# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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data_22-meso_v0318_tw_ams371-3_dcmdiox_100k_plank_1
_database_code_depnum_ccdc_archive 'CCDC 2312774'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-11-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H30 Br2 N4'
_chemical_formula_sum            'C28 H30 Br2 N4'
_chemical_formula_weight         582.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H30 Br2 N4'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4446(2)
_cell_length_b                   8.9992(6)
_cell_length_c                   11.3593(4)
_cell_angle_alpha                99.016(4)
_cell_angle_beta                 92.137(3)
_cell_angle_gamma                109.139(5)
_cell_volume                     611.91(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9089
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      29.5460
_cell_measurement_theta_min      1.8090
_shelx_estimated_absorpt_T_max   0.851
_shelx_estimated_absorpt_T_min   0.424
_exptl_absorpt_coefficient_mu    3.337
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60933
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             296
_exptl_crystal_preparation       
;
Slow vapour diffusion of 1,4-dioxane into a dichloromethane solution of a 1:1 stoichiometric ratio of the RR- and SS- enantiomers
containing a mixture of the [3+3] and [2+2] macrocyclic forms.
;
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3047
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.557
_diffrn_reflns_theta_min         1.823
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -101.00   9.00   1.00   10.00    --  -15.10 -57.00-120.00  110
  2  ω    -52.00  11.00   1.00   10.00    --  -15.10  57.00 -30.00   63
  3  ω   -100.00   2.00   1.00   10.00    --  -15.10 -57.00   0.00  102
  4  ω    -53.00  17.00   1.00   10.00    --  -15.10  57.00  90.00   70
  5  ω    -55.00 -24.00   1.00   10.00    --  -15.10  68.00-150.00   31
  6  ω    -21.00  27.00   1.00   10.00    --  -15.10  68.00-150.00   48
  7  ω     44.00  74.00   1.00   10.00    --  -15.10  68.00-150.00   30
  8  ω   -103.00 -19.00   1.00   10.00    --  -15.10 -19.00 120.00   84
  9  ω     17.00  74.00   1.00   10.00    --  -15.10 -19.00 120.00   57
 10  ω    -51.00 -22.00   1.00   10.00    --  -15.10  68.00   0.00   29
 11  ω    -18.00   9.00   1.00   10.00    --  -15.10  68.00   0.00   27
 12  ω    -44.00  66.00   1.00   10.00    --  -15.10  57.00-180.00  110
 13  ω    -93.00  24.00   1.00   10.00    --  -15.10 -68.00 120.00  117
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0358272000
_diffrn_orient_matrix_UB_12      -0.0847366000
_diffrn_orient_matrix_UB_13      -0.0101614000
_diffrn_orient_matrix_UB_21      0.0328289000
_diffrn_orient_matrix_UB_22      -0.0005869000
_diffrn_orient_matrix_UB_23      -0.0589321000
_diffrn_orient_matrix_UB_31      0.1064650000
_diffrn_orient_matrix_UB_32      0.0031833000
_diffrn_orient_matrix_UB_33      0.0213871000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2901
_reflns_number_total             3047
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3047
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.154
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0440P)²+2.8160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1232
_refine_special_details          
;Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

All crystals of the [2+2]-meso form aggregate as stacked plates and planks
and present diffraction images indicative of rotational multicomponent twins.
This structure presented is the result of the best candidate crystal examined,
and was refined against a merged HKLF5 file as a two component non-merohedral 
twin related by the twin law -1 0 0 0.933 1 0.268 0 0 -1 with BASF 0.271(3).
No restraints were applied to the model, and all non-H atoms were refined
anisotropically, with all H-atoms in the structure placed in calculated positions
and refined using a riding model. Three erroneous reflections were removed from
the final refinement possibly indicative of a third minor component which
could not be identified. The final R1 refined to 0.0383.,Twin
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.729(3)
 0.271(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Ternary CH refined with riding coordinates:
 C11(H11), C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C12(H12A,H12B), C14(H14A,H14B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C8(H8), C17(H17), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.85494(6) 0.68387(5) 0.07304(3) 0.01541(13) Uani 1 1 d . . . . .
N9 N 1.0798(5) 0.8008(4) 0.5666(3) 0.0115(6) Uani 1 1 d . . . . .
N16 N 0.0502(5) 0.3787(4) 0.2382(3) 0.0120(6) Uani 1 1 d . . . . .
C3 C 0.8511(6) 0.7341(5) 0.3265(3) 0.0124(7) Uani 1 1 d . . . . .
H3 H 1.006409 0.782328 0.327870 0.015 Uiso 1 1 calc R U . . .
C5 C 0.5197(6) 0.6550(4) 0.4289(3) 0.0099(6) Uani 1 1 d . . . . .
H5 H 0.449343 0.655178 0.500899 0.012 Uiso 1 1 calc R U . . .
C4 C 0.7495(6) 0.7280(4) 0.4336(3) 0.0090(6) Uani 1 1 d . . . . .
C8 C 0.8792(6) 0.7917(4) 0.5511(3) 0.0110(7) Uani 1 1 d . . . . .
H8 H 0.810836 0.827056 0.617296 0.013 Uiso 1 1 calc R U . . .
C17 C 0.1561(6) 0.4940(4) 0.3216(3) 0.0108(7) Uani 1 1 d . . . . .
H17 H 0.080514 0.523987 0.386368 0.013 Uiso 1 1 calc R U . . .
C11 C -0.1803(6) 0.2913(4) 0.2538(3) 0.0097(6) Uani 1 1 d . . . . .
H11 H -0.241770 0.362366 0.307577 0.012 Uiso 1 1 calc R U . . .
C6 C 0.3937(6) 0.5825(4) 0.3202(3) 0.0102(7) Uani 1 1 d . . . . .
C10 C 1.1865(6) 0.8557(4) 0.6891(3) 0.0102(7) Uani 1 1 d . . . . .
H10 H 1.106741 0.918628 0.737313 0.012 Uiso 1 1 calc R U . . .
C7 C 0.4952(6) 0.5897(4) 0.2138(3) 0.0114(7) Uani 1 1 d . . . . .
H7 H 0.410917 0.541184 0.138940 0.014 Uiso 1 1 calc R U . . .
C2 C 0.7213(6) 0.6688(4) 0.2187(3) 0.0112(7) Uani 1 1 d . . . . .
C15 C 1.4246(6) 0.9625(4) 0.6833(3) 0.0111(7) Uani 1 1 d . . . . .
H15A H 1.423991 1.059838 0.653259 0.013 Uiso 1 1 calc R U . . .
H15B H 1.496279 0.904727 0.626074 0.013 Uiso 1 1 calc R U . . .
C12 C -0.3140(6) 0.2370(4) 0.1314(3) 0.0116(7) Uani 1 1 d . . . . .
H12A H -0.312616 0.332024 0.097373 0.014 Uiso 1 1 calc R U . . .
H12B H -0.244265 0.174763 0.076604 0.014 Uiso 1 1 calc R U . . .
C14 C 1.5584(6) 1.0111(5) 0.8059(4) 0.0146(7) Uani 1 1 d . . . . .
H14A H 1.713369 1.073570 0.797159 0.018 Uiso 1 1 calc R U . . .
H14B H 1.497883 1.080199 0.860528 0.018 Uiso 1 1 calc R U . . .
C13 C -0.5519(6) 0.1346(5) 0.1401(3) 0.0133(7) Uani 1 1 d . . . . .
H13A H -0.625329 0.198600 0.190616 0.016 Uiso 1 1 calc R U . . .
H13B H -0.632965 0.099584 0.059321 0.016 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
Br1 C2 1.897(4) . ?
N9 C8 1.272(5) . ?
N9 C10 1.464(5) . ?
N16 C17 1.272(5) . ?
N16 C11 1.468(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.403(5) . ?
C3 C2 1.385(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.405(5) . ?
C5 C6 1.390(5) . ?
C4 C8 1.473(5) . ?
C8 H8 0.9500 . ?
C17 H17 0.9500 . ?
C17 C6 1.478(5) . ?
C11 H11 1.0000 . ?
C11 C10 1.552(5) 2_666 ?
C11 C12 1.528(5) . ?
C6 C7 1.397(5) . ?
C10 H10 1.0000 . ?
C10 C15 1.531(5) . ?
C7 H7 0.9500 . ?
C7 C2 1.391(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.531(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.524(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.522(5) 2_666 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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
C8 N9 C10 117.0(3) . . ?
C17 N16 C11 116.9(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 120.9(3) . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 C8 121.5(3) . . ?
C5 C4 C8 119.2(3) . . ?
N9 C8 C4 122.1(3) . . ?
N9 C8 H8 119.0 . . ?
C4 C8 H8 119.0 . . ?
N16 C17 H17 119.1 . . ?
N16 C17 C6 121.7(3) . . ?
C6 C17 H17 119.1 . . ?
N16 C11 H11 109.8 . . ?
N16 C11 C10 108.2(3) . 2_666 ?
N16 C11 C12 108.9(3) . . ?
C10 C11 H11 109.8 2_666 . ?
C12 C11 H11 109.8 . . ?
C12 C11 C10 110.2(3) . 2_666 ?
C5 C6 C17 118.5(3) . . ?
C5 C6 C7 119.6(3) . . ?
C7 C6 C17 121.8(3) . . ?
N9 C10 C11 109.3(3) . 2_666 ?
N9 C10 H10 109.6 . . ?
N9 C10 C15 108.0(3) . . ?
C11 C10 H10 109.6 2_666 . ?
C15 C10 C11 110.9(3) . 2_666 ?
C15 C10 H10 109.6 . . ?
C6 C7 H7 120.4 . . ?
C2 C7 C6 119.2(3) . . ?
C2 C7 H7 120.4 . . ?
C3 C2 Br1 119.4(3) . . ?
C3 C2 C7 122.0(3) . . ?
C7 C2 Br1 118.6(3) . . ?
C10 C15 H15A 109.2 . . ?
C10 C15 H15B 109.2 . . ?
C10 C15 C14 112.0(3) . . ?
H15A C15 H15B 107.9 . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 C11 111.6(3) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C13 C14 C15 111.3(3) 2_666 . ?
C13 C14 H14A 109.4 2_666 . ?
C13 C14 H14B 109.4 2_666 . ?
C12 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C14 C13 C12 110.3(3) 2_666 . ?
C14 C13 H13A 109.6 2_666 . ?
C14 C13 H13B 109.6 2_666 . ?
H13A C13 H13B 108.1 . . ?

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
N9 C10 C15 C14 -173.6(3) . . . . ?
N16 C17 C6 C5 -152.8(4) . . . . ?
N16 C17 C6 C7 24.7(6) . . . . ?
N16 C11 C12 C13 175.7(3) . . . . ?
C3 C4 C8 N9 -26.1(5) . . . . ?
C5 C4 C8 N9 151.9(4) . . . . ?
C5 C6 C7 C2 0.4(5) . . . . ?
C4 C3 C2 Br1 177.5(3) . . . . ?
C4 C3 C2 C7 -3.6(6) . . . . ?
C4 C5 C6 C17 174.1(3) . . . . ?
C4 C5 C6 C7 -3.4(5) . . . . ?
C8 N9 C10 C11 97.6(4) . . . 2_666 ?
C8 N9 C10 C15 -141.8(3) . . . . ?
C17 N16 C11 C10 -94.2(4) . . . 2_666 ?
C17 N16 C11 C12 146.0(3) . . . . ?
C17 C6 C7 C2 -177.1(3) . . . . ?
C11 N16 C17 C6 175.2(3) . . . . ?
C11 C10 C15 C14 -54.0(4) 2_666 . . . ?
C11 C12 C13 C14 -58.1(4) . . . 2_666 ?
C6 C5 C4 C3 3.0(5) . . . . ?
C6 C5 C4 C8 -175.0(3) . . . . ?
C6 C7 C2 Br1 -177.8(3) . . . . ?
C6 C7 C2 C3 3.2(6) . . . . ?
C10 N9 C8 C4 -175.9(3) . . . . ?
C10 C11 C12 C13 57.1(4) 2_666 . . . ?
C10 C15 C14 C13 55.1(4) . . . 2_666 ?
C2 C3 C4 C5 0.4(5) . . . . ?
C2 C3 C4 C8 178.4(3) . . . . ?

_olex2_date_sample_data_collection 2022-02-11
_olex2_submission_original_sample_id 'AMS371-3 DCMDiox Plank 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.332
_oxdiff_exptl_absorpt_empirical_full_min 0.766
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.729(3)
2 0.271(3)

####################################################################### 
# 
# 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_33-rac_ams330-4_etoachex_100k_v0332_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2312775'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-11-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 0.699(C3 H7)'
_chemical_formula_sum            'C44.10 H49.89 Br3 N6'
_chemical_formula_weight         903.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Br3 C42 H45 N6'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   23.6941(11)
_cell_length_b                   14.3036(7)
_cell_length_c                   27.0164(13)
_cell_angle_alpha                90
_cell_angle_beta                 101.598(4)
_cell_angle_gamma                90
_cell_volume                     8969.2(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8883
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      24.5220
_cell_measurement_theta_min      1.5510
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.625
_exptl_absorpt_coefficient_mu    2.734
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3692
_exptl_crystal_preparation       
'Slow vapour diffusion of n-hexane into an ethylacetate solution of a 1:1 mixture of the [3+3]-RR and [3+3]-SS bromo substituted macryocycles.'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1108
_diffrn_reflns_av_unetI/netI     0.0985
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            42323
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.389
_diffrn_reflns_theta_min         1.539
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00  25.00   1.00  100.00    --  -15.10 -68.00-180.00  129
  2  ω    -55.00  74.00   1.00  100.00    --  -15.10  68.00 150.00  129
  3  ω    -92.00   3.00   1.00  100.00    --  -15.10 -68.00 120.00   95
  4  ω    -41.00  68.00   1.00  100.00    --  -15.10  19.00 -60.00  109
  5  ω    -95.00  -3.00   1.00  100.00    --  -15.10 -68.00  30.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0016668000
_diffrn_orient_matrix_UB_12      0.0476016000
_diffrn_orient_matrix_UB_13      -0.0069018000
_diffrn_orient_matrix_UB_21      -0.0114279000
_diffrn_orient_matrix_UB_22      -0.0117351000
_diffrn_orient_matrix_UB_23      -0.0255774000
_diffrn_orient_matrix_UB_31      -0.0282853000
_diffrn_orient_matrix_UB_32      0.0074583000
_diffrn_orient_matrix_UB_33      0.0041045000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4889
_reflns_number_total             8202
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.589
_refine_diff_density_min         -0.937
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         8202
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1507
_refine_ls_R_factor_gt           0.0942
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0883P)²+157.7715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2224
_refine_ls_wR_factor_ref         0.2449
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

The structure comprises a single [3+3] bromo substituted isotrianglimine
unit, and is a racemic co-crystal consisting of a 1:1 stoichiometric ratio of
the [3+3]-RR and [3+3]-SS enantiomeric species. Within the central cavity of the
cycle exists a partially occupied half-molecule of n-hexane of crystallisation split
over an inversion centre. The occupancy of the n-hexane molecule refined to 0.699(19)
yielding 0.350 n-hexane molecules per asymmetric unit. Strong DFIX 1.5 A restraints
were applied to the three unique carbon atoms of the n-hexane molecule C52-C53 and
C53-C54 in order to produce satisfactory convergence, and the atoms were treated to
isototropic refinement only. The poor R-factors in the final model reflect the fact
that the crystals rapidly desolvate upon extraction from the crystallisation
solution, evidenced by the low occupancy of the encapsulated n-hexane molecule.
In addition, all crystals screened were inherently non-merohedrally twinned, and the
one presented was extracted as the major component of a two-fold twin which was
the best of all candidates experimented upon. No further restraints were applied to the model
and all other non-H atoms refined anisotropically.
All H-atoms in the structure were placed in calculated positions and
refined using a riding model. Four residual electron density peaks of > 1 e A^-3
are present in the final model which are < 1 A from two of the heavy peripheral bromine
atoms in the structure. The reflection 2,2,2 was omitted from the refinement for being
erroneously large, and is again a likely reflection of the crystals rapid propensity
to desolvate once exposed to the atmosphere prior to being placed under the coldstream.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C54-C53 = C52-C53
 1.5 with sigma of 0.01
3. Others
 Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(C52)=Sof(H52A)=
 Sof(H52B)=Sof(H52C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C45(H45), C28(H28), C10(H10), C27(H27), C44(H44)
4.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C31(H31A,H31B), C12(H12A,H12B), C32(H32A,
 H32B), C48(H48A,H48B), C29(H29A,H29B), C30(H30A,H30B), C47(H47A,H47B),
 C46(H46A,H46B), C14(H14A,H14B), C49(H49A,H49B), C54(H54A,H54B), C53(H53A,H53B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C34(H34), C39(H39), C17(H17), C8(H8), C20(H20), C24(H24), C3(H3),
 C41(H41), C51(H51), C42(H42), C7(H7), C22(H22), C37(H37), C25(H25)
4.d Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br 0.84533(4) 0.60510(7) 0.55314(4) 0.0517(3) Uani 1 1 d . . . . .
Br35 Br 0.67513(5) 0.93277(8) 0.40039(4) 0.0540(3) Uani 1 1 d . . . . .
Br1 Br 0.69438(5) 0.40772(10) 0.27860(4) 0.0659(4) Uani 1 1 d . . . . .
N16 N 0.6928(3) 0.3216(5) 0.5723(3) 0.0351(18) Uani 1 1 d . . . . .
N50 N 0.4752(3) 0.4864(5) 0.2995(3) 0.0381(18) Uani 1 1 d . . . . .
N33 N 0.5518(3) 0.8551(5) 0.5452(3) 0.0365(17) Uani 1 1 d . . . . .
N43 N 0.4495(3) 0.6718(5) 0.3300(3) 0.0391(19) Uani 1 1 d . . . . .
N26 N 0.6098(3) 0.7350(5) 0.6218(3) 0.0387(18) Uani 1 1 d . . . . .
N9 N 0.6274(3) 0.2397(5) 0.4817(3) 0.0351(17) Uani 1 1 d . . . . .
C4 C 0.6307(4) 0.3171(6) 0.4020(3) 0.034(2) Uani 1 1 d . . . . .
C5 C 0.5752(4) 0.3538(6) 0.3932(3) 0.033(2) Uani 1 1 d . . . . .
H5 H 0.551629 0.344618 0.417321 0.040 Uiso 1 1 calc R U . . .
C34 C 0.5275(4) 0.8043(6) 0.5095(3) 0.035(2) Uani 1 1 d . . . . .
H34 H 0.497856 0.762756 0.514476 0.042 Uiso 1 1 calc R U . . .
C39 C 0.5126(4) 0.7629(6) 0.4173(3) 0.035(2) Uani 1 1 d . . . . .
H39 H 0.479758 0.727667 0.421020 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6666(4) 0.3967(6) 0.5798(3) 0.035(2) Uani 1 1 d . . . . .
H17 H 0.628439 0.392598 0.585484 0.042 Uiso 1 1 calc R U . . .
C8 C 0.6555(3) 0.2631(6) 0.4478(3) 0.0294(19) Uani 1 1 d . . . . .
H8 H 0.694770 0.244601 0.452422 0.035 Uiso 1 1 calc R U . . .
C20 C 0.7425(4) 0.6668(7) 0.5819(3) 0.041(2) Uani 1 1 d . . . . .
H20 H 0.759684 0.726994 0.582902 0.050 Uiso 1 1 calc R U . . .
C19 C 0.7707(4) 0.5905(7) 0.5682(3) 0.042(2) Uani 1 1 d . . . . .
C24 C 0.7477(4) 0.5017(6) 0.5671(3) 0.034(2) Uani 1 1 d . . . . .
H24 H 0.768137 0.449465 0.557957 0.041 Uiso 1 1 calc R U . . .
C21 C 0.6885(4) 0.6563(6) 0.5944(3) 0.037(2) Uani 1 1 d . . . . .
C11 C 0.6613(4) 0.2336(6) 0.5735(3) 0.036(2) Uani 1 1 d . . . . .
H11 H 0.621409 0.247117 0.578365 0.044 Uiso 1 1 calc R U . . .
C3 C 0.6652(4) 0.3324(6) 0.3672(3) 0.036(2) Uani 1 1 d . . . . .
H3 H 0.703249 0.308037 0.372999 0.043 Uiso 1 1 calc R U . . .
C40 C 0.5446(4) 0.8083(6) 0.4586(3) 0.034(2) Uani 1 1 d . . . . .
C41 C 0.5932(4) 0.8589(6) 0.4541(3) 0.034(2) Uani 1 1 d . . . . .
H41 H 0.615832 0.889483 0.482564 0.041 Uiso 1 1 calc R U . . .
C45 C 0.4165(4) 0.5206(7) 0.2925(3) 0.041(2) Uani 1 1 d . . . . .
H45 H 0.400824 0.507166 0.323484 0.049 Uiso 1 1 calc R U . . .
C28 C 0.5323(4) 0.8440(6) 0.5928(3) 0.039(2) Uani 1 1 d . . . . .
H28 H 0.503646 0.791974 0.589900 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5540(4) 0.4038(6) 0.3492(3) 0.036(2) Uani 1 1 d . . . . .
C2 C 0.6445(4) 0.3821(7) 0.3250(3) 0.039(2) Uani 1 1 d . . . . .
C51 C 0.4952(4) 0.4423(6) 0.3392(3) 0.036(2) Uani 1 1 d . . . . .
H51 H 0.471738 0.433511 0.363523 0.043 Uiso 1 1 calc R U . . .
C42 C 0.4931(4) 0.7202(7) 0.3263(3) 0.039(2) Uani 1 1 d . . . . .
H42 H 0.503748 0.725924 0.294387 0.047 Uiso 1 1 calc R U . . .
C23 C 0.6938(4) 0.4903(6) 0.5797(3) 0.037(2) Uani 1 1 d . . . . .
C7 C 0.5892(4) 0.4178(6) 0.3140(4) 0.040(2) Uani 1 1 d . . . . .
H7 H 0.575475 0.450948 0.283481 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6586(4) 0.1829(6) 0.5236(3) 0.033(2) Uani 1 1 d . . . . .
H10 H 0.698734 0.172613 0.518464 0.039 Uiso 1 1 calc R U . . .
C22 C 0.6649(4) 0.5676(6) 0.5929(3) 0.037(2) Uani 1 1 d . . . . .
H22 H 0.628035 0.559523 0.601130 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6644(4) 0.0776(7) 0.6182(4) 0.046(2) Uani 1 1 d . . . . .
H13A H 0.686751 0.038686 0.645502 0.055 Uiso 1 1 calc R U . . .
H13B H 0.625179 0.085863 0.625039 0.055 Uiso 1 1 calc R U . . .
C15 C 0.6290(4) 0.0883(6) 0.5238(4) 0.043(2) Uani 1 1 d . . . . .
H15A H 0.629115 0.055431 0.491593 0.051 Uiso 1 1 calc R U . . .
H15B H 0.588451 0.097582 0.526871 0.051 Uiso 1 1 calc R U . . .
C37 C 0.5757(4) 0.8185(7) 0.3652(3) 0.040(2) Uani 1 1 d . . . . .
H37 H 0.586557 0.822453 0.333330 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5406(4) 0.9082(7) 0.6980(4) 0.047(3) Uani 1 1 d . . . . .
H31A H 0.529014 0.902907 0.731076 0.056 Uiso 1 1 calc R U . . .
H31B H 0.569631 0.958669 0.700333 0.056 Uiso 1 1 calc R U . . .
C27 C 0.5845(4) 0.8219(6) 0.6342(3) 0.037(2) Uani 1 1 d . . . . .
H27 H 0.613448 0.873202 0.635604 0.045 Uiso 1 1 calc R U . . .
C12 C 0.6936(4) 0.1743(6) 0.6181(3) 0.038(2) Uani 1 1 d . . . . .
H12A H 0.693175 0.206880 0.650334 0.046 Uiso 1 1 calc R U . . .
H12B H 0.734220 0.166006 0.615007 0.046 Uiso 1 1 calc R U . . .
C25 C 0.6585(4) 0.7384(7) 0.6094(3) 0.039(2) Uani 1 1 d . . . . .
H25 H 0.676771 0.797580 0.609791 0.047 Uiso 1 1 calc R U . . .
C38 C 0.5277(4) 0.7676(7) 0.3702(3) 0.041(2) Uani 1 1 d . . . . .
C44 C 0.4171(4) 0.6268(7) 0.2840(3) 0.040(2) Uani 1 1 d . . . . .
H44 H 0.436422 0.640474 0.255099 0.049 Uiso 1 1 calc R U . . .
C32 C 0.5667(4) 0.8151(7) 0.6849(4) 0.044(2) Uani 1 1 d . . . . .
H32A H 0.600782 0.799620 0.711370 0.052 Uiso 1 1 calc R U . . .
H32B H 0.538089 0.764434 0.683823 0.052 Uiso 1 1 calc R U . . .
C36 C 0.6081(4) 0.8639(7) 0.4067(3) 0.041(2) Uani 1 1 d . . . . .
C48 C 0.3207(4) 0.6168(7) 0.2254(3) 0.045(2) Uani 1 1 d . . . . .
H48A H 0.338129 0.629599 0.195746 0.054 Uiso 1 1 calc R U . . .
H48B H 0.280965 0.641940 0.218306 0.054 Uiso 1 1 calc R U . . .
C29 C 0.5047(4) 0.9361(7) 0.6055(3) 0.041(2) Uani 1 1 d . . . . .
H29A H 0.532072 0.988186 0.604964 0.049 Uiso 1 1 calc R U . . .
H29B H 0.469760 0.948851 0.579344 0.049 Uiso 1 1 calc R U . . .
C30 C 0.4883(4) 0.9320(7) 0.6572(4) 0.044(2) Uani 1 1 d . . . . .
H30A H 0.472405 0.993115 0.664805 0.052 Uiso 1 1 calc R U . . .
H30B H 0.458092 0.883992 0.656784 0.052 Uiso 1 1 calc R U . . .
C47 C 0.3190(4) 0.5106(8) 0.2342(4) 0.048(3) Uani 1 1 d . . . . .
H47A H 0.298704 0.497436 0.262078 0.058 Uiso 1 1 calc R U . . .
H47B H 0.297614 0.479655 0.203290 0.058 Uiso 1 1 calc R U . . .
C46 C 0.3791(4) 0.4725(7) 0.2472(4) 0.044(2) Uani 1 1 d . . . . .
H46A H 0.397435 0.479619 0.217577 0.053 Uiso 1 1 calc R U . . .
H46B H 0.377231 0.404870 0.254466 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6604(4) 0.0282(7) 0.5683(3) 0.043(2) Uani 1 1 d . . . . .
H14A H 0.639425 -0.031566 0.568912 0.052 Uiso 1 1 calc R U . . .
H14B H 0.699658 0.013508 0.563215 0.052 Uiso 1 1 calc R U . . .
C49 C 0.3560(4) 0.6658(7) 0.2722(3) 0.047(3) Uani 1 1 d . . . . .
H49A H 0.357303 0.733878 0.265791 0.056 Uiso 1 1 calc R U . . .
H49B H 0.337491 0.656026 0.301464 0.056 Uiso 1 1 calc R U . . .
C54 C 0.7366(8) 0.7156(13) 0.2586(7) 0.081(6) Uiso 0.699(19) 1 d D . P . .
H54A H 0.765726 0.669974 0.275224 0.097 Uiso 0.699(19) 1 calc R U P . .
H54B H 0.712288 0.683570 0.229386 0.097 Uiso 0.699(19) 1 calc R U P . .
C53 C 0.6993(10) 0.7408(17) 0.2950(9) 0.123(9) Uiso 0.699(19) 1 d D . P . .
H53A H 0.669550 0.787106 0.280345 0.148 Uiso 0.699(19) 1 calc R U P . .
H53B H 0.722345 0.765793 0.326929 0.148 Uiso 0.699(19) 1 calc R U P . .
C52 C 0.6729(14) 0.6475(19) 0.3030(12) 0.165(13) Uiso 0.699(19) 1 d D . P . .
H52A H 0.695641 0.597362 0.291905 0.247 Uiso 0.699(19) 1 calc R U P . .
H52B H 0.633331 0.645037 0.283395 0.247 Uiso 0.699(19) 1 calc R U P . .
H52C H 0.672472 0.639434 0.338972 0.247 Uiso 0.699(19) 1 calc R U P . .


_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
Br18 C19 1.903(9) . ?
Br35 C36 1.906(9) . ?
Br1 C2 1.923(8) . ?
N16 C17 1.277(11) . ?
N16 C11 1.467(11) . ?
N50 C45 1.452(11) . ?
N50 C51 1.251(11) . ?
N33 C34 1.252(11) . ?
N33 C28 1.460(11) . ?
N43 C42 1.264(11) . ?
N43 C44 1.471(11) . ?
N26 C27 1.448(11) . ?
N26 C25 1.265(11) . ?
N9 C8 1.280(10) . ?
N9 C10 1.465(11) . ?
C4 C5 1.391(12) . ?
C4 C8 1.477(12) . ?
C4 C3 1.381(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(12) . ?
C34 H34 0.9500 . ?
C34 C40 1.510(12) . ?
C39 H39 0.9500 . ?
C39 C40 1.380(12) . ?
C39 C38 1.390(12) . ?
C17 H17 0.9500 . ?
C17 C23 1.486(13) . ?
C8 H8 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.370(13) . ?
C20 C21 1.396(12) . ?
C19 C24 1.380(13) . ?
C24 H24 0.9500 . ?
C24 C23 1.396(12) . ?
C21 C22 1.384(13) . ?
C21 C25 1.471(12) . ?
C11 H11 1.0000 . ?
C11 C10 1.520(12) . ?
C11 C12 1.545(12) . ?
C3 H3 0.9500 . ?
C3 C2 1.350(12) . ?
C40 C41 1.387(12) . ?
C41 H41 0.9500 . ?
C41 C36 1.397(12) . ?
C45 H45 1.0000 . ?
C45 C44 1.537(13) . ?
C45 C46 1.523(12) . ?
C28 H28 1.0000 . ?
C28 C27 1.523(13) . ?
C28 C29 1.540(13) . ?
C6 C51 1.472(12) . ?
C6 C7 1.399(12) . ?
C2 C7 1.382(13) . ?
C51 H51 0.9500 . ?
C42 H42 0.9500 . ?
C42 C38 1.465(13) . ?
C23 C22 1.384(13) . ?
C7 H7 0.9500 . ?
C10 H10 1.0000 . ?
C10 C15 1.525(12) . ?
C22 H22 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.546(13) . ?
C13 C14 1.508(13) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.540(13) . ?
C37 H37 0.9500 . ?
C37 C38 1.379(13) . ?
C37 C36 1.386(13) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.540(13) . ?
C31 C30 1.522(14) . ?
C27 H27 1.0000 . ?
C27 C32 1.514(12) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C25 H25 0.9500 . ?
C44 H44 1.0000 . ?
C44 C49 1.523(13) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C47 1.540(14) . ?
C48 C49 1.536(13) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.524(13) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C46 1.498(13) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C54 C54 1.31(3) 7_665 ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C53 1.492(10) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C52 1.509(10) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 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
C17 N16 C11 116.9(7) . . ?
C51 N50 C45 118.0(8) . . ?
C34 N33 C28 115.9(8) . . ?
C42 N43 C44 118.1(8) . . ?
C25 N26 C27 118.0(8) . . ?
C8 N9 C10 116.3(7) . . ?
C5 C4 C8 123.0(8) . . ?
C3 C4 C5 119.4(8) . . ?
C3 C4 C8 117.5(8) . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(8) . . ?
C6 C5 H5 119.7 . . ?
N33 C34 H34 119.6 . . ?
N33 C34 C40 120.9(8) . . ?
C40 C34 H34 119.6 . . ?
C40 C39 H39 119.4 . . ?
C40 C39 C38 121.2(9) . . ?
C38 C39 H39 119.4 . . ?
N16 C17 H17 118.9 . . ?
N16 C17 C23 122.2(8) . . ?
C23 C17 H17 118.9 . . ?
N9 C8 C4 124.0(7) . . ?
N9 C8 H8 118.0 . . ?
C4 C8 H8 118.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(9) . . ?
C21 C20 H20 120.0 . . ?
C20 C19 Br18 119.7(7) . . ?
C20 C19 C24 121.8(9) . . ?
C24 C19 Br18 118.5(7) . . ?
C19 C24 H24 120.7 . . ?
C19 C24 C23 118.7(8) . . ?
C23 C24 H24 120.7 . . ?
C20 C21 C25 119.9(9) . . ?
C22 C21 C20 118.5(8) . . ?
C22 C21 C25 121.6(8) . . ?
N16 C11 H11 109.6 . . ?
N16 C11 C10 108.8(7) . . ?
N16 C11 C12 108.3(7) . . ?
C10 C11 H11 109.6 . . ?
C10 C11 C12 110.9(7) . . ?
C12 C11 H11 109.6 . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.6(8) . . ?
C2 C3 H3 120.2 . . ?
C39 C40 C34 121.0(8) . . ?
C39 C40 C41 120.3(8) . . ?
C41 C40 C34 118.6(8) . . ?
C40 C41 H41 120.8 . . ?
C40 C41 C36 118.3(8) . . ?
C36 C41 H41 120.8 . . ?
N50 C45 H45 109.4 . . ?
N50 C45 C44 108.4(8) . . ?
N50 C45 C46 109.9(8) . . ?
C44 C45 H45 109.4 . . ?
C46 C45 H45 109.4 . . ?
C46 C45 C44 110.3(8) . . ?
N33 C28 H28 110.0 . . ?
N33 C28 C27 108.4(7) . . ?
N33 C28 C29 109.0(7) . . ?
C27 C28 H28 110.0 . . ?
C27 C28 C29 109.5(7) . . ?
C29 C28 H28 110.0 . . ?
C5 C6 C51 121.0(8) . . ?
C5 C6 C7 119.4(8) . . ?
C7 C6 C51 119.6(8) . . ?
C3 C2 Br1 119.0(7) . . ?
C3 C2 C7 122.9(8) . . ?
C7 C2 Br1 118.0(7) . . ?
N50 C51 C6 121.7(8) . . ?
N50 C51 H51 119.1 . . ?
C6 C51 H51 119.1 . . ?
N43 C42 H42 119.2 . . ?
N43 C42 C38 121.6(9) . . ?
C38 C42 H42 119.2 . . ?
C24 C23 C17 121.6(8) . . ?
C22 C23 C17 118.8(8) . . ?
C22 C23 C24 119.6(9) . . ?
C6 C7 H7 121.0 . . ?
C2 C7 C6 118.1(8) . . ?
C2 C7 H7 121.0 . . ?
N9 C10 C11 110.2(7) . . ?
N9 C10 H10 108.7 . . ?
N9 C10 C15 109.6(7) . . ?
C11 C10 H10 108.7 . . ?
C11 C10 C15 110.9(7) . . ?
C15 C10 H10 108.7 . . ?
C21 C22 C23 121.4(8) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
H13A C13 H13B 108.0 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C14 C13 C12 111.5(8) . . ?
C10 C15 H15A 109.6 . . ?
C10 C15 H15B 109.6 . . ?
C10 C15 C14 110.4(7) . . ?
H15A C15 H15B 108.1 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C38 C37 H37 119.9 . . ?
C38 C37 C36 120.2(9) . . ?
C36 C37 H37 119.9 . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.8 . . ?
C32 C31 H31B 109.8 . . ?
C30 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
C30 C31 C32 109.5(8) . . ?
N26 C27 C28 108.8(7) . . ?
N26 C27 H27 109.0 . . ?
N26 C27 C32 110.9(7) . . ?
C28 C27 H27 109.0 . . ?
C32 C27 C28 110.2(8) . . ?
C32 C27 H27 109.0 . . ?
C11 C12 C13 109.9(7) . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N26 C25 C21 124.0(9) . . ?
N26 C25 H25 118.0 . . ?
C21 C25 H25 118.0 . . ?
C39 C38 C42 120.8(9) . . ?
C37 C38 C39 118.9(9) . . ?
C37 C38 C42 120.3(9) . . ?
N43 C44 C45 108.9(7) . . ?
N43 C44 H44 109.3 . . ?
N43 C44 C49 109.2(7) . . ?
C45 C44 H44 109.3 . . ?
C49 C44 C45 110.9(8) . . ?
C49 C44 H44 109.3 . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
C27 C32 C31 110.5(8) . . ?
C27 C32 H32A 109.6 . . ?
C27 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C41 C36 Br35 118.5(7) . . ?
C37 C36 Br35 120.4(7) . . ?
C37 C36 C41 121.1(9) . . ?
H48A C48 H48B 108.1 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C49 C48 C47 110.5(8) . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 C28 111.6(8) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C31 C30 C29 110.6(8) . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C48 C47 H47A 109.7 . . ?
C48 C47 H47B 109.7 . . ?
H47A C47 H47B 108.2 . . ?
C46 C47 C48 110.0(9) . . ?
C46 C47 H47A 109.7 . . ?
C46 C47 H47B 109.7 . . ?
C45 C46 H46A 108.9 . . ?
C45 C46 H46B 108.9 . . ?
C47 C46 C45 113.3(8) . . ?
C47 C46 H46A 108.9 . . ?
C47 C46 H46B 108.9 . . ?
H46A C46 H46B 107.7 . . ?
C13 C14 C15 111.6(8) . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C44 C49 C48 110.0(8) . . ?
C44 C49 H49A 109.7 . . ?
C44 C49 H49B 109.7 . . ?
C48 C49 H49A 109.7 . . ?
C48 C49 H49B 109.7 . . ?
H49A C49 H49B 108.2 . . ?
C54 C54 H54A 108.2 7_665 . ?
C54 C54 H54B 108.2 7_665 . ?
C54 C54 C53 117(2) 7_665 . ?
H54A C54 H54B 107.3 . . ?
C53 C54 H54A 108.2 . . ?
C53 C54 H54B 108.2 . . ?
C54 C53 H53A 111.5 . . ?
C54 C53 H53B 111.5 . . ?
C54 C53 C52 101.4(19) . . ?
H53A C53 H53B 109.3 . . ?
C52 C53 H53A 111.5 . . ?
C52 C53 H53B 111.5 . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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
Br18 C19 C24 C23 177.9(6) . . . . ?
Br1 C2 C7 C6 -176.4(7) . . . . ?
N16 C17 C23 C24 5.8(13) . . . . ?
N16 C17 C23 C22 -173.8(8) . . . . ?
N16 C11 C10 N9 -61.5(9) . . . . ?
N16 C11 C10 C15 176.9(7) . . . . ?
N16 C11 C12 C13 -175.6(7) . . . . ?
N50 C45 C44 N43 -64.3(9) . . . . ?
N50 C45 C44 C49 175.5(7) . . . . ?
N50 C45 C46 C47 -174.4(8) . . . . ?
N33 C34 C40 C39 -170.6(8) . . . . ?
N33 C34 C40 C41 9.3(12) . . . . ?
N33 C28 C27 N26 -61.4(9) . . . . ?
N33 C28 C27 C32 176.8(7) . . . . ?
N33 C28 C29 C30 -174.8(7) . . . . ?
N43 C42 C38 C39 -1.7(14) . . . . ?
N43 C42 C38 C37 178.8(9) . . . . ?
N43 C44 C49 C48 -177.7(8) . . . . ?
N26 C27 C32 C31 179.3(8) . . . . ?
N9 C10 C15 C14 -178.9(8) . . . . ?
C4 C5 C6 C51 179.5(8) . . . . ?
C4 C5 C6 C7 -0.7(13) . . . . ?
C4 C3 C2 Br1 177.1(7) . . . . ?
C4 C3 C2 C7 -1.2(15) . . . . ?
C5 C4 C8 N9 5.0(14) . . . . ?
C5 C4 C3 C2 -0.5(14) . . . . ?
C5 C6 C51 N50 -179.0(9) . . . . ?
C5 C6 C7 C2 -0.9(13) . . . . ?
C34 N33 C28 C27 124.8(8) . . . . ?
C34 N33 C28 C29 -116.1(9) . . . . ?
C34 C40 C41 C36 -178.7(8) . . . . ?
C39 C40 C41 C36 1.2(13) . . . . ?
C17 N16 C11 C10 122.9(8) . . . . ?
C17 N16 C11 C12 -116.5(8) . . . . ?
C17 C23 C22 C21 178.9(8) . . . . ?
C8 N9 C10 C11 120.0(8) . . . . ?
C8 N9 C10 C15 -117.6(8) . . . . ?
C8 C4 C5 C6 -179.8(8) . . . . ?
C8 C4 C3 C2 -179.4(8) . . . . ?
C20 C19 C24 C23 0.9(14) . . . . ?
C20 C21 C22 C23 0.4(13) . . . . ?
C20 C21 C25 N26 -179.2(9) . . . . ?
C19 C20 C21 C22 0.6(13) . . . . ?
C19 C20 C21 C25 179.6(8) . . . . ?
C19 C24 C23 C17 -179.6(8) . . . . ?
C19 C24 C23 C22 0.0(13) . . . . ?
C24 C23 C22 C21 -0.7(13) . . . . ?
C21 C20 C19 Br18 -178.2(7) . . . . ?
C21 C20 C19 C24 -1.2(14) . . . . ?
C11 N16 C17 C23 179.8(8) . . . . ?
C11 C10 C15 C14 -56.9(10) . . . . ?
C3 C4 C5 C6 1.4(13) . . . . ?
C3 C4 C8 N9 -176.2(8) . . . . ?
C3 C2 C7 C6 1.9(14) . . . . ?
C40 C39 C38 C42 -179.2(8) . . . . ?
C40 C39 C38 C37 0.3(14) . . . . ?
C40 C41 C36 Br35 -179.6(6) . . . . ?
C40 C41 C36 C37 -0.8(13) . . . . ?
C45 N50 C51 C6 179.1(8) . . . . ?
C45 C44 C49 C48 -57.6(10) . . . . ?
C28 N33 C34 C40 -179.0(7) . . . . ?
C28 C27 C32 C31 -60.3(10) . . . . ?
C28 C29 C30 C31 56.5(11) . . . . ?
C51 N50 C45 C44 123.7(9) . . . . ?
C51 N50 C45 C46 -115.7(9) . . . . ?
C51 C6 C7 C2 178.9(8) . . . . ?
C42 N43 C44 C45 121.2(9) . . . . ?
C42 N43 C44 C49 -117.5(9) . . . . ?
C7 C6 C51 N50 1.1(14) . . . . ?
C10 N9 C8 C4 177.6(8) . . . . ?
C10 C11 C12 C13 -56.4(10) . . . . ?
C10 C15 C14 C13 56.0(11) . . . . ?
C22 C21 C25 N26 -0.2(14) . . . . ?
C27 N26 C25 C21 -178.0(8) . . . . ?
C27 C28 C29 C30 -56.5(10) . . . . ?
C12 C11 C10 N9 179.5(7) . . . . ?
C12 C11 C10 C15 57.9(9) . . . . ?
C12 C13 C14 C15 -55.6(11) . . . . ?
C25 N26 C27 C28 110.6(9) . . . . ?
C25 N26 C27 C32 -128.1(9) . . . . ?
C25 C21 C22 C23 -178.7(8) . . . . ?
C38 C39 C40 C34 178.9(8) . . . . ?
C38 C39 C40 C41 -0.9(13) . . . . ?
C38 C37 C36 Br35 179.0(7) . . . . ?
C38 C37 C36 C41 0.3(14) . . . . ?
C44 N43 C42 C38 179.8(8) . . . . ?
C44 C45 C46 C47 -54.9(11) . . . . ?
C32 C31 C30 C29 -56.8(11) . . . . ?
C36 C37 C38 C39 0.0(14) . . . . ?
C36 C37 C38 C42 179.5(9) . . . . ?
C48 C47 C46 C45 55.7(11) . . . . ?
C29 C28 C27 N26 179.8(7) . . . . ?
C29 C28 C27 C32 58.0(10) . . . . ?
C30 C31 C32 C27 59.2(11) . . . . ?
C47 C48 C49 C44 58.4(10) . . . . ?
C46 C45 C44 N43 175.4(7) . . . . ?
C46 C45 C44 C49 55.1(10) . . . . ?
C14 C13 C12 C11 55.4(10) . . . . ?
C49 C48 C47 C46 -56.8(10) . . . . ?
C54 C54 C53 C52 176(3) 7_665 . . . ?

