#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:55:00 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301808 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/30/06/2300678.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_2300678
loop_
_publ_author_name
'Malaspina, Lorraine A.'
'Genoni, Alessandro'
'Jayatilaka, Dylan'
'Turner, Michael J.'
'Sugimoto, Kunihisa'
'Nishibori, Eiji'
'Grabowsky, Simon'
_publ_section_title
;
 The advanced treatment of hydrogen bonding in quantum crystallography
;
_journal_coeditor_code           IN5039SUP1
_journal_issue                   3
_journal_name_full               'Journal of Applied Crystallography'
_journal_paper_doi               10.1107/S1600576721001126
_journal_volume                  54
_journal_year                    2021
_chemical_formula_moiety         'C5 H12 O5'
_chemical_formula_sum            'C5 H12 O5'
_chemical_formula_weight         152.1484
_chemical_melting_point          366
_chemical_name_common            xylitol
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_audit_creation_date             2019-08-14T13:49:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.264(4)
_cell_length_b                   8.901(2)
_cell_length_c                   8.9223(14)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    122.4(5)
_cell_volume                     656.3(4)
_computing_cell_refinement       'Enraf-Nonius Express'
_computing_data_collection       'Enraf-Nonius Express'
_computing_data_reduction        'DREADD (Blessing, 1987)'
_computing_structure_refinement
'Tonto 19.04.25 github v. 2b3dd9c (Capelli, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      122.4(5)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'ω 2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33102
_diffrn_reflns_theta_full        59.940
_diffrn_reflns_theta_max         59.940
_diffrn_reflns_theta_min         3.23
_diffrn_standards_decay_%        10.4
_diffrn_standards_interval_count 100
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.54
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.11620977
_refine_diff_density_min         -0.15331159
_refine_diff_density_rms         0.03098407
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       393E1(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.7156
_refine_ls_goodness_of_fit_gt    0.7156
_refine_ls_goodness_of_fit_ref   0.646
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     199
_refine_ls_number_reflns         8894
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0173
_refine_ls_R_factor_gt           0.0173
_refine_ls_shift/su_max          0.0022
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/σ(F)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0147
_refine_ls_wR_factor_gt          0.0147
_refine_ls_wR_factor_ref         0.0125
_reflns_number_gt                8894
_reflns_number_total             9942
_reflns_threshold_expression     'F>0 & F/u(F)>3.0 & |F_calc|>10^-3'
_cod_data_source_file            in5039sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_Hall     'p 2ac 2ab'
_cod_original_sg_symbol_H-M      'p 21 21 21'
_cod_database_code               2300678
_refine_ls_coordinate_system     cartesian
_refine_ls_svd_threshold         0.1E-02
