#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/39/2223988.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_2223988
loop_
_publ_author_name
'Devarajegowda, H. C.'
'Khanum, Shaukath Ara'
'Jeyaseelan, S.'
'Eryani, Waleed Al'
'Shylajakumari, J.'
_publ_section_title
;
 Ethyl 2-(4-benzoyl-2,5-dimethylphenoxy)acetate
;
_journal_coeditor_code           RK2174
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2854
_journal_page_last               o2855
_journal_paper_doi               10.1107/S1600536809043190
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C19 H20 O4'
_chemical_formula_moiety         'C19 H20 O4'
_chemical_formula_sum            'C19 H20 O4'
_chemical_formula_weight         312.35
_chemical_melting_point          329
_chemical_name_systematic
;
Ethyl 2-(4-benzoyl-2,5-dimethylphenoxy)acetate
;
_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           SHELXL97
_cell_angle_alpha                84.054(8)
_cell_angle_beta                 81.176(8)
_cell_angle_gamma                66.559(7)
_cell_formula_units_Z            2
_cell_length_a                   8.148(4)
_cell_length_b                   8.635(4)
_cell_length_c                   13.029(7)
_cell_measurement_reflns_used    3391
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.58
_cell_volume                     830.2(7)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia,  1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       '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  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8847
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.246
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0565
_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)+(0.0848P)²+0.2822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1609
_refine_ls_wR_factor_ref         0.1728
_reflns_number_gt                2630
_reflns_number_total             3391
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rk2174.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2223988
_cod_database_fobs_code          2223988
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_disorder_assembly
_atom_site_disorder_group
O O1 0.4354(3) 0.82563(19) 0.84149(12) 0.0691(5) Uani d . 1 . .
O O2 0.14909(19) 1.14174(17) 0.41431(11) 0.0546(4) Uani d . 1 . .
O O3 0.1127(2) 1.37122(19) 0.24885(14) 0.0715(5) Uani d . 1 . .
O O4 0.1339(2) 1.16785(19) 0.14867(12) 0.0662(5) Uani d . 1 . .
C C1 0.4303(3) 0.5733(2) 0.79154(15) 0.0462(5) Uani d . 1 . .
C C2 0.5409(3) 0.4695(3) 0.86317(18) 0.0642(6) Uani d . 1 . .
H H2 0.6073 0.5104 0.8967 0.077 Uiso calc R 1 . .
C C3 0.5525(4) 0.3051(3) 0.8849(2) 0.0760(7) Uani d . 1 . .
H H3 0.6276 0.2356 0.9324 0.091 Uiso calc R 1 . .
C C4 0.4536(4) 0.2448(3) 0.8364(2) 0.0731(7) Uani d . 1 . .
H H4 0.4611 0.1347 0.8516 0.088 Uiso calc R 1 . .
C C5 0.3435(4) 0.3461(3) 0.7654(2) 0.0667(6) Uani d . 1 . .
H H5 0.2761 0.3047 0.7331 0.080 Uiso calc R 1 . .
C C6 0.3327(3) 0.5103(3) 0.74180(17) 0.0537(5) Uani d . 1 . .
H H6 0.2600 0.5780 0.6927 0.064 Uiso calc R 1 . .
C C7 0.4101(3) 0.7530(2) 0.77353(15) 0.0476(5) Uani d . 1 . .
C C8 0.3509(2) 0.8461(2) 0.67388(15) 0.0425(4) Uani d . 1 . .
C C9 0.4344(2) 0.7866(2) 0.57555(14) 0.0413(4) Uani d . 1 . .
C C10 0.3660(2) 0.8849(2) 0.48841(14) 0.0432(4) Uani d . 1 . .
H H10 0.4193 0.8466 0.4225 0.052 Uiso calc R 1 . .
C C11 0.2199(2) 1.0389(2) 0.49763(15) 0.0437(4) Uani d . 1 . .
C C12 0.1369(2) 1.1014(2) 0.59520(16) 0.0449(4) Uani d . 1 . .
C C13 0.2055(3) 1.0032(2) 0.68133(15) 0.0457(4) Uani d . 1 . .
