#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/07/2010753.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_2010753
loop_
_publ_author_name
'Kumaradhas, P'
'Levendis, D. C.'
'Koritsanszky, T.'
_publ_section_title
;
 The low-temperature study of <small>D</small>- and
 <small>DL</small>-camphoric anhydride
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e103
_journal_page_last               e104
_journal_paper_doi               10.1107/S0108270100001840
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          'C10 H14 O3'
_chemical_formula_structural     'C10 H14 O3'
_chemical_formula_sum            'C10 H14 O3'
_chemical_formula_weight         182.21
_chemical_name_systematic
' (1R)-1,8,8-Trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.4262(3)
_cell_length_b                   11.0841(4)
_cell_length_c                   12.9142(5)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      29.9
_cell_measurement_theta_min      2.42
_cell_volume                     919.86(6)
_computing_cell_refinement       'SAINT-Plus (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1997)'
_computing_publication_material  'SHELXL97 and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Shelsrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_detector_area_resol_mean .75
_diffrn_measurement_device_type  'Brukers SMART CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .021
_diffrn_reflns_av_sigmaI/netI    .0072
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            11128
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         2.42
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    .096
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Rectangular block'
_exptl_crystal_F_000             392
_exptl_crystal_size_max          .45
_exptl_crystal_size_mid          .4
_exptl_crystal_size_min          .3
_refine_diff_density_max         .20
_refine_diff_density_min         -.20
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_all   1.109
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         1103
_refine_ls_R_factor_all          .029
_refine_ls_R_factor_gt           .029
_refine_ls_shift/su_max          .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0548P)²+0.088P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      cal
_refine_ls_wR_factor_all         .073
_refine_ls_wR_factor_ref         .072
_reflns_number_gt                1090
_reflns_number_total             1103
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qb0154.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Changing the _atom_site_occupancy data item value from '.' to '1'
 for all fully occupied atom sites.

 Antanas Vaitkus,
 2017-02-10

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_site_refinement_flags' value 'd' changed to 'D'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (27 times).

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 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_site_refinement_flags' value 'd' changed to 'D'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (27
