# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PBP181101
_database_code_depnum_ccdc_archive 'CCDC 1984409'
loop_
_audit_author_name
_audit_author_address
'Gemma Turner'
;University of Western Australia
Australia
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

#==============================================================================

# 6. CRYSTALLOGRAPHY

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H42 N2, 2(Br), 2(H2 O)'
_chemical_formula_sum            'C24 H46 Br2 N2 O2'
_chemical_formula_weight         554.45

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.0705(2)
_cell_length_b                   14.0407(2)
_cell_length_c                   13.1353(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.207(1)
_cell_angle_gamma                90
_cell_volume                     2593.08(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10602
_cell_measurement_theta_min      3.141
_cell_measurement_theta_max      67.019
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0319182
_diffrn_orient_matrix_UB_12      -0.1038420
_diffrn_orient_matrix_UB_13      -0.0174194
_diffrn_orient_matrix_UB_21      -0.0874985
_diffrn_orient_matrix_UB_22      0.0176551
_diffrn_orient_matrix_UB_23      0.0643782
_diffrn_orient_matrix_UB_31      -0.0576772
_diffrn_orient_matrix_UB_32      0.0307304
_diffrn_orient_matrix_UB_33      -0.0966022

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.363
_exptl_crystal_size_mid          0.215
_exptl_crystal_size_min          0.081
_exptl_absorpt_coefficient_mu    4.125
_shelx_estimated_absorpt_T_min   0.316
_shelx_estimated_absorpt_T_max   0.731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.59351
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            23919
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.143
_diffrn_reflns_theta_max         67.431
_diffrn_reflns_theta_full        67.431
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4621
_reflns_number_gt                3817
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+5.2900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4621
_refine_ls_number_parameters     316
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.62195(3) 0.41649(3) 0.37971(3) 0.04322(15) Uani 1 1 d . . . . .
Br2 Br 1.16689(3) 0.09740(3) 0.52930(3) 0.04367(15) Uani 1 1 d . . . . .
C1 C 0.4707(2) 0.1237(2) 0.4170(2) 0.0254(7) Uani 1 1 d . . . . .
C2 C 0.5586(2) 0.1199(2) 0.3717(3) 0.0285(7) Uani 1 1 d . . . . .
H2 H 0.561655 0.120710 0.299583 0.034 Uiso 1 1 calc R U . . .
C3 C 0.6418(2) 0.1149(2) 0.4320(3) 0.0296(7) Uani 1 1 d . . . . .
H3 H 0.701468 0.111318 0.400696 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6387(2) 0.1150(2) 0.5379(3) 0.0281(7) Uani 1 1 d . . . . .
C5 C 0.5511(2) 0.1156(2) 0.5831(3) 0.0277(7) Uani 1 1 d . . . . .
H5 H 0.548548 0.113520 0.655195 0.033 Uiso 1 1 calc R U . . .
C6 C 0.4669(2) 0.1191(2) 0.5238(2) 0.0259(7) Uani 1 1 d . . . . .
H6 H 0.407304 0.118399 0.555322 0.031 Uiso 1 1 calc R U . . .
C10 C 0.3793(2) 0.1271(2) 0.3546(2) 0.0261(7) Uani 1 1 d . . . . .
H10A H 0.330487 0.091104 0.390886 0.031 Uiso 1 1 calc R U . . .
H10B H 0.388940 0.094293 0.289118 0.031 Uiso 1 1 calc R U . . .
N11 N 0.34120(19) 0.22695(19) 0.3320(2) 0.0247(6) Uani 1 1 d . . . . .
C12 C 0.4036(2) 0.2833(2) 0.2641(3) 0.0290(7) Uani 1 1 d . . . . .
H12A H 0.396366 0.261186 0.192599 0.035 Uiso 1 1 calc R U . . .
H12B H 0.471301 0.277810 0.286820 0.035 Uiso 1 1 calc R U . . .
C13 C 0.3681(2) 0.3862(2) 0.2746(3) 0.0300(7) Uani 1 1 d . . . . .
H13A H 0.316931 0.400308 0.222953 0.036 Uiso 1 1 calc R U . . .
H13B H 0.420648 0.432172 0.266723 0.036 Uiso 1 1 calc R U . . .
C14 C 0.3299(2) 0.3908(2) 0.3838(3) 0.0292(7) Uani 1 1 d . . . . .
H14A H 0.367924 0.435864 0.426578 0.035 Uiso 1 1 calc R U . . .
H14B H 0.262622 0.411622 0.381757 0.035 Uiso 1 1 calc R U . . .
C15 C 0.3391(2) 0.2901(2) 0.4256(2) 0.0279(7) Uani 1 1 d . . . . .
H15A H 0.398343 0.283059 0.468048 0.034 Uiso 1 1 calc R U . . .
H15B H 0.284208 0.274042 0.467333 0.034 Uiso 1 1 calc R U . . .
C16 C 0.2395(2) 0.2187(2) 0.2897(3) 0.0283(7) Uani 1 1 d . . . . .
H16A H 0.212907 0.283653 0.281680 0.034 Uiso 1 1 calc R U . . .
H16B H 0.201535 0.184960 0.340307 0.034 Uiso 1 1 calc R U . . .
C17 C 0.2273(3) 0.1672(3) 0.1882(3) 0.0333(8) Uani 1 1 d . . . . .
H17A H 0.258588 0.104086 0.192631 0.040 Uiso 1 1 calc R U . . .
H17B H 0.257489 0.204484 0.134222 0.040 Uiso 1 1 calc R U . . .
C18 C 0.1218(3) 0.1550(3) 0.1621(3) 0.0358(8) Uani 1 1 d . . . . .
H18A H 0.092896 0.114680 0.214443 0.043 Uiso 1 1 calc R U . . .
H18B H 0.090266 0.217977 0.162614 0.043 Uiso 1 1 calc R U . . .
C19 C 0.1058(3) 0.1093(3) 0.0582(3) 0.0463(10) Uani 1 1 d . . . . .
H19A H 0.038071 0.094889 0.046974 0.069 Uiso 1 1 calc R U . . .
H19B H 0.142765 0.050316 0.055170 0.069 Uiso 1 1 calc R U . . .
H19C H 0.126208 0.153308 0.005401 0.069 Uiso 1 1 calc R U . . .
C40 C 0.7283(2) 0.1095(2) 0.6038(3) 0.0307(7) Uani 1 1 d . . . . .
H40A H 0.775900 0.072139 0.567228 0.037 Uiso 1 1 calc R U . . .
H40B H 0.714218 0.074105 0.666698 0.037 Uiso 1 1 calc R U . . .
N41 N 0.77249(19) 0.2050(2) 0.6342(2) 0.0330(7) Uani 1 1 d D . . . .
C42 C 0.7999(3) 0.2636(3) 0.5432(3) 0.0459(10) Uani 1 1 d . . . . .
H42A H 0.748556 0.263022 0.489553 0.055 Uiso 1 1 calc R U . . .
H42B H 0.859010 0.239012 0.514310 0.055 Uiso 1 1 calc R U . . .
C43 C 0.8149(3) 0.3636(3) 0.5858(3) 0.0442(10) Uani 1 1 d . . . . .
H43A H 0.796181 0.412190 0.534185 0.053 Uiso 1 1 calc R U . . .
H43B H 0.882371 0.373737 0.607196 0.053 Uiso 1 1 calc R U . . .
C44 C 0.7507(3) 0.3695(3) 0.6782(3) 0.0346(8) Uani 1 1 d . . . . .
H44A H 0.788782 0.383578 0.741312 0.042 Uiso 1 1 calc R U . . .
H44B H 0.701837 0.419701 0.667850 0.042 Uiso 1 1 calc R U . . .
C45 C 0.7046(3) 0.2714(2) 0.6840(3) 0.0322(8) Uani 1 1 d . . . . .
H45A H 0.695980 0.252783 0.755779 0.039 Uiso 1 1 calc R U . . .
H45B H 0.641813 0.270943 0.647294 0.039 Uiso 1 1 calc R U . . .
C46 C 0.8410(4) 0.1912(4) 0.7274(4) 0.0249(14) Uani 0.5 1 d D . P A 1
H46A H 0.865776 0.254208 0.749516 0.030 Uiso 0.5 1 calc R U P A 1
H46B H 0.805069 0.164377 0.784066 0.030 Uiso 0.5 1 calc R U P A 1
C47 C 0.9243(4) 0.1262(4) 0.7071(4) 0.0273(14) Uani 0.5 1 d D . P A 1
H47A H 0.960099 0.151899 0.649783 0.033 Uiso 0.5 1 calc R U P A 1
H47B H 0.900292 0.062277 0.687337 0.033 Uiso 0.5 1 calc R U P A 1
C48 C 0.9905(6) 0.1175(6) 0.8009(5) 0.0249(17) Uani 0.5 1 d D . P A 1
H48A H 1.017547 0.180949 0.817430 0.030 Uiso 0.5 1 calc R U P A 1
H48B H 0.953101 0.096817 0.859253 0.030 Uiso 0.5 1 calc R U P A 1
C49 C 1.0706(7) 0.0481(6) 0.7873(8) 0.029(2) Uani 0.5 1 d D . P A 1
H49A H 1.105947 0.039503 0.852371 0.044 Uiso 0.5 1 calc R U P A 1
H49B H 1.113429 0.072937 0.736480 0.044 Uiso 0.5 1 calc R U P A 1
H49C H 1.044614 -0.013265 0.764096 0.044 Uiso 0.5 1 calc R U P A 1
C46' C 0.8710(4) 0.1820(5) 0.6764(5) 0.0284(15) Uani 0.5 1 d D . P A 2
H46C H 0.905717 0.241819 0.692216 0.034 Uiso 0.5 1 calc R U P A 2
H46D H 0.906414 0.146850 0.624582 0.034 Uiso 0.5 1 calc R U P A 2
C47' C 0.8663(4) 0.1220(6) 0.7724(5) 0.0412(18) Uani 0.5 1 d D . P A 2
H47C H 0.813175 0.144571 0.813336 0.049 Uiso 0.5 1 calc R U P A 2
H47D H 0.853459 0.054831 0.753297 0.049 Uiso 0.5 1 calc R U P A 2
C48' C 0.9582(5) 0.1274(8) 0.8359(5) 0.038(2) Uani 0.5 1 d D . P A 2
H48C H 0.973803 0.195070 0.849573 0.045 Uiso 0.5 1 calc R U P A 2
H48D H 0.949253 0.095745 0.902188 0.045 Uiso 0.5 1 calc R U P A 2
C49' C 1.0404(6) 0.0811(8) 0.7844(8) 0.037(3) Uani 0.5 1 d D . P A 2
H49D H 1.097553 0.084625 0.829377 0.056 Uiso 0.5 1 calc R U P A 2
H49E H 1.051943 0.114384 0.720500 0.056 Uiso 0.5 1 calc R U P A 2
H49F H 1.025172 0.014232 0.770008 0.056 Uiso 0.5 1 calc R U P A 2
O01W O 0.5056(2) 0.3836(2) 0.6009(2) 0.0435(7) Uani 1 1 d G . . . .
H01A H 0.538922 0.385239 0.548270 0.065 Uiso 1 1 d G U . . .
H01B H 0.474079 0.435074 0.603581 0.065 Uiso 1 1 d G U . . .
O02W O 0.9421(3) 0.1151(2) 0.4155(3) 0.0642(10) Uani 1 1 d G . . . .
H02A H 0.999781 0.106134 0.434831 0.096 Uiso 1 1 d G U . . .
H02B H 0.913334 0.061930 0.416528 0.096 Uiso 1 1 d G U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.394(5) . ?
C1 C6 1.407(5) . ?
C1 C10 1.498(5) . ?
C2 C3 1.390(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(5) . ?
C4 C40 1.504(5) . ?
C5 C6 1.393(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C10 N11 1.526(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C12 1.501(4) . ?
N11 C15 1.517(4) . ?
N11 C16 1.519(4) . ?
C12 C13 1.538(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.552(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.520(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.520(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.520(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.517(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C40 N41 1.525(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
N41 C45 1.503(5) . ?
N41 C46' 1.508(4) . ?
N41 C42 1.513(5) . ?
N41 C46 1.541(4) . ?
C42 C43 1.523(5) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.542(5) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.526(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.518(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.519(4) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.506(5) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C46' C47' 1.520(5) . ?
C46' H46C 0.9900 . ?
C46' H46D 0.9900 . ?
C47' C48' 1.514(5) . ?
C47' H47C 0.9900 . ?
C47' H47D 0.9900 . ?
C48' C49' 1.509(5) . ?
C48' H48C 0.9900 . ?
C48' H48D 0.9900 . ?
C49' H49D 0.9800 . ?
C49' H49E 0.9800 . ?
C49' H49F 0.9800 . ?
O01W H01A 0.8501 . ?
O01W H01B 0.8499 . ?
O02W H02A 0.8500 . ?
O02W H02B 0.8499 . ?

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
_geom_angle_publ_flag
C2 C1 C6 119.5(3) . . ?
C2 C1 C10 121.6(3) . . ?
C6 C1 C10 118.8(3) . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 C40 119.5(3) . . ?
C3 C4 C40 121.1(3) . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C1 C10 N11 115.1(3) . . ?
C1 C10 H10A 108.5 . . ?
N11 C10 H10A 108.5 . . ?
C1 C10 H10B 108.5 . . ?
N11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C12 N11 C15 101.8(2) . . ?
C12 N11 C16 112.7(2) . . ?
C15 N11 C16 107.1(2) . . ?
C12 N11 C10 113.0(2) . . ?
C15 N11 C10 113.4(2) . . ?
C16 N11 C10 108.7(2) . . ?
N11 C12 C13 104.0(3) . . ?
N11 C12 H12A 111.0 . . ?
C13 C12 H12A 111.0 . . ?
N11 C12 H12B 111.0 . . ?
C13 C12 H12B 111.0 . . ?
H12A C12 H12B 109.0 . . ?
C12 C13 C14 104.3(3) . . ?
C12 C13 H13A 110.9 . . ?
C14 C13 H13A 110.9 . . ?
C12 C13 H13B 110.9 . . ?
C14 C13 H13B 110.9 . . ?
H13A C13 H13B 108.9 . . ?
C15 C14 C13 105.5(3) . . ?
C15 C14 H14A 110.6 . . ?
C13 C14 H14A 110.6 . . ?
C15 C14 H14B 110.6 . . ?
C13 C14 H14B 110.6 . . ?
H14A C14 H14B 108.8 . . ?
N11 C15 C14 104.8(3) . . ?
N11 C15 H15A 110.8 . . ?
C14 C15 H15A 110.8 . . ?
N11 C15 H15B 110.8 . . ?
C14 C15 H15B 110.8 . . ?
H15A C15 H15B 108.9 . . ?
N11 C16 C17 115.5(3) . . ?
N11 C16 H16A 108.4 . . ?
C17 C16 H16A 108.4 . . ?
N11 C16 H16B 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C16 C17 C18 109.1(3) . . ?
C16 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C19 C18 C17 111.2(3) . . ?
C19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 C40 N41 115.5(3) . . ?
C4 C40 H40A 108.4 . . ?
N41 C40 H40A 108.4 . . ?
C4 C40 H40B 108.4 . . ?
N41 C40 H40B 108.4 . . ?
H40A C40 H40B 107.5 . . ?
C45 N41 C46' 124.3(4) . . ?
C45 N41 C42 101.1(3) . . ?
C46' N41 C42 98.5(3) . . ?
C45 N41 C40 113.5(3) . . ?
C46' N41 C40 105.5(4) . . ?
C42 N41 C40 112.7(3) . . ?
C45 N41 C46 96.9(3) . . ?
C42 N41 C46 121.7(4) . . ?
C40 N41 C46 109.5(3) . . ?
N41 C42 C43 104.3(3) . . ?
N41 C42 H42A 110.9 . . ?
C43 C42 H42A 110.9 . . ?
N41 C42 H42B 110.9 . . ?
C43 C42 H42B 110.9 . . ?
H42A C42 H42B 108.9 . . ?
C42 C43 C44 105.1(3) . . ?
C42 C43 H43A 110.7 . . ?
C44 C43 H43A 110.7 . . ?
C42 C43 H43B 110.7 . . ?
C44 C43 H43B 110.7 . . ?
H43A C43 H43B 108.8 . . ?
C45 C44 C43 104.7(3) . . ?
C45 C44 H44A 110.8 . . ?
C43 C44 H44A 110.8 . . ?
C45 C44 H44B 110.8 . . ?
C43 C44 H44B 110.8 . . ?
H44A C44 H44B 108.9 . . ?
N41 C45 C44 105.0(3) . . ?
N41 C45 H45A 110.7 . . ?
C44 C45 H45A 110.7 . . ?
N41 C45 H45B 110.7 . . ?
C44 C45 H45B 110.7 . . ?
H45A C45 H45B 108.8 . . ?
C47 C46 N41 113.6(4) . . ?
C47 C46 H46A 108.9 . . ?
N41 C46 H46A 108.9 . . ?
C47 C46 H46B 108.9 . . ?
N41 C46 H46B 108.9 . . ?
H46A C46 H46B 107.7 . . ?
C46 C47 C48 111.0(5) . . ?
C46 C47 H47A 109.4 . . ?
C48 C47 H47A 109.4 . . ?
C46 C47 H47B 109.4 . . ?
C48 C47 H47B 109.4 . . ?
H47A C47 H47B 108.0 . . ?
C49 C48 C47 113.2(6) . . ?
C49 C48 H48A 108.9 . . ?
C47 C48 H48A 108.9 . . ?
C49 C48 H48B 108.9 . . ?
C47 C48 H48B 108.9 . . ?
H48A C48 H48B 107.8 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N41 C46' C47' 110.8(4) . . ?
N41 C46' H46C 109.5 . . ?
C47' C46' H46C 109.5 . . ?
N41 C46' H46D 109.5 . . ?
C47' C46' H46D 109.5 . . ?
H46C C46' H46D 108.1 . . ?
C48' C47' C46' 111.4(5) . . ?
C48' C47' H47C 109.3 . . ?
C46' C47' H47C 109.3 . . ?
C48' C47' H47D 109.3 . . ?
C46' C47' H47D 109.3 . . ?
H47C C47' H47D 108.0 . . ?
C49' C48' C47' 112.6(6) . . ?
C49' C48' H48C 109.1 . . ?
C47' C48' H48C 109.1 . . ?
C49' C48' H48D 109.1 . . ?
C47' C48' H48D 109.1 . . ?
H48C C48' H48D 107.8 . . ?
C48' C49' H49D 109.5 . . ?
C48' C49' H49E 109.5 . . ?
H49D C49' H49E 109.5 . . ?
C48' C49' H49F 109.5 . . ?
H49D C49' H49F 109.5 . . ?
H49E C49' H49F 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -2.2(5) . . . . ?
C10 C1 C2 C3 -178.7(3) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C2 C3 C4 C5 3.1(5) . . . . ?
C2 C3 C4 C40 179.9(3) . . . . ?
C3 C4 C5 C6 -2.1(5) . . . . ?
C40 C4 C5 C6 -179.0(3) . . . . ?
C4 C5 C6 C1 -1.0(5) . . . . ?
C2 C1 C6 C5 3.2(5) . . . . ?
C10 C1 C6 C5 179.8(3) . . . . ?
C2 C1 C10 N11 -93.0(4) . . . . ?
C6 C1 C10 N11 90.4(4) . . . . ?
C1 C10 N11 C12 66.5(3) . . . . ?
C1 C10 N11 C15 -48.6(4) . . . . ?
C1 C10 N11 C16 -167.6(3) . . . . ?
C15 N11 C12 C13 -43.5(3) . . . . ?
C16 N11 C12 C13 70.9(3) . . . . ?
C10 N11 C12 C13 -165.5(3) . . . . ?
N11 C12 C13 C14 29.4(3) . . . . ?
C12 C13 C14 C15 -3.9(4) . . . . ?
C12 N11 C15 C14 41.1(3) . . . . ?
C16 N11 C15 C14 -77.4(3) . . . . ?
C10 N11 C15 C14 162.8(3) . . . . ?
C13 C14 C15 N11 -22.7(3) . . . . ?
C12 N11 C16 C17 62.2(4) . . . . ?
C15 N11 C16 C17 173.3(3) . . . . ?
C10 N11 C16 C17 -63.8(4) . . . . ?
N11 C16 C17 C18 173.7(3) . . . . ?
C16 C17 C18 C19 176.5(3) . . . . ?
C5 C4 C40 N41 -92.3(4) . . . . ?
C3 C4 C40 N41 90.9(4) . . . . ?
C4 C40 N41 C45 54.0(4) . . . . ?
C4 C40 N41 C46' -166.6(4) . . . . ?
C4 C40 N41 C42 -60.1(4) . . . . ?
C4 C40 N41 C46 161.1(4) . . . . ?
C45 N41 C42 C43 42.8(4) . . . . ?
C46' N41 C42 C43 -84.8(4) . . . . ?
C40 N41 C42 C43 164.3(3) . . . . ?
C46 N41 C42 C43 -62.6(5) . . . . ?
N41 C42 C43 C44 -27.3(4) . . . . ?
C42 C43 C44 C45 1.2(4) . . . . ?
C46' N41 C45 C44 66.3(5) . . . . ?
C42 N41 C45 C44 -42.2(3) . . . . ?
C40 N41 C45 C44 -163.1(3) . . . . ?
C46 N41 C45 C44 82.1(4) . . . . ?
C43 C44 C45 N41 25.5(4) . . . . ?
C45 N41 C46 C47 -179.4(5) . . . . ?
C42 N41 C46 C47 -71.8(6) . . . . ?
C40 N41 C46 C47 62.6(6) . . . . ?
N41 C46 C47 C48 178.5(6) . . . . ?
C46 C47 C48 C49 175.8(7) . . . . ?
C45 N41 C46' C47' 69.8(7) . . . . ?
C42 N41 C46' C47' 179.5(6) . . . . ?
C40 N41 C46' C47' -63.9(6) . . . . ?
N41 C46' C47' C48' -159.6(6) . . . . ?
C46' C47' C48' C49' -67.3(10) . . . . ?

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
O01W H01A Br1 0.85 2.58 3.420(3) 169.8 . yes
O01W H01B Br1 0.85 2.50 3.347(3) 177.0 3_666 yes
O02W H02A Br2 0.85 2.62 3.455(4) 167.8 . yes
O02W H02B Br2 0.85 2.62 3.445(3) 165.1 3_756 yes

_refine_diff_density_max         0.774
_refine_diff_density_min         -0.776
_refine_diff_density_rms         0.086

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PME181031
_database_code_depnum_ccdc_archive 'CCDC 1984410'
loop_
_audit_author_name
_audit_author_address
'Gemma Turner'
;University of Western Australia
Australia
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

#==============================================================================

# 6. CRYSTALLOGRAPHY

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H34 N2, 2(Br), 2(H2 O)'
_chemical_formula_sum            'C20 H38 Br2 N2 O2'
_chemical_formula_weight         498.34

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6197(3)
_cell_length_b                   12.7852(6)
_cell_length_c                   13.6584(6)
_cell_angle_alpha                93.527(4)
_cell_angle_beta                 96.309(4)
_cell_angle_gamma                101.198(4)
_cell_volume                     1123.02(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9079
_cell_measurement_theta_min      2.336
_cell_measurement_theta_max      32.495
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0290217
_diffrn_orient_matrix_UB_12      -0.0562404
_diffrn_orient_matrix_UB_13      -0.0109525
_diffrn_orient_matrix_UB_21      0.0988078
_diffrn_orient_matrix_UB_22      -0.0007034
_diffrn_orient_matrix_UB_23      -0.0152269
_diffrn_orient_matrix_UB_31      0.0389037
_diffrn_orient_matrix_UB_32      -0.0076322
_diffrn_orient_matrix_UB_33      0.0489681

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    3.626
_shelx_estimated_absorpt_T_min   0.419
_shelx_estimated_absorpt_T_max   0.595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8753
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_reflns_number            25169
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.162
_diffrn_reflns_theta_max         32.809
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7631
_reflns_number_gt                5796
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+0.9800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7631
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.59766(4) 0.75487(2) 0.12176(2) 0.02437(7) Uani 1 1 d . . . . .
Br2 Br 0.71123(3) 0.79651(2) 0.60640(2) 0.01592(6) Uani 1 1 d . . . . .
C1 C 0.8665(4) 0.40507(18) 0.31499(16) 0.0130(4) Uani 1 1 d . . . . .
C2 C 0.7462(4) 0.46478(18) 0.36433(17) 0.0140(4) Uani 1 1 d . . . . .
H2 H 0.603419 0.435876 0.366586 0.017 Uiso 1 1 calc R U . . .
C3 C 0.8338(4) 0.56558(19) 0.40980(17) 0.0150(4) Uani 1 1 d . . . . .
H3 H 0.750018 0.605655 0.442231 0.018 Uiso 1 1 calc R U . . .
C4 C 1.0449(3) 0.60929(18) 0.40856(16) 0.0129(4) Uani 1 1 d . . . . .
C5 C 1.1642(3) 0.54984(18) 0.35953(17) 0.0140(4) Uani 1 1 d . . . . .
H5 H 1.307130 0.578558 0.357663 0.017 Uiso 1 1 calc R U . . .
C6 C 1.0763(4) 0.44893(19) 0.31331(16) 0.0143(4) Uani 1 1 d . . . . .
H6 H 1.159868 0.409327 0.280182 0.017 Uiso 1 1 calc R U . . .
C10 C 0.7748(3) 0.29207(18) 0.27326(16) 0.0130(4) Uani 1 1 d . . . . .
H10A H 0.665045 0.261334 0.313092 0.016 Uiso 1 1 calc R U . . .
H10B H 0.884348 0.249287 0.280417 0.016 Uiso 1 1 calc R U . . .
N11 N 0.6816(3) 0.28071(15) 0.16470(14) 0.0122(4) Uani 1 1 d . . . . .
C12 C 0.5526(4) 0.16875(19) 0.13845(18) 0.0171(5) Uani 1 1 d . . . . .
H12A H 0.453452 0.152667 0.187352 0.020 Uiso 1 1 calc R U . . .
H12B H 0.471187 0.166091 0.072731 0.020 Uiso 1 1 calc R U . . .
C13 C 0.6836(4) 0.08388(19) 0.13643(18) 0.0198(5) Uani 1 1 d . . . . .
H13A H 0.592933 0.012913 0.116453 0.024 Uiso 1 1 calc R U . . .
H13B H 0.755877 0.081607 0.203459 0.024 Uiso 1 1 calc R U . . .
C14 C 0.8431(4) 0.1079(2) 0.06410(19) 0.0215(5) Uani 1 1 d . . . . .
H14A H 0.770980 0.104515 -0.003829 0.026 Uiso 1 1 calc R U . . .
H14B H 0.931159 0.053548 0.065587 0.026 Uiso 1 1 calc R U . . .
C15 C 0.9786(4) 0.2191(2) 0.09187(18) 0.0181(5) Uani 1 1 d . . . . .
H15A H 1.060481 0.220201 0.157234 0.022 Uiso 1 1 calc R U . . .
H15B H 1.076940 0.235480 0.042629 0.022 Uiso 1 1 calc R U . . .
C16 C 0.8471(4) 0.30380(19) 0.09561(17) 0.0147(4) Uani 1 1 d . . . . .
H16A H 0.778994 0.308408 0.028191 0.018 Uiso 1 1 calc R U . . .
H16B H 0.938411 0.374113 0.117681 0.018 Uiso 1 1 calc R U . . .
C17 C 0.5387(4) 0.3579(2) 0.14879(18) 0.0181(5) Uani 1 1 d . . . . .
H17A H 0.617492 0.431258 0.165142 0.027 Uiso 1 1 calc R U . . .
H17B H 0.477088 0.349412 0.079455 0.027 Uiso 1 1 calc R U . . .
H17C H 0.428453 0.343298 0.191409 0.027 Uiso 1 1 calc R U . . .
C40 C 1.1395(4) 0.71272(18) 0.46930(16) 0.0135(4) Uani 1 1 d . . . . .
H40A H 1.278930 0.707065 0.500323 0.016 Uiso 1 1 calc R U . . .
H40B H 1.054034 0.720744 0.523316 0.016 Uiso 1 1 calc R U . . .
N41 N 1.1622(3) 0.81450(15) 0.41524(13) 0.0117(3) Uani 1 1 d . . . . .
C42 C 0.9564(3) 0.82282(19) 0.35915(17) 0.0146(4) Uani 1 1 d . . . . .
H42A H 0.853846 0.825250 0.406402 0.018 Uiso 1 1 calc R U . . .
H42B H 0.904998 0.758266 0.312597 0.018 Uiso 1 1 calc R U . . .
C43 C 0.9741(4) 0.92168(19) 0.30187(18) 0.0171(5) Uani 1 1 d . . . . .
H43A H 1.012034 0.986615 0.348712 0.020 Uiso 1 1 calc R U . . .
H43B H 0.838091 0.922260 0.263851 0.020 Uiso 1 1 calc R U . . .
C44 C 1.1382(4) 0.9234(2) 0.23094(18) 0.0210(5) Uani 1 1 d . . . . .
H44A H 1.091877 0.863310 0.179099 0.025 Uiso 1 1 calc R U . . .
H44B H 1.154788 0.991038 0.198223 0.025 Uiso 1 1 calc R U . . .
C45 C 1.3459(4) 0.9141(2) 0.28615(18) 0.0188(5) Uani 1 1 d . . . . .
H45A H 1.446308 0.909267 0.238228 0.023 Uiso 1 1 calc R U . . .
H45B H 1.401064 0.979027 0.331805 0.023 Uiso 1 1 calc R U . . .
C46 C 1.3236(4) 0.8158(2) 0.34465(18) 0.0170(5) Uani 1 1 d . . . . .
H46A H 1.284107 0.750682 0.298111 0.020 Uiso 1 1 calc R U . . .
H46B H 1.459115 0.814374 0.382620 0.020 Uiso 1 1 calc R U . . .
C47 C 1.2322(4) 0.90513(19) 0.49488(17) 0.0166(4) Uani 1 1 d . . . . .
H47A H 1.365431 0.898677 0.530494 0.025 Uiso 1 1 calc R U . . .
H47B H 1.248196 0.973459 0.464849 0.025 Uiso 1 1 calc R U . . .
H47C H 1.128459 0.902241 0.541139 0.025 Uiso 1 1 calc R U . . .
O01W O 0.8768(3) 0.57364(18) 0.08597(17) 0.0340(5) Uani 1 1 d G . . . .
H01A H 0.816996 0.623996 0.102330 0.051 Uiso 1 1 d G U . . .
H01B H 0.828007 0.549075 0.027075 0.051 Uiso 1 1 d G U . . .
O02W O 0.2624(3) 0.52293(17) 0.10512(17) 0.0305(5) Uani 1 1 d G . . . .
H02A H 0.362502 0.576393 0.118872 0.046 Uiso 1 1 d G U . . .
H02B H 0.149345 0.545423 0.101328 0.046 Uiso 1 1 d G U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.396(3) . ?
C1 C2 1.401(3) . ?
C1 C10 1.504(3) . ?
C2 C3 1.384(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C4 C40 1.503(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C10 N11 1.529(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C17 1.503(3) . ?
N11 C12 1.517(3) . ?
N11 C16 1.521(3) . ?
C12 C13 1.516(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.525(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.528(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.517(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C40 N41 1.526(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
N41 C47 1.505(3) . ?
N41 C42 1.514(3) . ?
N41 C46 1.514(3) . ?
C42 C43 1.519(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.531(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.523(4) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.522(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
O01W H01A 0.8499 . ?
O01W H01B 0.8500 . ?
O02W H02A 0.8499 . ?
O02W H02B 0.8500 . ?

