#------------------------------------------------------------------------------
#$Date: 2016-03-22 22:00:52 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179030 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/28/4122848.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_4122848
loop_
_publ_author_name
'Hiszpanski, Anna M.'
'Baur, Robin M.'
'Kim, Bumjung'
'Tremblay, Noah J.'
'Nuckolls, Colin'
'Woll, Arthur R.'
'Loo, Yueh-Lin'
_publ_section_title
;
 Tuning Polymorphism and Orientation in Organic Semiconductor Thin Films
 via Post-deposition Processing.
;
_journal_issue                   44
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15749
_journal_page_last               15756
_journal_paper_doi               10.1021/ja5091035
_journal_volume                  136
_journal_year                    2014
_chemical_formula_sum            'C48 H24'
_chemical_formula_weight         600.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.731(2)
_cell_length_b                   8.1540(10)
_cell_length_c                   19.066(2)
_cell_measurement_reflns_used    3847
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      26.80
_cell_measurement_theta_min      2.40
_cell_volume                     2912.0(6)
_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      125(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.2085
_diffrn_reflns_av_sigmaI/netI    0.1106
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            44261
_diffrn_reflns_theta_full        30.52
_diffrn_reflns_theta_max         30.52
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9961
_exptl_absorpt_correction_T_min  0.9899
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1525
_refine_ls_R_factor_gt           0.0618
_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)+(0.0436P)²+0.7336P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1359
_reflns_number_gt                2229
_reflns_number_total             4447
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5091035_si_003.cif
_cod_data_source_block           jas10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'EMPIRICAL'
changed to 'empirical' according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed
to 'constr' according to
/home/saulius/struct/COD-crude-data--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 2827 2014-09-09 07:05:25Z andrius 

 Adding full bibliography for 4122848--4122849.cif.
;
_cod_original_cell_volume        2911.9(6)
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               4122848
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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 0.02936(12) -0.1256(3) 0.16872(12) 0.0294(5) Uani 1 1 d .
H1A H 0.0555 -0.2067 0.1936 0.035 Uiso 1 1 calc R
C2 C 0.05524(12) 0.0310(3) 0.16385(11) 0.0265(5) Uani 1 1 d .
H2A H 0.0997 0.0567 0.1851 0.032 Uiso 1 1 calc R
C3 C 0.01743(11) 0.1552(3) 0.12804(10) 0.0218(5) Uani 1 1 d .
C4 C 0.04640(10) 0.3177(3) 0.11830(10) 0.0197(4) Uani 1 1 d .
C5 C 0.02314(10) 0.4086(3) 0.06045(10) 0.0194(4) Uani 1 1 d .
C6 C 0.06435(10) 0.5458(2) 0.03610(10) 0.0187(4) Uani 1 1 d .
C7 C 0.04146(10) 0.6367(2) -0.02462(10) 0.0186(4) Uani 1 1 d .
C8 C 0.08189(11) 0.7688(3) -0.04890(10) 0.0203(5) Uani 1 1 d .
C9 C 0.04754(11) 0.8872(3) -0.09427(10) 0.0216(5) Uani 1 1 d .
C10 C 0.07240(12) 1.0499(3) -0.10036(11) 0.0277(5) Uani 1 1 d .
H10A H 0.1160 1.0795 -0.0783 0.033 Uiso 1 1 calc R
C11 C 0.03553(12) 1.1660(3) -0.13701(12) 0.0301(5) Uani 1 1 d .
H11A H 0.0540 1.2742 -0.1410 0.036 Uiso 1 1 calc R
C12 C 0.10530(12) 0.3442(3) 0.23577(11) 0.0269(5) Uani 1 1 d .
H12A H 0.0777 0.2550 0.2528 0.032 Uiso 1 1 calc R
C13 C 0.09862(11) 0.3914(3) 0.16480(11) 0.0221(5) Uani 1 1 d .
C14 C 0.13897(10) 0.5278(3) 0.14088(11) 0.0222(5) Uani 1 1 d .
C15 C 0.12715(10) 0.5894(2) 0.07063(10) 0.0196(4) Uani 1 1 d .
C16 C 0.17816(11) 0.6899(2) 0.03341(10) 0.0203(4) Uani 1 1 d .
C17 C 0.15610(11) 0.7789(2) -0.02692(11) 0.0201(4) Uani 1 1 d .
C18 C 0.20843(11) 0.8566(3) -0.06830(11) 0.0230(5) Uani 1 1 d .
H18A H 0.1941 0.9153 -0.1090 0.028 Uiso 1 1 calc R
C19 C 0.15065(13) 0.4240(3) 0.28058(11) 0.0324(6) Uani 1 1 d .
