#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:39:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180310 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/24/7152468.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_7152468
loop_
_publ_author_name
'Kaufmann, Lena'
'Dzyuba, Egor V.'
'Malberg, Friedrich'
'Löw, Nora L'
'Groschke, Matthias'
'Brusilowskij, Boris'
'Huuskonen, Juhani'
'Rissanen, Kari'
'Kirchner, Barbara'
'Schalley, Christoph A.'
_publ_section_title
;
 Substituent effects on axle binding in amide pseudorotaxanes: comparison
 of NMR titration and ITC data with DFT calculations.
;
_journal_issue                   30
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5954
_journal_page_last               5964
_journal_paper_doi               10.1039/c2ob25196e
_journal_volume                  10
_journal_year                    2012
_chemical_formula_moiety         'C68 H80 N4 O4, C18 H20 N2 O2, 2(C H Cl3)'
_chemical_formula_sum            'C88 H102 Cl6 N6 O6'
_chemical_formula_weight         1552.46
_chemical_name_common            'Compound X'
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-11-03T08:35:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 126.21(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.976(5)
_cell_length_b                   19.610(4)
_cell_length_c                   19.930(4)
_cell_measurement_reflns_used    20775
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      3.94
_cell_volume                     8191(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.004048
_diffrn_orient_matrix_UB_12      -0.0577389
_diffrn_orient_matrix_UB_13      0.0072101
_diffrn_orient_matrix_UB_21      -0.0633976
_diffrn_orient_matrix_UB_22      -0.0170981
_diffrn_orient_matrix_UB_23      0.0008935
_diffrn_orient_matrix_UB_31      -0.034676
_diffrn_orient_matrix_UB_32      -0.0353644
_diffrn_orient_matrix_UB_33      -0.0617634
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1122
_diffrn_reflns_av_unetI/netI     0.0712
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54437
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         3.94
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3288
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         7156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0695
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0674P)²+16.6562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1742
_reflns_number_gt                4611
_reflns_number_total             7156
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c2ob25196e.txt
_cod_data_source_block           8@1b
_cod_original_cell_volume        8191(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7152468
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl3 Cl -0.41535(6) 0.71322(6) -0.37971(7) 0.0667(4) Uani 1 1 d .
Cl1 Cl -0.38872(6) 0.59502(6) -0.27901(8) 0.0688(4) Uani 1 1 d .
Cl2 Cl -0.43767(8) 0.71767(12) -0.25496(10) 0.1190(7) Uani 1 1 d .
O2 O -0.26662(12) 0.68061(12) -0.09818(17) 0.0417(6) Uani 1 1 d .
O48 O -0.14715(14) 0.46694(14) -0.09792(18) 0.0524(7) Uani 1 1 d .
O1 O -0.19597(13) 0.36018(14) 0.09567(18) 0.0520(7) Uani 1 1 d .
N8 N -0.20335(14) 0.60722(15) -0.10689(19) 0.0372(7) Uani 1 1 d .
H8 H -0.1937 0.5639 -0.1049 0.045 Uiso 1 1 calc R
C11 C -0.15040(16) 0.69354(17) -0.2212(2) 0.0337(8) Uani 1 1 d .
H11 H -0.158 0.6909 -0.2739 0.04 Uiso 1 1 calc R
C5 C -0.33660(16) 0.51728(17) -0.0325(2) 0.0309(8) Uani 1 1 d .
N22 N -0.16944(14) 0.37579(15) 0.00716(19) 0.0368(7) Uani 1 1 d .
H22 H -0.1837 0.3913 -0.0424 0.044 Uiso 1 1 calc R
C14 C -0.13051(16) 0.70284(17) -0.0677(2) 0.0329(8) Uani 1 1 d .
C6 C -0.29773(17) 0.46060(18) 0.0004(2) 0.0340(8) Uani 1 1 d .
H6 H -0.3081 0.425 0.0228 0.041 Uiso 1 1 calc R
C17 C -0.05884(16) 0.22974(17) 0.0690(2) 0.0338(8) Uani 1 1 d .
