# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_LASB1_2
_database_code_depnum_ccdc_archive 'CCDC 1828806'
_audit_update_record             
;
2018-03-10 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H26 Br2 Co N2 O5'
_chemical_formula_weight         725.29

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.1465(5)
_cell_length_b                   8.5993(6)
_cell_length_c                   24.5966(17)
_cell_angle_alpha                93.136(7)
_cell_angle_beta                 96.008(7)
_cell_angle_gamma                106.846(7)
_cell_volume                     1433.01(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_F_000             726
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    8.328
_shelx_estimated_absorpt_T_min   0.212
_shelx_estimated_absorpt_T_max   0.635
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19872
_diffrn_reflns_av_unetI/netI     0.0793
_diffrn_reflns_av_R_equivalents  0.0808
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         6.524
_diffrn_reflns_theta_max         72.078
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             5360
_reflns_number_gt                3681
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0963P)²+2.5510P]
 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         5360
_refine_ls_number_parameters     371
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0811
_refine_ls_wR_factor_ref         0.2413
_refine_ls_wR_factor_gt          0.2042
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_restrained_S_all      1.128
_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 0.21782(15) 0.40593(14) 0.49245(4) 0.0873(4) Uani 1 1 d . . . . .
Co1 Co 0.52696(15) 0.15433(14) 0.75995(4) 0.0510(3) Uani 1 1 d . . . . .
Br2 Br 0.7299(3) -0.25782(18) 1.00398(4) 0.1398(7) Uani 1 1 d . . . . .
O2 O 0.9308(7) 0.6348(6) 0.77070(19) 0.0580(12) Uani 1 1 d . . . . .
C27 C 0.9450(10) 0.1521(10) 0.7455(3) 0.0617(19) Uani 1 1 d . U . . .
H27A H 1.0362 0.0863 0.7531 0.074 Uiso 1 1 calc R U . . .
H27B H 1.0192 0.2685 0.7553 0.074 Uiso 1 1 calc R U . . .
O3 O 1.2952(7) 0.7372(6) 0.6756(2) 0.0580(12) Uani 1 1 d . . . . .
H3 H 1.3568 0.8351 0.6859 0.087 Uiso 1 1 calc R U . . .
O5 O 0.4051(7) 0.0651(6) 0.82174(19) 0.0619(13) Uani 1 1 d . . . . .
O1 O 0.9951(7) 0.4079(6) 0.67941(18) 0.0560(12) Uani 1 1 d . . . . .
C12 C 0.3534(10) 0.3935(9) 0.6041(3) 0.0556(17) Uani 1 1 d . U . . .
H12 H 0.3836 0.5089 0.6060 0.067 Uiso 1 1 calc R U . . .
N2 N 0.7779(9) 0.1029(8) 0.7793(2) 0.0589(15) Uani 1 1 d . . . . .
O4 O 0.3727(6) 0.0616(5) 0.69112(18) 0.0511(11) Uani 1 1 d . . . . .
C8 C 0.2196(10) 0.1339(10) 0.5524(3) 0.0571(18) Uani 1 1 d . U . . .
H8 H 0.1580 0.0727 0.5186 0.069 Uiso 1 1 calc R U . . .
C10 C 0.3408(9) 0.1426(8) 0.6488(3) 0.0473(15) Uani 1 1 d . U . . .
N1 N 0.5119(7) 0.3777(6) 0.7494(2) 0.0475(12) Uani 1 1 d . . . . .
C11 C 0.3904(9) 0.3165(8) 0.6515(3) 0.0501(16) Uani 1 1 d . U . . .
C15 C 0.6878(12) -0.0538(11) 0.6059(4) 0.077(3) Uani 1 1 d . U . . .
H15 H 0.6212 -0.1610 0.5897 0.092 Uiso 1 1 calc R U . . .
C28 C 0.8052(12) 0.0228(10) 0.8208(3) 0.068(2) Uani 1 1 d . U . . .
H28 H 0.9254 -0.0043 0.8253 0.081 Uiso 1 1 calc R U . . .
C100 C 1.1008(10) 0.6998(9) 0.6909(3) 0.0569(17) Uani 1 1 d . U . . .
H100 H 1.0483 0.7938 0.6843 0.068 Uiso 1 1 calc R U . . .
C101 C 1.1216(10) 0.6815(10) 0.7516(3) 0.0604(18) Uani 1 1 d . U . . .
H10A H 1.1885 0.5976 0.7592 0.072 Uiso 1 1 calc R U . . .
H10B H 1.2038 0.7861 0.7715 0.072 Uiso 1 1 calc R U . . .
C25 C 0.5569(10) 0.5011(9) 0.7969(3) 0.0564(18) Uani 1 1 d . U . . .
H25A H 0.4424 0.4803 0.8178 0.068 Uiso 1 1 calc R U . . .
H25B H 0.5789 0.6106 0.7835 0.068 Uiso 1 1 calc R U . . .
C26 C 0.4599(9) 0.4209(8) 0.7023(3) 0.0462(14) Uani 1 1 d . U . . .
H26 H 0.4680 0.5327 0.7006 0.055 Uiso 1 1 calc R U . . .
C9 C 0.2535(9) 0.0555(9) 0.5973(3) 0.0526(16) Uani 1 1 d . U . . .
H9 H 0.2180 -0.0603 0.5940 0.063 Uiso 1 1 calc R U . . .
C102 C 0.9648(10) 0.5484(9) 0.6573(3) 0.0545(16) Uani 1 1 d . U . . .
H10C H 0.8259 0.5465 0.6580 0.065 Uiso 1 1 calc R U . . .
H10D H 0.9923 0.5499 0.6187 0.065 Uiso 1 1 calc R U . . .
C7 C 0.2749(10) 0.3033(10) 0.5559(3) 0.0590(18) Uani 1 1 d . U . . .
C4 C 0.4851(12) -0.0025(9) 0.8604(3) 0.0618(19) Uani 1 1 d . U . . .
C19 C 0.7368(11) 0.4987(9) 0.8345(3) 0.0570(18) Uani 1 1 d . U . . .
