# Electronic Supplementary Material (ESI) for Nanoscale.
# 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_Cu-TMA-3Cnpy
_database_code_depnum_ccdc_archive 'CCDC 2130946'
loop_
_audit_author_name
_audit_author_address
'Yanyan Yin'
;Tianjin University of Technology
China
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H8 Cu N2 O4 S'
_chemical_formula_weight         351.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   6.17103(14)
_cell_length_b                   31.0014(7)
_cell_length_c                   6.95964(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.726(2)
_cell_angle_gamma                90.00
_cell_volume                     1328.64(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3818
_cell_measurement_theta_min      5.6570
_cell_measurement_theta_max      78.9180

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             708
_exptl_absorpt_coefficient_mu    3.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3824
_exptl_absorpt_correction_T_max  0.6925
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7506
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         79.12
_reflns_number_total             2801
_reflns_number_gt                2473
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1040P)²+0.7035P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2801
_refine_ls_number_parameters     190
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_ref         0.1853
_refine_ls_wR_factor_gt          0.1794
_refine_ls_goodness_of_fit_ref   1.275
_refine_ls_restrained_S_all      2.964
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.8044(12) 0.2869(2) 0.6305(11) 0.0199(15) Uani 1 1 d . . .
Cu1 Cu 1.01310(18) 0.21567(3) 0.80291(15) 0.0205(5) Uani 1 1 d . . .
S1 S 0.9060(8) 0.43719(9) 0.8720(5) 0.0707(12) Uani 1 1 d . . .
O3 O 0.8391(10) 0.24317(19) 1.0008(8) 0.0270(13) Uani 1 1 d . . .
C7 C 0.8057(12) 0.2831(2) 0.9903(11) 0.0209(15) Uani 1 1 d . . .
O1 O 0.8406(10) 0.24732(19) 0.6056(8) 0.0280(13) Uani 1 1 d . . .
N1 N 0.8411(11) 0.1514(2) 0.7896(11) 0.0264(15) Uani 1 1 d . . .
C2 C 0.8517(14) 0.3560(3) 0.8288(11) 0.0260(17) Uani 1 1 d . . .
C11 C 0.8936(16) 0.0752(3) 0.8113(14) 0.0338(19) Uani 1 1 d . . .
C5 C 0.8930(12) 0.3084(3) 0.8202(11) 0.0206(15) Uani 1 1 d . . .
H5 H 1.0509 0.3045 0.8281 0.025 Uiso 1 1 calc R . .
C8 C 0.6428(14) 0.1456(3) 0.8528(14) 0.0326(19) Uani 1 1 d . . .
H8 H 0.5555 0.1697 0.8665 0.039 Uiso 1 1 calc R . .
C3 C 0.6438(19) 0.3756(3) 0.7918(15) 0.040(2) Uani 1 1 d . . .
H3 H 0.5171 0.3603 0.7593 0.048 Uiso 1 1 calc R . .
C9 C 0.5615(15) 0.1059(4) 0.8986(15) 0.039(2) Uani 1 1 d . . .
H9 H 0.4230 0.1035 0.9430 0.046 Uiso 1 1 calc R . .
N2 N 1.156(2) 0.0112(3) 0.785(2) 0.076(4) Uani 1 1 d . . .
C13 C 1.039(2) 0.0393(4) 0.7955(19) 0.049(3) Uani 1 1 d . . .
C10 C 0.6869(18) 0.0696(3) 0.8782(16) 0.042(2) Uani 1 1 d . . .
H10 H 0.6357 0.0424 0.9079 0.050 Uiso 1 1 calc R . .
C1 C 1.007(2) 0.3858(3) 0.8748(16) 0.042(2) Uani 1 1 d . . .
H1 H 1.1526 0.3791 0.9045 0.051 Uiso 1 1 calc R . .
C12 C 0.9642(14) 0.1165(3) 0.7672(13) 0.0279(17) Uani 1 1 d . . .
H12 H 1.1012 0.1199 0.7208 0.034 Uiso 1 1 calc R . .
C4 C 0.653(3) 0.4203(4) 0.8099(17) 0.059(4) Uani 1 1 d . . .
H4 H 0.5337 0.4385 0.7901 0.071 Uiso 1 1 calc R . .
O2 O 0.7006(9) 0.30983(19) 0.5174(8) 0.0254(12) Uani 1 1 d D . .
O4 O 0.7064(10) 0.30458(19) 1.1008(8) 0.0277(13) Uani 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
C6 O2 1.213(10) . ?
C6 O1 1.260(9) . ?
C6 C5 1.547(10) . ?
Cu1 O1 1.947(6) . ?
Cu1 O2 1.992(5) 4_666 ?
Cu1 O4 2.003(6) 4_665 ?
Cu1 O3 1.992(6) . ?
