#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:35:21 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178717 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/28/4082894.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_4082894
loop_
_publ_author_name
'Das, Animesh'
'Dash, Chandrakanta'
'Yousufuddin, Muhammed'
'Dias, H. V. Rasika'
_publ_section_title
;
 Coordination and Ligand Substitution Chemistry of
 Bis(cyclooctyne)copper(I)
;
_journal_issue                   7
_journal_name_full               Organometallics
_journal_page_first              1644
_journal_paper_doi               10.1021/om4012032
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C18 H30 Cu N2, 1(F6 Sb)'
_chemical_formula_sum            'C18 H30 Cu F6 N2 Sb'
_chemical_formula_weight         573.73
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-12-14
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.146(5)
_cell_length_b                   7.8797(16)
_cell_length_c                   12.974(3)
_cell_measurement_reflns_used    4582
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.36
_cell_volume                     2366.2(9)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  Parallel,graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14630
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.440
_diffrn_reflns_theta_min         1.760
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.092
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6362
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0551 before and 0.0423 after correction.
The Ratio of minimum to maximum transmission is 0.8536.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_description       platy
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.125
_refine_diff_density_min         -0.973
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.248
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         2596
_refine_ls_number_restraints     451
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0263P)²+18.1198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1286
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2340
_reflns_number_total             2596
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om4012032_si_002.cif
_cod_data_source_block           dias842m_0ma_a
_cod_depositor_comments          'Adding full bibliography for 4082894.cif.'
_cod_original_cell_volume        2366.3(8)
_cod_database_code               4082894
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Sb1-F2 \\sim Sb1-F1 \\sim Sb1-F3 \\sim Sb1-F4 \\sim Sb1-F5 \\sim Sb1-F6
 with sigma of 0.005
 F1-F2 \\sim F1-F3 \\sim F1-F5 \\sim F1-F6 \\sim F2-F3 \\sim F2-F4 \\sim F2-F6
\\sim F3-F4 \\sim F3-F5 \\sim F4-F5
 \\sim F4-F6 \\sim F5-F6
 with sigma of 0.005
 Sb2-F1' \\sim Sb2-F2' \\sim Sb2-F3' \\sim Sb2-F4' \\sim Sb2-F5' \\sim Sb2-F6'
 with sigma of 0.005
 F1'-F2' \\sim F1'-F3' \\sim F1'-F5' \\sim F1'-F6' \\sim F2'-F3' \\sim F2'-F4'
\\sim F2'-F6' \\sim F3'-F4'
 \\sim F3'-F5' \\sim F4'-F5' \\sim F4'-F6' \\sim F5'-F6'
 with sigma of 0.005
 Sb3-F1" \\sim Sb3-F2" \\sim Sb3-F3" \\sim Sb3-F4" \\sim Sb3-F5" \\sim Sb3-F6"
 with sigma of 0.005
