# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2367201'
loop_
_audit_author_name
_audit_author_address
'Lidia Ciccone'
;University of Pisa
Italy
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        CuBetTfN
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H26 Cu F12 N4 O13 S4'
_chemical_formula_weight         890.19

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z'
'-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                   21.4028(8)
_cell_length_b                   22.6225(9)
_cell_length_c                   13.9791(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6768.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9399
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      30.035

_exptl_crystal_description       tabular
_exptl_crystal_colour            green
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_F_000             3592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.017
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_T_max  0.816
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   micro-focus
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_reflns_number            107323
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.903
_diffrn_reflns_theta_max         30.050
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9890
_reflns_number_gt                8676
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex4 (Bruker AXS Inc., 2022)'
_computing_cell_refinement       'Apex4 (Bruker AXS Inc., 2022)'
_computing_data_reduction        'Apex4 (Bruker AXS Inc., 2022)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+7.0053P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9890
_refine_ls_number_parameters     452
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.52979(2) 0.49152(2) 0.41819(2) 0.01337(5) Uani 1 1 d . . . . .
S1 S 0.17936(2) 0.64390(2) 0.63788(3) 0.02046(8) Uani 1 1 d . . . . .
S2 S 0.25674(2) 0.57320(2) 0.74813(3) 0.01649(7) Uani 1 1 d . . . . .
S3 S 0.07549(2) 0.28433(2) 0.78214(3) 0.02232(8) Uani 1 1 d . . . . .
S4 S 0.10326(2) 0.33049(2) 0.60220(3) 0.02830(10) Uani 1 1 d . . . . .
F1 F 0.06345(7) 0.63030(7) 0.59142(15) 0.0660(5) Uani 1 1 d . . . . .
F2 F 0.35613(6) 0.63857(6) 0.72073(10) 0.0395(3) Uani 1 1 d . . . . .
F3 F 0.09758(6) 0.56480(6) 0.69015(10) 0.0402(3) Uani 1 1 d . . . . .
F4 F 0.28634(6) 0.67796(5) 0.81196(10) 0.0380(3) Uani 1 1 d . . . . .
F5 F 0.34451(6) 0.60716(6) 0.86393(9) 0.0381(3) Uani 1 1 d . . . . .
F6 F 0.12225(7) 0.55977(6) 0.54166(9) 0.0453(3) Uani 1 1 d . . . . .
F7 F 0.17846(8) 0.22682(9) 0.8165(2) 0.0931(8) Uani 1 1 d . . . . .
F8 F 0.04849(10) 0.41310(8) 0.50473(12) 0.0698(5) Uani 1 1 d . . . . .
F9 F 0.00132(7) 0.39042(7) 0.63573(13) 0.0572(4) Uani 1 1 d . . . . .
F10 F 0.09495(10) 0.17691(6) 0.84193(12) 0.0626(5) Uani 1 1 d . . . . .
F11 F 0.12489(11) 0.19291(7) 0.69836(15) 0.0826(7) Uani 1 1 d . . . . .
F12 F 0.08551(9) 0.44218(6) 0.63979(12) 0.0608(5) Uani 1 1 d . . . . .
O1 O 0.60282(5) 0.52301(6) 0.48656(8) 0.0229(2) Uani 1 1 d . . . . .
O2 O 0.55164(5) 0.53708(5) 0.62487(8) 0.0209(2) Uani 1 1 d . . . . .
O3 O 0.57671(6) 0.48488(6) 0.28425(8) 0.0224(2) Uani 1 1 d D . . . .
H H 0.6222(5) 0.4831(11) 0.2813(18) 0.034 Uiso 1 1 d D U . . .
O4 O 0.54963(6) 0.41293(5) 0.47107(8) 0.0212(2) Uani 1 1 d . . . . .
O5 O 0.50328(6) 0.57276(5) 0.39235(9) 0.0243(2) Uani 1 1 d . . . . .
O6 O 0.16165(6) 0.67581(6) 0.72218(10) 0.0278(3) Uani 1 1 d . . . . .
O7 O 0.29323(6) 0.52072(5) 0.73072(9) 0.0248(2) Uani 1 1 d . . . . .
O8 O 0.21165(6) 0.57051(5) 0.82346(9) 0.0245(2) Uani 1 1 d . . . . .
O9 O 0.18959(7) 0.67606(6) 0.55124(10) 0.0322(3) Uani 1 1 d . . . . .
O10 O 0.01516(6) 0.26683(7) 0.75032(9) 0.0306(3) Uani 1 1 d . . . . .
O11 O 0.08177(7) 0.30753(6) 0.87710(10) 0.0334(3) Uani 1 1 d . . . . .
O12 O 0.06475(8) 0.28599(7) 0.55923(10) 0.0382(3) Uani 1 1 d . . . . .
O13 O 0.16065(8) 0.34644(9) 0.55721(12) 0.0514(5) Uani 1 1 d . . . . .
N1 N 0.70965(6) 0.58329(6) 0.56084(10) 0.0184(2) Uani 1 1 d . . . . .
N2 N 0.41110(6) 0.70200(5) 0.46256(9) 0.0148(2) Uani 1 1 d . . . . .
N3 N 0.23427(6) 0.59775(6) 0.64934(9) 0.0206(3) Uani 1 1 d . . . . .
C1 C 0.59889(7) 0.53907(6) 0.57214(11) 0.0162(3) Uani 1 1 d . . . . .
C2 C 0.65633(7) 0.56262(7) 0.62284(11) 0.0173(3) Uani 1 1 d . . . . .
H2 H 0.643229 0.596092 0.663811 0.021 Uiso 1 1 calc R U . . .
H1 H 0.672254 0.531194 0.665672 0.021 Uiso 1 1 calc R U . . .
C3 C 0.74092(8) 0.53354(8) 0.50789(12) 0.0232(3) Uani 1 1 d . . . . .
H3 H 0.711530 0.516430 0.461821 0.035 Uiso 1 1 calc R U . . .
H4 H 0.754013 0.503070 0.553513 0.035 Uiso 1 1 calc R U . . .
H5 H 0.777598 0.548711 0.473850 0.035 Uiso 1 1 calc R U . . .
C4 C 0.75659(9) 0.61025(9) 0.62775(13) 0.0314(4) Uani 1 1 d . . . . .
H7 H 0.736939 0.642538 0.663515 0.047 Uiso 1 1 calc R U . . .
H6 H 0.791918 0.625731 0.590850 0.047 Uiso 1 1 calc R U . . .
H8 H 0.771539 0.580076 0.672540 0.047 Uiso 1 1 calc R U . . .
C5 C 0.68856(9) 0.62962(8) 0.49061(13) 0.0269(3) Uani 1 1 d . . . . .
