#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/03/2230381.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_2230381
loop_
_publ_author_name
'Fun, Hoong-Kun'
'Arshad, Suhana'
'Garudachari, B.'
'Isloor, Arun M.'
'Satyanarayan, M. N.'
_publ_section_title
;
 2-Oxo-2-phenylethyl benzoate
;
_journal_coeditor_code           IS2715
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1528
_journal_paper_doi               10.1107/S1600536811018976
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C15 H12 O3'
_chemical_formula_moiety         'C15 H12 O3'
_chemical_formula_sum            'C15 H12 O3'
_chemical_formula_weight         240.25
_chemical_name_systematic
;
2-Oxo-2-phenylethyl benzoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 90.564(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0299(13)
_cell_length_b                   14.116(2)
_cell_length_c                   9.6379(14)
_cell_measurement_reflns_used    6650
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.62
_cell_measurement_theta_min      2.56
_cell_volume                     1228.4(3)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Bruker SMART APEXII DUO CCD area-detector
;
_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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23225
_diffrn_reflns_theta_full        30.07
_diffrn_reflns_theta_max         30.07
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9625
_exptl_absorpt_correction_T_min  0.9335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.43
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.191
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3573
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0597
_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)+(0.0845P)²+0.2580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1711
_refine_ls_wR_factor_ref         0.1922
_reflns_number_gt                2408
_reflns_number_total             3573
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            is2715.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2230381
_cod_database_fobs_code          2230381
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.89801(19) 0.00806(10) 0.7007(2) 0.0993(6) Uani d . 1 1 . .
O O2 0.75397(14) 0.10379(9) 0.50588(15) 0.0704(4) Uani d . 1 1 . .
O O3 0.56279(16) 0.08421(9) 0.64940(17) 0.0813(4) Uani d . 1 1 . .
C C1 0.7648(2) -0.20439(12) 0.5344(2) 0.0647(4) Uani d . 1 1 . .
H H1A 0.6994 -0.1779 0.4702 0.078 Uiso calc R 1 1 . .
C C2 0.7776(3) -0.30148(14) 0.5449(2) 0.0790(6) Uani d . 1 1 . .
H H2A 0.7197 -0.3403 0.4884 0.095 Uiso calc R 1 1 . .
C C3 0.8752(2) -0.34132(13) 0.6386(2) 0.0751(5) Uani d . 1 1 . .
H H3A 0.8843 -0.4068 0.6443 0.090 Uiso calc R 1 1 . .
C C4 0.9593(2) -0.28413(15) 0.7237(2) 0.0762(5) Uani d . 1 1 . .
H H4A 1.0248 -0.3110 0.7876 0.091 Uiso calc R 1 1 . .
C C5 0.9467(2) -0.18735(13) 0.7146(2) 0.0693(5) Uani d . 1 1 . .
H H5A 1.0037 -0.1490 0.7726 0.083 Uiso calc R 1 1 . .
C C6 0.84954(16) -0.14632(11) 0.61946(17) 0.0544(4) Uani d . 1 1 . .
C C7 0.84060(17) -0.04164(12) 0.6139(2) 0.0602(4) Uani d . 1 1 . .
C C8 0.7618(2) 0.00214(13) 0.4948(2) 0.0642(4) Uani d . 1 1 . .
H H8A 0.8123 -0.0145 0.4098 0.077 Uiso calc R 1 1 . .
H H8B 0.6621 -0.0233 0.4891 0.077 Uiso calc R 1 1 . .
C C9 0.64689(17) 0.13613(11) 0.59154(17) 0.0548(4) Uani d . 1 1 . .
C C10 0.64216(16) 0.24087(11) 0.60075(17) 0.0524(4) Uani d . 1 1 . .
C C11 0.7258(2) 0.29780(13) 0.5158(2) 0.0693(5) Uani d . 1 1 . .
H H11A 0.7899 0.2708 0.4520 0.083 Uiso calc R 1 1 . .
C C12 0.7138(3) 0.39614(14) 0.5260(3) 0.0826(6) Uani d . 1 1 . .
H H12A 0.7692 0.4350 0.4683 0.099 Uiso calc R 1 1 . .
C C13 0.6201(2) 0.43540(13) 0.6216(2) 0.0772(6) Uani d . 1 1 . .
H H13A 0.6122 0.5009 0.6284 0.093 Uiso calc R 1 1 . .
C C14 0.5385(2) 0.37905(14) 0.7064(2) 0.0760(5) Uani d . 1 1 . .
H H14A 0.4760 0.4063 0.7713 0.091 Uiso calc R 1 1 . .
C C15 0.5483(2) 0.28147(13) 0.6964(2) 0.0659(5) Uani d . 1 1 . .
H H15A 0.4919 0.2432 0.7540 0.079 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
C9 O2 C8 . . 114.58(13) ?
C2 C1 C6 . . 119.97(17) ?
C2 C1 H1A . . 120.0 ?
