# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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 1024065'
_audit_update_record             
;
2014-09-12 deposited with the CCDC.
2014-12-05 downloaded from the CCDC.
;
# L1115

_audit_creation_method           SHELXL-97
_audit_creation_date             6-Dec-2011

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_moiety         'C13 H12 Br2 N2 Zn'
_chemical_formula_sum            'C13 H12 Br2 N2 Zn'
_chemical_formula_weight         421.44
_chemical_melting_point          543

loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 26 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 24 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Br Br 4 -0.2901 2.4595
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 4 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Zn Zn 2 0.2839 1.4301
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.51887(19)
_cell_length_b                   7.57304(18)
_cell_length_c                   14.0522(4)
_cell_angle_alpha                85.182(2)
_cell_angle_beta                 89.651(2)
_cell_angle_gamma                63.742(3)
_cell_volume                     714.61(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    160(1)
_cell_measurement_reflns_used    9717
_cell_measurement_theta_min      2.9053
_cell_measurement_theta_max      30.4112

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    7.310
_exptl_absorpt_correction_T_min  0.59889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)
;

_exptl_special_details           
;
Solvent used: MeCN
Cooling Device: Oxford Instruments Cryojet XL
Crystal mount: on a glass fibre
Frames collected: 911
Seconds exposure per frame: 4.0
Degrees rotation per frame: 1.0
Crystal-detector distance (mm): 55.0
Client: Tushar Basu Baul
Sample code: TSBB-320  (L1115)
;

_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_reflns_number            17815
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         30.48
_diffrn_measured_fraction_theta_max 0.916
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_reflns_number_total             3985
_reflns_number_gt                3432
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_cell_refinement       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_data_reduction        
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+0.3650P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3985
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0549
_refine_ls_wR_factor_gt          0.0516
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.085

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.22509(3) 0.39071(3) 0.242510(16) 0.02675(6) Uani 1 1 d . . .
Br2 Br 0.61724(4) 0.58479(3) 0.313858(18) 0.03388(7) Uani 1 1 d . . .
Zn1 Zn 0.55413(3) 0.31701(3) 0.282001(17) 0.02210(7) Uani 1 1 d . . .
N1 N 0.6836(2) 0.1066(2) 0.39624(12) 0.0222(4) Uani 1 1 d . . .
N2 N 0.7431(2) 0.0790(2) 0.20781(12) 0.0211(4) Uani 1 1 d . . .
C1 C 0.8235(3) -0.0646(3) 0.36837(15) 0.0228(4) Uani 1 1 d . . .
C2 C 0.9390(3) -0.2211(3) 0.43366(17) 0.0285(5) Uani 1 1 d . . .
H2 H 1.0376 -0.3403 0.4125 0.034 Uiso 1 1 calc R . .
C3 C 0.9090(4) -0.2014(3) 0.52995(17) 0.0313(5) Uani 1 1 d . . .
H3 H 0.9863 -0.3068 0.5761 0.038 Uiso 1 1 calc R . .
C4 C 0.7642(3) -0.0255(3) 0.55833(17) 0.0306(5) Uani 1 1 d . . .
H4 H 0.7400 -0.0088 0.6242 0.037 Uiso 1 1 calc R . .
C5 C 0.6557(3) 0.1252(3) 0.48933(16) 0.0282(5) Uani 1 1 d . . .
H5 H 0.5577 0.2464 0.5089 0.034 Uiso 1 1 calc R . .
C6 C 0.8432(3) -0.0746(3) 0.26492(15) 0.0233(4) Uani 1 1 d . . .
H6 H 0.9302 -0.1950 0.2402 0.028 Uiso 1 1 calc R . .
C7 C 0.7476(3) 0.0581(3) 0.10725(15) 0.0229(4) Uani 1 1 d . . .
C8 C 0.7456(3) -0.1106(3) 0.07475(16) 0.0272(5) Uani 1 1 d . . .
H8 H 0.7442 -0.2117 0.1191 0.033 Uiso 1 1 calc R . .
C9 C 0.7458(4) -0.1292(4) -0.02226(17) 0.0335(5) Uani 1 1 d . . .
H9 H 0.7442 -0.2432 -0.0450 0.040 Uiso 1 1 calc R . .
C10 C 0.7483(3) 0.0185(3) -0.08591(17) 0.0314(5) Uani 1 1 d . . .
H10 H 0.7486 0.0055 -0.1526 0.038 Uiso 1 1 calc R . .
C11 C 0.7502(3) 0.1844(3) -0.05411(17) 0.0298(5) Uani 1 1 d . . .
H11 H 0.7527 0.2841 -0.0991 0.036 Uiso 1 1 calc R . .
C12 C 0.7486(3) 0.2085(3) 0.04362(17) 0.0269(5) Uani 1 1 d . . .
C13 C 0.7562(4) 0.3872(3) 0.07671(19) 0.0405(6) Uani 1 1 d . . .
H131 H 0.6263 0.4748 0.1000 0.061 Uiso 1 1 calc R . .
H132 H 0.7903 0.4573 0.0234 0.061 Uiso 1 1 calc R . .
H133 H 0.8569 0.3469 0.1285 0.061 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Zn1 2.3416(3) . ?
Br2 Zn1 2.3547(3) . ?
Zn1 N1 2.0688(17) . ?
Zn1 N2 2.0942(16) . ?
N1 C5 1.333(3) . ?
N1 C1 1.347(3) . ?
N2 C6 1.280(3) . ?
N2 C7 1.434(3) . ?
C1 C2 1.385(3) . ?
C1 C6 1.465(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.391(3) . ?
C7 C8 1.398(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.400(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.492(3) . ?
C13 H131 0.9800 . ?
C13 H132 0.9800 . ?
C13 H133 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N2 80.60(7) . . ?
N1 Zn1 Br1 115.45(5) . . ?
N2 Zn1 Br1 108.70(5) . . ?
N1 Zn1 Br2 105.37(5) . . ?
N2 Zn1 Br2 124.55(5) . . ?
Br1 Zn1 Br2 116.670(12) . . ?
C5 N1 C1 118.90(18) . . ?
C5 N1 Zn1 128.85(14) . . ?
C1 N1 Zn1 112.06(14) . . ?
C6 N2 C7 118.42(17) . . ?
C6 N2 Zn1 111.45(14) . . ?
C7 N2 Zn1 129.15(13) . . ?
N1 C1 C2 121.9(2) . . ?
N1 C1 C6 115.66(18) . . ?
C2 C1 C6 122.48(19) . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 122.3(2) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
N2 C6 C1 119.97(18) . . ?
N2 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C12 C7 C8 121.2(2) . . ?
C12 C7 N2 119.33(19) . . ?
C8 C7 N2 119.48(19) . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 119.6(2) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 120.8(2) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 121.0(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C7 C12 C11 117.8(2) . . ?
C7 C12 C13 122.1(2) . . ?
C11 C12 C13 120.1(2) . . ?
C12 C13 H131 109.5 . . ?
C12 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
C12 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?

