# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1883685'
loop_
_audit_author_name
_audit_author_address
'Yafang Gao'
;Southeast University
China
;
_audit_update_record             
;
2018-12-07 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H18 N), Br4 Zn'
_chemical_formula_sum            'C18 H36 Br4 N2 Zn'
_chemical_formula_weight         665.50

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_space_group_name_Hall           '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.5026(5)
_cell_length_b                   10.3056(3)
_cell_length_c                   16.6021(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.348(3)
_cell_angle_gamma                90.00
_cell_volume                     2432.81(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293
_cell_measurement_reflns_used    5655
_cell_measurement_theta_min      2.5080
_cell_measurement_theta_max      28.5010

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    7.584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3123
_exptl_absorpt_correction_T_max  0.3422
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10495
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2151
_reflns_number_gt                1885
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)+(0.0181P)²+5.1823P] 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_number_reflns         2151
_refine_ls_number_parameters     114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0537
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
C8 C 0.1620(3) 0.5146(4) 0.4812(2) 0.0661(10) Uani 1 1 d . . .
H8A H 0.2143 0.5457 0.5224 0.079 Uiso 1 1 calc R . .
H8B H 0.1165 0.4754 0.5094 0.079 Uiso 1 1 calc R . .
C7 C 0.1170(3) 0.6278(4) 0.4308(2) 0.0645(10) Uani 1 1 d . . .
H7A H 0.1014 0.6949 0.4669 0.077 Uiso 1 1 calc R . .
H7B H 0.0593 0.5998 0.3950 0.077 Uiso 1 1 calc R . .
C6 C 0.1840(3) 0.6818(3) 0.3797(2) 0.0658(10) Uani 1 1 d . . .
H6A H 0.1531 0.7509 0.3448 0.079 Uiso 1 1 calc R . .
H6B H 0.2386 0.7184 0.4158 0.079 Uiso 1 1 calc R . .
C4 C 0.3570(2) 0.5024(3) 0.4286(2) 0.0587(9) Uani 1 1 d . . .
H4A H 0.3864 0.5704 0.4020 0.070 Uiso 1 1 calc R . .
H4B H 0.3502 0.5326 0.4824 0.070 Uiso 1 1 calc R . .
C9 C 0.1969(2) 0.4138(3) 0.4288(2) 0.0544(8) Uani 1 1 d . . .
H9A H 0.2292 0.3462 0.4642 0.065 Uiso 1 1 calc R . .
H9B H 0.1433 0.3744 0.3930 0.065 Uiso 1 1 calc R . .
C3 C 0.4147(2) 0.3810(4) 0.4358(2) 0.0670(10) Uani 1 1 d . . .
H3A H 0.4787 0.4006 0.4305 0.080 Uiso 1 1 calc R . .
H3B H 0.4164 0.3403 0.4887 0.080 Uiso 1 1 calc R . .
C5 C 0.2154(3) 0.5783(3) 0.3272(2) 0.0593(9) Uani 1 1 d . . .
H5A H 0.1613 0.5464 0.2883 0.071 Uiso 1 1 calc R . .
H5B H 0.2589 0.6157 0.2961 0.071 Uiso 1 1 calc R . .
N1 N 0.26236(16) 0.4668(2) 0.37730(15) 0.0402(6) Uani 1 1 d . . .
C1 C 0.2869(3) 0.3621(3) 0.3210(2) 0.0569(9) Uani 1 1 d . . .
H1A H 0.2346 0.3027 0.3052 0.068 Uiso 1 1 calc R . .
H1B H 0.3019 0.4002 0.2718 0.068 Uiso 1 1 calc R . .
Zn1 Zn 0.0000 0.19986(5) 0.2500 0.04100(13) Uani 1 2 d S . .
Br2 Br 0.06794(2) 0.33582(3) 0.15886(2) 0.05402(11) Uani 1 1 d . . .
C2 C 0.3695(3) 0.2932(4) 0.3684(3) 0.0816(13) Uani 1 1 d . . .
H2A H 0.4134 0.2720 0.3332 0.098 Uiso 1 1 calc R . .
