#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:00:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180164 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/60/7106054.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_7106054
loop_
_publ_author_name
'Bin Liu'
'Yin Zhang'
'Daichao Xu'
'Wanzhi Chen'
_publ_section_title
;
 Facile Synthesis of Metal N-Heterocyclic Carbene Complexes
;
_journal_name_full               Chem.Commun.
_journal_page_first              2883
_journal_paper_doi               10.1039/c0cc05260d
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C16 H16 Cu F6 N8 P'
_chemical_formula_weight         528.88
_chemical_name_systematic
;
?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_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                 105.551(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.351(2)
_cell_length_b                   6.8638(7)
_cell_length_c                   11.9093(11)
_cell_measurement_temperature    298(2)
_cell_volume                     1996.4(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    'Bruker SMART'
_computing_publication_material  'Bruker SMART'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5070
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_T_max  0.7878
_exptl_absorpt_correction_T_min  0.5790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       0.0029(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         1925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0638
_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)+(0.1101P)²+8.0325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1791
_refine_ls_wR_factor_ref         0.1994
_reflns_number_gt                1483
_reflns_number_total             1925
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC05260D.TXT
_cod_data_source_block           091020h
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7106054
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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 0.27968(3) 0.5000 0.48046(7) 0.0465(4) Uani 1 2 d S . .
F1 F 0.0071(5) 0.236(3) 0.6921(13) 0.169(5) Uani 0.50 1 d P . .
F2 F 0.0760(3) 0.3781(18) 0.8170(8) 0.112(3) Uani 0.50 1 d P . .
F3 F -0.0055(4) 0.400(2) 0.8451(8) 0.138(6) Uani 0.50 1 d P . .
F4 F -0.0387(3) 0.5000 0.6687(7) 0.156(4) Uani 1 2 d S . .
F5 F 0.0451(3) 0.5000 0.6442(7) 0.154(4) Uani 1 2 d S . .
F6 F 0.0322(6) 0.654(3) 0.7962(13) 0.151(5) Uani 0.50 1 d P . .
N1 N 0.2732(2) 0.5000 0.7270(4) 0.0363(12) Uani 1 2 d S . .
N2 N 0.1955(2) 0.5000 0.6067(5) 0.0538(17) Uani 1 2 d S . .
N3 N 0.3626(3) 0.5000 0.7089(6) 0.070(2) Uani 1 2 d S . .
N4 N 0.3439(3) 0.4322(12) 0.8929(6) 0.048(2) Uani 0.50 1 d P . .
N5 N 0.2880(2) 0.5000 0.2374(4) 0.0407(13) Uani 1 2 d S . .
N6 N 0.3659(3) 0.5000 0.3568(6) 0.074(2) Uani 1 2 d S . .
N7 N 0.1991(2) 0.5000 0.2572(5) 0.0563(18) Uani 1 2 d S . .
N8 N 0.2168(3) 0.5000 0.0715(6) 0.078(3) Uani 1 2 d S . .
P1 P 0.01770(13) 0.4368(6) 0.7397(3) 0.0611(14) Uani 0.50 1 d P . .
C1 C 0.2484(3) 0.5000 0.6101(5) 0.0390(15) Uani 1 2 d S . .
C2 C 0.1869(3) 0.5000 0.7159(6) 0.0494(18) Uani 1 2 d S . .
H2 H 0.1531 0.5000 0.7327 0.059 Uiso 1 2 calc SR . .
C3 C 0.2347(3) 0.5000 0.7916(6) 0.0436(16) Uani 1 2 d S . .
H3 H 0.2417 0.5000 0.8724 0.052 Uiso 1 2 calc SR . .
C4 C 0.3298(3) 0.5000 0.7782(6) 0.065(2) Uani 1 2 d S . .
C5 C 0.3971(4) 0.4029(19) 0.9410(9) 0.060(3) Uani 0.50 1 d P . .
H5 H 0.4090 0.3851 1.0212 0.072 Uiso 0.50 1 d PR . .
C6 C 0.4346(4) 0.398(2) 0.8787(9) 0.061(3) Uani 0.50 1 d P . .
H6 H 0.4714 0.3727 0.9140 0.073 Uiso 0.50 1 d PR . .
C7 C 0.4158(4) 0.4304(17) 0.7608(9) 0.060(4) Uani 0.50 1 d P . .
H7 H 0.4391 0.4059 0.7137 0.072 Uiso 0.50 1 d PR . .
C8 C 0.1518(3) 0.5000 0.4973(8) 0.102(5) Uani 1 2 d S . .
H8A H 0.1200 0.4363 0.5092 0.154 Uiso 0.50 1 calc PR . .
H8B H 0.1640 0.4318 0.4385 0.154 Uiso 0.50 1 calc PR . .
H8C H 0.1428 0.6318 0.4726 0.154 Uiso 0.50 1 calc PR . .
C9 C 0.3127(3) 0.5000 0.3535(6) 0.0494(18) Uani 1 2 d S . .