Cu1 N1 2.256(7) . ?
S1 C4 1.677(18) . ?
S1 C1 1.711(12) . ?
O3 C7 1.258(10) . ?
C7 O4 1.212(10) . ?
C7 C5 1.545(10) . ?
N1 C12 1.337(11) . ?
N1 C8 1.339(11) . ?
C2 C1 1.356(14) . ?
C2 C3 1.427(13) . ?
C2 C5 1.500(11) . ?
C11 C12 1.391(12) . ?
C11 C10 1.397(14) . ?
C11 C13 1.441(15) . ?
C8 C9 1.375(14) . ?
C3 C4 1.393(16) . ?
C9 C10 1.378(16) . ?
N2 C13 1.135(16) . ?
O2 Cu1 1.992(5) 4_565 ?
O4 Cu1 2.003(6) 4_566 ?

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 C6 O1 125.0(7) . . ?
O2 C6 C5 116.2(7) . . ?
O1 C6 C5 118.8(7) . . ?
O1 Cu1 O2 173.1(2) . 4_666 ?
O1 Cu1 O4 89.2(3) . 4_665 ?
O2 Cu1 O4 93.3(2) 4_666 4_665 ?
O1 Cu1 O3 88.7(2) . . ?
O2 Cu1 O3 88.0(2) 4_666 . ?
O4 Cu1 O3 172.6(2) 4_665 . ?
O1 Cu1 N1 100.5(3) . . ?
O2 Cu1 N1 85.9(3) 4_666 . ?
O4 Cu1 N1 89.7(3) 4_665 . ?
O3 Cu1 N1 97.6(3) . . ?
C4 S1 C1 92.7(6) . . ?
C7 O3 Cu1 118.4(5) . . ?
O4 C7 O3 126.2(8) . . ?
O4 C7 C5 115.1(7) . . ?
O3 C7 C5 118.7(7) . . ?
C6 O1 Cu1 119.1(5) . . ?
C12 N1 C8 117.9(8) . . ?
C12 N1 Cu1 116.8(6) . . ?
C8 N1 Cu1 122.8(6) . . ?
C1 C2 C3 111.6(9) . . ?
C1 C2 C5 124.1(9) . . ?
C3 C2 C5 124.4(8) . . ?
C12 C11 C10 119.6(9) . . ?
C12 C11 C13 119.3(9) . . ?
C10 C11 C13 121.1(9) . . ?
C2 C5 C7 113.5(6) . . ?
C2 C5 C6 114.1(6) . . ?
C7 C5 C6 108.3(6) . . ?
N1 C8 C9 123.4(9) . . ?
C4 C3 C2 112.1(11) . . ?
C10 C9 C8 119.4(9) . . ?
N2 C13 C11 178.9(16) . . ?
C9 C10 C11 117.7(9) . . ?
C2 C1 S1 112.2(9) . . ?
N1 C12 C11 122.0(8) . . ?
C3 C4 S1 111.4(10) . . ?
C6 O2 Cu1 120.6(5) . 4_565 ?
C7 O4 Cu1 128.5(5) . 4_566 ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        79.12
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.686
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_cu-tma-phen
_database_code_depnum_ccdc_archive 'CCDC 2131195'
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 Cu N2 O7 S'
_chemical_formula_weight         481.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   4.9913(2)
_cell_length_b                   26.3098(11)
_cell_length_c                   14.5516(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.274(4)
_cell_angle_gamma                90.00
_cell_volume                     1902.83(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6189
_cell_measurement_theta_min      4.5550
_cell_measurement_theta_max      79.1100

_exptl_crystal_description       rod
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             988
_exptl_absorpt_coefficient_mu    3.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4588
_exptl_absorpt_correction_T_max  0.7484
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11356
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_sigmaI/netI    0.0651
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         79.26
_reflns_number_total             4040
_reflns_number_gt                3536
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1575P)²+3.0376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0044(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4040
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0863
_refine_ls_wR_factor_ref         0.2517
_refine_ls_wR_factor_gt          0.2466
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O -0.6541(6) 0.28377(12) 0.3080(2) 0.0423(7) Uani 1 1 d . . .
Cu1 Cu 0.03012(12) 0.23838(2) 0.21454(4) 0.0378(3) Uani 1 1 d . . .
S1 S -0.5421(6) 0.45954(6) 0.38694(18) 0.0997(8) Uani 1 1 d . . .
O1 O -0.2788(6) 0.24277(12) 0.2852(2) 0.0425(7) Uani 1 1 d . . .
O3 O -0.0776(7) 0.29696(13) 0.1423(2) 0.0466(8) Uani 1 1 d . . .
N2 N 0.2856(7) 0.21702(15) 0.1218(2) 0.0398(8) Uani 1 1 d . . .
