# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_tacnCuSO4
_database_code_depnum_ccdc_archive 'CCDC 2238500'
loop_
_audit_author_name
_audit_author_address
'Kiyoshi Fujisawa'
;Ibaraki University
Japan
;
_audit_update_record             
;
2023-01-28 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H39 Cu N3 O4 S'
_chemical_formula_moiety         'C18 H39 Cu N3 O4 S'
_chemical_formula_weight         457.13
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.2913(2)
_cell_length_b                   16.4105(3)
_cell_length_c                   13.1029(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.4886(18)
_cell_angle_gamma                90.0000
_cell_volume                     2210.80(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12537
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    178
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.084
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             980.00
_exptl_absorpt_coefficient_mu    1.109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_T_max  0.911

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      178
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            17191
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         3.112
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5066
_reflns_number_gt                4672
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0672
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5066
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0339P)²+0.9330P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cu Cu 0.3201 1.2651
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.75463(2) 0.17750(2) 0.21497(2) 0.01590(6) Uani 1 1 d . . . . .
S1 S 0.72963(3) 0.28807(2) 0.35177(2) 0.02007(8) Uani 1 1 d . . . . .
O1 O 0.73404(10) 0.19603(6) 0.36275(7) 0.0245(2) Uani 1 1 d . . . . .
O2 O 0.71704(10) 0.29579(6) 0.23676(7) 0.0218(2) Uani 1 1 d . . . . .
O3 O 0.61742(13) 0.32180(7) 0.39871(10) 0.0404(3) Uani 1 1 d . . . . .
O4 O 0.85081(12) 0.32400(7) 0.38895(9) 0.0379(3) Uani 1 1 d . . . . .
N1 N 0.85102(10) 0.06635(7) 0.21207(9) 0.0220(2) Uani 1 1 d . . . . .
N2 N 0.57382(10) 0.10843(7) 0.15320(8) 0.0180(2) Uani 1 1 d . . . . .
N3 N 0.79593(12) 0.18928(7) 0.06661(9) 0.0232(2) Uani 1 1 d . . . . .
C1 C 0.92429(14) 0.03987(9) 0.31169(13) 0.0306(3) Uani 1 1 d . . . . .
C2 C 0.82578(17) 0.01734(10) 0.39060(13) 0.0376(4) Uani 1 1 d . . . . .
H2A H 0.7718 -0.0280 0.3648 0.045 Uiso 1 1 calc R U . . .
H2B H 0.8718 0.0011 0.4544 0.045 Uiso 1 1 calc R U . . .
H2C H 0.7704 0.0645 0.4034 0.045 Uiso 1 1 calc R U . . .
C3 C 1.01202(17) -0.03406(11) 0.29388(17) 0.0462(5) Uani 1 1 d . . . . .
H3A H 1.0757 -0.0201 0.2432 0.055 Uiso 1 1 calc R U . . .
H3B H 1.0576 -0.0493 0.3583 0.055 Uiso 1 1 calc R U . . .
H3C H 0.9587 -0.0799 0.2688 0.055 Uiso 1 1 calc R U . . .
C4 C 1.00856(15) 0.11091(10) 0.35249(14) 0.0347(4) Uani 1 1 d . . . . .
H4A H 1.0720 0.1255 0.3019 0.042 Uiso 1 1 calc R U . . .
H4B H 0.9530 0.1580 0.3653 0.042 Uiso 1 1 calc R U . . .
H4C H 1.0545 0.0946 0.4163 0.042 Uiso 1 1 calc R U . . .
C5 C 0.43898(12) 0.13265(9) 0.18452(11) 0.0248(3) Uani 1 1 d . . . . .
C6 C 0.43241(15) 0.12970(12) 0.30053(12) 0.0358(4) Uani 1 1 d . . . . .
H6A H 0.3451 0.1454 0.3201 0.043 Uiso 1 1 calc R U . . .
H6B H 0.4515 0.0743 0.3246 0.043 Uiso 1 1 calc R U . . .
H6C H 0.4964 0.1675 0.3314 0.043 Uiso 1 1 calc R U . . .
