# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_WCX-1
_database_code_depnum_ccdc_archive 'CCDC 1842926'
_audit_update_record             
;
2018-05-13 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-05-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.03.09 svn.r3491 for OlexSys, GUI svn.r5479)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 Cd2 N6 O12, H2 O'
_chemical_formula_sum            'C20 H20 Cd2 N6 O13'
_chemical_formula_weight         777.22
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   17.0062(5)
_cell_length_b                   10.9658(3)
_cell_length_c                   13.4337(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.160(3)
_cell_angle_gamma                90
_cell_volume                     2473.26(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4997
_cell_measurement_temperature    302.2(4)
_cell_measurement_theta_max      74.1940
_cell_measurement_theta_min      4.8410
_shelx_estimated_absorpt_T_max   0.142
_shelx_estimated_absorpt_T_min   0.111
_exptl_absorpt_coefficient_mu    14.524
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.9d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.087
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7271
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.248
_diffrn_reflns_theta_min         4.817
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.2(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      9.00  48.00   0.50    0.50    --    0.00  38.00  30.00   78
  2  ω     -2.00  47.00   0.50    0.50    --    0.00  77.00 120.00   98
  3  ω    -27.00  36.00   0.50    0.50    --    0.00  82.00  30.00  126
  4  ω     70.00 179.00   0.50    0.95    --   94.90  15.00-150.00  218
  5  ω    107.00 157.00   0.50    0.95    --   94.90  77.00   0.00  100
  6  ω    114.00 152.00   0.50    0.95    --   94.90  82.00-120.00   76
  7  ω     69.00 126.00   0.50    0.95    --   94.90  61.00-180.00  114
  8  ω      6.00  84.00   0.50    0.95    --   94.90 -77.00   0.00  156
  9  ω     79.00 104.00   0.50    0.95    --   94.90 -82.00   0.00   50
 10  ω     45.00 119.00   0.50    0.95    --   94.90 -82.00 -60.00  148
 11  ω     15.00 114.00   0.50    0.95    --   94.90 -82.00  60.00  198
 12  ω     19.00 110.00   0.50    0.95    --   94.90 -61.00  60.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0835724000
_diffrn_orient_matrix_UB_12      -0.0468793000
_diffrn_orient_matrix_UB_13      -0.0447110000
_diffrn_orient_matrix_UB_21      0.0281956000
_diffrn_orient_matrix_UB_22      -0.1320856000
_diffrn_orient_matrix_UB_23      0.0220738000
_diffrn_orient_matrix_UB_31      -0.0252330000
_diffrn_orient_matrix_UB_32      0.0079161000
_diffrn_orient_matrix_UB_33      0.1050599000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2084
_reflns_number_total             2260
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0260
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+4.0171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0694
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5)
3.a Free rotating group:
 O7(H7A,H7B)
3.b Rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C6(H6), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.43163(2) 1.12739(2) 0.63485(2) 0.03594(11) Uani 1 1 d . . . . .
O1 O 0.02161(14) 0.7033(2) 0.6147(2) 0.0463(6) Uani 1 1 d . . . . .
O2 O 0.06650(14) 0.89050(18) 0.64285(18) 0.0404(5) Uani 1 1 d . . . . .
O3 O 0.34360(17) 0.9848(2) 0.6337(2) 0.0575(7) Uani 1 1 d . . . . .
O4 O 0.43387(15) 0.8409(3) 0.6195(2) 0.0604(7) Uani 1 1 d . . . . .
O5 O 0.41976(17) 1.1083(2) 0.45715(19) 0.0512(6) Uani 1 1 d . . . . .
H5A H 0.460060 1.149023 0.453493 0.077 Uiso 1 1 d GR . . . .
H5B H 0.407860 1.042072 0.432594 0.077 Uiso 1 1 d GR . . . .
O6 O 0.4594(2) 1.1524(4) 0.8118(2) 0.0810(10) Uani 1 1 d . . . . .
H6A H 0.412998 1.147362 0.835591 0.122 Uiso 1 1 d GR . . . .
H6B H 0.479808 1.220841 0.818791 0.122 Uiso 1 1 d GR . . . .
N1 N 0.27418(15) 0.4468(2) 0.63065(18) 0.0307(5) Uani 1 1 d . . . . .
N2 N 0.21514(18) 0.3615(2) 0.6197(3) 0.0444(7) Uani 1 1 d . . . . .
