#------------------------------------------------------------------------------
#$Date: 2020-05-04 05:32:29 +0300 (Mon, 04 May 2020) $
#$Revision: 251446 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/46/4134666.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_4134666
loop_
_publ_author_name
'Sun, Yanqiu'
'Lei, Yilong'
'Hu, Wenping'
'Wong, Wai-Yeung'
_publ_section_title
;
 Epitaxial Growth of Nanorod Meshes from Luminescent Organic Cocrystals
 via Crystal Transformation.
;
_journal_issue                   16
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7265
_journal_page_last               7269
_journal_paper_doi               10.1021/jacs.0c00135
_journal_volume                  142
_journal_year                    2020
_chemical_formula_sum            'C30 H12 F4 N2'
_chemical_formula_weight         476.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90.07(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.0230(14)
_cell_length_b                   33.943(7)
_cell_length_c                   17.584(4)
_cell_measurement_reflns_used    8521
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9024
_cell_measurement_theta_min      1.1580
_cell_volume                     4191.7(15)
_computing_cell_refinement       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0911
_diffrn_reflns_av_unetI/netI     0.0794
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31707
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.020
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_min         1.158
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.7540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         7385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0601
_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)+(0.1377P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.2065
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6521
_reflns_number_total             7385
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c00135_si_003.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 4134665--4134666.cif.
;
_cod_original_cell_volume        4191.6(14)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4134666
_shelx_shelxl_version_number     2018/3
_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_min   0.978
_shelx_estimated_absorpt_t_max   0.986
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
F1 F 0.9832(3) 0.43161(6) 0.23211(12) 0.0380(5) Uani 1 1 d . . . . .
F2 F 0.9156(3) 0.54788(6) 0.37464(12) 0.0410(6) Uani 1 1 d . . . . .
F3 F 1.0327(3) 0.59109(6) 0.25352(12) 0.0415(6) Uani 1 1 d . . . . .
F4 F 1.1208(3) 0.55426(6) 0.12223(12) 0.0390(5) Uani 1 1 d . . . . .
F5 F 0.5447(3) 0.81549(6) 0.52476(12) 0.0381(5) Uani 1 1 d . . . . .
F6 F 0.6339(4) 0.69283(7) 0.64162(13) 0.0436(6) Uani 1 1 d . . . . .
F7 F 0.5253(4) 0.65550(6) 0.51173(14) 0.0444(6) Uani 1 1 d . . . . .
F8 F 0.4287(4) 0.69880(7) 0.38911(12) 0.0433(6) Uani 1 1 d . . . . .
N1 N 0.8410(5) 0.44710(10) 0.4208(2) 0.0439(9) Uani 1 1 d . . . . .
N2 N 1.1316(5) 0.45728(10) 0.04716(18) 0.0413(8) Uani 1 1 d . . . . .
N3 N 0.6897(5) 0.78895(10) 0.7108(2) 0.0467(9) Uani 1 1 d . . . . .
N4 N 0.3971(5) 0.80006(10) 0.33700(19) 0.0461(9) Uani 1 1 d . . . . .
C1 C 0.8884(5) 0.46570(11) 0.3693(2) 0.0325(8) Uani 1 1 d . . . . .
C2 C 0.9481(5) 0.48851(10) 0.3058(2) 0.0302(8) Uani 1 1 d . . . . .
C3 C 0.9598(5) 0.52948(10) 0.30967(19) 0.0289(8) Uani 1 1 d . . . . .
C4 C 1.0198(5) 0.55174(10) 0.2487(2) 0.0313(8) Uani 1 1 d . . . . .
C5 C 1.0645(5) 0.53302(10) 0.18163(19) 0.0291(8) Uani 1 1 d . . . . .
C6 C 1.0531(5) 0.49185(10) 0.17428(19) 0.0293(8) Uani 1 1 d . . . . .
C7 C 0.9954(5) 0.47077(10) 0.23745(19) 0.0281(8) Uani 1 1 d . . . . .
C8 C 1.0978(6) 0.47276(11) 0.1036(2) 0.0360(9) Uani 1 1 d . . . . .
C9 C 0.6461(6) 0.77409(11) 0.6544(2) 0.0345(8) Uani 1 1 d . . . . .
C10 C 0.5899(5) 0.75532(11) 0.5855(2) 0.0318(8) Uani 1 1 d . . . . .
