#------------------------------------------------------------------------------
#$Date: 2019-11-24 21:35:09 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239484 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/67/4516717.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_4516717
loop_
_publ_author_name
'He, Zhiqi'
'Huang, Yong'
_publ_section_title
;
 Diverting C--H Annulation Pathways: Nickel-Catalyzed Dehydrogenative
 Homologation of Aromatic Amides
;
_journal_issue                   11
_journal_name_full               'ACS Catalysis'
_journal_page_first              7814
_journal_paper_doi               10.1021/acscatal.6b02477
_journal_volume                  6
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C44 H26 F4 N2 O, C H3 O'
_chemical_formula_sum            'C45 H29 F4 N2 O2'
_chemical_formula_weight         705.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-02-10
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_cell_angle_alpha                90
_cell_angle_beta                 122.222(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   29.3161(7)
_cell_length_b                   8.8470(3)
_cell_length_c                   16.2475(11)
_cell_measurement_reflns_used    0.89
_cell_measurement_temperature    566(2)
_cell_measurement_theta_max      0.854
_cell_measurement_theta_min      0.850
_cell_volume                     3564.9(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      566.3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21289
_diffrn_reflns_point_group_measured_fraction_full 0.928
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.208
_diffrn_reflns_theta_min         6.589
_exptl_absorpt_coefficient_mu    0.787
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       block
_exptl_crystal_F_000             1460
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1992 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.01(8)
_refine_ls_extinction_coef       0.0018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         6041
_refine_ls_number_restraints     146
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0917P)²+0.4026P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1435
_reflns_Friedel_coverage         0.740
_reflns_Friedel_fraction_full    0.852
_reflns_Friedel_fraction_max     0.847
_reflns_number_gt                5210
_reflns_number_total             6041
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs6b02477_si_002.cif
_cod_data_source_block           1111
_cod_original_cell_volume        3564.9(4)
_cod_database_code               4516717
_shelxl_version_number           2013-2
_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.
;
_shelx_estimated_absorpt_t_max   0.859
_shelx_estimated_absorpt_t_min   0.859
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C55-O54
 1.54 with sigma of 0.02
 O54-O54_$1
 1.54 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), N4(H4), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21),
 C22(H22), C24(H24), C25(H25), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33),
  C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C40(H40), C42(H42),
 C43(H43), C45(H45), C46(H46)
4.b Idealised Me refined as rotating group:
 C55(H55A,H55B,H55C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.53855(11) 0.9058(4) 0.8584(2) 0.1025(10) Uani 1 1 d . U . .
F2 F 0.33834(15) 1.0080(4) 0.9610(2) 0.1235(12) Uani 1 1 d . U . .
F3 F 0.53933(12) 0.2204(5) 0.6192(3) 0.1203(12) Uani 1 1 d . U . .
F4 F 0.13550(15) 0.4946(6) 0.8136(3) 0.1579(18) Uani 1 1 d . U . .
O1 O 0.15540(10) 0.2795(4) 0.54124(19) 0.0708(7) Uani 1 1 d . U . .
C1 C 0.49727(15) 0.8038(5) 0.8267(3) 0.0675(9) Uani 1 1 d . U . .
C2 C 0.50152(15) 0.6952(6) 0.8892(3) 0.0724(11) Uani 1 1 d . U . .
H2 H 0.5313 0.6913 0.9525 0.087 Uiso 1 1 calc R . . .
C3 C 0.46050(14) 0.5905(5) 0.8565(3) 0.0632(9) Uani 1 1 d . U . .
H3 H 0.4627 0.5159 0.8988 0.076 Uiso 1 1 calc R . . .
C4 C 0.41637(12) 0.5941(4) 0.7626(2) 0.0508(7) Uani 1 1 d . U . .
C5 C 0.37187(11) 0.4806(4) 0.7266(2) 0.0474(7) Uani 1 1 d . U . .
C6 C 0.37221(11) 0.3535(4) 0.6780(2) 0.0474(7) Uani 1 1 d . U . .
C7 C 0.32941(12) 0.2470(4) 0.6412(2) 0.0482(7) Uani 1 1 d . U . .
C8 C 0.28521(12) 0.2717(4) 0.6540(2) 0.0464(7) Uani 1 1 d . U . .
C9 C 0.24154(12) 0.1656(4) 0.6084(2) 0.0497(7) Uani 1 1 d . U . .
C10 C 0.18796(12) 0.1897(4) 0.5991(2) 0.0534(8) Uani 1 1 d . U . .
