# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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___Brdn1
_database_code_depnum_ccdc_archive 'CCDC 1548887'
_audit_update_record             
;
2017-05-09 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;

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

# CHEMICAL DATA

_chemical_formula_sum            'C23 H27 Br N2 O2 '
_chemical_formula_moiety         'C23 H27 Br N2 O2 '
_chemical_formula_weight         443.38
_chemical_melting_point          ?

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

# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z

#------------------------------------------------------------------------------

_cell_length_a                   24.5150(15)
_cell_length_b                   8.3180(4)
_cell_length_c                   22.0494(15)
_cell_angle_alpha                90.0000
_cell_angle_beta                 100.632(3)
_cell_angle_gamma                90.0000
_cell_volume                     4419.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17329
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      38.7
_cell_measurement_temperature    293.0
_diffrn_ambient_temperature      293.0

#------------------------------------------------------------------------------

_exptl_crystal_description       needleplate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840.00
_exptl_absorpt_coefficient_mu    1.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_T_max  0.740

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

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            5254
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_theta_max         38.66
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        38.66
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38

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

# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using reflections with F² > 2.0 sigma(F²).
    The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are 
    based on F, with F set to zero for negative F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5254
_reflns_number_gt                2785
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.0502
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         2819
_refine_ls_number_parameters     253
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    10.2100    1.6974    8.4413
;
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Br Br -0.290 2.459
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

