0.044 Uiso 1 1 calc R U . . .
C164 C 0.35132(14) 0.06799(15) 0.30114(9) 0.0500(11) Uani 1 1 d . . . . .
H211 H 0.3702 0.0451 0.2944 0.075 Uiso 1 1 calc R U . . .
H212 H 0.3471 0.0656 0.3218 0.075 Uiso 1 1 calc R U . . .
H213 H 0.3655 0.0948 0.2967 0.075 Uiso 1 1 calc R U . . .
C165 C 0.40463(12) 0.04324(11) 0.00390(8) 0.0337(8) Uani 1 1 d . . . . .
C166 C 0.60318(14) -0.11677(11) 0.26013(9) 0.0428(10) Uani 1 1 d . . . . .
H92 H 0.5725 -0.1163 0.2531 0.064 Uiso 1 1 calc R U . . .
H93 H 0.6213 -0.0976 0.2487 0.064 Uiso 1 1 calc R U . . .
H94 H 0.6037 -0.1079 0.2802 0.064 Uiso 1 1 calc R U . . .
C167 C 0.69063(13) -0.19916(13) 0.38391(10) 0.0488(11) Uani 1 1 d . . . . .
H95 H 0.7195 -0.2109 0.3852 0.059 Uiso 1 1 calc R U . . .
C168 C 0.56099(13) -0.33914(13) 0.27326(11) 0.0534(12) Uani 1 1 d . . . . .
H96 H 0.5547 -0.3294 0.2538 0.080 Uiso 1 1 calc R U . . .
H97 H 0.5340 -0.3369 0.2849 0.080 Uiso 1 1 calc R U . . .
H98 H 0.5707 -0.3684 0.2726 0.080 Uiso 1 1 calc R U . . .
C169 C 0.60645(13) 0.19801(12) 0.18891(9) 0.0419(10) Uani 1 1 d . . . . .
H99 H 0.6296 0.1801 0.1808 0.063 Uiso 1 1 calc R U . . .
H100 H 0.6167 0.2271 0.1890 0.063 Uiso 1 1 calc R U . . .
H101 H 0.5794 0.1958 0.1774 0.063 Uiso 1 1 calc R U . . .
C170 C 0.34571(12) -0.14566(12) 0.44133(8) 0.0350(8) Uani 1 1 d . . . . .
H102 H 0.3361 -0.1320 0.4244 0.042 Uiso 1 1 calc R U . . .
C171 C 0.62421(12) -0.18594(12) 0.35714(9) 0.0403(9) Uani 1 1 d . . . . .
H103 H 0.6079 -0.1884 0.3398 0.048 Uiso 1 1 calc R U . . .
C172 C 0.20606(12) -0.06944(13) 0.17496(9) 0.0427(10) Uani 1 1 d . . . . .
H214 H 0.1791 -0.0785 0.1835 0.051 Uiso 1 1 calc R U . . .
C173 C 0.34012(12) 0.01714(12) 0.02992(8) 0.0380(9) Uani 1 1 d . . . . .
C174 C 0.55294(13) -0.18442(12) 0.10956(9) 0.0429(10) Uani 1 1 d . . . . .
H104 H 0.5712 -0.2086 0.1093 0.051 Uiso 1 1 calc R U . . .
C175 C 0.36571(12) 0.13232(12) 0.06491(8) 0.0359(8) Uani 1 1 d . . . . .
H105 H 0.3628 0.1039 0.0593 0.043 Uiso 1 1 calc R U . . .
C176 C 0.64342(12) 0.03299(11) 0.10615(8) 0.0346(8) Uani 1 1 d . . . . .
H106 H 0.6334 0.0175 0.0901 0.042 Uiso 1 1 calc R U . . .
C177 C 0.22869(12) -0.03589(13) 0.18615(9) 0.0426(10) Uani 1 1 d . . . . .
H215 H 0.2173 -0.0218 0.2024 0.051 Uiso 1 1 calc R U . . .
C178 C 0.60617(14) -0.32649(12) 0.31713(9) 0.0471(11) Uani 1 1 d . . . . .
H107 H 0.6158 -0.3558 0.3171 0.071 Uiso 1 1 calc R U . . .
H108 H 0.5787 -0.3238 0.3282 0.071 Uiso 1 1 calc R U . . .
H109 H 0.6294 -0.3091 0.3257 0.071 Uiso 1 1 calc R U . . .
C179 C 0.62997(13) -0.16126(12) 0.40525(9) 0.0412(9) Uani 1 1 d . . . . .
H110 H 0.6177 -0.1471 0.4212 0.049 Uiso 1 1 calc R U . . .
C180 C 0.43766(15) -0.23224(14) 0.09676(11) 0.0571(12) Uani 1 1 d . . . . .
H111 H 0.4266 -0.2608 0.0943 0.086 Uiso 1 1 calc R U . . .
H112 H 0.4310 -0.2159 0.0796 0.086 Uiso 1 1 calc R U . . .
H113 H 0.4232 -0.2194 0.1133 0.086 Uiso 1 1 calc R U . . .
C181 C 0.68588(12) 0.05016(13) 0.10623(9) 0.0409(9) Uani 1 1 d . . . . .
H114 H 0.7047 0.0461 0.0902 0.049 Uiso 1 1 calc R U . . .
C182 C 0.35696(14) 0.20544(13) 0.05449(10) 0.0479(11) Uani 1 1 d . . . . .
H115 H 0.3481 0.2271 0.0418 0.057 Uiso 1 1 calc R U . . .
C183 C 0.21850(12) -0.22555(13) 0.31930(8) 0.0386(9) Uani 1 1 d . . . . .
H116 H 0.2381 -0.2112 0.3328 0.058 Uiso 1 1 calc R U . . .
H117 H 0.1955 -0.2408 0.3298 0.058 Uiso 1 1 calc R U . . .
H118 H 0.2045 -0.2049 0.3067 0.058 Uiso 1 1 calc R U . . .
C184 C 0.66441(12) 0.03272(12) 0.24286(9) 0.0367(9) Uani 1 1 d . . . . .
H119 H 0.6650 0.0258 0.2225 0.055 Uiso 1 1 calc R U . . .
H120 H 0.6806 0.0113 0.2536 0.055 Uiso 1 1 calc R U . . .
H121 H 0.6784 0.0600 0.2459 0.055 Uiso 1 1 calc R U . . .
C185 C 0.28782(15) 0.02141(16) 0.29066(11) 0.0635(15) Uani 1 1 d . . . . .
H216 H 0.2599 0.0185 0.2801 0.095 Uiso 1 1 calc R U . . .
H217 H 0.2824 0.0167 0.3110 0.095 Uiso 1 1 calc R U . . .
H218 H 0.3093 0.0008 0.2836 0.095 Uiso 1 1 calc R U . . .
C186 C 0.50707(13) -0.18943(12) 0.10595(9) 0.0406(9) Uani 1 1 d . . . . .
C187 C 0.66646(13) -0.20317(13) 0.35899(10) 0.0464(10) Uani 1 1 d . . . . .
H122 H 0.6787 -0.2177 0.3431 0.056 Uiso 1 1 calc R U . . .
C188 C 0.31504(13) -0.15558(13) 0.46231(8) 0.0406(9) Uani 1 1 d . . . . .
C189 C 0.35363(14) 0.16411(13) 0.04609(9) 0.0472(10) Uani 1 1 d . . . . .
H123 H 0.3431 0.1574 0.0275 0.057 Uiso 1 1 calc R U . . .
C190 C 0.29286(13) -0.14911(13) 0.20479(9) 0.0441(10) Uani 1 1 d . . . . .
H124 H 0.2643 -0.1456 0.2146 0.066 Uiso 1 1 calc R U . . .
H125 H 0.2890 -0.1437 0.1843 0.066 Uiso 1 1 calc R U . . .
H126 H 0.3145 -0.1294 0.2127 0.066 Uiso 1 1 calc R U . . .
C191 C 0.33880(15) -0.29858(14) 0.44862(10) 0.0505(11) Uani 1 1 d . . . . .
H127 H 0.3267 -0.2926 0.4669 0.061 Uiso 1 1 calc R U . . .
C192 C 0.67267(14) -0.17812(13) 0.40684(11) 0.0508(11) Uani 1 1 d . . . . .
H128 H 0.6895 -0.1751 0.4239 0.061 Uiso 1 1 calc R U . . .
C193 C 0.35537(13) -0.19819(14) 0.19505(8) 0.0441(10) Uani 1 1 d . . . . .
H129 H 0.3756 -0.1773 0.2030 0.066 Uiso 1 1 calc R U . . .
H130 H 0.3527 -0.1939 0.1744 0.066 Uiso 1 1 calc R U . . .
H131 H 0.3671 -0.2262 0.1988 0.066 Uiso 1 1 calc R U . . .
C194 C 0.37314(13) 0.21541(12) 0.08122(10) 0.0450(10) Uani 1 1 d . . . . .
H132 H 0.3759 0.2438 0.0868 0.054 Uiso 1 1 calc R U . . .
C195 C 0.40495(13) -0.17435(14) 0.46995(8) 0.0430(10) Uani 1 1 d . . . . .
H133 H 0.4357 -0.1791 0.4731 0.052 Uiso 1 1 calc R U . . .
C196 C 0.28999(14) 0.00760(16) 0.03128(10) 0.0542(12) Uani 1 1 d . . . . .
C197 C 0.63308(13) -0.15060(14) 0.15004(8) 0.0435(10) Uani 1 1 d . . . . .
H219 H 0.6652 -0.1493 0.1534 0.065 Uiso 1 1 calc R U . . .
H220 H 0.6220 -0.1783 0.1553 0.065 Uiso 1 1 calc R U . . .
H221 H 0.6182 -0.1293 0.1617 0.065 Uiso 1 1 calc R U . . .
C198 C 0.34402(15) -0.33961(14) 0.44009(11) 0.0552(12) Uani 1 1 d . . . . .
H134 H 0.3359 -0.3617 0.4526 0.066 Uiso 1 1 calc R U . . .
C199 C 0.70082(13) 0.07279(13) 0.12912(9) 0.0429(10) Uani 1 1 d . . . . .
H135 H 0.7299 0.0843 0.1290 0.051 Uiso 1 1 calc R U . . .
C200 C 0.64807(13) -0.17521(14) 0.10021(9) 0.0486(11) Uani 1 1 d . . . . .
H222 H 0.6394 -0.1722 0.0801 0.073 Uiso 1 1 calc R U . . .
H223 H 0.6403 -0.2033 0.1069 0.073 Uiso 1 1 calc R U . . .
H224 H 0.6802 -0.1710 0.1021 0.073 Uiso 1 1 calc R U . . .
C201 C 0.42387(14) 0.06132(13) -0.02385(8) 0.0414(9) Uani 1 1 d . . . . .
C202 C 0.47469(15) 0.06608(17) -0.02285(10) 0.0597(13) Uani 1 1 d . . . . .
H136 H 0.4829 0.0842 -0.0068 0.090 Uiso 1 1 calc R U . . .
H137 H 0.4851 0.0786 -0.0407 0.090 Uiso 1 1 calc R U . . .
H138 H 0.4884 0.0385 -0.0204 0.090 Uiso 1 1 calc R U . . .
C203 C 0.48671(15) -0.23325(13) 0.10144(10) 0.0517(11) Uani 1 1 d . . . . .
C204 C 0.53385(17) 0.05495(15) 0.40858(11) 0.0603(13) Uani 1 1 d . . . . .
H139 H 0.5509 0.0793 0.4123 0.072 Uiso 1 1 calc R U . . .
C205 C 0.41291(17) 0.03239(13) -0.04899(9) 0.0528(12) Uani 1 1 d . . . . .
H140 H 0.4255 0.0046 -0.0454 0.079 Uiso 1 1 calc R U . . .
H141 H 0.4256 0.0439 -0.0666 0.079 Uiso 1 1 calc R U . . .
H142 H 0.3806 0.0301 -0.0510 0.079 Uiso 1 1 calc R U . . .
C206 C 0.32988(14) -0.17693(14) 0.48654(9) 0.0478(11) Uani 1 1 d . . . . .
H143 H 0.3088 -0.1852 0.5006 0.057 Uiso 1 1 calc R U . . .
C207 C 0.27701(15) -0.22313(15) 0.19406(9) 0.0540(12) Uani 1 1 d . . . . .
H144 H 0.2860 -0.2522 0.1974 0.081 Uiso 1 1 calc R U . . .
H145 H 0.2772 -0.2174 0.1735 0.081 Uiso 1 1 calc R U . . .
H146 H 0.2470 -0.2187 0.2016 0.081 Uiso 1 1 calc R U . . .
C208 C 0.55591(14) 0.01799(16) 0.40196(10) 0.0530(12) Uani 1 1 d . . . . .
C209 C 0.37389(15) -0.18638(15) 0.49068(9) 0.0519(11) Uani 1 1 d . . . . .
C210 C 0.27935(15) -0.02775(16) 0.05208(12) 0.0650(14) Uani 1 1 d . . . . .
H147 H 0.2953 -0.0531 0.0463 0.097 Uiso 1 1 calc R U . . .
H148 H 0.2473 -0.0332 0.0519 0.097 Uiso 1 1 calc R U . . .
H149 H 0.2886 -0.0197 0.0714 0.097 Uiso 1 1 calc R U . . .
C211 C 0.40402(16) 0.10484(13) -0.02931(9) 0.0486(11) Uani 1 1 d . . . . .
H150 H 0.3719 0.1024 -0.0321 0.073 Uiso 1 1 calc R U . . .
H151 H 0.4175 0.1169 -0.0465 0.073 Uiso 1 1 calc R U . . .
H152 H 0.4100 0.1230 -0.0129 0.073 Uiso 1 1 calc R U . . .
C212 C 0.48777(16) 0.05767(13) 0.40992(11) 0.0547(12) Uani 1 1 d . . . . .
C213 C 0.27432(19) 0.09705(19) 0.29986(10) 0.0784(18) Uani 1 1 d . . . . .
H225 H 0.2857 0.1255 0.2972 0.118 Uiso 1 1 calc R U . . .
H226 H 0.2716 0.0911 0.3203 0.118 Uiso 1 1 calc R U . . .
H227 H 0.2451 0.0946 0.2908 0.118 Uiso 1 1 calc R U . . .
C214 C 0.26530(14) -0.14561(17) 0.45971(9) 0.0557(13) Uani 1 1 d . . . . .
C215 C 0.38932(16) -0.20885(19) 0.51822(10) 0.0664(14) Uani 1 1 d . U . . .
C216 C 0.27283(18) -0.0048(3) 0.00152(12) 0.098(2) Uani 1 1 d . . . . .
H153 H 0.2741 0.0195 -0.0112 0.147 Uiso 1 1 calc R U . . .
H154 H 0.2421 -0.0146 0.0031 0.147 Uiso 1 1 calc R U . . .
H155 H 0.2914 -0.0272 -0.0062 0.147 Uiso 1 1 calc R U . . .
C217 C 0.4649(2) 0.09939(16) 0.41731(15) 0.0810(17) Uani 1 1 d . U . . .
C218 C 0.25589(15) -0.11334(17) 0.43653(10) 0.0629(14) Uani 1 1 d . . . . .
H156 H 0.2724 -0.0876 0.4407 0.094 Uiso 1 1 calc R U . . .
H157 H 0.2240 -0.1072 0.4361 0.094 Uiso 1 1 calc R U . . .
H158 H 0.2652 -0.1244 0.4180 0.094 Uiso 1 1 calc R U . . .
C219 C 0.50920(19) -0.25373(17) 0.07527(13) 0.0781(17) Uani 1 1 d . . . . .
H159 H 0.4965 -0.2816 0.0721 0.117 Uiso 1 1 calc R U . . .
H160 H 0.5412 -0.2562 0.0787 0.117 Uiso 1 1 calc R U . . .
H161 H 0.5041 -0.2364 0.0583 0.117 Uiso 1 1 calc R U . . .
C220 C 0.6286(2) 0.0506(3) 0.41798(16) 0.114(3) Uani 1 1 d . U . . .
H162 H 0.6609 0.0501 0.4153 0.171 Uiso 1 1 calc R U . . .
H163 H 0.6217 0.0456 0.4381 0.171 Uiso 1 1 calc R U . . .
H164 H 0.6171 0.0780 0.4123 0.171 Uiso 1 1 calc R U . . .
C221 C 0.26545(15) 0.04711(18) 0.04210(12) 0.0704(15) Uani 1 1 d . . . . .
H165 H 0.2765 0.0546 0.0611 0.106 Uiso 1 1 calc R U . . .
H166 H 0.2335 0.0414 0.0432 0.106 Uiso 1 1 calc R U . . .
H167 H 0.2708 0.0703 0.0289 0.106 Uiso 1 1 calc R U . . .
C222 C 0.62445(17) -0.0261(2) 0.40922(15) 0.098(2) Uani 1 1 d . U . . .
H168 H 0.6118 -0.0481 0.3972 0.147 Uiso 1 1 calc R U . . .
H169 H 0.6159 -0.0310 0.4291 0.147 Uiso 1 1 calc R U . . .
H170 H 0.6569 -0.0265 0.4076 0.147 Uiso 1 1 calc R U . . .
