#------------------------------------------------------------------------------
#$Date: 2019-11-26 02:51:20 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242441 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/24/4132468.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_4132468
loop_
_publ_author_name
'Liu, Wenqi'
'Oliver, Allen G.'
'Smith, Bradley D.'
_publ_section_title
;
 Macrocyclic Receptor for Precious Gold, Platinum, or Palladium
 Coordination Complexes.
;
_journal_issue                   22
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6810
_journal_page_last               6813
_journal_paper_doi               10.1021/jacs.8b04155
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety
'C56 H52 N4 O4, Au Br4, C H Cl3, C4 H10 O, H5 O2'
_chemical_formula_sum            'C61 H68 Au Br4 Cl3 N4 O7'
_chemical_formula_weight         1592.15
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                95.5136(19)
_cell_angle_beta                 106.4740(13)
_cell_angle_gamma                96.7739(14)
_cell_formula_units_Z            1
_cell_length_a                   9.9014(5)
_cell_length_b                   11.3760(6)
_cell_length_c                   14.3487(9)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.46
_cell_measurement_theta_min      2.24
_cell_volume                     1524.74(15)
_computing_cell_refinement       'Bruker SAINT (Bruker, 2015)'
_computing_data_collection       'Bruker APEX-3 (Bruker, 2015)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2015)'
_computing_molecular_graphics    'Bruker XP (Bruker, 2015)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            47107
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.471
_diffrn_reflns_theta_min         1.820
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    5.220
_exptl_absorpt_correction_T_max  0.9841
_exptl_absorpt_correction_T_min  0.6078
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            bronze-green
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.084
_refine_diff_density_max         1.399
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         7683
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0386P)²+2.8479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0668
_refine_ls_wR_factor_ref         0.0687
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7135
_reflns_number_total             7683
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b04155_si_003.cif
_cod_data_source_block           nd1711
_cod_database_code               4132468
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.471
_shelx_estimated_absorpt_t_max   0.668
_diffrn_source_monochromator     'Bruker TRIUMPH curved-graphite'
loop_
_space_group_symop_operation_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_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
Au1 Au 0.500000 0.500000 1.000000 0.01325(4) Uani 1 2 d S . P . .
Br1 Br 0.29446(3) 0.48123(2) 0.85702(2) 0.01883(6) Uani 1 1 d . . . . .
Br2 Br 0.65800(3) 0.56565(3) 0.90739(2) 0.02109(6) Uani 1 1 d . . . . .
O1 O 0.4379(3) 0.2659(2) 0.54512(16) 0.0316(5) Uani 1 1 d . . . . .
O2 O 0.3843(3) 0.87381(18) 0.66268(15) 0.0263(5) Uani 1 1 d . . . . .
N1 N 0.4661(3) 0.3240(2) 0.70487(18) 0.0213(5) Uani 1 1 d . . . . .
H1N H 0.451(4) 0.366(4) 0.742(3) 0.026(10) Uiso 1 1 d . . . . .
N2 N 0.3931(3) 0.7645(2) 0.78627(17) 0.0204(5) Uani 1 1 d . . . . .
H2N H 0.381(4) 0.700(3) 0.802(3) 0.023(9) Uiso 1 1 d . . . . .
C1 C 0.5185(4) 0.2136(3) 0.7348(2) 0.0239(6) Uani 1 1 d . . . . .
H1A H 0.611209 0.210400 0.722075 0.029 Uiso 1 1 calc R U . . .
H1B H 0.450514 0.143965 0.694597 0.029 Uiso 1 1 calc R U . . .
C2 C 0.4290(3) 0.3414(2) 0.6111(2) 0.0185(5) Uani 1 1 d . . . . .
C3 C 0.3729(3) 0.4546(2) 0.58560(19) 0.0169(5) Uani 1 1 d . . . . .
C4 C 0.4077(3) 0.5587(2) 0.65212(19) 0.0166(5) Uani 1 1 d . . . . .
H4 H 0.470208 0.560753 0.716393 0.020 Uiso 1 1 calc R U . . .
C5 C 0.3499(3) 0.6599(2) 0.62332(19) 0.0169(5) Uani 1 1 d . . . . .
C6 C 0.2589(3) 0.6568(2) 0.5286(2) 0.0187(5) Uani 1 1 d . . . . .