C11 C 0.5842(5) 0.71400(10) 0.5807(2) 0.0317(8) Uani 1 1 d . . . . .
C12 C 0.5300(6) 0.69514(11) 0.5154(2) 0.0356(9) Uani 1 1 d . . . . .
C13 C 0.4798(5) 0.71714(10) 0.4531(2) 0.0312(8) Uani 1 1 d . . . . .
C14 C 0.4850(5) 0.75839(10) 0.4547(2) 0.0306(8) Uani 1 1 d . . . . .
C15 C 0.5389(5) 0.77625(10) 0.5222(2) 0.0315(8) Uani 1 1 d . . . . .
C16 C 0.4355(5) 0.78119(11) 0.3895(2) 0.0352(9) Uani 1 1 d . . . . .
C17 C 0.5658(5) 0.53176(11) 0.1775(2) 0.0309(8) Uani 1 1 d . . . . .
C18 C 0.6197(6) 0.56239(13) 0.1289(2) 0.0431(10) Uani 1 1 d . . . . .
H18 H 0.659702 0.556375 0.078615 0.052 Uiso 1 1 calc R U . . .
C19 C 0.6159(6) 0.60139(12) 0.1526(2) 0.0479(11) Uani 1 1 d . . . . .
H19 H 0.652097 0.621546 0.118004 0.057 Uiso 1 1 calc R U . . .
C20 C 0.5612(6) 0.61144(11) 0.2248(3) 0.0453(10) Uani 1 1 d . . . . .
H20 H 0.559149 0.638308 0.239950 0.054 Uiso 1 1 calc R U . . .
C21 C 0.5076(6) 0.58159(10) 0.2767(2) 0.0348(8) Uani 1 1 d . . . . .
C22 C 0.4471(6) 0.59065(11) 0.3531(2) 0.0413(10) Uani 1 1 d . . . . .
H22 H 0.444421 0.617381 0.369050 0.050 Uiso 1 1 calc R U . . .
C23 C 0.3950(6) 0.56277(11) 0.4017(2) 0.0388(9) Uani 1 1 d . . . . .
H23 H 0.356993 0.569929 0.451631 0.047 Uiso 1 1 calc R U . . .
C24 C 0.3952(5) 0.52155(11) 0.37992(19) 0.0310(8) Uani 1 1 d . . . . .
C25 C 0.3409(5) 0.49124(11) 0.4302(2) 0.0347(9) Uani 1 1 d . . . . .
H25 H 0.300889 0.497972 0.480119 0.042 Uiso 1 1 calc R U . . .
C26 C 0.3439(6) 0.45275(12) 0.4095(2) 0.0361(9) Uani 1 1 d . . . . .
H26 H 0.306087 0.433058 0.444796 0.043 Uiso 1 1 calc R U . . .
C27 C 0.4034(5) 0.44179(10) 0.3354(2) 0.0317(8) Uani 1 1 d . . . . .
C28 C 0.4101(6) 0.40075(11) 0.3132(2) 0.0452(10) Uani 1 1 d . . . . .
H28 H 0.375238 0.380754 0.348289 0.054 Uiso 1 1 calc R U . . .
C29 C 0.4663(6) 0.39105(11) 0.2421(2) 0.0431(10) Uani 1 1 d . . . . .
H29 H 0.471977 0.364023 0.228246 0.052 Uiso 1 1 calc R U . . .
C30 C 0.5171(6) 0.41989(11) 0.1876(2) 0.0384(9) Uani 1 1 d . . . . .
C31 C 0.5742(6) 0.40939(13) 0.1132(2) 0.0472(11) Uani 1 1 d . . . . .
H31 H 0.577959 0.382454 0.098581 0.057 Uiso 1 1 calc R U . . .
C32 C 0.6242(6) 0.43830(14) 0.0620(2) 0.0478(11) Uani 1 1 d . . . . .
H32 H 0.661912 0.430984 0.012077 0.057 Uiso 1 1 calc R U . . .
C33 C 0.6208(6) 0.47763(13) 0.0816(2) 0.0388(9) Uani 1 1 d . . . . .
H33 H 0.655863 0.496715 0.044689 0.047 Uiso 1 1 calc R U . . .
C34 C 0.5675(5) 0.49025(11) 0.1539(2) 0.0318(8) Uani 1 1 d . . . . .
C35 C 0.5148(5) 0.46044(11) 0.20729(19) 0.0311(8) Uani 1 1 d . . . . .
