#------------------------------------------------------------------------------
#$Date: 2019-06-25 12:04:50 +0300 (Tue, 25 Jun 2019) $
#$Revision: 216529 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/18/1551887.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_1551887
loop_
_publ_author_name
'Kelong Zhu'
'Giorgio Baggi'
'Stephen J. Loeb'
_publ_section_title
;
 Ring-through-ring molecular shuttling in a saturated [3]rotaxane
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              625
_journal_page_last               630
_journal_paper_doi               10.1038/s41557-018-0040-9
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety         'C50 H30 Br4 N4, C16 H32 O8, 1.5(C4 H8 O2)'
_chemical_formula_sum            'C72 H74 Br4 N4 O11'
_chemical_formula_weight         1490.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 126.4052(19)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.466(2)
_cell_length_b                   18.3593(12)
_cell_length_c                   29.875(2)
_cell_measurement_reflns_used    3870
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      58.52
_cell_measurement_theta_min      14.85
_cell_volume                     13890.4(16)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.774
_diffrn_measured_fraction_theta_max 0.774
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1206
_diffrn_reflns_av_unetI/netI     0.1822
_diffrn_reflns_Laue_measured_fraction_full 0.774
_diffrn_reflns_Laue_measured_fraction_max 0.774
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            13500
_diffrn_reflns_point_group_measured_fraction_full 0.774
_diffrn_reflns_point_group_measured_fraction_max 0.774
_diffrn_reflns_theta_full        58.861
_diffrn_reflns_theta_max         58.861
_diffrn_reflns_theta_min         14.848
_exptl_absorpt_coefficient_mu    3.326
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.5635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. 
wR2(int) was 0.0996 before and 0.0587 after correction. 
The Ratio of minimum to maximum transmission is 0.8288. 
The λ/2 correction factor is 0.00150.'
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_description       plates
_exptl_crystal_F_000             6096
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.087
_refine_diff_density_max         1.471
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     856
_refine_ls_number_reflns         7718
_refine_ls_number_restraints     192
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.2035
_refine_ls_R_factor_gt           0.1067
_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)+(0.1296P)²+78.1473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2366
_refine_ls_wR_factor_ref         0.2919
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3819
_reflns_number_total             7718
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            41557_2018_40_MOESM31_ESM.cif
_cod_data_source_block           kz036b
_cod_original_cell_volume        13890.3(17)
_cod_database_code               1551887
_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_max   0.761
_shelx_estimated_absorpt_t_min   0.689
loop_
_space_group_symop_operation_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_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
Br1 Br -0.02332(8) 1.55523(8) 0.55851(9) 0.0728(7) Uani 1 1 d . . . . .
Br2 Br 0.01408(7) 0.72995(7) 0.57921(8) 0.0604(6) Uani 1 1 d . . . . .
Br3 Br 0.65483(14) 1.60231(10) 0.92374(17) 0.1540(15) Uani 1 1 d . U . . .
Br4 Br 0.64955(10) 0.78055(10) 0.86864(13) 0.1065(10) Uani 1 1 d . . . . .
N1 N 0.0986(4) 1.2146(5) 0.6182(5) 0.031(3) Uani 1 1 d . . . . .
N2 N 0.1053(4) 1.0930(5) 0.6283(5) 0.028(3) Uani 1 1 d . . . . .
H2 H 0.119793 1.049395 0.638084 0.033 Uiso 1 1 calc R . . . .
N3 N 0.5484(4) 1.2531(5) 0.8346(5) 0.027(3) Uani 1 1 d . . . . .
N4 N 0.5500(4) 1.1317(5) 0.8281(5) 0.029(3) Uani 1 1 d . . . . .
H4 H 0.538755 1.086442 0.819656 0.034 Uiso 1 1 calc R . . . .
C1 C -0.0167(6) 1.4542(6) 0.5586(7) 0.046(4) Uani 1 1 d . . . . .
C2 C -0.0547(6) 1.4099(7) 0.5500(8) 0.062(5) Uani 1 1 d . . . . .
H2A H -0.086662 1.430910 0.540643 0.075 Uiso 1 1 calc R . . . .
C3 C -0.0496(6) 1.3358(7) 0.5542(8) 0.059(5) Uani 1 1 d . . . . .
H3 H -0.076752 1.307109 0.550369 0.071 Uiso 1 1 calc R . . . .
