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_7249943
_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'
_chemical_formula_sum            'C52 H46 N12'
_chemical_formula_weight         839.01
_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             2023-06-01
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-07-25 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.265(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4546(5)
_cell_length_b                   18.6173(7)
_cell_length_c                   24.6098(12)
_cell_measurement_reflns_used    1858
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      63.5380
_cell_measurement_theta_min      4.6520
_cell_volume                     5164.1(4)
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_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   -102.00 -19.00   1.00   10.00    --  -36.03 -57.00   0.00   83
  2  \w    -55.00  33.00   1.00   10.00    --  -36.03  38.00 150.00   88
  3  \w     55.00 162.00   1.00   40.00    --   93.63  15.00 120.00  107
  4  \w     80.00 157.00   1.00   40.00    --   93.63  45.00   0.00   77
  5  \w     24.00  92.00   1.00   40.00    --   93.63 -95.00 120.00   68
  6  \w     63.00 104.00   1.00   40.00    --   93.63 -95.00-180.00   41
  7  \w     26.00 111.00   1.00   40.00    --   93.63 -45.00  90.00   85
;
_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      0.0757646000
_diffrn_orient_matrix_UB_12      0.0062859000
_diffrn_orient_matrix_UB_13      -0.0455967000
_diffrn_orient_matrix_UB_21      0.1120167000
_diffrn_orient_matrix_UB_22      -0.0185519000
_diffrn_orient_matrix_UB_23      0.0423014000
_diffrn_orient_matrix_UB_31      -0.0198010000
_diffrn_orient_matrix_UB_32      -0.0804138000
_diffrn_orient_matrix_UB_33      -0.0133130000
_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     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            7145
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        65.128
_diffrn_reflns_theta_max         65.128
_diffrn_reflns_theta_min         3.651
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
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    1.079
_exptl_crystal_description       block
_exptl_crystal_F_000             1768
_exptl_crystal_preparation
'Crystals collected from crude reaction mixture following rotary evaporation.'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4281
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0549
_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^)+(0.0870P)^2^+0.7431P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1469
_refine_ls_wR_factor_ref         0.1584
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3200
_reflns_number_total             4281
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00020c2.cif
_cod_data_source_block           1_workup
_cod_depositor_comments
'Adding full bibliography for 7249942--7249945.cif.'
_cod_database_code               7249943
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C60 H75 N8'
_chemical_oxdiff_usercomment     jns261
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.921
_reflns_odcompleteness_completeness 95.24
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     65.87
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C13(H13A,H13B)
1.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C12(H12), C10(H10), C19(H19), C22(H22), C26(H26), C17(H17), C24(H24),
 C18(H18), C15(H15), C16(H16), C25(H25), C23(H23)
1.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              82382
_shelx_fab_checksum              33523
_ins_header
;
TITL JNS-261 in C2/c 
REM C2/c (#15 in standard setting)
CELL 1.54184  11.454571  18.617256  24.609810  90.0000 100.2645  90.0000
ZERR    4.00   0.000486   0.000694   0.001171   0.0000   0.0044   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H N
UNIT 240.00 300.00 32.00
REM  CrysAlisPro recorded range (K): Min=150.0; max=150.0; aver:150.0
TEMP -123
SIZE 0.03 0.09 0.16
TREF
HKLF 4
END
;
_olex2_submission_original_sample_id JNS-261
_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 1.111
_oxdiff_exptl_absorpt_empirical_full_min 0.891