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
N2 Zn1 N1 C5 178.0(2) . . . . ?
Br1 Zn1 N1 C5 -75.68(19) . . . . ?
Br2 Zn1 N1 C5 54.58(19) . . . . ?
N2 Zn1 N1 C1 3.07(14) . . . . ?
Br1 Zn1 N1 C1 109.39(13) . . . . ?
Br2 Zn1 N1 C1 -120.34(13) . . . . ?
N1 Zn1 N2 C6 -0.05(14) . . . . ?
Br1 Zn1 N2 C6 -113.87(14) . . . . ?
Br2 Zn1 N2 C6 102.20(14) . . . . ?
N1 Zn1 N2 C7 168.23(18) . . . . ?
Br1 Zn1 N2 C7 54.41(18) . . . . ?
Br2 Zn1 N2 C7 -89.52(17) . . . . ?
C5 N1 C1 C2 -0.2(3) . . . . ?
Zn1 N1 C1 C2 175.32(17) . . . . ?
C5 N1 C1 C6 179.14(19) . . . . ?
Zn1 N1 C1 C6 -5.4(2) . . . . ?
N1 C1 C2 C3 0.4(3) . . . . ?
C6 C1 C2 C3 -178.8(2) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C1 N1 C5 C4 -0.5(3) . . . . ?
Zn1 N1 C5 C4 -175.10(16) . . . . ?
C3 C4 C5 N1 0.8(3) . . . . ?
C7 N2 C6 C1 -172.60(18) . . . . ?
Zn1 N2 C6 C1 -2.9(2) . . . . ?
N1 C1 C6 N2 5.8(3) . . . . ?
C2 C1 C6 N2 -174.9(2) . . . . ?
C6 N2 C7 C12 -142.7(2) . . . . ?
Zn1 N2 C7 C12 49.7(3) . . . . ?
C6 N2 C7 C8 39.0(3) . . . . ?
Zn1 N2 C7 C8 -128.62(18) . . . . ?
C12 C7 C8 C9 0.4(3) . . . . ?
N2 C7 C8 C9 178.66(19) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C8 C7 C12 C11 -0.8(3) . . . . ?
N2 C7 C12 C11 -179.11(18) . . . . ?
C8 C7 C12 C13 -178.3(2) . . . . ?
N2 C7 C12 C13 3.4(3) . . . . ?
C10 C11 C12 C7 0.8(3) . . . . ?
C10 C11 C12 C13 178.4(2) . . . . ?

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_2
_database_code_depnum_ccdc_archive 'CCDC 1024066'
_audit_update_record             
;
2014-09-12 deposited with the CCDC.
2014-12-05 downloaded from the CCDC.
;
# L1119

_audit_creation_method           SHELXL-97
_audit_creation_date             12-Dec-2011

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_moiety         'C13 H12 Br2 N2 O Zn'
_chemical_formula_sum            'C13 H12 Br2 N2 O Zn'
_chemical_formula_weight         437.44
_chemical_melting_point          542

loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 52 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 48 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Br Br 8 -0.2901 2.4595
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 8 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
O O 4 0.0106 0.0060
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Zn Zn 4 0.2839 1.4301
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   8.1266(7)
_cell_length_b                   24.5537(15)
_cell_length_c                   7.9491(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.788(10)
_cell_angle_gamma                90.00
_cell_volume                     1428.18(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(1)
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      2.4759
_cell_measurement_theta_max      30.3614

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.034
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    7.324
_cell_oxdiff_twin_number         2
loop_
_cell_oxdiff_twin_id
_cell_oxdiff_twin_matrix_11
_cell_oxdiff_twin_matrix_12
_cell_oxdiff_twin_matrix_13
_cell_oxdiff_twin_matrix_21
_cell_oxdiff_twin_matrix_22
_cell_oxdiff_twin_matrix_23
_cell_oxdiff_twin_matrix_31
_cell_oxdiff_twin_matrix_32
_cell_oxdiff_twin_matrix_33
1 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000
2 0.9995 0.0001 0.8896 0.0003 -0.9996 -0.0002 0.0004 -0.0001 -0.9998
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.5133 12656 5704
2 0.4867 12638 5704
_exptl_absorpt_correction_T_min  0.39425
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)
;

_exptl_special_details           
;
Solvent used: MeCN
Cooling Device: Oxford Instruments Cryojet XL
Crystal mount: on a glass fibre
Frames collected: 464
Seconds exposure per frame: 50.5
Degrees rotation per frame: 1.0
Crystal-detector distance (mm): 55.0
Client: Tushar Basu Baul
Sample code: TSBB-324  (L1119)
;

_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_reflns_number            30998
_diffrn_reflns_av_R_equivalents  0.0000
# Rint component 1 0.124
# Rint component 2 0.139
# Rint overlaps only 0.034 
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         30.61
_diffrn_measured_fraction_theta_max 0.929
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_reflns_number_total             7056
_reflns_number_gt                5763
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_cell_refinement       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_data_reduction        
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2009)'

_refine_special_details          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)+(0.1166P)²+5.5451P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7056
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1878
_refine_ls_wR_factor_gt          0.1720
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.463
_refine_diff_density_min         -1.794
_refine_diff_density_rms         0.223

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.03579(7) 0.107167(19) -0.18648(6) 0.02491(14) Uani 1 1 d . . .
Br2 Br -0.00920(7) 0.10726(2) 0.29340(7) 0.02691(14) Uani 1 1 d . . .
Zn1 Zn 0.18620(7) 0.111407(19) 0.14461(7) 0.01795(14) Uani 1 1 d . . .
O1 O 0.1963(4) 0.20934(13) 0.1297(4) 0.0228(7) Uani 1 1 d . . .
N1 N 0.3472(6) 0.03992(15) 0.2002(5) 0.0215(8) Uani 1 1 d . . .
N2 N 0.4456(5) 0.13995(14) 0.3258(5) 0.0173(7) Uani 1 1 d . . .
C1 C 0.5240(6) 0.04794(18) 0.3166(6) 0.0200(9) Uani 1 1 d . . .
C2 C 0.6508(7) 0.00632(19) 0.3690(7) 0.0262(10) Uani 1 1 d . . .
H2 H 0.7754 0.0130 0.4509 0.031 Uiso 1 1 calc R . .
C3 C 0.5913(8) -0.0456(2) 0.2987(8) 0.0314(11) Uani 1 1 d . . .
H3 H 0.6750 -0.0752 0.3326 0.038 Uiso 1 1 calc R . .
C4 C 0.4122(8) -0.0536(2) 0.1809(8) 0.0317(11) Uani 1 1 d . . .
H4 H 0.3693 -0.0888 0.1322 0.038 Uiso 1 1 calc R . .
C5 C 0.2927(8) -0.0099(2) 0.1326(8) 0.0303(10) Uani 1 1 d . . .
H5 H 0.1681 -0.0156 0.0487 0.036 Uiso 1 1 calc R . .
C6 C 0.5722(6) 0.10384(17) 0.3826(7) 0.0199(8) Uani 1 1 d . . .
H6 H 0.6942 0.1132 0.4655 0.024 Uiso 1 1 calc R . .
C7 C 0.4795(6) 0.19506(17) 0.3817(6) 0.0170(8) Uani 1 1 d . . .
C8 C 0.6332(6) 0.21373(19) 0.5350(7) 0.0227(9) Uani 1 1 d . . .
H8 H 0.7238 0.1887 0.6123 0.027 Uiso 1 1 calc R . .
C9 C 0.6538(7) 0.2687(2) 0.5746(7) 0.0254(9) Uani 1 1 d . . .
H9 H 0.7596 0.2815 0.6784 0.031 Uiso 1 1 calc R . .
C10 C 0.5215(7) 0.3052(2) 0.4643(7) 0.0254(10) Uani 1 1 d . . .
H10 H 0.5370 0.3429 0.4931 0.031 Uiso 1 1 calc R . .
C11 C 0.3657(7) 0.28723(18) 0.3114(7) 0.0241(9) Uani 1 1 d . . .
H11 H 0.2752 0.3123 0.2348 0.029 Uiso 1 1 calc R . .
C12 C 0.3456(6) 0.23195(18) 0.2731(6) 0.0181(8) Uani 1 1 d . . .
C13 C 0.0560(7) 0.24503(19) 0.0114(7) 0.0275(10) Uani 1 1 d . . .
H131 H -0.0454 0.2236 -0.0798 0.041 Uiso 1 1 calc R . .
H132 H 0.1045 0.2692 -0.0545 0.041 Uiso 1 1 calc R . .
H133 H 0.0121 0.2669 0.0867 0.041 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Zn1 2.3734(7) . ?
Br2 Zn1 2.3590(7) . ?
Zn1 N2 2.090(4) . ?
Zn1 N1 2.118(4) . ?
Zn1 O1 2.411(3) . ?
O1 C12 1.370(5) . ?
O1 C13 1.421(5) . ?
N1 C5 1.332(6) . ?
N1 C1 1.343(6) . ?
N2 C6 1.282(6) . ?
N2 C7 1.413(5) . ?
C1 C2 1.380(6) . ?
C1 C6 1.461(6) . ?
C2 C3 1.392(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.359(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.390(6) . ?
C7 C8 1.390(6) . ?
C8 C9 1.379(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11 0.9500 . ?
C13 H131 0.9800 . ?
C13 H132 0.9800 . ?
C13 H133 0.9800 . ?