C7 C 0.33235(14) 0.07686(10) 0.13673(13) 0.0327(3) Uani 1 1 d . . . . .
H7A H 0.2471 0.0946 0.1589 0.039 Uiso 1 1 calc R U . . .
H7B H 0.3338 0.0799 0.0621 0.039 Uiso 1 1 calc R U . . .
H7C H 0.3483 0.0205 0.1588 0.039 Uiso 1 1 calc R U . . .
C8 C 0.41232(15) 0.22045(10) 0.15040(14) 0.0358(4) Uani 1 1 d . . . . .
H8A H 0.3254 0.2367 0.1703 0.043 Uiso 1 1 calc R U . . .
H8B H 0.4774 0.2567 0.1831 0.043 Uiso 1 1 calc R U . . .
H8C H 0.4171 0.2242 0.0760 0.043 Uiso 1 1 calc R U . . .
C9 C 0.85836(16) 0.26937(10) 0.04593(11) 0.0310(3) Uani 1 1 d . . . . .
H9A H 0.7965 0.3134 0.0616 0.037 Uiso 1 1 calc R U . . .
H9B H 0.8748 0.2727 -0.0278 0.037 Uiso 1 1 calc R U . . .
C10 C 0.98488(15) 0.28451(10) 0.10597(13) 0.0321(3) Uani 1 1 d . . . . .
H10A H 1.0524 0.2466 0.0827 0.039 Uiso 1 1 calc R U . . .
H10B H 0.9728 0.2743 0.1794 0.039 Uiso 1 1 calc R U . . .
C11 C 1.02896(17) 0.37244(11) 0.09083(15) 0.0412(4) Uani 1 1 d . . . . .
H11A H 1.0358 0.3828 0.0168 0.049 Uiso 1 1 calc R U . . .
H11B H 0.9619 0.4096 0.1162 0.049 Uiso 1 1 calc R U . . .
C12 C 1.1567(2) 0.39184(13) 0.1442(2) 0.0662(7) Uani 1 1 d . . . . .
H12A H 1.1792 0.4489 0.1315 0.079 Uiso 1 1 calc R U . . .
H12B H 1.1503 0.3831 0.2178 0.079 Uiso 1 1 calc R U . . .
H12C H 1.2243 0.3563 0.1183 0.079 Uiso 1 1 calc R U . . .
C13 C 0.75261(13) 0.00345(8) 0.17623(12) 0.0255(3) Uani 1 1 d . . . . .
H13A H 0.7718 -0.0482 0.2129 0.031 Uiso 1 1 calc R U . . .
H13B H 0.7632 -0.0067 0.1026 0.031 Uiso 1 1 calc R U . . .
C14 C 0.61165(13) 0.02641(8) 0.19180(11) 0.0236(3) Uani 1 1 d . . . . .
H14A H 0.5547 -0.0146 0.1571 0.028 Uiso 1 1 calc R U . . .
H14B H 0.5958 0.0239 0.2657 0.028 Uiso 1 1 calc R U . . .
C15 C 0.58554(13) 0.11409(9) 0.04066(10) 0.0237(3) Uani 1 1 d . . . . .
H15A H 0.4976 0.1190 0.0075 0.028 Uiso 1 1 calc R U . . .
H15B H 0.6254 0.0634 0.0156 0.028 Uiso 1 1 calc R U . . .
C16 C 0.66730(15) 0.18632(10) 0.01036(11) 0.0285(3) Uani 1 1 d . . . . .
H16A H 0.6811 0.1836 -0.0639 0.034 Uiso 1 1 calc R U . . .
H16B H 0.6192 0.2372 0.0237 0.034 Uiso 1 1 calc R U . . .
C17 C 0.88032(14) 0.11977(10) 0.03651(12) 0.0307(3) Uani 1 1 d . . . . .
H17A H 0.9481 0.1400 -0.0085 0.037 Uiso 1 1 calc R U . . .
H17B H 0.8269 0.0792 -0.0024 0.037 Uiso 1 1 calc R U . . .
C18 C 0.94449(14) 0.07936(10) 0.12944(12) 0.0304(3) Uani 1 1 d . . . . .
