##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_General
_audit_creation_method     'by CrystalStructure 4.0'
_journal_date_recd_electronic     2014-12-04
_journal_date_accepted     2015-01-08
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2015
_journal_volume     71
_journal_issue      2
_journal_page_first     o139
_journal_page_last     o139
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2056989015000353
_journal_coeditor_code     IS5386
_publ_contact_author_name     'Tomohiko Ishii'
_publ_contact_author_address
;
Department of Advanced Materials Science
Faculty of Engineering
Kagawa University
2217-20, Hayashi-cho, Takamatsu
Kagawa 761-0396
Japan
;
_publ_contact_author_email     tishii@eng.kagawa-u.ac.jp
_publ_contact_author_fax     '+81-87-864-2414'
_publ_contact_author_phone     '+81-87-864-2414'
_publ_section_title
;
Crystal structure of β-D,L-allose
;
loop_
    _publ_author_name
    _publ_author_address
    'Ishii, Tomohiko'
;
Department of Advanced Materials Science
Faculty of Engineering
Kagawa University
2217-20 Hayashi-cho, Takamatsu
Kagawa 761-0396
Japan
;
    'Senoo, Tatsuya'
;
Department of Advanced Materials Science
Faculty of Engineering
Kagawa University
2217-20 Hayashi-cho, Takamatsu
Kagawa 761-0396
Japan
;
    'Kozakai, Taro'
;
Department of Applied Biological Science
Faculty of Agriculture
Kagawa University
2393 Ikenobe
Kagawa 761-0795
Japan
;
    'Fukada, Kazuhiro'
;
Department of Applied Biological Science
Faculty of Agriculture
Kagawa University
2393 Ikenobe
Kagawa 761-0795
Japan
;
    'Sakane, Genta'
;
Department of Chemistry
Faculty of Science
Okayama University of Science
1-1 Ridaicho, Kita-ku
Okayama 700-0005
Japan
;
data_I
_database_code_depnum_ccdc_archive 'CCDC 1037204'
_chemical_name_systematic
;
β-D,L-Allose
;
_chemical_formula_moiety     'C6 H12 O6'
_chemical_formula_sum     'C6 H12 O6'
_chemical_formula_iupac     'C6 H12 O6'
_chemical_formula_weight     180.16
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 '+X,+Y,+Z'
    2 '-X,1/2+Y,1/2-Z'
    3 '-X,-Y,-Z'
    4 '+X,1/2-Y,1/2+Z'
_cell_length_a     4.98211(10)
_cell_length_b     12.5624(3)
_cell_length_c     11.8156(3)
_cell_angle_alpha     90.0000
_cell_angle_beta     91.1262(14)
_cell_angle_gamma     90.0000
_cell_volume     739.36(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     11709
_cell_measurement_theta_min     3.52
_cell_measurement_theta_max     68.22
_cell_measurement_temperature     295
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.100
_exptl_crystal_size_mid     0.100
_exptl_crystal_size_min     0.100
_exptl_crystal_density_diffrn     1.618
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     384.00
_exptl_absorpt_coefficient_mu     1.288
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_absorpt_correction_T_min     0.687
_exptl_absorpt_correction_T_max     0.879
_diffrn_ambient_temperature     295
_diffrn_radiation_type     'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type     'Rigaku R-AXIS RAPID'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     10.000
_diffrn_reflns_number     12963
_diffrn_reflns_av_R_equivalents     0.0746
_diffrn_reflns_theta_max     68.22
_diffrn_reflns_theta_full     68.22
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -6
_diffrn_reflns_limit_h_max     6
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_decay_%     ?
_refine_special_details
;
Refinement was performed using all reflections. The weighted R-factor
(wR) and goodness of fit (S) are based on F².
R-factor (gt) are based on F. The threshold expression of
F² > 2.0 σ(F²) is used only for calculating R-factor
(gt).