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
N2 Zn1 N1 77.75(15) . . ?
N2 Zn1 Br2 111.47(10) . . ?
N1 Zn1 Br2 110.42(11) . . ?
N2 Zn1 Br1 131.11(10) . . ?
N1 Zn1 Br1 99.70(11) . . ?
Br2 Zn1 Br1 114.82(3) . . ?
N2 Zn1 O1 69.74(12) . . ?
N1 Zn1 O1 143.71(13) . . ?
Br2 Zn1 O1 96.44(8) . . ?
Br1 Zn1 O1 90.08(8) . . ?
C12 O1 C13 117.8(4) . . ?
C12 O1 Zn1 113.6(3) . . ?
C13 O1 Zn1 127.8(3) . . ?
C5 N1 C1 118.7(4) . . ?
C5 N1 Zn1 127.6(4) . . ?
C1 N1 Zn1 113.6(3) . . ?
C6 N2 C7 122.3(4) . . ?
C6 N2 Zn1 115.2(3) . . ?
C7 N2 Zn1 122.6(3) . . ?
N1 C1 C2 122.3(4) . . ?
N1 C1 C6 115.1(4) . . ?
C2 C1 C6 122.6(4) . . ?
C1 C2 C3 118.3(5) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.3(5) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 122.0(5) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
N2 C6 C1 118.3(4) . . ?
N2 C6 H6 120.8 . . ?
C1 C6 H6 120.8 . . ?
C12 C7 C8 119.5(4) . . ?
C12 C7 N2 115.8(4) . . ?
C8 C7 N2 124.7(4) . . ?
C9 C8 C7 119.7(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.4(5) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C11 120.7(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.5(5) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
O1 C12 C11 123.9(4) . . ?
O1 C12 C7 115.0(4) . . ?
C11 C12 C7 121.1(4) . . ?
O1 C13 H131 109.5 . . ?
O1 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
O1 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?

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
N2 Zn1 O1 C12 -14.1(3) . . . . ?
N1 Zn1 O1 C12 -41.9(4) . . . . ?
Br2 Zn1 O1 C12 96.4(3) . . . . ?
Br1 Zn1 O1 C12 -148.6(3) . . . . ?
N2 Zn1 O1 C13 176.6(4) . . . . ?
N1 Zn1 O1 C13 148.8(4) . . . . ?
Br2 Zn1 O1 C13 -72.9(4) . . . . ?
Br1 Zn1 O1 C13 42.1(4) . . . . ?
N2 Zn1 N1 C5 -179.3(4) . . . . ?
Br2 Zn1 N1 C5 72.1(4) . . . . ?
Br1 Zn1 N1 C5 -49.1(4) . . . . ?
O1 Zn1 N1 C5 -152.7(4) . . . . ?
N2 Zn1 N1 C1 0.0(3) . . . . ?
Br2 Zn1 N1 C1 -108.6(3) . . . . ?
Br1 Zn1 N1 C1 130.2(3) . . . . ?
O1 Zn1 N1 C1 26.6(4) . . . . ?
N1 Zn1 N2 C6 -0.1(3) . . . . ?
Br2 Zn1 N2 C6 107.3(3) . . . . ?
Br1 Zn1 N2 C6 -92.3(3) . . . . ?
O1 Zn1 N2 C6 -163.7(4) . . . . ?
N1 Zn1 N2 C7 179.8(3) . . . . ?
Br2 Zn1 N2 C7 -72.9(3) . . . . ?
Br1 Zn1 N2 C7 87.5(3) . . . . ?
O1 Zn1 N2 C7 16.2(3) . . . . ?
C5 N1 C1 C2 -0.3(7) . . . . ?
Zn1 N1 C1 C2 -179.7(4) . . . . ?
C5 N1 C1 C6 179.4(4) . . . . ?
Zn1 N1 C1 C6 0.0(5) . . . . ?
N1 C1 C2 C3 -0.4(7) . . . . ?
C6 C1 C2 C3 179.9(4) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C2 C3 C4 C5 0.3(8) . . . . ?
C1 N1 C5 C4 1.0(8) . . . . ?
Zn1 N1 C5 C4 -179.7(4) . . . . ?
C3 C4 C5 N1 -1.0(9) . . . . ?
C7 N2 C6 C1 -179.7(4) . . . . ?
Zn1 N2 C6 C1 0.1(5) . . . . ?
N1 C1 C6 N2 -0.1(6) . . . . ?
C2 C1 C6 N2 179.7(4) . . . . ?
C6 N2 C7 C12 163.0(4) . . . . ?
Zn1 N2 C7 C12 -16.8(5) . . . . ?
C6 N2 C7 C8 -17.6(7) . . . . ?
Zn1 N2 C7 C8 162.5(3) . . . . ?
C12 C7 C8 C9 -1.9(7) . . . . ?
N2 C7 C8 C9 178.8(4) . . . . ?
C7 C8 C9 C10 0.9(7) . . . . ?
C8 C9 C10 C11 -0.2(7) . . . . ?
C9 C10 C11 C12 0.5(7) . . . . ?
C13 O1 C12 C11 1.4(6) . . . . ?
Zn1 O1 C12 C11 -169.0(3) . . . . ?
C13 O1 C12 C7 -178.8(4) . . . . ?
Zn1 O1 C12 C7 10.7(4) . . . . ?
C10 C11 C12 O1 178.2(4) . . . . ?
C10 C11 C12 C7 -1.6(7) . . . . ?
C8 C7 C12 O1 -177.5(4) . . . . ?
N2 C7 C12 O1 1.9(5) . . . . ?
C8 C7 C12 C11 2.2(6) . . . . ?
N2 C7 C12 C11 -178.4(4) . . . . ?

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_3
_database_code_depnum_ccdc_archive 'CCDC 1024067'
_audit_update_record             
;
2014-09-12 deposited with the CCDC.
2014-12-05 downloaded from the CCDC.
;
# L1112

_audit_creation_method           SHELXL-97
_audit_creation_date             9-Dec-2011

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_moiety         'C13 H12 I2 N2 O Zn'
_chemical_formula_sum            'C13 H12 I2 N2 O Zn'
_chemical_formula_weight         531.44
_chemical_melting_point          608

loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 52 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 48 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
I I 8 -0.4742 1.8119
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 8 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
O O 4 0.0106 0.0060
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Zn Zn 4 0.2839 1.4301
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   8.2724(5)
_cell_length_b                   24.7844(10)
_cell_length_c                   8.4272(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.907(8)
_cell_angle_gamma                90.00
_cell_volume                     1554.16(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(1)
_cell_measurement_reflns_used    6597
_cell_measurement_theta_min      2.4544
_cell_measurement_theta_max      29.4196

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.271
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    5.548
_cell_oxdiff_twin_number         2
loop_
_cell_oxdiff_twin_id
_cell_oxdiff_twin_matrix_11
_cell_oxdiff_twin_matrix_12
_cell_oxdiff_twin_matrix_13
_cell_oxdiff_twin_matrix_21
_cell_oxdiff_twin_matrix_22
_cell_oxdiff_twin_matrix_23
_cell_oxdiff_twin_matrix_31
_cell_oxdiff_twin_matrix_32
_cell_oxdiff_twin_matrix_33
1 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000
2 1.0010 0.0004 0.8528 -0.0089 -0.9996 -0.0079 0.0029 0.0004 -0.9982
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.6913 9998 7720
2 0.3087 9927 7720
_exptl_absorpt_correction_T_min  0.73640
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)
;

