# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Compound1
_database_code_depnum_ccdc_archive 'CCDC 1577113'
_audit_update_record             
;
2020-01-14 deposited with the CCDC.	2020-01-17 downloaded from the CCDC.
;

# start Validation Reply Form

_vrf_PLAT420_ALERT_2_B           
;
PROBLEM: D-H Without Acceptor O5 --H5A . Please Check
         D-H Without Acceptor O8 --H8B . Please Check     
RESPONSE: Solvent water molecules O5 and O8 act as both hydrogen bond  
  acceptors and donors.The hydrogen atoms of O5 and O8 were located and   
  refined with geometries constrained to ideal values.
;

# end Validation Reply Form

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H50 Cu2 N4 O15'
_chemical_formula_weight         1086.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pccn

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

_cell_length_a                   16.1109(5)
_cell_length_b                   19.4781(6)
_cell_length_c                   15.7553(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4944.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9960
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      25.21

_exptl_crystal_description       cuboid
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2248
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.6680
_exptl_absorpt_correction_T_max  0.8499
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            55293
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         25.20
_reflns_number_total             4433
_reflns_number_gt                3361
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0980P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4433
_refine_ls_number_parameters     332
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1732
_refine_ls_wR_factor_gt          0.1461
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8473(3) 0.4889(2) 0.9626(3) 0.0409(10) Uani 1 1 d . . .
C2 C 0.7597(3) 0.4857(3) 0.9349(3) 0.0517(12) Uani 1 1 d . . .
H2 H 0.7451 0.4549 0.8923 0.062 Uiso 1 1 calc R . .
C3 C 0.7022(3) 0.5245(3) 0.9679(3) 0.0511(12) Uani 1 1 d . . .
H3 H 0.7172 0.5496 1.0157 0.061 Uiso 1 1 calc R . .
C4 C 0.6167(3) 0.5331(2) 0.9383(3) 0.0471(11) Uani 1 1 d . . .
C5 C 0.5851(3) 0.4967(3) 0.8711(3) 0.0539(12) Uani 1 1 d . . .
H5 H 0.6175 0.4635 0.8446 0.065 Uiso 1 1 calc R . .
C6 C 0.5051(4) 0.5092(3) 0.8424(3) 0.0592(13) Uani 1 1 d . . .
H6 H 0.4861 0.4837 0.7964 0.071 Uiso 1 1 calc R . .
C7 C 0.4832(3) 0.5914(3) 0.9437(3) 0.0507(12) Uani 1 1 d . . .
C8 C 0.4289(4) 0.6401(3) 0.9804(4) 0.0675(15) Uani 1 1 d . . .
H8 H 0.3757 0.6456 0.9585 0.081 Uiso 1 1 calc R . .
C9 C 0.4536(4) 0.6785(4) 1.0469(5) 0.083(2) Uani 1 1 d . . .
H9 H 0.4176 0.7107 1.0702 0.100 Uiso 1 1 calc R . .
C10 C 0.5335(4) 0.6703(4) 1.0812(5) 0.082(2) Uani 1 1 d . . .
H10 H 0.5496 0.6966 1.1276 0.098 Uiso 1 1 calc R . .
C11 C 0.5875(4) 0.6242(3) 1.0473(3) 0.0630(14) Uani 1 1 d . . .
H11 H 0.6404 0.6198 1.0702 0.076 Uiso 1 1 calc R . .
C12 C 0.5637(3) 0.5825(2) 0.9769(3) 0.0478(11) Uani 1 1 d . . .
C13 C 1.0064(3) 0.6010(2) 0.8999(3) 0.0397(10) Uani 1 1 d . . .
C14 C 1.0054(3) 0.6590(2) 0.8381(3) 0.0417(10) Uani 1 1 d . . .
H14 H 1.0298 0.6524 0.7852 0.050 Uiso 1 1 calc R . .
C15 C 1.0283(3) 0.2192(2) 0.6455(3) 0.0400(10) Uani 1 1 d . . .
H15 H 1.0511 0.2263 0.5920 0.048 Uiso 1 1 calc R . .
C16 C 1.0318(3) 0.2759(2) 0.7078(3) 0.0353(9) Uani 1 1 d . . .
C17 C 0.9667(3) 0.2877(2) 0.7613(3) 0.0404(10) Uani 1 1 d . . .
H17 H 0.9189 0.2611 0.7571 0.048 Uiso 1 1 calc R . .
C18 C 0.9714(3) 0.3395(2) 0.8219(3) 0.0422(10) Uani 1 1 d . . .
H18 H 0.9258 0.3459 0.8572 0.051 Uiso 1 1 calc R . .
C19 C 1.1027(3) 0.37017(19) 0.7808(2) 0.0362(9) Uani 1 1 d . . .
C20 C 1.1738(3) 0.4116(2) 0.7921(3) 0.0460(11) Uani 1 1 d . . .
H20 H 1.1738 0.4451 0.8341 0.055 Uiso 1 1 calc R . .
C21 C 1.2416(3) 0.4031(3) 0.7429(3) 0.0560(13) Uani 1 1 d . . .
H21 H 1.2883 0.4303 0.7520 0.067 Uiso 1 1 calc R . .
C22 C 1.2420(3) 0.3537(3) 0.6782(3) 0.0569(13) Uani 1 1 d . . .
H22 H 1.2888 0.3486 0.6442 0.068 Uiso 1 1 calc R . .
C23 C 1.1746(3) 0.3133(2) 0.6648(3) 0.0476(11) Uani 1 1 d . . .
H23 H 1.1756 0.2813 0.6210 0.057 Uiso 1 1 calc R . .
C24 C 1.1031(3) 0.31892(19) 0.7159(2) 0.0350(9) Uani 1 1 d . . .
C25 C 0.2014(8) 0.8100(6) 0.4986(10) 0.209(6) Uani 1 1 d DU . .
H25A H 0.2384 0.8447 0.5196 0.313 Uiso 1 1 calc R . .
H25B H 0.1642 0.7963 0.5429 0.313 Uiso 1 1 calc RD . .
H25C H 0.1701 0.8281 0.4518 0.313 Uiso 1 1 calc R . .
C26 C 0.2500 0.7500 0.4699(9) 0.097(3) Uani 1 2 d SD . .
Cu1 Cu 1.02050(3) 0.45754(2) 0.93568(3) 0.0323(2) Uani 1 1 d . . .
N1 N 1.0357(2) 0.37998(17) 0.8330(2) 0.0354(8) Uani 1 1 d . . .
N2 N 0.4542(3) 0.5546(2) 0.8758(3) 0.0588(11) Uani 1 1 d . . .
O1 O 0.8992(2) 0.45553(16) 0.9189(2) 0.0549(9) Uani 1 1 d . . .
O2 O 1.0242(2) 0.54304(14) 0.8698(2) 0.0498(9) Uani 1 1 d . . .
O3 O 1.0111(3) 0.38656(15) 1.02470(19) 0.0566(10) Uani 1 1 d . . .
O4 O 1.1344(2) 0.47466(19) 0.9748(2) 0.0566(9) Uani 1 1 d . . .
O5 O 0.1954(6) 0.6513(5) 0.7199(7) 0.234(5) Uani 1 1 d . . .
H5A H 0.1429 0.6484 0.7240 0.280 Uiso 1 1 d R . .
H5B H 0.2140 0.6791 0.7569 0.280 Uiso 1 1 d RD . .
O6 O 0.3126(6) 0.5665(4) 0.7774(7) 0.229(4) Uani 1 1 d U . .
H6B H 0.3364 0.5976 0.8063 0.275 Uiso 1 1 d R . .
H6A H 0.2625 0.5777 0.7679 0.275 Uiso 1 1 d RD . .
O7 O 0.2500 0.7500 0.5999(13) 0.267(8) Uani 1 2 d SU . .
H7A H 0.2723 0.7886 0.6107 0.321 Uiso 0.50 1 d PRD . .
H7B H 0.2387 0.7304 0.6467 0.321 Uiso 0.50 1 d PR . .
O8 O 0.3008(13) 0.2953(12) 0.4734(14) 0.233(9) Uani 0.50 1 d PU . .
H8A H 0.2817 0.2561 0.4868 0.279 Uiso 0.50 1 d PR . .
H8B H 0.3479 0.3007 0.4968 0.279 Uiso 0.50 1 d PR . .
O9 O 0.2500 0.7500 0.3902(11) 0.414(17) Uani 1 2 d SDU . .


