# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
_audit_creation_date             2014-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.25(C80 H40 Br16 Cd4 N16 O16)'
_chemical_formula_sum            'C20 H10 Br4 Cd N4 O4'
_chemical_formula_weight         802.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Cd Br'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.8805(12)
_cell_length_b                   9.6455(8)
_cell_length_c                   18.5453(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.942(7)
_cell_angle_gamma                90.00
_cell_volume                     2295.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3682
_cell_measurement_temperature    291.19(10)
_cell_measurement_theta_max      70.4010
_cell_measurement_theta_min      4.7670
_exptl_absorpt_coefficient_mu    16.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5706
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.05
_diffrn_reflns_theta_min         4.79
_diffrn_ambient_temperature      291.19(10)
_diffrn_detector_area_resol_mean 16.0450
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   32.00   68.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
  2 omega  -18.00   11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 29

#__ type_ start__ end____ width___ exp.time_
  3 omega   32.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   90.0000 28

#__ type_ start__ end____ width___ exp.time_
  4 omega   24.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -180.0000 100

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  -90.0000 82

#__ type_ start__ end____ width___ exp.time_
  6 omega    4.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000   60.0000 87

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -90.0000 48

#__ type_ start__ end____ width___ exp.time_
  8 omega   37.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 59

#__ type_ start__ end____ width___ exp.time_
  9 omega  138.00  168.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 73

#__ type_ start__ end____ width___ exp.time_
 11 omega   41.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -150.0000 34

#__ type_ start__ end____ width___ exp.time_
 12 omega   36.00  107.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 71

#__ type_ start__ end____ width___ exp.time_
 13 omega   89.00  175.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000 -150.0000 86

#__ type_ start__ end____ width___ exp.time_
 14 omega   37.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 37

#__ type_ start__ end____ width___ exp.time_
 15 omega   86.00  142.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000 -150.0000 56

#__ type_ start__ end____ width___ exp.time_
 16 omega  -22.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 91

#__ type_ start__ end____ width___ exp.time_
 17 omega   32.00  123.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  120.0000 91

#__ type_ start__ end____ width___ exp.time_
 18 omega   22.00  125.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -60.0000 103

#__ type_ start__ end____ width___ exp.time_
 19 omega   22.00  125.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   30.0000 103

#__ type_ start__ end____ width___ exp.time_
 20 omega   76.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 59

#__ type_ start__ end____ width___ exp.time_
 21 omega   68.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000  -60.0000 110
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0890088000
_diffrn_orient_matrix_UB_12      -0.0116578000
_diffrn_orient_matrix_UB_13      -0.0607482000
_diffrn_orient_matrix_UB_21      -0.0027702000
_diffrn_orient_matrix_UB_22      0.1591199000
_diffrn_orient_matrix_UB_23      -0.0071429000
_diffrn_orient_matrix_UB_31      0.0803994000
_diffrn_orient_matrix_UB_32      -0.0074250000
_diffrn_orient_matrix_UB_33      -0.0567693000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1737
_reflns_number_total             2017
_reflns_odcompleteness_completeness 98.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.595
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         2017
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0456P)²+1.6673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0821
_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. 
;
_olex2_refinement_description    
;
1. Others
 Fixed U12: Cd1(0)
 Fixed U23: Cd1(0)
 Fixed Uiso: H5(0.056) H8(0.046) H10(0.045) H7(0.051) H6(0.049)
 Fixed X: Cd1(0.5) H5(0.6154) H8(0.7508) H10(0.7084) H7(0.756) H6(0.6771)
 Fixed Y: H5(0.0374) H8(-0.0123) H10(-0.392) H7(-0.2571) H6(-0.0921)
 Fixed Z: Cd1(0.25) H5(0.3892) H8(0.4859) H10(0.4004) H7(0.2869) H6(0.1977)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.5000 0.17298(4) 0.2500 0.03046(14) Uani 1 d . . 2 S T P
Br1 Br 0.43741(5) 0.61211(5) 0.33567(2) 0.05340(19) Uani 1 d . . 1 . . .
Br2 Br 0.57725(5) 0.17914(5) 0.52416(3) 0.05635(19) Uani 1 d . . 1 . . .
O1 O 0.5938(3) 0.3349(3) 0.33961(19) 0.0573(10) Uani 1 d . . 1 . . .
O2 O 0.4447(2) 0.2388(4) 0.35834(16) 0.0482(8) Uani 1 d . . 1 . . .
N1 N 0.6241(3) 0.0142(4) 0.28362(18) 0.0433(9) Uani 1 d . . 1 . . .
N2 N 0.6970(3) -0.1316(4) 0.36366(18) 0.0359(8) Uani 1 d . . 1 . . .
C2 C 0.5089(3) 0.4128(4) 0.4399(2) 0.0319(9) Uani 1 d . . 1 . . .
C5 C 0.6402(4) -0.0154(5) 0.3524(2) 0.0467(12) Uani 1 d . . 1 . . .
H5 H 0.6154 0.0374 0.3892 0.056 Uiso 1 calc . . 1 R . .
C8 C 0.7504(3) -0.1080(4) 0.4918(2) 0.0383(10) Uani 1 d . . 1 . . .
H8 H 0.7508 -0.0123 0.4859 0.046 Uiso 1 calc . . 1 R . .
C3 C 0.4744(3) 0.5481(4) 0.4303(2) 0.0332(9) Uani 1 d . . 1 . . .
C9 C 0.7252(3) -0.1929(4) 0.4326(2) 0.0337(9) Uani 1 d . . 1 . . .
C10 C 0.7249(3) -0.3351(4) 0.4403(3) 0.0373(10) Uani 1 d . . 1 . . .
H10 H 0.7084 -0.3920 0.4004 0.045 Uiso 1 calc . . 1 R . .
C1 C 0.5340(3) 0.3657(4) 0.5099(2) 0.0327(9) Uani 1 d . . 1 . . .
C4 C 0.5179(4) 0.3215(4) 0.3742(2) 0.0342(10) Uani 1 d . . 1 . . .
C7 C 0.7184(4) -0.1781(5) 0.2967(2) 0.0425(11) Uani 1 d . . 1 . . .
H7 H 0.7560 -0.2571 0.2869 0.051 Uiso 1 calc . . 1 R . .
C6 C 0.6741(4) -0.0870(4) 0.2476(2) 0.0407(10) Uani 1 d . . 1 . . .
H6 H 0.6771 -0.0921 0.1977 0.049 Uiso 1 calc . . 1 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
Cd1 O1 2.513(4) 2_655 ?
Cd1 O1 2.513(4) . ?
Cd1 O2 2.279(3) 2_655 ?
Cd1 O2 2.279(3) . ?
Cd1 N1 2.263(3) . ?
Cd1 N1 2.263(3) 2_655 ?
Cd1 C4 2.705(4) . ?
Cd1 C4 2.705(4) 2_655 ?
Br1 C3 1.882(4) . ?
Br2 C1 1.896(4) . ?
O1 C4 1.222(5) . ?
O2 C4 1.250(5) . ?
N1 C5 1.306(5) . ?
N1 C6 1.373(5) . ?
N2 C5 1.344(5) . ?
N2 C9 1.427(5) . ?
N2 C7 1.370(6) . ?
C2 C3 1.385(6) . ?
C2 C1 1.388(5) . ?
C2 C4 1.515(6) . ?
C8 C9 1.385(6) . ?
C8 C10 1.386(6) 7_646 ?
C3 C1 1.398(6) 5_666 ?
C9 C10 1.379(6) . ?
C10 C8 1.386(6) 7_646 ?
C1 C3 1.398(6) 5_666 ?
C7 C6 1.356(6) . ?

