#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/50/2015078.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_2015078
loop_
_publ_author_name
'Yilmaz, Veysel T.'
'Kazak, Canan'
'Kirilmis, Cumhur'
'Koca, Murat'
'Heinemann, Frank W.'
_publ_section_title
;
 C---H···O, C---H···π and
 π--π interactions in three benzofuran-2-yl ketone derivatives
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o438
_journal_page_last               o441
_journal_paper_doi               10.1107/S0108270105016185
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C15 H10 O2'
_chemical_formula_moiety         'C15 H10 O2'
_chemical_formula_sum            'C15 H10 O2'
_chemical_formula_weight         222.23
_chemical_name_systematic
;
2-Benzoylbenzofuran
;
_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                97.700(4)
_cell_angle_beta                 93.710(6)
_cell_angle_gamma                101.073(6)
_cell_formula_units_Z            2
_cell_length_a                   6.1028(5)
_cell_length_b                   8.8010(4)
_cell_length_c                   10.1195(6)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      6.00
_cell_volume                     526.31(6)
_computing_cell_refinement       'EVALCCD (Duisenberg et al., 2003)'
_computing_data_collection       'COLLECT (Bruker, 2002)'
_computing_data_reduction        EVALCCD
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2002)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker--Nonius KappaCCD'
_diffrn_measurement_method
;
  φ and ω
;
_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  0.0704
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17534
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         3.36
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.301
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0496P)²+0.1374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                2049
_reflns_number_total             2498
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq1211.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2015078
_cod_database_fobs_code          2015078
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.41842(13) 0.20228(9) 0.03269(8) 0.0151(2) Uani d . 1 . . O
O2 0.73731(14) 0.39489(11) 0.20751(9) 0.0213(2) Uani d . 1 . . O
C1 0.23671(19) 0.14212(14) -0.05891(11) 0.0135(2) Uani d . 1 . . C
C2 0.2104(2) 0.00550(14) -0.14903(12) 0.0166(3) Uani d . 1 . . C
H2A 0.3211 -0.0571 -0.1534 0.020 Uiso calc R 1 . . H
C3 0.0128(2) -0.03411(14) -0.23233(12) 0.0174(3) Uani d . 1 . . C
H3A -0.0128 -0.1263 -0.2966 0.021 Uiso calc R 1 . . H
C4 -0.1513(2) 0.05844(14) -0.22445(12) 0.0176(3) Uani d . 1 . . C
H4A -0.2845 0.0278 -0.2838 0.021 Uiso calc R 1 . . H
C5 -0.12279(19) 0.19296(14) -0.13220(12) 0.0158(3) Uani d . 1 . . C
H5A -0.2350 0.2543 -0.1266 0.019 Uiso calc R 1 . . H
C6 0.07652(19) 0.23638(13) -0.04711(11) 0.0133(2) Uani d . 1 . . C
C7 0.16727(19) 0.36055(14) 0.06015(11) 0.0138(2) Uani d . 1 . . C
H7A 0.0990 0.4444 0.0936 0.017 Uiso calc R 1 . . H
C8 0.37018(19) 0.33510(13) 0.10469(12) 0.0137(3) Uani d . 1 . . C
C9 0.54826(19) 0.42318(14) 0.20613(12) 0.0142(3) Uani d . 1 . . C
C10 0.49519(19) 0.54872(13) 0.30610(11) 0.0133(3) Uani d . 1 . . C
C11 0.28860(19) 0.53465(14) 0.36038(11) 0.0145(3) Uani d . 1 . . C
H11A 0.1720 0.4464 0.3290 0.017 Uiso calc R 1 . . H
C12 0.2544(2) 0.64960(14) 0.45996(12) 0.0169(3) Uani d . 1 . . C
H12A 0.1149 0.6392 0.4979 0.020 Uiso calc R 1 . . H
C13 0.4229(2) 0.78001(14) 0.50464(12) 0.0176(3) Uani d . 1 . . C
H13A 0.3984 0.8585 0.5729 0.021 Uiso calc R 1 . . H
C14 0.6274(2) 0.79578(14) 0.44957(12) 0.0175(3) Uani d . 1 . . C
H14A 0.7417 0.8860 0.4790 0.021 Uiso calc R 1 . . H
C15 0.6644(2) 0.67989(14) 0.35169(12) 0.0157(3) Uani d . 1 . . C
H15A 0.8054 0.6897 0.3155 0.019 Uiso calc R 1 . . H
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
_geom_angle_publ_flag
C1 O1 C8 105.82(9) ?
O1 C1 C2 125.37(10) ?
O1 C1 C6 110.53(10) ?
C2 C1 C6 124.08(11) ?
C3 C2 C1 115.80(11) ?
C3 C2 H2A 122.1 ?
C1 C2 H2A 122.1 ?