C223 C 0.62020(18) 0.02278(19) 0.36861(13) 0.0803(17) Uani 1 1 d . U . . .
H171 H 0.6059 0.0015 0.3567 0.120 Uiso 1 1 calc R U . . .
H172 H 0.6525 0.0204 0.3668 0.120 Uiso 1 1 calc R U . . .
H173 H 0.6108 0.0506 0.3624 0.120 Uiso 1 1 calc R U . . .
C224 C 0.60695(17) 0.01631(19) 0.39949(12) 0.0704(15) Uani 1 1 d . U . . .
C225 C 0.4962(2) -0.25943(17) 0.12798(13) 0.0862(19) Uani 1 1 d . . . . .
H174 H 0.4800 -0.2478 0.1443 0.129 Uiso 1 1 calc R U . . .
H175 H 0.5281 -0.2591 0.1320 0.129 Uiso 1 1 calc R U . . .
H176 H 0.4864 -0.2883 0.1247 0.129 Uiso 1 1 calc R U . . .
C226 C 0.24042(16) -0.1856(2) 0.45319(12) 0.0777(17) Uani 1 1 d . . . . .
H177 H 0.2512 -0.1973 0.4352 0.117 Uiso 1 1 calc R U . . .
H178 H 0.2086 -0.1795 0.4515 0.117 Uiso 1 1 calc R U . . .
H179 H 0.2453 -0.2057 0.4686 0.117 Uiso 1 1 calc R U . . .
C227 C 0.24862(18) -0.1271(3) 0.48800(11) 0.100(3) Uani 1 1 d . . . . .
H180 H 0.2532 -0.1474 0.5034 0.151 Uiso 1 1 calc R U . . .
H181 H 0.2169 -0.1206 0.4864 0.151 Uiso 1 1 calc R U . . .
H182 H 0.2651 -0.1014 0.4923 0.151 Uiso 1 1 calc R U . . .
C234 C 0.22032(12) 0.09141(13) 0.17390(9) 0.0417(10) Uani 1 1 d . . . . .
H228 H 0.2069 0.0707 0.1866 0.063 Uiso 1 1 calc R U . . .
H229 H 0.2408 0.0774 0.1608 0.063 Uiso 1 1 calc R U . . .
H230 H 0.1970 0.1055 0.1629 0.063 Uiso 1 1 calc R U . . .
C235 C 0.21312(12) 0.14656(12) 0.21107(8) 0.0372(9) Uani 1 1 d . . . . .
H231 H 0.2292 0.1666 0.2230 0.056 Uiso 1 1 calc R U . . .
H232 H 0.1978 0.1263 0.2233 0.056 Uiso 1 1 calc R U . . .
H233 H 0.1913 0.1614 0.1993 0.056 Uiso 1 1 calc R U . . .
C236 C 0.26739(13) 0.15623(13) 0.17216(9) 0.0426(10) Uani 1 1 d . . . . .
H234 H 0.2442 0.1715 0.1618 0.064 Uiso 1 1 calc R U . . .
H235 H 0.2869 0.1421 0.1585 0.064 Uiso 1 1 calc R U . . .
H236 H 0.2848 0.1759 0.1837 0.064 Uiso 1 1 calc R U . . .
C231 C 0.3515(2) -0.2283(2) 0.53493(13) 0.0862(18) Uani 1 1 d . U . . .
H183 H 0.3635 -0.2435 0.5514 0.129 Uiso 1 1 calc R U . . .
H184 H 0.3352 -0.2477 0.5226 0.129 Uiso 1 1 calc R U . . .
H185 H 0.3314 -0.2063 0.5416 0.129 Uiso 1 1 calc R U . . .
C237 C 0.3718(3) -0.1116(2) 0.03347(16) 0.113(3) Uani 1 1 d . . . . .
H237 H 0.3793 -0.0867 0.0450 0.135 Uiso 1 1 calc R U . . .
H238 H 0.3439 -0.1049 0.0233 0.135 Uiso 1 1 calc R U . . .
C238 C 0.4603(2) 0.2238(3) 0.01656(16) 0.108(3) Uani 1 1 d . . . . .
H239 H 0.4842 0.2440 0.0121 0.130 Uiso 1 1 calc R U . . .
H240 H 0.4458 0.2335 0.0344 0.130 Uiso 1 1 calc R U . . .
C239 C 0.4077(3) -0.0808(2) -0.00918(15) 0.104(2) Uani 1 1 d . . . . .
H241 H 0.3780 -0.0768 -0.0174 0.156 Uiso 1 1 calc R U . . .
H242 H 0.4288 -0.0875 -0.0244 0.156 Uiso 1 1 calc R U . . .
H243 H 0.4170 -0.0551 0.0005 0.156 Uiso 1 1 calc R U . . .
C240 C 0.3180(3) -0.1750(2) 0.09462(19) 0.120(3) Uani 1 1 d . . . . .
H244 H 0.3083 -0.1988 0.0831 0.180 Uiso 1 1 calc R U . . .
H245 H 0.2941 -0.1668 0.1077 0.180 Uiso 1 1 calc R U . . .
H246 H 0.3444 -0.1828 0.1057 0.180 Uiso 1 1 calc R U . . .
C232 C 0.4179(2) -0.2474(2) 0.51012(14) 0.103(2) Uani 1 1 d . U . . .
H186 H 0.4445 -0.2381 0.4998 0.155 Uiso 1 1 calc R U . . .
H187 H 0.4005 -0.2661 0.4979 0.155 Uiso 1 1 calc R U . . .
H188 H 0.4267 -0.2622 0.5275 0.155 Uiso 1 1 calc R U . . .
C233 C 0.4106(3) -0.1768(2) 0.53610(14) 0.121(3) Uani 1 1 d . U . . .
H189 H 0.3911 -0.1524 0.5374 0.181 Uiso 1 1 calc R U . . .
H190 H 0.4389 -0.1686 0.5275 0.181 Uiso 1 1 calc R U . . .
H191 H 0.4158 -0.1882 0.5553 0.181 Uiso 1 1 calc R U . . .
C241 C 0.3612(2) -0.1436(2) 0.05319(17) 0.097(2) Uani 1 1 d . . . . .
H247 H 0.3895 -0.1515 0.0626 0.117 Uiso 1 1 calc R U . . .
H248 H 0.3519 -0.1681 0.0417 0.117 Uiso 1 1 calc R U . . .
C242 C 0.3290(3) -0.1393(2) 0.07557(15) 0.120(3) Uani 1 1 d . . . . .
H249 H 0.3009 -0.1301 0.0665 0.144 Uiso 1 1 calc R U . . .
H250 H 0.3391 -0.1161 0.0879 0.144 Uiso 1 1 calc R U . . .
C243 C 0.5140(3) 0.1820(2) 0.04624(13) 0.122(3) Uani 1 1 d . . . . .
H251 H 0.5399 0.1988 0.0409 0.182 Uiso 1 1 calc R U . . .
H252 H 0.5234 0.1532 0.0501 0.182 Uiso 1 1 calc R U . . .
H253 H 0.5003 0.1938 0.0634 0.182 Uiso 1 1 calc R U . . .
C244 C 0.4064(2) -0.1153(3) 0.0115(2) 0.127(3) Uani 1 1 d . . . . .
H254 H 0.4357 -0.1170 0.0211 0.152 Uiso 1 1 calc R U . . .
H255 H 0.4019 -0.1418 0.0010 0.152 Uiso 1 1 calc R U . . .
C245 C 0.4251(3) 0.2261(2) -0.00802(16) 0.101(2) Uani 1 1 d . . . . .
H256 H 0.4387 0.2150 -0.0257 0.121 Uiso 1 1 calc R U . . .
H257 H 0.3998 0.2077 -0.0030 0.121 Uiso 1 1 calc R U . . .
C246 C 0.4816(3) 0.1823(2) 0.02264(17) 0.117(3) Uani 1 1 d . . . . .
H258 H 0.4579 0.1619 0.0271 0.141 Uiso 1 1 calc R U . . .
H259 H 0.4967 0.1726 0.0051 0.141 Uiso 1 1 calc R U . . .
C247 C 0.4073(3) 0.2698(3) -0.01406(19) 0.125(3) Uani 1 1 d . . . . .
H260 H 0.4320 0.2882 -0.0203 0.150 Uiso 1 1 calc R U . . .
H261 H 0.3944 0.2818 0.0036 0.150 Uiso 1 1 calc R U . . .
C248 C 0.3350(4) -0.3099(4) 0.1230(3) 0.169(4) Uani 1 1 d . U . . .
H262 H 0.3148 -0.3002 0.1383 0.203 Uiso 1 1 calc R U . . .
H263 H 0.3468 -0.2847 0.1134 0.203 Uiso 1 1 calc R U . . .
C255 C 0.6415(4) -0.3282(4) 0.1458(2) 0.161(3) Uani 1 1 d . U . . .
H264 H 0.6274 -0.3550 0.1404 0.193 Uiso 1 1 calc R U . . .
H265 H 0.6635 -0.3345 0.1609 0.193 Uiso 1 1 calc R U . . .
C256 C 0.6671(4) -0.3116(4) 0.1195(2) 0.167(3) Uani 1 1 d . U . . .
H266 H 0.6841 -0.2862 0.1248 0.200 Uiso 1 1 calc R U . . .
H267 H 0.6460 -0.3040 0.1042 0.200 Uiso 1 1 calc R U . . .
C249 C 0.3741(4) -0.3323(4) 0.1372(3) 0.166(3) Uani 1 1 d . U . . .
H268 H 0.3635 -0.3600 0.1436 0.199 Uiso 1 1 calc R U . . .
H269 H 0.3969 -0.3372 0.1224 0.199 Uiso 1 1 calc R U . . .
C250 C 0.4300(4) -0.3353(3) 0.1763(2) 0.169(4) Uani 1 1 d . U . . .
H270 H 0.4164 -0.3527 0.1911 0.254 Uiso 1 1 calc R U . . .
H271 H 0.4496 -0.3147 0.1852 0.254 Uiso 1 1 calc R U . . .
H272 H 0.4472 -0.3531 0.1633 0.254 Uiso 1 1 calc R U . . .
C257 C 0.6078(4) -0.3020(4) 0.1582(3) 0.171(3) Uani 1 1 d . U . . .
H273 H 0.5874 -0.2952 0.1423 0.205 Uiso 1 1 calc R U . . .
H274 H 0.6230 -0.2756 0.1632 0.205 Uiso 1 1 calc R U . . .
C251 C 0.3072(4) -0.3338(4) 0.1013(3) 0.201(7) Uani 1 1 d . . . . .
H275 H 0.2972 -0.3602 0.1102 0.241 Uiso 1 1 calc R U . . .
H276 H 0.3264 -0.3413 0.0849 0.241 Uiso 1 1 calc R U . . .
C252 C 0.3715(3) 0.2679(3) -0.0376(2) 0.144(3) Uani 1 1 d . U . . .
H277 H 0.3820 0.2504 -0.0534 0.217 Uiso 1 1 calc R U . . .
H278 H 0.3654 0.2962 -0.0446 0.217 Uiso 1 1 calc R U . . .
H279 H 0.3442 0.2559 -0.0297 0.217 Uiso 1 1 calc R U . . .
C253 C 0.2654(4) -0.3103(4) 0.0895(2) 0.197(5) Uani 1 1 d . U . . .
H280 H 0.2430 -0.3080 0.1047 0.295 Uiso 1 1 calc R U . . .
H281 H 0.2529 -0.3260 0.0734 0.295 Uiso 1 1 calc R U . . .
H282 H 0.2740 -0.2823 0.0831 0.295 Uiso 1 1 calc R U . . .
C254 C 0.3948(4) -0.3135(4) 0.1600(3) 0.184(4) Uani 1 1 d . U . . .
H283 H 0.3713 -0.3058 0.1738 0.220 Uiso 1 1 calc R U . . .
H284 H 0.4078 -0.2871 0.1529 0.220 Uiso 1 1 calc R U . . .
C258 C 0.5772(4) -0.3124(4) 0.1842(2) 0.203(5) Uani 1 1 d . U . . .
H285 H 0.5475 -0.3198 0.1773 0.305 Uiso 1 1 calc R U . . .
H286 H 0.5752 -0.2879 0.1967 0.305 Uiso 1 1 calc R U . . .
H287 H 0.5898 -0.3359 0.1949 0.305 Uiso 1 1 calc R U . . .
C259 C 0.6995(5) -0.3463(5) 0.1088(3) 0.210(4) Uani 1 1 d . U . . .
H288 H 0.7191 -0.3573 0.1240 0.252 Uiso 1 1 calc R U . . .
H289 H 0.6842 -0.3695 0.0988 0.252 Uiso 1 1 calc R U . . .
C263 C 0.7220(5) -0.3182(6) 0.0895(3) 0.272(7) Uani 1 1 d . U . . .
H290 H 0.7057 -0.2917 0.0885 0.408 Uiso 1 1 calc R U . . .
H291 H 0.7235 -0.3308 0.0704 0.408 Uiso 1 1 calc R U . . .
H292 H 0.7522 -0.3129 0.0965 0.408 Uiso 1 1 calc R U . . .
C228 C 0.4157(3) 0.0950(2) 0.4237(2) 0.150(3) Uani 1 1 d . U . . .
H192 H 0.4022 0.1228 0.4253 0.225 Uiso 1 1 calc R U . . .
H193 H 0.4118 0.0798 0.4418 0.225 Uiso 1 1 calc R U . . .
H194 H 0.4013 0.0794 0.4083 0.225 Uiso 1 1 calc R U . . .
C229 C 0.4833(3) 0.1187(3) 0.4433(2) 0.153(4) Uani 1 1 d . U . . .
H195 H 0.5147 0.1255 0.4402 0.229 Uiso 1 1 calc R U . . .
H196 H 0.4807 0.0992 0.4593 0.229 Uiso 1 1 calc R U . . .
H197 H 0.4668 0.1444 0.4477 0.229 Uiso 1 1 calc R U . . .
C230 C 0.4697(4) 0.1284(3) 0.3917(2) 0.157(4) Uani 1 1 d . U . . .
H198 H 0.4552 0.1552 0.3958 0.235 Uiso 1 1 calc R U . . .
H199 H 0.4556 0.1156 0.3749 0.235 Uiso 1 1 calc R U . . .
H200 H 0.5012 0.1332 0.3877 0.235 Uiso 1 1 calc R U . . .
C273 C 0.3850(7) 0.5350(6) -0.0290(4) 0.282(7) Uani 1 1 d D U . A 2
C274 C 0.3438(7) 0.5157(6) -0.0385(4) 0.307(7) Uani 1 1 d D U . . .
C272 C 0.4056(9) 0.5526(6) -0.0044(4) 0.314(8) Uani 1 1 d D U . . .
C275 C 0.3304(8) 0.5057(6) -0.0701(4) 0.326(8) Uani 1 1 d D U . . .
C276 C 0.3016(8) 0.4726(9) -0.0806(5) 0.357(9) Uani 1 1 d D U . . .
C277 C 0.3005(8) 0.4260(8) -0.0678(7) 0.490(16) Uani 1 1 d D U . . .
C278 C 0.5598(7) 0.4629(7) 0.0235(6) 0.173(7) Uiso 0.521(8) 1 d D U P B 1
C279 C 0.5274(6) 0.4330(6) 0.0254(5) 0.157(6) Uiso 0.521(8) 1 d D U P B 1
C280 C 0.4821(6) 0.4360(6) 0.0244(5) 0.162(6) Uiso 0.521(8) 1 d D U P B 1
C281 C 0.4506(6) 0.4094(7) 0.0340(4) 0.163(7) Uiso 0.521(8) 1 d D U P B 1
C282 C 0.4341(11) 0.3724(7) 0.0202(7) 0.245(9) Uiso 0.521(8) 1 d D U P B 1
C283 C 0.3904(13) 0.3790(13) 0.0046(9) 0.346(17) Uiso 0.521(8) 1 d D U P B 1
C285 C 0.2547(7) 0.3336(7) 0.0063(5) 0.181(8) Uiso 0.479(8) 1 d D U P B 2
C284 C 0.2613(8) 0.2909(7) 0.0179(5) 0.173(9) Uiso 0.479(8) 1 d D U P B 2
C286 C 0.2862(7) 0.3692(6) 0.0050(6) 0.200(8) Uiso 0.479(8) 1 d D U P B 2
C289 C 0.4167(10) 0.4048(9) 0.0223(7) 0.208(11) Uiso 0.479(8) 1 d D U P B 2
C288 C 0.3667(9) 0.4019(8) 0.0180(7) 0.223(10) Uiso 0.479(8) 1 d D U P B 2
C287 C 0.3362(7) 0.3670(8) 0.0118(7) 0.220(9) Uiso 0.479(8) 1 d D U P B 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
N11 C20 1.362(4) . ?
N11 C89 1.403(4) . ?
N11 H293 0.8800 . ?
N12 C20 1.329(4) . ?
N12 C23 1.398(4) . ?
N1 C49 1.369(4) . ?
N1 C59 1.371(4) . ?
N1 H1 0.8800 . ?
N16 C62 1.321(4) . ?
N16 C64 1.402(4) . ?
N2 C27 1.325(4) . ?
N2 C38 1.407(4) . ?
N17 C62 1.353(4) . ?
N17 C19 1.412(4) . ?
