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#$Date: 2024-04-05 02:25:05 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290932 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/54/7715401.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_7715401
loop_
_publ_author_name
'Werner, Luis'
'Hagn, Julika'
'Gerstner, Alexander'
'Radius, Udo'
_publ_section_title
;
 NHC-ligated indenyl- and fluorenyl-substituted Alanes and Gallanes:
 synthons towards indenyl- and fluorenyl-bridged
 (AlC)ₙ-heterocycles (n = 2,3).
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5932
_journal_page_last               5946
_journal_paper_doi               10.1039/d4dt00244j
_journal_volume                  53
_journal_year                    2024
_chemical_absolute_configuration unknown
_chemical_formula_moiety         'C20 H23 Al N2'
_chemical_formula_sum            'C20 H23 Al N2'
_chemical_formula_weight         318.38
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-01-25 deposited with the CCDC.	2024-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4966(2)
_cell_length_b                   13.6726(3)
_cell_length_c                   15.2417(3)
_cell_measurement_reflns_used    5851
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.6960
_cell_measurement_theta_min      4.3800
_cell_volume                     1770.64(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10475
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        72.000
_diffrn_reflns_theta_max         77.485
_diffrn_reflns_theta_min         4.344
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.989
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.73a (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            colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1247 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3464
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0358
_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/[σ²(Fo²)+(0.0426P)²+0.4172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0927
_reflns_Friedel_coverage         0.643
_reflns_Friedel_fraction_full    0.895
_reflns_Friedel_fraction_max     0.842
_reflns_number_gt                3263
_reflns_number_total             3464
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt00244j2.cif
_cod_data_source_block           compound_6
_cod_depositor_comments
'Adding full bibliography for 7715387--7715402.cif.'
_cod_database_code               7715401
_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   0.769
_shelx_estimated_absorpt_t_max   0.916
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
Al01 Al 0.29518(9) 0.55374(5) 0.19502(4) 0.02676(18) Uani 1 1 d . . . . .
N002 N 0.4148(2) 0.51099(14) 0.37988(12) 0.0207(4) Uani 1 1 d . . . . .
N003 N 0.6068(2) 0.51086(14) 0.28948(12) 0.0212(4) Uani 1 1 d . . . . .
C004 C 0.4501(3) 0.52480(16) 0.29427(14) 0.0213(4) Uani 1 1 d . . . . .
C005 C 0.6701(3) 0.48853(16) 0.37107(14) 0.0218(5) Uani 1 1 d . . . . .
C006 C 0.5476(3) 0.48831(16) 0.42837(14) 0.0213(4) Uani 1 1 d . . . . .
C007 C 0.5329(3) 0.76655(18) 0.23810(17) 0.0296(5) Uani 1 1 d . . . . .
C008 C 0.2588(3) 0.52164(19) 0.41862(15) 0.0273(5) Uani 1 1 d . . . . .
H00A H 0.234808 0.463879 0.454250 0.041 Uiso 1 1 calc R U . . .
H00B H 0.180320 0.528083 0.371881 0.041 Uiso 1 1 calc R U . . .
H00C H 0.256581 0.580129 0.455769 0.041 Uiso 1 1 calc R U . . .
C009 C 0.2961(3) 0.70337(18) 0.18121(14) 0.0283(5) Uani 1 1 d . . . . .
H009 H 0.219015 0.727991 0.136854 0.034 Uiso 1 1 calc R U . . .
C00A C 0.7012(3) 0.51939(17) 0.20992(14) 0.0259(5) Uani 1 1 d . . . . .
H00D H 0.770002 0.462181 0.204590 0.039 Uiso 1 1 calc R U . . .
H00E H 0.765400 0.578822 0.212948 0.039 Uiso 1 1 calc R U . . .
H00F H 0.631520 0.522879 0.158763 0.039 Uiso 1 1 calc R U . . .
C00B C 0.4612(3) 0.73005(18) 0.16158(16) 0.0293(5) Uani 1 1 d . . . . .
C00C C 0.2691(3) 0.74194(17) 0.27075(15) 0.0288(5) Uani 1 1 d . . . . .
C00D C 0.5411(3) 0.46608(19) 0.52391(14) 0.0280(5) Uani 1 1 d . . . . .
