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_7710918
_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         'C36 H20'
_chemical_formula_sum            'C36 H20'
_chemical_formula_weight         452.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-15
_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                90
_cell_angle_beta                 106.591(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.1803(3)
_cell_length_b                   10.4962(3)
_cell_length_c                   11.2236(3)
_cell_measurement_reflns_used    10116
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.9330
_cell_measurement_theta_min      4.5050
_cell_volume                     1149.36(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.993
_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    -69.00 -21.00   1.00    4.00    --  -38.50 -44.00 168.45   48
  2  \w     15.00 112.00   1.00    4.00    --   42.32  71.00  51.70   97
  3  \w     12.00  41.00   1.00    4.00    --   42.32  78.00 106.10   29
  4  \w    -21.00  63.00   1.00    4.00    --   42.32 -77.00 -60.00   84
  5  \w     17.00 107.00   1.00    4.00    --   42.32  70.00  92.71   90
  6  \w    -19.00  72.00   1.00    4.00    --   42.32 -77.00  30.00   91
  7  \w     24.00 109.00   1.00    4.00    --   42.32  57.00 -30.00   85
  8  \w     12.00  41.00   1.00    4.00    --   42.32  79.00 -89.14   29
  9  \w     11.00  39.00   1.00    4.00    --   42.32  80.00-169.87   28
 10  \w     18.00 111.00   1.00    4.00    --   42.32  57.00-180.00   93
 11  \w     12.00  37.00   1.00    4.00    --   42.32  81.00 -42.85   25
 12  \w     83.00 114.00   1.00    4.00    --   42.32  37.00 -60.00   31
 13  \w     11.00  55.00   1.00    4.00    --   42.32 -99.00 120.00   44
 14  \w     17.00  65.00   1.00    4.00    --   42.32  57.00 -90.00   48
 15  \w     22.00  68.00   1.00    4.00    --   42.32  37.00 -60.00   46
 16  \w     17.00  48.00   1.00    4.00    --   42.32  57.00  30.00   31
 17  \w     80.00 109.00   1.00    4.00    --   42.32  57.00 -90.00   29
 18  \w    -21.00  66.00   1.00    4.00    --   42.32 -77.00-180.00   87
 19  \w     87.00 116.00   1.00   15.00    --  111.00  53.00  91.65   29
 20  \w     84.00 118.00   1.00   15.00    --  111.00  63.00-161.56   34
 21  \w     85.00 113.00   1.00   15.00    --  111.00  60.00-171.14   28
 22  \w    129.00 158.00   1.00   15.00    --  111.00  60.00-132.43   29
 23  \w     34.00 107.00   1.00   15.00    --  111.00 -94.00  30.00   73
 24  \w     91.00 172.00   1.00   15.00    --  111.00  45.00 150.00   81
 25  \w     91.00 120.00   1.00   15.00    --  111.00  45.00 120.00   29
 26  \w     33.00 107.00   1.00   15.00    --  111.00 -94.00 150.00   74
 27  \w     32.00 105.00   1.00   15.00    --  111.00 -94.00 -30.00   73
 28  \w     44.00 130.00   1.00   15.00    --  111.00 -45.00 120.00   86
 29  \w     77.00 112.00   1.00   15.00    --  111.00-125.00-120.00   35
 30  \w     63.00 107.00   1.00   15.00    --  111.00 -94.00  90.00   44
 31  \w     89.00 168.00   1.00   15.00    --  111.00  45.00 -30.00   79
 32  \w     42.00 113.00   1.00   15.00    --  111.00-125.00 -60.00   71
 33  \w     85.00 116.00   1.00   15.00    --  111.00  60.00-132.43   31
 34  \w     85.00 114.00   1.00   15.00    --  111.00  61.00 -90.00   29
 35  \w     84.00 114.00   1.00   15.00    --  111.00  63.00 -80.15   30
 36  \w    131.00 168.00   1.00   15.00    --  111.00  56.00 130.38   37
 37  \w    138.00 167.00   1.00   15.00    --  111.00  70.00  10.66   29
 38  \w     85.00 118.00   1.00   15.00    --  111.00  61.00-120.00   33
 39  \w    136.00 167.00   1.00   15.00    --  111.00  61.00 -60.00   31
 40  \w     83.00 111.00   1.00   15.00    --  111.00  70.00  10.66   28
 41  \w     52.00  85.00   1.00   15.00    --  111.00 -61.00-120.00   33
 42  \w    105.00 136.00   1.00   15.00    --  111.00 -61.00-120.00   31
 43  \w     87.00 113.00   1.00   15.00    --  111.00  56.00 130.38   26
 44  \w     85.00 113.00   1.00   15.00    --  111.00  61.00  90.00   28
 45  \w     85.00 115.00   1.00   15.00    --  111.00  61.00 -60.00   30
 46  \w     86.00 115.00   1.00   15.00    --  111.00  61.00  30.00   29
 47  \w    153.00 178.00   1.00   15.00    --  111.00  69.00 -28.24   25
 48  \w     85.00 161.00   1.00   15.00    --  111.00  61.00   0.00   76
 49  \w     86.00 111.00   1.00   15.00    --  111.00  61.00  60.00   25
 50  \w     85.00 177.00   1.00   15.00    --  111.00  61.00-150.00   92
 51  \w     83.00 112.00   1.00   15.00    --  111.00  69.00 -28.24   29
 52  \w     41.00 116.00   1.00   15.00    --  111.00 -45.00   0.00   75
 53  \w     85.00 114.00   1.00   15.00    --  111.00  61.00 -30.00   29
 54  \w     89.00 175.00   1.00   15.00    --  111.00  45.00-180.00   86
 55  \w     85.00 114.00   1.00   15.00    --  111.00  61.00 150.00   29
 56  \w     91.00 178.00   1.00   15.00    --  111.00  35.00  96.50   87
 57  \w     91.00 176.00   1.00   15.00    --  111.00  45.00 -90.00   85
 58  \w     89.00 173.00   1.00   15.00    --  111.00  45.00  60.00   84
 59  \w     85.00 113.00   1.00   15.00    --  111.00  60.00 113.78   28
 60  \w    139.00 164.00   1.00   15.00    --  111.00  53.00  91.65   25
 61  \w     87.00 116.00   1.00   15.00    --  111.00  53.00-176.66   29
;
_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      -0.1573758000
_diffrn_orient_matrix_UB_12      -0.0092862000
_diffrn_orient_matrix_UB_13      -0.0487651000
_diffrn_orient_matrix_UB_21      0.0048150000
_diffrn_orient_matrix_UB_22      0.0534375000
_diffrn_orient_matrix_UB_23      -0.1265142000
_diffrn_orient_matrix_UB_31      0.0125382000
_diffrn_orient_matrix_UB_32      -0.1363690000
_diffrn_orient_matrix_UB_33      -0.0462103000
_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  0.0324
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18751
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.398
_diffrn_reflns_theta_min         4.532
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.539
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
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    1.308
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2395
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0383
_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^)+(0.0539P)^2^+0.3739P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1022
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2111
_reflns_number_total             2395
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02118h2.cif
_cod_data_source_block           syn-5
_cod_database_code               7710918
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C36 H20'
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.849
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     43.55
_olex2_refinement_description
;
;
_shelx_res_checksum              50410
_olex2_date_sample_data_collection 2022-02-14
_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 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.717