N3 N 0.33466(17) 0.2719(2) 0.6346(2) 0.0404(6) Uani 1 1 d . . . . .
C1 C 0.2551(2) 0.2590(3) 0.6223(3) 0.0428(8) Uani 1 1 d . . . . .
H1 H 0.230247 0.183195 0.616066 0.051 Uiso 1 1 calc R . . . .
C2 C 0.3447(2) 0.3913(3) 0.6398(3) 0.0410(8) Uani 1 1 d . . . . .
H2 H 0.393751 0.430862 0.648509 0.049 Uiso 1 1 calc R . . . .
C3 C 0.25617(17) 0.5747(2) 0.62821(19) 0.0268(6) Uani 1 1 d . . . . .
C4 C 0.31709(17) 0.6583(3) 0.6257(2) 0.0288(6) Uani 1 1 d . . . . .
H4 H 0.368818 0.631923 0.623986 0.035 Uiso 1 1 calc R . . . .
C5 C 0.29964(18) 0.7820(3) 0.6258(2) 0.0295(6) Uani 1 1 d . . . . .
C6 C 0.22190(18) 0.8202(2) 0.6266(2) 0.0292(6) Uani 1 1 d . . . . .
H6 H 0.210413 0.903121 0.627026 0.035 Uiso 1 1 calc R . . . .
C7 C 0.16133(17) 0.7357(3) 0.6266(2) 0.0280(6) Uani 1 1 d . . . . .
C8 C 0.17845(18) 0.6114(3) 0.6280(2) 0.0285(6) Uani 1 1 d . . . . .
H8 H 0.138231 0.554105 0.628840 0.034 Uiso 1 1 calc R . . . .
C9 C 0.07744(18) 0.7780(3) 0.6272(2) 0.0336(6) Uani 1 1 d . . . . .
C10 C 0.3647(2) 0.8754(3) 0.6263(2) 0.0391(8) Uani 1 1 d . . . . .
O7 O -0.0083(5) 0.4690(7) 0.5429(5) 0.083(2) Uani 0.5 1 d . . P A -1
H7A H -0.006742 0.546365 0.539298 0.124 Uiso 0.5 1 d G . P A -1
H7B H -0.014902 0.439112 0.483743 0.124 Uiso 0.5 1 d G . P A -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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O1 2.448(2) 6_675 ?
Cd1 O2 2.287(2) 6_675 ?
Cd1 O3 2.163(2) . ?
Cd1 O5 2.373(3) . ?
Cd1 O6 2.364(3) . ?
Cd1 N3 2.286(3) 1_565 ?
Cd1 C9 2.705(3) 6_675 ?
O1 C9 1.245(4) . ?
O2 C9 1.270(4) . ?
O3 C10 1.261(4) . ?
O4 C10 1.253(5) . ?
O5 H5A 0.8263 . ?
O5 H5B 0.8095 . ?
O6 H6A 0.8987 . ?
O6 H6B 0.8259 . ?
N1 N2 1.363(4) . ?
N1 C2 1.333(4) . ?
N1 C3 1.435(4) . ?
N2 C1 1.311(4) . ?
N3 C1 1.345(4) . ?
N3 C2 1.322(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.388(4) . ?
C3 C8 1.381(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(4) . ?
C5 C6 1.388(4) . ?
C5 C10 1.506(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.386(4) . ?
C7 C8 1.394(4) . ?
C7 C9 1.501(4) . ?
C8 H8 0.9300 . ?
O7 H7A 0.8500 . ?
O7 H7B 0.8500 . ?

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 Cd1 C9 27.39(8) 6_675 6_675 ?
O2 Cd1 O1 55.29(7) 6_675 6_675 ?
O2 Cd1 O5 87.93(9) 6_675 . ?
O2 Cd1 O6 85.68(10) 6_675 . ?
O2 Cd1 C9 27.90(8) 6_675 6_675 ?
O3 Cd1 O1 172.51(10) . 6_675 ?
O3 Cd1 O2 128.75(9) . 6_675 ?
O3 Cd1 O5 88.91(10) . . ?
O3 Cd1 O6 96.78(12) . . ?
O3 Cd1 N3 90.16(11) . 1_565 ?
O3 Cd1 C9 156.14(10) . 6_675 ?
O5 Cd1 O1 84.86(9) . 6_675 ?
O5 Cd1 C9 85.84(9) . 6_675 ?
O6 Cd1 O1 89.71(11) . 6_675 ?
