#------------------------------------------------------------------------------
#$Date: 2019-11-22 19:32:17 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231341 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/64/4516489.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_4516489
loop_
_publ_author_name
'Yoshida, Yukihiro'
'Kumagai, Yoshihide'
'Mizuno, Motohiro'
'Isomura, Kazuhide'
'Nakamura, Yuto'
'Kishida, Hideo'
'Saito, Gunzi'
_publ_section_title
;
 Improved Dynamic Properties of Charge-Transfer-Type Supramolecular Rotor
 Composed of Coronene and F4TCNQ
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5513
_journal_paper_doi               10.1021/acs.cgd.5b01138
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         '(C24 H12), (C12 F4 N4)'
_chemical_formula_sum            'C60 H24 F4 N4'
_chemical_formula_weight         876.87
_chemical_name_common            (coronene)2F4TCNQ
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.088(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.5579(10)
_cell_length_b                   9.5156(9)
_cell_length_c                   19.3079(19)
_cell_measurement_reflns_used    4662
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.07
_cell_measurement_theta_min      2.25
_cell_volume                     1936.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8940
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.9930
_exptl_absorpt_correction_T_min  0.9636
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0364P)²+1.1112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0958
_reflns_number_gt                2815
_reflns_number_total             3402
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01138_si_002.cif
_cod_data_source_block           (coronene)2F4TCNQ-100K
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               4516489
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.18190(17) -0.0820(2) -0.16922(9) 0.0316(5) Uani 1 1 d .
H1 H 0.1720 -0.1377 -0.2087 0.038 Uiso 1 1 calc R
C2 C 0.15506(15) -0.14040(19) -0.10387(9) 0.0253(4) Uani 1 1 d .
C3 C 0.11766(16) -0.2822(2) -0.09518(11) 0.0328(5) Uani 1 1 d .
H3 H 0.1091 -0.3409 -0.1337 0.039 Uiso 1 1 calc R
C4 C 0.09420(16) -0.33358(19) -0.03158(11) 0.0333(5) Uani 1 1 d .
H4 H 0.0720 -0.4277 -0.0274 0.040 Uiso 1 1 calc R
C5 C 0.10244(15) -0.24827(18) 0.02879(10) 0.0262(4) Uani 1 1 d .
C6 C 0.07566(17) -0.2981(2) 0.09587(11) 0.0328(5) Uani 1 1 d .
H6 H 0.0532 -0.3918 0.1014 0.039 Uiso 1 1 calc R
C7 C 0.08225(17) -0.2121(2) 0.15181(10) 0.0326(5) Uani 1 1 d .
H7 H 0.0624 -0.2477 0.1948 0.039 Uiso 1 1 calc R
C8 C 0.11863(15) -0.0692(2) 0.14650(9) 0.0255(4) Uani 1 1 d .
C9 C 0.12534(16) 0.0236(2) 0.20414(9) 0.0309(4) Uani 1 1 d .
H9 H 0.1032 -0.0093 0.2472 0.037 Uiso 1 1 calc R
C10 C 0.16329(16) 0.1590(2) 0.19786(9) 0.0299(4) Uani 1 1 d .
H10 H 0.1670 0.2170 0.2367 0.036 Uiso 1 1 calc R
C11 C 0.19732(15) 0.21328(19) 0.13306(9) 0.0246(4) Uani 1 1 d .
C12 C 0.23951(16) 0.3535(2) 0.12477(10) 0.0304(4) Uani 1 1 d .
H12 H 0.2447 0.4131 0.1630 0.036 Uiso 1 1 calc R
C13 C 0.27244(17) 0.40272(19) 0.06229(10) 0.0303(4) Uani 1 1 d .
H13 H 0.3017 0.4945 0.0589 0.036 Uiso 1 1 calc R
C14 C 0.26330(15) 0.31734(18) 0.00199(9) 0.0254(4) Uani 1 1 d .
C15 C 0.29413(17) 0.3666(2) -0.06415(10) 0.0313(4) Uani 1 1 d .