H17 H -0.0601 0.1838 0.0529 0.041 Uiso 1 1 calc R
C10 C -0.18410(16) 0.65017(17) -0.2039(2) 0.0341(8) Uani 1 1 d .
C19 C -0.11323(17) 0.33388(18) 0.0513(2) 0.0358(8) Uani 1 1 d .
C34 C 0.09132(17) 0.21136(18) 0.2706(2) 0.0351(8) Uani 1 1 d .
H34A H 0.1008 0.2575 0.2955 0.042 Uiso 1 1 calc R
H34B H 0.0589 0.1905 0.2755 0.042 Uiso 1 1 calc R
C4 C -0.31840(16) 0.57000(17) -0.0624(2) 0.0329(8) Uani 1 1 d .
H4 H -0.3439 0.61 -0.0848 0.039 Uiso 1 1 calc R
C38 C -0.15647(17) 0.40546(18) -0.2070(2) 0.0390(9) Uani 1 1 d .
C13 C -0.09762(16) 0.74439(17) -0.0870(2) 0.0321(8) Uani 1 1 d .
H13 H -0.0682 0.7768 -0.0471 0.039 Uiso 1 1 calc R
C16 C -0.00047(16) 0.25762(17) 0.1327(2) 0.0310(8) Uani 1 1 d .
C30 C 0.05309(16) 0.14463(16) 0.1433(2) 0.0322(8) Uani 1 1 d .
H30A H 0.0209 0.1213 0.1466 0.039 Uiso 1 1 calc R
H30B H 0.0362 0.1469 0.084 0.039 Uiso 1 1 calc R
C26 C -0.4101(2) 0.59578(19) -0.0236(3) 0.0472(10) Uani 1 1 d .
H26A H -0.3758 0.6083 0.0338 0.071 Uiso 1 1 calc R
H26B H -0.4511 0.5978 -0.0318 0.071 Uiso 1 1 calc R
H26C H -0.4106 0.6276 -0.0619 0.071 Uiso 1 1 calc R
C9 C -0.17311(16) 0.65509(17) -0.1270(2) 0.0320(8) Uani 1 1 d .
C12 C -0.10611(16) 0.74036(16) -0.1629(2) 0.0309(8) Uani 1 1 d .
N45 N -0.05472(15) 0.43371(17) -0.0766(2) 0.0464(8) Uani 1 1 d .
C31 C 0.11448(18) 0.10300(18) 0.1907(2) 0.0384(8) Uani 1 1 d .
H31A H 0.1459 0.1246 0.1845 0.046 Uiso 1 1 calc R
H31B H 0.1055 0.0566 0.1667 0.046 Uiso 1 1 calc R
C18 C -0.11577(17) 0.26703(18) 0.0277(2) 0.0359(8) Uani 1 1 d .
C20 C -0.05623(18) 0.36351(18) 0.1160(2) 0.0368(8) Uani 1 1 d .
C36 C -0.05498(19) 0.4358(2) 0.1424(3) 0.0469(10) Uani 1 1 d .
H36A H -0.0831 0.4641 0.093 0.07 Uiso 1 1 calc R
H36B H -0.0113 0.4535 0.1736 0.07 Uiso 1 1 calc R
H36C H -0.0697 0.4369 0.1777 0.07 Uiso 1 1 calc R
C15 C 0.06301(16) 0.21818(17) 0.1777(2) 0.0319(8) Uani 1 1 d .
C3 C -0.26391(16) 0.56479(17) -0.0599(2) 0.0324(8) Uani 1 1 d .
C35 C -0.17783(18) 0.2350(2) -0.0395(3) 0.0469(10) Uani 1 1 d .
H35A H -0.1705 0.1877 -0.0476 0.07 Uiso 1 1 calc R
H35B H -0.1967 0.2604 -0.0914 0.07 Uiso 1 1 calc R
H35C H -0.207 0.2359 -0.0236 0.07 Uiso 1 1 calc R
C1 C -0.24368(16) 0.45401(17) 0.0019(2) 0.0328(8) Uani 1 1 d .
