# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 1433869'
_audit_update_record             
;
2015-10-29 deposited with the CCDC.
2016-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            coppercompound
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 Cu N3 O10 S2'
_chemical_formula_weight         548.98

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                   9.1350(4)
_cell_length_b                   11.0789(5)
_cell_length_c                   11.9804(5)
_cell_angle_alpha                92.071(2)
_cell_angle_beta                 94.009(2)
_cell_angle_gamma                112.747(2)
_cell_volume                     1112.81(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       platelike
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             558
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.228
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19927
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0219
_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         2.428
_diffrn_reflns_theta_max         28.378
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5544
_reflns_number_gt                4869
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0702P)²+0.8606P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5544
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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 0.31919(4) 0.29834(3) 0.36197(2) 0.03120(10) Uani 1 1 d . . . . .
S1 S 0.39886(8) 0.86394(6) 0.16852(5) 0.03411(14) Uani 1 1 d . . . . .
O400 O 0.6694(6) 0.5538(5) 0.0117(4) 0.147(2) Uani 1 1 d G . . . .
S2 S 0.62584(8) 0.95404(5) 0.12817(4) 0.03304(14) Uani 1 1 d . . . . .
O2 O 0.5868(2) 0.36553(18) 0.43720(16) 0.0401(4) Uani 1 1 d . . . . .
H2A H 0.6354 0.4506 0.4391 0.060 Uiso 1 1 d R U . . .
H2B H 0.6376 0.3309 0.3963 0.060 Uiso 1 1 d R U . . .
O5 O 0.1952(3) -0.2705(2) 0.64440(19) 0.0533(5) Uani 1 1 d . . . . .
O200 O 0.1490(3) 0.5127(2) 0.7629(2) 0.0558(5) Uani 1 1 d G . . . .
H20A H 0.1394 0.4477 0.7188 0.084 Uiso 1 1 d G U . . .
H20B H 0.1745 0.4990 0.8294 0.084 Uiso 1 1 d G U . . .
O4 O 0.0189(2) -0.20192(18) 0.71341(16) 0.0429(4) Uani 1 1 d . . . . .
O100 O 0.0592(7) 0.1839(5) 0.8618(4) 0.1431(19) Uani 1 1 d G . . . .
C7 C 0.1270(3) -0.1932(2) 0.65292(19) 0.0305(4) Uani 1 1 d . . . . .
C3 C 0.1813(3) -0.0756(2) 0.58044(17) 0.0263(4) Uani 1 1 d . . . . .
C2 C 0.1548(2) 0.0368(2) 0.60879(17) 0.0247(4) Uani 1 1 d . . . . .
H2 H 0.1061 0.0426 0.6733 0.030 Uiso 1 1 calc R U . . .
C1 C 0.2020(2) 0.13964(19) 0.53954(16) 0.0234(4) Uani 1 1 d . . . . .
N1 N 0.2685(2) 0.13420(18) 0.44387(15) 0.0279(4) Uani 1 1 d . . . . .
N2 N 0.3496(2) 0.47150(19) 0.29977(16) 0.0298(4) Uani 1 1 d . . . . .
C13 C 0.4883(3) 0.5509(2) 0.2660(2) 0.0341(5) Uani 1 1 d . . . . .
H13 H 0.5725 0.5233 0.2697 0.041 Uiso 1 1 calc R U . . .
C14 C 0.5135(3) 0.6720(2) 0.2256(2) 0.0328(5) Uani 1 1 d . . . . .
H14 H 0.6119 0.7242 0.2024 0.039 Uiso 1 1 calc R U . . .
C15 C 0.3891(3) 0.7136(2) 0.22064(17) 0.0275(4) Uani 1 1 d . . . . .
C10 C 0.3735(3) 0.1170(2) 0.00620(17) 0.0257(4) Uani 1 1 d . . . . .
C11 C 0.5047(3) 0.2124(2) 0.06608(19) 0.0336(5) Uani 1 1 d . . . . .
H11 H 0.6035 0.2441 0.0373 0.040 Uiso 1 1 calc R U . . .
C12 C 0.4847(3) 0.2596(2) 0.17049(19) 0.0348(5) Uani 1 1 d . . . . .
H12 H 0.5728 0.3235 0.2111 0.042 Uiso 1 1 calc R U . . .
N3 N 0.3455(2) 0.21794(19) 0.21549(15) 0.0296(4) Uani 1 1 d . . . . .
C5 C 0.2953(3) 0.0268(2) 0.4173(2) 0.0387(6) Uani 1 1 d . . . . .
H5 H 0.3429 0.0229 0.3520 0.046 Uiso 1 1 calc R U . . .
C4 C 0.2545(3) -0.0790(2) 0.4839(2) 0.0369(5) Uani 1 1 d . . . . .
H4 H 0.2762 -0.1518 0.4638 0.044 Uiso 1 1 calc R U . . .
O1 O 0.2464(2) 0.35655(15) 0.49691(13) 0.0327(4) Uani 1 1 d . . . . .
C6 C 0.1853(3) 0.2685(2) 0.56471(17) 0.0262(4) Uani 1 1 d . . . . .
O3 O 0.1195(2) 0.28213(18) 0.64761(15) 0.0416(4) Uani 1 1 d . . . . .
C17 C 0.2296(3) 0.5125(2) 0.2947(2) 0.0366(5) Uani 1 1 d . . . . .
H17 H 0.1323 0.4581 0.3181 0.044 Uiso 1 1 calc R U . . .
C16 C 0.2443(3) 0.6324(2) 0.2560(2) 0.0366(5) Uani 1 1 d . . . . .
H16 H 0.1586 0.6581 0.2538 0.044 Uiso 1 1 calc R U . . .
C8 C 0.2199(3) 0.1239(2) 0.1574(2) 0.0331(5) Uani 1 1 d . . . . .
H8 H 0.1225 0.0934 0.1883 0.040 Uiso 1 1 calc R U . . .
C9 C 0.2293(3) 0.0705(2) 0.05319(19) 0.0315(5) Uani 1 1 d . . . . .
H9 H 0.1403 0.0046 0.0154 0.038 Uiso 1 1 calc R U . . .
O300 O -0.0244(6) 0.2774(4) 1.0609(3) 0.1394(19) Uani 1 1 d G . . . .
O500 O 0.8749(7) 0.4591(6) 0.0219(4) 0.170(2) Uani 1 1 d G . . . .