C36 C 0.4563(5) 0.47082(10) 0.28324(18) 0.0265(7) Uani 1 1 d . . . . .
C37 C 0.4544(5) 0.51152(10) 0.30539(19) 0.0274(8) Uani 1 1 d . . . . .
C38 C 0.5094(5) 0.54141(10) 0.2525(2) 0.0299(8) Uani 1 1 d . . . . .
C39 C -0.0395(5) 0.76494(10) 0.4208(2) 0.0300(8) Uani 1 1 d . . . . .
C40 C -0.0984(6) 0.77828(12) 0.3494(2) 0.0374(9) Uani 1 1 d . . . . .
H40 H -0.131032 0.759766 0.310987 0.045 Uiso 1 1 calc R U . . .
C41 C -0.1096(6) 0.81844(13) 0.3339(2) 0.0445(10) Uani 1 1 d . . . . .
H41 H -0.148673 0.826830 0.284780 0.053 Uiso 1 1 calc R U . . .
C42 C -0.0659(6) 0.84611(12) 0.3877(2) 0.0433(10) Uani 1 1 d . . . . .
H42 H -0.075488 0.873309 0.375465 0.052 Uiso 1 1 calc R U . . .
C43 C -0.0065(6) 0.83457(11) 0.4614(2) 0.0375(9) Uani 1 1 d . . . . .
C44 C 0.0390(6) 0.86206(11) 0.5192(2) 0.0417(10) Uani 1 1 d . . . . .
H44 H 0.026930 0.889407 0.508765 0.050 Uiso 1 1 calc R U . . .
C45 C 0.0986(6) 0.85060(11) 0.5883(2) 0.0417(10) Uani 1 1 d . . . . .
H45 H 0.131958 0.869911 0.625049 0.050 Uiso 1 1 calc R U . . .
C46 C 0.1127(6) 0.80960(10) 0.6074(2) 0.0336(8) Uani 1 1 d . . . . .
C47 C 0.1724(6) 0.79681(12) 0.6802(2) 0.0376(9) Uani 1 1 d . . . . .
H47 H 0.203700 0.815804 0.717859 0.045 Uiso 1 1 calc R U . . .
C48 C 0.1856(6) 0.75823(12) 0.6971(2) 0.0367(9) Uani 1 1 d . . . . .
H48 H 0.227244 0.750535 0.746335 0.044 Uiso 1 1 calc R U . . .
C49 C 0.1382(5) 0.72855(11) 0.6424(2) 0.0319(8) Uani 1 1 d . . . . .
C50 C 0.1548(6) 0.68730(11) 0.6592(2) 0.0371(9) Uani 1 1 d . . . . .
H50 H 0.196898 0.679202 0.708097 0.045 Uiso 1 1 calc R U . . .
C51 C 0.1116(6) 0.66001(11) 0.6066(2) 0.0354(8) Uani 1 1 d . . . . .
H51 H 0.123894 0.632908 0.619192 0.042 Uiso 1 1 calc R U . . .
C52 C 0.0473(6) 0.67076(11) 0.5320(2) 0.0370(9) Uani 1 1 d . . . . .
C53 C 0.0022(6) 0.64225(11) 0.4774(2) 0.0430(10) Uani 1 1 d . . . . .
H53 H 0.012445 0.615046 0.489381 0.052 Uiso 1 1 calc R U . . .
C54 C -0.0578(7) 0.65395(12) 0.4055(2) 0.0459(10) Uani 1 1 d . . . . .
H54 H -0.089608 0.634589 0.368558 0.055 Uiso 1 1 calc R U . . .
C55 C -0.0717(6) 0.69329(12) 0.3871(2) 0.0384(9) Uani 1 1 d . . . . .
H55 H -0.112719 0.700508 0.337518 0.046 Uiso 1 1 calc R U . . .
C56 C -0.0270(5) 0.72284(11) 0.4393(2) 0.0299(8) Uani 1 1 d . . . . .
C57 C 0.0334(5) 0.71122(10) 0.51373(19) 0.0263(7) Uani 1 1 d . . . . .
C58 C 0.0798(5) 0.73985(10) 0.5704(2) 0.0282(8) Uani 1 1 d . . . . .
C59 C 0.0669(5) 0.78160(10) 0.55132(19) 0.0273(8) Uani 1 1 d . . . . .
