Room-Temperature Phosphorescence of Nicotinic Acid and Isonicotinic Acid: Efficient Intermolecular Hydrogen-Bond Interaction in Molecular Array.
Chen, Yi; Xie, Yujun; Li, Zhen; The journal of physical chemistry letters 13 (2022) 1652–1659; doi:10.1021/acs.jpclett.2c00118

data_8000566
_publ_section_title
;
 Room-Temperature Phosphorescence of Nicotinic Acid and Isonicotinic Acid:
 Efficient Intermolecular Hydrogen-Bond Interaction in Molecular Array.
;
_journal_issue                   7
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              1652
_journal_page_last               1659
_journal_paper_doi               10.1021/acs.jpclett.2c00118
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C6 H5 N O2'
_chemical_formula_sum            'C6 H5 N O2'
_chemical_formula_weight         123.11
_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   difmap
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-04-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_cell_angle_alpha                90
_cell_angle_beta                 113.519(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1760(3)
_cell_length_b                   11.6702(3)
_cell_length_c                   7.2267(4)
_cell_measurement_reflns_used    1861
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.9590
_cell_measurement_theta_min      7.5690
_cell_volume                     554.93(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -103.00 -17.00   1.00    3.45    --  -41.12 -37.00-180.00   86
  2  \w   -115.00 -17.00   1.00    3.45    --  -41.12 -37.00  90.00   98
  3  \w    -41.00  17.00   1.00    3.45    --  -41.12  77.00  30.00   58
  4  \w     54.00  84.00   1.00    3.45    --   41.12-125.00-180.00   30
  5  \w      6.00  58.00   1.00    3.45    --   41.12 -99.00 -30.00   52
  6  \w     39.00 138.00   1.00   13.80    --  105.32 -77.00-150.00   99
  7  \w     72.00 117.00   1.00   13.80    --  105.32-125.00-150.00   45
  8  \w     32.00  60.00   1.00   13.80    --  105.32-125.00  90.00   28
  9  \w     45.00 115.00   1.00   13.80    --  105.32-125.00  60.00   70
 10  \w     23.00  95.00   1.00   13.80    --  105.32 -94.00  90.00   72
 11  \w    125.00 175.00   1.00   13.80    --  105.32  61.00-120.00   50
 12  \w    108.00 172.00   1.00   13.80    --  105.32  30.00-180.00   64
 13  \w     58.00  94.00   1.00   13.80    --  105.32  15.00 -60.00   36
 14  \w    133.00 174.00   1.00   13.80    --  105.32  15.00 -60.00   41
 15  \w     34.00 123.00   1.00   13.80    --  105.32 -45.00  90.00   89
 16  \w    106.00 132.00   1.00   13.80    --  105.32 -30.00-150.00   26
 17  \w     31.00 102.00   1.00   13.80    --  105.32 -30.00-150.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2199654000
_diffrn_orient_matrix_UB_12      -0.0188555000
_diffrn_orient_matrix_UB_13      0.1535544000
_diffrn_orient_matrix_UB_21      0.0165805000
_diffrn_orient_matrix_UB_22      0.1280271000
_diffrn_orient_matrix_UB_23      0.0559153000
_diffrn_orient_matrix_UB_31      -0.0785312000
_diffrn_orient_matrix_UB_32      -0.0258282000
_diffrn_orient_matrix_UB_33      0.1654332000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            2765
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.055
_diffrn_reflns_theta_max         67.055
_diffrn_reflns_theta_min         6.728
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16570
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       block
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0608
_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^)+(0.1153P)^2^+0.1319P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1596
_refine_ls_wR_factor_ref         0.1905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                799
_reflns_number_total             989
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jz2c00118_si_002.cif
_cod_data_source_block           sa
_cod_depositor_comments
;

2025-04-27
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C3.43 H2.86 N0.57 O1.14'
_cod_original_formula_weight         70.35
_cod_original_formula_moiety         '0.571(C6 H5 N O2)'
_cod_original_formula_units_Z            7
_cod_database_code               8000566
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6H5NO2
_reflns_odcompleteness_completeness 98.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_shelx_res_checksum              27527
_shelx_hkl_checksum              52716
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.142
_oxdiff_exptl_absorpt_empirical_full_min 0.256