H18A H 0.9809 0.0262 0.1093 0.037 Uiso 1 1 calc R U . . .
H18B H 1.0174 0.1138 0.1559 0.037 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9806(10) . ?
Cu1 O2 2.0022(10) . ?
Cu1 N3 2.0170(12) . ?
Cu1 N1 2.0775(11) . ?
Cu1 N2 2.2959(11) . ?
Cu1 S1 2.5713(3) . ?
S1 O3 1.4422(12) . ?
S1 O4 1.4449(12) . ?
S1 O2 1.5122(10) . ?
S1 O1 1.5177(11) . ?
N1 C18 1.4944(19) . ?
N1 C13 1.5068(17) . ?
N1 C1 1.5413(18) . ?
N2 C14 1.4838(17) . ?
N2 C15 1.4877(17) . ?
N2 C5 1.5171(16) . ?
N3 C16 1.4878(19) . ?
N3 C9 1.4929(19) . ?
N3 C17 1.4969(19) . ?
C1 C2 1.525(2) . ?
C1 C4 1.535(2) . ?
C1 C3 1.536(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.525(2) . ?
C5 C8 1.530(2) . ?
C5 C7 1.5410(19) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.512(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.528(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.496(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.5211(19) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.516(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.513(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 71.47(4) . . ?
O1 Cu1 N3 164.47(5) . . ?
O2 Cu1 N3 95.43(4) . . ?
O1 Cu1 N1 102.95(5) . . ?
O2 Cu1 N1 161.66(4) . . ?
N3 Cu1 N1 86.89(5) . . ?
O1 Cu1 N2 107.52(4) . . ?
O2 Cu1 N2 111.73(4) . . ?
N3 Cu1 N2 84.78(4) . . ?
N1 Cu1 N2 86.59(4) . . ?
O1 Cu1 S1 36.09(3) . . ?
O2 Cu1 S1 35.97(3) . . ?
N3 Cu1 S1 129.48(4) . . ?
N1 Cu1 S1 134.00(3) . . ?
N2 Cu1 S1 119.34(3) . . ?
O3 S1 O4 113.26(8) . . ?
O3 S1 O2 110.94(7) . . ?
O4 S1 O2 109.70(7) . . ?
O3 S1 O1 111.27(7) . . ?
O4 S1 O1 110.63(7) . . ?
O2 S1 O1 100.30(5) . . ?
O3 S1 Cu1 132.41(6) . . ?
O4 S1 Cu1 114.33(5) . . ?
O2 S1 Cu1 51.04(4) . . ?
O1 S1 Cu1 50.24(4) . . ?
S1 O1 Cu1 93.68(5) . . ?
S1 O2 Cu1 92.99(5) . . ?
C18 N1 C13 108.50(11) . . ?
C18 N1 C1 110.32(11) . . ?
C13 N1 C1 111.61(11) . . ?
C18 N1 Cu1 102.16(9) . . ?
C13 N1 Cu1 106.98(8) . . ?
C1 N1 Cu1 116.64(9) . . ?
C14 N2 C15 111.29(11) . . ?
C14 N2 C5 112.02(11) . . ?
C15 N2 C5 111.48(10) . . ?
C14 N2 Cu1 97.53(7) . . ?
C15 N2 Cu1 102.67(8) . . ?
C5 N2 Cu1 120.81(8) . . ?
C16 N3 C9 108.63(12) . . ?
C16 N3 C17 111.01(11) . . ?
C9 N3 C17 111.34(11) . . ?
C16 N3 Cu1 104.72(9) . . ?
C9 N3 Cu1 111.70(9) . . ?
C17 N3 Cu1 109.26(9) . . ?
C2 C1 C4 109.28(14) . . ?
C2 C1 C3 108.90(14) . . ?
C4 C1 C3 109.01(12) . . ?
C2 C1 N1 109.12(11) . . ?
C4 C1 N1 109.21(12) . . ?
C3 C1 N1 111.30(14) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C6 110.00(11) . . ?
N2 C5 C8 108.80(12) . . ?
