# 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_ycp-co
_database_code_depnum_ccdc_archive 'CCDC 1821544'
_audit_update_record             
;
2018-02-02 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Co O9, 2(H2 O)'
_chemical_formula_sum            'C16 H16 Co O11'
_chemical_formula_weight         443.22
_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 0.0033 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'
Co Co 0.3494 0.9721 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.693(2)
_cell_length_b                   21.451(4)
_cell_length_c                   7.7724(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.437(2)
_cell_angle_gamma                90
_cell_volume                     1740.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4757
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.029
_cell_measurement_theta_min      2.723
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.048
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            13415
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.492
_diffrn_reflns_theta_min         1.899
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2869
_reflns_number_total             3582
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3582
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.051
_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)+(0.0460P)²+1.4040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0937
_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.a Riding coordinates:
 O7(H7A,H7B), O8(H8A,H8B), O9(H9A,H9B), O10(H10A,H10B), O11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
Co1 Co 0.98022(3) 0.75190(2) 0.68196(4) 0.01641(11) Uani 1 1 d . . . . .
C1 C 0.3555(2) 0.66901(11) 0.3426(3) 0.0189(5) Uani 1 1 d . . . . .
C2 C 0.4068(2) 0.72035(12) 0.4425(3) 0.0259(5) Uani 1 1 d . . . . .
H2 H 0.356358 0.755452 0.445778 0.031 Uiso 1 1 calc R . . . .
C3 C 0.5324(2) 0.71974(12) 0.5371(3) 0.0270(6) Uani 1 1 d . . . . .
H3 H 0.564838 0.754076 0.605279 0.032 Uiso 1 1 calc R . . . .
C4 C 0.6099(2) 0.66852(11) 0.5310(3) 0.0192(5) Uani 1 1 d . . . . .
C5 C 0.6678(3) 0.45896(13) 0.2855(4) 0.0318(6) Uani 1 1 d . . . . .
H5 H 0.755186 0.460720 0.334085 0.038 Uiso 1 1 calc R . . . .
C6 C 0.6167(3) 0.40746(13) 0.1879(4) 0.0379(7) Uani 1 1 d . . . . .
H6 H 0.669781 0.374737 0.170786 0.045 Uiso 1 1 calc R . . . .
C7 C 0.4874(3) 0.40468(13) 0.1162(4) 0.0352(7) Uani 1 1 d . . . . .
H7 H 0.453553 0.369954 0.050795 0.042 Uiso 1 1 calc R . . . .
C8 C 0.4071(3) 0.45298(12) 0.1404(3) 0.0276(6) Uani 1 1 d . . . . .
H8 H 0.319748 0.450546 0.092273 0.033 Uiso 1 1 calc R . . . .
C9 C 0.3715(2) 0.55649(11) 0.2640(3) 0.0212(5) Uani 1 1 d . . . . .
C10 C 0.6451(2) 0.56274(11) 0.4160(3) 0.0230(5) Uani 1 1 d . . . . .
C11 C 0.5890(2) 0.50800(11) 0.3110(3) 0.0228(5) Uani 1 1 d . . . . .
C12 C 0.4576(2) 0.50514(11) 0.2368(3) 0.0211(5) Uani 1 1 d . . . . .
C13 C 0.4305(2) 0.61577(11) 0.3424(3) 0.0171(5) Uani 1 1 d . . . . .
C14 C 0.5601(2) 0.61619(11) 0.4321(3) 0.0181(5) Uani 1 1 d . . . . .
C15 C 0.7462(2) 0.67321(11) 0.6374(3) 0.0207(5) Uani 1 1 d . . . . .
C16 C 0.2241(2) 0.67654(10) 0.2268(3) 0.0187(5) Uani 1 1 d . . . . .
O1 O 0.75917(17) 0.56506(9) 0.4825(3) 0.0402(5) Uani 1 1 d . . . . .
O2 O 0.25577(16) 0.54966(8) 0.2306(3) 0.0341(5) Uani 1 1 d . . . . .
O3 O 0.21133(16) 0.66909(9) 0.0663(2) 0.0282(4) Uani 1 1 d . . . . .
O4 O 0.13611(15) 0.69472(8) 0.3029(2) 0.0254(4) Uani 1 1 d . . . . .
O5 O 0.76907(18) 0.65572(10) 0.7921(2) 0.0369(5) Uani 1 1 d . . . . .
O6 O 0.82425(15) 0.70064(8) 0.5608(2) 0.0252(4) Uani 1 1 d . . . . .
O7 O 0.98304(14) 0.79123(7) 0.43146(19) 0.0174(3) Uani 1 1 d . . . . .
H7A H 0.919606 0.816352 0.399332 0.026 Uiso 1 1 d R . . . .
H7B H 1.050986 0.813802 0.456842 0.026 Uiso 1 1 d R . . . .
O8 O 0.85798(17) 0.82227(9) 0.7316(2) 0.0305(4) Uani 1 1 d . . . . .
H8A H 0.886953 0.858465 0.712932 0.046 Uiso 1 1 d R . . . .
H8B H 0.838043 0.819965 0.832833 0.046 Uiso 1 1 d R . . . .
O9 O 1.10448(17) 0.68123(9) 0.6364(2) 0.0289(4) Uani 1 1 d . . . . .
H9A H 1.127285 0.679877 0.536943 0.043 Uiso 1 1 d R . . . .
H9B H 1.080805 0.644077 0.656193 0.043 Uiso 1 1 d R . . . .
O10 O 1.0015(2) 0.56594(12) 0.7450(4) 0.0720(8) Uani 1 1 d . . . . .
H10A H 0.950183 0.562773 0.643701 0.108 Uiso 1 1 d R . . . .
H10B H 1.009653 0.526223 0.757631 0.108 Uiso 1 1 d R . . . .
O11 O 1.0251(3) 0.43317(13) 0.8600(5) 0.0769(9) Uani 1 1 d . . . . .
H11A H 0.944085 0.431568 0.816260 0.115 Uiso 1 1 d R . . . .
H11B H 1.034525 0.449228 0.963351 0.115 Uiso 1 1 d 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
Co1 O4 2.0734(16) 4_676 ?
Co1 O6 2.0496(16) . ?
Co1 O7 2.1280(15) . ?
Co1 O7 2.1430(15) 4_576 ?
Co1 O8 2.0863(18) . ?
Co1 O9 2.0955(17) . ?
C1 C2 1.390(3) . ?
C1 C13 1.396(3) . ?
C1 C16 1.505(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C4 C14 1.400(3) . ?
C4 C15 1.515(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(4) . ?
C5 C11 1.388(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.384(4) . ?
C8 H8 0.9300 . ?
C8 C12 1.389(3) . ?
C9 C12 1.480(3) . ?
C9 C13 1.491(3) . ?
C9 O2 1.217(3) . ?
C10 C11 1.481(3) . ?
C10 C14 1.485(3) . ?
C10 O1 1.219(3) . ?
C11 C12 1.401(4) . ?
C13 C14 1.410(3) . ?
C15 O5 1.233(3) . ?
C15 O6 1.270(3) . ?
C16 O3 1.236(3) . ?
C16 O4 1.275(3) . ?
O4 Co1 2.0734(16) 4_475 ?
O7 Co1 2.1430(15) 4_575 ?
O7 H7A 0.8601 . ?
O7 H7B 0.8599 . ?
O8 H8A 0.8598 . ?
O8 H8B 0.8600 . ?
O9 H9A 0.8600 . ?
O9 H9B 0.8599 . ?
O10 H10A 0.8599 . ?
O10 H10B 0.8600 . ?
O11 H11A 0.8600 . ?
O11 H11B 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Co1 O7 91.58(6) 4_676 . ?
O4 Co1 O7 88.56(6) 4_676 4_576 ?
O4 Co1 O8 89.49(7) 4_676 . ?
O4 Co1 O9 89.95(7) 4_676 . ?
O6 Co1 O4 178.92(7) . 4_676 ?
O6 Co1 O7 92.04(6) . 4_576 ?
O6 Co1 O7 87.86(6) . . ?
O6 Co1 O8 89.59(8) . . ?
O6 Co1 O9 90.98(7) . . ?
O7 Co1 O7 177.28(6) . 4_576 ?
O8 Co1 O7 90.87(7) . . ?
O8 Co1 O7 91.85(6) . 4_576 ?
O8 Co1 O9 179.08(7) . . ?
O9 Co1 O7 87.40(6) . 4_576 ?
O9 Co1 O7 89.88(6) . . ?
C2 C1 C13 119.4(2) . . ?
C2 C1 C16 117.0(2) . . ?
