#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011680.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_2011680
loop_
_publ_author_name
'Park, Young Ja'
'Lee, Bo Hyung'
_publ_section_title
;
 Sodium α-glucoheptonate dihydrate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              12
_journal_page_last               13
_journal_paper_doi               10.1107/S010827010001355X
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Na(C7 H13 O8)] , 2H2 O'
_chemical_formula_moiety         'Na + , C7 H13 O8 - , 2H2 O'
_chemical_formula_sum            'C7 H17 Na O10'
_chemical_formula_weight         284.20
_chemical_melting_point          437
_chemical_name_common            'Sodium glucoheptonate dihydrate'
_chemical_name_systematic
;
Sodium D-glycero-D-gulo-heptonate dihydrate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.940(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.1810(10)
_cell_length_b                   9.2000(10)
_cell_length_c                   10.6910(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      24.7
_cell_measurement_theta_min      15.7
_cell_volume                     592.51(13)
_computing_cell_refinement       'SET4 and CELDIM in CAD-4-PC Software'
_computing_data_collection       'CAD-4-PC Software (Enraf-Nonius, 1992)'
_computing_data_reduction        'WinGX (Farrugia, 1999)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     .71070
_diffrn_reflns_av_R_equivalents  .024
_diffrn_reflns_av_sigmaI/netI    .014
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1359
_diffrn_reflns_theta_full        25.98
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        2.2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .18
_exptl_absorpt_correction_T_max  .95
_exptl_absorpt_correction_T_min  .80
_exptl_absorpt_correction_type   '\y-scan (Ref?)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             300
_exptl_crystal_size_max          .65
_exptl_crystal_size_mid          .50
_exptl_crystal_size_min          .28
_refine_diff_density_max         .32
_refine_diff_density_min         -.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.28
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         1243
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.275
_refine_ls_R_factor_all          .033
_refine_ls_R_factor_gt           .032
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0568P)²+0.0911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .090
_reflns_number_gt                1206
_reflns_number_total             1243
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bk1543.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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.0911P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0568P)^2^+0.0911P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        592.40(10)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2011680
_cod_database_fobs_code          2011680
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Na .50300(17) -.82914(14) .30397(11) .0284(3) Uani d . 1 . . Na
C1 .8619(4) -.7430(3) .5456(2) .0193(5) Uani d . 1 . . C
O11 .9570(3) -.6907(2) .65415(19) .0268(5) Uani d . 1 . . O
O12 .7452(3) -.6739(2) .45629(19) .0250(4) Uani d . 1 . . O
C2 .8989(4) -.9062(3) .5270(2) .0179(5) Uani d . 1 . . C
O2 .8659(3) -.9316(2) .39176(18) .0219(4) Uani d . 1 . . O
C3 .7325(4) -.9961(3) .5813(2) .0194(5) Uani d . 1 . . C
O3 .5194(3) -.9323(2) .53688(19) .0255(5) Uani d . 1 . . O
C4 .7964(4) -1.0098(3) .7290(2) .0194(5) Uani d . 1 . . C
O4 .6066(4) -1.0484(3) .7767(2) .0260(4) Uani d . 1 . . O
C5 .9674(4) -1.1298(3) .7684(2) .0196(5) Uani d . 1 . . C
O5 .8656(3) -1.2633(2) .7196(2) .0249(4) Uani d . 1 . . O
C6 1.0565(5) -1.1453(3) .9139(2) .0235(6) Uani d . 1 . . C
O6 1.1765(4) -1.0152(3) .9563(2) .0325(5) Uani d . 1 . . O
C7 1.2053(5) -1.2773(4) .9474(3) .0272(6) Uani d . 1 . . C
O7 1.3955(3) -1.2710(3) .8923(2) .0331(5) Uani d . 1 . . O
OW1 .3615(5) -1.0636(3) .2207(2) .0345(5) Uani d . 1 . . O
OW2 1.3424(4) -.7989(3) .8050(3) .0412(6) Uani d . 1 . . O
H2 1.046(5) -.936(4) .568(3) .016(7) Uiso d . 1 . . H
H3 .739(5) -1.093(4) .547(3) .017(7) Uiso d . 1 . . H
H4 .854(5) -.920(4) .763(3) .011(6) Uiso d . 1 . . H
H5 1.092(5) -1.109(4) .729(3) .017(7) Uiso d . 1 . . H
H6 .929(5) -1.159(4) .954(3) .017(7) Uiso d . 1 . . H
H71 1.254(6) -1.290(5) 1.043(4) .037(10) Uiso d . 1 . . H
H72 1.121(6) -1.357(5) .918(4) .037(11) Uiso d . 1 . . H
H2O .922(8) -1.007(6) .385(4) .047(12) Uiso d . 1 . . H
H3O .440(7) -.991(6) .536(4) .041(12) Uiso d . 1 . . H
H4O .522(6) -.984(5) .771(4) .022(9) Uiso d . 1 . . H
H5O .946(7) -1.303(5) .692(4) .032(11) Uiso d . 1 . . H
H6O 1.232(7) -1.025(6) 1.032(5) .045(12) Uiso d . 1 . . H
H7O 1.450(7) -1.187(5) .914(4) .031(9) Uiso d . 1 . . H
H11W .268(10) -1.084(7) .257(6) .074(18) Uiso d . 1 . . H
H12W .440(12) -1.135(9) .212(7) .09(2) Uiso d . 1 . . H
H21W 1.221(7) -.768(5) .759(4) .038(10) Uiso d . 1 . . H
H22W 1.312(8) -.840(6) .856(5) .047(14) Uiso 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'
Na Na .0362 .0249 '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
O5 Na O7 2_656 2_756 106.99(9) ?