H11 H 0.659106 0.612028 0.445108 0.040 Uiso 1 1 calc R U . . .
H9 H 0.724842 0.645073 0.455918 0.040 Uiso 1 1 calc R U . . .
H10 H 0.667992 0.661936 0.525093 0.040 Uiso 1 1 calc R U . . .
C6 C 0.56026(12) 0.51882(11) 0.20226(16) 0.0408(5) Uani 1 1 d . . . . .
H12 H 0.514676 0.520010 0.195959 0.061 Uiso 1 1 calc R U . . .
H13 H 0.578438 0.500667 0.145012 0.061 Uiso 1 1 calc R U . . .
H14 H 0.576351 0.559135 0.209378 0.061 Uiso 1 1 calc R U . . .
C7 C 0.47007(7) 0.60256(6) 0.44840(11) 0.0173(3) Uani 1 1 d . . . . .
C8 C 0.45495(8) 0.66314(7) 0.40749(12) 0.0208(3) Uani 1 1 d . . . . .
H25 H 0.494781 0.684844 0.399554 0.025 Uiso 1 1 calc R U . . .
H15 H 0.437145 0.657334 0.342809 0.025 Uiso 1 1 calc R U . . .
C9 C 0.34808(7) 0.67383(7) 0.47485(12) 0.0217(3) Uani 1 1 d . . . . .
H18 H 0.352017 0.638673 0.515354 0.033 Uiso 1 1 calc R U . . .
H16 H 0.331589 0.662382 0.412129 0.033 Uiso 1 1 calc R U . . .
H17 H 0.319508 0.702061 0.505082 0.033 Uiso 1 1 calc R U . . .
C10 C 0.43793(8) 0.71850(7) 0.55803(12) 0.0220(3) Uani 1 1 d . . . . .
H21 H 0.442451 0.682920 0.597416 0.033 Uiso 1 1 calc R U . . .
H20 H 0.409909 0.746450 0.590099 0.033 Uiso 1 1 calc R U . . .
H19 H 0.478949 0.736908 0.548942 0.033 Uiso 1 1 calc R U . . .
C11 C 0.40368(8) 0.75733(7) 0.40390(11) 0.0202(3) Uani 1 1 d . . . . .
H23 H 0.385646 0.747280 0.341546 0.030 Uiso 1 1 calc R U . . .
H24 H 0.444624 0.775843 0.394606 0.030 Uiso 1 1 calc R U . . .
H22 H 0.375922 0.784895 0.437351 0.030 Uiso 1 1 calc R U . . .
C12 C 0.11185(9) 0.59641(9) 0.61355(15) 0.0323(4) Uani 1 1 d . . . . .
C13 C 0.31448(8) 0.62796(8) 0.78825(13) 0.0254(3) Uani 1 1 d . . . . .
C14 C 0.12080(13) 0.21624(10) 0.7846(2) 0.0503(6) Uani 1 1 d . . . . .
N4 N 0.11515(7) 0.32445(7) 0.71323(11) 0.0253(3) Uani 1 1 d . . . . .
C16 C 0.05665(12) 0.39792(10) 0.59605(17) 0.0418(5) Uani 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
Cu1 O2 1.9540(11) 5_666 ?
Cu1 O5 1.9570(11) . ?
Cu1 O1 1.9658(12) . ?
Cu1 O4 1.9717(11) . ?
Cu1 O3 2.1299(12) . ?
Cu1 Cu1 2.6465(4) 5_666 ?
S1 O9 1.4298(14) . ?
S1 O6 1.4330(14) . ?
S1 N3 1.5801(14) . ?
S1 C12 1.8325(19) . ?
S2 O8 1.4297(12) . ?
S2 O7 1.4417(12) . ?
S2 N3 1.5642(14) . ?
S2 C13 1.8376(17) . ?
S3 O10 1.4220(13) . ?
S3 O11 1.4337(14) . ?
S3 N4 1.5724(15) . ?
S3 C14 1.821(2) . ?
S4 O13 1.4264(15) . ?
S4 O12 1.4331(14) . ?
S4 N4 1.5787(16) . ?
S4 C16 1.825(3) . ?
F1 C12 1.325(2) . ?
F2 C13 1.320(2) . ?
F3 C12 1.323(2) . ?
F4 C13 1.324(2) . ?
F5 C13 1.324(2) . ?
F6 C12 1.322(3) . ?
F7 C14 1.334(3) . ?
F8 C16 1.333(3) . ?
F9 C16 1.319(3) . ?
F10 C14 1.320(3) . ?
F11 C14 1.319(3) . ?
F12 C16 1.326(3) . ?
O1 C1 1.2531(19) . ?
O2 C1 1.2523(18) . ?
O3 C6 1.424(2) . ?
O3 H 0.976(10) . ?
O4 C7 1.2522(19) 5_666 ?
O5 C7 1.2545(19) . ?
N1 C4 1.502(2) . ?
N1 C3 1.504(2) . ?
N1 C5 1.505(2) . ?
N1 C2 1.5075(19) . ?
N2 C8 1.4987(19) . ?
N2 C10 1.500(2) . ?
N2 C9 1.5016(19) . ?
N2 C11 1.5047(19) . ?
C1 C2 1.516(2) . ?
C2 H2 0.9900 . ?
C2 H1 0.9900 . ?
C3 H3 0.9800 . ?
C3 H4 0.9800 . ?
C3 H5 0.9800 . ?
C4 H7 0.9800 . ?
C4 H6 0.9800 . ?
C4 H8 0.9800 . ?
C5 H11 0.9800 . ?
C5 H9 0.9800 . ?
C5 H10 0.9800 . ?
C6 H12 0.9800 . ?
C6 H13 0.9800 . ?
C6 H14 0.9800 . ?
C7 C8 1.520(2) . ?
C8 H25 0.9900 . ?
C8 H15 0.9900 . ?
C9 H18 0.9800 . ?
C9 H16 0.9800 . ?
C9 H17 0.9800 . ?
C10 H21 0.9800 . ?
C10 H20 0.9800 . ?
C10 H19 0.9800 . ?
C11 H23 0.9800 . ?
C11 H24 0.9800 . ?
C11 H22 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
O2 Cu1 O5 89.75(5) 5_666 . ?
O2 Cu1 O1 168.23(5) 5_666 . ?
O5 Cu1 O1 88.85(6) . . ?
O2 Cu1 O4 90.52(5) 5_666 . ?
O5 Cu1 O4 168.08(5) . . ?
O1 Cu1 O4 88.47(5) . . ?
O2 Cu1 O3 97.25(5) 5_666 . ?
O5 Cu1 O3 92.33(5) . . ?
O1 Cu1 O3 94.48(5) . . ?
O4 Cu1 O3 99.46(5) . . ?
