#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:23:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179108 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/70/4307084.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_4307084
loop_
_publ_author_name
'Eric C. Brown'
'Itsik Bar-Nahum'
'John T. York'
'Nermeen W. Aboelella'
'William B. Tolman'
_publ_section_title
;
Ligand Structural Effects on Cu2S2 Bonding and Reactivity in Side-On
Disulfido-Bridged Dicopper Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              486
_journal_page_last               496
_journal_paper_doi               10.1021/ic061589r
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C54 H46 Cu2 F12 N4 S2'
_chemical_formula_sum            'C54 H46 Cu2 F12 N4 S2'
_chemical_formula_weight         1170.15
_chemical_name_common            05178m
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.694(2)
_cell_angle_beta                 105.738(2)
_cell_angle_gamma                105.080(2)
_cell_formula_units_Z            1
_cell_length_a                   8.3136(9)
_cell_length_b                   12.5947(13)
_cell_length_c                   14.2544(15)
_cell_measurement_reflns_used    3344
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1309.1(2)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens SMART Platform CCD'
_diffrn_measurement_method       'area detector, omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12758
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_T_max  0.8675
_exptl_absorpt_correction_T_min  0.7925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4618
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0419
_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)+(0.0401P)²+1.2119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0962
_reflns_number_gt                3877
_reflns_number_total             4618
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061589rsi20060822_025941_5.cif
_cod_data_source_block           05178m
_cod_database_code               4307084
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 0.50758(5) 0.13581(3) 0.09701(3) 0.02585(12) Uani 1 1 d . . .
S1 S 0.55700(12) 0.05390(6) -0.04156(6) 0.0341(2) Uani 1 1 d . . .
N1 N 0.5863(3) 0.29531(19) 0.10427(18) 0.0242(5) Uani 1 1 d . . .
C1 C 0.5790(4) 0.3794(2) 0.1766(2) 0.0233(6) Uani 1 1 d . . .
H1A H 0.6224 0.4563 0.1748 0.028 Uiso 1 1 calc R . .
N2 N 0.4330(3) 0.1561(2) 0.21325(18) 0.0251(5) Uani 1 1 d . . .
C2 C 0.5139(4) 0.3670(2) 0.2556(2) 0.0246(6) Uani 1 1 d . . .
C3 C 0.4440(4) 0.2595(2) 0.2683(2) 0.0249(6) Uani 1 1 d . . .
H3A H 0.3993 0.2615 0.3231 0.030 Uiso 1 1 calc R . .
C4 C 0.6324(4) 0.3251(2) 0.0207(2) 0.0255(6) Uani 1 1 d . . .
F4 F 0.2000(3) 0.6439(2) 0.51554(18) 0.0699(7) Uani 1 1 d . . .
C5 C 0.8023(4) 0.3390(3) 0.0190(2) 0.0339(7) Uani 1 1 d . . .
F5 F 0.0764(3) 0.6007(2) 0.35349(19) 0.0653(7) Uani 1 1 d . . .
C6 C 0.8370(6) 0.3586(3) -0.0671(3) 0.0523(10) Uani 1 1 d . . .
H6A H 0.9526 0.3688 -0.0701 0.063 Uiso 1 1 calc R . .
F6 F 0.0773(3) 0.46625(18) 0.41840(19) 0.0602(6) Uani 1 1 d . . .
C7 C 0.7057(7) 0.3633(3) -0.1479(3) 0.0597(12) Uani 1 1 d . . .
H7A H 0.7305 0.3757 -0.2065 0.072 Uiso 1 1 calc R . .
C8 C 0.5401(6) 0.3502(3) -0.1433(3) 0.0528(11) Uani 1 1 d . . .
H8A H 0.4511 0.3542 -0.1991 0.063 Uiso 1 1 calc R . .
C9 C 0.4980(5) 0.3311(3) -0.0597(2) 0.0363(8) Uani 1 1 d . . .
C10 C 0.9455(5) 0.3334(4) 0.1071(3) 0.0515(10) Uani 1 1 d . . .
