# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
#TrackingRef 'Mohammad4_Mo-for publication.cif'

_audit_update_record             
;
2011-03-01 # Formatted by publCIF
;
_audit_creation_method           'APEX2 v2010.9-1'

#==============================================================================
# SUBMISSION DETAILS

_publ_contact_author_name        'Xavier Ottenwaelder'
_publ_contact_author_address     
;
Concordia University
Department of Chemistry and Biochemistry
7141 Sherbrooke Street West
Montreal, QCflack
Canada H4B 1R6
;

_publ_contact_author_email       xotten@alcor.concordia.ca
_publ_contact_author_fax         '+1 514 848 2868'
_publ_contact_author_phone       '+1 514 848 2424 ext. 8934'

_publ_contact_letter             
;
Please consider this CIF for publication. I certify that this contibution is the
original work of those listed as authors; that it has not been published
before (in any language or medium) and is not being considered for publication
elsewhere; that all authors concur with and are aware of the submission; that
all workers involved in the study are listed as authors or given proper credit
in the acknowledgements; that I have obtained permission for and acknowledged
the source of any excerpts from other copyright works; and that to the best of
my knowledge the paper contains no statements which are libellous, unlawful or
in any way actionable. All coauthors have made significant scientific
contributions to the work reported, including the ideas and their execution,
and share responsibility and accountability for the results.
;

#==============================================================================
# TITLE AND AUTHOR LIST

_publ_section_title              
;
The two spin states of an end-on copper(II)-superoxide mimic
;

loop_
_publ_author_name
_publ_author_address
_publ_author_footnote
_publ_author_email
M.S.Askari
;
Concordia University
Department of Chemistry and Biochemistry
7141 Sherbrooke Street West
Montreal, QC
Canada, H4B 1R6
;
. .
B.Girard
;
Concordia University
Department of Chemistry and Biochemistry
7141 Sherbrooke Street West
Montreal, QC
Canada, H4B 1R6
;
. .
P.-H.Lin
;
University of Ottawa
Department of Chemistry
401 D'Iorio Hall, 10 Marie Curie, Ottawa, Canada, K1N6N5
;
. .
M.Murugesu
;
University of Ottawa
Department of Chemistry
401 D'Iorio Hall, 10 Marie Curie, Ottawa, Canada, K1N6N5
;
. .
X.Ottenwaelder
;
Concordia University
Department of Chemistry and Biochemistry
7141 Sherbrooke Street West
Montreal, QC
Canada, H4B 1R6
;
.
;
xotten@alcor.concordia.ca
;

#==============================================================================
# TEXT

_publ_section_abstract           
;
See published text
;

_publ_section_comment            
;
See published text
;

_publ_section_references         
;
See published text
;

_publ_section_exptl_refinement   
;
The number of Friedel-related reflections in the dataset was estimated to be
2004 from a comparison of the value of _reflns_number_total with the
theoretical number calculated for the symmetry-unique portion of reciprocal
space out to the stated theta(max). This number was verified using MERG 2 and
MERG 3 instructions and was found to be 2006.
;

#==============================================================================
# NEW BLOCK OF STRUCTURAL DATA
#==============================================================================

data_I
_database_code_depnum_ccdc_archive 'CCDC 815281'
#TrackingRef 'Mohammad4_Mo-for publication.cif'

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

_chemical_name_systematic        ?
_chemical_name_common            'Me6TrenCuONPh TfO Triplet'
_chemical_formula_moiety         'C18 H35 Cu N5 O, C F3 O3 S'
_chemical_formula_sum            'C19 H35 Cu F3 N5 O4 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         550.12
_chemical_absolute_configuration ?

_chemical_melting_point          ?

#==============================================================================
# CRYSTAL AND EXPERIMENTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.5615(11)
_cell_length_b                   13.7600(14)
_cell_length_c                   17.3141(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2516.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    122
_cell_measurement_theta_min      3.3936
_cell_measurement_theta_max      20.5084
_cell_measurement_temperature    111.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152

_exptl_absorpt_coefficient_mu    1.007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.88

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker DUO diffractometer equiped with an APEX II CCD Detector,
a graphite monochromator. The crystal-to-detector distance was
6.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
;

_diffrn_ambient_temperature      111(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            25370
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25.39
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

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

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             4632
_reflns_number_gt                4087
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0751
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_number_reflns         4632
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+0.3013P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.378
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881; 2006 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.003(13)

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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'

