#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/19/2221948.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_2221948
loop_
_publ_author_name
'Ye, Ding'
'Zhang, Kuan'
'Chen, Hua-feng'
'Yin, Shu-fan'
'Li, Ying'
_publ_section_title
;
 4-Formylphenyl
 2,3,4,6-tetra-O-acetyl-β-<small>D</small>-allopyranoside
;
_journal_coeditor_code           BX2200
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1338
_journal_paper_doi               10.1107/S1600536809018248
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C21 H24 O11'
_chemical_formula_moiety         'C21 H24 O11'
_chemical_formula_sum            'C21 H24 O11'
_chemical_formula_weight         452.40
_chemical_name_systematic
;
4-Formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-allopyranoside
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 102.80(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.056(4)
_cell_length_b                   17.758(6)
_cell_length_c                   9.129(3)
_cell_measurement_reflns_used    33
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      9.42
_cell_measurement_theta_min      4.58
_cell_volume                     1115.4(8)
_computing_cell_refinement       'DIFRAC (Gabe et al.,  1989)'
_computing_data_collection       'DIFRAC (Gabe & White, 1993)'
_computing_data_reduction        'NRCVAX (Gabe et al.,  1989)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick,  2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4596
_diffrn_reflns_theta_full        32.51
_diffrn_reflns_theta_max         32.51
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        3.664
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4149
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.954
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0778P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1425
_reflns_number_gt                2143
_reflns_number_total             4149
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bx2200.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2221948
_cod_database_fobs_code          2221948
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_disorder_assembly
_atom_site_disorder_group
O O1 0.4950(3) 0.63276(10) 0.1617(2) 0.0399(4) Uani d . 1 . .
O O2 0.2064(3) 0.55171(14) -0.0604(2) 0.0526(5) Uani d . 1 . .
O O3 0.3692(5) 0.62506(18) -0.1903(3) 0.0857(9) Uani d . 1 . .
O O4 0.2271(3) 0.48018(11) 0.2871(2) 0.0436(4) Uani d . 1 . .
O O5 -0.0540(3) 0.52455(15) 0.3289(4) 0.0733(8) Uani d . 1 . .
O O6 0.5256(3) 0.54679(12) 0.5011(2) 0.0446(4) Uani d . 1 . .
O O7 0.3283(4) 0.48347(14) 0.6212(3) 0.0657(7) Uani d . 1 . .
O O8 0.5465(3) 0.69998(12) 0.5428(2) 0.0468(5) Uani d . 1 . .
O O9 0.2909(5) 0.7687(2) 0.5597(4) 0.1025(12) Uani d . 1 . .
O O10 0.6171(3) 0.74339(10) 0.2628(2) 0.0415(4) Uani d . 1 . .
O O11 1.2834(4) 0.88786(18) -0.0222(3) 0.0780(8) Uani d . 1 . .
C C1 0.5854(4) 0.66770(14) 0.2979(3) 0.0370(5) Uani d . 1 . .
H H1 0.7070 0.6424 0.3454 0.044 Uiso calc R 1 . .
C C2 0.4428(4) 0.67009(15) 0.4018(3) 0.0385(6) Uani d . 1 . .
H H2 0.3343 0.7036 0.3589 0.046 Uiso calc R 1 . .
C C3 0.3648(4) 0.59176(16) 0.4229(3) 0.0394(6) Uani d . 1 . .
H H3 0.2627 0.5944 0.4801 0.047 Uiso calc R 1 . .
C C4 0.2873(4) 0.55657(15) 0.2697(3) 0.0388(6) Uani d . 1 . .
H H4 0.1757 0.5858 0.2156 0.047 Uiso calc R 1 . .
C C5 0.4441(4) 0.55511(15) 0.1781(3) 0.0382(6) Uani d . 1 . .
H H5 0.5581 0.5283 0.2352 0.046 Uiso calc R 1 . .
C C6 0.3858(4) 0.52131(17) 0.0245(3) 0.0482(7) Uani d . 1 . .
