# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1R
_database_code_depnum_ccdc_archive 'CCDC 2162454'
loop_
_audit_author_name
_audit_author_address
Maxim 'University of Bucharest'
_audit_update_record             
;
2022-06-05 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        1?[Cu2(R-salmet)2]
_chemical_name_common            1?[Cu2(R-salmet)2]
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H26 Cu2 N2 O6 S2'
_chemical_formula_sum            'C24 H26 Cu2 N2 O6 S2'
_chemical_formula_weight         629.67

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.08543(17)
_cell_length_b                   13.1667(6)
_cell_length_c                   37.3599(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2501.56(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14714
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      25.01

_exptl_crystal_description       prism
_exptl_crystal_colour            'greenish black'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.911
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8321
_exptl_absorpt_correction_T_max  0.9854
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14714
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         2.181
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4370
_reflns_number_gt                3596
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.694
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0907P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1201 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(13)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         4370
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1450
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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 0.72507(19) 0.63140(8) 0.65422(2) 0.0375(3) Uani 1 1 d . . . . .
Cu2 Cu 0.21516(19) 0.77643(8) 0.60988(2) 0.0371(3) Uani 1 1 d . . . . .
S2 S 0.0883(6) 1.2045(2) 0.66850(8) 0.0612(7) Uani 1 1 d . . . . .
S1 S 0.7732(6) 0.2729(3) 0.56326(7) 0.0698(8) Uani 1 1 d . . . . .
O2 O 0.3896(11) 0.6516(5) 0.62694(15) 0.0384(14) Uani 1 1 d . . . . .
O5 O -0.1146(11) 0.7633(4) 0.64004(15) 0.0373(14) Uani 1 1 d . . . . .
O6 O 0.4744(11) 0.7838(5) 0.57421(15) 0.0443(15) Uani 1 1 d . . . . .
O1 O 0.0382(11) 0.5691(5) 0.60666(16) 0.0434(15) Uani 1 1 d . . . . .
O3 O 0.9754(12) 0.6145(5) 0.69079(16) 0.0498(17) Uani 1 1 d . . . . .
O4 O -0.4742(11) 0.8496(5) 0.65576(16) 0.0437(15) Uani 1 1 d . . . . .
N1 N 0.5903(13) 0.4971(6) 0.65884(18) 0.0380(17) Uani 1 1 d . . . . .
N2 N 0.0556(13) 0.9016(6) 0.59662(19) 0.0384(18) Uani 1 1 d . . . . .
C19 C 0.0972(18) 0.9505(7) 0.5668(2) 0.043(2) Uani 1 1 d . . . . .
H19 H -0.009914 1.006009 0.561881 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2512(16) 0.5700(7) 0.62167(19) 0.0359(18) Uani 1 1 d . . . . .
C3 C 0.9995(17) 0.5354(8) 0.7117(2) 0.042(2) Uani 1 1 d . . . . .
C17 C 0.4791(18) 0.8455(8) 0.5464(2) 0.046(2) Uani 1 1 d . . . . .
C8 C 0.3814(16) 0.4716(7) 0.6325(2) 0.039(2) Uani 1 1 d . . . . .
H8 H 0.252495 0.425232 0.643186 0.047 Uiso 1 1 calc R U . . .
C20 C -0.1510(15) 0.9362(7) 0.6214(2) 0.040(2) Uani 1 1 d . . . . .
H20 H -0.291076 0.970617 0.608102 0.049 Uiso 1 1 calc R U . . .
C16 C 0.2956(16) 0.9251(7) 0.5410(2) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.6441(18) 0.4343(7) 0.6844(2) 0.044(2) Uani 1 1 d . . . . .
H7 H 0.542912 0.375635 0.685812 0.053 Uiso 1 1 calc R U . . .
C10 C 0.4977(19) 0.4255(8) 0.5981(3) 0.050(2) Uani 1 1 d . . . . .
H10A H 0.356271 0.414460 0.581131 0.060 Uiso 1 1 calc R U . . .
H10B H 0.618165 0.474207 0.587596 0.060 Uiso 1 1 calc R U . . .
C2 C 1.2043(19) 0.5366(9) 0.7374(2) 0.053(2) Uani 1 1 d . . . . .
H2 H 1.316679 0.592270 0.738429 0.063 Uiso 1 1 calc R U . . .
C0AA C -0.2609(17) 0.8436(6) 0.6405(2) 0.0348(18) Uani 1 1 d . . . . .
C18 C 0.6666(18) 0.8285(8) 0.5196(2) 0.049(2) Uani 1 1 d . . . . .
H18 H 0.787762 0.776141 0.522337 0.058 Uiso 1 1 calc R U . . .
C5 C 0.880(2) 0.3692(9) 0.7356(2) 0.052(2) Uani 1 1 d . . . . .
H5 H 0.767374 0.313564 0.735319 0.062 Uiso 1 1 calc R U . . .
C13 C 0.6752(19) 0.8872(8) 0.4894(2) 0.051(3) Uani 1 1 d . . . . .
H13 H 0.800844 0.873606 0.471948 0.061 Uiso 1 1 calc R U . . .
C15 C 0.312(2) 0.9851(8) 0.5097(2) 0.056(3) Uani 1 1 d . . . . .
H15 H 0.192435 1.037823 0.506471 0.068 Uiso 1 1 calc R U . . .
C1 C 1.2407(19) 0.4569(9) 0.7609(2) 0.054(3) Uani 1 1 d . . . . .
H1 H 1.377781 0.460150 0.777332 0.065 Uiso 1 1 calc R U . . .
C4 C 0.8429(18) 0.4469(7) 0.7105(2) 0.045(2) Uani 1 1 d . . . . .
C21 C -0.0409(19) 1.0067(7) 0.6500(2) 0.047(2) Uani 1 1 d . . . . .
H21A H -0.182370 1.025068 0.666131 0.056 Uiso 1 1 calc R U . . .
H21B H 0.088944 0.969521 0.663769 0.056 Uiso 1 1 calc R U . . .
C6 C 1.079(2) 0.3725(9) 0.7607(3) 0.056(3) Uani 1 1 d . . . . .
H6 H 1.103604 0.319814 0.776938 0.067 Uiso 1 1 calc R U . . .
C14 C 0.498(2) 0.9676(9) 0.4842(3) 0.062(3) Uani 1 1 d . . . . .
H14 H 0.507129 1.008080 0.463854 0.074 Uiso 1 1 calc R U . . .
C11 C 0.641(2) 0.3272(9) 0.6036(3) 0.063(3) Uani 1 1 d . . . . .
H11A H 0.520797 0.278738 0.614378 0.075 Uiso 1 1 calc R U . . .
H11B H 0.783409 0.338430 0.620376 0.075 Uiso 1 1 calc R U . . .
C23 C 0.295(2) 1.1533(9) 0.7024(3) 0.065(3) Uani 1 1 d . . . . .
H23A H 0.470860 1.146316 0.693301 0.098 Uiso 1 1 calc R U . . .
H23B H 0.230233 1.087931 0.709566 0.098 Uiso 1 1 calc R U . . .
H23C H 0.296498 1.198069 0.722709 0.098 Uiso 1 1 calc R U . . .
C22 C 0.084(2) 1.1024(8) 0.6363(3) 0.059(3) Uani 1 1 d . . . . .
H22A H -0.010276 1.124835 0.615197 0.071 Uiso 1 1 calc R U . . .
H22B H 0.263492 1.087588 0.629209 0.071 Uiso 1 1 calc R U . . .
C12 C 0.486(3) 0.2382(14) 0.5398(4) 0.126(7) Uani 1 1 d . . . . .
H12A H 0.533143 0.197835 0.519379 0.190 Uiso 1 1 calc R U . . .
H12B H 0.396006 0.298255 0.532019 0.190 Uiso 1 1 calc R U . . .
H12C H 0.373506 0.199524 0.555271 0.190 Uiso 1 1 calc R 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 O3 1.881(6) . ?
Cu1 N1 1.904(8) . ?
Cu1 O5 1.990(6) 1_655 ?
Cu1 O2 2.005(5) . ?
Cu2 O6 1.877(6) . ?
Cu2 N2 1.903(7) . ?
Cu2 O2 1.973(6) . ?
Cu2 O5 2.028(6) . ?
S2 C23 1.780(11) . ?
S2 C22 1.803(10) . ?
S1 C12 1.762(14) . ?
S1 C11 1.800(11) . ?
O2 C9 1.299(10) . ?
O5 C0AA 1.293(10) . ?
O6 C17 1.318(11) . ?
O1 C9 1.220(10) . ?
O3 C3 1.308(11) . ?
O4 C0AA 1.228(10) . ?
N1 C7 1.293(11) . ?
N1 C8 1.486(10) . ?
N2 C19 1.303(10) . ?
N2 C20 1.473(10) . ?
C19 C16 1.434(12) . ?
C19 H19 0.9300 . ?
C9 C8 1.511(12) . ?
C3 C4 1.413(13) . ?
C3 C2 1.415(12) . ?
C17 C18 1.402(12) . ?
C17 C16 1.417(13) . ?
C8 C10 1.540(13) . ?
C8 H8 0.9800 . ?
C20 C0AA 1.519(12) . ?
C20 C21 1.521(13) . ?
C20 H20 0.9800 . ?
C16 C15 1.414(12) . ?
C7 C4 1.413(13) . ?
C7 H7 0.9300 . ?
C10 C11 1.498(14) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C2 C1 1.381(14) . ?
C2 H2 0.9300 . ?
C18 C13 1.368(13) . ?
C18 H18 0.9300 . ?
C5 C6 1.381(13) . ?
C5 C4 1.401(13) . ?
C5 H5 0.9300 . ?
C13 C14 1.404(15) . ?
C13 H13 0.9300 . ?
C15 C14 1.362(14) . ?
C15 H15 0.9300 . ?
C1 C6 1.382(16) . ?
C1 H1 0.9300 . ?
C21 C22 1.501(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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 Cu1 N1 93.9(3) . . ?
O3 Cu1 O5 91.1(3) . 1_655 ?
N1 Cu1 O5 169.0(3) . 1_655 ?
O3 Cu1 O2 163.9(3) . . ?
N1 Cu1 O2 82.1(3) . . ?
O5 Cu1 O2 95.6(2) 1_655 . ?
O6 Cu2 N2 94.0(3) . . ?
O6 Cu2 O2 87.5(3) . . ?
N2 Cu2 O2 175.7(3) . . ?
O6 Cu2 O5 168.4(2) . . ?
N2 Cu2 O5 82.3(3) . . ?
O2 Cu2 O5 97.0(2) . . ?
C23 S2 C22 101.5(5) . . ?
