Solvent-free synthesis and <i>in-silico</i> molecular docking study of (<i>E</i>)-3-(β-<i>C</i>-glycosylmethylidene)-<i>N</i>-aryl/alkyl succinimides.
Shankar, Bhawani; Singh, Tejveer; Kumar, Banty; Arora, Aditi; Kumar, Sumit; Singh, Brajendra K.; Organic & biomolecular chemistry 21 (2023) 9398–9409; doi:10.1039/d3ob01252b

data_7159653
_publ_section_title
;
 Solvent-free synthesis and <i>in-silico</i> molecular docking study of
 (<i>E</i>)-3-(&#x3b2;-<i>C</i>-glycosylmethylidene)-<i>N</i>-aryl/alkyl
 succinimides.
;
_journal_issue                   47
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9398
_journal_page_last               9409
_journal_paper_doi               10.1039/d3ob01252b
_journal_volume                  21
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C17 H19 N O7, H2 O'
_chemical_formula_sum            'C17 H21 N O8'
_chemical_formula_weight         367.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-08-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-13 deposited with the CCDC.	2023-11-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.085(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   46.814(6)
_cell_length_b                   5.8604(8)
_cell_length_c                   12.4797(16)
_cell_measurement_reflns_used    23257
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      29.389
_cell_measurement_theta_min      3.330
_cell_volume                     3305.8(8)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27541
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         2.791
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70675
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       hexagon
_exptl_crystal_F_000             1544
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         6252
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0399P)^2^+2.5939P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0990
_reflns_Friedel_coverage         0.813
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5353
_reflns_number_total             6252
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob01252b2.cif
_cod_data_source_block           6jula
_cod_depositor_comments
;
          Adding full bibliography for 7159653.cif.

2025-04-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C68 H80 N4 O32'
_cod_original_formula_weight         1465.36
_cod_original_formula_moiety         '4(C17 H19 N O7), 2(O), 2(H2 O)'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        3305.8(7)
_cod_database_code               7159653
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C30(H30), C29(H29), C15(H15), C14(H14), C12(H12), C33(H33),
 C13(H13), C31(H31), C32(H32)
2.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C8(H8A,H8B), C17(H17A,H17B), C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C22(H22), C11(H11), C5(H5), C28(H28), C3(H3), C2(H2), C18(H18),
 C1(H1), C19(H19), C23(H23), C20(H20)
2.d Idealised tetrahedral OH refined as rotating group:
 O006(H006), O008(H008), O009(H009), O00C(H00C), O00D(H00D)
;
_shelx_res_checksum              6386
_shelx_hkl_checksum              86264
_olex2_submission_special_instructions 'No special instructions were received'