data_COF-300-123-triazole
_audit_creation_date               2025-04-23
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7217)
;
_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           'C49 H40 N16, 4(C1.7 H0.895 N2.55)'
_chemical_formula_sum              'C57 H52 N28'
_chemical_formula_weight           1129.26
_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                     26.0064(13)
_cell_length_b                     26.0064(13)
_cell_length_c                     7.7568(7)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       5246.2(7)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      5667
_cell_measurement_temperature      293(2)
_cell_measurement_theta_max        63.757
_cell_measurement_theta_min        3.399
_shelx_estimated_absorpt_T_max     0.54
_shelx_estimated_absorpt_T_min     0.21
_exptl_absorpt_coefficient_mu      0.763
_exptl_absorpt_correction_T_max    0.7524
_exptl_absorpt_correction_T_min    0.5941
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1007 before and 0.0707 after correction.
The Ratio of minimum to maximum transmission is 0.7896.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colorless
_exptl_crystal_density_diffrn      1.430
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         block
_exptl_crystal_F_000               2360
_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    0.0539
_diffrn_reflns_av_unetI/netI       0.0358
_diffrn_reflns_Laue_measured_fraction_full  0.981
_diffrn_reflns_Laue_measured_fraction_max  0.981
_diffrn_reflns_limit_h_max         23
_diffrn_reflns_limit_h_min         -25
_diffrn_reflns_limit_k_max         30
_diffrn_reflns_limit_k_min         -28
_diffrn_reflns_limit_l_max         9
_diffrn_reflns_limit_l_min         -8
_diffrn_reflns_number              13269
_diffrn_reflns_point_group_measured_fraction_full  0.981
_diffrn_reflns_point_group_measured_fraction_max  0.981
_diffrn_reflns_theta_full          64.055
_diffrn_reflns_theta_max           64.055
_diffrn_reflns_theta_min           3.399
_diffrn_ambient_temperature        293.02
_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  0.981
_diffrn_measured_fraction_theta_max  0.981
_diffrn_measurement_device         'three-circle diffractometer'
_diffrn_measurement_device_type    'Bruker D8 VENTURE'
_diffrn_measurement_method         '0.60\ % \ w and 0.60\ % \ f scans'
_diffrn_radiation_collimation      '0.5 mm double- pinhole'
_diffrn_radiation_detector         'Bruker D8 VENTURE'
_diffrn_radiation_monochromator    'equatorially mounted graphite'
_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                  1739
_reflns_number_total               2139
_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 V8.40B (?, 2016)'
_computing_data_collection         'APEX4 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction          'SAINT V8.40B (?, 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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max           0.429
_refine_diff_density_min           -0.284
_refine_diff_density_rms           0.058
_refine_ls_extinction_coef         0.0036(8)
_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     1.066
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       196
_refine_ls_number_reflns           2139
_refine_ls_number_restraints       102
_refine_ls_R_factor_all            0.0993
_refine_ls_R_factor_gt             0.0855
_refine_ls_restrained_S_all        1.083
_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)+(0.1463P)²+9.9362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.2411
_refine_ls_wR_factor_ref           0.2559
_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
 N7-N6
 1.31 with sigma of 0.01
 N6-N5
 1.33 with sigma of 0.01
 N5-C14 = N7-C17
 1.35 with sigma of 0.01
 C17-C14
 1.36 with sigma of 0.01
 N7-N5
 2.07 with sigma of 0.01
 N6-C17
 2.22 with sigma of 0.01
 N6-C14
 2.22 with sigma of 0.01
 N5-C17
 2.15 with sigma of 0.01
 C14-N7
 2.15 with sigma of 0.01
3. Restrained planarity
 C17, N5, N6, C14, N7
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
N6 \\sim N5 \\sim C14 \\sim N7 \\sim C17: within 3.8A with sigma of 0.05 and
sigma for terminal atoms of 0.05 within 3.8A
Uanis(N5) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(N7) \\sim
Ueq: with sigma of 0.03 and sigma for terminal atoms of 0.03
Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.03
5. Others
 Fixed Sof: N5(0.85) C14(0.85) C17(0.85) N7(0.85) N6(0.85)
6.a Ternary CH refined with riding coordinates:
 C8(H8)
6.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), N5(H5), C14(H14), C17(H17)
;
_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 0.33233(10) 0.25668(11) 0.3660(3) 0.0496(8) Uani 1 1 d . . . . .