C13 C 0.8648(10) 0.1257(9) 0.6858(3) 0.0544(17) Uani 1 1 d . U . . .
C18 C 0.8867(9) 0.2576(8) 0.6533(3) 0.0477(15) Uani 1 1 d . U . . .
C17 C 0.8083(9) 0.2336(10) 0.5983(3) 0.0570(18) Uani 1 1 d . U . . .
H17 H 0.8238 0.3241 0.5769 0.068 Uiso 1 1 calc R U . . .
C21 C 1.0894(11) 0.5683(10) 0.8555(3) 0.0631(19) Uani 1 1 d . U . . .
H21 H 1.2179 0.6185 0.8465 0.076 Uiso 1 1 calc R U . . .
C23 C 0.8774(14) 0.4214(12) 0.9187(3) 0.080(2) Uani 1 1 d . U . . .
H23 H 0.8614 0.3702 0.9519 0.095 Uiso 1 1 calc R U . . .
C1 C 0.6319(19) -0.1544(11) 0.9451(3) 0.086(3) Uani 1 1 d . U . . .
C6 C 0.4482(17) -0.1295(13) 0.9465(3) 0.092(3) Uani 1 1 d . U . . .
H6 H 0.3747 -0.1635 0.9760 0.110 Uiso 1 1 calc R U . . .
C24 C 0.7169(13) 0.4261(11) 0.8835(3) 0.072(2) Uani 1 1 d . U . . .
H24 H 0.5885 0.3782 0.8929 0.086 Uiso 1 1 calc R U . . .
C22 C 1.0639(14) 0.4939(12) 0.9043(3) 0.079(3) Uani 1 1 d . U . . .
H22 H 1.1767 0.4928 0.9282 0.094 Uiso 1 1 calc R U . . .
C3 C 0.6702(13) -0.0307(10) 0.8616(3) 0.064(2) Uani 1 1 d . U . . .
C20 C 0.9248(9) 0.5680(8) 0.8203(3) 0.0499(15) Uani 1 1 d . U . . .
C2 C 0.7394(15) -0.1084(10) 0.9039(3) 0.077(2) Uani 1 1 d . U . . .
H2 H 0.8629 -0.1290 0.9037 0.093 Uiso 1 1 calc R U . . .
C5 C 0.3745(13) -0.0554(10) 0.9050(3) 0.074(2) Uani 1 1 d . U . . .
H5 H 0.2489 -0.0389 0.9057 0.088 Uiso 1 1 calc R U . . .
C14 C 0.7651(11) -0.0274(10) 0.6603(4) 0.066(2) Uani 1 1 d . U . . .
H14 H 0.7493 -0.1187 0.6814 0.079 Uiso 1 1 calc R U . . .
C16 C 0.7088(11) 0.0800(12) 0.5749(3) 0.072(2) Uani 1 1 d . U . . .
H16 H 0.6537 0.0643 0.5375 0.086 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 C7 1.898(7) . ?
Co1 O4 1.915(4) . ?
Co1 O5 1.917(5) . ?
Co1 N1 1.985(5) . ?
Co1 N2 1.986(5) . ?
Br2 C1 1.916(9) . ?
O2 C20 1.377(8) . ?
O2 C101 1.442(9) . ?
C27 N2 1.500(10) . ?
C27 C13 1.500(10) . ?
O3 C100 1.428(8) . ?
O5 C4 1.307(8) . ?
O1 C18 1.382(8) . ?
O1 C102 1.414(8) . ?
C12 C7 1.352(9) . ?
C12 C11 1.411(9) . ?
N2 C28 1.291(9) . ?
O4 C10 1.320(8) . ?
C8 C9 1.361(10) . ?
C8 C7 1.390(11) . ?
C10 C9 1.420(8) . ?
C10 C11 1.429(9) . ?
N1 C26 1.286(8) . ?
N1 C25 1.476(8) . ?
C11 C26 1.450(9) . ?
C15 C14 1.374(12) . ?
C15 C16 1.395(13) . ?
C28 C3 1.465(12) . ?
C100 C101 1.505(10) . ?
C100 C102 1.518(9) . ?
C25 C19 1.509(9) . ?
C4 C3 1.410(11) . ?
C4 C5 1.435(11) . ?
C19 C24 1.389(11) . ?
C19 C20 1.392(10) . ?
C13 C14 1.381(10) . ?
C13 C18 1.405(10) . ?
C18 C17 1.389(9) . ?
C17 C16 1.366(11) . ?
C21 C20 1.384(9) . ?
C21 C22 1.395(12) . ?
C23 C24 1.376(11) . ?
C23 C22 1.390(13) . ?
C1 C2 1.343(13) . ?
C1 C6 1.393(14) . ?
C6 C5 1.371(13) . ?
C3 C2 1.390(10) . ?

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
O4 Co1 O5 112.9(2) . . ?
O4 Co1 N1 94.0(2) . . ?
O5 Co1 N1 113.1(2) . . ?
O4 Co1 N2 118.4(2) . . ?
O5 Co1 N2 96.0(2) . . ?
N1 Co1 N2 123.6(3) . . ?
C20 O2 C101 115.3(5) . . ?
N2 C27 C13 109.4(6) . . ?
C4 O5 Co1 125.6(5) . . ?
C18 O1 C102 117.7(5) . . ?
C7 C12 C11 120.1(7) . . ?
C28 N2 C27 116.3(6) . . ?
C28 N2 Co1 122.2(6) . . ?
C27 N2 Co1 121.5(4) . . ?
C10 O4 Co1 126.0(4) . . ?
C9 C8 C7 120.1(6) . . ?
O4 C10 C9 119.5(6) . . ?
O4 C10 C11 123.5(5) . . ?
C9 C10 C11 117.0(6) . . ?
C26 N1 C25 117.3(6) . . ?
C26 N1 Co1 122.6(4) . . ?
C25 N1 Co1 120.1(4) . . ?
C12 C11 C10 119.8(6) . . ?
C12 C11 C26 116.5(6) . . ?
C10 C11 C26 123.3(6) . . ?
C14 C15 C16 118.7(7) . . ?