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
_geom_angle_publ_flag
C6 C1 C2 118.7(2) . . ?
C6 C1 C10 121.0(2) . . ?
C2 C1 C10 120.0(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.8(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 C40 122.0(2) . . ?
C3 C4 C40 118.9(2) . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C1 C10 N11 114.81(18) . . ?
C1 C10 H10A 108.6 . . ?
N11 C10 H10A 108.6 . . ?
C1 C10 H10B 108.6 . . ?
N11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C17 N11 C12 107.37(18) . . ?
C17 N11 C16 107.99(17) . . ?
C12 N11 C16 109.98(17) . . ?
C17 N11 C10 109.64(17) . . ?
C12 N11 C10 109.47(17) . . ?
C16 N11 C10 112.25(17) . . ?
C13 C12 N11 112.73(19) . . ?
C13 C12 H12A 109.0 . . ?
N11 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
N11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 C14 110.6(2) . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C13 C14 C15 110.01(19) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 C14 111.0(2) . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 N11 112.88(18) . . ?
C15 C16 H16A 109.0 . . ?
N11 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
N11 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
N11 C17 H17A 109.5 . . ?
N11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C4 C40 N41 116.87(18) . . ?
C4 C40 H40A 108.1 . . ?
N41 C40 H40A 108.1 . . ?
C4 C40 H40B 108.1 . . ?
N41 C40 H40B 108.1 . . ?
H40A C40 H40B 107.3 . . ?
C47 N41 C42 110.41(17) . . ?
C47 N41 C46 110.21(18) . . ?
C42 N41 C46 109.89(17) . . ?
C47 N41 C40 105.36(17) . . ?
C42 N41 C40 110.50(17) . . ?
C46 N41 C40 110.39(17) . . ?
N41 C42 C43 112.06(19) . . ?
N41 C42 H42A 109.2 . . ?
C43 C42 H42A 109.2 . . ?
N41 C42 H42B 109.2 . . ?
C43 C42 H42B 109.2 . . ?
H42A C42 H42B 107.9 . . ?
C42 C43 C44 110.9(2) . . ?
C42 C43 H43A 109.5 . . ?
C44 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C44 C43 H43B 109.5 . . ?
H43A C43 H43B 108.1 . . ?
C45 C44 C43 110.8(2) . . ?
C45 C44 H44A 109.5 . . ?
C43 C44 H44A 109.5 . . ?
C45 C44 H44B 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 108.1 . . ?
C46 C45 C44 111.2(2) . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45B 109.4 . . ?
C44 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
N41 C46 C45 112.30(19) . . ?
N41 C46 H46A 109.1 . . ?
C45 C46 H46A 109.1 . . ?
N41 C46 H46B 109.1 . . ?
C45 C46 H46B 109.1 . . ?
H46A C46 H46B 107.9 . . ?
N41 C47 H47A 109.5 . . ?
N41 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
N41 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.5(3) . . . . ?
C10 C1 C2 C3 174.8(2) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C2 C3 C4 C40 -172.5(2) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C40 C4 C5 C6 172.7(2) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C10 C1 C6 C5 -174.4(2) . . . . ?
C6 C1 C10 N11 -92.1(3) . . . . ?
C2 C1 C10 N11 93.7(2) . . . . ?
C1 C10 N11 C17 -49.6(2) . . . . ?
C1 C10 N11 C12 -167.13(19) . . . . ?
C1 C10 N11 C16 70.4(2) . . . . ?
C17 N11 C12 C13 171.36(19) . . . . ?
C16 N11 C12 C13 54.1(2) . . . . ?
C10 N11 C12 C13 -69.7(2) . . . . ?
N11 C12 C13 C14 -57.0(3) . . . . ?
C12 C13 C14 C15 57.0(3) . . . . ?
C13 C14 C15 C16 -56.3(3) . . . . ?
C14 C15 C16 N11 55.3(3) . . . . ?
C17 N11 C16 C15 -170.09(19) . . . . ?
C12 N11 C16 C15 -53.2(2) . . . . ?
C10 N11 C16 C15 68.9(2) . . . . ?
C5 C4 C40 N41 88.2(3) . . . . ?
C3 C4 C40 N41 -98.7(2) . . . . ?
C4 C40 N41 C47 172.51(19) . . . . ?
C4 C40 N41 C42 53.2(2) . . . . ?
C4 C40 N41 C46 -68.5(2) . . . . ?
C47 N41 C42 C43 65.5(2) . . . . ?
C46 N41 C42 C43 -56.3(2) . . . . ?
C40 N41 C42 C43 -178.35(18) . . . . ?
N41 C42 C43 C44 56.5(3) . . . . ?
C42 C43 C44 C45 -54.8(3) . . . . ?
C43 C44 C45 C46 54.4(3) . . . . ?
C47 N41 C46 C45 -66.1(2) . . . . ?
C42 N41 C46 C45 55.8(2) . . . . ?
C40 N41 C46 C45 177.89(19) . . . . ?
C44 C45 C46 N41 -55.6(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
_geom_hbond_publ_flag
O01W H01A Br1 0.85 2.44 3.278(2) 169.1 . yes
O01W H01B O02W 0.85 1.95 2.796(3) 172.1 2_665 yes
O02W H02A Br1 0.85 2.50 3.320(2) 163.6 . yes
O02W H02B O01W 0.85 1.90 2.742(3) 171.2 1_455 yes

_refine_diff_density_max         1.007
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.117

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4MI181105
_database_code_depnum_ccdc_archive 'CCDC 1984415'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

# Start Validation Reply Form

_vrf_PLAT306_4MI181105           
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......       O01W Check  
          
RESPONSE: In this heavy-atom structure as it was not possible to see clear
     electron-density peaks in difference maps which would correspond with
     acceptable locations for all of the water H atoms.
;

_vrf_PLAT430_4MI181105           
;
PROBLEM: Short Inter D...A Contact  O01W     ..O03W     .       2.63 Ang.
          
RESPONSE: Contact fits within the range of OH...O hydrogen bonds.
     Unfortunately, we were unable to localise positions of hydrogen atoms
     in water molecules.
;


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 N8, 4(Br), 4(H2 O)'
_chemical_formula_sum            'C26 H42 Br4 N8 O4'
_chemical_formula_weight         850.31

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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'

_cell_length_a                   28.3447(4)
_cell_length_b                   8.4739(1)
_cell_length_c                   18.2377(3)
_cell_angle_alpha                90
_cell_angle_beta                 128.822(1)
_cell_angle_gamma                90
_cell_volume                     3412.85(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10740
_cell_measurement_theta_min      2.293
_cell_measurement_theta_max      32.165

_exptl_crystal_description       wedge
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_F_000             1704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.082
_exptl_absorpt_coefficient_mu    4.760
_shelx_estimated_absorpt_T_min   0.339
_shelx_estimated_absorpt_T_max   0.696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49078
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_reflns_number            30439
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.651
_diffrn_reflns_theta_max         32.524
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5834
_reflns_number_gt                4882
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0480P)²+6.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5834
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0913
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.12605(2) -0.09883(3) 0.38950(2) 0.02326(7) Uani 1 1 d . . . . .
Br2 Br 0.38097(2) 0.01315(3) 0.37889(2) 0.02582(7) Uani 1 1 d . . . . .
C1 C 0.44130(9) 0.5378(2) 0.41804(14) 0.0144(3) Uani 1 1 d . . . . .
C2 C 0.49121(9) 0.5522(2) 0.41943(14) 0.0136(3) Uani 1 1 d . . . . .
C3 C 0.54893(9) 0.5138(2) 0.50109(14) 0.0147(3) Uani 1 1 d . . . . .
H3 H 0.5825 0.5233 0.5014 0.018 Uiso 1 1 calc R U . . .
C10 C 0.37839(9) 0.5783(3) 0.32893(15) 0.0185(4) Uani 1 1 d . . . . .
H10A H 0.3772 0.6914 0.3142 0.022 Uiso 1 1 calc R U . . .
H10B H 0.3700 0.5159 0.2760 0.022 Uiso 1 1 calc R U . . .
N11 N 0.33130(8) 0.5468(2) 0.33723(13) 0.0197(3) Uani 1 1 d . . . . .
C12 C 0.30325(10) 0.6562(3) 0.34984(16) 0.0222(4) Uani 1 1 d . . . . .
H12 H 0.3097 0.7668 0.3529 0.027 Uiso 1 1 calc R U . . .
N13 N 0.26475(9) 0.5850(2) 0.35744(14) 0.0247(4) Uani 1 1 d . . . . .
C14 C 0.26851(10) 0.4253(3) 0.35061(17) 0.0261(5) Uani 1 1 d . . . . .
H14 H 0.2460 0.3467 0.3540 0.031 Uiso 1 1 calc R U . . .
C15 C 0.31024(10) 0.4001(3) 0.33816(17) 0.0251(4) Uani 1 1 d . . . . .
H15 H 0.3227 0.3007 0.3314 0.030 Uiso 1 1 calc R U . . .
C16 C 0.22494(12) 0.6642(4) 0.3709(2) 0.0348(6) Uani 1 1 d . . . . .
H16A H 0.2360 0.7760 0.3848 0.052 Uiso 1 1 calc R U . . .
H16B H 0.2293 0.6151 0.4235 0.052 Uiso 1 1 calc R U . . .
H16C H 0.1829 0.6546 0.3135 0.052 Uiso 1 1 calc R U . . .
C20 C 0.48417(9) 0.6026(2) 0.33406(15) 0.0158(4) Uani 1 1 d . . . . .
H20A H 0.5221 0.5792 0.3442 0.019 Uiso 1 1 calc R U . . .
H20B H 0.4513 0.5403 0.2791 0.019 Uiso 1 1 calc R U . . .
N21 N 0.47018(8) 0.7721(2) 0.31280(12) 0.0167(3) Uani 1 1 d . . . . .
C22 C 0.49943(10) 0.8891(2) 0.37517(17) 0.0209(4) Uani 1 1 d . . . . .
H22 H 0.5300 0.8771 0.4412 0.025 Uiso 1 1 calc R U . . .
N23 N 0.47842(10) 1.0247(2) 0.32911(16) 0.0249(4) Uani 1 1 d . . . . .
C24 C 0.43406(12) 0.9950(3) 0.23475(19) 0.0259(5) Uani 1 1 d . . . . .
H24 H 0.4113 1.0714 0.1862 0.031 Uiso 1 1 calc R U . . .
C25 C 0.42902(10) 0.8356(3) 0.22421(16) 0.0213(4) Uani 1 1 d . . . . .
H25 H 0.4023 0.7790 0.1669 0.026 Uiso 1 1 calc R U . . .
C26 C 0.49705(14) 1.1809(3) 0.3730(2) 0.0369(6) Uani 1 1 d . . . . .
H26A H 0.5310 1.1699 0.4403 0.055 Uiso 1 1 calc R U . . .
H26B H 0.4630 1.2322 0.3647 0.055 Uiso 1 1 calc R U . . .
H26C H 0.5097 1.2453 0.3434 0.055 Uiso 1 1 calc R U . . .
O01W O 0.22857(10) 0.1466(3) 0.42442(19) 0.0630(7) Uani 1 1 d G . . . .
O02W O 0.33784(12) -0.0351(5) 0.5096(2) 0.0447(8) Uani 0.657(5) 1 d G . P A 1
O03W O 0.34081(11) 0.0570(5) 0.5109(4) 0.0447(8) Uani 0.343(5) 1 d G . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.390(3) 5_666 ?
C1 C2 1.404(3) . ?
C1 C10 1.518(3) . ?
C2 C3 1.395(3) . ?
C2 C20 1.503(3) . ?
C3 C1 1.390(3) 5_666 ?
C3 H3 0.9500 . ?
C10 N11 1.459(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C12 1.332(3) . ?
N11 C15 1.384(3) . ?
C12 N13 1.328(3) . ?
C12 H12 0.9500 . ?
N13 C14 1.369(3) . ?
N13 C16 1.460(3) . ?
C14 C15 1.354(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 N21 1.475(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
N21 C22 1.335(3) . ?
N21 C25 1.378(3) . ?
C22 N23 1.324(3) . ?
C22 H22 0.9500 . ?
N23 C24 1.376(3) . ?
N23 C26 1.464(3) . ?
C24 C25 1.360(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
_geom_angle_publ_flag
C3 C1 C2 118.68(18) 5_666 . ?
C3 C1 C10 121.74(17) 5_666 . ?
C2 C1 C10 119.58(18) . . ?
C3 C2 C1 119.55(18) . . ?
C3 C2 C20 118.53(17) . . ?
C1 C2 C20 121.89(18) . . ?
C1 C3 C2 121.78(17) 5_666 . ?
C1 C3 H3 119.1 5_666 . ?
C2 C3 H3 119.1 . . ?
N11 C10 C1 112.62(17) . . ?
N11 C10 H10A 109.1 . . ?
C1 C10 H10A 109.1 . . ?
N11 C10 H10B 109.1 . . ?
C1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C12 N11 C15 108.32(19) . . ?
C12 N11 C10 125.10(19) . . ?
C15 N11 C10 126.51(19) . . ?
N13 C12 N11 108.7(2) . . ?
N13 C12 H12 125.6 . . ?
N11 C12 H12 125.6 . . ?
C12 N13 C14 108.87(19) . . ?
C12 N13 C16 125.5(2) . . ?
C14 N13 C16 125.6(2) . . ?
C15 C14 N13 107.3(2) . . ?
C15 C14 H14 126.3 . . ?
N13 C14 H14 126.3 . . ?
C14 C15 N11 106.8(2) . . ?
C14 C15 H15 126.6 . . ?
N11 C15 H15 126.6 . . ?
N13 C16 H16A 109.5 . . ?
N13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N21 C20 C2 112.86(16) . . ?
N21 C20 H20A 109.0 . . ?
C2 C20 H20A 109.0 . . ?
N21 C20 H20B 109.0 . . ?
C2 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C22 N21 C25 109.05(18) . . ?
C22 N21 C20 125.30(18) . . ?
C25 N21 C20 125.37(18) . . ?
N23 C22 N21 108.2(2) . . ?
N23 C22 H22 125.9 . . ?
N21 C22 H22 125.9 . . ?
C22 N23 C24 109.27(19) . . ?
C22 N23 C26 125.0(2) . . ?
C24 N23 C26 125.6(2) . . ?
C25 C24 N23 106.9(2) . . ?
C25 C24 H24 126.5 . . ?
N23 C24 H24 126.5 . . ?
C24 C25 N21 106.6(2) . . ?
C24 C25 H25 126.7 . . ?
N21 C25 H25 126.7 . . ?
N23 C26 H26A 109.5 . . ?
N23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 0.3(3) 5_666 . . . ?
C10 C1 C2 C3 -179.50(18) . . . . ?
C3 C1 C2 C20 178.16(17) 5_666 . . . ?
C10 C1 C2 C20 -1.7(3) . . . . ?
C1 C2 C3 C1 -0.3(3) . . . 5_666 ?
C20 C2 C3 C1 -178.24(17) . . . 5_666 ?
C3 C1 C10 N11 -3.7(3) 5_666 . . . ?
C2 C1 C10 N11 176.08(17) . . . . ?
C1 C10 N11 C12 103.7(2) . . . . ?
C1 C10 N11 C15 -72.9(3) . . . . ?
C15 N11 C12 N13 -0.8(3) . . . . ?
C10 N11 C12 N13 -177.91(19) . . . . ?
N11 C12 N13 C14 0.7(3) . . . . ?
N11 C12 N13 C16 -179.3(2) . . . . ?
C12 N13 C14 C15 -0.3(3) . . . . ?
C16 N13 C14 C15 179.8(2) . . . . ?
N13 C14 C15 N11 -0.2(3) . . . . ?
C12 N11 C15 C14 0.7(3) . . . . ?
C10 N11 C15 C14 177.7(2) . . . . ?
C3 C2 C20 N21 -109.0(2) . . . . ?
C1 C2 C20 N21 73.1(2) . . . . ?
C2 C20 N21 C22 47.9(3) . . . . ?
C2 C20 N21 C25 -138.90(19) . . . . ?
C25 N21 C22 N23 -0.3(2) . . . . ?
C20 N21 C22 N23 173.86(18) . . . . ?
N21 C22 N23 C24 0.6(3) . . . . ?
N21 C22 N23 C26 177.1(2) . . . . ?
C22 N23 C24 C25 -0.7(3) . . . . ?
C26 N23 C24 C25 -177.2(2) . . . . ?
N23 C24 C25 N21 0.5(2) . . . . ?
C22 N21 C25 C24 -0.2(2) . . . . ?
C20 N21 C25 C24 -174.30(18) . . . . ?

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
C10 H10A Br2 0.99 2.95 3.786(2) 143.2 1_565
C12 H12 Br2 0.95 2.73 3.581(2) 149.2 1_565
C14 H14 O01W 0.95 2.36 3.253(3) 156.5 .
C15 H15 Br2 0.95 2.76 3.668(2) 159.9 .
C16 H16C Br2 0.98 3.01 3.776(3) 135.9 4
C20 H20A Br1 0.99 2.93 3.8744(19) 159.7 3
C20 H20B Br1 0.99 2.68 3.651(2) 165.5 4
C22 H22 Br2 0.95 2.76 3.638(2) 154.0 5_666
C24 H24 Br1 0.95 3.00 3.878(2) 154.3 4_565
C24 H24 O02W 0.95 2.53 3.22(13) 129.8 6_565
C25 H25 O03W 0.95 2.62 3.16(13) 117.1 6_565
C26 H26A Br2 0.98 3.03 3.939(3) 154.6 5_666
C26 H26B Br2 0.98 3.11 3.647(3) 116.0 1_565
C26 H26C Br1 0.98 3.14 3.945(3) 140.5 3_565

_refine_diff_density_max         1.227
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.100

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_171031A
_database_code_depnum_ccdc_archive 'CCDC 1984417'
loop_
_audit_author_name
_audit_author_address
'Gemma Turner'
;University of Western Australia
Australia
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

#==============================================================================

# 6. CRYSTALLOGRAPHY

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H78 N4, 4(Br), 6(H2 O)'
_chemical_formula_sum            'C42 H90 Br4 N4 O6'
_chemical_formula_weight         1066.81

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7789(2)
_cell_length_b                   12.3790(3)
_cell_length_c                   13.5879(4)
_cell_angle_alpha                100.650(2)
_cell_angle_beta                 106.613(2)
_cell_angle_gamma                99.807(2)
_cell_volume                     1197.13(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11231
_cell_measurement_theta_min      2.642
_cell_measurement_theta_max      32.336
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0129815
_diffrn_orient_matrix_UB_12      -0.0586971
_diffrn_orient_matrix_UB_13      -0.0214800
_diffrn_orient_matrix_UB_21      0.0215569
_diffrn_orient_matrix_UB_22      -0.0089641
_diffrn_orient_matrix_UB_23      0.0517751
_diffrn_orient_matrix_UB_31      -0.0946565
_diffrn_orient_matrix_UB_32      -0.0087072
_diffrn_orient_matrix_UB_33      -0.0043284

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_F_000             558
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.246
_exptl_crystal_size_min          0.174
_exptl_absorpt_coefficient_mu    3.409
_shelx_estimated_absorpt_T_min   0.418
_shelx_estimated_absorpt_T_max   0.588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80326
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            24538
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.049
_diffrn_reflns_theta_max         32.742
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8146
_reflns_number_gt                6637
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0343P)²+0.6000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8146
_refine_ls_number_parameters     273
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0762
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.70948(2) 0.13893(2) 0.35726(2) 0.01570(5) Uani 1 1 d . . . . .
Br2 Br 0.15526(3) 0.41701(2) 0.86841(2) 0.02130(5) Uani 1 1 d . . . . .
O01W O 0.06299(19) 0.35347(12) 0.44227(13) 0.0272(3) Uani 1 1 d D . . . .
H01B H -0.025(2) 0.2953(12) 0.4231(19) 0.041 Uiso 1 1 d D U . . .
H01A H 0.028(3) 0.4039(14) 0.4129(19) 0.041 Uiso 1 1 d D U . . .
O02W O 0.0380(2) 0.46848(15) 0.63235(12) 0.0337(4) Uani 1 1 d D . . . .
H02B H 0.056(4) 0.4239(19) 0.5835(13) 0.051 Uiso 1 1 d D U . . .
H02A H 0.074(4) 0.451(2) 0.6910(9) 0.044 Uiso 1 1 d D U . . .
O03W O 0.5930(2) 0.40416(13) 0.89869(11) 0.0243(3) Uani 1 1 d D . . . .
H03A H 0.4859(13) 0.406(2) 0.9016(17) 0.036 Uiso 1 1 d D U . . .
H03B H 0.672(2) 0.437(2) 0.9592(9) 0.036 Uiso 1 1 d D U . . .
C1 C 0.4920(2) 0.47082(13) 0.39293(12) 0.0096(3) Uani 1 1 d . . . . .
C2 C 0.5519(2) 0.40480(13) 0.46275(12) 0.0103(3) Uani 1 1 d . . . . .
H2 H 0.591039 0.339739 0.437210 0.012 Uiso 1 1 calc R U . . .
C3 C 0.5572(2) 0.42967(13) 0.56851(12) 0.0095(3) Uani 1 1 d . . . . .
N11 N 0.30879(18) 0.34452(11) 0.20728(10) 0.0098(2) Uani 1 1 d . . . . .
C11 C 0.4864(2) 0.42947(14) 0.27982(12) 0.0111(3) Uani 1 1 d . . . . .
H11A H 0.591577 0.394133 0.280623 0.013 Uiso 1 1 calc R U . . .
H11B H 0.503734 0.495658 0.249377 0.013 Uiso 1 1 calc R U . . .
C12 C 0.1459(2) 0.39861(14) 0.18207(14) 0.0135(3) Uani 1 1 d . . . . .
H12A H 0.149494 0.440233 0.126803 0.016 Uiso 1 1 calc R U . . .
H12B H 0.146208 0.451837 0.246218 0.016 Uiso 1 1 calc R U . . .
C13 C -0.0252(2) 0.29961(15) 0.14212(15) 0.0182(3) Uani 1 1 d . . . . .
H13A H -0.078066 0.281150 0.063866 0.022 Uiso 1 1 calc R U . . .
H13B H -0.120792 0.318599 0.172644 0.022 Uiso 1 1 calc R U . . .
C14 C 0.0429(2) 0.19907(15) 0.17918(14) 0.0168(3) Uani 1 1 d . . . . .
H14A H -0.035914 0.163920 0.215996 0.020 Uiso 1 1 calc R U . . .
H14B H 0.042598 0.140874 0.118373 0.020 Uiso 1 1 calc R U . . .
C15 C 0.2386(2) 0.25185(14) 0.25475(13) 0.0129(3) Uani 1 1 d . . . . .
H15A H 0.238411 0.283476 0.327159 0.015 Uiso 1 1 calc R U . . .
H15B H 0.315165 0.195542 0.257573 0.015 Uiso 1 1 calc R U . . .
C16 C 0.3406(2) 0.29610(14) 0.10361(12) 0.0121(3) Uani 1 1 d . . . . .
H16A H 0.219334 0.266039 0.046971 0.015 Uiso 1 1 calc R U . . .
H16B H 0.410629 0.358298 0.083761 0.015 Uiso 1 1 calc R U . . .
C17 C 0.4444(2) 0.20273(15) 0.10851(13) 0.0146(3) Uani 1 1 d . . . . .
H17A H 0.368511 0.136522 0.119999 0.018 Uiso 1 1 calc R U . . .
H17B H 0.560471 0.229623 0.169495 0.018 Uiso 1 1 calc R U . . .
C18 C 0.4901(2) 0.16652(15) 0.00681(14) 0.0161(3) Uani 1 1 d . . . . .
H18A H 0.560377 0.233838 -0.006253 0.019 Uiso 1 1 calc R U . . .
H18B H 0.570421 0.112720 0.017095 0.019 Uiso 1 1 calc R U . . .
C19 C 0.3199(3) 0.11106(17) -0.09062(15) 0.0220(4) Uani 1 1 d . . . . .
H19A H 0.358148 0.076675 -0.149354 0.033 Uiso 1 1 calc R U . . .
H19B H 0.253649 0.168390 -0.110882 0.033 Uiso 1 1 calc R U . . .
H19C H 0.238484 0.052499 -0.074185 0.033 Uiso 1 1 calc R U . . .
N31 N 0.47378(18) 0.24489(11) 0.62319(10) 0.0092(2) Uani 1 1 d . . . . .
C31 C 0.6206(2) 0.34877(13) 0.63398(13) 0.0110(3) Uani 1 1 d . . . . .
H31A H 0.671440 0.390757 0.709492 0.013 Uiso 1 1 calc R U . . .
H31B H 0.722586 0.323079 0.614116 0.013 Uiso 1 1 calc R U . . .
C32 C 0.3803(2) 0.17242(14) 0.51073(13) 0.0121(3) Uani 1 1 d . . . . .
H32A H 0.459791 0.124162 0.490161 0.015 Uiso 1 1 calc R U . . .
H32B H 0.353475 0.220392 0.460129 0.015 Uiso 1 1 calc R U . . .
C33 C 0.2020(2) 0.10014(14) 0.51209(13) 0.0137(3) Uani 1 1 d . . . . .
H33A H 0.219192 0.025223 0.522816 0.016 Uiso 1 1 calc R U . . .
H33B H 0.101157 0.088873 0.444597 0.016 Uiso 1 1 calc R U . . .
C34 C 0.1573(2) 0.16695(15) 0.60577(14) 0.0147(3) Uani 1 1 d . . . . .
H34A H 0.035361 0.184961 0.580840 0.018 Uiso 1 1 calc R U . . .
H34B H 0.156173 0.122804 0.659445 0.018 Uiso 1 1 calc R U . . .
C35 C 0.3111(2) 0.27503(14) 0.65203(13) 0.0120(3) Uani 1 1 d . . . . .
H35A H 0.273435 0.337097 0.620958 0.014 Uiso 1 1 calc R U . . .
H35B H 0.342168 0.299003 0.729938 0.014 Uiso 1 1 calc R U . . .
C36 C 0.5611(2) 0.17596(13) 0.69717(13) 0.0107(3) Uani 1 1 d . . . . .
H36A H 0.590805 0.219293 0.771271 0.013 Uiso 1 1 calc R U . . .
H36B H 0.469013 0.105088 0.685918 0.013 Uiso 1 1 calc R U . . .
C37 C 0.7354(2) 0.14572(15) 0.68311(14) 0.0138(3) Uani 1 1 d . . . . .
H37A H 0.836892 0.214853 0.707908 0.017 Uiso 1 1 calc R U . . .
H37B H 0.713782 0.113731 0.607037 0.017 Uiso 1 1 calc R U . . .
C38 C 0.7910(2) 0.05950(15) 0.74597(14) 0.0150(3) Uani 1 1 d . . . . .
H38A H 0.690258 -0.010109 0.719414 0.018 Uiso 1 1 calc R U . . .
H38B H 0.902371 0.039238 0.733956 0.018 Uiso 1 1 calc R U . . .
C39 C 0.8309(3) 0.10394(17) 0.86462(14) 0.0203(4) Uani 1 1 d . . . . .
H39A H 0.892532 0.053920 0.902847 0.030 Uiso 1 1 calc R U . . .
H39B H 0.714671 0.106047 0.878722 0.030 Uiso 1 1 calc R U . . .
H39C H 0.911223 0.180392 0.888545 0.030 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O01W H01B 0.848(5) . ?
O01W H01A 0.844(5) . ?
O02W H02B 0.842(5) . ?
O02W H02A 0.845(5) . ?
O03W H03A 0.849(5) . ?
O03W H03B 0.851(5) . ?
C1 C2 1.396(2) . ?
C1 C3 1.405(2) 2_666 ?
C1 C11 1.513(2) . ?
C2 C3 1.400(2) . ?
C2 H2 0.9500 . ?
C3 C31 1.511(2) . ?
N11 C15 1.514(2) . ?
N11 C12 1.515(2) . ?
N11 C11 1.526(2) . ?
N11 C16 1.5306(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.534(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.545(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.519(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.530(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.526(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
N31 C35 1.512(2) . ?
N31 C32 1.518(2) . ?
N31 C31 1.521(2) . ?
N31 C36 1.525(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.524(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.545(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.526(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.520(2) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.529(2) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.525(3) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

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
_geom_angle_publ_flag
H01B O01W H01A 109.6(12) . . ?
H02B O02W H02A 111.9(13) . . ?
H03A O03W H03B 109.0(12) . . ?
C2 C1 C3 118.70(14) . 2_666 ?
C2 C1 C11 116.76(14) . . ?
C3 C1 C11 124.54(14) 2_666 . ?
C1 C2 C3 123.29(14) . . ?
C1 C2 H2 118.4 . . ?
C3 C2 H2 118.4 . . ?
C2 C3 C1 117.94(14) . 2_666 ?
C2 C3 C31 117.41(14) . . ?
C1 C3 C31 124.63(14) 2_666 . ?
C15 N11 C12 101.44(12) . . ?
C15 N11 C11 114.95(12) . . ?
C12 N11 C11 112.29(12) . . ?
C15 N11 C16 111.69(12) . . ?
C12 N11 C16 108.59(12) . . ?
C11 N11 C16 107.71(12) . . ?
C1 C11 N11 114.95(12) . . ?
C1 C11 H11A 108.5 . . ?
N11 C11 H11A 108.5 . . ?
C1 C11 H11B 108.5 . . ?
N11 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
N11 C12 C13 105.00(13) . . ?
N11 C12 H12A 110.7 . . ?
C13 C12 H12A 110.7 . . ?
N11 C12 H12B 110.7 . . ?
C13 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
C12 C13 C14 105.63(14) . . ?
C12 C13 H13A 110.6 . . ?
C14 C13 H13A 110.6 . . ?
C12 C13 H13B 110.6 . . ?
C14 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C15 C14 C13 104.14(14) . . ?
C15 C14 H14A 110.9 . . ?
C13 C14 H14A 110.9 . . ?
C15 C14 H14B 110.9 . . ?
C13 C14 H14B 110.9 . . ?
H14A C14 H14B 108.9 . . ?
N11 C15 C14 103.57(13) . . ?
N11 C15 H15A 111.0 . . ?
C14 C15 H15A 111.0 . . ?
N11 C15 H15B 111.0 . . ?
C14 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
C17 C16 N11 114.30(13) . . ?
C17 C16 H16A 108.7 . . ?
N11 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
N11 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C18 111.89(14) . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C19 C18 C17 113.57(14) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C35 N31 C32 101.61(12) . . ?
C35 N31 C31 112.55(12) . . ?
C32 N31 C31 114.49(12) . . ?
C35 N31 C36 108.51(12) . . ?
C32 N31 C36 111.15(12) . . ?
C31 N31 C36 108.33(12) . . ?
C3 C31 N31 115.86(13) . . ?
C3 C31 H31A 108.3 . . ?
N31 C31 H31A 108.3 . . ?
C3 C31 H31B 108.3 . . ?
N31 C31 H31B 108.3 . . ?
H31A C31 H31B 107.4 . . ?
N31 C32 C33 105.25(12) . . ?
N31 C32 H32A 110.7 . . ?
C33 C32 H32A 110.7 . . ?
N31 C32 H32B 110.7 . . ?
C33 C32 H32B 110.7 . . ?
H32A C32 H32B 108.8 . . ?
C32 C33 C34 105.33(13) . . ?
C32 C33 H33A 110.7 . . ?
C34 C33 H33A 110.7 . . ?
C32 C33 H33B 110.7 . . ?
C34 C33 H33B 110.7 . . ?
H33A C33 H33B 108.8 . . ?
C35 C34 C33 105.18(13) . . ?
C35 C34 H34A 110.7 . . ?
C33 C34 H34A 110.7 . . ?
C35 C34 H34B 110.7 . . ?
C33 C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
N31 C35 C34 105.14(12) . . ?
N31 C35 H35A 110.7 . . ?
C34 C35 H35A 110.7 . . ?
N31 C35 H35B 110.7 . . ?
C34 C35 H35B 110.7 . . ?
H35A C35 H35B 108.8 . . ?
C37 C36 N31 114.91(13) . . ?
C37 C36 H36A 108.5 . . ?
N31 C36 H36A 108.5 . . ?
C37 C36 H36B 108.5 . . ?
N31 C36 H36B 108.5 . . ?
H36A C36 H36B 107.5 . . ?
C36 C37 C38 110.40(14) . . ?
C36 C37 H37A 109.6 . . ?
C38 C37 H37A 109.6 . . ?
C36 C37 H37B 109.6 . . ?
C38 C37 H37B 109.6 . . ?
H37A C37 H37B 108.1 . . ?
C39 C38 C37 112.60(14) . . ?
C39 C38 H38A 109.1 . . ?
C37 C38 H38A 109.1 . . ?
C39 C38 H38B 109.1 . . ?
C37 C38 H38B 109.1 . . ?
H38A C38 H38B 107.8 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 3.2(3) 2_666 . . . ?
C11 C1 C2 C3 -177.28(14) . . . . ?
C1 C2 C3 C1 -3.2(3) . . . 2_666 ?
C1 C2 C3 C31 178.41(14) . . . . ?
C2 C1 C11 N11 86.08(17) . . . . ?
C3 C1 C11 N11 -94.45(18) 2_666 . . . ?
C15 N11 C11 C1 -44.61(18) . . . . ?
C12 N11 C11 C1 70.68(17) . . . . ?
C16 N11 C11 C1 -169.81(13) . . . . ?
C15 N11 C12 C13 -38.55(15) . . . . ?
C11 N11 C12 C13 -161.79(13) . . . . ?
C16 N11 C12 C13 79.22(15) . . . . ?
N11 C12 C13 C14 17.60(17) . . . . ?
C12 C13 C14 C15 10.15(17) . . . . ?
C12 N11 C15 C14 45.24(15) . . . . ?
C11 N11 C15 C14 166.63(13) . . . . ?
C16 N11 C15 C14 -70.26(15) . . . . ?
C13 C14 C15 N11 -34.29(16) . . . . ?
C15 N11 C16 C17 -46.48(18) . . . . ?
C12 N11 C16 C17 -157.52(14) . . . . ?
C11 N11 C16 C17 80.65(16) . . . . ?
N11 C16 C17 C18 -173.92(14) . . . . ?
C16 C17 C18 C19 -65.4(2) . . . . ?
C2 C3 C31 N31 -83.53(17) . . . . ?
C1 C3 C31 N31 98.19(18) 2_666 . . . ?
C35 N31 C31 C3 -58.19(17) . . . . ?
C32 N31 C31 C3 57.19(17) . . . . ?
C36 N31 C31 C3 -178.16(13) . . . . ?
C35 N31 C32 C33 -39.85(15) . . . . ?
C31 N31 C32 C33 -161.43(13) . . . . ?
C36 N31 C32 C33 75.42(15) . . . . ?
N31 C32 C33 C34 24.20(17) . . . . ?
C32 C33 C34 C35 0.87(18) . . . . ?
C32 N31 C35 C34 40.40(15) . . . . ?
C31 N31 C35 C34 163.32(13) . . . . ?
C36 N31 C35 C34 -76.81(15) . . . . ?
C33 C34 C35 N31 -25.74(17) . . . . ?
C35 N31 C36 C37 -176.03(13) . . . . ?
C32 N31 C36 C37 73.06(17) . . . . ?
C31 N31 C36 C37 -53.56(17) . . . . ?
N31 C36 C37 C38 -169.69(13) . . . . ?
C36 C37 C38 C39 -60.50(19) . . . . ?