N4 N 0.17803(12) 0.0937(4) 0.6529(2) 0.0615(7) Uani 1 1 d . U . .
H4 H 0.2007 0.0210 0.6808 0.074 Uiso 1 1 calc R . . .
C12 C 0.13562(14) 0.0979(5) 0.6688(3) 0.0641(9) Uani 1 1 d . U . .
C13 C 0.14471(16) 0.0142(5) 0.7509(3) 0.0674(10) Uani 1 1 d . U . .
N3 N 0.19207(15) -0.0616(5) 0.8039(3) 0.0797(10) Uani 1 1 d . U . .
C15 C 0.1996(3) -0.1405(8) 0.8789(4) 0.1020(17) Uani 1 1 d . U . .
H15 H 0.2319 -0.1927 0.9153 0.122 Uiso 1 1 calc R . . .
C16 C 0.1627(3) -0.1515(9) 0.9077(4) 0.114(2) Uani 1 1 d . U . .
H16 H 0.1699 -0.2108 0.9606 0.136 Uiso 1 1 calc R . . .
C17 C 0.41430(14) 0.7066(5) 0.7008(3) 0.0635(9) Uani 1 1 d . U . .
H17 H 0.3851 0.7105 0.6368 0.076 Uiso 1 1 calc R . . .
C18 C 0.45462(16) 0.8119(5) 0.7326(3) 0.0739(11) Uani 1 1 d . U . .
H18 H 0.4530 0.8871 0.6912 0.089 Uiso 1 1 calc R . . .
C19 C 0.28756(11) 0.4000(4) 0.7105(2) 0.0466(7) Uani 1 1 d . U . .
C20 C 0.24603(12) 0.4241(4) 0.7362(2) 0.0544(8) Uani 1 1 d . U . .
C21 C 0.24702(16) 0.3365(5) 0.8081(3) 0.0665(10) Uani 1 1 d . U . .
H21 H 0.2726 0.2605 0.8382 0.080 Uiso 1 1 calc R . . .
C22 C 0.2101(2) 0.3615(7) 0.8353(4) 0.0933(16) Uani 1 1 d . U . .
H22 H 0.2109 0.3039 0.8839 0.112 Uiso 1 1 calc R . . .
C23 C 0.1725(2) 0.4732(8) 0.7887(5) 0.1009(18) Uani 1 1 d . U . .
C24 C 0.17015(19) 0.5597(7) 0.7178(5) 0.0972(16) Uani 1 1 d . U . .
H24 H 0.1439 0.6340 0.6870 0.117 Uiso 1 1 calc R . . .
C25 C 0.20735(15) 0.5355(5) 0.6923(3) 0.0723(11) Uani 1 1 d . U . .
H25 H 0.2064 0.5955 0.6444 0.087 Uiso 1 1 calc R . . .
C26 C 0.32969(12) 0.5015(4) 0.7449(2) 0.0472(7) Uani 1 1 d . U . .
C27 C 0.33227(12) 0.6364(4) 0.8033(2) 0.0516(7) Uani 1 1 d . U . .
C28 C 0.34378(14) 0.6216(5) 0.8972(3) 0.0591(8) Uani 1 1 d . U . .
H28 H 0.3502 0.5258 0.9249 0.071 Uiso 1 1 calc R . . .
C29 C 0.34599(16) 0.7459(5) 0.9511(3) 0.0726(11) Uani 1 1 d . U . .
H29 H 0.3537 0.7348 1.0142 0.087 Uiso 1 1 calc R . . .
C30 C 0.33651(18) 0.8843(5) 0.9090(3) 0.0797(12) Uani 1 1 d . U . .
C31 C 0.32532(19) 0.9065(6) 0.8168(3) 0.0818(12) Uani 1 1 d . U . .
H31 H 0.3192 1.0028 0.7900 0.098 Uiso 1 1 calc R . . .
C32 C 0.32337(16) 0.7801(4) 0.7648(3) 0.0670(9) Uani 1 1 d . U . .
H32 H 0.3158 0.7925 0.7018 0.080 Uiso 1 1 calc R . . .
C33 C 0.24378(14) 0.0414(5) 0.5597(3) 0.0597(9) Uani 1 1 d . U . .
H33 H 0.2151 -0.0262 0.5313 0.072 Uiso 1 1 calc R . . .
C34 C 0.28832(14) 0.0150(5) 0.5522(3) 0.0617(9) Uani 1 1 d . U . .
