#------------------------------------------------------------------------------
#$Date: 2019-03-29 01:02:22 +0200 (Fri, 29 Mar 2019) $
#$Revision: 214407 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/32/7123229.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_7123229
loop_
_publ_author_name
'Peng, Zhiyong'
'Guo, Xuwen'
'Xu, Weitao'
'Li, Jian'
'Deng, Pengchi'
'Xiao, Xin'
'Feng, Wen'
'Yuan, Lihua'
_publ_section_title
;
 Strong positive allosteric cooperativity in ternary complexes based on
 hydrogen-bonded aromatic amide macrocycles
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC00925F
_journal_year                    2019
_chemical_formula_sum            'C136 H188 Cl12 N8 O28'
_chemical_formula_weight         2808.33
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a'
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-06-19 deposited with the CCDC.    2019-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.2239(4)
_cell_length_b                   27.2239(4)
_cell_length_c                   20.9401(13)
_cell_measurement_reflns_used    3103
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.2610
_cell_measurement_theta_min      4.1670
_cell_volume                     15519.6(10)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  bruker-CCD
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12297
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        65.967
_diffrn_reflns_theta_max         65.967
_diffrn_reflns_theta_min         4.200
_exptl_absorpt_coefficient_mu    2.503
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_description       block
_exptl_crystal_F_000             5952
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.000047(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         6696
_refine_ls_number_restraints     281
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.2018
_refine_ls_R_factor_gt           0.1642
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0212P)²+203.4320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3189
_refine_ls_wR_factor_ref         0.3339
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3959
_reflns_number_total             6696
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc00925f2.cif
_cod_data_source_block           111
_cod_original_cell_volume        15519.6(11)
_cod_database_code               7123229
_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   0.661
_shelx_estimated_absorpt_t_max   0.690
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.96144(16) 0.58427(17) 0.5257(3) 0.0864(19) Uani 1 1 d . . . . .
O2 O 0.79604(15) 0.53287(17) 0.5703(3) 0.0810(18) Uani 1 1 d . . . . .
O3 O 0.85311(16) 0.40456(17) 0.6484(3) 0.0867(19) Uani 1 1 d . . . . .
O4 O 0.70518(17) 0.48625(16) 0.6786(3) 0.0846(18) Uani 1 1 d . . . . .
O5 O 0.64306(16) 0.32474(16) 0.7322(3) 0.0807(18) Uani 1 1 d . . . . .
O6 O 0.78591(18) 0.26370(16) 0.6245(3) 0.0848(19) Uani 1 1 d . . . . .
O7 O 0.7819(4) 0.8050(3) 0.4922(5) 0.154(3) Uani 1 1 d D . . . .
N1 N 0.78406(18) 0.4476(2) 0.6285(4) 0.076(2) Uani 1 1 d . . . . .
H1 H 0.7730 0.4739 0.6108 0.092 Uiso 1 1 calc R U . . .
N2 N 0.71901(19) 0.28345(18) 0.6831(3) 0.0712(19) Uani 1 1 d . . . . .
H2 H 0.6964 0.2704 0.7063 0.085 Uiso 1 1 calc R U . . .
C1 C 0.7502(3) 0.2513(2) 0.6556(4) 0.069(2) Uani 1 1 d . . . . .
C2 C 0.6005(3) 0.3454(3) 0.7631(5) 0.091(3) Uani 1 1 d . . . . .
H2A H 0.5786 0.3573 0.7306 0.136 Uiso 1 1 d R U . . .
H2B H 0.6100 0.3720 0.7904 0.136 Uiso 1 1 d R U . . .
H2C H 0.5841 0.3206 0.7879 0.136 Uiso 1 1 d R U . . .
C3 C 0.6767(2) 0.3573(3) 0.7067(4) 0.073(2) Uani 1 1 d . . . . .
C4 C 0.7177(2) 0.3348(2) 0.6796(4) 0.070(2) Uani 1 1 d . . . . .
C5 C 0.7541(2) 0.3645(2) 0.6536(4) 0.074(2) Uani 1 1 d . . . . .
H5 H 0.7820 0.3504 0.6356 0.089 Uiso 1 1 calc R U . . .
C6 C 0.7488(2) 0.4151(2) 0.6544(4) 0.070(2) Uani 1 1 d . . . . .
C7 C 0.7069(2) 0.4366(2) 0.6810(4) 0.071(2) Uani 1 1 d . . . . .
C8 C 0.6705(2) 0.4079(2) 0.7075(4) 0.074(2) Uani 1 1 d . . . . .