_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 O4 1.251(5) 5_767 ?
C1 O1 1.263(5) . ?
C1 C2 1.478(7) . ?
C2 C3 1.304(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.464(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(7) . ?
C4 C12 1.424(6) . ?
C5 C6 1.388(8) . ?
C5 H5 0.9300 . ?
C6 N2 1.317(7) . ?
C6 H6 0.9300 . ?
C7 N2 1.370(7) . ?
C7 C12 1.409(7) . ?
C7 C8 1.415(7) . ?
C8 C9 1.347(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.359(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.426(7) . ?
C11 H11 0.9300 . ?
C13 O3 1.244(5) 5_767 ?
C13 O2 1.259(5) . ?
C13 C14 1.492(6) . ?
C14 C15 1.316(6) 3_756 ?
C14 H14 0.9300 . ?
C15 C14 1.316(6) 3_746 ?
C15 C16 1.478(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(6) . ?
C16 C24 1.429(6) . ?
C17 C18 1.392(6) . ?
C17 H17 0.9300 . ?
C18 N1 1.314(6) . ?
C18 H18 0.9300 . ?
C19 N1 1.371(5) . ?
C19 C20 1.412(6) . ?
C19 C24 1.429(5) . ?
C20 C21 1.350(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.403(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.359(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.409(6) . ?
C23 H23 0.9300 . ?
C25 C26 1.477(9) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O9 1.256(10) . ?
C26 C25 1.477(9) 2_565 ?
Cu1 O2 1.963(3) . ?
Cu1 O4 1.964(4) . ?
Cu1 O1 1.972(4) . ?
Cu1 O3 1.975(3) . ?
Cu1 N1 2.227(3) . ?
Cu1 Cu1 2.6980(9) 5_767 ?
O3 C13 1.244(5) 5_767 ?
O4 C1 1.251(5) 5_767 ?
O5 H5A 0.8500 . ?
O5 H5B 0.8500 . ?
O6 H6B 0.8500 . ?
O6 H6A 0.8499 . ?
O7 H7A 0.8500 . ?
O7 H7B 0.8501 . ?
O8 H8A 0.8499 . ?
O8 H8B 0.8501 . ?

