Multicentered hydrogen bonding in 1-[(1-deoxy-β-<small>D</small>-fructopyranos-1-yl)azaniumyl]cyclopentanecarboxylate (`<small>D</small>-fructose-cycloleucine')
Mossine, Valeri V.; Barnes, Charles L.; Mawhinney, Thomas P.; Acta Crystallographica Section E 75 (2019) 1096–1101; doi:10.1107/S2056989019009253

data_2242998
_publ_section_title
;
 Multicentered hydrogen bonding in
 1-[(1-deoxy-\b-<small>D</small>-fructopyranos-1-yl)azaniumyl]cyclopentanecarboxylate
 (`<small>D</small>-fructose-cycloleucine')
;
_journal_coeditor_code           EB2020
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1096
_journal_page_last               1101
_journal_paper_doi               10.1107/S2056989019009253
_journal_volume                  75
_journal_year                    2019
_chemical_absolute_configuration rmad
_chemical_formula_iupac          'C12 H21 N O7'
_chemical_formula_moiety         'C12 H21 N O7'
_chemical_formula_sum            'C12 H21 N O7'
_chemical_formula_weight         291.30
_chemical_name_common
;
<i>D</i>-Fructose-cycloleucine
;
_chemical_name_systematic
;
1-[(1-Deoxy-\b-<i>D</i>-fructopyranos-1-yl)azaniumyl]cyclopentanecarboxylate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 95.5060(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.8052(3)
_cell_length_b                   11.9540(6)
_cell_length_c                   9.6135(5)
_cell_measurement_reflns_used    3178
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      2.7
_cell_volume                     664.05(6)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 1998)
;
_computing_data_collection
;
SMART (Bruker, 1998)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 1998)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
<i>CIFTAB</i> (Sheldrick, 2008) and publCIF
(Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2017/1</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4797
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.121
_diffrn_reflns_theta_min         2.128
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       Plate
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.199
_refine_ls_abs_structure_details
;
Flack x determined using 1097 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013).
;
_refine_ls_abs_structure_Flack   -0.4(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+0.1566P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0729
_reflns_number_gt                2619
_reflns_number_total             2761
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            eb2020sup1.cif
_cod_data_source_block           I
_cod_database_code               2242998
_cod_database_fobs_code          2242998
_shelx_estimated_absorpt_t_min   0.937
_shelx_estimated_absorpt_t_max   0.988
_shelx_hkl_checksum              73803
_shelx_res_checksum              36100