data_imidazole@COF-300
_audit_creation_date               2025-06-02
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number       '2019/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C41 H28 N4, C3 H N2'
_chemical_formula_sum              'C44 H29 N6'
_chemical_formula_weight           641.73
_chemical_melting_point            ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'tetragonal'
_space_group_IT_number             88
_space_group_name_H-M_alt          'I 41/a'
_space_group_name_Hall             '-I 4ad'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-y+3/4, x+1/4, z+1/4'
 'y+3/4, -x+3/4, z+3/4'
 'x+1/2, y+1/2, z+1/2'
 '-x+1, -y+1/2, z+1'
 '-y+5/4, x+3/4, z+3/4'
 'y+5/4, -x+5/4, z+5/4'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'y-3/4, -x-1/4, -z-1/4'
 '-y-3/4, x-3/4, -z-3/4'
 '-x+1/2, -y+1/2, -z+1/2'
 'x, y+1/2, -z'
 'y-1/4, -x+1/4, -z+1/4'
 '-y-1/4, x-1/4, -z-1/4'

_cell_length_a                     26.166(4)
_cell_length_b                     26.166(4)
_cell_length_c                     7.6048(19)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       5206.6(19)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      ?
_cell_measurement_temperature      173.00
_cell_measurement_theta_max        57.000
_cell_measurement_theta_min        1.953
_shelx_estimated_absorpt_T_max     0.54
_shelx_estimated_absorpt_T_min     0.21
_exptl_absorpt_coefficient_mu      0.385
_exptl_absorpt_correction_T_max    0.86
_exptl_absorpt_correction_T_min    0.84
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              yellow
_exptl_crystal_colour_primary      yellow
_exptl_crystal_density_diffrn      0.819
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         block
_exptl_crystal_F_000               1340
_exptl_crystal_size_max            0.2
_exptl_crystal_size_mid            0.15
_exptl_crystal_size_min            0.13
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0648
_diffrn_reflns_av_unetI/netI       0.0352
_diffrn_reflns_Laue_measured_fraction_full  0.986
_diffrn_reflns_Laue_measured_fraction_max  0.986
_diffrn_reflns_limit_h_max         24
_diffrn_reflns_limit_h_min         -25
_diffrn_reflns_limit_k_max         25
_diffrn_reflns_limit_k_min         -25
_diffrn_reflns_limit_l_max         7
_diffrn_reflns_limit_l_min         -6
_diffrn_reflns_number              10417
_diffrn_reflns_point_group_measured_fraction_full  0.986
_diffrn_reflns_point_group_measured_fraction_max  0.986
_diffrn_reflns_theta_full          48.229
_diffrn_reflns_theta_max           48.229
_diffrn_reflns_theta_min           4.780
_diffrn_ambient_temperature        173.00
_diffrn_detector                   'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean   7.9
_diffrn_detector_type              'Bruker D8 VENTURE'
_diffrn_measured_fraction_theta_full  0.986
_diffrn_measured_fraction_theta_max  0.986
_diffrn_measurement_device         'three-circle diffractometer'
_diffrn_measurement_device_type    'Bruker D8 VENTURE'
_diffrn_measurement_method         '0.60\ % \ w and 0.6\ % \ f scans'
_diffrn_radiation_collimation      'focusing mirrors'
_diffrn_radiation_detector         'Bruker D8 VENTURE'
_diffrn_radiation_monochromator    'mirror optics'
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54178
_diffrn_radiation_xray_symbol      K-L~3~
_diffrn_source                     'microfocus sealed X-ray tube'
_diffrn_source_type                'Incoatec I\ms'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  977
_reflns_number_total               1224
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection         'APEX4 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction          'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics      'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max           0.376
_refine_diff_density_min           -0.280
_refine_diff_density_rms           0.085
_refine_ls_extinction_coef         0.019(4)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref     0.998
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       140
_refine_ls_number_reflns           1224
_refine_ls_number_restraints       119
_refine_ls_R_factor_all            0.1854
_refine_ls_R_factor_gt             0.1653
_refine_ls_restrained_S_all        1.581
_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/[σ²(Fo²)+(0.2000P)²+40.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.3934
_refine_ls_wR_factor_ref           0.4124
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 N2-C13 = C14-C13 = N3-C14 = N3-C12
 1.37 with sigma of 0.001
 N3-C12
 1.32 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
N2 \\sim C12 \\sim N3 \\sim C13 \\sim C14: within 3.8A with sigma of 0.01 and
sigma for terminal atoms of 0.03 within 3.8A
Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
Uanis(C8) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(N2) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.05 and sigma for terminal
atoms of 0.05
4. Others
 Fixed Sof: C12(0.25) N2(0.25) H2(0.25) C13(0.25) C14(0.25) N3(0.25)
5.a :
 C12(N2,C13,C14,N3)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), N2(H2)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 N1 N 0.3299(3) 0.7606(4) 0.6458(11) 0.118(3) Uani 1 1 d . . . . .
