#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/43/7204347.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_7204347
loop_
_publ_author_name
'Muldgaard, Lene'
'Thomsen, Ib B.'
'Hazell, Rita G.'
'Bols, Mikael'
_publ_section_title
;
 Investigation of the base promoted tandem syn-elimination--Favorskii
 rearrangement of levoglucosan sulfonates
;
_journal_issue                   10
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1297
_journal_paper_doi               10.1039/b200064b
_journal_year                    2002
_chemical_formula_sum            'C14 H20 O8'
_chemical_formula_weight         316.31
_chemical_name_systematic
;
Di-(2,3-dideoxy-3-methoxycarbonyl-beta-D-erythro-pentofuranose)-
1,5':1',5-dianhydride
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.000
_cell_angle_beta                 92.386(3)
_cell_angle_gamma                90.000
_cell_formula_units_Z            2
_cell_length_a                   16.975(2)
_cell_length_b                   5.1909(6)
_cell_length_c                   8.569(1)
_cell_measurement_reflns_used    605
_cell_measurement_temperature    298
_cell_measurement_theta_max      21.3
_cell_measurement_theta_min      2.4
_cell_volume                     754.41(15)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics
;
ORTEP-III (Burnett & Johnson,  1996), KRYSTAL
;
_computing_publication_material  KRYSTAL
_computing_structure_refinement  'modified ORFLS(1962), KRYSTAL'
_computing_structure_solution
;
SIR97 (Altomare et al., 1997 ), KRYSTAL
;
_diffrn_ambient_temperature      298
_diffrn_measurement_device       'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation scans with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'x-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2433
_diffrn_reflns_reduction_process 2433
_diffrn_reflns_theta_max         29.2
_diffrn_reflns_theta_min         2.4
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.39
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       needle
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.36(7)
_refine_diff_density_min         -0.37(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.72
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    1
_refine_ls_number_parameters     99
_refine_ls_number_reflns         932
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.078
_refine_ls_shift/su_max          0.0014
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
w= 1/{[σcs(F²)+1.02F²]^1/2^- |F|}²
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.100
_reflns_number_gt                934
_reflns_number_total             1210
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            b200064b.txt
_cod_data_source_block           ib30
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 11 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        754.4(2)
_cod_original_sg_symbol_H-M      C2
_cod_original_formula_sum        C14H20O8
_cod_database_code               7204347
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,+y,-z
1/2+x,1/2+y,+z
