#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:49:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179675 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/27/4512705.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_4512705
loop_
_publ_author_name
'Yoshida, Yukihiro'
'Kumagai, Yoshihide'
'Mizuno, Motohiro'
'Saito, Gunzi'
_publ_section_title
;
 Structure--Property Relationship of Supramolecular Rotators of Coronene
 in Charge-Transfer Solids
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1389
_journal_paper_doi               10.1021/cg5017774
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         '(C24 H12), (C14 H8 N4 O2)'
_chemical_formula_sum            'C38 H20 N4 O2'
_chemical_formula_weight         564.60
_chemical_name_common            coronene-(MeO)2TCNQ
_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                111.166(1)
_cell_angle_beta                 105.862(2)
_cell_angle_gamma                90.910(2)
_cell_formula_units_Z            1
_cell_length_a                   7.1529(9)
_cell_length_b                   9.5780(12)
_cell_length_c                   10.6022(14)
_cell_measurement_reflns_used    2331
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.92
_cell_measurement_theta_min      2.16
_cell_volume                     646.23(14)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6224
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_correction_T_min  0.9634
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2281
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0395
_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)+(0.0666P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1075
_reflns_number_gt                1641
_reflns_number_total             2281
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5017774_si_005.cif
_cod_data_source_block           coronene-(MeO)2TCNQ-100K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 4512705--4512708.cif.
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4512705
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
C1 C 0.4085(2) 0.13058(18) 0.69462(18) 0.0205(4) Uani 1 1 d .
H1 H 0.3656 0.0579 0.6030 0.025 Uiso 1 1 calc R
C2 C 0.3667(2) 0.28061(17) 0.71880(17) 0.0174(4) Uani 1 1 d .
C3 C 0.2635(2) 0.32617(19) 0.60858(17) 0.0211(4) Uani 1 1 d .
H3 H 0.2197 0.2553 0.5161 0.025 Uiso 1 1 calc R
C4 C 0.2270(2) 0.47203(18) 0.63534(17) 0.0210(4) Uani 1 1 d .
H4 H 0.1610 0.4989 0.5605 0.025 Uiso 1 1 calc R
C5 C 0.2880(2) 0.58341(18) 0.77530(17) 0.0178(4) Uani 1 1 d .
C6 C 0.2500(2) 0.73533(18) 0.80596(18) 0.0205(4) Uani 1 1 d .
H6 H 0.1810 0.7637 0.7329 0.025 Uiso 1 1 calc R
C7 C 0.3132(2) 0.83989(18) 0.94071(18) 0.0204(4) Uani 1 1 d .
H7 H 0.2857 0.9385 0.9578 0.024 Uiso 1 1 calc R
C8 C 0.4202(2) 0.80295(17) 1.05635(17) 0.0184(4) Uani 1 1 d .
C9 C 0.4902(2) 0.90952(18) 1.19772(18) 0.0207(4) Uani 1 1 d .
H9 H 0.4663 1.0092 1.2173 0.025 Uiso 1 1 calc R
C10 C 0.4333(2) 0.38960(17) 0.85895(16) 0.0158(4) Uani 1 1 d .
C11 C 0.3922(2) 0.54178(17) 0.88706(17) 0.0158(4) Uani 1 1 d .
C12 C 0.4598(2) 0.65192(17) 1.02836(17) 0.0151(4) Uani 1 1 d .
C13 C -0.0615(2) 0.38040(17) 0.86417(16) 0.0163(4) Uani 1 1 d .
C14 C 0.0479(2) 0.35509(17) 0.98705(17) 0.0162(4) Uani 1 1 d .
H14 H 0.0791 0.2586 0.9771 0.019 Uiso 1 1 calc R
C15 C 0.1073(2) 0.46641(17) 1.11668(16) 0.0157(4) Uani 1 1 d .
C16 C -0.1214(2) 0.26295(17) 0.73374(16) 0.0169(4) Uani 1 1 d .
C17 C -0.0730(2) 0.11432(18) 0.72139(16) 0.0190(4) Uani 1 1 d .
C18 C -0.2365(2) 0.26873(17) 0.60176(18) 0.0176(4) Uani 1 1 d .