H2B H 0.3501 0.2132 0.3910 0.098 Uiso 1 1 calc R . .
Br1 Br 0.11560(3) 0.06427(4) 0.33554(2) 0.05905(12) Uani 1 1 d . . .


_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
C8 C9 1.505(5) . ?
C8 C7 1.507(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 C6 1.517(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 C5 1.504(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 C3 1.497(5) . ?
C4 N1 1.511(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C9 N1 1.500(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C3 C2 1.486(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 N1 1.501(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
N1 C1 1.515(4) . ?
C1 C2 1.479(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
Zn1 Br2 2.4105(4) 2 ?
Zn1 Br2 2.4105(4) . ?
Zn1 Br1 2.4172(4) 2 ?
Zn1 Br1 2.4172(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
C9 C8 C7 111.9(3) . . ?
C9 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C8 C7 C6 109.8(3) . . ?
C8 C7 H7A 109.7 . . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C6 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C5 C6 C7 111.4(3) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C3 C4 N1 105.9(3) . . ?
C3 C4 H4A 110.6 . . ?
N1 C4 H4A 110.6 . . ?
C3 C4 H4B 110.6 . . ?
N1 C4 H4B 110.6 . . ?
H4A C4 H4B 108.7 . . ?
N1 C9 C8 113.6(3) . . ?
N1 C9 H9A 108.8 . . ?
C8 C9 H9A 108.8 . . ?
N1 C9 H9B 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C2 C3 C4 107.0(3) . . ?
C2 C3 H3A 110.3 . . ?
C4 C3 H3A 110.3 . . ?
C2 C3 H3B 110.3 . . ?
C4 C3 H3B 110.3 . . ?
H3A C3 H3B 108.6 . . ?
N1 C5 C6 112.2(3) . . ?
N1 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
N1 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C9 N1 C5 109.0(2) . . ?
C9 N1 C4 112.0(3) . . ?
C5 N1 C4 112.9(3) . . ?
C9 N1 C1 110.1(2) . . ?
C5 N1 C1 109.8(2) . . ?
C4 N1 C1 102.9(2) . . ?
C2 C1 N1 106.2(3) . . ?
C2 C1 H1A 110.5 . . ?
N1 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
N1 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?
Br2 Zn1 Br2 108.92(3) 2 . ?
Br2 Zn1 Br1 112.513(12) 2 2 ?
Br2 Zn1 Br1 106.806(12) . 2 ?
Br2 Zn1 Br1 106.806(12) 2 . ?
Br2 Zn1 Br1 112.513(12) . . ?
Br1 Zn1 Br1 109.37(3) 2 . ?
C1 C2 C3 107.4(3) . . ?
C1 C2 H2A 110.2 . . ?
C3 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
C3 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C8 C7 C6 -53.3(4) . . . . ?
C8 C7 C6 C5 55.3(4) . . . . ?
C7 C8 C9 N1 54.5(4) . . . . ?
N1 C4 C3 C2 19.3(4) . . . . ?
C7 C6 C5 N1 -57.9(4) . . . . ?
C8 C9 N1 C5 -54.2(4) . . . . ?
C8 C9 N1 C4 71.4(4) . . . . ?
C8 C9 N1 C1 -174.8(3) . . . . ?
C6 C5 N1 C9 55.7(4) . . . . ?
C6 C5 N1 C4 -69.4(4) . . . . ?
C6 C5 N1 C1 176.5(3) . . . . ?
C3 C4 N1 C9 87.1(3) . . . . ?
C3 C4 N1 C5 -149.4(3) . . . . ?
C3 C4 N1 C1 -31.1(4) . . . . ?
C9 N1 C1 C2 -87.7(4) . . . . ?
C5 N1 C1 C2 152.2(3) . . . . ?
C4 N1 C1 C2 31.8(4) . . . . ?
N1 C1 C2 C3 -20.6(5) . . . . ?