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
O01W H01B Br1 0.848(5) 2.397(6) 3.2421(14) 175(2) 1_455 yes
O01W H01A O02W 0.844(5) 1.895(6) 2.732(2) 171(3) 2_566 yes
O02W H02B O01W 0.842(5) 1.976(8) 2.785(2) 161(2) . yes
O02W H02A Br2 0.845(5) 2.447(6) 3.2874(15) 173(2) . yes
O03W H03A Br2 0.849(5) 2.513(7) 3.3464(15) 167(2) . yes
O03W H03B Br2 0.851(5) 2.521(10) 3.3377(14) 161(2) 2_667 yes
C11 H11B O03W 0.99 2.55 3.454(2) 151.0 2_666 yes
C12 H12B O02W 0.99 2.64 3.528(2) 149.0 2_566 yes
C15 H15A O01W 0.99 2.49 3.366(2) 147.9 . yes
C17 H17B Br1 0.99 2.99 3.7222(17) 131.9 . yes
C32 H32A Br1 0.99 3.01 3.7646(16) 133.7 . yes
C33 H33A Br1 0.99 2.86 3.7843(18) 155.6 2_656 yes
C35 H35A O01W 0.99 2.58 3.363(2) 136.3 . yes
C35 H35B Br2 0.99 3.01 3.7490(16) 132.4 . yes
C35 H35B O03W 0.99 2.50 3.350(2) 144.2 . yes
C36 H36A O03W 0.99 2.60 3.472(2) 147.5 . yes
C36 H36B Br1 0.99 2.97 3.9271(16) 161.8 2_656 yes

_refine_diff_density_max         0.547
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.087

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4MP_190716

_database_code_depnum_ccdc_archive 'CCDC 1984416'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H54 N4, 4(Br), 8(H2 O)'
_chemical_formula_sum            'C30 H70 Br4 N4 O8'
_chemical_formula_weight         934.54

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0913(9)
_cell_length_b                   12.8187(12)
_cell_length_c                   16.5005(12)
_cell_angle_alpha                78.262(7)
_cell_angle_beta                 69.986(7)
_cell_angle_gamma                68.543(8)
_cell_volume                     2227.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5265
_cell_measurement_theta_min      3.684
_cell_measurement_theta_max      66.155
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1263448
_diffrn_orient_matrix_UB_12      -0.0608126
_diffrn_orient_matrix_UB_13      0.0179341
_diffrn_orient_matrix_UB_21      0.0014385
_diffrn_orient_matrix_UB_22      -0.1111156
_diffrn_orient_matrix_UB_23      -0.0231325
_diffrn_orient_matrix_UB_31      0.0674435
_diffrn_orient_matrix_UB_32      0.0276478
_diffrn_orient_matrix_UB_33      -0.0953749

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    4.765
_shelx_estimated_absorpt_T_min   0.486
_shelx_estimated_absorpt_T_max   0.608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68162
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            45699
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_av_R_equivalents  0.1111
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.720
_diffrn_reflns_theta_max         67.342
_diffrn_reflns_theta_full        67.342
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             7939
_reflns_number_gt                5336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0600P)²+15.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7939
_refine_ls_number_parameters     453
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1096
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.1879
_refine_ls_wR_factor_gt          0.1643
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.02043(7) 0.49005(6) 0.78398(5) 0.0416(2) Uani 1 1 d . . . . .
Br2 Br 0.88800(10) 0.17611(8) 0.60368(6) 0.0569(3) Uani 0.878(2) 1 d . . P A 1
Br2' Br 0.5531(9) 0.5375(7) 0.7100(6) 0.0569(3) Uani 0.122(2) 1 d . . P A 2
Br3 Br 0.47215(11) 0.81011(10) 0.70173(8) 0.0438(4) Uani 0.6575(19) 1 d . . P .
.
Br4 Br 0.23056(11) 0.10150(10) 0.92964(8) 0.0429(3) Uani 0.6575(19) 1 d . . P .
.
Br5 Br 0.0202(3) 0.7952(3) 0.91905(19) 0.0661(9) Uani 0.3425(19) 1 d . . P . .
Br6 Br 0.2451(3) 0.8733(2) 0.86475(18) 0.0589(8) Uani 0.3425(19) 1 d . . P . .
N1 N 0.2042(5) 0.7114(5) 0.6273(4) 0.0322(12) Uani 1 1 d . . . . .
N2 N 0.6806(5) 0.7043(4) 0.3818(3) 0.0307(12) Uani 1 1 d . . . . .
N3 N 0.8006(5) 0.2901(5) 0.8794(3) 0.0318(12) Uani 1 1 d . . . . .
N4 N 0.3226(5) 0.2923(5) 1.1162(3) 0.0322(12) Uani 1 1 d . . . . .
C1 C 0.3712(6) 0.5546(6) 0.5370(4) 0.0309(14) Uani 1 1 d . . . . .
C2 C 0.4440(6) 0.6054(6) 0.4667(4) 0.0327(15) Uani 1 1 d . . . . .
H2 H 0.4046 0.6779 0.4429 0.039 Uiso 1 1 calc R U . . .
C3 C 0.5708(6) 0.5554(6) 0.4300(4) 0.0307(14) Uani 1 1 d . . . . .
C4 C 0.6297(6) 0.4432(6) 0.9704(4) 0.0314(15) Uani 1 1 d . . . . .
C5 C 0.5502(6) 0.3966(5) 1.0386(4) 0.0304(14) Uani 1 1 d . . . . .
H5 H 0.5856 0.3253 1.0661 0.036 Uiso 1 1 calc R U . . .
C6 C 0.4202(6) 0.4494(6) 1.0690(4) 0.0332(15) Uani 1 1 d . . . . .
C10 C 0.2345(6) 0.6173(6) 0.5719(4) 0.0312(14) Uani 1 1 d . . . . .
H10A H 0.1921 0.5628 0.6069 0.037 Uiso 1 1 calc R U . . .
H10B H 0.2000 0.6499 0.5225 0.037 Uiso 1 1 calc R U . . .
C11 C 0.0648(6) 0.7690(6) 0.6556(5) 0.0405(17) Uani 1 1 d . . . . .
H11A H 0.0235 0.7235 0.7041 0.049 Uiso 1 1 calc R U . . .
H11B H 0.0299 0.7810 0.6070 0.049 Uiso 1 1 calc R U . . .
C12 C 0.0478(7) 0.8806(6) 0.6840(5) 0.0420(17) Uani 1 1 d . . . . .
H12A H 0.0339 0.8747 0.7473 0.050 Uiso 1 1 calc R U . . .
H12B H -0.0240 0.9403 0.6695 0.050 Uiso 1 1 calc R U . . .
C13 C 0.1695(7) 0.9067(6) 0.6341(5) 0.0408(17) Uani 1 1 d . . . . .
H13A H 0.1529 0.9774 0.5958 0.049 Uiso 1 1 calc R U . . .
H13B H 0.2093 0.9148 0.6748 0.049 Uiso 1 1 calc R U . . .
C14 C 0.2529(7) 0.8071(6) 0.5807(5) 0.0356(16) Uani 1 1 d . . . . .
H14A H 0.2470 0.8237 0.5208 0.043 Uiso 1 1 calc R U . . .
H14B H 0.3407 0.7888 0.5787 0.043 Uiso 1 1 calc R U . . .
C15 C 0.2495(7) 0.6629(6) 0.7049(4) 0.0364(16) Uani 1 1 d . . . . .
H15A H 0.2172 0.6009 0.7346 0.055 Uiso 1 1 calc R U . . .
H15B H 0.3405 0.6346 0.6866 0.055 Uiso 1 1 calc R U . . .
H15C H 0.2203 0.7213 0.7445 0.055 Uiso 1 1 calc R U . . .
C20 C 0.6374(6) 0.6220(6) 0.3551(4) 0.0327(15) Uani 1 1 d . . . . .
H20A H 0.5811 0.6647 0.3194 0.039 Uiso 1 1 calc R U . . .
H20B H 0.7107 0.5686 0.3183 0.039 Uiso 1 1 calc R U . . .
C21 C 0.7314(7) 0.7734(6) 0.3011(5) 0.0373(16) Uani 1 1 d . . . . .
H21A H 0.6760 0.7992 0.2636 0.045 Uiso 1 1 calc R U . . .
H21B H 0.8155 0.7293 0.2676 0.045 Uiso 1 1 calc R U . . .
C22 C 0.7358(7) 0.8728(6) 0.3358(5) 0.0386(16) Uani 1 1 d . . . . .
H22A H 0.7220 0.9408 0.2946 0.046 Uiso 1 1 calc R U . . .
H22B H 0.8172 0.8557 0.3456 0.046 Uiso 1 1 calc R U . . .
C23 C 0.6304(7) 0.8902(6) 0.4217(5) 0.0393(17) Uani 1 1 d . . . . .
H23A H 0.6630 0.8880 0.4697 0.047 Uiso 1 1 calc R U . . .
H23B H 0.5653 0.9638 0.4178 0.047 Uiso 1 1 calc R U . . .
C24 C 0.5768(6) 0.7934(6) 0.4372(4) 0.0363(16) Uani 1 1 d . . . . .
H24A H 0.5569 0.7647 0.4991 0.044 Uiso 1 1 calc R U . . .
H24B H 0.5007 0.8182 0.4186 0.044 Uiso 1 1 calc R U . . .
C25 C 0.7771(7) 0.6428(6) 0.4274(5) 0.0377(16) Uani 1 1 d . . . . .
H25A H 0.7423 0.5987 0.4793 0.057 Uiso 1 1 calc R U . . .
H25B H 0.8490 0.5922 0.3887 0.057 Uiso 1 1 calc R U . . .
H25C H 0.8033 0.6971 0.4442 0.057 Uiso 1 1 calc R U . . .
C30 C 0.7655(6) 0.3751(6) 0.9445(4) 0.0327(15) Uani 1 1 d . . . . .
H30A H 0.7885 0.3340 0.9971 0.039 Uiso 1 1 calc R U . . .
H30B H 0.8148 0.4270 0.9190 0.039 Uiso 1 1 calc R U . . .
C31 C 0.9358(6) 0.2197(6) 0.8657(5) 0.0405(17) Uani 1 1 d . . . . .
H31A H 0.9562 0.1987 0.9213 0.049 Uiso 1 1 calc R U . . .
H31B H 0.9910 0.2609 0.8253 0.049 Uiso 1 1 calc R U . . .
C32 C 0.9485(7) 0.1163(6) 0.8274(5) 0.0418(17) Uani 1 1 d . . . . .
H32A H 1.0096 0.0490 0.8470 0.050 Uiso 1 1 calc R U . . .
H32B H 0.9763 0.1267 0.7634 0.050 Uiso 1 1 calc R U . . .
C33 C 0.8184(7) 0.1030(6) 0.8600(5) 0.0386(16) Uani 1 1 d . . . . .
H33A H 0.7888 0.1042 0.8106 0.046 Uiso 1 1 calc R U . . .
H33B H 0.8198 0.0313 0.8965 0.046 Uiso 1 1 calc R U . . .
C34 C 0.7341(7) 0.2039(6) 0.9130(5) 0.0360(16) Uani 1 1 d . . . . .
H34A H 0.6509 0.2333 0.9038 0.043 Uiso 1 1 calc R U . . .
H34B H 0.7243 0.1824 0.9756 0.043 Uiso 1 1 calc R U . . .
C35 C 0.7807(7) 0.3471(6) 0.7955(4) 0.0409(17) Uani 1 1 d . . . . .
H35A H 0.8243 0.4029 0.7743 0.061 Uiso 1 1 calc R U . . .
H35B H 0.8131 0.2913 0.7533 0.061 Uiso 1 1 calc R U . . .
H35C H 0.6915 0.3847 0.8034 0.061 Uiso 1 1 calc R U . . .
C40 C 0.3470(6) 0.3884(6) 1.1412(4) 0.0326(15) Uani 1 1 d . . . . .
H40A H 0.2660 0.4435 1.1682 0.039 Uiso 1 1 calc R U . . .
H40B H 0.3916 0.3577 1.1856 0.039 Uiso 1 1 calc R U . . .
C41 C 0.2485(7) 0.2401(6) 1.1965(4) 0.0362(16) Uani 1 1 d . . . . .
H41A H 0.1602 0.2877 1.2131 0.043 Uiso 1 1 calc R U . . .
H41B H 0.2822 0.2298 1.2456 0.043 Uiso 1 1 calc R U . . .
C42 C 0.2624(7) 0.1264(6) 1.1714(5) 0.0409(17) Uani 1 1 d . . . . .
H42A H 0.1951 0.1334 1.1474 0.049 Uiso 1 1 calc R U . . .
H42B H 0.2604 0.0698 1.2221 0.049 Uiso 1 1 calc R U . . .
C43 C 0.3904(7) 0.0932(6) 1.1020(5) 0.0440(18) Uani 1 1 d . . . . .
H43A H 0.4486 0.0250 1.1235 0.053 Uiso 1 1 calc R U . . .
H43B H 0.3819 0.0777 1.0485 0.053 Uiso 1 1 calc R U . . .
C44 C 0.4382(6) 0.1928(6) 1.0842(5) 0.0360(16) Uani 1 1 d . . . . .
H44A H 0.4785 0.2061 1.0216 0.043 Uiso 1 1 calc R U . . .
H44B H 0.4989 0.1795 1.1161 0.043 Uiso 1 1 calc R U . . .
C45 C 0.2545(7) 0.3351(6) 1.0492(4) 0.0369(16) Uani 1 1 d . . . . .
H45A H 0.3044 0.3686 0.9977 0.055 Uiso 1 1 calc R U . . .
H45B H 0.2400 0.2726 1.0334 0.055 Uiso 1 1 calc R U . . .
H45C H 0.1746 0.3922 1.0727 0.055 Uiso 1 1 calc R U . . .
O1W O 0.1487(6) 0.5447(5) 0.9169(4) 0.0641(17) Uani 1 1 d . . . . .
H1A H 0.1199 0.5255 0.8840 0.096 Uiso 1 1 d . U . . .
H1B H 0.1157 0.6153 0.9202 0.096 Uiso 1 1 d . U . . .
O2W O 0.4163(5) 0.4413(4) 0.8287(3) 0.0496(14) Uani 1 1 d . . . . .
H2A H 0.3397 0.4725 0.8535 0.074 Uiso 1 1 d . U . . .
H2B H 0.4313 0.3704 0.8356 0.074 Uiso 1 1 d . U . . .
O3W O 0.8620(7) 0.7927(7) 0.5373(5) 0.088(2) Uani 1 1 d . . . . .
H3A H 0.7970 0.8360 0.5694 0.133 Uiso 1 1 d . U . . .
H3B H 0.8752 0.7264 0.5624 0.133 Uiso 1 1 d . U . . .
O4W O 0.4617(4) 0.2042(3) 0.8543(3) 0.0246(9) Uani 1 1 d . . . . .
H4A H 0.4045 0.1744 0.8694 0.037 Uiso 1 1 d . U . . .
H4B H 0.5099 0.1838 0.8049 0.037 Uiso 1 1 d . U . . .
O5W O 0.5886(5) 0.5657(4) 0.6678(4) 0.0280(11) Uani 0.878(2) 1 d . U P A 1
O6W O 0.6082(10) 0.1473(8) 0.6943(6) 0.0320(18) Uani 0.570(11) 1 d . . P B 1
O7W O 0.673(4) 0.955(4) 0.613(3) 0.067(5) Uani 0.321(12) 1 d . U P C 1
O8W O 0.9115(12) 0.5797(10) 0.6160(7) 0.055(2) Uani 0.533(12) 1 d . . P D 1
O5' O 0.943(4) 0.572(4) 0.583(3) 0.0280(11) Uani 0.122(2) 1 d . U P A 2
O6' O 0.6738(13) 0.1467(11) 0.6781(9) 0.0320(18) Uani 0.430(11) 1 d . . P B 2
O7' O 0.650(3) 0.947(3) 0.6322(17) 0.067(5) Uani 0.467(12) 1 d . U P D 2
O8' O 0.7900(8) 0.4543(7) 0.5998(5) 0.055(2) Uani 0.679(12) 1 d . . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C15 1.494(8) . ?
N1 C14 1.510(9) . ?
N1 C11 1.515(9) . ?
N1 C10 1.523(8) . ?
N2 C25 1.497(8) . ?
N2 C21 1.514(9) . ?
N2 C24 1.519(8) . ?
N2 C20 1.526(8) . ?
N3 C35 1.482(9) . ?
N3 C34 1.507(9) . ?
N3 C31 1.513(9) . ?
N3 C30 1.532(8) . ?
N4 C45 1.500(8) . ?
N4 C41 1.507(9) . ?
N4 C44 1.525(8) . ?
N4 C40 1.527(8) . ?
C1 C2 1.398(10) . ?
C1 C3 1.415(9) 2_666 ?
C1 C10 1.509(9) . ?
C2 C3 1.390(9) . ?
C2 H2 0.9500 . ?
C3 C1 1.415(9) 2_666 ?
C3 C20 1.516(10) . ?
C4 C5 1.397(10) . ?
C4 C6 1.406(9) 2_667 ?
C4 C30 1.505(9) . ?
C5 C6 1.415(9) . ?
C5 H5 0.9500 . ?
C6 C4 1.407(9) 2_667 ?
C6 C40 1.490(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.516(10) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.541(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.526(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.523(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.539(10) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.539(10) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.518(10) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.540(10) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.537(9) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.531(10) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.546(10) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.523(10) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
O1W H1A 0.8501 . ?
O1W H1B 0.8499 . ?
O2W H2A 0.8499 . ?
O2W H2B 0.8500 . ?
O3W H3A 0.8499 . ?
O3W H3B 0.8500 . ?
O4W H4A 0.8499 . ?
O4W H4B 0.8499 . ?

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
_geom_angle_publ_flag
C15 N1 C14 110.3(5) . . ?
C15 N1 C11 109.9(5) . . ?
C14 N1 C11 102.7(5) . . ?
C15 N1 C10 109.4(5) . . ?
C14 N1 C10 115.1(5) . . ?
C11 N1 C10 109.2(5) . . ?
C25 N2 C21 110.9(5) . . ?
C25 N2 C24 109.4(5) . . ?
C21 N2 C24 102.7(5) . . ?
C25 N2 C20 110.8(5) . . ?
C21 N2 C20 108.3(5) . . ?
C24 N2 C20 114.5(5) . . ?
C35 N3 C34 110.2(5) . . ?
C35 N3 C31 109.8(5) . . ?
C34 N3 C31 103.1(5) . . ?
C35 N3 C30 111.5(5) . . ?
C34 N3 C30 113.3(5) . . ?
C31 N3 C30 108.6(5) . . ?
C45 N4 C41 111.0(5) . . ?
C45 N4 C44 109.2(5) . . ?
C41 N4 C44 102.5(5) . . ?
C45 N4 C40 110.3(5) . . ?
C41 N4 C40 108.6(5) . . ?
C44 N4 C40 114.9(5) . . ?
C2 C1 C3 118.0(6) . 2_666 ?
C2 C1 C10 118.8(6) . . ?
C3 C1 C10 123.1(6) 2_666 . ?
C3 C2 C1 123.5(6) . . ?
C3 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
C2 C3 C1 118.4(6) . 2_666 ?
C2 C3 C20 117.3(6) . . ?
C1 C3 C20 124.2(6) 2_666 . ?
C5 C4 C6 118.9(6) . 2_667 ?
C5 C4 C30 117.3(6) . . ?
C6 C4 C30 123.8(6) 2_667 . ?
C4 C5 C6 123.8(6) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C4 C6 C5 117.2(6) 2_667 . ?
C4 C6 C40 125.0(6) 2_667 . ?
C5 C6 C40 117.8(6) . . ?
C1 C10 N1 114.9(5) . . ?
C1 C10 H10A 108.5 . . ?
N1 C10 H10A 108.5 . . ?
C1 C10 H10B 108.5 . . ?
N1 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
N1 C11 C12 104.8(5) . . ?
N1 C11 H11A 110.8 . . ?
C12 C11 H11A 110.8 . . ?
N1 C11 H11B 110.8 . . ?
C12 C11 H11B 110.8 . . ?
H11A C11 H11B 108.9 . . ?
C11 C12 C13 105.4(6) . . ?
C11 C12 H12A 110.7 . . ?
C13 C12 H12A 110.7 . . ?
C11 C12 H12B 110.7 . . ?
C13 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
C14 C13 C12 105.9(6) . . ?
C14 C13 H13A 110.6 . . ?
C12 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
C12 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
N1 C14 C13 104.6(6) . . ?
N1 C14 H14A 110.8 . . ?
C13 C14 H14A 110.8 . . ?
N1 C14 H14B 110.8 . . ?
C13 C14 H14B 110.8 . . ?
H14A C14 H14B 108.9 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C3 C20 N2 114.6(5) . . ?
C3 C20 H20A 108.6 . . ?
N2 C20 H20A 108.6 . . ?
C3 C20 H20B 108.6 . . ?
N2 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
N2 C21 C22 104.0(5) . . ?
N2 C21 H21A 111.0 . . ?
C22 C21 H21A 111.0 . . ?
N2 C21 H21B 111.0 . . ?
C22 C21 H21B 111.0 . . ?
H21A C21 H21B 109.0 . . ?
C21 C22 C23 105.1(6) . . ?
C21 C22 H22A 110.7 . . ?
C23 C22 H22A 110.7 . . ?
C21 C22 H22B 110.7 . . ?
C23 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C24 C23 C22 106.3(5) . . ?
C24 C23 H23A 110.5 . . ?
C22 C23 H23A 110.5 . . ?
C24 C23 H23B 110.5 . . ?
C22 C23 H23B 110.5 . . ?
H23A C23 H23B 108.7 . . ?
N2 C24 C23 103.8(5) . . ?
N2 C24 H24A 111.0 . . ?
C23 C24 H24A 111.0 . . ?
N2 C24 H24B 111.0 . . ?
C23 C24 H24B 111.0 . . ?
H24A C24 H24B 109.0 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C4 C30 N3 114.0(5) . . ?
C4 C30 H30A 108.8 . . ?
N3 C30 H30A 108.8 . . ?
C4 C30 H30B 108.8 . . ?
N3 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
N3 C31 C32 104.1(5) . . ?
N3 C31 H31A 110.9 . . ?
C32 C31 H31A 110.9 . . ?
N3 C31 H31B 110.9 . . ?
C32 C31 H31B 110.9 . . ?
H31A C31 H31B 109.0 . . ?
C31 C32 C33 106.0(6) . . ?
C31 C32 H32A 110.5 . . ?
C33 C32 H32A 110.5 . . ?
C31 C32 H32B 110.5 . . ?
C33 C32 H32B 110.5 . . ?
H32A C32 H32B 108.7 . . ?
C34 C33 C32 105.3(6) . . ?
C34 C33 H33A 110.7 . . ?
C32 C33 H33A 110.7 . . ?
C34 C33 H33B 110.7 . . ?
C32 C33 H33B 110.7 . . ?
H33A C33 H33B 108.8 . . ?
N3 C34 C33 104.5(5) . . ?
N3 C34 H34A 110.9 . . ?
C33 C34 H34A 110.9 . . ?
N3 C34 H34B 110.9 . . ?
C33 C34 H34B 110.9 . . ?
H34A C34 H34B 108.9 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C6 C40 N4 115.7(5) . . ?
C6 C40 H40A 108.4 . . ?
N4 C40 H40A 108.4 . . ?
C6 C40 H40B 108.4 . . ?
N4 C40 H40B 108.4 . . ?
H40A C40 H40B 107.4 . . ?
N4 C41 C42 104.5(5) . . ?
N4 C41 H41A 110.8 . . ?
C42 C41 H41A 110.8 . . ?
N4 C41 H41B 110.8 . . ?
C42 C41 H41B 110.8 . . ?
H41A C41 H41B 108.9 . . ?
C41 C42 C43 104.5(6) . . ?
C41 C42 H42A 110.9 . . ?
C43 C42 H42A 110.9 . . ?
C41 C42 H42B 110.9 . . ?
C43 C42 H42B 110.9 . . ?
H42A C42 H42B 108.9 . . ?
C44 C43 C42 106.4(6) . . ?
C44 C43 H43A 110.4 . . ?
C42 C43 H43A 110.4 . . ?
C44 C43 H43B 110.4 . . ?
C42 C43 H43B 110.4 . . ?
H43A C43 H43B 108.6 . . ?
C43 C44 N4 104.7(5) . . ?
C43 C44 H44A 110.8 . . ?
N4 C44 H44A 110.8 . . ?
C43 C44 H44B 110.8 . . ?
N4 C44 H44B 110.8 . . ?
H44A C44 H44B 108.9 . . ?
N4 C45 H45A 109.5 . . ?
N4 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N4 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
H1A O1W H1B 108.4 . . ?
H2A O2W H2B 108.4 . . ?
H3A O3W H3B 108.4 . . ?
H4A O4W H4B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 -2.5(10) 2_666 . . . ?
C10 C1 C2 C3 179.5(6) . . . . ?
C1 C2 C3 C1 2.6(10) . . . 2_666 ?
C1 C2 C3 C20 -178.9(6) . . . . ?
C6 C4 C5 C6 2.4(10) 2_667 . . . ?
C30 C4 C5 C6 -178.6(6) . . . . ?
C4 C5 C6 C4 -2.4(10) . . . 2_667 ?
C4 C5 C6 C40 178.9(6) . . . . ?
C2 C1 C10 N1 -76.6(7) . . . . ?
C3 C1 C10 N1 105.6(7) 2_666 . . . ?
C15 N1 C10 C1 -61.4(7) . . . . ?
C14 N1 C10 C1 63.4(7) . . . . ?
C11 N1 C10 C1 178.3(6) . . . . ?
C15 N1 C11 C12 77.6(7) . . . . ?
C14 N1 C11 C12 -39.8(7) . . . . ?
C10 N1 C11 C12 -162.4(6) . . . . ?
N1 C11 C12 C13 25.4(7) . . . . ?
C11 C12 C13 C14 -1.5(8) . . . . ?
C15 N1 C14 C13 -78.6(6) . . . . ?
C11 N1 C14 C13 38.5(6) . . . . ?
C10 N1 C14 C13 157.1(5) . . . . ?
C12 C13 C14 N1 -22.9(7) . . . . ?
C2 C3 C20 N2 85.2(7) . . . . ?
C1 C3 C20 N2 -96.4(7) 2_666 . . . ?
C25 N2 C20 C3 64.7(7) . . . . ?
C21 N2 C20 C3 -173.5(5) . . . . ?
C24 N2 C20 C3 -59.6(7) . . . . ?
C25 N2 C21 C22 -74.3(6) . . . . ?
C24 N2 C21 C22 42.5(6) . . . . ?
C20 N2 C21 C22 164.0(5) . . . . ?
N2 C21 C22 C23 -29.1(7) . . . . ?
C21 C22 C23 C24 4.9(8) . . . . ?
C25 N2 C24 C23 78.9(6) . . . . ?
C21 N2 C24 C23 -39.0(6) . . . . ?
C20 N2 C24 C23 -156.1(5) . . . . ?
C22 C23 C24 N2 21.0(7) . . . . ?
C5 C4 C30 N3 86.0(7) . . . . ?
C6 C4 C30 N3 -95.1(7) 2_667 . . . ?
C35 N3 C30 C4 64.4(7) . . . . ?
C34 N3 C30 C4 -60.6(7) . . . . ?
C31 N3 C30 C4 -174.5(6) . . . . ?
C35 N3 C31 C32 -76.8(7) . . . . ?
C34 N3 C31 C32 40.6(7) . . . . ?
C30 N3 C31 C32 161.1(6) . . . . ?
N3 C31 C32 C33 -26.4(7) . . . . ?
C31 C32 C33 C34 2.5(8) . . . . ?
C35 N3 C34 C33 78.1(6) . . . . ?
C31 N3 C34 C33 -39.0(6) . . . . ?
C30 N3 C34 C33 -156.2(5) . . . . ?
C32 C33 C34 N3 22.5(7) . . . . ?
C4 C6 C40 N4 104.5(7) 2_667 . . . ?
C5 C6 C40 N4 -77.0(7) . . . . ?
C45 N4 C40 C6 -58.4(7) . . . . ?
C41 N4 C40 C6 179.8(5) . . . . ?
C44 N4 C40 C6 65.6(7) . . . . ?
C45 N4 C41 C42 75.0(6) . . . . ?
C44 N4 C41 C42 -41.5(6) . . . . ?
C40 N4 C41 C42 -163.6(5) . . . . ?
N4 C41 C42 C43 29.0(7) . . . . ?
C41 C42 C43 C44 -5.3(8) . . . . ?
C42 C43 C44 N4 -20.0(7) . . . . ?
C45 N4 C44 C43 -79.9(7) . . . . ?
C41 N4 C44 C43 37.9(6) . . . . ?
C40 N4 C44 C43 155.5(6) . . . . ?

