#------------------------------------------------------------------------------
#$Date: 2020-07-14 01:14:55 +0300 (Tue, 14 Jul 2020) $
#$Revision: 254236 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/00/36/4003623.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4003623
loop_
_publ_author_name
'Stolte, Matthias'
'Schembri, Tim'
'Süß, Jasmin'
'Schmidt, David'
'Krause, Ana-Maria'
'Vysotsky, Myroslav O.'
'Würthner, Frank'
_publ_section_title
;
 1-Mono- and 1,7-Disubstituted Perylene Bisimide Dyes with Voluminous
 Groups at Bay Positions: In Search for Highly Effective Solid-State
 Fluorescence Materials
;
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/acs.chemmater.0c02115
_journal_year                    2020
_chemical_formula_moiety         'C108 H110 N2 O6, 3 (C H2 Cl2)'
_chemical_formula_sum            'C111 H116 Cl6 N2 O6'
_chemical_formula_weight         1786.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 111.624(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.9195(4)
_cell_length_b                   22.9952(7)
_cell_length_c                   15.6794(5)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.10
_cell_measurement_theta_min      3.59
_cell_volume                     4665.5(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  Bruker-Kappa-D8Quest_Photon100
_diffrn_measurement_method       omega_and_phi_scan
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34238
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.188
_diffrn_reflns_theta_min         3.590
_diffrn_source                   Cu/K(alpha)_ImuS_Microsource
_exptl_absorpt_coefficient_mu    2.129
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       block
_exptl_crystal_F_000             1892
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.106
_refine_diff_density_min         -1.266
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         9106
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1150
_refine_ls_R_factor_gt           0.0831
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1224P)²+10.3306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2222
_refine_ls_wR_factor_ref         0.2442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6482
_reflns_number_total             9106
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cm0c02115_si_006.cif
_cod_data_source_block           294_JSBA07_fertig_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4003623
_shelx_shelxl_version_number     2014/7
_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'
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 0.5845(2) 0.38044(13) 0.9270(2) 0.0421(8) Uani 1 1 d . . . . .
O2 O 0.54816(19) 0.54773(13) 0.7652(2) 0.0339(7) Uani 1 1 d . . . . .
O3 O 0.90211(17) 0.62772(10) 0.84064(15) 0.0163(5) Uani 1 1 d . . . . .
N1 N 0.5624(2) 0.46758(14) 0.8540(2) 0.0231(7) Uani 1 1 d . . . . .
C1 C 0.6232(3) 0.42380(16) 0.9096(3) 0.0245(8) Uani 1 1 d . . . . .
C2 C 0.7368(3) 0.43272(16) 0.9464(2) 0.0214(7) Uani 1 1 d . . . . .
C3 C 0.7991(3) 0.39091(16) 1.0015(3) 0.0261(8) Uani 1 1 d . . . . .
H3 H 0.7693 0.3568 1.0155 0.031 Uiso 1 1 calc R U . . .
C4 C 0.9058(3) 0.39813(16) 1.0370(3) 0.0244(8) Uani 1 1 d . . . . .
H4 H 0.9475 0.3677 1.0729 0.029 Uiso 1 1 calc R U . . .
C5 C 0.9540(3) 0.44816(14) 1.0220(2) 0.0166(7) Uani 1 1 d . . . . .
C7 C 0.9337(3) 0.54307(14) 0.9380(2) 0.0160(7) Uani 1 1 d . . . . .
C8 C 0.8643(3) 0.58028(14) 0.8723(2) 0.0147(6) Uani 1 1 d . . . . .
C9 C 0.7578(3) 0.57118(15) 0.8371(2) 0.0180(7) Uani 1 1 d . . . . .
H9 H 0.7137 0.5981 0.7947 0.022 Uiso 1 1 calc R U . . .
C10 C 0.7163(3) 0.52352(15) 0.8634(2) 0.0189(7) Uani 1 1 d . . . . .
C11 C 0.6033(3) 0.51493(16) 0.8230(2) 0.0222(8) Uani 1 1 d . . . . .
C12 C 0.7817(3) 0.48325(15) 0.9250(2) 0.0173(7) Uani 1 1 d . . . . .
C13 C 0.8904(3) 0.49234(14) 0.9628(2) 0.0159(7) Uani 1 1 d . . . . .
C21 C 0.4474(3) 0.46068(17) 0.8217(3) 0.0244(8) Uani 1 1 d . . . . .
