#------------------------------------------------------------------------------
#$Date: 2020-10-02 02:27:44 +0300 (Fri, 02 Oct 2020) $
#$Revision: 256900 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/88/4038855.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_4038855
loop_
_publ_author_name
'Ishizuka, Tomoya'
'Tanaka, Shogo'
'Uchida, Sayaka'
'Wei, Lianyu'
'Kojima, Takahiko'
_publ_section_title
;
 Selective Convergence to Atropisomers of a Porphyrin Derivative Having
 Bulky Substituents at the Periphery.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01876
_journal_year                    2020
_chemical_formula_sum            'C85 H80 Cl2 N4 O4'
_chemical_formula_weight         1292.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 110.677(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.701(2)
_cell_length_b                   38.079(6)
_cell_length_c                   14.624(2)
_cell_measurement_reflns_used    7062
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      23.89
_cell_measurement_theta_min      2.33
_cell_volume                     7659.2(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43291
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.898
_diffrn_reflns_theta_min         1.069
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.135
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2736
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.939
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     931
_refine_ls_number_reflns         17481
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1564
_refine_ls_R_factor_gt           0.0839
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1388P)²+4.1670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2372
_refine_ls_wR_factor_ref         0.2815
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8919
_reflns_number_total             17481
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01876_si_002.cif
_cod_data_source_block           Tanaka1
_cod_original_cell_volume        7659(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4038855
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_min   0.954
_shelx_estimated_absorpt_t_max   0.996
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'
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 0.21388(10) 0.47841(5) -0.09358(10) 0.0938(5) Uani 1 1 d . . . . .
Cl2 Cl 0.06208(10) 0.45954(5) -0.27323(11) 0.1021(5) Uani 1 1 d . . . . .
O1 O -0.01870(18) 0.54844(7) -0.1120(2) 0.0592(7) Uani 1 1 d . . . . .
O2 O 0.3550(2) 0.83875(7) 0.2564(2) 0.0694(9) Uani 1 1 d . . . . .
O3 O 0.9831(2) 0.64979(10) 1.0006(3) 0.0922(12) Uani 1 1 d . . . . .
O4 O 0.34655(16) 0.40314(5) 0.71437(17) 0.0412(6) Uani 1 1 d . . . . .
N1 N 0.35019(18) 0.57085(6) 0.41376(19) 0.0330(6) Uani 1 1 d . . . . .
H1 H 0.380986 0.590446 0.438082 0.040 Uiso 1 1 calc R U . . .
N2 N 0.37433(19) 0.63892(6) 0.3362(2) 0.0397(7) Uani 1 1 d . . . . .
N3 N 0.53276(19) 0.65660(6) 0.5121(2) 0.0398(7) Uani 1 1 d . . . . .
H2 H 0.500483 0.637450 0.486012 0.048 Uiso 1 1 calc R U . . .
N4 N 0.50839(18) 0.58855(6) 0.5914(2) 0.0331(6) Uani 1 1 d . . . . .
C1 C 0.3518(2) 0.54076(7) 0.4661(2) 0.0325(7) Uani 1 1 d . . . . .
C2 C 0.2945(2) 0.51512(9) 0.3983(3) 0.0412(8) Uani 1 1 d . . . . .
H3 H 0.282780 0.491699 0.413626 0.049 Uiso 1 1 calc R U . . .
C3 C 0.2601(3) 0.53005(9) 0.3091(3) 0.0439(8) Uani 1 1 d . . . . .
H4 H 0.220653 0.518919 0.250362 0.053 Uiso 1 1 calc R U . . .
C4 C 0.2936(2) 0.56570(8) 0.3184(3) 0.0375(8) Uani 1 1 d . . . . .
C5 C 0.2675(2) 0.59095(8) 0.2438(3) 0.0393(8) Uani 1 1 d . . . . .
C6 C 0.3010(2) 0.62601(8) 0.2576(3) 0.0407(8) Uani 1 1 d . . . . .
C7 C 0.2548(3) 0.65384(9) 0.1894(3) 0.0502(9) Uani 1 1 d . . . . .
H5 H 0.201843 0.651591 0.129278 0.060 Uiso 1 1 calc R U . . .
C8 C 0.3016(3) 0.68313(10) 0.2281(3) 0.0543(10) Uani 1 1 d . . . . .
H6 H 0.287252 0.705978 0.200621 0.065 Uiso 1 1 calc R U . . .
C9 C 0.3784(3) 0.67435(9) 0.3192(3) 0.0460(9) Uani 1 1 d . . . . .
C10 C 0.4454(3) 0.69802(8) 0.3797(3) 0.0455(9) Uani 1 1 d . . . . .
C11 C 0.5162(3) 0.68938(8) 0.4696(3) 0.0447(9) Uani 1 1 d . . . . .
C12 C 0.5810(3) 0.71264(9) 0.5371(3) 0.0530(10) Uani 1 1 d . . . . .
H7 H 0.584595 0.737270 0.528578 0.064 Uiso 1 1 calc R U . . .
C13 C 0.6368(3) 0.69427(9) 0.6152(3) 0.0526(10) Uani 1 1 d . . . . .
H8 H 0.687263 0.703493 0.670360 0.063 Uiso 1 1 calc R U . . .
C14 C 0.6065(2) 0.65813(8) 0.6005(3) 0.0415(8) Uani 1 1 d . . . . .
C15 C 0.6412(2) 0.63100(8) 0.6673(3) 0.0407(8) Uani 1 1 d . . . . .
C16 C 0.5928(2) 0.59870(8) 0.6634(3) 0.0382(8) Uani 1 1 d . . . . .
C17 C 0.6247(2) 0.57148(9) 0.7374(3) 0.0436(8) Uani 1 1 d . . . . .
H9 H 0.681986 0.571792 0.794010 0.052 Uiso 1 1 calc R U . . .
C18 C 0.5577(2) 0.54568(8) 0.7107(2) 0.0382(8) Uani 1 1 d . . . . .
H10 H 0.558188 0.524545 0.745395 0.046 Uiso 1 1 calc R U . . .
C19 C 0.4855(2) 0.55623(7) 0.6200(2) 0.0317(7) Uani 1 1 d . . . . .
C20 C 0.4081(2) 0.53446(7) 0.5642(2) 0.0313(7) Uani 1 1 d . . . . .
C21 C 0.1937(2) 0.58057(9) 0.1482(3) 0.0436(8) Uani 1 1 d . . . . .
C22 C 0.2118(2) 0.58023(9) 0.0598(3) 0.0425(8) Uani 1 1 d . . . . .
C23 C 0.1381(3) 0.56925(9) -0.0251(3) 0.0481(9) Uani 1 1 d . . . . .
H11 H 0.149917 0.568470 -0.084884 0.058 Uiso 1 1 calc R U . . .
C24 C 0.0469(2) 0.55936(9) -0.0236(3) 0.0477(9) Uani 1 1 d . . . . .
C25 C 0.0288(3) 0.56022(10) 0.0623(3) 0.0511(9) Uani 1 1 d . . . . .
H12 H -0.033073 0.553687 0.063556 0.061 Uiso 1 1 calc R U . . .
C26 C 0.1018(3) 0.57071(10) 0.1465(3) 0.0500(9) Uani 1 1 d . . . . .
H13 H 0.089081 0.571249 0.205820 0.060 Uiso 1 1 calc R U . . .
C27 C 0.3085(2) 0.59018(9) 0.0527(3) 0.0429(8) Uani 1 1 d . . . . .
C28 C 0.3875(2) 0.56692(9) 0.0894(2) 0.0431(8) Uani 1 1 d . . . . .
C29 C 0.4767(3) 0.57590(11) 0.0811(3) 0.0500(9) Uani 1 1 d . . . . .
H14 H 0.530124 0.560239 0.106136 0.060 Uiso 1 1 calc R U . . .
C30 C 0.4894(3) 0.60687(11) 0.0377(3) 0.0550(10) Uani 1 1 d . . . . .
C31 C 0.4097(3) 0.62870(10) -0.0005(3) 0.0543(10) Uani 1 1 d . . . . .