_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 1.9693(16) . ?
Cu1 N1 2.0063(18) . ?
Cu1 N2 2.0083(19) . ?
Cu1 N3 2.0106(19) . ?
Cu1 O2 2.3621(18) . ?
S1 C15 1.772(2) . ?
S1 S2 2.0258(9) . ?
S2 C10 1.768(2) 2_665 ?
O5 C7 1.244(3) . ?
O4 C7 1.242(3) . ?
C7 C3 1.529(3) . ?
C3 C4 1.382(3) . ?
C3 C2 1.393(3) . ?
C2 C1 1.382(3) . ?
C1 N1 1.344(3) . ?
C1 C6 1.515(3) . ?
N1 C5 1.336(3) . ?
N2 C13 1.333(3) . ?
N2 C17 1.338(3) . ?
C13 C14 1.382(3) . ?
C14 C15 1.380(3) . ?
C15 C16 1.387(3) . ?
C10 C11 1.383(3) . ?
C10 C9 1.385(3) . ?
C10 S2 1.768(2) 2_665 ?
C11 C12 1.389(3) . ?
C12 N3 1.334(3) . ?
N3 C8 1.341(3) . ?
C5 C4 1.386(3) . ?
O1 C6 1.274(3) . ?
C6 O3 1.231(3) . ?
C17 C16 1.383(3) . ?
C8 C9 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 81.99(7) . . ?
O1 Cu1 N2 88.39(7) . . ?
N1 Cu1 N2 170.15(8) . . ?
O1 Cu1 N3 168.22(8) . . ?
N1 Cu1 N3 95.13(7) . . ?
N2 Cu1 N3 93.87(8) . . ?
O1 Cu1 O2 95.01(7) . . ?
N1 Cu1 O2 88.25(7) . . ?
N2 Cu1 O2 94.72(8) . . ?
N3 Cu1 O2 96.32(7) . . ?
C15 S1 S2 104.94(8) . . ?
C10 S2 S1 104.74(8) 2_665 . ?
O4 C7 O5 126.9(2) . . ?
O4 C7 C3 116.6(2) . . ?
O5 C7 C3 116.5(2) . . ?
C4 C3 C2 118.23(19) . . ?
C4 C3 C7 121.1(2) . . ?
C2 C3 C7 120.69(19) . . ?
C1 C2 C3 118.92(19) . . ?
N1 C1 C2 122.63(19) . . ?
N1 C1 C6 113.99(17) . . ?
C2 C1 C6 123.38(18) . . ?
C5 N1 C1 118.35(19) . . ?
C5 N1 Cu1 129.13(15) . . ?
C1 N1 Cu1 112.50(14) . . ?
C13 N2 C17 117.8(2) . . ?
C13 N2 Cu1 122.32(16) . . ?
C17 N2 Cu1 119.85(16) . . ?
N2 C13 C14 123.4(2) . . ?
C15 C14 C13 118.4(2) . . ?
C14 C15 C16 118.8(2) . . ?
C14 C15 S1 124.48(17) . . ?
C16 C15 S1 116.73(17) . . ?
C11 C10 C9 119.1(2) . . ?
C11 C10 S2 124.97(17) . 2_665 ?
C9 C10 S2 115.94(17) . 2_665 ?
C10 C11 C12 118.2(2) . . ?
N3 C12 C11 123.3(2) . . ?
C12 N3 C8 117.92(19) . . ?
C12 N3 Cu1 121.77(16) . . ?
C8 N3 Cu1 120.24(16) . . ?
N1 C5 C4 122.3(2) . . ?
C3 C4 C5 119.5(2) . . ?
C6 O1 Cu1 115.55(13) . . ?
O3 C6 O1 125.2(2) . . ?
O3 C6 C1 119.49(19) . . ?
O1 C6 C1 115.26(18) . . ?
N2 C17 C16 122.7(2) . . ?
C17 C16 C15 118.8(2) . . ?
N3 C8 C9 122.6(2) . . ?
C8 C9 C10 118.9(2) . . ?

_refine_diff_density_max         0.863
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.084

_shelxl_version_number           2014-3

