A caged tris(2-pyridylmethyl)amine ligand equipped with a Ctriazole-H hydrogen bonding cavity.
Qiu, Gege; Diao, Donglin; Chaussy, Leo; Chevallier-Michaud, Sabine; Simaan, A. Jalila; Nava, Paola; Martinez, Alexandre; Colomban, Cedric; Dalton Transactions  (2022) –; doi:10.1039/D2DT00607C

data_7710181
_publ_section_title
;
 A caged tris(2-pyridylmethyl)amine ligand equipped with a Ctriazole-H
 hydrogen bonding cavity.
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00607C
_journal_year                    2022
_chemical_formula_moiety         'C54 H51 N13 O6, 1.5(C4 H10 O)'
_chemical_formula_sum            'C60 H66 N13 O7.5'
_chemical_formula_weight         1089.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-02-22 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                106.615(2)
_cell_angle_beta                 95.925(2)
_cell_angle_gamma                102.708(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7425(2)
_cell_length_b                   15.3879(3)
_cell_length_c                   20.5147(5)
_cell_measurement_reflns_used    15734
_cell_measurement_temperature    203.00(10)
_cell_measurement_theta_max      71.2770
_cell_measurement_theta_min      4.3490
_cell_volume                     2829.13(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      203.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_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     -1.00  24.00   1.00    5.00    --   38.00  94.00  98.81   25
  2  \w    -89.00  -8.00   1.00    5.00    --  -40.32 -77.00   0.00   81
  3  \w    -40.00  31.00   1.00    5.00    --  -40.32  57.00  30.00   71
  4  \w    -89.00 -15.00   1.00    5.00    --  -40.32 -57.00-150.00   74
  5  \w   -113.00 -16.00   1.00    5.00    --  -40.32 -38.00  90.00   97
  6  \w    -73.00  31.00   1.00    5.00    --  -40.32  77.00 150.00  104
  7  \w    -86.00  -7.00   1.00    5.00    --  -40.32 125.00-120.00   79
  8  \w     10.00  91.00   1.00    5.00    --   40.32  19.00 -60.00   81
  9  \w     11.00  36.00   1.00    5.00    --   46.00  84.00  23.80   25
 10  \w     11.00  36.00   1.00    5.00    --   46.00  84.00 -88.49   25
 11  \w     17.00  42.00   1.00    5.00    --   50.00  80.00 -29.32   25
 12  \w     16.00  43.00   1.00    5.00    --   50.00  81.00-166.52   27
 13  \w     16.00  41.00   1.00    5.00    --   50.00  81.00 115.18   25
 14  \w     17.00  45.00   1.00    5.00    --   50.00  78.00-110.37   28
 15  \w     16.00  41.00   1.00    5.00    --   50.00  82.00  68.35   25
 16  \w     30.00  58.00   1.00    5.00    --   62.00  76.00 139.35   28
 17  \w     34.00  61.00   1.00    5.00    --   66.00  76.00-156.65   27
 18  \w     34.00  63.00   1.00    5.00    --   66.00  76.00 165.09   29
 19  \w     34.00  62.00   1.00    5.00    --   66.00  77.00 110.40   28
 20  \w     33.00 108.00   1.00    5.00    --   66.00  77.00  63.23   75
 21  \w     35.00  61.00   1.00    5.00    --   66.00  75.00  30.22   26
 22  \w     33.00  60.00   1.00    5.00    --   66.00  77.00 -85.10   27
 23  \w     91.00 143.00   1.00    5.00    --   70.00  77.00 -13.24   52
 24  \w    108.00 136.00   1.00    5.00    --   70.00  77.00-126.90   28
 25  \w     39.00  67.00   1.00    5.00    --   70.00  77.00 -13.24   28
 26  \w     40.00  68.00   1.00    5.00    --   70.00  64.00  48.07   28
 27  \w     37.00  79.00   1.00    5.00    --   70.00  77.00-126.90   42
 28  \w     38.00  68.00   1.00    5.00    --   70.00  76.00 -33.66   30
 29  \w     41.00  89.00   1.00   20.00    --   74.00  77.00 -61.46   48
 30  \w     62.00  92.00   1.00   20.00    --   90.00  54.00-143.17   30
 31  \w     71.00  97.00   1.00   20.00    --  102.66  77.00 120.00   26
 32  \w    133.00 160.00   1.00   20.00    --  102.66  61.00  90.00   27
 33  \w     73.00 178.00   1.00   20.00    --  102.66  77.00-180.00  105
 34  \w     74.00 102.00   1.00   20.00    --  102.66  61.00  90.00   28
 35  \w    110.00 174.00   1.00   20.00    --  102.66  77.00 -60.00   64
 36  \w     74.00 115.00   1.00   20.00    --  102.66  61.00 150.00   41
 37  \w     75.00 105.00   1.00   20.00    --  102.66  61.00 -30.00   30
 38  \w     71.00  97.00   1.00   20.00    --  102.66  77.00 -60.00   26
 39  \w     29.00 118.00   1.00   20.00    --  102.66-125.00 -60.00   89
 40  \w     35.00 108.00   1.00   20.00    --  102.66 -94.00  90.00   73
