#------------------------------------------------------------------------------
#$Date: 2019-11-23 18:26:49 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234424 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/62/4036232.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_4036232
loop_
_publ_author_name
'Hu, Wei-Bo'
'Xie, Chang-Dong'
'Hu, Wen-Jing'
'Zhao, Xiao-Li'
'Liu, Yahu A.'
'Huo, Ji-Chuan'
'Li, Jiu-Sheng'
'Jiang, Biao'
'Wen, Ke'
_publ_section_title
;
 Selectivity and Cooperativity in the Binding of Multiple Guests to a
 Pillar[5]arene-Crown Ether Fused Tricyclic Host.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7994
_journal_page_last               8000
_journal_paper_doi               10.1021/acs.joc.5b01038
_journal_volume                  80
_journal_year                    2015
_chemical_formula_sum            'C58 H60 Cl3 N2 O13'
_chemical_formula_weight         1099.43
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.1920(10)
_cell_angle_beta                 94.9950(10)
_cell_angle_gamma                98.2110(10)
_cell_formula_units_Z            2
_cell_length_a                   10.8366(4)
_cell_length_b                   13.7308(5)
_cell_length_c                   19.8398(8)
_cell_measurement_temperature    173(2)
_cell_volume                     2874.55(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33809
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_T_max  0.9911
_exptl_absorpt_correction_T_min  0.9382
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1154
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.026
_refine_diff_density_min         -0.865
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         10063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0949
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1544P)²+5.8815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2609
_refine_ls_wR_factor_ref         0.3060
_reflns_number_gt                6301
_reflns_number_total             10063
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b01038_si_003.cif
_cod_data_source_block           z
_cod_database_code               4036232
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.7484(4) 0.3529(3) 0.34685(16) 0.0537(9) Uani 1 1 d .
O2 O 0.3798(3) 0.4800(3) 0.18543(16) 0.0465(8) Uani 1 1 d .
O3 O 0.9335(4) 0.7069(3) 0.5195(2) 0.0632(11) Uani 1 1 d .
O4 O 0.4286(3) 0.6040(2) 0.42568(17) 0.0479(8) Uani 1 1 d .
O5 O 0.6495(3) 0.9807(3) 0.45319(18) 0.0555(9) Uani 1 1 d .
O6 O 1.1044(3) 0.9266(3) 0.35913(19) 0.0557(9) Uani 1 1 d .
O7 O 1.0323(3) 0.7681(3) 0.1135(2) 0.0543(9) Uani 1 1 d .
O8 O 0.7404(3) 1.0432(2) 0.21340(17) 0.0488(9) Uani 1 1 d .
O9 O 0.5459(3) 0.7260(2) 0.04961(16) 0.0415(8) Uani 1 1 d .
O10 O 0.3923(3) 0.8825(3) 0.07794(18) 0.0541(9) Uani 1 1 d .
O11 O 0.8144(3) 0.4271(2) 0.10510(19) 0.0482(9) Uani 1 1 d .
O12 O 0.9456(4) 0.2665(3) 0.0792(2) 0.0565(10) Uani 1 1 d .
O13 O 0.7966(4) 0.0806(3) 0.03254(18) 0.0589(10) Uani 1 1 d .
C1 C 0.6580(5) 0.3837(3) 0.3056(2) 0.0388(10) Uani 1 1 d .
C2 C 0.5689(4) 0.4307(3) 0.3382(2) 0.0384(10) Uani 1 1 d .
C3 C 0.4758(4) 0.4623(3) 0.2980(2) 0.0392(10) Uani 1 1 d .
H3A H 0.4135 0.4935 0.3196 0.047 Uiso 1 1 calc R
C4 C 0.4712(4) 0.4497(3) 0.2275(2) 0.0365(10) Uani 1 1 d .
C5 C 0.5605(4) 0.4037(3) 0.1941(2) 0.0329(9) Uani 1 1 d .
C6 C 0.6524(4) 0.3709(3) 0.2342(2) 0.0375(10) Uani 1 1 d .
H6A H 0.7136 0.3386 0.2125 0.045 Uiso 1 1 calc R
C7 C 0.8077(5) 0.6784(4) 0.4954(2) 0.0473(12) Uani 1 1 d .
C8 C 0.7538(5) 0.5807(4) 0.4702(2) 0.0463(12) Uani 1 1 d .
H8A H 0.8044 0.5295 0.4696 0.056 Uiso 1 1 calc R
C9 C 0.6276(5) 0.5562(3) 0.4457(2) 0.0406(11) Uani 1 1 d .