O2 Cu1 Cu1 83.37(3) 5_666 5_666 ?
O5 Cu1 Cu1 83.32(4) . 5_666 ?
O1 Cu1 Cu1 84.86(3) . 5_666 ?
O4 Cu1 Cu1 84.87(3) . 5_666 ?
O3 Cu1 Cu1 175.61(4) . 5_666 ?
O9 S1 O6 118.74(9) . . ?
O9 S1 N3 107.95(8) . . ?
O6 S1 N3 116.51(7) . . ?
O9 S1 C12 105.18(9) . . ?
O6 S1 C12 103.86(9) . . ?
N3 S1 C12 102.58(8) . . ?
O8 S2 O7 117.06(8) . . ?
O8 S2 N3 117.25(8) . . ?
O7 S2 N3 108.05(8) . . ?
O8 S2 C13 104.94(8) . . ?
O7 S2 C13 104.03(8) . . ?
N3 S2 C13 103.70(8) . . ?
O10 S3 O11 118.46(8) . . ?
O10 S3 N4 117.34(8) . . ?
O11 S3 N4 107.78(8) . . ?
O10 S3 C14 104.71(12) . . ?
O11 S3 C14 104.04(12) . . ?
N4 S3 C14 102.25(11) . . ?
O13 S4 O12 119.22(10) . . ?
O13 S4 N4 108.46(10) . . ?
O12 S4 N4 116.36(8) . . ?
O13 S4 C16 103.80(12) . . ?
O12 S4 C16 104.66(11) . . ?
N4 S4 C16 101.94(10) . . ?
C1 O1 Cu1 121.05(10) . . ?
C1 O2 Cu1 123.41(10) . 5_666 ?
C6 O3 Cu1 123.58(12) . . ?
C6 O3 H 103.6(15) . . ?
Cu1 O3 H 120.7(15) . . ?
C7 O4 Cu1 121.11(10) 5_666 . ?
C7 O5 Cu1 123.61(10) . . ?
C4 N1 C3 108.22(13) . . ?
C4 N1 C5 108.90(14) . . ?
C3 N1 C5 109.49(13) . . ?
C4 N1 C2 105.92(12) . . ?
C3 N1 C2 112.81(12) . . ?
C5 N1 C2 111.33(12) . . ?
C8 N2 C10 111.30(12) . . ?
C8 N2 C9 111.86(12) . . ?
C10 N2 C9 110.34(12) . . ?
C8 N2 C11 105.91(11) . . ?
C10 N2 C11 108.56(12) . . ?
C9 N2 C11 108.69(12) . . ?
S2 N3 S1 123.55(9) . . ?
O2 C1 O1 127.30(15) . . ?
O2 C1 C2 113.10(13) . . ?
O1 C1 C2 119.59(13) . . ?
N1 C2 C1 117.02(12) . . ?
N1 C2 H2 108.0 . . ?
C1 C2 H2 108.0 . . ?
N1 C2 H1 108.0 . . ?
C1 C2 H1 108.0 . . ?
H2 C2 H1 107.3 . . ?
N1 C3 H3 109.5 . . ?
N1 C3 H4 109.5 . . ?
H3 C3 H4 109.5 . . ?
N1 C3 H5 109.5 . . ?
H3 C3 H5 109.5 . . ?
H4 C3 H5 109.5 . . ?
N1 C4 H7 109.5 . . ?
N1 C4 H6 109.5 . . ?
H7 C4 H6 109.5 . . ?
N1 C4 H8 109.5 . . ?
H7 C4 H8 109.5 . . ?
H6 C4 H8 109.5 . . ?
N1 C5 H11 109.5 . . ?
N1 C5 H9 109.5 . . ?
H11 C5 H9 109.5 . . ?
N1 C5 H10 109.5 . . ?
H11 C5 H10 109.5 . . ?
H9 C5 H10 109.5 . . ?
O3 C6 H12 109.5 . . ?
O3 C6 H13 109.5 . . ?
H12 C6 H13 109.5 . . ?
O3 C6 H14 109.5 . . ?
H12 C6 H14 109.5 . . ?
H13 C6 H14 109.5 . . ?
O4 C7 O5 127.02(14) 5_666 . ?
O4 C7 C8 121.25(13) 5_666 . ?
O5 C7 C8 111.73(13) . . ?
N2 C8 C7 117.97(13) . . ?
N2 C8 H25 107.8 . . ?
C7 C8 H25 107.8 . . ?
N2 C8 H15 107.8 . . ?
C7 C8 H15 107.8 . . ?
H25 C8 H15 107.2 . . ?
N2 C9 H18 109.5 . . ?
N2 C9 H16 109.5 . . ?
H18 C9 H16 109.5 . . ?
N2 C9 H17 109.5 . . ?
H18 C9 H17 109.5 . . ?
H16 C9 H17 109.5 . . ?
N2 C10 H21 109.5 . . ?
N2 C10 H20 109.5 . . ?
H21 C10 H20 109.5 . . ?
N2 C10 H19 109.5 . . ?
H21 C10 H19 109.5 . . ?
H20 C10 H19 109.5 . . ?
N2 C11 H23 109.5 . . ?
N2 C11 H24 109.5 . . ?
H23 C11 H24 109.5 . . ?
N2 C11 H22 109.5 . . ?
H23 C11 H22 109.5 . . ?
H24 C11 H22 109.5 . . ?
F6 C12 F3 108.38(16) . . ?
F6 C12 F1 108.48(18) . . ?
F3 C12 F1 108.72(19) . . ?
F6 C12 S1 112.09(15) . . ?
F3 C12 S1 110.40(13) . . ?
F1 C12 S1 108.69(14) . . ?
F2 C13 F4 109.32(16) . . ?
F2 C13 F5 107.94(15) . . ?
F4 C13 F5 108.93(15) . . ?
F2 C13 S2 111.00(12) . . ?
F4 C13 S2 110.28(12) . . ?
F5 C13 S2 109.31(13) . . ?
F11 C14 F10 108.3(2) . . ?
F11 C14 F7 108.4(3) . . ?
F10 C14 F7 107.8(2) . . ?
F11 C14 S3 110.93(18) . . ?
F10 C14 S3 111.01(19) . . ?
F7 C14 S3 110.32(19) . . ?
S3 N4 S4 124.42(10) . . ?
F9 C16 F12 108.8(2) . . ?
F9 C16 F8 108.6(2) . . ?
F12 C16 F8 107.94(18) . . ?
F9 C16 S4 111.32(15) . . ?
F12 C16 S4 110.78(17) . . ?
F8 C16 S4 109.39(19) . . ?

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
O8 S2 N3 S1 28.30(14) . . . . ?
O7 S2 N3 S1 163.22(10) . . . . ?
C13 S2 N3 S1 -86.79(12) . . . . ?
