# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_added_by_encifer
_audit_block_doi                 10.5517/cc1k94ll
_database_code_depnum_ccdc_archive 'CCDC 1438759'
_audit_update_record             
;
2015-11-25 deposited with the CCDC.
2016-06-08 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          365
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 Br4 Cu N2'
_chemical_formula_weight         587.55

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'
Cu Cu -1.9646 0.5888 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   9.4129(3)
_cell_length_b                   9.5475(3)
_cell_length_c                   23.9584(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2153.13(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6086
_cell_measurement_theta_min      2.0061
_cell_measurement_theta_max      27.4739

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    10.055
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.43878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  /w
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6162
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.69
_diffrn_reflns_theta_max         73.30
_reflns_number_total             3335
_reflns_number_gt                3260
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0628P)²+8.0639P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(5)
_refine_ls_number_reflns         3335
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.65490(9) 0.70746(8) 0.69275(3) 0.02877(19) Uani 1 1 d . . .
Br2 Br 0.33395(10) 0.92222(9) 0.68764(3) 0.0421(2) Uani 1 1 d . . .
Br3 Br 0.36938(8) 0.65346(8) 0.57023(3) 0.03084(19) Uani 1 1 d . . .
Br4 Br 0.64801(12) 0.92709(11) 0.56109(3) 0.0508(3) Uani 1 1 d . . .
Cu1 Cu 0.50264(11) 0.82192(10) 0.62728(4) 0.0235(2) Uani 1 1 d . . .
N2 N 0.4144(6) 0.4395(7) 0.6990(2) 0.0284(13) Uani 1 1 d . . .
H10A H 0.4559 0.5221 0.6877 0.034 Uiso 1 1 calc R . .
H10B H 0.4555 0.4139 0.7323 0.034 Uiso 1 1 calc R . .
N1 N 0.5446(7) 0.7034(6) 0.4452(2) 0.0282(13) Uani 1 1 d . . .
H17A H 0.4885 0.7115 0.4765 0.034 Uiso 1 1 calc R . .
H17B H 0.6310 0.7437 0.4532 0.034 Uiso 1 1 calc R . .
C4 C 0.5674(8) 0.5498(8) 0.4330(3) 0.0334(17) Uani 1 1 d . . .
H16A H 0.4751 0.5005 0.4356 0.040 Uiso 1 1 calc R . .
H16B H 0.6028 0.5395 0.3943 0.040 Uiso 1 1 calc R . .
C3 C 0.6702(9) 0.4825(8) 0.4721(3) 0.0323(17) Uani 1 1 d . . .
H15A H 0.6324 0.4871 0.5106 0.039 Uiso 1 1 calc R . .
H15B H 0.7613 0.5342 0.4712 0.039 Uiso 1 1 calc R . .
C5 C 0.4778(10) 0.7817(9) 0.3992(4) 0.042(2) Uani 1 1 d . . .
H18A H 0.3849 0.7387 0.3903 0.050 Uiso 1 1 calc R . .
H18B H 0.5386 0.7746 0.3656 0.050 Uiso 1 1 calc R . .
C9 C 0.2301(10) 0.5650(9) 0.7557(4) 0.045(2) Uani 1 1 d . . .
H8A H 0.2671 0.6590 0.7460 0.054 Uiso 1 1 calc R . .
H8B H 0.2793 0.5326 0.7898 0.054 Uiso 1 1 calc R . .
C12 C 0.5999(12) 0.3218(11) 0.6424(4) 0.060(3) Uani 1 1 d . . .
H12A H 0.6164 0.2423 0.6173 0.090 Uiso 1 1 calc R . .
H12B H 0.6555 0.3093 0.6766 0.090 Uiso 1 1 calc R . .
H12C H 0.6291 0.4087 0.6238 0.090 Uiso 1 1 calc R . .
C6 C 0.4559(9) 0.9336(9) 0.4132(4) 0.043(2) Uani 1 1 d . . .
H19A H 0.4125 0.9815 0.3813 0.065 Uiso 1 1 calc R . .
H19B H 0.5477 0.9770 0.4217 0.065 Uiso 1 1 calc R . .