H6 H 0.221151 0.726808 0.509709 0.022 Uiso 1 1 calc R U . . .
C7 C 0.2224(3) 0.5529(3) 0.46097(19) 0.0187(5) Uani 1 1 d . . . . .
C8 C 0.2825(3) 0.4525(2) 0.49118(19) 0.0182(5) Uani 1 1 d . . . . .
H8 H 0.261067 0.381143 0.446153 0.022 Uiso 1 1 calc R U . . .
C9 C 0.3784(3) 0.7737(2) 0.6922(2) 0.0191(5) Uani 1 1 d . . . . .
C10 C 0.4120(4) 0.8705(2) 0.8586(2) 0.0233(6) Uani 1 1 d . . . . .
H10A H 0.327434 0.911508 0.839798 0.028 Uiso 1 1 calc R U . . .
H10B H 0.496216 0.926625 0.858310 0.028 Uiso 1 1 calc R U . . .
C11 C 0.4319(3) 0.8374(2) 0.96085(19) 0.0193(5) Uani 1 1 d . . . . .
C12 C 0.5693(3) 0.8503(2) 1.0288(2) 0.0199(5) Uani 1 1 d . . . . .
C13 C 0.6961(4) 0.8866(3) 1.0029(2) 0.0275(6) Uani 1 1 d . . . . .
H13 H 0.688334 0.900717 0.937559 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8269(4) 0.9013(3) 1.0698(3) 0.0344(7) Uani 1 1 d . . . . .
H14 H 0.909268 0.925737 1.050900 0.041 Uiso 1 1 calc R U . . .
C15 C 0.8416(4) 0.8805(3) 1.1676(3) 0.0341(7) Uani 1 1 d . . . . .
H15 H 0.933879 0.890393 1.213624 0.041 Uiso 1 1 calc R U . . .
C16 C 0.7255(3) 0.8467(3) 1.1961(2) 0.0268(6) Uani 1 1 d . . . . .
H16 H 0.737586 0.833975 1.262248 0.032 Uiso 1 1 calc R U . . .
C17 C 0.5845(3) 0.8296(2) 1.1285(2) 0.0199(5) Uani 1 1 d . . . . .
C18 C 0.4634(3) 0.7946(2) 1.1572(2) 0.0198(5) Uani 1 1 d . . . . .
C19 C 0.3272(3) 0.7727(2) 1.0879(2) 0.0203(5) Uani 1 1 d . . . . .
C20 C 0.2018(4) 0.7274(3) 1.1113(2) 0.0285(6) Uani 1 1 d . . . . .
H20 H 0.210076 0.710960 1.176202 0.034 Uiso 1 1 calc R U . . .
C21 C 0.0709(4) 0.7070(3) 1.0436(3) 0.0342(7) Uani 1 1 d . . . . .
H21 H -0.010226 0.675264 1.061198 0.041 Uiso 1 1 calc R U . . .
C22 C 0.0554(4) 0.7331(3) 0.9466(3) 0.0318(7) Uani 1 1 d . . . . .
H22 H -0.036544 0.720714 0.899991 0.038 Uiso 1 1 calc R U . . .
C23 C 0.1707(3) 0.7756(3) 0.9202(2) 0.0259(6) Uani 1 1 d . . . . .
H23A H 0.158137 0.792303 0.854940 0.031 Uiso 1 1 calc R U . . .
C24 C 0.3119(3) 0.7959(2) 0.9884(2) 0.0191(5) Uani 1 1 d . . . . .
C25 C 0.1166(3) 0.5445(3) 0.3586(2) 0.0226(6) Uani 1 1 d . . . . .
C26 C 0.0671(4) 0.6637(3) 0.3370(2) 0.0352(8) Uani 1 1 d . . . . .
H26A H -0.000153 0.653855 0.270902 0.053 Uiso 1 1 calc R U . . .
H26B H 0.020197 0.690693 0.385078 0.053 Uiso 1 1 calc R U . . .
H26C H 0.149583 0.723089 0.341302 0.053 Uiso 1 1 calc R U . . .
C27 C 0.1863(4) 0.5009(4) 0.2813(2) 0.0340(7) Uani 1 1 d . . . . .
H27A H 0.218276 0.424302 0.294935 0.051 Uiso 1 1 calc R U . . .
H27B H 0.116887 0.490745 0.215981 0.051 Uiso 1 1 calc R U . . .