_exptl_special_details           
;
Solvent used: MeCN
Cooling Device: Oxford Instruments Cryojet XL
Crystal mount: on a glass fibre
Frames collected: 429
Seconds exposure per frame: 8.6
Degrees rotation per frame: 1.0
Crystal-detector distance (mm): 55.0
Client: Tushar Basu Baul
Sample code: TSBB-318  (L1112)
;

_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_reflns_number            27645
_diffrn_reflns_av_R_equivalents  0.0000
# Rint component 1 0.061
# Rint component 2 0.126
# Rint overlaps only 0.030 
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         29.57
_diffrn_measured_fraction_theta_max 0.929
_diffrn_reflns_theta_full        26.32
_diffrn_measured_fraction_theta_full 0.999
_reflns_number_total             7126
_reflns_number_gt                5322
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_cell_refinement       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_data_reduction        
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2009)'

_refine_special_details          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)+(0.0875P)²+13.4342P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7126
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0618
_refine_ls_wR_factor_ref         0.1811
_refine_ls_wR_factor_gt          0.1653
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.784
_refine_diff_density_min         -1.645
_refine_diff_density_rms         0.266

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.51933(7) 0.392410(18) 0.72123(6) 0.02857(14) Uani 1 1 d . . .
I2 I 0.44320(7) 0.397374(19) 1.19697(6) 0.03008(15) Uani 1 1 d . . .
Zn1 Zn 0.29974(11) 0.39139(3) 0.86045(11) 0.02224(19) Uani 1 1 d . . .
O1 O 0.2826(7) 0.2931(2) 0.8744(7) 0.0312(12) Uani 1 1 d . . .
N1 N 0.1486(8) 0.4635(2) 0.7957(8) 0.0253(12) Uani 1 1 d . . .
N2 N 0.0449(8) 0.3641(2) 0.6817(7) 0.0221(11) Uani 1 1 d . . .
C1 C -0.0248(10) 0.4563(3) 0.6783(9) 0.0230(14) Uani 1 1 d . . .
C2 C -0.1453(11) 0.4983(3) 0.6179(10) 0.0294(16) Uani 1 1 d . . .
H2 H -0.2667 0.4922 0.5360 0.035 Uiso 1 1 calc R . .
C3 C -0.0849(11) 0.5499(3) 0.6798(10) 0.0304(16) Uani 1 1 d . . .
H3 H -0.1650 0.5797 0.6407 0.037 Uiso 1 1 calc R . .
C4 C 0.0900(12) 0.5574(3) 0.7972(11) 0.0359(18) Uani 1 1 d . . .
H4 H 0.1342 0.5925 0.8392 0.043 Uiso 1 1 calc R . .
C5 C 0.2030(11) 0.5127(3) 0.8545(11) 0.0318(16) Uani 1 1 d . . .
H5 H 0.3240 0.5178 0.9392 0.038 Uiso 1 1 calc R . .
C6 C -0.0740(10) 0.4011(3) 0.6214(9) 0.0236(14) Uani 1 1 d . . .
H6 H -0.1937 0.3924 0.5400 0.028 Uiso 1 1 calc R . .
C7 C 0.0115(10) 0.3097(3) 0.6278(10) 0.0253(14) Uani 1 1 d . . .
C8 C -0.1351(11) 0.2921(3) 0.4786(10) 0.0304(16) Uani 1 1 d . . .
H8 H -0.2212 0.3176 0.4052 0.036 Uiso 1 1 calc R . .
C9 C -0.1582(11) 0.2377(3) 0.4348(12) 0.0341(16) Uani 1 1 d . . .
H9 H -0.2602 0.2258 0.3331 0.041 Uiso 1 1 calc R . .
C10 C -0.0298(12) 0.2012(3) 0.5419(11) 0.0354(18) Uani 1 1 d . . .
H10 H -0.0443 0.1640 0.5115 0.043 Uiso 1 1 calc R . .
C11 C 0.1181(11) 0.2175(3) 0.6911(11) 0.0331(17) Uani 1 1 d . . .
H11 H 0.2034 0.1918 0.7641 0.040 Uiso 1 1 calc R . .
C12 C 0.1407(10) 0.2719(3) 0.7334(9) 0.0259(15) Uani 1 1 d . . .
C13 C 0.4228(12) 0.2575(3) 0.9841(12) 0.040(2) Uani 1 1 d . . .
H131 H 0.4785 0.2409 0.9147 0.060 Uiso 1 1 calc R . .
H132 H 0.3724 0.2293 1.0308 0.060 Uiso 1 1 calc R . .
H133 H 0.5136 0.2779 1.0822 0.060 Uiso 1 1 calc R . .


_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
I1 Zn1 2.5572(10) . ?
I2 Zn1 2.5558(9) . ?
Zn1 N2 2.096(6) . ?
Zn1 N1 2.112(6) . ?
Zn1 O1 2.446(5) . ?
O1 C12 1.359(9) . ?
O1 C13 1.429(9) . ?
N1 C5 1.317(9) . ?
N1 C1 1.352(9) . ?
N2 C6 1.275(9) . ?
N2 C7 1.413(9) . ?
C1 C2 1.375(10) . ?
C1 C6 1.450(10) . ?
C2 C3 1.388(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.363(12) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(11) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.381(10) . ?
C7 C12 1.407(10) . ?
C8 C9 1.389(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(11) . ?
C11 H11 0.9500 . ?
C13 H131 0.9800 . ?
C13 H132 0.9800 . ?
C13 H133 0.9800 . ?

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
N2 Zn1 N1 78.0(2) . . ?
N2 Zn1 O1 69.7(2) . . ?
N1 Zn1 O1 144.6(2) . . ?
N2 Zn1 I2 130.52(16) . . ?
N1 Zn1 I2 99.96(16) . . ?
O1 Zn1 I2 90.75(13) . . ?
N2 Zn1 I1 111.49(16) . . ?
N1 Zn1 I1 109.39(17) . . ?
O1 Zn1 I1 95.70(13) . . ?
I2 Zn1 I1 115.47(4) . . ?
C12 O1 C13 118.3(6) . . ?
C12 O1 Zn1 112.9(4) . . ?
C13 O1 Zn1 126.8(5) . . ?
C5 N1 C1 118.4(6) . . ?
C5 N1 Zn1 128.2(5) . . ?
C1 N1 Zn1 113.3(4) . . ?
C6 N2 C7 123.3(6) . . ?
C6 N2 Zn1 114.4(5) . . ?
C7 N2 Zn1 122.2(5) . . ?
N1 C1 C2 122.4(7) . . ?
N1 C1 C6 114.9(6) . . ?
C2 C1 C6 122.6(7) . . ?
C1 C2 C3 118.3(7) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 119.4(7) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 118.9(7) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.5(8) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 C1 119.3(7) . . ?
N2 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C8 C7 C12 119.3(7) . . ?
C8 C7 N2 124.3(7) . . ?
C12 C7 N2 116.4(7) . . ?
C7 C8 C9 120.8(7) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 118.9(8) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 121.7(7) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.0(8) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
O1 C12 C11 124.6(7) . . ?
O1 C12 C7 115.1(6) . . ?
C11 C12 C7 120.3(7) . . ?
O1 C13 H131 109.5 . . ?
O1 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
O1 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?

