# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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 1405287'
_audit_update_record             
;
2015-07-19 deposited with the CCDC.
2015-07-21 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H15 N3 O4 Zn, C3 H7 N O, 2 ( H2 O )'
_chemical_formula_sum            'C23 H26 N4 O7 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         535.85

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.7542(8)
_cell_length_b                   16.4242(15)
_cell_length_c                   15.9879(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.709(2)
_cell_angle_gamma                90
_cell_volume                     2297.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3143
_cell_measurement_theta_min      2.4802
_cell_measurement_theta_max      26.2326
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112

_exptl_absorpt_coefficient_mu    1.122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.6616
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            12340
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             4026
_reflns_number_gt                3076
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1215
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_number_reflns         4026
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.1000P)²+0.0746P]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.003
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.722
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?


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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2012.12-0 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.10628(4) 0.68295(2) 1.13297(2) 0.01280(15) Uani d . 1 . .
O O1 -0.0839(3) 0.43503(14) 0.84216(15) 0.0185(6) Uani d . 1 . .
O O2 0.1264(3) 0.45968(14) 0.92111(16) 0.0212(6) Uani d . 1 . .
O O3 -0.2985(3) 0.79618(14) 0.75052(15) 0.0184(6) Uani d . 1 . .
O O4 -0.2862(3) 0.67938(14) 0.68128(15) 0.0188(6) Uani d . 1 . .
O O5 0.2951(4) -0.05770(18) 0.85020(18) 0.0397(8) Uani d . 1 . .
O O1S 0.1056(4) 0.59988(17) 0.38281(17) 0.0448(9) Uani d G 1 . .
H H1SA 0.1439 0.6231 0.3412 0.067 Uiso d G 1 . .
H H1SB 0.0168 0.5821 0.3699 0.067 Uiso d G 1 . .
O O2S 0.2399(6) 0.9808(2) 0.0252(2) 0.1067(17) Uani d G 1 . .
H H2SA 0.3217 0.9556 0.0388 0.16 Uiso d G 1 . .
H H2SB 0.2401 1.0273 0.0486 0.16 Uiso d G 1 . .
N N1 0.0729(3) 0.75613(16) 1.00382(17) 0.0130(6) Uani d . 1 . .
N N2 0.3104(3) 0.66593(16) 1.07085(18) 0.0143(6) Uani d . 1 . .
N N3 -0.1067(3) 0.73520(16) 1.13981(18) 0.0146(6) Uani d . 1 . .
N N4 0.1199(4) 0.01811(19) 0.77788(19) 0.0256(8) Uani d . 1 . .
C C1 0.0021(4) 0.7060(2) 0.9386(2) 0.0129(7) Uani d . 1 . .
C C2 0.0387(4) 0.62326(19) 0.9361(2) 0.0123(7) Uani d . 1 . .
H H2 0.1086 0.6016 0.9769 0.015 Uiso calc R 1 . .
C C3 -0.0246(4) 0.5724(2) 0.8759(2) 0.0121(7) Uani d . 1 . .
C C4 -0.1245(4) 0.6038(2) 0.8142(2) 0.0125(7) Uani d . 1 . .
H H4 -0.1681 0.5691 0.7724 0.015 Uiso calc R 1 . .
C C5 -0.1594(4) 0.68607(19) 0.8146(2) 0.0128(7) Uani d . 1 . .
C C6 -0.0983(4) 0.7367(2) 0.8771(2) 0.0137(8) Uani d . 1 . .
H H6 -0.1254 0.7927 0.8778 0.016 Uiso calc R 1 . .
C C7 0.0115(4) 0.4820(2) 0.8808(2) 0.0128(7) Uani d . 1 . .
C C8 -0.2557(4) 0.7211(2) 0.7441(2) 0.0150(8) Uani d . 1 . .
C C9 0.4073(4) 0.6064(2) 1.0945(2) 0.0187(8) Uani d . 1 . .
H H9 0.381 0.5719 1.1395 0.022 Uiso calc R 1 . .
