#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/48/2204883.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_2204883
loop_
_publ_author_name
'Hartung, Jens'
'Svoboda, Ingrid'
'Schmidt, Philipp'
'Pfeiffer, Matthias'
_publ_section_title
;
 2,2-Dimethyl-5-oxo-2,3,4,5-tetrahydrofuran-3-yl benzoate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o35
_journal_page_last               o36
_journal_paper_doi               10.1107/S1600536804031587
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C13 H14 O4'
_chemical_formula_moiety         'C13 H14 O4'
_chemical_formula_sum            'C13 H14 O4'
_chemical_formula_weight         234.24
_chemical_name_common
;
5,5-Dimethyl-2-oxo-tetrahydrofuran-3-yl benzoate
;
_chemical_name_systematic
;
2,2-Dimethyl-5-oxo-2,3,4,5-tetrahydrofuran-3-yl 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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.8710(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.811(2)
_cell_length_b                   5.4155(5)
_cell_length_c                   20.210(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     1169.1(4)
_computing_cell_refinement       'CAD4 Diffractometer Control Software'
_computing_data_collection
'CAD-4 Diffractometer Control Software (Enraf-Nonius, 1993)'
_computing_data_reduction        'CAD4 Diffractometer Control Software'
_computing_molecular_graphics
'PLATON (Spek, 2002) and ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0571
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2926
_diffrn_reflns_theta_full        22.46
_diffrn_reflns_theta_max         22.46
_diffrn_reflns_theta_min         3.00
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0391
_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)+(0.0441P)²+0.1845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                1179
_reflns_number_total             1512
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl6132.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2204883
_cod_database_fobs_code          2204883
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_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_type_symbol
C2 0.2058(2) 0.1333(4) 0.94864(12) 0.0249(6) Uani d . 1 C
C3 0.22732(19) 0.2678(4) 0.88466(12) 0.0235(6) Uani d . 1 C
H4 0.2212 0.4509 0.8898 0.028 Uiso calc R 1 H
C4 0.1239(2) 0.1712(4) 0.83195(13) 0.0289(6) Uani d . 1 C
H3A 0.0510 0.2839 0.8263 0.035 Uiso calc R 1 H
H3B 0.1537 0.1524 0.7883 0.035 Uiso calc R 1 H
C5 0.0903(2) -0.0753(4) 0.85849(12) 0.0272(6) Uani d . 1 C
C6 0.3220(2) 0.0529(5) 0.99407(12) 0.0326(6) Uani d . 1 C
H6A 0.3735 0.1978 1.0085 0.039 Uiso calc R 1 H
H6B 0.3696 -0.0610 0.9700 0.039 Uiso calc R 1 H
H6C 0.2986 -0.0304 1.0334 0.039 Uiso calc R 1 H
C7 0.1174(2) 0.2820(5) 0.98468(13) 0.0377(7) Uani d . 1 C
H7A 0.0371 0.3025 0.9553 0.045 Uiso calc R 1 H
H7B 0.1540 0.4446 0.9965 0.045 Uiso calc R 1 H
H7C 0.1041 0.1949 1.0255 0.045 Uiso calc R 1 H
C8 0.4417(2) 0.3579(4) 0.87954(12) 0.0255(6) Uani d . 1 C
C9 0.55343(19) 0.2788(4) 0.85110(11) 0.0223(5) Uani d . 1 C