 H1 H 0.314244 0.284340 0.369780 0.059 Uiso 1 1 calc R U . . .
 N2 N 0.31043(15) 0.12327(13) 0.4429(5) 0.0764(11) Uani 1 1 d . . . . .
 N3 N 0.29886(11) 0.17029(11) 0.3945(4) 0.0526(8) Uani 1 1 d . . . . .
 N4 N 0.25951(13) 0.17359(13) 0.2845(4) 0.0669(10) Uani 1 1 d . . . . .
 C1 C 0.500000 0.250000 -0.125000 0.0323(12) Uani 1 4 d S T P . .
 C2 C 0.45303(10) 0.25139(11) -0.0024(3) 0.0338(8) Uani 1 1 d . . . . .
 C3 C 0.41765(12) 0.29114(12) 0.0029(4) 0.0416(8) Uani 1 1 d . . . . .
 H3 H 0.420271 0.317691 -0.076928 0.050 Uiso 1 1 calc R U . . .
 C4 C 0.37834(12) 0.29246(12) 0.1240(4) 0.0455(9) Uani 1 1 d . . . . .
 H4 H 0.355562 0.320025 0.124900 0.055 Uiso 1 1 calc R U . . .
 C5 C 0.37256(11) 0.25316(12) 0.2441(3) 0.0391(8) Uani 1 1 d . . . . .
 C6 C 0.40806(12) 0.21374(13) 0.2418(4) 0.0478(9) Uani 1 1 d . . . . .
 H6 H 0.405559 0.187217 0.321787 0.057 Uiso 1 1 calc R U . . .
 C7 C 0.44724(12) 0.21334(12) 0.1219(4) 0.0444(9) Uani 1 1 d . . . . .
 H7 H 0.470792 0.186439 0.124308 0.053 Uiso 1 1 calc R U . . .
 C8 C 0.32074(12) 0.21639(13) 0.4819(4) 0.0474(9) Uani 1 1 d . . . . .
 H8 H 0.352822 0.206011 0.538303 0.057 Uiso 1 1 calc R U . . .
 C9 C 0.28381(12) 0.23421(14) 0.6207(4) 0.0474(9) Uani 1 1 d . . . . .
 C10 C 0.23556(14) 0.25263(17) 0.5805(5) 0.0643(11) Uani 1 1 d . . . . .
 H10 H 0.225478 0.254573 0.465669 0.077 Uiso 1 1 calc R U . . .
 C11 C 0.29823(14) 0.23165(16) 0.7912(4) 0.0611(11) Uani 1 1 d . . . . .
 H11 H 0.330651 0.219381 0.820606 0.073 Uiso 1 1 calc R U . . .
 C12 C 0.2770(2) 0.0949(2) 0.3556(8) 0.0968(17) Uani 1 1 d . . . . .
 H12 H 0.275075 0.059197 0.360136 0.116 Uiso 1 1 calc R U . . .
 C13 C 0.24627(19) 0.12523(19) 0.2593(7) 0.0857(14) Uani 1 1 d . . . . .
 H13 H 0.220059 0.113909 0.187107 0.103 Uiso 1 1 calc R U . . .
 N5 N 0.3525(6) 0.0311(5) 0.0385(13) 0.232(6) Uani 0.85 1 d D U P . .
 H5 H 0.363385 0.003836 0.089809 0.278 Uiso 0.41(19) 1 calc R U . . .
 C14 C 0.3800(4) 0.0744(7) 0.0257(15) 0.229(7) Uani 0.85 1 d D U P . .
 H14 H 0.412784 0.080519 0.068473 0.275 Uiso 0.34(19) 1 calc R U . . .
 C17 C 0.3494(6) 0.1075(5) -0.0637(17) 0.222(6) Uani 0.85 1 d D U P . .
 H17 H 0.356925 0.141192 -0.094884 0.266 Uiso 0.15(17) 1 calc R U . . .
