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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1465223'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        {[Zn(1,3-BDC)(abimb)]?H2O}n
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H21 N5 O5 Zn'
_chemical_formula_sum            'C26 H21 N5 O5 Zn'
_chemical_formula_weight         548.85

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'
O O 0.0106 0.0060 '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'

_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                   9.3081(19)
_cell_length_b                   14.100(3)
_cell_length_c                   18.227(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.81(3)
_cell_angle_gamma                90
_cell_volume                     2375.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7373
_cell_measurement_theta_min      3.1005
_cell_measurement_theta_max      25.3491

_exptl_crystal_description       Block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.083
_shelx_estimated_absorpt_T_min   0.737
_shelx_estimated_absorpt_T_max   0.812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7277
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   
'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.'
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku MercuryCCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22621
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.101
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4332
_reflns_number_gt                3523
_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       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL-2014/7
_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)+(0.0527P)²+8.6694P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4332
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1505
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
Zn1 Zn 0.10625(6) 0.36260(4) 0.61616(3) 0.03275(19) Uani 1 1 d . . . . .
O1 O 0.1509(4) 0.3180(3) 0.51827(18) 0.0448(9) Uani 1 1 d . . . . .
O2 O 0.3247(4) 0.4237(3) 0.5455(2) 0.0522(10) Uani 1 1 d . . . . .
O3 O 0.2241(5) 0.2122(3) 0.18884(19) 0.0552(10) Uani 1 1 d . . . . .
O4 O 0.1163(5) 0.1470(3) 0.2778(2) 0.0616(11) Uani 1 1 d . . . . .
O5 O 0.9456(6) 0.9873(4) 0.6015(3) 0.0944(17) Uani 1 1 d . . . . .
H5D H 0.9178 0.9475 0.6319 0.142 Uiso 1 1 d R U . . .
H5E H 0.8996 0.9696 0.5608 0.142 Uiso 1 1 d R U . . .
N1 N 0.0834(5) 0.5005(3) 0.6403(2) 0.0365(9) Uani 1 1 d . . . . .
N2 N 0.1255(5) 0.6531(3) 0.6532(2) 0.0372(10) Uani 1 1 d . . . . .
N3 N 0.2194(6) 1.0906(4) 0.5495(4) 0.0820(19) Uani 1 1 d . . . . .
H3B H 0.1894 1.1423 0.5266 0.098 Uiso 1 1 calc R U . . .
H3C H 0.1596 1.0438 0.5531 0.098 Uiso 1 1 calc R U . . .
N4 N 0.6919(4) 1.2360(3) 0.6037(2) 0.0354(9) Uani 1 1 d . . . . .
N5 N 0.8940(4) 1.3196(3) 0.6070(2) 0.0379(10) Uani 1 1 d . . . . .
C1 C 0.0158(5) 0.5342(3) 0.6991(3) 0.0388(11) Uani 1 1 d . . . . .
H1A H -0.0393 0.4975 0.7286 0.047 Uiso 1 1 calc R U . . .
C2 C 0.0416(5) 0.6274(3) 0.7072(3) 0.0381(11) Uani 1 1 d . . . . .
H2A H 0.0087 0.6675 0.7429 0.046 Uiso 1 1 calc R U . . .
C3 C 0.1480(6) 0.5744(3) 0.6146(3) 0.0401(12) Uani 1 1 d . . . . .
H3A H 0.2027 0.5724 0.5744 0.048 Uiso 1 1 calc R U . . .
C4 C 0.1879(6) 0.7446(3) 0.6437(3) 0.0398(12) Uani 1 1 d . . . . .
C5 C 0.2424(7) 0.7946(4) 0.7049(3) 0.0550(16) Uani 1 1 d . . . . .
H5A H 0.2327 0.7713 0.7523 0.066 Uiso 1 1 calc R U . . .
C6 C 0.3124(7) 0.8802(4) 0.6965(3) 0.0535(15) Uani 1 1 d . . . . .
H6A H 0.3500 0.9144 0.7387 0.064 Uiso 1 1 calc R U . . .
C7 C 0.3277(6) 0.9158(3) 0.6274(3) 0.0420(12) Uani 1 1 d . . . . .
C8 C 0.2616(9) 0.8674(4) 0.5679(3) 0.071(2) Uani 1 1 d . . . . .
H8A H 0.2640 0.8926 0.5203 0.085 Uiso 1 1 calc R U . . .
C9 C 0.1904(9) 0.7813(4) 0.5759(3) 0.071(2) Uani 1 1 d . . . . .
H9A H 0.1447 0.7494 0.5342 0.085 Uiso 1 1 calc R U . . .
C10 C 0.4174(6) 1.0016(3) 0.6195(3) 0.0395(12) Uani 1 1 d . . . . .
C11 C 0.3656(6) 1.0824(4) 0.5811(3) 0.0514(15) Uani 1 1 d . . . . .
C12 C 0.4586(6) 1.1581(4) 0.5745(3) 0.0529(15) Uani 1 1 d . . . . .
H12A H 0.4257 1.2116 0.5466 0.064 Uiso 1 1 calc R U . . .
C13 C 0.5982(5) 1.1555(3) 0.6087(3) 0.0351(11) Uani 1 1 d . . . . .
C14 C 0.6488(6) 1.0788(4) 0.6508(3) 0.0470(14) Uani 1 1 d . . . . .
H14A H 0.7427 1.0786 0.6763 0.056 Uiso 1 1 calc R U . . .
C15 C 0.5577(6) 1.0022(4) 0.6545(3) 0.0496(14) Uani 1 1 d . . . . .
H15A H 0.5921 0.9486 0.6818 0.060 Uiso 1 1 calc R U . . .
C16 C 0.6523(6) 1.3294(4) 0.5946(3) 0.0445(13) Uani 1 1 d . . . . .
H16A H 0.5576 1.3538 0.5880 0.053 Uiso 1 1 calc R U . . .
C17 C 0.7762(6) 1.3791(3) 0.5969(3) 0.0432(13) Uani 1 1 d . . . . .
H17A H 0.7815 1.4454 0.5922 0.052 Uiso 1 1 calc R U . . .
C18 C 0.8382(5) 1.2334(3) 0.6104(2) 0.0338(11) Uani 1 1 d . . . . .
H18A H 0.8934 1.1775 0.6166 0.041 Uiso 1 1 calc R U . . .
C19 C 0.2618(5) 0.3651(3) 0.5026(3) 0.0353(11) Uani 1 1 d . . . . .
C20 C 0.2033(6) 0.2031(4) 0.2562(3) 0.0421(12) Uani 1 1 d . . . . .
C21 C 0.3133(5) 0.3473(3) 0.4291(2) 0.0332(10) Uani 1 1 d . . . . .
C22 C 0.2469(5) 0.2795(3) 0.3807(3) 0.0356(11) Uani 1 1 d . . . . .
H22A H 0.1741 0.2405 0.3959 0.043 Uiso 1 1 calc R U . . .
C23 C 0.2875(5) 0.2692(4) 0.3104(3) 0.0366(11) Uani 1 1 d . . . . .
C24 C 0.3979(6) 0.3244(4) 0.2889(3) 0.0494(14) Uani 1 1 d . . . . .
H24A H 0.4260 0.3177 0.2413 0.059 Uiso 1 1 calc R U . . .
C25 C 0.4666(6) 0.3896(5) 0.3376(3) 0.0560(16) Uani 1 1 d . . . . .
H25A H 0.5422 0.4266 0.3231 0.067 Uiso 1 1 calc R U . . .
C26 C 0.4257(6) 0.4010(4) 0.4074(3) 0.0450(13) Uani 1 1 d . . . . .
H26A H 0.4740 0.4452 0.4401 0.054 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 O3 1.931(4) 4_566 ?
Zn1 O1 1.982(3) . ?
Zn1 N1 2.010(4) . ?
Zn1 N5 2.054(4) 1_445 ?
O1 C19 1.287(6) . ?
O2 C19 1.236(6) . ?
O3 C20 1.272(6) . ?
O3 Zn1 1.931(4) 4_565 ?
O4 C20 1.230(6) . ?
N1 C3 1.318(6) . ?
N1 C1 1.389(6) . ?
N2 C3 1.344(6) . ?
N2 C2 1.376(6) . ?
N2 C4 1.433(6) . ?
N3 C11 1.418(8) . ?
N4 C18 1.353(6) . ?
N4 C16 1.373(6) . ?
N4 C13 1.441(6) . ?
N5 C18 1.326(6) . ?
N5 C17 1.376(6) . ?
N5 Zn1 2.054(4) 1_665 ?
C1 C2 1.341(7) . ?
C4 C9 1.342(7) . ?
C4 C5 1.366(7) . ?
C5 C6 1.388(7) . ?
C6 C7 1.379(7) . ?
C7 C8 1.365(8) . ?
C7 C10 1.487(7) . ?
C8 C9 1.400(8) . ?
C10 C15 1.384(8) . ?
C10 C11 1.394(7) . ?
C11 C12 1.388(7) . ?
C12 C13 1.374(7) . ?
C13 C14 1.376(7) . ?
C14 C15 1.380(7) . ?
C16 C17 1.346(7) . ?
C19 C21 1.496(6) . ?
C20 C23 1.509(7) . ?
C21 C26 1.387(7) . ?
C21 C22 1.394(6) . ?
C22 C23 1.386(7) . ?
C23 C24 1.383(7) . ?
C24 C25 1.380(8) . ?
C25 C26 1.378(7) . ?

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
O3 Zn1 O1 106.36(16) 4_566 . ?
O3 Zn1 N1 116.38(17) 4_566 . ?
O1 Zn1 N1 122.89(16) . . ?
O3 Zn1 N5 110.93(17) 4_566 1_445 ?
O1 Zn1 N5 97.82(15) . 1_445 ?
N1 Zn1 N5 100.21(17) . 1_445 ?
C19 O1 Zn1 107.2(3) . . ?
C20 O3 Zn1 117.9(4) . 4_565 ?
C3 N1 C1 105.8(4) . . ?
C3 N1 Zn1 128.5(4) . . ?
C1 N1 Zn1 124.7(3) . . ?
C3 N2 C2 107.1(4) . . ?
C3 N2 C4 126.1(4) . . ?
C2 N2 C4 126.6(4) . . ?
C18 N4 C16 106.8(4) . . ?
C18 N4 C13 125.7(4) . . ?
C16 N4 C13 127.4(4) . . ?
C18 N5 C17 104.8(4) . . ?
C18 N5 Zn1 130.2(4) . 1_665 ?
C17 N5 Zn1 125.1(3) . 1_665 ?
C2 C1 N1 109.2(4) . . ?
C1 C2 N2 106.8(4) . . ?
N1 C3 N2 111.1(5) . . ?
C9 C4 C5 120.5(5) . . ?
C9 C4 N2 120.6(5) . . ?
C5 C4 N2 118.8(5) . . ?
C4 C5 C6 119.5(5) . . ?
C7 C6 C5 121.2(5) . . ?
C8 C7 C6 117.3(5) . . ?
C8 C7 C10 122.4(5) . . ?
C6 C7 C10 120.3(5) . . ?
C7 C8 C9 121.7(5) . . ?
C4 C9 C8 119.4(5) . . ?
C15 C10 C11 118.5(5) . . ?
C15 C10 C7 118.1(5) . . ?
C11 C10 C7 123.3(5) . . ?
C12 C11 C10 119.4(5) . . ?
C12 C11 N3 118.8(5) . . ?
C10 C11 N3 121.9(5) . . ?
C13 C12 C11 120.4(5) . . ?
C12 C13 C14 121.1(5) . . ?
C12 C13 N4 119.8(4) . . ?
C14 C13 N4 119.0(4) . . ?
C13 C14 C15 118.1(5) . . ?
C14 C15 C10 122.3(5) . . ?
C17 C16 N4 106.2(5) . . ?
C16 C17 N5 110.7(4) . . ?
N5 C18 N4 111.5(4) . . ?
O2 C19 O1 122.5(4) . . ?
O2 C19 C21 120.0(4) . . ?
O1 C19 C21 117.6(4) . . ?
O4 C20 O3 123.8(5) . . ?
O4 C20 C23 119.9(5) . . ?
O3 C20 C23 116.3(5) . . ?
C26 C21 C22 119.1(4) . . ?
C26 C21 C19 119.8(4) . . ?
C22 C21 C19 121.1(4) . . ?
C23 C22 C21 120.5(5) . . ?
C24 C23 C22 119.8(5) . . ?
C24 C23 C20 120.5(5) . . ?
C22 C23 C20 119.6(5) . . ?
C25 C24 C23 119.7(5) . . ?
C26 C25 C24 120.9(5) . . ?
C25 C26 C21 120.0(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5D O4 0.85 2.17 3.009(7) 169.3 3_666
O5 H5E N3 0.85 2.34 3.185(8) 175.6 3_676
N3 H3B O1 0.87 2.51 3.307(7) 153.4 1_565
N3 H3C O5 0.87 2.41 3.176(8) 147.4 1_455
C3 H3A O2 0.94 2.47 3.049(6) 119.8 .

_refine_diff_density_max         0.867
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1465224'
_audit_update_record             
;
2016-04-25 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        {[Zn(5-Br-1,3-BDC)(abimb)]2?0.5H2O}n
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C104 H72 Br4 N20 O17 Zn4'
_chemical_formula_sum            'C104 H72 Br4 N20 O17 Zn4'
_chemical_formula_weight         2454.93

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'
O O 0.0106 0.0060 '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'

_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                   17.543(6)
_cell_length_b                   17.065(6)
_cell_length_c                   18.140(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.637(5)
_cell_angle_gamma                90
_cell_volume                     5420(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6275
_cell_measurement_theta_min      2.250
_cell_measurement_theta_max      21.2645