N2 C28 C3 126.7(7) . . ?
O3 C100 C101 106.1(5) . . ?
O3 C100 C102 110.9(6) . . ?
C101 C100 C102 113.2(6) . . ?
O2 C101 C100 110.5(6) . . ?
N1 C25 C19 112.1(5) . . ?
N1 C26 C11 126.7(6) . . ?
C8 C9 C10 121.6(7) . . ?
O1 C102 C100 109.4(5) . . ?
C12 C7 C8 121.3(7) . . ?
C12 C7 Br1 120.3(6) . . ?
C8 C7 Br1 118.3(5) . . ?
O5 C4 C3 125.4(7) . . ?
O5 C4 C5 117.6(8) . . ?
C3 C4 C5 117.0(7) . . ?
C24 C19 C20 119.1(7) . . ?
C24 C19 C25 120.4(7) . . ?
C20 C19 C25 120.5(7) . . ?
C14 C13 C18 116.9(7) . . ?
C14 C13 C27 122.1(7) . . ?
C18 C13 C27 121.0(6) . . ?
O1 C18 C17 123.7(7) . . ?
O1 C18 C13 115.3(6) . . ?
C17 C18 C13 120.9(6) . . ?
C16 C17 C18 120.2(8) . . ?
C20 C21 C22 119.1(8) . . ?
C24 C23 C22 117.9(9) . . ?
C2 C1 C6 121.9(9) . . ?
C2 C1 Br2 120.0(9) . . ?
C6 C1 Br2 118.1(8) . . ?
C5 C6 C1 119.5(9) . . ?
C23 C24 C19 122.0(9) . . ?
C23 C22 C21 121.6(7) . . ?
C2 C3 C4 120.9(8) . . ?
C2 C3 C28 115.3(8) . . ?
C4 C3 C28 123.8(7) . . ?
O2 C20 C21 124.5(7) . . ?
O2 C20 C19 115.3(6) . . ?
C21 C20 C19 120.2(7) . . ?
C1 C2 C3 120.1(9) . . ?
C6 C5 C4 120.7(9) . . ?
C15 C14 C13 123.0(8) . . ?
C17 C16 C15 120.3(8) . . ?

_refine_diff_density_max         0.629
_refine_diff_density_min         -1.094
_refine_diff_density_rms         0.116

_shelxl_version_number           2013-2



####################################################################### 
# 
# 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_LASC2
_database_code_depnum_ccdc_archive 'CCDC 1828807'
_audit_update_record             
;
2018-03-10 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H26 Br2 N2 O5 Zn'
_chemical_formula_weight         731.73

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.1537(6)
_cell_length_b                   8.5883(6)
_cell_length_c                   24.6179(17)
_cell_angle_alpha                92.958(7)
_cell_angle_beta                 96.172(7)
_cell_angle_gamma                106.824(7)
_cell_volume                     1433.90(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    163(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.820
_shelx_estimated_absorpt_T_min   0.417
_shelx_estimated_absorpt_T_max   0.729
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      163(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18870
_diffrn_reflns_av_unetI/netI     0.0907
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         6.518
_diffrn_reflns_theta_max         72.023
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             5287
_reflns_number_gt                2971
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1307P)²]
 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         5287
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_gt           0.0851
_refine_ls_wR_factor_ref         0.2651
_refine_ls_wR_factor_gt          0.2127
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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
Zn1 Zn 0.47556(14) 0.84463(10) 0.23901(4) 0.0582(4) Uani 1 1 d . . . . .
Br1 Br 0.78234(16) 0.59500(13) 0.50762(4) 0.0966(4) Uani 1 1 d . . . . .
Br2 Br 0.2649(3) 1.25593(16) -0.00486(4) 0.1537(7) Uani 1 1 d . . . . .
O2 O 0.0751(8) 0.3655(6) 0.2296(2) 0.0647(13) Uani 1 1 d . . . . .
O5 O 0.6015(8) 0.9376(6) 0.1782(2) 0.0710(14) Uani 1 1 d . . . . .
O4 O 0.6321(7) 0.9401(5) 0.30833(19) 0.0609(12) Uani 1 1 d . . . . .
O3 O -0.2906(7) 0.2645(6) 0.3246(2) 0.0632(13) Uani 1 1 d . . . . .
H3 H -0.3721 0.2632 0.2973 0.095 Uiso 1 1 calc R U . . .
N2 N 0.2225(9) 0.8986(6) 0.2210(2) 0.0591(15) Uani 1 1 d . . . . .
O1 O 0.0071(7) 0.5936(5) 0.32079(19) 0.0601(13) Uani 1 1 d . . . . .
N1 N 0.4911(8) 0.6203(6) 0.2505(2) 0.0524(14) Uani 1 1 d . . . . .
C28 C 0.1973(12) 0.9786(8) 0.1799(3) 0.066(2) Uani 1 1 d . . . . .
H28 H 0.0787 1.0080 0.1757 0.080 Uiso 1 1 calc R U . . .
C27 C 0.0576(11) 0.8479(9) 0.2546(3) 0.065(2) Uani 1 1 d . . . . .
H27A H -0.0146 0.7310 0.2450 0.078 Uiso 1 1 calc R U . . .
H27B H -0.0354 0.9121 0.2468 0.078 Uiso 1 1 calc R U . . .
C12 C 0.6504(10) 0.6099(8) 0.3952(3) 0.0592(18) Uani 1 1 d . . . . .
H12 H 0.6222 0.4945 0.3932 0.071 Uiso 1 1 calc R U . . .
C4 C 0.5170(13) 1.0045(9) 0.1396(3) 0.065(2) Uani 1 1 d . . . . .
C101 C -0.1163(12) 0.3199(9) 0.2486(3) 0.065(2) Uani 1 1 d . . . . .
H10A H -0.1990 0.2157 0.2285 0.079 Uiso 1 1 calc R U . . .
H10B H -0.1818 0.4047 0.2408 0.079 Uiso 1 1 calc R U . . .
C10 C 0.6590(9) 0.8589(7) 0.3507(3) 0.0492(16) Uani 1 1 d . . . . .
