#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:39:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230558 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/73/7057335.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_7057335
loop_
_publ_author_name
'Akine, Shigehisa'
'Onuma, Takahiro'
'Nabeshima, Tatsuya'
_publ_section_title
;
 A novel graphite-like stacking structure in a discrete molecule and its
 molecular recognition behavior
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9369
_journal_paper_doi               10.1039/C8NJ01315B
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         C156H140Cl12N4O4
_chemical_formula_sum            'C156 H140 Cl12 N4 O4'
_chemical_formula_weight         2560.11
_chemical_name_common            HBC_macrocycle_2H2O_4CHCl3
_chemical_name_systematic        'HBC dimer'
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-23 deposited with the CCDC.
2018-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.1990(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.0494(3)
_cell_length_b                   19.0406(3)
_cell_length_c                   21.7646(4)
_cell_measurement_reflns_used    68324
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.000
_cell_measurement_theta_min      1.414
_cell_volume                     6418.4(2)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2009)'
_computing_data_reduction        'APEX2 (Bruker AXS, 2009)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  ORTEP-3
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXD (Sheldrick, 2000)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            68324
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         1.414
_diffrn_source                   'fine-focus rotating anode'
_exptl_absorpt_coefficient_mu    0.319
_exptl_absorpt_correction_T_max  0.9688
_exptl_absorpt_correction_T_min  0.9246
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2680
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1091
_refine_ls_number_reflns         14013
_refine_ls_number_restraints     365
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.0903
_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)+(0.0580P)²+9.6355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2059
_refine_ls_wR_factor_ref         0.2388
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8702
_reflns_number_total             14013
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj01315b2.cif
_cod_data_source_block           onu273b
_cod_depositor_comments          'Adding full bibliography for 7057335.cif.'
_cod_database_code               7057335
_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.
;
_shelx_estimated_absorpt_t_min   0.925
_shelx_estimated_absorpt_t_max   0.969
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
C1 C 0.45887(17) 0.51919(15) 0.36153(15) 0.0353(6) Uani 1 1 d . . . . .
C2 C 0.41705(16) 0.53454(14) 0.40942(14) 0.0330(6) Uani 1 1 d . . . . .
C3 C 0.45984(16) 0.57436(14) 0.46329(14) 0.0332(6) Uani 1 1 d . . . . .
C4 C 0.54480(17) 0.59966(14) 0.46864(15) 0.0352(6) Uani 1 1 d . . . . .
C5 C 0.58620(17) 0.58507(15) 0.42038(15) 0.0375(7) Uani 1 1 d . . . . .
C6 C 0.54377(17) 0.54458(15) 0.36691(15) 0.0369(7) Uani 1 1 d . . . . .
C7 C 0.41522(18) 0.47834(15) 0.30691(15) 0.0380(7) Uani 1 1 d . . . . .
C8 C 0.45740(19) 0.46132(17) 0.25904(16) 0.0439(7) Uani 1 1 d . . . . .
C9 C 0.4167(2) 0.41585(19) 0.21002(18) 0.0524(9) Uani 1 1 d . . . . .
H1 H 0.4468 0.4016 0.1799 0.063 Uiso 1 1 calc R U . . .
C10 C 0.3338(2) 0.39085(19) 0.20389(18) 0.0535(9) Uani 1 1 d . . . . .
C11 C 0.29046(19) 0.41176(17) 0.24828(17) 0.0468(8) Uani 1 1 d . . . . .
H2 H 0.2326 0.3967 0.2433 0.056 Uiso 1 1 calc R U . . .
C12 C 0.32971(18) 0.45442(16) 0.30014(15) 0.0395(7) Uani 1 1 d . . . . .
C13 C 0.32892(16) 0.51235(14) 0.40222(14) 0.0325(6) Uani 1 1 d . . . . .
C14 C 0.28413(17) 0.47407(15) 0.34764(14) 0.0359(6) Uani 1 1 d . . . . .
C15 C 0.19757(17) 0.45709(16) 0.33988(15) 0.0387(7) Uani 1 1 d . . . . .
H3 H 0.1675 0.4329 0.3025 0.046 Uiso 1 1 calc R U . . .
C16 C 0.15384(17) 0.47441(16) 0.38504(15) 0.0383(7) Uani 1 1 d . . . . .
C17 C 0.19884(17) 0.50957(15) 0.43899(15) 0.0370(7) Uani 1 1 d . . . . .
H4 H 0.1702 0.5203 0.4709 0.044 Uiso 1 1 calc R U . . .
C18 C 0.28515(16) 0.52995(14) 0.44842(14) 0.0327(6) Uani 1 1 d . . . . .
C19 C 0.41637(17) 0.59215(14) 0.51123(14) 0.0344(6) Uani 1 1 d . . . . .
C20 C 0.32917(17) 0.57105(14) 0.50414(14) 0.0335(6) Uani 1 1 d . . . . .
C21 C 0.28695(17) 0.59362(15) 0.54908(14) 0.0365(6) Uani 1 1 d . . . . .
H5 H 0.2290 0.5792 0.5444 0.044 Uiso 1 1 calc R U . . .
C22 C 0.32574(18) 0.63614(15) 0.60018(15) 0.0385(7) Uani 1 1 d . . . . .
C23 C 0.41191(18) 0.65412(16) 0.60775(15) 0.0399(7) Uani 1 1 d . . . . .
H6 H 0.4404 0.6817 0.6434 0.048 Uiso 1 1 calc R U . . .
C24 C 0.45785(17) 0.63284(15) 0.56455(15) 0.0365(6) Uani 1 1 d . . . . .
C25 C 0.58832(17) 0.64048(15) 0.52330(15) 0.0379(7) Uani 1 1 d . . . . .
C26 C 0.54748(17) 0.65545(15) 0.57199(16) 0.0395(7) Uani 1 1 d . . . . .
C27 C 0.59218(19) 0.69228(16) 0.62600(17) 0.0466(8) Uani 1 1 d . . . . .
H7 H 0.5650 0.7007 0.6592 0.056 Uiso 1 1 calc R U . . .
C28 C 0.6756(2) 0.71689(17) 0.63238(19) 0.0517(9) Uani 1 1 d . . . . .
C29 C 0.71396(19) 0.70429(17) 0.58352(18) 0.0503(9) Uani 1 1 d . . . . .
H8 H 0.7705 0.7218 0.5873 0.060 Uiso 1 1 calc R U . . .
C30 C 0.67283(18) 0.66693(16) 0.52900(16) 0.0433(7) Uani 1 1 d . . . . .
C31 C 0.67092(18) 0.61414(16) 0.42427(17) 0.0429(7) Uani 1 1 d . . . . .
C32 C 0.71309(18) 0.65581(17) 0.47674(17) 0.0468(8) Uani 1 1 d . . . . .
C33 C 0.79112(19) 0.68877(19) 0.47629(19) 0.0542(9) Uani 1 1 d . . . . .
H9 H 0.8181 0.7184 0.5109 0.065 Uiso 1 1 calc R U . . .
C34 C 0.8301(2) 0.6795(2) 0.4272(2) 0.0580(10) Uani 1 1 d . . . . .
C35 C 0.7898(2) 0.63637(19) 0.37730(19) 0.0557(10) Uani 1 1 d . . . . .
H10 H 0.8172 0.6281 0.3442 0.067 Uiso 1 1 calc R U . . .
C36 C 0.71007(19) 0.60435(17) 0.37363(18) 0.0479(8) Uani 1 1 d . . . . .
C37 C 0.58365(19) 0.53298(16) 0.31570(16) 0.0428(7) Uani 1 1 d . . . . .
C38 C 0.6646(2) 0.56493(17) 0.31747(18) 0.0488(8) Uani 1 1 d . . . . .
C39 C 0.6958(2) 0.56012(19) 0.2638(2) 0.0594(10) Uani 1 1 d . . . . .
H11 H 0.7493 0.5821 0.2647 0.071 Uiso 1 1 calc R U . . .
C40 C 0.6531(2) 0.5250(2) 0.2095(2) 0.0601(9) Uani 1 1 d . U . . .
C41 C 0.5762(2) 0.49077(19) 0.20937(19) 0.0559(9) Uani 1 1 d . . . . .
H12 H 0.5470 0.4645 0.1730 0.067 Uiso 1 1 calc R U . . .
C42 C 0.5412(2) 0.49426(17) 0.26172(17) 0.0455(8) Uani 1 1 d . . . . .
C43 C 0.2907(2) 0.3433(2) 0.1506(2) 0.0629(11) Uani 1 1 d . . . . .