C4 C -0.0062(5) 1.3023(6) 0.5636(6) 0.034(4) Uani 1 1 d . . . . .
C5 C 0.0321(6) 1.3472(6) 0.5693(7) 0.050(5) Uani 1 1 d . . . . .
H5 H 0.061974 1.325451 0.574119 0.060 Uiso 1 1 calc R . . . .
C6 C 0.0288(6) 1.4210(8) 0.5681(8) 0.059(5) Uani 1 1 d . . . . .
H6 H 0.056439 1.450073 0.573490 0.071 Uiso 1 1 calc R . . . .
C7 C -0.0001(5) 1.2218(6) 0.5697(6) 0.033(4) Uani 1 1 d . . . . .
C8 C 0.0496(5) 1.1851(6) 0.5952(6) 0.028(3) Uani 1 1 d . . . . .
C9 C 0.0522(5) 1.1095(6) 0.5998(6) 0.026(3) Uani 1 1 d . . . . .
C10 C 0.0086(5) 1.0644(6) 0.5802(6) 0.032(4) Uani 1 1 d . . . . .
C11 C -0.0388(5) 1.1013(6) 0.5557(6) 0.039(4) Uani 1 1 d . . . . .
H11 H -0.069767 1.073622 0.542220 0.047 Uiso 1 1 calc R . . . .
C12 C -0.0434(5) 1.1752(7) 0.5499(7) 0.044(4) Uani 1 1 d . . . . .
H12 H -0.077508 1.196258 0.531721 0.052 Uiso 1 1 calc R . . . .
C13 C 0.0112(5) 0.9842(6) 0.5821(6) 0.031(3) Uani 1 1 d . . . . .
C14 C 0.0324(5) 0.9462(6) 0.5599(6) 0.035(4) Uani 1 1 d . . . . .
H14 H 0.047411 0.972642 0.545154 0.042 Uiso 1 1 calc R . . . .
C15 C 0.0326(6) 0.8716(6) 0.5585(6) 0.040(4) Uani 1 1 d . . . . .
H15 H 0.046415 0.846861 0.541777 0.048 Uiso 1 1 calc R . . . .
C16 C 0.0124(5) 0.8329(6) 0.5815(7) 0.038(4) Uani 1 1 d . . . . .
C17 C -0.0076(5) 0.8686(7) 0.6067(7) 0.046(4) Uani 1 1 d . . . . .
H17 H -0.020599 0.842043 0.623473 0.055 Uiso 1 1 calc R . . . .
C18 C -0.0078(5) 0.9429(6) 0.6063(6) 0.037(4) Uani 1 1 d . . . . .
H18 H -0.021399 0.967762 0.623227 0.045 Uiso 1 1 calc R . . . .
C19 C 0.1307(5) 1.1581(6) 0.6380(6) 0.028(3) Uani 1 1 d . . . . .
C20 C 0.1877(5) 1.1631(6) 0.6667(6) 0.024(3) Uani 1 1 d . . . . .
C21 C 0.2074(5) 1.2220(6) 0.6549(6) 0.031(4) Uani 1 1 d . . . . .
H21 H 0.184041 1.258689 0.629704 0.037 Uiso 1 1 calc R . . . .
C22 C 0.2614(5) 1.2275(6) 0.6797(6) 0.027(3) Uani 1 1 d . . . . .
H22 H 0.274228 1.267446 0.670747 0.032 Uiso 1 1 calc R . . . .
C23 C 0.2970(5) 1.1749(6) 0.7179(6) 0.026(2) Uani 1 1 d . . . . .
C24 C 0.2770(5) 1.1159(6) 0.7299(6) 0.029(3) Uani 1 1 d . . . . .
H24 H 0.299964 1.078940 0.755094 0.035 Uiso 1 1 calc R . . . .
C25 C 0.2230(6) 1.1121(7) 0.7045(7) 0.041(4) Uani 1 1 d . . . . .
H25 H 0.209965 1.072660 0.713687 0.050 Uiso 1 1 calc R . . . .
C26 C 0.3540(5) 1.1803(6) 0.7430(6) 0.026(2) Uani 1 1 d . . . . .
C27 C 0.3785(5) 1.2459(6) 0.7465(6) 0.033(4) Uani 1 1 d . . . . .
