#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006359.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_2006359
loop_
_publ_author_name
'Pati, Hari N.'
'Parmar, Virinder S.'
'Errington, William'
_publ_section_title
;
 1-(2,4-Diacetoxyphenyl)-2-phenylethanone
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1161
_journal_page_last               1162
_journal_paper_doi               10.1107/S0108270197004253
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C18 H16 O5'
_chemical_formula_weight         312.31
_chemical_name_systematic
;
 1-(2,4-Diacetoxyphenyl)-2-phenylethanone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                106.15(6)
_cell_angle_beta                 92.75(6)
_cell_angle_gamma                106.74(6)
_cell_formula_units_Z            2
_cell_length_a                   8.034(6)
_cell_length_b                   9.039(7)
_cell_length_c                   11.493(9)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11
_cell_measurement_theta_min      5
_cell_volume                     760.2(11)
_computing_cell_refinement       'P3/PC Diffractometer Program'
_computing_data_collection       'P3/PC Diffractometer Program (Siemens, 1989)'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1991)'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXL-96
_computing_structure_refinement  'SHELXL-96 (Sheldrick, 1996)'
_computing_structure_solution    SHELXTL-Plus
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P3R3 diffractometer'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2905
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.86
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.18
_refine_ls_extinction_coef       0.089(7)
_refine_ls_extinction_method     'SHELXL96 (Sheldrick, 1996)'
_refine_ls_goodness_of_fit_all   1.043
_refine_ls_goodness_of_fit_obs   1.106
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_restrained_S_obs      1.106
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_obs          .0429
_refine_ls_shift/esd_max         0.010
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.1752P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1236
_refine_ls_wR_factor_obs         .1090
_reflns_number_observed          1926
_reflns_number_total             2694
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1147.cif
_cod_data_source_block           ha4del
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.1752P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.1752P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        760.2(10)
_cod_database_code               2006359
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .0473(9) .1434(18) .0398(9) -.0185(10) -.0057(8) .0366(10)
O2 .0382(7) .0429(8) .0392(7) .0112(6) -.0018(6) .0045(6)
