#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/84/2228483.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_2228483
loop_
_publ_author_name
'Chen, Linfeng'
'Zhang, Li'
'Wang, Zhe'
'Wu, Yunjie'
'Liang, Guang'
_publ_section_title
;
 (2E,6E)-2,6-Bis(2-fluoro-5-methoxybenzylidene)cyclohexan-1-one
;
_journal_coeditor_code           NG5065
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3309
_journal_paper_doi               10.1107/S1600536810048610
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C22 H20 F2 O3'
_chemical_formula_moiety         'C22 H20 F2 O3'
_chemical_formula_sum            'C22 H20 F2 O3'
_chemical_formula_weight         370.38
_chemical_name_systematic
;
(2E,6E)-2,6-Bis(2-fluoro-5-methoxybenzylidene)cyclohexan-1-one
;
_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                90.195(2)
_cell_angle_beta                 100.568(2)
_cell_angle_gamma                92.934(2)
_cell_formula_units_Z            4
_cell_length_a                   9.2334(10)
_cell_length_b                   9.7601(11)
_cell_length_c                   21.433(2)
_cell_measurement_reflns_used    3025
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.13
_cell_measurement_theta_min      2.31
_cell_volume                     1896.1(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.1013
_diffrn_reflns_av_sigmaI/netI    0.0851
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10069
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_correction_T_min  0.9902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.270
_refine_ls_extinction_coef       0.0102(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         6634
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0567
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0550P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1470
_reflns_number_gt                3949
_reflns_number_total             6634
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng5065.cif
_cod_data_source_block           I
_cod_original_cell_volume        1896.1(4)
_cod_database_code               2228483
_cod_database_fobs_code          2228483
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.64586(15) -0.51316(13) 0.03944(7) 0.0840(4) Uani d . 1 . .
O O1 0.59989(17) -0.11281(16) -0.08404(7) 0.0687(4) Uani d . 1 . .
O O4 0.94423(17) 0.60048(16) -0.09902(8) 0.0769(5) Uani d . 1 . .
F F2 0.94845(17) 0.08313(16) -0.19582(7) 0.0938(5) Uani d . 1 . .
C C5 0.7533(2) 0.0813(2) -0.04416(10) 0.0525(5) Uani d . 1 . .
C C6 0.6674(2) -0.0492(2) -0.03706(10) 0.0521(5) Uani d . 1 . .
C C7 0.9400(2) 0.4676(2) -0.12065(11) 0.0602(6) Uani d . 1 . .
C C8 0.5428(2) -0.2508(2) 0.13952(10) 0.0577(6) Uani d . 1 . .
H H8 0.5357 -0.1562 0.1412 0.069 Uiso calc R 1 . .
C C9 0.6657(2) -0.1030(2) 0.02818(10) 0.0513(5) Uani d . 1 . .
C C10 0.8601(2) 0.3605(2) -0.09952(10) 0.0585(6) Uani d . 1 . .
H H10 0.8033 0.3770 -0.0689 0.070 Uiso calc R 1 . .
O O3 0.4590(2) -0.25806(18) 0.23530(8) 0.0859(5) Uani d . 1 . .
C C12 0.9460(3) 0.2116(2) -0.17015(11) 0.0666(6) Uani d . 1 . .
C C13 0.6103(2) -0.2322(2) 0.03145(10) 0.0561(5) Uani d . 1 . .
H H13 0.5820 -0.2785 -0.0072 0.067 Uiso calc R 1 . .
C C14 0.5881(2) -0.3100(2) 0.08760(10) 0.0541(5) Uani d . 1 . .
C C15 0.7815(2) 0.1087(2) -0.10238(11) 0.0593(6) Uani d . 1 . .
H H15 0.7441 0.0433 -0.1336 0.071 Uiso calc R 1 . .
C C16 0.6001(2) -0.4513(2) 0.08892(11) 0.0631(6) Uani d . 1 . .