C44 C 0.2023(2) 0.3463(2) 0.1237(2) 0.0651(11) Uani 1 1 d . . . . .
H13 H 0.1690 0.3803 0.1388 0.078 Uiso 1 1 calc R U . . .
C45 C 0.1611(3) 0.3006(2) 0.0751(2) 0.0748(13) Uani 1 1 d . . . . .
C46 C 0.2103(3) 0.2520(3) 0.0524(3) 0.0931(17) Uani 1 1 d . . . . .
H14 H 0.1834 0.2209 0.0190 0.112 Uiso 1 1 calc R U . . .
C47 C 0.2976(3) 0.2488(3) 0.0785(3) 0.104(2) Uani 1 1 d . . . . .
H15 H 0.3309 0.2154 0.0628 0.124 Uiso 1 1 calc R U . . .
C48 C 0.3379(3) 0.2934(3) 0.1272(2) 0.0869(16) Uani 1 1 d . . . . .
H16 H 0.3985 0.2900 0.1449 0.104 Uiso 1 1 calc R U . . .
C49 C 0.7223(2) 0.75600(19) 0.6907(2) 0.0616(10) Uani 1 1 d . . . . .
C50 C 0.8114(2) 0.7527(2) 0.7120(2) 0.0667(11) Uani 1 1 d . . . . .
H17 H 0.8424 0.7234 0.6903 0.080 Uiso 1 1 calc R U . . .
C51 C 0.8566(3) 0.7912(2) 0.7644(2) 0.0789(14) Uani 1 1 d . . . . .
C52 C 0.8108(3) 0.8327(3) 0.7963(3) 0.0988(18) Uani 1 1 d . . . . .
H18 H 0.8411 0.8597 0.8319 0.119 Uiso 1 1 calc R U . . .
C53 C 0.7229(3) 0.8355(3) 0.7775(3) 0.0989(18) Uani 1 1 d . . . . .
H19 H 0.6923 0.8629 0.8008 0.119 Uiso 1 1 calc R U . . .
C54 C 0.6782(3) 0.7983(2) 0.7244(3) 0.0845(15) Uani 1 1 d . . . . .
H20 H 0.6170 0.8014 0.7108 0.101 Uiso 1 1 calc R U . . .
C55 C 0.0676(3) 0.3024(3) 0.0475(2) 0.0851(15) Uani 1 1 d . . . . .
H21 H 0.0427 0.2677 0.0168 0.102 Uiso 1 1 calc R U . . .
N1 N 0.0187(2) 0.34642(19) 0.06179(18) 0.0724(10) Uani 1 1 d D . . . .
C56 C -0.0737(3) 0.3416(3) 0.0301(3) 0.0896(16) Uani 1 1 d . . . . .
H22 H -0.0861 0.2968 0.0064 0.107 Uiso 1 1 calc R U . . .
H23 H -0.0910 0.3807 -0.0006 0.107 Uiso 1 1 calc R U . . .
C57 C -0.1243(3) 0.3452(3) 0.0794(3) 0.1054(19) Uani 1 1 d . . . . .
H24 H -0.1120 0.3901 0.1031 0.126 Uiso 1 1 calc R U . . .
H25 H -0.1869 0.3431 0.0584 0.126 Uiso 1 1 calc R U . . .
O1 O -0.1012(2) 0.2900(2) 0.1206(2) 0.1040(12) Uani 1 1 d . . . . .
C58 C -0.1285(3) 0.3001(3) 0.1792(3) 0.1053(19) Uani 1 1 d . . . . .
H26 H -0.1080 0.3460 0.1988 0.126 Uiso 1 1 calc R U . . .
H27 H -0.1922 0.2986 0.1701 0.126 Uiso 1 1 calc R U . . .
C59 C -0.0897(3) 0.2426(3) 0.2214(3) 0.0877(15) Uani 1 1 d . . . . .
H28 H -0.1058 0.1973 0.1991 0.105 Uiso 1 1 calc R U . . .
H29 H -0.1126 0.2428 0.2594 0.105 Uiso 1 1 calc R U . . .
N2 N 0.0046(2) 0.2487(2) 0.2414(2) 0.0882(13) Uani 1 1 d D . . . .
C60 C 0.0480(3) 0.2090(3) 0.2166(3) 0.0855(15) Uani 1 1 d . . . . .
H30 H 0.0187 0.1776 0.1841 0.103 Uiso 1 1 calc R U . . .
C61 C 0.05773(18) 0.45613(18) 0.37350(16) 0.0451(8) Uani 1 1 d . . . . .
C62 C 0.0065(2) 0.4958(2) 0.3143(2) 0.0674(11) Uani 1 1 d . . . . .
H31 H 0.0284 0.4832 0.2777 0.101 Uiso 1 1 calc R U . . .
H32 H -0.0547 0.4831 0.3054 0.101 Uiso 1 1 calc R U . . .
H33 H 0.0129 0.5465 0.3219 0.101 Uiso 1 1 calc R U . . .
C63 C 0.0450(2) 0.3769(2) 0.36244(19) 0.0575(10) Uani 1 1 d . . . . .
H34 H 0.0666 0.3629 0.3261 0.086 Uiso 1 1 calc R U . . .
H35 H 0.0769 0.3515 0.4006 0.086 Uiso 1 1 calc R U . . .
H36 H -0.0165 0.3655 0.3536 0.086 Uiso 1 1 calc R U . . .
C64 C 0.0236(2) 0.4757(2) 0.43024(18) 0.0583(10) Uani 1 1 d . . . . .
H37 H 0.0310 0.5263 0.4383 0.087 Uiso 1 1 calc R U . . .
H38 H -0.0379 0.4638 0.4210 0.087 Uiso 1 1 calc R U . . .
H39 H 0.0556 0.4498 0.4679 0.087 Uiso 1 1 calc R U . . .
C65 C 0.2723(2) 0.66558(17) 0.64351(16) 0.0438(7) Uani 1 1 d . . . . .
C66 C 0.2012(3) 0.7127(2) 0.6034(2) 0.0679(11) Uani 1 1 d . . . . .
H40 H 0.1660 0.6857 0.5676 0.102 Uiso 1 1 calc R U . . .
H41 H 0.1646 0.7299 0.6298 0.102 Uiso 1 1 calc R U . . .
H42 H 0.2275 0.7526 0.5871 0.102 Uiso 1 1 calc R U . . .
C67 C 0.2297(2) 0.6055(2) 0.6707(2) 0.0604(10) Uani 1 1 d . . . . .
H43 H 0.1943 0.5775 0.6357 0.091 Uiso 1 1 calc R U . . .
H44 H 0.2744 0.5757 0.6976 0.091 Uiso 1 1 calc R U . . .
H45 H 0.1931 0.6249 0.6962 0.091 Uiso 1 1 calc R U . . .
C68 C 0.3265(2) 0.7078(2) 0.69881(19) 0.0689(12) Uani 1 1 d . . . . .
H46 H 0.3544 0.7467 0.6824 0.103 Uiso 1 1 calc R U . . .
H47 H 0.2893 0.7266 0.7242 0.103 Uiso 1 1 calc R U . . .
H48 H 0.3706 0.6774 0.7256 0.103 Uiso 1 1 calc R U . . .