C44 C -0.11904(19) 0.43755(18) -0.1231(2) 0.0399(9) Uani 1 1 d .
C28 C -0.11964(18) 0.70964(19) 0.0150(2) 0.0397(9) Uani 1 1 d .
H28A H -0.0883 0.7457 0.0476 0.06 Uiso 1 1 calc R
H28B H -0.1036 0.6664 0.0453 0.06 Uiso 1 1 calc R
H28C H -0.16 0.7213 0.0061 0.06 Uiso 1 1 calc R
C7 C -0.24562(16) 0.62300(18) -0.0906(2) 0.0335(8) Uani 1 1 d .
C47 C -0.0166(2) 0.4703(2) 0.0022(3) 0.0576(11) Uani 1 1 d .
H47A H 0.0155 0.4388 0.0463 0.069 Uiso 1 1 calc R
H47B H -0.0446 0.4861 0.0175 0.069 Uiso 1 1 calc R
C32 C 0.14279(19) 0.09802(19) 0.2828(2) 0.0432(9) Uani 1 1 d .
H32A H 0.1139 0.0711 0.2896 0.052 Uiso 1 1 calc R
H32B H 0.1843 0.0741 0.3127 0.052 Uiso 1 1 calc R
C25 C -0.4002(2) 0.4740(2) 0.0188(3) 0.0480(10) Uani 1 1 d .
H25A H -0.3655 0.4856 0.0765 0.072 Uiso 1 1 calc R
H25B H -0.3947 0.427 0.0073 0.072 Uiso 1 1 calc R
H25C H -0.4412 0.4782 0.0105 0.072 Uiso 1 1 calc R
C29 C -0.23046(19) 0.59874(19) -0.2680(2) 0.0423(9) Uani 1 1 d .
H29A H -0.2319 0.6032 -0.3181 0.063 Uiso 1 1 calc R
H29B H -0.273 0.607 -0.2822 0.063 Uiso 1 1 calc R
H29C H -0.2165 0.5526 -0.2454 0.063 Uiso 1 1 calc R
C2 C -0.22657(17) 0.50670(17) -0.0274(2) 0.0335(8) Uani 1 1 d .
H2 H -0.1891 0.503 -0.0251 0.04 Uiso 1 1 calc R
C23 C -0.20134(17) 0.39217(18) 0.0400(2) 0.0352(8) Uani 1 1 d .
C21 C -0.00034(17) 0.32501(18) 0.1559(2) 0.0371(8) Uani 1 1 d .
H21 H 0.0388 0.345 0.1998 0.045 Uiso 1 1 calc R
C33 C 0.15230(17) 0.16831(18) 0.3204(2) 0.0381(9) Uani 1 1 d .
H33A H 0.1867 0.1922 0.3223 0.046 Uiso 1 1 calc R
H33B H 0.1659 0.1634 0.3782 0.046 Uiso 1 1 calc R
C43 C -0.1470(2) 0.4242(2) -0.2660(3) 0.0581(12) Uani 1 1 d .
H43 H -0.1167 0.4585 -0.2537 0.07 Uiso 1 1 calc R
C27 C -0.45330(19) 0.5049(2) -0.1310(3) 0.0540(11) Uani 1 1 d .
H27A H -0.4941 0.5082 -0.1387 0.081 Uiso 1 1 calc R
H27B H -0.4474 0.4583 -0.1429 0.081 Uiso 1 1 calc R
H27C H -0.4532 0.5367 -0.1689 0.081 Uiso 1 1 calc R
C24 C -0.39884(17) 0.52323(18) -0.0409(2) 0.0368(8) Uani 1 1 d .
C46 C -0.0191(2) 0.3901(2) -0.0949(3) 0.0591(12) Uani 1 1 d .