N17 H294 0.8800 . ?
N3 C53 1.363(4) . ?
N3 C60 1.406(4) . ?
N3 H295 0.8800 . ?
N13 C30 1.364(4) . ?
N13 C137 1.416(4) . ?
N13 H296 0.8800 . ?
N4 C53 1.325(4) . ?
N4 C50 1.399(4) . ?
N5 C27 1.360(4) . ?
N5 C24 1.418(4) . ?
N5 H297 0.8800 . ?
N18 C31 1.368(4) . ?
N18 C52 1.370(4) . ?
N18 H2 0.8800 . ?
N19 C106 1.329(4) . ?
N19 C74 1.401(4) . ?
N14 C30 1.320(4) . ?
N14 C96 1.403(4) . ?
N15 C57 1.366(4) . ?
N15 C95 1.370(4) . ?
N15 H3 0.8800 . ?
N20 C106 1.355(4) . ?
N20 C118 1.403(4) . ?
N20 H298 0.8800 . ?
N6 C91 1.356(4) . ?
N6 C120 1.410(4) . ?
N6 H299 0.8800 . ?
C17 C86 1.385(5) . ?
C17 C46 1.401(5) . ?
C17 C143 1.544(5) . ?
C18 C50 1.369(4) . ?
C18 C49 1.448(4) . ?
C18 C159 1.487(5) . ?
C19 C46 1.392(5) . ?
C19 C116 1.395(5) . ?
C20 C84 1.464(4) . ?
N7 C132 1.327(5) . ?
N7 C93 1.402(4) . ?
C22 C28 1.336(5) . ?
C22 C38 1.458(4) . ?
C22 H4 0.9500 . ?
C23 C83 1.368(5) . ?
C23 C87 1.452(4) . ?
C24 C58 1.378(4) . ?
C24 C110 1.393(5) . ?
N8 C132 1.360(4) . ?
N8 C149 1.402(5) . ?
N8 H300 0.8800 . ?
C26 C45 1.342(5) . ?
C26 C62 1.464(4) . ?
C26 H201 0.9500 . ?
C27 C28 1.458(4) . ?
C28 H5 0.9500 . ?
N9 C91 1.319(4) . ?
N9 C126 1.408(4) . ?
C30 C108 1.459(5) . ?
C31 C97 1.397(5) . ?
C31 C40 1.449(5) . ?
N10 C135 1.364(4) . ?
N10 C73 1.370(4) . ?
N10 H6 0.8800 . ?
C33 C127 1.392(5) . ?
C33 C60 1.394(5) . ?
C33 H7 0.9500 . ?
C34 C65 1.391(5) . ?
C34 C89 1.395(4) . ?
C34 H8 0.9500 . ?
C35 C126 1.371(5) . ?
C35 C59 1.447(5) . ?
C35 C67 1.488(4) . ?
C36 C39 1.400(5) . ?
C36 C125 1.406(5) . ?
C36 C41 1.478(5) . ?
C37 C116 1.387(5) . ?
C37 C86 1.407(5) . ?
C37 C119 1.533(5) . ?
C38 C41 1.375(5) . ?
C39 C92 1.382(5) . ?
C39 H9 0.9500 . ?
C40 C74 1.371(5) . ?
C40 C82 1.500(4) . ?
C41 C73 1.454(5) . ?
C42 C58 1.398(5) . ?
C42 C44 1.398(5) . ?
C42 C141 1.532(5) . ?
C43 C100 1.396(5) . ?
C43 C72 1.401(5) . ?
C43 H10 0.9500 . ?
C44 C81 1.396(5) . ?
C44 H11 0.9500 . ?
C45 C64 1.459(4) . ?
C45 H202 0.9500 . ?
C46 H12 0.9500 . ?
C47 C97 1.388(5) . ?
C47 C52 1.399(4) . ?
C47 H13 0.9500 . ?
C48 C66 1.393(5) . ?
C48 C59 1.392(5) . ?
C48 H14 0.9500 . ?
C49 C66 1.392(4) . ?
C50 C94 1.450(4) . ?
C51 C61 1.388(5) . ?
C51 C65 1.389(5) . ?
C51 H15 0.9500 . ?
C52 C56 1.453(4) . ?
C53 C131 1.456(4) . ?
C54 C96 1.369(5) . ?
C54 C57 1.440(5) . ?
C54 C77 1.496(4) . ?
C55 C88 1.391(5) . ?
C55 C57 1.394(5) . ?
C55 H16 0.9500 . ?
C56 C64 1.374(4) . ?
C56 C72 1.487(4) . ?
C58 H17 0.9500 . ?
C60 C69 1.392(4) . ?
C61 C71 1.397(4) . ?
C61 C151 1.533(4) . ?
C63 C79 1.345(5) . ?
C63 C74 1.452(5) . ?
C63 H203 0.9500 . ?
C65 C153 1.540(4) . ?
C66 H18 0.9500 . ?
C67 C134 1.395(5) . ?
C67 C124 1.401(5) . ?
C68 C90 1.524(5) . ?
C68 C178 1.528(5) . ?
C68 C168 1.532(5) . ?
C68 C80 1.536(4) . ?
C69 C80 1.400(4) . ?
C69 H19 0.9500 . ?
C70 C80 1.390(4) . ?
C70 C127 1.403(5) . ?
C70 H20 0.9500 . ?
C71 C89 1.391(4) . ?
C71 H21 0.9500 . ?
C72 C114 1.398(5) . ?
C73 C123 1.392(5) . ?
C75 C109 1.346(5) . ?
C75 C126 1.448(5) . ?
C75 H22 0.9500 . ?
C76 C101 1.379(5) . ?
C76 C100 1.389(5) . ?
C76 H23 0.9500 . ?
C77 C121 1.388(5) . ?
C77 C115 1.392(5) . ?
C78 C108 1.345(5) . ?
C78 C96 1.450(5) . ?
C78 H24 0.9500 . ?
C79 C106 1.462(5) . ?
C79 H204 0.9500 . ?
C81 C110 1.393(5) . ?
C81 C117 1.534(5) . ?
C82 C176 1.387(5) . ?
C82 C129 1.391(5) . ?
C83 C95 1.446(5) . ?
C83 C105 1.491(5) . ?
C84 C87 1.339(5) . ?
C84 H25 0.9500 . ?
C85 C127 1.524(4) . ?
C85 C166 1.524(5) . ?
C85 C147 1.533(5) . ?
C85 C146 1.539(5) . ?
C86 H26 0.9500 . ?
C87 H27 0.9500 . ?
C88 C95 1.394(5) . ?
C88 H28 0.9500 . ?
C90 H29 0.9800 . ?
C90 H30 0.9800 . ?
C90 H31 0.9800 . ?
C91 C109 1.461(5) . ?
C92 C111 1.389(5) . ?
C92 H32 0.9500 . ?
C93 C102 1.371(5) . ?
C93 C139 1.453(5) . ?
C94 C131 1.342(5) . ?
C94 H33 0.9500 . ?
C97 H34 0.9500 . ?
C98 C120 1.391(5) . ?
C98 C208 1.404(6) . ?
C98 H35 0.9500 . ?
C99 C125 1.375(5) . ?
C99 C111 1.390(5) . ?
C99 H36 0.9500 . ?
C100 H37 0.9500 . ?
C101 C114 1.391(5) . ?
C101 H38 0.9500 . ?
C102 C135 1.453(5) . ?
C102 C158 1.495(5) . ?
C103 C153 1.540(5) . ?
C103 H39 0.9800 . ?
C103 H40 0.9800 . ?
C103 H41 0.9800 . ?
C104 C151 1.537(5) . ?
C104 H42 0.9800 . ?
C104 H43 0.9800 . ?
C104 H44 0.9800 . ?
C105 C175 1.391(5) . ?
C105 C157 1.394(5) . ?
C107 C172 1.375(6) . ?
C107 C115 1.395(5) . ?
C107 H205 0.9500 . ?
C108 H45 0.9500 . ?
C109 H46 0.9500 . ?
C110 H47 0.9500 . ?
C111 H48 0.9500 . ?
C112 C141 1.525(5) . ?
C112 H49 0.9800 . ?
C112 H50 0.9800 . ?
C112 H51 0.9800 . ?
C113 C173 1.392(5) . ?
C113 C118 1.395(5) . ?
C113 H52 0.9500 . ?
C114 H53 0.9500 . ?
C115 H206 0.9500 . ?
C116 H54 0.9500 . ?
C117 C190 1.525(5) . ?
C117 C207 1.528(5) . ?
C117 C193 1.536(5) . ?
C118 C122 1.386(5) . ?
C119 C164 1.521(5) . ?
C119 C213 1.532(6) . ?
C119 C185 1.538(6) . ?
C120 C162 1.381(5) . ?
C121 C177 1.386(5) . ?
C121 H207 0.9500 . ?
C122 C165 1.392(5) . ?
C122 H55 0.9500 . ?
C123 C145 1.399(5) . ?
C123 H56 0.9500 . ?
C124 C140 1.385(5) . ?
C124 H57 0.9500 . ?
C125 H58 0.9500 . ?
C128 C160 1.372(5) . ?
C128 C134 1.395(5) . ?
C128 H59 0.9500 . ?
C129 C136 1.388(5) . ?
C129 H60 0.9500 . ?
C130 C174 1.393(5) . ?
C130 C142 1.395(5) . ?
C130 C155 1.538(5) . ?
C131 H61 0.9500 . ?
C132 C138 1.455(5) . ?
C133 C151 1.529(5) . ?
C133 H62 0.9800 . ?
C133 H63 0.9800 . ?
C133 H64 0.9800 . ?
C134 H65 0.9500 . ?
C135 C145 1.393(5) . ?
C136 C199 1.393(6) . ?
C136 H66 0.9500 . ?
C137 C148 1.387(5) . ?
C137 C142 1.396(5) . ?
C138 C139 1.336(5) . ?
C138 H67 0.9500 . ?
C139 H68 0.9500 . ?
C140 C160 1.390(5) . ?
C140 H69 0.9500 . ?
C141 C156 1.537(5) . ?
C141 C183 1.540(5) . ?
C142 H70 0.9500 . ?
C143 C235 1.525(5) . ?
C143 C236 1.529(5) . ?
C143 C234 1.536(5) . ?
C144 C155 1.534(5) . ?
C144 H208 0.9800 . ?
C144 H209 0.9800 . ?
C144 H210 0.9800 . ?
C145 H71 0.9500 . ?
C146 H72 0.9800 . ?
C146 H73 0.9800 . ?
C146 H74 0.9800 . ?
C147 H75 0.9800 . ?
C147 H76 0.9800 . ?
C147 H77 0.9800 . ?
C148 C186 1.382(5) . ?
C148 H78 0.9500 . ?
C149 C170 1.396(5) . ?
C149 C195 1.397(5) . ?
C150 C153 1.530(5) . ?
C150 H79 0.9800 . ?
C150 H80 0.9800 . ?
C150 H81 0.9800 . ?
C151 C169 1.532(5) . ?
C152 C154 1.383(5) . ?
C152 C159 1.402(5) . ?
C152 H82 0.9500 . ?
C153 C184 1.533(5) . ?
C154 C198 1.374(6) . ?
C154 H83 0.9500 . ?
C155 C197 1.536(5) . ?
C155 C200 1.538(5) . ?
C156 H84 0.9800 . ?
C156 H85 0.9800 . ?
C156 H86 0.9800 . ?
C157 C194 1.390(5) . ?
C157 H87 0.9500 . ?
C158 C171 1.387(5) . ?
C158 C179 1.393(5) . ?
C159 C163 1.393(5) . ?
C160 H88 0.9500 . ?
C161 C165 1.389(5) . ?
C161 C173 1.389(6) . ?
C161 H89 0.9500 . ?
C162 C212 1.382(5) . ?
C162 H90 0.9500 . ?
C163 C191 1.391(5) . ?
C163 H91 0.9500 . ?
C164 H211 0.9800 . ?
C164 H212 0.9800 . ?
C164 H213 0.9800 . ?
C165 C201 1.535(5) . ?
C166 H92 0.9800 . ?
C166 H93 0.9800 . ?
C166 H94 0.9800 . ?
C167 C192 1.378(6) . ?
C167 C187 1.381(6) . ?
C167 H95 0.9500 . ?
C168 H96 0.9800 . ?
C168 H97 0.9800 . ?
C168 H98 0.9800 . ?
C169 H99 0.9800 . ?
C169 H100 0.9800 . ?
C169 H101 0.9800 . ?
C170 C188 1.385(5) . ?
C170 H102 0.9500 . ?
C171 C187 1.389(5) . ?
C171 H103 0.9500 . ?
C172 C177 1.375(6) . ?
C172 H214 0.9500 . ?
C173 C196 1.541(5) . ?
C174 C186 1.400(5) . ?
C174 H104 0.9500 . ?
C175 C189 1.394(5) . ?
C175 H105 0.9500 . ?
C176 C181 1.391(5) . ?
C176 H106 0.9500 . ?
C177 H215 0.9500 . ?
C178 H107 0.9800 . ?
C178 H108 0.9800 . ?
C178 H109 0.9800 . ?
C179 C192 1.396(6) . ?
C179 H110 0.9500 . ?
C180 C203 1.493(6) . ?
C180 H111 0.9800 . ?
C180 H112 0.9800 . ?
C180 H113 0.9800 . ?
C181 C199 1.369(6) . ?
C181 H114 0.9500 . ?
C182 C194 1.380(6) . ?
C182 C189 1.383(6) . ?
C182 H115 0.9500 . ?
C183 H116 0.9800 . ?
C183 H117 0.9800 . ?
C183 H118 0.9800 . ?
C184 H119 0.9800 . ?
C184 H120 0.9800 . ?
C184 H121 0.9800 . ?
C185 H216 0.9800 . ?
C185 H217 0.9800 . ?
C185 H218 0.9800 . ?
C186 C203 1.545(6) . ?
C187 H122 0.9500 . ?
C188 C206 1.397(6) . ?
C188 C214 1.536(5) . ?
C189 H123 0.9500 . ?
C190 H124 0.9800 . ?
C190 H125 0.9800 . ?
C190 H126 0.9800 . ?
C191 C198 1.381(6) . ?
C191 H127 0.9500 . ?
C192 H128 0.9500 . ?
C193 H129 0.9800 . ?
C193 H130 0.9800 . ?
C193 H131 0.9800 . ?
C194 H132 0.9500 . ?
C195 C209 1.402(6) . ?
C195 H133 0.9500 . ?
C196 C210 1.526(7) . ?
C196 C216 1.538(7) . ?
C196 C221 1.549(7) . ?
C197 H219 0.9800 . ?
C197 H220 0.9800 . ?
C197 H221 0.9800 . ?
C198 H134 0.9500 . ?
C199 H135 0.9500 . ?
C200 H222 0.9800 . ?
C200 H223 0.9800 . ?
C200 H224 0.9800 . ?
C201 C205 1.533(6) . ?
C201 C211 1.537(6) . ?
C201 C202 1.538(6) . ?
C202 H136 0.9800 . ?
C202 H137 0.9800 . ?
C202 H138 0.9800 . ?
C203 C225 1.525(7) . ?
C203 C219 1.546(7) . ?
C204 C212 1.392(7) . ?
C204 C208 1.391(7) . ?
C204 H139 0.9500 . ?
C205 H140 0.9800 . ?
C205 H141 0.9800 . ?
C205 H142 0.9800 . ?
C206 C209 1.373(6) . ?
C206 H143 0.9500 . ?
C207 H144 0.9800 . ?
C207 H145 0.9800 . ?
C207 H146 0.9800 . ?
C208 C224 1.542(7) . ?
C209 C215 1.547(6) . ?
C210 H147 0.9800 . ?
C210 H148 0.9800 . ?
C210 H149 0.9800 . ?
C211 H150 0.9800 . ?
C211 H151 0.9800 . ?
C211 H152 0.9800 . ?
C212 C217 1.541(7) . ?
C213 H225 0.9800 . ?
C213 H226 0.9800 . ?
C213 H227 0.9800 . ?
C214 C226 1.512(7) . ?
C214 C218 1.524(7) . ?
C214 C227 1.535(6) . ?
C215 C233 1.469(8) . ?
C215 C231 1.515(7) . ?
C215 C232 1.549(8) . ?
C216 H153 0.9800 . ?
C216 H154 0.9800 . ?
C216 H155 0.9800 . ?
C217 C229 1.473(9) . ?
C217 C228 1.520(9) . ?
C217 C230 1.525(10) . ?
C218 H156 0.9800 . ?
C218 H157 0.9800 . ?
C218 H158 0.9800 . ?
C219 H159 0.9800 . ?
C219 H160 0.9800 . ?
C219 H161 0.9800 . ?
C220 C224 1.543(7) . ?
C220 H162 0.9800 . ?
C220 H163 0.9800 . ?
C220 H164 0.9800 . ?
C221 H165 0.9800 . ?
C221 H166 0.9800 . ?
C221 H167 0.9800 . ?
C222 C224 1.526(8) . ?
C222 H168 0.9800 . ?
C222 H169 0.9800 . ?
C222 H170 0.9800 . ?
C223 C224 1.514(8) . ?
C223 H171 0.9800 . ?
C223 H172 0.9800 . ?