C C10 0.5442(4) 0.5935(2) 1.0554(2) 0.0212(8) Uani d . 1 . .
H H10 0.6116 0.5514 1.0737 0.025 Uiso calc R 1 . .
C C11 0.5806(4) 0.6432(2) 0.9895(2) 0.0241(9) Uani d . 1 . .
H H11 0.6744 0.6363 0.962 0.029 Uiso calc R 1 . .
C C12 0.4791(4) 0.7034(2) 0.9637(2) 0.0195(8) Uani d . 1 . .
H H12 0.5015 0.7373 0.9176 0.023 Uiso calc R 1 . .
C C13 0.3451(4) 0.7135(2) 1.0056(2) 0.0148(8) Uani d . 1 . .
C C14 0.2311(4) 0.7804(2) 0.9838(2) 0.0155(8) Uani d . 1 . .
H H14A 0.2592 0.8303 1.0155 0.019 Uiso calc R 1 . .
H H14B 0.2356 0.7931 0.9234 0.019 Uiso calc R 1 . .
C C15 -0.2088(4) 0.7094(2) 1.1949(2) 0.0193(8) Uani d . 1 . .
H H15 -0.1811 0.6659 1.2316 0.023 Uiso calc R 1 . .
C C16 -0.3529(4) 0.7436(2) 1.2006(2) 0.0232(9) Uani d . 1 . .
H H16 -0.4217 0.7252 1.2414 0.028 Uiso calc R 1 . .
C C17 -0.3940(4) 0.8054(2) 1.1450(2) 0.0231(9) Uani d . 1 . .
H H17 -0.4925 0.8296 1.1467 0.028 Uiso calc R 1 . .
C C18 -0.2898(4) 0.8316(2) 1.0870(2) 0.0214(9) Uani d . 1 . .
H H18 -0.3165 0.8731 1.0479 0.026 Uiso calc R 1 . .
C C19 -0.1455(4) 0.7960(2) 1.0871(2) 0.0158(8) Uani d . 1 . .
C C20 -0.0214(4) 0.82546(19) 1.0307(2) 0.0138(8) Uani d . 1 . .
H H20A -0.0683 0.8526 0.9809 0.017 Uiso calc R 1 . .
H H20B 0.0438 0.8656 1.061 0.017 Uiso calc R 1 . .
C C21 -0.0104(5) -0.0131(3) 0.8232(3) 0.0361(11) Uani d . 1 . .
H H21A -0.0592 -0.0572 0.791 0.054 Uiso calc R 1 . .
H H21B -0.0843 0.0309 0.8311 0.054 Uiso calc R 1 . .
H H21C 0.025 -0.0338 0.8779 0.054 Uiso calc R 1 . .
C C22 0.2604(5) -0.0064(2) 0.7963(2) 0.0301(10) Uani d . 1 . .
H H22 0.3409 0.0171 0.7659 0.036 Uiso calc R 1 . .
C C23 0.0895(5) 0.0792(2) 0.7143(3) 0.0314(10) Uani d . 1 . .
H H23A 0.0511 0.1288 0.7405 0.047 Uiso calc R 1 . .
H H23B 0.0128 0.0586 0.6737 0.047 Uiso calc R 1 . .
H H23C 0.1841 0.0916 0.6855 0.047 Uiso calc R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 3_567 1.989(2) ?
Zn1 N3 . 2.059(3) ?
Zn1 O3 4_676 2.062(2) ?
Zn1 N2 . 2.089(3) ?
Zn1 N1 . 2.400(3) ?
O1 C7 . 1.282(4) ?
O1 Zn1 3_567 1.989(2) ?
O2 C7 . 1.234(4) ?
O3 C8 . 1.294(4) ?
O3 Zn1 4_575 2.062(2) ?
O4 C8 . 1.239(4) ?
O5 C22 . 1.237(5) ?
O1S H1SA . 0.8443 ?
O1S H1SB . 0.8498 ?
O2S H2SA . 0.85 ?
O2S H2SB . 0.85 ?
N1 C1 . 1.454(4) ?