C10 C 0.3743(3) 0.5000 0.2466(7) 0.070(3) Uani 1 2 d S . .
H10 H 0.4080 0.5000 0.2295 0.084 Uiso 1 2 calc SR . .
C11 C 0.3262(3) 0.5000 0.1709(6) 0.053(2) Uani 1 2 d S . .
H11 H 0.3188 0.5000 0.0901 0.064 Uiso 1 2 calc SR . .
C12 C 0.2310(3) 0.5000 0.1854(6) 0.0501(18) Uani 1 2 d S . .
C13 C 0.1630(4) 0.4248(17) 0.0245(8) 0.057(3) Uani 0.50 1 d P . .
H13 H 0.1533 0.3755 -0.0510 0.068 Uiso 0.50 1 d PR . .
C14 C 0.1259(4) 0.4235(17) 0.0865(9) 0.055(3) Uani 0.50 1 d P . .
H14 H 0.0888 0.4074 0.0511 0.066 Uiso 0.50 1 d PR . .
C15 C 0.1458(4) 0.4474(17) 0.2063(8) 0.055(5) Uani 0.50 1 d P . .
H15 H 0.1224 0.4271 0.2534 0.066 Uiso 0.50 1 d PR . .
C16 C 0.4105(4) 0.4366(17) 0.4624(8) 0.057(4) Uani 0.50 1 d P . .
H16A H 0.3969 0.4408 0.5302 0.086 Uiso 0.50 1 d PR . .
H16B H 0.4413 0.5228 0.4731 0.086 Uiso 0.50 1 d PR . .
H16C H 0.4217 0.3061 0.4510 0.086 Uiso 0.50 1 d PR . .
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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'
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
C9 Cu1 C1 178.6(3) . . ?
F6 F1 P1 36.5(8) 6_565 . ?
F6 F2 P1 34.8(9) 6_565 . ?
F6 F2 F2 101.6(11) 6_565 6_565 ?
P1 F2 F2 75.1(5) . 6_565 ?
F6 F2 P1 55.7(10) 6_565 6_565 ?
P1 F2 P1 25.1(3) . 6_565 ?
F2 F2 P1 50.1(3) 6_565 6_565 ?
F6 F3 F3 106.4(10) 6_565 6_565 ?
F6 F3 P1 36.4(7) 6_565 . ?
F3 F3 P1 80.5(5) 6_565 . ?
F6 F3 P1 58.2(8) 6_565 6_565 ?
F3 F3 P1 53.6(4) 6_565 6_565 ?
P1 F3 P1 26.9(3) . 6_565 ?
P1 F4 P1 33.3(3) 6_565 . ?
P1 F5 P1 32.6(3) . 6_565 ?
P1 F6 F2 102.3(17) 6_565 6_565 ?
P1 F6 F3 86.5(13) 6_565 6_565 ?
F2 F6 F3 131.9(16) 6_565 6_565 ?
P1 F6 F1 74.1(12) 6_565 6_565 ?
F2 F6 F1 119.0(14) 6_565 6_565 ?
F3 F6 F1 108.9(12) 6_565 6_565 ?
P1 F6 P1 23.0(7) 6_565 . ?
F2 F6 P1 90.7(13) 6_565 . ?
F3 F6 P1 79.4(10) 6_565 . ?
F1 F6 P1 97.1(11) 6_565 . ?
C1 N1 C3 111.2(5) . . ?
C1 N1 C4 125.6(5) . . ?
C3 N1 C4 123.1(6) . . ?
C1 N2 C2 112.6(6) . . ?
C1 N2 C8 122.8(6) . . ?
C2 N2 C8 124.6(6) . . ?
C4 N3 C7 114.6(7) . 6_565 ?
C4 N3 C7 114.6(7) . . ?
C7 N3 C7 39.7(10) 6_565 . ?
N4 N4 C5 98.7(7) 6_565 . ?
N4 N4 C4 70.5(3) 6_565 . ?
C5 N4 C4 115.8(8) . . ?
N4 N4 C5 49.3(5) 6_565 6_565 ?
C5 N4 C5 49.4(10) . 6_565 ?
C4 N4 C5 94.5(6) . 6_565 ?
C9 N5 C11 112.1(6) . . ?
C9 N5 C12 125.8(5) . . ?
C11 N5 C12 122.1(6) . . ?
C9 N6 C10 112.4(6) . . ?
C9 N6 C16 123.2(6) . 6_565 ?
C10 N6 C16 121.2(6) . 6_565 ?
C9 N6 C16 123.2(6) . . ?
C10 N6 C16 121.2(6) . . ?
C16 N6 C16 33.4(9) 6_565 . ?
C12 N7 C15 114.4(6) . . ?
C12 N7 C15 114.4(6) . 6_565 ?
C15 N7 C15 30.5(10) . 6_565 ?
C12 N8 C13 112.1(7) . . ?
C12 N8 C13 112.1(7) . 6_565 ?
