# Electronic Supplementary Material (ESI) for ChemComm.
# 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
_audit_block_doi                 10.5517/cc1kv2fx
_database_code_depnum_ccdc_archive 'CCDC 1455029'
_audit_update_record             
;
2016-02-22 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            USTC-7
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H7 N4 O7 Zn2'
_chemical_formula_weight         486.03

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Cmcm

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

_cell_length_a                   10.267(5)
_cell_length_b                   32.086(5)
_cell_length_c                   6.955(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     2291(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6435
_cell_measurement_theta_min      2.529
_cell_measurement_theta_max      28.272

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1076
_exptl_absorpt_coefficient_mu    2.144
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8940
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         28.41
_reflns_number_total             1551
_reflns_number_gt                1342
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0771P)²+11.0165P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1551
_refine_ls_number_parameters     100
_refine_ls_number_restraints     221
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1588
_refine_ls_wR_factor_gt          0.1538
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.088
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.5000 0.5000 0.0435(3) Uani 1 4 d SU . .
Zn2 Zn 0.5000 0.40393(2) 0.2500 0.0407(3) Uani 1 4 d SU . .
O1 O 0.2353(12) 0.4273(2) 0.2500 0.156(4) Uani 1 2 d SU . .
O1W O 0.4547(6) 0.46568(17) 0.2500 0.0313(15) Uani 0.50 2 d SPU . .
O2W O 0.2897(7) 0.5000 0.5000 0.098(2) Uani 1 2 d SU . .
O2 O 0.3396(8) 0.3695(2) 0.2500 0.094(2) Uani 1 2 d SU . .
N1 N 0.0000 0.05633(10) 0.3430(6) 0.0321(8) Uani 1 2 d SU . .
N2 N 0.0000 0.09541(10) 0.4072(6) 0.0345(9) Uani 1 2 d SU . .
C1 C 0.2360(14) 0.3885(3) 0.2500 0.097(3) Uani 1 2 d SU . .
C2 C 0.1144(9) 0.36461(17) 0.2500 0.0628(17) Uani 1 2 d SU . .
C3 C 0.0000 0.3855(2) 0.2500 0.073(3) Uani 1 4 d SU . .
H3 H 0.0000 0.4145 0.2500 0.088 Uiso 1 4 calc SR . .
C4 C 0.1160(6) 0.32058(16) 0.2500 0.0460(13) Uani 1 2 d SU . .
H4 H 0.1949 0.3064 0.2500 0.055 Uiso 1 2 calc SR . .
C5 C 0.0000 0.29864(19) 0.2500 0.0392(16) Uani 1 4 d SU . .
C6 C 0.0000 0.25196(18) 0.2500 0.0354(15) Uani 1 4 d SU . .
C7 C 0.0683(8) 0.2303(2) 0.1113(13) 0.049(2) Uani 0.50 1 d PU . .
H7A H 0.1165 0.2450 0.0147 0.059 Uiso 0.50 1 d PR . .
C8 C 0.0664(8) 0.18639(19) 0.1113(13) 0.049(2) Uani 0.50 1 d PU . .
H8A H 0.1127 0.1713 0.0136 0.059 Uiso 0.50 1 d PR . .
C9 C 0.0000 0.16507(17) 0.2500 0.0302(13) Uani 1 4 d SU . .
C10 C 0.0000 0.11868(17) 0.2500 0.0264(12) Uani 1 4 d SU . .