O5 Na O12 2_656 . 111.38(8) ?
O7 Na O12 2_756 . 102.43(8) ?
O5 Na O2 2_656 . 161.39(9) ?
O7 Na O2 2_756 . 91.43(8) ?
O12 Na O2 . . 65.68(7) ?
O5 Na OW1 2_656 . 85.84(9) ?
O7 Na OW1 2_756 . 91.21(9) ?
O12 Na OW1 . . 153.18(9) ?
O2 Na OW1 . . 91.31(9) ?
O5 Na O3 2_656 . 91.47(8) ?
O7 Na O3 2_756 . 161.39(9) ?
O12 Na O3 . . 71.95(8) ?
O2 Na O3 . . 70.02(7) ?
OW1 Na O3 . . 87.76(9) ?
O5 Na O4 2_656 2_656 63.54(8) ?
O7 Na O4 2_756 2_656 66.99(8) ?
O12 Na O4 . 2_656 74.28(7) ?
O2 Na O4 . 2_656 128.83(8) ?
OW1 Na O4 . 2_656 132.54(8) ?
O3 Na O4 . 2_656 125.80(8) ?
O5 Na C2 2_656 . 137.14(8) ?
O7 Na C2 2_756 . 114.31(8) ?
O12 Na C2 . . 49.60(7) ?
O2 Na C2 . . 26.76(6) ?
OW1 Na C2 . . 103.75(9) ?
O3 Na C2 . . 48.32(6) ?
O4 Na C2 2_656 . 123.50(8) ?
O5 Na C1 2_656 . 121.70(8) ?
O7 Na C1 2_756 . 113.27(8) ?
O12 Na C1 . . 21.55(7) ?
O2 Na C1 . . 49.44(7) ?
OW1 Na C1 . . 131.66(9) ?
O3 Na C1 . . 55.90(7) ?
O4 Na C1 2_656 . 95.77(8) ?
C2 Na C1 . . 28.73(7) ?
O12 C1 O11 . . 125.5(3) yes
O12 C1 C2 . . 118.7(2) yes
O11 C1 C2 . . 115.8(2) yes
O12 C1 Na . . 45.92(14) ?
O11 C1 Na . . 162.32(18) ?
C2 C1 Na . . 75.12(15) ?
C1 O12 Na . . 112.53(18) ?
O2 C2 C3 . . 109.7(2) yes
O2 C2 C1 . . 107.3(2) yes
C3 C2 C1 . . 110.3(2) yes
O2 C2 Na . . 49.47(11) ?
C3 C2 Na . . 86.16(14) ?
C1 C2 Na . . 76.16(15) ?
C2 O2 Na . . 103.77(14) ?
O3 C3 C2 . . 107.5(2) yes
O3 C3 C4 . . 112.4(2) yes
C2 C3 C4 . . 113.0(2) yes
C3 O3 Na . . 107.44(15) ?
O4 C4 C5 . . 107.3(2) yes
O4 C4 C3 . . 110.1(2) yes
C5 C4 C3 . . 110.1(2) yes
C4 O4 Na . 2_646 106.62(16) ?
O5 C5 C4 . . 107.6(2) yes
O5 C5 C6 . . 108.6(2) yes
C4 C5 C6 . . 114.6(2) yes
C5 O5 Na . 2_646 127.48(17) ?