H15 H 0.416725 0.649710 -0.032423 0.065 Uiso 1 1 calc R U . . .
C32 C 0.3192(3) 0.62108(10) 0.0059(3) 0.0491(9) Uani 1 1 d . . . . .
C33 C 0.3792(3) 0.53244(9) 0.1319(3) 0.0466(9) Uani 1 1 d . . . . .
H16 H 0.396888 0.534803 0.202764 0.070 Uiso 1 1 calc R U . . .
H17 H 0.423068 0.515661 0.117796 0.070 Uiso 1 1 calc R U . . .
H18 H 0.312103 0.523964 0.103239 0.070 Uiso 1 1 calc R U . . .
C34 C 0.5861(3) 0.61564(14) 0.0282(4) 0.0739(13) Uani 1 1 d . . . . .
H19 H 0.599401 0.598969 -0.016522 0.111 Uiso 1 1 calc R U . . .
H20 H 0.637708 0.614117 0.092584 0.111 Uiso 1 1 calc R U . . .
H21 H 0.583778 0.639528 0.002553 0.111 Uiso 1 1 calc R U . . .
C35 C 0.2368(3) 0.64651(10) -0.0412(3) 0.0585(11) Uani 1 1 d . . . . .
H22 H 0.252997 0.669463 -0.009223 0.088 Uiso 1 1 calc R U . . .
H23 H 0.177120 0.637612 -0.033995 0.088 Uiso 1 1 calc R U . . .
H24 H 0.226927 0.648915 -0.110736 0.088 Uiso 1 1 calc R U . . .
C36 C -0.1121(3) 0.53886(11) -0.1114(3) 0.0616(11) Uani 1 1 d . . . . .
H25 H -0.105267 0.519562 -0.065095 0.092 Uiso 1 1 calc R U . . .
H26 H -0.153328 0.531309 -0.177006 0.092 Uiso 1 1 calc R U . . .
H27 H -0.141897 0.559113 -0.091594 0.092 Uiso 1 1 calc R U . . .
C37 C 0.4343(3) 0.73589(9) 0.3487(3) 0.0535(10) Uani 1 1 d . . . . .
C38 C 0.4903(3) 0.75375(9) 0.3057(3) 0.0604(11) Uani 1 1 d D . . . .
C39 C 0.4654(3) 0.79002(11) 0.2769(4) 0.0652(12) Uani 1 1 d . . . . .
H28 H 0.504379 0.803522 0.250289 0.078 Uiso 1 1 calc R U . . .
C40 C 0.3855(3) 0.80442(9) 0.2886(4) 0.0582(11) Uani 1 1 d . . . . .
C41 C 0.3277(4) 0.78706(11) 0.3256(4) 0.0738(13) Uani 1 1 d . . . . .
H29 H 0.271470 0.797831 0.330929 0.089 Uiso 1 1 calc R U . . .
C42 C 0.3520(4) 0.75324(11) 0.3558(4) 0.0730(13) Uani 1 1 d . . . . .
H30 H 0.311545 0.740759 0.382788 0.088 Uiso 1 1 calc R U . . .
C43 C 0.5706(3) 0.73706(12) 0.2765(4) 0.0508(17) Uani 0.757(10) 1 d G U P A 1
C44 C 0.5475(3) 0.71933(11) 0.1881(4) 0.061(2) Uani 0.757(10) 1 d DG . P A 1
C45 C 0.6211(4) 0.70724(10) 0.1573(4) 0.074(2) Uani 0.757(10) 1 d G . P A 1
H31 H 0.605303 0.695122 0.096885 0.089 Uiso 0.757(10) 1 calc R U P A 1
C46 C 0.7179(4) 0.71288(14) 0.2149(5) 0.076(3) Uani 0.757(10) 1 d DG . P A 1
C47 C 0.7410(3) 0.73061(17) 0.3033(5) 0.085(3) Uani 0.757(10) 1 d G . P A 1
H32 H 0.807096 0.734459 0.342587 0.102 Uiso 0.757(10) 1 calc R U P A 1
C48 C 0.6673(4) 0.74270(15) 0.3341(4) 0.077(2) Uani 0.757(10) 1 d DG . P A 1
C49 C 0.4445(6) 0.7143(3) 0.1169(7) 0.089(3) Uani 0.757(10) 1 d D . P A 1
H33 H 0.445233 0.712439 0.050274 0.134 Uiso 0.757(10) 1 calc R U P A 1
H34 H 0.404475 0.734351 0.120960 0.134 Uiso 0.757(10) 1 calc R U P A 1
H35 H 0.417253 0.692686 0.133281 0.134 Uiso 0.757(10) 1 calc R U P A 1
C50 C 0.7963(8) 0.6997(2) 0.1779(9) 0.124(4) Uani 0.757(10) 1 d D . P A 1
H36 H 0.795832 0.673981 0.176777 0.186 Uiso 0.757(10) 1 calc R U P A 1
H37 H 0.860003 0.708018 0.221419 0.186 Uiso 0.757(10) 1 calc R U P A 1
H38 H 0.783713 0.708663 0.111727 0.186 Uiso 0.757(10) 1 calc R U P A 1
C51 C 0.6990(7) 0.7653(3) 0.4271(6) 0.106(4) Uani 0.757(10) 1 d D . P A 1
H39 H 0.705555 0.750443 0.483819 0.159 Uiso 0.757(10) 1 calc R U P A 1
H40 H 0.649986 0.783483 0.421168 0.159 Uiso 0.757(10) 1 calc R U P A 1
H41 H 0.761580 0.776450 0.435782 0.159 Uiso 0.757(10) 1 calc R U P A 1
C52 C 0.4135(3) 0.85962(10) 0.2219(4) 0.0743(14) Uani 1 1 d . . . . .
H42 H 0.482028 0.854217 0.258112 0.111 Uiso 1 1 calc R U . . .
H43 H 0.401156 0.884426 0.230993 0.111 Uiso 1 1 calc R U . . .
H44 H 0.398619 0.854911 0.152225 0.111 Uiso 1 1 calc R U . . .
C53 C 0.7321(2) 0.63704(9) 0.7547(3) 0.0482(9) Uani 1 1 d . . . . .
C54 C 0.8244(3) 0.64063(9) 0.7457(3) 0.0510(10) Uani 1 1 d . . . . .
C55 C 0.9050(3) 0.64494(10) 0.8309(4) 0.0637(12) Uani 1 1 d . . . . .
H45 H 0.967292 0.647369 0.825631 0.076 Uiso 1 1 calc R U . . .
C56 C 0.8984(3) 0.64584(11) 0.9227(4) 0.0669(13) Uani 1 1 d . . . . .
C57 C 0.8077(3) 0.64259(11) 0.9318(3) 0.0659(12) Uani 1 1 d . . . . .
H46 H 0.801140 0.643224 0.994111 0.079 Uiso 1 1 calc R U . . .
C58 C 0.7271(3) 0.63840(10) 0.8473(3) 0.0576(11) Uani 1 1 d . . . . .
H47 H 0.665055 0.636350 0.853309 0.069 Uiso 1 1 calc R U . . .
C59 C 0.8378(2) 0.63984(10) 0.6489(3) 0.0525(10) Uani 1 1 d . . . . .
C60 C 0.8646(3) 0.67035(11) 0.6114(5) 0.0752(15) Uani 1 1 d . . . . .
C61 C 0.8749(3) 0.66884(15) 0.5207(5) 0.0874(18) Uani 1 1 d . . . . .
H48 H 0.891728 0.689752 0.495037 0.105 Uiso 1 1 calc R U . . .
C62 C 0.8619(3) 0.63857(18) 0.4662(4) 0.0820(16) Uani 1 1 d . . . . .
C63 C 0.8385(3) 0.60840(14) 0.5064(3) 0.0714(13) Uani 1 1 d . . . . .
H49 H 0.829727 0.587007 0.470939 0.086 Uiso 1 1 calc R U . . .
C64 C 0.8275(3) 0.60854(10) 0.5978(3) 0.0553(10) Uani 1 1 d . . . . .