H19C H 0.3932 0.9414 0.4457 0.065 Uiso 1 1 calc R . .
C11 C 0.4443(11) 0.3298(10) 0.6568(3) 0.047(2) Uani 1 1 d . . .
H11A H 0.3893 0.3501 0.6225 0.056 Uiso 1 1 calc R . .
H11B H 0.4126 0.2379 0.6713 0.056 Uiso 1 1 calc R . .
C2 C 0.6957(9) 0.3307(9) 0.4562(4) 0.042(2) Uani 1 1 d . . .
H14A H 0.7212 0.3259 0.4161 0.051 Uiso 1 1 calc R . .
H14B H 0.6067 0.2771 0.4615 0.051 Uiso 1 1 calc R . .
C10 C 0.2592(9) 0.4641(10) 0.7082(4) 0.042(2) Uani 1 1 d . . .
H9A H 0.2125 0.3735 0.7164 0.050 Uiso 1 1 calc R . .
H9B H 0.2168 0.5018 0.6735 0.050 Uiso 1 1 calc R . .
C8 C 0.0704(10) 0.5735(12) 0.7664(5) 0.062(3) Uani 1 1 d . . .
H7A H 0.0349 0.4804 0.7781 0.075 Uiso 1 1 calc R . .
H7B H 0.0211 0.5998 0.7315 0.075 Uiso 1 1 calc R . .
C1 C 0.8140(11) 0.2627(9) 0.4906(4) 0.050(2) Uani 1 1 d . . .
H13A H 0.9047 0.3083 0.4821 0.075 Uiso 1 1 calc R . .
H13B H 0.8201 0.1629 0.4813 0.075 Uiso 1 1 calc R . .
H13C H 0.7928 0.2734 0.5304 0.075 Uiso 1 1 calc R . .
C7 C 0.0360(12) 0.6814(12) 0.8119(6) 0.086(5) Uani 1 1 d . . .
H6A H 0.0506 0.7760 0.7971 0.128 Uiso 1 1 calc R . .
H6B H 0.0986 0.6665 0.8440 0.128 Uiso 1 1 calc R . .
H6C H -0.0632 0.6706 0.8235 0.128 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0346(4) 0.0302(4) 0.0215(3) 0.0012(3) -0.0042(4) 0.0038(3)
Br2 0.0511(5) 0.0476(5) 0.0278(4) -0.0031(3) 0.0048(4) 0.0212(4)
Br3 0.0334(4) 0.0343(4) 0.0248(3) -0.0064(3) -0.0012(4) -0.0106(3)
Br4 0.0612(6) 0.0631(6) 0.0282(4) 0.0043(4) 0.0100(5) -0.0319(5)
Cu1 0.0309(6) 0.0244(5) 0.0152(5) 0.0009(3) 0.0015(4) -0.0028(4)
N2 0.029(3) 0.032(3) 0.024(3) 0.003(2) 0.000(3) -0.004(3)
N1 0.032(3) 0.029(3) 0.023(3) 0.001(2) 0.004(3) 0.002(3)
C4 0.039(4) 0.029(4) 0.032(4) -0.006(3) 0.004(4) 0.007(3)
C3 0.042(4) 0.024(4) 0.030(4) -0.002(3) 0.000(4) -0.002(3)
C5 0.047(5) 0.037(5) 0.042(5) 0.007(4) -0.014(4) 0.005(4)
C9 0.042(5) 0.030(5) 0.063(6) 0.020(4) 0.009(5) 0.000(4)
C12 0.084(8) 0.048(6) 0.048(5) -0.011(4) 0.016(6) 0.017(6)
C6 0.040(5) 0.042(5) 0.048(5) 0.011(4) 0.007(4) 0.011(4)
C11 0.073(7) 0.040(5) 0.027(4) -0.005(3) -0.005(5) -0.016(5)
C2 0.042(4) 0.033(5) 0.052(5) -0.001(4) 0.004(4) 0.010(4)
C10 0.034(4) 0.052(6) 0.040(4) 0.020(4) -0.002(4) -0.002(4)
C8 0.038(5) 0.071(8) 0.078(7) 0.035(6) 0.020(5) 0.008(5)
C1 0.069(6) 0.030(5) 0.050(5) 0.007(4) 0.012(5) 0.020(4)
C7 0.057(6) 0.076(8) 0.123(11) 0.054(8) 0.043(8) 0.030(6)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.3893(12) . ?