C10 C 0.5549(4) 0.6328(3) 0.4485(2) 0.0389(10) Uani 1 1 d .
C11 C 0.6086(5) 0.7297(3) 0.4742(2) 0.0408(11) Uani 1 1 d .
H11A H 0.5577 0.7806 0.4759 0.049 Uiso 1 1 calc R
C12 C 0.7347(5) 0.7544(4) 0.4974(2) 0.0438(11) Uani 1 1 d .
C13 C 0.7637(4) 0.9697(4) 0.4288(2) 0.0439(11) Uani 1 1 d .
C14 C 0.8067(4) 1.0132(3) 0.3746(2) 0.0425(11) Uani 1 1 d .
H14A H 0.7570 1.0540 0.3530 0.051 Uiso 1 1 calc R
C15 C 0.9209(4) 0.9985(3) 0.3511(2) 0.0397(11) Uani 1 1 d .
C16 C 0.9920(4) 0.9385(4) 0.3844(3) 0.0439(12) Uani 1 1 d .
C17 C 0.9500(5) 0.8976(4) 0.4390(3) 0.0470(12) Uani 1 1 d .
H17A H 1.0008 0.8582 0.4614 0.056 Uiso 1 1 calc R
C18 C 0.8356(4) 0.9118(3) 0.4630(2) 0.0425(11) Uani 1 1 d .
C19 C 0.9618(4) 0.8379(3) 0.1398(3) 0.0421(11) Uani 1 1 d .
C20 C 0.8463(4) 0.8379(3) 0.1018(2) 0.0386(10) Uani 1 1 d .
C21 C 0.7713(4) 0.9061(3) 0.1264(2) 0.0397(10) Uani 1 1 d .
H21A H 0.6923 0.9070 0.1019 0.048 Uiso 1 1 calc R
C22 C 0.8107(4) 0.9733(3) 0.1868(2) 0.0396(11) Uani 1 1 d .
C23 C 0.9256(4) 0.9739(3) 0.2239(2) 0.0399(11) Uani 1 1 d .
C24 C 1.0006(4) 0.9054(3) 0.1987(3) 0.0453(12) Uani 1 1 d .
H24A H 1.0803 0.9054 0.2228 0.054 Uiso 1 1 calc R
C25 C 0.7501(4) 0.5028(3) 0.0889(2) 0.0356(10) Uani 1 1 d .
C26 C 0.6218(4) 0.4862(3) 0.0951(2) 0.0316(9) Uani 1 1 d .
C27 C 0.5536(4) 0.5609(3) 0.0809(2) 0.0321(9) Uani 1 1 d .
H27A H 0.4658 0.5512 0.0838 0.039 Uiso 1 1 calc R
C28 C 0.6097(4) 0.6487(3) 0.0625(2) 0.0334(10) Uani 1 1 d .
C29 C 0.7377(4) 0.6647(3) 0.0559(2) 0.0341(10) Uani 1 1 d .
C30 C 0.8068(4) 0.5890(3) 0.0685(2) 0.0377(10) Uani 1 1 d .
H30A H 0.8937 0.5971 0.0630 0.045 Uiso 1 1 calc R
C31 C 0.5718(5) 0.4494(3) 0.4155(2) 0.0458(12) Uani 1 1 d .
H31A H 0.6219 0.4035 0.4354 0.055 Uiso 1 1 calc R
H31B H 0.4853 0.4349 0.4280 0.055 Uiso 1 1 calc R
C32 C 0.7919(5) 0.8625(4) 0.5216(2) 0.0490(12) Uani 1 1 d .
H32A H 0.7288 0.8986 0.5430 0.059 Uiso 1 1 calc R
H32B H 0.8638 0.8661 0.5567 0.059 Uiso 1 1 calc R
C33 C 0.9661(4) 1.0433(3) 0.2909(3) 0.0447(12) Uani 1 1 d .
H33A H 1.0588 1.0592 0.2975 0.054 Uiso 1 1 calc R
H33B H 0.9326 1.1064 0.2888 0.054 Uiso 1 1 calc R
C34 C 0.8017(5) 0.7619(3) 0.0382(2) 0.0410(11) Uani 1 1 d .
H34A H 0.8743 0.7492 0.0131 0.049 Uiso 1 1 calc R
H34B H 0.7424 0.7889 0.0078 0.049 Uiso 1 1 calc R
C35 C 0.5602(4) 0.3926(3) 0.1173(2) 0.0347(10) Uani 1 1 d .
