# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1SH425
_database_code_depnum_ccdc_archive 'CCDC 1042662'
_audit_update_record             
;
2016-07-21 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H14 Cu N2 O9 S'
_chemical_formula_weight         533.94

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   14.8737(5)
_cell_length_b                   8.9886(3)
_cell_length_c                   15.5407(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.3790(10)
_cell_angle_gamma                90
_cell_volume                     2055.52(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9098
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.37

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.225
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7742
_exptl_absorpt_correction_T_max  0.8673
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      303(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21481
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.625
_diffrn_reflns_theta_max         26.395
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4215
_reflns_number_gt                3665
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²+0.8959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4215
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.001
_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_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 0.61021(2) 0.03925(3) 0.23181(2) 0.02459(10) Uani 1 1 d . . . . .
S1 S 0.50991(3) 0.30050(6) 0.14765(3) 0.02534(13) Uani 1 1 d . . . . .
O1 O 0.47189(11) 0.44509(17) 0.16246(11) 0.0324(4) Uani 1 1 d . . . . .
O2 O 0.56825(10) 0.29720(18) 0.08172(11) 0.0357(4) Uani 1 1 d . . . . .
O3 O 0.55243(10) 0.23492(17) 0.23141(10) 0.0295(3) Uani 1 1 d . . . . .
O4 O 0.70722(9) 0.10397(17) 0.32282(10) 0.0284(3) Uani 1 1 d . . . . .
O5 O 0.76790(10) 0.17163(18) 0.20671(10) 0.0309(3) Uani 1 1 d . . . . .
O6 O 1.11106(11) 0.5390(2) 0.37318(11) 0.0372(4) Uani 1 1 d . . . . .
O7 O 1.01856(12) 0.54045(19) 0.24731(11) 0.0414(4) Uani 1 1 d . . . . .
O8 O 1.05717(13) 0.2146(2) 0.61125(12) 0.0526(5) Uani 1 1 d . . . . .
O9 O 0.93660(12) 0.0652(2) 0.59445(12) 0.0419(4) Uani 1 1 d . . . . .
N1 N 0.51327(12) -0.03761(19) 0.13735(12) 0.0252(4) Uani 1 1 d . . . . .
N2 N 0.67164(12) -0.1487(2) 0.20508(12) 0.0299(4) Uani 1 1 d . . . . .
C1 C 0.42649(14) 0.0280(2) 0.10781(14) 0.0282(5) Uani 1 1 d . . . . .
C2 C 0.41681(14) 0.1824(3) 0.11055(14) 0.0283(4) Uani 1 1 d . . . . .
C3 C 0.33379(15) 0.2483(3) 0.08052(17) 0.0390(6) Uani 1 1 d . . . . .
H4 H 0.3276 0.3511 0.0825 0.047 Uiso 1 1 calc R U . . .
C4 C 0.26038(16) 0.1611(4) 0.0478(2) 0.0494(7) Uani 1 1 d . . . . .
H3 H 0.2052 0.2054 0.0262 0.059 Uiso 1 1 calc R U . . .
C5 C 0.26893(17) 0.0082(4) 0.0471(2) 0.0506(7) Uani 1 1 d . . . . .
H2 H 0.2190 -0.0502 0.0256 0.061 Uiso 1 1 calc R U . . .
C6 C 0.35102(17) -0.0591(3) 0.07798(18) 0.0408(6) Uani 1 1 d . . . . .
H1 H 0.3557 -0.1622 0.0788 0.049 Uiso 1 1 calc R U . . .
C7 C 0.53323(15) -0.1654(3) 0.10925(14) 0.0307(5) Uani 1 1 d . . . . .
H9 H 0.4932 -0.2145 0.0671 0.037 Uiso 1 1 calc R U . . .
C8 C 0.61997(15) -0.2322(2) 0.14464(14) 0.0292(5) Uani 1 1 d . . . . .
C9 C 0.75304(16) -0.2003(3) 0.23915(18) 0.0393(6) Uani 1 1 d . . . . .
H5 H 0.7895 -0.1427 0.2800 0.047 Uiso 1 1 calc R U . . .
C10 C 0.78496(19) -0.3362(3) 0.2157(2) 0.0528(7) Uani 1 1 d . . . . .