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2010753
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 -.41254(15) -.42254(9) -.05444(7) .0212(2) Uani 1 1 D 1 . . O
O2 -.40437(18) -.55783(11) .07026(8) .0304(3) Uani 1 1 D 1 . . O
O3 -.44800(17) -.31127(9) -.19501(8) .0278(3) Uani 1 1 D 1 . . O
C1 -.0790(2) -.53040(11) -.02361(9) .0180(3) Uani 1 1 D 1 . . C
C2 -.3068(2) -.51016(12) .00295(10) .0203(3) Uani 1 1 D 1 . . C
C3 -.3326(2) -.37385(11) -.14613(10) .0188(3) Uani 1 1 D 1 . . C
C4 -.1093(2) -.40161(11) -.16907(10) .0182(3) Uani 1 1 D 1 . . C
C5 .0244(2) -.32934(12) -.09029(11) .0222(3) Uani 1 1 D 1 . . C
C6 .0370(2) -.41185(13) .00581(10) .0220(3) Uani 1 1 D 1 . . C
C7 -.0623(2) -.53546(11) -.14420(10) .0169(3) Uani 1 1 D 1 . . C
C8 -.2144(2) -.62333(12) -.19523(11) .0215(3) Uani 1 1 D 1 . . C
C9 .1590(2) -.56685(13) -.17943(11) .0234(3) Uani 1 1 D 1 . . C
C10 .0023(3) -.64059(14) .03417(12) .0277(3) Uani 1 1 D 1 . . C
H4 -.085(3) -.3795(14) -.2394(12) .018(4) Uiso 1 1 D 1 . . H
H5A -.037(3) -.2486(16) -.0755(12) .024(4) Uiso 1 1 D 1 . . H
H5B .163(3) -.3184(16) -.1179(15) .030(5) Uiso 1 1 D 1 . . H
H6A .176(3) -.4320(17) .0221(15) .029(4) Uiso 1 1 D 1 . . H
H6B -.027(3) -.3731(15) .0682(13) .025(4) Uiso 1 1 D 1 . . H
H8A -.204(3) -.6164(16) -.2674(14) .030(5) Uiso 1 1 D 1 . . H
H8B -.359(3) -.6087(18) -.1756(16) .032(5) Uiso 1 1 D 1 . . H
H8C -.181(3) -.7091(16) -.1742(13) .026(4) Uiso 1 1 D 1 . . H
H9A .254(3) -.5216(18) -.1463(15) .029(5) Uiso 1 1 D 1 . . H
H9B .166(3) -.5510(16) -.2549(15) .032(5) Uiso 1 1 D 1 . . H
H9C .188(3) -.6552(18) -.1664(14) .033(5) Uiso 1 1 D 1 . . H
H10A .160(3) -.6431(16) .0231(14) .028(4) Uiso 1 1 D 1 . . H
H10B -.061(3) -.7154(16) .0084(15) .031(5) Uiso 1 1 D 1 . . H
H10C -.021(3) -.6309(17) .1076(16) .037(5) Uiso 1 1 D 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .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
_geom_angle_publ_flag
C2 O1 C3 122.57(10) yes
C2 C1 C10 109.75(12) yes
C2 C1 C6 106.34(10) yes
C10 C1 C6 113.12(11) yes
C2 C1 C7 107.25(10) yes
C10 C1 C7 115.84(11) yes
C6 C1 C7 103.91(10) yes
O2 C2 O1 115.95(13) yes
O2 C2 C1 127.18(13) yes
O1 C2 C1 116.81(11) yes
O3 C3 O1 116.31(13) yes
O3 C3 C4 127.52(13) yes
O1 C3 C4 116.10(11) yes
C3 C4 C7 110.07(11) yes
C3 C4 C5 107.13(10) yes
C7 C4 C5 104.49(10) yes
C3 C4 H4 107.1(11) no
C7 C4 H4 114.3(10) no
C5 C4 H4 113.5(10) no
C6 C5 C4 104.47(10) yes
C6 C5 H5A 113.5(9) no
C4 C5 H5A 111.8(10) no
C6 C5 H5B 108.8(11) no
C4 C5 H5B 109.4(12) no
H5A C5 H5B 108.7(15) no
C5 C6 C1 106.17(10) yes
C5 C6 H6A 111.7(12) no
C1 C6 H6A 107.9(12) no
C5 C6 H6B 111.8(10) no
C1 C6 H6B 111.3(10) no
H6A C6 H6B 108.0(16) no
C8 C7 C9 108.70(11) yes
C8 C7 C4 113.34(11) yes
C9 C7 C4 109.70(11) yes
C8 C7 C1 114.11(11) yes
C9 C7 C1 111.59(11) yes
C4 C7 C1 99.15(10) yes
C7 C8 H8A 109.3(12) no
C7 C8 H8B 113.0(12) no
H8A C8 H8B 108.3(17) no
C7 C8 H8C 110.3(11) no
H8A C8 H8C 109.1(15) no
H8B C8 H8C 106.8(16) no
C7 C9 H9A 111.2(13) no
C7 C9 H9B 107.2(12) no
H9A C9 H9B 109.7(17) no
C7 C9 H9C 110.0(12) no
H9A C9 H9C 109.7(18) no
H9B C9 H9C 109.1(16) no
C1 C10 H10A 107.0(10) no
C1 C10 H10B 111.6(11) no