H21 H 0.4350 0.4262 0.8550 0.029 Uiso 1 1 calc R U . . .
C22 C 0.3980(3) 0.51224(18) 0.8508(3) 0.0299(9) Uani 1 1 d . . . . .
H22A H 0.4115 0.5483 0.8225 0.036 Uiso 1 1 calc R U . . .
H22B H 0.4288 0.5167 0.9183 0.036 Uiso 1 1 calc R U . . .
C23 C 0.2815(3) 0.5028(2) 0.8208(3) 0.0339(9) Uani 1 1 d . . . . .
H23A H 0.2681 0.4690 0.8539 0.041 Uiso 1 1 calc R U . . .
H23B H 0.2494 0.5375 0.8367 0.041 Uiso 1 1 calc R U . . .
C24 C 0.2330(3) 0.4921(2) 0.7175(3) 0.0339(9) Uani 1 1 d . . . . .
H24A H 0.1579 0.4853 0.6996 0.041 Uiso 1 1 calc R U . . .
H24B H 0.2426 0.5269 0.6843 0.041 Uiso 1 1 calc R U . . .
C25 C 0.2819(3) 0.4400(2) 0.6908(3) 0.0363(10) Uani 1 1 d . . . . .
H25A H 0.2510 0.4349 0.6234 0.044 Uiso 1 1 calc R U . . .
H25B H 0.2662 0.4047 0.7194 0.044 Uiso 1 1 calc R U . . .
C26 C 0.3992(3) 0.44599(19) 0.7202(3) 0.0313(9) Uani 1 1 d . . . . .
H26A H 0.4286 0.4091 0.7082 0.038 Uiso 1 1 calc R U . . .
H26B H 0.4153 0.4771 0.6838 0.038 Uiso 1 1 calc R U . . .
C31 C 0.8512(2) 0.64558(14) 0.7497(2) 0.0158(7) Uani 1 1 d . . . . .
C32 C 0.8239(2) 0.70437(14) 0.7344(2) 0.0159(7) Uani 1 1 d . . . . .
C33 C 0.7835(3) 0.72336(15) 0.6434(2) 0.0188(7) Uani 1 1 d . . . . .
H33 H 0.7641 0.7630 0.6313 0.023 Uiso 1 1 calc R U . . .
C34 C 0.7707(3) 0.68627(15) 0.5703(2) 0.0182(7) Uani 1 1 d . . . . .
C35 C 0.7976(3) 0.62796(15) 0.5882(2) 0.0195(7) Uani 1 1 d . . . . .
H35 H 0.7877 0.6021 0.5385 0.023 Uiso 1 1 calc R U . . .
C36 C 0.8388(3) 0.60679(14) 0.6779(2) 0.0175(7) Uani 1 1 d . . . . .
C41 C 0.8466(3) 0.74682(14) 0.8117(2) 0.0177(7) Uani 1 1 d . . . . .
C42 C 0.8919(3) 0.79999(15) 0.8053(2) 0.0202(7) Uani 1 1 d . . . . .
H42 H 0.9046 0.8091 0.7513 0.024 Uiso 1 1 calc R U . . .
C43 C 0.9187(3) 0.83978(15) 0.8771(2) 0.0224(7) Uani 1 1 d . . . . .
H43 H 0.9495 0.8756 0.8712 0.027 Uiso 1 1 calc R U . . .
C44 C 0.9014(3) 0.82828(15) 0.9571(2) 0.0195(7) Uani 1 1 d . . . . .
C45 C 0.8522(3) 0.77556(15) 0.9608(2) 0.0210(7) Uani 1 1 d . . . . .
H45 H 0.8366 0.7669 1.0136 0.025 Uiso 1 1 calc R U . . .
C46 C 0.8257(3) 0.73593(15) 0.8896(2) 0.0199(7) Uani 1 1 d . . . . .
H46 H 0.7926 0.7006 0.8944 0.024 Uiso 1 1 calc R U . . .
C47 C 0.9383(3) 0.86878(16) 1.0412(2) 0.0233(8) Uani 1 1 d . . . . .
C48 C 0.9917(4) 0.92328(18) 1.0245(3) 0.0345(10) Uani 1 1 d . . . . .
H48A H 1.0527 0.9120 1.0113 0.052 Uiso 1 1 calc R U . . .
H48B H 1.0129 0.9479 1.0793 0.052 Uiso 1 1 calc R U . . .