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
O1 Cd1 O1 103.15(17) . 2_655 ?
O1 Cd1 C4 103.57(12) . 2_655 ?
O1 Cd1 C4 26.76(12) . . ?
O1 Cd1 C4 103.57(12) 2_655 . ?
O1 Cd1 C4 26.76(12) 2_655 2_655 ?
O2 Cd1 O1 103.94(12) 2_655 . ?
O2 Cd1 O1 54.04(11) . . ?
O2 Cd1 O1 103.94(12) . 2_655 ?
O2 Cd1 O1 54.04(11) 2_655 2_655 ?
O2 Cd1 O2 147.65(18) 2_655 . ?
O2 Cd1 C4 27.38(12) 2_655 2_655 ?
O2 Cd1 C4 27.38(12) . . ?
O2 Cd1 C4 126.36(13) . 2_655 ?
O2 Cd1 C4 126.36(13) 2_655 . ?
N1 Cd1 O1 87.16(13) 2_655 2_655 ?
N1 Cd1 O1 87.16(13) . . ?
N1 Cd1 O1 153.00(12) 2_655 . ?
N1 Cd1 O1 153.00(12) . 2_655 ?
N1 Cd1 O2 102.29(12) 2_655 2_655 ?
N1 Cd1 O2 99.46(12) 2_655 . ?
N1 Cd1 O2 99.46(12) . 2_655 ?
N1 Cd1 O2 102.29(12) . . ?
N1 Cd1 N1 94.8(2) 2_655 . ?
N1 Cd1 C4 96.76(12) . . ?
N1 Cd1 C4 96.76(12) 2_655 2_655 ?
N1 Cd1 C4 126.82(13) . 2_655 ?
N1 Cd1 C4 126.82(13) 2_655 . ?
C4 Cd1 C4 116.05(17) . 2_655 ?
C4 O1 Cd1 85.4(3) . . ?
C4 O2 Cd1 95.6(3) . . ?
C5 N1 Cd1 117.8(3) . . ?
C5 N1 C6 106.2(4) . . ?
C6 N1 Cd1 134.1(3) . . ?
C5 N2 C9 125.3(4) . . ?
C5 N2 C7 106.3(3) . . ?
C7 N2 C9 128.4(3) . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 C4 119.3(3) . . ?
C1 C2 C4 122.3(4) . . ?
N1 C5 N2 111.9(4) . . ?
C9 C8 C10 120.4(4) . 7_646 ?
C2 C3 Br1 118.8(3) . . ?
C2 C3 C1 120.3(4) . 5_666 ?
C1 C3 Br1 120.9(3) 5_666 . ?
C8 C9 N2 119.3(4) . . ?
C10 C9 N2 120.1(4) . . ?
C10 C9 C8 120.6(4) . . ?
C9 C10 C8 119.0(4) . 7_646 ?
C2 C1 Br2 118.9(3) . . ?
C2 C1 C3 121.4(4) . 5_666 ?
C3 C1 Br2 119.7(3) 5_666 . ?
O1 C4 Cd1 67.8(2) . . ?
O1 C4 O2 124.5(4) . . ?
O1 C4 C2 118.7(4) . . ?
O2 C4 Cd1 57.0(2) . . ?
O2 C4 C2 116.8(4) . . ?
C2 C4 Cd1 170.1(3) . . ?
C6 C7 N2 106.9(4) . . ?
C7 C6 N1 108.7(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 995996'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2
_audit_creation_date             2014-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H11 Br4 Cd N2 O6'
_chemical_formula_sum            'C15 H11 Br4 Cd N2 O6'
_chemical_formula_weight         747.30
_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'
Cd Cd -0.8075 1.2024 '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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.3940(6)
_cell_length_b                   9.4050(7)
_cell_length_c                   13.5440(8)
_cell_angle_alpha                69.748(6)
_cell_angle_beta                 88.094(5)
_cell_angle_gamma                63.280(6)
_cell_volume                     992.00(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3344
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4970
_cell_measurement_theta_min      2.4350
_exptl_absorpt_coefficient_mu    9.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.502
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             702
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7124
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.45
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71000
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2905
_reflns_number_total             3491
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0325
_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     
'calc w=1/[σ²(Fo²)+(0.0292P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0720
_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. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H5A(0.056) H5B(0.056) H6A(0.053) H6B(0.053) H9(0.04) H10(0.031)
 H11(0.034) H13(0.033) H15A(0.064) H15B(0.064) H15C(0.064)
 Fixed X: H5A(0.1577) H5B(0.2727) H6A(0.7245) H6B(0.6585) H9(0.5523)
 H10(0.1419) H11(0.1519) H13(0.6095) H15A(0.1298) H15B(0.2063) H15C(0.2458)
 Fixed Y: H5A(0.2716) H5B(0.1176) H6A(-0.0021) H6B(0.0197) H9(0.4104)
 H10(0.4061) H11(0.4709) H13(0.2356) H15A(0.777) H15B(0.8959) H15C(0.8003)
 Fixed Z: H5A(0.5449) H5B(0.6237) H6A(0.6004) H6B(0.5022) H9(0.296)
 H10(0.3516) H11(0.1623) H13(0.1364) H15A(0.0259) H15B(-0.0317) H15C(0.0922)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cd1 Cd 0.45211(4) 0.31197(4) 0.53657(3) 0.02453(11) Uani 1 d . . .
Br1 Br 0.12504(6) 0.70329(7) 0.73866(4) 0.03861(16) Uani 1 d . . .
Br3 Br -0.07349(7) 1.11909(7) 0.70363(4) 0.04134(16) Uani 1 d . . .
Br5 Br 0.82962(6) -0.19087(8) 0.90858(5) 0.04475(17) Uani 1 d . . .
Br7 Br 0.16907(6) 0.26757(7) 0.83248(4) 0.04360(17) Uani 1 d . . .
O1 O 0.5031(4) 0.2094(4) 0.7154(2) 0.0322(8) Uani 1 d . . .
O2 O 0.4797(5) -0.0256(4) 0.7391(3) 0.0417(10) Uani 1 d . . .
O3 O 0.3450(4) 0.5902(4) 0.5288(3) 0.0259(8) Uani 1 d . . .
O4 O 0.1269(4) 0.5522(4) 0.5364(3) 0.0463(10) Uani 1 d . . .
O5 O 0.2568(4) 0.1896(4) 0.5587(3) 0.0376(9) Uani 1 d . . .
H5A H 0.1577 0.2716 0.5449 0.056 Uiso 1 d . . GR
H5B H 0.2727 0.1176 0.6237 0.056 Uiso 1 d . . GR
O6 O 0.6373(4) 0.0277(4) 0.5626(3) 0.0355(9) Uani 1 d . . .
H6A H 0.7245 -0.0021 0.6004 0.053 Uiso 1 d . . GR
H6B H 0.6585 0.0197 0.5022 0.053 Uiso 1 d . . GR
N1 N 0.3662(4) 0.3911(5) 0.3647(3) 0.0268(9) Uani 1 d . . .
N2 N 0.3748(4) 0.4528(5) 0.1929(3) 0.0251(9) Uani 1 d . . .
C1 C 0.4951(6) 0.0758(6) 0.7707(4) 0.0274(11) Uani 1 d . . .
C2 C 0.5001(5) 0.0367(6) 0.8901(3) 0.0233(11) Uani 1 d . . .
C3 C 0.6400(5) -0.0823(6) 0.9617(4) 0.0240(11) Uani 1 d . . .
C4 C 0.3605(5) 0.1170(6) 0.9296(4) 0.0250(11) Uani 1 d . . .
C5 C 0.1945(6) 0.6407(6) 0.5279(4) 0.0267(11) Uani 1 d . . .
C6 C 0.0919(5) 0.8270(5) 0.5146(4) 0.0214(10) Uani 1 d . . .
C7 C -0.0333(5) 1.0485(6) 0.5870(4) 0.0236(11) Uani 1 d . . .
C8 C 0.0557(5) 0.8781(6) 0.6007(4) 0.0235(11) Uani 1 d . . .
C9 C 0.4517(6) 0.4167(7) 0.2867(4) 0.0336(13) Uani 1 d . . .
H9 H 0.5523 0.4104 0.2960 0.040 Uiso 1 calc . . R
C10 C 0.2265(5) 0.4144(6) 0.3169(4) 0.0261(11) Uani 1 d . . .
H10 H 0.1419 0.4061 0.3516 0.031 Uiso 1 calc . . R
C11 C 0.2311(6) 0.4508(6) 0.2122(4) 0.0286(12) Uani 1 d . . .
H11 H 0.1519 0.4709 0.1623 0.034 Uiso 1 calc . . R
C12 C 0.4369(6) 0.4790(6) 0.0929(4) 0.0231(10) Uani 1 d . . .
C13 C 0.5663(6) 0.3418(6) 0.0807(4) 0.0274(11) Uani 1 d . . .
H13 H 0.6095 0.2356 0.1364 0.033 Uiso 1 calc . . R
C14 C 0.3662(6) 0.6415(6) 0.0129(4) 0.0265(11) Uani 1 d . . .
C15 C 0.2241(6) 0.7924(6) 0.0260(5) 0.0427(14) Uani 1 d . . .
H15A H 0.1298 0.7770 0.0259 0.064 Uiso 1 calc . . GR
H15B H 0.2063 0.8959 -0.0317 0.064 Uiso 1 calc . . GR
H15C H 0.2458 0.8003 0.0922 0.064 Uiso 1 calc . . GR


