Amidines: a deeper look at the archetypal pro-ligand.
de Vere-Tucker, Matthew; Squire, Imogen; Tritto, Michelangelo; Anandkar, Rohil; Syeda, Tayyibah; Uthayan, Divia; Aguila, Gabrielle; Silva de Moraes, Lygia; Bakewell, Clare; Dalton transactions (Cambridge, England : 2003) 55 (2026) 4977–4987; doi:10.1039/d6dt00276e

data_7720568
_publ_section_title
;
 Amidines: a deeper look at the archetypal pro-ligand.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4977
_journal_page_last               4987
_journal_paper_doi               10.1039/d6dt00276e
_journal_volume                  55
_journal_year                    2026
_chemical_formula_moiety         'C30 H38 N2'
_chemical_formula_sum            'C30 H38 N2'
_chemical_formula_weight         426.62
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2026-01-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2026-01-30 deposited with the CCDC.	2026-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                98.176(5)
_cell_angle_beta                 107.648(6)
_cell_angle_gamma                106.388(7)
_cell_formula_units_Z            2
_cell_length_a                   10.8893(9)
_cell_length_b                   10.9235(7)
_cell_length_c                   12.1064(8)
_cell_measurement_reflns_used    3064
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.6040
_cell_measurement_theta_min      3.9530
_cell_volume                     1275.02(18)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 15.9832
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.973
_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    -52.00  -8.00   1.00    1.40    --  -33.50  37.00-120.00   44
  2  \w      1.00  74.00   1.00    1.40    --   36.21 -99.00 -90.00   73
  3  \w    -27.00  26.00   1.00    1.40    --   36.21 -19.00-180.00   53
  4  \w     44.00 105.00   1.00    1.40    --   36.21  37.00 -30.00   61
  5  \w    -12.00  63.00   1.00    1.40    --   36.21 -77.00   0.00   75
  6  \w    -26.00  55.00   1.00    1.40    --   36.21 -37.00  30.00   81
  7  \w     62.00  99.00   1.00    1.40    --   36.21  57.00-180.00   37
  8  \w      2.00  71.00   1.00    1.40    --   36.21 -99.00 150.00   69
  9  \w     73.00 105.00   1.00    1.40    --   36.21 178.00-180.00   32
 10  \w     92.00 118.00   1.00    5.61    --  108.00  45.00 -30.00   26
 11  \w     62.00 100.00   1.00    5.61    --  108.00-111.00-150.00   38
 12  \w     50.00 129.00   1.00    5.61    --  108.00 -30.00   0.00   79
 13  \w     68.00 103.00   1.00    5.61    --  108.00 -94.00  30.00   35
 14  \w     47.00 126.00   1.00    5.61    --  108.00 -61.00  60.00   79
 15  \w     76.00 101.00   1.00    5.61    --  108.00 -94.00  90.00   25
 16  \w     44.00 119.00   1.00    5.61    --  108.00 -45.00 150.00   75
 17  \w    125.00 172.00   1.00    5.61    --  108.00 111.00  60.00   47
 18  \w     77.00 104.00   1.00    5.61    --  108.00 -94.00 -60.00   27
 19  \w    139.00 175.00   1.00    5.61    --  108.00  61.00   0.00   36
 20  \w     46.00 123.00   1.00    5.61    --  108.00 -61.00 -60.00   77
 21  \w    128.00 176.00   1.00    5.61    --  108.00  45.00 -30.00   48
 22  \w     90.00 126.00   1.00    5.61    --  108.00  61.00   0.00   36
 23  \w    102.00 158.00   1.00    5.61    --  108.00  77.00 120.00   56
 24  \w     63.00 109.00   1.00    5.61    --  108.00-111.00 -90.00   46
 25  \w     45.00  72.00   1.00    5.61    --  108.00-111.00-180.00   27
 26  \w     70.00 177.00   1.00    5.61    --  108.00  15.00  90.00  107
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8430
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.108
_diffrn_reflns_theta_min         4.356
_exptl_absorpt_coefficient_mu    0.481
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_description       irregular
_exptl_crystal_F_000             464
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane'
_exptl_crystal_size_max          0.547
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.277
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4895
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0501
_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^)+(0.0512P)^2^+0.3089P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1316
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3810
_reflns_number_total             4895
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6dt00276e3.cif
_cod_data_source_block           dippdepAmpTolH_16
_cod_depositor_comments
'Adding full bibliography for 7720566--7720581.cif.'
_cod_original_cell_volume        1275.02(17)
_cod_database_code               7720568
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.878
_shelx_estimated_absorpt_t_min   0.779
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C15-C17 \\sim C15-C17A
 with sigma of 0.02
 C15-C16 \\sim C15-C16A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C30) = Uanis(C30A)
Uanis(N1) = Uanis(C1)
Uanis(C16) = Uanis(C16A) = Uanis(C17A) = Uanis(C17)
4. Others
 Sof(H29C)=Sof(H29D)=Sof(C30A)=Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(1)
 Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=FVAR(1)
 Sof(H1)=1-FVAR(2)
 Sof(H2)=FVAR(2)
 Sof(H15A)=Sof(C16A)=Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(C17A)=Sof(H17D)=
 Sof(H17E)=Sof(H17F)=1-FVAR(3)
 Sof(H15)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C16)=Sof(H16A)=Sof(H16B)=
 Sof(H16C)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C18(H18), C15(H15), C15(H15A)
5.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C29(H29A,H29B), C29(H29C,H29D)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C7(H7), C3(H3), C4(H4), C6(H6), C13(H13), C12(H12), C11(H11),
 C25(H25), C23(H23), C24(H24)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C20(H20A,H20B,H20C), C28(H28A,H28B,H28C), C19(H19A,H19B,
 H19C), C17(H17A,H17B,H17C), C30(H30A,H30B,H30C), C16(H16A,H16B,H16C),
 C30A(H30D,H30E,H30F), C16A(H16D,H16E,H16F), C17A(H17D,H17E,H17F)
;
_shelx_res_checksum              48279
_shelx_hkl_checksum              64266
_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
;