H48C H 0.9437 0.9448 0.9722 0.052 Uiso 1 1 calc R U . . .
C49 C 0.8465(3) 0.88814(18) 1.0664(3) 0.0307(9) Uani 1 1 d . . . . .
H49A H 0.7972 0.9098 1.0150 0.046 Uiso 1 1 calc R U . . .
H49B H 0.8714 0.9131 1.1208 0.046 Uiso 1 1 calc R U . . .
H49C H 0.8124 0.8538 1.0793 0.046 Uiso 1 1 calc R U . . .
C50 C 1.0157(3) 0.83477(18) 1.1219(3) 0.0350(10) Uani 1 1 d . . . . .
H50A H 0.9817 0.8003 1.1345 0.052 Uiso 1 1 calc R U . . .
H50B H 1.0399 0.8596 1.1765 0.052 Uiso 1 1 calc R U . . .
H50C H 1.0747 0.8227 1.1062 0.052 Uiso 1 1 calc R U . . .
C51 C 0.7363(3) 0.70956(14) 0.4734(2) 0.0202(7) Uani 1 1 d . . . . .
C52 C 0.6508(3) 0.74369(16) 0.4367(2) 0.0219(7) Uani 1 1 d . . . . .
H52 H 0.6096 0.7525 0.4717 0.026 Uiso 1 1 calc R U . . .
C53 C 0.6237(3) 0.76571(15) 0.3484(2) 0.0226(7) Uani 1 1 d . . . . .
H53 H 0.5633 0.7890 0.3237 0.027 Uiso 1 1 calc R U . . .
C54 C 0.6825(3) 0.75462(15) 0.2950(2) 0.0208(7) Uani 1 1 d . . . . .
C55 C 0.7701(3) 0.71971(17) 0.3342(3) 0.0270(8) Uani 1 1 d . . . . .
H55 H 0.8124 0.7115 0.3000 0.032 Uiso 1 1 calc R U . . .
C56 C 0.7964(3) 0.69699(17) 0.4213(2) 0.0264(8) Uani 1 1 d . . . . .
H56 H 0.8555 0.6727 0.4460 0.032 Uiso 1 1 calc R U . . .
C57 C 0.6527(3) 0.78178(17) 0.1997(2) 0.0267(8) Uani 1 1 d . . . . .
C58 C 0.5394(3) 0.7701(2) 0.1431(3) 0.0415(11) Uani 1 1 d . . . . .
H58A H 0.5212 0.7879 0.0824 0.062 Uiso 1 1 calc R U . . .
H58B H 0.4963 0.7868 0.1742 0.062 Uiso 1 1 calc R U . . .
H58C H 0.5277 0.7280 0.1363 0.062 Uiso 1 1 calc R U . . .
C59 C 0.7173(3) 0.75774(18) 0.1473(3) 0.0297(9) Uani 1 1 d . . . . .
H59A H 0.6946 0.7755 0.0862 0.045 Uiso 1 1 calc R U . . .
H59B H 0.7084 0.7155 0.1412 0.045 Uiso 1 1 calc R U . . .
H59C H 0.7904 0.7669 0.1808 0.045 Uiso 1 1 calc R U . . .
C60 C 0.6715(4) 0.84778(19) 0.2117(3) 0.0416(11) Uani 1 1 d . . . . .
H60A H 0.6565 0.8658 0.1515 0.062 Uiso 1 1 calc R U . . .
H60B H 0.7438 0.8550 0.2506 0.062 Uiso 1 1 calc R U . . .
H60C H 0.6262 0.8645 0.2406 0.062 Uiso 1 1 calc R U . . .
C61 C 0.8714(3) 0.54426(15) 0.6947(2) 0.0186(7) Uani 1 1 d . . . . .
C62 C 0.9717(3) 0.52967(15) 0.7471(2) 0.0204(7) Uani 1 1 d . . . . .
H62 H 1.0222 0.5594 0.7688 0.024 Uiso 1 1 calc R U . . .
C63 C 1.0003(3) 0.47206(15) 0.7686(3) 0.0223(7) Uani 1 1 d . . . . .
H63 H 1.0699 0.4631 0.8055 0.027 Uiso 1 1 calc R U . . .
C64 C 0.9289(3) 0.42732(15) 0.7370(3) 0.0218(7) Uani 1 1 d . . . . .