H34 H 0.2899 -0.0713 0.5211 0.074 Uiso 1 1 calc R . . .
C35 C 0.32960(14) 0.1168(4) 0.5908(2) 0.0544(8) Uani 1 1 d . U . .
H35 H 0.3587 0.1002 0.5838 0.065 Uiso 1 1 calc R . . .
C36 C 0.08899(16) 0.1783(8) 0.6143(4) 0.0920(15) Uani 1 1 d . U . .
H36 H 0.0831 0.2337 0.5608 0.110 Uiso 1 1 calc R . . .
C37 C 0.04979(19) 0.1767(9) 0.6396(5) 0.110(2) Uani 1 1 d . U . .
H37 H 0.0182 0.2320 0.6026 0.133 Uiso 1 1 calc R . . .
C38 C 0.0575(2) 0.0959(9) 0.7170(4) 0.1076(19) Uani 1 1 d . U . .
H38 H 0.0308 0.0955 0.7317 0.129 Uiso 1 1 calc R . . .
C39 C 0.10473(19) 0.0132(7) 0.7750(4) 0.0840(13) Uani 1 1 d . U . .
C40 C 0.1161(3) -0.0736(8) 0.8565(4) 0.1013(18) Uani 1 1 d . U . .
H40 H 0.0911 -0.0773 0.8752 0.122 Uiso 1 1 calc R . . .
C41 C 0.41779(12) 0.3237(4) 0.6634(2) 0.0510(7) Uani 1 1 d . U . .
C42 C 0.46186(13) 0.2392(5) 0.7300(3) 0.0627(9) Uani 1 1 d . U . .
H42 H 0.4640 0.2061 0.7863 0.075 Uiso 1 1 calc R . . .
C43 C 0.50265(15) 0.2027(5) 0.7153(3) 0.0717(10) Uani 1 1 d . U . .
H43 H 0.5319 0.1447 0.7604 0.086 Uiso 1 1 calc R . . .
C44 C 0.49911(16) 0.2534(6) 0.6334(3) 0.0775(12) Uani 1 1 d . U . .
C45 C 0.45681(18) 0.3407(7) 0.5657(3) 0.0879(14) Uani 1 1 d . U . .
H45 H 0.4558 0.3770 0.5110 0.105 Uiso 1 1 calc R . . .
C46 C 0.41586(16) 0.3730(6) 0.5813(3) 0.0736(11) Uani 1 1 d . U . .
H46 H 0.3864 0.4293 0.5352 0.088 Uiso 1 1 calc R . . .
C55 C 0.4249(3) 0.2447(6) 0.9504(6) 0.115(2) Uani 1 1 d D U A 1
H55A H 0.3922 0.2122 0.8928 0.172 Uiso 1 1 calc GR . A 1
H55B H 0.4353 0.3416 0.9388 0.172 Uiso 1 1 calc GR . A 1
H55C H 0.4193 0.2525 1.0032 0.172 Uiso 1 1 calc GR . A 1
O54 O 0.4724(2) 0.1228(9) 0.9778(4) 0.163(2) Uani 1 1 d D U A 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 C1 F1 118.4(3) .
C2 C1 C18 122.7(3) .
C18 C1 F1 118.9(4) .
C1 C2 H2 120.8 .
C1 C2 C3 118.3(3) .
C3 C2 H2 120.8 .
C2 C3 H3 119.3 .
C4 C3 C2 121.4(4) .
C4 C3 H3 119.3 .
C3 C4 C5 121.7(3) .
C3 C4 C17 118.0(3) .
C17 C4 C5 120.3(3) .
C6 C5 C4 120.0(3) .
C6 C5 C26 119.8(3) .
C26 C5 C4 120.2(3) .
C5 C6 C7 120.5(3) .
C5 C6 C41 120.9(3) .
C7 C6 C41 118.6(3) .
C6 C7 C8 120.1(3) .
C35 C7 C6 120.5(3) .
C35 C7 C8 119.4(3) .
C7 C8 C19 118.3(3) .
C9 C8 C7 116.8(3) .
C9 C8 C19 124.9(3) .
C8 C9 C10 123.6(3) .
C33 C9 C8 121.1(3) .
C33 C9 C10 114.9(3) .
O1 C10 C9 121.2(3) .
O1 C10 N4 124.0(3) .
N4 C10 C9 114.6(3) .
C10 N4 H4 115.9 .
C10 N4 C12 128.3(3) .
C12 N4 H4 115.9 .