C6 C5 C8 107.81(13) . . ?
N2 C5 C7 112.21(11) . . ?
C6 C5 C7 108.93(13) . . ?
C8 C5 C7 108.99(12) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C10 114.69(13) . . ?
N3 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
N3 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C11 109.96(14) . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
C11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C10 113.58(16) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 114.87(11) . . ?
N1 C13 H13A 108.5 . . ?
C14 C13 H13A 108.5 . . ?
N1 C13 H13B 108.5 . . ?
C14 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
N2 C14 C13 114.62(12) . . ?
N2 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
N2 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
N2 C15 C16 112.21(11) . . ?
N2 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
N2 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
N3 C16 C15 112.81(12) . . ?
N3 C16 H16A 109.0 . . ?
C15 C16 H16A 109.0 . . ?
N3 C16 H16B 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
N3 C17 C18 111.09(12) . . ?
N3 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
N3 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N1 C18 C17 111.94(11) . . ?
N1 C18 H18A 109.2 . . ?
C17 C18 H18A 109.2 . . ?
N1 C18 H18B 109.2 . . ?
C17 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?

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
O3 S1 O1 Cu1 128.14(7) . . . . ?
O4 S1 O1 Cu1 -105.04(7) . . . . ?
O2 S1 O1 Cu1 10.72(6) . . . . ?
O3 S1 O2 Cu1 -128.26(6) . . . . ?
O4 S1 O2 Cu1 105.86(6) . . . . ?
O1 S1 O2 Cu1 -10.59(6) . . . . ?
C18 N1 C1 C2 -173.34(12) . . . . ?
C13 N1 C1 C2 -52.64(15) . . . . ?
Cu1 N1 C1 C2 70.75(13) . . . . ?
C18 N1 C1 C4 67.27(16) . . . . ?
C13 N1 C1 C4 -172.03(12) . . . . ?
Cu1 N1 C1 C4 -48.65(15) . . . . ?
C18 N1 C1 C3 -53.13(16) . . . . ?
C13 N1 C1 C3 67.57(16) . . . . ?
Cu1 N1 C1 C3 -169.05(11) . . . . ?
C14 N2 C5 C6 57.01(15) . . . . ?
C15 N2 C5 C6 -177.53(12) . . . . ?
Cu1 N2 C5 C6 -56.93(14) . . . . ?
C14 N2 C5 C8 174.90(11) . . . . ?
C15 N2 C5 C8 -59.64(14) . . . . ?
Cu1 N2 C5 C8 60.96(13) . . . . ?
C14 N2 C5 C7 -64.42(15) . . . . ?
C15 N2 C5 C7 61.04(16) . . . . ?
Cu1 N2 C5 C7 -178.36(10) . . . . ?
C16 N3 C9 C10 174.60(13) . . . . ?
C17 N3 C9 C10 -62.86(16) . . . . ?
Cu1 N3 C9 C10 59.59(15) . . . . ?
N3 C9 C10 C11 -171.59(13) . . . . ?
C9 C10 C11 C12 -177.58(17) . . . . ?
C18 N1 C13 C14 -132.01(13) . . . . ?
C1 N1 C13 C14 106.23(14) . . . . ?
Cu1 N1 C13 C14 -22.48(15) . . . . ?
C15 N2 C14 C13 62.77(14) . . . . ?
C5 N2 C14 C13 -171.66(11) . . . . ?
Cu1 N2 C14 C13 -44.02(12) . . . . ?
N1 C13 C14 N2 50.24(17) . . . . ?
C14 N2 C15 C16 -127.13(12) . . . . ?
C5 N2 C15 C16 107.01(13) . . . . ?
Cu1 N2 C15 C16 -23.73(12) . . . . ?
C9 N3 C16 C15 -169.87(12) . . . . ?
C17 N3 C16 C15 67.39(15) . . . . ?
Cu1 N3 C16 C15 -50.40(13) . . . . ?
N2 C15 C16 N3 51.87(16) . . . . ?
C16 N3 C17 C18 -133.85(13) . . . . ?
C9 N3 C17 C18 104.99(14) . . . . ?
