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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/1/57/31/1573185.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_1573185
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_sum            'C20 H28 Al2 Br2 O2'
_chemical_formula_weight         514.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-09-22 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.073(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.694(3)
_cell_length_b                   7.0404(6)
_cell_length_c                   19.080(4)
_cell_measurement_reflns_used    2361
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      26.3180
_cell_measurement_theta_min      4.3500
_cell_volume                     2289.4(8)
_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_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (G. M. Sheldrick, 2015)'
_diffrn_ambient_temperature      90(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 0.993
_diffrn_measured_fraction_theta_max 0.994
_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  0.0444
_diffrn_reflns_av_unetI/netI     0.0748
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6600
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.384
_diffrn_reflns_theta_min         4.140
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    3.629
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25299
_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    1.492
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.592
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0439
_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)+(0.0474P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0984
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1690
_reflns_number_total             2323
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc06940d3.cif
_cod_data_source_block           2OEt22_wa3310
_cod_depositor_comments
'Adding full bibliography for 1573178--1573190.cif.'
_cod_original_cell_volume        2289.4(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1573185
_shelx_shelxl_version_number     2018/3
_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   0.516
_shelx_estimated_absorpt_t_max   0.760
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Br1 Br 0.39530(3) 0.34972(7) 0.51762(3) 0.02059(16) Uani 1 1 d . . . . .
Al1 Al 0.45390(8) 0.47934(19) 0.64771(8) 0.0127(3) Uani 1 1 d . . . . .
O1 O 0.44213(18) 0.7424(4) 0.62513(18) 0.0164(7) Uani 1 1 d . . . . .
C1 C 0.5677(3) 0.4328(6) 0.7110(3) 0.0134(10) Uani 1 1 d . . . . .
C2 C 0.6050(3) 0.4278(6) 0.7967(3) 0.0152(10) Uani 1 1 d . . . . .
C3 C 0.6859(3) 0.3807(7) 0.8407(3) 0.0219(11) Uani 1 1 d . . . . .
H3 H 0.711434 0.372971 0.898051 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7287(3) 0.3460(8) 0.8029(3) 0.0259(11) Uani 1 1 d . . . . .
H4 H 0.782890 0.315638 0.834312 0.031 Uiso 1 1 calc R U . . .
C5 C 0.6930(3) 0.3550(8) 0.7194(3) 0.0248(11) Uani 1 1 d . . . . .
H5 H 0.722450 0.332866 0.693119 0.030 Uiso 1 1 calc R U . . .
C6 C 0.6135(3) 0.3971(6) 0.6747(3) 0.0202(11) Uani 1 1 d . . . . .
H6 H 0.589067 0.401914 0.617327 0.024 Uiso 1 1 calc R U . . .
C7 C 0.4714(3) 0.8300(8) 0.5753(3) 0.0272(12) Uani 1 1 d . . . . .
H7A H 0.433345 0.926406 0.539136 0.033 Uiso 1 1 calc R U . . .
H7B H 0.476094 0.731489 0.540881 0.033 Uiso 1 1 calc R U . . .
C8 C 0.5494(3) 0.9219(8) 0.6264(3) 0.0301(13) Uani 1 1 d . . . . .
H8A H 0.566854 0.980286 0.591540 0.045 Uiso 1 1 calc R U . . .
H8B H 0.587630 0.825923 0.660991 0.045 Uiso 1 1 calc R U . . .
H8C H 0.544899 1.019733 0.660425 0.045 Uiso 1 1 calc R U . . .
C9 C 0.4024(3) 0.8747(7) 0.6522(3) 0.0250(12) Uani 1 1 d . . . . .
H9A H 0.427753 1.000922 0.662083 0.030 Uiso 1 1 calc R U . . .
H9B H 0.408176 0.828889 0.703978 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3172(3) 0.8939(8) 0.5912(4) 0.0357(14) Uani 1 1 d . . . . .
H10A H 0.311254 0.945081 0.540662 0.054 Uiso 1 1 calc R U . . .
H10B H 0.292414 0.980330 0.612050 0.054 Uiso 1 1 calc R U . . .
H10C H 0.291978 0.769053 0.580888 0.054 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'
O O 0.0106 0.0060 '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'
Br Br -0.2901 2.4595 '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
O1 Al1 C2 105.48(18) . 2_656 ?
O1 Al1 C1 105.95(17) . . ?
C2 Al1 C1 115.99(19) 2_656 . ?
O1 Al1 Br1 101.65(11) . . ?
C2 Al1 Br1 113.08(15) 2_656 . ?
C1 Al1 Br1 113.02(15) . . ?
C9 O1 C7 114.4(4) . . ?
C9 O1 Al1 124.6(3) . . ?
C7 O1 Al1 121.0(3) . . ?
C6 C1 C2 118.3(4) . . ?
C6 C1 Al1 122.8(3) . . ?
C2 C1 Al1 118.9(3) . . ?
C1 C2 C3 117.8(4) . . ?
C1 C2 Al1 121.0(3) . 2_656 ?
C3 C2 Al1 121.2(3) . 2_656 ?
C4 C3 C2 122.2(4) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 118.9(5) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 122.6(4) . . ?
C5 C6 H6 118.7 . . ?
C1 C6 H6 118.7 . . ?
O1 C7 C8 111.5(4) . . ?
O1 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
O1 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O1 C9 C10 111.9(4) . . ?
O1 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
O1 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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
Br1 Al1 2.3355(14) . ?
Al1 O1 1.890(3) . ?
Al1 C2 1.958(5) 2_656 ?
Al1 C1 1.968(5) . ?
O1 C9 1.467(6) . ?
O1 C7 1.473(6) . ?
C1 C6 1.408(7) . ?
C1 C2 1.419(6) . ?
C2 C3 1.420(6) . ?
C3 C4 1.378(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.492(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.494(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7A Br1 0.99 3.05 3.898(5) 144.4 1_565 yes
C7 H7B Br1 0.99 3.04 3.639(5) 120.1 . yes
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
C2 Al1 O1 C9 5.0(4) 2_656 . . . ?
C1 Al1 O1 C9 -118.5(4) . . . . ?
Br1 Al1 O1 C9 123.2(3) . . . . ?
C2 Al1 O1 C7 -173.2(3) 2_656 . . . ?
C1 Al1 O1 C7 63.3(4) . . . . ?
Br1 Al1 O1 C7 -55.0(3) . . . . ?
C6 C1 C2 C3 -2.0(7) . . . . ?
Al1 C1 C2 C3 175.6(3) . . . . ?
C6 C1 C2 Al1 179.1(3) . . . 2_656 ?
Al1 C1 C2 Al1 -3.2(5) . . . 2_656 ?
C1 C2 C3 C4 1.9(7) . . . . ?
Al1 C2 C3 C4 -179.3(4) 2_656 . . . ?
C2 C3 C4 C5 -0.4(8) . . . . ?
C3 C4 C5 C6 -0.9(8) . . . . ?
C4 C5 C6 C1 0.6(8) . . . . ?
C2 C1 C6 C5 0.8(7) . . . . ?
Al1 C1 C6 C5 -176.7(4) . . . . ?
C9 O1 C7 C8 83.1(5) . . . . ?
Al1 O1 C7 C8 -98.6(4) . . . . ?
C7 O1 C9 C10 87.0(5) . . . . ?
Al1 O1 C9 C10 -91.2(5) . . . . ?