C19 C 0.2623(2) 0.30375(17) 1.22785(18) 0.0222(4) Uani 1 1 d .
H19A H 0.3431 0.3106 1.3191 0.033 Uiso 1 1 calc R
H19B H 0.3332 0.2677 1.1599 0.033 Uiso 1 1 calc R
H19C H 0.1456 0.2350 1.1991 0.033 Uiso 1 1 calc R
N1 N -0.0354(2) -0.00432(16) 0.71241(15) 0.0268(4) Uani 1 1 d .
N2 N -0.3304(2) 0.25760(15) 0.49058(15) 0.0242(4) Uani 1 1 d .
O1 O 0.20975(15) 0.45109(11) 1.23614(11) 0.0199(3) 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'
O O 0.0106 0.0060 '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
C9 C1 C2 121.55(16) 2_667 .
C9 C1 H1 119.2 2_667 .
C2 C1 H1 119.2 . .
C10 C2 C3 118.79(14) . .
C10 C2 C1 118.37(14) . .
C3 C2 C1 122.84(15) . .
C4 C3 C2 121.37(16) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C3 C4 C5 121.24(15) . .
C3 C4 H4 119.4 . .
C5 C4 H4 119.4 . .
C11 C5 C6 119.01(15) . .
C11 C5 C4 118.70(14) . .
C6 C5 C4 122.28(14) . .
C7 C6 C5 120.88(15) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C6 C7 C8 121.93(15) . .
C6 C7 H7 119.0 . .
C8 C7 H7 119.0 . .
C9 C8 C12 118.41(14) . .
C9 C8 C7 123.37(15) . .
C12 C8 C7 118.22(15) . .
C1 C9 C8 121.52(15) 2_667 .
C1 C9 H9 119.2 2_667 .
C8 C9 H9 119.2 . .
C2 C10 C12 120.19(14) . 2_667
C2 C10 C11 119.74(14) . .
C12 C10 C11 120.07(15) 2_667 .
C5 C11 C12 120.07(14) . .
C5 C11 C10 120.14(15) . .
C12 C11 C10 119.79(14) . .
C8 C12 C10 119.97(15) . 2_667
C8 C12 C11 119.90(14) . .
C10 C12 C11 120.13(14) 2_667 .
C16 C13 C14 120.34(14) . .
C16 C13 C15 122.14(14) . 2_567
C14 C13 C15 117.52(14) . 2_567
C15 C14 C13 122.19(14) . .
C15 C14 H14 118.9 . .
C13 C14 H14 118.9 . .
O1 C15 C14 125.48(14) . .
O1 C15 C13 114.23(14) . 2_567
C14 C15 C13 120.29(14) . 2_567
C13 C16 C18 127.12(14) . .
C13 C16 C17 119.70(14) . .
C18 C16 C17 113.16(14) . .
N1 C17 C16 179.34(17) . .
N2 C18 C16 173.04(16) . .
O1 C19 H19A 109.5 . .
O1 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
O1 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C15 O1 C19 118.30(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C9 1.360(2) 2_667
C1 C2 1.418(2) .
C1 H1 0.9300 .
C2 C10 1.415(2) .
C2 C3 1.417(2) .
C3 C4 1.366(2) .
C3 H3 0.9300 .
C4 C5 1.421(2) .
C4 H4 0.9300 .
C5 C11 1.410(2) .
C5 C6 1.420(2) .
C6 C7 1.359(2) .
C6 H6 0.9300 .
C7 C8 1.422(2) .
C7 H7 0.9300 .
C8 C9 1.417(2) .
C8 C12 1.418(2) .
C9 C1 1.360(2) 2_667
C9 H9 0.9300 .
C10 C12 1.422(2) 2_667
C10 C11 1.431(2) .
C11 C12 1.427(2) .
C12 C10 1.422(2) 2_667
C13 C16 1.378(2) .
C13 C14 1.430(2) .
C13 C15 1.462(2) 2_567
C14 C15 1.347(2) .
C14 H14 0.9300 .
C15 O1 1.3391(18) .
C15 C13 1.462(2) 2_567
C16 C18 1.438(2) .
C16 C17 1.439(2) .
C17 N1 1.1482(19) .
C18 N2 1.152(2) .
C19 O1 1.4443(17) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