N4 C12 C13 114.8(3) .
C36 C12 N4 125.1(4) .
C36 C12 C13 120.1(4) .
N3 C13 C12 117.9(3) .
N3 C13 C39 122.5(4) .
C39 C13 C12 119.5(4) .
C15 N3 C13 117.2(4) .
N3 C15 H15 117.6 .
N3 C15 C16 124.9(6) .
C16 C15 H15 117.6 .
C15 C16 H16 121.0 .
C40 C16 C15 118.0(5) .
C40 C16 H16 121.0 .
C4 C17 H17 119.5 .
C18 C17 C4 121.1(3) .
C18 C17 H17 119.5 .
C1 C18 C17 118.5(4) .
C1 C18 H18 120.8 .
C17 C18 H18 120.8 .
C8 C19 C20 121.3(3) .
C26 C19 C8 120.0(3) .
C26 C19 C20 118.6(3) .
C21 C20 C19 120.0(3) .
C25 C20 C19 121.5(3) .
C25 C20 C21 118.5(3) .
C20 C21 H21 119.7 .
C22 C21 C20 120.6(5) .
C22 C21 H21 119.7 .
C21 C22 H22 120.9 .
C23 C22 C21 118.2(5) .
C23 C22 H22 120.9 .
F4 C23 C22 118.1(6) .
C24 C23 F4 119.2(6) .
C24 C23 C22 122.6(4) .
C23 C24 H24 120.7 .
C23 C24 C25 118.7(5) .
C25 C24 H24 120.7 .
C20 C25 H25 119.3 .
C24 C25 C20 121.3(5) .
C24 C25 H25 119.3 .
C5 C26 C27 118.5(3) .
C19 C26 C5 121.2(3) .
C19 C26 C27 120.3(3) .
C28 C27 C26 121.5(3) .
C32 C27 C26 120.8(3) .
C32 C27 C28 117.7(3) .
C27 C28 H28 119.2 .
C27 C28 C29 121.6(4) .
C29 C28 H28 119.2 .
C28 C29 H29 121.0 .
C30 C29 C28 118.0(4) .
C30 C29 H29 121.0 .
F2 C30 C31 118.0(5) .
C29 C30 F2 118.8(4) .
C29 C30 C31 123.1(4) .
C30 C31 H31 121.3 .
C30 C31 C32 117.5(4) .
C32 C31 H31 121.3 .
C27 C32 C31 122.0(4) .
C27 C32 H32 119.0 .
C31 C32 H32 119.0 .
C9 C33 H33 119.4 .
C9 C33 C34 121.2(3) .
C34 C33 H33 119.4 .
C33 C34 H34 120.3 .
C35 C34 C33 119.5(3) .
C35 C34 H34 120.3 .
C7 C35 H35 119.1 .
C34 C35 C7 121.8(3) .
C34 C35 H35 119.1 .
C12 C36 H36 120.2 .
C12 C36 C37 119.6(5) .
C37 C36 H36 120.2 .
C36 C37 H37 119.5 .
C38 C37 C36 121.1(5) .
C38 C37 H37 119.5 .
C37 C38 H38 119.5 .
C37 C38 C39 121.0(4) .
C39 C38 H38 119.5 .
C38 C39 C13 118.6(5) .
C38 C39 C40 124.9(4) .
C40 C39 C13 116.5(5) .
C16 C40 C39 120.8(4) .
C16 C40 H40 119.6 .
C39 C40 H40 119.6 .
C42 C41 C6 120.8(3) .
C46 C41 C6 121.2(3) .
C46 C41 C42 118.0(3) .
C41 C42 H42 119.1 .
C43 C42 C41 121.8(3) .
C43 C42 H42 119.1 .
C42 C43 H43 120.8 .
C44 C43 C42 118.3(4) .
C44 C43 H43 120.8 .
F3 C44 C43 118.7(4) .
F3 C44 C45 118.9(4) .
C43 C44 C45 122.4(3) .
C44 C45 H45 121.0 .
C44 C45 C46 118.1(4) .
C46 C45 H45 121.0 .
C41 C46 C45 121.4(4) .
C41 C46 H46 119.3 .
C45 C46 H46 119.3 .
H55A C55 H55B 109.5 .
H55A C55 H55C 109.5 .
H55B C55 H55C 109.5 .
O54 C55 H55A 109.5 .
O54 C55 H55B 109.5 .
O54 C55 H55C 109.5 .
O54 O54 C55 137.7(3) 2_657
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C1 1.371(4) .
