Crystal packing in three related disaccharides: precursors to heparan sulfate oligosaccharides
Gainsford, Graeme J.; Schwörer, Ralf; Tyler, Peter C.; Zubkova, Olga V.; Acta Crystallographica Section E 71 (2015) 582–587; doi:10.1107/S2056989015008518

data_2240641
_publ_section_title
;
 Crystal packing in three related disaccharides: precursors to heparan
 sulfate oligosaccharides
;
_journal_coeditor_code           SJ5456
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              582
_journal_page_last               587
_journal_paper_doi               10.1107/S2056989015008518
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C52 H55 N3 O15'
_chemical_formula_moiety         'C52 H55 N3 O15'
_chemical_formula_sum            'C52 H55 N3 O15'
_chemical_formula_weight         961.99
_chemical_name_common
;
Benzoic acid
4-benzyloxy-6-(2-methoxyacetoxymethyl)-2-(4-methoxyphenoxy)tetrahydropyran-\
3-yl ester; acetic acid 5-azido-3,4-bis-benzyloxy-6-methoxy
-tetrahydro-pyran-2-ylmethyl ester
4-Methoxyphenyl
4-<i>O</i>-[6-<i>O</i>-acetyl-2-azido-3,4-<i>O</i>-benzyl-2-deoxy-
\a-<i>D</i>-glucopyranosyl]-2-<i>O
</i>-benzoyl-3-<i>O</i>-benzyl-6-<i>O</i>-methoxyoacetyl-\b-<i>D
</i>-glucopyranoside
;
_chemical_name_systematic
'4-Methoxyphenyl 4-<i>O</i>-[6-<i>O</i>-acetyl-2-azido-3,4-<i>O</i>-benzyl-2-deoxy-\a-<i>D</i>-glucopyranosyl]-2-<i>O</i>-benzoyl-3-<i>O</i>-benzyl-6-<i>O</i>-methoxyoacetyl-\b-<i>D</i>-glucopyranoside'
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.222(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   38.3346(13)
_cell_length_b                   8.0744(3)
_cell_length_c                   16.1659(6)
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    118(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.49
_cell_volume                     5002.7(3)
_computing_cell_refinement
;
SAINT (Bruker, 2005)
;
_computing_data_collection
;
APEX2 (Bruker, 2005)
;
_computing_data_reduction
;
SAINT and SADABS (Bruker, 2005)
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 2012) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXL2012 (Sheldrick, 2015) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2012 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      118(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_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  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            51621
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.12
_diffrn_reflns_theta_min         2.58
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(Blessing, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.454
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 3878 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons & Flack, 2004)
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     662
_refine_ls_number_reflns         9796
_refine_ls_number_restraints     43
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+3.3214P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1285
_reflns_number_gt                9128
_reflns_number_total             9796
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sj5456sup1.cif
_cod_data_source_block           RSTN
_cod_original_sg_symbol_H-M      C2
_cod_database_code               2240641
_cod_database_fobs_code          2240641
_shelx_estimated_absorpt_t_min   0.933
_shelx_estimated_absorpt_t_max   0.972
_shelx_hkl_checksum              9245
_shelx_res_checksum              89721