C69 C 0.9127(12) 0.7123(7) 0.4192(8) 0.046(3) Uani 0.553(8) 1 d . U P A 1
C70 C 0.8922(4) 0.7915(4) 0.4088(6) 0.067(3) Uani 0.553(8) 1 d . . P A 1
H49 H 0.9433 0.8162 0.4032 0.100 Uiso 0.553(8) 1 calc R U P A 1
H50 H 0.8442 0.7978 0.3707 0.100 Uiso 0.553(8) 1 calc R U P A 1
H51 H 0.8762 0.8106 0.4459 0.100 Uiso 0.553(8) 1 calc R U P A 1
C71 C 0.9816(4) 0.7048(5) 0.4831(4) 0.059(2) Uani 0.553(8) 1 d . . P A 1
H52 H 1.0360 0.7255 0.4794 0.088 Uiso 0.553(8) 1 calc R U P A 1
H53 H 0.9621 0.7291 0.5165 0.088 Uiso 0.553(8) 1 calc R U P A 1
H54 H 0.9905 0.6549 0.4939 0.088 Uiso 0.553(8) 1 calc R U P A 1
C72 C 0.9505(4) 0.6874(4) 0.3657(4) 0.066(2) Uani 0.553(8) 1 d . . P A 1
H55 H 1.0035 0.7137 0.3671 0.099 Uiso 0.553(8) 1 calc R U P A 1
H56 H 0.9639 0.6372 0.3710 0.099 Uiso 0.553(8) 1 calc R U P A 1
H57 H 0.9085 0.6953 0.3246 0.099 Uiso 0.553(8) 1 calc R U P A 1
C73 C 0.9148(15) 0.7295(10) 0.4346(10) 0.048(4) Uani 0.447(8) 1 d . U P A 2
C74 C 0.9012(6) 0.7637(6) 0.3705(5) 0.068(3) Uani 0.447(8) 1 d . . P A 2
H58 H 0.8860 0.7278 0.3371 0.102 Uiso 0.447(8) 1 calc R U P A 2
H59 H 0.8543 0.7981 0.3644 0.102 Uiso 0.447(8) 1 calc R U P A 2
H60 H 0.9544 0.7874 0.3680 0.102 Uiso 0.447(8) 1 calc R U P A 2
C75 C 0.9378(7) 0.7812(7) 0.4861(5) 0.098(5) Uani 0.447(8) 1 d . . P A 2
H61 H 0.9462 0.7573 0.5272 0.147 Uiso 0.447(8) 1 calc R U P A 2
H62 H 0.9913 0.8051 0.4846 0.147 Uiso 0.447(8) 1 calc R U P A 2
H63 H 0.8912 0.8157 0.4810 0.147 Uiso 0.447(8) 1 calc R U P A 2
C76 C 0.9873(6) 0.6743(7) 0.4439(8) 0.093(5) Uani 0.447(8) 1 d . . P A 2
H64 H 0.9723 0.6396 0.4095 0.139 Uiso 0.447(8) 1 calc R U P A 2
H65 H 1.0415 0.6976 0.4431 0.139 Uiso 0.447(8) 1 calc R U P A 2
H66 H 0.9943 0.6507 0.4849 0.139 Uiso 0.447(8) 1 calc R U P A 2
C77 C 0.6772(9) 0.5228(8) 0.1400(9) 0.066(3) Uani 0.397(3) 1 d D U P B 1
C78 C 0.6909(18) 0.5976(10) 0.1225(11) 0.072(5) Uani 0.397(3) 1 d D U P B 1
H67 H 0.6367 0.6238 0.1164 0.108 Uiso 0.397(3) 1 calc R U P B 1
H68 H 0.7355 0.6194 0.1568 0.108 Uiso 0.397(3) 1 calc R U P B 1
H69 H 0.7093 0.5984 0.0830 0.108 Uiso 0.397(3) 1 calc R U P B 1
C79 C 0.7571(11) 0.4773(8) 0.1507(9) 0.095(4) Uani 0.397(3) 1 d D U P B 1
H70 H 0.7435 0.4296 0.1618 0.142 Uiso 0.397(3) 1 calc R U P B 1
H71 H 0.7767 0.4760 0.1116 0.142 Uiso 0.397(3) 1 calc R U P B 1
H72 H 0.8029 0.4970 0.1854 0.142 Uiso 0.397(3) 1 calc R U P B 1
C80 C 0.6121(10) 0.4920(8) 0.0824(7) 0.097(4) Uani 0.397(3) 1 d D U P B 1
H73 H 0.6005 0.4429 0.0911 0.146 Uiso 0.397(3) 1 calc R U P B 1
H74 H 0.5583 0.5189 0.0740 0.146 Uiso 0.397(3) 1 calc R U P B 1
H75 H 0.6356 0.4943 0.0452 0.146 Uiso 0.397(3) 1 calc R U P B 1
C81 C 0.6998(9) 0.5212(10) 0.1602(8) 0.053(3) Uani 0.335(3) 1 d D U P B 2
C82 C 0.695(3) 0.5926(13) 0.1305(18) 0.088(7) Uani 0.335(3) 1 d D U P B 2
H76 H 0.7262 0.5920 0.0971 0.133 Uiso 0.335(3) 1 calc R U P B 2
H77 H 0.6349 0.6054 0.1118 0.133 Uiso 0.335(3) 1 calc R U P B 2
H78 H 0.7223 0.6271 0.1630 0.133 Uiso 0.335(3) 1 calc R U P B 2
C83 C 0.665(2) 0.4660(13) 0.1108(10) 0.086(7) Uani 0.335(3) 1 d D U P B 2
H79 H 0.6992 0.4660 0.0793 0.129 Uiso 0.335(3) 1 calc R U P B 2
H80 H 0.6697 0.4198 0.1313 0.129 Uiso 0.335(3) 1 calc R U P B 2
H81 H 0.6048 0.4761 0.0896 0.129 Uiso 0.335(3) 1 calc R U P B 2
C84 C 0.7954(9) 0.5058(13) 0.1816(7) 0.084(5) Uani 0.335(3) 1 d D U P B 2
H82 H 0.8191 0.5046 0.1444 0.126 Uiso 0.335(3) 1 calc R U P B 2
H83 H 0.8245 0.5426 0.2110 0.126 Uiso 0.335(3) 1 calc R U P B 2
H84 H 0.8047 0.4602 0.2032 0.126 Uiso 0.335(3) 1 calc R U P B 2
C85 C 0.6890(13) 0.5328(11) 0.1483(14) 0.070(4) Uani 0.269(3) 1 d D U P B 3
C86 C 0.6252(13) 0.5765(9) 0.1001(9) 0.077(4) Uani 0.269(3) 1 d D U P B 3
H85 H 0.6298 0.6257 0.1137 0.116 Uiso 0.269(3) 1 calc R U P B 3
H86 H 0.6379 0.5727 0.0585 0.116 Uiso 0.269(3) 1 calc R U P B 3
H87 H 0.5666 0.5594 0.0967 0.116 Uiso 0.269(3) 1 calc R U P B 3
C87 C 0.682(3) 0.4575(13) 0.1270(15) 0.084(7) Uani 0.269(3) 1 d D U P B 3
H88 H 0.7230 0.4289 0.1581 0.126 Uiso 0.269(3) 1 calc R U P B 3
H89 H 0.6230 0.4406 0.1236 0.126 Uiso 0.269(3) 1 calc R U P B 3
H90 H 0.6943 0.4539 0.0854 0.126 Uiso 0.269(3) 1 calc R U P B 3
C88 C 0.7757(13) 0.5690(14) 0.1633(10) 0.097(6) Uani 0.269(3) 1 d D U P B 3
H91 H 0.7693 0.6176 0.1764 0.145 Uiso 0.269(3) 1 calc R U P B 3
H92 H 0.8162 0.5440 0.1980 0.145 Uiso 0.269(3) 1 calc R U P B 3
H93 H 0.7979 0.5690 0.1254 0.145 Uiso 0.269(3) 1 calc R U P B 3
O2 O 0.0478(4) 0.3919(3) 0.1925(3) 0.182(2) Uani 1 1 d D . . C 1
H94 H 0.0412(9) 0.3843(17) 0.1530(5) 0.272 Uiso 1 1 d D U . D 1
H95 H 0.0376(9) 0.3563(7) 0.2128(14) 0.272 Uiso 1 1 d D U . . .
