# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_L1CuPPh3
_database_code_depnum_ccdc_archive 'CCDC 2177687'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2020-01-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C35 H39 Cu N P S'
_chemical_formula_sum            'C35 H39 Cu N P S'
_chemical_formula_weight         600.24
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C35 H39 N1 S1 P1 Cu1'
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'
P P 0.1023 0.0942 '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           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x+1/2, -y, z+1/2'

_cell_length_a                   8.7209(2)
_cell_length_b                   11.5302(2)
_cell_length_c                   15.5452(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.780(2)
_cell_angle_gamma                90.00
_cell_volume                     1548.74(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17852
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.8370
_cell_measurement_theta_min      1.7660
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27269
_diffrn_reflns_theta_full        27.03
_diffrn_reflns_theta_max         27.03
_diffrn_reflns_theta_min         2.21
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00 -17.00   0.50    5.66    --   10.60 -81.00  44.00   70
  2  ω     34.00  59.00   0.50    5.66    --   10.60  81.00 166.00   50
  3  ω    -42.00 -17.00   0.50    5.66    --  -10.90 -81.00  44.00   50
  4  ω     -4.00  21.00   0.50    5.66    --  -10.90  81.00 166.00   50
  5  ω    -54.00  -8.00   0.50    5.66    --   10.60 -77.00 -30.00   92
  6  ω     -3.00  27.00   0.50    5.66    --   10.60  82.00   0.00   60
  7  ω     16.00  41.00   0.50    5.66    --   10.60  82.00 -90.00   50
  8  ω     -4.00  21.00   0.50    5.66    --   10.60  82.00 -60.00   50
  9  ω     -2.00 100.00   0.50    5.66    --   10.60  57.00  60.00  204
 10  ω    -17.00  72.00   0.50    5.66    --   10.60  82.00 150.00  178
 11  ω    -17.00 100.00   0.50    5.66    --   10.60  82.00  60.00  234
 12  ω    -12.00 100.00   0.50    5.66    --   10.60  82.00 -30.00  224
 13  ω    -17.00  13.00   0.50    5.66    --   10.60  82.00 -90.00   60
 14  ω     -7.00  18.00   0.50    5.66    --   10.60  82.00-133.92   50
 15  ω     -7.00  20.00   0.50    5.66    --   10.60  82.00-180.00   54
 16  ω     75.00 100.00   0.50    5.66    --   10.60  82.00-180.00   50
 17  ω    -50.00 -24.00   0.50    5.66    --  -10.90 -77.00-120.00   52
 18  ω    -93.00 -53.00   0.50    5.66    --  -10.90 -77.00-120.00   80
 19  ω    -28.00  69.00   0.50    5.66    --  -10.90  77.00 -90.00  194
 20  ω    -54.00  18.00   0.50    5.66    --  -10.90 -57.00 150.00  144
 21  ω     36.00  62.00   0.50    5.66    --  -10.90  77.00 120.00   52
 22  ω    -18.00  11.00   0.50    5.66    --  -10.90  77.00 120.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0115849000
_diffrn_orient_matrix_UB_12      -0.0594602000
_diffrn_orient_matrix_UB_13      -0.0105592000
_diffrn_orient_matrix_UB_21      -0.0341727000
_diffrn_orient_matrix_UB_22      -0.0084086000
_diffrn_orient_matrix_UB_23      0.0384266000
_diffrn_orient_matrix_UB_31      -0.0737590000
_diffrn_orient_matrix_UB_32      0.0132343000
_diffrn_orient_matrix_UB_33      -0.0230922000
_diffrn_oxdiff_digest_frames     
;
01db579961fd1fe35b59d37300dcd1b252000257093
;
_diffrn_oxdiff_digest_hkl        
;
014b380b221c1ad04f2d7204e23a867fd66e9e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_number_gt                5206
_reflns_number_total             5395
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     359
_refine_ls_number_reflns         5395
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0449
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.090
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0881P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1147
_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. 
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.477(13)
 0.523(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C19(H19), C20(H20), C21(H21), C22(H22),
 C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cu1 Cu 0.44280(4) 0.65502(3) 0.52184(3) 0.02075(12) Uani 1 d . . .
S1 S 0.42021(12) 0.46487(7) 0.51182(6) 0.0264(2) Uani 1 d . . .
P1 P 0.55560(10) 0.74272(8) 0.42182(5) 0.01968(19) Uani 1 d . . .
N1 N 0.3439(3) 0.6933(2) 0.62387(18) 0.0207(6) Uani 1 d . . .
C1 C 0.2104(5) 0.6581(3) 0.7511(3) 0.0275(8) Uani 1 d . . .
H1A H 0.2971 0.6631 0.7981 0.041 Uiso 1 calc . . GR
H1B H 0.1347 0.6017 0.7665 0.041 Uiso 1 calc . . GR
H1C H 0.1611 0.7343 0.7421 0.041 Uiso 1 calc . . GR
C2 C 0.2697(4) 0.6199(3) 0.6682(2) 0.0204(7) Uani 1 d . . .
C3 C 0.2401(4) 0.5013(3) 0.6443(2) 0.0235(7) Uani 1 d . . .
H3 H 0.1679 0.4644 0.6758 0.028 Uiso 1 calc . . R
C4 C 0.2956(5) 0.4312(3) 0.5850(2) 0.0240(8) Uani 1 d . . .
C5 C 0.2455(6) 0.3056(3) 0.5836(3) 0.0383(10) Uani 1 d . . .
H5A H 0.2114 0.2817 0.5235 0.057 Uiso 1 calc . . GR
H5B H 0.1598 0.2966 0.6179 0.057 Uiso 1 calc . . GR
H5C H 0.3327 0.2571 0.6084 0.057 Uiso 1 calc . . GR
C6 C 0.3704(4) 0.8095(3) 0.6564(2) 0.0191(7) Uani 1 d . . .
C7 C 0.2617(4) 0.8970(3) 0.6286(2) 0.0197(7) Uani 1 d . . .
C8 C 0.2979(4) 1.0099(3) 0.6545(2) 0.0232(7) Uani 1 d . . .
H8 H 0.2255 1.0698 0.6373 0.028 Uiso 1 calc . . R
C9 C 0.4368(4) 1.0379(3) 0.7050(2) 0.0242(7) Uani 1 d . . .
H9 H 0.4611 1.1163 0.7200 0.029 Uiso 1 calc . . R
C10 C 0.5391(5) 0.9500(3) 0.7332(2) 0.0248(7) Uani 1 d . . .
H10 H 0.6330 0.9687 0.7688 0.030 Uiso 1 calc . . R
C11 C 0.5081(5) 0.8351(3) 0.7108(2) 0.0223(7) Uani 1 d . . .
C12 C 0.1109(4) 0.8699(3) 0.5715(2) 0.0256(7) Uani 1 d . . .
H12 H 0.0778 0.7907 0.5876 0.031 Uiso 1 calc . . R
C13 C 0.1306(5) 0.8669(4) 0.4755(3) 0.0356(9) Uani 1 d . . .
H13A H 0.1609 0.9440 0.4572 0.053 Uiso 1 calc . . GR
H13B H 0.0326 0.8442 0.4412 0.053 Uiso 1 calc . . GR
H13C H 0.2111 0.8106 0.4665 0.053 Uiso 1 calc . . GR
C14 C -0.0200(5) 0.9541(3) 0.5847(3) 0.0361(9) Uani 1 d . . .
H14A H -0.0223 0.9655 0.6470 0.054 Uiso 1 calc . . GR
H14B H -0.1191 0.9218 0.5581 0.054 Uiso 1 calc . . GR
H14C H -0.0022 1.0287 0.5576 0.054 Uiso 1 calc . . GR
C15 C 0.6241(5) 0.7411(3) 0.7443(2) 0.0310(8) Uani 1 d . . .
H15 H 0.5782 0.6642 0.7254 0.037 Uiso 1 calc . . R
C16 C 0.6542(6) 0.7418(4) 0.8439(3) 0.0487(12) Uani 1 d . . .
H16A H 0.7113 0.8122 0.8638 0.073 Uiso 1 calc . . GR
H16B H 0.7153 0.6734 0.8643 0.073 Uiso 1 calc . . GR
H16C H 0.5552 0.7403 0.8671 0.073 Uiso 1 calc . . GR
C17 C 0.7735(6) 0.7543(4) 0.7064(3) 0.0483(11) Uani 1 d . . .
H17A H 0.7515 0.7554 0.6429 0.072 Uiso 1 calc . . GR
H17B H 0.8421 0.6891 0.7249 0.072 Uiso 1 calc . . GR
H17C H 0.8239 0.8271 0.7269 0.072 Uiso 1 calc . . GR
C18 C 0.7359(4) 0.6723(3) 0.4057(2) 0.0230(7) Uani 1 d . . .
C19 C 0.8148(5) 0.6079(4) 0.4743(3) 0.0363(9) Uani 1 d . . .
H19 H 0.7719 0.5998 0.5270 0.044 Uiso 1 calc . . R
C20 C 0.9554(6) 0.5559(4) 0.4656(3) 0.0505(13) Uani 1 d . . .
H20 H 1.0080 0.5119 0.5121 0.061 Uiso 1 calc . . R
C21 C 1.0191(5) 0.5681(4) 0.3892(3) 0.0440(11) Uani 1 d . . .
H21 H 1.1167 0.5341 0.3842 0.053 Uiso 1 calc . . R
C22 C 0.9421(5) 0.6290(3) 0.3209(3) 0.0342(9) Uani 1 d . . .
H22 H 0.9853 0.6362 0.2682 0.041 Uiso 1 calc . . R
C23 C 0.8009(5) 0.6799(3) 0.3291(3) 0.0283(8) Uani 1 d . . .
H23 H 0.7473 0.7210 0.2812 0.034 Uiso 1 calc . . R
C24 C 0.4387(4) 0.7253(3) 0.3155(2) 0.0214(7) Uani 1 d . . .
C25 C 0.3956(5) 0.6131(3) 0.2885(2) 0.0267(7) Uani 1 d . . .
H25 H 0.4281 0.5489 0.3248 0.032 Uiso 1 calc . . R
C26 C 0.3060(5) 0.5947(4) 0.2093(2) 0.0323(8) Uani 1 d . . .
H26 H 0.2782 0.5180 0.1913 0.039 Uiso 1 calc . . R
C27 C 0.2558(5) 0.6883(4) 0.1556(3) 0.0337(9) Uani 1 d . . .
H27 H 0.1942 0.6755 0.1012 0.040 Uiso 1 calc . . R
C28 C 0.2968(5) 0.7996(4) 0.1823(2) 0.0341(9) Uani 1 d . . .
H28 H 0.2629 0.8635 0.1460 0.041 Uiso 1 calc . . R
C29 C 0.3870(5) 0.8189(3) 0.2617(3) 0.0291(8) Uani 1 d . . .
H29 H 0.4139 0.8959 0.2796 0.035 Uiso 1 calc . . R
C30 C 0.6018(4) 0.8983(3) 0.4272(2) 0.0204(7) Uani 1 d . . .
C31 C 0.7003(5) 0.9499(3) 0.3742(2) 0.0263(8) Uani 1 d . . .
H31 H 0.7506 0.9032 0.3361 0.032 Uiso 1 calc . . R
C32 C 0.7246(5) 1.0690(3) 0.3770(3) 0.0297(8) Uani 1 d . . .
H32 H 0.7918 1.1038 0.3413 0.036 Uiso 1 calc . . R
C33 C 0.6505(5) 1.1369(3) 0.4322(3) 0.0307(9) Uani 1 d . . .
H33 H 0.6663 1.2184 0.4337 0.037 Uiso 1 calc . . R
C34 C 0.5542(5) 1.0873(3) 0.4848(2) 0.0307(8) Uani 1 d . . .
H34 H 0.5035 1.1343 0.5225 0.037 Uiso 1 calc . . R
C35 C 0.5314(5) 0.9673(3) 0.4825(2) 0.0253(7) Uani 1 d . . .
H35 H 0.4664 0.9329 0.5197 0.030 Uiso 1 calc . . 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 S1 2.2049(9) . ?
Cu1 P1 2.1959(10) . ?
Cu1 N1 1.956(3) . ?
S1 C4 1.721(4) . ?
P1 C18 1.817(4) . ?
P1 C24 1.832(3) . ?
P1 C30 1.838(4) . ?
N1 C2 1.315(5) . ?
N1 C6 1.440(4) . ?
C1 C2 1.517(5) . ?
C2 C3 1.431(5) . ?
C3 C4 1.363(5) . ?
C4 C5 1.512(5) . ?
C6 C7 1.411(5) . ?
C6 C11 1.404(5) . ?
C7 C8 1.386(5) . ?
C7 C12 1.516(5) . ?
C8 C9 1.390(5) . ?
C9 C10 1.382(5) . ?
C10 C11 1.387(4) . ?
C11 C15 1.526(5) . ?
C12 C13 1.525(5) . ?
C12 C14 1.533(5) . ?
C15 C16 1.534(5) . ?
C15 C17 1.508(6) . ?
C18 C19 1.401(5) . ?
C18 C23 1.390(5) . ?
C19 C20 1.388(7) . ?
C20 C21 1.384(8) . ?
C21 C22 1.371(6) . ?
C22 C23 1.386(6) . ?
C24 C25 1.396(5) . ?
C24 C29 1.401(5) . ?
C25 C26 1.382(5) . ?
C26 C27 1.398(6) . ?
C27 C28 1.380(6) . ?
C28 C29 1.389(5) . ?
C30 C31 1.400(5) . ?
C30 C35 1.376(5) . ?
C31 C32 1.390(5) . ?
C32 C33 1.384(5) . ?
C33 C34 1.373(5) . ?
C34 C35 1.398(5) . ?

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
P1 Cu1 S1 116.88(4) . . ?
N1 Cu1 S1 103.68(9) . . ?
N1 Cu1 P1 139.42(9) . . ?
C4 S1 Cu1 103.66(12) . . ?
C18 P1 Cu1 111.77(12) . . ?
C18 P1 C24 102.27(15) . . ?
C18 P1 C30 104.70(16) . . ?
C24 P1 Cu1 109.92(11) . . ?
C24 P1 C30 103.87(15) . . ?
C30 P1 Cu1 122.27(11) . . ?
C2 N1 Cu1 125.6(2) . . ?
C2 N1 C6 118.8(3) . . ?
C6 N1 Cu1 115.3(2) . . ?
N1 C2 C1 120.4(3) . . ?
N1 C2 C3 124.2(3) . . ?
C3 C2 C1 115.4(3) . . ?
C4 C3 C2 132.4(3) . . ?
C3 C4 S1 128.8(3) . . ?
C3 C4 C5 116.7(3) . . ?
C5 C4 S1 114.4(3) . . ?
C7 C6 N1 119.3(3) . . ?
C11 C6 N1 119.4(3) . . ?
C11 C6 C7 121.3(3) . . ?
C6 C7 C12 121.7(3) . . ?
C8 C7 C6 117.7(3) . . ?
C8 C7 C12 120.6(3) . . ?
C7 C8 C9 122.0(3) . . ?
C10 C9 C8 118.9(3) . . ?
C9 C10 C11 121.7(4) . . ?
C6 C11 C15 122.1(3) . . ?
C10 C11 C6 118.3(3) . . ?
C10 C11 C15 119.7(3) . . ?
C7 C12 C13 111.9(3) . . ?
C7 C12 C14 113.2(3) . . ?
C13 C12 C14 109.3(3) . . ?
C11 C15 C16 110.8(3) . . ?
C17 C15 C11 111.2(3) . . ?
C17 C15 C16 110.8(4) . . ?
C19 C18 P1 118.5(3) . . ?
C23 C18 P1 123.4(3) . . ?
C23 C18 C19 118.1(4) . . ?
C20 C19 C18 120.2(4) . . ?
C21 C20 C19 120.2(4) . . ?
C22 C21 C20 120.3(4) . . ?
C21 C22 C23 119.6(4) . . ?
C22 C23 C18 121.5(4) . . ?
C25 C24 P1 117.8(3) . . ?
C25 C24 C29 118.9(3) . . ?
C29 C24 P1 123.3(3) . . ?
C26 C25 C24 120.4(3) . . ?
C25 C26 C27 120.5(4) . . ?
C28 C27 C26 119.4(4) . . ?
C27 C28 C29 120.5(4) . . ?
C28 C29 C24 120.3(3) . . ?
C31 C30 P1 122.4(3) . . ?
C35 C30 P1 118.6(3) . . ?
C35 C30 C31 118.9(3) . . ?
C32 C31 C30 120.3(3) . . ?
C33 C32 C31 119.8(3) . . ?
C34 C33 C32 120.5(3) . . ?
C33 C34 C35 119.6(3) . . ?
C30 C35 C34 121.0(3) . . ?

_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 2.133
_oxdiff_exptl_absorpt_empirical_full_min 0.445
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.477(13)
2 0.523(13)
####################################################################### 
# 
# 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_HL1
_database_code_depnum_ccdc_archive 'CCDC 2177690'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_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         'C17 H25 N S'
_chemical_formula_sum            'C17 H25 N S'
_chemical_formula_weight         275.44
_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'
N N 0.0061 0.0033 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.8498(4)
_cell_length_b                   8.9288(4)
_cell_length_c                   15.6583(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.025(3)
_cell_angle_gamma                90
_cell_volume                     1636.21(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7741
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.9670
_cell_measurement_theta_min      1.7560
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.118
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13693
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.634
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  42.00   0.50    2.75    --   10.60  59.00 165.00   92
  2  ω    -26.00   0.00   0.50    2.75    --   10.60 -59.00  25.00   52
  3  ω    -42.00 -17.00   0.50    2.75    --  -10.90 -59.00  25.00   50
  4  ω    -14.00  11.00   0.50    2.75    --  -10.90  59.00 165.00   50
  5  ω    -63.00 -31.00   0.50    2.75    --   10.60 -77.00 -30.00   64
  6  ω     -6.00 100.00   0.50    2.75    --   10.60  77.00-120.00  212
  7  ω      3.00  36.00   0.50    2.75    --   10.60 -77.00 -90.00   66
  8  ω    -13.00 100.00   0.50    2.75    --   10.60  77.00-180.00  226
  9  ω     10.00  36.00   0.50    2.75    --   10.60 -77.00 -30.00   52
 10  ω     27.00  55.00   0.50    2.75    --   10.60  77.00-150.00   56
 11  ω    -20.00  16.00   0.50    2.75    --   10.60 -77.00  90.00   72
 12  ω    -78.00 -24.00   0.50    2.75    --  -10.90 -82.00  30.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2467
_reflns_number_total             2888
_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 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_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         0.184
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2888
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.068
_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)+(0.0417P)²+0.5912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0952
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq,
Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.005 and
sigma for terminal atoms of 0.005
2.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
S1 S 0.80926(4) 0.55257(5) 0.16659(3) 0.03524(15) Uani 1 1 d . . . . .
N1 N 0.71861(10) 0.49495(15) 0.33176(8) 0.0234(3) Uani 1 1 d . . . . .
C1 C 0.74079(15) 0.6726(2) 0.45018(10) 0.0346(4) Uani 1 1 d . U . . .
H1A H 0.772517 0.772979 0.462949 0.052 Uiso 1 1 calc R U . . .
H1B H 0.777373 0.601905 0.493792 0.052 Uiso 1 1 calc R U . . .
H1C H 0.658304 0.674468 0.451132 0.052 Uiso 1 1 calc R U . . .
C2 C 0.76246(12) 0.62457(18) 0.36245(9) 0.0242(3) Uani 1 1 d . U . . .
C3 C 0.82588(12) 0.71711(18) 0.31616(10) 0.0254(3) Uani 1 1 d . U . . .
H3 H 0.854622 0.806234 0.344811 0.031 Uiso 1 1 calc R U . . .
C4 C 0.85270(12) 0.69626(18) 0.23345(10) 0.0273(4) Uani 1 1 d . U . . .
C5 C 0.92831(14) 0.8141(2) 0.20254(12) 0.0404(4) Uani 1 1 d . U . . .
H5A H 0.911524 0.911769 0.226164 0.061 Uiso 1 1 calc R U . . .
H5B H 0.913864 0.818384 0.139224 0.061 Uiso 1 1 calc R U . . .
H5C H 1.008627 0.788543 0.222166 0.061 Uiso 1 1 calc R U . . .
C6 C 0.65368(12) 0.39468(17) 0.37762(9) 0.0236(3) Uani 1 1 d . U . . .
C7 C 0.71178(12) 0.29304(17) 0.43680(9) 0.0255(3) Uani 1 1 d . U . . .
C8 C 0.64597(13) 0.20048(18) 0.48132(10) 0.0299(4) Uani 1 1 d . U . . .
H8 H 0.682901 0.132393 0.523274 0.036 Uiso 1 1 calc R U . . .
C9 C 0.52834(13) 0.20615(19) 0.46545(10) 0.0316(4) Uani 1 1 d . U . . .
H9 H 0.485088 0.142042 0.496358 0.038 Uiso 1 1 calc R U . . .
C10 C 0.47294(13) 0.30463(18) 0.40480(10) 0.0303(4) Uani 1 1 d . U . . .
H10 H 0.391796 0.305778 0.393535 0.036 Uiso 1 1 calc R U . . .
C11 C 0.53411(12) 0.40200(17) 0.36002(10) 0.0260(4) Uani 1 1 d . U . . .
C12 C 0.84080(13) 0.2785(2) 0.45226(11) 0.0337(4) Uani 1 1 d . U . . .
H12 H 0.872397 0.353577 0.414943 0.040 Uiso 1 1 calc R U . . .
C13 C 0.89202(16) 0.3104(2) 0.54646(13) 0.0535(6) Uani 1 1 d . U . . .
H13A H 0.865751 0.408429 0.563483 0.080 Uiso 1 1 calc R U . . .
H13B H 0.975590 0.310411 0.552395 0.080 Uiso 1 1 calc R U . . .
H13C H 0.867510 0.232717 0.583807 0.080 Uiso 1 1 calc R U . . .
C14 C 0.87602(15) 0.1223(2) 0.42585(13) 0.0450(5) Uani 1 1 d . U . . .
H14A H 0.959512 0.116677 0.432151 0.067 Uiso 1 1 calc R U . . .
H14B H 0.842912 0.103330 0.365460 0.067 Uiso 1 1 calc R U . . .
H14C H 0.848198 0.046971 0.463027 0.067 Uiso 1 1 calc R U . . .
C15 C 0.47413(13) 0.50922(19) 0.29249(11) 0.0307(4) Uani 1 1 d . U . . .
H15 H 0.525449 0.597524 0.290098 0.037 Uiso 1 1 calc R U . . .
C16 C 0.36013(15) 0.5675(2) 0.31373(13) 0.0440(5) Uani 1 1 d . U . . .
H16A H 0.331492 0.647334 0.273079 0.066 Uiso 1 1 calc R U . . .
H16B H 0.371393 0.607078 0.372838 0.066 Uiso 1 1 calc R U . . .
H16C H 0.304582 0.485443 0.308859 0.066 Uiso 1 1 calc R U . . .
C17 C 0.45655(15) 0.4357(2) 0.20362(11) 0.0385(4) Uani 1 1 d . U . . .
H17A H 0.419267 0.506762 0.160471 0.058 Uiso 1 1 calc R U . . .
H17B H 0.408312 0.346747 0.204479 0.058 Uiso 1 1 calc R U . . .
H17C H 0.530743 0.406362 0.188737 0.058 Uiso 1 1 calc R U . . .
H1 H 0.7294(16) 0.473(2) 0.2767(14) 0.049(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.6846(17) . ?
N1 C2 1.327(2) . ?
N1 C6 1.4430(19) . ?
N1 H1 0.91(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.499(2) . ?
C2 C3 1.394(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(2) . ?
C4 C5 1.510(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.399(2) . ?
C6 C11 1.402(2) . ?
C7 C8 1.396(2) . ?
C7 C12 1.515(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.382(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(2) . ?
C11 C15 1.518(2) . ?
C12 H12 1.0000 . ?
C12 C13 1.531(3) . ?
C12 C14 1.531(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.532(2) . ?
C15 C17 1.523(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

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
C2 N1 C6 124.73(13) . . ?
C2 N1 H1 114.9(12) . . ?
C6 N1 H1 120.3(12) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 117.89(14) . . ?
N1 C2 C3 122.74(14) . . ?
C3 C2 C1 119.36(14) . . ?
C2 C3 H3 115.7 . . ?
C4 C3 C2 128.61(15) . . ?
C4 C3 H3 115.7 . . ?
C3 C4 S1 125.96(12) . . ?
C3 C4 C5 115.98(14) . . ?
C5 C4 S1 118.05(12) . . ?
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 . . ?
C7 C6 N1 119.13(13) . . ?
C7 C6 C11 122.54(14) . . ?
C11 C6 N1 118.33(13) . . ?
C6 C7 C12 122.75(14) . . ?
C8 C7 C6 117.36(13) . . ?
C8 C7 C12 119.88(14) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.12(15) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.36(15) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.02(14) . . ?
C11 C10 H10 119.5 . . ?
C6 C11 C15 120.98(14) . . ?
C10 C11 C6 117.55(14) . . ?
C10 C11 C15 121.44(13) . . ?
C7 C12 H12 108.1 . . ?
C7 C12 C13 112.05(14) . . ?
C7 C12 C14 110.24(14) . . ?
C13 C12 H12 108.1 . . ?
C14 C12 H12 108.1 . . ?
C14 C12 C13 110.24(15) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.6 . . ?
C11 C15 C16 113.30(14) . . ?
C11 C15 C17 110.29(13) . . ?
C16 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
C17 C15 C16 110.23(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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 C2 C3 C4 1.3(2) . . . . ?
N1 C6 C7 C8 178.52(14) . . . . ?
N1 C6 C7 C12 -2.8(2) . . . . ?
N1 C6 C11 C10 -179.99(14) . . . . ?
N1 C6 C11 C15 1.8(2) . . . . ?
C1 C2 C3 C4 -177.85(14) . . . . ?
C2 N1 C6 C7 -83.96(19) . . . . ?
C2 N1 C6 C11 96.85(17) . . . . ?
C2 C3 C4 S1 2.4(2) . . . . ?
C2 C3 C4 C5 -177.16(15) . . . . ?
C6 N1 C2 C1 -1.6(2) . . . . ?
C6 N1 C2 C3 179.21(14) . . . . ?
C6 C7 C8 C9 2.0(2) . . . . ?
C6 C7 C12 C13 120.36(17) . . . . ?
C6 C7 C12 C14 -116.46(17) . . . . ?
C6 C11 C15 C16 -148.02(15) . . . . ?
C6 C11 C15 C17 87.88(18) . . . . ?
C7 C6 C11 C10 0.9(2) . . . . ?
C7 C6 C11 C15 -177.32(14) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C7 C12 C13 -61.0(2) . . . . ?
C8 C7 C12 C14 62.2(2) . . . . ?
C8 C9 C10 C11 -1.4(2) . . . . ?
C9 C10 C11 C6 1.1(2) . . . . ?
C9 C10 C11 C15 179.23(15) . . . . ?
C10 C11 C15 C16 33.9(2) . . . . ?
C10 C11 C15 C17 -90.22(18) . . . . ?
C11 C6 C7 C8 -2.3(2) . . . . ?
C11 C6 C7 C12 176.36(14) . . . . ?
C12 C7 C8 C9 -176.78(15) . . . . ?