_olex2_date_sample_data_collection 2022-02-16
_olex2_submission_original_sample_id 'AMS330-4 EtOAc Hex 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.260
_oxdiff_exptl_absorpt_empirical_full_min 0.801
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7719 28116 17638 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.2281 28169 17638 nmt 0.9917 -0.0454 -0.0285 0.0316 0.9915 0.0605 0.0311
-0.2013 0.9983

_twin_special_details            
;
Component 2 rotated by 6.9391° 
around [-0.89 -0.14 0.44] (reciprocal) or [-0.89 -0.40 0.20] (direct)
;
####################################################################### 
# 
# 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_44-ss_diox_u0093_ams221-3_dcmdiox_100k_1
_database_code_depnum_ccdc_archive 'CCDC 2312783'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C56 H60 Br4 N8, 2.5(C8 H16 O4)'
_chemical_formula_sum            'C76 H100 Br4 N8 O10'
_chemical_formula_weight         1605.27
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C71 H76 Br4 Cl N8 O7'
_chemical_oxdiff_usercomment     'SS Bromo 15 mg'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           24
_space_group_name_H-M_alt        'I 21 21 21'
_space_group_name_Hall           'I 2b 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-x+1/2, y+1, -z+1'
'x+1, -y+1, -z+1/2'

_cell_length_a                   16.3450(7)
_cell_length_b                   17.4893(6)
_cell_length_c                   26.7421(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7644.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11016
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      25.6170
_cell_measurement_theta_min      1.4390
_shelx_estimated_absorpt_T_max   0.751
_shelx_estimated_absorpt_T_min   0.582
_exptl_absorpt_coefficient_mu    2.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49972
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3328
_exptl_crystal_preparation       
'Slow vapour diffusion of 1,4-dioxane into a dichloromethane solution.'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            27440
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_min         1.460
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  57.00   1.00   60.00    --    5.00  66.00  52.00   88
  2  ω    -32.00  78.00   1.00   60.00    --   -8.90  67.00-172.00  110
  3  ω    -33.00  79.00   1.00   60.00    --   -8.90  57.00-120.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0321588000
_diffrn_orient_matrix_UB_12      0.0157996000
_diffrn_orient_matrix_UB_13      -0.0145027000
_diffrn_orient_matrix_UB_21      -0.0081684000
_diffrn_orient_matrix_UB_22      -0.0268300000
_diffrn_orient_matrix_UB_23      -0.0192652000
_diffrn_orient_matrix_UB_31      -0.0279987000
_diffrn_orient_matrix_UB_32      0.0259314000
_diffrn_orient_matrix_UB_33      -0.0110746000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                5437
_reflns_number_total             7824
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.449
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.144
_refine_ls_abs_structure_details 
;
 Flack x determined using 1924 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         7824
_refine_ls_number_restraints     118
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0751
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1240P)²+19.1658P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1911
_refine_ls_wR_factor_ref         0.2090
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

Crystals of the SS-[4+4] macrocycle are extremely sensible to desolvation
upon removal from the solvent immersion, with the crystals decomposing
and becoming polycrystalline within minutes. Several attempts were made
to obtain a high quality structure with crystals rapidly transferred to
the coldstream with this structure presented being the best. The resolution
was truncated at 0.80 A, though diffraction strength drops significantly
below 1.0 A even at 100 K. The asymmetric unit comprises half a molecule
of the SS-[4+4] macrocycle, with four crystallographically unique 
1,4-dioxane molecules of crystallisation, three of which exist about the
peripheral lattice and one resides as an encapsulated molecule within the
macrocycle itself. 1,4-Dioxane molecule 1 O35...C40 is ordered and
fully occupied and was refined anisotropically. Molecule 2 O41...O44 lies 
across a two-fold rotation axis bisecting both oxygen atoms, with half
a fully occupied molecule present in the asymmetric unit. It features
partial disorder of its aliphatic bridge, split equally into C43A and 
C43B. SADI same-distance restraints were used across C42-C43A and C42-43B
and all non-H atoms in the the molecule was refined anisotropically.
Molecule 3 O45...O48 also lies  across a two-fold rotation axis bisecting
both oxygen atoms with half a fully occupied molecule present in the 
asymmetric unit. It features full twofold disorder of its C2H4 bridge,
split into two equally occupied parts C46A,C47A and C46B,C47B. SADI
same distance restraints were applied both for all four 1,2- 
carbon-to-oxygen distances and separately for the two 1,2- 
carbon-to-carbon distances. The molecule was refined anisotropically using
a rigid bond RIGU restraint about the whole non-H atom skeleton.
Molecule 4 O49...C54 sits encapsulated within the macrocycle cavity
and features whole body disorder about a two-fold rotation axis, with
a half occupied molecule present in the asymmetric unit. Several restraints
were applied in obtaining convergence of a chemically sensible model.
A DFIX of 2.8 A was applied between O49 and O52, DFIX of 1.4 A for all
four 1,2- carbon-to-oxygen distances and DFIX of 1.5 for both 1,2-
carbon-to-carbon distances. SADI same distance restraints were also
applied across both 1,4- carbon-to-carbon distances C50-C53 and C51-C54.
To permit sensible anisotropic displacement parameters for O49...C52,
SIMU/RIGU restraints were applied across the entire 6 non H atom skeleton,
in addition to the implementation of three EADP constraints linking atoms
which feature spatial overlap due to the whole body disorder by symmetry, 
specifically O49-O52, C50-C53 and C51-C54. No further restraints
were applied to the model and all non-H atoms about the macrocycle itself
were refined fully anisotropically. All H-atoms in the structure were placed in
calculated positions and refined using a riding model.
In the final model two residual electron density peaks of 1.44 and 1.25
e A^-3, with the former being < 1 A from Br1 and the latter < 1 A from
the encapsulated 1,4-dioxane molecule, but attempts to further model
this disordered site were unsuccessful. A separate PLATON Squeeze 
analysis prior to modeling the encapuslated 1,4-dioxane molecule
revealed 563 A^3 void space, occupied by 200 electrons, which equates to
four 1,4-dioxane molecules per unit cell corroborating the half occupancy
in the asymmetric unit. The 1,0,11 reflection was omitted from the final
refinement due to being highly erroneous, but no systematic origin of
the error could be found.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O52-O49
 2.8 with sigma of 0.01
 O52-C53 = O52-C51 = C50-O49 = C54-O49
 1.4 with sigma of 0.01
 C53-C54 = C51-C50
 1.5 with sigma of 0.02
 C53-C50 \\sim C54-C51
 with sigma of 0.02
 C42-C43A \\sim C42-C43B
 with sigma of 0.02
 O45-C46B \\sim C47B-O48 \\sim O45-C46A \\sim C47A-O48
 with sigma of 0.02
 C46B-C47B \\sim C46A-C47A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O49 \\sim O52 \\sim C53 \\sim C54 \\sim C50 \\sim C51: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(O49) = Uanis(O49) = Uanis(O52) = Uanis(O52)
Uanis(C50) = Uanis(C50) = Uanis(C53) = Uanis(C53)
Uanis(C51) = Uanis(C51) = Uanis(C54) = Uanis(C54)
4. Rigid body (RIGU) restrains
 O45, C46B, C47B, O48, C46A, C47A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O49, O52, C53, C54, C50, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C46B(0.5) H46A(0.5) H46B(0.5) C47B(0.5) H47A(0.5) H47B(0.5)
 H42C(0.5) H42D(0.5) H42A(0.5) H42B(0.5) C43A(0.5) H43A(0.5) H43B(0.5)
 C43B(0.5) H43C(0.5) H43D(0.5) C46A(0.5) H46C(0.5) H46D(0.5) C47A(0.5)
 H47C(0.5) H47D(0.5) O49(0.5) C50(0.5) H50A(0.5) H50B(0.5) C54(0.5) H54A(0.5)
 H54B(0.5) C51(0.5) H51A(0.5) H51B(0.5) C53(0.5) H53A(0.5) H53B(0.5) O52(0.5)
6.a Ternary CH refined with riding coordinates:
 C11(H11), C10(H10), C27(H27), C28(H28)
6.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C13(H13A,H13B), C29(H29A,H29B), C14(H14A,
 H14B), C30(H30A,H30B), C32(H32A,H32B), C39(H39A,H39B), C37(H37A,H37B),
 C40(H40A,H40B), C31(H31A,H31B), C36(H36A,H36B), C46B(H46A,H46B), C47B(H47A,
 H47B), C42(H42C,H42D), C42(H42A,H42B), C43A(H43A,H43B), C43B(H43C,H43D),
 C46A(H46C,H46D), C47A(H47C,H47D), C50(H50A,H50B), C54(H54A,H54B), C51(H51A,
 H51B), C53(H53A,H53B)
6.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C5(H5), C25(H25), C7(H7), C17(H17), C34(H34), C24(H24), C3(H3),
 C8(H8), C22(H22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.67224(7) 0.45087(7) 0.57351(4) 0.0494(4) Uani 1 1 d . . . . .
Br18 Br 0.23750(9) 0.89072(6) 0.65949(6) 0.0644(5) Uani 1 1 d . . . . .
O45 O 0.250000 0.8163(6) 0.500000 0.060(3) Uani 1 2 d DS T P . .
N26 N 0.4136(5) 0.7365(5) 0.8482(3) 0.0342(19) Uani 1 1 d . . . . .
N33 N 0.4964(5) 0.6665(4) 0.4100(3) 0.0305(18) Uani 1 1 d . . . . .
N16 N 0.2393(5) 0.5738(4) 0.6599(3) 0.0306(17) Uani 1 1 d . . . . .
N9 N 0.3337(5) 0.4807(4) 0.5903(3) 0.0319(18) Uani 1 1 d . . . . .
O48 O 0.250000 0.6554(6) 0.500000 0.058(3) Uani 1 2 d DS T P . .
O38 O 0.6742(6) 0.3441(6) 0.3938(4) 0.068(2) Uani 1 1 d . . . . .
C6 C 0.4380(6) 0.5241(5) 0.5345(4) 0.029(2) Uani 1 1 d . . . . .
C20 C 0.3167(6) 0.8245(5) 0.7423(4) 0.032(2) Uani 1 1 d . . . . .
H20 H 0.327205 0.876218 0.750994 0.039 Uiso 1 1 calc R U . . .
O35 O 0.5889(6) 0.4477(6) 0.3309(3) 0.066(2) Uani 1 1 d . . . . .
C5 C 0.4544(7) 0.5723(5) 0.4935(4) 0.035(2) Uani 1 1 d . . . . .
H5 H 0.410455 0.594239 0.475214 0.042 Uiso 1 1 calc R U . . .
C21 C 0.3450(6) 0.7676(6) 0.7724(4) 0.033(2) Uani 1 1 d . . . . .
C11 C 0.2251(6) 0.4914(5) 0.6533(3) 0.029(2) Uani 1 1 d . . . . .
H11 H 0.260986 0.462481 0.676939 0.035 Uiso 1 1 calc R U . . .
C12 C 0.1361(7) 0.4737(6) 0.6650(4) 0.039(2) Uani 1 1 d . . . . .
H12A H 0.100306 0.505197 0.643358 0.047 Uiso 1 1 calc R U . . .
H12B H 0.124382 0.487127 0.700211 0.047 Uiso 1 1 calc R U . . .
C4 C 0.5336(6) 0.5875(5) 0.4797(4) 0.031(2) Uani 1 1 d . . . . .
C25 C 0.3879(7) 0.7850(5) 0.8200(4) 0.035(2) Uani 1 1 d . . . . .
H25 H 0.395510 0.837160 0.828834 0.043 Uiso 1 1 calc R U . . .
C7 C 0.5040(6) 0.4885(5) 0.5589(3) 0.030(2) Uani 1 1 d . . . . .
H7 H 0.494326 0.454303 0.585822 0.036 Uiso 1 1 calc R U . . .
C17 C 0.2702(6) 0.5930(5) 0.7002(3) 0.030(2) Uani 1 1 d . . . . .
H17 H 0.284690 0.553938 0.723306 0.036 Uiso 1 1 calc R U . . .
C34 C 0.5504(7) 0.6382(6) 0.4363(4) 0.038(2) Uani 1 1 d . . . . .
H34 H 0.605802 0.649353 0.428394 0.046 Uiso 1 1 calc R U . . .
C24 C 0.2568(6) 0.7332(5) 0.6847(4) 0.032(2) Uani 1 1 d . . . . .
H24 H 0.226516 0.722711 0.655163 0.038 Uiso 1 1 calc R U . . .
C3 C 0.5983(6) 0.5523(6) 0.5038(4) 0.035(2) Uani 1 1 d . . . . .
H3 H 0.653033 0.561319 0.493407 0.042 Uiso 1 1 calc R U . . .
C2 C 0.5815(7) 0.5034(6) 0.5436(4) 0.038(3) Uani 1 1 d . . . . .
C10 C 0.2467(6) 0.4692(5) 0.5998(3) 0.030(2) Uani 1 1 d . . . . .
H10 H 0.214420 0.501556 0.576118 0.036 Uiso 1 1 calc R U . . .
C19 C 0.2730(7) 0.8085(6) 0.6993(4) 0.038(2) Uani 1 1 d . . . . .
C15 C 0.2255(6) 0.3849(6) 0.5910(4) 0.037(2) Uani 1 1 d . . . . .
H15A H 0.237277 0.371650 0.555771 0.044 Uiso 1 1 calc R U . . .
H15B H 0.260790 0.352689 0.612514 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3521(6) 0.5107(6) 0.5500(4) 0.037(2) Uani 1 1 d . . . . .
H8 H 0.309409 0.525721 0.528014 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1171(7) 0.3889(6) 0.6565(4) 0.039(2) Uani 1 1 d . . . . .
H13A H 0.058464 0.379087 0.663235 0.047 Uiso 1 1 calc R U . . .
H13B H 0.149912 0.357289 0.679679 0.047 Uiso 1 1 calc R U . . .
C27 C 0.4560(7) 0.7655(6) 0.8935(4) 0.038(2) Uani 1 1 d . . . . .
H27 H 0.457266 0.822689 0.892818 0.046 Uiso 1 1 calc R U . . .
C22 C 0.3288(7) 0.6898(5) 0.7583(4) 0.032(2) Uani 1 1 d . . . . .
H22 H 0.347268 0.649068 0.778932 0.038 Uiso 1 1 calc R U . . .
C29 C 0.4989(8) 0.6671(7) 0.3193(4) 0.041(2) Uani 1 1 d . . . . .
H29A H 0.527746 0.617374 0.318738 0.049 Uiso 1 1 calc R U . . .
H29B H 0.439326 0.657017 0.319392 0.049 Uiso 1 1 calc R U . . .
C23 C 0.2861(6) 0.6743(5) 0.7145(4) 0.029(2) Uani 1 1 d . . . . .
C28 C 0.5223(7) 0.7109(6) 0.3663(4) 0.034(2) Uani 1 1 d . . . . .
H28 H 0.582859 0.719005 0.367300 0.041 Uiso 1 1 calc R U . . .
C14 C 0.1373(7) 0.3672(6) 0.6022(4) 0.044(3) Uani 1 1 d . . . . .
H14A H 0.126946 0.311990 0.596996 0.053 Uiso 1 1 calc R U . . .
H14B H 0.101548 0.396193 0.579049 0.053 Uiso 1 1 calc R U . . .
C30 C 0.5215(8) 0.7129(7) 0.2730(4) 0.046(3) Uani 1 1 d . . . . .
H30A H 0.581320 0.721553 0.272282 0.055 Uiso 1 1 calc R U . . .
H30B H 0.506333 0.683655 0.242640 0.055 Uiso 1 1 calc R U . . .
C32 C 0.4116(9) 0.7387(7) 0.9402(4) 0.050(3) Uani 1 1 d . . . . .
H32A H 0.355570 0.760103 0.940453 0.060 Uiso 1 1 calc R U . . .
H32B H 0.407189 0.682267 0.939658 0.060 Uiso 1 1 calc R U . . .
C39 C 0.6059(8) 0.3869(8) 0.4104(5) 0.060(3) Uani 1 1 d . . . . .
H39A H 0.613023 0.398807 0.446335 0.071 Uiso 1 1 calc R U . . .
H39B H 0.556100 0.355051 0.407028 0.071 Uiso 1 1 calc R U . . .
C37 C 0.6652(9) 0.3286(7) 0.3411(5) 0.061(3) Uani 1 1 d . . . . .
H37A H 0.615362 0.297804 0.335001 0.073 Uiso 1 1 calc R U . . .
H37B H 0.713101 0.299866 0.328470 0.073 Uiso 1 1 calc R U . . .
C40 C 0.5937(8) 0.4584(8) 0.3829(5) 0.059(3) Uani 1 1 d . . . . .
H40A H 0.542678 0.483013 0.394682 0.070 Uiso 1 1 calc R U . . .
H40B H 0.639640 0.493546 0.390399 0.070 Uiso 1 1 calc R U . . .
C31 C 0.4558(10) 0.7632(8) 0.9868(4) 0.070(4) Uani 1 1 d . . . . .
H31A H 0.427487 0.741673 1.016392 0.084 Uiso 1 1 calc R U . . .
H31B H 0.454078 0.819610 0.989506 0.084 Uiso 1 1 calc R U . . .
C36 C 0.6587(8) 0.4044(7) 0.3151(5) 0.054(3) Uani 1 1 d . . . . .
H36A H 0.708886 0.434387 0.321813 0.065 Uiso 1 1 calc R U . . .
H36B H 0.655319 0.395750 0.278585 0.065 Uiso 1 1 calc R U . . .
C46B C 0.2983(18) 0.7738(13) 0.5362(11) 0.060(7) Uani 0.5 1 d D . P A 1
H46A H 0.306046 0.803962 0.567136 0.072 Uiso 0.5 1 calc R U P A 1
H46B H 0.352592 0.760717 0.522216 0.072 Uiso 0.5 1 calc R U P A 1
C47B C 0.2495(16) 0.7031(11) 0.5464(7) 0.044(5) Uani 0.5 1 d D . P A 1
H47A H 0.274043 0.674334 0.574539 0.053 Uiso 0.5 1 calc R U P A 1
H47B H 0.192688 0.716860 0.555505 0.053 Uiso 0.5 1 calc R U P A 1
O44 O 0.4209(8) 0.500000 0.750000 0.080(5) Uani 1 2 d S T P . .
C42 C 0.5473(9) 0.5112(11) 0.7059(5) 0.074(5) Uani 1 1 d D . . . .
H42C H 0.541288 0.567061 0.701323 0.089 Uiso 0.5 1 calc R U P B -1
H42D H 0.581251 0.492501 0.677758 0.089 Uiso 0.5 1 calc R U P B -1
H42A H 0.576358 0.548800 0.684692 0.089 Uiso 0.5 1 calc R U P C -2
H42B H 0.545629 0.462256 0.687250 0.089 Uiso 0.5 1 calc R U P C -2
C43A C 0.4706(13) 0.4796(14) 0.7000(9) 0.046(6) Uani 0.5 1 d D . P D -1
H43A H 0.474565 0.423532 0.695642 0.055 Uiso 0.5 1 calc R U P D -1
H43B H 0.443008 0.501589 0.670319 0.055 Uiso 0.5 1 calc R U P D -1
C43B C 0.4681(12) 0.5362(19) 0.7127(9) 0.055(7) Uani 0.5 1 d D . P D -2
H43C H 0.438828 0.530593 0.680448 0.066 Uiso 0.5 1 calc R U P D -2
H43D H 0.470056 0.591499 0.720450 0.066 Uiso 0.5 1 calc R U P D -2
O41 O 0.5931(7) 0.500000 0.750000 0.050(3) Uani 1 2 d S T P D .
C46A C 0.2536(18) 0.7689(13) 0.5464(8) 0.054(6) Uani 0.5 1 d D . P A 2
H46C H 0.197606 0.755049 0.557184 0.065 Uiso 0.5 1 calc R U P A 2
H46D H 0.279932 0.798264 0.573657 0.065 Uiso 0.5 1 calc R U P A 2
C47A C 0.3026(16) 0.6969(13) 0.5357(9) 0.050(6) Uani 0.5 1 d D . P A 2
H47C H 0.356279 0.709418 0.520642 0.060 Uiso 0.5 1 calc R U P A 2
H47D H 0.311420 0.666773 0.566566 0.060 Uiso 0.5 1 calc R U P A 2
O49 O 0.5750(15) 0.7474(12) 0.6230(11) 0.076(4) Uani 0.5 1 d D U P E -1
C50 C 0.5319(15) 0.8167(13) 0.6102(10) 0.057(4) Uani 0.5 1 d D U P E -1
H50A H 0.561068 0.861474 0.624158 0.068 Uiso 0.5 1 calc R U P E -1
H50B H 0.529632 0.822406 0.573377 0.068 Uiso 0.5 1 calc R U P E -1
C54 C 0.5326(15) 0.6769(13) 0.6098(9) 0.056(4) Uani 0.5 1 d D U P E -1
H54A H 0.532369 0.670829 0.573005 0.067 Uiso 0.5 1 calc R U P E -1
H54B H 0.561882 0.632731 0.624439 0.067 Uiso 0.5 1 calc R U P E -1
C51 C 0.4515(15) 0.8133(12) 0.6299(10) 0.056(4) Uani 0.5 1 d D U P E -1
H51A H 0.419945 0.855877 0.615011 0.067 Uiso 0.5 1 calc R U P E -1
H51B H 0.455193 0.823358 0.666262 0.067 Uiso 0.5 1 calc R U P E -1
C53 C 0.4519(15) 0.6781(14) 0.6275(9) 0.057(4) Uani 0.5 1 d D U P E -1
H53A H 0.453474 0.663998 0.663323 0.068 Uiso 0.5 1 calc R U P E -1
H53B H 0.421700 0.637042 0.609935 0.068 Uiso 0.5 1 calc R U P E -1
O52 O 0.4050(15) 0.7453(12) 0.6234(11) 0.076(4) Uani 0.5 1 d D U 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
Br1 C2 1.919(10) . ?
Br18 C19 1.882(10) . ?
O45 C46B 1.452(18) . ?
O45 C46B 1.452(18) 7_545 ?
O45 C46A 1.494(18) 7_545 ?
O45 C46A 1.494(18) . ?
N26 C25 1.209(13) . ?
N26 C27 1.487(13) . ?
N33 C34 1.233(14) . ?
N33 C28 1.466(12) . ?
N16 C11 1.470(11) . ?
N16 C17 1.237(13) . ?
N9 C10 1.457(13) . ?
N9 C8 1.237(13) . ?
O48 C47B 1.496(17) 7_545 ?
O48 C47B 1.496(17) . ?
O48 C47A 1.477(17) 7_545 ?
O48 C47A 1.476(17) . ?
O38 C39 1.416(16) . ?
O38 C37 1.443(17) . ?
C6 C5 1.409(14) . ?
C6 C7 1.405(14) . ?
C6 C8 1.483(15) . ?
C20 H20 0.9500 . ?
C20 C21 1.361(14) . ?
C20 C19 1.381(15) . ?
O35 C40 1.407(16) . ?
O35 C36 1.433(15) . ?
C5 H5 0.9500 . ?
C5 C4 1.371(15) . ?
C21 C25 1.486(15) . ?
C21 C22 1.435(14) . ?
C11 H11 1.0000 . ?
C11 C12 1.520(14) . ?
C11 C10 1.524(13) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.531(14) . ?
C4 C34 1.486(14) . ?
C4 C3 1.383(14) . ?
C25 H25 0.9500 . ?
C7 H7 0.9500 . ?
C7 C2 1.356(15) . ?
C17 H17 0.9500 . ?
C17 C23 1.496(13) . ?
C34 H34 0.9500 . ?
C24 H24 0.9500 . ?
C24 C19 1.398(14) . ?
C24 C23 1.389(13) . ?
C3 H3 0.9500 . ?
C3 C2 1.393(15) . ?
C10 H10 1.0000 . ?
C10 C15 1.533(14) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.505(16) . ?
C8 H8 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.537(15) . ?
C27 C27 1.54(2) 6_564 ?
C27 H27 1.0000 . ?
C27 C32 1.518(15) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(14) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C28 1.522(14) . ?
C29 C30 1.520(16) . ?
C28 C28 1.55(2) 6_564 ?
C28 H28 1.0000 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C30 C30 1.48(2) 6_564 ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.503(18) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.465(19) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C36 1.500(19) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C31 C31 1.52(3) 6_564 ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C46B H46A 0.9900 . ?
C46B H46B 0.9900 . ?
C46B C47B 1.50(2) . ?
C47B H47A 0.9900 . ?
C47B H47B 0.9900 . ?
O44 C43A 1.61(3) . ?
O44 C43B 1.41(2) . ?
C42 H42C 0.9900 . ?
C42 H42D 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43A 1.38(2) . ?
C42 C43B 1.38(2) . ?
C42 O41 1.411(14) . ?
C43A H43A 0.9900 . ?
C43A H43B 0.9900 . ?
C43B H43C 0.9900 . ?
C43B H43D 0.9900 . ?
C46A H46C 0.9900 . ?
C46A H46D 0.9900 . ?
C46A C47A 1.52(2) . ?
C47A H47C 0.9900 . ?
C47A H47D 0.9900 . ?
O49 C50 1.444(13) . ?
O49 C54 1.457(13) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C51 1.42(2) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C53 1.40(2) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 O52 1.422(13) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 O52 1.407(13) . ?

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
C46B O45 C46B 119(2) . 7_545 ?
C46B O45 C46A 106.9(14) . 7_545 ?
C46B O45 C46A 30.8(14) 7_545 7_545 ?
C46A O45 C46A 113(2) 7_545 . ?
C25 N26 C27 115.5(9) . . ?
C34 N33 C28 117.4(9) . . ?
C17 N16 C11 115.8(8) . . ?
C8 N9 C10 116.6(8) . . ?
C47B O48 C47B 112.1(16) . 7_545 ?
C47A O48 C47A 121.0(19) . 7_545 ?
C39 O38 C37 109.0(11) . . ?
C5 C6 C8 119.5(9) . . ?
C7 C6 C5 118.7(9) . . ?
C7 C6 C8 121.7(9) . . ?
C21 C20 H20 119.4 . . ?
C21 C20 C19 121.3(9) . . ?
C19 C20 H20 119.4 . . ?
C40 O35 C36 108.5(10) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.3(9) . . ?
C4 C5 H5 119.9 . . ?
C20 C21 C25 121.1(9) . . ?
C20 C21 C22 118.4(9) . . ?
C22 C21 C25 120.4(9) . . ?
N16 C11 H11 109.1 . . ?
N16 C11 C12 109.1(8) . . ?
N16 C11 C10 109.0(7) . . ?
C12 C11 H11 109.1 . . ?
C12 C11 C10 111.3(8) . . ?
C10 C11 H11 109.1 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C11 C12 C13 111.2(9) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C5 C4 C34 120.0(9) . . ?
C5 C4 C3 120.7(9) . . ?
C3 C4 C34 119.2(9) . . ?
N26 C25 C21 123.6(9) . . ?
N26 C25 H25 118.2 . . ?
C21 C25 H25 118.2 . . ?
C6 C7 H7 120.3 . . ?
C2 C7 C6 119.5(9) . . ?
C2 C7 H7 120.3 . . ?
N16 C17 H17 118.3 . . ?
N16 C17 C23 123.5(8) . . ?
C23 C17 H17 118.3 . . ?
N33 C34 C4 123.5(10) . . ?
N33 C34 H34 118.3 . . ?
C4 C34 H34 118.3 . . ?
C19 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C23 C24 C19 118.2(9) . . ?
C4 C3 H3 120.7 . . ?
C4 C3 C2 118.6(9) . . ?
C2 C3 H3 120.7 . . ?
C7 C2 Br1 120.3(8) . . ?
C7 C2 C3 122.1(9) . . ?
C3 C2 Br1 117.4(8) . . ?
N9 C10 C11 110.7(7) . . ?
N9 C10 H10 109.1 . . ?
N9 C10 C15 109.1(8) . . ?
C11 C10 H10 109.1 . . ?
C11 C10 C15 109.6(8) . . ?
C15 C10 H10 109.1 . . ?
C20 C19 Br18 118.4(7) . . ?
C20 C19 C24 121.4(9) . . ?
C24 C19 Br18 120.2(8) . . ?
C10 C15 H15A 109.1 . . ?
C10 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C14 C15 C10 112.6(9) . . ?
C14 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
N9 C8 C6 122.8(9) . . ?
N9 C8 H8 118.6 . . ?
C6 C8 H8 118.6 . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C12 C13 C14 109.6(9) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
N26 C27 C27 108.4(7) . 6_564 ?
N26 C27 H27 109.5 . . ?
N26 C27 C32 110.0(9) . . ?
C27 C27 H27 109.5 6_564 . ?
C32 C27 C27 109.7(9) . 6_564 ?
C32 C27 H27 109.5 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.9(9) . . ?
C23 C22 H22 120.1 . . ?
H29A C29 H29B 108.1 . . ?
C28 C29 H29A 109.6 . . ?
C28 C29 H29B 109.6 . . ?
C30 C29 H29A 109.6 . . ?
C30 C29 H29B 109.6 . . ?
C30 C29 C28 110.4(9) . . ?
C24 C23 C17 119.9(9) . . ?
C24 C23 C22 120.8(8) . . ?
C22 C23 C17 119.2(9) . . ?
N33 C28 C29 108.7(8) . . ?
N33 C28 C28 109.4(7) . 6_564 ?
N33 C28 H28 109.9 . . ?
C29 C28 C28 109.0(8) . 6_564 ?
C29 C28 H28 109.9 . . ?
C28 C28 H28 109.9 6_564 . ?
C15 C14 C13 110.0(9) . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C13 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
C30 C30 C29 110.3(9) 6_564 . ?
C30 C30 H30A 109.6 6_564 . ?
C30 C30 H30B 109.6 6_564 . ?
H30A C30 H30B 108.1 . . ?
C27 C32 H32A 109.3 . . ?
C27 C32 H32B 109.3 . . ?
H32A C32 H32B 108.0 . . ?
C31 C32 C27 111.4(10) . . ?
C31 C32 H32A 109.3 . . ?
C31 C32 H32B 109.3 . . ?
O38 C39 H39A 108.8 . . ?
O38 C39 H39B 108.8 . . ?
O38 C39 C40 113.6(11) . . ?
H39A C39 H39B 107.7 . . ?
C40 C39 H39A 108.8 . . ?
C40 C39 H39B 108.8 . . ?
O38 C37 H37A 110.3 . . ?
O38 C37 H37B 110.3 . . ?
O38 C37 C36 107.1(10) . . ?
H37A C37 H37B 108.6 . . ?
C36 C37 H37A 110.3 . . ?
C36 C37 H37B 110.3 . . ?
O35 C40 C39 113.0(12) . . ?
O35 C40 H40A 109.0 . . ?
O35 C40 H40B 109.0 . . ?
C39 C40 H40A 109.0 . . ?
C39 C40 H40B 109.0 . . ?
H40A C40 H40B 107.8 . . ?
C32 C31 C31 111.8(9) . 6_564 ?
C32 C31 H31A 109.3 . . ?
C32 C31 H31B 109.3 . . ?
C31 C31 H31A 109.3 6_564 . ?
C31 C31 H31B 109.3 6_564 . ?
H31A C31 H31B 107.9 . . ?
O35 C36 C37 112.8(11) . . ?
O35 C36 H36A 109.0 . . ?
O35 C36 H36B 109.0 . . ?
C37 C36 H36A 109.0 . . ?
C37 C36 H36B 109.0 . . ?
H36A C36 H36B 107.8 . . ?
O45 C46B H46A 110.8 . . ?
O45 C46B H46B 110.8 . . ?
O45 C46B C47B 104.8(16) . . ?
H46A C46B H46B 108.9 . . ?
C47B C46B H46A 110.8 . . ?
C47B C46B H46B 110.8 . . ?
O48 C47B C46B 107.9(19) . . ?
O48 C47B H47A 110.1 . . ?
O48 C47B H47B 110.1 . . ?
C46B C47B H47A 110.1 . . ?
C46B C47B H47B 110.1 . . ?
H47A C47B H47B 108.4 . . ?
H42C C42 H42D 106.7 . . ?
H42A C42 H42B 107.4 . . ?
C43A C42 H42C 106.9 . . ?
C43A C42 H42D 106.9 . . ?
C43A C42 O41 121.5(16) . . ?
C43B C42 H42A 108.4 . . ?
C43B C42 H42B 108.4 . . ?
C43B C42 O41 115.6(15) . . ?
O41 C42 H42C 106.9 . . ?
O41 C42 H42D 106.9 . . ?
O41 C42 H42A 108.4 . . ?
O41 C42 H42B 108.4 . . ?
O44 C43A H43A 110.5 . . ?
O44 C43A H43B 110.5 . . ?
C42 C43A O44 106.1(15) . . ?
C42 C43A H43A 110.5 . . ?
C42 C43A H43B 110.5 . . ?
H43A C43A H43B 108.7 . . ?
O44 C43B H43C 107.9 . . ?
O44 C43B H43D 107.9 . . ?
C42 C43B O44 117.7(18) . . ?
C42 C43B H43C 107.9 . . ?
C42 C43B H43D 107.9 . . ?
H43C C43B H43D 107.2 . . ?
C42 O41 C42 115.9(15) . 8_456 ?
O45 C46A H46C 109.9 . . ?
O45 C46A H46D 109.9 . . ?
O45 C46A C47A 108.9(18) . . ?
H46C C46A H46D 108.3 . . ?
C47A C46A H46C 109.9 . . ?
C47A C46A H46D 109.9 . . ?
O48 C47A C46A 102.9(17) . . ?
O48 C47A H47C 111.2 . . ?
O48 C47A H47D 111.2 . . ?
C46A C47A H47C 111.2 . . ?
C46A C47A H47D 111.2 . . ?
H47C C47A H47D 109.1 . . ?
C50 O49 C54 114.9(19) . . ?
O49 C50 H50A 109.9 . . ?
O49 C50 H50B 109.9 . . ?
H50A C50 H50B 108.3 . . ?
C51 C50 O49 109(2) . . ?
C51 C50 H50A 109.9 . . ?
C51 C50 H50B 109.9 . . ?
O49 C54 H54A 109.5 . . ?
O49 C54 H54B 109.5 . . ?
H54A C54 H54B 108.1 . . ?
C53 C54 O49 111(2) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C50 C51 H51A 107.5 . . ?
C50 C51 H51B 107.5 . . ?
C50 C51 O52 119(2) . . ?
H51A C51 H51B 107.0 . . ?
O52 C51 H51A 107.5 . . ?
O52 C51 H51B 107.5 . . ?
C54 C53 H53A 107.3 . . ?
C54 C53 H53B 107.3 . . ?
C54 C53 O52 120(2) . . ?
H53A C53 H53B 106.9 . . ?
O52 C53 H53A 107.3 . . ?
O52 C53 H53B 107.3 . . ?
C53 O52 C51 113(2) . . ?

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
O45 C46B C47B O48 68(3) . . . . ?
O45 C46A C47A O48 -67(2) . . . . ?
N26 C27 C32 C31 176.7(10) . . . . ?
N16 C11 C12 C13 177.5(8) . . . . ?
N16 C11 C10 N9 64.3(10) . . . . ?
N16 C11 C10 C15 -175.3(8) . . . . ?
N16 C17 C23 C24 7.9(15) . . . . ?
N16 C17 C23 C22 -173.3(10) . . . . ?
N9 C10 C15 C14 177.5(8) . . . . ?
O38 C39 C40 O35 54.2(16) . . . . ?
O38 C37 C36 O35 -61.7(14) . . . . ?
C6 C5 C4 C34 179.9(9) . . . . ?
C6 C5 C4 C3 4.1(15) . . . . ?
C6 C7 C2 Br1 -176.2(7) . . . . ?
C6 C7 C2 C3 -1.0(15) . . . . ?
C20 C21 C25 N26 179.4(11) . . . . ?
C20 C21 C22 C23 0.9(15) . . . . ?
C5 C6 C7 C2 2.4(14) . . . . ?
C5 C6 C8 N9 -166.9(9) . . . . ?
C5 C4 C34 N33 -2.4(15) . . . . ?
C5 C4 C3 C2 -2.5(15) . . . . ?
C21 C20 C19 Br18 -179.2(8) . . . . ?
C21 C20 C19 C24 -0.7(17) . . . . ?
C21 C22 C23 C17 179.5(9) . . . . ?
C21 C22 C23 C24 -1.7(15) . . . . ?
C11 N16 C17 C23 -177.4(9) . . . . ?
C11 C12 C13 C14 -57.6(12) . . . . ?
C11 C10 C15 C14 56.1(11) . . . . ?
C12 C11 C10 N9 -175.4(7) . . . . ?
C12 C11 C10 C15 -55.0(10) . . . . ?
C12 C13 C14 C15 57.2(12) . . . . ?
C4 C3 C2 Br1 176.3(7) . . . . ?
C4 C3 C2 C7 1.0(16) . . . . ?
C25 N26 C27 C27 -120.7(11) . . . 6_564 ?
C25 N26 C27 C32 119.3(11) . . . . ?
C25 C21 C22 C23 177.7(9) . . . . ?
C7 C6 C5 C4 -4.0(14) . . . . ?
C7 C6 C8 N9 14.8(15) . . . . ?
C17 N16 C11 C12 98.5(10) . . . . ?
C17 N16 C11 C10 -139.8(9) . . . . ?
C34 N33 C28 C29 111.1(11) . . . . ?
C34 N33 C28 C28 -130.1(11) . . . 6_564 ?
C34 C4 C3 C2 -178.4(9) . . . . ?
C3 C4 C34 N33 173.5(10) . . . . ?
C10 N9 C8 C6 -178.4(9) . . . . ?
C10 C11 C12 C13 57.2(11) . . . . ?
C10 C15 C14 C13 -57.6(12) . . . . ?
C19 C20 C21 C25 -176.5(10) . . . . ?
C19 C20 C21 C22 0.3(15) . . . . ?
C19 C24 C23 C17 -179.9(9) . . . . ?
C19 C24 C23 C22 1.4(15) . . . . ?
C8 N9 C10 C11 -136.7(9) . . . . ?
C8 N9 C10 C15 102.6(10) . . . . ?
C8 C6 C5 C4 177.7(9) . . . . ?
C8 C6 C7 C2 -179.3(10) . . . . ?
C27 N26 C25 C21 178.9(9) . . . . ?
C27 C27 C32 C31 57.4(14) 6_564 . . . ?
C27 C32 C31 C31 -54.9(17) . . . 6_564 ?
C22 C21 C25 N26 2.7(16) . . . . ?
C23 C24 C19 Br18 178.3(8) . . . . ?
C23 C24 C19 C20 -0.2(16) . . . . ?
C28 N33 C34 C4 -175.7(8) . . . . ?
C28 C29 C30 C30 -59.7(15) . . . 6_564 ?
C30 C29 C28 N33 177.6(9) . . . . ?
C30 C29 C28 C28 58.5(13) . . . 6_564 ?
C39 O38 C37 C36 58.5(14) . . . . ?
C37 O38 C39 C40 -56.9(15) . . . . ?
C40 O35 C36 C37 57.7(14) . . . . ?
C36 O35 C40 C39 -52.2(14) . . . . ?
C46B O45 C46B C47B -33.1(14) 7_545 . . . ?
C47B O48 C47B C46B -33.9(12) 7_545 . . . ?
C43A C42 O41 C42 -29.0(14) . . . 8_456 ?
C43B C42 O41 C42 21.8(17) . . . 8_456 ?
O41 C42 C43A O44 49(2) . . . . ?
O41 C42 C43B O44 -45(3) . . . . ?
C46A O45 C46A C47A 34.5(14) 7_545 . . . ?
C47A O48 C47A C46A 32.1(13) 7_545 . . . ?
O49 C50 C51 O52 -46(3) . . . . ?
O49 C54 C53 O52 42(4) . . . . ?
C50 O49 C54 C53 -51(3) . . . . ?
C50 C51 O52 C53 38(4) . . . . ?
C54 O49 C50 C51 52(3) . . . . ?
C54 C53 O52 C51 -35(3) . . . . ?

_olex2_date_sample_data_collection 2021-04-24
_olex2_submission_original_sample_id 'AMS221-3 DCM Diox 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.724
_oxdiff_exptl_absorpt_empirical_full_min 0.818
####################################################################### 
# 
# 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_33-rac_dcm_ams371-3_dcmdiox_100k_needle_1
_database_code_depnum_ccdc_archive 'CCDC 2312776'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-11-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 0.95(C H2 Cl2)'
_chemical_formula_sum            'C42.95 H46.90 Br3 Cl1.90 N6'
_chemical_formula_weight         954.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H45 Br3  N6'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   31.5459(17)
_cell_length_b                   14.3588(3)
_cell_length_c                   23.7813(12)
_cell_angle_alpha                90
_cell_angle_beta                 123.990(8)
_cell_angle_gamma                90
_cell_volume                     8931.4(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12699
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      25.4960
_cell_measurement_theta_min      1.5530
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.690
_exptl_absorpt_coefficient_mu    2.860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76891
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3871
_exptl_crystal_preparation       
;
Slow vapour diffusion of 1,4-dioxane into a 1:1 stoichiometric ratio of the RR- and SS- enantiomers
containing a mixture of the [3+3] and [2+2] macrocyclic forms.
;
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0716
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            52536
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.557
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   7.00   1.00  110.00    --    5.00 -33.00  42.00   26
  2  ω    -19.00   6.00   1.00  110.00    --    5.00  33.00-158.00   25
  3  ω    -50.00  70.00   1.00  110.00    --  -15.00  33.00-158.00  120
  4  ω    -39.00 -14.00   1.00  110.00    --  -15.00 -33.00  42.00   25
  5  ω    -55.00  73.00   1.00  110.00    --  -15.00  68.00-120.00  128
  6  ω   -104.00  25.00   1.00  110.00    --  -15.00 -68.00 -90.00  129
  7  ω    -45.00  74.00   1.00  110.00    --  -15.00  57.00 -60.00  119
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0250885000
_diffrn_orient_matrix_UB_12      -0.0111413000
_diffrn_orient_matrix_UB_13      0.0277221000
_diffrn_orient_matrix_UB_21      -0.0057634000
_diffrn_orient_matrix_UB_22      0.0178420000
_diffrn_orient_matrix_UB_23      0.0228219000
_diffrn_orient_matrix_UB_31      -0.0085617000
_diffrn_orient_matrix_UB_32      -0.0446690000
_diffrn_orient_matrix_UB_33      0.0021627000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7097
_reflns_number_total             10122
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.247
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         10122
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0661
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0630P)²+56.1909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1500
_refine_ls_wR_factor_ref         0.1653
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

The structure comprises a single [3+3] bromo substituted isotrianglimine
unit, and is a racemic co-crystal consisting of a 1:1 stoichiometric ratio of
the [3+3]-RR and [3+3]-SS enantiomeric species. 
There are two crystallographically uniquq dichloromethane molecules within
the crystal, the first of which can be considered to be internally solvated by
a macrocycle C52...Cl54 whereas the second resides within the greater peripheral
lattice, C55...Cl57.
The second dichloromethane molecule's occupancy was constrained to 0.5 so
as to conform to chemical sense, as both dichloromethane molecules are split over
similar chemical space across and inversion centre.
The second dichloromethane molecule's occupancy was constrained
to 0.50, and its ellipsoids imply further positional disorder however all attempts
to model this to a more accurate degree were ultimately unsuccessfully.
DFIX restraints of 1.75 angstroms were applied across all four unique 1,2- carbon-to
chlorine distances in the model, in addition to DFIX 2.8 A for both unique
1,3 chlorine-to-chlorine distances.
In addition, RIGU rigid bond restraints were applied across both unique
dichloromethane non-H atom skeletons to improve convergence of the final model.
No further restraints were applied to the model and all non-H atoms refined
anisotropically, with all H-atoms in the structure placed in calculated positions
and refined using a riding model. In the final model two residual electron density
peaks above 1 e A^-3 remain present < 1 A away from Br18 and Br35, in addition to
a third close to the encapsulated dichloromethane molecule C52...Cl54 which may
indicate some minor unresolved additional disorder.
The reflection 0 0 2 was removed from the final refinement however no systematic
origin could be detected for its high error, and may by a consequence of initial
desolvation processes occurring after the crystal was removed from its crystallisation
medium.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl53-Cl54
 2.8 with sigma of 0.02
 C52-Cl53 = C52-Cl54
 1.75 with sigma of 0.01
 C55-Cl56 = C55-Cl57
 1.75 with sigma of 0.01
 Cl56-Cl57
 2.8 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Cl57, C55, Cl56
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl53, C52, Cl54
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: Cl53(0.45) Cl54(0.45) C52(0.45) H52A(0.45) H52B(0.45) C55(0.5)
 H55A(0.5) H55B(0.5) Cl57(0.5) Cl56(0.5)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C28(H28), C11(H11), C45(H45), C10(H10), C44(H44)
5.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C12(H12A,H12B), C47(H47A,H47B), C14(H14A,H14B), C13(H13A,
 H13B), C30(H30A,H30B), C46(H46A,H46B), C48(H48A,H48B), C32(H32A,H32B),
 C49(H49A,H49B), C31(H31A,H31B), C29(H29A,H29B), C52(H52A,H52B), C55(H55A,H55B)
5.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C25(H25), C17(H17), C22(H22), C5(H5), C34(H34), C42(H42), C41(H41),
 C24(H24), C7(H7), C8(H8), C3(H3), C39(H39), C37(H37), C51(H51)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br 0.72031(2) 0.43115(4) 0.91388(3) 0.03752(16) Uani 1 1 d . . . . .
Br35 Br 0.59810(2) 0.92163(4) 0.77929(3) 0.03451(15) Uani 1 1 d . . . . .
Br1 Br 0.44227(2) 0.60130(4) 0.78770(3) 0.03625(16) Uani 1 1 d . . . . .
N9 N 0.43179(15) 0.3225(3) 0.6220(2) 0.0217(8) Uani 1 1 d . . . . .
N16 N 0.52469(15) 0.2376(3) 0.6508(2) 0.0212(8) Uani 1 1 d . . . . .
N33 N 0.67516(15) 0.6799(3) 0.6217(2) 0.0246(9) Uani 1 1 d . . . . .
N43 N 0.45663(16) 0.8568(3) 0.5100(2) 0.0269(9) Uani 1 1 d . . . . .
N26 N 0.70511(15) 0.4956(3) 0.6775(2) 0.0233(9) Uani 1 1 d . . . . .
N50 N 0.37883(17) 0.7331(3) 0.4890(2) 0.0294(10) Uani 1 1 d . . . . .
C20 C 0.68920(19) 0.4287(3) 0.7766(2) 0.0247(10) Uani 1 1 d . . . . .
H20 H 0.718928 0.465246 0.792232 0.030 Uiso 1 1 calc R U . . .
C19 C 0.67787(19) 0.3972(3) 0.8212(2) 0.0249(11) Uani 1 1 d . . . . .
C27 C 0.71262(18) 0.5296(3) 0.6261(2) 0.0215(10) Uani 1 1 d . . . . .
H27 H 0.681550 0.515620 0.580038 0.026 Uiso 1 1 calc R U . . .
C21 C 0.65637(19) 0.4064(3) 0.7077(2) 0.0230(10) Uani 1 1 d . . . . .
C38 C 0.54370(19) 0.8138(3) 0.5889(3) 0.0248(11) Uani 1 1 d . . . . .
C25 C 0.66708(19) 0.4424(3) 0.6585(2) 0.0231(10) Uani 1 1 d . . . . .
H25 H 0.645286 0.425465 0.612012 0.028 Uiso 1 1 calc R U . . .
C15 C 0.38574(17) 0.1759(3) 0.5772(3) 0.0230(10) Uani 1 1 d . . . . .
H15A H 0.387371 0.168901 0.619756 0.028 Uiso 1 1 calc R U . . .
H15B H 0.353609 0.208908 0.544011 0.028 Uiso 1 1 calc R U . . .
C28 C 0.72132(17) 0.6352(3) 0.6343(2) 0.0221(10) Uani 1 1 d . . . . .
H28 H 0.750752 0.649496 0.681515 0.027 Uiso 1 1 calc R U . . .
C17 C 0.55698(18) 0.2617(3) 0.7110(2) 0.0216(10) Uani 1 1 d . . . . .
H17 H 0.551782 0.242271 0.744906 0.026 Uiso 1 1 calc R U . . .
C40 C 0.63363(19) 0.7742(3) 0.6606(3) 0.0244(11) Uani 1 1 d . . . . .
C11 C 0.48147(17) 0.1821(3) 0.6397(2) 0.0196(10) Uani 1 1 d . . . . .
H11 H 0.485394 0.173405 0.684122 0.024 Uiso 1 1 calc R U . . .
C22 C 0.61340(18) 0.3521(3) 0.6857(2) 0.0221(10) Uani 1 1 d . . . . .
H22 H 0.590976 0.337191 0.638981 0.027 Uiso 1 1 calc R U . . .
C23 C 0.60298(18) 0.3191(3) 0.7323(2) 0.0213(10) Uani 1 1 d . . . . .
C5 C 0.40822(19) 0.5663(3) 0.5711(3) 0.0248(10) Uani 1 1 d . . . . .
H5 H 0.400630 0.558812 0.526675 0.030 Uiso 1 1 calc R U . . .
C45 C 0.36635(19) 0.8216(3) 0.4519(2) 0.0254(11) Uani 1 1 d . . . . .
H45 H 0.363793 0.871578 0.479208 0.030 Uiso 1 1 calc R U . . .
C12 C 0.48082(19) 0.0867(3) 0.6109(3) 0.0242(11) Uani 1 1 d . . . . .
H12A H 0.513013 0.053321 0.643327 0.029 Uiso 1 1 calc R U . . .
H12B H 0.478663 0.094761 0.567984 0.029 Uiso 1 1 calc R U . . .
C34 C 0.67859(18) 0.7259(3) 0.6691(3) 0.0245(11) Uani 1 1 d . . . . .
H34 H 0.710701 0.729844 0.711450 0.029 Uiso 1 1 calc R U . . .
C10 C 0.43126(18) 0.2341(3) 0.5910(2) 0.0218(10) Uani 1 1 d . . . . .
H10 H 0.427984 0.246447 0.547341 0.026 Uiso 1 1 calc R U . . .
C6 C 0.40553(19) 0.6542(3) 0.5936(3) 0.0256(11) Uani 1 1 d . . . . .
C42 C 0.49479(19) 0.8104(3) 0.5223(3) 0.0251(11) Uani 1 1 d . . . . .
H42 H 0.491883 0.772227 0.487612 0.030 Uiso 1 1 calc R U . . .
C41 C 0.63741(19) 0.8187(3) 0.7148(3) 0.0272(11) Uani 1 1 d . . . . .
H41 H 0.669085 0.820879 0.757755 0.033 Uiso 1 1 calc R U . . .
C24 C 0.63551(18) 0.3409(3) 0.8005(2) 0.0238(10) Uani 1 1 d . . . . .
H24 H 0.629101 0.317819 0.832476 0.029 Uiso 1 1 calc R U . . .
C47 C 0.3029(2) 0.9051(4) 0.3445(3) 0.0323(12) Uani 1 1 d . . . . .
H47A H 0.270292 0.898352 0.299594 0.039 Uiso 1 1 calc R U . . .
H47B H 0.298504 0.955189 0.369474 0.039 Uiso 1 1 calc R U . . .
C44 C 0.40891(19) 0.8468(3) 0.4426(2) 0.0266(11) Uani 1 1 d . . . . .
H44 H 0.412853 0.795992 0.417075 0.032 Uiso 1 1 calc R U . . .
C2 C 0.4295(2) 0.5877(3) 0.7001(3) 0.0263(11) Uani 1 1 d . . . . .
C7 C 0.41608(19) 0.6646(3) 0.6584(3) 0.0276(11) Uani 1 1 d . . . . .
H7 H 0.414065 0.724360 0.673967 0.033 Uiso 1 1 calc R U . . .
C8 C 0.42333(19) 0.3962(3) 0.5878(3) 0.0229(10) Uani 1 1 d . . . . .
H8 H 0.417664 0.391527 0.544195 0.027 Uiso 1 1 calc R U . . .
C14 C 0.38519(19) 0.0796(3) 0.5495(3) 0.0284(11) Uani 1 1 d . . . . .
H14A H 0.356438 0.042801 0.543629 0.034 Uiso 1 1 calc R U . . .
H14B H 0.379898 0.086193 0.504560 0.034 Uiso 1 1 calc R U . . .
C4 C 0.42204(18) 0.4889(3) 0.6136(2) 0.0221(10) Uani 1 1 d . . . . .
C3 C 0.43293(19) 0.4997(3) 0.6786(3) 0.0245(11) Uani 1 1 d . . . . .
H3 H 0.442585 0.447515 0.707927 0.029 Uiso 1 1 calc R U . . .
C39 C 0.58690(19) 0.7715(3) 0.5982(3) 0.0249(11) Uani 1 1 d . . . . .
H39 H 0.584406 0.740318 0.561189 0.030 Uiso 1 1 calc R U . . .
C37 C 0.5474(2) 0.8580(3) 0.6440(3) 0.0248(11) Uani 1 1 d . . . . .
H37 H 0.518255 0.886025 0.639220 0.030 Uiso 1 1 calc R U . . .
C13 C 0.43521(19) 0.0287(3) 0.5975(3) 0.0270(11) Uani 1 1 d . . . . .
H13A H 0.434849 -0.031923 0.577391 0.032 Uiso 1 1 calc R U . . .
H13B H 0.438791 0.016393 0.640904 0.032 Uiso 1 1 calc R U . . .
C30 C 0.77920(19) 0.6230(4) 0.5929(3) 0.0318(12) Uani 1 1 d . . . . .
H30A H 0.784786 0.646623 0.558399 0.038 Uiso 1 1 calc R U . . .
H30B H 0.810031 0.637383 0.638287 0.038 Uiso 1 1 calc R U . . .
C51 C 0.39051(19) 0.7367(3) 0.5489(3) 0.0261(11) Uani 1 1 d . . . . .
H51 H 0.389656 0.795567 0.566465 0.031 Uiso 1 1 calc R U . . .
C36 C 0.5942(2) 0.8600(3) 0.7053(3) 0.0251(11) Uani 1 1 d . . . . .
C46 C 0.3152(2) 0.8139(3) 0.3837(3) 0.0311(12) Uani 1 1 d . . . . .
H46A H 0.287921 0.799453 0.390887 0.037 Uiso 1 1 calc R U . . .
H46B H 0.316694 0.762585 0.357013 0.037 Uiso 1 1 calc R U . . .
C48 C 0.3451(2) 0.9319(4) 0.3351(3) 0.0362(13) Uani 1 1 d . . . . .
H48A H 0.336938 0.992780 0.311689 0.043 Uiso 1 1 calc R U . . .
H48B H 0.347173 0.884897 0.306237 0.043 Uiso 1 1 calc R U . . .
C32 C 0.7591(2) 0.4797(4) 0.6350(3) 0.0285(11) Uani 1 1 d . . . . .
H32A H 0.789118 0.488685 0.682018 0.034 Uiso 1 1 calc R U . . .
H32B H 0.752015 0.412106 0.627355 0.034 Uiso 1 1 calc R U . . .
C49 C 0.3969(2) 0.9382(4) 0.4037(3) 0.0323(12) Uani 1 1 d . . . . .
H49A H 0.424087 0.952023 0.396218 0.039 Uiso 1 1 calc R U . . .
H49B H 0.395950 0.989516 0.430783 0.039 Uiso 1 1 calc R U . . .
C31 C 0.7710(2) 0.5177(4) 0.5851(3) 0.0338(13) Uani 1 1 d . . . . .
H31A H 0.802146 0.487079 0.593437 0.041 Uiso 1 1 calc R U . . .
H31B H 0.742334 0.503021 0.538135 0.041 Uiso 1 1 calc R U . . .
C29 C 0.7327(2) 0.6715(4) 0.5843(3) 0.0312(12) Uani 1 1 d . . . . .
H29A H 0.739146 0.739334 0.590963 0.037 Uiso 1 1 calc R U . . .
H29B H 0.702538 0.661260 0.537532 0.037 Uiso 1 1 calc R U . . .
Cl53 Cl 0.5487(3) 0.5456(4) 0.5543(3) 0.0295(14) Uani 0.45 1 d D . P A -1
Cl54 Cl 0.4555(5) 0.4554(8) 0.4513(6) 0.086(4) Uani 0.45 1 d D . P A -1
C52 C 0.4858(5) 0.5623(8) 0.4830(10) 0.097(8) Uani 0.45 1 d D . P A -1
H52A H 0.466342 0.600276 0.496006 0.117 Uiso 0.45 1 calc R U P A -1
H52B H 0.486591 0.596441 0.447434 0.117 Uiso 0.45 1 calc R U P A -1
C55 C 0.7373(5) 0.3087(8) 0.4897(6) 0.087(7) Uani 0.5 1 d D . P B -1
H55A H 0.752963 0.360233 0.479750 0.104 Uiso 0.5 1 calc R U P B -1
H55B H 0.711693 0.335675 0.496694 0.104 Uiso 0.5 1 calc R U P B -1
Cl57 Cl 0.7840(4) 0.2519(8) 0.5627(5) 0.146(5) Uani 0.5 1 d D . P B -1
Cl56 Cl 0.7073(3) 0.2325(6) 0.4217(5) 0.127(4) Uani 0.5 1 d D . P B -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
Br18 C19 1.894(5) . ?
Br35 C36 1.912(5) . ?
Br1 C2 1.899(5) . ?
N9 C10 1.464(6) . ?
N9 C8 1.269(6) . ?
N16 C17 1.256(6) . ?
N16 C11 1.471(6) . ?
N33 C28 1.461(6) . ?
N33 C34 1.259(6) . ?
N43 C42 1.259(6) . ?
N43 C44 1.470(6) . ?
N26 C27 1.454(6) . ?
N26 C25 1.273(6) . ?
N50 C45 1.470(6) . ?
N50 C51 1.257(6) . ?
C20 H20 0.9500 . ?
C20 C19 1.372(7) . ?
C20 C21 1.402(7) . ?
C19 C24 1.395(7) . ?
C27 H27 1.0000 . ?
C27 C28 1.534(7) . ?
C27 C32 1.535(7) . ?
C21 C25 1.480(7) . ?
C21 C22 1.388(7) . ?
C38 C42 1.470(7) . ?
C38 C39 1.392(7) . ?
C38 C37 1.402(7) . ?
C25 H25 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C10 1.530(6) . ?
C15 C14 1.527(7) . ?
C28 H28 1.0000 . ?
C28 C29 1.513(7) . ?
C17 H17 0.9500 . ?
C17 C23 1.490(6) . ?
C40 C34 1.487(7) . ?
C40 C41 1.382(7) . ?
C40 C39 1.390(7) . ?
C11 H11 1.0000 . ?
C11 C12 1.528(6) . ?
C11 C10 1.535(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.402(6) . ?
C23 C24 1.385(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(7) . ?
C5 C4 1.397(7) . ?
C45 H45 1.0000 . ?
C45 C44 1.522(7) . ?
C45 C46 1.524(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.534(7) . ?
C34 H34 0.9500 . ?
C10 H10 1.0000 . ?
C6 C7 1.391(7) . ?
C6 C51 1.481(7) . ?
C42 H42 0.9500 . ?
C41 H41 0.9500 . ?
C41 C36 1.385(7) . ?
C24 H24 0.9500 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C46 1.525(7) . ?
C47 C48 1.519(8) . ?
C44 H44 1.0000 . ?
C44 C49 1.525(7) . ?
C2 C7 1.383(7) . ?
C2 C3 1.389(7) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C4 1.476(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.521(7) . ?
C4 C3 1.392(7) . ?
C3 H3 0.9500 . ?
C39 H39 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.377(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.528(8) . ?
C30 C29 1.530(7) . ?
C51 H51 0.9500 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.536(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.532(7) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
Cl53 C52 1.763(9) . ?
Cl54 C52 1.741(9) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 Cl57 1.729(9) . ?
C55 Cl56 1.730(8) . ?