C13 N8 C13 42.4(9) . 6_565 ?
P1 P1 F6 132.7(11) 6_565 6_565 ?
P1 P1 F1 157.9(6) 6_565 . ?
F6 P1 F1 69.4(12) 6_565 . ?
P1 P1 F4 73.37(16) 6_565 . ?
F6 P1 F4 137.3(11) 6_565 . ?
F1 P1 F4 90.3(6) . . ?
P1 P1 F3 99.5(5) 6_565 . ?
F6 P1 F3 57.1(10) 6_565 . ?
F1 P1 F3 95.1(8) . . ?
F4 P1 F3 89.6(5) . . ?
P1 P1 F5 73.69(16) 6_565 . ?
F6 P1 F5 124.1(11) 6_565 . ?
F1 P1 F5 92.9(6) . . ?
F4 P1 F5 92.9(5) . . ?
F3 P1 F5 171.7(6) . . ?
P1 P1 F2 104.9(5) 6_565 . ?
F6 P1 F2 42.9(10) 6_565 . ?
F1 P1 F2 91.8(7) . . ?
F4 P1 F2 177.6(5) . . ?
F3 P1 F2 89.2(6) . . ?
F5 P1 F2 88.0(5) . . ?
P1 P1 F6 24.4(5) 6_565 . ?
F6 P1 F6 108.3(16) 6_565 . ?
F1 P1 F6 177.2(8) . . ?
F4 P1 F6 92.5(5) . . ?
F3 P1 F6 84.7(8) . . ?
F5 P1 F6 87.2(6) . . ?
F2 P1 F6 85.4(7) . . ?
P1 P1 F3 53.6(4) 6_565 6_565 ?
F6 P1 F3 92.8(11) 6_565 6_565 ?
F1 P1 F3 138.3(7) . 6_565 ?
F4 P1 F3 77.6(5) . 6_565 ?
F3 P1 F3 45.9(9) . 6_565 ?
F5 P1 F3 127.1(5) . 6_565 ?
F2 P1 F3 100.1(5) . 6_565 ?
F6 P1 F3 42.4(6) . 6_565 ?
P1 P1 F2 50.1(3) 6_565 6_565 ?
F6 P1 F2 89.5(11) 6_565 6_565 ?
F1 P1 F2 143.9(6) . 6_565 ?
F4 P1 F2 123.4(4) . 6_565 ?
F3 P1 F2 97.4(5) . 6_565 ?
F5 P1 F2 74.6(4) . 6_565 ?
F2 P1 F2 54.8(8) . 6_565 ?
F6 P1 F2 33.6(6) . 6_565 ?
F3 P1 F2 68.7(5) 6_565 6_565 ?
N2 C1 N1 102.5(5) . . ?
N2 C1 Cu1 127.4(5) . . ?
N1 C1 Cu1 130.1(4) . . ?
C3 C2 N2 107.6(6) . . ?
C3 C2 H2 126.2 . . ?
N2 C2 H2 126.2 . . ?
C2 C3 N1 106.1(6) . . ?
C2 C3 H3 127.0 . . ?
N1 C3 H3 127.0 . . ?
N3 C4 N4 125.0(7) . . ?
N3 C4 N4 125.0(7) . 6_565 ?
N4 C4 N4 38.9(7) . 6_565 ?
N3 C4 N1 118.1(6) . . ?
N4 C4 N1 112.9(6) . . ?
N4 C4 N1 112.9(6) 6_565 . ?
N4 C5 C5 81.3(7) . 6_565 ?
N4 C5 C6 123.2(10) . . ?
C5 C5 C6 91.5(8) 6_565 . ?
N4 C5 N4 32.0(6) . 6_565 ?
C5 C5 N4 49.3(5) 6_565 6_565 ?
C6 C5 N4 115.7(9) . 6_565 ?
N4 C5 C6 105.9(8) . 6_565 ?
C5 C5 C6 44.7(5) 6_565 6_565 ?
C6 C5 C6 46.9(10) . 6_565 ?
N4 C5 C6 80.2(7) 6_565 6_565 ?
N4 C5 H5 118.4 . . ?
C5 C5 H5 97.5 6_565 . ?
C6 C5 H5 118.4 . . ?
N4 C5 H5 115.8 6_565 . ?
C6 C5 H5 115.5 6_565 . ?
C5 C6 C7 116.9(10) . . ?
C5 C6 C6 88.5(8) . 6_565 ?
C7 C6 C6 80.6(8) . 6_565 ?
C5 C6 C7 109.4(9) . 6_565 ?
C7 C6 C7 31.6(8) . 6_565 ?
C6 C6 C7 48.9(5) 6_565 6_565 ?
C5 C6 C5 43.8(9) . 6_565 ?
C7 C6 C5 101.8(9) . 6_565 ?
C6 C6 C5 44.7(5) 6_565 6_565 ?
C7 C6 C5 77.2(7) 6_565 6_565 ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C6 C6 H6 100.6 6_565 . ?