C C17 0.8626(2) 0.2266(2) -0.12325(10) 0.0576(6) Uani d . 1 . .
C C18 0.7318(2) -0.0142(2) 0.08455(10) 0.0603(6) Uani d . 1 . .
H H18A 0.7671 -0.0722 0.1202 0.072 Uiso calc R 1 . .
H H18B 0.6561 0.0409 0.0961 0.072 Uiso calc R 1 . .
C C19 0.5085(2) -0.3297(2) 0.18834(11) 0.0633(6) Uani d . 1 . .
C C20 0.5209(3) -0.4707(3) 0.18760(12) 0.0742(7) Uani d . 1 . .
H H20 0.4980 -0.5238 0.2208 0.089 Uiso calc R 1 . .
C C21 0.8076(3) 0.1678(2) 0.01397(10) 0.0664(6) Uani d . 1 . .
H H21A 0.7292 0.2237 0.0222 0.080 Uiso calc R 1 . .
H H21B 0.8891 0.2288 0.0068 0.080 Uiso calc R 1 . .
C C22 0.5255(3) 0.7126(3) 0.62792(12) 0.0742(7) Uani d . 1 . .
H H22 0.5377 0.6186 0.6268 0.089 Uiso calc R 1 . .
C C23 0.3185(3) 0.5673(3) 0.51074(11) 0.0715(7) Uani d . 1 . .
C C24 0.5675(3) -0.5308(3) 0.13702(13) 0.0727(7) Uani d . 1 . .
H H24 0.5766 -0.6252 0.1358 0.087 Uiso calc R 1 . .
C C25 1.0243(3) 0.4454(3) -0.16668(12) 0.0723(7) Uani d . 1 . .
H H25 1.0792 0.5179 -0.1805 0.087 Uiso calc R 1 . .
O O5 0.6789(2) 0.7139(2) 0.72684(9) 0.1000(6) Uani d . 1 . .
C C27 1.0266(3) 0.3162(3) -0.19182(12) 0.0780(7) Uani d . 1 . .
H H27 1.0820 0.3002 -0.2230 0.094 Uiso calc R 1 . .
O O2 0.2913(2) 0.5903(2) 0.39992(8) 0.1026(6) Uani d . 1 . .
C C29 0.8584(2) 0.0796(2) 0.07149(11) 0.0682(6) Uani d . 1 . .
H H29A 0.9384 0.0251 0.0638 0.082 Uiso calc R 1 . .
H H29B 0.8948 0.1382 0.1083 0.082 Uiso calc R 1 . .
C C30 0.5948(3) 0.7889(3) 0.68033(13) 0.0799(7) Uani d . 1 . .
C C31 0.2607(3) 0.5211(3) 0.44426(12) 0.0769(7) Uani d . 1 . .
F F4 -0.1739(2) 0.4179(2) 0.28990(8) 0.1210(6) Uani d . 1 . .
C C33 0.1666(3) 0.3919(3) 0.43095(12) 0.0733(7) Uani d . 1 . .
C C34 0.3691(3) 0.6978(3) 0.51894(12) 0.0803(7) Uani d . 1 . .
H H34 0.3588 0.7492 0.4821 0.096 Uiso calc R 1 . .
C C35 -0.0142(3) 0.2610(3) 0.34497(12) 0.0787(8) Uani d . 1 . .
C C36 0.0179(3) 0.1235(3) 0.35708(12) 0.0826(8) Uani d . 1 . .
H H36 0.1025 0.1030 0.3856 0.099 Uiso calc R 1 . .
C C37 0.8455(3) 0.6307(3) -0.05740(13) 0.0797(7) Uani d . 1 . .
H H37A 0.7462 0.6047 -0.0775 0.120 Uiso calc R 1 . .
H H37B 0.8534 0.7272 -0.0478 0.120 Uiso calc R 1 . .
H H37C 0.8706 0.5804 -0.0188 0.120 Uiso calc R 1 . .