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

# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.418240(10) 0.57883(5) -0.161950(10) 0.09194(12) Uani 1.00 1 d . . .
O1 O 0.41641(9) 1.0343(2) 0.13784(10) 0.0757(6) Uani 1.00 1 d . . .
O2 O 0.34872(10) 1.0588(2) 0.05544(11) 0.0841(7) Uani 1.00 1 d . . .
N1 N 0.54611(9) 0.5681(2) -0.08665(10) 0.0612(6) Uani 1.00 1 d . . .
N2 N 0.45228(9) 0.7683(2) -0.02997(10) 0.0612(6) Uani 1.00 1 d . . .
C1 C 0.58121(12) 0.4865(3) -0.11473(13) 0.0629(7) Uani 1.00 1 d . . .
C2 C 0.63358(11) 0.4792(3) -0.07441(13) 0.0623(7) Uani 1.00 1 d . . .
C3 C 0.62825(11) 0.5596(3) -0.02155(13) 0.0624(7) Uani 1.00 1 d . . .
C4 C 0.57251(11) 0.6171(3) -0.02808(12) 0.0583(7) Uani 1.00 1 d . . .
C5 C 0.55073(11) 0.7023(3) 0.01506(12) 0.0608(7) Uani 1.00 1 d . . .
C6 C 0.49889(11) 0.7715(3) 0.01667(11) 0.0578(6) Uani 1.00 1 d . . .
C7 C 0.48475(11) 0.8613(3) 0.06508(12) 0.0587(7) Uani 1.00 1 d . . .
C8 C 0.42943(11) 0.9121(3) 0.04636(13) 0.0588(7) Uani 1.00 1 d . . .
C9 C 0.41070(11) 0.8511(3) -0.01308(13) 0.0608(7) Uani 1.00 1 d . . .
C10 C 0.39356(12) 1.0084(3) 0.07880(14) 0.0656(8) Uani 1.00 1 d . . .
C11 C 0.38242(14) 1.1233(4) 0.17416(17) 0.0803(10) Uani 1.00 1 d . . .
C12 C 0.34133(12) 1.0154(3) 0.19639(13) 0.0659(8) Uani 1.00 1 d . . .
C13 C 0.35748(16) 0.9126(5) 0.24491(18) 0.0995(12) Uani 1.00 1 d . . .
C14 C 0.3200(2) 0.8100(6) 0.2649(2) 0.1222(18) Uani 1.00 1 d . . .
C15 C 0.26485(19) 0.8140(4) 0.2359(2) 0.0985(14) Uani 1.00 1 d . . .
C16 C 0.24837(14) 0.9153(4) 0.18757(17) 0.0806(10) Uani 1.00 1 d . . .
C17 C 0.28616(12) 1.0139(4) 0.16803(14) 0.0699(8) Uani 1.00 1 d . . .
C18 C 0.56485(14) 0.4200(4) -0.17719(15) 0.0794(10) Uani 1.00 1 d . . .
C19 C 0.68424(13) 0.3999(4) -0.09088(16) 0.0768(9) Uani 1.00 1 d . . .
C20 C 0.71667(15) 0.5084(5) -0.1260(2) 0.0958(12) Uani 1.00 1 d . . .
C21 C 0.67285(14) 0.5913(4) 0.03323(16) 0.0854(10) Uani 1.00 1 d . . .
C22 C 0.52353(13) 0.8976(4) 0.12441(13) 0.0717(8) Uani 1.00 1 d . . .
C23 C 0.35632(13) 0.8674(4) -0.05568(16) 0.0846(10) Uani 1.00 1 d . . .
H1 H 0.5145 0.5801 -0.1018 0.072 Uiso 1.00 1 c R . .
H2 H 0.4486 0.7196 -0.0615 0.072 Uiso 1.00 1 c R . .
H3 H 0.6841 0.7008 0.0329 0.102 Uiso 1.00 1 c R . .
H4 H 0.6933 0.5422 -0.1633 0.115 Uiso 1.00 1 c R . .
H5 H 0.5789 0.4865 -0.2058 0.095 Uiso 1.00 1 c R . .
H6 H 0.5030 0.9031 0.1571 0.087 Uiso 1.00 1 c R . .
H7 H 0.5767 0.7172 0.0522 0.072 Uiso 1.00 1 c R . .
H8 H 0.4060 1.1696 0.2090 0.095 Uiso 1.00 1 c R . .
H9 H 0.3632 1.2064 0.1495 0.095 Uiso 1.00 1 c R . .
H10 H 0.5798 0.3146 -0.1784 0.095 Uiso 1.00 1 c R . .
H11 H 0.5256 0.4152 -0.1878 0.095 Uiso 1.00 1 c R . .
H12 H 0.7288 0.6002 -0.1015 0.115 Uiso 1.00 1 c R . .
H13 H 0.7477 0.4526 -0.1354 0.115 Uiso 1.00 1 c R . .
H14 H 0.6590 0.5705 0.0699 0.102 Uiso 1.00 1 c R . .
H15 H 0.7038 0.5237 0.0317 0.102 Uiso 1.00 1 c R . .
H16 H 0.5506 0.8154 0.1329 0.087 Uiso 1.00 1 c R . .
H17 H 0.5412 0.9980 0.1210 0.087 Uiso 1.00 1 c R . .
H18 H 0.3566 0.9604 -0.0806 0.102 Uiso 1.00 1 c R . .
H19 H 0.3275 0.8776 -0.0322 0.102 Uiso 1.00 1 c R . .
H20 H 0.3497 0.7750 -0.0812 0.102 Uiso 1.00 1 c R . .
H21 H 0.3951 0.9117 0.2652 0.119 Uiso 1.00 1 c R . .
H22 H 0.3319 0.7385 0.2982 0.146 Uiso 1.00 1 c R . .
H23 H 0.2386 0.7465 0.2498 0.118 Uiso 1.00 1 c R . .
H24 H 0.2106 0.9171 0.1677 0.096 Uiso 1.00 1 c R . .
H25 H 0.2742 1.0833 0.1339 0.082 Uiso 1.00 1 c R . .
H26 H 0.7080 0.3666 -0.0540 0.091 Uiso 1.00 1 c R . .
H27 H 0.6727 0.3077 -0.1157 0.091 Uiso 1.00 1 c R . .




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

_computing_data_collection       PROCESS
_computing_cell_refinement       PROCESS
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SHELXS97
_computing_structure_refinement  CRYSTALS
_computing_publication_material  'CrystalStructure 3.8'
_computing_molecular_graphics    ?