C7 C6 H6 119.8 6_565 . ?
C5 C6 H6 119.6 6_565 . ?
C7 C7 C6 99.4(8) 6_565 . ?
C7 C7 N3 70.2(5) 6_565 . ?
C6 C7 N3 122.1(10) . . ?
C7 C7 C6 48.9(5) 6_565 6_565 ?
C6 C7 C6 50.5(10) . 6_565 ?
N3 C7 C6 98.1(8) . 6_565 ?
C7 C7 H7 100.4 6_565 . ?
C6 C7 H7 118.9 . . ?
N3 C7 H7 118.9 . . ?
C6 C7 H7 120.7 6_565 . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N6 C9 N5 102.4(6) . . ?
N6 C9 Cu1 128.8(5) . . ?
N5 C9 Cu1 128.8(5) . . ?
C11 C10 N6 107.6(6) . . ?
C11 C10 H10 126.2 . . ?
N6 C10 H10 126.2 . . ?
C10 C11 N5 105.5(6) . . ?
C10 C11 H11 127.3 . . ?
N5 C11 H11 127.3 . . ?
N8 C12 N7 128.6(7) . . ?
N8 C12 N5 114.8(6) . . ?
N7 C12 N5 116.6(6) . . ?
C13 C13 C14 90.4(7) 6_565 . ?
C13 C13 N8 68.8(5) 6_565 . ?
C14 C13 N8 121.6(9) . . ?
C13 C13 C14 52.2(5) 6_565 6_565 ?
C14 C13 C14 38.2(9) . 6_565 ?
N8 C13 C14 100.9(7) . 6_565 ?
C13 C13 H13 111.4 6_565 . ?
C14 C13 H13 119.2 . . ?
N8 C13 H13 119.2 . . ?
C14 C13 H13 127.6 6_565 . ?
C14 C14 C13 89.6(7) 6_565 . ?
C14 C14 C15 83.2(7) 6_565 . ?
C13 C14 C15 116.7(9) . . ?
C14 C14 C15 57.3(5) 6_565 6_565 ?
C13 C14 C15 112.2(9) . 6_565 ?
C15 C14 C15 25.9(9) . 6_565 ?
C14 C14 C13 52.2(5) 6_565 6_565 ?
C13 C14 C13 37.4(9) . 6_565 ?
C15 C14 C13 106.5(9) . 6_565 ?
C15 C14 C13 88.3(8) 6_565 6_565 ?
C14 C14 H14 96.8 6_565 . ?
C13 C14 H14 121.6 . . ?
C15 C14 H14 121.7 . . ?
C15 C14 H14 119.8 6_565 . ?
C13 C14 H14 119.1 6_565 . ?
C15 C15 N7 74.7(5) 6_565 . ?
C15 C15 C14 96.8(7) 6_565 . ?
N7 C15 C14 121.9(9) . . ?
C15 C15 C14 57.3(5) 6_565 6_565 ?
N7 C15 C14 106.2(8) . 6_565 ?
C14 C15 C14 39.5(9) . 6_565 ?
C15 C15 H15 98.6 6_565 . ?
N7 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C14 C15 H15 120.5 6_565 . ?
C16 C16 N6 73.3(4) 6_565 . ?
C16 C16 H16A 88.3 6_565 . ?
N6 C16 H16A 109.5 . . ?
C16 C16 H16B 52.0 6_565 . ?
N6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C16 C16 H16C 158.9 6_565 . ?
N6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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 C9 1.914(7) . ?
Cu1 C1 1.916(6) . ?
F1 F6 1.445(18) 6_565 ?
F1 P1 1.484(18) . ?
F2 F6 1.095(14) 6_565 ?
F2 P1 1.571(9) . ?
F2 F2 1.67(2) 6_565 ?
F2 P1 1.980(10) 6_565 ?
F3 F6 1.298(15) 6_565 ?
F3 F3 1.38(3) 6_565 ?
F3 P1 1.544(9) . ?
F3 P1 1.892(12) 6_565 ?
F4 P1 1.516(7) 6_565 ?
F4 P1 1.516(7) . ?
F5 P1 1.545(8) . ?
F5 P1 1.545(8) 6_565 ?
F6 P1 0.918(16) 6_565 ?
F6 F2 1.094(14) 6_565 ?
F6 F3 1.298(15) 6_565 ?
F6 F1 1.445(17) 6_565 ?
F6 P1 1.635(18) . ?
N1 C1 1.366(8) . ?
N1 C3 1.397(7) . ?
N1 C4 1.401(9) . ?
N2 C1 1.330(8) . ?
N2 C2 1.376(9) . ?
N2 C8 1.466(10) . ?
N3 C4 1.319(9) . ?
N3 C7 1.409(12) 6_565 ?
N3 C7 1.409(12) . ?
N4 N4 0.930(17) 6_565 ?
N4 C5 1.331(12) . ?
N4 C4 1.396(10) . ?
N4 C5 1.735(14) 6_565 ?