N1 N 0.1275(7) 0.16998(14) 0.2676(3) 0.0403(8) Uani 1 1 d . . .
C6 C -0.4185(8) 0.28345(16) 0.2900(3) 0.0348(8) Uani 1 1 d . . .
C18 C 0.3980(8) 0.17088(17) 0.1416(3) 0.0394(9) Uani 1 1 d . . .
C19 C 0.3121(8) 0.14518(17) 0.2203(3) 0.0405(9) Uani 1 1 d . . .
C7 C -0.2093(9) 0.33478(17) 0.1698(3) 0.0423(9) Uani 1 1 d . . .
C17 C 0.3621(11) 0.2425(2) 0.0492(3) 0.0474(11) Uani 1 1 d . . .
H17 H 0.2869 0.2743 0.0351 0.057 Uiso 1 1 calc R . .
C2 C -0.4159(9) 0.37992(17) 0.3008(3) 0.0442(10) Uani 1 1 d . . .
O4 O -0.2770(10) 0.37079(17) 0.1214(3) 0.0705(12) Uani 1 1 d . . .
C5 C -0.2705(8) 0.33324(17) 0.2726(3) 0.0400(9) Uani 1 1 d . . .
H5 H -0.0972 0.3321 0.3101 0.048 Uiso 1 1 calc R . .
C13 C 0.6918(11) 0.0992(2) 0.1179(4) 0.0563(13) Uani 1 1 d . . .
H13 H 0.8170 0.0836 0.0836 0.068 Uiso 1 1 calc R . .
C11 C 0.4187(10) 0.09785(19) 0.2464(4) 0.0496(11) Uani 1 1 d . . .
C10 C 0.3195(13) 0.0748(2) 0.3235(5) 0.0647(15) Uani 1 1 d . . .
H10 H 0.3796 0.0426 0.3424 0.078 Uiso 1 1 calc R . .
C15 C 0.6654(10) 0.1767(2) 0.0140(4) 0.0534(12) Uani 1 1 d . . .
H15 H 0.7932 0.1638 -0.0224 0.064 Uiso 1 1 calc R . .
C8 C 0.0424(10) 0.14736(19) 0.3404(4) 0.0504(11) Uani 1 1 d . . .
H8 H -0.0842 0.1639 0.3727 0.061 Uiso 1 1 calc R . .
C14 C 0.5892(9) 0.1486(2) 0.0898(3) 0.0462(10) Uani 1 1 d . . .
C1 C -0.3241(14) 0.4080(2) 0.3766(4) 0.0645(15) Uani 1 1 d . . .
H1 H -0.1713 0.4009 0.4160 0.077 Uiso 1 1 calc R . .
C12 C 0.6134(12) 0.0751(2) 0.1914(5) 0.0597(14) Uani 1 1 d . . .
H12 H 0.6846 0.0433 0.2075 0.072 Uiso 1 1 calc R . .
C3 C -0.6527(12) 0.4009(2) 0.2580(6) 0.0675(16) Uani 1 1 d . . .
H3 H -0.7468 0.3866 0.2062 0.081 Uiso 1 1 calc R . .
C16 C 0.5512(11) 0.2229(2) -0.0057(4) 0.0551(12) Uani 1 1 d . . .
H16 H 0.5999 0.2414 -0.0560 0.066 Uiso 1 1 calc R . .
C4 C -0.7349(14) 0.4452(3) 0.2999(7) 0.085(2) Uani 1 1 d . . .
H4 H -0.8861 0.4639 0.2787 0.102 Uiso 1 1 calc R . .
C9 C 0.1339(13) 0.0998(2) 0.3709(4) 0.0631(14) Uani 1 1 d . . .
H9 H 0.0700 0.0851 0.4228 0.076 Uiso 1 1 calc R . .
O5 O 0.1897(16) 0.3728(3) 0.0062(5) 0.151(3) Uani 1 1 d G . .
H5A H 0.2968 0.3644 0.0525 0.227 Uiso 1 1 d G . .
O6 O 0.7042(19) 0.4776(3) 0.1234(5) 0.178(4) Uani 1 1 d G . .
H6B H 0.8564 0.4630 0.1322 0.267 Uiso 1 1 d G . .
O7 O 0.815(4) 0.5247(7) 0.9678(5) 0.280(8) Uani 1 1 d G . .
H7A H 0.8527 0.5383 1.0204 0.420 Uiso 1 1 d G . .
H7B H 0.6454 0.5251 0.9545 0.420 Uiso 1 1 d G . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C6 1.228(5) . ?
O2 Cu1 2.316(3) 1_455 ?
Cu1 O3 1.915(3) . ?
Cu1 O1 1.934(3) . ?
Cu1 N1 2.001(4) . ?
Cu1 N2 2.020(4) . ?
Cu1 O2 2.316(3) 1_655 ?