_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement       'APEX2 v2010.9-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.25164(3) 0.45752(2) 0.740396(17) 0.02239(9) Uani d . 1 . .
S S1 0.71544(7) 0.56766(5) 0.89899(5) 0.02600(17) Uani d . 1 . .
N N1 0.2113(2) 0.62648(17) 0.65328(15) 0.0313(6) Uani d . 1 . .
N N2 0.4255(2) 0.44394(18) 0.67671(14) 0.0284(6) Uani d . 1 . .
N N3 0.0991(2) 0.35628(17) 0.72594(14) 0.0263(6) Uani d . 1 . .
N N4 0.2569(2) 0.55057(15) 0.84065(13) 0.0262(5) Uani d . 1 . .
N N5 0.3253(2) 0.35473(17) 0.81111(13) 0.0236(5) Uani d . 1 . .
O O1 0.1634(2) 0.53963(15) 0.67191(13) 0.0354(5) Uani d . 1 . .
O O2 0.6462(2) 0.63602(15) 0.85349(12) 0.0379(6) Uani d . 1 . .
O O3 0.8494(2) 0.57183(18) 0.89153(18) 0.0580(8) Uani d . 1 . .
O O4 0.6618(2) 0.47159(15) 0.89977(14) 0.0382(5) Uani d . 1 . .
F F1 0.7407(3) 0.5531(2) 1.04809(12) 0.0927(9) Uani d . 1 . .
F F2 0.7331(3) 0.70018(17) 1.00498(13) 0.0841(9) Uani d . 1 . .
F F3 0.5642(3) 0.6135(2) 1.01076(14) 0.0860(9) Uani d . 1 . .
C C1 0.1314(3) 0.6752(2) 0.60409(16) 0.0234(6) Uani d . 1 . .
C C2 0.1637(3) 0.7720(2) 0.58531(17) 0.0272(7) Uani d . 1 . .
H H2B 0.2382 0.8002 0.6064 0.033 Uiso calc R 1 . .
C C3 0.0885(3) 0.8251(2) 0.53707(18) 0.0317(8) Uani d . 1 . .
H H3B 0.1112 0.8901 0.525 0.038 Uiso calc R 1 . .
C C4 -0.0205(3) 0.7857(2) 0.50537(18) 0.0311(8) Uani d . 1 . .
H H4B -0.0714 0.8228 0.471 0.037 Uiso calc R 1 . .
C C5 -0.0543(3) 0.6910(2) 0.52461(17) 0.0274(7) Uani d . 1 . .
H H5A -0.1297 0.6638 0.5038 0.033 Uiso calc R 1 . .
C C6 0.0201(3) 0.6360(2) 0.57340(16) 0.0242(7) Uani d . 1 . .
H H6A -0.0043 0.5715 0.5862 0.029 Uiso calc R 1 . .
C C7 0.2550(3) 0.26229(19) 0.79817(16) 0.0301(6) Uani d . 1 . .
H H7A 0.2902 0.2287 0.7524 0.036 Uiso calc R 1 . .
H H7B 0.2662 0.2192 0.8435 0.036 Uiso calc R 1 . .
C C8 0.1179(3) 0.2808(2) 0.78592(18) 0.0301(7) Uani d . 1 . .
H H8A 0.0756 0.2199 0.7697 0.036 Uiso calc R 1 . .
H H8B 0.0789 0.3024 0.835 0.036 Uiso calc R 1 . .
C C9 -0.0300(3) 0.3968(2) 0.7324(2) 0.0353(8) Uani d . 1 . .
H H9A -0.0922 0.345 0.7241 0.053 Uiso calc R 1 . .
H H9B -0.0417 0.4476 0.6934 0.053 Uiso calc R 1 . .
H H9C -0.0417 0.4246 0.784 0.053 Uiso calc R 1 . .
C C10 0.1134(3) 0.3152(2) 0.64746(18) 0.0334(8) Uani d . 1 . .
H H10A 0.0457 0.2679 0.6379 0.05 Uiso calc R 1 . .
H H10B 0.1957 0.2828 0.6432 0.05 Uiso calc R 1 . .
H H10C 0.1082 0.3675 0.6092 0.05 Uiso calc R 1 . .
C C11 0.3089(3) 0.3886(2) 0.89172(17) 0.0315(7) Uani d . 1 . .
H H11A 0.3685 0.3532 0.9258 0.038 Uiso calc R 1 . .
H H11B 0.2217 0.3739 0.9091 0.038 Uiso calc R 1 . .
C C12 0.3326(3) 0.4957(2) 0.89841(18) 0.0300(7) Uani d . 1 . .
H H12A 0.3099 0.5178 0.951 0.036 Uiso calc R 1 . .
H H12B 0.4238 0.509 0.8902 0.036 Uiso calc R 1 . .
C C13 0.3107(3) 0.6476(2) 0.83056(19) 0.0357(8) Uani d . 1 . .
H H13A 0.2991 0.6852 0.8781 0.054 Uiso calc R 1 . .
H H13B 0.2678 0.6805 0.7877 0.054 Uiso calc R 1 . .
H H13C 0.4013 0.6421 0.8191 0.054 Uiso calc R 1 . .
C C14 0.1248(3) 0.5602(2) 0.86744(18) 0.0349(8) Uani d . 1 . .
H H14A 0.1227 0.5991 0.9148 0.052 Uiso calc R 1 . .
H H14B 0.0897 0.4956 0.8778 0.052 Uiso calc R 1 . .
H H14C 0.0742 0.5924 0.8274 0.052 Uiso calc R 1 . .
C C15 0.4622(3) 0.3434(2) 0.79166(18) 0.0324(7) Uani d . 1 . .
H H15A 0.4922 0.2789 0.809 0.039 Uiso calc R 1 . .
H H15B 0.5121 0.3937 0.8189 0.039 Uiso calc R 1 . .
C C16 0.4819(3) 0.3532(2) 0.70551(18) 0.0335(8) Uani d . 1 . .
H H16A 0.5736 0.3527 0.6939 0.04 Uiso calc R 1 . .
H H16B 0.4426 0.2971 0.6788 0.04 Uiso calc R 1 . .
C C17 0.5092(3) 0.5279(2) 0.69185(19) 0.0359(8) Uani d . 1 . .
H H17A 0.5874 0.5209 0.6619 0.054 Uiso calc R 1 . .
H H17B 0.5297 0.5305 0.747 0.054 Uiso calc R 1 . .
H H17C 0.466 0.588 0.6767 0.054 Uiso calc R 1 . .
C C18 0.4058(3) 0.4385(3) 0.59212(18) 0.0403(8) Uani d . 1 . .
H H18A 0.4878 0.432 0.5662 0.06 Uiso calc R 1 . .
H H18B 0.3635 0.4978 0.5743 0.06 Uiso calc R 1 . .
H H18C 0.3529 0.382 0.5799 0.06 Uiso calc R 1 . .
C C19 0.6875(4) 0.6111(3) 0.9954(2) 0.0524(10) Uani d . 1 . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.02407(17) 0.01816(16) 0.02492(17) 0.00065(16) -0.00359(17) 0.00098(13)
S1 0.0217(4) 0.0220(4) 0.0343(4) -0.0008(3) 0.0030(3) 0.0028(3)
N1 0.0363(16) 0.0230(13) 0.0348(14) -0.0039(11) -0.0038(11) 0.0062(11)
N2 0.0338(14) 0.0251(14) 0.0262(13) -0.0035(12) 0.0049(11) -0.0070(11)
N3 0.0261(13) 0.0245(13) 0.0284(14) -0.0032(11) -0.0061(11) 0.0022(11)
N4 0.0205(12) 0.0233(12) 0.0350(12) 0.0039(13) 0.0006(12) -0.0069(10)
N5 0.0253(14) 0.0228(13) 0.0227(13) 0.0040(10) -0.0047(10) 0.0002(10)
O1 0.0400(13) 0.0240(12) 0.0421(13) -0.0050(11) -0.0130(10) 0.0109(11)
O2 0.0472(14) 0.0282(12) 0.0384(13) -0.0020(11) -0.0071(11) 0.0103(10)
O3 0.0239(12) 0.0433(15) 0.107(2) 0.0019(11) 0.0124(14) 0.0008(16)
O4 0.0335(12) 0.0239(11) 0.0573(15) -0.0053(9) -0.0058(11) 0.0060(11)
F1 0.119(2) 0.115(2) 0.0438(13) -0.033(3) -0.0331(16) 0.0288(13)
F2 0.130(2) 0.0686(15) 0.0540(14) -0.0329(18) -0.0052(17) -0.0281(12)
F3 0.0787(19) 0.113(2) 0.0666(17) -0.0063(17) 0.0433(15) -0.0276(16)
C1 0.0230(15) 0.0260(16) 0.0211(15) 0.0033(12) 0.0059(13) 0.0002(13)
C2 0.0288(16) 0.0226(15) 0.0302(17) -0.0020(13) 0.0047(13) -0.0037(13)
C3 0.0358(19) 0.0234(16) 0.0360(19) 0.0027(14) 0.0063(15) 0.0069(14)
C4 0.0351(19) 0.0284(17) 0.0297(18) 0.0091(14) 0.0005(14) 0.0027(14)
C5 0.0262(17) 0.0284(17) 0.0276(17) 0.0011(13) 0.0025(13) -0.0060(14)
C6 0.0277(17) 0.0208(15) 0.0241(15) 0.0016(13) 0.0048(12) -0.0006(12)
C7 0.0377(17) 0.0225(14) 0.0301(15) -0.0009(17) -0.0067(17) 0.0039(11)
C8 0.0350(18) 0.0230(16) 0.0321(18) -0.0073(14) -0.0059(14) 0.0083(13)
C9 0.0273(16) 0.0336(17) 0.045(2) -0.0041(13) -0.0060(15) 0.0081(16)
C10 0.0383(19) 0.0266(17) 0.0353(19) -0.0068(15) -0.0092(15) -0.0038(14)
C11 0.0348(18) 0.0367(18) 0.0229(16) 0.0056(14) -0.0033(14) -0.0016(14)
C12 0.0296(17) 0.0368(18) 0.0237(16) 0.0013(14) -0.0042(14) -0.0072(14)
C13 0.0399(19) 0.0286(17) 0.0386(19) -0.0064(15) 0.0036(15) -0.0096(15)
C14 0.0271(17) 0.0384(19) 0.0392(19) 0.0064(15) 0.0031(14) -0.0046(15)
C15 0.0270(17) 0.0287(17) 0.0414(18) 0.0123(14) -0.0079(14) -0.0049(14)
C16 0.0315(18) 0.0275(17) 0.0416(19) 0.0027(15) 0.0029(15) -0.0085(15)
C17 0.0342(18) 0.0306(18) 0.043(2) -0.0058(15) -0.0002(15) -0.0047(15)
C18 0.047(2) 0.041(2) 0.0322(19) -0.0047(17) 0.0017(15) -0.0073(16)
C19 0.061(3) 0.053(2) 0.043(2) -0.011(2) -0.0049(19) -0.0037(19)