_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
;
####################################################################### 
# 
# 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_L4CuPPh3
_database_code_depnum_ccdc_archive 'CCDC 2177689'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C30 H30 Cu N2 P S'
_chemical_formula_sum            'C30 H30 Cu N2 P S'
_chemical_formula_weight         545.13
_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'
P P 0.1023 0.0942 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.0287(2)
_cell_length_b                   9.2600(2)
_cell_length_c                   28.7420(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.315(2)
_cell_angle_gamma                90
_cell_volume                     2652.95(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10719
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.7010
_cell_measurement_theta_min      2.3050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.984
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            21461
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.089
_diffrn_reflns_theta_min         2.312
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  12.00   0.50   11.30    --   10.60  57.00 -90.00   52
  2  ω     34.00  99.00   0.50   11.30    --   10.60  57.00 -90.00  130
  3  ω     -7.00  93.00   0.50   11.30    --   10.60  82.00   0.00  200
  4  ω    -79.00 -20.00   0.50   11.30    --   10.60 -82.00 -90.00  118
  5  ω     -4.00  38.00   0.50   11.30    --   10.60 -82.00 -90.00   84
  6  ω     -9.00  31.00   0.50   11.30    --   10.60  57.00 -60.00   80
  7  ω     67.00  94.00   0.50   11.30    --   10.60  57.00 -60.00   54
  8  ω    -79.00 -30.00   0.50   11.30    --   10.60 -77.00  60.00   98
  9  ω     44.00  98.00   0.50   11.30    --   10.60  77.00  60.00  108
 10  ω    -99.00 -69.00   0.50   11.30    --  -10.90 -38.00   0.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4591
_reflns_number_total             5531
_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 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (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         0.460
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.044
_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)+(0.0321P)²+1.6573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0822
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
1.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30)
1.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cu01 Cu 0.67954(3) 0.47702(3) 0.39750(2) 0.02138(8) Uani 1 1 d . . . . .
S1 S 0.80076(6) 0.68227(6) 0.40697(2) 0.02663(14) Uani 1 1 d . . . . .
P1 P 0.46299(5) 0.51203(6) 0.37713(2) 0.01878(13) Uani 1 1 d . . . . .
N1 N 0.78010(17) 0.3731(2) 0.34892(6) 0.0235(4) Uani 1 1 d . . . . .
N2 N 0.73544(17) 0.31877(19) 0.44666(6) 0.0219(4) Uani 1 1 d . . . . .
C1 C 0.9297(3) 0.3446(3) 0.28756(8) 0.0395(6) Uani 1 1 d . . . . .
H1A H 0.991627 0.274983 0.303979 0.059 Uiso 1 1 calc R U . . .
H1B H 0.979480 0.409309 0.268734 0.059 Uiso 1 1 calc R U . . .
H1C H 0.861130 0.292867 0.267052 0.059 Uiso 1 1 calc R U . . .
C2 C 0.8627(2) 0.4325(3) 0.32301(7) 0.0254(5) Uani 1 1 d . . . . .
C3 C 0.9024(2) 0.5828(3) 0.32622(7) 0.0270(5) Uani 1 1 d . . . . .
H3 H 0.949234 0.614179 0.301060 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8859(2) 0.6885(2) 0.35823(8) 0.0255(5) Uani 1 1 d . . . . .
C5 C 0.9521(2) 0.8324(3) 0.35151(9) 0.0368(6) Uani 1 1 d . . . . .
H5A H 0.883509 0.908119 0.347600 0.055 Uiso 1 1 calc R U . . .
H5B H 0.999892 0.828420 0.323575 0.055 Uiso 1 1 calc R U . . .
H5C H 1.015769 0.853951 0.378977 0.055 Uiso 1 1 calc R U . . .
C6 C 0.7600(3) 0.2167(3) 0.34476(8) 0.0333(6) Uani 1 1 d . . . . .
H6A H 0.848592 0.168342 0.347816 0.040 Uiso 1 1 calc R U . . .
H6B H 0.714536 0.194417 0.313246 0.040 Uiso 1 1 calc R U . . .
C7 C 0.6768(2) 0.1559(3) 0.38157(8) 0.0306(5) Uani 1 1 d . . . . .
H7A H 0.586499 0.200341 0.377206 0.037 Uiso 1 1 calc R U . . .
H7B H 0.665605 0.050685 0.376434 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7370(2) 0.1811(2) 0.43125(8) 0.0251(5) Uani 1 1 d . . . . .
C9 C 0.7920(2) 0.0703(2) 0.45984(8) 0.0302(5) Uani 1 1 d . . . . .
H9 H 0.793480 -0.025702 0.448237 0.036 Uiso 1 1 calc R U . . .
C10 C 0.8444(2) 0.1008(3) 0.50523(8) 0.0311(5) Uani 1 1 d . . . . .
H10 H 0.881561 0.026056 0.525273 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8420(2) 0.2412(2) 0.52105(8) 0.0288(5) Uani 1 1 d . . . . .
H11 H 0.877338 0.265047 0.552129 0.035 Uiso 1 1 calc R U . . .
C12 C 0.7874(2) 0.3460(2) 0.49093(7) 0.0240(5) Uani 1 1 d . . . . .
H12 H 0.786210 0.442710 0.501932 0.029 Uiso 1 1 calc R U . . .
C13 C 0.4098(2) 0.7015(2) 0.37682(7) 0.0208(5) Uani 1 1 d . . . . .
C14 C 0.3288(2) 0.7676(2) 0.34052(8) 0.0290(5) Uani 1 1 d . . . . .
H14 H 0.298527 0.714013 0.313209 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2921(2) 0.9114(3) 0.34396(8) 0.0327(6) Uani 1 1 d . . . . .
H15 H 0.237454 0.955578 0.318829 0.039 Uiso 1 1 calc R U . . .
C16 C 0.3338(3) 0.9903(3) 0.38331(9) 0.0337(6) Uani 1 1 d . . . . .
H16 H 0.307071 1.088252 0.385650 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4149(2) 0.9262(3) 0.41946(9) 0.0348(6) Uani 1 1 d . . . . .
H17 H 0.444578 0.980457 0.446697 0.042 Uiso 1 1 calc R U . . .
C18 C 0.4531(2) 0.7836(2) 0.41618(8) 0.0284(5) Uani 1 1 d . . . . .
H18 H 0.509614 0.740956 0.441128 0.034 Uiso 1 1 calc R U . . .
C19 C 0.4178(2) 0.4556(2) 0.31657(7) 0.0204(4) Uani 1 1 d . . . . .
C20 C 0.4928(2) 0.5158(3) 0.28331(8) 0.0297(5) Uani 1 1 d . . . . .
H20 H 0.561195 0.583990 0.292786 0.036 Uiso 1 1 calc R U . . .
C21 C 0.4682(3) 0.4768(3) 0.23644(8) 0.0340(6) Uani 1 1 d . . . . .
H21 H 0.517893 0.520636 0.213935 0.041 Uiso 1 1 calc R U . . .
C22 C 0.3721(3) 0.3750(3) 0.22257(8) 0.0341(6) Uani 1 1 d . . . . .
H22 H 0.355991 0.347466 0.190608 0.041 Uiso 1 1 calc R U . . .
C23 C 0.2995(3) 0.3134(3) 0.25522(8) 0.0350(6) Uani 1 1 d . . . . .
H23 H 0.233289 0.242934 0.245634 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3217(2) 0.3528(2) 0.30213(7) 0.0277(5) Uani 1 1 d . . . . .
H24 H 0.270778 0.309133 0.324315 0.033 Uiso 1 1 calc R U . . .
C25 C 0.3360(2) 0.4272(2) 0.40921(7) 0.0189(4) Uani 1 1 d . . . . .
C26 C 0.1986(2) 0.4535(2) 0.39842(7) 0.0227(5) Uani 1 1 d . . . . .
H26 H 0.168958 0.517648 0.373636 0.027 Uiso 1 1 calc R U . . .
C27 C 0.1055(2) 0.3869(2) 0.42348(7) 0.0250(5) Uani 1 1 d . . . . .
H27 H 0.012432 0.404725 0.415651 0.030 Uiso 1 1 calc R U . . .
C28 C 0.1482(2) 0.2944(2) 0.45994(7) 0.0251(5) Uani 1 1 d . . . . .
H28 H 0.084441 0.248272 0.477065 0.030 Uiso 1 1 calc R U . . .
C29 C 0.2841(2) 0.2690(2) 0.47145(7) 0.0242(5) Uani 1 1 d . . . . .
H29 H 0.313328 0.206338 0.496687 0.029 Uiso 1 1 calc R U . . .
C30 C 0.3776(2) 0.3349(2) 0.44625(7) 0.0217(5) Uani 1 1 d . . . . .
H30 H 0.470566 0.316891 0.454296 0.026 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
Cu01 S1 2.2564(6) . ?
Cu01 P1 2.2101(6) . ?
Cu01 N1 2.0499(17) . ?
Cu01 N2 2.0698(17) . ?
S1 C4 1.720(2) . ?
P1 C13 1.833(2) . ?
P1 C19 1.826(2) . ?
P1 C25 1.830(2) . ?
N1 C2 1.296(3) . ?
N1 C6 1.466(3) . ?
N2 C8 1.350(3) . ?
N2 C12 1.344(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.517(3) . ?
C2 C3 1.448(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.366(3) . ?
C4 C5 1.510(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.525(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.506(3) . ?
C8 C9 1.391(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 C18 1.392(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.373(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(3) . ?
C19 C24 1.385(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.376(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.399(3) . ?
C25 C30 1.393(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.385(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.387(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(3) . ?
C30 H30 0.9500 . ?

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
P1 Cu01 S1 114.15(2) . . ?
N1 Cu01 S1 100.28(5) . . ?
N1 Cu01 P1 115.54(5) . . ?
N1 Cu01 N2 90.93(7) . . ?
N2 Cu01 S1 114.34(5) . . ?
N2 Cu01 P1 117.98(5) . . ?
C4 S1 Cu01 103.85(8) . . ?
C13 P1 Cu01 114.75(7) . . ?
C19 P1 Cu01 110.14(7) . . ?
C19 P1 C13 103.15(9) . . ?
C19 P1 C25 104.11(9) . . ?
C25 P1 Cu01 121.45(7) . . ?
C25 P1 C13 101.23(9) . . ?
C2 N1 Cu01 125.90(16) . . ?
C2 N1 C6 117.58(18) . . ?
C6 N1 Cu01 116.47(14) . . ?
C8 N2 Cu01 117.15(14) . . ?
C12 N2 Cu01 124.11(14) . . ?
C12 N2 C8 118.07(18) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.1(2) . . ?
N1 C2 C3 124.0(2) . . ?
C3 C2 C1 114.8(2) . . ?
C2 C3 H3 113.6 . . ?
C4 C3 C2 132.8(2) . . ?
C4 C3 H3 113.6 . . ?
C3 C4 S1 129.21(18) . . ?
C3 C4 C5 117.3(2) . . ?
C5 C4 S1 113.49(18) . . ?
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 . . ?
N1 C6 H6A 109.0 . . ?
N1 C6 H6B 109.0 . . ?
N1 C6 C7 112.89(18) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 C6 114.06(19) . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
N2 C8 C7 116.09(19) . . ?
N2 C8 C9 121.4(2) . . ?
C9 C8 C7 122.5(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.5(2) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 119.1(2) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.7 . . ?
C12 C11 C10 118.6(2) . . ?
C12 C11 H11 120.7 . . ?
N2 C12 C11 123.4(2) . . ?
N2 C12 H12 118.3 . . ?
C11 C12 H12 118.3 . . ?
C14 C13 P1 124.77(16) . . ?
C14 C13 C18 118.2(2) . . ?
C18 C13 P1 117.01(16) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 120.9(2) . . ?
C17 C18 H18 119.5 . . ?
C20 C19 P1 116.25(17) . . ?
C24 C19 P1 125.03(16) . . ?
C24 C19 C20 118.6(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.6(2) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(2) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 120.2(2) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 P1 122.45(16) . . ?
C30 C25 P1 118.80(15) . . ?
C30 C25 C26 118.74(19) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.7(2) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 119.9(2) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.3(2) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 C25 120.4(2) . . ?
C29 C30 H30 119.8 . . ?

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
Cu01 S1 C4 C3 -13.1(2) . . . . ?
Cu01 S1 C4 C5 167.89(15) . . . . ?
Cu01 P1 C13 C14 132.06(17) . . . . ?
Cu01 P1 C13 C18 -48.65(18) . . . . ?
Cu01 P1 C19 C20 -53.57(18) . . . . ?
Cu01 P1 C19 C24 122.40(18) . . . . ?
Cu01 P1 C25 C26 176.75(14) . . . . ?
Cu01 P1 C25 C30 -2.19(19) . . . . ?
Cu01 N1 C2 C1 -178.97(15) . . . . ?
Cu01 N1 C2 C3 3.3(3) . . . . ?
Cu01 N1 C6 C7 -5.8(2) . . . . ?
Cu01 N2 C8 C7 -9.4(2) . . . . ?
Cu01 N2 C8 C9 170.19(16) . . . . ?
Cu01 N2 C12 C11 -170.15(16) . . . . ?
P1 C13 C14 C15 178.86(17) . . . . ?
P1 C13 C18 C17 -178.31(18) . . . . ?
P1 C19 C20 C21 178.39(18) . . . . ?
P1 C19 C24 C23 -177.11(18) . . . . ?
P1 C25 C26 C27 179.86(16) . . . . ?
P1 C25 C30 C29 179.80(15) . . . . ?
N1 C2 C3 C4 11.6(4) . . . . ?
N1 C6 C7 C8 -59.5(3) . . . . ?
N2 C8 C9 C10 1.0(3) . . . . ?
C1 C2 C3 C4 -166.3(2) . . . . ?
C2 N1 C6 C7 171.83(19) . . . . ?
C2 C3 C4 S1 -3.7(4) . . . . ?
C2 C3 C4 C5 175.3(2) . . . . ?
C6 N1 C2 C1 3.6(3) . . . . ?
C6 N1 C2 C3 -174.1(2) . . . . ?
C6 C7 C8 N2 70.5(3) . . . . ?
C6 C7 C8 C9 -109.1(2) . . . . ?
C7 C8 C9 C10 -179.4(2) . . . . ?
C8 N2 C12 C11 0.2(3) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 N2 0.2(3) . . . . ?
C12 N2 C8 C7 179.57(18) . . . . ?
C12 N2 C8 C9 -0.8(3) . . . . ?
C13 P1 C19 C20 69.36(18) . . . . ?
C13 P1 C19 C24 -114.67(19) . . . . ?
C13 P1 C25 C26 48.30(19) . . . . ?
C13 P1 C25 C30 -130.64(17) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C16 C17 C18 C13 -0.6(4) . . . . ?
C18 C13 C14 C15 -0.4(3) . . . . ?
C19 P1 C13 C14 12.3(2) . . . . ?
C19 P1 C13 C18 -168.45(17) . . . . ?
C19 P1 C25 C26 -58.51(19) . . . . ?
C19 P1 C25 C30 122.55(16) . . . . ?
C19 C20 C21 C22 -1.9(4) . . . . ?
C20 C19 C24 C23 -1.2(3) . . . . ?
C20 C21 C22 C23 0.8(4) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C19 0.1(4) . . . . ?
C24 C19 C20 C21 2.1(3) . . . . ?
C25 P1 C13 C14 -95.30(19) . . . . ?
C25 P1 C13 C18 83.99(18) . . . . ?
C25 P1 C19 C20 174.73(17) . . . . ?
C25 P1 C19 C24 -9.3(2) . . . . ?
C25 C26 C27 C28 0.6(3) . . . . ?
C26 C25 C30 C29 0.8(3) . . . . ?
C26 C27 C28 C29 0.3(3) . . . . ?
C27 C28 C29 C30 -0.7(3) . . . . ?
C28 C29 C30 C25 0.1(3) . . . . ?
C30 C25 C26 C27 -1.2(3) . . . . ?

_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
;
####################################################################### 
# 
# 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_L2CuPPh3
_database_code_depnum_ccdc_archive 'CCDC 2177688'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C32 H33 Cu N P S'
_chemical_formula_sum            'C32 H33 Cu N P S'
_chemical_formula_weight         558.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H33 N2 P Cu'
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'
P P 0.1023 0.0942 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   34.0853(6)
_cell_length_b                   10.8570(2)
_cell_length_c                   15.8802(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.842(2)
_cell_angle_gamma                90
_cell_volume                     5729.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17974
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.5930
_cell_measurement_theta_min      2.2810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2336
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            48453
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.570
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  46.30   0.38   96.06    --   10.60  82.00  60.00   85
  2  ω    -20.00  44.22   0.38   96.06    --   10.60  57.00 -90.00  169
  3  ω    -34.00   9.32   0.38   96.06    --   10.60 -82.00-180.00  114
  4  ω    -15.00  77.72   0.38   96.06    --   10.60  82.00  90.00  244
  5  ω    -74.00  40.00   0.38   96.06    --   10.60 -57.00-120.00  300
  6  ω     71.00  98.36   0.38   96.06    --   10.60  57.00 -90.00   72
  7  ω    -14.00  26.28   0.38   96.06    --   10.60  82.00  30.00  106
  8  ω     66.00  91.08   0.38   96.06    --   10.60  82.00  30.00   66
  9  ω    -29.00  15.08   0.38   96.06    --  -10.90 -82.00-120.00  116
 10  ω    -81.00 -37.68   0.38   96.06    --  -10.90 -82.00-120.00  114
 11  ω    -38.00  13.30   0.38   96.06    --  -10.90 -57.00 -60.00  135
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0002138000
_diffrn_orient_matrix_UB_12      0.0648209000
_diffrn_orient_matrix_UB_13      -0.0055170000
_diffrn_orient_matrix_UB_21      0.0212822000
_diffrn_orient_matrix_UB_22      -0.0000586000
_diffrn_orient_matrix_UB_23      0.0130715000
_diffrn_orient_matrix_UB_31      0.0013917000
_diffrn_orient_matrix_UB_32      -0.0082243000
_diffrn_orient_matrix_UB_33      -0.0435761000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7735
_reflns_number_total             10040
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.182
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     660
_refine_ls_number_reflns         10040
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0873
_refine_ls_restrained_S_all      1.157
_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)+(0.0270P)²+43.1914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1782
_refine_ls_wR_factor_ref         0.1873
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.96245
 0.03755
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30),
  C31(H31), C32(H32), C35(H35), C40(H40), C42(H42), C48(H48), C49(H49),
 C50(H50), C51(H51), C52(H52), C54(H54), C55(H55), C56(H56), C57(H57), C58(H58),
  C60(H60), C61(H61), C62(H62), C63(H63), C64(H64)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C), C33(H33A,H33B,H33C), C37(H37A,H37B,H37C), C44(H44A,H44B,
 H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.09489(2) 0.61500(8) 0.80964(5) 0.0286(2) Uani 1 1 d . . . . .
S1 S 0.05339(6) 0.7320(2) 0.86068(13) 0.0394(5) Uani 1 1 d . . . . .
P1 P 0.11909(5) 0.44421(17) 0.87307(11) 0.0254(4) Uani 1 1 d . . . . .
N1 N 0.10416(16) 0.7087(5) 0.7120(4) 0.0274(13) Uani 1 1 d . . . . .
C1 C 0.0981(2) 0.8741(7) 0.6048(5) 0.0320(17) Uani 1 1 d . . . . .
H1A H 0.127275 0.885918 0.614424 0.048 Uiso 1 1 calc R U . . .
H1B H 0.084592 0.954157 0.594750 0.048 Uiso 1 1 calc R U . . .
H1C H 0.088911 0.821188 0.554270 0.048 Uiso 1 1 calc R U . . .
C2 C 0.08818(19) 0.8141(7) 0.6833(4) 0.0279(16) Uani 1 1 d . . . . .
C3 C 0.0604(2) 0.8804(7) 0.7226(5) 0.0309(16) Uani 1 1 d . . . . .
H3 H 0.050978 0.954747 0.693563 0.037 Uiso 1 1 calc R U . . .
C4 C 0.0451(2) 0.8579(7) 0.7927(5) 0.0341(18) Uani 1 1 d . . . . .
C5 C 0.0164(3) 0.9524(8) 0.8161(5) 0.050(2) Uani 1 1 d . . . . .
H5A H -0.010454 0.915753 0.809034 0.076 Uiso 1 1 calc R U . . .
H5B H 0.014867 1.024127 0.778009 0.076 Uiso 1 1 calc R U . . .
H5C H 0.026127 0.978218 0.876199 0.076 Uiso 1 1 calc R U . . .
C6 C 0.1321(2) 0.6519(6) 0.6667(4) 0.0288(16) Uani 1 1 d . . . . .
C7 C 0.1175(2) 0.5747(7) 0.5971(5) 0.0326(17) Uani 1 1 d . . . . .
C8 C 0.1452(3) 0.5155(7) 0.5583(5) 0.041(2) Uani 1 1 d . . . . .
H8 H 0.135556 0.463126 0.510194 0.049 Uiso 1 1 calc R U . . .
C9 C 0.1863(2) 0.5309(7) 0.5879(5) 0.041(2) Uani 1 1 d . . . . .
C10 C 0.1997(2) 0.6075(7) 0.6575(5) 0.0343(17) Uani 1 1 d . . . . .
H10 H 0.227886 0.617743 0.678691 0.041 Uiso 1 1 calc R U . . .
C11 C 0.1734(2) 0.6704(6) 0.6976(5) 0.0285(16) Uani 1 1 d . . . . .
C12 C 0.0729(2) 0.5541(8) 0.5657(5) 0.044(2) Uani 1 1 d . . . . .
H12A H 0.060211 0.629591 0.538681 0.066 Uiso 1 1 calc R U . . .
H12B H 0.061141 0.532269 0.614786 0.066 Uiso 1 1 calc R U . . .
H12C H 0.068237 0.486955 0.523433 0.066 Uiso 1 1 calc R U . . .
C13 C 0.2161(3) 0.4641(9) 0.5453(7) 0.062(3) Uani 1 1 d . . . . .
H13A H 0.243325 0.494879 0.569120 0.093 Uiso 1 1 calc R U . . .
H13B H 0.209030 0.478941 0.482859 0.093 Uiso 1 1 calc R U . . .
H13C H 0.215075 0.375513 0.556422 0.093 Uiso 1 1 calc R U . . .
C14 C 0.1886(2) 0.7550(7) 0.7719(5) 0.0356(18) Uani 1 1 d . . . . .
H14A H 0.178867 0.838686 0.756446 0.053 Uiso 1 1 calc R U . . .
H14B H 0.218134 0.754725 0.785557 0.053 Uiso 1 1 calc R U . . .
H14C H 0.178952 0.727080 0.822316 0.053 Uiso 1 1 calc R U . . .
C15 C 0.08747(19) 0.3770(7) 0.9407(5) 0.0290(16) Uani 1 1 d . . . . .
C16 C 0.0467(2) 0.3982(9) 0.9176(6) 0.056(3) Uani 1 1 d . . . . .
H16 H 0.035559 0.442917 0.866408 0.067 Uiso 1 1 calc R U . . .
C17 C 0.0217(2) 0.3544(10) 0.9690(7) 0.068(3) Uani 1 1 d . . . . .
H17 H -0.006448 0.367941 0.952171 0.082 Uiso 1 1 calc R U . . .
C18 C 0.0372(2) 0.2925(8) 1.0430(6) 0.047(2) Uani 1 1 d . . . . .
H18 H 0.019925 0.262542 1.077714 0.057 Uiso 1 1 calc R U . . .
C19 C 0.0774(2) 0.2732(7) 1.0674(5) 0.0342(17) Uani 1 1 d . . . . .
H19 H 0.088348 0.230505 1.119559 0.041 Uiso 1 1 calc R U . . .
C20 C 0.1024(2) 0.3158(6) 1.0165(4) 0.0281(16) Uani 1 1 d . . . . .
H20 H 0.130598 0.302501 1.034337 0.034 Uiso 1 1 calc R U . . .
C21 C 0.13344(19) 0.3149(7) 0.8140(4) 0.0269(16) Uani 1 1 d . . . . .
C22 C 0.1234(2) 0.1915(6) 0.8258(4) 0.0305(17) Uani 1 1 d . . . . .
H22 H 0.105716 0.172551 0.862509 0.037 Uiso 1 1 calc R U . . .
C23 C 0.1390(2) 0.0981(7) 0.7849(5) 0.0381(19) Uani 1 1 d . . . . .
H23 H 0.132045 0.015115 0.793772 0.046 Uiso 1 1 calc R U . . .
C24 C 0.1649(2) 0.1236(7) 0.7307(5) 0.0365(18) Uani 1 1 d . . . . .
H24 H 0.176032 0.058542 0.703566 0.044 Uiso 1 1 calc R U . . .
C25 C 0.1741(2) 0.2445(7) 0.7169(5) 0.0316(17) Uani 1 1 d . . . . .
H25 H 0.191222 0.262733 0.678765 0.038 Uiso 1 1 calc R U . . .
C26 C 0.1588(2) 0.3391(7) 0.7577(4) 0.0294(16) Uani 1 1 d . . . . .
H26 H 0.165586 0.421849 0.747462 0.035 Uiso 1 1 calc R U . . .
C27 C 0.16664(19) 0.4726(6) 0.9513(4) 0.0252(15) Uani 1 1 d . . . . .
C28 C 0.19415(19) 0.3783(7) 0.9799(4) 0.0290(16) Uani 1 1 d . . . . .
H28 H 0.189404 0.297998 0.956139 0.035 Uiso 1 1 calc R U . . .
C29 C 0.2285(2) 0.4022(7) 1.0434(5) 0.0332(17) Uani 1 1 d . . . . .
H29 H 0.247331 0.338056 1.062800 0.040 Uiso 1 1 calc R U . . .
C30 C 0.2354(2) 0.5174(8) 1.0778(5) 0.0366(19) Uani 1 1 d . . . . .
H30 H 0.258893 0.532826 1.121557 0.044 Uiso 1 1 calc R U . . .
C31 C 0.2087(2) 0.6110(8) 1.0498(5) 0.0369(18) Uani 1 1 d . . . . .
H31 H 0.213781 0.691265 1.073608 0.044 Uiso 1 1 calc R U . . .
C32 C 0.1740(2) 0.5880(6) 0.9860(5) 0.0289(16) Uani 1 1 d . . . . .
H32 H 0.155411 0.652728 0.966600 0.035 Uiso 1 1 calc R U . . .
Cu2 Cu 0.40559(2) 0.61445(8) 0.71876(5) 0.0262(2) Uani 1 1 d . . . . .
S2 S 0.44800(6) 0.72830(19) 0.81027(12) 0.0366(5) Uani 1 1 d . . . . .
P2 P 0.37983(5) 0.44525(17) 0.75757(11) 0.0236(4) Uani 1 1 d . . . . .
N2 N 0.39773(15) 0.7067(5) 0.6120(3) 0.0214(12) Uani 1 1 d . . . . .
C33 C 0.4038(2) 0.8752(6) 0.5135(4) 0.0287(16) Uani 1 1 d . . . . .
H33A H 0.414343 0.825929 0.471900 0.043 Uiso 1 1 calc R U . . .
H33B H 0.416059 0.957252 0.518346 0.043 Uiso 1 1 calc R U . . .
H33C H 0.374504 0.883083 0.493856 0.043 Uiso 1 1 calc R U . . .
C34 C 0.41347(19) 0.8132(6) 0.6000(4) 0.0258(15) Uani 1 1 d . . . . .
C35 C 0.44124(19) 0.8794(7) 0.6673(4) 0.0282(16) Uani 1 1 d . . . . .
H35 H 0.450178 0.955512 0.648732 0.034 Uiso 1 1 calc R U . . .
C36 C 0.4567(2) 0.8539(7) 0.7507(5) 0.0318(17) Uani 1 1 d . . . . .
C37 C 0.4864(2) 0.9452(8) 0.8016(5) 0.046(2) Uani 1 1 d . . . . .
H37A H 0.477510 0.969442 0.853832 0.068 Uiso 1 1 calc R U . . .
H37B H 0.487757 1.018170 0.766059 0.068 Uiso 1 1 calc R U . . .
H37C H 0.513039 0.906975 0.817832 0.068 Uiso 1 1 calc R U . . .
C38 C 0.3714(2) 0.6502(6) 0.5380(4) 0.0265(16) Uani 1 1 d . . . . .
C39 C 0.3295(2) 0.6632(6) 0.5283(4) 0.0280(16) Uani 1 1 d . . . . .
C40 C 0.3049(2) 0.6053(7) 0.4596(5) 0.0341(18) Uani 1 1 d . . . . .
H40 H 0.276576 0.613914 0.451702 0.041 Uiso 1 1 calc R U . . .
C41 C 0.3199(3) 0.5345(7) 0.4011(5) 0.042(2) Uani 1 1 d . . . . .
C42 C 0.3608(3) 0.5217(7) 0.4134(5) 0.040(2) Uani 1 1 d . . . . .
H42 H 0.371416 0.472819 0.374122 0.048 Uiso 1 1 calc R U . . .
C43 C 0.3873(2) 0.5786(6) 0.4823(4) 0.0297(16) Uani 1 1 d . . . . .
C44 C 0.3129(2) 0.7406(7) 0.5911(5) 0.0373(18) Uani 1 1 d . . . . .
H44A H 0.322062 0.825870 0.588857 0.056 Uiso 1 1 calc R U . . .
H44B H 0.322407 0.708108 0.649627 0.056 Uiso 1 1 calc R U . . .
H44C H 0.283418 0.738245 0.575585 0.056 Uiso 1 1 calc R U . . .
C45 C 0.2916(3) 0.4733(9) 0.3249(6) 0.064(3) Uani 1 1 d . . . . .
H45A H 0.279564 0.400032 0.344830 0.096 Uiso 1 1 calc R U . . .
H45B H 0.306753 0.449312 0.281754 0.096 Uiso 1 1 calc R U . . .
H45C H 0.270310 0.531341 0.298926 0.096 Uiso 1 1 calc R U . . .
C46 C 0.4320(2) 0.5597(7) 0.4959(5) 0.0389(19) Uani 1 1 d . . . . .
H46A H 0.444240 0.633086 0.476536 0.058 Uiso 1 1 calc R U . . .
H46B H 0.437293 0.488051 0.462635 0.058 Uiso 1 1 calc R U . . .
H46C H 0.443521 0.545825 0.557398 0.058 Uiso 1 1 calc R U . . .
C47 C 0.41139(19) 0.3777(6) 0.8545(4) 0.0259(15) Uani 1 1 d . . . . .
C48 C 0.4523(2) 0.4016(8) 0.8735(5) 0.039(2) Uani 1 1 d . . . . .
H48 H 0.463517 0.449756 0.834753 0.047 Uiso 1 1 calc R U . . .
C49 C 0.4769(2) 0.3564(8) 0.9477(5) 0.043(2) Uani 1 1 d . . . . .
H49 H 0.505046 0.371553 0.958927 0.052 Uiso 1 1 calc R U . . .
C50 C 0.4610(2) 0.2893(7) 1.0059(5) 0.0385(19) Uani 1 1 d . . . . .
H50 H 0.478023 0.259190 1.057446 0.046 Uiso 1 1 calc R U . . .
C51 C 0.4206(2) 0.2664(7) 0.9887(4) 0.0305(16) Uani 1 1 d . . . . .
H51 H 0.409463 0.221069 1.028874 0.037 Uiso 1 1 calc R U . . .
C52 C 0.3957(2) 0.3088(6) 0.9130(4) 0.0278(16) Uani 1 1 d . . . . .
H52 H 0.367790 0.290585 0.901133 0.033 Uiso 1 1 calc R U . . .
C53 C 0.33221(18) 0.4728(6) 0.7912(4) 0.0221(14) Uani 1 1 d . . . . .
C54 C 0.32605(19) 0.5860(6) 0.8249(4) 0.0264(15) Uani 1 1 d . . . . .
H54 H 0.345050 0.650261 0.825762 0.032 Uiso 1 1 calc R U . . .
C55 C 0.2919(2) 0.6067(7) 0.8580(4) 0.0314(17) Uani 1 1 d . . . . .
H55 H 0.287822 0.684758 0.881779 0.038 Uiso 1 1 calc R U . . .
C56 C 0.2641(2) 0.5141(7) 0.8562(4) 0.0305(17) Uani 1 1 d . . . . .
H56 H 0.240999 0.528031 0.879196 0.037 Uiso 1 1 calc R U . . .
C57 C 0.2697(2) 0.4020(7) 0.8212(5) 0.0323(17) Uani 1 1 d . . . . .
H57 H 0.250254 0.338701 0.819470 0.039 Uiso 1 1 calc R U . . .
C58 C 0.30349(19) 0.3800(6) 0.7880(4) 0.0281(16) Uani 1 1 d . . . . .
H58 H 0.307087 0.302267 0.763401 0.034 Uiso 1 1 calc R U . . .
C59 C 0.36588(19) 0.3161(6) 0.6830(4) 0.0248(15) Uani 1 1 d . . . . .
C60 C 0.34014(19) 0.3422(7) 0.6030(4) 0.0279(16) Uani 1 1 d . . . . .
H60 H 0.332850 0.425003 0.587732 0.033 Uiso 1 1 calc R U . . .
C61 C 0.3254(2) 0.2485(7) 0.5466(5) 0.0336(18) Uani 1 1 d . . . . .
H61 H 0.307563 0.266711 0.493024 0.040 Uiso 1 1 calc R U . . .
C62 C 0.3365(2) 0.1286(7) 0.5673(5) 0.0347(18) Uani 1 1 d . . . . .
H62 H 0.326377 0.064027 0.528108 0.042 Uiso 1 1 calc R U . . .
C63 C 0.3623(2) 0.1022(7) 0.6453(5) 0.0369(18) Uani 1 1 d . . . . .
H63 H 0.369892 0.019239 0.659474 0.044 Uiso 1 1 calc R U . . .
C64 C 0.3772(2) 0.1944(7) 0.7025(5) 0.0297(16) Uani 1 1 d . . . . .
H64 H 0.395330 0.175157 0.755527 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 2.186(2) . ?
Cu1 P1 2.183(2) . ?
Cu1 N1 1.938(6) . ?
S1 C4 1.727(8) . ?
P1 C15 1.833(7) . ?
P1 C21 1.815(7) . ?
P1 C27 1.835(7) . ?
N1 C2 1.305(9) . ?
N1 C6 1.454(9) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.510(10) . ?
C2 C3 1.436(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.353(10) . ?
C4 C5 1.520(10) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.388(10) . ?
C6 C11 1.397(10) . ?
C7 C8 1.393(11) . ?
C7 C12 1.508(10) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(11) . ?
C9 C10 1.377(11) . ?
C9 C13 1.522(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(10) . ?
C11 C14 1.494(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.377(10) . ?
C15 C20 1.370(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.355(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.354(10) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(10) . ?
C21 C26 1.402(9) . ?
C22 H22 0.9500 . ?
C22 C23 1.374(10) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.379(11) . ?
C25 H25 0.9500 . ?
C25 C26 1.377(10) . ?
C26 H26 0.9500 . ?
C27 C28 1.394(9) . ?
C27 C32 1.370(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.390(9) . ?
C29 H29 0.9500 . ?
C29 C30 1.365(11) . ?
C30 H30 0.9500 . ?
C30 C31 1.371(11) . ?
C31 H31 0.9500 . ?
C31 C32 1.400(10) . ?
C32 H32 0.9500 . ?
Cu2 S2 2.190(2) . ?
Cu2 P2 2.183(2) . ?
Cu2 N2 1.936(5) . ?
S2 C36 1.723(8) . ?
P2 C47 1.825(7) . ?
P2 C53 1.842(6) . ?
P2 C59 1.829(7) . ?
N2 C34 1.307(8) . ?
N2 C38 1.448(8) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 C34 1.498(9) . ?
C34 C35 1.451(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.340(10) . ?
C36 C37 1.514(10) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.409(9) . ?
C38 C43 1.376(10) . ?
C39 C40 1.372(10) . ?
C39 C44 1.507(10) . ?
C40 H40 0.9500 . ?
C40 C41 1.387(11) . ?
C41 C42 1.371(11) . ?
C41 C45 1.522(10) . ?
C42 H42 0.9500 . ?
C42 C43 1.398(10) . ?
C43 C46 1.504(10) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 C48 1.384(9) . ?
C47 C52 1.388(9) . ?
C48 H48 0.9500 . ?
C48 C49 1.377(10) . ?
C49 H49 0.9500 . ?
C49 C50 1.378(11) . ?
C50 H50 0.9500 . ?
C50 C51 1.366(10) . ?
C51 H51 0.9500 . ?
C51 C52 1.386(9) . ?
C52 H52 0.9500 . ?
C53 C54 1.375(9) . ?
C53 C58 1.398(9) . ?
C54 H54 0.9500 . ?
C54 C55 1.398(10) . ?
C55 H55 0.9500 . ?
C55 C56 1.378(10) . ?
C56 H56 0.9500 . ?
C56 C57 1.369(10) . ?
C57 H57 0.9500 . ?
C57 C58 1.391(10) . ?
C58 H58 0.9500 . ?
C59 C60 1.403(9) . ?
C59 C64 1.392(10) . ?
C60 H60 0.9500 . ?
C60 C61 1.374(10) . ?
C61 H61 0.9500 . ?
C61 C62 1.375(11) . ?
C62 H62 0.9500 . ?
C62 C63 1.381(10) . ?
C63 H63 0.9500 . ?
C63 C64 1.371(10) . ?
C64 H64 0.9500 . ?