C65 C 0.8850(4) 0.70469(12) 0.6666(6) 0.124(3) Uani 1 1 d . . . . .
H50 H 0.861644 0.703402 0.721519 0.187 Uiso 1 1 calc R U . . .
H51 H 0.851462 0.723782 0.622679 0.187 Uiso 1 1 calc R U . . .
H52 H 0.955173 0.709187 0.691385 0.187 Uiso 1 1 calc R U . . .
C66 C 0.8730(5) 0.6376(2) 0.3676(5) 0.138(3) Uani 1 1 d . . . . .
H53 H 0.822097 0.652041 0.321361 0.207 Uiso 1 1 calc R U . . .
H54 H 0.867009 0.613357 0.343981 0.207 Uiso 1 1 calc R U . . .
H55 H 0.936952 0.646896 0.373425 0.207 Uiso 1 1 calc R U . . .
C67 C 0.8102(4) 0.57443(10) 0.6371(4) 0.0727(13) Uani 1 1 d . . . . .
H56 H 0.834548 0.575426 0.708681 0.109 Uiso 1 1 calc R U . . .
H57 H 0.844266 0.555826 0.615760 0.109 Uiso 1 1 calc R U . . .
H58 H 0.740314 0.569425 0.612969 0.109 Uiso 1 1 calc R U . . .
C68 C 0.9757(4) 0.6530(2) 1.0957(4) 0.115(2) Uani 1 1 d . . . . .
H59 H 0.934838 0.673273 1.096452 0.173 Uiso 1 1 calc R U . . .
H60 H 1.040641 0.656294 1.144920 0.173 Uiso 1 1 calc R U . . .
H61 H 0.946425 0.631634 1.110630 0.173 Uiso 1 1 calc R U . . .
C69 C 0.3923(2) 0.50019(7) 0.6062(2) 0.0309(7) Uani 1 1 d . . . . .
C70 C 0.3258(2) 0.49598(8) 0.6549(2) 0.0316(7) Uani 1 1 d . . . . .
C71 C 0.3136(2) 0.46305(8) 0.6897(2) 0.0361(7) Uani 1 1 d . . . . .
H62 H 0.268655 0.460272 0.722524 0.043 Uiso 1 1 calc R U . . .
C72 C 0.3656(2) 0.43404(8) 0.6775(2) 0.0345(7) Uani 1 1 d . . . . .
C73 C 0.4312(2) 0.43778(8) 0.6297(3) 0.0404(8) Uani 1 1 d . . . . .
H63 H 0.467316 0.418180 0.620966 0.048 Uiso 1 1 calc R U . . .
C74 C 0.4434(2) 0.47076(8) 0.5946(3) 0.0397(8) Uani 1 1 d . . . . .
H64 H 0.488280 0.473279 0.561545 0.048 Uiso 1 1 calc R U . . .
C75 C 0.2653(2) 0.52606(8) 0.6679(2) 0.0354(7) Uani 1 1 d . . . . .
C76 C 0.3024(2) 0.54675(8) 0.7511(2) 0.0373(8) Uani 1 1 d . . . . .
C77 C 0.2416(3) 0.57588(9) 0.7589(3) 0.0475(9) Uani 1 1 d . . . . .
H65 H 0.264415 0.590889 0.814256 0.057 Uiso 1 1 calc R U . . .
C78 C 0.1521(3) 0.58240(10) 0.6886(3) 0.0510(10) Uani 1 1 d . . . . .
C79 C 0.1177(3) 0.56018(11) 0.6104(3) 0.0575(10) Uani 1 1 d . . . . .
H66 H 0.054709 0.564116 0.563333 0.069 Uiso 1 1 calc R U . . .
C80 C 0.1722(2) 0.53199(9) 0.5977(3) 0.0445(8) Uani 1 1 d . . . . .
C81 C 0.3942(2) 0.54076(9) 0.8309(3) 0.0472(9) Uani 1 1 d . . . . .
H67 H 0.409385 0.515610 0.835696 0.071 Uiso 1 1 calc R U . . .
H68 H 0.388877 0.548892 0.892395 0.071 Uiso 1 1 calc R U . . .
H69 H 0.446166 0.553730 0.818316 0.071 Uiso 1 1 calc R U . . .
C82 C 0.0923(4) 0.61369(13) 0.6999(4) 0.0831(15) Uani 1 1 d . . . . .
H70 H 0.039880 0.618305 0.637519 0.125 Uiso 1 1 calc R U . . .
H71 H 0.134255 0.634412 0.719375 0.125 Uiso 1 1 calc R U . . .
H72 H 0.064316 0.608460 0.750069 0.125 Uiso 1 1 calc R U . . .
C83 C 0.1297(3) 0.50745(13) 0.5105(3) 0.0643(12) Uani 1 1 d . . . . .
H73 H 0.058663 0.509538 0.485242 0.096 Uiso 1 1 calc R U . . .
H74 H 0.148015 0.483176 0.531161 0.096 Uiso 1 1 calc R U . . .
H75 H 0.155020 0.513853 0.459140 0.096 Uiso 1 1 calc R U . . .
C84 C 0.3967(3) 0.37254(9) 0.6995(3) 0.0580(11) Uani 1 1 d . . . . .
H76 H 0.378117 0.368009 0.629330 0.087 Uiso 1 1 calc R U . . .
H77 H 0.379119 0.352270 0.731151 0.087 Uiso 1 1 calc R U . . .
H78 H 0.467002 0.376448 0.727996 0.087 Uiso 1 1 calc R U . . .
C85 C 0.5916(8) 0.7414(5) 0.3147(13) 0.055(6) Uani 0.243(10) 1 d DG U P A 2
C86 C 0.5909(12) 0.7209(5) 0.2357(14) 0.101(8) Uani 0.243(10) 1 d DG U P A 2
C87 C 0.6765(16) 0.7153(6) 0.2179(15) 0.113(9) Uani 0.243(10) 1 d DG U P A 2
H79 H 0.676016 0.701316 0.163928 0.135 Uiso 0.243(10) 1 calc R U P A 2
C88 C 0.7630(12) 0.7302(7) 0.2791(16) 0.098(9) Uani 0.243(10) 1 d DG U P A 2
C89 C 0.7638(8) 0.7506(6) 0.3580(14) 0.091(7) Uani 0.243(10) 1 d DG U P A 2
H80 H 0.822865 0.760768 0.399826 0.109 Uiso 0.243(10) 1 calc R U P A 2
C90 C 0.6781(9) 0.7562(4) 0.3759(12) 0.069(6) Uani 0.243(10) 1 d DG U P A 2
C91 C 0.4958(16) 0.7088(7) 0.1526(17) 0.074(7) Uani 0.243(10) 1 d D U P A 2
H81 H 0.439559 0.713835 0.171706 0.110 Uiso 0.243(10) 1 calc R U P A 2
H82 H 0.489015 0.721523 0.092248 0.110 Uiso 0.243(10) 1 calc R U P A 2
H83 H 0.499119 0.683541 0.141706 0.110 Uiso 0.243(10) 1 calc R U P A 2
C92 C 0.8562(18) 0.7155(9) 0.264(3) 0.122(11) Uani 0.243(10) 1 d D U P A 2
H84 H 0.850667 0.689948 0.255266 0.184 Uiso 0.243(10) 1 calc R U P A 2
H85 H 0.913688 0.721140 0.320830 0.184 Uiso 0.243(10) 1 calc R U P A 2
H86 H 0.862527 0.726205 0.205271 0.184 Uiso 0.243(10) 1 calc R U P A 2
C93 C 0.685(3) 0.7824(9) 0.461(2) 0.130(12) Uani 0.243(10) 1 d D U P A 2
H87 H 0.620533 0.784388 0.467439 0.195 Uiso 0.243(10) 1 calc R U P A 2
H88 H 0.731652 0.773468 0.522543 0.195 Uiso 0.243(10) 1 calc R U P A 2
H89 H 0.705440 0.805484 0.446771 0.195 Uiso 0.243(10) 1 calc R U P A 2
C94 C 0.1186(4) 0.49385(13) -0.1940(4) 0.0792(14) Uani 1 1 d . . . . .