H H6A 0.4876 0.5304 -0.0293 0.058 Uiso calc R 1 . .
H H6B 0.3723 0.4673 0.0338 0.058 Uiso calc R 1 . .
C C7 0.2171(6) 0.6017(2) -0.1706(4) 0.0620(9) Uani d . 1 . .
C C8 0.0234(7) 0.6216(3) -0.2607(5) 0.0897(13) Uani d . 1 . .
H H8A 0.0274 0.6713 -0.3014 0.135 Uiso calc R 1 . .
H H8B -0.0694 0.6204 -0.1981 0.135 Uiso calc R 1 . .
H H8C -0.0141 0.5862 -0.3412 0.135 Uiso calc R 1 . .
C C9 0.0503(4) 0.47285(19) 0.3242(4) 0.0528(8) Uani d . 1 . .
C C10 0.0162(6) 0.3927(2) 0.3635(5) 0.0743(11) Uani d . 1 . .
H H10A 0.0886 0.3821 0.4634 0.111 Uiso calc R 1 . .
H H10B 0.0578 0.3596 0.2937 0.111 Uiso calc R 1 . .
H H10C -0.1198 0.3851 0.3586 0.111 Uiso calc R 1 . .
C C11 0.4840(5) 0.49291(18) 0.5944(3) 0.0535(8) Uani d . 1 . .
C C12 0.6629(7) 0.4484(3) 0.6583(6) 0.0856(13) Uani d . 1 . .
H H12A 0.7167 0.4648 0.7591 0.128 Uiso calc R 1 . .
H H12B 0.7566 0.4557 0.5978 0.128 Uiso calc R 1 . .
H H12C 0.6303 0.3959 0.6590 0.128 Uiso calc R 1 . .
C C13 0.4540(5) 0.75101(18) 0.6110(4) 0.0563(8) Uani d . 1 . .
C C14 0.5769(7) 0.7780(3) 0.7549(5) 0.0842(13) Uani d . 1 . .
H H14A 0.5345 0.8273 0.7771 0.126 Uiso calc R 1 . .
H H14B 0.7100 0.7804 0.7465 0.126 Uiso calc R 1 . .
H H14C 0.5656 0.7439 0.8341 0.126 Uiso calc R 1 . .
C C15 0.7685(4) 0.75945(14) 0.1960(3) 0.0359(5) Uani d . 1 . .
C C16 0.8011(4) 0.83541(16) 0.1761(3) 0.0430(6) Uani d . 1 . .
H H16 0.7223 0.8714 0.2069 0.052 Uiso calc R 1 . .
C C17 0.9503(4) 0.85760(16) 0.1108(3) 0.0453(7) Uani d . 1 . .
H H17 0.9704 0.9085 0.0961 0.054 Uiso calc R 1 . .
C C18 1.0703(4) 0.80472(17) 0.0669(3) 0.0417(6) Uani d . 1 . .
C C19 1.0361(4) 0.72875(17) 0.0863(3) 0.0460(7) Uani d . 1 . .
H H19 1.1167 0.6930 0.0568 0.055 Uiso calc R 1 . .
C C20 0.8838(4) 0.70516(16) 0.1487(3) 0.0443(6) Uani d . 1 . .
H H20 0.8594 0.6542 0.1587 0.053 Uiso calc R 1 . .
C C21 1.2373(5) 0.8255(2) 0.0018(4) 0.0587(8) Uani d . 1 . .
H H21 1.3126 0.7864 -0.0224 0.070 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C5 . . 113.85(19) ?
C7 O2 C6 . . 117.3(3) ?
C9 O4 C4 . . 115.1(2) ?
C11 O6 C3 . . 116.5(2) ?
C13 O8 C2 . . 117.4(2) ?
C15 O10 C1 . . 118.5(2) ?
O1 C1 O10 . . 106.5(2) ?
O1 C1 C2 . . 109.2(2) ?
O10 C1 C2 . . 105.9(2) ?
O1 C1 H1 . . 111.7 ?
O10 C1 H1 . . 111.7 ?