_exptl_crystal_description       Block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_F_000             2464
_exptl_transmission_factor_min   0.616
_exptl_transmission_factor_max   0.622
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.422
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50267
_diffrn_reflns_av_unetI/netI     0.1333
_diffrn_reflns_av_R_equivalents  0.1643
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.666
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9522
_reflns_number_gt                5690
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1224P)²+5.2342P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9522
_refine_ls_number_parameters     695
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1281
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_ref         0.2534
_refine_ls_wR_factor_gt          0.2143
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Zn1 Zn -0.08803(5) 0.71223(5) 0.25507(5) 0.0401(3) Uani 1 1 d . . . . .
Zn2 Zn 0.59793(5) 0.17711(5) -0.18044(5) 0.0428(3) Uani 1 1 d . . . . .
O1 O -0.1192(3) 0.6996(3) 0.3558(3) 0.0493(14) Uani 1 1 d . . . . .
O2 O -0.2247(3) 0.6423(4) 0.3108(3) 0.0608(16) Uani 1 1 d . . . . .
O3 O -0.0737(4) 0.7517(4) 0.6174(3) 0.0645(17) Uani 1 1 d . . . . .
O4 O -0.1577(3) 0.7182(3) 0.6961(3) 0.0509(14) Uani 1 1 d . . . . .
O5 O 0.6720(3) 0.2338(3) -0.2360(3) 0.0548(15) Uani 1 1 d . . . . .
O6 O 0.5884(4) 0.2043(4) -0.3288(3) 0.0657(17) Uani 1 1 d . . . . .
O7 O 0.6187(3) 0.3152(3) -0.5734(3) 0.0556(15) Uani 1 1 d . . . . .
O8 O 0.7078(4) 0.4034(5) -0.5898(4) 0.089(2) Uani 1 1 d . . . . .
O9 O 0.2526(7) 0.9803(7) 0.2199(7) 0.070(4) Uani 0.5 1 d . . P . .
H9B H 0.2948 0.9603 0.2089 0.104 Uiso 1 1 d R U . . .
H9C H 0.2209 0.9628 0.1865 0.104 Uiso 1 1 d R U . . .
N1 N 0.0146(4) 0.7645(4) 0.2740(3) 0.0429(15) Uani 1 1 d . . . . .
N2 N 0.1200(4) 0.8080(4) 0.3324(3) 0.0420(15) Uani 1 1 d . . . . .
N3 N 0.2080(6) 0.7836(6) 0.5889(5) 0.039(3) Uani 0.577(11) 1 d . . P A 1
H3A H 0.1712 0.7509 0.5929 0.047 Uiso 0.577(11) 1 calc R U P A 1
H3B H 0.2380 0.7947 0.6268 0.047 Uiso 0.577(11) 1 calc R U P A 1
N3A N 0.4410(13) 0.9044(17) 0.4819(17) 0.121(11) Uani 0.423(11) 1 d . . P A 2
H3AA H 0.4129 0.8916 0.4432 0.145 Uiso 0.423(11) 1 calc R U P A 2
H3AB H 0.4892 0.9119 0.4788 0.145 Uiso 0.423(11) 1 calc R U P A 2
N4 N 0.4807(5) 0.9877(4) 0.7355(4) 0.062(2) Uani 1 1 d . . . . .
N5 N 0.5597(4) 1.0700(4) 0.7940(4) 0.0516(18) Uani 1 1 d . . . . .
N6 N -0.0603(4) 0.6049(4) 0.2200(4) 0.0477(16) Uani 1 1 d . . . . .
N7 N 0.0158(4) 0.5180(4) 0.1735(3) 0.0425(15) Uani 1 1 d . . . . .
N8 N 0.2316(7) 0.3481(7) 0.1579(7) 0.058(4) Uani 0.577(11) 1 d . . P A 1
H8A H 0.2271 0.3383 0.2039 0.069 Uiso 0.577(11) 1 calc R U P A 1
H8B H 0.2684 0.3276 0.1354 0.069 Uiso 0.577(11) 1 calc R U P A 1
N8A N 0.3359(11) 0.3644(13) 0.0975(11) 0.089(8) Uani 0.423(11) 1 d . . P A 2
H8AA H 0.3766 0.3396 0.1127 0.107 Uiso 0.423(11) 1 calc R U P A 2
H8AB H 0.3058 0.3827 0.1289 0.107 Uiso 0.423(11) 1 calc R U P A 2
N9 N 0.3988(4) 0.2995(4) -0.1464(4) 0.0531(18) Uani 1 1 d . . . . .
N10 N 0.4988(4) 0.2394(4) -0.1847(4) 0.0480(17) Uani 1 1 d . . . . .
C1 C 0.0669(5) 0.7822(5) 0.2244(4) 0.049(2) Uani 1 1 d . . . . .
H1A H 0.0590 0.7765 0.1735 0.058 Uiso 1 1 calc R U . . .
C2 C 0.1317(5) 0.8090(5) 0.2593(5) 0.051(2) Uani 1 1 d . . . . .
H2A H 0.1757 0.8251 0.2376 0.061 Uiso 1 1 calc R U . . .
C3 C 0.0481(4) 0.7804(4) 0.3391(4) 0.0421(18) Uani 1 1 d . . . . .
H3C H 0.0257 0.7736 0.3838 0.051 Uiso 1 1 calc R U . . .
C4 C 0.1719(4) 0.8330(4) 0.3923(5) 0.0443(19) Uani 1 1 d . . . . .
C5 C 0.1683(5) 0.7984(5) 0.4609(4) 0.046(2) Uani 1 1 d . . . . .
H5B H 0.1314 0.7604 0.4680 0.055 Uiso 1 1 calc R U . . .
C6 C 0.2194(5) 0.8196(5) 0.5192(5) 0.052(2) Uani 1 1 d . . . . .
C7 C 0.2750(5) 0.8761(5) 0.5051(5) 0.050(2) Uani 1 1 d . . . . .
C8 C 0.2775(5) 0.9089(5) 0.4359(5) 0.050(2) Uani 1 1 d . . . . .
H8C H 0.3145 0.9464 0.4278 0.060 Uiso 1 1 calc R U . . .
C9 C 0.2269(5) 0.8878(4) 0.3784(5) 0.048(2) Uani 1 1 d . . . . .
H9A H 0.2297 0.9098 0.3318 0.058 Uiso 1 1 calc R U . . .
C10 C 0.3285(5) 0.9034(5) 0.5676(5) 0.054(2) Uani 1 1 d . . . . .
C11 C 0.4063(6) 0.9137(5) 0.5541(6) 0.063(3) Uani 1 1 d . . . . .
C12 C 0.4565(5) 0.9417(5) 0.6121(6) 0.059(2) Uani 1 1 d . . . . .
H12A H 0.5080 0.9485 0.6045 0.071 Uiso 1 1 calc R U . . .
C13 C 0.4303(6) 0.9587(5) 0.6787(5) 0.057(2) Uani 1 1 d . . . . .
C14 C 0.3537(6) 0.9481(5) 0.6923(6) 0.069(3) Uani 1 1 d . . . . .
H14A H 0.3363 0.9583 0.7387 0.082 Uiso 1 1 calc R U . . .
C15 C 0.3047(6) 0.9223(5) 0.6359(5) 0.062(2) Uani 1 1 d . . . . .
H15A H 0.2531 0.9173 0.6441 0.074 Uiso 1 1 calc R U . . .
C16 C 0.4912(6) 0.9613(6) 0.8073(6) 0.070(3) Uani 1 1 d . . . . .
H16A H 0.4681 0.9181 0.8278 0.084 Uiso 1 1 calc R U . . .
C17 C 0.5425(6) 1.0115(5) 0.8424(5) 0.063(3) Uani 1 1 d . . . . .
H17A H 0.5624 1.0068 0.8910 0.076 Uiso 1 1 calc R U . . .
C18 C 0.5229(6) 1.0531(5) 0.7299(5) 0.062(3) Uani 1 1 d . . . . .
H18A H 0.5258 1.0824 0.6870 0.074 Uiso 1 1 calc R U . . .
C19 C -0.0074(5) 0.5927(5) 0.1734(4) 0.0449(19) Uani 1 1 d . . . . .
H19A H 0.0119 0.6315 0.1437 0.054 Uiso 1 1 calc R U . . .
C20 C -0.0705(5) 0.5332(5) 0.2529(5) 0.060(2) Uani 1 1 d . . . . .
H20A H -0.1045 0.5236 0.2891 0.073 Uiso 1 1 calc R U . . .
C21 C -0.0251(6) 0.4797(5) 0.2257(6) 0.070(3) Uani 1 1 d . . . . .
H21A H -0.0215 0.4271 0.2389 0.084 Uiso 1 1 calc R U . . .
C22 C 0.0729(5) 0.4860(5) 0.1310(4) 0.0457(19) Uani 1 1 d . . . . .
C23 C 0.1208(5) 0.4282(5) 0.1596(5) 0.059(2) Uani 1 1 d . . . . .
H23A H 0.1142 0.4093 0.2069 0.071 Uiso 1 1 calc R U . . .
C24 C 0.1789(5) 0.3973(5) 0.1195(5) 0.057(2) Uani 1 1 d . . . . .
C25 C 0.1865(5) 0.4242(5) 0.0476(5) 0.046(2) Uani 1 1 d . . . . .
C26 C 0.1390(5) 0.4843(5) 0.0208(5) 0.050(2) Uani 1 1 d . . . . .
H26A H 0.1454 0.5042 -0.0261 0.060 Uiso 1 1 calc R U . . .
C27 C 0.0827(5) 0.5153(5) 0.0620(5) 0.050(2) Uani 1 1 d . . . . .
H27A H 0.0517 0.5556 0.0430 0.060 Uiso 1 1 calc R U . . .
C28 C 0.2442(5) 0.3935(4) -0.0001(4) 0.0455(19) Uani 1 1 d . . . . .
C29 C 0.2260(5) 0.3840(5) -0.0743(5) 0.051(2) Uani 1 1 d . . . . .
H29A H 0.1771 0.3980 -0.0926 0.062 Uiso 1 1 calc R U . . .
C30 C 0.2767(5) 0.3544(5) -0.1239(5) 0.053(2) Uani 1 1 d . . . . .
H30A H 0.2622 0.3495 -0.1739 0.063 Uiso 1 1 calc R U . . .
C31 C 0.3481(4) 0.3329(5) -0.0969(4) 0.0456(19) Uani 1 1 d . . . . .
C32 C 0.3691(6) 0.3447(7) -0.0253(5) 0.076(3) Uani 1 1 d . . . . .
H32A H 0.4187 0.3323 -0.0082 0.091 Uiso 1 1 calc R U . . .
C33 C 0.3194(5) 0.3747(6) 0.0244(5) 0.063(3) Uani 1 1 d . . . . .
C34 C 0.3924(6) 0.3033(8) -0.2208(5) 0.089(4) Uani 1 1 d . . . . .
H34A H 0.3536 0.3272 -0.2500 0.106 Uiso 1 1 calc R U . . .
C35 C 0.4536(6) 0.2654(7) -0.2441(5) 0.082(3) Uani 1 1 d . . . . .
H35A H 0.4638 0.2579 -0.2933 0.098 Uiso 1 1 calc R U . . .
C36 C 0.4640(5) 0.2633(5) -0.1280(5) 0.048(2) Uani 1 1 d . . . . .
H36A H 0.4828 0.2558 -0.0794 0.058 Uiso 1 1 calc R U . . .
C37 C -0.1836(5) 0.6670(4) 0.3639(4) 0.0406(18) Uani 1 1 d . . . . .
C38 C -0.1343(5) 0.7196(5) 0.6321(4) 0.0448(19) Uani 1 1 d . . . . .
C39 C -0.2070(5) 0.6583(4) 0.4405(4) 0.0419(18) Uani 1 1 d . . . . .
C40 C -0.1611(5) 0.6885(4) 0.4989(4) 0.0446(19) Uani 1 1 d . . . . .
H40A H -0.1154 0.7133 0.4898 0.054 Uiso 1 1 calc R U . . .
C41 C -0.1830(5) 0.6818(5) 0.5711(4) 0.0449(19) Uani 1 1 d . . . . .
C42 C -0.2516(5) 0.6470(5) 0.5857(5) 0.052(2) Uani 1 1 d . . . . .
H42A H -0.2674 0.6440 0.6336 0.062 Uiso 1 1 calc R U . . .
C43 C -0.2964(5) 0.6164(5) 0.5260(5) 0.057(2) Uani 1 1 d . . . . .
C44 C -0.2758(5) 0.6234(5) 0.4552(4) 0.054(2) Uani 1 1 d . . . . .
H44A H -0.3081 0.6046 0.4165 0.065 Uiso 1 1 calc R U . . .
C45 C 0.6452(5) 0.2400(5) -0.3024(4) 0.047(2) Uani 1 1 d . . . . .
C46 C 0.6737(5) 0.3584(5) -0.5506(4) 0.051(2) Uani 1 1 d . . . . .
C47 C 0.6851(4) 0.2958(4) -0.3517(4) 0.0410(18) Uani 1 1 d . . . . .
C48 C 0.6602(5) 0.3033(4) -0.4243(4) 0.0421(18) Uani 1 1 d . . . . .
H48A H 0.6182 0.2746 -0.4429 0.050 Uiso 1 1 calc R U . . .
C49 C 0.6973(4) 0.3532(4) -0.4701(4) 0.0425(19) Uani 1 1 d . . . . .
C50 C 0.7591(5) 0.3985(5) -0.4428(5) 0.052(2) Uani 1 1 d . . . . .
H50A H 0.7830 0.4334 -0.4733 0.062 Uiso 1 1 calc R U . . .
C51 C 0.7836(5) 0.3904(5) -0.3698(5) 0.059(2) Uani 1 1 d . . . . .
C52 C 0.7462(5) 0.3387(5) -0.3231(5) 0.053(2) Uani 1 1 d . . . . .
H52A H 0.7628 0.3339 -0.2736 0.063 Uiso 1 1 calc R U . . .
Br1 Br -0.39010(7) 0.57018(9) 0.54634(7) 0.0972(5) Uani 1 1 d . . . . .
Br2 Br 0.86897(8) 0.44720(8) -0.33197(7) 0.1020(5) 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
Zn1 O1 1.952(5) . ?
Zn1 O4 1.970(5) 4_575 ?
Zn1 N6 2.009(7) . ?
Zn1 N1 2.019(6) . ?
Zn1 C38 2.600(8) 4_575 ?
Zn2 O5 1.951(6) . ?
Zn2 O7 1.956(6) 4_566 ?
Zn2 N5 1.991(7) 1_544 ?
Zn2 N10 2.035(6) . ?
O1 C37 1.277(9) . ?
O2 C37 1.239(9) . ?
O3 C38 1.239(10) . ?
O4 C38 1.257(9) . ?
O4 Zn1 1.970(5) 4_576 ?
O5 C45 1.270(9) . ?
O6 C45 1.239(10) . ?
O7 C46 1.264(10) . ?
O7 Zn2 1.956(6) 4_565 ?
O8 C46 1.228(10) . ?
O9 H9B 0.8500 . ?
O9 H9C 0.8499 . ?
N1 C3 1.315(9) . ?
N1 C1 1.358(10) . ?
N2 C2 1.355(10) . ?
N2 C3 1.359(10) . ?
N2 C4 1.436(9) . ?
N3 C6 1.431(13) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N3A C11 1.49(3) . ?
N3A H3AA 0.8600 . ?
N3A H3AB 0.8600 . ?
N4 C18 1.347(11) . ?
N4 C16 1.379(12) . ?
N4 C13 1.404(10) . ?
N5 C18 1.325(10) . ?
N5 C17 1.376(11) . ?
N5 Zn2 1.991(7) 1_566 ?
N6 C19 1.311(10) . ?
N6 C20 1.378(11) . ?
N7 C19 1.338(10) . ?
N7 C21 1.388(11) . ?
N7 C22 1.413(10) . ?
N8 C24 1.401(14) . ?
N8 H8A 0.8600 . ?
N8 H8B 0.8600 . ?
N8A C33 1.35(2) . ?
N8A H8AA 0.8600 . ?
N8A H8AB 0.8600 . ?
N9 C36 1.324(10) . ?
N9 C34 1.349(12) . ?
N9 C31 1.423(10) . ?
N10 C36 1.295(10) . ?
N10 C35 1.371(11) . ?
C1 C2 1.347(11) . ?
C1 H1A 0.9300 . ?
C2 H2A 0.9300 . ?
C3 H3C 0.9300 . ?
C4 C9 1.380(11) . ?
C4 C5 1.382(11) . ?
C5 C6 1.391(11) . ?
C5 H5B 0.9300 . ?
C6 C7 1.407(12) . ?
C7 C8 1.378(12) . ?
C7 C10 1.499(11) . ?
C8 C9 1.373(11) . ?
C8 H8C 0.9300 . ?
C9 H9A 0.9300 . ?
C10 C15 1.370(13) . ?
C10 C11 1.413(13) . ?
C11 C12 1.413(12) . ?
C12 C13 1.351(13) . ?
C12 H12A 0.9300 . ?
C13 C14 1.393(14) . ?
C14 C15 1.368(13) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.369(13) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.326(13) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 C27 1.368(11) . ?
C22 C23 1.376(12) . ?
C23 C24 1.393(12) . ?
C23 H23A 0.9300 . ?
C24 C25 1.397(12) . ?
C25 C26 1.388(11) . ?
C25 C28 1.470(11) . ?
C26 C27 1.382(11) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 C29 1.373(11) . ?
C28 C33 1.402(12) . ?
C29 C30 1.400(11) . ?
C29 H29A 0.9300 . ?
C30 C31 1.365(11) . ?
C30 H30A 0.9300 . ?
C31 C32 1.343(12) . ?
C32 C33 1.390(12) . ?
C32 H32A 0.9300 . ?
C34 C35 1.344(13) . ?
C34 H34A 0.9300 . ?
C35 H35A 0.9300 . ?
C36 H36A 0.9300 . ?
C37 C39 1.482(10) . ?
C38 C41 1.500(11) . ?
C38 Zn1 2.600(8) 4_576 ?
C39 C44 1.388(11) . ?
C39 C40 1.389(11) . ?
C40 C41 1.393(11) . ?
C40 H40A 0.9300 . ?
C41 C42 1.383(11) . ?
C42 C43 1.398(12) . ?
C42 H42A 0.9300 . ?
C43 C44 1.360(12) . ?
C43 Br1 1.881(9) . ?
C44 H44A 0.9300 . ?
C45 C47 1.508(11) . ?
C46 C49 1.494(11) . ?
C47 C48 1.367(10) . ?
C47 C52 1.372(11) . ?
C48 C49 1.382(11) . ?
C48 H48A 0.9300 . ?
C49 C50 1.396(11) . ?
C50 C51 1.375(11) . ?
C50 H50A 0.9300 . ?
C51 C52 1.411(12) . ?
C51 Br2 1.878(8) . ?
C52 H52A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O4 112.0(2) . 4_575 ?
O1 Zn1 N6 106.5(3) . . ?
O4 Zn1 N6 122.1(2) 4_575 . ?
O1 Zn1 N1 100.9(2) . . ?
O4 Zn1 N1 110.0(2) 4_575 . ?
N6 Zn1 N1 103.0(3) . . ?
O1 Zn1 C38 139.6(3) . 4_575 ?
O4 Zn1 C38 27.8(2) 4_575 4_575 ?
N6 Zn1 C38 101.8(3) . 4_575 ?
N1 Zn1 C38 100.0(3) . 4_575 ?
O5 Zn2 O7 113.0(2) . 4_566 ?
O5 Zn2 N5 124.1(3) . 1_544 ?
O7 Zn2 N5 109.3(3) 4_566 1_544 ?
O5 Zn2 N10 108.5(3) . . ?
O7 Zn2 N10 96.2(3) 4_566 . ?
N5 Zn2 N10 101.3(3) 1_544 . ?
C37 O1 Zn1 117.3(5) . . ?
C38 O4 Zn1 105.2(5) . 4_576 ?
C45 O5 Zn2 108.3(5) . . ?
C46 O7 Zn2 112.1(5) . 4_565 ?
H9B O9 H9C 103.4 . . ?
C3 N1 C1 105.5(6) . . ?
C3 N1 Zn1 126.0(5) . . ?
C1 N1 Zn1 128.2(5) . . ?
C2 N2 C3 106.9(6) . . ?
C2 N2 C4 127.5(7) . . ?
C3 N2 C4 125.6(7) . . ?
C6 N3 H3A 120.0 . . ?
C6 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C11 N3A H3AA 120.0 . . ?
C11 N3A H3AB 120.0 . . ?
H3AA N3A H3AB 120.0 . . ?
C18 N4 C16 107.4(7) . . ?
C18 N4 C13 124.1(8) . . ?
C16 N4 C13 128.2(8) . . ?
C18 N5 C17 106.7(7) . . ?
C18 N5 Zn2 122.8(6) . 1_566 ?
C17 N5 Zn2 127.0(6) . 1_566 ?
C19 N6 C20 104.7(7) . . ?
C19 N6 Zn1 123.0(6) . . ?
C20 N6 Zn1 129.2(6) . . ?
C19 N7 C21 106.3(7) . . ?
C19 N7 C22 126.4(7) . . ?
C21 N7 C22 127.2(7) . . ?
C24 N8 H8A 120.0 . . ?
C24 N8 H8B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C33 N8A H8AA 120.0 . . ?
C33 N8A H8AB 120.0 . . ?
H8AA N8A H8AB 120.0 . . ?
C36 N9 C34 106.9(7) . . ?
C36 N9 C31 126.4(7) . . ?
C34 N9 C31 126.6(7) . . ?
C36 N10 C35 104.2(7) . . ?
C36 N10 Zn2 125.4(6) . . ?
C35 N10 Zn2 130.5(6) . . ?
C2 C1 N1 110.5(7) . . ?
C2 C1 H1A 124.8 . . ?
N1 C1 H1A 124.8 . . ?
C1 C2 N2 106.3(7) . . ?
C1 C2 H2A 126.9 . . ?
N2 C2 H2A 126.9 . . ?
N1 C3 N2 110.9(7) . . ?
N1 C3 H3C 124.6 . . ?
N2 C3 H3C 124.6 . . ?
C9 C4 C5 121.7(7) . . ?
C9 C4 N2 118.7(7) . . ?
C5 C4 N2 119.5(7) . . ?
C4 C5 C6 120.7(8) . . ?
C4 C5 H5B 119.7 . . ?
C6 C5 H5B 119.7 . . ?
C5 C6 C7 117.4(8) . . ?
C5 C6 N3 116.2(8) . . ?
C7 C6 N3 126.3(8) . . ?
C8 C7 C6 120.5(7) . . ?
C8 C7 C10 120.6(8) . . ?
C6 C7 C10 118.9(8) . . ?
C9 C8 C7 121.9(8) . . ?
C9 C8 H8C 119.0 . . ?
C7 C8 H8C 119.0 . . ?
C8 C9 C4 117.8(8) . . ?
C8 C9 H9A 121.1 . . ?
C4 C9 H9A 121.1 . . ?
C15 C10 C11 118.7(8) . . ?
C15 C10 C7 123.0(8) . . ?
C11 C10 C7 118.2(9) . . ?
C10 C11 C12 118.4(9) . . ?
C10 C11 N3A 126.4(12) . . ?
C12 C11 N3A 114.9(12) . . ?
C13 C12 C11 120.5(9) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 121.2(8) . . ?
C12 C13 N4 119.8(9) . . ?
C14 C13 N4 119.0(9) . . ?
C15 C14 C13 118.5(10) . . ?
C15 C14 H14A 120.8 . . ?
C13 C14 H14A 120.8 . . ?
C14 C15 C10 122.7(10) . . ?
C14 C15 H15A 118.7 . . ?
C10 C15 H15A 118.7 . . ?
C17 C16 N4 106.3(8) . . ?
C17 C16 H16A 126.9 . . ?
N4 C16 H16A 126.9 . . ?
C16 C17 N5 108.8(8) . . ?
C16 C17 H17A 125.6 . . ?
N5 C17 H17A 125.6 . . ?
N5 C18 N4 110.8(8) . . ?
N5 C18 H18A 124.6 . . ?
N4 C18 H18A 124.6 . . ?
N6 C19 N7 112.2(7) . . ?
N6 C19 H19A 123.9 . . ?
N7 C19 H19A 123.9 . . ?
C21 C20 N6 110.7(8) . . ?
C21 C20 H20A 124.6 . . ?
N6 C20 H20A 124.6 . . ?
C20 C21 N7 106.1(8) . . ?
C20 C21 H21A 127.0 . . ?
N7 C21 H21A 127.0 . . ?
C27 C22 C23 119.9(8) . . ?
C27 C22 N7 119.5(8) . . ?
C23 C22 N7 120.5(8) . . ?
C22 C23 C24 121.5(8) . . ?
C22 C23 H23A 119.2 . . ?
C24 C23 H23A 119.2 . . ?
C23 C24 C25 118.7(8) . . ?
C23 C24 N8 116.6(9) . . ?
C25 C24 N8 124.2(9) . . ?
C26 C25 C24 118.6(8) . . ?
C26 C25 C28 118.5(7) . . ?
C24 C25 C28 122.9(8) . . ?
C27 C26 C25 121.8(8) . . ?
C27 C26 H26A 119.1 . . ?
C25 C26 H26A 119.1 . . ?
C22 C27 C26 119.3(8) . . ?
C22 C27 H27A 120.3 . . ?
C26 C27 H27A 120.3 . . ?
C29 C28 C33 116.1(8) . . ?
C29 C28 C25 119.5(8) . . ?
C33 C28 C25 124.4(7) . . ?
C28 C29 C30 123.7(8) . . ?
C28 C29 H29A 118.2 . . ?
C30 C29 H29A 118.2 . . ?
C31 C30 C29 118.1(7) . . ?
C31 C30 H30A 120.9 . . ?
C29 C30 H30A 120.9 . . ?
C32 C31 C30 119.8(8) . . ?
C32 C31 N9 121.7(8) . . ?
C30 C31 N9 118.5(7) . . ?
C31 C32 C33 122.5(9) . . ?
C31 C32 H32A 118.7 . . ?
C33 C32 H32A 118.7 . . ?
N8A C33 C32 119.0(11) . . ?
N8A C33 C28 118.7(11) . . ?
C32 C33 C28 119.6(8) . . ?
C35 C34 N9 106.0(8) . . ?
C35 C34 H34A 127.0 . . ?
N9 C34 H34A 127.0 . . ?
C34 C35 N10 110.0(9) . . ?
C34 C35 H35A 125.0 . . ?
N10 C35 H35A 125.0 . . ?
N10 C36 N9 112.9(7) . . ?
N10 C36 H36A 123.5 . . ?
N9 C36 H36A 123.5 . . ?
O2 C37 O1 122.2(7) . . ?
O2 C37 C39 121.0(7) . . ?
O1 C37 C39 116.8(7) . . ?
O3 C38 O4 122.8(8) . . ?
O3 C38 C41 119.3(7) . . ?
O4 C38 C41 117.9(8) . . ?
O3 C38 Zn1 76.2(5) . 4_576 ?
O4 C38 Zn1 47.0(4) . 4_576 ?
C41 C38 Zn1 163.2(6) . 4_576 ?
C44 C39 C40 118.9(7) . . ?
C44 C39 C37 121.3(7) . . ?
C40 C39 C37 119.8(7) . . ?
C39 C40 C41 120.3(8) . . ?
C39 C40 H40A 119.9 . . ?
C41 C40 H40A 119.9 . . ?
C42 C41 C40 120.8(7) . . ?
C42 C41 C38 120.4(7) . . ?
C40 C41 C38 118.6(7) . . ?
C41 C42 C43 117.6(8) . . ?
C41 C42 H42A 121.2 . . ?
C43 C42 H42A 121.2 . . ?
C44 C43 C42 122.0(8) . . ?
C44 C43 Br1 120.6(7) . . ?
C42 C43 Br1 117.3(7) . . ?
C43 C44 C39 120.3(8) . . ?
C43 C44 H44A 119.8 . . ?
C39 C44 H44A 119.8 . . ?
O6 C45 O5 124.4(8) . . ?
O6 C45 C47 118.3(7) . . ?
O5 C45 C47 117.2(8) . . ?
O8 C46 O7 124.4(8) . . ?
O8 C46 C49 119.2(8) . . ?
O7 C46 C49 116.4(7) . . ?
C48 C47 C52 120.5(7) . . ?
C48 C47 C45 119.8(7) . . ?
C52 C47 C45 119.6(7) . . ?
C47 C48 C49 120.2(7) . . ?
C47 C48 H48A 119.9 . . ?
C49 C48 H48A 119.9 . . ?
C48 C49 C50 120.8(7) . . ?
C48 C49 C46 120.8(7) . . ?
C50 C49 C46 118.3(8) . . ?
C51 C50 C49 118.3(8) . . ?
C51 C50 H50A 120.9 . . ?
C49 C50 H50A 120.9 . . ?
C50 C51 C52 120.9(8) . . ?
C50 C51 Br2 119.6(7) . . ?
C52 C51 Br2 119.6(6) . . ?
C47 C52 C51 119.2(7) . . ?
C47 C52 H52A 120.4 . . ?
C51 C52 H52A 120.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3A H3AA O6 0.86 2.64 3.35(3) 140.8 3_665
N8 H8A O4 0.86 2.45 3.227(13) 151.3 3_566
C1 H1A O3 0.93 2.53 3.094(10) 119.6 4_575
C9 H9A O9 0.93 2.42 3.337(14) 170.8 .
C18 H18A O6 0.93 2.38 3.044(12) 128.4 1_566
C19 H19A O3 0.93 2.52 3.046(10) 116.0 4_575
C20 H20A O9 0.93 2.70 3.387(14) 131.6 2_545
C30 H30A O2 0.93 2.53 3.454(10) 171.6 3_565
C34 H34A O2 0.93 2.51 3.403(11) 161.6 3_565
C35 H35A O6 0.93 2.49 3.081(12) 121.5 .
O9 H9B O8 0.85 2.37 2.824(13) 114.3 2_654