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
P1 Cu1 S1 122.12(8) . . ?
N1 Cu1 S1 103.03(18) . . ?
N1 Cu1 P1 134.67(18) . . ?
C4 S1 Cu1 104.9(3) . . ?
C15 P1 Cu1 113.4(2) . . ?
C15 P1 C27 102.5(3) . . ?
C21 P1 Cu1 122.4(2) . . ?
C21 P1 C15 104.8(3) . . ?
C21 P1 C27 100.4(3) . . ?
C27 P1 Cu1 110.9(2) . . ?
C2 N1 Cu1 127.6(5) . . ?
C2 N1 C6 117.9(6) . . ?
C6 N1 Cu1 114.5(4) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.9(6) . . ?
N1 C2 C3 123.5(6) . . ?
C3 C2 C1 115.6(6) . . ?
C2 C3 H3 113.6 . . ?
C4 C3 C2 132.8(7) . . ?
C4 C3 H3 113.6 . . ?
C3 C4 S1 128.1(6) . . ?
C3 C4 C5 117.9(7) . . ?
C5 C4 S1 114.0(6) . . ?
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 . . ?
C7 C6 N1 119.4(6) . . ?
C7 C6 C11 121.5(7) . . ?
C11 C6 N1 119.0(6) . . ?
C6 C7 C8 118.1(7) . . ?
C6 C7 C12 120.7(7) . . ?
C8 C7 C12 121.2(7) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.9(7) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C13 121.1(8) . . ?
C10 C9 C8 118.3(7) . . ?
C10 C9 C13 120.6(8) . . ?
C9 C10 H10 118.9 . . ?
C9 C10 C11 122.1(7) . . ?
C11 C10 H10 118.9 . . ?
C6 C11 C14 120.9(6) . . ?
C10 C11 C6 118.0(7) . . ?
C10 C11 C14 121.1(6) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P1 117.9(6) . . ?
C20 C15 P1 123.7(5) . . ?
C20 C15 C16 118.1(7) . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(7) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(8) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(8) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.9(7) . . ?
C20 C19 H19 120.1 . . ?
C15 C20 C19 121.3(6) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 P1 124.6(5) . . ?
C26 C21 P1 117.4(6) . . ?
C26 C21 C22 117.9(7) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.7(7) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.7(7) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 120.4 . . ?
C25 C24 C23 119.2(7) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.8(7) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.8(7) . . ?
C25 C26 H26 119.6 . . ?
C28 C27 P1 121.8(5) . . ?
C32 C27 P1 118.7(5) . . ?
C32 C27 C28 119.4(6) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.8(7) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.3(7) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.4(7) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.8(7) . . ?
C32 C31 H31 120.1 . . ?
C27 C32 C31 120.3(7) . . ?
C27 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
P2 Cu2 S2 122.36(8) . . ?
N2 Cu2 S2 103.39(16) . . ?
N2 Cu2 P2 134.15(16) . . ?
C36 S2 Cu2 104.6(2) . . ?
C47 P2 Cu2 112.2(2) . . ?
C47 P2 C53 102.3(3) . . ?
C47 P2 C59 104.9(3) . . ?
C53 P2 Cu2 112.4(2) . . ?
C59 P2 Cu2 121.7(2) . . ?
C59 P2 C53 101.2(3) . . ?
C34 N2 Cu2 127.2(5) . . ?
C34 N2 C38 117.2(5) . . ?
C38 N2 Cu2 115.6(4) . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
N2 C34 C33 121.1(6) . . ?
N2 C34 C35 123.5(6) . . ?
C35 C34 C33 115.3(6) . . ?
C34 C35 H35 113.8 . . ?
C36 C35 C34 132.4(7) . . ?
C36 C35 H35 113.8 . . ?
C35 C36 S2 128.9(6) . . ?
C35 C36 C37 117.5(7) . . ?
C37 C36 S2 113.6(5) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 N2 118.5(6) . . ?
C43 C38 N2 119.9(6) . . ?
C43 C38 C39 121.4(6) . . ?
C38 C39 C44 120.2(6) . . ?
C40 C39 C38 117.7(7) . . ?
C40 C39 C44 122.0(6) . . ?
C39 C40 H40 118.8 . . ?
C39 C40 C41 122.4(7) . . ?
C41 C40 H40 118.8 . . ?
C40 C41 C45 120.8(8) . . ?
C42 C41 C40 118.4(7) . . ?
C42 C41 C45 120.9(8) . . ?
C41 C42 H42 119.1 . . ?
C41 C42 C43 121.7(7) . . ?
C43 C42 H42 119.1 . . ?
C38 C43 C42 118.3(7) . . ?
C38 C43 C46 121.1(6) . . ?
C42 C43 C46 120.6(7) . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C41 C45 H45A 109.5 . . ?
C41 C45 H45B 109.5 . . ?
C41 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 P2 119.0(5) . . ?
C48 C47 C52 118.3(6) . . ?
C52 C47 P2 122.6(5) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 C47 120.8(7) . . ?
C49 C48 H48 119.6 . . ?
C48 C49 H49 119.8 . . ?
C48 C49 C50 120.5(7) . . ?
C50 C49 H49 119.8 . . ?
C49 C50 H50 120.3 . . ?
C51 C50 C49 119.4(7) . . ?
C51 C50 H50 120.3 . . ?
C50 C51 H51 119.7 . . ?
C50 C51 C52 120.6(7) . . ?
C52 C51 H51 119.7 . . ?
C47 C52 H52 119.8 . . ?
C51 C52 C47 120.5(6) . . ?
C51 C52 H52 119.8 . . ?
C54 C53 P2 118.6(5) . . ?
C54 C53 C58 119.4(6) . . ?
C58 C53 P2 121.8(5) . . ?
C53 C54 H54 119.9 . . ?
C53 C54 C55 120.1(6) . . ?
C55 C54 H54 119.9 . . ?
C54 C55 H55 120.0 . . ?
C56 C55 C54 120.1(7) . . ?
C56 C55 H55 120.0 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 C55 120.0(7) . . ?
C57 C56 H56 120.0 . . ?
C56 C57 H57 119.7 . . ?
C56 C57 C58 120.5(7) . . ?
C58 C57 H57 119.7 . . ?
C53 C58 H58 120.1 . . ?
C57 C58 C53 119.7(7) . . ?
C57 C58 H58 120.1 . . ?
C60 C59 P2 116.9(5) . . ?
C64 C59 P2 124.4(5) . . ?
C64 C59 C60 118.7(6) . . ?
C59 C60 H60 119.8 . . ?
C61 C60 C59 120.4(7) . . ?
C61 C60 H60 119.8 . . ?
C60 C61 H61 119.9 . . ?
C60 C61 C62 120.2(7) . . ?
C62 C61 H61 119.9 . . ?
C61 C62 H62 120.1 . . ?
C61 C62 C63 119.8(7) . . ?
C63 C62 H62 120.1 . . ?
C62 C63 H63 119.6 . . ?
C64 C63 C62 120.7(7) . . ?
C64 C63 H63 119.6 . . ?
C59 C64 H64 119.9 . . ?
C63 C64 C59 120.1(7) . . ?
C63 C64 H64 119.9 . . ?

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 S1 C4 C3 0.4(8) . . . . ?
Cu1 S1 C4 C5 179.5(5) . . . . ?
Cu1 P1 C15 C16 29.3(8) . . . . ?
Cu1 P1 C15 C20 -145.0(6) . . . . ?
Cu1 P1 C21 C22 -134.7(5) . . . . ?
Cu1 P1 C21 C26 50.4(6) . . . . ?
Cu1 P1 C27 C28 -159.6(5) . . . . ?
Cu1 P1 C27 C32 24.4(6) . . . . ?
Cu1 N1 C2 C1 -178.8(5) . . . . ?
Cu1 N1 C2 C3 1.0(10) . . . . ?
Cu1 N1 C6 C7 91.6(7) . . . . ?
Cu1 N1 C6 C11 -84.5(7) . . . . ?
P1 C15 C16 C17 -176.9(8) . . . . ?
P1 C15 C20 C19 176.2(6) . . . . ?
P1 C21 C22 C23 -173.2(5) . . . . ?
P1 C21 C26 C25 173.8(5) . . . . ?
P1 C27 C28 C29 -175.8(5) . . . . ?
P1 C27 C32 C31 175.9(5) . . . . ?
N1 C2 C3 C4 1.3(12) . . . . ?
N1 C6 C7 C8 -176.0(6) . . . . ?
N1 C6 C7 C12 2.8(10) . . . . ?
N1 C6 C11 C10 175.1(6) . . . . ?
N1 C6 C11 C14 -4.8(10) . . . . ?
C1 C2 C3 C4 -178.9(8) . . . . ?
C2 N1 C6 C7 -88.0(8) . . . . ?
C2 N1 C6 C11 95.9(8) . . . . ?
C2 C3 C4 S1 -2.0(13) . . . . ?
C2 C3 C4 C5 178.9(8) . . . . ?
C6 N1 C2 C1 0.7(9) . . . . ?
C6 N1 C2 C3 -179.4(6) . . . . ?
C6 C7 C8 C9 0.7(11) . . . . ?
C7 C6 C11 C10 -1.0(10) . . . . ?
C7 C6 C11 C14 179.2(7) . . . . ?
C7 C8 C9 C10 -0.2(12) . . . . ?
C7 C8 C9 C13 179.3(8) . . . . ?
C8 C9 C10 C11 -0.8(11) . . . . ?
C9 C10 C11 C6 1.4(11) . . . . ?
C9 C10 C11 C14 -178.7(7) . . . . ?
C11 C6 C7 C8 0.0(11) . . . . ?
C11 C6 C7 C12 178.8(7) . . . . ?
C12 C7 C8 C9 -178.1(7) . . . . ?
C13 C9 C10 C11 179.7(7) . . . . ?
C15 P1 C21 C22 -3.8(7) . . . . ?
C15 P1 C21 C26 -178.7(5) . . . . ?
C15 P1 C27 C28 79.1(6) . . . . ?
C15 P1 C27 C32 -97.0(6) . . . . ?
C15 C16 C17 C18 1.2(17) . . . . ?
C16 C15 C20 C19 1.9(12) . . . . ?
C16 C17 C18 C19 0.2(17) . . . . ?
C17 C18 C19 C20 -0.6(14) . . . . ?
C18 C19 C20 C15 -0.5(12) . . . . ?
C20 C15 C16 C17 -2.2(14) . . . . ?
C21 P1 C15 C16 -106.6(7) . . . . ?
C21 P1 C15 C20 79.0(7) . . . . ?
C21 P1 C27 C28 -28.7(6) . . . . ?
C21 P1 C27 C32 155.2(6) . . . . ?
C21 C22 C23 C24 -0.3(11) . . . . ?
C22 C21 C26 C25 -1.4(10) . . . . ?
C22 C23 C24 C25 -1.4(11) . . . . ?
C23 C24 C25 C26 1.6(11) . . . . ?
C24 C25 C26 C21 -0.2(10) . . . . ?
C26 C21 C22 C23 1.6(10) . . . . ?
C27 P1 C15 C16 148.9(7) . . . . ?
C27 P1 C15 C20 -25.4(7) . . . . ?
C27 P1 C21 C22 102.2(6) . . . . ?
C27 P1 C21 C26 -72.7(5) . . . . ?
C27 C28 C29 C30 0.2(11) . . . . ?
C28 C27 C32 C31 -0.2(10) . . . . ?
C28 C29 C30 C31 -0.6(11) . . . . ?
C29 C30 C31 C32 0.6(11) . . . . ?
C30 C31 C32 C27 -0.2(11) . . . . ?
C32 C27 C28 C29 0.2(10) . . . . ?
Cu2 S2 C36 C35 0.6(8) . . . . ?
Cu2 S2 C36 C37 -178.9(5) . . . . ?
Cu2 P2 C47 C48 -25.9(7) . . . . ?
Cu2 P2 C47 C52 150.3(5) . . . . ?
Cu2 P2 C53 C54 -27.8(6) . . . . ?
Cu2 P2 C53 C58 156.1(5) . . . . ?
Cu2 P2 C59 C60 -53.4(6) . . . . ?
Cu2 P2 C59 C64 130.4(5) . . . . ?
Cu2 N2 C34 C33 -178.5(5) . . . . ?
Cu2 N2 C34 C35 1.8(9) . . . . ?
Cu2 N2 C38 C39 81.4(6) . . . . ?
Cu2 N2 C38 C43 -94.2(6) . . . . ?
P2 C47 C48 C49 177.4(7) . . . . ?
P2 C47 C52 C51 -175.6(6) . . . . ?
P2 C53 C54 C55 -174.4(5) . . . . ?
P2 C53 C58 C57 174.3(5) . . . . ?
P2 C59 C60 C61 -174.2(5) . . . . ?
P2 C59 C64 C63 174.1(6) . . . . ?
N2 C34 C35 C36 -0.2(12) . . . . ?
N2 C38 C39 C40 -177.6(6) . . . . ?
N2 C38 C39 C44 3.5(9) . . . . ?
N2 C38 C43 C42 177.6(6) . . . . ?
N2 C38 C43 C46 -1.2(10) . . . . ?
C33 C34 C35 C36 -179.9(7) . . . . ?
C34 N2 C38 C39 -98.5(7) . . . . ?
C34 N2 C38 C43 85.9(8) . . . . ?
C34 C35 C36 S2 -1.1(13) . . . . ?
C34 C35 C36 C37 178.3(7) . . . . ?
C38 N2 C34 C33 1.4(9) . . . . ?
C38 N2 C34 C35 -178.3(6) . . . . ?
C38 C39 C40 C41 0.7(11) . . . . ?
C39 C38 C43 C42 2.1(10) . . . . ?
C39 C38 C43 C46 -176.7(6) . . . . ?
C39 C40 C41 C42 0.5(11) . . . . ?
C39 C40 C41 C45 -179.0(7) . . . . ?
C40 C41 C42 C43 -0.5(12) . . . . ?
C41 C42 C43 C38 -0.8(11) . . . . ?
C41 C42 C43 C46 178.0(7) . . . . ?
C43 C38 C39 C40 -2.1(10) . . . . ?
C43 C38 C39 C44 179.0(6) . . . . ?
C44 C39 C40 C41 179.6(7) . . . . ?
C45 C41 C42 C43 179.0(7) . . . . ?
C47 P2 C53 C54 92.7(6) . . . . ?
C47 P2 C53 C58 -83.4(6) . . . . ?
C47 P2 C59 C60 178.0(5) . . . . ?
C47 P2 C59 C64 1.8(7) . . . . ?
C47 C48 C49 C50 -1.9(13) . . . . ?
C48 C47 C52 C51 0.6(11) . . . . ?
C48 C49 C50 C51 0.9(13) . . . . ?
C49 C50 C51 C52 0.8(12) . . . . ?
C50 C51 C52 C47 -1.5(11) . . . . ?
C52 C47 C48 C49 1.1(12) . . . . ?
C53 P2 C47 C48 -146.6(6) . . . . ?
C53 P2 C47 C52 29.6(7) . . . . ?
C53 P2 C59 C60 71.9(6) . . . . ?
C53 P2 C59 C64 -104.3(6) . . . . ?
C53 C54 C55 C56 -0.6(10) . . . . ?
C54 C53 C58 C57 -1.8(10) . . . . ?
C54 C55 C56 C57 -0.6(10) . . . . ?
C55 C56 C57 C58 0.7(11) . . . . ?
C56 C57 C58 C53 0.5(10) . . . . ?
C58 C53 C54 C55 1.8(10) . . . . ?
C59 P2 C47 C48 108.2(6) . . . . ?
C59 P2 C47 C52 -75.6(6) . . . . ?
C59 P2 C53 C54 -159.1(5) . . . . ?
C59 P2 C53 C58 24.8(6) . . . . ?
C59 C60 C61 C62 -1.4(11) . . . . ?
C60 C59 C64 C63 -2.0(10) . . . . ?
C60 C61 C62 C63 0.3(11) . . . . ?
C61 C62 C63 C64 -0.1(11) . . . . ?
C62 C63 C64 C59 1.0(11) . . . . ?
C64 C59 C60 C61 2.2(10) . . . . ?

_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 1.495
_oxdiff_exptl_absorpt_empirical_full_min 0.715
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.96245
2 0.03755
####################################################################### 
# 
# 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_HL2
_database_code_depnum_ccdc_archive 'CCDC 2177691'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C14 H19 N S'
_chemical_formula_sum            'C14 H19 N S'
_chemical_formula_weight         233.36
_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'
N N 0.0061 0.0033 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1962(3)
_cell_length_b                   8.8474(2)
_cell_length_c                   18.7562(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.089(3)
_cell_angle_gamma                90
_cell_volume                     1339.08(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10432
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.8350
_cell_measurement_theta_min      2.1840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.158
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19261
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.008
_diffrn_reflns_theta_min         2.206
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  46.00   0.50    5.93    --   10.60  77.00   0.00   52
  2  ω    -79.00  37.00   0.50    5.93    --   10.60 -57.00 -60.00  232
  3  ω    -16.00  91.00   0.50    5.93    --   10.60  82.00 120.00  214
  4  ω     50.00  76.00   0.50    5.93    --   10.60  77.00   0.00   52
  5  ω     -8.00  64.00   0.50    5.93    --   10.60  77.00  60.00  144
  6  ω     35.00  76.00   0.50    5.93    --   10.60  82.00-120.00   82
  7  ω     -2.00  80.00   0.50    5.93    --   10.60  82.00 150.00  164
  8  ω     -3.00  48.00   0.50    5.93    --   10.60  82.00-150.00  102
  9  ω     61.00  87.00   0.50    5.93    --   10.60  82.00-150.00   52
 10  ω    -66.00  -4.00   0.50    5.93    --   10.60 -38.00   0.00  124
 11  ω     10.00  45.00   0.50    5.93    --   10.60 -38.00   0.00   70
 12  ω     18.00  44.00   0.50    5.93    --   10.60  82.00-180.00   52
 13  ω    -17.00   8.00   0.50    5.93    --   10.60  82.00 -90.00   50
 14  ω    -30.00  11.00   0.50    5.93    --  -10.90 -82.00 -60.00   82
 15  ω    -72.00 -46.00   0.50    5.93    --  -10.90 -82.00 -60.00   52
 16  ω   -100.00   4.00   0.50    5.93    --  -10.90 -82.00-120.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2478
_reflns_number_total             2818
_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 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_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         0.230
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         2818
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.072
_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)+(0.0376P)²+0.5115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0860
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C8(H8), C10(H10)
1.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S1 S 0.29169(5) 0.01974(4) 0.40990(2) 0.02882(12) Uani 1 1 d . . . . .
N1 N 0.45651(13) 0.29292(12) 0.36424(6) 0.0216(2) Uani 1 1 d . . . . .
H1 H 0.438019 0.226073 0.396647 0.026 Uiso 1 1 calc R U . . .
C1 C 0.41346(18) 0.38470(16) 0.24063(7) 0.0289(3) Uani 1 1 d . . . . .
H1A H 0.336503 0.367197 0.195167 0.043 Uiso 1 1 calc R U . . .
H1B H 0.527427 0.369238 0.232846 0.043 Uiso 1 1 calc R U . . .
H1C H 0.400814 0.488563 0.256985 0.043 Uiso 1 1 calc R U . . .
C2 C 0.37621(15) 0.27638(14) 0.29698(7) 0.0211(3) Uani 1 1 d . . . . .
C3 C 0.26033(16) 0.16036(15) 0.27740(7) 0.0227(3) Uani 1 1 d . . . . .
H3 H 0.207163 0.158769 0.228142 0.027 Uiso 1 1 calc R U . . .
C4 C 0.21396(16) 0.04755(15) 0.32133(7) 0.0236(3) Uani 1 1 d . . . . .
C5 C 0.08084(19) -0.06040(18) 0.28601(8) 0.0349(3) Uani 1 1 d . . . . .
H5A H 0.063874 -0.047719 0.233322 0.052 Uiso 1 1 calc R U . . .
H5B H -0.022864 -0.038885 0.303298 0.052 Uiso 1 1 calc R U . . .
H5C H 0.115267 -0.164536 0.298532 0.052 Uiso 1 1 calc R U . . .
C6 C 0.57185(15) 0.41276(14) 0.38785(6) 0.0190(3) Uani 1 1 d . . . . .
C7 C 0.74090(16) 0.38497(14) 0.39223(6) 0.0209(3) Uani 1 1 d . . . . .
C8 C 0.85037(16) 0.50325(15) 0.41454(7) 0.0214(3) Uani 1 1 d . . . . .
H8 H 0.965950 0.486542 0.417872 0.026 Uiso 1 1 calc R U . . .
C9 C 0.79548(15) 0.64501(15) 0.43207(6) 0.0198(3) Uani 1 1 d . . . . .
C10 C 0.62560(15) 0.66673(14) 0.42848(6) 0.0201(3) Uani 1 1 d . . . . .
H10 H 0.586774 0.762422 0.441281 0.024 Uiso 1 1 calc R U . . .
C11 C 0.51163(15) 0.55224(14) 0.40669(6) 0.0195(3) Uani 1 1 d . . . . .
C12 C 0.80211(18) 0.23218(16) 0.37263(8) 0.0309(3) Uani 1 1 d . . . . .
H12A H 0.750243 0.206267 0.323022 0.046 Uiso 1 1 calc R U . . .
H12B H 0.773078 0.155764 0.406108 0.046 Uiso 1 1 calc R U . . .
H12C H 0.922748 0.235318 0.376028 0.046 Uiso 1 1 calc R U . . .
C13 C 0.91491(17) 0.77329(16) 0.45348(7) 0.0267(3) Uani 1 1 d . . . . .
H13A H 0.899529 0.850137 0.415257 0.040 Uiso 1 1 calc R U . . .
H13B H 1.028755 0.734939 0.460310 0.040 Uiso 1 1 calc R U . . .
H13C H 0.894120 0.818241 0.498797 0.040 Uiso 1 1 calc R U . . .
C14 C 0.32900(16) 0.57772(16) 0.40448(7) 0.0261(3) Uani 1 1 d . . . . .
H14A H 0.268383 0.554266 0.355938 0.039 Uiso 1 1 calc R U . . .
H14B H 0.309890 0.683561 0.416049 0.039 Uiso 1 1 calc R U . . .
H14C H 0.289977 0.511901 0.440018 0.039 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
S1 C4 1.6898(14) . ?
N1 H1 0.8800 . ?
N1 C2 1.3248(17) . ?
N1 C6 1.4378(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.4974(18) . ?
C2 C3 1.4030(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3890(18) . ?
C4 C5 1.5127(18) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.3954(17) . ?
C6 C11 1.3974(18) . ?
C7 C8 1.3941(18) . ?
C7 C12 1.5096(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3912(18) . ?
C9 C10 1.3954(17) . ?
C9 C13 1.5066(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.3899(17) . ?
C11 C14 1.5071(17) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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
C2 N1 H1 117.8 . . ?
C2 N1 C6 124.39(11) . . ?
C6 N1 H1 117.8 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 118.21(11) . . ?
N1 C2 C3 122.06(12) . . ?
C3 C2 C1 119.72(12) . . ?
C2 C3 H3 116.1 . . ?
C4 C3 C2 127.84(12) . . ?
C4 C3 H3 116.1 . . ?
C3 C4 S1 126.34(10) . . ?
C3 C4 C5 116.44(12) . . ?
C5 C4 S1 117.22(10) . . ?
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 . . ?
C7 C6 N1 118.74(11) . . ?
C7 C6 C11 122.13(11) . . ?
C11 C6 N1 119.13(11) . . ?
C6 C7 C12 120.82(12) . . ?
C8 C7 C6 117.75(11) . . ?
C8 C7 C12 121.43(12) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 122.00(12) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 118.29(11) . . ?
C8 C9 C13 121.35(11) . . ?
C10 C9 C13 120.35(12) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.83(12) . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C14 121.22(11) . . ?
C10 C11 C6 117.97(11) . . ?
C10 C11 C14 120.81(12) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 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
N1 C2 C3 C4 -1.3(2) . . . . ?
N1 C6 C7 C8 179.36(11) . . . . ?
N1 C6 C7 C12 0.00(18) . . . . ?
N1 C6 C11 C10 -179.23(10) . . . . ?
N1 C6 C11 C14 1.55(18) . . . . ?
C1 C2 C3 C4 177.86(13) . . . . ?
C2 N1 C6 C7 -96.96(15) . . . . ?
C2 N1 C6 C11 84.02(16) . . . . ?
C2 C3 C4 S1 -2.0(2) . . . . ?
C2 C3 C4 C5 178.04(13) . . . . ?
C6 N1 C2 C1 3.16(19) . . . . ?
C6 N1 C2 C3 -177.64(12) . . . . ?
C6 C7 C8 C9 -0.01(18) . . . . ?
C7 C6 C11 C10 1.78(18) . . . . ?
C7 C6 C11 C14 -177.44(11) . . . . ?
C7 C8 C9 C10 1.43(18) . . . . ?
C7 C8 C9 C13 -177.75(12) . . . . ?
C8 C9 C10 C11 -1.29(18) . . . . ?
C9 C10 C11 C6 -0.27(18) . . . . ?
C9 C10 C11 C14 178.95(11) . . . . ?
C11 C6 C7 C8 -1.64(18) . . . . ?
C11 C6 C7 C12 178.99(12) . . . . ?
C12 C7 C8 C9 179.35(12) . . . . ?
C13 C9 C10 C11 177.91(11) . . . . ?