C223 H173 0.9800 . ?
C225 H174 0.9800 . ?
C225 H175 0.9800 . ?
C225 H176 0.9800 . ?
C226 H177 0.9800 . ?
C226 H178 0.9800 . ?
C226 H179 0.9800 . ?
C227 H180 0.9800 . ?
C227 H181 0.9800 . ?
C227 H182 0.9800 . ?
C234 H228 0.9800 . ?
C234 H229 0.9800 . ?
C234 H230 0.9800 . ?
C235 H231 0.9800 . ?
C235 H232 0.9800 . ?
C235 H233 0.9800 . ?
C236 H234 0.9800 . ?
C236 H235 0.9800 . ?
C236 H236 0.9800 . ?
C231 H183 0.9800 . ?
C231 H184 0.9800 . ?
C231 H185 0.9800 . ?
C237 C241 1.415(9) . ?
C237 C244 1.470(10) . ?
C237 H237 0.9900 . ?
C237 H238 0.9900 . ?
C238 C246 1.503(10) . ?
C238 C245 1.566(10) . ?
C238 H239 0.9900 . ?
C238 H240 0.9900 . ?
C239 C244 1.468(10) . ?
C239 H241 0.9800 . ?
C239 H242 0.9800 . ?
C239 H243 0.9800 . ?
C240 C242 1.485(10) . ?
C240 H244 0.9800 . ?
C240 H245 0.9800 . ?
C240 H246 0.9800 . ?
C232 H186 0.9800 . ?
C232 H187 0.9800 . ?
C232 H188 0.9800 . ?
C233 H189 0.9800 . ?
C233 H190 0.9800 . ?
C233 H191 0.9800 . ?
C241 C242 1.434(9) . ?
C241 H247 0.9900 . ?
C241 H248 0.9900 . ?
C242 H249 0.9900 . ?
C242 H250 0.9900 . ?
C243 C246 1.475(10) . ?
C243 H251 0.9800 . ?
C243 H252 0.9800 . ?
C243 H253 0.9800 . ?
C244 H254 0.9900 . ?
C244 H255 0.9900 . ?
C245 C247 1.525(10) . ?
C245 H256 0.9900 . ?
C245 H257 0.9900 . ?
C246 H258 0.9900 . ?
C246 H259 0.9900 . ?
C247 C252 1.544(11) . ?
C247 H260 0.9900 . ?
C247 H261 0.9900 . ?
C248 C251 1.522(16) . ?
C248 C249 1.531(15) . ?
C248 H262 0.9900 . ?
C248 H263 0.9900 . ?
C255 C257 1.437(13) . ?
C255 C256 1.546(14) . ?
C255 H264 0.9900 . ?
C255 H265 0.9900 . ?
C256 C259 1.563(15) . ?
C256 H266 0.9900 . ?
C256 H267 0.9900 . ?
C249 C254 1.372(15) . ?
C249 H268 0.9900 . ?
C249 H269 0.9900 . ?
C250 C254 1.480(14) . ?
C250 H270 0.9800 . ?
C250 H271 0.9800 . ?
C250 H272 0.9800 . ?
C257 C258 1.562(14) . ?
C257 H273 0.9900 . ?
C257 H274 0.9900 . ?
C251 C253 1.566(13) . ?
C251 H275 0.9900 . ?
C251 H276 0.9900 . ?
C252 H277 0.9800 . ?
C252 H278 0.9800 . ?
C252 H279 0.9800 . ?
C253 H280 0.9800 . ?
C253 H281 0.9800 . ?
C253 H282 0.9800 . ?
C254 H283 0.9900 . ?
C254 H284 0.9900 . ?
C258 H285 0.9800 . ?
C258 H286 0.9800 . ?
C258 H287 0.9800 . ?
C259 C263 1.443(16) . ?
C259 H288 0.9900 . ?
C259 H289 0.9900 . ?
C263 H290 0.9800 . ?
C263 H291 0.9800 . ?
C263 H292 0.9800 . ?
C228 H192 0.9800 . ?
C228 H193 0.9800 . ?
C228 H194 0.9800 . ?
C229 H195 0.9800 . ?
C229 H196 0.9800 . ?
C229 H197 0.9800 . ?
C230 H198 0.9800 . ?
C230 H199 0.9800 . ?
C230 H200 0.9800 . ?
C273 C272 1.423(13) . ?
C273 C274 1.456(15) . ?
C274 C275 1.564(16) . ?
C272 C278 1.46(3) 5_665 ?
C275 C276 1.455(15) . ?
C276 C277 1.608(16) . ?
C278 C279 1.371(15) . ?
C278 C272 1.46(3) 5_665 ?
C279 C280 1.368(15) . ?
C280 C281 1.352(15) . ?
C281 C282 1.435(17) . ?
C282 C283 1.519(19) . ?
C285 C284 1.484(16) . ?
C285 C286 1.483(15) . ?
C286 C287 1.541(16) . ?
C289 C288 1.523(16) . ?
C288 C287 1.474(17) . ?

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
C20 N11 C89 127.6(3) . . ?
C20 N11 H293 116.2 . . ?
C89 N11 H293 116.2 . . ?
C20 N12 C23 106.1(3) . . ?
C49 N1 C59 110.7(3) . . ?
C49 N1 H1 124.6 . . ?
C59 N1 H1 124.6 . . ?
C62 N16 C64 105.6(3) . . ?
C27 N2 C38 105.0(3) . . ?
C62 N17 C19 123.3(3) . . ?
C62 N17 H294 118.4 . . ?
C19 N17 H294 118.4 . . ?
C53 N3 C60 127.2(3) . . ?
C53 N3 H295 116.4 . . ?
C60 N3 H295 116.4 . . ?
C30 N13 C137 125.5(3) . . ?
C30 N13 H296 117.3 . . ?
C137 N13 H296 117.3 . . ?
C53 N4 C50 105.6(3) . . ?
C27 N5 C24 123.7(3) . . ?
C27 N5 H297 118.1 . . ?
C24 N5 H297 118.1 . . ?
C31 N18 C52 110.5(3) . . ?
C31 N18 H2 124.8 . . ?
C52 N18 H2 124.8 . . ?
C106 N19 C74 106.0(3) . . ?
C30 N14 C96 105.5(3) . . ?
C57 N15 C95 110.7(3) . . ?
C57 N15 H3 124.6 . . ?
C95 N15 H3 124.6 . . ?
C106 N20 C118 129.3(3) . . ?
C106 N20 H298 115.3 . . ?
C118 N20 H298 115.3 . . ?
C91 N6 C120 125.9(3) . . ?
C91 N6 H299 117.1 . . ?
C120 N6 H299 117.1 . . ?
C86 C17 C46 118.8(3) . . ?
C86 C17 C143 122.5(3) . . ?
C46 C17 C143 118.7(3) . . ?
C50 C18 C49 122.2(3) . . ?
C50 C18 C159 121.3(3) . . ?
C49 C18 C159 116.5(3) . . ?
C46 C19 C116 120.5(3) . . ?
C46 C19 N17 119.8(3) . . ?
C116 C19 N17 119.7(3) . . ?
N12 C20 N11 120.3(3) . . ?
N12 C20 C84 111.7(3) . . ?
N11 C20 C84 128.0(3) . . ?
C132 N7 C93 105.9(3) . . ?
C28 C22 C38 107.8(3) . . ?
C28 C22 H4 126.1 . . ?
C38 C22 H4 126.1 . . ?
C83 C23 N12 123.5(3) . . ?
C83 C23 C87 127.8(3) . . ?
N12 C23 C87 108.7(3) . . ?
C58 C24 C110 120.3(3) . . ?
C58 C24 N5 119.8(3) . . ?
C110 C24 N5 119.8(3) . . ?
C132 N8 C149 130.0(3) . . ?
C132 N8 H300 115.0 . . ?
C149 N8 H300 115.0 . . ?
C45 C26 C62 105.8(3) . . ?
C45 C26 H201 127.1 . . ?
C62 C26 H201 127.1 . . ?
N2 C27 N5 121.3(3) . . ?
N2 C27 C28 112.9(3) . . ?
N5 C27 C28 125.7(3) . . ?
C22 C28 C27 105.4(3) . . ?
C22 C28 H5 127.3 . . ?
C27 C28 H5 127.3 . . ?
C91 N9 C126 105.5(3) . . ?
N14 C30 N13 120.5(3) . . ?
N14 C30 C108 112.5(3) . . ?
N13 C30 C108 127.0(3) . . ?
N18 C31 C97 106.8(3) . . ?
N18 C31 C40 124.0(3) . . ?
C97 C31 C40 129.1(3) . . ?
C135 N10 C73 110.7(3) . . ?
C135 N10 H6 124.7 . . ?
C73 N10 H6 124.7 . . ?
C127 C33 C60 120.5(3) . . ?
C127 C33 H7 119.7 . . ?
C60 C33 H7 119.7 . . ?
C65 C34 C89 120.4(3) . . ?
C65 C34 H8 119.8 . . ?
C89 C34 H8 119.8 . . ?
C126 C35 C59 123.8(3) . . ?
C126 C35 C67 120.4(3) . . ?
C59 C35 C67 115.7(3) . . ?
C39 C36 C125 117.5(3) . . ?
C39 C36 C41 122.5(3) . . ?
C125 C36 C41 119.9(3) . . ?
C116 C37 C86 118.0(3) . . ?
C116 C37 C119 120.2(3) . . ?
C86 C37 C119 121.8(3) . . ?
C41 C38 N2 123.9(3) . . ?
C41 C38 C22 127.2(3) . . ?
N2 C38 C22 108.9(3) . . ?
C92 C39 C36 121.2(3) . . ?
C92 C39 H9 119.4 . . ?
C36 C39 H9 119.4 . . ?
C74 C40 C31 123.0(3) . . ?
C74 C40 C82 121.0(3) . . ?
C31 C40 C82 116.0(3) . . ?
C38 C41 C73 121.7(3) . . ?
C38 C41 C36 120.4(3) . . ?
C73 C41 C36 117.9(3) . . ?
C58 C42 C44 117.4(3) . . ?
C58 C42 C141 119.9(3) . . ?
C44 C42 C141 122.6(3) . . ?
C100 C43 C72 120.7(3) . . ?
C100 C43 H10 119.6 . . ?
C72 C43 H10 119.6 . . ?
C81 C44 C42 122.8(3) . . ?
C81 C44 H11 118.6 . . ?
C42 C44 H11 118.6 . . ?
C26 C45 C64 107.1(3) . . ?
C26 C45 H202 126.5 . . ?
C64 C45 H202 126.5 . . ?
C19 C46 C17 119.8(3) . . ?
C19 C46 H12 120.1 . . ?
C17 C46 H12 120.1 . . ?
C97 C47 C52 107.6(3) . . ?
C97 C47 H13 126.2 . . ?
C52 C47 H13 126.2 . . ?
C66 C48 C59 108.2(3) . . ?
C66 C48 H14 125.9 . . ?
C59 C48 H14 125.9 . . ?
N1 C49 C66 106.7(3) . . ?
N1 C49 C18 123.7(3) . . ?
C66 C49 C18 129.5(3) . . ?
C18 C50 N4 123.5(3) . . ?
C18 C50 C94 127.4(3) . . ?
N4 C50 C94 109.1(3) . . ?
C61 C51 C65 122.5(3) . . ?
C61 C51 H15 118.8 . . ?
C65 C51 H15 118.8 . . ?
N18 C52 C47 106.9(3) . . ?
N18 C52 C56 123.4(3) . . ?
C47 C52 C56 129.6(3) . . ?
N4 C53 N3 120.0(3) . . ?
N4 C53 C131 112.1(3) . . ?
N3 C53 C131 127.9(3) . . ?
C96 C54 C57 123.4(3) . . ?
C96 C54 C77 120.8(3) . . ?
C57 C54 C77 115.7(3) . . ?
C88 C55 C57 108.0(3) . . ?
C88 C55 H16 126.0 . . ?
C57 C55 H16 126.0 . . ?
C64 C56 C52 121.4(3) . . ?
C64 C56 C72 121.5(3) . . ?
C52 C56 C72 117.1(3) . . ?
N15 C57 C55 106.7(3) . . ?
N15 C57 C54 124.1(3) . . ?
C55 C57 C54 129.2(3) . . ?
C24 C58 C42 121.0(3) . . ?
C24 C58 H17 119.5 . . ?
C42 C58 H17 119.5 . . ?
N1 C59 C48 106.5(3) . . ?
N1 C59 C35 124.4(3) . . ?
C48 C59 C35 129.0(3) . . ?
C69 C60 C33 120.1(3) . . ?
C69 C60 N3 122.1(3) . . ?
C33 C60 N3 117.8(3) . . ?
C51 C61 C71 117.8(3) . . ?
C51 C61 C151 122.7(3) . . ?
C71 C61 C151 119.5(3) . . ?
N16 C62 N17 121.9(3) . . ?
N16 C62 C26 112.3(3) . . ?
N17 C62 C26 125.7(3) . . ?
C79 C63 C74 107.4(3) . . ?
C79 C63 H203 126.3 . . ?
C74 C63 H203 126.3 . . ?
C56 C64 N16 123.5(3) . . ?
C56 C64 C45 127.3(3) . . ?
N16 C64 C45 109.2(3) . . ?
C51 C65 C34 118.6(3) . . ?
C51 C65 C153 118.6(3) . . ?
C34 C65 C153 122.7(3) . . ?
C48 C66 C49 107.9(3) . . ?
C48 C66 H18 126.1 . . ?
C49 C66 H18 126.1 . . ?
C134 C67 C124 118.5(3) . . ?
C134 C67 C35 121.9(3) . . ?
C124 C67 C35 119.6(3) . . ?
C90 C68 C178 109.3(3) . . ?
C90 C68 C168 107.6(3) . . ?
C178 C68 C168 109.3(3) . . ?
C90 C68 C80 112.3(3) . . ?
C178 C68 C80 108.4(3) . . ?
C168 C68 C80 110.0(3) . . ?
C60 C69 C80 120.7(3) . . ?
C60 C69 H19 119.6 . . ?
C80 C69 H19 119.6 . . ?
C80 C70 C127 122.4(3) . . ?
C80 C70 H20 118.8 . . ?
C127 C70 H20 118.8 . . ?
C89 C71 C61 121.1(3) . . ?
C89 C71 H21 119.5 . . ?
C61 C71 H21 119.5 . . ?
C114 C72 C43 118.3(3) . . ?
C114 C72 C56 119.8(3) . . ?
C43 C72 C56 121.8(3) . . ?
N10 C73 C123 107.0(3) . . ?
N10 C73 C41 123.4(3) . . ?
C123 C73 C41 129.5(3) . . ?
C40 C74 N19 123.2(3) . . ?
C40 C74 C63 127.8(3) . . ?
N19 C74 C63 108.9(3) . . ?
C109 C75 C126 107.2(3) . . ?
C109 C75 H22 126.4 . . ?
C126 C75 H22 126.4 . . ?
C101 C76 C100 119.7(3) . . ?
C101 C76 H23 120.1 . . ?
C100 C76 H23 120.1 . . ?
C121 C77 C115 118.4(3) . . ?
C121 C77 C54 119.7(3) . . ?
C115 C77 C54 121.8(3) . . ?
C108 C78 C96 107.4(3) . . ?
C108 C78 H24 126.3 . . ?
C96 C78 H24 126.3 . . ?
C63 C79 C106 105.9(3) . . ?
C63 C79 H204 127.0 . . ?
C106 C79 H204 127.0 . . ?
C70 C80 C69 118.0(3) . . ?
C70 C80 C68 122.5(3) . . ?
C69 C80 C68 119.5(3) . . ?
C110 C81 C44 117.7(3) . . ?
C110 C81 C117 120.1(3) . . ?
C44 C81 C117 122.1(3) . . ?
C176 C82 C129 119.0(3) . . ?
C176 C82 C40 120.5(3) . . ?
C129 C82 C40 120.5(3) . . ?
C23 C83 C95 122.4(3) . . ?
C23 C83 C105 121.6(3) . . ?
C95 C83 C105 116.0(3) . . ?
C87 C84 C20 105.6(3) . . ?
C87 C84 H25 127.2 . . ?
C20 C84 H25 127.2 . . ?
C127 C85 C166 112.4(3) . . ?
C127 C85 C147 110.2(3) . . ?
C166 C85 C147 107.6(3) . . ?
C127 C85 C146 109.0(3) . . ?
C166 C85 C146 108.3(3) . . ?
C147 C85 C146 109.2(3) . . ?
C17 C86 C37 122.2(3) . . ?
C17 C86 H26 118.9 . . ?
C37 C86 H26 118.9 . . ?
C84 C87 C23 107.9(3) . . ?
C84 C87 H27 126.1 . . ?
C23 C87 H27 126.1 . . ?
C55 C88 C95 107.9(3) . . ?
C55 C88 H28 126.1 . . ?
C95 C88 H28 126.1 . . ?
C71 C89 C34 119.6(3) . . ?
C71 C89 N11 121.8(3) . . ?
C34 C89 N11 118.5(3) . . ?
C68 C90 H29 109.5 . . ?
C68 C90 H30 109.5 . . ?
H29 C90 H30 109.5 . . ?
C68 C90 H31 109.5 . . ?