 C1 C 0.500000 0.750000 1.125000 0.057(4) Uani 1 4 d S T P . .
 C2 C 0.4534(3) 0.7530(3) 1.0003(8) 0.063(2) Uani 1 1 d . . . . .
 C3 C 0.4464(3) 0.7149(3) 0.8762(10) 0.077(3) Uani 1 1 d . . . . .
 H3 H 0.469558 0.686882 0.874342 0.093 Uiso 1 1 calc R U . . .
 C4 C 0.4083(3) 0.7159(4) 0.7583(11) 0.092(3) Uani 1 1 d . . . . .
 H4 H 0.405362 0.689378 0.673669 0.111 Uiso 1 1 calc R U . . .
 C5 C 0.3730(3) 0.7555(4) 0.7593(10) 0.086(3) Uani 1 1 d . . . . .
 C6 C 0.3787(3) 0.7938(4) 0.8794(11) 0.090(3) Uani 1 1 d . . . . .
 H6 H 0.355093 0.821319 0.881599 0.107 Uiso 1 1 calc R U . . .
 C7 C 0.4191(3) 0.7927(3) 0.9992(10) 0.077(3) Uani 1 1 d . . . . .
 H7 H 0.422926 0.819849 1.081099 0.093 Uiso 1 1 calc R U . . .
 C8 C 0.3322(5) 0.7411(6) 0.510(2) 0.143(4) Uani 1 1 d . U . . .
 H8 H 0.362294 0.722637 0.481045 0.172 Uiso 1 1 calc R U . . .
 C9 C 0.2973(4) 0.7319(5) 0.2005(16) 0.134(4) Uani 1 1 d . U . . .
 H9 H 0.329532 0.718625 0.165384 0.161 Uiso 1 1 calc R U . . .
 C10 C 0.2881(4) 0.7437(5) 0.3691(15) 0.123(4) Uani 1 1 d . U . . .
 C11 C 0.2409(5) 0.7605(5) 0.4197(16) 0.138(4) Uani 1 1 d . U . . .
 H11 H 0.234461 0.767096 0.540595 0.165 Uiso 1 1 calc R U . . .
 C12 C 0.316(2) 0.595(2) 0.972(8) 0.233(14) Uani 0.25 1 d DG U P . .
 N2 N 0.364(2) 0.5742(17) 0.962(8) 0.233(14) Uani 0.25 1 d DG U P . .
 H2 H 0.382873 0.564657 1.051322 0.280 Uiso 0.25 1 calc R U P . .
 C13 C 0.377(2) 0.5704(19) 0.789(9) 0.233(14) Uani 0.25 1 d DG U P . .
 C14 C 0.337(3) 0.589(2) 0.692(6) 0.234(14) Uani 0.25 1 d DG U P . .
 N3 N 0.3000(19) 0.6048(16) 0.805(10) 0.233(14) Uani 0.25 1 d DG U P . .


_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_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 N1 C5 1.428(11) . ?
 N1 C8 1.155(15) . ?
 C1 C2 1.546(7) 15_567 ?
 C1 C2 1.546(7) . ?
 C1 C2 1.546(7) 12_768 ?
 C1 C2 1.546(7) 6_564 ?
 C2 C3 1.385(10) . ?
 C2 C7 1.374(10) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.342(10) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.387(12) . ?
 C5 C6 1.363(11) . ?
 C6 H6 0.9500 . ?
 C6 C7 1.395(11) . ?
 C7 H7 0.9500 . ?
 C8 H8 0.9500 . ?
 C8 C10 1.575(17) . ?
 C9 H9 0.9500 . ?
 C9 C10 1.341(14) . ?
 C9 C11 1.369(14) 13_565 ?
 C10 C11 1.366(15) . ?
 C11 H11 0.9500 . ?
 C12 N2 1.3600 . ?
 C12 N3 1.3600 . ?
 N2 H2 0.8800 . ?
 N2 C13 1.3600 . ?