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
O1W H1A Br1 0.85 2.54 3.384(6) 173.9 .
O1W H1B Br5 0.85 2.17 3.014(7) 173.6 .
O2W H2A O1W 0.85 2.11 2.962(9) 178.0 .
O2W H2B O4W 0.85 2.00 2.851(6) 178.4 .
O3W H3A O7W 0.85 1.77 2.59(4) 163.8 .
O3W H3A O7' 0.85 1.94 2.78(3) 173.9 .
O3W H3B O8W 0.85 1.87 2.719(14) 177.5 .
O3W H3B O5' 0.85 1.85 2.67(4) 161.6 .
O4W H4A Br4 0.85 2.43 3.277(4) 172.5 .
O4W H4B O6W 0.85 1.85 2.699(11) 176.3 .
O4W H4B O6' 0.85 2.33 3.156(15) 165.5 .
C10 H10B Br2 0.99 2.89 3.814(7) 156.3 2_666
C10 H10B O8' 0.99 2.58 3.284(10) 127.6 2_666
C11 H11B O3W 0.99 2.60 3.522(10) 154.7 1_455
C11 H11A Br1 0.99 3.02 3.887(8) 146.5 .
C12 H12A Br5 0.99 2.78 3.742(8) 164.2 .
C12 H12B Br2 0.99 2.92 3.768(8) 143.8 1_465
C13 H13B Br3 0.99 3.11 3.885(7) 135.6 .
C14 H14A Br2 0.99 3.03 3.902(7) 147.8 2_666
C14 H14B Br3 0.99 3.08 3.839(7) 134.8 .
C15 H15A Br1 0.98 3.00 3.888(8) 150.8 .
C15 H15B Br2' 0.98 2.54 3.451(11) 154.8 .
C15 H15C Br5 0.98 3.12 3.916(8) 139.9 .
C20 H20B Br1 0.99 2.99 3.865(7) 147.7 2_666
C21 H21B Br1 0.99 2.88 3.743(7) 145.9 2_666
C23 H23B Br3 0.99 3.13 3.938(8) 139.3 2_676
C24 H24B O6W 0.99 2.51 3.420(11) 152.0 2_666
C25 H25A O8' 0.98 2.49 3.344(10) 145.0 .
C25 H25B Br1 0.98 2.94 3.819(7) 149.7 2_666
C25 H25C O3W 0.98 2.55 3.488(10) 159.6 .
C30 H30A Br5 0.99 2.91 3.795(7) 149.4 2_667
C30 H30B Br1 0.99 2.96 3.852(7) 150.8 1_655
C31 H31A Br4 0.99 3.13 3.753(7) 122.3 1_655
C31 H31A Br5 0.99 2.76 3.725(8) 163.7 2_667
C31 H31B Br1 0.99 3.00 3.824(8) 141.4 1_655
C32 H32A Br6 0.99 2.98 3.938(8) 163.4 1_645
C32 H32B Br2 0.99 3.04 3.878(7) 143.3 .
C33 H33B Br4 0.99 3.01 3.912(8) 151.7 2_657
C34 H34B Br6 0.99 2.70 3.669(8) 165.8 2_667
C35 H35A Br1 0.98 3.03 3.894(8) 148.1 1_655
C35 H35B Br2 0.98 2.84 3.800(7) 166.1 .
C35 H35C Br2' 0.98 2.67 3.444(10) 135.7 .
C40 H40A Br1 0.99 3.10 3.957(7) 146.1 2_567
C40 H40B Br2' 0.99 2.76 3.493(10) 131.5 2_667
C40 H40B Br3 0.99 2.94 3.885(7) 159.0 2_667
C41 H41A Br1 0.99 2.88 3.762(7) 148.2 2_567
C42 H42A Br5 0.99 2.94 3.909(8) 167.9 2_567
C43 H43B Br4 0.99 3.01 3.915(8) 151.8 .
C44 H44B Br6 0.99 3.03 3.954(7) 155.5 2_667
C45 H45B Br4 0.98 3.10 4.046(7) 163.2 .
C45 H45C Br1 0.98 2.91 3.801(7) 151.7 2_567

_refine_diff_density_max         1.626
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.138

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3MM181102
_database_code_depnum_ccdc_archive 'CCDC 1984412'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H42 N3 O3, 3(Br), 4(H2 O)'
_chemical_formula_sum            'C24 H50 Br3 N3 O7'
_chemical_formula_weight         732.40

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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'

_cell_length_a                   29.7221(3)
_cell_length_b                   14.6090(1)
_cell_length_c                   29.2449(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.031(1)
_cell_angle_gamma                90
_cell_volume                     12690.5(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    29076
_cell_measurement_theta_min      2.976
_cell_measurement_theta_max      67.122
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0000894
_diffrn_orient_matrix_UB_12      0.0154592
_diffrn_orient_matrix_UB_13      -0.0521297
_diffrn_orient_matrix_UB_21      -0.0509082
_diffrn_orient_matrix_UB_22      0.0196466
_diffrn_orient_matrix_UB_23      -0.0002993
_diffrn_orient_matrix_UB_31      0.0097428
_diffrn_orient_matrix_UB_32      0.1024947
_diffrn_orient_matrix_UB_33      0.0078659

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             6016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.045
_exptl_absorpt_coefficient_mu    5.073
_shelx_estimated_absorpt_T_min   0.167
_shelx_estimated_absorpt_T_max   0.804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.30199
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            74982
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.975
_diffrn_reflns_theta_max         67.275
_diffrn_reflns_theta_full        67.275
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             11282
_reflns_number_gt                9843
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1440P)²+28.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11282
_refine_ls_number_parameters     732
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1924
_refine_ls_wR_factor_gt          0.1806
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.30240(2) 0.72902(3) 0.58311(2) 0.04254(15) Uani 1 1 d . . . . .
Br2 Br 0.45457(2) 0.01723(4) 0.58532(2) 0.05046(17) Uani 1 1 d D . . . .
Br3 Br 0.45280(2) 0.47378(4) 0.42275(2) 0.05744(18) Uani 1 1 d . . . . .
Br4 Br 0.20775(2) 0.21905(4) 0.57642(2) 0.05740(18) Uani 1 1 d . . . . .
Br5 Br 0.29697(2) 0.35210(3) 0.74507(2) 0.04626(16) Uani 1 1 d . . . . .
Br6 Br 0.46903(4) 0.44131(8) 0.74474(3) 0.0594(3) Uani 0.5 1 d . . P A 1
Br7 Br 0.39580(4) 0.85978(7) 0.74726(4) 0.0536(3) Uani 0.5 1 d . . P B 2
C11 C 0.38306(14) 0.5075(3) 0.60516(15) 0.0381(9) Uani 1 1 d . . . . .
C12 C 0.38138(13) 0.5124(3) 0.55755(15) 0.0367(9) Uani 1 1 d . . . . .
H12 H 0.4071 0.5325 0.5420 0.044 Uiso 1 1 calc R U . . .
C13 C 0.34265(14) 0.4883(3) 0.53247(15) 0.0363(9) Uani 1 1 d . . . . .
C14 C 0.30519(13) 0.4577(3) 0.55585(14) 0.0349(8) Uani 1 1 d . . . . .
H14 H 0.2789 0.4388 0.5389 0.042 Uiso 1 1 calc R U . . .
C15 C 0.30572(13) 0.4546(3) 0.60350(14) 0.0346(8) Uani 1 1 d . . . . .
C16 C 0.34498(14) 0.4781(3) 0.62781(14) 0.0365(9) Uani 1 1 d . . . . .
H16 H 0.3460 0.4741 0.6603 0.044 Uiso 1 1 calc R U . . .
C110 C 0.42615(14) 0.5258(3) 0.63188(16) 0.0442(10) Uani 1 1 d . . . . .
H11A H 0.4516 0.5121 0.6121 0.053 Uiso 1 1 calc R U . . .
H11B H 0.4281 0.4830 0.6581 0.053 Uiso 1 1 calc R U . . .
N111 N 0.43167(13) 0.6224(3) 0.64988(14) 0.0480(9) Uani 1 1 d . . . . .
C112 C 0.47781(17) 0.6276(5) 0.6732(2) 0.0643(15) Uani 1 1 d . . . . .
H11C H 0.5001 0.5999 0.6530 0.077 Uiso 1 1 calc R U . . .
H11D H 0.4778 0.5912 0.7018 0.077 Uiso 1 1 calc R U . . .
C113 C 0.4920(2) 0.7246(5) 0.6846(2) 0.0723(17) Uani 1 1 d . . . . .
H11E H 0.4713 0.7511 0.7069 0.087 Uiso 1 1 calc R U . . .
H11F H 0.5228 0.7245 0.6987 0.087 Uiso 1 1 calc R U . . .
O114 O 0.49110(14) 0.7777(3) 0.64514(15) 0.0742(12) Uani 1 1 d . . . . .
C115 C 0.4463(2) 0.7818(4) 0.6267(2) 0.0625(14) Uani 1 1 d . . . . .
H11G H 0.4450 0.8253 0.6008 0.075 Uiso 1 1 calc R U . . .
H11H H 0.4262 0.8048 0.6504 0.075 Uiso 1 1 calc R U . . .
C116 C 0.43020(17) 0.6895(4) 0.61060(19) 0.0555(12) Uani 1 1 d . . . . .
H11I H 0.4495 0.6672 0.5861 0.067 Uiso 1 1 calc R U . . .
H11J H 0.3990 0.6945 0.5978 0.067 Uiso 1 1 calc R U . . .
C117 C 0.39541(19) 0.6436(4) 0.6832(2) 0.0590(13) Uani 1 1 d . . . . .
H11K H 0.3970 0.5993 0.7083 0.089 Uiso 1 1 calc R U . . .
H11L H 0.3999 0.7055 0.6954 0.089 Uiso 1 1 calc R U . . .
H11M H 0.3658 0.6396 0.6674 0.089 Uiso 1 1 calc R U . . .
C130 C 0.34202(14) 0.4895(3) 0.48084(14) 0.0361(8) Uani 1 1 d . . . . .
H13A H 0.3244 0.4362 0.4694 0.043 Uiso 1 1 calc R U . . .
H13B H 0.3732 0.4818 0.4708 0.043 Uiso 1 1 calc R U . . .
N131 N 0.32236(11) 0.5760(2) 0.45891(11) 0.0344(7) Uani 1 1 d . . . . .
C132 C 0.32536(15) 0.5651(3) 0.40730(14) 0.0406(9) Uani 1 1 d . . . . .
H13C H 0.3562 0.5459 0.4000 0.049 Uiso 1 1 calc R U . . .
H13D H 0.3043 0.5165 0.3965 0.049 Uiso 1 1 calc R U . . .
C133 C 0.31398(15) 0.6536(3) 0.38260(15) 0.0406(9) Uani 1 1 d . . . . .
H13E H 0.3170 0.6448 0.3493 0.049 Uiso 1 1 calc R U . . .
H13F H 0.2824 0.6704 0.3881 0.049 Uiso 1 1 calc R U . . .
O134 O 0.34315(10) 0.7262(2) 0.39808(10) 0.0427(7) Uani 1 1 d . . . . .
C135 C 0.33771(15) 0.7410(3) 0.44567(15) 0.0416(9) Uani 1 1 d . . . . .
H13G H 0.3059 0.7568 0.4509 0.050 Uiso 1 1 calc R U . . .
H13H H 0.3567 0.7933 0.4559 0.050 Uiso 1 1 calc R U . . .
C136 C 0.35054(14) 0.6579(3) 0.47353(14) 0.0376(9) Uani 1 1 d . . . . .
H13I H 0.3462 0.6707 0.5063 0.045 Uiso 1 1 calc R U . . .
H13J H 0.3828 0.6439 0.4697 0.045 Uiso 1 1 calc R U . . .
C137 C 0.27430(13) 0.5876(3) 0.47185(15) 0.0382(9) Uani 1 1 d . . . . .
H13K H 0.2569 0.5337 0.4620 0.057 Uiso 1 1 calc R U . . .
H13L H 0.2730 0.5943 0.5051 0.057 Uiso 1 1 calc R U . . .
H13M H 0.2616 0.6423 0.4569 0.057 Uiso 1 1 calc R U . . .
C150 C 0.26552(13) 0.4214(3) 0.62790(14) 0.0342(8) Uani 1 1 d . . . . .
H15A H 0.2759 0.3918 0.6568 0.041 Uiso 1 1 calc R U . . .
H15B H 0.2501 0.3741 0.6088 0.041 Uiso 1 1 calc R U . . .
N151 N 0.23159(11) 0.4956(2) 0.63892(11) 0.0316(7) Uani 1 1 d . . . . .
C152 C 0.19510(13) 0.4497(3) 0.66580(14) 0.0356(8) Uani 1 1 d . . . . .
H15C H 0.2092 0.4136 0.6911 0.043 Uiso 1 1 calc R U . . .
H15D H 0.1778 0.4072 0.6455 0.043 Uiso 1 1 calc R U . . .
C153 C 0.16331(14) 0.5205(3) 0.68524(15) 0.0390(9) Uani 1 1 d . . . . .
H15E H 0.1477 0.5536 0.6598 0.047 Uiso 1 1 calc R U . . .
H15F H 0.1402 0.4889 0.7030 0.047 Uiso 1 1 calc R U . . .
O154 O 0.18682(10) 0.5843(2) 0.71396(10) 0.0400(6) Uani 1 1 d . . . . .
C155 C 0.21913(14) 0.6327(3) 0.68841(15) 0.0380(9) Uani 1 1 d . . . . .
H15G H 0.2345 0.6785 0.7084 0.046 Uiso 1 1 calc R U . . .
H15H H 0.2036 0.6658 0.6629 0.046 Uiso 1 1 calc R U . . .
C156 C 0.25383(13) 0.5679(3) 0.66929(14) 0.0351(8) Uani 1 1 d . . . . .
H15I H 0.2755 0.6033 0.6514 0.042 Uiso 1 1 calc R U . . .
H15J H 0.2708 0.5378 0.6949 0.042 Uiso 1 1 calc R U . . .
C157 C 0.21309(14) 0.5370(3) 0.59578(14) 0.0367(8) Uani 1 1 d . . . . .
H15K H 0.1989 0.4892 0.5767 0.055 Uiso 1 1 calc R U . . .
H15L H 0.1906 0.5835 0.6030 0.055 Uiso 1 1 calc R U . . .
H15M H 0.2375 0.5655 0.5792 0.055 Uiso 1 1 calc R U . . .
C21 C 0.45247(12) 0.2935(3) 0.61059(14) 0.0333(8) Uani 1 1 d . . . . .
C22 C 0.41444(13) 0.2713(3) 0.63502(14) 0.0343(8) Uani 1 1 d . . . . .
H22 H 0.4154 0.2750 0.6675 0.041 Uiso 1 1 calc R U . . .
C23 C 0.37495(13) 0.2435(3) 0.61168(14) 0.0365(9) Uani 1 1 d . . . . .
C24 C 0.37394(13) 0.2399(3) 0.56425(14) 0.0357(8) Uani 1 1 d . . . . .
H24 H 0.3471 0.2210 0.5483 0.043 Uiso 1 1 calc R U . . .
C25 C 0.41132(13) 0.2633(3) 0.53949(14) 0.0349(8) Uani 1 1 d . . . . .
C26 C 0.45045(12) 0.2918(3) 0.56328(14) 0.0331(8) Uani 1 1 d . . . . .
H26 H 0.4759 0.3102 0.5468 0.040 Uiso 1 1 calc R U . . .
C210 C 0.49482(12) 0.3264(3) 0.63584(14) 0.0344(8) Uani 1 1 d . . . . .
H21A H 0.4862 0.3565 0.6646 0.041 Uiso 1 1 calc R U . . .
H21B H 0.5094 0.3732 0.6169 0.041 Uiso 1 1 calc R U . . .
N211 N 0.52898(11) 0.2516(2) 0.64751(11) 0.0347(7) Uani 1 1 d . . . . .
C212 C 0.56810(14) 0.2981(3) 0.67194(17) 0.0464(10) Uani 1 1 d . . . . .
H21C H 0.5566 0.3385 0.6961 0.056 Uiso 1 1 calc R U . . .
H21D H 0.5840 0.3369 0.6499 0.056 Uiso 1 1 calc R U . . .
C213 C 0.60094(16) 0.2306(4) 0.69338(19) 0.0536(12) Uani 1 1 d . . . . .
H21E H 0.6144 0.1932 0.6692 0.064 Uiso 1 1 calc R U . . .
H21F H 0.6255 0.2641 0.7099 0.064 Uiso 1 1 calc R U . . .
O214 O 0.57862(12) 0.1721(3) 0.72464(13) 0.0624(10) Uani 1 1 d . . . . .
C215 C 0.54494(16) 0.1207(4) 0.70075(19) 0.0560(13) Uani 1 1 d . . . . .
H21G H 0.5309 0.0775 0.7221 0.067 Uiso 1 1 calc R U . . .
H21H H 0.5588 0.0846 0.6763 0.067 Uiso 1 1 calc R U . . .
C216 C 0.50915(14) 0.1828(3) 0.67981(16) 0.0427(10) Uani 1 1 d . . . . .
H21I H 0.4939 0.2158 0.7045 0.051 Uiso 1 1 calc R U . . .
H21J H 0.4863 0.1454 0.6629 0.051 Uiso 1 1 calc R U . . .
C217 C 0.54343(14) 0.2060(3) 0.60449(15) 0.0419(9) Uani 1 1 d . . . . .
H21K H 0.5174 0.1763 0.5892 0.063 Uiso 1 1 calc R U . . .
H21L H 0.5558 0.2520 0.5840 0.063 Uiso 1 1 calc R U . . .
H21M H 0.5665 0.1600 0.6121 0.063 Uiso 1 1 calc R U . . .
C230 C 0.33311(13) 0.2220(3) 0.63755(15) 0.0399(9) Uani 1 1 d . . . . .
H23A H 0.3321 0.2636 0.6642 0.048 Uiso 1 1 calc R U . . .
H23B H 0.3065 0.2356 0.6174 0.048 Uiso 1 1 calc R U . . .
N231 N 0.32917(11) 0.1253(3) 0.65436(12) 0.0394(8) Uani 1 1 d . . . . .
C232 C 0.28388(15) 0.1174(4) 0.67715(17) 0.0501(12) Uani 1 1 d . . . . .
H23C H 0.2850 0.1530 0.7060 0.060 Uiso 1 1 calc R U . . .
H23D H 0.2601 0.1443 0.6567 0.060 Uiso 1 1 calc R U . . .
C233 C 0.27179(18) 0.0196(4) 0.68753(18) 0.0532(12) Uani 1 1 d . . . . .
H23E H 0.2941 -0.0063 0.7099 0.064 Uiso 1 1 calc R U . . .
H23F H 0.2418 0.0174 0.7012 0.064 Uiso 1 1 calc R U . . .
O234 O 0.27115(12) -0.0337(2) 0.64617(12) 0.0532(8) Uani 1 1 d . . . . .
C235 C 0.31494(18) -0.0352(4) 0.62851(19) 0.0533(12) Uani 1 1 d . . . . .
H23G H 0.3153 -0.0764 0.6016 0.064 Uiso 1 1 calc R U . . .
H23H H 0.3365 -0.0595 0.6520 0.064 Uiso 1 1 calc R U . . .
C236 C 0.32936(15) 0.0597(3) 0.61460(15) 0.0439(10) Uani 1 1 d . . . . .
H23I H 0.3600 0.0568 0.6025 0.053 Uiso 1 1 calc R U . . .
H23J H 0.3087 0.0825 0.5899 0.053 Uiso 1 1 calc R U . . .
C237 C 0.36658(17) 0.1033(4) 0.68845(17) 0.0562(13) Uani 1 1 d . . . . .
H23K H 0.3634 0.0400 0.6990 0.084 Uiso 1 1 calc R U . . .
H23L H 0.3956 0.1106 0.6740 0.084 Uiso 1 1 calc R U . . .
H23M H 0.3651 0.1450 0.7146 0.084 Uiso 1 1 calc R U . . .
C250 C 0.40805(14) 0.2654(3) 0.48739(14) 0.0381(9) Uani 1 1 d . . . . .
H25A H 0.4253 0.3188 0.4766 0.046 Uiso 1 1 calc R U . . .
H25B H 0.3762 0.2745 0.4776 0.046 Uiso 1 1 calc R U . . .
N251 N 0.42551(11) 0.1795(3) 0.46441(11) 0.0367(7) Uani 1 1 d . . . . .
C252 C 0.39841(14) 0.0970(3) 0.47847(15) 0.0384(9) Uani 1 1 d . . . . .
H25C H 0.3659 0.1114 0.4753 0.046 Uiso 1 1 calc R U . . .
H25D H 0.4055 0.0827 0.5110 0.046 Uiso 1 1 calc R U . . .
C253 C 0.40862(15) 0.0140(3) 0.44935(15) 0.0420(9) Uani 1 1 d . . . . .
H25E H 0.4407 -0.0028 0.4539 0.050 Uiso 1 1 calc R U . . .
H25F H 0.3902 -0.0385 0.4592 0.050 Uiso 1 1 calc R U . . .
O254 O 0.39922(10) 0.0319(2) 0.40225(11) 0.0461(7) Uani 1 1 d . . . . .
C255 C 0.42690(15) 0.1047(3) 0.38689(15) 0.0453(10) Uani 1 1 d . . . . .
H25G H 0.4205 0.1154 0.3539 0.054 Uiso 1 1 calc R U . . .
H25H H 0.4590 0.0872 0.3910 0.054 Uiso 1 1 calc R U . . .
C256 C 0.41835(15) 0.1922(3) 0.41327(14) 0.0429(10) Uani 1 1 d . . . . .
H25I H 0.4388 0.2407 0.4027 0.052 Uiso 1 1 calc R U . . .
H25J H 0.3870 0.2127 0.4067 0.052 Uiso 1 1 calc R U . . .
C257 C 0.47494(13) 0.1661(3) 0.47677(15) 0.0407(9) Uani 1 1 d . . . . .
H25K H 0.4789 0.1580 0.5099 0.061 Uiso 1 1 calc R U . . .
H25L H 0.4860 0.1117 0.4611 0.061 Uiso 1 1 calc R U . . .
H25M H 0.4919 0.2200 0.4673 0.061 Uiso 1 1 calc R U . . .
O01W O 0.47120(12) 0.6208(3) 0.50616(15) 0.0595(9) Uani 1 1 d G . . . .
H01A H 0.4618 0.5830 0.4859 0.089 Uiso 1 1 d G U . . .
H01B H 0.4886 0.5926 0.5250 0.089 Uiso 1 1 d G U . . .
O02W O 0.21727(12) 0.3692(3) 0.49247(15) 0.0588(9) Uani 1 1 d G . . . .
H02A H 0.2137 0.3337 0.5151 0.088 Uiso 1 1 d G U . . .
H02B H 0.2367 0.3456 0.4754 0.088 Uiso 1 1 d G U . . .
O03W O 0.37561(16) -0.1244(3) 0.53074(14) 0.0744(12) Uani 1 1 d G . . . .
H03A H 0.3963 -0.0981 0.5467 0.112 Uiso 1 1 d DG U . . .
H03B H 0.3675 -0.1722 0.5449 0.112 Uiso 1 1 d G U . . .
O04W O 0.1651(3) 0.1392(5) 0.6741(2) 0.0569(18) Uani 0.5 1 d . . P C 1
O05W O 0.3022(3) -0.2051(6) 0.7017(3) 0.069(2) Uani 0.5 1 d . . P D 1
O06W O 0.6275(3) 0.4810(5) 0.6976(3) 0.095(2) Uani 0.75 1 d . . P E 2
O07W O 0.3649(3) 0.7992(7) 0.7805(4) 0.087(3) Uani 0.5 1 d . . P F 1
O08W O 0.4419(4) 0.8872(8) 0.7547(4) 0.093(3) Uani 0.5 1 d . U P G 1
O09W O 0.4485(6) 0.0072(9) 0.6922(4) 0.067(3) Uani 0.3333 1 d . . P H 1
O10W O 0.4775(3) -0.0316(6) 0.6999(3) 0.084(2) Uani 0.6667 1 d . . P I 2
O11W O 0.3023(3) 0.7427(7) 0.7541(3) 0.074(2) Uani 0.5 1 d . . P J 2
O12W O 0.5878(6) 0.5488(16) 0.6896(7) 0.083(5) Uani 0.25 1 d . . P K 1
O13W O 0.4057(5) 0.4256(10) 0.7309(5) 0.123(4) Uani 0.5 1 d . U P L 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br6 Br6 1.856(3) 2_656 ?
C11 C12 1.393(6) . ?
C11 C16 1.399(6) . ?
C11 C110 1.501(6) . ?
C12 C13 1.388(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.401(6) . ?
C13 C130 1.509(6) . ?
C14 C15 1.394(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(6) . ?
C15 C150 1.494(5) . ?
C16 H16 0.9500 . ?
C110 N111 1.513(7) . ?
C110 H11A 0.9900 . ?
C110 H11B 0.9900 . ?
N111 C116 1.509(7) . ?
N111 C117 1.510(6) . ?
N111 C112 1.512(6) . ?
C112 C113 1.513(9) . ?
C112 H11C 0.9900 . ?
C112 H11D 0.9900 . ?
C113 O114 1.389(9) . ?
C113 H11E 0.9900 . ?
C113 H11F 0.9900 . ?
O114 C115 1.418(7) . ?
C115 C116 1.502(8) . ?
C115 H11G 0.9900 . ?
C115 H11H 0.9900 . ?
C116 H11I 0.9900 . ?
C116 H11J 0.9900 . ?
C117 H11K 0.9800 . ?
C117 H11L 0.9800 . ?
C117 H11M 0.9800 . ?
C130 N131 1.525(5) . ?
C130 H13A 0.9900 . ?
C130 H13B 0.9900 . ?
N131 C137 1.500(5) . ?
N131 C136 1.513(5) . ?
N131 C132 1.523(5) . ?
C132 C133 1.514(6) . ?
C132 H13C 0.9900 . ?
C132 H13D 0.9900 . ?
C133 O134 1.433(5) . ?
C133 H13E 0.9900 . ?
C133 H13F 0.9900 . ?
O134 C135 1.423(5) . ?
C135 C136 1.504(6) . ?
C135 H13G 0.9900 . ?
C135 H13H 0.9900 . ?
C136 H13I 0.9900 . ?
C136 H13J 0.9900 . ?
C137 H13K 0.9800 . ?
C137 H13L 0.9800 . ?
C137 H13M 0.9800 . ?
C150 N151 1.523(5) . ?
C150 H15A 0.9900 . ?
C150 H15B 0.9900 . ?
N151 C157 1.487(5) . ?
N151 C156 1.516(5) . ?
N151 C152 1.518(5) . ?
C152 C153 1.524(6) . ?
C152 H15C 0.9900 . ?
C152 H15D 0.9900 . ?
C153 O154 1.422(5) . ?
C153 H15E 0.9900 . ?
C153 H15F 0.9900 . ?
O154 C155 1.425(5) . ?
C155 C156 1.521(6) . ?
C155 H15G 0.9900 . ?
C155 H15H 0.9900 . ?
C156 H15I 0.9900 . ?
C156 H15J 0.9900 . ?
C157 H15K 0.9800 . ?
C157 H15L 0.9800 . ?
C157 H15M 0.9800 . ?
C21 C26 1.383(6) . ?
C21 C22 1.397(6) . ?
C21 C210 1.515(5) . ?
C22 C23 1.397(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(6) . ?
C23 C230 1.511(6) . ?
C24 C25 1.390(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(6) . ?
C25 C250 1.524(6) . ?
C26 H26 0.9500 . ?
C210 N211 1.522(5) . ?
C210 H21A 0.9900 . ?
C210 H21B 0.9900 . ?
N211 C217 1.500(5) . ?
N211 C212 1.505(5) . ?
N211 C216 1.512(5) . ?
C212 C213 1.508(7) . ?
C212 H21C 0.9900 . ?
C212 H21D 0.9900 . ?
C213 O214 1.432(6) . ?
C213 H21E 0.9900 . ?
C213 H21F 0.9900 . ?
O214 C215 1.415(7) . ?
C215 C216 1.511(7) . ?
C215 H21G 0.9900 . ?
C215 H21H 0.9900 . ?
C216 H21I 0.9900 . ?
C216 H21J 0.9900 . ?
C217 H21K 0.9800 . ?
C217 H21L 0.9800 . ?
C217 H21M 0.9800 . ?
C230 N231 1.501(6) . ?
C230 H23A 0.9900 . ?
C230 H23B 0.9900 . ?
N231 C237 1.502(6) . ?
N231 C236 1.507(5) . ?
N231 C232 1.527(5) . ?
C232 C233 1.507(7) . ?
C232 H23C 0.9900 . ?
C232 H23D 0.9900 . ?
C233 O234 1.438(6) . ?
C233 H23E 0.9900 . ?
C233 H23F 0.9900 . ?
O234 C235 1.418(6) . ?
C235 C236 1.511(7) . ?
C235 H23G 0.9900 . ?
C235 H23H 0.9900 . ?
C236 H23I 0.9900 . ?
C236 H23J 0.9900 . ?
C237 H23K 0.9800 . ?
C237 H23L 0.9800 . ?
C237 H23M 0.9800 . ?
C250 N251 1.524(5) . ?
C250 H25A 0.9900 . ?
C250 H25B 0.9900 . ?
N251 C257 1.513(5) . ?
N251 C256 1.515(5) . ?
N251 C252 1.515(5) . ?
C252 C253 1.519(6) . ?
C252 H25C 0.9900 . ?
C252 H25D 0.9900 . ?
C253 O254 1.420(6) . ?
C253 H25E 0.9900 . ?
C253 H25F 0.9900 . ?
O254 C255 1.427(6) . ?
C255 C256 1.519(7) . ?
C255 H25G 0.9900 . ?
C255 H25H 0.9900 . ?
C256 H25I 0.9900 . ?
C256 H25J 0.9900 . ?
C257 H25K 0.9800 . ?
C257 H25L 0.9800 . ?
C257 H25M 0.9800 . ?
O01W H01A 0.8501 . ?
O01W H01B 0.8499 . ?
O02W H02A 0.8500 . ?
O02W H02B 0.8500 . ?
O03W H03A 0.8498 . ?
O03W H03B 0.8499 . ?

