#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/17/7211771.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_7211771
loop_
_publ_author_name
'Huang, Liwei'
'Liao, Qing'
'Shi, Qiang'
'Fu, Hongbing'
'Ma, Jinshi'
'Yao, Jiannian'
_publ_section_title
;
 Rubrene micro-crystals from solution routes: their crystallography,
 morphology and optical properties
;
_journal_issue                   1
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              159
_journal_paper_doi               10.1039/b914334c
_journal_volume                  20
_journal_year                    2010
_chemical_formula_sum            'C42 H28'
_chemical_formula_weight         532.64
_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                93.04(3)
_cell_angle_beta                 105.58(3)
_cell_angle_gamma                96.28(3)
_cell_formula_units_Z            1
_cell_length_a                   7.0196(14)
_cell_length_b                   8.5432(17)
_cell_length_c                   11.948(2)
_cell_measurement_reflns_used    1977
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.41
_cell_volume                     683.5(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'MM007HF + CCD (Saturn724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0657
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3096
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9945
_exptl_absorpt_correction_T_min  0.9815
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3096
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0672
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0864P)²+0.4057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2058
_refine_ls_wR_factor_ref         0.2149
_reflns_number_gt                2683
_reflns_number_total             3096
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b914334c.txt
_cod_data_source_block           mx43
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Numerical' changed to
'numerical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        683.5(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7211771
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 0.4714(3) 0.4476(2) 0.94576(17) 0.0215(5) Uani 1 1 d .
C2 C 0.2924(3) 0.4640(2) 0.85884(18) 0.0222(5) Uani 1 1 d .
C3 C 0.1620(3) 0.5672(3) 0.88137(19) 0.0230(5) Uani 1 1 d .
C4 C 0.5987(3) 0.3333(2) 0.93061(18) 0.0216(5) Uani 1 1 d .
C5 C 0.2166(3) 0.6688(3) 0.98744(19) 0.0233(5) Uani 1 1 d .
C6 C 0.2395(3) 0.3889(3) 0.73646(19) 0.0241(5) Uani 1 1 d .
C7 C 0.5353(3) 0.1985(3) 0.83734(19) 0.0234(5) Uani 1 1 d .
C8 C -0.0927(4) 0.7855(3) 0.9216(2) 0.0321(6) Uani 1 1 d .
H8A H -0.1802 0.8572 0.9351 0.039 Uiso 1 1 calc R
C9 C 0.1022(3) 0.2530(3) 0.6990(2) 0.0268(5) Uani 1 1 d .
H9A H 0.0494 0.1992 0.7538 0.032 Uiso 1 1 calc R
C10 C -0.0220(3) 0.5829(3) 0.7959(2) 0.0266(5) Uani 1 1 d .
H10A H -0.0583 0.5191 0.7240 0.032 Uiso 1 1 calc R
C11 C 0.0816(4) 0.7781(3) 1.0038(2) 0.0285(5) Uani 1 1 d .
H11A H 0.1154 0.8462 1.0735 0.034 Uiso 1 1 calc R
C12 C 0.4210(4) 0.0638(3) 0.8547(2) 0.0286(5) Uani 1 1 d .
H12A H 0.3757 0.0618 0.9228 0.034 Uiso 1 1 calc R
C13 C 0.6024(3) 0.1980(3) 0.7377(2) 0.0279(5) Uani 1 1 d .
H13A H 0.6828 0.2883 0.7245 0.033 Uiso 1 1 calc R
C14 C -0.1449(4) 0.6872(3) 0.8159(2) 0.0321(6) Uani 1 1 d .
H14A H -0.2665 0.6941 0.7586 0.039 Uiso 1 1 calc R
C15 C 0.3113(4) 0.4670(3) 0.6537(2) 0.0304(5) Uani 1 1 d .
H15A H 0.4031 0.5608 0.6774 0.037 Uiso 1 1 calc R
C16 C 0.4380(4) -0.0667(3) 0.6757(2) 0.0338(6) Uani 1 1 d .