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
C8 N9 C10 117.4(4) . . ?
C17 N16 C11 115.6(4) . . ?
C34 N33 C28 118.1(4) . . ?
C42 N43 C44 117.7(4) . . ?
C25 N26 C27 117.8(4) . . ?
C51 N50 C45 117.1(4) . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(5) . . ?
C21 C20 H20 120.4 . . ?
C20 C19 Br18 119.6(4) . . ?
C20 C19 C24 122.0(4) . . ?
C24 C19 Br18 118.4(4) . . ?
N26 C27 H27 109.5 . . ?
N26 C27 C28 109.1(4) . . ?
N26 C27 C32 108.6(4) . . ?
C28 C27 H27 109.5 . . ?
C28 C27 C32 110.7(4) . . ?
C32 C27 H27 109.5 . . ?
C20 C21 C25 119.9(4) . . ?
C22 C21 C20 119.7(4) . . ?
C22 C21 C25 120.3(4) . . ?
C39 C38 C42 120.1(4) . . ?
C39 C38 C37 119.1(5) . . ?
C37 C38 C42 120.8(4) . . ?
N26 C25 C21 120.9(4) . . ?
N26 C25 H25 119.5 . . ?
C21 C25 H25 119.5 . . ?
H15A C15 H15B 107.9 . . ?
C10 C15 H15A 109.3 . . ?
C10 C15 H15B 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C14 C15 C10 111.7(4) . . ?
N33 C28 C27 108.7(4) . . ?
N33 C28 H28 109.5 . . ?
N33 C28 C29 109.6(4) . . ?
C27 C28 H28 109.5 . . ?
C29 C28 C27 110.2(4) . . ?
C29 C28 H28 109.5 . . ?
N16 C17 H17 118.2 . . ?
N16 C17 C23 123.7(4) . . ?
C23 C17 H17 118.2 . . ?
C41 C40 C34 120.6(5) . . ?
C41 C40 C39 119.7(5) . . ?
C39 C40 C34 119.6(4) . . ?
N16 C11 H11 108.9 . . ?
N16 C11 C12 110.2(4) . . ?
N16 C11 C10 109.5(4) . . ?
C12 C11 H11 108.9 . . ?
C12 C11 C10 110.3(4) . . ?
C10 C11 H11 108.9 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.2(4) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C17 122.2(4) . . ?
C24 C23 C17 117.8(4) . . ?
C24 C23 C22 120.1(4) . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.3(5) . . ?
C4 C5 H5 119.8 . . ?
N50 C45 H45 108.8 . . ?
N50 C45 C44 109.3(4) . . ?
N50 C45 C46 110.2(4) . . ?
C44 C45 H45 108.8 . . ?
C44 C45 C46 110.9(4) . . ?
C46 C45 H45 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 C13 110.8(4) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
N33 C34 C40 121.7(4) . . ?
N33 C34 H34 119.2 . . ?
C40 C34 H34 119.2 . . ?
N9 C10 C15 109.1(4) . . ?
N9 C10 C11 109.0(4) . . ?
N9 C10 H10 109.5 . . ?
C15 C10 C11 110.2(4) . . ?
C15 C10 H10 109.5 . . ?
C11 C10 H10 109.5 . . ?
C5 C6 C51 120.9(5) . . ?
C7 C6 C5 119.7(4) . . ?
C7 C6 C51 119.4(4) . . ?
N43 C42 C38 121.6(5) . . ?
N43 C42 H42 119.2 . . ?
C38 C42 H42 119.2 . . ?
C40 C41 H41 120.6 . . ?
C40 C41 C36 118.8(5) . . ?
C36 C41 H41 120.6 . . ?
C19 C24 H24 120.6 . . ?
C23 C24 C19 118.8(4) . . ?
C23 C24 H24 120.6 . . ?
H47A C47 H47B 108.0 . . ?
C46 C47 H47A 109.4 . . ?
C46 C47 H47B 109.4 . . ?
C48 C47 H47A 109.4 . . ?
C48 C47 H47B 109.4 . . ?
C48 C47 C46 111.2(4) . . ?
N43 C44 C45 108.2(4) . . ?
N43 C44 H44 109.5 . . ?
N43 C44 C49 109.5(4) . . ?
C45 C44 H44 109.5 . . ?
C45 C44 C49 110.6(4) . . ?
C49 C44 H44 109.5 . . ?
C7 C2 Br1 119.7(4) . . ?
C7 C2 C3 121.3(5) . . ?
C3 C2 Br1 119.0(4) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 C6 119.7(5) . . ?
C2 C7 H7 120.1 . . ?
N9 C8 H8 119.0 . . ?
N9 C8 C4 122.0(4) . . ?
C4 C8 H8 119.0 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 C15 110.8(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C5 C4 C8 119.1(4) . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 C8 121.0(4) . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.1(5) . . ?
C40 C39 H39 119.4 . . ?
C38 C37 H37 120.7 . . ?
C36 C37 C38 118.6(5) . . ?
C36 C37 H37 120.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 C12 110.7(4) . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C31 C30 C29 110.4(4) . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
N50 C51 C6 123.7(5) . . ?
N50 C51 H51 118.2 . . ?
C6 C51 H51 118.2 . . ?
C41 C36 Br35 119.8(4) . . ?
C37 C36 Br35 117.6(4) . . ?
C37 C36 C41 122.6(5) . . ?
C45 C46 C47 110.2(4) . . ?
C45 C46 H46A 109.6 . . ?
C45 C46 H46B 109.6 . . ?
C47 C46 H46A 109.6 . . ?
C47 C46 H46B 109.6 . . ?
H46A C46 H46B 108.1 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 C49 110.9(4) . . ?
H48A C48 H48B 108.0 . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C31 C32 C27 110.9(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C44 C49 C48 110.5(4) . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 108.1 . . ?
C30 C31 C32 110.9(4) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C28 C29 C30 111.7(4) . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
Cl53 C52 H52A 109.6 . . ?
Cl53 C52 H52B 109.6 . . ?
Cl54 C52 Cl53 110.2(7) . . ?
Cl54 C52 H52A 109.6 . . ?
Cl54 C52 H52B 109.6 . . ?
H52A C52 H52B 108.1 . . ?
H55A C55 H55B 108.1 . . ?
Cl57 C55 H55A 109.5 . . ?
Cl57 C55 H55B 109.5 . . ?
Cl57 C55 Cl56 110.7(8) . . ?
Cl56 C55 H55A 109.5 . . ?
Cl56 C55 H55B 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
Br18 C19 C24 C23 177.2(4) . . . . ?
Br1 C2 C7 C6 -178.5(4) . . . . ?
Br1 C2 C3 C4 178.0(4) . . . . ?
N9 C8 C4 C5 -174.6(5) . . . . ?
N9 C8 C4 C3 3.6(7) . . . . ?
N16 C17 C23 C22 0.9(7) . . . . ?
N16 C17 C23 C24 179.9(5) . . . . ?
N16 C11 C12 C13 -178.7(4) . . . . ?
N16 C11 C10 N9 -62.1(5) . . . . ?
N16 C11 C10 C15 178.2(4) . . . . ?
N33 C28 C29 C30 -177.0(4) . . . . ?
N43 C44 C49 C48 -175.8(4) . . . . ?
N26 C27 C28 N33 -63.6(5) . . . . ?
N26 C27 C28 C29 176.3(4) . . . . ?
N26 C27 C32 C31 -176.1(4) . . . . ?
N50 C45 C44 N43 -60.5(5) . . . . ?
N50 C45 C44 C49 179.6(4) . . . . ?
N50 C45 C46 C47 -178.7(4) . . . . ?
C20 C19 C24 C23 -2.4(8) . . . . ?
C20 C21 C25 N26 -1.9(7) . . . . ?
C20 C21 C22 C23 -0.4(7) . . . . ?
C19 C20 C21 C25 178.0(5) . . . . ?
C19 C20 C21 C22 -0.8(7) . . . . ?
C27 N26 C25 C21 -178.8(4) . . . . ?
C27 C28 C29 C30 -57.4(6) . . . . ?
C27 C32 C31 C30 56.0(6) . . . . ?
C21 C20 C19 Br18 -177.4(4) . . . . ?
C21 C20 C19 C24 2.2(8) . . . . ?
C21 C22 C23 C17 179.1(4) . . . . ?
C21 C22 C23 C24 0.1(7) . . . . ?
C38 C37 C36 Br35 179.5(4) . . . . ?
C38 C37 C36 C41 -1.1(7) . . . . ?
C25 N26 C27 C28 131.4(4) . . . . ?
C25 N26 C27 C32 -107.8(5) . . . . ?
C25 C21 C22 C23 -179.2(4) . . . . ?
C15 C14 C13 C12 -55.9(6) . . . . ?
C28 N33 C34 C40 179.5(4) . . . . ?
C28 C27 C32 C31 -56.4(6) . . . . ?
C17 N16 C11 C12 -118.9(5) . . . . ?
C17 N16 C11 C10 119.6(4) . . . . ?
C17 C23 C24 C19 -177.8(4) . . . . ?
C40 C41 C36 Br35 179.8(4) . . . . ?
C40 C41 C36 C37 0.5(8) . . . . ?
C11 N16 C17 C23 -179.2(4) . . . . ?
C11 C12 C13 C14 57.3(6) . . . . ?
C22 C21 C25 N26 176.9(5) . . . . ?
C22 C23 C24 C19 1.2(7) . . . . ?
C5 C6 C7 C2 0.5(8) . . . . ?
C5 C6 C51 N50 0.9(8) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C45 N50 C51 C6 -178.1(4) . . . . ?
C45 C44 C49 C48 -56.6(6) . . . . ?
C12 C11 C10 N9 176.5(4) . . . . ?
C12 C11 C10 C15 56.8(5) . . . . ?
C34 N33 C28 C27 118.7(5) . . . . ?
C34 N33 C28 C29 -120.9(5) . . . . ?
C34 C40 C41 C36 -177.7(4) . . . . ?
C34 C40 C39 C38 178.2(4) . . . . ?
C10 N9 C8 C4 178.9(4) . . . . ?
C10 C15 C14 C13 56.0(6) . . . . ?
C10 C11 C12 C13 -57.6(5) . . . . ?
C6 C5 C4 C8 178.5(4) . . . . ?
C6 C5 C4 C3 0.3(7) . . . . ?
C42 N43 C44 C45 126.7(5) . . . . ?
C42 N43 C44 C49 -112.7(5) . . . . ?
C42 C38 C39 C40 179.7(4) . . . . ?
C42 C38 C37 C36 -179.5(4) . . . . ?
C41 C40 C34 N33 175.3(5) . . . . ?
C41 C40 C39 C38 0.7(7) . . . . ?
C47 C48 C49 C44 55.9(6) . . . . ?
C44 N43 C42 C38 -178.3(4) . . . . ?
C44 C45 C46 C47 -57.5(6) . . . . ?
C7 C6 C51 N50 -177.8(5) . . . . ?
C7 C2 C3 C4 -0.7(8) . . . . ?
C8 N9 C10 C15 -113.3(5) . . . . ?
C8 N9 C10 C11 126.4(4) . . . . ?
C8 C4 C3 C2 -177.7(5) . . . . ?
C14 C15 C10 N9 -175.8(4) . . . . ?
C14 C15 C10 C11 -56.3(5) . . . . ?
C4 C5 C6 C7 -0.8(7) . . . . ?
C4 C5 C6 C51 -179.5(4) . . . . ?
C3 C2 C7 C6 0.3(8) . . . . ?
C39 C38 C42 N43 -171.6(5) . . . . ?
C39 C38 C37 C36 1.5(7) . . . . ?
C39 C40 C34 N33 -2.2(7) . . . . ?
C39 C40 C41 C36 -0.2(7) . . . . ?
C37 C38 C42 N43 9.4(7) . . . . ?
C37 C38 C39 C40 -1.4(7) . . . . ?
C51 N50 C45 C44 109.6(5) . . . . ?
C51 N50 C45 C46 -128.3(5) . . . . ?
C51 C6 C7 C2 179.2(5) . . . . ?
C46 C45 C44 N43 177.8(4) . . . . ?
C46 C45 C44 C49 57.9(5) . . . . ?
C46 C47 C48 C49 -56.2(6) . . . . ?
C48 C47 C46 C45 56.8(6) . . . . ?
C32 C27 C28 N33 176.9(4) . . . . ?
C32 C27 C28 C29 56.8(5) . . . . ?
C31 C30 C29 C28 57.1(6) . . . . ?
C29 C30 C31 C32 -55.8(6) . . . . ?

_olex2_date_sample_data_collection 2022-02-11
_olex2_submission_original_sample_id 'AMS371-3 DCM Diox 100 K Needs'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.802
####################################################################### 
# 
# 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_[3+3]-rr_meoh_ams2a3a_us_150k_1
_database_code_depnum_ccdc_archive 'CCDC 2312779'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-09-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 1.25(C1 H4 O1)'
_chemical_formula_sum            'C43.24 H49.97 Br3 N6 O1.25'
_chemical_formula_weight         913.45
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.8232(7)
_cell_length_b                   19.6544(10)
_cell_length_c                   14.9442(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.335(2)
_cell_angle_gamma                90
_cell_volume                     4350.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9300
_cell_measurement_temperature    149.99
_cell_measurement_theta_max      26.320
_cell_measurement_theta_min      2.487
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    2.822
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1381 before and 0.0879 after correction. The Ratio of minimum to maximum transmission is 0.7321. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1866
_exptl_crystal_preparation       'Slow evaporation of a methanol solution.'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            66078
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.440
_diffrn_reflns_theta_min         2.481
_diffrn_ambient_temperature      149.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.922
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                13970
_reflns_number_total             17694
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.631
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 
;
 Flack x determined using 5266 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.070(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     982
_refine_ls_number_reflns         17694
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0546
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0309P)²+9.4181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1204
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

Two crystallographically unique RR-[3+3] macrocycles comprise the 
asymmetric unit. There are three crystallographically unique methanol
solvent molecules of crystallisation within the structure all of which
could be located and modeled from the fourier difference map. Methanol
molecule O103...C104, O105...C106 and O107...C108 refined to occupancies
of 0.904(18), 0.95(2) and 0.634(17) respectively. No further restraints
were applied to the model and all non-H atoms refined anisotropically.
All H-atoms in the structure were placed in calculated positions and
refined using a riding model including the alcoholic protons. Two
erroneous reflections were removed from the refinement of the final
model which were investigated but no systematic reason for their
outlying could be found. A single residual electron density peak of
2.6 e A^-3 is present < 1.2 A away from H37 of a macrocycle which can't
be sensibly assigned to any chemical species.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(O103)=Sof(H103)=Sof(C104)=Sof(H10C)=Sof(H10D)=Sof(H10E)=FVAR(1)
 Sof(O105)=Sof(H105)=Sof(C106)=Sof(H10I)=Sof(H10J)=Sof(H10K)=FVAR(2)
 Sof(O107)=Sof(H107)=Sof(C108)=Sof(H10F)=Sof(H10G)=Sof(H10H)=FVAR(3)
3.a Ternary CH refined with riding coordinates:
 C10(H10), C96(H96), C78(H78), C45(H45), C27(H27), C11(H11), C62(H62),
 C95(H95), C44(H44), C28(H28), C79(H79), C61(H61)
3.b Secondary CH2 refined with riding coordinates:
 C97(H97A,H97B), C98(H98A,H98B), C99(H99A,H99B), C14(H14A,H14B), C82(H82A,
 H82B), C100(H10A,H10B), C13(H13A,H13B), C80(H80A,H80B), C83(H83A,H83B),
 C81(H81A,H81B), C29(H29A,H29B), C49(H49A,H49B), C12(H12A,H12B), C32(H32A,H32B),
  C15(H15A,H15B), C46(H46A,H46B), C63(H63A,H63B), C47(H47A,H47B), C65(H65A,
 H65B), C48(H48A,H48B), C31(H31A,H31B), C30(H30A,H30B), C64(H64A,H64B),
 C66(H66A,H66B)
3.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C24(H24), C58(H58), C68(H68), C20(H20), C76(H76), C102(H102),
 C75(H75), C37(H37), C17(H17), C71(H71), C56(H56), C39(H39), C88(H88), C34(H34),
  C59(H59), C22(H22), C25(H25), C5(H5), C92(H92), C42(H42), C73(H73), C7(H7),
 C41(H41), C90(H90), C85(H85), C54(H54), C93(H93), C51(H51), C3(H3)
3.d Idealised Me refined as rotating group:
 C108(H10F,H10G,H10H), C104(H10C,H10D,H10E), C106(H10I,H10J,H10K)
3.e Idealised tetrahedral OH refined as rotating group:
 O103(H103), O107(H107), O105(H105)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br35 Br 0.59510(6) 0.65596(4) 0.79149(6) 0.0404(2) Uani 1 1 d . . . . .
Br86 Br -0.00362(6) 0.38854(5) 1.15085(6) 0.0411(2) Uani 1 1 d . . . . .
Br52 Br -0.17155(6) 0.39374(6) 0.61823(6) 0.0445(2) Uani 1 1 d . . . . .
Br18 Br 1.15594(6) 0.55600(5) 0.83347(7) 0.0456(2) Uani 1 1 d . . . . .
Br1 Br 0.88970(7) 0.62739(5) 0.27425(8) 0.0512(3) Uani 1 1 d . . . . .
Br69 Br 0.38489(8) 0.28229(5) 0.78357(7) 0.0510(3) Uani 1 1 d . . . . .
N77 N 0.4642(4) 0.5196(4) 0.9601(5) 0.0303(16) Uani 1 1 d . . . . .
N9 N 1.0475(4) 0.3418(4) 0.4245(5) 0.0326(16) Uani 1 1 d . . . . .
N101 N -0.1314(4) 0.6694(4) 0.8525(5) 0.0316(16) Uani 1 1 d . . . . .
N50 N 0.6364(5) 0.4303(4) 0.3303(5) 0.0340(16) Uani 1 1 d . . . . .
N33 N 0.6625(4) 0.3905(4) 0.8800(4) 0.0318(15) Uani 1 1 d . . . . .
N67 N 0.2965(4) 0.5546(4) 0.5547(4) 0.0315(15) Uani 1 1 d . . . . .
N43 N 0.5170(5) 0.4358(4) 0.4785(5) 0.0388(18) Uani 1 1 d . . . . .
N16 N 1.1318(4) 0.3323(4) 0.6045(5) 0.0310(16) Uani 1 1 d . . . . .
N26 N 0.8441(5) 0.3380(4) 0.9158(5) 0.0346(17) Uani 1 1 d . . . . .
N94 N -0.0679(4) 0.6495(4) 1.0357(4) 0.0317(15) Uani 1 1 d . . . . .
N84 N 0.3535(4) 0.5718(4) 1.1024(4) 0.0302(15) Uani 1 1 d . . . . .
C8 C 1.0432(5) 0.4031(4) 0.4037(5) 0.0295(18) Uani 1 1 d . . . . .
H8 H 1.097825 0.428441 0.403712 0.035 Uiso 1 1 calc R . . . .
C24 C 1.1069(5) 0.4307(4) 0.7474(6) 0.0302(19) Uani 1 1 d . . . . .
H24 H 1.154916 0.440403 0.709223 0.036 Uiso 1 1 calc R . . . .
N60 N 0.1000(5) 0.5752(4) 0.5215(5) 0.0399(19) Uani 1 1 d . . . . .
C10 C 1.1354(5) 0.3099(4) 0.4433(5) 0.0293(18) Uani 1 1 d . . . . .
H10 H 1.183741 0.345144 0.439379 0.035 Uiso 1 1 calc R . . . .
C58 C -0.1556(5) 0.5124(4) 0.7255(6) 0.0299(18) Uani 1 1 d . . . . .
H58 H -0.204611 0.493198 0.755875 0.036 Uiso 1 1 calc R . . . .
C23 C 1.0553(5) 0.3717(4) 0.7351(5) 0.0271(18) Uani 1 1 d . . . . .
C96 C -0.1763(5) 0.7011(4) 0.9287(5) 0.0262(17) Uani 1 1 d . . . . .
H96 H -0.224124 0.669851 0.950024 0.031 Uiso 1 1 calc R . . . .
C68 C 0.2935(5) 0.4935(5) 0.5803(5) 0.0304(18) Uani 1 1 d . . . . .
H68 H 0.263594 0.461197 0.542365 0.036 Uiso 1 1 calc R . . . .
C20 C 1.0180(5) 0.4615(5) 0.8731(5) 0.0311(19) Uani 1 1 d . . . . .
H20 H 1.005997 0.492327 0.920178 0.037 Uiso 1 1 calc R . . . .
C19 C 1.0870(5) 0.4749(4) 0.8164(6) 0.0308(18) Uani 1 1 d . . . . .
C76 C 0.4277(5) 0.5396(4) 0.8872(5) 0.0291(18) Uani 1 1 d . . . . .
H76 H 0.419630 0.587016 0.877081 0.035 Uiso 1 1 calc R . . . .
C102 C -0.1568(5) 0.6108(4) 0.8296(6) 0.0322(19) Uani 1 1 d . . . . .
H102 H -0.202213 0.589124 0.862459 0.039 Uiso 1 1 calc R . . . .
C78 C 0.4961(5) 0.5713(4) 1.0250(5) 0.0272(17) Uani 1 1 d . . . . .
H78 H 0.481843 0.617861 1.001470 0.033 Uiso 1 1 calc R . . . .
C45 C 0.5539(5) 0.3906(5) 0.3348(5) 0.0292(17) Uani 1 1 d . . . . .
H45 H 0.567275 0.346718 0.366492 0.035 Uiso 1 1 calc R . . . .
C4 C 0.9583(6) 0.4385(5) 0.3793(5) 0.033(2) Uani 1 1 d . . . . .
C27 C 0.7711(6) 0.3320(5) 0.9798(6) 0.0334(19) Uani 1 1 d . . . . .
H27 H 0.771181 0.372881 1.019545 0.040 Uiso 1 1 calc R . . . .
C11 C 1.1398(5) 0.2787(4) 0.5372(5) 0.0309(18) Uani 1 1 d . . . . .
H11 H 1.088665 0.245936 0.542508 0.037 Uiso 1 1 calc R . . . .
C97 C -0.2192(6) 0.7680(4) 0.8977(6) 0.033(2) Uani 1 1 d . . . . .
H97A H -0.172373 0.797770 0.873266 0.040 Uiso 1 1 calc R . . . .
H97B H -0.265149 0.758807 0.849269 0.040 Uiso 1 1 calc R . . . .
C75 C 0.3398(5) 0.4003(4) 0.6820(5) 0.0284(18) Uani 1 1 d . . . . .
H75 H 0.319902 0.369063 0.636927 0.034 Uiso 1 1 calc R . . . .
C98 C -0.2635(6) 0.8042(4) 0.9745(6) 0.037(2) Uani 1 1 d . . . . .
H98A H -0.313845 0.776103 0.995496 0.044 Uiso 1 1 calc R . . . .
H98B H -0.288714 0.848133 0.952948 0.044 Uiso 1 1 calc R . . . .
C74 C 0.3343(5) 0.4701(4) 0.6664(5) 0.0244(16) Uani 1 1 d . . . . .
C99 C -0.1956(6) 0.8170(5) 1.0522(7) 0.041(2) Uani 1 1 d . . . . .
H99A H -0.226836 0.837516 1.102934 0.049 Uiso 1 1 calc R . . . .
H99B H -0.148847 0.849300 1.033321 0.049 Uiso 1 1 calc R . . . .
C37 C 0.5702(5) 0.5646(5) 0.6446(6) 0.0333(19) Uani 1 1 d . . . . .
H37 H 0.556520 0.604300 0.610487 0.040 Uiso 1 1 calc R . . . .
C17 C 1.0714(5) 0.3239(4) 0.6615(6) 0.0301(18) Uani 1 1 d . . . . .
H17 H 1.034477 0.284539 0.656318 0.036 Uiso 1 1 calc R . . . .
C14 C 1.2372(6) 0.2155(5) 0.3901(7) 0.042(2) Uani 1 1 d . . . . .
H14A H 1.289471 0.246093 0.383377 0.051 Uiso 1 1 calc R . . . .
H14B H 1.241070 0.178428 0.345499 0.051 Uiso 1 1 calc R . . . .
C40 C 0.6133(5) 0.4489(4) 0.7465(5) 0.0252(17) Uani 1 1 d . . . . .
C62 C 0.2520(5) 0.5724(5) 0.4668(5) 0.0315(19) Uani 1 1 d . . . . .
H62 H 0.232070 0.529970 0.434772 0.038 Uiso 1 1 calc R . . . .
C53 C -0.1209(6) 0.4794(4) 0.6539(6) 0.0328(19) Uani 1 1 d . . . . .
C71 C 0.4026(5) 0.4210(4) 0.8319(6) 0.0291(18) Uani 1 1 d . . . . .
H71 H 0.425241 0.403565 0.887719 0.035 Uiso 1 1 calc R . . . .
C56 C -0.0476(5) 0.6011(4) 0.7062(6) 0.0338(19) Uani 1 1 d . . . . .
H56 H -0.022324 0.643496 0.724568 0.041 Uiso 1 1 calc R . . . .
C39 C 0.5875(5) 0.4433(5) 0.6563(5) 0.0306(19) Uani 1 1 d . . . . .
H39 H 0.584830 0.399724 0.628876 0.037 Uiso 1 1 calc R . . . .
C57 C -0.1187(5) 0.5741(4) 0.7532(6) 0.0321(19) Uani 1 1 d . . . . .
C88 C 0.0143(6) 0.5267(4) 1.1022(5) 0.0322(19) Uani 1 1 d . . . . .
H88 H -0.049842 0.527431 1.101546 0.039 Uiso 1 1 calc R . . . .
C34 C 0.6368(5) 0.3877(5) 0.7984(5) 0.0313(18) Uani 1 1 d . . . . .
H34 H 0.632569 0.344519 0.769903 0.038 Uiso 1 1 calc R . . . .
C59 C 0.0630(6) 0.5993(5) 0.5894(6) 0.039(2) Uani 1 1 d . . . . .
H59 H 0.086123 0.640837 0.613445 0.046 Uiso 1 1 calc R . . . .
C95 C -0.1066(5) 0.7141(4) 1.0046(6) 0.0334(19) Uani 1 1 d . . . . .
H95 H -0.057436 0.743562 0.982145 0.040 Uiso 1 1 calc R . . . .
C22 C 0.9863(5) 0.3575(4) 0.7925(5) 0.0301(18) Uani 1 1 d . . . . .
H22 H 0.952208 0.316824 0.785422 0.036 Uiso 1 1 calc R . . . .
C82 C 0.6381(6) 0.6103(5) 1.1114(6) 0.038(2) Uani 1 1 d . . . . .
H82A H 0.703746 0.601832 1.120160 0.046 Uiso 1 1 calc R . . . .
H82B H 0.629471 0.658185 1.092479 0.046 Uiso 1 1 calc R . . . .
C25 C 0.8916(5) 0.3906(5) 0.9208(5) 0.0311(17) Uani 1 1 d . . . . .
H25 H 0.878397 0.423664 0.964842 0.037 Uiso 1 1 calc R . . . .
C89 C 0.0640(6) 0.5857(4) 1.0807(6) 0.0334(19) Uani 1 1 d . . . . .
C44 C 0.4850(5) 0.4306(5) 0.3859(5) 0.0314(19) Uani 1 1 d . . . . .
H44 H 0.477991 0.477196 0.359503 0.038 Uiso 1 1 calc R . . . .
C100 C -0.1510(6) 0.7501(5) 1.0823(6) 0.039(2) Uani 1 1 d . . . . .
H10A H -0.104677 0.759545 1.130352 0.046 Uiso 1 1 calc R . . . .
H10B H -0.197002 0.719787 1.107212 0.046 Uiso 1 1 calc R . . . .
C13 C 1.2400(6) 0.1854(5) 0.4844(7) 0.048(3) Uani 1 1 d . . . . .
H13A H 1.191166 0.151404 0.489148 0.057 Uiso 1 1 calc R . . . .
H13B H 1.298444 0.161947 0.496083 0.057 Uiso 1 1 calc R . . . .
C5 C 0.8748(5) 0.4071(5) 0.3870(5) 0.037(2) Uani 1 1 d . . . . .
H5 H 0.871487 0.362486 0.410958 0.045 Uiso 1 1 calc R . . . .
C92 C 0.1550(6) 0.4656(5) 1.1255(5) 0.0321(19) Uani 1 1 d . . . . .
H92 H 0.185336 0.424241 1.139751 0.039 Uiso 1 1 calc R . . . .
C21 C 0.9670(5) 0.4040(4) 0.8617(5) 0.0272(17) Uani 1 1 d . . . . .
C28 C 0.6800(6) 0.3269(4) 0.9269(6) 0.0335(19) Uani 1 1 d . . . . .
H28 H 0.681879 0.288591 0.882931 0.040 Uiso 1 1 calc R . . . .
C80 C 0.4895(5) 0.6072(5) 1.1870(5) 0.034(2) Uani 1 1 d . . . . .
H80A H 0.475868 0.655066 1.170968 0.041 Uiso 1 1 calc R . . . .
H80B H 0.460902 0.596980 1.244134 0.041 Uiso 1 1 calc R . . . .
C36 C 0.5955(5) 0.5694(5) 0.7358(6) 0.0329(19) Uani 1 1 d . . . . .
C83 C 0.5985(5) 0.5627(5) 1.0388(6) 0.038(2) Uani 1 1 d . . . . .
H83A H 0.612070 0.514947 1.055812 0.046 Uiso 1 1 calc R . . . .
H83B H 0.627724 0.572034 0.981638 0.046 Uiso 1 1 calc R . . . .
C81 C 0.5914(6) 0.5979(5) 1.1988(6) 0.040(2) Uani 1 1 d . . . . .
H81A H 0.615480 0.630059 1.244828 0.048 Uiso 1 1 calc R . . . .
H81B H 0.604725 0.551123 1.219980 0.048 Uiso 1 1 calc R . . . .
C79 C 0.4502(5) 0.5598(4) 1.1130(5) 0.0285(17) Uani 1 1 d . . . . .
H79 H 0.460301 0.511588 1.132167 0.034 Uiso 1 1 calc R . . . .
C55 C -0.0131(5) 0.5680(5) 0.6339(6) 0.039(2) Uani 1 1 d . . . . .
C42 C 0.5348(5) 0.4939(5) 0.5108(6) 0.035(2) Uani 1 1 d . . . . .
H42 H 0.528416 0.533075 0.473802 0.041 Uiso 1 1 calc R . . . .
C91 C 0.2040(5) 0.5232(5) 1.1060(5) 0.0300(18) Uani 1 1 d . . . . .
C72 C 0.3973(5) 0.4911(4) 0.8176(5) 0.0238(16) Uani 1 1 d . . . . .
C73 C 0.3633(5) 0.5146(4) 0.7347(5) 0.0268(17) Uani 1 1 d . . . . .
H73 H 0.359759 0.562288 0.724358 0.032 Uiso 1 1 calc R . . . .
C7 C 0.7996(6) 0.5081(5) 0.3272(6) 0.037(2) Uani 1 1 d . . . . .
H7 H 0.746165 0.532171 0.309986 0.044 Uiso 1 1 calc R . . . .
C41 C 0.6168(5) 0.5132(4) 0.7869(5) 0.0293(18) Uani 1 1 d . . . . .
H41 H 0.633579 0.517840 0.848635 0.035 Uiso 1 1 calc R . . . .
C90 C 0.1579(5) 0.5842(5) 1.0836(6) 0.0335(19) Uani 1 1 d . . . . .
H90 H 0.191016 0.624091 1.070536 0.040 Uiso 1 1 calc R . . . .
C70 C 0.3744(5) 0.3770(4) 0.7636(6) 0.0312(19) Uani 1 1 d . . . . .
C87 C 0.0617(5) 0.4683(4) 1.1241(5) 0.0316(19) Uani 1 1 d . . . . .
C85 C 0.3035(5) 0.5199(4) 1.1090(5) 0.0298(18) Uani 1 1 d . . . . .
H85 H 0.331556 0.476679 1.116290 0.036 Uiso 1 1 calc R . . . .
C29 C 0.6040(7) 0.3151(5) 0.9911(6) 0.042(2) Uani 1 1 d . . . . .
H29A H 0.546109 0.310158 0.956309 0.050 Uiso 1 1 calc R . . . .
H29B H 0.599099 0.355020 1.030912 0.050 Uiso 1 1 calc R . . . .
C49 C 0.3933(5) 0.3941(6) 0.3824(6) 0.042(2) Uani 1 1 d . . . . .
H49A H 0.399340 0.350114 0.414281 0.050 Uiso 1 1 calc R . . . .
H49B H 0.348819 0.422127 0.413537 0.050 Uiso 1 1 calc R . . . .
C12 C 1.2287(6) 0.2408(5) 0.5535(6) 0.038(2) Uani 1 1 d . . . . .
H12A H 1.279525 0.273336 0.550821 0.045 Uiso 1 1 calc R . . . .
H12B H 1.230310 0.220328 0.614034 0.045 Uiso 1 1 calc R . . . .
C32 C 0.7880(7) 0.2685(5) 1.0358(6) 0.044(2) Uani 1 1 d . . . . .
H32A H 0.845750 0.273527 1.070721 0.053 Uiso 1 1 calc R . . . .
H32B H 0.793461 0.228834 0.995570 0.053 Uiso 1 1 calc R . . . .
C54 C -0.0499(5) 0.5052(5) 0.6066(6) 0.036(2) Uani 1 1 d . . . . .
H54 H -0.026997 0.481136 0.557250 0.044 Uiso 1 1 calc R . . . .
C15 C 1.1500(6) 0.2550(5) 0.3730(6) 0.043(2) Uani 1 1 d . . . . .
H15A H 1.098505 0.222929 0.372392 0.052 Uiso 1 1 calc R . . . .
H15B H 1.151096 0.276614 0.313227 0.052 Uiso 1 1 calc R . . . .
C93 C 0.0164(6) 0.6485(5) 1.0501(6) 0.039(2) Uani 1 1 d . . . . .
H93 H 0.050296 0.688772 1.041279 0.047 Uiso 1 1 calc R . . . .
C2 C 0.8835(6) 0.5377(5) 0.3214(6) 0.036(2) Uani 1 1 d . . . . .
C46 C 0.5204(6) 0.3759(5) 0.2388(6) 0.036(2) Uani 1 1 d . . . . .
H46A H 0.564636 0.346553 0.209354 0.043 Uiso 1 1 calc R . . . .
H46B H 0.515440 0.419120 0.204967 0.043 Uiso 1 1 calc R . . . .
C51 C 0.7092(5) 0.4059(5) 0.3652(6) 0.037(2) Uani 1 1 d . . . . .
H51 H 0.707355 0.363641 0.395891 0.045 Uiso 1 1 calc R . . . .
C38 C 0.5655(5) 0.5014(4) 0.6055(5) 0.0311(18) Uani 1 1 d . . . . .
C61 C 0.1703(5) 0.6170(5) 0.4837(6) 0.035(2) Uani 1 1 d . . . . .
H61 H 0.188078 0.654099 0.526790 0.042 Uiso 1 1 calc R . . . .
C63 C 0.3222(6) 0.6096(5) 0.4126(6) 0.040(2) Uani 1 1 d . . . . .
H63A H 0.370331 0.577231 0.397156 0.048 Uiso 1 1 calc R . . . .
H63B H 0.350339 0.646122 0.449909 0.048 Uiso 1 1 calc R . . . .
C3 C 0.9632(6) 0.5043(5) 0.3472(5) 0.035(2) Uani 1 1 d . . . . .
H3 H 1.019873 0.526348 0.342774 0.042 Uiso 1 1 calc R . . . .
C47 C 0.4273(6) 0.3401(5) 0.2367(6) 0.047(2) Uani 1 1 d . . . . .
H47A H 0.405519 0.333745 0.173734 0.056 Uiso 1 1 calc R . . . .
H47B H 0.433671 0.294567 0.264634 0.056 Uiso 1 1 calc R . . . .
C65 C 0.2044(7) 0.6877(6) 0.3466(7) 0.054(3) Uani 1 1 d . . . . .
H65A H 0.177879 0.706898 0.290197 0.064 Uiso 1 1 calc R . . . .
H65B H 0.227184 0.725889 0.384449 0.064 Uiso 1 1 calc R . . . .
C48 C 0.3587(6) 0.3813(6) 0.2862(6) 0.046(2) Uani 1 1 d . . . . .
H48A H 0.300698 0.356384 0.286426 0.055 Uiso 1 1 calc R . . . .
H48B H 0.348053 0.425311 0.255258 0.055 Uiso 1 1 calc R . . . .
C31 C 0.7121(7) 0.2555(6) 1.0999(7) 0.050(3) Uani 1 1 d . . . . .
H31A H 0.710338 0.292812 1.144239 0.060 Uiso 1 1 calc R . . . .
H31B H 0.723745 0.212402 1.132644 0.060 Uiso 1 1 calc R . . . .
C6 C 0.7959(6) 0.4414(5) 0.3594(6) 0.038(2) Uani 1 1 d . . . . .
C30 C 0.6212(8) 0.2511(5) 1.0479(7) 0.054(3) Uani 1 1 d . . . . .
H30A H 0.572266 0.245823 1.090549 0.065 Uiso 1 1 calc R . . . .
H30B H 0.620649 0.210579 1.008555 0.065 Uiso 1 1 calc R . . . .
C64 C 0.2809(6) 0.6409(6) 0.3263(6) 0.048(3) Uani 1 1 d . . . . .
H64A H 0.327829 0.666480 0.295178 0.057 Uiso 1 1 calc R . . . .
H64B H 0.258435 0.604118 0.285870 0.057 Uiso 1 1 calc R . . . .
C66 C 0.1328(6) 0.6486(6) 0.3952(7) 0.054(3) Uani 1 1 d . . . . .
H66A H 0.108495 0.611927 0.355755 0.064 Uiso 1 1 calc R . . . .
H66B H 0.082460 0.679686 0.408208 0.064 Uiso 1 1 calc R . . . .
O103 O 0.3815(6) 0.6725(5) 0.6171(5) 0.062(3) Uani 0.904(18) 1 d . . P . .
H103 H 0.436343 0.673857 0.633348 0.093 Uiso 0.904(18) 1 calc GR . P . .
O107 O 0.0931(7) 0.7514(5) 0.6389(8) 0.049(4) Uani 0.634(17) 1 d . . P . .
H107 H 0.039849 0.759320 0.620469 0.074 Uiso 0.634(17) 1 calc GR . P . .
C108 C 0.0993(10) 0.7574(8) 0.7339(11) 0.047(4) Uani 0.634(17) 1 d . . P . .
H10F H 0.119993 0.803259 0.750390 0.070 Uiso 0.634(17) 1 calc GR . P . .
H10G H 0.142323 0.723784 0.758543 0.070 Uiso 0.634(17) 1 calc GR . P . .
H10H H 0.039801 0.749336 0.758174 0.070 Uiso 0.634(17) 1 calc GR . P . .
C104 C 0.3307(10) 0.7043(7) 0.6808(10) 0.069(4) Uani 0.904(18) 1 d . . P . .
H10C H 0.300323 0.744150 0.654094 0.104 Uiso 0.904(18) 1 calc GR . P . .
H10D H 0.370502 0.718839 0.731240 0.104 Uiso 0.904(18) 1 calc GR . P . .
H10E H 0.285508 0.672492 0.702182 0.104 Uiso 0.904(18) 1 calc GR . P . .
O105 O 0.5255(7) 0.7245(7) 0.5330(8) 0.105(5) Uani 0.95(2) 1 d . . P . .
H105 H 0.512156 0.683014 0.532934 0.158 Uiso 0.95(2) 1 calc GR . P . .
C106 C 0.4973(11) 0.7546(8) 0.4470(9) 0.088(6) Uani 0.95(2) 1 d . . P . .
H10I H 0.487541 0.718451 0.402502 0.133 Uiso 0.95(2) 1 calc GR . P . .
H10J H 0.544390 0.785541 0.427335 0.133 Uiso 0.95(2) 1 calc GR . P . .
H10K H 0.441032 0.779971 0.453505 0.133 Uiso 0.95(2) 1 calc GR . P . .


_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
Br35 C36 1.895(9) . ?
Br86 C87 1.894(9) . ?
Br52 C53 1.910(9) . ?
Br18 C19 1.905(9) . ?
Br1 C2 1.902(9) . ?
Br69 C70 1.890(8) . ?
N77 C76 1.260(10) . ?
N77 C78 1.470(10) . ?
N9 C8 1.246(11) . ?
N9 C10 1.462(10) . ?
N101 C96 1.480(11) . ?
N101 C102 1.256(11) . ?
N50 C45 1.454(10) . ?
N50 C51 1.274(11) . ?
N33 C34 1.263(10) . ?
N33 C28 1.453(11) . ?
N67 C68 1.261(11) . ?
N67 C62 1.488(10) . ?
N43 C44 1.449(11) . ?
N43 C42 1.263(11) . ?
N16 C11 1.464(10) . ?
N16 C17 1.272(10) . ?
N26 C27 1.477(10) . ?
N26 C25 1.251(11) . ?
N94 C95 1.462(11) . ?
N94 C93 1.261(10) . ?
N84 C79 1.455(10) . ?
N84 C85 1.266(11) . ?
C8 C4 1.471(12) . ?
C24 C23 1.397(12) . ?
C24 C19 1.390(12) . ?
N60 C59 1.265(11) . ?
N60 C61 1.458(11) . ?
C10 C11 1.531(12) . ?
C10 C15 1.527(12) . ?
C58 C53 1.369(12) . ?
C58 C57 1.386(12) . ?
C23 C17 1.474(11) . ?
C23 C22 1.389(11) . ?
C96 C97 1.524(11) . ?
C96 C95 1.524(12) . ?
C68 C74 1.473(11) . ?
C20 C19 1.379(11) . ?
C20 C21 1.368(12) . ?
C76 C72 1.470(11) . ?
C102 C57 1.482(12) . ?
C78 C83 1.533(11) . ?
C78 C79 1.523(11) . ?
C45 C44 1.520(11) . ?
C45 C46 1.526(11) . ?
C4 C5 1.392(12) . ?
C4 C3 1.382(13) . ?
C27 C28 1.540(12) . ?
C27 C32 1.517(13) . ?
C11 C12 1.525(12) . ?
C97 C98 1.521(13) . ?
C75 C74 1.392(12) . ?
C75 C70 1.382(11) . ?
C98 C99 1.526(12) . ?
C74 C73 1.399(11) . ?
C99 C100 1.531(12) . ?
C37 C36 1.401(12) . ?
C37 C38 1.372(12) . ?
C14 C13 1.527(14) . ?
C14 C15 1.520(13) . ?
C40 C39 1.390(11) . ?
C40 C34 1.466(12) . ?
C40 C41 1.401(12) . ?
C62 C61 1.525(11) . ?
C62 C63 1.531(11) . ?
C53 C54 1.388(12) . ?
C71 C72 1.396(11) . ?
C71 C70 1.389(11) . ?
C56 C57 1.395(11) . ?
C56 C55 1.377(13) . ?
C39 C38 1.402(12) . ?
C88 C89 1.418(12) . ?
C88 C87 1.379(12) . ?
C59 C55 1.468(11) . ?
C95 C100 1.531(13) . ?
C22 C21 1.417(11) . ?
C82 C83 1.532(12) . ?
C82 C81 1.523(12) . ?
C25 C21 1.477(10) . ?
C89 C90 1.391(12) . ?
C89 C93 1.483(12) . ?
C44 C49 1.536(12) . ?
C13 C12 1.514(13) . ?
C5 C6 1.396(12) . ?
C92 C91 1.381(12) . ?
C92 C87 1.383(12) . ?
C28 C29 1.526(12) . ?
C80 C81 1.524(12) . ?
C80 C79 1.541(11) . ?
C36 C41 1.372(12) . ?
C55 C54 1.403(14) . ?
C42 C38 1.477(12) . ?
C91 C90 1.414(12) . ?
C91 C85 1.476(11) . ?
C72 C73 1.398(11) . ?
C7 C2 1.379(12) . ?
C7 C6 1.398(13) . ?
C29 C30 1.533(14) . ?
C49 C48 1.527(12) . ?
C32 C31 1.529(13) . ?
C2 C3 1.391(12) . ?
C46 C47 1.549(12) . ?
C51 C6 1.468(12) . ?
C61 C66 1.543(12) . ?
C63 C64 1.534(12) . ?
C47 C48 1.516(14) . ?
C65 C64 1.501(14) . ?
C65 C66 1.520(14) . ?
C31 C30 1.529(15) . ?
O103 C104 1.386(14) . ?
O107 C108 1.424(19) . ?
O105 C106 1.460(16) . ?

