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#$Date: 2021-09-06 14:17:19 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268777 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/77/7707778.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_7707778
loop_
_publ_author_name
'Drescher, Regina'
'Wüst, Leonie'
'Mihm, Cornelius'
'Krummenacher, Ivo'
'Hofmann, Alexander'
'Goettel, James'
'Braunschweig, Holger'
_publ_section_title
;
 Synthesis, structure and insertion reactivity of Lewis acidic
 9-aluminafluorenes.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10400
_journal_page_last               10404
_journal_paper_doi               10.1039/d1dt01897c
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C33 H32 Al Br N2'
_chemical_formula_sum            'C33 H32 Al Br N2'
_chemical_formula_weight         563.49
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CIF-fill 1.2l (K.Radacki 2005-20)'
_audit_update_record
;
2021-06-08 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.63(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.523(3)
_cell_length_b                   19.290(7)
_cell_length_c                   8.998(3)
_cell_measurement_reflns_used    9237
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.35
_cell_volume                     1424.6(9)
_computing_cell_refinement       'Saint+ ver. V8.38A (Bruker AXS)'
_computing_data_collection       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.38A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            26986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_min         2.111
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_exptl_absorpt_coefficient_mu    1.498
_exptl_absorpt_correction_T_max  0.5068
_exptl_absorpt_correction_T_min  0.3957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.372
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.241
_refine_diff_density_max         0.950
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0340
_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)+(0.0537P)²+1.1219P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2667
_reflns_number_total             2888
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt01897c2.cif
_cod_data_source_block           ReDr001_a
_cod_depositor_comments
'Adding full bibliography for 7707770--7707780.cif.'
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7707778
_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   0.606
_shelx_estimated_absorpt_t_max   0.714
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
N1_1 N 0.8609(2) 0.30540(11) 0.3590(2) 0.0277(4) Uani 1 1 d . . . . .
C2_1 C 1.0168(3) 0.28461(14) 0.3593(3) 0.0312(5) Uani 1 1 d . . . . .
H2_1 H 1.106332 0.313971 0.359423 0.037 Uiso 1 1 calc R U . . .
C3_1 C 0.8083(3) 0.37704(13) 0.3446(3) 0.0281(5) Uani 1 1 d . . . . .
C4_1 C 0.8307(3) 0.41754(14) 0.4769(3) 0.0315(5) Uani 1 1 d . . . . .
C5_1 C 0.7814(3) 0.48663(15) 0.4574(3) 0.0351(6) Uani 1 1 d . . . . .
H5_1 H 0.795380 0.515383 0.545728 0.042 Uiso 1 1 calc R U . . .
C6_1 C 0.7125(3) 0.51449(15) 0.3121(3) 0.0356(6) Uani 1 1 d . . . . .
C7_1 C 0.6956(3) 0.47241(14) 0.1829(3) 0.0338(6) Uani 1 1 d . . . . .
H7_1 H 0.650999 0.491585 0.083163 0.041 Uiso 1 1 calc R U . . .
C8_1 C 0.7421(3) 0.40319(14) 0.1959(3) 0.0297(5) Uani 1 1 d . . . . .
C9_1 C 0.9041(3) 0.38881(16) 0.6363(3) 0.0380(6) Uani 1 1 d . . . . .
H9A_1 H 0.947321 0.426922 0.707574 0.057 Uiso 1 1 calc R U . . .
H9B_1 H 0.992526 0.356768 0.633601 0.057 Uiso 1 1 calc R U . . .
H9C_1 H 0.820185 0.364050 0.671314 0.057 Uiso 1 1 calc R U . . .
C10_1 C 0.6518(4) 0.58826(16) 0.2955(4) 0.0455(7) Uani 1 1 d . . . . .
H10A_1 H 0.665367 0.607898 0.199280 0.068 Uiso 1 1 calc R U . . .
H10B_1 H 0.714250 0.615766 0.383107 0.068 Uiso 1 1 calc R U . . .
