Synthesis of bi- and tetradentate poly-Lewis acids by hydroalumination of poly-alkynyl-anthracene derivatives
Mitzel, Norbert Werner; Aders, Niklas; Lamm, Jan-Hendrik; Beckmann, Jean Louis; Neumann, Beate; Stammler, Georg; Dalton Transactions  (2022) –; doi:10.1039/D2DT02118H

data_7710921
_publ_section_title
;
 Synthesis of bi- and tetradentate poly-Lewis acids by hydroalumination of
 poly-alkynyl-anthracene derivatives
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02118H
_journal_year                    2022
_chemical_formula_moiety         'C92 H176 Al4 Si16, 2(C6 H6)'
_chemical_formula_sum            'C104 H188 Al4 Si16'
_chemical_formula_weight         1995.89
_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             2020-10-19
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-04-01 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                99.270(7)
_cell_angle_beta                 96.849(8)
_cell_angle_gamma                99.523(9)
_cell_formula_units_Z            1
_cell_length_a                   9.4442(12)
_cell_length_b                   16.6757(15)
_cell_length_c                   20.7613(16)
_cell_measurement_reflns_used    2972
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      66.4780
_cell_measurement_theta_min      2.6930
_cell_volume                     3146.5(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.980
_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   -107.00 -46.00   1.00   55.50    --  -38.50 -38.00 -60.00   61
  2  \w    -36.00  -7.00   1.00   55.50    --  -38.50 125.00 120.00   29
  3  \w    -59.00  33.00   1.00   55.50    --  -38.50  38.00 120.00   92
  4  \w    -90.00 -33.00   1.00   55.50    --  -38.50 -38.00 -30.00   57
  5  \w    -85.00  -8.00   1.00   55.50    --  -38.50 125.00-150.00   77
  6  \w     48.00  98.00   1.00   55.50    --   42.70-129.00 146.00   50
  7  \w     11.00  42.00   1.00   55.50    --   42.70 -99.00-150.00   31
  8  \w     32.00 150.00   1.00  111.00    --  111.00 -15.00  60.00  118
  9  \w     41.00 113.00   1.00  111.00    --  111.00-125.00-120.00   72
 10  \w    103.00 141.00   1.00  111.00    --  111.00  77.00  30.00   38
 11  \w    122.00 173.00   1.00  111.00    --  111.00  77.00-150.00   51
 12  \w     42.00 113.00   1.00  111.00    --  111.00-125.00  90.00   71
 13  \w     79.00 107.00   1.00  111.00    --  111.00 -94.00 150.00   28
 14  \w     34.00  71.00   1.00  111.00    --  111.00 -94.00 120.00   37
 15  \w    100.00 127.00   1.00  111.00    --  111.00 125.00 -90.00   27
 16  \w     38.00 132.00   1.00  111.00    --  111.00 -30.00-120.00   94
 17  \w    125.00 158.00   1.00  111.00    --  111.00  77.00-120.00   33
 18  \w     55.00  84.00   1.00  111.00    --  111.00-125.00-150.00   29
 19  \w    103.00 131.00   1.00  111.00    --  111.00 -77.00 -90.00   28
 20  \w     34.00  90.00   1.00  111.00    --  111.00 -94.00-120.00   56
 21  \w     62.00 100.00   1.00  111.00    --  111.00 -45.00 -90.00   38
 22  \w    104.00 132.00   1.00  111.00    --  111.00 -45.00 -90.00   28
 23  \w     75.00 107.00   1.00  111.00    --  111.00 -94.00 120.00   32
 24  \w     53.00 130.00   1.00  111.00    --  111.00 -30.00 150.00   77
 25  \w     54.00 107.00   1.00  111.00    --  111.00 -94.00 -60.00   53
 26  \w     40.00  71.00   1.00  111.00    --  111.00 -94.00 150.00   31
 27  \w     50.00  97.00   1.00  111.00    --  111.00 -94.00  90.00   47
 28  \w     67.00 124.00   1.00  111.00    --  111.00-140.00 -27.00   57
 29  \w     83.00 108.00   1.00  111.00    --  111.00-103.00 -11.42   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0182879000
_diffrn_orient_matrix_UB_12      -0.0205263000
_diffrn_orient_matrix_UB_13      -0.0759241000
_diffrn_orient_matrix_UB_21      -0.1659580000
_diffrn_orient_matrix_UB_22      -0.0215730000
_diffrn_orient_matrix_UB_23      -0.0029269000
_diffrn_orient_matrix_UB_31      -0.0105013000
_diffrn_orient_matrix_UB_32      0.0905425000
_diffrn_orient_matrix_UB_33      -0.0031272000
_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  0.1554
_diffrn_reflns_av_unetI/netI     0.1763
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25547
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.082
_diffrn_reflns_theta_min         2.734
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.094
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.476
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.053
_exptl_crystal_description       needle
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.455
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     584
_refine_ls_number_reflns         11176
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.1813
_refine_ls_R_factor_gt           0.1001
_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^)+(0.1280P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2396
_refine_ls_wR_factor_ref         0.3201
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4877
_reflns_number_total             11176
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02118h2.cif
_cod_data_source_block           syn-9
_cod_database_code               7710921
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C104 H188 Al4 Si16 '
_diffrn_oxdiff_digest_frames
;
012c5df9f5e9be169992836bad184191d90152931d1
;
_diffrn_oxdiff_digest_hkl
;
01a4fb11a902a3e8024410c13ab8964d962a2a
;
_reflns_odcompleteness_completeness 90.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C10(H10), C17(H17), C24(H24), C33(H33), C40(H40)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C31(H31), C32(H32), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C41(H41A,
 H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_shelx_res_checksum              74568
_olex2_date_sample_data_collection 2020-10-08
_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 2.963
_oxdiff_exptl_absorpt_empirical_full_min 0.488