S1 C4 1.565(10) . ?
S1 C1 1.753(7) . ?
O1 C6 1.283(5) . ?
O3 C7 1.277(6) . ?
N2 C17 1.336(6) . ?
N2 C18 1.357(6) . ?
N1 C8 1.318(6) . ?
N1 C19 1.366(5) . ?
C6 C5 1.536(6) . ?
C18 C14 1.398(6) . ?
C18 C19 1.429(6) . ?
C19 C11 1.393(7) . ?
C7 O4 1.211(6) . ?
C7 C5 1.554(6) . ?
C17 C16 1.391(7) . ?
C2 C1 1.370(8) . ?
C2 C3 1.398(8) . ?
C2 C5 1.503(6) . ?
C13 C12 1.333(9) . ?
C13 C14 1.444(8) . ?
C11 C10 1.405(8) . ?
C11 C12 1.444(8) . ?
C10 C9 1.373(8) . ?
C15 C16 1.362(8) . ?
C15 C14 1.409(8) . ?
C8 C9 1.391(8) . ?
C3 C4 1.393(10) . ?

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
C6 O2 Cu1 119.0(3) . 1_455 ?
O3 Cu1 O1 92.68(13) . . ?
O3 Cu1 N1 169.14(15) . . ?
O1 Cu1 N1 91.47(14) . . ?
O3 Cu1 N2 91.12(14) . . ?
O1 Cu1 N2 162.77(15) . . ?
N1 Cu1 N2 82.06(15) . . ?
O3 Cu1 O2 92.81(14) . 1_655 ?
O1 Cu1 O2 100.94(13) . 1_655 ?
N1 Cu1 O2 96.26(14) . 1_655 ?
N2 Cu1 O2 95.65(13) . 1_655 ?
C4 S1 C1 94.8(3) . . ?
C6 O1 Cu1 122.9(3) . . ?
C7 O3 Cu1 125.6(3) . . ?
C17 N2 C18 118.4(4) . . ?
C17 N2 Cu1 129.2(3) . . ?
C18 N2 Cu1 112.4(3) . . ?
C8 N1 C19 118.1(4) . . ?
C8 N1 Cu1 129.1(3) . . ?
C19 N1 Cu1 112.7(3) . . ?
O2 C6 O1 123.6(4) . . ?
O2 C6 C5 120.9(4) . . ?
O1 C6 C5 115.5(3) . . ?
N2 C18 C14 123.3(4) . . ?
N2 C18 C19 116.4(4) . . ?
C14 C18 C19 120.2(4) . . ?
N1 C19 C11 123.2(5) . . ?
N1 C19 C18 116.4(4) . . ?
C11 C19 C18 120.4(4) . . ?
O4 C7 O3 123.4(4) . . ?
O4 C7 C5 120.8(4) . . ?
O3 C7 C5 115.7(4) . . ?
N2 C17 C16 121.7(5) . . ?
C1 C2 C3 110.6(5) . . ?
C1 C2 C5 121.8(5) . . ?
C3 C2 C5 127.6(5) . . ?
C2 C5 C6 113.6(3) . . ?
C2 C5 C7 112.6(4) . . ?
C6 C5 C7 108.7(4) . . ?
C12 C13 C14 122.2(5) . . ?
C19 C11 C10 116.8(5) . . ?
C19 C11 C12 118.6(5) . . ?
C10 C11 C12 124.6(5) . . ?
C9 C10 C11 119.8(5) . . ?
C16 C15 C14 119.7(4) . . ?
N1 C8 C9 122.8(5) . . ?
C18 C14 C15 116.6(5) . . ?
C18 C14 C13 117.8(5) . . ?
C15 C14 C13 125.5(4) . . ?
C2 C1 S1 108.8(5) . . ?
C13 C12 C11 120.6(5) . . ?
C4 C3 C2 113.9(7) . . ?
C15 C16 C17 120.2(5) . . ?
C3 C4 S1 111.8(5) . . ?
C10 C9 C8 119.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        79.26
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.950
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.148
####################################################################### 
# 
# 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_Zn-TMA-2,2-bpy
_database_code_depnum_ccdc_archive 'CCDC 2131194'
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 N2 O7 S Zn'
_chemical_formula_weight         459.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   16.0233(3)
_cell_length_b                   14.6001(2)
_cell_length_c                   16.6104(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3885.86(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9087
_cell_measurement_theta_min      4.1650
_cell_measurement_theta_max      78.9350

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_absorpt_coefficient_mu    3.145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3660
_exptl_absorpt_correction_T_max  0.5720
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16468
_diffrn_reflns_av_R_equivalents  0.0949
_diffrn_reflns_av_sigmaI/netI    0.0624
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.89
_diffrn_reflns_theta_max         79.16
_reflns_number_total             4135
_reflns_number_gt                3735
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1918P)²+7.4136P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0252(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4135
_refine_ls_number_parameters     255
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.1053
_refine_ls_wR_factor_ref         0.2904
_refine_ls_wR_factor_gt          0.2829
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.00649(4) 0.20294(4) 0.15341(4) 0.0311(4) Uani 1 1 d . . .
