# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_141020kogure1
_database_code_depnum_ccdc_archive 'CCDC 1055699'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H24 Br N O2'
_chemical_formula_moiety         'C20 H24 Br N O2'
_chemical_formula_weight         390.32
_chemical_melting_point          ?
_chemical_absolute_configuration rmad

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.77818(14)
_cell_length_b                   13.1580(3)
_cell_length_c                   16.9759(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1737.40(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13670
_cell_measurement_theta_min      3.36
_cell_measurement_theta_max      68.22
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808.00
_exptl_absorpt_coefficient_mu    3.317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.437
_exptl_absorpt_correction_T_max  0.515

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            18488
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_theta_max         68.22
_diffrn_reflns_theta_full        68.22
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3183
_reflns_number_gt                3049
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0671
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3183
_refine_ls_number_parameters     217
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0329P)²+0.0999P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.420
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1342 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.025(17)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.6763 1.2805
;
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 0.90659(4) 0.51625(2) 0.240666(17) 0.01726(9) Uani 1.0 4 d . . .
O1 O 1.4437(3) 0.97785(14) 0.17967(10) 0.0147(5) Uani 1.0 4 d . . .
O2 O 1.6682(3) 0.75356(15) 0.16355(12) 0.0181(5) Uani 1.0 4 d . . .
N1 N 1.5148(3) 0.82771(17) 0.06395(13) 0.0114(5) Uani 1.0 4 d . . .
C4 C 1.6313(4) 0.9122(2) 0.04497(16) 0.0126(7) Uani 1.0 4 d . . .
C5 C 1.7959(4) 0.9328(2) 0.09236(17) 0.0140(7) Uani 1.0 4 d . . .
C6 C 1.8455(4) 1.0411(2) 0.06563(18) 0.0155(7) Uani 1.0 4 d . . .
C7 C 1.6851(4) 1.0884(2) 0.02435(17) 0.0130(7) Uani 1.0 4 d . . .
C8 C 1.6527(4) 1.1999(2) 0.04397(16) 0.0134(7) Uani 1.0 4 d . . .
C9 C 1.3710(4) 0.8233(2) 0.00723(16) 0.0141(7) Uani 1.0 4 d . . .
C10 C 1.2681(4) 0.9226(2) 0.00475(16) 0.0145(7) Uani 1.0 4 d . . .
C11 C 1.3851(4) 1.0136(2) -0.01146(15) 0.0139(6) Uani 1.0 4 d . . .
C12 C 1.5364(4) 1.0154(3) 0.04716(15) 0.0114(6) Uani 1.0 4 d . . .
C13 C 1.4664(4) 1.0419(2) 0.12954(17) 0.0108(6) Uani 1.0 4 d . . .
C14 C 1.4292(4) 1.15262(19) 0.14381(16) 0.0126(6) Uani 1.0 4 d . . .
C15 C 1.5895(5) 1.21781(19) 0.12818(16) 0.0135(6) Uani 1.0 4 d . . .
C16 C 1.5552(4) 1.3300(2) 0.14454(17) 0.0180(7) Uani 1.0 4 d . . .
C17 C 1.5331(4) 0.7640(2) 0.12619(18) 0.0118(7) Uani 1.0 4 d . . .
C18 C 1.3777(4) 0.7038(2) 0.15127(16) 0.0121(7) Uani 1.0 4 d . . .
C19 C 1.3945(4) 0.6001(2) 0.16543(15) 0.0115(6) Uani 1.0 4 d . . .
C20 C 1.2560(4) 0.5432(2) 0.19202(16) 0.0132(7) Uani 1.0 4 d . . .
C21 C 1.1002(4) 0.5924(2) 0.20563(15) 0.0129(6) Uani 1.0 4 d . . .
C22 C 1.0813(4) 0.6956(2) 0.19475(15) 0.0152(6) Uani 1.0 4 d . . .
C23 C 1.2211(4) 0.7511(3) 0.16756(16) 0.0134(6) Uani 1.0 4 d . . .
H4 H 1.6682 0.9017 -0.0109 0.0151 Uiso 1.0 4 calc R . .
H5A H 1.8871 0.8832 0.0791 0.0168 Uiso 1.0 4 calc R . .
H5B H 1.7735 0.9303 0.1497 0.0168 Uiso 1.0 4 calc R . .
H6A H 1.9436 1.0383 0.0286 0.0186 Uiso 1.0 4 calc R . .
H6B H 1.8793 1.0827 0.1117 0.0186 Uiso 1.0 4 calc R . .
H7 H 1.7028 1.0831 -0.0338 0.0157 Uiso 1.0 4 calc R . .
H8A H 1.5662 1.2272 0.0068 0.0161 Uiso 1.0 4 calc R . .
H8B H 1.7606 1.2384 0.0360 0.0161 Uiso 1.0 4 calc R . .
H9A H 1.2933 0.7668 0.0219 0.0170 Uiso 1.0 4 calc R . .
H9B H 1.4171 0.8088 -0.0460 0.0170 Uiso 1.0 4 calc R . .
H10A H 1.1795 0.9181 -0.0370 0.0174 Uiso 1.0 4 calc R . .
H10B H 1.2087 0.9325 0.0557 0.0174 Uiso 1.0 4 calc R . .
H11A H 1.3182 1.0772 -0.0066 0.0167 Uiso 1.0 4 calc R . .
H11B H 1.4301 1.0094 -0.0659 0.0167 Uiso 1.0 4 calc R . .
H15 H 1.6820 1.1947 0.1650 0.0162 Uiso 1.0 4 calc R . .
H16A H 1.6604 1.3692 0.1352 0.0215 Uiso 1.0 4 calc R . .
H16B H 1.5192 1.3385 0.1995 0.0215 Uiso 1.0 4 calc R . .
H16C H 1.4641 1.3544 0.1095 0.0215 Uiso 1.0 4 calc R . .
H19 H 1.5021 0.5679 0.1568 0.0138 Uiso 1.0 4 calc R . .
H20 H 1.2671 0.4722 0.2008 0.0158 Uiso 1.0 4 calc R . .
H22 H 0.9748 0.7281 0.2056 0.0183 Uiso 1.0 4 calc R . .
H23 H 1.2100 0.8223 0.1599 0.0161 Uiso 1.0 4 calc R . .
H14A H 1.3914 1.1622 0.1990 0.0152 Uiso 1.0 4 calc R . .
H14B H 1.3347 1.1749 0.1088 0.0152 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# 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
Br1 C21 1.904(3) yes . .
O1 C13 1.210(4) yes . .
O2 C17 1.235(4) yes . .
N1 C4 1.470(4) yes . .
N1 C9 1.477(4) yes . .
N1 C17 1.356(4) yes . .
C4 C5 1.536(4) yes . .
C4 C12 1.546(4) yes . .
C5 C6 1.544(4) yes . .
C6 C7 1.561(4) yes . .
C7 C8 1.526(4) yes . .
C7 C12 1.552(4) yes . .
C8 C15 1.530(4) yes . .
C9 C10 1.533(4) yes . .
C10 C11 1.529(4) yes . .
C11 C12 1.541(4) yes . .
C12 C13 1.540(4) yes . .
C13 C14 1.505(4) yes . .
C14 C15 1.536(5) yes . .
C15 C16 1.526(4) yes . .
C17 C18 1.506(4) yes . .
C18 C19 1.391(4) yes . .
C18 C23 1.396(4) yes . .
C19 C20 1.388(4) yes . .
C20 C21 1.393(4) yes . .
C21 C22 1.378(4) yes . .
C22 C23 1.389(5) yes . .
C4 H4 1.000 no . .
C5 H5A 0.990 no . .
C5 H5B 0.990 no . .
C6 H6A 0.990 no . .
C6 H6B 0.990 no . .
C7 H7 1.000 no . .
C8 H8A 0.990 no . .
C8 H8B 0.990 no . .
C9 H9A 0.990 no . .
C9 H9B 0.990 no . .
C10 H10A 0.990 no . .
C10 H10B 0.990 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C14 H14A 0.990 no . .
C14 H14B 0.990 no . .
C15 H15 1.000 no . .
C16 H16A 0.980 no . .
C16 H16B 0.980 no . .
C16 H16C 0.980 no . .
C19 H19 0.950 no . .
C20 H20 0.950 no . .
C22 H22 0.950 no . .
C23 H23 0.950 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
C4 N1 C9 110.7(2) yes . . .
C4 N1 C17 125.0(3) yes . . .
C9 N1 C17 124.2(3) yes . . .
N1 C4 C5 122.1(3) yes . . .
N1 C4 C12 111.4(3) yes . . .
C5 C4 C12 103.3(3) yes . . .
C4 C5 C6 102.5(3) yes . . .
C5 C6 C7 107.5(3) yes . . .
C6 C7 C8 114.7(3) yes . . .
C6 C7 C12 103.7(3) yes . . .
C8 C7 C12 114.7(3) yes . . .
C7 C8 C15 113.9(3) yes . . .
N1 C9 C10 112.3(3) yes . . .
C9 C10 C11 111.2(3) yes . . .
C10 C11 C12 110.5(3) yes . . .
C4 C12 C7 100.5(3) yes . . .
C4 C12 C11 109.6(3) yes . . .
C4 C12 C13 112.9(3) yes . . .
C7 C12 C11 114.7(3) yes . . .
C7 C12 C13 110.5(3) yes . . .
C11 C12 C13 108.7(3) yes . . .
O1 C13 C12 122.2(3) yes . . .
O1 C13 C14 122.2(3) yes . . .