_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
;
####################################################################### 
# 
# 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_L4CuCNR
_database_code_depnum_ccdc_archive 'CCDC 2177696'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C22 H26 Cu N3 S'
_chemical_formula_sum            'C22 H26 Cu N3 S'
_chemical_formula_weight         428.06
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4434(3)
_cell_length_b                   13.9072(4)
_cell_length_c                   19.3518(6)
_cell_angle_alpha                99.445(2)
_cell_angle_beta                 100.502(3)
_cell_angle_gamma                105.746(3)
_cell_volume                     2094.97(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22426
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.0300
_cell_measurement_theta_min      1.7170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.153
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            43908
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.103
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00  41.00   0.50    6.33    --    9.30 -38.00 -90.00  242
  2  ω    -18.00  99.00   0.50    6.33    --    9.30  82.00 -60.00  234
  3  ω    -20.00  99.00   0.50    6.33    --    9.30  57.00  90.00  238
  4  ω    -18.00  99.00   0.50    6.33    --    9.30  82.00 120.00  234
  5  ω    -80.00  37.00   0.50    6.33    --    9.30 -82.00-120.00  234
  6  ω    -80.00  37.00   0.50    6.33    --    9.30 -82.00-150.00  234
  7  ω    -80.00  39.00   0.50    6.33    --    9.30 -57.00 150.00  238
  8  ω    -16.00  99.00   0.50    6.33    --    9.30  77.00  30.00  230
  9  ω    -18.00  94.00   0.50    6.33    --    9.30  82.00-180.00  224
 10  ω    -11.00  14.00   0.50    6.33    --    9.30  82.00  90.00   50
 11  ω     24.00  71.00   0.50    6.33    --    9.30  82.00  90.00   94
 12  ω     -8.00  51.00   0.50    6.33    --    9.30  82.00   0.00  118
 13  ω    -19.00   8.00   0.50    6.33    --   -9.50 -82.00  90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6188
_reflns_number_total             7357
_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 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (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         0.735
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         7357
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.104
_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)+(0.0571P)²+0.4097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1063
_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.a Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C7(H7a,H7b), C28(H28a,H28b), C29(H29a,H29b)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C16(H16), C18(H18), C25(H25),
 C31(H31), C32(H32), C33(H33), C34(H34), C38(H38), C40(H40)
2.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C5(H5a,H5b,H5c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c),
 C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C27(H27a,H27b,H27c), C42(H42a,H42b,
 H42c), C43(H43a,H43b,H43c), C44(H44a,H44b,H44c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.47745(4) 0.40303(2) 0.80171(2) 0.02715(11) Uani 1 1 d . . . . .
S1 S 0.52047(8) 0.27344(5) 0.85237(3) 0.03324(17) Uani 1 1 d . . . . .
N1 N 0.5705(2) 0.52073(14) 0.89155(10) 0.0263(4) Uani 1 1 d . . . . .
N2 N 0.2297(2) 0.40953(15) 0.79915(10) 0.0287(5) Uani 1 1 d . . . . .
N3 N 0.5428(3) 0.40368(14) 0.65302(11) 0.0271(4) Uani 1 1 d . . . . .
C1 C 0.7427(3) 0.6157(2) 1.01231(13) 0.0386(6) Uani 1 1 d . . . . .
H1A H 0.788097 0.676516 0.993928 0.058 Uiso 1 1 calc R U . . .
H1B H 0.833008 0.607166 1.048161 0.058 Uiso 1 1 calc R U . . .
H1C H 0.650931 0.624293 1.034817 0.058 Uiso 1 1 calc R U . . .
C2 C 0.6748(3) 0.52170(18) 0.95045(12) 0.0296(6) Uani 1 1 d . . . . .
C3 C 0.7319(3) 0.43613(19) 0.96381(13) 0.0321(6) Uani 1 1 d . . . . .
H3 H 0.828233 0.453994 1.002999 0.039 Uiso 1 1 calc R U . . .
C4 C 0.6739(3) 0.3349(2) 0.93095(13) 0.0334(6) Uani 1 1 d . . . . .
C5 C 0.7511(4) 0.2633(2) 0.96591(17) 0.0575(9) Uani 1 1 d . . . . .
H5A H 0.662627 0.211934 0.978385 0.086 Uiso 1 1 calc R U . . .
H5B H 0.837931 0.302766 1.009762 0.086 Uiso 1 1 calc R U . . .
H5C H 0.802979 0.228932 0.932230 0.086 Uiso 1 1 calc R U . . .
C6 C 0.5081(3) 0.60944(18) 0.89051(13) 0.0316(6) Uani 1 1 d . . . . .
H6A H 0.603774 0.670895 0.893268 0.038 Uiso 1 1 calc R U . . .
H6B H 0.461835 0.622441 0.933346 0.038 Uiso 1 1 calc R U . . .
C7 C 0.3706(3) 0.59212(19) 0.82227(13) 0.0337(6) Uani 1 1 d . . . . .
H7A H 0.337995 0.655347 0.822284 0.040 Uiso 1 1 calc R U . . .
H7B H 0.417470 0.579081 0.779620 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2159(3) 0.50450(19) 0.81565(12) 0.0293(6) Uani 1 1 d . . . . .
C9 C 0.0672(3) 0.5192(2) 0.82813(13) 0.0350(6) Uani 1 1 d . . . . .
H9 H 0.060453 0.586747 0.840489 0.042 Uiso 1 1 calc R U . . .
C10 C -0.0709(3) 0.4362(2) 0.82267(13) 0.0403(7) Uani 1 1 d . . . . .
H10 H -0.173802 0.445768 0.830725 0.048 Uiso 1 1 calc R U . . .
C11 C -0.0579(3) 0.3389(2) 0.80534(13) 0.0375(6) Uani 1 1 d . . . . .
H11 H -0.151205 0.280061 0.801288 0.045 Uiso 1 1 calc R U . . .
C12 C 0.0939(3) 0.3294(2) 0.79409(12) 0.0336(6) Uani 1 1 d . . . . .
H12 H 0.102945 0.262358 0.782083 0.040 Uiso 1 1 calc R U . . .
C13 C 0.5232(3) 0.40837(17) 0.71135(14) 0.0285(6) Uani 1 1 d . . . . .
C14 C 0.5617(3) 0.39596(16) 0.58184(12) 0.0249(5) Uani 1 1 d . . . . .
C15 C 0.7232(3) 0.41675(16) 0.56984(12) 0.0245(5) Uani 1 1 d . . . . .
C16 C 0.7373(3) 0.40676(16) 0.49882(12) 0.0270(5) Uani 1 1 d . . . . .
H16 H 0.846421 0.419098 0.489052 0.032 Uiso 1 1 calc R U . . .
C17 C 0.5958(3) 0.37917(17) 0.44180(12) 0.0283(6) Uani 1 1 d . . . . .
C18 C 0.4373(3) 0.36029(17) 0.45623(13) 0.0293(6) Uani 1 1 d . . . . .
H18 H 0.340630 0.342112 0.417148 0.035 Uiso 1 1 calc R U . . .
C19 C 0.4144(3) 0.36700(16) 0.52630(13) 0.0261(5) Uani 1 1 d . . . . .
C20 C 0.8777(3) 0.45037(19) 0.63183(13) 0.0333(6) Uani 1 1 d . . . . .
H20A H 0.890936 0.519194 0.658998 0.050 Uiso 1 1 calc R U . . .
H20B H 0.978317 0.451503 0.613095 0.050 Uiso 1 1 calc R U . . .
H20C H 0.864258 0.402251 0.663690 0.050 Uiso 1 1 calc R U . . .
C21 C 0.6143(4) 0.3711(2) 0.36496(13) 0.0391(7) Uani 1 1 d . . . . .
H21A H 0.590238 0.428980 0.347193 0.059 Uiso 1 1 calc R U . . .
H21B H 0.534378 0.306672 0.334460 0.059 Uiso 1 1 calc R U . . .
H21C H 0.730286 0.372584 0.363442 0.059 Uiso 1 1 calc R U . . .
C22 C 0.2417(3) 0.34425(19) 0.54065(14) 0.0362(6) Uani 1 1 d . . . . .
H22A H 0.228888 0.294896 0.571620 0.054 Uiso 1 1 calc R U . . .
H22B H 0.156095 0.315199 0.494896 0.054 Uiso 1 1 calc R U . . .
H22C H 0.226792 0.407717 0.564844 0.054 Uiso 1 1 calc R U . . .
Cu2 Cu 0.77829(4) 0.15801(2) 0.31565(2) 0.03229(11) Uani 1 1 d . . . . .
S2 S 1.02535(9) 0.25262(5) 0.31062(4) 0.03849(18) Uani 1 1 d . . . . .
N4 N 0.6587(3) 0.09707(15) 0.21495(11) 0.0327(5) Uani 1 1 d . . . . .
N5 N 0.1449(3) -0.02089(18) 0.09019(12) 0.0452(6) Uani 1 1 d . . . . .
N6 N 0.6217(3) 0.13523(15) 0.44123(12) 0.0341(5) Uani 1 1 d . . . . .
C23 C 0.6174(4) 0.0608(2) 0.08269(15) 0.0544(8) Uani 1 1 d . . . . .
H23A H 0.588747 -0.013554 0.077569 0.082 Uiso 1 1 calc R U . . .
H23B H 0.684782 0.081706 0.048383 0.082 Uiso 1 1 calc R U . . .
H23C H 0.512979 0.079548 0.072862 0.082 Uiso 1 1 calc R U . . .
C24 C 0.7188(3) 0.11467(19) 0.15889(14) 0.0359(6) Uani 1 1 d . . . . .
C25 C 0.8827(3) 0.1847(2) 0.16335(14) 0.0379(6) Uani 1 1 d . . . . .
H25 H 0.904037 0.191794 0.117620 0.046 Uiso 1 1 calc R U . . .
C26 C 1.0136(3) 0.24283(19) 0.21988(14) 0.0353(6) Uani 1 1 d . . . . .
C27 C 1.1717(4) 0.3056(2) 0.20349(17) 0.0470(7) Uani 1 1 d . . . . .
H27A H 1.202093 0.376830 0.230162 0.071 Uiso 1 1 calc R U . . .
H27B H 1.151679 0.302966 0.151618 0.071 Uiso 1 1 calc R U . . .
H27C H 1.264423 0.277806 0.217993 0.071 Uiso 1 1 calc R U . . .
C28 C 0.4839(3) 0.02765(19) 0.20155(15) 0.0390(6) Uani 1 1 d . . . . .
H28A H 0.473437 -0.007238 0.241924 0.047 Uiso 1 1 calc R U . . .
H28B H 0.458731 -0.025464 0.156738 0.047 Uiso 1 1 calc R U . . .
C29 C 0.3570(3) 0.08713(19) 0.19435(15) 0.0404(7) Uani 1 1 d . . . . .
H29A H 0.362200 0.126629 0.242626 0.049 Uiso 1 1 calc R U . . .
H29B H 0.388140 0.136514 0.163872 0.049 Uiso 1 1 calc R U . . .
C30 C 0.1785(3) 0.01701(18) 0.16137(14) 0.0348(6) Uani 1 1 d . . . . .
C31 C 0.0599(4) -0.0066(2) 0.20124(15) 0.0419(7) Uani 1 1 d . . . . .
H31 H 0.087713 0.022476 0.251560 0.050 Uiso 1 1 calc R U . . .
C32 C -0.1008(4) -0.0733(2) 0.16710(17) 0.0448(7) Uani 1 1 d . . . . .
H32 H -0.184560 -0.090717 0.193634 0.054 Uiso 1 1 calc R U . . .
C33 C -0.1362(4) -0.1133(2) 0.09489(16) 0.0435(7) Uani 1 1 d . . . . .
H33 H -0.244684 -0.159712 0.070218 0.052 Uiso 1 1 calc R U . . .
C34 C -0.0118(4) -0.0852(2) 0.05822(16) 0.0484(8) Uani 1 1 d . . . . .
H34 H -0.038059 -0.112643 0.007728 0.058 Uiso 1 1 calc R U . . .
C35 C 0.6849(4) 0.14026(18) 0.39289(15) 0.0359(6) Uani 1 1 d . . . . .
C36 C 0.5366(3) 0.12991(17) 0.49722(13) 0.0305(6) Uani 1 1 d . . . . .
C37 C 0.6352(3) 0.15335(17) 0.56858(13) 0.0304(6) Uani 1 1 d . . . . .
C38 C 0.5472(3) 0.14923(17) 0.62245(13) 0.0299(6) Uani 1 1 d . . . . .
H38 H 0.609398 0.165362 0.671209 0.036 Uiso 1 1 calc R U . . .
C39 C 0.3715(3) 0.12246(17) 0.60799(13) 0.0312(6) Uani 1 1 d . . . . .
C40 C 0.2817(3) 0.09952(17) 0.53610(13) 0.0325(6) Uani 1 1 d . . . . .
H40 H 0.161467 0.080488 0.525509 0.039 Uiso 1 1 calc R U . . .
C41 C 0.3617(3) 0.10356(17) 0.47976(13) 0.0300(6) Uani 1 1 d . . . . .
C42 C 0.8235(3) 0.1813(2) 0.58354(15) 0.0399(7) Uani 1 1 d . . . . .
H42A H 0.855378 0.123413 0.560633 0.060 Uiso 1 1 calc R U . . .
H42B H 0.870822 0.197630 0.635755 0.060 Uiso 1 1 calc R U . . .
H42C H 0.868026 0.241093 0.564074 0.060 Uiso 1 1 calc R U . . .
C43 C 0.2804(4) 0.1194(2) 0.66739(14) 0.0415(7) Uani 1 1 d . . . . .
H43A H 0.256428 0.051259 0.678226 0.062 Uiso 1 1 calc R U . . .
H43B H 0.173706 0.133988 0.652303 0.062 Uiso 1 1 calc R U . . .
H43C H 0.351383 0.171079 0.710588 0.062 Uiso 1 1 calc R U . . .
C44 C 0.2624(4) 0.0812(2) 0.40247(13) 0.0401(7) Uani 1 1 d . . . . .
H44A H 0.291297 0.143360 0.383637 0.060 Uiso 1 1 calc R U . . .
H44B H 0.140821 0.059136 0.400483 0.060 Uiso 1 1 calc R U . . .
H44C H 0.290785 0.026706 0.373196 0.060 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 2.2686(7) . ?
Cu1 N1 2.0468(19) . ?
Cu1 N2 2.110(2) . ?
Cu1 C13 1.867(3) . ?
S1 C4 1.725(3) . ?
N1 C2 1.303(3) . ?
N1 C6 1.469(3) . ?
N2 C8 1.349(3) . ?
N2 C12 1.341(3) . ?
N3 C13 1.164(3) . ?
N3 C14 1.405(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.517(3) . ?
C2 C3 1.443(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.359(4) . ?
C4 C5 1.511(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.528(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.493(3) . ?
C8 C9 1.383(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.374(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.375(4) . ?
C12 H12 0.9500 . ?
C14 C15 1.386(3) . ?
C14 C19 1.401(3) . ?
C15 C16 1.389(3) . ?
C15 C20 1.508(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(3) . ?
C17 C18 1.381(4) . ?
C17 C21 1.513(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.396(3) . ?
C19 C22 1.493(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Cu2 S2 2.1722(7) . ?
Cu2 N4 1.952(2) . ?
Cu2 C35 1.834(3) . ?
S2 C26 1.721(3) . ?
N4 C24 1.309(3) . ?
N4 C28 1.477(3) . ?
N5 C30 1.339(3) . ?
N5 C34 1.346(4) . ?
N6 C35 1.161(3) . ?
N6 C36 1.406(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 C24 1.516(4) . ?
C24 C25 1.438(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.362(4) . ?
C26 C27 1.502(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.522(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.509(4) . ?
C30 C31 1.375(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.389(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.362(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.378(4) . ?
C34 H34 0.9500 . ?
C36 C37 1.411(3) . ?
C36 C41 1.383(4) . ?
C37 C38 1.386(4) . ?
C37 C42 1.491(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.390(4) . ?
C39 C40 1.397(3) . ?
C39 C43 1.495(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.384(4) . ?
C41 C44 1.512(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?

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
N1 Cu1 S1 99.19(5) . . ?
N1 Cu1 N2 90.19(8) . . ?
N2 Cu1 S1 110.23(6) . . ?
C13 Cu1 S1 118.30(7) . . ?
C13 Cu1 N1 125.62(9) . . ?
C13 Cu1 N2 109.57(9) . . ?
C4 S1 Cu1 104.08(9) . . ?
C2 N1 Cu1 125.53(17) . . ?
C2 N1 C6 117.4(2) . . ?
C6 N1 Cu1 116.99(14) . . ?
C8 N2 Cu1 115.52(16) . . ?
C12 N2 Cu1 125.51(17) . . ?
C12 N2 C8 118.1(2) . . ?
C13 N3 C14 178.3(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.9(2) . . ?
N1 C2 C3 124.5(2) . . ?
C3 C2 C1 114.6(2) . . ?
C2 C3 H3 113.9 . . ?
C4 C3 C2 132.2(2) . . ?
C4 C3 H3 113.9 . . ?
C3 C4 S1 128.8(2) . . ?
C3 C4 C5 117.8(2) . . ?
C5 C4 S1 113.4(2) . . ?
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 . . ?
N1 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
N1 C6 C7 111.74(19) . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 C6 113.21(19) . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
N2 C8 C7 116.7(2) . . ?
N2 C8 C9 121.2(2) . . ?
C9 C8 C7 122.1(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.1(2) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.1(3) . . ?
C12 C11 H11 120.9 . . ?
N2 C12 C11 123.6(3) . . ?
N2 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
N3 C13 Cu1 174.5(2) . . ?
C15 C14 N3 119.0(2) . . ?
C15 C14 C19 123.3(2) . . ?
C19 C14 N3 117.7(2) . . ?
C14 C15 C16 117.6(2) . . ?
C14 C15 C20 121.1(2) . . ?
C16 C15 C20 121.4(2) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.5(2) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C21 120.7(2) . . ?
C18 C17 C16 119.0(2) . . ?
C18 C17 C21 120.3(2) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.2(2) . . ?
C19 C18 H18 118.9 . . ?
C14 C19 C22 122.2(2) . . ?
C18 C19 C14 116.4(2) . . ?
C18 C19 C22 121.4(2) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 Cu2 S2 104.48(6) . . ?
C35 Cu2 S2 130.81(8) . . ?
C35 Cu2 N4 124.60(10) . . ?
C26 S2 Cu2 104.56(9) . . ?
C24 N4 Cu2 125.55(17) . . ?
C24 N4 C28 117.8(2) . . ?
C28 N4 Cu2 116.62(17) . . ?
C30 N5 C34 117.1(3) . . ?
C35 N6 C36 176.6(3) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
N4 C24 C23 121.4(2) . . ?
N4 C24 C25 124.1(2) . . ?
C25 C24 C23 114.5(2) . . ?
C24 C25 H25 113.5 . . ?
C26 C25 C24 133.0(2) . . ?
C26 C25 H25 113.5 . . ?
C25 C26 S2 128.1(2) . . ?
C25 C26 C27 118.0(2) . . ?
C27 C26 S2 113.8(2) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
N4 C28 C29 110.7(2) . . ?
H28A C28 H28B 108.1 . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 C28 111.8(2) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
N5 C30 C29 114.6(2) . . ?
N5 C30 C31 122.6(2) . . ?
C31 C30 C29 122.7(2) . . ?
C30 C31 H31 120.4 . . ?
C30 C31 C32 119.2(3) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 H32 120.6 . . ?
C33 C32 C31 118.8(3) . . ?
C33 C32 H32 120.6 . . ?
C32 C33 H33 120.6 . . ?
C32 C33 C34 118.8(3) . . ?
C34 C33 H33 120.6 . . ?
N5 C34 C33 123.4(3) . . ?
N5 C34 H34 118.3 . . ?
C33 C34 H34 118.3 . . ?
N6 C35 Cu2 174.9(2) . . ?
N6 C36 C37 117.9(2) . . ?
C41 C36 N6 118.5(2) . . ?
C41 C36 C37 123.5(2) . . ?
C36 C37 C42 120.7(2) . . ?
C38 C37 C36 116.3(2) . . ?
C38 C37 C42 123.0(2) . . ?
C37 C38 H38 118.7 . . ?
C37 C38 C39 122.6(2) . . ?
C39 C38 H38 118.7 . . ?
C38 C39 C40 118.1(2) . . ?
C38 C39 C43 121.3(2) . . ?
C40 C39 C43 120.6(2) . . ?
C39 C40 H40 118.9 . . ?
C41 C40 C39 122.3(2) . . ?
C41 C40 H40 118.9 . . ?
C36 C41 C40 117.2(2) . . ?
C36 C41 C44 121.3(2) . . ?
C40 C41 C44 121.5(2) . . ?
C37 C42 H42A 109.5 . . ?
C37 C42 H42B 109.5 . . ?
C37 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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 S1 C4 C3 12.5(3) . . . . ?
Cu1 S1 C4 C5 -167.26(19) . . . . ?
Cu1 N1 C2 C1 176.73(17) . . . . ?
Cu1 N1 C2 C3 -4.9(3) . . . . ?
Cu1 N1 C6 C7 4.6(2) . . . . ?
Cu1 N2 C8 C7 9.2(2) . . . . ?
Cu1 N2 C8 C9 -168.70(17) . . . . ?
Cu1 N2 C12 C11 168.05(17) . . . . ?
N1 C2 C3 C4 -15.4(4) . . . . ?
N1 C6 C7 C8 62.5(3) . . . . ?
N2 C8 C9 C10 -1.1(3) . . . . ?
N3 C14 C15 C16 178.94(19) . . . . ?
N3 C14 C15 C20 -1.9(3) . . . . ?
N3 C14 C19 C18 179.83(19) . . . . ?
N3 C14 C19 C22 -0.2(3) . . . . ?
C1 C2 C3 C4 163.1(3) . . . . ?
C2 N1 C6 C7 -172.7(2) . . . . ?
C2 C3 C4 S1 8.5(4) . . . . ?
C2 C3 C4 C5 -171.8(3) . . . . ?
C6 N1 C2 C1 -6.2(3) . . . . ?
C6 N1 C2 C3 172.2(2) . . . . ?
C6 C7 C8 N2 -72.6(3) . . . . ?
C6 C7 C8 C9 105.3(3) . . . . ?
C7 C8 C9 C10 -178.8(2) . . . . ?
C8 N2 C12 C11 -0.5(3) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 N2 0.1(4) . . . . ?
C12 N2 C8 C7 178.8(2) . . . . ?
C12 N2 C8 C9 1.0(3) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C15 C14 C19 C18 -0.4(3) . . . . ?
C15 C14 C19 C22 179.5(2) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C15 C16 C17 C21 178.6(2) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C14 1.2(3) . . . . ?
C17 C18 C19 C22 -178.8(2) . . . . ?
C19 C14 C15 C16 -0.8(3) . . . . ?
C19 C14 C15 C20 178.4(2) . . . . ?
C20 C15 C16 C17 -177.8(2) . . . . ?
C21 C17 C18 C19 -179.9(2) . . . . ?
Cu2 S2 C26 C25 -3.2(3) . . . . ?
Cu2 S2 C26 C27 178.40(17) . . . . ?
Cu2 N4 C24 C23 178.15(19) . . . . ?
Cu2 N4 C24 C25 -1.7(4) . . . . ?
Cu2 N4 C28 C29 90.0(2) . . . . ?
N4 C24 C25 C26 3.8(5) . . . . ?
N4 C28 C29 C30 164.7(2) . . . . ?
N5 C30 C31 C32 0.9(4) . . . . ?
N6 C36 C37 C38 178.8(2) . . . . ?
N6 C36 C37 C42 -0.9(3) . . . . ?
N6 C36 C41 C40 -179.7(2) . . . . ?
N6 C36 C41 C44 -0.3(3) . . . . ?
C23 C24 C25 C26 -176.1(3) . . . . ?
C24 N4 C28 C29 -88.3(3) . . . . ?
C24 C25 C26 S2 -0.5(5) . . . . ?
C24 C25 C26 C27 177.8(3) . . . . ?
C28 N4 C24 C23 -3.7(4) . . . . ?
C28 N4 C24 C25 176.4(2) . . . . ?
C28 C29 C30 N5 -74.9(3) . . . . ?
C28 C29 C30 C31 104.7(3) . . . . ?
C29 C30 C31 C32 -178.8(2) . . . . ?
C30 N5 C34 C33 -0.2(4) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C32 C33 C34 -0.7(4) . . . . ?
C32 C33 C34 N5 0.9(5) . . . . ?
C34 N5 C30 C29 179.0(2) . . . . ?
C34 N5 C30 C31 -0.7(4) . . . . ?
C36 C37 C38 C39 0.8(3) . . . . ?
C37 C36 C41 C40 -0.6(3) . . . . ?
C37 C36 C41 C44 178.8(2) . . . . ?
C37 C38 C39 C40 -0.4(3) . . . . ?
C37 C38 C39 C43 -179.6(2) . . . . ?
C38 C39 C40 C41 -0.6(3) . . . . ?
C39 C40 C41 C36 1.1(3) . . . . ?
C39 C40 C41 C44 -178.3(2) . . . . ?
C41 C36 C37 C38 -0.2(3) . . . . ?
C41 C36 C37 C42 -179.9(2) . . . . ?
C42 C37 C38 C39 -179.5(2) . . . . ?
C43 C39 C40 C41 178.6(2) . . . . ?