S1 S 0.16755(17) 0.33047(19) -0.03982(15) 0.0872(7) Uani 1 1 d U . .
O2 O -0.0328(2) 0.3266(2) 0.1947(2) 0.0389(8) Uani 1 1 d . . .
O4 O 0.1112(2) 0.2180(2) 0.2183(2) 0.0417(9) Uani 1 1 d . . .
O5 O -0.0630(2) 0.1185(2) 0.2170(3) 0.0506(10) Uani 1 1 d . . .
H5A H -0.0484 0.0635 0.2077 0.076 Uiso 1 1 d R . .
H5B H -0.1131 0.1215 0.2003 0.076 Uiso 1 1 d R . .
O3 O 0.2116(3) 0.3021(3) 0.2701(3) 0.0574(12) Uani 1 1 d . . .
C6 C 0.0160(3) 0.3920(3) 0.2094(3) 0.0313(9) Uani 1 1 d . . .
N7 N 0.0682(2) 0.1110(3) 0.0741(2) 0.0361(9) Uani 1 1 d . . .
C2 C 0.1222(3) 0.3780(3) 0.1008(3) 0.0375(10) Uani 1 1 d . . .
C7 C 0.1467(3) 0.2942(3) 0.2302(3) 0.0336(10) Uani 1 1 d . . .
O1 O -0.0093(2) 0.4659(3) 0.2369(3) 0.0537(11) Uani 1 1 d . . .
C13 C -0.0219(4) 0.1829(4) -0.0218(3) 0.0425(11) Uani 1 1 d . . .
C5 C 0.1095(3) 0.3806(3) 0.1908(3) 0.0322(9) Uani 1 1 d . . .
H5 H 0.1391 0.4341 0.2121 0.039 Uiso 1 1 calc R . .
N13 N -0.0505(3) 0.2303(3) 0.0417(3) 0.0425(10) Uani 1 1 d . . .
C8 C 0.1287(3) 0.0536(4) 0.0959(3) 0.0441(12) Uani 1 1 d . . .
H8 H 0.1424 0.0490 0.1501 0.053 Uiso 1 1 calc R . .
C4 C 0.1108(5) 0.4248(6) -0.0406(5) 0.0757(14) Uani 1 1 d DU . .
H4 H 0.0947 0.4589 -0.0852 0.091 Uiso 1 1 calc R . .
C17 C -0.1116(5) 0.2923(4) 0.0307(5) 0.0616(18) Uani 1 1 d . . .
H17 H -0.1323 0.3237 0.0751 0.074 Uiso 1 1 calc R . .
C12 C 0.0467(3) 0.1171(3) -0.0042(3) 0.0387(11) Uani 1 1 d . . .
C14 C -0.0533(5) 0.1953(5) -0.0980(4) 0.0650(18) Uani 1 1 d . . .
H14 H -0.0331 0.1611 -0.1410 0.078 Uiso 1 1 calc R . .
C11 C 0.0864(5) 0.0659(5) -0.0621(4) 0.0601(16) Uani 1 1 d . . .
H11 H 0.0710 0.0707 -0.1159 0.072 Uiso 1 1 calc R . .
C16 C -0.1444(5) 0.3107(5) -0.0439(6) 0.071(2) Uani 1 1 d . . .
H16 H -0.1847 0.3559 -0.0505 0.085 Uiso 1 1 calc R . .
C1 C 0.1651(4) 0.3130(4) 0.0600(5) 0.0566(12) Uani 1 1 d U . .
H1 H 0.1908 0.2634 0.0849 0.068 Uiso 1 1 calc R . .
C9 C 0.1720(4) 0.0003(4) 0.0407(4) 0.0572(16) Uani 1 1 d . . .
H9 H 0.2146 -0.0386 0.0576 0.069 Uiso 1 1 calc R . .
C10 C 0.1509(5) 0.0060(5) -0.0385(5) 0.0657(18) Uani 1 1 d . . .
H10 H 0.1788 -0.0293 -0.0766 0.079 Uiso 1 1 calc R . .
C15 C -0.1161(5) 0.2603(7) -0.1094(5) 0.082(3) Uani 1 1 d . . .
H15 H -0.1387 0.2698 -0.1603 0.099 Uiso 1 1 calc R . .
C3 C 0.0906(5) 0.4441(5) 0.0470(4) 0.0664(18) Uani 1 1 d D . .
H3 H 0.0600 0.4949 0.0636 0.080 Uiso 1 1 calc R . .