H27C H 0.268295 0.559883 0.283852 0.051 Uiso 1 1 calc R U . . .
C28 C -0.0136(4) 0.4523(4) 0.3512(3) 0.0371(8) Uani 1 1 d . . . . .
H28A H 0.017091 0.375341 0.364904 0.056 Uiso 1 1 calc R U . . .
H28B H -0.060734 0.479703 0.399026 0.056 Uiso 1 1 calc R U . . .
H28C H -0.080442 0.443098 0.284912 0.056 Uiso 1 1 calc R U . . .
C1S C 0.7972(14) 0.9191(16) 0.6667(8) 0.085(4) Uani 0.5 1 d . . P A 1
H1S H 0.719169 0.908340 0.603125 0.101 Uiso 0.5 1 calc R U P A 1
Cl1 Cl 0.9282(6) 0.8754(5) 0.6547(5) 0.133(2) Uani 0.5 1 d . . P A 1
Cl2 Cl 0.7566(14) 0.8295(15) 0.7469(10) 0.299(6) Uani 0.5 1 d . . P A 1
Cl3 Cl 0.7749(4) 1.0217(4) 0.7479(5) 0.1310(19) Uani 0.5 1 d . . P A 1
C2S C 0.7215(5) 0.7775(4) 0.7470(4) 0.0092(8) Uiso 0.5 1 d D U P B 2
H2SA H 0.674020 0.804881 0.794625 0.014 Uiso 0.5 1 calc R U P B 2
H2SB H 0.808526 0.747613 0.781215 0.014 Uiso 0.5 1 calc R U P B 2
H2SC H 0.657386 0.713263 0.698758 0.014 Uiso 0.5 1 calc R U P B 2
C3S C 0.7575(15) 0.8755(11) 0.6978(12) 0.081(4) Uiso 0.5 1 d D U P B 2
H3SA H 0.683639 0.876650 0.634864 0.098 Uiso 0.5 1 calc R U P B 2
H3SB H 0.773647 0.953342 0.739536 0.098 Uiso 0.5 1 calc R U P B 2
O2S O 0.8844(13) 0.8455(11) 0.6832(9) 0.100(3) Uiso 0.5 1 d D U P B 2
C4S C 0.890(2) 0.899(2) 0.5952(15) 0.146(7) Uiso 0.5 1 d D U P B 2
H4SA H 0.814863 0.855677 0.536522 0.175 Uiso 0.5 1 calc R U P B 2
H4SB H 0.878494 0.983906 0.602396 0.175 Uiso 0.5 1 calc R U P B 2
C5S C 1.0306(15) 0.8849(14) 0.5881(12) 0.094(4) Uiso 0.5 1 d D U P B 2
H5SA H 1.060076 0.944617 0.549985 0.141 Uiso 0.5 1 calc R U P B 2
H5SB H 1.028121 0.804635 0.555421 0.141 Uiso 0.5 1 calc R U P B 2
H5SC H 1.098590 0.896286 0.654037 0.141 Uiso 0.5 1 calc R U P B 2
O1W O 0.4262(3) 0.9050(2) 0.49534(17) 0.0287(5) Uani 1 1 d . . . . .
H1WA H 0.393(5) 0.888(4) 0.547(3) 0.043 Uiso 1 1 d . U . . .
H1WB H 0.530(5) 0.148(4) 0.517(3) 0.043 Uiso 1 1 d . U . . .
H1WC H 0.500000 1.000000 0.500000 0.043 Uiso 1 2 d S U P . .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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
Br1 Au1 Br1 180.0 2_667 .
Br1 Au1 Br2 88.674(10) 2_667 .
Br1 Au1 Br2 91.326(10) . .
Br1 Au1 Br2 91.326(10) 2_667 2_667
Br1 Au1 Br2 88.675(10) . 2_667
Br2 Au1 Br2 180.0 . 2_667
C2 N1 C1 121.1(2) . .
C2 N1 H1N 120(3) . .
C1 N1 H1N 119(3) . .
C9 N2 C10 121.5(2) . .
C9 N2 H2N 119(3) . .
C10 N2 H2N 119(3) . .
N1 C1 C18 112.3(2) . 2_667
N1 C1 H1A 109.1 . .
C18 C1 H1A 109.1 2_667 .
N1 C1 H1B 109.1 . .