O6 C6 C7 . . 110.6(2) yes
O6 C6 C5 . . 106.6(2) yes
C7 C6 C5 . . 112.0(2) yes
O7 C7 C6 . . 112.5(2) yes
C7 O7 Na . 2_746 139.22(19) ?
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
Na O5 2_656 2.316(2) yes
Na O7 2_756 2.382(3) yes
Na O12 . 2.416(2) yes
Na O2 . 2.420(2) yes
Na OW1 . 2.421(3) yes
Na O3 . 2.645(2) yes
Na O4 2_656 2.759(3) ?
Na C2 . 3.093(3) ?
Na C1 . 3.107(3) ?
C1 O12 . 1.235(3) yes
C1 O11 . 1.272(3) yes
C1 C2 . 1.538(4) yes
C2 O2 . 1.434(3) yes
C2 C3 . 1.532(3) yes
C3 O3 . 1.423(3) yes
C3 C4 . 1.545(4) yes
C4 O4 . 1.425(3) yes
C4 C5 . 1.521(4) yes
O4 Na 2_646 2.759(3) ?
C5 O5 . 1.425(3) yes
C5 C6 . 1.537(3) yes
O5 Na 2_646 2.316(2) ?
C6 O6 . 1.428(4) yes
C6 C7 . 1.517(4) yes
C7 O7 . 1.429(4) yes
O7 Na 2_746 2.382(3) ?
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
O2 H2O O11 2_746 .79(5) 1.93(5) 2.714(4) 173(4) y
O3 H3O O12 2_646 .73(5) 2.04(5) 2.771(4) 172(5) y
O4 H4O OW2 1_455 .78(5) 2.11(5) 2.872(4) 165(4) y
O5 H5O O2 2_746 .73(3) 2.01(3) 2.730(3) 172(4) y
O6 H6O OW1 1_656 .82(4) 2.02(4) 2.837(3) 176(3) y
O7 H7O O4 1_655 .85(6) 2.31(5) 2.854(4) 122(4) y
OW1 H11W O11 2_646 .79(4) 2.09(4) 2.865(3) 166(4) y
OW1 H12W OW2 2_746 .83(5) 2.06(5) 2.887(3) 175(4) y
OW2 H21W O11 . .85(4) 1.90(5) 2.747(3) 177(5) y
OW2 H22W O6 . .73(5) 2.20(5) 2.893(4) 160(5) 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_4
_geom_torsion
_geom_torsion_publ_flag
O5 Na C1 O12 2_656 . -66.6(2) ?
O7 Na C1 O12 2_756 . 63.18(19) ?
O2 Na C1 O12 . . 133.8(2) ?
OW1 Na C1 O12 . . 177.61(19) ?
O3 Na C1 O12 . . -134.1(2) ?
O4 Na C1 O12 2_656 . -4.22(18) ?
C2 Na C1 O12 . . 161.7(3) ?
O5 Na C1 O11 2_656 . 1.4(7) ?
O7 Na C1 O11 2_756 . 131.1(6) ?
O12 Na C1 O11 . . 67.9(6) ?
O2 Na C1 O11 . . -158.3(7) ?
OW1 Na C1 O11 . . -114.5(6) ?
O3 Na C1 O11 . . -66.2(6) ?
O4 Na C1 O11 2_656 . 63.7(6) ?
C2 Na C1 O11 . . -130.4(7) ?
O5 Na C1 C2 2_656 . 131.74(14) ?
O7 Na C1 C2 2_756 . -98.50(15) ?
O12 Na C1 C2 . . -161.7(3) ?
O2 Na C1 C2 . . -27.91(12) ?
OW1 Na C1 C2 . . 15.92(18) ?
O3 Na C1 C2 . . 64.18(13) ?
O4 Na C1 C2 2_656 . -165.91(13) ?
O11 C1 O12 Na . . -159.8(2) ?
C2 C1 O12 Na . . 20.3(3) ?
O5 Na O12 C1 2_656 . 123.03(18) ?
O7 Na O12 C1 2_756 . -122.91(18) ?
O2 Na O12 C1 . . -37.01(17) ?
OW1 Na O12 C1 . . -4.0(3) ?
O3 Na O12 C1 . . 38.69(17) ?
O4 Na O12 C1 2_656 . 175.64(19) ?
C2 Na O12 C1 . . -11.44(16) ?
O12 C1 C2 O2 . . 24.0(3) ?