O6 Cd1 O5 173.25(10) . . ?
O6 Cd1 C9 87.49(11) . 6_675 ?
N3 Cd1 O1 86.43(9) 1_565 6_675 ?
N3 Cd1 O2 140.99(9) 1_565 6_675 ?
N3 Cd1 O5 96.54(10) 1_565 . ?
N3 Cd1 O6 87.10(12) 1_565 . ?
N3 Cd1 C9 113.55(9) 1_565 6_675 ?
C9 O1 Cd1 87.86(19) . 6_575 ?
C9 O2 Cd1 94.66(19) . 6_575 ?
C10 O3 Cd1 118.9(2) . . ?
Cd1 O5 H5A 94.2 . . ?
Cd1 O5 H5B 117.7 . . ?
H5A O5 H5B 128.1 . . ?
Cd1 O6 H6A 107.8 . . ?
Cd1 O6 H6B 103.5 . . ?
H6A O6 H6B 113.1 . . ?
N2 N1 C3 121.2(2) . . ?
C2 N1 N2 109.5(2) . . ?
C2 N1 C3 129.3(3) . . ?
C1 N2 N1 102.5(3) . . ?
C1 N3 Cd1 129.7(2) . 1_545 ?
C2 N3 Cd1 126.8(2) . 1_545 ?
C2 N3 C1 103.3(3) . . ?
N2 C1 N3 114.9(3) . . ?
N2 C1 H1 122.6 . . ?
N3 C1 H1 122.6 . . ?
N1 C2 H2 125.1 . . ?
N3 C2 N1 109.8(3) . . ?
N3 C2 H2 125.1 . . ?
C4 C3 N1 119.3(3) . . ?
C8 C3 N1 119.0(3) . . ?
C8 C3 C4 121.7(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 C10 120.5(3) . . ?
C6 C5 C10 119.6(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 C9 120.0(3) . . ?
C8 C7 C9 119.9(3) . . ?
C3 C8 C7 118.9(3) . . ?
C3 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
O1 C9 Cd1 64.75(17) . 6_575 ?
O1 C9 O2 122.2(3) . . ?
O1 C9 C7 120.1(3) . . ?
O2 C9 Cd1 57.44(16) . 6_575 ?
O2 C9 C7 117.7(3) . . ?
C7 C9 Cd1 175.1(2) . 6_575 ?
O3 C10 C5 115.5(3) . . ?
O4 C10 O3 125.0(3) . . ?
O4 C10 C5 119.5(3) . . ?
H7A O7 H7B 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.249
_oxdiff_exptl_absorpt_empirical_full_min 0.821
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_WCX-2
_database_code_depnum_ccdc_archive 'CCDC 1842927'
_audit_update_record             
;
2018-05-13 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-05-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.03.09 svn.r3491 for OlexSys, GUI svn.r5479)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 N6 O12 Zn2, H2 O'
_chemical_formula_sum            'C20 H20 N6 O13 Zn2'
_chemical_formula_weight         683.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   16.3819(2)
_cell_length_b                   10.7728(2)
_cell_length_c                   13.4974(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.2860(10)
_cell_angle_gamma                90
_cell_volume                     2357.14(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4762
_cell_measurement_temperature    298.69(11)
_cell_measurement_theta_max      73.7550
_cell_measurement_theta_min      5.4690
_shelx_estimated_absorpt_T_max   0.531
_shelx_estimated_absorpt_T_min   0.470
_exptl_absorpt_coefficient_mu    3.289
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95370
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6598
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.235
_diffrn_reflns_theta_min         4.929
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.69(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00  83.00   0.50    0.50    --    0.00  38.00 -30.00   68
  2  ω    -89.00  -6.00   0.50    0.50    --    0.00 -57.00  90.00  166
  3  ω    -28.00  14.00   0.50    0.50    --    0.00  77.00-120.00   84
  4  ω     15.00  42.00   0.50    0.50    --    0.00  38.00 -30.00   54
  5  ω     14.00 122.00   0.50    0.73    --   95.80 -82.00 120.00  216
  6  ω      9.00 122.00   0.50    0.73    --   95.80 -61.00 150.00  226
  7  ω     64.00 174.00   0.50    0.73    --   95.80  77.00  30.00  220
  8  ω     45.00  70.00   0.50    0.73    --   95.80 -82.00 150.00   50
  9  ω    100.00 125.00   0.50    0.73    --   95.80 -82.00 150.00   50
 10  ω     68.00 104.00   0.50    0.73    --   95.80 -82.00  90.00   72
 11  ω      8.00  34.00   0.50    0.73    --   95.80 -82.00 150.00   52
 12  ω     91.00 158.00   0.50    0.73    --   95.80  61.00 -90.00  134
 13  ω     87.00 176.00   0.50    0.73    --   95.80  61.00 -30.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0129406000
_diffrn_orient_matrix_UB_12      0.1404236000
_diffrn_orient_matrix_UB_13      -0.0123868000
_diffrn_orient_matrix_UB_21      -0.0918759000
_diffrn_orient_matrix_UB_22      0.0147224000
_diffrn_orient_matrix_UB_23      -0.0428111000
_diffrn_orient_matrix_UB_31      -0.0205895000
_diffrn_orient_matrix_UB_32      0.0223318000
_diffrn_orient_matrix_UB_33      0.1064264000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2008
_reflns_number_total             2157
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²+5.6214P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0770
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5)
3.a Free rotating group:
 O7(H7A,H7B)
3.b Rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C6(H6), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.06861(2) -0.12910(3) 0.36753(2) 0.02736(13) Uani 1 1 d . . . . .