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O(1) C(10) 1.336(3) yes . .
O(1) C(11) 1.460(4) yes . .
O(2) C(10) 1.200(3) yes . .
N(1) C(1) 1.335(3) yes . .
N(1) C(4) 1.394(3) yes . .
N(2) C(6) 1.389(3) yes . .
N(2) C(9) 1.339(3) yes . .
C(1) C(2) 1.422(3) yes . .
C(1) C(18) 1.470(4) yes . .
C(2) C(3) 1.371(4) yes . .
C(2) C(19) 1.508(4) yes . .
C(3) C(4) 1.430(3) yes . .
C(3) C(21) 1.496(4) yes . .
C(4) C(5) 1.371(4) yes . .
C(5) C(6) 1.401(3) yes . .
C(6) C(7) 1.398(3) yes . .
C(7) C(8) 1.408(3) yes . .
C(7) C(22) 1.499(3) yes . .
C(8) C(9) 1.401(3) yes . .
C(8) C(10) 1.469(4) yes . .
C(9) C(23) 1.489(3) yes . .
C(11) C(12) 1.498(4) yes . .
C(12) C(13) 1.370(5) yes . .
C(12) C(17) 1.381(3) yes . .
C(13) C(14) 1.384(7) yes . .
C(14) C(15) 1.386(7) yes . .
C(15) C(16) 1.359(5) yes . .
C(16) C(17) 1.366(4) yes . .
C(19) C(20) 1.508(5) yes . .
N(1) H(1) 0.791 no . .
N(2) H(2) 0.795 no . .
C(5) H(7) 0.948 no . .
C(11) H(8) 0.954 no . .
C(11) H(9) 0.949 no . .
C(13) H(21) 0.948 no . .
C(14) H(22) 0.948 no . .
C(15) H(23) 0.948 no . .
C(16) H(24) 0.948 no . .
C(17) H(25) 0.950 no . .
C(18) H(5) 0.951 no . .
C(18) H(10) 0.953 no . .
C(18) H(11) 0.948 no . .
C(19) H(26) 0.951 no . .
C(19) H(27) 0.954 no . .
C(20) H(4) 0.954 no . .
C(20) H(12) 0.950 no . .
C(20) H(13) 0.946 no . .
C(21) H(3) 0.952 no . .
C(21) H(14) 0.949 no . .
C(21) H(15) 0.949 no . .
C(22) H(6) 0.952 no . .
C(22) H(16) 0.948 no . .
C(22) H(17) 0.950 no . .
C(23) H(18) 0.950 no . .
C(23) H(19) 0.954 no . .
C(23) H(20) 0.948 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C(10) O(1) C(11) 115.9(2) yes . . .
C(1) N(1) C(4) 110.5(2) yes . . .
C(6) N(2) C(9) 110.4(2) yes . . .
N(1) C(1) C(2) 108.5(2) yes . . .
N(1) C(1) C(18) 122.6(2) yes . . .
C(2) C(1) C(18) 129.0(2) yes . . .
C(1) C(2) C(3) 107.1(2) yes . . .
C(1) C(2) C(19) 123.8(2) yes . . .
C(3) C(2) C(19) 129.0(2) yes . . .
C(2) C(3) C(4) 108.5(2) yes . . .
C(2) C(3) C(21) 127.1(2) yes . . .
C(4) C(3) C(21) 124.4(2) yes . . .
N(1) C(4) C(3) 105.5(2) yes . . .
N(1) C(4) C(5) 128.3(2) yes . . .
C(3) C(4) C(5) 126.2(2) yes . . .
C(4) C(5) C(6) 134.5(2) yes . . .
N(2) C(6) C(5) 126.8(2) yes . . .
N(2) C(6) C(7) 106.8(2) yes . . .
C(5) C(6) C(7) 126.3(2) yes . . .
C(6) C(7) C(8) 107.3(2) yes . . .
C(6) C(7) C(22) 124.6(2) yes . . .
C(8) C(7) C(22) 128.1(2) yes . . .
C(7) C(8) C(9) 107.3(2) yes . . .
C(7) C(8) C(10) 130.7(2) yes . . .
C(9) C(8) C(10) 122.0(2) yes . . .
N(2) C(9) C(8) 108.2(2) yes . . .
N(2) C(9) C(23) 120.7(2) yes . . .
C(8) C(9) C(23) 131.2(2) yes . . .
O(1) C(10) O(2) 123.2(2) yes . . .