H35A H 0.6050 0.3370 0.1015 0.042 Uiso 1 1 calc R
H35B H 0.4726 0.3758 0.0955 0.042 Uiso 1 1 calc R
C36 C 0.8356(7) 0.2992(5) 0.3135(3) 0.080(2) Uani 1 1 d .
H36A H 0.8946 0.2809 0.3481 0.120 Uiso 1 1 calc R
H36B H 0.8820 0.3412 0.2852 0.120 Uiso 1 1 calc R
H36C H 0.7902 0.2388 0.2845 0.120 Uiso 1 1 calc R
C37 C 0.2867(5) 0.5259(4) 0.2182(3) 0.0578(14) Uani 1 1 d .
H37A H 0.2279 0.5443 0.1835 0.087 Uiso 1 1 calc R
H37B H 0.3267 0.5858 0.2496 0.087 Uiso 1 1 calc R
H37C H 0.2411 0.4793 0.2439 0.087 Uiso 1 1 calc R
C38 C 1.0150(6) 0.6365(5) 0.5100(4) 0.0759(19) Uani 1 1 d .
H38A H 1.1002 0.6672 0.5297 0.114 Uiso 1 1 calc R
H38B H 1.0148 0.6135 0.4609 0.114 Uiso 1 1 calc R
H38C H 0.9871 0.5797 0.5328 0.114 Uiso 1 1 calc R
C39 C 0.3528(5) 0.6796(5) 0.4232(3) 0.0634(15) Uani 1 1 d .
H39A H 0.2662 0.6491 0.4062 0.095 Uiso 1 1 calc R
H39B H 0.3847 0.7247 0.3924 0.095 Uiso 1 1 calc R
H39C H 0.3549 0.7172 0.4692 0.095 Uiso 1 1 calc R
C40 C 0.5733(5) 1.0396(5) 0.4203(3) 0.0666(17) Uani 1 1 d .
H40A H 0.4965 1.0422 0.4426 0.100 Uiso 1 1 calc R
H40B H 0.5516 1.0102 0.3720 0.100 Uiso 1 1 calc R
H40C H 0.6193 1.1073 0.4235 0.100 Uiso 1 1 calc R
C41 C 1.1804(5) 0.8657(5) 0.3913(3) 0.0653(16) Uani 1 1 d .
H41A H 1.2572 0.8633 0.3688 0.098 Uiso 1 1 calc R
H41B H 1.1338 0.7982 0.3873 0.098 Uiso 1 1 calc R
H41C H 1.2024 0.8939 0.4398 0.098 Uiso 1 1 calc R
C42 C 1.1379(6) 0.7544(5) 0.1563(4) 0.0732(18) Uani 1 1 d .
H42A H 1.1797 0.7030 0.1324 0.110 Uiso 1 1 calc R
H42B H 1.1107 0.7335 0.1986 0.110 Uiso 1 1 calc R
H42C H 1.1965 0.8172 0.1675 0.110 Uiso 1 1 calc R
C43 C 0.6256(5) 1.0498(4) 0.1751(3) 0.0593(15) Uani 1 1 d .
H43A H 0.5857 1.1021 0.1993 0.089 Uiso 1 1 calc R
H43B H 0.5696 0.9858 0.1696 0.089 Uiso 1 1 calc R
H43C H 0.6423 1.0660 0.1299 0.089 Uiso 1 1 calc R
C44 C 0.4143(4) 0.7116(4) 0.0539(2) 0.0438(11) Uani 1 1 d .
H44A H 0.3979 0.7091 0.1020 0.053 Uiso 1 1 calc R
H44B H 0.3747 0.6475 0.0257 0.053 Uiso 1 1 calc R
C45 C 0.3596(5) 0.7951(4) 0.0287(3) 0.0529(14) Uani 1 1 d .
H45A H 0.3917 0.8071 -0.0151 0.063 Uiso 1 1 calc R
H45B H 0.2672 0.7773 0.0204 0.063 Uiso 1 1 calc R
C46 C 0.3511(10) 0.9685(6) 0.0593(6) 0.157(6) Uani 1 1 d .
H46A H 0.3682 1.0184 0.1016 0.189 Uiso 1 1 calc R
H46B H 0.4103 0.9923 0.0277 0.189 Uiso 1 1 calc R
C47 C 0.9444(4) 0.4396(3) 0.1011(3) 0.0464(12) Uani 1 1 d .
H47A H 0.9860 0.5021 0.1304 0.056 Uiso 1 1 calc R
H47B H 0.9620 0.4432 0.0533 0.056 Uiso 1 1 calc R
C48 C 0.9923(5) 0.3516(4) 0.1250(3) 0.0571(14) Uani 1 1 d .