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 C1 O1 124.5(5) 5_767 . ?
O4 C1 C2 118.7(4) 5_767 . ?
O1 C1 C2 116.7(4) . . ?
C3 C2 C1 122.5(4) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 127.4(5) . . ?
C2 C3 H3 116.3 . . ?
C4 C3 H3 116.3 . . ?
C5 C4 C12 117.2(5) . . ?
C5 C4 C3 122.4(4) . . ?
C12 C4 C3 120.4(4) . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
N2 C6 C5 124.5(5) . . ?
N2 C6 H6 117.8 . . ?
C5 C6 H6 117.8 . . ?
N2 C7 C12 122.7(5) . . ?
N2 C7 C8 117.3(5) . . ?
C12 C7 C8 120.0(5) . . ?
C9 C8 C7 120.5(6) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.4(6) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.7(6) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.6(6) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C4 118.4(4) . . ?
C7 C12 C11 117.8(5) . . ?
C4 C12 C11 123.8(5) . . ?
O3 C13 O2 125.8(4) 5_767 . ?
O3 C13 C14 118.3(4) 5_767 . ?
O2 C13 C14 115.9(4) . . ?
C15 C14 C13 123.3(4) 3_756 . ?
C15 C14 H14 118.3 3_756 . ?
C13 C14 H14 118.3 . . ?
C14 C15 C16 123.3(4) 3_746 . ?
C14 C15 H15 118.3 3_746 . ?
C16 C15 H15 118.3 . . ?
C17 C16 C24 117.6(4) . . ?
C17 C16 C15 120.5(4) . . ?
C24 C16 C15 121.9(4) . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
N1 C18 C17 124.7(4) . . ?
N1 C18 H18 117.7 . . ?
C17 C18 H18 117.7 . . ?
N1 C19 C20 118.8(4) . . ?
N1 C19 C24 122.0(4) . . ?
C20 C19 C24 119.1(4) . . ?
C21 C20 C19 120.9(4) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.3(5) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 121.3(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C16 124.1(4) . . ?
C23 C24 C19 117.8(4) . . ?
C16 C24 C19 118.1(4) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O9 C26 C25 107.8(9) . . ?
O9 C26 C25 107.8(9) . 2_565 ?
C25 C26 C25 144.4(18) . 2_565 ?
O2 Cu1 O4 89.64(16) . . ?
O2 Cu1 O1 88.60(15) . . ?
O4 Cu1 O1 166.20(13) . . ?
O2 Cu1 O3 166.28(13) . . ?
O4 Cu1 O3 88.15(16) . . ?
O1 Cu1 O3 90.32(16) . . ?
O2 Cu1 N1 100.85(13) . . ?
O4 Cu1 N1 103.88(13) . . ?
O1 Cu1 N1 89.90(13) . . ?
O3 Cu1 N1 92.82(13) . . ?
O2 Cu1 Cu1 83.36(9) . 5_767 ?
O4 Cu1 Cu1 83.64(9) . 5_767 ?
O1 Cu1 Cu1 82.56(9) . 5_767 ?
O3 Cu1 Cu1 82.94(9) . 5_767 ?
N1 Cu1 Cu1 171.30(10) . 5_767 ?
C18 N1 C19 117.2(3) . . ?
C18 N1 Cu1 114.6(3) . . ?
C19 N1 Cu1 128.1(3) . . ?
C6 N2 C7 116.8(5) . . ?
C1 O1 Cu1 124.9(3) . . ?
C13 O2 Cu1 123.7(3) . . ?
C13 O3 Cu1 124.0(3) 5_767 . ?
C1 O4 Cu1 124.3(3) 5_767 . ?
H5A O5 H5B 110.0 . . ?
H6B O6 H6A 109.8 . . ?
H7A O7 H7B 108.4 . . ?
H8A O8 H8B 109.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 C1 C2 C3 6.8(8) 5_767 . . . ?
O1 C1 C2 C3 -171.1(5) . . . . ?
C1 C2 C3 C4 170.7(5) . . . . ?
C2 C3 C4 C5 3.3(9) . . . . ?
C2 C3 C4 C12 -174.1(5) . . . . ?
C12 C4 C5 C6 0.9(7) . . . . ?
C3 C4 C5 C6 -176.6(5) . . . . ?
C4 C5 C6 N2 -0.5(9) . . . . ?
N2 C7 C8 C9 -179.4(6) . . . . ?
C12 C7 C8 C9 0.4(9) . . . . ?