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
_geom_angle_publ_flag
C12 C11 C16 119.2(4) . . ?
C12 C11 C110 120.7(4) . . ?
C16 C11 C110 119.9(4) . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 118.8(4) . . ?
C12 C13 C130 120.4(4) . . ?
C14 C13 C130 120.7(4) . . ?
C15 C14 C13 121.2(4) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C16 C15 C14 118.9(4) . . ?
C16 C15 C150 120.5(4) . . ?
C14 C15 C150 120.5(4) . . ?
C15 C16 C11 120.8(4) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C11 C110 N111 115.3(4) . . ?
C11 C110 H11A 108.4 . . ?
N111 C110 H11A 108.4 . . ?
C11 C110 H11B 108.4 . . ?
N111 C110 H11B 108.4 . . ?
H11A C110 H11B 107.5 . . ?
C116 N111 C117 110.9(4) . . ?
C116 N111 C112 108.2(4) . . ?
C117 N111 C112 110.8(4) . . ?
C116 N111 C110 109.9(4) . . ?
C117 N111 C110 110.1(4) . . ?
C112 N111 C110 106.8(4) . . ?
N111 C112 C113 112.8(5) . . ?
N111 C112 H11C 109.0 . . ?
C113 C112 H11C 109.0 . . ?
N111 C112 H11D 109.0 . . ?
C113 C112 H11D 109.0 . . ?
H11C C112 H11D 107.8 . . ?
O114 C113 C112 110.1(5) . . ?
O114 C113 H11E 109.6 . . ?
C112 C113 H11E 109.6 . . ?
O114 C113 H11F 109.6 . . ?
C112 C113 H11F 109.6 . . ?
H11E C113 H11F 108.2 . . ?
C113 O114 C115 109.2(4) . . ?
O114 C115 C116 111.5(5) . . ?
O114 C115 H11G 109.3 . . ?
C116 C115 H11G 109.3 . . ?
O114 C115 H11H 109.3 . . ?
C116 C115 H11H 109.3 . . ?
H11G C115 H11H 108.0 . . ?
C115 C116 N111 110.1(5) . . ?
C115 C116 H11I 109.6 . . ?
N111 C116 H11I 109.6 . . ?
C115 C116 H11J 109.6 . . ?
N111 C116 H11J 109.6 . . ?
H11I C116 H11J 108.2 . . ?
N111 C117 H11K 109.5 . . ?
N111 C117 H11L 109.5 . . ?
H11K C117 H11L 109.5 . . ?
N111 C117 H11M 109.5 . . ?
H11K C117 H11M 109.5 . . ?
H11L C117 H11M 109.5 . . ?
C13 C130 N131 114.9(3) . . ?
C13 C130 H13A 108.5 . . ?
N131 C130 H13A 108.5 . . ?
C13 C130 H13B 108.5 . . ?
N131 C130 H13B 108.5 . . ?
H13A C130 H13B 107.5 . . ?
C137 N131 C136 111.2(3) . . ?
C137 N131 C132 110.6(3) . . ?
C136 N131 C132 108.2(3) . . ?
C137 N131 C130 110.0(3) . . ?
C136 N131 C130 109.7(3) . . ?
C132 N131 C130 107.1(3) . . ?
C133 C132 N131 111.3(4) . . ?
C133 C132 H13C 109.4 . . ?
N131 C132 H13C 109.4 . . ?
C133 C132 H13D 109.4 . . ?
N131 C132 H13D 109.4 . . ?
H13C C132 H13D 108.0 . . ?
O134 C133 C132 111.0(4) . . ?
O134 C133 H13E 109.4 . . ?
C132 C133 H13E 109.4 . . ?
O134 C133 H13F 109.4 . . ?
C132 C133 H13F 109.4 . . ?
H13E C133 H13F 108.0 . . ?
C135 O134 C133 109.4(3) . . ?
O134 C135 C136 111.8(4) . . ?
O134 C135 H13G 109.2 . . ?
C136 C135 H13G 109.2 . . ?
O134 C135 H13H 109.2 . . ?
C136 C135 H13H 109.2 . . ?
H13G C135 H13H 107.9 . . ?
C135 C136 N131 111.0(3) . . ?
C135 C136 H13I 109.4 . . ?
N131 C136 H13I 109.4 . . ?
C135 C136 H13J 109.4 . . ?
N131 C136 H13J 109.4 . . ?
H13I C136 H13J 108.0 . . ?
N131 C137 H13K 109.5 . . ?
N131 C137 H13L 109.5 . . ?
H13K C137 H13L 109.5 . . ?
N131 C137 H13M 109.5 . . ?
H13K C137 H13M 109.5 . . ?
H13L C137 H13M 109.5 . . ?
C15 C150 N151 114.6(3) . . ?
C15 C150 H15A 108.6 . . ?
N151 C150 H15A 108.6 . . ?
C15 C150 H15B 108.6 . . ?
N151 C150 H15B 108.6 . . ?
H15A C150 H15B 107.6 . . ?
C157 N151 C156 110.8(3) . . ?
C157 N151 C152 111.7(3) . . ?
C156 N151 C152 108.0(3) . . ?
C157 N151 C150 109.7(3) . . ?
C156 N151 C150 110.0(3) . . ?
C152 N151 C150 106.6(3) . . ?
N151 C152 C153 110.9(3) . . ?
N151 C152 H15C 109.5 . . ?
C153 C152 H15C 109.5 . . ?
N151 C152 H15D 109.5 . . ?
C153 C152 H15D 109.5 . . ?
H15C C152 H15D 108.0 . . ?
O154 C153 C152 111.5(3) . . ?
O154 C153 H15E 109.3 . . ?
C152 C153 H15E 109.3 . . ?
O154 C153 H15F 109.3 . . ?
C152 C153 H15F 109.3 . . ?
H15E C153 H15F 108.0 . . ?
C153 O154 C155 110.0(3) . . ?
O154 C155 C156 111.2(3) . . ?
O154 C155 H15G 109.4 . . ?
C156 C155 H15G 109.4 . . ?
O154 C155 H15H 109.4 . . ?
C156 C155 H15H 109.4 . . ?
H15G C155 H15H 108.0 . . ?
N151 C156 C155 111.2(3) . . ?
N151 C156 H15I 109.4 . . ?
C155 C156 H15I 109.4 . . ?
N151 C156 H15J 109.4 . . ?
C155 C156 H15J 109.4 . . ?
H15I C156 H15J 108.0 . . ?
N151 C157 H15K 109.5 . . ?
N151 C157 H15L 109.5 . . ?
H15K C157 H15L 109.5 . . ?
N151 C157 H15M 109.5 . . ?
H15K C157 H15M 109.5 . . ?
H15L C157 H15M 109.5 . . ?
C26 C21 C22 120.0(4) . . ?
C26 C21 C210 120.0(3) . . ?
C22 C21 C210 119.9(4) . . ?
C21 C22 C23 119.9(4) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 119.2(4) . . ?
C24 C23 C230 120.2(4) . . ?
C22 C23 C230 120.5(4) . . ?
C23 C24 C25 121.5(4) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C24 C25 C26 118.7(4) . . ?
C24 C25 C250 120.1(4) . . ?
C26 C25 C250 120.9(4) . . ?
C21 C26 C25 120.6(4) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C21 C210 N211 114.7(3) . . ?
C21 C210 H21A 108.6 . . ?
N211 C210 H21A 108.6 . . ?
C21 C210 H21B 108.6 . . ?
N211 C210 H21B 108.6 . . ?
H21A C210 H21B 107.6 . . ?
C217 N211 C212 111.0(3) . . ?
C217 N211 C216 111.0(3) . . ?
C212 N211 C216 108.4(3) . . ?
C217 N211 C210 109.8(3) . . ?
C212 N211 C210 106.3(3) . . ?
C216 N211 C210 110.2(3) . . ?
N211 C212 C213 112.3(4) . . ?
N211 C212 H21C 109.1 . . ?
C213 C212 H21C 109.1 . . ?
N211 C212 H21D 109.1 . . ?
C213 C212 H21D 109.1 . . ?
H21C C212 H21D 107.9 . . ?
O214 C213 C212 110.4(4) . . ?
O214 C213 H21E 109.6 . . ?
C212 C213 H21E 109.6 . . ?
O214 C213 H21F 109.6 . . ?
C212 C213 H21F 109.6 . . ?
H21E C213 H21F 108.1 . . ?
C215 O214 C213 109.7(4) . . ?
O214 C215 C216 110.9(5) . . ?
O214 C215 H21G 109.5 . . ?
C216 C215 H21G 109.5 . . ?
O214 C215 H21H 109.5 . . ?
C216 C215 H21H 109.5 . . ?
H21G C215 H21H 108.0 . . ?
C215 C216 N211 111.6(3) . . ?
C215 C216 H21I 109.3 . . ?
N211 C216 H21I 109.3 . . ?
C215 C216 H21J 109.3 . . ?
N211 C216 H21J 109.3 . . ?
H21I C216 H21J 108.0 . . ?
N211 C217 H21K 109.5 . . ?
N211 C217 H21L 109.5 . . ?
H21K C217 H21L 109.5 . . ?
N211 C217 H21M 109.5 . . ?
H21K C217 H21M 109.5 . . ?
H21L C217 H21M 109.5 . . ?
N231 C230 C23 115.8(3) . . ?
N231 C230 H23A 108.3 . . ?
C23 C230 H23A 108.3 . . ?
N231 C230 H23B 108.3 . . ?
C23 C230 H23B 108.3 . . ?
H23A C230 H23B 107.4 . . ?
C230 N231 C237 110.7(4) . . ?
C230 N231 C236 110.1(3) . . ?
C237 N231 C236 110.7(4) . . ?
C230 N231 C232 107.1(3) . . ?
C237 N231 C232 109.7(4) . . ?
C236 N231 C232 108.4(3) . . ?
C233 C232 N231 112.3(4) . . ?
C233 C232 H23C 109.1 . . ?
N231 C232 H23C 109.1 . . ?
C233 C232 H23D 109.1 . . ?
N231 C232 H23D 109.1 . . ?
H23C C232 H23D 107.9 . . ?
O234 C233 C232 109.9(4) . . ?
O234 C233 H23E 109.7 . . ?
C232 C233 H23E 109.7 . . ?
O234 C233 H23F 109.7 . . ?
C232 C233 H23F 109.7 . . ?
H23E C233 H23F 108.2 . . ?
C235 O234 C233 109.2(4) . . ?
O234 C235 C236 110.9(4) . . ?
O234 C235 H23G 109.5 . . ?
C236 C235 H23G 109.5 . . ?
O234 C235 H23H 109.5 . . ?
C236 C235 H23H 109.5 . . ?
H23G C235 H23H 108.0 . . ?
N231 C236 C235 111.5(4) . . ?
N231 C236 H23I 109.3 . . ?
C235 C236 H23I 109.3 . . ?
N231 C236 H23J 109.3 . . ?
C235 C236 H23J 109.3 . . ?
H23I C236 H23J 108.0 . . ?
N231 C237 H23K 109.5 . . ?
N231 C237 H23L 109.5 . . ?
H23K C237 H23L 109.5 . . ?
N231 C237 H23M 109.5 . . ?
H23K C237 H23M 109.5 . . ?
H23L C237 H23M 109.5 . . ?
C25 C250 N251 114.4(3) . . ?
C25 C250 H25A 108.7 . . ?
N251 C250 H25A 108.7 . . ?
C25 C250 H25B 108.7 . . ?
N251 C250 H25B 108.7 . . ?
H25A C250 H25B 107.6 . . ?
C257 N251 C256 110.7(3) . . ?
C257 N251 C252 110.7(3) . . ?
C256 N251 C252 108.0(3) . . ?
C257 N251 C250 110.1(3) . . ?
C256 N251 C250 107.2(3) . . ?
C252 N251 C250 110.1(3) . . ?
N251 C252 C253 111.4(3) . . ?
N251 C252 H25C 109.4 . . ?
C253 C252 H25C 109.4 . . ?
N251 C252 H25D 109.4 . . ?
C253 C252 H25D 109.4 . . ?
H25C C252 H25D 108.0 . . ?
O254 C253 C252 111.1(4) . . ?
O254 C253 H25E 109.4 . . ?
C252 C253 H25E 109.4 . . ?
O254 C253 H25F 109.4 . . ?
C252 C253 H25F 109.4 . . ?
H25E C253 H25F 108.0 . . ?
C253 O254 C255 110.3(3) . . ?
O254 C255 C256 111.0(4) . . ?
O254 C255 H25G 109.4 . . ?
C256 C255 H25G 109.4 . . ?
O254 C255 H25H 109.4 . . ?
C256 C255 H25H 109.4 . . ?
H25G C255 H25H 108.0 . . ?
N251 C256 C255 112.2(4) . . ?
N251 C256 H25I 109.2 . . ?
C255 C256 H25I 109.2 . . ?
N251 C256 H25J 109.2 . . ?
C255 C256 H25J 109.2 . . ?
H25I C256 H25J 107.9 . . ?
N251 C257 H25K 109.5 . . ?
N251 C257 H25L 109.5 . . ?
H25K C257 H25L 109.5 . . ?
N251 C257 H25M 109.5 . . ?
H25K C257 H25M 109.5 . . ?
H25L C257 H25M 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.4 . . ?
H03A O03W H03B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 C11 C12 C13 -0.2(6) . . . . ?
C110 C11 C12 C13 174.7(4) . . . . ?
C11 C12 C13 C14 -0.8(6) . . . . ?
C11 C12 C13 C130 -177.0(4) . . . . ?
C12 C13 C14 C15 2.5(6) . . . . ?
C130 C13 C14 C15 178.7(4) . . . . ?
C13 C14 C15 C16 -3.2(6) . . . . ?
C13 C14 C15 C150 -179.7(4) . . . . ?
C14 C15 C16 C11 2.2(6) . . . . ?
C150 C15 C16 C11 178.7(4) . . . . ?
C12 C11 C16 C15 -0.5(6) . . . . ?
C110 C11 C16 C15 -175.5(4) . . . . ?
C12 C11 C110 N111 96.0(5) . . . . ?
C16 C11 C110 N111 -89.1(5) . . . . ?
C11 C110 N111 C116 -59.8(5) . . . . ?
C11 C110 N111 C117 62.6(5) . . . . ?
C11 C110 N111 C112 -177.0(4) . . . . ?
C116 N111 C112 C113 50.1(6) . . . . ?
C117 N111 C112 C113 -71.7(6) . . . . ?
C110 N111 C112 C113 168.4(5) . . . . ?
N111 C112 C113 O114 -57.1(7) . . . . ?
C112 C113 O114 C115 62.7(6) . . . . ?
C113 O114 C115 C116 -65.6(6) . . . . ?
O114 C115 C116 N111 59.5(6) . . . . ?
C117 N111 C116 C115 71.3(5) . . . . ?
C112 N111 C116 C115 -50.4(5) . . . . ?
C110 N111 C116 C115 -166.7(4) . . . . ?
C12 C13 C130 N131 -97.1(4) . . . . ?
C14 C13 C130 N131 86.8(5) . . . . ?
C13 C130 N131 C137 -60.8(4) . . . . ?
C13 C130 N131 C136 61.9(4) . . . . ?
C13 C130 N131 C132 179.0(3) . . . . ?
C137 N131 C132 C133 69.7(4) . . . . ?
C136 N131 C132 C133 -52.3(4) . . . . ?
C130 N131 C132 C133 -170.4(3) . . . . ?
N131 C132 C133 O134 57.7(4) . . . . ?
C132 C133 O134 C135 -61.1(4) . . . . ?
C133 O134 C135 C136 62.0(4) . . . . ?
O134 C135 C136 N131 -58.9(4) . . . . ?
C137 N131 C136 C135 -69.2(4) . . . . ?
C132 N131 C136 C135 52.4(4) . . . . ?
C130 N131 C136 C135 169.0(3) . . . . ?
C16 C15 C150 N151 94.0(4) . . . . ?
C14 C15 C150 N151 -89.5(5) . . . . ?
C15 C150 N151 C157 62.2(4) . . . . ?
C15 C150 N151 C156 -59.9(4) . . . . ?
C15 C150 N151 C152 -176.8(3) . . . . ?
C157 N151 C152 C153 -69.3(4) . . . . ?
C156 N151 C152 C153 52.7(4) . . . . ?
C150 N151 C152 C153 170.9(3) . . . . ?
N151 C152 C153 O154 -58.0(5) . . . . ?
C152 C153 O154 C155 61.1(4) . . . . ?
C153 O154 C155 C156 -61.1(4) . . . . ?
C157 N151 C156 C155 69.6(4) . . . . ?
C152 N151 C156 C155 -53.0(4) . . . . ?
C150 N151 C156 C155 -169.0(3) . . . . ?
O154 C155 C156 N151 58.3(4) . . . . ?
C26 C21 C22 C23 2.7(6) . . . . ?
C210 C21 C22 C23 178.2(4) . . . . ?
C21 C22 C23 C24 -1.0(6) . . . . ?
C21 C22 C23 C230 -178.1(4) . . . . ?
C22 C23 C24 C25 0.0(6) . . . . ?
C230 C23 C24 C25 177.1(4) . . . . ?
C23 C24 C25 C26 -0.6(6) . . . . ?
C23 C24 C25 C250 -175.4(4) . . . . ?
C22 C21 C26 C25 -3.4(6) . . . . ?
C210 C21 C26 C25 -178.8(4) . . . . ?
C24 C25 C26 C21 2.3(6) . . . . ?
C250 C25 C26 C21 177.1(4) . . . . ?
C26 C21 C210 N211 -90.6(4) . . . . ?
C22 C21 C210 N211 94.0(4) . . . . ?
C21 C210 N211 C217 59.5(4) . . . . ?
C21 C210 N211 C212 179.7(3) . . . . ?
C21 C210 N211 C216 -63.1(4) . . . . ?
C217 N211 C212 C213 -71.2(5) . . . . ?
C216 N211 C212 C213 51.0(5) . . . . ?
C210 N211 C212 C213 169.4(4) . . . . ?
N211 C212 C213 O214 -57.4(6) . . . . ?
C212 C213 O214 C215 62.1(6) . . . . ?
C213 O214 C215 C216 -62.8(5) . . . . ?
O214 C215 C216 N211 58.1(5) . . . . ?
C217 N211 C216 C215 71.4(5) . . . . ?
C212 N211 C216 C215 -50.8(5) . . . . ?
C210 N211 C216 C215 -166.7(4) . . . . ?
C24 C23 C230 N231 95.4(5) . . . . ?
C22 C23 C230 N231 -87.5(5) . . . . ?
C23 C230 N231 C237 63.2(5) . . . . ?
C23 C230 N231 C236 -59.5(5) . . . . ?
C23 C230 N231 C232 -177.2(4) . . . . ?
C230 N231 C232 C233 169.1(4) . . . . ?
C237 N231 C232 C233 -70.7(5) . . . . ?
C236 N231 C232 C233 50.3(5) . . . . ?
N231 C232 C233 O234 -57.3(6) . . . . ?
C232 C233 O234 C235 63.2(6) . . . . ?
C233 O234 C235 C236 -64.2(6) . . . . ?
C230 N231 C236 C235 -167.0(4) . . . . ?
C237 N231 C236 C235 70.3(5) . . . . ?
C232 N231 C236 C235 -50.2(5) . . . . ?
O234 C235 C236 N231 58.8(5) . . . . ?
C24 C25 C250 N251 -98.1(4) . . . . ?
C26 C25 C250 N251 87.2(5) . . . . ?
C25 C250 N251 C257 -61.3(4) . . . . ?
C25 C250 N251 C256 178.2(3) . . . . ?
C25 C250 N251 C252 61.0(4) . . . . ?
C257 N251 C252 C253 -69.2(4) . . . . ?
C256 N251 C252 C253 52.1(4) . . . . ?
C250 N251 C252 C253 168.8(3) . . . . ?
N251 C252 C253 O254 -58.6(5) . . . . ?
C252 C253 O254 C255 61.7(4) . . . . ?
C253 O254 C255 C256 -60.5(5) . . . . ?
C257 N251 C256 C255 69.8(4) . . . . ?
C252 N251 C256 C255 -51.5(4) . . . . ?
C250 N251 C256 C255 -170.1(3) . . . . ?
O254 C255 C256 N251 56.6(5) . . . . ?

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
O01W H01A Br3 0.85 2.45 3.281(4) 166.7 .
O01W H01B Br3 0.85 2.47 3.317(4) 172.1 5_666
O02W H02A Br4 0.85 2.47 3.312(4) 174.1 .
O02W H02B Br4 0.85 2.47 3.318(4) 177.9 7_556
O03W H03A Br2 0.85 2.64 3.475(4) 166.8 .
O03W H03B Br1 0.85 2.69 3.450(4) 149.6 1_545
C110 H11A Br3 0.99 3.06 3.988(4) 157.0 5_666
C110 H11B Br6 0.99 2.84 3.707(5) 147.1 .
C110 H11B O13W 0.99 2.40 3.321(15) 153.7 .
C112 H11C Br3 0.99 2.87 3.839(6) 165.6 5_666
C112 H11D Br6 0.99 2.54 3.447(7) 151.9 .
C112 H11D Br6 0.99 3.09 3.923(7) 142.2 2_656
C113 H11E Br7 0.99 3.02 3.975(7) 161.5 .
C113 H11E O08W 0.99 2.60 3.503(13) 151.7 .
C115 H11G Br2 0.99 2.86 3.658(6) 138.6 1_565
C115 H11H Br7 0.99 3.11 4.044(6) 158.0 .
C116 H11I O01W 0.99 2.54 3.476(7) 158.1 .
C116 H11J Br1 0.99 2.93 3.898(5) 165.4 .
C117 H11K O13W 0.98 2.63 3.486(15) 145.7 .
C117 H11L Br7 0.98 2.72 3.673(6) 163.6 .
C130 H13A Br4 0.99 2.79 3.754(4) 166.2 7_556
C130 H13B Br3 0.99 2.79 3.765(4) 166.7 .
C132 H13C Br3 0.99 3.11 4.026(4) 154.9 .
C132 H13D O234 0.99 2.54 3.250(6) 128.6 7_556
C133 H13E Br5 0.99 3.08 4.037(4) 161.8 6_565
C133 H13F Br1 0.99 3.06 4.019(5) 163.6 7_566
C135 H13H O03W 0.99 2.54 3.335(6) 137.0 1_565
C136 H13I Br1 0.99 2.77 3.705(4) 157.6 .
C137 H13L Br1 0.98 3.11 3.919(5) 140.4 .
C137 H13M Br1 0.98 2.89 3.834(4) 161.3 7_566
C150 H15A Br5 0.99 2.70 3.662(4) 165.2 .
C150 H15B Br4 0.99 2.74 3.710(4) 165.4 .
C152 H15C Br5 0.99 3.13 4.010(4) 148.4 .
C153 H15E O254 0.99 2.57 3.201(5) 121.4 7_556
C153 H15F Br7 0.99 2.63 3.569(5) 158.0 4_546
C155 H15G Br5 0.99 3.04 3.788(4) 133.2 4_556
C155 H15G O05W 0.99 2.65 3.435(10) 136.7 1_565
C155 H15G O11W 0.99 2.55 3.470(9) 153.7 .
C156 H15I Br1 0.99 2.85 3.773(4) 155.7 .
C157 H15M Br1 0.98 3.07 3.889(4) 142.0 .
C210 H21A Br6 0.99 2.72 3.704(4) 175.8 .
C210 H21B Br3 0.99 2.77 3.751(4) 169.2 5_666
C212 H21C Br6 0.99 2.43 3.424(5) 177.8 2_656
C213 H21E O134 0.99 2.65 3.260(6) 120.1 5_666
C213 H21F Br5 0.99 2.91 3.900(5) 175.2 2_656
C215 H21G O10W 0.99 2.33 2.994(9) 124.0 .
C216 H21J Br2 0.99 3.07 3.975(5) 153.4 .
C216 H21J O09W 0.99 2.48 3.163(14) 126.1 .
C217 H21K Br2 0.98 2.98 3.846(5) 147.8 .
C230 H23A Br5 0.99 2.92 3.860(4) 158.6 .
C230 H23B Br4 0.99 3.14 4.075(4) 158.1 .
C232 H23C O154 0.99 2.66 3.307(6) 123.5 4_546
C232 H23D Br4 0.99 2.98 3.941(6) 164.3 .
C233 H23E O154 0.99 2.64 3.233(6) 119.0 4_546
C233 H23F Br5 0.99 3.12 3.787(5) 125.6 4_546
C235 H23G Br1 0.99 2.92 3.706(5) 137.3 1_545
C236 H23I Br2 0.99 2.93 3.898(4) 166.0 .
C236 H23J O02W 0.99 2.60 3.535(6) 157.6 7_556
C237 H23K Br7 0.98 3.12 4.033(6) 154.9 1_545
C237 H23L O09W 0.98 2.23 2.811(17) 116.6 .
C237 H23M O214 0.98 2.43 3.135(6) 128.6 2_656
C250 H25A Br3 0.99 2.89 3.845(5) 161.6 .
C250 H25B Br4 0.99 2.91 3.863(4) 163.1 7_556
C252 H25D Br2 0.99 2.75 3.679(4) 157.4 .
C253 H25F O03W 0.99 2.49 3.299(6) 138.4 .
C255 H25H Br2 0.99 3.05 4.005(5) 163.2 5_656
C256 H25I O114 0.99 2.56 3.268(6) 128.0 5_666
C256 H25J Br4 0.99 3.05 3.987(4) 159.3 7_556
C257 H25K Br2 0.98 3.12 3.913(5) 139.2 .
C257 H25L Br2 0.98 2.95 3.890(4) 162.0 5_656

_refine_diff_density_max         1.636
_refine_diff_density_min         -1.463
_refine_diff_density_rms         0.103

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3TEA_190718

_database_code_depnum_ccdc_archive 'CCDC 1984411'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

# Start Validation Reply Form

_vrf_PLAT971_3TEA_190718         
;
PROBLEM: Check Calcd Resid. Dens.  0.49A   From O13W            4.46 eA-3  
          
RESPONSE: The structure is significantly disordered.
          Could be result of an unresolved minor disorder.
;

_vrf_PLAT972_3TEA_190718         
;
PROBLEM: Check Calcd Resid. Dens.  0.88A   From Br6            -4.11 eA-3
          
RESPONSE: This could not be modelled as it is too close to the atom
          and no twinnig was observed.
;

_vrf_PLAT975_3TEA_190718         
;
PROBLEM: Check Calcd Resid. Dens.  1.04A   From O01W            2.28 eA-3   
          
RESPONSE: Could be result of the unresolved minor disorder.
;

# End Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H54 N3, 3(Br), 5(H2 O)'
_chemical_formula_sum            'C27 H64 Br3 N3 O5'
_chemical_formula_weight         750.54

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.7042(1)
_cell_length_b                   25.8169(1)
_cell_length_c                   18.0462(1)
_cell_angle_alpha                90
_cell_angle_beta                 105.02
_cell_angle_gamma                90
_cell_volume                     7516.45(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    76467
_cell_measurement_theta_min      3.047
_cell_measurement_theta_max      67.246
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0549505
_diffrn_orient_matrix_UB_12      0.0039279
_diffrn_orient_matrix_UB_13      -0.0827731
_diffrn_orient_matrix_UB_21      -0.0241751
_diffrn_orient_matrix_UB_22      -0.0573977
_diffrn_orient_matrix_UB_23      0.0028169
_diffrn_orient_matrix_UB_31      -0.0742726
_diffrn_orient_matrix_UB_32      0.0157845
_diffrn_orient_matrix_UB_33      0.0308891