O3 .0500(9) .0559(9) .0590(9) .0215(8) -.0010(7) .0115(7)
O4 .0503(9) .0981(13) .0409(8) .0151(8) .0054(7) .0357(8)
O5 .0703(12) .1176(16) .0598(10) .0496(11) .0235(9) .0425(10)
C1 .0341(10) .0448(11) .0329(10) .0083(8) .0030(8) .0113(8)
C2 .0316(9) .0398(10) .0343(10) .0112(8) .0021(7) .0068(8)
C3 .0375(10) .0479(11) .0437(11) .0091(9) .0063(8) .0196(9)
C4 .0416(11) .0633(13) .0334(10) .0147(10) .0055(8) .0194(9)
C5 .0468(12) .0553(13) .0338(10) .0067(10) -.0010(9) .0087(9)
C6 .0445(11) .0480(12) .0397(11) .0033(9) .0031(9) .0130(9)
C7 .0394(11) .0600(13) .0364(11) .0042(10) .0020(9) .0162(10)
C8 .0468(12) .0717(15) .0407(11) -.0076(11) .0013(9) .0216(11)
C9 .0324(10) .0474(11) .0392(10) -.0003(8) .0021(8) .0163(9)
C10 .0447(12) .0485(12) .0713(15) .0067(10) -.0003(11) .0282(11)
C11 .0459(13) .0540(14) .0751(17) .0126(11) .0135(11) .0025(12)
C12 .0534(13) .0748(16) .0421(12) .0053(12) .0140(10) .0110(12)
C13 .0594(14) .0663(15) .0497(13) .0129(12) .0082(11) .0306(11)
C14 .0487(12) .0474(12) .0494(12) .0149(10) .0091(9) .0162(10)
C15 .0337(10) .0436(11) .0404(11) .0038(9) .0056(8) .0144(9)
C16 .0511(13) .0652(14) .0434(12) .0110(11) -.0030(10) .0056(10)
C17 .0575(13) .0530(13) .0389(11) .0180(10) .0103(10) .0159(9)
C18 .0760(17) .0929(19) .0459(13) .0271(15) .0159(12) .0361(13)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 .4799(2) .7582(3) .37842(14) .0861(7) Uani d . 1 . O
O2 .33058(17) .53829(15) .49484(11) .0424(4) Uani d . 1 . O
O3 .13103(19) .66177(18) .47697(14) .0555(4) Uani d . 1 . O
O4 .49774(19) .7199(2) .92398(13) .0619(5) Uani d . 1 . O
O5 .2143(2) .6949(2) .92683(15) .0743(6) Uani d . 1 . O
C1 .5495(2) .7991(2) .58777(16) .0384(5) Uani d . 1 . C
C2 .4234(2) .6630(2) .59820(16) .0363(4) Uani d . 1 . C
C3 .4005(2) .6366(2) .70846(17) .0427(5) Uani d . 1 . C
H3 .3176 .5431 .7132 .051 Uiso calc R 1 . H
C4 .5014(3) .7500(3) .81198(17) .0455(5) Uani d . 1 . C
C5 .6227(3) .8896(3) .80757(18) .0486(5) Uani d . 1 . C
H5 .6869 .9678 .8789 .058 Uiso calc R 1 . H
C6 .6472(3) .9112(3) .69546(18) .0467(5) Uani d . 1 . C
H6 .7321 1.0039 .6914 .056 Uiso calc R 1 . H
C7 .5888(3) .8184(3) .46707(18) .0476(5) Uani d . 1 . C
C8 .7731(3) .9150(3) .46058(19) .0581(6) Uani d . 1 . C
H8A .7891 1.0291 .4992 .070 Uiso calc R 1 . H
H8B .8544 .8844 .5071 .070 Uiso calc R 1 . H
C9 .8186(2) .8928(2) .33376(17) .0420(5) Uani d . 1 . C
C10 .8867(3) .7717(3) .2790(2) .0548(6) Uani d . 1 . C
H10 .9065 .7037 .3220 .066 Uiso calc R 1 . H
C11 .9260(3) .7497(3) .1617(2) .0626(7) Uani d . 1 . C
H11 .9702 .6661 .1251 .075 Uiso calc R 1 . H
C12 .9001(3) .8507(3) .0989(2) .0613(7) Uani d . 1 . C
H12 .9262 .8360 .0193 .074 Uiso calc R 1 . H
C13 .8362(3) .9728(3) .1529(2) .0573(6) Uani d . 1 . C
H13 .8206 1.0429 .1105 .069 Uiso calc R 1 . H
C14 .7945(3) .9934(3) .26917(19) .0482(5) Uani d . 1 . C
