#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/63/2006339.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_2006339
loop_
_publ_author_name
'Marilyn M. Olmstead'
'Ming Hu'
'Mark J. Kurth'
'John M. Krochta'
'You-Lo Hsieh'
_publ_contact_author
; Dr. Marilyn M. Olmstead
  Department of Chemistry
  University of California
  Davis, CA 95616
  USA
;
_publ_section_title
;
 Lactosylurea Dihydrate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              915
_journal_page_last               916
_journal_paper_doi               10.1107/S0108270197002849
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'C13 H24 N2 O11 , 2H2 O'
_chemical_formula_moiety         'C13 H24 N2 O11,2H2 O'
_chemical_formula_sum            'C13 H28 N2 O13'
_chemical_formula_weight         420.37
_chemical_name_common            lactosylurea
_chemical_name_systematic
;
 4-O-beta-D-galactopyranosyl-D-glucopyranosyl urea
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                87.836(7)
_cell_angle_beta                 86.108(6)
_cell_angle_gamma                77.183(6)
_cell_formula_units_Z            1
_cell_length_a                   4.7378(3)
_cell_length_b                   7.5284(6)
_cell_length_c                   13.1036(11)
_cell_measurement_reflns_used    35
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      10
_cell_volume                     454.56(6)
_computing_cell_refinement       'P3/P4-PC Software'
_computing_data_collection       'P3/P4-PC Software (Siemens, 1991a)'
_computing_data_reduction        'XDISK (Siemens, 1991b)'
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measurement_device       'Syntex P2₁'
_diffrn_measurement_method       2θ-ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1590
_diffrn_reflns_theta_max         56.99
_diffrn_reflns_theta_min         3.38
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   'XABS2 (Please provide reference, 19??)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_meas      ?
_exptl_crystal_description       parallelepipeds
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.193
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       0.010(3)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.072
_refine_ls_goodness_of_fit_obs   1.072
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         1590
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.071
_refine_ls_restrained_S_obs      1.071
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_obs          .0271
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0414P)²+0.1374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0694
_refine_ls_wR_factor_obs         .0689
_reflns_number_observed          1573
_reflns_number_total             1590
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            sx1015.cif
_cod_data_source_block           mn497
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 'Triclinic' changed to 'triclinic'
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^)+(0.0414P)^2^+0.1374P] 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^)+(0.0414P)^2^+0.1374P] 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        454.54(4)
_cod_database_code               2006339
loop_
_symmetry_equiv_pos_as_xyz
'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
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 .5493(5) .6040(3) .06624(15) .0125(5) Uani d . 1 . O
O2 .9142(5) .2662(3) .0059(2) .0153(5) Uani d . 1 . O
H2 .7911(5) .1850(3) .0203(2) .018 Uiso d R 1 . H
O3 .9820(5) .2111(3) -.2132(2) .0142(5) Uani d . 1 . O
H3 .8017(5) .1792(3) -.2006(2) .017 Uiso d R 1 . H
O4 .5074(5) .4987(3) -.2593(2) .0144(5) Uani d . 1 . O
H4 .4772(5) .4996(3) -.3295(2) .017 Uiso d R 1 . H
O5 .5813(5) .7184(3) -.09536(14) .0124(5) Uani d . 1 . O
O6 .5383(5) 1.0403(3) -.2015(2) .0178(6) Uani d . 1 . O
H6 .3410(5) 1.0989(3) -.1993(2) .021 Uiso d R 1 . H
C1 .7255(7) .5872(4) -.0237(2) .0122(7) Uani d . 1 . C
H1 .9193(7) .6113(4) -.0108(2) .015 Uiso d R 1 . H
C2 .7611(7) .3967(4) -.0652(2) .0120(7) Uani d . 1 . C
