##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_database_code_depnum_ccdc_archive 'CCDC 1997348'
_audit_creation_method     'SHELXL-2018/3'
_chemical_name_systematic
;
2-Phenyl-1H-phenanthro[9,10-d]imidazol-3-ium benzoate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C21 H15 N2 +, C7 H5 O2 -'
_chemical_formula_sum     'C28 H20 N2 O2'
_chemical_formula_iupac     'C21 H15 N2 +, C7 H5 O2 -'
_chemical_formula_weight     416.46
_chemical_melting_point     ?
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/n'
_space_group_name_Hall     '-P 2yn'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     9.4693(4)
_cell_length_b     8.7384(3)
_cell_length_c     24.5049(9)
_cell_angle_alpha     90
_cell_angle_beta     91.7920(10)
_cell_angle_gamma     90
_cell_volume     2026.70(13)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     9121
_cell_measurement_theta_min     3.23
_cell_measurement_theta_max     28.11
_cell_measurement_temperature     100(2)
_exptl_crystal_description     block
_exptl_crystal_colour     pink
_exptl_crystal_size_max     0.390
_exptl_crystal_size_mid     0.280
_exptl_crystal_size_min     0.170
_exptl_crystal_density_diffrn     1.365
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     872
_exptl_absorpt_coefficient_mu     0.087
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_absorpt_correction_T_min     0.7082
_exptl_absorpt_correction_T_max     0.7457
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type     'Bruker APEXII CCD'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_reflns_number     25446
_diffrn_reflns_av_R_equivalents     0.0462
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_theta_min     2.331
_diffrn_reflns_theta_max     25.998
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.9989
_diffrn_measured_fraction_theta_full     0.9989
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -30
_diffrn_reflns_limit_l_max     30
_refine_special_details     ?
_reflns_number_total     3979
_reflns_number_gt     3269
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0540
_refine_ls_R_factor_gt     0.0413
_refine_ls_wR_factor_gt     0.0936
_refine_ls_wR_factor_ref     0.1041
_refine_ls_goodness_of_fit_ref     1.098
_refine_ls_restrained_S_all     1.098
_refine_ls_number_reflns     3979
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0356P)²+1.0420P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.234
_refine_diff_density_min     -0.331
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2  (Bruker, 2016)
;
_computing_cell_refinement
;
SAINT  (Bruker, 2016)
;
_computing_data_reduction
;
SAINT  (Bruker, 2016)
;
_computing_structure_solution
;
SHELXT2018/3 (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and PLATON (Spek, 2020)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.23573(12) 0.35667(14) 0.39271(5) 0.0272(3) Uani d 1 . .
    O O2 0.43116(12) 0.21182(14) 0.39047(5) 0.0277(3) Uani d 1 . .
    N N1 0.27589(13) 0.51384(15) 0.48272(5) 0.0174(3) Uani d 1 . .
    H H1 0.259534 0.474240 0.451017 0.021 Uiso calc 1 . .
    N N2 0.36868(13) 0.65362(15) 0.54849(5) 0.0177(3) Uani d 1 . .
    H H2 0.421794 0.718335 0.565817 0.021 Uiso calc 1 . .
    C C1 0.30537(16) 0.24344(19) 0.37667(6) 0.0190(3) Uani d 1 . .
    C C2 0.23159(16) 0.13699(18) 0.33666(6) 0.0174(3) Uani d 1 . .
    C C3 0.30647(17) 0.0201(2) 0.31269(7) 0.0260(4) Uani d 1 . .
    H H3 0.400888 0.004987 0.322848 0.031 Uiso calc 1 . .
    C C4 0.24293(19) -0.0746(2) 0.27379(7) 0.0327(4) Uani d 1 . .
    H H4 0.294737 -0.151762 0.257587 0.039 Uiso calc 1 . .
    C C5 0.10194(18) -0.0537(2) 0.25920(7) 0.0261(4) Uani d 1 . .
    H H5 0.059013 -0.115598 0.232633 0.031 Uiso calc 1 . .
    C C6 0.02506(17) 0.05930(19) 0.28422(7) 0.0225(4) Uani d 1 . .
    H H6 -0.070461 0.071109 0.275216 0.027 Uiso calc 1 . .
    C C7 0.08921(16) 0.15524(18) 0.32262(6) 0.0194(3) Uani d 1 . .
    H H7 0.037017 0.231785 0.338992 0.023 Uiso calc 1 . .
    C C8 0.20749(15) 0.47649(18) 0.52979(6) 0.0172(3) Uani d 1 . .