C7 C 0.7258(11) 0.6984(9) 0.4440(3) 0.0616(19) Uani 1 1 d . . . . .
C26 C 0.5465(10) 0.5792(8) 0.2981(3) 0.0555(17) Uani 1 1 d . . . . .
H26 H 0.5424 0.4682 0.3004 0.067 Uiso 1 1 calc R U . . .
C13 C 0.1377(11) 0.8754(8) 0.3144(3) 0.0596(18) Uani 1 1 d . . . . .
C11 C 0.6134(10) 0.6857(8) 0.3477(3) 0.0534(17) Uani 1 1 d . . . . .
C18 C 0.1137(11) 0.7442(8) 0.3461(3) 0.0578(18) Uani 1 1 d . . . . .
C8 C 0.7800(11) 0.8712(9) 0.4476(3) 0.0631(19) Uani 1 1 d . . . . .
H8 H 0.8388 0.9333 0.4814 0.076 Uiso 1 1 calc R U . . .
C100 C -0.0992(13) 0.3010(8) 0.3088(3) 0.070(2) Uani 1 1 d . . . . .
H100 H -0.0469 0.2067 0.3156 0.084 Uiso 1 1 calc R U . . .
C9 C 0.7469(10) 0.9466(8) 0.4023(3) 0.0580(18) Uani 1 1 d . . . . .
H9 H 0.7835 1.0625 0.4049 0.070 Uiso 1 1 calc R U . . .
C23 C 0.1273(16) 0.5766(11) 0.0823(4) 0.088(3) Uani 1 1 d . . . . .
H23 H 0.1429 0.6284 0.0492 0.106 Uiso 1 1 calc R U . . .
C21 C -0.0836(11) 0.4308(9) 0.1450(3) 0.0641(19) Uani 1 1 d . . . . .
H21 H -0.2118 0.3805 0.1542 0.077 Uiso 1 1 calc R U . . .
C17 C 0.1917(11) 0.7680(9) 0.4015(3) 0.065(2) Uani 1 1 d . . . . .
H17 H 0.1778 0.6773 0.4229 0.077 Uiso 1 1 calc R U . . .
C25 C 0.4492(11) 0.4975(9) 0.2028(3) 0.064(2) Uani 1 1 d . . . . .
H25A H 0.4286 0.3874 0.2160 0.077 Uiso 1 1 calc R U . . .
H25B H 0.5639 0.5203 0.1821 0.077 Uiso 1 1 calc R U . . .
C102 C 0.0352(12) 0.4511(8) 0.3430(3) 0.065(2) Uani 1 1 d . . . . .
H10C H 0.0053 0.4486 0.3813 0.078 Uiso 1 1 calc R U . . .
H10D H 0.1742 0.4526 0.3430 0.078 Uiso 1 1 calc R U . . .
C20 C 0.0811(12) 0.4306(8) 0.1805(3) 0.0579(18) Uani 1 1 d . . . . .
C6 C 0.5528(16) 1.1320(11) 0.0531(4) 0.091(3) Uani 1 1 d . . . . .
H6 H 0.6276 1.1668 0.0240 0.109 Uiso 1 1 calc R U . . .
C19 C 0.2690(12) 0.4998(8) 0.1654(3) 0.0606(19) Uani 1 1 d . . . . .
C22 C -0.0608(15) 0.5052(11) 0.0958(3) 0.082(3) Uani 1 1 d . . . . .
H22 H -0.1732 0.5068 0.0717 0.098 Uiso 1 1 calc R U . . .
C24 C 0.2917(14) 0.5727(10) 0.1168(3) 0.078(2) Uani 1 1 d . . . . .
H24 H 0.4196 0.6199 0.1070 0.094 Uiso 1 1 calc R U . . .
C3 C 0.3286(13) 1.0300(9) 0.1388(3) 0.066(2) Uani 1 1 d . . . . .
C14 C 0.2420(11) 1.0314(9) 0.3391(4) 0.075(2) Uani 1 1 d . . . . .
H14 H 0.2646 1.1225 0.3177 0.090 Uiso 1 1 calc R U . . .
C15 C 0.3113(14) 1.0536(11) 0.3936(5) 0.090(3) Uani 1 1 d . . . . .
H15 H 0.3762 1.1608 0.4102 0.108 Uiso 1 1 calc R U . . .
C1 C 0.3697(19) 1.1567(10) 0.0538(3) 0.088(3) Uani 1 1 d . . . . .
C2 C 0.2580(15) 1.1102(9) 0.0953(3) 0.084(3) Uani 1 1 d . . . . .
H2 H 0.1345 1.1310 0.0951 0.101 Uiso 1 1 calc R U . . .
C16 C 0.2884(11) 0.9228(11) 0.4250(4) 0.075(2) Uani 1 1 d . . . . .
H16 H 0.3395 0.9397 0.4628 0.090 Uiso 1 1 calc R U . . .
C5 C 0.6256(14) 1.0566(10) 0.0951(3) 0.087(3) Uani 1 1 d . . . . .
H5 H 0.7504 1.0390 0.0943 0.105 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
Zn1 O5 1.920(5) . ?
Zn1 O4 1.937(5) . ?
Zn1 N1 1.995(5) . ?
Zn1 N2 2.006(6) . ?
Br1 C7 1.903(7) . ?
Br2 C1 1.907(9) . ?
O2 C20 1.358(8) . ?
O2 C101 1.447(9) . ?
O5 C4 1.316(9) . ?
O4 C10 1.311(7) . ?
O3 C100 1.416(9) . ?
N2 C28 1.278(8) . ?
N2 C27 1.487(9) . ?
O1 C18 1.373(7) . ?
O1 C102 1.423(7) . ?
N1 C26 1.294(8) . ?
N1 C25 1.482(8) . ?
C28 C3 1.453(11) . ?
C27 C13 1.503(10) . ?
C12 C7 1.356(9) . ?
C12 C11 1.405(9) . ?
C4 C3 1.425(10) . ?
C4 C5 1.427(11) . ?
C101 C100 1.493(10) . ?
C10 C11 1.424(8) . ?