H46A H -0.0485 0.3585 -0.1399 0.089 Uiso 1 1 calc R
H46B H 0.0128 0.364 -0.0451 0.089 Uiso 1 1 calc R
H46C H 0.0024 0.4183 -0.1121 0.089 Uiso 1 1 calc R
C39 C -0.2021(2) 0.3564(2) -0.2267(3) 0.0545(11) Uani 1 1 d .
H39 H -0.2101 0.3443 -0.1875 0.065 Uiso 1 1 calc R
C41 C -0.2259(3) 0.3427(2) -0.3614(3) 0.0717(15) Uani 1 1 d .
H41 H -0.249 0.3209 -0.4141 0.086 Uiso 1 1 calc R
C40 C -0.2358(2) 0.3252(2) -0.3044(3) 0.0631(13) Uani 1 1 d .
H40 H -0.2663 0.2909 -0.3175 0.076 Uiso 1 1 calc R
C42 C -0.1818(3) 0.3929(3) -0.3424(3) 0.0792(16) Uani 1 1 d .
H42 H -0.1754 0.4059 -0.3829 0.095 Uiso 1 1 calc R
C37 C -0.3894(2) 0.6852(2) -0.2806(3) 0.0522(10) Uani 1 1 d .
H37 H -0.3448 0.7019 -0.2389 0.063 Uiso 1 1 calc R
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 0 '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 0.006 '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
C7 N8 C9 125.3(3) . .
C7 N8 H8 117.3 . .
C9 N8 H8 117.3 . .
C12 C11 C10 121.6(3) . .
C12 C11 H11 119.2 . .
C10 C11 H11 119.2 . .
C6 C5 C4 117.4(3) . .
C6 C5 C24 122.9(3) . .
C4 C5 C24 119.7(3) . .
C23 N22 C19 121.8(3) . .
C23 N22 H22 119.1 . .
C19 N22 H22 119.1 . .
C13 C14 C9 117.8(3) . .
C13 C14 C28 120.3(3) . .
C9 C14 C28 121.9(3) . .
C5 C6 C1 122.0(3) . .
C5 C6 H6 119 . .
C1 C6 H6 119 . .
C16 C17 C18 122.3(3) . .
C16 C17 H17 118.9 . .
C18 C17 H17 118.9 . .
C9 C10 C11 118.6(3) . .
C9 C10 C29 121.5(3) . .
C11 C10 C29 119.9(3) . .
C18 C19 C20 121.5(3) . .
C18 C19 N22 120.5(3) . .
C20 C19 N22 117.9(3) . .
C33 C34 C15 113.7(3) . .
C33 C34 H34A 108.8 . .
C15 C34 H34A 108.8 . .
C33 C34 H34B 108.8 . .
C15 C34 H34B 108.8 . .
H34A C34 H34B 107.7 . .
C3 C4 C5 121.3(3) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C43 C38 C39 119.5(4) . .
C43 C38 C44 121.0(3) . .
C39 C38 C44 119.5(4) . .
C14 C13 C12 122.5(3) . .
C14 C13 H13 118.7 . .
C12 C13 H13 118.7 . .
C17 C16 C21 117.5(3) . .
C17 C16 C15 123.3(3) . .
C21 C16 C15 119.2(3) . .
C31 C30 C15 112.6(3) . .
C31 C30 H30A 109.1 . .
C15 C30 H30A 109.1 . .
C31 C30 H30B 109.1 . .
C15 C30 H30B 109.1 . .
H30A C30 H30B 107.8 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C10 C9 C14 121.7(3) . .
C10 C9 N8 118.5(3) . .
C14 C9 N8 119.7(3) . .
C11 C12 C13 117.7(3) . .
C11 C12 C15 121.4(3) . 5_565
C13 C12 C15 120.6(3) . 5_565
C44 N45 C46 124.9(3) . .
C44 N45 C47 119.4(3) . .
C46 N45 C47 115.5(3) . .
C30 C31 C32 111.4(3) . .