_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.
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . 1.885(2) ?
Cu1 N5 . 2.026(2) ?
Cu1 N3 . 2.145(2) ?
Cu1 N2 . 2.150(2) ?
Cu1 N4 . 2.158(2) ?
S1 O3 . 1.422(2) ?
S1 O2 . 1.428(2) ?
S1 O4 . 1.438(2) ?
S1 C19 . 1.798(4) ?
N1 O1 . 1.337(3) ?
N1 C1 . 1.374(4) ?
N2 C16 . 1.471(4) ?
N2 C17 . 1.478(4) ?
N2 C18 . 1.481(4) ?
N3 C9 . 1.477(4) ?
N3 C10 . 1.480(4) ?
N3 C8 . 1.482(4) ?
N4 C13 . 1.461(4) ?
N4 C14 . 1.477(4) ?
N4 C12 . 1.487(4) ?
N5 C11 . 1.481(4) ?
N5 C7 . 1.490(4) ?
N5 C15 . 1.492(4) ?
F1 C19 . 1.335(4) ?
F2 C19 . 1.328(4) ?
F3 C19 . 1.330(5) ?
C1 C6 . 1.398(4) ?
C1 C2 . 1.412(4) ?
C2 C3 . 1.365(4) ?
C2 H2B . 0.95 ?
C3 C4 . 1.386(4) ?
C3 H3B . 0.95 ?
C4 C5 . 1.392(4) ?
C4 H4B . 0.95 ?
C5 C6 . 1.379(4) ?
C5 H5A . 0.95 ?
C6 H6A . 0.95 ?
C7 C8 . 1.486(4) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.499(4) ?
C11 H11A . 0.99 ?
C11 H11B . 0.99 ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C16 . 1.512(4) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 N5 . . 171.39(9) ?
O1 Cu1 N3 . . 86.81(9) ?
N5 Cu1 N3 . . 84.59(9) ?
O1 Cu1 N2 . . 98.74(10) ?
N5 Cu1 N2 . . 85.47(10) ?
N3 Cu1 N2 . . 121.69(9) ?
O1 Cu1 N4 . . 99.39(10) ?
N5 Cu1 N4 . . 85.31(9) ?
N3 Cu1 N4 . . 119.92(9) ?
N2 Cu1 N4 . . 116.24(9) ?
O3 S1 O2 . . 115.66(16) ?
O3 S1 O4 . . 115.47(15) ?
O2 S1 O4 . . 114.11(14) ?
O3 S1 C19 . . 103.54(19) ?
O2 S1 C19 . . 102.10(17) ?
O4 S1 C19 . . 103.41(17) ?
O1 N1 C1 . . 110.7(2) ?
C16 N2 C17 . . 111.2(2) ?
C16 N2 C18 . . 110.4(3) ?
C17 N2 C18 . . 107.4(2) ?
C16 N2 Cu1 . . 104.21(18) ?
C17 N2 Cu1 . . 110.60(18) ?
C18 N2 Cu1 . . 113.03(19) ?
C9 N3 C10 . . 108.0(2) ?
C9 N3 C8 . . 109.6(2) ?
C10 N3 C8 . . 111.2(2) ?
C9 N3 Cu1 . . 116.05(19) ?
C10 N3 Cu1 . . 106.19(18) ?
C8 N3 Cu1 . . 105.84(17) ?
C13 N4 C14 . . 108.8(2) ?
C13 N4 C12 . . 109.6(2) ?
C14 N4 C12 . . 110.0(2) ?
C13 N4 Cu1 . . 117.13(18) ?
C14 N4 Cu1 . . 106.37(18) ?
C12 N4 Cu1 . . 104.68(16) ?
C11 N5 C7 . . 110.6(2) ?
C11 N5 C15 . . 111.0(2) ?
C7 N5 C15 . . 111.1(2) ?
C11 N5 Cu1 . . 107.75(18) ?
C7 N5 Cu1 . . 108.27(17) ?
C15 N5 Cu1 . . 107.98(19) ?
N1 O1 Cu1 . . 120.03(17) ?
N1 C1 C6 . . 124.3(3) ?
N1 C1 C2 . . 117.0(3) ?
C6 C1 C2 . . 118.7(3) ?
C3 C2 C1 . . 120.3(3) ?
C3 C2 H2B . . 119.8 ?
C1 C2 H2B . . 119.8 ?
C2 C3 C4 . . 121.1(3) ?
C2 C3 H3B . . 119.5 ?
C4 C3 H3B . . 119.5 ?
C3 C4 C5 . . 119.0(3) ?
C3 C4 H4B . . 120.5 ?
C5 C4 H4B . . 120.5 ?
C6 C5 C4 . . 120.9(3) ?
C6 C5 H5A . . 119.5 ?
C4 C5 H5A . . 119.5 ?
C5 C6 C1 . . 120.0(3) ?
C5 C6 H6A . . 120.0 ?
C1 C6 H6A . . 120.0 ?
C8 C7 N5 . . 111.2(2) ?
C8 C7 H7A . . 109.4 ?
N5 C7 H7A . . 109.4 ?
C8 C7 H7B . . 109.4 ?
N5 C7 H7B . . 109.4 ?
H7A C7 H7B . . 108.0 ?
N3 C8 C7 . . 110.5(2) ?
N3 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
N3 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
N3 C9 H9A . . 109.5 ?
N3 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
N3 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N3 C10 H10A . . 109.5 ?
N3 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
N3 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N5 C11 C12 . . 111.2(3) ?
N5 C11 H11A . . 109.4 ?
C12 C11 H11A . . 109.4 ?
N5 C11 H11B . . 109.4 ?
C12 C11 H11B . . 109.4 ?
H11A C11 H11B . . 108.0 ?
N4 C12 C11 . . 111.0(2) ?
N4 C12 H12A . . 109.4 ?
C11 C12 H12A . . 109.4 ?
N4 C12 H12B . . 109.4 ?
C11 C12 H12B . . 109.4 ?
H12A C12 H12B . . 108.0 ?
N4 C13 H13A . . 109.5 ?
N4 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
N4 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N4 C14 H14A . . 109.5 ?
N4 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
N4 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N5 C15 C16 . . 110.3(3) ?