_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
Cd1 O1 2.252(3) . ?
Cd1 O3 2.482(3) 2_666 ?
Cd1 O3 2.307(3) . ?
Cd1 O5 2.531(3) . ?
Cd1 O6 2.346(3) . ?
Cd1 N1 2.238(4) . ?
Br1 C8 1.900(5) . ?
Br3 C7 1.882(5) . ?
Br5 C3 1.877(5) . ?
Br7 C4 1.883(4) . ?
O1 C1 1.255(5) . ?
O2 C1 1.234(6) . ?
O3 Cd1 2.482(3) 2_666 ?
O3 C5 1.272(5) . ?
O4 C5 1.231(6) . ?
O5 H5A 0.8727 . ?
O5 H5B 0.8731 . ?
O6 H6A 0.8569 . ?
O6 H6B 0.8567 . ?
N1 C9 1.327(6) . ?
N1 C10 1.374(6) . ?
N2 C9 1.339(6) . ?
N2 C11 1.374(6) . ?
N2 C12 1.442(6) . ?
C1 C2 1.527(6) . ?
C2 C3 1.389(6) . ?
C2 C4 1.385(6) . ?
C3 C4 1.393(6) 2_657 ?
C4 C3 1.393(6) 2_657 ?
C5 C6 1.518(6) . ?
C6 C7 1.386(6) 2_576 ?
C6 C8 1.386(7) . ?
C7 C6 1.386(6) 2_576 ?
C7 C8 1.379(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.342(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(6) . ?
C12 C14 1.393(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.391(7) 2_665 ?
C14 C13 1.391(7) 2_665 ?
C14 C15 1.511(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
O1 Cd1 O3 91.25(12) . . ?
O1 Cd1 O3 106.01(11) . 2_666 ?
O1 Cd1 O5 87.02(12) . . ?
O1 Cd1 O6 82.14(12) . . ?
O3 Cd1 O3 73.81(11) . 2_666 ?
O3 Cd1 O5 164.18(11) 2_666 . ?
O3 Cd1 O5 115.64(11) . . ?
O3 Cd1 O6 161.39(12) . . ?
O6 Cd1 O3 91.23(11) . 2_666 ?
O6 Cd1 O5 81.53(12) . . ?
N1 Cd1 O1 168.18(13) . . ?
N1 Cd1 O3 93.75(13) . . ?
N1 Cd1 O3 85.68(12) . 2_666 ?
N1 Cd1 O5 81.16(13) . . ?
N1 Cd1 O6 96.14(13) . . ?
C1 O1 Cd1 120.9(3) . . ?
Cd1 O3 Cd1 106.19(11) . 2_666 ?
C5 O3 Cd1 143.3(3) . 2_666 ?
C5 O3 Cd1 105.1(3) . . ?
Cd1 O5 H5A 110.3 . . ?
Cd1 O5 H5B 110.6 . . ?
H5A O5 H5B 108.3 . . ?
Cd1 O6 H6A 109.8 . . ?
Cd1 O6 H6B 109.3 . . ?
H6A O6 H6B 109.1 . . ?
C9 N1 Cd1 124.3(3) . . ?
C9 N1 C10 105.4(4) . . ?
C10 N1 Cd1 130.3(3) . . ?
C9 N2 C11 106.6(4) . . ?
C9 N2 C12 125.9(4) . . ?
C11 N2 C12 127.4(4) . . ?
O1 C1 C2 116.4(4) . . ?
O2 C1 O1 127.4(4) . . ?
O2 C1 C2 116.2(4) . . ?
C3 C2 C1 122.0(4) . . ?
C4 C2 C1 119.6(4) . . ?
C4 C2 C3 118.4(4) . . ?
C2 C3 Br5 118.6(4) . . ?
C2 C3 C4 120.4(4) . 2_657 ?
C4 C3 Br5 120.9(3) 2_657 . ?
C2 C4 Br7 117.9(3) . . ?
C2 C4 C3 121.1(4) . 2_657 ?
C3 C4 Br7 120.9(3) 2_657 . ?
O3 C5 C6 116.1(4) . . ?
O4 C5 O3 125.7(4) . . ?
O4 C5 C6 118.2(4) . . ?
C7 C6 C5 119.3(4) 2_576 . ?
C7 C6 C8 118.4(4) 2_576 . ?
C8 C6 C5 122.3(4) . . ?
C6 C7 Br3 118.4(3) 2_576 . ?
C8 C7 Br3 121.5(4) . . ?
C8 C7 C6 120.1(4) . 2_576 ?
C6 C8 Br1 117.4(3) . . ?
C7 C8 Br1 121.1(4) . . ?
C7 C8 C6 121.5(4) . . ?
N1 C9 N2 111.5(4) . . ?
N1 C9 H9 124.3 . . ?
N2 C9 H9 124.3 . . ?
N1 C10 H10 125.2 . . ?
C11 C10 N1 109.5(4) . . ?
C11 C10 H10 125.2 . . ?
N2 C11 H11 126.5 . . ?
C10 C11 N2 107.0(4) . . ?
C10 C11 H11 126.5 . . ?
C13 C12 N2 118.4(4) . . ?
C13 C12 C14 122.3(4) . . ?
C14 C12 N2 119.3(4) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(4) . 2_665 ?
C14 C13 H13 119.3 2_665 . ?
C12 C14 C15 122.4(4) . . ?
C13 C14 C12 116.3(4) 2_665 . ?
C13 C14 C15 121.3(4) 2_665 . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
Cd1 O1 C1 O2 9.4(7) . . . . ?
Cd1 O1 C1 C2 -168.7(3) . . . . ?
Cd1 O3 C5 O4 152.0(4) 2_666 . . . ?
Cd1 O3 C5 O4 4.1(6) . . . . ?
Cd1 O3 C5 C6 -27.7(7) 2_666 . . . ?
Cd1 O3 C5 C6 -175.5(3) . . . . ?
Cd1 N1 C9 N2 176.2(3) . . . . ?
Cd1 N1 C10 C11 -175.8(3) . . . . ?
Br3 C7 C8 Br1 6.1(5) . . . . ?
Br3 C7 C8 C6 -176.8(3) . . . . ?
O1 Cd1 O3 Cd1 106.32(13) . . . 2_666 ?
O1 Cd1 O3 C5 -93.0(3) . . . . ?
O1 Cd1 N1 C9 -154.0(6) . . . . ?
O1 Cd1 N1 C10 22.1(9) . . . . ?
O1 C1 C2 C3 -100.3(5) . . . . ?
O1 C1 C2 C4 82.1(6) . . . . ?
O2 C1 C2 C3 81.4(6) . . . . ?
O2 C1 C2 C4 -96.2(5) . . . . ?
O3 Cd1 O1 C1 146.9(4) . . . . ?
O3 Cd1 O1 C1 -139.6(3) 2_666 . . . ?
O3 Cd1 O3 Cd1 0.0 2_666 . . 2_666 ?
O3 Cd1 O3 C5 160.7(3) 2_666 . . . ?
O3 Cd1 N1 C9 91.2(4) . . . . ?
O3 Cd1 N1 C9 17.7(4) 2_666 . . . ?
O3 Cd1 N1 C10 -92.8(4) . . . . ?
O3 Cd1 N1 C10 -166.2(4) 2_666 . . . ?
O3 C5 C6 C7 87.7(5) . . . 2_576 ?
O3 C5 C6 C8 -91.6(5) . . . . ?
O4 C5 C6 C7 -92.0(6) . . . 2_576 ?
O4 C5 C6 C8 88.7(6) . . . . ?
O5 Cd1 O1 C1 31.3(4) . . . . ?
O5 Cd1 O3 Cd1 -166.39(11) . . . 2_666 ?
O5 Cd1 O3 C5 -5.7(3) . . . . ?
O5 Cd1 N1 C9 -153.5(4) . . . . ?
O5 Cd1 N1 C10 22.6(4) . . . . ?
O6 Cd1 O1 C1 -50.5(4) . . . . ?
O6 Cd1 O3 Cd1 37.6(4) . . . 2_666 ?
O6 Cd1 O3 C5 -161.7(4) . . . . ?
O6 Cd1 N1 C9 -73.1(4) . . . . ?
O6 Cd1 N1 C10 103.0(4) . . . . ?
N1 Cd1 O1 C1 31.8(8) . . . . ?
N1 Cd1 O3 Cd1 -84.40(14) . . . 2_666 ?
N1 Cd1 O3 C5 76.3(3) . . . . ?
N1 C10 C11 N2 -0.7(5) . . . . ?
N2 C12 C13 C14 -179.0(4) . . . 2_665 ?
N2 C12 C14 C13 179.0(4) . . . 2_665 ?
N2 C12 C14 C15 -1.0(7) . . . . ?
C1 C2 C3 Br5 2.5(6) . . . . ?
C1 C2 C3 C4 -178.8(4) . . . 2_657 ?
C1 C2 C4 Br7 1.5(6) . . . . ?
C1 C2 C4 C3 178.9(4) . . . 2_657 ?
C3 C2 C4 Br7 -176.2(3) . . . . ?
C3 C2 C4 C3 1.2(7) . . . 2_657 ?
C4 C2 C3 Br5 -179.8(3) . . . . ?
C4 C2 C3 C4 -1.2(7) . . . 2_657 ?
C5 C6 C8 Br1 -5.0(6) . . . . ?
C5 C6 C8 C7 177.8(4) . . . . ?
C6 C7 C8 Br1 -175.6(3) 2_576 . . . ?
C6 C7 C8 C6 1.5(7) 2_576 . . . ?
C7 C6 C8 Br1 175.7(3) 2_576 . . . ?
C7 C6 C8 C7 -1.5(7) 2_576 . . . ?
C9 N1 C10 C11 0.9(5) . . . . ?
C9 N2 C11 C10 0.3(6) . . . . ?
C9 N2 C12 C13 66.9(6) . . . . ?
C9 N2 C12 C14 -112.2(5) . . . . ?
C10 N1 C9 N2 -0.7(5) . . . . ?
C11 N2 C9 N1 0.3(6) . . . . ?
C11 N2 C12 C13 -109.4(6) . . . . ?
C11 N2 C12 C14 71.5(6) . . . . ?
C12 N2 C9 N1 -176.7(4) . . . . ?
C12 N2 C11 C10 177.2(4) . . . . ?
C13 C12 C14 C13 0.0(8) . . . 2_665 ?
C13 C12 C14 C15 180.0(5) . . . . ?
C14 C12 C13 C14 0.0(8) . . . 2_665 ?