O9 S1 N3 S2 153.77(10) . . . . ?
O6 S1 N3 S2 17.19(14) . . . . ?
C12 S1 N3 S2 -95.49(12) . . . . ?
Cu1 O2 C1 O1 -1.2(2) 5_666 . . . ?
Cu1 O2 C1 C2 -179.62(9) 5_666 . . . ?
Cu1 O1 C1 O2 1.1(2) . . . . ?
Cu1 O1 C1 C2 179.44(10) . . . . ?
C4 N1 C2 C1 173.84(14) . . . . ?
C3 N1 C2 C1 -67.95(17) . . . . ?
C5 N1 C2 C1 55.61(18) . . . . ?
O2 C1 C2 N1 -162.80(13) . . . . ?
O1 C1 C2 N1 18.6(2) . . . . ?
Cu1 O5 C7 O4 2.4(2) . . . 5_666 ?
Cu1 O5 C7 C8 -177.77(11) . . . . ?
C10 N2 C8 C7 63.88(18) . . . . ?
C9 N2 C8 C7 -60.06(18) . . . . ?
C11 N2 C8 C7 -178.32(14) . . . . ?
O4 C7 C8 N2 -5.2(2) 5_666 . . . ?
O5 C7 C8 N2 174.92(14) . . . . ?
O9 S1 C12 F6 59.84(16) . . . . ?
O6 S1 C12 F6 -174.71(13) . . . . ?
N3 S1 C12 F6 -52.97(15) . . . . ?
O9 S1 C12 F3 -179.23(14) . . . . ?
O6 S1 C12 F3 -53.78(16) . . . . ?
N3 S1 C12 F3 67.96(16) . . . . ?
O9 S1 C12 F1 -60.06(19) . . . . ?
O6 S1 C12 F1 65.39(18) . . . . ?
N3 S1 C12 F1 -172.87(16) . . . . ?
O8 S2 C13 F2 -174.39(12) . . . . ?
O7 S2 C13 F2 62.11(14) . . . . ?
N3 S2 C13 F2 -50.82(14) . . . . ?
O8 S2 C13 F4 -53.08(15) . . . . ?
O7 S2 C13 F4 -176.58(13) . . . . ?
N3 S2 C13 F4 70.49(14) . . . . ?
O8 S2 C13 F5 66.66(14) . . . . ?
O7 S2 C13 F5 -56.84(14) . . . . ?
N3 S2 C13 F5 -169.77(12) . . . . ?
O10 S3 C14 F11 61.7(2) . . . . ?
O11 S3 C14 F11 -173.26(19) . . . . ?
N4 S3 C14 F11 -61.1(2) . . . . ?
O10 S3 C14 F10 -58.7(2) . . . . ?
O11 S3 C14 F10 66.3(2) . . . . ?
N4 S3 C14 F10 178.44(19) . . . . ?
O10 S3 C14 F7 -178.1(2) . . . . ?
O11 S3 C14 F7 -53.1(2) . . . . ?
N4 S3 C14 F7 59.0(2) . . . . ?
O10 S3 N4 S4 -19.80(16) . . . . ?
O11 S3 N4 S4 -156.63(12) . . . . ?
C14 S3 N4 S4 94.08(15) . . . . ?
O13 S4 N4 S3 -153.80(13) . . . . ?
O12 S4 N4 S3 -16.10(17) . . . . ?
C16 S4 N4 S3 97.07(14) . . . . ?
O13 S4 C16 F9 -179.72(16) . . . . ?
O12 S4 C16 F9 54.56(18) . . . . ?
N4 S4 C16 F9 -67.06(17) . . . . ?
O13 S4 C16 F12 -58.57(19) . . . . ?
O12 S4 C16 F12 175.71(16) . . . . ?
N4 S4 C16 F12 54.09(18) . . . . ?
O13 S4 C16 F8 60.30(18) . . . . ?
O12 S4 C16 F8 -65.42(18) . . . . ?
N4 S4 C16 F8 172.95(16) . . . . ?

_refine_diff_density_max         0.857
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.071



_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2374223'
loop_
_audit_author_name
_audit_author_address
'Lidia Ciccone'
;University of Pisa
Italy
;
_audit_update_record             
;
2024-07-29 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        CaBetTfN_2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H33 Ca F12 N5 O14 S4'
_chemical_formula_weight         951.82

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0322(2)
_cell_length_b                   15.1177(4)
_cell_length_c                   15.2478(4)
_cell_angle_alpha                105.4270(10)
_cell_angle_beta                 105.0780(10)
_cell_angle_gamma                101.0740(10)
_cell_volume                     1860.00(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9892
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.29

_exptl_crystal_description       tabular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_F_000             972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.519
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   micro-focus
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_reflns_number            52290
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.387
_diffrn_reflns_theta_max         28.291
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9211
_reflns_number_gt                8259
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex4 (Bruker AXS Inc., 2022)'
_computing_cell_refinement       'Apex4 (Bruker AXS Inc., 2022)'
_computing_data_reduction        'Apex4 (Bruker AXS Inc., 2022)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+1.7887P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9211
_refine_ls_number_parameters     508
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0826
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.500000 0.500000 0.000000 0.00858(8) Uani 1 2 d S . P . .
Ca2 Ca 0.000000 0.500000 0.000000 0.00872(8) Uani 1 2 d S . P . .
S1 S 0.89676(4) 0.73701(3) 0.47560(3) 0.01327(8) Uani 1 1 d . . . . .
S2 S 0.77194(4) 0.65629(3) 0.59552(3) 0.01574(8) Uani 1 1 d . . . . .
S3 S 0.66039(5) 1.05104(3) 0.73664(3) 0.01543(8) Uani 1 1 d . . . . .
S4 S 0.66544(5) 0.99849(3) 0.89880(3) 0.01490(8) Uani 1 1 d . . . . .
F1 F 1.03366(15) 0.90014(8) 0.46831(9) 0.0357(3) Uani 1 1 d . . . . .
F2 F 0.88063(15) 0.70617(9) 0.78200(8) 0.0335(3) Uani 1 1 d . . . . .
F3 F 1.02356(13) 0.79021(8) 0.72364(8) 0.0277(2) Uani 1 1 d . . . . .
F4 F 0.79844(16) 0.81344(9) 0.73064(9) 0.0373(3) Uani 1 1 d . . . . .
F5 F 0.79087(15) 0.88470(8) 0.46646(9) 0.0342(3) Uani 1 1 d . . . . .
F6 F 0.97749(17) 0.91055(8) 0.59911(8) 0.0393(3) Uani 1 1 d . . . . .
F7 F 0.44255(15) 0.96835(9) 0.56776(8) 0.0364(3) Uani 1 1 d . . . . .