H6 H 0.8425 -0.3685 0.2398 0.063 Uiso 1 1 calc R U . . .
C11 C 0.7310(2) -0.4239(3) 0.1564(2) 0.0539(7) Uani 1 1 d . . . . .
H8 H 0.7507 -0.5174 0.1415 0.065 Uiso 1 1 calc R U . . .
C12 C 0.64707(18) -0.3702(3) 0.11949(18) 0.0410(6) Uani 1 1 d . . . . .
H7 H 0.6096 -0.4261 0.0785 0.049 Uiso 1 1 calc R U . . .
C13 C 0.76970(13) 0.1637(2) 0.28688(14) 0.0244(4) Uani 1 1 d . . . . .
C14 C 0.84986(13) 0.2266(2) 0.34570(13) 0.0240(4) Uani 1 1 d . . . . .
C15 C 0.87453(13) 0.1758(2) 0.43045(14) 0.0258(4) Uani 1 1 d . . . . .
H14 H 0.8385 0.1065 0.4539 0.031 Uiso 1 1 calc R U . . .
C16 C 0.95352(13) 0.2293(2) 0.47989(13) 0.0261(4) Uani 1 1 d . . . . .
C17 C 1.00575(13) 0.3363(2) 0.44585(14) 0.0270(4) Uani 1 1 d . . . . .
H12 H 1.0576 0.3736 0.4797 0.032 Uiso 1 1 calc R U . . .
C18 C 0.98094(13) 0.3878(2) 0.36180(14) 0.0255(4) Uani 1 1 d . . . . .
C19 C 0.90317(13) 0.3311(2) 0.31162(14) 0.0257(4) Uani 1 1 d . . . . .
H10 H 0.8870 0.3639 0.2547 0.031 Uiso 1 1 calc R U . . .
C20 C 1.03771(14) 0.4964(3) 0.32149(14) 0.0283(4) Uani 1 1 d . . . . .
C21 C 0.98815(15) 0.1713(3) 0.56832(15) 0.0322(5) Uani 1 1 d . . . . .
H11 H 1.138(2) 0.584(4) 0.346(2) 0.048 Uiso 1 1 d . U . . .
H13 H 0.958(2) 0.039(3) 0.635(2) 0.048 Uiso 1 1 d . U . . .


_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 O4 1.9560(14) . ?
Cu1 O3 1.9571(15) . ?
Cu1 N2 1.9932(18) . ?
Cu1 N1 2.0235(17) . ?
Cu1 O1 2.3435(16) 2_645 ?
S1 O2 1.4362(16) . ?
S1 O1 1.4491(16) . ?
S1 O3 1.4839(16) . ?
S1 C2 1.773(2) . ?
O1 Cu1 2.3435(16) 2_655 ?
O4 C13 1.271(3) . ?
O5 C13 1.244(3) . ?
O6 C20 1.314(3) . ?
O6 H11 0.74(3) . ?
O7 C20 1.213(3) . ?
O8 C21 1.205(3) . ?
O9 C21 1.324(3) . ?
O9 H13 0.71(3) . ?
N1 C7 1.279(3) . ?
N1 C1 1.432(3) . ?
N2 C9 1.332(3) . ?
N2 C8 1.351(3) . ?
C1 C6 1.391(3) . ?
C1 C2 1.396(3) . ?
C2 C3 1.388(3) . ?
C3 C4 1.379(4) . ?
C3 H4 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H3 0.9300 . ?
C5 C6 1.384(4) . ?
C5 H2 0.9300 . ?
C6 H1 0.9300 . ?
C7 C8 1.457(3) . ?
C7 H9 0.9300 . ?
C8 C12 1.378(3) . ?
C9 C10 1.379(4) . ?
C9 H5 0.9300 . ?
C10 C11 1.378(4) . ?
C10 H6 0.9300 . ?
C11 C12 1.383(4) . ?
C11 H8 0.9300 . ?
C12 H7 0.9300 . ?
C13 C14 1.503(3) . ?
C14 C19 1.383(3) . ?
C14 C15 1.392(3) . ?
C15 C16 1.392(3) . ?
C15 H14 0.9300 . ?
C16 C17 1.389(3) . ?
C16 C21 1.490(3) . ?