_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 995997'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3
_audit_creation_date             2014-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H18 Br4 Cd N4 O4'
_chemical_formula_sum            'C24 H18 Br4 Cd N4 O4'
_chemical_formula_weight         858.46
_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'
Cd Cd -0.8075 1.2024 '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      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                   10.4982(4)
_cell_length_b                   11.9704(4)
_cell_length_c                   12.5963(5)
_cell_angle_alpha                66.271(4)
_cell_angle_beta                 80.316(4)
_cell_angle_gamma                75.709(3)
_cell_volume                     1400.05(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5050
_cell_measurement_theta_min      3.8490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.525
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14481
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         25.096
_diffrn_reflns_theta_min         1.769
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4336
_reflns_number_total             4986
_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       ?
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    ?
_refine_diff_density_max         2.242
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4986
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.101
_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)+(0.0857P)²+5.9905P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.1566
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H12A(0.059) H12B(0.059) H1A(0.067) H1B(0.067) H1C(0.067)
 H3(0.048) H8(0.063) H9(0.069) H5A(0.046) H5B(0.046) H16A(0.093) H16B(0.093)
 H16C(0.093) H10(0.066) H7(0.052) H14(0.065) H4(0.046) H13(0.073)
 Fixed X: H12A(0.5294) H12B(0.3862) H1A(0.1338) H1B(0.1783) H1C(0.1376)
 H3(0.5453) H8(0.2929) H9(0.2986) H5A(0.3616) H5B(0.5097) H16A(0.2175)
 H16B(0.1372) H16C(0.1795) H10(0.3599) H7(0.3461) H14(0.5175) H4(0.6187)
 H13(0.6062)
 Fixed Y: H12A(-0.4471) H12B(-0.3865) H1A(0.0236) H1B(-0.1177) H1C(-0.078)
 H3(0.0498) H8(-0.4699) H9(-0.642) H5A(-0.2158) H5B(-0.2661) H16A(0.5677)
 H16B(0.4636) H16C(0.5417) H10(-0.6375) H7(-0.2895) H14(0.163) H4(-0.1436)
 H13(0.3109)
 Fixed Z: H12A(1.2923) H12B(1.3249) H1A(0.991) H1B(1.0674) H1C(0.9411)
 H3(0.7796) H8(0.9368) H9(1.1065) H5A(1.1591) H5B(1.1293) H16A(0.5121)
 H16B(0.5394) H16C(0.4102) H10(1.2735) H7(0.932) H14(0.5852) H4(0.9398)
 H13(0.4038)
;
_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
Cd1 Cd 0.22499(5) 0.21131(4) 0.73188(4) 0.02455(17) Uani 1 1 d . . . . .
Br1 Br 0.08782(10) 0.19818(8) 1.12467(8) 0.0508(3) Uani 1 1 d . . . . .
Br2 Br -0.02885(13) 0.36960(9) 1.28382(8) 0.0668(3) Uani 1 1 d . . . . .
Br4 Br 0.29105(8) 0.07477(10) 0.42286(9) 0.0536(3) Uani 1 1 d . . . . .
Br3 Br -0.19775(8) 0.10976(8) 0.67993(8) 0.0455(2) Uani 1 1 d . . . . .
O1 O 0.2456(6) 0.3429(6) 0.8393(6) 0.0528(16) Uani 1 1 d . . . . .
O2 O 0.0572(6) 0.3014(6) 0.8275(6) 0.0517(16) Uani 1 1 d . . . . .
O4 O 0.0619(6) 0.2622(5) 0.5565(6) 0.0509(15) Uani 1 1 d . . . . .
O3 O 0.1406(7) 0.0813(6) 0.6915(5) 0.0511(15) Uani 1 1 d . . . . .
N4 N 0.4314(7) -0.5684(7) 1.4137(6) 0.0458(17) Uani 1 1 d . . . . .
N1 N 0.3565(6) 0.0402(6) 0.8498(5) 0.0305(13) Uani 1 1 d . . . . .
N2 N 0.4204(6) -0.1368(6) 0.9935(5) 0.0326(13) Uani 1 1 d . . . . .
N3 N 0.3565(6) 0.2995(6) 0.5760(5) 0.0366(15) Uani 1 1 d . . . . .
C19 C -0.0842(6) 0.0458(6) 0.5763(6) 0.0280(14) Uani 1 1 d . . . . .
C12 C 0.4388(10) -0.4582(8) 1.3097(7) 0.049(2) Uani 1 1 d . . . . .
H12A H 0.5294 -0.4471 1.2923 0.059 Uiso 1 1 calc R U . . .
H12B H 0.3862 -0.3865 1.3249 0.059 Uiso 1 1 calc R U . . .
C21 C -0.0172(8) 0.4436(7) 1.1196(6) 0.0353(16) Uani 1 1 d . . . . .
C1 C 0.1798(9) -0.0559(8) 0.9898(7) 0.045(2) Uani 1 1 d . . . . .
H1A H 0.1338 0.0236 0.9910 0.067 Uiso 1 1 calc R U . . .
H1B H 0.1783 -0.1177 1.0674 0.067 Uiso 1 1 calc R U . . .
H1C H 0.1376 -0.0780 0.9411 0.067 Uiso 1 1 calc R U . . .
C23 C 0.0569(7) 0.4266(7) 0.9325(6) 0.0295(15) Uani 1 1 d . . . . .
C3 C 0.4904(8) 0.0053(8) 0.8393(7) 0.0398(18) Uani 1 1 d . . . . .
H3 H 0.5453 0.0498 0.7796 0.048 Uiso 1 1 calc R U . . .
C20 C 0.1234(7) 0.0300(7) 0.4670(6) 0.0300(15) Uani 1 1 d . . . . .
C18 C 0.0377(7) 0.0764(7) 0.5447(6) 0.0298(15) Uani 1 1 d . . . . .
C8 C 0.3169(9) -0.4681(9) 1.0038(9) 0.053(2) Uani 1 1 d . . . . .
H8 H 0.2929 -0.4699 0.9368 0.063 Uiso 1 1 calc R U . . .
C9 C 0.3206(10) -0.5705(9) 1.1045(10) 0.058(2) Uani 1 1 d . . . . .
H9 H 0.2986 -0.6420 1.1065 0.069 Uiso 1 1 calc R U . . .
C2 C 0.3165(7) -0.0492(7) 0.9440(6) 0.0312(15) Uani 1 1 d . . . . .
C5 C 0.4220(9) -0.2422(7) 1.1024(7) 0.0385(17) Uani 1 1 d . . . . .
H5A H 0.3616 -0.2158 1.1591 0.046 Uiso 1 1 calc R U . . .
H5B H 0.5097 -0.2661 1.1293 0.046 Uiso 1 1 calc R U . . .
C16 C 0.2050(10) 0.5044(9) 0.4886(9) 0.062(3) Uani 1 1 d . . . . .
H16A H 0.2175 0.5677 0.5121 0.093 Uiso 1 1 calc R U . . .
H16B H 0.1372 0.4636 0.5394 0.093 Uiso 1 1 calc R U . . .
H16C H 0.1795 0.5417 0.4102 0.093 Uiso 1 1 calc R U . . .
C6 C 0.3858(7) -0.3560(7) 1.1005(6) 0.0337(16) Uani 1 1 d . . . . .
C22 C 0.0377(7) 0.3728(7) 1.0521(7) 0.0356(17) Uani 1 1 d . . . . .
C10 C 0.3577(10) -0.5676(9) 1.2047(9) 0.055(2) Uani 1 1 d . . . . .
H10 H 0.3599 -0.6375 1.2735 0.066 Uiso 1 1 calc R U . . .
C7 C 0.3492(8) -0.3593(8) 1.0009(7) 0.0430(19) Uani 1 1 d . . . . .
H7 H 0.3461 -0.2895 0.9320 0.052 Uiso 1 1 calc R U . . .
C14 C 0.4753(9) 0.2441(9) 0.5447(7) 0.054(2) Uani 1 1 d . . . . .
H14 H 0.5175 0.1630 0.5852 0.065 Uiso 1 1 calc R U . . .
C11 C 0.3914(8) -0.4613(8) 1.2027(7) 0.0380(17) Uani 1 1 d . . . . .
C17 C 0.0834(7) 0.1501(8) 0.6003(7) 0.0358(17) Uani 1 1 d . . . . .
C15 C 0.3287(8) 0.4128(7) 0.4949(6) 0.0381(17) Uani 1 1 d . . . . .
C24 C 0.1244(8) 0.3512(7) 0.8601(6) 0.0380(18) Uani 1 1 d . . . . .
C4 C 0.5320(7) -0.1017(7) 0.9269(7) 0.0382(17) Uani 1 1 d . . . . .
H4 H 0.6187 -0.1436 0.9398 0.046 Uiso 1 1 calc R U . . .
C13 C 0.5249(9) 0.3254(10) 0.4438(8) 0.061(3) Uani 1 1 d . . . . .
H13 H 0.6062 0.3109 0.4038 0.073 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
Cd1 O1 2.518(6) . ?
Cd1 O2 2.261(6) . ?
Cd1 O3 2.221(6) . ?
Cd1 N1 2.270(6) . ?
Cd1 N3 2.240(6) . ?
Cd1 C24 2.694(7) . ?
Br1 C22 1.888(8) . ?
Br2 C21 1.890(7) . ?
Br4 C20 1.895(7) . ?
Br3 C19 1.882(7) . ?
O1 C24 1.242(10) . ?
O2 C24 1.235(10) . ?
O4 C17 1.205(10) . ?
O3 C17 1.259(10) . ?
N4 C12 1.445(10) . ?
N4 C15 1.350(10) 1_546 ?
N4 C13 1.358(12) 1_546 ?
N1 C3 1.363(10) . ?
N1 C2 1.328(9) . ?
N2 C2 1.348(9) . ?
N2 C5 1.441(9) . ?
N2 C4 1.372(10) . ?
N3 C14 1.336(11) . ?
N3 C15 1.326(10) . ?
C19 C20 1.396(10) 2_556 ?
C19 C18 1.369(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.530(12) . ?
C21 C23 1.404(10) 2_567 ?
C21 C22 1.394(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.463(11) . ?
C23 C21 1.404(10) 2_567 ?
C23 C22 1.381(11) . ?
C23 C24 1.508(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.341(11) . ?
C20 C19 1.396(10) 2_556 ?
C20 C18 1.403(9) . ?
C18 C17 1.522(10) . ?
C8 H8 0.9300 . ?
C8 C9 1.362(14) . ?
C8 C7 1.410(13) . ?
C9 H9 0.9300 . ?
C9 C10 1.398(14) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.512(11) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C15 1.468(12) . ?
C6 C7 1.391(11) . ?
C6 C11 1.390(11) . ?
C10 H10 0.9300 . ?
C10 C11 1.392(12) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.365(12) . ?
C15 N4 1.350(10) 1_564 ?
C4 H4 0.9300 . ?
C13 N4 1.358(12) 1_564 ?
C13 H13 0.9300 . ?

