#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/06/2230630.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230630
loop_
_publ_author_name
'Cordes, David B.'
'Hua, Guoxiong'
'Slawin, Alexandra M. Z.'
'Woollins, J. Derek'
_publ_section_title
;
 Phenyl(2,4,5-triphenylcyclopenta-1,4-dien-1-yl)methanone
;
_journal_coeditor_code           FJ2426
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1718
_journal_paper_doi               10.1107/S1600536811022902
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C30 H22 O'
_chemical_formula_moiety         'C30 H22 O'
_chemical_formula_sum            'C30 H22 O'
_chemical_formula_weight         398.48
_chemical_name_systematic
;
phenyl(2,4,5-triphenylcyclopenta-1,4-dien-1-yl)methanone
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 102.236(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.946(6)
_cell_length_b                   6.1573(14)
_cell_length_c                   26.602(6)
_cell_measurement_reflns_used    3958
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      54.94
_cell_measurement_theta_min      6.27
_cell_volume                     4153.3(16)
_computing_cell_refinement       'CrystalClear (Rigaku, 2010)'
_computing_data_collection       'CrystalClear (Rigaku, 2010)'
_computing_data_reduction        'CrystalClear (Rigaku, 2010)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1200
_diffrn_reflns_av_sigmaI/netI    0.1316
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13266
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9955
_exptl_absorpt_correction_T_min  0.9777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2010)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.393
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1364
_refine_ls_R_factor_gt           0.0807
_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)+(0.1072P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1878
_refine_ls_wR_factor_ref         0.2249
_reflns_number_gt                2479
_reflns_number_total             4252
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            fj2426.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               2230630
_cod_database_fobs_code          2230630
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.36026(8) 0.0838(4) 0.13591(8) 0.0494(6) Uani d . 1 1 . .
C C1 0.41982(10) 0.7166(5) 0.21370(9) 0.0300(7) Uani d . 1 1 . .
H H1A 0.4480 0.6866 0.2443 0.036 Uiso calc R 1 1 . .
H H1B 0.4032 0.8577 0.2185 0.036 Uiso calc R 1 1 . .
C C2 0.37945(10) 0.5375(4) 0.20539(9) 0.0279(7) Uani d . 1 1 . .
C C3 0.37812(10) 0.4503(4) 0.15812(9) 0.0289(7) Uani d . 1 1 . .
C C4 0.41591(10) 0.5655(4) 0.13312(9) 0.0283(7) Uani d . 1 1 . .
C C5 0.44176(10) 0.7189(4) 0.16562(9) 0.0269(6) Uani d . 1 1 . .
C C6 0.34825(10) 0.4843(5) 0.24389(10) 0.0304(7) Uani d . 1 1 . .
C C7 0.34567(11) 0.6341(5) 0.28290(10) 0.0368(7) Uani d . 1 1 . .
H H7 0.3645 0.7672 0.2842 0.044 Uiso calc R 1 1 . .
C C8 0.31633(12) 0.5923(6) 0.31959(11) 0.0454(8) Uani d . 1 1 . .
H H8 0.3153 0.6964 0.3457 0.054 Uiso calc R 1 1 . .
C C9 0.28875(12) 0.4015(6) 0.31855(11) 0.0452(8) Uani d . 1 1 . .
H H9 0.2681 0.3746 0.3434 0.054 Uiso calc R 1 1 . .
C C10 0.29138(11) 0.2480(5) 0.28080(12) 0.0434(8) Uani d . 1 1 . .
H H10 0.2730 0.1144 0.2803 0.052 Uiso calc R 1 1 . .
C C11 0.32083(10) 0.2887(5) 0.24366(11) 0.0350(7) Uani d . 1 1 . .
H H11 0.3223 0.1828 0.2180 0.042 Uiso calc R 1 1 . .
C C12 0.34422(11) 0.2708(5) 0.13193(10) 0.0315(7) Uani d . 1 1 . .
C C13 0.29162(11) 0.3222(5) 0.09964(10) 0.0313(7) Uani d . 1 1 . .
C C14 0.26130(11) 0.1535(5) 0.07379(10) 0.0374(7) Uani d . 1 1 . .
H H14 0.2746 0.0093 0.0765 0.045 Uiso calc R 1 1 . .
C C15 0.21138(11) 0.1970(5) 0.04388(11) 0.0416(8) Uani d . 1 1 . .
H H15 0.1906 0.0819 0.0265 0.050 Uiso calc R 1 1 . .
C C16 0.19237(12) 0.4045(6) 0.03957(12) 0.0516(9) Uani d . 1 1 . .
H H16 0.1584 0.4337 0.0191 0.062 Uiso calc R 1 1 . .
