#------------------------------------------------------------------------------
#$Date: 2025-08-20 19:06:18 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/48/4124829.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_4124829
loop_
_publ_author_name
'Gu, Xiao'
'Xu, Xiaomin'
'Li, Huiyan'
'Liu, Zhifeng'
'Miao, Qian'
_publ_section_title
;
 Synthesis, Molecular Packing, and Thin Film Transistors of
 Dibenzo[a,m]rubicenes.
;
_journal_issue                   51
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16203
_journal_page_last               16208
_journal_paper_doi               10.1021/jacs.5b10687
_journal_volume                  137
_journal_year                    2015
_chemical_formula_sum            'C34 H18'
_chemical_formula_weight         426.48
_chemical_name_systematic
; 
 dibenzo[a,m]rubicene 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 110.371(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   45.980(4)
_cell_length_b                   3.9168(3)
_cell_length_c                   23.698(2)
_cell_measurement_reflns_used    246
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     4001.0(6)
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_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  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            16018
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         0.94
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6320
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0470
_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)+(0.0655P)²+0.9381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1280
_reflns_number_gt                2298
_reflns_number_total             3629
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b10687_si_002.cif
_cod_data_source_block           dibenzorubicene
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/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 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_cell_volume        4000.9(6)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4124829
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.18153(5) 0.7792(6) 0.22442(10) 0.0365(6) Uani 1 1 d .
C2 C 0.20588(5) 0.6641(6) 0.21080(11) 0.0412(6) Uani 1 1 d .
H2A H 0.2227 0.5662 0.2406 0.049 Uiso 1 1 calc R
C3 C 0.20586(5) 0.6922(6) 0.15038(11) 0.0379(6) Uani 1 1 d .
C4 C 0.23265(5) 0.6147(6) 0.13754(12) 0.0442(6) Uani 1 1 d .
H4A H 0.2497 0.5223 0.1676 0.053 Uiso 1 1 calc R
C5 C 0.23421(6) 0.6719(7) 0.08185(12) 0.0479(7) Uani 1 1 d .
H5A H 0.2519 0.6111 0.0738 0.058 Uiso 1 1 calc R
C6 C 0.20930(5) 0.8210(6) 0.03728(11) 0.0448(6) Uani 1 1 d .
H6A H 0.2108 0.8720 0.0000 0.054 Uiso 1 1 calc R
C7 C 0.18241(5) 0.8936(6) 0.04813(11) 0.0400(6) Uani 1 1 d .
H7A H 0.1660 0.9952 0.0180 0.048 Uiso 1 1 calc R
C8 C 0.17925(5) 0.8180(6) 0.10352(10) 0.0354(6) Uani 1 1 d .
C9 C 0.15099(5) 0.8904(5) 0.11667(10) 0.0331(5) Uani 1 1 d .
C10 C 0.12056(5) 0.9452(5) 0.07619(10) 0.0335(5) Uani 1 1 d .
C11 C 0.10386(5) 0.8813(6) 0.01111(10) 0.0351(6) Uani 1 1 d .
C12 C 0.11203(5) 0.7179(6) -0.03330(10) 0.0392(6) Uani 1 1 d .
H12A H 0.1319 0.6307 -0.0244 0.047 Uiso 1 1 calc R
C13 C 0.09033(6) 0.6856(6) -0.09095(11) 0.0439(6) Uani 1 1 d .
H13A H 0.0960 0.5789 -0.1206 0.053 Uiso 1 1 calc R
C14 C 0.06045(6) 0.8084(7) -0.10521(11) 0.0471(7) Uani 1 1 d .
H14A H 0.0464 0.7907 -0.1443 0.057 Uiso 1 1 calc R
C15 C 0.05154(6) 0.9586(6) -0.06071(11) 0.0441(6) Uani 1 1 d .
H15A H 0.0313 1.0368 -0.0696 0.053 Uiso 1 1 calc R
C16 C 0.07294(5) 0.9909(6) -0.00311(11) 0.0366(6) Uani 1 1 d .
C17 C 0.06916(5) 1.1122(6) 0.05261(11) 0.0375(6) Uani 1 1 d .
C18 C 0.04447(5) 1.2280(6) 0.06467(11) 0.0433(6) Uani 1 1 d .
H18A H 0.0253 1.2459 0.0340 0.052 Uiso 1 1 calc R
C19 C 0.04785(5) 1.3239(6) 0.12505(11) 0.0374(6) Uani 1 1 d .
C20 C 0.02252(6) 1.4690(6) 0.13670(12) 0.0453(6) Uani 1 1 d .
H20A H 0.0035 1.4858 0.1055 0.054 Uiso 1 1 calc R
C21 C 0.02515(6) 1.5861(6) 0.19276(13) 0.0511(7) Uani 1 1 d .
H21A H 0.0080 1.6748 0.1999 0.061 Uiso 1 1 calc R
C22 C 0.05372(6) 1.5706(6) 0.23869(12) 0.0460(6) Uani 1 1 d .
H22A H 0.0560 1.6598 0.2764 0.055 Uiso 1 1 calc R
C23 C 0.07875(5) 1.4242(6) 0.22898(11) 0.0393(6) Uani 1 1 d .
H23A H 0.0977 1.4170 0.2605 0.047 Uiso 1 1 calc R
C24 C 0.07665(5) 1.2852(6) 0.17311(10) 0.0340(5) Uani 1 1 d .