C60 C 0.0063(5) 0.79349(10) 0.4775(2) 0.0288(8) Uani 1 1 d . . . . .
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'
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
N1 C1 C2 179.6(5) . . ?
C7 C2 C3 117.5(3) . . ?
C7 C2 C1 121.0(3) . . ?
C3 C2 C1 121.5(3) . . ?
F2 C3 C4 118.6(3) . . ?
F2 C3 C2 119.5(3) . . ?
C4 C3 C2 121.8(3) . . ?
F3 C4 C5 119.9(3) . . ?
F3 C4 C3 121.2(3) . . ?
C5 C4 C3 118.9(3) . . ?
F4 C5 C4 119.4(3) . . ?
F4 C5 C6 118.9(3) . . ?
C4 C5 C6 121.7(3) . . ?
C7 C6 C5 117.2(3) . . ?
C7 C6 C8 121.8(3) . . ?
C5 C6 C8 121.0(3) . . ?
F1 C7 C6 118.5(3) . . ?
F1 C7 C2 118.6(3) . . ?
C6 C7 C2 122.9(3) . . ?
N2 C8 C6 179.2(5) . . ?
N3 C9 C10 179.0(5) . . ?
C15 C10 C11 117.6(3) . . ?
C15 C10 C9 122.1(3) . . ?
C11 C10 C9 120.3(3) . . ?
F6 C11 C12 119.6(3) . . ?
F6 C11 C10 118.8(3) . . ?
C12 C11 C10 121.6(3) . . ?
F7 C12 C11 121.0(3) . . ?
F7 C12 C13 119.9(3) . . ?
C11 C12 C13 119.1(3) . . ?
F8 C13 C12 119.2(3) . . ?
F8 C13 C14 119.4(3) . . ?
C12 C13 C14 121.4(3) . . ?
C15 C14 C13 117.5(3) . . ?
C15 C14 C16 121.2(3) . . ?
C13 C14 C16 121.3(3) . . ?
F5 C15 C10 118.9(3) . . ?
F5 C15 C14 118.3(3) . . ?
C10 C15 C14 122.8(3) . . ?
N4 C16 C14 179.1(4) . . ?
C18 C17 C38 118.3(4) . . ?
C18 C17 C34 122.5(4) . . ?
C38 C17 C34 119.2(3) . . ?
C19 C18 C17 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C20 C19 C18 121.4(4) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C21 119.6(4) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C38 119.2(4) . . ?
C20 C21 C22 121.8(3) . . ?
C38 C21 C22 119.0(3) . . ?
C23 C22 C21 122.0(4) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 121.2(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C37 119.0(3) . . ?
C25 C24 C23 122.6(3) . . ?
C37 C24 C23 118.4(3) . . ?
C26 C25 C24 122.1(4) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C25 C26 C27 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C36 C27 C26 119.8(3) . . ?
C36 C27 C28 119.5(3) . . ?
C26 C27 C28 120.7(3) . . ?
C29 C28 C27 119.6(4) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 122.1(4) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 H29 119.0 . . ?
C31 C30 C29 121.6(4) . . ?
C31 C30 C35 118.2(4) . . ?
C29 C30 C35 120.2(4) . . ?
C32 C31 C30 119.9(4) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C33 121.4(4) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C32 C33 C34 122.1(4) . . ?
C32 C33 H33 119.0 . . ?
C34 C33 H33 119.0 . . ?
C33 C34 C35 116.8(4) . . ?
C33 C34 C17 123.7(4) . . ?
C35 C34 C17 119.4(3) . . ?
C30 C35 C34 121.6(3) . . ?
C30 C35 C36 117.8(3) . . ?
C34 C35 C36 120.6(3) . . ?
C27 C36 C37 119.9(3) . . ?
C27 C36 C35 120.8(3) . . ?
C37 C36 C35 119.3(3) . . ?
C24 C37 C38 120.7(3) . . ?
C24 C37 C36 119.0(3) . . ?
C38 C37 C36 120.2(3) . . ?
C17 C38 C21 120.1(3) . . ?
C17 C38 C37 121.2(3) . . ?
C21 C38 C37 118.7(3) . . ?
C40 C39 C60 118.3(3) . . ?
C40 C39 C56 122.1(3) . . ?
C60 C39 C56 119.5(3) . . ?
C41 C40 C39 120.6(4) . . ?
C41 C40 H40 119.7 . . ?
C39 C40 H40 119.7 . . ?
