#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/09/2220916.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_2220916
loop_
_publ_author_name
'Zhuang, Ling-hua'
'Wang, Guo-wei'
_publ_section_title
;
 Dimethyl 4,4-diacetylheptanedioate
;
_journal_coeditor_code           SJ2570
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o220
_journal_paper_doi               10.1107/S1600536808043705
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C13 H20 O6'
_chemical_formula_moiety         'C13 H20 O6'
_chemical_formula_sum            'C13 H20 O6'
_chemical_formula_weight         272.29
_chemical_name_systematic
;
Dimethyl 4,4-diacetylheptanedioate
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 107.35(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.402(2)
_cell_length_b                   8.6910(17)
_cell_length_c                   14.845(3)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      8
_cell_volume                     1404.1(5)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2531
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        9
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_correction_T_min  0.9701
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.250
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2531
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1P)²+1.5P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1633
_refine_ls_wR_factor_ref         0.2020
_reflns_number_gt                1783
_reflns_number_total             2531
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2570.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               2220916
_cod_database_fobs_code          2220916
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_disorder_assembly
_atom_site_disorder_group
O O1 1.1970(2) -0.2798(3) 0.80271(19) 0.0587(7) Uani d . 1 . .
O O2 1.1274(2) -0.0419(2) 0.80976(18) 0.0552(7) Uani d . 1 . .
O O3 0.5191(2) -0.3553(3) 0.66776(18) 0.0646(7) Uani d . 1 . .
O O4 0.5065(2) -0.1212(3) 0.60519(17) 0.0585(7) Uani d . 1 . .
O O5 0.7976(2) 0.0496(2) 0.94983(17) 0.0506(6) Uani d . 1 . .
O O6 0.8453(2) -0.4676(2) 0.96422(18) 0.0567(7) Uani d . 1 . .
C C1 1.2919(4) -0.2184(5) 0.7683(3) 0.0710(12) Uani d . 1 . .
H H1A 1.3430 -0.3006 0.7586 0.106 Uiso calc R 1 . .
H H1B 1.3407 -0.1472 0.8136 0.106 Uiso calc R 1 . .
H H1C 1.2556 -0.1660 0.7097 0.106 Uiso calc R 1 . .
C C2 1.1177(3) -0.1782(3) 0.8194(2) 0.0401(7) Uani d . 1 . .
C C3 1.0191(3) -0.2557(3) 0.8502(2) 0.0408(7) Uani d . 1 . .
H H3A 1.0564 -0.3225 0.9033 0.049 Uiso calc R 1 . .
H H3B 0.9697 -0.3190 0.7991 0.049 Uiso calc R 1 . .
C C4 0.9365(2) -0.1393(3) 0.8785(2) 0.0360(7) Uani d . 1 . .
H H4A 0.9057 -0.0673 0.8269 0.043 Uiso calc R 1 . .
H H4B 0.9858 -0.0814 0.9324 0.043 Uiso calc R 1 . .
C C5 0.4002(3) -0.1660(5) 0.5299(3) 0.0597(10) Uani d . 1 . .
H H5A 0.3724 -0.0805 0.4881 0.089 Uiso calc R 1 . .
H H5B 0.3361 -0.1974 0.5557 0.089 Uiso calc R 1 . .
H H5C 0.4211 -0.2501 0.4957 0.089 Uiso calc R 1 . .
C C6 0.5572(3) -0.2265(4) 0.6703(2) 0.0430(7) Uani d . 1 . .
C C7 0.6632(3) -0.1613(4) 0.7454(2) 0.0513(8) Uani d . 1 . .
H H7A 0.6340 -0.0785 0.7769 0.062 Uiso calc R 1 . .
H H7B 0.7214 -0.1179 0.7163 0.062 Uiso calc R 1 . .
C C8 0.7290(3) -0.2793(3) 0.8186(2) 0.0413(7) Uani d . 1 . .
H H8A 0.7683 -0.3542 0.7887 0.050 Uiso calc R 1 . .
H H8B 0.6686 -0.3333 0.8410 0.050 Uiso calc R 1 . .
C C9 0.6618(3) -0.1291(4) 0.9838(3) 0.0582(9) Uani d . 1 . .
H H9A 0.6315 -0.0401 1.0081 0.087 Uiso calc R 1 . .
H H9B 0.6907 -0.2033 1.0334 0.087 Uiso calc R 1 . .
H H9C 0.5967 -0.1734 0.9338 0.087 Uiso calc R 1 . .
C C10 0.7649(3) -0.0831(4) 0.9467(2) 0.0393(7) Uani d . 1 . .
C C11 0.9581(3) -0.2844(4) 1.0738(2) 0.0539(9) Uani d . 1 . .
H H11A 0.9808 -0.3720 1.1146 0.081 Uiso calc R 1 . .
H H11B 0.9172 -0.2102 1.1018 0.081 Uiso calc R 1 . .
H H11C 1.0305 -0.2389 1.0648 0.081 Uiso calc R 1 . .
C C12 0.8733(3) -0.3344(3) 0.9802(2) 0.0394(7) Uani d . 1 . .
