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#$Date: 2016-03-21 19:19:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178845 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/99/4109911.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_4109911
loop_
_publ_author_name
'Werner Uhl'
'Andrej Vinogradov'
'Stefan Grimme'
_publ_section_title
;
 C-H Bond Activation by Hyperconjugation with Al-C Bonds and by Chelating
 Coordination of the Hydride Ion
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11259
_journal_page_last               11264
_journal_paper_doi               10.1021/ja073657u
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C15 H30 Al2'
_chemical_formula_weight         264.35
_chemical_name_systematic
; 
 ? 
;
_chemical_temperature_decomposition 422
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.388(3)
_cell_angle_beta                 102.358(3)
_cell_angle_gamma                114.027(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3953(12)
_cell_length_b                   9.4464(14)
_cell_length_c                   12.6950(18)
_cell_measurement_reflns_used    'all measured'
_cell_measurement_temperature    153(2)
_cell_volume                     891.2(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10244
_diffrn_reflns_theta_full        30.08
_diffrn_reflns_theta_max         30.08
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    0.985
_exptl_crystal_description       fragment
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         5116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0612
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0833P)²+0.1094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1479
_refine_ls_wR_factor_ref         0.1592
_reflns_number_gt                3935
_reflns_number_total             5116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja073657usi20070606_041427.cif
_cod_data_source_block           sad_(2)
_cod_database_code               4109911
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
H1 H 0.194(2) 0.008(2) 0.3770(14) 0.034(5) Uiso 1 1 d .
Al1 Al 0.23422(7) 0.08983(6) 0.25177(4) 0.04094(17) Uani 1 1 d .
C01 C 0.1771(3) 0.2683(3) 0.2692(2) 0.0625(6) Uani 1 1 d .
H01A H 0.1489 0.3015 0.1995 0.075 Uiso 1 1 calc R
H01B H 0.2787 0.3525 0.3160 0.075 Uiso 1 1 calc R
H01C H 0.0755 0.2388 0.3006 0.075 Uiso 1 1 calc R
C02 C 0.0800(3) -0.0881(3) 0.14144(18) 0.0587(6) Uani 1 1 d .
H02A H -0.0437 -0.1095 0.1360 0.070 Uiso 1 1 calc R
H02B H 0.1001 -0.1779 0.1614 0.070 Uiso 1 1 calc R
H02C H 0.1077 -0.0644 0.0726 0.070 Uiso 1 1 calc R
Al2 Al 0.31694(6) -0.08367(6) 0.45494(4) 0.03226(15) Uani 1 1 d .
C03 C 0.1333(3) -0.2927(2) 0.45167(18) 0.0542(5) Uani 1 1 d .
H03A H 0.1859 -0.3527 0.4940 0.065 Uiso 1 1 calc R
H03B H 0.0831 -0.3421 0.3779 0.065 Uiso 1 1 calc R
H03C H 0.0400 -0.2866 0.4815 0.065 Uiso 1 1 calc R
C1 C 0.6385(3) 0.3076(2) 0.25207(14) 0.0415(4) Uani 1 1 d .
H1A H 0.7570 0.3268 0.2932 0.050 Uiso 1 1 calc R
H1B H 0.6122 0.3916 0.2748 0.050 Uiso 1 1 calc R
C11 C 0.6391(3) 0.3101(2) 0.13110(15) 0.0439(4) Uani 1 1 d .
C111 C 0.6844(3) 0.1808(3) 0.09313(18) 0.0624(6) Uani 1 1 d .
H11A H 0.5954 0.0815 0.1022 0.075 Uiso 1 1 calc R
H11B H 0.8005 0.1951 0.1354 0.075 Uiso 1 1 calc R
H11C H 0.6860 0.1837 0.0178 0.075 Uiso 1 1 calc R
C112 C 0.7832(4) 0.4674(3) 0.1193(2) 0.0752(8) Uani 1 1 d .