C13 C1 C16 123.4(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C14 119.7(2) . . ?
C3 C4 C15 116.2(2) . . ?
C14 C4 C15 124.1(2) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C11 120.2(3) . . ?
C11 C5 H5 119.9 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.0(3) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.7(3) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C12 119.7(3) . . ?
C12 C8 H8 120.1 . . ?
C12 C9 C13 118.1(2) . . ?
O2 C9 C12 121.0(2) . . ?
O2 C9 C13 120.8(2) . . ?
C11 C10 C14 118.4(2) . . ?
O1 C10 C11 121.0(2) . . ?
O1 C10 C14 120.5(2) . . ?
C5 C11 C10 119.6(2) . . ?
C5 C11 C12 119.6(2) . . ?
C12 C11 C10 120.8(2) . . ?
C8 C12 C9 119.7(2) . . ?
C8 C12 C11 119.7(2) . . ?
C11 C12 C9 120.6(2) . . ?
C1 C13 C9 120.4(2) . . ?
C1 C13 C14 119.9(2) . . ?
C14 C13 C9 119.5(2) . . ?
C4 C14 C10 119.9(2) . . ?
C4 C14 C13 119.6(2) . . ?
C13 C14 C10 120.5(2) . . ?
O5 C15 C4 118.6(2) . . ?
O5 C15 O6 125.9(2) . . ?
O6 C15 C4 115.2(2) . . ?
O3 C16 C1 118.4(2) . . ?
O3 C16 O4 125.2(2) . . ?
O4 C16 C1 116.2(2) . . ?
C16 O4 Co1 124.03(15) . 4_475 ?
C15 O6 Co1 125.82(15) . . ?
Co1 O7 Co1 131.04(8) . 4_575 ?
Co1 O7 H7A 110.4 . . ?
Co1 O7 H7A 98.7 4_575 . ?
Co1 O7 H7B 101.0 . . ?
Co1 O7 H7B 107.3 4_575 . ?
H7A O7 H7B 106.8 . . ?
Co1 O8 H8A 111.1 . . ?
Co1 O8 H8B 114.6 . . ?
H8A O8 H8B 112.0 . . ?
Co1 O9 H9A 119.3 . . ?
Co1 O9 H9B 114.7 . . ?
H9A O9 H9B 106.3 . . ?
H10A O10 H10B 93.2 . . ?
H11A O11 H11B 106.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ycp-3-t
_database_code_depnum_ccdc_archive 'CCDC 1821547'
_audit_update_record             
;
2018-02-02 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C17 H10 Ag2 O7'
_chemical_formula_sum            'C17 H10 Ag2 O7'
_chemical_formula_weight         542.00
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Ag -0.87744 1.09825 19.28080 16.68850 4.80450 1.04630 0.64460 7.47260 24.66050
99.81560 5.17899990082
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   11.383(6)
_cell_length_b                   9.236(5)
_cell_length_c                   30.142(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3169(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4995
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.107
_cell_measurement_theta_min      2.703
_exptl_absorpt_coefficient_mu    2.511
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.'
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.2720
_exptl_crystal_description       needle
_exptl_crystal_F_000             2082.9993
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            23648
_diffrn_reflns_theta_full        24.9989
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.24
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              35
_reflns_limit_l_min              0
_reflns_number_gt                2077
_reflns_number_total             2787
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.7167
_refine_diff_density_min         -0.8407
_refine_diff_density_rms         0.1879
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             9.0833
_refine_ls_goodness_of_fit_ref   1.0641
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    17
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2787
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.0641
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+5.8325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0686
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8)
2.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Ag1 Ag 0.62810(3) 0.50504(4) 0.458140(13) 0.03178(12) Uani 1.000000 .
Ag2 Ag 0.62474(3) 0.23067(4) 0.413538(13) 0.03272(12) Uani 1.000000 .
C1 C 0.0065(4) 0.3728(4) 0.42835(14) 0.0174(9) Uani 1.000000 .
C2 C 0.0654(4) 0.3081(5) 0.46356(16) 0.0253(11) Uani 1.000000 .
H2 H 0.0228(4) 0.2649(5) 0.48632(16) 0.0303(13) Uiso 1.000000 R
C3 C 0.1873(4) 0.3076(5) 0.46504(15) 0.0245(11) Uani 1.000000 .
H3 H 0.2255(4) 0.2601(5) 0.48810(15) 0.0294(13) Uiso 1.000000 R
C4 C 0.2537(4) 0.3777(5) 0.43223(15) 0.0194(10) Uani 1.000000 .
C5 C 0.2600(5) 0.7016(6) 0.29943(17) 0.0391(13) Uani 1.000000 .
H5 H 0.3404(5) 0.7150(6) 0.30307(17) 0.0469(16) Uiso 1.000000 R
C6 C 0.2023(5) 0.7709(7) 0.2655(2) 0.0509(16) Uani 1.000000 .
H6 H 0.2436(5) 0.8318(7) 0.2465(2) 0.0611(19) Uiso 1.000000 R
C7 C 0.0818(5) 0.7502(7) 0.2595(2) 0.0504(16) Uani 1.000000 .
H7 H 0.0431(5) 0.7972(7) 0.2365(2) 0.0605(19) Uiso 1.000000 R
C8 C 0.0195(5) 0.6589(6) 0.28797(17) 0.0409(14) Uani 1.000000 .
H8 H -0.0606(5) 0.6446(6) 0.28394(17) 0.0490(16) Uiso 1.000000 R
C9 C 0.0111(4) 0.4962(5) 0.35381(16) 0.0263(11) Uani 1.000000 .
C10 C 0.2626(4) 0.5416(5) 0.36576(15) 0.0241(10) Uani 1.000000 .
C11 C 0.1990(4) 0.6112(5) 0.32846(15) 0.0258(11) Uani 1.000000 .
C12 C 0.0787(4) 0.5894(5) 0.32263(15) 0.0226(10) Uani 1.000000 .
C13 C 0.0716(4) 0.4410(4) 0.39459(14) 0.0166(9) Uani 1.000000 .
C14 C 0.1945(4) 0.4484(4) 0.39787(14) 0.0182(9) Uani 1.000000 .
C15 C 0.3867(4) 0.3674(4) 0.43484(15) 0.0198(9) Uani 1.000000 .
C16 C -0.1268(4) 0.3711(4) 0.43110(13) 0.0191(9) Uani 1.000000 .
C17 C 0.6247(6) 0.4873(8) 0.3328(3) 0.074(2) Uani 1.000000 .
H17a H 0.5475(16) 0.4711(8) 0.3209(14) 0.088(2) Uiso 1.000000 GR
H17b H 0.619(3) 0.541(2) 0.3600(4) 0.088(2) Uiso 1.000000 GR
H17c H 0.671(2) 0.541(2) 0.3118(11) 0.088(2) Uiso 1.000000 GR
O1 O 0.3670(3) 0.5645(4) 0.37169(13) 0.0467(10) Uani 1.000000 .
O2 O -0.0893(3) 0.4588(5) 0.34505(12) 0.0485(11) Uani 1.000000 .
O3 O -0.1771(3) 0.2507(3) 0.43028(12) 0.0321(8) Uani 1.000000 .
O4 O -0.1794(3) 0.4901(3) 0.43708(12) 0.0326(8) Uani 1.000000 .
O5 O 0.4366(3) 0.4422(4) 0.46406(11) 0.0280(8) Uani 1.000000 .
O6 O 0.4342(3) 0.2777(4) 0.40937(12) 0.0358(9) Uani 1.000000 .
O7 O 0.6803(4) 0.3506(5) 0.34119(14) 0.0609(12) Uani 1.000000 .
H7a H 0.758(7) 0.380(7) 0.341(2) 0.0913(19) Uiso 1.000000 R


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
Ag1 Ag2 2.8689(13) . ?
Ag1 O3 2.483(3) 6_665 ?
Ag1 O4 2.285(3) 1_655 ?
Ag1 O5 2.263(3) . ?
Ag1 O5 2.506(3) 5_666 ?
Ag2 O3 2.319(3) 1_655 ?
Ag2 O4 2.414(3) 6_655 ?
Ag2 O6 2.216(3) . ?
Ag2 O7 2.526(5) . ?
C1 C2 1.390(6) . ?
C1 C13 1.408(6) . ?
C1 C16 1.519(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.403(6) . ?
C4 C14 1.398(6) . ?
C4 C15 1.519(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(8) . ?
C5 C11 1.394(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.396(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.397(7) . ?
C8 H8 0.9300 . ?
C8 C12 1.400(7) . ?
C9 C12 1.488(6) . ?
C9 C13 1.498(6) . ?