C7 C8 C9 C10 -0.6(11) . . . . ?
C8 C9 C10 C11 0.9(12) . . . . ?
C9 C10 C11 C12 -0.9(11) . . . . ?
N2 C7 C12 C4 -0.2(7) . . . . ?
C8 C7 C12 C4 -179.9(5) . . . . ?
N2 C7 C12 C11 179.4(5) . . . . ?
C8 C7 C12 C11 -0.3(7) . . . . ?
C5 C4 C12 C7 -0.6(7) . . . . ?
C3 C4 C12 C7 177.0(4) . . . . ?
C5 C4 C12 C11 179.9(5) . . . . ?
C3 C4 C12 C11 -2.6(8) . . . . ?
C10 C11 C12 C7 0.6(8) . . . . ?
C10 C11 C12 C4 -179.8(6) . . . . ?
O3 C13 C14 C15 -13.9(7) 5_767 . . 3_756 ?
O2 C13 C14 C15 165.2(5) . . . 3_756 ?
C14 C15 C16 C17 -38.1(7) 3_746 . . . ?
C14 C15 C16 C24 140.4(5) 3_746 . . . ?
C24 C16 C17 C18 -1.0(6) . . . . ?
C15 C16 C17 C18 177.6(4) . . . . ?
C16 C17 C18 N1 0.1(7) . . . . ?
N1 C19 C20 C21 179.1(4) . . . . ?
C24 C19 C20 C21 -0.2(7) . . . . ?
C19 C20 C21 C22 1.3(8) . . . . ?
C20 C21 C22 C23 -0.6(8) . . . . ?
C21 C22 C23 C24 -1.0(8) . . . . ?
C22 C23 C24 C16 -176.9(4) . . . . ?
C22 C23 C24 C19 2.0(7) . . . . ?
C17 C16 C24 C23 -179.4(4) . . . . ?
C15 C16 C24 C23 2.1(6) . . . . ?
C17 C16 C24 C19 1.8(6) . . . . ?
C15 C16 C24 C19 -176.8(4) . . . . ?
N1 C19 C24 C23 179.3(4) . . . . ?
C20 C19 C24 C23 -1.4(6) . . . . ?
N1 C19 C24 C16 -1.8(6) . . . . ?
C20 C19 C24 C16 177.6(4) . . . . ?
C17 C18 N1 C19 0.0(7) . . . . ?
C17 C18 N1 Cu1 179.5(4) . . . . ?
C20 C19 N1 C18 -178.5(4) . . . . ?
C24 C19 N1 C18 0.9(6) . . . . ?
C20 C19 N1 Cu1 2.1(5) . . . . ?
C24 C19 N1 Cu1 -178.6(3) . . . . ?
O2 Cu1 N1 C18 -115.5(3) . . . . ?
O4 Cu1 N1 C18 152.2(3) . . . . ?
O1 Cu1 N1 C18 -26.9(3) . . . . ?
O3 Cu1 N1 C18 63.4(3) . . . . ?
Cu1 Cu1 N1 C18 2.8(8) 5_767 . . . ?
O2 Cu1 N1 C19 64.0(4) . . . . ?
O4 Cu1 N1 C19 -28.4(4) . . . . ?
O1 Cu1 N1 C19 152.5(3) . . . . ?
O3 Cu1 N1 C19 -117.2(3) . . . . ?
Cu1 Cu1 N1 C19 -177.7(4) 5_767 . . . ?
C5 C6 N2 C7 -0.3(8) . . . . ?
C12 C7 N2 C6 0.6(8) . . . . ?
C8 C7 N2 C6 -179.7(5) . . . . ?
O4 C1 O1 Cu1 -3.5(7) 5_767 . . . ?
C2 C1 O1 Cu1 174.3(3) . . . . ?
O2 Cu1 O1 C1 -82.0(4) . . . . ?
O4 Cu1 O1 C1 0.8(9) . . . . ?
O3 Cu1 O1 C1 84.3(4) . . . . ?
N1 Cu1 O1 C1 177.1(4) . . . . ?
Cu1 Cu1 O1 C1 1.5(4) 5_767 . . . ?
O3 C13 O2 Cu1 4.4(7) 5_767 . . . ?
C14 C13 O2 Cu1 -174.6(3) . . . . ?
O4 Cu1 O2 C13 -86.3(4) . . . . ?
O1 Cu1 O2 C13 80.1(4) . . . . ?
O3 Cu1 O2 C13 -5.5(9) . . . . ?
N1 Cu1 O2 C13 169.7(4) . . . . ?
Cu1 Cu1 O2 C13 -2.6(4) 5_767 . . . ?
O2 Cu1 O3 C13 2.0(10) . . . 5_767 ?
O4 Cu1 O3 C13 82.9(4) . . . 5_767 ?
O1 Cu1 O3 C13 -83.4(4) . . . 5_767 ?
N1 Cu1 O3 C13 -173.3(4) . . . 5_767 ?
Cu1 Cu1 O3 C13 -0.9(4) 5_767 . . 5_767 ?
O2 Cu1 O4 C1 85.3(4) . . . 5_767 ?
O1 Cu1 O4 C1 2.6(9) . . . 5_767 ?
O3 Cu1 O4 C1 -81.2(4) . . . 5_767 ?
N1 Cu1 O4 C1 -173.7(4) . . . 5_767 ?
Cu1 Cu1 O4 C1 1.9(4) 5_767 . . 5_767 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1577114'
_audit_update_record             
;
2020-01-14 deposited with the CCDC.	2020-01-17 downloaded from the CCDC.
;