N1 C20 . 1.478(4) ?
N1 C14 . 1.485(4) ?
N2 C9 . 1.341(4) ?
N2 C13 . 1.346(4) ?
N3 C15 . 1.342(5) ?
N3 C19 . 1.344(4) ?
N4 C22 . 1.319(5) ?
N4 C23 . 1.448(5) ?
N4 C21 . 1.462(5) ?
C1 C6 . 1.394(5) ?
C1 C2 . 1.396(5) ?
C2 C3 . 1.379(5) ?
C2 H2 . 0.95 ?
C3 C4 . 1.397(4) ?
C3 C7 . 1.520(4) ?
C4 C5 . 1.385(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.395(5) ?
C5 C8 . 1.501(5) ?
C6 H6 . 0.95 ?
C9 C10 . 1.384(5) ?
C9 H9 . 0.95 ?
C10 C11 . 1.379(5) ?
C10 H10 . 0.95 ?
C11 C12 . 1.383(5) ?
C11 H11 . 0.95 ?
C12 C13 . 1.377(5) ?
C12 H12 . 0.95 ?
C13 C14 . 1.518(5) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C16 . 1.387(5) ?
C15 H15 . 0.95 ?
C16 C17 . 1.390(5) ?
C16 H16 . 0.95 ?
C17 C18 . 1.389(5) ?
C17 H17 . 0.95 ?
C18 C19 . 1.392(5) ?
C18 H18 . 0.95 ?
C19 C20 . 1.511(5) ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22 . 0.95 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Zn1 N3 3_567 . 107.49(11) ?
O1 Zn1 O3 3_567 4_676 91.11(9) ?
N3 Zn1 O3 . 4_676 102.97(11) ?
O1 Zn1 N2 3_567 . 93.18(11) ?
N3 Zn1 N2 . . 150.47(11) ?
O3 Zn1 N2 4_676 . 97.32(10) ?
O1 Zn1 N1 3_567 . 130.53(10) ?
N3 Zn1 N1 . . 75.50(10) ?
O3 Zn1 N1 4_676 . 137.45(9) ?
N2 Zn1 N1 . . 75.04(10) ?
C7 O1 Zn1 . 3_567 123.8(2) ?
C8 O3 Zn1 . 4_575 101.4(2) ?
H1SA O1S H1SB . . 110.2 ?
H2SA O2S H2SB . . 109.5 ?
C1 N1 C20 . . 114.5(3) ?
C1 N1 C14 . . 112.2(3) ?
C20 N1 C14 . . 112.9(3) ?
C1 N1 Zn1 . . 111.84(19) ?
C20 N1 Zn1 . . 101.0(2) ?
C14 N1 Zn1 . . 103.26(19) ?
C9 N2 C13 . . 119.1(3) ?
C9 N2 Zn1 . . 120.4(2) ?
C13 N2 Zn1 . . 120.5(2) ?
C15 N3 C19 . . 119.1(3) ?
C15 N3 Zn1 . . 121.7(2) ?
C19 N3 Zn1 . . 119.2(2) ?
C22 N4 C23 . . 121.2(4) ?
C22 N4 C21 . . 121.2(4) ?
C23 N4 C21 . . 117.5(3) ?
C6 C1 C2 . . 118.2(3) ?
C6 C1 N1 . . 123.2(3) ?
C2 C1 N1 . . 118.6(3) ?
C3 C2 C1 . . 121.4(3) ?
C3 C2 H2 . . 119.3 ?
C1 C2 H2 . . 119.3 ?
C2 C3 C4 . . 120.0(3) ?
C2 C3 C7 . . 118.5(3) ?
C4 C3 C7 . . 121.5(3) ?
C5 C4 C3 . . 119.4(3) ?
C5 C4 H4 . . 120.3 ?
C3 C4 H4 . . 120.3 ?
C4 C5 C6 . . 120.3(3) ?
C4 C5 C8 . . 119.3(3) ?
C6 C5 C8 . . 120.2(3) ?
C1 C6 C5 . . 120.6(3) ?