C12 S1 C11 102.1(6) . . ?
C9 O2 Cu2 113.3(5) . . ?
C9 O2 Cu1 115.3(5) . . ?
Cu2 O2 Cu1 131.1(3) . . ?
C0AA O5 Cu1 118.3(5) . 1_455 ?
C0AA O5 Cu2 114.4(5) . . ?
Cu1 O5 Cu2 124.1(3) 1_455 . ?
C17 O6 Cu2 127.1(5) . . ?
C3 O3 Cu1 126.3(6) . . ?
C7 N1 C8 119.7(8) . . ?
C7 N1 Cu1 125.8(6) . . ?
C8 N1 Cu1 114.1(6) . . ?
C19 N2 C20 120.0(7) . . ?
C19 N2 Cu2 125.5(6) . . ?
C20 N2 Cu2 114.1(6) . . ?
N2 C19 C16 124.9(8) . . ?
N2 C19 H19 117.5 . . ?
C16 C19 H19 117.5 . . ?
O1 C9 O2 124.0(8) . . ?
O1 C9 C8 120.2(8) . . ?
O2 C9 C8 115.6(7) . . ?
O3 C3 C4 125.7(8) . . ?
O3 C3 C2 117.7(9) . . ?
C4 C3 C2 116.5(9) . . ?
O6 C17 C18 118.5(9) . . ?
O6 C17 C16 123.7(8) . . ?
C18 C17 C16 117.7(9) . . ?
N1 C8 C9 107.3(7) . . ?
N1 C8 C10 111.5(7) . . ?
C9 C8 C10 106.4(7) . . ?
N1 C8 H8 110.5 . . ?
C9 C8 H8 110.5 . . ?
C10 C8 H8 110.5 . . ?
N2 C20 C0AA 108.0(7) . . ?
N2 C20 C21 111.5(7) . . ?
C0AA C20 C21 107.3(7) . . ?
N2 C20 H20 110.0 . . ?
C0AA C20 H20 110.0 . . ?
C21 C20 H20 110.0 . . ?
C15 C16 C17 119.5(8) . . ?
C15 C16 C19 117.8(8) . . ?
C17 C16 C19 122.7(8) . . ?
N1 C7 C4 125.9(9) . . ?
N1 C7 H7 117.1 . . ?
C4 C7 H7 117.1 . . ?
C11 C10 C8 114.3(8) . . ?
C11 C10 H10A 108.7 . . ?
C8 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C8 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C1 C2 C3 121.4(10) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
O4 C0AA O5 124.5(8) . . ?
O4 C0AA C20 119.4(7) . . ?
O5 C0AA C20 116.0(7) . . ?
C13 C18 C17 121.4(9) . . ?
C13 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C6 C5 C4 122.0(10) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C18 C13 C14 121.3(9) . . ?
C18 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C14 C15 C16 121.6(10) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C2 C1 C6 121.9(9) . . ?
C2 C1 H1 119.1 . . ?
C6 C1 H1 119.1 . . ?
C5 C4 C3 120.3(9) . . ?
C5 C4 C7 118.2(9) . . ?
C3 C4 C7 121.5(8) . . ?
C22 C21 C20 115.5(8) . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C5 C6 C1 117.7(10) . . ?
C5 C6 H6 121.1 . . ?
C1 C6 H6 121.1 . . ?
C15 C14 C13 118.5(10) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C10 C11 S1 114.2(8) . . ?
C10 C11 H11A 108.7 . . ?
S1 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
S1 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
S2 C23 H23A 109.5 . . ?
S2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
S2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 S2 113.9(6) . . ?
C21 C22 H22A 108.8 . . ?
S2 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
S2 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
S1 C12 H12A 109.5 . . ?
S1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
N2 Cu2 O6 C17 -13.5(8) . . . . ?
O2 Cu2 O6 C17 170.5(8) . . . . ?
O5 Cu2 O6 C17 57.4(18) . . . . ?
N1 Cu1 O3 C3 -5.9(8) . . . . ?
O5 Cu1 O3 C3 -176.1(7) 1_655 . . . ?
O2 Cu1 O3 C3 69.0(14) . . . . ?
C20 N2 C19 C16 178.7(8) . . . . ?
Cu2 N2 C19 C16 -8.6(13) . . . . ?
Cu2 O2 C9 O1 2.2(10) . . . . ?
Cu1 O2 C9 O1 177.5(6) . . . . ?
Cu2 O2 C9 C8 177.0(5) . . . . ?
Cu1 O2 C9 C8 -7.7(8) . . . . ?
Cu1 O3 C3 C4 0.8(13) . . . . ?
Cu1 O3 C3 C2 179.0(6) . . . . ?
Cu2 O6 C17 C18 -169.7(6) . . . . ?
Cu2 O6 C17 C16 6.6(13) . . . . ?
C7 N1 C8 C9 146.6(8) . . . . ?
Cu1 N1 C8 C9 -25.9(8) . . . . ?
C7 N1 C8 C10 -97.3(10) . . . . ?
Cu1 N1 C8 C10 90.2(8) . . . . ?
O1 C9 C8 N1 -163.7(7) . . . . ?
O2 C9 C8 N1 21.3(9) . . . . ?
O1 C9 C8 C10 76.9(10) . . . . ?
O2 C9 C8 C10 -98.2(8) . . . . ?
C19 N2 C20 C0AA 148.5(8) . . . . ?
Cu2 N2 C20 C0AA -25.0(8) . . . . ?
C19 N2 C20 C21 -93.9(10) . . . . ?
Cu2 N2 C20 C21 92.6(8) . . . . ?
O6 C17 C16 C15 -177.9(9) . . . . ?
C18 C17 C16 C15 -1.5(13) . . . . ?
O6 C17 C16 C19 4.5(14) . . . . ?
C18 C17 C16 C19 -179.1(9) . . . . ?
N2 C19 C16 C15 179.0(9) . . . . ?
N2 C19 C16 C17 -3.3(14) . . . . ?
C8 N1 C7 C4 177.7(8) . . . . ?
Cu1 N1 C7 C4 -10.7(13) . . . . ?
N1 C8 C10 C11 62.3(11) . . . . ?
C9 C8 C10 C11 179.0(8) . . . . ?
O3 C3 C2 C1 179.0(9) . . . . ?
C4 C3 C2 C1 -2.7(13) . . . . ?
Cu1 O5 C0AA O4 15.7(10) 1_455 . . . ?
Cu2 O5 C0AA O4 176.5(6) . . . . ?
Cu1 O5 C0AA C20 -166.1(5) 1_455 . . . ?
Cu2 O5 C0AA C20 -5.3(8) . . . . ?
N2 C20 C0AA O4 -162.5(7) . . . . ?
C21 C20 C0AA O4 77.1(9) . . . . ?
N2 C20 C0AA O5 19.2(10) . . . . ?
C21 C20 C0AA O5 -101.1(8) . . . . ?
O6 C17 C18 C13 177.3(9) . . . . ?
C16 C17 C18 C13 0.8(14) . . . . ?
C17 C18 C13 C14 0.6(15) . . . . ?
C17 C16 C15 C14 0.9(15) . . . . ?
C19 C16 C15 C14 178.6(10) . . . . ?
C3 C2 C1 C6 -0.3(15) . . . . ?
C6 C5 C4 C3 -4.3(14) . . . . ?
C6 C5 C4 C7 176.3(9) . . . . ?
O3 C3 C4 C5 -176.9(9) . . . . ?
C2 C3 C4 C5 4.8(13) . . . . ?
O3 C3 C4 C7 2.5(14) . . . . ?
C2 C3 C4 C7 -175.8(8) . . . . ?
N1 C7 C4 C5 -177.7(9) . . . . ?
N1 C7 C4 C3 2.9(14) . . . . ?
N2 C20 C21 C22 60.5(11) . . . . ?
C0AA C20 C21 C22 178.5(8) . . . . ?
C4 C5 C6 C1 1.2(15) . . . . ?
C2 C1 C6 C5 1.1(15) . . . . ?
C16 C15 C14 C13 0.5(16) . . . . ?
C18 C13 C14 C15 -1.3(16) . . . . ?
C8 C10 C11 S1 179.3(7) . . . . ?
C12 S1 C11 C10 -68.1(11) . . . . ?
C20 C21 C22 S2 155.7(7) . . . . ?
C23 S2 C22 C21 64.2(9) . . . . ?

_refine_diff_density_max         0.752
_refine_diff_density_min         -0.892
_refine_diff_density_rms         0.114



####################################################################### 
# 
# 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_1Rw
_database_code_depnum_ccdc_archive 'CCDC 2162453'
loop_
_audit_author_name
_audit_author_address
Maxim 'University of Bucharest'
_audit_update_record             
;
2022-06-05 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;
_audit_creation_date             2022-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            1?[Cu2(R-salmet)2(H2O)]
_chemical_name_systematic        1?[Cu2(R-salmet)2(H2O)]
_chemical_formula_moiety         'C24 H28 Cu2 N2 O7 S2'
_chemical_formula_sum            'C24 H28 Cu2 N2 O7 S2'
_chemical_formula_weight         647.68
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H10 Cu1 N2 O10'
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'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.06810(12)
_cell_length_b                   13.2698(4)
_cell_length_c                   37.6991(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2535.36(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10691
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.3120
_cell_measurement_theta_min      2.147
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.891
_exptl_absorpt_correction_T_min  0.78001
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'greenish black'
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            14444
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.161
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  53.00   0.50   14.00    --  -10.08  49.00   5.00  170
  2  ω    -55.00 -18.00   0.50   14.00    --  -10.08 135.00  53.00   74
  3  ω    -23.00   8.00   0.50   14.00    --  -10.08 -99.00 -30.00   62
  4  ω    -18.00  21.00   0.50   14.00    --  -10.08 -99.00-120.00   78
  5  ω    -24.00  14.00   0.50   14.00    --  -10.08 -99.00-180.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0307139000
_diffrn_orient_matrix_UB_12      0.0499913000
_diffrn_orient_matrix_UB_13      0.0052185000
_diffrn_orient_matrix_UB_21      -0.0808633000
_diffrn_orient_matrix_UB_22      0.0189302000
_diffrn_orient_matrix_UB_23      -0.0138427000
_diffrn_orient_matrix_UB_31      -0.1100189000
_diffrn_orient_matrix_UB_32      0.0000699000
_diffrn_orient_matrix_UB_33      0.0116224000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.693
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4174
_reflns_number_total             4429
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 1617 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(7)
_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     337
_refine_ls_number_reflns         4429
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0261
_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)+(0.0277P)²+0.8160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0593
_refine_ls_wR_factor_ref         0.0609
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Rotating group:
 O1W(H1WA,H1WB)
1.b Ternary CH refined with riding coordinates:
 C8(H8), C19(H19)
1.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C21(H21A,H21B), C22(H22A,H22B), C10(H10A,H10B)
1.d Aromatic/amide H refined with riding coordinates:
 C18(H18), C7(H7), C2(H2), C3(H3), C1(H1), C16(H16), C6(H6), C13(H13),
 C17(H17), C12(H12)
1.e Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.26331(9) 0.63452(3) 0.34277(2) 0.02151(12) Uani 1 1 d . . . . .