C12 C13 C14 115.6(3) yes . . .
C13 C14 C15 110.9(3) yes . . .
C8 C15 C14 109.6(3) yes . . .
C8 C15 C16 112.0(3) yes . . .
C14 C15 C16 111.5(3) yes . . .
O2 C17 N1 123.9(3) yes . . .
O2 C17 C18 118.6(3) yes . . .
N1 C17 C18 117.5(3) yes . . .
C17 C18 C19 119.3(3) yes . . .
C17 C18 C23 121.4(3) yes . . .
C19 C18 C23 119.0(3) yes . . .
C18 C19 C20 120.9(3) yes . . .
C19 C20 C21 118.6(3) yes . . .
Br1 C21 C20 119.7(2) yes . . .
Br1 C21 C22 118.4(3) yes . . .
C20 C21 C22 121.9(3) yes . . .
C21 C22 C23 118.6(3) yes . . .
C18 C23 C22 121.0(3) yes . . .
N1 C4 H4 106.313 no . . .
C5 C4 H4 106.309 no . . .
C12 C4 H4 106.316 no . . .
C4 C5 H5A 111.259 no . . .
C4 C5 H5B 111.263 no . . .
C6 C5 H5A 111.262 no . . .
C6 C5 H5B 111.267 no . . .
H5A C5 H5B 109.174 no . . .
C5 C6 H6A 110.213 no . . .
C5 C6 H6B 110.197 no . . .
C7 C6 H6A 110.211 no . . .
C7 C6 H6B 110.217 no . . .
H6A C6 H6B 108.500 no . . .
C6 C7 H7 107.798 no . . .
C8 C7 H7 107.804 no . . .
C12 C7 H7 107.803 no . . .
C7 C8 H8A 108.783 no . . .
C7 C8 H8B 108.779 no . . .
C15 C8 H8A 108.774 no . . .
C15 C8 H8B 108.774 no . . .
H8A C8 H8B 107.666 no . . .
N1 C9 H9A 109.137 no . . .
N1 C9 H9B 109.140 no . . .
C10 C9 H9A 109.134 no . . .
C10 C9 H9B 109.138 no . . .
H9A C9 H9B 107.875 no . . .
C9 C10 H10A 109.390 no . . .
C9 C10 H10B 109.402 no . . .
C11 C10 H10A 109.393 no . . .
C11 C10 H10B 109.399 no . . .
H10A C10 H10B 108.014 no . . .
C10 C11 H11A 109.541 no . . .
C10 C11 H11B 109.542 no . . .
C12 C11 H11A 109.544 no . . .
C12 C11 H11B 109.543 no . . .
H11A C11 H11B 108.086 no . . .
C13 C14 H14A 109.459 no . . .
C13 C14 H14B 109.454 no . . .
C15 C14 H14A 109.461 no . . .
C15 C14 H14B 109.460 no . . .
H14A C14 H14B 108.048 no . . .
C8 C15 H15 107.827 no . . .
C14 C15 H15 107.824 no . . .
C16 C15 H15 107.828 no . . .
C15 C16 H16A 109.472 no . . .
C15 C16 H16B 109.467 no . . .
C15 C16 H16C 109.470 no . . .
H16A C16 H16B 109.475 no . . .
H16A C16 H16C 109.475 no . . .
H16B C16 H16C 109.468 no . . .
C18 C19 H19 119.574 no . . .
C20 C19 H19 119.573 no . . .
C19 C20 H20 120.723 no . . .
C21 C20 H20 120.724 no . . .
C21 C22 H22 120.696 no . . .
C23 C22 H22 120.694 no . . .
C18 C23 H23 119.508 no . . .
C22 C23 H23 119.513 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
C4 N1 C9 C10 -57.6(3) no . . . .
C9 N1 C4 C5 -177.8(2) no . . . .
C9 N1 C4 C12 59.6(3) no . . . .
C4 N1 C17 O2 -17.6(5) no . . . .
C4 N1 C17 C18 161.6(3) no . . . .
C17 N1 C4 C5 4.0(4) no . . . .
C17 N1 C4 C12 -118.6(3) no . . . .
C9 N1 C17 O2 164.4(3) no . . . .
C9 N1 C17 C18 -16.4(4) no . . . .
C17 N1 C9 C10 120.6(3) no . . . .
N1 C4 C5 C6 -165.7(2) no . . . .
N1 C4 C12 C7 -179.22(18) no . . . .
N1 C4 C12 C11 -58.1(3) no . . . .
N1 C4 C12 C13 63.1(3) no . . . .
C5 C4 C12 C7 47.9(3) no . . . .
C5 C4 C12 C11 169.00(19) no . . . .
C5 C4 C12 C13 -69.8(3) no . . . .
C12 C4 C5 C6 -39.4(3) no . . . .
C4 C5 C6 C7 15.7(3) no . . . .
C5 C6 C7 C8 139.2(3) no . . . .
C5 C6 C7 C12 13.5(3) no . . . .
C6 C7 C8 C15 -71.0(3) no . . . .
C6 C7 C12 C4 -36.9(3) no . . . .
C6 C7 C12 C11 -154.2(2) no . . . .
C6 C7 C12 C13 82.6(3) no . . . .
C8 C7 C12 C4 -162.7(2) no . . . .
C8 C7 C12 C11 80.0(3) no . . . .
C8 C7 C12 C13 -43.3(3) no . . . .
C12 C7 C8 C15 48.9(3) no . . . .
C7 C8 C15 C14 -54.4(3) no . . . .
C7 C8 C15 C16 -178.8(3) no . . . .
N1 C9 C10 C11 54.4(3) no . . . .
C9 C10 C11 C12 -52.7(3) no . . . .
C10 C11 C12 C4 54.2(3) no . . . .
C10 C11 C12 C7 166.2(2) no . . . .
C10 C11 C12 C13 -69.6(3) no . . . .
C4 C12 C13 O1 -20.1(4) no . . . .
C4 C12 C13 C14 159.4(2) no . . . .
C7 C12 C13 O1 -131.7(3) no . . . .
C7 C12 C13 C14 47.8(3) no . . . .
C11 C12 C13 O1 101.6(3) no . . . .
C11 C12 C13 C14 -78.8(3) no . . . .
O1 C13 C14 C15 123.6(3) no . . . .
C12 C13 C14 C15 -55.9(3) no . . . .
C13 C14 C15 C8 56.9(3) no . . . .
C13 C14 C15 C16 -178.5(2) no . . . .
O2 C17 C18 C19 -48.0(4) no . . . .
O2 C17 C18 C23 126.1(3) no . . . .
N1 C17 C18 C19 132.7(3) no . . . .
N1 C17 C18 C23 -53.2(4) no . . . .
C17 C18 C19 C20 177.1(3) no . . . .
C17 C18 C23 C22 -176.5(3) no . . . .
C19 C18 C23 C22 -2.4(4) no . . . .
C23 C18 C19 C20 2.8(4) no . . . .
C18 C19 C20 C21 -1.1(4) no . . . .
C19 C20 C21 Br1 179.1(2) no . . . .
C19 C20 C21 C22 -1.1(4) no . . . .
Br1 C21 C22 C23 -178.62(16) no . . . .
C20 C21 C22 C23 1.6(4) no . . . .
C21 C22 C23 C18 0.2(4) no . . . .

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
O1 O2 3.440(3) no . .
O1 N1 2.840(3) no . .
O1 C4 2.846(4) no . .
O1 C5 3.171(4) no . .
O1 C7 3.549(4) no . .
O1 C10 3.349(4) no . .
O1 C11 3.310(3) no . .
O1 C15 3.467(4) no . .
O1 C17 3.037(4) no . .
O1 C23 3.456(4) no . .
O2 C4 2.914(4) no . .
O2 C5 2.830(4) no . .
O2 C19 2.934(4) no . .
O2 C23 3.478(4) no . .
N1 C11 2.939(4) no . .
N1 C13 3.053(4) no . .
N1 C19 3.580(4) no . .
N1 C23 3.054(4) no . .
C4 C10 2.909(4) no . .
C5 C13 3.005(4) no . .
C5 C17 3.072(4) no . .
C6 C13 3.142(4) no . .
C6 C15 3.240(4) no . .
C7 C14 2.964(4) no . .
C8 C11 3.351(4) no . .
C8 C13 2.921(4) no . .
C9 C12 2.917(4) no . .
C9 C18 2.908(4) no . .
C9 C23 3.109(4) no . .
C10 C13 3.055(4) no . .
C10 C17 3.585(4) no . .
C10 C23 3.587(4) no . .
C11 C14 3.227(4) no . .
C12 C15 3.025(4) no . .
C12 C17 3.570(4) no . .
C18 C21 2.767(4) no . .
C19 C22 2.786(5) no . .
C20 C23 2.781(4) no . .
Br1 O1 3.0837(19) no . 3_745
O1 Br1 3.0837(19) no . 3_755
O1 C16 3.562(4) no . 3_845
O1 C19 3.329(4) no . 3_855
O1 C20 3.307(4) no . 3_855
O2 C9 3.452(4) no . 2_565
O2 C22 3.345(4) no . 1_655
C9 O2 3.452(4) no . 2_465
C14 C19 3.584(4) no . 3_855
C16 O1 3.562(4) no . 3_855
C19 O1 3.329(4) no . 3_845
C19 C14 3.584(4) no . 3_845
C20 O1 3.307(4) no . 3_845
C22 O2 3.345(4) no . 1_455
Br1 H20 2.9427 no . .
Br1 H22 2.8991 no . .