H16A H 0.4050 -0.1565 0.6205 0.041 Uiso 1 1 calc R
C17 C 0.3715(4) -0.0683(3) 0.7748(2) 0.0335(6) Uani 1 1 d .
H17A H 0.2924 -0.1592 0.7880 0.040 Uiso 1 1 calc R
C18 C 0.1161(4) 0.2731(3) 0.5011(2) 0.0375(6) Uani 1 1 d .
H18A H 0.0752 0.2332 0.4215 0.045 Uiso 1 1 calc R
C19 C 0.5525(4) 0.0663(3) 0.6575(2) 0.0336(6) Uani 1 1 d .
H19A H 0.5976 0.0677 0.5893 0.040 Uiso 1 1 calc R
C20 C 0.0422(4) 0.1955(3) 0.5823(2) 0.0328(6) Uani 1 1 d .
H20A H -0.0503 0.1022 0.5581 0.039 Uiso 1 1 calc R
C21 C 0.2503(4) 0.4095(3) 0.5368(2) 0.0365(6) Uani 1 1 d .
H21A H 0.3008 0.4639 0.4814 0.044 Uiso 1 1 calc R
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'
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
C2 C1 C4 122.13(19) . .
C2 C1 C1 119.1(2) . 2_667
C4 C1 C1 118.7(2) . 2_667
C3 C2 C1 120.4(2) . .
C3 C2 C6 115.39(19) . .
C1 C2 C6 123.96(19) . .
C2 C3 C5 120.4(2) . .
C2 C3 C10 121.3(2) . .
C5 C3 C10 118.1(2) . .
C5 C4 C1 120.5(2) 2_667 .
C5 C4 C7 115.97(19) 2_667 .
C1 C4 C7 123.08(19) . .
C4 C5 C3 120.3(2) 2_667 .
C4 C5 C11 121.5(2) 2_667 .
C3 C5 C11 118.1(2) . .
C15 C6 C9 118.4(2) . .
C15 C6 C2 119.0(2) . .
C9 C6 C2 122.2(2) . .
C12 C7 C13 118.3(2) . .
C12 C7 C4 119.4(2) . .
C13 C7 C4 122.0(2) . .
C11 C8 C14 120.4(2) . .
C11 C8 H8A 119.8 . .
C14 C8 H8A 119.8 . .
C20 C9 C6 120.6(2) . .
C20 C9 H9A 119.7 . .
C6 C9 H9A 119.7 . .
C14 C10 C3 121.4(2) . .
C14 C10 H10A 119.3 . .
C3 C10 H10A 119.3 . .
C8 C11 C5 121.4(2) . .
C8 C11 H11A 119.3 . .
C5 C11 H11A 119.3 . .
C7 C12 C17 121.4(2) . .
C7 C12 H12A 119.3 . .
C17 C12 H12A 119.3 . .
C19 C13 C7 120.3(2) . .
C19 C13 H13A 119.8 . .
C7 C13 H13A 119.8 . .
C10 C14 C8 120.4(2) . .
C10 C14 H14A 119.8 . .
C8 C14 H14A 119.8 . .
C21 C15 C6 120.9(2) . .
C21 C15 H15A 119.6 . .
C6 C15 H15A 119.6 . .
C19 C16 C17 119.6(2) . .
C19 C16 H16A 120.2 . .
C17 C16 H16A 120.2 . .
C16 C17 C12 119.6(2) . .
C16 C17 H17A 120.2 . .
C12 C17 H17A 120.2 . .
C20 C18 C21 119.5(2) . .
C20 C18 H18A 120.2 . .
C21 C18 H18A 120.2 . .
C16 C19 C13 120.7(2) . .
C16 C19 H19A 119.6 . .
C13 C19 H19A 119.6 . .
C18 C20 C9 120.5(2) . .
C18 C20 H20A 119.8 . .
C9 C20 H20A 119.8 . .
C18 C21 C15 120.1(2) . .
C18 C21 H21A 120.0 . .
C15 C21 H21A 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.425(3) .