O(1) C(10) C(8) 112.4(2) yes . . .
O(2) C(10) C(8) 124.4(2) yes . . .
O(1) C(11) C(12) 111.2(2) yes . . .
C(11) C(12) C(13) 121.0(2) yes . . .
C(11) C(12) C(17) 121.2(2) yes . . .
C(13) C(12) C(17) 117.8(3) yes . . .
C(12) C(13) C(14) 121.4(3) yes . . .
C(13) C(14) C(15) 119.1(4) yes . . .
C(14) C(15) C(16) 120.0(4) yes . . .
C(15) C(16) C(17) 119.9(3) yes . . .
C(12) C(17) C(16) 121.8(2) yes . . .
C(2) C(19) C(20) 113.4(2) yes . . .
C(1) N(1) H(1) 122.2 no . . .
C(4) N(1) H(1) 127.3 no . . .
C(6) N(2) H(2) 126.9 no . . .
C(9) N(2) H(2) 122.5 no . . .
C(4) C(5) H(7) 112.5 no . . .
C(6) C(5) H(7) 113.0 no . . .
O(1) C(11) H(8) 108.9 no . . .
O(1) C(11) H(9) 109.2 no . . .
C(12) C(11) H(8) 108.9 no . . .
C(12) C(11) H(9) 109.3 no . . .
H(8) C(11) H(9) 109.3 no . . .
C(12) C(13) H(21) 119.3 no . . .
C(14) C(13) H(21) 119.4 no . . .
C(13) C(14) H(22) 120.4 no . . .
C(15) C(14) H(22) 120.5 no . . .
C(14) C(15) H(23) 119.9 no . . .
C(16) C(15) H(23) 120.0 no . . .
C(15) C(16) H(24) 119.7 no . . .
C(17) C(16) H(24) 120.4 no . . .
C(12) C(17) H(25) 119.1 no . . .
C(16) C(17) H(25) 119.1 no . . .
C(1) C(18) H(5) 109.5 no . . .
C(1) C(18) H(10) 109.4 no . . .
C(1) C(18) H(11) 109.7 no . . .
H(5) C(18) H(10) 109.2 no . . .
H(5) C(18) H(11) 109.6 no . . .
H(10) C(18) H(11) 109.4 no . . .
C(2) C(19) H(26) 108.9 no . . .
C(2) C(19) H(27) 108.7 no . . .
C(20) C(19) H(26) 108.4 no . . .
C(20) C(19) H(27) 108.4 no . . .
H(26) C(19) H(27) 109.0 no . . .
C(19) C(20) H(4) 109.2 no . . .
C(19) C(20) H(12) 109.3 no . . .
C(19) C(20) H(13) 109.9 no . . .
H(4) C(20) H(12) 109.1 no . . .
H(4) C(20) H(13) 109.5 no . . .
H(12) C(20) H(13) 109.8 no . . .
C(3) C(21) H(3) 109.4 no . . .
C(3) C(21) H(14) 109.5 no . . .
C(3) C(21) H(15) 109.7 no . . .
H(3) C(21) H(14) 109.4 no . . .
H(3) C(21) H(15) 109.4 no . . .
H(14) C(21) H(15) 109.6 no . . .
C(7) C(22) H(6) 109.4 no . . .
C(7) C(22) H(16) 109.6 no . . .
C(7) C(22) H(17) 109.4 no . . .
H(6) C(22) H(16) 109.5 no . . .
H(6) C(22) H(17) 109.3 no . . .
H(16) C(22) H(17) 109.6 no . . .
C(9) C(23) H(18) 109.7 no . . .
C(9) C(23) H(19) 109.4 no . . .
C(9) C(23) H(20) 109.7 no . . .
H(18) C(23) H(19) 109.1 no . . .
H(18) C(23) H(20) 109.6 no . . .
H(19) C(23) H(20) 109.4 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C(10) O(1) C(11) C(12) 81.6(3) ? . . . .
C(11) O(1) C(10) O(2) 2.5(4) ? . . . .
C(11) O(1) C(10) C(8) -177.5(2) ? . . . .
C(1) N(1) C(4) C(3) 0.4(3) ? . . . .
C(1) N(1) C(4) C(5) -179.6(2) ? . . . .
C(4) N(1) C(1) C(2) -0.2(3) ? . . . .
C(4) N(1) C(1) C(18) -180.0(2) ? . . . .
C(6) N(2) C(9) C(8) 0.1(2) ? . . . .