loop_
_symmetry_equiv_pos_as_xyz
'+x, +y, +z'
'-x+1/2, -y, +z+1/2'
'+x+1/2, -y+1/2, -z'
'-x, +y+1/2, -z+1/2'
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_occupancy
_atom_site_disorder_group
O1 0.678522(15) 0.228849(15) 0.421609(14) 0.01187(4) Uani 1 0
O2 0.614755(15) 0.435988(15) 0.182467(14) 0.01212(4) Uani 1 0
O3 0.318181(16) 0.431247(14) 0.040183(13) 0.01171(4) Uani 1 0
O4 0.229130(15) 0.129547(15) 0.108538(14) 0.01147(4) Uani 1 0
O5 -0.088657(15) 0.205127(16) 0.215987(15) 0.01321(4) Uani 1 0
C1 0.524626(18) 0.293757(19) 0.390599(17) 0.01123(5) Uani 1 0
C2 0.500686(18) 0.322890(17) 0.224421(16) 0.00942(4) Uani 1 0
C3 0.327700(17) 0.375465(17) 0.189839(16) 0.00950(4) Uani 1 0
C4 0.200829(17) 0.251720(17) 0.210087(16) 0.00957(4) Uani 1 0
C5 0.031846(18) 0.314823(19) 0.18555(2) 0.01210(5) Uani 1 0
H1A 0.5115(6) 0.4022(5) 0.4510(5) 0.033(2) Uani 1 0
H1B 0.4331(5) 0.2174(5) 0.4332(5) 0.033(2) Uani 1 0
H2 0.5260(5) 0.2171(4) 0.1621(4) 0.0214(19) Uani 1 0
H3 0.2968(5) 0.4675(4) 0.2680(4) 0.024(2) Uani 1 0
H4 0.2059(5) 0.2098(5) 0.3261(4) 0.025(2) Uani 1 0
H5B 0.0208(5) 0.3579(5) 0.0713(5) 0.034(2) Uani 1 0
H5A 0.0116(5) 0.4106(5) 0.2629(6) 0.034(2) Uani 1 0
H11 0.7571(5) 0.2451(6) 0.3387(6) 0.025(3) Uani 1 0
H12 0.6525(6) 0.4164(6) 0.0805(5) 0.030(3) Uani 1 0
H13 0.3289(6) 0.5418(5) 0.0447(5) 0.026(3) Uani 1 0
H14 0.2789(6) 0.0486(5) 0.1662(6) 0.026(3) Uani 1 0
H15 -0.1177(6) 0.1568(6) 0.1212(6) 0.029(3) Uani 1 0
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
O O 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
H H 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 112.052(12) . . . yes
O2 C2 C1 106.869(12) . . . yes
O2 C2 C3 110.292(13) . . . yes
O3 C3 C2 110.209(12) . . . yes
O3 C3 C4 108.842(12) . . . yes
O4 C4 C3 111.043(12) . . . yes
O4 C4 C5 109.797(12) . . . yes
O5 C5 C4 111.236(14) . . . yes
O1 C1 H1A 110.2(2) . . . yes
O1 C1 H1B 107.5(2) . . . yes
O2 C2 H2 110.0(2) . . . yes
O3 C3 H3 108.6(2) . . . yes
O4 C4 H4 109.3(2) . . . yes
O5 C5 H5B 111.1(2) . . . yes
O5 C5 H5A 107.6(3) . . . yes
C1 O1 H11 112.3(3) . . . yes
C2 O2 H12 109.2(3) . . . yes
C3 O3 H13 107.7(3) . . . yes
C4 O4 H14 107.2(3) . . . yes
C5 O5 H15 108.0(3) . . . yes
C1 C2 C3 111.693(12) . . . yes
C2 C3 C4 113.235(12) . . . yes
C3 C4 C5 110.243(13) . . . yes
C1 C2 H2 108.6(2) . . . yes
C2 C1 H1A 108.2(2) . . . yes
C2 C1 H1B 111.0(2) . . . yes
C2 C3 H3 108.3(2) . . . yes
C3 C2 H2 109.4(2) . . . yes
C3 C4 H4 109.2(2) . . . yes
C4 C3 H3 107.5(2) . . . yes
C4 C5 H5B 109.9(2) . . . yes
C4 C5 H5A 109.4(2) . . . yes
C5 C4 H4 107.2(2) . . . yes
H1A C1 H1B 107.8(3) . . . yes
H5B C5 H5A 107.3(4) . . . yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4240(2) . . yes
O2 C2 1.42904(19) . . yes
O3 C3 1.42677(19) . . yes
O4 C4 1.43464(19) . . yes
O5 C5 1.4208(2) . . yes
O1 H11 0.995(5) . . yes
O2 H12 0.978(4) . . yes
O3 H13 0.989(5) . . yes
O4 H14 0.976(4) . . yes
O5 H15 0.978(5) . . yes
C1 C2 1.5181(2) . . yes
C2 C3 1.5355(2) . . yes
C3 C4 1.5314(2) . . yes
C4 C5 1.5210(2) . . yes
C1 H1A 1.111(4) . . yes
C1 H1B 1.086(4) . . yes
C2 H2 1.114(4) . . yes
C3 H3 1.105(4) . . yes
C4 H4 1.101(4) . . yes
C5 H5B 1.093(4) . . yes
C5 H5A 1.109(4) . . yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 6912