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
O1 Cd1 C24 27.3(2) . . ?
O2 Cd1 O1 54.4(2) . . ?
O2 Cd1 N1 114.2(2) . . ?
O2 Cd1 C24 27.1(2) . . ?
O3 Cd1 O1 157.0(2) . . ?
O3 Cd1 O2 104.9(2) . . ?
O3 Cd1 N1 86.9(2) . . ?
O3 Cd1 N3 106.8(2) . . ?
O3 Cd1 C24 131.4(3) . . ?
N1 Cd1 O1 93.0(2) . . ?
N1 Cd1 C24 105.2(2) . . ?
N3 Cd1 O1 95.4(2) . . ?
N3 Cd1 O2 129.6(2) . . ?
N3 Cd1 N1 105.7(2) . . ?
N3 Cd1 C24 114.3(2) . . ?
C24 O1 Cd1 84.3(5) . . ?
C24 O2 Cd1 96.4(5) . . ?
C17 O3 Cd1 103.6(5) . . ?
C15 N4 C12 126.6(8) 1_546 . ?
C15 N4 C13 107.7(7) 1_546 1_546 ?
C13 N4 C12 125.6(8) 1_546 . ?
C3 N1 Cd1 128.5(5) . . ?
C2 N1 Cd1 126.1(5) . . ?
C2 N1 C3 105.4(6) . . ?
C2 N2 C5 128.6(7) . . ?
C2 N2 C4 107.4(6) . . ?
C4 N2 C5 123.7(6) . . ?
C14 N3 Cd1 125.7(5) . . ?
C15 N3 Cd1 126.7(5) . . ?
C15 N3 C14 107.5(6) . . ?
C20 C19 Br3 121.0(5) 2_556 . ?
C18 C19 Br3 117.7(5) . . ?
C18 C19 C20 121.3(6) . 2_556 ?
N4 C12 H12A 108.7 . . ?
N4 C12 H12B 108.7 . . ?
N4 C12 C11 114.4(7) . . ?
H12A C12 H12B 107.6 . . ?
C11 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
C23 C21 Br2 117.9(5) 2_567 . ?
C22 C21 Br2 121.1(6) . . ?
C22 C21 C23 120.8(7) . 2_567 ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C21 C23 C24 120.7(6) 2_567 . ?
C22 C23 C21 117.2(6) . 2_567 ?
C22 C23 C24 122.0(7) . . ?
N1 C3 H3 124.6 . . ?
C4 C3 N1 110.8(7) . . ?
C4 C3 H3 124.6 . . ?
C19 C20 Br4 121.8(5) 2_556 . ?
C19 C20 C18 120.2(6) 2_556 . ?
C18 C20 Br4 118.0(5) . . ?
C19 C18 C20 118.5(6) . . ?
C19 C18 C17 120.6(6) . . ?
C20 C18 C17 120.7(6) . . ?
C9 C8 H8 119.9 . . ?
C9 C8 C7 120.2(9) . . ?
C7 C8 H8 119.9 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.7(9) . . ?
C10 C9 H9 120.2 . . ?
N1 C2 N2 110.6(6) . . ?
N1 C2 C1 126.2(7) . . ?
N2 C2 C1 123.2(7) . . ?
N2 C5 H5A 108.2 . . ?
N2 C5 H5B 108.2 . . ?
N2 C5 C6 116.2(6) . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
C7 C6 C5 122.6(7) . . ?
C11 C6 C5 118.0(7) . . ?
C11 C6 C7 119.4(8) . . ?
C21 C22 Br1 119.8(6) . . ?
C23 C22 Br1 118.3(5) . . ?
C23 C22 C21 122.0(7) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.7(9) . . ?
C11 C10 H10 119.6 . . ?
C8 C7 H7 119.9 . . ?
C6 C7 C8 120.3(8) . . ?
C6 C7 H7 119.9 . . ?
N3 C14 H14 125.4 . . ?
N3 C14 C13 109.3(8) . . ?
C13 C14 H14 125.4 . . ?
C6 C11 C12 118.6(7) . . ?
C6 C11 C10 119.8(8) . . ?
C10 C11 C12 121.6(8) . . ?
O4 C17 O3 127.6(8) . . ?
O4 C17 C18 119.7(7) . . ?
O3 C17 C18 112.7(7) . . ?
N4 C15 C16 123.8(8) 1_564 . ?
N3 C15 N4 109.4(7) . 1_564 ?
N3 C15 C16 126.8(7) . . ?
O1 C24 Cd1 68.4(4) . . ?
O1 C24 C23 116.5(7) . . ?
O2 C24 Cd1 56.5(4) . . ?
O2 C24 O1 124.9(7) . . ?
O2 C24 C23 118.6(7) . . ?
C23 C24 Cd1 175.1(6) . . ?
N2 C4 H4 127.1 . . ?
C3 C4 N2 105.8(6) . . ?
C3 C4 H4 127.1 . . ?
N4 C13 C14 106.1(8) 1_564 . ?
N4 C13 H13 127.0 1_564 . ?
C14 C13 H13 127.0 . . ?

