Proton transfer across four-member hydrogen bonded network prefers over six-member hydrogen bonded network: Lactim-Lactam vs Imine-Amine photoisomerization
Santra, Souvik; Mondal, Rintu; Guchhait, Nikhil; Physical Chemistry Chemical Physics  (2025) –; doi:10.1039/D5CP02420J

data_7250925
_publ_section_title
;
 Proton transfer across four-member hydrogen bonded network prefers over
 six-member hydrogen bonded network: Lactim-Lactam vs Imine-Amine
 photoisomerization
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D5CP02420J
_journal_year                    2025
_chemical_formula_moiety         'C12 H9 N3 O'
_chemical_formula_sum            'C12 H9 N3 O'
_chemical_formula_weight         211.225
_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'
_symmetry_Int_Tables_number      14
_audit_creation_date             2024-02-24
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-04-11 deposited with the CCDC.	2025-09-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.521(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.478(3)
_cell_length_b                   6.1791(18)
_cell_length_c                   13.853(3)
_cell_measurement_reflns_used    4406
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      33.60
_cell_measurement_theta_min      3.67
_cell_volume                     979.4(4)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      159.95
_diffrn_measured_fraction_theta_full 0.9938
_diffrn_measured_fraction_theta_max 0.8688
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0964
_diffrn_reflns_av_unetI/netI     0.0987
_diffrn_reflns_Laue_measured_fraction_full 0.9938
_diffrn_reflns_Laue_measured_fraction_max 0.8688
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12561
_diffrn_reflns_point_group_measured_fraction_full 0.9938
_diffrn_reflns_point_group_measured_fraction_max 0.8688
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         34.47
_diffrn_reflns_theta_min         3.21
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.3749
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1674 before and 0.1211 after correction.
The Ratio of minimum to maximum transmission is 0.5020.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       rod
_exptl_crystal_F_000             440.290
_refine_diff_density_max         0.5133
_refine_diff_density_min         -0.5337
_refine_diff_density_rms         0.1379
_refine_ls_d_res_high            0.6279
_refine_ls_d_res_low             6.3510
_refine_ls_goodness_of_fit_ref   1.1664
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    14
_refine_ls_number_parameters     153
_refine_ls_number_reflns         3588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1664
_refine_ls_R_factor_all          0.1295
_refine_ls_R_factor_gt           0.0843
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1613P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2222
_refine_ls_wR_factor_ref         0.2976
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -19
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                2238
_reflns_number_total             3588
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5cp02420j2.cif
_cod_data_source_block           SSS16_a
_cod_original_cell_volume        979.3(5)
_cod_database_code               7250925
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C10(H10), C2(H2a), C3(H3a), C5(H5), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'