C4 C3 C2 C1 0.8(5) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1883686'
loop_
_audit_author_name
_audit_author_address
'Yafang Gao'
;Southeast University
China
;
_audit_update_record             
;
2018-12-07 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C9 H18 N), Br4 Zn'
_chemical_formula_sum            'C18 H36 Br4 N2 Zn'
_chemical_formula_weight         665.50

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_space_group_name_Hall           '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.6305(11)
_cell_length_b                   10.9175(6)
_cell_length_c                   16.4244(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.984(7)
_cell_angle_gamma                90.00
_cell_volume                     2545.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    388(2)
_cell_measurement_reflns_used    3684
_cell_measurement_theta_min      2.5530
_cell_measurement_theta_max      25.0450

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    7.248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.32122
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      388(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9341
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2242
_reflns_number_gt                1531
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)+(0.1000P)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_number_reflns         2242
_refine_ls_number_parameters     171
_refine_ls_number_restraints     296
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1539
_refine_ls_wR_factor_gt          0.1436
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.060
_refine_ls_shift/su_mean         0.004

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 0.62536(3) -0.45717(4) -0.17218(2) 0.12092(14) Uani 1 1 d U . .
Br2 Br 0.44676(2) -0.20164(3) -0.15144(2) 0.10327(12) Uani 1 1 d U . .
Zn1 Zn 0.5000 -0.33091(4) -0.2500 0.07924(14) Uani 1 2 d SU . .
N1 N 0.7434(2) -0.0284(3) -0.1147(2) 0.1166(8) Uani 1 1 d U . .
C1 C 0.8347(6) 0.0283(7) -0.0787(6) 0.126(2) Uani 0.50 1 d PU A 1
H1A H 0.8362 0.0632 -0.0241 0.152 Uiso 0.50 1 calc PR A 1
H1B H 0.8480 0.0924 -0.1151 0.152 Uiso 0.50 1 calc PR A 1
C2 C 0.9085(7) -0.0805(8) -0.0708(6) 0.1381(16) Uani 0.50 1 d PU A 1
H2A H 0.9643 -0.0523 -0.0873 0.166 Uiso 0.50 1 calc PR A 1
H2B H 0.9273 -0.1085 -0.0131 0.166 Uiso 0.50 1 calc PR A 1
C3 C 0.8646(7) -0.1808(9) -0.1254(8) 0.152(3) Uani 0.50 1 d PU A 1
H3A H 0.8836 -0.2585 -0.0978 0.183 Uiso 0.50 1 calc PR A 1
H3B H 0.8855 -0.1789 -0.1770 0.183 Uiso 0.50 1 calc PR A 1
C4 C 0.7487(8) -0.1686(8) -0.1470(8) 0.161(3) Uani 0.50 1 d PU A 1
H4A H 0.7202 -0.1774 -0.2065 0.193 Uiso 0.50 1 calc PR A 1
H4B H 0.7206 -0.2265 -0.1154 0.193 Uiso 0.50 1 calc PR A 1
C1' C 0.8554(6) -0.0033(8) -0.0740(6) 0.125(2) Uani 0.50 1 d PU A 2