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             3136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.189
_exptl_absorpt_coefficient_mu    4.248
_shelx_estimated_absorpt_T_min   0.350
_shelx_estimated_absorpt_T_max   0.501
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.403
_exptl_absorpt_correction_T_max  0.549
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            159274
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.214
_diffrn_reflns_theta_max         67.308
_diffrn_reflns_theta_full        67.308
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13442
_reflns_number_gt                11726
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+50.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13442
_refine_ls_number_parameters     714
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1255
_refine_ls_R_factor_gt           0.1152
_refine_ls_wR_factor_ref         0.2613
_refine_ls_wR_factor_gt          0.2551
_refine_ls_goodness_of_fit_ref   1.659
_refine_ls_restrained_S_all      1.669
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.59860(5) 0.18135(4) 0.58965(5) 0.0411(2) Uani 1 1 d . . . . .
Br2 Br 0.05306(6) 0.18178(4) 0.45664(5) 0.0415(2) Uani 1 1 d . . . . .
Br3 Br 0.42008(6) 0.32795(4) 0.38977(6) 0.0545(3) Uani 1 1 d . . . . .
Br4 Br 0.26742(8) 0.19648(5) 0.75712(7) 0.0588(3) Uani 1 1 d . . . . .
Br5 Br 0.24079(11) 0.50619(5) 0.25905(9) 0.0574(4) Uani 0.724(2) 1 d . . P A 1
Br6 Br 0.27622(12) -0.01248(7) -0.20008(17) 0.0896(7) Uani 0.696(2) 1 d . . P B
1
Br5' Br 0.1051(3) 0.49187(13) 0.1273(3) 0.0574(4) Uani 0.276(2) 1 d . . P A 2
Br6' Br 0.2213(3) -0.02149(17) -0.3049(4) 0.0896(7) Uani 0.304(2) 1 d . . P B 2
C11 C 0.3247(4) 0.2352(3) 0.1773(4) 0.0190(13) Uani 1 1 d . U . . .
C12 C 0.2611(4) 0.2103(3) 0.1234(4) 0.0197(13) Uani 1 1 d . . . . .
H12 H 0.2196 0.2303 0.0893 0.024 Uiso 1 1 calc R U . . .
C13 C 0.2581(4) 0.1563(3) 0.1195(4) 0.0207(13) Uani 1 1 d . . . . .
C14 C 0.3177(4) 0.1274(3) 0.1706(4) 0.0222(14) Uani 1 1 d . . . . .
H14 H 0.3157 0.0907 0.1677 0.027 Uiso 1 1 calc R U . . .
C15 C 0.3804(4) 0.1513(3) 0.2259(4) 0.0213(14) Uani 1 1 d . . . . .
C16 C 0.3826(4) 0.2052(3) 0.2289(4) 0.0206(14) Uani 1 1 d . . . . .
H16 H 0.4246 0.2219 0.2671 0.025 Uiso 1 1 calc R U . . .
N110 N 0.3686(3) 0.3216(2) 0.1292(3) 0.0226(12) Uani 1 1 d . . . . .
C110 C 0.3269(4) 0.2934(3) 0.1836(4) 0.0214(14) Uani 1 1 d . . . . .
H11A H 0.3562 0.3029 0.2369 0.026 Uiso 1 1 calc R U . . .
H11B H 0.2692 0.3062 0.1741 0.026 Uiso 1 1 calc R U . . .
C111 C 0.3162(5) 0.3136(3) 0.0466(4) 0.0265(15) Uani 1 1 d . . . . .
H11C H 0.3236 0.2775 0.0314 0.032 Uiso 1 1 calc R U . . .
H11D H 0.2571 0.3181 0.0458 0.032 Uiso 1 1 calc R U . . .
C112 C 0.3354(5) 0.3492(3) -0.0127(5) 0.0383(19) Uani 1 1 d . . . . .
H11I H 0.2988 0.3410 -0.0632 0.057 Uiso 1 1 calc R U . . .
H11J H 0.3266 0.3852 0.0005 0.057 Uiso 1 1 calc R U . . .
H11K H 0.3932 0.3445 -0.0139 0.057 Uiso 1 1 calc R U . . .
C113 C 0.3747(5) 0.3783(3) 0.1508(5) 0.0363(18) Uani 1 1 d . . . . .
H11E H 0.4073 0.3815 0.2049 0.044 Uiso 1 1 calc R U . . .
H11F H 0.4058 0.3965 0.1186 0.044 Uiso 1 1 calc R U . . .
C114 C 0.2929(6) 0.4054(3) 0.1420(6) 0.045(2) Uani 1 1 d . . . . .
H11L H 0.3027 0.4418 0.1571 0.067 Uiso 1 1 calc R U . . .
H11M H 0.2606 0.4035 0.0883 0.067 Uiso 1 1 calc R U . . .
H11N H 0.2622 0.3885 0.1747 0.067 Uiso 1 1 calc R U . . .
C115 C 0.4541(4) 0.2996(3) 0.1333(5) 0.0321(17) Uani 1 1 d . . . . .
H11G H 0.4489 0.2617 0.1245 0.039 Uiso 1 1 calc R U . . .
H11H H 0.4744 0.3148 0.0911 0.039 Uiso 1 1 calc R U . . .
C116 C 0.5183(5) 0.3092(4) 0.2083(5) 0.048(2) Uani 1 1 d . . . . .
H11O H 0.5712 0.2938 0.2060 0.073 Uiso 1 1 calc R U . . .
H11P H 0.5253 0.3466 0.2170 0.073 Uiso 1 1 calc R U . . .
H11Q H 0.4998 0.2934 0.2504 0.073 Uiso 1 1 calc R U . . .
N130 N 0.2017(4) 0.1181(2) -0.0152(3) 0.0233(12) Uani 1 1 d . . . . .
C130 C 0.1866(4) 0.1302(3) 0.0630(4) 0.0245(15) Uani 1 1 d . U . . .
H13A H 0.1372 0.1528 0.0551 0.029 Uiso 1 1 calc R U . . .
H13B H 0.1737 0.0975 0.0860 0.029 Uiso 1 1 calc R U . . .
C131 C 0.2725(5) 0.0797(3) -0.0079(4) 0.0312(17) Uani 1 1 d . . . . .
H13C H 0.2839 0.0761 -0.0588 0.037 Uiso 1 1 calc R U . . .
H13D H 0.3227 0.0946 0.0275 0.037 Uiso 1 1 calc R U . . .
C132 C 0.2587(7) 0.0267(3) 0.0205(5) 0.049(2) Uani 1 1 d . . . . .
H13I H 0.3077 0.0052 0.0231 0.074 Uiso 1 1 calc R U . . .
H13J H 0.2492 0.0294 0.0717 0.074 Uiso 1 1 calc R U . . .
H13K H 0.2103 0.0109 -0.0148 0.074 Uiso 1 1 calc R U . . .
C133 C 0.1203(5) 0.0959(3) -0.0636(4) 0.0310(16) Uani 1 1 d . U . . .
H13E H 0.1058 0.0651 -0.0372 0.037 Uiso 1 1 calc R U . . .
H13F H 0.0760 0.1219 -0.0669 0.037 Uiso 1 1 calc R U . . .
C134 C 0.1222(6) 0.0806(3) -0.1438(4) 0.040(2) Uani 1 1 d . . . . .
H13L H 0.0680 0.0668 -0.1712 0.060 Uiso 1 1 calc R U . . .
H13M H 0.1350 0.1111 -0.1710 0.060 Uiso 1 1 calc R U . . .
H13N H 0.1648 0.0541 -0.1413 0.060 Uiso 1 1 calc R U . . .
C135 C 0.2265(4) 0.1663(3) -0.0519(4) 0.0231(14) Uani 1 1 d . . . . .
H13G H 0.2760 0.1815 -0.0160 0.028 Uiso 1 1 calc R U . . .
H13H H 0.2428 0.1558 -0.0988 0.028 Uiso 1 1 calc R U . . .
C136 C 0.1608(5) 0.2080(3) -0.0736(4) 0.0304(16) Uani 1 1 d . U . . .
H13O H 0.1826 0.2373 -0.0968 0.046 Uiso 1 1 calc R U . . .
H13P H 0.1119 0.1939 -0.1106 0.046 Uiso 1 1 calc R U . . .
H13Q H 0.1452 0.2196 -0.0276 0.046 Uiso 1 1 calc R U . . .
N150 N 0.5234(4) 0.1084(2) 0.2699(4) 0.0298(14) Uani 1 1 d . . . . .
C150 C 0.4397(4) 0.1189(3) 0.2854(4) 0.0262(15) Uani 1 1 d . . . . .
H15A H 0.4128 0.0852 0.2897 0.031 Uiso 1 1 calc R U . . .
H15B H 0.4491 0.1365 0.3356 0.031 Uiso 1 1 calc R U . . .
C151 C 0.5672(5) 0.1602(3) 0.2681(6) 0.0390(19) Uani 1 1 d . . . . .
H15C H 0.5645 0.1803 0.3141 0.047 Uiso 1 1 calc R U . . .
H15D H 0.5362 0.1799 0.2226 0.047 Uiso 1 1 calc R U . . .
C152 C 0.6585(5) 0.1566(4) 0.2657(7) 0.058(3) Uani 1 1 d . . . . .
H15I H 0.6811 0.1915 0.2647 0.086 Uiso 1 1 calc R U . . .
H15J H 0.6905 0.1381 0.3113 0.086 Uiso 1 1 calc R U . . .
H15K H 0.6621 0.1377 0.2195 0.086 Uiso 1 1 calc R U . . .
C153 C 0.5724(6) 0.0734(4) 0.3330(5) 0.043(2) Uani 1 1 d . . . . .
H15E H 0.6231 0.0619 0.3189 0.052 Uiso 1 1 calc R U . . .
H15F H 0.5389 0.0422 0.3356 0.052 Uiso 1 1 calc R U . . .
C154 C 0.5979(7) 0.0981(4) 0.4125(6) 0.060(3) Uani 1 1 d . . . . .
H15L H 0.6291 0.0730 0.4495 0.090 Uiso 1 1 calc R U . . .
H15M H 0.6326 0.1285 0.4111 0.090 Uiso 1 1 calc R U . . .
H15N H 0.5482 0.1088 0.4278 0.090 Uiso 1 1 calc R U . . .
C155 C 0.5137(5) 0.0820(3) 0.1927(5) 0.0349(18) Uani 1 1 d . . . . .
H15G H 0.4782 0.1040 0.1524 0.042 Uiso 1 1 calc R U . . .
H15H H 0.5689 0.0799 0.1821 0.042 Uiso 1 1 calc R U . . .
C156 C 0.4767(6) 0.0281(3) 0.1862(5) 0.042(2) Uani 1 1 d . . . . .
H15O H 0.4729 0.0143 0.1349 0.063 Uiso 1 1 calc R U . . .
H15P H 0.5122 0.0055 0.2248 0.063 Uiso 1 1 calc R U . . .
H15Q H 0.4213 0.0297 0.1949 0.063 Uiso 1 1 calc R U . . .
C21 C 0.1888(4) 0.2292(3) 0.3166(4) 0.0210(14) Uani 1 1 d . . . . .
C22 C 0.2516(4) 0.2048(3) 0.3717(4) 0.0228(14) Uani 1 1 d . U . . .
H22 H 0.2930 0.2252 0.4050 0.027 Uiso 1 1 calc R U . . .
C23 C 0.2547(4) 0.1512(3) 0.3789(4) 0.0223(14) Uani 1 1 d . U . . .
C24 C 0.1945(4) 0.1215(3) 0.3283(4) 0.0251(15) Uani 1 1 d . . . . .
H24 H 0.1965 0.0848 0.3324 0.030 Uiso 1 1 calc R U . . .
C25 C 0.1318(4) 0.1446(3) 0.2724(4) 0.0227(14) Uani 1 1 d . . . . .
C26 C 0.1306(4) 0.1983(3) 0.2662(4) 0.0220(14) Uani 1 1 d . . . . .
H26 H 0.0892 0.2143 0.2268 0.026 Uiso 1 1 calc R U . . .
N210 N 0.1422(4) 0.3179(2) 0.3544(3) 0.0249(13) Uani 1 1 d D . . . .
C210 C 0.1888(4) 0.2871(3) 0.3072(4) 0.0259(15) Uani 1 1 d . . . . .
H21A H 0.1646 0.2953 0.2523 0.031 Uiso 1 1 calc R U . . .
H21B H 0.2471 0.2991 0.3206 0.031 Uiso 1 1 calc R U . . .
C211 C 0.1794(5) 0.3097(3) 0.4403(5) 0.040(2) Uani 1 1 d D . . . .
H21C H 0.1400 0.3248 0.4668 0.048 Uiso 0.625(14) 1 calc R U P C 1
H21D H 0.1798 0.2718 0.4494 0.048 Uiso 0.625(14) 1 calc R U P C 1
H21R H 0.1561 0.2769 0.4543 0.048 Uiso 0.375(14) 1 calc R U P C 2
H21S H 0.2396 0.3040 0.4480 0.048 Uiso 0.375(14) 1 calc R U P C 2
C212 C 0.2579(8) 0.3280(6) 0.4777(7) 0.041(3) Uani 0.625(14) 1 d D . P C 1
H21I H 0.2704 0.3189 0.5322 0.061 Uiso 0.625(14) 1 calc R U P C 1
H21J H 0.2993 0.3124 0.4548 0.061 Uiso 0.625(14) 1 calc R U P C 1
H21K H 0.2592 0.3658 0.4724 0.061 Uiso 0.625(14) 1 calc R U P C 1
C22' C 0.1699(14) 0.3475(8) 0.4937(10) 0.041(3) Uani 0.375(14) 1 d D . P C 2
H22A H 0.1975 0.3358 0.5457 0.061 Uiso 0.375(14) 1 calc R U P C 2
H22B H 0.1949 0.3801 0.4831 0.061 Uiso 0.375(14) 1 calc R U P C 2
H22C H 0.1108 0.3529 0.4894 0.061 Uiso 0.375(14) 1 calc R U P C 2
C213 C 0.1472(6) 0.3743(3) 0.3335(6) 0.052(3) Uani 1 1 d D . . . .
H21E H 0.2067 0.3830 0.3432 0.063 Uiso 0.696(2) 1 calc R U P B 1
H21F H 0.1230 0.3772 0.2775 0.063 Uiso 0.696(2) 1 calc R U P B 1
H21T H 0.1204 0.3766 0.2778 0.063 Uiso 0.304(2) 1 calc R U P B 2
H21U H 0.1103 0.3930 0.3594 0.063 Uiso 0.304(2) 1 calc R U P B 2
C214 C 0.1115(9) 0.4120(5) 0.3675(9) 0.051(3) Uani 0.696(2) 1 d D . P B 1
H21L H 0.1210 0.4459 0.3469 0.076 Uiso 0.696(2) 1 calc R U P B 1
H21M H 0.0517 0.4057 0.3569 0.076 Uiso 0.696(2) 1 calc R U P B 1
H21N H 0.1361 0.4115 0.4230 0.076 Uiso 0.696(2) 1 calc R U P B 1
C24' C 0.2168(15) 0.4033(9) 0.345(2) 0.051(3) Uani 0.304(2) 1 d D . P B 2
H24A H 0.2022 0.4385 0.3263 0.076 Uiso 0.304(2) 1 calc R U P B 2
H24B H 0.2442 0.4045 0.4003 0.076 Uiso 0.304(2) 1 calc R U P B 2
H24C H 0.2544 0.3879 0.3178 0.076 Uiso 0.304(2) 1 calc R U P B 2
C215 C 0.0533(5) 0.3007(4) 0.3374(5) 0.042(2) Uani 1 1 d . U . . .
H21G H 0.0262 0.3190 0.3725 0.050 Uiso 1 1 calc R U . . .
H21H H 0.0521 0.2632 0.3484 0.050 Uiso 1 1 calc R U . . .
C216 C 0.0028(6) 0.3102(5) 0.2547(7) 0.073(4) Uani 1 1 d . . . . .
H21O H -0.0541 0.2979 0.2484 0.110 Uiso 1 1 calc R U . . .
H21P H 0.0021 0.3474 0.2434 0.110 Uiso 1 1 calc R U . . .
H21Q H 0.0280 0.2914 0.2193 0.110 Uiso 1 1 calc R U . . .
N230 N 0.3095(4) 0.1145(2) 0.5144(3) 0.0258(13) Uani 1 1 d . . . . .
C230 C 0.3257(4) 0.1254(3) 0.4364(4) 0.0261(15) Uani 1 1 d . U . . .
H23A H 0.3753 0.1478 0.4442 0.031 Uiso 1 1 calc R U . . .
H23B H 0.3386 0.0922 0.4145 0.031 Uiso 1 1 calc R U . . .
C231 C 0.2361(5) 0.0782(3) 0.5071(4) 0.0284(16) Uani 1 1 d . . . . .
H23C H 0.2244 0.0752 0.5579 0.034 Uiso 1 1 calc R U . . .
H23D H 0.1869 0.0940 0.4716 0.034 Uiso 1 1 calc R U . . .
C232 C 0.2479(7) 0.0244(3) 0.4785(5) 0.049(2) Uani 1 1 d . . . . .
H23I H 0.1980 0.0037 0.4756 0.073 Uiso 1 1 calc R U . . .
H23J H 0.2580 0.0267 0.4275 0.073 Uiso 1 1 calc R U . . .
H23K H 0.2955 0.0078 0.5140 0.073 Uiso 1 1 calc R U . . .
C233 C 0.3891(5) 0.0910(3) 0.5633(4) 0.0346(18) Uani 1 1 d . . . . .
H23E H 0.4346 0.1163 0.5678 0.041 Uiso 1 1 calc R U . . .
H23F H 0.4029 0.0600 0.5367 0.041 Uiso 1 1 calc R U . . .
C234 C 0.3849(5) 0.0754(3) 0.6435(4) 0.0379(19) Uani 1 1 d . U . . .
H23L H 0.4383 0.0606 0.6714 0.057 Uiso 1 1 calc R U . . .
H23M H 0.3728 0.1059 0.6709 0.057 Uiso 1 1 calc R U . . .
H23N H 0.3411 0.0495 0.6398 0.057 Uiso 1 1 calc R U . . .
C235 C 0.2869(4) 0.1638(3) 0.5501(4) 0.0260(15) Uani 1 1 d . . . . .
H23G H 0.2713 0.1545 0.5977 0.031 Uiso 1 1 calc R U . . .
H23H H 0.2375 0.1792 0.5143 0.031 Uiso 1 1 calc R U . . .
C236 C 0.3546(5) 0.2047(3) 0.5695(5) 0.0378(19) Uani 1 1 d . . . . .
H23O H 0.3344 0.2349 0.5921 0.057 Uiso 1 1 calc R U . . .
H23P H 0.4034 0.1904 0.6062 0.057 Uiso 1 1 calc R U . . .
H23Q H 0.3696 0.2151 0.5226 0.057 Uiso 1 1 calc R U . . .
N250 N -0.0115(4) 0.1011(2) 0.2340(4) 0.0284(13) Uani 1 1 d . . . . .
C250 C 0.0712(4) 0.1116(3) 0.2149(4) 0.0266(15) Uani 1 1 d . . . . .
H25A H 0.0979 0.0780 0.2102 0.032 Uiso 1 1 calc R U . . .
H25B H 0.0596 0.1289 0.1642 0.032 Uiso 1 1 calc R U . . .
C251 C -0.0528(5) 0.1530(3) 0.2394(5) 0.0367(18) Uani 1 1 d . . . . .
H25C H -0.0534 0.1733 0.1927 0.044 Uiso 1 1 calc R U . . .
H25D H -0.0185 0.1722 0.2838 0.044 Uiso 1 1 calc R U . . .
C252 C -0.1417(6) 0.1501(4) 0.2480(8) 0.065(3) Uani 1 1 d . . . . .
H25I H -0.1629 0.1852 0.2509 0.098 Uiso 1 1 calc R U . . .
H25J H -0.1770 0.1322 0.2035 0.098 Uiso 1 1 calc R U . . .
H25K H -0.1420 0.1311 0.2949 0.098 Uiso 1 1 calc R U . . .
C253 C -0.0642(6) 0.0668(3) 0.1718(5) 0.044(2) Uani 1 1 d . . . . .
H25E H -0.0313 0.0359 0.1656 0.052 Uiso 1 1 calc R U . . .
H25F H -0.1128 0.0546 0.1887 0.052 Uiso 1 1 calc R U . . .
C254 C -0.0945(8) 0.0931(5) 0.0946(6) 0.076(4) Uani 1 1 d . . . . .
H25L H -0.1279 0.0687 0.0577 0.113 Uiso 1 1 calc R U . . .
H25M H -0.1284 0.1232 0.0998 0.113 Uiso 1 1 calc R U . . .
H25N H -0.0469 0.1045 0.0766 0.113 Uiso 1 1 calc R U . . .
C255 C 0.0010(5) 0.0734(3) 0.3108(5) 0.0357(18) Uani 1 1 d . . . . .
H25G H -0.0532 0.0712 0.3233 0.043 Uiso 1 1 calc R U . . .
H25H H 0.0380 0.0948 0.3510 0.043 Uiso 1 1 calc R U . . .
C256 C 0.0375(6) 0.0190(4) 0.3140(6) 0.047(2) Uani 1 1 d . . . . .
H25O H 0.0432 0.0042 0.3652 0.071 Uiso 1 1 calc R U . . .
H25P H 0.0005 -0.0029 0.2755 0.071 Uiso 1 1 calc R U . . .
H25Q H 0.0920 0.0207 0.3033 0.071 Uiso 1 1 calc R U . . .
O01W O 0.4625(3) 0.18253(17) 0.04210(18) 0.0322(12) Uani 1 1 d DG . . . .
H01A H 0.4386 0.2011 0.0038 0.048 Uiso 1 1 d G U . . .
H01B H 0.4663 0.1518 0.0264 0.048 Uiso 1 1 d G U . . .
O02W O 0.5156(3) 0.29985(16) 0.57585(19) 0.0406(14) Uani 1 1 d G . . . .
H02A H 0.5363 0.2696 0.5786 0.061 Uiso 1 1 d G U . . .
H02B H 0.4919 0.3063 0.5291 0.061 Uiso 1 1 d G U . . .
O03W O 0.48156(18) 0.20684(12) 0.41706(16) 0.0386(13) Uani 1 1 d G . . . .
H03A H 0.5114 0.2020 0.4624 0.058 Uiso 1 1 d G U . . .
H03B H 0.4671 0.2385 0.4126 0.058 Uiso 1 1 d G U . . .
O04W O 0.1743(3) 0.08665(19) 0.6814(2) 0.087(3) Uani 1 1 d G . . . .
H04A H 0.2011 0.1128 0.7035 0.130 Uiso 1 1 d G U . . .
H04B H 0.1983 0.0594 0.7026 0.130 Uiso 1 1 d G U . . .
O05W O 0.0339(3) 0.0828(2) 0.5655(3) 0.077(2) Uani 1 1 d G . . . .
H05A H 0.0773 0.0829 0.6027 0.115 Uiso 1 1 d G U . . .
H05B H 0.0368 0.1081 0.5361 0.115 Uiso 1 1 d G U . . .
O06W O 0.3877(5) 0.2399(3) -0.0772(5) 0.067(3) Uani 0.75 1 d D . P . .
O07W O 0.1521(9) 0.2533(4) 0.5993(6) 0.078(3) Uani 0.75 1 d . . P . .
O08W O 0.3889(7) 0.0923(5) -0.1606(5) 0.062(3) Uani 0.6667 1 d . . P . .
O09W O 0.0881(8) 0.4434(6) 0.1460(9) 0.060(4) Uani 0.5 1 d . U P D 1
O10W O 0.4743(9) 0.0839(6) -0.0089(8) 0.058(4) Uani 0.5 1 d . . P . .
O11W O 0.0804(4) -0.0152(5) 0.5290(8) 0.062(4) Uani 0.5 1 d D . P . .
O12W O 0.4142(8) 0.4558(5) 0.3609(10) 0.065(4) Uani 0.5 1 d . U P . .
O13W O 0.0000 0.0000 0.0000 0.0351(17) Uiso 1 2 d S . P . .
O14W O 0.0297(9) 0.5252(6) 0.0542(9) 0.030(3) Uiso 0.3333 1 d . . P E 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C11 C16 1.391(9) . ?
C11 C12 1.396(9) . ?
C11 C110 1.508(9) . ?
C12 C13 1.396(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(10) . ?
C13 C130 1.513(9) . ?
C14 C15 1.390(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(10) . ?
C15 C150 1.511(9) . ?
C16 H16 0.9500 . ?
N110 C113 1.513(9) . ?
N110 C115 1.522(9) . ?
N110 C110 1.527(9) . ?
N110 C111 1.534(9) . ?
C110 H11A 0.9900 . ?
C110 H11B 0.9900 . ?
C111 C112 1.505(10) . ?
C111 H11C 0.9900 . ?
C111 H11D 0.9900 . ?
C112 H11I 0.9800 . ?
C112 H11J 0.9800 . ?
C112 H11K 0.9800 . ?
C113 C114 1.506(12) . ?
C113 H11E 0.9900 . ?
C113 H11F 0.9900 . ?
C114 H11L 0.9800 . ?
C114 H11M 0.9800 . ?
C114 H11N 0.9800 . ?
C115 C116 1.514(11) . ?
C115 H11G 0.9900 . ?
C115 H11H 0.9900 . ?
C116 H11O 0.9800 . ?
C116 H11P 0.9800 . ?
C116 H11Q 0.9800 . ?
N130 C135 1.517(9) . ?
N130 C131 1.522(9) . ?
N130 C133 1.524(9) . ?
N130 C130 1.530(9) . ?
C130 H13A 0.9900 . ?
C130 H13B 0.9900 . ?
C131 C132 1.499(12) . ?
C131 H13C 0.9900 . ?
C131 H13D 0.9900 . ?
C132 H13I 0.9800 . ?
C132 H13J 0.9800 . ?
C132 H13K 0.9800 . ?
C133 C134 1.509(11) . ?
C133 H13E 0.9900 . ?
C133 H13F 0.9900 . ?
C134 H13L 0.9800 . ?
C134 H13M 0.9800 . ?
C134 H13N 0.9800 . ?
C135 C136 1.515(10) . ?
C135 H13G 0.9900 . ?
C135 H13H 0.9900 . ?
C136 H13O 0.9800 . ?
C136 H13P 0.9800 . ?
C136 H13Q 0.9800 . ?
N150 C153 1.516(10) . ?
N150 C150 1.520(9) . ?
N150 C155 1.521(10) . ?
N150 C151 1.530(10) . ?
C150 H15A 0.9900 . ?
C150 H15B 0.9900 . ?
C151 C152 1.541(11) . ?
C151 H15C 0.9900 . ?
C151 H15D 0.9900 . ?
C152 H15I 0.9800 . ?
C152 H15J 0.9800 . ?
C152 H15K 0.9800 . ?
C153 C154 1.527(13) . ?
C153 H15E 0.9900 . ?
C153 H15F 0.9900 . ?
C154 H15L 0.9800 . ?
C154 H15M 0.9800 . ?
C154 H15N 0.9800 . ?
C155 C156 1.513(12) . ?
C155 H15G 0.9900 . ?
C155 H15H 0.9900 . ?
C156 H15O 0.9800 . ?
C156 H15P 0.9800 . ?
C156 H15Q 0.9800 . ?
C21 C22 1.395(10) . ?
C21 C26 1.397(9) . ?
C21 C210 1.504(10) . ?
C22 C23 1.390(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.399(10) . ?
C23 C230 1.513(9) . ?
C24 C25 1.386(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(10) . ?
C25 C250 1.511(10) . ?
C26 H26 0.9500 . ?
N210 C215 1.504(10) . ?
N210 C213 1.511(10) . ?
N210 C210 1.520(9) . ?
N210 C211 1.528(9) . ?
C210 H21A 0.9900 . ?
C210 H21B 0.9900 . ?
C211 C212 1.394(14) . ?
C211 C22' 1.410(15) . ?
C211 H21C 0.9900 . ?
C211 H21D 0.9900 . ?
C211 H21R 0.9900 . ?
C211 H21S 0.9900 . ?
C212 H21I 0.9800 . ?
C212 H21J 0.9800 . ?
C212 H21K 0.9800 . ?
C22' H22A 0.9800 . ?
C22' H22B 0.9800 . ?
C22' H22C 0.9800 . ?
C213 C24' 1.352(16) . ?
C213 C214 1.368(15) . ?
C213 H21E 0.9900 . ?
C213 H21F 0.9900 . ?
C213 H21T 0.9900 . ?
C213 H21U 0.9900 . ?
C214 H21L 0.9800 . ?
C214 H21M 0.9800 . ?
C214 H21N 0.9800 . ?
C24' H24A 0.9800 . ?
C24' H24B 0.9800 . ?
C24' H24C 0.9800 . ?
C215 C216 1.532(14) . ?
C215 H21G 0.9900 . ?
C215 H21H 0.9900 . ?
C216 H21O 0.9800 . ?
C216 H21P 0.9800 . ?
C216 H21Q 0.9800 . ?
N230 C235 1.517(9) . ?
N230 C233 1.519(9) . ?
N230 C231 1.522(9) . ?
N230 C230 1.525(9) . ?
C230 H23A 0.9900 . ?
C230 H23B 0.9900 . ?
C231 C232 1.512(11) . ?
C231 H23C 0.9900 . ?
C231 H23D 0.9900 . ?
C232 H23I 0.9800 . ?
C232 H23J 0.9800 . ?
C232 H23K 0.9800 . ?
C233 C234 1.521(11) . ?
C233 H23E 0.9900 . ?
C233 H23F 0.9900 . ?
C234 H23L 0.9800 . ?
C234 H23M 0.9800 . ?
C234 H23N 0.9800 . ?
C235 C236 1.521(10) . ?
C235 H23G 0.9900 . ?
C235 H23H 0.9900 . ?
C236 H23O 0.9800 . ?
C236 H23P 0.9800 . ?
C236 H23Q 0.9800 . ?
N250 C253 1.519(10) . ?
N250 C251 1.523(10) . ?
N250 C255 1.525(10) . ?
N250 C250 1.532(9) . ?
C250 H25A 0.9900 . ?
C250 H25B 0.9900 . ?
C251 C252 1.533(12) . ?
C251 H25C 0.9900 . ?
C251 H25D 0.9900 . ?
C252 H25I 0.9800 . ?
C252 H25J 0.9800 . ?
C252 H25K 0.9800 . ?
C253 C254 1.514(14) . ?
C253 H25E 0.9900 . ?
C253 H25F 0.9900 . ?
C254 H25L 0.9800 . ?
C254 H25M 0.9800 . ?
C254 H25N 0.9800 . ?
C255 C256 1.527(12) . ?
C255 H25G 0.9900 . ?
C255 H25H 0.9900 . ?
C256 H25O 0.9800 . ?
C256 H25P 0.9800 . ?
C256 H25Q 0.9800 . ?
O01W H01A 0.8500 . ?
O01W H01B 0.8502 . ?
O02W H02A 0.8500 . ?
O02W H02B 0.8499 . ?
O03W H03A 0.8500 . ?
O03W H03B 0.8500 . ?
O04W H04A 0.8499 . ?
O04W H04B 0.8500 . ?
O05W H05A 0.8500 . ?
O05W H05B 0.8500 . ?

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
_geom_angle_publ_flag
C16 C11 C12 118.8(6) . . ?
C16 C11 C110 120.3(6) . . ?
C12 C11 C110 120.7(6) . . ?
C13 C12 C11 120.3(6) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.6(6) . . ?
C14 C13 C130 120.9(6) . . ?
C12 C13 C130 119.3(6) . . ?
C13 C14 C15 121.1(6) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 118.6(6) . . ?
C14 C15 C150 119.8(6) . . ?
C16 C15 C150 121.4(6) . . ?
C11 C16 C15 121.6(6) . . ?
C11 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C113 N110 C115 110.5(6) . . ?
C113 N110 C110 107.9(6) . . ?
C115 N110 C110 111.7(5) . . ?
C113 N110 C111 111.3(6) . . ?
C115 N110 C111 106.8(5) . . ?
C110 N110 C111 108.7(5) . . ?
C11 C110 N110 115.6(5) . . ?
C11 C110 H11A 108.4 . . ?
N110 C110 H11A 108.4 . . ?
C11 C110 H11B 108.4 . . ?
N110 C110 H11B 108.4 . . ?
H11A C110 H11B 107.4 . . ?
C112 C111 N110 115.9(6) . . ?
C112 C111 H11C 108.3 . . ?
N110 C111 H11C 108.3 . . ?
C112 C111 H11D 108.3 . . ?
N110 C111 H11D 108.3 . . ?
H11C C111 H11D 107.4 . . ?
C111 C112 H11I 109.5 . . ?
C111 C112 H11J 109.5 . . ?
H11I C112 H11J 109.5 . . ?
C111 C112 H11K 109.5 . . ?
H11I C112 H11K 109.5 . . ?
H11J C112 H11K 109.5 . . ?
C114 C113 N110 115.0(6) . . ?
C114 C113 H11E 108.5 . . ?
N110 C113 H11E 108.5 . . ?
C114 C113 H11F 108.5 . . ?
N110 C113 H11F 108.5 . . ?
H11E C113 H11F 107.5 . . ?
C113 C114 H11L 109.5 . . ?
C113 C114 H11M 109.5 . . ?
H11L C114 H11M 109.5 . . ?
C113 C114 H11N 109.5 . . ?
H11L C114 H11N 109.5 . . ?
H11M C114 H11N 109.5 . . ?
C116 C115 N110 114.8(7) . . ?
C116 C115 H11G 108.6 . . ?
N110 C115 H11G 108.6 . . ?
C116 C115 H11H 108.6 . . ?
N110 C115 H11H 108.6 . . ?
H11G C115 H11H 107.5 . . ?
C115 C116 H11O 109.5 . . ?
C115 C116 H11P 109.5 . . ?
H11O C116 H11P 109.5 . . ?
C115 C116 H11Q 109.5 . . ?
H11O C116 H11Q 109.5 . . ?
H11P C116 H11Q 109.5 . . ?
C135 N130 C131 106.1(5) . . ?
C135 N130 C133 111.3(5) . . ?
C131 N130 C133 111.3(6) . . ?
C135 N130 C130 111.4(5) . . ?
C131 N130 C130 111.3(5) . . ?
C133 N130 C130 105.6(5) . . ?
C13 C130 N130 115.0(6) . . ?
C13 C130 H13A 108.5 . . ?
N130 C130 H13A 108.5 . . ?
C13 C130 H13B 108.5 . . ?
N130 C130 H13B 108.5 . . ?
H13A C130 H13B 107.5 . . ?
C132 C131 N130 116.1(7) . . ?
C132 C131 H13C 108.3 . . ?
N130 C131 H13C 108.3 . . ?
C132 C131 H13D 108.3 . . ?
N130 C131 H13D 108.3 . . ?
H13C C131 H13D 107.4 . . ?
C131 C132 H13I 109.5 . . ?
C131 C132 H13J 109.5 . . ?
H13I C132 H13J 109.5 . . ?
C131 C132 H13K 109.5 . . ?
H13I C132 H13K 109.5 . . ?
H13J C132 H13K 109.5 . . ?
C134 C133 N130 114.2(6) . . ?
C134 C133 H13E 108.7 . . ?
N130 C133 H13E 108.7 . . ?
C134 C133 H13F 108.7 . . ?
N130 C133 H13F 108.7 . . ?
H13E C133 H13F 107.6 . . ?
C133 C134 H13L 109.5 . . ?
C133 C134 H13M 109.5 . . ?
H13L C134 H13M 109.5 . . ?
C133 C134 H13N 109.5 . . ?
H13L C134 H13N 109.5 . . ?
H13M C134 H13N 109.5 . . ?
C136 C135 N130 115.7(6) . . ?
C136 C135 H13G 108.4 . . ?
N130 C135 H13G 108.4 . . ?
C136 C135 H13H 108.4 . . ?
N130 C135 H13H 108.4 . . ?
H13G C135 H13H 107.4 . . ?
C135 C136 H13O 109.5 . . ?
C135 C136 H13P 109.5 . . ?
H13O C136 H13P 109.5 . . ?
C135 C136 H13Q 109.5 . . ?
H13O C136 H13Q 109.5 . . ?
H13P C136 H13Q 109.5 . . ?
C153 N150 C150 108.2(6) . . ?
C153 N150 C155 109.3(6) . . ?
C150 N150 C155 111.4(6) . . ?
C153 N150 C151 111.6(6) . . ?
C150 N150 C151 108.4(6) . . ?
C155 N150 C151 108.1(6) . . ?
C15 C150 N150 115.6(6) . . ?
C15 C150 H15A 108.4 . . ?
N150 C150 H15A 108.4 . . ?
C15 C150 H15B 108.4 . . ?
N150 C150 H15B 108.4 . . ?
H15A C150 H15B 107.4 . . ?
N150 C151 C152 115.5(7) . . ?
N150 C151 H15C 108.4 . . ?
C152 C151 H15C 108.4 . . ?
N150 C151 H15D 108.4 . . ?
C152 C151 H15D 108.4 . . ?
H15C C151 H15D 107.5 . . ?
C151 C152 H15I 109.5 . . ?
C151 C152 H15J 109.5 . . ?
H15I C152 H15J 109.5 . . ?
C151 C152 H15K 109.5 . . ?
H15I C152 H15K 109.5 . . ?
H15J C152 H15K 109.5 . . ?
N150 C153 C154 114.9(7) . . ?
N150 C153 H15E 108.5 . . ?
C154 C153 H15E 108.5 . . ?
N150 C153 H15F 108.5 . . ?
C154 C153 H15F 108.5 . . ?
H15E C153 H15F 107.5 . . ?
C153 C154 H15L 109.5 . . ?
C153 C154 H15M 109.5 . . ?
H15L C154 H15M 109.5 . . ?
C153 C154 H15N 109.5 . . ?
H15L C154 H15N 109.5 . . ?
H15M C154 H15N 109.5 . . ?
C156 C155 N150 115.2(7) . . ?
C156 C155 H15G 108.5 . . ?
N150 C155 H15G 108.5 . . ?
C156 C155 H15H 108.5 . . ?
N150 C155 H15H 108.5 . . ?
H15G C155 H15H 107.5 . . ?
C155 C156 H15O 109.5 . . ?
C155 C156 H15P 109.5 . . ?
H15O C156 H15P 109.5 . . ?
C155 C156 H15Q 109.5 . . ?
H15O C156 H15Q 109.5 . . ?
H15P C156 H15Q 109.5 . . ?
C22 C21 C26 118.2(6) . . ?
C22 C21 C210 120.5(6) . . ?
C26 C21 C210 121.0(6) . . ?
C23 C22 C21 121.3(6) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 118.8(6) . . ?
C22 C23 C230 120.4(6) . . ?
C24 C23 C230 120.7(6) . . ?
C25 C24 C23 121.3(7) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 118.6(6) . . ?
C24 C25 C250 120.2(6) . . ?
C26 C25 C250 120.9(6) . . ?
C25 C26 C21 121.7(6) . . ?
C25 C26 H26 119.2 . . ?
C21 C26 H26 119.2 . . ?
C215 N210 C213 110.5(6) . . ?
C215 N210 C210 110.7(6) . . ?
C213 N210 C210 107.2(6) . . ?
C215 N210 C211 106.6(6) . . ?
C213 N210 C211 110.7(6) . . ?
C210 N210 C211 111.3(5) . . ?
C21 C210 N210 116.2(6) . . ?
C21 C210 H21A 108.2 . . ?
N210 C210 H21A 108.2 . . ?
C21 C210 H21B 108.2 . . ?
N210 C210 H21B 108.2 . . ?
H21A C210 H21B 107.4 . . ?
C212 C211 N210 121.9(8) . . ?
C22' C211 N210 120.6(10) . . ?
C212 C211 H21C 106.9 . . ?
N210 C211 H21C 106.9 . . ?
C212 C211 H21D 106.9 . . ?
N210 C211 H21D 106.9 . . ?
H21C C211 H21D 106.7 . . ?
C22' C211 H21R 107.2 . . ?
N210 C211 H21R 107.2 . . ?
C22' C211 H21S 107.2 . . ?
N210 C211 H21S 107.2 . . ?
H21R C211 H21S 106.8 . . ?
C211 C212 H21I 109.5 . . ?
C211 C212 H21J 109.5 . . ?
H21I C212 H21J 109.5 . . ?
C211 C212 H21K 109.5 . . ?
H21I C212 H21K 109.5 . . ?
H21J C212 H21K 109.5 . . ?
C211 C22' H22A 109.5 . . ?
C211 C22' H22B 109.5 . . ?
H22A C22' H22B 109.5 . . ?
C211 C22' H22C 109.5 . . ?
H22A C22' H22C 109.5 . . ?
H22B C22' H22C 109.5 . . ?
C24' C213 N210 126.5(13) . . ?
C214 C213 N210 121.0(9) . . ?
C214 C213 H21E 107.1 . . ?
N210 C213 H21E 107.1 . . ?
C214 C213 H21F 107.1 . . ?
N210 C213 H21F 107.1 . . ?
H21E C213 H21F 106.8 . . ?
C24' C213 H21T 105.7 . . ?
N210 C213 H21T 105.7 . . ?
C24' C213 H21U 105.7 . . ?
N210 C213 H21U 105.7 . . ?
H21T C213 H21U 106.1 . . ?
C213 C214 H21L 109.5 . . ?
C213 C214 H21M 109.5 . . ?
H21L C214 H21M 109.5 . . ?
C213 C214 H21N 109.5 . . ?
H21L C214 H21N 109.5 . . ?
H21M C214 H21N 109.5 . . ?
C213 C24' H24A 109.5 . . ?
C213 C24' H24B 109.5 . . ?
H24A C24' H24B 109.5 . . ?
C213 C24' H24C 109.5 . . ?
H24A C24' H24C 109.5 . . ?
H24B C24' H24C 109.5 . . ?
N210 C215 C216 114.6(8) . . ?
N210 C215 H21G 108.6 . . ?
C216 C215 H21G 108.6 . . ?
N210 C215 H21H 108.6 . . ?
C216 C215 H21H 108.6 . . ?
H21G C215 H21H 107.6 . . ?
C215 C216 H21O 109.5 . . ?
C215 C216 H21P 109.5 . . ?
H21O C216 H21P 109.5 . . ?
C215 C216 H21Q 109.5 . . ?
H21O C216 H21Q 109.5 . . ?
H21P C216 H21Q 109.5 . . ?
C235 N230 C233 111.4(6) . . ?
C235 N230 C231 105.6(5) . . ?
C233 N230 C231 111.6(6) . . ?
C235 N230 C230 111.1(5) . . ?
C233 N230 C230 105.8(5) . . ?
C231 N230 C230 111.4(5) . . ?
C23 C230 N230 114.8(6) . . ?
C23 C230 H23A 108.6 . . ?
N230 C230 H23A 108.6 . . ?
C23 C230 H23B 108.6 . . ?
N230 C230 H23B 108.6 . . ?
H23A C230 H23B 107.5 . . ?
C232 C231 N230 115.0(7) . . ?
C232 C231 H23C 108.5 . . ?
N230 C231 H23C 108.5 . . ?
C232 C231 H23D 108.5 . . ?
N230 C231 H23D 108.5 . . ?
H23C C231 H23D 107.5 . . ?
C231 C232 H23I 109.5 . . ?
C231 C232 H23J 109.5 . . ?
H23I C232 H23J 109.5 . . ?
C231 C232 H23K 109.5 . . ?
H23I C232 H23K 109.5 . . ?
H23J C232 H23K 109.5 . . ?
N230 C233 C234 114.2(6) . . ?
N230 C233 H23E 108.7 . . ?
C234 C233 H23E 108.7 . . ?
N230 C233 H23F 108.7 . . ?
C234 C233 H23F 108.7 . . ?
H23E C233 H23F 107.6 . . ?
C233 C234 H23L 109.5 . . ?
C233 C234 H23M 109.5 . . ?
H23L C234 H23M 109.5 . . ?
C233 C234 H23N 109.5 . . ?
H23L C234 H23N 109.5 . . ?
H23M C234 H23N 109.5 . . ?
N230 C235 C236 115.3(6) . . ?
N230 C235 H23G 108.4 . . ?
C236 C235 H23G 108.4 . . ?
N230 C235 H23H 108.4 . . ?
C236 C235 H23H 108.4 . . ?
H23G C235 H23H 107.5 . . ?
C235 C236 H23O 109.5 . . ?
C235 C236 H23P 109.5 . . ?
H23O C236 H23P 109.5 . . ?
C235 C236 H23Q 109.5 . . ?
H23O C236 H23Q 109.5 . . ?
H23P C236 H23Q 109.5 . . ?
C253 N250 C251 112.0(6) . . ?
C253 N250 C255 108.4(6) . . ?
C251 N250 C255 108.2(6) . . ?
C253 N250 C250 108.7(6) . . ?
C251 N250 C250 108.0(6) . . ?
C255 N250 C250 111.7(6) . . ?
C25 C250 N250 115.3(6) . . ?
C25 C250 H25A 108.5 . . ?
N250 C250 H25A 108.5 . . ?
C25 C250 H25B 108.5 . . ?
N250 C250 H25B 108.5 . . ?
H25A C250 H25B 107.5 . . ?
N250 C251 C252 115.5(7) . . ?
N250 C251 H25C 108.4 . . ?
C252 C251 H25C 108.4 . . ?
N250 C251 H25D 108.4 . . ?
C252 C251 H25D 108.4 . . ?
H25C C251 H25D 107.5 . . ?
C251 C252 H25I 109.5 . . ?
C251 C252 H25J 109.5 . . ?
H25I C252 H25J 109.5 . . ?
C251 C252 H25K 109.5 . . ?
H25I C252 H25K 109.5 . . ?
H25J C252 H25K 109.5 . . ?
C254 C253 N250 114.2(7) . . ?
C254 C253 H25E 108.7 . . ?
N250 C253 H25E 108.7 . . ?
C254 C253 H25F 108.7 . . ?
N250 C253 H25F 108.7 . . ?
H25E C253 H25F 107.6 . . ?
C253 C254 H25L 109.5 . . ?
C253 C254 H25M 109.5 . . ?
H25L C254 H25M 109.5 . . ?
C253 C254 H25N 109.5 . . ?
H25L C254 H25N 109.5 . . ?
H25M C254 H25N 109.5 . . ?
N250 C255 C256 115.1(7) . . ?
N250 C255 H25G 108.5 . . ?
C256 C255 H25G 108.5 . . ?
N250 C255 H25H 108.5 . . ?
C256 C255 H25H 108.5 . . ?
H25G C255 H25H 107.5 . . ?
C255 C256 H25O 109.5 . . ?
C255 C256 H25P 109.5 . . ?
H25O C256 H25P 109.5 . . ?
C255 C256 H25Q 109.5 . . ?
H25O C256 H25Q 109.5 . . ?
H25P C256 H25Q 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.4 . . ?
H03A O03W H03B 108.4 . . ?
H04A O04W H04B 108.4 . . ?
H05A O05W H05B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 C11 C12 C13 -2.8(9) . . . . ?
C110 C11 C12 C13 -178.0(6) . . . . ?
C11 C12 C13 C14 1.3(10) . . . . ?
C11 C12 C13 C130 177.4(6) . . . . ?
C12 C13 C14 C15 0.2(10) . . . . ?
C130 C13 C14 C15 -175.8(6) . . . . ?
C13 C14 C15 C16 -0.3(10) . . . . ?
C13 C14 C15 C150 174.2(6) . . . . ?
C12 C11 C16 C15 2.7(10) . . . . ?
C110 C11 C16 C15 178.0(6) . . . . ?
C14 C15 C16 C11 -1.2(10) . . . . ?
C150 C15 C16 C11 -175.6(6) . . . . ?
C16 C11 C110 N110 99.1(7) . . . . ?
C12 C11 C110 N110 -85.7(8) . . . . ?
C113 N110 C110 C11 -172.8(6) . . . . ?
C115 N110 C110 C11 -51.2(8) . . . . ?
C111 N110 C110 C11 66.4(7) . . . . ?
C113 N110 C111 C112 46.4(9) . . . . ?
C115 N110 C111 C112 -74.3(8) . . . . ?
C110 N110 C111 C112 165.1(6) . . . . ?
C115 N110 C113 C114 174.8(7) . . . . ?
C110 N110 C113 C114 -62.8(8) . . . . ?
C111 N110 C113 C114 56.4(9) . . . . ?
C113 N110 C115 C116 52.2(9) . . . . ?
C110 N110 C115 C116 -67.9(8) . . . . ?
C111 N110 C115 C116 173.4(7) . . . . ?
C14 C13 C130 N130 -91.7(8) . . . . ?
C12 C13 C130 N130 92.3(8) . . . . ?
C135 N130 C130 C13 -55.1(8) . . . . ?
C131 N130 C130 C13 63.1(8) . . . . ?
C133 N130 C130 C13 -176.1(6) . . . . ?
C135 N130 C131 C132 -174.5(6) . . . . ?
C133 N130 C131 C132 -53.3(8) . . . . ?
C130 N130 C131 C132 64.2(8) . . . . ?
C135 N130 C133 C134 59.6(8) . . . . ?
C131 N130 C133 C134 -58.5(8) . . . . ?
C130 N130 C133 C134 -179.4(7) . . . . ?
C131 N130 C135 C136 173.1(6) . . . . ?
C133 N130 C135 C136 52.0(8) . . . . ?
C130 N130 C135 C136 -65.6(7) . . . . ?
C14 C15 C150 N150 99.7(8) . . . . ?
C16 C15 C150 N150 -85.9(8) . . . . ?
C153 N150 C150 C15 -177.3(7) . . . . ?
C155 N150 C150 C15 -57.2(8) . . . . ?
C151 N150 C150 C15 61.6(8) . . . . ?
C153 N150 C151 C152 51.8(10) . . . . ?
C150 N150 C151 C152 170.8(8) . . . . ?
C155 N150 C151 C152 -68.4(9) . . . . ?
C150 N150 C153 C154 -67.2(10) . . . . ?
C155 N150 C153 C154 171.4(8) . . . . ?
C151 N150 C153 C154 51.9(10) . . . . ?
C153 N150 C155 C156 54.2(9) . . . . ?
C150 N150 C155 C156 -65.2(8) . . . . ?
C151 N150 C155 C156 175.8(6) . . . . ?
C26 C21 C22 C23 -2.6(10) . . . . ?
C210 C21 C22 C23 -177.0(6) . . . . ?
C21 C22 C23 C24 1.5(10) . . . . ?
C21 C22 C23 C230 177.0(6) . . . . ?
C22 C23 C24 C25 -0.8(10) . . . . ?
C230 C23 C24 C25 -176.3(6) . . . . ?
C23 C24 C25 C26 1.3(10) . . . . ?
C23 C24 C25 C250 175.5(6) . . . . ?
C24 C25 C26 C21 -2.5(10) . . . . ?
C250 C25 C26 C21 -176.7(6) . . . . ?
C22 C21 C26 C25 3.2(10) . . . . ?
C210 C21 C26 C25 177.4(6) . . . . ?
C22 C21 C210 N210 -91.0(8) . . . . ?
C26 C21 C210 N210 94.9(8) . . . . ?
C215 N210 C210 C21 -57.1(8) . . . . ?
C213 N210 C210 C21 -177.6(6) . . . . ?
C211 N210 C210 C21 61.3(8) . . . . ?
C215 N210 C211 C212 -171.2(10) . . . . ?
C213 N210 C211 C212 -51.0(11) . . . . ?
C210 N210 C211 C212 68.0(11) . . . . ?
C215 N210 C211 C22' -84.4(14) . . . . ?
C213 N210 C211 C22' 35.8(14) . . . . ?
C210 N210 C211 C22' 154.8(13) . . . . ?
C215 N210 C213 C24' 176(2) . . . . ?
C210 N210 C213 C24' -64(2) . . . . ?
C211 N210 C213 C24' 58(2) . . . . ?
C215 N210 C213 C214 60.1(13) . . . . ?
C210 N210 C213 C214 -179.3(11) . . . . ?
C211 N210 C213 C214 -57.7(13) . . . . ?
C213 N210 C215 C216 54.8(10) . . . . ?
C210 N210 C215 C216 -63.8(9) . . . . ?
C211 N210 C215 C216 175.1(7) . . . . ?
C22 C23 C230 N230 93.3(8) . . . . ?
C24 C23 C230 N230 -91.3(8) . . . . ?
C235 N230 C230 C23 -56.6(8) . . . . ?
C233 N230 C230 C23 -177.8(6) . . . . ?
C231 N230 C230 C23 60.8(8) . . . . ?
C235 N230 C231 C232 -175.2(6) . . . . ?
C233 N230 C231 C232 -53.9(8) . . . . ?
C230 N230 C231 C232 64.1(8) . . . . ?
C235 N230 C233 C234 61.1(9) . . . . ?
C231 N230 C233 C234 -56.7(9) . . . . ?
C230 N230 C233 C234 -178.0(7) . . . . ?
C233 N230 C235 C236 53.7(8) . . . . ?
C231 N230 C235 C236 175.0(6) . . . . ?
C230 N230 C235 C236 -64.1(8) . . . . ?
C24 C25 C250 N250 97.3(8) . . . . ?
C26 C25 C250 N250 -88.6(8) . . . . ?
C253 N250 C250 C25 -178.9(6) . . . . ?
C251 N250 C250 C25 59.4(8) . . . . ?
C255 N250 C250 C25 -59.4(8) . . . . ?
C253 N250 C251 C252 52.8(11) . . . . ?
C255 N250 C251 C252 -66.6(10) . . . . ?
C250 N250 C251 C252 172.4(8) . . . . ?
C251 N250 C253 C254 50.4(11) . . . . ?
C255 N250 C253 C254 169.6(9) . . . . ?
C250 N250 C253 C254 -68.9(11) . . . . ?
C253 N250 C255 C256 55.0(9) . . . . ?
C251 N250 C255 C256 176.6(7) . . . . ?
C250 N250 C255 C256 -64.7(9) . . . . ?