H00G H 0.648127 0.455958 0.546167 0.042 Uiso 1 1 calc R U . . .
H00H H 0.478801 0.406712 0.533400 0.042 Uiso 1 1 calc R U . . .
H00I H 0.492279 0.520933 0.555067 0.042 Uiso 1 1 calc R U . . .
C00E C 0.4137(3) 0.77402(17) 0.30663(17) 0.0302(5) Uani 1 1 d . . . . .
C00F C 0.1312(3) 0.7464(2) 0.32044(17) 0.0334(6) Uani 1 1 d . . . . .
H00J H 0.033528 0.725985 0.296271 0.040 Uiso 1 1 calc R U . . .
C00G C 0.6936(4) 0.79147(18) 0.23811(19) 0.0365(6) Uani 1 1 d . . . . .
H00K H 0.742815 0.815050 0.289917 0.044 Uiso 1 1 calc R U . . .
C00H C 0.7781(3) 0.7810(2) 0.1615(2) 0.0400(7) Uani 1 1 d . . . . .
H00L H 0.886542 0.797983 0.160523 0.048 Uiso 1 1 calc R U . . .
C00I C 0.5494(3) 0.7194(2) 0.08481(17) 0.0340(6) Uani 1 1 d . . . . .
H00M H 0.502020 0.694456 0.032998 0.041 Uiso 1 1 calc R U . . .
C00J C 0.7063(4) 0.7457(2) 0.08517(19) 0.0385(6) Uani 1 1 d . . . . .
H00N H 0.766360 0.739789 0.032864 0.046 Uiso 1 1 calc R U . . .
C00K C 0.8408(3) 0.4699(2) 0.38414(17) 0.0334(6) Uani 1 1 d . . . . .
H00O H 0.862068 0.460511 0.446764 0.050 Uiso 1 1 calc R U . . .
H00P H 0.901328 0.525940 0.362500 0.050 Uiso 1 1 calc R U . . .
H00Q H 0.871491 0.410992 0.351772 0.050 Uiso 1 1 calc R U . . .
C00L C 0.1398(4) 0.7813(2) 0.40621(19) 0.0390(7) Uani 1 1 d . . . . .
H00R H 0.046612 0.786531 0.440310 0.047 Uiso 1 1 calc R U . . .
C00M C 0.4213(4) 0.80559(19) 0.39351(18) 0.0368(6) Uani 1 1 d . . . . .
H00S H 0.518998 0.824673 0.418554 0.044 Uiso 1 1 calc R U . . .
C00N C 0.2848(4) 0.80872(19) 0.44266(17) 0.0405(7) Uani 1 1 d . . . . .
H00T H 0.289214 0.829765 0.502007 0.049 Uiso 1 1 calc R U . . .
H13 H 0.121(4) 0.518(2) 0.229(2) 0.045(9) Uiso 1 1 d . . . . .
H19 H 0.357(4) 0.509(3) 0.111(2) 0.052(10) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 '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
C004 Al01 C009 105.40(10) . . ?
C004 Al01 H13 106.8(11) . . ?
C009 Al01 H13 109.6(11) . . ?
C004 Al01 H19 108.9(14) . . ?
C009 Al01 H19 108.4(13) . . ?
H13 Al01 H19 117.1(18) . . ?
C004 N002 C006 111.44(19) . . ?
C004 N002 C008 125.36(19) . . ?
C006 N002 C008 123.17(18) . . ?
C004 N003 C005 111.45(18) . . ?
C004 N003 C00A 125.26(19) . . ?
C005 N003 C00A 123.28(19) . . ?
N003 C004 N002 104.61(19) . . ?
N003 C004 Al01 128.60(16) . . ?
N002 C004 Al01 126.73(17) . . ?
C006 C005 N003 106.20(19) . . ?
C006 C005 C00K 131.4(2) . . ?
N003 C005 C00K 122.4(2) . . ?
C005 C006 N002 106.31(19) . . ?
C005 C006 C00D 131.1(2) . . ?
N002 C006 C00D 122.6(2) . . ?
C00G C007 C00B 120.4(2) . . ?
C00G C007 C00E 131.0(3) . . ?
C00B C007 C00E 108.5(2) . . ?
N002 C008 H00A 109.5 . . ?
N002 C008 H00B 109.5 . . ?