C C38 0.4382(3) 0.7727(3) 0.57692(13) 0.0776(7) Uani d . 1 . .
C C39 0.3083(3) 0.4666(3) 0.56284(12) 0.0808(7) Uani d . 1 . .
H H39A 0.3055 0.5166 0.6018 0.097 Uiso calc R 1 . .
H H39B 0.3959 0.4139 0.5699 0.097 Uiso calc R 1 . .
C C40 -0.1396(4) 0.2852(4) 0.30224(14) 0.0935(9) Uani d . 1 . .
C C41 0.0852(3) 0.3759(3) 0.37287(13) 0.0840(8) Uani d . 1 . .
H H41 0.0928 0.4493 0.3459 0.101 Uiso calc R 1 . .
O O6 -0.0522(3) -0.1187(2) 0.33634(11) 0.1141(7) Uani d . 1 . .
F F3 0.3415(3) 0.97700(19) 0.53269(11) 0.1524(9) Uani d . 1 . .
C C44 0.1740(3) 0.3700(3) 0.54768(12) 0.0921(9) Uani d . 1 . .
H H44A 0.0863 0.4217 0.5457 0.111 Uiso calc R 1 . .
H H44B 0.1757 0.3042 0.5816 0.111 Uiso calc R 1 . .
C C45 0.1653(3) 0.2928(3) 0.48495(12) 0.0846(8) Uani d . 1 . .
H H45A 0.2485 0.2349 0.4879 0.102 Uiso calc R 1 . .
H H45B 0.0756 0.2343 0.4766 0.102 Uiso calc R 1 . .
C C46 0.5792(4) 0.9275(3) 0.68372(16) 0.0975(9) Uani d . 1 . .
H H46 0.6264 0.9786 0.7190 0.117 Uiso calc R 1 . .
C C47 -0.0755(3) 0.0179(4) 0.32694(15) 0.0913(9) Uani d . 1 . .
C C48 0.3954(4) -0.3343(3) 0.28049(13) 0.1087(10) Uani d . 1 . .
H H48A 0.3209 -0.3989 0.2589 0.163 Uiso calc R 1 . .
H H48B 0.3517 -0.2730 0.3060 0.163 Uiso calc R 1 . .
H H48C 0.4704 -0.3826 0.3072 0.163 Uiso calc R 1 . .
C C49 0.4926(4) 0.9889(3) 0.6342(2) 0.1229(12) Uani d . 1 . .
H H49 0.4792 1.0825 0.6358 0.147 Uiso calc R 1 . .
C C50 -0.2011(4) 0.0478(4) 0.28457(16) 0.1095(11) Uani d . 1 . .
H H50 -0.2637 -0.0229 0.2643 0.131 Uiso calc R 1 . .
C C51 -0.2339(4) 0.1829(5) 0.27229(16) 0.1145(11) Uani d . 1 . .
H H51 -0.3189 0.2037 0.2441 0.137 Uiso calc R 1 . .
C C52 0.4259(4) 0.9131(3) 0.58215(17) 0.1020(9) Uani d . 1 . .
C C54 0.0799(4) -0.1549(4) 0.3739(2) 0.1360(14) Uani d . 1 . .
H H54A 0.1614 -0.1118 0.3581 0.204 Uiso calc R 1 . .
H H54B 0.0861 -0.2527 0.3726 0.204 Uiso calc R 1 . .
H H54C 0.0830 -0.1252 0.4169 0.204 Uiso calc R 1 . .
C C55 0.7647(4) 0.7839(3) 0.77809(15) 0.1175(11) Uani d . 1 . .
H H55A 0.8265 0.8535 0.7630 0.176 Uiso calc R 1 . .
H H55B 0.8252 0.7208 0.8039 0.176 Uiso calc R 1 . .
H H55C 0.7019 0.8258 0.8029 0.176 Uiso calc R 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 O4 C37 . . 116.94(17) ?