Cu2 Cu 0.76415(9) 0.77814(3) 0.39065(2) 0.02114(12) Uani 1 1 d . . . . .
S2 S 0.8870(3) 1.20496(9) 0.33194(4) 0.0482(3) Uani 1 1 d . . . . .
S1 S 0.2026(3) 0.27640(11) 0.43681(4) 0.0539(4) Uani 1 1 d . . . . .
O5 O 1.0929(5) 0.76857(19) 0.35881(7) 0.0222(6) Uani 1 1 d . . . . .
O3 O -0.0133(5) 0.6039(2) 0.31018(7) 0.0277(6) Uani 1 1 d . . . . .
O1 O 0.9362(5) 0.5784(2) 0.39571(7) 0.0321(7) Uani 1 1 d . . . . .
O2 O 0.5883(5) 0.65607(18) 0.37254(7) 0.0221(6) Uani 1 1 d . . . . .
O4 O 1.4531(5) 0.8586(2) 0.34560(7) 0.0287(6) Uani 1 1 d . . . . .
O6 O 0.5020(5) 0.7841(2) 0.42612(7) 0.0316(7) Uani 1 1 d . . . . .
N1 N 0.3991(6) 0.4980(2) 0.34226(8) 0.0212(7) Uani 1 1 d . . . . .
O1W O 0.5265(6) 0.7093(2) 0.29722(8) 0.0424(8) Uani 1 1 d . . . . .
H1WA H 0.678094 0.681876 0.297065 0.064 Uiso 1 1 d R U . . .
H1WB H 0.556499 0.770606 0.302426 0.064 Uiso 1 1 d R U . . .
N2 N 0.9183(6) 0.9041(2) 0.40417(8) 0.0236(7) Uani 1 1 d . . . . .
C18 C 0.8732(8) 0.9510(3) 0.43348(11) 0.0273(9) Uani 1 1 d . . . . .
H18 H 0.980684 1.005796 0.438735 0.033 Uiso 1 1 calc R U . . .
C33 C 0.7246(8) 0.5758(3) 0.38013(9) 0.0208(8) Uani 1 1 d . . . . .
C4 C -0.0161(7) 0.5263(3) 0.28810(10) 0.0228(8) Uani 1 1 d . . . . .
C14 C 0.6736(7) 0.9263(3) 0.45849(10) 0.0267(9) Uani 1 1 d . . . . .
C8 C 0.5979(8) 0.4768(3) 0.36947(10) 0.0223(8) Uani 1 1 d . . . . .
H8 H 0.732230 0.431196 0.359895 0.027 Uiso 1 1 calc R U . . .
C15 C 0.4958(8) 0.8445(3) 0.45347(10) 0.0258(9) Uani 1 1 d . . . . .
C20 C 1.2381(8) 0.8490(3) 0.36031(9) 0.0216(7) Uani 1 1 d . . . . .
C7 C 0.3538(7) 0.4331(3) 0.31770(10) 0.0244(9) Uani 1 1 d . . . . .
H7 H 0.455288 0.374759 0.317660 0.029 Uiso 1 1 calc R U . . .
C19 C 1.1244(8) 0.9389(3) 0.37994(11) 0.0252(9) Uani 1 1 d . . . . .
H19 H 1.264061 0.973075 0.393313 0.030 Uiso 1 1 calc R U . . .
C2 C -0.2220(9) 0.4441(3) 0.23759(10) 0.0375(10) Uani 1 1 d . . . . .
H2 H -0.353661 0.443798 0.220400 0.045 Uiso 1 1 calc R U . . .
C3 C -0.2065(8) 0.5232(3) 0.26091(10) 0.0323(10) Uani 1 1 d . . . . .
H3 H -0.325012 0.576336 0.258693 0.039 Uiso 1 1 calc R U . . .
C5 C 0.1596(7) 0.4436(3) 0.29042(10) 0.0240(9) Uani 1 1 d . . . . .
C9 C 0.4757(8) 0.4307(3) 0.40339(11) 0.0303(9) Uani 1 1 d . . . . .
H9A H 0.614041 0.421492 0.420876 0.036 Uiso 1 1 calc R U . . .
H9B H 0.348851 0.477947 0.413122 0.036 Uiso 1 1 calc R U . . .
C1 C -0.0441(9) 0.3641(4) 0.23919(11) 0.0367(11) Uani 1 1 d . . . . .
H1 H -0.052776 0.311417 0.222953 0.044 Uiso 1 1 calc R U . . .
C16 C 0.3066(8) 0.8271(3) 0.48001(10) 0.0328(10) Uani 1 1 d . . . . .
H16 H 0.187606 0.774352 0.477237 0.039 Uiso 1 1 calc R U . . .
C6 C 0.1425(8) 0.3651(3) 0.26510(11) 0.0338(10) Uani 1 1 d . . . . .
H6 H 0.262976 0.312295 0.266244 0.041 Uiso 1 1 calc R U . . .
C13 C 0.6548(9) 0.9850(4) 0.48979(11) 0.0388(11) Uani 1 1 d . . . . .
H13 H 0.771707 1.038106 0.493232 0.047 Uiso 1 1 calc R U . . .
C17 C 0.2925(9) 0.8858(4) 0.50990(11) 0.0408(11) Uani 1 1 d . . . . .
H17 H 0.163973 0.872441 0.526872 0.049 Uiso 1 1 calc R U . . .
C21 C 1.0141(9) 1.0104(3) 0.35079(11) 0.0328(10) Uani 1 1 d . . . . .
H21A H 1.157132 1.028569 0.334933 0.039 Uiso 1 1 calc R U . . .
H21B H 0.884023 0.973823 0.336981 0.039 Uiso 1 1 calc R U . . .
C12 C 0.4677(10) 0.9649(4) 0.51514(11) 0.0418(12) Uani 1 1 d . . . . .
H12 H 0.458250 1.003882 0.535601 0.050 Uiso 1 1 calc R U . . .
C22 C 0.8892(11) 1.1054(3) 0.36461(12) 0.0437(12) Uani 1 1 d . . . . .
H22A H 0.985289 1.128023 0.385391 0.052 Uiso 1 1 calc R U . . .
H22B H 0.709334 1.091088 0.371792 0.052 Uiso 1 1 calc R U . . .
C10 C 0.3415(10) 0.3320(4) 0.39738(13) 0.0492(14) Uani 1 1 d . . . . .
H10A H 0.467754 0.285273 0.387250 0.059 Uiso 1 1 calc R U . . .
H10B H 0.201528 0.341611 0.380153 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6878(10) 1.1522(4) 0.29723(14) 0.0551(14) Uani 1 1 d . . . . .
H23A H 0.688709 1.196604 0.277132 0.083 Uiso 1 1 calc R U . . .
H23B H 0.510171 1.143905 0.305575 0.083 Uiso 1 1 calc R U . . .
H23C H 0.758046 1.087846 0.290429 0.083 Uiso 1 1 calc R U . . .
C11 C 0.4875(14) 0.2435(6) 0.4605(2) 0.106(3) Uani 1 1 d . . . . .
H11A H 0.579446 0.303595 0.467544 0.159 Uiso 1 1 calc R U . . .
H11B H 0.600257 0.203194 0.445808 0.159 Uiso 1 1 calc R U . . .
H11C H 0.438908 0.205850 0.481274 0.159 Uiso 1 1 calc R 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 O5 2.068(3) 1_455 ?
Cu1 O3 1.907(3) . ?
Cu1 O2 2.013(2) . ?
Cu1 N1 1.938(3) . ?
Cu1 O1W 2.390(3) . ?
Cu2 O5 2.057(3) . ?
Cu2 O2 1.971(3) . ?
Cu2 O6 1.887(3) . ?
Cu2 N2 1.915(3) . ?
S2 C22 1.806(5) . ?
S2 C23 1.795(5) . ?
S1 C10 1.803(5) . ?
S1 C11 1.754(7) . ?
O5 C20 1.298(4) . ?
O3 C4 1.324(4) . ?
O1 C33 1.223(5) . ?
O2 C33 1.301(4) . ?
O4 C20 1.229(5) . ?
O6 C15 1.307(5) . ?
N1 C8 1.465(5) . ?
N1 C7 1.285(5) . ?
O1W H1WA 0.8502 . ?
O1W H1WB 0.8500 . ?
N2 C18 1.288(5) . ?
N2 C19 1.462(5) . ?
C18 H18 0.9300 . ?
C18 C14 1.421(5) . ?
C33 C8 1.517(5) . ?
C4 C3 1.408(5) . ?
C4 C5 1.416(5) . ?
C14 C15 1.424(6) . ?
C14 C13 1.417(6) . ?
C8 H8 0.9800 . ?
C8 C9 1.547(5) . ?
C15 C16 1.405(5) . ?
C20 C19 1.517(5) . ?
C7 H7 0.9300 . ?
C7 C5 1.430(5) . ?
C19 H19 0.9800 . ?
C19 C21 1.556(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(6) . ?
C2 C1 1.394(7) . ?
C3 H3 0.9300 . ?
C5 C6 1.416(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.493(6) . ?
C1 H1 0.9300 . ?
C1 C6 1.360(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.371(6) . ?
C6 H6 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.372(6) . ?
C17 H17 0.9300 . ?
C17 C12 1.389(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.504(6) . ?
C12 H12 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
O5 Cu1 O1W 94.93(11) 1_455 . ?
O3 Cu1 O5 93.69(10) . 1_455 ?
O3 Cu1 O2 172.02(11) . . ?
O3 Cu1 N1 93.20(12) . . ?
O3 Cu1 O1W 92.06(11) . . ?
O2 Cu1 O5 93.24(10) . 1_455 ?
O2 Cu1 O1W 83.40(10) . . ?
N1 Cu1 O5 162.80(12) . 1_455 ?
N1 Cu1 O2 81.24(11) . . ?
N1 Cu1 O1W 100.55(12) . . ?
O2 Cu2 O5 96.51(10) . . ?
O6 Cu2 O5 170.53(11) . . ?
O6 Cu2 O2 87.78(12) . . ?
O6 Cu2 N2 93.55(13) . . ?