H10C_1 H 0.536176 0.589073 0.293259 0.068 Uiso 1 1 calc R U . . .
C11_1 C 0.7147(3) 0.35792(15) 0.0551(3) 0.0363(6) Uani 1 1 d . . . . .
H11A_1 H 0.700687 0.387081 -0.036795 0.054 Uiso 1 1 calc R U . . .
H11B_1 H 0.616742 0.329768 0.045086 0.054 Uiso 1 1 calc R U . . .
H11C_1 H 0.809026 0.327443 0.065143 0.054 Uiso 1 1 calc R U . . .
C1_1 C 0.7636(4) 0.250000 0.3590(4) 0.0262(7) Uani 1 2 d S T P . .
Al1_2 Al 0.52999(11) 0.250000 0.37548(11) 0.0263(2) Uani 1 2 d S T P . .
Br1_2 Br 0.56821(4) 0.250000 0.65401(4) 0.02785(13) Uani 1 2 d S T P . .
C1_3 C 0.3875(3) 0.17762(14) 0.2555(3) 0.0284(5) Uani 1 1 d . . . . .
C2_3 C 0.2683(3) 0.21099(14) 0.1359(3) 0.0300(5) Uani 1 1 d . . . . .
C9_3 C 0.1497(3) 0.17175(16) 0.0323(3) 0.0365(6) Uani 1 1 d . . . . .
H9_3 H 0.072542 0.193981 -0.050035 0.044 Uiso 1 1 calc R U . . .
C10_3 C 0.1446(3) 0.10034(16) 0.0496(3) 0.0390(6) Uani 1 1 d . . . . .
H10_3 H 0.062846 0.074051 -0.020379 0.047 Uiso 1 1 calc R U . . .
C11_3 C 0.2571(3) 0.06716(15) 0.1674(3) 0.0354(6) Uani 1 1 d . . . . .
H11_3 H 0.252456 0.018336 0.179392 0.043 Uiso 1 1 calc R U . . .
C12_3 C 0.3778(3) 0.10605(14) 0.2687(3) 0.0309(5) Uani 1 1 d . . . . .
H12_3 H 0.455625 0.082954 0.349003 0.037 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 0.00 0.1770
0.00 1.00 0.00 0.1160
1.00 -1.00 -1.00 0.1170
-1.00 1.00 -1.00 0.0450
1.00 -1.00 1.00 0.1340
-1.00 1.00 0.00 0.1130
1.00 -1.00 0.00 0.1290
1.00 1.00 -1.00 0.0200
-1.00 -1.00 1.00 0.1200
-1.00 1.00 2.00 0.1340
1.00 1.00 1.00 0.1230
-1.00 -1.00 -1.00 0.1290
1.00 -1.00 -2.00 0.0940
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_1 N1_1 C2_1 111.0(2) . . ?
C1_1 N1_1 C3_1 125.4(2) . . ?
C2_1 N1_1 C3_1 123.3(2) . . ?
C2_1 C2_1 N1_1 106.80(14) 4_565 . ?
C2_1 C2_1 H2_1 126.6 4_565 . ?
N1_1 C2_1 H2_1 126.6 . . ?
C4_1 C3_1 C8_1 122.8(2) . . ?
C4_1 C3_1 N1_1 119.4(2) . . ?
C8_1 C3_1 N1_1 117.8(2) . . ?
C3_1 C4_1 C5_1 117.5(2) . . ?
C3_1 C4_1 C9_1 122.2(2) . . ?
C5_1 C4_1 C9_1 120.3(2) . . ?
C6_1 C5_1 C4_1 121.7(2) . . ?
C6_1 C5_1 H5_1 119.2 . . ?
C4_1 C5_1 H5_1 119.2 . . ?
C5_1 C6_1 C7_1 118.9(3) . . ?
C5_1 C6_1 C10_1 120.4(3) . . ?
C7_1 C6_1 C10_1 120.7(3) . . ?
C8_1 C7_1 C6_1 121.8(2) . . ?
C8_1 C7_1 H7_1 119.1 . . ?