_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
;

####################################################################### 
# 
# 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_L3Cu
_database_code_depnum_ccdc_archive 'CCDC 2177698'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2019-12-21
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H13 Cu N2 S'
_chemical_formula_sum            'C11 H13 Cu N2 S'
_chemical_formula_weight         268.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H33 N2 S1 Cu1'
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5980(3)
_cell_length_b                   7.7676(3)
_cell_length_c                   10.3763(4)
_cell_angle_alpha                102.817(3)
_cell_angle_beta                 98.971(3)
_cell_angle_gamma                107.163(4)
_cell_volume                     554.20(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4519
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.9780
_cell_measurement_theta_min      2.0680
_shelx_estimated_absorpt_T_max   0.676
_shelx_estimated_absorpt_T_min   0.619
_exptl_absorpt_coefficient_mu    2.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6328
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.994
_diffrn_reflns_theta_min         2.072
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  82.00   0.50    2.86    --   10.60  82.00   0.00  198
  2  ω    -13.00  64.00   0.50    2.86    --   10.60  82.00  60.00  154
  3  ω    -13.00 100.00   0.50    2.86    --   10.60  82.00 150.00  226
  4  ω    -60.00  21.00   0.50    2.86    --   10.60 -82.00 -90.00  162
  5  ω    -12.00  21.00   0.50    2.86    --   10.60  82.00 -60.00   66
  6  ω     72.00  98.00   0.50    2.86    --   10.60  82.00 -60.00   52
  7  ω      6.00  36.00   0.50    2.86    --   10.60  82.00-180.00   60
  8  ω     48.00  93.00   0.50    2.86    --   10.60  82.00-180.00   90
  9  ω     -6.00  43.00   0.50    2.86    --   10.60  77.00-120.00   98
 10  ω     70.00  96.00   0.50    2.86    --   10.60  77.00-120.00   52
 11  ω     -7.00  77.00   0.50    2.86    --  -10.90  82.00  90.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0432065000
_diffrn_orient_matrix_UB_12      -0.0516131000
_diffrn_orient_matrix_UB_13      -0.0690275000
_diffrn_orient_matrix_UB_21      -0.0264355000
_diffrn_orient_matrix_UB_22      -0.0844365000
_diffrn_orient_matrix_UB_23      0.0192271000
_diffrn_orient_matrix_UB_31      -0.0869019000
_diffrn_orient_matrix_UB_32      0.0118584000
_diffrn_orient_matrix_UB_33      0.0086199000
_diffrn_oxdiff_digest_frames     
;
010731e2229f5672ac50175d2120bc3f1000025c7cf
;
_diffrn_oxdiff_digest_hkl        
;
018e6f7b983d36202048ad0ba8147c61cd5dde
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1950
_reflns_number_total             2274
_reflns_odcompleteness_completeness 98.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.144
_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)+(0.0370P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0863
_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.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C11(H11)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_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 0.82309(4) 0.72155(4) 0.57603(3) 0.01851(13) Uani 1 1 d . . . . .
S1 S 0.81745(10) 0.90054(8) 0.76120(6) 0.02076(18) Uani 1 1 d . . . . .
N1 N 0.7044(3) 0.4602(3) 0.58640(19) 0.0165(5) Uani 1 1 d . . . . .
N2 N 0.8374(3) 0.5974(3) 0.39405(19) 0.0187(5) Uani 1 1 d . . . . .
C1 C 0.5348(4) 0.2099(3) 0.6760(2) 0.0224(6) Uani 1 1 d . . . . .
H1A H 0.482031 0.202382 0.755761 0.034 Uiso 1 1 calc GR . . . .
H1B H 0.626451 0.143728 0.673175 0.034 Uiso 1 1 calc GR . . . .
H1C H 0.432335 0.151557 0.593216 0.034 Uiso 1 1 calc GR . . . .
C2 C 0.6324(4) 0.4120(3) 0.6850(2) 0.0173(6) Uani 1 1 d . . . . .
C3 C 0.6434(4) 0.5527(3) 0.8075(2) 0.0205(6) Uani 1 1 d . . . . .
H3 H 0.593004 0.500033 0.873841 0.025 Uiso 1 1 calc R . . . .
C4 C 0.7102(4) 0.7423(4) 0.8468(2) 0.0182(6) Uani 1 1 d . . . . .
C5 C 0.6912(4) 0.8437(4) 0.9830(3) 0.0252(6) Uani 1 1 d . . . . .
H5A H 0.622049 0.751969 1.024825 0.038 Uiso 1 1 calc GR . . . .
H5B H 0.621594 0.929085 0.970262 0.038 Uiso 1 1 calc GR . . . .
H5C H 0.817584 0.916073 1.042247 0.038 Uiso 1 1 calc GR . . . .
C6 C 0.6889(4) 0.3181(3) 0.4633(2) 0.0165(5) Uani 1 1 d . . . . .
H6A H 0.553778 0.241376 0.422293 0.020 Uiso 1 1 calc R . . . .
H6B H 0.756473 0.233718 0.486303 0.020 Uiso 1 1 calc R . . . .
C7 C 0.7729(3) 0.4092(3) 0.3619(2) 0.0183(6) Uani 1 1 d . . . . .
C8 C 0.7766(4) 0.2972(4) 0.2384(2) 0.0217(6) Uani 1 1 d . . . . .
H8 H 0.732514 0.164288 0.219427 0.026 Uiso 1 1 calc R . . . .
C9 C 0.8450(4) 0.3811(4) 0.1435(3) 0.0265(7) Uani 1 1 d . . . . .
H9 H 0.848182 0.306909 0.058292 0.032 Uiso 1 1 calc R . . . .
C10 C 0.9087(4) 0.5745(4) 0.1747(3) 0.0268(7) Uani 1 1 d . . . . .
H10 H 0.954894 0.635429 0.110665 0.032 Uiso 1 1 calc R . . . .
C11 C 0.9045(4) 0.6777(4) 0.2988(3) 0.0233(6) Uani 1 1 d . . . . .
H11 H 0.950189 0.810823 0.319630 0.028 Uiso 1 1 calc 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 S1 2.1218(7) . ?
Cu1 N1 1.9985(19) . ?
Cu1 N2 1.9558(19) . ?
S1 C4 1.756(3) . ?
N1 C2 1.308(3) . ?
N1 C6 1.454(3) . ?
N2 C7 1.341(3) . ?
N2 C11 1.367(3) . ?
C1 C2 1.499(3) . ?
C2 C3 1.454(3) . ?
C3 C4 1.350(3) . ?
C4 C5 1.508(3) . ?
C6 C7 1.513(3) . ?
C7 C8 1.389(3) . ?
C8 C9 1.382(4) . ?
C9 C10 1.379(4) . ?
C10 C11 1.368(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 S1 105.45(6) . . ?
N2 Cu1 S1 169.62(6) . . ?
N2 Cu1 N1 84.57(8) . . ?
C4 S1 Cu1 103.22(9) . . ?
C2 N1 Cu1 126.63(16) . . ?
C2 N1 C6 120.55(19) . . ?
C6 N1 Cu1 112.63(14) . . ?
C7 N2 Cu1 114.10(16) . . ?
C7 N2 C11 117.4(2) . . ?
C11 N2 Cu1 128.46(18) . . ?
N1 C2 C1 121.4(2) . . ?
N1 C2 C3 121.2(2) . . ?
C3 C2 C1 117.5(2) . . ?
C4 C3 C2 133.5(2) . . ?
C3 C4 S1 129.9(2) . . ?
C3 C4 C5 118.6(2) . . ?
C5 C4 S1 111.51(19) . . ?
N1 C6 C7 110.52(18) . . ?
N2 C7 C6 118.1(2) . . ?
N2 C7 C8 122.3(2) . . ?
C8 C7 C6 119.6(2) . . ?
C9 C8 C7 119.4(2) . . ?
C10 C9 C8 118.8(2) . . ?
C11 C10 C9 119.3(2) . . ?
N2 C11 C10 122.8(2) . . ?

_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 2.819
_oxdiff_exptl_absorpt_empirical_full_min 0.444
####################################################################### 
# 
# 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_L1CuCNR
_database_code_depnum_ccdc_archive 'CCDC 2260182'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-28
_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         'C27 H35 Cu N2 S'
_chemical_formula_sum            'C27 H35 Cu N2 S'
_chemical_formula_weight         483.17
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1955(3)
_cell_length_b                   11.3984(3)
_cell_length_c                   13.1968(3)
_cell_angle_alpha                103.579(2)
_cell_angle_beta                 103.829(2)
_cell_angle_gamma                111.271(2)
_cell_volume                     1297.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    23114
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.8410
_cell_measurement_theta_min      1.7010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            37815
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.700
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00 100.00   0.50    4.02    --   10.60  46.00  61.00  246
  2  ω    -79.00  44.00   0.50    4.02    --   10.60 -46.00 -87.00  246
  3  ω    -44.00  78.00   0.50    4.02    --  -10.90  46.00  61.00  244
  4  ω   -100.00  22.00   0.50    4.02    --  -10.90 -46.00 -87.00  244
  5  ω    -17.00 100.00   0.50    4.02    --   10.60  82.00 120.00  234
  6  ω    -15.00 100.00   0.50    4.02    --   10.60  77.00  90.00  230
  7  ω    -17.00 100.00   0.50    4.02    --   10.60  82.00-150.00  234
  8  ω    -17.00 100.00   0.50    4.02    --   10.60  82.00 -60.00  234
  9  ω    -15.00 100.00   0.50    4.02    --   10.60  77.00 150.00  230
 10  ω    -15.00 100.00   0.50    4.02    --   10.60  77.00 -90.00  230
 11  ω    -17.00 100.00   0.50    4.02    --   10.60  82.00  30.00  234
 12  ω    -20.00 100.00   0.50    4.02    --   10.60  57.00 -30.00  240
 13  ω   -100.00  17.00   0.50    4.02    --  -10.90 -82.00   0.00  234
 14  ω   -100.00  15.00   0.50    4.02    --  -10.90 -77.00 -90.00  230
 15  ω   -100.00  15.00   0.50    4.02    --  -10.90 -77.00-150.00  230
 16  ω    -41.00   2.00   0.50    4.02    --  -10.90  57.00-180.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0088723000
_diffrn_orient_matrix_UB_12      0.0533420000
_diffrn_orient_matrix_UB_13      0.0331447000
_diffrn_orient_matrix_UB_21      0.0612454000
_diffrn_orient_matrix_UB_22      0.0474800000
_diffrn_orient_matrix_UB_23      -0.0076019000
_diffrn_orient_matrix_UB_31      -0.0506225000
_diffrn_orient_matrix_UB_32      -0.0019797000
_diffrn_orient_matrix_UB_33      -0.0484788000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4068
_reflns_number_total             4553
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4553
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.089
_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)+(0.0458P)²+0.4338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0858
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C21(H21), C23(H23)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_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 0.51202(2) 0.51277(2) 0.67709(2) 0.01864(10) Uani 1 1 d . . . . .
S1 S 0.53202(5) 0.32513(5) 0.64092(4) 0.02110(13) Uani 1 1 d . . . . .
N1 N 0.68117(17) 0.63147(15) 0.81934(14) 0.0162(4) Uani 1 1 d . . . . .
N2 N 0.30692(19) 0.61852(18) 0.57088(15) 0.0232(4) Uani 1 1 d . . . . .
C1 C 0.9055(2) 0.7016(2) 0.98196(19) 0.0271(5) Uani 1 1 d . . . . .
H1A H 0.940106 0.791593 0.977113 0.041 Uiso 1 1 calc R U . . .
H1B H 0.989762 0.677883 0.995582 0.041 Uiso 1 1 calc R U . . .
H1C H 0.867411 0.700987 1.043433 0.041 Uiso 1 1 calc R U . . .
C2 C 0.7813(2) 0.6005(2) 0.87392(17) 0.0179(4) Uani 1 1 d . . . . .
C3 C 0.7821(2) 0.47170(19) 0.83808(17) 0.0193(4) Uani 1 1 d . . . . .
H3 H 0.862979 0.465573 0.886354 0.023 Uiso 1 1 calc R U . . .
C4 C 0.6890(2) 0.35649(19) 0.74805(17) 0.0174(4) Uani 1 1 d . . . . .
C5 C 0.7223(2) 0.2363(2) 0.7382(2) 0.0262(5) Uani 1 1 d . . . . .
H5A H 0.645544 0.167287 0.752537 0.039 Uiso 1 1 calc R U . . .
H5B H 0.821849 0.264333 0.792966 0.039 Uiso 1 1 calc R U . . .
H5C H 0.720976 0.199401 0.662839 0.039 Uiso 1 1 calc R U . . .
C6 C 0.6901(2) 0.76351(19) 0.86328(17) 0.0167(4) Uani 1 1 d . . . . .
C7 C 0.6181(2) 0.7869(2) 0.93918(17) 0.0188(4) Uani 1 1 d . . . . .
C8 C 0.6192(2) 0.9123(2) 0.97371(18) 0.0246(5) Uani 1 1 d . . . . .
H8 H 0.570570 0.929609 1.024549 0.030 Uiso 1 1 calc R U . . .
C9 C 0.6893(2) 1.0123(2) 0.93584(18) 0.0238(5) Uani 1 1 d . . . . .
H9 H 0.688987 1.097442 0.960499 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7596(2) 0.9873(2) 0.86192(18) 0.0220(5) Uani 1 1 d . . . . .
H10 H 0.807940 1.056388 0.836172 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7618(2) 0.86397(19) 0.82411(17) 0.0190(4) Uani 1 1 d . . . . .
C12 C 0.5365(2) 0.6773(2) 0.97971(18) 0.0237(5) Uani 1 1 d . . . . .
H12 H 0.576980 0.609389 0.967505 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3688(3) 0.6055(3) 0.9110(2) 0.0398(6) Uani 1 1 d . . . . .
H13A H 0.318305 0.534285 0.937383 0.060 Uiso 1 1 calc R U . . .
H13B H 0.353543 0.565714 0.832240 0.060 Uiso 1 1 calc R U . . .
H13C H 0.326303 0.670261 0.919060 0.060 Uiso 1 1 calc R U . . .
C14 C 0.5642(3) 0.7305(3) 1.1042(2) 0.0366(6) Uani 1 1 d . . . . .
H14A H 0.672787 0.782723 1.146187 0.055 Uiso 1 1 calc R U . . .
H14B H 0.523709 0.654573 1.128764 0.055 Uiso 1 1 calc R U . . .
H14C H 0.513958 0.788212 1.117532 0.055 Uiso 1 1 calc R U . . .
C15 C 0.8402(2) 0.8413(2) 0.7425(2) 0.0283(5) Uani 1 1 d . . . . .
H15 H 0.826766 0.746400 0.724130 0.034 Uiso 1 1 calc R U . . .
C16 C 1.0085(3) 0.9334(3) 0.7937(2) 0.0494(8) Uani 1 1 d . . . . .
H16A H 1.025806 1.026793 0.805973 0.074 Uiso 1 1 calc R U . . .
H16B H 1.057658 0.907600 0.742989 0.074 Uiso 1 1 calc R U . . .
H16C H 1.050623 0.925146 0.865213 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7723(3) 0.8569(4) 0.6348(2) 0.0647(10) Uani 1 1 d . . . . .
H17A H 0.663870 0.797137 0.602645 0.097 Uiso 1 1 calc R U . . .
H17B H 0.820114 0.833326 0.582222 0.097 Uiso 1 1 calc R U . . .
H17C H 0.788842 0.950490 0.649508 0.097 Uiso 1 1 calc R U . . .
C18 C 0.3839(2) 0.5754(2) 0.61018(18) 0.0225(5) Uani 1 1 d . . . . .
C19 C 0.2079(2) 0.6629(2) 0.51799(17) 0.0195(4) Uani 1 1 d . . . . .
C20 C 0.0900(2) 0.5724(2) 0.41887(17) 0.0193(4) Uani 1 1 d . . . . .
C21 C -0.0083(2) 0.6178(2) 0.36921(18) 0.0222(5) Uani 1 1 d . . . . .
H21 H -0.090435 0.558076 0.301741 0.027 Uiso 1 1 calc R U . . .
C22 C 0.0098(2) 0.7481(2) 0.41526(19) 0.0237(5) Uani 1 1 d . . . . .
C23 C 0.1300(2) 0.8345(2) 0.5136(2) 0.0262(5) Uani 1 1 d . . . . .
H23 H 0.143353 0.923877 0.545030 0.031 Uiso 1 1 calc R U . . .
C24 C 0.2314(2) 0.7949(2) 0.56749(19) 0.0245(5) Uani 1 1 d . . . . .
C25 C 0.0738(2) 0.4332(2) 0.36718(19) 0.0275(5) Uani 1 1 d . . . . .
H25A H 0.162621 0.439400 0.348000 0.041 Uiso 1 1 calc R U . . .
H25B H -0.016708 0.383163 0.299433 0.041 Uiso 1 1 calc R U . . .
H25C H 0.064962 0.386172 0.420401 0.041 Uiso 1 1 calc R U . . .
C26 C -0.1000(3) 0.7930(3) 0.3584(2) 0.0363(6) Uani 1 1 d . . . . .
H26A H -0.117952 0.764708 0.278211 0.055 Uiso 1 1 calc R U . . .
H26B H -0.058001 0.891293 0.389989 0.055 Uiso 1 1 calc R U . . .
H26C H -0.195329 0.752079 0.369852 0.055 Uiso 1 1 calc R U . . .
C27 C 0.3608(3) 0.8881(3) 0.6746(2) 0.0441(7) Uani 1 1 d . . . . .
H27A H 0.348547 0.852325 0.734182 0.066 Uiso 1 1 calc R U . . .
H27B H 0.362869 0.977306 0.694495 0.066 Uiso 1 1 calc R U . . .
H27C H 0.455578 0.895409 0.665071 0.066 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 2.1742(5) . ?
Cu1 N1 1.9736(16) . ?
Cu1 C18 1.848(2) . ?
S1 C4 1.719(2) . ?
N1 C2 1.310(2) . ?
N1 C6 1.441(2) . ?
N2 C18 1.154(3) . ?
N2 C19 1.401(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.507(3) . ?
C2 C3 1.436(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.364(3) . ?
C4 C5 1.511(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.408(3) . ?
C6 C11 1.401(3) . ?
C7 C8 1.390(3) . ?
C7 C12 1.520(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(3) . ?
C11 C15 1.516(3) . ?
C12 H12 1.0000 . ?
C12 C13 1.521(3) . ?
C12 C14 1.527(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.519(3) . ?
C15 C17 1.507(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 C20 1.391(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.386(3) . ?
C20 C25 1.504(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(3) . ?
C22 C23 1.386(3) . ?
C22 C26 1.507(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(3) . ?
C24 C27 1.501(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
N1 Cu1 S1 103.49(5) . . ?
C18 Cu1 S1 136.33(6) . . ?
C18 Cu1 N1 120.19(8) . . ?
C4 S1 Cu1 104.98(7) . . ?
C2 N1 Cu1 126.19(13) . . ?
C2 N1 C6 119.55(16) . . ?
C6 N1 Cu1 114.26(12) . . ?
C18 N2 C19 176.4(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.61(18) . . ?
N1 C2 C3 124.07(18) . . ?
C3 C2 C1 115.32(17) . . ?
C2 C3 H3 113.8 . . ?
C4 C3 C2 132.37(18) . . ?
C4 C3 H3 113.8 . . ?
C3 C4 S1 128.88(15) . . ?
C3 C4 C5 117.94(18) . . ?
C5 C4 S1 113.17(15) . . ?
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 . . ?
C7 C6 N1 119.44(17) . . ?
C11 C6 N1 119.38(17) . . ?
C11 C6 C7 121.05(17) . . ?
C6 C7 C12 121.39(17) . . ?
C8 C7 C6 118.10(18) . . ?
C8 C7 C12 120.47(18) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.53(19) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.35(19) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.75(19) . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C15 122.01(17) . . ?
C10 C11 C6 118.22(18) . . ?
C10 C11 C15 119.77(18) . . ?
C7 C12 H12 107.5 . . ?
C7 C12 C13 110.59(18) . . ?
C7 C12 C14 112.64(18) . . ?
C13 C12 H12 107.5 . . ?
C13 C12 C14 110.98(18) . . ?
C14 C12 H12 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.5 . . ?
C11 C15 C16 111.63(19) . . ?
C16 C15 H15 107.5 . . ?
C17 C15 C11 112.28(19) . . ?
C17 C15 H15 107.5 . . ?
C17 C15 C16 110.2(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 Cu1 177.80(19) . . ?
C20 C19 N2 118.12(18) . . ?
C20 C19 C24 123.26(18) . . ?
C24 C19 N2 118.61(18) . . ?
C19 C20 C25 120.87(18) . . ?
C21 C20 C19 117.09(18) . . ?
C21 C20 C25 122.02(19) . . ?
C20 C21 H21 119.0 . . ?
C20 C21 C22 121.9(2) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C26 120.1(2) . . ?
C23 C22 C21 118.61(19) . . ?
C23 C22 C26 121.3(2) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 C22 122.18(19) . . ?
C24 C23 H23 118.9 . . ?
C19 C24 C27 120.9(2) . . ?
C23 C24 C19 116.93(19) . . ?
C23 C24 C27 122.2(2) . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 S1 C4 C3 0.8(2) . . . . ?
Cu1 S1 C4 C5 179.80(13) . . . . ?
Cu1 N1 C2 C1 179.77(14) . . . . ?
Cu1 N1 C2 C3 -0.7(3) . . . . ?
Cu1 N1 C6 C7 92.29(19) . . . . ?
Cu1 N1 C6 C11 -83.50(18) . . . . ?
N1 C2 C3 C4 -0.8(4) . . . . ?
N1 C6 C7 C8 -175.30(17) . . . . ?
N1 C6 C7 C12 2.6(3) . . . . ?
N1 C6 C11 C10 175.56(17) . . . . ?
N1 C6 C11 C15 -4.4(3) . . . . ?
N2 C19 C20 C21 178.76(18) . . . . ?
N2 C19 C20 C25 -2.9(3) . . . . ?
N2 C19 C24 C23 -179.14(18) . . . . ?
N2 C19 C24 C27 0.5(3) . . . . ?
C1 C2 C3 C4 178.7(2) . . . . ?
C2 N1 C6 C7 -87.9(2) . . . . ?
C2 N1 C6 C11 96.3(2) . . . . ?
C2 C3 C4 S1 0.6(3) . . . . ?
C2 C3 C4 C5 -178.4(2) . . . . ?
C6 N1 C2 C1 0.0(3) . . . . ?
C6 N1 C2 C3 179.49(17) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C6 C7 C12 C13 -96.2(2) . . . . ?
C6 C7 C12 C14 139.0(2) . . . . ?
C6 C11 C15 C16 -116.1(2) . . . . ?
C6 C11 C15 C17 119.5(2) . . . . ?
C7 C6 C11 C10 -0.2(3) . . . . ?
C7 C6 C11 C15 179.90(19) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
C8 C7 C12 C13 81.7(2) . . . . ?
C8 C7 C12 C14 -43.1(3) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C9 C10 C11 C6 -0.1(3) . . . . ?
C9 C10 C11 C15 179.81(19) . . . . ?
C10 C11 C15 C16 63.9(3) . . . . ?
C10 C11 C15 C17 -60.4(3) . . . . ?
C11 C6 C7 C8 0.4(3) . . . . ?
C11 C6 C7 C12 178.35(18) . . . . ?
C12 C7 C8 C9 -178.35(19) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C20 C19 C24 C23 0.4(3) . . . . ?
C20 C19 C24 C27 -180.0(2) . . . . ?
C20 C21 C22 C23 0.1(3) . . . . ?
C20 C21 C22 C26 -179.97(19) . . . . ?
C21 C22 C23 C24 -0.5(3) . . . . ?
C22 C23 C24 C19 0.3(3) . . . . ?
C22 C23 C24 C27 -179.4(2) . . . . ?
C24 C19 C20 C21 -0.7(3) . . . . ?
C24 C19 C20 C25 177.60(19) . . . . ?
C25 C20 C21 C22 -177.83(18) . . . . ?
C26 C22 C23 C24 179.6(2) . . . . ?

_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 3.281
_oxdiff_exptl_absorpt_empirical_full_min 0.533
####################################################################### 
# 
# 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_HL3
_database_code_depnum_ccdc_archive 'CCDC 2177692'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C11 H14 N2 S'
_chemical_formula_sum            'C11 H14 N2 S'
_chemical_formula_weight         206.30
_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'
N N 0.0061 0.0033 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.8410(2)
_cell_length_b                   9.3645(3)
_cell_length_c                   18.5881(4)
_cell_angle_alpha                93.715(2)
_cell_angle_beta                 99.741(2)
_cell_angle_gamma                107.792(3)
_cell_volume                     1108.86(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9159
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.9670
_cell_measurement_theta_min      2.2340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15514
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.001
_diffrn_reflns_theta_min         2.241
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -8.00  97.00   0.50    2.37    --   10.60  57.00  60.00  210
  2  ω    -51.00  41.00   0.50    2.37    --   10.60 -57.00 120.00  184
  3  ω    -17.00  72.00   0.50    2.37    --   10.60  82.00 -90.00  178
  4  ω    -17.00 100.00   0.50    2.37    --   10.60  82.00  60.00  234
  5  ω     58.00 100.00   0.50    2.37    --   10.60  82.00 150.00   84
  6  ω    -11.00  29.00   0.50    2.37    --   10.60  82.00 150.00   80
  7  ω     -9.00  16.00   0.50    2.37    --  -10.90 -82.00-150.00   50
  8  ω   -100.00 -29.00   0.50    2.37    --  -10.90 -57.00-150.00  142
  9  ω    -73.00 -48.00   0.50    2.37    --  -10.90 -77.00 120.00   50
 10  ω     25.00  54.00   0.50    2.37    --  -10.90  57.00 -60.00   58
 11  ω    -37.00  41.00   0.50    2.37    --  -10.90  82.00 -60.00  156
 12  ω    -28.00  14.00   0.50    2.37    --  -10.90 -77.00 120.00   84
 13  ω     37.00  62.00   0.50    2.37    --  -10.90  82.00   0.00   50
 14  ω     -4.00  21.00   0.50    2.37    --  -10.90  82.00   0.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3817
_reflns_number_total             4610
_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 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_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         0.286
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0050(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         4610
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.071
_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)+(0.0310P)²+0.3565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0850
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), N3(H3A), C14(H14),
 C19(H19), C20(H20), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S1 S 0.09697(6) 0.30099(4) 0.35979(2) 0.02546(11) Uani 1 1 d . . . . .
N1 N 0.25448(18) 0.50740(14) 0.50369(6) 0.0200(3) Uani 1 1 d . . . . .
H1 H 0.205734 0.416296 0.478917 0.024 Uiso 1 1 calc R U . . .
N2 N 0.1924(2) 0.24598(15) 0.56265(7) 0.0296(3) Uani 1 1 d . . . . .
C1 C 0.3622(3) 0.77861(17) 0.50900(9) 0.0296(4) Uani 1 1 d . . . . .
H1A H 0.501820 0.793694 0.538301 0.044 Uiso 1 1 calc R U . . .
H1B H 0.267548 0.788309 0.541758 0.044 Uiso 1 1 calc R U . . .
H1C H 0.371008 0.854891 0.474928 0.044 Uiso 1 1 calc R U . . .
C2 C 0.2802(2) 0.62451(16) 0.46635(8) 0.0209(3) Uani 1 1 d . . . . .
C3 C 0.2347(2) 0.61072(17) 0.38888(8) 0.0226(3) Uani 1 1 d . . . . .
H3 H 0.260031 0.703217 0.368178 0.027 Uiso 1 1 calc R U . . .
C4 C 0.1585(2) 0.48130(17) 0.33893(8) 0.0230(3) Uani 1 1 d . . . . .
C5 C 0.1258(3) 0.5012(2) 0.25825(8) 0.0346(4) Uani 1 1 d . . . . .
H5A H 0.169338 0.609241 0.252942 0.052 Uiso 1 1 calc R U . . .
H5B H -0.022741 0.454592 0.235625 0.052 Uiso 1 1 calc R U . . .
H5C H 0.209548 0.452759 0.233837 0.052 Uiso 1 1 calc R U . . .
C6 C 0.3023(2) 0.52049(16) 0.58370(8) 0.0217(3) Uani 1 1 d . . . . .
H6A H 0.215899 0.574645 0.603836 0.026 Uiso 1 1 calc R U . . .
H6B H 0.451349 0.581165 0.601688 0.026 Uiso 1 1 calc R U . . .
C7 C 0.2617(2) 0.36906(17) 0.61150(8) 0.0211(3) Uani 1 1 d . . . . .
C8 C 0.3010(3) 0.36370(18) 0.68687(8) 0.0285(4) Uani 1 1 d . . . . .
H8 H 0.349634 0.454272 0.720141 0.034 Uiso 1 1 calc R U . . .
C9 C 0.2687(3) 0.22604(19) 0.71280(9) 0.0332(4) Uani 1 1 d . . . . .
H9 H 0.295592 0.219943 0.764153 0.040 Uiso 1 1 calc R U . . .
C10 C 0.1968(3) 0.09693(19) 0.66300(9) 0.0349(4) Uani 1 1 d . . . . .
H10 H 0.172933 -0.000038 0.679140 0.042 Uiso 1 1 calc R U . . .
C11 C 0.1605(3) 0.11219(19) 0.58952(9) 0.0382(4) Uani 1 1 d . . . . .
H11 H 0.109631 0.022834 0.555380 0.046 Uiso 1 1 calc R U . . .
S2 S 0.77829(6) 0.16381(5) 0.86125(2) 0.03005(12) Uani 1 1 d . . . . .
N3 N 0.40448(19) 0.09653(14) 0.93257(7) 0.0230(3) Uani 1 1 d . . . . .
H3A H 0.534337 0.149213 0.931229 0.028 Uiso 1 1 calc R U . . .
N4 N 0.6605(2) 0.32173(15) 1.03752(7) 0.0268(3) Uani 1 1 d . . . . .
C12 C 0.0871(2) -0.10895(18) 0.88477(10) 0.0308(4) Uani 1 1 d . . . . .
H12A H 0.032356 -0.191642 0.844191 0.046 Uiso 1 1 calc R U . . .
H12B H -0.001516 -0.043922 0.880947 0.046 Uiso 1 1 calc R U . . .
H12C H 0.087191 -0.150782 0.931750 0.046 Uiso 1 1 calc R U . . .
C13 C 0.3060(2) -0.01811(17) 0.88084(8) 0.0233(3) Uani 1 1 d . . . . .
C14 C 0.3958(2) -0.05682(18) 0.82292(8) 0.0263(4) Uani 1 1 d . . . . .
H14 H 0.310536 -0.142861 0.789387 0.032 Uiso 1 1 calc R U . . .
C15 C 0.5913(3) 0.01367(18) 0.80833(8) 0.0279(4) Uani 1 1 d . . . . .
C16 C 0.6417(3) -0.0480(2) 0.73901(10) 0.0446(5) Uani 1 1 d . . . . .
H16A H 0.517804 -0.128453 0.711516 0.067 Uiso 1 1 calc R U . . .
H16B H 0.757080 -0.088891 0.752100 0.067 Uiso 1 1 calc R U . . .
H16C H 0.682883 0.033348 0.708495 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3130(2) 0.14197(17) 0.99180(8) 0.0252(3) Uani 1 1 d . . . . .
H17A H 0.287344 0.062034 1.024686 0.030 Uiso 1 1 calc R U . . .
H17B H 0.176657 0.153712 0.970793 0.030 Uiso 1 1 calc R U . . .
C18 C 0.4553(2) 0.28860(17) 1.03572(8) 0.0219(3) Uani 1 1 d . . . . .
C19 C 0.3729(2) 0.38231(17) 1.07265(8) 0.0262(4) Uani 1 1 d . . . . .
H19 H 0.225968 0.355546 1.069845 0.031 Uiso 1 1 calc R U . . .
C20 C 0.5060(3) 0.51493(18) 1.11356(8) 0.0280(4) Uani 1 1 d . . . . .
H20 H 0.452374 0.580769 1.139283 0.034 Uiso 1 1 calc R U . . .
C21 C 0.7181(3) 0.55007(18) 1.11639(8) 0.0274(4) Uani 1 1 d . . . . .
H21 H 0.814228 0.640026 1.144433 0.033 Uiso 1 1 calc R U . . .
C22 C 0.7870(3) 0.45126(19) 1.07748(8) 0.0297(4) Uani 1 1 d . . . . .
H22 H 0.933240 0.476492 1.079068 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
S1 C4 1.6983(16) . ?
N1 H1 0.8800 . ?
N1 C2 1.3181(18) . ?
N1 C6 1.4564(17) . ?
N2 C7 1.3276(19) . ?
N2 C11 1.348(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.494(2) . ?
C2 C3 1.410(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(2) . ?
C4 C5 1.511(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.503(2) . ?
C7 C8 1.388(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.371(2) . ?
C11 H11 0.9500 . ?
S2 C15 1.6960(17) . ?
N3 H3A 0.8800 . ?
N3 C13 1.3176(19) . ?
N3 C17 1.4558(19) . ?
N4 C18 1.3362(19) . ?
N4 C22 1.340(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.496(2) . ?
C13 C14 1.406(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(2) . ?
C15 C16 1.513(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.506(2) . ?
C18 C19 1.383(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.377(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.377(2) . ?
C22 H22 0.9500 . ?