Cu1 N3 C17 C18 -18.85(14) . . . . ?
C13 N1 C18 C17 67.75(15) . . . . ?
C1 N1 C18 C17 -169.71(12) . . . . ?
Cu1 N1 C18 C17 -45.03(13) . . . . ?
N3 C17 C18 N1 44.67(16) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2014-3


####################################################################### 
# 
# 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_tacnCuClPF6
_database_code_depnum_ccdc_archive 'CCDC 2238501'
loop_
_audit_author_name
_audit_author_address
'Kiyoshi Fujisawa'
;Ibaraki University
Japan
;
_audit_update_record             
;
2023-01-28 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H10 Cl Cu F6 N3 P'
_chemical_formula_moiety         'C18 H10 Cl Cu F6 N3 P'
_chemical_formula_weight         512.26
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
_space_group_IT_number           147
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -Y,+X-Y,+Z
3 -X+Y,-X,+Z
4 -X,-Y,-Z
5 +Y,-X+Y,-Z
6 +X-Y,+X,-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.9907(8)
_cell_length_b                   10.9907(8)
_cell_length_c                   23.1929(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                120.0000
_cell_volume                     2426.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4834
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    178
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.192
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.111
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016.00
_exptl_absorpt_coefficient_mu    1.129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.882

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      178
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            11627
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         3.395
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       30
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3726
_reflns_number_gt                3150
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1336
_refine_ls_R_factor_gt           0.1213
_refine_ls_wR_factor_ref         0.3133
_refine_ls_wR_factor_gt          0.3052
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3726
_refine_ls_number_parameters     190
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1532P)²+17.1117P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         8.09
_refine_diff_density_min         -2.18
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cu Cu 0.3201 1.2651
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.6667 1.3333 0.39945(4) 0.0268(4) Uani 1 3 d S T P . .
Cu2 Cu 0.3333 0.6667 0.1468(12) 0.600(14) Uani 1 3 d S T P . .
Cl1 Cl 0.6667 1.3333 0.49262(10) 0.0389(6) Uani 1 3 d S T P . .
Cl2 Cl 0.3333 0.6667 0.2347(15) 0.83(6) Uani 1 3 d S T P . .
P1 P 0.6667 1.3333 0.11661(11) 0.0338(6) Uani 1 3 d S T P . .
P2 P 0.0000 1.0000 0.30102(13) 0.0414(7) Uani 1 3 d S T P . .
F1 F 0.6734(7) 1.2194(6) 0.1558(2) 0.0759(16) Uani 1 1 d . . . . .
F2 F 0.5539(5) 1.2121(5) 0.07551(18) 0.0562(12) Uani 1 1 d . . . . .
F3 F -0.0839(9) 0.8645(8) 0.2631(4) 0.124(3) Uani 1 1 d . . . . .
F4 F 0.0821(10) 1.1323(9) 0.3387(4) 0.144(4) Uani 1 1 d . . . . .
N1 N 0.5529(5) 1.1606(5) 0.34706(19) 0.0286(10) Uani 1 1 d . . . . .
N2 N 0.2307(5) 0.7375(5) 0.1016(2) 0.0285(10) Uani 1 1 d . . . . .
C1 C 0.5912(8) 0.9926(7) 0.4051(3) 0.0439(15) Uani 1 1 d . . . . .
H1A H 0.6536 0.9920 0.3751 0.053 Uiso 1 1 calc R U . . .
H1B H 0.6462 1.0679 0.4328 0.053 Uiso 1 1 calc R U . . .
H1C H 0.5458 0.9020 0.4252 0.053 Uiso 1 1 calc R U . . .
C2 C 0.3842(7) 1.0179(7) 0.4252(3) 0.0435(15) Uani 1 1 d . . . . .
H2A H 0.3116 1.0338 0.4083 0.052 Uiso 1 1 calc R U . . .
H2B H 0.3398 0.9272 0.4451 0.052 Uiso 1 1 calc R U . . .
H2C H 0.4402 1.0931 0.4527 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3884(8) 0.8981(7) 0.3353(4) 0.0517(18) Uani 1 1 d . . . . .