H29 C90 H31 109.5 . . ?
H30 C90 H31 109.5 . . ?
N9 C91 N6 121.0(3) . . ?
N9 C91 C109 112.3(3) . . ?
N6 C91 C109 126.7(3) . . ?
C39 C92 C111 120.4(3) . . ?
C39 C92 H32 119.8 . . ?
C111 C92 H32 119.8 . . ?
C102 C93 N7 123.2(3) . . ?
C102 C93 C139 128.0(3) . . ?
N7 C93 C139 108.8(3) . . ?
C131 C94 C50 107.3(3) . . ?
C131 C94 H33 126.4 . . ?
C50 C94 H33 126.4 . . ?
N15 C95 C88 106.7(3) . . ?
N15 C95 C83 123.6(3) . . ?
C88 C95 C83 129.7(3) . . ?
C54 C96 N14 124.5(3) . . ?
C54 C96 C78 126.4(3) . . ?
N14 C96 C78 109.1(3) . . ?
C47 C97 C31 108.2(3) . . ?
C47 C97 H34 125.9 . . ?
C31 C97 H34 125.9 . . ?
C120 C98 C208 120.0(4) . . ?
C120 C98 H35 120.0 . . ?
C208 C98 H35 120.0 . . ?
C125 C99 C111 120.7(4) . . ?
C125 C99 H36 119.7 . . ?
C111 C99 H36 119.7 . . ?
C76 C100 C43 120.0(3) . . ?
C76 C100 H37 120.0 . . ?
C43 C100 H37 120.0 . . ?
C76 C101 C114 120.7(3) . . ?
C76 C101 H38 119.6 . . ?
C114 C101 H38 119.6 . . ?
C93 C102 C135 122.4(3) . . ?
C93 C102 C158 121.5(3) . . ?
C135 C102 C158 116.1(3) . . ?
C153 C103 H39 109.5 . . ?
C153 C103 H40 109.5 . . ?
H39 C103 H40 109.5 . . ?
C153 C103 H41 109.5 . . ?
H39 C103 H41 109.5 . . ?
H40 C103 H41 109.5 . . ?
C151 C104 H42 109.5 . . ?
C151 C104 H43 109.5 . . ?
H42 C104 H43 109.5 . . ?
C151 C104 H44 109.5 . . ?
H42 C104 H44 109.5 . . ?
H43 C104 H44 109.5 . . ?
C175 C105 C157 119.1(3) . . ?
C175 C105 C83 120.2(3) . . ?
C157 C105 C83 120.7(3) . . ?
N19 C106 N20 119.2(3) . . ?
N19 C106 C79 111.7(3) . . ?
N20 C106 C79 129.1(3) . . ?
C172 C107 C115 119.8(4) . . ?
C172 C107 H205 120.1 . . ?
C115 C107 H205 120.1 . . ?
C78 C108 C30 105.5(3) . . ?
C78 C108 H45 127.3 . . ?
C30 C108 H45 127.3 . . ?
C75 C109 C91 105.8(3) . . ?
C75 C109 H46 127.1 . . ?
C91 C109 H46 127.1 . . ?
C81 C110 C24 120.7(3) . . ?
C81 C110 H47 119.7 . . ?
C24 C110 H47 119.7 . . ?
C92 C111 C99 119.1(3) . . ?
C92 C111 H48 120.5 . . ?
C99 C111 H48 120.5 . . ?
C141 C112 H49 109.5 . . ?
C141 C112 H50 109.5 . . ?
H49 C112 H50 109.5 . . ?
C141 C112 H51 109.5 . . ?
H49 C112 H51 109.5 . . ?
H50 C112 H51 109.5 . . ?
C173 C113 C118 120.6(4) . . ?
C173 C113 H52 119.7 . . ?
C118 C113 H52 119.7 . . ?
C101 C114 C72 120.5(3) . . ?
C101 C114 H53 119.8 . . ?
C72 C114 H53 119.8 . . ?
C77 C115 C107 120.6(4) . . ?
C77 C115 H206 119.7 . . ?
C107 C115 H206 119.7 . . ?
C37 C116 C19 120.7(3) . . ?
C37 C116 H54 119.7 . . ?
C19 C116 H54 119.7 . . ?
C190 C117 C207 107.8(3) . . ?
C190 C117 C81 107.8(3) . . ?
C207 C117 C81 112.5(3) . . ?
C190 C117 C193 109.1(3) . . ?
C207 C117 C193 108.8(3) . . ?
C81 C117 C193 110.7(3) . . ?
C122 C118 C113 120.2(3) . . ?
C122 C118 N20 122.6(3) . . ?
C113 C118 N20 117.0(3) . . ?
C164 C119 C213 109.8(4) . . ?
C164 C119 C37 111.7(3) . . ?
C213 C119 C37 111.7(3) . . ?
C164 C119 C185 107.9(3) . . ?
C213 C119 C185 108.5(4) . . ?
C37 C119 C185 107.2(3) . . ?
C162 C120 C98 120.1(3) . . ?
C162 C120 N6 120.7(3) . . ?
C98 C120 N6 119.1(3) . . ?
C177 C121 C77 120.7(3) . . ?
C177 C121 H207 119.7 . . ?
C77 C121 H207 119.7 . . ?
C118 C122 C165 120.2(3) . . ?
C118 C122 H55 119.9 . . ?
C165 C122 H55 119.9 . . ?
C73 C123 C145 107.5(3) . . ?
C73 C123 H56 126.3 . . ?
C145 C123 H56 126.3 . . ?
C140 C124 C67 120.6(3) . . ?
C140 C124 H57 119.7 . . ?
C67 C124 H57 119.7 . . ?
C99 C125 C36 121.1(3) . . ?
C99 C125 H58 119.4 . . ?
C36 C125 H58 119.4 . . ?
C35 C126 N9 123.9(3) . . ?
C35 C126 C75 126.9(3) . . ?
N9 C126 C75 109.2(3) . . ?
C33 C127 C70 118.3(3) . . ?
C33 C127 C85 123.3(3) . . ?
C70 C127 C85 118.4(3) . . ?
C160 C128 C134 120.4(3) . . ?
C160 C128 H59 119.8 . . ?
C134 C128 H59 119.8 . . ?
C136 C129 C82 120.6(4) . . ?
C136 C129 H60 119.7 . . ?
C82 C129 H60 119.7 . . ?
C174 C130 C142 117.5(3) . . ?
C174 C130 C155 120.4(3) . . ?
C142 C130 C155 122.0(3) . . ?
C94 C131 C53 105.8(3) . . ?
C94 C131 H61 127.1 . . ?
C53 C131 H61 127.1 . . ?
N7 C132 N8 118.9(3) . . ?
N7 C132 C138 111.7(3) . . ?
N8 C132 C138 129.4(3) . . ?
C151 C133 H62 109.5 . . ?
C151 C133 H63 109.5 . . ?
H62 C133 H63 109.5 . . ?
C151 C133 H64 109.5 . . ?
H62 C133 H64 109.5 . . ?
H63 C133 H64 109.5 . . ?
C128 C134 C67 120.4(3) . . ?
C128 C134 H65 119.8 . . ?
C67 C134 H65 119.8 . . ?
N10 C135 C145 106.8(3) . . ?
N10 C135 C102 123.9(3) . . ?
C145 C135 C102 129.1(3) . . ?
C129 C136 C199 119.8(4) . . ?
C129 C136 H66 120.1 . . ?
C199 C136 H66 120.1 . . ?
C148 C137 C142 120.3(3) . . ?
C148 C137 N13 120.4(3) . . ?
C142 C137 N13 119.3(3) . . ?
C139 C138 C132 106.3(3) . . ?
C139 C138 H67 126.8 . . ?
C132 C138 H67 126.8 . . ?
C138 C139 C93 107.3(3) . . ?
C138 C139 H68 126.3 . . ?
C93 C139 H68 126.3 . . ?
C124 C140 C160 120.0(3) . . ?
C124 C140 H69 120.0 . . ?
C160 C140 H69 120.0 . . ?
C112 C141 C42 112.0(3) . . ?
C112 C141 C156 108.3(3) . . ?
C42 C141 C156 110.2(3) . . ?
C112 C141 C183 108.5(3) . . ?
C42 C141 C183 108.3(3) . . ?
C156 C141 C183 109.6(3) . . ?
C130 C142 C137 120.4(3) . . ?
C130 C142 H70 119.8 . . ?
C137 C142 H70 119.8 . . ?
C235 C143 C236 107.8(3) . . ?
C235 C143 C234 108.8(3) . . ?
C236 C143 C234 110.2(3) . . ?
C235 C143 C17 111.7(3) . . ?
C236 C143 C17 110.4(3) . . ?
C234 C143 C17 108.0(3) . . ?
C155 C144 H208 109.5 . . ?
C155 C144 H209 109.5 . . ?
H208 C144 H209 109.5 . . ?
C155 C144 H210 109.5 . . ?
H208 C144 H210 109.5 . . ?
H209 C144 H210 109.5 . . ?
C135 C145 C123 108.0(3) . . ?
C135 C145 H71 126.0 . . ?
C123 C145 H71 126.0 . . ?
C85 C146 H72 109.5 . . ?
C85 C146 H73 109.5 . . ?
H72 C146 H73 109.5 . . ?
C85 C146 H74 109.5 . . ?
H72 C146 H74 109.5 . . ?
H73 C146 H74 109.5 . . ?
C85 C147 H75 109.5 . . ?
C85 C147 H76 109.5 . . ?
H75 C147 H76 109.5 . . ?
C85 C147 H77 109.5 . . ?
H75 C147 H77 109.5 . . ?
H76 C147 H77 109.5 . . ?
C186 C148 C137 120.9(3) . . ?
C186 C148 H78 119.6 . . ?
C137 C148 H78 119.6 . . ?
C170 C149 C195 119.5(3) . . ?
C170 C149 N8 117.8(3) . . ?
C195 C149 N8 122.7(3) . . ?
C153 C150 H79 109.5 . . ?
C153 C150 H80 109.5 . . ?
H79 C150 H80 109.5 . . ?
C153 C150 H81 109.5 . . ?
H79 C150 H81 109.5 . . ?
H80 C150 H81 109.5 . . ?
C133 C151 C61 110.2(3) . . ?
C133 C151 C169 109.2(3) . . ?
C61 C151 C169 108.6(3) . . ?
C133 C151 C104 107.4(3) . . ?
C61 C151 C104 112.3(3) . . ?
C169 C151 C104 109.1(3) . . ?
C154 C152 C159 120.6(4) . . ?
C154 C152 H82 119.7 . . ?
C159 C152 H82 119.7 . . ?
C150 C153 C184 108.6(3) . . ?
C150 C153 C103 107.6(3) . . ?
C184 C153 C103 110.1(3) . . ?
C150 C153 C65 112.4(3) . . ?
C184 C153 C65 108.4(3) . . ?
C103 C153 C65 109.8(3) . . ?
C198 C154 C152 120.1(4) . . ?
C198 C154 H83 119.9 . . ?
C152 C154 H83 119.9 . . ?
C144 C155 C197 109.0(3) . . ?
C144 C155 C130 112.1(3) . . ?
C197 C155 C130 108.5(3) . . ?
C144 C155 C200 107.7(3) . . ?
C197 C155 C200 109.0(3) . . ?
C130 C155 C200 110.6(3) . . ?
C141 C156 H84 109.5 . . ?
C141 C156 H85 109.5 . . ?
H84 C156 H85 109.5 . . ?
C141 C156 H86 109.5 . . ?
H84 C156 H86 109.5 . . ?
H85 C156 H86 109.5 . . ?
C194 C157 C105 120.5(4) . . ?
C194 C157 H87 119.8 . . ?
C105 C157 H87 119.8 . . ?
C171 C158 C179 118.8(3) . . ?
C171 C158 C102 120.7(3) . . ?
C179 C158 C102 120.5(4) . . ?
C163 C159 C152 118.8(3) . . ?
C163 C159 C18 120.5(3) . . ?
C152 C159 C18 120.7(3) . . ?
C128 C160 C140 120.0(3) . . ?
C128 C160 H88 120.0 . . ?
C140 C160 H88 120.0 . . ?
C165 C161 C173 122.9(3) . . ?
C165 C161 H89 118.6 . . ?
C173 C161 H89 118.6 . . ?
C212 C162 C120 121.4(4) . . ?
C212 C162 H90 119.3 . . ?
C120 C162 H90 119.3 . . ?
C191 C163 C159 119.7(4) . . ?
C191 C163 H91 120.1 . . ?
C159 C163 H91 120.1 . . ?
C119 C164 H211 109.5 . . ?
C119 C164 H212 109.5 . . ?
H211 C164 H212 109.5 . . ?
C119 C164 H213 109.5 . . ?
H211 C164 H213 109.5 . . ?
H212 C164 H213 109.5 . . ?
C161 C165 C122 118.2(3) . . ?
C161 C165 C201 119.9(3) . . ?
C122 C165 C201 121.9(3) . . ?
C85 C166 H92 109.5 . . ?
C85 C166 H93 109.5 . . ?
H92 C166 H93 109.5 . . ?
C85 C166 H94 109.5 . . ?
H92 C166 H94 109.5 . . ?
H93 C166 H94 109.5 . . ?
C192 C167 C187 119.8(4) . . ?
C192 C167 H95 120.1 . . ?
C187 C167 H95 120.1 . . ?
C68 C168 H96 109.5 . . ?
C68 C168 H97 109.5 . . ?
H96 C168 H97 109.5 . . ?
C68 C168 H98 109.5 . . ?
H96 C168 H98 109.5 . . ?
H97 C168 H98 109.5 . . ?
C151 C169 H99 109.5 . . ?
C151 C169 H100 109.5 . . ?
H99 C169 H100 109.5 . . ?
C151 C169 H101 109.5 . . ?
H99 C169 H101 109.5 . . ?
H100 C169 H101 109.5 . . ?
C188 C170 C149 121.0(4) . . ?
C188 C170 H102 119.5 . . ?
C149 C170 H102 119.5 . . ?
C158 C171 C187 121.0(4) . . ?
C158 C171 H103 119.5 . . ?
C187 C171 H103 119.5 . . ?
C177 C172 C107 120.1(4) . . ?
C177 C172 H214 120.0 . . ?
C107 C172 H214 120.0 . . ?
C161 C173 C113 117.6(3) . . ?
C161 C173 C196 121.7(3) . . ?
C113 C173 C196 120.6(4) . . ?
C130 C174 C186 123.1(3) . . ?
C130 C174 H104 118.5 . . ?
C186 C174 H104 118.5 . . ?
C105 C175 C189 120.3(4) . . ?
C105 C175 H105 119.9 . . ?
C189 C175 H105 119.9 . . ?
C82 C176 C181 120.1(4) . . ?
C82 C176 H106 119.9 . . ?
C181 C176 H106 119.9 . . ?
C172 C177 C121 120.3(4) . . ?
C172 C177 H215 119.8 . . ?
C121 C177 H215 119.8 . . ?
C68 C178 H107 109.5 . . ?
C68 C178 H108 109.5 . . ?
H107 C178 H108 109.5 . . ?
C68 C178 H109 109.5 . . ?
H107 C178 H109 109.5 . . ?
H108 C178 H109 109.5 . . ?
C158 C179 C192 119.9(4) . . ?
C158 C179 H110 120.0 . . ?
C192 C179 H110 120.0 . . ?
C203 C180 H111 109.5 . . ?
C203 C180 H112 109.5 . . ?
H111 C180 H112 109.5 . . ?
C203 C180 H113 109.5 . . ?
H111 C180 H113 109.5 . . ?
H112 C180 H113 109.5 . . ?
C199 C181 C176 120.8(4) . . ?
C199 C181 H114 119.6 . . ?
C176 C181 H114 119.6 . . ?
C194 C182 C189 120.3(4) . . ?
C194 C182 H115 119.9 . . ?
C189 C182 H115 119.9 . . ?
C141 C183 H116 109.5 . . ?
C141 C183 H117 109.5 . . ?
H116 C183 H117 109.5 . . ?
C141 C183 H118 109.5 . . ?
H116 C183 H118 109.5 . . ?
H117 C183 H118 109.5 . . ?
C153 C184 H119 109.5 . . ?
C153 C184 H120 109.5 . . ?
H119 C184 H120 109.5 . . ?
C153 C184 H121 109.5 . . ?
H119 C184 H121 109.5 . . ?
H120 C184 H121 109.5 . . ?
C119 C185 H216 109.5 . . ?
C119 C185 H217 109.5 . . ?
H216 C185 H217 109.5 . . ?
C119 C185 H218 109.5 . . ?
H216 C185 H218 109.5 . . ?
H217 C185 H218 109.5 . . ?
C148 C186 C174 117.7(4) . . ?
C148 C186 C203 121.5(4) . . ?
C174 C186 C203 120.8(4) . . ?
C167 C187 C171 119.9(4) . . ?
C167 C187 H122 120.1 . . ?
C171 C187 H122 120.1 . . ?
C170 C188 C206 118.3(4) . . ?
C170 C188 C214 123.1(4) . . ?
C206 C188 C214 118.5(4) . . ?
C182 C189 C175 119.9(4) . . ?
C182 C189 H123 120.0 . . ?
C175 C189 H123 120.0 . . ?
C117 C190 H124 109.5 . . ?