H48A H 1.0851 0.3624 0.1290 0.069 Uiso 1 1 calc R
H48B H 0.9659 0.3441 0.1708 0.069 Uiso 1 1 calc R
C49 C 0.9626(5) 0.1774(4) 0.1050(3) 0.0608(15) Uani 1 1 d .
H49A H 0.9101 0.1688 0.1428 0.073 Uiso 1 1 calc R
H49B H 1.0515 0.1809 0.1231 0.073 Uiso 1 1 calc R
C50 C 0.9271(6) 0.0940(4) 0.0501(3) 0.0629(16) Uani 1 1 d .
H50A H 0.9709 0.1071 0.0097 0.075 Uiso 1 1 calc R
H50B H 0.9515 0.0329 0.0649 0.075 Uiso 1 1 calc R
C51 C 0.7583(9) 0.0217(5) -0.0322(3) 0.091(3) Uani 1 1 d .
H51A H 0.8209 0.0393 -0.0638 0.109 Uiso 1 1 calc R
H51B H 0.7581 -0.0492 -0.0275 0.109 Uiso 1 1 calc R
Cl1 Cl 0.3502(2) 0.0964(2) 0.28472(17) 0.1310(10) Uani 1 1 d .
C01 C 0.3373(6) 0.2172(5) 0.2672(3) 0.0659(16) Uani 1 1 d .
Cl2 Cl 0.3046(2) 0.20654(18) 0.17650(13) 0.1216(9) Uani 1 1 d .
Cl3 Cl 0.2183(2) 0.26890(15) 0.30545(17) 0.1311(11) Uani 1 1 d .
N1 N 0.4036(8) 0.8447(7) 0.2720(4) 0.119(3) Uani 1 1 d .
N2 N 1.0340(9) 0.5642(10) 0.2898(6) 0.175(5) Uani 1 1 d .
C52 C 0.4861(8) 0.8135(7) 0.2582(4) 0.090(2) Uani 1 1 d .
C53 C 0.5913(11) 0.7699(14) 0.2372(6) 0.183(7) Uani 1 1 d .
C54 C 0.6635(9) 0.7335(7) 0.2823(5) 0.104(3) Uani 1 1 d .
C55 C 0.7740(9) 0.6877(9) 0.2612(5) 0.115(3) Uani 1 1 d .
C56 C 0.8375(14) 0.6451(12) 0.3074(7) 0.174(6) Uani 1 1 d .
C57 C 0.9522(9) 0.5997(7) 0.2959(4) 0.099(3) Uani 1 1 d .
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
C1 O1 C36 117.1(4) .
C4 O2 C37 116.8(4) .
C7 O3 C38 118.8(4) .
C10 O4 C39 117.9(4) .
C13 O5 C40 117.6(4) .
C16 O6 C41 117.4(4) .
C19 O7 C42 117.0(4) .
C22 O8 C43 117.8(4) .
C28 O9 C44 117.2(4) .
C46 O10 C45 115.7(4) .
C25 O11 C47 117.9(4) .
C48 O12 C49 113.4(4) .
C50 O13 C51 112.6(5) .
O1 C1 C2 116.8(4) .
O1 C1 C6 123.6(4) .
C2 C1 C6 119.6(4) .
C3 C2 C1 118.2(4) .
C3 C2 C31 119.5(4) .
C1 C2 C31 122.2(4) .
C4 C3 C2 121.8(4) .
C4 C3 H3A 119.1 .
C2 C3 H3A 119.1 .
C3 C4 O2 123.6(4) .
C3 C4 C5 120.6(4) .
O2 C4 C5 115.7(4) .
C6 C5 C4 117.5(4) .
C6 C5 C35 121.0(4) .
C4 C5 C35 121.5(4) .
C5 C6 C1 122.2(4) .
C5 C6 H6A 118.9 .
C1 C6 H6A 118.9 .
O3 C7 C8 123.6(4) .
O3 C7 C12 116.2(4) .
C8 C7 C12 120.2(5) .
C9 C8 C7 121.4(5) .
C9 C8 H8A 119.3 .
C7 C8 H8A 119.3 .
C8 C9 C10 118.0(4) .
C8 C9 C31 120.5(4) .
C10 C9 C31 121.4(5) .
C11 C10 O4 123.8(4) .
C11 C10 C9 120.4(4) .
O4 C10 C9 115.8(4) .
C10 C11 C12 121.6(4) .
C10 C11 H11A 119.2 .
C12 C11 H11A 119.2 .
C11 C12 C7 118.4(5) .
C11 C12 C32 120.1(4) .
C7 C12 C32 121.5(5) .