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
Cd1 O1 C24 O2 0.5(8) . . . . ?
Cd1 O1 C24 C23 179.5(6) . . . . ?
Cd1 O2 C24 O1 -0.6(9) . . . . ?
Cd1 O2 C24 C23 -179.5(6) . . . . ?
Cd1 O3 C17 O4 -10.6(10) . . . . ?
Cd1 O3 C17 C18 170.2(5) . . . . ?
Cd1 N1 C3 C4 179.6(5) . . . . ?
Cd1 N1 C2 N2 -179.9(5) . . . . ?
Cd1 N1 C2 C1 0.7(11) . . . . ?
Cd1 N3 C14 C13 178.6(7) . . . . ?
Cd1 N3 C15 N4 -178.8(5) . . . 1_564 ?
Cd1 N3 C15 C16 -1.1(13) . . . . ?
Br2 C21 C22 Br1 5.4(10) . . . . ?
Br2 C21 C22 C23 -174.6(6) . . . . ?
Br4 C20 C18 C19 179.3(5) . . . . ?
Br4 C20 C18 C17 -5.7(9) . . . . ?
Br3 C19 C18 C20 -179.7(5) . . . . ?
Br3 C19 C18 C17 5.3(9) . . . . ?
N4 C12 C11 C6 175.5(7) . . . . ?
N4 C12 C11 C10 -6.3(13) . . . . ?
N1 C3 C4 N2 1.2(9) . . . . ?
N2 C5 C6 C7 -1.7(11) . . . . ?
N2 C5 C6 C11 177.4(7) . . . . ?
N3 C14 C13 N4 -0.9(13) . . . 1_564 ?
C19 C20 C18 C19 -0.1(12) 2_556 . . . ?
C19 C20 C18 C17 174.8(7) 2_556 . . . ?
C19 C18 C17 O4 -90.4(9) . . . . ?
C19 C18 C17 O3 88.9(9) . . . . ?
C21 C23 C22 Br1 179.2(5) 2_567 . . . ?
C21 C23 C22 C21 -0.8(13) 2_567 . . . ?
C21 C23 C24 O1 84.7(9) 2_567 . . . ?
C21 C23 C24 O2 -96.3(9) 2_567 . . . ?
C23 C21 C22 Br1 -179.2(6) 2_567 . . . ?
C23 C21 C22 C23 0.8(13) 2_567 . . . ?
C3 N1 C2 N2 1.1(8) . . . . ?
C3 N1 C2 C1 -178.2(8) . . . . ?
C20 C19 C18 C20 0.2(12) 2_556 . . . ?
C20 C19 C18 C17 -174.8(7) 2_556 . . . ?
C20 C18 C17 O4 94.7(9) . . . . ?
C20 C18 C17 O3 -86.0(9) . . . . ?
C8 C9 C10 C11 -0.3(15) . . . . ?
C9 C8 C7 C6 0.3(13) . . . . ?
C9 C10 C11 C12 -176.9(9) . . . . ?
C9 C10 C11 C6 1.2(14) . . . . ?
C2 N1 C3 C4 -1.4(9) . . . . ?
C2 N2 C5 C6 81.7(10) . . . . ?
C2 N2 C4 C3 -0.5(9) . . . . ?
C5 N2 C2 N1 173.2(7) . . . . ?
C5 N2 C2 C1 -7.4(12) . . . . ?
C5 N2 C4 C3 -174.5(7) . . . . ?
C5 C6 C7 C8 179.8(8) . . . . ?
C5 C6 C11 C12 -2.4(11) . . . . ?
C5 C6 C11 C10 179.4(8) . . . . ?
C22 C23 C24 O1 -91.8(10) . . . . ?
C22 C23 C24 O2 87.2(10) . . . . ?
C7 C8 C9 C10 -0.5(14) . . . . ?
C7 C6 C11 C12 176.8(8) . . . . ?
C7 C6 C11 C10 -1.4(12) . . . . ?
C14 N3 C15 N4 -2.0(10) . . . 1_564 ?
C14 N3 C15 C16 175.6(10) . . . . ?
C11 C6 C7 C8 0.6(12) . . . . ?
C15 N4 C12 C11 -90.9(11) 1_546 . . . ?
C15 N3 C14 C13 1.8(12) . . . . ?
C24 C23 C22 Br1 -4.2(10) . . . . ?
C24 C23 C22 C21 175.9(8) . . . . ?
C4 N2 C2 N1 -0.4(9) . . . . ?
C4 N2 C2 C1 179.0(7) . . . . ?
C4 N2 C5 C6 -105.6(9) . . . . ?
C13 N4 C12 C11 85.4(12) 1_546 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          ?
# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.326 0.838 0.713 39 10 ' '
2 0.674 0.162 0.287 39 10 ' '