_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 O1W 2.110(3) 9_666 ?
Zn1 O1W 2.110(3) 3_566 ?
Zn1 O1W 2.110(3) . ?
Zn1 O1W 2.110(3) 11_655 ?
Zn1 N1 2.111(4) 5 ?
Zn1 N1 2.111(4) 13_556 ?
Zn1 O2W 2.159(7) 9_666 ?
Zn1 O2W 2.159(7) . ?
Zn2 O2 1.983(5) . ?
Zn2 O2 1.983(5) 11_655 ?
Zn2 O1W 2.035(6) 11_655 ?
Zn2 O1W 2.035(6) . ?
Zn2 N2 2.385(4) 13_556 ?
Zn2 N2 2.385(4) 6_554 ?
O1 C1 1.243(12) . ?
O1W O1W 0.929(13) 11_655 ?
O1W Zn1 2.110(3) 2_664 ?
O2 C1 1.226(14) . ?
N1 N1 1.294(8) 10_556 ?
N1 N2 1.331(5) . ?
N1 Zn1 2.111(4) 5_445 ?
N2 C10 1.324(5) . ?
N2 Zn2 2.385(4) 13_556 ?
C1 C2 1.466(12) . ?
C2 C3 1.353(9) . ?
C2 C4 1.413(7) . ?
C3 C2 1.353(9) 11 ?
C4 C5 1.384(6) . ?
C5 C4 1.384(6) 11 ?
C5 C6 1.498(8) . ?
C6 C7 1.381(8) 11 ?
C6 C7 1.381(8) . ?
C6 C7 1.381(8) 10_556 ?
C6 C7 1.381(8) 4 ?
C7 C7 1.402(17) 11 ?
C7 C8 1.408(8) . ?
C7 C7 1.929(18) 10_556 ?
C7 C8 1.973(10) 11 ?
C8 C8 1.364(17) 11 ?
C8 C9 1.365(8) . ?
C8 C8 1.929(17) 10_556 ?
C8 C7 1.973(10) 11 ?
C9 C8 1.365(8) 10_556 ?
C9 C8 1.365(8) 4 ?
C9 C8 1.365(8) 11 ?
C9 C10 1.489(7) . ?
C10 N2 1.324(5) 10_556 ?