O6 O 0.2234(3) 0.6211(2) 0.2761(5) 0.094(2) Uani 1 1 d G . .
H6A H 0.2615 0.5811 0.2812 0.142 Uiso 1 1 d G . .
H6B H 0.2495 0.6714 0.2706 0.142 Uiso 1 1 d G . .
O7 O 0.1917(3) 0.9605(2) 0.2827(5) 0.0843(19) Uani 1 1 d G . .
H7A H 0.2057 0.9392 0.2371 0.127 Uiso 1 1 d G . .
H7B H 0.1441 0.9369 0.2919 0.127 Uiso 1 1 d G . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O5 1.968(4) . ?
Zn1 O4 2.006(4) . ?
Zn1 O2 2.031(3) . ?
Zn1 N13 2.107(4) . ?
Zn1 N7 2.124(4) . ?
S1 C4 1.650(9) . ?
S1 C1 1.678(8) . ?
O2 C6 1.259(5) . ?
O4 C7 1.266(6) . ?
O3 C7 1.238(6) . ?
C6 O1 1.239(6) . ?
C6 C5 1.540(6) . ?
N7 C8 1.332(6) . ?
N7 C12 1.348(6) . ?
C2 C1 1.354(8) . ?
C2 C3 1.410(8) . ?
C2 C5 1.509(7) . ?
C7 C5 1.541(6) . ?
C13 N13 1.343(8) . ?
C13 C14 1.373(8) . ?
C13 C12 1.488(8) . ?
N13 C17 1.344(7) . ?
C8 C9 1.388(8) . ?
C4 C3 1.516(10) . ?
C17 C16 1.372(11) . ?
C12 C11 1.376(8) . ?
C14 C15 1.396(11) . ?
C11 C10 1.410(10) . ?
C16 C15 1.390(14) . ?
C9 C10 1.360(11) . ?

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 Zn1 O4 104.68(17) . . ?
O5 Zn1 O2 101.52(15) . . ?
O4 Zn1 O2 88.89(14) . . ?
O5 Zn1 N13 110.24(18) . . ?
O4 Zn1 N13 144.61(17) . . ?
O2 Zn1 N13 89.67(16) . . ?
O5 Zn1 N7 101.56(17) . . ?
O4 Zn1 N7 90.76(15) . . ?
O2 Zn1 N7 156.22(16) . . ?
N13 Zn1 N7 77.03(17) . . ?
C4 S1 C1 97.0(4) . . ?
C6 O2 Zn1 123.2(3) . . ?
C7 O4 Zn1 123.8(3) . . ?
O1 C6 O2 121.9(4) . . ?
O1 C6 C5 119.1(4) . . ?
O2 C6 C5 118.9(4) . . ?
C8 N7 C12 119.3(4) . . ?
C8 N7 Zn1 124.6(3) . . ?
C12 N7 Zn1 115.9(3) . . ?
C1 C2 C3 110.2(6) . . ?
C1 C2 C5 125.6(5) . . ?
C3 C2 C5 124.3(5) . . ?
O3 C7 O4 122.9(4) . . ?
O3 C7 C5 118.4(4) . . ?
O4 C7 C5 118.6(4) . . ?
N13 C13 C14 122.0(6) . . ?
N13 C13 C12 115.5(4) . . ?
C14 C13 C12 122.5(6) . . ?
C2 C5 C6 109.4(4) . . ?
C2 C5 C7 110.4(4) . . ?
C6 C5 C7 112.4(4) . . ?
C13 N13 C17 119.3(5) . . ?
C13 N13 Zn1 116.5(4) . . ?
C17 N13 Zn1 124.2(5) . . ?
N7 C8 C9 122.6(5) . . ?
C3 C4 S1 105.4(6) . . ?
N13 C17 C16 122.2(7) . . ?
N7 C12 C11 121.4(5) . . ?
N7 C12 C13 114.9(4) . . ?
C11 C12 C13 123.7(5) . . ?
C13 C14 C15 118.6(7) . . ?
C12 C11 C10 118.8(6) . . ?
C17 C16 C15 118.6(7) . . ?
C2 C1 S1 113.6(5) . . ?
C10 C9 C8 118.6(6) . . ?
C9 C10 C11 119.3(6) . . ?
C16 C15 C14 119.3(7) . . ?