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
C2 N1 H1 118.2 . . ?
C2 N1 C6 123.60(12) . . ?
C6 N1 H1 118.2 . . ?
C7 N2 C11 116.76(14) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 117.73(13) . . ?
N1 C2 C3 123.19(13) . . ?
C3 C2 C1 119.08(13) . . ?
C2 C3 H3 115.5 . . ?
C4 C3 C2 128.94(14) . . ?
C4 C3 H3 115.5 . . ?
C3 C4 S1 125.98(12) . . ?
C3 C4 C5 117.27(14) . . ?
C5 C4 S1 116.75(12) . . ?
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 . . ?
N1 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
N1 C6 C7 112.28(12) . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
N2 C7 C6 118.36(13) . . ?
N2 C7 C8 122.82(14) . . ?
C8 C7 C6 118.81(13) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.27(15) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.82(15) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.19(16) . . ?
C11 C10 H10 120.9 . . ?
N2 C11 C10 124.14(16) . . ?
N2 C11 H11 117.9 . . ?
C10 C11 H11 117.9 . . ?
C13 N3 H3A 117.8 . . ?
C13 N3 C17 124.45(13) . . ?
C17 N3 H3A 117.8 . . ?
C18 N4 C22 117.05(14) . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
N3 C13 C12 117.23(14) . . ?
N3 C13 C14 123.32(14) . . ?
C14 C13 C12 119.45(14) . . ?
C13 C14 H14 115.7 . . ?
C15 C14 C13 128.57(15) . . ?
C15 C14 H14 115.7 . . ?
C14 C15 S2 125.47(12) . . ?
C14 C15 C16 117.01(15) . . ?
C16 C15 S2 117.52(13) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.4 . . ?
N3 C17 H17B 109.4 . . ?
N3 C17 C18 111.26(12) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
N4 C18 C17 117.18(13) . . ?
N4 C18 C19 122.56(14) . . ?
C19 C18 C17 120.26(14) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.41(15) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 120.6 . . ?
C21 C20 C19 118.71(15) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 H21 120.9 . . ?
C20 C21 C22 118.20(15) . . ?
C22 C21 H21 120.9 . . ?
N4 C22 C21 124.07(15) . . ?
N4 C22 H22 118.0 . . ?
C21 C22 H22 118.0 . . ?

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 C2 C3 C4 0.2(3) . . . . ?
N1 C6 C7 N2 0.72(19) . . . . ?
N1 C6 C7 C8 179.77(13) . . . . ?
N2 C7 C8 C9 0.4(2) . . . . ?
C1 C2 C3 C4 -179.98(15) . . . . ?
C2 N1 C6 C7 -178.99(13) . . . . ?
C2 C3 C4 S1 0.6(2) . . . . ?
C2 C3 C4 C5 -179.62(15) . . . . ?
C6 N1 C2 C1 -0.3(2) . . . . ?
C6 N1 C2 C3 179.58(13) . . . . ?
C6 C7 C8 C9 -178.59(15) . . . . ?
C7 N2 C11 C10 -0.6(3) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 N2 0.6(3) . . . . ?
C11 N2 C7 C6 179.10(15) . . . . ?
C11 N2 C7 C8 0.1(2) . . . . ?
N3 C13 C14 C15 -1.1(3) . . . . ?
N3 C17 C18 N4 -27.07(18) . . . . ?
N3 C17 C18 C19 153.48(14) . . . . ?
N4 C18 C19 C20 -0.5(2) . . . . ?
C12 C13 C14 C15 178.31(15) . . . . ?
C13 N3 C17 C18 -172.53(13) . . . . ?
C13 C14 C15 S2 3.0(3) . . . . ?
C13 C14 C15 C16 -176.54(16) . . . . ?
C17 N3 C13 C12 -1.4(2) . . . . ?
C17 N3 C13 C14 177.98(14) . . . . ?
C17 C18 C19 C20 178.94(14) . . . . ?
C18 N4 C22 C21 0.3(2) . . . . ?
C18 C19 C20 C21 0.0(2) . . . . ?
C19 C20 C21 C22 0.6(2) . . . . ?
C20 C21 C22 N4 -0.8(2) . . . . ?
C22 N4 C18 C17 -179.09(13) . . . . ?
C22 N4 C18 C19 0.3(2) . . . . ?

_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
;
####################################################################### 
# 
# 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_L2CuCNR
_database_code_depnum_ccdc_archive 'CCDC 2177695'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_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         'C24 H29 Cu N2 S'
_chemical_formula_sum            'C24 H29 Cu N2 S'
_chemical_formula_weight         441.09
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3921(2)
_cell_length_b                   72.7477(11)
_cell_length_c                   11.9258(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.714(3)
_cell_angle_gamma                90
_cell_volume                     6854.0(3)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    25796
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.7090
_cell_measurement_theta_min      1.9940
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.058
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -93
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            63787
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.067
_diffrn_reflns_theta_min         1.680
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00 100.00   0.25   65.49    --   10.60  82.00-129.00  468
  2  ω    -46.00  78.00   0.25   65.49    --  -10.90  41.00  45.00  496
  3  ω    -79.00  31.00   0.25   65.49    --   10.60 -57.00 150.00  440
  4  ω    -13.00  94.00   0.25   65.49    --   10.60  77.00-150.00  428
  5  ω    -41.00  33.00   0.25   65.49    --  -10.90  57.00  60.00  296
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10714
_reflns_number_total             13864
_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 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (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         0.579
_refine_diff_density_min         -0.711
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.238
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         13864
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0712
_refine_ls_restrained_S_all      1.238
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0143P)²+22.8997P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1330
_refine_ls_wR_factor_ref         0.1388
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C10(H10), C18(H18), C20(H20), C27(H27), C32(H32), C34(H34),
 C42(H42), C44(H44), C51(H51), C56(H56), C58(H58), C66(H66), C68(H68)
2.b Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C5(H5a,H5b,H5c), C12(H12a,H12b,H12c), C13(H13a,H13b,H13c),
 C14(H14a,H14b,H14c), C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C24(H24a,H24b,
 H24c), C25(H25a,H25b,H25c), C29(H29a,H29b,H29c), C36(H36a,H36b,H36c), C37(H37a,
 H37b,H37c), C38(H38a,H38b,H38c), C46(H46a,H46b,H46c), C47(H47a,H47b,H47c),
 C48(H48a,H48b,H48c), C49(H49a,H49b,H49c), C53(H53a,H53b,H53c), C60(H60a,H60b,
 H60c), C61(H61a,H61b,H61c), C62(H62a,H62b,H62c), C70(H70a,H70b,H70c), C71(H71a,
 H71b,H71c), C72(H72a,H72b,H72c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.14994(7) 0.12568(2) 0.33436(5) 0.02306(14) Uani 1 1 d . . . . .
S1 S -0.08478(16) 0.11109(2) 0.24405(12) 0.0293(3) Uani 1 1 d . . . . .
N1 N 0.2740(5) 0.10829(5) 0.4602(3) 0.0231(8) Uani 1 1 d . . . . .
N2 N 0.3250(5) 0.15954(5) 0.2915(3) 0.0251(9) Uani 1 1 d . . . . .
C1 C 0.3450(7) 0.07944(7) 0.5714(5) 0.0339(12) Uani 1 1 d . . . . .
H1A H 0.450151 0.077136 0.555174 0.051 Uiso 1 1 calc R U . . .
H1B H 0.288459 0.067729 0.573728 0.051 Uiso 1 1 calc R U . . .
H1C H 0.371041 0.085672 0.648418 0.051 Uiso 1 1 calc R U . . .
C2 C 0.2299(6) 0.09144(6) 0.4745(4) 0.0263(11) Uani 1 1 d . . . . .
C3 C 0.0758(6) 0.08305(6) 0.4005(4) 0.0272(11) Uani 1 1 d . . . . .
H3 H 0.062960 0.070655 0.421063 0.033 Uiso 1 1 calc R U . . .
C4 C -0.0556(6) 0.08938(6) 0.3068(4) 0.0271(11) Uani 1 1 d . . . . .
C5 C -0.1985(6) 0.07623(7) 0.2455(5) 0.0320(12) Uani 1 1 d . . . . .
H5A H -0.306423 0.081638 0.243318 0.048 Uiso 1 1 calc R U . . .
H5B H -0.180648 0.064604 0.289547 0.048 Uiso 1 1 calc R U . . .
H5C H -0.200736 0.073939 0.164002 0.048 Uiso 1 1 calc R U . . .
C6 C 0.4330(6) 0.11538(6) 0.5366(4) 0.0234(10) Uani 1 1 d . . . . .
C7 C 0.4396(6) 0.12527(6) 0.6378(4) 0.0269(11) Uani 1 1 d . . . . .
C8 C 0.5957(7) 0.13296(7) 0.7053(5) 0.0352(13) Uani 1 1 d . . . . .
H8 H 0.602772 0.139887 0.774393 0.042 Uiso 1 1 calc R U . . .
C9 C 0.7396(7) 0.13082(7) 0.6749(5) 0.0342(12) Uani 1 1 d . . . . .
C10 C 0.7274(6) 0.12105(7) 0.5738(4) 0.0320(12) Uani 1 1 d . . . . .
H10 H 0.825678 0.119486 0.552234 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5758(6) 0.11341(6) 0.5024(4) 0.0258(11) Uani 1 1 d . . . . .
C12 C 0.2859(7) 0.12777(7) 0.6730(5) 0.0385(13) Uani 1 1 d . . . . .
H12A H 0.193046 0.132624 0.605281 0.058 Uiso 1 1 calc R U . . .
H12B H 0.311452 0.136412 0.739787 0.058 Uiso 1 1 calc R U . . .
H12C H 0.252664 0.115894 0.697103 0.058 Uiso 1 1 calc R U . . .
C13 C 0.9070(7) 0.13889(8) 0.7534(5) 0.0501(16) Uani 1 1 d . . . . .
H13A H 0.976764 0.129172 0.803215 0.075 Uiso 1 1 calc R U . . .
H13B H 0.885805 0.148468 0.804471 0.075 Uiso 1 1 calc R U . . .
H13C H 0.966559 0.144247 0.703297 0.075 Uiso 1 1 calc R U . . .
C14 C 0.5643(7) 0.10350(7) 0.3896(5) 0.0346(12) Uani 1 1 d . . . . .
H14A H 0.536387 0.090560 0.396279 0.052 Uiso 1 1 calc R U . . .
H14B H 0.673209 0.104323 0.376375 0.052 Uiso 1 1 calc R U . . .
H14C H 0.475869 0.109149 0.322400 0.052 Uiso 1 1 calc R U . . .
C15 C 0.2525(6) 0.14697(6) 0.3094(4) 0.0265(11) Uani 1 1 d . . . . .
C16 C 0.4182(6) 0.17458(6) 0.2712(4) 0.0224(10) Uani 1 1 d . . . . .
C17 C 0.3324(6) 0.19071(6) 0.2267(4) 0.0258(11) Uani 1 1 d . . . . .
C18 C 0.4271(6) 0.20513(6) 0.2054(4) 0.0283(11) Uani 1 1 d . . . . .
H18 H 0.372041 0.216364 0.174451 0.034 Uiso 1 1 calc R U . . .
C19 C 0.6002(6) 0.20355(6) 0.2283(4) 0.0260(11) Uani 1 1 d . . . . .
C20 C 0.6779(6) 0.18706(6) 0.2719(4) 0.0250(10) Uani 1 1 d . . . . .
H20 H 0.795921 0.185905 0.286413 0.030 Uiso 1 1 calc R U . . .
C21 C 0.5915(6) 0.17205(6) 0.2957(4) 0.0238(10) Uani 1 1 d . . . . .
C22 C 0.1453(7) 0.19253(7) 0.2007(5) 0.0399(14) Uani 1 1 d . . . . .
H22A H 0.086695 0.182339 0.149591 0.060 Uiso 1 1 calc R U . . .
H22B H 0.105985 0.204218 0.159867 0.060 Uiso 1 1 calc R U . . .
H22C H 0.121135 0.192217 0.275479 0.060 Uiso 1 1 calc R U . . .
C23 C 0.6995(7) 0.21963(6) 0.2059(5) 0.0353(13) Uani 1 1 d . . . . .
H23A H 0.820243 0.216533 0.233077 0.053 Uiso 1 1 calc R U . . .
H23B H 0.681797 0.230411 0.249504 0.053 Uiso 1 1 calc R U . . .
H23C H 0.660961 0.222374 0.120407 0.053 Uiso 1 1 calc R U . . .
C24 C 0.6781(7) 0.15431(6) 0.3437(5) 0.0326(12) Uani 1 1 d . . . . .
H24A H 0.662336 0.151515 0.419687 0.049 Uiso 1 1 calc R U . . .
H24B H 0.799237 0.155391 0.356144 0.049 Uiso 1 1 calc R U . . .
H24C H 0.629294 0.144407 0.286753 0.049 Uiso 1 1 calc R U . . .
Cu2 Cu 0.80751(7) 0.28552(2) 0.38630(5) 0.02395(14) Uani 1 1 d . . . . .
S2 S 1.02296(16) 0.26733(2) 0.45005(11) 0.0271(3) Uani 1 1 d . . . . .
N3 N 0.7174(5) 0.28075(5) 0.2130(3) 0.0206(8) Uani 1 1 d . . . . .
N4 N 0.6128(5) 0.31546(5) 0.4541(3) 0.0278(9) Uani 1 1 d . . . . .
C25 C 0.7040(7) 0.26834(8) 0.0204(4) 0.0383(13) Uani 1 1 d . . . . .
H25A H 0.616196 0.277745 -0.009030 0.057 Uiso 1 1 calc R U . . .
H25B H 0.653416 0.256121 -0.000151 0.057 Uiso 1 1 calc R U . . .
H25C H 0.791265 0.270106 -0.016320 0.057 Uiso 1 1 calc R U . . .
C26 C 0.7829(6) 0.26995(6) 0.1537(4) 0.0241(10) Uani 1 1 d . . . . .
C27 C 0.9297(6) 0.25864(6) 0.2081(4) 0.0249(10) Uani 1 1 d . . . . .
H27 H 0.962925 0.251527 0.152913 0.030 Uiso 1 1 calc R U . . .
C28 C 1.0299(6) 0.25624(6) 0.3236(4) 0.0222(10) Uani 1 1 d . . . . .
C29 C 1.1667(7) 0.24179(7) 0.3503(5) 0.0340(12) Uani 1 1 d . . . . .
H29A H 1.141920 0.231999 0.398409 0.051 Uiso 1 1 calc R U . . .
H29B H 1.276188 0.247379 0.394306 0.051 Uiso 1 1 calc R U . . .
H29C H 1.170700 0.236608 0.275421 0.051 Uiso 1 1 calc R U . . .
C30 C 0.5664(6) 0.29095(6) 0.1543(4) 0.0211(10) Uani 1 1 d . . . . .
C31 C 0.5800(6) 0.30893(6) 0.1188(4) 0.0267(11) Uani 1 1 d . . . . .
C32 C 0.4353(6) 0.31961(6) 0.0761(4) 0.0276(11) Uani 1 1 d . . . . .
H32 H 0.444783 0.331914 0.052440 0.033 Uiso 1 1 calc R U . . .
C33 C 0.2758(6) 0.31277(7) 0.0668(4) 0.0286(11) Uani 1 1 d . . . . .
C34 C 0.2668(6) 0.29477(7) 0.1002(4) 0.0272(11) Uani 1 1 d . . . . .
H34 H 0.158892 0.289763 0.092005 0.033 Uiso 1 1 calc R U . . .
C35 C 0.4093(6) 0.28356(6) 0.1457(4) 0.0256(10) Uani 1 1 d . . . . .
C36 C 0.7506(7) 0.31684(7) 0.1282(6) 0.0426(14) Uani 1 1 d . . . . .
H36A H 0.798756 0.309792 0.077317 0.064 Uiso 1 1 calc R U . . .
H36B H 0.826608 0.316153 0.211055 0.064 Uiso 1 1 calc R U . . .
H36C H 0.736977 0.329707 0.102337 0.064 Uiso 1 1 calc R U . . .
C37 C 0.1205(7) 0.32473(7) 0.0253(5) 0.0390(13) Uani 1 1 d . . . . .
H37A H 0.023869 0.317424 -0.023540 0.059 Uiso 1 1 calc R U . . .
H37B H 0.140005 0.334927 -0.022209 0.059 Uiso 1 1 calc R U . . .
H37C H 0.096573 0.329618 0.094487 0.059 Uiso 1 1 calc R U . . .
C38 C 0.3954(7) 0.26425(7) 0.1858(5) 0.0426(14) Uani 1 1 d . . . . .
H38A H 0.449470 0.255790 0.145602 0.064 Uiso 1 1 calc R U . . .
H38B H 0.275748 0.260969 0.165729 0.064 Uiso 1 1 calc R U . . .
H38C H 0.451922 0.263376 0.272134 0.064 Uiso 1 1 calc R U . . .
C39 C 0.6928(6) 0.30364(7) 0.4349(4) 0.0290(11) Uani 1 1 d . . . . .
C40 C 0.5227(6) 0.33041(6) 0.4761(4) 0.0231(10) Uani 1 1 d . . . . .
C41 C 0.6086(6) 0.34645(6) 0.5223(4) 0.0262(11) Uani 1 1 d . . . . .
C42 C 0.5168(6) 0.36126(6) 0.5422(4) 0.0274(11) Uani 1 1 d . . . . .
H42 H 0.573620 0.372443 0.572384 0.033 Uiso 1 1 calc R U . . .
C43 C 0.3436(6) 0.35997(6) 0.5185(4) 0.0269(11) Uani 1 1 d . . . . .
C44 C 0.2619(6) 0.34345(6) 0.4737(4) 0.0254(10) Uani 1 1 d . . . . .
H44 H 0.143633 0.342462 0.458496 0.030 Uiso 1 1 calc R U . . .
C45 C 0.3483(6) 0.32842(6) 0.4506(4) 0.0237(10) Uani 1 1 d . . . . .
C46 C 0.7976(7) 0.34781(8) 0.5518(5) 0.0414(14) Uani 1 1 d . . . . .
H46A H 0.829311 0.342395 0.487137 0.062 Uiso 1 1 calc R U . . .
H46B H 0.854598 0.341167 0.626069 0.062 Uiso 1 1 calc R U . . .
H46C H 0.831698 0.360761 0.561549 0.062 Uiso 1 1 calc R U . . .
C47 C 0.2467(7) 0.37604(7) 0.5408(5) 0.0382(13) Uani 1 1 d . . . . .
H47A H 0.140913 0.371711 0.549505 0.057 Uiso 1 1 calc R U . . .
H47B H 0.221042 0.384596 0.473595 0.057 Uiso 1 1 calc R U . . .
H47C H 0.314881 0.382321 0.613981 0.057 Uiso 1 1 calc R U . . .
C48 C 0.2572(7) 0.31099(7) 0.3980(5) 0.0355(12) Uani 1 1 d . . . . .
H48A H 0.138459 0.311886 0.392921 0.053 Uiso 1 1 calc R U . . .
H48B H 0.310624 0.300558 0.448787 0.053 Uiso 1 1 calc R U . . .
H48C H 0.263241 0.309176 0.318132 0.053 Uiso 1 1 calc R U . . .
Cu3 Cu 0.27038(8) 0.54006(2) 0.69047(6) 0.03101(16) Uani 1 1 d . . . . .
S3 S 0.39287(18) 0.55972(2) 0.60866(13) 0.0364(3) Uani 1 1 d . . . . .
N5 N 0.1233(5) 0.55484(5) 0.7510(4) 0.0298(10) Uani 1 1 d . . . . .
N6 N 0.2601(5) 0.49905(5) 0.6893(4) 0.0314(10) Uani 1 1 d . . . . .
C49 C -0.0237(8) 0.58251(7) 0.7824(6) 0.0486(16) Uani 1 1 d . . . . .
H49A H 0.011666 0.581157 0.869158 0.073 Uiso 1 1 calc R U . . .
H49B H -0.136601 0.577176 0.745812 0.073 Uiso 1 1 calc R U . . .
H49C H -0.026701 0.595584 0.761990 0.073 Uiso 1 1 calc R U . . .
C50 C 0.1017(7) 0.57259(7) 0.7363(4) 0.0324(12) Uani 1 1 d . . . . .
C51 C 0.1894(7) 0.58411(7) 0.6779(5) 0.0354(13) Uani 1 1 d . . . . .
H51 H 0.158213 0.596707 0.674250 0.043 Uiso 1 1 calc R U . . .
C52 C 0.3085(7) 0.58037(7) 0.6271(4) 0.0303(11) Uani 1 1 d . . . . .
C53 C 0.3792(8) 0.59660(7) 0.5792(5) 0.0403(14) Uani 1 1 d . . . . .
H53A H 0.343156 0.608070 0.606453 0.060 Uiso 1 1 calc R U . . .
H53B H 0.337093 0.596256 0.491888 0.060 Uiso 1 1 calc R U . . .
H53C H 0.503134 0.595957 0.608148 0.060 Uiso 1 1 calc R U . . .
C54 C 0.0343(7) 0.54513(6) 0.8175(4) 0.0286(11) Uani 1 1 d . . . . .
C55 C 0.1149(7) 0.54311(6) 0.9402(5) 0.0330(12) Uani 1 1 d . . . . .
C56 C 0.0312(7) 0.53326(7) 1.0048(5) 0.0354(13) Uani 1 1 d . . . . .
H56 H 0.085364 0.531570 1.087975 0.043 Uiso 1 1 calc R U . . .
C57 C -0.1281(7) 0.52596(7) 0.9504(5) 0.0360(13) Uani 1 1 d . . . . .
C58 C -0.2013(7) 0.52783(7) 0.8284(5) 0.0342(12) Uani 1 1 d . . . . .
H58 H -0.309290 0.522505 0.789759 0.041 Uiso 1 1 calc R U . . .
C59 C -0.1216(7) 0.53728(7) 0.7602(4) 0.0303(11) Uani 1 1 d . . . . .
C60 C 0.2890(8) 0.55093(8) 1.0009(5) 0.0472(15) Uani 1 1 d . . . . .
H60A H 0.286025 0.564291 0.989810 0.071 Uiso 1 1 calc R U . . .
H60B H 0.368614 0.545491 0.966258 0.071 Uiso 1 1 calc R U . . .
H60C H 0.325599 0.548103 1.086206 0.071 Uiso 1 1 calc R U . . .
C61 C -0.2177(8) 0.51582(8) 1.0225(5) 0.0503(16) Uani 1 1 d . . . . .
H61A H -0.334247 0.513122 0.972104 0.076 Uiso 1 1 calc R U . . .
H61B H -0.218805 0.523478 1.089884 0.076 Uiso 1 1 calc R U . . .
H61C H -0.158039 0.504294 1.052425 0.076 Uiso 1 1 calc R U . . .
C62 C -0.2051(7) 0.53878(8) 0.6282(5) 0.0410(14) Uani 1 1 d . . . . .
H62A H -0.126849 0.534546 0.588449 0.062 Uiso 1 1 calc R U . . .
H62B H -0.235907 0.551616 0.606654 0.062 Uiso 1 1 calc R U . . .
H62C H -0.307342 0.531145 0.602881 0.062 Uiso 1 1 calc R U . . .
C63 C 0.2712(7) 0.51486(7) 0.6967(5) 0.0327(12) Uani 1 1 d . . . . .
C64 C 0.2412(6) 0.47999(6) 0.6738(4) 0.0262(11) Uani 1 1 d . . . . .
C65 C 0.3848(6) 0.46959(7) 0.6861(4) 0.0292(11) Uani 1 1 d . . . . .
C66 C 0.3634(7) 0.45084(7) 0.6695(5) 0.0335(12) Uani 1 1 d . . . . .
H66 H 0.459973 0.443363 0.679256 0.040 Uiso 1 1 calc R U . . .
C67 C 0.2058(7) 0.44259(7) 0.6392(4) 0.0342(12) Uani 1 1 d . . . . .
C68 C 0.0666(7) 0.45376(7) 0.6274(4) 0.0344(12) Uani 1 1 d . . . . .
H68 H -0.042166 0.448259 0.606724 0.041 Uiso 1 1 calc R U . . .
C69 C 0.0804(7) 0.47254(7) 0.6444(4) 0.0305(11) Uani 1 1 d . . . . .
C70 C 0.5553(7) 0.47867(8) 0.7132(6) 0.0482(15) Uani 1 1 d . . . . .
H70A H 0.589121 0.484269 0.792543 0.072 Uiso 1 1 calc R U . . .
H70B H 0.548265 0.488191 0.653607 0.072 Uiso 1 1 calc R U . . .
H70C H 0.639320 0.469440 0.711084 0.072 Uiso 1 1 calc R U . . .
C71 C 0.1872(8) 0.42236(7) 0.6163(5) 0.0485(15) Uani 1 1 d . . . . .
H71A H 0.187472 0.416012 0.688827 0.073 Uiso 1 1 calc R U . . .
H71B H 0.281622 0.417896 0.592916 0.073 Uiso 1 1 calc R U . . .
H71C H 0.080183 0.419916 0.552056 0.073 Uiso 1 1 calc R U . . .
C72 C -0.0719(7) 0.48459(8) 0.6284(5) 0.0455(15) Uani 1 1 d . . . . .
H72A H -0.067727 0.489497 0.705857 0.068 Uiso 1 1 calc R U . . .
H72B H -0.175329 0.477325 0.594215 0.068 Uiso 1 1 calc R U . . .
H72C H -0.071573 0.494778 0.574701 0.068 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 2.1758(13) . ?
Cu1 N1 1.970(4) . ?
Cu1 C15 1.844(5) . ?
S1 C4 1.730(5) . ?
N1 C2 1.308(6) . ?
N1 C6 1.434(6) . ?
N2 C15 1.157(6) . ?
N2 C16 1.413(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.510(7) . ?
C2 C3 1.433(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.358(7) . ?
C4 C5 1.515(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.390(6) . ?
C6 C11 1.398(6) . ?
C7 C8 1.402(7) . ?
C7 C12 1.496(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.382(7) . ?
C9 C10 1.373(7) . ?
C9 C13 1.520(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(7) . ?
C11 C14 1.500(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16 C17 1.385(6) . ?
C16 C21 1.396(7) . ?
C17 C18 1.390(6) . ?
C17 C22 1.500(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(7) . ?
C19 C20 1.380(6) . ?
C19 C23 1.512(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(6) . ?
C21 C24 1.497(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
Cu2 S2 2.1611(13) . ?
Cu2 N3 1.977(4) . ?
Cu2 C39 1.837(5) . ?
S2 C28 1.729(5) . ?
N3 C26 1.297(6) . ?
N3 C30 1.431(6) . ?
N4 C39 1.161(6) . ?
N4 C40 1.398(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C25 C26 1.507(6) . ?
C26 C27 1.441(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.361(6) . ?
C28 C29 1.509(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.392(6) . ?
C30 C35 1.395(6) . ?
C31 C32 1.386(7) . ?
C31 C36 1.511(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.397(7) . ?
C33 C34 1.378(7) . ?
C33 C37 1.505(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.397(7) . ?
C35 C38 1.501(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C40 C41 1.384(6) . ?
C40 C45 1.399(7) . ?
C41 C42 1.391(6) . ?
C41 C46 1.507(7) . ?
C42 H42 0.9500 . ?
C42 C43 1.388(7) . ?
C43 C44 1.397(7) . ?
C43 C47 1.498(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.390(6) . ?
C45 C48 1.504(6) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
Cu3 S3 2.1750(15) . ?
Cu3 N5 1.950(4) . ?
Cu3 C63 1.835(5) . ?
S3 C52 1.706(5) . ?
N5 C50 1.307(6) . ?
N5 C54 1.445(6) . ?
N6 C63 1.155(6) . ?
N6 C64 1.401(6) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C49 C50 1.523(7) . ?
C50 C51 1.441(7) . ?
C51 H51 0.9500 . ?
C51 C52 1.359(7) . ?
C52 C53 1.518(7) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C55 1.397(7) . ?
C54 C59 1.379(7) . ?
C55 C56 1.402(7) . ?
C55 C60 1.506(8) . ?
C56 H56 0.9500 . ?
C56 C57 1.380(8) . ?
C57 C58 1.381(7) . ?
C57 C61 1.512(7) . ?
C58 H58 0.9500 . ?
C58 C59 1.396(7) . ?
C59 C62 1.496(7) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C64 C65 1.387(7) . ?
C64 C69 1.385(7) . ?
C65 C66 1.381(7) . ?
C65 C70 1.509(7) . ?
C66 H66 0.9500 . ?
C66 C67 1.385(7) . ?
C67 C68 1.391(7) . ?
C67 C71 1.495(7) . ?
C68 H68 0.9500 . ?
C68 C69 1.380(7) . ?
C69 C72 1.508(7) . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?