C6_1 C7_1 H7_1 119.1 . . ?
C7_1 C8_1 C3_1 117.4(2) . . ?
C7_1 C8_1 C11_1 120.7(2) . . ?
C3_1 C8_1 C11_1 121.8(2) . . ?
C4_1 C9_1 H9A_1 109.5 . . ?
C4_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C4_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C6_1 C10_1 H10A_1 109.5 . . ?
C6_1 C10_1 H10B_1 109.5 . . ?
H10A_1 C10_1 H10B_1 109.5 . . ?
C6_1 C10_1 H10C_1 109.5 . . ?
H10A_1 C10_1 H10C_1 109.5 . . ?
H10B_1 C10_1 H10C_1 109.5 . . ?
C8_1 C11_1 H11A_1 109.5 . . ?
C8_1 C11_1 H11B_1 109.5 . . ?
H11A_1 C11_1 H11B_1 109.5 . . ?
C8_1 C11_1 H11C_1 109.5 . . ?
H11A_1 C11_1 H11C_1 109.5 . . ?
H11B_1 C11_1 H11C_1 109.5 . . ?
N1_1 C1_1 N1_1 104.4(3) . 4_565 ?
N1_1 C1_1 Al1_2 127.71(14) . . ?
N1_1 C1_1 Al1_2 127.71(14) 4_565 . ?
C1_3 Al1_2 C1_3 90.23(15) . 4_565 ?
C1_3 Al1_2 C1_1 115.50(9) . . ?
C1_3 Al1_2 C1_1 115.50(9) 4_565 . ?
C1_3 Al1_2 Br1_2 117.07(8) . . ?
C1_3 Al1_2 Br1_2 117.07(8) 4_565 . ?
C1_1 Al1_2 Br1_2 102.25(10) . . ?
C12_3 C1_3 C2_3 117.9(2) . . ?
C12_3 C1_3 Al1_2 134.34(19) . . ?
C2_3 C1_3 Al1_2 107.67(18) . . ?
C9_3 C2_3 C1_3 120.1(2) . . ?
C9_3 C2_3 C2_3 122.77(16) . 4_565 ?
C1_3 C2_3 C2_3 116.97(15) . 4_565 ?
C10_3 C9_3 C2_3 120.1(3) . . ?
C10_3 C9_3 H9_3 120.0 . . ?
C2_3 C9_3 H9_3 120.0 . . ?
C11_3 C10_3 C9_3 120.7(2) . . ?
C11_3 C10_3 H10_3 119.7 . . ?
C9_3 C10_3 H10_3 119.7 . . ?
C10_3 C11_3 C12_3 119.3(3) . . ?
C10_3 C11_3 H11_3 120.3 . . ?
C12_3 C11_3 H11_3 120.3 . . ?
C1_3 C12_3 C11_3 121.9(2) . . ?
C1_3 C12_3 H12_3 119.0 . . ?
C11_3 C12_3 H12_3 119.0 . . ?
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
N1_1 C1_1 1.353(3) . ?
N1_1 C2_1 1.387(3) . ?
N1_1 C3_1 1.448(3) . ?
C2_1 C2_1 1.335(6) 4_565 ?
C2_1 H2_1 0.9500 . ?
C3_1 C4_1 1.394(4) . ?
C3_1 C8_1 1.398(3) . ?
C4_1 C5_1 1.394(4) . ?
C4_1 C9_1 1.507(4) . ?
C5_1 C6_1 1.389(4) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.394(4) . ?
C6_1 C10_1 1.508(4) . ?
C7_1 C8_1 1.389(4) . ?
C7_1 H7_1 0.9500 . ?
C8_1 C11_1 1.505(4) . ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C10_1 H10A_1 0.9800 . ?
C10_1 H10B_1 0.9800 . ?
C10_1 H10C_1 0.9800 . ?
C11_1 H11A_1 0.9800 . ?
C11_1 H11B_1 0.9800 . ?
C11_1 H11C_1 0.9800 . ?