N2 Cu2 O5 83.05(12) . . ?
N2 Cu2 O2 173.99(12) . . ?
C23 S2 C22 102.4(2) . . ?
C11 S1 C10 101.6(3) . . ?
Cu2 O5 Cu1 124.20(13) . 1_655 ?
C20 O5 Cu1 118.9(2) . 1_655 ?
C20 O5 Cu2 112.5(2) . . ?
C4 O3 Cu1 125.3(2) . . ?
C33 O1 Cu1 101.0(2) . 1_655 ?
Cu2 O2 Cu1 132.82(13) . . ?
C33 O2 Cu1 116.1(2) . . ?
C33 O2 Cu2 110.9(2) . . ?
C20 O4 Cu2 101.8(2) . 1_655 ?
C15 O6 Cu2 127.0(3) . . ?
C8 N1 Cu1 114.6(2) . . ?
C7 N1 Cu1 124.7(3) . . ?
C7 N1 C8 119.9(3) . . ?
Cu1 O1W H1WA 109.3 . . ?
Cu1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 104.5 . . ?
C18 N2 Cu2 125.3(3) . . ?
C18 N2 C19 120.7(3) . . ?
C19 N2 Cu2 113.6(2) . . ?
N2 C18 H18 117.1 . . ?
N2 C18 C14 125.7(4) . . ?
C14 C18 H18 117.1 . . ?
O1 C33 O2 123.3(3) . . ?
O1 C33 C8 121.5(3) . . ?
O2 C33 C8 115.2(3) . . ?
O3 C4 C3 119.2(4) . . ?
O3 C4 C5 123.9(3) . . ?
C3 C4 C5 116.9(4) . . ?
C18 C14 C15 122.6(3) . . ?
C13 C14 C18 118.3(4) . . ?
C13 C14 C15 119.2(4) . . ?
N1 C8 C33 108.1(3) . . ?
N1 C8 H8 109.8 . . ?
N1 C8 C9 112.3(3) . . ?
C33 C8 H8 109.8 . . ?
C33 C8 C9 107.0(3) . . ?
C9 C8 H8 109.8 . . ?
O6 C15 C14 123.9(3) . . ?
O6 C15 C16 118.5(4) . . ?
C16 C15 C14 117.5(4) . . ?
O5 C20 C19 116.9(3) . . ?
O4 C20 O5 124.6(3) . . ?
O4 C20 C19 118.4(3) . . ?
N1 C7 H7 117.4 . . ?
N1 C7 C5 125.2(4) . . ?
C5 C7 H7 117.4 . . ?
N2 C19 C20 109.2(3) . . ?
N2 C19 H19 109.9 . . ?
N2 C19 C21 112.1(3) . . ?
C20 C19 H19 109.9 . . ?
C20 C19 C21 105.7(3) . . ?
C21 C19 H19 109.9 . . ?
C3 C2 H2 119.4 . . ?
C3 C2 C1 121.2(4) . . ?
C1 C2 H2 119.4 . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.9(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C5 C7 123.5(3) . . ?
C4 C5 C6 119.4(3) . . ?
C6 C5 C7 117.1(4) . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C8 113.8(4) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C2 C1 H1 120.9 . . ?
C6 C1 C2 118.3(4) . . ?
C6 C1 H1 120.9 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(4) . . ?
C17 C16 H16 119.1 . . ?
C5 C6 H6 118.9 . . ?
C1 C6 C5 122.3(4) . . ?
C1 C6 H6 118.9 . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.3(4) . . ?
C12 C13 H13 119.3 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C12 120.8(4) . . ?
C12 C17 H17 119.6 . . ?
C19 C21 H21A 108.6 . . ?
C19 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 C19 114.7(3) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C13 C12 C17 119.3(4) . . ?
C13 C12 H12 120.4 . . ?
C17 C12 H12 120.4 . . ?
S2 C22 H22A 109.1 . . ?
S2 C22 H22B 109.1 . . ?
C21 C22 S2 112.3(3) . . ?
C21 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
H22A C22 H22B 107.9 . . ?
S1 C10 H10A 108.7 . . ?
S1 C10 H10B 108.7 . . ?
C9 C10 S1 114.3(3) . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
S2 C23 H23A 109.5 . . ?
S2 C23 H23B 109.5 . . ?
S2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
S1 C11 H11A 109.5 . . ?
S1 C11 H11B 109.5 . . ?
S1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
Cu1 O5 C20 O4 17.3(5) 1_655 . . . ?
Cu1 O5 C20 C19 -166.4(2) 1_655 . . . ?
Cu1 O3 C4 C3 -167.9(3) . . . . ?
Cu1 O3 C4 C5 13.4(5) . . . . ?
Cu1 O1 C33 O2 -78.3(4) 1_655 . . . ?
Cu1 O1 C33 C8 104.1(3) 1_655 . . . ?
Cu1 O2 C33 O1 174.4(3) . . . . ?
Cu1 O2 C33 C8 -7.8(4) . . . . ?
Cu1 N1 C8 C33 -23.7(4) . . . . ?
Cu1 N1 C8 C9 94.2(3) . . . . ?
Cu1 N1 C7 C5 -12.3(5) . . . . ?
Cu2 O5 C20 O4 174.8(3) . . . . ?
Cu2 O5 C20 C19 -8.8(4) . . . . ?
Cu2 O2 C33 O1 -1.6(4) . . . . ?
Cu2 O2 C33 C8 176.2(2) . . . . ?
Cu2 O4 C20 O5 -84.2(3) 1_655 . . . ?
Cu2 O4 C20 C19 99.5(3) 1_655 . . . ?
Cu2 O6 C15 C14 8.6(6) . . . . ?
Cu2 O6 C15 C16 -170.1(3) . . . . ?
Cu2 N2 C18 C14 -10.1(6) . . . . ?
Cu2 N2 C19 C20 -23.6(4) . . . . ?
Cu2 N2 C19 C21 93.2(3) . . . . ?
O5 C20 C19 N2 21.1(4) . . . . ?
O5 C20 C19 C21 -99.7(4) . . . . ?
O3 C4 C3 C2 -178.9(4) . . . . ?
O3 C4 C5 C7 2.3(6) . . . . ?
O3 C4 C5 C6 -179.1(4) . . . . ?
O1 C33 C8 N1 -162.2(3) . . . . ?
O1 C33 C8 C9 76.6(4) . . . . ?
O2 Cu2 O6 C15 171.9(3) . . . . ?
O2 C33 C8 N1 20.0(4) . . . . ?
O2 C33 C8 C9 -101.2(4) . . . . ?
O4 C20 C19 N2 -162.3(3) . . . . ?
O4 C20 C19 C21 76.9(4) . . . . ?
O6 C15 C16 C17 178.4(4) . . . . ?
N1 C8 C9 C10 61.4(5) . . . . ?
N1 C7 C5 C4 -2.8(6) . . . . ?
N1 C7 C5 C6 178.6(4) . . . . ?
N2 Cu2 O6 C15 -13.9(3) . . . . ?
N2 C18 C14 C15 -0.2(6) . . . . ?
N2 C18 C14 C13 178.8(4) . . . . ?
N2 C19 C21 C22 60.9(5) . . . . ?
C18 N2 C19 C20 149.2(4) . . . . ?
C18 N2 C19 C21 -94.0(4) . . . . ?
C18 C14 C15 O6 1.2(6) . . . . ?
C18 C14 C15 C16 179.9(4) . . . . ?
C18 C14 C13 C12 -179.6(4) . . . . ?
C33 C8 C9 C10 179.9(4) . . . . ?
C4 C5 C6 C1 -2.5(6) . . . . ?
C14 C15 C16 C17 -0.4(6) . . . . ?
C14 C13 C12 C17 -0.3(7) . . . . ?
C8 N1 C7 C5 177.9(3) . . . . ?
C8 C9 C10 S1 179.1(3) . . . . ?
C15 C14 C13 C12 -0.5(6) . . . . ?
C15 C16 C17 C12 -0.4(7) . . . . ?
C20 C19 C21 C22 179.7(4) . . . . ?
C7 N1 C8 C33 147.1(3) . . . . ?
C7 N1 C8 C9 -95.0(4) . . . . ?
C7 C5 C6 C1 176.2(4) . . . . ?
C19 N2 C18 C14 177.9(4) . . . . ?
C19 C21 C22 S2 156.6(3) . . . . ?
C2 C1 C6 C5 0.6(7) . . . . ?
C3 C4 C5 C7 -176.5(4) . . . . ?
C3 C4 C5 C6 2.2(6) . . . . ?
C3 C2 C1 C6 1.6(7) . . . . ?
C5 C4 C3 C2 -0.1(6) . . . . ?
C1 C2 C3 C4 -1.8(7) . . . . ?
C16 C17 C12 C13 0.8(7) . . . . ?
C13 C14 C15 O6 -177.8(4) . . . . ?
C13 C14 C15 C16 0.9(6) . . . . ?
C23 S2 C22 C21 62.0(4) . . . . ?
C11 S1 C10 C9 -69.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.212
_oxdiff_exptl_absorpt_empirical_full_min 0.538
####################################################################### 
# 
# 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_2R
_database_code_depnum_ccdc_archive 'CCDC 2162457'
loop_
_audit_author_name
_audit_author_address
Maxim 'University of Bucharest'
_audit_update_record             
;
2022-09-27 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H17 Cu N O4 S'
_chemical_formula_weight         358.88

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   11.0609(6)
_cell_length_b                   5.5831(3)
_cell_length_c                   12.5961(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.181(5)
_cell_angle_gamma                90
_cell_volume                     765.61(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6959
_cell_measurement_theta_min      2.01
_cell_measurement_theta_max      25.02

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_F_000             370
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.576
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8152
_exptl_absorpt_correction_T_max  0.9324
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6959
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         25.001
_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2687
_reflns_number_gt                2459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.992

_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0595P)²] 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_abs_structure_details 
;
 Flack x determined using 1012 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(10)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         2687
_refine_ls_number_parameters     196
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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_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 0.00431(5) 0.71330(14) 0.64001(4) 0.0449(2) Uani 1 1 d . . . . .
S1 S -0.4623(2) 0.5994(6) 0.3197(2) 0.1103(8) Uani 1 1 d . . . . .
O2 O -0.0200(3) 0.9653(7) 0.5311(3) 0.0503(9) Uani 1 1 d . . . . .
O4 O 0.1046(5) 0.0031(7) 0.7545(3) 0.0591(10) Uani 1 1 d D . . . .
O3 O 0.0179(4) 0.4542(6) 0.7388(3) 0.0530(9) Uani 1 1 d . . . . .