C9 O2 1.223(6) . ?
C10 C11 1.484(6) . ?
C10 C14 1.510(6) . ?
C10 O1 1.219(5) . ?
C11 C12 1.395(6) . ?
C13 C14 1.404(6) . ?
C15 O5 1.255(5) . ?
C15 O6 1.252(5) . ?
C16 O3 1.251(5) . ?
C16 O4 1.264(5) . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
C17 O7 1.435(8) . ?
O7 H7a 0.93(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Ag1 Ag2 130.67(9) 6_665 . ?
O4 Ag1 Ag2 80.16(8) 1_655 . ?
O4 Ag1 O3 75.28(10) 1_655 6_665 ?
O5 Ag1 Ag2 78.32(8) . . ?
O5 Ag1 Ag2 127.33(8) 5_666 . ?
O5 Ag1 O3 101.82(11) 5_666 6_665 ?
O5 Ag1 O3 118.53(11) . 6_665 ?
O5 Ag1 O4 158.42(11) . 1_655 ?
O5 Ag1 O4 123.60(12) 5_666 1_655 ?
O3 Ag2 Ag1 79.30(8) 1_655 . ?
O4 Ag2 Ag1 132.21(9) 6_655 . ?
O4 Ag2 O3 76.04(10) 6_655 1_655 ?
O6 Ag2 Ag1 82.34(8) . . ?
O6 Ag2 O3 161.62(12) . 1_655 ?
O6 Ag2 O4 116.70(12) . 6_655 ?
O7 Ag2 Ag1 90.80(11) . . ?
O7 Ag2 O3 84.79(14) . 1_655 ?
O7 Ag2 O4 126.35(15) . 6_655 ?
O7 Ag2 O6 96.34(14) . . ?
C13 C1 C2 119.4(4) . . ?
C16 C1 C2 115.8(4) . . ?
C16 C1 C13 124.7(4) . . ?
H2 C2 C1 119.7(3) . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2 119.7(3) . . ?
H3 C3 C2 119.5(3) . . ?
C4 C3 C2 121.0(4) . . ?
C4 C3 H3 119.5(3) . . ?
C14 C4 C3 118.5(4) . . ?
C15 C4 C3 118.1(4) . . ?
C15 C4 C14 123.3(4) . . ?
C6 C5 H5 119.7(3) . . ?
C11 C5 H5 119.7(3) . . ?
C11 C5 C6 120.5(5) . . ?
H6 C6 C5 119.9(3) . . ?
C7 C6 C5 120.2(5) . . ?
C7 C6 H6 119.9(3) . . ?
H7 C7 C6 119.9(3) . . ?
C8 C7 C6 120.1(5) . . ?
C8 C7 H7 119.9(3) . . ?
H8 C8 C7 120.3(3) . . ?
C12 C8 C7 119.4(5) . . ?
C12 C8 H8 120.3(3) . . ?
C13 C9 C12 118.5(4) . . ?
O2 C9 C12 120.7(4) . . ?
O2 C9 C13 120.7(4) . . ?
C14 C10 C11 118.8(4) . . ?
O1 C10 C11 120.8(4) . . ?
O1 C10 C14 120.4(4) . . ?
C10 C11 C5 119.5(4) . . ?
C12 C11 C5 119.7(5) . . ?
C12 C11 C10 120.8(4) . . ?
C9 C12 C8 119.2(4) . . ?
C11 C12 C8 120.0(4) . . ?
C11 C12 C9 120.8(4) . . ?
C9 C13 C1 120.2(4) . . ?
C14 C13 C1 119.7(4) . . ?
C14 C13 C9 119.9(4) . . ?
C10 C14 C4 119.6(4) . . ?
C13 C14 C4 120.7(4) . . ?
C13 C14 C10 119.7(4) . . ?
O5 C15 C4 116.9(4) . . ?
O6 C15 C4 116.1(4) . . ?
O6 C15 O5 126.8(4) . . ?
O3 C16 C1 117.7(4) . . ?
O4 C16 C1 118.2(4) . . ?
O4 C16 O3 123.9(4) . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
O7 C17 H17a 109.5 . . ?
O7 C17 H17b 109.5 . . ?
O7 C17 H17c 109.5 . . ?
Ag2 O3 Ag1 102.66(11) 1_455 6_655 ?
C16 O3 Ag1 134.6(3) . 6_655 ?
C16 O3 Ag2 121.4(3) . 1_455 ?
Ag2 O4 Ag1 105.85(12) 6_665 1_455 ?
C16 O4 Ag1 123.2(3) . 1_455 ?
C16 O4 Ag2 129.5(3) . 6_665 ?
C15 O5 Ag1 129.1(3) . 5_666 ?
C15 O5 Ag1 121.4(3) . . ?
C15 O6 Ag2 121.1(3) . . ?
C17 O7 Ag2 115.3(4) . . ?
H7a O7 Ag2 111(4) . . ?
H7a O7 C17 99(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ycp-29
_database_code_depnum_ccdc_archive 'CCDC 1821545'
_audit_update_record             
;
2018-02-02 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Ni O9, 2(H2 O)'
_chemical_formula_sum            'C16 H16 Ni O11'
_chemical_formula_weight         443.00
_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 0.0033 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'
Ni Ni 0.3393 1.1124 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6610(18)
_cell_length_b                   21.487(4)
_cell_length_c                   7.6743(13)
_cell_angle_alpha                90
_cell_angle_beta                 102.258(2)
_cell_angle_gamma                90
_cell_volume                     1717.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4742
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.316
_cell_measurement_theta_min      2.724
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.192
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0704 before and 0.0405 after correction.
The Ratio of minimum to maximum transmission is 0.8219.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12057
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.316
_diffrn_reflns_theta_min         1.895
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2602
_reflns_number_total             3121
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.024
_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)+(0.0390P)²+1.7090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0825
_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.a Riding coordinates:
 O7(H7A,H7B), O8(H8A,H8B), O9(H9A,H9B), O10(H10A,H10B), O11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
C1 C 0.6453(2) 0.33065(11) 0.6591(3) 0.0173(5) Uani 1 1 d . . . . .
C2 C 0.5933(2) 0.27909(12) 0.5598(3) 0.0232(6) Uani 1 1 d . . . . .
H2 H 0.643807 0.243975 0.556731 0.028 Uiso 1 1 calc R . . . .
C3 C 0.4669(2) 0.27947(12) 0.4652(3) 0.0247(6) Uani 1 1 d . . . . .
H3 H 0.434129 0.244947 0.397584 0.030 Uiso 1 1 calc R . . . .
C4 C 0.3890(2) 0.33092(12) 0.4707(3) 0.0184(5) Uani 1 1 d . . . . .
C5 C 0.3321(3) 0.54120(13) 0.7137(4) 0.0304(6) Uani 1 1 d . . . . .
H5 H 0.244599 0.539528 0.664445 0.036 Uiso 1 1 calc R . . . .
C6 C 0.3838(3) 0.59298(13) 0.8113(4) 0.0349(7) Uani 1 1 d . . . . .
H6 H 0.330888 0.625765 0.828761 0.042 Uiso 1 1 calc R . . . .
C7 C 0.5144(3) 0.59573(13) 0.8827(4) 0.0328(7) Uani 1 1 d . . . . .
H7 H 0.548801 0.630674 0.947004 0.039 Uiso 1 1 calc R . . . .
C8 C 0.5940(3) 0.54733(12) 0.8596(3) 0.0262(6) Uani 1 1 d . . . . .
H8 H 0.681582 0.549766 0.907900 0.031 Uiso 1 1 calc R . . . .
C9 C 0.6292(2) 0.44344(12) 0.7373(3) 0.0199(5) Uani 1 1 d . . . . .
C10 C 0.3546(2) 0.43686(12) 0.5848(3) 0.0207(5) Uani 1 1 d . . . . .
C11 C 0.4109(2) 0.49194(12) 0.6895(3) 0.0220(5) Uani 1 1 d . . . . .
C12 C 0.5433(2) 0.49469(11) 0.7638(3) 0.0200(5) Uani 1 1 d . . . . .
C13 C 0.5697(2) 0.38399(11) 0.6588(3) 0.0161(5) Uani 1 1 d . . . . .
C14 C 0.4397(2) 0.38328(11) 0.5696(3) 0.0172(5) Uani 1 1 d . . . . .
C15 C 0.2526(2) 0.32569(11) 0.3637(3) 0.0189(5) Uani 1 1 d . . . . .
C16 C 0.7774(2) 0.32307(11) 0.7757(3) 0.0172(5) Uani 1 1 d . . . . .