O1 H5B 2.6884 no . .
O1 H10B 2.8506 no . .
O1 H11A 3.5589 no . .
O1 H15 3.4116 no . .
O1 H23 2.7580 no . .
O1 H14A 2.4819 no . .
O1 H14B 2.9820 no . .
O2 H4 3.5451 no . .
O2 H5A 2.8042 no . .
O2 H5B 2.4772 no . .
O2 H19 2.7660 no . .
N1 H5A 2.9975 no . .
N1 H5B 2.8269 no . .
N1 H10A 3.3396 no . .
N1 H10B 2.7553 no . .
N1 H11B 3.3178 no . .
N1 H23 2.8779 no . .
C4 H6A 2.9552 no . .
C4 H6B 3.1681 no . .
C4 H7 2.6751 no . .
C4 H9A 3.2749 no . .
C4 H9B 2.6475 no . .
C4 H10B 3.3029 no . .
C4 H11A 3.3783 no . .
C4 H11B 2.7617 no . .
C5 H7 3.0046 no . .
C6 H4 2.6357 no . .
C6 H8A 3.4230 no . .
C6 H8B 2.7263 no . .
C6 H15 2.9238 no . .
C7 H4 2.5313 no . .
C7 H5A 3.2601 no . .
C7 H5B 3.0543 no . .
C7 H11A 2.9056 no . .
C7 H11B 2.7139 no . .
C7 H15 2.7670 no . .
C7 H14B 3.2828 no . .
C8 H6A 3.1163 no . .
C8 H6B 2.6086 no . .
C8 H11A 3.1801 no . .
C8 H11B 3.5730 no . .
C8 H16A 2.7129 no . .
C8 H16B 3.3719 no . .
C8 H16C 2.7426 no . .
C8 H14A 3.3617 no . .
C8 H14B 2.7266 no . .
C9 H4 2.5506 no . .
C9 H11A 3.3751 no . .
C9 H11B 2.7836 no . .
C9 H23 2.8789 no . .
C10 H4 3.1357 no . .
C10 H23 2.9806 no . .
C11 H4 2.6482 no . .
C11 H7 2.6619 no . .
C11 H8A 3.1595 no . .
C11 H9A 3.3726 no . .
C11 H9B 2.7682 no . .
C11 H14B 2.9714 no . .
C12 H5A 3.2814 no . .
C12 H5B 2.7726 no . .
C12 H6A 3.1973 no . .
C12 H6B 3.0159 no . .
C12 H8A 2.8790 no . .
C12 H8B 3.4186 no . .
C12 H9B 3.2791 no . .
C12 H10A 3.3743 no . .
C12 H10B 2.7767 no . .
C12 H15 3.2936 no . .
C12 H14A 3.4126 no . .
C12 H14B 2.8211 no . .
C13 H4 3.3979 no . .
C13 H5B 2.8244 no . .
C13 H6B 3.2701 no . .
C13 H7 3.3717 no . .
C13 H8A 3.3003 no . .
C13 H10B 2.7677 no . .
C13 H11A 2.6246 no . .
C13 H11B 3.3577 no . .
C13 H15 2.6867 no . .
C13 H23 3.5483 no . .
C14 H8A 2.7402 no . .
C14 H8B 3.3571 no . .
C14 H11A 2.8726 no . .
C14 H16A 3.3726 no . .
C14 H16B 2.7133 no . .
C14 H16C 2.7319 no . .
C15 H6B 2.8838 no . .
C15 H7 3.3888 no . .
C16 H8A 2.7027 no . .
C16 H8B 2.7206 no . .
C16 H14A 2.7112 no . .
C16 H14B 2.7336 no . .
C17 H4 3.1308 no . .
C17 H5A 3.2682 no . .
C17 H5B 2.9062 no . .
C17 H9A 2.5716 no . .
C17 H9B 3.1148 no . .
C17 H10B 3.5654 no . .
C17 H19 2.6435 no . .
C17 H23 2.6892 no . .
C18 H9A 2.4372 no . .
C18 H20 3.2763 no . .
C18 H22 3.2825 no . .
C19 H9A 3.3712 no . .
C19 H23 3.2584 no . .
C20 H22 3.2796 no . .
C21 H19 3.2502 no . .
C21 H23 3.2376 no . .
C22 H9A 3.4931 no . .
C22 H20 3.2777 no . .
C23 H9A 2.5433 no . .
C23 H10B 3.0512 no . .
C23 H19 3.2593 no . .
H4 H5A 2.3005 no . .
H4 H5B 2.8712 no . .
H4 H6A 2.8748 no . .
H4 H6B 3.5624 no . .
H4 H7 2.4328 no . .
H4 H9A 3.4596 no . .
H4 H9B 2.3805 no . .
H4 H11A 3.5708 no . .
H4 H11B 2.5119 no . .
H5A H6A 2.2577 no . .
H5A H6B 2.6840 no . .
H5A H7 3.5573 no . .
H5B H6A 2.8285 no . .
H5B H6B 2.2615 no . .
H5B H15 3.5600 no . .
H6A H7 2.2311 no . .
H6A H8B 2.9957 no . .
H6B H7 2.8259 no . .
H6B H8A 3.5657 no . .
H6B H8B 2.5883 no . .
H6B H15 2.3118 no . .
H7 H8A 2.2807 no . .
H7 H8B 2.4051 no . .
H7 H11A 3.0279 no . .
H7 H11B 2.3952 no . .
H8A H11A 2.7689 no . .
H8A H11B 3.2958 no . .
H8A H15 2.8646 no . .
H8A H16A 2.9625 no . .
H8A H16C 2.5440 no . .
H8A H14B 2.5907 no . .
H8B H15 2.3455 no . .
H8B H16A 2.5305 no . .
H8B H16C 3.0346 no . .
H9A H10A 2.3971 no . .
H9A H10B 2.3485 no . .
H9A H23 2.5378 no . .
H9B H10A 2.3459 no . .
H9B H10B 2.8735 no . .
H9B H11B 2.6623 no . .
H10A H11A 2.4114 no . .
H10A H11B 2.3411 no . .
H10A H23 3.5807 no . .
H10B H11A 2.3397 no . .
H10B H11B 2.8732 no . .
H10B H23 2.2870 no . .
H10B H14B 3.4568 no . .
H11A H14B 2.3468 no . .
H15 H16A 2.3566 no . .
H15 H16B 2.3505 no . .
H15 H16C 2.8596 no . .
H15 H14A 2.3716 no . .
H15 H14B 2.8765 no . .
H16B H14A 2.5228 no . .
H16B H14B 3.0097 no . .
H16C H14A 3.0037 no . .
H16C H14B 2.5669 no . .
H19 H20 2.3420 no . .
H22 H23 2.3419 no . .