C14 C13 O5 123.6(4) .
C14 C13 C18 120.8(4) .
O5 C13 C18 115.6(5) .
C13 C14 C15 121.6(4) .
C13 C14 H14A 119.2 .
C15 C14 H14A 119.2 .
C14 C15 C16 117.6(5) .
C14 C15 C33 121.7(4) .
C16 C15 C33 120.7(4) .
C17 C16 O6 124.4(5) .
C17 C16 C15 120.4(4) .
O6 C16 C15 115.2(5) .
C16 C17 C18 122.4(5) .
C16 C17 H17A 118.8 .
C18 C17 H17A 118.8 .
C13 C18 C17 117.2(5) .
C13 C18 C32 122.4(4) .
C17 C18 C32 120.4(4) .
C24 C19 O7 123.4(4) .
C24 C19 C20 120.7(4) .
O7 C19 C20 115.8(4) .
C21 C20 C19 118.0(4) .
C21 C20 C34 121.1(4) .
C19 C20 C34 120.8(4) .
C20 C21 C22 120.8(4) .
C20 C21 H21A 119.6 .
C22 C21 H21A 119.6 .
O8 C22 C23 115.6(4) .
O8 C22 C21 123.3(4) .
C23 C22 C21 121.0(4) .
C22 C23 C24 117.8(4) .
C22 C23 C33 121.2(4) .
C24 C23 C33 120.9(4) .
C19 C24 C23 121.5(5) .
C19 C24 H24A 119.2 .
C23 C24 H24A 119.2 .
C30 C25 O11 123.6(4) .
C30 C25 C26 121.5(4) .
O11 C25 C26 114.8(4) .
C27 C26 C25 117.0(4) .
C27 C26 C35 121.4(4) .
C25 C26 C35 121.5(4) .
C28 C27 C26 122.1(4) .
C28 C27 H27A 119.0 .
C26 C27 H27A 119.0 .
C27 C28 O9 123.9(4) .
C27 C28 C29 120.7(4) .
O9 C28 C29 115.4(4) .
C28 C29 C30 117.8(4) .
C28 C29 C34 121.5(4) .
C30 C29 C34 120.7(4) .
C25 C30 C29 120.8(4) .
C25 C30 H30A 119.6 .
C29 C30 H30A 119.6 .
C2 C31 C9 112.0(4) .
C2 C31 H31A 109.2 .
C9 C31 H31A 109.2 .
C2 C31 H31B 109.2 .
C9 C31 H31B 109.2 .
H31A C31 H31B 107.9 .
C18 C32 C12 111.1(4) .
C18 C32 H32A 109.4 .
C12 C32 H32A 109.4 .
C18 C32 H32B 109.4 .
C12 C32 H32B 109.4 .
H32A C32 H32B 108.0 .
C15 C33 C23 112.1(4) .
C15 C33 H33A 109.2 .
C23 C33 H33A 109.2 .
C15 C33 H33B 109.2 .
C23 C33 H33B 109.2 .
H33A C33 H33B 107.9 .
C20 C34 C29 111.5(4) .
C20 C34 H34A 109.3 .
C29 C34 H34A 109.3 .
C20 C34 H34B 109.3 .
C29 C34 H34B 109.3 .
H34A C34 H34B 108.0 .
C26 C35 C5 111.9(3) .
C26 C35 H35A 109.2 .
C5 C35 H35A 109.2 .
C26 C35 H35B 109.2 .
C5 C35 H35B 109.2 .
H35A C35 H35B 107.9 .
O1 C36 H36A 109.5 .
O1 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
O1 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 109.5 .
O2 C37 H37A 109.5 .
O2 C37 H37B 109.5 .
H37A C37 H37B 109.5 .
O2 C37 H37C 109.5 .
H37A C37 H37C 109.5 .
H37B C37 H37C 109.5 .
O3 C38 H38A 109.5 .
O3 C38 H38B 109.5 .
H38A C38 H38B 109.5 .
O3 C38 H38C 109.5 .
H38A C38 H38C 109.5 .
H38B C38 H38C 109.5 .
O4 C39 H39A 109.5 .
O4 C39 H39B 109.5 .
H39A C39 H39B 109.5 .
O4 C39 H39C 109.5 .
H39A C39 H39C 109.5 .
H39B C39 H39C 109.5 .
O5 C40 H40A 109.5 .
O5 C40 H40B 109.5 .
H40A C40 H40B 109.5 .
O5 C40 H40C 109.5 .
H40A C40 H40C 109.5 .
H40B C40 H40C 109.5 .
O6 C41 H41A 109.5 .