C(6) N(2) C(9) C(23) 179.2(2) ? . . . .
C(9) N(2) C(6) C(5) -178.0(2) ? . . . .
C(9) N(2) C(6) C(7) 0.2(3) ? . . . .
N(1) C(1) C(2) C(3) -0.1(2) ? . . . .
N(1) C(1) C(2) C(19) -178.4(2) ? . . . .
C(18) C(1) C(2) C(3) 179.7(3) ? . . . .
C(18) C(1) C(2) C(19) 1.4(5) ? . . . .
C(1) C(2) C(3) C(4) 0.3(3) ? . . . .
C(1) C(2) C(3) C(21) -176.8(3) ? . . . .
C(1) C(2) C(19) C(20) 84.9(3) ? . . . .
C(3) C(2) C(19) C(20) -92.9(4) ? . . . .
C(19) C(2) C(3) C(4) 178.5(2) ? . . . .
C(19) C(2) C(3) C(21) 1.3(5) ? . . . .
C(2) C(3) C(4) N(1) -0.4(3) ? . . . .
C(2) C(3) C(4) C(5) 179.5(2) ? . . . .
C(21) C(3) C(4) N(1) 176.8(2) ? . . . .
C(21) C(3) C(4) C(5) -3.2(4) ? . . . .
N(1) C(4) C(5) C(6) -2.1(5) ? . . . .
C(3) C(4) C(5) C(6) 177.9(3) ? . . . .
C(4) C(5) C(6) N(2) 0.6(5) ? . . . .
C(4) C(5) C(6) C(7) -177.3(3) ? . . . .
N(2) C(6) C(7) C(8) -0.4(3) ? . . . .
N(2) C(6) C(7) C(22) -178.7(2) ? . . . .
C(5) C(6) C(7) C(8) 177.8(2) ? . . . .
C(5) C(6) C(7) C(22) -0.5(4) ? . . . .
C(6) C(7) C(8) C(9) 0.4(3) ? . . . .
C(6) C(7) C(8) C(10) 179.6(2) ? . . . .
C(22) C(7) C(8) C(9) 178.7(2) ? . . . .
C(22) C(7) C(8) C(10) -2.1(5) ? . . . .
C(7) C(8) C(9) N(2) -0.3(3) ? . . . .
C(7) C(8) C(9) C(23) -179.3(3) ? . . . .
C(7) C(8) C(10) O(1) -8.4(4) ? . . . .
C(7) C(8) C(10) O(2) 171.6(3) ? . . . .
C(9) C(8) C(10) O(1) 170.7(2) ? . . . .
C(9) C(8) C(10) O(2) -9.4(4) ? . . . .
C(10) C(8) C(9) N(2) -179.6(2) ? . . . .
C(10) C(8) C(9) C(23) 1.4(5) ? . . . .
O(1) C(11) C(12) C(13) 76.5(3) ? . . . .
O(1) C(11) C(12) C(17) -102.3(3) ? . . . .
C(11) C(12) C(13) C(14) -178.6(3) ? . . . .
C(11) C(12) C(17) C(16) 179.5(3) ? . . . .
C(13) C(12) C(17) C(16) 0.7(5) ? . . . .
C(17) C(12) C(13) C(14) 0.2(5) ? . . . .
C(12) C(13) C(14) C(15) -1.2(7) ? . . . .
C(13) C(14) C(15) C(16) 1.4(7) ? . . . .
C(14) C(15) C(16) C(17) -0.5(6) ? . . . .
C(15) C(16) C(17) C(12) -0.6(5) ? . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Br(1) N(1) 3.267(2) ? . .
Br(1) N(2) 3.279(2) ? . .
O(2) C(3) 3.333(3) ? . 3_675
O(2) C(4) 3.433(3) ? . 3_675
O(2) C(21) 3.492(4) ? . 3_675
N(1) Br(1) 3.267(2) ? . .
N(1) C(6) 3.494(3) ? . 3_665
N(2) Br(1) 3.279(2) ? . .
N(2) C(4) 3.546(3) ? . 3_665
N(2) C(7) 3.594(3) ? . 3_675
N(2) C(22) 3.587(4) ? . 3_675
C(1) C(7) 3.583(4) ? . 3_665
C(3) O(2) 3.333(3) ? . 3_675
C(4) O(2) 3.433(3) ? . 3_675
C(4) N(2) 3.546(3) ? . 3_665
C(4) C(10) 3.462(4) ? . 3_675
C(5) C(8) 3.549(3) ? . 3_675
C(6) N(1) 3.494(3) ? . 3_665
C(6) C(8) 3.584(3) ? . 3_675
C(7) N(2) 3.594(3) ? . 3_675
C(7) C(1) 3.583(4) ? . 3_665
C(8) C(5) 3.549(3) ? . 3_675
C(8) C(6) 3.584(3) ? . 3_675