    C C9 0.09665(15) 0.36873(18) 0.53830(6) 0.0185(3) Uani d 1 . .
    C C10 0.03891(16) 0.27684(18) 0.49600(7) 0.0214(4) Uani d 1 . .
    H H10 0.070829 0.286745 0.460668 0.026 Uiso calc 1 . .
    C C11 -0.06499(16) 0.17229(19) 0.50718(7) 0.0241(4) Uani d 1 . .
    H H11 -0.102982 0.111124 0.479346 0.029 Uiso calc 1 . .
    C C12 -0.11351(17) 0.1577(2) 0.56009(7) 0.0267(4) Uani d 1 . .
    H H12 -0.183127 0.086184 0.567421 0.032 Uiso calc 1 . .
    C C13 -0.05897(17) 0.2486(2) 0.60154(7) 0.0243(4) Uani d 1 . .
    H H13 -0.093418 0.238283 0.636479 0.029 Uiso calc 1 . .
    C C14 0.04783(15) 0.35686(18) 0.59221(7) 0.0201(3) Uani d 1 . .
    C C15 0.10846(15) 0.45281(18) 0.63613(6) 0.0197(3) Uani d 1 . .
    C C16 0.06231(17) 0.4443(2) 0.69008(7) 0.0244(4) Uani d 1 . .
    H H16 -0.010480 0.377451 0.698225 0.029 Uiso calc 1 . .
    C C17 0.12253(17) 0.5328(2) 0.73112(7) 0.0263(4) Uani d 1 . .
    H H17 0.090928 0.523517 0.766521 0.032 Uiso calc 1 . .
    C C18 0.23025(17) 0.6361(2) 0.72023(7) 0.0243(4) Uani d 1 . .
    H H18 0.269913 0.695635 0.748191 0.029 Uiso calc 1 . .
    C C19 0.27759(16) 0.64963(19) 0.66800(6) 0.0213(4) Uani d 1 . .
    H H19 0.348675 0.719290 0.660521 0.026 Uiso calc 1 . .
    C C20 0.21874(15) 0.55833(18) 0.62580(6) 0.0187(3) Uani d 1 . .
    C C21 0.26552(15) 0.56429(18) 0.57097(6) 0.0173(3) Uani d 1 . .
    C C22 0.37202(15) 0.62210(18) 0.49467(6) 0.0174(3) Uani d 1 . .
    C C23 0.46252(15) 0.69837(18) 0.45586(6) 0.0180(3) Uani d 1 . .
    C C24 0.55209(16) 0.81660(19) 0.47343(7) 0.0224(4) Uani d 1 . .
    H H24 0.554159 0.846890 0.509828 0.027 Uiso calc 1 . .
    C C25 0.63769(17) 0.8886(2) 0.43664(7) 0.0264(4) Uani d 1 . .
    H H25 0.697088 0.967356 0.448523 0.032 Uiso calc 1 . .
    C C26 0.63607(17) 0.8448(2) 0.38243(7) 0.0264(4) Uani d 1 . .
    H H26 0.695022 0.892778 0.358048 0.032 Uiso calc 1 . .
    C C27 0.54566(18) 0.7287(2) 0.36468(7) 0.0260(4) Uani d 1 . .
    H H27 0.543584 0.699591 0.328159 0.031 Uiso calc 1 . .
    C C28 0.45880(17) 0.65616(19) 0.40079(7) 0.0224(4) Uani d 1 . .
    H H28 0.397852 0.579232 0.388489 0.027 Uiso calc 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C1 . 1.2588(19) ?
    O2 C1 . 1.2587(19) ?
    N1 C22 . 1.339(2) ?
    N1 C8 . 1.380(2) ?
    N1 H1 . 0.8600 ?
    N2 C22 . 1.349(2) ?
    N2 C21 . 1.379(2) ?
    N2 H2 . 0.8600 ?
    C1 C2 . 1.507(2) ?
    C2 C3 . 1.384(2) ?
    C2 C7 . 1.390(2) ?
    C3 C4 . 1.386(2) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.383(2) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.382(2) ?
    C5 H5 . 0.9300 ?
    C6 C7 . 1.386(2) ?
    C6 H6 . 0.9300 ?
    C7 H7 . 0.9300 ?
    C8 C21 . 1.369(2) ?
    C8 C9 . 1.430(2) ?
    C9 C10 . 1.408(2) ?
    C9 C14 . 1.417(2) ?
    C10 C11 . 1.376(2) ?
    C10 H10 . 0.9300 ?
    C11 C12 . 1.395(2) ?
    C11 H11 . 0.9300 ?