Br1 H5B 3.3064 no . 3_845
Br1 H6B 3.1344 no . 3_845
Br1 H11B 2.9909 no . 2_465
Br1 H16A 3.2585 no . 1_445
Br1 H19 3.5194 no . 1_455
Br1 H23 3.1909 no . 3_745
Br1 H14A 3.1799 no . 3_745
O1 H16A 3.5469 no . 3_845
O1 H16B 2.7670 no . 3_845
O1 H19 3.0477 no . 3_855
O1 H20 3.0305 no . 3_855
O2 H9A 3.3066 no . 2_565
O2 H9B 2.8994 no . 2_565
O2 H10A 3.1181 no . 2_565
O2 H16B 2.9629 no . 3_845
O2 H22 2.5124 no . 1_655
O2 H14A 2.6653 no . 3_845
N1 H9A 2.8917 no . 2_565
N1 H10A 3.5085 no . 2_565
C4 H9A 2.9026 no . 2_565
C5 H9A 3.2650 no . 2_565
C5 H9B 3.4076 no . 2_565
C5 H10B 3.2701 no . 1_655
C5 H20 3.5837 no . 3_855
C5 H22 3.5898 no . 1_655
C6 H10A 3.5223 no . 1_655
C6 H10B 3.1701 no . 1_655
C6 H16C 3.4029 no . 2_575
C7 H16C 3.2306 no . 2_575
C8 H8A 3.4649 no . 2_575
C8 H8B 3.4349 no . 2_475
C8 H11A 3.2643 no . 2_575
C8 H14B 3.3823 no . 2_575
C9 H4 3.3551 no . 2_465
C9 H5A 3.0891 no . 2_465
C9 H9A 3.5267 no . 2_565
C10 H5A 3.2622 no . 1_455
C10 H6A 2.9753 no . 1_455
C10 H19 3.4371 no . 2_465
C11 H6A 3.5161 no . 1_455
C11 H8B 3.4295 no . 2_475
C11 H16A 3.1380 no . 2_475
C16 H6A 3.5202 no . 2_475
C16 H7 3.5148 no . 2_475
C16 H11A 3.3397 no . 2_575
C16 H19 3.1639 no . 1_565
C16 H20 3.0710 no . 1_565
C17 H9A 3.2532 no . 2_565
C17 H9B 3.4196 no . 2_565
C17 H10A 3.0546 no . 2_565
C17 H16B 3.1439 no . 3_845
C17 H14A 3.3084 no . 3_845
C18 H4 3.2039 no . 2_465
C18 H10A 3.4414 no . 2_565
C18 H15 3.1560 no . 3_845
C18 H16B 3.1945 no . 3_845
C18 H14A 3.1598 no . 3_845
C19 H4 3.1596 no . 2_465
C19 H10A 3.1186 no . 2_565
C19 H15 3.1925 no . 3_845
C19 H16C 3.4124 no . 1_545
C19 H14A 2.9562 no . 3_845
C20 H4 3.2325 no . 2_465
C20 H5B 3.0778 no . 3_845
C20 H6B 3.5333 no . 3_845
C20 H7 3.1844 no . 2_465
C20 H11B 3.3889 no . 2_465
C20 H15 3.1784 no . 3_845
C20 H16B 3.3854 no . 1_545
C20 H16C 3.2787 no . 1_545
C21 H4 3.3493 no . 2_465
C21 H5B 3.3972 no . 3_845
C21 H6B 3.1084 no . 3_845
C21 H9B 3.3266 no . 2_465
C21 H11B 3.0279 no . 2_465
C21 H15 3.0832 no . 3_845
C22 H4 3.4413 no . 2_465
C22 H5A 3.4964 no . 1_455
C22 H9B 2.8311 no . 2_465
C22 H15 3.0100 no . 3_845
C23 H4 3.3600 no . 2_465
C23 H5A 3.4673 no . 1_455
C23 H9B 3.2366 no . 2_465
C23 H15 3.0331 no . 3_845
C23 H16B 3.2401 no . 3_845
H4 C9 3.3551 no . 2_565
H4 C18 3.2039 no . 2_565
H4 C19 3.1596 no . 2_565
H4 C20 3.2325 no . 2_565
H4 C21 3.3493 no . 2_565
H4 C22 3.4413 no . 2_565
H4 C23 3.3600 no . 2_565
H4 H9A 2.4288 no . 2_565
H4 H9B 3.5145 no . 2_565
H5A C9 3.0891 no . 2_565
H5A C10 3.2622 no . 1_655
H5A C22 3.4964 no . 1_655
H5A C23 3.4673 no . 1_655
H5A H9A 2.7148 no . 2_565
H5A H9B 2.5983 no . 2_565
H5A H10A 3.0447 no . 1_655
H5A H10B 2.6139 no . 1_655
H5A H22 3.0398 no . 1_655
H5A H23 2.9713 no . 1_655
H5B Br1 3.3064 no . 3_855
H5B C20 3.0778 no . 3_855
H5B C21 3.3972 no . 3_855
H5B H20 2.6161 no . 3_855
H5B H22 3.2304 no . 1_655
H6A C10 2.9753 no . 1_655
H6A C11 3.5161 no . 1_655
H6A C16 3.5202 no . 2_575
H6A H8A 3.2844 no . 2_575
H6A H10A 2.6664 no . 1_655
H6A H10B 2.5302 no . 1_655
H6A H11A 3.0180 no . 1_655
H6A H16A 3.4718 no . 2_575
H6A H16C 2.7404 no . 2_575
H6A H19 3.4725 no . 2_565
H6B Br1 3.1344 no . 3_855
H6B C20 3.5333 no . 3_855
H6B C21 3.1084 no . 3_855
H6B H8A 3.5229 no . 2_575
H6B H10B 3.3724 no . 1_655
H7 C16 3.5148 no . 2_575
H7 C20 3.1844 no . 2_565
H7 H16C 2.5406 no . 2_575
H7 H20 2.9677 no . 2_565
H7 H14B 3.5789 no . 2_575
H8A C8 3.4649 no . 2_475
H8A H6A 3.2844 no . 2_475
H8A H6B 3.5229 no . 2_475
H8A H8B 2.5257 no . 2_475
H8A H11A 3.2345 no . 2_575
H8A H14B 3.1416 no . 2_575
H8B C8 3.4349 no . 2_575
H8B C11 3.4295 no . 2_575
H8B H8A 2.5257 no . 2_575
H8B H11A 2.5163 no . 2_575
H8B H16C 3.1770 no . 2_575
H8B H14B 2.7695 no . 2_575
H9A O2 3.3066 no . 2_465
H9A N1 2.8917 no . 2_465
H9A C4 2.9026 no . 2_465
H9A C5 3.2650 no . 2_465
H9A C9 3.5267 no . 2_465
H9A C17 3.2532 no . 2_465
H9A H4 2.4288 no . 2_465
H9A H5A 2.7148 no . 2_465
H9A H9B 3.1174 no . 2_465
H9B O2 2.8994 no . 2_465
H9B C5 3.4076 no . 2_465
H9B C17 3.4196 no . 2_465
H9B C21 3.3266 no . 2_565
H9B C22 2.8311 no . 2_565
H9B C23 3.2366 no . 2_565
H9B H4 3.5145 no . 2_465
H9B H5A 2.5983 no . 2_465
H9B H9A 3.1174 no . 2_565
H9B H22 2.7899 no . 2_565
H9B H23 3.4512 no . 2_565
H10A O2 3.1181 no . 2_465
H10A N1 3.5085 no . 2_465
H10A C6 3.5223 no . 1_455
H10A C17 3.0546 no . 2_465
H10A C18 3.4414 no . 2_465
H10A C19 3.1186 no . 2_465
H10A H5A 3.0447 no . 1_455
H10A H6A 2.6664 no . 1_455
H10A H16A 3.2613 no . 2_475
H10A H19 2.4642 no . 2_465
H10B C5 3.2701 no . 1_455
H10B C6 3.1701 no . 1_455
H10B H5A 2.6139 no . 1_455
H10B H6A 2.5302 no . 1_455
H10B H6B 3.3724 no . 1_455
H11A C8 3.2643 no . 2_475
H11A C16 3.3397 no . 2_475
H11A H6A 3.0180 no . 1_455
H11A H8A 3.2345 no . 2_475
H11A H8B 2.5163 no . 2_475
H11A H16A 2.6010 no . 2_475
H11A H16C 3.3830 no . 2_475
H11B Br1 2.9909 no . 2_565
H11B C20 3.3889 no . 2_565
H11B C21 3.0279 no . 2_565
H11B H16A 2.8872 no . 2_475
H11B H20 3.4887 no . 2_565
H15 C18 3.1560 no . 3_855
H15 C19 3.1925 no . 3_855
H15 C20 3.1784 no . 3_855
H15 C21 3.0832 no . 3_855
H15 C22 3.0100 no . 3_855
H15 C23 3.0331 no . 3_855
H15 H22 3.4847 no . 3_855
H15 H23 3.5156 no . 3_855
H16A Br1 3.2585 no . 1_665
H16A O1 3.5469 no . 3_855
H16A C11 3.1380 no . 2_575
H16A H6A 3.4718 no . 2_475
H16A H10A 3.2613 no . 2_575
H16A H11A 2.6010 no . 2_575
H16A H11B 2.8872 no . 2_575
H16A H19 2.9131 no . 1_565
H16A H20 3.5262 no . 1_565
H16B O1 2.7670 no . 3_855
H16B O2 2.9629 no . 3_855
H16B C17 3.1439 no . 3_855
H16B C18 3.1945 no . 3_855
H16B C20 3.3854 no . 1_565
H16B C23 3.2401 no . 3_855
H16B H19 3.1071 no . 1_565
H16B H20 2.6340 no . 1_565
H16B H23 3.1907 no . 3_855
H16C C6 3.4029 no . 2_475
H16C C7 3.2306 no . 2_475
H16C C19 3.4124 no . 1_565
H16C C20 3.2787 no . 1_565
H16C H6A 2.7404 no . 2_475
H16C H7 2.5406 no . 2_475
H16C H8B 3.1770 no . 2_475
H16C H11A 3.3830 no . 2_575
H16C H19 2.9360 no . 1_565
H16C H20 2.6733 no . 1_565
H19 Br1 3.5194 no . 1_655
H19 O1 3.0477 no . 3_845
H19 C10 3.4371 no . 2_565
H19 C16 3.1639 no . 1_545
H19 H6A 3.4725 no . 2_465
H19 H10A 2.4642 no . 2_565
H19 H16A 2.9131 no . 1_545
H19 H16B 3.1071 no . 1_545
H19 H16C 2.9360 no . 1_545
H19 H14A 2.8675 no . 3_845
H20 O1 3.0305 no . 3_845
H20 C5 3.5837 no . 3_845
H20 C16 3.0710 no . 1_545
H20 H5B 2.6161 no . 3_845
H20 H7 2.9677 no . 2_465
H20 H11B 3.4887 no . 2_465
H20 H16A 3.5262 no . 1_545
H20 H16B 2.6340 no . 1_545
H20 H16C 2.6733 no . 1_545
H22 O2 2.5124 no . 1_455
H22 C5 3.5898 no . 1_455
H22 H5A 3.0398 no . 1_455
H22 H5B 3.2304 no . 1_455
H22 H9B 2.7899 no . 2_465
H22 H15 3.4847 no . 3_845
H22 H14A 3.3894 no . 3_745
H23 Br1 3.1909 no . 3_755
H23 H5A 2.9713 no . 1_455
H23 H9B 3.4512 no . 2_465
H23 H15 3.5156 no . 3_845
H23 H16B 3.1907 no . 3_845
H14A Br1 3.1799 no . 3_755
H14A O2 2.6653 no . 3_855
H14A C17 3.3084 no . 3_855
H14A C18 3.1598 no . 3_855
H14A C19 2.9562 no . 3_855
H14A H19 2.8675 no . 3_855
H14A H22 3.3894 no . 3_755
H14B C8 3.3823 no . 2_475
H14B H7 3.5789 no . 2_475
H14B H8A 3.1416 no . 2_475
H14B H8B 2.7695 no . 2_475

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

#==============================================================================
# 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
#==============================================================================
_chemical_name_systematic        bypro179a
####################################################################### 
# 
# 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_140927ishida4
_database_code_depnum_ccdc_archive 'CCDC 1055700'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H24 Br N O2'
_chemical_formula_moiety         'C20 H24 Br N O2'
_chemical_formula_weight         390.32
_chemical_melting_point          ?