O11 C1 C2 O2 . . -155.9(2) ?
Na C1 C2 O2 . . 38.95(15) ?
O12 C1 C2 C3 . . -95.4(3) yes
O11 C1 C2 C3 . . 84.6(3) yes
Na C1 C2 C3 . . -80.52(17) ?
O12 C1 C2 Na . . -14.9(2) ?
O11 C1 C2 Na . . 165.1(2) ?
O5 Na C2 O2 2_656 . 163.19(16) ?
O7 Na C2 O2 2_756 . -33.39(17) ?
O12 Na C2 O2 . . -119.12(17) ?
OW1 Na C2 O2 . . 64.34(16) ?
O3 Na C2 O2 . . 138.57(19) ?
O4 Na C2 O2 2_656 . -110.95(16) ?
C1 Na C2 O2 . . -127.8(2) ?
O5 Na C2 C3 2_656 . 43.0(2) ?
O7 Na C2 C3 2_756 . -153.56(15) ?
O12 Na C2 C3 . . 120.71(17) ?
O2 Na C2 C3 . . -120.2(2) ?
OW1 Na C2 C3 . . -55.83(16) ?
O3 Na C2 C3 . . 18.40(14) ?
O4 Na C2 C3 2_656 . 128.88(14) ?
C1 Na C2 C3 . . 112.0(2) ?
O5 Na C2 C1 2_656 . -68.97(17) ?
O7 Na C2 C1 2_756 . 94.45(15) ?
O12 Na C2 C1 . . 8.71(12) ?
O2 Na C2 C1 . . 127.8(2) ?
OW1 Na C2 C1 . . -167.82(14) ?
O3 Na C2 C1 . . -93.59(15) ?
O4 Na C2 C1 2_656 . 16.89(16) ?
C3 C2 O2 Na . . 66.4(2) ?
C1 C2 O2 Na . . -53.4(2) ?
O5 Na O2 C2 2_656 . -38.0(3) ?
O7 Na O2 C2 2_756 . 149.89(15) ?
O12 Na O2 C2 . . 46.89(15) ?
OW1 Na O2 C2 . . -118.86(15) ?
O3 Na O2 C2 . . -31.72(15) ?
O4 Na O2 C2 2_656 . 88.70(16) ?
C1 Na O2 C2 . . 29.98(14) ?
O2 C2 C3 O3 . . -71.6(3) ?
C1 C2 C3 O3 . . 46.3(3) ?
Na C2 C3 O3 . . -27.37(18) ?
O2 C2 C3 C4 . . 163.8(2) ?
C1 C2 C3 C4 . . -78.2(3) yes
Na C2 C3 C4 . . -151.9(2) ?
C2 C3 O3 Na . . 34.2(2) ?
C4 C3 O3 Na . . 159.15(17) ?
O5 Na O3 C3 2_656 . 175.64(17) ?
O7 Na O3 C3 2_756 . 2.7(4) ?
O12 Na O3 C3 . . -72.33(17) ?
O2 Na O3 C3 . . -2.35(16) ?
OW1 Na O3 C3 . . 89.86(18) ?
O4 Na O3 C3 2_656 . -126.44(17) ?
C2 Na O3 C3 . . -20.83(15) ?
C1 Na O3 C3 . . -56.23(16) ?
O3 C3 C4 O4 . . 38.2(3) ?
C2 C3 C4 O4 . . 160.0(2) ?
O3 C3 C4 C5 . . 156.3(2) ?
C2 C3 C4 C5 . . -81.9(3) yes
C5 C4 O4 Na . 2_646 -51.4(2) ?
C3 C4 O4 Na . 2_646 68.5(2) ?
O4 C4 C5 O5 . . 56.3(3) ?
C3 C4 C5 O5 . . -63.5(3) ?
O4 C4 C5 C6 . . -64.6(3) ?
C3 C4 C5 C6 . . 175.6(2) yes
C4 C5 O5 Na . 2_646 -33.7(3) ?
C6 C5 O5 Na . 2_646 90.9(2) ?
O5 C5 C6 O6 . . 174.1(2) ?
C4 C5 C6 O6 . . -65.6(3) ?
O5 C5 C6 C7 . . 53.1(3) ?
C4 C5 C6 C7 . . 173.4(2) yes
O6 C6 C7 O7 . . -58.3(3) ?
C5 C6 C7 O7 . . 60.4(3) yes
C6 C7 O7 Na . 2_746 -85.1(4) ?