H27 H 0.357679 1.288851 0.732099 0.039 Uiso 1 1 calc R . . . .
C28 C 0.4318(5) 1.2505(6) 0.7702(6) 0.032(4) Uani 1 1 d . . . . .
H28 H 0.446790 1.296131 0.771583 0.039 Uiso 1 1 calc R . . . .
C29 C 0.4635(5) 1.1886(6) 0.7919(6) 0.027(3) Uani 1 1 d . . . . .
C30 C 0.4401(5) 1.1223(6) 0.7875(7) 0.044(4) Uani 1 1 d . . . . .
H30 H 0.460778 1.079196 0.801168 0.053 Uiso 1 1 calc R . . . .
C31 C 0.3866(5) 1.1191(6) 0.7633(6) 0.035(4) Uani 1 1 d . . . . .
H31 H 0.371314 1.073063 0.760284 0.042 Uiso 1 1 calc R . . . .
C32 C 0.5199(4) 1.1928(6) 0.8169(6) 0.023(3) Uani 1 1 d . . . . .
C33 C 0.6528(11) 1.4982(8) 0.9113(13) 0.080(7) Uani 1 1 d . . . . .
C34 C 0.6947(10) 1.4577(10) 0.9498(10) 0.074(6) Uani 1 1 d . . . . .
H34 H 0.724940 1.479769 0.981765 0.088 Uiso 1 1 calc R . . . .
C35 C 0.6927(8) 1.3843(9) 0.9418(9) 0.065(6) Uani 1 1 d . . . . .
H35 H 0.721376 1.354675 0.969223 0.078 Uiso 1 1 calc R . . . .
C36 C 0.6483(6) 1.3514(7) 0.8929(8) 0.044(4) Uani 1 1 d . . . . .
C37 C 0.6054(7) 1.3965(7) 0.8535(8) 0.057(5) Uani 1 1 d . . . . .
H37 H 0.575373 1.375566 0.820648 0.069 Uiso 1 1 calc R . . . .
C38 C 0.6070(9) 1.4706(10) 0.8624(11) 0.089(7) Uani 1 1 d . . . . .
H38 H 0.578332 1.501444 0.836634 0.107 Uiso 1 1 calc R . . . .
C39 C 0.6463(5) 1.2727(6) 0.8842(6) 0.028(3) Uani 1 1 d . . . . .
C40 C 0.6919(5) 1.2325(8) 0.9032(6) 0.037(4) Uani 1 1 d . . . . .
H40 H 0.724077 1.258221 0.919353 0.044 Uiso 1 1 calc R . . . .
C41 C 0.6926(5) 1.1574(8) 0.8997(6) 0.036(4) Uani 1 1 d . . . . .
H41 H 0.725158 1.133746 0.914008 0.043 Uiso 1 1 calc R . . . .
C42 C 0.6477(5) 1.1157(7) 0.8762(6) 0.038(4) Uani 1 1 d . . . . .
C43 C 0.6016(5) 1.1556(6) 0.8554(6) 0.025(3) Uani 1 1 d . . . . .
C44 C 0.6002(5) 1.2312(6) 0.8593(6) 0.028(3) Uani 1 1 d . . . . .
C45 C 0.6484(5) 1.0357(6) 0.8729(6) 0.032(4) Uani 1 1 d . . . . .
C46 C 0.6766(5) 0.9994(6) 0.8579(7) 0.042(4) Uani 1 1 d . . . . .
H46 H 0.695442 1.026869 0.847982 0.050 Uiso 1 1 calc R . . . .
C47 C 0.6784(6) 0.9252(7) 0.8570(7) 0.051(5) Uani 1 1 d . . . . .
H47 H 0.698377 0.902080 0.846625 0.061 Uiso 1 1 calc R . . . .
C48 C 0.6515(7) 0.8837(7) 0.8707(8) 0.058(5) Uani 1 1 d . . . . .
C49 C 0.6202(9) 0.9182(8) 0.8835(10) 0.093(8) Uani 1 1 d . . . . .
H49 H 0.599326 0.890191 0.890489 0.111 Uiso 1 1 calc R . . . .
C50 C 0.6201(7) 0.9940(7) 0.8859(9) 0.071(6) Uani 1 1 d . . . . .
H50 H 0.600485 1.017505 0.896593 0.085 Uiso 1 1 calc R . . . .
