#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/19/7201929.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_7201929
loop_
_publ_author_name
'Cozzi, Franco'
'Annunziata, Rita'
'Benaglia, Maurizio'
'Baldridge, Kim K.'
'Aguirre, Gerardo'
'Estrada, Jesús'
'Sritana-Anant, Yongsak'
'Siegel, Jay S.'
_publ_section_title
;
 Through-space interactions between parallel-offset arenes at the van
 der Waals distance: 1,8-diarylbiphenylene syntheses, structure and QM
 computations
;
_journal_issue                   19
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_page_first              2686
_journal_page_last               2694
_journal_paper_doi               10.1039/b800031j
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C28 H24'
_chemical_formula_weight         360.47
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_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                 103.554(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2700(13)
_cell_length_b                   18.901(4)
_cell_length_c                   13.723(3)
_cell_measurement_reflns_used    39
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.29
_cell_measurement_theta_min      4.73
_cell_volume                     2085.3(7)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '2θ/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  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0846
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3938
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        6.35
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.038(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.901
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         3670
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.912
_refine_ls_R_factor_all          0.2725
_refine_ls_R_factor_gt           0.1637
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3833
_refine_ls_wR_factor_ref         0.4190
_reflns_number_gt                1552
_reflns_number_total             3670
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800031j.txt
_cod_data_source_block           jesh
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7201929
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0209(8) 0.1384(4) 0.0999(5) 0.068(2) Uani 1 1 d . . .
C2 C -0.0459(10) 0.1455(4) -0.0032(6) 0.091(3) Uani 1 1 d . . .
H2A H -0.1335 0.1772 -0.0227 0.110 Uiso 1 1 calc R . .
C3 C 0.0033(14) 0.1112(5) -0.0765(6) 0.119(3) Uani 1 1 d . . .
H3A H -0.0514 0.1186 -0.1431 0.143 Uiso 1 1 calc R . .
C4 C 0.1413(12) 0.0629(5) -0.0520(6) 0.115(3) Uani 1 1 d . . .
H4A H 0.1805 0.0389 -0.1009 0.138 Uiso 1 1 calc R . .
C5 C 0.2095(10) 0.0547(4) 0.0458(6) 0.091(2) Uani 1 1 d . . .
C6 C 0.3368(10) 0.0171(5) 0.1258(6) 0.095(3) Uani 1 1 d . . .
C7 C 0.4598(11) -0.0303(5) 0.1474(8) 0.116(3) Uani 1 1 d . . .
H7A H 0.4976 -0.0542 0.0978 0.139 Uiso 1 1 calc R . .
C8 C 0.5277(10) -0.0417(5) 0.2491(9) 0.114(3) Uani 1 1 d . . .
H8A H 0.6154 -0.0735 0.2674 0.137 Uiso 1 1 calc R . .
C9 C 0.4720(10) -0.0085(4) 0.3228(7) 0.098(3) Uani 1 1 d . . .
H9A H 0.5221 -0.0186 0.3894 0.118 Uiso 1 1 calc R . .
C10 C 0.3385(9) 0.0414(4) 0.3009(5) 0.077(2) Uani 1 1 d . . .
C11 C 0.2785(8) 0.0525(4) 0.2007(6) 0.080(2) Uani 1 1 d . . .
C12 C 0.1492(9) 0.0916(4) 0.1202(5) 0.075(2) Uani 1 1 d . . .
C13 C -0.0483(8) 0.1759(3) 0.1748(3) 0.075(2) Uani 1 1 d G . .
C14 C -0.2091(7) 0.1612(3) 0.1833(5) 0.156(5) Uani 1 1 d G . .
H14A H -0.2738 0.1286 0.1405 0.187 Uiso 1 1 calc R . .
C15 C -0.2730(8) 0.1951(5) 0.2560(6) 0.182(6) Uani 1 1 d G . .
H15A H -0.3806 0.1853 0.2617 0.219 Uiso 1 1 calc R . .
C16 C -0.1762(13) 0.2439(4) 0.3200(4) 0.200(8) Uani 1 1 d G . .
H16A H -0.2190 0.2666 0.3686 0.240 Uiso 1 1 calc R . .
C17 C -0.0155(12) 0.2586(3) 0.3115(4) 0.177(7) Uani 1 1 d G . .
H17A H 0.0493 0.2912 0.3544 0.212 Uiso 1 1 calc R . .
C18 C 0.0485(7) 0.2247(3) 0.2389(5) 0.101(3) Uani 1 1 d GD . .
C19 C 0.2678(8) 0.0745(3) 0.3817(4) 0.080(2) Uani 1 1 d G . .
C20 C 0.1036(8) 0.0597(3) 0.3828(4) 0.095(3) Uani 1 1 d GD . .
C21 C 0.0318(8) 0.0914(4) 0.4539(6) 0.145(4) Uani 1 1 d G . .