N5 C9 1.356(8) . ?
N5 C11 1.405(8) . ?
N5 C12 1.412(9) . ?
N6 C9 1.340(9) . ?
N6 C10 1.385(9) . ?
N6 C16 1.512(11) 6_565 ?
N6 C16 1.512(11) . ?
N7 C12 1.325(9) . ?
N7 C15 1.372(11) . ?
N7 C15 1.372(11) 6_565 ?
N8 C12 1.307(9) . ?
N8 C13 1.426(12) . ?
N8 C13 1.426(12) 6_565 ?
P1 P1 0.868(8) 6_565 ?
P1 F6 0.918(16) 6_565 ?
P1 F3 1.892(12) 6_565 ?
P1 F2 1.980(10) 6_565 ?
C2 C3 1.301(10) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 N4 1.396(10) 6_565 ?
C5 C5 1.33(3) 6_565 ?
C5 C6 1.355(15) . ?
C5 N4 1.735(13) 6_565 ?
C5 C6 1.927(17) 6_565 ?
C5 H5 0.9300 . ?
C6 C7 1.375(14) . ?
C6 C6 1.41(3) 6_565 ?
C6 C7 1.799(16) 6_565 ?
C6 C5 1.927(17) 6_565 ?
C6 H6 0.9300 . ?
C7 C7 0.96(2) 6_565 ?
C7 C6 1.799(16) 6_565 ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C11 1.309(11) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 C13 1.03(2) 6_565 ?
C13 C14 1.341(14) . ?
C13 C14 1.698(15) 6_565 ?
C13 H13 0.9300 . ?
C14 C14 1.05(2) 6_565 ?
C14 C15 1.390(13) . ?
C14 C15 1.641(14) 6_565 ?
C14 C13 1.698(15) 6_565 ?
C14 H14 0.9300 . ?
C15 C15 0.72(2) 6_565 ?
C15 C14 1.641(14) 6_565 ?
C15 H15 0.9300 . ?
C16 C16 0.87(2) 6_565 ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
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
F6 F1 P1 P1 176.9(15) 6_565 . . 6_565 ?
F6 F1 P1 F4 -141.6(11) 6_565 . . . ?
F6 F1 P1 F3 -52.0(11) 6_565 . . . ?
F6 F1 P1 F5 125.5(11) 6_565 . . . ?
F6 F1 P1 F2 37.4(11) 6_565 . . . ?
F6 F1 P1 F6 33(18) 6_565 . . . ?
F6 F1 P1 F3 -70.0(13) 6_565 . . 6_565 ?
F6 F1 P1 F2 57.9(15) 6_565 . . 6_565 ?
P1 F4 P1 F6 136.0(16) 6_565 . . 6_565 ?
P1 F4 P1 F1 -164.9(6) 6_565 . . . ?
P1 F4 P1 F3 100.0(5) 6_565 . . . ?
P1 F4 P1 F5 -72.0(2) 6_565 . . . ?
P1 F4 P1 F2 41(13) 6_565 . . . ?
P1 F4 P1 F6 15.3(6) 6_565 . . . ?
P1 F4 P1 F3 55.4(4) 6_565 . . 6_565 ?
P1 F4 P1 F2 1.5(5) 6_565 . . 6_565 ?
F6 F3 P1 P1 -135.2(12) 6_565 . . 6_565 ?
F3 F3 P1 P1 0.000(6) 6_565 . . 6_565 ?
F3 F3 P1 F6 135.2(13) 6_565 . . 6_565 ?
P1 F3 P1 F6 135.2(13) 6_565 . . 6_565 ?
F6 F3 P1 F1 61.5(13) 6_565 . . . ?
F3 F3 P1 F1 -163.3(5) 6_565 . . . ?
P1 F3 P1 F1 -163.3(5) 6_565 . . . ?
F6 F3 P1 F4 151.7(13) 6_565 . . . ?
F3 F3 P1 F4 -73.06(18) 6_565 . . . ?
P1 F3 P1 F4 -73.06(18) 6_565 . . . ?
F6 F3 P1 F5 -101(4) 6_565 . . . ?
F3 F3 P1 F5 35(4) 6_565 . . . ?
P1 F3 P1 F5 35(4) 6_565 . . . ?
F6 F3 P1 F2 -30.3(13) 6_565 . . . ?
F3 F3 P1 F2 104.9(5) 6_565 . . . ?
P1 F3 P1 F2 104.9(5) 6_565 . . . ?
F6 F3 P1 F6 -115.8(17) 6_565 . . . ?
F3 F3 P1 F6 19.5(5) 6_565 . . . ?
P1 F3 P1 F6 19.5(5) 6_565 . . . ?
F6 F3 P1 F3 -135.2(12) 6_565 . . 6_565 ?
P1 F3 P1 F3 0.000(4) 6_565 . . 6_565 ?
F6 F3 P1 F2 -84.6(13) 6_565 . . 6_565 ?
F3 F3 P1 F2 50.6(3) 6_565 . . 6_565 ?
