# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_p21n_new
_database_code_depnum_ccdc_archive 'CCDC 905762'
_audit_update_record             
;
2015-09-29 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '[(Cu+(14aneNSNS)] PF6 -'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H22 Cu F6 N2 P S2'
_chemical_formula_weight         442.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
F F 0.0171 0.0103 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   9.264(3)
_cell_length_b                   14.163(4)
_cell_length_c                   25.885(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.454(4)
_cell_angle_gamma                90.00
_cell_volume                     3374.7(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6232
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      24.69

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1808
_exptl_absorpt_coefficient_mu    1.690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6310
_exptl_absorpt_correction_T_max  0.7737
_exptl_absorpt_process_details   
'SADABS; Sheldrick, 2004 [Sheldrick, G. M. (2004)]'

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.6118  0.7452 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23768
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         25.01
_reflns_number_total             5921
_reflns_number_gt                4862
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. Hydrogen atoms were assigned
 ideal positions and refined isotropically as riding atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1083P)²+17.7142P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5921
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0780
_refine_ls_wR_factor_ref         0.2117
_refine_ls_wR_factor_gt          0.1989
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5383(13) 0.7316(10) 0.0158(4) 0.100(4) Uani 1 1 d . . .
H1A H 0.5854 0.7750 -0.0072 0.120 Uiso 1 1 calc R . .
H1B H 0.6157 0.6912 0.0336 0.120 Uiso 1 1 calc R . .
C2 C 0.4430(11) 0.6725(11) -0.0164(4) 0.102(4) Uani 1 1 d . . .
H2A H 0.4998 0.6447 -0.0428 0.122 Uiso 1 1 calc R . .
H2B H 0.3683 0.7137 -0.0352 0.122 Uiso 1 1 calc R . .
C3 C 0.3652(12) 0.5935(9) 0.0068(4) 0.084(3) Uani 1 1 d . . .
H3A H 0.3461 0.5429 -0.0195 0.100 Uiso 1 1 calc R . .
H3B H 0.4291 0.5669 0.0365 0.100 Uiso 1 1 calc R . .
C4 C 0.1618(12) 0.5361(7) 0.0515(4) 0.081(3) Uani 1 1 d . . .
H4A H 0.1203 0.4900 0.0252 0.097 Uiso 1 1 calc R . .
H4B H 0.2358 0.5034 0.0757 0.097 Uiso 1 1 calc R . .
C5 C 0.0414(12) 0.5753(8) 0.0816(5) 0.092(4) Uani 1 1 d . . .
H5A H 0.0008 0.5233 0.1010 0.110 Uiso 1 1 calc R . .
H5B H -0.0378 0.6008 0.0566 0.110 Uiso 1 1 calc R . .
C6 C -0.0584(11) 0.7431(9) 0.1220(5) 0.089(3) Uani 1 1 d . . .
H6A H -0.1447 0.7019 0.1220 0.107 Uiso 1 1 calc R . .
H6B H -0.0526 0.7822 0.1539 0.107 Uiso 1 1 calc R . .
C7 C -0.0815(13) 0.8056(8) 0.0774(4) 0.079(3) Uani 1 1 d . . .
H7A H -0.1821 0.8298 0.0761 0.095 Uiso 1 1 calc R . .
H7B H -0.0777 0.7661 0.0460 0.095 Uiso 1 1 calc R . .
C8 C 0.0149(12) 0.8892(9) 0.0718(4) 0.095(4) Uani 1 1 d . . .
H8A H -0.0399 0.9398 0.0518 0.114 Uiso 1 1 calc R . .
H8B H 0.0512 0.9145 0.1065 0.114 Uiso 1 1 calc R . .
C9 C 0.2454(16) 0.9369(7) 0.0439(5) 0.096(4) Uani 1 1 d . . .
H9A H 0.2631 0.9658 0.0788 0.115 Uiso 1 1 calc R . .
H9B H 0.2046 0.9865 0.0195 0.115 Uiso 1 1 calc R . .
C10 C 0.3905(15) 0.9047(8) 0.0274(4) 0.094(4) Uani 1 1 d . . .
H10A H 0.4607 0.9576 0.0320 0.113 Uiso 1 1 calc R . .
H10B H 0.3772 0.8880 -0.0100 0.113 Uiso 1 1 calc R . .
C11 C 0.7498(13) 0.5758(9) 0.3502(6) 0.107(4) Uani 1 1 d . . .
H11A H 0.6865 0.5929 0.3771 0.129 Uiso 1 1 calc R . .