1/2-x,1/2+y,-z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.018(2) 0.026(3) 0.020(3) 0.000(2) 0.005(2) 0.004(2)
O2 0.026(2) 0.045(3) 0.026(3) 0.007(2) 0.006(2) 0.002(3)
O3 0.031(2) 0.040(3) 0.019(3) 0.005(2) 0.009(2) 0.004(3)
O4 0.032(2) 0.014(2) 0.025(3) -0.003(2) 0.011(2) -0.002(2)
C1 0.020(3) 0.031(4) 0.037(5) -0.001(3) 0.014(3) 0.007(3)
C2 0.019(3) 0.032(4) 0.024(4) -0.003(3) 0.010(3) -0.001(3)
C3 0.017(3) 0.019(3) 0.023(4) -0.001(2) 0.007(3) -0.003(3)
C4 0.023(3) 0.021(3) 0.023(4) -0.001(3) 0.005(3) 0.001(3)
C5 0.025(3) 0.027(4) 0.025(4) 0.004(3) 0.008(3) -0.002(3)
C6 0.026(3) 0.018(3) 0.017(4) -0.003(3) 0.004(3) 0.006(3)
C7 0.036(3) 0.044(5) 0.022(5) 0.004(4) 0.005(3) 0.006(4)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O1 0.4491(2) 0.503 0.1545(6) 0.021(3) Uani
O2 0.2740(2) 0.816(1) -0.3021(6) 0.032(3) Uani
O3 0.3876(2) 0.745(1) -0.4226(5) 0.030(3) Uani
O4 0.4072(3) 0.216(1) -0.0412(5) 0.024(2) Uani
C1 0.3832(4) 0.392(2) 0.0750(10) 0.029(4) Uani
C2 0.3385(3) 0.601(2) -0.0115(8) 0.025(4) Uani
C3 0.3864(3) 0.629(1) -0.1586(8) 0.019(3) Uani
C4 0.4157(4) 0.356(2) -0.1883(9) 0.022(3) Uani
C5 0.5004(4) 0.336(1) -0.2386(8) 0.026(4) Uani
C6 0.3418(4) 0.737(2) -0.2969(7) 0.020(3) Uani
C7 0.3508(4) 0.841(2) -0.5649(9) 0.034(4) Uani
H1 0.350 0.308 0.146 0.035 Uiso
H2a 0.338 0.756 0.047 0.030 Uiso
H2b 0.286 0.550 -0.037 0.030 Uiso
H3 0.431 0.736 -0.135 0.023 Uiso
H4 0.382 0.278 -0.266 0.027 Uiso
H5a 0.518 0.164 -0.222 0.031 Uiso
H5b 0.502 0.377 -0.346 0.031 Uiso
H7a 0.383 0.847 -0.653 0.040 Uiso
H7b 0.333 1.012 -0.545 0.040 Uiso
H7c 0.307 0.735 -0.591 0.040 Uiso
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
C1 O1 C5 116.7(5) . . 2_655
C6 O3 C7 116.2(5) . . .
C1 O4 C4 109.0(5) . . .
O1 C1 O4 110.9(5) . . .
O1 C1 C2 108.3(6) . . .
O4 C1 C2 105.7(6) . . .
C1 C2 C3 101.6(5) . . .
C2 C3 C4 103.6(5) . . .
C4 C3 C6 112.1(6) . . .
C2 C3 C6 114.9(5) . . .
O4 C4 C5 109.8(5) . . .
O4 C4 C3 105.8(5) . . .
C3 C4 C5 115.3(5) . . .
O1 C5 C4 112.3(5) 2_655 . .
O2 C6 O3 122.1(6) . . .
O2 C6 C3 127.1(5) . . .
O3 C6 C3 110.8(5) . . .
O1 C1 H1 110.6 . . .
O4 C1 H1 110.6 . . .
C2 C1 H1 110.6 . . .
H2a C2 H2b 109.5 . . .
C1 C2 H2b 111.4 . . .
C3 C2 H2b 111.4 . . .
C1 C2 H2a 111.4 . . .
C3 C2 H2a 111.4 . . .
C6 C3 H3 108.7 . . .
C4 C3 H3 108.7 . . .
C2 C3 H3 108.7 . . .
O4 C4 H4 108.6 . . .
C5 C4 H4 108.6 . . .
C3 C4 H4 108.6 . . .
H5a C5 H5b 109.5 . . .
O1 C5 H5b 108.8 2_655 . .
C4 C5 H5b 108.8 . . .
O1 C5 H5a 108.8 2_655 . .
C4 C5 H5a 108.8 . . .
H7a C7 H7b 107.8 . . .
H7a C7 H7c 107.8 . . .
O3 C7 H7a 116.2 . . .
H7b C7 H7c 109.5 . . .
O3 C7 H7b 107.8 . . .
O3 C7 H7c 107.7 . . .
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
O1 C5 1.399(8) . 2_655
O1 C1 1.410(9) . .
O2 C6 1.220(7) . .
O3 C6 1.356(7) . .
O3 C7 1.437(9) . .
O4 C1 1.421(9) . .
O4 C4 1.467(8) . .
C1 C2 1.502(11) . .
C2 C3 1.535(8) . .
C3 C4 1.527(9) . .
C3 C6 1.491(9) . .
C4 C5 1.521(8) . .
C1 H1 0.95 . .
C2 H2b 0.95 . .
C2 H2a 0.95 . .
C3 H3 0.95 . .
C4 H4 0.95 . .
C5 H5b 0.95 . .
C5 H5a 0.95 . .
C7 H7a 0.95 . .
C7 H7b 0.95 . .
C7 H7c 0.95 . .