P1 F3 P1 F2 50.6(3) 6_565 . . 6_565 ?
P1 F5 P1 F6 -130.9(13) 6_565 . . 6_565 ?
P1 F5 P1 F1 162.2(5) 6_565 . . . ?
P1 F5 P1 F4 71.7(2) 6_565 . . . ?
P1 F5 P1 F3 -36(4) 6_565 . . . ?
P1 F5 P1 F2 -106.1(5) 6_565 . . . ?
P1 F5 P1 F6 -20.6(5) 6_565 . . . ?
P1 F5 P1 F3 -5.0(6) 6_565 . . 6_565 ?
P1 F5 P1 F2 -52.2(3) 6_565 . . 6_565 ?
F6 F2 P1 P1 138.1(16) 6_565 . . 6_565 ?
F2 F2 P1 P1 0.000(2) 6_565 . . 6_565 ?
F2 F2 P1 F6 -138.1(16) 6_565 . . 6_565 ?
P1 F2 P1 F6 -138.1(16) 6_565 . . 6_565 ?
F6 F2 P1 F1 -56.6(16) 6_565 . . . ?
F2 F2 P1 F1 165.4(6) 6_565 . . . ?
P1 F2 P1 F1 165.4(6) 6_565 . . . ?
F6 F2 P1 F4 97(13) 6_565 . . . ?
F2 F2 P1 F4 -41(13) 6_565 . . . ?
P1 F2 P1 F4 -41(13) 6_565 . . . ?
F6 F2 P1 F3 38.5(16) 6_565 . . . ?
F2 F2 P1 F3 -99.6(5) 6_565 . . . ?
P1 F2 P1 F3 -99.6(5) 6_565 . . . ?
F6 F2 P1 F5 -149.4(16) 6_565 . . . ?
F2 F2 P1 F5 72.5(2) 6_565 . . . ?
P1 F2 P1 F5 72.5(2) 6_565 . . . ?
F6 F2 P1 F6 123(2) 6_565 . . . ?
F2 F2 P1 F6 -14.8(6) 6_565 . . . ?
P1 F2 P1 F6 -14.8(6) 6_565 . . . ?
F6 F2 P1 F3 83.3(17) 6_565 . . 6_565 ?
F2 F2 P1 F3 -54.8(4) 6_565 . . 6_565 ?
P1 F2 P1 F3 -54.8(4) 6_565 . . 6_565 ?
F6 F2 P1 F2 138.1(16) 6_565 . . 6_565 ?
P1 F2 P1 F2 0.000(2) 6_565 . . 6_565 ?
F2 F6 P1 P1 -120.9(19) 6_565 . . 6_565 ?
F3 F6 P1 P1 106.5(15) 6_565 . . 6_565 ?
F1 F6 P1 P1 -1.5(8) 6_565 . . 6_565 ?
P1 F6 P1 F6 180.00(2) 6_565 . . 6_565 ?
F2 F6 P1 F6 59.1(19) 6_565 . . 6_565 ?
F3 F6 P1 F6 -73.5(15) 6_565 . . 6_565 ?
F1 F6 P1 F6 178.5(8) 6_565 . . 6_565 ?
P1 F6 P1 F1 147(18) 6_565 . . . ?
F2 F6 P1 F1 26(19) 6_565 . . . ?
F3 F6 P1 F1 -106(18) 6_565 . . . ?
F1 F6 P1 F1 146(18) 6_565 . . . ?
P1 F6 P1 F4 -37.9(13) 6_565 . . . ?
F2 F6 P1 F4 -158.8(10) 6_565 . . . ?
F3 F6 P1 F4 68.6(8) 6_565 . . . ?
F1 F6 P1 F4 -39.4(9) 6_565 . . . ?
P1 F6 P1 F3 -127.3(12) 6_565 . . . ?
F2 F6 P1 F3 111.8(11) 6_565 . . . ?
F3 F6 P1 F3 -20.8(7) 6_565 . . . ?
F1 F6 P1 F3 -128.8(9) 6_565 . . . ?
P1 F6 P1 F5 54.9(13) 6_565 . . . ?
F2 F6 P1 F5 -66.0(10) 6_565 . . . ?
F3 F6 P1 F5 161.4(9) 6_565 . . . ?
F1 F6 P1 F5 53.4(9) 6_565 . . . ?
P1 F6 P1 F2 143.2(12) 6_565 . . . ?
F2 F6 P1 F2 22.2(9) 6_565 . . . ?
F3 F6 P1 F2 -110.4(9) 6_565 . . . ?
F1 F6 P1 F2 141.6(9) 6_565 . . . ?
P1 F6 P1 F3 -106.5(15) 6_565 . . 6_565 ?
F2 F6 P1 F3 132.6(15) 6_565 . . 6_565 ?
F1 F6 P1 F3 -108.0(12) 6_565 . . 6_565 ?
P1 F6 P1 F2 120.9(19) 6_565 . . 6_565 ?