H10A C10 H10B 109.9(16) no
C1 C10 H10C 109.8(12) no
H10A C10 H10C 106.9(17) no
H10B C10 H10C 111.4(17) no
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 . 1.3980(17) yes
O1 C3 . 1.3989(16) yes
O2 C2 . 1.1950(17) yes
O3 C3 . 1.1954(17) yes
C1 C2 . 1.5201(19) yes
C1 C10 . 1.5236(18) yes
C1 C6 . 1.5578(18) yes
C1 C7 . 1.5620(17) yes
C3 C4 . 1.4975(19) yes
C4 C7 . 1.5478(17) yes
C4 C5 . 1.5541(18) yes
C4 H4 . .954(16) no
C5 C6 . 1.544(2) yes
C5 H5A . .995(18) no
C5 H5B . .97(2) no
C6 H6A . .94(2) no
C6 H6B . 1.001(18) no
C7 C8 . 1.5293(19) yes
C7 C9 . 1.5327(18) yes
C8 H8A . .938(18) no
C8 H8B . .98(2) no
C8 H8C . 1.012(18) no
C9 H9A . .90(2) no
C9 H9B . .992(19) no
C9 H9C . 1.01(2) no
C10 H10A . 1.03(2) no
C10 H10B . .981(18) no
C10 H10C . .97(2) no
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
C3 O1 C2 O2 -168.79(11) no
C3 O1 C2 C1 13.84(16) yes
C10 C1 C2 O2 11.46(18) no
C6 C1 C2 O2 -111.22(15) no
C7 C1 C2 O2 138.08(14) no
C10 C1 C2 O1 -171.50(12) no
C6 C1 C2 O1 65.82(13) no
C7 C1 C2 O1 -44.88(14) yes
C2 O1 C3 O3 170.88(12) no
C2 O1 C3 C4 -11.85(16) yes
O3 C3 C4 C7 -140.87(13) no
O1 C3 C4 C7 42.21(14) yes
O3 C3 C4 C5 106.09(14) no
O1 C3 C4 C5 -70.82(13) no
C3 C4 C5 C6 86.25(13) no
C7 C4 C5 C6 -30.53(14) no
C4 C5 C6 C1 2.99(14) no
C2 C1 C6 C5 -87.82(12) no
C10 C1 C6 C5 151.64(12) no
C7 C1 C6 C5 25.19(13) no
C3 C4 C7 C8 51.86(14) no
C5 C4 C7 C8 166.59(11) no
C3 C4 C7 C9 173.55(10) no
C5 C4 C7 C9 -71.72(12) no
C3 C4 C7 C1 -69.48(12) yes
C5 C4 C7 C1 45.25(13) no
C2 C1 C7 C8 -51.26(14) no
C10 C1 C7 C8 71.67(16) no
C6 C1 C7 C8 -163.62(11) no
C2 C1 C7 C9 -174.95(11) no
C10 C1 C7 C9 -52.02(16) no
C6 C1 C7 C9 72.69(13) no
C2 C1 C7 C4 69.52(12) yes
C10 C1 C7 C4 -167.55(11) no
C6 C1 C7 C4 -42.84(12) no
C2 C1 C10 H10A -171.33(1.13) no
C2 C1 C10 H10B 68.40(1.21) no
C2 C1 C10 H10C -55.66(1.30) no
C6 C1 C10 H10A -52.75(1.14) no
C6 C1 C10 H10B -173.02(1.21) no
C6 C1 C10 H10C 62.92(1.30) no
C7 C1 C10 H10A 67.07(1.14) no
C7 C1 C10 H10B -53.20(1.21) no
C7 C1 C10 H10C -177.26(1.29) no
C3 C4 C5 H5A -36.94(1.10) no
C3 C4 C5 H5B -157.36(1.23) no
C7 C4 C5 H5A -153.71(1.09) no
C7 C4 C5 H5B 85.87(1.23) no
H4 C4 C5 C6 -155.76(1.08) no
H4 C4 C5 H5A 81.06(1.54) no
H4 C4 C5 H5B -39.36(1.64) no
H4 C4 C7 C1 169.98(1.09) no
H4 C4 C7 C8 -68.68(1.09) no
H4 C4 C7 C9 53.01(1.09) no
C4 C5 C6 H6A 120.33(1.31) no
C4 C5 C6 H6B -118.51(1.10) no
H5A C5 C6 C1 125.02(1.11) no
H5A C5 C6 H6A -117.64(1.72) no
H5A C5 C6 H6B 3.53(1.57) no
H5B C5 C6 C1 -113.79(1.23) no
H5B C5 C6 H6B 124.72(1.65) no
H5B C5 C6 H6A 3.55(1.80) no
C1 C7 C8 H8A 174.94(1.24) no
C1 C7 C8 H8B 54.35(1.35) no
C1 C7 C8 H8C -65.09(1.11) no
C4 C7 C8 H8A 62.43(1.24) no
C4 C7 C8 H8B -58.15(1.35) no
C4 C7 C8 H8C -177.59(1.10) no
C9 C7 C8 H8A -59.82(1.24) no
C9 C7 C8 H8B 179.59(1.34) no
C9 C7 C8 H8C 60.15(1.11) no
C1 C7 C9 H9A -47.90(1.37) no
C1 C7 C9 H9B -167.79(1.18) no
C1 C7 C9 H9C 73.76(1.22) no
C4 C7 C9 H9A 60.97(1.37) no
C4 C7 C9 H9B -58.93(1.18) no
C4 C7 C9 H9C -177.37(1.22) no
C8 C7 C9 H9A -174.60(1.37) no
C8 C7 C9 H9B 65.50(1.18) no
C8 C7 C9 H9C -52.94(1.23) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9632893