C10 C9 1.426(9) . ?
C7 C8 1.417(10) . ?
C26 C11 1.436(9) . ?
C13 C18 1.384(9) . ?
C13 C14 1.400(10) . ?
C18 C17 1.399(9) . ?
C8 C9 1.351(9) . ?
C100 C102 1.515(10) . ?
C23 C24 1.384(11) . ?
C23 C22 1.391(12) . ?
C21 C20 1.389(10) . ?
C21 C22 1.403(11) . ?
C17 C16 1.371(10) . ?
C25 C19 1.508(10) . ?
C20 C19 1.402(10) . ?
C6 C5 1.381(12) . ?
C6 C1 1.388(12) . ?
C19 C24 1.383(10) . ?
C3 C2 1.428(10) . ?
C14 C15 1.363(12) . ?
C15 C16 1.377(12) . ?
C1 C2 1.370(12) . ?

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
O5 Zn1 O4 111.4(2) . . ?
O5 Zn1 N1 114.0(2) . . ?
O4 Zn1 N1 94.0(2) . . ?
O5 Zn1 N2 97.4(2) . . ?
O4 Zn1 N2 116.9(2) . . ?
N1 Zn1 N2 123.9(2) . . ?
C20 O2 C101 115.2(6) . . ?
C4 O5 Zn1 123.8(5) . . ?
C10 O4 Zn1 125.1(4) . . ?
C28 N2 C27 117.4(6) . . ?
C28 N2 Zn1 120.8(6) . . ?
C27 N2 Zn1 121.8(4) . . ?
C18 O1 C102 119.1(5) . . ?
C26 N1 C25 118.0(6) . . ?
C26 N1 Zn1 122.4(4) . . ?
C25 N1 Zn1 119.5(4) . . ?
N2 C28 C3 127.7(7) . . ?
N2 C27 C13 109.6(6) . . ?
C7 C12 C11 121.3(6) . . ?
O5 C4 C3 125.6(7) . . ?
O5 C4 C5 116.6(8) . . ?
C3 C4 C5 117.7(8) . . ?
O2 C101 C100 111.3(7) . . ?
O4 C10 C11 123.5(6) . . ?
O4 C10 C9 119.3(6) . . ?
C11 C10 C9 117.2(6) . . ?
C12 C7 C8 120.5(7) . . ?
C12 C7 Br1 120.9(5) . . ?
C8 C7 Br1 118.4(5) . . ?
N1 C26 C11 126.1(6) . . ?
C18 C13 C14 118.4(7) . . ?
C18 C13 C27 120.0(6) . . ?
C14 C13 C27 121.6(7) . . ?
C12 C11 C10 119.3(6) . . ?
C12 C11 C26 115.6(6) . . ?
C10 C11 C26 124.9(6) . . ?
O1 C18 C13 116.8(6) . . ?
O1 C18 C17 122.8(6) . . ?
C13 C18 C17 120.4(6) . . ?
C9 C8 C7 119.1(7) . . ?
O3 C100 C101 107.9(7) . . ?
O3 C100 C102 109.7(6) . . ?
C101 C100 C102 113.4(6) . . ?
C8 C9 C10 122.6(6) . . ?
C24 C23 C22 120.5(9) . . ?
C20 C21 C22 120.0(8) . . ?
C16 C17 C18 119.9(7) . . ?
N1 C25 C19 111.4(5) . . ?
O1 C102 C100 109.4(6) . . ?
O2 C20 C21 124.6(7) . . ?
O2 C20 C19 116.2(7) . . ?
C21 C20 C19 119.2(7) . . ?
C5 C6 C1 119.6(9) . . ?
C24 C19 C20 120.8(8) . . ?
C24 C19 C25 119.3(8) . . ?
C20 C19 C25 119.9(7) . . ?
C23 C22 C21 119.7(8) . . ?
C19 C24 C23 119.8(9) . . ?
C4 C3 C2 119.7(8) . . ?
C4 C3 C28 124.4(7) . . ?
C2 C3 C28 115.9(8) . . ?
C15 C14 C13 120.5(8) . . ?
C14 C15 C16 120.9(8) . . ?
C2 C1 C6 122.1(9) . . ?
C2 C1 Br2 117.9(9) . . ?
C6 C1 Br2 120.0(7) . . ?
C1 C2 C3 119.4(9) . . ?
C17 C16 C15 119.8(8) . . ?
C6 C5 C4 121.4(10) . . ?

_refine_diff_density_max         0.730
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.116

_shelxl_version_number           2013-2



####################################################################### 
# 
# 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_LASA
_database_code_depnum_ccdc_archive 'CCDC 1828808'
_audit_update_record             
;
2018-03-10 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H25 Br2 Cu2 N2 O5'
_chemical_formula_weight         792.43

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'
O O 0.0492 0.0322 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.8266(10)
_cell_length_b                   12.0316(9)
_cell_length_c                   18.820(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.213(7)
_cell_angle_gamma                90
_cell_volume                     3337.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    436(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_F_000             1572
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.699
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      436(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27771
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         6.931
_diffrn_reflns_theta_max         71.990
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6330
_reflns_number_gt                5070
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0947P)²+25.0527P]
 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         6330
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.2311
_refine_ls_wR_factor_gt          0.1969
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_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 0.35908(6) 0.68736(9) 0.08474(5) 0.0517(3) Uani 1 1 d . . . . .
Cu2 Cu 0.85574(7) 0.71977(9) 0.08492(6) 0.0354(3) Uani 1 1 d . . . . .
Cu1 Cu 0.95882(7) 0.51637(8) 0.16211(6) 0.0307(3) Uani 1 1 d . . . . .
Br2 Br 0.72950(6) -0.00198(7) 0.24118(5) 0.0438(3) Uani 1 1 d . . . . .
O3 O 0.9496(3) 0.6111(4) 0.0784(3) 0.0291(10) Uani 1 1 d . . . . .
O5 O 0.8826(3) 0.4071(4) 0.1123(3) 0.0333(11) Uani 1 1 d . . . . .
O1 O 1.1187(4) 0.5275(4) 0.1304(3) 0.0352(11) Uani 1 1 d . . . . .
