# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_complex1
_database_code_depnum_ccdc_archive 'CCDC 1891552'
loop_
_audit_author_name
_audit_author_address
'Sonu Gupta'
;IIT Delhi
India
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H21 Br Cu N S2'
_chemical_formula_sum            'C27 H21 Br Cu N S2'
_chemical_formula_weight         567.02

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'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      Monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   13.3598(11)
_cell_length_b                   10.9050(9)
_cell_length_c                   15.8704(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.426(2)
_cell_angle_gamma                90
_cell_volume                     2301.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8042
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      24.55

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      1.636
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_F_000             1144.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.882
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_T_max  0.649
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50632
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_av_R_equivalents  0.2331
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.269
_diffrn_reflns_theta_max         28.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5741
_reflns_number_gt                3487
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.7063P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5741
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1432
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.1889
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.70622(5) 0.28888(6) 0.81075(4) 0.02212(19) Uani 1 1 d . . . . .
Cu1 Cu 0.73605(6) 0.24224(6) 0.66896(5) 0.0183(2) Uani 1 1 d . . . . .
S2 S 0.85208(12) 0.32224(14) 0.59108(10) 0.0212(4) Uani 1 1 d . . . . .
S1 S 0.70294(12) 0.03696(13) 0.64903(10) 0.0214(4) Uani 1 1 d . . . . .
N1 N 0.6037(4) 0.3119(4) 0.5910(3) 0.0188(11) Uani 1 1 d . . . . .
C13 C 0.5202(4) 0.2625(5) 0.6206(4) 0.0187(13) Uani 1 1 d . . . . .
C22 C 0.9212(4) 0.4429(5) 0.6447(4) 0.0191(13) Uani 1 1 d . . . . .
C16 C 0.6096(5) 0.4346(5) 0.5852(4) 0.0213(14) Uani 1 1 d . . . . .
C1 C 0.7928(5) 0.0266(6) 0.4987(4) 0.0236(14) Uani 1 1 d . . . . .
H1 H 0.7511 0.0934 0.4794 0.028 Uiso 1 1 calc R U . . .
C8 C 0.5111(5) 0.1307(6) 0.6194(4) 0.0234(14) Uani 1 1 d . . . . .
C6 C 0.7859(5) -0.0235(5) 0.5786(4) 0.0220(14) Uani 1 1 d . . . . .
C9 C 0.4285(5) 0.0797(7) 0.6516(4) 0.0310(16) Uani 1 1 d . . . . .
H9 H 0.4215 -0.0070 0.6516 0.037 Uiso 1 1 calc R U . . .
C14 C 0.4536(5) 0.4616(6) 0.6491(4) 0.0287(16) Uani 1 1 d . . . . .
H14 H 0.4041 0.5124 0.6705 0.034 Uiso 1 1 calc R U . . .
C5 C 0.8483(5) -0.1218(6) 0.6064(4) 0.0306(16) Uani 1 1 d . . . . .
H5 H 0.8436 -0.1567 0.6607 0.037 Uiso 1 1 calc R U . . .
C12 C 0.4442(5) 0.3355(6) 0.6527(4) 0.0250(14) Uani 1 1 d . . . . .
C20 C 0.6938(5) 0.4872(6) 0.5477(4) 0.0263(15) Uani 1 1 d . . . . .
C15 C 0.5355(5) 0.5153(6) 0.6142(4) 0.0242(14) Uani 1 1 d . . . . .
C21 C 0.7684(5) 0.4073(6) 0.5126(4) 0.0229(14) Uani 1 1 d . . . . .
H21A H 0.8105 0.4583 0.4782 0.027 Uiso 1 1 calc R U . . .
H21B H 0.7322 0.3474 0.4740 0.027 Uiso 1 1 calc R U . . .
C27 C 1.0196(5) 0.4640(6) 0.6291(4) 0.0288(16) Uani 1 1 d . . . . .
H27 H 1.0500 0.4138 0.5898 0.035 Uiso 1 1 calc R U . . .
C23 C 0.8761(5) 0.5170(6) 0.7034(4) 0.0232(14) Uani 1 1 d . . . . .
H23 H 0.8091 0.5015 0.7160 0.028 Uiso 1 1 calc R U . . .