C C17 0.22223(14) 0.5704(6) 0.06479(16) 0.0740(13) Uani d . 1 1 . .
H H17 0.2090 0.7148 0.0615 0.089 Uiso calc R 1 1 . .
C C18 0.27205(12) 0.5288(5) 0.09539(12) 0.0522(10) Uani d . 1 1 . .
H H18 0.2923 0.6443 0.1132 0.063 Uiso calc R 1 1 . .
C C19 0.42011(10) 0.5280(5) 0.07848(9) 0.0291(7) Uani d . 1 1 . .
C C20 0.43588(10) 0.3314(5) 0.06182(10) 0.0341(7) Uani d . 1 1 . .
H H20 0.4437 0.2132 0.0852 0.041 Uiso calc R 1 1 . .
C C21 0.44040(11) 0.3058(5) 0.01114(11) 0.0397(8) Uani d . 1 1 . .
H H21 0.4518 0.1709 0.0000 0.048 Uiso calc R 1 1 . .
C C22 0.42837(11) 0.4765(5) -0.02322(11) 0.0398(8) Uani d . 1 1 . .
H H22 0.4315 0.4583 -0.0579 0.048 Uiso calc R 1 1 . .
C C23 0.41199(11) 0.6712(5) -0.00742(10) 0.0380(8) Uani d . 1 1 . .
H H23 0.4035 0.7875 -0.0312 0.046 Uiso calc R 1 1 . .
C C24 0.40768(11) 0.6993(5) 0.04363(10) 0.0358(7) Uani d . 1 1 . .
H H24 0.3963 0.8346 0.0546 0.043 Uiso calc R 1 1 . .
C C25 0.48404(10) 0.8684(4) 0.15913(9) 0.0271(7) Uani d . 1 1 . .
C C26 0.52110(10) 0.8136(5) 0.12983(10) 0.0336(7) Uani d . 1 1 . .
H H26 0.5184 0.6775 0.1127 0.040 Uiso calc R 1 1 . .
C C27 0.56144(11) 0.9533(5) 0.12544(10) 0.0381(8) Uani d . 1 1 . .
H H27 0.5859 0.9127 0.1051 0.046 Uiso calc R 1 1 . .
C C28 0.56674(11) 1.1516(5) 0.15023(11) 0.0392(8) Uani d . 1 1 . .
H H28 0.5946 1.2473 0.1471 0.047 Uiso calc R 1 1 . .
C C29 0.53077(11) 1.2092(5) 0.17984(11) 0.0373(8) Uani d . 1 1 . .
H H29 0.5341 1.3447 0.1973 0.045 Uiso calc R 1 1 . .
C C30 0.49004(11) 1.0692(5) 0.18395(9) 0.0317(7) Uani d . 1 1 . .
H H30 0.4656 1.1110 0.2042 0.038 Uiso calc R 1 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C5 . . 105.0(2) ?
C2 C1 H1A . . 110.7 ?
C5 C1 H1A . . 110.7 ?
C2 C1 H1B . . 110.7 ?
C5 C1 H1B . . 110.7 ?
H1A C1 H1B . . 108.8 ?
C3 C2 C6 . . 130.2(3) ?
C3 C2 C1 . . 107.8(2) ?
C6 C2 C1 . . 122.0(2) ?
C2 C3 C4 . . 109.7(2) ?
C2 C3 C12 . . 128.4(3) ?
C4 C3 C12 . . 121.9(2) ?
C5 C4 C3 . . 109.4(2) ?
C5 C4 C19 . . 126.7(2) ?
C3 C4 C19 . . 123.7(2) ?
C4 C5 C25 . . 129.9(2) ?
C4 C5 C1 . . 108.0(2) ?
C25 C5 C1 . . 122.1(2) ?
C11 C6 C7 . . 117.8(3) ?
C11 C6 C2 . . 122.9(3) ?
C7 C6 C2 . . 119.2(3) ?
C8 C7 C6 . . 121.3(3) ?
C8 C7 H7 . . 119.3 ?
C6 C7 H7 . . 119.3 ?
C9 C8 C7 . . 120.5(3) ?
C9 C8 H8 . . 119.7 ?
C7 C8 H8 . . 119.7 ?
C8 C9 C10 . . 119.4(3) ?
C8 C9 H9 . . 120.3 ?
C10 C9 H9 . . 120.3 ?
C9 C10 C11 . . 120.5(3) ?
C9 C10 H10 . . 119.8 ?
C11 C10 H10 . . 119.8 ?
C10 C11 C6 . . 120.5(3) ?
C10 C11 H11 . . 119.8 ?
C6 C11 H11 . . 119.8 ?
O1 C12 C13 . . 120.4(3) ?