C1 C6 H6 . . 119.7 ?
C5 C6 H6 . . 119.7 ?
O2 C7 O1 . . 125.6(3) ?
O2 C7 C3 . . 118.8(3) ?
O1 C7 C3 . . 115.5(3) ?
O4 C8 O3 . . 122.4(3) ?
O4 C8 C5 . . 119.9(3) ?
O3 C8 C5 . . 117.6(3) ?
N2 C9 C10 . . 122.2(3) ?
N2 C9 H9 . . 118.9 ?
C10 C9 H9 . . 118.9 ?
C11 C10 C9 . . 118.5(3) ?
C11 C10 H10 . . 120.7 ?
C9 C10 H10 . . 120.7 ?
C10 C11 C12 . . 119.3(4) ?
C10 C11 H11 . . 120.4 ?
C12 C11 H11 . . 120.4 ?
C13 C12 C11 . . 119.4(4) ?
C13 C12 H12 . . 120.3 ?
C11 C12 H12 . . 120.3 ?
N2 C13 C12 . . 121.5(3) ?
N2 C13 C14 . . 115.8(3) ?
C12 C13 C14 . . 122.7(3) ?
N1 C14 C13 . . 111.5(3) ?
N1 C14 H14A . . 109.3 ?
C13 C14 H14A . . 109.3 ?
N1 C14 H14B . . 109.3 ?
C13 C14 H14B . . 109.3 ?
H14A C14 H14B . . 108.0 ?
N3 C15 C16 . . 122.7(3) ?
N3 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.7 ?
C15 C16 C17 . . 118.2(4) ?
C15 C16 H16 . . 120.9 ?
C17 C16 H16 . . 120.9 ?
C18 C17 C16 . . 119.4(3) ?
C18 C17 H17 . . 120.3 ?
C16 C17 H17 . . 120.3 ?
C17 C18 C19 . . 119.0(3) ?
C17 C18 H18 . . 120.5 ?
C19 C18 H18 . . 120.5 ?
N3 C19 C18 . . 121.6(3) ?
N3 C19 C20 . . 116.1(3) ?
C18 C19 C20 . . 122.2(3) ?
N1 C20 C19 . . 110.1(3) ?
N1 C20 H20A . . 109.6 ?
C19 C20 H20A . . 109.6 ?
N1 C20 H20B . . 109.6 ?
C19 C20 H20B . . 109.6 ?
H20A C20 H20B . . 108.1 ?
N4 C21 H21A . . 109.5 ?
N4 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N4 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O5 C22 N4 . . 124.8(4) ?
O5 C22 H22 . . 117.6 ?
N4 C22 H22 . . 117.6 ?
N4 C23 H23A . . 109.5 ?
N4 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
N4 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1405288'
_audit_update_record             
;
2015-07-19 deposited with the CCDC.
2015-07-21 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H15 N3 O4 Zn'
_chemical_formula_sum            'C20 H15 N3 O4 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         426.72

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.485(5)
_cell_length_b                   14.529(9)
_cell_length_c                   14.073(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.11(3)
_cell_angle_gamma                90
_cell_volume                     1730.4(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    799
_cell_measurement_theta_min      2.7198
_cell_measurement_theta_max      18.6201
_cell_measurement_temperature    100(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872

_exptl_absorpt_coefficient_mu    1.454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.5136
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8187
_diffrn_reflns_av_R_equivalents  0.1378
_diffrn_reflns_av_sigmaI/netI    0.1845
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_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.
;

_reflns_number_total             3130
_reflns_number_gt                1399
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1826
_refine_ls_R_factor_gt           0.0817
_refine_ls_wR_factor_gt          0.1894
_refine_ls_wR_factor_ref         0.2307
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_number_reflns         3130
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.1000P)²+0.1827P]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.473
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2012.12-0 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.12926(14) 0.21693(8) 0.43779(8) 0.0443(4) Uani d . 1 . .
O O1 -0.0389(9) -0.0959(4) 0.5861(5) 0.0476(18) Uani d . 1 . .