C(10) C(4) 3.462(4) ? . 3_675
C(21) O(2) 3.492(4) ? . 3_675
C(22) N(2) 3.587(4) ? . 3_675
Br(1) H(1) 2.485 ? . .
Br(1) H(2) 2.495 ? . .
Br(1) H(5) 3.028 ? . 2_654
Br(1) H(7) 3.439 ? . 3_665
Br(1) H(8) 3.500 ? . 4_574
Br(1) H(11) 3.109 ? . .
Br(1) H(14) 3.266 ? . 3_665
Br(1) H(16) 3.401 ? . 3_665
Br(1) H(20) 3.125 ? . .
Br(1) H(22) 3.396 ? . 4_564
Br(1) H(24) 3.138 ? . 7_565
O(1) H(10) 3.033 ? . 3_665
O(1) H(27) 3.565 ? . 3_665
O(2) H(3) 2.804 ? . 3_675
O(2) H(15) 3.507 ? . 5_455
O(2) H(27) 3.405 ? . 3_665
N(1) H(9) 3.394 ? . 3_675
N(2) H(17) 2.819 ? . 3_675
C(1) H(8) 3.583 ? . 3_675
C(1) H(9) 3.059 ? . 3_675
C(2) H(9) 3.105 ? . 3_675
C(3) H(9) 3.466 ? . 3_675
C(3) H(20) 3.566 ? . 3_665
C(4) H(2) 3.520 ? . 3_665
C(5) H(1) 3.587 ? . 3_665
C(6) H(1) 3.523 ? . 3_665
C(6) H(17) 3.571 ? . 3_675
C(7) H(10) 3.514 ? . 3_665
C(7) H(11) 3.596 ? . 3_665
C(8) H(10) 3.511 ? . 3_665
C(9) H(17) 3.108 ? . 3_675
C(10) H(10) 3.455 ? . 3_665
C(10) H(27) 3.272 ? . 3_665
C(11) H(4) 3.329 ? . 3_675
C(11) H(5) 3.417 ? . 3_675
C(12) H(10) 3.422 ? . 3_665
C(12) H(23) 3.129 ? . 6_555
C(12) H(27) 3.207 ? . 3_665
C(13) H(10) 2.986 ? . 3_665
C(13) H(16) 3.278 ? . 2_655
C(13) H(17) 3.565 ? . 2_655
C(13) H(27) 3.353 ? . 3_665
C(14) H(10) 3.532 ? . 3_665
C(14) H(16) 3.534 ? . 2_655
C(14) H(27) 3.469 ? . 3_665
C(15) H(4) 3.301 ? . 8_465
C(15) H(13) 3.109 ? . 3_665
C(15) H(13) 3.528 ? . 8_465
C(15) H(27) 3.447 ? . 3_665
C(16) H(13) 3.277 ? . 3_665
C(16) H(14) 3.331 ? . 5_455
C(16) H(15) 3.526 ? . 5_455
C(16) H(20) 3.422 ? . 7_565
C(16) H(22) 3.380 ? . 6_555
C(16) H(23) 3.071 ? . 6_555
C(16) H(27) 3.290 ? . 3_665
C(17) H(12) 3.519 ? . 3_675
C(17) H(14) 3.483 ? . 5_455
C(17) H(15) 3.299 ? . 5_455
C(17) H(23) 2.792 ? . 6_555
C(17) H(27) 3.152 ? . 3_665
C(18) H(6) 3.235 ? . 3_665
C(18) H(8) 3.583 ? . 3_675
C(18) H(9) 3.570 ? . 3_675
C(18) H(11) 3.368 ? . 2_654
C(19) H(19) 3.517 ? . 5_545
C(20) H(9) 3.059 ? . 3_675
C(20) H(18) 3.416 ? . 5_545
C(20) H(19) 3.283 ? . 5_545
C(20) H(23) 3.533 ? . 8_564
C(20) H(25) 3.410 ? . 3_675
C(21) H(20) 3.305 ? . 3_665
C(21) H(24) 3.277 ? . 5_545
C(21) H(25) 3.012 ? . 5_545
C(22) H(2) 3.589 ? . 3_675
C(22) H(10) 3.473 ? . 3_665
C(22) H(11) 3.286 ? . 3_665
C(22) H(18) 3.465 ? . 3_675
C(22) H(21) 2.851 ? . 2_655
C(23) H(13) 2.994 ? . 5_455
C(23) H(17) 3.312 ? . 3_675
C(23) H(24) 3.591 ? . 7_565
H(1) Br(1) 2.485 ? . .
H(1) C(5) 3.587 ? . 3_665
H(1) C(6) 3.523 ? . 3_665
H(2) Br(1) 2.495 ? . .
H(2) C(4) 3.520 ? . 3_665
H(2) C(22) 3.589 ? . 3_675
H(2) H(14) 3.555 ? . 3_665
H(2) H(17) 2.724 ? . 3_675
H(3) O(2) 2.804 ? . 3_675
H(3) H(12) 2.898 ? . 7_665