C117 C190 H125 109.5 . . ?
H124 C190 H125 109.5 . . ?
C117 C190 H126 109.5 . . ?
H124 C190 H126 109.5 . . ?
H125 C190 H126 109.5 . . ?
C198 C191 C163 120.7(4) . . ?
C198 C191 H127 119.6 . . ?
C163 C191 H127 119.6 . . ?
C167 C192 C179 120.6(4) . . ?
C167 C192 H128 119.7 . . ?
C179 C192 H128 119.7 . . ?
C117 C193 H129 109.5 . . ?
C117 C193 H130 109.5 . . ?
H129 C193 H130 109.5 . . ?
C117 C193 H131 109.5 . . ?
H129 C193 H131 109.5 . . ?
H130 C193 H131 109.5 . . ?
C182 C194 C157 119.9(4) . . ?
C182 C194 H132 120.0 . . ?
C157 C194 H132 120.0 . . ?
C149 C195 C209 119.9(4) . . ?
C149 C195 H133 120.0 . . ?
C209 C195 H133 120.0 . . ?
C210 C196 C216 108.4(4) . . ?
C210 C196 C173 112.3(4) . . ?
C216 C196 C173 110.0(4) . . ?
C210 C196 C221 107.2(4) . . ?
C216 C196 C221 110.3(5) . . ?
C173 C196 C221 108.6(4) . . ?
C155 C197 H219 109.5 . . ?
C155 C197 H220 109.5 . . ?
H219 C197 H220 109.5 . . ?
C155 C197 H221 109.5 . . ?
H219 C197 H221 109.5 . . ?
H220 C197 H221 109.5 . . ?
C154 C198 C191 120.0(4) . . ?
C154 C198 H134 120.0 . . ?
C191 C198 H134 120.0 . . ?
C181 C199 C136 119.6(3) . . ?
C181 C199 H135 120.2 . . ?
C136 C199 H135 120.2 . . ?
C155 C200 H222 109.5 . . ?
C155 C200 H223 109.5 . . ?
H222 C200 H223 109.5 . . ?
C155 C200 H224 109.5 . . ?
H222 C200 H224 109.5 . . ?
H223 C200 H224 109.5 . . ?
C205 C201 C165 109.9(3) . . ?
C205 C201 C211 109.6(3) . . ?
C165 C201 C211 109.6(3) . . ?
C205 C201 C202 107.3(4) . . ?
C165 C201 C202 112.8(3) . . ?
C211 C201 C202 107.6(4) . . ?
C201 C202 H136 109.5 . . ?
C201 C202 H137 109.5 . . ?
H136 C202 H137 109.5 . . ?
C201 C202 H138 109.5 . . ?
H136 C202 H138 109.5 . . ?
H137 C202 H138 109.5 . . ?
C180 C203 C225 108.4(4) . . ?
C180 C203 C186 113.1(3) . . ?
C225 C203 C186 108.3(4) . . ?
C180 C203 C219 109.0(4) . . ?
C225 C203 C219 109.3(4) . . ?
C186 C203 C219 108.6(4) . . ?
C212 C204 C208 122.6(4) . . ?
C212 C204 H139 118.7 . . ?
C208 C204 H139 118.7 . . ?
C201 C205 H140 109.5 . . ?
C201 C205 H141 109.5 . . ?
H140 C205 H141 109.5 . . ?
C201 C205 H142 109.5 . . ?
H140 C205 H142 109.5 . . ?
H141 C205 H142 109.5 . . ?
C209 C206 C188 122.1(4) . . ?
C209 C206 H143 119.0 . . ?
C188 C206 H143 119.0 . . ?
C117 C207 H144 109.5 . . ?
C117 C207 H145 109.5 . . ?
H144 C207 H145 109.5 . . ?
C117 C207 H146 109.5 . . ?
H144 C207 H146 109.5 . . ?
H145 C207 H146 109.5 . . ?
C204 C208 C98 117.9(4) . . ?
C204 C208 C224 121.5(4) . . ?
C98 C208 C224 120.5(5) . . ?
C206 C209 C195 119.0(4) . . ?
C206 C209 C215 120.7(4) . . ?
C195 C209 C215 120.3(4) . . ?
C196 C210 H147 109.5 . . ?
C196 C210 H148 109.5 . . ?
H147 C210 H148 109.5 . . ?
C196 C210 H149 109.5 . . ?
H147 C210 H149 109.5 . . ?
H148 C210 H149 109.5 . . ?
C201 C211 H150 109.5 . . ?
C201 C211 H151 109.5 . . ?
H150 C211 H151 109.5 . . ?
C201 C211 H152 109.5 . . ?
H150 C211 H152 109.5 . . ?
H151 C211 H152 109.5 . . ?
C162 C212 C204 117.8(4) . . ?
C162 C212 C217 121.5(4) . . ?
C204 C212 C217 120.6(4) . . ?
C119 C213 H225 109.5 . . ?
C119 C213 H226 109.5 . . ?
H225 C213 H226 109.5 . . ?
C119 C213 H227 109.5 . . ?
H225 C213 H227 109.5 . . ?
H226 C213 H227 109.5 . . ?
C226 C214 C218 109.7(4) . . ?
C226 C214 C227 109.8(5) . . ?
C218 C214 C227 107.0(4) . . ?
C226 C214 C188 108.9(4) . . ?
C218 C214 C188 112.2(4) . . ?
C227 C214 C188 109.3(4) . . ?
C233 C215 C231 108.6(5) . . ?
C233 C215 C209 106.3(5) . . ?
C231 C215 C209 113.3(4) . . ?
C233 C215 C232 116.9(6) . . ?
C231 C215 C232 102.5(5) . . ?
C209 C215 C232 109.4(4) . . ?
C196 C216 H153 109.5 . . ?
C196 C216 H154 109.5 . . ?
H153 C216 H154 109.5 . . ?
C196 C216 H155 109.5 . . ?
H153 C216 H155 109.5 . . ?
H154 C216 H155 109.5 . . ?
C229 C217 C228 104.0(7) . . ?
C229 C217 C230 111.1(7) . . ?
C228 C217 C230 107.7(7) . . ?
C229 C217 C212 112.4(5) . . ?
C228 C217 C212 113.5(5) . . ?
C230 C217 C212 108.0(6) . . ?
C214 C218 H156 109.5 . . ?
C214 C218 H157 109.5 . . ?
H156 C218 H157 109.5 . . ?
C214 C218 H158 109.5 . . ?
H156 C218 H158 109.5 . . ?
H157 C218 H158 109.5 . . ?
C203 C219 H159 109.5 . . ?
C203 C219 H160 109.5 . . ?
H159 C219 H160 109.5 . . ?
C203 C219 H161 109.5 . . ?
H159 C219 H161 109.5 . . ?
H160 C219 H161 109.5 . . ?
C224 C220 H162 109.5 . . ?
C224 C220 H163 109.5 . . ?
H162 C220 H163 109.5 . . ?
C224 C220 H164 109.5 . . ?
H162 C220 H164 109.5 . . ?
H163 C220 H164 109.5 . . ?
C196 C221 H165 109.5 . . ?
C196 C221 H166 109.5 . . ?
H165 C221 H166 109.5 . . ?
C196 C221 H167 109.5 . . ?
H165 C221 H167 109.5 . . ?
H166 C221 H167 109.5 . . ?
C224 C222 H168 109.5 . . ?
C224 C222 H169 109.5 . . ?
H168 C222 H169 109.5 . . ?
C224 C222 H170 109.5 . . ?
H168 C222 H170 109.5 . . ?
H169 C222 H170 109.5 . . ?
C224 C223 H171 109.5 . . ?
C224 C223 H172 109.5 . . ?
H171 C223 H172 109.5 . . ?
C224 C223 H173 109.5 . . ?
H171 C223 H173 109.5 . . ?
H172 C223 H173 109.5 . . ?
C223 C224 C222 108.4(5) . . ?
C223 C224 C208 109.2(4) . . ?
C222 C224 C208 110.7(4) . . ?
C223 C224 C220 109.1(5) . . ?
C222 C224 C220 108.6(5) . . ?
C208 C224 C220 110.8(5) . . ?
C203 C225 H174 109.5 . . ?
C203 C225 H175 109.5 . . ?
H174 C225 H175 109.5 . . ?
C203 C225 H176 109.5 . . ?
H174 C225 H176 109.5 . . ?
H175 C225 H176 109.5 . . ?
C214 C226 H177 109.5 . . ?
C214 C226 H178 109.5 . . ?
H177 C226 H178 109.5 . . ?
C214 C226 H179 109.5 . . ?
H177 C226 H179 109.5 . . ?
H178 C226 H179 109.5 . . ?
C214 C227 H180 109.5 . . ?
C214 C227 H181 109.5 . . ?
H180 C227 H181 109.5 . . ?
C214 C227 H182 109.5 . . ?
H180 C227 H182 109.5 . . ?
H181 C227 H182 109.5 . . ?
C143 C234 H228 109.5 . . ?
C143 C234 H229 109.5 . . ?
H228 C234 H229 109.5 . . ?
C143 C234 H230 109.5 . . ?
H228 C234 H230 109.5 . . ?
H229 C234 H230 109.5 . . ?
C143 C235 H231 109.5 . . ?
C143 C235 H232 109.5 . . ?
H231 C235 H232 109.5 . . ?
C143 C235 H233 109.5 . . ?
H231 C235 H233 109.5 . . ?
H232 C235 H233 109.5 . . ?
C143 C236 H234 109.5 . . ?
C143 C236 H235 109.5 . . ?
H234 C236 H235 109.5 . . ?
C143 C236 H236 109.5 . . ?
H234 C236 H236 109.5 . . ?
H235 C236 H236 109.5 . . ?
C215 C231 H183 109.5 . . ?
C215 C231 H184 109.5 . . ?
H183 C231 H184 109.5 . . ?
C215 C231 H185 109.5 . . ?
H183 C231 H185 109.5 . . ?
H184 C231 H185 109.5 . . ?
C241 C237 C244 124.0(7) . . ?
C241 C237 H237 106.3 . . ?
C244 C237 H237 106.3 . . ?
C241 C237 H238 106.3 . . ?
C244 C237 H238 106.3 . . ?
H237 C237 H238 106.4 . . ?
C246 C238 C245 117.9(6) . . ?
C246 C238 H239 107.8 . . ?
C245 C238 H239 107.8 . . ?
C246 C238 H240 107.8 . . ?
C245 C238 H240 107.8 . . ?
H239 C238 H240 107.2 . . ?
C244 C239 H241 109.5 . . ?
C244 C239 H242 109.5 . . ?
H241 C239 H242 109.5 . . ?
C244 C239 H243 109.5 . . ?
H241 C239 H243 109.5 . . ?
H242 C239 H243 109.5 . . ?
C242 C240 H244 109.5 . . ?
C242 C240 H245 109.5 . . ?
H244 C240 H245 109.5 . . ?
C242 C240 H246 109.5 . . ?
H244 C240 H246 109.5 . . ?
H245 C240 H246 109.5 . . ?
C215 C232 H186 109.5 . . ?
C215 C232 H187 109.5 . . ?
H186 C232 H187 109.5 . . ?
C215 C232 H188 109.5 . . ?
H186 C232 H188 109.5 . . ?
H187 C232 H188 109.5 . . ?
C215 C233 H189 109.5 . . ?
C215 C233 H190 109.5 . . ?
H189 C233 H190 109.5 . . ?
C215 C233 H191 109.5 . . ?
H189 C233 H191 109.5 . . ?
H190 C233 H191 109.5 . . ?
C237 C241 C242 124.0(7) . . ?
C237 C241 H247 106.3 . . ?
C242 C241 H247 106.3 . . ?
C237 C241 H248 106.3 . . ?
C242 C241 H248 106.3 . . ?
H247 C241 H248 106.4 . . ?
C241 C242 C240 121.0(7) . . ?
C241 C242 H249 107.1 . . ?
C240 C242 H249 107.1 . . ?
C241 C242 H250 107.1 . . ?
C240 C242 H250 107.1 . . ?
H249 C242 H250 106.8 . . ?
C246 C243 H251 109.5 . . ?
C246 C243 H252 109.5 . . ?
H251 C243 H252 109.5 . . ?
C246 C243 H253 109.5 . . ?
H251 C243 H253 109.5 . . ?
H252 C243 H253 109.5 . . ?
C239 C244 C237 114.8(7) . . ?
C239 C244 H254 108.6 . . ?
C237 C244 H254 108.6 . . ?
C239 C244 H255 108.6 . . ?
C237 C244 H255 108.6 . . ?
H254 C244 H255 107.5 . . ?
C247 C245 C238 114.6(7) . . ?
C247 C245 H256 108.6 . . ?
C238 C245 H256 108.6 . . ?
C247 C245 H257 108.6 . . ?
C238 C245 H257 108.6 . . ?
H256 C245 H257 107.6 . . ?
C243 C246 C238 115.4(7) . . ?
C243 C246 H258 108.4 . . ?
C238 C246 H258 108.4 . . ?
C243 C246 H259 108.4 . . ?
C238 C246 H259 108.4 . . ?
H258 C246 H259 107.5 . . ?
C245 C247 C252 109.9(8) . . ?
C245 C247 H260 109.7 . . ?
C252 C247 H260 109.7 . . ?
C245 C247 H261 109.7 . . ?
C252 C247 H261 109.7 . . ?
H260 C247 H261 108.2 . . ?
C251 C248 C249 118.7(11) . . ?
C251 C248 H262 107.6 . . ?
C249 C248 H262 107.6 . . ?
C251 C248 H263 107.6 . . ?
C249 C248 H263 107.6 . . ?
H262 C248 H263 107.1 . . ?
C257 C255 C256 118.1(11) . . ?
C257 C255 H264 107.8 . . ?
C256 C255 H264 107.8 . . ?
C257 C255 H265 107.8 . . ?
C256 C255 H265 107.8 . . ?
H264 C255 H265 107.1 . . ?
C255 C256 C259 108.9(11) . . ?
C255 C256 H266 109.9 . . ?
C259 C256 H266 109.9 . . ?
C255 C256 H267 109.9 . . ?
C259 C256 H267 109.9 . . ?
H266 C256 H267 108.3 . . ?
C254 C249 C248 118.9(13) . . ?
C254 C249 H268 107.6 . . ?
C248 C249 H268 107.6 . . ?
C254 C249 H269 107.6 . . ?
C248 C249 H269 107.6 . . ?
H268 C249 H269 107.0 . . ?
C254 C250 H270 109.5 . . ?
C254 C250 H271 109.5 . . ?
H270 C250 H271 109.5 . . ?
C254 C250 H272 109.5 . . ?
H270 C250 H272 109.5 . . ?
H271 C250 H272 109.5 . . ?
C255 C257 C258 127.3(12) . . ?
C255 C257 H273 105.5 . . ?
C258 C257 H273 105.5 . . ?
C255 C257 H274 105.5 . . ?
C258 C257 H274 105.5 . . ?
H273 C257 H274 106.1 . . ?
C248 C251 C253 115.9(12) . . ?
C248 C251 H275 108.3 . . ?
C253 C251 H275 108.3 . . ?
C248 C251 H276 108.3 . . ?
C253 C251 H276 108.3 . . ?
H275 C251 H276 107.4 . . ?
C247 C252 H277 109.5 . . ?
C247 C252 H278 109.5 . . ?
H277 C252 H278 109.5 . . ?
C247 C252 H279 109.5 . . ?
H277 C252 H279 109.5 . . ?
H278 C252 H279 109.5 . . ?
C251 C253 H280 109.5 . . ?
C251 C253 H281 109.5 . . ?
H280 C253 H281 109.5 . . ?
C251 C253 H282 109.5 . . ?
H280 C253 H282 109.5 . . ?
H281 C253 H282 109.5 . . ?
C249 C254 C250 121.2(13) . . ?
C249 C254 H283 107.0 . . ?
C250 C254 H283 107.0 . . ?
C249 C254 H284 107.0 . . ?
C250 C254 H284 107.0 . . ?
H283 C254 H284 106.8 . . ?
C257 C258 H285 109.5 . . ?
C257 C258 H286 109.5 . . ?
H285 C258 H286 109.5 . . ?
C257 C258 H287 109.5 . . ?
H285 C258 H287 109.5 . . ?
H286 C258 H287 109.5 . . ?
C263 C259 C256 93.0(12) . . ?
C263 C259 H288 113.1 . . ?
C256 C259 H288 113.1 . . ?
C263 C259 H289 113.1 . . ?
C256 C259 H289 113.1 . . ?
H288 C259 H289 110.5 . . ?
C259 C263 H290 109.5 . . ?
C259 C263 H291 109.5 . . ?
H290 C263 H291 109.5 . . ?
C259 C263 H292 109.5 . . ?
H290 C263 H292 109.5 . . ?
H291 C263 H292 109.5 . . ?
C217 C228 H192 109.5 . . ?
C217 C228 H193 109.5 . . ?
H192 C228 H193 109.5 . . ?
C217 C228 H194 109.5 . . ?
H192 C228 H194 109.5 . . ?
H193 C228 H194 109.5 . . ?
C217 C229 H195 109.5 . . ?
C217 C229 H196 109.5 . . ?
H195 C229 H196 109.5 . . ?