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
O01W H01A O06W 0.85 1.80 2.645(8) 179.7 .
O01W H01B O10W 0.85 1.88 2.732(16) 179.6 .
O02W H02A Br1 0.85 2.49 3.341(5) 178.7 .
O02W H02B Br3 0.85 2.55 3.402(4) 178.6 .
O03W H03A Br1 0.85 2.44 3.286(3) 175.7 .
O03W H03B Br3 0.85 2.44 3.288(3) 175.7 .
O04W H04A Br4 0.85 2.51 3.351(5) 172.9 .
O04W H04B Br6 0.85 2.65 3.484(6) 166.0 1_556
O04W H04B Br6' 0.85 2.13 2.894(7) 148.6 1_556
O05W H05A O04W 0.85 1.86 2.709 176.6 .
O05W H05B Br2 0.85 2.44 3.289(5) 176.6 .
O01W H01A O06W 0.85 1.80 2.645(8) 179.7 .
O01W H01B O10W 0.85 1.88 2.732(16) 179.6 .
O02W H02A Br1 0.85 2.49 3.341(5) 178.7 .
O02W H02B Br3 0.85 2.55 3.402(4) 178.6 .
O03W H03A Br1 0.85 2.44 3.286(3) 175.7 .
O03W H03B Br3 0.85 2.44 3.288(3) 175.7 .
O04W H04A Br4 0.85 2.51 3.351(5) 172.9 .
O04W H04B Br6 0.85 2.65 3.484(6) 166.0 1_556
O04W H04B Br6' 0.85 2.13 2.894(7) 148.6 1_556
O05W H05A O04W 0.85 1.86 2.709 176.6 .
O05W H05B Br2 0.85 2.44 3.289(5) 176.6 .
C110 H11A Br3 0.99 2.76 3.749(7) 173.3 .
C110 H11B Br1 0.99 2.88 3.807(7) 156.0 4_565
C111 H11C O06W 0.99 2.65 3.380(11) 130.7 .
C111 H11D Br1 0.99 2.95 3.911(8) 163.0 4_565
C112 H11K Br2 0.98 2.93 3.900(9) 169.1 4_665
C113 H11F O05W 0.99 2.62 3.544(10) 156.0 4_665
C114 H11L Br5 0.98 2.86 3.598(9) 132.3 .
C115 H11G O01W 0.99 2.57 3.461(9) 149.3 .
C115 H11H Br2 0.99 3.05 3.981(8) 158.0 4_665
C130 H13A O02W 0.99 2.48 3.437(9) 162.2 4_565
C132 H13J Br5 0.98 3.07 4.012(10) 160.5 2_545
C133 H13E O13W 0.99 2.65 3.561(8) 153.6 .
C133 H13F Br3 0.99 2.83 3.782(8) 161.2 4_565
C134 H13N Br6 0.98 2.93 3.845(9) 156.3 .
C135 H13H Br4 0.99 2.93 3.764(7) 142.4 1_554
C150 H15A Br5' 0.99 2.89 3.795(8) 151.8 2_545
C150 H15B O03W 0.99 2.31 3.229(8) 154.1 .
C153 H15E Br6' 0.99 2.87 3.850(10) 170.0 3_655
C153 H15F Br5' 0.99 2.96 3.853(11) 150.7 2_545
C153 H15F O14W 0.99 2.58 3.227(18) 123.2 2_545
C155 H15H Br6 0.99 3.07 3.913(8) 144.4 3_655
C156 H15Q Br5 0.98 3.09 4.045(9) 164.9 2_545
C210 H21A Br1 0.99 2.92 3.908(7) 178.1 4_565
C210 H21B Br3 0.99 2.93 3.908(7) 169.1 .
C211 H21R Br2 0.99 3.01 3.970(9) 164.9 .
C212 H21J Br3 0.98 2.62 3.477(14) 146.8 .
C22' H22A O07W 0.98 2.53 3.15(2) 120.8 .
C214 H21M O08W 0.98 2.66 3.622(18) 168.3 4_566
C24' H24C Br3 0.98 3.14 3.81(3) 127.0 .
C215 H21H Br2 0.99 2.87 3.749(10) 149.1 .
C216 H21O Br4 0.98 3.03 3.947(12) 156.4 4_565
C216 H21Q Br1 0.98 2.96 3.735(15) 136.3 4_565
C230 H23A O03W 0.99 2.48 3.434(8) 161.0 .
C230 H23B Br5' 0.99 2.92 3.902(8) 171.1 2_545
C231 H23C O04W 0.99 2.59 3.563(8) 166.8 .
C232 H23I O11W 0.98 2.45 3.322(16) 147.7 .
C232 H23J Br5' 0.98 2.86 3.578(12) 130.7 2_545
C233 H23F O14W 0.99 2.39 3.272(17) 147.8 2_545
C234 H23N Br6' 0.98 3.07 3.989(10) 157.6 1_556
C235 H23G Br4 0.99 3.09 3.925(7) 142.8 .
C235 H23H Br2 0.99 2.99 3.860(7) 147.9 .
C250 H25B O02W 0.99 2.42 3.343(10) 154.6 4_565
C251 H25D Br2 0.99 3.05 3.931(9) 149.4 .
C253 H25F Br6 0.99 2.99 3.964(9) 166.3 3
C255 H25G Br6' 0.99 3.03 3.923(9) 151.3 3
C255 H25H Br2 0.99 2.91 3.784(8) 147.1 .

_refine_diff_density_max         4.602
_refine_diff_density_min         -3.948
_refine_diff_density_rms         0.205

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3ME181101

_database_code_depnum_ccdc_archive 'CCDC 1984414'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;

# Start Validation Reply Form

_vrf_PLAT915_3ME181101           
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         33 %    
          
RESPONSE: Unfortunately, only the independent part of the cell was measured.
Nevertheless, the obtained value of the absolute parameter x = -0.012(3)
determined with proper reliability.
;

# End Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H48 N3, 3(Br), 4(H2 O)'
_chemical_formula_sum            'C27 H56 Br3 N3 O4'
_chemical_formula_weight         726.47

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

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'

_cell_length_a                   21.2861(5)
_cell_length_b                   13.4278(3)
_cell_length_c                   12.7119(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.582(2)
_cell_angle_gamma                90
_cell_volume                     3277.20(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.285
_cell_measurement_theta_max      32.399

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.306
_exptl_crystal_size_min          0.167
_exptl_absorpt_coefficient_mu    3.727
_shelx_estimated_absorpt_T_min   0.304
_shelx_estimated_absorpt_T_max   0.575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.54673
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            19064
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         32.654
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.631
_diffrn_reflns_point_group_measured_fraction_full 0.744
_reflns_number_total             7579
_reflns_number_gt                7123
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.354
_reflns_Friedel_fraction_max     0.331
_reflns_Friedel_fraction_full    0.487

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+0.2950P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1792 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7579
_refine_ls_number_parameters     346
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0551
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.53950(2) 0.70280(2) 0.20329(2) 0.02137(6) Uani 1 1 d . . . . .
Br2 Br 0.80545(2) 0.45370(2) 0.40706(2) 0.02161(6) Uani 1 1 d . . . . .
Br3 Br 0.66097(2) 0.05407(2) 0.28265(2) 0.02150(6) Uani 1 1 d . . . . .
C1 C 0.48848(13) 0.75682(17) 0.4887(2) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.54796(12) 0.69880(17) 0.5439(2) 0.0129(4) Uani 1 1 d . . . . .
H2 H 0.590069 0.728837 0.597477 0.015 Uiso 1 1 calc R U . . .
C3 C 0.54634(12) 0.59697(18) 0.5214(2) 0.0122(4) Uani 1 1 d . . . . .
C4 C 0.48389(12) 0.55429(17) 0.4421(2) 0.0129(4) Uani 1 1 d . . . . .
H4 H 0.482338 0.484942 0.426366 0.016 Uiso 1 1 calc R U . . .
C5 C 0.42412(12) 0.61109(17) 0.3858(2) 0.0125(4) Uani 1 1 d . . . . .
C6 C 0.42648(13) 0.71274(17) 0.4118(2) 0.0125(4) Uani 1 1 d . . . . .
H6 H 0.385416 0.751873 0.376705 0.015 Uiso 1 1 calc R U . . .
C10 C 0.49018(13) 0.86666(16) 0.5168(2) 0.0135(4) Uani 1 1 d . . . . .
H10A H 0.526105 0.877765 0.597443 0.016 Uiso 1 1 calc R U . . .
H10B H 0.444623 0.885654 0.514353 0.016 Uiso 1 1 calc R U . . .
N11 N 0.50550(11) 0.93458(15) 0.43490(19) 0.0134(4) Uani 1 1 d . . . . .
C12 C 0.50247(15) 1.04008(17) 0.4764(2) 0.0193(5) Uani 1 1 d . . . . .
H12A H 0.458388 1.048841 0.483897 0.023 Uiso 1 1 calc R U . . .
H12B H 0.541442 1.049775 0.554567 0.023 Uiso 1 1 calc R U . . .
C13 C 0.50683(16) 1.1183(2) 0.3941(3) 0.0244(6) Uani 1 1 d . . . . .
H13A H 0.552882 1.114235 0.392591 0.029 Uiso 1 1 calc R U . . .
H13B H 0.502503 1.185306 0.422868 0.029 Uiso 1 1 calc R U . . .
C14 C 0.44973(17) 1.1044(2) 0.2710(3) 0.0277(6) Uani 1 1 d . . . . .
H14A H 0.454790 1.154807 0.218263 0.033 Uiso 1 1 calc R U . . .
H14B H 0.403498 1.113325 0.270700 0.033 Uiso 1 1 calc R U . . .
C15 C 0.45533(15) 1.0002(2) 0.2284(2) 0.0207(5) Uani 1 1 d . . . . .
H15A H 0.500206 0.993520 0.223134 0.025 Uiso 1 1 calc R U . . .
H15B H 0.417299 0.989919 0.149446 0.025 Uiso 1 1 calc R U . . .
C16 C 0.45079(13) 0.92060(19) 0.3109(2) 0.0174(5) Uani 1 1 d . . . . .
H16A H 0.404017 0.923060 0.309814 0.021 Uiso 1 1 calc R U . . .
H16B H 0.456611 0.854050 0.282817 0.021 Uiso 1 1 calc R U . . .
C17 C 0.57701(13) 0.91170(19) 0.4446(2) 0.0175(5) Uani 1 1 d . . . . .
H17A H 0.611537 0.921227 0.525446 0.026 Uiso 1 1 calc R U . . .
H17B H 0.578537 0.842521 0.421255 0.026 Uiso 1 1 calc R U . . .
H17C H 0.587523 0.956461 0.393417 0.026 Uiso 1 1 calc R U . . .
C30 C 0.60917(13) 0.53254(18) 0.5856(2) 0.0147(4) Uani 1 1 d . . . . .
H30A H 0.593351 0.466932 0.600504 0.018 Uiso 1 1 calc R U . . .
H30B H 0.637902 0.563458 0.662228 0.018 Uiso 1 1 calc R U . . .
N31 N 0.65471(11) 0.51610(15) 0.52174(18) 0.0137(4) Uani 1 1 d . . . . .
C32 C 0.71615(14) 0.45152(19) 0.5977(2) 0.0186(5) Uani 1 1 d . . . . .
H32A H 0.750582 0.450825 0.564657 0.022 Uiso 1 1 calc R U . . .
H32B H 0.738941 0.480986 0.676756 0.022 Uiso 1 1 calc R U . . .
C33 C 0.69479(15) 0.3454(2) 0.6072(3) 0.0239(6) Uani 1 1 d . . . . .
H33A H 0.664235 0.345124 0.647868 0.029 Uiso 1 1 calc R U . . .
H33B H 0.736771 0.305556 0.654167 0.029 Uiso 1 1 calc R U . . .
C34 C 0.65645(16) 0.2980(2) 0.4874(3) 0.0291(7) Uani 1 1 d . . . . .
H34A H 0.640473 0.230470 0.495804 0.035 Uiso 1 1 calc R U . . .
H34B H 0.688491 0.291444 0.449928 0.035 Uiso 1 1 calc R U . . .
C35 C 0.59389(14) 0.3616(2) 0.4108(3) 0.0237(6) Uani 1 1 d . . . . .
H35A H 0.571259 0.332359 0.331634 0.028 Uiso 1 1 calc R U . . .
H35B H 0.559490 0.362063 0.443943 0.028 Uiso 1 1 calc R U . . .
C36 C 0.61656(14) 0.4676(2) 0.4031(2) 0.0176(5) Uani 1 1 d . . . . .
H36A H 0.647358 0.467096 0.362962 0.021 Uiso 1 1 calc R U . . .
H36B H 0.574952 0.507881 0.355601 0.021 Uiso 1 1 calc R U . . .
C37 C 0.68217(15) 0.61397(19) 0.5036(3) 0.0217(5) Uani 1 1 d . . . . .
H37A H 0.707193 0.647261 0.578903 0.032 Uiso 1 1 calc R U . . .
H37B H 0.714001 0.602827 0.467464 0.032 Uiso 1 1 calc R U . . .
H37C H 0.643296 0.655929 0.452380 0.032 Uiso 1 1 calc R U . . .
C50 C 0.35723(13) 0.56134(18) 0.3038(2) 0.0130(5) Uani 1 1 d . . . . .
H50A H 0.318003 0.593009 0.313352 0.016 Uiso 1 1 calc R U . . .
H50B H 0.358879 0.490534 0.326563 0.016 Uiso 1 1 calc R U . . .
N51 N 0.34271(11) 0.56630(15) 0.17582(18) 0.0143(4) Uani 1 1 d . . . . .
C52 C 0.27177(13) 0.5190(2) 0.1041(2) 0.0185(5) Uani 1 1 d . . . . .
H52A H 0.236985 0.549792 0.126386 0.022 Uiso 1 1 calc R U . . .
H52B H 0.257541 0.533416 0.020538 0.022 Uiso 1 1 calc R U . . .
C53 C 0.27156(15) 0.4079(2) 0.1207(3) 0.0224(5) Uani 1 1 d . . . . .
H53A H 0.224971 0.380979 0.069542 0.027 Uiso 1 1 calc R U . . .
H53B H 0.281029 0.393236 0.202523 0.027 Uiso 1 1 calc R U . . .
C54 C 0.32650(15) 0.3570(2) 0.0920(2) 0.0236(5) Uani 1 1 d . . . . .
H54A H 0.314491 0.365655 0.008098 0.028 Uiso 1 1 calc R U . . .
H54B H 0.327386 0.284759 0.108143 0.028 Uiso 1 1 calc R U . . .
C55 C 0.39833(14) 0.40211(19) 0.1655(2) 0.0193(5) Uani 1 1 d . . . . .
H55A H 0.412584 0.386490 0.248808 0.023 Uiso 1 1 calc R U . . .
H55B H 0.432955 0.372222 0.142228 0.023 Uiso 1 1 calc R U . . .
C56 C 0.39714(13) 0.51381(18) 0.1495(2) 0.0160(5) Uani 1 1 d . . . . .
H56A H 0.443558 0.540983 0.201146 0.019 Uiso 1 1 calc R U . . .
H56B H 0.388364 0.528477 0.068012 0.019 Uiso 1 1 calc R U . . .
C57 C 0.33911(14) 0.67270(19) 0.1378(2) 0.0189(5) Uani 1 1 d . . . . .
H57A H 0.304052 0.708209 0.154123 0.028 Uiso 1 1 calc R U . . .
H57B H 0.384654 0.704313 0.180591 0.028 Uiso 1 1 calc R U . . .
H57C H 0.326264 0.675127 0.053984 0.028 Uiso 1 1 calc R U . . .
O01W O 0.69317(12) 0.81064(16) 0.3396(2) 0.0312(5) Uani 1 1 d G . . . .
H01A H 0.653633 0.783017 0.303639 0.047 Uiso 1 1 d G U . . .
H01B H 0.691017 0.868884 0.312039 0.047 Uiso 1 1 d G U . . .
O02W O 0.81268(12) 0.70168(17) 0.3837(3) 0.0389(6) Uani 1 1 d G . . . .
H02A H 0.773242 0.727438 0.368692 0.058 Uiso 1 1 d G U . . .
H02B H 0.811643 0.640803 0.401169 0.058 Uiso 1 1 d G U . . .
O03W O 0.72916(13) 0.25927(17) 0.2458(2) 0.0340(5) Uani 1 1 d G . . . .
H03A H 0.742774 0.305201 0.296793 0.051 Uiso 1 1 d G U . . .
H03B H 0.711630 0.212782 0.269990 0.051 Uiso 1 1 d G U . . .
O04W O 0.91684(12) 0.83723(15) 0.43587(18) 0.0248(4) Uani 1 1 d G . . . .
H04A H 0.884247 0.794534 0.416172 0.037 Uiso 1 1 d G U . . .
H04B H 0.945813 0.825573 0.505861 0.037 Uiso 1 1 d G U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.391(3) . ?
C1 C2 1.391(3) . ?
C1 C10 1.514(3) . ?
C2 C3 1.394(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(3) . ?
C3 C30 1.504(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.400(3) . ?
C5 C50 1.509(3) . ?
C6 H6 0.9500 . ?
C10 N11 1.522(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C17 1.505(3) . ?
N11 C16 1.513(3) . ?
N11 C12 1.523(3) . ?
C12 C13 1.514(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.523(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.524(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.529(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C30 N31 1.526(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
N31 C37 1.496(3) . ?
N31 C36 1.516(3) . ?
N31 C32 1.518(3) . ?
C32 C33 1.517(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.522(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.526(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.520(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C50 N51 1.521(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
N51 C57 1.499(3) . ?
N51 C56 1.512(3) . ?
N51 C52 1.525(3) . ?
C52 C53 1.507(4) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C54 1.529(4) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.531(4) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C56 1.512(4) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
O01W H01A 0.8500 . ?
O01W H01B 0.8500 . ?
O02W H02A 0.8501 . ?
O02W H02B 0.8500 . ?
O03W H03A 0.8500 . ?
O03W H03B 0.8500 . ?
O04W H04A 0.8501 . ?
O04W H04B 0.8500 . ?

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
_geom_angle_publ_flag
C6 C1 C2 119.8(2) . . ?
C6 C1 C10 120.0(2) . . ?
C2 C1 C10 120.2(2) . . ?
C1 C2 C3 120.6(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 118.8(2) . . ?
C2 C3 C30 121.0(2) . . ?
C4 C3 C30 120.1(2) . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 118.8(2) . . ?
C4 C5 C50 119.6(2) . . ?
C6 C5 C50 121.4(2) . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C1 C10 N11 114.36(18) . . ?
C1 C10 H10A 108.7 . . ?
N11 C10 H10A 108.7 . . ?
C1 C10 H10B 108.7 . . ?
N11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C17 N11 C16 110.88(19) . . ?
C17 N11 C10 109.25(18) . . ?
C16 N11 C10 110.03(18) . . ?
C17 N11 C12 110.75(19) . . ?
C16 N11 C12 110.3(2) . . ?
C10 N11 C12 105.46(18) . . ?
C13 C12 N11 112.4(2) . . ?
C13 C12 H12A 109.1 . . ?
N11 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
N11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C14 111.4(2) . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C15 109.1(2) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 C16 111.1(2) . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N11 C16 C15 112.3(2) . . ?
N11 C16 H16A 109.1 . . ?
C15 C16 H16A 109.1 . . ?
N11 C16 H16B 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
N11 C17 H17A 109.5 . . ?
N11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C3 C30 N31 114.52(19) . . ?
C3 C30 H30A 108.6 . . ?
N31 C30 H30A 108.6 . . ?
C3 C30 H30B 108.6 . . ?
N31 C30 H30B 108.6 . . ?
H30A C30 H30B 107.6 . . ?
C37 N31 C36 107.5(2) . . ?
C37 N31 C32 108.3(2) . . ?
C36 N31 C32 109.37(19) . . ?
C37 N31 C30 109.60(19) . . ?
C36 N31 C30 113.62(19) . . ?
C32 N31 C30 108.34(18) . . ?
C33 C32 N31 112.4(2) . . ?
C33 C32 H32A 109.1 . . ?
N31 C32 H32A 109.1 . . ?
C33 C32 H32B 109.1 . . ?
N31 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
C32 C33 C34 111.3(2) . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 C35 110.3(2) . . ?
C33 C34 H34A 109.6 . . ?
C35 C34 H34A 109.6 . . ?
C33 C34 H34B 109.6 . . ?
C35 C34 H34B 109.6 . . ?
H34A C34 H34B 108.1 . . ?
C36 C35 C34 110.6(2) . . ?
C36 C35 H35A 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
N31 C36 C35 112.8(2) . . ?
N31 C36 H36A 109.0 . . ?
C35 C36 H36A 109.0 . . ?
N31 C36 H36B 109.0 . . ?
C35 C36 H36B 109.0 . . ?
H36A C36 H36B 107.8 . . ?
N31 C37 H37A 109.5 . . ?
N31 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N31 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C5 C50 N51 114.48(19) . . ?
C5 C50 H50A 108.6 . . ?
N51 C50 H50A 108.6 . . ?
C5 C50 H50B 108.6 . . ?
N51 C50 H50B 108.6 . . ?
H50A C50 H50B 107.6 . . ?
C57 N51 C56 108.10(18) . . ?
C57 N51 C50 110.16(19) . . ?
C56 N51 C50 113.27(19) . . ?
C57 N51 C52 107.73(19) . . ?
C56 N51 C52 109.23(19) . . ?
C50 N51 C52 108.21(19) . . ?
C53 C52 N51 113.0(2) . . ?
C53 C52 H52A 109.0 . . ?
N51 C52 H52A 109.0 . . ?
C53 C52 H52B 109.0 . . ?
N51 C52 H52B 109.0 . . ?
H52A C52 H52B 107.8 . . ?
C52 C53 C54 111.1(2) . . ?
C52 C53 H53A 109.4 . . ?
C54 C53 H53A 109.4 . . ?
C52 C53 H53B 109.4 . . ?
C54 C53 H53B 109.4 . . ?
H53A C53 H53B 108.0 . . ?
C53 C54 C55 110.0(2) . . ?
C53 C54 H54A 109.7 . . ?
C55 C54 H54A 109.7 . . ?
C53 C54 H54B 109.7 . . ?
C55 C54 H54B 109.7 . . ?
H54A C54 H54B 108.2 . . ?
C56 C55 C54 110.9(2) . . ?
C56 C55 H55A 109.5 . . ?
C54 C55 H55A 109.5 . . ?
C56 C55 H55B 109.5 . . ?
C54 C55 H55B 109.5 . . ?
H55A C55 H55B 108.1 . . ?
N51 C56 C55 113.75(19) . . ?
N51 C56 H56A 108.8 . . ?
C55 C56 H56A 108.8 . . ?
N51 C56 H56B 108.8 . . ?
C55 C56 H56B 108.8 . . ?
H56A C56 H56B 107.7 . . ?
N51 C57 H57A 109.5 . . ?
N51 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
N51 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.4 . . ?
H03A O03W H03B 108.4 . . ?
H04A O04W H04B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.1(3) . . . . ?
C10 C1 C2 C3 177.9(2) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C30 -176.5(2) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C30 C3 C4 C5 176.8(2) . . . . ?
C3 C4 C5 C6 -1.6(3) . . . . ?
C3 C4 C5 C50 -178.0(2) . . . . ?
C2 C1 C6 C5 -2.7(3) . . . . ?
C10 C1 C6 C5 -179.5(2) . . . . ?
C4 C5 C6 C1 2.9(3) . . . . ?
C50 C5 C6 C1 179.2(2) . . . . ?
C6 C1 C10 N11 -89.0(3) . . . . ?
C2 C1 C10 N11 94.1(3) . . . . ?
C1 C10 N11 C17 -62.7(3) . . . . ?
C1 C10 N11 C16 59.3(3) . . . . ?
C1 C10 N11 C12 178.3(2) . . . . ?
C17 N11 C12 C13 69.8(3) . . . . ?
C16 N11 C12 C13 -53.4(3) . . . . ?
C10 N11 C12 C13 -172.1(2) . . . . ?
N11 C12 C13 C14 56.5(3) . . . . ?
C12 C13 C14 C15 -57.4(3) . . . . ?
C13 C14 C15 C16 57.1(3) . . . . ?
C17 N11 C16 C15 -69.8(3) . . . . ?
C10 N11 C16 C15 169.19(19) . . . . ?
C12 N11 C16 C15 53.2(3) . . . . ?
C14 C15 C16 N11 -56.4(3) . . . . ?
C2 C3 C30 N31 -95.3(3) . . . . ?
C4 C3 C30 N31 88.0(3) . . . . ?
C3 C30 N31 C37 61.2(3) . . . . ?
C3 C30 N31 C36 -59.1(3) . . . . ?
C3 C30 N31 C32 179.1(2) . . . . ?
C37 N31 C32 C33 -171.7(2) . . . . ?
C36 N31 C32 C33 -54.9(3) . . . . ?
C30 N31 C32 C33 69.5(3) . . . . ?
N31 C32 C33 C34 56.2(3) . . . . ?
C32 C33 C34 C35 -55.6(3) . . . . ?
C33 C34 C35 C36 55.5(3) . . . . ?
C37 N31 C36 C35 172.7(2) . . . . ?
C32 N31 C36 C35 55.4(3) . . . . ?
C30 N31 C36 C35 -65.8(3) . . . . ?
C34 C35 C36 N31 -56.6(3) . . . . ?
C4 C5 C50 N51 -96.4(3) . . . . ?
C6 C5 C50 N51 87.4(3) . . . . ?
C5 C50 N51 C57 -59.0(3) . . . . ?
C5 C50 N51 C56 62.2(3) . . . . ?
C5 C50 N51 C52 -176.5(2) . . . . ?
C57 N51 C52 C53 171.2(2) . . . . ?
C56 N51 C52 C53 54.0(3) . . . . ?
C50 N51 C52 C53 -69.7(3) . . . . ?
N51 C52 C53 C54 -56.5(3) . . . . ?
C52 C53 C54 C55 55.8(3) . . . . ?
C53 C54 C55 C56 -55.0(3) . . . . ?
C57 N51 C56 C55 -170.7(2) . . . . ?
C50 N51 C56 C55 66.9(3) . . . . ?
C52 N51 C56 C55 -53.8(3) . . . . ?
C54 C55 C56 N51 55.7(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
_geom_hbond_publ_flag
O01W H01A Br1 0.85 2.45 3.302(2) 179.0 . yes
O01W H01B Br3 0.85 2.55 3.354(2) 157.1 1_565 yes
O02W H02A O01W 0.85 1.94 2.774(3) 168.7 . yes
O02W H02B Br2 0.85 2.52 3.352(2) 167.1 . yes
O03W H03A Br2 0.85 2.47 3.283(2) 160.2 . yes
O03W H03B Br3 0.85 2.42 3.241(2) 161.2 . yes
O04W H04A O02W 0.85 1.87 2.720(3) 175.8 . yes
O04W H04B Br1 0.85 2.47 3.316(2) 174.1 4_565 yes