C15 C5 C6 . . 116.80(19) ?
C15 C5 C21 . . 125.17(19) ?
C6 C5 C21 . . 117.96(19) ?
O1 C6 C5 . . 120.62(19) ?
O1 C6 C9 . . 120.33(18) ?
C5 C6 C9 . . 119.04(19) ?
O4 C7 C10 . . 124.4(2) ?
O4 C7 C25 . . 115.3(2) ?
C10 C7 C25 . . 120.3(2) ?
C19 C8 C14 . . 121.1(2) ?
C19 C8 H8 . . 119.4 ?
C14 C8 H8 . . 119.4 ?
C13 C9 C6 . . 116.31(19) ?
C13 C9 C18 . . 124.71(19) ?
C6 C9 C18 . . 118.90(18) ?
C7 C10 C17 . . 121.2(2) ?
C7 C10 H10 . . 119.4 ?
C17 C10 H10 . . 119.4 ?
C19 O3 C48 . . 118.0(2) ?
C27 C12 F2 . . 118.2(2) ?
C27 C12 C17 . . 124.2(2) ?
F2 C12 C17 . . 117.6(2) ?
C9 C13 C14 . . 128.9(2) ?
C9 C13 H13 . . 115.6 ?
C14 C13 H13 . . 115.6 ?
C16 C14 C8 . . 116.4(2) ?
C16 C14 C13 . . 120.4(2) ?
C8 C14 C13 . . 122.94(19) ?
C5 C15 C17 . . 129.0(2) ?
C5 C15 H15 . . 115.5 ?
C17 C15 H15 . . 115.5 ?
C24 C16 F1 . . 118.5(2) ?
C24 C16 C14 . . 123.2(2) ?
F1 C16 C14 . . 118.3(2) ?
C12 C17 C10 . . 115.72(19) ?
C12 C17 C15 . . 120.5(2) ?
C10 C17 C15 . . 123.8(2) ?
C9 C18 C29 . . 112.16(18) ?
C9 C18 H18A . . 109.2 ?
C29 C18 H18A . . 109.2 ?
C9 C18 H18B . . 109.2 ?
C29 C18 H18B . . 109.2 ?
H18A C18 H18B . . 107.9 ?
C8 C19 O3 . . 114.9(2) ?
C8 C19 C20 . . 120.6(2) ?
O3 C19 C20 . . 124.4(2) ?
C24 C20 C19 . . 119.0(2) ?
C24 C20 H20 . . 120.5 ?
C19 C20 H20 . . 120.5 ?
C5 C21 C29 . . 111.31(19) ?
C5 C21 H21A . . 109.4 ?
C29 C21 H21A . . 109.4 ?
C5 C21 H21B . . 109.4 ?
C29 C21 H21B . . 109.4 ?
H21A C21 H21B . . 108.0 ?
C30 C22 C38 . . 121.5(3) ?
C30 C22 H22 . . 119.3 ?
C38 C22 H22 . . 119.3 ?
C34 C23 C31 . . 116.4(2) ?
C34 C23 C39 . . 125.6(2) ?
C31 C23 C39 . . 117.9(2) ?
C16 C24 C20 . . 119.6(2) ?
C16 C24 H24 . . 120.2 ?
C20 C24 H24 . . 120.2 ?
C27 C25 C7 . . 119.9(2) ?
C27 C25 H25 . . 120.1 ?
C7 C25 H25 . . 120.1 ?
C30 O5 C55 . . 118.4(2) ?
C12 C27 C25 . . 118.7(2) ?
C12 C27 H27 . . 120.7 ?
C25 C27 H27 . . 120.7 ?
C18 C29 C21 . . 110.31(18) ?
C18 C29 H29A . . 109.6 ?
C21 C29 H29A . . 109.6 ?
C18 C29 H29B . . 109.6 ?
C21 C29 H29B . . 109.6 ?
