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#$Date: 2025-03-04 21:02:08 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298096 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/31/1573181.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1573181
loop_
_publ_author_name
'Lückert, Paula L'
'Gilmer, Jannik'
'Virovets, Alexander'
'Lerner, Hans-Wolfram'
'Wagner, Matthias'
_publ_section_title
;
 Donor-free 9,10-dihydro-9,10-dialuminaanthracenes.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              147
_journal_page_last               155
_journal_paper_doi               10.1039/d4sc06940d
_journal_volume                  16
_journal_year                    2024
_chemical_formula_moiety         'C24 H24 Al2 N2, C6 H6'
_chemical_formula_sum            'C30 H30 Al2 N2'
_chemical_formula_weight         472.52
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-09-22 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                112.117(4)
_cell_angle_beta                 105.052(3)
_cell_angle_gamma                102.588(3)
_cell_formula_units_Z            1
_cell_length_a                   9.0697(3)
_cell_length_b                   9.2595(4)
_cell_length_c                   9.8024(4)
_cell_measurement_reflns_used    10834
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.7840
_cell_measurement_theta_min      4.1750
_cell_volume                     689.09(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.43a (Rigaku OD, 2022)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'CrysAlisPro 1.171.42.43a (Rigaku OD, 2022)'
_computing_publication_material  'IUCr PublCIF online service'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'image plate'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE image plate (34 cm diameter)'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15378
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.872
_diffrn_reflns_theta_min         3.570
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.43a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_description       block
_exptl_crystal_F_000             250
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.260
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3239
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0518P)²+0.2530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3123
_reflns_number_total             3239
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc06940d3.cif
_cod_data_source_block           1py2_wa3112_AV
_cod_depositor_comments
'Adding full bibliography for 1573178--1573190.cif.'
_cod_original_cell_volume        689.09(5)
_cod_database_code               1573181
_shelx_shelxl_version_number     2019/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.968
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.50122(4) 0.67728(4) 0.65884(4) 0.02165(12) Uani 1 1 d . . . . .
C1 C 0.44986(13) 0.45451(14) 0.65156(13) 0.0224(2) Uani 1 1 d . . . . .
C2 C 0.44452(13) 0.31262(14) 0.52147(14) 0.0231(2) Uani 1 1 d . . . . .
C3 C 0.39849(16) 0.15719(15) 0.52187(17) 0.0317(3) Uani 1 1 d . . . . .
H3 H 0.394687 0.061698 0.436023 0.038 Uiso 1 1 calc R U . . .
C4 C 0.35853(18) 0.13887(18) 0.64342(19) 0.0378(3) Uani 1 1 d . . . . .
H4 H 0.328440 0.032409 0.640241 0.045 Uiso 1 1 calc R U . . .
C5 C 0.36275(17) 0.27644(18) 0.76917(17) 0.0359(3) Uani 1 1 d . . . . .
H5 H 0.334689 0.264936 0.852359 0.043 Uiso 1 1 calc R U . . .
C6 C 0.40833(15) 0.43134(16) 0.77271(14) 0.0291(3) Uani 1 1 d . . . . .
H6 H 0.411659 0.525155 0.859940 0.035 Uiso 1 1 calc R U . . .
C7 C 0.63772(18) 0.87154(17) 0.86917(16) 0.0379(3) Uani 1 1 d . . . . .
H7A H 0.654872 0.974118 0.858071 0.057 Uiso 1 1 calc R U . . .
H7B H 0.582398 0.875748 0.943455 0.057 Uiso 1 1 calc R U . . .
H7C H 0.743357 0.860784 0.909958 0.057 Uiso 1 1 calc R U . . .
N1 N 0.28313(12) 0.70668(11) 0.61519(11) 0.0228(2) Uani 1 1 d . . . . .
C12 C 0.18493(16) 0.65884(18) 0.46529(15) 0.0343(3) Uani 1 1 d . . . . .
H12 H 0.220543 0.611499 0.381294 0.041 Uiso 1 1 calc R U . . .
C13 C 0.03462(18) 0.6760(2) 0.42909(19) 0.0438(3) Uani 1 1 d . . . . .
H13 H -0.032321 0.640121 0.321803 0.053 Uiso 1 1 calc R U . . .
C14 C -0.01740(18) 0.7452(2) 0.5493(2) 0.0432(3) Uani 1 1 d . . . . .
H14 H -0.119744 0.760259 0.526979 0.052 Uiso 1 1 calc R U . . .