Ni1 Ni 0.01922(3) 0.24835(2) 0.31939(4) 0.01445(11) Uani 1 1 d . . . . .
O1 O 0.23996(18) 0.43446(9) 0.5188(3) 0.0389(5) Uani 1 1 d . . . . .
O2 O 0.74552(17) 0.45007(9) 0.7711(3) 0.0322(5) Uani 1 1 d . . . . .
O3 O 0.79089(17) 0.33076(9) 0.9379(2) 0.0259(4) Uani 1 1 d . . . . .
O4 O 0.86502(16) 0.30434(9) 0.6980(2) 0.0228(4) Uani 1 1 d . . . . .
O5 O 0.22948(18) 0.34259(10) 0.2066(2) 0.0334(5) Uani 1 1 d . . . . .
O6 O 0.17416(16) 0.29855(9) 0.4415(2) 0.0234(4) Uani 1 1 d . . . . .
O7 O 0.01694(15) 0.21140(8) 0.56996(19) 0.0153(3) Uani 1 1 d . . . . .
H7A H 0.077969 0.184811 0.600164 0.023 Uiso 1 1 d R . . . .
H7B H -0.049161 0.188521 0.530454 0.023 Uiso 1 1 d R . . . .
O8 O 0.14210(17) 0.17875(9) 0.2756(2) 0.0272(4) Uani 1 1 d . . . . .
H8A H 0.153926 0.181346 0.168447 0.041 Uiso 1 1 d R . . . .
H8B H 0.116536 0.142076 0.296547 0.041 Uiso 1 1 d R . . . .
O9 O -0.10450(17) 0.31830(9) 0.3602(2) 0.0260(4) Uani 1 1 d . . . . .
H9A H -0.123664 0.319438 0.463477 0.039 Uiso 1 1 d R . . . .
H9B H -0.084424 0.356218 0.342757 0.039 Uiso 1 1 d R . . . .
O10 O -0.0034(2) 0.43462(12) 0.2580(4) 0.0629(7) Uani 1 1 d . . . . .
H10A H 0.073089 0.436015 0.322653 0.094 Uiso 1 1 d R . . . .
H10B H 0.022728 0.428905 0.160603 0.094 Uiso 1 1 d R . . . .
O11 O 0.0244(3) 0.06811(12) 0.3635(4) 0.0708(8) Uani 1 1 d . . . . .
H11A H 0.033818 0.032935 0.314303 0.106 Uiso 1 1 d R . . . .
H11B H -0.057002 0.066645 0.321614 0.106 Uiso 1 1 d 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
C1 C2 1.391(3) . ?
C1 C13 1.401(3) . ?
C1 C16 1.509(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(4) . ?
C4 C14 1.400(3) . ?
C4 C15 1.515(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(4) . ?
C5 C11 1.388(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.377(4) . ?
C8 H8 0.9300 . ?
C8 C12 1.394(3) . ?
C9 C12 1.474(3) . ?
C9 C13 1.495(3) . ?
C9 O2 1.220(3) . ?
C10 C11 1.484(4) . ?
C10 C14 1.485(3) . ?
C10 O1 1.221(3) . ?
C11 C12 1.407(4) . ?
C13 C14 1.410(3) . ?
C15 O5 1.233(3) . ?
C15 O6 1.268(3) . ?
C16 O3 1.234(3) . ?
C16 O4 1.275(3) . ?
Ni1 O4 2.0497(16) 4_465 ?
Ni1 O6 2.0282(17) . ?
Ni1 O7 2.0853(15) . ?
Ni1 O7 2.0959(15) 4_565 ?
Ni1 O8 2.0621(18) . ?
Ni1 O9 2.0670(18) . ?
O4 Ni1 2.0497(16) 4_666 ?
O7 Ni1 2.0959(15) 4_566 ?
O7 H7A 0.8599 . ?
O7 H7B 0.8599 . ?
O8 H8A 0.8600 . ?
O8 H8B 0.8599 . ?
O9 H9A 0.8600 . ?
O9 H9B 0.8601 . ?
O10 H10A 0.8599 . ?
O10 H10B 0.8599 . ?
O11 H11A 0.8601 . ?
O11 H11B 0.8600 . ?

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
C2 C1 C13 119.3(2) . . ?
C2 C1 C16 116.9(2) . . ?
C13 C1 C16 123.6(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C14 119.5(2) . . ?
C3 C4 C15 115.8(2) . . ?
C14 C4 C15 124.7(2) . . ?
C6 C5 H5 120.0 . . ?
C11 C5 H5 120.0 . . ?
C11 C5 C6 120.1(3) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.8(3) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C12 120.0(3) . . ?
C12 C8 H8 120.0 . . ?
C12 C9 C13 118.1(2) . . ?
O2 C9 C12 121.1(2) . . ?
O2 C9 C13 120.7(2) . . ?
C11 C10 C14 118.5(2) . . ?
O1 C10 C11 120.8(2) . . ?
O1 C10 C14 120.6(2) . . ?
C5 C11 C10 119.6(2) . . ?
C5 C11 C12 119.8(2) . . ?
C12 C11 C10 120.6(2) . . ?
C8 C12 C9 119.7(2) . . ?
C8 C12 C11 119.4(2) . . ?
C11 C12 C9 120.8(2) . . ?
C1 C13 C9 120.3(2) . . ?
C1 C13 C14 119.9(2) . . ?
C14 C13 C9 119.6(2) . . ?
C4 C14 C10 119.6(2) . . ?
C4 C14 C13 119.9(2) . . ?
C13 C14 C10 120.5(2) . . ?
O5 C15 C4 118.6(2) . . ?
O5 C15 O6 125.5(2) . . ?
O6 C15 C4 115.6(2) . . ?
O3 C16 C1 118.6(2) . . ?
O3 C16 O4 125.0(2) . . ?
O4 C16 C1 116.2(2) . . ?
O4 Ni1 O7 92.49(6) 4_465 . ?
O4 Ni1 O7 87.72(6) 4_465 4_565 ?
O4 Ni1 O8 90.08(7) 4_465 . ?
O4 Ni1 O9 89.68(7) 4_465 . ?
O6 Ni1 O4 178.61(7) . 4_465 ?
O6 Ni1 O7 86.80(6) . . ?
O6 Ni1 O7 93.04(6) . 4_565 ?
O6 Ni1 O8 88.73(8) . . ?
O6 Ni1 O9 91.52(8) . . ?
O7 Ni1 O7 177.62(6) . 4_565 ?
O8 Ni1 O7 92.01(7) . 4_565 ?
O8 Ni1 O7 90.36(7) . . ?
O8 Ni1 O9 179.35(7) . . ?
O9 Ni1 O7 90.25(7) . . ?
O9 Ni1 O7 87.37(7) . 4_565 ?
C16 O4 Ni1 123.95(15) . 4_666 ?
C15 O6 Ni1 125.50(15) . . ?
Ni1 O7 Ni1 133.23(8) . 4_566 ?
Ni1 O7 H7A 110.2 . . ?
Ni1 O7 H7A 99.6 4_566 . ?
Ni1 O7 H7B 93.5 . . ?
Ni1 O7 H7B 114.1 4_566 . ?
H7A O7 H7B 103.4 . . ?
Ni1 O8 H8A 109.6 . . ?
Ni1 O8 H8B 113.4 . . ?
H8A O8 H8B 110.8 . . ?
Ni1 O9 H9A 116.4 . . ?
Ni1 O9 H9B 118.5 . . ?
H9A O9 H9B 103.4 . . ?
H10A O10 H10B 93.7 . . ?
H11A O11 H11B 90.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ycp84_sx_sx
_database_code_depnum_ccdc_archive 'CCDC 1821548'
_audit_update_record             
;
2018-02-02 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H29 Cu2 N O18, 4(H2 O)'
_chemical_formula_sum            'C35 H37 Cu2 N O22'
_chemical_formula_weight         950.73
_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 0.0033 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'
Cu Cu 0.3201 1.2651 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.6948(11)
_cell_length_b                   21.754(4)
_cell_length_c                   26.573(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.302(2)
_cell_angle_gamma                90
_cell_volume                     3846.7(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5954
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.748
_cell_measurement_theta_min      2.495
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    1.198
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5657
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0801 before and 0.0472 after correction.