_chemical_absolute_configuration rmad

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.63463(14)
_cell_length_b                   11.4385(2)
_cell_length_c                   19.9190(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1739.51(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12553
_cell_measurement_theta_min      4.44
_cell_measurement_theta_max      68.19
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808.00
_exptl_absorpt_coefficient_mu    3.313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.516
_exptl_absorpt_correction_T_max  0.905

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            18490
_diffrn_reflns_av_R_equivalents  0.1141
_diffrn_reflns_theta_max         68.24
_diffrn_reflns_theta_full        68.24
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3164
_reflns_number_gt                2668
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.0952
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3164
_refine_ls_number_parameters     217
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.090
_refine_diff_density_min         -0.580
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1326 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.00(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.6763 1.2805
;
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 -0.75905(6) 0.20359(4) 0.522703(18) 0.03150(15) Uani 1.0 4 d . . .
O2 O -0.4157(4) 0.3774(3) 0.82193(14) 0.0325(8) Uani 1.0 4 d . . .
O3 O -0.2296(4) 0.1203(3) 0.84905(12) 0.0331(7) Uani 1.0 4 d . . .
N4 N -0.1520(5) 0.3368(3) 0.77136(16) 0.0224(9) Uani 1.0 4 d . . .
C5 C -0.6215(5) 0.2467(4) 0.59940(19) 0.0250(11) Uani 1.0 4 d . . .
C6 C -0.0808(6) 0.1330(4) 0.86848(19) 0.0232(10) Uani 1.0 4 d . . .
C7 C 0.0496(5) 0.2270(4) 0.84601(18) 0.0208(9) Uani 1.0 4 d . . .
C8 C -0.4266(5) 0.3080(5) 0.7105(2) 0.0231(10) Uani 1.0 4 d . . .
C9 C -0.0558(5) 0.3010(5) 0.71078(19) 0.0271(10) Uani 1.0 4 d . . .
C10 C 0.1127(5) 0.3059(4) 0.96400(18) 0.0261(10) Uani 1.0 4 d . . .
C11 C 0.0083(6) 0.0521(4) 0.91936(19) 0.0291(11) Uani 1.0 4 d . . .
C12 C -0.5100(5) 0.3941(4) 0.67219(19) 0.0262(10) Uani 1.0 4 d . . .
C13 C -0.0325(5) 0.3474(4) 0.82950(19) 0.0225(10) Uani 1.0 4 d . . .
C14 C 0.1934(5) 0.5058(4) 0.91821(18) 0.0295(11) Uani 1.0 4 d . . .
C15 C -0.4460(5) 0.1923(4) 0.69261(19) 0.0235(10) Uani 1.0 4 d . . .
C16 C -0.6056(5) 0.3632(4) 0.6151(2) 0.0270(10) Uani 1.0 4 d . . .
C17 C -0.5445(5) 0.1604(4) 0.63685(19) 0.0259(10) Uani 1.0 4 d . . .
C18 C 0.1950(5) 0.1030(4) 0.9276(2) 0.0281(11) Uani 1.0 4 d . . .
C19 C -0.3302(6) 0.3439(4) 0.7730(2) 0.0260(11) Uani 1.0 4 d . . .
C20 C 0.0457(6) 0.4273(4) 0.9431(2) 0.0271(10) Uani 1.0 4 d . . .
C21 C 0.0243(6) 0.1799(4) 0.72107(18) 0.0267(11) Uani 1.0 4 d . . .
C22 C 0.1442(5) 0.1785(4) 0.78285(18) 0.0267(11) Uani 1.0 4 d . . .
C23 C -0.1018(5) 0.4094(4) 0.89093(18) 0.0253(10) Uani 1.0 4 d . . .
C24 C 0.1789(5) 0.2311(4) 0.90598(18) 0.0253(11) Uani 1.0 4 d . . .
H9A H 0.0380 0.3583 0.7011 0.0325 Uiso 1.0 4 calc R . .
H9B H -0.1366 0.2992 0.6719 0.0325 Uiso 1.0 4 calc R . .
H10A H 0.2089 0.3160 0.9968 0.0313 Uiso 1.0 4 calc R . .
H10B H 0.0167 0.2636 0.9869 0.0313 Uiso 1.0 4 calc R . .
H11A H 0.0129 -0.0291 0.9023 0.0349 Uiso 1.0 4 calc R . .
H11B H -0.0552 0.0528 0.9627 0.0349 Uiso 1.0 4 calc R . .
H12 H -0.5014 0.4738 0.6850 0.0315 Uiso 1.0 4 calc R . .
H13 H 0.0670 0.3967 0.8133 0.0270 Uiso 1.0 4 calc R . .
H14A H 0.2505 0.4692 0.8795 0.0354 Uiso 1.0 4 calc R . .
H14B H 0.2793 0.5170 0.9542 0.0354 Uiso 1.0 4 calc R . .
H14C H 0.1453 0.5818 0.9049 0.0354 Uiso 1.0 4 calc R . .
H15 H -0.3910 0.1334 0.7188 0.0282 Uiso 1.0 4 calc R . .
H16 H -0.6586 0.4214 0.5878 0.0324 Uiso 1.0 4 calc R . .
H17 H -0.5581 0.0804 0.6250 0.0311 Uiso 1.0 4 calc R . .
H18A H 0.2344 0.0973 0.9748 0.0337 Uiso 1.0 4 calc R . .
H18B H 0.2795 0.0608 0.8986 0.0337 Uiso 1.0 4 calc R . .
H20 H -0.0071 0.4651 0.9836 0.0325 Uiso 1.0 4 calc R . .
H21A H 0.0927 0.1578 0.6808 0.0320 Uiso 1.0 4 calc R . .
H21B H -0.0703 0.1216 0.7270 0.0320 Uiso 1.0 4 calc R . .
H22A H 0.2495 0.2264 0.7736 0.0320 Uiso 1.0 4 calc R . .
H22B H 0.1830 0.0974 0.7917 0.0320 Uiso 1.0 4 calc R . .
H23A H -0.1973 0.3627 0.9112 0.0304 Uiso 1.0 4 calc R . .
H23B H -0.1505 0.4863 0.8778 0.0304 Uiso 1.0 4 calc R . .
H24 H 0.2954 0.2606 0.8905 0.0304 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# 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
Br1 C5 1.918(4) yes . .
O2 C19 1.234(5) yes . .
O3 C6 1.209(5) yes . .
N4 C9 1.471(5) yes . .
N4 C13 1.479(5) yes . .
N4 C19 1.363(6) yes . .
C5 C16 1.375(6) yes . .
C5 C17 1.370(6) yes . .
C6 C7 1.532(6) yes . .
C6 C11 1.531(6) yes . .
C7 C13 1.549(6) yes . .
C7 C22 1.553(6) yes . .
C7 C24 1.551(6) yes . .
C8 C12 1.398(7) yes . .
C8 C15 1.379(7) yes . .
C8 C19 1.504(6) yes . .
C9 C21 1.528(7) yes . .
C10 C20 1.537(6) yes . .
C10 C24 1.525(6) yes . .
C11 C18 1.549(6) yes . .
C12 C16 1.396(6) yes . .
C13 C23 1.510(6) yes . .
C14 C20 1.525(6) yes . .
C15 C17 1.390(6) yes . .
C18 C24 1.532(6) yes . .
C20 C23 1.546(6) yes . .
C21 C22 1.534(6) yes . .
C9 H9A 0.990 no . .
C9 H9B 0.990 no . .
C10 H10A 0.990 no . .
C10 H10B 0.990 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C12 H12 0.950 no . .
C13 H13 1.000 no . .
C14 H14A 0.980 no . .
C14 H14B 0.980 no . .
C14 H14C 0.980 no . .
C15 H15 0.950 no . .
C16 H16 0.950 no . .
C17 H17 0.950 no . .
C18 H18A 0.990 no . .
C18 H18B 0.990 no . .
C20 H20 1.000 no . .
C21 H21A 0.990 no . .
C21 H21B 0.990 no . .
C22 H22A 0.990 no . .
C22 H22B 0.990 no . .
C23 H23A 0.990 no . .
C23 H23B 0.990 no . .
C24 H24 1.000 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
C9 N4 C13 110.9(3) yes . . .
C9 N4 C19 122.3(4) yes . . .
C13 N4 C19 126.3(4) yes . . .
Br1 C5 C16 118.6(3) yes . . .
Br1 C5 C17 118.9(3) yes . . .
C16 C5 C17 122.4(4) yes . . .
O3 C6 C7 127.0(4) yes . . .
O3 C6 C11 123.8(4) yes . . .
C7 C6 C11 109.2(4) yes . . .
C6 C7 C13 115.1(4) yes . . .
C6 C7 C22 106.8(4) yes . . .
C6 C7 C24 102.1(3) yes . . .
C13 C7 C22 109.5(3) yes . . .
C13 C7 C24 113.2(4) yes . . .
C22 C7 C24 109.8(3) yes . . .
C12 C8 C15 119.1(4) yes . . .
C12 C8 C19 118.8(5) yes . . .
C15 C8 C19 121.9(4) yes . . .
N4 C9 C21 110.0(4) yes . . .
C20 C10 C24 114.4(3) yes . . .
C6 C11 C18 104.6(4) yes . . .
C8 C12 C16 120.3(4) yes . . .