C25 C 0.10281(5) 1.1256(5) 0.16155(10) 0.0328(5) Uani 1 1 d .
C26 C 0.09846(5) 1.0686(5) 0.10034(10) 0.0328(5) Uani 1 1 d .
C27 C 0.13165(5) 1.0071(6) 0.20249(10) 0.0343(5) Uani 1 1 d .
C28 C 0.15419(5) 0.9029(5) 0.17774(10) 0.0332(5) Uani 1 1 d .
C29 C 0.14515(5) 0.9319(5) 0.26845(10) 0.0348(5) Uani 1 1 d .
C30 C 0.13384(5) 0.9445(6) 0.31559(10) 0.0404(6) Uani 1 1 d .
H30A H 0.1140 1.0276 0.3089 0.048 Uiso 1 1 calc R
C31 C 0.15201(6) 0.8336(6) 0.37257(11) 0.0457(6) Uani 1 1 d .
H31A H 0.1442 0.8471 0.4039 0.055 Uiso 1 1 calc R
C32 C 0.18145(6) 0.7033(6) 0.38377(11) 0.0462(7) Uani 1 1 d .
H32A H 0.1934 0.6319 0.4223 0.055 Uiso 1 1 calc R
C33 C 0.19303(5) 0.6798(6) 0.33749(11) 0.0421(6) Uani 1 1 d .
H33A H 0.2127 0.5889 0.3444 0.051 Uiso 1 1 calc R
C34 C 0.17515(5) 0.7929(6) 0.28071(10) 0.0367(6) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C28 120.4(2)
C2 C1 C34 132.7(2)
C28 C1 C34 106.8(2)
C1 C2 C3 120.1(2)
C4 C3 C8 119.2(2)
C4 C3 C2 120.3(2)
C8 C3 C2 120.4(2)
C5 C4 C3 121.4(2)
C4 C5 C6 119.8(2)
C7 C6 C5 120.1(2)
C6 C7 C8 121.6(2)
C7 C8 C3 117.5(2)
C7 C8 C9 123.2(2)
C3 C8 C9 119.1(2)
C28 C9 C10 114.8(2)
C28 C9 C8 116.3(2)
C10 C9 C8 128.9(2)
C9 C10 C26 117.3(2)
C9 C10 C11 135.4(2)
C26 C10 C11 107.06(18)
C12 C11 C16 118.4(2)
C12 C11 C10 133.3(2)
C16 C11 C10 108.1(2)
C13 C12 C11 119.7(2)
C14 C13 C12 121.4(2)
C13 C14 C15 119.5(2)
C16 C15 C14 119.5(2)
C15 C16 C11 121.3(2)
C15 C16 C17 130.6(2)
C11 C16 C17 108.0(2)
C18 C17 C26 120.2(2)
C18 C17 C16 132.4(2)
C26 C17 C16 107.31(19)
C17 C18 C19 119.7(2)
C20 C19 C24 119.3(2)
C20 C19 C18 119.5(2)
C24 C19 C18 121.2(2)
C21 C20 C19 121.7(2)
C20 C21 C22 119.1(2)
C23 C22 C21 120.5(2)
C22 C23 C24 122.2(2)
C23 C24 C19 116.9(2)
C23 C24 C25 123.4(2)
C19 C24 C25 119.5(2)
C26 C25 C27 114.5(2)
C26 C25 C24 115.35(19)
C27 C25 C24 130.1(2)
C25 C26 C10 127.3(2)
C25 C26 C17 123.3(2)
C10 C26 C17 109.3(2)
C28 C27 C25 117.0(2)
C28 C27 C29 106.14(18)
C25 C27 C29 136.6(2)
C9 C28 C27 127.4(2)
C9 C28 C1 122.1(2)
C27 C28 C1 110.4(2)
C30 C29 C34 117.4(2)
C30 C29 C27 134.3(2)
C34 C29 C27 108.09(19)
C31 C30 C29 120.3(2)
C32 C31 C30 121.3(2)
C33 C32 C31 119.7(2)
C32 C33 C34 119.3(2)
C33 C34 C29 122.0(2)
C33 C34 C1 129.4(2)
C29 C34 C1 108.49(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.346(3)
C1 C28 1.439(3)
C1 C34 1.463(3)
C2 C3 1.436(3)
C3 C4 1.401(3)
C3 C8 1.424(3)
C4 C5 1.365(3)
C5 C6 1.388(3)
C6 C7 1.377(3)
C7 C8 1.402(3)
C8 C9 1.466(3)
C9 C28 1.404(3)
C9 C10 1.411(3)
C10 C26 1.414(3)
C10 C11 1.485(3)
C11 C12 1.390(3)
C11 C16 1.409(3)
C12 C13 1.389(3)
C13 C14 1.382(3)
C14 C15 1.388(3)
C15 C16 1.383(3)
C16 C17 1.469(3)
C17 C18 1.342(3)
C17 C26 1.436(3)
C18 C19 1.435(3)
C19 C20 1.407(3)
C19 C24 1.422(3)
C20 C21 1.370(3)
C21 C22 1.385(3)
C22 C23 1.375(3)
C23 C24 1.403(3)
C24 C25 1.464(3)
C25 C26 1.411(3)
C25 C27 1.421(3)
C27 C28 1.417(3)
C27 C29 1.497(3)
C29 C30 1.388(3)
C29 C34 1.416(3)
C30 C31 1.387(3)
C31 C32 1.383(3)
C32 C33 1.379(3)
C33 C34 1.383(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102297570