Br2 Cu1 2.3515(12) . ?
Br3 Cu1 2.4554(12) . ?
Br4 Cu1 2.3228(12) . ?
N2 C11 1.483(10) . ?
N2 C10 1.496(10) . ?
N1 C5 1.474(10) . ?
N1 C4 1.510(9) . ?
C4 C3 1.492(11) . ?
C3 C2 1.518(11) . ?
C5 C6 1.503(12) . ?
C9 C10 1.516(13) . ?
C9 C8 1.528(12) . ?
C12 C11 1.506(15) . ?
C2 C1 1.530(12) . ?
C8 C7 1.533(17) . ?

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
Br4 Cu1 Br2 129.91(6) . . ?
Br4 Cu1 Br1 107.01(5) . . ?
Br2 Cu1 Br1 100.81(4) . . ?
Br4 Cu1 Br3 101.77(4) . . ?
Br2 Cu1 Br3 105.32(5) . . ?
Br1 Cu1 Br3 111.86(4) . . ?
C11 N2 C10 113.3(7) . . ?
C5 N1 C4 114.1(6) . . ?
C3 C4 N1 112.9(6) . . ?
C4 C3 C2 110.9(6) . . ?
N1 C5 C6 112.4(7) . . ?
C10 C9 C8 109.8(9) . . ?
N2 C11 C12 112.1(7) . . ?
C3 C2 C1 112.6(7) . . ?
N2 C10 C9 112.7(7) . . ?
C9 C8 C7 111.3(10) . . ?

_diffrn_measured_fraction_theta_max 0.890
_diffrn_reflns_theta_full        73.30
_diffrn_measured_fraction_theta_full 0.889
_refine_diff_density_max         1.884
_refine_diff_density_min         -1.709
_refine_diff_density_rms         0.147
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_preparation       'Phase Transitions'
####################################################################### 
# 
# 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_added_by_encifer
_audit_block_doi                 10.5517/cc1k94mm
_database_code_depnum_ccdc_archive 'CCDC 1438760'
_audit_update_record             
;
2015-11-25 deposited with the CCDC.
2016-06-08 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          365
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 Br4 Cu N2'
_chemical_formula_weight         587.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   9.4357(5)
_cell_length_b                   9.5934(5)
_cell_length_c                   24.6862(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2234.61(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6086
_cell_measurement_theta_min      2.0061
_cell_measurement_theta_max      27.4739

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2496
_exptl_absorpt_coefficient_mu    9.687
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ω
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6232
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         5.84
_diffrn_reflns_theta_max         66.58
_reflns_number_total             3943
_reflns_number_gt                2709
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0326P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         3607
_refine_ls_number_parameters     238
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0702
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.002

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
Br4A Br 0.1193(16) 0.838(2) 0.1890(4) 0.071(2) Uani 0.31(7) 1 d P A 1
Cu1A Cu -0.03833(8) 0.72057(8) 0.12591(3) 0.0629(2) Uani 1 1 d . . .
Br1A Br -0.1820(6) 0.8559(9) 0.0641(3) 0.0836(15) Uani 0.53(4) 1 d P A 1
Br2A Br -0.181(3) 0.597(3) 0.1868(5) 0.097(6) Uani 0.42(4) 1 d P A 1
Br3A Br 0.116(3) 0.605(3) 0.0666(5) 0.095(5) Uani 0.31(4) 1 d P A 1
N0AA N -0.0386(5) 1.1707(5) 0.19549(18) 0.0853(14) Uani 1 1 d . . .
H0A1 H 0.0020 1.0838 0.1986 0.102 Uiso 1 1 calc R . .
H0A2 H -0.0261 1.2161 0.2280 0.102 Uiso 1 1 calc R . .
N9 N -0.5064(6) 0.7102(5) 0.0547(2) 0.0893(15) Uani 1 1 d . . .
H9A H -0.4220 0.7492 0.0437 0.107 Uiso 1 1 calc R . .