C2 C3 C4 113.8(6) . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        79.16
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         2.387
_refine_diff_density_min         -2.073
_refine_diff_density_rms         0.217
####################################################################### 
# 
# 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_Cu-TMA-22
_database_code_depnum_ccdc_archive 'CCDC 2130947'
loop_
_audit_author_name
_audit_author_address
'Yanyan Yin'
;Nankai University Binhai college
China
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 Cu N2 O7 S'
_chemical_formula_weight         457.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   16.10966(19)
_cell_length_b                   14.61582(19)
_cell_length_c                   16.4897(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3882.59(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7446
_cell_measurement_theta_min      4.918
_cell_measurement_theta_max      78.399

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1880
_exptl_absorpt_coefficient_mu    2.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4686
_exptl_absorpt_correction_T_max  0.7550
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16119
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.89
_diffrn_reflns_theta_max         79.50
_reflns_number_total             4151
_reflns_number_gt                3650
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1687P)²+6.5352P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4151
_refine_ls_number_parameters     262
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.2630
_refine_ls_wR_factor_gt          0.2571
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.252
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.01348(4) 0.78167(4) 0.14036(4) 0.0364(3) Uani 1 1 d . . .
O1 O 0.1053(2) 0.7781(2) 0.2177(2) 0.0455(8) Uani 1 1 d . . .
O3 O -0.0322(2) 0.6707(2) 0.1872(2) 0.0449(8) Uani 1 1 d . . .
S1 S 0.17623(19) 0.6677(2) -0.03806(16) 0.1021(8) Uani 1 1 d U . .
C7 C 0.0156(3) 0.6050(3) 0.2063(3) 0.0380(10) Uani 1 1 d . . .
O4 O -0.0111(2) 0.5337(3) 0.2359(3) 0.0591(11) Uani 1 1 d . . .
N1 N 0.0686(2) 0.8772(3) 0.0727(2) 0.0386(8) Uani 1 1 d . . .
N2 N -0.0486(3) 0.7632(3) 0.0362(3) 0.0454(10) Uani 1 1 d . . .
C2 C 0.1250(3) 0.6190(3) 0.1007(3) 0.0426(10) Uani 1 1 d . . .
O5 O -0.0635(2) 0.8786(3) 0.2038(3) 0.0609(11) Uani 1 1 d . . .
H5A H -0.0332 0.9119 0.2340 0.091 Uiso 1 1 d R . .
H5B H -0.0950 0.8501 0.2366 0.091 Uiso 1 1 d R . .
O2 O 0.2057(3) 0.6979(3) 0.2739(3) 0.0652(12) Uani 1 1 d . . .
C17 C 0.1274(3) 0.9349(3) 0.0985(4) 0.0493(12) Uani 1 1 d . . .
H17 H 0.1424 0.9342 0.1529 0.059 Uiso 1 1 calc R . .
C6 C 0.1425(3) 0.7037(3) 0.2313(3) 0.0404(10) Uani 1 1 d . . .
C13 C 0.0456(3) 0.8787(3) -0.0057(3) 0.0431(10) Uani 1 1 d . . .
C5 C 0.1089(3) 0.6160(3) 0.1914(3) 0.0373(9) Uani 1 1 d . . .
H5 H 0.1379 0.5631 0.2145 0.045 Uiso 1 1 calc R . .
C12 C -0.0212(3) 0.8137(4) -0.0265(3) 0.0449(11) Uani 1 1 d . . .
C16 C 0.1665(4) 0.9952(4) 0.0471(4) 0.0624(16) Uani 1 1 d . . .
H16 H 0.2070 1.0348 0.0667 0.075 Uiso 1 1 calc R . .
C4 C 0.1150(4) 0.5737(5) -0.0428(4) 0.0700(12) Uani 1 1 d DU . .
H4 H 0.0989 0.5408 -0.0885 0.084 Uiso 1 1 calc R . .
C9 C -0.1430(5) 0.6856(5) -0.0519(6) 0.080(2) Uani 1 1 d . . .
H9 H -0.1842 0.6419 -0.0593 0.096 Uiso 1 1 calc R . .
C14 C 0.0815(4) 0.9385(5) -0.0612(4) 0.0600(14) Uani 1 1 d . . .
H14 H 0.0639 0.9401 -0.1149 0.072 Uiso 1 1 calc R . .
C15 C 0.1453(5) 0.9965(5) -0.0334(5) 0.0683(17) Uani 1 1 d . . .
H15 H 0.1727 1.0351 -0.0693 0.082 Uiso 1 1 calc R . .
C1 C 0.1722(4) 0.6820(4) 0.0610(5) 0.0606(12) Uani 1 1 d U . .
H1 H 0.1998 0.7291 0.0876 0.073 Uiso 1 1 calc R . .
C8 C -0.1086(4) 0.6996(4) 0.0238(5) 0.0664(18) Uani 1 1 d . . .
H8 H -0.1269 0.6645 0.0673 0.080 Uiso 1 1 calc R . .
C3 C 0.0927(5) 0.5560(6) 0.0438(4) 0.0739(17) Uani 1 1 d DU . .
H3 H 0.0597 0.5068 0.0592 0.089 Uiso 1 1 calc R . .
C10 C -0.1150(6) 0.7379(7) -0.1166(5) 0.087(3) Uani 1 1 d . . .