N5 C15 H15A . . 109.6 ?
C16 C15 H15A . . 109.6 ?
N5 C15 H15B . . 109.6 ?
C16 C15 H15B . . 109.6 ?
H15A C15 H15B . . 108.1 ?
N2 C16 C15 . . 110.7(3) ?
N2 C16 H16A . . 109.5 ?
C15 C16 H16A . . 109.5 ?
N2 C16 H16B . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 108.1 ?
N2 C17 H17A . . 109.5 ?
N2 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
N2 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N2 C18 H18A . . 109.5 ?
N2 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N2 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
F2 C19 F3 . . 107.8(4) ?
F2 C19 F1 . . 108.3(3) ?
F3 C19 F1 . . 106.9(3) ?
F2 C19 S1 . . 111.3(3) ?
F3 C19 S1 . . 110.8(3) ?
F1 C19 S1 . . 111.5(3) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 Cu1 N2 C16 . . . . -157.52(18) ?
N5 Cu1 N2 C16 . . . . 14.91(18) ?
N3 Cu1 N2 C16 . . . . -65.9(2) ?
N4 Cu1 N2 C16 . . . . 97.42(19) ?
O1 Cu1 N2 C17 . . . . 82.9(2) ?
N5 Cu1 N2 C17 . . . . -104.7(2) ?
N3 Cu1 N2 C17 . . . . 174.52(18) ?
N4 Cu1 N2 C17 . . . . -22.2(2) ?
O1 Cu1 N2 C18 . . . . -37.6(2) ?
N5 Cu1 N2 C18 . . . . 134.9(2) ?
N3 Cu1 N2 C18 . . . . 54.1(2) ?
N4 Cu1 N2 C18 . . . . -142.6(2) ?
O1 Cu1 N3 C9 . . . . -47.1(2) ?
N5 Cu1 N3 C9 . . . . 133.3(2) ?
N2 Cu1 N3 C9 . . . . -145.4(2) ?
N4 Cu1 N3 C9 . . . . 51.9(2) ?
O1 Cu1 N3 C10 . . . . 72.87(19) ?
N5 Cu1 N3 C10 . . . . -106.71(19) ?
N2 Cu1 N3 C10 . . . . -25.4(2) ?
N4 Cu1 N3 C10 . . . . 171.87(17) ?
O1 Cu1 N3 C8 . . . . -168.85(19) ?
N5 Cu1 N3 C8 . . . . 11.57(19) ?
N2 Cu1 N3 C8 . . . . 92.8(2) ?
N4 Cu1 N3 C8 . . . . -69.8(2) ?
O1 Cu1 N4 C13 . . . . -54.9(2) ?
N5 Cu1 N4 C13 . . . . 132.4(2) ?
N3 Cu1 N4 C13 . . . . -146.6(2) ?
N2 Cu1 N4 C13 . . . . 49.8(2) ?
O1 Cu1 N4 C14 . . . . 67.0(2) ?
N5 Cu1 N4 C14 . . . . -105.72(19) ?
N3 Cu1 N4 C14 . . . . -24.7(2) ?
N2 Cu1 N4 C14 . . . . 171.67(18) ?
O1 Cu1 N4 C12 . . . . -176.50(17) ?
N5 Cu1 N4 C12 . . . . 10.77(18) ?
N3 Cu1 N4 C12 . . . . 91.78(19) ?
N2 Cu1 N4 C12 . . . . -71.83(19) ?
N3 Cu1 N5 C11 . . . . -105.60(19) ?
N2 Cu1 N5 C11 . . . . 131.9(2) ?
N4 Cu1 N5 C11 . . . . 15.09(19) ?
N3 Cu1 N5 C7 . . . . 14.05(19) ?
N2 Cu1 N5 C7 . . . . -108.42(19) ?
N4 Cu1 N5 C7 . . . . 134.74(19) ?
N3 Cu1 N5 C15 . . . . 134.41(19) ?
N2 Cu1 N5 C15 . . . . 11.94(18) ?
N4 Cu1 N5 C15 . . . . -104.90(19) ?
C1 N1 O1 Cu1 . . . . -178.84(18) ?
N3 Cu1 O1 N1 . . . . 179.8(2) ?
N2 Cu1 O1 N1 . . . . -58.7(2) ?
N4 Cu1 O1 N1 . . . . 60.0(2) ?
O1 N1 C1 C6 . . . . -4.4(4) ?
O1 N1 C1 C2 . . . . 174.1(2) ?
N1 C1 C2 C3 . . . . -179.7(3) ?
C6 C1 C2 C3 . . . . -1.1(4) ?
C1 C2 C3 C4 . . . . -0.2(5) ?
C2 C3 C4 C5 . . . . 1.3(5) ?
C3 C4 C5 C6 . . . . -1.1(4) ?
C4 C5 C6 C1 . . . . -0.2(4) ?
N1 C1 C6 C5 . . . . 179.8(3) ?
C2 C1 C6 C5 . . . . 1.3(4) ?
C11 N5 C7 C8 . . . . 79.4(3) ?
C15 N5 C7 C8 . . . . -156.8(2) ?
Cu1 N5 C7 C8 . . . . -38.4(3) ?
C9 N3 C8 C7 . . . . -161.3(3) ?
C10 N3 C8 C7 . . . . 79.4(3) ?
Cu1 N3 C8 C7 . . . . -35.5(3) ?
N5 C7 C8 N3 . . . . 50.7(3) ?
C7 N5 C11 C12 . . . . -157.6(3) ?
C15 N5 C11 C12 . . . . 78.6(3) ?
Cu1 N5 C11 C12 . . . . -39.4(3) ?
C13 N4 C12 C11 . . . . -161.4(3) ?
C14 N4 C12 C11 . . . . 79.0(3) ?
Cu1 N4 C12 C11 . . . . -34.9(3) ?
N5 C11 C12 N4 . . . . 51.6(3) ?
C11 N5 C15 C16 . . . . -154.9(3) ?
C7 N5 C15 C16 . . . . 81.5(3) ?
Cu1 N5 C15 C16 . . . . -37.0(3) ?
C17 N2 C16 C15 . . . . 80.0(3) ?
C18 N2 C16 C15 . . . . -160.9(3) ?
Cu1 N2 C16 C15 . . . . -39.2(3) ?
N5 C15 C16 N2 . . . . 53.1(4) ?
O3 S1 C19 F2 . . . . 58.7(3) ?
O2 S1 C19 F2 . . . . -61.8(3) ?
O4 S1 C19 F2 . . . . 179.5(3) ?
O3 S1 C19 F3 . . . . 178.6(3) ?
O2 S1 C19 F3 . . . . 58.1(3) ?
O4 S1 C19 F3 . . . . -60.6(3) ?
O3 S1 C19 F1 . . . . -62.4(3) ?
O2 S1 C19 F1 . . . . 177.1(3) ?
O4 S1 C19 F1 . . . . 58.4(3) ?