C1 C4 1.429(3) .
C1 C1 1.470(4) 2_667
C2 C3 1.405(3) .
C2 C6 1.498(3) .
C3 C5 1.434(3) .
C3 C10 1.439(3) .
C4 C5 1.402(3) 2_667
C4 C7 1.500(3) .
C5 C4 1.402(3) 2_667
C5 C11 1.442(3) .
C6 C15 1.393(3) .
C6 C9 1.395(3) .
C7 C12 1.388(3) .
C7 C13 1.394(3) .
C8 C11 1.358(3) .
C8 C14 1.416(3) .
C8 H8A 0.9500 .
C9 C20 1.388(3) .
C9 H9A 0.9500 .
C10 C14 1.361(3) .
C10 H10A 0.9500 .
C11 H11A 0.9500 .
C12 C17 1.388(3) .
C12 H12A 0.9500 .
C13 C19 1.387(3) .
C13 H13A 0.9500 .
C14 H14A 0.9500 .
C15 C21 1.391(3) .
C15 H15A 0.9500 .
C16 C19 1.380(4) .
C16 C17 1.385(4) .
C16 H16A 0.9500 .
C17 H17A 0.9500 .
C18 C20 1.383(4) .
C18 C21 1.385(4) .
C18 H18A 0.9500 .
C19 H19A 0.9500 .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
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_4
C4 C1 C2 C3 174.0(2) . .
C1 C1 C2 C3 -6.6(4) 2_667 .
C4 C1 C2 C6 -12.5(3) . .
C1 C1 C2 C6 167.0(2) 2_667 .
C1 C2 C3 C5 6.2(3) . .
C6 C2 C3 C5 -167.86(19) . .
C1 C2 C3 C10 -178.5(2) . .
C6 C2 C3 C10 7.4(3) . .
C2 C1 C4 C5 173.48(19) . 2_667
C1 C1 C4 C5 -5.9(4) 2_667 2_667
C2 C1 C4 C7 -14.4(3) . .
C1 C1 C4 C7 166.2(2) 2_667 .
C2 C3 C5 C4 0.4(3) . 2_667
C10 C3 C5 C4 -175.1(2) . 2_667
C2 C3 C5 C11 177.0(2) . .
C10 C3 C5 C11 1.6(3) . .
C3 C2 C6 C15 88.4(3) . .
C1 C2 C6 C15 -85.4(3) . .
C3 C2 C6 C9 -83.9(3) . .
C1 C2 C6 C9 102.2(3) . .
C5 C4 C7 C12 91.4(3) 2_667 .
C1 C4 C7 C12 -81.1(3) . .
C5 C4 C7 C13 -82.7(3) 2_667 .
C1 C4 C7 C13 104.8(3) . .
C15 C6 C9 C20 1.3(3) . .
C2 C6 C9 C20 173.7(2) . .
C2 C3 C10 C14 -177.5(2) . .
C5 C3 C10 C14 -2.1(3) . .
C14 C8 C11 C5 -1.1(4) . .
C4 C5 C11 C8 176.6(2) 2_667 .
C3 C5 C11 C8 0.0(3) . .
C13 C7 C12 C17 -0.9(3) . .
C4 C7 C12 C17 -175.2(2) . .
C12 C7 C13 C19 1.1(3) . .
C4 C7 C13 C19 175.2(2) . .
C3 C10 C14 C8 1.0(4) . .
C11 C8 C14 C10 0.7(4) . .
C9 C6 C15 C21 -1.1(4) . .
C2 C6 C15 C21 -173.7(2) . .
C19 C16 C17 C12 -0.1(4) . .
C7 C12 C17 C16 0.4(4) . .
C17 C16 C19 C13 0.3(4) . .
C7 C13 C19 C16 -0.8(4) . .
C21 C18 C20 C9 -0.3(4) . .
C6 C9 C20 C18 -0.6(4) . .
C20 C18 C21 C15 0.5(4) . .
C6 C15 C21 C18 0.2(4) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 68203