C17 C18 1.384(3) . ?
C17 H12 0.9300 . ?
C18 C19 1.394(3) . ?
C18 C20 1.488(3) . ?
C19 H10 0.9300 . ?

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 Cu1 O3 90.71(6) . . ?
O4 Cu1 N2 95.20(7) . . ?
O3 Cu1 N2 167.30(7) . . ?
O4 Cu1 N1 177.09(7) . . ?
O3 Cu1 N1 92.20(7) . . ?
N2 Cu1 N1 81.91(7) . . ?
O4 Cu1 O1 90.30(6) . 2_645 ?
O3 Cu1 O1 93.06(6) . 2_645 ?
N2 Cu1 O1 98.13(7) . 2_645 ?
N1 Cu1 O1 89.79(6) . 2_645 ?
O2 S1 O1 114.97(10) . . ?
O2 S1 O3 113.15(9) . . ?
O1 S1 O3 110.08(9) . . ?
O2 S1 C2 106.26(10) . . ?
O1 S1 C2 106.52(10) . . ?
O3 S1 C2 105.08(10) . . ?
S1 O1 Cu1 133.67(10) . 2_655 ?
S1 O3 Cu1 119.38(9) . . ?
C13 O4 Cu1 108.51(13) . . ?
C20 O6 H11 107(2) . . ?
C21 O9 H13 108(3) . . ?
C7 N1 C1 120.23(18) . . ?
C7 N1 Cu1 112.21(15) . . ?
C1 N1 Cu1 127.26(14) . . ?
C9 N2 C8 118.4(2) . . ?
C9 N2 Cu1 129.03(17) . . ?
C8 N2 Cu1 112.60(14) . . ?
C6 C1 C2 119.2(2) . . ?
C6 C1 N1 121.4(2) . . ?
C2 C1 N1 119.44(18) . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 S1 117.92(18) . . ?
C1 C2 S1 121.72(16) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H4 120.0 . . ?
C2 C3 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H3 120.0 . . ?
C5 C4 H3 120.0 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H2 119.7 . . ?
C6 C5 H2 119.7 . . ?
C5 C6 C1 119.9(2) . . ?
C5 C6 H1 120.1 . . ?
C1 C6 H1 120.1 . . ?
N1 C7 C8 118.6(2) . . ?
N1 C7 H9 120.7 . . ?
C8 C7 H9 120.7 . . ?
N2 C8 C12 122.5(2) . . ?
N2 C8 C7 114.58(19) . . ?
C12 C8 C7 123.0(2) . . ?
N2 C9 C10 122.1(2) . . ?
N2 C9 H5 119.0 . . ?
C10 C9 H5 119.0 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H6 120.2 . . ?
C9 C10 H6 120.2 . . ?
C10 C11 C12 118.7(2) . . ?
C10 C11 H8 120.6 . . ?
C12 C11 H8 120.6 . . ?
C8 C12 C11 118.7(2) . . ?
C8 C12 H7 120.7 . . ?
C11 C12 H7 120.7 . . ?
O5 C13 O4 123.63(19) . . ?
O5 C13 C14 119.13(18) . . ?
O4 C13 C14 117.24(18) . . ?
C19 C14 C15 119.90(19) . . ?
C19 C14 C13 118.08(18) . . ?
C15 C14 C13 121.89(19) . . ?
C14 C15 C16 119.59(19) . . ?
C14 C15 H14 120.2 . . ?
C16 C15 H14 120.2 . . ?
C17 C16 C15 120.19(19) . . ?
C17 C16 C21 117.15(18) . . ?
C15 C16 C21 122.6(2) . . ?
C18 C17 C16 120.26(19) . . ?
C18 C17 H12 119.9 . . ?
C16 C17 H12 119.9 . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 C20 121.81(19) . . ?
C19 C18 C20 118.68(19) . . ?
C14 C19 C18 120.6(2) . . ?
C14 C19 H10 119.7 . . ?
C18 C19 H10 119.7 . . ?
O7 C20 O6 123.0(2) . . ?
O7 C20 C18 123.1(2) . . ?
O6 C20 C18 113.92(19) . . ?
O8 C21 O9 123.2(2) . . ?
O8 C21 C16 123.4(2) . . ?