# start Validation Reply Form

_vrf_PLAT315_ALERT_2_B           
;
PROBLEM: Singly Bonded Carbon Detected (H-atoms Missing). C13 Check     
RESPONSE: The methanol molecules are disordered and therefore are not hydrogenated.
;

_vrf_PLAT420_ALERT_2_B           
;
PROBLEM: D-H Without Acceptor O6 --H6B . Please Check     
RESPONSE: Solvent water molecule O6 act as both a hydrogen bond  
  acceptor and a donor.The hydrogen atoms of O6 were located and refined with  
  geometries constrained to ideal values.
;

# end Validation Reply Form

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 Cu N2 O10'
_chemical_formula_weight         578.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   15.773(3)
_cell_length_b                   15.649(3)
_cell_length_c                   12.824(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.34(3)
_cell_angle_gamma                90.00
_cell_volume                     2987.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    5060
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      29.13

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1196
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.6300
_exptl_absorpt_correction_T_max  0.8983
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11730
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2633
_reflns_number_gt                2188
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1228P)²+10.4821P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2633
_refine_ls_number_parameters     210
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.2002
_refine_ls_wR_factor_gt          0.1944
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.5000 0.2932(5) 0.7500 0.114(3) Uani 1 2 d SDU . .
O6 O 0.4052(11) 0.1288(14) 0.6686(14) 0.185(9) Uani 0.50 1 d PDU . .
C1 C 0.1097(3) 0.0340(3) 0.7052(4) 0.0344(11) Uani 1 1 d . . .
C2 C 0.1779(4) -0.0348(3) 0.7208(5) 0.0424(13) Uani 1 1 d . . .
H2 H 0.2027 -0.0568 0.7918 0.051 Uiso 1 1 calc R . .
C3 C 0.2940(3) 0.4331(3) 0.8542(5) 0.0384(12) Uani 1 1 d . . .
H3 H 0.3179 0.4551 0.9253 0.046 Uiso 1 1 calc R . .
C4 C 0.2268(3) 0.3640(3) 0.8361(4) 0.0312(11) Uani 1 1 d . . .
C5 C 0.2001(3) 0.3192(3) 0.7369(4) 0.0350(11) Uani 1 1 d . . .
H5 H 0.2262 0.3314 0.6833 0.042 Uiso 1 1 calc R . .
C6 C 0.1346(3) 0.2563(3) 0.7177(4) 0.0302(10) Uani 1 1 d . . .
H6 H 0.1168 0.2288 0.6495 0.036 Uiso 1 1 calc R . .
C7 C 0.1225(3) 0.2732(3) 0.8915(4) 0.0269(10) Uani 1 1 d . . .
C8 C 0.0857(3) 0.2463(3) 0.9723(4) 0.0297(10) Uani 1 1 d . . .
H8 H 0.0441 0.2019 0.9564 0.036 Uiso 1 1 calc R . .
C9 C 0.1102(3) 0.2845(3) 1.0731(4) 0.0364(11) Uani 1 1 d . . .
H9 H 0.0849 0.2663 1.1253 0.044 Uiso 1 1 calc R . .
C10 C 0.1734(3) 0.3513(3) 1.0989(4) 0.0380(12) Uani 1 1 d . . .
H10 H 0.1895 0.3770 1.1681 0.046 Uiso 1 1 calc R . .
C11 C 0.2112(3) 0.3785(3) 1.0235(4) 0.0339(11) Uani 1 1 d . . .
H11 H 0.2529 0.4227 1.0419 0.041 Uiso 1 1 calc R . .
C12 C 0.1878(3) 0.3402(3) 0.9168(4) 0.0277(10) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.14361(4) 0.7500 0.0233(3) Uani 1 2 d S . .
N1 N 0.0961(2) 0.2332(2) 0.7908(3) 0.0226(8) Uani 1 1 d . . .
O1 O 0.0924(2) 0.05429(19) 0.7920(3) 0.0326(8) Uani 1 1 d . . .
O2 O 0.0728(3) 0.0695(2) 0.6146(3) 0.0447(9) Uani 1 1 d . . .
O3 O 0.4080(5) 0.4146(4) 0.5790(5) 0.117(2) Uani 1 1 d U . .
H3A H 0.4141 0.4258 0.5170 0.141 Uiso 1 1 d R . .
H3B H 0.4083 0.4612 0.6130 0.141 Uiso 1 1 d R . .
H4A H 0.4733 0.3317 0.7012 0.141 Uiso 0.50 1 d PRD . .
H4B H 0.4736 0.2463 0.7277 0.141 Uiso 0.50 1 d PRD . .
O5 O 0.2490(9) 0.3375(10) 0.5026(11) 0.125(5) Uani 0.50 1 d PDU . .
H5A H 0.3015 0.3587 0.5265 0.150 Uiso 0.50 1 d PRD . .
H5B H 0.2536 0.2834 0.5008 0.150 Uiso 0.50 1 d PRD . .
H6A H 0.3566 0.1362 0.6134 0.150 Uiso 0.50 1 d PRD . .
H6B H 0.3919 0.0998 0.7182 0.150 Uiso 0.50 1 d PRD . .
O7 O 0.507(2) -0.012(2) 0.639(3) 0.120(13) Uani 0.221(15) 1 d PDU A 1
C13 C 0.440(3) 0.054(3) 0.589(5) 0.117(17) Uani 0.221(15) 1 d PDU A 1
O7' O 0.5352(12) -0.0365(10) 0.5785(15) 0.080(8) Uani 0.279(15) 1 d PD . 2
C13' C 0.5227(13) -0.0211(12) 0.4609(14) 0.040(6) Uani 0.279(15) 1 d PDU . 2