O O2 0.1273(10) -0.1217(5) 0.7100(6) 0.065(2) Uani d . 1 . .
O O3 -0.3008(9) 0.2462(5) 0.8100(5) 0.0528(19) Uani d . 1 . .
O O4 -0.2153(9) 0.1349(5) 0.9055(5) 0.061(2) Uani d . 1 . .
N N1 0.1827(9) 0.2502(6) 0.5996(6) 0.043(2) Uani d . 1 . .
N N2 -0.0522(10) 0.3034(6) 0.4705(6) 0.047(2) Uani d . 1 . .
N N3 0.3571(9) 0.1623(6) 0.4731(6) 0.044(2) Uani d . 1 . .
C C1 0.0293(11) 0.0289(7) 0.6811(7) 0.042(2) Uani d . 1 . .
C C2 0.1120(12) 0.0927(8) 0.6342(7) 0.048(3) Uani d . 1 . .
H H2 0.183 0.073 0.5911 0.058 Uiso calc R 1 . .
C C3 0.0929(12) 0.1863(7) 0.6490(7) 0.043(3) Uani d . 1 . .
C C4 -0.0219(10) 0.2122(7) 0.7101(7) 0.041(2) Uani d . 1 . .
H H4 -0.0442 0.2743 0.7181 0.049 Uiso calc R 1 . .
C C5 -0.1026(12) 0.1468(7) 0.7587(7) 0.045(3) Uani d . 1 . .
C C6 -0.0756(11) 0.0548(7) 0.7444(7) 0.043(3) Uani d . 1 . .
H H6 -0.1288 0.0107 0.7777 0.051 Uiso calc R 1 . .
C C7 0.0437(12) -0.0712(8) 0.6586(7) 0.044(3) Uani d . 1 . .
C C8 -0.2148(13) 0.1768(8) 0.8305(8) 0.049(3) Uani d . 1 . .
C C9 -0.1816(13) 0.3115(8) 0.4191(8) 0.054(3) Uani d . 1 . .
H H9 -0.1981 0.2738 0.3659 0.065 Uiso calc R 1 . .
C C10 -0.2972(15) 0.3730(8) 0.4386(9) 0.063(3) Uani d . 1 . .
H H10 -0.3922 0.375 0.4013 0.076 Uiso calc R 1 . .
C C11 -0.2698(15) 0.4309(8) 0.5135(9) 0.067(3) Uani d . 1 . .
H H11 -0.3436 0.4755 0.527 0.08 Uiso calc R 1 . .
C C12 -0.1319(14) 0.4224(7) 0.5685(8) 0.055(3) Uani d . 1 . .
H H12 -0.1111 0.4611 0.6205 0.066 Uiso calc R 1 . .
C C13 -0.0257(12) 0.3581(7) 0.5475(7) 0.042(3) Uani d . 1 . .
C C14 0.1321(13) 0.3459(7) 0.6018(7) 0.046(3) Uani d . 1 . .
H H14A 0.2099 0.3845 0.5741 0.055 Uiso calc R 1 . .
H H14B 0.1246 0.365 0.6674 0.055 Uiso calc R 1 . .
C C15 0.4243(13) 0.1142(7) 0.4087(8) 0.054(3) Uani d . 1 . .
H H15 0.3671 0.0987 0.3521 0.065 Uiso calc R 1 . .
C C16 0.5793(15) 0.0861(8) 0.4241(9) 0.064(3) Uani d . 1 . .
H H16 0.6269 0.0525 0.3777 0.077 Uiso calc R 1 . .
C C17 0.6622(14) 0.1079(8) 0.5074(9) 0.062(3) Uani d . 1 . .
H H17 0.7667 0.0896 0.5192 0.075 Uiso calc R 1 . .
C C18 0.5877(13) 0.1571(8) 0.5726(8) 0.057(3) Uani d . 1 . .
H H18 0.6413 0.1728 0.6302 0.068 Uiso calc R 1 . .
C C19 0.4345(12) 0.1836(7) 0.5539(7) 0.042(3) Uani d . 1 . .