H(3) H(18) 3.230 ? . 3_675
H(3) H(19) 3.519 ? . 3_675
H(3) H(25) 2.997 ? . 5_545
H(4) C(11) 3.329 ? . 3_675
H(4) C(15) 3.301 ? . 8_564
H(4) H(8) 3.433 ? . 3_675
H(4) H(9) 2.557 ? . 3_675
H(4) H(23) 2.963 ? . 8_564
H(4) H(25) 3.251 ? . 3_675
H(5) Br(1) 3.028 ? . 2_654
H(5) C(11) 3.417 ? . 3_675
H(5) H(8) 2.887 ? . 3_675
H(5) H(9) 3.071 ? . 3_675
H(5) H(11) 3.194 ? . 2_654
H(6) C(18) 3.235 ? . 3_665
H(6) H(10) 2.825 ? . 3_665
H(6) H(11) 2.853 ? . 3_665
H(6) H(21) 2.757 ? . 2_655
H(7) Br(1) 3.439 ? . 3_665
H(7) H(18) 3.143 ? . 3_675
H(8) Br(1) 3.500 ? . 4_575
H(8) C(1) 3.583 ? . 3_675
H(8) C(18) 3.583 ? . 3_675
H(8) H(4) 3.433 ? . 3_675
H(8) H(5) 2.887 ? . 3_675
H(9) N(1) 3.394 ? . 3_675
H(9) C(1) 3.059 ? . 3_675
H(9) C(2) 3.105 ? . 3_675
H(9) C(3) 3.466 ? . 3_675
H(9) C(18) 3.570 ? . 3_675
H(9) C(20) 3.059 ? . 3_675
H(9) H(4) 2.557 ? . 3_675
H(9) H(5) 3.071 ? . 3_675
H(9) H(12) 2.813 ? . 3_675
H(10) O(1) 3.033 ? . 3_665
H(10) C(7) 3.514 ? . 3_665
H(10) C(8) 3.511 ? . 3_665
H(10) C(10) 3.455 ? . 3_665
H(10) C(12) 3.422 ? . 3_665
H(10) C(13) 2.986 ? . 3_665
H(10) C(14) 3.532 ? . 3_665
H(10) C(22) 3.473 ? . 3_665
H(10) H(6) 2.825 ? . 3_665
H(10) H(21) 2.832 ? . 3_665
H(11) Br(1) 3.109 ? . .
H(11) C(7) 3.596 ? . 3_665
H(11) C(18) 3.368 ? . 2_654
H(11) C(22) 3.286 ? . 3_665
H(11) H(5) 3.194 ? . 2_654
H(11) H(6) 2.853 ? . 3_665
H(11) H(11) 2.797 ? . 2_654
H(11) H(16) 3.078 ? . 3_665
H(12) C(17) 3.519 ? . 3_675
H(12) H(3) 2.898 ? . 7_665
H(12) H(9) 2.813 ? . 3_675
H(12) H(18) 3.294 ? . 5_545
H(12) H(19) 3.203 ? . 5_545
H(12) H(23) 3.565 ? . 8_564
H(12) H(25) 2.725 ? . 3_675
H(13) C(15) 3.109 ? . 3_665
H(13) C(15) 3.528 ? . 8_564
H(13) C(16) 3.277 ? . 3_665
H(13) C(23) 2.994 ? . 5_545
H(13) H(18) 2.722 ? . 5_545
H(13) H(19) 2.786 ? . 5_545
H(13) H(20) 2.961 ? . 5_545
H(13) H(23) 3.088 ? . 3_665
H(13) H(23) 3.537 ? . 8_564
H(13) H(24) 3.358 ? . 3_665
H(14) Br(1) 3.266 ? . 3_665
H(14) C(16) 3.331 ? . 5_545
H(14) C(17) 3.483 ? . 5_545
H(14) H(2) 3.555 ? . 3_665
H(14) H(20) 2.896 ? . 3_665
H(14) H(22) 3.197 ? . 2_655
H(14) H(24) 2.622 ? . 5_545
H(14) H(25) 2.917 ? . 5_545
H(15) O(2) 3.507 ? . 5_545
H(15) C(16) 3.526 ? . 5_545
H(15) C(17) 3.299 ? . 5_545
H(15) H(19) 3.426 ? . 3_665
H(15) H(20) 3.100 ? . 3_665
H(15) H(24) 3.103 ? . 5_545
H(15) H(25) 2.622 ? . 5_545
H(16) Br(1) 3.401 ? . 3_665
H(16) C(13) 3.278 ? . 2_655
H(16) C(14) 3.534 ? . 2_655
H(16) H(11) 3.078 ? . 3_665
H(16) H(18) 3.308 ? . 3_675
H(16) H(21) 2.521 ? . 2_655
H(16) H(22) 3.065 ? . 2_655
H(17) N(2) 2.819 ? . 3_675
H(17) C(6) 3.571 ? . 3_675
H(17) C(9) 3.108 ? . 3_675