H8 H 0.6426 0.4220 0.7254 0.088 Uiso 1 1 calc R U . . .
C9 C 0.6647(3) 0.5097(3) 0.7096(5) 0.098(3) Uani 1 1 d . . . . .
H9A H 0.6342 0.5003 0.6901 0.148 Uiso 1 1 d R U . . .
H9B H 0.6685 0.5447 0.7068 0.148 Uiso 1 1 d R U . . .
H9C H 0.6647 0.5000 0.7536 0.148 Uiso 1 1 d R U . . .
C10 C 0.8337(2) 0.4417(2) 0.6286(5) 0.074(2) Uani 1 1 d . . . . .
C11 C 0.8633(2) 0.4828(2) 0.6014(4) 0.067(2) Uani 1 1 d . . . . .
C12 C 0.9144(2) 0.4775(2) 0.6063(4) 0.066(2) Uani 1 1 d . . . . .
H12 H 0.9266 0.4497 0.6266 0.079 Uiso 1 1 calc R U . . .
C13 C 0.9474(2) 0.5111(2) 0.5830(4) 0.067(2) Uani 1 1 d . . . . .
C14 C 0.9285(2) 0.5524(2) 0.5514(4) 0.070(2) Uani 1 1 d . . . . .
C15 C 0.8783(2) 0.5590(3) 0.5466(5) 0.079(3) Uani 1 1 d . . . . .
H15 H 0.8663 0.5865 0.5254 0.095 Uiso 1 1 calc R U . . .
C16 C 0.8457(2) 0.5258(2) 0.5726(4) 0.070(2) Uani 1 1 d . . . . .
C17 C 0.7783(3) 0.5802(3) 0.5517(5) 0.097(3) Uani 1 1 d . . . . .
H17A H 0.7855 0.5862 0.5070 0.117 Uiso 1 1 calc R U . . .
H17B H 0.7941 0.6056 0.5770 0.117 Uiso 1 1 calc R U . . .
C18 C 0.7226(3) 0.5809(3) 0.5629(6) 0.112(3) Uani 1 1 d . U . . .
H18A H 0.7161 0.5682 0.6059 0.135 Uiso 0.5 1 calc R U P A 2
H18 H 0.7176 0.5654 0.6046 0.135 Uiso 0.5 1 calc R U P B 1
C19A C 0.7022(16) 0.6298(12) 0.5585(14) 0.116(7) Uani 0.5 1 d D U P C 2
H19A H 0.7191 0.6505 0.5893 0.140 Uiso 0.5 1 calc R U P C 2
H19B H 0.6680 0.6282 0.5713 0.140 Uiso 0.5 1 calc R U P C 2
C19 C 0.7088(14) 0.6447(12) 0.574(2) 0.175(13) Uani 0.5 1 d D U P C 1
H19C H 0.7380 0.6577 0.5949 0.210 Uiso 0.5 1 calc R U P C 1
H19D H 0.7089 0.6582 0.5316 0.210 Uiso 0.5 1 calc R U P C 1
C20A C 0.7046(10) 0.6545(10) 0.4952(13) 0.167(10) Uani 0.5 1 d D U P C 2
H20A H 0.6900 0.6865 0.4982 0.250 Uiso 0.5 1 calc R U P C 2
H20B H 0.7383 0.6576 0.4823 0.250 Uiso 0.5 1 calc R U P C 2
H20C H 0.6871 0.6352 0.4643 0.250 Uiso 0.5 1 calc R U P C 2
C20 C 0.6657(18) 0.6719(18) 0.608(2) 0.34(2) Uani 0.5 1 d D U P C 1
H20D H 0.6706 0.7067 0.6048 0.511 Uiso 0.5 1 calc R U P C 1
H20E H 0.6352 0.6631 0.5881 0.511 Uiso 0.5 1 calc R U P C 1
H20F H 0.6647 0.6626 0.6524 0.511 Uiso 0.5 1 calc R U P C 1
C21 C 0.6969(5) 0.5474(5) 0.5142(7) 0.155(4) Uani 1 1 d . U . . .
H21A H 0.6976 0.5632 0.4727 0.186 Uiso 1 1 calc R U . . .
H21B H 0.7150 0.5169 0.5109 0.186 Uiso 1 1 calc R U . . .
C22 C 0.6455(7) 0.5364(7) 0.5314(10) 0.214(6) Uani 1 1 d . U . . .
H22A H 0.6449 0.5222 0.5738 0.257 Uiso 1 1 calc R U . . .