H1'A H 0.8807 0.0531 -0.1086 0.149 Uiso 0.50 1 calc PR A 2
H1'B H 0.8651 0.0308 -0.0181 0.149 Uiso 0.50 1 calc PR A 2
C2' C 0.8972(7) -0.1155(9) -0.0716(7) 0.1381(16) Uani 0.50 1 d PU A 2
H2'A H 0.9465 -0.1090 -0.1017 0.166 Uiso 0.50 1 calc PR A 2
H2'B H 0.9278 -0.1329 -0.0135 0.166 Uiso 0.50 1 calc PR A 2
C3' C 0.8481(8) -0.2050(8) -0.0998(7) 0.153(3) Uani 0.50 1 d PU A 2
H3'A H 0.8178 -0.2409 -0.0591 0.184 Uiso 0.50 1 calc PR A 2
H3'B H 0.8830 -0.2672 -0.1218 0.184 Uiso 0.50 1 calc PR A 2
C4' C 0.7736(3) -0.1306(7) -0.1744(2) 0.129(2) Uani 0.50 1 d PDU A 2
H4'A H 0.8040 -0.0951 -0.2152 0.155 Uiso 0.50 1 calc PR A 2
H4'B H 0.7210 -0.1813 -0.2025 0.155 Uiso 0.50 1 calc PR A 2
C5 C 0.7044(5) 0.0751(7) -0.1801(5) 0.1166(8) Uani 0.50 1 d PU A 1
H5A H 0.7526 0.1026 -0.2073 0.140 Uiso 0.50 1 calc PR A 1
H5B H 0.6507 0.0459 -0.2226 0.140 Uiso 0.50 1 calc PR A 1
C6 C 0.6783(8) 0.1683(9) -0.1341(8) 0.163(2) Uani 0.50 1 d PU A 1
H6A H 0.6443 0.2277 -0.1741 0.196 Uiso 0.50 1 calc PR A 1
H6B H 0.7359 0.2080 -0.1040 0.196 Uiso 0.50 1 calc PR A 1
C7 C 0.6222(8) 0.1471(9) -0.0737(7) 0.164(3) Uani 0.50 1 d PU A 1
H7A H 0.6176 0.2209 -0.0421 0.197 Uiso 0.50 1 calc PR A 1
H7B H 0.5593 0.1196 -0.1013 0.197 Uiso 0.50 1 calc PR A 1
C8 C 0.6727(8) 0.0542(9) -0.0209(7) 0.160(3) Uani 0.50 1 d PU A 1
H8A H 0.7318 0.0895 0.0101 0.193 Uiso 0.50 1 calc PR A 1
H8B H 0.6370 0.0332 0.0198 0.193 Uiso 0.50 1 calc PR A 1
C9 C 0.6904(7) -0.0373(8) -0.0513(6) 0.139(2) Uani 0.50 1 d PU A 1
H9A H 0.6314 -0.0785 -0.0760 0.167 Uiso 0.50 1 calc PR A 1
H9B H 0.7252 -0.0895 -0.0067 0.167 Uiso 0.50 1 calc PR A 1
C5' C 0.6698(6) 0.0281(7) -0.1842(5) 0.1166(8) Uani 0.50 1 d PU A 2
H5'A H 0.6200 -0.0312 -0.2039 0.140 Uiso 0.50 1 calc PR A 2
H5'B H 0.6978 0.0466 -0.2307 0.140 Uiso 0.50 1 calc PR A 2
C6' C 0.6222(8) 0.1573(9) -0.1559(8) 0.163(2) Uani 0.50 1 d PU A 2
H6'A H 0.6682 0.2228 -0.1423 0.196 Uiso 0.50 1 calc PR A 2
H6'B H 0.5686 0.1847 -0.1991 0.196 Uiso 0.50 1 calc PR A 2
C7' C 0.5930(8) 0.1115(12) -0.0791(7) 0.165(3) Uani 0.50 1 d PU A 2
H7'A H 0.5904 0.1828 -0.0444 0.198 Uiso 0.50 1 calc PR A 2
H7'B H 0.5289 0.0820 -0.0983 0.198 Uiso 0.50 1 calc PR A 2
C8' C 0.6415(8) 0.0236(11) -0.0270(8) 0.169(3) Uani 0.50 1 d PU A 2
H8'A H 0.5974 -0.0155 0.0003 0.202 Uiso 0.50 1 calc PR A 2
H8'B H 0.6879 0.0650 0.0164 0.202 Uiso 0.50 1 calc PR A 2
C9' C 0.7002(4) -0.0931(8) -0.0678(3) 0.147(2) Uani 0.50 1 d PDU A 2
H9'A H 0.7445 -0.1364 -0.0237 0.176 Uiso 0.50 1 calc PR A 2
H9'B H 0.6563 -0.1512 -0.1009 0.176 Uiso 0.50 1 calc PR A 2


_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 Zn1 2.4010(5) . ?
Br2 Zn1 2.4142(4) . ?
Zn1 Br1 2.4010(5) 2_654 ?
Zn1 Br2 2.4142(4) 2_654 ?
N1 C9' 1.315(7) . ?
N1 C9 1.445(11) . ?
N1 C1 1.461(8) . ?
N1 C5' 1.499(8) . ?
N1 C5 1.567(8) . ?
N1 C4' 1.616(7) . ?
N1 C4 1.628(10) . ?
N1 C1' 1.636(8) . ?