O9 C21 C16 113.40(19) . . ?

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 S1 O1 Cu1 -170.58(12) . . . 2_655 ?
O3 S1 O1 Cu1 -41.39(15) . . . 2_655 ?
C2 S1 O1 Cu1 72.01(15) . . . 2_655 ?
O2 S1 O3 Cu1 -49.55(13) . . . . ?
O1 S1 O3 Cu1 -179.73(9) . . . . ?
C2 S1 O3 Cu1 65.94(12) . . . . ?
C7 N1 C1 C6 25.7(3) . . . . ?
Cu1 N1 C1 C6 -147.57(19) . . . . ?
C7 N1 C1 C2 -155.6(2) . . . . ?
Cu1 N1 C1 C2 31.1(3) . . . . ?
C6 C1 C2 C3 -2.6(3) . . . . ?
N1 C1 C2 C3 178.6(2) . . . . ?
C6 C1 C2 S1 -179.93(19) . . . . ?
N1 C1 C2 S1 1.3(3) . . . . ?
O2 S1 C2 C3 -106.32(19) . . . . ?
O1 S1 C2 C3 16.7(2) . . . . ?
O3 S1 C2 C3 133.51(18) . . . . ?
O2 S1 C2 C1 71.0(2) . . . . ?
O1 S1 C2 C1 -165.91(18) . . . . ?
O3 S1 C2 C1 -49.1(2) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
S1 C2 C3 C4 177.4(2) . . . . ?
C2 C3 C4 C5 1.7(4) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C4 C5 C6 C1 -1.8(5) . . . . ?
C2 C1 C6 C5 3.5(4) . . . . ?
N1 C1 C6 C5 -177.8(2) . . . . ?
C1 N1 C7 C8 -176.44(19) . . . . ?
Cu1 N1 C7 C8 -2.3(2) . . . . ?
C9 N2 C8 C12 2.3(3) . . . . ?
Cu1 N2 C8 C12 -176.65(18) . . . . ?
C9 N2 C8 C7 -178.4(2) . . . . ?
Cu1 N2 C8 C7 2.6(2) . . . . ?
N1 C7 C8 N2 -0.2(3) . . . . ?
N1 C7 C8 C12 179.0(2) . . . . ?
C8 N2 C9 C10 -1.1(4) . . . . ?
Cu1 N2 C9 C10 177.7(2) . . . . ?
N2 C9 C10 C11 -1.2(5) . . . . ?
C9 C10 C11 C12 2.3(5) . . . . ?
N2 C8 C12 C11 -1.2(4) . . . . ?
C7 C8 C12 C11 179.6(2) . . . . ?
C10 C11 C12 C8 -1.1(4) . . . . ?
Cu1 O4 C13 O5 -2.6(2) . . . . ?
Cu1 O4 C13 C14 177.83(14) . . . . ?
O5 C13 C14 C19 20.6(3) . . . . ?
O4 C13 C14 C19 -159.81(19) . . . . ?
O5 C13 C14 C15 -155.2(2) . . . . ?
O4 C13 C14 C15 24.4(3) . . . . ?
C19 C14 C15 C16 -0.9(3) . . . . ?
C13 C14 C15 C16 174.86(18) . . . . ?
C14 C15 C16 C17 2.1(3) . . . . ?
C14 C15 C16 C21 -175.0(2) . . . . ?
C15 C16 C17 C18 -1.7(3) . . . . ?
C21 C16 C17 C18 175.62(19) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C16 C17 C18 C20 -176.7(2) . . . . ?
C15 C14 C19 C18 -0.9(3) . . . . ?
C13 C14 C19 C18 -176.76(18) . . . . ?
C17 C18 C19 C14 1.3(3) . . . . ?
C20 C18 C19 C14 178.11(19) . . . . ?
C17 C18 C20 O7 178.2(2) . . . . ?
C19 C18 C20 O7 1.5(3) . . . . ?
C17 C18 C20 O6 -1.0(3) . . . . ?
C19 C18 C20 O6 -177.74(19) . . . . ?
C17 C16 C21 O8 1.5(3) . . . . ?
C15 C16 C21 O8 178.7(2) . . . . ?
C17 C16 C21 O9 -177.2(2) . . . . ?
