Synthesis, Characterisation and Reactivity studies of Chiral β-Diketiminate-like Supported Aluminium Lewis Acid Complexes Towards Difficult Diels Alder Cycloadditions
Dissanayake, Deepamali; Forsyth, Craig M.; Vidovic, Dragoslav; Dalton Transactions  (2023) –; doi:10.1039/D3DT00206C

data_7712493
_publ_section_title
;
 Synthesis, Characterisation and Reactivity studies of Chiral
 \b-Diketiminate-like Supported Aluminium Lewis Acid Complexes Towards
 Difficult Diels Alder Cycloadditions
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00206C
_journal_year                    2023
_chemical_formula_moiety         'C48 H48 N2 O'
_chemical_formula_sum            'C48 H48 N2 O'
_chemical_formula_weight         668.88
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-10-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-01-18 deposited with the CCDC.	2023-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                66.674(2)
_cell_angle_beta                 77.295(2)
_cell_angle_gamma                77.259(2)
_cell_formula_units_Z            2
_cell_length_a                   10.4019(3)
_cell_length_b                   13.7970(3)
_cell_length_c                   15.2529(4)
_cell_measurement_reflns_used    12176
_cell_measurement_temperature    122.99(10)
_cell_measurement_theta_max      76.9590
_cell_measurement_theta_min      4.3900
_cell_volume                     1939.00(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_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     32.00 120.00   0.50    0.05    --   47.70  63.00   4.00  176
  2  \w    104.00 141.00   0.50    0.20    --  107.75  63.00   4.00   74
  3  \w     95.00 176.00   0.50    0.20    --  107.75  45.00  30.00  162
  4  \w    140.00 178.00   0.50    0.20    --  107.75  30.00 -30.00   76
  5  \w     95.00 125.00   0.50    0.20    --  107.75  30.00 -30.00   60
  6  \w     42.00 122.00   0.50    0.05    --   47.70  19.00 -30.00  160
  7  \w     -8.00  23.00   0.50    0.05    --  -47.70  63.00   4.00   62
  8  \w    -58.00 -17.00   0.50    0.20    --  -86.25  63.00   4.00   82
  9  \w    -63.00  23.00   0.50    0.05    --  -47.70  57.00  90.00  172
 10  \w    -40.00 -15.00   0.50    0.05    --  -47.70  63.00   4.00   50
 11  \w    -72.00 -23.00   0.50    0.20    --  -86.25  45.00-180.00   98
 12  \w    -20.00  65.00   0.50    0.05    --   47.70 -63.00-132.00  170
 13  \w    105.00 132.00   0.50    0.20    --  107.75 125.00-180.00   54
 14  \w    136.00 175.00   0.50    0.20    --  107.75 125.00-180.00   78
 15  \w     35.00 119.00   0.50    0.20    --  107.75 -15.00  30.00  168
 16  \w     36.00  65.00   0.50    0.20    --  107.75 -77.00 120.00   58
 17  \w     96.00 131.00   0.50    0.20    --  107.75 -77.00 120.00   70
 18  \w     41.00  76.00   0.50    0.20    --  107.75 -45.00 150.00   70
 19  \w     96.00 123.00   0.50    0.20    --  107.75 -61.00 -30.00   54
 20  \w     75.00 108.00   0.50    0.20    --  107.75 -63.00-132.00   66
 21  \w     37.00  72.00   0.50    0.20    --  107.75 -45.00-120.00   70
 22  \w     45.00  73.00   0.50    0.20    --  107.75 -45.00-150.00   56
 23  \w     41.00  75.00   0.50    0.20    --  107.75 -45.00 -90.00   68
 24  \w     35.00  66.00   0.50    0.20    --  107.75 -30.00-180.00   62
 25  \w     41.00  78.00   0.50    0.20    --  107.75 -61.00 -30.00   74
 26  \w     38.00  65.00   0.50    0.20    --  107.75 -30.00 -90.00   54
 27  \w     35.00  62.00   0.50    0.20    --  107.75 -30.00  90.00   54
 28  \w     44.00  70.00   0.50    0.20    --  107.75 -45.00 120.00   52
 29  \w     40.00  66.00   0.50    0.20    --  107.75 -30.00 150.00   52
 30  \w     38.00  65.00   0.50    0.20    --  107.75 -30.00 120.00   54