# End of data
#==============================================================================

# Attachment 'Mohammad9-for publication.cif'

data_Ia
_database_code_depnum_ccdc_archive 'CCDC 815282'
#TrackingRef 'Mohammad9-for publication.cif'

_audit_update_record             
;
2011-03-01 # Formatted by publCIF
;
_audit_creation_method           'APEX2 v2010.9-1'

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

_chemical_name_systematic        ?
_chemical_name_common            'Me6TrenCuONPh SbF6 purple'
_chemical_formula_moiety         'C18 H35 Cu N5 O, C4 H8 O, F6 Sb'
_chemical_formula_sum            'C22 H43 Cu F6 N5 O2 Sb'
_chemical_formula_iupac          ?
_chemical_formula_weight         708.90

_chemical_melting_point          ?

#==============================================================================
# CRYSTAL AND EXPERIMENTAL DATA

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.4249(11)
_cell_length_b                   11.7456(10)
_cell_length_c                   20.7529(18)
_cell_angle_alpha                90
_cell_angle_beta                 105.8420(10)
_cell_angle_gamma                90
_cell_volume                     2913.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    66
_cell_measurement_theta_min      3.4735
_cell_measurement_theta_max      16.9690
_cell_measurement_temperature    110.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark violet'
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440

_exptl_absorpt_coefficient_mu    1.723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.86

_exptl_special_details           
;
;

_diffrn_ambient_temperature      110.(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            32891
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_full        27.57
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