C30 C31 H31A 109.4 . .
C32 C31 H31A 109.4 . .
C30 C31 H31B 109.4 . .
C32 C31 H31B 109.4 . .
H31A C31 H31B 108 . .
C19 C18 C17 118.3(3) . .
C19 C18 C35 120.9(3) . .
C17 C18 C35 120.8(3) . .
C19 C20 C21 118.8(3) . .
C19 C20 C36 120.5(3) . .
C21 C20 C36 120.7(3) . .
C20 C36 H36A 109.5 . .
C20 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C20 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C16 C15 C34 109.3(3) . .
C16 C15 C12 105.7(3) . 5_565
C34 C15 C12 112.9(3) . 5_565
C16 C15 C30 111.6(3) . .
C34 C15 C30 106.7(3) . .
C12 C15 C30 110.7(3) 5_565 .
C2 C3 C4 119.6(3) . .
C2 C3 C7 121.0(3) . .
C4 C3 C7 119.4(3) . .
C18 C35 H35A 109.5 . .
C18 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C18 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C2 C1 C6 119.5(3) . .
C2 C1 C23 119.5(3) . .
C6 C1 C23 120.8(3) . .
O48 C44 N45 122.1(4) . .
O48 C44 C38 119.9(3) . .
N45 C44 C38 118.0(3) . .
C14 C28 H28A 109.5 . .
C14 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C14 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
O2 C7 N8 123.1(3) . .
O2 C7 C3 121.9(3) . .
N8 C7 C3 114.9(3) . .
N45 C47 C47 111.8(4) . 5_565
N45 C47 H47A 109.2 . .
C47 C47 H47A 109.2 5_565 .
N45 C47 H47B 109.2 . .
C47 C47 H47B 109.2 5_565 .
H47A C47 H47B 107.9 . .
C33 C32 C31 111.0(3) . .
C33 C32 H32A 109.4 . .
C31 C32 H32A 109.4 . .
C33 C32 H32B 109.4 . .
C31 C32 H32B 109.4 . .
H32A C32 H32B 108 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C10 C29 H29A 109.5 . .
C10 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C10 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C1 C2 C3 120.1(3) . .
C1 C2 H2 119.9 . .
C3 C2 H2 119.9 . .
O1 C23 N22 123.0(3) . .
O1 C23 C1 122.2(3) . .
N22 C23 C1 114.7(3) . .
C20 C21 C16 121.6(3) . .
C20 C21 H21 119.2 . .
C16 C21 H21 119.2 . .
C32 C33 C34 112.1(3) . .
C32 C33 H33A 109.2 . .
C34 C33 H33A 109.2 . .
C32 C33 H33B 109.2 . .
C34 C33 H33B 109.2 . .
H33A C33 H33B 107.9 . .
C42 C43 C38 119.4(4) . .
C42 C43 H43 120.3 . .
C38 C43 H43 120.3 . .
C24 C27 H27A 109.5 . .
C24 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C24 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C5 C24 C26 112.1(3) . .
C5 C24 C27 107.1(3) . .
C26 C24 C27 108.3(3) . .
C5 C24 C25 111.8(3) . .
C26 C24 C25 108.2(3) . .
C27 C24 C25 109.3(3) . .
N45 C46 H46A 109.5 . .
N45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
N45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C38 C39 C40 119.4(4) . .
C38 C39 H39 120.3 . .
C40 C39 H39 120.3 . .
C40 C41 C42 119.3(4) . .
C40 C41 H41 120.3 . .
C42 C41 H41 120.3 . .
C41 C40 C39 121.1(4) . .
C41 C40 H40 119.5 . .
C39 C40 H40 119.5 . .
C43 C42 C41 121.2(5) . .
C43 C42 H42 119.4 . .
C41 C42 H42 119.4 . .
Cl2 C37 Cl3 110.7(2) . .
Cl2 C37 Cl1 111.3(2) . .
Cl3 C37 Cl1 109.0(2) . .