H22B H 0.6272 0.5669 0.5328 0.257 Uiso 1 1 calc R U . . .
C23 C 0.6213(9) 0.5030(9) 0.4875(12) 0.295(9) Uani 1 1 d D U . . .
H23A H 0.6391 0.4723 0.4838 0.353 Uiso 1 1 d R U . . .
H23B H 0.6196 0.5185 0.4458 0.353 Uiso 1 1 d R U . . .
C24 C 0.5754(10) 0.4769(11) 0.5184(15) 0.409(15) Uani 1 1 d D U . . .
H24A H 0.5580 0.4536 0.4925 0.614 Uiso 1 1 d R U . . .
H24B H 0.5578 0.5075 0.5189 0.614 Uiso 1 1 d R U . . .
H24C H 0.5781 0.4646 0.5612 0.614 Uiso 1 1 d R U . . .
C25 C 0.9462(3) 0.6255(3) 0.4870(5) 0.090(3) Uani 1 1 d . . . . .
H25A H 0.9152 0.6181 0.4665 0.108 Uiso 1 1 calc R U . . .
H25B H 0.9704 0.6315 0.4539 0.108 Uiso 1 1 calc R U . . .
C26 C 0.9407(7) 0.6715(4) 0.5285(8) 0.159(5) Uani 1 1 d D U . . .
H26 H 0.9059 0.6691 0.5401 0.191 Uiso 0.46(15) 1 calc R U P D 1
H26A H 0.9726 0.6749 0.5497 0.191 Uiso 0.54(15) 1 calc R U P D 2
C27 C 0.9389(5) 0.7163(4) 0.4792(8) 0.179(6) Uani 1 1 d . U . . .
H27A H 0.9406 0.7466 0.5033 0.215 Uiso 1 1 calc R U . . .
H27B H 0.9681 0.7147 0.4527 0.215 Uiso 1 1 calc R U . . .
C28 C 0.8971(5) 0.7185(4) 0.4384(7) 0.152(5) Uani 1 1 d . U . . .
H28A H 0.8925 0.6875 0.4173 0.228 Uiso 1 1 d R U . . .
H28B H 0.9033 0.7436 0.4072 0.228 Uiso 1 1 d R U . . .
H28C H 0.8680 0.7266 0.4622 0.228 Uiso 1 1 d R U . . .
C32A C 0.8260(13) 0.729(2) 0.638(3) 0.38(3) Uani 0.5 1 d D U P E 2
H32A H 0.8000 0.7334 0.6681 0.573 Uiso 0.5 1 calc R U P E 2
H32B H 0.8276 0.7563 0.6096 0.573 Uiso 0.5 1 calc R U P E 2
H32C H 0.8197 0.6994 0.6135 0.573 Uiso 0.5 1 calc R U P E 2
C29A C 0.9057(12) 0.6751(14) 0.5796(11) 0.216(9) Uani 0.5 1 d D U P E 2
H29A H 0.9066 0.6449 0.6042 0.259 Uiso 0.5 1 calc R U P E 2
H29B H 0.8731 0.6781 0.5614 0.259 Uiso 0.5 1 calc R U P E 2
C30A C 0.9139(12) 0.7158(16) 0.622(2) 0.228(10) Uani 0.5 1 d D U P E 2
H30C H 0.9162 0.7455 0.5967 0.274 Uiso 0.5 1 calc R U P E 2
H30D H 0.9454 0.7111 0.6430 0.274 Uiso 0.5 1 calc R U P E 2
C31A C 0.8748(17) 0.7233(17) 0.6732(15) 0.276(14) Uani 0.5 1 d D U P E 2
H31C H 0.8818 0.7526 0.6979 0.331 Uiso 0.5 1 calc R U P E 2
H31D H 0.8738 0.6953 0.7019 0.331 Uiso 0.5 1 calc R U P E 2
C29 C 0.9640(11) 0.6713(12) 0.5942(10) 0.196(8) Uani 0.5 1 d D U P E 1
H29C H 0.9994 0.6746 0.5906 0.235 Uiso 0.5 1 calc R U P E 1
H29D H 0.9567 0.6408 0.6162 0.235 Uiso 0.5 1 calc R U P E 1
C30 C 0.9422(15) 0.7153(11) 0.6310(18) 0.232(10) Uani 0.5 1 d D U P E 1
H30A H 0.9671 0.7404 0.6368 0.278 Uiso 0.5 1 calc R U P E 1
H30B H 0.9152 0.7295 0.6069 0.278 Uiso 0.5 1 calc R U P E 1
C31 C 0.9237(16) 0.6974(16) 0.6960(12) 0.268(12) Uani 0.5 1 d D U P E 1
H31A H 0.9502 0.6989 0.7269 0.322 Uiso 0.5 1 calc R U P E 1
H31B H 0.8975 0.7187 0.7108 0.322 Uiso 0.5 1 calc R U P E 1
C32 C 0.905(2) 0.6455(18) 0.691(2) 0.43(3) Uani 0.5 1 d D U P E 1
H32D H 0.8938 0.6348 0.7322 0.639 Uiso 0.5 1 calc R U P E 1
H32E H 0.8786 0.6442 0.6610 0.639 Uiso 0.5 1 calc R U P E 1
H32F H 0.9313 0.6245 0.6770 0.639 Uiso 0.5 1 calc R U P E 1
C33 C 0.7829(8) 0.7711(7) 0.5430(10) 0.236(10) Uani 1 1 d D . . . .