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

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             6692
_reflns_number_gt                4899
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0926
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         6692
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0408P)^2^+1.7816P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.054
_refine_diff_density_min         -0.710
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement       'APEX2 v2010.9-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.64565(4) 0.20349(4) 0.37660(2) 0.02344(11) Uani d . 1 . .
O O1 0.6256(2) 0.04765(19) 0.35592(12) 0.0267(6) Uani d . 1 . .
O O2 0.7940(3) 0.4246(3) 0.21919(18) 0.0587(9) Uani d . 1 . .
N N1 0.6564(3) -0.0267(3) 0.40521(16) 0.0296(7) Uani d . 1 . .
N N2 0.5595(2) 0.2427(3) 0.27511(14) 0.0254(7) Uani d . 1 . .
N N3 0.8232(3) 0.2192(3) 0.40729(15) 0.0283(7) Uani d . 1 . .
N N4 0.5573(3) 0.2017(3) 0.45524(15) 0.0323(7) Uani d . 1 . .
N N5 0.6441(3) 0.3768(3) 0.38960(15) 0.0302(7) Uani d . 1 . .
C C1 0.7326(3) -0.1066(3) 0.39366(18) 0.0250(8) Uani d . 1 . .
C C2 0.7701(3) -0.1881(3) 0.44413(19) 0.0292(8) Uani d . 1 . .
H H2A 0.743 -0.1869 0.4827 0.035 Uiso calc R 1 . .
C C3 0.8462(3) -0.2700(3) 0.4379(2) 0.0321(9) Uani d . 1 . .
H H3A 0.8715 -0.3251 0.4723 0.038 Uiso calc R 1 . .
C C4 0.8856(3) -0.2720(3) 0.3817(2) 0.0348(9) Uani d . 1 . .
H H4A 0.9391 -0.3274 0.3778 0.042 Uiso calc R 1 . .
C C5 0.8472(3) -0.1934(3) 0.3316(2) 0.0357(9) Uani d . 1 . .
H H5A 0.873 -0.1964 0.2925 0.043 Uiso calc R 1 . .
C C6 0.7723(3) -0.1106(3) 0.33709(18) 0.0281(8) Uani d . 1 . .
H H6A 0.7475 -0.0562 0.3023 0.034 Uiso calc R 1 . .
C C7 0.5616(4) 0.4270(3) 0.33091(19) 0.0353(9) Uani d . 1 . .
H H7A 0.5775 0.5091 0.3277 0.042 Uiso calc R 1 . .
H H7B 0.4853 0.4194 0.3366 0.042 Uiso calc R 1 . .
C C8 0.5673(3) 0.3671(3) 0.26703(18) 0.0294(8) Uani d . 1 . .
H H8A 0.505 0.3933 0.2291 0.035 Uiso calc R 1 . .
H H8B 0.6386 0.386 0.257 0.035 Uiso calc R 1 . .
C C9 0.6022(3) 0.1840(3) 0.22467(17) 0.0295(8) Uani d . 1 . .
H H9A 0.5528 0.1996 0.1799 0.044 Uiso calc R 1 . .
H H9B 0.6045 0.1019 0.2331 0.044 Uiso calc R 1 . .
H H9C 0.6777 0.2115 0.2273 0.044 Uiso calc R 1 . .
C C10 0.4422(3) 0.2074(3) 0.26537(19) 0.0302(8) Uani d . 1 . .
H H10A 0.4005 0.2186 0.2184 0.045 Uiso calc R 1 . .
H H10B 0.4084 0.2534 0.2941 0.045 Uiso calc R 1 . .
H H10C 0.4398 0.1268 0.2771 0.045 Uiso calc R 1 . .
C C11 0.6107(4) 0.4015(3) 0.4514(2) 0.0405(11) Uani d . 1 . .
H H11A 0.5826 0.4806 0.4498 0.049 Uiso calc R 1 . .
H H11B 0.6766 0.3945 0.4908 0.049 Uiso calc R 1 . .
C C12 0.5215(4) 0.3208(3) 0.4585(2) 0.0397(10) Uani d . 1 . .
H H12A 0.5049 0.3342 0.5019 0.048 Uiso calc R 1 . .
H H12B 0.4522 0.3348 0.4223 0.048 Uiso calc R 1 . .
C C13 0.4603(3) 0.1248(4) 0.4394(2) 0.0407(10) Uani d . 1 . .
H H13A 0.4261 0.1242 0.4767 0.061 Uiso calc R 1 . .
H H13B 0.4848 0.0476 0.4322 0.061 Uiso calc R 1 . .
H H13C 0.4054 0.1512 0.3987 0.061 Uiso calc R 1 . .
C C14 0.6338(4) 0.1674(4) 0.5196(2) 0.0424(10) Uani d . 1 . .
H H14A 0.5943 0.1698 0.5545 0.064 Uiso calc R 1 . .
H H14B 0.6977 0.2198 0.5313 0.064 Uiso calc R 1 . .
H H14C 0.6606 0.0899 0.5159 0.064 Uiso calc R 1 . .
C C15 0.7584(4) 0.4181(3) 0.3953(2) 0.0376(10) Uani d . 1 . .
H H15A 0.7688 0.4939 0.417 0.045 Uiso calc R 1 . .
H H15B 0.7694 0.4262 0.35 0.045 Uiso calc R 1 . .
C C16 0.8437(4) 0.3361(3) 0.4360(2) 0.0393(10) Uani d . 1 . .
H H16A 0.9198 0.3613 0.4361 0.047 Uiso calc R 1 . .
H H16B 0.8391 0.3354 0.4828 0.047 Uiso calc R 1 . .
C C17 0.8834(3) 0.1366(3) 0.4576(2) 0.0384(10) Uani d . 1 . .
H H17A 0.9636 0.154 0.4701 0.058 Uiso calc R 1 . .
H H17B 0.8712 0.0596 0.4389 0.058 Uiso calc R 1 . .
H H17C 0.8555 0.1413 0.4974 0.058 Uiso calc R 1 . .
C C18 0.8666(3) 0.2099(4) 0.3482(2) 0.0373(10) Uani d . 1 . .
H H18A 0.9477 0.2215 0.3617 0.056 Uiso calc R 1 . .
H H18B 0.8312 0.2679 0.3152 0.056 Uiso calc R 1 . .
H H18C 0.8496 0.1341 0.3283 0.056 Uiso calc R 1 . .
C C19 0.8685(4) 0.3808(4) 0.1849(2) 0.0541(13) Uani d . 1 . .
H H19A 0.8331 0.3182 0.1545 0.065 Uiso calc R 1 . .
H H19B 0.9373 0.3515 0.2169 0.065 Uiso calc R 1 . .
C C20 0.8954(5) 0.4791(4) 0.1457(2) 0.0594(14) Uani d . 1 . .
H H20A 0.9734 0.4746 0.1427 0.071 Uiso calc R 1 . .
H H20C 0.8441 0.4812 0.0999 0.071 Uiso calc R 1 . .
C C21 0.8792(5) 0.5808(5) 0.1851(3) 0.0753(18) Uani d . 1 . .
H H21C 0.9522 0.6123 0.2109 0.09 Uiso calc R 1 . .
H H21A 0.8369 0.6409 0.1553 0.09 Uiso calc R 1 . .
C C22 0.8170(6) 0.5392(4) 0.2293(4) 0.0785(19) Uani d . 1 . .
H H22A 0.8607 0.5519 0.2763 0.094 Uiso calc R 1 . .
H H22B 0.746 0.582 0.2214 0.094 Uiso calc R 1 . .
Sb Sb1 0.80217(2) 0.97531(2) 0.131605(12) 0.02780(8) Uani d . 1 . .
F F1 0.8535(3) 1.1001(3) 0.09400(14) 0.0713(9) Uani d . 1 . .
F F2 0.9405(3) 0.9083(3) 0.15276(17) 0.0891(11) Uani d . 1 . .
F F3 0.8403(2) 1.0476(2) 0.21434(12) 0.0544(7) Uani d . 1 . .
F F4 0.6596(2) 1.0411(2) 0.11002(13) 0.0522(7) Uani d . 1 . .
F F5 0.7603(2) 0.9041(2) 0.04880(12) 0.0620(8) Uani d . 1 . .
F F6 0.7422(3) 0.8535(3) 0.16853(15) 0.0772(10) Uani d . 1 . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0268(2) 0.0196(2) 0.0242(2) 0.00269(18) 0.00744(18) -0.00127(17)
O1 0.0285(14) 0.0200(13) 0.0304(14) 0.0009(10) 0.0056(11) 0.0025(10)
O2 0.055(2) 0.052(2) 0.083(3) -0.0092(17) 0.0417(19) -0.0029(19)
N1 0.0294(17) 0.0250(16) 0.0361(18) 0.0017(14) 0.0121(14) 0.0022(14)
N2 0.0278(16) 0.0242(16) 0.0257(16) 0.0039(13) 0.0096(13) -0.0023(13)
N3 0.0274(17) 0.0263(17) 0.0288(16) -0.0044(13) 0.0033(13) -0.0044(13)
N4 0.0365(19) 0.0345(18) 0.0268(17) 0.0102(15) 0.0101(14) 0.0031(14)
N5 0.0388(19) 0.0210(16) 0.0279(17) 0.0039(14) 0.0045(14) -0.0033(13)
C1 0.0236(18) 0.0207(18) 0.0302(19) -0.0052(15) 0.0066(15) -0.0035(15)
C2 0.030(2) 0.028(2) 0.030(2) -0.0015(16) 0.0088(16) 0.0006(16)
C3 0.031(2) 0.0203(19) 0.040(2) 0.0020(16) 0.0019(18) 0.0042(16)
C4 0.028(2) 0.031(2) 0.045(2) 0.0041(17) 0.0108(18) -0.0059(18)
C5 0.033(2) 0.038(2) 0.039(2) -0.0045(18) 0.0153(18) -0.0065(19)
C6 0.029(2) 0.027(2) 0.028(2) -0.0067(16) 0.0092(16) 0.0002(15)
C7 0.046(3) 0.0212(19) 0.037(2) 0.0079(18) 0.0087(19) 0.0041(17)
C8 0.037(2) 0.0238(19) 0.0272(19) 0.0032(16) 0.0080(17) 0.0047(15)
C9 0.031(2) 0.033(2) 0.0234(19) 0.0033(17) 0.0068(16) -0.0057(16)
C10 0.0242(19) 0.032(2) 0.034(2) 0.0050(16) 0.0077(16) 0.0010(17)
C11 0.063(3) 0.026(2) 0.030(2) 0.015(2) 0.008(2) -0.0039(17)
C12 0.052(3) 0.042(3) 0.030(2) 0.021(2) 0.019(2) 0.0002(18)
C13 0.039(2) 0.048(3) 0.042(2) 0.010(2) 0.024(2) 0.011(2)
C14 0.054(3) 0.042(3) 0.033(2) 0.014(2) 0.015(2) 0.0068(19)
C15 0.049(3) 0.0212(19) 0.040(2) -0.0080(19) 0.008(2) -0.0076(18)
C16 0.043(2) 0.033(2) 0.038(2) -0.010(2) 0.0050(19) -0.0065(19)
C17 0.032(2) 0.036(2) 0.041(2) -0.0021(18) 0.0007(19) -0.0002(19)
C18 0.029(2) 0.040(2) 0.044(2) -0.0050(18) 0.0125(19) -0.0044(19)
C19 0.067(3) 0.049(3) 0.054(3) -0.010(2) 0.028(3) -0.011(2)
C20 0.071(4) 0.069(3) 0.045(3) -0.019(3) 0.028(3) -0.007(3)
C21 0.070(4) 0.057(3) 0.114(5) 0.005(3) 0.052(4) 0.019(4)
C22 0.089(4) 0.049(3) 0.122(5) 0.006(3) 0.071(4) -0.006(3)
Sb1 0.03178(15) 0.02954(14) 0.02340(13) 0.00200(11) 0.00977(10) 0.00012(11)
F1 0.070(2) 0.087(2) 0.0504(17) -0.0389(17) 0.0062(15) 0.0215(16)
F2 0.060(2) 0.121(3) 0.082(2) 0.050(2) 0.0113(17) -0.006(2)
F3 0.0687(19) 0.0619(18) 0.0289(13) -0.0093(14) 0.0069(12) -0.0122(12)
F4 0.0400(15) 0.0671(19) 0.0469(15) 0.0113(13) 0.0077(12) -0.0036(13)
F5 0.081(2) 0.0647(19) 0.0379(15) 0.0061(16) 0.0112(14) -0.0240(13)
F6 0.091(2) 0.070(2) 0.0597(19) -0.0316(18) 0.0015(17) 0.0241(16)