O1 O 0.1572(3) 0.9511(4) 0.6682(4) 0.040(3) Uani 1 1 d . . . . .
O2 O 0.1569(3) 1.0038(4) 0.5801(4) 0.035(2) Uani 1 1 d . . . . .
O3 O 0.1667(3) 1.1752(4) 0.5301(4) 0.035(2) Uani 1 1 d . . . . .
O4 O 0.1820(5) 1.3298(5) 0.5565(5) 0.058(3) Uani 1 1 d . . . . .
O5 O 0.1784(5) 1.4086(5) 0.6365(7) 0.066(4) Uani 1 1 d . . . . .
O8 O 0.1770(4) 1.0103(5) 0.7646(5) 0.050(3) Uani 1 1 d . . . . .
C51 C 0.1701(6) 0.9047(6) 0.6394(7) 0.046(4) Uani 1 1 d . . . . .
H51A H 0.137799 0.880475 0.607969 0.055 Uiso 1 1 calc R . . . .
H51B H 0.195308 0.866705 0.664904 0.055 Uiso 1 1 calc R . . . .
C52 C 0.1945(6) 0.9508(7) 0.6181(7) 0.049(4) Uani 1 1 d . . . . .
H52A H 0.226509 0.975456 0.649541 0.059 Uiso 1 1 calc R . . . .
H52B H 0.204844 0.919511 0.599038 0.059 Uiso 1 1 calc R . . . .
C53 C 0.1818(5) 1.0559(6) 0.5675(6) 0.036(4) Uani 1 1 d . . . . .
H53A H 0.196681 1.031659 0.549973 0.043 Uiso 1 1 calc R . . . .
H53B H 0.210922 1.080398 0.601900 0.043 Uiso 1 1 calc R . . . .
C54 C 0.1402(5) 1.1108(6) 0.5279(7) 0.039(4) Uani 1 1 d . . . . .
H54A H 0.118377 1.091014 0.489591 0.047 Uiso 1 1 calc R . . . .
H54B H 0.116861 1.121830 0.538951 0.047 Uiso 1 1 calc R . . . .
C55 C 0.1304(6) 1.2313(7) 0.4981(7) 0.048(4) Uani 1 1 d . . . . .
H55A H 0.107259 1.238320 0.509986 0.057 Uiso 1 1 calc R . . . .
H55B H 0.107804 1.216219 0.458557 0.057 Uiso 1 1 calc R . . . .
C56 C 0.1558(6) 1.3013(7) 0.5028(7) 0.047(4) Uani 1 1 d . . . . .
H56A H 0.181290 1.294021 0.494109 0.057 Uiso 1 1 calc R . . . .
H56B H 0.128635 1.336376 0.475607 0.057 Uiso 1 1 calc R . . . .
C57 C 0.1828(7) 1.4059(7) 0.5601(9) 0.066(6) Uani 1 1 d . . . . .
H57A H 0.146312 1.424938 0.535733 0.079 Uiso 1 1 calc R . . . .
H57B H 0.202936 1.426312 0.547166 0.079 Uiso 1 1 calc R . . . .
C58 C 0.2070(8) 1.4285(8) 0.6168(10) 0.076(6) Uani 1 1 d . . . . .
H58A H 0.242747 1.406862 0.641104 0.091 Uiso 1 1 calc R . . . .
H58B H 0.211118 1.482149 0.619088 0.091 Uiso 1 1 calc R . . . .
C59 C 0.1989(12) 1.4242(17) 0.6887(16) 0.133(11) Uani 1 1 d . . . . .
H59A H 0.202946 1.477684 0.693657 0.160 Uiso 1 1 calc R . . . .
H59B H 0.234616 1.402422 0.712847 0.160 Uiso 1 1 calc R . . . .
C60 C 0.1670(9) 1.3978(12) 0.7078(12) 0.100(8) Uani 1 1 d . . . . .
H60A H 0.152947 1.439985 0.715901 0.119 Uiso 1 1 calc R . . . .
H60B H 0.136781 1.368570 0.678078 0.119 Uiso 1 1 calc R . . . .
O6 O 0.1971(6) 1.3575(9) 0.7533(8) 0.123(6) Uani 1 1 d D U . . .