C1 C2 1.589(12) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.462(13) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.651(15) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C1' C2' 1.365(12) . ?
C1' H1'A 0.9700 . ?
C1' H1'B 0.9700 . ?
C2' C3' 1.235(13) . ?
C2' H2'A 0.9700 . ?
C2' H2'B 0.9700 . ?
C3' C4' 1.643(11) . ?
C3' H3'A 0.9700 . ?
C3' H3'B 0.9700 . ?
C4' H4'A 0.9700 . ?
C4' H4'B 0.9700 . ?
C5 C6 1.375(13) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.449(17) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.420(14) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.174(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C5' C6' 1.688(14) . ?
C5' H5'A 0.9700 . ?
C5' H5'B 0.9700 . ?
C6' C7' 1.511(17) . ?
C6' H6'A 0.9700 . ?
C6' H6'B 0.9700 . ?
C7' C8' 1.364(16) . ?
C7' H7'A 0.9700 . ?
C7' H7'B 0.9700 . ?
C8' C9' 1.757(14) . ?
C8' H8'A 0.9700 . ?
C8' H8'B 0.9700 . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?

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
Br1 Zn1 Br1 109.92(3) 2_654 . ?
Br1 Zn1 Br2 107.902(13) 2_654 2_654 ?
Br1 Zn1 Br2 111.337(14) . 2_654 ?
Br1 Zn1 Br2 111.337(14) 2_654 . ?
Br1 Zn1 Br2 107.902(13) . . ?
Br2 Zn1 Br2 108.46(2) 2_654 . ?
C9' N1 C9 28.7(5) . . ?
C9' N1 C1 120.8(5) . . ?
C9 N1 C1 109.5(6) . . ?
C9' N1 C5' 108.0(5) . . ?
C9 N1 C5' 99.5(5) . . ?
C1 N1 C5' 123.5(5) . . ?
C9' N1 C5 129.9(5) . . ?
C9 N1 C5 111.9(5) . . ?
C1 N1 C5 96.8(5) . . ?
C5' N1 C5 26.7(4) . . ?
C9' N1 C4' 103.0(4) . . ?
C9 N1 C4' 131.6(5) . . ?
C1 N1 C4' 100.4(4) . . ?
C5' N1 C4' 94.2(4) . . ?
C5 N1 C4' 101.0(4) . . ?
C9' N1 C4 75.7(6) . . ?
C9 N1 C4 104.3(6) . . ?
C1 N1 C4 114.8(5) . . ?
C5' N1 C4 102.7(5) . . ?
C5 N1 C4 119.5(5) . . ?
C4' N1 C4 27.3(5) . . ?
C9' N1 C1' 115.2(5) . . ?
C9 N1 C1' 112.1(6) . . ?
C1 N1 C1' 15.5(5) . . ?
C5' N1 C1' 134.9(5) . . ?
C5 N1 C1' 108.8(5) . . ?
C4' N1 C1' 88.2(4) . . ?
C4 N1 C1' 99.7(5) . . ?
N1 C1 C2 104.7(6) . . ?
N1 C1 H1A 110.8 . . ?
C2 C1 H1A 110.8 . . ?
N1 C1 H1B 110.8 . . ?
C2 C1 H1B 110.8 . . ?
H1A C1 H1B 108.9 . . ?
C3 C2 C1 108.7(7) . . ?
C3 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C3 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
C2 C3 C4 110.4(9) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N1 C4 C3 97.6(6) . . ?
N1 C4 H4A 112.2 . . ?
C3 C4 H4A 112.2 . . ?
N1 C4 H4B 112.2 . . ?
C3 C4 H4B 112.2 . . ?
H4A C4 H4B 109.8 . . ?
C2' C1' N1 105.1(6) . . ?
C2' C1' H1'A 110.7 . . ?
N1 C1' H1'A 110.7 . . ?
C2' C1' H1'B 110.8 . . ?
N1 C1' H1'B 110.7 . . ?
H1'A C1' H1'B 108.8 . . ?
C3' C2' C1' 118.8(10) . . ?
C3' C2' H2'A 107.6 . . ?
C1' C2' H2'A 107.6 . . ?