 F1"-F2" \\sim F1"-F3" \\sim F1"-F5" \\sim F1"-F6" \\sim F2"-F3" \\sim F2"-F4"
\\sim F2"-F6" \\sim F3"-F4"
 \\sim F3"-F5" \\sim F4"-F5" \\sim F4"-F6" \\sim F5"-F6"
 with sigma of 0.005
 C4-C3 \\sim C5-C4 \\sim C6-C5 \\sim C7-C6 \\sim C8-C7
 with sigma of 0.01
3. Rigid bond restraints
 C3, C4, C5, C6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(Sb1) = Uanis(Sb2) = Uanis(Sb3)
5. Rigid body (RIGU) restrains
 F1, F2, F3, F4, F5, F6, F1', F2', F3', F4', F5', F6', F1", F2", F3", F4", F5",
  F6", Sb1, Sb2, Sb3, C7, C8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 1*[Sof(Sb1)+Sof(F1)+Sof(F2)+Sof(F3)+Sof(F4)+Sof(F5)+Sof(F6)]+1*[Sof(Sb2)+
 Sof(F1')+Sof(F2')+Sof(F3')+Sof(F4')+Sof(F5')+Sof(F6')]+1*[Sof(Sb3)+Sof(F1")+
 Sof(F2")+Sof(F3")+Sof(F4")+Sof(F5")+Sof(F6")]=1 with esd of 0.0001
 Sof(Sb1)=Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=0.5*FVAR(2)
 Sof(Sb2)=Sof(F1')=Sof(F2')=Sof(F3')=Sof(F4')=Sof(F5')=Sof(F6')=0.5*FVAR(3)
 Sof(Sb3)=Sof(F1")=Sof(F2")=Sof(F3")=Sof(F4")=Sof(F5")=Sof(F6")=0.5*FVAR(4)
 Fixed Sof: C3(0.5) H3A(0.5) H3B(0.5) C4(0.5) H4A(0.5) H4B(0.5) C5(0.5)
 H5A(0.5) H5B(0.5) C6(0.5) H6A(0.5) H6B(0.5) C7(0.5) H7A(0.5) H7B(0.5) C8(0.5)
 H8A(0.5) H8B(0.5) H12A(0.5) H12B(0.5) H12C(0.5) H16A(0.5) H16B(0.5) H16C(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
7.b Me refined with riding coordinates:
 C12(H12A,H12B,H12C), C16(H16A,H16B,H16C)
7.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.99914(4) 0.2500 0.21387(7) 0.0238(2) Uani 1 2 d S T P D .
Sb1 Sb 0.8681(3) -0.2342(19) 0.2980(5) 0.0275(5) Uani 0.0850(15) 1 d . . P A -1
F1 F 0.8290(10) -0.188(4) 0.1763(15) 0.043(7) Uani 0.0850(15) 1 d . . P A -1
F2 F 0.9250(10) -0.080(4) 0.261(2) 0.037(6) Uani 0.0850(15) 1 d . . P A -1
F3 F 0.9087(11) -0.406(3) 0.2325(18) 0.036(6) Uani 0.0850(15) 1 d . . P A -1
F4 F 0.9072(9) -0.280(3) 0.4197(15) 0.026(6) Uani 0.0850(15) 1 d . . P A -1
F5 F 0.8112(9) -0.388(4) 0.335(2) 0.038(6) Uani 0.0850(15) 1 d . . P A -1
F6 F 0.8274(11) -0.062(3) 0.3634(19) 0.037(7) Uani 0.0850(15) 1 d . . P A -1
Sb2 Sb 0.8497(2) -0.2433(17) 0.3183(4) 0.0275(5) Uani 0.2296(15) 1 d . . P B -2
F1' F 0.7708(3) -0.271(2) 0.2923(9) 0.064(4) Uani 0.2296(15) 1 d . . P B -2
F2' F 0.8638(5) -0.227(2) 0.1767(6) 0.051(4) Uani 0.2296(15) 1 d . . P B -2
F3' F 0.8396(5) -0.0081(18) 0.3248(13) 0.023(4) Uani 0.2296(15) 1 d . . P B -2
F4' F 0.9286(3) -0.2160(19) 0.3442(9) 0.065(5) Uani 0.2296(15) 1 d . . P B -2
F5' F 0.8358(5) -0.259(3) 0.4598(6) 0.079(4) Uani 0.2296(15) 1 d . . P B -2
F6' F 0.8597(5) -0.4786(18) 0.3117(14) 0.038(4) Uani 0.2296(15) 1 d . . P B -2
Sb3 Sb 0.8551(3) -0.2432(15) 0.3231(6) 0.0275(5) Uani 0.1853(16) 1 d . . P C -3
F1" F 0.8244(6) -0.259(3) 0.1907(9) 0.059(5) Uani 0.1853(16) 1 d . . P C -3
F2" F 0.9177(6) -0.120(2) 0.2717(13) 0.064(6) Uani 0.1853(16) 1 d . . P C -3
F3" F 0.8147(6) -0.041(2) 0.3443(14) 0.050(5) Uani 0.1853(16) 1 d . . P C -3
F4" F 0.8859(6) -0.228(3) 0.4557(9) 0.045(5) Uani 0.1853(16) 1 d . . P C -3
F5" F 0.7927(6) -0.366(2) 0.3748(12) 0.066(6) Uani 0.1853(16) 1 d . . P C -3
F6" F 0.8957(6) -0.4447(18) 0.3020(14) 0.058(5) Uani 0.1853(16) 1 d . . P C -3
N1 N 1.1307(3) 0.2500 0.2288(5) 0.0303(16) Uani 1 2 d S T P . .