C42 C41 C40 121.7(4) . . ?
C42 C41 H41 119.2 . . ?
C40 C41 H41 119.2 . . ?
C41 C42 C43 120.5(4) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 H42 119.7 . . ?
C44 C43 C42 122.7(4) . . ?
C44 C43 C60 119.2(4) . . ?
C42 C43 C60 118.1(4) . . ?
C45 C44 C43 121.9(4) . . ?
C45 C44 H44 119.1 . . ?
C43 C44 H44 119.1 . . ?
C44 C45 C46 121.0(4) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
C59 C46 C47 119.6(3) . . ?
C59 C46 C45 118.4(3) . . ?
C47 C46 C45 122.0(4) . . ?
C48 C47 C46 121.2(4) . . ?
C48 C47 H47 119.4 . . ?
C46 C47 H47 119.4 . . ?
C47 C48 C49 121.4(4) . . ?
C47 C48 H48 119.3 . . ?
C49 C48 H48 119.3 . . ?
C58 C49 C48 119.2(3) . . ?
C58 C49 C50 118.8(3) . . ?
C48 C49 C50 122.0(3) . . ?
C51 C50 C49 120.9(3) . . ?
C51 C50 H50 119.6 . . ?
C49 C50 H50 119.6 . . ?
C50 C51 C52 121.6(3) . . ?
C50 C51 H51 119.2 . . ?
C52 C51 H51 119.2 . . ?
C53 C52 C57 120.0(4) . . ?
C53 C52 C51 121.5(4) . . ?
C57 C52 C51 118.5(3) . . ?
C54 C53 C52 119.7(4) . . ?
C54 C53 H53 120.2 . . ?
C52 C53 H53 120.2 . . ?
C55 C54 C53 120.8(4) . . ?
C55 C54 H54 119.6 . . ?
C53 C54 H54 119.6 . . ?
C54 C55 C56 121.8(4) . . ?
C54 C55 H55 119.1 . . ?
C56 C55 H55 119.1 . . ?
C55 C56 C57 118.0(3) . . ?
C55 C56 C39 122.7(3) . . ?
C57 C56 C39 119.3(3) . . ?
C52 C57 C58 119.1(3) . . ?
C52 C57 C56 119.7(3) . . ?
C58 C57 C56 121.1(3) . . ?
C49 C58 C57 121.1(3) . . ?
C49 C58 C59 119.8(3) . . ?
C57 C58 C59 119.1(3) . . ?
C46 C59 C60 121.0(3) . . ?
C46 C59 C58 118.7(3) . . ?
C60 C59 C58 120.2(3) . . ?
C59 C60 C43 118.5(3) . . ?
C59 C60 C39 120.8(3) . . ?
C43 C60 C39 120.8(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
F1 C7 1.335(4) . ?
F2 C3 1.339(4) . ?
F3 C4 1.341(4) . ?
F4 C5 1.330(4) . ?
F5 C15 1.333(4) . ?
F6 C11 1.336(4) . ?
F7 C12 1.347(4) . ?
F8 C13 1.334(4) . ?
N1 C1 1.153(5) . ?
N2 C8 1.148(5) . ?
N3 C9 1.153(5) . ?
N4 C16 1.155(5) . ?
C1 C2 1.422(5) . ?
C2 C7 1.385(5) . ?
C2 C3 1.394(5) . ?
C3 C4 1.378(5) . ?
C4 C5 1.377(5) . ?
C5 C6 1.406(5) . ?
C6 C7 1.383(5) . ?
C6 C8 1.437(5) . ?
C9 C10 1.425(5) . ?
C10 C15 1.367(5) . ?
C10 C11 1.406(5) . ?
C11 C12 1.368(5) . ?
C12 C13 1.372(5) . ?
C13 C14 1.401(5) . ?
C14 C15 1.386(5) . ?
C14 C16 1.426(5) . ?
C17 C18 1.399(5) . ?
C17 C38 1.415(5) . ?
C17 C34 1.469(5) . ?
C18 C19 1.388(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.371(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.415(5) . ?
C20 H20 0.9500 . ?
C21 C38 1.429(5) . ?
C21 C22 1.442(5) . ?
C22 C23 1.327(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.450(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.409(5) . ?
C24 C37 1.417(5) . ?
C25 C26 1.356(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.418(5) . ?
C26 H26 0.9500 . ?
C27 C36 1.397(5) . ?