C3' C2' H2'B 107.6 . . ?
C1' C2' H2'B 107.6 . . ?
H2'A C2' H2'B 107.0 . . ?
C2' C3' C4' 96.3(7) . . ?
C2' C3' H3'A 112.5 . . ?
C4' C3' H3'A 112.5 . . ?
C2' C3' H3'B 112.5 . . ?
C4' C3' H3'B 112.5 . . ?
H3'A C3' H3'B 110.0 . . ?
N1 C4' C3' 96.8(5) . . ?
N1 C4' H4'A 112.4 . . ?
C3' C4' H4'A 112.4 . . ?
N1 C4' H4'B 112.4 . . ?
C3' C4' H4'B 112.4 . . ?
H4'A C4' H4'B 110.0 . . ?
C6 C5 N1 105.1(7) . . ?
C6 C5 H5A 110.7 . . ?
N1 C5 H5A 110.7 . . ?
C6 C5 H5B 110.7 . . ?
N1 C5 H5B 110.7 . . ?
H5A C5 H5B 108.8 . . ?
C5 C6 C7 122.4(9) . . ?
C5 C6 H6A 106.7 . . ?
C7 C6 H6A 106.7 . . ?
C5 C6 H6B 106.7 . . ?
C7 C6 H6B 106.7 . . ?
H6A C6 H6B 106.6 . . ?
C8 C7 C6 103.6(9) . . ?
C8 C7 H7A 111.0 . . ?
C6 C7 H7A 111.0 . . ?
C8 C7 H7B 111.0 . . ?
C6 C7 H7B 111.0 . . ?
H7A C7 H7B 109.0 . . ?
C9 C8 C7 118.9(10) . . ?
C9 C8 H8A 107.6 . . ?
C7 C8 H8A 107.6 . . ?
C9 C8 H8B 107.6 . . ?
C7 C8 H8B 107.6 . . ?
H8A C8 H8B 107.0 . . ?
C8 C9 N1 117.5(9) . . ?
C8 C9 H9A 107.9 . . ?
N1 C9 H9A 107.9 . . ?
C8 C9 H9B 107.9 . . ?
N1 C9 H9B 107.9 . . ?
H9A C9 H9B 107.2 . . ?
N1 C5' C6' 113.7(7) . . ?
N1 C5' H5'A 108.8 . . ?
C6' C5' H5'A 108.8 . . ?
N1 C5' H5'B 108.8 . . ?
C6' C5' H5'B 108.8 . . ?
H5'A C5' H5'B 107.7 . . ?
C7' C6' C5' 99.9(8) . . ?
C7' C6' H6'A 111.8 . . ?
C5' C6' H6'A 111.8 . . ?
C7' C6' H6'B 111.8 . . ?
C5' C6' H6'B 111.8 . . ?
H6'A C6' H6'B 109.5 . . ?
C8' C7' C6' 123.2(11) . . ?
C8' C7' H7'A 106.5 . . ?
C6' C7' H7'A 106.5 . . ?
C8' C7' H7'B 106.5 . . ?
C6' C7' H7'B 106.5 . . ?
H7'A C7' H7'B 106.5 . . ?
C7' C8' C9' 119.9(10) . . ?
C7' C8' H8'A 107.3 . . ?
C9' C8' H8'A 107.3 . . ?
C7' C8' H8'B 107.3 . . ?
C9' C8' H8'B 107.3 . . ?
H8'A C8' H8'B 106.9 . . ?
N1 C9' C8' 100.5(7) . . ?
N1 C9' H9'A 111.7 . . ?
C8' C9' H9'A 111.7 . . ?
N1 C9' H9'B 111.7 . . ?
C8' C9' H9'B 111.7 . . ?
H9'A C9' H9'B 109.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9' N1 C1 C2 78.5(9) . . . . ?
C9 N1 C1 C2 107.8(7) . . . . ?
C5' N1 C1 C2 -135.8(7) . . . . ?
C5 N1 C1 C2 -136.1(7) . . . . ?
C4' N1 C1 C2 -33.5(7) . . . . ?
C4 N1 C1 C2 -9.1(9) . . . . ?