H90 H 0.143706 0.511298 -0.229464 0.095 Uiso 1 1 calc R U . . .
H91 H 0.070411 0.505741 -0.171574 0.095 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C24 O1 C36 115.4(3) . . ?
C52 O2 C40 119.1(3) . . ?
C56 O3 C68 117.2(4) . . ?
C72 O4 C84 116.9(3) . . ?
C4 N1 C1 109.5(2) . . ?
C4 N1 H1 125.2 . . ?
C1 N1 H1 125.2 . . ?
C6 N2 C9 105.9(3) . . ?
C14 N3 C11 110.1(3) . . ?
C14 N3 H2 125.0 . . ?
C11 N3 H2 125.0 . . ?
C16 N4 C19 105.7(3) . . ?
N1 C1 C20 127.0(3) . . ?
N1 C1 C2 107.0(3) . . ?
C20 C1 C2 125.6(3) . . ?
C3 C2 C1 108.0(3) . . ?
C3 C2 H3 126.0 . . ?
C1 C2 H3 126.0 . . ?
C2 C3 C4 108.0(3) . . ?
C2 C3 H4 126.0 . . ?
C4 C3 H4 126.0 . . ?
N1 C4 C5 126.7(3) . . ?
N1 C4 C3 107.4(3) . . ?
C5 C4 C3 125.8(3) . . ?
C4 C5 C6 123.5(3) . . ?
C4 C5 C21 117.2(3) . . ?
C6 C5 C21 119.1(3) . . ?
N2 C6 C5 126.5(3) . . ?
N2 C6 C7 110.9(3) . . ?
C5 C6 C7 122.5(3) . . ?
C8 C7 C6 105.9(3) . . ?
C8 C7 H5 127.0 . . ?
C6 C7 H5 127.0 . . ?
C7 C8 C9 108.4(3) . . ?
C7 C8 H6 125.8 . . ?
C9 C8 H6 125.8 . . ?
N2 C9 C10 125.7(3) . . ?
N2 C9 C8 108.8(3) . . ?
C10 C9 C8 125.4(3) . . ?
C9 C10 C11 124.6(3) . . ?
C9 C10 C37 116.9(3) . . ?
C11 C10 C37 118.3(3) . . ?
N3 C11 C10 126.3(3) . . ?
N3 C11 C12 106.5(3) . . ?
C10 C11 C12 127.1(3) . . ?
C13 C12 C11 109.0(3) . . ?
C13 C12 H7 125.5 . . ?
C11 C12 H7 125.5 . . ?
C12 C13 C14 107.9(3) . . ?
C12 C13 H8 126.1 . . ?
C14 C13 H8 126.1 . . ?
N3 C14 C15 127.4(3) . . ?
N3 C14 C13 106.5(3) . . ?
C15 C14 C13 126.0(3) . . ?
C14 C15 C16 124.3(3) . . ?
C14 C15 C53 118.6(3) . . ?
C16 C15 C53 116.8(3) . . ?
N4 C16 C15 125.7(3) . . ?
N4 C16 C17 109.7(3) . . ?
C15 C16 C17 124.5(3) . . ?
C18 C17 C16 107.1(3) . . ?
C18 C17 H9 126.4 . . ?
C16 C17 H9 126.4 . . ?
C17 C18 C19 106.9(3) . . ?
C17 C18 H10 126.6 . . ?
C19 C18 H10 126.6 . . ?
N4 C19 C20 125.6(3) . . ?
N4 C19 C18 110.5(3) . . ?
C20 C19 C18 123.6(3) . . ?
C1 C20 C19 123.8(3) . . ?
C1 C20 C69 116.7(3) . . ?
C19 C20 C69 119.0(3) . . ?
C26 C21 C22 118.5(3) . . ?
C26 C21 C5 117.9(3) . . ?
C22 C21 C5 123.6(3) . . ?
C23 C22 C21 118.8(3) . . ?
C23 C22 C27 118.0(3) . . ?
C21 C22 C27 123.2(3) . . ?
C22 C23 C24 121.0(4) . . ?
C22 C23 H11 119.5 . . ?
C24 C23 H11 119.5 . . ?
C25 C24 O1 124.7(3) . . ?
C25 C24 C23 120.2(3) . . ?
O1 C24 C23 115.1(4) . . ?
C24 C25 C26 119.0(3) . . ?
C24 C25 H12 120.5 . . ?
C26 C25 H12 120.5 . . ?
C25 C26 C21 122.6(4) . . ?
C25 C26 H13 118.7 . . ?
C21 C26 H13 118.7 . . ?
C32 C27 C28 119.7(3) . . ?
C32 C27 C22 121.1(3) . . ?
C28 C27 C22 119.1(3) . . ?
C29 C28 C27 119.0(3) . . ?
C29 C28 C33 118.2(3) . . ?
C27 C28 C33 122.7(3) . . ?
C30 C29 C28 122.0(4) . . ?
C30 C29 H14 119.0 . . ?
C28 C29 H14 119.0 . . ?
C29 C30 C31 117.7(4) . . ?
C29 C30 C34 120.9(4) . . ?
C31 C30 C34 121.3(4) . . ?
C30 C31 C32 122.6(4) . . ?
C30 C31 H15 118.7 . . ?
C32 C31 H15 118.7 . . ?
C31 C32 C27 118.8(3) . . ?
C31 C32 C35 117.7(3) . . ?
C27 C32 C35 123.4(3) . . ?
C28 C33 H16 109.5 . . ?
C28 C33 H17 109.5 . . ?
H16 C33 H17 109.5 . . ?
C28 C33 H18 109.5 . . ?
H16 C33 H18 109.5 . . ?
H17 C33 H18 109.5 . . ?
C30 C34 H19 109.5 . . ?
C30 C34 H20 109.5 . . ?
H19 C34 H20 109.5 . . ?
C30 C34 H21 109.5 . . ?
H19 C34 H21 109.5 . . ?
H20 C34 H21 109.5 . . ?
C32 C35 H22 109.5 . . ?
C32 C35 H23 109.5 . . ?
H22 C35 H23 109.5 . . ?
C32 C35 H24 109.5 . . ?
H22 C35 H24 109.5 . . ?
H23 C35 H24 109.5 . . ?
O1 C36 H25 109.5 . . ?
O1 C36 H26 109.5 . . ?
H25 C36 H26 109.5 . . ?
O1 C36 H27 109.5 . . ?
H25 C36 H27 109.5 . . ?
H26 C36 H27 109.5 . . ?
C38 C37 C42 117.8(3) . . ?
C38 C37 C10 126.3(3) . . ?
C42 C37 C10 115.5(4) . . ?
C37 C38 C39 118.1(4) . . ?
C37 C38 C85 122.1(8) . . ?
C39 C38 C85 117.3(7) . . ?
C37 C38 C43 124.5(3) . . ?
C39 C38 C43 117.1(4) . . ?
C40 C39 C38 119.2(4) . . ?
C40 C39 H28 120.4 . . ?
C38 C39 H28 120.4 . . ?
C41 C40 C39 123.6(4) . . ?
C41 C40 O2 115.0(4) . . ?
C39 C40 O2 121.3(4) . . ?
C40 C41 C42 117.8(4) . . ?
C40 C41 H29 121.1 . . ?
C42 C41 H29 121.1 . . ?
C41 C42 C37 123.4(5) . . ?
C41 C42 H30 118.3 . . ?
C37 C42 H30 118.3 . . ?
C44 C43 C48 120.0 . . ?
C44 C43 C38 120.2(4) . . ?
C48 C43 C38 119.5(4) . . ?
C45 C44 C43 120.0 . . ?
C45 C44 C49 115.9(5) . . ?
C43 C44 C49 123.9(5) . . ?
C44 C45 C46 120.0 . . ?
C44 C45 H31 120.0 . . ?
C46 C45 H31 120.0 . . ?
C47 C46 C45 120.0 . . ?
C47 C46 C50 121.6(6) . . ?