H21A H -0.0780 0.0815 0.4546 0.174 Uiso 1 1 calc R . .
C22 C 0.1243(13) 0.1378(4) 0.5238(4) 0.149(5) Uani 1 1 d GD . .
C23 C 0.2885(13) 0.1526(3) 0.5227(4) 0.139(5) Uani 1 1 d G . .
H23A H 0.3503 0.1837 0.5695 0.167 Uiso 1 1 calc R . .
C24 C 0.3602(8) 0.1210(3) 0.4516(5) 0.133(4) Uani 1 1 d GD . .
C26 C 0.0013(10) 0.0073(5) 0.3145(6) 0.132(4) Uani 1 1 d D . .
H26A H -0.1056 0.0031 0.3300 0.198 Uiso 1 1 calc R . .
H26B H 0.0561 -0.0378 0.3229 0.198 Uiso 1 1 calc R . .
H26C H -0.0128 0.0227 0.2463 0.198 Uiso 1 1 calc R . .
C28 C 0.5337(11) 0.1403(7) 0.4644(9) 0.188(6) Uani 1 1 d D . .
H28A H 0.5709 0.1654 0.5265 0.283 Uiso 1 1 calc R . .
H28B H 0.5456 0.1701 0.4098 0.283 Uiso 1 1 calc R . .
H28C H 0.5993 0.0984 0.4652 0.283 Uiso 1 1 calc R . .
C25 C 0.2257(11) 0.2420(5) 0.2329(7) 0.166(5) Uani 1 1 d D . .
H25A H 0.2625 0.2839 0.2712 0.248 Uiso 1 1 calc R . .
H25B H 0.2288 0.2498 0.1642 0.248 Uiso 1 1 calc R . .
H25C H 0.2976 0.2032 0.2594 0.248 Uiso 1 1 calc R . .
C27 C 0.0261(16) 0.1695(8) 0.5945(9) 0.254(8) Uani 1 1 d D . .
H27A H 0.0513 0.2189 0.6037 0.381 Uiso 1 1 calc R . .
H27B H 0.0560 0.1458 0.6581 0.381 Uiso 1 1 calc R . .
H27C H -0.0908 0.1636 0.5663 0.381 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
_geom_angle_publ_flag
C12 C1 C2 112.0(7) . . ?
C12 C1 C13 125.7(6) . . ?
C2 C1 C13 122.2(6) . . ?
C3 C2 C1 126.6(8) . . ?
C3 C2 H2A 116.7 . . ?
C1 C2 H2A 116.7 . . ?
C2 C3 C4 119.7(8) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C5 C4 C3 115.7(8) . . ?
C5 C4 H4A 122.2 . . ?
C3 C4 H4A 122.2 . . ?
C4 C5 C12 121.9(8) . . ?
C4 C5 C6 147.4(8) . . ?
C12 C5 C6 90.7(6) . . ?
C7 C6 C11 122.1(8) . . ?
C7 C6 C5 147.5(8) . . ?
C11 C6 C5 90.4(6) . . ?
C6 C7 C8 115.7(9) . . ?
C6 C7 H7A 122.2 . . ?
C8 C7 H7A 122.2 . . ?
C9 C8 C7 123.2(9) . . ?
C9 C8 H8A 118.4 . . ?
C7 C8 H8A 118.4 . . ?
C8 C9 C10 121.8(8) . . ?
C8 C9 H9A 119.1 . . ?
C10 C9 H9A 119.1 . . ?
C11 C10 C9 113.3(8) . . ?
C11 C10 C19 124.5(7) . . ?
C9 C10 C19 122.2(7) . . ?
C10 C11 C6 123.9(7) . . ?
C10 C11 C12 145.8(7) . . ?
C6 C11 C12 90.2(6) . . ?
C1 C12 C5 124.1(7) . . ?
C1 C12 C11 147.1(7) . . ?
C5 C12 C11 88.7(6) . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C1 119.9(5) . . ?
C18 C13 C1 120.1(5) . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 C25 118.2(6) . . ?
C13 C18 C25 121.8(6) . . ?
C20 C19 C24 120.0 . . ?
C20 C19 C10 118.3(5) . . ?
C24 C19 C10 121.7(5) . . ?
C21 C20 C19 120.0 . . ?
C21 C20 C26 117.1(6) . . ?
C19 C20 C26 122.7(6) . . ?
C20 C21 C22 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 C27 126.5(8) . . ?
C21 C22 C27 113.5(8) . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C22 C23 H23A 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 C28 112.3(8) . . ?
C19 C24 C28 127.6(8) . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C18 C25 H25A 109.5 . . ?
C18 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C18 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C12 1.358(9) . ?
C1 C2 1.400(9) . ?
C1 C13 1.471(8) . ?
C2 C3 1.337(10) . ?
C2 H2A 0.9300 . ?
C3 C4 1.439(11) . ?