O1 O 0.48293(10) 0.29532(17) 0.38158(16) 0.0427(5) Uani 1 1 d . . . . .
O2 O 0.43872(10) 0.10449(16) 0.36155(14) 0.0358(4) Uani 1 1 d . . . . .
O3 O 0.05498(10) 0.16789(17) 0.38170(15) 0.0412(5) Uani 1 1 d . . . . .
O4 O 0.14328(10) 0.01519(15) 0.36434(14) 0.0354(4) Uani 1 1 d . . . . .
O5 O 0.04589(12) -0.14269(19) 0.20601(15) 0.0466(5) Uani 1 1 d . . . . .
H5A H 0.020894 -0.214253 0.185878 0.070 Uiso 1 1 d GR . . . .
H5B H 0.093044 -0.148014 0.179490 0.070 Uiso 1 1 d GR . . . .
O6 O 0.08074(11) -0.10982(16) 0.52841(13) 0.0353(4) Uani 1 1 d . . . . .
H6A H 0.034797 -0.133402 0.552274 0.053 Uiso 1 1 d GR . . . .
H6B H 0.084733 -0.029938 0.546903 0.053 Uiso 1 1 d GR . . . .
N1 N 0.22393(11) 0.56021(17) 0.36926(14) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.28534(13) 0.64600(19) 0.37873(19) 0.0378(5) Uani 1 1 d . . . . .
N3 N 0.16220(12) 0.73812(17) 0.36894(16) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.24505(15) 0.7508(2) 0.3786(2) 0.0355(6) Uani 1 1 d . . . . .
H1 H 0.271201 0.827640 0.384670 0.043 Uiso 1 1 calc R . . . .
C2 C 0.15138(15) 0.6165(2) 0.3631(2) 0.0335(6) Uani 1 1 d . . . . .
H2 H 0.100549 0.576538 0.355716 0.040 Uiso 1 1 calc R . . . .
C3 C 0.24180(13) 0.42913(19) 0.37093(15) 0.0212(4) Uani 1 1 d . . . . .
C4 C 0.32213(13) 0.3898(2) 0.37112(16) 0.0233(4) Uani 1 1 d . . . . .
H4 H 0.364569 0.447036 0.370529 0.028 Uiso 1 1 calc R . . . .
C5 C 0.33832(13) 0.2628(2) 0.37222(16) 0.0225(4) Uani 1 1 d . . . . .
C6 C 0.27464(13) 0.1784(2) 0.37202(16) 0.0224(4) Uani 1 1 d . . . . .
H6 H 0.285742 0.093741 0.371323 0.027 Uiso 1 1 calc R . . . .
C7 C 0.19411(13) 0.2191(2) 0.37284(15) 0.0214(4) Uani 1 1 d . . . . .
C8 C 0.17815(13) 0.3457(2) 0.37342(16) 0.0228(4) Uani 1 1 d . . . . .
H8 H 0.124816 0.374127 0.375467 0.027 Uiso 1 1 calc R . . . .
C9 C 0.42515(14) 0.2192(2) 0.37230(17) 0.0284(5) Uani 1 1 d . . . . .
C10 C 0.12463(14) 0.1280(2) 0.37315(17) 0.0255(5) Uani 1 1 d . . . . .