H10A H 0.9572 0.3886 0.1720 0.077 Uiso 1 1 calc R . .
H10B H 1.0590 0.3537 0.0956 0.077 Uiso 1 1 calc R . .
H10C H 0.9133 0.2543 0.1108 0.077 Uiso 1 1 calc R . .
C11 C 0.3148(5) 0.3172(4) -0.0561(3) 0.0557(10) Uani 1 1 d . . .
H11A H 0.2367 0.3160 -0.1220 0.084 Uiso 1 1 calc R . .
H11B H 0.3217 0.3826 0.0000 0.084 Uiso 1 1 calc R . .
H11C H 0.2666 0.2440 -0.0441 0.084 Uiso 1 1 calc R . .
C12 C 0.3555(4) 0.0607(2) 0.2453(2) 0.0259(6) Uani 1 1 d . . .
C13 C 0.1719(4) 0.0170(3) 0.2209(2) 0.0338(7) Uani 1 1 d . . .
C14 C 0.1026(5) -0.0718(3) 0.2560(3) 0.0439(9) Uani 1 1 d . . .
H14A H -0.0223 -0.1019 0.2406 0.053 Uiso 1 1 calc R . .
C15 C 0.2117(6) -0.1170(3) 0.3127(3) 0.0525(10) Uani 1 1 d . . .
H15A H 0.1622 -0.1776 0.3365 0.063 Uiso 1 1 calc R . .
C16 C 0.3917(6) -0.0747(3) 0.3348(3) 0.0474(9) Uani 1 1 d . . .
H16A H 0.4657 -0.1073 0.3733 0.057 Uiso 1 1 calc R . .
C17 C 0.4688(4) 0.0150(3) 0.3023(2) 0.0339(7) Uani 1 1 d . . .
C18 C 0.0502(5) 0.0658(3) 0.1589(3) 0.0513(10) Uani 1 1 d . . .
H18A H -0.0735 0.0135 0.1356 0.077 Uiso 1 1 calc R . .
H18B H 0.0824 0.0727 0.0988 0.077 Uiso 1 1 calc R . .
H18C H 0.0628 0.1428 0.2021 0.077 Uiso 1 1 calc R . .
C19 C 0.6671(5) 0.0613(3) 0.3282(3) 0.0506(10) Uani 1 1 d . . .
H19A H 0.7109 0.1465 0.3571 0.076 Uiso 1 1 calc R . .
H19B H 0.6945 0.0377 0.2655 0.076 Uiso 1 1 calc R . .
H19C H 0.7251 0.0298 0.3791 0.076 Uiso 1 1 calc R . .
C20 C 0.5101(4) 0.4725(2) 0.3263(2) 0.0229(6) Uani 1 1 d . . .
C21 C 0.3568(4) 0.4721(2) 0.3489(2) 0.0241(6) Uani 1 1 d . . .
H21A H 0.2565 0.4021 0.3217 0.029 Uiso 1 1 calc R . .
C22 C 0.3488(4) 0.5724(2) 0.4105(2) 0.0246(6) Uani 1 1 d . . .
C23 C 0.4929(4) 0.6762(2) 0.4517(2) 0.0264(7) Uani 1 1 d . A .
H23A H 0.4857 0.7453 0.4923 0.032 Uiso 1 1 calc R . .
C24 C 0.6474(4) 0.6765(2) 0.4322(2) 0.0241(6) Uani 1 1 d . . .
C25 C 0.6561(4) 0.5761(2) 0.3708(2) 0.0244(6) Uani 1 1 d . A .
H25A H 0.7636 0.5781 0.3589 0.029 Uiso 1 1 calc R . .
C27 C 0.1782(4) 0.5707(3) 0.4257(3) 0.0354(8) Uani 1 1 d . . .