C24 C 0.9310(5) 0.6134(6) 0.7430(4) 0.0295(16) Uani 1 1 d . . . . .
H24 H 0.9011 0.6646 0.7820 0.035 Uiso 1 1 calc R U . . .
C7 C 0.5852(5) 0.0536(6) 0.5793(4) 0.0252(15) Uani 1 1 d . . . . .
H7A H 0.6001 0.0915 0.5252 0.030 Uiso 1 1 calc R U . . .
H7B H 0.5559 -0.0285 0.5666 0.030 Uiso 1 1 calc R U . . .
C19 C 0.6999(5) 0.6112(6) 0.5410(4) 0.0293(15) Uani 1 1 d . . . . .
H19 H 0.7549 0.6457 0.5154 0.035 Uiso 1 1 calc R U . . .
C2 C 0.8618(5) -0.0228(6) 0.4476(4) 0.0301(16) Uani 1 1 d . . . . .
H2 H 0.8667 0.0100 0.3927 0.036 Uiso 1 1 calc R U . . .
C10 C 0.3538(5) 0.1523(7) 0.6846(4) 0.0345(17) Uani 1 1 d . . . . .
H10 H 0.2982 0.1138 0.7069 0.041 Uiso 1 1 calc R U . . .
C11 C 0.3609(5) 0.2765(7) 0.6848(4) 0.0340(17) Uani 1 1 d . . . . .
H11 H 0.3098 0.3244 0.7066 0.041 Uiso 1 1 calc R U . . .
C18 C 0.6264(5) 0.6917(6) 0.5712(4) 0.0327(17) Uani 1 1 d . . . . .
H18 H 0.6339 0.7780 0.5666 0.039 Uiso 1 1 calc R U . . .
C4 C 0.9172(5) -0.1680(6) 0.5540(4) 0.0326(17) Uani 1 1 d . . . . .
H4 H 0.9601 -0.2339 0.5728 0.039 Uiso 1 1 calc R U . . .
C3 C 0.9230(5) -0.1189(6) 0.4760(5) 0.0339(17) Uani 1 1 d . . . . .
H3 H 0.9700 -0.1512 0.4405 0.041 Uiso 1 1 calc R U . . .
C25 C 1.0289(5) 0.6345(7) 0.7253(4) 0.0338(17) Uani 1 1 d . . . . .
H25 H 1.0654 0.7018 0.7509 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5473(6) 0.6452(6) 0.6058(5) 0.0352(18) Uani 1 1 d . . . . .
H17 H 0.4983 0.6989 0.6250 0.042 Uiso 1 1 calc R U . . .
C26 C 1.0741(5) 0.5574(7) 0.6703(4) 0.0346(17) Uani 1 1 d . . . . .
H26 H 1.1426 0.5691 0.6609 0.042 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.3771(9) . ?
Cu1 N1 2.196(5) . ?
Cu1 S2 2.2482(17) . ?
Cu1 S1 2.2979(16) . ?
S2 C22 1.777(6) . ?
S2 C21 1.844(6) . ?
S1 C6 1.774(6) . ?
S1 C7 1.845(7) . ?
N1 C16 1.345(8) . ?
N1 C13 1.361(7) . ?
C13 C12 1.422(9) . ?
C13 C8 1.443(8) . ?
C22 C27 1.380(8) . ?
C22 C23 1.412(8) . ?
C16 C15 1.433(8) . ?
C16 C20 1.441(9) . ?
C1 C6 1.391(8) . ?
C1 C2 1.392(9) . ?
C1 H1 0.9500 . ?
C8 C9 1.376(9) . ?
C8 C7 1.487(8) . ?
C6 C5 1.404(9) . ?
C9 C10 1.413(10) . ?
C9 H9 0.9500 . ?
C14 C12 1.383(9) . ?
C14 C15 1.399(9) . ?
C14 H14 0.9500 . ?
C5 C4 1.391(9) . ?
C5 H5 0.9500 . ?
C12 C11 1.422(9) . ?
C20 C19 1.360(8) . ?
C20 C21 1.473(9) . ?
C15 C17 1.433(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C27 C26 1.380(9) . ?
C27 H27 0.9500 . ?
C23 C24 1.397(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(9) . ?
C24 H24 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C19 C18 1.433(10) . ?