C2 C1 H1 . . 111.7 ?
O8 C2 C3 . . 110.5(2) ?
O8 C2 C1 . . 107.0(2) ?
C3 C2 C1 . . 111.0(2) ?
O8 C2 H2 . . 109.4 ?
C3 C2 H2 . . 109.4 ?
C1 C2 H2 . . 109.4 ?
O6 C3 C4 . . 108.2(2) ?
O6 C3 C2 . . 107.6(2) ?
C4 C3 C2 . . 109.0(2) ?
O6 C3 H3 . . 110.7 ?
C4 C3 H3 . . 110.7 ?
C2 C3 H3 . . 110.7 ?
O4 C4 C3 . . 109.9(2) ?
O4 C4 C5 . . 108.1(2) ?
C3 C4 C5 . . 110.7(2) ?
O4 C4 H4 . . 109.3 ?
C3 C4 H4 . . 109.3 ?
C5 C4 H4 . . 109.3 ?
O1 C5 C6 . . 108.0(2) ?
O1 C5 C4 . . 105.6(2) ?
C6 C5 C4 . . 115.9(2) ?
O1 C5 H5 . . 109.0 ?
C6 C5 H5 . . 109.0 ?
C4 C5 H5 . . 109.0 ?
O2 C6 C5 . . 112.4(2) ?
O2 C6 H6A . . 109.1 ?
C5 C6 H6A . . 109.1 ?
O2 C6 H6B . . 109.1 ?
C5 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.8 ?
O3 C7 O2 . . 122.4(4) ?
O3 C7 C8 . . 125.6(4) ?
O2 C7 C8 . . 111.9(4) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O5 C9 O4 . . 122.9(3) ?
O5 C9 C10 . . 126.4(3) ?
O4 C9 C10 . . 110.7(3) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O7 C11 O6 . . 124.5(3) ?
O7 C11 C12 . . 125.8(3) ?
O6 C11 C12 . . 109.7(3) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
O9 C13 O8 . . 121.5(3) ?
O9 C13 C14 . . 126.2(3) ?
O8 C13 C14 . . 112.2(3) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
O10 C15 C16 . . 115.4(2) ?
O10 C15 C20 . . 124.1(2) ?
C16 C15 C20 . . 120.5(2) ?
C17 C16 C15 . . 120.0(3) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
C16 C17 C18 . . 120.5(3) ?
C16 C17 H17 . . 119.8 ?
C18 C17 H17 . . 119.8 ?
C17 C18 C19 . . 119.2(3) ?
C17 C18 C21 . . 122.7(3) ?
C19 C18 C21 . . 118.0(3) ?
C20 C19 C18 . . 121.2(3) ?
C20 C19 H19 . . 119.4 ?
C18 C19 H19 . . 119.4 ?
C19 C20 C15 . . 118.6(3) ?
C19 C20 H20 . . 120.7 ?
C15 C20 H20 . . 120.7 ?
O11 C21 C18 . . 125.6(4) ?
O11 C21 H21 . . 117.2 ?
C18 C21 H21 . . 117.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.409(3) ?
O1 C5 . 1.441(3) ?
O2 C7 . 1.356(4) ?
O2 C6 . 1.435(4) ?
O3 C7 . 1.201(5) ?
O4 C9 . 1.369(4) ?
O4 C4 . 1.441(3) ?
O5 C9 . 1.184(4) ?
O6 C11 . 1.356(4) ?
O6 C3 . 1.441(4) ?
O7 C11 . 1.189(4) ?
O8 C13 . 1.347(4) ?
O8 C2 . 1.435(3) ?
O9 C13 . 1.185(5) ?
O10 C15 . 1.372(3) ?
O10 C1 . 1.411(3) ?
O11 C21 . 1.188(5) ?
C1 C2 . 1.529(3) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.524(4) ?
C2 H2 . 0.9800 ?
C3 C4 . 1.519(4) ?
C3 H3 . 0.9800 ?
C4 C5 . 1.528(3) ?
C4 H4 . 0.9800 ?