_refine_diff_density_max         1.438
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.128


_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1465225'
_audit_update_record             
;
2016-04-25 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Zn(1,3-BDC)(nbimb)]n'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H17 N5 O6 Zn'
_chemical_formula_sum            'C26 H17 N5 O6 Zn'
_chemical_formula_weight         560.82

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   9.621(2)
_cell_length_b                   8.0719(19)
_cell_length_c                   31.219(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.956(7)
_cell_angle_gamma                90
_cell_volume                     2387.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9538
_cell_measurement_theta_min      3.0127
_cell_measurement_theta_max      27.4932

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   0.684
_exptl_transmission_factor_max   0.723
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    1.083
_shelx_estimated_absorpt_T_min   0.671
_shelx_estimated_absorpt_T_max   0.737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'multiwire proportional'
_diffrn_detector_area_resol_mean 'phi and omega scans'
_diffrn_reflns_number            18503
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.149
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4206
_reflns_number_gt                3760
_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       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL-2014/7
_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)+(0.0393P)²+25.7122P] 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         4206
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0798
_refine_ls_wR_factor_ref         0.1901
_refine_ls_wR_factor_gt          0.1862
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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
Zn1 Zn 0.23247(8) 0.28665(11) -0.04833(2) 0.0307(2) Uani 1 1 d . . . . .
O1 O 0.2645(11) 0.2390(10) 0.2624(3) 0.106(3) Uani 1 1 d . . . . .
O2 O 0.0803(9) 0.2494(9) 0.2945(3) 0.088(2) Uani 1 1 d . . . . .
O3 O 0.0743(5) 0.1521(6) -0.07486(18) 0.0417(13) Uani 1 1 d . . . . .
O4 O -0.0470(5) 0.3005(8) -0.03436(17) 0.0488(14) Uani 1 1 d . . . . .
O5 O -0.5839(5) 0.2037(8) -0.05984(17) 0.0529(15) Uani 1 1 d . . . . .
O6 O -0.6675(6) 0.2139(9) -0.13079(19) 0.0597(17) Uani 1 1 d . . . . .
N1 N 0.2967(6) 0.3039(8) 0.01602(18) 0.0355(14) Uani 1 1 d . . . . .
N2 N 0.3255(6) 0.3637(8) 0.08541(17) 0.0352(14) Uani 1 1 d . . . . .
N3 N 0.1742(10) 0.3169(10) 0.2793(2) 0.062(2) Uani 1 1 d . . . . .
N4 N 0.1874(6) 0.8000(7) 0.37246(17) 0.0314(12) Uani 1 1 d . . . . .
N5 N 0.1984(6) 0.9862(8) 0.42435(18) 0.0331(13) Uani 1 1 d . . . . .
C1 C 0.4290(8) 0.2561(12) 0.0356(2) 0.051(2) Uani 1 1 d . . . . .
H1A H 0.4970 0.2062 0.0215 0.062 Uiso 1 1 calc R U . . .
C2 C 0.4461(8) 0.2920(13) 0.0782(2) 0.055(2) Uani 1 1 d . . . . .
H2A H 0.5269 0.2711 0.0991 0.066 Uiso 1 1 calc R U . . .
C3 C 0.2361(7) 0.3661(9) 0.0469(2) 0.0337(16) Uani 1 1 d . . . . .
H3A H 0.1431 0.4067 0.0429 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2981(8) 0.4217(9) 0.1266(2) 0.0354(16) Uani 1 1 d . . . . .
C5 C 0.4060(9) 0.4916(12) 0.1555(3) 0.055(2) Uani 1 1 d . . . . .
H5A H 0.4950 0.5047 0.1474 0.065 Uiso 1 1 calc R U . . .
C6 C 0.3864(9) 0.5426(13) 0.1959(3) 0.060(3) Uani 1 1 d . . . . .
H6A H 0.4623 0.5868 0.2156 0.072 Uiso 1 1 calc R U . . .
C7 C 0.2551(8) 0.5289(10) 0.2075(2) 0.0386(17) Uani 1 1 d . . . . .
C8 C 0.1470(9) 0.4641(13) 0.1783(3) 0.058(3) Uani 1 1 d . . . . .
H8A H 0.0565 0.4569 0.1856 0.070 Uiso 1 1 calc R U . . .
C9 C 0.1688(9) 0.4084(12) 0.1378(3) 0.052(2) Uani 1 1 d . . . . .
H9A H 0.0938 0.3617 0.1182 0.062 Uiso 1 1 calc R U . . .
C10 C 0.2326(8) 0.5921(10) 0.2509(2) 0.0412(18) Uani 1 1 d . . . . .
C11 C 0.1944(7) 0.4980(9) 0.2839(2) 0.0359(16) Uani 1 1 d . . . . .
C12 C 0.1748(7) 0.5623(9) 0.3234(2) 0.0323(15) Uani 1 1 d . . . . .
H12A H 0.1477 0.4935 0.3449 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1959(7) 0.7307(9) 0.3309(2) 0.0321(15) Uani 1 1 d . . . . .
C14 C 0.2343(11) 0.8282(11) 0.2989(3) 0.061(3) Uani 1 1 d . . . . .
H14A H 0.2507 0.9420 0.3039 0.073 Uiso 1 1 calc R U . . .
C15 C 0.2491(12) 0.7601(11) 0.2592(3) 0.063(3) Uani 1 1 d . . . . .
H15A H 0.2711 0.8300 0.2372 0.076 Uiso 1 1 calc R U . . .
C16 C 0.2028(7) 0.9617(9) 0.3830(2) 0.0302(15) Uani 1 1 d . . . . .
H16A H 0.2152 1.0462 0.3633 0.036 Uiso 1 1 calc R U . . .
C17 C 0.1692(8) 0.7169(10) 0.4099(2) 0.0385(17) Uani 1 1 d . . . . .
H17A H 0.1557 0.6024 0.4130 0.046 Uiso 1 1 calc R U . . .
C18 C 0.1748(7) 0.8334(9) 0.4410(2) 0.0344(16) Uani 1 1 d . . . . .
H18A H 0.1640 0.8131 0.4699 0.041 Uiso 1 1 calc R U . . .
C19 C -0.0421(7) 0.2014(10) -0.0641(2) 0.0365(16) Uani 1 1 d . . . . .
C20 C -0.5724(8) 0.1834(9) -0.0997(2) 0.0384(17) Uani 1 1 d . . . . .
C21 C -0.1764(7) 0.1380(9) -0.0916(2) 0.0353(16) Uani 1 1 d . . . . .
C22 C -0.3069(7) 0.1747(8) -0.0807(2) 0.0307(15) Uani 1 1 d . . . . .
H22A H -0.3116 0.2290 -0.0543 0.037 Uiso 1 1 calc R U . . .
C23 C -0.4294(7) 0.1322(9) -0.1082(2) 0.0325(15) Uani 1 1 d . . . . .
C24 C -0.4226(8) 0.0455(10) -0.1466(2) 0.0387(17) Uani 1 1 d . . . . .
H24A H -0.5060 0.0177 -0.1657 0.046 Uiso 1 1 calc R U . . .
C25 C -0.2935(8) 0.0011(10) -0.1562(2) 0.0406(18) Uani 1 1 d . . . . .
H25A H -0.2886 -0.0624 -0.1811 0.049 Uiso 1 1 calc R U . . .
C26 C -0.1715(8) 0.0497(10) -0.1293(2) 0.0391(18) Uani 1 1 d . . . . .
H26A H -0.0836 0.0227 -0.1367 0.047 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 O3 1.935(5) . ?
Zn1 O5 1.979(5) 1_655 ?
Zn1 N1 2.002(6) . ?
Zn1 N5 2.024(6) 4_575 ?
O1 N3 1.258(11) . ?
O2 N3 1.221(10) . ?
O3 C19 1.287(8) . ?
O4 C19 1.233(9) . ?
O5 C20 1.280(9) . ?
O5 Zn1 1.979(5) 1_455 ?
O6 C20 1.237(9) . ?
N1 C3 1.311(8) . ?
N1 C1 1.368(9) . ?
N2 C2 1.350(10) . ?
N2 C3 1.352(8) . ?
N2 C4 1.436(8) . ?
N3 C11 1.479(11) . ?
N4 C16 1.348(9) . ?
N4 C17 1.385(9) . ?
N4 C13 1.429(8) . ?
N5 C16 1.314(8) . ?
N5 C18 1.373(9) . ?
N5 Zn1 2.024(6) 4_576 ?
C1 C2 1.345(11) . ?
C1 H1A 0.9400 . ?
C2 H2A 0.9400 . ?
C3 H3A 0.9400 . ?
C4 C9 1.353(11) . ?
C4 C5 1.373(11) . ?
C5 C6 1.369(11) . ?
C5 H5A 0.9400 . ?
C6 C7 1.378(11) . ?
C6 H6A 0.9400 . ?
C7 C8 1.363(11) . ?
C7 C10 1.497(10) . ?
C8 C9 1.391(11) . ?
C8 H8A 0.9400 . ?
C9 H9A 0.9400 . ?
C10 C11 1.381(10) . ?
C10 C15 1.385(12) . ?
C11 C12 1.381(10) . ?
C12 C13 1.388(10) . ?
C12 H12A 0.9400 . ?
C13 C14 1.372(10) . ?
C14 C15 1.386(11) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
C16 H16A 0.9400 . ?
C17 C18 1.346(10) . ?
C17 H17A 0.9400 . ?
C18 H18A 0.9400 . ?
C19 C21 1.512(10) . ?
C20 C23 1.503(9) . ?
C21 C26 1.386(10) . ?
C21 C22 1.388(9) . ?
C22 C23 1.376(10) . ?
C22 H22A 0.9400 . ?
C23 C24 1.398(10) . ?
C24 C25 1.375(10) . ?
C24 H24A 0.9400 . ?
C25 C26 1.376(10) . ?
C25 H25A 0.9400 . ?
C26 H26A 0.9400 . ?