O7 O 0.0038(6) 0.4672(6) 0.4633(6) 0.100(2) Uani 0.5 1 d . . P A -1
H7A H 0.049110 0.460767 0.502432 0.151 Uiso 0.5 1 d G . P A -1
H7B H -0.002432 0.541641 0.442650 0.151 Uiso 0.5 1 d G . P A -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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.2998(18) 6 ?
Zn1 O2 2.1342(17) 6 ?
Zn1 O4 1.9823(16) . ?
Zn1 O5 2.163(2) . ?
Zn1 O6 2.1618(18) . ?
Zn1 N3 2.0950(19) 1_545 ?
Zn1 C9 2.552(2) 6 ?
O1 C9 1.245(3) . ?
O2 C9 1.267(3) . ?
O3 C10 1.240(3) . ?
O4 C10 1.263(3) . ?
N1 N2 1.358(3) . ?
N1 C2 1.326(3) . ?
N1 C3 1.442(3) . ?
N2 C1 1.308(3) . ?
N3 C1 1.351(3) . ?
N3 C2 1.323(3) . ?
C3 C4 1.382(3) . ?
C3 C8 1.381(3) . ?
C4 C5 1.393(3) . ?
C5 C6 1.384(3) . ?
C5 C9 1.498(3) . ?
C6 C7 1.392(3) . ?
C7 C8 1.389(3) . ?
C7 C10 1.503(3) . ?

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 C9 29.15(7) 6 6 ?
O2 Zn1 O1 58.86(6) 6 6 ?
O2 Zn1 O5 86.82(7) 6 . ?
O2 Zn1 O6 88.44(7) 6 . ?
O2 Zn1 C9 29.70(7) 6 6 ?
O4 Zn1 O1 176.54(8) . 6 ?
O4 Zn1 O2 121.12(7) . 6 ?
O4 Zn1 O5 92.76(8) . . ?
O4 Zn1 O6 88.79(7) . . ?
O4 Zn1 N3 94.73(7) . 1_545 ?
O4 Zn1 C9 150.71(7) . 6 ?
O5 Zn1 O1 90.69(8) . 6 ?
O5 Zn1 C9 88.53(7) . 6 ?
O6 Zn1 O1 87.75(7) . 6 ?
O6 Zn1 O5 175.15(7) . . ?
O6 Zn1 C9 87.87(7) . 6 ?
N3 Zn1 O1 85.54(7) 1_545 6 ?
N3 Zn1 O2 144.05(7) 1_545 6 ?
N3 Zn1 O5 88.99(8) 1_545 . ?
N3 Zn1 O6 95.47(7) 1_545 . ?
N3 Zn1 C9 114.56(7) 1_545 6 ?
C9 O1 Zn1 86.72(14) . 6_655 ?
C9 O2 Zn1 93.73(14) . 6_655 ?
C10 O4 Zn1 126.45(15) . . ?
N2 N1 C3 121.26(18) . . ?
C2 N1 N2 109.85(18) . . ?
C2 N1 C3 128.83(19) . . ?
C1 N2 N1 102.74(19) . . ?
C1 N3 Zn1 130.93(16) . 1_565 ?
C2 N3 Zn1 125.73(16) . 1_565 ?
C2 N3 C1 103.3(2) . . ?
N2 C1 N3 114.3(2) . . ?
N3 C2 N1 109.8(2) . . ?
C4 C3 N1 119.42(19) . . ?
C8 C3 N1 119.06(19) . . ?
C8 C3 C4 121.51(19) . . ?
C3 C4 C5 118.7(2) . . ?
C4 C5 C9 119.2(2) . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 C9 120.6(2) . . ?
C5 C6 C7 120.5(2) . . ?
C6 C7 C10 120.89(19) . . ?
C8 C7 C6 119.3(2) . . ?
C8 C7 C10 119.84(19) . . ?
C3 C8 C7 119.7(2) . . ?
O1 C9 Zn1 64.12(12) . 6_655 ?
O1 C9 O2 120.7(2) . . ?
O1 C9 C5 120.1(2) . . ?
O2 C9 Zn1 56.57(12) . 6_655 ?
O2 C9 C5 119.2(2) . . ?
C5 C9 Zn1 175.68(17) . 6_655 ?
O3 C10 O4 125.5(2) . . ?
O3 C10 C7 118.8(2) . . ?
O4 C10 C7 115.74(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.111
_oxdiff_exptl_absorpt_empirical_full_min 0.930