C65 C 0.8279(3) 0.44237(16) 0.6830(3) 0.0257(8) Uani 1 1 d . . . . .
H65 H 0.7779 0.4125 0.6596 0.031 Uiso 1 1 calc R U . . .
C66 C 0.7984(3) 0.49991(15) 0.6624(2) 0.0237(8) Uani 1 1 d . . . . .
H66 H 0.7286 0.5091 0.6265 0.028 Uiso 1 1 calc R U . . .
C67 C 0.9584(3) 0.36309(16) 0.7593(3) 0.0307(9) Uani 1 1 d . . . . .
C68 C 0.9441(5) 0.3315(2) 0.6682(4) 0.0631(16) Uani 1 1 d . . . . .
H68A H 0.8706 0.3311 0.6290 0.095 Uiso 1 1 calc R U . . .
H68B H 0.9692 0.2914 0.6813 0.095 Uiso 1 1 calc R U . . .
H68C H 0.9833 0.3518 0.6367 0.095 Uiso 1 1 calc R U . . .
C69 C 1.0697(4) 0.3556(2) 0.8259(4) 0.0492(13) Uani 1 1 d . . . . .
H69A H 1.0853 0.3140 0.8368 0.074 Uiso 1 1 calc R U . . .
H69B H 1.0786 0.3748 0.8841 0.074 Uiso 1 1 calc R U . . .
H69C H 1.1168 0.3730 0.7996 0.074 Uiso 1 1 calc R U . . .
C70 C 0.8867(4) 0.33589(19) 0.8018(4) 0.0462(12) Uani 1 1 d . . . . .
H70A H 0.8151 0.3387 0.7585 0.069 Uiso 1 1 calc R U . . .
H70B H 0.8938 0.3566 0.8584 0.069 Uiso 1 1 calc R U . . .
H70C H 0.9051 0.2949 0.8158 0.069 Uiso 1 1 calc R U . . .
Cl1 Cl 0.36394(12) 0.37560(7) 1.00603(10) 0.0688(4) Uani 1 1 d D . . . .
C71 C 0.4724(5) 0.3282(3) 1.0538(4) 0.0672(16) Uani 1 1 d D . . . .
H71A H 0.4513 0.2882 1.0315 0.081 Uiso 1 1 calc R U . . .
H71B H 0.5274 0.3403 1.0318 0.081 Uiso 1 1 calc R U . . .
Cl2 Cl 0.52095(16) 0.32787(7) 1.17067(11) 0.0790(5) Uani 1 1 d D . . . .
Cl4 Cl 0.9992(8) 0.5568(4) 0.4907(5) 0.086(3) Uani 0.5 1 d D . P A -1
C72 C 0.9496(7) 0.4897(4) 0.5170(6) 0.038(2) Uani 0.5 1 d D . P A -1
H72A H 0.9629 0.4877 0.5835 0.046 Uiso 0.5 1 calc R U P A -1
H72B H 0.8741 0.4875 0.4829 0.046 Uiso 0.5 1 calc R U P A -1
Cl3 Cl 1.0089(6) 0.4340(3) 0.4868(4) 0.0489(11) Uani 0.5 1 d D . P A -1
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'
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
C8 O3 C31 118.8(2) . . ?
C1 N1 C11 123.3(3) . . ?
C1 N1 C21 117.5(3) . . ?
C11 N1 C21 119.1(3) . . ?
O1 C1 N1 121.1(3) . . ?
O1 C1 C2 121.7(3) . . ?
N1 C1 C2 117.2(3) . . ?
C3 C2 C12 119.6(3) . . ?
C3 C2 C1 119.0(3) . . ?
C12 C2 C1 121.4(3) . . ?
C2 C3 C4 120.2(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 122.7(3) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C13 118.1(3) . . ?
C4 C5 C7 123.0(3) . 3_767 ?
C13 C5 C7 118.9(3) . 3_767 ?
C8 C7 C13 116.7(3) . . ?
C8 C7 C5 124.2(3) . 3_767 ?
C13 C7 C5 119.0(3) . 3_767 ?
O3 C8 C9 117.8(3) . . ?
O3 C8 C7 119.5(3) . . ?
C9 C8 C7 122.6(3) . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C12 119.7(3) . . ?
C9 C10 C11 118.5(3) . . ?
C12 C10 C11 121.7(3) . . ?
O2 C11 N1 121.2(3) . . ?
O2 C11 C10 121.3(3) . . ?