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
C76 N77 C78 118.0(7) . . ?
C8 N9 C10 119.9(7) . . ?
C102 N101 C96 117.2(7) . . ?
C51 N50 C45 118.7(8) . . ?
C34 N33 C28 117.9(8) . . ?
C68 N67 C62 118.1(7) . . ?
C42 N43 C44 118.9(8) . . ?
C17 N16 C11 116.5(7) . . ?
C25 N26 C27 116.9(7) . . ?
C93 N94 C95 116.2(7) . . ?
C85 N84 C79 116.0(7) . . ?
N9 C8 C4 123.7(8) . . ?
C19 C24 C23 119.0(7) . . ?
C59 N60 C61 116.1(8) . . ?
N9 C10 C11 110.6(6) . . ?
N9 C10 C15 108.7(7) . . ?
C15 C10 C11 110.2(7) . . ?
C53 C58 C57 119.4(8) . . ?
C24 C23 C17 121.5(7) . . ?
C22 C23 C24 119.9(8) . . ?
C22 C23 C17 118.6(8) . . ?
N101 C96 C97 108.9(7) . . ?
N101 C96 C95 109.3(6) . . ?
C97 C96 C95 110.1(7) . . ?
N67 C68 C74 123.0(8) . . ?
C21 C20 C19 120.0(8) . . ?
C24 C19 Br18 119.6(6) . . ?
C20 C19 Br18 119.0(6) . . ?
C20 C19 C24 121.5(8) . . ?
N77 C76 C72 121.2(8) . . ?
N101 C102 C57 122.5(8) . . ?
N77 C78 C83 107.6(7) . . ?
N77 C78 C79 108.9(6) . . ?
C79 C78 C83 110.1(6) . . ?
N50 C45 C44 109.2(7) . . ?
N50 C45 C46 107.5(6) . . ?
C44 C45 C46 111.8(7) . . ?
C5 C4 C8 121.6(8) . . ?
C3 C4 C8 118.2(8) . . ?
C3 C4 C5 120.2(8) . . ?
N26 C27 C28 108.9(7) . . ?
N26 C27 C32 108.4(7) . . ?
C32 C27 C28 110.5(8) . . ?
N16 C11 C10 109.8(7) . . ?
N16 C11 C12 109.6(7) . . ?
C12 C11 C10 110.2(7) . . ?
C98 C97 C96 111.2(7) . . ?
C70 C75 C74 119.5(7) . . ?
C97 C98 C99 111.1(7) . . ?
C75 C74 C68 118.3(7) . . ?
C75 C74 C73 118.7(7) . . ?
C73 C74 C68 122.9(7) . . ?
C98 C99 C100 110.2(7) . . ?
C38 C37 C36 118.8(8) . . ?
N16 C17 C23 124.0(8) . . ?
C15 C14 C13 110.1(8) . . ?
C39 C40 C34 119.9(8) . . ?
C39 C40 C41 119.5(8) . . ?
C41 C40 C34 120.6(7) . . ?
N67 C62 C61 108.4(6) . . ?
N67 C62 C63 107.0(6) . . ?
C61 C62 C63 112.0(7) . . ?
C58 C53 Br52 118.7(6) . . ?
C58 C53 C54 122.8(8) . . ?
C54 C53 Br52 118.5(7) . . ?
C70 C71 C72 119.2(7) . . ?
C55 C56 C57 121.8(9) . . ?
C40 C39 C38 120.6(8) . . ?
C58 C57 C102 119.8(7) . . ?
C58 C57 C56 118.7(8) . . ?
C56 C57 C102 121.5(8) . . ?
C87 C88 C89 118.0(8) . . ?
N33 C34 C40 122.0(8) . . ?
N60 C59 C55 125.0(9) . . ?
N94 C95 C96 109.6(7) . . ?
N94 C95 C100 109.6(7) . . ?
C96 C95 C100 110.1(7) . . ?
C23 C22 C21 119.8(8) . . ?
C81 C82 C83 109.6(7) . . ?
N26 C25 C21 123.3(8) . . ?
C88 C89 C93 120.3(8) . . ?
C90 C89 C88 120.2(8) . . ?
C90 C89 C93 119.4(8) . . ?
N43 C44 C45 108.4(7) . . ?
N43 C44 C49 108.7(7) . . ?
C45 C44 C49 110.6(7) . . ?
C95 C100 C99 111.6(8) . . ?
C12 C13 C14 110.5(8) . . ?
C4 C5 C6 119.9(9) . . ?
C91 C92 C87 120.0(8) . . ?
C20 C21 C22 119.8(7) . . ?
C20 C21 C25 120.0(7) . . ?
C22 C21 C25 120.2(7) . . ?
N33 C28 C27 109.1(7) . . ?
N33 C28 C29 108.2(7) . . ?
C29 C28 C27 110.0(7) . . ?
C81 C80 C79 110.8(7) . . ?
C37 C36 Br35 118.8(7) . . ?
C41 C36 Br35 118.9(6) . . ?
C41 C36 C37 122.3(8) . . ?
C82 C83 C78 112.1(7) . . ?
C82 C81 C80 111.4(7) . . ?
N84 C79 C78 110.8(6) . . ?
N84 C79 C80 108.9(7) . . ?
C78 C79 C80 111.1(7) . . ?
C56 C55 C59 118.3(9) . . ?
C56 C55 C54 119.5(8) . . ?
C54 C55 C59 122.2(9) . . ?
N43 C42 C38 120.5(8) . . ?
C92 C91 C90 119.4(7) . . ?
C92 C91 C85 119.5(8) . . ?
C90 C91 C85 121.1(8) . . ?
C71 C72 C76 121.3(7) . . ?
C71 C72 C73 118.7(7) . . ?
C73 C72 C76 120.1(7) . . ?
C72 C73 C74 121.8(7) . . ?
C2 C7 C6 117.7(8) . . ?
C36 C41 C40 118.8(7) . . ?
C89 C90 C91 120.0(8) . . ?
C75 C70 Br69 119.5(6) . . ?
C75 C70 C71 122.1(8) . . ?
C71 C70 Br69 118.5(6) . . ?
C88 C87 Br86 118.6(6) . . ?
C88 C87 C92 122.4(8) . . ?
C92 C87 Br86 119.0(7) . . ?
N84 C85 C91 123.4(8) . . ?
C28 C29 C30 111.3(8) . . ?
C48 C49 C44 111.8(7) . . ?
C13 C12 C11 111.2(7) . . ?
C27 C32 C31 112.0(8) . . ?
C53 C54 C55 117.8(8) . . ?
C14 C15 C10 112.9(7) . . ?
N94 C93 C89 121.4(9) . . ?
C7 C2 Br1 118.1(7) . . ?
C7 C2 C3 122.7(9) . . ?
C3 C2 Br1 119.1(7) . . ?
C45 C46 C47 111.1(7) . . ?
N50 C51 C6 121.8(9) . . ?
C37 C38 C39 120.0(8) . . ?
C37 C38 C42 120.4(8) . . ?
C39 C38 C42 119.6(8) . . ?
N60 C61 C62 108.9(7) . . ?
N60 C61 C66 108.7(7) . . ?
C62 C61 C66 110.4(7) . . ?
C62 C63 C64 112.3(7) . . ?
C4 C3 C2 118.8(8) . . ?
C48 C47 C46 111.2(8) . . ?
C64 C65 C66 109.5(9) . . ?
C47 C48 C49 109.9(7) . . ?
C32 C31 C30 110.3(8) . . ?
C5 C6 C7 120.6(8) . . ?
C5 C6 C51 118.6(9) . . ?
C7 C6 C51 120.8(8) . . ?
C31 C30 C29 111.0(8) . . ?
C65 C64 C63 110.8(8) . . ?
C65 C66 C61 112.3(8) . . ?

_olex2_date_sample_data_collection 2022-01-18
_olex2_submission_original_sample_id 'AMS2A3A MeOH 150 K'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_33-rr_tol_w0002_ams384-1_mecntol_100k_1
_database_code_depnum_ccdc_archive 'CCDC 2312780'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-09-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 0.65(C7 H8), C2.45 H2.45'
_chemical_formula_sum            'C49 H52.65 Br3 N6'
_chemical_formula_weight         965.35
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C49 H53 Br3 N6'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.0041(2)
_cell_length_b                   14.3125(2)
_cell_length_c                   15.5247(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.692(2)
_cell_angle_gamma                90
_cell_volume                     2302.09(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25294
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      28.1570
_cell_measurement_theta_min      1.9330
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.617
_exptl_absorpt_coefficient_mu    2.668
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88133
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             987
_exptl_crystal_preparation       
'Slow vapour diffusion of toluene into an acetonitrile solution.'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47561
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_min         1.966
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00  40.00   1.00   10.00    --    5.00 -57.00-180.00  124
  2  ω    -46.00  80.00   1.00   10.00    --   -8.90  68.00  90.00  126
  3  ω    -44.00  80.00   1.00   10.00    --   -8.90  57.00 -90.00  124
  4  ω    -44.00  80.00   1.00   10.00    --   -8.90  57.00 -30.00  124
  5  ω    -46.00  80.00   1.00   10.00    --   -8.90  68.00  30.00  126
  6  ω    -98.00   8.00   1.00   10.00    --   -8.90 -57.00 -30.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0190579000
_diffrn_orient_matrix_UB_12      -0.0006181000
_diffrn_orient_matrix_UB_13      0.0484478000
_diffrn_orient_matrix_UB_21      0.0354265000
_diffrn_orient_matrix_UB_22      -0.0416733000
_diffrn_orient_matrix_UB_23      0.0011003000
_diffrn_orient_matrix_UB_31      0.0553579000
_diffrn_orient_matrix_UB_32      0.0268354000
_diffrn_orient_matrix_UB_33      0.0028620000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.886
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.945
_reflns_number_gt                10218
_reflns_number_total             11043
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 4342 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.010(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         11043
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+1.1077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0634
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

The crystal is comprised of a single RR-[3+3] macrocycle within its unit cell.
A toluene solvate molecule of crystallisation is also present featuring mild
positional and rotational disorder. Prior to modelling the toluene site,
a PLATON Squeeze analysis revealed 471 A^3 of solvent accessible void space
within the unit cell consisting of 104 electrons, equaiting to 52 per
asymmetric unit. Based on toluene possessing 50 electrons, the net occcupancy
of the disordered toluene sites was set to 1. The major occupancy site
C52A...C52B was constrained to 0.65 and was refined anisotropically in 
absence of restraints during the final refinement cycles. Toluene site 2
was constrained to occupancy 0.35 but features disorder about placement of
its methyl residue, which was split into two C58B and C58C, with 
occupancies 0.18 and 0.17 respectively. A DFIX restraint of 1.5 A was
applied to both methyl group bonds C52B-C58B and C56B-C58C.
SADI restraints were applied across all methyl 1,3- distances for both
methyl groups of the minor toluene site C58B-C53B, C58B-C57B, C58C-C55B
and C58C-C57B. A SADI restrained was also used aobut all internal
aromatic  1,2-carbon-to-carbon bond distances for the minor site,
in addition to a FLAT restraint across the whole molecule.
Methyl carbon C58C was refined anisotropically, but the rest of the
molecule was subject to isotropic refinement only.
No further restraints were applied to the model and all non-H atoms
about the macrocycle were refined anisotropically. All H-atoms in the
structure were placed in calculated positions and refined using a riding 
model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C58B-C52B = C58C-C56B
 1.5 with sigma of 0.02
 C57B-C52B \\sim C52B-C53B \\sim C53B-C54B \\sim C54B-C55B \\sim C55B-C56B
\\sim C57B-C56B
 with sigma of 0.02
 C58B-C53B \\sim C58B-C57B \\sim C58C-C55B \\sim C58C-C57B
 with sigma of 0.02
3. Restrained planarity
 C53B, C57B, C56B, C52B, C55B, C54B, C58B, C58C
 with sigma of 0.1
4. Others
 Fixed Sof: C57A(0.65) H57A(0.65) C55A(0.65) H55A(0.65) C56A(0.65) H56A(0.65)
 C52A(0.65) C54A(0.65) H54A(0.65) C53A(0.65) H53A(0.65) C58A(0.65) H58G(0.65)
 H58H(0.65) H58I(0.65) C52B(0.35) C57B(0.35) H57B(0.35) C54B(0.35) H54B(0.35)
 C53B(0.35) H53B(0.35) C56B(0.35) C55B(0.35) H55B(0.35) C58B(0.18) H58A(0.18)
 H58B(0.18) H58C(0.18) C58C(0.17) H58D(0.17) H58E(0.17) H58F(0.17)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C44(H44), C28(H28), C11(H11), C49(H49), C10(H10)
5.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C14(H14A,H14B), C30(H30A,H30B), C48(H48A,
 H48B), C29(H29A,H29B), C32(H32A,H32B), C47(H47A,H47B), C13(H13A,H13B),
 C31(H31A,H31B), C45(H45A,H45B), C46(H46A,H46B)
5.c Aromatic/amide H refined with riding coordinates:
 C34(H34), C17(H17), C8(H8), C51(H51), C20(H20), C22(H22), C37(H37), C39(H39),
 C25(H25), C24(H24), C41(H41), C3(H3), C42(H42), C5(H5), C7(H7), C57A(H57A),
 C55A(H55A), C56A(H56A), C54A(H54A), C53A(H53A), C57B(H57B), C54B(H54B),
 C53B(H53B), C55B(H55B)
5.d Idealised Me refined as rotating group:
 C58A(H58G,H58H,H58I), C58B(H58A,H58B,H58C), C58C(H58D,H58E,H58F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br 1.25218(3) 0.70065(2) 0.79342(2) 0.02668(9) Uani 1 1 d . . . . .
Br1 Br 0.97228(4) 0.76098(2) 0.21224(2) 0.02946(9) Uani 1 1 d . . . . .
Br35 Br 0.34011(4) 0.87198(3) 0.56873(3) 0.03492(10) Uani 1 1 d . . . . .
N16 N 1.1642(2) 0.3713(2) 0.58992(18) 0.0195(5) Uani 1 1 d . . . . .
N33 N 0.4710(3) 0.5156(2) 0.69210(18) 0.0187(6) Uani 1 1 d . . . . .
N50 N 0.5342(3) 0.5538(2) 0.15996(18) 0.0195(6) Uani 1 1 d . . . . .
N26 N 0.7425(3) 0.4618(2) 0.76791(18) 0.0196(6) Uani 1 1 d . . . . .
N43 N 0.3447(3) 0.5765(2) 0.25574(18) 0.0194(6) Uani 1 1 d . . . . .
C34 C 0.4479(3) 0.5078(2) 0.6070(2) 0.0167(6) Uani 1 1 d . . . . .
H34 H 0.457120 0.448518 0.582331 0.020 Uiso 1 1 calc R . . . .
N9 N 1.0676(2) 0.35057(19) 0.39456(18) 0.0186(6) Uani 1 1 d . . . . .
C4 C 0.9852(3) 0.4938(2) 0.3157(2) 0.0193(7) Uani 1 1 d . . . . .
C19 C 1.1236(3) 0.6070(2) 0.7481(2) 0.0178(6) Uani 1 1 d . . . . .
C17 C 1.0591(3) 0.3914(2) 0.6023(2) 0.0189(7) Uani 1 1 d . . . . .
H17 H 0.986408 0.352386 0.575227 0.023 Uiso 1 1 calc R . . . .
C27 C 0.6507(3) 0.4548(2) 0.8175(2) 0.0180(6) Uani 1 1 d . . . . .
H27 H 0.649293 0.515219 0.849489 0.022 Uiso 1 1 calc R . . . .
C8 C 1.0886(3) 0.4316(2) 0.3721(2) 0.0193(6) Uani 1 1 d . . . . .
H8 H 1.174870 0.453987 0.392360 0.023 Uiso 1 1 calc R . . . .
C51 C 0.6237(3) 0.4977(2) 0.1997(2) 0.0185(6) Uani 1 1 d . . . . .
H51 H 0.602559 0.435120 0.209322 0.022 Uiso 1 1 calc R . . . .
C20 C 1.0200(3) 0.6059(2) 0.7804(2) 0.0177(6) Uani 1 1 d . . . . .
H20 H 1.013307 0.651553 0.822986 0.021 Uiso 1 1 calc R . . . .
C44 C 0.3135(3) 0.5822(2) 0.1562(2) 0.0174(6) Uani 1 1 d . . . . .
H44 H 0.325401 0.647995 0.138733 0.021 Uiso 1 1 calc R . . . .
C28 C 0.5159(3) 0.4344(2) 0.7503(2) 0.0175(6) Uani 1 1 d . . . . .
H28 H 0.519461 0.379103 0.711856 0.021 Uiso 1 1 calc R . . . .
C22 C 0.9378(3) 0.4718(2) 0.6859(2) 0.0183(6) Uani 1 1 d . . . . .
H22 H 0.871933 0.426393 0.662272 0.022 Uiso 1 1 calc R . . . .
C11 C 1.1671(3) 0.2822(2) 0.5458(2) 0.0183(7) Uani 1 1 d . . . . .
H11 H 1.085276 0.247682 0.538626 0.022 Uiso 1 1 calc R . . . .
C36 C 0.3600(3) 0.7525(2) 0.5224(2) 0.0215(7) Uani 1 1 d . . . . .
C37 C 0.3481(3) 0.7452(2) 0.4301(2) 0.0200(7) Uani 1 1 d . . . . .
H37 H 0.329554 0.798776 0.391734 0.024 Uiso 1 1 calc R . . . .
C39 C 0.3936(3) 0.5803(2) 0.4528(2) 0.0163(6) Uani 1 1 d . . . . .
H39 H 0.404688 0.521136 0.428737 0.020 Uiso 1 1 calc R . . . .
C25 C 0.8201(3) 0.5299(2) 0.7874(2) 0.0179(6) Uani 1 1 d . . . . .
H25 H 0.810101 0.577470 0.827204 0.022 Uiso 1 1 calc R . . . .
C12 C 1.2809(3) 0.2243(2) 0.6053(2) 0.0193(7) Uani 1 1 d . . . . .
H12A H 1.272666 0.215001 0.666308 0.023 Uiso 1 1 calc R . . . .
H12B H 1.362186 0.258681 0.613839 0.023 Uiso 1 1 calc R . . . .
C24 C 1.1384(3) 0.5414(2) 0.6878(2) 0.0182(6) Uani 1 1 d . . . . .
H24 H 1.210999 0.542939 0.667861 0.022 Uiso 1 1 calc R . . . .
C41 C 0.3881(3) 0.6759(2) 0.5795(2) 0.0200(7) Uani 1 1 d . . . . .
H41 H 0.394637 0.682118 0.641860 0.024 Uiso 1 1 calc R . . . .
C15 C 1.1824(3) 0.2026(3) 0.4071(2) 0.0184(6) Uani 1 1 d . . . . .
H15A H 1.099896 0.169474 0.397632 0.022 Uiso 1 1 calc R . . . .
H15B H 1.191726 0.212198 0.346534 0.022 Uiso 1 1 calc R . . . .
C3 C 1.0183(3) 0.5819(3) 0.2941(2) 0.0216(7) Uani 1 1 d . . . . .
H3 H 1.105794 0.601802 0.315653 0.026 Uiso 1 1 calc R . . . .
C42 C 0.3470(3) 0.6529(2) 0.2970(2) 0.0176(6) Uani 1 1 d . . . . .
H42 H 0.337344 0.709378 0.263203 0.021 Uiso 1 1 calc R . . . .
C40 C 0.4070(3) 0.5889(2) 0.5447(2) 0.0162(6) Uani 1 1 d . . . . .
C14 C 1.2936(3) 0.1427(2) 0.4662(2) 0.0194(7) Uani 1 1 d . . . . .
H14A H 1.376448 0.172880 0.470766 0.023 Uiso 1 1 calc R . . . .
H14B H 1.290675 0.080916 0.436833 0.023 Uiso 1 1 calc R . . . .
C49 C 0.4022(3) 0.5174(2) 0.1260(2) 0.0181(6) Uani 1 1 d . . . . .
H49 H 0.400036 0.453250 0.150916 0.022 Uiso 1 1 calc R . . . .
C23 C 1.0437(3) 0.4720(2) 0.6564(2) 0.0183(6) Uani 1 1 d . . . . .
C30 C 0.4707(3) 0.3344(2) 0.8710(2) 0.0225(7) Uani 1 1 d . . . . .
H30A H 0.409723 0.324936 0.904753 0.027 Uiso 1 1 calc R . . . .
H30B H 0.473640 0.275913 0.837642 0.027 Uiso 1 1 calc R . . . .
C2 C 0.9226(3) 0.6406(2) 0.2407(2) 0.0214(7) Uani 1 1 d . . . . .
C48 C 0.3602(3) 0.5134(2) 0.0218(2) 0.0211(7) Uani 1 1 d . . . . .
H48A H 0.370555 0.575938 -0.002025 0.025 Uiso 1 1 calc R . . . .
H48B H 0.416667 0.469320 0.003717 0.025 Uiso 1 1 calc R . . . .
C29 C 0.4224(3) 0.4143(2) 0.8023(2) 0.0198(7) Uani 1 1 d . . . . .
H29A H 0.412136 0.471327 0.835270 0.024 Uiso 1 1 calc R . . . .
H29B H 0.336735 0.397702 0.758102 0.024 Uiso 1 1 calc R . . . .
C10 C 1.1787(3) 0.2971(2) 0.4512(2) 0.0164(6) Uani 1 1 d . . . . .
H10 H 1.259764 0.332312 0.457600 0.020 Uiso 1 1 calc R . . . .
C21 C 0.9263(3) 0.5367(2) 0.7493(2) 0.0181(6) Uani 1 1 d . . . . .
C38 C 0.3639(3) 0.6586(2) 0.3955(2) 0.0181(6) Uani 1 1 d . . . . .
C32 C 0.6991(3) 0.3774(3) 0.8883(2) 0.0214(7) Uani 1 1 d . . . . .
H32A H 0.782868 0.396368 0.933462 0.026 Uiso 1 1 calc R . . . .
H32B H 0.713710 0.320105 0.857378 0.026 Uiso 1 1 calc R . . . .
C5 C 0.8551(3) 0.4658(2) 0.2843(2) 0.0189(6) Uani 1 1 d . . . . .
H5 H 0.831755 0.405492 0.299029 0.023 Uiso 1 1 calc R . . . .
C47 C 0.2209(3) 0.4823(3) -0.0206(2) 0.0236(7) Uani 1 1 d . . . . .
H47A H 0.211109 0.418104 -0.000230 0.028 Uiso 1 1 calc R . . . .
H47B H 0.196438 0.481854 -0.088101 0.028 Uiso 1 1 calc R . . . .
C13 C 1.2866(3) 0.1293(2) 0.5620(2) 0.0216(7) Uani 1 1 d . . . . .
H13A H 1.363548 0.094461 0.600444 0.026 Uiso 1 1 calc R . . . .
H13B H 1.208974 0.092382 0.558403 0.026 Uiso 1 1 calc R . . . .
C31 C 0.6045(3) 0.3553(3) 0.9386(2) 0.0231(7) Uani 1 1 d . . . . .
H31A H 0.636134 0.300681 0.979116 0.028 Uiso 1 1 calc R . . . .
H31B H 0.599634 0.409231 0.977241 0.028 Uiso 1 1 calc R . . . .
C45 C 0.1723(3) 0.5541(3) 0.1117(2) 0.0216(7) Uani 1 1 d . . . . .
H45A H 0.116977 0.600075 0.128541 0.026 Uiso 1 1 calc R . . . .
H45B H 0.158465 0.492393 0.135796 0.026 Uiso 1 1 calc R . . . .
C46 C 0.1323(3) 0.5487(3) 0.0077(2) 0.0254(8) Uani 1 1 d . . . . .
H46A H 0.136519 0.611768 -0.017327 0.030 Uiso 1 1 calc R . . . .
H46B H 0.042038 0.526352 -0.017924 0.030 Uiso 1 1 calc R . . . .
C6 C 0.7608(3) 0.5265(2) 0.2317(2) 0.0185(6) Uani 1 1 d . . . . .
C7 C 0.7951(3) 0.6154(2) 0.2089(2) 0.0194(7) Uani 1 1 d . . . . .
H7 H 0.731262 0.657053 0.172350 0.023 Uiso 1 1 calc R . . . .
C57A C 0.7619(9) 0.8028(5) 0.8061(5) 0.0294(17) Uani 0.65 1 d . . P A 1
H57A H 0.756856 0.836408 0.752173 0.035 Uiso 0.65 1 calc R . P A 1
C55A C 0.6522(12) 0.7171(7) 0.8918(11) 0.058(4) Uani 0.65 1 d . . P A 1
H55A H 0.574127 0.693257 0.896627 0.070 Uiso 0.65 1 calc R . P A 1
C56A C 0.6547(7) 0.7648(6) 0.8146(6) 0.0386(16) Uani 0.65 1 d . . P A 1
H56A H 0.576133 0.771005 0.764820 0.046 Uiso 0.65 1 calc R . P A 1
C52A C 0.8833(6) 0.7928(5) 0.8776(6) 0.0319(15) Uani 0.65 1 d . . P A 1
C54A C 0.7695(15) 0.7061(7) 0.9615(7) 0.056(3) Uani 0.65 1 d . . P A 1
H54A H 0.771968 0.672127 1.014615 0.067 Uiso 0.65 1 calc R . P A 1
C53A C 0.8849(8) 0.7435(5) 0.9562(5) 0.0435(19) Uani 0.65 1 d . . P A 1
H53A H 0.963545 0.735383 1.005522 0.052 Uiso 0.65 1 calc R . P A 1
C58A C 1.0073(7) 0.8336(5) 0.8778(6) 0.0482(18) Uani 0.65 1 d . . P A 1
H58G H 1.006441 0.839474 0.814728 0.072 Uiso 0.65 1 calc GR . P A 1
H58H H 1.078568 0.792750 0.912289 0.072 Uiso 0.65 1 calc GR . P A 1
H58I H 1.018732 0.895416 0.906539 0.072 Uiso 0.65 1 calc GR . P A 1
C52B C 0.6865(17) 0.7050(16) 0.9123(14) 0.042(6) Uiso 0.35 1 d D . P B 2
C57B C 0.8113(17) 0.7206(13) 0.9598(15) 0.047(7) Uiso 0.35 1 d D . P B 2
H57B H 0.853232 0.700120 1.020870 0.057 Uiso 0.35 1 calc R . P B 2
C54B C 0.6803(19) 0.7772(14) 0.7804(15) 0.063(6) Uiso 0.35 1 d D . P B 2
H54B H 0.637913 0.795724 0.718744 0.076 Uiso 0.35 1 calc R . P B 2
C53B C 0.616(2) 0.7319(12) 0.8265(12) 0.058(5) Uiso 0.35 1 d D . P B 2
H53B H 0.526379 0.719173 0.800657 0.070 Uiso 0.35 1 calc R . P B 2
C56B C 0.8703(17) 0.7691(12) 0.9103(13) 0.060(6) Uiso 0.35 1 d D . P B 2
C55B C 0.8081(17) 0.7965(12) 0.8232(12) 0.038(5) Uiso 0.35 1 d D . P B 2
H55B H 0.854127 0.829914 0.791133 0.045 Uiso 0.35 1 calc R . P B 2
C58B C 0.6032(18) 0.6589(14) 0.9572(13) 0.031(5) Uiso 0.18 1 d D . P B 2
H58A H 0.655962 0.617965 1.006147 0.046 Uiso 0.18 1 calc GR . P B 2
H58B H 0.537079 0.621753 0.912030 0.046 Uiso 0.18 1 calc GR . P B 2
H58C H 0.561591 0.706482 0.983130 0.046 Uiso 0.18 1 calc GR . P B 2
C58C C 0.9999(18) 0.8011(16) 0.9545(16) 0.047(7) Uani 0.17 1 d D . P B 2
H58D H 1.000487 0.849746 0.999039 0.070 Uiso 0.17 1 calc GR . P B 2
H58E H 1.033960 0.826718 0.908665 0.070 Uiso 0.17 1 calc GR . P B 2
H58F H 1.053985 0.748652 0.986027 0.070 Uiso 0.17 1 calc GR . P B 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
Br18 C19 1.903(3) . ?
Br1 C2 1.904(3) . ?
Br35 C36 1.897(3) . ?
N16 C17 1.268(4) . ?
N16 C11 1.452(4) . ?
N33 C34 1.264(4) . ?
N33 C28 1.453(4) . ?
N50 C51 1.260(4) . ?
N50 C49 1.464(4) . ?
N26 C27 1.466(4) . ?
N26 C25 1.263(4) . ?
N43 C44 1.468(4) . ?
N43 C42 1.264(4) . ?
C34 C40 1.480(4) . ?
N9 C8 1.254(4) . ?
N9 C10 1.458(4) . ?
C4 C8 1.478(5) . ?
C4 C3 1.384(5) . ?
C4 C5 1.407(5) . ?
C19 C20 1.392(5) . ?
C19 C24 1.373(5) . ?
C17 C23 1.469(5) . ?
C27 C28 1.527(4) . ?
C27 C32 1.525(5) . ?
C51 C6 1.480(5) . ?
C20 C21 1.393(5) . ?
C44 C49 1.530(4) . ?
C44 C45 1.526(4) . ?
C28 C29 1.534(4) . ?
C22 C23 1.388(4) . ?
C22 C21 1.390(5) . ?
C11 C12 1.525(4) . ?
C11 C10 1.532(4) . ?
C36 C37 1.399(4) . ?
C36 C41 1.377(5) . ?
C37 C38 1.384(5) . ?
C39 C40 1.391(4) . ?
C39 C38 1.399(5) . ?
C25 C21 1.481(4) . ?
C12 C13 1.528(5) . ?
C24 C23 1.402(5) . ?
C41 C40 1.401(5) . ?
C15 C14 1.522(5) . ?
C15 C10 1.523(5) . ?
C3 C2 1.383(5) . ?
C42 C38 1.478(4) . ?
C14 C13 1.528(5) . ?
C49 C48 1.526(4) . ?
C30 C29 1.531(5) . ?
C30 C31 1.523(5) . ?
C2 C7 1.370(5) . ?
C48 C47 1.516(5) . ?
C32 C31 1.530(5) . ?
C5 C6 1.388(5) . ?
C47 C46 1.528(5) . ?
C45 C46 1.526(4) . ?
C6 C7 1.405(5) . ?
C57A C56A 1.346(13) . ?
C57A C52A 1.428(10) . ?
C55A C56A 1.388(17) . ?
C55A C54A 1.386(18) . ?
C52A C53A 1.405(12) . ?
C52A C58A 1.482(10) . ?
C54A C53A 1.406(16) . ?
C52B C57B 1.341(19) . ?
C52B C53B 1.351(18) . ?
C52B C58B 1.48(2) . ?
C57B C56B 1.354(18) . ?
C54B C53B 1.331(17) . ?
C54B C55B 1.366(17) . ?
C56B C55B 1.351(17) . ?
C56B C58C 1.43(2) . ?

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
C17 N16 C11 116.0(3) . . ?
C34 N33 C28 119.1(3) . . ?
C51 N50 C49 117.8(3) . . ?
C25 N26 C27 117.2(3) . . ?
C42 N43 C44 116.3(3) . . ?
N33 C34 C40 121.6(3) . . ?
C8 N9 C10 117.2(3) . . ?
C3 C4 C8 118.7(3) . . ?
C3 C4 C5 119.8(3) . . ?
C5 C4 C8 121.6(3) . . ?
C20 C19 Br18 118.1(2) . . ?
C24 C19 Br18 119.4(2) . . ?
C24 C19 C20 122.5(3) . . ?
N16 C17 C23 123.5(3) . . ?
N26 C27 C28 109.7(2) . . ?
N26 C27 C32 107.1(3) . . ?
C32 C27 C28 112.1(3) . . ?
N9 C8 C4 123.1(3) . . ?
N50 C51 C6 121.8(3) . . ?
C19 C20 C21 118.9(3) . . ?
N43 C44 C49 110.0(2) . . ?
N43 C44 C45 107.6(2) . . ?
C45 C44 C49 111.0(3) . . ?
N33 C28 C27 108.7(3) . . ?
N33 C28 C29 109.3(3) . . ?
C27 C28 C29 110.3(3) . . ?
C23 C22 C21 121.2(3) . . ?
N16 C11 C12 109.6(3) . . ?
N16 C11 C10 110.6(3) . . ?
C12 C11 C10 109.9(3) . . ?
C37 C36 Br35 118.2(3) . . ?
C41 C36 Br35 120.2(2) . . ?
C41 C36 C37 121.6(3) . . ?
C38 C37 C36 118.9(3) . . ?
C40 C39 C38 120.2(3) . . ?
N26 C25 C21 121.0(3) . . ?
C11 C12 C13 111.4(3) . . ?
C19 C24 C23 118.5(3) . . ?
C36 C41 C40 119.3(3) . . ?
C14 C15 C10 111.6(2) . . ?
C2 C3 C4 119.2(3) . . ?
N43 C42 C38 123.1(3) . . ?
C39 C40 C34 120.3(3) . . ?
C39 C40 C41 119.7(3) . . ?
C41 C40 C34 119.9(3) . . ?
C15 C14 C13 111.3(3) . . ?
N50 C49 C44 109.3(3) . . ?
N50 C49 C48 107.7(3) . . ?
C48 C49 C44 110.6(3) . . ?
C22 C23 C17 117.2(3) . . ?
C22 C23 C24 119.7(3) . . ?
C24 C23 C17 122.6(3) . . ?
C31 C30 C29 111.2(3) . . ?
C3 C2 Br1 117.9(3) . . ?
C7 C2 Br1 119.6(3) . . ?
C7 C2 C3 122.4(3) . . ?
C47 C48 C49 111.8(3) . . ?
C30 C29 C28 111.7(3) . . ?
N9 C10 C11 109.1(3) . . ?
N9 C10 C15 109.8(2) . . ?
C15 C10 C11 109.3(3) . . ?
C20 C21 C25 120.0(3) . . ?
C22 C21 C20 119.2(3) . . ?
C22 C21 C25 120.8(3) . . ?
C37 C38 C39 120.2(3) . . ?
C37 C38 C42 117.5(3) . . ?
C39 C38 C42 122.2(3) . . ?
C27 C32 C31 112.7(3) . . ?
C6 C5 C4 119.8(3) . . ?
C48 C47 C46 110.0(3) . . ?
C14 C13 C12 109.9(3) . . ?
C30 C31 C32 110.8(3) . . ?
C44 C45 C46 112.3(3) . . ?
C45 C46 C47 110.5(3) . . ?
C5 C6 C51 119.9(3) . . ?
C5 C6 C7 120.3(3) . . ?
C7 C6 C51 119.8(3) . . ?
C2 C7 C6 118.5(3) . . ?
C56A C57A C52A 120.3(8) . . ?
C54A C55A C56A 116.4(9) . . ?
C57A C56A C55A 123.9(8) . . ?
C57A C52A C58A 125.5(8) . . ?
C53A C52A C57A 117.4(7) . . ?
C53A C52A C58A 117.0(7) . . ?
C55A C54A C53A 122.3(9) . . ?
C52A C53A C54A 119.7(7) . . ?
C57B C52B C53B 129.5(19) . . ?
C57B C52B C58B 119.8(15) . . ?
C53B C52B C58B 110.5(15) . . ?
C52B C57B C56B 111.8(18) . . ?
C53B C54B C55B 118.9(19) . . ?
C54B C53B C52B 116(2) . . ?
C57B C56B C58C 118.8(16) . . ?
C55B C56B C57B 122.6(17) . . ?
C55B C56B C58C 118.3(15) . . ?
C56B C55B C54B 121.3(17) . . ?

_olex2_date_sample_data_collection 2022-03-03
_olex2_submission_original_sample_id 'AMS384-1 MeCN Tol 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.220
_oxdiff_exptl_absorpt_empirical_full_min 0.845
####################################################################### 
# 
# 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_33-ss_meoh_x0038_ams649_meoh_150k_1_bsme
_database_code_depnum_ccdc_archive 'CCDC 2312782'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-11-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 1.262(C H4 O)'
_chemical_formula_sum            'C43.26 H50.05 Br3 N6 O1.26'
_chemical_formula_weight         914.02
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C43 H50 N6 O Br3'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.8142(3)
_cell_length_b                   19.7153(4)
_cell_length_c                   14.9459(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.298(2)
_cell_angle_gamma                90
_cell_volume                     4361.68(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22494
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      25.0750
_cell_measurement_theta_min      2.1690
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.631
_exptl_absorpt_coefficient_mu    2.814
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1867
_exptl_crystal_preparation       'Slow evaporation of a methanol solution.'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            73302
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.511
_diffrn_reflns_theta_min         2.161
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  80.00   1.00  150.00    --   -8.90  54.00 166.00  124
  2  ω    -98.00 -10.00   1.00  150.00    --   -8.90 -54.00  22.00   88
  3  ω    -45.00  80.00   1.00  150.00    --   -8.90  68.00 -90.00  125
  4  ω    -97.00  -3.00   1.00  150.00    --   -8.90 -68.00  90.00   94
  5  ω    -73.00 -48.00   1.00  150.00    --   -8.90 -57.00-150.00   25
  6  ω     -5.00  25.00   1.00  150.00    --   -8.90 -57.00-150.00   30
  7  ω    -96.00  25.00   1.00  150.00    --   -8.90 -57.00 -60.00  121
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0478683000
_diffrn_orient_matrix_UB_12      0.0017795000
_diffrn_orient_matrix_UB_13      -0.0021641000
_diffrn_orient_matrix_UB_21      -0.0017476000
_diffrn_orient_matrix_UB_22      -0.0231604000
_diffrn_orient_matrix_UB_23      0.0362334000
_diffrn_orient_matrix_UB_31      0.0016546000
_diffrn_orient_matrix_UB_32      0.0274595000
_diffrn_orient_matrix_UB_33      0.0306369000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.922
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                14387
_reflns_number_total             19721
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 5463 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     982
_refine_ls_number_reflns         19721
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0610P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1090
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