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
N2 Zn1 O1 C12 15.9(4) . . . . ?
N1 Zn1 O1 C12 40.9(6) . . . . ?
I2 Zn1 O1 C12 149.3(4) . . . . ?
I1 Zn1 O1 C12 -95.0(4) . . . . ?
N2 Zn1 O1 C13 179.1(7) . . . . ?
N1 Zn1 O1 C13 -155.9(6) . . . . ?
I2 Zn1 O1 C13 -47.4(6) . . . . ?
I1 Zn1 O1 C13 68.3(6) . . . . ?
N2 Zn1 N1 C5 179.8(7) . . . . ?
O1 Zn1 N1 C5 156.0(6) . . . . ?
I2 Zn1 N1 C5 50.3(7) . . . . ?
I1 Zn1 N1 C5 -71.4(7) . . . . ?
N2 Zn1 N1 C1 -0.4(5) . . . . ?
O1 Zn1 N1 C1 -24.3(7) . . . . ?
I2 Zn1 N1 C1 -130.0(4) . . . . ?
I1 Zn1 N1 C1 108.4(5) . . . . ?
N1 Zn1 N2 C6 0.0(5) . . . . ?
O1 Zn1 N2 C6 165.6(6) . . . . ?
I2 Zn1 N2 C6 92.9(5) . . . . ?
I1 Zn1 N2 C6 -106.3(5) . . . . ?
N1 Zn1 N2 C7 177.4(5) . . . . ?
O1 Zn1 N2 C7 -17.1(5) . . . . ?
I2 Zn1 N2 C7 -89.7(5) . . . . ?
I1 Zn1 N2 C7 71.1(5) . . . . ?
C5 N1 C1 C2 0.3(10) . . . . ?
Zn1 N1 C1 C2 -179.5(6) . . . . ?
C5 N1 C1 C6 -179.5(7) . . . . ?
Zn1 N1 C1 C6 0.7(7) . . . . ?
N1 C1 C2 C3 0.4(11) . . . . ?
C6 C1 C2 C3 -179.7(7) . . . . ?
C1 C2 C3 C4 0.1(11) . . . . ?
C2 C3 C4 C5 -1.2(12) . . . . ?
C1 N1 C5 C4 -1.5(11) . . . . ?
Zn1 N1 C5 C4 178.2(6) . . . . ?
C3 C4 C5 N1 2.0(12) . . . . ?
C7 N2 C6 C1 -177.0(6) . . . . ?
Zn1 N2 C6 C1 0.3(8) . . . . ?
N1 C1 C6 N2 -0.7(10) . . . . ?
C2 C1 C6 N2 179.5(7) . . . . ?
C6 N2 C7 C8 15.7(11) . . . . ?
Zn1 N2 C7 C8 -161.4(6) . . . . ?
C6 N2 C7 C12 -165.8(7) . . . . ?
Zn1 N2 C7 C12 17.0(8) . . . . ?
C12 C7 C8 C9 1.6(11) . . . . ?
N2 C7 C8 C9 180.0(7) . . . . ?
C7 C8 C9 C10 -1.0(12) . . . . ?
C8 C9 C10 C11 0.8(13) . . . . ?
C9 C10 C11 C12 -1.2(12) . . . . ?
C13 O1 C12 C11 2.5(11) . . . . ?
Zn1 O1 C12 C11 167.3(6) . . . . ?
C13 O1 C12 C7 -177.7(7) . . . . ?
Zn1 O1 C12 C7 -12.9(7) . . . . ?
C10 C11 C12 O1 -178.4(7) . . . . ?
C10 C11 C12 C7 1.8(11) . . . . ?
C8 C7 C12 O1 178.2(6) . . . . ?
N2 C7 C12 O1 -0.3(9) . . . . ?
C8 C7 C12 C11 -2.0(11) . . . . ?
N2 C7 C12 C11 179.5(6) . . . . ?

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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 1024068'
_audit_update_record             
;
2014-09-12 deposited with the CCDC.
2014-12-05 downloaded from the CCDC.
;
# L1104

_audit_creation_method           SHELXL-97
_audit_creation_date             30-Nov-2011

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_moiety         'C13 H14 N4 O8 Zn'
_chemical_formula_sum            'C13 H14 N4 O8 Zn'
_chemical_formula_weight         419.65
_chemical_melting_point          484

loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 52 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 56 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 16 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
O O 32 0.0106 0.0060
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Zn Zn 4 0.2839 1.4301
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   7.98966(12)
_cell_length_b                   13.78110(19)
_cell_length_c                   14.55242(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.5686(12)
_cell_angle_gamma                90.00
_cell_volume                     1601.71(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(1)
_cell_measurement_reflns_used    8526
_cell_measurement_theta_min      2.5451
_cell_measurement_theta_max      29.4729

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    1.588
_exptl_absorpt_correction_T_min  0.86152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)
;

_exptl_special_details           
;
Solvent used: MeCN
Cooling Device: Oxford Instruments Cryojet XL
Crystal mount: on a glass fibre
Frames collected: 446
Seconds exposure per frame: 4.7
Degrees rotation per frame: 1.0
Crystal-detector distance (mm): 55.0
Client: Tushar Basu Baul
Sample code: TSBB-316  (L1104)
;

_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_reflns_number            18337
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         29.54
_diffrn_measured_fraction_theta_max 0.894
_diffrn_reflns_theta_full        26.32
_diffrn_measured_fraction_theta_full 0.999
_reflns_number_total             4003
_reflns_number_gt                3382
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_cell_refinement       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_data_reduction        
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement. 
;

_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+1.1055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geom & difmap'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4003
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0646
_refine_ls_wR_factor_gt          0.0593
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.068

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.71015(2) 0.773111(14) 0.029236(13) 0.01657(7) Uani 1 1 d . . .
O1 O 0.98502(16) 0.80533(9) 0.08181(9) 0.0227(3) Uani 1 1 d . . .
O2 O 0.84375(16) 0.69201(9) -0.06780(8) 0.0212(3) Uani 1 1 d . . .
O3 O 0.64328(19) 0.72301(12) -0.16807(10) 0.0371(4) Uani 1 1 d . . .
O4 O 0.8479(2) 0.62905(11) -0.20388(9) 0.0350(4) Uani 1 1 d . . .
O5 O 0.73958(16) 0.89100(9) -0.05662(9) 0.0244(3) Uani 1 1 d . . .
O6 O 0.60212(17) 0.99069(9) -0.14545(8) 0.0237(3) Uani 1 1 d . . .
O7 O 0.46889(16) 0.90006(10) -0.04952(9) 0.0244(3) Uani 1 1 d . . .
O8 O 0.6389(2) 0.86318(12) 0.13392(10) 0.0391(4) Uani 1 1 d . . .
H8A H 0.689(4) 0.863(2) 0.1828(19) 0.054(8) Uiso 1 1 d . . .
H8B H 0.580(3) 0.908(2) 0.1319(18) 0.047(8) Uiso 1 1 d . . .
N1 N 0.50104(18) 0.67904(11) 0.02832(9) 0.0179(3) Uani 1 1 d . . .
N2 N 0.78356(18) 0.66829(11) 0.13105(9) 0.0168(3) Uani 1 1 d . . .
N3 N 0.7768(2) 0.68187(12) -0.14810(10) 0.0238(3) Uani 1 1 d . . .
N4 N 0.60045(19) 0.92763(11) -0.08403(10) 0.0184(3) Uani 1 1 d . . .
C1 C 0.5150(2) 0.60749(13) 0.09136(11) 0.0184(4) Uani 1 1 d . . .
C2 C 0.3905(2) 0.53927(14) 0.10329(13) 0.0239(4) Uani 1 1 d . . .
H2 H 0.4033 0.4902 0.1488 0.029 Uiso 1 1 calc R . .
C3 C 0.2469(2) 0.54357(14) 0.04800(14) 0.0256(4) Uani 1 1 d . . .
H3 H 0.1596 0.4976 0.0550 0.031 Uiso 1 1 calc R . .
C4 C 0.2328(2) 0.61561(14) -0.01742(13) 0.0252(4) Uani 1 1 d . . .
H4 H 0.1362 0.6197 -0.0568 0.030 Uiso 1 1 calc R . .
C5 C 0.3624(2) 0.68231(14) -0.02491(13) 0.0219(4) Uani 1 1 d . . .
H5 H 0.3518 0.7322 -0.0697 0.026 Uiso 1 1 calc R . .
C6 C 0.6711(2) 0.60533(13) 0.14677(12) 0.0203(4) Uani 1 1 d . . .
H6 H 0.6880 0.5579 0.1935 0.024 Uiso 1 1 calc R . .
C7 C 0.9401(2) 0.67265(13) 0.17837(11) 0.0185(4) Uani 1 1 d . . .
C8 C 0.9930(3) 0.60945(16) 0.24779(13) 0.0275(4) Uani 1 1 d . . .
H8 H 0.9205 0.5595 0.2677 0.033 Uiso 1 1 calc R . .
C9 C 1.1512(3) 0.61921(18) 0.28801(13) 0.0334(5) Uani 1 1 d . . .
H9 H 1.1877 0.5757 0.3351 0.040 Uiso 1 1 calc R . .
C10 C 1.2558(3) 0.69257(17) 0.25946(13) 0.0300(5) Uani 1 1 d . . .
H10 H 1.3647 0.6984 0.2868 0.036 Uiso 1 1 calc R . .
C11 C 1.2047(2) 0.75768(15) 0.19172(13) 0.0246(4) Uani 1 1 d . . .
H11 H 1.2766 0.8087 0.1736 0.029 Uiso 1 1 calc R . .
C12 C 1.0467(2) 0.74707(13) 0.15084(12) 0.0191(4) Uani 1 1 d . . .
C13 C 1.0848(3) 0.88581(15) 0.05358(17) 0.0377(5) Uani 1 1 d . . .
H13A H 1.0291 0.9184 0.0013 0.056 Uiso 1 1 calc R . .
H13B H 1.1949 0.8624 0.0354 0.056 Uiso 1 1 calc R . .
H13C H 1.0987 0.9316 0.1047 0.056 Uiso 1 1 calc R . .