H H13 0.1531 1.0430 0.7470 0.055 Uiso calc R 1 . .
C C14 0.6014(3) 0.6268(2) 0.56025(16) 0.0490(5) Uani d . 1 . .
H H14A 0.6369 0.6093 0.4872 0.074 Uiso calc R 1 . .
H H14B 0.5765 0.5326 0.5935 0.074 Uiso calc R 1 . .
H H14C 0.6970 0.6368 0.5902 0.074 Uiso calc R 1 . .
C C15 -0.0212(3) 1.2694(2) 0.60437(19) 0.0596(6) Uani d . 1 . .
H H15A -0.0484 1.3174 0.5362 0.089 Uiso calc R 1 . .
H H15B 0.0086 1.3446 0.6403 0.089 Uiso calc R 1 . .
H H15C -0.1241 1.2532 0.6425 0.089 Uiso calc R 1 . .
C C16 0.2201(3) 1.0816(3) 0.31397(16) 0.0523(5) Uani d . 1 . .
H H16A 0.1847 0.9904 0.3029 0.063 Uiso calc R 1 . .
H H16B 0.3507 1.0388 0.3062 0.063 Uiso calc R 1 . .
C C17 0.1474(3) 1.2266(3) 0.23580(17) 0.0519(5) Uani d . 1 . .
C C18 0.0828(4) 1.2910(3) 0.06180(19) 0.0752(7) Uani d . 1 . .
H H18A 0.1834 1.3212 0.0322 0.090 Uiso calc R 1 . .
H H18B -0.0173 1.3927 0.0856 0.090 Uiso calc R 1 . .
C C19 0.0308(5) 1.2153(4) -0.0163(2) 0.0967(10) Uani d . 1 . .
H H19A -0.0037 1.2947 -0.0742 0.145 Uiso calc R 1 . .
H H19B -0.0689 1.1860 0.0136 0.145 Uiso calc R 1 . .
H H19C 0.1310 1.1153 -0.0398 0.145 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0110 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
C11 O2 C16 . . 117.92(15) ?
C17 O4 C18 . . 116.19(18) ?
C6 C1 C2 . . 119.25(19) ?
C6 C1 C7 . . 120.90(18) ?
C2 C1 C7 . . 119.76(18) ?
C3 C2 C1 . . 120.2(2) ?
C3 C2 H2 . . 119.9 ?
C1 C2 H2 . . 119.9 ?
C4 C3 C2 . . 120.1(2) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C3 C4 C5 . . 120.3(2) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C4 C5 C6 . . 120.1(2) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
C1 C6 C5 . . 120.0(2) ?
C1 C6 H6 . . 120.0 ?
C5 C6 H6 . . 120.0 ?
O1 C7 C1 . . 120.15(18) ?
O1 C7 C8 . . 120.08(17) ?
C1 C7 C8 . . 119.71(16) ?
C9 C8 C13 . . 119.31(17) ?
C9 C8 C7 . . 123.67(16) ?
C13 C8 C7 . . 117.01(17) ?
C10 C9 C8 . . 118.21(16) ?
C10 C9 C14 . . 118.84(17) ?
C8 C9 C14 . . 122.83(16) ?
C11 C10 C9 . . 121.49(17) ?
C11 C10 H10 . . 119.3 ?
C9 C10 H10 . . 119.3 ?
O2 C11 C10 . . 123.79(17) ?
O2 C11 C12 . . 115.21(16) ?
C10 C11 C12 . . 120.99(17) ?
C13 C12 C11 . . 117.21(16) ?
C13 C12 C15 . . 122.22(18) ?
C11 C12 C15 . . 120.57(18) ?
C12 C13 C8 . . 122.77(18) ?
C12 C13 H13 . . 118.6 ?
C8 C13 H13 . . 118.6 ?
C9 C14 H14A . . 109.5 ?
C9 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C9 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
O2 C16 C17 . . 108.12(16) ?
O2 C16 H16A . . 110.1 ?
C17 C16 H16A . . 110.1 ?
O2 C16 H16B . . 110.1 ?