Cl1 Cl -0.0648(3) 0.53628(19) 0.05438(15) 0.1288(12) Uani 0.6 1 d . . P E 1
Cl2 Cl -0.04288(19) 0.61823(18) 0.16841(19) 0.1462(13) Uani 0.6 1 d . . P E 1
Cl3 Cl 0.1011(2) 0.5451(2) 0.1440(2) 0.1603(15) Uani 0.6 1 d . . P E 1
C89 C -0.0110(8) 0.5421(6) 0.1351(5) 0.086(3) Uani 0.6 1 d . . P E 1
H96 H -0.0251 0.4999 0.1579 0.103 Uiso 0.6 1 calc R U P E 1
Cl4 Cl 0.0089(6) 0.5207(5) 0.1070(8) 0.179(4) Uani 0.3 1 d D U P F 2
Cl5 Cl -0.1585(5) 0.5373(3) 0.0160(3) 0.1134(16) Uani 0.3 1 d D U P F 2
Cl6 Cl -0.0740(4) 0.6565(2) 0.0906(3) 0.1071(15) Uani 0.3 1 d D U P F 2
C90 C -0.0596(12) 0.5787(9) 0.0533(10) 0.118(5) Uani 0.3 1 d D U P F 2
H97 H -0.0304 0.5905 0.0193 0.141 Uiso 0.3 1 calc R U P F 2
Cl7 Cl 0.0650(13) 0.4988(12) 0.1830(8) 0.145(6) Uani 0.1 1 d D U P G 3
Cl8 Cl -0.0158(13) 0.5744(14) 0.0736(13) 0.178(10) Uani 0.1 1 d D U P G 3
Cl9 Cl 0.1633(13) 0.5407(12) 0.0997(13) 0.173(7) Uani 0.1 1 d D U P G 3
C91 C 0.0605(17) 0.5088(18) 0.1017(13) 0.128(8) Uani 0.1 1 d D U P G 3
H98 H 0.0455 0.4639 0.0775 0.153 Uiso 0.1 1 calc R U P G 3
Cl10 Cl -0.3901(3) 0.4870(2) -0.06187(15) 0.1677(18) Uani 0.6 1 d . U P H 1
Cl11 Cl -0.4345(4) 0.3483(4) -0.1205(4) 0.236(3) Uani 0.6 1 d . U P H 1
Cl12 Cl -0.2699(3) 0.3994(3) -0.0987(3) 0.193(2) Uani 0.6 1 d . U P H 1
C92 C -0.3769(12) 0.4283(10) -0.1204(8) 0.144(3) Uani 0.6 1 d . U P H 1
H99 H -0.3919 0.4506 -0.1635 0.172 Uiso 0.6 1 calc R U P H 1
Cl13 Cl -0.2900(11) 0.3680(9) -0.0279(6) 0.114(5) Uani 0.1 1 d D U P I 2
Cl14 Cl -0.2409(16) 0.4381(18) -0.1263(11) 0.189(11) Uani 0.1 1 d D U P I 2
Cl15 Cl -0.4103(12) 0.3765(11) -0.1478(8) 0.119(5) Uani 0.1 1 d D U P I 2
C93 C -0.3283(19) 0.4238(18) -0.0939(13) 0.162(10) Uani 0.1 1 d D U P I 2
H100 H -0.3507 0.4690 -0.0810 0.195 Uiso 0.1 1 calc R U P I 2
Cl16 Cl -0.2722(12) 0.4969(9) -0.0566(7) 0.183(6) Uani 0.18 1 d D U P J 3
Cl17 Cl -0.3099(10) 0.4194(7) -0.1684(6) 0.158(4) Uani 0.18 1 d D U P J 3
Cl18 Cl -0.3769(9) 0.3706(6) -0.0698(7) 0.143(4) Uani 0.18 1 d D U P J 3
C94 C -0.3493(19) 0.4450(13) -0.1061(11) 0.124(7) Uani 0.18 1 d D U P J 3
H101 H -0.4025 0.4738 -0.1231 0.149 Uiso 0.18 1 calc R U P J 3
Cl19 Cl -0.4003(11) 0.5472(17) -0.0520(10) 0.202(8) Uani 0.12 1 d D U P K 4
Cl20 Cl -0.2273(13) 0.5015(18) -0.0275(9) 0.203(9) Uani 0.12 1 d D U P K 4
Cl21 Cl -0.363(3) 0.4152(17) -0.099(2) 0.336(17) Uani 0.12 1 d D U P K 4
C95 C -0.3263(18) 0.5018(18) -0.0847(17) 0.190(11) Uani 0.12 1 d D U P K 4
H102 H -0.3211 0.5249 -0.1247 0.228 Uiso 0.12 1 calc R U P K 4
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
C2 C1 C6 120.0(3) . .
C2 C1 C7 120.0(2) . .
C6 C1 C7 120.0(3) . .
C1 C2 C3 120.1(2) . .
C1 C2 C13 120.1(3) . .
C3 C2 C13 119.7(3) . .
C2 C3 C4 119.8(3) . .
C2 C3 C19 120.3(2) . .
C4 C3 C19 119.8(3) . .
C5 C4 C3 120.1(3) . .
C5 C4 C25 120.0(2) . .
C3 C4 C25 119.9(3) . .
C4 C5 C6 120.1(2) . .
C4 C5 C31 119.9(3) . .
C6 C5 C31 119.9(3) . .
C5 C6 C1 119.9(3) . .
C5 C6 C37 120.3(3) . .
C1 C6 C37 119.7(3) . .
C12 C7 C8 119.0(3) . .
C12 C7 C1 120.5(3) . .
C8 C7 C1 120.4(3) . .
C9 C8 C7 119.0(3) . .
C9 C8 C42 122.3(3) . .
C7 C8 C42 118.7(3) . .
C10 C9 C8 122.1(3) . .
C10 C9 H1 119.0 . .
C8 C9 H1 119.0 . .
C9 C10 C11 118.5(3) . .
C9 C10 C43 121.4(3) . .
C11 C10 C43 120.1(3) . .
C10 C11 C12 121.8(3) . .
C10 C11 H2 119.1 . .
C12 C11 H2 119.1 . .
C11 C12 C7 119.3(3) . .
C11 C12 C14 121.0(3) . .
C7 C12 C14 119.6(3) . .
C18 C13 C14 118.8(2) . .
C18 C13 C2 120.7(3) . .
C14 C13 C2 120.5(3) . .
C15 C14 C13 119.4(3) . .
C15 C14 C12 121.5(3) . .
C13 C14 C12 119.1(2) . .
C16 C15 C14 122.1(3) . .
C16 C15 H3 118.9 . .
C14 C15 H3 118.9 . .
C17 C16 C15 117.9(3) . .
C17 C16 C61 121.9(3) . .
C15 C16 C61 120.2(3) . .
C16 C17 C18 122.4(3) . .
C16 C17 H4 118.8 . .
C18 C17 H4 118.8 . .
C17 C18 C13 119.2(3) . .
C17 C18 C20 121.0(3) . .
C13 C18 C20 119.8(2) . .
C24 C19 C20 118.9(3) . .
C24 C19 C3 120.8(2) . .
C20 C19 C3 120.3(3) . .
C21 C20 C19 118.7(3) . .
C21 C20 C18 121.9(2) . .
C19 C20 C18 119.3(3) . .
C22 C21 C20 123.0(3) . .
C22 C21 H5 118.5 . .
C20 C21 H5 118.5 . .
C21 C22 C23 117.6(3) . .
C21 C22 C65 120.0(3) . .
C23 C22 C65 122.3(3) . .
C22 C23 C24 122.1(3) . .
C22 C23 H6 118.9 . .
C24 C23 H6 118.9 . .
C23 C24 C19 119.6(3) . .
C23 C24 C26 121.0(3) . .
C19 C24 C26 119.3(3) . .
C26 C25 C30 118.8(3) . .
C26 C25 C4 120.6(2) . .
C30 C25 C4 120.6(3) . .
C27 C26 C25 119.7(3) . .
C27 C26 C24 120.8(3) . .
C25 C26 C24 119.4(3) . .
C28 C27 C26 121.5(3) . .
C28 C27 H7 119.3 . .
C26 C27 H7 119.3 . .
C29 C28 C27 118.4(3) . .
C29 C28 C49 121.0(3) . .
C27 C28 C49 120.6(3) . .
C28 C29 C30 122.5(3) . .
C28 C29 H8 118.8 . .
C30 C29 H8 118.8 . .
C29 C30 C25 118.9(3) . .
C29 C30 C32 121.9(3) . .
C25 C30 C32 119.1(3) . .
C32 C31 C36 119.2(3) . .
C32 C31 C5 120.4(3) . .
C36 C31 C5 120.3(3) . .
C33 C32 C31 119.1(3) . .
C33 C32 C30 121.2(3) . .
C31 C32 C30 119.7(3) . .
C34 C33 C32 122.3(4) . .
C34 C33 H9 118.9 . .
C32 C33 H9 118.9 . .
C35 C34 C33 118.1(3) . .
C35 C34 C69 113.4(6) . .
C33 C34 C69 128.6(6) . .
C35 C34 C73 129.0(7) . .
C33 C34 C73 112.6(7) . .
C34 C35 C36 122.4(4) . .
C34 C35 H10 118.8 . .
C36 C35 H10 118.8 . .
C35 C36 C31 118.9(3) . .
C35 C36 C38 121.4(3) . .
C31 C36 C38 119.6(3) . .
C42 C37 C38 119.1(3) . .
C42 C37 C6 120.8(3) . .
C38 C37 C6 120.0(3) . .
C39 C38 C37 118.4(3) . .
C39 C38 C36 121.8(3) . .
C37 C38 C36 119.7(3) . .
C40 C39 C38 123.1(3) . .
C40 C39 H11 118.4 . .
C38 C39 H11 118.4 . .
C39 C40 C41 118.1(3) . .
C39 C40 C81 114.8(7) . .
C41 C40 C81 126.7(7) . .
C39 C40 C85 117.8(8) . .