N1 C11 C10 117.5(3) . . ?
C10 C12 C2 118.3(3) . . ?
C10 C12 C13 120.7(3) . . ?
C2 C12 C13 121.0(3) . . ?
C12 C13 C7 119.7(3) . . ?
C12 C13 C5 118.2(3) . . ?
C7 C13 C5 122.0(3) . . ?
N1 C21 C26 112.5(3) . . ?
N1 C21 C22 111.2(3) . . ?
C26 C21 C22 114.4(3) . . ?
N1 C21 H21 106.0 . . ?
C26 C21 H21 106.0 . . ?
C22 C21 H21 106.0 . . ?
C21 C22 C23 110.0(3) . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22B 109.7 . . ?
C23 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C24 C23 C22 110.7(3) . . ?
C24 C23 H23A 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
C25 C24 C23 110.7(3) . . ?
C25 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C24 C25 C26 112.6(3) . . ?
C24 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
C24 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C21 C26 C25 110.3(3) . . ?
C21 C26 H26A 109.6 . . ?
C25 C26 H26A 109.6 . . ?
C21 C26 H26B 109.6 . . ?
C25 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
C36 C31 O3 120.0(3) . . ?
C36 C31 C32 122.2(3) . . ?
O3 C31 C32 117.5(3) . . ?
C33 C32 C31 117.3(3) . . ?
C33 C32 C41 120.6(3) . . ?
C31 C32 C41 121.8(3) . . ?
C34 C33 C32 122.2(3) . . ?
C34 C33 H33 118.9 . . ?
C32 C33 H33 118.9 . . ?
C33 C34 C35 118.9(3) . . ?
C33 C34 C51 120.6(3) . . ?
C35 C34 C51 120.4(3) . . ?
C34 C35 C36 121.3(3) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 H35 119.4 . . ?
C35 C36 C31 118.2(3) . . ?
C35 C36 C61 119.8(3) . . ?
C31 C36 C61 122.0(3) . . ?
C46 C41 C42 118.1(3) . . ?
C46 C41 C32 123.3(3) . . ?
C42 C41 C32 118.6(3) . . ?
C43 C42 C41 120.8(3) . . ?
C43 C42 H42 119.6 . . ?
C41 C42 H42 119.6 . . ?
C44 C43 C42 121.5(3) . . ?
C44 C43 H43 119.3 . . ?
C42 C43 H43 119.3 . . ?
C43 C44 C45 116.8(3) . . ?
C43 C44 C47 123.0(3) . . ?
C45 C44 C47 120.1(3) . . ?
C46 C45 C44 121.7(3) . . ?
C46 C45 H45 119.2 . . ?
C44 C45 H45 119.2 . . ?
C41 C46 C45 121.0(3) . . ?
C41 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C48 C47 C49 108.0(3) . . ?
C48 C47 C44 112.3(3) . . ?
C49 C47 C44 110.4(3) . . ?
C48 C47 C50 108.7(3) . . ?
C49 C47 C50 109.4(3) . . ?
C44 C47 C50 108.0(3) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 C56 119.3(3) . . ?
C52 C51 C34 122.2(3) . . ?
C56 C51 C34 118.5(3) . . ?
C51 C52 C53 120.3(3) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.8 . . ?
C52 C53 C54 121.9(3) . . ?
C52 C53 H53 119.1 . . ?
C54 C53 H53 119.1 . . ?
C53 C54 C55 116.9(3) . . ?
C53 C54 C57 120.3(3) . . ?
C55 C54 C57 122.8(3) . . ?
C56 C55 C54 121.5(4) . . ?
C56 C55 H55 119.3 . . ?
C54 C55 H55 119.3 . . ?
C55 C56 C51 120.2(3) . . ?
C55 C56 H56 119.9 . . ?
C51 C56 H56 119.9 . . ?
C58 C57 C59 108.2(3) . . ?
C58 C57 C54 110.3(3) . . ?
C59 C57 C54 112.2(3) . . ?
C58 C57 C60 109.8(4) . . ?
C59 C57 C60 108.4(3) . . ?
C54 C57 C60 108.1(3) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C66 118.8(3) . . ?
C62 C61 C36 120.9(3) . . ?
C66 C61 C36 120.2(3) . . ?
C61 C62 C63 121.0(3) . . ?
C61 C62 H62 119.5 . . ?
C63 C62 H62 119.5 . . ?