_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
O4 H4A 0.8700 . ?
O4 H4B 0.8459 . ?
O6 H6A 0.8614 . ?
O6 H6B 0.8615 . ?
C1 O2 1.244(6) . ?
C1 O1 1.272(6) . ?
C1 C2 1.488(6) . ?
C2 C3 1.286(8) 4_546 ?
C2 H2 0.9300 . ?
C3 C2 1.286(8) 4_556 ?
C3 C4 1.478(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(7) . ?
C4 C12 1.417(7) . ?
C5 C6 1.389(6) . ?
C5 H5 0.9300 . ?
C6 N1 1.326(6) . ?
C6 H6 0.9300 . ?
C7 N1 1.370(6) . ?
C7 C8 1.410(7) . ?
C7 C12 1.429(6) . ?
C8 C9 1.359(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.362(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.426(7) . ?
C11 H11 0.9300 . ?
Cu1 O1 1.961(3) 2_556 ?
Cu1 O1 1.961(3) . ?
Cu1 N1 2.003(3) . ?
Cu1 N1 2.003(3) 2_556 ?
Cu1 O2 2.645(4) . ?
O3 H3A 0.8499 . ?
O3 H3B 0.8500 . ?
O5 H5A 0.8500 . ?
O5 H5B 0.8501 . ?
O7 C13 1.467(11) . ?
O7' C13' 1.26(3) 5_656 ?
O7' C13' 1.475(10) . ?
C13' O7' 1.26(3) 5_656 ?
C13' C13' 1.56(4) 5_656 ?

