#------------------------------------------------------------------------------
#$Date: 2026-06-05 20:50:41 +0200 (Fri 05 de Jun de 2026) $
#$Revision: 306375 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/19/7251951.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7251951
loop_
_publ_author_name
'Takashita, Tomoko'
'Takata, Ryunosuke'
'Aoe, Mizuki'
'Takeshita, Kei'
'Ishii, Tomohiko'
_publ_section_title
;
 Complete structural and electronic comparison of chiral and racemic
 ketohexoses: hydrogen-bond network topology and interaction strength
 distribution
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3387
_journal_page_last               3395
_journal_paper_doi               10.1039/D6CE00205F
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16
_chemical_name_systematic        D,L-tagatose
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-06-25 deposited with the CCDC.	2026-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.067(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.11340(10)
_cell_length_b                   9.4936(2)
_cell_length_c                   10.4731(2)
_cell_measurement_reflns_used    8307
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      68.24
_cell_measurement_theta_min      4.34
_cell_volume                     785.81(3)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8575
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         68.228
_diffrn_reflns_theta_min         5.598
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR(Rigaku,1995)
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_description       block
_exptl_crystal_F_000             384.0
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         1433
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0449P)²+0.2689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1313
_reflns_number_total             1433
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d6ce00205f2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7251951.cif.'
_cod_database_code               7251951
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.970
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C007(H007), C008(H008), C00B(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00C(H00D,H00E)
2.c Idealised tetrahedral OH refined as rotating group:
 O001(H001), O002(H002), O004(H004), O005(H005), O006(H006)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.54464(13) 0.59950(10) 0.81973(9) 0.0251(3) Uani 1 1 d . . . . .
H001 H 0.514634 0.521525 0.839413 0.038 Uiso 1 1 calc R U . . .
O002 O 0.57669(13) 0.68612(11) 0.49343(9) 0.0277(3) Uani 1 1 d . . . . .
H002 H 0.547217 0.752758 0.443691 0.042 Uiso 1 1 calc R U . . .
O003 O 0.58602(12) 0.84128(9) 0.66812(10) 0.0243(3) Uani 1 1 d . . . . .
O004 O 0.86735(13) 0.49428(11) 0.82647(10) 0.0294(3) Uani 1 1 d . . . . .
H004 H 0.898988 0.426781 0.789401 0.044 Uiso 1 1 calc R U . . .
O005 O 0.26366(13) 0.82648(12) 0.50237(10) 0.0319(3) Uani 1 1 d . . . . .
H005 H 0.229623 0.889250 0.543665 0.048 Uiso 1 1 calc R U . . .
O006 O 1.03173(12) 0.76202(12) 0.78936(11) 0.0337(3) Uani 1 1 d . . . . .
H006 H 1.087858 0.721878 0.854070 0.051 Uiso 1 1 calc R U . . .
C007 C 0.79591(17) 0.59832(14) 0.73177(14) 0.0214(3) Uani 1 1 d . . . . .
H007 H 0.834616 0.581086 0.651033 0.026 Uiso 1 1 calc R U . . .
C008 C 0.60290(17) 0.58939(14) 0.70153(13) 0.0197(3) Uani 1 1 d . . . . .
H008 H 0.566912 0.498972 0.659173 0.024 Uiso 1 1 calc R U . . .
C009 C 0.52502(17) 0.70910(14) 0.61003(13) 0.0208(3) Uani 1 1 d . . . . .
C00A C 0.76629(18) 0.85644(15) 0.69237(16) 0.0272(4) Uani 1 1 d . . . . .
H00A H 0.798363 0.948315 0.730492 0.033 Uiso 1 1 calc R U . . .
H00B H 0.801544 0.850971 0.609972 0.033 Uiso 1 1 calc R U . . .
C00B C 0.85628(17) 0.74279(15) 0.78456(14) 0.0236(3) Uani 1 1 d . . . . .
H00C H 0.834342 0.755742 0.872067 0.028 Uiso 1 1 calc R U . . .
C00C C 0.33385(18) 0.71518(16) 0.58961(15) 0.0286(4) Uani 1 1 d . . . . .
H00D H 0.285648 0.626117 0.554012 0.034 Uiso 1 1 calc R U . . .
H00E H 0.304323 0.729430 0.673401 0.034 Uiso 1 1 calc R U . . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C008 O001 H001 109.5 . . ?
C009 O002 H002 109.5 . . ?