The Ratio of minimum to maximum transmission is 0.7591.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            35362
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.801
_diffrn_reflns_theta_min         1.804
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4097
_reflns_number_total             7358
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.046
_refine_diff_density_min         -1.045
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         7358
_refine_ls_number_restraints     900
_refine_ls_R_factor_all          0.1391
_refine_ls_R_factor_gt           0.0718
_refine_ls_restrained_S_all      1.091
_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)+(0.0429P)²+12.9288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1602
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Rigid bond restraints
 C17, C32, O11, O12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35: within 3.8A with sigma of 0.01 and sigma for terminal
atoms of 0.02
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.02 and sigma
for terminal atoms of 0.04
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4.a Riding coordinates:
 O13(H13A,H13B), O14(H14A,H14B), O16(H16A,H16B), O17(H17A,H17B), O18(H18A,
 H18B), O19(H19A,H19B), O20(H20A,H20B), O21(H21A,H21B), O22(H22A,H22B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C21(H21),
 C22(H22), C23(H23), C24(H24)
4.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
Cu1 Cu 0.64569(9) 0.37475(4) 0.42139(2) 0.02222(19) Uani 1 1 d . U . . .
Cu2 Cu 0.62717(9) 0.87566(4) 0.41040(2) 0.02025(19) Uani 1 1 d . U . . .
C1 C 0.8062(9) 0.0619(3) 0.4091(3) 0.0215(12) Uani 1 1 d . U . . .
C2 C 0.8259(11) 0.0918(3) 0.4551(3) 0.0272(12) Uani 1 1 d . U . . .
H2 H 0.839101 0.068789 0.484794 0.033 Uiso 1 1 calc R . . . .
C3 C 0.8265(11) 0.1560(3) 0.4581(3) 0.0277(13) Uani 1 1 d . U . . .
H3 H 0.833107 0.175361 0.489419 0.033 Uiso 1 1 calc R . . . .
C4 C 0.8173(9) 0.1906(2) 0.4138(2) 0.0182(12) Uani 1 1 d . U . . .
C5 C 0.7424(10) 0.1994(3) 0.2250(3) 0.0358(14) Uani 1 1 d . U . . .
H5 H 0.743958 0.242129 0.226468 0.043 Uiso 1 1 calc R . . . .
C6 C 0.7214(10) 0.1703(3) 0.1781(3) 0.0399(15) Uani 1 1 d . U . . .
H6 H 0.704026 0.193080 0.148380 0.048 Uiso 1 1 calc R . . . .
C7 C 0.7267(10) 0.1064(3) 0.1766(3) 0.0392(15) Uani 1 1 d . U . . .
H7 H 0.717651 0.086782 0.145325 0.047 Uiso 1 1 calc R . . . .
C8 C 0.7451(10) 0.0714(3) 0.2200(3) 0.0337(14) Uani 1 1 d . U . . .
H8 H 0.742033 0.028760 0.217877 0.040 Uiso 1 1 calc R . . . .
C9 C 0.7865(10) 0.0634(3) 0.3146(3) 0.0251(11) Uani 1 1 d . U . . .
C10 C 0.7873(10) 0.1974(3) 0.3190(3) 0.0258(11) Uani 1 1 d . U . . .
C11 C 0.7612(10) 0.1658(3) 0.2696(3) 0.0283(12) Uani 1 1 d . U . . .
C12 C 0.7685(10) 0.1007(3) 0.2676(3) 0.0261(12) Uani 1 1 d . U . . .
C13 C 0.7976(9) 0.0954(2) 0.3638(3) 0.0179(11) Uani 1 1 d . U . . .
C14 C 0.8016(9) 0.1610(3) 0.3672(3) 0.0206(11) Uani 1 1 d . U . . .
C15 C 0.8035(10) 0.2606(3) 0.4187(3) 0.0254(14) Uani 1 1 d . U . . .
C16 C 0.8216(9) -0.0079(3) 0.4121(2) 0.0187(12) Uani 1 1 d . U . . .
C17 C 0.8063(9) 0.5603(3) 0.4111(3) 0.0217(12) Uani 1 1 d . U . . .
C18 C 0.8280(10) 0.5947(3) 0.4548(3) 0.0241(12) Uani 1 1 d . U . . .
H18 H 0.847013 0.574942 0.486040 0.029 Uiso 1 1 calc R . . . .
C19 C 0.8219(10) 0.6587(3) 0.4530(3) 0.0259(12) Uani 1 1 d . U . . .
H19 H 0.828012 0.681240 0.482822 0.031 Uiso 1 1 calc R . . . .
C20 C 0.8065(9) 0.6889(2) 0.4065(2) 0.0177(12) Uani 1 1 d . U . . .
C21 C 0.7331(10) 0.6769(3) 0.2173(3) 0.0311(13) Uani 1 1 d . U . . .
H21 H 0.738461 0.719612 0.215866 0.037 Uiso 1 1 calc R . . . .
C22 C 0.7105(10) 0.6431(3) 0.1724(3) 0.0352(14) Uani 1 1 d . U . . .
H22 H 0.696855 0.662498 0.140966 0.042 Uiso 1 1 calc R . . . .
C23 C 0.7091(10) 0.5794(3) 0.1764(3) 0.0369(14) Uani 1 1 d . U . . .
H23 H 0.696770 0.555995 0.146949 0.044 Uiso 1 1 calc R . . . .
C24 C 0.7251(10) 0.5501(3) 0.2219(3) 0.0303(13) Uani 1 1 d . U . . .
H24 H 0.718828 0.507387 0.223043 0.036 Uiso 1 1 calc R . . . .
C25 C 0.7724(9) 0.5517(3) 0.3166(3) 0.0229(11) Uani 1 1 d . U . . .
C26 C 0.7724(10) 0.6859(3) 0.3113(2) 0.0235(11) Uani 1 1 d . U . . .
C27 C 0.7478(9) 0.6482(3) 0.2639(3) 0.0244(12) Uani 1 1 d . U . . .
C28 C 0.7509(10) 0.5840(3) 0.2671(3) 0.0244(12) Uani 1 1 d . U . . .
C29 C 0.7891(9) 0.5891(2) 0.3635(2) 0.0168(11) Uani 1 1 d . U . . .
C30 C 0.7887(9) 0.6542(3) 0.3621(3) 0.0200(11) Uani 1 1 d . U . . .
C31 C 0.7949(9) 0.7593(3) 0.4077(2) 0.0181(12) Uani 1 1 d . U . . .
C32 C 0.8260(9) 0.4909(2) 0.4182(2) 0.0170(12) Uani 1 1 d . U . . .
C33 C 0.7959(11) 0.8760(3) 0.3194(3) 0.0351(14) Uani 1 1 d . U . . .
H33 H 0.912(9) 0.875(3) 0.340(2) 0.026(15) Uiso 1 1 d . . . . .
C34 C 1.0113(13) 0.8752(6) 0.2520(3) 0.078(2) Uani 1 1 d . U . . .
H34A H 1.028307 0.911886 0.232812 0.093 Uiso 1 1 calc GR . . . .
H34B H 1.021716 0.839890 0.230715 0.093 Uiso 1 1 calc GR . . . .
H34C H 1.113764 0.873304 0.280174 0.093 Uiso 1 1 calc GR . . . .
C35 C 0.6350(14) 0.8749(5) 0.2342(3) 0.078(2) Uani 1 1 d . U . . .
H35A H 0.581282 0.833928 0.231881 0.093 Uiso 1 1 calc GR . . . .
H35B H 0.668947 0.887563 0.201587 0.093 Uiso 1 1 calc GR . . . .
H35C H 0.536502 0.902413 0.245175 0.093 Uiso 1 1 calc GR . . . .
N1 N 0.8141(9) 0.8759(3) 0.2704(2) 0.0425(13) Uani 1 1 d . U . . .
O1 O 0.7959(9) 0.25375(19) 0.32012(19) 0.0437(14) Uani 1 1 d . U . . .
O2 O 0.7955(9) 0.0077(2) 0.3124(2) 0.0465(15) Uani 1 1 d . U . . .
O3 O 0.6439(7) -0.03323(17) 0.41007(18) 0.0250(11) Uani 1 1 d . U . . .
O4 O 0.9747(7) -0.03488(19) 0.4159(2) 0.0331(12) Uani 1 1 d . U . . .
O5 O 0.9773(8) 0.28809(19) 0.4286(2) 0.0410(14) Uani 1 1 d . U . . .
O6 O 0.6390(7) 0.28488(17) 0.41893(17) 0.0261(11) Uani 1 1 d . U . . .
O7 O 0.7798(9) 0.49526(19) 0.31822(19) 0.0446(14) Uani 1 1 d . U . . .
O8 O 0.7768(8) 0.74196(18) 0.30914(18) 0.0402(14) Uani 1 1 d . U . . .
O9 O 0.9670(8) 0.78688(19) 0.4125(2) 0.0470(15) Uani 1 1 d . U . . .