O6 C41 H41B 109.5 .
H41A C41 H41B 109.5 .
O6 C41 H41C 109.5 .
H41A C41 H41C 109.5 .
H41B C41 H41C 109.5 .
O7 C42 H42A 109.5 .
O7 C42 H42B 109.5 .
H42A C42 H42B 109.5 .
O7 C42 H42C 109.5 .
H42A C42 H42C 109.5 .
H42B C42 H42C 109.5 .
O8 C43 H43A 109.5 .
O8 C43 H43B 109.5 .
H43A C43 H43B 109.5 .
O8 C43 H43C 109.5 .
H43A C43 H43C 109.5 .
H43B C43 H43C 109.5 .
O9 C44 C45 109.5(4) .
O9 C44 H44A 109.8 .
C45 C44 H44A 109.8 .
O9 C44 H44B 109.8 .
C45 C44 H44B 109.8 .
H44A C44 H44B 108.2 .
O10 C45 C44 109.8(4) .
O10 C45 H45A 109.7 .
C44 C45 H45A 109.7 .
O10 C45 H45B 109.7 .
C44 C45 H45B 109.7 .
H45A C45 H45B 108.2 .
C51 C46 O10 128.6(9) 2_665
C51 C46 H46A 105.1 2_665
O10 C46 H46A 105.1 .
C51 C46 H46B 105.1 2_665
O10 C46 H46B 105.1 .
H46A C46 H46B 105.9 .
O11 C47 C48 107.5(4) .
O11 C47 H47A 110.2 .
C48 C47 H47A 110.2 .
O11 C47 H47B 110.2 .
C48 C47 H47B 110.2 .
H47A C47 H47B 108.5 .
O12 C48 C47 109.8(4) .
O12 C48 H48A 109.7 .
C47 C48 H48A 109.7 .
O12 C48 H48B 109.7 .
C47 C48 H48B 109.7 .
H48A C48 H48B 108.2 .
O12 C49 C50 108.8(5) .
O12 C49 H49A 109.9 .
C50 C49 H49A 109.9 .
O12 C49 H49B 109.9 .
C50 C49 H49B 109.9 .
H49A C49 H49B 108.3 .
O13 C50 C49 109.0(4) .
O13 C50 H50A 109.9 .
C49 C50 H50A 109.9 .
O13 C50 H50B 109.9 .
C49 C50 H50B 109.9 .
H50A C50 H50B 108.3 .
C46 C51 O13 114.5(6) 2_665
C46 C51 H51A 108.6 2_665
O13 C51 H51A 108.6 .
C46 C51 H51B 108.6 2_665
O13 C51 H51B 108.6 .
H51A C51 H51B 107.6 .
Cl3 C01 Cl1 113.8(4) .
Cl3 C01 Cl2 108.5(4) .
Cl1 C01 Cl2 106.6(4) .
N1 C52 C53 177.4(11) .
C54 C53 C52 120.1(9) .
C53 C54 C55 120.8(9) .
C56 C55 C54 118.1(9) .
C55 C56 C57 125.1(10) .
N2 C57 C56 176.7(13) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.374(5) .
O1 C36 1.429(7) .
O2 C4 1.386(5) .
O2 C37 1.420(6) .
O3 C7 1.386(6) .
O3 C38 1.404(7) .
O4 C10 1.386(6) .
O4 C39 1.417(6) .
O5 C13 1.387(6) .
O5 C40 1.417(6) .
O6 C16 1.380(6) .
O6 C41 1.428(6) .
O7 C19 1.382(5) .
O7 C42 1.415(7) .
O8 C22 1.384(5) .
O8 C43 1.422(6) .
O9 C28 1.389(5) .
O9 C44 1.423(6) .
O10 C46 1.406(8) .
O10 C45 1.415(6) .
O11 C25 1.391(5) .
O11 C47 1.405(6) .
O12 C48 1.377(6) .
O12 C49 1.422(6) .
O13 C50 1.406(7) .
O13 C51 1.411(7) .
C1 C2 1.391(6) .
C1 C6 1.397(6) .
C2 C3 1.388(6) .
C2 C31 1.515(6) .
C3 C4 1.381(6) .
C3 H3A 0.9500 .
C4 C5 1.394(6) .
C5 C6 1.385(6) .
C5 C35 1.509(6) .
C6 H6A 0.9500 .
C7 C8 1.387(7) .
C7 C12 1.395(7) .
C8 C9 1.387(7) .
C8 H8A 0.9500 .
C9 C10 1.400(6) .
C9 C31 1.519(7) .
