#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:13:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180294 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/08/7150834.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7150834
loop_
_publ_author_name
'Stones, Graham'
'Tripoli, Régis'
'McDavid, Colin L.'
'Roux-Duplâtre, Kewin'
'Kennedy, Alan R.'
'Sherrington, David C.'
'Gibson, Colin L.'
_publ_section_title
;
 Investigation of macrocyclisation routes to 1,4,7-triazacyclononanes:
 efficient syntheses from 1,2-ditosylamides
;
_journal_issue                   2
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              374
_journal_page_last               384
_journal_paper_doi               10.1039/b716938h
_journal_volume                  6
_journal_year                    2008
_chemical_formula_sum            'C17 H27 Cu F6 N3 O4'
_chemical_formula_weight         514.96
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3666(2)
_cell_length_b                   15.4945(3)
_cell_length_c                   16.3029(4)
_cell_measurement_reflns_used    2768
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     2113.45(8)
_computing_data_collection       'Denzo & Collect'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.077
_diffrn_reflns_av_sigmaI/netI    0.0600
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30600
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    1.115
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.009(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4836
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0186P)²+1.5838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0719
_reflns_number_gt                3771
_reflns_number_total             4836
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b716938h.txt
_cod_data_source_block           gib0406
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7150834
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
Cu1 Cu 0.87709(4) 0.86730(2) 0.20338(2) 0.02015(9) Uani 1 1 d . . .
F1 F 0.5432(3) 0.99203(14) 0.39498(13) 0.0514(6) Uani 1 1 d . . .
F2 F 0.4699(2) 1.03073(14) 0.27428(14) 0.0472(6) Uani 1 1 d . . .
F3 F 0.5927(3) 1.12063(11) 0.35315(12) 0.0445(5) Uani 1 1 d . . .
F4 F 0.5648(3) 1.07045(14) 0.08160(17) 0.0797(10) Uani 1 1 d . . .
F5 F 0.4021(3) 0.98475(16) 0.02636(17) 0.0765(8) Uani 1 1 d . . .
F6 F 0.6294(4) 1.00675(19) -0.02580(14) 0.0893(10) Uani 1 1 d . . .
O1 O 0.7561(2) 0.92568(12) 0.28936(14) 0.0242(5) Uani 1 1 d . . .
O2 O 0.8394(3) 1.06175(13) 0.26792(14) 0.0346(6) Uani 1 1 d . . .
O3 O 0.7612(3) 0.94017(13) 0.12383(13) 0.0274(5) Uani 1 1 d . . .
O4 O 0.5556(3) 0.85267(16) 0.09375(16) 0.0474(7) Uani 1 1 d . . .
N1 N 1.0038(3) 0.80217(16) 0.11685(16) 0.0250(6) Uani 1 1 d . . .
N2 N 0.7981(3) 0.73939(15) 0.24465(14) 0.0183(6) Uani 1 1 d . . .
N3 N 1.0709(3) 0.84150(15) 0.28090(15) 0.0227(6) Uani 1 1 d . . .
C1 C 0.9658(4) 0.7075(2) 0.12249(19) 0.0260(8) Uani 1 1 d . . .
H1A H 1.0527 0.6777 0.1524 0.031 Uiso 1 1 calc R . .
H1B H 0.9606 0.6829 0.0665 0.031 Uiso 1 1 calc R . .
C2 C 0.8076(4) 0.69100(19) 0.16629(19) 0.0248(7) Uani 1 1 d . . .
H2A H 0.7182 0.7086 0.1302 0.030 Uiso 1 1 calc R . .
H2B H 0.7966 0.6285 0.1775 0.030 Uiso 1 1 calc R . .
C3 C 0.9141(4) 0.70751(18) 0.30744(18) 0.0214(7) Uani 1 1 d . . .
H3 H 0.9954 0.6720 0.2778 0.026 Uiso 1 1 calc R . .
C4 C 1.0041(4) 0.7840(2) 0.34715(19) 0.0231(7) Uani 1 1 d . . .
H4 H 0.9247 0.8185 0.3792 0.028 Uiso 1 1 calc R . .
C5 C 1.1989(4) 0.7998(2) 0.2306(2) 0.0310(8) Uani 1 1 d . . .
H5A H 1.1967 0.7366 0.2390 0.037 Uiso 1 1 calc R . .
H5B H 1.3049 0.8215 0.2480 0.037 Uiso 1 1 calc R . .
C6 C 1.1722(4) 0.8202(2) 0.1403(2) 0.0315(9) Uani 1 1 d . . .
H6A H 1.1969 0.8817 0.1299 0.038 Uiso 1 1 calc R . .
H6B H 1.2451 0.7847 0.1064 0.038 Uiso 1 1 calc R . .