C61 C 0.1734(10) 1.2941(12) 0.7482(12) 0.057(7) Uani 0.644(17) 1 d D U . A 1
H61A H 0.154052 1.277454 0.709177 0.068 Uiso 0.644(17) 1 calc R . . A 1
H61B H 0.147056 1.302921 0.755545 0.068 Uiso 0.644(17) 1 calc R . . A 1
C62 C 0.2088(9) 1.2350(12) 0.7850(12) 0.063(6) Uani 0.644(17) 1 d D U . A 1
H62A H 0.233882 1.223154 0.776349 0.075 Uiso 0.644(17) 1 calc R . . A 1
H62B H 0.229401 1.251392 0.824155 0.075 Uiso 0.644(17) 1 calc R . . A 1
O7 O 0.1807(4) 1.1745(6) 0.7784(5) 0.063(3) Uani 1 1 d D U . . .
C63 C 0.2058(9) 1.1199(13) 0.8174(11) 0.063(7) Uani 0.644(17) 1 d D U . A 1
H63A H 0.215281 1.138052 0.853437 0.076 Uiso 0.644(17) 1 calc R . . A 1
H63B H 0.238902 1.106931 0.822359 0.076 Uiso 0.644(17) 1 calc R . . A 1
C64 C 0.1725(7) 1.0532(10) 0.8013(9) 0.076(5) Uani 1 1 d D U . . .
H64A H 0.184351 1.024577 0.834974 0.091 Uiso 0.644(17) 1 calc R . . A 1
H64B H 0.135171 1.067199 0.782769 0.091 Uiso 0.644(17) 1 calc R . . A 1
H64C H 0.208243 1.058118 0.836735 0.091 Uiso 0.356(17) 1 calc R . . A 2
H64D H 0.150867 1.025508 0.809556 0.091 Uiso 0.356(17) 1 calc R . . A 2
C65 C 0.1350(6) 0.9621(8) 0.7322(7) 0.049(4) Uani 1 1 d . . . . .
H65A H 0.102463 0.989694 0.704750 0.058 Uiso 1 1 calc R . . . .
H65B H 0.128776 0.934262 0.756206 0.058 Uiso 1 1 calc R . . . .
C66 C 0.1476(6) 0.9107(7) 0.7025(7) 0.047(4) Uani 1 1 d . . . . .
H66A H 0.179293 0.881614 0.730021 0.056 Uiso 1 1 calc R . . . .
H66B H 0.117766 0.876724 0.679203 0.056 Uiso 1 1 calc R . . . .
O1S O 0.3220(9) 1.2742(12) 0.9323(11) 0.176(9) Uani 1 1 d D U . . .
O2S O 0.3301(7) 1.1597(11) 0.9280(8) 0.135(6) Uani 1 1 d D U . . .
C1S C 0.2917(13) 1.1880(19) 0.9689(14) 0.169(12) Uani 1 1 d D U . . .
H1SA H 0.316654 1.191418 1.009453 0.253 Uiso 1 1 d R . . . .
H1SB H 0.280174 1.137348 0.958193 0.253 Uiso 1 1 d R . . . .
H1SC H 0.261044 1.218998 0.955723 0.253 Uiso 1 1 d R . . . .
C2S C 0.3164(11) 1.211(2) 0.9457(14) 0.140(10) Uani 1 1 d D U . . .
C3S C 0.3561(12) 1.169(2) 0.8999(14) 0.151(10) Uani 1 1 d D U . . .
H3SA H 0.329836 1.188806 0.862297 0.181 Uiso 1 1 calc R . . . .
H3SB H 0.384620 1.205291 0.920915 0.181 Uiso 1 1 calc R . . . .
C4S C 0.3779(13) 1.105(2) 0.8946(16) 0.160(12) Uani 1 1 d D U . . .
H4SA H 0.400621 1.078415 0.929709 0.240 Uiso 1 1 d R . . . .
H4SB H 0.398731 1.121125 0.881849 0.240 Uiso 1 1 d R . . . .
H4SC H 0.349221 1.073295 0.866598 0.240 Uiso 1 1 d R . . . .
O3S O 0.500000 1.0025(7) 0.750000 0.101(7) Uani 1 2 d DS TU P . .
O4S O 0.500000 0.8852(8) 0.750000 0.109(6) Uani 1 2 d DS TU P . .