_database_code_depnum_ccdc_archive 'CCDC 995998'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4
_audit_creation_date             2014-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 Br4 Cd N4 O4'
_chemical_formula_sum            'C24 H18 Br4 Cd N4 O4'
_chemical_formula_weight         858.46
_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'
Cd Cd -0.8075 1.2024 '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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   32.3224(7)
_cell_length_b                   13.1789(3)
_cell_length_c                   16.2944(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.738(2)
_cell_angle_gamma                90.00
_cell_volume                     6026.9(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5927
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.3450
_cell_measurement_theta_min      4.3130
_exptl_absorpt_coefficient_mu    6.063
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3280
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15446
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.90
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4434
_reflns_number_total             5303
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.885
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0406P)²+3.1247P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0782
_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. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H16(0.085) H9A(0.057) H9B(0.057) H9C(0.057) H21(0.041)
 H20A(0.047) H20B(0.047) H18(0.069) H13A(0.041) H13B(0.041) H11(0.039)
 H24A(0.069) H24B(0.069) H24C(0.069) H17(0.083) H12(0.045) H15(0.06) H22(0.042)
 Fixed X: H16(-0.1145) H9A(-0.2865) H9B(-0.2499) H9C(-0.2326) H21(-0.1585)
 H20A(-0.1078) H20B(-0.0629) H18(-0.0438) H13A(-0.1935) H13B(-0.1592) H11(-
 0.2588) H24A(-0.3969) H24B(-0.3946) H24C(-0.4367) H17(-0.0527) H12(-0.1933)
 H15(-0.1676) H22(-0.3066)
 Fixed Y: H16(0.4094) H9A(0.5524) H9B(0.5751) H9C(0.524) H21(0.5968)
 H20A(0.8016) H20B(0.7531) H18(0.5786) H13A(0.7006) H13B(0.7815) H11(0.8551)
 H24A(0.5596) H24B(0.5611) H24C(0.6152) H17(0.4278) H12(0.8799) H15(0.5384)
 H22(0.8553)
 Fixed Z: H16(0.506) H9A(0.2249) H9B(0.3312) H9C(0.2665) H21(0.2209)
 H20A(0.373) H20B(0.3751) H18(0.4137) H13A(0.4336) H13B(0.4292) H11(0.1144)
 H24A(-0.1653) H24B(-0.2592) H24C(-0.2549) H17(0.4744) H12(0.2745) H15(0.4741)
 H22(-0.056)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cd1 Cd -0.323871(9) 0.63377(2) 0.030339(19) 0.02603(9) Uani 1 d . . .
Br3 Br -0.439433(14) 0.38042(4) -0.08243(3) 0.04434(13) Uani 1 d . . .
Br1 Br -0.186136(16) 0.38353(4) 0.19109(3) 0.05033(14) Uani 1 d . . .
Br2 Br -0.346543(16) 0.34725(4) -0.17233(3) 0.05229(15) Uani 1 d . . .
Br4 Br -0.546227(16) 0.29798(4) -0.12862(4) 0.05835(16) Uani 1 d . . .
O1 O -0.30657(10) 0.4699(2) 0.0395(2) 0.0450(7) Uani 1 d . . .
O3 O -0.39909(10) 0.6261(2) -0.0011(2) 0.0455(8) Uani 1 d . . .
O2 O -0.26014(11) 0.5269(2) -0.0148(2) 0.0536(8) Uani 1 d . . .
O4 O -0.37095(10) 0.5226(2) 0.1226(2) 0.0512(8) Uani 1 d . . .
N4 N -0.12308(10) 0.7343(2) 0.2499(2) 0.0296(7) Uani 1 d . . .
N2 N -0.21025(10) 0.7370(2) 0.3018(2) 0.0272(7) Uani 1 d . . .
N1 N -0.26894(10) 0.7148(2) 0.1575(2) 0.0281(7) Uani 1 d . . .
N3 N -0.34564(11) 0.7229(2) -0.1011(2) 0.0306(7) Uani 1 d . . .
C14 C -0.13977(14) 0.6367(3) 0.4202(3) 0.0347(9) Uani 1 d . . .
C16 C -0.1112(2) 0.4696(4) 0.4800(4) 0.0708(16) Uani 1 d . . .
H16 H -0.1145 0.4094 0.5060 0.085 Uiso 1 calc . . R
C6 C -0.45388(12) 0.5316(3) 0.0235(3) 0.0278(8) Uani 1 d . . .
C9 C -0.25432(15) 0.5724(3) 0.2685(3) 0.0378(10) Uani 1 d . . .
H9A H -0.2865 0.5524 0.2249 0.057 Uiso 1 calc . . GR
H9B H -0.2499 0.5751 0.3312 0.057 Uiso 1 calc . . GR
H9C H -0.2326 0.5240 0.2665 0.057 Uiso 1 calc . . GR
C3 C -0.29081(12) 0.2917(3) -0.0741(3) 0.0274(8) Uani 1 d . . .
C1 C -0.27720(13) 0.4597(3) 0.0103(3) 0.0313(9) Uani 1 d . . .
C19 C -0.10205(14) 0.6495(3) 0.4011(3) 0.0359(10) Uani 1 d . . .
C7 C -0.47449(12) 0.4478(3) -0.0334(3) 0.0284(8) Uani 1 d . . .
C8 C -0.51961(13) 0.4157(3) -0.0557(3) 0.0308(9) Uani 1 d . . .
C21 C -0.15276(14) 0.6565(3) 0.1977(3) 0.0341(9) Uani 1 d . . .
H21 H -0.1585 0.5968 0.2209 0.041 Uiso 1 calc . . R
C20 C -0.09644(14) 0.7428(3) 0.3540(3) 0.0389(10) Uani 1 d . . .
H20A H -0.1078 0.8016 0.3730 0.047 Uiso 1 calc . . R
H20B H -0.0629 0.7531 0.3751 0.047 Uiso 1 calc . . R
C18 C -0.06947(16) 0.5704(4) 0.4240(3) 0.0574(14) Uani 1 d . . .
H18 H -0.0438 0.5786 0.4137 0.069 Uiso 1 calc . . R
C4 C -0.22272(12) 0.3071(3) 0.0798(3) 0.0264(8) Uani 1 d . . .
C10 C -0.24508(12) 0.6736(3) 0.2419(3) 0.0267(8) Uani 1 d . . .
C13 C -0.17603(13) 0.7187(3) 0.4015(3) 0.0341(9) Uani 1 d . . .
H13A H -0.1935 0.7006 0.4336 0.041 Uiso 1 calc . . R
H13B H -0.1592 0.7815 0.4292 0.041 Uiso 1 calc . . R
C5 C -0.40313(13) 0.5626(3) 0.0521(3) 0.0336(9) Uani 1 d . . .
C23 C -0.37543(13) 0.6939(3) -0.1895(3) 0.0282(8) Uani 1 d . . .
C2 C -0.26295(12) 0.3504(3) 0.0057(3) 0.0267(8) Uani 1 d . . .
C11 C -0.24884(13) 0.8088(3) 0.1637(3) 0.0327(9) Uani 1 d . . .
H11 H -0.2588 0.8551 0.1144 0.039 Uiso 1 calc . . R
C24 C -0.40334(16) 0.5992(3) -0.2199(3) 0.0463(11) Uani 1 d . . .
H24A H -0.3969 0.5596 -0.1653 0.069 Uiso 1 calc . . GR
H24B H -0.3946 0.5611 -0.2592 0.069 Uiso 1 calc . . GR
H24C H -0.4367 0.6152 -0.2549 0.069 Uiso 1 calc . . GR
C17 C -0.0742(2) 0.4805(4) 0.4616(4) 0.0692(16) Uani 1 d . . .
H17 H -0.0527 0.4278 0.4744 0.083 Uiso 1 calc . . R
C12 C -0.21282(13) 0.8230(3) 0.2517(3) 0.0373(10) Uani 1 d . . .
H12 H -0.1933 0.8799 0.2745 0.045 Uiso 1 calc . . R
C15 C -0.14311(16) 0.5466(4) 0.4603(3) 0.0504(12) Uani 1 d . . .
H15 H -0.1676 0.5384 0.4741 0.060 Uiso 1 calc . . R
C22 C -0.32823(14) 0.8167(3) -0.1072(3) 0.0352(9) Uani 1 d . . .
H22 H -0.3066 0.8553 -0.0560 0.042 Uiso 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
Cd1 O1 2.217(3) . ?
Cd1 O3 2.224(3) . ?
Cd1 N1 2.222(3) . ?
Cd1 N3 2.229(3) . ?
Br3 C7 1.899(3) . ?
Br1 C4 1.890(4) . ?
Br2 C3 1.866(4) . ?
Br4 C8 1.883(4) . ?
O1 C1 1.262(4) . ?
O3 C5 1.258(5) . ?
O2 C1 1.216(5) . ?
O4 C5 1.222(5) . ?
N4 C21 1.373(5) . ?
N4 C20 1.477(5) . ?
N4 C23 1.350(5) 7_465 ?
N2 C10 1.352(4) . ?
N2 C13 1.463(5) . ?
N2 C12 1.375(5) . ?
N1 C10 1.315(5) . ?
N1 C11 1.378(5) . ?
N3 C23 1.331(5) . ?
N3 C22 1.382(5) . ?
C14 C19 1.410(5) . ?
C14 C13 1.511(5) . ?
C14 C15 1.385(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(7) . ?
C16 C15 1.367(7) . ?
C6 C7 1.382(5) . ?
C6 C8 1.392(5) 5_465 ?
C6 C5 1.522(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 C10 1.477(5) . ?
C3 C4 1.392(5) 7_455 ?
C3 C2 1.392(5) . ?
C1 C2 1.525(5) . ?
C19 C20 1.507(6) . ?
C19 C18 1.395(6) . ?
C7 C8 1.383(5) . ?
C8 C6 1.392(5) 5_465 ?
C21 H21 0.9300 . ?
C21 C22 1.334(5) 7_465 ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C17 1.377(7) . ?
C4 C3 1.392(5) 7_455 ?
C4 C2 1.385(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C23 N4 1.350(5) 7_465 ?
C23 C24 1.474(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.338(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C17 H17 0.9300 . ?
C12 H12 0.9300 . ?
C15 H15 0.9300 . ?
C22 C21 1.334(5) 7_465 ?
C22 H22 0.9300 . ?