C10 0.6580(2) 0.4322(4) 0.86110(12) 0.0277(6) Uani d . 1 C
H10 0.6567 0.5786 0.8869 0.033 Uiso calc R 1 H
C11 0.7632(2) 0.3729(5) 0.83383(13) 0.0342(6) Uani d . 1 C
H11 0.8341 0.4789 0.8405 0.041 Uiso calc R 1 H
C12 0.7658(2) 0.1598(5) 0.79682(13) 0.0330(6) Uani d . 1 C
H12 0.8382 0.1198 0.7777 0.040 Uiso calc R 1 H
C13 0.6629(2) 0.0040(5) 0.78747(12) 0.0294(6) Uani d . 1 C
H13 0.6654 -0.1441 0.7625 0.035 Uiso calc R 1 H
C14 0.5569(2) 0.0633(4) 0.81435(11) 0.0264(6) Uani d . 1 C
H14 0.4864 -0.0434 0.8077 0.032 Uiso calc R 1 H
O1 0.13867(14) -0.0946(3) 0.92346(8) 0.0285(4) Uani d . 1 O
O2 0.02914(15) -0.2384(3) 0.82908(9) 0.0389(5) Uani d . 1 O
O3 0.34472(13) 0.1986(3) 0.86410(8) 0.0256(4) Uani d . 1 O
O4 0.43509(15) 0.5420(3) 0.91170(9) 0.0431(5) Uani d . 1 O
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
O1 C2 C6 106.72(18)
O1 C2 C7 107.19(18)
C6 C2 C7 112.9(2)
O1 C2 C3 103.66(17)
C6 C2 C3 115.59(19)
C7 C2 C3 109.96(19)
O3 C3 C4 107.11(18)
O3 C3 C2 111.96(17)
C4 C3 C2 103.74(18)
O3 C3 H4 111.2
C4 C3 H4 111.2
C2 C3 H4 111.2
C5 C4 C3 104.41(19)
C5 C4 H3A 110.9
C3 C4 H3A 110.9
C5 C4 H3B 110.9
C3 C4 H3B 110.9
H3A C4 H3B 108.9
O2 C5 O1 121.9(2)
O2 C5 C4 128.3(2)
O1 C5 C4 109.8(2)
C2 C6 H6A 109.5
C2 C6 H6B 109.5
H6A C6 H6B 109.5
C2 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C2 C7 H7A 109.5
C2 C7 H7B 109.5
H7A C7 H7B 109.5
C2 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
O4 C8 O3 123.1(2)
O4 C8 C9 124.9(2)
O3 C8 C9 112.0(2)
C14 C9 C10 119.4(2)
C14 C9 C8 122.9(2)
C10 C9 C8 117.7(2)
C11 C10 C9 120.4(2)
C11 C10 H10 119.8
C9 C10 H10 119.8
C10 C11 C12 120.0(2)
C10 C11 H11 120.0
C12 C11 H11 120.0
C11 C12 C13 120.1(2)
C11 C12 H12 119.9
C13 C12 H12 119.9
C14 C13 C12 120.1(2)
C14 C13 H13 119.9
C12 C13 H13 119.9
C13 C14 C9 120.0(2)
C13 C14 H14 120.0
C9 C14 H14 120.0
C5 O1 C2 111.60(17)
C8 O3 C3 116.81(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 O1 1.482(3)
C2 C6 1.502(3)
C2 C7 1.519(3)
C2 C3 1.533(3)
C3 O3 1.445(3)
C3 C4 1.514(3)
C3 H4 1.0000
C4 C5 1.504(3)
C4 H3A 0.9900
C4 H3B 0.9900
C5 O2 1.204(3)
C5 O1 1.340(3)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 O4 1.198(3)
C8 O3 1.356(3)
C8 C9 1.479(3)
C9 C14 1.387(3)
C9 C10 1.392(3)
C10 C11 1.376(3)
C10 H10 0.9500
C11 C12 1.378(3)
C11 H11 0.9500
C12 C13 1.385(3)
C12 H12 0.9500
C13 C14 1.380(3)
C13 H13 0.9500
C14 H14 0.9500
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
O1 C2 C3 O3 -90.1(2)
C6 C2 C3 O3 26.3(3)
C7 C2 C3 O3 155.54(19)
O1 C2 C3 C4 25.0(2)
C6 C2 C3 C4 141.4(2)
C7 C2 C3 C4 -89.3(2)
O3 C3 C4 C5 94.4(2)
C2 C3 C4 C5 -24.2(2)
C3 C4 C5 O2 -165.7(2)
C3 C4 C5 O1 14.8(2)
O4 C8 C9 C14 179.7(2)
O3 C8 C9 C14 -1.3(3)
O4 C8 C9 C10 -1.5(4)
O3 C8 C9 C10 177.5(2)
C14 C9 C10 C11 1.1(3)
C8 C9 C10 C11 -177.7(2)
C9 C10 C11 C12 -0.5(4)
C10 C11 C12 C13 -0.5(4)
C11 C12 C13 C14 1.0(4)
C12 C13 C14 C9 -0.3(4)
C10 C9 C14 C13 -0.7(3)
C8 C9 C14 C13 178.0(2)
O2 C5 O1 C2 -177.8(2)
C4 C5 O1 C2 1.7(2)
C6 C2 O1 C5 -139.67(19)
C7 C2 O1 C5 99.1(2)
C3 C2 O1 C5 -17.2(2)
O4 C8 O3 C3 3.9(3)
C9 C8 O3 C3 -175.10(17)
C4 C3 O3 C8 146.34(19)
C2 C3 O3 C8 -100.6(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9065102