C7 C 0.8409(4) 0.6498(2) 0.37361(18) 0.0292(8) Uani 1 1 d . . .
H7A H 0.7593 0.6828 0.4044 0.035 Uiso 1 1 calc R . .
H7B H 0.7873 0.6000 0.3474 0.035 Uiso 1 1 calc R . .
C8 C 0.9688(4) 0.6173(2) 0.4329(2) 0.0385(9) Uani 1 1 d . . .
H8A H 0.9182 0.5814 0.4759 0.046 Uiso 1 1 calc R . .
H8B H 1.0463 0.5808 0.4028 0.046 Uiso 1 1 calc R . .
C9 C 1.0557(5) 0.6922(2) 0.4723(2) 0.0386(9) Uani 1 1 d . . .
H9A H 1.1403 0.6698 0.5091 0.046 Uiso 1 1 calc R . .
H9B H 0.9797 0.7260 0.5059 0.046 Uiso 1 1 calc R . .
C10 C 1.1308(5) 0.7508(2) 0.40732(19) 0.0355(8) Uani 1 1 d . . .
H10A H 1.2136 0.7183 0.3768 0.043 Uiso 1 1 calc R . .
H10B H 1.1833 0.8004 0.4345 0.043 Uiso 1 1 calc R . .
C11 C 0.9768(4) 0.8323(2) 0.03188(18) 0.0337(9) Uani 1 1 d . . .
H11A H 1.0489 0.8015 -0.0054 0.051 Uiso 1 1 calc R . .
H11B H 0.9978 0.8944 0.0286 0.051 Uiso 1 1 calc R . .
H11C H 0.8657 0.8208 0.0161 0.051 Uiso 1 1 calc R . .
C12 C 0.6307(4) 0.74562(19) 0.27331(18) 0.0256(7) Uani 1 1 d . . .
H12A H 0.5654 0.7732 0.2309 0.038 Uiso 1 1 calc R . .
H12B H 0.6266 0.7801 0.3236 0.038 Uiso 1 1 calc R . .
H12C H 0.5892 0.6876 0.2844 0.038 Uiso 1 1 calc R . .
C13 C 1.1317(4) 0.92362(19) 0.3160(2) 0.0326(8) Uani 1 1 d . . .
H13A H 1.2231 0.9116 0.3518 0.049 Uiso 1 1 calc R . .
H13B H 1.0468 0.9515 0.3479 0.049 Uiso 1 1 calc R . .
H13C H 1.1652 0.9620 0.2714 0.049 Uiso 1 1 calc R . .
C14 C 0.7465(4) 1.00697(19) 0.2917(2) 0.0221(7) Uani 1 1 d . . .
C15 C 0.5883(4) 1.0374(2) 0.3298(2) 0.0299(8) Uani 1 1 d . . .
C16 C 0.6289(5) 0.9209(2) 0.09282(19) 0.0286(7) Uani 1 1 d . . .
C17 C 0.5546(4) 0.9954(2) 0.0445(2) 0.0339(9) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 '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'
O O 0.0106 0.0060 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 87.25(9) . . ?
O1 Cu1 N1 177.64(10) . . ?
O3 Cu1 N1 94.83(10) . . ?
O1 Cu1 N3 93.25(10) . . ?
O3 Cu1 N3 152.36(9) . . ?
N1 Cu1 N3 85.42(10) . . ?
O1 Cu1 N2 92.42(9) . . ?
O3 Cu1 N2 124.75(9) . . ?
N1 Cu1 N2 85.49(10) . . ?
N3 Cu1 N2 82.87(9) . . ?
C14 O1 Cu1 121.2(2) . . ?
C16 O3 Cu1 124.2(2) . . ?
C11 N1 C6 109.1(3) . . ?
C11 N1 C1 109.4(3) . . ?
C6 N1 C1 111.6(3) . . ?
C11 N1 Cu1 114.4(2) . . ?
C6 N1 Cu1 102.84(18) . . ?
C1 N1 Cu1 109.36(19) . . ?
C12 N2 C2 110.8(2) . . ?
C12 N2 C3 114.8(2) . . ?
C2 N2 C3 112.8(2) . . ?
C12 N2 Cu1 108.84(18) . . ?
C2 N2 Cu1 100.15(17) . . ?
C3 N2 Cu1 108.23(17) . . ?
C13 N3 C5 109.6(2) . . ?
C13 N3 C4 111.0(2) . . ?
C5 N3 C4 113.8(2) . . ?
C13 N3 Cu1 109.52(18) . . ?
C5 N3 Cu1 107.81(18) . . ?
C4 N3 Cu1 104.98(18) . . ?
N1 C1 C2 112.1(3) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
N2 C2 C1 111.4(3) . . ?
N2 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C7 114.6(2) . . ?
N2 C3 C4 110.5(2) . . ?