C17 C16 H16B . . 110.1 ?
H16A C16 H16B . . 108.4 ?
O3 C17 O4 . . 124.87(19) ?
O3 C17 C16 . . 125.4(2) ?
O4 C17 C16 . . 109.72(18) ?
O4 C18 C19 . . 108.2(2) ?
O4 C18 H18A . . 110.1 ?
C19 C18 H18A . . 110.1 ?
O4 C18 H18B . . 110.1 ?
C19 C18 H18B . . 110.1 ?
H18A C18 H18B . . 108.4 ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
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 . 1.222(2) ?
O2 C11 . 1.373(2) ?
O2 C16 . 1.408(3) ?
O3 C17 . 1.190(3) ?
O4 C17 . 1.327(3) ?
O4 C18 . 1.459(3) ?
C1 C6 . 1.387(3) ?
C1 C2 . 1.389(3) ?
C1 C7 . 1.491(3) ?
C2 C3 . 1.387(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.370(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.375(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.390(3) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C8 . 1.494(3) ?
C8 C9 . 1.400(3) ?
C8 C13 . 1.402(3) ?
C9 C10 . 1.392(3) ?
C9 C14 . 1.508(2) ?
C10 C11 . 1.389(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.397(3) ?
C12 C13 . 1.382(3) ?
C12 C15 . 1.510(3) ?
C13 H13 . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C17 . 1.512(3) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C18 C19 . 1.461(4) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
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
C15 H15A O2 . 0.96 2.280 2.751(3) 110.00 y
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 . . . . -0.3(4) ?
C7 C1 C2 C3 . . . . 176.3(2) ?
C1 C2 C3 C4 . . . . -0.6(4) ?
C2 C3 C4 C5 . . . . 0.5(4) ?
C3 C4 C5 C6 . . . . 0.4(4) ?
C2 C1 C6 C5 . . . . 1.3(3) ?
C7 C1 C6 C5 . . . . -175.3(2) ?
C4 C5 C6 C1 . . . . -1.3(3) ?
C6 C1 C7 O1 . . . . 151.5(2) ?
C2 C1 C7 O1 . . . . -25.1(3) ?
C6 C1 C7 C8 . . . . -25.8(3) ?
C2 C1 C7 C8 . . . . 157.6(2) ?
O1 C7 C8 C9 . . . . 130.0(2) ?
C1 C7 C8 C9 . . . . -52.7(3) ?
O1 C7 C8 C13 . . . . -48.7(3) ?
C1 C7 C8 C13 . . . . 128.6(2) ?
C13 C8 C9 C10 . . . . -1.6(3) ?
C7 C8 C9 C10 . . . . 179.72(16) ?
C13 C8 C9 C14 . . . . 174.45(17) ?
C7 C8 C9 C14 . . . . -4.3(3) ?
C8 C9 C10 C11 . . . . 0.6(3) ?
C14 C9 C10 C11 . . . . -175.62(17) ?
C16 O2 C11 C10 . . . . 4.9(3) ?
C16 O2 C11 C12 . . . . -176.40(17) ?
C9 C10 C11 O2 . . . . 179.02(17) ?
C9 C10 C11 C12 . . . . 0.4(3) ?
O2 C11 C12 C13 . . . . -179.07(16) ?
C10 C11 C12 C13 . . . . -0.4(3) ?
O2 C11 C12 C15 . . . . 1.0(3) ?
C10 C11 C12 C15 . . . . 179.66(18) ?
C11 C12 C13 C8 . . . . -0.7(3) ?
C15 C12 C13 C8 . . . . 179.29(18) ?
C9 C8 C13 C12 . . . . 1.7(3) ?
C7 C8 C13 C12 . . . . -179.52(17) ?
C11 O2 C16 C17 . . . . -169.54(16) ?
C18 O4 C17 O3 . . . . 3.8(3) ?
C18 O4 C17 C16 . . . . -174.0(2) ?
O2 C16 C17 O3 . . . . 32.4(3) ?
O2 C16 C17 O4 . . . . -149.82(18) ?
C17 O4 C18 C19 . . . . -165.9(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24743618