H29A C29 H29B . . 108.1 ?
C46 C30 O5 . . 124.6(3) ?
C46 C30 C22 . . 121.0(3) ?
O5 C30 C22 . . 114.4(2) ?
O2 C31 C23 . . 119.6(3) ?
O2 C31 C33 . . 119.9(2) ?
C23 C31 C33 . . 120.4(2) ?
C41 C33 C31 . . 117.1(2) ?
C41 C33 C45 . . 125.2(3) ?
C31 C33 C45 . . 117.6(2) ?
C23 C34 C38 . . 130.1(2) ?
C23 C34 H34 . . 115.0 ?
C38 C34 H34 . . 115.0 ?
C40 C35 C36 . . 117.3(3) ?
C40 C35 C41 . . 120.1(3) ?
C36 C35 C41 . . 122.6(3) ?
C47 C36 C35 . . 120.6(3) ?
C47 C36 H36 . . 119.7 ?
C35 C36 H36 . . 119.7 ?
O4 C37 H37A . . 109.5 ?
O4 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
O4 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C52 C38 C22 . . 115.7(3) ?
C52 C38 C34 . . 120.7(3) ?
C22 C38 C34 . . 123.5(2) ?
C23 C39 C44 . . 112.5(2) ?
C23 C39 H39A . . 109.1 ?
C44 C39 H39A . . 109.1 ?
C23 C39 H39B . . 109.1 ?
C44 C39 H39B . . 109.1 ?
H39A C39 H39B . . 107.8 ?
F4 C40 C51 . . 118.3(3) ?
F4 C40 C35 . . 118.5(3) ?
C51 C40 C35 . . 123.2(3) ?
C33 C41 C35 . . 130.2(3) ?
C33 C41 H41 . . 114.9 ?
C35 C41 H41 . . 114.9 ?
C47 O6 C54 . . 118.4(3) ?
C39 C44 C45 . . 112.5(2) ?
C39 C44 H44A . . 109.1 ?
C45 C44 H44A . . 109.1 ?
C39 C44 H44B . . 109.1 ?
C45 C44 H44B . . 109.1 ?
H44A C44 H44B . . 107.8 ?
C33 C45 C44 . . 110.8(2) ?
C33 C45 H45A . . 109.5 ?
C44 C45 H45A . . 109.5 ?
C33 C45 H45B . . 109.5 ?
C44 C45 H45B . . 109.5 ?
H45A C45 H45B . . 108.1 ?
C49 C46 C30 . . 118.6(3) ?
C49 C46 H46 . . 120.7 ?
C30 C46 H46 . . 120.7 ?
O6 C47 C50 . . 116.0(3) ?
O6 C47 C36 . . 124.1(3) ?
C50 C47 C36 . . 119.9(3) ?
O3 C48 H48A . . 109.5 ?
O3 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
O3 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C46 C49 C52 . . 120.1(3) ?
C46 C49 H49 . . 119.9 ?
C52 C49 H49 . . 119.9 ?
C47 C50 C51 . . 120.1(4) ?
C47 C50 H50 . . 120.0 ?
C51 C50 H50 . . 120.0 ?
C40 C51 C50 . . 119.0(3) ?
C40 C51 H51 . . 120.5 ?
C50 C51 H51 . . 120.5 ?
C49 C52 F3 . . 119.2(3) ?
C49 C52 C38 . . 123.1(3) ?
F3 C52 C38 . . 117.7(3) ?
O6 C54 H54A . . 109.5 ?
O6 C54 H54B . . 109.5 ?
H54A C54 H54B . . 109.5 ?
O6 C54 H54C . . 109.5 ?
H54A C54 H54C . . 109.5 ?
H54B C54 H54C . . 109.5 ?
O5 C55 H55A . . 109.5 ?
O5 C55 H55B . . 109.5 ?
H55A C55 H55B . . 109.5 ?
O5 C55 H55C . . 109.5 ?
