Green synthesis of fluorescent Schiff bases: chemo-photophysical characterization, X-ray structures, and their bioimaging
Xochicale-Santana, Leonardo; López-Espejel, Margarita; Jiménez-Pérez, Víctor M.; Lara-Cerón, Jesús; Gómez-Treviño, Alberto; Waksman, Noemí; Dias, H. V. Rasika; Muñoz-Flores, Blanca M.; New Journal of Chemistry 45 (2021) 17183–17189; doi:10.1039/D1NJ02875H

data_7060868
_publ_section_title
;
 Green synthesis of fluorescent Schiff bases: chemo-photophysical
 characterization, X-ray structures, and their bioimaging
;
_journal_issue                   37
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17183
_journal_page_last               17189
_journal_paper_doi               10.1039/D1NJ02875H
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C18 H20 N2 O2'
_chemical_formula_sum            'C18 H20 N2 O2'
_chemical_formula_weight         296.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-05-20
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-05-20 deposited with the CCDC.	2021-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                111.429(2)
_cell_angle_beta                 101.274(3)
_cell_angle_gamma                94.147(3)
_cell_formula_units_Z            4
_cell_length_a                   8.0487(7)
_cell_length_b                   14.0919(12)
_cell_length_c                   15.0169(13)
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    99.99
_cell_measurement_theta_max      36.31
_cell_measurement_theta_min      2.91
_cell_volume                     1535.5(2)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15564
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.001
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.3439
_exptl_absorpt_correction_T_min  0.2827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0522 before and 0.0437 after correction. The Ratio of minimum to maximum transmission is 0.8220. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       blocks
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         6253
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0526
_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^)+(0.0701P)^2^+0.7821P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
_refine_ls_wR_factor_ref         0.1434
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5447
_reflns_number_total             6253
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj02875h2.cif
_cod_data_source_block           rad621_0m_a
_cod_depositor_comments
'Adding full bibliography for 7060867--7060868.cif.'
_cod_database_code               7060868
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.974
_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 C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C27A-C26 = C27-C26A
 1.458 with sigma of 0.003
 N3A-C26A = N3-C26
 1.276 with sigma of 0.003
 N3-C23A = N3A-C23
 1.416 with sigma of 0.003
3. Rigid bond restraints
 C9, C8, N1, C5
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
4. Others
 Fixed Sof: N3(0.5) N3A(0.5) C20(0.5) C25(0.5) H25(0.5) C24(0.5) H24(0.5)
 C23(0.5) C22(0.5) H22(0.5) C21(0.5) H21(0.5) C20A(0.5) C25A(0.5) H25A(0.5)
 C24A(0.5) H24A(0.5) C23A(0.5) C22A(0.5) H22A(0.5) C21A(0.5) H21A(0.5) C26(0.5)
 H26(0.5) C26A(0.5) H26A(0.5) C27(0.5) C28(0.5) H28(0.5) C29(0.5) H29(0.5)
 C30(0.5) C31(0.5) H31(0.5) C32(0.5) H32(0.5) C27A(0.5) C28A(0.5) H28A(0.5)
 C29A(0.5) H29A(0.5) C30A(0.5) C31A(0.5) H31A(0.5) C32A(0.5) H32A(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C33(H33A,H33B), C35(H35A,H35B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C25(H25), C24(H24), C22(H22), C21(H21), C25A(H25A), C24A(H24A),
 C22A(H22A), C21A(H21A), C26(H26), C26A(H26A), C28(H28), C29(H29), C31(H31),
 C32(H32), C28A(H28A), C29A(H29A), C31A(H31A), C32A(H32A)
5.c Fitted hexagon refined as free rotating group:
 C20(C25,C24,C23,C22,C21), C20A(C25A,C24A,C23A,C22A,C21A), C27(C28,C29,C30,C31,
 C32), C27A(C28A,C29A,C30A,C31A,C32A)
5.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C34(H34A,H34B,H34C), C36(H36A,H36B,
 H36C)
5.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3)
;
_shelx_res_checksum              87091
_olex2_submission_special_instructions 'No special instructions were received'