C19 H19 0.9500 . ?
C2 C3 1.379(9) . ?
C2 H2 0.9500 . ?
C10 C11 1.359(10) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C18 C17 1.337(10) . ?
C18 H18 0.9500 . ?
C4 C3 1.358(9) . ?
C4 H4 0.9500 . ?
C3 H3 0.9500 . ?
C25 C26 1.391(9) . ?
C25 H25 0.9500 . ?
C17 H17 0.9500 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 S2 96.69(13) . . ?
N1 Cu1 S1 97.18(13) . . ?
S2 Cu1 S1 115.86(6) . . ?
N1 Cu1 Br1 105.15(13) . . ?
S2 Cu1 Br1 128.57(5) . . ?
S1 Cu1 Br1 106.94(5) . . ?
C22 S2 C21 101.8(3) . . ?
C22 S2 Cu1 112.2(2) . . ?
C21 S2 Cu1 99.3(2) . . ?
C6 S1 C7 101.9(3) . . ?
C6 S1 Cu1 109.0(2) . . ?
C7 S1 Cu1 97.4(2) . . ?
C16 N1 C13 118.2(5) . . ?
C16 N1 Cu1 109.4(4) . . ?
C13 N1 Cu1 108.1(4) . . ?
N1 C13 C12 122.6(5) . . ?
N1 C13 C8 117.4(5) . . ?
C12 C13 C8 120.0(6) . . ?
C27 C22 C23 119.7(6) . . ?
C27 C22 S2 119.9(5) . . ?
C23 C22 S2 120.4(5) . . ?
N1 C16 C15 122.8(6) . . ?
N1 C16 C20 118.5(6) . . ?
C15 C16 C20 118.6(6) . . ?
C6 C1 C2 118.9(6) . . ?
C6 C1 H1 120.5 . . ?
C2 C1 H1 120.5 . . ?
C9 C8 C13 117.9(6) . . ?
C9 C8 C7 121.3(6) . . ?
C13 C8 C7 120.7(5) . . ?
C1 C6 C5 119.8(6) . . ?
C1 C6 S1 121.8(5) . . ?
C5 C6 S1 118.3(5) . . ?
C8 C9 C10 122.0(6) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C12 C14 C15 120.7(6) . . ?
C12 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C4 C5 C6 119.7(6) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C14 C12 C11 122.8(6) . . ?
C14 C12 C13 118.1(6) . . ?
C11 C12 C13 119.0(6) . . ?
C19 C20 C16 118.9(6) . . ?
C19 C20 C21 120.7(6) . . ?
C16 C20 C21 120.3(5) . . ?
C14 C15 C16 117.4(6) . . ?
C14 C15 C17 123.2(6) . . ?
C16 C15 C17 119.4(6) . . ?
C20 C21 S2 115.5(4) . . ?
C20 C21 H21A 108.4 . . ?
S2 C21 H21A 108.4 . . ?
C20 C21 H21B 108.4 . . ?
S2 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C22 C27 C26 120.5(6) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C24 C23 C22 119.3(6) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C25 C24 C23 120.1(6) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C8 C7 S1 111.3(4) . . ?
C8 C7 H7A 109.4 . . ?
S1 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
S1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C20 C19 C18 122.3(7) . . ?
C20 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
C3 C2 C1 120.6(6) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C11 C10 C9 120.6(6) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 120.5(7) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C17 C18 C19 119.9(6) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C3 C4 C5 120.0(6) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C3 C2 120.9(7) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C24 C25 C26 120.1(6) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C18 C17 C15 120.7(7) . . ?
C18 C17 H17 119.6 . . ?
C15 C17 H17 119.6 . . ?
C27 C26 C25 120.2(6) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?

_refine_diff_density_max         1.503
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.164

# start validation Reply Form
_vrf_RINTA01                     
;
RESPONSE: This Alert Is due to poor quality of crystals 
are used for collecting the crystal data however the xray
data was also collected at low temperature with suitable 
crystals.The quality of diffraction spots at low 
temperature was also poor.
