The synthesis of fructose-based surfactants.
Lin, Hung-Chien; Kidonakis, Marios; Kaniraj, J. P.; Kholomieiev, Ihor; Fridrich, Balint; Stuart, Marc C. A.; Minnaard, Adriaan J.; Green chemistry : an international journal and green chemistry resource : GC 26 (2024) 4715–4722; doi:10.1039/d4gc00399c

data_7248312
_publ_section_title
;
 The synthesis of fructose-based surfactants.
;
_journal_issue                   8
_journal_name_full
'Green chemistry : an international journal and green chemistry resource : GC'
_journal_page_first              4715
_journal_page_last               4722
_journal_paper_doi               10.1039/d4gc00399c
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_sum            'C9 H15 N O6'
_chemical_formula_weight         233.22
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-11-26 deposited with the CCDC.	2024-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.970(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3370(2)
_cell_length_b                   26.3849(12)
_cell_length_c                   8.0130(3)
_cell_measurement_reflns_used    8613
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.71
_cell_measurement_theta_min      6.08
_cell_volume                     1067.08(8)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            16473
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.696
_diffrn_reflns_theta_min         5.839
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.6466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.057
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1690 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4220
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0371
_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^)+(0.0288P)^2^+0.5211P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0824
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                3943
_reflns_number_total             4220
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4gc00399c2.cif
_cod_data_source_block           cu_hv026_0m_a
_cod_depositor_comments          'Adding full bibliography for 7248312.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7248312
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              91031
_shelx_hkl_checksum              12806