 31  \w     33.00  62.00   0.50    0.20    --  107.75 -30.00  30.00   58
 32  \w     37.00 103.00   0.50    0.20    --  107.75 -94.00   0.00  132
 33  \w     34.00  74.00   0.50    0.05    --   47.70-125.00-120.00   80
 34  \w     39.00 111.00   0.50    0.20    --  107.75-125.00 -60.00  144
 35  \w     81.00 106.00   0.50    0.20    --  107.75 -97.00 -65.52   50
 36  \w     45.00  72.00   0.50    0.20    --  107.75-101.00 131.74   54
 37  \w     78.00 106.00   0.50    0.20    --  107.75-101.00 131.74   56
 38  \w     74.00 105.00   0.50    0.20    --  107.75-125.00 150.00   62
 39  \w     37.00  62.00   0.50    0.20    --  107.75-125.00 150.00   50
 40  \w     71.00 105.00   0.50    0.20    --  107.75 -94.00 150.00   68
 41  \w     37.00  67.00   0.50    0.20    --  107.75 -94.00  60.00   60
 42  \w     77.00 102.00   0.50    0.20    --  107.75 -94.00 -30.00   50
 43  \w     81.00 106.00   0.50    0.20    --  107.75 -94.00  60.00   50
 44  \w     58.00 102.00   0.50    0.20    --  107.75 -94.00 -90.00   88
 45  \w     79.00 105.00   0.50    0.20    --  107.75 -94.00-150.00   52
 46  \w     70.00 106.00   0.50    0.20    --  107.75 -94.00-180.00   72
 47  \w    -99.00 -74.00   0.50    0.05    --  -47.70 -63.00-132.00   50
 48  \w   -113.00 -87.00   0.50    0.20    --  -86.25 -63.00-132.00   52
 49  \w   -104.00 -74.00   0.50    0.05    --  -47.70-125.00 120.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26609
_diffrn_reflns_point_group_measured_fraction_full 0.668
_diffrn_reflns_point_group_measured_fraction_max 0.632
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.739
_diffrn_reflns_theta_min         3.528
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_description       block
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.0(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     937
_refine_ls_number_reflns         10453
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0580
_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^)+(0.1067P)^2^+0.1730P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1528
_refine_ls_wR_factor_ref         0.1656
_reflns_Friedel_coverage         0.303
_reflns_Friedel_fraction_full    0.336
_reflns_Friedel_fraction_max     0.294
_reflns_number_gt                9254
_reflns_number_total             10453
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt00206c2.cif
_cod_data_source_block           mx107_20
_cod_database_code               7712493
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.927
_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 Ternary CH refined with riding coordinates:
 C72(H72), C24(H24), C43(H43), C55(H55), C45(H45), C93(H93), C94(H94), C46(H46)
2.b Secondary CH2 refined with riding coordinates:
 C44(H44A,H44B), C92(H92A,H92B)
2.c Aromatic/amide H refined with riding coordinates:
 C30(H30), C15(H15), C2(H2), C39(H39), C3(H3), C51(H51), C16(H16), C41(H41),
 C29(H29), C53(H53), C4(H4), C76(H76), C89(H89), C77(H77), C13(H13), C17(H17),
 C28(H28), C84(H84), C86(H86), C19(H19), C57(H57), C60(H60), C9(H9), C5(H5),
 C65(H65), C27(H27), C18(H18), C26(H26), C83(H83), C78(H78), C59(H59), C75(H75),
  C88(H88), C67(H67), C36(H36), C80(H80), C61(H61), C74(H74), C87(H87),
 C32(H32), C66(H66), C82(H82), C63(H63), C58(H58), C35(H35), C81(H81), C11(H11),
  C33(H33), C10(H10), C64(H64), C34(H34), C12(H12)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C71(H71A,H71B,
 H71C), C69(H69A,H69B,H69C), C70(H70A,H70B,H70C), C96(H96A,H96B,H96C), C95(H95A,
 H95B,H95C), C48(H48A,H48B,H48C), C47(H47A,H47B,H47C)
;
_shelx_res_checksum              72149
_shelx_hkl_checksum              16216
_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
;