N2 N 0.9443(3) 0.2500 0.4276(5) 0.0262(15) Uani 1 2 d S T P . .
C1 C 0.9785(4) 0.2500 0.0628(6) 0.0291(18) Uani 1 2 d S T P . .
C2 C 0.9340(4) 0.2500 0.1140(6) 0.0313(19) Uani 1 2 d S T P D .
C3 C 0.8709(4) 0.226(5) 0.1282(8) 0.034(6) Uani 0.5 1 d . U P D -1
H3A H 0.8576 0.2852 0.1912 0.040 Uiso 0.5 1 calc R . P D -1
H3B H 0.8616 0.1039 0.1347 0.040 Uiso 0.5 1 calc R . P D -1
C4 C 0.8416(5) 0.3016(17) 0.0324(8) 0.045(4) Uani 0.5 1 d . U P D -1
H4A H 0.7993 0.2848 0.0385 0.054 Uiso 0.5 1 calc R . P D -1
H4B H 0.8489 0.4253 0.0309 0.054 Uiso 0.5 1 calc R . P D -1
C5 C 0.8621(5) 0.224(4) -0.0697(7) 0.041(6) Uani 0.5 1 d . U P D -1
H5A H 0.8292 0.2263 -0.1186 0.050 Uiso 0.5 1 calc R . P D -1
H5B H 0.8718 0.1036 -0.0571 0.050 Uiso 0.5 1 calc R . P D -1
C6 C 0.9142(5) 0.3079(17) -0.1230(10) 0.048(4) Uani 0.5 1 d . U P D -1
H6A H 0.9208 0.4192 -0.0896 0.058 Uiso 0.5 1 calc R . P D -1
H6B H 0.9033 0.3307 -0.1954 0.058 Uiso 0.5 1 calc R . P D -1
C7 C 0.9721(5) 0.2119(18) -0.1239(9) 0.045(5) Uani 0.5 1 d . . P D -1
H7A H 0.9639 0.0886 -0.1241 0.055 Uiso 0.5 1 calc R . P D -1
H7B H 0.9925 0.2391 -0.1889 0.055 Uiso 0.5 1 calc R . P D -1
C8 C 1.0127(4) 0.251(7) -0.0332(7) 0.041(3) Uani 0.5 1 d . . P D -1
H8A H 1.0436 0.1648 -0.0295 0.049 Uiso 0.5 1 calc R . P D -1
H8B H 1.0308 0.3638 -0.0430 0.049 Uiso 0.5 1 calc R . P D -1
C9 C 1.0816(4) 0.2500 0.2214(6) 0.0265(17) Uani 1 2 d S T P . .
C10 C 1.1947(3) 0.2500 0.2394(7) 0.0316(19) Uani 1 2 d S T P . .
C11 C 1.2100(3) 0.0905(9) 0.2995(6) 0.0441(17) Uani 1 1 d . . . . .
H11A H 1.1919 0.0950 0.3677 0.066 Uiso 1 1 calc GR . . . .
H11B H 1.2520 0.0831 0.3073 0.066 Uiso 1 1 calc GR . . . .
H11C H 1.1959 -0.0094 0.2622 0.066 Uiso 1 1 calc GR . . . .
C12 C 1.2196(4) 0.2500 0.1320(8) 0.051(3) Uani 1 2 d S T P D .
H12A H 1.2024 0.1573 0.0920 0.077 Uiso 0.5 1 calc R . P E -1
H12B H 1.2615 0.2341 0.1357 0.077 Uiso 0.5 1 calc R . P E -1
H12C H 1.2111 0.3586 0.0984 0.077 Uiso 0.5 1 calc R . P E -1
C13 C 0.9642(4) 0.2500 0.3477(6) 0.0250(17) Uani 1 2 d S T P . .
C14 C 0.9191(4) 0.2500 0.5330(6) 0.0273(18) Uani 1 2 d S T P . .