_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.
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . 1.881(2) ?
Cu1 N5 . 2.055(3) ?
Cu1 N3 . 2.130(3) ?
Cu1 N2 . 2.136(3) ?
Cu1 N4 . 2.201(3) ?
O1 N1 . 1.320(4) ?
O2 C22 . 1.380(6) ?
O2 C19 . 1.411(5) ?
N1 C1 . 1.399(5) ?
N2 C9 . 1.468(4) ?
N2 C10 . 1.475(5) ?
N2 C8 . 1.477(5) ?
N3 C17 . 1.472(5) ?
N3 C18 . 1.472(5) ?
N3 C16 . 1.490(5) ?
N4 C14 . 1.468(5) ?
N4 C13 . 1.471(5) ?
N4 C12 . 1.475(5) ?
N5 C15 . 1.476(5) ?
N5 C11 . 1.481(5) ?
N5 C7 . 1.483(5) ?
C1 C6 . 1.393(5) ?
C1 C2 . 1.402(5) ?
C2 C3 . 1.380(5) ?
C2 H2A . 0.95 ?
C3 C4 . 1.384(5) ?
C3 H3A . 0.95 ?
C4 C5 . 1.375(6) ?
C4 H4A . 0.95 ?
C5 C6 . 1.372(5) ?
C5 H5A . 0.95 ?
C6 H6A . 0.95 ?
C7 C8 . 1.520(5) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.495(6) ?
C11 H11A . 0.99 ?
C11 H11B . 0.99 ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C16 . 1.508(6) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.501(6) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C20 C21 . 1.492(7) ?
C20 H20A . 0.99 ?
C20 H20C . 0.99 ?
C21 C22 . 1.436(7) ?
C21 H21C . 0.99 ?
C21 H21A . 0.99 ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
Sb1 F2 . 1.832(3) ?
Sb1 F5 . 1.853(2) ?
Sb1 F1 . 1.853(3) ?
Sb1 F3 . 1.857(2) ?
Sb1 F6 . 1.871(3) ?
Sb1 F4 . 1.871(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 N5 . . 171.41(12) ?
O1 Cu1 N3 . . 102.39(11) ?
N5 Cu1 N3 . . 85.48(12) ?
O1 Cu1 N2 . . 89.14(11) ?
N5 Cu1 N2 . . 84.02(12) ?
N3 Cu1 N2 . . 118.39(12) ?
O1 Cu1 N4 . . 95.63(11) ?
N5 Cu1 N4 . . 83.53(12) ?
N3 Cu1 N4 . . 117.66(12) ?
N2 Cu1 N4 . . 121.06(11) ?
N1 O1 Cu1 . . 118.4(2) ?
C22 O2 C19 . . 107.1(4) ?
O1 N1 C1 . . 112.2(3) ?
C9 N2 C10 . . 107.9(3) ?
C9 N2 C8 . . 109.6(3) ?
C10 N2 C8 . . 110.8(3) ?
C9 N2 Cu1 . . 114.9(2) ?
C10 N2 Cu1 . . 106.6(2) ?
C8 N2 Cu1 . . 107.1(2) ?
C17 N3 C18 . . 108.2(3) ?
C17 N3 C16 . . 109.0(3) ?
C18 N3 C16 . . 109.9(3) ?
C17 N3 Cu1 . . 116.1(2) ?
C18 N3 Cu1 . . 109.2(2) ?
C16 N3 Cu1 . . 104.4(2) ?
C14 N4 C13 . . 108.8(3) ?
C14 N4 C12 . . 110.3(3) ?
C13 N4 C12 . . 110.7(3) ?
C14 N4 Cu1 . . 110.3(2) ?
C13 N4 Cu1 . . 112.6(2) ?
C12 N4 Cu1 . . 104.1(2) ?
C15 N5 C11 . . 111.0(3) ?
C15 N5 C7 . . 111.7(3) ?
C11 N5 C7 . . 109.8(3) ?
C15 N5 Cu1 . . 107.0(2) ?
C11 N5 Cu1 . . 108.8(2) ?
C7 N5 Cu1 . . 108.4(2) ?
C6 C1 N1 . . 125.4(3) ?
C6 C1 C2 . . 119.0(3) ?
N1 C1 C2 . . 115.6(3) ?
C3 C2 C1 . . 120.2(4) ?
C3 C2 H2A . . 119.9 ?
C1 C2 H2A . . 119.9 ?
C2 C3 C4 . . 120.0(4) ?
C2 C3 H3A . . 120.0 ?
C4 C3 H3A . . 120.0 ?
C5 C4 C3 . . 119.8(4) ?
C5 C4 H4A . . 120.1 ?
C3 C4 H4A . . 120.1 ?
C6 C5 C4 . . 121.1(4) ?
C6 C5 H5A . . 119.5 ?
C4 C5 H5A . . 119.5 ?
C5 C6 C1 . . 119.9(4) ?
C5 C6 H6A . . 120.0 ?
C1 C6 H6A . . 120.0 ?
N5 C7 C8 . . 110.2(3) ?
N5 C7 H7A . . 109.6 ?
C8 C7 H7A . . 109.6 ?
N5 C7 H7B . . 109.6 ?
C8 C7 H7B . . 109.6 ?
H7A C7 H7B . . 108.1 ?
N2 C8 C7 . . 109.8(3) ?
N2 C8 H8A . . 109.7 ?
C7 C8 H8A . . 109.7 ?
N2 C8 H8B . . 109.7 ?
C7 C8 H8B . . 109.7 ?
H8A C8 H8B . . 108.2 ?
N2 C9 H9A . . 109.5 ?
N2 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
N2 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N2 C10 H10A . . 109.5 ?
N2 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
N2 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N5 C11 C12 . . 110.6(3) ?
N5 C11 H11A . . 109.5 ?
C12 C11 H11A . . 109.5 ?
N5 C11 H11B . . 109.5 ?
C12 C11 H11B . . 109.5 ?
H11A C11 H11B . . 108.1 ?
N4 C12 C11 . . 110.8(3) ?
N4 C12 H12A . . 109.5 ?
C11 C12 H12A . . 109.5 ?
N4 C12 H12B . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 108.1 ?
N4 C13 H13A . . 109.5 ?
N4 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
N4 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N4 C14 H14A . . 109.5 ?
N4 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
N4 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N5 C15 C16 . . 110.4(3) ?
N5 C15 H15A . . 109.6 ?
C16 C15 H15A . . 109.6 ?
N5 C15 H15B . . 109.6 ?
C16 C15 H15B . . 109.6 ?
H15A C15 H15B . . 108.1 ?
N3 C16 C15 . . 110.3(3) ?
N3 C16 H16A . . 109.6 ?
C15 C16 H16A . . 109.6 ?
N3 C16 H16B . . 109.6 ?
C15 C16 H16B . . 109.6 ?