C5S C 0.5402(13) 0.9184(14) 0.7169(14) 0.053(8) Uani 0.5 1 d D U . B -1
H5SA H 0.523511 0.941482 0.680470 0.080 Uiso 0.5 1 calc GR . . B -1
H5SB H 0.535510 0.865461 0.712125 0.080 Uiso 0.5 1 calc GR . . B -1
H5SC H 0.578016 0.929880 0.740691 0.080 Uiso 0.5 1 calc GR . . B -1
C6S C 0.5171(13) 0.9443(15) 0.7414(15) 0.073(9) Uani 0.5 1 d D U . B -1
C7S C 0.534(3) 0.826(3) 0.788(3) 0.22(3) Uani 0.5 1 d D U . B -1
H7SA H 0.559221 0.848938 0.825277 0.268 Uiso 0.5 1 calc R . . B -1
H7SB H 0.511154 0.793557 0.791878 0.268 Uiso 0.5 1 calc R . . B -1
C8S C 0.563(4) 0.783(4) 0.778(5) 0.26(3) Uani 0.5 1 d D U . B -1
H8SA H 0.539278 0.760853 0.740562 0.397 Uiso 0.5 1 d R . . B -1
H8SB H 0.554098 0.765213 0.801842 0.397 Uiso 0.5 1 d R . . B -1
H8SC H 0.599708 0.768123 0.793302 0.397 Uiso 0.5 1 d R . . B -1
C61A C 0.2091(14) 1.2908(19) 0.776(2) 0.073(12) Uani 0.356(17) 1 d D U . A 2
H61C H 0.236162 1.295960 0.816223 0.088 Uiso 0.356(17) 1 calc R . . A 2
H61D H 0.225638 1.263742 0.760938 0.088 Uiso 0.356(17) 1 calc R . . A 2
C62A C 0.1660(15) 1.2455(14) 0.767(2) 0.063(6) Uani 0.356(17) 1 d D U . A 2
H62C H 0.156248 1.263242 0.790742 0.075 Uiso 0.356(17) 1 calc R . . A 2
H62D H 0.134642 1.250004 0.727494 0.075 Uiso 0.356(17) 1 calc R . . A 2
C63A C 0.1495(16) 1.1273(16) 0.783(2) 0.072(11) Uani 0.356(17) 1 d D U . A 2
H63C H 0.114514 1.123746 0.746657 0.087 Uiso 0.356(17) 1 calc R . . A 2
H63D H 0.144190 1.147450 0.810164 0.087 Uiso 0.356(17) 1 calc R . . A 2
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'
Br Br -0.6763 1.2805 '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'
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
C19 N1 C8 104.3(9) . .
C62Ab O7 C63A 118(2) . .
C19 N2 C9 106.1(8) . .
C32 N3 C44 105.9(8) . .
C32 N4 C43 106.3(9) . .
C2 C1 Br1 121.1(11) . .
C2 C1 C6 117.3(12) . .
C6 C1 Br1 121.7(10) . .
C1 C2 C3 122.9(14) . .
C4 C3 C2 121.1(13) . .
C3 C4 C5 116.6(11) . .
C3 C4 C7 121.0(11) . .
C5 C4 C7 122.4(10) . .
C6 C5 C4 122.8(12) . .
C5 C6 C1 119.1(13) . .
C8 C7 C4 123.5(10) . .
C12 C7 C4 121.9(10) . .
C12 C7 C8 114.6(10) . .
N1 C8 C7 128.7(9) . .
N1 C8 C9 111.2(10) . .
C9 C8 C7 120.1(10) . .
N2 C9 C8 105.0(9) . .
N2 C9 C10 130.7(10) . .
C8 C9 C10 124.3(11) . .
C9 C10 C13 123.9(10) . .
C11 C10 C9 114.3(10) . .
C11 C10 C13 121.7(10) . .
C12 C11 C10 123.5(11) . .
C11 C12 C7 123.1(11) . .
C14 C13 C10 121.2(10) . .
C14 C13 C18 116.8(10) . .
C18 C13 C10 122.0(10) . .
C15 C14 C13 122.3(11) . .
C14 C15 C16 119.1(13) . .
C15 C16 Br2 117.7(10) . .
C15 C16 C17 120.9(11) . .
C17 C16 Br2 121.3(9) . .
C18 C17 C16 117.9(12) . .
C17 C18 C13 122.8(12) . .
N1 C19 N2 113.4(10) . .