C41 C40 C85 123.8(8) . .
C39 C40 C77 127.9(6) . .
C41 C40 C77 113.9(6) . .
C40 C41 C42 121.4(4) . .
C40 C41 H12 119.3 . .
C42 C41 H12 119.3 . .
C41 C42 C37 119.8(3) . .
C41 C42 C8 120.4(3) . .
C37 C42 C8 119.7(3) . .
C44 C43 C48 117.9(4) . .
C44 C43 C10 121.2(3) . .
C48 C43 C10 120.9(3) . .
C43 C44 C45 121.6(3) . .
C43 C44 H13 119.2 . .
C45 C44 H13 119.2 . .
C46 C45 C44 119.0(4) . .
C46 C45 C55 119.2(4) . .
C44 C45 C55 121.9(4) . .
C47 C46 C45 119.8(4) . .
C47 C46 H14 120.1 . .
C45 C46 H14 120.1 . .
C46 C47 C48 121.0(4) . .
C46 C47 H15 119.5 . .
C48 C47 H15 119.5 . .
C47 C48 C43 120.7(4) . .
C47 C48 H16 119.6 . .
C43 C48 H16 119.6 . .
C50 C49 C54 118.1(4) . .
C50 C49 C28 120.4(3) . .
C54 C49 C28 121.5(3) . .
C49 C50 C51 121.4(4) . .
C49 C50 H17 119.3 . .
C51 C50 H17 119.3 . .
C52 C51 C50 118.9(4) . .
C52 C51 C60 120.6(4) . 3_666
C50 C51 C60 120.4(4) . 3_666
C53 C52 C51 121.0(4) . .
C53 C52 H18 119.5 . .
C51 C52 H18 119.5 . .
C52 C53 C54 120.1(4) . .
C52 C53 H19 120.0 . .
C54 C53 H19 120.0 . .
C53 C54 C49 120.5(4) . .
C53 C54 H20 119.7 . .
C49 C54 H20 119.7 . .
N1 C55 C45 124.1(4) . .
N1 C55 H21 118.0 . .
C45 C55 H21 118.0 . .
C55 N1 C56 117.9(4) . .
N1 C56 C57 109.2(4) . .
N1 C56 H22 109.8 . .
C57 C56 H22 109.8 . .
N1 C56 H23 109.8 . .
C57 C56 H23 109.8 . .
H22 C56 H23 108.3 . .
O1 C57 C56 109.2(5) . .
O1 C57 H24 109.8 . .
C56 C57 H24 109.8 . .
O1 C57 H25 109.8 . .
C56 C57 H25 109.8 . .
H24 C57 H25 108.3 . .
C57 O1 C58 112.2(4) . .
C59 C58 O1 105.8(5) . .
C59 C58 H26 110.6 . .
O1 C58 H26 110.6 . .
C59 C58 H27 110.6 . .
O1 C58 H27 110.6 . .
H26 C58 H27 108.7 . .
C58 C59 N2 111.4(4) . .
C58 C59 H28 109.4 . .
N2 C59 H28 109.4 . .
C58 C59 H29 109.4 . .
N2 C59 H29 109.4 . .
H28 C59 H29 108.0 . .
C60 N2 C59 118.3(4) . .
N2 C60 C51 122.5(4) . 3_666
N2 C60 H30 118.7 . .
C51 C60 H30 118.7 3_666 .
C64 C61 C63 107.9(3) . .
C64 C61 C62 109.4(3) . .
C63 C61 C62 109.5(3) . .
C64 C61 C16 111.8(3) . .
C63 C61 C16 109.6(3) . .
C62 C61 C16 108.7(3) . .
C61 C62 H31 109.5 . .
C61 C62 H32 109.5 . .
H31 C62 H32 109.5 . .
C61 C62 H33 109.5 . .
H31 C62 H33 109.5 . .
H32 C62 H33 109.5 . .
C61 C63 H34 109.5 . .
C61 C63 H35 109.5 . .
H34 C63 H35 109.5 . .
C61 C63 H36 109.5 . .
H34 C63 H36 109.5 . .
H35 C63 H36 109.5 . .
C61 C64 H37 109.5 . .
C61 C64 H38 109.5 . .
H37 C64 H38 109.5 . .
C61 C64 H39 109.5 . .
H37 C64 H39 109.5 . .
H38 C64 H39 109.5 . .
C68 C65 C67 108.1(3) . .
C68 C65 C66 109.1(3) . .
C67 C65 C66 108.5(3) . .
C68 C65 C22 112.6(3) . .
C67 C65 C22 110.0(3) . .
C66 C65 C22 108.4(3) . .
C65 C66 H40 109.5 . .
C65 C66 H41 109.5 . .
H40 C66 H41 109.5 . .
C65 C66 H42 109.5 . .
H40 C66 H42 109.5 . .
H41 C66 H42 109.5 . .
C65 C67 H43 109.5 . .
C65 C67 H44 109.5 . .
H43 C67 H44 109.5 . .
C65 C67 H45 109.5 . .
H43 C67 H45 109.5 . .
H44 C67 H45 109.5 . .
C65 C68 H46 109.5 . .
C65 C68 H47 109.5 . .
H46 C68 H47 109.5 . .
C65 C68 H48 109.5 . .
H46 C68 H48 109.5 . .
H47 C68 H48 109.5 . .
C34 C69 C72 119.8(9) . .
C34 C69 C71 107.4(12) . .
C72 C69 C71 109.0(12) . .
C34 C69 C70 105.0(11) . .
C72 C69 C70 107.7(12) . .
C71 C69 C70 107.3(10) . .
C69 C70 H49 109.5 . .
C69 C70 H50 109.5 . .
H49 C70 H50 109.5 . .
C69 C70 H51 109.5 . .
H49 C70 H51 109.5 . .
H50 C70 H51 109.5 . .
C69 C71 H52 109.5 . .
C69 C71 H53 109.5 . .
H52 C71 H53 109.5 . .
C69 C71 H54 109.5 . .
H52 C71 H54 109.5 . .
H53 C71 H54 109.5 . .
C69 C72 H55 109.5 . .
C69 C72 H56 109.5 . .
H55 C72 H56 109.5 . .
C69 C72 H57 109.5 . .
H55 C72 H57 109.5 . .
H56 C72 H57 109.5 . .
C75 C73 C74 111.5(14) . .
C75 C73 C76 109.1(16) . .
C74 C73 C76 109.7(16) . .
C75 C73 C34 120.1(15) . .
C74 C73 C34 104.3(12) . .
C76 C73 C34 101.4(11) . .
C73 C74 H58 109.5 . .
C73 C74 H59 109.5 . .
H58 C74 H59 109.5 . .
C73 C74 H60 109.5 . .
H58 C74 H60 109.5 . .
H59 C74 H60 109.5 . .
C73 C75 H61 109.5 . .
C73 C75 H62 109.5 . .
H61 C75 H62 109.5 . .
C73 C75 H63 109.5 . .
H61 C75 H63 109.5 . .
H62 C75 H63 109.5 . .
C73 C76 H64 109.5 . .
C73 C76 H65 109.5 . .
H64 C76 H65 109.5 . .
C73 C76 H66 109.5 . .
H64 C76 H66 109.5 . .
H65 C76 H66 109.5 . .
C78 C77 C79 114.0(16) . .
C78 C77 C80 105.7(16) . .
C79 C77 C80 106.1(14) . .
C78 C77 C40 106.9(13) . .
C79 C77 C40 105.4(11) . .
C80 C77 C40 119.1(11) . .
C77 C78 H67 109.5 . .
C77 C78 H68 109.5 . .
H67 C78 H68 109.5 . .
C77 C78 H69 109.5 . .
H67 C78 H69 109.5 . .
H68 C78 H69 109.5 . .
C77 C79 H70 109.5 . .
C77 C79 H71 109.5 . .
H70 C79 H71 109.5 . .
C77 C79 H72 109.5 . .
H70 C79 H72 109.5 . .
H71 C79 H72 109.5 . .
C77 C80 H73 109.5 . .
C77 C80 H74 109.5 . .
H73 C80 H74 109.5 . .
C77 C80 H75 109.5 . .
H73 C80 H75 109.5 . .
H74 C80 H75 109.5 . .
C40 C81 C82 107.3(14) . .
C40 C81 C83 113.4(16) . .
C82 C81 C83 111(2) . .
C40 C81 C84 117.3(11) . .
C82 C81 C84 103.7(19) . .
C83 C81 C84 103.7(19) . .
C81 C82 H76 109.5 . .
C81 C82 H77 109.5 . .