C18 C1 H1B 109.1 2_667 .
H1A C1 H1B 107.9 . .
O1 C2 N1 121.8(3) . .
O1 C2 C3 119.9(2) . .
N1 C2 C3 118.2(2) . .
C4 C3 C8 120.1(2) . .
C4 C3 C2 122.5(2) . .
C8 C3 C2 117.4(2) . .
C3 C4 C5 119.1(2) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C4 C5 C6 120.2(2) . .
C4 C5 C9 122.0(2) . .
C6 C5 C9 117.7(2) . .
C7 C6 C5 121.4(3) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C6 C7 C8 117.4(2) . .
C6 C7 C25 122.7(3) . .
C8 C7 C25 119.9(2) . .
C3 C8 C7 121.6(2) . .
C3 C8 H8 119.2 . .
C7 C8 H8 119.2 . .
O2 C9 N2 120.9(3) . .
O2 C9 C5 121.7(2) . .
N2 C9 C5 117.3(2) . .
N2 C10 C11 111.6(2) . .
N2 C10 H10A 109.3 . .
C11 C10 H10A 109.3 . .
N2 C10 H10B 109.3 . .
C11 C10 H10B 109.3 . .
H10A C10 H10B 108.0 . .
C24 C11 C12 120.0(3) . .
C24 C11 C10 119.2(3) . .
C12 C11 C10 120.8(3) . .
C11 C12 C13 122.3(3) . .
C11 C12 C17 119.7(3) . .
C13 C12 C17 118.0(3) . .
C14 C13 C12 121.4(3) . .
C14 C13 H13 119.3 . .
C12 C13 H13 119.3 . .
C13 C14 C15 120.5(3) . .
C13 C14 H14 119.8 . .
C15 C14 H14 119.8 . .
C16 C15 C14 120.6(3) . .
C16 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
C15 C16 C17 121.4(3) . .
C15 C16 H16 119.3 . .
C17 C16 H16 119.3 . .
C18 C17 C16 121.9(3) . .
C18 C17 C12 120.0(3) . .
C16 C17 C12 118.1(3) . .
C17 C18 C19 120.4(3) . .
C17 C18 C1 118.7(3) . 2_667
C19 C18 C1 120.9(3) . 2_667
C18 C19 C20 122.7(3) . .
C18 C19 C24 119.4(3) . .
C20 C19 C24 117.9(3) . .
C21 C20 C19 122.1(3) . .
C21 C20 H20 119.0 . .
C19 C20 H20 119.0 . .
C20 C21 C22 120.0(3) . .
C20 C21 H21 120.0 . .
C22 C21 H21 120.0 . .
C23 C22 C21 120.5(3) . .
C23 C22 H22 119.8 . .
C21 C22 H22 119.8 . .
C22 C23 C24 121.7(3) . .
C22 C23 H23A 119.2 . .
C24 C23 H23A 119.2 . .
C11 C24 C23 121.9(3) . .
C11 C24 C19 120.2(3) . .
C23 C24 C19 117.9(3) . .
C26 C25 C7 112.5(3) . .
C26 C25 C28 108.9(3) . .
C7 C25 C28 108.5(2) . .
C26 C25 C27 109.2(3) . .
C7 C25 C27 109.3(2) . .
C28 C25 C27 108.4(3) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C25 C28 H28A 109.5 . .
C25 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C25 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
Cl1 C1S Cl3 131.4(9) . .
Cl1 C1S Cl2 101.0(10) . .
Cl3 C1S Cl2 80.6(8) . .
Cl1 C1S H1S 112.0 . .
Cl3 C1S H1S 112.0 . .
Cl2 C1S H1S 112.0 . .
C1S Cl1 Cl2 42.7(7) . .
C1S Cl2 Cl3 48.4(6) . .
C1S Cl2 Cl1 36.3(5) . .
Cl3 Cl2 Cl1 75.7(5) . .
C1S Cl3 Cl2 50.9(6) . .
C3S C2S H2SA 109.5 . .
C3S C2S H2SB 109.5 . .
H2SA C2S H2SB 109.5 . .
C3S C2S H2SC 109.5 . .
H2SA C2S H2SC 109.5 . .
H2SB C2S H2SC 109.5 . .
O2S C3S C2S 99.6(9) . .
O2S C3S H3SA 111.9 . .