N1 C19 C20 124.0(9) . .
N2 C19 C20 122.5(10) . .
C21 C20 C19 118.5(11) . .
C25 C20 C19 123.4(10) . .
C25 C20 C21 118.0(10) . .
C20 C21 C22 120.4(11) . .
C21 C22 C23 121.0(10) . .
C22 C23 C26 120.5(10) . .
C24 C23 C22 118.4(10) . .
C24 C23 C26 121.0(11) . .
C25 C24 C23 119.1(11) . .
C20 C25 C24 123.0(11) . .
C27 C26 C23 122.9(10) . .
C31 C26 C23 121.5(10) . .
C31 C26 C27 115.5(10) . .
C28 C27 C26 122.6(11) . .
C27 C28 C29 120.3(10) . .
C28 C29 C32 120.8(10) . .
C30 C29 C28 118.4(10) . .
C30 C29 C32 120.7(10) . .
C31 C30 C29 120.0(10) . .
C30 C31 C26 123.1(10) . .
N3 C32 N4 112.3(9) . .
N3 C32 C29 125.4(9) . .
N4 C32 C29 122.2(9) . .
C34 C33 Br3 118(2) . .
C34 C33 C38 124.8(17) . .
C38 C33 Br3 116.8(19) . .
C33 C34 C35 118(2) . .
C34 C35 C36 120.9(19) . .
C35 C36 C39 120.9(15) . .
C37 C36 C35 118.4(14) . .
C37 C36 C39 120.6(15) . .
C38 C37 C36 120.5(18) . .
C37 C38 C33 116.9(19) . .
C40 C39 C36 121.5(12) . .
C40 C39 C44 114.7(11) . .
C44 C39 C36 123.7(11) . .
C41 C40 C39 123.6(12) . .
C42 C41 C40 122.3(11) . .
C41 C42 C43 114.4(11) . .
C41 C42 C45 122.3(11) . .
C43 C42 C45 123.2(11) . .
N4 C43 C42 129.6(10) . .
N4 C43 C44 106.3(9) . .
C44 C43 C42 124.1(11) . .
N3 C44 C39 130.0(10) . .
N3 C44 C43 109.2(9) . .
C43 C44 C39 120.8(10) . .
C46 C45 C42 122.9(10) . .
C46 C45 C50 117.7(11) . .
C50 C45 C42 119.3(11) . .
C47 C46 C45 122.1(12) . .
C46 C47 C48 120.6(12) . .
C47 C48 Br4 124.0(10) . .
C47 C48 C49 119.3(12) . .
C49 C48 Br4 116.5(11) . .
C50 C49 C48 119.3(14) . .
C49 C50 C45 120.8(13) . .
C51 O1 C66 112.1(9) . .
C53 O2 C52 109.9(9) . .
C55 O3 C54 111.1(9) . .
C56 O4 C57 115.6(13) . .
C59 O5 C58 117.4(16) . .
O6 C61Ab C62A 118(3) . .
O7 C63Ab C64 113(2) . .
O7 C62Ab C61A 111(2) . .
C65 O8 C64 113.5(10) . .
O1 C51 C52 108.4(9) . .
O2 C52 C51 109.1(10) . .
O2 C53 C54 107.3(9) . .
O3 C54 C53 107.9(10) . .
O3 C55 C56 113.4(12) . .
O4 C56 C55 110.7(12) . .
O4 C57 C58 110.4(15) . .
O5 C58 C57 113.5(15) . .
O5 C59 C60 114(2) . .
O6 C60 C59 110(2) . .
C60 O6 C61 110.9(19) . .
C60 O6 C61A 147(3) . .
C62A O7 C63 118.5(17) . .
O8 C64 C63 109.2(14) . .
O8 C64 C63A 118(3) . .
O8 C65 C66 109.5(10) . .
O1 C66 C65 109.8(11) . .
C2S O2S C3S 126(2) . .
O1S C2S O2S 114(2) . .
O1S C2S C1S 132(3) . .
O2S C2S C1S 114(3) . .
C4S C3S O2S 116(2) . .
C6S O4S C7S 125(3) . .
O3S C6S O4S 113(2) . .
O3S C6S C5S 143(2) . .
O4S C6S C5S 103(2) . .
C8S C7S O4S 121(4) . .
O6 C61A C62 115.6(19) . .