O10 O 0.6311(6) 0.78437(17) 0.41014(18) 0.0244(11) Uani 1 1 d . U . . .
O11 O 0.6508(7) 0.46448(18) 0.41852(18) 0.0283(12) Uani 1 1 d . U . . .
O12 O 0.9794(7) 0.46524(19) 0.4232(2) 0.0376(13) Uani 1 1 d . U . . .
O13 O 0.7100(7) 0.3749(2) 0.35037(15) 0.0405(11) Uani 1 1 d . U . . .
H13A H 0.815317 0.353103 0.347915 0.061 Uiso 1 1 d R . . . .
H13B H 0.744507 0.411403 0.342205 0.061 Uiso 1 1 d R . . . .
O14 O 0.6222(7) 0.3755(2) 0.49215(16) 0.0482(12) Uani 1 1 d . U . . .
H14A H 0.641050 0.340375 0.506836 0.072 Uiso 1 1 d R . . . .
H14B H 0.697670 0.400715 0.510476 0.072 Uiso 1 1 d R . . . .
O15 O 0.6363(6) 0.8762(2) 0.33764(15) 0.0340(9) Uani 1 1 d . U . . .
O16 O 0.2755(6) 0.8748(2) 0.39757(19) 0.0509(13) Uani 1 1 d . U . . .
H16A H 0.229206 0.911641 0.398131 0.076 Uiso 1 1 d R . . . .
H16B H 0.230136 0.857231 0.422901 0.076 Uiso 1 1 d R . . . .
O17 O 0.6396(8) 0.8774(2) 0.48313(16) 0.0513(13) Uani 1 1 d . U . . .
H17A H 0.741573 0.897742 0.496586 0.077 Uiso 1 1 d R . . . .
H17B H 0.662233 0.841132 0.495426 0.077 Uiso 1 1 d R . . . .
O18 O 0.6747(8) 0.7831(2) 0.5480(2) 0.0595(18) Uani 1 1 d . U . . .
H18A H 0.779236 0.759836 0.549918 0.089 Uiso 1 1 d R . . . .
H18B H 0.584516 0.761096 0.560098 0.089 Uiso 1 1 d R . . . .
O19 O 0.6808(8) 0.9737(2) 0.5437(2) 0.0458(14) Uani 1 1 d . U . . .
H19A H 0.569249 0.991160 0.548728 0.069 Uiso 1 1 d R . . . .
H19B H 0.775089 0.987100 0.565438 0.069 Uiso 1 1 d R . . . .
O20 O 0.6783(8) 0.4671(2) 0.5547(2) 0.0559(17) Uani 1 1 d . U . . .
H20A H 0.598030 0.488649 0.543656 0.084 Uiso 1 1 d R . . . .
H20B H 0.782230 0.482879 0.574116 0.084 Uiso 1 1 d R . . . .
O21 O 0.6806(8) 0.2737(2) 0.5480(2) 0.0524(16) Uani 1 1 d . U . . .
H21A H 0.798633 0.258868 0.556430 0.079 Uiso 1 1 d R . . . .
H21B H 0.595453 0.255708 0.564920 0.079 Uiso 1 1 d R . . . .
O22 O 0.2823(6) 0.3734(2) 0.39714(18) 0.0476(12) Uani 1 1 d . U . . .
H22A H 0.218946 0.353512 0.418467 0.071 Uiso 1 1 d R . . . .
H22B H 0.222816 0.408412 0.394057 0.071 Uiso 1 1 d 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
Cu1 O6 1.957(4) . ?
Cu1 O11 1.954(4) . ?
Cu1 O13 1.981(4) . ?
Cu1 O14 1.904(4) . ?
Cu1 O22 2.447(4) . ?
Cu2 O3 1.985(4) 1_565 ?
Cu2 O10 1.986(4) . ?
Cu2 O15 1.941(4) . ?
Cu2 O16 2.342(4) . ?
Cu2 O17 1.926(4) . ?
C1 C2 1.378(9) . ?
C1 C13 1.402(9) . ?
C1 C16 1.524(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.398(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(9) . ?
C4 C14 1.390(9) . ?
C4 C15 1.531(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(10) . ?
C5 C11 1.387(9) . ?
C6 H6 0.9300 . ?
C6 C7 1.391(10) . ?
C7 H7 0.9300 . ?
C7 C8 1.375(9) . ?
C8 H8 0.9300 . ?
C8 C12 1.411(9) . ?
C9 C12 1.481(9) . ?
C9 C13 1.476(9) . ?
C9 O2 1.216(7) . ?
C10 C11 1.475(9) . ?
C10 C14 1.501(9) . ?
C10 O1 1.228(7) . ?
C11 C12 1.419(8) . ?
C13 C14 1.430(6) . ?
C15 O5 1.310(8) . ?
C15 O6 1.222(8) . ?
C16 O3 1.307(7) . ?
C16 O4 1.175(7) . ?
C17 C18 1.376(9) . ?
C17 C29 1.407(9) . ?
C17 C32 1.524(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.394(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.393(9) . ?
C20 C30 1.396(9) . ?
C20 C31 1.533(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.397(9) . ?
C21 C27 1.379(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.361(9) . ?
C24 H24 0.9300 . ?
C24 C28 1.404(9) . ?
C25 C28 1.484(9) . ?
C25 C29 1.482(9) . ?
C25 O7 1.228(7) . ?
C26 C27 1.498(9) . ?
C26 C30 1.510(9) . ?
C26 O8 1.220(7) . ?
C27 C28 1.400(8) . ?
C29 C30 1.415(6) . ?
C31 O9 1.293(7) . ?
C31 O10 1.233(7) . ?
C32 O11 1.307(7) . ?
C32 O12 1.164(7) . ?
C33 H33 0.89(6) . ?
C33 N1 1.321(8) . ?
C33 O15 1.220(7) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C34 N1 1.458(9) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C35 N1 1.453(9) . ?
O3 Cu2 1.985(4) 1_545 ?
O13 H13A 0.8576 . ?
O13 H13B 0.8616 . ?
O14 H14A 0.8602 . ?
O14 H14B 0.8605 . ?
O16 H16A 0.8591 . ?
O16 H16B 0.8584 . ?
O17 H17A 0.8585 . ?
O17 H17B 0.8607 . ?
O18 H18A 0.8605 . ?
O18 H18B 0.8598 . ?
O19 H19A 0.8608 . ?
O19 H19B 0.8588 . ?
O20 H20A 0.7473 . ?
O20 H20B 0.8886 . ?
O21 H21A 0.8602 . ?
O21 H21B 0.8591 . ?
O22 H22A 0.8609 . ?
O22 H22B 0.8595 . ?

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
O6 Cu1 O13 88.65(19) . . ?
O6 Cu1 O22 87.75(18) . . ?
O11 Cu1 O6 175.88(16) . . ?
O11 Cu1 O13 87.4(2) . . ?
O11 Cu1 O22 91.30(18) . . ?
O13 Cu1 O22 93.61(17) . . ?
O14 Cu1 O6 92.1(2) . . ?
O14 Cu1 O11 92.0(2) . . ?
O14 Cu1 O13 172.2(2) . . ?
O14 Cu1 O22 94.17(19) . . ?
O3 Cu2 O10 175.94(15) 1_565 . ?
O3 Cu2 O16 93.63(18) 1_565 . ?
O10 Cu2 O16 90.30(18) . . ?
O15 Cu2 O3 88.9(2) . 1_565 ?
O15 Cu2 O10 90.1(2) . . ?
O15 Cu2 O16 89.78(18) . . ?
O17 Cu2 O3 89.4(2) . 1_565 ?
O17 Cu2 O10 91.4(2) . . ?
O17 Cu2 O15 175.5(2) . . ?
O17 Cu2 O16 94.5(2) . . ?
C2 C1 C13 120.5(6) . . ?
C2 C1 C16 115.1(6) . . ?
C13 C1 C16 123.9(6) . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.3(7) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(8) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C15 117.7(6) . . ?
C14 C4 C3 119.6(6) . . ?
C14 C4 C15 122.4(6) . . ?
C6 C5 H5 119.5 . . ?
C11 C5 H5 119.5 . . ?
C11 C5 C6 121.0(7) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 C5 118.8(7) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.9(7) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C12 119.6(6) . . ?
C12 C8 H8 120.2 . . ?
C13 C9 C12 118.7(5) . . ?
O2 C9 C12 120.3(6) . . ?
O2 C9 C13 121.0(6) . . ?
C11 C10 C14 120.3(5) . . ?
O1 C10 C11 119.2(6) . . ?
O1 C10 C14 120.5(6) . . ?
C5 C11 C10 120.3(6) . . ?