F8 F 0.93499(12) 1.10673(9) 1.03236(8) 0.0297(2) Uani 1 1 d . . . . .
F9 F 0.72623(14) 1.11360(8) 1.07333(8) 0.0324(3) Uani 1 1 d . . . . .
F10 F 0.5895(2) 0.88162(10) 0.60989(10) 0.0603(5) Uani 1 1 d . . . . .
F11 F 0.40719(19) 0.90378(11) 0.67200(10) 0.0570(4) Uani 1 1 d . . . . .
F12 F 0.78100(14) 1.18516(7) 0.97606(8) 0.0283(2) Uani 1 1 d . . . . .
O1 O 0.91419(14) 0.44919(9) 0.11773(8) 0.0206(2) Uani 1 1 d . . . . .
O2 O 0.96439(13) 0.65264(8) 0.05372(8) 0.0174(2) Uani 1 1 d . . . . .
O3 O 0.23393(13) 0.55940(8) 0.12787(8) 0.0167(2) Uani 1 1 d . . . . .
O4 O 0.83039(15) 0.70060(9) 0.37268(8) 0.0206(2) Uani 1 1 d . . . . .
O5 O 1.04974(14) 0.72594(10) 0.51924(9) 0.0231(3) Uani 1 1 d . . . . .
O6 O 0.61361(15) 0.62258(10) 0.59748(10) 0.0276(3) Uani 1 1 d . . . . .
O7 O 0.86900(15) 0.59155(8) 0.58952(9) 0.0210(2) Uani 1 1 d . . . . .
O8 O 0.50348(14) 1.00175(9) 0.88215(9) 0.0220(2) Uani 1 1 d . . . . .
O9 O 0.77909(16) 1.07930(10) 0.69533(9) 0.0270(3) Uani 1 1 d . . . . .
O10 O 0.56499(16) 1.11413(9) 0.75815(9) 0.0227(3) Uani 1 1 d . . . . .
O11 O 0.71057(16) 0.92300(9) 0.92894(9) 0.0240(3) Uani 1 1 d . . . . .
O12 O 0.65256(14) 0.42860(9) 0.08893(8) 0.0196(2) Uani 1 1 d . . . . .
O13 O 0.49474(13) 0.59401(8) 0.14895(8) 0.0169(2) Uani 1 1 d . . . . .
O14 O 0.70277(14) 0.63044(8) 0.02452(9) 0.0207(2) Uani 1 1 d . . . . .
N1 N 0.67241(15) 0.37521(10) 0.25825(9) 0.0140(2) Uani 1 1 d . . . . .
N2 N 0.29994(14) 0.66635(9) 0.32827(9) 0.0111(2) Uani 1 1 d . . . . .
N3 N 0.77694(14) 0.83257(9) 0.13763(9) 0.0113(2) Uani 1 1 d . . . . .
N4 N 0.76266(15) 0.71143(10) 0.52125(10) 0.0164(3) Uani 1 1 d . . . . .
N5 N 0.73767(16) 1.01131(10) 0.81769(10) 0.0166(3) Uani 1 1 d . . . . .
C1 C 0.7186(2) 0.33379(16) 0.33727(14) 0.0290(4) Uani 1 1 d . . . . .
H20 H 0.724605 0.268691 0.309650 0.044 Uiso 1 1 calc R U . . .
H19 H 0.638431 0.332176 0.369909 0.044 Uiso 1 1 calc R U . . .
H1 H 0.823032 0.373481 0.383777 0.044 Uiso 1 1 calc R U . . .
C2 C 0.7984(2) 0.37479(14) 0.20937(13) 0.0219(3) Uani 1 1 d . . . . .
H18 H 0.794789 0.307460 0.179023 0.026 Uiso 1 1 calc R U . . .
H27 H 0.904365 0.406145 0.259748 0.026 Uiso 1 1 calc R U . . .
C3 C 0.78618(18) 0.42377(11) 0.13212(11) 0.0143(3) Uani 1 1 d . . . . .
C4 C 0.37645(17) 0.60143(10) 0.17526(10) 0.0109(3) Uani 1 1 d . . . . .
C5 C 0.42107(17) 0.67370(10) 0.27677(10) 0.0122(3) Uani 1 1 d . . . . .
H6 H 0.520930 0.667432 0.317438 0.015 Uiso 1 1 calc R U . . .
H5 H 0.444983 0.738727 0.272244 0.015 Uiso 1 1 calc R U . . .
C6 C 0.14919(19) 0.68577(13) 0.27849(12) 0.0187(3) Uani 1 1 d . . . . .
H29 H 0.175557 0.747342 0.268161 0.028 Uiso 1 1 calc R U . . .
H2 H 0.080038 0.687755 0.318562 0.028 Uiso 1 1 calc R U . . .
H28 H 0.093505 0.634884 0.216226 0.028 Uiso 1 1 calc R U . . .
C7 C 0.37495(19) 0.74061(12) 0.42628(11) 0.0195(3) Uani 1 1 d . . . . .
H4 H 0.402636 0.803989 0.419900 0.029 Uiso 1 1 calc R U . . .
H33 H 0.471880 0.727923 0.460958 0.029 Uiso 1 1 calc R U . . .
H3 H 0.299433 0.738515 0.462156 0.029 Uiso 1 1 calc R U . . .
C8 C 0.84332(17) 0.68083(10) 0.05093(10) 0.0116(3) Uani 1 1 d . . . . .
C9 C 0.87504(17) 0.79001(10) 0.08050(11) 0.0122(3) Uani 1 1 d . . . . .
H7 H 0.989413 0.819859 0.119032 0.015 Uiso 1 1 calc R U . . .
H8 H 0.855650 0.807667 0.021318 0.015 Uiso 1 1 calc R U . . .
C10 C 0.84357(19) 0.93955(11) 0.17152(12) 0.0175(3) Uani 1 1 d . . . . .
H10 H 0.840379 0.960722 0.115809 0.026 Uiso 1 1 calc R U . . .
H9 H 0.954313 0.958001 0.214299 0.026 Uiso 1 1 calc R U . . .
H11 H 0.779392 0.969602 0.206531 0.026 Uiso 1 1 calc R U . . .
C11 C 0.79130(19) 0.80061(12) 0.22361(11) 0.0169(3) Uani 1 1 d . . . . .
H14 H 0.742944 0.731409 0.202195 0.025 Uiso 1 1 calc R U . . .
H12 H 0.735966 0.833502 0.263543 0.025 Uiso 1 1 calc R U . . .
H13 H 0.904381 0.816002 0.261380 0.025 Uiso 1 1 calc R U . . .
C12 C 0.60408(17) 0.80684(11) 0.07773(11) 0.0160(3) Uani 1 1 d . . . . .