C009 O003 C00A 113.80(10) . . ?
C007 O004 H004 109.5 . . ?
C00C O005 H005 109.5 . . ?
C00B O006 H006 109.5 . . ?
O004 C007 H007 109.0 . . ?
O004 C007 C008 109.99(11) . . ?
O004 C007 C00B 108.99(11) . . ?
C008 C007 H007 109.0 . . ?
C00B C007 H007 109.0 . . ?
C00B C007 C008 110.90(11) . . ?
O001 C008 C007 110.00(11) . . ?
O001 C008 H008 109.2 . . ?
O001 C008 C009 108.87(11) . . ?
C007 C008 H008 109.2 . . ?
C009 C008 C007 110.35(11) . . ?
C009 C008 H008 109.2 . . ?
O002 C009 O003 111.42(11) . . ?
O002 C009 C008 105.62(11) . . ?
O002 C009 C00C 112.47(11) . . ?
O003 C009 C008 109.32(10) . . ?
O003 C009 C00C 105.68(11) . . ?
C00C C009 C008 112.40(11) . . ?
O003 C00A H00A 109.3 . . ?
O003 C00A H00B 109.3 . . ?
O003 C00A C00B 111.43(11) . . ?
H00A C00A H00B 108.0 . . ?
C00B C00A H00A 109.3 . . ?
C00B C00A H00B 109.3 . . ?
O006 C00B C007 111.48(12) . . ?
O006 C00B C00A 105.31(11) . . ?
O006 C00B H00C 110.0 . . ?
C007 C00B C00A 109.93(11) . . ?
C007 C00B H00C 110.0 . . ?
C00A C00B H00C 110.0 . . ?
O005 C00C C009 111.42(12) . . ?
O005 C00C H00D 109.3 . . ?
O005 C00C H00E 109.3 . . ?
C009 C00C H00D 109.3 . . ?
C009 C00C H00E 109.3 . . ?
H00D C00C H00E 108.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 H001 0.8200 . ?
O001 C008 1.4247(17) . ?
O002 H002 0.8200 . ?
O002 C009 1.3950(17) . ?
O003 C009 1.4330(15) . ?
O003 C00A 1.4340(16) . ?
O004 H004 0.8200 . ?
O004 C007 1.4266(16) . ?
O005 H005 0.8200 . ?
O005 C00C 1.4284(18) . ?
O006 H006 0.8200 . ?
O006 C00B 1.4247(16) . ?
C007 H007 0.9800 . ?
C007 C008 1.5282(19) . ?
C007 C00B 1.5179(19) . ?
C008 H008 0.9800 . ?
C008 C009 1.5281(18) . ?
C009 C00C 1.5182(19) . ?
C00A H00A 0.9700 . ?
C00A H00B 0.9700 . ?
C00A C00B 1.520(2) . ?
C00B H00C 0.9800 . ?
C00C H00D 0.9700 . ?
C00C H00E 0.9700 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C008 C009 O002 -175.50(10) . . . . ?
O001 C008 C009 O003 64.51(13) . . . . ?
O001 C008 C009 C00C -52.50(14) . . . . ?
O002 C009 C00C O005 -60.12(15) . . . . ?
O003 C009 C00C O005 61.66(14) . . . . ?
O003 C00A C00B O006 174.40(11) . . . . ?
O003 C00A C00B C007 54.19(16) . . . . ?
O004 C007 C008 O001 54.57(14) . . . . ?
O004 C007 C008 C009 174.71(11) . . . . ?
O004 C007 C00B O006 70.03(14) . . . . ?
O004 C007 C00B C00A -173.58(11) . . . . ?
C007 C008 C009 O002 63.69(13) . . . . ?
C007 C008 C009 O003 -56.30(14) . . . . ?
C007 C008 C009 C00C -173.32(11) . . . . ?
C008 C007 C00B O006 -168.75(11) . . . . ?
C008 C007 C00B C00A -52.36(15) . . . . ?
C008 C009 C00C O005 -179.17(11) . . . . ?
C009 O003 C00A C00B -59.74(15) . . . . ?
C00A O003 C009 O002 -56.27(14) . . . . ?
C00A O003 C009 C008 60.09(14) . . . . ?
C00A O003 C009 C00C -178.72(11) . . . . ?
C00B C007 C008 O001 -66.06(14) . . . . ?
C00B C007 C008 C009 54.08(15) . . . . ?