_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 O8 2.0574(15) . ?
Zn1 O5 2.0668(13) . ?
Zn1 O2 2.1131(13) . ?
Zn1 N1 2.1144(15) . ?
Zn1 N2 2.1397(14) . ?
Zn1 O1 2.3481(13) . ?
O1 C12 1.367(2) . ?
O1 C13 1.433(2) . ?
O2 N3 1.2794(18) . ?
O3 N3 1.236(2) . ?
O4 N3 1.240(2) . ?
O5 N4 1.2750(19) . ?
O6 N4 1.2470(18) . ?
O7 N4 1.2371(19) . ?
O8 H8A 0.81(3) . ?
O8 H8B 0.78(3) . ?
N1 C5 1.335(2) . ?
N1 C1 1.349(2) . ?
N2 C6 1.275(2) . ?
N2 C7 1.413(2) . ?
C1 C2 1.383(3) . ?
C1 C6 1.467(2) . ?
C2 C3 1.384(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.391(2) . ?
C7 C12 1.399(3) . ?
C8 C9 1.385(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
O8 Zn1 O5 90.67(6) . . ?
O8 Zn1 O2 165.69(6) . . ?
O5 Zn1 O2 86.78(5) . . ?
O8 Zn1 N1 98.05(7) . . ?
O5 Zn1 N1 125.52(5) . . ?
O2 Zn1 N1 94.88(5) . . ?
O8 Zn1 N2 88.32(6) . . ?
O5 Zn1 N2 156.30(5) . . ?
O2 Zn1 N2 88.38(5) . . ?
N1 Zn1 N2 78.00(5) . . ?
O8 Zn1 O1 85.40(6) . . ?
O5 Zn1 O1 85.84(5) . . ?
O2 Zn1 O1 80.37(5) . . ?
N1 Zn1 O1 148.19(5) . . ?
N2 Zn1 O1 70.48(5) . . ?
C12 O1 C13 118.22(15) . . ?
C12 O1 Zn1 116.33(11) . . ?
C13 O1 Zn1 125.16(11) . . ?
N3 O2 Zn1 117.51(11) . . ?
N4 O5 Zn1 112.82(11) . . ?
Zn1 O8 H8A 120(2) . . ?
Zn1 O8 H8B 129.2(19) . . ?
H8A O8 H8B 109(3) . . ?
C5 N1 C1 118.09(16) . . ?
C5 N1 Zn1 128.75(12) . . ?
C1 N1 Zn1 113.16(11) . . ?
C6 N2 C7 124.12(15) . . ?
C6 N2 Zn1 113.74(12) . . ?
C7 N2 Zn1 122.08(11) . . ?
O3 N3 O4 121.55(16) . . ?
O3 N3 O2 120.10(16) . . ?
O4 N3 O2 118.34(16) . . ?
O7 N4 O6 122.07(15) . . ?
O7 N4 O5 119.64(14) . . ?
O6 N4 O5 118.29(15) . . ?
N1 C1 C2 122.40(16) . . ?
N1 C1 C6 116.21(16) . . ?
C2 C1 C6 121.39(16) . . ?
C1 C2 C3 119.03(17) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 118.89(18) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 118.90(18) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 122.66(17) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 C1 118.73(16) . . ?
N2 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
C8 C7 C12 119.47(17) . . ?
C8 C7 N2 125.08(17) . . ?
C12 C7 N2 115.44(15) . . ?
C9 C8 C7 120.12(19) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 119.75(19) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.23(18) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C12 118.88(19) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
O1 C12 C11 123.94(17) . . ?
O1 C12 C7 115.52(15) . . ?
C11 C12 C7 120.54(17) . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
O8 Zn1 O1 C12 86.62(12) . . . . ?
O5 Zn1 O1 C12 177.63(12) . . . . ?
O2 Zn1 O1 C12 -94.93(12) . . . . ?
N1 Zn1 O1 C12 -11.25(17) . . . . ?
N2 Zn1 O1 C12 -3.23(11) . . . . ?
O8 Zn1 O1 C13 -87.11(16) . . . . ?
O5 Zn1 O1 C13 3.91(16) . . . . ?
O2 Zn1 O1 C13 91.35(16) . . . . ?
N1 Zn1 O1 C13 175.03(15) . . . . ?
N2 Zn1 O1 C13 -176.95(17) . . . . ?
O8 Zn1 O2 N3 -144.0(2) . . . . ?
O5 Zn1 O2 N3 -63.96(12) . . . . ?
N1 Zn1 O2 N3 61.44(12) . . . . ?
N2 Zn1 O2 N3 139.25(12) . . . . ?
O1 Zn1 O2 N3 -150.28(12) . . . . ?
O8 Zn1 O5 N4 -73.08(12) . . . . ?
O2 Zn1 O5 N4 121.01(11) . . . . ?
N1 Zn1 O5 N4 27.32(14) . . . . ?
N2 Zn1 O5 N4 -160.43(12) . . . . ?
O1 Zn1 O5 N4 -158.42(12) . . . . ?
O8 Zn1 N1 C5 95.93(16) . . . . ?
O5 Zn1 N1 C5 -0.71(18) . . . . ?
O2 Zn1 N1 C5 -90.24(16) . . . . ?
N2 Zn1 N1 C5 -177.54(16) . . . . ?
O1 Zn1 N1 C5 -169.81(13) . . . . ?
O8 Zn1 N1 C1 -83.80(12) . . . . ?
O5 Zn1 N1 C1 179.56(11) . . . . ?
O2 Zn1 N1 C1 90.04(12) . . . . ?
N2 Zn1 N1 C1 2.74(12) . . . . ?
O1 Zn1 N1 C1 10.47(18) . . . . ?
O8 Zn1 N2 C6 94.95(13) . . . . ?
O5 Zn1 N2 C6 -177.21(13) . . . . ?
O2 Zn1 N2 C6 -98.98(13) . . . . ?
N1 Zn1 N2 C6 -3.65(12) . . . . ?
O1 Zn1 N2 C6 -179.33(14) . . . . ?
O8 Zn1 N2 C7 -82.42(13) . . . . ?
O5 Zn1 N2 C7 5.4(2) . . . . ?
O2 Zn1 N2 C7 83.65(13) . . . . ?
N1 Zn1 N2 C7 178.99(13) . . . . ?
O1 Zn1 N2 C7 3.30(12) . . . . ?
Zn1 O2 N3 O3 3.8(2) . . . . ?
Zn1 O2 N3 O4 -175.14(12) . . . . ?
Zn1 O5 N4 O7 9.29(19) . . . . ?
Zn1 O5 N4 O6 -170.68(11) . . . . ?
C5 N1 C1 C2 -1.0(3) . . . . ?
Zn1 N1 C1 C2 178.73(14) . . . . ?
C5 N1 C1 C6 178.58(16) . . . . ?
Zn1 N1 C1 C6 -1.66(19) . . . . ?
N1 C1 C2 C3 0.8(3) . . . . ?
C6 C1 C2 C3 -178.82(17) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C1 N1 C5 C4 0.4(3) . . . . ?
Zn1 N1 C5 C4 -179.35(14) . . . . ?
C3 C4 C5 N1 0.5(3) . . . . ?
C7 N2 C6 C1 -178.72(15) . . . . ?
Zn1 N2 C6 C1 4.0(2) . . . . ?
N1 C1 C6 N2 -1.6(2) . . . . ?
C2 C1 C6 N2 178.00(17) . . . . ?
C6 N2 C7 C8 0.1(3) . . . . ?
Zn1 N2 C7 C8 177.23(14) . . . . ?
C6 N2 C7 C12 179.83(16) . . . . ?
Zn1 N2 C7 C12 -3.1(2) . . . . ?
C12 C7 C8 C9 -1.2(3) . . . . ?
N2 C7 C8 C9 178.49(18) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C8 C9 C10 C11 0.8(3) . . . . ?
C9 C10 C11 C12 -1.4(3) . . . . ?
C13 O1 C12 C11 -4.0(3) . . . . ?
Zn1 O1 C12 C11 -178.13(14) . . . . ?
C13 O1 C12 C7 176.99(17) . . . . ?
Zn1 O1 C12 C7 2.82(19) . . . . ?
C10 C11 C12 O1 -178.22(17) . . . . ?
C10 C11 C12 C7 0.8(3) . . . . ?
C8 C7 C12 O1 179.60(16) . . . . ?
N2 C7 C12 O1 -0.1(2) . . . . ?
C8 C7 C12 C11 0.5(3) . . . . ?
N2 C7 C12 C11 -179.20(16) . . . . ?