H3A H 0.4478 0.8961 0.3043 0.062 Uiso 1 1 calc R U . . .
H3B H 0.3443 0.8081 0.3559 0.062 Uiso 1 1 calc R U . . .
H3C H 0.3154 0.9140 0.3189 0.062 Uiso 1 1 calc R U . . .
C4 C 0.4791(7) 1.0176(6) 0.3776(3) 0.0360(13) Uani 1 1 d . . . . .
C5 C 0.4478(7) 1.1929(7) 0.3206(3) 0.0386(13) Uani 1 1 d . . . . .
H5A H 0.3723 1.1720 0.3488 0.046 Uiso 1 1 calc R U . . .
H5B H 0.4046 1.1316 0.2866 0.046 Uiso 1 1 calc R U . . .
C6 C 0.6545(7) 1.1693(7) 0.3021(3) 0.0377(13) Uani 1 1 d . . . . .
H6A H 0.6408 1.2115 0.2668 0.045 Uiso 1 1 calc R U . . .
H6B H 0.6334 1.0730 0.2924 0.045 Uiso 1 1 calc R U . . .
C7 C 0.2948(8) 0.9511(7) 0.1608(3) 0.0489(17) Uani 1 1 d . . . . .
H7A H 0.3640 0.9360 0.1814 0.059 Uiso 1 1 calc R U . . .
H7B H 0.3396 1.0117 0.1273 0.059 Uiso 1 1 calc R U . . .
H7C H 0.2586 0.9962 0.1866 0.059 Uiso 1 1 calc R U . . .
C8 C 0.1122(10) 0.7213(8) 0.1941(4) 0.063(2) Uani 1 1 d . . . . .
H8A H 0.0339 0.6295 0.1828 0.076 Uiso 1 1 calc R U . . .
H8B H 0.1841 0.7085 0.2137 0.076 Uiso 1 1 calc R U . . .
H8C H 0.0780 0.7675 0.2204 0.076 Uiso 1 1 calc R U . . .
C9 C 0.0679(9) 0.8339(10) 0.1089(5) 0.064(2) Uani 1 1 d . . . . .
H9A H -0.0094 0.7429 0.0960 0.076 Uiso 1 1 calc R U . . .
H9B H 0.0312 0.8787 0.1346 0.076 Uiso 1 1 calc R U . . .
H9C H 0.1122 0.8942 0.0753 0.076 Uiso 1 1 calc R U . . .
C10 C 0.1754(7) 0.8119(7) 0.1408(3) 0.0409(15) Uani 1 1 d . . . . .
C11 C 0.3350(6) 0.8272(6) 0.0575(3) 0.0330(12) Uani 1 1 d . . . . .
H11A H 0.3222 0.9084 0.0491 0.040 Uiso 1 1 calc R U . . .
H11B H 0.3167 0.7725 0.0215 0.040 Uiso 1 1 calc R U . . .
C12 C 0.1187(6) 0.6054(6) 0.0760(3) 0.0329(12) Uani 1 1 d . . . . .
H12A H 0.0790 0.6280 0.0420 0.040 Uiso 1 1 calc R U . . .
H12B H 0.0422 0.5564 0.1045 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1352(11) 1.013(2) 0.5113(4) 0.093(4) Uani 1 1 d . . . . .
H13A H 0.1340 1.0133 0.5540 0.111 Uiso 1 1 calc R U . . .
H13B H 0.2251 1.0223 0.4984 0.111 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N1 2.066(4) 2_775 ?
Cu1 N1 2.066(5) . ?
Cu1 N1 2.066(4) 3_575 ?
Cu1 Cl1 2.161(3) . ?
Cu2 N2 1.963(15) . ?
Cu2 N2 1.963(15) 3_565 ?
Cu2 N2 1.963(15) 2_665 ?
Cu2 Cl2 2.04(3) . ?
P1 F1 1.579(5) . ?
P1 F1 1.579(5) 2_775 ?
P1 F1 1.579(5) 3_575 ?
P1 F2 1.603(4) 2_775 ?