C2 C3 C4 121.80(11) ?
C2 C3 H3A 119.1 ?
C4 C3 H3A 119.1 ?
C5 C4 C3 121.32(11) ?
C5 C4 H4A 119.3 ?
C3 C4 H4A 119.3 ?
C4 C5 C6 118.09(11) ?
C4 C5 H5A 121.0 ?
C6 C5 H5A 121.0 ?
C1 C6 C5 118.90(11) ?
C1 C6 C7 105.57(10) ?
C5 C6 C7 135.51(11) ?
C8 C7 C6 106.64(10) ?
C8 C7 H7A 126.7 ?
C6 C7 H7A 126.7 ?
C7 C8 O1 111.42(10) ?
C7 C8 C9 133.25(11) ?
O1 C8 C9 115.23(10) ?
O2 C9 C8 120.40(11) ?
O2 C9 C10 120.85(11) ?
C8 C9 C10 118.74(10) yes
C15 C10 C11 119.59(11) ?
C15 C10 C9 117.96(10) ?
C11 C10 C9 122.33(10) ?
C12 C11 C10 119.84(11) ?
C12 C11 H11A 120.1 ?
C10 C11 H11A 120.1 ?
C11 C12 C13 120.34(11) ?
C11 C12 H12A 119.8 ?
C13 C12 H12A 119.8 ?
C12 C13 C14 120.06(11) ?
C12 C13 H13A 120.0 ?
C14 C13 H13A 120.0 ?
C15 C14 C13 119.95(11) ?
C15 C14 H14A 120.0 ?
C13 C14 H14A 120.0 ?
C14 C15 C10 120.20(11) ?
C14 C15 H15A 119.9 ?
C10 C15 H15A 119.9 ?
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 C1 . 1.3709(14) ?
O1 C8 . 1.3841(14) ?
O2 C9 . 1.2257(14) yes
C1 C2 . 1.3843(17) ?
C1 C6 . 1.3994(16) ?
C2 C3 . 1.3838(18) ?
C2 H2A . 0.9500 ?
C3 C4 . 1.4068(17) ?
C3 H3A . 0.9500 ?
C4 C5 . 1.3809(17) ?
C4 H4A . 0.9500 ?
C5 C6 . 1.4017(17) ?
C5 H5A . 0.9500 ?
C6 C7 . 1.4321(17) ?
C7 C8 . 1.3595(16) ?
C7 H7A . 0.9500 ?
C8 C9 . 1.4678(17) yes
C9 C10 . 1.4932(16) yes
C10 C15 . 1.3964(17) ?
C10 C11 . 1.3981(16) ?
C11 C12 . 1.3849(17) ?
C11 H11A . 0.9500 ?
C12 C13 . 1.3881(18) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.3898(17) ?
C13 H13A . 0.9500 ?
C14 C15 . 1.3854(17) ?
C14 H14A . 0.9500 ?
C15 H15A . 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
C2 H2A O1 2_655 0.95 2.57 3.4182(14) 149
C7 H7A O2 1_455 0.95 2.55 3.1449(14) 121
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
C8 O1 C1 C2 -177.65(11)
C8 O1 C1 C6 0.95(12)
O1 C1 C2 C3 179.70(10)
C6 C1 C2 C3 1.29(17)
C1 C2 C3 C4 -0.60(17)
C2 C3 C4 C5 -0.43(18)
C3 C4 C5 C6 0.80(17)
O1 C1 C6 C5 -179.56(10)
C2 C1 C6 C5 -0.94(17)
O1 C1 C6 C7 -0.77(12)
C2 C1 C6 C7 177.85(11)
C4 C5 C6 C1 -0.15(16)
C4 C5 C6 C7 -178.49(12)
C1 C6 C7 C8 0.27(12)
C5 C6 C7 C8 178.76(13)
C6 C7 C8 O1 0.32(13)
C6 C7 C8 C9 176.34(12)
C1 O1 C8 C7 -0.78(12)
C1 O1 C8 C9 -177.58(9)
C7 C8 C9 O2 -163.26(12)
O1 C8 C9 O2 12.65(16)
C7 C8 C9 C10 16.00(19)
O1 C8 C9 C10 -168.09(9)
O2 C9 C10 C15 32.58(16)
C8 C9 C10 C15 -146.68(11)
O2 C9 C10 C11 -143.58(12)
C8 C9 C10 C11 37.16(16)
C15 C10 C11 C12 -0.84(17)
C9 C10 C11 C12 175.26(10)
C10 C11 C12 C13 1.06(17)
C11 C12 C13 C14 -0.06(18)
C12 C13 C14 C15 -1.15(18)
C13 C14 C15 C10 1.36(17)
C11 C10 C15 C14 -0.36(17)
C9 C10 C15 C14 -176.63(10)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21133775