O7 C62A C61 110.9(18) . .
O7 C63A C64 112.7(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.867(12) .
C61Ab C62A 1.47(3) .
Br2 C16 1.893(12) .
Br3 C33 1.941(16) .
Br4 C48 1.895(14) .
N1 C8 1.374(14) .
N1 C19 1.317(14) .
N2 C9 1.387(15) .
N2 C19 1.370(13) .
N3 C32 1.320(14) .
N3 C44 1.390(15) .
N4 C32 1.375(13) .
N4 C43 1.386(15) .
C1 C2 1.340(19) .
C1 C6 1.419(19) .
C2 C3 1.367(18) .
C3 C4 1.365(17) .
C4 C5 1.387(17) .
C4 C7 1.488(16) .
C5 C6 1.357(17) .
C7 C8 1.437(16) .
C7 C12 1.408(16) .
C8 C9 1.391(15) .
C9 C10 1.399(16) .
C10 C11 1.388(17) .
C10 C13 1.474(16) .
C11 C12 1.364(16) .
C13 C14 1.376(16) .
C13 C18 1.403(16) .
C14 C15 1.371(16) .
C15 C16 1.378(17) .
C16 C17 1.397(19) .
C17 C18 1.363(16) .
C19 C20 1.460(16) .
C20 C21 1.395(15) .
C20 C25 1.378(18) .
C21 C22 1.395(16) .
C22 C23 1.405(17) .
C23 C24 1.403(15) .
C23 C26 1.480(16) .
C24 C25 1.390(18) .
C26 C27 1.399(15) .
C26 C31 1.394(16) .
C27 C28 1.383(17) .
C28 C29 1.394(16) .
C29 C30 1.388(15) .
C29 C32 1.462(16) .
C30 C31 1.385(17) .
C33 C34 1.35(3) .
C33 C38 1.40(3) .
C34 C35 1.36(2) .
C35 C36 1.42(2) .
C36 C37 1.42(2) .
C36 C39 1.463(17) .
C37 C38 1.38(2) .
C39 C40 1.399(17) .
C39 C44 1.400(16) .
C40 C41 1.385(17) .
C41 C42 1.378(18) .
C42 C43 1.399(16) .
C42 C45 1.473(16) .
C43 C44 1.394(15) .
C45 C46 1.380(16) .
C45 C50 1.395(18) .
C46 C47 1.364(17) .
C47 C48 1.370(19) .
C48 C49 1.40(2) .
C49 C50 1.39(2) .
O1 C51 1.427(14) .
O1 C66 1.436(15) .
O2 C52 1.428(16) .
O2 C53 1.423(13) .
O3 C54 1.425(13) .
O3 C55 1.408(17) .
O4 C56 1.399(18) .
O4 C57 1.400(16) .
O5 C58 1.39(2) .
O5 C59 1.32(3) .
O8 C64 1.425(19) .
O8 C65 1.395(17) .
C51 C52 1.515(17) .
C53 C54 1.514(19) .
C55 C56 1.475(18) .
C57 C58 1.45(3) .
C59 C60 1.50(3) .
C60 O6 1.33(3) .
O6 C61 1.34(2) .
O6 C61A 1.34(3) .
O7 C63 1.38(2) .
O7 C62A 1.36(3) .
O7 C63A 1.38(3) .
C64 C63A 1.48(3) .
C65 C66 1.50(2) .
O1S C2S 1.26(3) .
O2S C2S 1.28(3) .
O2S C3S 1.49(3) .
C1S C2S 1.38(3) .
C3S C4S 1.41(4) .
O3S C6S 1.29(3) .
O4S C6S 1.30(3) .
O4S C7S 1.47(3) .
C5S C6S 1.39(3) .
C7S C8S 1.40(4) .
C61A C62 1.47(3) .
C62A O7 1.36(2) .
C63A C64 1.49(3) .
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
N2 H2 O1 0.88 2.05 2.926(12) 174.9 .
N4 H4 O3S 0.88 2.28 3.033(15) 144.0 .
C5 H5 N1 0.95 2.32 2.970(16) 124.7 .
C21 H21 O4 0.95 2.51 3.224(17) 131.6 .
C25 H25 O1 0.95 2.63 3.397(15) 138.4 .
C8S H8SC Br4 0.98 1.84 2.45(10) 117.3 .