C C13 0.8265(2) -0.2094(3) 0.9038(2) 0.0341(6) 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C1 . . 116.4(3) ?
C6 O4 C5 . . 117.5(3) ?
O1 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O2 C2 O1 . . 122.5(3) ?
O2 C2 C3 . . 125.8(3) ?
O1 C2 C3 . . 111.8(3) ?
C2 C3 C4 . . 111.6(2) ?
C2 C3 H3A . . 109.3 ?
C4 C3 H3A . . 109.3 ?
C2 C3 H3B . . 109.3 ?
C4 C3 H3B . . 109.3 ?
H3A C3 H3B . . 108.0 ?
C3 C4 C13 . . 114.8(2) ?
C3 C4 H4A . . 108.6 ?
C13 C4 H4A . . 108.6 ?
C3 C4 H4B . . 108.6 ?
C13 C4 H4B . . 108.6 ?
H4A C4 H4B . . 107.5 ?
O4 C5 H5A . . 109.5 ?
O4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
O4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
O3 C6 O4 . . 123.0(3) ?
O3 C6 C7 . . 125.7(3) ?
O4 C6 C7 . . 111.2(3) ?
C6 C7 C8 . . 113.3(3) ?
C6 C7 H7A . . 108.9 ?
C8 C7 H7A . . 108.9 ?
C6 C7 H7B . . 108.9 ?
C8 C7 H7B . . 108.9 ?
H7A C7 H7B . . 107.7 ?
C7 C8 C13 . . 113.8(2) ?
C7 C8 H8A . . 108.8 ?
C13 C8 H8A . . 108.8 ?
C7 C8 H8B . . 108.8 ?
C13 C8 H8B . . 108.8 ?
H8A C8 H8B . . 107.7 ?
C10 C9 H9A . . 109.5 ?
C10 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C10 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
O5 C10 C9 . . 120.6(3) ?
O5 C10 C13 . . 121.5(3) ?
C9 C10 C13 . . 117.9(3) ?
C12 C11 H11A . . 109.5 ?
C12 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C12 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O6 C12 C11 . . 121.3(3) ?
O6 C12 C13 . . 121.1(3) ?
C11 C12 C13 . . 117.5(3) ?
C8 C13 C4 . . 113.4(2) ?
C8 C13 C10 . . 108.4(2) ?
C4 C13 C10 . . 108.9(2) ?
C8 C13 C12 . . 109.4(2) ?
C4 C13 C12 . . 109.2(2) ?
C10 C13 C12 . . 107.3(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 C2 . 1.339(4) ?
O1 C1 . 1.430(4) ?
O2 C2 . 1.202(4) ?
O3 C6 . 1.197(4) ?
O4 C6 . 1.331(4) ?
O4 C5 . 1.436(4) ?
O5 C10 . 1.209(4) ?
O6 C12 . 1.206(4) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.495(4) ?
C3 C4 . 1.524(4) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C13 . 1.539(4) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 C7 . 1.491(4) ?
C7 C8 . 1.519(4) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C13 . 1.538(4) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.494(4) ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 C13 . 1.540(4) ?
C11 C12 . 1.501(5) ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 C13 . 1.546(4) ?
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
C4 H4B O5 3_757 0.97 2.58 3.418(4) 144.7
C3 H3B O2 2_746 0.97 2.55 3.500(4) 165.1
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
C1 O1 C2 O2 . . . . -2.7(5) ?
C1 O1 C2 C3 . . . . 177.0(3) ?
O2 C2 C3 C4 . . . . -5.9(4) ?
O1 C2 C3 C4 . . . . 174.3(3) ?
C2 C3 C4 C13 . . . . 175.5(2) ?
C5 O4 C6 O3 . . . . 0.9(5) ?
C5 O4 C6 C7 . . . . -177.8(3) ?
O3 C6 C7 C8 . . . . 4.6(5) ?
O4 C6 C7 C8 . . . . -176.7(3) ?
C6 C7 C8 C13 . . . . -171.8(3) ?
C7 C8 C13 C4 . . . . -66.3(3) ?
C7 C8 C13 C10 . . . . 54.8(3) ?
C7 C8 C13 C12 . . . . 171.5(3) ?
C3 C4 C13 C8 . . . . -68.8(3) ?
C3 C4 C13 C10 . . . . 170.5(2) ?
C3 C4 C13 C12 . . . . 53.6(3) ?
O5 C10 C13 C8 . . . . -118.2(3) ?
C9 C10 C13 C8 . . . . 61.1(3) ?
O5 C10 C13 C4 . . . . 5.6(4) ?
C9 C10 C13 C4 . . . . -175.1(3) ?
O5 C10 C13 C12 . . . . 123.7(3) ?
C9 C10 C13 C12 . . . . -57.0(3) ?
O6 C12 C13 C8 . . . . 9.0(4) ?
C11 C12 C13 C8 . . . . -172.9(3) ?
O6 C12 C13 C4 . . . . -115.7(3) ?
C11 C12 C13 C4 . . . . 62.4(3) ?
O6 C12 C13 C10 . . . . 126.4(3) ?
C11 C12 C13 C10 . . . . -55.5(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 469676