H00A C008 H00B 109.5 . . ?
N002 C008 H00C 109.5 . . ?
H00A C008 H00C 109.5 . . ?
H00B C008 H00C 109.5 . . ?
C00B C009 C00C 104.2(2) . . ?
C00B C009 Al01 105.65(17) . . ?
C00C C009 Al01 105.03(15) . . ?
C00B C009 H009 113.7 . . ?
C00C C009 H009 113.7 . . ?
Al01 C009 H009 113.7 . . ?
N003 C00A H00D 109.5 . . ?
N003 C00A H00E 109.5 . . ?
H00D C00A H00E 109.5 . . ?
N003 C00A H00F 109.5 . . ?
H00D C00A H00F 109.5 . . ?
H00E C00A H00F 109.5 . . ?
C00I C00B C007 119.9(3) . . ?
C00I C00B C009 130.7(2) . . ?
C007 C00B C009 109.3(2) . . ?
C00F C00C C00E 120.4(2) . . ?
C00F C00C C009 130.2(2) . . ?
C00E C00C C009 109.4(2) . . ?
C006 C00D H00G 109.5 . . ?
C006 C00D H00H 109.5 . . ?
H00G C00D H00H 109.5 . . ?
C006 C00D H00I 109.5 . . ?
H00G C00D H00I 109.5 . . ?
H00H C00D H00I 109.5 . . ?
C00M C00E C00C 120.2(3) . . ?
C00M C00E C007 132.0(3) . . ?
C00C C00E C007 107.7(2) . . ?
C00L C00F C00C 118.7(3) . . ?
C00L C00F H00J 120.7 . . ?
C00C C00F H00J 120.7 . . ?
C00H C00G C007 118.7(3) . . ?
C00H C00G H00K 120.6 . . ?
C007 C00G H00K 120.6 . . ?
C00G C00H C00J 120.8(3) . . ?
C00G C00H H00L 119.6 . . ?
C00J C00H H00L 119.6 . . ?
C00J C00I C00B 119.2(3) . . ?
C00J C00I H00M 120.4 . . ?
C00B C00I H00M 120.4 . . ?
C00I C00J C00H 120.9(3) . . ?
C00I C00J H00N 119.5 . . ?
C00H C00J H00N 119.5 . . ?
C005 C00K H00O 109.5 . . ?
C005 C00K H00P 109.5 . . ?
H00O C00K H00P 109.5 . . ?
C005 C00K H00Q 109.5 . . ?
H00O C00K H00Q 109.5 . . ?
H00P C00K H00Q 109.5 . . ?
C00F C00L C00N 120.6(3) . . ?
C00F C00L H00R 119.7 . . ?
C00N C00L H00R 119.7 . . ?
C00N C00M C00E 119.1(3) . . ?
C00N C00M H00S 120.5 . . ?
C00E C00M H00S 120.5 . . ?
C00M C00N C00L 121.0(3) . . ?
C00M C00N H00T 119.5 . . ?
C00L C00N H00T 119.5 . . ?
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
Al01 C004 2.044(2) . ?
Al01 C009 2.057(3) . ?
Al01 H13 1.64(4) . ?
Al01 H19 1.51(3) . ?
N002 C004 1.352(3) . ?
N002 C006 1.384(3) . ?
N002 C008 1.458(3) . ?
N003 C004 1.346(3) . ?
N003 C005 1.389(3) . ?
N003 C00A 1.459(3) . ?
C005 C006 1.359(3) . ?
C005 C00K 1.485(3) . ?
C006 C00D 1.489(3) . ?
C007 C00G 1.407(4) . ?
C007 C00B 1.407(4) . ?
C007 C00E 1.458(4) . ?
C008 H00A 0.9800 . ?
C008 H00B 0.9800 . ?
C008 H00C 0.9800 . ?
C009 C00B 1.480(4) . ?
C009 C00C 1.481(3) . ?
C009 H009 1.0000 . ?
C00A H00D 0.9800 . ?
C00A H00E 0.9800 . ?
C00A H00F 0.9800 . ?
C00B C00I 1.397(4) . ?
C00C C00F 1.396(4) . ?
C00C C00E 1.415(4) . ?
C00D H00G 0.9800 . ?
C00D H00H 0.9800 . ?
C00D H00I 0.9800 . ?