O1 O -0.1630(4) 1.1329(6) 0.4107(3) 0.0512(9) Uani 1 1 d . . . . .
N1 N -0.1697(4) 0.7665(7) 0.6411(3) 0.0448(11) Uani 1 1 d . . . . .
C11 C -0.2276(5) 0.9442(10) 0.5624(5) 0.0526(13) Uani 1 1 d . . . . .
H11 H -0.247933 1.084909 0.602333 0.063 Uiso 1 1 calc R U . . .
C4 C -0.2392(6) 0.2010(17) 0.9158(4) 0.0666(15) Uani 1 1 d . . . . .
C6 C -0.2683(6) 0.3959(12) 0.8481(5) 0.0616(15) Uani 1 1 d . . . . .
H6 H -0.344057 0.470437 0.844911 0.074 Uiso 1 1 calc R U . . .
C10 C -0.1300(5) 1.0192(9) 0.4960(4) 0.0468(12) Uani 1 1 d . . . . .
C2 C -0.0421(6) 0.1746(11) 0.8568(4) 0.0545(15) Uani 1 1 d . . . . .
C9 C -0.2307(5) 0.6739(11) 0.7081(4) 0.0533(15) Uani 1 1 d . . . . .
H9 H -0.309405 0.732534 0.708302 0.064 Uiso 1 1 calc R U . . .
C7 C -0.1863(5) 0.4837(10) 0.7840(4) 0.0512(12) Uani 1 1 d . . . . .
C12 C -0.3451(6) 0.8610(12) 0.4888(5) 0.0647(17) Uani 1 1 d . . . . .
H12A H -0.405662 0.820317 0.532897 0.078 Uiso 1 1 calc R U . . .
H12B H -0.377675 0.992517 0.442073 0.078 Uiso 1 1 calc R U . . .
C1 C 0.0780(7) 0.0497(11) 0.8608(4) 0.0656(18) Uani 1 1 d . . . . .
H1A H 0.142977 0.147643 0.900679 0.079 Uiso 1 1 calc R U . . .
H1B H 0.076472 -0.100744 0.898981 0.079 Uiso 1 1 calc R U . . .
C8 C -0.0683(6) 0.3793(9) 0.7911(4) 0.0482(13) Uani 1 1 d . . . . .
C3 C -0.1247(7) 0.0897(11) 0.9166(5) 0.0629(17) Uani 1 1 d . . . . .
H3 H -0.104727 -0.045605 0.959144 0.076 Uiso 1 1 calc R U . . .
C5 C -0.3259(9) 0.1086(16) 0.9879(6) 0.096(3) Uani 1 1 d . . . . .
H5A H -0.402294 0.193933 0.972212 0.145 Uiso 1 1 calc R U . . .
H5B H -0.289421 0.132929 1.062130 0.145 Uiso 1 1 calc R U . . .
H5C H -0.340468 -0.059177 0.974879 0.145 Uiso 1 1 calc R U . . .
C13 C -0.3265(7) 0.6502(14) 0.4209(7) 0.086(2) Uani 1 1 d . . . . .
H13A H -0.309518 0.509223 0.466035 0.103 Uiso 1 1 calc R U . . .
H13B H -0.256396 0.678362 0.385827 0.103 Uiso 1 1 calc R U . . .
C14 C -0.4123(12) 0.380(3) 0.2369(9) 0.145(5) Uani 1 1 d . . . . .
H14A H -0.360089 0.267764 0.280911 0.217 Uiso 1 1 calc R U . . .
H14B H -0.367361 0.455574 0.187476 0.217 Uiso 1 1 calc R U . . .
H14C H -0.482133 0.297850 0.197272 0.217 Uiso 1 1 calc R U . . .
H4 H 0.116(10) 0.164(8) 0.732(8) 0.16(4) Uiso 1 1 d 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 O3 1.897(4) . ?
Cu1 N1 1.949(5) . ?
Cu1 O2 1.950(4) . ?
Cu1 O1 2.022(4) 2_546 ?
Cu1 O4 2.316(4) 1_565 ?
S1 C14 1.759(13) . ?
S1 C13 1.812(8) . ?
O2 C10 1.256(7) . ?
O4 C1 1.444(7) . ?
O4 H4 0.96(3) . ?
O3 C8 1.319(7) . ?
O1 C10 1.246(6) . ?
N1 C9 1.280(7) . ?
N1 C11 1.467(6) . ?
C11 C12 1.528(9) . ?
C11 C10 1.537(8) . ?
C11 H11 0.9800 . ?
C4 C6 1.385(10) . ?
C4 C3 1.409(10) . ?
C4 C5 1.522(9) . ?
C6 C7 1.405(8) . ?
C6 H6 0.9300 . ?
C2 C3 1.368(9) . ?
C2 C8 1.411(8) . ?
C2 C1 1.493(10) . ?
C9 C7 1.455(8) . ?
C9 H9 0.9300 . ?
C7 C8 1.417(9) . ?
C12 C13 1.491(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 H3 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 Cu1 N1 94.33(17) . . ?
O3 Cu1 O2 175.42(18) . . ?
N1 Cu1 O2 83.20(15) . . ?
O3 Cu1 O1 93.75(16) . 2_546 ?
N1 Cu1 O1 161.68(16) . 2_546 ?
O2 Cu1 O1 87.55(15) . 2_546 ?
O3 Cu1 O4 98.66(15) . 1_565 ?
N1 Cu1 O4 104.72(17) . 1_565 ?
O2 Cu1 O4 85.72(15) . 1_565 ?
O1 Cu1 O4 90.27(16) 2_546 1_565 ?
C14 S1 C13 102.5(5) . . ?
C10 O2 Cu1 115.2(3) . . ?
C1 O4 Cu1 123.3(4) . 1_545 ?
C1 O4 H4 100(6) . . ?
Cu1 O4 H4 123(6) 1_545 . ?
C8 O3 Cu1 126.1(3) . . ?
C10 O1 Cu1 104.3(3) . 2_556 ?
C9 N1 C11 120.0(5) . . ?
C9 N1 Cu1 125.4(4) . . ?
C11 N1 Cu1 114.4(3) . . ?
N1 C11 C12 115.3(5) . . ?
N1 C11 C10 106.7(4) . . ?
C12 C11 C10 110.9(5) . . ?
N1 C11 H11 107.9 . . ?
C12 C11 H11 107.9 . . ?
C10 C11 H11 107.9 . . ?
C6 C4 C3 117.5(5) . . ?
C6 C4 C5 122.1(7) . . ?
C3 C4 C5 120.4(7) . . ?
C4 C6 C7 121.6(6) . . ?
C4 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
O1 C10 O2 122.9(5) . . ?
O1 C10 C11 118.8(5) . . ?
O2 C10 C11 118.3(5) . . ?
C3 C2 C8 121.1(6) . . ?
C3 C2 C1 119.8(6) . . ?
C8 C2 C1 119.1(6) . . ?
N1 C9 C7 124.9(5) . . ?
N1 C9 H9 117.6 . . ?
C7 C9 H9 117.6 . . ?
C6 C7 C8 120.1(5) . . ?
C6 C7 C9 117.0(5) . . ?
C8 C7 C9 122.8(5) . . ?
C13 C12 C11 113.5(6) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
O4 C1 C2 112.3(5) . . ?
O4 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
O4 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
O3 C8 C2 117.3(5) . . ?
O3 C8 C7 125.2(5) . . ?
C2 C8 C7 117.5(5) . . ?
C2 C3 C4 122.0(6) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C12 C13 S1 110.2(5) . . ?
C12 C13 H13A 109.6 . . ?
S1 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
S1 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
N1 Cu1 O3 C8 -6.2(4) . . . . ?
O1 Cu1 O3 C8 -169.7(4) 2_546 . . . ?
O4 Cu1 O3 C8 99.5(4) 1_565 . . . ?
C9 N1 C11 C12 -56.9(7) . . . . ?
Cu1 N1 C11 C12 128.0(4) . . . . ?
C9 N1 C11 C10 179.5(5) . . . . ?
Cu1 N1 C11 C10 4.4(5) . . . . ?
C3 C4 C6 C7 -1.3(9) . . . . ?
C5 C4 C6 C7 178.2(6) . . . . ?
Cu1 O1 C10 O2 -3.7(6) 2_556 . . . ?
Cu1 O1 C10 C11 175.5(4) 2_556 . . . ?
Cu1 O2 C10 O1 -162.9(4) . . . . ?
Cu1 O2 C10 C11 18.0(6) . . . . ?
N1 C11 C10 O1 166.2(5) . . . . ?
C12 C11 C10 O1 39.9(7) . . . . ?
N1 C11 C10 O2 -14.6(7) . . . . ?
C12 C11 C10 O2 -140.9(5) . . . . ?
C11 N1 C9 C7 175.1(5) . . . . ?
Cu1 N1 C9 C7 -10.4(8) . . . . ?
C4 C6 C7 C8 -2.7(9) . . . . ?
C4 C6 C7 C9 174.1(6) . . . . ?
N1 C9 C7 C6 -177.0(5) . . . . ?
N1 C9 C7 C8 -0.2(9) . . . . ?
N1 C11 C12 C13 -60.8(7) . . . . ?
C10 C11 C12 C13 60.5(7) . . . . ?
Cu1 O4 C1 C2 -72.8(6) 1_545 . . . ?
C3 C2 C1 O4 130.9(6) . . . . ?
C8 C2 C1 O4 -49.2(7) . . . . ?
Cu1 O3 C8 C2 176.7(3) . . . . ?
Cu1 O3 C8 C7 -1.4(7) . . . . ?
C3 C2 C8 O3 177.8(5) . . . . ?
C1 C2 C8 O3 -2.2(7) . . . . ?
C3 C2 C8 C7 -4.0(8) . . . . ?
C1 C2 C8 C7 176.0(5) . . . . ?
C6 C7 C8 O3 -176.6(5) . . . . ?
C9 C7 C8 O3 6.7(8) . . . . ?
C6 C7 C8 C2 5.3(7) . . . . ?
C9 C7 C8 C2 -171.3(5) . . . . ?
C8 C2 C3 C4 0.0(9) . . . . ?
C1 C2 C3 C4 180.0(6) . . . . ?
C6 C4 C3 C2 2.7(10) . . . . ?
C5 C4 C3 C2 -176.8(6) . . . . ?
C11 C12 C13 S1 -169.5(5) . . . . ?
C14 S1 C13 C12 170.8(7) . . . . ?