H11B H 0.7236 0.6168 0.3196 0.129 Uiso 1 1 calc R . .
C12 C 0.7253(10) 0.4807(8) 0.3358(4) 0.079(3) Uani 1 1 d . . .
H12A H 0.6229 0.4737 0.3206 0.095 Uiso 1 1 calc R . .
H12B H 0.7392 0.4411 0.3675 0.095 Uiso 1 1 calc R . .
C13 C 0.8205(9) 0.3423(6) 0.2955(3) 0.059(2) Uani 1 1 d . . .
H13A H 0.7202 0.3200 0.2850 0.070 Uiso 1 1 calc R . .
H13B H 0.8523 0.3168 0.3305 0.070 Uiso 1 1 calc R . .
C14 C 0.9203(9) 0.3047(6) 0.2571(3) 0.059(2) Uani 1 1 d . . .
H14A H 0.8787 0.2450 0.2422 0.071 Uiso 1 1 calc R . .
H14B H 0.9205 0.3506 0.2283 0.071 Uiso 1 1 calc R . .
C15 C 1.0757(9) 0.2865(5) 0.2791(3) 0.0526(19) Uani 1 1 d . . .
H15A H 1.1243 0.2534 0.2522 0.063 Uiso 1 1 calc R . .
H15B H 1.0742 0.2425 0.3088 0.063 Uiso 1 1 calc R . .
C16 C 1.2277(9) 0.4417(5) 0.2402(3) 0.0467(17) Uani 1 1 d . . .
H16A H 1.3204 0.4166 0.2303 0.056 Uiso 1 1 calc R . .
H16B H 1.1497 0.4264 0.2121 0.056 Uiso 1 1 calc R . .
C17 C 1.2389(8) 0.5480(5) 0.2472(3) 0.0460(16) Uani 1 1 d . . .
H17A H 1.3155 0.5630 0.2758 0.055 Uiso 1 1 calc R . .
H17B H 1.2665 0.5772 0.2149 0.055 Uiso 1 1 calc R . .
C18 C 1.1087(8) 0.6877(5) 0.2739(3) 0.0427(16) Uani 1 1 d . . .
H18A H 1.1303 0.7255 0.2435 0.051 Uiso 1 1 calc R . .
H18B H 1.1899 0.6964 0.3017 0.051 Uiso 1 1 calc R . .
C19 C 0.9674(9) 0.7242(6) 0.2930(3) 0.0519(19) Uani 1 1 d . . .
H19A H 0.9559 0.7915 0.2832 0.062 Uiso 1 1 calc R . .
H19B H 0.8849 0.6894 0.2741 0.062 Uiso 1 1 calc R . .
C20 C 0.9562(11) 0.7158(6) 0.3501(3) 0.061(2) Uani 1 1 d . . .
H20A H 0.8690 0.7512 0.3579 0.073 Uiso 1 1 calc R . .
H20B H 1.0418 0.7474 0.3689 0.073 Uiso 1 1 calc R . .
Cu1 Cu 0.24781(9) 0.73636(6) 0.07161(3) 0.0391(3) Uani 1 1 d . . .
Cu2 Cu 1.02680(9) 0.50083(6) 0.31649(3) 0.0376(3) Uani 1 1 d . . .
F1 F 0.5761(7) 0.5313(8) 0.2163(2) 0.141(4) Uani 1 1 d . . .
F2 F 0.5708(15) 0.6275(7) 0.1465(3) 0.207(7) Uani 1 1 d . . .
F3 F 0.6951(7) 0.5308(6) 0.10789(19) 0.099(2) Uani 1 1 d . . .
F4 F 0.4951(9) 0.4853(9) 0.1340(3) 0.184(6) Uani 1 1 d . . .
F5 F 0.6944(12) 0.4322(5) 0.1775(3) 0.147(4) Uani 1 1 d . . .
F6 F 0.7800(8) 0.5712(6) 0.1886(2) 0.135(4) Uani 1 1 d . . .
F7 F -0.0311(12) 0.1643(8) 0.0661(2) 0.167(5) Uani 1 1 d . . .
F8 F -0.0734(16) 0.2987(14) 0.1004(6) 0.302(11) Uani 1 1 d . . .
F9 F 0.1910(14) 0.1847(8) 0.0840(5) 0.194(5) Uani 1 1 d . . .
F10 F 0.0536(8) 0.1948(6) 0.1473(2) 0.114(3) Uani 1 1 d . . .