F2 C30 1.366(5) .
F3 C44 1.348(4) .
F4 C23 1.358(5) .
O1 C10 1.212(4) .
C1 C2 1.353(6) .
C1 C18 1.367(6) .
C2 H2 0.9300 .
C2 C3 1.380(5) .
C3 H3 0.9300 .
C3 C4 1.378(5) .
C4 C5 1.496(4) .
C4 C17 1.392(5) .
C5 C6 1.378(4) .
C5 C26 1.429(4) .
C6 C7 1.421(4) .
C6 C41 1.499(4) .
C7 C8 1.435(4) .
C7 C35 1.414(5) .
C8 C9 1.435(4) .
C8 C19 1.438(4) .
C9 C10 1.510(4) .
C9 C33 1.376(5) .
C10 N4 1.357(5) .
N4 H4 0.8600 .
N4 C12 1.399(4) .
C12 C13 1.422(6) .
C12 C36 1.367(7) .
C13 N3 1.358(6) .
C13 C39 1.420(5) .
N3 C15 1.318(6) .
C15 H15 0.9300 .
C15 C16 1.392(7) .
C16 H16 0.9300 .
C16 C40 1.350(9) .
C17 H17 0.9300 .
C17 C18 1.371(6) .
C18 H18 0.9300 .
C19 C20 1.498(4) .
C19 C26 1.381(5) .
C20 C21 1.388(5) .
C20 C25 1.380(6) .
C21 H21 0.9300 .
C21 C22 1.388(6) .
C22 H22 0.9300 .
C22 C23 1.369(9) .
C23 C24 1.354(9) .
C24 H24 0.9300 .
C24 C25 1.374(6) .
C25 H25 0.9300 .
C26 C27 1.502(5) .
C27 C28 1.381(5) .
C27 C32 1.380(5) .
C28 H28 0.9300 .
C28 C29 1.386(6) .
C29 H29 0.9300 .
C29 C30 1.357(7) .
C30 C31 1.366(7) .
C31 H31 0.9300 .
C31 C32 1.384(6) .
C32 H32 0.9300 .
C33 H33 0.9300 .
C33 C34 1.394(5) .
C34 H34 0.9300 .
C34 C35 1.364(5) .
C35 H35 0.9300 .
C36 H36 0.9300 .
C36 C37 1.412(6) .
C37 H37 0.9300 .
C37 C38 1.358(9) .
C38 H38 0.9300 .
C38 C39 1.396(8) .
C39 C40 1.408(8) .
C40 H40 0.9300 .
C41 C42 1.381(5) .
C41 C46 1.377(5) .
C42 H42 0.9300 .
C42 C43 1.377(5) .
C43 H43 0.9300 .
C43 C44 1.354(6) .
C44 C45 1.375(6) .
C45 H45 0.9300 .
C45 C46 1.382(5) .
C46 H46 0.9300 .
C55 H55A 0.9600 .
C55 H55B 0.9600 .
C55 H55C 0.9600 .
C55 O54 1.623(8) .
O54 O54 1.379(10) 2_657
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
F1 C1 C2 C3 -178.5(4)
F1 C1 C18 C17 178.1(4)
F2 C30 C31 C32 -179.8(4)
F3 C44 C45 C46 179.8(5)
F4 C23 C24 C25 -179.1(5)
O1 C10 N4 C12 -14.3(6)
C1 C2 C3 C4 0.7(7)
C2 C1 C18 C17 0.7(7)
C2 C3 C4 C5 179.8(4)
C2 C3 C4 C17 0.3(6)
C3 C4 C5 C6 -95.0(4)
C3 C4 C5 C26 83.3(4)
C3 C4 C17 C18 -0.8(6)
C4 C5 C6 C7 -178.3(3)
C4 C5 C6 C41 2.3(4)
C4 C5 C26 C19 178.5(3)
C4 C5 C26 C27 -2.0(4)
C4 C17 C18 C1 0.3(7)
C5 C4 C17 C18 179.7(4)
C5 C6 C7 C8 0.4(4)
C5 C6 C7 C35 179.7(3)
C5 C6 C41 C42 91.5(4)
C5 C6 C41 C46 -91.8(4)
C5 C26 C27 C28 -108.6(4)
C5 C26 C27 C32 71.1(4)