Two crystallographically unique SS-[3+3] macrocycles comprise the 
asymmetric unit. There are three crystallographically unique methanol
solvent molecules of crystallisation within the structure all of which
could be located and modeled from the fourier difference map. Methanol
molecule O103...C104, O105...C106 and O107...C108 refined to occupancies
of 0.978(13), 0.904(15) and 0.642(13) respectively. No further restraints
were applied to the model and all non-H atoms refined anisotropically.
All H-atoms in the structure were placed in calculated positions and
refined using a riding model including the alcoholic protons. Four
erroneous reflections were removed from the refinement of the final
model which were investigated but no systematic reason for their
outlying could be found.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(O105)=Sof(H105)=Sof(C106)=Sof(H10I)=Sof(H10J)=Sof(H10K)=FVAR(1)
 Sof(O107)=Sof(H107)=Sof(C108)=Sof(H10F)=Sof(H10G)=Sof(H10H)=FVAR(2)
 Sof(O103)=Sof(H103)=Sof(C104)=Sof(H10C)=Sof(H10D)=Sof(H10E)=FVAR(3)
3.a Ternary CH refined with riding coordinates:
 C44(H44), C96(H96), C45(H45), C28(H28), C78(H78), C27(H27), C95(H95),
 C11(H11), C10(H10), C79(H79), C62(H62), C61(H61)
3.b Secondary CH2 refined with riding coordinates:
 C97(H97A,H97B), C98(H98A,H98B), C80(H80A,H80B), C47(H47A,H47B), C48(H48A,
 H48B), C81(H81A,H81B), C99(H99A,H99B), C49(H49A,H49B), C100(H10A,H10B),
 C32(H32A,H32B), C83(H83A,H83B), C82(H82A,H82B), C15(H15A,H15B), C46(H46A,H46B),
  C12(H12A,H12B), C29(H29A,H29B), C65(H65A,H65B), C14(H14A,H14B), C30(H30A,
 H30B), C31(H31A,H31B), C13(H13A,H13B), C63(H63A,H63B), C64(H64A,H64B),
 C66(H66A,H66B)
3.c Aromatic/amide H refined with riding coordinates:
 C51(H51), C37(H37), C76(H76), C68(H68), C42(H42), C71(H71), C102(H102),
 C58(H58), C75(H75), C41(H41), C25(H25), C24(H24), C88(H88), C22(H22), C59(H59),
  C92(H92), C5(H5), C85(H85), C34(H34), C93(H93), C3(H3), C8(H8), C20(H20),
 C56(H56), C90(H90), C17(H17), C54(H54), C73(H73), C39(H39), C7(H7)
3.d Idealised Me refined as rotating group:
 C104(H10C,H10D,H10E), C106(H10I,H10J,H10K), C108(H10F,H10G,H10H)
3.e Idealised tetrahedral OH refined as rotating group:
 O103(H103), O107(H107), O105(H105)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br 0.90523(4) 0.06319(3) 0.20961(5) 0.04609(17) Uani 1 1 d . . . . .
Br86 Br 0.50389(4) 0.33046(3) -0.15020(4) 0.04617(16) Uani 1 1 d . . . . .
Br52 Br 0.67211(4) 0.32546(4) 0.38194(5) 0.05004(17) Uani 1 1 d . . . . .
Br35 Br 0.34433(4) 0.16378(4) 0.16724(5) 0.05236(19) Uani 1 1 d . . . . .
Br69 Br 0.11553(6) 0.43676(3) 0.21643(5) 0.0574(2) Uani 1 1 d . . . . .
Br1 Br 0.60992(5) 0.09185(4) 0.72595(5) 0.0562(2) Uani 1 1 d . . . . .
N101 N 0.6319(3) 0.0499(2) 0.1482(3) 0.0361(11) Uani 1 1 d . . . . .
N50 N 0.4531(3) 0.3777(3) 0.5763(3) 0.0366(11) Uani 1 1 d . . . . .
N77 N 0.0365(3) 0.1993(2) 0.0400(3) 0.0352(11) Uani 1 1 d . . . . .
N26 N 0.8375(3) 0.3286(3) 0.1202(3) 0.0367(11) Uani 1 1 d . . . . .
N9 N 0.8634(3) 0.2882(3) 0.6700(3) 0.0404(12) Uani 1 1 d . . . . .
N67 N 0.2043(3) 0.1651(3) 0.4458(3) 0.0344(11) Uani 1 1 d . . . . .
N43 N 0.3685(3) 0.3872(2) 0.3963(3) 0.0356(11) Uani 1 1 d . . . . .
N84 N 0.1463(3) 0.1477(2) -0.1016(3) 0.0361(11) Uani 1 1 d . . . . .
N16 N 0.9834(4) 0.2828(3) 0.5219(4) 0.0430(13) Uani 1 1 d . . . . .
N94 N 0.5673(3) 0.0698(2) -0.0349(3) 0.0360(11) Uani 1 1 d . . . . .
N33 N 0.6571(4) 0.3809(3) 0.0851(3) 0.0422(13) Uani 1 1 d . . . . .
C51 C 0.4560(4) 0.3158(3) 0.5965(4) 0.0362(13) Uani 1 1 d . . . . .
H51 H 0.401175 0.290823 0.596079 0.043 Uiso 1 1 calc R U . . .
N60 N 0.4000(3) 0.1448(3) 0.4787(4) 0.0459(13) Uani 1 1 d . . . . .
C97 C 0.7194(4) -0.0486(3) 0.1031(4) 0.0368(14) Uani 1 1 d . . . . .
H97A H 0.765824 -0.039376 0.151028 0.044 Uiso 1 1 calc R U . . .
H97B H 0.672614 -0.077994 0.128275 0.044 Uiso 1 1 calc R U . . .
C44 C 0.3607(4) 0.4403(3) 0.4633(4) 0.0346(13) Uani 1 1 d . . . . .
H44 H 0.412112 0.472845 0.458313 0.041 Uiso 1 1 calc R U . . .
C96 C 0.6761(4) 0.0187(3) 0.0721(4) 0.0334(13) Uani 1 1 d . . . . .
H96 H 0.723683 0.049887 0.050279 0.040 Uiso 1 1 calc R U . . .
O103 O 0.8813(4) 0.5466(3) 0.6182(4) 0.073(2) Uani 0.978(13) 1 d . . P . .
H103 H 0.936268 0.537485 0.627807 0.110 Uiso 0.978(13) 1 calc R U P . .
C45 C 0.3640(4) 0.4095(3) 0.5567(4) 0.0362(14) Uani 1 1 d . . . . .
H45 H 0.315660 0.374239 0.560214 0.043 Uiso 1 1 calc R U . . .
C37 C 0.3931(4) 0.2892(3) 0.2529(4) 0.0345(13) Uani 1 1 d . . . . .
H37 H 0.345001 0.279548 0.291086 0.041 Uiso 1 1 calc R U . . .
C76 C 0.0728(4) 0.1802(3) 0.1122(4) 0.0340(13) Uani 1 1 d . . . . .
H76 H 0.080994 0.132975 0.122078 0.041 Uiso 1 1 calc R U . . .
C68 C 0.2065(4) 0.2253(3) 0.4205(4) 0.0327(13) Uani 1 1 d . . . . .
H68 H 0.235713 0.257539 0.458923 0.039 Uiso 1 1 calc R U . . .
C89 C 0.4359(4) 0.1337(3) -0.0794(4) 0.0370(13) Uani 1 1 d . . . . .
C38 C 0.4440(4) 0.3475(3) 0.2653(4) 0.0344(13) Uani 1 1 d . . . . .
C6 C 0.5413(4) 0.2804(3) 0.6209(4) 0.0395(14) Uani 1 1 d . . . . .
C28 C 0.7304(4) 0.3871(3) 0.0216(4) 0.0378(14) Uani 1 1 d . . . . .
H28 H 0.730362 0.346447 -0.018433 0.045 Uiso 1 1 calc R U . . .
C42 C 0.4291(4) 0.3950(3) 0.3387(4) 0.0353(13) Uani 1 1 d . . . . .
H42 H 0.466742 0.433874 0.343755 0.042 Uiso 1 1 calc R U . . .
C53 C 0.6205(4) 0.2398(3) 0.3468(4) 0.0377(14) Uani 1 1 d . . . . .
C71 C 0.0980(4) 0.2982(3) 0.1687(4) 0.0355(13) Uani 1 1 d . . . . .
H71 H 0.074766 0.315264 0.112994 0.043 Uiso 1 1 calc R U . . .
C102 C 0.6572(4) 0.1093(3) 0.1711(4) 0.0374(14) Uani 1 1 d . . . . .
H102 H 0.702049 0.131227 0.137759 0.045 Uiso 1 1 calc R U . . .
C36 C 0.4129(4) 0.2448(3) 0.1842(4) 0.0354(13) Uani 1 1 d . . . . .
C58 C 0.6558(4) 0.2064(3) 0.2748(4) 0.0367(14) Uani 1 1 d . . . . .
H58 H 0.704740 0.225518 0.244289 0.044 Uiso 1 1 calc R U . . .
C75 C 0.1602(4) 0.3184(3) 0.3183(4) 0.0322(13) Uani 1 1 d . . . . .
H75 H 0.179295 0.349574 0.363761 0.039 Uiso 1 1 calc R U . . .
C78 C 0.0032(4) 0.1479(3) -0.0248(4) 0.0353(13) Uani 1 1 d . . . . .
H78 H 0.017504 0.101489 -0.001345 0.042 Uiso 1 1 calc R U . . .
C98 C 0.7628(4) -0.0854(3) 0.0264(5) 0.0426(15) Uani 1 1 d . . . . .
H98A H 0.787454 -0.129303 0.048179 0.051 Uiso 1 1 calc R U . . .
H98B H 0.813551 -0.057915 0.005032 0.051 Uiso 1 1 calc R U . . .
C41 C 0.4828(4) 0.2576(3) 0.1275(4) 0.0375(14) Uani 1 1 d . . . . .
H41 H 0.496057 0.226373 0.081406 0.045 Uiso 1 1 calc R U . . .
C25 C 0.8636(4) 0.3313(3) 0.2013(4) 0.0374(13) Uani 1 1 d . . . . .
H25 H 0.868379 0.374393 0.229564 0.045 Uiso 1 1 calc R U . . .
C74 C 0.1660(4) 0.2495(3) 0.3334(4) 0.0311(12) Uani 1 1 d . . . . .
C27 C 0.8204(5) 0.3916(3) 0.0741(4) 0.0419(15) Uani 1 1 d . . . . .
H27 H 0.818425 0.429561 0.118431 0.050 Uiso 1 1 calc R U . . .
C95 C 0.6059(4) 0.0048(3) -0.0036(4) 0.0350(13) Uani 1 1 d . . . . .
H95 H 0.556824 -0.024615 0.019205 0.042 Uiso 1 1 calc R U . . .
C21 C 0.8873(4) 0.2699(3) 0.2543(4) 0.0339(13) Uani 1 1 d . . . . .
C80 C 0.0106(4) 0.1125(3) -0.1865(4) 0.0405(14) Uani 1 1 d . . . . .
H80A H 0.038882 0.123163 -0.243678 0.049 Uiso 1 1 calc R U . . .
H80B H 0.024907 0.064726 -0.171046 0.049 Uiso 1 1 calc R U . . .
C24 C 0.9290(4) 0.1543(3) 0.3558(4) 0.0371(13) Uani 1 1 d . . . . .
H24 H 0.941480 0.114612 0.390110 0.044 Uiso 1 1 calc R U . . .
C88 C 0.4852(4) 0.1925(3) -0.1011(4) 0.0371(14) Uani 1 1 d . . . . .
H88 H 0.549399 0.191750 -0.100172 0.045 Uiso 1 1 calc R U . . .
C47 C 0.2622(4) 0.5039(3) 0.6100(5) 0.0477(17) Uani 1 1 d . . . . .
H47A H 0.209404 0.473673 0.616270 0.057 Uiso 1 1 calc R U . . .
H47B H 0.258397 0.540755 0.654624 0.057 Uiso 1 1 calc R U . . .
C48 C 0.2603(5) 0.5339(3) 0.5161(5) 0.0493(17) Uani 1 1 d . . . . .
H48A H 0.202199 0.557757 0.504128 0.059 Uiso 1 1 calc R U . . .
H48B H 0.309673 0.567409 0.511644 0.059 Uiso 1 1 calc R U . . .
C22 C 0.9138(4) 0.2753(3) 0.3444(4) 0.0356(13) Uani 1 1 d . . . . .
H22 H 0.917638 0.318676 0.371878 0.043 Uiso 1 1 calc R U . . .
C81 C -0.0918(4) 0.1209(3) -0.1979(4) 0.0441(15) Uani 1 1 d . . . . .
H81A H -0.105829 0.167419 -0.219402 0.053 Uiso 1 1 calc R U . . .
H81B H -0.115657 0.088555 -0.243652 0.053 Uiso 1 1 calc R U . . .
C59 C 0.4374(4) 0.1202(3) 0.4108(5) 0.0450(16) Uani 1 1 d . . . . .
H59 H 0.414602 0.078602 0.387155 0.054 Uiso 1 1 calc R U . . .
C92 C 0.3453(4) 0.2533(3) -0.1246(4) 0.0366(14) Uani 1 1 d . . . . .
H92 H 0.315040 0.294688 -0.138404 0.044 Uiso 1 1 calc R U . . .
C5 C 0.6257(4) 0.3117(3) 0.6139(4) 0.0403(14) Uani 1 1 d . . . . .
H5 H 0.629193 0.356457 0.590754 0.048 Uiso 1 1 calc R U . . .
C70 C 0.1261(4) 0.3419(3) 0.2358(4) 0.0355(14) Uani 1 1 d . . . . .
C11 C 1.0154(4) 0.2878(3) 0.6152(4) 0.0385(14) Uani 1 1 d . . . . .
H11 H 1.021868 0.241447 0.641696 0.046 Uiso 1 1 calc R U . . .
C85 C 0.1967(4) 0.1990(3) -0.1082(4) 0.0339(13) Uani 1 1 d . . . . .
H85 H 0.168958 0.242241 -0.115301 0.041 Uiso 1 1 calc R U . . .
C57 C 0.6192(4) 0.1452(3) 0.2476(4) 0.0368(14) Uani 1 1 d . . . . .
C10 C 0.9459(4) 0.3285(3) 0.6660(4) 0.0378(13) Uani 1 1 d . . . . .
H10 H 0.932644 0.372231 0.634090 0.045 Uiso 1 1 calc R U . . .
C99 C 0.6948(5) -0.0979(3) -0.0508(5) 0.0456(16) Uani 1 1 d . . . . .
H99A H 0.647690 -0.129669 -0.031464 0.055 Uiso 1 1 calc R U . . .
H99B H 0.725715 -0.118855 -0.101347 0.055 Uiso 1 1 calc R U . . .
C34 C 0.6092(4) 0.3289(3) 0.0804(4) 0.0379(13) Uani 1 1 d . . . . .
H34 H 0.622714 0.295637 0.036886 0.046 Uiso 1 1 calc R U . . .
C49 C 0.2712(4) 0.4786(3) 0.4469(5) 0.0426(15) Uani 1 1 d . . . . .
H49A H 0.269679 0.498905 0.386342 0.051 Uiso 1 1 calc R U . . .
H49B H 0.220268 0.446224 0.449694 0.051 Uiso 1 1 calc R U . . .
C79 C 0.0498(4) 0.1593(3) -0.1125(4) 0.0349(13) Uani 1 1 d . . . . .
H79 H 0.039748 0.207395 -0.131590 0.042 Uiso 1 1 calc R U . . .
C93 C 0.4837(4) 0.0719(3) -0.0491(4) 0.0422(15) Uani 1 1 d . . . . .
H93 H 0.449554 0.031908 -0.039870 0.051 Uiso 1 1 calc R U . . .
C100 C 0.6507(4) -0.0310(3) -0.0816(4) 0.0406(14) Uani 1 1 d . . . . .
H10A H 0.604620 -0.040299 -0.129877 0.049 Uiso 1 1 calc R U . . .
H10B H 0.697061 -0.000862 -0.106109 0.049 Uiso 1 1 calc R U . . .
C19 C 0.9047(4) 0.1500(3) 0.2656(4) 0.0364(14) Uani 1 1 d . . . . .
C91 C 0.2957(4) 0.1956(3) -0.1055(4) 0.0345(13) Uani 1 1 d . . . . .
C62 C 0.2476(4) 0.1464(3) 0.5334(4) 0.0380(14) Uani 1 1 d . . . . .
H62 H 0.267773 0.188591 0.565646 0.046 Uiso 1 1 calc R U . . .
C55 C 0.5136(4) 0.1517(3) 0.3665(4) 0.0424(15) Uani 1 1 d . . . . .
C3 C 0.6996(4) 0.2113(3) 0.6734(4) 0.0393(14) Uani 1 1 d . . . . .
H3 H 0.753125 0.187641 0.691671 0.047 Uiso 1 1 calc R U . . .
C87 C 0.4390(4) 0.2505(3) -0.1235(4) 0.0363(14) Uani 1 1 d . . . . .
C72 C 0.1040(3) 0.2283(3) 0.1836(4) 0.0302(12) Uani 1 1 d . . . . .
C2 C 0.6163(4) 0.1811(3) 0.6788(4) 0.0416(15) Uani 1 1 d . . . . .
C32 C 0.8977(5) 0.4042(3) 0.0089(5) 0.0481(16) Uani 1 1 d . . . . .
H32A H 0.955690 0.408911 0.043721 0.058 Uiso 1 1 calc R U . . .
H32B H 0.902772 0.364623 -0.031373 0.058 Uiso 1 1 calc R U . . .
C8 C 0.7913(4) 0.3133(3) 0.6362(4) 0.0413(15) Uani 1 1 d . . . . .
H8 H 0.793433 0.356120 0.607351 0.050 Uiso 1 1 calc R U . . .
C20 C 0.8838(4) 0.2059(3) 0.2145(4) 0.0332(13) Uani 1 1 d . . . . .
H20 H 0.867026 0.201129 0.152790 0.040 Uiso 1 1 calc R U . . .
C56 C 0.5483(4) 0.1184(3) 0.2943(4) 0.0394(14) Uani 1 1 d . . . . .
H56 H 0.523094 0.076027 0.276156 0.047 Uiso 1 1 calc R U . . .
C83 C -0.0981(4) 0.1563(3) -0.0378(5) 0.0446(15) Uani 1 1 d . . . . .
H83A H -0.111828 0.203835 -0.054787 0.053 Uiso 1 1 calc R U . . .
H83B H -0.126958 0.146885 0.019478 0.053 Uiso 1 1 calc R U . . .
C90 C 0.3428(4) 0.1363(3) -0.0830(4) 0.0370(14) Uani 1 1 d . . . . .
H90 H 0.309725 0.096501 -0.069745 0.044 Uiso 1 1 calc R U . . .
C82 C -0.1378(4) 0.1086(3) -0.1104(5) 0.0465(16) Uani 1 1 d . . . . .
H82A H -0.128824 0.060898 -0.091491 0.056 Uiso 1 1 calc R U . . .
H82B H -0.203548 0.116851 -0.118772 0.056 Uiso 1 1 calc R U . . .
C17 C 0.9657(4) 0.2255(3) 0.4900(4) 0.0384(14) Uani 1 1 d . . . . .
H17 H 0.972111 0.186581 0.527141 0.046 Uiso 1 1 calc R U . . .
C40 C 0.5328(4) 0.3160(3) 0.1386(4) 0.0352(13) Uani 1 1 d . . . . .
C15 C 0.9803(4) 0.3428(3) 0.7610(4) 0.0437(15) Uani 1 1 d . . . . .
H15A H 0.985162 0.299592 0.794487 0.052 Uiso 1 1 calc R U . . .
H15B H 0.936154 0.371955 0.790941 0.052 Uiso 1 1 calc R U . . .
C54 C 0.5506(4) 0.2147(3) 0.3936(4) 0.0428(15) Uani 1 1 d . . . . .
H54 H 0.527698 0.238803 0.442852 0.051 Uiso 1 1 calc R U . . .
C73 C 0.1370(4) 0.2048(3) 0.2656(4) 0.0316(12) Uani 1 1 d . . . . .
H73 H 0.140146 0.157322 0.276101 0.038 Uiso 1 1 calc R U . . .
C46 C 0.3499(4) 0.4634(4) 0.6275(5) 0.0501(17) Uani 1 1 d . . . . .
H46A H 0.401834 0.495018 0.628874 0.060 Uiso 1 1 calc R U . . .
H46B H 0.348094 0.441355 0.686904 0.060 Uiso 1 1 calc R U . . .
C39 C 0.5136(4) 0.3614(3) 0.2079(4) 0.0356(13) Uani 1 1 d . . . . .
H39 H 0.548255 0.401672 0.215734 0.043 Uiso 1 1 calc R U . . .
C12 C 1.1067(4) 0.3235(4) 0.6185(5) 0.0481(16) Uani 1 1 d . . . . .
H12A H 1.101354 0.366911 0.585531 0.058 Uiso 1 1 calc R U . . .
H12B H 1.151217 0.294852 0.588310 0.058 Uiso 1 1 calc R U . . .
C61 C 0.3288(4) 0.1027(3) 0.5166(4) 0.0397(14) Uani 1 1 d . . . . .
H61 H 0.311153 0.065924 0.473248 0.048 Uiso 1 1 calc R U . . .
C29 C 0.7131(5) 0.4512(4) -0.0346(5) 0.0540(18) Uani 1 1 d . . . . .
H29A H 0.655339 0.446194 -0.069690 0.065 Uiso 1 1 calc R U . . .
H29B H 0.707434 0.490668 0.005735 0.065 Uiso 1 1 calc R U . . .
C4 C 0.7037(4) 0.2776(3) 0.6405(4) 0.0420(15) Uani 1 1 d . . . . .
C7 C 0.5377(4) 0.2148(3) 0.6532(4) 0.0420(15) Uani 1 1 d . . . . .
H7 H 0.481018 0.192807 0.657711 0.050 Uiso 1 1 calc R U . . .
O107 O 0.5920(5) 0.4690(4) 0.6403(6) 0.056(3) Uani 0.642(13) 1 d . . P . .
H107 H 0.538044 0.463350 0.622508 0.083 Uiso 0.642(13) 1 calc R U P . .
C23 C 0.9346(4) 0.2174(3) 0.3945(4) 0.0376(14) Uani 1 1 d . . . . .
C65 C 0.2952(5) 0.0320(4) 0.6531(5) 0.0562(18) Uani 1 1 d . . . . .
H65A H 0.272507 -0.006099 0.615430 0.067 Uiso 1 1 calc R U . . .
H65B H 0.321779 0.012973 0.709555 0.067 Uiso 1 1 calc R U . . .
C14 C 1.0730(5) 0.3782(4) 0.7640(5) 0.0544(18) Uani 1 1 d . . . . .
H14A H 1.066956 0.423835 0.736681 0.065 Uiso 1 1 calc R U . . .
H14B H 1.094624 0.383947 0.827098 0.065 Uiso 1 1 calc R U . . .
C30 C 0.7892(5) 0.4639(4) -0.0981(5) 0.0582(19) Uani 1 1 d . . . . .
H30A H 0.777727 0.506922 -0.130854 0.070 Uiso 1 1 calc R U . . .
H30B H 0.790708 0.426778 -0.142536 0.070 Uiso 1 1 calc R U . . .
C31 C 0.8804(5) 0.4681(4) -0.0470(5) 0.0564(19) Uani 1 1 d . . . . .
H31A H 0.881335 0.508290 -0.007189 0.068 Uiso 1 1 calc R U . . .
H31B H 0.929078 0.473571 -0.089928 0.068 Uiso 1 1 calc R U . . .
C13 C 1.1407(5) 0.3373(4) 0.7143(5) 0.0531(17) Uani 1 1 d . . . . .
H13A H 1.151905 0.293740 0.745757 0.064 Uiso 1 1 calc R U . . .
H13B H 1.198616 0.362366 0.713587 0.064 Uiso 1 1 calc R U . . .
C63 C 0.1775(4) 0.1099(3) 0.5881(5) 0.0456(16) Uani 1 1 d . . . . .
H63A H 0.148238 0.074015 0.550783 0.055 Uiso 1 1 calc R U . . .
H63B H 0.130223 0.142639 0.604432 0.055 Uiso 1 1 calc R U . . .
O105 O 1.0257(5) 0.4946(4) 0.5323(6) 0.102(3) Uani 0.904(15) 1 d . . P . .
H105 H 1.017526 0.536727 0.530386 0.153 Uiso 0.904(15) 1 calc R U P . .
C64 C 0.2192(5) 0.0780(4) 0.6734(5) 0.0555(18) Uani 1 1 d . . . . .
H64A H 0.241490 0.114328 0.714356 0.067 Uiso 1 1 calc R U . . .
H64B H 0.172338 0.052100 0.704135 0.067 Uiso 1 1 calc R U . . .
C104 C 0.8328(7) 0.5156(4) 0.6786(7) 0.073(3) Uani 0.978(13) 1 d . . P . .
H10C H 0.789707 0.484662 0.648410 0.110 Uiso 0.978(13) 1 calc R U P . .
H10D H 0.799897 0.549425 0.712573 0.110 Uiso 0.978(13) 1 calc R U P . .
H10E H 0.873018 0.489717 0.719639 0.110 Uiso 0.978(13) 1 calc R U P . .
C66 C 0.3674(5) 0.0707(4) 0.6042(5) 0.0584(19) Uani 1 1 d . . . . .
H66A H 0.417156 0.039415 0.590317 0.070 Uiso 1 1 calc R U . . .
H66B H 0.392650 0.106941 0.643717 0.070 Uiso 1 1 calc R U . . .
C106 C 0.9986(7) 0.4657(6) 0.4490(7) 0.082(4) Uani 0.904(15) 1 d . . P . .
H10I H 0.992112 0.501553 0.403768 0.124 Uiso 0.904(15) 1 calc R U P . .
H10J H 0.940672 0.442395 0.454449 0.124 Uiso 0.904(15) 1 calc R U P . .
H10K H 1.044360 0.433066 0.430856 0.124 Uiso 0.904(15) 1 calc R U P . .
C108 C 0.5990(7) 0.4629(5) 0.7353(8) 0.050(3) Uani 0.642(13) 1 d . . P . .
H10F H 0.627010 0.419284 0.751452 0.075 Uiso 0.642(13) 1 calc R U P . .
H10G H 0.538583 0.465154 0.759518 0.075 Uiso 0.642(13) 1 calc R U P . .
H10H H 0.636237 0.499905 0.760284 0.075 Uiso 0.642(13) 1 calc R U P . .


_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
Br18 C19 1.906(6) . ?
Br86 C87 1.897(6) . ?
Br52 C53 1.919(6) . ?
Br35 C36 1.904(6) . ?
Br69 C70 1.897(5) . ?
Br1 C2 1.899(6) . ?
N101 C96 1.470(8) . ?
N101 C102 1.273(8) . ?
N50 C51 1.257(8) . ?
N50 C45 1.480(8) . ?
N77 C76 1.244(7) . ?
N77 C78 1.471(7) . ?
N26 C25 1.258(8) . ?
N26 C27 1.438(8) . ?
N9 C10 1.462(8) . ?
N9 C8 1.262(8) . ?
N67 C68 1.246(7) . ?
N67 C62 1.482(8) . ?
N43 C44 1.457(7) . ?
N43 C42 1.278(7) . ?
N84 C85 1.265(8) . ?
N84 C79 1.450(7) . ?
N16 C11 1.459(8) . ?
N16 C17 1.249(8) . ?
N94 C95 1.472(7) . ?
N94 C93 1.248(7) . ?
N33 C28 1.476(8) . ?
N33 C34 1.248(8) . ?
C51 H51 0.9500 . ?
C51 C6 1.476(9) . ?
N60 C59 1.272(8) . ?
N60 C61 1.472(8) . ?
C97 H97A 0.9900 . ?
C97 H97B 0.9900 . ?
C97 C96 1.537(8) . ?
C97 C98 1.520(9) . ?
C44 H44 1.0000 . ?
C44 C45 1.522(9) . ?
C44 C49 1.536(9) . ?
C96 H96 1.0000 . ?
C96 C95 1.530(9) . ?
O103 H103 0.8400 . ?
O103 C104 1.326(10) . ?
C45 H45 1.0000 . ?
C45 C46 1.520(8) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(8) . ?
C37 C36 1.389(8) . ?
C76 H76 0.9500 . ?
C76 C72 1.488(8) . ?
C68 H68 0.9500 . ?
C68 C74 1.490(8) . ?
C89 C88 1.416(8) . ?
C89 C93 1.472(8) . ?
C89 C90 1.379(8) . ?
C38 C42 1.466(8) . ?
C38 C39 1.395(8) . ?
C6 C5 1.401(9) . ?
C6 C7 1.383(9) . ?
C28 H28 1.0000 . ?
C28 C27 1.521(9) . ?
C28 C29 1.533(9) . ?
C42 H42 0.9500 . ?
C53 C58 1.382(9) . ?
C53 C54 1.365(9) . ?
C71 H71 0.9500 . ?
C71 C70 1.373(8) . ?
C71 C72 1.398(8) . ?
C102 H102 0.9500 . ?
C102 C57 1.475(9) . ?
C36 C41 1.388(9) . ?
C58 H58 0.9500 . ?
C58 C57 1.378(9) . ?
C75 H75 0.9500 . ?
C75 C74 1.379(8) . ?
C75 C70 1.394(8) . ?
C78 H78 1.0000 . ?
C78 C79 1.523(8) . ?
C78 C83 1.514(8) . ?
C98 H98A 0.9900 . ?
C98 H98B 0.9900 . ?
C98 C99 1.521(9) . ?
C41 H41 0.9500 . ?
C41 C40 1.375(9) . ?
C25 H25 0.9500 . ?
C25 C21 1.481(9) . ?
C74 C73 1.397(8) . ?
C27 H27 1.0000 . ?
C27 C32 1.554(9) . ?
C95 H95 1.0000 . ?
C95 C100 1.536(9) . ?
C21 C22 1.391(9) . ?
C21 C20 1.396(8) . ?
C80 H80A 0.9900 . ?
C80 H80B 0.9900 . ?
C80 C81 1.529(9) . ?
C80 C79 1.536(8) . ?
C24 H24 0.9500 . ?
C24 C19 1.385(9) . ?
C24 C23 1.372(8) . ?
C88 H88 0.9500 . ?
C88 C87 1.367(9) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.522(10) . ?
C47 C46 1.539(9) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.516(9) . ?
C22 H22 0.9500 . ?
C22 C23 1.393(9) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
C81 C82 1.519(9) . ?
C59 H59 0.9500 . ?
C59 C55 1.469(9) . ?
C92 H92 0.9500 . ?
C92 C91 1.390(8) . ?
C92 C87 1.389(9) . ?
C5 H5 0.9500 . ?
C5 C4 1.382(9) . ?
C11 H11 1.0000 . ?
C11 C10 1.531(8) . ?
C11 C12 1.523(9) . ?
C85 H85 0.9500 . ?
C85 C91 1.467(8) . ?
C57 C56 1.389(8) . ?
C10 H10 1.0000 . ?
C10 C15 1.516(9) . ?
C99 H99A 0.9900 . ?
C99 H99B 0.9900 . ?
C99 C100 1.534(9) . ?
C34 H34 0.9500 . ?
C34 C40 1.477(8) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C79 H79 1.0000 . ?
C93 H93 0.9500 . ?
C100 H10A 0.9900 . ?
C100 H10B 0.9900 . ?
C19 C20 1.368(9) . ?
C91 C90 1.395(8) . ?
C62 H62 1.0000 . ?
C62 C61 1.510(8) . ?
C62 C63 1.527(8) . ?
C55 C56 1.379(9) . ?
C55 C54 1.411(10) . ?
C3 H3 0.9500 . ?
C3 C2 1.376(9) . ?
C3 C4 1.400(9) . ?
C72 C73 1.381(8) . ?
C2 C7 1.381(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.529(10) . ?
C8 H8 0.9500 . ?
C8 C4 1.479(9) . ?
C20 H20 0.9500 . ?
C56 H56 0.9500 . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C83 C82 1.535(9) . ?
C90 H90 0.9500 . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C17 H17 0.9500 . ?
C17 C23 1.491(9) . ?
C40 C39 1.406(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.540(9) . ?
C54 H54 0.9500 . ?
C73 H73 0.9500 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C39 H39 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.524(10) . ?
C61 H61 1.0000 . ?
C61 C66 1.542(9) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.524(10) . ?
C7 H7 0.9500 . ?
O107 H107 0.8400 . ?
O107 C108 1.425(14) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C64 1.486(10) . ?
C65 C66 1.525(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.506(10) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.528(11) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.530(9) . ?
O105 H105 0.8400 . ?
O105 C106 1.413(12) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C104 H10C 0.9800 . ?
C104 H10D 0.9800 . ?
C104 H10E 0.9800 . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C106 H10I 0.9800 . ?
C106 H10J 0.9800 . ?
C106 H10K 0.9800 . ?
C108 H10F 0.9800 . ?
C108 H10G 0.9800 . ?
C108 H10H 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
C102 N101 C96 117.1(5) . . ?
C51 N50 C45 118.7(5) . . ?
C76 N77 C78 119.0(5) . . ?
C25 N26 C27 117.8(5) . . ?
C8 N9 C10 117.8(5) . . ?
C68 N67 C62 119.2(5) . . ?
C42 N43 C44 117.0(5) . . ?
C85 N84 C79 116.5(5) . . ?
C17 N16 C11 118.8(5) . . ?
C93 N94 C95 116.9(5) . . ?
C34 N33 C28 117.5(5) . . ?
N50 C51 H51 118.7 . . ?
N50 C51 C6 122.6(6) . . ?
C6 C51 H51 118.7 . . ?
C59 N60 C61 115.8(6) . . ?
H97A C97 H97B 108.0 . . ?
C96 C97 H97A 109.3 . . ?
C96 C97 H97B 109.3 . . ?
C98 C97 H97A 109.3 . . ?
C98 C97 H97B 109.3 . . ?
C98 C97 C96 111.6(5) . . ?
N43 C44 H44 109.2 . . ?
N43 C44 C45 110.0(5) . . ?
N43 C44 C49 109.5(5) . . ?
C45 C44 H44 109.2 . . ?
C45 C44 C49 109.7(5) . . ?
C49 C44 H44 109.2 . . ?
N101 C96 C97 108.7(5) . . ?
N101 C96 H96 109.7 . . ?
N101 C96 C95 109.7(5) . . ?
C97 C96 H96 109.7 . . ?
C95 C96 C97 109.3(5) . . ?
C95 C96 H96 109.7 . . ?
C104 O103 H103 109.5 . . ?
N50 C45 C44 110.3(4) . . ?
N50 C45 H45 109.3 . . ?
N50 C45 C46 107.7(5) . . ?
C44 C45 H45 109.3 . . ?
C46 C45 C44 111.0(5) . . ?
C46 C45 H45 109.3 . . ?
C38 C37 H37 120.2 . . ?
C38 C37 C36 119.5(5) . . ?
C36 C37 H37 120.2 . . ?
N77 C76 H76 118.6 . . ?
N77 C76 C72 122.7(5) . . ?
C72 C76 H76 118.6 . . ?
N67 C68 H68 118.1 . . ?
N67 C68 C74 123.8(5) . . ?
C74 C68 H68 118.1 . . ?
C88 C89 C93 120.1(5) . . ?
C90 C89 C88 119.0(5) . . ?
C90 C89 C93 120.7(5) . . ?
C37 C38 C42 122.2(5) . . ?
C37 C38 C39 119.6(5) . . ?
C39 C38 C42 118.2(5) . . ?
C5 C6 C51 122.1(6) . . ?
C7 C6 C51 118.9(6) . . ?
C7 C6 C5 119.0(6) . . ?
N33 C28 H28 109.6 . . ?
N33 C28 C27 109.0(5) . . ?
N33 C28 C29 107.9(5) . . ?
C27 C28 H28 109.6 . . ?
C27 C28 C29 111.0(5) . . ?
C29 C28 H28 109.6 . . ?
N43 C42 C38 124.0(6) . . ?
N43 C42 H42 118.0 . . ?
C38 C42 H42 118.0 . . ?
C58 C53 Br52 118.2(4) . . ?
C54 C53 Br52 118.7(5) . . ?
C54 C53 C58 123.0(6) . . ?
C70 C71 H71 120.4 . . ?
C70 C71 C72 119.1(6) . . ?
C72 C71 H71 120.4 . . ?
N101 C102 H102 119.0 . . ?
N101 C102 C57 122.1(5) . . ?
C57 C102 H102 119.0 . . ?
C37 C36 Br35 120.0(4) . . ?
C41 C36 Br35 118.6(5) . . ?
C41 C36 C37 121.4(5) . . ?
C53 C58 H58 120.3 . . ?
C57 C58 C53 119.4(5) . . ?
C57 C58 H58 120.3 . . ?
C74 C75 H75 120.3 . . ?
C74 C75 C70 119.3(5) . . ?
C70 C75 H75 120.3 . . ?
N77 C78 H78 109.8 . . ?
N77 C78 C79 108.3(5) . . ?
N77 C78 C83 108.3(5) . . ?
C79 C78 H78 109.8 . . ?
C83 C78 H78 109.8 . . ?
C83 C78 C79 110.7(5) . . ?
C97 C98 H98A 109.4 . . ?
C97 C98 H98B 109.4 . . ?
C97 C98 C99 111.2(5) . . ?
H98A C98 H98B 108.0 . . ?
C99 C98 H98A 109.4 . . ?
C99 C98 H98B 109.4 . . ?
C36 C41 H41 120.3 . . ?
C40 C41 C36 119.3(6) . . ?
C40 C41 H41 120.3 . . ?
N26 C25 H25 118.7 . . ?
N26 C25 C21 122.5(6) . . ?
C21 C25 H25 118.7 . . ?
C75 C74 C68 118.6(5) . . ?
C75 C74 C73 119.2(5) . . ?
C73 C74 C68 122.1(5) . . ?
N26 C27 C28 109.3(5) . . ?
N26 C27 H27 109.7 . . ?
N26 C27 C32 108.5(5) . . ?
C28 C27 H27 109.7 . . ?
C28 C27 C32 109.8(5) . . ?
C32 C27 H27 109.7 . . ?
N94 C95 C96 108.8(5) . . ?
N94 C95 H95 109.5 . . ?
N94 C95 C100 109.4(5) . . ?
C96 C95 H95 109.5 . . ?
C96 C95 C100 110.0(5) . . ?
C100 C95 H95 109.5 . . ?
C22 C21 C25 120.5(5) . . ?
C22 C21 C20 119.0(6) . . ?
C20 C21 C25 120.5(6) . . ?
H80A C80 H80B 108.0 . . ?
C81 C80 H80A 109.4 . . ?
C81 C80 H80B 109.4 . . ?
C81 C80 C79 111.1(5) . . ?
C79 C80 H80A 109.4 . . ?
C79 C80 H80B 109.4 . . ?
C19 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?
C23 C24 C19 118.3(6) . . ?
C89 C88 H88 120.6 . . ?
C87 C88 C89 118.9(5) . . ?
C87 C88 H88 120.6 . . ?
H47A C47 H47B 108.2 . . ?
C48 C47 H47A 109.7 . . ?
C48 C47 H47B 109.7 . . ?
C48 C47 C46 110.1(5) . . ?
C46 C47 H47A 109.7 . . ?
C46 C47 H47B 109.7 . . ?
C47 C48 H48A 109.6 . . ?
C47 C48 H48B 109.6 . . ?
H48A C48 H48B 108.1 . . ?
C49 C48 C47 110.5(5) . . ?
C49 C48 H48A 109.6 . . ?
C49 C48 H48B 109.6 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.4(5) . . ?
C23 C22 H22 119.8 . . ?
C80 C81 H81A 109.4 . . ?
C80 C81 H81B 109.4 . . ?
H81A C81 H81B 108.0 . . ?
C82 C81 C80 111.3(5) . . ?
C82 C81 H81A 109.4 . . ?
C82 C81 H81B 109.4 . . ?
N60 C59 H59 117.7 . . ?
N60 C59 C55 124.5(7) . . ?
C55 C59 H59 117.7 . . ?
C91 C92 H92 120.0 . . ?
C87 C92 H92 120.0 . . ?
C87 C92 C91 120.1(5) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.2(6) . . ?
C4 C5 H5 119.9 . . ?
C71 C70 Br69 119.1(5) . . ?
C71 C70 C75 121.7(5) . . ?
C75 C70 Br69 119.2(4) . . ?
N16 C11 H11 109.8 . . ?
N16 C11 C10 108.1(5) . . ?
N16 C11 C12 108.5(5) . . ?
C10 C11 H11 109.8 . . ?
C12 C11 H11 109.8 . . ?
C12 C11 C10 110.9(5) . . ?
N84 C85 H85 118.2 . . ?
N84 C85 C91 123.6(5) . . ?
C91 C85 H85 118.2 . . ?
C58 C57 C102 119.4(5) . . ?
C58 C57 C56 118.7(6) . . ?
C56 C57 C102 121.8(6) . . ?
N9 C10 C11 108.4(5) . . ?
N9 C10 H10 109.8 . . ?
N9 C10 C15 108.2(5) . . ?
C11 C10 H10 109.8 . . ?
C15 C10 C11 110.8(5) . . ?
C15 C10 H10 109.8 . . ?
C98 C99 H99A 109.6 . . ?
C98 C99 H99B 109.6 . . ?
C98 C99 C100 110.5(5) . . ?
H99A C99 H99B 108.1 . . ?
C100 C99 H99A 109.6 . . ?
C100 C99 H99B 109.6 . . ?
N33 C34 H34 118.2 . . ?
N33 C34 C40 123.7(6) . . ?
C40 C34 H34 118.2 . . ?
C44 C49 H49A 109.4 . . ?
C44 C49 H49B 109.4 . . ?
C48 C49 C44 111.1(5) . . ?
C48 C49 H49A 109.4 . . ?
C48 C49 H49B 109.4 . . ?
H49A C49 H49B 108.0 . . ?
N84 C79 C78 111.0(5) . . ?
N84 C79 C80 109.2(5) . . ?
N84 C79 H79 108.5 . . ?
C78 C79 C80 111.1(5) . . ?
C78 C79 H79 108.5 . . ?
C80 C79 H79 108.5 . . ?
N94 C93 C89 122.8(6) . . ?
N94 C93 H93 118.6 . . ?
C89 C93 H93 118.6 . . ?
C95 C100 H10A 109.4 . . ?
C95 C100 H10B 109.4 . . ?
C99 C100 C95 111.0(5) . . ?
C99 C100 H10A 109.4 . . ?
C99 C100 H10B 109.4 . . ?
H10A C100 H10B 108.0 . . ?
C24 C19 Br18 118.5(5) . . ?
C20 C19 Br18 118.9(5) . . ?
C20 C19 C24 122.6(5) . . ?
C92 C91 C85 119.5(5) . . ?
C92 C91 C90 118.2(5) . . ?
C90 C91 C85 122.4(5) . . ?
N67 C62 H62 109.3 . . ?
N67 C62 C61 108.3(5) . . ?
N67 C62 C63 108.0(5) . . ?
C61 C62 H62 109.3 . . ?
C61 C62 C63 112.5(5) . . ?
C63 C62 H62 109.3 . . ?
C56 C55 C59 118.0(6) . . ?
C56 C55 C54 119.4(6) . . ?
C54 C55 C59 122.6(6) . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.5(6) . . ?
C4 C3 H3 120.8 . . ?
C88 C87 Br86 119.5(5) . . ?
C88 C87 C92 121.8(5) . . ?
C92 C87 Br86 118.6(4) . . ?
C71 C72 C76 119.9(5) . . ?
C73 C72 C76 120.7(5) . . ?
C73 C72 C71 119.4(5) . . ?
C3 C2 Br1 118.7(5) . . ?
C3 C2 C7 121.6(6) . . ?
C7 C2 Br1 119.7(5) . . ?
C27 C32 H32A 109.4 . . ?
C27 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
C31 C32 C27 111.2(6) . . ?
C31 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
N9 C8 H8 119.1 . . ?
N9 C8 C4 121.8(6) . . ?
C4 C8 H8 119.1 . . ?
C21 C20 H20 120.4 . . ?
C19 C20 C21 119.1(6) . . ?
C19 C20 H20 120.4 . . ?
C57 C56 H56 119.1 . . ?
C55 C56 C57 121.7(6) . . ?
C55 C56 H56 119.1 . . ?
C78 C83 H83A 109.2 . . ?
C78 C83 H83B 109.2 . . ?
C78 C83 C82 112.0(5) . . ?
H83A C83 H83B 107.9 . . ?
C82 C83 H83A 109.2 . . ?
C82 C83 H83B 109.2 . . ?
C89 C90 C91 122.0(6) . . ?
C89 C90 H90 119.0 . . ?
C91 C90 H90 119.0 . . ?
C81 C82 C83 109.8(5) . . ?
C81 C82 H82A 109.7 . . ?
C81 C82 H82B 109.7 . . ?
C83 C82 H82A 109.7 . . ?
C83 C82 H82B 109.7 . . ?
H82A C82 H82B 108.2 . . ?
N16 C17 H17 119.5 . . ?
N16 C17 C23 120.9(6) . . ?
C23 C17 H17 119.5 . . ?
C41 C40 C34 119.6(5) . . ?
C41 C40 C39 119.9(5) . . ?
C39 C40 C34 120.5(6) . . ?
C10 C15 H15A 109.2 . . ?
C10 C15 H15B 109.2 . . ?
C10 C15 C14 112.2(5) . . ?
H15A C15 H15B 107.9 . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C53 C54 C55 117.7(6) . . ?
C53 C54 H54 121.1 . . ?
C55 C54 H54 121.1 . . ?
C74 C73 H73 119.4 . . ?
C72 C73 C74 121.2(5) . . ?
C72 C73 H73 119.4 . . ?
C45 C46 C47 112.5(5) . . ?
C45 C46 H46A 109.1 . . ?
C45 C46 H46B 109.1 . . ?
C47 C46 H46A 109.1 . . ?
C47 C46 H46B 109.1 . . ?
H46A C46 H46B 107.8 . . ?
C38 C39 C40 120.3(6) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C11 C12 C13 111.9(5) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
N60 C61 C62 109.2(5) . . ?
N60 C61 H61 109.4 . . ?
N60 C61 C66 108.1(5) . . ?
C62 C61 H61 109.4 . . ?
C62 C61 C66 111.3(5) . . ?
C66 C61 H61 109.4 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 C28 111.4(6) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C5 C4 C3 120.5(6) . . ?
C5 C4 C8 118.9(6) . . ?
C3 C4 C8 120.6(6) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 C6 120.2(6) . . ?
C2 C7 H7 119.9 . . ?
C108 O107 H107 109.5 . . ?
C24 C23 C22 120.5(6) . . ?
C24 C23 C17 120.8(6) . . ?
C22 C23 C17 118.7(5) . . ?
H65A C65 H65B 108.2 . . ?
C64 C65 H65A 109.6 . . ?
C64 C65 H65B 109.6 . . ?
C64 C65 C66 110.1(6) . . ?
C66 C65 H65A 109.6 . . ?
C66 C65 H65B 109.6 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 C15 110.7(6) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C29 C30 H30A 109.4 . . ?
C29 C30 H30B 109.4 . . ?
C29 C30 C31 111.1(6) . . ?
H30A C30 H30B 108.0 . . ?
C31 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C30 C31 C32 110.8(6) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C14 C13 C12 111.0(6) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C62 C63 H63A 109.2 . . ?
C62 C63 H63B 109.2 . . ?
C62 C63 C64 112.3(5) . . ?
H63A C63 H63B 107.9 . . ?
C64 C63 H63A 109.2 . . ?
C64 C63 H63B 109.2 . . ?
C106 O105 H105 109.5 . . ?
C65 C64 C63 111.4(6) . . ?
C65 C64 H64A 109.3 . . ?
C65 C64 H64B 109.3 . . ?
C63 C64 H64A 109.3 . . ?
C63 C64 H64B 109.3 . . ?
H64A C64 H64B 108.0 . . ?
O103 C104 H10C 109.5 . . ?
O103 C104 H10D 109.5 . . ?
O103 C104 H10E 109.5 . . ?
H10C C104 H10D 109.5 . . ?
H10C C104 H10E 109.5 . . ?
H10D C104 H10E 109.5 . . ?
C61 C66 H66A 109.3 . . ?
C61 C66 H66B 109.3 . . ?
C65 C66 C61 111.6(5) . . ?
C65 C66 H66A 109.3 . . ?
C65 C66 H66B 109.3 . . ?
H66A C66 H66B 108.0 . . ?
O105 C106 H10I 109.5 . . ?
O105 C106 H10J 109.5 . . ?
O105 C106 H10K 109.5 . . ?
H10I C106 H10J 109.5 . . ?
H10I C106 H10K 109.5 . . ?
H10J C106 H10K 109.5 . . ?
O107 C108 H10F 109.5 . . ?
O107 C108 H10G 109.5 . . ?
O107 C108 H10H 109.5 . . ?
H10F C108 H10G 109.5 . . ?
H10F C108 H10H 109.5 . . ?
H10G C108 H10H 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
Br18 C19 C20 C21 -177.1(4) . . . . ?
Br52 C53 C58 C57 -179.3(4) . . . . ?
Br52 C53 C54 C55 179.9(5) . . . . ?
Br35 C36 C41 C40 179.8(4) . . . . ?
Br1 C2 C7 C6 178.4(4) . . . . ?
N101 C96 C95 N94 63.0(6) . . . . ?
N101 C96 C95 C100 -177.2(5) . . . . ?
N101 C102 C57 C58 173.4(6) . . . . ?
N101 C102 C57 C56 -5.5(9) . . . . ?
N50 C51 C6 C5 -6.9(9) . . . . ?
N50 C51 C6 C7 171.8(6) . . . . ?
N50 C45 C46 C47 175.7(5) . . . . ?
N77 C76 C72 C71 -4.0(8) . . . . ?
N77 C76 C72 C73 174.5(5) . . . . ?
N77 C78 C79 N84 64.6(6) . . . . ?
N77 C78 C79 C80 -173.7(5) . . . . ?
N77 C78 C83 C82 175.2(5) . . . . ?
N26 C25 C21 C22 -178.4(5) . . . . ?
N26 C25 C21 C20 1.9(8) . . . . ?
N26 C27 C32 C31 176.2(5) . . . . ?
N9 C10 C15 C14 173.6(5) . . . . ?
N9 C8 C4 C5 170.9(6) . . . . ?
N9 C8 C4 C3 -7.2(9) . . . . ?
N67 C68 C74 C75 170.1(5) . . . . ?
N67 C68 C74 C73 -12.3(8) . . . . ?
N67 C62 C61 N60 71.0(6) . . . . ?
N67 C62 C61 C66 -169.8(5) . . . . ?
N67 C62 C63 C64 170.4(5) . . . . ?
N43 C44 C45 N50 64.4(6) . . . . ?
N43 C44 C45 C46 -176.3(5) . . . . ?
N43 C44 C49 C48 179.4(5) . . . . ?
N84 C85 C91 C92 171.9(6) . . . . ?
N84 C85 C91 C90 -9.1(9) . . . . ?
N16 C11 C10 N9 68.1(6) . . . . ?
N16 C11 C10 C15 -173.3(5) . . . . ?
N16 C11 C12 C13 174.2(6) . . . . ?
N16 C17 C23 C24 169.6(6) . . . . ?
N16 C17 C23 C22 -8.6(9) . . . . ?
N94 C95 C100 C99 177.9(5) . . . . ?
N33 C28 C27 N26 65.8(6) . . . . ?
N33 C28 C27 C32 -175.3(5) . . . . ?
N33 C28 C29 C30 176.3(6) . . . . ?
N33 C34 C40 C41 178.9(6) . . . . ?
N33 C34 C40 C39 -4.1(9) . . . . ?
C51 N50 C45 C44 -122.5(6) . . . . ?
C51 N50 C45 C46 116.3(6) . . . . ?
C51 C6 C5 C4 177.6(5) . . . . ?
C51 C6 C7 C2 -178.2(5) . . . . ?
N60 C59 C55 C56 178.8(6) . . . . ?
N60 C59 C55 C54 -2.5(10) . . . . ?
N60 C61 C66 C65 174.2(6) . . . . ?
C97 C96 C95 N94 -177.9(5) . . . . ?
C97 C96 C95 C100 -58.1(6) . . . . ?
C97 C98 C99 C100 55.2(7) . . . . ?
C44 N43 C42 C38 -178.0(5) . . . . ?
C44 C45 C46 C47 54.9(7) . . . . ?
C96 N101 C102 C57 -178.7(5) . . . . ?
C96 C97 C98 C99 -56.5(7) . . . . ?
C96 C95 C100 C99 58.4(6) . . . . ?
C45 N50 C51 C6 -177.4(5) . . . . ?
C45 C44 C49 C48 58.6(7) . . . . ?
C37 C38 C42 N43 -0.6(9) . . . . ?
C37 C38 C39 C40 -0.8(9) . . . . ?
C37 C36 C41 C40 -1.0(9) . . . . ?
C76 N77 C78 C79 -122.3(5) . . . . ?
C76 N77 C78 C83 117.6(6) . . . . ?
C76 C72 C73 C74 -179.6(5) . . . . ?
C68 N67 C62 C61 -111.9(6) . . . . ?
C68 N67 C62 C63 125.9(6) . . . . ?
C68 C74 C73 C72 -176.6(5) . . . . ?
C89 C88 C87 Br86 178.6(4) . . . . ?
C89 C88 C87 C92 0.7(9) . . . . ?
C38 C37 C36 Br35 179.2(4) . . . . ?
C38 C37 C36 C41 0.1(9) . . . . ?
C6 C5 C4 C3 0.9(9) . . . . ?
C6 C5 C4 C8 -177.1(6) . . . . ?
C28 N33 C34 C40 -179.2(5) . . . . ?
C28 C27 C32 C31 56.8(7) . . . . ?
C28 C29 C30 C31 -55.9(8) . . . . ?
C42 N43 C44 C45 -127.8(5) . . . . ?
C42 N43 C44 C49 111.5(6) . . . . ?
C42 C38 C39 C40 177.5(5) . . . . ?
C53 C58 C57 C102 -179.6(5) . . . . ?
C53 C58 C57 C56 -0.7(8) . . . . ?
C71 C72 C73 C74 -1.1(8) . . . . ?
C102 N101 C96 C97 122.4(5) . . . . ?
C102 N101 C96 C95 -118.1(5) . . . . ?
C102 C57 C56 C55 179.3(6) . . . . ?
C36 C37 C38 C42 -177.4(5) . . . . ?
C36 C37 C38 C39 0.8(8) . . . . ?
C36 C41 C40 C34 178.0(5) . . . . ?
C36 C41 C40 C39 1.0(9) . . . . ?
C58 C53 C54 C55 0.1(9) . . . . ?
C58 C57 C56 C55 0.4(9) . . . . ?
C75 C74 C73 C72 0.9(8) . . . . ?
C78 N77 C76 C72 -176.6(5) . . . . ?
C78 C83 C82 C81 -57.0(7) . . . . ?
C98 C97 C96 N101 177.3(5) . . . . ?
C98 C97 C96 C95 57.6(6) . . . . ?
C98 C99 C100 C95 -56.5(7) . . . . ?
C41 C40 C39 C38 -0.1(9) . . . . ?
C25 N26 C27 C28 -133.5(5) . . . . ?
C25 N26 C27 C32 106.8(6) . . . . ?
C25 C21 C22 C23 178.9(5) . . . . ?
C25 C21 C20 C19 -179.0(5) . . . . ?
C74 C75 C70 Br69 178.5(4) . . . . ?
C74 C75 C70 C71 0.0(8) . . . . ?
C27 N26 C25 C21 -177.1(5) . . . . ?
C27 C28 C29 C30 57.0(8) . . . . ?
C27 C32 C31 C30 -56.3(8) . . . . ?
C95 N94 C93 C89 179.2(6) . . . . ?
C21 C22 C23 C24 -0.3(9) . . . . ?
C21 C22 C23 C17 177.9(5) . . . . ?
C80 C81 C82 C83 56.3(7) . . . . ?
C24 C19 C20 C21 0.4(8) . . . . ?
C88 C89 C93 N94 5.4(10) . . . . ?
C88 C89 C90 C91 -1.4(9) . . . . ?
C47 C48 C49 C44 -59.2(7) . . . . ?
C48 C47 C46 C45 -54.6(7) . . . . ?
C22 C21 C20 C19 1.2(8) . . . . ?
C81 C80 C79 N84 177.8(5) . . . . ?
C81 C80 C79 C78 55.0(6) . . . . ?
C59 N60 C61 C62 -133.3(6) . . . . ?
C59 N60 C61 C66 105.5(7) . . . . ?
C59 C55 C56 C57 178.9(6) . . . . ?
C59 C55 C54 C53 -179.0(6) . . . . ?
C92 C91 C90 C89 0.0(9) . . . . ?
C5 C6 C7 C2 0.6(9) . . . . ?
C70 C71 C72 C76 179.3(5) . . . . ?
C70 C71 C72 C73 0.7(8) . . . . ?
C70 C75 C74 C68 177.3(5) . . . . ?
C70 C75 C74 C73 -0.3(8) . . . . ?
C11 N16 C17 C23 -178.7(5) . . . . ?
C11 C10 C15 C14 54.8(7) . . . . ?
C11 C12 C13 C14 -56.4(8) . . . . ?
C85 N84 C79 C78 -112.1(6) . . . . ?
C85 N84 C79 C80 125.1(6) . . . . ?
C85 C91 C90 C89 -179.1(6) . . . . ?
C10 N9 C8 C4 -177.3(5) . . . . ?
C10 C11 C12 C13 55.6(8) . . . . ?
C10 C15 C14 C13 -55.6(7) . . . . ?
C34 N33 C28 C27 -119.4(6) . . . . ?
C34 N33 C28 C29 120.0(6) . . . . ?
C34 C40 C39 C38 -177.1(5) . . . . ?
C49 C44 C45 N50 -175.0(5) . . . . ?
C49 C44 C45 C46 -55.7(6) . . . . ?
C79 N84 C85 C91 -175.4(5) . . . . ?
C79 C78 C83 C82 56.6(7) . . . . ?
C79 C80 C81 C82 -56.1(7) . . . . ?
C93 N94 C95 C96 -136.6(6) . . . . ?
C93 N94 C95 C100 103.2(6) . . . . ?
C93 C89 C88 C87 -175.8(6) . . . . ?
C93 C89 C90 C91 175.5(6) . . . . ?
C19 C24 C23 C22 1.8(8) . . . . ?
C19 C24 C23 C17 -176.3(5) . . . . ?
C91 C92 C87 Br86 179.9(4) . . . . ?
C91 C92 C87 C88 -2.2(9) . . . . ?
C62 N67 C68 C74 179.4(5) . . . . ?
C62 C61 C66 C65 54.2(8) . . . . ?
C62 C63 C64 C65 -54.8(8) . . . . ?
C3 C2 C7 C6 0.2(9) . . . . ?
C87 C92 C91 C85 -179.1(5) . . . . ?
C87 C92 C91 C90 1.8(9) . . . . ?
C72 C71 C70 Br69 -178.7(4) . . . . ?
C72 C71 C70 C75 -0.2(8) . . . . ?
C2 C3 C4 C5 -0.2(9) . . . . ?
C2 C3 C4 C8 177.9(6) . . . . ?
C8 N9 C10 C11 -121.2(6) . . . . ?
C8 N9 C10 C15 118.6(6) . . . . ?
C20 C21 C22 C23 -1.3(8) . . . . ?
C56 C55 C54 C53 -0.4(9) . . . . ?
C83 C78 C79 N84 -176.8(5) . . . . ?
C83 C78 C79 C80 -55.1(6) . . . . ?
C90 C89 C88 C87 1.1(9) . . . . ?
C90 C89 C93 N94 -171.5(6) . . . . ?
C17 N16 C11 C10 -117.0(6) . . . . ?
C17 N16 C11 C12 122.7(6) . . . . ?
C15 C14 C13 C12 55.4(8) . . . . ?
C54 C53 C58 C57 0.5(9) . . . . ?
C54 C55 C56 C57 0.2(9) . . . . ?
C46 C47 C48 C49 56.1(7) . . . . ?
C39 C38 C42 N43 -178.8(6) . . . . ?
C12 C11 C10 N9 -173.1(5) . . . . ?
C12 C11 C10 C15 -54.5(7) . . . . ?
C61 N60 C59 C55 -175.9(5) . . . . ?
C61 C62 C63 C64 50.9(8) . . . . ?
C29 C28 C27 N26 -175.5(5) . . . . ?
C29 C28 C27 C32 -56.6(6) . . . . ?
C29 C30 C31 C32 55.7(8) . . . . ?
C4 C3 C2 Br1 -178.6(4) . . . . ?
C4 C3 C2 C7 -0.4(9) . . . . ?
C7 C6 C5 C4 -1.2(9) . . . . ?
C23 C24 C19 Br18 175.6(4) . . . . ?
C23 C24 C19 C20 -1.9(8) . . . . ?
C63 C62 C61 N60 -169.6(5) . . . . ?
C63 C62 C61 C66 -50.4(7) . . . . ?
C64 C65 C66 C61 -58.1(9) . . . . ?
C66 C65 C64 C63 58.0(8) . . . . ?

