Cs2CO3-mediated synthesis of 2-alkoxy-3-cyanopyridines: integrated crystallographic, photophysical, and DFT analyses
Salamanca-Perdigón, Kevin; Lozano, Johan D.; Hurtado-Rodríguez, Diana; Becerra, Diana; Rojas, Hugo; Macías, Mario A.; Castillo, Juan-Carlos; New Journal of Chemistry 49 (2025) 18369–18383; doi:10.1039/D5NJ03110A

data_7064083
_publ_section_title
;
 Cs2CO3-mediated synthesis of 2-alkoxy-3-cyanopyridines: integrated
 crystallographic, photophysical, and DFT analyses
;
_journal_issue                   42
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18369
_journal_page_last               18383
_journal_paper_doi               10.1039/D5NJ03110A
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C20 H12 Cl N3 O'
_chemical_formula_sum            'C20 H12 Cl N3 O'
_chemical_formula_weight         345.78
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_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
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_audit_update_record
;
2025-07-14 deposited with the CCDC.	2025-10-01 downloaded from the CCDC.
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_cell_angle_gamma                90
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;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
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_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      298(2)
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_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       1
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_diffrn_reflns_limit_k_min       -18
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_diffrn_reflns_limit_l_min       -20
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_diffrn_source
'SuperNova (Cu) micro-focus sealed X-ray Source'
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_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.180
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_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.06(5)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         3181
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0842
_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^)+(0.1449P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2085
_refine_ls_wR_factor_ref         0.2457
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    0.779
_reflns_Friedel_fraction_max     0.727
_reflns_number_gt                2192
_reflns_number_total             3181
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03110a2.cif
_cod_data_source_block           2022Uniandes082_Cu_DHR66-JCC_auto
_cod_database_code               7064083
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.706
_shelx_estimated_absorpt_t_max   0.760
_shelx_res_checksum              16266