P1 F2 1.603(4) . ?
P1 F2 1.603(4) 3_575 ?
P2 F4 1.543(7) . ?
P2 F4 1.543(7) 3_465 ?
P2 F4 1.543(7) 2_675 ?
P2 F3 1.571(7) 2_675 ?
P2 F3 1.571(7) 3_465 ?
P2 F3 1.571(7) . ?
N1 C6 1.495(8) . ?
N1 C5 1.499(8) . ?
N1 C4 1.535(7) . ?
N2 C12 1.480(7) . ?
N2 C11 1.484(7) . ?
N2 C10 1.536(8) . ?
C1 C4 1.529(9) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C4 1.519(9) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.540(9) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 C6 1.518(9) 3_575 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C5 1.518(9) 2_775 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C10 1.506(9) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C10 1.521(10) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.513(11) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.525(8) 3_565 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C11 1.525(8) 2_665 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C13 1.512(10) 6_666 ?
C13 C13 1.512(11) 5_456 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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 N1 88.94(19) 2_775 . ?
N1 Cu1 N1 88.94(19) 2_775 3_575 ?
N1 Cu1 N1 88.94(19) . 3_575 ?
N1 Cu1 Cl1 126.01(13) 2_775 . ?
N1 Cu1 Cl1 126.01(13) . . ?
N1 Cu1 Cl1 126.01(13) 3_575 . ?
N2 Cu2 N2 94.2(9) . 3_565 ?
N2 Cu2 N2 94.2(9) . 2_665 ?
N2 Cu2 N2 94.2(9) 3_565 2_665 ?
N2 Cu2 Cl2 122.3(7) . . ?
N2 Cu2 Cl2 122.3(7) 3_565 . ?
N2 Cu2 Cl2 122.3(7) 2_665 . ?
F1 P1 F1 90.1(3) . 2_775 ?
F1 P1 F1 90.1(3) . 3_575 ?
F1 P1 F1 90.1(3) 2_775 3_575 ?
F1 P1 F2 91.2(3) . 2_775 ?
F1 P1 F2 90.4(3) 2_775 2_775 ?
F1 P1 F2 178.5(3) 3_575 2_775 ?
F1 P1 F2 90.4(3) . . ?
F1 P1 F2 178.5(3) 2_775 . ?
F1 P1 F2 91.2(3) 3_575 . ?
F2 P1 F2 88.2(2) 2_775 . ?
F1 P1 F2 178.5(3) . 3_575 ?
F1 P1 F2 91.2(3) 2_775 3_575 ?
F1 P1 F2 90.4(3) 3_575 3_575 ?
F2 P1 F2 88.2(2) 2_775 3_575 ?
F2 P1 F2 88.2(2) . 3_575 ?
F4 P2 F4 91.1(6) . 3_465 ?
F4 P2 F4 91.1(6) . 2_675 ?
F4 P2 F4 91.1(6) 3_465 2_675 ?
F4 P2 F3 88.5(5) . 2_675 ?
F4 P2 F3 88.7(6) 3_465 2_675 ?
F4 P2 F3 179.5(6) 2_675 2_675 ?
F4 P2 F3 88.7(6) . 3_465 ?
F4 P2 F3 179.5(6) 3_465 3_465 ?
F4 P2 F3 88.5(5) 2_675 3_465 ?
F3 P2 F3 91.7(5) 2_675 3_465 ?
F4 P2 F3 179.5(6) . . ?
F4 P2 F3 88.5(5) 3_465 . ?
F4 P2 F3 88.7(6) 2_675 . ?
F3 P2 F3 91.7(5) 2_675 . ?
F3 P2 F3 91.7(5) 3_465 . ?
C6 N1 C5 109.8(5) . . ?
C6 N1 C4 112.5(5) . . ?
C5 N1 C4 110.9(5) . . ?
C6 N1 Cu1 105.2(3) . . ?
C5 N1 Cu1 102.0(3) . . ?
C4 N1 Cu1 115.9(3) . . ?
C12 N2 C11 111.2(5) . . ?
C12 N2 C10 113.8(5) . . ?