C10 C11 1.379(6) .
C11 C12 1.381(7) .
C11 H11A 0.9500 .
C12 C32 1.517(7) .
C13 C14 1.386(7) .
C13 C18 1.392(7) .
C14 C15 1.391(7) .
C14 H14A 0.9500 .
C15 C16 1.399(7) .
C15 C33 1.506(7) .
C16 C17 1.372(7) .
C17 C18 1.394(7) .
C17 H17A 0.9500 .
C18 C32 1.505(7) .
C19 C24 1.378(7) .
C19 C20 1.403(7) .
C20 C21 1.390(6) .
C20 C34 1.513(6) .
C21 C22 1.397(6) .
C21 H21A 0.9500 .
C22 C23 1.390(7) .
C23 C24 1.396(6) .
C23 C33 1.512(6) .
C24 H24A 0.9500 .
C25 C30 1.384(6) .
C25 C26 1.395(6) .
C26 C27 1.393(6) .
C26 C35 1.503(6) .
C27 C28 1.381(6) .
C27 H27A 0.9500 .
C28 C29 1.393(6) .
C29 C30 1.402(6) .
C29 C34 1.516(6) .
C30 H30A 0.9500 .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C45 1.490(6) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 C51 1.292(10) 2_665
C46 H46A 0.9900 .
C46 H46B 0.9900 .
C47 C48 1.502(7) .
C47 H47A 0.9900 .
C47 H47B 0.9900 .
C48 H48A 0.9900 .
C48 H48B 0.9900 .
C49 C50 1.447(8) .
C49 H49A 0.9900 .
C49 H49B 0.9900 .
C50 H50A 0.9900 .
C50 H50B 0.9900 .
C51 C46 1.292(10) 2_665
C51 H51A 0.9900 .
C51 H51B 0.9900 .
Cl1 C01 1.764(7) .
C01 Cl3 1.739(7) .
C01 Cl2 1.784(7) .
N1 C52 1.084(10) .
N2 C57 1.079(11) .
C52 C53 1.428(14) .
C53 C54 1.333(13) .
C54 C55 1.494(12) .
C55 C56 1.346(14) .
C56 C57 1.489(14) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C36 O1 C1 C2 176.3(5) .
C36 O1 C1 C6 -4.1(7) .
O1 C1 C2 C3 -179.6(4) .
C6 C1 C2 C3 0.8(6) .
O1 C1 C2 C31 1.2(6) .
C6 C1 C2 C31 -178.3(4) .
C1 C2 C3 C4 -1.1(7) .
C31 C2 C3 C4 178.1(4) .
C2 C3 C4 O2 179.8(4) .
C2 C3 C4 C5 0.5(7) .
C37 O2 C4 C3 -0.2(6) .
C37 O2 C4 C5 179.2(4) .
C3 C4 C5 C6 0.4(6) .
O2 C4 C5 C6 -179.0(4) .
C3 C4 C5 C35 -177.7(4) .
O2 C4 C5 C35 2.9(6) .
C4 C5 C6 C1 -0.7(6) .
C35 C5 C6 C1 177.4(4) .
O1 C1 C6 C5 -179.4(4) .
C2 C1 C6 C5 0.1(7) .
C38 O3 C7 C8 8.7(8) .
C38 O3 C7 C12 -171.2(5) .
O3 C7 C8 C9 -179.1(4) .
C12 C7 C8 C9 0.7(7) .
C7 C8 C9 C10 -1.2(7) .
C7 C8 C9 C31 177.4(4) .
C39 O4 C10 C11 5.7(6) .
C39 O4 C10 C9 -175.9(4) .
C8 C9 C10 C11 0.7(6) .
C31 C9 C10 C11 -177.9(4) .
C8 C9 C10 O4 -177.8(4) .
C31 C9 C10 O4 3.6(6) .
O4 C10 C11 C12 178.8(4) .
C9 C10 C11 C12 0.4(7) .
C10 C11 C12 C7 -1.0(7) .
C10 C11 C12 C32 176.6(4) .
O3 C7 C12 C11 -179.8(4) .
C8 C7 C12 C11 0.4(7) .
O3 C7 C12 C32 2.7(7) .
C8 C7 C12 C32 -177.1(4) .
C40 O5 C13 C14 0.2(7) .
C40 O5 C13 C18 179.6(4) .
O5 C13 C14 C15 -178.7(4) .
C18 C13 C14 C15 1.8(7) .
C13 C14 C15 C16 -0.4(7) .
C13 C14 C15 C33 178.2(4) .
C41 O6 C16 C17 1.5(7) .