C15 C 0.9408(3) 0.0904(9) 0.5860(5) 0.0387(15) Uani 1 1 d . . . . .
H15A H 0.9290 -0.0094 0.5461 0.058 Uiso 1 1 calc GR . . . .
H15B H 0.9244 0.0836 0.6555 0.058 Uiso 1 1 calc GR . . . .
H15C H 0.9831 0.0941 0.5905 0.058 Uiso 1 1 calc GR . . . .
C16 C 0.8532(4) 0.2500 0.5200(7) 0.038(2) Uani 1 2 d S T P D .
H16A H 0.8418 0.3427 0.4739 0.057 Uiso 0.5 1 calc R . P F -1
H16B H 0.8348 0.2658 0.5874 0.057 Uiso 0.5 1 calc R . P F -1
H16C H 0.8408 0.1415 0.4905 0.057 Uiso 0.5 1 calc R . P F -1
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'
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'
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
C2 Cu C1 35.6(3) . .
C9 Cu C1 106.6(3) . .
C9 Cu C2 142.2(3) . .
C9 Cu C13 112.0(3) . .
C13 Cu C1 141.4(3) . .
C13 Cu C2 105.7(3) . .
F1 Sb1 F2 90.00(18) . .
F1 Sb1 F3 90.01(18) . .
F1 Sb1 F4 180.0(3) . .
F1 Sb1 F5 90.02(18) . .
F1 Sb1 F6 90.02(18) . .
F2 Sb1 F4 89.96(18) . .
F2 Sb1 F6 89.97(18) . .
F3 Sb1 F2 90.03(18) . .
F3 Sb1 F4 90.00(18) . .
F3 Sb1 F6 180.0(3) . .
F5 Sb1 F2 180.0(3) . .
F5 Sb1 F3 90.01(18) . .
F5 Sb1 F4 90.01(18) . .
F5 Sb1 F6 90.00(18) . .
F6 Sb1 F4 89.97(18) . .
F1' Sb2 F2' 90.02(18) . .
F1' Sb2 F3' 90.03(18) . .
F1' Sb2 F4' 180.0(3) . .
F1' Sb2 F5' 90.07(18) . .
F1' Sb2 F6' 89.98(18) . .
F3' Sb2 F2' 89.97(18) . .
F3' Sb2 F6' 180.0(3) . .
F4' Sb2 F2' 89.95(18) . .
F4' Sb2 F3' 89.96(18) . .
F4' Sb2 F6' 90.03(18) . .
F5' Sb2 F2' 179.9(3) . .
F5' Sb2 F3' 90.03(18) . .
F5' Sb2 F4' 89.96(18) . .
F5' Sb2 F6' 89.99(18) . .
F6' Sb2 F2' 90.00(18) . .
F1" Sb3 F2" 90.04(18) . .
F1" Sb3 F3" 90.00(18) . .
F1" Sb3 F4" 180.0(3) . .
F1" Sb3 F6" 90.03(18) . .
F3" Sb3 F2" 89.93(18) . .
F3" Sb3 F4" 89.98(18) . .
F4" Sb3 F2" 89.94(18) . .
F5" Sb3 F1" 90.06(18) . .
F5" Sb3 F2" 179.9(3) . .
F5" Sb3 F3" 90.04(18) . .
F5" Sb3 F4" 89.96(18) . .
F5" Sb3 F6" 90.06(18) . .
F6" Sb3 F2" 89.97(18) . .
F6" Sb3 F3" 179.9(3) . .
F6" Sb3 F4" 89.99(18) . .
C9 N1 C10 179.5(8) . .
C13 N2 C14 179.1(8) . .
C2 C1 Cu 70.9(5) . .
C2 C1 C8 155.2(9) . .
C8 C1 Cu 134.0(6) . .
C1 C2 Cu 73.5(6) . .
C1 C2 C3 153.5(10) . .
C3 C2 Cu 131.7(6) . .
C2 C3 H3A 110.4 . .
C2 C3 H3B 110.4 . .
C2 C3 C4 106.6(12) . .
H3A C3 H3B 108.6 . .
C4 C3 H3A 110.4 . .
