#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/26/2212635.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_2212635
loop_
_publ_author_name
'Booth, Kathrine V.'
'Watkin, David J.'
'Jenkinson, Sarah F.'
'Fleet, George W. J.'
_publ_section_title
2,4-Dimethyl-3,4-O-isopropylidene-<small>L</small>-arabinono-1,5-lactone
_journal_coeditor_code           LH2305
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1128
_journal_page_last               o1130
_journal_paper_doi               10.1107/S160053680700476X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C10 H16 O5'
_chemical_formula_moiety         'C10 H16 O5'
_chemical_formula_sum            'C10 H16 O5'
_chemical_formula_weight         216.23
_chemical_name_systematic
;
2,4-Dimethyl-3,4-O-isopropylidene-L-arabinono lactone
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3457(2)
_cell_length_b                   12.0530(4)
_cell_length_c                   14.1034(5)
_cell_measurement_reflns_used    1339
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     1078.69(6)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001)'
_computing_data_reduction        DENZO/SCALEPACK
_computing_molecular_graphics    'CAMERON (Watkin et al.,  1996)'
_computing_publication_material  CRYSTALS
_computing_structure_refinement  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6458
_diffrn_reflns_theta_full        25.833
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         5.277
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.18
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.8603
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1421
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.000299
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(F²) + (0.07P)² + 0.5P], where P=[max(Fo²,0) + 2Fc²]/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1016
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                1301
_reflns_number_total             1421
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2305.cif
_cod_data_source_block           4
_cod_database_code               2212635
_cod_database_fobs_code          2212635
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
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_occupancy
C C1 0.2418(3) 0.83400(16) 0.29155(13) 0.0226 Uani 1.0000
C C2 0.1810(3) 0.73928(16) 0.22279(13) 0.0215 Uani 1.0000
C C3 0.3015(3) 0.74232(16) 0.12915(13) 0.0209 Uani 1.0000
C C4 0.5380(3) 0.74540(17) 0.15287(14) 0.0234 Uani 1.0000
O O5 0.5983(2) 0.81516(14) 0.22116(11) 0.0313 Uani 1.0000
C C6 0.4429(4) 0.89114(18) 0.26103(16) 0.0299 Uani 1.0000
O O7 0.6698(2) 0.68862(15) 0.11399(10) 0.0312 Uani 1.0000
O O8 0.2491(3) 0.84518(11) 0.08425(10) 0.0283 Uani 1.0000
C C9 0.2504(4) 0.64316(17) 0.06758(14) 0.0253 Uani 1.0000
O O10 0.2439(2) 0.64042(11) 0.27115(9) 0.0235 Uani 1.0000
C C11 0.2262(4) 0.66333(16) 0.37041(14) 0.0279 Uani 1.0000
O O12 0.2837(3) 0.77729(11) 0.37897(9) 0.0289 Uani 1.0000
C C13 0.0003(5) 0.6445(2) 0.40394(18) 0.0429 Uani 1.0000
C C14 0.3840(5) 0.5936(2) 0.42241(15) 0.0407 Uani 1.0000