C1' N1 C1 C2 5.4(19) . . . . ?
N1 C1 C2 C3 18.3(11) . . . . ?
C1 C2 C3 C4 -20.6(12) . . . . ?
C9' N1 C4 C3 -119.8(8) . . . . ?
C9 N1 C4 C3 -122.0(7) . . . . ?
C1 N1 C4 C3 -2.2(10) . . . . ?
C5' N1 C4 C3 134.6(7) . . . . ?
C5 N1 C4 C3 112.1(7) . . . . ?
C4' N1 C4 C3 60.4(9) . . . . ?
C1' N1 C4 C3 -6.1(8) . . . . ?
C2 C3 C4 N1 14.0(11) . . . . ?
C9' N1 C1' C2' 67.5(9) . . . . ?
C9 N1 C1' C2' 98.7(9) . . . . ?
C1 N1 C1' C2' -178(3) . . . . ?
C5' N1 C1' C2' -130.3(9) . . . . ?
C5 N1 C1' C2' -137.1(8) . . . . ?
C4' N1 C1' C2' -36.1(8) . . . . ?
C4 N1 C1' C2' -11.2(9) . . . . ?
N1 C1' C2' C3' 1.9(14) . . . . ?
C1' C2' C3' C4' 33.0(13) . . . . ?
C9' N1 C4' C3' -65.4(5) . . . . ?
C9 N1 C4' C3' -68.3(7) . . . . ?
C1 N1 C4' C3' 59.8(6) . . . . ?
C5' N1 C4' C3' -175.0(6) . . . . ?
C5 N1 C4' C3' 158.9(5) . . . . ?
C4 N1 C4' C3' -65.1(10) . . . . ?
C1' N1 C4' C3' 50.1(6) . . . . ?
C2' C3' C4' N1 -54.9(9) . . . . ?
C9' N1 C5 C6 63.7(9) . . . . ?
C9 N1 C5 C6 37.4(8) . . . . ?
C1 N1 C5 C6 -76.8(8) . . . . ?
C5' N1 C5 C6 103.8(13) . . . . ?
C4' N1 C5 C6 -178.9(6) . . . . ?
C4 N1 C5 C6 159.6(8) . . . . ?
C1' N1 C5 C6 -87.0(8) . . . . ?
N1 C5 C6 C7 -47.5(12) . . . . ?
C5 C6 C7 C8 53.2(13) . . . . ?
C6 C7 C8 C9 -55.0(14) . . . . ?
C7 C8 C9 N1 57.2(14) . . . . ?
C9' N1 C9 C8 179.2(16) . . . . ?
C1 N1 C9 C8 60.3(10) . . . . ?
C5' N1 C9 C8 -70.5(10) . . . . ?
C5 N1 C9 C8 -45.8(11) . . . . ?
C4' N1 C9 C8 -174.8(7) . . . . ?
C4 N1 C9 C8 -176.3(9) . . . . ?
C1' N1 C9 C8 76.7(10) . . . . ?
C9' N1 C5' C6' 81.7(8) . . . . ?
C9 N1 C5' C6' 53.5(8) . . . . ?
C1 N1 C5' C6' -67.7(9) . . . . ?
C5 N1 C5' C6' -67.0(10) . . . . ?
C4' N1 C5' C6' -173.2(7) . . . . ?
C4 N1 C5' C6' 160.6(7) . . . . ?
C1' N1 C5' C6' -81.4(10) . . . . ?
N1 C5' C6' C7' -52.8(9) . . . . ?
C5' C6' C7' C8' 32.4(14) . . . . ?
C6' C7' C8' C9' -32.2(17) . . . . ?
C9 N1 C9' C8' 11.3(9) . . . . ?
C1 N1 C9' C8' 85.2(7) . . . . ?
C5' N1 C9' C8' -65.3(6) . . . . ?
C5 N1 C9' C8' -47.6(7) . . . . ?
C4' N1 C9' C8' -164.2(5) . . . . ?
C4 N1 C9' C8' -164.3(6) . . . . ?
C1' N1 C9' C8' 101.6(6) . . . . ?
C7' C8' C9' N1 46.6(11) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.072