C1_1 Al1_2 2.036(3) . ?
Al1_2 C1_3 1.971(3) . ?
Al1_2 C1_3 1.971(3) 4_565 ?
Al1_2 Br1_2 2.4387(13) . ?
C1_3 C12_3 1.390(4) . ?
C1_3 C2_3 1.420(3) . ?
C2_3 C9_3 1.399(4) . ?
C2_3 C2_3 1.505(5) 4_565 ?
C9_3 C10_3 1.388(4) . ?
C9_3 H9_3 0.9500 . ?
C10_3 C11_3 1.381(4) . ?
C10_3 H10_3 0.9500 . ?
C11_3 C12_3 1.395(4) . ?
C11_3 H11_3 0.9500 . ?
C12_3 H12_3 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
C1_1 N1_1 C2_1 C2_1 0.1(2) . . . 4_565 ?
C3_1 N1_1 C2_1 C2_1 -174.11(17) . . . 4_565 ?
C1_1 N1_1 C3_1 C4_1 98.2(3) . . . . ?
C2_1 N1_1 C3_1 C4_1 -88.5(3) . . . . ?
C1_1 N1_1 C3_1 C8_1 -84.1(3) . . . . ?
C2_1 N1_1 C3_1 C8_1 89.3(3) . . . . ?
C8_1 C3_1 C4_1 C5_1 1.1(3) . . . . ?
N1_1 C3_1 C4_1 C5_1 178.7(2) . . . . ?
C8_1 C3_1 C4_1 C9_1 -179.3(2) . . . . ?
N1_1 C3_1 C4_1 C9_1 -1.7(3) . . . . ?
C3_1 C4_1 C5_1 C6_1 0.1(4) . . . . ?
C9_1 C4_1 C5_1 C6_1 -179.6(2) . . . . ?
C4_1 C5_1 C6_1 C7_1 -1.3(4) . . . . ?
C4_1 C5_1 C6_1 C10_1 176.5(2) . . . . ?
C5_1 C6_1 C7_1 C8_1 1.6(4) . . . . ?
C10_1 C6_1 C7_1 C8_1 -176.3(2) . . . . ?
C6_1 C7_1 C8_1 C3_1 -0.5(3) . . . . ?
C6_1 C7_1 C8_1 C11_1 176.9(2) . . . . ?
C4_1 C3_1 C8_1 C7_1 -0.8(3) . . . . ?
N1_1 C3_1 C8_1 C7_1 -178.5(2) . . . . ?
C4_1 C3_1 C8_1 C11_1 -178.2(2) . . . . ?
N1_1 C3_1 C8_1 C11_1 4.1(3) . . . . ?
C2_1 N1_1 C1_1 N1_1 -0.1(3) . . . 4_565 ?
C3_1 N1_1 C1_1 N1_1 173.91(15) . . . 4_565 ?
C2_1 N1_1 C1_1 Al1_2 174.8(2) . . . . ?
C3_1 N1_1 C1_1 Al1_2 -11.1(4) . . . . ?
C12_3 C1_3 C2_3 C9_3 -2.4(3) . . . . ?
Al1_2 C1_3 C2_3 C9_3 -179.83(18) . . . . ?
C12_3 C1_3 C2_3 C2_3 172.54(15) . . . 4_565 ?
Al1_2 C1_3 C2_3 C2_3 -4.86(16) . . . 4_565 ?
C1_3 C2_3 C9_3 C10_3 2.4(4) . . . . ?
C2_3 C2_3 C9_3 C10_3 -172.26(18) 4_565 . . . ?
C2_3 C9_3 C10_3 C11_3 -0.8(4) . . . . ?
C9_3 C10_3 C11_3 C12_3 -0.7(4) . . . . ?
C2_3 C1_3 C12_3 C11_3 0.9(3) . . . . ?
Al1_2 C1_3 C12_3 C11_3 177.48(18) . . . . ?
C10_3 C11_3 C12_3 C1_3 0.6(4) . . . . ?