H19A H 0.1550 0.3880 0.3278 0.039 Uiso 1 1 calc R
C20 C 0.19037(12) 0.5577(3) 0.25722(11) 0.0314(6) Uani 1 1 d .
H20A H 0.2217 0.6128 0.2885 0.038 Uiso 1 1 calc R
C21 C 0.18424(11) 0.6098(3) 0.18904(11) 0.0267(5) Uani 1 1 d .
H21A H 0.2108 0.7024 0.1738 0.032 Uiso 1 1 calc R
C22 C 0.25198(11) 0.6833(3) 0.04887(10) 0.0228(5) Uani 1 1 d .
H22A H 0.2677 0.6227 0.0885 0.027 Uiso 1 1 calc R
C23 C 0.30139(12) 0.7621(3) 0.00801(11) 0.0244(5) Uani 1 1 d .
H23A H 0.3506 0.7573 0.0200 0.029 Uiso 1 1 calc R
C24 C 0.27964(11) 0.8497(3) -0.05118(11) 0.0252(5) Uani 1 1 d .
H24A H 0.3139 0.9042 -0.0795 0.030 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 C11 119.9(2) . 5_565
C1 C2 C3 121.6(2) . .
C2 C3 C9 118.3(2) . 5_565
C2 C3 C4 122.14(19) . .
C9 C3 C4 119.19(18) 5_565 .
C5 C4 C3 118.08(18) . .
C5 C4 C13 118.18(19) . .
C3 C4 C13 123.74(18) . .
C4 C5 C6 120.02(18) . .
C4 C5 C7 120.04(18) . 5_565
C6 C5 C7 119.93(17) . 5_565
C15 C6 C5 119.96(18) . .
C15 C6 C7 119.99(18) . .
C5 C6 C7 120.04(17) . .
C8 C7 C5 119.83(18) . 5_565
C8 C7 C6 120.14(18) . .
C5 C7 C6 120.03(18) 5_565 .
C7 C8 C9 118.15(18) . .
C7 C8 C17 117.83(18) . .
C9 C8 C17 124.01(19) . .
C10 C9 C3 118.34(19) . 5_565
C10 C9 C8 122.00(19) . .
C3 C9 C8 119.31(19) 5_565 .
C11 C10 C9 121.8(2) . .
C10 C11 C1 119.9(2) . 5_565
C19 C12 C13 121.5(2) . .
C12 C13 C14 118.30(19) . .
C12 C13 C4 122.15(19) . .
C14 C13 C4 119.17(18) . .
C21 C14 C13 118.68(19) . .
C21 C14 C15 121.8(2) . .
C13 C14 C15 119.18(18) . .
C6 C15 C16 118.07(18) . .
C6 C15 C14 118.53(18) . .
C16 C15 C14 123.37(18) . .
C22 C16 C17 118.17(18) . .
C22 C16 C15 121.49(19) . .
C17 C16 C15 119.65(18) . .
C18 C17 C16 118.72(18) . .
C18 C17 C8 121.95(19) . .
C16 C17 C8 118.83(18) . .
C24 C18 C17 121.6(2) . .
C12 C19 C20 120.3(2) . .
C21 C20 C19 120.0(2) . .
C20 C21 C14 121.2(2) . .
C23 C22 C16 121.6(2) . .
C22 C23 C24 120.2(2) . .
C18 C24 C23 119.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.368(3) .
C1 C11 1.397(3) 5_565
C2 C3 1.412(3) .
C3 C9 1.419(3) 5_565
C3 C4 1.444(3) .
C4 C5 1.399(3) .
C4 C13 1.450(3) .
C5 C6 1.436(3) .
C5 C7 1.438(3) 5_565
C6 C15 1.394(3) .
C6 C7 1.440(3) .
C7 C8 1.396(3) .
C7 C5 1.438(3) 5_565
C8 C9 1.448(3) .
C8 C17 1.454(3) .
C9 C10 1.411(3) .
C9 C3 1.419(3) 5_565
C10 C11 1.364(3) .
C11 C1 1.397(3) 5_565
C12 C19 1.369(3) .
C12 C13 1.412(3) .
C13 C14 1.420(3) .
C14 C21 1.417(3) .
C14 C15 1.448(3) .
C15 C16 1.445(3) .
C16 C22 1.415(3) .
C16 C17 1.421(3) .
C17 C18 1.409(3) .
C18 C24 1.374(3) .
C19 C20 1.393(3) .
C20 C21 1.373(3) .
C22 C23 1.370(3) .
C23 C24 1.396(3) .