C5 C11 C12 119.7(7) . . ?
C12 C11 C10 119.8(6) . . ?
C8 C12 C9 120.0(6) . . ?
C8 C12 C11 118.9(7) . . ?
C11 C12 C9 121.0(7) . . ?
C1 C13 C9 120.6(5) . . ?
C1 C13 C14 117.7(7) . . ?
C14 C13 C9 121.7(6) . . ?
C4 C14 C10 120.5(5) . . ?
C4 C14 C13 121.3(7) . . ?
C13 C14 C10 118.2(6) . . ?
O5 C15 C4 114.3(6) . . ?
O6 C15 C4 119.5(6) . . ?
O6 C15 O5 125.6(6) . . ?
O3 C16 C1 111.2(5) . . ?
O4 C16 C1 123.8(6) . . ?
O4 C16 O3 125.0(5) . . ?
C18 C17 C29 120.5(6) . . ?
C18 C17 C32 115.8(6) . . ?
C29 C17 C32 123.4(6) . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.9(7) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(7) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C30 119.0(6) . . ?
C19 C20 C31 116.9(6) . . ?
C30 C20 C31 123.9(6) . . ?
C22 C21 H21 119.4 . . ?
C27 C21 H21 119.4 . . ?
C27 C21 C22 121.2(6) . . ?
C21 C22 H22 121.3 . . ?
C23 C22 C21 117.4(7) . . ?
C23 C22 H22 121.3 . . ?
C22 C23 H23 118.8 . . ?
C24 C23 C22 122.4(7) . . ?
C24 C23 H23 118.8 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C28 120.3(6) . . ?
C28 C24 H24 119.9 . . ?
C29 C25 C28 118.4(5) . . ?
O7 C25 C28 120.2(6) . . ?
O7 C25 C29 121.4(6) . . ?
C27 C26 C30 119.4(5) . . ?
O8 C26 C27 120.6(6) . . ?
O8 C26 C30 120.0(6) . . ?
C21 C27 C26 119.7(6) . . ?
C21 C27 C28 120.5(7) . . ?
C28 C27 C26 119.7(6) . . ?
C24 C28 C25 120.0(6) . . ?
C27 C28 C24 118.2(7) . . ?
C27 C28 C25 121.8(6) . . ?
C17 C29 C25 120.1(5) . . ?
C17 C29 C30 118.0(7) . . ?
C30 C29 C25 121.9(6) . . ?
C20 C30 C26 119.9(5) . . ?
C20 C30 C29 121.3(7) . . ?
C29 C30 C26 118.7(6) . . ?
O9 C31 C20 114.8(5) . . ?
O10 C31 C20 119.4(5) . . ?
O10 C31 O9 125.2(5) . . ?
O11 C32 C17 111.8(5) . . ?
O12 C32 C17 123.5(5) . . ?
O12 C32 O11 124.7(5) . . ?
N1 C33 H33 115(4) . . ?
O15 C33 H33 120(4) . . ?
O15 C33 N1 124.8(6) . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N1 C34 H34A 109.5 . . ?
N1 C34 H34B 109.5 . . ?
N1 C34 H34C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N1 C35 H35A 109.5 . . ?
N1 C35 H35B 109.5 . . ?
N1 C35 H35C 109.5 . . ?
C33 N1 C34 121.1(6) . . ?
C33 N1 C35 119.6(6) . . ?
C35 N1 C34 119.3(6) . . ?
C16 O3 Cu2 118.2(4) . 1_545 ?
C15 O6 Cu1 114.5(4) . . ?
C31 O10 Cu2 117.1(4) . . ?
C32 O11 Cu1 117.3(4) . . ?
Cu1 O13 H13A 109.7 . . ?
Cu1 O13 H13B 109.5 . . ?
H13A O13 H13B 104.2 . . ?
Cu1 O14 H14A 114.6 . . ?
Cu1 O14 H14B 117.2 . . ?
H14A O14 H14B 105.2 . . ?
C33 O15 Cu2 121.3(4) . . ?
Cu2 O16 H16A 110.4 . . ?
Cu2 O16 H16B 109.0 . . ?
H16A O16 H16B 104.1 . . ?
Cu2 O17 H17A 111.9 . . ?
Cu2 O17 H17B 110.5 . . ?
H17A O17 H17B 102.4 . . ?
H18A O18 H18B 104.5 . . ?
H19A O19 H19B 109.4 . . ?
H20A O20 H20B 118.0 . . ?
H21A O21 H21B 109.6 . . ?
Cu1 O22 H22A 112.3 . . ?
Cu1 O22 H22B 116.8 . . ?
H22A O22 H22B 104.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ycp61x
_database_code_depnum_ccdc_archive 'CCDC 1821546'
_audit_update_record             
;
2018-02-02 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H11 O9 Zn1.5, H2 O'
_chemical_formula_sum            'C16 H13 O10 Zn1.50'
_chemical_formula_weight         463.32
_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 0.0033 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'
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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.8037(11)
_cell_length_b                   14.692(2)
_cell_length_c                   15.720(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.280(2)
_cell_angle_gamma                90
_cell_volume                     1555.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5350
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.360
_cell_measurement_theta_min      2.619
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.394
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0551 before and 0.0375 after correction.
The Ratio of minimum to maximum transmission is 0.9026.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.979
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12427
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.467
_diffrn_reflns_theta_min         1.907
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2973
_reflns_number_total             3467
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3467
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0271
_refine_ls_restrained_S_all      1.081
_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)+(0.0297P)²+1.3025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0678
_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) groups, All O(H,H) groups
2.a Riding coordinates:
 O7(H7A), O8(H8A,H8B), O9(H9A,H9B), O10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.500000 0.500000 0.000000 0.01485(9) Uani 1 2 d S T P . .
Zn2 Zn 0.06245(4) 0.52742(2) 0.09355(2) 0.01715(8) Uani 1 1 d . . . . .
C1 C 0.6138(3) 0.26201(15) 0.38674(14) 0.0156(4) Uani 1 1 d . . . . .
C2 C 0.5377(4) 0.24067(16) 0.30242(15) 0.0241(5) Uani 1 1 d . . . . .
H2 H 0.517706 0.180100 0.286263 0.029 Uiso 1 1 calc R . . . .
C3 C 0.4912(4) 0.30908(17) 0.24207(15) 0.0250(5) Uani 1 1 d . . . . .
H3 H 0.438056 0.293745 0.186067 0.030 Uiso 1 1 calc R . . . .
C4 C 0.5225(3) 0.39979(15) 0.26374(14) 0.0155(4) Uani 1 1 d . . . . .
C5 C 0.7758(4) 0.63177(16) 0.48417(16) 0.0235(5) Uani 1 1 d . . . . .
H5 H 0.755998 0.677271 0.442690 0.028 Uiso 1 1 calc R . . . .
C6 C 0.8499(4) 0.65368(18) 0.56840(17) 0.0276(6) Uani 1 1 d . . . . .
H6 H 0.881167 0.713787 0.583197 0.033 Uiso 1 1 calc R . . . .
C7 C 0.8773(4) 0.58667(18) 0.63039(16) 0.0260(5) Uani 1 1 d . . . . .
H7 H 0.926363 0.602018 0.686861 0.031 Uiso 1 1 calc R . . . .
C8 C 0.8328(4) 0.49706(17) 0.60949(15) 0.0223(5) Uani 1 1 d . . . . .
H8 H 0.850850 0.452520 0.651937 0.027 Uiso 1 1 calc R . . . .
C9 C 0.7171(3) 0.37640(15) 0.50173(14) 0.0169(5) Uani 1 1 d . . . . .
C10 C 0.6544(3) 0.51875(15) 0.37070(15) 0.0176(5) Uani 1 1 d . . . . .
C11 C 0.7309(3) 0.54135(16) 0.46140(14) 0.0168(5) Uani 1 1 d . . . . .
C12 C 0.7606(3) 0.47305(15) 0.52461(14) 0.0162(4) Uani 1 1 d . . . . .
C13 C 0.6453(3) 0.35299(14) 0.41043(13) 0.0136(4) Uani 1 1 d . . . . .
C14 C 0.6038(3) 0.42219(14) 0.34836(13) 0.0135(4) Uani 1 1 d . . . . .
C15 C 0.4564(3) 0.46746(15) 0.19278(13) 0.0159(4) Uani 1 1 d . . . . .
C16 C 0.6665(3) 0.18084(15) 0.44504(14) 0.0178(5) Uani 1 1 d . . . . .
O1 O 0.6397(3) 0.57707(12) 0.31535(11) 0.0325(4) Uani 1 1 d . . . . .