;
# end validation Reply Form

####################################################################### 
# 
# 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_Complex2
_database_code_depnum_ccdc_archive 'CCDC 1891554'
loop_
_audit_author_name
_audit_author_address
'Sonu Gupta'
;IIT Delhi
India
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H21 Br Cu N Se2'
_chemical_formula_sum            'C27 H21 Br Cu N Se2'
_chemical_formula_weight         660.82

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'
Cu Cu 0.3201 1.2651 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   13.5796(15)
_cell_length_b                   11.0678(12)
_cell_length_c                   16.1740(19)
_cell_angle_alpha                90
_cell_angle_beta                 95.350(3)
_cell_angle_gamma                90
_cell_volume                     2420.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    4372
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      24.94

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.814
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_F_000             1288.0
_exptl_transmission_factor_min   0.341
_exptl_transmission_factor_max   0.410
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    5.577
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker; 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21003
_diffrn_reflns_av_unetI/netI     0.1232
_diffrn_reflns_av_R_equivalents  0.1137
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.233
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6039
_reflns_number_gt                3085
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.7067P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6039
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1816
_refine_ls_R_factor_gt           0.0794
_refine_ls_wR_factor_ref         0.2097
_refine_ls_wR_factor_gt          0.1674
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_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
Se1 Se 0.70665(7) 0.03842(8) 0.65096(5) 0.0457(3) Uani 1 1 d . . . . .
Se2 Se 0.85367(7) 0.32921(8) 0.58574(6) 0.0475(3) Uani 1 1 d . . . . .
Br1 Br 0.70229(7) 0.29734(9) 0.80759(5) 0.0521(3) Uani 1 1 d . . . . .
Cu1 Cu 0.73524(8) 0.25265(9) 0.67001(6) 0.0420(3) Uani 1 1 d . . . . .
N1 N 0.6007(5) 0.3185(6) 0.5865(4) 0.0342(16) Uani 1 1 d . . . . .
C13 C 0.5198(6) 0.2657(8) 0.6173(5) 0.041(2) Uani 1 1 d . . . . .
C6 C 0.7930(7) -0.0239(7) 0.5734(5) 0.045(2) Uani 1 1 d . . . . .
C16 C 0.6057(6) 0.4379(7) 0.5849(5) 0.0364(19) Uani 1 1 d . . . . .
C20 C 0.6862(7) 0.4940(8) 0.5471(5) 0.046(2) Uani 1 1 d . . . . .
C12 C 0.4452(6) 0.3344(9) 0.6508(5) 0.048(2) Uani 1 1 d . . . . .
C22 C 0.9216(6) 0.4612(8) 0.6413(5) 0.041(2) Uani 1 1 d . . . . .
C8 C 0.5131(7) 0.1374(8) 0.6152(5) 0.044(2) Uani 1 1 d . . . . .
C5 C 0.8517(8) -0.1178(8) 0.5976(7) 0.065(3) Uani 1 1 d . . . . .
H5 H 0.8487 -0.1522 0.6497 0.078 Uiso 1 1 calc R U . . .
C24 C 0.9284(9) 0.6261(10) 0.7381(6) 0.068(3) Uani 1 1 d . . . . .
H24 H 0.8987 0.6725 0.7767 0.082 Uiso 1 1 calc R U . . .
C25 C 1.0227(9) 0.6518(11) 0.7203(6) 0.077(4) Uani 1 1 d . . . . .
H25 H 1.0557 0.7180 0.7449 0.093 Uiso 1 1 calc R U . . .
C15 C 0.5339(7) 0.5147(8) 0.6158(5) 0.050(2) Uani 1 1 d . . . . .
C21 C 0.7587(7) 0.4166(9) 0.5067(5) 0.049(2) Uani 1 1 d . . . . .
H21A H 0.7955 0.4673 0.4716 0.059 Uiso 1 1 calc R U . . .
H21B H 0.7222 0.3580 0.4713 0.059 Uiso 1 1 calc R U . . .
C14 C 0.4554(7) 0.4615(10) 0.6503(6) 0.056(3) Uani 1 1 d . . . . .
H14 H 0.4088 0.5095 0.6733 0.067 Uiso 1 1 calc R U . . .
C23 C 0.8768(7) 0.5299(8) 0.6981(5) 0.052(2) Uani 1 1 d . . . . .
H23 H 0.8126 0.5124 0.7099 0.062 Uiso 1 1 calc R U . . .