C45 C46 C50 118.4(6) . . ?
C46 C47 C48 120.0 . . ?
C46 C47 H32 120.0 . . ?
C48 C47 H32 120.0 . . ?
C47 C48 C43 120.0 . . ?
C47 C48 C51 116.5(5) . . ?
C43 C48 C51 123.2(5) . . ?
C44 C49 H33 109.5 . . ?
C44 C49 H34 109.5 . . ?
H33 C49 H34 109.5 . . ?
C44 C49 H35 109.5 . . ?
H33 C49 H35 109.5 . . ?
H34 C49 H35 109.5 . . ?
C46 C50 H36 109.5 . . ?
C46 C50 H37 109.5 . . ?
H36 C50 H37 109.5 . . ?
C46 C50 H38 109.5 . . ?
H36 C50 H38 109.5 . . ?
H37 C50 H38 109.5 . . ?
C48 C51 H39 109.5 . . ?
C48 C51 H40 109.5 . . ?
H39 C51 H40 109.5 . . ?
C48 C51 H41 109.5 . . ?
H39 C51 H41 109.5 . . ?
H40 C51 H41 109.5 . . ?
O2 C52 H42 109.5 . . ?
O2 C52 H43 109.5 . . ?
H42 C52 H43 109.5 . . ?
O2 C52 H44 109.5 . . ?
H42 C52 H44 109.5 . . ?
H43 C52 H44 109.5 . . ?
C58 C53 C54 118.1(3) . . ?
C58 C53 C15 119.9(3) . . ?
C54 C53 C15 121.9(4) . . ?
C55 C54 C53 117.9(4) . . ?
C55 C54 C59 119.6(3) . . ?
C53 C54 C59 122.4(3) . . ?
C56 C55 C54 122.9(4) . . ?
C56 C55 H45 118.5 . . ?
C54 C55 H45 118.5 . . ?
O3 C56 C55 117.2(4) . . ?
O3 C56 C57 123.5(5) . . ?
C55 C56 C57 119.3(4) . . ?
C58 C57 C56 118.1(4) . . ?
C58 C57 H46 120.9 . . ?
C56 C57 H46 120.9 . . ?
C53 C58 C57 123.6(4) . . ?
C53 C58 H47 118.2 . . ?
C57 C58 H47 118.2 . . ?
C64 C59 C60 119.6(4) . . ?
C64 C59 C54 120.1(3) . . ?
C60 C59 C54 120.2(4) . . ?
C61 C60 C59 118.7(5) . . ?
C61 C60 C65 118.6(5) . . ?
C59 C60 C65 122.7(6) . . ?
C62 C61 C60 123.3(5) . . ?
C62 C61 H48 118.4 . . ?
C60 C61 H48 118.4 . . ?
C61 C62 C63 116.9(5) . . ?
C61 C62 C66 122.3(6) . . ?
C63 C62 C66 120.8(6) . . ?
C62 C63 C64 122.0(5) . . ?
C62 C63 H49 119.0 . . ?
C64 C63 H49 119.0 . . ?
C59 C64 C63 119.4(4) . . ?
C59 C64 C67 123.1(4) . . ?
C63 C64 C67 117.5(4) . . ?
C60 C65 H50 109.5 . . ?
C60 C65 H51 109.5 . . ?
H50 C65 H51 109.5 . . ?
C60 C65 H52 109.5 . . ?
H50 C65 H52 109.5 . . ?
H51 C65 H52 109.5 . . ?
C62 C66 H53 109.5 . . ?
C62 C66 H54 109.5 . . ?
H53 C66 H54 109.5 . . ?
C62 C66 H55 109.5 . . ?
H53 C66 H55 109.5 . . ?
H54 C66 H55 109.5 . . ?
C64 C67 H56 109.5 . . ?
C64 C67 H57 109.5 . . ?
H56 C67 H57 109.5 . . ?
C64 C67 H58 109.5 . . ?
H56 C67 H58 109.5 . . ?
H57 C67 H58 109.5 . . ?
O3 C68 H59 109.5 . . ?
O3 C68 H60 109.5 . . ?
H59 C68 H60 109.5 . . ?
O3 C68 H61 109.5 . . ?
H59 C68 H61 109.5 . . ?
H60 C68 H61 109.5 . . ?
C74 C69 C70 118.1(3) . . ?
C74 C69 C20 118.9(3) . . ?
C70 C69 C20 123.0(3) . . ?
C71 C70 C69 119.4(3) . . ?
C71 C70 C75 119.0(3) . . ?
C69 C70 C75 121.6(3) . . ?
C70 C71 C72 121.5(3) . . ?
C70 C71 H62 119.2 . . ?
C72 C71 H62 119.2 . . ?
O4 C72 C73 124.4(3) . . ?
O4 C72 C71 115.8(3) . . ?
C73 C72 C71 119.7(3) . . ?
C72 C73 C74 118.9(3) . . ?
C72 C73 H63 120.6 . . ?
C74 C73 H63 120.6 . . ?
C73 C74 C69 122.4(3) . . ?
C73 C74 H64 118.8 . . ?
C69 C74 H64 118.8 . . ?
C76 C75 C80 121.8(3) . . ?
C76 C75 C70 118.4(3) . . ?
C80 C75 C70 119.7(3) . . ?
C75 C76 C77 116.0(3) . . ?
C75 C76 C81 125.4(3) . . ?
C77 C76 C81 118.6(3) . . ?
C78 C77 C76 122.1(3) . . ?
C78 C77 H65 119.0 . . ?
C76 C77 H65 119.0 . . ?
C79 C78 C77 119.1(3) . . ?
C79 C78 C82 121.1(4) . . ?
C77 C78 C82 119.7(4) . . ?
C78 C79 C80 121.9(4) . . ?
C78 C79 H66 119.1 . . ?
C80 C79 H66 119.1 . . ?
C79 C80 C75 119.0(3) . . ?
C79 C80 C83 119.9(3) . . ?
C75 C80 C83 121.1(3) . . ?
C76 C81 H67 109.5 . . ?
C76 C81 H68 109.5 . . ?
H67 C81 H68 109.5 . . ?
C76 C81 H69 109.5 . . ?
H67 C81 H69 109.5 . . ?
H68 C81 H69 109.5 . . ?
C78 C82 H70 109.5 . . ?
C78 C82 H71 109.5 . . ?
H70 C82 H71 109.5 . . ?
C78 C82 H72 109.5 . . ?
H70 C82 H72 109.5 . . ?
H71 C82 H72 109.5 . . ?
C80 C83 H73 109.5 . . ?
C80 C83 H74 109.5 . . ?
H73 C83 H74 109.5 . . ?
C80 C83 H75 109.5 . . ?
H73 C83 H75 109.5 . . ?
H74 C83 H75 109.5 . . ?
O4 C84 H76 109.5 . . ?
O4 C84 H77 109.5 . . ?
H76 C84 H77 109.5 . . ?
O4 C84 H78 109.5 . . ?
H76 C84 H78 109.5 . . ?
H77 C84 H78 109.5 . . ?
C86 C85 C90 120.0 . . ?
C86 C85 C38 112.4(9) . . ?
C90 C85 C38 125.1(9) . . ?
C87 C86 C85 120.0 . . ?
C87 C86 C91 115.4(12) . . ?
C85 C86 C91 123.6(12) . . ?
C88 C87 C86 120.0 . . ?
C88 C87 H79 120.0 . . ?
C86 C87 H79 120.0 . . ?
C87 C88 C89 120.0 . . ?
C87 C88 C92 114.2(18) . . ?
C89 C88 C92 124.6(18) . . ?
C88 C89 C90 120.0 . . ?
C88 C89 H80 120.0 . . ?
C90 C89 H80 120.0 . . ?
C89 C90 C85 120.0 . . ?
C89 C90 C93 116.2(13) . . ?
C85 C90 C93 123.6(13) . . ?
C86 C91 H81 109.5 . . ?
C86 C91 H82 109.5 . . ?
H81 C91 H82 109.5 . . ?
C86 C91 H83 109.5 . . ?