C C15 0.0713(4) 0.92003(18) 0.30548(17) 0.0333 Uani 1.0000
H H21 0.0287 0.7394 0.2085 0.0263 Uiso 1.0000
H H61 0.5088 0.9295 0.3166 0.0383 Uiso 1.0000
H H62 0.4079 0.9467 0.2084 0.0377 Uiso 1.0000
H H91 0.3402 0.6474 0.0096 0.0402 Uiso 1.0000
H H92 0.1033 0.6442 0.0475 0.0414 Uiso 1.0000
H H93 0.2831 0.5762 0.1055 0.0416 Uiso 1.0000
H H131 -0.0088 0.6629 0.4733 0.0662 Uiso 1.0000
H H132 -0.0928 0.6940 0.3641 0.0656 Uiso 1.0000
H H133 -0.0343 0.5655 0.3920 0.0667 Uiso 1.0000
H H141 0.3784 0.6088 0.4914 0.0584 Uiso 1.0000
H H142 0.5234 0.6119 0.3969 0.0597 Uiso 1.0000
H H143 0.3535 0.5157 0.4100 0.0591 Uiso 1.0000
H H151 0.1210 0.9798 0.3445 0.0480 Uiso 1.0000
H H152 0.0386 0.9522 0.2446 0.0501 Uiso 1.0000
H H153 -0.0564 0.8859 0.3313 0.0484 Uiso 1.0000
H H1 0.2235 0.8363 0.0234 0.0405 Uiso 1.0000
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 'International Tables Vol C 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
C2 C1 C6 111.59(16) no
C2 C1 O12 103.50(14) no
C6 C1 O12 107.74(17) no
C2 C1 C15 114.17(18) no
C6 C1 C15 109.17(17) no
O12 C1 C15 110.37(16) no
C1 C2 C3 113.57(16) no
C1 C2 O10 104.26(14) no
C3 C2 O10 107.03(15) no
C1 C2 H21 111.8 no
C3 C2 H21 108.3 no
O10 C2 H21 111.9 no
C2 C3 C4 107.53(16) no
C2 C3 O8 106.69(15) no
C4 C3 O8 107.58(16) no
C2 C3 C9 111.74(16) no
C4 C3 C9 110.67(17) no
O8 C3 C9 112.38(15) no
C3 C4 O5 116.88(18) no
C3 C4 O7 124.15(19) no
O5 C4 O7 118.97(19) no
C4 O5 C6 118.67(16) no
C1 C6 O5 113.22(16) no
C1 C6 H61 109.9 no
O5 C6 H61 108.0 no
C1 C6 H62 108.7 no
O5 C6 H62 106.1 no
H61 C6 H62 110.9 no
C3 O8 H1 111.6 no
C3 C9 H91 107.9 no
C3 C9 H92 111.2 no
H91 C9 H92 107.9 no
C3 C9 H93 106.8 no
H91 C9 H93 111.4 no
H92 C9 H93 111.6 no
C2 O10 C11 106.50(14) no
O10 C11 O12 104.39(15) no
O10 C11 C13 110.36(19) no
O12 C11 C13 110.94(19) no
O10 C11 C14 108.53(17) no
O12 C11 C14 109.1(2) no
C13 C11 C14 113.12(19) no
C1 O12 C11 109.79(15) no
C11 C13 H131 108.8 no
C11 C13 H132 106.8 no
H131 C13 H132 112.2 no
C11 C13 H133 107.3 no
H131 C13 H133 111.4 no
H132 C13 H133 110.1 no
C11 C14 H141 110.7 no
C11 C14 H142 107.3 no
H141 C14 H142 110.6 no
C11 C14 H143 108.6 no
H141 C14 H143 110.3 no
H142 C14 H143 109.3 no
C1 C15 H151 110.7 no
C1 C15 H152 108.3 no
H151 C15 H152 106.3 no
C1 C15 H153 110.7 no
H151 C15 H153 111.9 no
H152 C15 H153 108.8 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.547(3) no
C1 C6 1.513(3) no
C1 O12 1.435(2) no
C1 C15 1.511(3) no
C2 C3 1.526(3) no
C2 O10 1.430(2) no
C2 H21 0.987 no
C3 C4 1.538(3) no
C3 O8 1.431(2) no
C3 C9 1.512(3) no
C4 O5 1.335(3) no
C4 O7 1.212(3) no
O5 C6 1.459(3) no
C6 H61 1.002 no
C6 H62 1.025 no
O8 H1 0.880 no
C9 H91 0.998 no
C9 H92 0.975 no
C9 H93 0.990 no
O10 C11 1.431(2) no
C11 O12 1.426(2) no
C11 C13 1.526(3) no
C11 C14 1.499(3) no
C13 H131 1.005 no
C13 H132 1.010 no
C13 H133 0.992 no
C14 H141 0.991 no
C14 H142 0.980 no
C14 H143 0.974 no
C15 H151 0.960 no
C15 H152 0.965 no
C15 H153 0.979 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_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
O8 H1 O7 2_465 0.88 1.99 2.870(2) 178 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21185465