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
O3 Zn1 O5 113.1(2) . 1_655 ?
O3 Zn1 N1 123.5(2) . . ?
O5 Zn1 N1 94.3(2) 1_655 . ?
O3 Zn1 N5 105.7(2) . 4_575 ?
O5 Zn1 N5 108.3(2) 1_655 4_575 ?
N1 Zn1 N5 111.1(2) . 4_575 ?
C19 O3 Zn1 111.8(5) . . ?
C20 O5 Zn1 116.8(5) . 1_455 ?
C3 N1 C1 106.1(6) . . ?
C3 N1 Zn1 131.7(5) . . ?
C1 N1 Zn1 122.0(5) . . ?
C2 N2 C3 107.0(6) . . ?
C2 N2 C4 125.8(6) . . ?
C3 N2 C4 127.2(6) . . ?
O2 N3 O1 123.4(9) . . ?
O2 N3 C11 119.8(8) . . ?
O1 N3 C11 116.5(8) . . ?
C16 N4 C17 106.7(6) . . ?
C16 N4 C13 125.5(6) . . ?
C17 N4 C13 127.7(6) . . ?
C16 N5 C18 105.8(6) . . ?
C16 N5 Zn1 121.3(5) . 4_576 ?
C18 N5 Zn1 132.8(4) . 4_576 ?
C2 C1 N1 109.0(7) . . ?
C2 C1 H1A 125.5 . . ?
N1 C1 H1A 125.5 . . ?
C1 C2 N2 107.2(7) . . ?
C1 C2 H2A 126.4 . . ?
N2 C2 H2A 126.4 . . ?
N1 C3 N2 110.7(6) . . ?
N1 C3 H3A 124.7 . . ?
N2 C3 H3A 124.7 . . ?
C9 C4 C5 119.2(7) . . ?
C9 C4 N2 121.6(7) . . ?
C5 C4 N2 119.2(7) . . ?
C6 C5 C4 121.3(8) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C7 119.8(8) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C8 C7 C6 118.9(7) . . ?
C8 C7 C10 121.5(7) . . ?
C6 C7 C10 119.6(7) . . ?
C7 C8 C9 121.0(8) . . ?
C7 C8 H8A 119.5 . . ?
C9 C8 H8A 119.5 . . ?
C4 C9 C8 119.9(8) . . ?
C4 C9 H9A 120.1 . . ?
C8 C9 H9A 120.1 . . ?
C11 C10 C15 115.7(7) . . ?
C11 C10 C7 126.0(7) . . ?
C15 C10 C7 118.3(7) . . ?
C12 C11 C10 123.8(7) . . ?
C12 C11 N3 115.1(7) . . ?
C10 C11 N3 121.1(7) . . ?
C11 C12 C13 118.6(7) . . ?
C11 C12 H12A 120.7 . . ?
C13 C12 H12A 120.7 . . ?
C14 C13 C12 119.4(7) . . ?
C14 C13 N4 120.1(7) . . ?
C12 C13 N4 120.4(6) . . ?
C13 C14 C15 120.3(8) . . ?
C13 C14 H14A 119.8 . . ?
C15 C14 H14A 119.8 . . ?
C10 C15 C14 122.1(8) . . ?
C10 C15 H15A 119.0 . . ?
C14 C15 H15A 119.0 . . ?
N5 C16 N4 111.4(6) . . ?
N5 C16 H16A 124.3 . . ?
N4 C16 H16A 124.3 . . ?
C18 C17 N4 105.9(7) . . ?
C18 C17 H17A 127.0 . . ?
N4 C17 H17A 127.0 . . ?
C17 C18 N5 110.1(6) . . ?
C17 C18 H18A 124.9 . . ?
N5 C18 H18A 124.9 . . ?
O4 C19 O3 123.0(7) . . ?
O4 C19 C21 120.5(6) . . ?
O3 C19 C21 116.4(6) . . ?
O6 C20 O5 124.1(7) . . ?
O6 C20 C23 119.5(7) . . ?
O5 C20 C23 116.2(6) . . ?
C26 C21 C22 119.0(7) . . ?
C26 C21 C19 120.3(6) . . ?
C22 C21 C19 120.6(6) . . ?
C23 C22 C21 120.4(6) . . ?
C23 C22 H22A 119.8 . . ?
C21 C22 H22A 119.8 . . ?
C22 C23 C24 119.9(6) . . ?
C22 C23 C20 122.2(6) . . ?
C24 C23 C20 117.8(6) . . ?
C25 C24 C23 119.7(7) . . ?
C25 C24 H24A 120.2 . . ?
C23 C24 H24A 120.2 . . ?
C24 C25 C26 120.0(7) . . ?
C24 C25 H25A 120.0 . . ?
C26 C25 H25A 120.0 . . ?
C25 C26 C21 120.9(6) . . ?
C25 C26 H26A 119.6 . . ?
C21 C26 H26A 119.6 . . ?

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
C3 N1 C1 C2 -0.5(10) . . . . ?
Zn1 N1 C1 C2 175.8(6) . . . . ?
N1 C1 C2 N2 -0.6(11) . . . . ?
C3 N2 C2 C1 1.5(10) . . . . ?
C4 N2 C2 C1 180.0(8) . . . . ?
C1 N1 C3 N2 1.5(9) . . . . ?
Zn1 N1 C3 N2 -174.3(5) . . . . ?
C2 N2 C3 N1 -1.9(9) . . . . ?
C4 N2 C3 N1 179.7(7) . . . . ?
C2 N2 C4 C9 -143.8(9) . . . . ?
C3 N2 C4 C9 34.4(12) . . . . ?
C2 N2 C4 C5 35.9(12) . . . . ?
C3 N2 C4 C5 -145.9(8) . . . . ?
C9 C4 C5 C6 2.3(14) . . . . ?
N2 C4 C5 C6 -177.4(9) . . . . ?
C4 C5 C6 C7 -2.1(16) . . . . ?
C5 C6 C7 C8 0.1(15) . . . . ?
C5 C6 C7 C10 -177.2(9) . . . . ?
C6 C7 C8 C9 1.7(15) . . . . ?
C10 C7 C8 C9 178.9(9) . . . . ?
C5 C4 C9 C8 -0.6(14) . . . . ?
N2 C4 C9 C8 179.1(8) . . . . ?
C7 C8 C9 C4 -1.5(15) . . . . ?
C8 C7 C10 C11 65.3(12) . . . . ?
C6 C7 C10 C11 -117.5(10) . . . . ?
C8 C7 C10 C15 -113.9(11) . . . . ?
C6 C7 C10 C15 63.3(12) . . . . ?
C15 C10 C11 C12 -0.8(12) . . . . ?
C7 C10 C11 C12 -180.0(7) . . . . ?
C15 C10 C11 N3 -179.6(8) . . . . ?
C7 C10 C11 N3 1.2(12) . . . . ?
O2 N3 C11 C12 38.3(12) . . . . ?
O1 N3 C11 C12 -135.9(8) . . . . ?
O2 N3 C11 C10 -142.7(9) . . . . ?
O1 N3 C11 C10 43.0(12) . . . . ?
C10 C11 C12 C13 -0.8(11) . . . . ?
N3 C11 C12 C13 178.1(7) . . . . ?
C11 C12 C13 C14 0.6(11) . . . . ?
C11 C12 C13 N4 -175.2(6) . . . . ?
C16 N4 C13 C14 5.9(11) . . . . ?
C17 N4 C13 C14 -170.6(8) . . . . ?
C16 N4 C13 C12 -178.4(6) . . . . ?
C17 N4 C13 C12 5.1(10) . . . . ?
C12 C13 C14 C15 1.3(14) . . . . ?
N4 C13 C14 C15 177.0(9) . . . . ?
C11 C10 C15 C14 2.7(15) . . . . ?
C7 C10 C15 C14 -178.1(9) . . . . ?
C13 C14 C15 C10 -3.0(17) . . . . ?
C18 N5 C16 N4 -1.8(8) . . . . ?
Zn1 N5 C16 N4 175.5(4) 4_576 . . . ?
C17 N4 C16 N5 1.2(8) . . . . ?
C13 N4 C16 N5 -175.9(6) . . . . ?
C16 N4 C17 C18 0.0(8) . . . . ?
C13 N4 C17 C18 177.0(6) . . . . ?
N4 C17 C18 N5 -1.1(8) . . . . ?
C16 N5 C18 C17 1.8(8) . . . . ?
Zn1 N5 C18 C17 -175.1(5) 4_576 . . . ?
Zn1 O3 C19 O4 -12.8(9) . . . . ?
Zn1 O3 C19 C21 164.1(5) . . . . ?
Zn1 O5 C20 O6 0.8(11) 1_455 . . . ?
Zn1 O5 C20 C23 175.7(5) 1_455 . . . ?
O4 C19 C21 C26 169.0(7) . . . . ?
O3 C19 C21 C26 -8.1(11) . . . . ?
O4 C19 C21 C22 -7.6(11) . . . . ?
O3 C19 C21 C22 175.4(7) . . . . ?
C26 C21 C22 C23 -3.6(11) . . . . ?
C19 C21 C22 C23 173.0(7) . . . . ?
C21 C22 C23 C24 2.6(11) . . . . ?
C21 C22 C23 C20 -174.2(7) . . . . ?
O6 C20 C23 C22 146.5(8) . . . . ?
O5 C20 C23 C22 -28.6(11) . . . . ?
O6 C20 C23 C24 -30.4(11) . . . . ?
O5 C20 C23 C24 154.5(7) . . . . ?
C22 C23 C24 C25 1.0(11) . . . . ?
C20 C23 C24 C25 177.9(7) . . . . ?
C23 C24 C25 C26 -3.5(12) . . . . ?
C24 C25 C26 C21 2.5(13) . . . . ?
C22 C21 C26 C25 1.1(12) . . . . ?
C19 C21 C26 C25 -175.5(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O5 0.94 2.52 2.990(9) 110.9 1_655
C3 H3A O4 0.94 2.54 3.234(9) 131.4 3_565
C12 H12A O6 0.94 2.46 2.927(9) 110.3 4_666
C16 H16A O6 0.94 2.23 2.964(9) 134.0 4_676
C17 H17A O3 0.94 2.25 3.175(9) 166.2 4_566
C18 H18A O4 0.94 2.47 3.365(9) 158.4 2

_refine_diff_density_max         0.866
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.100


_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1465226'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Zn(5-Br-1,3-BDC)(nbimb)]?H2O}n'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 Br N5 O6 Zn'
_chemical_formula_sum            'C26 H16 Br N5 O6 Zn'
_chemical_formula_weight         639.72

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   8.0634(4)
_cell_length_b                   9.6521(5)
_cell_length_c                   31.5031(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2451.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9860
_cell_measurement_theta_min      2.475
_cell_measurement_theta_max      27.526

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.686
_shelx_estimated_absorpt_T_min   0.413
_shelx_estimated_absorpt_T_max   0.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_T_max  0.584
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27993
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.293
_diffrn_reflns_theta_max         27.598
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5666
_reflns_number_gt                5451
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0215P)²+3.6742P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.042(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5666
_refine_ls_number_parameters     353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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 0.71776(7) 0.62826(5) 0.79421(2) 0.02376(11) Uani 1 1 d . . . . .
Br1 Br 1.12130(8) 0.20445(6) 0.94728(2) 0.04646(15) Uani 1 1 d . . . . .
O1 O -0.2307(6) 0.4914(7) 0.9468(2) 0.097(2) Uani 1 1 d . . . . .
O2 O -0.2229(7) 0.6345(8) 0.9968(2) 0.099(2) Uani 1 1 d . . . . .
O3 O 0.8461(5) 0.4782(3) 0.81777(11) 0.0380(8) Uani 1 1 d . . . . .
O4 O 0.7190(6) 0.3311(4) 0.77434(12) 0.0496(10) Uani 1 1 d . . . . .
O5 O 0.8481(5) -0.2398(3) 0.86947(12) 0.0450(10) Uani 1 1 d . . . . .
O6 O 0.7982(5) -0.1807(3) 0.80303(10) 0.0434(9) Uani 1 1 d . . . . .
N1 N 0.4971(5) 0.6265(4) 0.82584(10) 0.0271(7) Uani 1 1 d . . . . .
N2 N 0.3215(4) 0.6058(4) 0.87870(10) 0.0242(8) Uani 1 1 d . . . . .
N3 N -0.1556(5) 0.5689(5) 0.97126(13) 0.0396(10) Uani 1 1 d . . . . .
N4 N -0.1024(5) 0.3569(4) 1.16518(10) 0.0281(8) Uani 1 1 d . . . . .
N5 N -0.1773(5) 0.3466(4) 1.23187(11) 0.0282(8) Uani 1 1 d . . . . .
C1 C 0.3387(6) 0.6473(5) 0.81060(13) 0.0325(10) Uani 1 1 d . . . . .
H1A H 0.3120 0.6675 0.7826 0.039 Uiso 1 1 calc R U . . .
C2 C 0.2287(6) 0.6338(5) 0.84242(13) 0.0335(10) Uani 1 1 d . . . . .
H2A H 0.1140 0.6417 0.8406 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4820(5) 0.6035(4) 0.86697(13) 0.0264(9) Uani 1 1 d . . . . .
H3A H 0.5703 0.5878 0.8853 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2563(5) 0.5827(4) 0.92066(12) 0.0229(8) Uani 1 1 d . . . . .
C5 C 0.0897(6) 0.5946(4) 0.92760(14) 0.0276(9) Uani 1 1 d . . . . .
H5A H 0.0188 0.6205 0.9057 0.033 Uiso 1 1 calc R U . . .
C6 C 0.0279(6) 0.5673(5) 0.96806(15) 0.0278(9) Uani 1 1 d . . . . .
C7 C 0.1270(6) 0.5309(5) 1.00214(13) 0.0272(9) Uani 1 1 d . . . . .
C8 C 0.2963(7) 0.5221(5) 0.99364(14) 0.0355(10) Uani 1 1 d . . . . .
H8A H 0.3678 0.4981 1.0156 0.043 Uiso 1 1 calc R U . . .
C9 C 0.3618(5) 0.5473(5) 0.95403(14) 0.0316(10) Uani 1 1 d . . . . .
H9A H 0.4756 0.5409 0.9496 0.038 Uiso 1 1 calc R U . . .
C10 C 0.0670(6) 0.4899(5) 1.04534(14) 0.0300(10) Uani 1 1 d . . . . .
C11 C 0.0995(6) 0.3576(5) 1.05995(13) 0.0324(9) Uani 1 1 d . . . . .
H11A H 0.1584 0.2965 1.0428 0.039 Uiso 1 1 calc R U . . .
C12 C 0.0466(6) 0.3144(5) 1.09947(15) 0.0325(10) Uani 1 1 d . . . . .
H12A H 0.0689 0.2250 1.1088 0.039 Uiso 1 1 calc R U . . .
C13 C -0.0401(6) 0.4055(5) 1.12505(13) 0.0282(9) Uani 1 1 d . . . . .
C14 C -0.0707(7) 0.5395(5) 1.11188(15) 0.0380(12) Uani 1 1 d . . . . .
H14A H -0.1274 0.6008 1.1294 0.046 Uiso 1 1 calc R U . . .
C15 C -0.0162(7) 0.5816(5) 1.07233(15) 0.0389(12) Uani 1 1 d . . . . .
H15A H -0.0351 0.6722 1.0635 0.047 Uiso 1 1 calc R U . . .
C16 C -0.1150(6) 0.4262(4) 1.20216(13) 0.0302(9) Uani 1 1 d . . . . .
H16A H -0.0838 0.5180 1.2061 0.036 Uiso 1 1 calc R U . . .
C17 C -0.1625(7) 0.2260(5) 1.17202(15) 0.0379(12) Uani 1 1 d . . . . .
H17A H -0.1702 0.1550 1.1521 0.045 Uiso 1 1 calc R U . . .
C18 C -0.2084(7) 0.2199(5) 1.21302(14) 0.0365(10) Uani 1 1 d . . . . .
H18A H -0.2537 0.1430 1.2265 0.044 Uiso 1 1 calc R U . . .
C19 C 0.8071(6) 0.3550(4) 0.80494(14) 0.0289(9) Uani 1 1 d . . . . .
C20 C 0.8421(6) -0.1542(4) 0.84060(15) 0.0282(9) Uani 1 1 d . . . . .
C21 C 0.8712(6) 0.2394(4) 0.83267(14) 0.0262(9) Uani 1 1 d . . . . .
C22 C 0.9552(6) 0.2697(4) 0.87002(15) 0.0302(10) Uani 1 1 d . . . . .
H22A H 0.9785 0.3610 0.8772 0.036 Uiso 1 1 calc R U . . .
C23 C 1.0038(6) 0.1626(5) 0.89637(14) 0.0277(9) Uani 1 1 d . . . . .
C24 C 0.9690(6) 0.0257(5) 0.88690(15) 0.0300(10) Uani 1 1 d . . . . .
H24A H 1.0000 -0.0449 0.9054 0.036 Uiso 1 1 calc R U . . .
C25 C 0.8865(6) -0.0046(4) 0.84908(14) 0.0259(9) Uani 1 1 d . . . . .
C26 C 0.8400(6) 0.1016(4) 0.82239(14) 0.0271(9) Uani 1 1 d . . . . .
H26A H 0.7868 0.0808 0.7970 0.032 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 O3 1.929(3) . ?
Zn1 O6 1.974(3) 1_565 ?
Zn1 N5 2.005(3) 2_564 ?
Zn1 N1 2.039(4) . ?
Br1 C23 1.906(4) . ?
O1 N3 1.233(7) . ?
O2 N3 1.159(6) . ?
O3 C19 1.294(5) . ?
O4 C19 1.220(6) . ?
O5 C20 1.229(6) . ?
O6 C20 1.262(5) . ?
O6 Zn1 1.974(3) 1_545 ?
N1 C3 1.320(5) . ?
N1 C1 1.379(6) . ?
N2 C3 1.346(6) . ?
N2 C2 1.393(5) . ?
N2 C4 1.440(5) . ?
N3 C6 1.483(6) . ?
N4 C16 1.347(5) . ?
N4 C17 1.371(6) . ?
N4 C13 1.439(5) . ?
N5 C16 1.311(5) . ?
N5 C18 1.383(6) . ?
N5 Zn1 2.005(3) 2_565 ?
C1 C2 1.345(7) . ?
C1 H1A 0.9300 . ?
C2 H2A 0.9300 . ?
C3 H3A 0.9300 . ?
C4 C5 1.366(6) . ?
C4 C9 1.395(6) . ?
C5 C6 1.394(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.383(6) . ?
C7 C8 1.394(7) . ?
C7 C10 1.498(6) . ?
C8 C9 1.377(6) . ?
C8 H8A 0.9300 . ?
C9 H9A 0.9300 . ?
C10 C11 1.382(7) . ?
C10 C15 1.399(6) . ?
C11 C12 1.381(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.382(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.380(6) . ?
C14 C15 1.382(6) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.345(6) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C21 1.508(6) . ?
C20 C25 1.512(6) . ?
C21 C22 1.389(6) . ?
C21 C26 1.391(6) . ?
C22 C23 1.382(6) . ?
C22 H22A 0.9300 . ?
C23 C24 1.384(6) . ?
C24 C25 1.395(6) . ?
C24 H24A 0.9300 . ?
C25 C26 1.378(6) . ?
C26 H26A 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
O3 Zn1 O6 118.11(17) . 1_565 ?
O3 Zn1 N5 123.70(16) . 2_564 ?
O6 Zn1 N5 94.49(14) 1_565 2_564 ?
O3 Zn1 N1 105.87(16) . . ?
O6 Zn1 N1 103.05(16) 1_565 . ?
N5 Zn1 N1 109.74(15) 2_564 . ?
C19 O3 Zn1 116.1(3) . . ?
C20 O6 Zn1 114.4(3) . 1_545 ?
C3 N1 C1 106.3(4) . . ?
C3 N1 Zn1 124.2(3) . . ?
C1 N1 Zn1 129.5(3) . . ?
C3 N2 C2 107.1(4) . . ?
C3 N2 C4 126.9(3) . . ?
C2 N2 C4 126.0(4) . . ?
O2 N3 O1 122.4(6) . . ?
O2 N3 C6 121.3(5) . . ?
O1 N3 C6 116.2(5) . . ?
C16 N4 C17 107.2(4) . . ?
C16 N4 C13 128.6(4) . . ?
C17 N4 C13 124.2(4) . . ?
C16 N5 C18 106.3(4) . . ?
C16 N5 Zn1 133.7(3) . 2_565 ?
C18 N5 Zn1 119.9(3) . 2_565 ?
C2 C1 N1 109.7(4) . . ?
C2 C1 H1A 125.1 . . ?
N1 C1 H1A 125.1 . . ?
C1 C2 N2 106.0(4) . . ?
C1 C2 H2A 127.0 . . ?
N2 C2 H2A 127.0 . . ?
N1 C3 N2 110.8(4) . . ?
N1 C3 H3A 124.6 . . ?
N2 C3 H3A 124.6 . . ?
C5 C4 C9 120.0(4) . . ?
C5 C4 N2 119.5(4) . . ?
C9 C4 N2 120.5(4) . . ?
C4 C5 C6 118.8(4) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C7 C6 C5 123.5(4) . . ?
C7 C6 N3 121.7(4) . . ?
C5 C6 N3 114.6(4) . . ?
C6 C7 C8 115.6(4) . . ?
C6 C7 C10 125.9(4) . . ?
C8 C7 C10 118.3(4) . . ?
C9 C8 C7 122.6(4) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
C8 C9 C4 119.5(4) . . ?
C8 C9 H9A 120.3 . . ?
C4 C9 H9A 120.3 . . ?
C11 C10 C15 118.2(4) . . ?
C11 C10 C7 119.1(4) . . ?
C15 C10 C7 122.7(4) . . ?
C12 C11 C10 121.4(4) . . ?
C12 C11 H11A 119.3 . . ?
C10 C11 H11A 119.3 . . ?
C11 C12 C13 119.3(4) . . ?
C11 C12 H12A 120.3 . . ?
C13 C12 H12A 120.3 . . ?
C14 C13 C12 120.7(4) . . ?
C14 C13 N4 120.5(4) . . ?
C12 C13 N4 118.7(4) . . ?
C13 C14 C15 119.3(4) . . ?
C13 C14 H14A 120.4 . . ?
C15 C14 H14A 120.4 . . ?
C14 C15 C10 121.0(5) . . ?
C14 C15 H15A 119.5 . . ?
C10 C15 H15A 119.5 . . ?
N5 C16 N4 110.8(4) . . ?
N5 C16 H16A 124.6 . . ?
N4 C16 H16A 124.6 . . ?
C18 C17 N4 106.8(4) . . ?
C18 C17 H17A 126.6 . . ?
N4 C17 H17A 126.6 . . ?
C17 C18 N5 108.9(4) . . ?
C17 C18 H18A 125.6 . . ?
N5 C18 H18A 125.6 . . ?
O4 C19 O3 124.2(4) . . ?
O4 C19 C21 121.1(4) . . ?
O3 C19 C21 114.6(4) . . ?
O5 C20 O6 124.7(4) . . ?
O5 C20 C25 120.1(4) . . ?
O6 C20 C25 115.2(4) . . ?
C22 C21 C26 119.1(4) . . ?
C22 C21 C19 120.1(4) . . ?
C26 C21 C19 120.7(4) . . ?
C23 C22 C21 119.3(4) . . ?
C23 C22 H22A 120.3 . . ?
C21 C22 H22A 120.3 . . ?
C22 C23 C24 121.8(4) . . ?
C22 C23 Br1 119.2(3) . . ?
C24 C23 Br1 119.0(3) . . ?
C23 C24 C25 118.8(4) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.6 . . ?
C26 C25 C24 119.6(4) . . ?
C26 C25 C20 122.6(4) . . ?
C24 C25 C20 117.6(4) . . ?
C25 C26 C21 121.3(4) . . ?
C25 C26 H26A 119.3 . . ?
C21 C26 H26A 119.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O4 0.93 2.40 3.244(6) 150.6 4_656
C2 H2A O5 0.93 2.59 3.410(7) 146.7 1_465
C5 H5A O5 0.93 2.24 3.115(6) 156.6 1_465
C9 H9A O1 0.93 2.42 3.337(7) 170.0 1_655
C18 H18A O6 0.93 2.46 2.951(5) 112.7 2