C7 C 0.5869(7) 0.0632(8) 0.5756(6) 0.054(3) Uani 1 1 d . . . . .
H7A H 0.6041 0.1034 0.5256 0.065 Uiso 1 1 calc R U . . .
H7B H 0.5580 -0.0145 0.5597 0.065 Uiso 1 1 calc R U . . .
C19 C 0.6914(9) 0.6178(10) 0.5445(6) 0.068(3) Uani 1 1 d . . . . .
H19 H 0.7441 0.6539 0.5212 0.082 Uiso 1 1 calc R U . . .
C11 C 0.3653(8) 0.2770(12) 0.6831(6) 0.067(3) Uani 1 1 d . . . . .
H11 H 0.3171 0.3218 0.7067 0.080 Uiso 1 1 calc R U . . .
C1 C 0.7961(7) 0.0254(9) 0.4959(6) 0.056(3) Uani 1 1 d . . . . .
H1 H 0.7540 0.0891 0.4795 0.068 Uiso 1 1 calc R U . . .
C9 C 0.4321(8) 0.0856(10) 0.6456(6) 0.063(3) Uani 1 1 d . . . . .
H9 H 0.4250 0.0021 0.6438 0.075 Uiso 1 1 calc R U . . .
C17 C 0.5430(9) 0.6418(9) 0.6107(7) 0.075(4) Uani 1 1 d . . . . .
H17 H 0.4958 0.6914 0.6314 0.089 Uiso 1 1 calc R U . . .
C27 C 1.0164(7) 0.4880(10) 0.6247(6) 0.063(3) Uani 1 1 d . . . . .
H27 H 1.0457 0.4433 0.5849 0.076 Uiso 1 1 calc R U . . .
C18 C 0.6199(9) 0.6909(9) 0.5758(7) 0.069(3) Uani 1 1 d . . . . .
H18 H 0.6254 0.7745 0.5726 0.083 Uiso 1 1 calc R U . . .
C4 C 0.9172(10) -0.1633(11) 0.5435(9) 0.086(4) Uani 1 1 d . . . . .
H4 H 0.9593 -0.2267 0.5602 0.103 Uiso 1 1 calc R U . . .
C26 C 1.0691(8) 0.5797(11) 0.6658(7) 0.076(3) Uani 1 1 d . . . . .
H26 H 1.1349 0.5930 0.6570 0.092 Uiso 1 1 calc R U . . .
C10 C 0.3597(9) 0.1555(13) 0.6794(7) 0.080(4) Uani 1 1 d . . . . .
H10 H 0.3062 0.1170 0.6999 0.096 Uiso 1 1 calc R U . . .
C3 C 0.9196(8) -0.1152(11) 0.4670(8) 0.079(4) Uani 1 1 d . . . . .
H3 H 0.9616 -0.1482 0.4309 0.095 Uiso 1 1 calc R U . . .
C2 C 0.8610(8) -0.0183(11) 0.4415(6) 0.068(3) Uani 1 1 d . . . . .
H2 H 0.8647 0.0167 0.3896 0.082 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
Se1 C6 1.924(9) . ?
Se1 C7 1.959(9) . ?
Se1 Cu1 2.4177(13) . ?
Se2 C22 1.907(9) . ?
Se2 C21 1.981(9) . ?
Se2 Cu1 2.3603(14) . ?
Br1 Cu1 2.3627(13) . ?
Cu1 N1 2.288(6) . ?
N1 C16 1.323(10) . ?
N1 C13 1.378(10) . ?
C13 C12 1.414(12) . ?
C13 C8 1.423(12) . ?
C6 C5 1.346(12) . ?
C6 C1 1.371(12) . ?
C16 C15 1.419(12) . ?
C16 C20 1.443(12) . ?
C20 C19 1.372(13) . ?
C20 C21 1.499(12) . ?
C12 C11 1.401(13) . ?
C12 C14 1.413(13) . ?
C22 C27 1.371(12) . ?
C22 C23 1.378(12) . ?
C8 C9 1.372(12) . ?
C8 C7 1.486(12) . ?
C5 C4 1.398(15) . ?
C5 H5 0.9300 . ?
C24 C25 1.367(14) . ?
C24 C23 1.399(13) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(15) . ?
C25 H25 0.9300 . ?