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
O1W Zn1 O1W 25.4(3) 9_666 3_566 ?
O1W Zn1 O1W 180.0(2) 9_666 . ?
O1W Zn1 O1W 154.6(3) 3_566 . ?
O1W Zn1 O1W 154.6(3) 9_666 11_655 ?
O1W Zn1 O1W 180.0(2) 3_566 11_655 ?
O1W Zn1 O1W 25.4(3) . 11_655 ?
O1W Zn1 N1 88.82(16) 9_666 5 ?
O1W Zn1 N1 88.82(16) 3_566 5 ?
O1W Zn1 N1 91.18(16) . 5 ?
O1W Zn1 N1 91.18(16) 11_655 5 ?
O1W Zn1 N1 91.18(16) 9_666 13_556 ?
O1W Zn1 N1 91.18(16) 3_566 13_556 ?
O1W Zn1 N1 88.82(16) . 13_556 ?
O1W Zn1 N1 88.82(16) 11_655 13_556 ?
N1 Zn1 N1 180.00(9) 5 13_556 ?
O1W Zn1 O2W 77.28(17) 9_666 9_666 ?
O1W Zn1 O2W 102.72(17) 3_566 9_666 ?
O1W Zn1 O2W 102.72(17) . 9_666 ?
O1W Zn1 O2W 77.28(17) 11_655 9_666 ?
N1 Zn1 O2W 90.000(5) 5 9_666 ?
N1 Zn1 O2W 90.000(5) 13_556 9_666 ?
O1W Zn1 O2W 102.72(17) 9_666 . ?
O1W Zn1 O2W 77.28(17) 3_566 . ?
O1W Zn1 O2W 77.28(17) . . ?
O1W Zn1 O2W 102.72(17) 11_655 . ?
N1 Zn1 O2W 90.000(5) 5 . ?
N1 Zn1 O2W 90.000(5) 13_556 . ?
O2W Zn1 O2W 180.0 9_666 . ?
O2 Zn2 O2 112.4(5) . 11_655 ?
O2 Zn2 O1W 137.0(3) . 11_655 ?
O2 Zn2 O1W 110.6(3) 11_655 11_655 ?
O2 Zn2 O1W 110.6(3) . . ?
O2 Zn2 O1W 137.0(3) 11_655 . ?
O1W Zn2 O1W 26.4(4) 11_655 . ?
O2 Zn2 N2 90.28(5) . 13_556 ?
O2 Zn2 N2 90.28(5) 11_655 13_556 ?
O1W Zn2 N2 89.51(8) 11_655 13_556 ?
O1W Zn2 N2 89.51(8) . 13_556 ?
O2 Zn2 N2 90.28(5) . 6_554 ?
O2 Zn2 N2 90.28(5) 11_655 6_554 ?
O1W Zn2 N2 89.51(8) 11_655 6_554 ?
O1W Zn2 N2 89.51(8) . 6_554 ?
N2 Zn2 N2 178.99(17) 13_556 6_554 ?
O1W O1W Zn2 76.80(18) 11_655 . ?
O1W O1W Zn1 77.28(17) 11_655 2_664 ?
Zn2 O1W Zn1 117.25(17) . 2_664 ?
O1W O1W Zn1 77.28(17) 11_655 . ?
Zn2 O1W Zn1 117.25(17) . . ?
Zn1 O1W Zn1 111.0(3) 2_664 . ?
C1 O2 Zn2 116.3(6) . . ?
N1 N1 N2 109.6(2) 10_556 . ?
N1 N1 Zn1 121.14(10) 10_556 5_445 ?
N2 N1 Zn1 129.3(3) . 5_445 ?
C10 N2 N1 104.7(4) . . ?
C10 N2 Zn2 145.2(3) . 13_556 ?
N1 N2 Zn2 110.1(3) . 13_556 ?
O2 C1 O1 120.2(10) . . ?
O2 C1 C2 118.6(8) . . ?
O1 C1 C2 121.3(13) . . ?
C3 C2 C4 120.4(7) . . ?
C3 C2 C1 118.7(7) . . ?
C4 C2 C1 120.9(9) . . ?
C2 C3 C2 120.5(7) . 11 ?
C5 C4 C2 119.9(6) . . ?
C4 C5 C4 118.8(7) 11 . ?
C4 C5 C6 120.6(3) 11 . ?
C4 C5 C6 120.6(3) . . ?
C7 C6 C7 61.0(8) 11 . ?
C7 C6 C7 119.4(7) 11 10_556 ?
C7 C6 C7 88.6(8) . 10_556 ?
C7 C6 C7 88.6(8) 11 4 ?
C7 C6 C7 119.4(7) . 4 ?
C7 C6 C7 61.0(8) 10_556 4 ?
C7 C6 C5 120.3(4) 11 . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 C5 120.3(4) 10_556 . ?
C7 C6 C5 120.3(4) 4 . ?
C6 C7 C7 59.5(4) . 11 ?
C6 C7 C8 119.8(7) . . ?
C7 C7 C8 89.2(5) 11 . ?
C6 C7 C7 45.7(4) . 10_556 ?
C7 C7 C7 90.000(5) 11 10_556 ?
C8 C7 C7 90.0(5) . 10_556 ?
C6 C7 C8 90.2(5) . 11 ?
C7 C7 C8 45.5(3) 11 11 ?
C8 C7 C8 43.7(6) . 11 ?
C7 C7 C8 90.0(4) 10_556 11 ?
C8 C8 C9 60.0(4) 11 . ?
C8 C8 C7 90.8(5) 11 . ?
C9 C8 C7 120.5(6) . . ?
C8 C8 C8 90.000(5) 11 10_556 ?
C9 C8 C8 45.0(4) . 10_556 ?
C7 C8 C8 90.0(5) . 10_556 ?
C8 C8 C7 45.5(3) 11 11 ?
C9 C8 C7 90.4(5) . 11 ?
C7 C8 C7 45.3(6) . 11 ?
C8 C8 C7 90.0(4) 10_556 11 ?
C8 C9 C8 59.9(8) 10_556 4 ?
C8 C9 C8 119.9(7) 10_556 11 ?
C8 C9 C8 89.9(8) 4 11 ?
C8 C9 C8 89.9(8) 10_556 . ?
C8 C9 C8 119.9(7) 4 . ?
C8 C9 C8 59.9(8) 11 . ?
C8 C9 C10 120.1(3) 10_556 . ?
C8 C9 C10 120.1(3) 4 . ?
C8 C9 C10 120.1(3) 11 . ?
C8 C9 C10 120.1(3) . . ?
N2 C10 N2 111.3(5) . 10_556 ?
N2 C10 C9 124.3(2) . . ?
N2 C10 C9 124.3(2) 10_556 . ?

_diffrn_measured_fraction_theta_max 0.943
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.862
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.115