O2 O 0.7358(3) 0.31675(12) 0.55642(10) 0.0290(4) Uani 1 1 d . . . . .
O3 O 0.8463(2) 0.15562(11) 0.45403(11) 0.0230(4) Uani 1 1 d . . . . .
O4 O 0.5290(3) 0.14024(11) 0.47308(12) 0.0251(4) Uani 1 1 d . . . . .
O5 O 0.2936(2) 0.50594(12) 0.19269(10) 0.0230(4) Uani 1 1 d . . . . .
O6 O 0.5673(2) 0.47323(12) 0.13493(10) 0.0227(4) Uani 1 1 d . . . . .
O7 O 0.1998(2) 0.46489(10) 0.00173(9) 0.0141(3) Uani 1 1 d . . . . .
H7A H 0.212999 0.407191 0.009832 0.021 Uiso 1 1 d R . . . .
O8 O -0.0683(3) 0.39774(12) 0.12738(11) 0.0257(4) Uani 1 1 d . . . . .
H8A H -0.091777 0.372782 0.077474 0.039 Uiso 1 1 d R . . . .
H8B H -0.179287 0.416222 0.141364 0.039 Uiso 1 1 d R . . . .
O9 O -0.0924(3) 0.59591(14) 0.17571(13) 0.0387(5) Uani 1 1 d . . . . .
H9A H -0.208466 0.572393 0.174671 0.058 Uiso 1 1 d R . . . .
H9B H -0.050196 0.637173 0.212731 0.058 Uiso 1 1 d R . . . .
O10 O 0.0211(4) 0.72553(16) 0.28791(17) 0.0723(9) Uani 1 1 d . . . . .
H10A H 0.095305 0.706039 0.333147 0.108 Uiso 1 1 d R . . . .
H10B H 0.009565 0.781269 0.303157 0.108 Uiso 1 1 d 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 O4 2.1184(16) 2_655 ?
Zn1 O4 2.1184(16) 4_565 ?
Zn1 O6 2.1410(16) . ?
Zn1 O6 2.1411(16) 3_665 ?
Zn1 O7 2.1105(15) . ?
Zn1 O7 2.1105(15) 3_665 ?
Zn2 Zn2 3.0500(7) 3_565 ?
Zn2 O3 2.1508(17) 2_655 ?
Zn2 O5 2.0725(16) . ?
Zn2 O7 2.0467(15) . ?
Zn2 O7 2.1611(15) 3_565 ?
Zn2 O8 2.2002(17) . ?
Zn2 O9 2.0452(18) . ?
C1 C2 1.388(3) . ?
C1 C13 1.396(3) . ?
C1 C16 1.515(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.387(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C4 C14 1.404(3) . ?
C4 C15 1.513(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(4) . ?
C5 C11 1.398(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.379(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.380(3) . ?
C8 H8 0.9300 . ?
C8 C12 1.399(3) . ?
C9 C12 1.484(3) . ?
C9 C13 1.488(3) . ?
C9 O2 1.221(3) . ?
C10 C11 1.483(3) . ?
C10 C14 1.490(3) . ?
C10 O1 1.215(3) . ?
C11 C12 1.406(3) . ?
C13 C14 1.409(3) . ?
C15 O5 1.244(3) . ?
C15 O6 1.265(3) . ?
C16 O3 1.266(3) . ?
C16 O4 1.243(3) . ?
O3 Zn2 2.1509(17) 2_645 ?
O4 Zn1 2.1183(16) 2_645 ?
O7 Zn2 2.1611(15) 3_565 ?
O7 H7A 0.8600 . ?
O8 H8A 0.8599 . ?
O8 H8B 0.8600 . ?
O9 H9A 0.8599 . ?
O9 H9B 0.8605 . ?
O10 H10A 0.8599 . ?
O10 H10B 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zn1 O4 180.00(10) 4_565 2_655 ?
O4 Zn1 O6 90.37(7) 2_655 3_665 ?
O4 Zn1 O6 89.63(7) 2_655 . ?
O4 Zn1 O6 89.63(7) 4_565 3_665 ?
O4 Zn1 O6 90.37(7) 4_565 . ?
O6 Zn1 O6 180.0 . 3_665 ?
O7 Zn1 O4 83.27(6) . 4_565 ?
O7 Zn1 O4 96.73(6) 3_665 4_565 ?
O7 Zn1 O4 83.27(6) 3_665 2_655 ?
O7 Zn1 O4 96.73(6) . 2_655 ?
O7 Zn1 O6 89.33(6) 3_665 . ?
O7 Zn1 O6 90.67(6) . . ?
O7 Zn1 O6 90.67(6) 3_665 3_665 ?
O7 Zn1 O6 89.33(6) . 3_665 ?
O7 Zn1 O7 180.0 3_665 . ?
O3 Zn2 Zn2 87.15(5) 2_655 3_565 ?
O3 Zn2 O7 87.94(6) 2_655 3_565 ?
O3 Zn2 O8 171.65(6) 2_655 . ?
O5 Zn2 Zn2 139.53(5) . 3_565 ?
O5 Zn2 O3 99.74(7) . 2_655 ?
O5 Zn2 O7 172.08(6) . 3_565 ?
O5 Zn2 O8 88.62(7) . . ?
O7 Zn2 Zn2 45.05(4) . 3_565 ?
O7 Zn2 Zn2 42.09(4) 3_565 3_565 ?
O7 Zn2 O3 87.93(6) . 2_655 ?
O7 Zn2 O5 95.04(6) . . ?
O7 Zn2 O7 87.13(6) . 3_565 ?
O7 Zn2 O8 83.71(6) 3_565 . ?
O7 Zn2 O8 91.34(6) . . ?
O8 Zn2 Zn2 86.45(5) . 3_565 ?
O9 Zn2 Zn2 129.91(6) . 3_565 ?
O9 Zn2 O3 89.40(8) . 2_655 ?
O9 Zn2 O5 90.24(7) . . ?
O9 Zn2 O7 87.88(7) . 3_565 ?
O9 Zn2 O7 174.42(7) . . ?
O9 Zn2 O8 90.59(8) . . ?
C2 C1 C13 119.5(2) . . ?
C2 C1 C16 115.04(19) . . ?
C13 C1 C16 125.34(19) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C14 119.0(2) . . ?
C3 C4 C15 115.61(19) . . ?
C14 C4 C15 125.38(19) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C11 120.1(2) . . ?
C11 C5 H5 119.9 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.2(2) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.7(2) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C12 120.2(2) . . ?
C12 C8 H8 119.9 . . ?
C12 C9 C13 118.76(19) . . ?
O2 C9 C12 121.3(2) . . ?
O2 C9 C13 120.0(2) . . ?
C11 C10 C14 118.48(19) . . ?
O1 C10 C11 120.8(2) . . ?
O1 C10 C14 120.7(2) . . ?
C5 C11 C10 119.5(2) . . ?
C5 C11 C12 119.6(2) . . ?
C12 C11 C10 121.0(2) . . ?
C8 C12 C9 120.2(2) . . ?
C8 C12 C11 119.3(2) . . ?
C11 C12 C9 120.5(2) . . ?
C1 C13 C9 119.67(19) . . ?
C1 C13 C14 119.89(19) . . ?
C14 C13 C9 120.41(19) . . ?
C4 C14 C10 119.51(19) . . ?
C4 C14 C13 119.94(19) . . ?
C13 C14 C10 120.49(19) . . ?
O5 C15 C4 118.0(2) . . ?
O5 C15 O6 126.3(2) . . ?
O6 C15 C4 115.43(19) . . ?
O3 C16 C1 116.0(2) . . ?
O4 C16 C1 117.8(2) . . ?
O4 C16 O3 125.8(2) . . ?
C16 O3 Zn2 122.68(14) . 2_645 ?
C16 O4 Zn1 129.35(15) . 2_645 ?
C15 O5 Zn2 130.50(15) . . ?
C15 O6 Zn1 131.27(14) . . ?
Zn1 O7 Zn2 133.02(7) . 3_565 ?
Zn1 O7 H7A 99.3 . . ?
Zn2 O7 Zn1 116.13(7) . . ?
Zn2 O7 Zn2 92.87(6) . 3_565 ?
Zn2 O7 H7A 112.7 . . ?
Zn2 O7 H7A 102.3 3_565 . ?
Zn2 O8 H8A 100.2 . . ?
Zn2 O8 H8B 100.9 . . ?
H8A O8 H8B 108.3 . . ?
Zn2 O9 H9A 110.2 . . ?
Zn2 O9 H9B 128.4 . . ?
H9A O9 H9B 120.8 . . ?
H10A O10 H10B 98.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