C15 C16 C21 O9 0.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H11 O5 0.74(3) 1.89(3) 2.618(2) 165(3) 2_755
O9 H13 O7 0.71(3) 1.97(3) 2.681(2) 178(4) 4_566
C7 H9 O2 0.93 2.47 3.344(3) 155.8 3_655
C12 H7 O2 0.93 2.56 3.233(3) 129.2 1_545

_refine_diff_density_max         0.577
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.096

####################################################################### 
# 
# 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_2SH506
_database_code_depnum_ccdc_archive 'CCDC 1042663'
_audit_update_record             
;
2016-07-21 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H19 Cu N2 O11 S'
_chemical_formula_weight         522.94

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4867(3)
_cell_length_b                   10.6290(4)
_cell_length_c                   11.8068(5)
_cell_angle_alpha                98.625(2)
_cell_angle_beta                 92.974(2)
_cell_angle_gamma                116.1420(10)
_cell_volume                     1047.28(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      28.55
_exptl_crystal_description       PRISM
_exptl_crystal_colour            GREEN
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.206
_shelx_estimated_absorpt_T_min   0.657
_shelx_estimated_absorpt_T_max   0.777
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      303(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34577
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.406
_diffrn_reflns_theta_max         28.590
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5345
_reflns_number_gt                4500
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²+0.3330P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5345
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0929
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.002
_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_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 0.87893(2) 0.85367(2) 0.54214(2) 0.02649(8) Uani 1 1 d . . . . .
S1 S 0.94367(6) 0.82202(6) 0.77870(4) 0.03769(13) Uani 1 1 d . . . . .
O3 O 0.89995(19) 0.67642(18) 0.72645(16) 0.0499(4) Uani 1 1 d . . . . .
O2 O 1.0534(2) 0.8776(2) 0.88336(15) 0.0600(5) Uani 1 1 d . . . . .
O4 O 1.08160(14) 0.92725(13) 0.47988(11) 0.0273(3) Uani 1 1 d . . . . .
O5 O 1.09628(17) 0.72704(15) 0.48941(16) 0.0450(4) Uani 1 1 d . . . . .
O6 O 1.18695(19) 0.8324(2) 0.25775(15) 0.0516(5) Uani 1 1 d . . . . .
O7 O 1.3929(2) 0.8074(2) 0.19856(15) 0.0576(5) Uani 1 1 d . . . . .
N1 N 0.74257(18) 0.74249(17) 0.39484(14) 0.0300(3) Uani 1 1 d . . . . .
O1 O 1.00137(16) 0.91929(16) 0.69566(13) 0.0397(3) Uani 1 1 d . . . . .
C1 C 0.7656(3) 0.8254(2) 0.81169(19) 0.0391(5) Uani 1 1 d . . . . .
C2 C 0.7438(3) 0.8532(3) 0.9259(2) 0.0563(7) Uani 1 1 d . . . . .
H2 H 0.8236 0.8723 0.9847 0.068 Uiso 1 1 calc R U . . .
C3 C 0.6026(4) 0.8528(3) 0.9526(3) 0.0708(9) Uani 1 1 d . . . . .
H3 H 0.5883 0.8724 1.0294 0.085 Uiso 1 1 calc R U . . .
C4 C 0.4855(4) 0.8236(3) 0.8665(3) 0.0636(8) Uani 1 1 d . . . . .
H4 H 0.3912 0.8231 0.8850 0.076 Uiso 1 1 calc R U . . .
C5 C 0.5043(3) 0.7945(3) 0.7515(2) 0.0467(5) Uani 1 1 d . . . . .
H5 H 0.4232 0.7748 0.6935 0.056 Uiso 1 1 calc R U . . .
C6 C 0.6451(2) 0.7949(2) 0.72310(18) 0.0357(4) Uani 1 1 d . . . . .
N2 N 0.67119(18) 0.76887(17) 0.60569(14) 0.0295(3) Uani 1 1 d . . . . .
C7 C 0.5559(2) 0.6854(2) 0.52717(18) 0.0331(4) Uani 1 1 d . . . . .
H7 H 0.4537 0.6376 0.5455 0.040 Uiso 1 1 calc R U . . .
C8 C 0.5886(2) 0.6671(2) 0.40857(18) 0.0316(4) Uani 1 1 d . . . . .
