#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/50/2215015.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_2215015
loop_
_publ_author_name
'B. Thimme Gowda'
'Sabine Foro'
'K. S. Babitha'
'Hartmut Fuess'
_publ_section_title
;
 3-Methylphenyl benzoate
;
_journal_coeditor_code           BT2465
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3756
_journal_page_last               o3756
_journal_paper_doi               10.1107/S1600536807038585
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C14 H12 O2'
_chemical_formula_moiety         'C14 H12 O2'
_chemical_formula_sum            'C14 H12 O2'
_chemical_formula_weight         212.24
_chemical_name_systematic
;
3-Methylphenyl 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                 104.040(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5300(10)
_cell_length_b                   10.6760(10)
_cell_length_c                   11.654(2)
_cell_measurement_reflns_used    2877
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      25.15
_cell_measurement_theta_min      2.11
_cell_volume                     1150.3(3)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2007)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2003)
;
_computing_data_reduction
;
CrysAlis RED
;
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      299(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur single-crystal X-ray diffractometer
with a Sapphire CCD detector
;
_diffrn_measurement_method
;
Rotation method data acquisition using ω and φ
;
_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  0.0134
_diffrn_reflns_av_sigmaI/netI    0.0134
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8434
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9768
_exptl_absorpt_correction_T_min  0.9514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2007)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.157
_refine_ls_extinction_coef       0.039(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.053P)²+0.3191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1311
_reflns_number_gt                1624
_reflns_number_total             2341
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2465.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2215015
_cod_database_fobs_code          2215015
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
C C1 0.26886(17) 0.15483(17) 0.03031(15) 0.0540(4) Uani d . 1
C C2 0.3452(2) 0.14859(19) -0.05466(17) 0.0602(5) Uani d . 1
H H2 0.371(2) 0.071(2) -0.0830(18) 0.072 Uiso d . 1
C C3 0.3866(2) 0.2592(2) -0.09759(17) 0.0633(5) Uani d . 1
H H3 0.442(2) 0.2570(18) -0.156(2) 0.076 Uiso d . 1
C C4 0.3513(2) 0.37200(19) -0.05653(16) 0.0608(5) Uani d . 1
H H4 0.382(2) 0.450(2) -0.0862(18) 0.073 Uiso d . 1
C C5 0.2725(2) 0.37878(18) 0.02860(16) 0.0616(5) Uani d . 1
C C6 0.2318(2) 0.26692(19) 0.07217(16) 0.0594(5) Uani d . 1
H H6 0.175(2) 0.2674(18) 0.1315(19) 0.071 Uiso d . 1
C C7 0.31272(17) -0.01993(16) 0.15799(14) 0.0505(4) Uani d . 1
C C8 0.24368(17) -0.12558(15) 0.20569(14) 0.0478(4) Uani d . 1