H15 H 0.3238 0.4580 -0.0687 0.038 Uiso 1 1 calc R
C16 C 0.28138(17) 0.2835(2) -0.12109(10) 0.0315(4) Uani 1 1 d .
H16 H 0.3020 0.3193 -0.1639 0.038 Uiso 1 1 calc R
C17 C 0.23708(16) 0.14244(19) -0.11691(9) 0.0252(4) Uani 1 1 d .
C18 C 0.22175(16) 0.0533(2) -0.17554(9) 0.0311(4) Uani 1 1 d .
H18 H 0.2392 0.0877 -0.2191 0.037 Uiso 1 1 calc R
C19 C 0.16675(14) -0.05306(17) -0.04483(8) 0.0193(4) Uani 1 1 d .
C20 C 0.13913(14) -0.10643(17) 0.02173(8) 0.0197(4) Uani 1 1 d .
C21 C 0.14836(14) -0.01707(17) 0.08077(8) 0.0196(4) Uani 1 1 d .
C22 C 0.18834(14) 0.12483(17) 0.07409(8) 0.0186(3) Uani 1 1 d .
C23 C 0.21948(14) 0.17724(17) 0.00818(8) 0.0194(4) Uani 1 1 d .
C24 C 0.20759(14) 0.08899(17) -0.05151(8) 0.0193(3) Uani 1 1 d .
C25 C 0.49361(14) 0.93835(17) 0.93100(8) 0.0179(3) Uani 1 1 d .
C26 C 0.53521(14) 1.08054(17) 0.94459(8) 0.0183(3) Uani 1 1 d .
C27 C 0.54019(14) 1.13726(17) 1.00819(8) 0.0178(3) Uani 1 1 d .
C28 C 0.48604(15) 0.88090(17) 0.86529(8) 0.0191(3) Uani 1 1 d .
C29 C 0.51335(16) 0.95764(18) 0.80370(8) 0.0224(4) Uani 1 1 d .
C30 C 0.44625(15) 0.73880(19) 0.85056(8) 0.0210(4) Uani 1 1 d .
N1 N 0.53120(15) 1.01055(17) 0.75188(7) 0.0307(4) Uani 1 1 d .
N2 N 0.41581(14) 0.62757(16) 0.83391(7) 0.0272(3) Uani 1 1 d .
F1 F 0.57116(9) 1.15781(10) 0.89146(4) 0.0223(2) Uani 1 1 d .
F2 F 0.58116(9) 1.26970(9) 1.01581(5) 0.0222(2) 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
C18 C1 C2 121.77(16) . .
C18 C1 H1 119.1 . .
C2 C1 H1 119.1 . .
C19 C2 C3 118.53(17) . .
C19 C2 C1 118.30(17) . .
C3 C2 C1 123.17(17) . .
C4 C3 C2 121.01(17) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C5 122.09(17) . .
C3 C4 H4 119.0 . .
C5 C4 H4 119.0 . .
C20 C5 C4 118.18(16) . .
C20 C5 C6 118.39(17) . .
C4 C5 C6 123.43(17) . .
C7 C6 C5 121.40(17) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C6 C7 C8 121.62(17) . .
C6 C7 H7 119.2 . .
C8 C7 H7 119.2 . .
C21 C8 C7 118.38(17) . .
C21 C8 C9 118.82(17) . .
C7 C8 C9 122.80(16) . .
C10 C9 C8 121.52(16) . .
C10 C9 H9 119.2 . .
C8 C9 H9 119.2 . .
C9 C10 C11 121.02(16) . .
C9 C10 H10 119.5 . .
C11 C10 H10 119.5 . .
C22 C11 C10 118.95(17) . .
C22 C11 C12 118.47(16) . .
C10 C11 C12 122.58(16) . .
C13 C12 C11 121.46(16) . .
C13 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
C12 C13 C14 121.52(17) . .
C12 C13 H13 119.2 . .
C14 C13 H13 119.2 . .