C26 C 0.8079(4) 0.7849(3) 0.4817(3) 0.0383(8) Uani 0.843(6) 1 d PD A 1
F1 F 0.9039(4) 0.7891(3) 0.5781(3) 0.0725(12) Uani 0.843(6) 1 d PD A 1
F2 F 0.9212(5) 0.7915(3) 0.4327(3) 0.0825(15) Uani 0.843(6) 1 d PD A 1
F3 F 0.783(3) 0.8735(15) 0.4641(16) 0.0580(10) Uani 0.157(6) 1 d PD A 1
C26' C 0.8079(4) 0.7849(3) 0.4817(3) 0.0383(8) Uani 0.157(6) 1 d PD A 2
F1' F 0.949(2) 0.7710(15) 0.5251(17) 0.0725(12) Uani 0.157(6) 1 d PD A 2
F2' F 0.834(3) 0.8205(15) 0.4011(13) 0.0825(15) Uani 0.157(6) 1 d PD A 2
F3' F 0.7712(5) 0.8814(2) 0.5066(3) 0.0580(10) Uani 0.843(6) 1 d PD A 2
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'
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'
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
N2 Cu1 N1 98.07(10) . . ?
N2 Cu1 S1 101.61(7) . 2_655 ?
N1 Cu1 S1 160.29(7) . 2_655 ?
N2 Cu1 S1 161.67(7) . . ?
N1 Cu1 S1 100.19(7) . . ?
S1 Cu1 S1 60.11(4) 2_655 . ?
Cu1 S1 Cu1 119.89(4) 2_655 . ?
Cu1 S1 S1 59.95(3) 2_655 2_655 ?
Cu1 S1 S1 59.94(3) . 2_655 ?
C1 N1 C4 117.2(2) . . ?
C1 N1 Cu1 122.4(2) . . ?
C4 N1 Cu1 119.84(17) . . ?
N1 C1 C2 126.6(3) . . ?
N1 C1 H1A 116.7 . . ?
C2 C1 H1A 116.7 . . ?
C3 N2 C12 115.2(2) . . ?
C3 N2 Cu1 121.5(2) . . ?
C12 N2 Cu1 123.25(17) . . ?
C1 C2 C3 123.6(3) . . ?
C1 C2 C20 118.0(3) . . ?
C3 C2 C20 118.3(3) . . ?
N2 C3 C2 127.8(3) . . ?
N2 C3 H3A 116.1 . . ?
C2 C3 H3A 116.1 . . ?
C5 C4 C9 122.3(3) . . ?
C5 C4 N1 119.6(3) . . ?
C9 C4 N1 118.0(3) . . ?
C4 C5 C6 117.8(3) . . ?
C4 C5 C10 121.3(3) . . ?
C6 C5 C10 120.9(3) . . ?
C7 C6 C5 120.9(4) . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 H7A 120.1 . . ?
C6 C7 H7A 120.1 . . ?
C7 C8 C9 122.0(4) . . ?
C7 C8 H8A 119.0 . . ?
C9 C8 H8A 119.0 . . ?
C8 C9 C4 117.3(3) . . ?
C8 C9 C11 121.0(3) . . ?
C4 C9 C11 121.6(3) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 121.3(3) . . ?
C13 C12 N2 120.0(3) . . ?
C17 C12 N2 118.7(3) . . ?
C14 C13 C12 118.5(3) . . ?
C14 C13 C18 120.4(3) . . ?
C12 C13 C18 121.2(3) . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14A 119.5 . . ?
C13 C14 H14A 119.5 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C16 C17 121.5(3) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C16 C17 C12 117.7(3) . . ?
C16 C17 C19 120.8(3) . . ?
C12 C17 C19 121.5(3) . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 117.5(3) . . ?
C25 C20 C2 121.9(3) . . ?
C21 C20 C2 120.6(3) . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21A 119.5 . . ?
C20 C21 H21A 119.5 . . ?
C21 C22 C23 121.1(3) . . ?
C21 C22 C27 119.2(3) . . ?
C23 C22 C27 119.6(3) . . ?
C24 C23 C22 118.4(3) . . ?
C24 C23 H23A 120.8 . . ?
C22 C23 H23A 120.8 . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 C26 119.3(3) . . ?
C25 C24 C26 120.0(3) . . ?
C24 C25 C20 121.4(3) . . ?
C24 C25 H25A 119.3 . . ?