O2 O 0.9499(4) 0.8134(4) 0.0160(3) 0.0357(12) Uani 1 1 d . . . . .
O202 O 0.9817(3) 0.6368(4) 0.2351(3) 0.0351(11) Uani 1 1 d . . . . .
O4 O 0.7593(3) 0.6136(4) 0.0773(3) 0.0366(12) Uani 1 1 d . . . . .
N2 N 1.0137(4) 0.4051(5) 0.2293(3) 0.0319(13) Uani 1 1 d . . . . .
O201 O 0.9208(4) 0.7872(4) 0.1767(3) 0.0415(13) Uani 1 1 d . . . . .
C8 C 0.5202(5) 0.5594(7) 0.0826(4) 0.0362(16) Uani 1 1 d . . . . .
H8 H 0.4815 0.4989 0.0843 0.043 Uiso 1 1 calc R U . . .
C28 C 0.9793(5) 0.3102(6) 0.2412(4) 0.0294(14) Uani 1 1 d . . . . .
H28 H 1.0117 0.2631 0.2739 0.035 Uiso 1 1 calc R U . . .
C18 C 1.1734(5) 0.4343(6) 0.1403(4) 0.0308(15) Uani 1 1 d . . . . .
C101 C 1.0189(5) 0.7346(6) -0.0016(4) 0.0315(15) Uani 1 1 d . . . . .
H10A H 1.0743 0.7723 -0.0107 0.038 Uiso 1 1 calc R U . . .
H10B H 0.9973 0.6900 -0.0429 0.038 Uiso 1 1 calc R U . . .
C100 C 1.0331(5) 0.6637(6) 0.0661(4) 0.0328(15) Uani 1 1 d . . . . .
H100 H 1.0520 0.7126 0.1067 0.039 Uiso 1 1 calc R U . . .
C6 C 0.7304(5) 0.1814(6) 0.1433(4) 0.0383(17) Uani 1 1 d . . . . .
H6 H 0.6760 0.1515 0.1225 0.046 Uiso 1 1 calc R U . . .
C12 C 0.5423(6) 0.7577(6) 0.0800(4) 0.0378(17) Uani 1 1 d . . . . .
H12 H 0.5176 0.8288 0.0794 0.045 Uiso 1 1 calc R U . . .
C26 C 0.6898(5) 0.8425(6) 0.0731(4) 0.0344(16) Uani 1 1 d . . . . .
H26 H 0.6594 0.9102 0.0719 0.041 Uiso 1 1 calc R U . . .
N1 N 0.7757(4) 0.8457(5) 0.0694(3) 0.0366(14) Uani 1 1 d . . . . .
C2 C 0.8565(5) 0.1752(6) 0.2353(4) 0.0338(15) Uani 1 1 d . . . . .
H2 H 0.8872 0.1408 0.2751 0.041 Uiso 1 1 calc R U . . .
C5 C 0.7655(5) 0.2737(6) 0.1142(4) 0.0332(16) Uani 1 1 d . . . . .
H5 H 0.7339 0.3063 0.0742 0.040 Uiso 1 1 calc R U . . .
C102 C 1.1062(5) 0.5775(6) 0.0608(4) 0.0324(15) Uani 1 1 d . . . . .
H10C H 1.0870 0.5226 0.0245 0.039 Uiso 1 1 calc R U . . .
H10D H 1.1619 0.6120 0.0492 0.039 Uiso 1 1 calc R U . . .
C15 C 1.2758(6) 0.2446(7) 0.1684(5) 0.045(2) Uani 1 1 d . . . . .
H15 H 1.3112 0.1815 0.1779 0.054 Uiso 1 1 calc R U . . .
C3 C 0.8927(5) 0.2718(6) 0.2067(4) 0.0305(15) Uani 1 1 d . . . . .
C10 C 0.6750(5) 0.6350(6) 0.0788(4) 0.0369(17) Uani 1 1 d . . . . .
C9 C 0.6127(5) 0.5445(6) 0.0807(4) 0.0373(17) Uani 1 1 d . . . . .
H9 H 0.6353 0.4724 0.0806 0.045 Uiso 1 1 calc R U . . .
C4 C 0.8502(5) 0.3217(6) 0.1439(4) 0.0297(14) Uani 1 1 d . . . . .
C7 C 0.4871(5) 0.6672(7) 0.0820(4) 0.0356(16) Uani 1 1 d . . . . .
C13 C 1.1709(4) 0.3808(6) 0.2064(4) 0.0304(15) Uani 1 1 d . . . . .
C200 C 0.9592(5) 0.7397(6) 0.2307(4) 0.0363(16) Uani 1 1 d . . . . .
C11 C 0.6363(5) 0.7440(6) 0.0787(4) 0.0323(15) Uani 1 1 d . . . . .
C1 C 0.7758(5) 0.1317(6) 0.2042(4) 0.0360(16) Uani 1 1 d . . . . .
C14 C 1.2223(5) 0.2847(7) 0.2186(4) 0.0401(18) Uani 1 1 d . . . . .
H14 H 1.2208 0.2465 0.2614 0.048 Uiso 1 1 calc R U . . .
C201 C 0.9793(6) 0.8094(6) 0.2969(4) 0.044(2) Uani 1 1 d . . . . .
H20A H 1.0390 0.8404 0.2979 0.066 Uiso 1 1 calc R U . . .
H20B H 0.9759 0.7640 0.3384 0.066 Uiso 1 1 calc R U . . .
H20C H 0.9356 0.8684 0.2965 0.066 Uiso 1 1 calc R U . . .
C17 C 1.2262(5) 0.3948(7) 0.0896(4) 0.0384(17) Uani 1 1 d . . . . .
H17 H 1.2283 0.4317 0.0464 0.046 Uiso 1 1 calc R U . . .
C19 C 0.8518(6) 0.9618(6) -0.0146(5) 0.0424(19) Uani 1 1 d . . . . .
C16 C 1.2760(6) 0.2986(7) 0.1049(5) 0.047(2) Uani 1 1 d . . . . .