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
_geom_hbond_publ_flag
O8 H8A O3 0.81(3) 2.51(3) 3.116(2) 133(2) 4_576 yes
O8 H8A O4 0.81(3) 2.06(3) 2.855(2) 171(3) 4_576 yes
O8 H8B O6 0.78(3) 2.03(3) 2.795(2) 168(3) 3_675 yes

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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 1024069'
_audit_update_record             
;
2014-09-12 deposited with the CCDC.
2014-12-05 downloaded from the CCDC.
;
# L1122

_audit_creation_method           SHELXL-97
_audit_creation_date             6-Dec-2011

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_moiety         'C26 H28 N4 O2 Zn 2+, 2(N O3 -)'
_chemical_formula_sum            'C26 H28 N6 O8 Zn'
_chemical_formula_weight         617.92
_chemical_melting_point          402

loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 104 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 112 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 24 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
O O 32 0.0106 0.0060
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Zn Zn 4 0.2839 1.4301
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_Int_Tables_number      60

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

_cell_length_a                   19.7280(3)
_cell_length_b                   9.41866(12)
_cell_length_c                   14.5758(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2708.34(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(1)
_cell_measurement_reflns_used    16721
_cell_measurement_theta_min      2.1579
_cell_measurement_theta_max      32.2753

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_min  0.79632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)
;

_exptl_special_details           
;
Solvent used: MeCN
Cooling Device: Oxford Instruments Cryojet XL
Crystal mount: on a glass fibre
Frames collected: 540
Seconds exposure per frame: 25.0
Degrees rotation per frame: 1.0
Crystal-detector distance (mm): 55.0
Client: Tushar Basu Baul
Sample code: TSBB-326  (L1122)
;

_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_reflns_number            40574
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         32.35
_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        30.01
_diffrn_measured_fraction_theta_full 0.999
_reflns_number_total             4652
_reflns_number_gt                3891
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_cell_refinement       
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_data_reduction        
'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0339P)²+1.1735P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geom & difmap'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4652
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0784
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.055

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.241446(18) 0.2500 0.01612(6) Uani 1 2 d S . .
O1 O 0.49794(5) 0.39737(10) 0.14980(7) 0.02605(18) Uani 1 1 d . . .
H11 H 0.4831(9) 0.387(2) 0.0999(14) 0.039(5) Uiso 1 1 d . . .
H12 H 0.5321(10) 0.451(2) 0.1446(14) 0.052(6) Uiso 1 1 d . . .
O2 O 0.60624(5) 0.57618(12) 0.15107(7) 0.0366(2) Uani 1 1 d . . .
O3 O 0.57823(6) 0.58845(13) 0.00898(7) 0.0456(3) Uani 1 1 d . . .
O4 O 0.65335(6) 0.73244(11) 0.06388(9) 0.0412(3) Uani 1 1 d . . .
N1 N 0.60652(5) 0.22515(10) 0.24681(6) 0.01873(18) Uani 1 1 d . . .
N2 N 0.51697(5) 0.05893(10) 0.15581(6) 0.01887(18) Uani 1 1 d . . .
N3 N 0.61303(5) 0.63301(11) 0.07366(7) 0.0242(2) Uani 1 1 d . . .
C1 C 0.63019(6) 0.11202(12) 0.20009(8) 0.0205(2) Uani 1 1 d . . .
C2 C 0.69883(6) 0.08086(15) 0.19468(9) 0.0278(3) Uani 1 1 d . . .
H2 H 0.7142 0.0004 0.1613 0.033 Uiso 1 1 calc R . .
C3 C 0.74471(6) 0.16926(17) 0.23890(9) 0.0311(3) Uani 1 1 d . . .
H3 H 0.7920 0.1503 0.2365 0.037 Uiso 1 1 calc R . .
C4 C 0.72025(6) 0.28527(16) 0.28651(10) 0.0292(3) Uani 1 1 d . . .
H4 H 0.7505 0.3473 0.3175 0.035 Uiso 1 1 calc R . .
C5 C 0.65089(6) 0.31022(13) 0.28855(9) 0.0244(2) Uani 1 1 d . . .
H5 H 0.6345 0.3908 0.3208 0.029 Uiso 1 1 calc R . .
C6 C 0.57930(6) 0.02122(12) 0.15584(8) 0.0214(2) Uani 1 1 d . . .
H6 H 0.5926 -0.0651 0.1274 0.026 Uiso 1 1 calc R . .
C7 C 0.46700(6) -0.03470(12) 0.12009(7) 0.0194(2) Uani 1 1 d . . .
C8 C 0.47170(6) -0.18146(13) 0.13035(9) 0.0246(2) Uani 1 1 d . . .
H8 H 0.5096 -0.2219 0.1609 0.029 Uiso 1 1 calc R . .
C9 C 0.42110(7) -0.26834(13) 0.09593(10) 0.0284(3) Uani 1 1 d . . .
H9 H 0.4250 -0.3683 0.1028 0.034 Uiso 1 1 calc R . .
C10 C 0.36462(6) -0.21253(14) 0.05148(9) 0.0248(2) Uani 1 1 d . . .
C11 C 0.35987(6) -0.06523(13) 0.04405(8) 0.0235(2) Uani 1 1 d . . .
H111 H 0.3212 -0.0246 0.0154 0.028 Uiso 1 1 calc R . .
C12 C 0.41025(6) 0.02333(12) 0.07759(8) 0.0216(2) Uani 1 1 d . . .
H121 H 0.4060 0.1234 0.0716 0.026 Uiso 1 1 calc R . .
C13 C 0.31149(7) -0.30889(16) 0.01143(10) 0.0338(3) Uani 1 1 d . . .
H131 H 0.2685 -0.2574 0.0065 0.051 Uiso 1 1 calc R . .
H132 H 0.3056 -0.3917 0.0513 0.051 Uiso 1 1 calc R . .
H133 H 0.3258 -0.3403 -0.0497 0.051 Uiso 1 1 calc R . .