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
H4A O4 H4B 106.9 . . ?
H6A O6 H6B 108.0 . . ?
O2 C1 O1 122.4(4) . . ?
O2 C1 C2 122.9(5) . . ?
O1 C1 C2 114.7(4) . . ?
C3 C2 C1 126.4(5) 4_546 . ?
C3 C2 H2 116.8 4_546 . ?
C1 C2 H2 116.8 . . ?
C2 C3 C4 125.1(5) 4_556 . ?
C2 C3 H3 117.4 4_556 . ?
C4 C3 H3 117.4 . . ?
C5 C4 C12 117.5(4) . . ?
C5 C4 C3 119.7(4) . . ?
C12 C4 C3 122.7(4) . . ?
C6 C5 C4 120.1(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
N1 C6 C5 123.8(4) . . ?
N1 C6 H6 118.1 . . ?
C5 C6 H6 118.1 . . ?
N1 C7 C8 119.0(4) . . ?
N1 C7 C12 121.4(4) . . ?
C8 C7 C12 119.6(4) . . ?
C9 C8 C7 120.7(4) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.5(5) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.6(5) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 121.0(4) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C4 C12 C11 123.5(4) . . ?
C4 C12 C7 118.8(4) . . ?
C11 C12 C7 117.7(4) . . ?
O1 Cu1 O1 89.10(18) 2_556 . ?
O1 Cu1 N1 178.54(14) 2_556 . ?
O1 Cu1 N1 89.91(14) . . ?
O1 Cu1 N1 89.91(14) 2_556 2_556 ?
O1 Cu1 N1 178.54(14) . 2_556 ?
N1 Cu1 N1 91.10(19) . 2_556 ?
O1 Cu1 O2 87.24(13) 2_556 . ?
O1 Cu1 O2 54.80(13) . . ?
N1 Cu1 O2 91.31(13) . . ?
N1 Cu1 O2 126.22(13) 2_556 . ?
C6 N1 C7 118.3(4) . . ?
C6 N1 Cu1 119.4(3) . . ?
C7 N1 Cu1 122.3(3) . . ?
C1 O1 Cu1 107.0(3) . . ?
C1 O2 Cu1 75.8(3) . . ?
H3A O3 H3B 108.6 . . ?
H5A O5 H5B 108.5 . . ?
C13' O7' C13' 69.0(19) 5_656 . ?
O7' C13' O7' 111.0(19) 5_656 . ?
O7' C13' C13' 61.9(16) 5_656 5_656 ?
O7' C13' C13' 49.1(11) . 5_656 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 -1.3(9) . . . 4_546 ?
O1 C1 C2 C3 179.3(5) . . . 4_546 ?
C2 C3 C4 C5 10.7(8) 4_556 . . . ?
C2 C3 C4 C12 -169.8(5) 4_556 . . . ?
C12 C4 C5 C6 2.8(7) . . . . ?
C3 C4 C5 C6 -177.7(4) . . . . ?
C4 C5 C6 N1 -2.1(8) . . . . ?
N1 C7 C8 C9 -179.9(4) . . . . ?
C12 C7 C8 C9 1.4(6) . . . . ?
C7 C8 C9 C10 -0.5(7) . . . . ?
C8 C9 C10 C11 -0.2(8) . . . . ?
C9 C10 C11 C12 0.0(7) . . . . ?
C5 C4 C12 C11 177.7(5) . . . . ?
C3 C4 C12 C11 -1.8(7) . . . . ?
C5 C4 C12 C7 -1.2(7) . . . . ?
C3 C4 C12 C7 179.3(4) . . . . ?
C10 C11 C12 C4 -178.1(5) . . . . ?
C10 C11 C12 C7 0.8(7) . . . . ?
N1 C7 C12 C4 -1.2(6) . . . . ?
C8 C7 C12 C4 177.5(4) . . . . ?
N1 C7 C12 C11 179.8(4) . . . . ?
C8 C7 C12 C11 -1.5(6) . . . . ?
C5 C6 N1 C7 -0.4(7) . . . . ?
C5 C6 N1 Cu1 178.3(4) . . . . ?
C8 C7 N1 C6 -176.7(4) . . . . ?
C12 C7 N1 C6 2.1(6) . . . . ?
C8 C7 N1 Cu1 4.6(5) . . . . ?
C12 C7 N1 Cu1 -176.6(3) . . . . ?
O1 Cu1 N1 C6 37(6) 2_556 . . . ?
O1 Cu1 N1 C6 84.5(3) . . . . ?
N1 Cu1 N1 C6 -96.6(3) 2_556 . . . ?
O2 Cu1 N1 C6 29.7(3) . . . . ?
O1 Cu1 N1 C7 -144(5) 2_556 . . . ?
O1 Cu1 N1 C7 -96.8(3) . . . . ?
N1 Cu1 N1 C7 82.1(3) 2_556 . . . ?
O2 Cu1 N1 C7 -151.6(3) . . . . ?
O2 C1 O1 Cu1 1.6(6) . . . . ?
C2 C1 O1 Cu1 -179.0(3) . . . . ?
O1 Cu1 O1 C1 86.5(3) 2_556 . . . ?
N1 Cu1 O1 C1 -92.5(3) . . . . ?
N1 Cu1 O1 C1 134(5) 2_556 . . . ?
O2 Cu1 O1 C1 -0.8(3) . . . . ?
O1 C1 O2 Cu1 -1.2(4) . . . . ?
C2 C1 O2 Cu1 179.4(5) . . . . ?
O1 Cu1 O2 C1 -90.0(3) 2_556 . . . ?
O1 Cu1 O2 C1 0.8(3) . . . . ?
N1 Cu1 O2 C1 89.8(3) . . . . ?
N1 Cu1 O2 C1 -177.9(3) 2_556 . . . ?
C13' O7' C13' O7' 0.000(3) 5_656 . . 5_656 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.774
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.123
####################################################################### 
# 
# 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_Compound3
_database_code_depnum_ccdc_archive 'CCDC 1577115'
_audit_update_record             
;
2017-09-28 deposited with the CCDC.	2020-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 Cu N2 O5 S'
_chemical_formula_weight         538.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   13.224(3)
_cell_length_b                   14.236(3)
_cell_length_c                   12.886(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.52(3)
_cell_angle_gamma                90.00
_cell_volume                     2358.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    3283
_cell_measurement_theta_min      2.4484
_cell_measurement_theta_max      29.0944