H9B H -0.5648 0.7060 0.0249 0.107 Uiso 1 1 calc R . .
C13 C -0.4786(9) 0.5660(9) 0.0738(3) 0.119(3) Uani 1 1 d . . .
H13A H -0.4284 0.5706 0.1090 0.143 Uiso 1 1 calc R . .
H13B H -0.5705 0.5187 0.0801 0.143 Uiso 1 1 calc R . .
C18 C -0.5715(9) 0.8015(9) 0.0950(3) 0.126(3) Uani 1 1 d . . .
H18A H -0.6618 0.7588 0.1069 0.151 Uiso 1 1 calc R . .
H18B H -0.5083 0.8058 0.1270 0.151 Uiso 1 1 calc R . .
C12 C -0.6002(10) 0.9429(9) 0.0771(3) 0.135(3) Uani 1 1 d . . .
H12A H -0.5115 0.9873 0.0658 0.202 Uiso 1 1 calc R . .
H12B H -0.6422 0.9961 0.1070 0.202 Uiso 1 1 calc R . .
H12C H -0.6664 0.9407 0.0465 0.202 Uiso 1 1 calc R . .
C15 C -0.3965(10) 0.4838(8) 0.0371(3) 0.126(3) Uani 1 1 d . . .
H15A H -0.3039 0.5301 0.0314 0.151 Uiso 1 1 calc R . .
H15B H -0.4457 0.4809 0.0017 0.151 Uiso 1 1 calc R . .
C1 C -0.2584(8) 1.0532(8) 0.2249(3) 0.109(2) Uani 1 1 d . . .
H1A H -0.2133 0.9606 0.2211 0.131 Uiso 1 1 calc R . .
H1B H -0.2424 1.0861 0.2624 0.131 Uiso 1 1 calc R . .
C16 C -0.2848(12) 0.2579(10) 0.0192(5) 0.204(5) Uani 1 1 d . . .
H16A H -0.3300 0.2544 -0.0165 0.307 Uiso 1 1 calc R . .
H16B H -0.2744 0.1631 0.0334 0.307 Uiso 1 1 calc R . .
H16C H -0.1911 0.3013 0.0160 0.307 Uiso 1 1 calc R . .
C17 C -0.4138(9) 1.0400(11) 0.2149(5) 0.165(4) Uani 1 1 d . . .
H17A H -0.4585 1.1325 0.2199 0.198 Uiso 1 1 calc R . .
H17B H -0.4290 1.0114 0.1768 0.198 Uiso 1 1 calc R . .
C19 C -0.3710(11) 0.3387(8) 0.0556(4) 0.153(3) Uani 1 1 d . . .
H19A H -0.3243 0.3415 0.0915 0.183 Uiso 1 1 calc R . .
H19B H -0.4634 0.2914 0.0601 0.183 Uiso 1 1 calc R . .
C2 C -0.1904(8) 1.1539(8) 0.1857(3) 0.103(2) Uani 1 1 d . . .
H2A H -0.2051 1.1198 0.1483 0.123 Uiso 1 1 calc R . .
H2B H -0.2374 1.2457 0.1890 0.123 Uiso 1 1 calc R . .
C3 C 0.0365(11) 1.2489(9) 0.1527(4) 0.144(3) Uani 1 1 d . . .
H3A H 0.0193 1.2016 0.1177 0.172 Uiso 1 1 calc R . .
H3B H -0.0060 1.3431 0.1503 0.172 Uiso 1 1 calc R . .
C4 C -0.4845(10) 0.9388(13) 0.2508(5) 0.202(5) Uani 1 1 d . . .
H4A H -0.4295 0.8521 0.2517 0.302 Uiso 1 1 calc R . .
H4B H -0.5799 0.9194 0.2371 0.302 Uiso 1 1 calc R . .
H4C H -0.4909 0.9775 0.2875 0.302 Uiso 1 1 calc R . .
C14 C 0.1811(11) 1.2637(9) 0.1594(4) 0.156(4) Uani 1 1 d . . .
H14A H 0.1998 1.3305 0.1886 0.234 Uiso 1 1 calc R . .