C C20 0.3531(12) 0.2401(7) 0.6230(7) 0.050(3) Uani d . 1 . .
H H20B 0.3696 0.2123 0.6856 0.06 Uiso calc R 1 . .
H H20A 0.401 0.3008 0.6262 0.06 Uiso calc R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 3_556 1.938(7) ?
Zn1 O3 4_665 2.007(7) ?
Zn1 N2 . 2.065(8) ?
Zn1 N3 . 2.116(8) ?
Zn1 N1 . 2.340(8) ?
Zn1 C8 4_665 2.589(11) ?
O1 C7 . 1.249(11) ?
O1 Zn1 3_556 1.938(7) ?
O2 C7 . 1.221(12) ?
O3 C8 . 1.265(12) ?
O3 Zn1 4_566 2.007(7) ?
O4 C8 . 1.219(13) ?
N1 C3 . 1.416(12) ?
N1 C14 . 1.455(12) ?
N1 C20 . 1.467(12) ?
N2 C9 . 1.276(13) ?
N2 C13 . 1.349(13) ?
N3 C15 . 1.307(13) ?
N3 C19 . 1.309(13) ?
C1 C6 . 1.356(13) ?
C1 C2 . 1.362(14) ?
C1 C7 . 1.495(15) ?
C2 C3 . 1.387(14) ?
C2 H2 . 0.93 ?
C3 C4 . 1.396(13) ?
C4 C5 . 1.381(14) ?
C4 H4 . 0.93 ?
C5 C6 . 1.374(14) ?
C5 C8 . 1.502(15) ?
C6 H6 . 0.93 ?
C8 Zn1 4_566 2.589(11) ?
C9 C10 . 1.370(15) ?
C9 H9 . 0.93 ?
C10 C11 . 1.356(16) ?
C10 H10 . 0.93 ?
C11 C12 . 1.361(15) ?
C11 H11 . 0.93 ?
C12 C13 . 1.346(14) ?
C12 H12 . 0.93 ?
C13 C14 . 1.504(14) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.379(15) ?
C15 H15 . 0.93 ?
C16 C17 . 1.361(17) ?
C16 H16 . 0.93 ?
C17 C18 . 1.354(16) ?
C17 H17 . 0.93 ?
C18 C19 . 1.363(14) ?
C18 H18 . 0.93 ?
C19 C20 . 1.481(14) ?
C20 H20B . 0.97 ?
C20 H20A . 0.97 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Zn1 O3 3_556 4_665 103.0(3) ?
O1 Zn1 N2 3_556 . 107.4(3) ?
O3 Zn1 N2 4_665 . 108.1(3) ?
O1 Zn1 N3 3_556 . 92.5(3) ?
O3 Zn1 N3 4_665 . 89.3(3) ?
N2 Zn1 N3 . . 149.2(3) ?
O1 Zn1 N1 3_556 . 113.8(3) ?
O3 Zn1 N1 4_665 . 140.1(3) ?
N2 Zn1 N1 . . 75.7(3) ?
N3 Zn1 N1 . . 74.9(3) ?
O1 Zn1 C8 3_556 4_665 130.7(4) ?
O3 Zn1 C8 4_665 4_665 28.5(3) ?
N2 Zn1 C8 . 4_665 100.8(3) ?
N3 Zn1 C8 . 4_665 82.2(3) ?
N1 Zn1 C8 . 4_665 111.9(3) ?
C7 O1 Zn1 . 3_556 126.5(7) ?
C8 O3 Zn1 . 4_566 102.2(7) ?
C3 N1 C14 . . 116.5(8) ?
C3 N1 C20 . . 112.3(8) ?
C14 N1 C20 . . 112.2(8) ?
C3 N1 Zn1 . . 105.6(6) ?
C14 N1 Zn1 . . 100.5(6) ?
C20 N1 Zn1 . . 108.5(6) ?
C9 N2 C13 . . 119.2(10) ?
C9 N2 Zn1 . . 123.7(8) ?
C13 N2 Zn1 . . 117.0(7) ?