C34 C 0.6511(9) 0.8243(7) 0.4786(9) 0.316(13) Uani 1 1 d D U . . .
H34 H 0.6863 0.8268 0.4690 0.380 Uiso 1 1 calc R U . . .
Cl3 Cl 0.6451(5) 0.8183(5) 0.5641(8) 0.537(8) Uani 1 1 d D U . . .
Cl2 Cl 0.6221(5) 0.8787(5) 0.4475(7) 0.501(7) Uani 1 1 d D U . . .
Cl1 Cl 0.6273(6) 0.7747(6) 0.4327(8) 0.579(9) Uani 1 1 d D U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
C14 O1 C25 122.0(5) .
C16 O2 C17 118.1(5) .
C7 O4 C9 117.2(6) .
C3 O5 C2 117.2(5) .
C10 N1 C6 126.9(6) .
C10 N1 H1 116.6 .
C6 N1 H1 116.6 .
C1 N2 C4 129.9(6) .
C1 N2 H2 115.0 .
C4 N2 H2 115.0 .
O6 C1 N2 123.4(6) .
O6 C1 C13 120.9(6) 12_757
N2 C1 C13 115.7(6) 12_757
O5 C2 H2A 108.2 .
O5 C2 H2B 110.2 .
H2A C2 H2B 109.5 .
O5 C2 H2C 110.0 .
H2A C2 H2C 109.5 .
H2B C2 H2C 109.5 .
O5 C3 C8 123.4(6) .
O5 C3 C4 114.0(6) .
C8 C3 C4 122.6(7) .
C5 C4 C3 118.3(6) .
C5 C4 N2 125.7(6) .
C3 C4 N2 115.9(6) .
C6 C5 C4 120.0(6) .
C6 C5 H5 120.0 .
C4 C5 H5 120.0 .
C5 C6 C7 120.4(6) .
C5 C6 N1 123.2(6) .
C7 C6 N1 116.5(6) .
O4 C7 C8 123.7(6) .
O4 C7 C6 115.6(6) .
C8 C7 C6 120.7(6) .
C7 C8 C3 118.0(6) .
C7 C8 H8 121.0 .
C3 C8 H8 121.0 .
O4 C9 H9A 110.7 .
O4 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
O4 C9 H9C 108.2 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
O3 C10 N1 122.0(6) .
O3 C10 C11 121.4(6) .
N1 C10 C11 116.5(6) .
C16 C11 C12 117.2(6) .
C16 C11 C10 127.4(6) .
C12 C11 C10 115.5(6) .
C13 C12 C11 123.7(6) .
C13 C12 H12 118.2 .
C11 C12 H12 118.2 .
C12 C13 C14 117.5(6) .
C12 C13 C1 116.3(6) 15_666
C14 C13 C1 126.2(6) 15_666
O1 C14 C15 122.7(6) .
O1 C14 C13 117.2(6) .
C15 C14 C13 120.1(6) .
C16 C15 C14 121.5(7) .
C16 C15 H15 119.2 .
C14 C15 H15 119.2 .
O2 C16 C15 122.1(6) .
O2 C16 C11 118.1(6) .
C15 C16 C11 119.8(6) .
O2 C17 C18 107.7(6) .
O2 C17 H17A 110.2 .
C18 C17 H17A 110.2 .
O2 C17 H17B 110.2 .
C18 C17 H17B 110.2 .
H17A C17 H17B 108.5 .
C19A C18 C17 112.5(18) .
C19A C18 C21 109.2(18) .