    C12 C13 . 1.377(2) ?
    C12 H12 . 0.9300 ?
    C13 C14 . 1.409(2) ?
    C13 H13 . 0.9300 ?
    C14 C15 . 1.467(2) ?
    C15 C16 . 1.407(2) ?
    C15 C20 . 1.422(2) ?
    C16 C17 . 1.378(2) ?
    C16 H16 . 0.9300 ?
    C17 C18 . 1.394(2) ?
    C17 H17 . 0.9300 ?
    C18 C19 . 1.374(2) ?
    C18 H18 . 0.9300 ?
    C19 C20 . 1.407(2) ?
    C19 H19 . 0.9300 ?
    C20 C21 . 1.429(2) ?
    C22 C23 . 1.461(2) ?
    C23 C24 . 1.396(2) ?
    C23 C28 . 1.398(2) ?
    C24 C25 . 1.382(2) ?
    C24 H24 . 0.9300 ?
    C25 C26 . 1.382(2) ?
    C25 H25 . 0.9300 ?
    C26 C27 . 1.389(2) ?
    C26 H26 . 0.9300 ?
    C27 C28 . 1.381(2) ?
    C27 H27 . 0.9300 ?
    C28 H28 . 0.9300 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C22 N1 C8 . . 108.53(13) ?
    C22 N1 H1 . . 125.7 ?
    C8 N1 H1 . . 125.7 ?
    C22 N2 C21 . . 108.28(13) ?
    C22 N2 H2 . . 125.9 ?
    C21 N2 H2 . . 125.9 ?
    O2 C1 O1 . . 126.11(15) ?
    O2 C1 C2 . . 117.05(14) ?
    O1 C1 C2 . . 116.84(14) ?
    C3 C2 C7 . . 119.04(14) ?
    C3 C2 C1 . . 119.87(14) ?
    C7 C2 C1 . . 121.09(14) ?
    C2 C3 C4 . . 121.02(15) ?
    C2 C3 H3 . . 119.5 ?
    C4 C3 H3 . . 119.5 ?
    C5 C4 C3 . . 119.58(16) ?
    C5 C4 H4 . . 120.2 ?
    C3 C4 H4 . . 120.2 ?
    C6 C5 C4 . . 119.83(15) ?
    C6 C5 H5 . . 120.1 ?
    C4 C5 H5 . . 120.1 ?
    C5 C6 C7 . . 120.51(15) ?
    C5 C6 H6 . . 119.7 ?
    C7 C6 H6 . . 119.7 ?
    C6 C7 C2 . . 119.97(15) ?
    C6 C7 H7 . . 120.0 ?
    C2 C7 H7 . . 120.0 ?
    C21 C8 N1 . . 107.20(13) ?
    C21 C8 C9 . . 122.75(15) ?
    N1 C8 C9 . . 130.06(14) ?
    C10 C9 C14 . . 120.94(15) ?
    C10 C9 C8 . . 122.55(15) ?
    C14 C9 C8 . . 116.51(14) ?
    C11 C10 C9 . . 119.71(16) ?
    C11 C10 H10 . . 120.1 ?
    C9 C10 H10 . . 120.1 ?
    C10 C11 C12 . . 120.25(16) ?
    C10 C11 H11 . . 119.9 ?
    C12 C11 H11 . . 119.9 ?
    C13 C12 C11 . . 120.41(16) ?
    C13 C12 H12 . . 119.8 ?
    C11 C12 H12 . . 119.8 ?
    C12 C13 C14 . . 121.48(16) ?
    C12 C13 H13 . . 119.3 ?
    C14 C13 H13 . . 119.3 ?
    C13 C14 C9 . . 117.21(15) ?
    C13 C14 C15 . . 122.08(15) ?
    C9 C14 C15 . . 120.70(14) ?
    C16 C15 C20 . . 116.92(15) ?
    C16 C15 C14 . . 122.22(15) ?
    C20 C15 C14 . . 120.86(14) ?
    C17 C16 C15 . . 121.50(16) ?
    C17 C16 H16 . . 119.3 ?
    C15 C16 H16 . . 119.3 ?
    C16 C17 C18 . . 120.82(16) ?
    C16 C17 H17 . . 119.6 ?
    C18 C17 H17 . . 119.6 ?
    C19 C18 C17 . . 119.72(16) ?
    C19 C18 H18 . . 120.1 ?
    C17 C18 H18 . . 120.1 ?
    C18 C19 C20 . . 120.15(16) ?
    C18 C19 H19 . . 119.9 ?
    C20 C19 H19 . . 119.9 ?