C27 C28 1.448(5) . ?
C28 C29 1.352(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.415(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.415(6) . ?
C30 C35 1.419(5) . ?
C31 C32 1.378(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.379(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.393(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.429(5) . ?
C35 C36 1.442(5) . ?
C36 C37 1.435(5) . ?
C37 C38 1.430(5) . ?
C39 C40 1.397(5) . ?
C39 C60 1.427(5) . ?
C39 C56 1.468(5) . ?
C40 C41 1.392(6) . ?
C40 H40 0.9500 . ?
C41 C42 1.367(6) . ?
C41 H41 0.9500 . ?
C42 C43 1.417(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.416(6) . ?
C43 C60 1.426(5) . ?
C44 C45 1.342(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.435(5) . ?
C45 H45 0.9500 . ?
C46 C59 1.407(5) . ?
C46 C47 1.414(5) . ?
C47 C48 1.346(5) . ?
C47 H47 0.9500 . ?
C48 C49 1.431(5) . ?
C48 H48 0.9500 . ?
C49 C58 1.385(5) . ?
C49 C50 1.435(5) . ?
C50 C51 1.343(5) . ?
C50 H50 0.9500 . ?
C51 C52 1.434(5) . ?
C51 H51 0.9500 . ?
C52 C53 1.400(5) . ?
C52 C57 1.414(5) . ?
C53 C54 1.391(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.377(6) . ?
C54 H54 0.9500 . ?
C55 C56 1.395(5) . ?
C55 H55 0.9500 . ?
C56 C57 1.431(5) . ?
C57 C58 1.429(5) . ?
C58 C59 1.459(5) . ?
C59 C60 1.424(5) . ?
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
C7 C2 C3 F2 -179.9(3) . . . . ?
C1 C2 C3 F2 0.6(6) . . . . ?
C7 C2 C3 C4 -1.4(6) . . . . ?
C1 C2 C3 C4 179.1(4) . . . . ?
F2 C3 C4 F3 -0.6(6) . . . . ?
C2 C3 C4 F3 -179.1(3) . . . . ?
F2 C3 C4 C5 -179.6(3) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
F3 C4 C5 F4 0.3(6) . . . . ?
C3 C4 C5 F4 179.4(3) . . . . ?
F3 C4 C5 C6 179.9(3) . . . . ?
C3 C4 C5 C6 -1.0(6) . . . . ?
F4 C5 C6 C7 179.5(3) . . . . ?
C4 C5 C6 C7 -0.1(6) . . . . ?
F4 C5 C6 C8 -1.2(5) . . . . ?
C4 C5 C6 C8 179.2(4) . . . . ?
C5 C6 C7 F1 180.0(3) . . . . ?
C8 C6 C7 F1 0.7(5) . . . . ?
C5 C6 C7 C2 0.5(6) . . . . ?
C8 C6 C7 C2 -178.8(4) . . . . ?
C3 C2 C7 F1 -179.2(3) . . . . ?
C1 C2 C7 F1 0.2(5) . . . . ?
C3 C2 C7 C6 0.2(6) . . . . ?
C1 C2 C7 C6 179.7(3) . . . . ?
C15 C10 C11 F6 179.8(3) . . . . ?
C9 C10 C11 F6 -0.6(5) . . . . ?
C15 C10 C11 C12 0.1(6) . . . . ?
C9 C10 C11 C12 179.7(4) . . . . ?
F6 C11 C12 F7 0.3(6) . . . . ?
C10 C11 C12 F7 180.0(4) . . . . ?
F6 C11 C12 C13 -179.8(3) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
F7 C12 C13 F8 -0.7(6) . . . . ?
C11 C12 C13 F8 179.4(3) . . . . ?
F7 C12 C13 C14 -179.3(3) . . . . ?
C11 C12 C13 C14 0.8(6) . . . . ?
F8 C13 C14 C15 -180.0(3) . . . . ?
C12 C13 C14 C15 -1.4(6) . . . . ?
F8 C13 C14 C16 0.5(6) . . . . ?
C12 C13 C14 C16 179.1(4) . . . . ?
C11 C10 C15 F5 -179.3(3) . . . . ?
C9 C10 C15 F5 1.1(6) . . . . ?
C11 C10 C15 C14 -0.8(6) . . . . ?
C9 C10 C15 C14 179.6(4) . . . . ?
C13 C14 C15 F5 180.0(3) . . . . ?