F11 F 0.0661(8) 0.3015(5) 0.0413(2) 0.106(2) Uani 1 1 d . . .
F12 F 0.1741(11) 0.3163(6) 0.1214(3) 0.145(4) Uani 1 1 d . . .
N1 N 0.2342(9) 0.6205(6) 0.0239(3) 0.073(2) Uani 1 1 d . . .
H1N H 0.1715 0.6361 -0.0054 0.088 Uiso 1 1 calc R . .
N2 N 0.1330(9) 0.8588(7) 0.0454(2) 0.076(3) Uani 1 1 d . . .
H2N H 0.0953 0.8474 0.0112 0.092 Uiso 1 1 calc R . .
N3 N 0.8212(7) 0.4440(5) 0.2977(2) 0.0539(16) Uani 1 1 d . . .
H3N H 0.7854 0.4664 0.2649 0.065 Uiso 1 1 calc R . .
N4 N 1.0988(6) 0.5876(4) 0.2591(2) 0.0389(13) Uani 1 1 d . . .
H4N H 1.0328 0.5824 0.2294 0.047 Uiso 1 1 calc R . .
P1 P 0.6354(2) 0.53130(13) 0.16164(7) 0.0410(4) Uani 1 1 d . . .
P2 P 0.0631(2) 0.24705(19) 0.09461(8) 0.0599(6) Uani 1 1 d . . .
S1 S 0.4653(2) 0.80260(19) 0.06499(7) 0.0632(6) Uani 1 1 d . . .
S2 S 0.1068(2) 0.66608(16) 0.12603(7) 0.0537(5) Uani 1 1 d . . .
S3 S 0.9451(3) 0.59749(16) 0.37620(8) 0.0626(6) Uani 1 1 d . . .
S4 S 1.18762(18) 0.38667(12) 0.30131(6) 0.0378(4) 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
C1 C2 1.417(16) . ?
C1 S1 1.812(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.493(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.392(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.533(14) . ?
C4 N1 1.580(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 S2 1.786(10) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.452(14) . ?
C6 S2 1.873(10) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.499(16) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N2 1.420(13) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N2 1.523(14) . ?
C9 C10 1.525(17) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 S1 1.835(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.410(15) . ?
C11 S3 1.883(13) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N3 1.493(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N3 1.442(11) . ?
C13 C14 1.527(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.509(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 S4 1.812(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.519(10) . ?
C16 S4 1.837(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N4 1.478(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 N4 1.468(8) . ?
C18 C19 1.540(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.498(11) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 S3 1.814(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
Cu1 N1 2.049(7) . ?
Cu1 N2 2.106(8) . ?
Cu1 S1 2.247(2) . ?
Cu1 S2 2.257(2) . ?
Cu2 N3 2.075(7) . ?
Cu2 N4 2.093(6) . ?
Cu2 S3 2.258(2) . ?
Cu2 S4 2.2627(19) . ?
F1 P1 1.574(6) . ?
F2 P1 1.522(7) . ?
F3 P1 1.554(6) . ?
F4 P1 1.555(7) . ?
F5 P1 1.545(6) . ?
F6 P1 1.546(6) . ?
F7 P2 1.593(7) . ?
F8 P2 1.483(9) . ?
F9 P2 1.527(10) . ?
F10 P2 1.562(6) . ?
F11 P2 1.584(6) . ?
F12 P2 1.530(7) . ?
N1 H1N 0.9300 . ?
N2 H2N 0.9300 . ?
N3 H3N 0.9300 . ?
N4 H4N 0.9300 . ?

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 C1 S1 119.0(8) . . ?
C2 C1 H1A 107.6 . . ?
S1 C1 H1A 107.6 . . ?
C2 C1 H1B 107.6 . . ?
S1 C1 H1B 107.6 . . ?
H1A C1 H1B 107.0 . . ?
C1 C2 C3 120.2(10) . . ?
C1 C2 H2A 107.3 . . ?
C3 C2 H2A 107.3 . . ?
C1 C2 H2B 107.3 . . ?
C3 C2 H2B 107.3 . . ?
H2A C2 H2B 106.9 . . ?
N1 C3 C2 113.6(10) . . ?
N1 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
N1 C3 H3B 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 N1 109.1(8) . . ?
C5 C4 H4A 109.9 . . ?
N1 C4 H4A 109.9 . . ?
C5 C4 H4B 109.9 . . ?
N1 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C4 C5 S2 112.0(7) . . ?
C4 C5 H5A 109.2 . . ?
