#------------------------------------------------------------------------------
#$Date: 2020-12-23 07:30:23 +0100 (Wed 23 de Dec de 2020) $
#$Revision: 260118 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/98/1559848.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_1559848
loop_
_publ_author_name
'Doboszewski, Bogdan'
'Nazarenko, Alexander Y.'
_publ_section_title
;
 1,2-O-Isopropylidene-β-<small>D</small>-lyxo-furanose
;
_journal_issue                   12
_journal_name_full               IUCrData
_journal_page_first              x201630
_journal_paper_doi               10.1107/S2414314620016302
_journal_volume                  5
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C8 H14 O5'
_chemical_formula_sum            'C8 H14 O5'
_chemical_formula_weight         190.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-05
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.9216(3)
_cell_length_b                   7.3539(4)
_cell_length_c                   21.1087(12)
_cell_measurement_reflns_used    4274
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      75.44
_cell_measurement_theta_min      4.19
_cell_volume                     919.22(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       APEX2
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 10.8
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker PHOTON-100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5619
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.605
_diffrn_reflns_theta_min         4.189
_diffrn_source                   sealedtube
_exptl_absorpt_coefficient_mu    0.978
_exptl_absorpt_correction_T_max  0.7793
_exptl_absorpt_correction_T_min  0.6933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0578 before and 0.0475 after correction.
The Ratio of minimum to maximum transmission is 0.8896.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       prism
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.462
_exptl_crystal_size_min          0.398
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
;
 Flack x determined using 559 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.09(13)
_refine_ls_extinction_coef       0.0124(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1811
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0303
_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)+(0.0450P)²+0.2390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0895
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_full    0.974
_reflns_Friedel_fraction_max     0.935
_reflns_number_gt                1553
_reflns_number_total             1811
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zq4044sup4.txt
_cod_data_source_block           cu_an528_0m
_cod_database_code               1559848
_shelxl_version_number           2013-4
_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   0.697
_shelx_estimated_absorpt_t_min   0.641
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C5(H5), C6(H6), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
O1 O 0.9482(3) 0.5921(2) 0.12755(6) 0.0248(4) Uani 1 1 d . . . . .
O2 O 0.6629(3) 0.8039(2) 0.20054(7) 0.0291(4) Uani 1 1 d . . . . .
C10 C 0.8464(5) 0.7469(3) 0.09855(10) 0.0242(6) Uani 1 1 d . . . . .
H10 H 0.7273 0.7135 0.0685 0.029 Uiso 1 1 calc R . . . .
O3 O 1.1049(4) 0.9929(2) 0.10446(7) 0.0344(5) Uani 1 1 d . . . . .
O4 O 1.2185(3) 0.7130(2) 0.06432(8) 0.0312(5) Uani 1 1 d . . . . .
C11 C 1.3128(5) 0.4513(3) 0.12626(11) 0.0315(6) Uani 1 1 d . . . . .
H11A H 1.3539 0.5283 0.1611 0.047 Uiso 1 1 calc GR . . . .
H11B H 1.4431 0.4294 0.1003 0.047 Uiso 1 1 calc GR . . . .
H11C H 1.2565 0.3377 0.1421 0.047 Uiso 1 1 calc GR . . . .
C13 C 1.0524(5) 0.4267(4) 0.03246(11) 0.0366(7) Uani 1 1 d . . . . .
H13A H 0.9882 0.3159 0.0484 0.055 Uiso 1 1 calc GR . . . .
H13B H 1.1778 0.3987 0.0054 0.055 Uiso 1 1 calc GR . . . .
H13C H 0.9402 0.4921 0.0088 0.055 Uiso 1 1 calc GR . . . .
O8 O 1.3194(4) 1.0089(3) 0.22685(10) 0.0428(5) Uani 1 1 d . . . . .
C12 C 1.1137(5) 0.9141(3) 0.21771(10) 0.0299(6) Uani 1 1 d . . . . .
H12A H 1.0240 0.9213 0.2561 0.036 Uiso 1 1 calc R . . . .
