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_7248123
_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         'C15 H22 N2 O3'
_chemical_formula_sum            'C15 H22 N2 O3'
_chemical_formula_weight         278.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_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                 93.527(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.1033(4)
_cell_length_b                   23.7608(14)
_cell_length_c                   18.3655(11)
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      70.21
_cell_measurement_theta_min      3.04
_cell_volume                     3093.9(3)
_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      298.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1022
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            55156
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.068
_diffrn_reflns_theta_min         4.435
_diffrn_source_current           0.9
_diffrn_source_power             0.045
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  0.0867
_exptl_absorpt_correction_T_min  0.0077
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1548 before and 0.0940 after correction.
The Ratio of minimum to maximum transmission is 0.0888.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             1200
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.048
_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     380
_refine_ls_number_reflns         6289
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0643
_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^)+(0.0912P)^2^+0.2813P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.2058
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3724
_reflns_number_total             6289
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra08649f2.cif
_cod_data_source_block           cu_mg_la19_0m_sx_pl
_cod_depositor_comments
;

2024-06-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C30 H44 N4 O6'
_cod_original_formula_weight         556.69
_cod_original_formula_moiety         '2(C15 H22 N2 O3)'
_cod_original_formula_units_Z            4
_cod_database_code               7248123
_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 Riding coordinates:
 N00K(H00K), N00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C02O(H02D,H02E), C030(H03A,H03B), C035(H03E,H03F), C037(H03G,H03H), C038(H03I,
 H03J), C01I(H01A,H01B), C02A(H02I,H02J), C02G(H02K,H02L), C02H(H02M,H02N),
 C02I(H02O,H02P), C02K(H02Q,H02R)
2.c Aromatic/amide H refined with riding coordinates:
 C01H(H01H), C01R(H01R), C01V(H01V), C031(H03C), C018(H018), C01T(H01T),
 C021(H021)
2.d Idealised Me refined as rotating group:
 C024(H02A,H02B,H02C), C020(H02F,H02G,H02H), C032(H03K,H03L,H03M)
;
_shelx_res_checksum              22525
_shelx_hkl_checksum              54291
_olex2_submission_special_instructions 'No special instructions were received'