    C19 C20 C15 . . 120.88(15) ?
    C19 C20 C21 . . 122.89(15) ?
    C15 C20 C21 . . 116.23(14) ?
    C8 C21 N2 . . 107.21(14) ?
    C8 C21 C20 . . 122.93(14) ?
    N2 C21 C20 . . 129.85(14) ?
    N1 C22 N2 . . 108.77(14) ?
    N1 C22 C23 . . 126.05(14) ?
    N2 C22 C23 . . 125.15(14) ?
    C24 C23 C28 . . 119.31(15) ?
    C24 C23 C22 . . 119.99(14) ?
    C28 C23 C22 . . 120.69(14) ?
    C25 C24 C23 . . 119.90(16) ?
    C25 C24 H24 . . 120.0 ?
    C23 C24 H24 . . 120.0 ?
    C26 C25 C24 . . 120.80(16) ?
    C26 C25 H25 . . 119.6 ?
    C24 C25 H25 . . 119.6 ?
    C25 C26 C27 . . 119.43(16) ?
    C25 C26 H26 . . 120.3 ?
    C27 C26 H26 . . 120.3 ?
    C28 C27 C26 . . 120.56(16) ?
    C28 C27 H27 . . 119.7 ?
    C26 C27 H27 . . 119.7 ?
    C27 C28 C23 . . 119.98(16) ?
    C27 C28 H28 . . 120.0 ?
    C23 C28 H28 . . 120.0 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O2 C1 C2 C3 . . . . -6.4(2) ?
    O1 C1 C2 C3 . . . . 172.81(15) ?
    O2 C1 C2 C7 . . . . 174.49(15) ?
    O1 C1 C2 C7 . . . . -6.2(2) ?
    C7 C2 C3 C4 . . . . 2.3(3) ?
    C1 C2 C3 C4 . . . . -176.81(16) ?
    C2 C3 C4 C5 . . . . -1.0(3) ?
    C3 C4 C5 C6 . . . . -1.2(3) ?
    C4 C5 C6 C7 . . . . 2.0(3) ?
    C5 C6 C7 C2 . . . . -0.7(2) ?
    C3 C2 C7 C6 . . . . -1.4(2) ?
    C1 C2 C7 C6 . . . . 177.64(14) ?
    C22 N1 C8 C21 . . . . -0.49(16) ?
    C22 N1 C8 C9 . . . . 179.62(15) ?
    C21 C8 C9 C10 . . . . -178.91(14) ?
    N1 C8 C9 C10 . . . . 1.0(2) ?
    C21 C8 C9 C14 . . . . 0.3(2) ?
    N1 C8 C9 C14 . . . . -179.82(14) ?
    C14 C9 C10 C11 . . . . -1.0(2) ?
    C8 C9 C10 C11 . . . . 178.22(14) ?
    C9 C10 C11 C12 . . . . 0.3(2) ?
    C10 C11 C12 C13 . . . . 0.6(2) ?
    C11 C12 C13 C14 . . . . -0.8(2) ?
    C12 C13 C14 C9 . . . . 0.2(2) ?
    C12 C13 C14 C15 . . . . -179.05(15) ?
    C10 C9 C14 C13 . . . . 0.7(2) ?
    C8 C9 C14 C13 . . . . -178.51(13) ?
    C10 C9 C14 C15 . . . . 179.95(14) ?
    C8 C9 C14 C15 . . . . 0.7(2) ?
    C13 C14 C15 C16 . . . . -1.0(2) ?
    C9 C14 C15 C16 . . . . 179.84(14) ?
    C13 C14 C15 C20 . . . . 178.35(14) ?
    C9 C14 C15 C20 . . . . -0.8(2) ?
    C20 C15 C16 C17 . . . . -0.8(2) ?
    C14 C15 C16 C17 . . . . 178.53(15) ?
    C15 C16 C17 C18 . . . . 1.1(2) ?
    C16 C17 C18 C19 . . . . -0.3(2) ?
    C17 C18 C19 C20 . . . . -0.7(2) ?
    C18 C19 C20 C15 . . . . 1.0(2) ?
    C18 C19 C20 C21 . . . . -178.48(15) ?
    C16 C15 C20 C19 . . . . -0.2(2) ?
    C14 C15 C20 C19 . . . . -179.56(14) ?
    C16 C15 C20 C21 . . . . 179.29(13) ?
    C14 C15 C20 C21 . . . . -0.1(2) ?
    N1 C8 C21 N2 . . . . -0.15(16) ?
    C9 C8 C21 N2 . . . . 179.75(13) ?
    N1 C8 C21 C20 . . . . 178.83(13) ?