H16 H 0.595096 0.831162 0.023629 0.024 Uiso 1 1 calc R U . . .
H17 H 0.544743 0.835412 0.117509 0.024 Uiso 1 1 calc R U . . .
H15 H 0.559696 0.737156 0.053000 0.024 Uiso 1 1 calc R U . . .
C13 C 0.5113(2) 0.31352(17) 0.18955(14) 0.0365(5) Uani 1 1 d . . . . .
H23 H 0.477823 0.339461 0.137541 0.055 Uiso 1 1 calc R U . . .
H21 H 0.433521 0.312456 0.223964 0.055 Uiso 1 1 calc R U . . .
H22 H 0.517186 0.248344 0.162286 0.055 Uiso 1 1 calc R U . . .
C14 C 0.6668(3) 0.47378(14) 0.30108(15) 0.0333(4) Uani 1 1 d . . . . .
H25 H 0.632027 0.500410 0.249804 0.050 Uiso 1 1 calc R U . . .
H24 H 0.773382 0.513172 0.344834 0.050 Uiso 1 1 calc R U . . .
H26 H 0.591348 0.473225 0.337056 0.050 Uiso 1 1 calc R U . . .
C15 C 0.2603(2) 0.56995(12) 0.33907(13) 0.0224(3) Uani 1 1 d . . . . .
H30 H 0.208942 0.520963 0.275248 0.034 Uiso 1 1 calc R U . . .
H32 H 0.187409 0.568154 0.376667 0.034 Uiso 1 1 calc R U . . .
H31 H 0.358539 0.557566 0.372381 0.034 Uiso 1 1 calc R U . . .
C16 C 0.9258(2) 0.86626(12) 0.50492(13) 0.0236(3) Uani 1 1 d . . . . .
C17 C 0.8747(2) 0.74778(13) 0.71478(12) 0.0221(3) Uani 1 1 d . . . . .
C18 C 0.5162(2) 0.94473(13) 0.64131(13) 0.0265(4) Uani 1 1 d . . . . .
C20 C 0.7838(2) 1.10771(12) 1.00085(12) 0.0187(3) Uani 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
Ca1 O14 2.2906(11) . ?
Ca1 O14 2.2906(11) 2_665 ?
Ca1 O12 2.2979(11) . ?
Ca1 O12 2.2980(11) 2_665 ?
Ca1 O13 2.3548(11) . ?
Ca1 O13 2.3548(11) 2_665 ?
Ca2 O3 2.2954(11) . ?
Ca2 O3 2.2954(11) 2_565 ?
Ca2 O2 2.3485(11) 2_665 ?
Ca2 O2 2.3485(11) 1_455 ?
Ca2 O1 2.3753(11) 1_455 ?
Ca2 O1 2.3753(11) 2_665 ?
S1 O4 1.4315(12) . ?
S1 O5 1.4316(12) . ?
S1 N4 1.5820(13) . ?
S1 C16 1.8341(18) . ?
S2 O6 1.4339(12) . ?
S2 O7 1.4347(12) . ?
S2 N4 1.5699(13) . ?
S2 C17 1.8362(19) . ?
S3 O9 1.4307(13) . ?
S3 O10 1.4340(12) . ?
S3 N5 1.5757(14) . ?
S3 C18 1.8331(18) . ?
S4 O11 1.4283(12) . ?
S4 O8 1.4311(12) . ?
S4 N5 1.5784(14) . ?
S4 C20 1.8385(17) . ?
F1 C16 1.329(2) . ?
F2 C17 1.333(2) . ?
F3 C17 1.329(2) . ?
F4 C17 1.319(2) . ?
F5 C16 1.324(2) . ?
F6 C16 1.322(2) . ?
F7 C18 1.320(2) . ?
F8 C20 1.329(2) . ?
F9 C20 1.3285(18) . ?
F10 C18 1.321(2) . ?
F11 C18 1.316(2) . ?
F12 C20 1.3254(19) . ?
O1 C3 1.2405(19) . ?
O2 C8 1.2425(18) . ?
O3 C4 1.2412(18) . ?
O12 C3 1.2416(19) . ?
O13 C4 1.2490(18) . ?
O14 C8 1.2463(18) . ?
N1 C14 1.476(2) . ?
N1 C13 1.500(2) . ?
N1 C1 1.503(2) . ?
N1 C2 1.5140(19) . ?
N2 C15 1.496(2) . ?
N2 C7 1.4971(19) . ?
N2 C6 1.5002(19) . ?
N2 C5 1.5075(18) . ?
N3 C11 1.4972(19) . ?
N3 C12 1.5030(18) . ?
N3 C10 1.5048(19) . ?
N3 C9 1.5101(18) . ?
C1 H20 0.9800 . ?
C1 H19 0.9800 . ?
C1 H1 0.9800 . ?
C2 C3 1.541(2) . ?
C2 H18 0.9900 . ?
C2 H27 0.9900 . ?
C4 C5 1.5358(19) . ?
C5 H6 0.9900 . ?
C5 H5 0.9900 . ?
C6 H29 0.9800 . ?
C6 H2 0.9800 . ?
C6 H28 0.9800 . ?
C7 H4 0.9800 . ?
C7 H33 0.9800 . ?
C7 H3 0.9800 . ?
C8 C9 1.538(2) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 H10 0.9800 . ?
C10 H9 0.9800 . ?
C10 H11 0.9800 . ?
C11 H14 0.9800 . ?
C11 H12 0.9800 . ?
C11 H13 0.9800 . ?
C12 H16 0.9800 . ?
C12 H17 0.9800 . ?
C12 H15 0.9800 . ?
C13 H23 0.9800 . ?
C13 H21 0.9800 . ?
C13 H22 0.9800 . ?
C14 H25 0.9800 . ?
C14 H24 0.9800 . ?
C14 H26 0.9800 . ?
C15 H30 0.9800 . ?
C15 H32 0.9800 . ?
C15 H31 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
O14 Ca1 O14 180.0 . 2_665 ?
O14 Ca1 O12 96.81(4) . . ?
O14 Ca1 O12 83.19(4) 2_665 . ?
O14 Ca1 O12 83.19(4) . 2_665 ?
O14 Ca1 O12 96.81(4) 2_665 2_665 ?
O12 Ca1 O12 180.0 . 2_665 ?
O14 Ca1 O13 82.84(4) . . ?
O14 Ca1 O13 97.16(4) 2_665 . ?
O12 Ca1 O13 85.38(4) . . ?
O12 Ca1 O13 94.62(4) 2_665 . ?
O14 Ca1 O13 97.16(4) . 2_665 ?
O14 Ca1 O13 82.84(4) 2_665 2_665 ?
O12 Ca1 O13 94.62(4) . 2_665 ?
O12 Ca1 O13 85.38(4) 2_665 2_665 ?