C7 C3 C4 110.3(2) . . ?
N2 C3 H3 107.0 . . ?
C7 C3 H3 107.0 . . ?
C4 C3 H3 107.0 . . ?
N3 C4 C10 113.6(3) . . ?
N3 C4 C3 109.5(2) . . ?
C10 C4 C3 110.4(2) . . ?
N3 C4 H4 107.7 . . ?
C10 C4 H4 107.7 . . ?
C3 C4 H4 107.7 . . ?
N3 C5 C6 109.6(3) . . ?
N3 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
N3 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
N1 C6 C5 110.4(3) . . ?
N1 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
N1 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C3 111.0(3) . . ?
C8 C7 H7A 109.4 . . ?
C3 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C3 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C7 110.6(3) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 111.0(3) . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C4 111.0(3) . . ?
C9 C10 H10A 109.4 . . ?
C4 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C4 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 O1 130.3(3) . . ?
O2 C14 C15 117.8(3) . . ?
O1 C14 C15 111.9(3) . . ?
F1 C15 F3 106.8(3) . . ?
F1 C15 F2 106.7(3) . . ?
F3 C15 F2 106.5(3) . . ?
F1 C15 C14 114.0(3) . . ?
F3 C15 C14 112.6(3) . . ?
F2 C15 C14 109.8(3) . . ?
O4 C16 O3 130.1(3) . . ?
O4 C16 C17 117.1(3) . . ?
O3 C16 C17 112.8(3) . . ?
F4 C17 F6 104.5(3) . . ?
F4 C17 F5 106.1(3) . . ?
F6 C17 F5 106.3(3) . . ?
F4 C17 C16 113.9(3) . . ?
F6 C17 C16 110.8(3) . . ?
F5 C17 C16 114.5(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.951(2) . ?
Cu1 O3 1.974(2) . ?
Cu1 N1 2.033(3) . ?
Cu1 N3 2.094(2) . ?
Cu1 N2 2.195(2) . ?
F1 C15 1.328(4) . ?
F2 C15 1.346(4) . ?
F3 C15 1.345(4) . ?
F4 C17 1.313(4) . ?
F5 C17 1.320(4) . ?
F6 C17 1.318(4) . ?
O1 C14 1.263(3) . ?
O2 C14 1.215(3) . ?
O3 C16 1.253(4) . ?
O4 C16 1.222(4) . ?
N1 C11 1.479(4) . ?
N1 C6 1.487(4) . ?
N1 C1 1.504(4) . ?
N2 C12 1.480(4) . ?
N2 C2 1.483(4) . ?
N2 C3 1.494(4) . ?
N3 C13 1.485(4) . ?
N3 C5 1.496(4) . ?
N3 C4 1.508(4) . ?
C1 C2 1.525(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C7 1.529(4) . ?
C3 C4 1.546(4) . ?
C3 H3 1.0000 . ?
C4 C10 1.533(4) . ?
C4 H4 1.0000 . ?
C5 C6 1.521(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.527(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.513(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.531(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.536(4) . ?
C16 C17 1.530(5) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Cu1 O1 C14 -49.3(2) . . . . ?
N1 Cu1 O1 C14 159(3) . . . . ?
N3 Cu1 O1 C14 103.0(2) . . . . ?
N2 Cu1 O1 C14 -174.0(2) . . . . ?
O1 Cu1 O3 C16 -87.8(2) . . . . ?
N1 Cu1 O3 C16 91.1(3) . . . . ?
N3 Cu1 O3 C16 -179.6(2) . . . . ?
N2 Cu1 O3 C16 3.2(3) . . . . ?
O1 Cu1 N1 C11 155(3) . . . . ?
O3 Cu1 N1 C11 3.4(2) . . . . ?
N3 Cu1 N1 C11 -148.9(2) . . . . ?
N2 Cu1 N1 C11 127.9(2) . . . . ?
O1 Cu1 N1 C6 -86(3) . . . . ?
O3 Cu1 N1 C6 121.54(19) . . . . ?
N3 Cu1 N1 C6 -30.7(2) . . . . ?
N2 Cu1 N1 C6 -113.9(2) . . . . ?
O1 Cu1 N1 C1 32(3) . . . . ?
O3 Cu1 N1 C1 -119.7(2) . . . . ?
N3 Cu1 N1 C1 88.0(2) . . . . ?
N2 Cu1 N1 C1 4.8(2) . . . . ?
O1 Cu1 N2 C12 36.33(18) . . . . ?
O3 Cu1 N2 C12 -52.0(2) . . . . ?
N1 Cu1 N2 C12 -144.76(19) . . . . ?
N3 Cu1 N2 C12 129.31(18) . . . . ?
O1 Cu1 N2 C2 152.63(18) . . . . ?