C C9 0.09865(19) -0.15503(18) 0.16453(16) 0.0578(5) Uani d . 1
H H9 0.040(2) -0.1072(18) 0.1003(18) 0.069 Uiso d . 1
C C10 0.0395(2) -0.2517(2) 0.21564(19) 0.0673(5) Uani d . 1
H H10 -0.062(3) -0.268(2) 0.1874(19) 0.081 Uiso d . 1
C C11 0.1233(2) -0.3176(2) 0.30867(18) 0.0674(5) Uani d . 1
H H11 0.080(2) -0.386(2) 0.3449(19) 0.081 Uiso d . 1
C C12 0.2675(2) -0.28943(19) 0.34923(18) 0.0653(5) Uani d . 1
H H12 0.324(2) -0.335(2) 0.4132(19) 0.078 Uiso d . 1
C C13 0.3281(2) -0.19441(17) 0.29812(16) 0.0565(4) Uani d . 1
H H13 0.429(2) -0.1738(18) 0.3242(17) 0.068 Uiso d . 1
C C14 0.2329(3) 0.5024(2) 0.0733(3) 0.0986(8) Uani d . 1
H H14A 0.1898 0.5551 0.0074 0.118 Uiso calc R 1
H H14B 0.3183 0.5420 0.1198 0.118 Uiso calc R 1
H H14C 0.1652 0.4891 0.1211 0.118 Uiso calc R 1
O O1 0.21733(13) 0.04446(13) 0.07312(12) 0.0681(4) Uani d . 1
O O2 0.43703(13) 0.00903(13) 0.19029(12) 0.0684(4) Uani d . 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
C2 C1 C6 121.98(17)
C2 C1 O1 120.48(17)
C6 C1 O1 117.43(16)
C1 C2 C3 118.14(18)
C1 C2 H2 121.4(12)
C3 C2 H2 120.5(12)
C4 C3 C2 120.76(18)
C4 C3 H3 119.7(12)
C2 C3 H3 119.5(12)
C3 C4 C5 121.29(18)
C3 C4 H4 120.4(12)
C5 C4 H4 118.3(12)
C4 C5 C6 117.74(18)
C4 C5 C14 121.39(19)
C6 C5 C14 120.87(19)
C1 C6 C5 120.09(17)
C1 C6 H6 119.5(12)
C5 C6 H6 120.4(12)
O2 C7 O1 122.47(16)
O2 C7 C8 125.20(15)
O1 C7 C8 112.31(13)
C9 C8 C13 119.38(16)
C9 C8 C7 122.69(15)
C13 C8 C7 117.90(15)
C10 C9 C8 119.92(17)
C10 C9 H9 120.6(11)
C8 C9 H9 119.5(11)
C11 C10 C9 120.23(19)
C11 C10 H10 121.3(13)
C9 C10 H10 118.4(13)
C12 C11 C10 120.09(19)
C12 C11 H11 120.2(12)
C10 C11 H11 119.7(12)
C13 C12 C11 120.23(18)
C13 C12 H12 120.3(13)
C11 C12 H12 119.5(13)
C12 C13 C8 120.13(17)
C12 C13 H13 121.7(12)
C8 C13 H13 118.1(12)
C5 C14 H14A 109.5
C5 C14 H14B 109.5
H14A C14 H14B 109.5
C5 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C7 O1 C1 116.81(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.365(3)
C1 C6 1.371(3)
C1 O1 1.413(2)
C2 C3 1.377(3)
C2 H2 0.95(2)
C3 C4 1.368(3)
C3 H3 0.96(2)
C4 C5 1.383(3)
C4 H4 0.97(2)
C5 C6 1.389(3)
C5 C14 1.500(3)
C6 H6 0.98(2)
C7 O2 1.1935(19)
C7 O1 1.357(2)
C7 C8 1.480(2)
C8 C9 1.385(2)
C8 C13 1.388(2)
C9 C10 1.379(3)
C9 H9 0.97(2)
C10 C11 1.374(3)
C10 H10 0.96(2)
C11 C12 1.374(3)
C11 H11 0.98(2)
C12 C13 1.373(3)
C12 H12 0.94(2)
C13 H13 0.96(2)
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 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
C6 C1 C2 C3 0.7(3)
O1 C1 C2 C3 176.76(15)
C1 C2 C3 C4 -0.4(3)
C2 C3 C4 C5 -0.3(3)
C3 C4 C5 C6 0.7(3)
C3 C4 C5 C14 -179.64(19)
C2 C1 C6 C5 -0.3(3)
O1 C1 C6 C5 -176.50(15)
C4 C5 C6 C1 -0.4(3)
C14 C5 C6 C1 179.97(18)
O2 C7 C8 C9 -179.88(17)
O1 C7 C8 C9 1.5(2)
O2 C7 C8 C13 2.3(3)
O1 C7 C8 C13 -176.29(15)
C13 C8 C9 C10 0.2(3)
C7 C8 C9 C10 -177.56(17)
C8 C9 C10 C11 1.1(3)
C9 C10 C11 C12 -1.7(3)
C10 C11 C12 C13 0.8(3)
C11 C12 C13 C8 0.5(3)
C9 C8 C13 C12 -1.0(3)
C7 C8 C13 C12 176.86(16)
O2 C7 O1 C1 -5.0(3)
C8 C7 O1 C1 173.70(14)
C2 C1 O1 C7 82.1(2)
C6 C1 O1 C7 -101.67(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 62407
2 PubChem 69193