C6 C1 H1A . . 120.0 ?
C3 C2 C1 . . 120.47(19) ?
C3 C2 H2A . . 119.8 ?
C1 C2 H2A . . 119.8 ?
C4 C3 C2 . . 119.89(18) ?
C4 C3 H3A . . 120.1 ?
C2 C3 H3A . . 120.1 ?
C5 C4 C3 . . 120.06(19) ?
C5 C4 H4A . . 120.0 ?
C3 C4 H4A . . 120.0 ?
C4 C5 C6 . . 120.55(18) ?
C4 C5 H5A . . 119.7 ?
C6 C5 H5A . . 119.7 ?
C1 C6 C5 . . 119.05(16) ?
C1 C6 C7 . . 122.68(15) ?
C5 C6 C7 . . 118.27(15) ?
O1 C7 C8 . . 119.72(16) ?
O1 C7 C6 . . 122.22(17) ?
C8 C7 C6 . . 118.04(14) ?
O2 C8 C7 . . 112.43(14) ?
O2 C8 H8A . . 109.1 ?
C7 C8 H8A . . 109.1 ?
O2 C8 H8B . . 109.1 ?
C7 C8 H8B . . 109.1 ?
H8A C8 H8B . . 107.9 ?
O3 C9 O2 . . 122.46(15) ?
O3 C9 C10 . . 124.34(15) ?
O2 C9 C10 . . 113.16(13) ?
C11 C10 C15 . . 119.85(16) ?
C11 C10 C9 . . 121.99(15) ?
C15 C10 C9 . . 118.15(15) ?
C10 C11 C12 . . 119.62(19) ?
C10 C11 H11A . . 120.2 ?
C12 C11 H11A . . 120.2 ?
C13 C12 C11 . . 119.83(19) ?
C13 C12 H12A . . 120.1 ?
C11 C12 H12A . . 120.1 ?
C14 C13 C12 . . 120.46(18) ?
C14 C13 H13A . . 119.8 ?
C12 C13 H13A . . 119.8 ?
C13 C14 C15 . . 120.29(19) ?
C13 C14 H14A . . 119.9 ?
C15 C14 H14A . . 119.9 ?
C10 C15 C14 . . 119.94(18) ?
C10 C15 H15A . . 120.0 ?
C14 C15 H15A . . 120.0 ?
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 C7 . 1.205(2) ?
O2 C9 . 1.357(2) ?
O2 C8 . 1.441(2) ?
O3 C9 . 1.197(2) ?
C1 C2 . 1.379(3) ?
C1 C6 . 1.385(2) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.376(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.375(3) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.374(3) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.389(2) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.481(2) ?
C7 C8 . 1.481(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.482(2) ?
C10 C11 . 1.378(2) ?
C10 C15 . 1.383(2) ?
C11 C12 . 1.396(3) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.374(3) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.362(3) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.384(3) ?
C14 H14A . 0.9300 ?
C15 H15A . 0.9300 ?
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
C8 H8B O3 3_656 0.97 2.57 3.454(2) 152 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -0.7(3) ?
C1 C2 C3 C4 . . . . 0.9(3) ?
C2 C3 C4 C5 . . . . -0.5(3) ?
C3 C4 C5 C6 . . . . -0.2(3) ?
C2 C1 C6 C5 . . . . 0.0(3) ?
C2 C1 C6 C7 . . . . -179.66(17) ?
C4 C5 C6 C1 . . . . 0.4(3) ?
C4 C5 C6 C7 . . . . -179.90(18) ?
C1 C6 C7 O1 . . . . 169.12(19) ?
C5 C6 C7 O1 . . . . -10.6(3) ?
C1 C6 C7 C8 . . . . -12.7(2) ?
C5 C6 C7 C8 . . . . 167.58(16) ?
C9 O2 C8 C7 . . . . -79.71(18) ?
O1 C7 C8 O2 . . . . -5.0(2) ?
C6 C7 C8 O2 . . . . 176.76(14) ?
C8 O2 C9 O3 . . . . -2.3(2) ?
C8 O2 C9 C10 . . . . 179.89(14) ?
O3 C9 C10 C11 . . . . -169.63(18) ?
O2 C9 C10 C11 . . . . 8.1(2) ?
O3 C9 C10 C15 . . . . 9.2(3) ?
O2 C9 C10 C15 . . . . -173.09(14) ?
C15 C10 C11 C12 . . . . -0.7(3) ?
C9 C10 C11 C12 . . . . 178.10(18) ?
C10 C11 C12 C13 . . . . 0.7(3) ?
C11 C12 C13 C14 . . . . -0.1(3) ?
C12 C13 C14 C15 . . . . -0.6(3) ?
C11 C10 C15 C14 . . . . 0.1(3) ?
C9 C10 C15 C14 . . . . -178.74(16) ?
C13 C14 C15 C10 . . . . 0.5(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 105964