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
O1 Cd1 O3 100.48(11) . . ?
O1 Cd1 N1 110.33(11) . . ?
O1 Cd1 N3 121.79(11) . . ?
O3 Cd1 N3 90.83(11) . . ?
N1 Cd1 O3 120.87(11) . . ?
N1 Cd1 N3 111.60(11) . . ?
C1 O1 Cd1 106.9(2) . . ?
C5 O3 Cd1 110.3(2) . . ?
C21 N4 C20 126.8(3) . . ?
C23 N4 C21 108.0(3) 7_465 . ?
C23 N4 C20 125.0(3) 7_465 . ?
C10 N2 C13 126.9(3) . . ?
C10 N2 C12 107.3(3) . . ?
C12 N2 C13 125.8(3) . . ?
C10 N1 Cd1 124.0(2) . . ?
C10 N1 C11 106.5(3) . . ?
C11 N1 Cd1 129.0(3) . . ?
C23 N3 Cd1 127.0(2) . . ?
C23 N3 C22 106.4(3) . . ?
C22 N3 Cd1 126.5(2) . . ?
C19 C14 C13 122.6(4) . . ?
C15 C14 C19 119.0(4) . . ?
C15 C14 C13 118.3(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(5) . . ?
C7 C6 C8 118.0(3) . 5_465 ?
C7 C6 C5 120.5(3) . . ?
C8 C6 C5 121.5(3) 5_465 . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
C4 C3 Br2 120.8(3) 7_455 . ?
C2 C3 Br2 119.0(3) . . ?
C2 C3 C4 120.2(3) . 7_455 ?
O1 C1 C2 114.9(3) . . ?
O2 C1 O1 126.9(4) . . ?
O2 C1 C2 118.2(3) . . ?
C14 C19 C20 123.1(4) . . ?
C18 C19 C14 118.1(4) . . ?
C18 C19 C20 118.8(4) . . ?
C6 C7 Br3 117.8(3) . . ?
C6 C7 C8 121.0(3) . . ?
C8 C7 Br3 121.2(3) . . ?
C6 C8 Br4 118.4(3) 5_465 . ?
C7 C8 Br4 120.7(3) . . ?
C7 C8 C6 121.0(4) . 5_465 ?
N4 C21 H21 126.7 . . ?
C22 C21 N4 106.6(3) 7_465 . ?
C22 C21 H21 126.7 7_465 . ?
N4 C20 C19 111.9(3) . . ?
N4 C20 H20A 109.2 . . ?
N4 C20 H20B 109.2 . . ?
C19 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C19 C18 H18 119.1 . . ?
C17 C18 C19 121.8(5) . . ?
C17 C18 H18 119.1 . . ?
C3 C4 Br1 119.7(3) 7_455 . ?
C2 C4 Br1 119.2(3) . . ?
C2 C4 C3 121.1(3) . 7_455 ?
N2 C10 C9 124.3(3) . . ?
N1 C10 N2 110.2(3) . . ?
N1 C10 C9 125.5(3) . . ?
N2 C13 C14 115.2(3) . . ?
N2 C13 H13A 108.5 . . ?
N2 C13 H13B 108.5 . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
O3 C5 C6 115.6(3) . . ?
O4 C5 O3 127.1(3) . . ?
O4 C5 C6 117.3(4) . . ?
N4 C23 C24 123.6(4) 7_465 . ?
N3 C23 N4 109.4(3) . 7_465 ?
N3 C23 C24 126.9(3) . . ?
C3 C2 C1 120.0(3) . . ?
C4 C2 C3 118.6(3) . . ?
C4 C2 C1 121.4(3) . . ?
N1 C11 H11 125.3 . . ?
C12 C11 N1 109.4(4) . . ?
C12 C11 H11 125.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C17 C18 119.1(5) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
N2 C12 H12 126.7 . . ?
C11 C12 N2 106.6(3) . . ?
C11 C12 H12 126.7 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(5) . . ?
C16 C15 H15 119.3 . . ?
N3 C22 H22 125.2 . . ?
C21 C22 N3 109.6(3) 7_465 . ?
C21 C22 H22 125.2 7_465 . ?

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
Cd1 O1 C1 O2 2.5(5) . . . . ?
Cd1 O1 C1 C2 -176.6(2) . . . . ?
Cd1 O3 C5 O4 12.5(5) . . . . ?
Cd1 O3 C5 C6 -166.3(2) . . . . ?
Cd1 N1 C10 N2 172.4(2) . . . . ?
Cd1 N1 C10 C9 -7.3(5) . . . . ?
Cd1 N1 C11 C12 -171.9(3) . . . . ?
Cd1 N3 C23 N4 -175.6(2) . . . 7_465 ?
Cd1 N3 C23 C24 4.7(5) . . . . ?
Cd1 N3 C22 C21 176.0(3) . . . 7_465 ?
Br3 C7 C8 Br4 4.4(4) . . . . ?
Br3 C7 C8 C6 -176.7(3) . . . 5_465 ?
Br1 C4 C2 C3 -177.1(2) . . . . ?
Br1 C4 C2 C1 2.5(4) . . . . ?
Br2 C3 C2 C1 -2.3(4) . . . . ?
Br2 C3 C2 C4 177.3(2) . . . . ?
O1 Cd1 O3 C5 45.3(3) . . . . ?
O1 Cd1 N1 C10 -31.2(3) . . . . ?
O1 Cd1 N1 C11 139.9(3) . . . . ?
O1 Cd1 N3 C23 42.3(3) . . . . ?
O1 Cd1 N3 C22 -132.8(3) . . . . ?
O1 C1 C2 C3 85.8(4) . . . . ?
O1 C1 C2 C4 -93.9(4) . . . . ?
O3 Cd1 O1 C1 147.8(3) . . . . ?
O3 Cd1 N1 C10 85.4(3) . . . . ?
O3 Cd1 N1 C11 -103.5(3) . . . . ?
O3 Cd1 N3 C23 -60.5(3) . . . . ?
O3 Cd1 N3 C22 124.3(3) . . . . ?
O2 C1 C2 C3 -93.4(4) . . . . ?
O2 C1 C2 C4 87.0(5) . . . . ?
N1 Cd1 O1 C1 -83.5(3) . . . . ?
N1 Cd1 O3 C5 -76.2(3) . . . . ?
N1 Cd1 N3 C23 175.6(3) . . . . ?
N1 Cd1 N3 C22 0.4(3) . . . . ?
N1 C11 C12 N2 -0.2(4) . . . . ?
N3 Cd1 O1 C1 50.2(3) . . . . ?
N3 Cd1 O3 C5 167.9(3) . . . . ?
N3 Cd1 N1 C10 -169.9(3) . . . . ?
N3 Cd1 N1 C11 1.2(3) . . . . ?
C14 C19 C20 N4 -87.4(5) . . . . ?
C14 C19 C18 C17 2.0(7) . . . . ?
C6 C7 C8 Br4 -177.1(3) . . . . ?
C6 C7 C8 C6 1.7(6) . . . 5_465 ?
C3 C4 C2 C3 2.2(6) 7_455 . . . ?
C3 C4 C2 C1 -178.2(3) 7_455 . . . ?
C19 C14 C13 N2 72.1(5) . . . . ?
C19 C14 C15 C16 -1.3(7) . . . . ?
C19 C18 C17 C16 -2.2(8) . . . . ?
C7 C6 C5 O3 92.2(5) . . . . ?
C7 C6 C5 O4 -86.7(5) . . . . ?
C8 C6 C7 Br3 176.8(3) 5_465 . . . ?
C8 C6 C7 C8 -1.7(6) 5_465 . . . ?
C8 C6 C5 O3 -89.7(4) 5_465 . . . ?
C8 C6 C5 O4 91.4(5) 5_465 . . . ?
C21 N4 C20 C19 4.5(5) . . . . ?
C20 N4 C21 C22 175.6(4) . . . 7_465 ?
C20 C19 C18 C17 -175.8(4) . . . . ?
C18 C19 C20 N4 90.3(5) . . . . ?
C4 C3 C2 C1 178.2(3) 7_455 . . . ?
C4 C3 C2 C4 -2.1(6) 7_455 . . . ?
C10 N2 C13 C14 68.3(5) . . . . ?
C10 N2 C12 C11 -0.1(4) . . . . ?
C10 N1 C11 C12 0.4(4) . . . . ?
C13 N2 C10 N1 -179.8(3) . . . . ?
C13 N2 C10 C9 -0.2(6) . . . . ?
C13 N2 C12 C11 -179.9(3) . . . . ?
C13 C14 C19 C20 -4.6(6) . . . . ?
C13 C14 C19 C18 177.7(4) . . . . ?
C13 C14 C15 C16 -179.3(4) . . . . ?
C5 C6 C7 Br3 -5.0(5) . . . . ?
C5 C6 C7 C8 176.4(4) . . . . ?
C23 N4 C21 C22 -0.5(4) 7_465 . . 7_465 ?
C23 N4 C20 C19 -179.9(3) 7_465 . . . ?
C23 N3 C22 C21 0.0(4) . . . 7_465 ?
C11 N1 C10 N2 -0.5(4) . . . . ?
C11 N1 C10 C9 179.9(4) . . . . ?
C17 C16 C15 C14 1.1(8) . . . . ?
C12 N2 C10 N1 0.3(4) . . . . ?
C12 N2 C10 C9 180.0(3) . . . . ?
C12 N2 C13 C14 -111.8(4) . . . . ?
C15 C14 C19 C20 177.5(4) . . . . ?
C15 C14 C19 C18 -0.3(6) . . . . ?
C15 C14 C13 N2 -109.9(4) . . . . ?
C15 C16 C17 C18 0.7(9) . . . . ?
C22 N3 C23 N4 0.4(4) . . . 7_465 ?
C22 N3 C23 C24 -179.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.218 0.250 233 48 ' '
2 0.000 -0.218 0.750 233 48 ' '
3 0.500 0.282 0.250 233 48 ' '
4 0.500 0.718 0.750 233 48 ' '

_database_code_depnum_ccdc_archive 'CCDC 995999'