H12B H 1.1458 0.7869 0.2095 0.036 Uiso 1 1 calc R . . . .
H2 H 0.536(6) 0.877(5) 0.2138(13) 0.051(10) Uiso 1 1 d . . . . .
H8 H 1.298(6) 1.089(5) 0.2539(17) 0.057(10) Uiso 1 1 d . . . . .
C5 C 1.0439(5) 0.8423(3) 0.06659(10) 0.0257(6) Uani 1 1 d . . . . .
H5 H 1.0025 0.8818 0.0238 0.031 Uiso 1 1 calc R . . . .
C6 C 0.7666(5) 0.8852(3) 0.14730(10) 0.0248(5) Uani 1 1 d . . . . .
H6 H 0.6581 0.9673 0.1271 0.030 Uiso 1 1 calc R . . . .
C7 C 1.1330(5) 0.5427(3) 0.08749(9) 0.0260(6) Uani 1 1 d . . . . .
C9 C 0.9802(5) 0.9918(3) 0.16299(10) 0.0268(6) Uani 1 1 d . . . . .
H9 H 0.9377 1.1171 0.1734 0.032 Uiso 1 1 calc R . . . .
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
C10 O1 C7 105.82(16) . . ?
C6 O2 H2 109.4(18) . . ?
O1 C10 H10 112.4 . . ?
O1 C10 C5 103.5(2) . . ?
O1 C10 C6 111.97(16) . . ?
C5 C10 H10 112.4 . . ?
C5 C10 C6 103.34(18) . . ?
C6 C10 H10 112.4 . . ?
C5 O3 C9 110.50(18) . . ?
C5 O4 C7 108.59(19) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C13 H13A 109.5 . . ?
C7 C13 H13B 109.5 . . ?
C7 C13 H13C 109.5 . . ?
C12 O8 H8 108(3) . . ?
O8 C12 H12A 109.3 . . ?
O8 C12 H12B 109.3 . . ?
O8 C12 C9 111.6(2) . . ?
H12A C12 H12B 108.0 . . ?
C9 C12 H12A 109.3 . . ?
C9 C12 H12B 109.3 . . ?
C10 C5 H5 110.7 . . ?
O3 C5 C10 107.88(18) . . ?
O3 C5 H5 110.7 . . ?
O4 C5 C10 105.59(18) . . ?
O4 C5 O3 111.2(2) . . ?
O4 C5 H5 110.7 . . ?
O2 C6 C10 112.98(19) . . ?
O2 C6 H6 108.8 . . ?
O2 C6 C9 113.90(18) . . ?
C10 C6 H6 108.8 . . ?
C10 C6 C9 103.5(2) . . ?
C9 C6 H6 108.8 . . ?
O1 C7 O4 104.43(17) . . ?
O1 C7 C11 109.54(17) . . ?
O1 C7 C13 110.8(2) . . ?
O4 C7 C11 109.0(2) . . ?
O4 C7 C13 109.88(18) . . ?
C11 C7 C13 112.9(2) . . ?
O3 C9 C12 112.9(2) . . ?
O3 C9 C6 103.99(17) . . ?
O3 C9 H9 108.6 . . ?
C12 C9 C6 113.93(19) . . ?
C12 C9 H9 108.6 . . ?
C6 C9 H9 108.6 . . ?
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
O1 C10 1.426(3) . ?
O1 C7 1.430(3) . ?
O2 H2 0.96(4) . ?
O2 C6 1.413(3) . ?
C10 H10 0.9800 . ?
C10 C5 1.521(3) . ?
C10 C6 1.522(3) . ?
O3 C5 1.413(3) . ?
O3 C9 1.439(3) . ?
O4 C5 1.406(3) . ?
O4 C7 1.437(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 C7 1.502(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 C7 1.518(3) . ?
O8 C12 1.416(3) . ?
O8 H8 0.83(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C9 1.512(3) . ?
C5 H5 0.9800 . ?
C6 H6 0.9800 . ?
C6 C9 1.525(4) . ?
C9 H9 0.9800 . ?