C15 C14 C23 118.65(16) . .
C15 C14 C13 122.83(17) . .
C23 C14 C13 118.50(16) . .
C16 C15 C14 121.41(17) . .
C16 C15 H15 119.3 . .
C14 C15 H15 119.3 . .
C15 C16 C17 121.51(16) . .
C15 C16 H16 119.2 . .
C17 C16 H16 119.2 . .
C24 C17 C18 118.54(17) . .
C24 C17 C16 118.61(16) . .
C18 C17 C16 122.86(16) . .
C1 C18 C17 121.13(17) . .
C1 C18 H18 119.4 . .
C17 C18 H18 119.4 . .
C2 C19 C20 120.33(16) . .
C2 C19 C24 119.92(15) . .
C20 C19 C24 119.75(14) . .
C5 C20 C21 120.10(15) . .
C5 C20 C19 119.83(15) . .
C21 C20 C19 120.07(15) . .
C8 C21 C20 120.09(16) . .
C8 C21 C22 119.71(16) . .
C20 C21 C22 120.20(14) . .
C11 C22 C23 120.19(15) . .
C11 C22 C21 119.93(15) . .
C23 C22 C21 119.87(14) . .
C14 C23 C22 119.83(15) . .
C14 C23 C24 120.02(15) . .
C22 C23 C24 120.15(15) . .
C17 C24 C23 119.79(16) . .
C17 C24 C19 120.30(15) . .
C23 C24 C19 119.91(14) . .
C28 C25 C27 123.21(15) . 3_677
C28 C25 C26 122.75(15) . .
C27 C25 C26 114.03(14) 3_677 .
F1 C26 C27 118.95(15) . .
F1 C26 C25 118.28(14) . .
C27 C26 C25 122.77(14) . .
F2 C27 C26 118.47(14) . .
F2 C27 C25 118.33(14) . 3_677
C26 C27 C25 123.19(15) . 3_677
C25 C28 C29 123.70(15) . .
C25 C28 C30 123.76(14) . .
C29 C28 C30 112.52(14) . .
N1 C29 C28 174.89(18) . .
N2 C30 C28 175.09(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C18 1.362(3) .
C1 C2 1.421(3) .
C1 H1 0.9300 .
C2 C19 1.411(2) .
C2 C3 1.418(3) .
C3 C4 1.357(3) .
C3 H3 0.9300 .
C4 C5 1.419(3) .
C4 H4 0.9300 .
C5 C20 1.413(2) .
C5 C6 1.422(3) .
C6 C7 1.354(3) .
C6 H6 0.9300 .
C7 C8 1.419(3) .
C7 H7 0.9300 .
C8 C21 1.413(2) .
C8 C9 1.419(3) .
C9 C10 1.357(3) .
C9 H9 0.9300 .
C10 C11 1.418(3) .
C10 H10 0.9300 .
C11 C22 1.415(2) .
C11 C12 1.419(3) .
C12 C13 1.357(3) .
C12 H12 0.9300 .
C13 C14 1.419(3) .
C13 H13 0.9300 .
C14 C15 1.415(3) .
C14 C23 1.418(2) .
C15 C16 1.355(3) .
C15 H15 0.9300 .
C16 C17 1.425(3) .
C16 H16 0.9300 .
C17 C24 1.412(2) .
C17 C18 1.417(3) .
C18 H18 0.9300 .
C19 C20 1.426(2) .
C19 C24 1.427(2) .
C20 C21 1.421(2) .
C21 C22 1.423(2) .
C22 C23 1.422(2) .
C23 C24 1.426(2) .
C25 C28 1.380(2) .
C25 C27 1.438(2) 3_677
C25 C26 1.442(2) .
C26 F1 1.3338(18) .
C26 C27 1.340(2) .
C27 F2 1.3379(18) .
C27 C25 1.438(2) 3_677
C28 C29 1.438(2) .
C28 C30 1.440(2) .
C29 N1 1.145(2) .
C30 N2 1.147(2) .