H76 C82 H77 109.5 . .
C81 C82 H78 109.5 . .
H76 C82 H78 109.5 . .
H77 C82 H78 109.5 . .
C81 C83 H79 109.5 . .
C81 C83 H80 109.5 . .
H79 C83 H80 109.5 . .
C81 C83 H81 109.5 . .
H79 C83 H81 109.5 . .
H80 C83 H81 109.5 . .
C81 C84 H82 109.5 . .
C81 C84 H83 109.5 . .
H82 C84 H83 109.5 . .
C81 C84 H84 109.5 . .
H82 C84 H84 109.5 . .
H83 C84 H84 109.5 . .
C87 C85 C86 109(2) . .
C87 C85 C88 120(3) . .
C86 C85 C88 108.6(19) . .
C87 C85 C40 98.8(16) . .
C86 C85 C40 107.7(17) . .
C88 C85 C40 112.1(18) . .
C85 C86 H85 109.5 . .
C85 C86 H86 109.5 . .
H85 C86 H86 109.5 . .
C85 C86 H87 109.5 . .
H85 C86 H87 109.5 . .
H86 C86 H87 109.5 . .
C85 C87 H88 109.5 . .
C85 C87 H89 109.5 . .
H88 C87 H89 109.5 . .
C85 C87 H90 109.5 . .
H88 C87 H90 109.5 . .
H89 C87 H90 109.5 . .
C85 C88 H91 109.5 . .
C85 C88 H92 109.5 . .
H91 C88 H92 109.5 . .
C85 C88 H93 109.5 . .
H91 C88 H93 109.5 . .
H92 C88 H93 109.5 . .
H94 O2 H95 113(2) . .
Cl1 C89 Cl2 110.3(7) . .
Cl1 C89 Cl3 109.5(5) . .
Cl2 C89 Cl3 109.2(7) . .
Cl1 C89 H96 109.3 . .
Cl2 C89 H96 109.3 . .
Cl3 C89 H96 109.3 . .
Cl6 C90 Cl4 111.2(11) . .
Cl6 C90 Cl5 112.4(10) . .
Cl4 C90 Cl5 110.7(12) . .
Cl6 C90 H97 107.4 . .
Cl4 C90 H97 107.4 . .
Cl5 C90 H97 107.4 . .
C91 Cl9 Cl16 135.8(17) . 3_565
Cl8 C91 Cl7 105.7(15) . .
Cl8 C91 Cl9 108.6(16) . .
Cl7 C91 Cl9 105.6(15) . .
Cl8 C91 H98 112.2 . .
Cl7 C91 H98 112.2 . .
Cl9 C91 H98 112.2 . .
Cl12 C92 Cl10 107.6(9) . .
Cl12 C92 Cl11 101.8(9) . .
Cl10 C92 Cl11 112.6(12) . .
Cl12 C92 H99 111.4 . .
Cl10 C92 H99 111.4 . .
Cl11 C92 H99 111.4 . .
Cl14 C93 Cl13 106.1(16) . .
Cl14 C93 Cl15 110.4(17) . .
Cl13 C93 Cl15 105.9(15) . .
Cl14 C93 H100 111.4 . .
Cl13 C93 H100 111.4 . .
Cl15 C93 H100 111.4 . .
C94 Cl16 Cl9 93.7(13) . 3_565
Cl17 C94 Cl16 107.8(14) . .
Cl17 C94 Cl18 108.6(14) . .
Cl16 C94 Cl18 114.2(16) . .
Cl17 C94 H101 108.7 . .
Cl16 C94 H101 108.7 . .
Cl18 C94 H101 108.7 . .
Cl20 C95 Cl21 108.9(17) . .
Cl20 C95 Cl19 107.4(16) . .
Cl21 C95 Cl19 108.0(17) . .
Cl20 C95 H102 110.8 . .
Cl21 C95 H102 110.8 . .
Cl19 C95 H102 110.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.410(4) .
C1 C6 1.422(4) .
C1 C7 1.439(4) .
C2 C3 1.414(4) .
C2 C13 1.445(3) .
C3 C4 1.422(4) .
C3 C19 1.439(4) .
C4 C5 1.410(4) .
C4 C25 1.439(4) .
C5 C6 1.413(4) .
C5 C31 1.450(4) .
C6 C37 1.440(4) .
C7 C12 1.417(4) .
C7 C8 1.421(4) .
C8 C9 1.396(5) .
C8 C42 1.471(4) .
C9 C10 1.387(5) .
C9 H1 0.9500 .
C10 C11 1.388(4) .
C10 C43 1.489(5) .
C11 C12 1.399(4) .
C11 H2 0.9500 .
C12 C14 1.463(4) .
C13 C18 1.410(4) .
C13 C14 1.418(4) .
C14 C15 1.393(4) .
C15 C16 1.389(4) .
C15 H3 0.9500 .
C16 C17 1.380(4) .
C16 C61 1.536(4) .
C17 C18 1.401(4) .
C17 H4 0.9500 .
C18 C20 1.460(4) .
C19 C24 1.409(4) .
C19 C20 1.425(4) .
C20 C21 1.396(4) .
C21 C22 1.384(4) .
C21 H5 0.9500 .
C22 C23 1.392(4) .
C22 C65 1.538(4) .
C23 C24 1.398(4) .
C23 H6 0.9500 .
C24 C26 1.469(4) .
C25 C26 1.414(4) .
C25 C30 1.421(4) .
C26 C27 1.395(4) .
C27 C28 1.391(4) .
C27 H7 0.9500 .
C28 C29 1.382(5) .
C28 C49 1.493(5) .
C29 C30 1.392(5) .
C29 H8 0.9500 .
C30 C32 1.463(5) .
C31 C32 1.410(5) .
C31 C36 1.417(5) .
C32 C33 1.403(4) .
C33 C34 1.382(5) .
C33 H9 0.9500 .
C34 C35 1.381(6) .
C34 C69 1.517(19) .
C34 C73 1.63(2) .
C35 C36 1.401(4) .
C35 H10 0.9500 .
C36 C38 1.457(5) .
C37 C42 1.403(5) .
C37 C38 1.426(4) .
C38 C39 1.390(5) .
C39 C40 1.375(6) .
C39 H11 0.9500 .
C40 C41 1.396(5) .
C40 C81 1.462(17) .
C40 C85 1.59(3) .
C40 C77 1.657(19) .
C41 C42 1.397(5) .
C41 H12 0.9500 .
C43 C44 1.388(5) .
C43 C48 1.393(5) .
C44 C45 1.396(5) .
C44 H13 0.9500 .
C45 C46 1.389(5) .
C45 C55 1.463(6) .
C46 C47 1.368(6) .
C46 H14 0.9500 .
C47 C48 1.379(6) .
C47 H15 0.9500 .
C48 H16 0.9500 .
C49 C50 1.385(5) .
C49 C54 1.401(5) .
C50 C51 1.390(5) .
C50 H17 0.9500 .
C51 C52 1.383(6) .
C51 C60 1.478(6) 3_666
C52 C53 1.363(6) .
C52 H18 0.9500 .
C53 C54 1.384(6) .
C53 H19 0.9500 .
C54 H20 0.9500 .
C55 N1 1.242(5) .
C55 H21 0.9500 .
N1 C56 1.466(5) .
C56 C57 1.506(7) .
C56 H22 0.9900 .
C56 H23 0.9900 .
C57 O1 1.369(7) .
C57 H24 0.9900 .
C57 H25 0.9900 .
O1 C58 1.465(7) .
C58 C59 1.461(7) .
C58 H26 0.9900 .
C58 H27 0.9900 .
C59 N2 1.466(5) .
C59 H28 0.9900 .
C59 H29 0.9900 .
N2 C60 1.243(5) .
C60 C51 1.478(5) 3_666
C60 H30 0.9500 .
C61 C64 1.523(4) .
C61 C63 1.533(5) .
C61 C62 1.534(5) .
C62 H31 0.9800 .
C62 H32 0.9800 .
C62 H33 0.9800 .
C63 H34 0.9800 .
C63 H35 0.9800 .
C63 H36 0.9800 .
C64 H37 0.9800 .
C64 H38 0.9800 .
C64 H39 0.9800 .
C65 C68 1.517(5) .
C65 C67 1.528(5) .
C65 C66 1.532(5) .
C66 H40 0.9800 .
C66 H41 0.9800 .
C66 H42 0.9800 .
C67 H43 0.9800 .
C67 H44 0.9800 .
C67 H45 0.9800 .
C68 H46 0.9800 .
