# Electronic Supplementary Material (ESI) for Molecular Systems Design & Engineering.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_mo_pip_js123d_2_100k_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2329055'
loop_
_audit_author_name
_audit_author_address
'Jetnipat Songkerdthong'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT987_mo_pip_js123d_2_100k_0ma_a 
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: We have tried a twin refinement and this does not produce a better refinement. We are confident this is not a twin, but the high Flack parameter is due to the use of Mo radiation.
;
# Added during the CSD deposition process: Monday 29 January 2024 06:26 AM
# end Validation Reply Form

_audit_creation_date             2023-08-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 Cu N2 O S'
_chemical_formula_sum            'C7 H7 Cu N2 O S'
_chemical_formula_weight         230.75
_chemical_absolute_configuration unk
_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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   10.9519(9)
_cell_length_b                   3.7899(3)
_cell_length_c                   11.1736(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.487(2)
_cell_angle_gamma                90
_cell_volume                     415.10(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.128
_cell_measurement_theta_min      3.656
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.828
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1564 before and 0.0710 after correction.
The Ratio of minimum to maximum transmission is 0.9223.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19382
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.155
_diffrn_reflns_theta_min         2.078
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.981
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                2354
_reflns_number_total             2447
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.938
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details 
;
 Flack x determined using 1124 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.056(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         2447
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.173
_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)+1.0033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0635
_refine_ls_wR_factor_ref         0.0671
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6)
1.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.77585(3) 0.29030(14) 0.43961(3) 0.01388(13) Uani 1 1 d . . . . .
S1 S 0.88311(9) 0.2139(3) 0.90228(9) 0.0115(2) Uani 1 1 d . . . . .
O1 O 0.2593(3) 0.4243(10) 0.3288(3) 0.0190(7) Uani 1 1 d . . . . .
N1 N 0.8075(4) 0.2643(11) 0.6244(4) 0.0152(8) Uani 1 1 d . . . . .
C1 C 0.8359(5) 0.2431(13) 0.7378(5) 0.0133(8) Uani 1 1 d . . . . .
N2 N 0.5730(4) 0.2731(10) 0.3085(3) 0.0133(7) Uani 1 1 d . . . . .
C2 C 0.4800(4) 0.3618(12) 0.3508(4) 0.0154(8) Uani 1 1 d . . . . .
H2 H 0.509843 0.452560 0.436654 0.019 Uiso 1 1 calc R U . . .
C3 C 0.3398(4) 0.3223(12) 0.2704(4) 0.0137(8) Uani 1 1 d . . . . .
C4 C 0.2946(4) 0.1908(12) 0.1426(4) 0.0157(8) Uani 1 1 d . . . . .
H4 H 0.201910 0.162755 0.086892 0.019 Uiso 1 1 calc R U . . .
C5 C 0.3912(5) 0.1019(13) 0.0996(4) 0.0182(9) Uani 1 1 d . . . . .
H5 H 0.363775 0.012656 0.013938 0.022 Uiso 1 1 calc R U . . .
C6 C 0.5278(5) 0.1456(13) 0.1838(4) 0.0166(8) Uani 1 1 d . . . . .
H6 H 0.591212 0.084527 0.153104 0.020 Uiso 1 1 calc R U . . .
C7 C 0.1190(5) 0.3171(15) 0.2633(5) 0.0243(10) Uani 1 1 d . . . . .
H7A H 0.073355 0.439848 0.179739 0.036 Uiso 1 1 calc R U . . .
H7B H 0.075762 0.372090 0.319182 0.036 Uiso 1 1 calc R U . . .
H7C H 0.113995 0.067465 0.247105 0.036 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 S1 2.3755(13) 2_554 ?
Cu1 S1 2.3497(13) 2_564 ?
Cu1 N1 1.937(4) . ?
Cu1 N2 2.045(3) . ?
S1 C1 1.676(5) . ?
O1 C3 1.365(5) . ?
O1 C7 1.435(6) . ?
N1 C1 1.166(6) . ?
N2 C2 1.344(5) . ?
N2 C6 1.343(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.399(6) . ?
C3 C4 1.380(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(6) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
S1 Cu1 S1 106.66(4) 2_564 2_554 ?
N1 Cu1 S1 106.18(13) . 2_554 ?
N1 Cu1 S1 111.33(12) . 2_564 ?
N1 Cu1 N2 112.52(15) . . ?
N2 Cu1 S1 108.22(11) . 2_554 ?
N2 Cu1 S1 111.56(11) . 2_564 ?
Cu1 S1 Cu1 106.65(4) 2_565 2 ?
C1 S1 Cu1 108.10(17) . 2 ?
C1 S1 Cu1 101.98(17) . 2_565 ?
C3 O1 C7 116.7(4) . . ?
C1 N1 Cu1 175.3(4) . . ?
N1 C1 S1 177.8(4) . . ?
C2 N2 Cu1 119.4(3) . . ?
C6 N2 Cu1 122.3(3) . . ?
C6 N2 C2 117.9(4) . . ?
N2 C2 H2 118.8 . . ?
N2 C2 C3 122.3(4) . . ?
C3 C2 H2 118.8 . . ?
O1 C3 C2 114.9(4) . . ?
O1 C3 C4 125.9(4) . . ?
C4 C3 C2 119.2(4) . . ?
C3 C4 H4 121.0 . . ?
C3 C4 C5 118.0(4) . . ?
C5 C4 H4 121.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(4) . . ?
C6 C5 H5 120.0 . . ?
N2 C6 C5 122.5(4) . . ?
N2 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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 N2 C2 C3 -173.5(3) . . . . ?
Cu1 N2 C6 C5 173.6(4) . . . . ?
O1 C3 C4 C5 179.7(4) . . . . ?
N2 C2 C3 O1 179.9(4) . . . . ?
N2 C2 C3 C4 -0.6(7) . . . . ?
C2 N2 C6 C5 -0.4(7) . . . . ?
C2 C3 C4 C5 0.2(7) . . . . ?
C3 C4 C5 C6 0.0(7) . . . . ?
C4 C5 C6 N2 0.0(8) . . . . ?
C6 N2 C2 C3 0.6(7) . . . . ?
C7 O1 C3 C2 -166.4(4) . . . . ?
C7 O1 C3 C4 14.1(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