C217 C229 H197 109.5 . . ?
H195 C229 H197 109.5 . . ?
H196 C229 H197 109.5 . . ?
C217 C230 H198 109.5 . . ?
C217 C230 H199 109.5 . . ?
H198 C230 H199 109.5 . . ?
C217 C230 H200 109.5 . . ?
H198 C230 H200 109.5 . . ?
H199 C230 H200 109.5 . . ?
C272 C273 C274 142(2) . . ?
C273 C274 C275 126.7(19) . . ?
C276 C275 C274 128.6(16) . . ?
C275 C276 C277 123.9(14) . . ?
C279 C278 C272 108(2) . 5_665 ?
C278 C279 C280 131.3(19) . . ?
C281 C280 C279 130.1(18) . . ?
C280 C281 C282 127.6(19) . . ?
C281 C282 C283 113.6(18) . . ?
C284 C285 C286 129.6(14) . . ?
C285 C286 C287 125.6(15) . . ?
C287 C288 C289 134(2) . . ?
C288 C287 C286 128(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
C62 N17 C19 C46 -137.8(3) . . . . ?
C62 N17 C19 C116 43.4(4) . . . . ?
C23 N12 C20 N11 179.8(3) . . . . ?
C23 N12 C20 C84 -1.9(3) . . . . ?
C89 N11 C20 N12 -161.4(3) . . . . ?
C89 N11 C20 C84 20.6(5) . . . . ?
C20 N12 C23 C83 -178.1(3) . . . . ?
C20 N12 C23 C87 1.1(3) . . . . ?
C27 N5 C24 C58 -136.7(3) . . . . ?
C27 N5 C24 C110 45.3(4) . . . . ?
C38 N2 C27 N5 -176.5(3) . . . . ?
C38 N2 C27 C28 0.4(4) . . . . ?
C24 N5 C27 N2 -163.8(3) . . . . ?
C24 N5 C27 C28 19.7(5) . . . . ?
C38 C22 C28 C27 1.3(4) . . . . ?
N2 C27 C28 C22 -1.2(4) . . . . ?
N5 C27 C28 C22 175.6(3) . . . . ?
C96 N14 C30 N13 -178.4(3) . . . . ?
C96 N14 C30 C108 -0.8(4) . . . . ?
C137 N13 C30 N14 -168.0(3) . . . . ?
C137 N13 C30 C108 14.9(5) . . . . ?
C52 N18 C31 C97 -0.4(4) . . . . ?
C52 N18 C31 C40 175.1(3) . . . . ?
C27 N2 C38 C41 -179.2(3) . . . . ?
C27 N2 C38 C22 0.5(3) . . . . ?
C28 C22 C38 C41 178.4(3) . . . . ?
C28 C22 C38 N2 -1.2(4) . . . . ?
C125 C36 C39 C92 -1.8(5) . . . . ?
C41 C36 C39 C92 175.7(3) . . . . ?
N18 C31 C40 C74 -20.7(5) . . . . ?
C97 C31 C40 C74 153.8(3) . . . . ?
N18 C31 C40 C82 161.9(3) . . . . ?
C97 C31 C40 C82 -23.6(5) . . . . ?
N2 C38 C41 C73 -5.5(5) . . . . ?
C22 C38 C41 C73 174.9(3) . . . . ?
N2 C38 C41 C36 175.0(3) . . . . ?
C22 C38 C41 C36 -4.6(5) . . . . ?
C39 C36 C41 C38 -46.5(5) . . . . ?
C125 C36 C41 C38 131.0(3) . . . . ?
C39 C36 C41 C73 134.0(3) . . . . ?
C125 C36 C41 C73 -48.5(4) . . . . ?
C58 C42 C44 C81 1.5(5) . . . . ?
C141 C42 C44 C81 178.6(3) . . . . ?
C62 C26 C45 C64 1.7(4) . . . . ?
C116 C19 C46 C17 0.3(5) . . . . ?
N17 C19 C46 C17 -178.4(3) . . . . ?
C86 C17 C46 C19 -1.1(5) . . . . ?
C143 C17 C46 C19 -178.5(3) . . . . ?
C59 N1 C49 C66 -0.7(4) . . . . ?
C59 N1 C49 C18 177.2(3) . . . . ?
C50 C18 C49 N1 -22.9(5) . . . . ?
C159 C18 C49 N1 159.0(3) . . . . ?
C50 C18 C49 C66 154.4(4) . . . . ?
C159 C18 C49 C66 -23.7(5) . . . . ?
C49 C18 C50 N4 -8.6(5) . . . . ?
C159 C18 C50 N4 169.4(3) . . . . ?
C49 C18 C50 C94 171.6(3) . . . . ?
C159 C18 C50 C94 -10.4(5) . . . . ?
C53 N4 C50 C18 -178.4(3) . . . . ?
C53 N4 C50 C94 1.4(3) . . . . ?
C31 N18 C52 C47 -1.0(4) . . . . ?
C31 N18 C52 C56 175.8(3) . . . . ?
C97 C47 C52 N18 2.0(4) . . . . ?
C97 C47 C52 C56 -174.5(3) . . . . ?
C50 N4 C53 N3 179.5(3) . . . . ?
C50 N4 C53 C131 -2.3(4) . . . . ?
C60 N3 C53 N4 -161.3(3) . . . . ?
C60 N3 C53 C131 20.8(5) . . . . ?
N18 C52 C56 C64 -27.8(5) . . . . ?
C47 C52 C56 C64 148.2(4) . . . . ?
N18 C52 C56 C72 151.7(3) . . . . ?
C47 C52 C56 C72 -32.3(5) . . . . ?
C95 N15 C57 C55 -0.2(4) . . . . ?
C95 N15 C57 C54 176.6(3) . . . . ?
C88 C55 C57 N15 1.0(4) . . . . ?
C88 C55 C57 C54 -175.6(3) . . . . ?
C96 C54 C57 N15 -21.9(5) . . . . ?
C77 C54 C57 N15 156.4(3) . . . . ?
C96 C54 C57 C55 154.2(4) . . . . ?
C77 C54 C57 C55 -27.4(5) . . . . ?
C110 C24 C58 C42 0.3(5) . . . . ?
N5 C24 C58 C42 -177.7(3) . . . . ?
C44 C42 C58 C24 -1.3(5) . . . . ?
C141 C42 C58 C24 -178.4(3) . . . . ?
C49 N1 C59 C48 -0.5(4) . . . . ?
C49 N1 C59 C35 176.0(3) . . . . ?
C66 C48 C59 N1 1.5(4) . . . . ?
C66 C48 C59 C35 -174.8(3) . . . . ?
C126 C35 C59 N1 -24.2(5) . . . . ?
C67 C35 C59 N1 154.5(3) . . . . ?
C126 C35 C59 C48 151.5(4) . . . . ?
C67 C35 C59 C48 -29.8(5) . . . . ?
C127 C33 C60 C69 -0.5(5) . . . . ?
C127 C33 C60 N3 -178.8(3) . . . . ?
C53 N3 C60 C69 20.9(5) . . . . ?
C53 N3 C60 C33 -160.8(3) . . . . ?
C65 C51 C61 C71 0.4(5) . . . . ?
C65 C51 C61 C151 -179.7(3) . . . . ?
C64 N16 C62 N17 -176.2(3) . . . . ?
C64 N16 C62 C26 0.6(4) . . . . ?
C19 N17 C62 N16 -160.3(3) . . . . ?
C19 N17 C62 C26 23.4(5) . . . . ?
C45 C26 C62 N16 -1.5(4) . . . . ?
C45 C26 C62 N17 175.1(3) . . . . ?
C52 C56 C64 N16 -5.4(5) . . . . ?
C72 C56 C64 N16 175.1(3) . . . . ?
C52 C56 C64 C45 175.2(3) . . . . ?
C72 C56 C64 C45 -4.3(5) . . . . ?
C62 N16 C64 C56 -179.0(3) . . . . ?
C62 N16 C64 C45 0.5(3) . . . . ?
C26 C45 C64 C56 178.0(3) . . . . ?
C26 C45 C64 N16 -1.5(4) . . . . ?
C61 C51 C65 C34 1.3(5) . . . . ?
C61 C51 C65 C153 179.7(3) . . . . ?
C89 C34 C65 C51 -1.1(5) . . . . ?
C89 C34 C65 C153 -179.6(3) . . . . ?
C59 C48 C66 C49 -1.9(4) . . . . ?
N1 C49 C66 C48 1.6(4) . . . . ?
C18 C49 C66 C48 -176.1(3) . . . . ?
C126 C35 C67 C134 -54.5(5) . . . . ?
C59 C35 C67 C134 126.7(3) . . . . ?
C126 C35 C67 C124 125.1(4) . . . . ?
C59 C35 C67 C124 -53.7(4) . . . . ?
C33 C60 C69 C80 2.0(5) . . . . ?
N3 C60 C69 C80 -179.7(3) . . . . ?
C51 C61 C71 C89 -2.3(5) . . . . ?
C151 C61 C71 C89 177.8(3) . . . . ?
C100 C43 C72 C114 -1.9(5) . . . . ?
C100 C43 C72 C56 176.1(3) . . . . ?
C64 C56 C72 C114 133.0(3) . . . . ?
C52 C56 C72 C114 -46.6(4) . . . . ?
C64 C56 C72 C43 -45.1(5) . . . . ?
C52 C56 C72 C43 135.4(3) . . . . ?
C135 N10 C73 C123 -0.8(4) . . . . ?
C135 N10 C73 C41 176.9(3) . . . . ?
C38 C41 C73 N10 -26.9(5) . . . . ?
C36 C41 C73 N10 152.6(3) . . . . ?
C38 C41 C73 C123 150.3(4) . . . . ?
C36 C41 C73 C123 -30.2(5) . . . . ?
C31 C40 C74 N19 -7.3(5) . . . . ?
C82 C40 C74 N19 170.0(3) . . . . ?
C31 C40 C74 C63 171.1(3) . . . . ?
C82 C40 C74 C63 -11.7(5) . . . . ?
C106 N19 C74 C40 178.6(3) . . . . ?
C106 N19 C74 C63 -0.1(4) . . . . ?
C79 C63 C74 C40 -177.8(3) . . . . ?
C79 C63 C74 N19 0.8(4) . . . . ?
C96 C54 C77 C121 122.8(4) . . . . ?
C57 C54 C77 C121 -55.6(4) . . . . ?
C96 C54 C77 C115 -58.5(5) . . . . ?
C57 C54 C77 C115 123.1(4) . . . . ?
C74 C63 C79 C106 -1.1(4) . . . . ?
C127 C70 C80 C69 0.4(5) . . . . ?
C127 C70 C80 C68 -178.4(3) . . . . ?
C60 C69 C80 C70 -1.9(5) . . . . ?
C60 C69 C80 C68 176.8(3) . . . . ?
C90 C68 C80 C70 0.0(5) . . . . ?
C178 C68 C80 C70 120.8(4) . . . . ?
C168 C68 C80 C70 -119.8(4) . . . . ?
C90 C68 C80 C69 -178.7(3) . . . . ?
C178 C68 C80 C69 -58.0(4) . . . . ?
C168 C68 C80 C69 61.5(4) . . . . ?
C42 C44 C81 C110 -0.7(5) . . . . ?
C42 C44 C81 C117 -178.5(3) . . . . ?
C74 C40 C82 C176 -58.7(5) . . . . ?
C31 C40 C82 C176 118.7(4) . . . . ?
C74 C40 C82 C129 123.2(4) . . . . ?
C31 C40 C82 C129 -59.4(4) . . . . ?
N12 C23 C83 C95 -9.0(5) . . . . ?
C87 C23 C83 C95 171.9(3) . . . . ?
N12 C23 C83 C105 167.9(3) . . . . ?
C87 C23 C83 C105 -11.3(5) . . . . ?
N12 C20 C84 C87 2.0(4) . . . . ?
N11 C20 C84 C87 -179.8(3) . . . . ?
C46 C17 C86 C37 1.0(5) . . . . ?
C143 C17 C86 C37 178.3(3) . . . . ?
C116 C37 C86 C17 -0.2(5) . . . . ?
C119 C37 C86 C17 -178.3(3) . . . . ?
C20 C84 C87 C23 -1.1(4) . . . . ?
C83 C23 C87 C84 179.3(3) . . . . ?
N12 C23 C87 C84 0.1(4) . . . . ?
C57 C55 C88 C95 -1.4(4) . . . . ?
C61 C71 C89 C34 2.4(5) . . . . ?
C61 C71 C89 N11 -179.5(3) . . . . ?
C65 C34 C89 C71 -0.7(5) . . . . ?
C65 C34 C89 N11 -178.8(3) . . . . ?
C20 N11 C89 C71 20.2(5) . . . . ?
C20 N11 C89 C34 -161.7(3) . . . . ?
C126 N9 C91 N6 -177.7(3) . . . . ?
C126 N9 C91 C109 -0.4(4) . . . . ?
C120 N6 C91 N9 -165.4(3) . . . . ?
C120 N6 C91 C109 17.8(6) . . . . ?
C36 C39 C92 C111 0.8(5) . . . . ?
C132 N7 C93 C102 177.6(3) . . . . ?
C132 N7 C93 C139 0.2(4) . . . . ?
C18 C50 C94 C131 179.9(3) . . . . ?
N4 C50 C94 C131 0.1(4) . . . . ?
C57 N15 C95 C88 -0.6(4) . . . . ?
C57 N15 C95 C83 177.9(3) . . . . ?
C55 C88 C95 N15 1.2(4) . . . . ?
C55 C88 C95 C83 -177.2(3) . . . . ?
C23 C83 C95 N15 -24.8(5) . . . . ?
C105 C83 C95 N15 158.2(3) . . . . ?
C23 C83 C95 C88 153.4(4) . . . . ?
C105 C83 C95 C88 -23.6(5) . . . . ?
C57 C54 C96 N14 -7.6(5) . . . . ?
C77 C54 C96 N14 174.2(3) . . . . ?
C57 C54 C96 C78 170.1(3) . . . . ?
C77 C54 C96 C78 -8.1(5) . . . . ?
C30 N14 C96 C54 178.6(3) . . . . ?
C30 N14 C96 C78 0.6(4) . . . . ?
C108 C78 C96 C54 -178.1(3) . . . . ?
C108 C78 C96 N14 -0.1(4) . . . . ?
C52 C47 C97 C31 -2.3(4) . . . . ?
N18 C31 C97 C47 1.7(4) . . . . ?
C40 C31 C97 C47 -173.6(3) . . . . ?
C101 C76 C100 C43 0.2(5) . . . . ?
C72 C43 C100 C76 1.2(5) . . . . ?
C100 C76 C101 C114 -0.8(6) . . . . ?
N7 C93 C102 C135 -6.6(5) . . . . ?
C139 C93 C102 C135 170.3(3) . . . . ?
N7 C93 C102 C158 171.5(3) . . . . ?
C139 C93 C102 C158 -11.6(6) . . . . ?
C23 C83 C105 C175 133.3(4) . . . . ?
C95 C83 C105 C175 -49.7(4) . . . . ?
C23 C83 C105 C157 -50.0(5) . . . . ?
C95 C83 C105 C157 127.0(3) . . . . ?
C74 N19 C106 N20 -179.3(3) . . . . ?
C74 N19 C106 C79 -0.6(4) . . . . ?
C118 N20 C106 N19 -168.4(3) . . . . ?
C118 N20 C106 C79 13.2(6) . . . . ?
C63 C79 C106 N19 1.1(4) . . . . ?
C63 C79 C106 N20 179.6(3) . . . . ?
C96 C78 C108 C30 -0.3(4) . . . . ?
N14 C30 C108 C78 0.7(4) . . . . ?
N13 C30 C108 C78 178.1(3) . . . . ?
C126 C75 C109 C91 0.1(4) . . . . ?
N9 C91 C109 C75 0.2(4) . . . . ?
N6 C91 C109 C75 177.3(3) . . . . ?
C44 C81 C110 C24 -0.4(5) . . . . ?
C117 C81 C110 C24 177.5(3) . . . . ?
C58 C24 C110 C81 0.5(5) . . . . ?
N5 C24 C110 C81 178.6(3) . . . . ?
C39 C92 C111 C99 0.3(5) . . . . ?
C125 C99 C111 C92 -0.3(6) . . . . ?
C76 C101 C114 C72 0.0(5) . . . . ?
C43 C72 C114 C101 1.4(5) . . . . ?
C56 C72 C114 C101 -176.7(3) . . . . ?
C121 C77 C115 C107 -1.6(5) . . . . ?
C54 C77 C115 C107 179.6(3) . . . . ?
C172 C107 C115 C77 0.1(6) . . . . ?
C86 C37 C116 C19 -0.7(5) . . . . ?
C119 C37 C116 C19 177.6(3) . . . . ?
C46 C19 C116 C37 0.6(5) . . . . ?
N17 C19 C116 C37 179.3(3) . . . . ?
C110 C81 C117 C190 -75.6(4) . . . . ?
C44 C81 C117 C190 102.2(4) . . . . ?
C110 C81 C117 C207 165.6(3) . . . . ?
C44 C81 C117 C207 -16.6(5) . . . . ?
C110 C81 C117 C193 43.7(4) . . . . ?