_refine_diff_density_max         0.524
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.065



####################################################################### 
# 
# 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_2S
_database_code_depnum_ccdc_archive 'CCDC 2162455'
loop_
_audit_author_name
_audit_author_address
Maxim 'University of Bucharest'
_audit_update_record             
;
2022-06-05 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;
_audit_creation_date             2022-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            1?[Cu(S-3-HOMe-5-Me-salmet)]
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H17 Cu N O4 S'
_chemical_formula_sum            'C14 H17 Cu N O4 S'
_chemical_formula_weight         358.88
_chemical_absolute_configuration rmad
_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'
S S 0.1246 0.1234 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.160(2)
_cell_length_b                   5.6142(6)
_cell_length_c                   12.674(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.347(15)
_cell_angle_gamma                90
_cell_volume                     781.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6042
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      55.02
_cell_measurement_theta_min      5.39
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0.9765
_exptl_absorpt_correction_T_min  0.8132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             370
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8755
_diffrn_reflns_point_group_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        24.757
_diffrn_reflns_theta_max         24.757
_diffrn_reflns_theta_min         3.456
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'stoe ipds ii'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   sealed
_reflns_Friedel_coverage         0.685
_reflns_Friedel_fraction_full    0.850
_reflns_Friedel_fraction_max     0.850
_reflns_number_gt                2028
_reflns_number_total             2489
_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       X-Area
_computing_data_collection       X-Area
_computing_data_reduction        X-Area
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Flack x determined using 732 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2489
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      0.986
_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)+(0.0560P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0951
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H4-O4
 1.054 with sigma of 0.001
3.a Ternary CH refined with riding coordinates:
 C11(H11)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C1(H1A,H1B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9), C3(H3)
3.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.99567(7) 0.2888(5) 0.36014(6) 0.0378(2) Uani 1 1 d . . . . .
S1 S 1.4619(3) 0.4045(9) 0.6795(3) 0.1051(12) Uani 1 1 d . . . . .
O2 O 1.0198(4) 0.0378(11) 0.4687(4) 0.0425(12) Uani 1 1 d . . . . .
O4 O 0.8954(5) 0.9983(5) 0.2453(4) 0.0510(13) Uani 1 1 d D . . . .
O3 O 0.9822(5) 0.5474(11) 0.2615(4) 0.0470(13) Uani 1 1 d . . . . .
O1 O 1.1626(4) -0.1324(10) 0.5893(4) 0.0446(14) Uani 1 1 d . . . . .
N1 N 1.1688(5) 0.2357(12) 0.3590(5) 0.0382(17) Uani 1 1 d . . . . .
C11 C 1.2276(6) 0.0586(16) 0.4384(6) 0.0442(18) Uani 1 1 d . . . . .
H11 H 1.248340 -0.081088 0.398863 0.053 Uiso 1 1 calc R U . . .
C4 C 1.2388(7) 0.795(3) 0.0846(5) 0.0570(18) Uani 1 1 d . . . . .
C6 C 1.2666(7) 0.6084(17) 0.1522(6) 0.0518(19) Uani 1 1 d . . . . .
H6 H 1.342447 0.536469 0.156743 0.062 Uiso 1 1 calc R U . . .
C10 C 1.1303(6) -0.0176(15) 0.5037(6) 0.0386(16) Uani 1 1 d . . . . .
C2 C 1.0414(7) 0.8263(19) 0.1430(6) 0.046(2) Uani 1 1 d . . . . .
C9 C 1.2302(6) 0.3310(16) 0.2918(5) 0.044(2) Uani 1 1 d . . . . .
H9 H 1.308723 0.275333 0.292184 0.052 Uiso 1 1 calc R U . . .
C7 C 1.1848(6) 0.5170(15) 0.2169(6) 0.0441(17) Uani 1 1 d . . . . .
C12 C 1.3447(7) 0.1442(18) 0.5118(7) 0.057(2) Uani 1 1 d . . . . .
H12A H 1.378297 0.013502 0.557872 0.068 Uiso 1 1 calc R U . . .
H12B H 1.404016 0.186987 0.467763 0.068 Uiso 1 1 calc R U . . .
C1 C 0.9208(8) 0.9503(18) 0.1394(6) 0.059(2) Uani 1 1 d . . . . .
H1A H 0.921248 1.099371 0.100713 0.071 Uiso 1 1 calc R U . . .
H1B H 0.856295 0.851625 0.100401 0.071 Uiso 1 1 calc R U . . .
C8 C 1.0685(7) 0.6229(15) 0.2097(6) 0.0427(17) Uani 1 1 d . . . . .
C3 C 1.1245(8) 0.9095(17) 0.0835(6) 0.055(2) Uani 1 1 d . . . . .
H3 H 1.105423 1.044491 0.041234 0.067 Uiso 1 1 calc R U . . .
C5 C 1.3253(11) 0.889(2) 0.0120(9) 0.090(4) Uani 1 1 d . . . . .
H5A H 1.404194 0.817633 0.033231 0.134 Uiso 1 1 calc R U . . .
H5B H 1.332087 1.058541 0.018607 0.134 Uiso 1 1 calc R U . . .
H5C H 1.293448 0.847467 -0.061244 0.134 Uiso 1 1 calc R U . . .
C13 C 1.3262(8) 0.350(2) 0.5795(10) 0.079(4) Uani 1 1 d . . . . .
H13A H 1.257629 0.319322 0.615024 0.095 Uiso 1 1 calc R U . . .
H13B H 1.307551 0.490342 0.534913 0.095 Uiso 1 1 calc R U . . .
C14 C 1.4110(14) 0.615(4) 0.7639(13) 0.144(7) Uani 1 1 d . . . . .
H14A H 1.359406 0.729265 0.721284 0.215 Uiso 1 1 calc R U . . .
H14B H 1.479836 0.695671 0.805109 0.215 Uiso 1 1 calc R U . . .
H14C H 1.366062 0.536162 0.811499 0.215 Uiso 1 1 calc R U . . .
H4 H 0.915(8) 0.827(6) 0.277(6) 0.10(3) Uiso 1 1 d 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 O2 1.954(5) . ?
Cu1 O4 2.333(6) 1_545 ?
Cu1 O3 1.904(5) . ?
Cu1 O1 2.033(5) 2_756 ?
Cu1 N1 1.957(5) . ?
S1 C13 1.818(10) . ?
S1 C14 1.756(18) . ?
O2 C10 1.272(8) . ?
O4 C1 1.447(9) . ?
O4 H4 1.0540(14) . ?
O3 C8 1.329(9) . ?
O1 C10 1.258(9) . ?
N1 C11 1.482(9) . ?
N1 C9 1.299(9) . ?
C11 H11 0.9800 . ?
C11 C10 1.540(9) . ?
C11 C12 1.539(12) . ?
C4 C6 1.356(14) . ?
C4 C3 1.425(13) . ?
C4 C5 1.540(11) . ?
C6 H6 0.9300 . ?
C6 C7 1.427(10) . ?
C2 C1 1.509(12) . ?
C2 C8 1.420(12) . ?
C2 C3 1.378(11) . ?
C9 H9 0.9300 . ?
C9 C7 1.441(11) . ?
C7 C8 1.416(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.476(13) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 H3 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 Cu1 O4 85.7(2) . 1_545 ?
O2 Cu1 O1 87.3(2) . 2_756 ?
O2 Cu1 N1 83.4(2) . . ?
O3 Cu1 O2 175.4(3) . . ?
O3 Cu1 O4 98.7(2) . 1_545 ?
O3 Cu1 O1 94.0(2) . 2_756 ?
O3 Cu1 N1 94.2(2) . . ?
O1 Cu1 O4 90.11(19) 2_756 1_545 ?
N1 Cu1 O4 104.6(2) . 1_545 ?
N1 Cu1 O1 161.8(2) . 2_756 ?
C14 S1 C13 102.6(6) . . ?
C10 O2 Cu1 115.1(4) . . ?
Cu1 O4 H4 111(4) 1_565 . ?
C1 O4 Cu1 123.8(5) . 1_565 ?
C1 O4 H4 97(4) . . ?
C8 O3 Cu1 126.1(5) . . ?
C10 O1 Cu1 104.6(4) . 2_746 ?
C11 N1 Cu1 114.5(4) . . ?
C9 N1 Cu1 125.4(5) . . ?
C9 N1 C11 120.0(6) . . ?
N1 C11 H11 107.9 . . ?
N1 C11 C10 106.4(5) . . ?
N1 C11 C12 115.2(6) . . ?
C10 C11 H11 107.9 . . ?
C12 C11 H11 107.9 . . ?
C12 C11 C10 111.5(6) . . ?
C6 C4 C3 117.3(7) . . ?
C6 C4 C5 122.9(9) . . ?
C3 C4 C5 119.8(10) . . ?
C4 C6 H6 118.5 . . ?
C4 C6 C7 122.9(7) . . ?
C7 C6 H6 118.5 . . ?
O2 C10 C11 118.6(6) . . ?
O1 C10 O2 122.4(6) . . ?
O1 C10 C11 119.0(6) . . ?
C8 C2 C1 118.9(7) . . ?
C3 C2 C1 120.7(9) . . ?
C3 C2 C8 120.4(8) . . ?
N1 C9 H9 117.8 . . ?
N1 C9 C7 124.5(6) . . ?
C7 C9 H9 117.8 . . ?
C6 C7 C9 117.0(7) . . ?
C8 C7 C6 119.1(7) . . ?
C8 C7 C9 123.8(6) . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.8(7) . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
O4 C1 C2 112.3(6) . . ?
O4 C1 H1A 109.1 . . ?
O4 C1 H1B 109.1 . . ?
C2 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
O3 C8 C2 117.1(6) . . ?
O3 C8 C7 124.8(7) . . ?
C7 C8 C2 118.1(6) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 C4 122.1(9) . . ?
C2 C3 H3 119.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
C12 C13 S1 110.5(6) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
Cu1 O2 C10 O1 163.1(6) . . . . ?
Cu1 O2 C10 C11 -17.1(9) . . . . ?
Cu1 O4 C1 C2 72.3(9) 1_565 . . . ?
Cu1 O3 C8 C2 -177.3(5) . . . . ?
Cu1 O3 C8 C7 2.2(10) . . . . ?
Cu1 O1 C10 O2 3.7(8) 2_746 . . . ?
Cu1 O1 C10 C11 -176.1(5) 2_746 . . . ?
Cu1 N1 C11 C10 -3.7(7) . . . . ?
Cu1 N1 C11 C12 -127.7(6) . . . . ?
Cu1 N1 C9 C7 9.2(12) . . . . ?
N1 C11 C10 O2 13.5(9) . . . . ?
N1 C11 C10 O1 -166.7(7) . . . . ?
N1 C11 C12 C13 61.6(9) . . . . ?
N1 C9 C7 C6 177.3(8) . . . . ?