_refine_diff_density_max         0.668
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1465227'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Zn(1,3-BDC)(bimpa)]?2H2O}n'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H17 N5 O6 Zn'
_chemical_formula_sum            'C26 H17 N5 O6 Zn'
_chemical_formula_weight         560.82

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   9.0941(18)
_cell_length_b                   16.170(3)
_cell_length_c                   17.841(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.61(3)
_cell_angle_gamma                90
_cell_volume                     2526.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9733
_cell_measurement_theta_min      2.519
_cell_measurement_theta_max      30.589

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   0.699
_exptl_transmission_factor_max   0.736
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    1.023
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18355
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.729
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4955
_reflns_number_gt                4441
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0527P)²+2.8468P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4955
_refine_ls_number_parameters     359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1052
_refine_ls_wR_factor_gt          0.1009
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_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 0.26668(3) 0.87732(2) 0.78858(2) 0.01644(10) Uani 1 1 d . . . . .
O1 O 0.09989(19) 0.92401(10) 0.82587(10) 0.0245(4) Uani 1 1 d . . . . .
O2 O 0.2207(2) 1.04568(10) 0.83814(11) 0.0285(4) Uani 1 1 d . . . . .
O3 O -0.39786(18) 1.26237(10) 0.79112(10) 0.0237(4) Uani 1 1 d . . . . .
O4 O -0.19257(18) 1.26545(9) 0.74562(9) 0.0207(3) Uani 1 1 d . . . . .
O5 O 0.6988(3) 0.71386(16) 0.70418(16) 0.0514(6) Uani 1 1 d . . . . .
H5B H 0.706(5) 0.659(3) 0.707(2) 0.070(13) Uiso 1 1 d . . . . .
H5C H 0.607(5) 0.713(3) 0.708(3) 0.076(14) Uiso 1 1 d . . . . .
O6 O -0.2039(4) 0.88073(18) 0.71084(19) 0.0756(10) Uani 1 1 d . . . . .
H6B H -0.122(6) 0.895(3) 0.748(3) 0.074(14) Uiso 1 1 d . . . . .
H6C H -0.188(6) 0.821(3) 0.708(3) 0.093(16) Uiso 1 1 d . . . . .
N1 N 0.4515(2) 0.86255(12) 0.87630(12) 0.0221(4) Uani 1 1 d . . . . .
N2 N 0.6736(2) 0.81823(12) 0.94714(11) 0.0196(4) Uani 1 1 d . . . . .
N3 N 1.2616(2) 0.68161(14) 1.03605(12) 0.0286(5) Uani 1 1 d . . . . .
H3A H 1.3019 0.6857 1.0854 0.034 Uiso 1 1 calc R U . . .
N4 N 1.6514(2) 0.53044(12) 0.88168(12) 0.0225(4) Uani 1 1 d . . . . .
N5 N 1.7325(2) 0.44839(12) 0.80284(12) 0.0216(4) Uani 1 1 d . . . . .
C1 C 0.4699(3) 0.88822(15) 0.95240(14) 0.0247(5) Uani 1 1 d . . . . .
C2 C 0.6075(3) 0.86127(16) 0.99687(14) 0.0248(5) Uani 1 1 d . . . . .
C3 C 0.5762(3) 0.82043(15) 0.87545(14) 0.0228(5) Uani 1 1 d . . . . .
C4 C 0.8214(2) 0.78019(14) 0.96746(13) 0.0193(5) Uani 1 1 d . . . . .
C5 C 0.8762(3) 0.74499(14) 1.04055(13) 0.0205(5) Uani 1 1 d . . . . .
H5A H 0.8172 0.7451 1.0758 0.025 Uiso 1 1 calc R U . . .
C6 C 1.0200(3) 0.70970(14) 1.06020(13) 0.0216(5) Uani 1 1 d . . . . .
H6A H 1.0559 0.6845 1.1085 0.026 Uiso 1 1 calc R U . . .
C7 C 1.1124(3) 0.71107(14) 1.00907(14) 0.0212(5) Uani 1 1 d . . . . .
C8 C 1.0544(3) 0.74625(15) 0.93541(14) 0.0240(5) Uani 1 1 d . . . . .
H8A H 1.1137 0.7472 0.9003 0.029 Uiso 1 1 calc R U . . .
C9 C 0.9083(3) 0.77991(14) 0.91461(14) 0.0228(5) Uani 1 1 d . . . . .
H9A H 0.8690 0.8022 0.8652 0.027 Uiso 1 1 calc R U . . .
C10 C 1.3535(3) 0.64662(15) 0.99403(14) 0.0224(5) Uani 1 1 d . . . . .
C11 C 1.5081(3) 0.63580(15) 1.03196(14) 0.0229(5) Uani 1 1 d . . . . .
H11A H 1.5462 0.6555 1.0825 0.027 Uiso 1 1 calc R U . . .
C12 C 1.6052(3) 0.59656(14) 0.99607(14) 0.0221(5) Uani 1 1 d . . . . .
H12A H 1.7068 0.5877 1.0229 0.026 Uiso 1 1 calc R U . . .
C13 C 1.5501(3) 0.57028(14) 0.91951(14) 0.0221(5) Uani 1 1 d . . . . .
C14 C 1.3984(3) 0.58065(16) 0.88074(15) 0.0291(6) Uani 1 1 d . . . . .
H14A H 1.3623 0.5629 0.8295 0.035 Uiso 1 1 calc R U . . .
C15 C 1.2994(3) 0.61740(16) 0.91775(15) 0.0299(6) Uani 1 1 d . . . . .
H15A H 1.1965 0.6227 0.8918 0.036 Uiso 1 1 calc R U . . .
C16 C 1.6118(3) 0.47187(14) 0.82553(14) 0.0222(5) Uani 1 1 d . . . . .
C17 C 1.8066(3) 0.54503(16) 0.89573(16) 0.0289(5) Uani 1 1 d . . . . .
C18 C 1.8551(3) 0.49363(16) 0.84636(15) 0.0280(5) Uani 1 1 d . . . . .
C19 C 0.1083(3) 1.00290(14) 0.83751(13) 0.0205(5) Uani 1 1 d . . . . .
C20 C -0.2774(3) 1.23064(13) 0.78282(13) 0.0181(4) Uani 1 1 d . . . . .
C21 C -0.0352(3) 1.04079(14) 0.84852(14) 0.0210(5) Uani 1 1 d . . . . .
C22 C -0.0862(3) 1.11594(13) 0.81381(13) 0.0186(5) Uani 1 1 d . . . . .
H22A H -0.0286 1.1443 0.7863 0.022 Uiso 1 1 calc R U . . .
C23 C -0.2239(3) 1.14900(14) 0.82012(14) 0.0197(5) Uani 1 1 d . . . . .
C24 C -0.3078(3) 1.10786(16) 0.86306(17) 0.0303(6) Uani 1 1 d . . . . .
H24A H -0.3989 1.1303 0.8679 0.036 Uiso 1 1 calc R U . . .
C25 C -0.2557(4) 1.03336(17) 0.89865(19) 0.0408(7) Uani 1 1 d . . . . .
H25A H -0.3120 1.0059 0.9275 0.049 Uiso 1 1 calc R U . . .
C26 C -0.1201(3) 0.99948(15) 0.89154(16) 0.0318(6) Uani 1 1 d . . . . .
H26A H -0.0857 0.9493 0.9154 0.038 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 O1 1.9638(16) . ?
Zn1 O4 1.9689(16) 2_546 ?
Zn1 N1 1.979(2) . ?
Zn1 N5 1.997(2) 2_756 ?
O1 C19 1.291(3) . ?
O2 C19 1.232(3) . ?
O3 C20 1.254(3) . ?
O4 C20 1.276(3) . ?
O4 Zn1 1.9689(16) 2_556 ?
N1 C3 1.326(3) . ?
N1 C1 1.386(3) . ?
N2 C3 1.346(3) . ?
N2 C2 1.386(3) . ?
N2 C4 1.433(3) . ?
N3 C10 1.385(3) . ?
N3 C7 1.396(3) . ?
N4 C16 1.355(3) . ?
N4 C17 1.386(3) . ?
N4 C13 1.433(3) . ?
N5 C16 1.323(3) . ?
N5 C18 1.384(3) . ?
N5 Zn1 1.997(2) 2_746 ?
C1 C2 1.360(4) . ?
C4 C9 1.383(3) . ?
C4 C5 1.387(3) . ?
C5 C6 1.382(3) . ?
C6 C7 1.397(3) . ?
C7 C8 1.398(3) . ?
C8 C9 1.391(3) . ?
C10 C11 1.397(3) . ?
C10 C15 1.399(4) . ?
C11 C12 1.377(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.377(4) . ?
C14 C15 1.385(4) . ?
C17 C18 1.368(4) . ?
C19 C21 1.502(3) . ?
C20 C23 1.499(3) . ?
C21 C22 1.386(3) . ?
C21 C26 1.396(3) . ?
C22 C23 1.393(3) . ?
C23 C24 1.388(3) . ?
C24 C25 1.384(4) . ?
C25 C26 1.386(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O4 103.12(7) . 2_546 ?
O1 Zn1 N1 110.33(8) . . ?
O4 Zn1 N1 106.33(8) 2_546 . ?
O1 Zn1 N5 103.21(8) . 2_756 ?
O4 Zn1 N5 110.61(8) 2_546 2_756 ?
N1 Zn1 N5 121.75(9) . 2_756 ?
C19 O1 Zn1 114.62(15) . . ?
C20 O4 Zn1 111.22(14) . 2_556 ?
C3 N1 C1 106.6(2) . . ?
C3 N1 Zn1 126.85(17) . . ?
C1 N1 Zn1 126.29(16) . . ?
C3 N2 C2 107.87(19) . . ?
C3 N2 C4 125.8(2) . . ?
C2 N2 C4 126.3(2) . . ?
C10 N3 C7 128.7(2) . . ?
C16 N4 C17 107.9(2) . . ?
C16 N4 C13 125.9(2) . . ?
C17 N4 C13 126.2(2) . . ?
C16 N5 C18 106.6(2) . . ?
C16 N5 Zn1 126.93(17) . 2_746 ?
C18 N5 Zn1 125.65(16) . 2_746 ?
C2 C1 N1 109.0(2) . . ?
C1 C2 N2 106.1(2) . . ?
N1 C3 N2 110.4(2) . . ?
C9 C4 C5 120.8(2) . . ?
C9 C4 N2 119.8(2) . . ?
C5 C4 N2 119.3(2) . . ?
C6 C5 C4 119.0(2) . . ?
C5 C6 C7 121.5(2) . . ?
N3 C7 C6 118.0(2) . . ?
N3 C7 C8 123.3(2) . . ?
C6 C7 C8 118.6(2) . . ?
C9 C8 C7 120.1(2) . . ?
C4 C9 C8 120.0(2) . . ?
N3 C10 C11 117.6(2) . . ?
N3 C10 C15 124.0(2) . . ?
C11 C10 C15 118.3(2) . . ?
C12 C11 C10 121.3(2) . . ?
C11 C12 C13 119.5(2) . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 N4 120.1(2) . . ?
C12 C13 N4 119.6(2) . . ?
C13 C14 C15 120.3(2) . . ?
C14 C15 C10 120.3(2) . . ?
N5 C16 N4 110.5(2) . . ?
C18 C17 N4 105.6(2) . . ?
C17 C18 N5 109.4(2) . . ?
O2 C19 O1 124.7(2) . . ?
O2 C19 C21 121.2(2) . . ?
O1 C19 C21 114.1(2) . . ?
O3 C20 O4 123.4(2) . . ?
O3 C20 C23 119.8(2) . . ?
O4 C20 C23 116.7(2) . . ?
C22 C21 C26 119.8(2) . . ?
C22 C21 C19 119.8(2) . . ?
C26 C21 C19 120.3(2) . . ?
C21 C22 C23 120.0(2) . . ?
C24 C23 C22 120.0(2) . . ?
C24 C23 C20 120.4(2) . . ?
C22 C23 C20 119.6(2) . . ?
C25 C24 C23 120.0(2) . . ?
C24 C25 C26 120.3(2) . . ?
C25 C26 C21 119.9(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B O2 0.89(5) 2.18(5) 2.966(3) 148(4) 2_646
O5 H5C O3 0.86(5) 2.06(5) 2.869(3) 156(4) 2_546
O6 H6B O1 0.89(5) 2.17(5) 3.047(4) 170(4) .
O6 H6C O5 0.98(5) 2.01(5) 2.832(4) 141(4) 1_455
N3 H3A O3 0.86 2.30 3.132(3) 163.0 3_677

_refine_diff_density_max         0.849
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1465228'
_audit_update_record             
;
2016-04-25 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        {[Zn(5-Br-1,3-BDC)(bimpa)]?2H2O}n
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Br N5 O6 Zn'
_chemical_formula_sum            'C26 H22 Br N5 O6 Zn'
_chemical_formula_weight         645.76

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   18.5614(17)
_cell_length_b                   12.7427(11)
_cell_length_c                   11.2963(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2671.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9409
_cell_measurement_theta_min      2.648
_cell_measurement_theta_max      28.931