C44 C81 C117 C193 -138.5(3) . . . . ?
C173 C113 C118 C122 -1.3(5) . . . . ?
C173 C113 C118 N20 -178.0(3) . . . . ?
C106 N20 C118 C122 21.5(5) . . . . ?
C106 N20 C118 C113 -161.9(3) . . . . ?
C116 C37 C119 C164 39.0(5) . . . . ?
C86 C37 C119 C164 -142.8(4) . . . . ?
C116 C37 C119 C213 162.4(4) . . . . ?
C86 C37 C119 C213 -19.5(5) . . . . ?
C116 C37 C119 C185 -78.9(4) . . . . ?
C86 C37 C119 C185 99.2(4) . . . . ?
C208 C98 C120 C162 -1.9(6) . . . . ?
C208 C98 C120 N6 -179.9(4) . . . . ?
C91 N6 C120 C162 33.1(6) . . . . ?
C91 N6 C120 C98 -148.9(4) . . . . ?
C115 C77 C121 C177 2.3(5) . . . . ?
C54 C77 C121 C177 -178.9(3) . . . . ?
C113 C118 C122 C165 3.1(5) . . . . ?
N20 C118 C122 C165 179.6(3) . . . . ?
N10 C73 C123 C145 2.2(4) . . . . ?
C41 C73 C123 C145 -175.4(4) . . . . ?
C134 C67 C124 C140 2.8(5) . . . . ?
C35 C67 C124 C140 -176.8(3) . . . . ?
C111 C99 C125 C36 -0.8(6) . . . . ?
C39 C36 C125 C99 1.8(5) . . . . ?
C41 C36 C125 C99 -175.8(3) . . . . ?
C59 C35 C126 N9 -5.4(5) . . . . ?
C67 C35 C126 N9 176.0(3) . . . . ?
C59 C35 C126 C75 173.3(3) . . . . ?
C67 C35 C126 C75 -5.3(5) . . . . ?
C91 N9 C126 C35 179.3(3) . . . . ?
C91 N9 C126 C75 0.5(4) . . . . ?
C109 C75 C126 C35 -179.2(3) . . . . ?
C109 C75 C126 N9 -0.4(4) . . . . ?
C60 C33 C127 C70 -1.0(5) . . . . ?
C60 C33 C127 C85 179.7(3) . . . . ?
C80 C70 C127 C33 1.1(5) . . . . ?
C80 C70 C127 C85 -179.6(3) . . . . ?
C166 C85 C127 C33 -2.7(5) . . . . ?
C147 C85 C127 C33 -122.8(3) . . . . ?
C146 C85 C127 C33 117.4(4) . . . . ?
C166 C85 C127 C70 178.0(3) . . . . ?
C147 C85 C127 C70 58.0(4) . . . . ?
C146 C85 C127 C70 -61.9(4) . . . . ?
C176 C82 C129 C136 1.1(5) . . . . ?
C40 C82 C129 C136 179.3(3) . . . . ?
C50 C94 C131 C53 -1.4(4) . . . . ?
N4 C53 C131 C94 2.5(4) . . . . ?
N3 C53 C131 C94 -179.5(3) . . . . ?
C93 N7 C132 N8 -179.5(3) . . . . ?
C93 N7 C132 C138 -1.0(4) . . . . ?
C149 N8 C132 N7 -169.7(3) . . . . ?
C149 N8 C132 C138 12.2(6) . . . . ?
C160 C128 C134 C67 0.0(5) . . . . ?
C124 C67 C134 C128 -2.2(5) . . . . ?
C35 C67 C134 C128 177.5(3) . . . . ?
C73 N10 C135 C145 -0.9(4) . . . . ?
C73 N10 C135 C102 175.4(3) . . . . ?
C93 C102 C135 N10 -22.7(5) . . . . ?
C158 C102 C135 N10 159.0(3) . . . . ?
C93 C102 C135 C145 152.7(4) . . . . ?
C158 C102 C135 C145 -25.5(5) . . . . ?
C82 C129 C136 C199 -1.7(6) . . . . ?
C30 N13 C137 C148 32.0(5) . . . . ?
C30 N13 C137 C142 -147.9(3) . . . . ?
N7 C132 C138 C139 1.6(4) . . . . ?
N8 C132 C138 C139 179.8(4) . . . . ?
C132 C138 C139 C93 -1.3(4) . . . . ?
C102 C93 C139 C138 -176.5(4) . . . . ?
N7 C93 C139 C138 0.8(4) . . . . ?
C67 C124 C140 C160 -1.3(5) . . . . ?
C58 C42 C141 C112 -171.7(3) . . . . ?
C44 C42 C141 C112 11.2(5) . . . . ?
C58 C42 C141 C156 -51.2(4) . . . . ?
C44 C42 C141 C156 131.8(3) . . . . ?
C58 C42 C141 C183 68.7(4) . . . . ?
C44 C42 C141 C183 -108.4(4) . . . . ?
C174 C130 C142 C137 -1.4(5) . . . . ?
C155 C130 C142 C137 -176.9(3) . . . . ?
C148 C137 C142 C130 -2.0(5) . . . . ?
N13 C137 C142 C130 177.9(3) . . . . ?
C86 C17 C143 C235 11.2(5) . . . . ?
C46 C17 C143 C235 -171.6(3) . . . . ?
C86 C17 C143 C236 131.1(4) . . . . ?
C46 C17 C143 C236 -51.7(4) . . . . ?
C86 C17 C143 C234 -108.4(4) . . . . ?
C46 C17 C143 C234 68.9(4) . . . . ?
N10 C135 C145 C123 2.3(4) . . . . ?
C102 C135 C145 C123 -173.8(4) . . . . ?
C73 C123 C145 C135 -2.8(4) . . . . ?
C142 C137 C148 C186 4.6(6) . . . . ?
N13 C137 C148 C186 -175.3(4) . . . . ?
C132 N8 C149 C170 -163.9(4) . . . . ?
C132 N8 C149 C195 18.7(6) . . . . ?
C51 C61 C151 C133 -115.7(4) . . . . ?
C71 C61 C151 C133 64.2(4) . . . . ?
C51 C61 C151 C169 124.7(4) . . . . ?
C71 C61 C151 C169 -55.4(4) . . . . ?
C51 C61 C151 C104 4.0(5) . . . . ?
C71 C61 C151 C104 -176.1(3) . . . . ?
C51 C65 C153 C150 176.7(3) . . . . ?
C34 C65 C153 C150 -4.9(5) . . . . ?
C51 C65 C153 C184 -63.3(4) . . . . ?
C34 C65 C153 C184 115.1(3) . . . . ?
C51 C65 C153 C103 57.0(4) . . . . ?
C34 C65 C153 C103 -124.6(3) . . . . ?
C159 C152 C154 C198 -1.2(6) . . . . ?
C174 C130 C155 C144 156.7(4) . . . . ?
C142 C130 C155 C144 -28.0(5) . . . . ?
C174 C130 C155 C197 -82.9(4) . . . . ?
C142 C130 C155 C197 92.4(4) . . . . ?
C174 C130 C155 C200 36.6(5) . . . . ?
C142 C130 C155 C200 -148.1(4) . . . . ?
C175 C105 C157 C194 -0.8(5) . . . . ?
C83 C105 C157 C194 -177.5(3) . . . . ?
C93 C102 C158 C171 123.4(4) . . . . ?
C135 C102 C158 C171 -58.3(5) . . . . ?
C93 C102 C158 C179 -57.8(5) . . . . ?
C135 C102 C158 C179 120.5(4) . . . . ?
C154 C152 C159 C163 0.1(5) . . . . ?
C154 C152 C159 C18 -179.1(3) . . . . ?
C50 C18 C159 C163 130.8(4) . . . . ?
C49 C18 C159 C163 -51.1(4) . . . . ?
C50 C18 C159 C152 -50.0(5) . . . . ?
C49 C18 C159 C152 128.1(3) . . . . ?
C134 C128 C160 C140 1.5(5) . . . . ?
C124 C140 C160 C128 -0.9(5) . . . . ?
C98 C120 C162 C212 2.7(6) . . . . ?
N6 C120 C162 C212 -179.4(4) . . . . ?
C152 C159 C163 C191 0.5(6) . . . . ?
C18 C159 C163 C191 179.8(3) . . . . ?
C173 C161 C165 C122 -2.0(6) . . . . ?
C173 C161 C165 C201 177.9(4) . . . . ?
C118 C122 C165 C161 -1.5(5) . . . . ?
C118 C122 C165 C201 178.6(3) . . . . ?
C195 C149 C170 C188 -1.8(6) . . . . ?
N8 C149 C170 C188 -179.4(3) . . . . ?
C179 C158 C171 C187 1.0(6) . . . . ?
C102 C158 C171 C187 179.9(3) . . . . ?
C115 C107 C172 C177 0.9(6) . . . . ?
C165 C161 C173 C113 3.7(6) . . . . ?
C165 C161 C173 C196 -179.3(4) . . . . ?
C118 C113 C173 C161 -2.0(6) . . . . ?
C118 C113 C173 C196 -179.0(4) . . . . ?
C142 C130 C174 C186 2.6(6) . . . . ?
C155 C130 C174 C186 178.1(4) . . . . ?
C157 C105 C175 C189 0.9(5) . . . . ?
C83 C105 C175 C189 177.7(3) . . . . ?
C129 C82 C176 C181 -0.1(5) . . . . ?
C40 C82 C176 C181 -178.3(3) . . . . ?
C107 C172 C177 C121 -0.2(6) . . . . ?
C77 C121 C177 C172 -1.4(6) . . . . ?
C171 C158 C179 C192 -0.1(6) . . . . ?
C102 C158 C179 C192 -179.0(4) . . . . ?
C82 C176 C181 C199 -0.3(6) . . . . ?
C137 C148 C186 C174 -3.4(6) . . . . ?
C137 C148 C186 C203 176.8(4) . . . . ?
C130 C174 C186 C148 -0.2(6) . . . . ?
C130 C174 C186 C203 179.6(4) . . . . ?
C192 C167 C187 C171 0.1(6) . . . . ?
C158 C171 C187 C167 -1.0(6) . . . . ?
C149 C170 C188 C206 -2.2(6) . . . . ?
C149 C170 C188 C214 -180.0(4) . . . . ?
C194 C182 C189 C175 1.5(7) . . . . ?
C105 C175 C189 C182 -1.3(6) . . . . ?
C159 C163 C191 C198 -0.2(6) . . . . ?
C187 C167 C192 C179 0.8(6) . . . . ?
C158 C179 C192 C167 -0.8(6) . . . . ?
C189 C182 C194 C157 -1.3(6) . . . . ?
C105 C157 C194 C182 0.9(6) . . . . ?
C170 C149 C195 C209 5.0(6) . . . . ?
N8 C149 C195 C209 -177.6(4) . . . . ?
C161 C173 C196 C210 153.9(4) . . . . ?
C113 C173 C196 C210 -29.2(6) . . . . ?
C161 C173 C196 C216 33.1(6) . . . . ?
C113 C173 C196 C216 -150.0(5) . . . . ?
C161 C173 C196 C221 -87.7(5) . . . . ?
C113 C173 C196 C221 89.2(5) . . . . ?
C152 C154 C198 C191 1.5(7) . . . . ?
C163 C191 C198 C154 -0.8(7) . . . . ?
C176 C181 C199 C136 -0.3(6) . . . . ?
C129 C136 C199 C181 1.3(6) . . . . ?
C161 C165 C201 C205 -56.6(5) . . . . ?
C122 C165 C201 C205 123.3(4) . . . . ?
C161 C165 C201 C211 63.9(5) . . . . ?
C122 C165 C201 C211 -116.2(4) . . . . ?
C161 C165 C201 C202 -176.2(4) . . . . ?
C122 C165 C201 C202 3.7(5) . . . . ?
C148 C186 C203 C180 2.2(6) . . . . ?
C174 C186 C203 C180 -177.5(4) . . . . ?
C148 C186 C203 C225 -118.0(5) . . . . ?
C174 C186 C203 C225 62.3(6) . . . . ?
C148 C186 C203 C219 123.4(5) . . . . ?
C174 C186 C203 C219 -56.4(6) . . . . ?
C170 C188 C206 C209 3.2(7) . . . . ?
C214 C188 C206 C209 -178.9(4) . . . . ?
C212 C204 C208 C98 1.9(7) . . . . ?
C212 C204 C208 C224 177.6(5) . . . . ?
C120 C98 C208 C204 -0.3(6) . . . . ?
C120 C98 C208 C224 -176.1(4) . . . . ?
C188 C206 C209 C195 -0.2(7) . . . . ?
C188 C206 C209 C215 178.1(5) . . . . ?
C149 C195 C209 C206 -4.0(7) . . . . ?
C149 C195 C209 C215 177.8(4) . . . . ?
C120 C162 C212 C204 -1.1(7) . . . . ?
C120 C162 C212 C217 177.6(5) . . . . ?
C208 C204 C212 C162 -1.2(8) . . . . ?
C208 C204 C212 C217 -179.9(5) . . . . ?
C170 C188 C214 C226 104.9(5) . . . . ?
C206 C188 C214 C226 -72.8(5) . . . . ?
C170 C188 C214 C218 -16.7(6) . . . . ?
C206 C188 C214 C218 165.6(4) . . . . ?
C170 C188 C214 C227 -135.2(5) . . . . ?
C206 C188 C214 C227 47.1(6) . . . . ?
C206 C209 C215 C233 -104.3(6) . . . . ?
C195 C209 C215 C233 73.9(6) . . . . ?
C206 C209 C215 C231 15.0(7) . . . . ?
C195 C209 C215 C231 -166.8(5) . . . . ?
C206 C209 C215 C232 128.6(5) . . . . ?
C195 C209 C215 C232 -53.2(7) . . . . ?
C162 C212 C217 C229 130.7(7) . . . . ?
C204 C212 C217 C229 -50.6(9) . . . . ?
C162 C212 C217 C228 13.0(9) . . . . ?
C204 C212 C217 C228 -168.3(6) . . . . ?
C162 C212 C217 C230 -106.4(7) . . . . ?
C204 C212 C217 C230 72.3(7) . . . . ?
C204 C208 C224 C223 -93.6(6) . . . . ?
C98 C208 C224 C223 82.0(6) . . . . ?
C204 C208 C224 C222 147.2(5) . . . . ?
C98 C208 C224 C222 -37.2(7) . . . . ?
C204 C208 C224 C220 26.6(7) . . . . ?
C98 C208 C224 C220 -157.8(5) . . . . ?
C244 C237 C241 C242 176.6(9) . . . . ?
C237 C241 C242 C240 176.9(8) . . . . ?
C241 C237 C244 C239 171.9(8) . . . . ?
C246 C238 C245 C247 -176.3(7) . . . . ?
C245 C238 C246 C243 -179.3(6) . . . . ?
C238 C245 C247 C252 -177.3(6) . . . . ?
C257 C255 C256 C259 -176.3(9) . . . . ?
C251 C248 C249 C254 -169.5(9) . . . . ?
C256 C255 C257 C258 178.7(9) . . . . ?
C249 C248 C251 C253 175.0(8) . . . . ?
C248 C249 C254 C250 174.3(8) . . . . ?
C255 C256 C259 C263 -169.5(10) . . . . ?
C272 C273 C274 C275 170(3) . . . . ?
C273 C274 C275 C276 151(3) . . . . ?
C274 C275 C276 C277 -39(5) . . . . ?
C272 C278 C279 C280 -135(2) 5_665 . . . ?
C278 C279 C280 C281 -159(2) . . . . ?
C279 C280 C281 C282 -82(3) . . . . ?
C280 C281 C282 C283 -99(3) . . . . ?
C284 C285 C286 C287 9(5) . . . . ?
C289 C288 C287 C286 -173(3) . . . . ?
C285 C286 C287 C288 -163(3) . . . . ?

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
N1 H1 N4 0.88 2.35 2.811(4) 112.6 .
N1 H1 N9 0.88 2.44 2.888(4) 111.9 .
N18 H2 N16 0.88 2.39 2.810(4) 109.7 .
N18 H2 N19 0.88 2.35 2.817(4) 113.1 .
N15 H3 N12 0.88 2.39 2.830(4) 111.6 .
N15 H3 N14 0.88 2.40 2.865(4) 113.4 .
N10 H6 N2 0.88 2.39 2.827(4) 111.1 .
N10 H6 N7 0.88 2.35 2.809(4) 112.3 .
N1 H1 N4 0.88 2.35 2.811(4) 112.6 .
N1 H1 N9 0.88 2.44 2.888(4) 111.9 .
N11 H293 N16 0.88 2.16 3.018(4) 166.1 .
N17 H294 N12 0.88 2.06 2.916(4) 165.4 .
N3 H295 N2 0.88 2.18 3.034(4) 164.6 .
N13 H296 N19 0.88 2.04 2.893(4) 163.1 .
N5 H297 N4 0.88 2.06 2.917(4) 164.3 .
N20 H298 N14 0.88 2.07 2.939(4) 170.6 .
N6 H299 N7 0.88 2.04 2.902(4) 165.3 .
N8 H300 N9 0.88 2.06 2.935(4) 170.5 .

_refine_diff_density_max         0.744
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.070


_exptl_crystal_recrystallization_method 'Vapour deposition'
