Equatorial Anomeric Triflates from Mannuronic Acid Esters
Marthe T. C. Walvoort; Gerrit Lodder; Jaroslaw Mazurek; Herman S. Overkleeft; Jeroen D. C. Codée; Gijsbert A. van der Marel; Journal of the American Chemical Society 131 (2009) 12080–12081; doi:10.1021/ja905008p

data_4104947
_publ_contact_author_address
;
Avantium Technologies B.V.
Zekeringstraat 29
1014 BV Amsterdam
The Netherlands
;
_publ_contact_author_email       ' jaroslaw.mazurek@avantium.com '
_publ_contact_author_name        ' Jaroslaw Mazurek'
_publ_section_title
;
 Equatorial Anomeric Triflates from Mannuronic Acid Esters
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12080
_journal_page_last               12081
_journal_paper_doi               10.1021/ja905008p
_journal_volume                  131
_journal_year                    2009
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C16 H17 N3 O7'
_chemical_formula_sum            'C16 H17 N3 O7'
_chemical_formula_weight         363.33
_chemical_name_systematic
;
Methyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-lactone--
D-mannopyranosyluronate
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.923(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.914(2)
_cell_length_b                   7.502(2)
_cell_length_c                   11.151(3)
_cell_measurement_reflns_used    3797
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.577
_cell_measurement_theta_min      0.998
_cell_volume                     840.9(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
;
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.02945
_diffrn_orient_matrix_UB_12      0.06805
_diffrn_orient_matrix_UB_13      0.06633
_diffrn_orient_matrix_UB_21      -0.12731
_diffrn_orient_matrix_UB_22      0.02713
_diffrn_orient_matrix_UB_23      0.02868
_diffrn_orient_matrix_UB_31      0.01226
_diffrn_orient_matrix_UB_32      -0.03688
_diffrn_orient_matrix_UB_33      0.08928
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8917
_diffrn_reflns_theta_full        32.50
_diffrn_reflns_theta_max         32.50
_diffrn_reflns_theta_min         3.34
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         5756
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0430
_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/[\s^2^(Fo^2^)+(0.0397P)^2^+0.1753P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0999
_reflns_number_gt                2801
_reflns_number_total             3213
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja905008p_si_002.cif
_cod_data_source_block           I_at_120k
_cod_original_sg_symbol_H-M      'P 21 '
_cod_database_code               4104947