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   0.559
_exptl_transmission_factor_max   0.611
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.465
_shelx_estimated_absorpt_T_min   0.372
_shelx_estimated_absorpt_T_max   0.638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14353
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.939
_diffrn_reflns_theta_max         28.966
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_point_group_measured_fraction_full 0.945
_reflns_number_total             6515
_reflns_number_gt                6011
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.759
_reflns_Friedel_fraction_max     0.834
_reflns_Friedel_fraction_full    0.887

_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0748P)²+1.8785P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2300 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6515
_refine_ls_number_parameters     352
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1310
_refine_ls_wR_factor_gt          0.1266
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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 0.86574(3) 0.91736(4) 0.50168(5) 0.02269(15) Uani 1 1 d . . . . .
Br1 Br 0.52232(4) 1.04979(5) 0.79048(8) 0.04453(19) Uani 1 1 d . . . . .
O1 O 0.7672(2) 0.9313(3) 0.5680(4) 0.0280(8) Uani 1 1 d . . . . .
O2 O 0.7537(2) 0.7689(3) 0.5016(5) 0.0334(8) Uani 1 1 d . . . . .
O3 O 0.5062(3) 0.6212(4) 0.4828(5) 0.0457(12) Uani 1 1 d . . . . .
O4 O 0.4186(2) 0.6950(4) 0.5846(5) 0.0375(9) Uani 1 1 d . . . . .
O5 O 0.6017(5) 0.5466(9) 0.3214(8) 0.099(3) Uani 1 1 d . . . . .
H5B H 0.5863 0.5714 0.3865 0.118 Uiso 1 1 d R U . . .
H5C H 0.6346 0.5747 0.2797 0.118 Uiso 1 1 d R U . . .
O6 O 0.7500(4) 0.6074(5) 0.3238(5) 0.0586(15) Uani 1 1 d . . . . .
H6B H 0.7468 0.6419 0.3880 0.070 Uiso 1 1 d R U . . .
H6C H 0.7878 0.5792 0.3520 0.070 Uiso 1 1 d R U . . .
N1 N 0.8632(3) 0.9110(3) 0.3247(4) 0.0262(9) Uani 1 1 d . . . . .
N2 N 0.8498(3) 0.8613(3) 0.1391(4) 0.0270(9) Uani 1 1 d . . . . .
N3 N 0.8030(3) 0.6361(3) -0.2800(4) 0.0337(11) Uani 1 1 d . . . . .
H3A H 0.7819 0.6740 -0.3339 0.040 Uiso 1 1 calc R U . . .
N4 N 0.8896(3) 0.2370(3) -0.4324(5) 0.0309(10) Uani 1 1 d . . . . .
N5 N 0.8967(3) 0.0680(4) -0.4697(5) 0.0304(10) Uani 1 1 d . . . . .
C1 C 0.8759(4) 0.9956(4) 0.2515(6) 0.0382(13) Uani 1 1 d . . . . .
H1A H 0.8884 1.0633 0.2771 0.046 Uiso 1 1 calc R U . . .
C2 C 0.8678(4) 0.9663(5) 0.1375(6) 0.0415(16) Uani 1 1 d . . . . .
H2A H 0.8732 1.0090 0.0703 0.050 Uiso 1 1 calc R U . . .
C3 C 0.8483(3) 0.8310(4) 0.2535(5) 0.0249(9) Uani 1 1 d . . . . .
H3B H 0.8381 0.7625 0.2792 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8352(3) 0.7994(4) 0.0361(4) 0.0254(10) Uani 1 1 d . . . . .
C5 C 0.7993(4) 0.8440(5) -0.0576(5) 0.0409(15) Uani 1 1 d . . . . .
H5A H 0.7830 0.9137 -0.0523 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7873(4) 0.7871(5) -0.1593(6) 0.0422(15) Uani 1 1 d . . . . .
H6A H 0.7616 0.8179 -0.2220 0.051 Uiso 1 1 calc R U . . .
C7 C 0.8127(3) 0.6837(4) -0.1709(5) 0.0274(10) Uani 1 1 d . . . . .
C8 C 0.8473(3) 0.6391(4) -0.0746(5) 0.0293(11) Uani 1 1 d . . . . .
H8A H 0.8635 0.5693 -0.0793 0.035 Uiso 1 1 calc R U . . .
C9 C 0.8586(3) 0.6961(4) 0.0291(4) 0.0266(10) Uani 1 1 d . . . . .
H9A H 0.8818 0.6648 0.0940 0.032 Uiso 1 1 calc R U . . .
C10 C 0.8228(3) 0.5346(4) -0.3143(4) 0.0264(10) Uani 1 1 d . . . . .
C11 C 0.8131(3) 0.4469(4) -0.2414(5) 0.0292(11) Uani 1 1 d . . . . .
H11A H 0.7917 0.4546 -0.1665 0.035 Uiso 1 1 calc R U . . .
C12 C 0.8353(3) 0.3482(4) -0.2801(5) 0.0299(11) Uani 1 1 d . . . . .
H12A H 0.8308 0.2895 -0.2302 0.036 Uiso 1 1 calc R U . . .
C13 C 0.8639(3) 0.3373(4) -0.3919(5) 0.0286(11) Uani 1 1 d . . . . .
C14 C 0.8711(4) 0.4227(4) -0.4674(5) 0.0360(14) Uani 1 1 d . . . . .
H14A H 0.8899 0.4139 -0.5440 0.043 Uiso 1 1 calc R U . . .
C15 C 0.8499(4) 0.5214(4) -0.4279(5) 0.0322(11) Uani 1 1 d . . . . .
H15A H 0.8540 0.5796 -0.4785 0.039 Uiso 1 1 calc R U . . .
C16 C 0.8546(3) 0.1450(4) -0.4314(5) 0.0262(10) Uani 1 1 d . . . . .
H16A H 0.8066 0.1362 -0.4069 0.031 Uiso 1 1 calc R U . . .
C17 C 0.9567(4) 0.2181(5) -0.4802(9) 0.052(2) Uani 1 1 d . . . . .
H17A H 0.9927 0.2683 -0.4951 0.063 Uiso 1 1 calc R U . . .
C18 C 0.9609(4) 0.1147(5) -0.5016(9) 0.0461(15) Uani 1 1 d . . . . .
H18A H 1.0011 0.0798 -0.5333 0.055 Uiso 1 1 calc R U . . .
C19 C 0.7301(3) 0.8484(4) 0.5491(5) 0.0223(9) Uani 1 1 d . . . . .
C20 C 0.4833(3) 0.6901(4) 0.5494(6) 0.0314(11) Uani 1 1 d . . . . .
C21 C 0.6527(3) 0.8528(4) 0.5904(5) 0.0236(9) Uani 1 1 d . . . . .
C22 C 0.6050(3) 0.7735(4) 0.5549(5) 0.0287(11) Uani 1 1 d . . . . .
H22A H 0.6212 0.7188 0.5057 0.034 Uiso 1 1 calc R U . . .
C23 C 0.5337(3) 0.7757(4) 0.5925(5) 0.0295(11) Uani 1 1 d . . . . .
C24 C 0.5096(3) 0.8565(5) 0.6641(6) 0.0309(11) Uani 1 1 d . . . . .
H24A H 0.4614 0.8578 0.6897 0.037 Uiso 1 1 calc R U . . .
C25 C 0.5566(3) 0.9358(4) 0.6981(5) 0.0272(10) Uani 1 1 d . . . . .
C26 C 0.6286(3) 0.9347(4) 0.6626(5) 0.0258(10) Uani 1 1 d . . . . .
H26A H 0.6603 0.9880 0.6868 0.031 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 O4 1.972(4) 4_565 ?
Zn1 O1 1.985(4) . ?
Zn1 N1 2.001(5) . ?
Zn1 N5 2.029(5) 1_566 ?
Br1 C25 1.899(5) . ?
O1 C19 1.277(6) . ?
O2 C19 1.227(6) . ?
O3 C20 1.232(8) . ?
O4 C20 1.267(7) . ?
O4 Zn1 1.972(4) 4_465 ?
O5 H5B 0.8500 . ?
O5 H5C 0.8501 . ?
O6 H6B 0.8499 . ?
O6 H6C 0.8500 . ?
N1 C3 1.328(6) . ?
N1 C1 1.379(7) . ?
N2 C3 1.349(7) . ?
N2 C2 1.379(7) . ?
N2 C4 1.432(6) . ?
N3 C7 1.385(7) . ?
N3 C10 1.399(6) . ?
N3 H3A 0.8700 . ?
N4 C16 1.341(7) . ?
N4 C17 1.378(9) . ?
N4 C13 1.438(7) . ?
N5 C16 1.327(7) . ?
N5 C18 1.380(8) . ?
N5 Zn1 2.029(5) 1_544 ?
C1 C2 1.349(9) . ?
C1 H1A 0.9400 . ?
C2 H2A 0.9400 . ?
C3 H3B 0.9400 . ?
C4 C5 1.374(8) . ?
C4 C9 1.388(7) . ?
C5 C6 1.377(8) . ?
C5 H5A 0.9400 . ?
C6 C7 1.405(8) . ?
C6 H6A 0.9400 . ?
C7 C8 1.386(8) . ?
C8 C9 1.394(7) . ?
C8 H8A 0.9400 . ?
C9 H9A 0.9400 . ?
C10 C15 1.389(8) . ?
C10 C11 1.399(7) . ?
C11 C12 1.394(7) . ?
C11 H11A 0.9400 . ?
C12 C13 1.378(8) . ?
C12 H12A 0.9400 . ?
C13 C14 1.389(8) . ?
C14 C15 1.391(8) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
C16 H16A 0.9400 . ?
C17 C18 1.342(9) . ?
C17 H17A 0.9400 . ?
C18 H18A 0.9400 . ?
C19 C21 1.512(7) . ?
C20 C23 1.517(8) . ?
C21 C26 1.398(8) . ?
C21 C22 1.402(7) . ?
C22 C23 1.390(8) . ?
C22 H22A 0.9400 . ?
C23 C24 1.384(8) . ?
C24 C25 1.389(8) . ?
C24 H24A 0.9400 . ?
C25 C26 1.395(8) . ?
C26 H26A 0.9400 . ?

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 Zn1 O1 110.11(18) 4_565 . ?
O4 Zn1 N1 117.2(2) 4_565 . ?
O1 Zn1 N1 111.01(19) . . ?
O4 Zn1 N5 118.1(2) 4_565 1_566 ?
O1 Zn1 N5 96.69(18) . 1_566 ?
N1 Zn1 N5 101.79(19) . 1_566 ?
C19 O1 Zn1 111.1(3) . . ?
C20 O4 Zn1 106.7(4) . 4_465 ?
H5B O5 H5C 124.3 . . ?
H6B O6 H6C 87.5 . . ?
C3 N1 C1 105.8(5) . . ?
C3 N1 Zn1 129.9(4) . . ?
C1 N1 Zn1 124.3(4) . . ?
C3 N2 C2 107.2(4) . . ?
C3 N2 C4 128.1(4) . . ?
C2 N2 C4 124.7(5) . . ?
C7 N3 C10 128.1(5) . . ?
C7 N3 H3A 116.0 . . ?
C10 N3 H3A 116.0 . . ?
C16 N4 C17 106.8(5) . . ?
C16 N4 C13 127.8(5) . . ?
C17 N4 C13 125.4(5) . . ?
C16 N5 C18 105.9(5) . . ?
C16 N5 Zn1 125.8(4) . 1_544 ?
C18 N5 Zn1 127.7(4) . 1_544 ?
C2 C1 N1 109.7(5) . . ?
C2 C1 H1A 125.1 . . ?
N1 C1 H1A 125.1 . . ?
C1 C2 N2 106.4(5) . . ?
C1 C2 H2A 126.8 . . ?
N2 C2 H2A 126.8 . . ?
N1 C3 N2 110.9(4) . . ?
N1 C3 H3B 124.6 . . ?
N2 C3 H3B 124.6 . . ?
C5 C4 C9 120.0(5) . . ?
C5 C4 N2 119.3(5) . . ?
C9 C4 N2 120.6(5) . . ?
C4 C5 C6 120.2(5) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C5 C6 C7 121.2(6) . . ?
C5 C6 H6A 119.4 . . ?
C7 C6 H6A 119.4 . . ?
N3 C7 C8 125.4(5) . . ?
N3 C7 C6 116.8(5) . . ?
C8 C7 C6 117.8(5) . . ?
C7 C8 C9 121.0(5) . . ?
C7 C8 H8A 119.5 . . ?
C9 C8 H8A 119.5 . . ?
C4 C9 C8 119.7(5) . . ?
C4 C9 H9A 120.2 . . ?
C8 C9 H9A 120.2 . . ?
C15 C10 N3 117.6(5) . . ?
C15 C10 C11 119.6(5) . . ?
N3 C10 C11 122.8(5) . . ?
C12 C11 C10 119.9(5) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C13 C12 C11 119.5(5) . . ?
C13 C12 H12A 120.3 . . ?
C11 C12 H12A 120.3 . . ?
C12 C13 C14 121.4(5) . . ?
C12 C13 N4 120.6(5) . . ?
C14 C13 N4 118.0(5) . . ?
C13 C14 C15 119.0(5) . . ?
C13 C14 H14A 120.5 . . ?
C15 C14 H14A 120.5 . . ?
C10 C15 C14 120.6(5) . . ?
C10 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
N5 C16 N4 111.0(5) . . ?
N5 C16 H16A 124.5 . . ?
N4 C16 H16A 124.5 . . ?
C18 C17 N4 107.2(6) . . ?
C18 C17 H17A 126.4 . . ?
N4 C17 H17A 126.4 . . ?
C17 C18 N5 109.0(6) . . ?
C17 C18 H18A 125.5 . . ?
N5 C18 H18A 125.5 . . ?
O2 C19 O1 124.3(5) . . ?
O2 C19 C21 120.2(4) . . ?
O1 C19 C21 115.4(4) . . ?
O3 C20 O4 123.7(5) . . ?
O3 C20 C23 119.6(5) . . ?
O4 C20 C23 116.7(5) . . ?
C26 C21 C22 120.2(5) . . ?
C26 C21 C19 120.8(4) . . ?
C22 C21 C19 119.1(5) . . ?
C23 C22 C21 120.0(5) . . ?
C23 C22 H22A 120.0 . . ?
C21 C22 H22A 120.0 . . ?
C24 C23 C22 120.1(5) . . ?
C24 C23 C20 121.5(5) . . ?
C22 C23 C20 118.4(5) . . ?
C23 C24 C25 120.0(5) . . ?
C23 C24 H24A 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C24 C25 C26 121.0(5) . . ?
C24 C25 Br1 119.9(4) . . ?
C26 C25 Br1 119.1(4) . . ?
C25 C26 C21 118.8(5) . . ?
C25 C26 H26A 120.6 . . ?
C21 C26 H26A 120.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B O3 0.85 1.95 2.715(10) 149.4 .
O5 H5C O6 0.85 2.24 2.859(11) 130.0 .
O6 H6B O2 0.85 2.07 2.875(7) 158.2 .
N3 H3A O2 0.87 2.28 3.129(7) 165.7 1_554
C18 H18A O3 0.94 2.57 3.127(8) 118.3 4_554
C14 H14A Br1 0.94 3.02 3.744(6) 134.6 3_643

_refine_diff_density_max         1.284
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.124


_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1465229'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Zn(1,3-BDC)(bimcz)]n'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H17 N5 O4 Zn'
_chemical_formula_sum            'C26 H17 N5 O4 Zn'
_chemical_formula_weight         528.82

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   11.1431(6)
_cell_length_b                   13.6091(7)
_cell_length_c                   17.0691(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.656(3)
_cell_angle_gamma                90
_cell_volume                     2292.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9923
_cell_measurement_theta_min      2.394
_cell_measurement_theta_max      27.278