H2A .5653(7) .3716(4) -.0738(2) .014 Uiso d R 1 . H
C3 .9319(7) .3872(4) -.1684(2) .0118(7) Uani d . 1 . C
H3A 1.1259(7) .4127(4) -.1572(2) .014 Uiso d R 1 . H
C4 .7826(7) .5337(4) -.2410(2) .0120(7) Uani d . 1 . C
H4A .9027(7) .5317(4) -.3069(2) .014 Uiso d R 1 . H
C5 .7448(7) .7193(4) -.1922(2) .0111(7) Uani d . 1 . C
H5 .9404(7) .7422(4) -.1809(2) .013 Uiso d R 1 . H
C6 .5778(8) .8735(4) -.2554(2) .0160(7) Uani d . 1 . C
H6A .6870(8) .8846(4) -.3217(2) .019 Uiso d R 1 . H
H6B .3873(8) .8491(4) -.2696(2) .019 Uiso d R 1 . H
O2' .2267(5) 1.2285(3) .1784(2) .0175(6) Uani d . 1 . O
H2' .1549(5) 1.2288(3) .1133(2) .021 Uiso d R 1 . H
O3' .5850(5) 1.0056(3) .0270(2) .0152(5) Uani d . 1 . O
H3' .6043(5) .9316(3) -.0304(2) .018 Uiso d R 1 . H
O5' .4766(5) .8001(3) .31738(15) .0119(5) Uani d . 1 . O
O6' .9058(5) .4935(3) .2989(2) .0150(5) Uani d . 1 . O
H6' 1.0535(5) .3923(3) .2804(2) .018 Uiso d R 1 . H
C1' .2996(7) .9775(4) .2979(2) .0127(7) Uani d . 1 . C
H1'A .0941(7) .9677(4) .2920(2) .015 Uiso d R 1 . H
C2' .4129(7) 1.0560(4) .1990(2) .0109(7) Uani d . 1 . C
H2'A .6111(7) 1.0762(4) .2087(2) .013 Uiso d R 1 . H
C3' .4359(7) .9292(4) .1097(2) .0124(7) Uani d . 1 . C
H3'A .2360(7) .9290(4) .0894(2) .015 Uiso d R 1 . H
C4' .5893(7) .7338(4) .1383(2) .0115(7) Uani d . 1 . C
H4' .8013(7) .7272(4) .1431(2) .014 Uiso d R 1 . H
C5' .4612(7) .6756(4) .2401(2) .0117(7) Uani d . 1 . C
H5' .2530(7) .6738(4) .2327(2) .014 Uiso d R 1 . H
C6' .6168(7) .4885(4) .2766(2) .0122(7) Uani d . 1 . C
H6'B .5130(7) .4513(4) .3392(2) .015 Uiso d R 1 . H
H6'A .6201(7) .3980(4) .2233(2) .015 Uiso d R 1 . H
O7 -.1147(5) 1.0494(3) .4626(2) .0191(6) Uani d . 1 . O
N1 .3142(6) 1.0887(3) .3827(2) .0112(6) Uani d . 1 . N
H1N .4988(6) 1.1012(3) .4007(2) .050 Uiso d R 1 . H
N2 .1848(6) 1.1804(4) .5466(2) .0181(7) Uani d . 1 . N
H2BN .0674(6) 1.1933(4) .6022(2) .022 Uiso d R 1 . H
H2AN .3485(6) 1.2178(4) .5454(2) .022 Uiso d R 1 . H
C7 .1148(7) 1.1026(4) .4654(2) .0129(7) Uani d . 1 . C
O1W .4781(5) .5040(3) .5398(2) .0212(6) Uani d . 1 . O
H1W .6413(5) .5753(3) .5223(2) .025 Uiso d R 1 . H
H2W .2914(5) .5966(3) .5217(2) .025 Uiso d R 1 . H
O2W .9423(5) .6673(3) .4749(2) .0190(6) Uani d . 1 . O
H3W .8971(5) .7858(3) .4824(2) .023 Uiso d R 1 . H
H4W .9357(5) .6371(3) .4024(2) .023 Uiso d R 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 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C1 O1 C4' 117.2(2) yes
C1 O5 C5 112.9(2) yes
O1 C1 O5 106.9(2) yes
O1 C1 C2 109.7(2) yes
O5 C1 C2 109.3(2) yes
O2 C2 C1 108.9(2) yes
O2 C2 C3 110.3(2) yes
C1 C2 C3 108.7(2) yes
O3 C3 C4 110.8(2) yes
O3 C3 C2 113.0(2) yes
C4 C3 C2 110.4(2) yes
O4 C4 C3 108.4(3) yes
O4 C4 C5 110.3(3) yes
C3 C4 C5 109.1(2) yes
O5 C5 C6 106.4(2) yes
O5 C5 C4 109.0(2) yes
C6 C5 C4 113.1(2) yes
O6 C6 C5 109.4(2) yes
C5' O5' C1' 112.0(2) yes
N1 C1' O5' 107.7(2) yes
N1 C1' C2' 111.0(2) yes
O5' C1' C2' 109.1(2) yes
O2' C2' C1' 108.3(2) yes
O2' C2' C3' 111.1(2) yes
C1' C2' C3' 112.4(2) yes
O3' C3' C2' 106.3(2) yes
O3' C3' C4' 112.7(3) yes
C2' C3' C4' 111.4(2) yes
O1 C4' C5' 105.4(2) yes
O1 C4' C3' 112.4(2) yes
C5' C4' C3' 110.1(2) yes
O5' C5' C6' 107.2(2) yes
O5' C5' C4' 110.6(2) yes
C6' C5' C4' 112.9(2) yes
O6' C6' C5' 109.4(3) yes
C7 N1 C1' 121.3(3) yes
O7 C7 N2 123.1(3) yes
O7 C7 N1 122.0(3) yes
N2 C7 N1 114.8(3) yes
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 C1 . 1.390(4) yes
O1 C4' . 1.435(4) yes
O2 C2 . 1.438(4) yes
O3 C3 . 1.435(3) yes
O4 C4 . 1.423(4) yes
O5 C1 . 1.429(4) yes
O5 C5 . 1.442(3) yes
O6 C6 . 1.434(4) yes
C1 C2 . 1.523(4) yes
C2 C3 . 1.523(4) yes
C3 C4 . 1.512(4) yes
C4 C5 . 1.528(4) yes
C5 C6 . 1.506(4) yes
O2' C2' . 1.427(4) yes
O3' C3' . 1.426(4) yes
O5' C5' . 1.421(4) yes
O5' C1' . 1.435(3) yes
O6' C6' . 1.429(4) yes
C1' N1 . 1.430(4) yes
C1' C2' . 1.519(4) yes
C2' C3' . 1.521(4) yes
C3' C4' . 1.534(4) yes
C4' C5' . 1.518(4) yes
C5' C6' . 1.514(4) yes
O7 C7 . 1.242(4) yes
N1 C7 . 1.380(4) yes
N2 C7 . 1.329(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186366