 N7 N 0.3063(5) 0.0813(6) -0.0969(13) 0.231(5) Uani 0.85 1 d D U P . .
 N6 N 0.3066(6) 0.0344(5) -0.0364(16) 0.245(6) Uani 0.85 1 d D 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 H1 0.8600 . ?
 N1 C5 1.413(4) . ?
 N1 C8 1.413(4) . ?
 N2 N3 1.314(4) . ?
 N2 C12 1.326(6) . ?
 N3 N4 1.335(4) . ?
 N3 C8 1.490(4) . ?
 N4 C13 1.319(6) . ?
 C1 C2 1.549(3) 11_665 ?
 C1 C2 1.549(3) 6_554 ?
 C1 C2 1.549(3) . ?
 C1 C2 1.549(3) 16_655 ?
 C2 C3 1.384(4) . ?
 C2 C7 1.390(4) . ?
 C3 H3 0.9300 . ?
 C3 C4 1.389(4) . ?
 C4 H4 0.9300 . ?
 C4 C5 1.391(4) . ?
 C5 C6 1.380(5) . ?
 C6 H6 0.9300 . ?
 C6 C7 1.380(4) . ?
 C7 H7 0.9300 . ?
 C8 H8 0.9800 . ?
 C8 C9 1.515(4) . ?
 C9 C10 1.379(5) . ?
 C9 C11 1.376(5) . ?
 C10 H10 0.9300 . ?
 C10 C11 1.389(5) 13_556 ?
 C11 H11 0.9300 . ?
 C12 H12 0.9300 . ?
 C12 C13 1.349(7) . ?
 C13 H13 0.9300 . ?
 N5 H5 0.8600 . ?
 N5 C14 1.337(8) . ?
 N5 N6 1.329(8) . ?
 C14 H14 0.9300 . ?
 C14 C17 1.361(8) . ?
 C17 H17 0.9300 . ?
 C17 N7 1.338(8) . ?
 N7 N6 1.306(8) . ?

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
 C5 N1 H1 118.8 . . ?
 C5 N1 C8 122.4(3) . . ?
 C8 N1 H1 118.8 . . ?
 N3 N2 C12 102.9(4) . . ?
 N2 N3 N4 114.7(3) . . ?
 N2 N3 C8 122.1(3) . . ?
 N4 N3 C8 122.1(3) . . ?
 C13 N4 N3 103.5(3) . . ?
 C2 C1 C2 112.16(10) . 16_655 ?
 C2 C1 C2 112.16(10) 6_554 11_665 ?
 C2 C1 C2 104.21(19) 16_655 11_665 ?
 C2 C1 C2 104.21(19) . 6_554 ?
 C2 C1 C2 112.16(10) 16_655 6_554 ?
 C2 C1 C2 112.16(10) . 11_665 ?
 C3 C2 C1 124.0(2) . . ?
 C3 C2 C7 116.1(2) . . ?
 C7 C2 C1 119.7(2) . . ?
 C2 C3 H3 119.1 . . ?
 C2 C3 C4 121.8(3) . . ?
 C4 C3 H3 119.1 . . ?
 C3 C4 H4 119.5 . . ?
 C3 C4 C5 121.0(3) . . ?
 C5 C4 H4 119.5 . . ?
 C4 C5 N1 118.7(3) . . ?
 C6 C5 N1 123.5(3) . . ?
 C6 C5 C4 117.7(3) . . ?
 C5 C6 H6 119.7 . . ?
 C5 C6 C7 120.6(3) . . ?
 C7 C6 H6 119.7 . . ?
 C2 C7 H7 118.6 . . ?
 C6 C7 C2 122.8(3) . . ?
 C6 C7 H7 118.6 . . ?
 N1 C8 N3 112.9(2) . . ?
 N1 C8 H8 107.9 . . ?
 N1 C8 C9 111.1(3) . . ?
 N3 C8 H8 107.9 . . ?
 N3 C8 C9 109.1(3) . . ?
 C9 C8 H8 107.9 . . ?
 C10 C9 C8 121.5(3) . . ?
 C11 C9 C8 119.7(3) . . ?
 C11 C9 C10 118.8(3) . . ?