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.116
_shelx_estimated_absorpt_T_min   0.554
_shelx_estimated_absorpt_T_max   0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.800
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25848
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.013
_diffrn_reflns_theta_max         27.563
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5275
_reflns_number_gt                4522
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0394P)²+0.9597P] 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         5275
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.0750
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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 0.05854(2) -0.36707(2) -0.23742(2) 0.03404(7) Uani 1 1 d . . . . .
O1 O -0.07645(13) -0.28699(10) -0.33289(9) 0.0438(3) Uani 1 1 d . . . . .
O2 O 0.08187(15) -0.28695(12) -0.37526(11) 0.0609(4) Uani 1 1 d . . . . .
O3 O -0.00540(15) -0.11997(10) -0.64988(9) 0.0482(3) Uani 1 1 d . . . . .
O4 O -0.14049(16) 0.01135(12) -0.69552(10) 0.0590(4) Uani 1 1 d . . . . .
N1 N 0.11416(16) -0.49529(10) -0.26818(10) 0.0388(3) Uani 1 1 d . . . . .
N2 N 0.24236(15) -0.62253(9) -0.25688(10) 0.0343(3) Uani 1 1 d . . . . .
N3 N 0.69465(16) -0.86369(11) -0.11291(13) 0.0459(4) Uani 1 1 d . . . . .
H3A H 0.7800 -0.8540 -0.0971 0.055 Uiso 1 1 calc R U . . .
N4 N 0.39706(15) -1.18630(10) -0.10393(10) 0.0375(3) Uani 1 1 d . . . . .
N5 N 0.22816(15) -1.29156(11) -0.15779(10) 0.0390(3) Uani 1 1 d . . . . .
C1 C 0.3182(2) -1.31904(15) -0.07292(13) 0.0501(5) Uani 1 1 d . . . . .
H1A H 0.3083 -1.3738 -0.0429 0.060 Uiso 1 1 calc R U . . .
C2 C 0.4227(2) -1.25541(14) -0.03953(13) 0.0484(5) Uani 1 1 d . . . . .
H2A H 0.4983 -1.2579 0.0168 0.058 Uiso 1 1 calc R U . . .
C3 C 0.27864(18) -1.21075(13) -0.17364(12) 0.0394(4) Uani 1 1 d . . . . .
H3B H 0.2373 -1.1749 -0.2267 0.047 Uiso 1 1 calc R U . . .
C4 C 0.47988(18) -1.10331(13) -0.10004(12) 0.0378(4) Uani 1 1 d . . . . .
C5 C 0.41780(17) -1.01474(12) -0.13381(12) 0.0352(4) Uani 1 1 d . . . . .
H5B H 0.3241 -1.0066 -0.1547 0.042 Uiso 1 1 calc R U . . .
C6 C 0.49808(16) -0.93753(12) -0.13608(12) 0.0347(4) Uani 1 1 d . . . . .
C7 C 0.46824(17) -0.83760(12) -0.16794(12) 0.0337(3) Uani 1 1 d . . . . .
C8 C 0.35066(17) -0.78113(12) -0.20335(11) 0.0332(3) Uani 1 1 d . . . . .
H8A H 0.2671 -0.8081 -0.2132 0.040 Uiso 1 1 calc R U . . .
C9 C 0.36076(17) -0.68400(12) -0.22349(12) 0.0349(4) Uani 1 1 d . . . . .
C10 C 0.48468(19) -0.64284(13) -0.20935(14) 0.0415(4) Uani 1 1 d . . . . .
H10A H 0.4875 -0.5771 -0.2252 0.050 Uiso 1 1 calc R U . . .
C11 C 0.60202(19) -0.69735(13) -0.17262(14) 0.0432(4) Uani 1 1 d . . . . .
H11A H 0.6854 -0.6693 -0.1617 0.052 Uiso 1 1 calc R U . . .
C12 C 0.59360(17) -0.79516(13) -0.15219(13) 0.0382(4) Uani 1 1 d . . . . .
C13 C 0.63941(17) -0.95030(13) -0.10251(13) 0.0402(4) Uani 1 1 d . . . . .
C14 C 0.70110(19) -1.03956(14) -0.06622(15) 0.0495(5) Uani 1 1 d . . . . .
H14A H 0.7954 -1.0474 -0.0424 0.059 Uiso 1 1 calc R U . . .
C15 C 0.62023(19) -1.11602(14) -0.06612(15) 0.0481(5) Uani 1 1 d . . . . .
H15A H 0.6594 -1.1774 -0.0431 0.058 Uiso 1 1 calc R U . . .
C16 C 0.23848(19) -0.52989(12) -0.23093(12) 0.0381(4) Uani 1 1 d . . . . .
H16A H 0.3149 -0.4943 -0.1912 0.046 Uiso 1 1 calc R U . . .
C17 C 0.11164(19) -0.64851(13) -0.31451(14) 0.0447(4) Uani 1 1 d . . . . .
H17A H 0.0820 -0.7092 -0.3435 0.054 Uiso 1 1 calc R U . . .
C18 C 0.0340(2) -0.56937(14) -0.32129(14) 0.0471(5) Uani 1 1 d . . . . .
H18A H -0.0603 -0.5657 -0.3569 0.056 Uiso 1 1 calc R U . . .
C19 C -0.02761(17) -0.25760(13) -0.38318(12) 0.0357(4) Uani 1 1 d . . . . .
C20 C -0.09187(18) -0.05998(13) -0.64732(11) 0.0373(4) Uani 1 1 d . . . . .
C21 C -0.10719(16) -0.18296(12) -0.45236(11) 0.0311(3) Uani 1 1 d . . . . .
C22 C -0.06325(16) -0.15441(12) -0.51272(11) 0.0324(3) Uani 1 1 d . . . . .
H22A H 0.0170 -0.1812 -0.5089 0.039 Uiso 1 1 calc R U . . .
C23 C -0.13606(17) -0.08680(12) -0.57868(11) 0.0333(3) Uani 1 1 d . . . . .
C24 C -0.2544(2) -0.04796(14) -0.58353(14) 0.0470(5) Uani 1 1 d . . . . .
H24A H -0.3051 -0.0025 -0.6282 0.056 Uiso 1 1 calc R U . . .
C25 C -0.2985(2) -0.07555(15) -0.52332(15) 0.0519(5) Uani 1 1 d . . . . .
H25A H -0.3785 -0.0484 -0.5270 0.062 Uiso 1 1 calc R U . . .
C26 C -0.22540(18) -0.14299(13) -0.45755(13) 0.0396(4) Uani 1 1 d . . . . .
H26A H -0.2556 -0.1616 -0.4166 0.047 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 O3 1.9389(13) 4_556 ?
Zn1 O1 1.9573(13) . ?
Zn1 N1 2.0017(14) . ?
Zn1 N5 2.0226(15) 1_565 ?
O1 C19 1.275(2) . ?
O2 C19 1.230(2) . ?
O3 C20 1.279(2) . ?
O3 Zn1 1.9389(13) 4 ?
O4 C20 1.224(2) . ?
N1 C16 1.314(2) . ?
N1 C18 1.373(2) . ?
N2 C16 1.344(2) . ?
N2 C17 1.373(2) . ?
N2 C9 1.438(2) . ?
N3 C12 1.374(2) . ?
N3 C13 1.379(2) . ?
N3 H3A 0.8700 . ?
N4 C3 1.345(2) . ?
N4 C2 1.372(2) . ?
N4 C4 1.440(2) . ?
N5 C3 1.319(2) . ?
N5 C1 1.377(2) . ?
N5 Zn1 2.0226(15) 1_545 ?
C1 C2 1.347(3) . ?
C1 H1A 0.9400 . ?
C2 H2A 0.9400 . ?
C3 H3B 0.9400 . ?
C4 C5 1.376(2) . ?
C4 C15 1.404(3) . ?
C5 C6 1.392(2) . ?
C5 H5B 0.9400 . ?
C6 C13 1.415(2) . ?
C6 C7 1.445(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.417(2) . ?
C8 C9 1.384(2) . ?
C8 H8A 0.9400 . ?
C9 C10 1.403(2) . ?
C10 C11 1.375(3) . ?
C10 H10A 0.9400 . ?
C11 C12 1.390(3) . ?
C11 H11A 0.9400 . ?
C13 C14 1.392(3) . ?
C14 C15 1.377(3) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
C16 H16A 0.9400 . ?
C17 C18 1.352(3) . ?
C17 H17A 0.9400 . ?
C18 H18A 0.9400 . ?
C19 C21 1.497(2) . ?
C20 C23 1.511(2) . ?
C21 C22 1.386(2) . ?
C21 C26 1.389(2) . ?
C22 C23 1.387(2) . ?
C22 H22A 0.9400 . ?
C23 C24 1.387(2) . ?
C24 C25 1.381(3) . ?
C24 H24A 0.9400 . ?
C25 C26 1.385(3) . ?
C25 H25A 0.9400 . ?
C26 H26A 0.9400 . ?

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
O3 Zn1 O1 106.08(6) 4_556 . ?
O3 Zn1 N1 113.09(6) 4_556 . ?
O1 Zn1 N1 118.61(6) . . ?
O3 Zn1 N5 95.25(6) 4_556 1_565 ?
O1 Zn1 N5 113.20(6) . 1_565 ?
N1 Zn1 N5 108.22(6) . 1_565 ?
C19 O1 Zn1 109.38(11) . . ?
C20 O3 Zn1 129.54(12) . 4 ?
C16 N1 C18 105.83(15) . . ?
C16 N1 Zn1 124.79(12) . . ?
C18 N1 Zn1 128.89(13) . . ?
C16 N2 C17 106.98(15) . . ?
C16 N2 C9 125.40(15) . . ?
C17 N2 C9 127.41(14) . . ?
C12 N3 C13 109.23(14) . . ?
C12 N3 H3A 125.4 . . ?
C13 N3 H3A 125.4 . . ?
C3 N4 C2 107.03(15) . . ?
C3 N4 C4 125.39(15) . . ?
C2 N4 C4 127.58(15) . . ?
C3 N5 C1 105.68(15) . . ?
C3 N5 Zn1 129.80(12) . 1_545 ?
C1 N5 Zn1 124.50(12) . 1_545 ?
C2 C1 N5 109.59(17) . . ?
C2 C1 H1A 125.2 . . ?
N5 C1 H1A 125.2 . . ?
C1 C2 N4 106.51(17) . . ?
C1 C2 H2A 126.7 . . ?
N4 C2 H2A 126.7 . . ?
N5 C3 N4 111.19(15) . . ?
N5 C3 H3B 124.4 . . ?
N4 C3 H3B 124.4 . . ?
C5 C4 C15 121.86(16) . . ?
C5 C4 N4 118.74(15) . . ?
C15 C4 N4 119.32(16) . . ?
C4 C5 C6 117.92(15) . . ?
C4 C5 H5B 121.0 . . ?
C6 C5 H5B 121.0 . . ?
C5 C6 C13 120.32(16) . . ?
C5 C6 C7 133.03(15) . . ?
C13 C6 C7 106.65(15) . . ?
C8 C7 C12 120.24(15) . . ?
C8 C7 C6 133.53(15) . . ?
C12 C7 C6 106.13(14) . . ?
C9 C8 C7 117.81(15) . . ?
C9 C8 H8A 121.1 . . ?
C7 C8 H8A 121.1 . . ?
C8 C9 C10 121.71(16) . . ?
C8 C9 N2 119.26(15) . . ?
C10 C9 N2 118.99(15) . . ?
C11 C10 C9 120.96(16) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C12 118.05(16) . . ?
C10 C11 H11A 121.0 . . ?
C12 C11 H11A 121.0 . . ?
N3 C12 C11 129.58(16) . . ?
N3 C12 C7 109.17(15) . . ?
C11 C12 C7 121.20(16) . . ?
N3 C13 C14 130.21(16) . . ?
N3 C13 C6 108.81(16) . . ?
C14 C13 C6 120.97(16) . . ?
C15 C14 C13 118.15(17) . . ?
C15 C14 H14A 120.9 . . ?
C13 C14 H14A 120.9 . . ?
C14 C15 C4 120.72(17) . . ?
C14 C15 H15A 119.6 . . ?
C4 C15 H15A 119.6 . . ?
N1 C16 N2 111.39(16) . . ?
N1 C16 H16A 124.3 . . ?
N2 C16 H16A 124.3 . . ?
C18 C17 N2 106.26(16) . . ?
C18 C17 H17A 126.9 . . ?
N2 C17 H17A 126.9 . . ?
C17 C18 N1 109.54(17) . . ?
C17 C18 H18A 125.2 . . ?
N1 C18 H18A 125.2 . . ?
O2 C19 O1 122.38(16) . . ?
O2 C19 C21 120.08(16) . . ?
O1 C19 C21 117.53(14) . . ?
O4 C20 O3 126.05(18) . . ?
O4 C20 C23 120.71(17) . . ?
O3 C20 C23 113.21(15) . . ?
C22 C21 C26 119.64(16) . . ?
C22 C21 C19 119.50(14) . . ?
C26 C21 C19 120.86(15) . . ?
C21 C22 C23 120.93(15) . . ?
C21 C22 H22A 119.5 . . ?
C23 C22 H22A 119.5 . . ?
C24 C23 C22 118.87(16) . . ?
C24 C23 C20 120.31(16) . . ?
C22 C23 C20 120.74(15) . . ?
C25 C24 C23 120.58(17) . . ?
C25 C24 H24A 119.7 . . ?
C23 C24 H24A 119.7 . . ?
C24 C25 C26 120.34(17) . . ?
C24 C25 H25A 119.8 . . ?
C26 C25 H25A 119.8 . . ?
C25 C26 C21 119.65(17) . . ?
C25 C26 H26A 120.2 . . ?
C21 C26 H26A 120.2 . . ?

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
C3 N5 C1 C2 -1.1(2) . . . . ?
Zn1 N5 C1 C2 177.49(15) 1_545 . . . ?
N5 C1 C2 N4 0.7(3) . . . . ?
C3 N4 C2 C1 -0.1(2) . . . . ?
C4 N4 C2 C1 -179.43(18) . . . . ?
C1 N5 C3 N4 1.0(2) . . . . ?
Zn1 N5 C3 N4 -177.45(12) 1_545 . . . ?
C2 N4 C3 N5 -0.6(2) . . . . ?
C4 N4 C3 N5 178.75(16) . . . . ?
C3 N4 C4 C5 42.4(3) . . . . ?
C2 N4 C4 C5 -138.4(2) . . . . ?
C3 N4 C4 C15 -134.5(2) . . . . ?
C2 N4 C4 C15 44.7(3) . . . . ?
C15 C4 C5 C6 1.9(3) . . . . ?
N4 C4 C5 C6 -174.86(16) . . . . ?
C4 C5 C6 C13 -1.5(3) . . . . ?
C4 C5 C6 C7 178.35(19) . . . . ?
C5 C6 C7 C8 4.0(4) . . . . ?
C13 C6 C7 C8 -176.2(2) . . . . ?
C5 C6 C7 C12 -179.6(2) . . . . ?
C13 C6 C7 C12 0.2(2) . . . . ?
C12 C7 C8 C9 1.0(3) . . . . ?
C6 C7 C8 C9 176.98(19) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C7 C8 C9 N2 -177.56(16) . . . . ?
C16 N2 C9 C8 136.13(18) . . . . ?
C17 N2 C9 C8 -37.9(3) . . . . ?
C16 N2 C9 C10 -41.7(3) . . . . ?
C17 N2 C9 C10 144.24(19) . . . . ?
C8 C9 C10 C11 -1.6(3) . . . . ?
N2 C9 C10 C11 176.13(18) . . . . ?
C9 C10 C11 C12 1.7(3) . . . . ?
C13 N3 C12 C11 177.5(2) . . . . ?
C13 N3 C12 C7 0.2(2) . . . . ?
C10 C11 C12 N3 -177.6(2) . . . . ?
C10 C11 C12 C7 -0.5(3) . . . . ?
C8 C7 C12 N3 176.72(17) . . . . ?
C6 C7 C12 N3 -0.2(2) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C6 C7 C12 C11 -177.85(18) . . . . ?
C12 N3 C13 C14 -179.9(2) . . . . ?
C12 N3 C13 C6 0.0(2) . . . . ?
C5 C6 C13 N3 179.73(17) . . . . ?
C7 C6 C13 N3 -0.1(2) . . . . ?
C5 C6 C13 C14 -0.4(3) . . . . ?
C7 C6 C13 C14 179.76(18) . . . . ?
N3 C13 C14 C15 -178.4(2) . . . . ?
C6 C13 C14 C15 1.8(3) . . . . ?
C13 C14 C15 C4 -1.3(3) . . . . ?
C5 C4 C15 C14 -0.5(3) . . . . ?
N4 C4 C15 C14 176.2(2) . . . . ?
C18 N1 C16 N2 -0.4(2) . . . . ?
Zn1 N1 C16 N2 172.20(12) . . . . ?
C17 N2 C16 N1 0.0(2) . . . . ?
C9 N2 C16 N1 -175.07(16) . . . . ?
C16 N2 C17 C18 0.4(2) . . . . ?
C9 N2 C17 C18 175.33(17) . . . . ?
N2 C17 C18 N1 -0.6(2) . . . . ?
C16 N1 C18 C17 0.6(2) . . . . ?
Zn1 N1 C18 C17 -171.54(14) . . . . ?
Zn1 O1 C19 O2 7.5(2) . . . . ?
Zn1 O1 C19 C21 -171.03(12) . . . . ?
Zn1 O3 C20 O4 -10.0(3) 4 . . . ?
Zn1 O3 C20 C23 167.91(12) 4 . . . ?
O2 C19 C21 C22 6.2(3) . . . . ?
O1 C19 C21 C22 -175.18(16) . . . . ?
O2 C19 C21 C26 -174.66(18) . . . . ?
O1 C19 C21 C26 3.9(3) . . . . ?
C26 C21 C22 C23 -0.4(2) . . . . ?
C19 C21 C22 C23 178.77(15) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C21 C22 C23 C20 -176.69(15) . . . . ?
O4 C20 C23 C24 16.5(3) . . . . ?
O3 C20 C23 C24 -161.55(17) . . . . ?
O4 C20 C23 C22 -166.96(17) . . . . ?
O3 C20 C23 C22 15.0(2) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C20 C23 C24 C25 177.11(18) . . . . ?
C23 C24 C25 C26 -0.4(3) . . . . ?
C24 C25 C26 C21 0.0(3) . . . . ?
C22 C21 C26 C25 0.4(3) . . . . ?
C19 C21 C26 C25 -178.70(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O2 0.87 2.02 2.793(2) 146.7 2_644
C3 H3B O4 0.94 2.56 3.396(2) 148.3 3_544
C5 H5B O4 0.94 2.42 3.111(2) 130.0 3_544
C8 H8A O1 0.94 2.60 3.388(2) 141.4 2_544
C17 H17A O3 0.94 2.46 3.321(2) 152.1 3_544

_refine_diff_density_max         0.461
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1465230'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Zn(5-Br-1,3-BDC)(bimcz)]n'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 Br N5 O4 Zn'
_chemical_formula_sum            'C26 H16 Br N5 O4 Zn'
_chemical_formula_weight         607.72

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'
O O 0.0106 0.0060 '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'

_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                   11.976(2)
_cell_length_b                   13.901(3)
_cell_length_c                   17.491(6)
_cell_angle_alpha                90
_cell_angle_beta                 119.05(2)
_cell_angle_gamma                90
_cell_volume                     2545.5(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8923
_cell_measurement_theta_min      2.394
_cell_measurement_theta_max      27.278