C3 H3A 0.9300 . ?
C4 C5 1.337(10) . ?
C4 H4A 0.9300 . ?
C5 C12 1.419(10) . ?
C5 C6 1.509(11) . ?
C6 C7 1.335(10) . ?
C6 C11 1.404(10) . ?
C7 C8 1.393(11) . ?
C7 H7A 0.9300 . ?
C8 C9 1.359(11) . ?
C8 H8A 0.9300 . ?
C9 C10 1.430(10) . ?
C9 H9A 0.9300 . ?
C10 C11 1.363(9) . ?
C10 C19 1.506(9) . ?
C11 C12 1.536(9) . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14A 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15A 0.9300 . ?
C16 C17 1.3900 . ?
C16 H16A 0.9300 . ?
C17 C18 1.3900 . ?
C17 H17A 0.9300 . ?
C18 C25 1.523(8) . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 C21 1.3900 . ?
C20 C26 1.486(7) . ?
C21 C22 1.3900 . ?
C21 H21A 0.9300 . ?
C22 C23 1.3900 . ?
C22 C27 1.526(9) . ?
C23 C24 1.3900 . ?
C23 H23A 0.9300 . ?
C24 C28 1.450(8) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 C1 C2 C3 0.9(12) . . . . ?
C13 C1 C2 C3 -176.8(8) . . . . ?
C1 C2 C3 C4 -1.9(14) . . . . ?
C2 C3 C4 C5 1.4(13) . . . . ?
C3 C4 C5 C12 -0.1(13) . . . . ?
C3 C4 C5 C6 176.4(12) . . . . ?
C4 C5 C6 C7 1(2) . . . . ?
C12 C5 C6 C7 178.3(13) . . . . ?
C4 C5 C6 C11 -176.6(14) . . . . ?
C12 C5 C6 C11 0.4(6) . . . . ?
C11 C6 C7 C8 -0.7(13) . . . . ?
C5 C6 C7 C8 -178.2(12) . . . . ?
C6 C7 C8 C9 1.4(14) . . . . ?
C7 C8 C9 C10 -0.4(14) . . . . ?
C8 C9 C10 C11 -1.3(11) . . . . ?
C8 C9 C10 C19 175.5(8) . . . . ?
C9 C10 C11 C6 2.1(10) . . . . ?
C19 C10 C11 C6 -174.7(7) . . . . ?
C9 C10 C11 C12 178.3(9) . . . . ?
C19 C10 C11 C12 1.5(15) . . . . ?
C7 C6 C11 C10 -1.1(13) . . . . ?
C5 C6 C11 C10 177.5(7) . . . . ?
C7 C6 C11 C12 -179.0(8) . . . . ?
C5 C6 C11 C12 -0.4(6) . . . . ?
C2 C1 C12 C5 0.5(10) . . . . ?
C13 C1 C12 C5 178.1(7) . . . . ?
C2 C1 C12 C11 -177.0(10) . . . . ?
C13 C1 C12 C11 0.6(15) . . . . ?
C4 C5 C12 C1 -0.9(13) . . . . ?
C6 C5 C12 C1 -179.0(7) . . . . ?
C4 C5 C12 C11 177.7(8) . . . . ?
C6 C5 C12 C11 -0.4(6) . . . . ?
C10 C11 C12 C1 1(2) . . . . ?
C6 C11 C12 C1 178.3(11) . . . . ?
C10 C11 C12 C5 -176.5(11) . . . . ?
C6 C11 C12 C5 0.4(6) . . . . ?
C12 C1 C13 C14 -113.2(7) . . . . ?
C2 C1 C13 C14 64.1(8) . . . . ?
C12 C1 C13 C18 64.9(8) . . . . ?
C2 C1 C13 C18 -117.8(6) . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C1 C13 C14 C15 178.1(5) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C13 0.0 . . . . ?
C16 C17 C18 C25 -179.5(6) . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
C1 C13 C18 C17 -178.1(5) . . . . ?
C14 C13 C18 C25 179.5(6) . . . . ?
C1 C13 C18 C25 1.3(7) . . . . ?
C11 C10 C19 C20 61.0(8) . . . . ?
C9 C10 C19 C20 -115.5(6) . . . . ?
C11 C10 C19 C24 -116.5(6) . . . . ?
C9 C10 C19 C24 67.0(7) . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C10 C19 C20 C21 -177.6(5) . . . . ?
C24 C19 C20 C26 -176.0(6) . . . . ?
C10 C19 C20 C26 6.4(7) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C26 C20 C21 C22 176.2(6) . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C20 C21 C22 C27 178.4(8) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C27 C22 C23 C24 -178.2(9) . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C22 C23 C24 C28 -177.7(7) . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C10 C19 C24 C23 177.5(5) . . . . ?
C20 C19 C24 C28 177.3(8) . . . . ?
C10 C19 C24 C28 -5.2(8) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21117851