C12 C 0.7838(3) 0.7328(2) 0.28924(19) 0.0401(5) Uani 1 1 d . . . . .
H12 H 0.8892 0.7848 0.2792 0.048 Uiso 1 1 calc R U . . .
C11 C 0.6738(3) 0.6473(3) 0.1936(2) 0.0513(6) Uani 1 1 d . . . . .
H11 H 0.7053 0.6422 0.1204 0.062 Uiso 1 1 calc R U . . .
C10 C 0.5183(3) 0.5704(3) 0.2080(2) 0.0536(6) Uani 1 1 d . . . . .
H10 H 0.4434 0.5120 0.1448 0.064 Uiso 1 1 calc R U . . .
C9 C 0.4739(3) 0.5803(2) 0.3168(2) 0.0437(5) Uani 1 1 d . . . . .
H9 H 0.3688 0.5296 0.3282 0.052 Uiso 1 1 calc R U . . .
C13 C 1.15740(19) 0.85305(19) 0.48178(16) 0.0259(3) Uani 1 1 d . . . . .
C14 C 1.33461(19) 0.93274(19) 0.48611(16) 0.0244(3) Uani 1 1 d . . . . .
C16 C 1.4144(2) 0.92197(19) 0.39166(16) 0.0256(3) Uani 1 1 d . . . . .
C17 C 1.3301(2) 0.8462(2) 0.27269(17) 0.0320(4) Uani 1 1 d . . . . .
C15 C 1.4205(2) 1.0108(2) 0.59251(16) 0.0266(4) Uani 1 1 d . . . . .
H15 H 1.3668 1.0186 0.6548 0.032 Uiso 1 1 calc R U . . .
O8 O 0.1936(2) 0.5275(2) 0.5452(2) 0.0678(6) Uani 1 1 d . . . . .
O9 O 0.2252(3) 0.5410(3) 1.0003(3) 0.0794(7) Uani 1 1 d . . . . .
O10 O 0.0330(3) 0.7250(3) 0.0560(2) 0.0839(8) Uani 1 1 d . . . . .
O11 O 0.1040(5) 0.5488(4) 0.7834(3) 0.1105(11) Uani 1 1 d . . . . .
H6 H 1.148(4) 0.802(3) 0.196(3) 0.059(9) Uiso 1 1 d . . . . .
H10A H 0.047(5) 0.776(5) 0.004(4) 0.101(14) Uiso 1 1 d . . . . .
H10B H -0.032(5) 0.645(4) 0.031(3) 0.078(12) Uiso 1 1 d . . . . .
H8A H 0.118(5) 0.447(4) 0.523(3) 0.089(12) Uiso 1 1 d . . . . .
H8B H 0.172(5) 0.577(5) 0.505(4) 0.111(16) Uiso 1 1 d . . . . .
H11A H 0.125(5) 0.529(5) 0.709(4) 0.103(15) Uiso 1 1 d . . . . .
H11B H 0.036(7) 0.571(6) 0.773(5) 0.14(2) Uiso 1 1 d . . . . .
H9A H 0.193(5) 0.554(5) 0.933(4) 0.100(15) Uiso 1 1 d . . . . .
H9B H 0.225(7) 0.608(6) 1.052(5) 0.15(2) Uiso 1 1 d . . . . .


_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 O1 1.9518(14) . ?
Cu1 O4 1.9603(12) . ?
Cu1 N1 1.9743(16) . ?
Cu1 N2 2.0126(15) . ?
Cu1 O4 2.2480(12) 2_776 ?
S1 O2 1.4372(17) . ?
S1 O3 1.4385(18) . ?
S1 O1 1.4802(15) . ?
S1 C1 1.768(2) . ?
O4 C13 1.282(2) . ?
O4 Cu1 2.2480(12) 2_776 ?
O5 C13 1.223(2) . ?
O6 C17 1.300(2) . ?
O6 H6 0.75(3) . ?
O7 C17 1.205(2) . ?
N1 C12 1.329(3) . ?
N1 C8 1.355(2) . ?
C1 C2 1.382(3) . ?
C1 C6 1.398(3) . ?
C2 C3 1.390(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.429(3) . ?
N2 C7 1.279(3) . ?