C15 C 0.08036(18) 0.7924(2) 0.70200(19) 0.0419(3) Uani 1 1 d . . . . .
H15 H 0.046386 0.840367 0.787122 0.050 Uiso 1 1 calc R U . . .
C16 C 0.22854(17) 0.76995(17) 0.73172(15) 0.0329(3) Uani 1 1 d . . . . .
H16 H 0.294239 0.800111 0.837875 0.039 Uiso 1 1 calc R U . . .
C21 C 0.0409(3) 0.6639(3) 0.0362(3) 0.0754(6) Uani 1 1 d . . . . .
H21 H 0.069634 0.778401 0.061228 0.091 Uiso 1 1 calc R U . . .
C22 C 0.1605(2) 0.5999(4) 0.0723(2) 0.0737(7) Uani 1 1 d . . . . .
H22 H 0.271968 0.670488 0.122966 0.088 Uiso 1 1 calc R U . . .
C23 C 0.1202(3) 0.4381(4) 0.0362(2) 0.0710(6) Uani 1 1 d . . . . .
H23 H 0.203023 0.394079 0.060730 0.085 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Al1 C7 116.82(6) . . ?
C1 Al1 C2 114.66(5) . 2_666 ?
C7 Al1 C2 114.91(6) . 2_666 ?
C1 Al1 N1 102.80(4) . . ?
C7 Al1 N1 102.50(5) . . ?
C2 Al1 N1 102.12(4) 2_666 . ?
C6 C1 C2 118.19(10) . . ?
C6 C1 Al1 119.96(9) . . ?
C2 C1 Al1 121.76(8) . . ?
C3 C2 C1 118.00(10) . . ?
C3 C2 Al1 118.50(9) . 2_666 ?
C1 C2 Al1 123.50(8) . 2_666 ?
C4 C3 C2 122.29(12) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C5 C4 C3 119.69(12) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 119.44(12) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 122.38(12) . . ?
C5 C6 H6 118.8 . . ?
C1 C6 H6 118.8 . . ?
Al1 C7 H7A 109.5 . . ?
Al1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Al1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C12 N1 C16 117.72(11) . . ?
C12 N1 Al1 120.10(8) . . ?
C16 N1 Al1 122.16(8) . . ?
N1 C12 C13 122.37(12) . . ?
N1 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C14 C13 C12 119.31(14) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C15 C14 C13 118.88(13) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 119.57(13) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N1 C16 C15 122.09(12) . . ?
N1 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C23 C21 C22 119.8(2) 2_565 . ?
C23 C21 H21 120.1 2_565 . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.1(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C21 120.0(2) . 2_565 ?
C22 C23 H23 120.0 . . ?
C21 C23 H23 120.0 2_565 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 C1 1.9824(12) . ?
Al1 C7 1.9825(13) . ?
Al1 C2 1.9826(12) 2_666 ?
Al1 N1 2.0131(10) . ?
C1 C6 1.4097(16) . ?
C1 C2 1.4259(15) . ?
C2 C3 1.4102(16) . ?
C3 C4 1.3890(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3877(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
N1 C12 1.3442(16) . ?
N1 C16 1.3451(15) . ?
C12 C13 1.3766(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.369(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.366(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3778(19) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C23 1.373(4) 2_565 ?
C21 C22 1.376(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.341(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.23(16) . . . . ?
Al1 C1 C2 C3 -176.68(9) . . . . ?
C6 C1 C2 Al1 179.93(8) . . . 2_666 ?
Al1 C1 C2 Al1 3.48(13) . . . 2_666 ?
C1 C2 C3 C4 0.15(19) . . . . ?
Al1 C2 C3 C4 179.99(10) 2_666 . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C3 C4 C5 C6 -0.6(2) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C2 C1 C6 C5 -0.08(18) . . . . ?
Al1 C1 C6 C5 176.44(10) . . . . ?
C16 N1 C12 C13 1.4(2) . . . . ?
Al1 N1 C12 C13 179.89(12) . . . . ?
N1 C12 C13 C14 0.5(2) . . . . ?
C12 C13 C14 C15 -1.3(2) . . . . ?
C13 C14 C15 C16 0.2(2) . . . . ?
C12 N1 C16 C15 -2.6(2) . . . . ?
Al1 N1 C16 C15 178.97(11) . . . . ?
C14 C15 C16 N1 1.8(2) . . . . ?
C23 C21 C22 C23 0.4(3) 2_565 . . . ?
C21 C22 C23 C21 -0.4(3) . . . 2_565 ?