 41  \w     94.00 172.00   1.00   20.00    --  102.66 125.00  90.00   78
 42  \w     70.00 177.00   1.00   20.00    --  102.66  77.00  60.00  107
 43  \w     70.00 173.00   1.00   20.00    --  102.66  77.00-120.00  103
 44  \w     72.00  97.00   1.00   20.00    --  102.66  77.00  90.00   25
 45  \w    150.00 175.00   1.00   20.00    --  102.66  61.00 120.00   25
 46  \w     70.00 124.00   1.00   20.00    --  102.66  77.00  30.00   54
 47  \w     70.00 172.00   1.00   20.00    --  102.66  77.00 150.00  102
 48  \w     76.00 118.00   1.00   20.00    --  102.66  61.00 120.00   42
 49  \w     70.00 174.00   1.00   20.00    --  102.66  77.00 -90.00  104
 50  \w     75.00 103.00   1.00   20.00    --  102.66  61.00  30.00   28
 51  \w     64.00 134.00   1.00   20.00    --  102.66 -77.00  90.00   70
 52  \w     74.00 134.00   1.00   20.00    --  102.66  61.00  60.00   60
 53  \w     70.00 178.00   1.00   20.00    --  102.66  77.00   0.00  108
 54  \w     58.00 118.00   1.00   20.00    --  102.66-125.00  60.00   60
 55  \w     70.00 164.00   1.00   20.00    --  102.66  77.00 -30.00   94
 56  \w     70.00 155.00   1.00   20.00    --  102.66  77.00-150.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1267296000
_diffrn_orient_matrix_UB_12      -0.0840635000
_diffrn_orient_matrix_UB_13      -0.0069625000
_diffrn_orient_matrix_UB_21      -0.0988304000
_diffrn_orient_matrix_UB_22      0.0405042000
_diffrn_orient_matrix_UB_23      -0.0397552000
_diffrn_orient_matrix_UB_31      0.0361271000
_diffrn_orient_matrix_UB_32      -0.0548758000
_diffrn_orient_matrix_UB_33      -0.0686501000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            47874
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.901
_diffrn_reflns_theta_min         3.105
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.705
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.279
_exptl_crystal_description       plate
_exptl_crystal_F_000             1154
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.049
_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     746
_refine_ls_number_reflns         10823
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0592
_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^)+(0.0781P)^2^+1.9455P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1726
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7825
_reflns_number_total             10823
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00607c2.cif
_cod_data_source_block           cc1exp116
_cod_original_cell_volume        2829.13(11)
_cod_original_formula_sum        'C60 H66 N13 O7.50'
_cod_database_code               7710181
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c54 h51 n13 o6'
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.827
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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, All C(H,H,H,H,H,H) groups
2. Restrained distances
 O8-C61
 1.45 with sigma of 0.01
 O8-C60
 1.45 with sigma of 0.01
 C61-C59
 1.54 with sigma of 0.01
 C60-C59
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C56 \\sim C55: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
Uanis(C35) = Uanis(C355)
4. Rigid body (RIGU) restrains
 O8, C59, C60, C61
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
5. Others
 Fixed Sof: C35(0.5) H35A(0.5) H35B(0.5) H35C(0.5) H59D(0.5) H59E(0.5)
 H59F(0.5) H59A(0.5) H59B(0.5) H59C(0.5) C60(0.5) H60A(0.5) H60B(0.5) C61(0.5)
 H61A(0.5) H61B(0.5) C355(0.5) H35D(0.5) H35E(0.5) H35F(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C7(H7A,H7B), C10(H10A,H10B), C18(H18A,H18B), C19(H19A,H19B),
 C25(H25A,H25B), C28(H28A,H28B), C36(H36A,H36B), C37(H37A,H37B), C43(H43A,H43B),
  C46(H46A,H46B), C54(H54A,H54B), C56(H56A,H56B), C57(H57A,H57B), C60(H60A,
 H60B), C61(H61A,H61B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C12(H12), C15(H15), C21(H21), C22(H22),
 C23(H23), C26(H26), C30(H30), C33(H33), C39(H39), C40(H40), C41(H41), C44(H44),
  C48(H48), C51(H51)
6.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C35(H35A,H35B,H35C), C53(H53A,H53B,H53C), C55(H55A,H55B,
 H55C), C58(H58A,H58B,H58C), C59(H59D,H59E,H59F), C59(H59A,H59B,H59C),
 C355(H35D,H35E,H35F)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.554
_oxdiff_exptl_absorpt_empirical_full_min 0.672