H14B H 0.2232 1.2980 0.1256 0.234 Uiso 1 1 calc R . .
H14C H 0.2228 1.1733 0.1687 0.234 Uiso 1 1 calc R . .
Br2C Br -0.133(3) 0.5536(18) 0.1882(6) 0.069(3) Uani 0.20(3) 1 d P A 3
Br1B Br -0.157(2) 0.885(2) 0.0723(6) 0.119(3) Uani 0.47(4) 1 d P A 2
Br2B Br -0.2060(18) 0.634(2) 0.1864(5) 0.095(3) Uani 0.38(3) 1 d P A 2
Br3B Br 0.060(2) 0.5682(11) 0.0600(3) 0.093(3) Uani 0.46(3) 1 d P A 2
Br3C Br 0.115(3) 0.620(4) 0.0635(5) 0.080(5) Uani 0.23(5) 1 d P A 3
Br4B Br 0.1056(10) 0.8549(11) 0.1858(3) 0.0853(14) Uani 0.69(7) 1 d P A 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br4A 0.073(5) 0.092(5) 0.047(3) 0.010(3) 0.003(3) -0.003(3)
Cu1A 0.0769(5) 0.0648(5) 0.0469(3) 0.0020(3) 0.0030(4) 0.0011(4)
Br1A 0.085(4) 0.106(2) 0.0599(15) 0.0112(14) -0.0088(12) 0.019(2)
Br2A 0.093(7) 0.123(14) 0.075(3) 0.040(4) -0.014(4) -0.036(9)
Br3A 0.119(12) 0.078(7) 0.089(6) -0.030(5) 0.020(7) 0.016(5)
N0AA 0.096(4) 0.087(4) 0.073(3) -0.001(3) 0.008(3) 0.002(3)
N9 0.113(4) 0.077(3) 0.078(3) -0.003(3) -0.003(3) 0.011(3)
C13 0.129(7) 0.122(7) 0.106(5) 0.000(5) -0.012(5) 0.034(6)
C18 0.148(7) 0.130(7) 0.100(5) -0.011(5) 0.030(5) 0.011(7)
C12 0.175(8) 0.110(6) 0.119(6) -0.015(5) 0.016(6) 0.042(7)
C15 0.161(7) 0.097(6) 0.119(5) 0.011(5) -0.028(6) 0.024(6)
C1 0.082(5) 0.118(6) 0.128(6) -0.039(5) -0.002(5) -0.003(5)
C16 0.298(14) 0.084(6) 0.232(12) 0.001(8) -0.020(11) 0.021(9)
C17 0.106(8) 0.139(9) 0.249(12) -0.024(9) -0.012(8) 0.012(6)
C19 0.193(9) 0.084(5) 0.181(8) 0.015(6) -0.036(8) 0.038(6)
C2 0.112(6) 0.098(5) 0.099(5) -0.017(5) -0.028(5) 0.003(5)
C3 0.140(8) 0.139(8) 0.152(8) 0.065(6) 0.000(7) -0.021(7)
C4 0.111(7) 0.210(13) 0.283(14) -0.056(12) 0.047(8) -0.029(8)
C14 0.172(9) 0.111(7) 0.185(9) 0.035(6) 0.046(9) -0.006(7)
Br2C 0.084(7) 0.072(4) 0.053(3) 0.022(3) -0.006(3) -0.008(4)
Br1B 0.175(5) 0.111(4) 0.072(2) 0.012(3) -0.014(3) 0.063(4)
Br2B 0.109(5) 0.102(5) 0.075(3) 0.005(4) 0.031(4) -0.013(4)
Br3B 0.143(7) 0.070(2) 0.0663(17) -0.0113(13) 0.014(2) 0.011(3)
Br3C 0.087(8) 0.107(13) 0.046(5) -0.003(5) 0.003(4) 0.018(7)
Br4B 0.109(3) 0.0705(19) 0.077(2) -0.0121(15) -0.020(2) -0.0123(14)

_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
Br4A Cu1A 2.433(11) . ?
Cu1A Br3A 2.343(15) . ?
Cu1A Br2B 2.328(11) . ?
Cu1A Br2A 2.338(10) . ?
Cu1A Br3C 2.323(19) . ?