H81 C91 H83 109.5 . . ?
H82 C91 H83 109.5 . . ?
C88 C92 H84 109.5 . . ?
C88 C92 H85 109.5 . . ?
H84 C92 H85 109.5 . . ?
C88 C92 H86 109.5 . . ?
H84 C92 H86 109.5 . . ?
H85 C92 H86 109.5 . . ?
C90 C93 H87 109.5 . . ?
C90 C93 H88 109.5 . . ?
H87 C93 H88 109.5 . . ?
C90 C93 H89 109.5 . . ?
H87 C93 H89 109.5 . . ?
H88 C93 H89 109.5 . . ?
Cl1 C94 Cl2 111.1(3) . . ?
Cl1 C94 H90 109.4 . . ?
Cl2 C94 H90 109.4 . . ?
Cl1 C94 H91 109.4 . . ?
Cl2 C94 H91 109.4 . . ?
H90 C94 H91 108.0 . . ?
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 C94 1.735(6) . ?
Cl2 C94 1.749(5) . ?
O1 C24 1.376(4) . ?
O1 C36 1.424(5) . ?
O2 C52 1.390(5) . ?
O2 C40 1.408(5) . ?
O3 C56 1.367(5) . ?
O3 C68 1.438(7) . ?
O4 C72 1.364(4) . ?
O4 C84 1.436(4) . ?
N1 C4 1.362(4) . ?
N1 C1 1.373(4) . ?
N1 H1 0.8800 . ?
N2 C6 1.361(4) . ?
N2 C9 1.377(4) . ?
N3 C14 1.363(4) . ?
N3 C11 1.377(4) . ?
N3 H2 0.8800 . ?
N4 C16 1.370(4) . ?
N4 C19 1.379(4) . ?
C1 C20 1.401(5) . ?
C1 C2 1.434(4) . ?
C2 C3 1.347(5) . ?
C2 H3 0.9500 . ?
C3 C4 1.434(4) . ?
C3 H4 0.9500 . ?
C4 C5 1.402(5) . ?
C5 C6 1.413(5) . ?
C5 C21 1.489(5) . ?
C6 C7 1.450(5) . ?
C7 C8 1.328(5) . ?
C7 H5 0.9500 . ?
C8 C9 1.449(5) . ?
C8 H6 0.9500 . ?
C9 C10 1.396(5) . ?
C10 C11 1.398(5) . ?
C10 C37 1.503(5) . ?
C11 C12 1.415(5) . ?
C12 C13 1.343(6) . ?
C12 H7 0.9500 . ?
C13 C14 1.439(4) . ?
C13 H8 0.9500 . ?
C14 C15 1.390(5) . ?
C15 C16 1.412(4) . ?
C15 C53 1.504(5) . ?
C16 C17 1.451(5) . ?
C17 C18 1.348(5) . ?
C17 H9 0.9500 . ?
C18 C19 1.433(5) . ?
C18 H10 0.9500 . ?
C19 C20 1.411(4) . ?
C20 C69 1.495(4) . ?
C21 C26 1.393(5) . ?
C21 C22 1.409(5) . ?
C22 C23 1.392(5) . ?
C22 C27 1.510(5) . ?
C23 C24 1.401(5) . ?
C23 H11 0.9500 . ?
C24 C25 1.373(6) . ?
C25 C26 1.377(5) . ?
C25 H12 0.9500 . ?
C26 H13 0.9500 . ?
C27 C32 1.398(5) . ?
C27 C28 1.407(5) . ?
C28 C29 1.402(5) . ?
C28 C33 1.476(5) . ?
C29 C30 1.383(6) . ?
C29 H14 0.9500 . ?
C30 C31 1.384(6) . ?
C30 C34 1.512(6) . ?
C31 C32 1.396(5) . ?
C31 H15 0.9500 . ?
C32 C35 1.513(5) . ?
C33 H16 0.9800 . ?
C33 H17 0.9800 . ?
C33 H18 0.9800 . ?
C34 H19 0.9800 . ?
C34 H20 0.9800 . ?
C34 H21 0.9800 . ?
C35 H22 0.9800 . ?
C35 H23 0.9800 . ?
C35 H24 0.9800 . ?
C36 H25 0.9800 . ?
C36 H26 0.9800 . ?
C36 H27 0.9800 . ?
C37 C38 1.380(5) . ?
C37 C42 1.414(6) . ?
C38 C39 1.452(5) . ?
C38 C85 1.522(11) . ?
C38 C43 1.527(5) . ?
C39 C40 1.360(6) . ?
C39 H28 0.9500 . ?
C40 C41 1.334(6) . ?
C41 C42 1.367(6) . ?
C41 H29 0.9500 . ?
C42 H30 0.9500 . ?
C43 C44 1.3900 . ?
C43 C48 1.3900 . ?
C44 C45 1.3900 . ?
C44 C49 1.517(8) . ?
C45 C46 1.3900 . ?
C45 H31 0.9500 . ?
C46 C47 1.3900 . ?
C46 C50 1.521(7) . ?
C47 C48 1.3900 . ?
C47 H32 0.9500 . ?
C48 C51 1.537(9) . ?
C49 H33 0.9800 . ?
C49 H34 0.9800 . ?
C49 H35 0.9800 . ?
C50 H36 0.9800 . ?
C50 H37 0.9800 . ?
C50 H38 0.9800 . ?
C51 H39 0.9800 . ?
C51 H40 0.9800 . ?
C51 H41 0.9800 . ?
C52 H42 0.9800 . ?
C52 H43 0.9800 . ?
C52 H44 0.9800 . ?
C53 C58 1.383(6) . ?
C53 C54 1.416(5) . ?
C54 C55 1.394(6) . ?
C54 C59 1.496(6) . ?
C55 C56 1.380(7) . ?
C55 H45 0.9500 . ?
C56 C57 1.392(6) . ?
C57 C58 1.386(6) . ?
C57 H46 0.9500 . ?
C58 H47 0.9500 . ?
C59 C64 1.387(6) . ?
C59 C60 1.399(6) . ?
C60 C61 1.388(8) . ?
C60 C65 1.510(8) . ?
C61 C62 1.376(8) . ?
C61 H48 0.9500 . ?
C62 C63 1.388(7) . ?
C62 C66 1.507(8) . ?
C63 C64 1.401(6) . ?
C63 H49 0.9500 . ?
C64 C67 1.479(6) . ?
C65 H50 0.9800 . ?
C65 H51 0.9800 . ?
C65 H52 0.9800 . ?
C66 H53 0.9800 . ?
C66 H54 0.9800 . ?
C66 H55 0.9800 . ?
C67 H56 0.9800 . ?
C67 H57 0.9800 . ?
C67 H58 0.9800 . ?
C68 H59 0.9800 . ?
C68 H60 0.9800 . ?
C68 H61 0.9800 . ?
C69 C74 1.393(4) . ?
C69 C70 1.408(4) . ?
C70 C71 1.388(4) . ?
C70 C75 1.502(4) . ?
C71 C72 1.390(4) . ?
C71 H62 0.9500 . ?
C72 C73 1.384(5) . ?
C73 C74 1.392(4) . ?
C73 H63 0.9500 . ?
C74 H64 0.9500 . ?
C75 C76 1.390(5) . ?
C75 C80 1.409(5) . ?
C76 C77 1.454(5) . ?
C76 C81 1.457(5) . ?
C77 C78 1.377(5) . ?
C77 H65 0.9500 . ?
C78 C79 1.368(6) . ?
C78 C82 1.524(5) . ?
C79 C80 1.391(5) . ?
C79 H66 0.9500 . ?
C80 C83 1.526(5) . ?
C81 H67 0.9800 . ?
C81 H68 0.9800 . ?
C81 H69 0.9800 . ?
C82 H70 0.9800 . ?
C82 H71 0.9800 . ?
C82 H72 0.9800 . ?
C83 H73 0.9800 . ?
C83 H74 0.9800 . ?
C83 H75 0.9800 . ?
C84 H76 0.9800 . ?
C84 H77 0.9800 . ?
C84 H78 0.9800 . ?