H11D H 0.7893 0.4710 0.0447 0.090 Uiso 1 1 calc R
H11E H 0.8975 0.4810 0.1639 0.090 Uiso 1 1 calc R
H11F H 0.7535 0.5494 0.1419 0.090 Uiso 1 1 calc R
C113 C 0.4573(3) 0.2897(3) 0.06230(19) 0.0663(7) Uani 1 1 d .
H11G H 0.4268 0.3695 0.0879 0.080 Uiso 1 1 calc R
H11H H 0.3674 0.1889 0.0677 0.080 Uiso 1 1 calc R
H11I H 0.4630 0.2977 -0.0122 0.080 Uiso 1 1 calc R
C2 C 0.5050(2) 0.15638(19) 0.27947(13) 0.0347(4) Uani 1 1 d .
C3 C 0.5362(2) 0.05540(18) 0.33425(12) 0.0308(3) Uani 1 1 d .
C4 C 0.5457(2) -0.05382(19) 0.39951(13) 0.0316(3) Uani 1 1 d .
C41 C 0.5758(3) -0.1921(2) 0.35166(15) 0.0419(4) Uani 1 1 d .
C411 C 0.5650(4) -0.3100(2) 0.43269(18) 0.0595(6) Uani 1 1 d .
H41A H 0.4481 -0.3508 0.4475 0.071 Uiso 1 1 calc R
H41B H 0.6551 -0.2595 0.4989 0.071 Uiso 1 1 calc R
H41C H 0.5850 -0.3938 0.4027 0.071 Uiso 1 1 calc R
C412 C 0.4345(4) -0.2733(3) 0.24631(17) 0.0645(7) Uani 1 1 d .
H41D H 0.4559 -0.3568 0.2172 0.077 Uiso 1 1 calc R
H41E H 0.4413 -0.1995 0.1948 0.077 Uiso 1 1 calc R
H41F H 0.3171 -0.3148 0.2604 0.077 Uiso 1 1 calc R
C413 C 0.7618(4) -0.1271(3) 0.3303(3) 0.0763(8) Uani 1 1 d .
H41G H 0.7836 -0.2109 0.3020 0.092 Uiso 1 1 calc R
H41H H 0.8503 -0.0754 0.3969 0.092 Uiso 1 1 calc R
H41I H 0.7693 -0.0538 0.2784 0.092 Uiso 1 1 calc R
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'
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
C02 Al1 C01 121.33(11) . .
C02 Al1 C2 116.73(9) . .
C01 Al1 C2 111.80(9) . .
C02 Al1 H1 102.3(6) . .
C01 Al1 H1 99.4(5) . .
C2 Al1 H1 100.3(5) . .
Al1 C01 H01A 109.5 . .
Al1 C01 H01B 109.5 . .
H01A C01 H01B 109.5 . .
Al1 C01 H01C 109.5 . .
H01A C01 H01C 109.5 . .
H01B C01 H01C 109.5 . .
Al1 C02 H02A 109.5 . .
Al1 C02 H02B 109.5 . .
H02A C02 H02B 109.5 . .
Al1 C02 H02C 109.5 . .
H02A C02 H02C 109.5 . .
H02B C02 H02C 109.5 . .
C03 Al2 C4 119.71(8) . 2_656
C03 Al2 C4 119.65(9) . .
C4 Al2 C4 95.92(6) 2_656 .
C03 Al2 Al2 137.67(7) . 2_656
C4 Al2 Al2 48.79(5) 2_656 2_656
C4 Al2 Al2 47.13(5) . 2_656
C03 Al2 H1 102.5(6) . .
C4 Al2 H1 107.8(6) 2_656 .
C4 Al2 H1 111.0(6) . .
Al2 Al2 H1 119.8(6) 2_656 .
Al2 C03 H03A 109.5 . .
Al2 C03 H03B 109.5 . .
H03A C03 H03B 109.5 . .
Al2 C03 H03C 109.5 . .
H03A C03 H03C 109.5 . .
H03B C03 H03C 109.5 . .
C2 C1 C11 114.88(15) . .
C2 C1 H1A 108.5 . .