C15 N3 C19 . . 120.8(9) ?
C15 N3 Zn1 . . 118.3(8) ?
C19 N3 Zn1 . . 120.6(7) ?
C6 C1 C2 . . 121.0(10) ?
C6 C1 C7 . . 118.4(9) ?
C2 C1 C7 . . 120.4(9) ?
C1 C2 C3 . . 121.6(10) ?
C1 C2 H2 . . 119.2 ?
C3 C2 H2 . . 119.2 ?
C2 C3 C4 . . 116.9(9) ?
C2 C3 N1 . . 119.8(9) ?
C4 C3 N1 . . 123.3(9) ?
C5 C4 C3 . . 120.8(10) ?
C5 C4 H4 . . 119.6 ?
C3 C4 H4 . . 119.6 ?
C6 C5 C4 . . 120.2(9) ?
C6 C5 C8 . . 120.1(10) ?
C4 C5 C8 . . 119.6(10) ?
C1 C6 C5 . . 119.4(10) ?
C1 C6 H6 . . 120.3 ?
C5 C6 H6 . . 120.3 ?
O2 C7 O1 . . 125.4(10) ?
O2 C7 C1 . . 120.8(10) ?
O1 C7 C1 . . 113.8(9) ?
O4 C8 O3 . . 123.9(10) ?
O4 C8 C5 . . 118.6(11) ?
O3 C8 C5 . . 117.5(10) ?
O4 C8 Zn1 . 4_566 76.0(6) ?
O3 C8 Zn1 . 4_566 49.3(5) ?
C5 C8 Zn1 . 4_566 160.2(8) ?
N2 C9 C10 . . 123.1(11) ?
N2 C9 H9 . . 118.4 ?
C10 C9 H9 . . 118.4 ?
C11 C10 C9 . . 118.4(11) ?
C11 C10 H10 . . 120.8 ?
C9 C10 H10 . . 120.8 ?
C10 C11 C12 . . 118.6(11) ?
C10 C11 H11 . . 120.7 ?
C12 C11 H11 . . 120.7 ?
C13 C12 C11 . . 120.0(11) ?
C13 C12 H12 . . 120.0 ?
C11 C12 H12 . . 120.0 ?
C12 C13 N2 . . 120.6(10) ?
C12 C13 C14 . . 123.8(10) ?
N2 C13 C14 . . 115.5(9) ?
N1 C14 C13 . . 110.8(9) ?
N1 C14 H14A . . 109.5 ?
C13 C14 H14A . . 109.5 ?
N1 C14 H14B . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 108.1 ?
N3 C15 C16 . . 120.5(11) ?
N3 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C17 C16 C15 . . 119.6(11) ?
C17 C16 H16 . . 120.2 ?
C15 C16 H16 . . 120.2 ?
C18 C17 C16 . . 118.0(11) ?
C18 C17 H17 . . 121.0 ?
C16 C17 H17 . . 121.0 ?
C17 C18 C19 . . 120.2(11) ?
C17 C18 H18 . . 119.9 ?
C19 C18 H18 . . 119.9 ?
N3 C19 C18 . . 120.8(10) ?
N3 C19 C20 . . 118.2(9) ?
C18 C19 C20 . . 120.9(10) ?
N1 C20 C19 . . 114.0(9) ?
N1 C20 H20B . . 108.8 ?
C19 C20 H20B . . 108.8 ?
N1 C20 H20A . . 108.8 ?
C19 C20 H20A . . 108.8 ?
H20B C20 H20A . . 107.7 ?


#
_vrf_PLAT420_1                   
;
PROBLEM: D-H Without Acceptor
RESPONSE: Geometric parameters for the hydrogens attached to O2S 
are correct but numerous attempts to find an acceptor for H2SA were 
not successful.
;
_vrf_PLAT341_2                   
;
PROBLEM: Low Bond Precision on C-C Bonds
RESPONSE: For the desolvation process at 140 degree C via 
single-crystal-to-single-crytal transformation, the quality 
of the resultant crystal degraded.
;
#
#===END