_exptl_crystal_description       Chip
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1108
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.8359
_exptl_absorpt_correction_T_max  0.9073
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7685
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2069
_reflns_number_gt                1642
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1031P)²+9.8516P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2069
_refine_ls_number_parameters     162
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1776
_refine_ls_wR_factor_gt          0.1673
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0902(4) 0.1573(4) 1.0519(4) 0.0212(11) Uani 1 1 d . . .
C2 C 0.6485(4) 0.2634(3) 0.6122(4) 0.0227(11) Uani 1 1 d . . .
H2 H 0.6815 0.2210 0.5761 0.027 Uiso 1 1 calc R . .
C3 C 0.6555(4) 0.2503(3) 0.7154(4) 0.0212(11) Uani 1 1 d . . .
H3 H 0.6141 0.2874 0.7481 0.025 Uiso 1 1 calc R . .
C4 C 0.7243(4) 0.1812(3) 0.7818(4) 0.0205(11) Uani 1 1 d . . .
C5 C 0.8064(4) 0.1417(4) 0.7483(4) 0.0248(11) Uani 1 1 d . . .
H5 H 0.8150 0.1544 0.6801 0.030 Uiso 1 1 calc R . .
C6 C 0.8758(4) 0.0836(4) 0.8153(4) 0.0242(11) Uani 1 1 d . . .
H6 H 0.9293 0.0572 0.7892 0.029 Uiso 1 1 calc R . .
C7 C 0.7885(4) 0.0961(3) 0.9494(4) 0.0179(10) Uani 1 1 d . . .
C8 C 0.7788(4) 0.0694(4) 1.0525(4) 0.0256(12) Uani 1 1 d . . .
H8 H 0.8289 0.0311 1.0949 0.031 Uiso 1 1 calc R . .
C9 C 0.6957(4) 0.1000(4) 1.0895(5) 0.0333(13) Uani 1 1 d . . .
H9 H 0.6887 0.0812 1.1566 0.040 Uiso 1 1 calc R . .
C10 C 0.6208(5) 0.1594(4) 1.0271(5) 0.0358(14) Uani 1 1 d . . .
H10 H 0.5649 0.1796 1.0535 0.043 Uiso 1 1 calc R . .
C11 C 0.6287(4) 0.1880(4) 0.9283(4) 0.0275(12) Uani 1 1 d . . .
H11 H 0.5792 0.2285 0.8886 0.033 Uiso 1 1 calc R . .
C12 C 0.7131(4) 0.1559(3) 0.8859(4) 0.0184(10) Uani 1 1 d . . .
S1 S 1.0000 0.6079(12) 0.2500 0.360(10) Uani 1 2 d SD . .
C13 C 0.8891(6) 0.6353(8) 0.1456(7) 0.087(3) Uani 1 1 d DU . .
H13A H 0.8275 0.6117 0.1639 0.130 Uiso 1 1 calc R . .
H13B H 0.8965 0.6067 0.0803 0.130 Uiso 1 1 calc R . .
H13C H 0.8837 0.7021 0.1365 0.130 Uiso 1 1 calc R . .
Cu1 Cu 1.0000 0.0000 1.0000 0.0165(3) Uani 1 2 d S . .
N1 N 0.8714(3) 0.0629(3) 0.9137(3) 0.0190(9) Uani 1 1 d . . .
O1 O 1.0307(3) 0.1090(2) 1.0961(3) 0.0201(8) Uani 1 1 d . . .
O2 O 1.1036(3) 0.1385(3) 0.9615(3) 0.0319(9) Uani 1 1 d . . .
O3 O 1.0000 0.4929(7) 0.2500 0.170(9) Uani 1 2 d SD . .


_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 O2 1.247(6) . ?
C1 O1 1.274(6) . ?
C1 C2 1.481(7) 8_556 ?
C2 C3 1.324(7) . ?
C2 C1 1.481(7) 8_455 ?
C2 H2 0.9300 . ?
C3 C4 1.471(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(7) . ?
C4 C12 1.430(7) . ?
C5 C6 1.379(7) . ?
C5 H5 0.9300 . ?
C6 N1 1.316(7) . ?
C6 H6 0.9300 . ?
C7 N1 1.368(6) . ?
C7 C8 1.415(7) . ?
C7 C12 1.418(7) . ?
C8 C9 1.368(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.403(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.426(7) . ?
C11 H11 0.9300 . ?
S1 O3 1.637(15) . ?
S1 C13 1.786(8) 2_755 ?
S1 C13 1.786(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
Cu1 O1 1.967(3) 5_757 ?
Cu1 O1 1.967(3) . ?
Cu1 N1 2.012(4) . ?
Cu1 N1 2.012(4) 5_757 ?

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
O2 C1 O1 122.6(5) . . ?
O2 C1 C2 118.9(5) . 8_556 ?
O1 C1 C2 118.5(4) . 8_556 ?
C3 C2 C1 122.6(5) . 8_455 ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 8_455 . ?
C2 C3 C4 124.5(5) . . ?
C2 C3 H3 117.7 . . ?
C4 C3 H3 117.7 . . ?
C5 C4 C12 117.0(4) . . ?
C5 C4 C3 121.0(5) . . ?
C12 C4 C3 121.9(4) . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
N1 C6 C5 124.3(5) . . ?
N1 C6 H6 117.8 . . ?
C5 C6 H6 117.8 . . ?
N1 C7 C8 118.6(4) . . ?
N1 C7 C12 121.6(4) . . ?
C8 C7 C12 119.8(4) . . ?
C9 C8 C7 119.9(5) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.5(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 121.2(5) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 119.9(5) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C7 C12 C11 118.7(4) . . ?
C7 C12 C4 118.6(4) . . ?
C11 C12 C4 122.7(4) . . ?
O3 S1 C13 102.6(7) . 2_755 ?
O3 S1 C13 102.6(7) . . ?
C13 S1 C13 154.8(13) 2_755 . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 Cu1 O1 180.000(1) 5_757 . ?
O1 Cu1 N1 88.84(15) 5_757 . ?
O1 Cu1 N1 91.16(15) . . ?
O1 Cu1 N1 91.16(15) 5_757 5_757 ?
O1 Cu1 N1 88.84(15) . 5_757 ?
N1 Cu1 N1 180.000(1) . 5_757 ?
C6 N1 C7 117.8(4) . . ?
C6 N1 Cu1 114.2(3) . . ?
C7 N1 Cu1 127.4(3) . . ?
C1 O1 Cu1 101.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         1.528
_refine_diff_density_min         -1.583
_refine_diff_density_rms         0.123