C7 C8 1.453(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(3) . ?
C12 C11 1.387(3) . ?
C12 H12 0.9300 . ?
C11 C10 1.371(4) . ?
C11 H11 0.9300 . ?
C10 C9 1.376(4) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C13 C14 1.507(2) . ?
C14 C15 1.384(3) . ?
C14 C16 1.398(2) . ?
C16 C15 1.394(2) 2_876 ?
C16 C17 1.496(3) . ?
C15 C16 1.394(2) 2_876 ?
C15 H15 0.9300 . ?
O8 H8A 0.83(4) . ?
O8 H8B 0.84(5) . ?
O9 H9A 0.89(5) . ?
O9 H9B 0.86(6) . ?
O10 H10A 0.86(4) . ?
O10 H10B 0.80(4) . ?
O11 H11A 0.92(5) . ?
O11 H11B 0.79(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O4 87.26(6) . . ?
O1 Cu1 N1 166.53(7) . . ?
O4 Cu1 N1 97.25(6) . . ?
O1 Cu1 N2 92.69(6) . . ?
O4 Cu1 N2 177.18(6) . . ?
N1 Cu1 N2 82.18(7) . . ?
O1 Cu1 O4 94.50(6) . 2_776 ?
O4 Cu1 O4 77.44(5) . 2_776 ?
N1 Cu1 O4 98.87(6) . 2_776 ?
N2 Cu1 O4 105.37(6) . 2_776 ?
O2 S1 O3 115.49(11) . . ?
O2 S1 O1 110.18(10) . . ?
O3 S1 O1 111.94(10) . . ?
O2 S1 C1 108.04(12) . . ?
O3 S1 C1 105.80(10) . . ?
O1 S1 C1 104.63(10) . . ?
C13 O4 Cu1 116.09(11) . . ?
C13 O4 Cu1 140.09(11) . 2_776 ?
Cu1 O4 Cu1 102.56(5) . 2_776 ?
C17 O6 H6 113(2) . . ?
C12 N1 C8 118.69(18) . . ?
C12 N1 Cu1 128.51(14) . . ?
C8 N1 Cu1 112.80(13) . . ?
S1 O1 Cu1 116.49(8) . . ?
C2 C1 C6 120.1(2) . . ?
C2 C1 S1 119.6(2) . . ?
C6 C1 S1 120.27(16) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.1(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 N2 121.7(2) . . ?
C1 C6 N2 119.14(18) . . ?
C7 N2 C6 120.72(16) . . ?
C7 N2 Cu1 112.32(13) . . ?
C6 N2 Cu1 126.96(13) . . ?
N2 C7 C8 118.29(17) . . ?
N2 C7 H7 120.9 . . ?
C8 C7 H7 120.9 . . ?
N1 C8 C9 122.1(2) . . ?
N1 C8 C7 114.38(17) . . ?
C9 C8 C7 123.47(18) . . ?
N1 C12 C11 121.8(2) . . ?
N1 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C10 C11 C12 119.3(2) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C9 C8 118.6(2) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
O5 C13 O4 124.01(16) . . ?
O5 C13 C14 119.37(15) . . ?
O4 C13 C14 116.35(15) . . ?
C15 C14 C16 119.63(15) . . ?
C15 C14 C13 116.79(15) . . ?
C16 C14 C13 123.37(16) . . ?
C15 C16 C14 118.91(17) 2_876 . ?
C15 C16 C17 118.29(16) 2_876 . ?
C14 C16 C17 122.74(16) . . ?
O7 C17 O6 124.6(2) . . ?
O7 C17 C16 122.38(18) . . ?
O6 C17 C16 113.01(17) . . ?
C14 C15 C16 121.45(16) . 2_876 ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 2_876 . ?
H8A O8 H8B 102(4) . . ?
H9A O9 H9B 106(5) . . ?
H10A O10 H10B 110(4) . . ?
H11A O11 H11B 102(5) . . ?

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 S1 O1 Cu1 174.33(11) . . . . ?
O3 S1 O1 Cu1 44.36(13) . . . . ?
C1 S1 O1 Cu1 -69.75(12) . . . . ?
O2 S1 C1 C2 -10.8(2) . . . . ?
O3 S1 C1 C2 113.4(2) . . . . ?