C62 C63 C64 121.1(3) . . ?
C62 C63 H63 119.4 . . ?
C64 C63 H63 119.4 . . ?
C63 C64 C65 117.6(3) . . ?
C63 C64 C67 122.3(3) . . ?
C65 C64 C67 120.2(3) . . ?
C66 C65 C64 121.7(3) . . ?
C66 C65 H65 119.2 . . ?
C64 C65 H65 119.2 . . ?
C65 C66 C61 119.9(3) . . ?
C65 C66 H66 120.1 . . ?
C61 C66 H66 120.1 . . ?
C70 C67 C69 108.5(4) . . ?
C70 C67 C64 109.3(3) . . ?
C69 C67 C64 112.5(3) . . ?
C70 C67 C68 109.1(4) . . ?
C69 C67 C68 109.3(4) . . ?
C64 C67 C68 108.0(4) . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C67 C69 H69A 109.5 . . ?
C67 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C67 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C67 C70 H70A 109.5 . . ?
C67 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
C67 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
Cl2 C71 Cl1 113.1(4) . . ?
Cl2 C71 H71A 109.0 . . ?
Cl1 C71 H71A 109.0 . . ?
Cl2 C71 H71B 109.0 . . ?
Cl1 C71 H71B 109.0 . . ?
H71A C71 H71B 107.8 . . ?
Cl3 C72 Cl4 108.6(6) . . ?
Cl3 C72 H72A 110.0 . . ?
Cl4 C72 H72A 110.0 . . ?
Cl3 C72 H72B 110.0 . . ?
Cl4 C72 H72B 110.0 . . ?
H72A C72 H72B 108.3 . . ?
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 C1 1.212(5) . ?
O2 C11 1.212(4) . ?
O3 C8 1.380(4) . ?
O3 C31 1.400(4) . ?
N1 C1 1.395(5) . ?
N1 C11 1.396(5) . ?
N1 C21 1.499(4) . ?
C1 C2 1.484(5) . ?
C2 C3 1.367(5) . ?
C2 C12 1.417(5) . ?
C3 C4 1.391(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(5) . ?
C4 H4 0.9500 . ?
C5 C13 1.439(4) . ?
C5 C7 1.468(5) 3_767 ?
C7 C8 1.412(4) . ?
C7 C13 1.431(5) . ?
C7 C5 1.468(5) 3_767 ?
C8 C9 1.395(5) . ?
C9 C10 1.372(5) . ?
C9 H9 0.9500 . ?
C10 C12 1.404(5) . ?
C10 C11 1.476(5) . ?
C12 C13 1.423(5) . ?
C21 C26 1.520(5) . ?
C21 C22 1.523(6) . ?
C21 H21 1.0000 . ?
C22 C23 1.528(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.527(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.511(6) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.530(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C31 C36 1.397(5) . ?
C31 C32 1.401(5) . ?
C32 C33 1.396(5) . ?
C32 C41 1.497(5) . ?
C33 C34 1.387(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.392(5) . ?
C34 C51 1.513(5) . ?
C35 C36 1.396(5) . ?
C35 H35 0.9500 . ?
C36 C61 1.502(5) . ?
C41 C46 1.379(5) . ?
C41 C42 1.396(5) . ?
C42 C43 1.390(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.404(5) . ?
C44 C47 1.539(5) . ?
C45 C46 1.382(5) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 C48 1.528(5) . ?
C47 C49 1.536(5) . ?
C47 C50 1.539(5) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 C52 1.363(5) . ?
C51 C56 1.398(5) . ?
C52 C53 1.390(5) . ?
C52 H52 0.9500 . ?
C53 C54 1.393(5) . ?
C53 H53 0.9500 . ?
C54 C55 1.399(5) . ?
C54 C57 1.530(5) . ?
C55 C56 1.381(5) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 C58 1.522(6) . ?
C57 C59 1.527(5) . ?
C57 C60 1.540(6) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.375(5) . ?
C61 C66 1.397(5) . ?
C62 C63 1.389(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.389(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.391(5) . ?
C64 C67 1.538(5) . ?
C65 C66 1.388(5) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 C70 1.524(6) . ?
C67 C69 1.526(6) . ?
C67 C68 1.548(7) . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
Cl1 C71 1.787(7) . ?
C71 Cl2 1.703(6) . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
Cl4 C72 1.799(12) . ?
C72 Cl3 1.682(8) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