_olex2_date_sample_data_collection 2022-09-23
_olex2_submission_original_sample_id 'AMS649 SS33 MeOH 150 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.282
_oxdiff_exptl_absorpt_empirical_full_min 0.809
####################################################################### 
# 
# 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_33-rr_xylenes_w0003_xylpet_100k_1
_database_code_depnum_ccdc_archive 'CCDC 2312781'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-11-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, C8 H10'
_chemical_formula_sum            'C50 H55 Br3 N6'
_chemical_formula_weight         979.73
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C50 H55 Br3 N6'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.0644(2)
_cell_length_b                   14.2714(2)
_cell_length_c                   15.6724(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.809(2)
_cell_angle_gamma                90
_cell_volume                     2328.30(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    34321
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.1670
_cell_measurement_theta_min      1.9170
_shelx_estimated_absorpt_T_max   0.817
_shelx_estimated_absorpt_T_min   0.547
_exptl_absorpt_coefficient_mu    2.639
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82015
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_preparation       
'Slow vapour diffusion of petroleum ether into a mixed xylenes solution of the compound.'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            67243
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.303
_diffrn_reflns_theta_min         1.956
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  94.00   1.00   10.00    --    5.00  38.00 150.00  134
  2  ω    -46.00  80.00   1.00   10.00    --   -8.90  68.00 120.00  126
  3  ω    -44.00  80.00   1.00   10.00    --   -8.90  57.00 -60.00  124
  4  ω    -44.00  80.00   1.00   10.00    --   -8.90  57.00  60.00  124
  5  ω    -98.00  28.00   1.00   10.00    --   -8.90 -68.00 120.00  126
  6  ω    -44.00  80.00   1.00   10.00    --   -8.90  57.00-150.00  124
  7  ω    -46.00  74.00   1.00   10.00    --   -8.90  68.00   0.00  120
  8  ω    -98.00  28.00   1.00   10.00    --   -8.90 -68.00 -30.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0679521000
_diffrn_orient_matrix_UB_12      -0.0038529000
_diffrn_orient_matrix_UB_13      0.0158599000
_diffrn_orient_matrix_UB_21      0.0051817000
_diffrn_orient_matrix_UB_22      0.0470023000
_diffrn_orient_matrix_UB_23      0.0156112000
_diffrn_orient_matrix_UB_31      -0.0010994000
_diffrn_orient_matrix_UB_32      -0.0157123000
_diffrn_orient_matrix_UB_33      0.0426298000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.956
_reflns_number_gt                10491
_reflns_number_total             11279
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 4503 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0093(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         11279
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0271
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0253P)²+0.7966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0541
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

Crystals of this phase of the RR-[3+3] bromoisotrianglimine were grown
through slow vapour diffusion of petroleum into a Fisher Scientific
mixed xylene isomer solution of the compound. The asymmetric unit comprises
a single RR-[3+3] moiety and is isomorphous with its toluene solvated
counterpart, however unsurprisingly contains a mixture of all three
xylene isomers. The three crystallographically unique xylene isomers
are mildly positionally disordered about the same chemical space,
and split into three discrete parts in order of occupancy, m-xylene
C52...C59, p-xylene C60...C67 and o-xylene C68...C75, with final
occupancies of 0.55, 0.27 and 0.18 respectively giving a net xylene
occupancy of 1. Due to the close spatial overlap of all xylene sites,
DFIX 1.5 restraints were applied to all methyl group residues for each
xylene, in addition to SADI same distance restraints for all 1,2-
intracycle distances within each discrete xylene isomer.
FLAT restraints were also applied separately for all three xylene
isomers to aid in convergence in the final model. For the major
m-xylene isomer, the entire 8-carbon skeleton was subject to full
anisotropic refinement, however for p-xylene only the methyl
substituents were refined anisotropically with the aromatic carbon
atoms subject to isotropic refinement only. In the case of the
o-xylene molecule with the lowest occupancy of the three, it was
only possible to achieve satisfactory convergence during the final
refinement cycles by refining the entire model isotropically.
No further  restraints were applied to the model and all non-H atoms
about the bromoisotrianglimine molecule itself refined fully 
anisotropically. All H-atoms in the structure were placed in 
calculated positions and refined using a riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C59-C54 = C52-C58
 1.5 with sigma of 0.02
 C63-C67 = C60-C66
 1.5 with sigma of 0.02
 C68-C74 = C73-C75
 1.5 with sigma of 0.02
 C54-C55 \\sim C55-C56 \\sim C56-C57 \\sim C57-C52 \\sim C52-C53 \\sim C54-C53
 with sigma of 0.01
 C63-C64 \\sim C64-C65 \\sim C65-C60 \\sim C60-C61 \\sim C61-C62 \\sim C63-C62
 with sigma of 0.01
 C68-C69 \\sim C69-C70 \\sim C70-C71 \\sim C71-C72 \\sim C72-C73 \\sim C68-C73
 with sigma of 0.01
3. Restrained planarity
 C54, C53, C59, C55, C52, C56, C57
 with sigma of 0.1
 C63, C61, C62, C60, C65, C66, C64, C67
 with sigma of 0.1
 C68, C69, C74, C73, C70, C75, C72, C71
 with sigma of 0.1
4. Others
 Fixed Sof: C54(0.55) C57(0.55) H57(0.55) C53(0.55) H53(0.55) C59(0.55)
 H59A(0.55) H59B(0.55) H59C(0.55) C52(0.55) C56(0.55) H56(0.55) C55(0.55)
 H55(0.55) C58(0.55) H58A(0.55) H58B(0.55) H58C(0.55) C61(0.27) H61(0.27)
 C62(0.27) H62(0.27) C65(0.27) H65(0.27) C60(0.27) C64(0.27) H64(0.27)
 C66(0.27) H66A(0.27) H66B(0.27) H66C(0.27) C67(0.27) H67A(0.27) H67B(0.27)
 H67C(0.27) C63(0.27) C68(0.18) C69(0.18) H69(0.18) C74(0.18) H74A(0.18)
 H74B(0.18) H74C(0.18) C71(0.18) H71(0.18) C75(0.18) H75A(0.18) H75B(0.18)
 H75C(0.18) C73(0.18) C70(0.18) H70(0.18) C72(0.18) H72(0.18)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C45(H45), C44(H44), C11(H11), C28(H28), C10(H10)
5.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C14(H14A,H14B), C12(H12A,H12B), C32(H32A,H32B), C49(H49A,
 H49B), C13(H13A,H13B), C30(H30A,H30B), C29(H29A,H29B), C46(H46A,H46B),
 C47(H47A,H47B), C31(H31A,H31B), C48(H48A,H48B)
5.c Aromatic/amide H refined with riding coordinates:
 C34(H34), C51(H51), C42(H42), C17(H17), C3(H3), C37(H37), C8(H8), C20(H20),
 C22(H22), C25(H25), C24(H24), C39(H39), C5(H5), C41(H41), C7(H7), C57(H57),
 C53(H53), C56(H56), C55(H55), C61(H61), C62(H62), C65(H65), C64(H64), C69(H69),
  C71(H71), C70(H70), C72(H72)
5.d Idealised Me refined as rotating group:
 C59(H59A,H59B,H59C), C58(H58A,H58B,H58C), C66(H66A,H66B,H66C), C67(H67A,H67B,
 H67C), C74(H74A,H74B,H74C), C75(H75A,H75B,H75C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br -0.24510(3) 0.70057(2) 0.20939(2) 0.02730(7) Uani 1 1 d . . . . .
Br1 Br 0.03226(3) 0.75842(2) 0.78795(2) 0.03016(8) Uani 1 1 d . . . . .
Br35 Br 0.66717(4) 0.87220(2) 0.43811(2) 0.03406(9) Uani 1 1 d . . . . .
N33 N 0.5328(2) 0.51621(16) 0.31228(15) 0.0176(5) Uani 1 1 d . . . . .
N16 N -0.1611(2) 0.36967(18) 0.40909(15) 0.0176(4) Uani 1 1 d . . . . .
N26 N 0.2620(2) 0.46123(16) 0.23566(15) 0.0166(5) Uani 1 1 d . . . . .
N50 N 0.4672(2) 0.55046(17) 0.83945(16) 0.0186(5) Uani 1 1 d . . . . .
N43 N 0.6565(2) 0.57459(17) 0.74575(15) 0.0186(5) Uani 1 1 d . . . . .
C34 C 0.5555(2) 0.50777(19) 0.39648(18) 0.0166(5) Uani 1 1 d . . . . .
H34 H 0.546264 0.448035 0.420304 0.020 Uiso 1 1 calc R U . . .
N9 N -0.0649(2) 0.34835(16) 0.60312(16) 0.0184(5) Uani 1 1 d . . . . .
C4 C 0.0181(3) 0.4912(2) 0.68229(19) 0.0193(6) Uani 1 1 d . . . . .
C27 C 0.3543(3) 0.45518(19) 0.18732(18) 0.0169(5) Uani 1 1 d . . . . .
H27 H 0.355779 0.516115 0.156194 0.020 Uiso 1 1 calc R U . . .
C45 C 0.5986(3) 0.5144(2) 0.87367(18) 0.0178(5) Uani 1 1 d . . . . .
H45 H 0.601428 0.450205 0.848895 0.021 Uiso 1 1 calc R U . . .
C19 C -0.1184(2) 0.60573(19) 0.25363(18) 0.0168(5) Uani 1 1 d . . . . .
C44 C 0.6864(2) 0.58031(19) 0.84399(17) 0.0166(5) Uani 1 1 d . . . . .
H44 H 0.673157 0.646107 0.860922 0.020 Uiso 1 1 calc R U . . .
C51 C 0.3781(3) 0.4947(2) 0.79834(18) 0.0185(6) Uani 1 1 d . . . . .
H51 H 0.399298 0.432333 0.787566 0.022 Uiso 1 1 calc R U . . .
C11 C -0.1655(3) 0.28042(19) 0.45307(18) 0.0171(6) Uani 1 1 d . . . . .
H11 H -0.084702 0.244911 0.460273 0.021 Uiso 1 1 calc R U . . .
C42 C 0.6547(2) 0.65116(19) 0.70495(18) 0.0174(5) Uani 1 1 d . . . . .
H42 H 0.664369 0.707691 0.738623 0.021 Uiso 1 1 calc R U . . .
C17 C -0.0565(3) 0.38869(19) 0.39692(18) 0.0184(6) Uani 1 1 d . . . . .
H17 H 0.015087 0.348741 0.423472 0.022 Uiso 1 1 calc R U . . .
C3 C -0.0144(3) 0.5798(2) 0.7049(2) 0.0217(6) Uani 1 1 d . . . . .
H3 H -0.101319 0.599987 0.683679 0.026 Uiso 1 1 calc R U . . .
C37 C 0.6550(3) 0.7446(2) 0.57388(19) 0.0191(6) Uani 1 1 d . . . . .
H37 H 0.673046 0.798156 0.612091 0.023 Uiso 1 1 calc R U . . .
C23 C -0.0402(2) 0.46967(19) 0.34365(18) 0.0167(5) Uani 1 1 d . . . . .
C8 C -0.0846(3) 0.4299(2) 0.62586(19) 0.0199(6) Uani 1 1 d . . . . .
H8 H -0.170231 0.453040 0.605527 0.024 Uiso 1 1 calc R U . . .
C28 C 0.4883(2) 0.43435(19) 0.25389(18) 0.0163(5) Uani 1 1 d . . . . .
H28 H 0.484613 0.378782 0.291788 0.020 Uiso 1 1 calc R U . . .
C15 C -0.1824(2) 0.2012(2) 0.59024(18) 0.0189(5) Uani 1 1 d . . . . .
H15A H -0.190943 0.211052 0.650464 0.023 Uiso 1 1 calc R U . . .
H15B H -0.101264 0.166826 0.599301 0.023 Uiso 1 1 calc R U . . .
C14 C -0.2951(3) 0.1425(2) 0.53150(19) 0.0200(6) Uani 1 1 d . . . . .
H14A H -0.294063 0.080675 0.560458 0.024 Uiso 1 1 calc R U . . .
H14B H -0.376721 0.174141 0.526869 0.024 Uiso 1 1 calc R U . . .
C20 C -0.0156(3) 0.60419(19) 0.22151(17) 0.0164(5) Uani 1 1 d . . . . .
H20 H -0.008864 0.649888 0.179266 0.020 Uiso 1 1 calc R U . . .
C22 C 0.0651(3) 0.46900(19) 0.31473(18) 0.0166(5) Uani 1 1 d . . . . .
H22 H 0.130173 0.423055 0.337862 0.020 Uiso 1 1 calc R U . . .
C10 C -0.1769(2) 0.29567(19) 0.54685(18) 0.0160(5) Uani 1 1 d . . . . .
H10 H -0.256846 0.331889 0.540461 0.019 Uiso 1 1 calc R U . . .
C40 C 0.5961(2) 0.58851(19) 0.45910(18) 0.0160(5) Uani 1 1 d . . . . .
C25 C 0.1831(3) 0.52849(19) 0.21537(18) 0.0165(5) Uani 1 1 d . . . . .
H25 H 0.192266 0.576024 0.175556 0.020 Uiso 1 1 calc R U . . .
C21 C 0.0771(3) 0.53474(19) 0.25219(18) 0.0161(5) Uani 1 1 d . . . . .
C24 C -0.1337(3) 0.5399(2) 0.31323(18) 0.0174(5) Uani 1 1 d . . . . .
H24 H -0.205684 0.541878 0.333251 0.021 Uiso 1 1 calc R U . . .
C12 C -0.2802(3) 0.22339(19) 0.39372(19) 0.0192(6) Uani 1 1 d . . . . .
H12A H -0.271827 0.213309 0.333463 0.023 Uiso 1 1 calc R U . . .
H12B H -0.360291 0.258991 0.384836 0.023 Uiso 1 1 calc R U . . .
C32 C 0.3073(3) 0.3778(2) 0.11623(18) 0.0198(5) Uani 1 1 d . . . . .
H32A H 0.292439 0.320061 0.146274 0.024 Uiso 1 1 calc R U . . .
H32B H 0.224107 0.396953 0.071167 0.024 Uiso 1 1 calc R U . . .
C36 C 0.6449(3) 0.7522(2) 0.48296(18) 0.0202(5) Uani 1 1 d . . . . .
C39 C 0.6083(2) 0.57965(19) 0.54973(18) 0.0167(5) Uani 1 1 d . . . . .
H39 H 0.596094 0.520183 0.572813 0.020 Uiso 1 1 calc R U . . .
C2 C 0.0810(3) 0.6379(2) 0.7584(2) 0.0209(6) Uani 1 1 d . . . . .
C5 C 0.1474(3) 0.4634(2) 0.71345(19) 0.0183(5) Uani 1 1 d . . . . .
H5 H 0.170575 0.403189 0.698272 0.022 Uiso 1 1 calc R U . . .
C49 C 0.8279(3) 0.5533(2) 0.88970(19) 0.0206(6) Uani 1 1 d . . . . .
H49A H 0.843195 0.491387 0.866717 0.025 Uiso 1 1 calc R U . . .
H49B H 0.882665 0.599726 0.873179 0.025 Uiso 1 1 calc R U . . .
C13 C -0.2885(3) 0.1284(2) 0.4368(2) 0.0209(6) Uani 1 1 d . . . . .
H13A H -0.365904 0.094432 0.398618 0.025 Uiso 1 1 calc R U . . .
H13B H -0.212179 0.090222 0.440584 0.025 Uiso 1 1 calc R U . . .
C30 C 0.5348(3) 0.3353(2) 0.1344(2) 0.0222(6) Uani 1 1 d . . . . .
H30A H 0.595978 0.326825 0.101294 0.027 Uiso 1 1 calc R U . . .
H30B H 0.532110 0.276213 0.166788 0.027 Uiso 1 1 calc R U . . .
C29 C 0.5816(3) 0.4147(2) 0.20320(19) 0.0189(6) Uani 1 1 d . . . . .
H29A H 0.666583 0.397886 0.247450 0.023 Uiso 1 1 calc R U . . .
H29B H 0.592382 0.472280 0.171263 0.023 Uiso 1 1 calc R U . . .
C46 C 0.6401(3) 0.5102(2) 0.97734(19) 0.0211(6) Uani 1 1 d . . . . .
H46A H 0.628021 0.572611 1.000829 0.025 Uiso 1 1 calc R U . . .
H46B H 0.584683 0.465094 0.994895 0.025 Uiso 1 1 calc R U . . .
C41 C 0.6167(3) 0.6762(2) 0.42545(19) 0.0204(6) Uani 1 1 d . . . . .
H41 H 0.611235 0.682931 0.363945 0.024 Uiso 1 1 calc R U . . .
C38 C 0.6383(2) 0.65739(19) 0.60757(18) 0.0168(5) Uani 1 1 d . . . . .
C47 C 0.7792(3) 0.4808(2) 1.0202(2) 0.0235(6) Uani 1 1 d . . . . .
H47A H 0.790734 0.416692 1.000142 0.028 Uiso 1 1 calc R U . . .
H47B H 0.802926 0.480314 1.087001 0.028 Uiso 1 1 calc R U . . .
C31 C 0.4017(3) 0.3562(2) 0.06696(19) 0.0224(6) Uani 1 1 d . . . . .
H31A H 0.370607 0.301484 0.026624 0.027 Uiso 1 1 calc R U . . .
H31B H 0.406557 0.410445 0.028891 0.027 Uiso 1 1 calc R U . . .
C48 C 0.8664(3) 0.5489(2) 0.9926(2) 0.0242(6) Uani 1 1 d . . . . .
H48A H 0.859561 0.612148 1.016632 0.029 Uiso 1 1 calc R U . . .
H48B H 0.956768 0.528083 1.019053 0.029 Uiso 1 1 calc R U . . .
C6 C 0.2415(3) 0.5236(2) 0.76632(19) 0.0178(5) Uani 1 1 d . . . . .
C7 C 0.2075(3) 0.6123(2) 0.78967(19) 0.0193(6) Uani 1 1 d . . . . .
H7 H 0.271206 0.653702 0.826457 0.023 Uiso 1 1 calc R U . . .
C54 C 0.3269(10) 0.7069(7) 0.0932(5) 0.028(3) Uani 0.55 1 d D . P A 1
C57 C 0.1995(9) 0.8030(8) 0.1919(8) 0.026(3) Uani 0.55 1 d D . P A 1
H57 H 0.157305 0.837533 0.225351 0.031 Uiso 0.55 1 calc R U P A 1
C53 C 0.1995(8) 0.7314(5) 0.0554(6) 0.0287(17) Uani 0.55 1 d D . P A 1
H53 H 0.154910 0.715041 -0.006000 0.034 Uiso 0.55 1 calc R U P A 1
C59 C 0.3968(15) 0.6556(10) 0.0385(8) 0.039(3) Uani 0.55 1 d D . P A 1
H59A H 0.339712 0.608252 0.000051 0.058 Uiso 0.55 1 calc R U P A 1
H59B H 0.473623 0.625023 0.079865 0.058 Uiso 0.55 1 calc R U P A 1
H59C H 0.421960 0.700551 0.000281 0.058 Uiso 0.55 1 calc R U P A 1
C52 C 0.1333(6) 0.7792(4) 0.1032(5) 0.0346(17) Uani 0.55 1 d D . P A 1
C56 C 0.3263(7) 0.7772(4) 0.2328(5) 0.0306(14) Uani 0.55 1 d D . P A 1
H56 H 0.370207 0.791759 0.294798 0.037 Uiso 0.55 1 calc R U P A 1
C55 C 0.3885(6) 0.7305(4) 0.1833(4) 0.0277(13) Uani 0.55 1 d D . P A 1
H55 H 0.476214 0.713933 0.211553 0.033 Uiso 0.55 1 calc R U P A 1
C58 C -0.0040(7) 0.8104(6) 0.0577(7) 0.048(2) Uani 0.55 1 d D . P A 1
H58A H -0.049951 0.806972 0.101225 0.072 Uiso 0.55 1 calc R U P A 1
H58B H -0.045992 0.769290 0.006034 0.072 Uiso 0.55 1 calc R U P A 1
H58C H -0.005226 0.875017 0.036394 0.072 Uiso 0.55 1 calc R U P A 1
C61 C 0.0813(15) 0.7458(9) 0.0365(10) 0.029(4) Uiso 0.27 1 d D . P B 2
H61 H -0.000994 0.740631 -0.008893 0.035 Uiso 0.27 1 calc R U P B 2
C62 C 0.1833(12) 0.7047(10) 0.0206(10) 0.022(3) Uiso 0.27 1 d D . P B 2
H62 H 0.172183 0.671695 -0.034164 0.026 Uiso 0.27 1 calc R U P B 2
C65 C 0.2118(17) 0.799(3) 0.179(2) 0.040(10) Uiso 0.27 1 d D . P B 2
H65 H 0.222136 0.829771 0.234798 0.048 Uiso 0.27 1 calc R U P B 2
C60 C 0.0910(17) 0.7944(10) 0.1145(10) 0.027(4) Uiso 0.27 1 d D . P B 2
C64 C 0.3184(15) 0.7605(10) 0.1658(9) 0.035(3) Uiso 0.27 1 d D . P B 2
H64 H 0.401181 0.766734 0.210475 0.042 Uiso 0.27 1 calc R U P B 2
C66 C -0.0243(12) 0.8430(8) 0.1278(10) 0.036(3) Uani 0.27 1 d D . P B 2
H66A H -0.029991 0.907543 0.105383 0.053 Uiso 0.27 1 calc R U P B 2
H66B H -0.013913 0.843573 0.192413 0.053 Uiso 0.27 1 calc R U P B 2
H66C H -0.103062 0.809114 0.094039 0.053 Uiso 0.27 1 calc R U P B 2
C67 C 0.417(3) 0.6727(19) 0.0677(16) 0.036(6) Uani 0.27 1 d D . P B 2
H67A H 0.387587 0.629774 0.015908 0.055 Uiso 0.27 1 calc R U P B 2
H67B H 0.470790 0.638593 0.121302 0.055 Uiso 0.27 1 calc R U P B 2
H67C H 0.466351 0.723756 0.053877 0.055 Uiso 0.27 1 calc R U P B 2
C63 C 0.302(2) 0.7126(16) 0.0861(10) 0.025(6) Uiso 0.27 1 d D . P B 2
C68 C 0.2599(19) 0.7849(9) 0.1809(12) 0.018(4) Uiso 0.18 1 d D . P C 3
C69 C 0.1358(17) 0.8134(13) 0.1694(15) 0.028(5) Uiso 0.18 1 d D . P C 3
H69 H 0.122390 0.842587 0.219879 0.034 Uiso 0.18 1 calc R U P C 3
C74 C 0.357(2) 0.8038(17) 0.2716(16) 0.049(7) Uiso 0.18 1 d D . P C 3
H74A H 0.319247 0.843903 0.306610 0.073 Uiso 0.18 1 calc R U P C 3
H74B H 0.431465 0.835397 0.264095 0.073 Uiso 0.18 1 calc R U P C 3
H74C H 0.384567 0.744429 0.303812 0.073 Uiso 0.18 1 calc R U P C 3
C71 C 0.0483(19) 0.7608(14) 0.0188(13) 0.025(5) Uiso 0.18 1 d D . P C 3
H71 H -0.021287 0.754570 -0.036643 0.030 Uiso 0.18 1 calc R U P C 3
C75 C 0.404(3) 0.710(2) 0.110(2) 0.053(7) Uiso 0.18 1 d D . P C 3
H75A H 0.437476 0.753184 0.074308 0.080 Uiso 0.18 1 calc R U P C 3
H75B H 0.399950 0.646789 0.085796 0.080 Uiso 0.18 1 calc R U P C 3
H75C H 0.461755 0.711178 0.173409 0.080 Uiso 0.18 1 calc R U P C 3
C73 C 0.272(2) 0.7415(15) 0.1052(13) 0.039(5) Uiso 0.18 1 d D . P C 3
C70 C 0.030(3) 0.8038(18) 0.0926(12) 0.031(6) Uiso 0.18 1 d D . P C 3
H70 H -0.051983 0.825739 0.090202 0.037 Uiso 0.18 1 calc R U P C 3
C72 C 0.1685(17) 0.727(2) 0.0266(18) 0.020(7) Uiso 0.18 1 d D . P C 3
H72 H 0.180330 0.693565 -0.022425 0.024 Uiso 0.18 1 calc R U P C 3


_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
Br18 C19 1.902(3) . ?
Br1 C2 1.905(3) . ?
Br35 C36 1.899(3) . ?
N33 C34 1.263(4) . ?
N33 C28 1.463(3) . ?
N16 C11 1.457(4) . ?
N16 C17 1.264(4) . ?
N26 C27 1.466(3) . ?
N26 C25 1.263(4) . ?
N50 C45 1.462(4) . ?
N50 C51 1.260(4) . ?
N43 C44 1.463(3) . ?
N43 C42 1.263(4) . ?
C34 H34 0.9500 . ?
C34 C40 1.481(4) . ?
N9 C8 1.258(4) . ?
N9 C10 1.462(3) . ?
C4 C3 1.392(4) . ?
C4 C8 1.469(4) . ?
C4 C5 1.403(4) . ?
C27 H27 1.0000 . ?
C27 C28 1.525(4) . ?
C27 C32 1.529(4) . ?
C45 H45 1.0000 . ?
C45 C44 1.533(4) . ?
C45 C46 1.533(4) . ?
C19 C20 1.392(4) . ?
C19 C24 1.376(4) . ?
C44 H44 1.0000 . ?
C44 C49 1.534(4) . ?
C51 H51 0.9500 . ?
C51 C6 1.481(4) . ?
C11 H11 1.0000 . ?
C11 C10 1.533(4) . ?
C11 C12 1.529(4) . ?
C42 H42 0.9500 . ?
C42 C38 1.477(4) . ?
C17 H17 0.9500 . ?
C17 C23 1.472(4) . ?
C3 H3 0.9500 . ?
C3 C2 1.381(4) . ?
C37 H37 0.9500 . ?
C37 C36 1.395(4) . ?
C37 C38 1.388(4) . ?
C23 C22 1.387(4) . ?
C23 C24 1.402(4) . ?
C8 H8 0.9500 . ?
C28 H28 1.0000 . ?
C28 C29 1.527(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.525(4) . ?
C15 C10 1.521(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.524(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(4) . ?
C22 H22 0.9500 . ?
C22 C21 1.395(4) . ?
C10 H10 1.0000 . ?
C40 C39 1.386(4) . ?
C40 C41 1.406(4) . ?
C25 H25 0.9500 . ?
C25 C21 1.475(4) . ?
C24 H24 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.531(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.526(4) . ?
C36 C41 1.376(4) . ?
C39 H39 0.9500 . ?
C39 C38 1.400(4) . ?
C2 C7 1.367(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(4) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C48 1.524(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C29 1.528(4) . ?
C30 C31 1.524(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.515(4) . ?
C41 H41 0.9500 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.531(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C6 C7 1.404(4) . ?
C7 H7 0.9500 . ?
C54 C53 1.376(9) . ?
C54 C59 1.523(14) . ?
C54 C55 1.385(8) . ?
C57 H57 0.9500 . ?
C57 C52 1.376(9) . ?
C57 C56 1.381(8) . ?
C53 H53 0.9500 . ?
C53 C52 1.391(8) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C52 C58 1.510(9) . ?
C56 H56 0.9500 . ?
C56 C55 1.372(7) . ?
C55 H55 0.9500 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 H61 0.9500 . ?
C61 C62 1.368(11) . ?
C61 C60 1.378(11) . ?
C62 H62 0.9500 . ?
C62 C63 1.370(12) . ?
C65 H65 0.9500 . ?
C65 C60 1.378(12) . ?
C65 C64 1.378(13) . ?
C60 C66 1.527(17) . ?
C64 H64 0.9500 . ?
C64 C63 1.381(12) . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C67 C63 1.51(2) . ?
C68 C69 1.384(13) . ?
C68 C74 1.49(2) . ?
C68 C73 1.383(13) . ?
C69 H69 0.9500 . ?
C69 C70 1.371(14) . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C71 H71 0.9500 . ?
C71 C70 1.382(14) . ?
C71 C72 1.381(14) . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C75 C73 1.51(2) . ?
C73 C72 1.384(14) . ?
C70 H70 0.9500 . ?
C72 H72 0.9500 . ?

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
C34 N33 C28 118.9(2) . . ?
C17 N16 C11 116.0(2) . . ?
C25 N26 C27 117.2(2) . . ?
C51 N50 C45 118.2(2) . . ?
C42 N43 C44 116.3(2) . . ?
N33 C34 H34 119.1 . . ?
N33 C34 C40 121.8(2) . . ?
C40 C34 H34 119.1 . . ?
C8 N9 C10 117.0(2) . . ?
C3 C4 C8 118.7(3) . . ?
C3 C4 C5 119.2(3) . . ?
C5 C4 C8 122.1(3) . . ?
N26 C27 H27 109.3 . . ?
N26 C27 C28 110.1(2) . . ?
N26 C27 C32 107.1(2) . . ?
C28 C27 H27 109.3 . . ?
C28 C27 C32 111.7(2) . . ?
C32 C27 H27 109.3 . . ?
N50 C45 H45 109.8 . . ?
N50 C45 C44 109.1(2) . . ?
N50 C45 C46 107.8(2) . . ?
C44 C45 H45 109.8 . . ?
C46 C45 H45 109.8 . . ?
C46 C45 C44 110.7(2) . . ?
C20 C19 Br18 118.1(2) . . ?
C24 C19 Br18 119.2(2) . . ?
C24 C19 C20 122.6(2) . . ?
N43 C44 C45 110.1(2) . . ?
N43 C44 H44 109.3 . . ?
N43 C44 C49 108.0(2) . . ?
C45 C44 H44 109.3 . . ?
C45 C44 C49 110.8(2) . . ?
C49 C44 H44 109.3 . . ?
N50 C51 H51 119.0 . . ?
N50 C51 C6 121.9(3) . . ?
C6 C51 H51 119.0 . . ?
N16 C11 H11 108.9 . . ?
N16 C11 C10 110.9(2) . . ?
N16 C11 C12 109.4(2) . . ?
C10 C11 H11 108.9 . . ?
C12 C11 H11 108.9 . . ?
C12 C11 C10 109.8(2) . . ?
N43 C42 H42 118.3 . . ?
N43 C42 C38 123.4(2) . . ?
C38 C42 H42 118.3 . . ?
N16 C17 H17 118.4 . . ?
N16 C17 C23 123.3(3) . . ?
C23 C17 H17 118.4 . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C38 C37 C36 118.9(3) . . ?
C22 C23 C17 117.3(2) . . ?
C22 C23 C24 119.9(2) . . ?
C24 C23 C17 122.4(2) . . ?
N9 C8 C4 123.2(3) . . ?
N9 C8 H8 118.4 . . ?
C4 C8 H8 118.4 . . ?
N33 C28 C27 108.4(2) . . ?
N33 C28 H28 109.5 . . ?
N33 C28 C29 109.2(2) . . ?
C27 C28 H28 109.5 . . ?
C27 C28 C29 110.6(2) . . ?
C29 C28 H28 109.5 . . ?
H15A C15 H15B 108.0 . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C10 C15 H15A 109.3 . . ?
C10 C15 H15B 109.3 . . ?
C10 C15 C14 111.5(2) . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C13 C14 C15 111.1(2) . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 119.0(2) . . ?
C21 C20 H20 120.5 . . ?
C23 C22 H22 119.5 . . ?
C23 C22 C21 121.0(3) . . ?
C21 C22 H22 119.5 . . ?
N9 C10 C11 108.8(2) . . ?
N9 C10 C15 109.9(2) . . ?
N9 C10 H10 109.6 . . ?
C11 C10 H10 109.6 . . ?
C15 C10 C11 109.4(2) . . ?
C15 C10 H10 109.6 . . ?
C39 C40 C34 120.7(2) . . ?
C39 C40 C41 119.6(3) . . ?
C41 C40 C34 119.7(2) . . ?
N26 C25 H25 119.3 . . ?
N26 C25 C21 121.4(2) . . ?
C21 C25 H25 119.3 . . ?
C20 C21 C22 119.2(2) . . ?
C20 C21 C25 120.0(2) . . ?
C22 C21 C25 120.8(2) . . ?
C19 C24 C23 118.2(2) . . ?
C19 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C11 C12 C13 111.4(2) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C27 C32 H32A 109.0 . . ?
C27 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C31 C32 C27 113.1(2) . . ?
C31 C32 H32A 109.0 . . ?
C31 C32 H32B 109.0 . . ?
C37 C36 Br35 118.2(2) . . ?
C41 C36 Br35 119.8(2) . . ?
C41 C36 C37 122.0(3) . . ?
C40 C39 H39 119.6 . . ?
C40 C39 C38 120.7(3) . . ?
C38 C39 H39 119.6 . . ?
C3 C2 Br1 118.0(2) . . ?
C7 C2 Br1 119.6(2) . . ?
C7 C2 C3 122.4(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C44 C49 H49A 109.1 . . ?
C44 C49 H49B 109.1 . . ?
H49A C49 H49B 107.9 . . ?
C48 C49 C44 112.3(2) . . ?
C48 C49 H49A 109.1 . . ?
C48 C49 H49B 109.1 . . ?
C14 C13 C12 110.1(2) . . ?
C14 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
C12 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
H30A C30 H30B 108.0 . . ?
C29 C30 H30A 109.4 . . ?
C29 C30 H30B 109.4 . . ?
C31 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C31 C30 C29 111.2(2) . . ?
C28 C29 C30 112.1(2) . . ?
C28 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
C30 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C45 C46 H46A 109.2 . . ?
C45 C46 H46B 109.2 . . ?
H46A C46 H46B 107.9 . . ?
C47 C46 C45 112.0(2) . . ?
C47 C46 H46A 109.2 . . ?
C47 C46 H46B 109.2 . . ?
C40 C41 H41 120.5 . . ?
C36 C41 C40 119.0(3) . . ?
C36 C41 H41 120.5 . . ?
C37 C38 C42 117.5(2) . . ?
C37 C38 C39 119.8(2) . . ?
C39 C38 C42 122.7(2) . . ?
C46 C47 H47A 109.7 . . ?
C46 C47 H47B 109.7 . . ?
C46 C47 C48 110.0(2) . . ?
H47A C47 H47B 108.2 . . ?
C48 C47 H47A 109.7 . . ?
C48 C47 H47B 109.7 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C30 C31 C32 110.8(2) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C49 C48 C47 110.3(2) . . ?
C49 C48 H48A 109.6 . . ?
C49 C48 H48B 109.6 . . ?
C47 C48 H48A 109.6 . . ?
C47 C48 H48B 109.6 . . ?
H48A C48 H48B 108.1 . . ?
C5 C6 C51 120.2(3) . . ?
C5 C6 C7 120.1(3) . . ?
C7 C6 C51 119.7(3) . . ?
C2 C7 C6 118.7(3) . . ?
C2 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C53 C54 C59 121.4(8) . . ?
C53 C54 C55 117.1(9) . . ?
C55 C54 C59 121.5(9) . . ?
C52 C57 H57 119.6 . . ?
C52 C57 C56 120.9(10) . . ?
C56 C57 H57 119.6 . . ?
C54 C53 H53 118.6 . . ?
C54 C53 C52 122.8(8) . . ?
C52 C53 H53 118.6 . . ?
C54 C59 H59A 109.5 . . ?
C54 C59 H59B 109.5 . . ?
C54 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C52 C53 117.9(8) . . ?
C57 C52 C58 120.7(8) . . ?
C53 C52 C58 121.3(8) . . ?
C57 C56 H56 120.3 . . ?
C55 C56 C57 119.5(8) . . ?
C55 C56 H56 120.3 . . ?
C54 C55 H55 119.1 . . ?
C56 C55 C54 121.8(7) . . ?
C56 C55 H55 119.1 . . ?
C52 C58 H58A 109.5 . . ?
C52 C58 H58B 109.5 . . ?
C52 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C61 H61 118.1 . . ?
C62 C61 C60 123.9(16) . . ?
C60 C61 H61 118.1 . . ?
C61 C62 H62 121.0 . . ?
C61 C62 C63 117.9(17) . . ?
C63 C62 H62 121.0 . . ?
C60 C65 H65 118.7 . . ?
C60 C65 C64 123(2) . . ?
C64 C65 H65 118.7 . . ?
C61 C60 C66 122.2(15) . . ?
C65 C60 C61 116.0(19) . . ?
C65 C60 C66 121.8(13) . . ?
C65 C64 H64 120.8 . . ?
C65 C64 C63 118(2) . . ?
C63 C64 H64 120.8 . . ?
C60 C66 H66A 109.5 . . ?
C60 C66 H66B 109.5 . . ?
C60 C66 H66C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
H67A C67 H67B 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C63 C67 H67A 109.5 . . ?
C63 C67 H67B 109.5 . . ?
C63 C67 H67C 109.5 . . ?
C62 C63 C64 121(2) . . ?
C62 C63 C67 118.8(16) . . ?
C64 C63 C67 119.9(16) . . ?
C69 C68 C74 115.8(18) . . ?
C73 C68 C69 113.4(19) . . ?
C73 C68 C74 131(2) . . ?
C68 C69 H69 116.6 . . ?
C70 C69 C68 127(2) . . ?
C70 C69 H69 116.6 . . ?
C68 C74 H74A 109.5 . . ?
C68 C74 H74B 109.5 . . ?
C68 C74 H74C 109.5 . . ?
H74A C74 H74B 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C70 C71 H71 120.3 . . ?
C72 C71 H71 120.3 . . ?
C72 C71 C70 119(2) . . ?
H75A C75 H75B 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C73 C75 H75A 109.5 . . ?
C73 C75 H75B 109.5 . . ?
C73 C75 H75C 109.5 . . ?
C68 C73 C75 117(2) . . ?
C68 C73 C72 123(2) . . ?
C72 C73 C75 119.8(19) . . ?
C69 C70 C71 117(2) . . ?
C69 C70 H70 121.4 . . ?
C71 C70 H70 121.4 . . ?
C71 C72 C73 120(3) . . ?
C71 C72 H72 119.8 . . ?
C73 C72 H72 119.8 . . ?

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
Br18 C19 C20 C21 -179.23(19) . . . . ?
Br18 C19 C24 C23 178.9(2) . . . . ?
Br1 C2 C7 C6 -179.3(2) . . . . ?
Br35 C36 C41 C40 -177.8(2) . . . . ?
N33 C34 C40 C39 173.6(3) . . . . ?
N33 C34 C40 C41 -3.3(4) . . . . ?
N33 C28 C29 C30 -174.9(2) . . . . ?
N16 C11 C10 N9 -60.4(3) . . . . ?
N16 C11 C10 C15 179.5(2) . . . . ?
N16 C11 C12 C13 179.6(2) . . . . ?
N16 C17 C23 C22 -162.9(3) . . . . ?
N16 C17 C23 C24 9.6(4) . . . . ?
N26 C27 C28 N33 -68.0(3) . . . . ?
N26 C27 C28 C29 172.3(2) . . . . ?
N26 C27 C32 C31 -173.9(2) . . . . ?
N26 C25 C21 C20 -173.4(3) . . . . ?
N26 C25 C21 C22 3.6(4) . . . . ?
N50 C45 C44 N43 -68.8(3) . . . . ?
N50 C45 C44 C49 171.8(2) . . . . ?
N50 C45 C46 C47 -175.5(2) . . . . ?
N50 C51 C6 C5 173.5(3) . . . . ?
N50 C51 C6 C7 -6.5(4) . . . . ?
N43 C44 C49 C48 -175.2(2) . . . . ?
N43 C42 C38 C37 -171.7(3) . . . . ?
N43 C42 C38 C39 7.7(4) . . . . ?
C34 N33 C28 C27 117.5(3) . . . . ?
C34 N33 C28 C29 -121.9(3) . . . . ?
C34 C40 C39 C38 -175.7(2) . . . . ?
C34 C40 C41 C36 175.1(2) . . . . ?
C4 C3 C2 Br1 -179.9(2) . . . . ?
C4 C3 C2 C7 0.7(4) . . . . ?
C4 C5 C6 C51 -179.3(3) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C27 N26 C25 C21 172.8(2) . . . . ?
C27 C28 C29 C30 -55.7(3) . . . . ?
C27 C32 C31 C30 53.3(3) . . . . ?
C45 N50 C51 C6 176.2(2) . . . . ?
C45 C44 C49 C48 -54.5(3) . . . . ?
C45 C46 C47 C48 58.0(3) . . . . ?
C19 C20 C21 C22 -0.5(4) . . . . ?
C19 C20 C21 C25 176.6(2) . . . . ?
C44 N43 C42 C38 174.0(2) . . . . ?
C44 C45 C46 C47 -56.3(3) . . . . ?
C44 C49 C48 C47 56.3(3) . . . . ?
C51 N50 C45 C44 130.7(3) . . . . ?
C51 N50 C45 C46 -109.1(3) . . . . ?
C51 C6 C7 C2 179.2(3) . . . . ?
C11 N16 C17 C23 172.1(2) . . . . ?
C11 C12 C13 C14 56.4(3) . . . . ?
C42 N43 C44 C45 138.4(2) . . . . ?
C42 N43 C44 C49 -100.5(3) . . . . ?
C17 N16 C11 C10 113.5(3) . . . . ?
C17 N16 C11 C12 -125.3(3) . . . . ?
C17 C23 C22 C21 169.6(2) . . . . ?
C17 C23 C24 C19 -171.2(2) . . . . ?
C3 C4 C8 N9 -178.9(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C3 C2 C7 C6 0.0(4) . . . . ?
C37 C36 C41 C40 0.7(4) . . . . ?
C23 C22 C21 C20 2.7(4) . . . . ?
C23 C22 C21 C25 -174.4(3) . . . . ?
C8 N9 C10 C11 113.4(3) . . . . ?
C8 N9 C10 C15 -126.8(3) . . . . ?
C8 C4 C3 C2 179.5(3) . . . . ?
C8 C4 C5 C6 179.8(3) . . . . ?
C28 N33 C34 C40 -177.7(2) . . . . ?
C28 C27 C32 C31 -53.2(3) . . . . ?
C15 C14 C13 C12 -55.0(3) . . . . ?
C14 C15 C10 N9 -177.7(2) . . . . ?
C14 C15 C10 C11 -58.3(3) . . . . ?
C20 C19 C24 C23 1.2(4) . . . . ?
C22 C23 C24 C19 1.1(4) . . . . ?
C10 N9 C8 C4 179.9(2) . . . . ?
C10 C11 C12 C13 -58.5(3) . . . . ?
C10 C15 C14 C13 57.0(3) . . . . ?
C40 C39 C38 C42 -178.8(2) . . . . ?
C40 C39 C38 C37 0.6(4) . . . . ?
C25 N26 C27 C28 135.1(3) . . . . ?
C25 N26 C27 C32 -103.3(3) . . . . ?
C24 C19 C20 C21 -1.5(4) . . . . ?
C24 C23 C22 C21 -3.0(4) . . . . ?
C12 C11 C10 N9 178.7(2) . . . . ?
C12 C11 C10 C15 58.6(3) . . . . ?
C32 C27 C28 N33 173.1(2) . . . . ?
C32 C27 C28 C29 53.4(3) . . . . ?
C36 C37 C38 C42 177.7(2) . . . . ?
C36 C37 C38 C39 -1.8(4) . . . . ?
C39 C40 C41 C36 -1.9(4) . . . . ?
C5 C4 C3 C2 -0.8(4) . . . . ?
C5 C4 C8 N9 1.5(4) . . . . ?
C5 C6 C7 C2 -0.7(4) . . . . ?
C29 C30 C31 C32 -54.3(3) . . . . ?
C46 C45 C44 N43 172.8(2) . . . . ?
C46 C45 C44 C49 53.3(3) . . . . ?
C46 C47 C48 C49 -57.3(3) . . . . ?
C41 C40 C39 C38 1.3(4) . . . . ?
C38 C37 C36 Br35 179.7(2) . . . . ?
C38 C37 C36 C41 1.2(4) . . . . ?
C31 C30 C29 C28 56.6(3) . . . . ?
C54 C53 C52 C57 0.4(11) . . . . ?
C54 C53 C52 C58 176.1(7) . . . . ?
C57 C56 C55 C54 -1.1(10) . . . . ?
C53 C54 C55 C56 -0.7(11) . . . . ?
C59 C54 C53 C52 -179.2(8) . . . . ?
C59 C54 C55 C56 179.6(8) . . . . ?
C52 C57 C56 C55 2.5(14) . . . . ?
C56 C57 C52 C53 -2.2(14) . . . . ?
C56 C57 C52 C58 -177.9(8) . . . . ?
C55 C54 C53 C52 1.0(11) . . . . ?
C61 C62 C63 C64 0(2) . . . . ?
C61 C62 C63 C67 -176.5(16) . . . . ?
C62 C61 C60 C65 -1(3) . . . . ?
C62 C61 C60 C66 177.2(12) . . . . ?
C65 C64 C63 C62 1(3) . . . . ?
C65 C64 C63 C67 178(2) . . . . ?
C60 C61 C62 C63 -0.2(16) . . . . ?
C60 C65 C64 C63 -2(4) . . . . ?
C64 C65 C60 C61 2(4) . . . . ?
C64 C65 C60 C66 -176(2) . . . . ?
C68 C69 C70 C71 0(3) . . . . ?
C68 C73 C72 C71 4(4) . . . . ?
C69 C68 C73 C75 178.2(17) . . . . ?
C69 C68 C73 C72 -1(3) . . . . ?
C74 C68 C69 C70 -180.0(19) . . . . ?
C74 C68 C73 C75 -3(3) . . . . ?
C74 C68 C73 C72 177.6(18) . . . . ?
C75 C73 C72 C71 -176(2) . . . . ?
C73 C68 C69 C70 -1(2) . . . . ?
C70 C71 C72 C73 -4(3) . . . . ?
C72 C71 C70 C69 2(3) . . . . ?