H55A C55 H55C . . 109.5 ?
H55B C55 H55C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C16 . 1.362(3) ?
O1 C6 . 1.231(2) ?
O4 C7 . 1.372(3) ?
O4 C37 . 1.427(3) ?
F2 C12 . 1.371(3) ?
C5 C15 . 1.346(3) ?
C5 C6 . 1.489(3) ?
C5 C21 . 1.495(3) ?
C6 C9 . 1.498(3) ?
C7 C10 . 1.375(3) ?
C7 C25 . 1.387(3) ?
C8 C19 . 1.375(3) ?
C8 C14 . 1.392(3) ?
C8 H8 . 0.9300 ?
C9 C13 . 1.343(3) ?
C9 C18 . 1.501(3) ?
C10 C17 . 1.404(3) ?
C10 H10 . 0.9300 ?
O3 C19 . 1.381(3) ?
O3 C48 . 1.416(3) ?
C12 C27 . 1.366(3) ?
C12 C17 . 1.385(3) ?
C13 C14 . 1.465(3) ?
C13 H13 . 0.9300 ?
C14 C16 . 1.389(3) ?
C15 C17 . 1.457(3) ?
C15 H15 . 0.9300 ?
C16 C24 . 1.361(3) ?
C18 C29 . 1.515(3) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 C20 . 1.387(3) ?
C20 C24 . 1.378(3) ?
C20 H20 . 0.9300 ?
C21 C29 . 1.522(3) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C30 . 1.381(3) ?
C22 C38 . 1.385(3) ?
C22 H22 . 0.9300 ?
C23 C34 . 1.334(4) ?
C23 C31 . 1.486(4) ?
C23 C39 . 1.502(3) ?
C24 H24 . 0.9300 ?
C25 C27 . 1.372(3) ?
C25 H25 . 0.9300 ?
O5 C30 . 1.383(3) ?
O5 C55 . 1.386(3) ?
C27 H27 . 0.9300 ?
O2 C31 . 1.234(3) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 C46 . 1.371(4) ?
C31 C33 . 1.490(4) ?
F4 C40 . 1.364(4) ?
C33 C41 . 1.335(3) ?
C33 C45 . 1.512(3) ?
C34 C38 . 1.464(4) ?
C34 H34 . 0.9300 ?
C35 C40 . 1.370(4) ?
C35 C36 . 1.404(4) ?
C35 C41 . 1.465(4) ?
C36 C47 . 1.387(4) ?
C36 H36 . 0.9300 ?
C37 H37A . 0.9600 ?
C37 H37B . 0.9600 ?
C37 H37C . 0.9600 ?
C38 C52 . 1.386(4) ?
C39 C44 . 1.504(4) ?
C39 H39A . 0.9700 ?
C39 H39B . 0.9700 ?
C40 C51 . 1.368(5) ?
C41 H41 . 0.9300 ?
O6 C47 . 1.370(4) ?
O6 C54 . 1.395(4) ?
F3 C52 . 1.368(3) ?
C44 C45 . 1.526(4) ?
C44 H44A . 0.9700 ?
C44 H44B . 0.9700 ?
C45 H45A . 0.9700 ?
C45 H45B . 0.9700 ?
C46 C49 . 1.367(4) ?
C46 H46 . 0.9300 ?
C47 C50 . 1.381(4) ?
C48 H48A . 0.9600 ?
C48 H48B . 0.9600 ?
C48 H48C . 0.9600 ?
C49 C52 . 1.366(5) ?
C49 H49 . 0.9300 ?
C50 C51 . 1.383(5) ?
C50 H50 . 0.9300 ?
C51 H51 . 0.9300 ?
C54 H54A . 0.9600 ?
C54 H54B . 0.9600 ?
C54 H54C . 0.9600 ?
C55 H55A . 0.9600 ?
C55 H55B . 0.9600 ?
C55 H55C . 0.9600 ?