H16 H 1.3106 0.2701 0.0708 0.057 Uiso 1 1 calc R U . . .
C25 C 0.8196(6) 0.9536(6) 0.0603(5) 0.0408(18) Uani 1 1 d . . . . .
H25A H 0.8711 0.9620 0.0964 0.049 Uiso 1 1 calc R U . . .
H25B H 0.7770 1.0131 0.0666 0.049 Uiso 1 1 calc R U . . .
C24 C 0.8167(6) 1.0413(7) -0.0631(5) 0.0439(19) Uani 1 1 d . . . . .
H24 H 0.7712 1.0886 -0.0509 0.053 Uiso 1 1 calc R U . . .
C21 C 0.9519(6) 0.8981(7) -0.1016(5) 0.0421(18) Uani 1 1 d . . . . .
H21 H 0.9972 0.8511 -0.1143 0.051 Uiso 1 1 calc R U . . .
C27 C 1.1094(5) 0.4222(6) 0.2581(4) 0.0354(16) Uani 1 1 d . . . . .
H27A H 1.1218 0.3829 0.3031 0.043 Uiso 1 1 calc R U . . .
H27B H 1.1204 0.5007 0.2671 0.043 Uiso 1 1 calc R U . . .
C22 C 0.9137(8) 0.9801(8) -0.1484(5) 0.060(3) Uani 1 1 d . . . . .
H22 H 0.9332 0.9864 -0.1936 0.072 Uiso 1 1 calc R U . . .
C23 C 0.8480(7) 1.0515(8) -0.1294(6) 0.061(3) Uani 1 1 d . . . . .
H23 H 0.8248 1.1064 -0.1610 0.073 Uiso 1 1 calc R U . . .
C20 C 0.9194(5) 0.8899(6) -0.0355(4) 0.0358(16) Uani 1 1 d . . . . .
O300 O -0.0225(5) 0.5325(7) 0.3780(4) 0.0677(19) Uani 1 1 d . . . . .
H300 H -0.0267 0.5685 0.3408 0.102 Uiso 1 1 calc R U . . .
C300 C 0.0539(9) 0.5643(12) 0.4205(6) 0.080(4) Uani 1 1 d . . . . .
H30A H 0.0439 0.6354 0.4413 0.120 Uiso 1 1 calc R U . . .
H30B H 0.1039 0.5693 0.3922 0.120 Uiso 1 1 calc R U . . .
H30C H 0.0676 0.5104 0.4577 0.120 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 C7 1.919(7) . ?
Cu2 O4 1.911(5) . ?
Cu2 O3 1.923(5) . ?
Cu2 N1 1.928(6) . ?
Cu2 O201 2.051(5) . ?
Cu2 O2 2.300(6) . ?
Cu1 O5 1.912(5) . ?
Cu1 O3 1.938(5) . ?
Cu1 N2 1.957(6) . ?
Cu1 O202 2.001(5) . ?
Br2 C1 1.910(7) . ?
O3 C100 1.432(9) . ?
O5 C4 1.305(9) . ?
O1 C18 1.385(8) . ?
O1 C102 1.436(8) . ?
O2 C20 1.377(9) . ?
O2 C101 1.460(8) . ?
O202 C200 1.283(9) . ?
O4 C10 1.280(9) . ?
N2 C28 1.280(9) . ?
N2 C27 1.479(9) . ?
O201 C200 1.249(9) . ?
C8 C7 1.386(11) . ?
C8 C9 1.388(10) . ?
C8 H8 0.9300 . ?
C28 C3 1.450(10) . ?
C28 H28 0.9300 . ?
C18 C17 1.382(10) . ?
C18 C13 1.405(10) . ?
C101 C100 1.529(10) . ?
C101 H10A 0.9700 . ?
C101 H10B 0.9700 . ?
C100 C102 1.510(10) . ?
C100 H100 0.9800 . ?
C6 C5 1.365(11) . ?
C6 C1 1.399(11) . ?
C6 H6 0.9300 . ?
C12 C7 1.365(11) . ?
C12 C11 1.406(10) . ?
C12 H12 0.9300 . ?
C26 N1 1.283(10) . ?
C26 C11 1.437(10) . ?
C26 H26 0.9300 . ?
N1 C25 1.471(10) . ?
C2 C1 1.377(10) . ?
C2 C3 1.411(10) . ?
C2 H2 0.9300 . ?
C5 C4 1.439(10) . ?
C5 H5 0.9300 . ?
C102 H10C 0.9700 . ?
C102 H10D 0.9700 . ?
C15 C16 1.359(12) . ?
C15 C14 1.384(12) . ?
C15 H15 0.9300 . ?
C3 C4 1.412(10) . ?
C10 C9 1.430(11) . ?
C10 C11 1.432(10) . ?
C9 H9 0.9300 . ?
C13 C14 1.390(10) . ?
C13 C27 1.490(10) . ?
C200 C201 1.504(10) . ?
C14 H14 0.9300 . ?
C201 H20A 0.9600 . ?
C201 H20B 0.9600 . ?
C201 H20C 0.9600 . ?
C17 C16 1.386(11) . ?
C17 H17 0.9300 . ?
C19 C24 1.384(11) . ?
C19 C20 1.412(11) . ?
C19 C25 1.540(12) . ?
C16 H16 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C24 C23 1.383(14) . ?
C24 H24 0.9300 . ?
C21 C20 1.385(11) . ?
C21 C22 1.401(12) . ?
C21 H21 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C22 C23 1.374(15) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O300 C300 1.369(13) . ?
O300 H300 0.8200 . ?
C300 H30A 0.9600 . ?
C300 H30B 0.9600 . ?
C300 H30C 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
O4 Cu2 O3 94.7(2) . . ?
O4 Cu2 N1 94.1(2) . . ?
O3 Cu2 N1 164.3(3) . . ?
O4 Cu2 O201 127.4(2) . . ?
O3 Cu2 O201 92.6(2) . . ?
N1 Cu2 O201 92.4(2) . . ?
O4 Cu2 O2 141.3(2) . . ?
O3 Cu2 O2 79.01(19) . . ?