C4 C3 H3B 110.4 . .
C3 C4 H4A 108.7 . .
C3 C4 H4B 108.7 . .
H4A C4 H4B 107.6 . .
C5 C4 C3 114.1(13) . .
C5 C4 H4A 108.7 . .
C5 C4 H4B 108.7 . .
C4 C5 H5A 108.0 . .
C4 C5 H5B 108.0 . .
C4 C5 C6 117.4(17) . .
H5A C5 H5B 107.2 . .
C6 C5 H5A 108.0 . .
C6 C5 H5B 108.0 . .
C5 C6 H6A 107.7 . .
C5 C6 H6B 107.7 . .
C5 C6 C7 118.4(13) . .
H6A C6 H6B 107.1 . .
C7 C6 H6A 107.7 . .
C7 C6 H6B 107.7 . .
C6 C7 H7A 108.4 . .
C6 C7 H7B 108.4 . .
H7A C7 H7B 107.5 . .
C8 C7 C6 115.3(15) . .
C8 C7 H7A 108.4 . .
C8 C7 H7B 108.4 . .
C1 C8 C7 108.5(11) . .
C1 C8 H8A 110.0 . .
C1 C8 H8B 110.0 . .
C7 C8 H8A 110.0 . .
C7 C8 H8B 110.0 . .
H8A C8 H8B 108.4 . .
N1 C9 Cu 178.2(7) . .
N1 C10 C11 106.2(5) . .
N1 C10 C11 106.2(5) . 7_565
N1 C10 C12 107.1(7) . .
C11 C10 C11 111.5(8) 7_565 .
C12 C10 C11 112.6(5) . .
C12 C10 C11 112.6(5) . 7_565
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N2 C13 Cu 179.0(7) . .
N2 C14 C15 106.6(5) . .
N2 C14 C15 106.6(5) . 7_565
N2 C14 C16 106.8(7) . .
C15 C14 C15 111.7(7) 7_565 .
C15 C14 C16 112.3(5) . .
C15 C14 C16 112.3(5) 7_565 .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16B 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
Cu C1 2.017(8) .
Cu C2 1.988(8) .
Cu C9 1.910(8) .
Cu C13 1.916(8) .
Sb1 F1 1.855(16) .
Sb1 F2 1.855(16) .
Sb1 F3 1.855(16) .
Sb1 F4 1.856(16) .
Sb1 F5 1.855(16) .
Sb1 F6 1.855(16) .
Sb2 F1' 1.868(7) .
Sb2 F2' 1.870(7) .
Sb2 F3' 1.870(7) .
Sb2 F4' 1.870(7) .
Sb2 F5' 1.869(7) .
Sb2 F6' 1.870(7) .
Sb3 F1" 1.865(9) .
Sb3 F2" 1.865(9) .
Sb3 F3" 1.865(9) .
Sb3 F4" 1.865(9) .
Sb3 F5" 1.864(9) .
Sb3 F6" 1.865(9) .
N1 C9 1.142(10) .
N1 C10 1.487(10) .
N2 C13 1.134(10) .
N2 C14 1.487(10) .
C1 C2 1.225(12) .
C1 C8 1.475(13) .
C2 C3 1.485(14) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C3 C4 1.536(12) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C4 C5 1.534(12) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C5 C6 1.538(11) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C6 C7 1.539(11) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C7 C8 1.537(11) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C10 C11 1.521(8) .
C10 C11 1.521(8) 7_565
C10 C12 1.509(13) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C14 C15 1.519(7) .
C14 C15 1.519(7) 7_565
C14 C16 1.534(12) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
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
Cu C1 C2 C3 -163(3)
Cu C1 C8 C7 168.0(10)
Cu C2 C3 C4 160.1(7)
C1 C2 C3 C4 -41(4)
C2 C1 C8 C7 -13(8)
C2 C3 C4 C5 57(3)
C3 C4 C5 C6 -90(2)
C4 C5 C6 C7 108.9(19)
C5 C6 C7 C8 -91(2)
C6 C7 C8 C1 45(4)
C8 C1 C2 Cu -179(5)
C8 C1 C2 C3 17(7)