C2S C3S H3SA 111.9 . .
O2S C3S H3SB 111.9 . .
C2S C3S H3SB 111.9 . .
H3SA C3S H3SB 109.6 . .
C3S O2S C4S 103.0(9) . .
C5S C4S O2S 103.7(13) . .
C5S C4S H4SA 111.0 . .
O2S C4S H4SA 111.0 . .
C5S C4S H4SB 111.0 . .
O2S C4S H4SB 111.0 . .
H4SA C4S H4SB 109.0 . .
C4S C5S H5SA 109.5 . .
C4S C5S H5SB 109.5 . .
H5SA C5S H5SB 109.5 . .
C4S C5S H5SC 109.5 . .
H5SA C5S H5SC 109.5 . .
H5SB C5S H5SC 109.5 . .
H1WA O1W H1WC 120(3) . .
H1WA O1W H1WB 108(4) . 2_666
H1WC O1W H1WB 108(3) . 2_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 Br1 2.4169(3) 2_667
Au1 Br1 2.4169(3) .
Au1 Br2 2.4218(3) .
Au1 Br2 2.4219(3) 2_667
O1 C2 1.246(3) .
O2 C9 1.253(3) .
N1 C2 1.331(4) .
N1 C1 1.470(3) .
N1 H1N 0.74(4) .
N2 C9 1.331(3) .
N2 C10 1.470(3) .
N2 H2N 0.80(4) .
C1 C18 1.521(4) 2_667
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C3 1.498(4) .
C3 C4 1.390(4) .
C3 C8 1.393(4) .
C4 C5 1.392(4) .
C4 H4 0.9500 .
C5 C6 1.396(4) .
C5 C9 1.498(4) .
C6 C7 1.395(4) .
C6 H6 0.9500 .
C7 C8 1.399(4) .
C7 C25 1.530(4) .
C8 H8 0.9500 .
C10 C11 1.514(4) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C24 1.401(4) .
C11 C12 1.413(4) .
C12 C13 1.434(4) .
C12 C17 1.441(4) .
C13 C14 1.357(5) .
C13 H13 0.9500 .
C14 C15 1.414(5) .
C14 H14 0.9500 .
C15 C16 1.353(5) .
C15 H15 0.9500 .
C16 C17 1.435(4) .
C16 H16 0.9500 .
C17 C18 1.402(4) .
C18 C19 1.408(4) .
C19 C20 1.428(4) .
C19 C24 1.446(4) .
C20 C21 1.360(5) .
C20 H20 0.9500 .
C21 C22 1.421(5) .
C21 H21 0.9500 .
C22 C23 1.353(5) .
C22 H22 0.9500 .
C23 C24 1.439(4) .
C23 H23A 0.9500 .
C25 C26 1.525(4) .
C25 C28 1.535(4) .
C25 C27 1.536(4) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C1S Cl1 1.490(14) .
C1S Cl3 1.647(15) .
C1S Cl2 1.708(18) .
C1S H1S 1.0000 .
Cl1 Cl2 2.471(13) .
Cl2 Cl3 2.171(17) .
C2S C3S 1.438(9) .
C2S H2SA 0.9800 .
C2S H2SB 0.9800 .
C2S H2SC 0.9800 .
C3S O2S 1.405(9) .
C3S H3SA 0.9900 .
C3S H3SB 0.9900 .
O2S C4S 1.464(10) .
C4S C5S 1.449(10) .
C4S H4SA 0.9900 .
C4S H4SB 0.9900 .
C5S H5SA 0.9800 .
C5S H5SB 0.9800 .
C5S H5SC 0.9800 .
O1W H1WA 0.92(5) .
O1W H1WC 1.216(2) .
O1W H1WB 0.82(5) 2_666
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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N Br1 0.74(4) 2.89(4) 3.595(3) 160(4) . yes
N2 H2N Br1 0.80(4) 2.79(4) 3.581(2) 171(3) . yes
C1 H1A Cl3^a 0.99 2.83 3.517(5) 127.1 1_545 yes
C4S^b H4SA^b O1 0.99 2.60 3.50(3) 150.8 2_666 yes
O1W H1WA O2 0.92(5) 1.71(5) 2.599(3) 162(4) . yes
O1W H1WC O1W 1.216(2) 1.216(2) 2.432(5) 180.000(1) 2_676 yes
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
C2 N1 C1 C18 -172.7(3) . 2_667
C1 N1 C2 O1 -0.6(5) . .