H(17) C(13) 3.565 ? . 2_655
H(17) C(23) 3.312 ? . 3_675
H(17) H(2) 2.724 ? . 3_675
H(17) H(18) 2.829 ? . 3_675
H(17) H(20) 3.515 ? . 3_675
H(17) H(21) 2.795 ? . 2_655
H(18) C(20) 3.416 ? . 5_455
H(18) C(22) 3.465 ? . 3_675
H(18) H(3) 3.230 ? . 3_675
H(18) H(7) 3.143 ? . 3_675
H(18) H(12) 3.294 ? . 5_455
H(18) H(13) 2.722 ? . 5_455
H(18) H(16) 3.308 ? . 3_675
H(18) H(17) 2.829 ? . 3_675
H(19) C(19) 3.517 ? . 5_455
H(19) C(20) 3.283 ? . 5_455
H(19) H(3) 3.519 ? . 3_675
H(19) H(12) 3.203 ? . 5_455
H(19) H(13) 2.786 ? . 5_455
H(19) H(15) 3.426 ? . 3_665
H(19) H(26) 3.017 ? . 3_665
H(19) H(26) 2.882 ? . 5_455
H(20) Br(1) 3.125 ? . .
H(20) C(3) 3.566 ? . 3_665
H(20) C(16) 3.422 ? . 7_565
H(20) C(21) 3.305 ? . 3_665
H(20) H(13) 2.961 ? . 5_455
H(20) H(14) 2.896 ? . 3_665
H(20) H(15) 3.100 ? . 3_665
H(20) H(17) 3.515 ? . 3_675
H(20) H(24) 2.709 ? . 7_565
H(21) C(22) 2.851 ? . 2_655
H(21) H(6) 2.757 ? . 2_655
H(21) H(10) 2.832 ? . 3_665
H(21) H(16) 2.521 ? . 2_655
H(21) H(17) 2.795 ? . 2_655
H(22) Br(1) 3.396 ? . 4_565
H(22) C(16) 3.380 ? . 6_545
H(22) H(14) 3.197 ? . 2_655
H(22) H(16) 3.065 ? . 2_655
H(22) H(24) 3.015 ? . 6_545
H(22) H(25) 3.480 ? . 6_545
H(23) C(12) 3.129 ? . 6_545
H(23) C(16) 3.071 ? . 6_545
H(23) C(17) 2.792 ? . 6_545
H(23) C(20) 3.533 ? . 8_465
H(23) H(4) 2.963 ? . 8_465
H(23) H(12) 3.565 ? . 8_465
H(23) H(13) 3.088 ? . 3_665
H(23) H(13) 3.537 ? . 8_465
H(23) H(24) 3.395 ? . 6_545
H(23) H(25) 2.967 ? . 6_545
H(24) Br(1) 3.138 ? . 7_565
H(24) C(21) 3.277 ? . 5_455
H(24) C(23) 3.591 ? . 7_565
H(24) H(13) 3.358 ? . 3_665
H(24) H(14) 2.622 ? . 5_455
H(24) H(15) 3.103 ? . 5_455
H(24) H(20) 2.709 ? . 7_565
H(24) H(22) 3.015 ? . 6_555
H(24) H(23) 3.395 ? . 6_555
H(25) C(20) 3.410 ? . 3_675
H(25) C(21) 3.012 ? . 5_455
H(25) H(3) 2.997 ? . 5_455
H(25) H(4) 3.251 ? . 3_675
H(25) H(12) 2.725 ? . 3_675
H(25) H(14) 2.917 ? . 5_455
H(25) H(15) 2.622 ? . 5_455
H(25) H(22) 3.480 ? . 6_555
H(25) H(23) 2.967 ? . 6_555
H(25) H(27) 3.553 ? . 3_665
H(26) H(19) 3.017 ? . 3_665
H(26) H(19) 2.882 ? . 5_545
H(26) H(26) 3.443 ? . 7_655
H(27) O(1) 3.565 ? . 3_665
H(27) O(2) 3.405 ? . 3_665
H(27) C(10) 3.272 ? . 3_665
H(27) C(12) 3.207 ? . 3_665
H(27) C(13) 3.353 ? . 3_665
H(27) C(14) 3.469 ? . 3_665
H(27) C(15) 3.447 ? . 3_665
H(27) C(16) 3.290 ? . 3_665
H(27) C(17) 3.152 ? . 3_665
H(27) H(25) 3.553 ? . 3_665


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

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

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

#     End of CIF

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