O1 C12 C3 . . 120.1(2) ?
C13 C12 C3 . . 119.4(2) ?
C18 C13 C14 . . 119.5(3) ?
C18 C13 C12 . . 121.8(2) ?
C14 C13 C12 . . 118.7(3) ?
C13 C14 C15 . . 119.8(3) ?
C13 C14 H14 . . 120.1 ?
C15 C14 H14 . . 120.1 ?
C16 C15 C14 . . 120.2(3) ?
C16 C15 H15 . . 119.9 ?
C14 C15 H15 . . 119.9 ?
C15 C16 C17 . . 120.0(3) ?
C15 C16 H16 . . 120.0 ?
C17 C16 H16 . . 120.0 ?
C16 C17 C18 . . 120.4(3) ?
C16 C17 H17 . . 119.8 ?
C18 C17 H17 . . 119.8 ?
C13 C18 C17 . . 120.1(3) ?
C13 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C20 C19 C24 . . 119.5(3) ?
C20 C19 C4 . . 122.2(2) ?
C24 C19 C4 . . 118.3(2) ?
C19 C20 C21 . . 120.2(3) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C22 C21 C20 . . 120.1(3) ?
C22 C21 H21 . . 119.9 ?
C20 C21 H21 . . 119.9 ?
C23 C22 C21 . . 120.3(3) ?
C23 C22 H22 . . 119.9 ?
C21 C22 H22 . . 119.9 ?
C22 C23 C24 . . 120.1(3) ?
C22 C23 H23 . . 120.0 ?
C24 C23 H23 . . 120.0 ?
C19 C24 C23 . . 119.8(3) ?
C19 C24 H24 . . 120.1 ?
C23 C24 H24 . . 120.1 ?
C30 C25 C26 . . 117.1(2) ?
C30 C25 C5 . . 120.7(2) ?
C26 C25 C5 . . 122.1(2) ?
C27 C26 C25 . . 121.3(3) ?
C27 C26 H26 . . 119.4 ?
C25 C26 H26 . . 119.4 ?
C26 C27 C28 . . 120.8(3) ?
C26 C27 H27 . . 119.6 ?
C28 C27 H27 . . 119.6 ?
C27 C28 C29 . . 119.1(3) ?
C27 C28 H28 . . 120.5 ?
C29 C28 H28 . . 120.5 ?
C30 C29 C28 . . 120.1(3) ?
C30 C29 H29 . . 120.0 ?
C28 C29 H29 . . 120.0 ?
C29 C30 C25 . . 121.6(3) ?
C29 C30 H30 . . 119.2 ?
C25 C30 H30 . . 119.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C12 . 1.221(3) ?
C1 C2 . 1.504(4) ?
C1 C5 . 1.506(4) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 C3 . 1.361(4) ?
C2 C6 . 1.471(4) ?
C3 C4 . 1.478(4) ?
C3 C12 . 1.490(4) ?
C4 C5 . 1.358(3) ?
C4 C19 . 1.498(4) ?
C5 C25 . 1.470(4) ?
C6 C11 . 1.398(4) ?
C6 C7 . 1.401(4) ?
C7 C8 . 1.383(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.372(4) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.392(4) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.394(4) ?
C10 H10 . 0.9500 ?
C11 H11 . 0.9500 ?
C12 C13 . 1.484(4) ?
C13 C18 . 1.366(4) ?
C13 C14 . 1.393(4) ?
C14 C15 . 1.395(4) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.366(4) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.369(5) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.398(4) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
C19 C20 . 1.381(4) ?
C19 C24 . 1.396(4) ?
C20 C21 . 1.387(4) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.384(4) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.367(4) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.397(4) ?
C23 H23 . 0.9500 ?
C24 H24 . 0.9500 ?
C25 C30 . 1.395(4) ?
C25 C26 . 1.401(4) ?
C26 C27 . 1.379(4) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.380(4) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.389(4) ?
C28 H28 . 0.9500 ?
C29 C30 . 1.386(4) ?
C29 H29 . 0.9500 ?
C30 H30 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1B O1 1_565 0.99 2.64 3.229(3) 118.3(19) y
C10 H10 Cg1 4_545 0.95 2.80 3.527(3) 134(2) y
C20 H20 Cg2 1_545 0.95 2.80 3.605(3) 143(2) y
C28 H28 Cg1 2_665 0.95 2.88 3.612(3) 134(2) y
C10 H10 C10 4_545 0.95 3.06 3.908(4) 150(2) n
C20 H20 C30 1_545 0.95 2.79 3.633(4) 148(2) n
C28 H28 C9 2_665 0.95 3.12 3.974(4) 151(2) n
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30656761