H16A C16 H16B . . 108.1 ?
N3 C17 H17A . . 109.5 ?
N3 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
N3 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N3 C18 H18A . . 109.5 ?
N3 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N3 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O2 C19 C20 . . 105.4(4) ?
O2 C19 H19A . . 110.7 ?
C20 C19 H19A . . 110.7 ?
O2 C19 H19B . . 110.7 ?
C20 C19 H19B . . 110.7 ?
H19A C19 H19B . . 108.8 ?
C21 C20 C19 . . 103.7(4) ?
C21 C20 H20A . . 111.0 ?
C19 C20 H20A . . 111.0 ?
C21 C20 H20C . . 111.0 ?
C19 C20 H20C . . 111.0 ?
H20A C20 H20C . . 109.0 ?
C22 C21 C20 . . 104.7(5) ?
C22 C21 H21C . . 110.8 ?
C20 C21 H21C . . 110.8 ?
C22 C21 H21A . . 110.8 ?
C20 C21 H21A . . 110.8 ?
H21C C21 H21A . . 108.9 ?
O2 C22 C21 . . 111.2(5) ?
O2 C22 H22A . . 109.4 ?
C21 C22 H22A . . 109.4 ?
O2 C22 H22B . . 109.4 ?
C21 C22 H22B . . 109.4 ?
H22A C22 H22B . . 108.0 ?
F2 Sb1 F5 . . 92.06(14) ?
F2 Sb1 F1 . . 91.87(16) ?
F5 Sb1 F1 . . 90.46(13) ?
F2 Sb1 F3 . . 89.38(14) ?
F5 Sb1 F3 . . 178.52(13) ?
F1 Sb1 F3 . . 89.85(12) ?
F2 Sb1 F6 . . 91.49(17) ?
F5 Sb1 F6 . . 89.57(14) ?
F1 Sb1 F6 . . 176.64(15) ?
F3 Sb1 F6 . . 90.04(13) ?
F2 Sb1 F4 . . 178.93(16) ?
F5 Sb1 F4 . . 87.51(12) ?
F1 Sb1 F4 . . 89.12(13) ?
F3 Sb1 F4 . . 91.05(12) ?
F6 Sb1 F4 . . 87.53(14) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N3 Cu1 O1 N1 . . . . 67.1(2) ?
N2 Cu1 O1 N1 . . . . -173.9(2) ?
N4 Cu1 O1 N1 . . . . -52.8(2) ?
Cu1 O1 N1 C1 . . . . -124.2(3) ?
O1 Cu1 N2 C9 . . . . -51.8(2) ?
N5 Cu1 N2 C9 . . . . 133.4(3) ?
N3 Cu1 N2 C9 . . . . 51.9(3) ?
N4 Cu1 N2 C9 . . . . -147.8(2) ?
O1 Cu1 N2 C10 . . . . 67.6(2) ?
N5 Cu1 N2 C10 . . . . -107.2(2) ?
N3 Cu1 N2 C10 . . . . 171.3(2) ?
N4 Cu1 N2 C10 . . . . -28.4(3) ?
O1 Cu1 N2 C8 . . . . -173.7(2) ?
N5 Cu1 N2 C8 . . . . 11.5(2) ?
N3 Cu1 N2 C8 . . . . -70.1(2) ?
N4 Cu1 N2 C8 . . . . 90.2(2) ?
O1 Cu1 N3 C17 . . . . -50.0(3) ?
N5 Cu1 N3 C17 . . . . 133.4(3) ?
N2 Cu1 N3 C17 . . . . -145.9(2) ?
N4 Cu1 N3 C17 . . . . 53.2(3) ?
O1 Cu1 N3 C18 . . . . 72.5(3) ?
N5 Cu1 N3 C18 . . . . -104.0(3) ?
N2 Cu1 N3 C18 . . . . -23.3(3) ?
N4 Cu1 N3 C18 . . . . 175.7(2) ?
O1 Cu1 N3 C16 . . . . -170.0(2) ?
N5 Cu1 N3 C16 . . . . 13.5(2) ?
N2 Cu1 N3 C16 . . . . 94.2(2) ?
N4 Cu1 N3 C16 . . . . -66.8(3) ?
O1 Cu1 N4 C14 . . . . 85.0(3) ?
N5 Cu1 N4 C14 . . . . -103.6(3) ?
N3 Cu1 N4 C14 . . . . -22.1(3) ?
N2 Cu1 N4 C14 . . . . 177.4(2) ?
O1 Cu1 N4 C13 . . . . -36.7(3) ?
N5 Cu1 N4 C13 . . . . 134.7(3) ?
N3 Cu1 N4 C13 . . . . -143.9(2) ?
N2 Cu1 N4 C13 . . . . 55.7(3) ?
O1 Cu1 N4 C12 . . . . -156.7(2) ?
N5 Cu1 N4 C12 . . . . 14.7(2) ?
N3 Cu1 N4 C12 . . . . 96.2(3) ?
N2 Cu1 N4 C12 . . . . -64.3(3) ?
N3 Cu1 N5 C15 . . . . 13.9(2) ?
N2 Cu1 N5 C15 . . . . -105.3(2) ?
N4 Cu1 N5 C15 . . . . 132.4(2) ?
N3 Cu1 N5 C11 . . . . -106.1(3) ?
N2 Cu1 N5 C11 . . . . 134.7(3) ?
N4 Cu1 N5 C11 . . . . 12.4(3) ?
N3 Cu1 N5 C7 . . . . 134.5(3) ?
N2 Cu1 N5 C7 . . . . 15.3(2) ?
N4 Cu1 N5 C7 . . . . -107.0(3) ?
O1 N1 C1 C6 . . . . -0.7(5) ?
O1 N1 C1 C2 . . . . 179.5(3) ?
C6 C1 C2 C3 . . . . 0.8(5) ?
N1 C1 C2 C3 . . . . -179.4(3) ?
C1 C2 C3 C4 . . . . -0.1(6) ?
C2 C3 C4 C5 . . . . -1.2(6) ?
C3 C4 C5 C6 . . . . 1.8(6) ?
C4 C5 C6 C1 . . . . -1.1(6) ?
N1 C1 C6 C5 . . . . 180.0(3) ?
C2 C1 C6 C5 . . . . -0.2(5) ?
C15 N5 C7 C8 . . . . 78.1(4) ?
C11 N5 C7 C8 . . . . -158.3(3) ?
Cu1 N5 C7 C8 . . . . -39.5(4) ?
C9 N2 C8 C7 . . . . -160.9(3) ?
C10 N2 C8 C7 . . . . 80.2(4) ?
Cu1 N2 C8 C7 . . . . -35.7(3) ?
N5 C7 C8 N2 . . . . 51.3(4) ?
C15 N5 C11 C12 . . . . -155.9(3) ?
C7 N5 C11 C12 . . . . 80.1(4) ?
Cu1 N5 C11 C12 . . . . -38.4(4) ?
C14 N4 C12 C11 . . . . 78.7(4) ?
C13 N4 C12 C11 . . . . -160.9(3) ?
Cu1 N4 C12 C11 . . . . -39.6(4) ?
N5 C11 C12 N4 . . . . 54.3(4) ?
C11 N5 C15 C16 . . . . 79.1(4) ?
C7 N5 C15 C16 . . . . -157.9(3) ?
Cu1 N5 C15 C16 . . . . -39.5(4) ?
C17 N3 C16 C15 . . . . -163.2(3) ?
C18 N3 C16 C15 . . . . 78.5(4) ?
Cu1 N3 C16 C15 . . . . -38.5(4) ?
N5 C15 C16 N3 . . . . 54.4(4) ?
C22 O2 C19 C20 . . . . -27.9(6) ?
O2 C19 C20 C21 . . . . 26.7(6) ?
C19 C20 C21 C22 . . . . -15.7(7) ?
C19 O2 C22 C21 . . . . 18.3(7) ?
C20 C21 C22 O2 . . . . -0.8(7) ?