C17 C18 C21 110.0(10) .
C17 C18 C19 103.9(13) .
C21 C18 C19 124.6(17) .
C19A C18 H18A 108.4 .
C17 C18 H18A 108.4 .
C21 C18 H18A 108.4 .
C17 C18 H18 105.7 .
C21 C18 H18 105.7 .
C19 C18 H18 105.7 .
C18 C19A C20A 117(2) .
C18 C19A H19A 108.0 .
C20A C19A H19A 108.0 .
C18 C19A H19B 108.0 .
C20A C19A H19B 108.0 .
H19A C19A H19B 107.3 .
C20 C19 C18 133(3) .
C20 C19 H19C 104.0 .
C18 C19 H19C 104.0 .
C20 C19 H19D 104.0 .
C18 C19 H19D 104.0 .
H19C C19 H19D 105.5 .
C19A C20A H20A 109.5 .
C19A C20A H20B 109.5 .
H20A C20A H20B 109.5 .
C19A C20A H20C 109.5 .
H20A C20A H20C 109.5 .
H20B C20A H20C 109.5 .
C19 C20 H20D 109.5 .
C19 C20 H20E 109.5 .
H20D C20 H20E 109.5 .
C19 C20 H20F 109.5 .
H20D C20 H20F 109.5 .
H20E C20 H20F 109.5 .
C22 C21 C18 113.0(13) .
C22 C21 H21A 109.0 .
C18 C21 H21A 109.0 .
C22 C21 H21B 109.0 .
C18 C21 H21B 109.0 .
H21A C21 H21B 107.8 .
C23 C22 C21 113.9(18) .
C23 C22 H22A 108.8 .
C21 C22 H22A 108.8 .
C23 C22 H22B 108.8 .
C21 C22 H22B 108.8 .
H22A C22 H22B 107.7 .
C22 C23 C24 112(2) .
C22 C23 H23A 111.3 .
C24 C23 H23A 92.3 .
C22 C23 H23B 108.6 .
C24 C23 H23B 121.8 .
H23A C23 H23B 109.1 .
C23 C24 H24A 117.1 .
C23 C24 H24B 90.6 .
H24A C24 H24B 109.5 .
C23 C24 H24C 118.7 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
O1 C25 C26 110.1(9) .
O1 C25 H25A 109.6 .
C26 C25 H25A 109.6 .
O1 C25 H25B 109.6 .
C26 C25 H25B 109.6 .
H25A C25 H25B 108.2 .
C29A C26 C25 123.0(18) .
C29 C26 C25 118.1(14) .
C29A C26 C27 114.2(19) .
C29 C26 C27 127.0(17) .
C25 C26 C27 105.0(12) .
C29 C26 H26 100.5 .
C25 C26 H26 100.5 .
C27 C26 H26 100.5 .
C29A C26 H26A 104.2 .
C25 C26 H26A 104.2 .
C27 C26 H26A 104.2 .
C28 C27 C26 116.3(12) .
C28 C27 H27A 108.2 .
C26 C27 H27A 108.2 .
C28 C27 H27B 108.2 .
C26 C27 H27B 108.2 .
H27A C27 H27B 107.4 .
C27 C28 H28A 110.1 .
C27 C28 H28B 107.3 .
H28A C28 H28B 109.5 .
C27 C28 H28C 111.0 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C31A C32A H32A 109.5 .
C31A C32A H32B 109.5 .
H32A C32A H32B 109.5 .
C31A C32A H32C 109.5 .
H32A C32A H32C 109.5 .
H32B C32A H32C 109.5 .
C26 C29A C30A 114(3) .
C26 C29A H29A 108.7 .
C30A C29A H29A 108.7 .
C26 C29A H29B 108.7 .
C30A C29A H29B 108.7 .
H29A C29A H29B 107.6 .
C29A C30A C31A 115(3) .
C29A C30A H30C 108.4 .
C31A C30A H30C 108.4 .
C29A C30A H30D 108.4 .
C31A C30A H30D 108.4 .
H30C C30A H30D 107.5 .
C30A C31A C32A 106.2(17) .
C30A C31A H31C 110.5 .
C32A C31A H31C 110.5 .
C30A C31A H31D 110.5 .
C32A C31A H31D 110.5 .
H31C C31A H31D 108.7 .
C26 C29 C30 107(3) .
C26 C29 H29C 110.4 .
C30 C29 H29C 110.4 .
C26 C29 H29D 110.4 .
C30 C29 H29D 110.4 .
H29C C29 H29D 108.6 .