C5 C6 . 1.497(4) ?
C5 H5 . 0.9800 ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.474(6) ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C10 . 1.500(5) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 C12 . 1.494(5) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 C14 . 1.484(5) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 C16 . 1.387(4) ?
C15 C20 . 1.391(4) ?
C16 C17 . 1.377(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.382(4) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.389(4) ?
C18 C21 . 1.479(4) ?
C19 C20 . 1.388(4) ?
C19 H19 . 0.9300 ?
C20 H20 . 0.9300 ?
C21 H21 . 0.9300 ?
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
C5 O1 C1 O10 . . . . -177.44(19) ?
C5 O1 C1 C2 . . . . -63.6(3) ?
C15 O10 C1 O1 . . . . -76.9(3) ?
C15 O10 C1 C2 . . . . 167.0(2) ?
C13 O8 C2 C3 . . . . -101.7(3) ?
C13 O8 C2 C1 . . . . 137.3(2) ?
O1 C1 C2 O8 . . . . 175.1(2) ?
O10 C1 C2 O8 . . . . -70.7(3) ?
O1 C1 C2 C3 . . . . 54.4(3) ?
O10 C1 C2 C3 . . . . 168.6(2) ?
C11 O6 C3 C4 . . . . -94.4(3) ?
C11 O6 C3 C2 . . . . 148.0(2) ?
O8 C2 C3 O6 . . . . -53.2(3) ?
C1 C2 C3 O6 . . . . 65.4(3) ?
O8 C2 C3 C4 . . . . -170.2(2) ?
C1 C2 C3 C4 . . . . -51.7(3) ?
C9 O4 C4 C3 . . . . 78.4(3) ?
C9 O4 C4 C5 . . . . -160.6(2) ?
O6 C3 C4 O4 . . . . 58.7(2) ?
C2 C3 C4 O4 . . . . 175.4(2) ?
O6 C3 C4 C5 . . . . -60.7(3) ?
C2 C3 C4 C5 . . . . 56.0(3) ?
C1 O1 C5 C6 . . . . -169.3(2) ?
C1 O1 C5 C4 . . . . 66.1(3) ?
O4 C4 C5 O1 . . . . 178.8(2) ?
C3 C4 C5 O1 . . . . -60.7(3) ?
O4 C4 C5 C6 . . . . 59.3(3) ?
C3 C4 C5 C6 . . . . 179.7(2) ?
C7 O2 C6 C5 . . . . 104.7(3) ?
O1 C5 C6 O2 . . . . -68.4(3) ?
C4 C5 C6 O2 . . . . 49.8(3) ?
C6 O2 C7 O3 . . . . -6.0(5) ?
C6 O2 C7 C8 . . . . 173.2(3) ?
C4 O4 C9 O5 . . . . 6.4(5) ?
C4 O4 C9 C10 . . . . -171.0(3) ?
C3 O6 C11 O7 . . . . -4.2(5) ?
C3 O6 C11 C12 . . . . 176.3(3) ?
C2 O8 C13 O9 . . . . 2.7(5) ?
C2 O8 C13 C14 . . . . -179.5(3) ?
C1 O10 C15 C16 . . . . -174.9(2) ?
C1 O10 C15 C20 . . . . 5.6(4) ?
O10 C15 C16 C17 . . . . 179.6(2) ?
C20 C15 C16 C17 . . . . -0.8(4) ?
C15 C16 C17 C18 . . . . -1.1(4) ?
C16 C17 C18 C19 . . . . 1.5(4) ?
C16 C17 C18 C21 . . . . -177.5(3) ?
C17 C18 C19 C20 . . . . 0.0(4) ?
C21 C18 C19 C20 . . . . 179.1(3) ?
C18 C19 C20 C15 . . . . -1.9(4) ?
O10 C15 C20 C19 . . . . -178.2(3) ?
C16 C15 C20 C19 . . . . 2.3(4) ?
C17 C18 C21 O11 . . . . -1.5(5) ?
C19 C18 C21 O11 . . . . 179.4(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 23340489