H10 H -0.1369 0.7293 -0.1682 0.104 Uiso 1 1 calc R . .
C11 C -0.0539(5) 0.8032(5) -0.1035(4) 0.0692(17) Uani 1 1 d . . .
H11 H -0.0351 0.8396 -0.1460 0.083 Uiso 1 1 calc R . .
O6 O 0.1929(3) 0.0410(4) 0.2772(5) 0.102(2) Uani 1 1 d GD . .
H6A H 0.1365 0.0494 0.2779 0.15(5) Uiso 1 1 d RD . .
H6B H 0.2233 0.0998 0.2747 0.17(5) Uiso 1 1 d RD . .
O7 O 0.7745(3) 0.8781(4) 0.2263(5) 0.101(2) Uani 1 1 d D . .
H7A H 0.7507 0.8386 0.2352 0.15(5) Uiso 1 1 d RD . .
H7B H 0.7456 0.9283 0.2206 0.08(2) Uiso 1 1 d R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.941(3) . ?
Cu1 O1 1.954(4) . ?
Cu1 N1 1.995(4) . ?
Cu1 N2 2.006(4) . ?
Cu1 O5 2.153(4) . ?
O1 C6 1.261(6) . ?
O3 C7 1.270(6) . ?
S1 C1 1.648(8) . ?
S1 C4 1.694(9) . ?
C7 O4 1.228(6) . ?
C7 C5 1.532(6) . ?
N1 C17 1.338(6) . ?
N1 C13 1.346(6) . ?
N2 C12 1.344(7) . ?
N2 C8 1.356(7) . ?
C2 C1 1.362(8) . ?
C2 C3 1.414(8) . ?
C2 C5 1.519(7) . ?
O2 C6 1.240(6) . ?
C17 C16 1.376(8) . ?
C6 C5 1.540(6) . ?
C13 C14 1.391(7) . ?
C13 C12 1.476(8) . ?
C12 C11 1.384(8) . ?
C16 C15 1.371(10) . ?
C4 C3 1.494(7) . ?
C9 C8 1.381(11) . ?
C9 C10 1.389(14) . ?
C14 C15 1.409(10) . ?
C10 C11 1.388(12) . ?

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 O1 90.26(15) . . ?
O3 Cu1 N1 167.34(17) . . ?
O1 Cu1 N1 92.70(16) . . ?
O3 Cu1 N2 92.25(17) . . ?
O1 Cu1 N2 158.88(18) . . ?
N1 Cu1 N2 80.64(17) . . ?
O3 Cu1 O5 97.92(16) . . ?
O1 Cu1 O5 97.83(17) . . ?
N1 Cu1 O5 93.86(17) . . ?
N2 Cu1 O5 102.57(18) . . ?
C6 O1 Cu1 119.9(3) . . ?
C7 O3 Cu1 120.1(3) . . ?
C1 S1 C4 97.2(3) . . ?
O4 C7 O3 121.9(4) . . ?
O4 C7 C5 119.7(4) . . ?
O3 C7 C5 118.4(4) . . ?
C17 N1 C13 119.3(4) . . ?
C17 N1 Cu1 125.4(4) . . ?
C13 N1 Cu1 115.2(3) . . ?
C12 N2 C8 119.6(5) . . ?
C12 N2 Cu1 114.9(3) . . ?
C8 N2 Cu1 125.2(4) . . ?
C1 C2 C3 109.0(6) . . ?
C1 C2 C5 126.1(5) . . ?
C3 C2 C5 124.9(5) . . ?
N1 C17 C16 122.2(5) . . ?
O2 C6 O1 123.4(5) . . ?
O2 C6 C5 118.2(4) . . ?
O1 C6 C5 118.3(4) . . ?
N1 C13 C14 121.9(5) . . ?
N1 C13 C12 114.4(4) . . ?
C14 C13 C12 123.7(5) . . ?
C2 C5 C7 109.2(4) . . ?
C2 C5 C6 109.6(4) . . ?
C7 C5 C6 111.4(4) . . ?
N2 C12 C11 121.4(6) . . ?
N2 C12 C13 114.5(4) . . ?
C11 C12 C13 124.1(6) . . ?
C17 C16 C15 119.4(6) . . ?
C3 C4 S1 103.6(5) . . ?
C8 C9 C10 118.9(7) . . ?
C13 C14 C15 117.9(6) . . ?
C16 C15 C14 119.3(6) . . ?
C2 C1 S1 114.4(5) . . ?
N2 C8 C9 121.6(7) . . ?
C2 C3 C4 115.7(7) . . ?
C11 C10 C9 119.3(7) . . ?
C12 C11 C10 119.2(7) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        79.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         2.626
_refine_diff_density_min         -1.579
_refine_diff_density_rms         0.129