O13 Ca1 O13 180.00(5) . 2_665 ?
O3 Ca2 O3 180.0 . 2_565 ?
O3 Ca2 O2 94.56(4) . 2_665 ?
O3 Ca2 O2 85.44(4) 2_565 2_665 ?
O3 Ca2 O2 85.44(4) . 1_455 ?
O3 Ca2 O2 94.56(4) 2_565 1_455 ?
O2 Ca2 O2 180.0 2_665 1_455 ?
O3 Ca2 O1 79.49(4) . 1_455 ?
O3 Ca2 O1 100.51(4) 2_565 1_455 ?
O2 Ca2 O1 86.14(4) 2_665 1_455 ?
O2 Ca2 O1 93.86(4) 1_455 1_455 ?
O3 Ca2 O1 100.51(4) . 2_665 ?
O3 Ca2 O1 79.49(4) 2_565 2_665 ?
O2 Ca2 O1 93.86(4) 2_665 2_665 ?
O2 Ca2 O1 86.14(4) 1_455 2_665 ?
O1 Ca2 O1 180.00(6) 1_455 2_665 ?
O4 S1 O5 117.87(8) . . ?
O4 S1 N4 109.91(7) . . ?
O5 S1 N4 116.86(7) . . ?
O4 S1 C16 103.74(8) . . ?
O5 S1 C16 105.66(8) . . ?
N4 S1 C16 100.13(8) . . ?
O6 S2 O7 118.64(8) . . ?
O6 S2 N4 108.08(8) . . ?
O7 S2 N4 115.24(7) . . ?
O6 S2 C17 103.22(8) . . ?
O7 S2 C17 104.30(8) . . ?
N4 S2 C17 105.78(8) . . ?
O9 S3 O10 117.86(8) . . ?
O9 S3 N5 107.87(8) . . ?
O10 S3 N5 117.41(7) . . ?
O9 S3 C18 104.16(9) . . ?
O10 S3 C18 103.65(9) . . ?
N5 S3 C18 103.95(8) . . ?
O11 S4 O8 118.49(8) . . ?
O11 S4 N5 109.21(8) . . ?
O8 S4 N5 115.73(7) . . ?
O11 S4 C20 104.34(8) . . ?
O8 S4 C20 104.76(8) . . ?
N5 S4 C20 102.15(7) . . ?
C3 O1 Ca2 137.42(10) . 1_655 ?
C8 O2 Ca2 132.57(10) . 1_655 ?
C4 O3 Ca2 159.42(10) . . ?
C3 O12 Ca1 149.49(11) . . ?
C4 O13 Ca1 128.49(10) . . ?
C8 O14 Ca1 156.94(11) . . ?
C14 N1 C13 110.68(16) . . ?
C14 N1 C1 108.86(14) . . ?
C13 N1 C1 107.87(14) . . ?
C14 N1 C2 110.59(14) . . ?
C13 N1 C2 111.34(14) . . ?
C1 N1 C2 107.37(12) . . ?
C15 N2 C7 108.89(12) . . ?
C15 N2 C6 109.41(13) . . ?
C7 N2 C6 108.13(12) . . ?
C15 N2 C5 110.74(12) . . ?
C7 N2 C5 106.86(11) . . ?
C6 N2 C5 112.68(11) . . ?
C11 N3 C12 109.89(12) . . ?
C11 N3 C10 108.92(12) . . ?
C12 N3 C10 108.34(11) . . ?
C11 N3 C9 110.14(11) . . ?
C12 N3 C9 112.10(11) . . ?
C10 N3 C9 107.36(11) . . ?
S2 N4 S1 125.26(8) . . ?
S3 N5 S4 123.89(9) . . ?
N1 C1 H20 109.5 . . ?
N1 C1 H19 109.5 . . ?
H20 C1 H19 109.5 . . ?
N1 C1 H1 109.5 . . ?
H20 C1 H1 109.5 . . ?
H19 C1 H1 109.5 . . ?
N1 C2 C3 116.95(13) . . ?
N1 C2 H18 108.1 . . ?
C3 C2 H18 108.1 . . ?
N1 C2 H27 108.1 . . ?
C3 C2 H27 108.1 . . ?
H18 C2 H27 107.3 . . ?
O1 C3 O12 128.05(14) . . ?
O1 C3 C2 113.77(13) . . ?
O12 C3 C2 118.06(13) . . ?
O3 C4 O13 127.07(14) . . ?
O3 C4 C5 119.76(13) . . ?
O13 C4 C5 113.14(12) . . ?
N2 C5 C4 117.44(12) . . ?
N2 C5 H6 107.9 . . ?
C4 C5 H6 107.9 . . ?
N2 C5 H5 107.9 . . ?
C4 C5 H5 107.9 . . ?
H6 C5 H5 107.2 . . ?
N2 C6 H29 109.5 . . ?
N2 C6 H2 109.5 . . ?
H29 C6 H2 109.5 . . ?
N2 C6 H28 109.5 . . ?
H29 C6 H28 109.5 . . ?
H2 C6 H28 109.5 . . ?
N2 C7 H4 109.5 . . ?
N2 C7 H33 109.5 . . ?
H4 C7 H33 109.5 . . ?
N2 C7 H3 109.5 . . ?
H4 C7 H3 109.5 . . ?
H33 C7 H3 109.5 . . ?
O2 C8 O14 127.05(14) . . ?
O2 C8 C9 114.53(13) . . ?
O14 C8 C9 118.39(13) . . ?
N3 C9 C8 116.22(11) . . ?
N3 C9 H7 108.2 . . ?
C8 C9 H7 108.2 . . ?
N3 C9 H8 108.2 . . ?
C8 C9 H8 108.2 . . ?
H7 C9 H8 107.4 . . ?
N3 C10 H10 109.5 . . ?
N3 C10 H9 109.5 . . ?
H10 C10 H9 109.5 . . ?
N3 C10 H11 109.5 . . ?
H10 C10 H11 109.5 . . ?
H9 C10 H11 109.5 . . ?
N3 C11 H14 109.5 . . ?
N3 C11 H12 109.5 . . ?
H14 C11 H12 109.5 . . ?
N3 C11 H13 109.5 . . ?
H14 C11 H13 109.5 . . ?
H12 C11 H13 109.5 . . ?
N3 C12 H16 109.5 . . ?
N3 C12 H17 109.5 . . ?
H16 C12 H17 109.5 . . ?
N3 C12 H15 109.5 . . ?
H16 C12 H15 109.5 . . ?
H17 C12 H15 109.5 . . ?
N1 C13 H23 109.5 . . ?
N1 C13 H21 109.5 . . ?
H23 C13 H21 109.5 . . ?
N1 C13 H22 109.5 . . ?