N1 Cu2 O2 86.0(2) . . ?
O201 Cu2 O2 91.3(2) . . ?
O5 Cu1 O3 91.1(2) . . ?
O5 Cu1 N2 91.6(2) . . ?
O3 Cu1 N2 156.3(2) . . ?
O5 Cu1 O202 151.9(2) . . ?
O3 Cu1 O202 97.1(2) . . ?
N2 Cu1 O202 91.4(2) . . ?
C100 O3 Cu2 110.8(4) . . ?
C100 O3 Cu1 113.9(4) . . ?
Cu2 O3 Cu1 109.6(2) . . ?
C4 O5 Cu1 123.1(4) . . ?
C18 O1 C102 118.5(6) . . ?
C20 O2 C101 117.3(6) . . ?
C20 O2 Cu2 123.4(5) . . ?
C101 O2 Cu2 107.0(4) . . ?
C200 O202 Cu1 129.1(5) . . ?
C10 O4 Cu2 126.0(5) . . ?
C28 N2 C27 116.4(6) . . ?
C28 N2 Cu1 125.3(5) . . ?
C27 N2 Cu1 117.2(5) . . ?
C200 O201 Cu2 129.5(5) . . ?
C7 C8 C9 118.1(7) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
N2 C28 C3 123.7(7) . . ?
N2 C28 H28 118.1 . . ?
C3 C28 H28 118.1 . . ?
C17 C18 O1 123.6(7) . . ?
C17 C18 C13 121.7(7) . . ?
O1 C18 C13 114.7(6) . . ?
O2 C101 C100 102.1(6) . . ?
O2 C101 H10A 111.3 . . ?
C100 C101 H10A 111.3 . . ?
O2 C101 H10B 111.3 . . ?
C100 C101 H10B 111.3 . . ?
H10A C101 H10B 109.2 . . ?
O3 C100 C102 110.2(6) . . ?
O3 C100 C101 109.7(6) . . ?
C102 C100 C101 111.3(6) . . ?
O3 C100 H100 108.5 . . ?
C102 C100 H100 108.5 . . ?
C101 C100 H100 108.5 . . ?
C5 C6 C1 120.4(7) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C7 C12 C11 120.3(7) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
N1 C26 C11 126.0(7) . . ?
N1 C26 H26 117.0 . . ?
C11 C26 H26 117.0 . . ?
C26 N1 C25 119.1(6) . . ?
C26 N1 Cu2 124.5(5) . . ?
C25 N1 Cu2 116.0(5) . . ?
C1 C2 C3 120.0(7) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C6 C5 C4 121.7(7) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
O1 C102 C100 104.5(6) . . ?
O1 C102 H10C 110.9 . . ?
C100 C102 H10C 110.9 . . ?
O1 C102 H10D 110.8 . . ?
C100 C102 H10D 110.9 . . ?
H10C C102 H10D 108.9 . . ?
C16 C15 C14 119.3(8) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C2 C3 C4 121.0(6) . . ?
C2 C3 C28 116.5(6) . . ?
C4 C3 C28 122.2(7) . . ?
O4 C10 C9 118.8(7) . . ?
O4 C10 C11 125.2(7) . . ?
C9 C10 C11 115.9(7) . . ?
C8 C9 C10 123.0(7) . . ?
C8 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
O5 C4 C3 124.3(6) . . ?
O5 C4 C5 119.2(6) . . ?
C3 C4 C5 116.5(7) . . ?
C12 C7 C8 122.3(7) . . ?
C12 C7 Br1 119.8(6) . . ?
C8 C7 Br1 117.9(6) . . ?
C14 C13 C18 117.4(7) . . ?
C14 C13 C27 122.3(7) . . ?
C18 C13 C27 120.2(6) . . ?
O201 C200 O202 125.9(7) . . ?
O201 C200 C201 116.8(7) . . ?
O202 C200 C201 117.3(6) . . ?
C12 C11 C10 120.4(7) . . ?
C12 C11 C26 117.4(7) . . ?
C10 C11 C26 122.1(7) . . ?
C2 C1 C6 120.3(7) . . ?
C2 C1 Br2 119.7(6) . . ?
C6 C1 Br2 119.9(6) . . ?
C15 C14 C13 121.4(8) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C200 C201 H20A 109.5 . . ?
C200 C201 H20B 109.5 . . ?
H20A C201 H20B 109.5 . . ?
C200 C201 H20C 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
C18 C17 C16 118.2(8) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
C24 C19 C20 117.9(8) . . ?
C24 C19 C25 121.1(8) . . ?
C20 C19 C25 121.0(7) . . ?
C15 C16 C17 122.0(9) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 H16 119.0 . . ?
N1 C25 C19 110.4(6) . . ?
N1 C25 H25A 109.6 . . ?
C19 C25 H25A 109.6 . . ?
N1 C25 H25B 109.6 . . ?
C19 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C23 C24 C19 121.1(9) . . ?
C23 C24 H24 119.4 . . ?
C19 C24 H24 119.4 . . ?
C20 C21 C22 117.4(9) . . ?
C20 C21 H21 121.3 . . ?
C22 C21 H21 121.3 . . ?
N2 C27 C13 110.1(6) . . ?
N2 C27 H27A 109.6 . . ?
C13 C27 H27A 109.6 . . ?
N2 C27 H27B 109.6 . . ?
C13 C27 H27B 109.6 . . ?
H27A C27 H27B 108.1 . . ?
C23 C22 C21 121.7(10) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 119.8(8) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
O2 C20 C21 124.1(7) . . ?
O2 C20 C19 113.7(7) . . ?
C21 C20 C19 122.2(7) . . ?
C300 O300 H300 109.5 . . ?
O300 C300 H30A 109.5 . . ?
O300 C300 H30B 109.5 . . ?
H30A C300 H30B 109.5 . . ?
O300 C300 H30C 109.5 . . ?
H30A C300 H30C 109.5 . . ?
H30B C300 H30C 109.5 . . ?

_refine_diff_density_max         1.326
_refine_diff_density_min         -1.697
_refine_diff_density_rms         0.180

_shelxl_version_number           2013-2