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
N1 Cu1 S1 102.79(12) . . ?
C15 Cu1 S1 136.35(15) . . ?
C15 Cu1 N1 120.44(19) . . ?
C4 S1 Cu1 104.99(18) . . ?
C2 N1 Cu1 126.9(3) . . ?
C2 N1 C6 119.8(4) . . ?
C6 N1 Cu1 113.1(3) . . ?
C15 N2 C16 178.2(5) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.4(4) . . ?
N1 C2 C3 123.7(4) . . ?
C3 C2 C1 115.9(4) . . ?
C2 C3 H3 113.8 . . ?
C4 C3 C2 132.5(4) . . ?
C4 C3 H3 113.8 . . ?
C3 C4 S1 128.5(4) . . ?
C3 C4 C5 118.3(4) . . ?
C5 C4 S1 113.2(4) . . ?
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 . . ?
C7 C6 N1 119.6(4) . . ?
C7 C6 C11 121.3(4) . . ?
C11 C6 N1 118.9(4) . . ?
C6 C7 C8 117.5(5) . . ?
C6 C7 C12 121.4(4) . . ?
C8 C7 C12 121.1(5) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 C7 122.3(5) . . ?
C9 C8 H8 118.9 . . ?
C8 C9 C13 120.2(5) . . ?
C10 C9 C8 118.4(5) . . ?
C10 C9 C13 121.4(5) . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.9(5) . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C14 120.6(4) . . ?
C10 C11 C6 118.6(4) . . ?
C10 C11 C14 120.8(5) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 Cu1 175.1(4) . . ?
C17 C16 N2 118.4(4) . . ?
C17 C16 C21 124.2(4) . . ?
C21 C16 N2 117.4(4) . . ?
C16 C17 C18 117.0(4) . . ?
C16 C17 C22 121.8(4) . . ?
C18 C17 C22 121.2(4) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.7(4) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 C23 120.2(4) . . ?
C20 C19 C18 118.4(4) . . ?
C20 C19 C23 121.4(5) . . ?
C19 C20 H20 118.5 . . ?
C19 C20 C21 123.1(5) . . ?
C21 C20 H20 118.5 . . ?
C16 C21 C24 122.0(4) . . ?
C20 C21 C16 115.6(4) . . ?
C20 C21 C24 122.4(4) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 Cu2 S2 103.87(11) . . ?
C39 Cu2 S2 142.51(16) . . ?
C39 Cu2 N3 113.54(19) . . ?
C28 S2 Cu2 104.43(16) . . ?
C26 N3 Cu2 126.4(3) . . ?
C26 N3 C30 121.1(4) . . ?
C30 N3 Cu2 112.5(3) . . ?
C39 N4 C40 176.8(5) . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
N3 C26 C25 120.4(4) . . ?
N3 C26 C27 123.8(4) . . ?
C27 C26 C25 115.8(4) . . ?
C26 C27 H27 113.9 . . ?
C28 C27 C26 132.2(4) . . ?
C28 C27 H27 113.9 . . ?
C27 C28 S2 129.2(4) . . ?
C27 C28 C29 118.0(4) . . ?
C29 C28 S2 112.8(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 N3 119.1(4) . . ?
C31 C30 C35 120.8(4) . . ?
C35 C30 N3 119.7(4) . . ?
C30 C31 C36 120.5(4) . . ?
C32 C31 C30 119.1(4) . . ?
C32 C31 C36 120.3(4) . . ?
C31 C32 H32 119.1 . . ?
C31 C32 C33 121.8(4) . . ?
C33 C32 H32 119.1 . . ?
C32 C33 C37 121.3(5) . . ?
C34 C33 C32 117.4(4) . . ?
C34 C33 C37 121.3(5) . . ?
C33 C34 H34 118.5 . . ?
C33 C34 C35 122.9(5) . . ?
C35 C34 H34 118.5 . . ?
C30 C35 C34 117.9(4) . . ?
C30 C35 C38 120.7(4) . . ?
C34 C35 C38 121.4(4) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N4 C39 Cu2 173.4(4) . . ?
N4 C40 C45 118.1(4) . . ?
C41 C40 N4 119.2(4) . . ?
C41 C40 C45 122.7(4) . . ?
C40 C41 C42 118.5(5) . . ?
C40 C41 C46 120.9(4) . . ?
C42 C41 C46 120.6(4) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 C41 121.0(4) . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C44 118.8(4) . . ?
C42 C43 C47 120.3(5) . . ?
C44 C43 C47 120.9(5) . . ?
C43 C44 H44 118.9 . . ?
C45 C44 C43 122.1(5) . . ?
C45 C44 H44 118.9 . . ?
C40 C45 C48 121.7(4) . . ?
C44 C45 C40 116.9(4) . . ?
C44 C45 C48 121.4(5) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N5 Cu3 S3 104.90(12) . . ?
C63 Cu3 S3 132.80(17) . . ?
C63 Cu3 N5 122.0(2) . . ?
C52 S3 Cu3 103.98(19) . . ?
C50 N5 Cu3 124.9(3) . . ?
C50 N5 C54 118.8(4) . . ?
C54 N5 Cu3 116.3(3) . . ?
C63 N6 C64 176.9(5) . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C50 C49 H49A 109.5 . . ?
C50 C49 H49B 109.5 . . ?
C50 C49 H49C 109.5 . . ?
N5 C50 C49 120.1(5) . . ?
N5 C50 C51 124.6(5) . . ?
C51 C50 C49 115.3(4) . . ?
C50 C51 H51 113.9 . . ?
C52 C51 C50 132.2(5) . . ?
C52 C51 H51 113.9 . . ?
C51 C52 S3 129.3(4) . . ?
C51 C52 C53 116.9(5) . . ?
C53 C52 S3 113.8(4) . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C55 C54 N5 118.0(5) . . ?
C59 C54 N5 120.7(4) . . ?
C59 C54 C55 121.3(5) . . ?
C54 C55 C56 118.2(5) . . ?
C54 C55 C60 120.8(5) . . ?
C56 C55 C60 120.9(5) . . ?
C55 C56 H56 119.2 . . ?
C57 C56 C55 121.6(5) . . ?
C57 C56 H56 119.2 . . ?
C56 C57 C58 118.2(5) . . ?
C56 C57 C61 120.6(5) . . ?
C58 C57 C61 121.2(5) . . ?
C57 C58 H58 118.9 . . ?
C57 C58 C59 122.1(5) . . ?
C59 C58 H58 118.9 . . ?
C54 C59 C58 118.4(5) . . ?
C54 C59 C62 121.4(5) . . ?
C58 C59 C62 120.2(5) . . ?
C55 C60 H60A 109.5 . . ?
C55 C60 H60B 109.5 . . ?
C55 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C57 C61 H61A 109.5 . . ?
C57 C61 H61B 109.5 . . ?
C57 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C59 C62 H62A 109.5 . . ?
C59 C62 H62B 109.5 . . ?
C59 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
N6 C63 Cu3 173.2(5) . . ?
C65 C64 N6 118.1(4) . . ?
C69 C64 N6 118.5(4) . . ?
C69 C64 C65 123.4(4) . . ?
C64 C65 C70 120.7(4) . . ?
C66 C65 C64 117.2(5) . . ?
C66 C65 C70 122.0(5) . . ?
C65 C66 H66 118.9 . . ?
C65 C66 C67 122.1(5) . . ?
C67 C66 H66 118.9 . . ?
C66 C67 C68 118.0(5) . . ?
C66 C67 C71 120.4(5) . . ?
C68 C67 C71 121.6(5) . . ?
C67 C68 H68 118.7 . . ?
C69 C68 C67 122.5(5) . . ?
C69 C68 H68 118.7 . . ?
C64 C69 C72 121.1(5) . . ?
C68 C69 C64 116.8(5) . . ?
C68 C69 C72 122.1(5) . . ?
C65 C70 H70A 109.5 . . ?
C65 C70 H70B 109.5 . . ?
C65 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C67 C71 H71A 109.5 . . ?
C67 C71 H71B 109.5 . . ?
C67 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C69 C72 H72A 109.5 . . ?
C69 C72 H72B 109.5 . . ?
C69 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 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 S1 C4 C3 6.4(5) . . . . ?
Cu1 S1 C4 C5 -173.3(3) . . . . ?
Cu1 N1 C2 C1 176.2(3) . . . . ?
Cu1 N1 C2 C3 -2.6(7) . . . . ?
Cu1 N1 C6 C7 89.3(4) . . . . ?
Cu1 N1 C6 C11 -85.6(4) . . . . ?
N1 C2 C3 C4 -1.3(9) . . . . ?
N1 C6 C7 C8 -175.8(4) . . . . ?
N1 C6 C7 C12 3.7(7) . . . . ?
N1 C6 C11 C10 177.0(4) . . . . ?
N1 C6 C11 C14 -2.0(6) . . . . ?
N2 C16 C17 C18 -178.7(4) . . . . ?
N2 C16 C17 C22 0.3(7) . . . . ?
N2 C16 C21 C20 178.6(4) . . . . ?
N2 C16 C21 C24 -1.1(6) . . . . ?
C1 C2 C3 C4 179.9(5) . . . . ?
C2 N1 C6 C7 -94.3(5) . . . . ?
C2 N1 C6 C11 90.7(5) . . . . ?
C2 C3 C4 S1 -1.8(8) . . . . ?
C2 C3 C4 C5 177.9(5) . . . . ?
C6 N1 C2 C1 0.4(7) . . . . ?
C6 N1 C2 C3 -178.4(4) . . . . ?
C6 C7 C8 C9 -0.6(7) . . . . ?
C7 C6 C11 C10 2.2(7) . . . . ?
C7 C6 C11 C14 -176.9(4) . . . . ?
C7 C8 C9 C10 1.1(7) . . . . ?
C7 C8 C9 C13 -178.0(5) . . . . ?
C8 C9 C10 C11 0.1(7) . . . . ?
C9 C10 C11 C6 -1.7(7) . . . . ?
C9 C10 C11 C14 177.4(5) . . . . ?
C11 C6 C7 C8 -1.0(7) . . . . ?
C11 C6 C7 C12 178.5(4) . . . . ?
C12 C7 C8 C9 179.8(5) . . . . ?
C13 C9 C10 C11 179.1(5) . . . . ?
C16 C17 C18 C19 -0.4(7) . . . . ?
C17 C16 C21 C20 -0.3(7) . . . . ?
C17 C16 C21 C24 -180.0(4) . . . . ?
C17 C18 C19 C20 0.8(7) . . . . ?
C17 C18 C19 C23 -179.1(5) . . . . ?
C18 C19 C20 C21 -1.0(7) . . . . ?
C19 C20 C21 C16 0.7(7) . . . . ?
C19 C20 C21 C24 -179.6(4) . . . . ?
C21 C16 C17 C18 0.1(7) . . . . ?
C21 C16 C17 C22 179.2(5) . . . . ?
C22 C17 C18 C19 -179.5(5) . . . . ?
C23 C19 C20 C21 178.9(4) . . . . ?
Cu2 S2 C28 C27 2.8(5) . . . . ?
Cu2 S2 C28 C29 -176.2(3) . . . . ?
Cu2 N3 C26 C25 -177.1(3) . . . . ?
Cu2 N3 C26 C27 4.0(6) . . . . ?
Cu2 N3 C30 C31 84.6(4) . . . . ?
Cu2 N3 C30 C35 -88.2(4) . . . . ?
N3 C26 C27 C28 0.3(8) . . . . ?
N3 C30 C31 C32 -171.8(4) . . . . ?
N3 C30 C31 C36 7.4(7) . . . . ?
N3 C30 C35 C34 172.7(4) . . . . ?
N3 C30 C35 C38 -6.4(7) . . . . ?
N4 C40 C41 C42 179.2(4) . . . . ?
N4 C40 C41 C46 -1.5(7) . . . . ?
N4 C40 C45 C44 179.7(4) . . . . ?
N4 C40 C45 C48 -1.6(7) . . . . ?
C25 C26 C27 C28 -178.6(5) . . . . ?
C26 N3 C30 C31 -94.6(5) . . . . ?
C26 N3 C30 C35 92.6(5) . . . . ?
C26 C27 C28 S2 -4.3(8) . . . . ?
C26 C27 C28 C29 174.6(5) . . . . ?
C30 N3 C26 C25 1.9(7) . . . . ?
C30 N3 C26 C27 -176.9(4) . . . . ?
C30 C31 C32 C33 -0.5(7) . . . . ?
C31 C30 C35 C34 0.0(7) . . . . ?
C31 C30 C35 C38 -179.1(5) . . . . ?
C31 C32 C33 C34 -1.0(7) . . . . ?
C31 C32 C33 C37 177.3(5) . . . . ?
C32 C33 C34 C35 2.1(7) . . . . ?
C33 C34 C35 C30 -1.6(7) . . . . ?
C33 C34 C35 C38 177.5(5) . . . . ?
C35 C30 C31 C32 1.0(7) . . . . ?
C35 C30 C31 C36 -179.8(5) . . . . ?
C36 C31 C32 C33 -179.7(5) . . . . ?
C37 C33 C34 C35 -176.2(5) . . . . ?
C40 C41 C42 C43 1.2(7) . . . . ?
C41 C40 C45 C44 0.1(7) . . . . ?
C41 C40 C45 C48 178.7(4) . . . . ?
C41 C42 C43 C44 -0.2(7) . . . . ?
C41 C42 C43 C47 179.8(4) . . . . ?
C42 C43 C44 C45 -0.9(7) . . . . ?
C43 C44 C45 C40 1.0(7) . . . . ?
C43 C44 C45 C48 -177.7(4) . . . . ?
C45 C40 C41 C42 -1.2(7) . . . . ?
C45 C40 C41 C46 178.2(5) . . . . ?
C46 C41 C42 C43 -178.1(5) . . . . ?
C47 C43 C44 C45 179.1(4) . . . . ?
Cu3 S3 C52 C51 -1.4(5) . . . . ?
Cu3 S3 C52 C53 178.4(3) . . . . ?
Cu3 N5 C50 C49 176.9(4) . . . . ?
Cu3 N5 C50 C51 -3.1(8) . . . . ?
Cu3 N5 C54 C55 88.5(5) . . . . ?
Cu3 N5 C54 C59 -88.2(5) . . . . ?
N5 C50 C51 C52 -0.5(10) . . . . ?
N5 C54 C55 C56 -178.3(4) . . . . ?
N5 C54 C55 C60 0.3(7) . . . . ?
N5 C54 C59 C58 179.1(4) . . . . ?
N5 C54 C59 C62 -1.0(7) . . . . ?
N6 C64 C65 C66 -179.5(4) . . . . ?
N6 C64 C65 C70 -1.1(7) . . . . ?
N6 C64 C69 C68 178.6(4) . . . . ?
N6 C64 C69 C72 0.4(7) . . . . ?
C49 C50 C51 C52 179.6(6) . . . . ?
C50 N5 C54 C55 -91.0(6) . . . . ?
C50 N5 C54 C59 92.3(6) . . . . ?
C50 C51 C52 S3 3.1(9) . . . . ?
C50 C51 C52 C53 -176.8(6) . . . . ?
C54 N5 C50 C49 -3.7(8) . . . . ?
C54 N5 C50 C51 176.4(5) . . . . ?
C54 C55 C56 C57 -1.2(8) . . . . ?
C55 C54 C59 C58 2.6(7) . . . . ?
C55 C54 C59 C62 -177.5(5) . . . . ?
C55 C56 C57 C58 3.0(8) . . . . ?
C55 C56 C57 C61 -178.4(5) . . . . ?
C56 C57 C58 C59 -2.0(8) . . . . ?
C57 C58 C59 C54 -0.7(8) . . . . ?
C57 C58 C59 C62 179.4(5) . . . . ?
C59 C54 C55 C56 -1.7(7) . . . . ?
C59 C54 C55 C60 176.9(5) . . . . ?
C60 C55 C56 C57 -179.8(5) . . . . ?
C61 C57 C58 C59 179.4(5) . . . . ?
C64 C65 C66 C67 1.4(7) . . . . ?
C65 C64 C69 C68 0.2(7) . . . . ?
C65 C64 C69 C72 -178.0(5) . . . . ?
C65 C66 C67 C68 -1.0(8) . . . . ?
C65 C66 C67 C71 177.0(5) . . . . ?
C66 C67 C68 C69 0.1(7) . . . . ?
C67 C68 C69 C64 0.3(7) . . . . ?
C67 C68 C69 C72 178.5(5) . . . . ?
C69 C64 C65 C66 -1.0(7) . . . . ?
C69 C64 C65 C70 177.4(5) . . . . ?
C70 C65 C66 C67 -176.9(5) . . . . ?
C71 C67 C68 C69 -177.9(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
;

####################################################################### 
# 
# 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_[L1Cu]3
_database_code_depnum_ccdc_archive 'CCDC 2177697'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2022-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C51 H72 Cu3 N3 S3'
_chemical_formula_sum            'C51 H72 Cu3 N3 S3'
_chemical_formula_weight         1013.91
_chemical_absolute_configuration ?
_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'
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                   15.3411(3)
_cell_length_b                   16.6809(3)
_cell_length_c                   19.9753(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5111.75(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18971
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.8410
_cell_measurement_theta_min      2.0330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_unetI/netI     0.0742
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            31252
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.674
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_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     -5.00  21.00   0.50    8.58    --   10.60 -23.00  32.00   52
  2  ω    -35.00 -10.00   0.50    8.58    --  -10.90  23.00-163.00   50
  3  ω     67.00  93.00   0.50    8.58    --   10.60  77.00 -60.00   52
  4  ω     10.00  36.00   0.50    8.58    --   10.60 -77.00 -60.00   52
  5  ω    -59.00 -33.00   0.50    8.58    --   10.60 -77.00 -60.00   52
  6  ω     11.00 100.00   0.50    8.58    --   10.60  77.00  90.00  178
  7  ω     -7.00  44.00   0.50    8.58    --   10.60  77.00 -30.00  102
  8  ω    -41.00  73.00   0.50    8.58    --  -10.90  57.00 -30.00  228
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                7912
_reflns_number_total             8912
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_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         0.736
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         8912
_refine_ls_number_restraints     2010
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.025
_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)+(0.0088P)²+20.5856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1133
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.95(2)
 0.05(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
N1 \\sim N2 \\sim N3 \\sim S1 \\sim S2 \\sim S3 \\sim Cu1 \\sim Cu2 \\sim Cu3
\\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim
C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim
C17 \\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim
C25 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim
C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim
C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim
C49 \\sim C50 \\sim C51: within 3.8A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 3.8A
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq,
Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq,
Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25) \\sim Ueq,
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C32) \\sim Ueq,
Uanis(C33) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C36)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C39) \\sim Ueq,
Uanis(C40) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C43)
\\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C46) \\sim Ueq,
Uanis(C47) \\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C49) \\sim Ueq, Uanis(C50)
\\sim Ueq, Uanis(C51) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C29(H29), C32(H32), C46(H46), C49(H49)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C20(H20), C25(H25), C26(H26), C27(H27),
 C37(H37), C42(H42), C43(H43), C44(H44)
4.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C22(H22A,H22B,
 H22C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C), C35(H35A,H35B,H35C), C39(H39A,H39B,H39C), C47(H47A,H47B,H47C),
 C48(H48A,H48B,H48C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.52809(7) 0.35919(6) 0.61078(5) 0.0223(3) Uani 1 1 d . U . . .
Cu2 Cu 0.69255(7) 0.45781(6) 0.50609(5) 0.0217(2) Uani 1 1 d . U . . .
Cu3 Cu 0.50600(6) 0.32645(6) 0.44809(5) 0.0193(2) Uani 1 1 d . U . . .
S1 S 0.65499(14) 0.42241(13) 0.60798(11) 0.0243(5) Uani 1 1 d . U . . .
S2 S 0.63157(14) 0.38230(13) 0.42792(10) 0.0211(5) Uani 1 1 d . U . . .
S3 S 0.50011(14) 0.25842(12) 0.54305(10) 0.0209(4) Uani 1 1 d . U . . .
N1 N 0.4688(6) 0.4126(4) 0.6856(4) 0.0367(15) Uani 1 1 d . U . . .
N2 N 0.7626(4) 0.5320(4) 0.4540(3) 0.0235(13) Uani 1 1 d . U . . .
N3 N 0.3877(5) 0.3205(4) 0.4122(3) 0.0242(14) Uani 1 1 d . U . . .
C1 C 0.4448(8) 0.5109(7) 0.7755(6) 0.058(3) Uani 1 1 d . U . . .
H1A H 0.386777 0.526828 0.759870 0.087 Uiso 1 1 calc R U . . .
H1B H 0.475492 0.557958 0.793044 0.087 Uiso 1 1 calc R U . . .
H1C H 0.438967 0.470708 0.811013 0.087 Uiso 1 1 calc R U . . .
C2 C 0.4957(7) 0.4759(6) 0.7181(4) 0.0379(17) Uani 1 1 d . U . . .
C3 C 0.5792(7) 0.5170(6) 0.7037(5) 0.0321(19) Uani 1 1 d . U . . .
H3 H 0.588187 0.562806 0.731111 0.039 Uiso 1 1 calc R U . . .
C4 C 0.6449(6) 0.5045(5) 0.6608(4) 0.0248(17) Uani 1 1 d . U . . .
C5 C 0.7202(6) 0.5606(5) 0.6606(4) 0.032(2) Uani 1 1 d . U . . .
H5A H 0.774292 0.530259 0.666900 0.048 Uiso 1 1 calc R U . . .
H5B H 0.713574 0.599397 0.697075 0.048 Uiso 1 1 calc R U . . .
H5C H 0.722329 0.589007 0.617715 0.048 Uiso 1 1 calc R U . . .
C6 C 0.3899(8) 0.3735(6) 0.7080(5) 0.0446(18) Uani 1 1 d . U . . .
C7 C 0.3127(7) 0.3837(6) 0.6727(5) 0.0458(18) Uani 1 1 d . U . . .
C8 C 0.2390(8) 0.3435(7) 0.6977(6) 0.056(2) Uani 1 1 d . U . . .
H8 H 0.184786 0.349920 0.675308 0.067 Uiso 1 1 calc R U . . .
C9 C 0.2427(9) 0.2966(7) 0.7520(6) 0.058(2) Uani 1 1 d . U . . .
H9 H 0.191098 0.271553 0.768022 0.070 Uiso 1 1 calc R U . . .
C10 C 0.3188(9) 0.2843(7) 0.7843(6) 0.057(2) Uani 1 1 d . U . . .
H10 H 0.320701 0.248901 0.821558 0.068 Uiso 1 1 calc R U . . .
C11 C 0.3950(8) 0.3232(7) 0.7636(6) 0.052(2) Uani 1 1 d . U . . .
C12 C 0.3094(7) 0.4325(6) 0.6096(6) 0.0447(19) Uani 1 1 d . U . . .
H12 H 0.358328 0.413157 0.580723 0.054 Uiso 1 1 calc R U . . .
C13 C 0.3245(8) 0.5239(7) 0.6205(7) 0.062(3) Uani 1 1 d . U . . .
H13A H 0.288683 0.542527 0.658039 0.093 Uiso 1 1 calc R U . . .
H13B H 0.308103 0.553155 0.579826 0.093 Uiso 1 1 calc R U . . .
H13C H 0.386137 0.533649 0.630438 0.093 Uiso 1 1 calc R U . . .
C14 C 0.2250(7) 0.4205(7) 0.5689(6) 0.059(3) Uani 1 1 d . U . . .
H14A H 0.215050 0.363103 0.561797 0.088 Uiso 1 1 calc R U . . .
H14B H 0.230586 0.447438 0.525517 0.088 Uiso 1 1 calc R U . . .
H14C H 0.175658 0.443393 0.593543 0.088 Uiso 1 1 calc R U . . .
C15 C 0.4802(9) 0.3079(7) 0.7973(5) 0.059(2) Uani 1 1 d . U . A 1
H15 H 0.515720 0.357939 0.793319 0.070 Uiso 1 1 calc R U . A 1
C16 C 0.5314(10) 0.2409(9) 0.7641(7) 0.087(4) Uani 1 1 d . U . A 1
H16A H 0.545162 0.255987 0.717847 0.130 Uiso 1 1 calc R U . A 1
H16B H 0.496509 0.191667 0.764078 0.130 Uiso 1 1 calc R U . A 1
H16C H 0.585674 0.231680 0.788829 0.130 Uiso 1 1 calc R U . A 1
C17 C 0.4733(12) 0.2876(10) 0.8726(7) 0.114(5) Uani 1 1 d . U . A 1
H17A H 0.445687 0.332347 0.896291 0.171 Uiso 1 1 calc R U . A 1
H17B H 0.531696 0.278450 0.890865 0.171 Uiso 1 1 calc R U . A 1
H17C H 0.437956 0.239117 0.878348 0.171 Uiso 1 1 calc R U . A 1
C18 C 0.8346(6) 0.5876(5) 0.3540(4) 0.028(2) Uani 1 1 d . U . . .
H18A H 0.818733 0.643802 0.361739 0.043 Uiso 1 1 calc R U . . .
H18B H 0.834364 0.576586 0.305847 0.043 Uiso 1 1 calc R U . . .
H18C H 0.892868 0.577474 0.372173 0.043 Uiso 1 1 calc R U . . .
C19 C 0.7687(5) 0.5332(5) 0.3888(4) 0.0224(15) Uani 1 1 d . U . . .
C20 C 0.7162(5) 0.4863(5) 0.3438(4) 0.0222(17) Uani 1 1 d . U . . .
H20 H 0.727594 0.497442 0.297992 0.027 Uiso 1 1 calc R U . . .
C21 C 0.6540(5) 0.4295(5) 0.3527(4) 0.0196(16) Uani 1 1 d . U . . .
C22 C 0.6045(6) 0.4005(6) 0.2936(4) 0.029(2) Uani 1 1 d . U . . .
H22A H 0.615590 0.343182 0.287160 0.043 Uiso 1 1 calc R U . . .
H22B H 0.623142 0.430069 0.253689 0.043 Uiso 1 1 calc R U . . .
H22C H 0.542026 0.409170 0.300943 0.043 Uiso 1 1 calc R U . . .
C23 C 0.8119(6) 0.5896(5) 0.4929(4) 0.0264(15) Uani 1 1 d . U . . .
C24 C 0.7756(6) 0.6678(5) 0.5008(5) 0.0282(16) Uani 1 1 d . U . . .
C25 C 0.8183(7) 0.7202(5) 0.5436(5) 0.0334(18) Uani 1 1 d . U . . .
H25 H 0.795193 0.772352 0.550668 0.040 Uiso 1 1 calc R U . . .
C26 C 0.8942(7) 0.6977(6) 0.5763(5) 0.036(2) Uani 1 1 d . U . . .
H26 H 0.922569 0.734352 0.605515 0.043 Uiso 1 1 calc R U . . .
C27 C 0.9287(6) 0.6216(6) 0.5665(5) 0.0352(19) Uani 1 1 d . U . . .
H27 H 0.981130 0.606619 0.588547 0.042 Uiso 1 1 calc R U . . .
C28 C 0.8873(6) 0.5674(5) 0.5247(4) 0.0271(17) Uani 1 1 d . U . . .
C29 C 0.6905(6) 0.6912(5) 0.4658(5) 0.0322(19) Uani 1 1 d . U . . .
H29 H 0.691832 0.666889 0.420047 0.039 Uiso 1 1 calc R U . . .
C30 C 0.6124(7) 0.6562(6) 0.5019(6) 0.048(3) Uani 1 1 d . U . . .
H30A H 0.611979 0.597864 0.496265 0.072 Uiso 1 1 calc R U . . .
H30B H 0.558760 0.678892 0.483248 0.072 Uiso 1 1 calc R U . . .
H30C H 0.616080 0.669248 0.549699 0.072 Uiso 1 1 calc R U . . .
C31 C 0.6800(8) 0.7813(6) 0.4568(6) 0.049(3) Uani 1 1 d . U . . .
H31A H 0.674235 0.806904 0.500723 0.073 Uiso 1 1 calc R U . . .
H31B H 0.627748 0.792209 0.430060 0.073 Uiso 1 1 calc R U . . .
H31C H 0.731303 0.802909 0.433742 0.073 Uiso 1 1 calc R U . . .
C32 C 0.9278(6) 0.4843(5) 0.5156(5) 0.0320(18) Uani 1 1 d . U . . .
H32 H 0.887581 0.452718 0.486302 0.038 Uiso 1 1 calc R U . . .
C33 C 0.9375(7) 0.4391(6) 0.5798(5) 0.047(3) Uani 1 1 d . U . . .
H33A H 0.974280 0.469809 0.610694 0.071 Uiso 1 1 calc R U . . .
H33B H 0.964741 0.387007 0.570899 0.071 Uiso 1 1 calc R U . . .
H33C H 0.880003 0.430799 0.599981 0.071 Uiso 1 1 calc R U . . .
C34 C 1.0176(7) 0.4894(6) 0.4787(5) 0.047(3) Uani 1 1 d . U . . .
H34A H 1.010818 0.519883 0.437141 0.070 Uiso 1 1 calc R U . . .
H34B H 1.038092 0.435137 0.468309 0.070 Uiso 1 1 calc R U . . .
H34C H 1.060101 0.516198 0.507685 0.070 Uiso 1 1 calc R U . . .
C35 C 0.2320(6) 0.2889(6) 0.4107(5) 0.030(2) Uani 1 1 d . U . . .
H35A H 0.228182 0.332943 0.378359 0.045 Uiso 1 1 calc R U . . .
H35B H 0.188129 0.296504 0.445786 0.045 Uiso 1 1 calc R U . . .
H35C H 0.221494 0.237869 0.387783 0.045 Uiso 1 1 calc R U . . .
C36 C 0.3215(6) 0.2880(5) 0.4417(4) 0.0243(16) Uani 1 1 d . U . . .
C37 C 0.3250(6) 0.2447(5) 0.5053(4) 0.0250(16) Uani 1 1 d . U . . .
H37 H 0.270859 0.221630 0.517827 0.030 Uiso 1 1 calc R U . . .
C38 C 0.3895(6) 0.2309(5) 0.5498(4) 0.0225(16) Uani 1 1 d . U . . .
C39 C 0.3695(6) 0.1843(5) 0.6126(4) 0.029(2) Uani 1 1 d . U . . .
H39A H 0.407744 0.137393 0.615198 0.043 Uiso 1 1 calc R U . . .
H39B H 0.308548 0.166787 0.611717 0.043 Uiso 1 1 calc R U . . .
H39C H 0.379171 0.218610 0.651764 0.043 Uiso 1 1 calc R U . . .
C40 C 0.3782(6) 0.3560(6) 0.3472(5) 0.0292(16) Uani 1 1 d . U . . .
C41 C 0.3656(6) 0.4391(6) 0.3421(5) 0.0334(18) Uani 1 1 d . U . . .
C42 C 0.3665(7) 0.4731(7) 0.2777(5) 0.045(2) Uani 1 1 d . U . . .
H42 H 0.359779 0.529327 0.272397 0.054 Uiso 1 1 calc R U . . .
C43 C 0.3769(7) 0.4254(7) 0.2225(6) 0.048(2) Uani 1 1 d . U . . .
H43 H 0.377690 0.449114 0.179229 0.058 Uiso 1 1 calc R U . . .
C44 C 0.3862(7) 0.3444(7) 0.2285(5) 0.043(2) Uani 1 1 d . U . . .
H44 H 0.391372 0.312704 0.189168 0.052 Uiso 1 1 calc R U . . .
C45 C 0.3884(6) 0.3072(6) 0.2908(5) 0.0341(18) Uani 1 1 d . U . . .
C46 C 0.3547(7) 0.4927(6) 0.4015(5) 0.041(2) Uani 1 1 d . U . . .
H46 H 0.356897 0.457565 0.442026 0.049 Uiso 1 1 calc R U . . .
C47 C 0.4275(8) 0.5550(7) 0.4094(7) 0.062(3) Uani 1 1 d . U . . .
H47A H 0.484190 0.527883 0.409086 0.093 Uiso 1 1 calc R U . . .
H47B H 0.419999 0.583525 0.451854 0.093 Uiso 1 1 calc R U . . .
H47C H 0.424805 0.593259 0.372237 0.093 Uiso 1 1 calc R U . . .
C48 C 0.2640(7) 0.5343(7) 0.4016(6) 0.054(3) Uani 1 1 d . U . . .
H48A H 0.263028 0.576509 0.367549 0.080 Uiso 1 1 calc R U . . .
H48B H 0.253170 0.557893 0.445776 0.080 Uiso 1 1 calc R U . . .
H48C H 0.218697 0.494617 0.391688 0.080 Uiso 1 1 calc R U . . .
C49 C 0.3994(7) 0.2187(6) 0.2964(5) 0.041(2) Uani 1 1 d . U . . .
H49 H 0.386332 0.203956 0.343855 0.049 Uiso 1 1 calc R U . . .
C50 C 0.4943(8) 0.1939(7) 0.2827(6) 0.058(3) Uani 1 1 d . U . . .
H50A H 0.508986 0.205807 0.235962 0.087 Uiso 1 1 calc R U . . .
H50B H 0.500984 0.136339 0.290876 0.087 Uiso 1 1 calc R U . . .
H50C H 0.533300 0.223840 0.312402 0.087 Uiso 1 1 calc R U . . .
C51 C 0.3380(9) 0.1705(8) 0.2526(6) 0.072(3) Uani 1 1 d . U . . .
H51A H 0.279482 0.193873 0.254655 0.108 Uiso 1 1 calc R U . . .
H51B H 0.336009 0.114973 0.268534 0.108 Uiso 1 1 calc R U . . .
H51C H 0.358928 0.171470 0.206223 0.108 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 2.215(2) . ?
Cu1 S3 2.200(2) . ?
Cu1 N1 1.964(8) . ?
Cu2 S1 2.196(2) . ?
Cu2 S2 2.214(2) . ?
Cu2 N2 1.942(7) . ?
Cu3 S2 2.177(2) . ?
Cu3 S3 2.212(2) . ?
Cu3 N3 1.954(7) . ?
S1 C4 1.736(9) . ?
S2 C21 1.732(8) . ?
S3 C38 1.763(9) . ?
N1 C2 1.307(11) . ?
N1 C6 1.446(12) . ?
N2 C19 1.305(11) . ?
N2 C23 1.449(11) . ?
N3 C36 1.293(11) . ?
N3 C40 1.435(11) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.506(13) . ?
C2 C3 1.481(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.338(13) . ?
C4 C5 1.486(12) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.389(16) . ?
C6 C11 1.394(16) . ?
C7 C8 1.406(15) . ?
C7 C12 1.500(15) . ?
C8 H8 0.9500 . ?
C8 C9 1.340(16) . ?
C9 H9 0.9500 . ?
C9 C10 1.350(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.399(15) . ?
C11 C15 1.492(17) . ?
C12 H12 1.0000 . ?
C12 C13 1.558(14) . ?
C12 C14 1.542(15) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.519(19) . ?
C15 C17 1.545(17) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 C19 1.526(11) . ?
C19 C20 1.439(11) . ?
C20 H20 0.9500 . ?
C20 C21 1.356(11) . ?
C21 C22 1.484(12) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.427(12) . ?
C23 C28 1.370(12) . ?
C24 C25 1.388(12) . ?
C24 C29 1.532(13) . ?
C25 H25 0.9500 . ?
C25 C26 1.387(13) . ?
C26 H26 0.9500 . ?
C26 C27 1.390(13) . ?
C27 H27 0.9500 . ?
C27 C28 1.385(12) . ?
C28 C32 1.530(12) . ?
C29 H29 1.0000 . ?
C29 C30 1.515(14) . ?
C29 C31 1.522(12) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32 1.0000 . ?
C32 C33 1.497(13) . ?
C32 C34 1.564(14) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 C36 1.506(12) . ?
C36 C37 1.461(12) . ?
C37 H37 0.9500 . ?
C37 C38 1.351(12) . ?
C38 C39 1.507(12) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.404(13) . ?
C40 C45 1.398(13) . ?
C41 C42 1.407(14) . ?
C41 C46 1.493(14) . ?
C42 H42 0.9500 . ?
C42 C43 1.369(15) . ?
C43 H43 0.9500 . ?
C43 C44 1.363(15) . ?
C44 H44 0.9500 . ?
C44 C45 1.393(13) . ?
C45 C49 1.489(14) . ?
C46 H46 1.0000 . ?
C46 C47 1.533(15) . ?
C46 C48 1.555(14) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49 1.0000 . ?
C49 C50 1.538(15) . ?
C49 C51 1.516(15) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?