F3 F6 P1 F2 -132.6(15) 6_565 . . 6_565 ?
F1 F6 P1 F2 119.4(15) 6_565 . . 6_565 ?
C2 N2 C1 N1 0.000(1) . . . . ?
C8 N2 C1 N1 180.000(1) . . . . ?
C2 N2 C1 Cu1 180.000(1) . . . . ?
C8 N2 C1 Cu1 0.000(2) . . . . ?
C3 N1 C1 N2 0.000(1) . . . . ?
C4 N1 C1 N2 180.000(1) . . . . ?
C3 N1 C1 Cu1 180.000(1) . . . . ?
C4 N1 C1 Cu1 0.000(2) . . . . ?
C9 Cu1 C1 N2 180.00(3) . . . . ?
C9 Cu1 C1 N1 0.00(3) . . . . ?
C1 N2 C2 C3 0.000(2) . . . . ?
C8 N2 C2 C3 180.000(2) . . . . ?
N2 C2 C3 N1 0.000(1) . . . . ?
C1 N1 C3 C2 0.000(2) . . . . ?
C4 N1 C3 C2 180.000(2) . . . . ?
C7 N3 C4 N4 -45.9(7) 6_565 . . . ?
C7 N3 C4 N4 -2.1(8) . . . . ?
C7 N3 C4 N4 2.1(8) 6_565 . . 6_565 ?
C7 N3 C4 N4 45.9(7) . . . 6_565 ?
C7 N3 C4 N1 158.1(5) 6_565 . . . ?
C7 N3 C4 N1 -158.1(5) . . . . ?
N4 N4 C4 N3 104.3(5) 6_565 . . . ?
C5 N4 C4 N3 13.9(10) . . . . ?
C5 N4 C4 N3 60.5(7) 6_565 . . . ?
C5 N4 C4 N4 -90.4(8) . . . 6_565 ?
C5 N4 C4 N4 -43.8(6) 6_565 . . 6_565 ?
N4 N4 C4 N1 -98.6(3) 6_565 . . . ?
C5 N4 C4 N1 171.0(7) . . . . ?
C5 N4 C4 N1 -142.4(5) 6_565 . . . ?
C1 N1 C4 N3 0.000(2) . . . . ?
C3 N1 C4 N3 180.000(2) . . . . ?
C1 N1 C4 N4 -158.8(4) . . . . ?
C3 N1 C4 N4 21.2(4) . . . . ?
C1 N1 C4 N4 158.8(4) . . . 6_565 ?
C3 N1 C4 N4 -21.2(4) . . . 6_565 ?
N4 N4 C5 C5 0.000(2) 6_565 . . 6_565 ?
C4 N4 C5 C5 72.5(6) . . . 6_565 ?
N4 N4 C5 C6 -86.1(12) 6_565 . . . ?
C4 N4 C5 C6 -13.6(16) . . . . ?
C5 N4 C5 C6 -86.1(12) 6_565 . . . ?
C4 N4 C5 N4 72.5(6) . . . 6_565 ?
C5 N4 C5 N4 0.000(3) 6_565 . . 6_565 ?
N4 N4 C5 C6 -37.6(7) 6_565 . . 6_565 ?
C4 N4 C5 C6 34.9(10) . . . 6_565 ?
C5 N4 C5 C6 -37.6(7) 6_565 . . 6_565 ?
N4 C5 C6 C7 2(2) . . . . ?
C5 C5 C6 C7 -78.6(11) 6_565 . . . ?
N4 C5 C6 C7 -33.9(16) 6_565 . . . ?
C6 C5 C6 C7 -78.6(11) 6_565 . . . ?
N4 C5 C6 C6 80.6(12) . . . 6_565 ?
C5 C5 C6 C6 0.000(5) 6_565 . . 6_565 ?
N4 C5 C6 C6 44.7(8) 6_565 . . 6_565 ?
N4 C5 C6 C7 35.5(16) . . . 6_565 ?
C5 C5 C6 C7 -45.1(7) 6_565 . . 6_565 ?
N4 C5 C6 C7 -0.4(13) 6_565 . . 6_565 ?
C6 C5 C6 C7 -45.1(7) 6_565 . . 6_565 ?
N4 C5 C6 C5 80.6(12) . . . 6_565 ?
N4 C5 C6 C5 44.7(8) 6_565 . . 6_565 ?
C6 C5 C6 C5 0.000(8) 6_565 . . 6_565 ?
C5 C6 C7 C7 83.4(12) . . . 6_565 ?
C6 C6 C7 C7 0.000(7) 6_565 . . 6_565 ?
C5 C6 C7 C7 39.5(7) 6_565 . . 6_565 ?
C5 C6 C7 N3 10.9(19) . . . . ?
C6 C6 C7 N3 -72.4(9) 6_565 . . . ?
C7 C6 C7 N3 -72.4(9) 6_565 . . . ?
C5 C6 C7 N3 -32.9(13) 6_565 . . . ?