Cl2 C37 H37 108.6 . .
Cl3 C37 H37 108.6 . .
Cl1 C37 H37 108.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl3 C37 1.756(4) .
Cl1 C37 1.768(5) .
Cl2 C37 1.732(4) .
O2 C7 1.224(4) .
O48 C44 1.245(4) .
O1 C23 1.210(4) .
N8 C7 1.353(4) .
N8 C9 1.426(4) .
N8 H8 0.88 .
C11 C12 1.392(5) .
C11 C10 1.402(5) .
C11 H11 0.95 .
C5 C6 1.379(5) .
C5 C4 1.407(5) .
C5 C24 1.529(5) .
N22 C23 1.363(4) .
N22 C19 1.437(4) .
N22 H22 0.88 .
C14 C13 1.390(5) .
C14 C9 1.398(5) .
C14 C28 1.505(5) .
C6 C1 1.393(5) .
C6 H6 0.95 .
C17 C16 1.391(5) .
C17 C18 1.400(5) .
C17 H17 0.95 .
C10 C9 1.386(5) .
C10 C29 1.511(5) .
C19 C18 1.381(5) .
C19 C20 1.392(5) .
C34 C33 1.533(5) .
C34 C15 1.542(5) .
C34 H34A 0.99 .
C34 H34B 0.99 .
C4 C3 1.390(5) .
C4 H4 0.95 .
C38 C43 1.386(6) .
C38 C39 1.390(5) .
C38 C44 1.488(5) .
C13 C12 1.395(5) .
C13 H13 0.95 .
C16 C21 1.400(5) .
C16 C15 1.541(5) .
C30 C31 1.524(5) .
C30 C15 1.552(5) .
C30 H30A 0.99 .
C30 H30B 0.99 .
C26 C24 1.532(5) .
C26 H26A 0.98 .
C26 H26B 0.98 .
C26 H26C 0.98 .
C12 C15 1.547(5) 5_565
N45 C44 1.352(5) .
N45 C46 1.457(5) .
N45 C47 1.457(5) .
C31 C32 1.525(5) .
C31 H31A 0.99 .
C31 H31B 0.99 .
C18 C35 1.495(5) .
C20 C21 1.395(5) .
C20 C36 1.506(5) .
C36 H36A 0.98 .
C36 H36B 0.98 .
C36 H36C 0.98 .
C15 C12 1.547(5) 5_565
C3 C2 1.384(5) .
C3 C7 1.498(5) .
C35 H35A 0.98 .
C35 H35B 0.98 .
C35 H35C 0.98 .
C1 C2 1.383(5) .
C1 C23 1.507(5) .
C28 H28A 0.98 .
C28 H28B 0.98 .
C28 H28C 0.98 .
C47 C47 1.482(9) 5_565
C47 H47A 0.99 .
C47 H47B 0.99 .
C32 C33 1.518(5) .
C32 H32A 0.99 .
C32 H32B 0.99 .
C25 C24 1.549(5) .
C25 H25A 0.98 .
C25 H25B 0.98 .
C25 H25C 0.98 .
C29 H29A 0.98 .
C29 H29B 0.98 .
C29 H29C 0.98 .
C2 H2 0.95 .
C21 H21 0.95 .
C33 H33A 0.99 .
C33 H33B 0.99 .
C43 C42 1.374(6) .
C43 H43 0.95 .
C27 C24 1.534(6) .
C27 H27A 0.98 .
C27 H27B 0.98 .
C27 H27C 0.98 .
C46 H46A 0.98 .
C46 H46B 0.98 .
C46 H46C 0.98 .
C39 C40 1.392(6) .
C39 H39 0.95 .
C41 C40 1.350(7) .
C41 C42 1.383(7) .
C41 H41 0.95 .
C40 H40 0.95 .
C42 H42 0.95 .
C37 H37 1 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N8 H8 O48 0.88 2.21 3.070(4) 164.2
N22 H22 O48 0.88 2.36 3.057(4) 136.6