N1 C9 C7 C8 1.9(13) . . . . ?
C11 N1 C9 C7 -175.3(7) . . . . ?
C11 C12 C13 S1 169.9(6) . . . . ?
C4 C6 C7 C9 -174.8(9) . . . . ?
C4 C6 C7 C8 0.8(12) . . . . ?
C6 C4 C3 C2 -4.1(14) . . . . ?
C6 C7 C8 O3 176.6(7) . . . . ?
C6 C7 C8 C2 -3.9(11) . . . . ?
C10 C11 C12 C13 -59.7(9) . . . . ?
C9 N1 C11 C10 -179.7(7) . . . . ?
C9 N1 C11 C12 56.3(9) . . . . ?
C9 C7 C8 O3 -8.1(12) . . . . ?
C9 C7 C8 C2 171.4(8) . . . . ?
C12 C11 C10 O2 139.8(7) . . . . ?
C12 C11 C10 O1 -40.4(10) . . . . ?
C1 C2 C8 O3 3.1(11) . . . . ?
C1 C2 C8 C7 -176.4(7) . . . . ?
C1 C2 C3 C4 -179.5(8) . . . . ?
C8 C2 C1 O4 49.2(11) . . . . ?
C8 C2 C3 C4 1.0(13) . . . . ?
C3 C4 C6 C7 3.1(14) . . . . ?
C3 C2 C1 O4 -130.3(8) . . . . ?
C3 C2 C8 O3 -177.5(7) . . . . ?
C3 C2 C8 C7 3.0(11) . . . . ?
C5 C4 C6 C7 -177.8(9) . . . . ?
C5 C4 C3 C2 176.8(9) . . . . ?
C14 S1 C13 C12 -169.8(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_1S
_database_code_depnum_ccdc_archive 'CCDC 2162456'
loop_
_audit_author_name
_audit_author_address
Maxim 'University of Bucharest'
_audit_update_record             
;
2022-09-27 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Cu2 N2 O6 S2'
_chemical_formula_weight         629.67

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.0896(2)
_cell_length_b                   13.1708(6)
_cell_length_c                   37.3827(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2505.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21779
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      25.01

_exptl_crystal_description       prism
_exptl_crystal_colour            'greenish black'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.908
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8965
_exptl_absorpt_correction_T_max  0.9624
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21779
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         2.179
_diffrn_reflns_theta_max         30.978
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.817
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.817
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.786
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6269
_reflns_number_gt                4937
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_max     0.744
_reflns_Friedel_fraction_full    1.000

_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0373P)²+0.4747P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1729 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(9)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         6269
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.0851
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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_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
Cu2 Cu 0.71596(10) 0.22365(4) 0.10985(2) 0.02414(13) Uani 1 1 d . . . . .
Cu1 Cu 0.22543(10) 0.36867(4) 0.15431(2) 0.02435(13) Uani 1 1 d . . . . .
S1 S 1.2744(3) 0.72708(13) 0.06322(4) 0.0572(4) Uani 1 1 d . . . . .
S2 S 0.5893(3) -0.20430(11) 0.16853(4) 0.0485(4) Uani 1 1 d . . . . .
O3 O 0.4786(7) 0.3863(3) 0.19077(9) 0.0373(8) Uani 1 1 d . . . . .
N2 N 0.5557(7) 0.0972(3) 0.09640(10) 0.0247(8) Uani 1 1 d . . . . .
O1 O 0.5372(6) 0.4299(3) 0.10645(9) 0.0323(8) Uani 1 1 d . . . . .
O5 O 0.3865(6) 0.2364(2) 0.14003(8) 0.0255(7) Uani 1 1 d . . . . .
O6 O 0.9769(6) 0.2162(3) 0.07404(9) 0.0349(8) Uani 1 1 d . . . . .
C23 C 0.5978(9) 0.0500(4) 0.06682(13) 0.0307(11) Uani 1 1 d . . . . .
H23 H 0.488129 -0.004461 0.061514 0.037 Uiso 1 1 calc R U . . .
N1 N 1.0871(7) 0.5042(3) 0.15858(10) 0.0243(8) Uani 1 1 d . . . . .
C21 C 0.7976(9) 0.0738(3) 0.04149(12) 0.0295(10) Uani 1 1 d . . . . .
O2 O 0.8888(6) 0.3487(2) 0.12700(9) 0.0271(7) Uani 1 1 d . . . . .
C22 C 0.9769(9) 0.1559(4) 0.04633(13) 0.0289(10) Uani 1 1 d . . . . .
O4 O 0.0264(6) 0.1514(2) 0.15562(9) 0.0315(7) Uani 1 1 d . . . . .
C31 C 1.1407(9) 0.5661(4) 0.18394(13) 0.0292(10) Uani 1 1 d . . . . .
H31 H 1.040605 0.625039 0.185237 0.035 Uiso 1 1 calc R U . . .
C32 C 1.3793(11) 0.6314(4) 0.23561(14) 0.0412(12) Uani 1 1 d . . . . .
H32 H 1.268062 0.687419 0.235184 0.049 Uiso 1 1 calc R U . . .
C1 C 0.7532(9) 0.4299(3) 0.12123(11) 0.0248(9) Uani 1 1 d . . . . .
C2 C 1.1678(9) 0.1713(4) 0.01948(14) 0.0365(12) Uani 1 1 d . . . . .
H2 H 1.290717 0.222920 0.022295 0.044 Uiso 1 1 calc R U . . .
C3 C 0.5017(9) 0.4655(4) 0.21190(13) 0.0315(11) Uani 1 1 d . . . . .
C4 C 1.1766(10) 0.1128(4) -0.01027(14) 0.0435(13) Uani 1 1 d . . . . .
H4 H 1.304665 0.125458 -0.027433 0.052 Uiso 1 1 calc R U . . .
C5 C 1.3402(9) 0.5530(4) 0.21043(13) 0.0299(10) Uani 1 1 d . . . . .
C6 C 0.7406(11) 0.5438(4) 0.26088(13) 0.0455(13) Uani 1 1 d . . . . .
H6 H 0.878381 0.541242 0.277205 0.055 Uiso 1 1 calc R U . . .
C7 C 0.7053(10) 0.4647(4) 0.23774(13) 0.0406(12) Uani 1 1 d . . . . .
H7 H 0.817556 0.409143 0.238962 0.049 Uiso 1 1 calc R U . . .
C8 C 0.2397(8) 0.1561(3) 0.14005(11) 0.0234(9) Uani 1 1 d . . . . .
C9 C 0.8135(10) 0.0153(4) 0.00980(14) 0.0404(12) Uani 1 1 d . . . . .
H9 H 0.694306 -0.037328 0.006357 0.049 Uiso 1 1 calc R U . . .
C10 C 0.9979(12) 0.0337(5) -0.01583(15) 0.0476(15) Uani 1 1 d . . . . .
H10 H 1.004687 -0.005392 -0.036520 0.057 Uiso 1 1 calc R U . . .
C11 C 0.8004(12) -0.1533(5) 0.20243(17) 0.0559(15) Uani 1 1 d . . . . .
H11A H 0.816280 -0.201215 0.221657 0.084 Uiso 1 1 calc R U . . .
H11B H 0.727289 -0.091077 0.211360 0.084 Uiso 1 1 calc R U . . .
H11C H 0.970852 -0.140267 0.192423 0.084 Uiso 1 1 calc R U . . .
C12 C 1.5758(12) 0.6278(5) 0.26065(15) 0.0469(14) Uani 1 1 d . . . . .
H12 H 1.598098 0.680214 0.277037 0.056 Uiso 1 1 calc R U . . .
C13 C 0.3506(8) 0.0643(3) 0.12102(13) 0.0263(10) Uani 1 1 d . . . . .
H13 H 0.210644 0.029832 0.107733 0.032 Uiso 1 1 calc R U . . .
C14 C 0.9998(10) 0.5745(4) 0.09763(14) 0.0364(12) Uani 1 1 d . . . . .
H14A H 1.119996 0.525691 0.087140 0.044 Uiso 1 1 calc R U . . .
H14B H 0.859067 0.586025 0.080612 0.044 Uiso 1 1 calc R U . . .
C15 C 0.8815(9) 0.5284(3) 0.13242(13) 0.0265(10) Uani 1 1 d . . . . .
H15 H 0.751522 0.574641 0.142851 0.032 Uiso 1 1 calc R U . . .
C16 C 1.1436(13) 0.6726(5) 0.10371(17) 0.0539(16) Uani 1 1 d . . . . .
H16A H 1.286753 0.660796 0.120322 0.065 Uiso 1 1 calc R U . . .
H16B H 1.024472 0.720990 0.114666 0.065 Uiso 1 1 calc R U . . .
C17 C 0.4614(10) -0.0074(4) 0.15016(14) 0.0350(11) Uani 1 1 d . . . . .
H17A H 0.592201 0.029235 0.163923 0.042 Uiso 1 1 calc R U . . .
H17B H 0.319995 -0.025655 0.166333 0.042 Uiso 1 1 calc R U . . .
C18 C 0.5837(12) -0.1030(4) 0.13602(16) 0.0478(15) Uani 1 1 d . . . . .
H18A H 0.762235 -0.088520 0.128512 0.057 Uiso 1 1 calc R U . . .
H18B H 0.486310 -0.125331 0.115153 0.057 Uiso 1 1 calc R U . . .
C33 C 0.9884(17) 0.7609(8) 0.0397(3) 0.113(4) Uani 1 1 d . . . . .
H33A H 1.035913 0.793685 0.017737 0.170 Uiso 1 1 calc R U . . .
H33B H 0.885248 0.806482 0.054034 0.170 Uiso 1 1 calc R U . . .
H33C H 0.887734 0.700987 0.034618 0.170 Uiso 1 1 calc R 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
Cu2 O6 1.889(3) . ?
Cu2 N2 1.922(4) . ?
Cu2 O2 1.974(3) . ?
Cu2 O5 2.028(3) . ?
Cu1 O3 1.890(3) . ?
Cu1 N1 1.925(4) 1_455 ?
Cu1 O5 1.998(3) . ?
Cu1 O2 2.012(3) 1_455 ?
S1 C33 1.757(8) . ?
S1 C16 1.802(6) . ?
S2 C11 1.792(6) . ?
S2 C18 1.805(6) . ?
O3 C3 1.313(6) . ?
N2 C23 1.286(6) . ?
N2 C13 1.457(6) . ?
O1 C1 1.231(5) . ?
O5 C8 1.294(5) . ?
O6 C22 1.305(6) . ?
C23 C21 1.425(6) . ?
C23 H23 0.9300 . ?
N1 C31 1.280(6) . ?
N1 C15 1.468(6) . ?