C11 N2 C10 115.7(5) . . ?
C12 N2 Cu2 100.7(4) . . ?
C11 N2 Cu2 103.0(6) . . ?
C10 N2 Cu2 110.7(7) . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 C1 108.3(6) . . ?
C2 C4 N1 110.1(5) . . ?
C1 C4 N1 108.4(5) . . ?
C2 C4 C3 108.2(5) . . ?
C1 C4 C3 110.4(6) . . ?
N1 C4 C3 111.4(5) . . ?
N1 C5 C6 111.8(5) . 3_575 ?
N1 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 3_575 . ?
N1 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 3_575 . ?
H5A C5 H5B 107.9 . . ?
N1 C6 C5 113.7(5) . 2_775 ?
N1 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 2_775 . ?
N1 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 2_775 . ?
H6A C6 H6B 107.7 . . ?
C10 C7 H7A 109.5 . . ?
C10 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C10 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C10 C8 H8A 109.5 . . ?
C10 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C10 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 C9 110.0(6) . . ?
C7 C10 C8 107.2(6) . . ?
C9 C10 C8 111.4(7) . . ?
C7 C10 N2 110.3(5) . . ?
C9 C10 N2 110.1(6) . . ?
C8 C10 N2 107.8(5) . . ?
N2 C11 C12 113.4(5) . 3_565 ?
N2 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 3_565 . ?
N2 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 3_565 . ?
H11A C11 H11B 107.7 . . ?
N2 C12 C11 112.1(5) . 2_665 ?
N2 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 2_665 . ?
N2 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 2_665 . ?
H12A C12 H12B 107.9 . . ?
C13 C13 C13 108.6(7) 6_666 5_456 ?
C13 C13 H13A 110.0 6_666 . ?
C13 C13 H13A 110.0 5_456 . ?
C13 C13 H13B 110.0 6_666 . ?
C13 C13 H13B 110.0 5_456 . ?
H13A C13 H13B 108.4 . . ?

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
C6 N1 C4 C2 176.5(5) . . . . ?
C5 N1 C4 C2 -60.1(6) . . . . ?
Cu1 N1 C4 C2 55.5(6) . . . . ?
C6 N1 C4 C1 58.2(6) . . . . ?
C5 N1 C4 C1 -178.4(5) . . . . ?
Cu1 N1 C4 C1 -62.8(6) . . . . ?
C6 N1 C4 C3 -63.5(7) . . . . ?
C5 N1 C4 C3 59.9(6) . . . . ?
Cu1 N1 C4 C3 175.5(4) . . . . ?
C6 N1 C5 C6 -68.0(6) . . . 3_575 ?
C4 N1 C5 C6 167.1(5) . . . 3_575 ?
Cu1 N1 C5 C6 43.1(5) . . . 3_575 ?
C5 N1 C6 C5 132.0(5) . . . 2_775 ?
C4 N1 C6 C5 -104.1(6) . . . 2_775 ?
Cu1 N1 C6 C5 22.9(6) . . . 2_775 ?
C12 N2 C10 C7 -175.0(5) . . . . ?
C11 N2 C10 C7 -44.3(7) . . . . ?
Cu2 N2 C10 C7 72.4(6) . . . . ?
C12 N2 C10 C9 -53.5(7) . . . . ?
C11 N2 C10 C9 77.2(7) . . . . ?
Cu2 N2 C10 C9 -166.1(5) . . . . ?
C12 N2 C10 C8 68.3(7) . . . . ?
C11 N2 C10 C8 -161.0(6) . . . . ?
Cu2 N2 C10 C8 -44.3(7) . . . . ?
C12 N2 C11 C12 -131.1(5) . . . 3_565 ?
C10 N2 C11 C12 97.0(6) . . . 3_565 ?
Cu2 N2 C11 C12 -24.0(7) . . . 3_565 ?
C11 N2 C12 C11 69.2(6) . . . 2_665 ?
C10 N2 C12 C11 -157.9(5) . . . 2_665 ?
Cu2 N2 C12 C11 -39.4(8) . . . 2_665 ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2014-3


