Crystal structure, quantum chemical insights, and molecular docking studies of Naryl-2-(N-disubstituted) acetamide compounds: potential inhibitors for neurodegenerative enzymes
Camargo-Ayala, Lorena; Bedoya, Mauricio; Prent-Peñaloza, Luis; Polo-Cuadrado, Efraín; Osorio, Edison; Brito, Iván; Delgado, Gerzon E.; González, Wendy; Gutierrez, Margarita; RSC Advances 14 (2024) 5222–5233; doi:10.1039/D3RA08649F

data_7248121
_publ_section_title
;
 Crystal structure, quantum chemical insights, and molecular docking
 studies of Naryl-2-(N-disubstituted) acetamide compounds: potential
 inhibitors for neurodegenerative enzymes
;
_journal_issue                   8
_journal_name_full               'RSC Advances'
_journal_page_first              5222
_journal_page_last               5233
_journal_paper_doi               10.1039/D3RA08649F
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C17 H20 N2 O'
_chemical_formula_sum            'C17 H17 N2 O'
_chemical_formula_weight         265.32
_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_date             2023-01-26
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-01-26 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.49(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.763(7)
_cell_length_b                   10.544(16)
_cell_length_c                   15.14(2)
_cell_measurement_temperature    298.00
_cell_volume                     755.5(19)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.706
_diffrn_measured_fraction_theta_max 0.706
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4101
_diffrn_reflns_av_unetI/netI     0.5261
_diffrn_reflns_Laue_measured_fraction_full 0.706
_diffrn_reflns_Laue_measured_fraction_max 0.706
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5760
_diffrn_reflns_point_group_measured_fraction_full 0.656
_diffrn_reflns_point_group_measured_fraction_max 0.652
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.483
_diffrn_reflns_theta_min         2.708
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1685 before and 0.0000 after correction.
The Ratio of minimum to maximum transmission is 0.7172.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_F_000             282
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 172 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.6(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2031
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.870
_refine_ls_R_factor_all          0.3128
_refine_ls_R_factor_gt           0.0847
_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^)] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1474
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.601
_reflns_Friedel_fraction_max     0.592
_reflns_number_gt                665
_reflns_number_total             2031
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra08649f2.cif
_cod_data_source_block           mgla56
_cod_original_cell_volume        756(2)
_cod_database_code               7248121
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C00H(H00I,H00J), C00I(H00K,H00L), C00J(H00M,H00N), C00K(H00O,H00P)
2.c Aromatic/amide H refined with riding coordinates:
 N001(H001), C005(H005), C008(H008), C009(H009), C00B(H00B), C00E(H00F),
 C00F(H00G), C00G(H00H)
2.d Idealised Me refined as rotating group:
 C00D(H00A,H00D,H00E)
;
_shelx_res_checksum              84233
_shelx_hkl_checksum              27761
_olex2_submission_special_instructions 'No special instructions were received'