C16 C14 C15 F5 -0.5(6) . . . . ?
C13 C14 C15 C10 1.4(6) . . . . ?
C16 C14 C15 C10 -179.0(3) . . . . ?
C38 C17 C18 C19 -0.9(6) . . . . ?
C34 C17 C18 C19 179.7(4) . . . . ?
C17 C18 C19 C20 0.7(7) . . . . ?
C18 C19 C20 C21 0.2(7) . . . . ?
C19 C20 C21 C38 -0.8(6) . . . . ?
C19 C20 C21 C22 -179.4(4) . . . . ?
C20 C21 C22 C23 179.3(4) . . . . ?
C38 C21 C22 C23 0.7(7) . . . . ?
C21 C22 C23 C24 -0.5(7) . . . . ?
C22 C23 C24 C25 179.9(4) . . . . ?
C22 C23 C24 C37 0.6(6) . . . . ?
C37 C24 C25 C26 0.2(6) . . . . ?
C23 C24 C25 C26 -179.1(4) . . . . ?
C24 C25 C26 C27 0.2(6) . . . . ?
C25 C26 C27 C36 -1.0(6) . . . . ?
C25 C26 C27 C28 179.0(4) . . . . ?
C36 C27 C28 C29 -0.4(6) . . . . ?
C26 C27 C28 C29 179.6(4) . . . . ?
C27 C28 C29 C30 -0.9(7) . . . . ?
C28 C29 C30 C31 -179.5(4) . . . . ?
C28 C29 C30 C35 1.6(6) . . . . ?
C29 C30 C31 C32 -179.4(4) . . . . ?
C35 C30 C31 C32 -0.5(6) . . . . ?
C30 C31 C32 C33 0.2(7) . . . . ?
C31 C32 C33 C34 0.2(7) . . . . ?
C32 C33 C34 C35 -0.4(6) . . . . ?
C32 C33 C34 C17 178.7(4) . . . . ?
C18 C17 C34 C33 -0.5(6) . . . . ?
C38 C17 C34 C33 -179.9(3) . . . . ?
C18 C17 C34 C35 178.5(4) . . . . ?
C38 C17 C34 C35 -0.9(5) . . . . ?
C31 C30 C35 C34 0.3(6) . . . . ?
C29 C30 C35 C34 179.2(4) . . . . ?
C31 C30 C35 C36 180.0(3) . . . . ?
C29 C30 C35 C36 -1.1(5) . . . . ?
C33 C34 C35 C30 0.1(5) . . . . ?
C17 C34 C35 C30 -178.9(3) . . . . ?
C33 C34 C35 C36 -179.5(3) . . . . ?
C17 C34 C35 C36 1.4(5) . . . . ?
C26 C27 C36 C37 1.5(5) . . . . ?
C28 C27 C36 C37 -178.5(3) . . . . ?
C26 C27 C36 C35 -179.2(3) . . . . ?
C28 C27 C36 C35 0.8(6) . . . . ?
C30 C35 C36 C27 -0.1(5) . . . . ?
C34 C35 C36 C27 179.6(3) . . . . ?
C30 C35 C36 C37 179.3(3) . . . . ?
C34 C35 C36 C37 -1.1(5) . . . . ?
C25 C24 C37 C38 179.6(3) . . . . ?
C23 C24 C37 C38 -1.1(5) . . . . ?
C25 C24 C37 C36 0.3(5) . . . . ?
C23 C24 C37 C36 179.6(3) . . . . ?
C27 C36 C37 C24 -1.1(5) . . . . ?
C35 C36 C37 C24 179.5(3) . . . . ?
C27 C36 C37 C38 179.6(3) . . . . ?
C35 C36 C37 C38 0.2(5) . . . . ?
C18 C17 C38 C21 0.3(5) . . . . ?
C34 C17 C38 C21 179.7(3) . . . . ?
C18 C17 C38 C37 -179.4(3) . . . . ?
C34 C17 C38 C37 0.1(5) . . . . ?
C20 C21 C38 C17 0.5(6) . . . . ?
C22 C21 C38 C17 179.2(3) . . . . ?
C20 C21 C38 C37 -179.8(4) . . . . ?
C22 C21 C38 C37 -1.1(5) . . . . ?
C24 C37 C38 C17 -179.0(3) . . . . ?
C36 C37 C38 C17 0.3(5) . . . . ?
C24 C37 C38 C21 1.3(5) . . . . ?