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.577
_shelx_estimated_absorpt_T_min   0.512
_shelx_estimated_absorpt_T_max   0.627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.544
_exptl_absorpt_correction_T_max  0.597
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24283
_diffrn_reflns_av_unetI/netI     0.1774
_diffrn_reflns_av_R_equivalents  0.1856
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.041
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5803
_reflns_number_gt                2478
_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    ?
_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)+(0.0657P)²+6.1143P] 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         5803
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2732
_refine_ls_R_factor_gt           0.1205
_refine_ls_wR_factor_ref         0.2538
_refine_ls_wR_factor_gt          0.1937
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
Zn1 Zn 0.41562(11) 0.36549(8) 0.23017(8) 0.0595(4) Uani 1 1 d . . . . .
Br1 Br 0.90784(15) 0.45218(15) 0.03794(11) 0.1492(9) Uani 1 1 d . . . . .
O1 O 0.5393(6) 0.2073(5) -0.1674(4) 0.0698(19) Uani 1 1 d . . . . .
O2 O 0.3874(7) 0.2063(5) -0.1290(5) 0.086(2) Uani 1 1 d . . . . .
O3 O 0.4763(8) 0.3691(5) 0.1450(5) 0.083(2) Uani 1 1 d . . . . .
O4 O 0.6200(7) 0.4874(7) 0.2024(5) 0.099(3) Uani 1 1 d . . . . .
N1 N 0.3703(8) 0.4956(5) 0.2546(5) 0.060(2) Uani 1 1 d . . . . .
N2 N 0.2527(8) 0.6223(5) 0.2471(5) 0.054(2) Uani 1 1 d . . . . .
N3 N -0.1695(8) 0.8625(6) 0.1253(6) 0.076(3) Uani 1 1 d . . . . .
H3A H -0.2481 0.8534 0.1113 0.091 Uiso 1 1 calc R U . . .
N4 N 0.1032(9) 1.1790(6) 0.1087(6) 0.070(2) Uani 1 1 d . . . . .
N5 N 0.2579(8) 1.2857(5) 0.1558(5) 0.064(2) Uani 1 1 d . . . . .
C1 C 0.2526(11) 0.5303(6) 0.2232(6) 0.061(3) Uani 1 1 d . . . . .
H1A H 0.1790 0.4951 0.1887 0.073 Uiso 1 1 calc R U . . .
C2 C 0.4480(11) 0.5708(7) 0.3013(8) 0.083(4) Uani 1 1 d . . . . .
H2A H 0.5368 0.5684 0.3315 0.100 Uiso 1 1 calc R U . . .
C3 C 0.3793(11) 0.6470(7) 0.2976(7) 0.079(3) Uani 1 1 d . . . . .
H3B H 0.4106 0.7062 0.3242 0.095 Uiso 1 1 calc R U . . .
C4 C 0.1441(9) 0.6833(7) 0.2203(6) 0.059(3) Uani 1 1 d . . . . .
C5 C 0.1533(9) 0.7802(6) 0.2046(6) 0.058(3) Uani 1 1 d . . . . .
H5B H 0.2296 0.8065 0.2125 0.069 Uiso 1 1 calc R U . . .
C6 C 0.0434(9) 0.8370(6) 0.1764(6) 0.053(2) Uani 1 1 d . . . . .
C7 C 0.0162(9) 0.9356(7) 0.1493(6) 0.057(3) Uani 1 1 d . . . . .
C8 C 0.0878(10) 1.0113(7) 0.1455(7) 0.068(3) Uani 1 1 d . . . . .
H8A H 0.1750 1.0038 0.1662 0.081 Uiso 1 1 calc R U . . .
C9 C 0.0292(11) 1.0985(7) 0.1108(7) 0.066(3) Uani 1 1 d . . . . .
C10 C -0.1039(12) 1.1085(7) 0.0787(7) 0.079(3) Uani 1 1 d . . . . .
H10A H -0.1419 1.1676 0.0557 0.094 Uiso 1 1 calc R U . . .
C11 C -0.1789(11) 1.0350(8) 0.0800(8) 0.085(4) Uani 1 1 d . . . . .
H11A H -0.2665 1.0423 0.0575 0.102 Uiso 1 1 calc R U . . .
C12 C -0.1169(10) 0.9480(7) 0.1172(7) 0.062(3) Uani 1 1 d . . . . .
C13 C -0.0736(10) 0.7944(7) 0.1598(7) 0.066(3) Uani 1 1 d . . . . .
C14 C -0.0817(10) 0.6957(7) 0.1759(7) 0.072(3) Uani 1 1 d . . . . .
H14A H -0.1584 0.6680 0.1658 0.086 Uiso 1 1 calc R U . . .
C15 C 0.0278(10) 0.6423(7) 0.2069(7) 0.067(3) Uani 1 1 d . . . . .
H15A H 0.0257 0.5775 0.2195 0.080 Uiso 1 1 calc R U . . .
C16 C 0.2066(12) 1.2124(8) 0.1764(7) 0.079(3) Uani 1 1 d . . . . .
H16A H 0.2401 1.1874 0.2326 0.095 Uiso 1 1 calc R U . . .
C17 C 0.0857(15) 1.2315(10) 0.0407(8) 0.127(6) Uani 1 1 d . . . . .
H17A H 0.0192 1.2261 -0.0164 0.153 Uiso 1 1 calc R U . . .
C18 C 0.1842(14) 1.2948(10) 0.0709(9) 0.119(5) Uani 1 1 d . . . . .
H18A H 0.1979 1.3387 0.0361 0.143 Uiso 1 1 calc R U . . .
C19 C 0.5640(10) 0.4230(8) 0.1488(7) 0.057(3) Uani 1 1 d . . . . .
C20 C 0.4928(11) 0.2342(7) -0.1193(7) 0.065(3) Uani 1 1 d . . . . .
C21 C 0.6021(9) 0.3955(6) 0.0795(6) 0.049(2) Uani 1 1 d . . . . .
C22 C 0.5311(9) 0.3325(7) 0.0125(6) 0.059(3) Uani 1 1 d . . . . .
H22A H 0.4550 0.3084 0.0068 0.070 Uiso 1 1 calc R U . . .
C23 C 0.5704(9) 0.3040(6) -0.0467(6) 0.055(2) Uani 1 1 d . . . . .
C24 C 0.6830(10) 0.3423(6) -0.0386(6) 0.061(3) Uani 1 1 d . . . . .
H24A H 0.7107 0.3251 -0.0781 0.074 Uiso 1 1 calc R U . . .
C25 C 0.7530(10) 0.4055(8) 0.0279(7) 0.071(3) Uani 1 1 d . . . . .
C26 C 0.7131(10) 0.4338(7) 0.0870(7) 0.070(3) Uani 1 1 d . . . . .
H26A H 0.7605 0.4780 0.1309 0.083 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 O3 1.949(7) . ?
Zn1 O1 1.962(6) 4_566 ?
Zn1 N1 1.994(7) . ?
Zn1 N5 2.026(8) 1_545 ?
Br1 C25 1.891(9) . ?
O1 C20 1.271(11) . ?
O1 Zn1 1.962(6) 4_565 ?
O2 C20 1.251(11) . ?
O3 C19 1.266(11) . ?
O4 C19 1.233(11) . ?
N1 C1 1.329(11) . ?
N1 C2 1.373(12) . ?
N2 C1 1.346(10) . ?
N2 C3 1.377(12) . ?
N2 C4 1.427(11) . ?
N3 C13 1.380(12) . ?
N3 C12 1.383(11) . ?
N3 H3A 0.8600 . ?
N4 C16 1.314(12) . ?
N4 C17 1.322(13) . ?
N4 C9 1.440(12) . ?
N5 C18 1.314(13) . ?
N5 C16 1.328(11) . ?
N5 Zn1 2.026(8) 1_565 ?
C1 H1A 0.9300 . ?
C2 C3 1.324(12) . ?
C2 H2A 0.9300 . ?
C3 H3B 0.9300 . ?
C4 C5 1.390(12) . ?
C4 C15 1.415(12) . ?
C5 C6 1.403(12) . ?
C5 H5B 0.9300 . ?
C6 C13 1.416(12) . ?
C6 C7 1.436(12) . ?
C7 C8 1.379(12) . ?
C7 C12 1.421(13) . ?
C8 C9 1.384(13) . ?
C8 H8A 0.9300 . ?
C9 C10 1.415(13) . ?
C10 C11 1.369(14) . ?
C10 H10A 0.9300 . ?
C11 C12 1.403(13) . ?
C11 H11A 0.9300 . ?
C13 C14 1.414(13) . ?
C14 C15 1.369(13) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.357(16) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C21 1.537(12) . ?
C20 C23 1.507(13) . ?
C21 C22 1.377(12) . ?
C21 C26 1.378(12) . ?
C22 C23 1.387(12) . ?
C22 H22A 0.9300 . ?
C23 C24 1.392(12) . ?
C24 C25 1.371(12) . ?
C24 H24A 0.9300 . ?
C25 C26 1.390(13) . ?
C26 H26A 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
O3 Zn1 O1 108.3(3) . 4_566 ?
O3 Zn1 N1 112.5(3) . . ?
O1 Zn1 N1 115.8(3) 4_566 . ?
O3 Zn1 N5 95.8(3) . 1_545 ?
O1 Zn1 N5 111.1(3) 4_566 1_545 ?
N1 Zn1 N5 111.6(3) . 1_545 ?
C20 O1 Zn1 112.1(7) . 4_565 ?
C19 O3 Zn1 125.7(7) . . ?
C1 N1 C2 104.3(8) . . ?
C1 N1 Zn1 125.7(7) . . ?
C2 N1 Zn1 129.9(7) . . ?
C1 N2 C3 105.7(8) . . ?
C1 N2 C4 126.8(9) . . ?
C3 N2 C4 127.3(8) . . ?
C13 N3 C12 108.1(8) . . ?
C13 N3 H3A 125.9 . . ?
C12 N3 H3A 125.9 . . ?
C16 N4 C17 106.6(10) . . ?
C16 N4 C9 125.0(9) . . ?
C17 N4 C9 128.5(11) . . ?
C18 N5 C16 103.7(9) . . ?
C18 N5 Zn1 125.3(8) . 1_565 ?
C16 N5 Zn1 131.0(8) . 1_565 ?
N1 C1 N2 112.0(9) . . ?
N1 C1 H1A 124.0 . . ?
N2 C1 H1A 124.0 . . ?
C3 C2 N1 110.7(10) . . ?
C3 C2 H2A 124.6 . . ?
N1 C2 H2A 124.6 . . ?
C2 C3 N2 107.2(9) . . ?
C2 C3 H3B 126.4 . . ?
N2 C3 H3B 126.4 . . ?
C5 C4 C15 121.6(9) . . ?
C5 C4 N2 119.6(9) . . ?
C15 C4 N2 118.8(9) . . ?
C4 C5 C6 117.7(9) . . ?
C4 C5 H5B 121.2 . . ?
C6 C5 H5B 121.2 . . ?
C5 C6 C13 120.2(8) . . ?
C5 C6 C7 132.6(9) . . ?
C13 C6 C7 106.7(9) . . ?
C8 C7 C12 119.6(9) . . ?
C8 C7 C6 134.3(9) . . ?
C12 C7 C6 106.1(8) . . ?
C7 C8 C9 119.6(10) . . ?
C7 C8 H8A 120.2 . . ?
C9 C8 H8A 120.2 . . ?
C8 C9 C10 119.6(10) . . ?
C8 C9 N4 120.3(10) . . ?
C10 C9 N4 120.1(10) . . ?
C11 C10 C9 122.7(10) . . ?
C11 C10 H10A 118.6 . . ?
C9 C10 H10A 118.6 . . ?
C10 C11 C12 116.6(10) . . ?
C10 C11 H11A 121.7 . . ?
C12 C11 H11A 121.7 . . ?
N3 C12 C11 128.6(10) . . ?
N3 C12 C7 109.6(8) . . ?
C11 C12 C7 121.8(10) . . ?
N3 C13 C14 129.1(9) . . ?
N3 C13 C6 109.5(8) . . ?
C14 C13 C6 121.4(10) . . ?
C15 C14 C13 117.4(9) . . ?
C15 C14 H14A 121.3 . . ?
C13 C14 H14A 121.3 . . ?
C14 C15 C4 121.6(9) . . ?
C14 C15 H15A 119.2 . . ?
C4 C15 H15A 119.2 . . ?
N4 C16 N5 112.5(9) . . ?
N4 C16 H16A 123.7 . . ?
N5 C16 H16A 123.7 . . ?
N4 C17 C18 106.3(11) . . ?
N4 C17 H17A 126.9 . . ?
C18 C17 H17A 126.9 . . ?
N5 C18 C17 110.9(11) . . ?
N5 C18 H18A 124.6 . . ?
C17 C18 H18A 124.6 . . ?
O4 C19 O3 126.9(9) . . ?
O4 C19 C21 121.4(10) . . ?
O3 C19 C21 111.6(9) . . ?
O2 C20 O1 123.9(10) . . ?
O2 C20 C23 118.8(10) . . ?
O1 C20 C23 117.3(9) . . ?
C22 C21 C26 119.7(9) . . ?
C22 C21 C19 122.2(9) . . ?
C26 C21 C19 118.1(9) . . ?
C21 C22 C23 121.6(9) . . ?
C21 C22 H22A 119.2 . . ?
C23 C22 H22A 119.2 . . ?
C22 C23 C24 118.5(9) . . ?
C22 C23 C20 121.3(9) . . ?
C24 C23 C20 120.1(9) . . ?
C25 C24 C23 119.6(9) . . ?
C25 C24 H24A 120.2 . . ?
C23 C24 H24A 120.2 . . ?
C24 C25 C26 121.6(9) . . ?
C24 C25 Br1 117.8(7) . . ?
C26 C25 Br1 120.6(8) . . ?
C21 C26 C25 118.9(9) . . ?
C21 C26 H26A 120.5 . . ?
C25 C26 H26A 120.5 . . ?

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
C2 N1 C1 N2 0.3(11) . . . . ?
Zn1 N1 C1 N2 -176.3(6) . . . . ?
C3 N2 C1 N1 -0.4(11) . . . . ?
C4 N2 C1 N1 175.6(8) . . . . ?
C1 N1 C2 C3 -0.1(13) . . . . ?
Zn1 N1 C2 C3 176.3(8) . . . . ?
N1 C2 C3 N2 -0.2(13) . . . . ?
C1 N2 C3 C2 0.3(12) . . . . ?
C4 N2 C3 C2 -175.7(9) . . . . ?
C1 N2 C4 C5 -142.5(9) . . . . ?
C3 N2 C4 C5 32.7(14) . . . . ?
C1 N2 C4 C15 34.9(14) . . . . ?
C3 N2 C4 C15 -149.8(10) . . . . ?
C15 C4 C5 C6 1.1(14) . . . . ?
N2 C4 C5 C6 178.5(8) . . . . ?
C4 C5 C6 C13 -3.7(14) . . . . ?
C4 C5 C6 C7 -175.4(10) . . . . ?
C5 C6 C7 C8 -4.3(19) . . . . ?
C13 C6 C7 C8 -176.9(11) . . . . ?
C5 C6 C7 C12 172.4(10) . . . . ?
C13 C6 C7 C12 -0.1(11) . . . . ?
C12 C7 C8 C9 0.2(15) . . . . ?
C6 C7 C8 C9 176.6(10) . . . . ?
C7 C8 C9 C10 -0.8(15) . . . . ?
C7 C8 C9 N4 178.3(9) . . . . ?
C16 N4 C9 C8 -52.6(15) . . . . ?
C17 N4 C9 C8 125.1(14) . . . . ?
C16 N4 C9 C10 126.5(12) . . . . ?
C17 N4 C9 C10 -55.9(17) . . . . ?
C8 C9 C10 C11 -0.1(17) . . . . ?
N4 C9 C10 C11 -179.2(10) . . . . ?
C9 C10 C11 C12 1.5(17) . . . . ?
C13 N3 C12 C11 175.3(11) . . . . ?
C13 N3 C12 C7 -1.5(12) . . . . ?
C10 C11 C12 N3 -178.5(11) . . . . ?
C10 C11 C12 C7 -2.0(16) . . . . ?
C8 C7 C12 N3 178.3(9) . . . . ?
C6 C7 C12 N3 1.0(11) . . . . ?
C8 C7 C12 C11 1.2(15) . . . . ?
C6 C7 C12 C11 -176.1(9) . . . . ?
C12 N3 C13 C14 -176.6(10) . . . . ?
C12 N3 C13 C6 1.4(12) . . . . ?
C5 C6 C13 N3 -174.5(8) . . . . ?
C7 C6 C13 N3 -0.8(11) . . . . ?
C5 C6 C13 C14 3.7(15) . . . . ?
C7 C6 C13 C14 177.4(9) . . . . ?
N3 C13 C14 C15 176.9(10) . . . . ?
C6 C13 C14 C15 -0.9(15) . . . . ?
C13 C14 C15 C4 -1.7(16) . . . . ?
C5 C4 C15 C14 1.6(16) . . . . ?
N2 C4 C15 C14 -175.8(9) . . . . ?
C17 N4 C16 N5 0.4(14) . . . . ?
C9 N4 C16 N5 178.5(9) . . . . ?
C18 N5 C16 N4 -2.2(14) . . . . ?
Zn1 N5 C16 N4 -179.5(7) 1_565 . . . ?
C16 N4 C17 C18 1.6(16) . . . . ?
C9 N4 C17 C18 -176.5(11) . . . . ?
C16 N5 C18 C17 3.1(16) . . . . ?
Zn1 N5 C18 C17 -179.4(10) 1_565 . . . ?
N4 C17 C18 N5 -3.0(18) . . . . ?
Zn1 O3 C19 O4 -6.0(15) . . . . ?
Zn1 O3 C19 C21 170.7(5) . . . . ?
Zn1 O1 C20 O2 9.5(13) 4_565 . . . ?
Zn1 O1 C20 C23 -170.4(6) 4_565 . . . ?
O4 C19 C21 C22 -171.7(9) . . . . ?
O3 C19 C21 C22 11.4(12) . . . . ?
O4 C19 C21 C26 10.1(14) . . . . ?
O3 C19 C21 C26 -166.8(9) . . . . ?
C26 C21 C22 C23 1.9(14) . . . . ?
C19 C21 C22 C23 -176.2(8) . . . . ?
C21 C22 C23 C24 -1.5(14) . . . . ?
C21 C22 C23 C20 179.4(8) . . . . ?
O2 C20 C23 C22 4.3(14) . . . . ?
O1 C20 C23 C22 -175.8(9) . . . . ?
O2 C20 C23 C24 -174.8(9) . . . . ?
O1 C20 C23 C24 5.1(13) . . . . ?
C22 C23 C24 C25 1.1(14) . . . . ?
C20 C23 C24 C25 -179.8(9) . . . . ?
C23 C24 C25 C26 -1.1(16) . . . . ?
C23 C24 C25 Br1 178.1(7) . . . . ?
C22 C21 C26 C25 -1.9(15) . . . . ?
C19 C21 C26 C25 176.3(9) . . . . ?
C24 C25 C26 C21 1.6(17) . . . . ?
Br1 C25 C26 C21 -177.6(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O2 0.86 2.02 2.810(11) 152.8 3_565
C1 H1A Br1 0.93 3.09 3.967(11) 158.2 1_455
C3 H3B O3 0.93 2.56 3.442(12) 158.9 2_655
C8 H8A O4 0.93 2.43 3.224(13) 143.8 2_655
C16 H16A O2 0.93 2.65 3.223(14) 120.8 4_576

_refine_diff_density_max         0.451
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.084