O1 S1 C1 C2 -128.2(2) . . . . ?
O2 S1 C1 C6 171.51(17) . . . . ?
O3 S1 C1 C6 -64.2(2) . . . . ?
O1 S1 C1 C6 54.12(19) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
S1 C1 C2 C3 -178.5(2) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C4 C5 C6 N2 -178.5(2) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
S1 C1 C6 C5 178.28(17) . . . . ?
C2 C1 C6 N2 178.9(2) . . . . ?
S1 C1 C6 N2 -3.4(3) . . . . ?
C5 C6 N2 C7 -31.9(3) . . . . ?
C1 C6 N2 C7 149.9(2) . . . . ?
C5 C6 N2 Cu1 147.18(17) . . . . ?
C1 C6 N2 Cu1 -31.1(3) . . . . ?
C6 N2 C7 C8 177.71(17) . . . . ?
Cu1 N2 C7 C8 -1.5(2) . . . . ?
C12 N1 C8 C9 0.4(3) . . . . ?
Cu1 N1 C8 C9 -178.85(16) . . . . ?
C12 N1 C8 C7 -179.82(18) . . . . ?
Cu1 N1 C8 C7 0.9(2) . . . . ?
N2 C7 C8 N1 0.4(3) . . . . ?
N2 C7 C8 C9 -179.84(19) . . . . ?
C8 N1 C12 C11 -0.4(3) . . . . ?
Cu1 N1 C12 C11 178.71(17) . . . . ?
N1 C12 C11 C10 0.0(4) . . . . ?
C12 C11 C10 C9 0.5(4) . . . . ?
C11 C10 C9 C8 -0.5(4) . . . . ?
N1 C8 C9 C10 0.1(3) . . . . ?
C7 C8 C9 C10 -179.7(2) . . . . ?
Cu1 O4 C13 O5 20.4(3) . . . . ?
Cu1 O4 C13 O5 -175.35(15) 2_776 . . . ?
Cu1 O4 C13 C14 -153.68(12) . . . . ?
Cu1 O4 C13 C14 10.6(3) 2_776 . . . ?
O5 C13 C14 C15 -95.6(2) . . . . ?
O4 C13 C14 C15 78.7(2) . . . . ?
O5 C13 C14 C16 79.2(2) . . . . ?
O4 C13 C14 C16 -106.5(2) . . . . ?
C15 C14 C16 C15 0.8(3) . . . 2_876 ?
C13 C14 C16 C15 -173.90(16) . . . 2_876 ?
C15 C14 C16 C17 -176.65(17) . . . . ?
C13 C14 C16 C17 8.7(3) . . . . ?
C15 C16 C17 O7 20.6(3) 2_876 . . . ?
C14 C16 C17 O7 -162.0(2) . . . . ?
C15 C16 C17 O6 -156.89(19) 2_876 . . . ?
C14 C16 C17 O6 20.5(3) . . . . ?
C16 C14 C15 C16 -0.8(3) . . . 2_876 ?
C13 C14 C15 C16 174.23(16) . . . 2_876 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O2 0.93 2.59 3.119(3) 116.8 2_777
C7 H7 O8 0.93 2.22 3.126(3) 165.8 .
C11 H11 O9 0.93 2.58 3.272(4) 131.6 2_666
C9 H9 O3 0.93 2.49 3.339(3) 152.0 2_666
O6 H6 O10 0.75(3) 1.79(3) 2.542(3) 173(3) 1_655
O10 H10A O2 0.86(4) 1.90(5) 2.754(3) 174(4) 1_454
O10 H10B O9 0.80(4) 1.98(4) 2.757(4) 165(4) 2_566
O8 H8A O5 0.83(4) 2.03(4) 2.836(2) 162(4) 2_666
O8 H8B O5 0.84(5) 2.04(5) 2.805(3) 150(4) 1_455
O11 H11A O8 0.92(5) 2.08(5) 2.985(5) 169(4) .
O11 H11B O3 0.79(6) 2.15(6) 2.914(4) 164(6) 1_455
O9 H9A O11 0.89(5) 1.90(5) 2.780(4) 170(4) .
O9 H9B O7 0.86(6) 2.38(6) 3.112(3) 142(5) 1_456

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.098