C41 O6 C16 C15 -179.8(4) .
C14 C15 C16 C17 -1.1(6) .
C33 C15 C16 C17 -179.7(4) .
C14 C15 C16 O6 -179.9(4) .
C33 C15 C16 O6 1.5(6) .
O6 C16 C17 C18 179.9(4) .
C15 C16 C17 C18 1.3(7) .
C14 C13 C18 C17 -1.7(7) .
O5 C13 C18 C17 178.9(4) .
C14 C13 C18 C32 -179.4(4) .
O5 C13 C18 C32 1.1(6) .
C16 C17 C18 C13 0.2(7) .
C16 C17 C18 C32 178.0(4) .
C42 O7 C19 C24 11.8(7) .
C42 O7 C19 C20 -169.2(5) .
C24 C19 C20 C21 -1.6(7) .
O7 C19 C20 C21 179.4(4) .
C24 C19 C20 C34 -178.1(4) .
O7 C19 C20 C34 2.9(6) .
C19 C20 C21 C22 0.7(7) .
C34 C20 C21 C22 177.2(4) .
C43 O8 C22 C23 176.1(5) .
C43 O8 C22 C21 -3.5(7) .
C20 C21 C22 O8 179.6(4) .
C20 C21 C22 C23 -0.1(7) .
O8 C22 C23 C24 -179.4(4) .
C21 C22 C23 C24 0.3(7) .
O8 C22 C23 C33 3.1(7) .
C21 C22 C23 C33 -177.2(4) .
O7 C19 C24 C23 -179.1(4) .
C20 C19 C24 C23 1.9(7) .
C22 C23 C24 C19 -1.2(7) .
C33 C23 C24 C19 176.3(4) .
C47 O11 C25 C30 0.6(6) .
C47 O11 C25 C26 -179.0(4) .
C30 C25 C26 C27 -0.9(6) .
O11 C25 C26 C27 178.6(4) .
C30 C25 C26 C35 -179.9(4) .
O11 C25 C26 C35 -0.4(6) .
C25 C26 C27 C28 -1.1(6) .
C35 C26 C27 C28 177.9(4) .
C26 C27 C28 O9 -178.3(4) .
C26 C27 C28 C29 1.7(6) .
C44 O9 C28 C27 -1.8(6) .
C44 O9 C28 C29 178.2(4) .
C27 C28 C29 C30 -0.1(6) .
O9 C28 C29 C30 179.9(4) .
C27 C28 C29 C34 -177.9(4) .
O9 C28 C29 C34 2.1(6) .
O11 C25 C30 C29 -177.0(4) .
C26 C25 C30 C29 2.5(7) .
C28 C29 C30 C25 -1.9(6) .
C34 C29 C30 C25 175.9(4) .
C3 C2 C31 C9 -78.7(6) .
C1 C2 C31 C9 100.5(5) .
C8 C9 C31 C2 -95.0(5) .
C10 C9 C31 C2 83.6(5) .
C13 C18 C32 C12 97.6(5) .
C17 C18 C32 C12 -80.2(6) .
C11 C12 C32 C18 -88.0(5) .
C7 C12 C32 C18 89.5(5) .
C14 C15 C33 C23 -91.2(5) .
C16 C15 C33 C23 87.3(5) .
C22 C23 C33 C15 87.7(5) .
C24 C23 C33 C15 -89.8(5) .
C21 C20 C34 C29 -92.6(5) .
C19 C20 C34 C29 83.8(5) .
C28 C29 C34 C20 88.0(5) .
C30 C29 C34 C20 -89.8(5) .
C27 C26 C35 C5 -89.0(5) .
C25 C26 C35 C5 90.0(5) .
C6 C5 C35 C26 -96.5(5) .
C4 C5 C35 C26 81.5(5) .
C28 O9 C44 C45 -171.8(3) .
C46 O10 C45 C44 177.3(7) .
O9 C44 C45 O10 -73.7(5) .
C45 O10 C46 C51 46.1(15) 2_665
C25 O11 C47 C48 176.6(4) .
C49 O12 C48 C47 -166.7(4) .
O11 C47 C48 O12 67.2(6) .
C48 O12 C49 C50 -171.9(5) .
C51 O13 C50 C49 162.6(5) .
O12 C49 C50 O13 -68.9(6) .
C50 O13 C51 C46 -160.3(9) 2_665
N1 C52 C53 C54 -134(26) .
C52 C53 C54 C55 -179.9(11) .
C53 C54 C55 C56 -174.8(14) .
C54 C55 C56 C57 -177.6(11) .
C55 C56 C57 N2 -156(22) .