N4 C13 C7 110.0(4) yes . . .
N4 C13 C23 117.2(4) yes . . .
C7 C13 C23 112.8(4) yes . . .
C8 C15 C17 121.1(4) yes . . .
C5 C16 C12 118.5(4) yes . . .
C5 C17 C15 118.6(4) yes . . .
C11 C18 C24 104.8(4) yes . . .
O2 C19 N4 124.5(4) yes . . .
O2 C19 C8 118.7(4) yes . . .
N4 C19 C8 116.9(4) yes . . .
C10 C20 C14 112.0(4) yes . . .
C10 C20 C23 107.7(4) yes . . .
C14 C20 C23 113.4(4) yes . . .
C9 C21 C22 110.8(4) yes . . .
C7 C22 C21 111.7(4) yes . . .
C13 C23 C20 110.6(4) yes . . .
C7 C24 C10 112.9(4) yes . . .
C7 C24 C18 103.8(4) yes . . .
C10 C24 C18 110.5(3) yes . . .
N4 C9 H9A 109.652 no . . .
N4 C9 H9B 109.659 no . . .
C21 C9 H9A 109.656 no . . .
C21 C9 H9B 109.651 no . . .
H9A C9 H9B 108.166 no . . .
C20 C10 H10A 108.667 no . . .
C20 C10 H10B 108.665 no . . .
C24 C10 H10A 108.665 no . . .
C24 C10 H10B 108.659 no . . .
H10A C10 H10B 107.601 no . . .
C6 C11 H11A 110.833 no . . .
C6 C11 H11B 110.838 no . . .
C18 C11 H11A 110.832 no . . .
C18 C11 H11B 110.839 no . . .
H11A C11 H11B 108.881 no . . .
C8 C12 H12 119.859 no . . .
C16 C12 H12 119.868 no . . .
N4 C13 H13 105.226 no . . .
C7 C13 H13 105.217 no . . .
C23 C13 H13 105.217 no . . .
C20 C14 H14A 109.468 no . . .
C20 C14 H14B 109.469 no . . .
C20 C14 H14C 109.469 no . . .
H14A C14 H14B 109.476 no . . .
H14A C14 H14C 109.470 no . . .
H14B C14 H14C 109.475 no . . .
C8 C15 H15 119.444 no . . .
C17 C15 H15 119.446 no . . .
C5 C16 H16 120.749 no . . .
C12 C16 H16 120.755 no . . .
C5 C17 H17 120.728 no . . .
C15 C17 H17 120.720 no . . .
C11 C18 H18A 110.780 no . . .
C11 C18 H18B 110.790 no . . .
C24 C18 H18A 110.780 no . . .
C24 C18 H18B 110.792 no . . .
H18A C18 H18B 108.857 no . . .
C10 C20 H20 107.833 no . . .
C14 C20 H20 107.836 no . . .
C23 C20 H20 107.838 no . . .
C9 C21 H21A 109.471 no . . .
C9 C21 H21B 109.475 no . . .
C22 C21 H21A 109.479 no . . .
C22 C21 H21B 109.474 no . . .
H21A C21 H21B 108.064 no . . .
C7 C22 H22A 109.284 no . . .
C7 C22 H22B 109.286 no . . .
C21 C22 H22A 109.299 no . . .
C21 C22 H22B 109.290 no . . .
H22A C22 H22B 107.944 no . . .
C13 C23 H23A 109.523 no . . .
C13 C23 H23B 109.514 no . . .
C20 C23 H23A 109.528 no . . .
C20 C23 H23B 109.522 no . . .
H23A C23 H23B 108.090 no . . .
C7 C24 H24 109.791 no . . .
C10 C24 H24 109.807 no . . .
C18 C24 H24 109.804 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
C9 N4 C13 C7 -63.0(4) no . . . .
C9 N4 C13 C23 166.3(4) no . . . .
C13 N4 C9 C21 62.9(4) no . . . .
C9 N4 C19 O2 -177.4(4) no . . . .
C9 N4 C19 C8 2.7(6) no . . . .
C19 N4 C9 C21 -109.7(4) no . . . .
C13 N4 C19 O2 11.2(7) no . . . .
C13 N4 C19 C8 -168.7(4) no . . . .
C19 N4 C13 C7 109.2(4) no . . . .
C19 N4 C13 C23 -21.4(6) no . . . .
Br1 C5 C16 C12 178.0(3) no . . . .
Br1 C5 C17 C15 -179.6(3) no . . . .
C16 C5 C17 C15 -0.3(6) no . . . .
C17 C5 C16 C12 -1.2(6) no . . . .
O3 C6 C7 C13 34.6(6) no . . . .
O3 C6 C7 C22 -87.1(5) no . . . .
O3 C6 C7 C24 157.7(4) no . . . .
O3 C6 C11 C18 179.6(4) no . . . .
C7 C6 C11 C18 1.2(4) no . . . .
C11 C6 C7 C13 -147.1(3) no . . . .
C11 C6 C7 C22 91.2(4) no . . . .
C11 C6 C7 C24 -24.0(4) no . . . .
C6 C7 C13 N4 -63.9(4) no . . . .
C6 C7 C13 C23 69.1(4) no . . . .
C6 C7 C22 C21 73.5(4) no . . . .
C6 C7 C24 C10 -82.1(4) no . . . .
C6 C7 C24 C18 37.7(4) no . . . .
C13 C7 C22 C21 -51.6(4) no . . . .
C22 C7 C13 N4 56.3(4) no . . . .
C22 C7 C13 C23 -170.7(3) no . . . .
C13 C7 C24 C10 42.2(4) no . . . .
C13 C7 C24 C18 162.0(3) no . . . .
C24 C7 C13 N4 179.2(3) no . . . .
C24 C7 C13 C23 -47.9(4) no . . . .
C22 C7 C24 C10 164.9(3) no . . . .
C22 C7 C24 C18 -75.3(4) no . . . .
C24 C7 C22 C21 -176.5(3) no . . . .
C12 C8 C15 C17 0.9(6) no . . . .
C15 C8 C12 C16 -2.5(6) no . . . .
C12 C8 C19 O2 70.2(6) no . . . .
C12 C8 C19 N4 -109.8(4) no . . . .
C19 C8 C12 C16 -177.8(3) no . . . .
C15 C8 C19 O2 -104.9(5) no . . . .
C15 C8 C19 N4 75.0(5) no . . . .
C19 C8 C15 C17 176.1(3) no . . . .
N4 C9 C21 C22 -56.9(4) no . . . .
C20 C10 C24 C7 -48.7(5) no . . . .
C20 C10 C24 C18 -164.5(3) no . . . .
C24 C10 C20 C14 -68.1(4) no . . . .
C24 C10 C20 C23 57.3(4) no . . . .
C6 C11 C18 C24 22.7(4) no . . . .
C8 C12 C16 C5 2.6(6) no . . . .
N4 C13 C23 C20 -172.6(3) no . . . .
C7 C13 C23 C20 58.1(4) no . . . .
C8 C15 C17 C5 0.5(6) no . . . .
C11 C18 C24 C7 -38.0(4) no . . . .
C11 C18 C24 C10 83.4(4) no . . . .
C10 C20 C23 C13 -61.2(4) no . . . .
C14 C20 C23 C13 63.3(5) no . . . .
C9 C21 C22 C7 52.2(4) no . . . .

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
O2 O3 3.311(4) no . .
O2 C12 3.074(5) no . .
O2 C13 2.949(5) no . .
O2 C15 3.343(5) no . .
O2 C23 2.787(5) no . .
O3 N4 2.980(5) no . .
O3 C13 3.028(5) no . .
O3 C19 3.071(6) no . .
O3 C21 3.274(5) no . .
O3 C22 3.213(5) no . .
O3 C23 3.548(5) no . .
O3 C24 3.552(5) no . .
N4 C6 3.078(6) no . .
N4 C12 3.435(5) no . .
N4 C15 3.198(5) no . .
N4 C22 2.906(6) no . .
C5 C8 2.757(6) no . .
C6 C10 3.117(6) no . .
C6 C21 3.091(6) no . .
C6 C23 3.198(6) no . .
C7 C9 2.936(6) no . .
C7 C19 3.509(6) no . .
C7 C20 2.999(6) no . .
C8 C9 2.832(6) no . .
C9 C15 3.248(6) no . .
C10 C11 3.139(6) no . .
C10 C13 2.938(6) no . .
C11 C22 3.250(6) no . .
C12 C17 2.777(6) no . .
C13 C14 3.063(6) no . .
C13 C21 2.920(6) no . .
C14 C24 3.154(6) no . .
C15 C16 2.773(6) no . .
C18 C22 3.034(6) no . .
C19 C21 3.452(6) no . .
C19 C23 3.020(6) no . .
C23 C24 2.974(6) no . .
O2 C17 3.353(6) no . 3_456
O3 C12 3.291(5) no . 3_446
O3 C16 3.277(5) no . 3_446
C12 O3 3.291(5) no . 3_456
C14 C17 3.393(6) no . 3_556
C16 O3 3.277(5) no . 3_456
C17 O2 3.353(6) no . 3_446
C17 C14 3.393(6) no . 3_546
Br1 H16 2.9117 no . .
Br1 H17 2.9137 no . .
O2 H12 3.0131 no . .
O2 H15 3.4705 no . .
O2 H23A 2.4429 no . .
O2 H23B 2.6246 no . .
O3 H11A 2.7334 no . .
O3 H11B 2.7373 no . .
O3 H15 2.8758 no . .
O3 H21B 2.7183 no . .