C36 C37 C38 C21 -179.4(3) . . . . ?
C60 C39 C40 C41 0.8(6) . . . . ?
C56 C39 C40 C41 179.6(4) . . . . ?
C39 C40 C41 C42 -0.7(6) . . . . ?
C40 C41 C42 C43 0.3(7) . . . . ?
C41 C42 C43 C44 -179.5(4) . . . . ?
C41 C42 C43 C60 0.1(6) . . . . ?
C42 C43 C44 C45 -178.7(4) . . . . ?
C60 C43 C44 C45 1.7(6) . . . . ?
C43 C44 C45 C46 -2.2(7) . . . . ?
C44 C45 C46 C59 1.6(6) . . . . ?
C44 C45 C46 C47 -179.0(4) . . . . ?
C59 C46 C47 C48 -0.3(6) . . . . ?
C45 C46 C47 C48 -179.7(4) . . . . ?
C46 C47 C48 C49 -0.6(6) . . . . ?
C47 C48 C49 C58 0.8(6) . . . . ?
C47 C48 C49 C50 178.9(4) . . . . ?
C58 C49 C50 C51 -1.1(6) . . . . ?
C48 C49 C50 C51 -179.2(4) . . . . ?
C49 C50 C51 C52 0.0(7) . . . . ?
C50 C51 C52 C53 -179.9(4) . . . . ?
C50 C51 C52 C57 1.2(6) . . . . ?
C57 C52 C53 C54 -0.5(6) . . . . ?
C51 C52 C53 C54 -179.4(4) . . . . ?
C52 C53 C54 C55 0.6(7) . . . . ?
C53 C54 C55 C56 -0.1(7) . . . . ?
C54 C55 C56 C57 -0.3(6) . . . . ?
C54 C55 C56 C39 179.5(4) . . . . ?
C40 C39 C56 C55 0.4(6) . . . . ?
C60 C39 C56 C55 179.3(4) . . . . ?
C40 C39 C56 C57 -179.7(4) . . . . ?
C60 C39 C56 C57 -0.9(5) . . . . ?
C53 C52 C57 C58 179.9(4) . . . . ?
C51 C52 C57 C58 -1.3(6) . . . . ?
C53 C52 C57 C56 0.1(6) . . . . ?
C51 C52 C57 C56 178.9(4) . . . . ?
C55 C56 C57 C52 0.4(5) . . . . ?
C39 C56 C57 C52 -179.5(3) . . . . ?
C55 C56 C57 C58 -179.4(3) . . . . ?
C39 C56 C57 C58 0.7(5) . . . . ?
C48 C49 C58 C57 179.2(3) . . . . ?
C50 C49 C58 C57 1.1(6) . . . . ?
C48 C49 C58 C59 -0.2(5) . . . . ?
C50 C49 C58 C59 -178.3(3) . . . . ?
C52 C57 C58 C49 0.1(5) . . . . ?
C56 C57 C58 C49 179.9(3) . . . . ?
C52 C57 C58 C59 179.5(3) . . . . ?
C56 C57 C58 C59 -0.7(5) . . . . ?
C47 C46 C59 C60 180.0(3) . . . . ?
C45 C46 C59 C60 -0.6(6) . . . . ?
C47 C46 C59 C58 0.9(6) . . . . ?
C45 C46 C59 C58 -179.7(3) . . . . ?
C49 C58 C59 C46 -0.7(5) . . . . ?
C57 C58 C59 C46 179.9(3) . . . . ?
C49 C58 C59 C60 -179.8(3) . . . . ?
C57 C58 C59 C60 0.8(5) . . . . ?
C46 C59 C60 C43 0.2(5) . . . . ?
C58 C59 C60 C43 179.3(3) . . . . ?
C46 C59 C60 C39 179.9(3) . . . . ?
C58 C59 C60 C39 -1.1(5) . . . . ?
C44 C43 C60 C59 -0.7(6) . . . . ?
C42 C43 C60 C59 179.7(3) . . . . ?
C44 C43 C60 C39 179.6(4) . . . . ?
C42 C43 C60 C39 0.0(6) . . . . ?
C40 C39 C60 C59 179.9(3) . . . . ?
C56 C39 C60 C59 1.1(5) . . . . ?
C40 C39 C60 C43 -0.4(6) . . . . ?
C56 C39 C60 C43 -179.3(3) . . . . ?