S2 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
S2 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C7 C6 S2 116.5(8) . . ?
C7 C6 H6A 108.2 . . ?
S2 C6 H6A 108.2 . . ?
C7 C6 H6B 108.2 . . ?
S2 C6 H6B 108.2 . . ?
H6A C6 H6B 107.3 . . ?
C6 C7 C8 121.4(10) . . ?
C6 C7 H7A 107.0 . . ?
C8 C7 H7A 107.0 . . ?
C6 C7 H7B 107.0 . . ?
C8 C7 H7B 107.0 . . ?
H7A C7 H7B 106.7 . . ?
N2 C8 C7 107.8(9) . . ?
N2 C8 H8A 110.2 . . ?
C7 C8 H8A 110.2 . . ?
N2 C8 H8B 110.2 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
N2 C9 C10 114.7(9) . . ?
N2 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
N2 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 S1 112.3(6) . . ?
C9 C10 H10A 109.1 . . ?
S1 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
S1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 S3 111.7(9) . . ?
C12 C11 H11A 109.3 . . ?
S3 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
S3 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 N3 114.7(9) . . ?
C11 C12 H12A 108.6 . . ?
N3 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
N3 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
N3 C13 C14 111.9(7) . . ?
N3 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
N3 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 115.8(7) . . ?
C15 C14 H14A 108.3 . . ?
C13 C14 H14A 108.3 . . ?
C15 C14 H14B 108.3 . . ?
C13 C14 H14B 108.3 . . ?
H14A C14 H14B 107.4 . . ?
C14 C15 S4 118.3(6) . . ?
C14 C15 H15A 107.7 . . ?
S4 C15 H15A 107.7 . . ?
C14 C15 H15B 107.7 . . ?
S4 C15 H15B 107.7 . . ?
H15A C15 H15B 107.1 . . ?
C17 C16 S4 109.7(5) . . ?
C17 C16 H16A 109.7 . . ?
S4 C16 H16A 109.7 . . ?
C17 C16 H16B 109.7 . . ?
S4 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
N4 C17 C16 110.6(6) . . ?
N4 C17 H17A 109.5 . . ?
C16 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
N4 C18 C19 112.1(6) . . ?
N4 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N4 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C18 116.5(7) . . ?
C20 C19 H19A 108.2 . . ?
C18 C19 H19A 108.2 . . ?
C20 C19 H19B 108.2 . . ?
C18 C19 H19B 108.2 . . ?
H19A C19 H19B 107.3 . . ?
C19 C20 S3 117.0(6) . . ?
C19 C20 H20A 108.0 . . ?
S3 C20 H20A 108.0 . . ?
C19 C20 H20B 108.0 . . ?
S3 C20 H20B 108.0 . . ?
H20A C20 H20B 107.3 . . ?
N1 Cu1 N2 118.1(3) . . ?
N1 Cu1 S1 106.5(3) . . ?
N2 Cu1 S1 93.2(3) . . ?
N1 Cu1 S2 91.3(3) . . ?
N2 Cu1 S2 104.9(2) . . ?
S1 Cu1 S2 144.96(8) . . ?
N3 Cu2 N4 114.7(2) . . ?
N3 Cu2 S3 91.5(2) . . ?
N4 Cu2 S3 106.70(16) . . ?
N3 Cu2 S4 106.7(2) . . ?
N4 Cu2 S4 91.61(16) . . ?
S3 Cu2 S4 146.10(8) . . ?
C3 N1 C4 111.5(8) . . ?
C3 N1 Cu1 114.6(7) . . ?
C4 N1 Cu1 109.5(6) . . ?
C3 N1 H1N 107.0 . . ?
C4 N1 H1N 107.0 . . ?
Cu1 N1 H1N 107.0 . . ?
C8 N2 C9 111.0(10) . . ?
C8 N2 Cu1 118.9(7) . . ?
C9 N2 Cu1 106.5(6) . . ?
C8 N2 H2N 106.6 . . ?
C9 N2 H2N 106.6 . . ?
Cu1 N2 H2N 106.6 . . ?
C13 N3 C12 111.9(7) . . ?
C13 N3 Cu2 113.4(5) . . ?
C12 N3 Cu2 108.0(5) . . ?
C13 N3 H3N 107.8 . . ?
C12 N3 H3N 107.8 . . ?
Cu2 N3 H3N 107.8 . . ?
C18 N4 C17 113.0(6) . . ?
C18 N4 Cu2 113.5(4) . . ?