_olex2_date_sample_data_collection 2022-03-03
_olex2_submission_original_sample_id 'AMS391 Xylene Pet 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.231
_oxdiff_exptl_absorpt_empirical_full_min 0.821
####################################################################### 
# 
# 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_33-rr_desolv_w0077_ams337-3_meoh_100k_1
_database_code_depnum_ccdc_archive 'CCDC 2312777'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2022-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6'
_chemical_formula_sum            'C42 H45 Br3 N6'
_chemical_formula_weight         873.57
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H45 N6 Br3'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.5723(3)
_cell_length_b                   18.9659(3)
_cell_length_c                   14.9238(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.9080(10)
_cell_angle_gamma                90
_cell_volume                     4122.31(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    44387
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      27.7610
_cell_measurement_theta_min      1.7200
_shelx_estimated_absorpt_T_max   0.706
_shelx_estimated_absorpt_T_min   0.400
_exptl_absorpt_coefficient_mu    2.972
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.171
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 25 -1 0.1431
-10 11 17 0.1034
-9 -24 3 0.1460
8 -15 -16 0.1184
2 26 5 0.1603
15 -4 13 0.0471
-15 6 -13 0.0722

_exptl_crystal_preparation       
'Slow evaporation of a methanol solution followed by annealing under the cryostream at 375 K for 15 minutes.'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.377
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.126
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7.4634 24.9145 -0.6523 -0.2244 -0.2881 0.9309
-10.0884 10.6055 16.6665 0.5244 0.6723 0.5225
-9.1744 -23.6228 3.2983 0.3109 0.3989 -0.8627
7.9828 -15.1256 -15.5882 -0.4486 -0.5750 -0.6842
2.2278 25.7310 5.2303 0.0256 -0.0194 0.9995
15.4504 -4.4571 12.8699 -0.7835 0.6111 0.1130
-15.3989 5.5008 -12.6915 0.7864 -0.6133 -0.0732

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            145655
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.321
_diffrn_reflns_theta_min         1.737
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00  80.00   1.00    4.00    --   -8.90  23.00-158.00  178
  2  ω    -98.00  26.00   1.00    4.00    --   -8.90 -57.00 -30.00  124
  3  ω    -44.00  80.00   1.00    4.00    --   -8.90  57.00 -60.00  124
  4  ω    -98.00  26.00   1.00    4.00    --   -8.90 -57.00-120.00  124
  5  ω    -46.00  80.00   1.00    4.00    --   -8.90  68.00   0.00  126
  6  ω    -98.00  80.00   1.00    4.00    --   -8.90   0.00-180.00  178
  7  ω    -54.00  80.00   1.00    4.00    --   -8.90  38.00-120.00  134
  8  ω    -98.00  24.00   1.00    4.00    --   -8.90 -68.00-180.00  122
  9  ω    -98.00  26.00   1.00    4.00    --   -8.90 -57.00  90.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0481981000
_diffrn_orient_matrix_UB_12      0.0053996000
_diffrn_orient_matrix_UB_13      -0.0011447000
_diffrn_orient_matrix_UB_21      -0.0014500000
_diffrn_orient_matrix_UB_22      -0.0099322000
_diffrn_orient_matrix_UB_23      0.0457806000
_diffrn_orient_matrix_UB_31      0.0068937000
_diffrn_orient_matrix_UB_32      0.0356355000
_diffrn_orient_matrix_UB_33      0.0128463000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_reflns_Friedel_coverage         0.926
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                17354
_reflns_number_total             20267
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.198
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.002(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     919
_refine_ls_number_reflns         20267
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0755
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1138P)²+10.3415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1757
_refine_ls_wR_factor_ref         0.1829
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

This structure was obtained through a single-crystal-to-single-crystal
desolvation of the methanol solvated crystal by annealing under the
cryostream at 375 K. The transformation proceeds with retention of
crystallographic symmetry, with two crystallographically unique RR-[3+3]
macrocycles comprising the asymmetric unit. but with a concomittant 
reduction of the crystallographic b-axis and volume. A separate PLATON 
Squeeze analysis revealed 164 A^3 of accessible void space but a residual
electron count of  only 6 per unit cell confirming the complete removal 
of methanol from the crystal. An additional gaussian numerical absorption
correction was applied due to the large size of the crystal. No restraints
were applied to the model and all non-H atoms refined anisotropically.
All H-atoms in the structure were placed in calculated positions and
refined using a riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C28(H28), C44(H44), C10(H10), C96(H96), C79(H79), C27(H27), C95(H95),
 C78(H78), C11(H11), C45(H45), C62(H62), C61(H61)
2.b Secondary CH2 refined with riding coordinates:
 C98(H98A,H98B), C13(H13A,H13B), C15(H15A,H15B), C100(H10A,H10B), C99(H99A,
 H99B), C83(H83A,H83B), C97(H97A,H97B), C12(H12A,H12B), C29(H29A,H29B),
 C14(H14A,H14B), C32(H32A,H32B), C81(H81A,H81B), C82(H82A,H82B), C46(H46A,H46B),
  C31(H31A,H31B), C80(H80A,H80B), C30(H30A,H30B), C49(H49A,H49B), C47(H47A,
 H47B), C48(H48A,H48B), C64(H64A,H64B), C63(H63A,H63B), C66(H66A,H66B),
 C65(H65A,H65B)
2.c Aromatic/amide H refined with riding coordinates:
 C102(H102), C17(H17), C8(H8), C24(H24), C90(H90), C76(H76), C93(H93),
 C25(H25), C68(H68), C20(H20), C39(H39), C92(H92), C34(H34), C71(H71), C75(H75),
  C37(H37), C56(H56), C59(H59), C85(H85), C58(H58), C88(H88), C5(H5), C41(H41),
 C51(H51), C22(H22), C42(H42), C54(H54), C7(H7), C73(H73), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br18 Br 1.16484(6) 0.56945(5) 0.84985(6) 0.0262(2) Uani 1 1 d . . . . .
Br86 Br -0.00920(6) 0.38651(5) 1.15979(6) 0.0248(2) Uani 1 1 d . . . . .
Br35 Br 0.60830(7) 0.65236(5) 0.80473(6) 0.0277(2) Uani 1 1 d . . . . .
Br1 Br 0.91331(7) 0.63457(5) 0.29137(7) 0.0297(2) Uani 1 1 d . . . . .
Br69 Br 0.42123(8) 0.29056(5) 0.76577(7) 0.0310(2) Uani 1 1 d . . . . .
Br52 Br -0.14165(7) 0.41544(6) 0.60757(7) 0.0309(2) Uani 1 1 d . . . . .
N9 N 1.0770(5) 0.3379(4) 0.4388(5) 0.0217(16) Uani 1 1 d . . . . .
N101 N -0.1276(5) 0.6878(4) 0.8672(5) 0.0226(16) Uani 1 1 d . . . . .
N26 N 0.8630(5) 0.3326(4) 0.9381(5) 0.0203(15) Uani 1 1 d . . . . .
N94 N -0.0738(5) 0.6586(4) 1.0509(5) 0.0208(15) Uani 1 1 d . . . . .
N50 N 0.6617(5) 0.4243(4) 0.3392(5) 0.0226(16) Uani 1 1 d . . . . .
N77 N 0.4704(5) 0.5241(4) 0.9773(5) 0.0229(16) Uani 1 1 d . . . . .
N43 N 0.5455(5) 0.4207(5) 0.4925(5) 0.0243(16) Uani 1 1 d . . . . .
N16 N 1.1535(5) 0.3338(4) 0.6218(5) 0.0187(15) Uani 1 1 d . . . . .
N67 N 0.3197(6) 0.5882(5) 0.5748(6) 0.0277(18) Uani 1 1 d . . . . .
N60 N 0.1264(6) 0.6150(5) 0.5353(6) 0.0268(17) Uani 1 1 d . . . . .
C102 C -0.1461(6) 0.6265(5) 0.8394(6) 0.0223(18) Uani 1 1 d . . . . .
H102 H -0.190260 0.599424 0.869772 0.027 Uiso 1 1 calc R . . . .
N84 N 0.3561(5) 0.5760(4) 1.1213(5) 0.0226(15) Uani 1 1 d . . . . .
N33 N 0.6789(5) 0.3800(5) 0.9020(5) 0.0234(16) Uani 1 1 d . . . . .
C17 C 1.0850(6) 0.3303(5) 0.6706(6) 0.0187(17) Uani 1 1 d . . . . .
H17 H 1.042951 0.292764 0.659950 0.022 Uiso 1 1 calc R . . . .
C8 C 1.0763(6) 0.4017(5) 0.4137(6) 0.0223(19) Uani 1 1 d . . . . .
H8 H 1.132443 0.427084 0.412533 0.027 Uiso 1 1 calc R . . . .
C57 C -0.1015(7) 0.5952(5) 0.7613(6) 0.0235(19) Uani 1 1 d . . . . .
C28 C 0.6984(6) 0.3153(5) 0.9521(6) 0.0209(18) Uani 1 1 d . . . . .
H28 H 0.702278 0.274673 0.909728 0.025 Uiso 1 1 calc R . . . .
C91 C 0.2018(6) 0.5296(5) 1.1270(6) 0.0202(17) Uani 1 1 d . . . . .
C24 C 1.1174(6) 0.4422(5) 0.7576(6) 0.0198(17) Uani 1 1 d . . . . .
H24 H 1.166182 0.453661 0.719570 0.024 Uiso 1 1 calc R . . . .
C87 C 0.0562(6) 0.4706(5) 1.1386(6) 0.0204(17) Uani 1 1 d . . . . .
C90 C 0.1551(6) 0.5916(5) 1.1055(6) 0.0215(18) Uani 1 1 d . . . . .
H90 H 0.188839 0.633575 1.095342 0.026 Uiso 1 1 calc R . . . .
C76 C 0.4355(6) 0.5482(5) 0.9050(6) 0.0206(18) Uani 1 1 d . . . . .
H76 H 0.426735 0.597674 0.899644 0.025 Uiso 1 1 calc R . . . .
C93 C 0.0117(6) 0.6589(5) 1.0698(6) 0.0219(18) Uani 1 1 d . . . . .
H93 H 0.045451 0.701556 1.065616 0.026 Uiso 1 1 calc R . . . .
C25 C 0.9009(6) 0.3929(5) 0.9337(5) 0.0187(16) Uani 1 1 d . . . . .
H25 H 0.880841 0.429256 0.972229 0.022 Uiso 1 1 calc R . . . .
C68 C 0.3181(6) 0.5224(5) 0.5898(6) 0.0222(18) Uani 1 1 d . . . . .
H68 H 0.293854 0.492049 0.544204 0.027 Uiso 1 1 calc R . . . .
C23 C 1.0652(6) 0.3806(5) 0.7434(6) 0.0183(16) Uani 1 1 d . . . . .
C19 C 1.0961(6) 0.4857(5) 0.8283(6) 0.0209(17) Uani 1 1 d . . . . .
C20 C 1.0255(6) 0.4710(5) 0.8846(6) 0.0199(17) Uani 1 1 d . . . . .
H20 H 1.011582 0.502518 0.931667 0.024 Uiso 1 1 calc R . . . .
C44 C 0.5092(6) 0.4184(5) 0.3999(6) 0.0242(18) Uani 1 1 d . . . . .
H44 H 0.499115 0.467493 0.377215 0.029 Uiso 1 1 calc R . . . .
C39 C 0.6140(6) 0.4295(5) 0.6734(6) 0.0217(18) Uani 1 1 d . . . . .
H39 H 0.614433 0.384072 0.646519 0.026 Uiso 1 1 calc R . . . .
C4 C 0.9897(7) 0.4372(5) 0.3860(6) 0.0221(18) Uani 1 1 d . . . . .
C10 C 1.1648(6) 0.3054(5) 0.4613(6) 0.0214(18) Uani 1 1 d . . . . .
H10 H 1.215437 0.340648 0.456220 0.026 Uiso 1 1 calc R . . . .
C92 C 0.1508(6) 0.4688(5) 1.1446(6) 0.0215(18) Uani 1 1 d . . . . .
H92 H 0.181448 0.426200 1.160817 0.026 Uiso 1 1 calc R . . . .
C34 C 0.6612(6) 0.3752(5) 0.8188(6) 0.0214(18) Uani 1 1 d . . . . .
H34 H 0.662841 0.330241 0.790869 0.026 Uiso 1 1 calc R . . . .
C71 C 0.4197(6) 0.4291(5) 0.8344(6) 0.0213(18) Uani 1 1 d . . . . .
H71 H 0.441998 0.407861 0.888458 0.026 Uiso 1 1 calc R . . . .
C55 C 0.0112(7) 0.5989(5) 0.6453(6) 0.0246(19) Uani 1 1 d . . . . .
C98 C -0.2797(7) 0.8145(5) 0.9914(7) 0.027(2) Uani 1 1 d . . . . .
H98A H -0.306429 0.860231 0.972218 0.033 Uiso 1 1 calc R . . . .
H98B H -0.330565 0.782666 1.007085 0.033 Uiso 1 1 calc R . . . .
C13 C 1.2641(7) 0.1743(5) 0.5134(7) 0.029(2) Uani 1 1 d . . . . .
H13A H 1.322773 0.149756 0.527582 0.034 Uiso 1 1 calc R . . . .
H13B H 1.213503 0.140180 0.520685 0.034 Uiso 1 1 calc R . . . .
C15 C 1.1776(7) 0.2445(6) 0.3948(6) 0.027(2) Uani 1 1 d . . . . .
H15A H 1.122870 0.213661 0.395058 0.033 Uiso 1 1 calc R . . . .
H15B H 1.182375 0.264134 0.333683 0.033 Uiso 1 1 calc R . . . .
C100 C -0.1688(6) 0.7570(5) 1.1010(7) 0.0242(19) Uani 1 1 d . . . . .
H10A H -0.215468 0.722406 1.119140 0.029 Uiso 1 1 calc R . . . .
H10B H -0.126688 0.765840 1.153235 0.029 Uiso 1 1 calc R . . . .
C75 C 0.3635(6) 0.4180(5) 0.6803(6) 0.0222(18) Uani 1 1 d . . . . .
H75 H 0.347421 0.388737 0.630505 0.027 Uiso 1 1 calc R . . . .
C96 C -0.1788(6) 0.7132(5) 0.9425(6) 0.0201(17) Uani 1 1 d . . . . .
H96 H -0.226069 0.677431 0.958439 0.024 Uiso 1 1 calc R . . . .
C79 C 0.4537(6) 0.5607(5) 1.1324(6) 0.0216(18) Uani 1 1 d . . . . .
H79 H 0.461639 0.509935 1.149072 0.026 Uiso 1 1 calc R . . . .
C99 C -0.2158(7) 0.8254(5) 1.0732(7) 0.029(2) Uani 1 1 d . . . . .
H99A H -0.168828 0.861114 1.059189 0.035 Uiso 1 1 calc R . . . .
H99B H -0.251598 0.843478 1.123557 0.035 Uiso 1 1 calc R . . . .
C70 C 0.3985(6) 0.3887(5) 0.7600(6) 0.0210(17) Uani 1 1 d . . . . .
C27 C 0.7906(6) 0.3249(5) 1.0033(6) 0.0210(18) Uani 1 1 d . . . . .
H27 H 0.788006 0.368703 1.040321 0.025 Uiso 1 1 calc R . . . .
C38 C 0.5893(6) 0.4885(5) 0.6225(6) 0.0215(18) Uani 1 1 d . . . . .
C53 C -0.0942(6) 0.5025(5) 0.6517(6) 0.0239(19) Uani 1 1 d . . . . .
C74 C 0.3524(6) 0.4907(5) 0.6750(6) 0.0198(17) Uani 1 1 d . . . . .
C89 C 0.0595(6) 0.5929(5) 1.0986(6) 0.0210(18) Uani 1 1 d . . . . .
C83 C 0.6070(6) 0.5640(5) 1.0590(7) 0.027(2) Uani 1 1 d . . . . .
H83A H 0.619693 0.513852 1.072987 0.032 Uiso 1 1 calc R . . . .
H83B H 0.638051 0.575910 1.003029 0.032 Uiso 1 1 calc R . . . .
C40 C 0.6380(6) 0.4375(5) 0.7641(6) 0.0206(18) Uani 1 1 d . . . . .
C97 C -0.2266(6) 0.7823(5) 0.9145(7) 0.0230(18) Uani 1 1 d . . . . .
H97A H -0.179933 0.816477 0.894868 0.028 Uiso 1 1 calc R . . . .
H97B H -0.269494 0.773148 0.862968 0.028 Uiso 1 1 calc R . . . .
C37 C 0.5892(6) 0.5550(5) 0.6614(6) 0.0237(19) Uani 1 1 d . . . . .
H37 H 0.572686 0.595361 0.626761 0.028 Uiso 1 1 calc R . . . .
C56 C -0.0283(6) 0.6286(5) 0.7202(6) 0.0221(18) Uani 1 1 d . . . . .
H56 H -0.005377 0.672002 0.743608 0.026 Uiso 1 1 calc R . . . .
C59 C 0.0881(6) 0.6363(5) 0.6049(6) 0.0257(19) Uani 1 1 d . . . . .
H59 H 0.109868 0.678509 0.632578 0.031 Uiso 1 1 calc R . . . .
C85 C 0.3028(6) 0.5245(5) 1.1321(6) 0.0216(18) Uani 1 1 d . . . . .
H85 H 0.329329 0.479588 1.144350 0.026 Uiso 1 1 calc R . . . .
C95 C -0.1142(6) 0.7265(5) 1.0237(6) 0.0210(18) Uani 1 1 d . . . . .
H95 H -0.064703 0.760100 1.007168 0.025 Uiso 1 1 calc R . . . .
C21 C 0.9744(6) 0.4089(5) 0.8716(6) 0.0187(16) Uani 1 1 d . . . . .
C58 C -0.1336(6) 0.5315(5) 0.7265(6) 0.0233(18) Uani 1 1 d . . . . .
H58 H -0.182691 0.507836 0.754025 0.028 Uiso 1 1 calc R . . . .
C88 C 0.0102(6) 0.5314(5) 1.1158(6) 0.0198(17) Uani 1 1 d . . . . .
H88 H -0.054998 0.531721 1.111762 0.024 Uiso 1 1 calc R . . . .
C12 C 1.2529(7) 0.2359(5) 0.5786(6) 0.0251(19) Uani 1 1 d . . . . .
H12A H 1.305827 0.268334 0.574471 0.030 Uiso 1 1 calc R . . . .
H12B H 1.251802 0.217775 0.640711 0.030 Uiso 1 1 calc R . . . .
C5 C 0.9062(6) 0.4010(5) 0.3856(6) 0.0235(19) Uani 1 1 d . . . . .
H5 H 0.905006 0.352917 0.403319 0.028 Uiso 1 1 calc R . . . .
C78 C 0.5027(6) 0.5746(5) 1.0449(6) 0.0204(17) Uani 1 1 d . . . . .
H78 H 0.489734 0.623744 1.023725 0.024 Uiso 1 1 calc R . . . .
C29 C 0.6212(7) 0.3028(5) 1.0170(6) 0.027(2) Uani 1 1 d . . . . .
H29A H 0.563492 0.292862 0.982421 0.032 Uiso 1 1 calc R . . . .
H29B H 0.611842 0.346042 1.052706 0.032 Uiso 1 1 calc R . . . .
C11 C 1.1631(6) 0.2766(5) 0.5565(6) 0.0205(18) Uani 1 1 d . . . . .
H11 H 1.109908 0.243612 0.561156 0.025 Uiso 1 1 calc R . . . .
C41 C 0.6368(6) 0.5045(5) 0.8038(6) 0.0208(18) Uani 1 1 d . . . . .
H41 H 0.651828 0.510133 0.865867 0.025 Uiso 1 1 calc R . . . .
C14 C 1.2633(7) 0.2003(6) 0.4174(7) 0.031(2) Uani 1 1 d . . . . .
H14A H 1.265084 0.159353 0.376311 0.037 Uiso 1 1 calc R . . . .
H14B H 1.318877 0.229105 0.408115 0.037 Uiso 1 1 calc R . . . .
C32 C 0.8109(6) 0.2623(5) 1.0647(6) 0.0220(18) Uani 1 1 d . . . . .
H32A H 0.869733 0.270258 1.098277 0.026 Uiso 1 1 calc R . . . .
H32B H 0.817057 0.219074 1.028296 0.026 Uiso 1 1 calc R . . . .
C81 C 0.5973(7) 0.5962(6) 1.2223(7) 0.029(2) Uani 1 1 d . . . . .
H81A H 0.621142 0.628544 1.269617 0.034 Uiso 1 1 calc R . . . .
H81B H 0.609879 0.547206 1.242199 0.034 Uiso 1 1 calc R . . . .
C2 C 0.9098(7) 0.5398(5) 0.3315(6) 0.0228(18) Uani 1 1 d . . . . .
C51 C 0.7373(6) 0.3958(5) 0.3613(6) 0.0229(18) Uani 1 1 d . . . . .
H51 H 0.737851 0.347819 0.379787 0.027 Uiso 1 1 calc R . . . .
C45 C 0.5790(6) 0.3811(5) 0.3424(6) 0.0212(17) Uani 1 1 d . . . . .
H45 H 0.594384 0.333861 0.368630 0.025 Uiso 1 1 calc R . . . .
C22 C 0.9942(6) 0.3646(5) 0.8001(6) 0.0187(17) Uani 1 1 d . . . . .
H22 H 0.958792 0.323102 0.790002 0.022 Uiso 1 1 calc R . . . .
C72 C 0.4077(6) 0.5029(5) 0.8287(6) 0.0203(17) Uani 1 1 d . . . . .
C42 C 0.5575(6) 0.4809(5) 0.5277(6) 0.0229(18) Uani 1 1 d . . . . .
H42 H 0.545901 0.521919 0.492659 0.027 Uiso 1 1 calc R . . . .
C54 C -0.0229(7) 0.5350(6) 0.6104(6) 0.026(2) Uani 1 1 d . . . . .
H54 H 0.003086 0.514527 0.558970 0.031 Uiso 1 1 calc R . . . .
C36 C 0.6137(6) 0.5615(5) 0.7520(6) 0.0215(18) Uani 1 1 d . . . . .
C82 C 0.6458(7) 0.6104(5) 1.1357(7) 0.029(2) Uani 1 1 d . . . . .
H82A H 0.712209 0.600818 1.144843 0.034 Uiso 1 1 calc R . . . .
H82B H 0.638283 0.660642 1.119293 0.034 Uiso 1 1 calc R . . . .
C46 C 0.5398(7) 0.3723(5) 0.2466(6) 0.026(2) Uani 1 1 d . . . . .
H46A H 0.532511 0.419347 0.218553 0.031 Uiso 1 1 calc R . . . .
H46B H 0.583803 0.345051 0.211145 0.031 Uiso 1 1 calc R . . . .
C31 C 0.7342(7) 0.2525(5) 1.1304(7) 0.028(2) Uani 1 1 d . . . . .
H31A H 0.748122 0.211436 1.169485 0.034 Uiso 1 1 calc R . . . .
H31B H 0.730128 0.294819 1.169003 0.034 Uiso 1 1 calc R . . . .
C80 C 0.4938(6) 0.6067(5) 1.2086(6) 0.0252(19) Uani 1 1 d . . . . .
H80A H 0.481241 0.656927 1.194806 0.030 Uiso 1 1 calc R . . . .
H80B H 0.463120 0.594985 1.264912 0.030 Uiso 1 1 calc R . . . .
C62 C 0.2847(7) 0.6138(5) 0.4877(7) 0.027(2) Uani 1 1 d . . . . .
H62 H 0.267541 0.572894 0.448331 0.033 Uiso 1 1 calc R . . . .
C7 C 0.8272(7) 0.5052(5) 0.3315(6) 0.0234(19) Uani 1 1 d . . . . .
H7 H 0.772245 0.528700 0.312859 0.028 Uiso 1 1 calc R . . . .
C6 C 0.8249(6) 0.4345(5) 0.3595(6) 0.0238(19) Uani 1 1 d . . . . .
C30 C 0.6431(8) 0.2410(6) 1.0803(7) 0.031(2) Uani 1 1 d . . . . .
H30A H 0.593658 0.236163 1.123802 0.038 Uiso 1 1 calc R . . . .
H30B H 0.645763 0.196734 1.045279 0.038 Uiso 1 1 calc R . . . .
C61 C 0.2003(7) 0.6598(5) 0.5020(7) 0.028(2) Uani 1 1 d . . . . .
H61 H 0.215941 0.697064 0.547410 0.034 Uiso 1 1 calc R . . . .
C49 C 0.4180(7) 0.3788(6) 0.3984(7) 0.032(2) Uani 1 1 d . . . . .
H49A H 0.427272 0.331432 0.425025 0.038 Uiso 1 1 calc R . . . .
H49B H 0.373609 0.404616 0.434967 0.038 Uiso 1 1 calc R . . . .
C73 C 0.3751(6) 0.5329(5) 0.7494(6) 0.0208(18) Uani 1 1 d . . . . .
H73 H 0.367972 0.582653 0.745437 0.025 Uiso 1 1 calc R . . . .
C47 C 0.4477(8) 0.3348(7) 0.2438(7) 0.038(3) Uani 1 1 d . . . . .
H47A H 0.456368 0.285508 0.264305 0.045 Uiso 1 1 calc R . . . .
H47B H 0.422967 0.333586 0.181247 0.045 Uiso 1 1 calc R . . . .
C3 C 0.9913(7) 0.5074(5) 0.3588(6) 0.0242(19) Uani 1 1 d . . . . .
H3 H 1.047567 0.532791 0.358931 0.029 Uiso 1 1 calc R . . . .
C48 C 0.3792(8) 0.3713(7) 0.3028(7) 0.038(3) Uani 1 1 d . . . . .
H48A H 0.321591 0.343638 0.303096 0.046 Uiso 1 1 calc R . . . .
H48B H 0.364560 0.418594 0.278051 0.046 Uiso 1 1 calc R . . . .
C64 C 0.3270(8) 0.6919(7) 0.3572(8) 0.042(3) Uani 1 1 d . . . . .
H64A H 0.311205 0.655110 0.312215 0.050 Uiso 1 1 calc R . . . .
H64B H 0.376655 0.721411 0.333353 0.050 Uiso 1 1 calc R . . . .
C63 C 0.3602(8) 0.6573(7) 0.4444(8) 0.038(3) Uani 1 1 d . . . . .
H63A H 0.381851 0.694251 0.486879 0.046 Uiso 1 1 calc R . . . .
H63B H 0.412931 0.626169 0.432262 0.046 Uiso 1 1 calc R . . . .
C66 C 0.1671(8) 0.6944(7) 0.4148(8) 0.038(3) Uani 1 1 d . . . . .
H66A H 0.114338 0.725523 0.426719 0.046 Uiso 1 1 calc R . . . .
H66B H 0.145879 0.657554 0.372002 0.046 Uiso 1 1 calc R . . . .
C65 C 0.2429(9) 0.7376(7) 0.3731(9) 0.044(3) Uani 1 1 d . . . . .
H65A H 0.260300 0.777142 0.413468 0.053 Uiso 1 1 calc R . . . .
H65B H 0.219853 0.757678 0.315407 0.053 Uiso 1 1 calc R . . . .


_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
Br18 C19 1.900(9) . ?
Br86 C87 1.889(9) . ?
Br35 C36 1.898(9) . ?
Br1 C2 1.896(9) . ?
Br69 C70 1.892(9) . ?
Br52 C53 1.899(10) . ?
N9 C8 1.266(13) . ?
N9 C10 1.449(12) . ?
N101 C102 1.260(13) . ?
N101 C96 1.452(11) . ?
N26 C25 1.273(12) . ?
N26 C27 1.466(11) . ?
N94 C93 1.267(12) . ?
N94 C95 1.468(12) . ?
N50 C51 1.262(12) . ?
N50 C45 1.459(12) . ?
N77 C76 1.264(12) . ?
N77 C78 1.458(12) . ?
N43 C44 1.464(11) . ?
N43 C42 1.266(13) . ?
N16 C17 1.257(11) . ?
N16 C11 1.468(11) . ?
N67 C68 1.269(13) . ?
N67 C62 1.463(13) . ?
N60 C59 1.263(12) . ?
N60 C61 1.471(12) . ?
C102 C57 1.478(13) . ?
N84 C79 1.455(11) . ?
N84 C85 1.262(13) . ?
N33 C28 1.458(12) . ?
N33 C34 1.264(12) . ?
C17 C23 1.482(12) . ?
C8 C4 1.478(13) . ?
C57 C56 1.400(13) . ?
C57 C58 1.389(14) . ?
C28 C27 1.534(13) . ?
C28 C29 1.527(12) . ?
C91 C90 1.391(13) . ?
C91 C92 1.402(13) . ?
C91 C85 1.473(13) . ?
C24 C23 1.407(13) . ?
C24 C19 1.382(13) . ?
C87 C92 1.379(13) . ?
C87 C88 1.371(13) . ?
C90 C89 1.395(13) . ?
C76 C72 1.472(13) . ?
C93 C89 1.488(13) . ?
C25 C21 1.470(11) . ?
C68 C74 1.478(13) . ?
C23 C22 1.391(12) . ?
C19 C20 1.378(13) . ?
C20 C21 1.404(13) . ?
C44 C45 1.526(13) . ?
C44 C49 1.526(13) . ?
C39 C38 1.394(14) . ?
C39 C40 1.395(13) . ?
C4 C5 1.397(13) . ?
C4 C3 1.392(14) . ?
C10 C15 1.538(13) . ?
C10 C11 1.523(12) . ?
C34 C40 1.469(13) . ?
C71 C70 1.375(13) . ?
C71 C72 1.412(13) . ?
C55 C56 1.393(13) . ?
C55 C59 1.472(13) . ?
C55 C54 1.403(15) . ?
C98 C99 1.524(15) . ?
C98 C97 1.532(14) . ?
C13 C12 1.532(14) . ?
C13 C14 1.516(15) . ?
C15 C14 1.533(15) . ?
C100 C99 1.519(14) . ?
C100 C95 1.536(13) . ?
C75 C70 1.394(13) . ?
C75 C74 1.391(14) . ?
C96 C97 1.537(12) . ?
C96 C95 1.530(13) . ?
C79 C78 1.532(12) . ?
C79 C80 1.535(13) . ?
C27 C32 1.522(13) . ?
C38 C37 1.388(14) . ?
C38 C42 1.480(12) . ?
C53 C58 1.385(13) . ?
C53 C54 1.373(14) . ?
C74 C73 1.400(14) . ?
C89 C88 1.399(13) . ?
C83 C78 1.540(12) . ?
C83 C82 1.536(14) . ?
C40 C41 1.403(13) . ?
C37 C36 1.394(13) . ?
C21 C22 1.396(12) . ?
C12 C11 1.544(13) . ?
C5 C6 1.388(13) . ?
C29 C30 1.533(15) . ?
C41 C36 1.364(14) . ?
C32 C31 1.523(12) . ?
C81 C82 1.517(15) . ?
C81 C80 1.528(13) . ?
C2 C7 1.371(14) . ?
C2 C3 1.387(14) . ?
C51 C6 1.473(13) . ?
C45 C46 1.530(12) . ?
C72 C73 1.383(13) . ?
C46 C47 1.518(15) . ?
C31 C30 1.518(16) . ?
C62 C61 1.528(13) . ?
C62 C63 1.535(14) . ?
C7 C6 1.406(14) . ?
C61 C66 1.522(14) . ?
C49 C48 1.523(14) . ?
C47 C48 1.521(18) . ?
C64 C63 1.522(16) . ?
C64 C65 1.527(16) . ?
C66 C65 1.524(15) . ?

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
C8 N9 C10 118.2(8) . . ?
C102 N101 C96 116.8(8) . . ?
C25 N26 C27 116.6(7) . . ?
C93 N94 C95 116.1(8) . . ?
C51 N50 C45 117.8(8) . . ?
C76 N77 C78 117.7(8) . . ?
C42 N43 C44 117.4(8) . . ?
C17 N16 C11 116.1(8) . . ?
C68 N67 C62 118.4(9) . . ?
C59 N60 C61 116.2(9) . . ?
N101 C102 C57 122.4(9) . . ?
C85 N84 C79 115.8(8) . . ?
C34 N33 C28 118.3(8) . . ?
N16 C17 C23 124.7(8) . . ?
N9 C8 C4 121.1(8) . . ?
C56 C57 C102 121.6(9) . . ?
C58 C57 C102 119.5(9) . . ?
C58 C57 C56 118.8(9) . . ?
N33 C28 C27 108.0(7) . . ?
N33 C28 C29 108.7(8) . . ?
C29 C28 C27 110.7(7) . . ?
C90 C91 C92 118.7(8) . . ?
C90 C91 C85 123.2(8) . . ?
C92 C91 C85 118.1(8) . . ?
C19 C24 C23 118.4(8) . . ?
C92 C87 Br86 118.5(7) . . ?
C88 C87 Br86 120.4(7) . . ?
C88 C87 C92 121.1(8) . . ?
C91 C90 C89 120.8(9) . . ?
N77 C76 C72 122.8(8) . . ?
N94 C93 C89 120.5(9) . . ?
N26 C25 C21 122.9(8) . . ?
N67 C68 C74 123.0(9) . . ?
C24 C23 C17 121.8(8) . . ?
C22 C23 C17 118.3(8) . . ?
C22 C23 C24 119.9(8) . . ?
C24 C19 Br18 119.8(7) . . ?
C20 C19 Br18 117.8(7) . . ?
C20 C19 C24 122.4(8) . . ?
C19 C20 C21 119.3(8) . . ?
N43 C44 C45 108.5(8) . . ?
N43 C44 C49 108.4(8) . . ?
C45 C44 C49 111.1(8) . . ?
C38 C39 C40 119.5(9) . . ?
C5 C4 C8 120.8(8) . . ?
C3 C4 C8 119.6(9) . . ?
C3 C4 C5 119.5(9) . . ?
N9 C10 C15 107.2(7) . . ?
N9 C10 C11 109.1(7) . . ?
C11 C10 C15 109.8(8) . . ?
C87 C92 C91 120.2(8) . . ?
N33 C34 C40 121.7(9) . . ?
C70 C71 C72 118.7(8) . . ?
C56 C55 C59 118.3(9) . . ?
C56 C55 C54 119.8(9) . . ?
C54 C55 C59 121.9(9) . . ?
C99 C98 C97 110.1(8) . . ?
C14 C13 C12 110.8(8) . . ?
C14 C15 C10 112.7(8) . . ?
C99 C100 C95 110.9(8) . . ?
C74 C75 C70 118.8(8) . . ?
N101 C96 C97 108.2(7) . . ?
N101 C96 C95 110.4(7) . . ?
C95 C96 C97 109.6(7) . . ?
N84 C79 C78 110.6(7) . . ?
N84 C79 C80 108.5(7) . . ?
C78 C79 C80 110.9(8) . . ?
C100 C99 C98 111.1(8) . . ?
C71 C70 Br69 118.5(7) . . ?
C71 C70 C75 122.2(9) . . ?
C75 C70 Br69 119.3(7) . . ?
N26 C27 C28 108.6(7) . . ?
N26 C27 C32 110.3(7) . . ?
C32 C27 C28 111.0(8) . . ?
C39 C38 C42 120.6(8) . . ?
C37 C38 C39 120.4(8) . . ?
C37 C38 C42 118.9(9) . . ?
C58 C53 Br52 118.0(7) . . ?
C54 C53 Br52 120.5(7) . . ?
C54 C53 C58 121.6(9) . . ?
C75 C74 C68 119.1(9) . . ?
C75 C74 C73 119.9(8) . . ?
C73 C74 C68 120.9(8) . . ?
C90 C89 C93 119.6(8) . . ?
C90 C89 C88 119.3(9) . . ?
C88 C89 C93 121.1(8) . . ?
C82 C83 C78 111.4(8) . . ?
C39 C40 C34 119.8(8) . . ?
C39 C40 C41 120.2(9) . . ?
C41 C40 C34 120.0(8) . . ?
C98 C97 C96 111.7(8) . . ?
C38 C37 C36 118.8(9) . . ?
C55 C56 C57 120.6(9) . . ?
N60 C59 C55 123.1(10) . . ?
N84 C85 C91 124.1(8) . . ?
N94 C95 C100 109.6(8) . . ?
N94 C95 C96 107.8(7) . . ?
C96 C95 C100 109.7(7) . . ?
C20 C21 C25 118.7(8) . . ?
C22 C21 C25 122.1(8) . . ?
C22 C21 C20 119.2(8) . . ?
C53 C58 C57 120.2(9) . . ?
C87 C88 C89 119.9(8) . . ?
C13 C12 C11 110.7(8) . . ?
C6 C5 C4 120.7(9) . . ?
N77 C78 C79 109.1(7) . . ?
N77 C78 C83 107.7(7) . . ?
C79 C78 C83 110.3(8) . . ?
C28 C29 C30 111.6(8) . . ?
N16 C11 C10 111.0(7) . . ?
N16 C11 C12 109.0(7) . . ?
C10 C11 C12 109.7(7) . . ?
C36 C41 C40 118.9(8) . . ?
C13 C14 C15 111.5(8) . . ?
C27 C32 C31 110.6(8) . . ?
C82 C81 C80 110.4(8) . . ?
C7 C2 Br1 119.2(7) . . ?
C7 C2 C3 122.1(9) . . ?
C3 C2 Br1 118.7(8) . . ?
N50 C51 C6 122.1(9) . . ?
N50 C45 C44 108.9(7) . . ?
N50 C45 C46 108.3(7) . . ?
C44 C45 C46 109.9(7) . . ?
C23 C22 C21 120.7(8) . . ?
C71 C72 C76 120.1(8) . . ?
C73 C72 C76 119.9(8) . . ?
C73 C72 C71 119.8(9) . . ?
N43 C42 C38 121.3(9) . . ?
C53 C54 C55 119.0(9) . . ?
C37 C36 Br35 118.0(7) . . ?
C41 C36 Br35 119.8(7) . . ?
C41 C36 C37 122.1(8) . . ?
C81 C82 C83 111.3(8) . . ?
C47 C46 C45 112.2(8) . . ?
C30 C31 C32 110.4(8) . . ?
C81 C80 C79 112.0(8) . . ?
N67 C62 C61 108.8(8) . . ?
N67 C62 C63 108.7(9) . . ?
C61 C62 C63 110.1(8) . . ?
C2 C7 C6 119.1(9) . . ?
C5 C6 C51 119.9(9) . . ?
C5 C6 C7 119.4(9) . . ?
C7 C6 C51 120.7(9) . . ?
C31 C30 C29 110.7(8) . . ?
N60 C61 C62 108.6(8) . . ?
N60 C61 C66 108.8(9) . . ?
C66 C61 C62 111.2(8) . . ?
C48 C49 C44 110.8(8) . . ?
C72 C73 C74 120.5(8) . . ?
C46 C47 C48 111.6(9) . . ?
C2 C3 C4 119.1(9) . . ?
C47 C48 C49 110.7(9) . . ?
C63 C64 C65 110.2(10) . . ?
C64 C63 C62 112.3(10) . . ?
C61 C66 C65 111.5(10) . . ?
C66 C65 C64 110.8(10) . . ?

_olex2_date_sample_data_collection 2022-04-26
_olex2_submission_original_sample_id 'AMS337-1 MeOH Desolv 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.712
_oxdiff_exptl_absorpt_empirical_full_min 0.630
####################################################################### 
# 
# 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_33-rr_h2o_w0154_sq_ams502_thfhept_100k_1
_database_code_depnum_ccdc_archive 'CCDC 2312778'
loop_
_audit_author_name
_audit_author_address
'Laurence Kershaw Cook'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2023-01-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H45 Br3 N6, 1.5(H2 O), 0.786(O)'
_chemical_formula_sum            'C42 H48 Br3 N6 O2.29'
_chemical_formula_weight         913.15
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H45 N6 Br3'
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.5590(4)
_cell_length_b                   23.3781(6)
_cell_length_c                   16.2798(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.547(3)
_cell_angle_gamma                90
_cell_volume                     4665.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16908
_cell_measurement_temperature    100.01(13)
_cell_measurement_theta_max      25.0480
_cell_measurement_theta_min      1.5380
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.663
_exptl_absorpt_coefficient_mu    2.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79637
_exptl_absorpt_correction_type   multi-scan
_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   ?
_exptl_crystal_colour            'dull colourless'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1861
_exptl_crystal_preparation       
'Slow vapour diffusion of n-heptane into a THF solution.'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            55071
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.422
_diffrn_reflns_theta_min         1.549
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  -8.00   1.00   50.00    --   -8.70  66.00 163.00   26
  2  ω    -70.00  14.00   1.00   50.00    --   -8.70 -66.00  28.00   84
  3  ω    -45.00  17.00   1.00   50.00    --   -8.70 -38.00  30.00   62
  4  ω    -80.00  19.00   1.00   50.00    --   -8.70 -57.00-120.00   99
  5  ω    -46.00  58.00   1.00   50.00    --   -8.70  68.00-150.00  104
  6  ω     18.00  68.00   1.00   50.00    --   -8.70  66.00 163.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0144307000
_diffrn_orient_matrix_UB_12      0.0022981000
_diffrn_orient_matrix_UB_13      0.0444928000
_diffrn_orient_matrix_UB_21      0.0376460000
_diffrn_orient_matrix_UB_22      -0.0228001000
_diffrn_orient_matrix_UB_23      0.0015958000
_diffrn_orient_matrix_UB_31      0.0415063000
_diffrn_orient_matrix_UB_32      0.0198682000
_diffrn_orient_matrix_UB_33      -0.0033829000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                14728
_reflns_number_total             18957
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.661
_refine_diff_density_min         -1.411
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Flack x determined using 5735 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.018(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     975
_refine_ls_number_reflns         18957
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0543
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0795P)²+2.6105P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1406
_refine_special_details          
;Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F² are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger.