C85 C86 1.3900 . ?
C85 C90 1.3900 . ?
C86 C87 1.3900 . ?
C86 C91 1.563(9) . ?
C87 C88 1.3900 . ?
C87 H79 0.9500 . ?
C88 C89 1.3900 . ?
C88 C92 1.568(17) . ?
C89 C90 1.3900 . ?
C89 H80 0.9500 . ?
C90 C93 1.572(16) . ?
C91 H81 0.9800 . ?
C91 H82 0.9800 . ?
C91 H83 0.9800 . ?
C92 H84 0.9800 . ?
C92 H85 0.9800 . ?
C92 H86 0.9800 . ?
C93 H87 0.9800 . ?
C93 H88 0.9800 . ?
C93 H89 0.9800 . ?
C94 H90 0.9900 . ?
C94 H91 0.9900 . ?
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 C20 174.1(3) . . . . ?
C4 N1 C1 C2 1.5(3) . . . . ?
N1 C1 C2 C3 -0.3(4) . . . . ?
C20 C1 C2 C3 -173.1(3) . . . . ?
C1 C2 C3 C4 -0.9(4) . . . . ?
C1 N1 C4 C5 174.5(3) . . . . ?
C1 N1 C4 C3 -2.0(4) . . . . ?
C2 C3 C4 N1 1.8(4) . . . . ?
C2 C3 C4 C5 -174.7(3) . . . . ?
N1 C4 C5 C6 2.7(5) . . . . ?
C3 C4 C5 C6 178.5(3) . . . . ?
N1 C4 C5 C21 -171.7(3) . . . . ?
C3 C4 C5 C21 4.2(5) . . . . ?
C9 N2 C6 C5 -177.7(3) . . . . ?
C9 N2 C6 C7 -1.6(4) . . . . ?
C4 C5 C6 N2 12.5(6) . . . . ?
C21 C5 C6 N2 -173.3(3) . . . . ?
C4 C5 C6 C7 -163.1(3) . . . . ?
C21 C5 C6 C7 11.1(5) . . . . ?
N2 C6 C7 C8 0.3(4) . . . . ?
C5 C6 C7 C8 176.6(4) . . . . ?
C6 C7 C8 C9 1.1(4) . . . . ?
C6 N2 C9 C10 -177.8(3) . . . . ?
C6 N2 C9 C8 2.2(4) . . . . ?
C7 C8 C9 N2 -2.1(4) . . . . ?
C7 C8 C9 C10 177.9(4) . . . . ?
N2 C9 C10 C11 -3.1(6) . . . . ?
C8 C9 C10 C11 176.9(4) . . . . ?
N2 C9 C10 C37 -177.9(3) . . . . ?
C8 C9 C10 C37 2.1(6) . . . . ?
C14 N3 C11 C10 -179.0(3) . . . . ?
C14 N3 C11 C12 -2.1(4) . . . . ?
C9 C10 C11 N3 1.3(6) . . . . ?
C37 C10 C11 N3 176.1(3) . . . . ?
C9 C10 C11 C12 -175.0(4) . . . . ?
C37 C10 C11 C12 -0.2(6) . . . . ?
N3 C11 C12 C13 2.3(4) . . . . ?
C10 C11 C12 C13 179.1(4) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C11 N3 C14 C15 176.6(3) . . . . ?
C11 N3 C14 C13 1.1(4) . . . . ?
C12 C13 C14 N3 0.3(4) . . . . ?
C12 C13 C14 C15 -175.2(4) . . . . ?
N3 C14 C15 C16 -13.4(6) . . . . ?
C13 C14 C15 C16 161.2(4) . . . . ?
N3 C14 C15 C53 171.9(3) . . . . ?
C13 C14 C15 C53 -13.5(5) . . . . ?
C19 N4 C16 C15 -177.0(3) . . . . ?
C19 N4 C16 C17 1.6(3) . . . . ?
C14 C15 C16 N4 3.8(6) . . . . ?
C53 C15 C16 N4 178.6(3) . . . . ?
C14 C15 C16 C17 -174.6(3) . . . . ?
C53 C15 C16 C17 0.2(5) . . . . ?
N4 C16 C17 C18 -1.8(4) . . . . ?
C15 C16 C17 C18 176.9(3) . . . . ?
C16 C17 C18 C19 1.1(4) . . . . ?
C16 N4 C19 C20 -174.7(3) . . . . ?
C16 N4 C19 C18 -1.0(3) . . . . ?
C17 C18 C19 N4 -0.1(4) . . . . ?
C17 C18 C19 C20 173.8(3) . . . . ?
N1 C1 C20 C19 -11.8(5) . . . . ?
C2 C1 C20 C19 159.5(3) . . . . ?
N1 C1 C20 C69 176.4(3) . . . . ?
C2 C1 C20 C69 -12.2(5) . . . . ?
N4 C19 C20 C1 9.0(5) . . . . ?
C18 C19 C20 C1 -163.9(3) . . . . ?
N4 C19 C20 C69 -179.4(3) . . . . ?
C18 C19 C20 C69 7.7(4) . . . . ?
C4 C5 C21 C26 60.4(4) . . . . ?
C6 C5 C21 C26 -114.2(4) . . . . ?
C4 C5 C21 C22 -119.7(4) . . . . ?
C6 C5 C21 C22 65.7(5) . . . . ?
C26 C21 C22 C23 -1.6(5) . . . . ?
C5 C21 C22 C23 178.5(3) . . . . ?
C26 C21 C22 C27 -179.7(3) . . . . ?
C5 C21 C22 C27 0.4(5) . . . . ?
C21 C22 C23 C24 1.3(5) . . . . ?
C27 C22 C23 C24 179.5(3) . . . . ?
C36 O1 C24 C25 2.4(5) . . . . ?
C36 O1 C24 C23 -179.1(3) . . . . ?
C22 C23 C24 C25 -0.2(5) . . . . ?
C22 C23 C24 O1 -178.8(3) . . . . ?
O1 C24 C25 C26 178.0(3) . . . . ?
C23 C24 C25 C26 -0.4(6) . . . . ?
C24 C25 C26 C21 0.1(6) . . . . ?
C22 C21 C26 C25 0.9(5) . . . . ?
C5 C21 C26 C25 -179.1(3) . . . . ?
C23 C22 C27 C32 71.5(5) . . . . ?
C21 C22 C27 C32 -110.4(4) . . . . ?
C23 C22 C27 C28 -105.0(4) . . . . ?
C21 C22 C27 C28 73.1(5) . . . . ?
C32 C27 C28 C29 2.3(5) . . . . ?
C22 C27 C28 C29 178.8(3) . . . . ?
C32 C27 C28 C33 -174.5(3) . . . . ?
C22 C27 C28 C33 2.0(5) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
C33 C28 C29 C30 176.6(3) . . . . ?
C28 C29 C30 C31 -1.8(6) . . . . ?
C28 C29 C30 C34 -179.0(4) . . . . ?
C29 C30 C31 C32 1.9(6) . . . . ?
C34 C30 C31 C32 179.2(4) . . . . ?
C30 C31 C32 C27 0.0(6) . . . . ?
C30 C31 C32 C35 -178.4(4) . . . . ?
C28 C27 C32 C31 -2.1(5) . . . . ?
C22 C27 C32 C31 -178.6(3) . . . . ?
C28 C27 C32 C35 176.1(4) . . . . ?
C22 C27 C32 C35 -0.3(6) . . . . ?
C9 C10 C37 C38 -103.1(5) . . . . ?
C11 C10 C37 C38 81.7(5) . . . . ?
C9 C10 C37 C42 69.9(5) . . . . ?
C11 C10 C37 C42 -105.3(4) . . . . ?
C42 C37 C38 C39 4.4(6) . . . . ?
C10 C37 C38 C39 177.3(4) . . . . ?
C42 C37 C38 C85 165.7(8) . . . . ?
C10 C37 C38 C85 -21.4(10) . . . . ?
C42 C37 C38 C43 -169.1(5) . . . . ?
C10 C37 C38 C43 3.7(7) . . . . ?