;
_reflns_number_total     1350
_reflns_number_gt     1232
_reflns_threshold_expression     F²>2σ(F²)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_R_factor_gt     0.0374
_refine_ls_wR_factor_ref     0.1015
_refine_ls_goodness_of_fit_ref     1.069
_refine_ls_number_reflns     1350
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
            'w = 1/[σ²(Fo²)+(0.0463P)²+0.3535P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_diff_density_max     0.370
_refine_diff_density_min     -0.220
_refine_ls_extinction_method
;
SHELXL2013 (Sheldrick, 2015)
;
_refine_ls_extinction_coef     0.0159(15)
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'H' 'H' 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
    'O' 'O' 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
_computing_data_collection
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_cell_refinement
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_data_reduction
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_structure_solution
;
SIR2008 in Il Milione (Burla et al., 2007)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
CrystalStructure (Rigaku, 2010)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2010)
;
loop_
    _atom_site_type_symbol
    _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_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.1621(3) 0.79703(8) 0.67894(10) 0.0283(3) Uani d . 1.0 4 . .
    O O2 0.1676(3) 0.85269(9) 0.91826(9) 0.0311(4) Uani d . 1.0 4 . .
    O O3 -0.0213(2) 1.05723(8) 0.88005(9) 0.0244(3) Uani d . 1.0 4 . .
    O O4 0.3426(3) 1.21319(8) 0.80258(10) 0.0270(3) Uani d . 1.0 4 . .
    O O5 0.2673(2) 0.96785(8) 0.63757(8) 0.0219(3) Uani d . 1.0 4 . .
    O O6 0.6115(3) 1.14807(9) 0.56175(9) 0.0282(3) Uani d . 1.0 4 . .
    C C1 0.1454(3) 0.90015(11) 0.71937(12) 0.0211(4) Uani d . 1.0 4 . .
    C C2 0.2848(3) 0.91736(11) 0.83377(12) 0.0207(4) Uani d . 1.0 4 . .
    C C3 0.2552(3) 1.03366(11) 0.86734(12) 0.0195(4) Uani d . 1.0 4 . .
    C C4 0.3680(3) 1.10357(11) 0.77418(12) 0.0189(4) Uani d . 1.0 4 . .
    C C5 0.2263(3) 1.07910(11) 0.66196(12) 0.0197(4) Uani d . 1.0 4 . .
    C C6 0.3259(4) 1.14427(12) 0.56431(13) 0.0259(4) Uani d . 1.0 4 . .
    H H1A 0.3191 0.7774 0.6812 0.0340 Uiso calc R 1.0 4 . .
    H H1B -0.0442 0.9196 0.7254 0.0254 Uiso calc R 1.0 4 . .
    H H2A 0.2377 0.7936 0.9180 0.0373 Uiso calc R 1.0 4 . .
    H H2B 0.4758 0.8998 0.8280 0.0248 Uiso calc R 1.0 4 . .
    H H3A -0.0440 1.0847 0.9421 0.0293 Uiso calc R 1.0 4 . .
    H H3B 0.3529 1.0470 0.9387 0.0234 Uiso calc R 1.0 4 . .
    H H4B 0.5592 1.0872 0.7668 0.0226 Uiso calc R 1.0 4 . .
    H H4A 0.1849 1.2268 0.8151 0.0324 Uiso calc R 1.0 4 . .
    H H5A 0.0336 1.0920 0.6699 0.0237 Uiso calc R 1.0 4 . .
    H H6A 0.6640 1.1146 0.5069 0.0339 Uiso calc R 1.0 4 . .
    H H6C 0.2577 1.1140 0.4939 0.0311 Uiso calc R 1.0 4 . .
    H H6B 0.2565 1.2162 0.5702 0.0311 Uiso calc R 1.0 4 . .