C17 N4 Cu2 106.4(4) . . ?
C18 N4 H4N 107.9 . . ?
C17 N4 H4N 107.9 . . ?
Cu2 N4 H4N 107.9 . . ?
F2 P1 F6 94.9(6) . . ?
F2 P1 F5 177.6(8) . . ?
F6 P1 F5 87.1(5) . . ?
F2 P1 F3 86.7(5) . . ?
F6 P1 F3 91.6(4) . . ?
F5 P1 F3 94.7(5) . . ?
F2 P1 F4 88.4(7) . . ?
F6 P1 F4 176.4(7) . . ?
F5 P1 F4 89.6(6) . . ?
F3 P1 F4 87.1(4) . . ?
F2 P1 F1 93.7(5) . . ?
F6 P1 F1 88.0(4) . . ?
F5 P1 F1 84.9(5) . . ?
F3 P1 F1 179.5(4) . . ?
F4 P1 F1 93.2(5) . . ?
F8 P2 F12 100.1(10) . . ?
F8 P2 F9 172.3(11) . . ?
F12 P2 F9 87.6(7) . . ?
F8 P2 F10 90.7(6) . . ?
F12 P2 F10 90.6(4) . . ?
F9 P2 F10 90.3(6) . . ?
F8 P2 F11 87.0(6) . . ?
F12 P2 F11 90.3(4) . . ?
F9 P2 F11 92.0(6) . . ?
F10 P2 F11 177.6(5) . . ?
F8 P2 F7 88.9(10) . . ?
F12 P2 F7 171.0(7) . . ?
F9 P2 F7 83.5(7) . . ?
F10 P2 F7 88.5(4) . . ?
F11 P2 F7 90.9(3) . . ?
C1 S1 C10 102.3(6) . . ?
C1 S1 Cu1 103.3(4) . . ?
C10 S1 Cu1 94.6(4) . . ?
C5 S2 C6 99.7(6) . . ?
C5 S2 Cu1 95.4(4) . . ?
C6 S2 Cu1 103.6(4) . . ?
C20 S3 C11 96.3(5) . . ?
C20 S3 Cu2 105.5(3) . . ?
C11 S3 Cu2 92.2(4) . . ?
C15 S4 C16 102.9(4) . . ?
C15 S4 Cu2 104.5(3) . . ?
C16 S4 Cu2 92.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.210
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.133
####################################################################### 
# 
# 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_p1bar
_database_code_depnum_ccdc_archive 'CCDC 905763'
_audit_update_record             
;
2015-09-29 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '[(Cu2+(14aneNSNS)] ClO4 -'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H22 Cl2 Cu N2 O8 S2'
_chemical_formula_weight         496.86

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.944(3)
_cell_length_b                   8.158(3)
_cell_length_c                   9.443(4)
_cell_angle_alpha                98.389(4)
_cell_angle_beta                 111.364(3)
_cell_angle_gamma                110.445(4)
_cell_volume                     443.3(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2487
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      25.17

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             255
_exptl_absorpt_coefficient_mu    1.811
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6603
_exptl_absorpt_correction_T_max  0.8397
_exptl_absorpt_process_details   
'SADABS; Sheldrick, 2004 [Sheldrick, G. M. (2004)]'

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.5882  0.7452 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3261
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         25.17
_reflns_number_total             1587
_reflns_number_gt                1553
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. Hydrogen atoms were assigned
 ideal positions and refined isotropically as riding atoms. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1587
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   0.839
_refine_ls_restrained_S_all      0.839
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4659(3) 0.7991(3) 0.6540(2) 0.0135(4) Uani 1 1 d . . .
H1C H 0.5563 0.7362 0.7071 0.016 Uiso 1 1 calc R . .
H1D H 0.5586 0.9334 0.7080 0.016 Uiso 1 1 calc R . .
C2 C 0.4164(3) 0.7553(3) 0.4791(2) 0.0144(4) Uani 1 1 d . . .
H2A H 0.5614 0.7955 0.4689 0.017 Uiso 1 1 calc R . .
H2B H 0.3272 0.8182 0.4243 0.017 Uiso 1 1 calc R . .
C3 C -0.0862(3) 0.5363(3) 0.8189(2) 0.0121(4) Uani 1 1 d . . .
H3A H -0.1852 0.5286 0.8735 0.015 Uiso 1 1 calc R . .
H3B H -0.0268 0.4430 0.8353 0.015 Uiso 1 1 calc R . .