C37 C38 C39 C40 -3.4(7) . . . . ?
C85 C38 C39 C40 -165.6(8) . . . . ?
C43 C38 C39 C40 170.6(4) . . . . ?
C38 C39 C40 C41 0.2(8) . . . . ?
C38 C39 C40 O2 -176.1(4) . . . . ?
C52 O2 C40 C41 176.3(4) . . . . ?
C52 O2 C40 C39 -7.1(6) . . . . ?
C39 C40 C41 C42 1.8(8) . . . . ?
O2 C40 C41 C42 178.3(4) . . . . ?
C40 C41 C42 C37 -0.6(8) . . . . ?
C38 C37 C42 C41 -2.6(7) . . . . ?
C10 C37 C42 C41 -176.2(5) . . . . ?
C37 C38 C43 C44 82.9(5) . . . . ?
C39 C38 C43 C44 -90.7(5) . . . . ?
C37 C38 C43 C48 -103.6(5) . . . . ?
C39 C38 C43 C48 82.8(5) . . . . ?
C48 C43 C44 C45 0.0 . . . . ?
C38 C43 C44 C45 173.5(4) . . . . ?
C48 C43 C44 C49 -175.3(6) . . . . ?
C38 C43 C44 C49 -1.8(6) . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C49 C44 C45 C46 175.7(5) . . . . ?
C44 C45 C46 C47 0.0 . . . . ?
C44 C45 C46 C50 -179.1(5) . . . . ?
C45 C46 C47 C48 0.0 . . . . ?
C50 C46 C47 C48 179.1(5) . . . . ?
C46 C47 C48 C43 0.0 . . . . ?
C46 C47 C48 C51 -173.8(6) . . . . ?
C44 C43 C48 C47 0.0 . . . . ?
C38 C43 C48 C47 -173.6(4) . . . . ?
C44 C43 C48 C51 173.4(6) . . . . ?
C38 C43 C48 C51 -0.2(6) . . . . ?
C14 C15 C53 C58 112.3(4) . . . . ?
C16 C15 C53 C58 -62.8(4) . . . . ?
C14 C15 C53 C54 -69.3(4) . . . . ?
C16 C15 C53 C54 115.6(4) . . . . ?
C58 C53 C54 C55 0.7(5) . . . . ?
C15 C53 C54 C55 -177.8(3) . . . . ?
C58 C53 C54 C59 -179.5(3) . . . . ?
C15 C53 C54 C59 2.0(5) . . . . ?
C53 C54 C55 C56 0.0(6) . . . . ?
C59 C54 C55 C56 -179.9(4) . . . . ?
C68 O3 C56 C55 176.1(5) . . . . ?
C68 O3 C56 C57 -4.2(7) . . . . ?
C54 C55 C56 O3 179.2(4) . . . . ?
C54 C55 C56 C57 -0.5(6) . . . . ?
O3 C56 C57 C58 -179.4(4) . . . . ?
C55 C56 C57 C58 0.3(6) . . . . ?
C54 C53 C58 C57 -0.9(6) . . . . ?
C15 C53 C58 C57 177.6(4) . . . . ?
C56 C57 C58 C53 0.5(6) . . . . ?
C55 C54 C59 C64 108.0(4) . . . . ?
C53 C54 C59 C64 -71.9(5) . . . . ?
C55 C54 C59 C60 -69.4(5) . . . . ?
C53 C54 C59 C60 110.8(4) . . . . ?
C64 C59 C60 C61 3.7(6) . . . . ?
C54 C59 C60 C61 -179.0(4) . . . . ?
C64 C59 C60 C65 -175.0(4) . . . . ?
C54 C59 C60 C65 2.4(6) . . . . ?
C59 C60 C61 C62 -1.4(7) . . . . ?
C65 C60 C61 C62 177.3(5) . . . . ?
C60 C61 C62 C63 -0.8(7) . . . . ?
C60 C61 C62 C66 179.7(5) . . . . ?
C61 C62 C63 C64 0.6(7) . . . . ?
C66 C62 C63 C64 -179.8(5) . . . . ?
C60 C59 C64 C63 -3.8(6) . . . . ?
C54 C59 C64 C63 178.8(4) . . . . ?
C60 C59 C64 C67 173.0(4) . . . . ?
C54 C59 C64 C67 -4.3(6) . . . . ?
C62 C63 C64 C59 1.7(6) . . . . ?
C62 C63 C64 C67 -175.3(4) . . . . ?
C1 C20 C69 C74 86.0(4) . . . . ?
C19 C20 C69 C74 -86.2(4) . . . . ?
C1 C20 C69 C70 -92.2(4) . . . . ?
C19 C20 C69 C70 95.7(4) . . . . ?
C74 C69 C70 C71 0.2(5) . . . . ?
C20 C69 C70 C71 178.3(3) . . . . ?
C74 C69 C70 C75 -178.1(3) . . . . ?
C20 C69 C70 C75 0.1(5) . . . . ?
C69 C70 C71 C72 0.0(5) . . . . ?
C75 C70 C71 C72 178.3(3) . . . . ?
C84 O4 C72 C73 -1.8(5) . . . . ?
C84 O4 C72 C71 177.8(3) . . . . ?
C70 C71 C72 O4 -179.6(3) . . . . ?
C70 C71 C72 C73 0.0(5) . . . . ?
O4 C72 C73 C74 179.5(3) . . . . ?
C71 C72 C73 C74 -0.1(5) . . . . ?
C72 C73 C74 C69 0.3(5) . . . . ?
C70 C69 C74 C73 -0.3(5) . . . . ?
C20 C69 C74 C73 -178.6(3) . . . . ?
C71 C70 C75 C76 91.7(4) . . . . ?
C69 C70 C75 C76 -90.0(4) . . . . ?
C71 C70 C75 C80 -86.5(4) . . . . ?
C69 C70 C75 C80 91.7(4) . . . . ?
C80 C75 C76 C77 -3.0(5) . . . . ?
C70 C75 C76 C77 178.9(3) . . . . ?
C80 C75 C76 C81 174.8(3) . . . . ?
C70 C75 C76 C81 -3.4(5) . . . . ?
C75 C76 C77 C78 0.7(5) . . . . ?
C81 C76 C77 C78 -177.3(3) . . . . ?
C76 C77 C78 C79 2.1(6) . . . . ?
C76 C77 C78 C82 -179.0(4) . . . . ?
C77 C78 C79 C80 -2.7(6) . . . . ?
C82 C78 C79 C80 178.4(4) . . . . ?
C78 C79 C80 C75 0.5(6) . . . . ?
C78 C79 C80 C83 178.5(4) . . . . ?
C76 C75 C80 C79 2.5(5) . . . . ?
C70 C75 C80 C79 -179.4(3) . . . . ?
C76 C75 C80 C83 -175.6(3) . . . . ?
C70 C75 C80 C83 2.6(5) . . . . ?
C37 C38 C85 C86 95.1(10) . . . . ?
C39 C38 C85 C86 -103.5(9) . . . . ?
C37 C38 C85 C90 -103.3(12) . . . . ?
C39 C38 C85 C90 58.2(14) . . . . ?
C90 C85 C86 C87 0.0 . . . . ?
C38 C85 C86 C87 162.7(14) . . . . ?
C90 C85 C86 C91 -169(2) . . . . ?
C38 C85 C86 C91 -5.9(19) . . . . ?
C85 C86 C87 C88 0.0 . . . . ?
C91 C86 C87 C88 169.4(19) . . . . ?
C86 C87 C88 C89 0.0 . . . . ?
C86 C87 C88 C92 168(2) . . . . ?
C87 C88 C89 C90 0.0 . . . . ?
C92 C88 C89 C90 -167(2) . . . . ?
C88 C89 C90 C85 0.0 . . . . ?
C88 C89 C90 C93 -175(2) . . . . ?
C86 C85 C90 C89 0.0 . . . . ?
C38 C85 C90 C89 -160.3(16) . . . . ?
C86 C85 C90 C93 174(2) . . . . ?
C38 C85 C90 C93 14(2) . . . . ?