H23 C13 H22 109.5 . . ?
H21 C13 H22 109.5 . . ?
N1 C14 H25 109.5 . . ?
N1 C14 H24 109.5 . . ?
H25 C14 H24 109.5 . . ?
N1 C14 H26 109.5 . . ?
H25 C14 H26 109.5 . . ?
H24 C14 H26 109.5 . . ?
N2 C15 H30 109.5 . . ?
N2 C15 H32 109.5 . . ?
H30 C15 H32 109.5 . . ?
N2 C15 H31 109.5 . . ?
H30 C15 H31 109.5 . . ?
H32 C15 H31 109.5 . . ?
F6 C16 F5 108.94(16) . . ?
F6 C16 F1 108.85(15) . . ?
F5 C16 F1 108.43(15) . . ?
F6 C16 S1 111.42(12) . . ?
F5 C16 S1 110.73(12) . . ?
F1 C16 S1 108.41(13) . . ?
F4 C17 F3 108.82(15) . . ?
F4 C17 F2 108.48(14) . . ?
F3 C17 F2 108.07(14) . . ?
F4 C17 S2 111.26(12) . . ?
F3 C17 S2 111.15(11) . . ?
F2 C17 S2 108.97(13) . . ?
F11 C18 F7 108.04(17) . . ?
F11 C18 F10 108.49(18) . . ?
F7 C18 F10 108.05(16) . . ?
F11 C18 S3 111.53(13) . . ?
F7 C18 S3 110.15(13) . . ?
F10 C18 S3 110.48(14) . . ?
F12 C20 F9 108.60(14) . . ?
F12 C20 F8 108.36(13) . . ?
F9 C20 F8 107.82(14) . . ?
F12 C20 S4 111.22(11) . . ?
F9 C20 S4 110.06(11) . . ?
F8 C20 S4 110.67(12) . . ?

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
O6 S2 N4 S1 -163.06(11) . . . . ?
O7 S2 N4 S1 -27.72(14) . . . . ?
C17 S2 N4 S1 86.92(12) . . . . ?
O4 S1 N4 S2 124.83(11) . . . . ?
O5 S1 N4 S2 -12.97(15) . . . . ?
C16 S1 N4 S2 -126.42(11) . . . . ?
O9 S3 N5 S4 162.98(10) . . . . ?
O10 S3 N5 S4 26.91(14) . . . . ?
C18 S3 N5 S4 -86.84(12) . . . . ?
O11 S4 N5 S3 152.11(10) . . . . ?
O8 S4 N5 S3 15.34(14) . . . . ?
C20 S4 N5 S3 -97.81(11) . . . . ?
C14 N1 C2 C3 -55.2(2) . . . . ?
C13 N1 C2 C3 68.3(2) . . . . ?
C1 N1 C2 C3 -173.86(15) . . . . ?
Ca2 O1 C3 O12 -10.0(3) 1_655 . . . ?
Ca2 O1 C3 C2 165.78(12) 1_655 . . . ?
Ca1 O12 C3 O1 -25.9(3) . . . . ?
Ca1 O12 C3 C2 158.50(16) . . . . ?
N1 C2 C3 O1 157.57(15) . . . . ?
N1 C2 C3 O12 -26.2(2) . . . . ?
Ca2 O3 C4 O13 -46.9(4) . . . . ?
Ca2 O3 C4 C5 131.1(2) . . . . ?
Ca1 O13 C4 O3 0.7(2) . . . . ?
Ca1 O13 C4 C5 -177.47(9) . . . . ?
C15 N2 C5 C4 58.74(17) . . . . ?
C7 N2 C5 C4 177.20(13) . . . . ?
C6 N2 C5 C4 -64.18(16) . . . . ?
O3 C4 C5 N2 20.8(2) . . . . ?
O13 C4 C5 N2 -160.91(13) . . . . ?
Ca2 O2 C8 O14 7.2(2) 1_655 . . . ?
Ca2 O2 C8 C9 -170.54(9) 1_655 . . . ?
Ca1 O14 C8 O2 30.1(4) . . . . ?
Ca1 O14 C8 C9 -152.3(2) . . . . ?
C11 N3 C9 C8 53.10(16) . . . . ?
C12 N3 C9 C8 -69.58(16) . . . . ?
C10 N3 C9 C8 171.56(12) . . . . ?
O2 C8 C9 N3 -142.58(13) . . . . ?
O14 C8 C9 N3 39.48(19) . . . . ?
O4 S1 C16 F6 175.84(13) . . . . ?
O5 S1 C16 F6 -59.52(15) . . . . ?
N4 S1 C16 F6 62.27(15) . . . . ?
O4 S1 C16 F5 54.43(14) . . . . ?
O5 S1 C16 F5 179.07(12) . . . . ?
N4 S1 C16 F5 -59.14(13) . . . . ?
O4 S1 C16 F1 -64.40(14) . . . . ?
O5 S1 C16 F1 60.24(14) . . . . ?
N4 S1 C16 F1 -177.97(12) . . . . ?
O6 S2 C17 F4 -55.64(14) . . . . ?
O7 S2 C17 F4 179.75(12) . . . . ?
N4 S2 C17 F4 57.79(14) . . . . ?
O6 S2 C17 F3 -177.09(12) . . . . ?
O7 S2 C17 F3 58.30(13) . . . . ?
N4 S2 C17 F3 -63.66(13) . . . . ?
O6 S2 C17 F2 63.92(13) . . . . ?
O7 S2 C17 F2 -60.69(13) . . . . ?
N4 S2 C17 F2 177.35(11) . . . . ?
O9 S3 C18 F11 173.23(14) . . . . ?
O10 S3 C18 F11 -62.91(16) . . . . ?
N5 S3 C18 F11 60.35(16) . . . . ?
O9 S3 C18 F7 -66.81(16) . . . . ?
O10 S3 C18 F7 57.06(15) . . . . ?
N5 S3 C18 F7 -179.69(13) . . . . ?
O9 S3 C18 F10 52.48(16) . . . . ?
O10 S3 C18 F10 176.35(14) . . . . ?
N5 S3 C18 F10 -60.39(16) . . . . ?
O11 S4 C20 F12 166.56(12) . . . . ?
O8 S4 C20 F12 -68.23(13) . . . . ?
N5 S4 C20 F12 52.83(13) . . . . ?
O11 S4 C20 F9 -73.03(14) . . . . ?
O8 S4 C20 F9 52.18(14) . . . . ?
N5 S4 C20 F9 173.24(12) . . . . ?
O11 S4 C20 F8 46.04(13) . . . . ?
O8 S4 C20 F8 171.26(11) . . . . ?
N5 S4 C20 F8 -67.68(12) . . . . ?

_refine_diff_density_max         0.916
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.064