C68 H47 0.9800 .
C68 H48 0.9800 .
C69 C72 1.523(18) .
C69 C71 1.540(18) .
C69 C70 1.547(16) .
C70 H49 0.9800 .
C70 H50 0.9800 .
C70 H51 0.9800 .
C71 H52 0.9800 .
C71 H53 0.9800 .
C71 H54 0.9800 .
C72 H55 0.9800 .
C72 H56 0.9800 .
C72 H57 0.9800 .
C73 C75 1.465(18) .
C73 C74 1.50(2) .
C73 C76 1.54(3) .
C74 H58 0.9800 .
C74 H59 0.9800 .
C74 H60 0.9800 .
C75 H61 0.9800 .
C75 H62 0.9800 .
C75 H63 0.9800 .
C76 H64 0.9800 .
C76 H65 0.9800 .
C76 H66 0.9800 .
C77 C78 1.505(12) .
C77 C79 1.514(12) .
C77 C80 1.523(13) .
C78 H67 0.9800 .
C78 H68 0.9800 .
C78 H69 0.9800 .
C79 H70 0.9800 .
C79 H71 0.9800 .
C79 H72 0.9800 .
C80 H73 0.9800 .
C80 H74 0.9800 .
C80 H75 0.9800 .
C81 C82 1.500(13) .
C81 C83 1.502(13) .
C81 C84 1.512(12) .
C82 H76 0.9800 .
C82 H77 0.9800 .
C82 H78 0.9800 .
C83 H79 0.9800 .
C83 H80 0.9800 .
C83 H81 0.9800 .
C84 H82 0.9800 .
C84 H83 0.9800 .
C84 H84 0.9800 .
C85 C87 1.502(14) .
C85 C86 1.509(14) .
C85 C88 1.509(14) .
C86 H85 0.9800 .
C86 H86 0.9800 .
C86 H87 0.9800 .
C87 H88 0.9800 .
C87 H89 0.9800 .
C87 H90 0.9800 .
C88 H91 0.9800 .
C88 H92 0.9800 .
C88 H93 0.9800 .
O2 H94 0.850(5) .
O2 H95 0.850(5) .
Cl1 C89 1.747(12) .
Cl2 C89 1.755(11) .
Cl3 C89 1.760(12) .
C89 H96 1.0000 .
Cl4 C90 1.766(17) .
Cl5 C90 1.768(17) .
Cl6 C90 1.735(15) .
C90 H97 1.0000 .
Cl7 C91 1.76(2) .
Cl8 C91 1.74(2) .
Cl9 C91 1.77(2) .
Cl9 Cl16 2.30(3) 3_565
C91 H98 1.0000 .
Cl10 C92 1.750(15) .
Cl11 C92 1.78(2) .
Cl12 C92 1.745(17) .
C92 H99 1.0000 .
Cl13 C93 1.76(2) .
Cl14 C93 1.75(2) .
Cl15 C93 1.76(2) .
C93 H100 1.0000 .
Cl16 C94 1.722(19) .
Cl16 Cl9 2.30(3) 3_565
Cl17 C94 1.710(19) .
Cl18 C94 1.736(19) .
C94 H101 1.0000 .
Cl19 C95 1.76(2) .
Cl20 C95 1.74(2) .
Cl21 C95 1.75(2) .
C95 H102 1.0000 .
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_4
C6 C1 C2 C3 -0.9(4) . .
C7 C1 C2 C3 179.7(3) . .
C6 C1 C2 C13 176.3(3) . .
C7 C1 C2 C13 -3.1(4) . .
C1 C2 C3 C4 0.8(4) . .
C13 C2 C3 C4 -176.4(2) . .
C1 C2 C3 C19 177.9(3) . .
C13 C2 C3 C19 0.7(4) . .
C2 C3 C4 C5 0.0(4) . .
C19 C3 C4 C5 -177.1(3) . .
C2 C3 C4 C25 179.7(3) . .
C19 C3 C4 C25 2.6(4) . .
C3 C4 C5 C6 -0.7(4) . .
C25 C4 C5 C6 179.6(3) . .
C3 C4 C5 C31 176.6(3) . .
C25 C4 C5 C31 -3.1(4) . .
C4 C5 C6 C1 0.7(4) . .
C31 C5 C6 C1 -176.7(3) . .
C4 C5 C6 C37 176.3(3) . .
C31 C5 C6 C37 -1.0(4) . .
C2 C1 C6 C5 0.1(4) . .
C7 C1 C6 C5 179.6(3) . .
C2 C1 C6 C37 -175.6(3) . .
C7 C1 C6 C37 3.9(4) . .
C2 C1 C7 C12 1.2(4) . .
C6 C1 C7 C12 -178.2(3) . .
C2 C1 C7 C8 -178.7(3) . .
C6 C1 C7 C8 1.9(4) . .
C12 C7 C8 C9 -6.3(5) . .
C1 C7 C8 C9 173.6(3) . .
C12 C7 C8 C42 171.7(3) . .
C1 C7 C8 C42 -8.4(4) . .
C7 C8 C9 C10 4.9(5) . .
C42 C8 C9 C10 -173.0(3) . .
C8 C9 C10 C11 -0.3(6) . .
C8 C9 C10 C43 178.9(4) . .
C9 C10 C11 C12 -3.0(6) . .
C43 C10 C11 C12 177.8(3) . .
C10 C11 C12 C7 1.5(5) . .
C10 C11 C12 C14 -178.0(3) . .
C8 C7 C12 C11 3.2(5) . .
C1 C7 C12 C11 -176.7(3) . .
C8 C7 C12 C14 -177.4(3) . .
C1 C7 C12 C14 2.7(4) . .
C1 C2 C13 C18 -177.3(3) . .
C3 C2 C13 C18 0.0(4) . .
C1 C2 C13 C14 1.0(4) . .
C3 C2 C13 C14 178.2(3) . .
C18 C13 C14 C15 2.3(4) . .
C2 C13 C14 C15 -176.0(3) . .
C18 C13 C14 C12 -178.8(3) . .
C2 C13 C14 C12 2.9(4) . .
C11 C12 C14 C15 -6.4(5) . .
C7 C12 C14 C15 174.1(3) . .
C11 C12 C14 C13 174.7(3) . .
C7 C12 C14 C13 -4.8(4) . .
C13 C14 C15 C16 -2.2(5) . .
C12 C14 C15 C16 179.0(3) . .
C14 C15 C16 C17 0.0(5) . .
C14 C15 C16 C61 178.5(3) . .
C15 C16 C17 C18 2.1(5) . .
C61 C16 C17 C18 -176.4(3) . .
C16 C17 C18 C13 -1.9(4) . .
C16 C17 C18 C20 176.0(3) . .
C14 C13 C18 C17 -0.4(4) . .
C2 C13 C18 C17 177.9(3) . .
C14 C13 C18 C20 -178.3(3) . .
C2 C13 C18 C20 0.0(4) . .
C2 C3 C19 C24 -178.9(3) . .
C4 C3 C19 C24 -1.8(4) . .
C2 C3 C19 C20 -1.3(4) . .
C4 C3 C19 C20 175.8(3) . .
C24 C19 C20 C21 2.3(4) . .
C3 C19 C20 C21 -175.3(3) . .
C24 C19 C20 C18 178.9(3) . .
C3 C19 C20 C18 1.3(4) . .
C17 C18 C20 C21 -2.1(4) . .
C13 C18 C20 C21 175.8(3) . .
C17 C18 C20 C19 -178.5(3) . .
C13 C18 C20 C19 -0.6(4) . .
C19 C20 C21 C22 0.5(4) . .
C18 C20 C21 C22 -176.0(3) . .
C20 C21 C22 C23 -2.8(4) . .
C20 C21 C22 C65 173.2(3) . .
C21 C22 C23 C24 2.4(5) . .
C65 C22 C23 C24 -173.5(3) . .
C22 C23 C24 C19 0.3(4) . .
C22 C23 C24 C26 177.0(3) . .
C20 C19 C24 C23 -2.7(4) . .
C3 C19 C24 C23 174.9(3) . .
C20 C19 C24 C26 -179.4(3) . .
C3 C19 C24 C26 -1.8(4) . .
C5 C4 C25 C26 180.0(3) . .
C3 C4 C25 C26 0.3(4) . .
C5 C4 C25 C30 0.5(4) . .
C3 C4 C25 C30 -179.2(3) . .
C30 C25 C26 C27 -3.5(4) . .
C4 C25 C26 C27 177.0(3) . .
C30 C25 C26 C24 175.6(3) . .