C21 C9 1.416(7) . ?
C21 C22 1.427(6) . ?
O2 C1 1.292(5) . ?
C22 C2 1.411(6) . ?
O4 C8 1.233(5) . ?
C31 C5 1.429(6) . ?
C31 H31 0.9300 . ?
C32 C12 1.370(7) . ?
C32 C5 1.412(7) . ?
C32 H32 0.9300 . ?
C1 C15 1.512(6) . ?
C2 C4 1.354(7) . ?
C2 H2 0.9300 . ?
C3 C5 1.416(7) 1_455 ?
C3 C7 1.417(7) . ?
C4 C10 1.398(8) . ?
C4 H4 0.9300 . ?
C6 C7 1.365(7) . ?
C6 C12 1.389(8) 1_455 ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.511(6) . ?
C9 C10 1.363(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.9300 . ?
C13 C17 1.549(7) . ?
C13 H13 0.9800 . ?
C14 C16 1.503(7) . ?
C14 C15 1.556(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15 0.9800 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.501(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

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 Cu2 N2 93.89(15) . . ?
O6 Cu2 O2 87.72(14) . . ?
N2 Cu2 O2 175.76(15) . . ?
O6 Cu2 O5 168.59(13) . . ?
N2 Cu2 O5 82.30(14) . . ?
O2 Cu2 O5 96.85(12) . . ?
O3 Cu1 N1 94.31(15) . 1_455 ?
O3 Cu1 O5 91.17(13) . . ?
N1 Cu1 O5 168.70(15) 1_455 . ?
O3 Cu1 O2 164.30(15) . 1_455 ?
N1 Cu1 O2 81.50(13) 1_455 1_455 ?
O5 Cu1 O2 95.71(12) . 1_455 ?
C33 S1 C16 102.4(4) . . ?
C11 S2 C18 102.0(3) . . ?
C3 O3 Cu1 126.3(3) . . ?
C23 N2 C13 121.2(4) . . ?
C23 N2 Cu2 125.0(3) . . ?
C13 N2 Cu2 113.3(3) . . ?
C8 O5 Cu1 118.4(3) . . ?
C8 O5 Cu2 114.2(3) . . ?
Cu1 O5 Cu2 124.03(15) . . ?
C22 O6 Cu2 126.5(3) . . ?
N2 C23 C21 125.7(4) . . ?
N2 C23 H23 117.1 . . ?
C21 C23 H23 117.1 . . ?
C31 N1 C15 120.4(4) . . ?
C31 N1 Cu1 125.1(3) . 1_655 ?
C15 N1 Cu1 114.0(3) . 1_655 ?
C9 C21 C23 118.5(4) . . ?
C9 C21 C22 118.8(4) . . ?
C23 C21 C22 122.6(4) . . ?
C1 O2 Cu2 113.5(3) . . ?
C1 O2 Cu1 115.6(3) . 1_655 ?
Cu2 O2 Cu1 130.82(16) . 1_655 ?
O6 C22 C2 118.5(4) . . ?
O6 C22 C21 124.2(4) . . ?
C2 C22 C21 117.3(4) . . ?
N1 C31 C5 126.0(4) . . ?
N1 C31 H31 117.0 . . ?
C5 C31 H31 117.0 . . ?
C12 C32 C5 122.2(5) . . ?
C12 C32 H32 118.9 . . ?
C5 C32 H32 118.9 . . ?
O1 C1 O2 123.5(4) . . ?
O1 C1 C15 120.7(4) . . ?
O2 C1 C15 115.7(4) . . ?
C4 C2 C22 121.7(5) . . ?
C4 C2 H2 119.2 . . ?
C22 C2 H2 119.2 . . ?
O3 C3 C5 124.8(4) . 1_455 ?
O3 C3 C7 118.1(5) . . ?
C5 C3 C7 117.1(5) 1_455 . ?
C2 C4 C10 121.7(5) . . ?
C2 C4 H4 119.2 . . ?
C10 C4 H4 119.2 . . ?
C32 C5 C3 119.2(4) . 1_655 ?
C32 C5 C31 118.3(4) . . ?
C3 C5 C31 122.5(4) 1_655 . ?
C7 C6 C12 121.6(5) . 1_455 ?
C7 C6 H6 119.2 . . ?
C12 C6 H6 119.2 1_455 . ?
C6 C7 C3 121.6(5) . . ?
C6 C7 H7 119.2 . . ?
C3 C7 H7 119.2 . . ?
O4 C8 O5 123.3(4) . . ?
O4 C8 C13 120.7(4) . . ?
O5 C8 C13 115.9(4) . . ?
C10 C9 C21 122.0(5) . . ?
C10 C9 H9 119.0 . . ?
C21 C9 H9 119.0 . . ?
C9 C10 C4 118.4(5) . . ?
C9 C10 H10 120.8 . . ?
C4 C10 H10 120.8 . . ?
S2 C11 H11A 109.5 . . ?
S2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
S2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C32 C12 C6 118.2(5) . 1_655 ?
C32 C12 H12 120.9 . . ?
C6 C12 H12 120.9 1_655 . ?
N2 C13 C8 109.1(4) . . ?
N2 C13 C17 111.4(4) . . ?
C8 C13 C17 107.0(4) . . ?
N2 C13 H13 109.8 . . ?
C8 C13 H13 109.8 . . ?
C17 C13 H13 109.8 . . ?
C16 C14 C15 113.4(4) . . ?
C16 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C16 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C1 107.8(4) . . ?
N1 C15 C14 111.5(4) . . ?
C1 C15 C14 105.7(4) . . ?
N1 C15 H15 110.6 . . ?
C1 C15 H15 110.6 . . ?
C14 C15 H15 110.6 . . ?
C14 C16 S1 113.3(4) . . ?
C14 C16 H16A 108.9 . . ?
S1 C16 H16A 108.9 . . ?
C14 C16 H16B 108.9 . . ?
S1 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C13 114.5(4) . . ?
C18 C17 H17A 108.6 . . ?
C13 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C13 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 S2 112.9(4) . . ?
C17 C18 H18A 109.0 . . ?
S2 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
S2 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
S1 C33 H33A 109.5 . . ?
S1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
S1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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
N1 Cu1 O3 C3 6.7(4) 1_455 . . . ?
O5 Cu1 O3 C3 176.8(4) . . . . ?
O2 Cu1 O3 C3 -67.0(7) 1_455 . . . ?
N2 Cu2 O6 C22 14.9(4) . . . . ?
O2 Cu2 O6 C22 -169.0(4) . . . . ?
O5 Cu2 O6 C22 -55.0(9) . . . . ?
C13 N2 C23 C21 -178.0(4) . . . . ?
Cu2 N2 C23 C21 10.3(7) . . . . ?
N2 C23 C21 C9 -178.7(5) . . . . ?
N2 C23 C21 C22 -0.5(8) . . . . ?
Cu2 O6 C22 C2 170.6(3) . . . . ?
Cu2 O6 C22 C21 -10.4(7) . . . . ?
C9 C21 C22 O6 178.5(5) . . . . ?
C23 C21 C22 O6 0.4(7) . . . . ?
C9 C21 C22 C2 -2.5(7) . . . . ?
C23 C21 C22 C2 179.4(4) . . . . ?
C15 N1 C31 C5 -178.1(4) . . . . ?
Cu1 N1 C31 C5 10.2(7) 1_655 . . . ?
Cu2 O2 C1 O1 -0.1(5) . . . . ?
Cu1 O2 C1 O1 -176.4(3) 1_655 . . . ?
Cu2 O2 C1 C15 -177.5(3) . . . . ?
Cu1 O2 C1 C15 6.2(5) 1_655 . . . ?
O6 C22 C2 C4 -178.9(5) . . . . ?
C21 C22 C2 C4 2.0(7) . . . . ?
Cu1 O3 C3 C5 -1.1(7) . . . 1_455 ?
Cu1 O3 C3 C7 -179.9(3) . . . . ?
C22 C2 C4 C10 -0.4(8) . . . . ?
C12 C32 C5 C3 2.7(8) . . . 1_655 ?
C12 C32 C5 C31 -176.2(5) . . . . ?
N1 C31 C5 C32 177.4(5) . . . . ?
N1 C31 C5 C3 -1.5(8) . . . 1_655 ?
C12 C6 C7 C3 1.2(8) 1_455 . . . ?
O3 C3 C7 C6 -179.4(5) . . . . ?
C5 C3 C7 C6 1.7(8) 1_455 . . . ?
Cu1 O5 C8 O4 -16.7(5) . . . . ?
Cu2 O5 C8 O4 -176.8(3) . . . . ?
Cu1 O5 C8 C13 166.1(3) . . . . ?
Cu2 O5 C8 C13 6.0(4) . . . . ?
C23 C21 C9 C10 179.6(5) . . . . ?
C22 C21 C9 C10 1.4(7) . . . . ?
C21 C9 C10 C4 0.3(8) . . . . ?
C2 C4 C10 C9 -0.8(8) . . . . ?
C5 C32 C12 C6 0.1(8) . . . 1_655 ?
C23 N2 C13 C8 -147.8(4) . . . . ?
Cu2 N2 C13 C8 24.9(4) . . . . ?
C23 N2 C13 C17 94.3(5) . . . . ?
Cu2 N2 C13 C17 -93.1(4) . . . . ?
O4 C8 C13 N2 162.8(4) . . . . ?
O5 C8 C13 N2 -19.9(5) . . . . ?
O4 C8 C13 C17 -76.5(5) . . . . ?
O5 C8 C13 C17 100.8(4) . . . . ?
C31 N1 C15 C1 -147.1(4) . . . . ?
Cu1 N1 C15 C1 25.5(4) 1_655 . . . ?
C31 N1 C15 C14 97.3(5) . . . . ?
Cu1 N1 C15 C14 -90.1(4) 1_655 . . . ?
O1 C1 C15 N1 162.4(4) . . . . ?
O2 C1 C15 N1 -20.1(5) . . . . ?
O1 C1 C15 C14 -78.3(5) . . . . ?
O2 C1 C15 C14 99.2(4) . . . . ?
C16 C14 C15 N1 -61.6(6) . . . . ?
C16 C14 C15 C1 -178.5(4) . . . . ?
C15 C14 C16 S1 -178.8(4) . . . . ?
C33 S1 C16 C14 67.3(6) . . . . ?
N2 C13 C17 C18 -60.1(6) . . . . ?
C8 C13 C17 C18 -179.3(4) . . . . ?
C13 C17 C18 S2 -156.6(4) . . . . ?
C11 S2 C18 C17 -63.9(5) . . . . ?

_refine_diff_density_max         0.529
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.081