C20 C25 H25A 119.3 . . ?
F4 C27 F6 107.2(3) . . ?
F4 C27 F5 105.8(3) . . ?
F6 C27 F5 104.9(3) . . ?
F4 C27 C22 113.4(3) . . ?
F6 C27 C22 113.4(3) . . ?
F5 C27 C22 111.6(3) . . ?
F3 C26 F2 89.4(11) . . ?
F3 C26 F1 121.8(10) . . ?
F2 C26 F1 104.6(3) . . ?
F3 C26 C24 114.6(11) . . ?
F2 C26 C24 114.1(3) . . ?
F1 C26 C24 110.1(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 N2 1.906(2) . ?
Cu1 N1 1.912(2) . ?
Cu1 S1 2.1976(8) 2_655 ?
Cu1 S1 2.1978(8) . ?
S1 Cu1 2.1976(8) 2_655 ?
S1 S1 2.2013(15) 2_655 ?
N1 C1 1.318(3) . ?
N1 C4 1.446(3) . ?
C1 C2 1.399(4) . ?
C1 H1A 0.9500 . ?
N2 C3 1.317(4) . ?
N2 C12 1.444(4) . ?
C2 C3 1.403(4) . ?
C2 C20 1.478(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.385(4) . ?
C4 C9 1.399(4) . ?
F4 C27 1.323(4) . ?
C5 C6 1.396(5) . ?
C5 C10 1.507(5) . ?
F5 C27 1.341(4) . ?
C6 C7 1.381(6) . ?
C6 H6A 0.9500 . ?
F6 C27 1.326(4) . ?
C7 C8 1.365(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.384(5) . ?
C8 H8A 0.9500 . ?
C9 C11 1.503(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.392(4) . ?
C12 C17 1.402(4) . ?
C13 C14 1.384(5) . ?
C13 C18 1.509(5) . ?
C14 C15 1.375(5) . ?
C14 H14A 0.9500 . ?
C15 C16 1.369(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.390(5) . ?
C16 H16A 0.9500 . ?
C17 C19 1.504(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C25 1.395(4) . ?
C20 C21 1.396(4) . ?
C21 C22 1.387(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.389(4) . ?
C22 C27 1.487(4) . ?
C23 C24 1.385(4) . ?
C23 H23A 0.9500 . ?
C24 C25 1.388(4) . ?
C24 C26 1.492(4) . ?
C25 H25A 0.9500 . ?
C26 F3 1.256(14) . ?
C26 F2 1.313(4) . ?
C26 F1 1.370(4) . ?
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
N2 Cu1 S1 Cu1 -4.6(3) . . . 2_655 ?
N1 Cu1 S1 Cu1 -179.56(8) . . . 2_655 ?
S1 Cu1 S1 Cu1 0.0 2_655 . . 2_655 ?
N2 Cu1 S1 S1 -4.6(3) . . . 2_655 ?
N1 Cu1 S1 S1 -179.56(8) . . . 2_655 ?
N2 Cu1 N1 C1 0.5(2) . . . . ?
S1 Cu1 N1 C1 177.76(17) 2_655 . . . ?
S1 Cu1 N1 C1 178.9(2) . . . . ?
N2 Cu1 N1 C4 -170.5(2) . . . . ?
S1 Cu1 N1 C4 6.7(4) 2_655 . . . ?
S1 Cu1 N1 C4 7.9(2) . . . . ?
C4 N1 C1 C2 170.5(3) . . . . ?
Cu1 N1 C1 C2 -0.8(4) . . . . ?
N1 Cu1 N2 C3 1.1(2) . . . . ?
S1 Cu1 N2 C3 -178.0(2) 2_655 . . . ?
S1 Cu1 N2 C3 -173.92(18) . . . . ?
N1 Cu1 N2 C12 178.8(2) . . . . ?
S1 Cu1 N2 C12 -0.3(2) 2_655 . . . ?
S1 Cu1 N2 C12 3.8(4) . . . . ?
N1 C1 C2 C3 -0.6(5) . . . . ?
N1 C1 C2 C20 -177.2(3) . . . . ?