C4 C25 C26 C24 -3.9(4) . .
C23 C24 C26 C27 7.1(4) . .
C19 C24 C26 C27 -176.3(3) . .
C23 C24 C26 C25 -172.0(3) . .
C19 C24 C26 C25 4.7(4) . .
C25 C26 C27 C28 2.1(5) . .
C24 C26 C27 C28 -176.9(3) . .
C26 C27 C28 C29 0.2(5) . .
C26 C27 C28 C49 -179.8(3) . .
C27 C28 C29 C30 -1.2(5) . .
C49 C28 C29 C30 178.8(3) . .
C28 C29 C30 C25 -0.2(5) . .
C28 C29 C30 C32 178.1(3) . .
C26 C25 C30 C29 2.6(4) . .
C4 C25 C30 C29 -178.0(3) . .
C26 C25 C30 C32 -175.8(3) . .
C4 C25 C30 C32 3.7(4) . .
C4 C5 C31 C32 1.3(4) . .
C6 C5 C31 C32 178.7(3) . .
C4 C5 C31 C36 -175.0(3) . .
C6 C5 C31 C36 2.3(4) . .
C36 C31 C32 C33 2.5(4) . .
C5 C31 C32 C33 -173.9(3) . .
C36 C31 C32 C30 179.3(3) . .
C5 C31 C32 C30 2.9(4) . .
C29 C30 C32 C33 -6.9(5) . .
C25 C30 C32 C33 171.3(3) . .
C29 C30 C32 C31 176.3(3) . .
C25 C30 C32 C31 -5.4(4) . .
C31 C32 C33 C34 -2.7(5) . .
C30 C32 C33 C34 -179.5(3) . .
C32 C33 C34 C35 0.2(5) . .
C32 C33 C34 C69 178.6(8) . .
C32 C33 C34 C73 174.3(9) . .
C33 C34 C35 C36 2.6(5) . .
C69 C34 C35 C36 -176.1(7) . .
C73 C34 C35 C36 -170.4(11) . .
C34 C35 C36 C31 -2.7(5) . .
C34 C35 C36 C38 173.6(3) . .
C32 C31 C36 C35 0.1(5) . .
C5 C31 C36 C35 176.5(3) . .
C32 C31 C36 C38 -176.3(3) . .
C5 C31 C36 C38 0.1(4) . .
C5 C6 C37 C42 -178.5(3) . .
C1 C6 C37 C42 -2.8(4) . .
C5 C6 C37 C38 -2.8(4) . .
C1 C6 C37 C38 172.9(3) . .
C42 C37 C38 C39 3.9(5) . .
C6 C37 C38 C39 -171.9(3) . .
C42 C37 C38 C36 -179.0(3) . .
C6 C37 C38 C36 5.2(5) . .
C35 C36 C38 C39 -3.2(5) . .
C31 C36 C38 C39 173.1(3) . .
C35 C36 C38 C37 179.8(3) . .
C31 C36 C38 C37 -3.9(5) . .
C37 C38 C39 C40 -1.1(5) . .
C36 C38 C39 C40 -178.0(3) . .
C38 C39 C40 C41 -2.2(6) . .
C38 C39 C40 C81 -175.4(8) . .
C38 C39 C40 C85 171.4(9) . .
C38 C39 C40 C77 172.5(7) . .
C39 C40 C41 C42 2.7(6) . .
C81 C40 C41 C42 174.9(8) . .
C85 C40 C41 C42 -170.5(9) . .
C77 C40 C41 C42 -172.7(6) . .
C40 C41 C42 C37 0.1(5) . .
C40 C41 C42 C8 176.3(3) . .
C38 C37 C42 C41 -3.5(5) . .
C6 C37 C42 C41 172.3(3) . .
C38 C37 C42 C8 -179.6(3) . .
C6 C37 C42 C8 -3.9(5) . .
C9 C8 C42 C41 11.2(5) . .
C7 C8 C42 C41 -166.7(3) . .
C9 C8 C42 C37 -172.7(3) . .
C7 C8 C42 C37 9.5(5) . .
C9 C10 C43 C44 -146.2(4) . .
C11 C10 C43 C44 33.0(6) . .
C9 C10 C43 C48 35.2(6) . .
C11 C10 C43 C48 -145.6(4) . .
C48 C43 C44 C45 0.5(7) . .
C10 C43 C44 C45 -178.1(4) . .
C43 C44 C45 C46 -1.1(8) . .
C43 C44 C45 C55 178.5(5) . .
C44 C45 C46 C47 0.8(9) . .
C55 C45 C46 C47 -178.8(6) . .
C45 C46 C47 C48 0.0(10) . .
C46 C47 C48 C43 -0.7(9) . .
C44 C43 C48 C47 0.4(8) . .
C10 C43 C48 C47 179.0(5) . .
C29 C28 C49 C50 -30.0(6) . .
C27 C28 C49 C50 150.1(4) . .
C29 C28 C49 C54 148.4(4) . .
C27 C28 C49 C54 -31.5(6) . .
C54 C49 C50 C51 -1.5(7) . .
C28 C49 C50 C51 177.0(4) . .
C49 C50 C51 C52 1.1(8) . .
C49 C50 C51 C60 -175.4(5) . 3_666
C50 C51 C52 C53 0.8(9) . .
C60 C51 C52 C53 177.3(6) 3_666 .
C51 C52 C53 C54 -2.2(10) . .
C52 C53 C54 C49 1.8(9) . .
C50 C49 C54 C53 0.0(7) . .
C28 C49 C54 C53 -178.4(5) . .
C46 C45 C55 N1 -175.7(6) . .
C44 C45 C55 N1 4.7(9) . .
C45 C55 N1 C56 179.9(5) . .
C55 N1 C56 C57 131.0(5) . .
N1 C56 C57 O1 -60.8(6) . .
C56 C57 O1 C58 164.1(4) . .
C57 O1 C58 C59 -172.5(4) . .
O1 C58 C59 N2 66.9(5) . .
C58 C59 N2 C60 -104.5(6) . .
C59 N2 C60 C51 -177.1(5) . 3_666
C17 C16 C61 C64 -4.9(5) . .
C15 C16 C61 C64 176.7(3) . .
C17 C16 C61 C63 -124.4(3) . .
C15 C16 C61 C63 57.1(4) . .
C17 C16 C61 C62 116.0(3) . .
C15 C16 C61 C62 -62.4(4) . .
C21 C22 C65 C68 177.0(3) . .
C23 C22 C65 C68 -7.1(5) . .
C21 C22 C65 C67 56.4(4) . .
C23 C22 C65 C67 -127.8(3) . .
C21 C22 C65 C66 -62.1(4) . .
C23 C22 C65 C66 113.8(3) . .
C35 C34 C69 C72 -9.6(14) . .
C33 C34 C69 C72 171.9(7) . .
C35 C34 C69 C71 -134.5(7) . .
C33 C34 C69 C71 47.0(12) . .
C35 C34 C69 C70 111.5(9) . .
C33 C34 C69 C70 -67.0(13) . .
C35 C34 C73 C75 168.5(12) . .
C33 C34 C73 C75 -5(2) . .
C35 C34 C73 C74 42.8(17) . .
C33 C34 C73 C74 -130.6(10) . .
C35 C34 C73 C76 -71.2(15) . .
C33 C34 C73 C76 115.4(11) . .
C39 C40 C77 C78 -49.1(15) . .
C41 C40 C77 C78 125.8(12) . .
C39 C40 C77 C79 72.5(13) . .
C41 C40 C77 C79 -112.6(10) . .
C39 C40 C77 C80 -168.7(10) . .
C41 C40 C77 C80 6.2(14) . .
C39 C40 C81 C82 -74(2) . .
C41 C40 C81 C82 113(2) . .
C39 C40 C81 C83 162.9(14) . .
C41 C40 C81 C83 -9.5(19) . .
C39 C40 C81 C84 42.0(18) . .
C41 C40 C81 C84 -130.5(14) . .
C39 C40 C85 C87 137.0(17) . .
C41 C40 C85 C87 -50(2) . .
C39 C40 C85 C86 -109.6(12) . .
C41 C40 C85 C86 63.6(16) . .
C39 C40 C85 C88 9.8(19) . .
C41 C40 C85 C88 -177.0(14) . .
Cl16 Cl9 C91 Cl8 -126(2) 3_565 .
Cl16 Cl9 C91 Cl7 121(2) 3_565 .
Cl9 Cl16 C94 Cl17 -17.0(18) 3_565 .
Cl9 Cl16 C94 Cl18 103.8(17) 3_565 .
