#------------------------------------------------------------------------------
#$Date: 2015-06-05 10:39:13 +0300 (Fri, 05 Jun 2015) $
#$Revision: 138348 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/03/1520345.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1520345
loop_
_publ_author_name
'Croft, Anna K.'
'Tizzard, Graham J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 Acetic acid 2,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-3-yl ester
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              853
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C16 H22 O11'
_chemical_formula_sum            'C16 H22 O11'
_chemical_formula_weight         390.34
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3288(2)
_cell_length_b                   9.0098(3)
_cell_length_c                   25.4028(8)
_cell_measurement_reflns_used    23178
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1906.25(10)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 66.0645
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            17255
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.9965
_exptl_absorpt_correction_T_min  0.9805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         2507
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0445
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0074P)²+1.3993P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                2245
_reflns_number_total             2507
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-853.cif
_cod_data_source_block           2009src0667a
_cod_depositor_comments
;
Citation :
Croft, Anna K. and Tizzard, Graham J. and Hursthouse, Michael B. (2009)
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/853)

More at:
http://ecrystals.chem.soton.ac.uk/853/
;
_cod_database_code               1520345
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2283(3) 0.6171(3) 0.93177(10) 0.0215(6) Uani 1 1 d . . .
H1 H 0.1726 0.7153 0.9338 0.026 Uiso 1 1 calc R . .
C2 C 0.1032(3) 0.4960(3) 0.92744(10) 0.0206(6) Uani 1 1 d . . .
H2 H 0.0326 0.4960 0.9593 0.025 Uiso 1 1 calc R . .
C3 C 0.0034(3) 0.5225(3) 0.87796(10) 0.0204(6) Uani 1 1 d . . .
H3 H -0.0547 0.6191 0.8814 0.024 Uiso 1 1 calc R . .
C4 C 0.1118(3) 0.5284(3) 0.83021(10) 0.0198(5) Uani 1 1 d . . .
H4 H 0.1627 0.4297 0.8234 0.024 Uiso 1 1 calc R . .
C5 C 0.2386(3) 0.6474(3) 0.84044(10) 0.0226(6) Uani 1 1 d . . .
H5 H 0.1875 0.7475 0.8433 0.027 Uiso 1 1 calc R . .
C6 C 0.3375(3) 0.6010(4) 0.97941(10) 0.0253(6) Uani 1 1 d . . .
H6A H 0.3957 0.5052 0.9786 0.030 Uiso 1 1 calc R . .
H6B H 0.4164 0.6830 0.9811 0.030 Uiso 1 1 calc R . .
C7 C 0.2924(3) 0.6244(3) 1.07160(11) 0.0227(6) Uani 1 1 d . . .
C8 C 0.1659(4) 0.6358(4) 1.11299(11) 0.0292(7) Uani 1 1 d . . .
H8A H 0.2147 0.6223 1.1478 0.044 Uiso 1 1 calc R . .
H8B H 0.0846 0.5588 1.1072 0.044 Uiso 1 1 calc R . .
H8C H 0.1152 0.7338 1.1112 0.044 Uiso 1 1 calc R . .
C9 C 0.1240(4) 0.2362(3) 0.94848(10) 0.0242(6) Uani 1 1 d . . .
C10 C 0.2317(4) 0.1044(3) 0.94237(11) 0.0266(6) Uani 1 1 d . . .
H10A H 0.3293 0.1192 0.9632 0.040 Uiso 1 1 calc R . .
H10B H 0.2604 0.0925 0.9052 0.040 Uiso 1 1 calc R . .
H10C H 0.1758 0.0152 0.9547 0.040 Uiso 1 1 calc R . .
C11 C -0.2466(4) 0.4161(4) 0.90126(11) 0.0271(6) Uani 1 1 d . . .
C12 C -0.3526(4) 0.2841(4) 0.89553(14) 0.0424(9) Uani 1 1 d . . .
H12A H -0.3368 0.2175 0.9256 0.064 Uiso 1 1 calc R . .
H12B H -0.3259 0.2316 0.8629 0.064 Uiso 1 1 calc R . .
H12C H -0.4650 0.3162 0.8943 0.064 Uiso 1 1 calc R . .
C13 C 0.0475(3) 0.5088(3) 0.73872(10) 0.0230(6) Uani 1 1 d . . .
C14 C -0.0392(4) 0.5852(4) 0.69519(11) 0.0298(7) Uani 1 1 d . . .
H14A H -0.0195 0.5326 0.6620 0.045 Uiso 1 1 calc R . .
H14B H -0.0006 0.6876 0.6922 0.045 Uiso 1 1 calc R . .
H14C H -0.1546 0.5856 0.7027 0.045 Uiso 1 1 calc R . .
C15 C 0.4132(4) 0.7757(4) 0.78243(11) 0.0291(7) Uani 1 1 d . . .
C16 C 0.5332(4) 0.7515(4) 0.73972(13) 0.0459(9) Uani 1 1 d . . .
H16A H 0.5401 0.8407 0.7178 0.069 Uiso 1 1 calc R . .