_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 2.0716(9) . ?
Zn1 N1 2.1076(10) . ?
Zn1 N2 2.2253(10) . ?
O1 H11 0.79(2) . ?
O1 H12 0.85(2) . ?
O2 N3 1.2559(14) . ?
O3 N3 1.2396(14) . ?
O4 N3 1.2369(14) . ?
N1 C5 1.3334(15) . ?
N1 C1 1.3480(15) . ?
N2 C6 1.2798(15) . ?
N2 C7 1.4216(14) . ?
C1 C2 1.3878(16) . ?
C1 C6 1.4681(16) . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3887(17) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.3914(16) . ?
C7 C8 1.3934(16) . ?
C8 C9 1.3849(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.3919(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.3948(18) . ?
C10 C13 1.5043(18) . ?
C11 C12 1.3864(17) . ?
C11 H111 0.9500 . ?
C12 H121 0.9500 . ?
C13 H131 0.9800 . ?
C13 H132 0.9800 . ?
C13 H133 0.9800 . ?

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 O1 89.71(6) 4_655 . ?
O1 Zn1 N1 92.73(4) . 4_655 ?
O1 Zn1 N1 93.19(4) . . ?
N1 Zn1 N1 171.65(5) 4_655 . ?
O1 Zn1 N2 96.64(4) . . ?
N1 Zn1 N2 77.30(4) . . ?
O1 Zn1 N2 168.42(4) . 4_655 ?
N1 Zn1 N2 96.16(4) . 4_655 ?
N2 Zn1 N2 78.84(5) . 4_655 ?
Zn1 O1 H11 124.6(14) . . ?
Zn1 O1 H12 118.2(14) . . ?
H11 O1 H12 106.6(18) . . ?
C5 N1 C1 118.57(10) . . ?
C5 N1 Zn1 126.92(8) . . ?
C1 N1 Zn1 114.46(8) . . ?
C6 N2 C7 119.62(10) . . ?
C6 N2 Zn1 111.02(8) . . ?
C7 N2 Zn1 126.93(7) . . ?
O4 N3 O3 121.66(12) . . ?
O4 N3 O2 119.66(11) . . ?
O3 N3 O2 118.68(11) . . ?
N1 C1 C2 122.26(11) . . ?
N1 C1 C6 116.46(10) . . ?
C2 C1 C6 121.27(11) . . ?
C1 C2 C3 118.88(12) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 118.67(12) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 119.26(12) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.36(12) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
N2 C6 C1 119.70(10) . . ?
N2 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C12 C7 C8 119.41(11) . . ?
C12 C7 N2 118.52(10) . . ?
C8 C7 N2 122.00(10) . . ?
C9 C8 C7 119.95(11) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 121.50(12) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C11 117.74(11) . . ?
C9 C10 C13 120.70(12) . . ?
C11 C10 C13 121.55(12) . . ?
C12 C11 C10 121.53(11) . . ?
C12 C11 H111 119.2 . . ?
C10 C11 H111 119.2 . . ?
C11 C12 C7 119.83(11) . . ?
C11 C12 H121 120.1 . . ?
C7 C12 H121 120.1 . . ?
C10 C13 H131 109.5 . . ?
C10 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
C10 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?

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
O1 Zn1 N1 C5 -8.86(10) 4_655 . . . ?
O1 Zn1 N1 C5 81.00(10) . . . . ?
N1 Zn1 N1 C5 -143.94(9) 4_655 . . . ?
N2 Zn1 N1 C5 177.10(10) . . . . ?
N2 Zn1 N1 C5 -105.84(10) 4_655 . . . ?
O1 Zn1 N1 C1 168.21(8) 4_655 . . . ?
O1 Zn1 N1 C1 -101.94(8) . . . . ?
N1 Zn1 N1 C1 33.12(7) 4_655 . . . ?
N2 Zn1 N1 C1 -5.84(7) . . . . ?
N2 Zn1 N1 C1 71.22(8) 4_655 . . . ?
O1 Zn1 N2 C6 -22.0(2) 4_655 . . . ?
O1 Zn1 N2 C6 100.84(8) . . . . ?
N1 Zn1 N2 C6 -165.67(8) 4_655 . . . ?
N1 Zn1 N2 C6 9.06(8) . . . . ?
N2 Zn1 N2 C6 -89.96(8) 4_655 . . . ?
O1 Zn1 N2 C7 140.03(17) 4_655 . . . ?
O1 Zn1 N2 C7 -97.13(9) . . . . ?
N1 Zn1 N2 C7 -3.64(9) 4_655 . . . ?
N1 Zn1 N2 C7 171.09(9) . . . . ?
N2 Zn1 N2 C7 72.07(9) 4_655 . . . ?
C5 N1 C1 C2 0.50(16) . . . . ?
Zn1 N1 C1 C2 -176.82(9) . . . . ?
C5 N1 C1 C6 179.64(10) . . . . ?
Zn1 N1 C1 C6 2.31(12) . . . . ?
N1 C1 C2 C3 -0.00(18) . . . . ?
C6 C1 C2 C3 -179.10(11) . . . . ?
C1 C2 C3 C4 -0.16(19) . . . . ?
C2 C3 C4 C5 -0.16(19) . . . . ?
C1 N1 C5 C4 -0.85(17) . . . . ?
Zn1 N1 C5 C4 176.11(9) . . . . ?
C3 C4 C5 N1 0.69(19) . . . . ?
C7 N2 C6 C1 -174.54(10) . . . . ?
Zn1 N2 C6 C1 -11.02(13) . . . . ?
N1 C1 C6 N2 6.47(16) . . . . ?
C2 C1 C6 N2 -174.39(11) . . . . ?
C6 N2 C7 C12 -147.79(11) . . . . ?
Zn1 N2 C7 C12 51.56(13) . . . . ?
C6 N2 C7 C8 35.35(16) . . . . ?
Zn1 N2 C7 C8 -125.30(10) . . . . ?
C12 C7 C8 C9 1.91(18) . . . . ?
N2 C7 C8 C9 178.74(11) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C8 C9 C10 C13 177.67(13) . . . . ?
C9 C10 C11 C12 1.57(19) . . . . ?
C13 C10 C11 C12 -177.26(12) . . . . ?
C10 C11 C12 C7 -0.24(18) . . . . ?
C8 C7 C12 C11 -1.51(17) . . . . ?
N2 C7 C12 C11 -178.45(10) . . . . ?

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
_geom_hbond_publ_flag
O1 H12 O2 0.85(2) 1.88(2) 2.7207(13) 172(2) . yes
O1 H12 O3 0.85(2) 2.53(2) 3.1561(16) 131.5(17) . yes
O1 H11 O3 0.79(2) 2.01(2) 2.7625(14) 159.3(19) 5_665 yes


#   End of CIF   ============================================================
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