C1 N1 C2 C3 178.5(3) . .
O1 C2 C3 C4 -155.2(3) . .
N1 C2 C3 C4 25.8(4) . .
O1 C2 C3 C8 25.0(4) . .
N1 C2 C3 C8 -154.0(3) . .
C8 C3 C4 C5 0.7(4) . .
C2 C3 C4 C5 -179.2(2) . .
C3 C4 C5 C6 -0.5(4) . .
C3 C4 C5 C9 177.7(3) . .
C4 C5 C6 C7 0.7(4) . .
C9 C5 C6 C7 -177.5(3) . .
C5 C6 C7 C8 -1.2(4) . .
C5 C6 C7 C25 176.5(3) . .
C4 C3 C8 C7 -1.2(4) . .
C2 C3 C8 C7 178.7(2) . .
C6 C7 C8 C3 1.4(4) . .
C25 C7 C8 C3 -176.4(3) . .
C10 N2 C9 O2 2.1(5) . .
C10 N2 C9 C5 -176.0(3) . .
C4 C5 C9 O2 147.8(3) . .
C6 C5 C9 O2 -34.0(4) . .
C4 C5 C9 N2 -34.1(4) . .
C6 C5 C9 N2 144.1(3) . .
C9 N2 C10 C11 -177.9(3) . .
N2 C10 C11 C24 -81.7(3) . .
N2 C10 C11 C12 99.5(3) . .
C24 C11 C12 C13 176.8(2) . .
C10 C11 C12 C13 -4.4(4) . .
C24 C11 C12 C17 -4.9(4) . .
C10 C11 C12 C17 173.9(2) . .
C11 C12 C13 C14 178.3(3) . .
C17 C12 C13 C14 0.0(4) . .
C12 C13 C14 C15 0.2(5) . .
C13 C14 C15 C16 -0.6(5) . .
C14 C15 C16 C17 0.7(5) . .
C15 C16 C17 C18 -180.0(3) . .
C15 C16 C17 C12 -0.4(4) . .
C11 C12 C17 C18 1.3(4) . .
C13 C12 C17 C18 179.7(2) . .
C11 C12 C17 C16 -178.3(2) . .
C13 C12 C17 C16 0.1(4) . .
C16 C17 C18 C19 -176.8(3) . .
C12 C17 C18 C19 3.7(4) . .
C16 C17 C18 C1 6.0(4) . 2_667
C12 C17 C18 C1 -173.5(2) . 2_667
C17 C18 C19 C20 174.6(3) . .
C1 C18 C19 C20 -8.2(4) 2_667 .
C17 C18 C19 C24 -4.9(4) . .
C1 C18 C19 C24 172.2(2) 2_667 .
C18 C19 C20 C21 179.9(3) . .
C24 C19 C20 C21 -0.6(4) . .
C19 C20 C21 C22 -1.3(5) . .
C20 C21 C22 C23 1.6(5) . .
C21 C22 C23 C24 -0.1(5) . .
C12 C11 C24 C23 -176.7(2) . .
C10 C11 C24 C23 4.5(4) . .
C12 C11 C24 C19 3.6(4) . .
C10 C11 C24 C19 -175.2(2) . .
C22 C23 C24 C11 178.6(3) . .
C22 C23 C24 C19 -1.7(4) . .
C18 C19 C24 C11 1.3(4) . .
C20 C19 C24 C11 -178.3(2) . .
C18 C19 C24 C23 -178.4(2) . .
C20 C19 C24 C23 2.0(4) . .
C6 C7 C25 C26 4.7(4) . .
C8 C7 C25 C26 -177.6(3) . .
C6 C7 C25 C28 -115.7(3) . .
C8 C7 C25 C28 61.9(4) . .
C6 C7 C25 C27 126.2(3) . .
C8 C7 C25 C27 -56.1(4) . .
Cl3 C1S Cl1 Cl2 87.1(13) . .
Cl1 C1S Cl2 Cl3 130.6(9) . .
Cl3 C1S Cl2 Cl1 -130.6(9) . .
Cl1 C1S Cl3 Cl2 -96.4(14) . .
C2S C3S O2S C4S 152.2(16) . .
C3S O2S C4S C5S 171.3(16) . .