C15 C14 1.381(13) . ?
C15 C17 1.415(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C14 H14 0.9300 . ?
C23 H23 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C19 C18 1.395(15) . ?
C19 H19 0.9300 . ?
C11 C10 1.347(15) . ?
C11 H11 0.9300 . ?
C1 C2 1.389(13) . ?
C1 H1 0.9300 . ?
C9 C10 1.402(15) . ?
C9 H9 0.9300 . ?
C17 C18 1.346(16) . ?
C17 H17 0.9300 . ?
C27 C26 1.376(14) . ?
C27 H27 0.9300 . ?
C18 H18 0.9300 . ?
C4 C3 1.349(16) . ?
C4 H4 0.9300 . ?
C26 H26 0.9300 . ?
C10 H10 0.9300 . ?
C3 C2 1.376(14) . ?
C3 H3 0.9300 . ?
C2 H2 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
C6 Se1 C7 99.5(4) . . ?
C6 Se1 Cu1 109.5(2) . . ?
C7 Se1 Cu1 93.2(3) . . ?
C22 Se2 C21 100.8(4) . . ?
C22 Se2 Cu1 109.2(3) . . ?
C21 Se2 Cu1 96.3(2) . . ?
N1 Cu1 Se2 95.41(17) . . ?
N1 Cu1 Br1 106.17(16) . . ?
Se2 Cu1 Br1 131.90(6) . . ?
N1 Cu1 Se1 97.32(17) . . ?
Se2 Cu1 Se1 112.86(5) . . ?
Br1 Cu1 Se1 106.45(5) . . ?
C16 N1 C13 118.3(7) . . ?
C16 N1 Cu1 106.9(5) . . ?
C13 N1 Cu1 105.7(5) . . ?
N1 C13 C12 122.3(8) . . ?
N1 C13 C8 117.8(8) . . ?
C12 C13 C8 119.9(8) . . ?
C5 C6 C1 120.4(9) . . ?
C5 C6 Se1 117.9(7) . . ?
C1 C6 Se1 121.7(7) . . ?
N1 C16 C15 123.6(8) . . ?
N1 C16 C20 118.7(8) . . ?
C15 C16 C20 117.6(8) . . ?
C19 C20 C16 119.0(9) . . ?
C19 C20 C21 121.3(9) . . ?
C16 C20 C21 119.5(8) . . ?
C11 C12 C14 122.2(10) . . ?
C11 C12 C13 120.5(10) . . ?
C14 C12 C13 117.3(9) . . ?
C27 C22 C23 119.4(8) . . ?
C27 C22 Se2 119.7(7) . . ?
C23 C22 Se2 120.9(6) . . ?
C9 C8 C13 117.4(9) . . ?
C9 C8 C7 121.3(9) . . ?
C13 C8 C7 121.1(8) . . ?
C6 C5 C4 119.3(10) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C25 C24 C23 119.9(10) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.3(10) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C14 C15 C17 121.5(10) . . ?
C14 C15 C16 117.9(8) . . ?
C17 C15 C16 120.6(10) . . ?
C20 C21 Se2 114.4(5) . . ?
C20 C21 H21A 108.7 . . ?
Se2 C21 H21A 108.7 . . ?
C20 C21 H21B 108.7 . . ?
Se2 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C15 C14 C12 120.4(9) . . ?
C15 C14 H14 119.8 . . ?
C12 C14 H14 119.8 . . ?
C22 C23 C24 119.7(9) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C8 C7 Se1 111.3(6) . . ?
C8 C7 H7A 109.4 . . ?
Se1 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
Se1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C20 C19 C18 121.9(10) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C10 C11 C12 118.6(11) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
C6 C1 C2 121.0(9) . . ?
C6 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C8 C9 C10 121.6(10) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C18 C17 C15 120.1(11) . . ?
C18 C17 H17 119.9 . . ?
C15 C17 H17 119.9 . . ?
C22 C27 C26 121.4(9) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C17 C18 C19 120.7(10) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C3 C4 C5 120.2(11) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C27 C26 C25 119.0(10) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C11 C10 C9 122.0(10) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C4 C3 C2 121.4(11) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C2 C1 117.7(10) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?

_refine_diff_density_max         1.174
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.156