    C9 C8 C21 C20 . . . . -1.3(2) ?
    C22 N2 C21 C8 . . . . 0.74(16) ?
    C22 N2 C21 C20 . . . . -178.15(15) ?
    C19 C20 C21 C8 . . . . -179.40(15) ?
    C15 C20 C21 C8 . . . . 1.1(2) ?
    C19 C20 C21 N2 . . . . -0.7(2) ?
    C15 C20 C21 N2 . . . . 179.84(14) ?
    C8 N1 C22 N2 . . . . 0.96(16) ?
    C8 N1 C22 C23 . . . . -176.97(14) ?
    C21 N2 C22 N1 . . . . -1.05(16) ?
    C21 N2 C22 C23 . . . . 176.90(14) ?
    N1 C22 C23 C24 . . . . 175.89(14) ?
    N2 C22 C23 C24 . . . . -1.7(2) ?
    N1 C22 C23 C28 . . . . -3.0(2) ?
    N2 C22 C23 C28 . . . . 179.44(14) ?
    C28 C23 C24 C25 . . . . -1.2(2) ?
    C22 C23 C24 C25 . . . . 179.97(14) ?
    C23 C24 C25 C26 . . . . -0.1(2) ?
    C24 C25 C26 C27 . . . . 1.0(2) ?
    C25 C26 C27 C28 . . . . -0.6(2) ?
    C26 C27 C28 C23 . . . . -0.7(2) ?
    C24 C23 C28 C27 . . . . 1.5(2) ?
    C22 C23 C28 C27 . . . . -179.60(14) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    N1 H1 O1 . 0.86 1.77 2.6159(17) 168 yes
    N2 H2 O2 3_666 0.86 1.83 2.6523(16) 158 yes
    C7 H7 Cg4 3_566 0.93 2.79 3.585(2) 145 yes
    C10 H10 O1 . 0.93 2.40 3.265(2) 155 yes
    C19 H19 O2 3_666 0.93 2.54 3.372(2) 149.7 yes
    C24 H24 O2 3_666 0.93 2.50 3.343(2) 151.5 yes
    C28 H28 O1 . 0.93 2.48 3.365(2) 159 yes
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_T_min     0.967
_shelx_estimated_absorpt_T_max     0.985
data_global
_journal_date_recd_electronic     2020-03-16
_journal_date_accepted     2020-04-16
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2020
_journal_volume     76
_journal_issue      5
_journal_page_first     724
_journal_page_last     727
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989020005344
_journal_coeditor_code     MW2157
_publ_contact_author_name     'Irina A. Golenia '
_publ_contact_author_address
;
Department of Chemistry, Taras Shecchenko National University of Kyiv, 64,
Vladimirska Str., Kiev 01601, Ukraine
;
_publ_contact_author_email     'igolenya@ua.fm, necmid@omu.edu.tr'
_publ_contact_author_fax     '+380 44 2393393'
_publ_contact_author_phone     '+380 44 2393393'
_publ_section_title
;
Crystal structure and Hirshfeld surface analysis of
2-phenyl-1H-phenanthro[9,10-d]imidazol-3-ium benzoate
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Ahmed, Ruby' .
;
Department of Applied Chemistry, ZHCET, Aligarh Muslim University, Aligarh,
202002, UP, India
;
    'Doğan, Onur Erman' .
;
Ondokuz Mayıs University, Faculty of Arts and Sciences,
Department of Chemistry,
55139 Samsun
Turkey
;
    'Ali, Farman' .
;
Department of Applied Chemistry, ZHCET, Aligarh Muslim University, Aligarh,
202002, UP, India
;
    'Ahmad, Musheer' .
;
Department of Applied Chemistry, ZHCET, Aligarh Muslim University, Aligarh,
202002, UP, India
;
    'Ahmed, Adeeba' .
;
Department of Applied Chemistry, ZHCET, Aligarh Muslim University, Aligarh,
202002, UP, India
;
    'Dege, Necmi' .
;
Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics,
55139 Samsun
Turkey
;
    'Golenia, Irina A.' .
;
Department of Chemistry, Taras Shecchenko National University of Kyiv, 64,
Vladimirska Str., Kiev 01601, Ukraine
;
_publ_section_synopsis
;
The title compound exists in the crystal as a dimer of ion pairs. Hydrogen
bonding and weak π--π interactions along with N---H...π interactions are
involved in consolidating this cluster. The three-dimensional crystal
structure consists of stepped stacks of dimers of ion pairs associated by
C---H...π(ring) and slipped π-stacking interactions.
;
