#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/46/2004632.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_2004632
loop_
_publ_author_name
'Bidyasagar, M.'
'Ravikumar, K.'
'Hassan, S. J.'
'Yadav, J. S.'
_publ_section_title
;Methyl
 3-(RS)-Hydroxy-4-[(RS)-3,4,5,6-tetrahydro-2H-2-pyranyloxy]cyclohexanecarboxylate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              687
_journal_page_last               689
_journal_paper_doi               10.1107/S0108270195011991
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C13 H22 O5'
_chemical_formula_weight         258.3
_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_type_scat_source           'SHELXTL-Plus (Sheldrick, 1991)'
_cell_angle_alpha                94.81(2)
_cell_angle_beta                 117.76(2)
_cell_angle_gamma                114.16(2)
_cell_formula_units_Z            2
_cell_length_a                   9.458(1)
_cell_length_b                   9.644(1)
_cell_length_c                   9.889(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      13
_cell_measurement_theta_min      8
_cell_volume                     684.9(3)
_computing_cell_refinement       'R3m/V software'
_computing_data_collection       'R3m/V software'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1991)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement  SHELXTL-Plus
_computing_structure_solution    SHELXTL-Plus
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1979
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.861
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1519
_refine_ls_R_factor_obs          0.053
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0721F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.060
_reflns_number_observed          1519
_reflns_number_total             1937
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            kh1053.cif
_cod_data_source_block           kh1053a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+0.0721F^2^]' 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^(F)+0.0721F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2004632
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) -.0429(3) 1.2225(3) .1778(3) .062(1)
O(2) .2412(2) 1.3793(2) .2390(2) .058(1)
O(3) .4204(3) 1.1236(2) .7119(2) .065(1)
O(4) .2711(2) .7894(2) .4992(3) .045(1)
O(5) .4631(2) .8645(2) .7749(2) .047(1)
C(1) .1950(3) .8938(3) .4551(3) .041(1)
C(2) .1023(3) .8500(3) .2727(3) .050(1)
C(3) .0204(3) .9560(3) .2077(3) .055(1)
C(4) .1784(3) 1.1340(3) .2913(3) .042(1)
C(5) .2684(3) 1.1800(3) .4750(3) .045(1)
C(6) .3450(3) 1.0726(3) .5425(2) .042(1)
C(7) .1089(3) 1.2455(3) .2289(3) .049(1)
C(8) .1919(4) 1.4945(3) .1810(3) .072(1)
C(9) .2857(3) .7438(2) .6344(3) .039(1)
C(10) .2743(3) .5813(3) .6105(3) .052(1)
C(11) .3056(3) .5342(3) .7609(3) .058(1)
C(12) .4861(4) .6673(3) .9118(3) .057(1)
C(13) .4909(3) .8272(3) .9206(3) .053(1)
H(3A) .4418 1.0539 .7505 .080
H(1A) .1048 .8727 .4822 .080
H(2A) .0053 .7386 .2211 .080
H(2B) .1919 .8630 .2467 .080
H(3B) -.0698 .9433 .2328 .080
H(3C) -.0392 .9262 .0919 .080
H(4A) .2703 1.1450 .2690 .080
H(5A) .1762 1.1669 .4975 .080
H(5B) .3657 1.2913 .5278 .080
H(6A) .4431 1.0904 .5269 .080
H(8A) .2985 1.5847 .1953 .080
H(8B) .0936 1.4454 .0679 .080
H(8C) .1515 1.5313 .2418 .080
H(9A) .1880 .7368 .6462 .080
H(10A) .3702 .5895 .5953 .080
H(10B) .1565 .5008 .5153 .080
H(11A) .3049 .4340 .7492 .080
H(11B) .2055 .5198 .7722 .080
H(12A) .5868 .6754 .9044 .080
H(12B) .5006 .6417 1.0075 .080
H(13A) .3948 .8212 .9343 .080
H(13B) .6082 .9123 1.0127 .080
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
C(7) O(2) C(8) 117.3(2) yes
C(9) O(5) C(13) 111.3(2) yes
O(4) C(1) C(6) 112.0(2) yes
C(3) C(4) C(7) 111.5(2) yes
O(3) C(6) C(1) 113.0(2) yes
O(1) C(7) O(2) 122.2(3) yes
O(2) C(7) C(4) 111.8(2) yes
O(4) C(9) C(10) 108.4(2) yes
O(5) C(13) C(12) 111.5(2) yes
C(1) O(4) C(9) 118.2(2) yes
O(4) C(1) C(2) 105.4(2) yes
C(3) C(4) C(5) 109.4(2) yes
C(5) C(4) C(7) 110.2(2) yes
O(3) C(6) C(5) 106.4(2) yes
O(1) C(7) C(4) 126.1(3) yes
O(4) C(9) O(5) 107.3(2) yes
O(5) C(9) C(10) 110.1(2) yes
C(1) C(2) C(3) 111.7(2) no
C(1) C(6) C(5) 111.3(2) no
C(10) C(11) C(12) 110.6(2) no
C(2) C(1) C(6) 111.0(2) no
C(2) C(3) C(4) 108.5(2) no
C(4) C(5) C(6) 111.5(2) no
C(9) C(10) C(11) 110.0(2) no
C(11) C(12) C(13) 109.9(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(7) 1.188(4) yes
O(2) C(8) 1.437(4) yes
O(4) C(1) 1.448(4) yes
O(5) C(9) 1.435(2) yes
C(4) C(7) 1.510(4) yes
O(2) C(7) 1.334(3) yes
O(3) C(6) 1.421(3) yes
O(4) C(9) 1.406(3) yes
O(5) C(13) 1.444(3) yes
C(9) C(10) 1.517(4) yes
C(1) C(2) 1.515(3) no
C(2) C(3) 1.535(4) no
C(4) C(5) 1.529(3) no
C(5) C(6) 1.524(4) no
C(10) C(11) 1.523(4) no
C(12) C(13) 1.518(4) no
C(1) C(6) 1.529(3) no
C(3) C(4) 1.541(3) no
C(11) C(12) 1.517(3) no