C6 C5 C26 C19 -3.2(4)
C6 C5 C26 C27 176.4(3)
C6 C7 C8 C9 175.3(3)
C6 C7 C8 C19 -4.3(4)
C6 C7 C35 C34 -178.0(3)
C6 C41 C42 C43 176.0(4)
C6 C41 C46 C45 -177.4(4)
C7 C6 C41 C42 -88.0(4)
C7 C6 C41 C46 88.8(5)
C7 C8 C9 C10 -168.6(3)
C7 C8 C9 C33 3.8(5)
C7 C8 C19 C20 -173.3(3)
C7 C8 C19 C26 4.6(4)
C8 C7 C35 C34 1.3(5)
C8 C9 C10 O1 73.9(4)
C8 C9 C10 N4 -112.1(4)
C8 C9 C33 C34 -0.6(5)
C8 C19 C20 C21 75.0(4)
C8 C19 C20 C25 -107.2(4)
C8 C19 C26 C5 -0.9(4)
C8 C19 C26 C27 179.6(3)
C9 C8 C19 C20 7.1(5)
C9 C8 C19 C26 -175.0(3)
C9 C10 N4 C12 171.9(3)
C9 C33 C34 C35 -2.3(6)
C10 C9 C33 C34 172.3(3)
C10 N4 C12 C13 -161.0(4)
C10 N4 C12 C36 16.8(6)
N4 C12 C13 N3 -0.9(5)
N4 C12 C13 C39 178.7(4)
N4 C12 C36 C37 -178.1(5)
C12 C13 N3 C15 -179.0(4)
C12 C13 C39 C38 -0.3(7)
C12 C13 C39 C40 179.2(4)
C12 C36 C37 C38 -0.4(9)
C13 C12 C36 C37 -0.5(7)
C13 N3 C15 C16 -0.1(8)
C13 C39 C40 C16 -0.3(8)
N3 C13 C39 C38 179.3(5)
N3 C13 C39 C40 -1.2(7)
N3 C15 C16 C40 -1.4(10)
C15 C16 C40 C39 1.5(9)
C17 C4 C5 C6 84.5(4)
C17 C4 C5 C26 -97.2(4)
C18 C1 C2 C3 -1.2(7)
C19 C8 C9 C10 11.0(5)
C19 C8 C9 C33 -176.6(3)
C19 C20 C21 C22 177.5(4)
C19 C20 C25 C24 -178.4(4)
C19 C26 C27 C28 71.0(4)
C19 C26 C27 C32 -109.3(4)
C20 C19 C26 C5 177.0(3)
C20 C19 C26 C27 -2.5(4)
C20 C21 C22 C23 0.8(7)
C21 C20 C25 C24 -0.5(6)
C21 C22 C23 F4 178.2(4)
C21 C22 C23 C24 -0.2(8)
C22 C23 C24 C25 -0.7(8)
C23 C24 C25 C20 1.1(7)
C25 C20 C21 C22 -0.4(6)
C26 C5 C6 C7 3.4(4)
C26 C5 C6 C41 -176.0(3)
C26 C19 C20 C21 -102.9(4)
C26 C19 C20 C25 74.9(4)
C26 C27 C28 C29 -179.8(3)
C26 C27 C32 C31 179.8(4)
C27 C28 C29 C30 -0.1(6)
C28 C27 C32 C31 -0.5(6)
C28 C29 C30 F2 179.8(4)
C28 C29 C30 C31 -0.5(7)
C29 C30 C31 C32 0.5(7)
C30 C31 C32 C27 0.0(7)
C32 C27 C28 C29 0.5(5)
C33 C9 C10 O1 -98.9(4)
C33 C9 C10 N4 75.1(4)
C33 C34 C35 C7 2.0(6)
C35 C7 C8 C9 -4.1(4)
C35 C7 C8 C19 176.3(3)
C36 C12 C13 N3 -178.8(4)
C36 C12 C13 C39 0.8(6)
C36 C37 C38 C39 0.9(10)
C37 C38 C39 C13 -0.6(9)
C37 C38 C39 C40 -180.0(6)
C38 C39 C40 C16 179.2(6)
C39 C13 N3 C15 1.4(7)
C41 C6 C7 C8 179.8(3)
C41 C6 C7 C35 -0.8(4)
C41 C42 C43 C44 0.8(7)
C42 C41 C46 C45 -0.6(7)
C42 C43 C44 F3 178.9(4)
C42 C43 C44 C45 0.7(8)
C43 C44 C45 C46 -2.1(8)
C44 C45 C46 C41 2.0(8)
C46 C41 C42 C43 -0.8(6)