C00E C00M 1.394(4) . ?
C00F C00L 1.394(4) . ?
C00F H00J 0.9500 . ?
C00G C00H 1.378(4) . ?
C00G H00K 0.9500 . ?
C00H C00J 1.400(4) . ?
C00H H00L 0.9500 . ?
C00I C00J 1.381(4) . ?
C00I H00M 0.9500 . ?
C00J H00N 0.9500 . ?
C00K H00O 0.9800 . ?
C00K H00P 0.9800 . ?
C00K H00Q 0.9800 . ?
C00L C00N 1.403(5) . ?
C00L H00R 0.9500 . ?
C00M C00N 1.381(5) . ?
C00M H00S 0.9500 . ?
C00N H00T 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
C005 N003 C004 N002 0.0(2) . . . . ?
C00A N003 C004 N002 -179.0(2) . . . . ?
C005 N003 C004 Al01 -177.31(16) . . . . ?
C00A N003 C004 Al01 3.7(3) . . . . ?
C006 N002 C004 N003 -0.2(2) . . . . ?
C008 N002 C004 N003 177.7(2) . . . . ?
C006 N002 C004 Al01 177.15(16) . . . . ?
C008 N002 C004 Al01 -5.0(3) . . . . ?
C004 N003 C005 C006 0.2(3) . . . . ?
C00A N003 C005 C006 179.2(2) . . . . ?
C004 N003 C005 C00K -179.9(2) . . . . ?
C00A N003 C005 C00K -0.9(3) . . . . ?
N003 C005 C006 N002 -0.3(2) . . . . ?
C00K C005 C006 N002 179.8(2) . . . . ?
N003 C005 C006 C00D 177.6(2) . . . . ?
C00K C005 C006 C00D -2.3(5) . . . . ?
C004 N002 C006 C005 0.4(3) . . . . ?
C008 N002 C006 C005 -177.6(2) . . . . ?
C004 N002 C006 C00D -177.8(2) . . . . ?
C008 N002 C006 C00D 4.2(3) . . . . ?
C00G C007 C00B C00I -0.7(4) . . . . ?
C00E C007 C00B C00I 177.6(2) . . . . ?
C00G C007 C00B C009 176.0(2) . . . . ?
C00E C007 C00B C009 -5.7(3) . . . . ?
C00C C009 C00B C00I -174.8(3) . . . . ?
Al01 C009 C00B C00I 74.8(3) . . . . ?
C00C C009 C00B C007 8.9(3) . . . . ?
Al01 C009 C00B C007 -101.47(19) . . . . ?
C00B C009 C00C C00F 173.5(2) . . . . ?
Al01 C009 C00C C00F -75.6(3) . . . . ?
C00B C009 C00C C00E -9.1(3) . . . . ?
Al01 C009 C00C C00E 101.81(19) . . . . ?
C00F C00C C00E C00M 3.4(4) . . . . ?
C009 C00C C00E C00M -174.4(2) . . . . ?
C00F C00C C00E C007 -176.3(2) . . . . ?
C009 C00C C00E C007 5.9(3) . . . . ?
C00G C007 C00E C00M -1.8(5) . . . . ?
C00B C007 C00E C00M -179.8(3) . . . . ?
C00G C007 C00E C00C 177.9(3) . . . . ?
C00B C007 C00E C00C -0.2(3) . . . . ?
C00E C00C C00F C00L -1.1(4) . . . . ?
C009 C00C C00F C00L 176.1(2) . . . . ?
C00B C007 C00G C00H 1.1(4) . . . . ?
C00E C007 C00G C00H -176.7(2) . . . . ?
C007 C00G C00H C00J -0.4(4) . . . . ?
C007 C00B C00I C00J -0.4(4) . . . . ?
C009 C00B C00I C00J -176.4(2) . . . . ?
C00B C00I C00J C00H 1.1(4) . . . . ?
C00G C00H C00J C00I -0.7(4) . . . . ?
C00C C00F C00L C00N -1.8(4) . . . . ?
C00C C00E C00M C00N -2.6(4) . . . . ?
C007 C00E C00M C00N 177.0(2) . . . . ?
C00E C00M C00N C00L -0.4(4) . . . . ?
C00F C00L C00N C00M 2.6(4) . . . . ?