O3 Cu1 N2 C2 64.3(2) . . . . ?
N1 Cu1 N2 C2 -28.45(18) . . . . ?
N3 Cu1 N2 C2 -114.39(19) . . . . ?
O1 Cu1 N2 C3 -89.08(18) . . . . ?
O3 Cu1 N2 C3 -177.41(16) . . . . ?
N1 Cu1 N2 C3 89.83(18) . . . . ?
N3 Cu1 N2 C3 3.90(17) . . . . ?
O1 Cu1 N3 C13 -56.8(2) . . . . ?
O3 Cu1 N3 C13 33.5(3) . . . . ?
N1 Cu1 N3 C13 125.1(2) . . . . ?
N2 Cu1 N3 C13 -148.9(2) . . . . ?
O1 Cu1 N3 C5 -176.04(19) . . . . ?
O3 Cu1 N3 C5 -85.8(3) . . . . ?
N1 Cu1 N3 C5 5.9(2) . . . . ?
N2 Cu1 N3 C5 91.9(2) . . . . ?
O1 Cu1 N3 C4 62.36(18) . . . . ?
O3 Cu1 N3 C4 152.6(2) . . . . ?
N1 Cu1 N3 C4 -115.69(18) . . . . ?
N2 Cu1 N3 C4 -29.67(17) . . . . ?
C11 N1 C1 C2 -105.5(3) . . . . ?
C6 N1 C1 C2 133.7(3) . . . . ?
Cu1 N1 C1 C2 20.5(3) . . . . ?
C12 N2 C2 C1 162.2(2) . . . . ?
C3 N2 C2 C1 -67.5(3) . . . . ?
Cu1 N2 C2 C1 47.4(3) . . . . ?
N1 C1 C2 N2 -49.0(3) . . . . ?
C12 N2 C3 C7 26.5(3) . . . . ?
C2 N2 C3 C7 -101.9(3) . . . . ?
Cu1 N2 C3 C7 148.3(2) . . . . ?
C12 N2 C3 C4 -98.9(3) . . . . ?
C2 N2 C3 C4 132.7(2) . . . . ?
Cu1 N2 C3 C4 22.9(3) . . . . ?
C13 N3 C4 C10 -66.6(3) . . . . ?
C5 N3 C4 C10 57.5(3) . . . . ?
Cu1 N3 C4 C10 175.1(2) . . . . ?
C13 N3 C4 C3 169.5(2) . . . . ?
C5 N3 C4 C3 -66.4(3) . . . . ?
Cu1 N3 C4 C3 51.3(2) . . . . ?
N2 C3 C4 N3 -50.4(3) . . . . ?
C7 C3 C4 N3 -178.2(2) . . . . ?
N2 C3 C4 C10 -176.2(2) . . . . ?
C7 C3 C4 C10 56.0(3) . . . . ?
C13 N3 C5 C6 -98.5(3) . . . . ?
C4 N3 C5 C6 136.6(3) . . . . ?
Cu1 N3 C5 C6 20.6(3) . . . . ?
C11 N1 C6 C5 173.3(3) . . . . ?
C1 N1 C6 C5 -65.6(3) . . . . ?
Cu1 N1 C6 C5 51.5(3) . . . . ?
N3 C5 C6 N1 -49.5(4) . . . . ?
N2 C3 C7 C8 177.6(2) . . . . ?
C4 C3 C7 C8 -56.9(3) . . . . ?
C3 C7 C8 C9 57.7(4) . . . . ?
C7 C8 C9 C10 -57.3(4) . . . . ?
C8 C9 C10 C4 57.0(4) . . . . ?
N3 C4 C10 C9 -179.4(3) . . . . ?
C3 C4 C10 C9 -56.0(3) . . . . ?
Cu1 O1 C14 O2 -28.8(5) . . . . ?
Cu1 O1 C14 C15 149.9(2) . . . . ?
O2 C14 C15 F1 -139.9(3) . . . . ?
O1 C14 C15 F1 41.3(4) . . . . ?
O2 C14 C15 F3 -18.0(4) . . . . ?
O1 C14 C15 F3 163.2(3) . . . . ?
O2 C14 C15 F2 100.5(3) . . . . ?
O1 C14 C15 F2 -78.3(4) . . . . ?
Cu1 O3 C16 O4 -11.7(5) . . . . ?
Cu1 O3 C16 C17 170.5(2) . . . . ?
O4 C16 C17 F4 138.4(3) . . . . ?
O3 C16 C17 F4 -43.6(4) . . . . ?
O4 C16 C17 F6 -104.1(4) . . . . ?
O3 C16 C17 F6 74.0(4) . . . . ?
O4 C16 C17 F5 16.1(5) . . . . ?
O3 C16 C17 F5 -165.8(3) . . . . ?