C5 C6 C7 C6 83.4(12) . . . 6_565 ?
C7 C6 C7 C6 0.000(9) 6_565 . . 6_565 ?
C5 C6 C7 C6 39.5(7) 6_565 . . 6_565 ?
C4 N3 C7 C7 -99.5(4) . . . 6_565 ?
C4 N3 C7 C6 -10.7(13) . . . . ?
C7 N3 C7 C6 88.8(12) 6_565 . . . ?
C4 N3 C7 C6 -58.7(7) . . . 6_565 ?
C7 N3 C7 C6 40.8(7) 6_565 . . 6_565 ?
C10 N6 C9 N5 0.0 . . . . ?
C16 N6 C9 N5 159.9(5) 6_565 . . . ?
C16 N6 C9 N5 -159.9(5) . . . . ?
C10 N6 C9 Cu1 180.0 . . . . ?
C16 N6 C9 Cu1 -20.1(5) 6_565 . . . ?
C16 N6 C9 Cu1 20.1(5) . . . . ?
C11 N5 C9 N6 0.0 . . . . ?
C12 N5 C9 N6 180.0 . . . . ?
C11 N5 C9 Cu1 180.0 . . . . ?
C12 N5 C9 Cu1 0.0 . . . . ?
C1 Cu1 C9 N6 0.000(17) . . . . ?
C1 Cu1 C9 N5 180.000(16) . . . . ?
C9 N6 C10 C11 0.0 . . . . ?
C16 N6 C10 C11 -160.4(5) 6_565 . . . ?
C16 N6 C10 C11 160.4(5) . . . . ?
N6 C10 C11 N5 0.0 . . . . ?
C9 N5 C11 C10 0.0 . . . . ?
C12 N5 C11 C10 180.0 . . . . ?
C13 N8 C12 N7 -23.0(5) . . . . ?
C13 N8 C12 N7 23.0(5) 6_565 . . . ?
C13 N8 C12 N5 157.0(5) . . . . ?
C13 N8 C12 N5 -157.0(5) 6_565 . . . ?
C15 N7 C12 N8 16.8(5) . . . . ?
C15 N7 C12 N8 -16.8(5) 6_565 . . . ?
C15 N7 C12 N5 -163.2(5) . . . . ?
C15 N7 C12 N5 163.2(5) 6_565 . . . ?
C9 N5 C12 N8 180.0 . . . . ?
C11 N5 C12 N8 0.0 . . . . ?
C9 N5 C12 N7 0.0 . . . . ?
C11 N5 C12 N7 180.0 . . . . ?
C12 N8 C13 C13 99.1(4) . . . 6_565 ?
C12 N8 C13 C14 22.4(12) . . . . ?
C13 N8 C13 C14 -76.7(10) 6_565 . . . ?
C12 N8 C13 C14 57.2(7) . . . 6_565 ?
C13 N8 C13 C14 -41.8(7) 6_565 . . 6_565 ?
C13 C13 C14 C14 0.000(2) 6_565 . . 6_565 ?
N8 C13 C14 C14 65.1(9) . . . 6_565 ?
C13 C13 C14 C15 -82.2(10) 6_565 . . . ?
N8 C13 C14 C15 -17.1(16) . . . . ?
C14 C13 C14 C15 -82.2(10) 6_565 . . . ?
C13 C13 C14 C15 -54.1(7) 6_565 . . 6_565 ?
N8 C13 C14 C15 11.0(14) . . . 6_565 ?
C14 C13 C14 C15 -54.1(7) 6_565 . . 6_565 ?
N8 C13 C14 C13 65.1(9) . . . 6_565 ?
C14 C13 C14 C13 0.000(3) 6_565 . . 6_565 ?
C12 N7 C15 C15 -97.1(3) . . . 6_565 ?
C12 N7 C15 C14 -8.6(12) . . . . ?
C15 N7 C15 C14 88.5(10) 6_565 . . . ?
C12 N7 C15 C14 -48.6(8) . . . 6_565 ?
C15 N7 C15 C14 48.5(7) 6_565 . . 6_565 ?
C14 C14 C15 C15 0.000(3) 6_565 . . 6_565 ?
C13 C14 C15 C15 86.1(10) . . . 6_565 ?
C13 C14 C15 C15 47.2(7) 6_565 . . 6_565 ?
C14 C14 C15 N7 -76.2(9) 6_565 . . . ?
C13 C14 C15 N7 9.9(16) . . . . ?
C15 C14 C15 N7 -76.2(9) 6_565 . . . ?
C13 C14 C15 N7 -29.0(13) 6_565 . . . ?
C13 C14 C15 C14 86.1(10) . . . 6_565 ?
C15 C14 C15 C14 0.000(5) 6_565 . . 6_565 ?
C13 C14 C15 C14 47.2(7) 6_565 . . 6_565 ?
C9 N6 C16 C16 -101.3(4) . . . 6_565 ?
C10 N6 C16 C16 100.5(4) . . . 6_565 ?