C4 C 0.1124(3) 0.7276(3) 0.8874(2) 0.0136(4) Uani 1 1 d . . .
H4A H 0.1777 0.7647 1.0057 0.016 Uiso 1 1 calc R . .
H4B H 0.0513 0.8151 0.8516 0.016 Uiso 1 1 calc R . .
C5 C 0.3058(3) 0.7456(3) 0.8410(2) 0.0127(4) Uani 1 1 d . . .
H5A H 0.4409 0.8639 0.9116 0.015 Uiso 1 1 calc R . .
H5B H 0.3505 0.6454 0.8613 0.015 Uiso 1 1 calc R . .
Cl1 Cl 0.18119(8) 0.19124(6) 0.75465(5) 0.01287(18) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.5000 0.5000 0.00870(17) Uani 1 2 d S . .
N1 N 0.2480(3) 0.7382(2) 0.67017(19) 0.0107(4) Uani 1 1 d . . .
H1 H 0.1955 0.8274 0.6529 0.013 Uiso 1 1 calc R . .
O1 O 0.3707(3) 0.1475(2) 0.77404(19) 0.0212(4) Uani 1 1 d . . .
O2 O -0.0297(3) 0.0249(3) 0.6708(2) 0.0406(5) Uani 1 1 d . . .
O3 O 0.1768(3) 0.3170(2) 0.66123(18) 0.0225(4) Uani 1 1 d . . .
O4 O 0.2060(3) 0.2747(3) 0.9083(2) 0.0325(4) Uani 1 1 d . . .
S1 S -0.25090(8) 0.49301(6) 0.60634(5) 0.01053(18) 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
C1 N1 1.492(2) . ?
C1 C2 1.517(3) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 S1 1.816(2) 2_566 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.519(3) . ?
C3 S1 1.816(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.500(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
Cl1 O4 1.4299(17) . ?
Cl1 O1 1.4368(16) . ?
Cl1 O2 1.4374(19) . ?
Cl1 O3 1.4486(15) . ?
Cu1 N1 2.0147(17) 2_566 ?
Cu1 N1 2.0147(17) . ?
Cu1 S1 2.2954(8) . ?
Cu1 S1 2.2954(8) 2_566 ?
N1 H1 0.9300 . ?
S1 C2 1.816(2) 2_566 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 110.86(15) . . ?
N1 C1 H1C 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1C C1 H1D 108.1 . . ?
C1 C2 S1 105.63(13) . 2_566 ?
C1 C2 H2A 110.6 . . ?
S1 C2 H2A 110.6 2_566 . ?
C1 C2 H2B 110.6 . . ?
S1 C2 H2B 110.6 2_566 . ?
H2A C2 H2B 108.7 . . ?
C4 C3 S1 108.28(13) . . ?
C4 C3 H3A 110.0 . . ?
S1 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
S1 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C3 C4 C5 115.11(16) . . ?
C3 C4 H4A 108.5 . . ?
C5 C4 H4A 108.5 . . ?
C3 C4 H4B 108.5 . . ?
C5 C4 H4B 108.5 . . ?
H4A C4 H4B 107.5 . . ?
N1 C5 C4 114.90(16) . . ?
N1 C5 H5A 108.5 . . ?
C4 C5 H5A 108.5 . . ?
N1 C5 H5B 108.5 . . ?
C4 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
O4 Cl1 O1 109.66(10) . . ?
O4 Cl1 O2 110.09(12) . . ?
O1 Cl1 O2 109.04(11) . . ?
O4 Cl1 O3 109.73(10) . . ?
O1 Cl1 O3 109.40(9) . . ?
O2 Cl1 O3 108.90(10) . . ?
N1 Cu1 N1 180.0 2_566 . ?
N1 Cu1 S1 87.99(5) 2_566 . ?
N1 Cu1 S1 92.01(5) . . ?
N1 Cu1 S1 92.01(5) 2_566 2_566 ?
N1 Cu1 S1 87.99(5) . 2_566 ?
S1 Cu1 S1 179.999(11) . 2_566 ?
C1 N1 C5 108.04(14) . . ?
C1 N1 Cu1 112.22(12) . . ?
C5 N1 Cu1 117.03(11) . . ?
C1 N1 H1 106.3 . . ?
C5 N1 H1 106.3 . . ?
Cu1 N1 H1 106.3 . . ?
C2 S1 C3 105.60(9) 2_566 . ?
C2 S1 Cu1 93.43(6) 2_566 . ?
C3 S1 Cu1 104.73(7) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.17
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.126