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
S3 Cu1 S1 121.31(9) . . ?
N1 Cu1 S1 102.2(2) . . ?
N1 Cu1 S3 136.4(2) . . ?
S1 Cu2 S2 112.94(9) . . ?
N2 Cu2 S1 144.4(2) . . ?
N2 Cu2 S2 102.6(2) . . ?
S2 Cu3 S3 114.47(9) . . ?
N3 Cu3 S2 140.9(2) . . ?
N3 Cu3 S3 104.5(2) . . ?
Cu2 S1 Cu1 112.46(10) . . ?
C4 S1 Cu1 106.4(3) . . ?
C4 S1 Cu2 112.0(3) . . ?
Cu3 S2 Cu2 119.14(10) . . ?
C21 S2 Cu2 105.6(3) . . ?
C21 S2 Cu3 122.1(3) . . ?
Cu1 S3 Cu3 97.32(8) . . ?
C38 S3 Cu1 109.9(3) . . ?
C38 S3 Cu3 103.8(3) . . ?
C2 N1 Cu1 126.7(7) . . ?
C2 N1 C6 118.4(8) . . ?
C6 N1 Cu1 114.7(6) . . ?
C19 N2 Cu2 125.7(6) . . ?
C19 N2 C23 119.2(7) . . ?
C23 N2 Cu2 115.1(5) . . ?
C36 N3 Cu3 125.7(6) . . ?
C36 N3 C40 120.4(8) . . ?
C40 N3 Cu3 113.9(6) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.8(9) . . ?
N1 C2 C3 123.5(9) . . ?
C3 C2 C1 114.7(8) . . ?
C2 C3 H3 112.7 . . ?
C4 C3 C2 134.7(9) . . ?
C4 C3 H3 112.7 . . ?
C3 C4 S1 125.4(7) . . ?
C3 C4 C5 119.3(8) . . ?
C5 C4 S1 115.2(7) . . ?
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 . . ?
C7 C6 N1 120.0(10) . . ?
C7 C6 C11 121.8(10) . . ?
C11 C6 N1 118.1(10) . . ?
C6 C7 C8 116.5(11) . . ?
C6 C7 C12 121.5(10) . . ?
C8 C7 C12 122.0(11) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 C7 122.2(13) . . ?
C9 C8 H8 118.9 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.8(13) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.7(12) . . ?
C11 C10 H10 119.6 . . ?
C6 C11 C10 117.9(12) . . ?
C6 C11 C15 120.8(10) . . ?
C10 C11 C15 121.3(11) . . ?
C7 C12 H12 106.5 . . ?
C7 C12 C13 114.1(10) . . ?
C7 C12 C14 113.6(9) . . ?
C13 C12 H12 106.5 . . ?
C14 C12 H12 106.5 . . ?
C14 C12 C13 108.9(10) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.3 . . ?
C11 C15 C16 112.4(10) . . ?
C11 C15 C17 114.6(12) . . ?
C16 C15 H15 107.3 . . ?
C16 C15 C17 107.5(12) . . ?
C17 C15 H15 107.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
N2 C19 C18 120.7(8) . . ?
N2 C19 C20 125.1(8) . . ?
C20 C19 C18 114.2(7) . . ?
C19 C20 H20 113.1 . . ?
C21 C20 C19 133.8(8) . . ?
C21 C20 H20 113.1 . . ?
C20 C21 S2 124.8(7) . . ?
C20 C21 C22 118.9(8) . . ?
C22 C21 S2 116.1(6) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 N2 117.5(8) . . ?
C28 C23 N2 120.7(8) . . ?
C28 C23 C24 121.7(8) . . ?
C23 C24 C29 121.0(8) . . ?
C25 C24 C23 117.3(8) . . ?
C25 C24 C29 121.6(8) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.1(9) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(9) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(9) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 C27 119.4(8) . . ?
C23 C28 C32 122.1(8) . . ?
C27 C28 C32 118.4(8) . . ?
C24 C29 H29 107.2 . . ?
C30 C29 C24 111.0(8) . . ?
C30 C29 H29 107.2 . . ?
C30 C29 C31 110.7(9) . . ?
C31 C29 C24 113.3(8) . . ?
C31 C29 H29 107.2 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 H32 107.3 . . ?
C28 C32 C34 111.4(8) . . ?
C33 C32 C28 113.3(8) . . ?
C33 C32 H32 107.3 . . ?
C33 C32 C34 110.0(8) . . ?
C34 C32 H32 107.3 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
N3 C36 C35 121.6(8) . . ?
N3 C36 C37 125.0(8) . . ?
C37 C36 C35 113.4(8) . . ?
C36 C37 H37 113.4 . . ?
C38 C37 C36 133.2(8) . . ?
C38 C37 H37 113.4 . . ?
C37 C38 S3 127.6(7) . . ?
C37 C38 C39 119.2(8) . . ?
C39 C38 S3 113.2(6) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 N3 119.1(8) . . ?
C45 C40 N3 118.5(8) . . ?
C45 C40 C41 122.2(9) . . ?
C40 C41 C42 117.5(10) . . ?
C40 C41 C46 123.3(9) . . ?
C42 C41 C46 119.2(9) . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.3(10) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.1(11) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 119.2 . . ?
C43 C44 C45 121.5(11) . . ?
C45 C44 H44 119.2 . . ?
C40 C45 C49 122.0(9) . . ?
C44 C45 C40 117.3(9) . . ?
C44 C45 C49 120.8(9) . . ?
C41 C46 H46 106.8 . . ?
C41 C46 C47 114.0(9) . . ?
C41 C46 C48 111.6(9) . . ?
C47 C46 H46 106.8 . . ?
C47 C46 C48 110.4(9) . . ?
C48 C46 H46 106.8 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C45 C49 H49 107.0 . . ?
C45 C49 C50 111.1(9) . . ?
C45 C49 C51 114.4(10) . . ?
C50 C49 H49 107.0 . . ?
C51 C49 H49 107.0 . . ?
C51 C49 C50 110.0(10) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 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 S1 C4 C3 11.4(9) . . . . ?
Cu1 S1 C4 C5 -173.6(6) . . . . ?
Cu1 S3 C38 C37 106.3(8) . . . . ?
Cu1 S3 C38 C39 -75.7(6) . . . . ?
Cu1 N1 C2 C1 -179.2(8) . . . . ?
Cu1 N1 C2 C3 -1.6(15) . . . . ?
Cu1 N1 C6 C7 -79.3(11) . . . . ?
Cu1 N1 C6 C11 97.9(10) . . . . ?
Cu2 S1 C4 C3 134.6(8) . . . . ?
Cu2 S1 C4 C5 -50.4(7) . . . . ?
Cu2 S2 C21 C20 16.9(8) . . . . ?
Cu2 S2 C21 C22 -167.4(6) . . . . ?
Cu2 N2 C19 C18 -172.4(6) . . . . ?
Cu2 N2 C19 C20 8.1(13) . . . . ?
Cu2 N2 C23 C24 -98.0(8) . . . . ?
Cu2 N2 C23 C28 77.4(9) . . . . ?
Cu3 S2 C21 C20 157.4(6) . . . . ?
Cu3 S2 C21 C22 -26.8(8) . . . . ?
Cu3 S3 C38 C37 3.1(8) . . . . ?
Cu3 S3 C38 C39 -178.9(5) . . . . ?
Cu3 N3 C36 C35 177.9(6) . . . . ?
Cu3 N3 C36 C37 -4.7(12) . . . . ?
Cu3 N3 C40 C41 -83.4(9) . . . . ?
Cu3 N3 C40 C45 92.0(9) . . . . ?
N1 C2 C3 C4 -1.4(19) . . . . ?
N1 C6 C7 C8 179.9(9) . . . . ?
N1 C6 C7 C12 2.3(15) . . . . ?
N1 C6 C11 C10 -178.8(9) . . . . ?
N1 C6 C11 C15 -2.3(16) . . . . ?
N2 C19 C20 C21 -3.5(16) . . . . ?
N2 C23 C24 C25 173.6(8) . . . . ?
N2 C23 C24 C29 -3.6(12) . . . . ?
N2 C23 C28 C27 -174.1(8) . . . . ?
N2 C23 C28 C32 6.0(13) . . . . ?
N3 C36 C37 C38 4.2(16) . . . . ?
N3 C40 C41 C42 173.0(8) . . . . ?
N3 C40 C41 C46 -4.6(14) . . . . ?
N3 C40 C45 C44 -174.7(9) . . . . ?
N3 C40 C45 C49 6.5(14) . . . . ?
C1 C2 C3 C4 176.3(11) . . . . ?
C2 N1 C6 C7 104.0(11) . . . . ?
C2 N1 C6 C11 -78.7(13) . . . . ?
C2 C3 C4 S1 -5.5(17) . . . . ?
C2 C3 C4 C5 179.7(10) . . . . ?
C6 N1 C2 C1 -3.0(15) . . . . ?
C6 N1 C2 C3 174.6(9) . . . . ?
C6 C7 C8 C9 -1.2(16) . . . . ?
C6 C7 C12 C13 -68.1(13) . . . . ?
C6 C7 C12 C14 166.1(10) . . . . ?
C6 C11 C15 C16 -84.8(14) . . . . ?
C6 C11 C15 C17 152.1(12) . . . . ?
C7 C6 C11 C10 -1.6(17) . . . . ?
C7 C6 C11 C15 174.9(10) . . . . ?
C7 C8 C9 C10 -1.6(17) . . . . ?
C8 C7 C12 C13 114.4(11) . . . . ?
C8 C7 C12 C14 -11.4(14) . . . . ?
C8 C9 C10 C11 2.8(18) . . . . ?
C9 C10 C11 C6 -1.2(17) . . . . ?
C9 C10 C11 C15 -177.7(11) . . . . ?
C10 C11 C15 C16 91.6(13) . . . . ?
C10 C11 C15 C17 -31.5(17) . . . . ?
C11 C6 C7 C8 2.8(16) . . . . ?
C11 C6 C7 C12 -174.9(10) . . . . ?
C12 C7 C8 C9 176.5(10) . . . . ?
C18 C19 C20 C21 177.0(9) . . . . ?
C19 N2 C23 C24 82.4(11) . . . . ?
C19 N2 C23 C28 -102.1(10) . . . . ?
C19 C20 C21 S2 -12.3(14) . . . . ?
C19 C20 C21 C22 172.1(9) . . . . ?
C23 N2 C19 C18 7.2(12) . . . . ?
C23 N2 C19 C20 -172.3(8) . . . . ?
C23 C24 C25 C26 1.2(14) . . . . ?
C23 C24 C29 C30 77.3(11) . . . . ?
C23 C24 C29 C31 -157.4(9) . . . . ?
C23 C28 C32 C33 -121.6(10) . . . . ?
C23 C28 C32 C34 113.7(10) . . . . ?
C24 C23 C28 C27 1.1(14) . . . . ?
C24 C23 C28 C32 -178.8(8) . . . . ?
C24 C25 C26 C27 0.0(15) . . . . ?
C25 C24 C29 C30 -99.7(10) . . . . ?
C25 C24 C29 C31 25.5(13) . . . . ?
C25 C26 C27 C28 -0.8(15) . . . . ?
C26 C27 C28 C23 0.2(14) . . . . ?
C26 C27 C28 C32 -179.9(9) . . . . ?
C27 C28 C32 C33 58.5(12) . . . . ?
C27 C28 C32 C34 -66.2(11) . . . . ?
C28 C23 C24 C25 -1.8(13) . . . . ?
C28 C23 C24 C29 -179.0(8) . . . . ?
C29 C24 C25 C26 178.4(9) . . . . ?
C35 C36 C37 C38 -178.2(9) . . . . ?
C36 N3 C40 C41 97.0(10) . . . . ?
C36 N3 C40 C45 -87.7(11) . . . . ?
C36 C37 C38 S3 -3.7(15) . . . . ?
C36 C37 C38 C39 178.5(9) . . . . ?
C40 N3 C36 C35 -2.4(13) . . . . ?
C40 N3 C36 C37 175.0(8) . . . . ?
C40 C41 C42 C43 1.8(15) . . . . ?
C40 C41 C46 C47 116.3(11) . . . . ?
C40 C41 C46 C48 -117.8(10) . . . . ?
C40 C45 C49 C50 -105.7(11) . . . . ?
C40 C45 C49 C51 129.0(11) . . . . ?
C41 C40 C45 C44 0.6(14) . . . . ?
C41 C40 C45 C49 -178.3(9) . . . . ?
C41 C42 C43 C44 0.3(17) . . . . ?
C42 C41 C46 C47 -61.3(13) . . . . ?
C42 C41 C46 C48 64.6(12) . . . . ?
C42 C43 C44 C45 -2.1(18) . . . . ?
C43 C44 C45 C40 1.7(16) . . . . ?
C43 C44 C45 C49 -179.5(10) . . . . ?
C44 C45 C49 C50 75.5(13) . . . . ?
C44 C45 C49 C51 -49.8(14) . . . . ?
C45 C40 C41 C42 -2.3(14) . . . . ?
C45 C40 C41 C46 -179.9(9) . . . . ?
C46 C41 C42 C43 179.5(10) . . . . ?

_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
;
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.95(2)
2 0.05(2)
####################################################################### 
# 
# 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_HL4
_database_code_depnum_ccdc_archive 'CCDC 2177693'
loop_
_audit_author_name
_audit_author_address
'Yu-Lun Chang'
;Department of Medicinal and Applied Chemistry,  Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-05-05 downloaded from the CCDC.
;
_audit_creation_date             2019-12-30
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H16 N2 S'
_chemical_formula_sum            'C12 H16 N2 S'
_chemical_formula_weight         220.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H16 N2 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0013(5)
_cell_length_b                   7.2355(5)
_cell_length_c                   12.2312(9)
_cell_angle_alpha                105.091(6)
_cell_angle_beta                 93.555(6)
_cell_angle_gamma                92.253(6)
_cell_volume                     596.10(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3797
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.6600
_cell_measurement_theta_min      1.7690
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.36a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6999
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.032
_diffrn_reflns_theta_min         2.920
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  96.00   0.50    8.83    --   10.60  57.00 120.00  194
  2  ω     57.00  89.00   0.50    8.83    --   10.60  82.00  60.00   64
  3  ω     58.00  96.00   0.50    8.83    --   10.60  82.00 -30.00   76
  4  ω    -17.00  27.00   0.50    8.83    --   10.60  82.00  60.00   88
  5  ω    -10.00  38.00   0.50    8.83    --   10.60  82.00 -30.00   96
  6  ω     37.00  95.00   0.50    8.83    --   10.60  77.00-180.00  116
  7  ω    -19.00  11.00   0.50    8.83    --   10.60  57.00 -30.00   60
  8  ω     28.00  98.00   0.50    8.83    --   10.60  57.00 -30.00  140
  9  ω    -17.00  43.00   0.50    8.83    --   10.60  82.00-120.00  120
 10  ω    -17.00  59.00   0.50    8.83    --   10.60  82.00 150.00  152
 11  ω    -35.00  71.00   0.50    8.83    --  -10.90  77.00  30.00  212
 12  ω     -6.00  22.00   0.50    8.83    --  -10.90 -38.00-180.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0000499000
_diffrn_orient_matrix_UB_12      -0.0141690000
_diffrn_orient_matrix_UB_13      -0.0596036000
_diffrn_orient_matrix_UB_21      -0.1016736000
_diffrn_orient_matrix_UB_22      -0.0057566000
_diffrn_orient_matrix_UB_23      -0.0045318000
_diffrn_orient_matrix_UB_31      0.0001037000
_diffrn_orient_matrix_UB_32      0.1005433000
_diffrn_orient_matrix_UB_33      0.0073944000
_diffrn_oxdiff_digest_frames     
;
01501dafcf655fbed6ca82d2a05585482e00025d956
;
_diffrn_oxdiff_digest_hkl        
;
01eb21f47998644c3f877532f5ff4c9078ec46
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2014
_reflns_number_total             2447
_reflns_odcompleteness_completeness 98.40
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.36a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2447
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.073
_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)+(0.0698P)²+0.0482P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1232
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H9,H10), C7(H11,H12)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H8), C3(H4), C9(H13), C10(H14), C11(H15), C12(H16)
2.c Idealised Me refined as rotating group:
 C1(H1,H2,H3), C5(H5,H6,H7)
;
_atom_sites_solution_hydrogens   geom
_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
S1 S 0.28420(6) 0.88950(7) 0.66950(3) 0.02575(18) Uani 1 1 d . . . . .
N1 N 0.4873(2) 0.7276(2) 0.45969(11) 0.0202(3) Uani 1 1 d . . . . .
H8 H 0.384883 0.766913 0.495294 0.024 Uiso 1 1 calc R . . . .
N2 N 0.3162(2) 0.4881(2) 0.10918(11) 0.0237(4) Uani 1 1 d . . . . .
C1 C 0.8297(2) 0.7030(3) 0.45977(14) 0.0269(4) Uani 1 1 d . . . . .
H1 H 0.943536 0.745803 0.512502 0.040 Uiso 1 1 calc GR . . . .
H2 H 0.836965 0.759996 0.395625 0.040 Uiso 1 1 calc GR . . . .
H3 H 0.823642 0.562876 0.431754 0.040 Uiso 1 1 calc GR . . . .
C2 C 0.6540(2) 0.7642(2) 0.51991(14) 0.0210(4) Uani 1 1 d . . . . .
C3 C 0.6689(2) 0.8517(2) 0.63752(14) 0.0224(4) Uani 1 1 d . . . . .
H4 H 0.795552 0.876073 0.672557 0.027 Uiso 1 1 calc R . . . .
C4 C 0.5236(2) 0.9069(2) 0.70899(14) 0.0229(4) Uani 1 1 d . . . . .
C5 C 0.5821(3) 0.9890(3) 0.83368(14) 0.0310(5) Uani 1 1 d . . . . .
H5 H 0.711394 0.951533 0.850584 0.046 Uiso 1 1 calc GR . . . .
H6 H 0.491808 0.939660 0.878816 0.046 Uiso 1 1 calc GR . . . .
H7 H 0.581238 1.129155 0.852602 0.046 Uiso 1 1 calc GR . . . .
C6 C 0.4577(2) 0.6276(3) 0.33906(13) 0.0213(4) Uani 1 1 d . . . . .
H9 H 0.511985 0.499938 0.324759 0.026 Uiso 1 1 calc R . . . .
H10 H 0.522728 0.701934 0.293243 0.026 Uiso 1 1 calc R . . . .
C7 C 0.2426(2) 0.6055(3) 0.30597(13) 0.0218(4) Uani 1 1 d . . . . .
H11 H 0.177436 0.549790 0.360570 0.026 Uiso 1 1 calc R . . . .
H12 H 0.193678 0.733955 0.311665 0.026 Uiso 1 1 calc R . . . .
C8 C 0.1923(2) 0.4801(2) 0.18738(13) 0.0206(4) Uani 1 1 d . . . . .
C9 C 0.0231(2) 0.3658(3) 0.16241(14) 0.0242(4) Uani 1 1 d . . . . .
H13 H -0.061809 0.364012 0.219838 0.029 Uiso 1 1 calc R . . . .
C10 C -0.0200(3) 0.2543(3) 0.05223(15) 0.0279(4) Uani 1 1 d . . . . .
H14 H -0.134961 0.174982 0.033064 0.034 Uiso 1 1 calc R . . . .
C11 C 0.1059(3) 0.2599(3) -0.02899(15) 0.0281(4) Uani 1 1 d . . . . .
H15 H 0.080287 0.184569 -0.105050 0.034 Uiso 1 1 calc R . . . .
C12 C 0.2709(3) 0.3785(3) 0.00323(14) 0.0276(4) Uani 1 1 d . . . . .
H16 H 0.357346 0.382631 -0.053063 0.033 Uiso 1 1 calc 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
S1 C4 1.7058(18) . ?
N1 H8 0.8800 . ?
N1 C2 1.320(2) . ?
N1 C6 1.462(2) . ?
N2 C8 1.341(2) . ?
N2 C12 1.343(2) . ?
C1 H1 0.9800 . ?
C1 H2 0.9800 . ?
C1 H3 0.9800 . ?
C1 C2 1.495(2) . ?
C2 C3 1.408(2) . ?
C3 H4 0.9500 . ?
C3 C4 1.385(2) . ?
C4 C5 1.510(2) . ?
C5 H5 0.9800 . ?
C5 H6 0.9800 . ?
C5 H7 0.9800 . ?
C6 H9 0.9900 . ?
C6 H10 0.9900 . ?
C6 C7 1.526(2) . ?
C7 H11 0.9900 . ?
C7 H12 0.9900 . ?
C7 C8 1.509(2) . ?
C8 C9 1.389(2) . ?
C9 H13 0.9500 . ?
C9 C10 1.386(2) . ?
C10 H14 0.9500 . ?
C10 C11 1.375(2) . ?
C11 H15 0.9500 . ?
C11 C12 1.384(2) . ?
C12 H16 0.9500 . ?

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
C2 N1 H8 117.1 . . ?
C2 N1 C6 125.75(14) . . ?
C6 N1 H8 117.1 . . ?
C8 N2 C12 117.06(14) . . ?
H1 C1 H2 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?
C2 C1 H1 109.5 . . ?
C2 C1 H2 109.5 . . ?
C2 C1 H3 109.5 . . ?
N1 C2 C1 117.68(15) . . ?
N1 C2 C3 122.14(16) . . ?
C3 C2 C1 120.14(15) . . ?
C2 C3 H4 115.7 . . ?
C4 C3 C2 128.70(15) . . ?
C4 C3 H4 115.7 . . ?
C3 C4 S1 126.12(13) . . ?
C3 C4 C5 117.06(15) . . ?
C5 C4 S1 116.82(13) . . ?
C4 C5 H5 109.5 . . ?
C4 C5 H6 109.5 . . ?
C4 C5 H7 109.5 . . ?
H5 C5 H6 109.5 . . ?
H5 C5 H7 109.5 . . ?
H6 C5 H7 109.5 . . ?
N1 C6 H9 110.0 . . ?
N1 C6 H10 110.0 . . ?
N1 C6 C7 108.28(13) . . ?
H9 C6 H10 108.4 . . ?
C7 C6 H9 110.0 . . ?
C7 C6 H10 110.0 . . ?
C6 C7 H11 108.9 . . ?
C6 C7 H12 108.9 . . ?
H11 C7 H12 107.8 . . ?
C8 C7 C6 113.16(13) . . ?
C8 C7 H11 108.9 . . ?
C8 C7 H12 108.9 . . ?
N2 C8 C7 116.86(14) . . ?
N2 C8 C9 122.77(15) . . ?
C9 C8 C7 120.36(15) . . ?
C8 C9 H13 120.6 . . ?
C10 C9 C8 118.87(16) . . ?
C10 C9 H13 120.6 . . ?
C9 C10 H14 120.4 . . ?
C11 C10 C9 119.17(16) . . ?
C11 C10 H14 120.4 . . ?
C10 C11 H15 120.9 . . ?
C10 C11 C12 118.12(16) . . ?
C12 C11 H15 120.9 . . ?
N2 C12 C11 124.01(16) . . ?
N2 C12 H16 118.0 . . ?
C11 C12 H16 118.0 . . ?

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 C2 C3 C4 2.2(3) . . . . ?
N1 C6 C7 C8 -171.96(14) . . . . ?
N2 C8 C9 C10 0.3(3) . . . . ?
C1 C2 C3 C4 -175.54(17) . . . . ?
C2 N1 C6 C7 176.47(15) . . . . ?
C2 C3 C4 S1 -2.6(3) . . . . ?
C2 C3 C4 C5 176.98(17) . . . . ?
C6 N1 C2 C1 1.6(2) . . . . ?
C6 N1 C2 C3 -176.20(16) . . . . ?
C6 C7 C8 N2 -34.4(2) . . . . ?
C6 C7 C8 C9 146.67(16) . . . . ?
C7 C8 C9 C10 179.12(15) . . . . ?
C8 N2 C12 C11 0.1(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 N2 0.3(3) . . . . ?
C12 N2 C8 C7 -179.20(14) . . . . ?
C12 N2 C8 C9 -0.3(2) . . . . ?

_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 1.438
_oxdiff_exptl_absorpt_empirical_full_min 0.666