_geom_special_details
;
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C1 . . 1.3837(18) no
    O2 C2 . . 1.4216(19) no
    O3 C3 . . 1.4199(18) no
    O4 C4 . . 1.4236(18) no
    O5 C1 . . 1.4314(18) no
    O5 C5 . . 1.4423(18) no
    O6 C6 . . 1.425(2) no
    C1 C2 . . 1.523(2) no
    C2 C3 . . 1.522(2) no
    C3 C4 . . 1.524(2) no
    C4 C5 . . 1.521(2) no
    C5 C6 . . 1.507(2) no
    O1 H1A . . 0.820 no
    O2 H2A . . 0.820 no
    O3 H3A . . 0.820 no
    O4 H4A . . 0.820 no
    O6 H6A . . 0.820 no
    C1 H1B . . 0.980 no
    C2 H2B . . 0.980 no
    C3 H3B . . 0.980 no
    C4 H4B . . 0.980 no
    C5 H5A . . 0.980 no
    C6 H6C . . 0.970 no
    C6 H6B . . 0.970 no
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 O5 C5 . . . 112.16(11) no
    O1 C1 O5 . . . 107.10(12) no
    O1 C1 C2 . . . 114.20(12) no
    O5 C1 C2 . . . 108.84(12) no
    O2 C2 C1 . . . 110.83(12) no
    O2 C2 C3 . . . 108.80(12) no
    C1 C2 C3 . . . 108.83(12) no
    O3 C3 C2 . . . 109.09(12) no
    O3 C3 C4 . . . 109.17(12) no
    C2 C3 C4 . . . 109.02(12) no
    O4 C4 C3 . . . 110.57(12) no
    O4 C4 C5 . . . 111.04(12) no
    C3 C4 C5 . . . 109.98(12) no
    O5 C5 C4 . . . 107.75(11) no
    O5 C5 C6 . . . 108.87(12) no
    C4 C5 C6 . . . 113.79(12) no
    O6 C6 C5 . . . 112.25(13) no
    C1 O1 H1A . . . 109.467 no
    C2 O2 H2A . . . 109.472 no
    C3 O3 H3A . . . 109.470 no
    C4 O4 H4A . . . 109.476 no
    C6 O6 H6A . . . 109.474 no
    O1 C1 H1B . . . 108.857 no
    O5 C1 H1B . . . 108.860 no
    C2 C1 H1B . . . 108.859 no
    O2 C2 H2B . . . 109.452 no
    C1 C2 H2B . . . 109.449 no
    C3 C2 H2B . . . 109.458 no
    O3 C3 H3B . . . 109.847 no
    C2 C3 H3B . . . 109.848 no
    C4 C3 H3B . . . 109.842 no
    O4 C4 H4B . . . 108.392 no
    C3 C4 H4B . . . 108.388 no
    C5 C4 H4B . . . 108.388 no
    O5 C5 H5A . . . 108.775 no
    C4 C5 H5A . . . 108.778 no
    C6 C5 H5A . . . 108.780 no
    O6 C6 H6C . . . 109.153 no
    O6 C6 H6B . . . 109.157 no
    C5 C6 H6C . . . 109.152 no
    C5 C6 H6B . . . 109.146 no
    H6C C6 H6B . . . 107.880 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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C1 O5 C5 C4 . . . . 63.92(13) no
    C1 O5 C5 C6 . . . . -172.24(10) no
    C5 O5 C1 O1 . . . . 171.24(10) no
    C5 O5 C1 C2 . . . . -64.83(13) no
    O1 C1 C2 O2 . . . . -61.24(16) no
    O1 C1 C2 C3 . . . . 179.15(11) no
    O5 C1 C2 O2 . . . . 179.15(10) no
    O5 C1 C2 C3 . . . . 59.54(14) no
    O2 C2 C3 O3 . . . . -58.04(14) no
    O2 C2 C3 C4 . . . . -177.17(10) no
    C1 C2 C3 O3 . . . . 62.82(14) no
    C1 C2 C3 C4 . . . . -56.31(14) no
    O3 C3 C4 O4 . . . . 60.68(14) no
    O3 C3 C4 C5 . . . . -62.31(13) no
    C2 C3 C4 O4 . . . . 179.76(11) no
    C2 C3 C4 C5 . . . . 56.77(14) no
    O4 C4 C5 O5 . . . . 178.40(10) no
    O4 C4 C5 C6 . . . . 57.59(15) no
    C3 C4 C5 O5 . . . . -58.88(14) no
    C3 C4 C5 C6 . . . . -179.69(10) no
    O5 C5 C6 O6 . . . . -74.12(14) no
    C4 C5 C6 O6 . . . . 46.06(16) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_D
    _geom_hbond_site_symmetry_H
    _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
    O1 H1A O4 . . 2_646 0.82 1.88 2.6884(16) 171 yes
    O2 H2A O6 . . 2_646 0.82 1.99 2.8044(16) 172 yes
    O3 H3A O2 . . 3_577 0.82 1.94 2.7494(16) 169 yes
    O4 H4A O1 . . 2_556 0.82 1.94 2.7384(16) 163 yes
    O4 H4A O3 . . . 0.82 2.49 2.8333(15) 106 yes
    O6 H6A O5 . . 3_676 0.82 2.03 2.8439(15) 171 yes
