Structural diversity in 1D hydrogen-bonded chains assembled through bis(triazole) self-association
Smith, Jordan N.; White, Nicholas G.; CrystEngComm 27 (2025) 1568–1574; doi:10.1039/D5CE00020C

data_7249942
_publ_section_title
;
 Structural diversity in 1D hydrogen-bonded chains assembled through
 bis(triazole) self-association
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1568
_journal_page_last               1574
_journal_paper_doi               10.1039/D5CE00020C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C52 H46 N12, 2(C H2 Cl2)'
_chemical_formula_sum            'C54 H50 Cl4 N12'
_chemical_formula_weight         1008.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-07-25 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.2280(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.57630(10)
_cell_length_b                   18.4127(2)
_cell_length_c                   24.1317(3)
_cell_measurement_reflns_used    9449
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      70.7310
_cell_measurement_theta_min      4.5870
_cell_volume                     5007.22(10)
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -55.00  33.00   1.00    4.00    --  -36.03  38.00   0.00   88
  2  \w    -98.00  19.00   1.00    4.00    --  -36.03   0.00 150.00  117
  3  \w    -84.00 -26.00   1.00    4.00    --  -36.03 125.00-180.00   58
  4  \w     27.00  87.00   1.00    4.00    --   36.03-125.00  90.00   60
  5  \w     -6.00  63.00   1.00    4.00    --   36.03 -77.00 120.00   69
  6  \w    110.00 153.00   1.00   16.00    --  105.15  61.00 -90.00   43
  7  \w     41.00  98.00   1.00   16.00    --  105.15 -45.00  60.00   57
  8  \w     47.00 163.00   1.00   16.00    --  105.15   0.00 -90.00  116
  9  \w     37.00 119.00   1.00   16.00    --  105.15 -45.00-150.00   82
 10  \w     39.00 122.00   1.00   16.00    --  105.15 -45.00 120.00   83
 11  \w     60.00 109.00   1.00   16.00    --  105.15-111.00-150.00   49
 12  \w     39.00 121.00   1.00   16.00    --  105.15 -45.00 -30.00   82
 13  \w     40.00 109.00   1.00   16.00    --  105.15-111.00  30.00   69
 14  \w     51.00 104.00   1.00   16.00    --  105.15 -95.00  90.00   53
 15  \w    107.00 169.00   1.00   16.00    --  105.15  77.00 120.00   62
 16  \w     52.00 132.00   1.00   16.00    --  105.15 -77.00-150.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0320241000
_diffrn_orient_matrix_UB_12      -0.0513492000
_diffrn_orient_matrix_UB_13      -0.0446562000
_diffrn_orient_matrix_UB_21      -0.0109823000
_diffrn_orient_matrix_UB_22      0.0636528000
_diffrn_orient_matrix_UB_23      -0.0423047000
_diffrn_orient_matrix_UB_31      0.1324027000
_diffrn_orient_matrix_UB_32      0.0176988000
_diffrn_orient_matrix_UB_33      0.0227695000
_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  0.0131
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13491
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         3.763
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.550
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_description       block
_exptl_crystal_F_000             2104
_exptl_crystal_preparation
'Crystals grown by vapour diffusion of n-pentane into dichloromethane solution.'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4415
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+4.8747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0914
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4156
_reflns_number_total             4415
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00020c2.cif
_cod_data_source_block           1_DCM_pentane
_cod_depositor_comments
'Adding full bibliography for 7249942--7249945.cif.'
_cod_database_code               7249942
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C60 H60 N12 Cl1 '
_chemical_oxdiff_usercomment     'jns261 nbu4cl'
_shelx_estimated_absorpt_t_max   0.785
_shelx_estimated_absorpt_t_min   0.568
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C13(H13A,H13B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19),
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              75219
_ins_header
;
TITL jns2203 in C2/c 
REM C2/c (#15 in standard setting)
CELL 1.54184  11.576268  18.412665  24.131717  90.0000 103.2284  90.0000
ZERR    4.00   0.000112   0.000177   0.000254   0.0000   0.0010   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H N Cl
UNIT 240.00 240.00 48.00 4.00
REM  CrysAlisPro recorded range (K): Min=150.0; max=150.0; aver:150.0
TEMP -123
SIZE 0.10 0.18 0.25
TREF
HKLF 4
END
;
_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 1.273
_oxdiff_exptl_absorpt_empirical_full_min 0.854