H14 .7494 1.0766 .3048 .058 Uiso calc R 1 . H
C15 .1907(2) .5556(2) .43526(17) .0407(5) Uani d . 1 . C
C16 .1256(3) .4236(3) .31865(19) .0575(6) Uani d . 1 . C
H16A .2186 .4240 .2691 .086 Uiso calc R 1 . H
H16B .0297 .4396 .2761 .086 Uiso calc R 1 . H
H16C .0863 .3214 .3348 .086 Uiso calc R 1 . H
C17 .3474(3) .6899(3) .97289(18) .0491(5) Uani d . 1 . C
C18 .3737(4) .6502(3) 1.0869(2) .0680(7) Uani d . 1 . C
H18A .4913 .7090 1.1273 .102 Uiso calc R 1 . H
H18B .3552 .5358 1.0682 .102 Uiso calc R 1 . H
H18C .2918 .6799 1.1396 .102 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
C15 O2 C2 118.29(16)
C17 O4 C4 120.63(17)
C6 C1 C2 116.96(18)
C6 C1 C7 121.00(18)
C2 C1 C7 121.86(18)
C3 C2 O2 116.91(18)
C3 C2 C1 121.89(18)
O2 C2 C1 120.73(17)
C2 C3 C4 118.92(19)
C3 C4 C5 121.64(19)
C3 C4 O4 120.9(2)
C5 C4 O4 117.09(19)
C4 C5 C6 118.39(19)
C5 C6 C1 122.1(2)
O1 C7 C1 121.71(19)
O1 C7 C8 121.38(19)
C1 C7 C8 116.90(17)
C9 C8 C7 114.25(18)
C14 C9 C10 118.2(2)
C14 C9 C8 120.8(2)
C10 C9 C8 120.9(2)
C11 C10 C9 120.9(2)
C12 C11 C10 119.8(2)
C13 C12 C11 119.8(2)
C12 C13 C14 120.4(2)
C13 C14 C9 120.8(2)
O3 C15 O2 122.41(18)
O3 C15 C16 127.2(2)
O2 C15 C16 110.38(19)
O5 C17 O4 122.76(19)
O5 C17 C18 126.7(2)
O4 C17 C18 110.6(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 C7 . 1.196(3) y
O2 C15 . 1.358(3) y
O2 C2 . 1.387(3) y
O3 C15 . 1.188(3) y
O4 C17 . 1.345(3) y
O4 C4 . 1.388(3) y
O5 C17 . 1.189(3) y
C1 C6 . 1.387(3) ?
C1 C2 . 1.389(3) ?
C1 C7 . 1.483(3) ?
C2 C3 . 1.365(3) ?
C3 C4 . 1.369(3) ?
C4 C5 . 1.370(3) ?
C5 C6 . 1.371(3) ?
C7 C8 . 1.504(3) ?
C8 C9 . 1.493(3) ?
C9 C14 . 1.370(3) ?
C9 C10 . 1.375(3) ?
C10 C11 . 1.373(4) ?
C11 C12 . 1.364(4) ?
C12 C13 . 1.358(4) ?
C13 C14 . 1.369(3) ?
C15 C16 . 1.475(3) ?
C17 C18 . 1.473(3) ?
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_publ_flag
C15 O2 C2 C3 106.3(2) y
C15 O2 C2 C1 -81.5(2) y
C6 C1 C2 C3 -2.5(3) ?
C7 C1 C2 C3 172.68(18) ?
C6 C1 C2 O2 -174.36(16) ?
C7 C1 C2 O2 0.8(3) ?
O2 C2 C3 C4 174.03(17) ?
C1 C2 C3 C4 1.9(3) ?
C2 C3 C4 C5 0.8(3) ?
C2 C3 C4 O4 -172.30(18) ?
C17 O4 C4 C3 -60.3(3) y
C17 O4 C4 C5 126.3(2) ?
C3 C4 C5 C6 -2.8(3) ?
O4 C4 C5 C6 170.60(19) ?
C4 C5 C6 C1 2.1(3) ?
C2 C1 C6 C5 0.5(3) ?
C7 C1 C6 C5 -174.8(2) ?
C6 C1 C7 O1 -156.1(2) ?
C2 C1 C7 O1 28.9(3) y
C6 C1 C7 C8 24.9(3) ?
C2 C1 C7 C8 -150.1(2) ?
O1 C7 C8 C9 -15.0(3) y
C1 C7 C8 C9 163.98(19) y
C7 C8 C9 C14 91.5(3) ?
C7 C8 C9 C10 -89.0(3) ?
C14 C9 C10 C11 -1.4(3) ?
C8 C9 C10 C11 179.00(19) ?
C9 C10 C11 C12 1.1(3) ?
C10 C11 C12 C13 0.2(3) ?
C11 C12 C13 C14 -1.2(3) ?
C12 C13 C14 C9 0.8(3) ?
C10 C9 C14 C13 0.5(3) ?
C8 C9 C14 C13 -179.97(19) ?
C2 O2 C15 O3 -10.4(3) ?
C2 O2 C15 C16 171.53(16) ?
C4 O4 C17 O5 -3.6(3) ?
C4 O4 C17 C18 175.9(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 789307
2 PubChem 902143