Crystals of this phase of RR-[3+3] were grown from from 
n-heptane/tetrahydrofuran solutions, however no solvent of crystallisation
could be located within the fourier difference map after assignment of
all non-H atoms about the two crystallogaphically unique RR-[3+3] moieties.
Instead, five macrocycle encapsulated water molecules could be located,
O103, O104, O105, O106 and O107. Molecules O103, O104 and O106 are fully
occupied, and could be refined with their H-atoms placed in calculated
positions using a riding model. The occupancies of O105 and O107 are not
complete, and refined to 0.68(3) and 0.89(3), with placement of hydrogens
omitted to aid convergence in the final model. Within the peripheral lattice,
there are one-dimensional channels which do not run parallel to any lattice
vector, containing significant electron density from which it was not
possible to satisfactorily model further water molecules, suggesting that
the water is heavily disordered within said channels. The model was
instead subject to a PLATON Squeeze routine, calculating 695 A^3 void space
and removing 230 electrons from the model. This equates to 23 water molecules
per cell, or 6 per macrocyclic unit. No restraints were applied to the model 
and all non-H atoms refined anisotropically. All H-atoms in the structure were
placed in calculated positions and refined using a riding model. Four erroneous
reflections were omitted from the final refinement cycles which were
investigated but no systemtatic reasons for the outlying could be found. As it
was noted during selection of a crystal for the diffraction experiment that
once removed from the crystallisation liquor, the crystals rapidly begin to
dehydrate and display evidence of dulling and of becoming polycrystalline, it
was thought that the large errors of the omitted reflections could be a 
consequence of the onset of dehydration of the crystal. There is one residual
electron density peak 1.05 A from Br86 corresponding to 1.66 e A^-3.,SQUEEZE
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O103(H10C,H10D), O104(H10E,H10F), O106(H10G,H10H)
2.b Ternary CH refined with riding coordinates:
 C79(H79), C10(H10), C28(H28), C78(H78), C11(H11), C44(H44), C95(H95),
 C96(H96), C45(H45), C27(H27), C62(H62), C61(H61)
2.c Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C97(H97A,H97B), C15(H15A,H15B), C83(H83A,
 H83B), C46(H46A,H46B), C13(H13A,H13B), C100(H10A,H10B), C99(H99A,H99B),
 C98(H98A,H98B), C29(H29A,H29B), C47(H47A,H47B), C48(H48A,H48B), C63(H63A,H63B),
  C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C82(H82A,H82B), C80(H80A,
 H80B), C49(H49A,H49B), C66(H66A,H66B), C64(H64A,H64B), C65(H65A,H65B),
 C81(H81A,H81B)
2.d Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C93(H93), C42(H42), C39(H39), C17(H17), C3(H3), C51(H51),
 C92(H92), C90(H90), C76(H76), C71(H71), C5(H5), C24(H24), C88(H88), C85(H85),
 C34(H34), C56(H56), C22(H22), C73(H73), C20(H20), C59(H59), C68(H68), C75(H75),
  C41(H41), C37(H37), C25(H25), C102(H102), C58(H58), C54(H54)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 -0.00139(6) 0.54241(3) 0.30396(5) 0.03448(18) Uani 1 1 d . . . . .
Br18 Br 0.43188(6) 0.37486(3) 0.73266(6) 0.0455(2) Uani 1 1 d . . . . .
Br69 Br -0.08238(7) 0.44717(4) 0.64983(6) 0.0523(2) Uani 1 1 d . . . . .
Br86 Br 0.29474(8) 0.12863(7) 0.79136(7) 0.0808(4) Uani 1 1 d . . . . .
Br35 Br 0.04553(14) 0.72678(5) 0.79859(8) 0.0953(5) Uani 1 1 d . . . . .
Br52 Br 0.34439(15) 0.33629(7) 1.04812(12) 0.1256(8) Uani 1 1 d . . . . .
N9 N -0.1073(5) 0.2987(3) 0.4551(4) 0.0371(15) Uani 1 1 d . . . . .
N16 N 0.0594(5) 0.2556(2) 0.5932(4) 0.0312(14) Uani 1 1 d . . . . .
N43 N -0.3794(6) 0.5971(3) 0.5866(4) 0.0412(16) Uani 1 1 d . . . . .
N50 N -0.3734(5) 0.5367(3) 0.4318(4) 0.0339(14) Uani 1 1 d . . . . .
N94 N 0.7174(5) 0.1948(3) 0.8019(4) 0.0386(15) Uani 1 1 d . . . . .
N77 N 0.2235(5) 0.3913(3) 0.4611(4) 0.0405(16) Uani 1 1 d . . . . .
N33 N -0.0623(6) 0.5218(3) 0.9334(4) 0.0442(17) Uani 1 1 d . . . . .
C8 C -0.0672(6) 0.3359(3) 0.4157(5) 0.0325(16) Uani 1 1 d . . . . .
H8 H -0.007279 0.325368 0.391972 0.039 Uiso 1 1 calc R U . . .
N84 N 0.3591(5) 0.2882(3) 0.4807(5) 0.0485(18) Uani 1 1 d . . . . .
C2 C -0.0835(6) 0.4906(3) 0.3564(5) 0.0302(16) Uani 1 1 d . . . . .
C7 C -0.1755(6) 0.5097(3) 0.3812(5) 0.0292(15) Uani 1 1 d . . . . .
H7 H -0.198685 0.548379 0.372510 0.035 Uiso 1 1 calc R U . . .
C6 C -0.2341(6) 0.4704(3) 0.4196(5) 0.0331(16) Uani 1 1 d . . . . .
N101 N 0.7914(6) 0.2777(3) 0.9295(4) 0.0424(16) Uani 1 1 d . . . . .
C4 C -0.1075(6) 0.3953(3) 0.4037(4) 0.0293(15) Uani 1 1 d . . . . .
N26 N 0.0308(6) 0.4079(3) 0.9227(4) 0.0435(16) Uani 1 1 d . . . . .
N67 N 0.3994(7) 0.5562(3) 0.7716(5) 0.0503(18) Uani 1 1 d . . . . .
C79 C 0.2921(7) 0.3064(4) 0.4020(6) 0.046(2) Uani 1 1 d . . . . .
H79 H 0.217101 0.290368 0.396338 0.056 Uiso 1 1 calc R U . . .
N60 N 0.5410(8) 0.5204(3) 0.9264(5) 0.061(2) Uani 1 1 d . . . . .
C93 C 0.6619(6) 0.2239(4) 0.7423(5) 0.0396(18) Uani 1 1 d . . . . .
H93 H 0.697652 0.251914 0.715619 0.048 Uiso 1 1 calc R U . . .
C10 C -0.0606(6) 0.2406(3) 0.4552(5) 0.0326(16) Uani 1 1 d . . . . .
H10 H 0.003238 0.241589 0.427691 0.039 Uiso 1 1 calc R U . . .
C12 C 0.0255(6) 0.1582(3) 0.5403(5) 0.0347(17) Uani 1 1 d . . . . .
H12A H 0.089432 0.161038 0.514080 0.042 Uiso 1 1 calc R U . . .
H12B H 0.050910 0.143123 0.598047 0.042 Uiso 1 1 calc R U . . .
C91 C 0.3786(6) 0.2332(3) 0.6095(5) 0.0339(16) Uani 1 1 d . . . . .
C42 C -0.2939(8) 0.6266(3) 0.5997(6) 0.045(2) Uani 1 1 d . . . . .
H42 H -0.284061 0.652353 0.556836 0.054 Uiso 1 1 calc R U . . .
C23 C 0.1137(6) 0.3199(3) 0.7113(5) 0.0335(16) Uani 1 1 d . . . . .
C28 C -0.0794(7) 0.4727(4) 0.9841(5) 0.0426(19) Uani 1 1 d . . . . .
H28 H -0.143928 0.450934 0.952451 0.051 Uiso 1 1 calc R U . . .
C78 C 0.2854(6) 0.3716(4) 0.3981(5) 0.0395(18) Uani 1 1 d . . . . .
H78 H 0.360436 0.388342 0.411192 0.047 Uiso 1 1 calc R U . . .
C14 C -0.1065(9) 0.1402(4) 0.4038(7) 0.059(3) Uani 1 1 d . . . . .
H14A H -0.167419 0.115056 0.376457 0.071 Uiso 1 1 calc R U . . .
H14B H -0.050684 0.139221 0.369283 0.071 Uiso 1 1 calc R U . . .
C39 C -0.2022(7) 0.5770(3) 0.7319(6) 0.043(2) Uani 1 1 d . . . . .
H39 H -0.253162 0.546632 0.718593 0.051 Uiso 1 1 calc R U . . .
C11 C -0.0241(6) 0.2185(3) 0.5446(5) 0.0325(16) Uani 1 1 d . . . . .
H11 H -0.087950 0.216251 0.572040 0.039 Uiso 1 1 calc R U . . .
C17 C 0.0358(6) 0.2817(3) 0.6552(5) 0.0341(17) Uani 1 1 d . . . . .
H17 H -0.034894 0.276537 0.666156 0.041 Uiso 1 1 calc R U . . .
C3 C -0.0486(6) 0.4344(3) 0.3668(4) 0.0288(15) Uani 1 1 d . . . . .
H3 H 0.015089 0.422603 0.348957 0.035 Uiso 1 1 calc R U . . .
C51 C -0.3336(6) 0.4881(3) 0.4455(5) 0.0342(17) Uani 1 1 d . . . . .
H51 H -0.369275 0.461306 0.474140 0.041 Uiso 1 1 calc R U . . .
C44 C -0.4620(7) 0.6049(3) 0.5079(6) 0.042(2) Uani 1 1 d . . . . .
H44 H -0.435723 0.635105 0.473645 0.050 Uiso 1 1 calc R U . . .
C92 C 0.3207(6) 0.2000(4) 0.6546(6) 0.045(2) Uani 1 1 d . . . . .
H92 H 0.244510 0.194211 0.634843 0.055 Uiso 1 1 calc R U . . .
C89 C 0.5436(6) 0.2157(3) 0.7130(5) 0.0388(18) Uani 1 1 d . . . . .
C95 C 0.8330(6) 0.2089(3) 0.8288(5) 0.0383(18) Uani 1 1 d . . . . .
H95 H 0.850895 0.241687 0.794774 0.046 Uiso 1 1 calc R U . . .
C90 C 0.4895(6) 0.2408(3) 0.6380(5) 0.0385(18) Uani 1 1 d . . . . .
H90 H 0.529144 0.263244 0.606307 0.046 Uiso 1 1 calc R U . . .
C76 C 0.2687(7) 0.4275(3) 0.5146(5) 0.0385(18) Uani 1 1 d . . . . .
H76 H 0.341264 0.438892 0.514344 0.046 Uiso 1 1 calc R U . . .
C38 C -0.2082(8) 0.6241(4) 0.6769(5) 0.046(2) Uani 1 1 d . . . . .
C97 C 0.9743(6) 0.2378(4) 0.9551(6) 0.045(2) Uani 1 1 d . . . . .
H97A H 0.988036 0.246918 1.015873 0.054 Uiso 1 1 calc R U . . .
H97B H 0.996285 0.271258 0.925425 0.054 Uiso 1 1 calc R U . . .
C71 C 0.1078(7) 0.4404(3) 0.5826(5) 0.0406(18) Uani 1 1 d . . . . .
H71 H 0.065219 0.415004 0.543230 0.049 Uiso 1 1 calc R U . . .
C15 C -0.1488(7) 0.2009(3) 0.4053(6) 0.047(2) Uani 1 1 d . . . . .
H15A H -0.213111 0.201145 0.431317 0.056 Uiso 1 1 calc R U . . .
H15B H -0.172112 0.215237 0.346959 0.056 Uiso 1 1 calc R U . . .
C5 C -0.2013(6) 0.4143(3) 0.4306(5) 0.0307(16) Uani 1 1 d . . . . .
H5 H -0.241835 0.388116 0.456422 0.037 Uiso 1 1 calc R U . . .
C24 C 0.2173(6) 0.3301(3) 0.6961(5) 0.0360(17) Uani 1 1 d . . . . .
H24 H 0.237511 0.313997 0.648173 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2896(6) 0.3636(3) 0.7510(6) 0.0389(18) Uani 1 1 d . . . . .
C70 C 0.0650(7) 0.4642(3) 0.6435(5) 0.0400(19) Uani 1 1 d . . . . .
C88 C 0.4850(6) 0.1822(4) 0.7599(5) 0.0427(19) Uani 1 1 d . . . . .
H88 H 0.521038 0.165036 0.811312 0.051 Uiso 1 1 calc R U . . .
C83 C 0.2230(7) 0.3929(4) 0.3129(5) 0.046(2) Uani 1 1 d . . . . .
H83A H 0.224410 0.435196 0.311827 0.056 Uiso 1 1 calc R U . . .
H83B H 0.145960 0.380449 0.303655 0.056 Uiso 1 1 calc R U . . .
C85 C 0.3184(6) 0.2578(3) 0.5289(5) 0.0368(18) Uani 1 1 d . . . . .
H85 H 0.242607 0.249783 0.512600 0.044 Uiso 1 1 calc R U . . .
C46 C -0.5670(6) 0.5550(4) 0.3805(6) 0.046(2) Uani 1 1 d . . . . .
H46A H -0.545294 0.582352 0.340680 0.056 Uiso 1 1 calc R U . . .
H46B H -0.578837 0.517281 0.352382 0.056 Uiso 1 1 calc R U . . .
C34 C -0.1241(7) 0.5256(3) 0.8616(6) 0.045(2) Uani 1 1 d . . . . .
H34 H -0.174029 0.495282 0.843084 0.054 Uiso 1 1 calc R U . . .
C96 C 0.8549(6) 0.2261(3) 0.9226(5) 0.0379(17) Uani 1 1 d . . . . .
H96 H 0.831236 0.194523 0.956045 0.045 Uiso 1 1 calc R U . . .
C72 C 0.2152(6) 0.4532(3) 0.5774(5) 0.0368(17) Uani 1 1 d . . . . .
C13 C -0.0578(7) 0.1169(3) 0.4893(5) 0.0427(19) Uani 1 1 d . . . . .
H13A H -0.021699 0.079950 0.483450 0.051 Uiso 1 1 calc R U . . .
H13B H -0.116528 0.109764 0.519938 0.051 Uiso 1 1 calc R U . . .
C56 C 0.6486(7) 0.3757(4) 0.9413(6) 0.051(2) Uani 1 1 d . . . . .
H56 H 0.709735 0.383111 0.917269 0.062 Uiso 1 1 calc R U . . .
C21 C 0.1551(7) 0.3808(3) 0.8339(5) 0.0406(18) Uani 1 1 d . . . . .
C40 C -0.1230(8) 0.5750(3) 0.8044(5) 0.044(2) Uani 1 1 d . . . . .
C22 C 0.0844(6) 0.3451(3) 0.7790(5) 0.0370(17) Uani 1 1 d . . . . .
H22 H 0.013675 0.337973 0.788813 0.044 Uiso 1 1 calc R U . . .
C73 C 0.2759(7) 0.4892(3) 0.6368(5) 0.044(2) Uani 1 1 d . . . . .
H73 H 0.348692 0.498252 0.633706 0.052 Uiso 1 1 calc R U . . .
C20 C 0.2598(7) 0.3895(3) 0.8184(5) 0.0403(19) Uani 1 1 d . . . . .
H20 H 0.310279 0.413406 0.854788 0.048 Uiso 1 1 calc R U . . .
C45 C -0.4751(6) 0.5501(3) 0.4588(5) 0.0372(17) Uani 1 1 d . . . . .
H45 H -0.492109 0.518406 0.495162 0.045 Uiso 1 1 calc R U . . .
C100 C 0.9012(7) 0.1569(4) 0.8163(6) 0.045(2) Uani 1 1 d . . . . .
H10A H 0.888668 0.147721 0.755614 0.054 Uiso 1 1 calc R U . . .
H10B H 0.878496 0.123517 0.845701 0.054 Uiso 1 1 calc R U . . .
C59 C 0.5894(8) 0.4758(4) 0.9125(7) 0.053(2) Uani 1 1 d . . . . .
H59 H 0.637900 0.478880 0.875316 0.064 Uiso 1 1 calc R U . . .
C99 C 1.0226(7) 0.1687(4) 0.8507(6) 0.045(2) Uani 1 1 d . . . . .
H99A H 1.065378 0.134073 0.844247 0.053 Uiso 1 1 calc R U . . .
H99B H 1.046811 0.199997 0.818021 0.053 Uiso 1 1 calc R U . . .
C98 C 1.0432(7) 0.1851(4) 0.9414(6) 0.047(2) Uani 1 1 d . . . . .
H98A H 1.121546 0.194010 0.961773 0.056 Uiso 1 1 calc R U . . .
H98B H 1.024978 0.152521 0.974598 0.056 Uiso 1 1 calc R U . . .
C29 C -0.1073(8) 0.4957(4) 1.0666(5) 0.045(2) Uani 1 1 d . . . . .
H29A H -0.047028 0.520145 1.096828 0.055 Uiso 1 1 calc R U . . .
H29B H -0.174386 0.519153 1.052942 0.055 Uiso 1 1 calc R U . . .
C87 C 0.3761(7) 0.1748(4) 0.7303(6) 0.051(2) Uani 1 1 d . . . . .
C47 C -0.6724(7) 0.5749(4) 0.4015(7) 0.061(3) Uani 1 1 d . . . . .
H47A H -0.728136 0.580325 0.348874 0.073 Uiso 1 1 calc R U . . .
H47B H -0.699236 0.545347 0.435516 0.073 Uiso 1 1 calc R U . . .
C48 C -0.6561(8) 0.6299(4) 0.4495(8) 0.065(3) Uani 1 1 d . . . . .
H48A H -0.635674 0.660339 0.413466 0.078 Uiso 1 1 calc R U . . .
H48B H -0.725436 0.641279 0.464471 0.078 Uiso 1 1 calc R U . . .
C27 C 0.0169(7) 0.4335(4) 1.0000(6) 0.047(2) Uani 1 1 d . . . . .
H27 H 0.083861 0.455838 1.025440 0.056 Uiso 1 1 calc R U . . .
C68 C 0.2974(8) 0.5489(3) 0.7657(5) 0.048(2) Uani 1 1 d . . . . .
H68 H 0.262948 0.567852 0.804545 0.057 Uiso 1 1 calc R U . . .
C75 C 0.1246(8) 0.5007(3) 0.7045(5) 0.045(2) Uani 1 1 d . . . . .
H75 H 0.092480 0.516975 0.746784 0.055 Uiso 1 1 calc R U . . .
C62 C 0.4562(8) 0.5974(3) 0.8338(6) 0.053(2) Uani 1 1 d . . . . .
H62 H 0.409400 0.606772 0.874442 0.063 Uiso 1 1 calc R U . . .
C55 C 0.5780(9) 0.4205(4) 0.9477(7) 0.063(3) Uani 1 1 d . . . . .
C63 C 0.4762(10) 0.6518(4) 0.7868(7) 0.068(3) Uani 1 1 d . . . . .
H63A H 0.405636 0.668106 0.756952 0.082 Uiso 1 1 calc R U . . .
H63B H 0.519575 0.642429 0.744554 0.082 Uiso 1 1 calc R U . . .
C30 C -0.1242(8) 0.4454(4) 1.1227(5) 0.050(2) Uani 1 1 d . . . . .
H30A H -0.139630 0.460084 1.175931 0.060 Uiso 1 1 calc R U . . .
H30B H -0.187915 0.422571 1.093907 0.060 Uiso 1 1 calc R U . . .
C74 C 0.2323(8) 0.5127(3) 0.7017(6) 0.047(2) Uani 1 1 d . . . . .
C61 C 0.5616(9) 0.5723(4) 0.8804(7) 0.061(3) Uani 1 1 d . . . . .
H61 H 0.607100 0.561893 0.839295 0.074 Uiso 1 1 calc R U . . .
C41 C -0.0468(9) 0.6198(4) 0.8277(6) 0.055(2) Uani 1 1 d . . . . .
H41 H 0.006787 0.619333 0.878833 0.066 Uiso 1 1 calc R U . . .
C37 C -0.1360(9) 0.6679(4) 0.6975(6) 0.056(2) Uani 1 1 d . . . . .
H37 H -0.140419 0.700560 0.662135 0.067 Uiso 1 1 calc R U . . .
C31 C -0.0233(8) 0.4073(4) 1.1421(6) 0.052(2) Uani 1 1 d . . . . .
H31A H -0.036118 0.374809 1.177719 0.063 Uiso 1 1 calc R U . . .
H31B H 0.039603 0.429474 1.173508 0.063 Uiso 1 1 calc R U . . .
C25 C 0.1262(8) 0.4086(4) 0.9059(6) 0.047(2) Uani 1 1 d . . . . .
H25 H 0.182117 0.428828 0.943401 0.056 Uiso 1 1 calc R U . . .
C32 C 0.0024(8) 0.3846(4) 1.0602(5) 0.050(2) Uani 1 1 d . . . . .
H32A H -0.057674 0.359294 1.031832 0.060 Uiso 1 1 calc R U . . .
H32B H 0.070026 0.361527 1.073616 0.060 Uiso 1 1 calc R U . . .
C82 C 0.2749(9) 0.3689(5) 0.2412(7) 0.067(3) Uani 1 1 d . . . . .
H82A H 0.231956 0.381626 0.185863 0.081 Uiso 1 1 calc R U . . .
H82B H 0.350235 0.383525 0.247814 0.081 Uiso 1 1 calc R U . . .
C36 C -0.0561(10) 0.6643(4) 0.7707(6) 0.063(3) Uani 1 1 d . . . . .
C80 C 0.3414(11) 0.2836(5) 0.3305(7) 0.076(4) Uani 1 1 d . . . . .
H80A H 0.417536 0.297249 0.338045 0.091 Uiso 1 1 calc R U . . .
H80B H 0.342817 0.241245 0.332446 0.091 Uiso 1 1 calc R U . . .
C49 C -0.5698(8) 0.6245(4) 0.5272(7) 0.060(3) Uani 1 1 d . . . . .
H49A H -0.593349 0.596664 0.565500 0.072 Uiso 1 1 calc R U . . .
H49B H -0.559164 0.661960 0.556304 0.072 Uiso 1 1 calc R U . . .
C102 C 0.7137(9) 0.2746(4) 0.9638(8) 0.071(3) Uani 1 1 d . . . . .
H102 H 0.703292 0.239428 0.990119 0.085 Uiso 1 1 calc R U . . .
C66 C 0.6246(10) 0.6156(4) 0.9443(9) 0.083(4) Uani 1 1 d . . . . .
H66A H 0.694334 0.598680 0.974616 0.100 Uiso 1 1 calc R U . . .
H66B H 0.581000 0.625823 0.986052 0.100 Uiso 1 1 calc R U . . .
C64 C 0.5377(12) 0.6954(5) 0.8499(9) 0.094(4) Uani 1 1 d . . . . .
H64A H 0.493373 0.705583 0.891155 0.113 Uiso 1 1 calc R U . . .
H64B H 0.550930 0.730687 0.819967 0.113 Uiso 1 1 calc R U . . .
C57 C 0.6339(11) 0.3217(5) 0.9679(8) 0.084(4) Uani 1 1 d . . . . .
C65 C 0.6469(11) 0.6696(5) 0.8958(10) 0.097(5) Uani 1 1 d . . . . .
H65A H 0.688067 0.697993 0.935489 0.116 Uiso 1 1 calc R U . . .
H65B H 0.691209 0.659397 0.854536 0.116 Uiso 1 1 calc R U . . .
C58 C 0.5435(10) 0.3106(5) 0.9974(7) 0.072(3) Uani 1 1 d . . . . .
H58 H 0.531272 0.272685 1.014351 0.087 Uiso 1 1 calc R U . . .
C54 C 0.4883(10) 0.4084(5) 0.9813(7) 0.069(3) Uani 1 1 d . . . . .
H54 H 0.440340 0.438343 0.989024 0.083 Uiso 1 1 calc R U . . .
C53 C 0.4676(11) 0.3529(6) 1.0038(8) 0.082(4) Uani 1 1 d . . . . .
C81 C 0.2762(13) 0.3030(5) 0.2454(8) 0.092(4) Uani 1 1 d . . . . .
H81A H 0.200627 0.288428 0.236720 0.111 Uiso 1 1 calc R U . . .
H81B H 0.309384 0.287451 0.200207 0.111 Uiso 1 1 calc R U . . .
O103 O 0.8296(5) 0.3678(3) 0.8187(4) 0.0505(14) Uani 1 1 d G . . . .
H10C H 0.887444 0.382504 0.847891 0.076 Uiso 1 1 d G U . . .
H10D H 0.810809 0.342907 0.850875 0.076 Uiso 1 1 d G U . . .
O104 O 0.5595(6) 0.5044(3) 0.6849(5) 0.0654(19) Uani 1 1 d G . . . .
H10E H 0.517294 0.485285 0.646894 0.098 Uiso 1 1 d G U . . .
H10F H 0.568750 0.535916 0.661354 0.098 Uiso 1 1 d G U . . .
O106 O 0.6734(10) 0.4024(4) 0.6794(6) 0.104(3) Uani 1 1 d G . . . .
H10G H 0.619511 0.379895 0.676051 0.156 Uiso 1 1 d G U . . .
H10H H 0.659424 0.420958 0.633370 0.156 Uiso 1 1 d G U . . .
O107 O 0.7391(8) 0.2962(7) 0.5702(8) 0.131(7) Uani 0.89(3) 1 d . . . . .
O105 O 0.5651(8) 0.3606(4) 0.5241(8) 0.071(5) Uani 0.68(3) 1 d . . . . .


_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
Br1 C2 1.908(7) . ?
Br18 C19 1.893(8) . ?
Br69 C70 1.918(9) . ?
Br86 C87 1.907(9) . ?
Br35 C36 1.928(9) . ?
Br52 C53 1.885(12) . ?
N9 C8 1.250(10) . ?
N9 C10 1.479(9) . ?
N16 C11 1.456(10) . ?
N16 C17 1.268(10) . ?
N43 C42 1.255(11) . ?
N43 C44 1.474(12) . ?
N50 C51 1.241(9) . ?
N50 C45 1.472(9) . ?
N94 C93 1.264(10) . ?
N94 C95 1.460(10) . ?
N77 C78 1.488(10) . ?
N77 C76 1.258(10) . ?
N33 C28 1.457(11) . ?
N33 C34 1.258(11) . ?
C8 H8 0.9500 . ?
C8 C4 1.475(10) . ?
N84 C79 1.436(12) . ?
N84 C85 1.248(11) . ?
C2 C7 1.378(10) . ?
C2 C3 1.384(10) . ?
C7 H7 0.9500 . ?
C7 C6 1.407(10) . ?
C6 C51 1.463(11) . ?
C6 C5 1.375(10) . ?
N101 C96 1.463(10) . ?
N101 C102 1.227(12) . ?
C4 C3 1.391(10) . ?
C4 C5 1.414(10) . ?
N26 C27 1.437(11) . ?
N26 C25 1.286(11) . ?
N67 C68 1.275(12) . ?
N67 C62 1.466(11) . ?
C79 H79 1.0000 . ?
C79 C78 1.526(12) . ?
C79 C80 1.529(12) . ?
N60 C59 1.252(12) . ?
N60 C61 1.479(13) . ?
C93 H93 0.9500 . ?
C93 C89 1.471(11) . ?
C10 H10 1.0000 . ?
C10 C11 1.518(11) . ?
C10 C15 1.535(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.549(9) . ?
C12 C13 1.529(11) . ?
C91 C92 1.380(12) . ?
C91 C90 1.381(11) . ?
C91 C85 1.481(11) . ?
C42 H42 0.9500 . ?
C42 C38 1.467(14) . ?
C23 C17 1.484(11) . ?
C23 C24 1.397(11) . ?
C23 C22 1.368(11) . ?
C28 H28 1.0000 . ?
C28 C29 1.555(11) . ?
C28 C27 1.494(13) . ?
C78 H78 1.0000 . ?
C78 C83 1.521(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.518(13) . ?
C14 C13 1.496(13) . ?
C39 H39 0.9500 . ?
C39 C38 1.409(11) . ?
C39 C40 1.368(13) . ?
C11 H11 1.0000 . ?
C17 H17 0.9500 . ?
C3 H3 0.9500 . ?
C51 H51 0.9500 . ?
C44 H44 1.0000 . ?
C44 C45 1.500(11) . ?
C44 C49 1.526(11) . ?
C92 H92 0.9500 . ?
C92 C87 1.406(13) . ?
C89 C90 1.390(12) . ?
C89 C88 1.408(12) . ?
C95 H95 1.0000 . ?
C95 C96 1.545(11) . ?
C95 C100 1.526(11) . ?
C90 H90 0.9500 . ?
C76 H76 0.9500 . ?
C76 C72 1.467(12) . ?
C38 C37 1.362(13) . ?
C97 H97A 0.9900 . ?
C97 H97B 0.9900 . ?
C97 C96 1.502(11) . ?
C97 C98 1.548(11) . ?
C71 H71 0.9500 . ?
C71 C70 1.346(12) . ?
C71 C72 1.401(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C5 H5 0.9500 . ?
C24 H24 0.9500 . ?
C24 C19 1.372(11) . ?
C19 C20 1.374(12) . ?
C70 C75 1.396(12) . ?
C88 H88 0.9500 . ?
C88 C87 1.359(12) . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C83 C82 1.559(12) . ?
C85 H85 0.9500 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C45 1.527(12) . ?
C46 C47 1.510(12) . ?
C34 H34 0.9500 . ?
C34 C40 1.488(12) . ?
C96 H96 1.0000 . ?
C72 C73 1.381(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C56 H56 0.9500 . ?
C56 C55 1.391(13) . ?
C56 C57 1.360(15) . ?
C21 C22 1.394(11) . ?
C21 C20 1.406(12) . ?
C21 C25 1.453(12) . ?
C40 C41 1.413(12) . ?
C22 H22 0.9500 . ?
C73 H73 0.9500 . ?
C73 C74 1.404(13) . ?
C20 H20 0.9500 . ?
C45 H45 1.0000 . ?
C100 H10A 0.9900 . ?
C100 H10B 0.9900 . ?
C100 C99 1.530(12) . ?
C59 H59 0.9500 . ?
C59 C55 1.435(14) . ?
C99 H99A 0.9900 . ?
C99 H99B 0.9900 . ?
C99 C98 1.493(12) . ?
C98 H98A 0.9900 . ?
C98 H98B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.532(13) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.495(16) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.482(16) . ?
C27 H27 1.0000 . ?
C27 C32 1.543(12) . ?
C68 H68 0.9500 . ?
C68 C74 1.450(12) . ?
C75 H75 0.9500 . ?
C75 C74 1.391(14) . ?
C62 H62 1.0000 . ?
C62 C63 1.532(14) . ?
C62 C61 1.495(15) . ?
C55 C54 1.384(16) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.533(15) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.524(13) . ?
C61 H61 1.0000 . ?
C61 C66 1.541(13) . ?
C41 H41 0.9500 . ?
C41 C36 1.383(14) . ?
C37 H37 0.9500 . ?
C37 C36 1.383(15) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.532(13) . ?
C25 H25 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C82 C81 1.541(17) . ?
C80 H80A 0.9900 . ?
C80 H80B 0.9900 . ?
C80 C81 1.517(18) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C102 H102 0.9500 . ?
C102 C57 1.500(14) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C65 1.547(19) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 C65 1.535(18) . ?
C57 C58 1.350(16) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C58 H58 0.9500 . ?
C58 C53 1.393(15) . ?
C54 H54 0.9500 . ?
C54 C53 1.387(17) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
O103 H10C 0.8500 . ?
O103 H10D 0.8501 . ?
O104 H10E 0.8496 . ?
O104 H10F 0.8504 . ?
O106 H10G 0.8492 . ?
O106 H10H 0.8507 . ?

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
C8 N9 C10 115.9(6) . . ?
C17 N16 C11 116.9(6) . . ?
C42 N43 C44 119.6(7) . . ?
C51 N50 C45 118.9(6) . . ?
C93 N94 C95 117.1(7) . . ?
C76 N77 C78 117.4(7) . . ?
C34 N33 C28 116.3(7) . . ?
N9 C8 H8 118.0 . . ?
N9 C8 C4 123.9(7) . . ?
C4 C8 H8 118.0 . . ?
C85 N84 C79 119.3(7) . . ?
C7 C2 Br1 119.6(5) . . ?
C7 C2 C3 122.4(7) . . ?
C3 C2 Br1 118.0(5) . . ?
C2 C7 H7 121.0 . . ?
C2 C7 C6 118.1(6) . . ?
C6 C7 H7 121.0 . . ?
C7 C6 C51 120.3(6) . . ?
C5 C6 C7 120.7(7) . . ?
C5 C6 C51 118.9(7) . . ?
C102 N101 C96 119.2(8) . . ?
C3 C4 C8 118.4(6) . . ?
C3 C4 C5 118.9(6) . . ?
C5 C4 C8 122.6(6) . . ?
C25 N26 C27 118.5(7) . . ?
C68 N67 C62 118.1(8) . . ?
N84 C79 H79 109.2 . . ?
N84 C79 C78 110.5(8) . . ?
N84 C79 C80 108.6(7) . . ?
C78 C79 H79 109.2 . . ?
C78 C79 C80 110.2(7) . . ?
C80 C79 H79 109.2 . . ?
C59 N60 C61 116.5(9) . . ?
N94 C93 H93 119.1 . . ?
N94 C93 C89 121.9(8) . . ?
C89 C93 H93 119.1 . . ?
N9 C10 H10 109.5 . . ?
N9 C10 C11 110.5(6) . . ?
N9 C10 C15 108.3(6) . . ?
C11 C10 H10 109.5 . . ?
C11 C10 C15 109.6(6) . . ?
C15 C10 H10 109.5 . . ?
H12A C12 H12B 108.0 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C13 C12 C11 111.4(6) . . ?
C92 C91 C90 120.2(7) . . ?
C92 C91 C85 117.6(7) . . ?
C90 C91 C85 122.1(7) . . ?
N43 C42 H42 117.8 . . ?
N43 C42 C38 124.3(8) . . ?
C38 C42 H42 117.8 . . ?
C24 C23 C17 120.6(7) . . ?
C22 C23 C17 119.9(7) . . ?
C22 C23 C24 119.6(7) . . ?
N33 C28 H28 108.2 . . ?
N33 C28 C29 107.8(6) . . ?
N33 C28 C27 111.6(7) . . ?
C29 C28 H28 108.2 . . ?
C27 C28 H28 108.2 . . ?
C27 C28 C29 112.8(7) . . ?
N77 C78 C79 108.2(6) . . ?
N77 C78 H78 109.9 . . ?
N77 C78 C83 106.6(6) . . ?
C79 C78 H78 109.9 . . ?
C83 C78 C79 112.2(7) . . ?
C83 C78 H78 109.9 . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C13 C14 C15 113.5(8) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C40 C39 C38 120.2(8) . . ?
N16 C11 C10 110.5(6) . . ?
N16 C11 C12 108.5(6) . . ?
N16 C11 H11 110.0 . . ?
C10 C11 C12 107.8(6) . . ?
C10 C11 H11 110.0 . . ?
C12 C11 H11 110.0 . . ?
N16 C17 C23 122.8(7) . . ?
N16 C17 H17 118.6 . . ?
C23 C17 H17 118.6 . . ?
C2 C3 C4 119.6(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
N50 C51 C6 122.9(7) . . ?
N50 C51 H51 118.5 . . ?
C6 C51 H51 118.5 . . ?
N43 C44 H44 108.5 . . ?
N43 C44 C45 109.4(6) . . ?
N43 C44 C49 110.3(7) . . ?
C45 C44 H44 108.5 . . ?
C45 C44 C49 111.6(7) . . ?
C49 C44 H44 108.5 . . ?
C91 C92 H92 120.5 . . ?
C91 C92 C87 118.9(7) . . ?
C87 C92 H92 120.5 . . ?
C90 C89 C93 119.7(8) . . ?
C90 C89 C88 119.8(7) . . ?
C88 C89 C93 120.5(8) . . ?
N94 C95 H95 109.6 . . ?
N94 C95 C96 107.9(6) . . ?
N94 C95 C100 109.3(6) . . ?
C96 C95 H95 109.6 . . ?
C100 C95 H95 109.6 . . ?
C100 C95 C96 110.8(7) . . ?
C91 C90 C89 120.4(8) . . ?
C91 C90 H90 119.8 . . ?
C89 C90 H90 119.8 . . ?
N77 C76 H76 118.3 . . ?
N77 C76 C72 123.4(7) . . ?
C72 C76 H76 118.3 . . ?
C39 C38 C42 120.3(8) . . ?
C37 C38 C42 120.4(8) . . ?
C37 C38 C39 119.3(9) . . ?
H97A C97 H97B 108.1 . . ?
C96 C97 H97A 109.5 . . ?
C96 C97 H97B 109.5 . . ?
C96 C97 C98 110.5(7) . . ?
C98 C97 H97A 109.5 . . ?
C98 C97 H97B 109.5 . . ?
C70 C71 H71 120.0 . . ?
C70 C71 C72 120.0(8) . . ?
C72 C71 H71 120.0 . . ?
C10 C15 H15A 109.4 . . ?
C10 C15 H15B 109.4 . . ?
C14 C15 C10 111.0(7) . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C6 C5 C4 120.3(7) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C23 C24 H24 120.2 . . ?
C19 C24 C23 119.5(7) . . ?
C19 C24 H24 120.2 . . ?
C24 C19 Br18 119.4(6) . . ?
C24 C19 C20 120.9(7) . . ?
C20 C19 Br18 119.7(6) . . ?
C71 C70 Br69 119.8(6) . . ?
C71 C70 C75 122.5(8) . . ?
C75 C70 Br69 117.6(7) . . ?
C89 C88 H88 120.5 . . ?
C87 C88 C89 118.9(8) . . ?
C87 C88 H88 120.5 . . ?
C78 C83 H83A 109.6 . . ?
C78 C83 H83B 109.6 . . ?
C78 C83 C82 110.4(7) . . ?
H83A C83 H83B 108.1 . . ?
C82 C83 H83A 109.6 . . ?
C82 C83 H83B 109.6 . . ?
N84 C85 C91 125.4(7) . . ?
N84 C85 H85 117.3 . . ?
C91 C85 H85 117.3 . . ?
H46A C46 H46B 107.9 . . ?
C45 C46 H46A 109.2 . . ?
C45 C46 H46B 109.2 . . ?
C47 C46 H46A 109.2 . . ?
C47 C46 H46B 109.2 . . ?
C47 C46 C45 112.0(8) . . ?
N33 C34 H34 118.4 . . ?
N33 C34 C40 123.2(8) . . ?
C40 C34 H34 118.4 . . ?
N101 C96 C95 107.9(6) . . ?
N101 C96 C97 110.0(7) . . ?
N101 C96 H96 109.6 . . ?
C95 C96 H96 109.6 . . ?
C97 C96 C95 110.2(6) . . ?
C97 C96 H96 109.6 . . ?
C71 C72 C76 123.3(7) . . ?
C73 C72 C76 118.0(7) . . ?
C73 C72 C71 118.6(8) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 C12 111.6(7) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C55 C56 H56 118.6 . . ?
C57 C56 H56 118.6 . . ?
C57 C56 C55 122.7(9) . . ?
C22 C21 C20 117.5(7) . . ?
C22 C21 C25 123.3(7) . . ?
C20 C21 C25 119.1(7) . . ?
C39 C40 C34 117.6(7) . . ?
C39 C40 C41 122.0(8) . . ?
C41 C40 C34 120.3(8) . . ?
C23 C22 C21 121.9(7) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C72 C73 H73 119.4 . . ?
C72 C73 C74 121.3(8) . . ?
C74 C73 H73 119.4 . . ?
C19 C20 C21 120.5(8) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
N50 C45 C44 109.8(6) . . ?
N50 C45 C46 108.3(6) . . ?
N50 C45 H45 109.3 . . ?
C44 C45 C46 110.9(6) . . ?
C44 C45 H45 109.3 . . ?
C46 C45 H45 109.3 . . ?
C95 C100 H10A 109.5 . . ?
C95 C100 H10B 109.5 . . ?
C95 C100 C99 110.6(7) . . ?
H10A C100 H10B 108.1 . . ?
C99 C100 H10A 109.5 . . ?
C99 C100 H10B 109.5 . . ?
N60 C59 H59 117.2 . . ?
N60 C59 C55 125.7(10) . . ?
C55 C59 H59 117.2 . . ?
C100 C99 H99A 109.5 . . ?
C100 C99 H99B 109.5 . . ?
H99A C99 H99B 108.1 . . ?
C98 C99 C100 110.6(7) . . ?
C98 C99 H99A 109.5 . . ?
C98 C99 H99B 109.5 . . ?
C97 C98 H98A 109.3 . . ?
C97 C98 H98B 109.3 . . ?
C99 C98 C97 111.4(7) . . ?
C99 C98 H98A 109.3 . . ?
C99 C98 H98B 109.3 . . ?
H98A C98 H98B 108.0 . . ?
C28 C29 H29A 109.7 . . ?
C28 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C30 C29 C28 109.6(7) . . ?
C30 C29 H29A 109.7 . . ?
C30 C29 H29B 109.7 . . ?
C92 C87 Br86 118.3(6) . . ?
C88 C87 Br86 120.0(7) . . ?
C88 C87 C92 121.7(8) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 108.0 . . ?
C48 C47 C46 110.9(8) . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
C47 C48 H48A 109.4 . . ?
C47 C48 H48B 109.4 . . ?
H48A C48 H48B 108.0 . . ?
C49 C48 C47 111.4(8) . . ?
C49 C48 H48A 109.4 . . ?
C49 C48 H48B 109.4 . . ?
N26 C27 C28 110.6(7) . . ?
N26 C27 H27 109.2 . . ?
N26 C27 C32 107.5(7) . . ?
C28 C27 H27 109.2 . . ?
C28 C27 C32 111.2(7) . . ?
C32 C27 H27 109.2 . . ?
N67 C68 H68 118.9 . . ?
N67 C68 C74 122.2(9) . . ?
C74 C68 H68 118.9 . . ?
C70 C75 H75 120.8 . . ?
C74 C75 C70 118.3(8) . . ?
C74 C75 H75 120.8 . . ?
N67 C62 H62 109.4 . . ?
N67 C62 C63 108.0(8) . . ?
N67 C62 C61 109.7(7) . . ?
C63 C62 H62 109.4 . . ?
C61 C62 H62 109.4 . . ?
C61 C62 C63 110.9(9) . . ?
C56 C55 C59 121.8(9) . . ?
C54 C55 C56 117.6(10) . . ?
C54 C55 C59 120.2(9) . . ?
C62 C63 H63A 109.8 . . ?
C62 C63 H63B 109.8 . . ?
C62 C63 C64 109.3(9) . . ?
H63A C63 H63B 108.3 . . ?
C64 C63 H63A 109.8 . . ?
C64 C63 H63B 109.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 C29 110.8(8) . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C73 C74 C68 121.2(9) . . ?
C75 C74 C73 119.2(8) . . ?
C75 C74 C68 119.7(9) . . ?
N60 C61 C62 110.3(9) . . ?
N60 C61 H61 109.1 . . ?
N60 C61 C66 108.6(9) . . ?
C62 C61 H61 109.1 . . ?
C62 C61 C66 110.6(8) . . ?
C66 C61 H61 109.1 . . ?
C40 C41 H41 122.5 . . ?
C36 C41 C40 115.0(9) . . ?
C36 C41 H41 122.5 . . ?
C38 C37 H37 120.5 . . ?
C38 C37 C36 119.1(8) . . ?
C36 C37 H37 120.5 . . ?
C30 C31 H31A 109.6 . . ?
C30 C31 H31B 109.6 . . ?
C30 C31 C32 110.2(7) . . ?
H31A C31 H31B 108.1 . . ?
C32 C31 H31A 109.6 . . ?
C32 C31 H31B 109.6 . . ?
N26 C25 C21 125.0(8) . . ?
N26 C25 H25 117.5 . . ?
C21 C25 H25 117.5 . . ?
C27 C32 H32A 109.2 . . ?
C27 C32 H32B 109.2 . . ?
C31 C32 C27 111.8(7) . . ?
C31 C32 H32A 109.2 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C83 C82 H82A 109.8 . . ?
C83 C82 H82B 109.8 . . ?
H82A C82 H82B 108.3 . . ?
C81 C82 C83 109.2(8) . . ?
C81 C82 H82A 109.8 . . ?
C81 C82 H82B 109.8 . . ?
C41 C36 Br35 117.2(8) . . ?
C37 C36 Br35 118.4(7) . . ?
C37 C36 C41 124.3(8) . . ?
C79 C80 H80A 109.4 . . ?
C79 C80 H80B 109.4 . . ?
H80A C80 H80B 108.0 . . ?
C81 C80 C79 111.3(8) . . ?
C81 C80 H80A 109.4 . . ?
C81 C80 H80B 109.4 . . ?
C44 C49 H49A 109.3 . . ?
C44 C49 H49B 109.3 . . ?
C48 C49 C44 111.5(8) . . ?
C48 C49 H49A 109.3 . . ?
C48 C49 H49B 109.3 . . ?
H49A C49 H49B 108.0 . . ?
N101 C102 H102 117.2 . . ?
N101 C102 C57 125.7(9) . . ?
C57 C102 H102 117.2 . . ?
C61 C66 H66A 110.0 . . ?
C61 C66 H66B 110.0 . . ?
C61 C66 C65 108.4(10) . . ?
H66A C66 H66B 108.4 . . ?
C65 C66 H66A 110.0 . . ?
C65 C66 H66B 110.0 . . ?
C63 C64 H64A 109.8 . . ?
C63 C64 H64B 109.8 . . ?
C63 C64 C65 109.4(11) . . ?
H64A C64 H64B 108.2 . . ?
C65 C64 H64A 109.8 . . ?
C65 C64 H64B 109.8 . . ?
C56 C57 C102 121.9(10) . . ?
C58 C57 C56 118.4(10) . . ?
C58 C57 C102 119.8(11) . . ?
C66 C65 H65A 109.9 . . ?
C66 C65 H65B 109.9 . . ?
C64 C65 C66 109.1(11) . . ?
C64 C65 H65A 109.9 . . ?
C64 C65 H65B 109.9 . . ?
H65A C65 H65B 108.3 . . ?
C57 C58 H58 119.0 . . ?
C57 C58 C53 122.1(11) . . ?
C53 C58 H58 119.0 . . ?
C55 C54 H54 119.7 . . ?
C55 C54 C53 120.7(10) . . ?
C53 C54 H54 119.7 . . ?
C58 C53 Br52 121.0(10) . . ?
C54 C53 Br52 120.6(9) . . ?
C54 C53 C58 118.3(11) . . ?
C82 C81 H81A 109.7 . . ?
C82 C81 H81B 109.7 . . ?
C80 C81 C82 109.8(12) . . ?
C80 C81 H81A 109.7 . . ?
C80 C81 H81B 109.7 . . ?
H81A C81 H81B 108.2 . . ?
H10C O103 H10D 104.5 . . ?
H10E O104 H10F 104.5 . . ?
H10G O106 H10H 104.5 . . ?

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
Br1 C2 C7 C6 180.0(5) . . . . ?
Br1 C2 C3 C4 -179.1(5) . . . . ?
Br18 C19 C20 C21 -178.8(6) . . . . ?
Br69 C70 C75 C74 178.8(6) . . . . ?
N9 C8 C4 C3 173.0(7) . . . . ?
N9 C8 C4 C5 -5.0(12) . . . . ?
N9 C10 C11 N16 -60.6(8) . . . . ?
N9 C10 C11 C12 -179.1(6) . . . . ?
N9 C10 C15 C14 -179.3(7) . . . . ?
N43 C42 C38 C39 17.6(12) . . . . ?
N43 C42 C38 C37 -160.2(8) . . . . ?
N43 C44 C45 N50 -65.2(7) . . . . ?
N43 C44 C45 C46 175.1(6) . . . . ?
N43 C44 C49 C48 -177.1(7) . . . . ?
N94 C93 C89 C90 -168.3(7) . . . . ?
N94 C93 C89 C88 11.2(11) . . . . ?
N94 C95 C96 N101 -63.2(8) . . . . ?
N94 C95 C96 C97 176.7(6) . . . . ?
N94 C95 C100 C99 -175.3(7) . . . . ?
N77 C78 C83 C82 -174.1(8) . . . . ?
N77 C76 C72 C71 -1.2(12) . . . . ?
N77 C76 C72 C73 175.2(7) . . . . ?
N33 C28 C29 C30 -179.1(7) . . . . ?
N33 C28 C27 N26 -65.7(9) . . . . ?
N33 C28 C27 C32 174.9(7) . . . . ?
N33 C34 C40 C39 -173.0(8) . . . . ?
N33 C34 C40 C41 2.9(13) . . . . ?
C8 N9 C10 C11 126.8(7) . . . . ?
C8 N9 C10 C15 -113.2(8) . . . . ?
C8 C4 C3 C2 -178.8(7) . . . . ?
C8 C4 C5 C6 178.6(7) . . . . ?
N84 C79 C78 N77 -67.5(8) . . . . ?
N84 C79 C78 C83 175.2(7) . . . . ?
N84 C79 C80 C81 -178.2(10) . . . . ?
C2 C7 C6 C51 -178.7(7) . . . . ?
C2 C7 C6 C5 -1.2(11) . . . . ?
C7 C2 C3 C4 -0.1(11) . . . . ?
C7 C6 C51 N50 3.4(12) . . . . ?
C7 C6 C5 C4 0.3(11) . . . . ?
N101 C102 C57 C56 -8(2) . . . . ?
N101 C102 C57 C58 171.0(13) . . . . ?
N26 C27 C32 C31 -174.9(8) . . . . ?
N67 C68 C74 C73 -7.7(13) . . . . ?
N67 C68 C74 C75 172.2(8) . . . . ?
N67 C62 C63 C64 -178.8(10) . . . . ?
N67 C62 C61 N60 -61.7(10) . . . . ?
N67 C62 C61 C66 178.2(9) . . . . ?
C79 N84 C85 C91 176.4(7) . . . . ?
C79 C78 C83 C82 -55.8(10) . . . . ?
C79 C80 C81 C82 59.8(14) . . . . ?
N60 C59 C55 C56 -168.2(10) . . . . ?
N60 C59 C55 C54 19.0(17) . . . . ?
N60 C61 C66 C65 179.5(10) . . . . ?
C93 N94 C95 C96 120.5(8) . . . . ?
C93 N94 C95 C100 -119.0(8) . . . . ?
C93 C89 C90 C91 179.7(7) . . . . ?
C93 C89 C88 C87 -179.1(8) . . . . ?
C10 N9 C8 C4 176.0(7) . . . . ?
C91 C92 C87 Br86 -179.6(6) . . . . ?
C91 C92 C87 C88 -0.3(13) . . . . ?
C42 N43 C44 C45 118.1(8) . . . . ?
C42 N43 C44 C49 -118.8(8) . . . . ?
C42 C38 C37 C36 179.9(9) . . . . ?
C23 C24 C19 Br18 177.5(5) . . . . ?
C23 C24 C19 C20 -3.2(11) . . . . ?
C28 N33 C34 C40 175.5(7) . . . . ?
C28 C29 C30 C31 57.4(10) . . . . ?
C28 C27 C32 C31 -53.7(10) . . . . ?
C78 N77 C76 C72 176.4(7) . . . . ?
C78 C79 C80 C81 -57.0(13) . . . . ?
C78 C83 C82 C81 57.1(13) . . . . ?
C39 C38 C37 C36 2.1(14) . . . . ?
C39 C40 C41 C36 -2.2(13) . . . . ?
C11 N16 C17 C23 178.6(6) . . . . ?
C11 C10 C15 C14 -58.7(9) . . . . ?
C11 C12 C13 C14 53.9(10) . . . . ?
C17 N16 C11 C10 116.1(7) . . . . ?
C17 N16 C11 C12 -125.9(7) . . . . ?
C17 C23 C24 C19 -177.2(7) . . . . ?
C17 C23 C22 C21 179.3(7) . . . . ?
C3 C2 C7 C6 1.1(11) . . . . ?
C3 C4 C5 C6 0.6(11) . . . . ?
C51 N50 C45 C44 129.9(8) . . . . ?
C51 N50 C45 C46 -108.9(8) . . . . ?
C51 C6 C5 C4 177.9(7) . . . . ?
C44 N43 C42 C38 177.6(7) . . . . ?
C92 C91 C90 C89 -0.8(11) . . . . ?
C92 C91 C85 N84 -179.4(8) . . . . ?
C89 C88 C87 Br86 178.9(6) . . . . ?
C89 C88 C87 C92 -0.4(13) . . . . ?
C95 N94 C93 C89 -176.6(7) . . . . ?
C95 C100 C99 C98 56.8(10) . . . . ?
C90 C91 C92 C87 0.9(12) . . . . ?
C90 C91 C85 N84 -1.9(12) . . . . ?
C90 C89 C88 C87 0.4(12) . . . . ?
C76 N77 C78 C79 125.3(8) . . . . ?
C76 N77 C78 C83 -113.9(8) . . . . ?
C76 C72 C73 C74 -176.3(7) . . . . ?
C38 C39 C40 C34 177.3(7) . . . . ?
C38 C39 C40 C41 1.4(13) . . . . ?
C38 C37 C36 Br35 179.8(7) . . . . ?
C38 C37 C36 C41 -3.2(16) . . . . ?
C71 C70 C75 C74 0.0(12) . . . . ?
C71 C72 C73 C74 0.3(11) . . . . ?
C15 C10 C11 N16 -179.8(6) . . . . ?
C15 C10 C11 C12 61.7(8) . . . . ?
C15 C14 C13 C12 -50.1(11) . . . . ?
C5 C6 C51 N50 -174.2(8) . . . . ?
C5 C4 C3 C2 -0.7(11) . . . . ?
C24 C23 C17 N16 1.9(11) . . . . ?
C24 C23 C22 C21 -0.2(11) . . . . ?
C24 C19 C20 C21 1.8(12) . . . . ?
C70 C71 C72 C76 177.9(7) . . . . ?
C70 C71 C72 C73 1.6(11) . . . . ?
C70 C75 C74 C73 1.9(11) . . . . ?
C70 C75 C74 C68 -178.0(7) . . . . ?
C88 C89 C90 C91 0.2(11) . . . . ?
C83 C82 C81 C80 -59.1(13) . . . . ?
C85 N84 C79 C78 119.0(8) . . . . ?
C85 N84 C79 C80 -120.0(10) . . . . ?
C85 C91 C92 C87 178.4(7) . . . . ?
C85 C91 C90 C89 -178.3(7) . . . . ?
C46 C47 C48 C49 -56.8(10) . . . . ?
C34 N33 C28 C29 -120.5(8) . . . . ?
C34 N33 C28 C27 115.1(8) . . . . ?
C34 C40 C41 C36 -177.9(9) . . . . ?
C96 N101 C102 C57 -173.2(12) . . . . ?
C96 C95 C100 C99 -56.5(10) . . . . ?
C96 C97 C98 C99 57.5(10) . . . . ?
C72 C71 C70 Br69 179.5(6) . . . . ?
C72 C71 C70 C75 -1.7(12) . . . . ?
C72 C73 C74 C68 177.9(7) . . . . ?
C72 C73 C74 C75 -2.0(12) . . . . ?
C13 C12 C11 N16 -179.5(6) . . . . ?
C13 C12 C11 C10 -59.8(8) . . . . ?
C13 C14 C15 C10 52.7(11) . . . . ?
C56 C55 C54 C53 -3.0(18) . . . . ?
C56 C57 C58 C53 -2(2) . . . . ?
C40 C39 C38 C42 -179.2(8) . . . . ?
C40 C39 C38 C37 -1.3(12) . . . . ?
C40 C41 C36 Br35 -179.9(7) . . . . ?
C40 C41 C36 C37 3.1(15) . . . . ?
C22 C23 C17 N16 -177.6(7) . . . . ?
C22 C23 C24 C19 2.3(11) . . . . ?
C22 C21 C20 C19 0.3(11) . . . . ?
C22 C21 C25 N26 -6.7(13) . . . . ?
C20 C21 C22 C23 -1.2(12) . . . . ?
C20 C21 C25 N26 173.9(8) . . . . ?
C45 N50 C51 C6 178.7(7) . . . . ?
C45 C44 C49 C48 -55.3(9) . . . . ?
C45 C46 C47 C48 54.9(10) . . . . ?
C100 C95 C96 N101 177.2(7) . . . . ?
C100 C95 C96 C97 57.0(9) . . . . ?
C100 C99 C98 C97 -56.9(10) . . . . ?
C59 N60 C61 C62 125.8(10) . . . . ?
C59 N60 C61 C66 -112.8(11) . . . . ?
C59 C55 C54 C53 170.1(11) . . . . ?
C98 C97 C96 N101 -175.3(7) . . . . ?
C98 C97 C96 C95 -56.5(9) . . . . ?
C29 C28 C27 N26 172.7(7) . . . . ?
C29 C28 C27 C32 53.4(9) . . . . ?
C29 C30 C31 C32 -58.6(10) . . . . ?
C47 C46 C45 N50 -173.9(7) . . . . ?
C47 C46 C45 C44 -53.3(9) . . . . ?
C47 C48 C49 C44 56.9(10) . . . . ?
C27 N26 C25 C21 175.0(8) . . . . ?
C27 C28 C29 C30 -55.5(10) . . . . ?
C68 N67 C62 C63 -103.7(10) . . . . ?
C68 N67 C62 C61 135.4(9) . . . . ?
C62 N67 C68 C74 174.9(7) . . . . ?
C62 C63 C64 C65 59.5(15) . . . . ?
C62 C61 C66 C65 -59.4(13) . . . . ?
C55 C56 C57 C102 -177.2(12) . . . . ?
C55 C56 C57 C58 4(2) . . . . ?
C55 C54 C53 Br52 -179.2(9) . . . . ?
C55 C54 C53 C58 4.6(19) . . . . ?
C63 C62 C61 N60 179.2(8) . . . . ?
C63 C62 C61 C66 59.1(12) . . . . ?
C63 C64 C65 C66 -61.1(16) . . . . ?
C30 C31 C32 C27 56.2(11) . . . . ?
C61 N60 C59 C55 -177.5(10) . . . . ?
C61 C62 C63 C64 -58.7(13) . . . . ?
C61 C66 C65 C64 60.1(14) . . . . ?
C25 N26 C27 C28 131.4(8) . . . . ?
C25 N26 C27 C32 -107.0(9) . . . . ?
C25 C21 C22 C23 179.4(7) . . . . ?
C25 C21 C20 C19 179.8(7) . . . . ?
C80 C79 C78 N77 172.4(8) . . . . ?
C80 C79 C78 C83 55.1(10) . . . . ?
C49 C44 C45 N50 172.5(7) . . . . ?
C49 C44 C45 C46 52.8(9) . . . . ?
C102 N101 C96 C95 110.9(10) . . . . ?
C102 N101 C96 C97 -128.8(10) . . . . ?
C102 C57 C58 C53 178.9(13) . . . . ?
C57 C56 C55 C59 -174.3(11) . . . . ?
C57 C56 C55 C54 -1.3(18) . . . . ?
C57 C58 C53 Br52 -178.3(11) . . . . ?
C57 C58 C53 C54 -2(2) . . . . ?