 C9 C10 H10 119.5 . . ?
 C9 C10 C11 121.1(3) . 13_556 ?
 C11 C10 H10 119.5 13_556 . ?
 C9 C11 C10 120.1(3) . 13_556 ?
 C9 C11 H11 119.9 . . ?
 C10 C11 H11 119.9 13_556 . ?
 N2 C12 H12 124.9 . . ?
 N2 C12 C13 110.2(4) . . ?
 C13 C12 H12 124.9 . . ?
 N4 C13 C12 108.7(4) . . ?
 N4 C13 H13 125.6 . . ?
 C12 C13 H13 125.6 . . ?
 C14 N5 H5 123.5 . . ?
 N6 N5 H5 123.5 . . ?
 N6 N5 C14 113.0(6) . . ?
 N5 C14 H14 127.5 . . ?
 N5 C14 C17 105.0(6) . . ?
 C17 C14 H14 127.5 . . ?
 C14 C17 H17 127.3 . . ?
 N7 C17 C14 105.4(6) . . ?
 N7 C17 H17 127.3 . . ?
 N6 N7 C17 113.6(6) . . ?
 N7 N6 N5 103.0(6) . . ?

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 -178.3(3) . . . . ?
 N1 C8 C9 C10 60.2(4) . . . . ?
 N1 C8 C9 C11 -120.4(4) . . . . ?
 N2 N3 N4 C13 -1.4(5) . . . . ?
 N2 N3 C8 N1 142.1(3) . . . . ?
 N2 N3 C8 C9 -93.8(4) . . . . ?
 N2 C12 C13 N4 -0.3(7) . . . . ?
 N3 N2 C12 C13 -0.5(6) . . . . ?
 N3 N4 C13 C12 1.0(5) . . . . ?
 N3 C8 C9 C10 -64.9(4) . . . . ?
 N3 C8 C9 C11 114.5(4) . . . . ?
 N4 N3 C8 N1 -50.4(4) . . . . ?
 N4 N3 C8 C9 73.7(4) . . . . ?
 C1 C2 C3 C4 -175.1(2) . . . . ?
 C1 C2 C7 C6 176.1(3) . . . . ?
 C2 C1 C2 C3 -2.8(3) 11_665 . . . ?
 C2 C1 C2 C3 -119.7(3) 16_655 . . . ?
 C2 C1 C2 C3 118.7(3) 6_554 . . . ?
 C2 C1 C2 C7 -55.4(2) 6_554 . . . ?
 C2 C1 C2 C7 -176.9(2) 11_665 . . . ?
 C2 C1 C2 C7 66.19(18) 16_655 . . . ?
 C2 C3 C4 C5 -1.0(5) . . . . ?
 C3 C2 C7 C6 1.6(5) . . . . ?
 C3 C4 C5 N1 179.2(3) . . . . ?
 C3 C4 C5 C6 1.9(5) . . . . ?
 C4 C5 C6 C7 -1.1(5) . . . . ?
 C5 N1 C8 N3 -68.8(4) . . . . ?
 C5 N1 C8 C9 168.3(3) . . . . ?
 C5 C6 C7 C2 -0.7(5) . . . . ?
 C7 C2 C3 C4 -0.8(4) . . . . ?
 C8 N1 C5 C4 174.0(3) . . . . ?
 C8 N1 C5 C6 -8.9(5) . . . . ?
 C8 N3 N4 C13 -169.7(3) . . . . ?
 C8 C9 C10 C11 179.3(4) . . . 13_556 ?
 C8 C9 C11 C10 -179.3(4) . . . 13_556 ?
 C10 C9 C11 C10 0.1(7) . . . 13_556 ?
 C11 C9 C10 C11 -0.1(7) . . . 13_556 ?
 C12 N2 N3 N4 1.2(5) . . . . ?
 C12 N2 N3 C8 169.6(4) . . . . ?
 N5 C14 C17 N7 0.0(3) . . . . ?
 C14 N5 N6 N7 0.1(2) . . . . ?
 C14 C17 N7 N6 0.1(3) . . . . ?
 C17 N7 N6 N5 -0.2(3) . . . . ?
 N6 N5 C14 C17 -0.1(3) . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