 C13 C14 1.3600 . ?
 C14 N3 1.3600 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C8 N1 C5 117.4(11) . . ?
 C2 C1 C2 112.1(3) 15_567 6_564 ?
 C2 C1 C2 104.3(5) 15_567 12_768 ?
 C2 C1 C2 112.1(2) 15_567 . ?
 C2 C1 C2 112.1(3) 12_768 . ?
 C2 C1 C2 112.1(2) 12_768 6_564 ?
 C2 C1 C2 104.3(5) 6_564 . ?
 C3 C2 C1 119.1(5) . . ?
 C7 C2 C1 123.8(6) . . ?
 C7 C2 C3 117.0(6) . . ?
 C2 C3 H3 118.7 . . ?
 C4 C3 C2 122.6(7) . . ?
 C4 C3 H3 118.7 . . ?
 C3 C4 H4 119.8 . . ?
 C3 C4 C5 120.4(8) . . ?
 C5 C4 H4 119.8 . . ?
 C4 C5 N1 126.3(9) . . ?
 C6 C5 N1 115.1(9) . . ?
 C6 C5 C4 118.6(7) . . ?
 C5 C6 H6 119.8 . . ?
 C5 C6 C7 120.4(7) . . ?
 C7 C6 H6 119.8 . . ?
 C2 C7 C6 120.9(7) . . ?
 C2 C7 H7 119.5 . . ?
 C6 C7 H7 119.5 . . ?
 N1 C8 H8 118.3 . . ?
 N1 C8 C10 123.4(13) . . ?
 C10 C8 H8 118.3 . . ?
 C10 C9 H9 120.9 . . ?
 C10 C9 C11 118.3(11) . 13_565 ?
 C11 C9 H9 120.9 13_565 . ?
 C9 C10 C8 120.5(11) . . ?
 C9 C10 C11 120.4(10) . . ?
 C11 C10 C8 119.0(11) . . ?
 C9 C11 H11 119.4 13_565 . ?
 C10 C11 C9 121.2(11) . 13_565 ?
 C10 C11 H11 119.4 . . ?
 N3 C12 N2 108.0 . . ?
 C12 N2 H2 126.0 . . ?
 C13 N2 C12 108.0 . . ?
 C13 N2 H2 126.0 . . ?
 C14 C13 N2 108.0 . . ?
 C13 C14 N3 108.0 . . ?
 C12 N3 C14 108.0 . . ?

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
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 N1 C5 C6 C7 179.1(7) . . . . ?
 N1 C8 C10 C9 163.2(14) . . . . ?
 N1 C8 C10 C11 -14(2) . . . . ?
 C1 C2 C3 C4 -177.0(7) . . . . ?
 C1 C2 C7 C6 178.0(6) . . . . ?
 C2 C1 C2 C3 177.8(6) 15_567 . . . ?
 C2 C1 C2 C3 56.2(5) 6_564 . . . ?
 C2 C1 C2 C3 -65.3(4) 12_768 . . . ?
 C2 C1 C2 C7 -120.7(7) 6_564 . . . ?
 C2 C1 C2 C7 117.7(8) 12_768 . . . ?
 C2 C1 C2 C7 0.8(7) 15_567 . . . ?
 C2 C3 C4 C5 -1.5(13) . . . . ?
 C3 C2 C7 C6 1.0(11) . . . . ?
 C3 C4 C5 N1 -177.9(8) . . . . ?
 C3 C4 C5 C6 1.5(13) . . . . ?
 C4 C5 C6 C7 -0.4(12) . . . . ?
 C5 N1 C8 C10 -179.3(10) . . . . ?
 C5 C6 C7 C2 -0.9(12) . . . . ?
 C7 C2 C3 C4 0.2(11) . . . . ?
 C8 N1 C5 C4 -26.5(16) . . . . ?
 C8 N1 C5 C6 154.0(11) . . . . ?
 C8 C10 C11 C9 173.7(11) . . . 13_565 ?
 C9 C10 C11 C9 -3(2) . . . 13_565 ?
 C11 C9 C10 C8 -173.7(11) 13_565 . . . ?
 C11 C9 C10 C11 3(2) 13_565 . . . ?
 C12 N2 C13 C14 0.0 . . . . ?
 N2 C12 N3 C14 0.0 . . . . ?
 N2 C13 C14 N3 0.0 . . . . ?
 C13 C14 N3 C12 0.0 . . . . ?
 N3 C12 N2 C13 0.0 . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