C31 C30 C29 108.9(14) .
C31 C30 H30A 109.9 .
C29 C30 H30A 109.9 .
C31 C30 H30B 109.9 .
C29 C30 H30B 109.9 .
H30A C30 H30B 108.3 .
C32 C31 C30 110.4(14) .
C32 C31 H31A 109.6 .
C30 C31 H31A 109.6 .
C32 C31 H31B 109.6 .
C30 C31 H31B 109.6 .
H31A C31 H31B 108.1 .
C31 C32 H32D 109.5 .
C31 C32 H32E 109.5 .
H32D C32 H32E 109.5 .
C31 C32 H32F 109.5 .
H32D C32 H32F 109.5 .
H32E C32 H32F 109.5 .
Cl1 C34 Cl2 105.6(12) .
Cl1 C34 Cl3 115.7(13) .
Cl2 C34 Cl3 113.2(13) .
Cl1 C34 H34 107.3 .
Cl2 C34 H34 107.3 .
Cl3 C34 H34 107.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C14 1.359(8) .
O1 C25 1.446(8) .
O2 C16 1.366(7) .
O2 C17 1.431(8) .
O3 C10 1.214(8) .
O4 C7 1.354(8) .
O4 C9 1.429(9) .
O5 C3 1.382(8) .
O5 C2 1.442(8) .
O6 C1 1.219(8) .
O7 C33 1.408(14) .
N1 C10 1.361(8) .
N1 C6 1.413(8) .
N1 H1 0.8600 .
N2 C1 1.347(8) .
N2 C4 1.400(8) .
N2 H2 0.8600 .
C1 C13 1.517(8) 12_757
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9603 .
C3 C8 1.387(9) .
C3 C4 1.394(9) .
C4 C5 1.390(9) .
C5 C6 1.386(9) .
C5 H5 0.9300 .
C6 C7 1.396(9) .
C7 C8 1.380(9) .
C8 H8 0.9300 .
C9 H9A 0.9600 .
C9 H9B 0.9599 .
C9 H9C 0.9600 .
C10 C11 1.491(9) .
C11 C16 1.401(9) .
C11 C12 1.404(8) .
C12 C13 1.371(9) .
C12 H12 0.9300 .
C13 C14 1.402(9) .
C13 C1 1.517(8) 15_666
C14 C15 1.382(9) .
C15 C16 1.379(9) .
C15 H15 0.9300 .
C17 C18 1.533(10) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19A 1.45(3) .
C18 C21 1.537(16) .
C18 C19 1.79(3) .
C18 H18A 0.9800 .
C18 H18 0.9800 .
C19A C20A 1.488(19) .
C19A H19A 0.9700 .
C19A H19B 0.9700 .
C19 C20 1.56(2) .
C19 H19C 0.9700 .
C19 H19D 0.9700 .
C20A H20A 0.9600 .
C20A H20B 0.9600 .
C20A H20C 0.9600 .
C20 H20D 0.9600 .
C20 H20E 0.9600 .
C20 H20F 0.9600 .
C21 C22 1.475(18) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C23 1.45(2) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C23 C24 1.577(17) .
C23 H23A 0.9694 .
C23 H23B 0.9690 .
C24 H24A 0.9590 .
C24 H24B 0.9591 .
C24 H24C 0.9604 .
C25 C26 1.532(15) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C26 C29A 1.435(13) .
C26 C29 1.514(17) .
C26 C27 1.598(16) .
C26 H26 0.9800 .
C26 H26A 0.9800 .
C27 C28 1.425(14) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 H28A 0.9603 .
C28 H28B 0.9604 .
C28 H28C 0.9602 .
C32A C31A 1.528(19) .
C32A H32A 0.9600 .
C32A H32B 0.9600 .
C32A H32C 0.9600 .
C29A C30A 1.44(4) .
C29A H29A 0.9700 .
C29A H29B 0.9700 .
C30A C31A 1.523(19) .
C30A H30C 0.9700 .
C30A H30D 0.9700 .
C31A H31C 0.9700 .
C31A H31D 0.9700 .
C29 C30 1.544(19) .
C29 H29C 0.9700 .
C29 H29D 0.9700 .
C30 C31 1.532(18) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C31 C32 1.504(19) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 H32D 0.9600 .
C32 H32E 0.9600 .
C32 H32F 0.9600 .
C34 Cl1 1.778(10) .
C34 Cl2 1.799(10) .
C34 Cl3 1.806(9) .
C34 H34 0.9800 .