_refine_diff_density_max         0.471
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.066

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3BP181106
_database_code_depnum_ccdc_archive 'CCDC 1984413'
loop_
_audit_author_name
_audit_author_address
'Alexandre N. Sobolev'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H60 N3, 3(Br), 4(H2 O)'
_chemical_formula_sum            'C33 H68 Br3 N3 O4'
_chemical_formula_weight         810.63

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.9316(1)
_cell_length_b                   13.8145(1)
_cell_length_c                   21.7060(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.973(1)
_cell_angle_gamma                90
_cell_volume                     3877.08(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    25784
_cell_measurement_theta_min      3.781
_cell_measurement_theta_max      67.187
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1133646
_diffrn_orient_matrix_UB_12      0.0265018
_diffrn_orient_matrix_UB_13      0.0127787
_diffrn_orient_matrix_UB_21      -0.0306057
_diffrn_orient_matrix_UB_22      -0.0290442
_diffrn_orient_matrix_UB_23      -0.0663581
_diffrn_orient_matrix_UB_31      -0.0202993
_diffrn_orient_matrix_UB_32      -0.1043549
_diffrn_orient_matrix_UB_33      0.0216969

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_F_000             1696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.047
_exptl_absorpt_coefficient_mu    4.142
_shelx_estimated_absorpt_T_min   0.545
_shelx_estimated_absorpt_T_max   0.829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82266
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4738
_diffrn_reflns_number            50223
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.950
_diffrn_reflns_theta_max         67.288
_diffrn_reflns_theta_full        67.288
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6917
_reflns_number_gt                5926
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0860P)²+17.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6917
_refine_ls_number_parameters     419
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1633
_refine_ls_wR_factor_gt          0.1531
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.45230(4) 0.11793(4) 0.63067(2) 0.03766(17) Uani 1 1 d . . . . .
Br2 Br 0.08684(4) 0.15665(3) 0.77822(2) 0.03171(16) Uani 1 1 d . . . . .
Br3 Br 0.66130(8) 0.14221(8) 0.87968(6) 0.0483(3) Uani 0.5 1 d . . P A 1
Br4 Br 0.59978(10) 0.05929(10) 0.93417(8) 0.0666(4) Uani 0.5 1 d . . P B 2
C1 C 0.5499(3) 0.4124(3) 0.57775(19) 0.0231(8) Uani 1 1 d . . . . .
C2 C 0.4576(3) 0.4459(3) 0.60294(19) 0.0234(8) Uani 1 1 d . . . . .
H2 H 0.4595 0.4803 0.6408 0.028 Uiso 1 1 calc R U . . .
C3 C 0.3635(3) 0.4294(3) 0.57321(18) 0.0219(8) Uani 1 1 d . . . . .
C4 C 0.3618(3) 0.3796(3) 0.51661(18) 0.0222(8) Uani 1 1 d . . . . .
H4 H 0.2976 0.3682 0.4959 0.027 Uiso 1 1 calc R U . . .
C5 C 0.4533(3) 0.3468(3) 0.49059(19) 0.0235(8) Uani 1 1 d . . . . .
C6 C 0.5465(3) 0.3645(3) 0.52139(19) 0.0242(8) Uani 1 1 d . . . . .
H6 H 0.6093 0.3434 0.5036 0.029 Uiso 1 1 calc R U . . .
C10 C 0.6529(3) 0.4324(3) 0.6093(2) 0.0276(9) Uani 1 1 d . . . . .
H10A H 0.6468 0.4921 0.6342 0.033 Uiso 1 1 calc R U . . .
H10B H 0.7053 0.4445 0.5774 0.033 Uiso 1 1 calc R U . . .
N11 N 0.6907(3) 0.3507(3) 0.65067(17) 0.0277(8) Uani 1 1 d . . . . .
C12 C 0.8003(4) 0.3718(4) 0.6740(3) 0.0423(12) Uani 1 1 d . . . . .
H12A H 0.8425 0.4004 0.6410 0.051 Uiso 1 1 calc R U . . .
H12B H 0.7995 0.4170 0.7094 0.051 Uiso 1 1 calc R U . . .
C13 C 0.8426(5) 0.2745(5) 0.6933(3) 0.0617(17) Uani 1 1 d . . . . .
H13A H 0.8265 0.2609 0.7369 0.074 Uiso 1 1 calc R U . . .
H13B H 0.9185 0.2722 0.6883 0.074 Uiso 1 1 calc R U . . .
C14 C 0.7886(4) 0.2013(4) 0.6504(2) 0.0434(12) Uani 1 1 d . . . . .
H14A H 0.8387 0.1733 0.6214 0.052 Uiso 1 1 calc R U . . .
H14B H 0.7580 0.1481 0.6746 0.052 Uiso 1 1 calc R U . . .
C15 C 0.7040(4) 0.2570(3) 0.6152(2) 0.0328(10) Uani 1 1 d . . . . .
H15A H 0.7252 0.2703 0.5724 0.039 Uiso 1 1 calc R U . . .
H15B H 0.6387 0.2196 0.6140 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6186(4) 0.3330(3) 0.7041(2) 0.0301(9) Uani 1 1 d . . . . .
H16A H 0.5505 0.3126 0.6871 0.036 Uiso 1 1 calc R U . . .
H16B H 0.6465 0.2786 0.7289 0.036 Uiso 1 1 calc R U . . .
C17 C 0.6020(4) 0.4182(4) 0.7466(2) 0.0366(11) Uani 1 1 d . . . . .
H17A H 0.5629 0.4696 0.7245 0.044 Uiso 1 1 calc R U . . .
H17B H 0.6695 0.4452 0.7601 0.044 Uiso 1 1 calc R U . . .
C18 C 0.5412(4) 0.3841(4) 0.8029(2) 0.0445(13) Uani 1 1 d . . . . .
H18A H 0.4736 0.3575 0.7890 0.053 Uiso 1 1 calc R U . . .
H18B H 0.5800 0.3316 0.8241 0.053 Uiso 1 1 calc R U . . .
C19 C 0.5231(7) 0.4673(6) 0.8484(3) 0.079(3) Uani 1 1 d . . . . .
H19A H 0.4924 0.4416 0.8860 0.119 Uiso 1 1 calc R U . . .
H19B H 0.4762 0.5149 0.8295 0.119 Uiso 1 1 calc R U . . .
H19C H 0.5893 0.4983 0.8587 0.119 Uiso 1 1 calc R U . . .
C30 C 0.2648(3) 0.4694(3) 0.59849(19) 0.0248(8) Uani 1 1 d . . . . .
H30A H 0.2125 0.4720 0.5647 0.030 Uiso 1 1 calc R U . . .
H30B H 0.2776 0.5367 0.6123 0.030 Uiso 1 1 calc R U . . .
N31 N 0.2201(3) 0.4131(2) 0.65148(15) 0.0216(7) Uani 1 1 d . . . . .
C32 C 0.1216(3) 0.4624(3) 0.6716(2) 0.0286(9) Uani 1 1 d . . . . .
H32A H 0.0630 0.4454 0.6437 0.034 Uiso 1 1 calc R U . . .
H32B H 0.1299 0.5336 0.6720 0.034 Uiso 1 1 calc R U . . .
C33 C 0.1041(4) 0.4237(3) 0.7364(2) 0.0307(9) Uani 1 1 d . . . . .
H33A H 0.0668 0.3611 0.7350 0.037 Uiso 1 1 calc R U . . .
H33B H 0.0640 0.4703 0.7611 0.037 Uiso 1 1 calc R U . . .
C34 C 0.2139(4) 0.4108(3) 0.7636(2) 0.0303(9) Uani 1 1 d . . . . .
H34A H 0.2292 0.4618 0.7944 0.036 Uiso 1 1 calc R U . . .
H34B H 0.2208 0.3468 0.7839 0.036 Uiso 1 1 calc R U . . .
C35 C 0.2882(3) 0.4184(3) 0.70934(18) 0.0245(8) Uani 1 1 d . . . . .
H35A H 0.3265 0.4804 0.7109 0.029 Uiso 1 1 calc R U . . .
H35B H 0.3386 0.3644 0.7103 0.029 Uiso 1 1 calc R U . . .
C36 C 0.2031(3) 0.3070(3) 0.63589(19) 0.0232(8) Uani 1 1 d . . . . .
H36A H 0.1797 0.2732 0.6734 0.028 Uiso 1 1 calc R U . . .
H36B H 0.2704 0.2784 0.6245 0.028 Uiso 1 1 calc R U . . .
C37 C 0.1251(3) 0.2872(3) 0.5839(2) 0.0317(10) Uani 1 1 d . . . . .
H37A H 0.0565 0.3132 0.5950 0.038 Uiso 1 1 calc R U . . .
H37B H 0.1474 0.3197 0.5457 0.038 Uiso 1 1 calc R U . . .
C38 C 0.1177(4) 0.1784(4) 0.5734(2) 0.0414(12) Uani 1 1 d . . . . .
H38A H 0.0962 0.1463 0.6119 0.050 Uiso 1 1 calc R U . . .
H38B H 0.1865 0.1529 0.5625 0.050 Uiso 1 1 calc R U . . .
C39 C 0.0396(5) 0.1550(5) 0.5216(4) 0.0662(19) Uani 1 1 d . . . . .
H39A H 0.0400 0.0852 0.5135 0.099 Uiso 1 1 calc R U . . .
H39B H 0.0586 0.1899 0.4842 0.099 Uiso 1 1 calc R U . . .
H39C H -0.0297 0.1750 0.5341 0.099 Uiso 1 1 calc R U . . .
C50 C 0.4496(3) 0.2996(3) 0.42814(19) 0.0255(9) Uani 1 1 d . . . . .
H50A H 0.5115 0.3198 0.4051 0.031 Uiso 1 1 calc R U . . .
H50B H 0.3880 0.3238 0.4052 0.031 Uiso 1 1 calc R U . . .
N51 N 0.4455(3) 0.1888(3) 0.42956(16) 0.0297(8) Uani 1 1 d . . . . .
C52 C 0.4260(4) 0.1521(4) 0.3639(2) 0.0352(10) Uani 1 1 d D . . . .
H52A H 0.4548 0.1970 0.3330 0.042 Uiso 0.655(7) 1 calc R U P C 1
H52B H 0.4559 0.0868 0.3579 0.042 Uiso 0.655(7) 1 calc R U P C 1
H52C H 0.4336 0.2066 0.3346 0.042 Uiso 0.345(7) 1 calc R U P C 2
H52D H 0.4788 0.1028 0.3539 0.042 Uiso 0.345(7) 1 calc R U P C 2
C53 C 0.3092(4) 0.1497(10) 0.3602(4) 0.058(4) Uani 0.655(7) 1 d D . P C 1
H53A H 0.2861 0.0859 0.3444 0.069 Uiso 0.655(7) 1 calc R U P C 1
H53B H 0.2843 0.2000 0.3310 0.069 Uiso 0.655(7) 1 calc R U P C 1
C54 C 0.2626(6) 0.1673(7) 0.4227(3) 0.0481(18) Uani 0.655(7) 1 d D . P C 1
H54A H 0.2348 0.2339 0.4260 0.058 Uiso 0.655(7) 1 calc R U P C 1
H54B H 0.2068 0.1203 0.4312 0.058 Uiso 0.655(7) 1 calc R U P C 1
C53' C 0.3196(10) 0.108(2) 0.3558(7) 0.058(4) Uani 0.345(7) 1 d D . P C 2
H53C H 0.3197 0.0516 0.3279 0.069 Uiso 0.345(7) 1 calc R U P C 2
H53D H 0.2680 0.1563 0.3410 0.069 Uiso 0.345(7) 1 calc R U P C 2
C54' C 0.3030(12) 0.0798(11) 0.4221(5) 0.0481(18) Uani 0.345(7) 1 d D . P C 2
H54C H 0.3328 0.0148 0.4297 0.058 Uiso 0.345(7) 1 calc R U P C 2
H54D H 0.2280 0.0768 0.4302 0.058 Uiso 0.345(7) 1 calc R U P C 2
C55 C 0.3538(4) 0.1526(4) 0.4652(2) 0.0429(13) Uani 1 1 d D . . . .
H55A H 0.3622 0.0833 0.4757 0.052 Uiso 0.655(7) 1 calc R U P C 1
H55B H 0.3457 0.1900 0.5037 0.052 Uiso 0.655(7) 1 calc R U P C 1
H55C H 0.3059 0.2062 0.4747 0.052 Uiso 0.345(7) 1 calc R U P C 2
H55D H 0.3765 0.1214 0.5042 0.052 Uiso 0.345(7) 1 calc R U P C 2
C56 C 0.5420(4) 0.1445(4) 0.4575(2) 0.0383(11) Uani 1 1 d . . . . .
H56A H 0.5496 0.1677 0.5005 0.046 Uiso 1 1 calc R U . . .
H56B H 0.5326 0.0734 0.4590 0.046 Uiso 1 1 calc R U . . .
C57 C 0.6406(4) 0.1657(5) 0.4244(2) 0.0491(14) Uani 1 1 d D . . . .
H57A H 0.6635 0.2320 0.4353 0.059 Uiso 1 1 calc R U . . .
H57B H 0.6262 0.1644 0.3795 0.059 Uiso 1 1 calc R U . . .
C58 C 0.7276(6) 0.0961(6) 0.4389(3) 0.079(2) Uani 1 1 d D . . . .
H58A H 0.7863 0.1123 0.4121 0.095 Uiso 0.655(7) 1 calc R U P C 1
H58B H 0.7041 0.0301 0.4276 0.095 Uiso 0.655(7) 1 calc R U P C 1
H58C H 0.7171 0.0366 0.4141 0.095 Uiso 0.345(7) 1 calc R U P C 2
H58D H 0.7245 0.0777 0.4829 0.095 Uiso 0.345(7) 1 calc R U P C 2
C59 C 0.7672(7) 0.0937(8) 0.5049(4) 0.063(2) Uani 0.655(7) 1 d D . P C 1
H59A H 0.8226 0.0455 0.5089 0.095 Uiso 0.655(7) 1 calc R U P C 1
H59B H 0.7105 0.0764 0.5322 0.095 Uiso 0.655(7) 1 calc R U P C 1
H59C H 0.7942 0.1576 0.5164 0.095 Uiso 0.655(7) 1 calc R U P C 1
C59' C 0.8357(7) 0.1368(13) 0.4260(10) 0.063(2) Uani 0.345(7) 1 d D . P C 2
H59D H 0.8872 0.1032 0.4519 0.095 Uiso 0.345(7) 1 calc R U P C 2
H59E H 0.8372 0.2062 0.4353 0.095 Uiso 0.345(7) 1 calc R U P C 2
H59F H 0.8519 0.1268 0.3825 0.095 Uiso 0.345(7) 1 calc R U P C 2
O01W O 0.3411(3) 0.1844(3) 0.76203(13) 0.0424(8) Uani 1 1 d G . . . .
H01A H 0.3642 0.1687 0.7270 0.064 Uiso 1 1 d G U . . .
H01B H 0.2772 0.1704 0.7628 0.064 Uiso 1 1 d G U . . .
O02W O 0.4100(3) 0.2076(4) 0.88579(14) 0.0630(11) Uani 1 1 d G . . . .
H02A H 0.3862 0.2014 0.8493 0.095 Uiso 1 1 d G U . . .
H02B H 0.4746 0.1963 0.8855 0.095 Uiso 1 1 d G U . . .
O03W O 0.5734(12) -0.0386(11) 0.9617(7) 0.0514(14) Uani 0.263(7) 1 d . . P D 1
O04W O 0.8090(4) 0.3471(4) 0.4911(3) 0.0514(14) Uani 0.737(7) 1 d . . P D 2
O05W O 0.6337(4) 0.0642(5) 0.7406(3) 0.081(2) Uani 0.815(8) 1 d . . P E 1
O06W O 0.8244(17) 0.135(2) 0.8065(15) 0.081(2) Uani 0.185(8) 1 d . . P E 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.391(6) . ?
C1 C2 1.400(6) . ?
C1 C10 1.512(6) . ?
C2 C3 1.386(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.408(6) . ?
C3 C30 1.504(6) . ?
C4 C5 1.396(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(6) . ?
C5 C50 1.504(6) . ?
C6 H6 0.9500 . ?
C10 N11 1.518(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C15 1.518(6) . ?
N11 C16 1.521(6) . ?
N11 C12 1.526(6) . ?
C12 C13 1.507(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.534(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.531(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.511(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.539(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.535(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C30 N31 1.511(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
N31 C32 1.515(5) . ?
N31 C36 1.520(5) . ?
N31 C35 1.523(5) . ?
C32 C33 1.526(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.538(7) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.536(6) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.526(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.523(7) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.533(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C50 N51 1.533(6) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
N51 C56 1.508(7) . ?
N51 C55 1.511(6) . ?
N51 C52 1.530(6) . ?
C52 C53' 1.510(6) . ?
C52 C53 1.512(5) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 H52C 0.9900 . ?
C52 H52D 0.9900 . ?
C53 C54 1.514(5) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.499(6) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C53' C54' 1.511(6) . ?
C53' H53C 0.9900 . ?
C53' H53D 0.9900 . ?
C54' C55 1.515(6) . ?
C54' H54C 0.9900 . ?
C54' H54D 0.9900 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 H55C 0.9900 . ?
C55 H55D 0.9900 . ?
C56 C57 1.502(8) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 C58 1.509(9) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 C59 1.515(5) . ?
C58 C59' 1.537(5) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 H58C 0.9900 . ?
C58 H58D 0.9900 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C59' H59D 0.9800 . ?
C59' H59E 0.9800 . ?
C59' H59F 0.9800 . ?
O01W H01A 0.8500 . ?
O01W H01B 0.8500 . ?
O02W H02A 0.8500 . ?
O02W H02B 0.8499 . ?

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
_geom_angle_publ_flag
C6 C1 C2 119.1(4) . . ?
C6 C1 C10 119.9(4) . . ?
C2 C1 C10 120.9(4) . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 C30 120.9(4) . . ?
C4 C3 C30 119.8(4) . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 C50 121.6(4) . . ?
C4 C5 C50 119.4(4) . . ?
C5 C6 C1 121.4(4) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
C1 C10 N11 113.8(3) . . ?
C1 C10 H10A 108.8 . . ?
N11 C10 H10A 108.8 . . ?
C1 C10 H10B 108.8 . . ?
N11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C15 N11 C10 111.8(3) . . ?
C15 N11 C16 109.0(3) . . ?
C10 N11 C16 112.1(3) . . ?
C15 N11 C12 102.6(4) . . ?
C10 N11 C12 110.0(3) . . ?
C16 N11 C12 110.8(4) . . ?
C13 C12 N11 104.6(4) . . ?
C13 C12 H12A 110.8 . . ?
N11 C12 H12A 110.8 . . ?
C13 C12 H12B 110.8 . . ?
N11 C12 H12B 110.8 . . ?
H12A C12 H12B 108.9 . . ?
C12 C13 C14 105.1(5) . . ?
C12 C13 H13A 110.7 . . ?
C14 C13 H13A 110.7 . . ?
C12 C13 H13B 110.7 . . ?
C14 C13 H13B 110.7 . . ?
H13A C13 H13B 108.8 . . ?
C15 C14 C13 106.6(4) . . ?
C15 C14 H14A 110.4 . . ?
C13 C14 H14A 110.4 . . ?
C15 C14 H14B 110.4 . . ?
C13 C14 H14B 110.4 . . ?
H14A C14 H14B 108.6 . . ?
N11 C15 C14 105.2(4) . . ?
N11 C15 H15A 110.7 . . ?
C14 C15 H15A 110.7 . . ?
N11 C15 H15B 110.7 . . ?
C14 C15 H15B 110.7 . . ?
H15A C15 H15B 108.8 . . ?
C17 C16 N11 115.8(4) . . ?
C17 C16 H16A 108.3 . . ?
N11 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
N11 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 109.0(4) . . ?
C16 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C19 C18 C17 111.5(5) . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C3 C30 N31 115.2(3) . . ?
C3 C30 H30A 108.5 . . ?
N31 C30 H30A 108.5 . . ?
C3 C30 H30B 108.5 . . ?
N31 C30 H30B 108.5 . . ?
H30A C30 H30B 107.5 . . ?
C30 N31 C32 108.8(3) . . ?
C30 N31 C36 112.5(3) . . ?
C32 N31 C36 112.2(3) . . ?
C30 N31 C35 112.3(3) . . ?
C32 N31 C35 102.6(3) . . ?
C36 N31 C35 108.0(3) . . ?
N31 C32 C33 104.3(3) . . ?
N31 C32 H32A 110.9 . . ?
C33 C32 H32A 110.9 . . ?
N31 C32 H32B 110.9 . . ?
C33 C32 H32B 110.9 . . ?
H32A C32 H32B 108.9 . . ?
C32 C33 C34 104.1(3) . . ?
C32 C33 H33A 110.9 . . ?
C34 C33 H33A 110.9 . . ?
C32 C33 H33B 110.9 . . ?
C34 C33 H33B 110.9 . . ?
H33A C33 H33B 108.9 . . ?
C35 C34 C33 106.4(3) . . ?
C35 C34 H34A 110.4 . . ?
C33 C34 H34A 110.4 . . ?
C35 C34 H34B 110.4 . . ?
C33 C34 H34B 110.4 . . ?
H34A C34 H34B 108.6 . . ?
N31 C35 C34 105.6(3) . . ?
N31 C35 H35A 110.6 . . ?
C34 C35 H35A 110.6 . . ?
N31 C35 H35B 110.6 . . ?
C34 C35 H35B 110.6 . . ?
H35A C35 H35B 108.8 . . ?
N31 C36 C37 115.4(3) . . ?
N31 C36 H36A 108.4 . . ?
C37 C36 H36A 108.4 . . ?
N31 C36 H36B 108.4 . . ?
C37 C36 H36B 108.4 . . ?
H36A C36 H36B 107.5 . . ?
C38 C37 C36 109.0(4) . . ?
C38 C37 H37A 109.9 . . ?
C36 C37 H37A 109.9 . . ?
C38 C37 H37B 109.9 . . ?
C36 C37 H37B 109.9 . . ?
H37A C37 H37B 108.3 . . ?
C37 C38 C39 110.9(5) . . ?
C37 C38 H38A 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 108.1 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C5 C50 N51 114.5(3) . . ?
C5 C50 H50A 108.6 . . ?
N51 C50 H50A 108.6 . . ?
C5 C50 H50B 108.6 . . ?
N51 C50 H50B 108.6 . . ?
H50A C50 H50B 107.6 . . ?
C56 N51 C55 108.1(4) . . ?
C56 N51 C52 111.2(3) . . ?
C55 N51 C52 104.5(4) . . ?
C56 N51 C50 112.6(4) . . ?
C55 N51 C50 111.7(3) . . ?
C52 N51 C50 108.5(3) . . ?
C53' C52 N51 112.1(7) . . ?
C53 C52 N51 101.8(4) . . ?
C53 C52 H52A 111.4 . . ?
N51 C52 H52A 111.4 . . ?
C53 C52 H52B 111.4 . . ?
N51 C52 H52B 111.4 . . ?
H52A C52 H52B 109.3 . . ?
C53' C52 H52C 109.2 . . ?
N51 C52 H52C 109.2 . . ?
C53' C52 H52D 109.2 . . ?
N51 C52 H52D 109.2 . . ?
H52C C52 H52D 107.9 . . ?
C52 C53 C54 111.3(5) . . ?
C52 C53 H53A 109.4 . . ?
C54 C53 H53A 109.4 . . ?
C52 C53 H53B 109.4 . . ?
C54 C53 H53B 109.4 . . ?
H53A C53 H53B 108.0 . . ?
C55 C54 C53 102.0(6) . . ?
C55 C54 H54A 111.4 . . ?
C53 C54 H54A 111.4 . . ?
C55 C54 H54B 111.4 . . ?
C53 C54 H54B 111.4 . . ?
H54A C54 H54B 109.2 . . ?
C52 C53' C54' 97.9(8) . . ?
C52 C53' H53C 112.2 . . ?
C54' C53' H53C 112.2 . . ?
C52 C53' H53D 112.2 . . ?
C54' C53' H53D 112.2 . . ?
H53C C53' H53D 109.8 . . ?
C53' C54' C55 110.4(10) . . ?
C53' C54' H54C 109.6 . . ?
C55 C54' H54C 109.6 . . ?
C53' C54' H54D 109.6 . . ?
C55 C54' H54D 109.6 . . ?
H54C C54' H54D 108.1 . . ?
C54 C55 N51 104.9(4) . . ?
N51 C55 C54' 103.8(6) . . ?
C54 C55 H55A 110.8 . . ?
N51 C55 H55A 110.8 . . ?
C54 C55 H55B 110.8 . . ?
N51 C55 H55B 110.8 . . ?
H55A C55 H55B 108.8 . . ?
N51 C55 H55C 111.0 . . ?
C54' C55 H55C 111.0 . . ?
N51 C55 H55D 111.0 . . ?
C54' C55 H55D 111.0 . . ?
H55C C55 H55D 109.0 . . ?
C57 C56 N51 115.6(4) . . ?
C57 C56 H56A 108.4 . . ?
N51 C56 H56A 108.4 . . ?
C57 C56 H56B 108.4 . . ?
N51 C56 H56B 108.4 . . ?
H56A C56 H56B 107.4 . . ?
C56 C57 C58 114.3(5) . . ?
C56 C57 H57A 108.7 . . ?
C58 C57 H57A 108.7 . . ?
C56 C57 H57B 108.7 . . ?
C58 C57 H57B 108.7 . . ?
H57A C57 H57B 107.6 . . ?
C57 C58 C59 116.7(6) . . ?
C57 C58 C59' 114.0(7) . . ?
C57 C58 H58A 108.1 . . ?
C59 C58 H58A 108.1 . . ?
C57 C58 H58B 108.1 . . ?
C59 C58 H58B 108.1 . . ?
H58A C58 H58B 107.3 . . ?
C57 C58 H58C 108.7 . . ?
C59' C58 H58C 108.7 . . ?
C57 C58 H58D 108.7 . . ?
C59' C58 H58D 108.7 . . ?
H58C C58 H58D 107.6 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C59' H59D 109.5 . . ?
C58 C59' H59E 109.5 . . ?
H59D C59' H59E 109.5 . . ?
C58 C59' H59F 109.5 . . ?
H59D C59' H59F 109.5 . . ?
H59E C59' H59F 109.5 . . ?
H01A O01W H01B 108.4 . . ?
H02A O02W H02B 108.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.8(6) . . . . ?
C10 C1 C2 C3 178.5(4) . . . . ?
C1 C2 C3 C4 -1.0(6) . . . . ?
C1 C2 C3 C30 -177.0(4) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C30 C3 C4 C5 176.3(4) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C3 C4 C5 C50 -176.0(4) . . . . ?
C4 C5 C6 C1 1.1(6) . . . . ?
C50 C5 C6 C1 176.8(4) . . . . ?
C2 C1 C6 C5 -1.9(6) . . . . ?
C10 C1 C6 C5 -178.6(4) . . . . ?
C6 C1 C10 N11 -87.8(5) . . . . ?
C2 C1 C10 N11 95.5(5) . . . . ?
C1 C10 N11 C15 59.7(5) . . . . ?
C1 C10 N11 C16 -63.2(5) . . . . ?
C1 C10 N11 C12 173.0(4) . . . . ?
C15 N11 C12 C13 -40.5(5) . . . . ?
C10 N11 C12 C13 -159.6(5) . . . . ?
C16 N11 C12 C13 75.8(5) . . . . ?
N11 C12 C13 C14 30.7(6) . . . . ?
C12 C13 C14 C15 -9.3(6) . . . . ?
C10 N11 C15 C14 152.0(4) . . . . ?
C16 N11 C15 C14 -83.4(4) . . . . ?
C12 N11 C15 C14 34.2(5) . . . . ?
C13 C14 C15 N11 -15.7(6) . . . . ?
C15 N11 C16 C17 176.6(4) . . . . ?
C10 N11 C16 C17 -59.0(5) . . . . ?
C12 N11 C16 C17 64.3(5) . . . . ?
N11 C16 C17 C18 -171.6(4) . . . . ?
C16 C17 C18 C19 179.2(5) . . . . ?
C2 C3 C30 N31 -79.2(5) . . . . ?
C4 C3 C30 N31 104.8(4) . . . . ?
C3 C30 N31 C32 180.0(3) . . . . ?
C3 C30 N31 C36 -55.1(5) . . . . ?
C3 C30 N31 C35 67.1(4) . . . . ?
C30 N31 C32 C33 -161.0(3) . . . . ?
C36 N31 C32 C33 73.9(4) . . . . ?
C35 N31 C32 C33 -41.8(4) . . . . ?
N31 C32 C33 C34 34.2(4) . . . . ?
C32 C33 C34 C35 -13.4(5) . . . . ?
C30 N31 C35 C34 149.6(3) . . . . ?
C32 N31 C35 C34 33.0(4) . . . . ?
C36 N31 C35 C34 -85.7(4) . . . . ?
C33 C34 C35 N31 -12.1(4) . . . . ?
C30 N31 C36 C37 -63.0(4) . . . . ?
C32 N31 C36 C37 60.0(4) . . . . ?
C35 N31 C36 C37 172.4(3) . . . . ?
N31 C36 C37 C38 179.3(4) . . . . ?
C36 C37 C38 C39 179.8(5) . . . . ?
C6 C5 C50 N51 88.4(5) . . . . ?
C4 C5 C50 N51 -96.0(5) . . . . ?
C5 C50 N51 C56 -64.7(5) . . . . ?
C5 C50 N51 C55 57.2(5) . . . . ?
C5 C50 N51 C52 171.8(3) . . . . ?
C56 N51 C52 C53' 124.9(13) . . . . ?
C55 N51 C52 C53' 8.5(13) . . . . ?
C50 N51 C52 C53' -110.7(12) . . . . ?
C56 N51 C52 C53 146.2(6) . . . . ?
C55 N51 C52 C53 29.8(7) . . . . ?
C50 N51 C52 C53 -89.4(7) . . . . ?
N51 C52 C53 C54 -9.1(10) . . . . ?
C52 C53 C54 C55 -15.0(11) . . . . ?
N51 C52 C53' C54' -25.4(19) . . . . ?
C52 C53' C54' C55 34(2) . . . . ?
C53 C54 C55 N51 33.7(8) . . . . ?
C56 N51 C55 C54 -159.4(5) . . . . ?
C52 N51 C55 C54 -40.9(6) . . . . ?
C50 N51 C55 C54 76.1(5) . . . . ?
C56 N51 C55 C54' -105.8(8) . . . . ?
C52 N51 C55 C54' 12.7(9) . . . . ?
C50 N51 C55 C54' 129.8(8) . . . . ?
C53' C54' C55 N51 -30.7(16) . . . . ?
C55 N51 C56 C57 175.0(4) . . . . ?
C52 N51 C56 C57 60.9(5) . . . . ?
C50 N51 C56 C57 -61.2(5) . . . . ?
N51 C56 C57 C58 -160.2(5) . . . . ?
C56 C57 C58 C59 -63.3(9) . . . . ?
C56 C57 C58 C59' -158.2(10) . . . . ?

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
O01W H01A Br1 0.85 2.50 3.344(3) 173.0 .
O01W H01B Br2 0.85 2.50 3.335(4) 169.0 .
O02W H02A O01W 0.85 1.99 2.834 175.8 .
O02W H02B Br3 0.85 2.53 3.378(5) 172.9 .
O02W H02B Br4 0.85 2.69 3.352(4) 135.2 .
C10 H10A O06W 0.99 2.38 3.35(2) 166.4 2_656
C10 H10B Br4 0.99 2.99 3.780(4) 137.3 2_656
C12 H12A Br4 0.99 2.84 3.741(6) 151.2 2_656
C12 H12B O05W 0.99 2.46 3.343(7) 149.0 2_656
C13 H13A O06W 0.99 2.30 3.13(2) 140.8 .
C14 H14B O05W 0.99 2.46 3.401(8) 158.4 .
C15 H15A O04W 0.99 2.34 3.281(7) 158.5 .
C15 H15B Br1 0.99 2.82 3.799(5) 171.1 .
C32 H32A Br4 0.99 3.11 3.877(5) 135.8 2_556
C32 H32B O01W 0.99 2.55 3.420(6) 146.3 2_556
C33 H33A Br2 0.99 2.99 3.806(5) 140.9 .
C33 H33B Br1 0.99 3.12 4.016(4) 151.0 2_556
C35 H35A Br2 0.99 2.69 3.675(4) 173.8 2_556
C36 H36A Br2 0.99 3.05 4.034(4) 172.6 .
C37 H37B Br4 0.99 3.00 3.890(5) 150.5 4_565
C50 H50A Br2 0.99 2.96 3.782(4) 141.6 4_665
C50 H50B Br3 0.99 3.01 3.939(4) 156.6 4_565
C50 H50B O06W 0.99 2.35 3.20(3) 143.6 4_565
C52 H52A Br2 0.99 2.91 3.859(5) 160.2 4_665
C52 H52B Br1 0.99 3.08 4.049(5) 167.9 3_656
C52 H52A Br2 0.99 2.91 3.859(5) 160.2 4_665
C53 H53B Br3 0.99 2.91 3.482(12) 117.8 4_565
C54 H54A Br3 0.99 2.19 3.077(9) 147.8 4_565
C55 H55D Br1 0.99 2.90 3.821(5) 155.1 .

_refine_diff_density_max         1.744
_refine_diff_density_min         -1.625
_refine_diff_density_rms         0.118