O3 H22B 3.3614 no . .
O3 H23A 3.0469 no . .
N4 H12 3.5398 no . .
N4 H15 3.1365 no . .
N4 H21A 3.3070 no . .
N4 H21B 2.6882 no . .
N4 H22A 3.3153 no . .
N4 H23A 2.8217 no . .
N4 H23B 2.7234 no . .
C5 H12 3.2408 no . .
C5 H15 3.2300 no . .
C6 H10B 2.8895 no . .
C6 H13 3.4036 no . .
C6 H18A 3.2315 no . .
C6 H18B 2.9335 no . .
C6 H21B 2.8224 no . .
C6 H22A 3.3269 no . .
C6 H22B 2.5618 no . .
C6 H23A 2.9021 no . .
C6 H24 3.2515 no . .
C7 H9A 3.2546 no . .
C7 H10A 3.3973 no . .
C7 H10B 2.8484 no . .
C7 H11A 3.1490 no . .
C7 H11B 3.1644 no . .
C7 H14A 3.2362 no . .
C7 H18A 3.2827 no . .
C7 H18B 2.7915 no . .
C7 H21A 3.4009 no . .
C7 H21B 2.8126 no . .
C7 H23A 2.7655 no . .
C7 H23B 3.3959 no . .
C8 H9A 3.5981 no . .
C8 H9B 2.3459 no . .
C8 H16 3.2843 no . .
C8 H17 3.2689 no . .
C8 H21B 3.4713 no . .
C9 H13 2.5002 no . .
C9 H15 3.2014 no . .
C9 H22A 2.7800 no . .
C9 H22B 3.3679 no . .
C10 H11B 3.1669 no . .
C10 H13 3.1953 no . .
C10 H14A 2.7250 no . .
C10 H14B 2.7354 no . .
C10 H14C 3.3773 no . .
C10 H18A 2.5704 no . .
C10 H18B 3.3430 no . .
C10 H23A 2.6706 no . .
C10 H23B 3.3535 no . .
C11 H10B 2.7683 no . .
C11 H22B 2.9187 no . .
C11 H24 3.2900 no . .
C12 H9B 3.0499 no . .
C12 H15 3.2521 no . .
C13 H9A 2.6162 no . .
C13 H9B 3.2847 no . .
C13 H10B 3.2999 no . .
C13 H14A 2.7572 no . .
C13 H14C 3.3596 no . .
C13 H20 3.3579 no . .
C13 H21B 3.3049 no . .
C13 H22A 2.7908 no . .
C13 H22B 3.3846 no . .
C13 H24 2.9545 no . .
C14 H10A 2.6793 no . .
C14 H10B 3.3718 no . .
C14 H13 2.6181 no . .
C14 H23A 3.4056 no . .
C14 H23B 2.7555 no . .
C14 H24 2.9626 no . .
C15 H9B 2.6917 no . .
C15 H12 3.2515 no . .
C15 H21B 3.0570 no . .
C16 H17 3.2604 no . .
C17 H9B 3.5649 no . .
C17 H16 3.2598 no . .
C18 H10A 2.8021 no . .
C18 H10B 2.5738 no . .
C18 H22A 3.4009 no . .
C18 H22B 2.7095 no . .
C19 H9A 3.1590 no . .
C19 H9B 2.5500 no . .
C19 H12 2.6434 no . .
C19 H13 3.1946 no . .
C19 H15 2.6796 no . .
C19 H21B 3.3528 no . .
C19 H23A 2.9407 no . .
C19 H23B 2.9812 no . .
C20 H13 2.6145 no . .
C20 H24 2.8930 no . .
C21 H13 3.1041 no . .
C21 H15 3.2157 no . .
C22 H9A 2.7447 no . .
C22 H9B 3.3741 no . .
C22 H11A 3.5082 no . .
C22 H13 2.6351 no . .
C22 H18B 2.8637 no . .
C22 H24 2.6098 no . .
C23 H10A 3.3492 no . .
C23 H10B 2.6935 no . .
C23 H14A 2.7846 no . .
C23 H14B 3.4009 no . .
C23 H14C 2.7430 no . .
C23 H24 3.4774 no . .
C24 H11A 3.2354 no . .
C24 H11B 2.9378 no . .
C24 H13 2.7800 no . .
C24 H14A 2.8273 no . .
C24 H14B 3.4935 no . .
C24 H20 3.4023 no . .
C24 H22A 2.6909 no . .
C24 H22B 2.7430 no . .
C24 H23A 3.2451 no . .
H9A H13 2.2884 no . .
H9A H21A 2.3654 no . .
H9A H21B 2.8767 no . .
H9A H22A 2.6396 no . .
H9B H12 3.4375 no . .
H9B H13 3.4050 no . .
H9B H15 2.8717 no . .
H9B H21A 2.3900 no . .
H9B H21B 2.3636 no . .
H10A H14A 2.9375 no . .
H10A H14B 2.5083 no . .
H10A H14C 3.5820 no . .
H10A H18A 2.5480 no . .
H10A H18B 3.5547 no . .
H10A H20 2.3865 no . .
H10A H23A 3.5799 no . .
H10A H24 2.3074 no . .
H10B H11B 2.5196 no . .
H10B H14B 3.5838 no . .
H10B H18A 2.5379 no . .
H10B H18B 3.5347 no . .
H10B H20 2.3130 no . .
H10B H23A 2.4961 no . .
H10B H23B 3.5839 no . .
H10B H24 2.8665 no . .
H11A H18A 2.6521 no . .
H11A H18B 2.2813 no . .
H11A H22B 2.9391 no . .
H11B H18A 2.2815 no . .
H11B H18B 2.8573 no . .
H12 H16 2.3553 no . .
H13 H14A 2.0948 no . .
H13 H14B 3.5206 no . .
H13 H14C 2.8577 no . .
H13 H20 3.5272 no . .
H13 H22A 2.5217 no . .
H13 H22B 3.5628 no . .
H13 H23A 2.8326 no . .
H13 H23B 2.3358 no . .
H13 H24 2.7975 no . .
H14A H20 2.8587 no . .
H14A H22A 3.4863 no . .
H14A H23B 3.0683 no . .
H14A H24 2.4195 no . .
H14B H20 2.3400 no . .
H14B H24 3.1974 no . .
H14C H20 2.3655 no . .
H14C H23B 2.5663 no . .
H15 H17 2.3426 no . .
H15 H21B 2.4574 no . .
H18A H24 2.5557 no . .
H18B H22A 3.1369 no . .
H18B H22B 2.2932 no . .
H18B H24 2.2945 no . .
H20 H23A 2.3590 no . .
H20 H23B 2.3885 no . .
H21A H22A 2.3390 no . .
H21A H22B 2.4148 no . .
H21B H22A 2.8745 no . .
H21B H22B 2.3407 no . .
H22A H24 2.3857 no . .
H22B H24 2.8454 no . .