Cu1A Br1B 2.340(9) . ?
Cu1A Br4B 2.386(6) . ?
Cu1A Br3B 2.374(6) . ?
Cu1A Br2C 2.393(14) . ?
Cu1A Br1A 2.420(7) . ?
N0AA C2 1.462(7) . ?
N0AA C3 1.476(9) . ?
N9 C18 1.461(9) . ?
N9 C13 1.485(8) . ?
C13 C15 1.429(9) . ?
C18 C12 1.452(10) . ?
C15 C19 1.485(9) . ?
C1 C17 1.492(10) . ?
C1 C2 1.509(9) . ?
C16 C19 1.438(11) . ?
C17 C4 1.474(14) . ?
C3 C14 1.382(9) . ?

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
Br3A Cu1A Br2B 130.8(10) . . ?
Br3A Cu1A Br2A 121.2(12) . . ?
Br2B Cu1A Br2A 10.5(11) . . ?
Br3A Cu1A Br3C 4.0(11) . . ?
Br2B Cu1A Br3C 134.4(12) . . ?
Br2A Cu1A Br3C 124.9(14) . . ?
Br3A Cu1A Br1B 105.2(5) . . ?
Br2B Cu1A Br1B 106.1(7) . . ?
Br2A Cu1A Br1B 115.5(9) . . ?
Br3C Cu1A Br1B 101.7(6) . . ?
Br3A Cu1A Br4B 106.9(9) . . ?
Br2B Cu1A Br4B 100.5(3) . . ?
Br2A Cu1A Br4B 101.7(4) . . ?
Br3C Cu1A Br4B 106.4(9) . . ?
Br1B Cu1A Br4B 105.0(8) . . ?
Br3A Cu1A Br3B 16.0(9) . . ?
Br2B Cu1A Br3B 119.0(6) . . ?
Br2A Cu1A Br3B 110.6(10) . . ?
Br3C Cu1A Br3B 17.6(10) . . ?
Br1B Cu1A Br3B 102.3(4) . . ?
Br4B Cu1A Br3B 122.4(6) . . ?
Br3A Cu1A Br2C 108.4(9) . . ?
Br2B Cu1A Br2C 25.3(9) . . ?
Br2A Cu1A Br2C 14.8(6) . . ?
Br3C Cu1A Br2C 112.3(11) . . ?
Br1B Cu1A Br2C 129.4(8) . . ?
Br4B Cu1A Br2C 100.1(5) . . ?
Br3B Cu1A Br2C 100.0(5) . . ?
Br3A Cu1A Br1A 102.0(4) . . ?
Br2B Cu1A Br1A 102.4(6) . . ?
Br2A Cu1A Br1A 110.8(7) . . ?
Br3C Cu1A Br1A 98.8(5) . . ?
Br1B Cu1A Br1A 9.9(6) . . ?
Br4B Cu1A Br1A 114.9(4) . . ?
Br3B Cu1A Br1A 96.7(4) . . ?
Br2C Cu1A Br1A 123.7(7) . . ?
Br3A Cu1A Br4A 103.9(9) . . ?
Br2B Cu1A Br4A 99.8(3) . . ?
Br2A Cu1A Br4A 100.1(4) . . ?
Br3C Cu1A Br4A 103.8(9) . . ?
Br1B Cu1A Br4A 109.9(9) . . ?
Br4B Cu1A Br4A 5.1(5) . . ?
Br3B Cu1A Br4A 119.1(7) . . ?
Br2C Cu1A Br4A 97.4(6) . . ?
Br1A Cu1A Br4A 119.8(6) . . ?
C2 N0AA C3 114.1(6) . . ?
C18 N9 C13 114.6(6) . . ?
C15 C13 N9 114.0(7) . . ?
C12 C18 N9 115.6(7) . . ?
C13 C15 C19 114.2(8) . . ?
C17 C1 C2 111.5(8) . . ?
C4 C17 C1 113.7(9) . . ?
C16 C19 C15 113.9(9) . . ?
N0AA C2 C1 112.4(6) . . ?
C14 C3 N0AA 116.1(8) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        66.58
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.051
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_preparation       'Phase Transitions'