H16B H 0.5000 0.6671 0.7180 0.069 Uiso 1 1 calc R . .
H16C H 0.6385 0.7309 0.7553 0.069 Uiso 1 1 calc R . .
O1 O 0.3297(2) 0.6157(2) 0.88609(7) 0.0241(4) Uani 1 1 d . . .
O2 O 0.2269(2) 0.6071(2) 1.02342(7) 0.0261(4) Uani 1 1 d . . .
O3 O 0.4353(2) 0.6306(2) 1.07868(8) 0.0273(5) Uani 1 1 d . . .
O4 O 0.1869(2) 0.3551(2) 0.92293(7) 0.0220(4) Uani 1 1 d . . .
O5 O 0.0009(3) 0.2404(2) 0.97311(8) 0.0352(5) Uani 1 1 d . . .
O6 O -0.1125(2) 0.4044(2) 0.87045(7) 0.0228(4) Uani 1 1 d . . .
O7 O -0.2703(2) 0.5202(2) 0.92988(8) 0.0311(5) Uani 1 1 d . . .
O8 O 0.0188(2) 0.5768(2) 0.78570(7) 0.0241(4) Uani 1 1 d . . .
O9 O 0.1313(3) 0.4020(3) 0.73411(8) 0.0389(6) Uani 1 1 d . . .
O10 O 0.3478(3) 0.6433(2) 0.79774(7) 0.0275(5) Uani 1 1 d . . .
O11 O 0.3782(3) 0.8912(3) 0.80264(9) 0.0417(6) Uani 1 1 d . . .
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 0.0000 '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 0.0000 '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
O1 C1 C2 109.9(2) . .
O1 C1 C6 106.9(2) . .
C2 C1 C6 113.6(2) . .
O1 C1 H1 108.8 . .
C2 C1 H1 108.8 . .
C6 C1 H1 108.8 . .
O4 C2 C1 107.8(2) . .
O4 C2 C3 109.5(2) . .
C1 C2 C3 108.8(2) . .
O4 C2 H2 110.2 . .
C1 C2 H2 110.2 . .
C3 C2 H2 110.2 . .
O6 C3 C4 108.5(2) . .
O6 C3 C2 110.9(2) . .
C4 C3 C2 109.9(2) . .
O6 C3 H3 109.2 . .
C4 C3 H3 109.2 . .
C2 C3 H3 109.2 . .
O8 C4 C3 108.6(2) . .
O8 C4 C5 107.0(2) . .
C3 C4 C5 107.5(2) . .
O8 C4 H4 111.2 . .
C3 C4 H4 111.2 . .
C5 C4 H4 111.2 . .
O1 C5 O10 106.2(2) . .
O1 C5 C4 111.6(2) . .
O10 C5 C4 107.2(2) . .
O1 C5 H5 110.6 . .
O10 C5 H5 110.6 . .
C4 C5 H5 110.6 . .
O2 C6 C1 103.3(2) . .
O2 C6 H6A 111.1 . .
C1 C6 H6A 111.1 . .
O2 C6 H6B 111.1 . .
C1 C6 H6B 111.1 . .
H6A C6 H6B 109.1 . .
O3 C7 O2 122.7(3) . .
O3 C7 C8 126.1(3) . .
O2 C7 C8 111.2(2) . .
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 123.6(3) . .
O5 C9 C10 126.2(3) . .
O4 C9 C10 110.2(2) . .
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 122.7(3) . .
O7 C11 C12 125.8(3) . .
O6 C11 C12 111.5(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 123.4(3) . .
O9 C13 C14 125.6(3) . .
O8 C13 C14 111.0(2) . .
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 . .
O11 C15 O10 122.7(3) . .
O11 C15 C16 127.1(3) . .
O10 C15 C16 110.3(3) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C5 O1 C1 110.23(19) . .
C7 O2 C6 116.5(2) . .
C9 O4 C2 117.8(2) . .
C11 O6 C3 114.3(2) . .
C13 O8 C4 117.2(2) . .
C15 O10 C5 116.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.435(3) .
C1 C2 1.513(4) .
C1 C6 1.521(4) .
C1 H1 1.0000 .
C2 O4 1.453(3) .
C2 C3 1.526(4) .
C2 H2 1.0000 .
C3 O6 1.449(3) .
C3 C4 1.513(3) .
C3 H3 1.0000 .
C4 O8 1.438(3) .
C4 C5 1.527(4) .
C4 H4 1.0000 .
C5 O1 1.415(3) .
C5 O10 1.416(3) .
C5 H5 1.0000 .
C6 O2 1.450(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 O3 1.205(3) .
C7 O2 1.349(3) .
C7 C8 1.492(4) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 O5 1.202(4) .
C9 O4 1.358(3) .
C9 C10 1.496(4) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 O7 1.203(4) .
C11 O6 1.368(3) .
C11 C12 1.489(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 O9 1.194(3) .
C13 O8 1.363(3) .
C13 C14 1.489(4) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 O11 1.196(4) .
C15 O10 1.368(4) .
C15 C16 1.492(4) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