Br1 H14B 3.4789 no . 4_464
Br1 H14C 3.5663 no . 3_446
Br1 H14C 3.5053 no . 4_464
Br1 H18A 3.5759 no . 4_454
Br1 H20 3.2628 no . 3_446
Br1 H21A 3.3867 no . 1_455
Br1 H23B 3.2535 no . 3_446
O2 H14A 2.9846 no . 1_455
O2 H15 3.3776 no . 3_456
O2 H17 2.5593 no . 3_456
O2 H22A 3.2313 no . 1_455
O2 H24 2.9178 no . 1_455
O3 H9A 3.4812 no . 3_546
O3 H10A 3.1902 no . 2_457
O3 H12 2.7356 no . 3_446
O3 H16 2.7357 no . 3_446
N4 H22B 3.2432 no . 3_556
C5 H9A 3.5345 no . 1_455
C5 H21A 2.9020 no . 1_455
C5 H23B 3.4793 no . 3_446
C6 H9A 3.4498 no . 3_546
C6 H10A 3.1809 no . 2_457
C6 H16 3.2519 no . 3_446
C8 H22A 2.9274 no . 1_455
C9 H11A 2.9934 no . 3_556
C9 H14C 3.4727 no . 3_546
C9 H22B 3.5275 no . 3_556
C10 H10A 3.4726 no . 2_457
C10 H10B 3.3319 no . 2_557
C10 H11B 3.3425 no . 2_557
C10 H18A 3.3248 no . 2_457
C10 H23A 3.4653 no . 2_557
C11 H9A 3.2867 no . 3_546
C11 H9B 3.5542 no . 3_546
C11 H10A 3.2069 no . 2_457
C11 H14B 3.1657 no . 2_457
C11 H16 3.0635 no . 3_446
C12 H9A 3.5228 no . 1_455
C12 H15 3.5748 no . 3_456
C12 H18B 2.9541 no . 3_556
C12 H22A 3.3367 no . 1_455
C12 H22B 3.4868 no . 3_556
C13 H21A 3.5859 no . 3_556
C13 H21B 3.4237 no . 3_556
C14 H11B 3.1240 no . 2_557
C14 H15 3.4434 no . 3_556
C14 H16 3.4901 no . 4_465
C14 H17 3.0363 no . 3_556
C14 H21A 3.4179 no . 3_556
C14 H21B 3.3171 no . 3_556
C15 H12 3.5136 no . 3_446
C15 H14A 3.2870 no . 3_546
C15 H14C 3.2614 no . 3_546
C15 H21A 3.5522 no . 1_455
C15 H22A 2.8575 no . 1_455
C16 H9A 3.2153 no . 1_455
C16 H11A 3.3628 no . 3_456
C16 H18B 3.3745 no . 3_556
C16 H20 3.3855 no . 4_464
C16 H21A 3.5401 no . 1_455
C17 H14A 3.1504 no . 3_546
C17 H14B 3.1747 no . 3_546
C17 H14C 3.2839 no . 3_546
C17 H21A 2.9052 no . 1_455
C17 H22A 3.2359 no . 1_455
C17 H23B 3.0776 no . 3_446
C18 H10B 3.3559 no . 2_557
C18 H12 3.5618 no . 3_546
C18 H20 2.9846 no . 2_557
C18 H23A 3.3389 no . 2_557
C19 H17 3.4892 no . 3_456
C19 H22A 3.4793 no . 1_455
C19 H22B 3.3655 no . 3_556
C20 H11B 3.5853 no . 2_557
C20 H16 3.4707 no . 4_465
C20 H18A 2.8981 no . 2_457
C21 H13 3.3830 no . 3_546
C21 H14C 3.0383 no . 3_546
C21 H23B 3.1153 no . 3_546
C23 H17 3.2665 no . 3_456
C23 H18A 2.9532 no . 2_457
C23 H21A 3.1807 no . 3_556
C24 H10B 3.3476 no . 2_557
H9A O3 3.4812 no . 3_556
H9A C5 3.5345 no . 1_655
H9A C6 3.4498 no . 3_556
H9A C11 3.2867 no . 3_556
H9A C12 3.5228 no . 1_655
H9A C16 3.2153 no . 1_655
H9A H11A 2.4608 no . 3_556
H9A H16 3.3135 no . 1_655
H9A H21B 3.3448 no . 3_556
H9A H22B 3.2173 no . 3_556
H9B C11 3.5542 no . 3_556
H9B H11A 2.6328 no . 3_556
H9B H14C 2.9207 no . 3_546
H9B H18B 3.4810 no . 3_556
H9B H22B 3.5049 no . 3_556
H10A O3 3.1902 no . 2_557
H10A C6 3.1809 no . 2_557
H10A C10 3.4726 no . 2_557
H10A C11 3.2069 no . 2_557
H10A H10B 2.5408 no . 2_557
H10A H11B 2.4791 no . 2_557
H10A H16 3.5294 no . 4_465
H10A H23A 2.8377 no . 2_557
H10B C10 3.3319 no . 2_457
H10B C18 3.3559 no . 2_457
H10B C24 3.3476 no . 2_457
H10B H10A 2.5408 no . 2_457
H10B H18A 2.7857 no . 2_457
H10B H18B 3.5373 no . 2_457
H10B H23A 3.3135 no . 2_557
H10B H24 2.9829 no . 2_457
H11A C9 2.9934 no . 3_546
H11A C16 3.3628 no . 3_446
H11A H9A 2.4608 no . 3_546
H11A H9B 2.6328 no . 3_546
H11A H14B 3.3717 no . 2_457
H11A H16 2.7710 no . 3_446
H11B C10 3.3425 no . 2_457
H11B C14 3.1240 no . 2_457
H11B C20 3.5853 no . 2_457
H11B H10A 2.4791 no . 2_457
H11B H14A 3.4844 no . 2_457
H11B H14B 2.2297 no . 2_457
H11B H16 2.8369 no . 3_446
H12 O3 2.7356 no . 3_456
H12 C15 3.5136 no . 3_456
H12 C18 3.5618 no . 3_556
H12 H15 2.7698 no . 3_456
H12 H18B 2.5770 no . 3_556
H12 H22A 3.5673 no . 3_556
H12 H22B 2.8500 no . 3_556
H13 C21 3.3830 no . 3_556
H13 H21A 3.2280 no . 3_556
H13 H21B 2.6951 no . 3_556
H14A O2 2.9846 no . 1_655
H14A C15 3.2870 no . 3_556
H14A C17 3.1504 no . 3_556
H14A H11B 3.4844 no . 2_557
H14A H15 2.9184 no . 3_556
H14A H17 2.6722 no . 3_556
H14A H21B 3.0717 no . 3_556
H14B Br1 3.4789 no . 4_465
H14B C11 3.1657 no . 2_557
H14B C17 3.1747 no . 3_556
H14B H11A 3.3717 no . 2_557
H14B H11B 2.2297 no . 2_557
H14B H16 2.9039 no . 4_465
H14B H17 2.7467 no . 3_556
H14C Br1 3.5663 no . 3_456
H14C Br1 3.5053 no . 4_465
H14C C9 3.4727 no . 3_556
H14C C15 3.2614 no . 3_556
H14C C17 3.2839 no . 3_556
H14C C21 3.0383 no . 3_556
H14C H9B 2.9207 no . 3_556
H14C H15 3.1528 no . 3_556
H14C H17 3.2068 no . 3_556
H14C H21A 2.6402 no . 3_556
H14C H21B 2.7269 no . 3_556
H15 O2 3.3776 no . 3_446
H15 C12 3.5748 no . 3_446
H15 C14 3.4434 no . 3_546
H15 H12 2.7698 no . 3_446
H15 H14A 2.9184 no . 3_546
H15 H14C 3.1528 no . 3_546
H15 H22A 3.1396 no . 1_455
H15 H22B 3.5844 no . 1_455
H16 O3 2.7357 no . 3_456
H16 C6 3.2519 no . 3_456
H16 C11 3.0635 no . 3_456
H16 C14 3.4901 no . 4_464
H16 C20 3.4707 no . 4_464
H16 H9A 3.3135 no . 1_455
H16 H10A 3.5294 no . 4_464
H16 H11A 2.7710 no . 3_456
H16 H11B 2.8369 no . 3_456
H16 H14B 2.9039 no . 4_464
H16 H18B 3.3156 no . 3_556
H16 H20 2.7557 no . 4_464
H17 O2 2.5593 no . 3_446
H17 C14 3.0363 no . 3_546
H17 C19 3.4892 no . 3_446
H17 C23 3.2665 no . 3_446
H17 H14A 2.6722 no . 3_546
H17 H14B 2.7467 no . 3_546
H17 H14C 3.2068 no . 3_546
H17 H21A 3.0213 no . 1_455
H17 H23A 3.1949 no . 3_446
H17 H23B 2.4724 no . 3_446
H18A Br1 3.5759 no . 4_455
H18A C10 3.3248 no . 2_557
H18A C20 2.8981 no . 2_557
H18A C23 2.9532 no . 2_557
H18A H10B 2.7857 no . 2_557
H18A H20 2.2560 no . 2_557
H18A H23A 2.3748 no . 2_557
H18A H23B 3.2107 no . 2_557
H18B C12 2.9541 no . 3_546
H18B C16 3.3745 no . 3_546
H18B H9B 3.4810 no . 3_546
H18B H10B 3.5373 no . 2_557
H18B H12 2.5770 no . 3_546
H18B H16 3.3156 no . 3_546
H18B H20 2.8710 no . 2_557
H20 Br1 3.2628 no . 3_456
H20 C16 3.3855 no . 4_465
H20 C18 2.9846 no . 2_457
H20 H16 2.7557 no . 4_465
H20 H18A 2.2560 no . 2_457
H20 H18B 2.8710 no . 2_457
H21A Br1 3.3867 no . 1_655
H21A C5 2.9020 no . 1_655
H21A C13 3.5859 no . 3_546
H21A C14 3.4179 no . 3_546
H21A C15 3.5522 no . 1_655
H21A C16 3.5401 no . 1_655
H21A C17 2.9052 no . 1_655
H21A C23 3.1807 no . 3_546
H21A H13 3.2280 no . 3_546
H21A H14C 2.6402 no . 3_546
H21A H17 3.0213 no . 1_655
H21A H23B 2.3245 no . 3_546
H21B C13 3.4237 no . 3_546
H21B C14 3.3171 no . 3_546
H21B H9A 3.3448 no . 3_546
H21B H13 2.6951 no . 3_546
H21B H14A 3.0717 no . 3_546
H21B H14C 2.7269 no . 3_546
H21B H23B 3.0972 no . 3_546
H22A O2 3.2313 no . 1_655
H22A C8 2.9274 no . 1_655
H22A C12 3.3367 no . 1_655
H22A C15 2.8575 no . 1_655
H22A C17 3.2359 no . 1_655
H22A C19 3.4793 no . 1_655
H22A H12 3.5673 no . 3_546
H22A H15 3.1396 no . 1_655
H22B N4 3.2432 no . 3_546
H22B C9 3.5275 no . 3_546
H22B C12 3.4868 no . 3_546
H22B C19 3.3655 no . 3_546
H22B H9A 3.2173 no . 3_546
H22B H9B 3.5049 no . 3_546
H22B H12 2.8500 no . 3_546
H22B H15 3.5844 no . 1_655
H23A C10 3.4653 no . 2_457
H23A C18 3.3389 no . 2_457
H23A H10A 2.8377 no . 2_457
H23A H10B 3.3135 no . 2_457
H23A H17 3.1949 no . 3_456
H23A H18A 2.3748 no . 2_457
H23B Br1 3.2535 no . 3_456
H23B C5 3.4793 no . 3_456
H23B C17 3.0776 no . 3_456
H23B C21 3.1153 no . 3_556
H23B H17 2.4724 no . 3_456
H23B H18A 3.2107 no . 2_457
H23B H21A 2.3245 no . 3_556
H23B H21B 3.0972 no . 3_556
H24 O2 2.9178 no . 1_655
H24 H10B 2.9829 no . 2_557

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

#==============================================================================
# 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
#==============================================================================
_chemical_name_systematic        179