C12 N2 C3 C2 179.5(3) . . . . ?
Cu1 N2 C3 C2 -2.6(4) . . . . ?
C1 C2 C3 N2 2.5(5) . . . . ?
C20 C2 C3 N2 179.2(3) . . . . ?
C1 N1 C4 C5 103.5(3) . . . . ?
Cu1 N1 C4 C5 -85.0(3) . . . . ?
C1 N1 C4 C9 -80.7(3) . . . . ?
Cu1 N1 C4 C9 90.8(3) . . . . ?
C9 C4 C5 C6 -0.5(4) . . . . ?
N1 C4 C5 C6 175.0(3) . . . . ?
C9 C4 C5 C10 179.4(3) . . . . ?
N1 C4 C5 C10 -5.1(4) . . . . ?
C4 C5 C6 C7 -0.3(5) . . . . ?
C10 C5 C6 C7 179.8(3) . . . . ?
C5 C6 C7 C8 0.8(6) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C7 C8 C9 C4 -0.3(5) . . . . ?
C7 C8 C9 C11 179.8(3) . . . . ?
C5 C4 C9 C8 0.9(4) . . . . ?
N1 C4 C9 C8 -174.8(3) . . . . ?
C5 C4 C9 C11 -179.3(3) . . . . ?
N1 C4 C9 C11 5.1(4) . . . . ?
C3 N2 C12 C13 76.5(3) . . . . ?
Cu1 N2 C12 C13 -101.3(3) . . . . ?
C3 N2 C12 C17 -102.5(3) . . . . ?
Cu1 N2 C12 C17 79.6(3) . . . . ?
C17 C12 C13 C14 1.3(4) . . . . ?
N2 C12 C13 C14 -177.7(3) . . . . ?
C17 C12 C13 C18 -179.6(3) . . . . ?
N2 C12 C13 C18 1.4(4) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C18 C13 C14 C15 -179.9(3) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C15 C16 C17 0.9(6) . . . . ?
C15 C16 C17 C12 -0.3(5) . . . . ?
C15 C16 C17 C19 179.4(3) . . . . ?
C13 C12 C17 C16 -0.8(4) . . . . ?
N2 C12 C17 C16 178.3(3) . . . . ?
C13 C12 C17 C19 179.5(3) . . . . ?
N2 C12 C17 C19 -1.4(4) . . . . ?
C1 C2 C20 C25 -46.9(4) . . . . ?
C3 C2 C20 C25 136.2(3) . . . . ?
C1 C2 C20 C21 131.6(3) . . . . ?
C3 C2 C20 C21 -45.3(4) . . . . ?
C25 C20 C21 C22 2.1(4) . . . . ?
C2 C20 C21 C22 -176.4(3) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C20 C21 C22 C27 175.1(3) . . . . ?
C21 C22 C23 C24 -1.8(4) . . . . ?
C27 C22 C23 C24 -177.0(3) . . . . ?
C22 C23 C24 C25 1.6(4) . . . . ?
C22 C23 C24 C26 -175.8(3) . . . . ?
C23 C24 C25 C20 0.5(4) . . . . ?
C26 C24 C25 C20 177.9(3) . . . . ?
C21 C20 C25 C24 -2.4(4) . . . . ?
C2 C20 C25 C24 176.2(3) . . . . ?
C21 C22 C27 F4 150.9(3) . . . . ?
C23 C22 C27 F4 -33.9(4) . . . . ?
C21 C22 C27 F6 28.3(4) . . . . ?
C23 C22 C27 F6 -156.4(3) . . . . ?
C21 C22 C27 F5 -89.8(3) . . . . ?
C23 C22 C27 F5 85.5(3) . . . . ?
C23 C24 C26 F3 -55.8(11) . . . . ?
C25 C24 C26 F3 126.8(10) . . . . ?
C23 C24 C26 F2 -156.9(4) . . . . ?
C25 C24 C26 F2 25.7(5) . . . . ?
C23 C24 C26 F1 85.9(4) . . . . ?
C25 C24 C26 F1 -91.5(4) . . . . ?