C11 C1 H1A 108.5 . .
C2 C1 H1B 108.5 . .
C11 C1 H1B 108.5 . .
H1A C1 H1B 107.5 . .
C111 C11 C113 109.45(19) . .
C111 C11 C112 109.30(19) . .
C113 C11 C112 109.56(18) . .
C111 C11 C1 109.90(15) . .
C113 C11 C1 110.94(17) . .
C112 C11 C1 107.65(17) . .
C11 C111 H11A 109.5 . .
C11 C111 H11B 109.5 . .
H11A C111 H11B 109.5 . .
C11 C111 H11C 109.5 . .
H11A C111 H11C 109.5 . .
H11B C111 H11C 109.5 . .
C11 C112 H11D 109.5 . .
C11 C112 H11E 109.5 . .
H11D C112 H11E 109.5 . .
C11 C112 H11F 109.5 . .
H11D C112 H11F 109.5 . .
H11E C112 H11F 109.5 . .
C11 C113 H11G 109.5 . .
C11 C113 H11H 109.5 . .
H11G C113 H11H 109.5 . .
C11 C113 H11I 109.5 . .
H11G C113 H11I 109.5 . .
H11H C113 H11I 109.5 . .
C3 C2 C1 128.69(16) . .
C3 C2 Al1 105.51(12) . .
C1 C2 Al1 125.32(12) . .
C2 C3 C4 170.30(17) . .
C3 C4 C41 117.89(14) . .
C3 C4 Al2 100.59(11) . 2_656
C41 C4 Al2 126.97(12) . 2_656
C3 C4 Al2 95.55(11) . .
C41 C4 Al2 123.47(12) . .
Al2 C4 Al2 84.08(6) 2_656 .
C413 C41 C412 109.8(2) . .
C413 C41 C411 108.85(19) . .
C412 C41 C411 109.20(18) . .
C413 C41 C4 108.32(16) . .
C412 C41 C4 110.38(16) . .
C411 C41 C4 110.22(15) . .
C41 C411 H41A 109.5 . .
C41 C411 H41B 109.5 . .
H41A C411 H41B 109.5 . .
C41 C411 H41C 109.5 . .
H41A C411 H41C 109.5 . .
H41B C411 H41C 109.5 . .
C41 C412 H41D 109.5 . .
C41 C412 H41E 109.5 . .
H41D C412 H41E 109.5 . .
C41 C412 H41F 109.5 . .
H41D C412 H41F 109.5 . .
H41E C412 H41F 109.5 . .
C41 C413 H41G 109.5 . .
C41 C413 H41H 109.5 . .
H41G C413 H41H 109.5 . .
C41 C413 H41I 109.5 . .
H41G C413 H41I 109.5 . .
H41H C413 H41I 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 C02 1.949(2) .
Al1 C01 1.951(2) .
Al1 C2 2.0420(18) .
Al1 H1 1.820(18) .
C01 H01A 0.9599 .
C01 H01B 0.9599 .
C01 H01C 0.9599 .
C02 H02A 0.9599 .
C02 H02B 0.9599 .
C02 H02C 0.9599 .
Al2 C03 1.941(2) .
Al2 C4 2.0452(17) 2_656
Al2 C4 2.0997(17) .
Al2 Al2 2.7759(10) 2_656
Al2 H1 1.774(17) .
C03 H03A 0.9599 .
C03 H03B 0.9599 .
C03 H03C 0.9599 .
C1 C2 1.518(2) .
C1 C11 1.538(3) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C11 C111 1.515(3) .
C11 C113 1.520(3) .
C11 C112 1.523(3) .
C111 H11A 0.9599 .
C111 H11B 0.9599 .
C111 H11C 0.9599 .
C112 H11D 0.9599 .
C112 H11E 0.9599 .
C112 H11F 0.9599 .
C113 H11G 0.9599 .
C113 H11H 0.9599 .
C113 H11I 0.9599 .
C2 C3 1.273(2) .
C3 C4 1.356(2) .
C4 C41 1.561(2) .
C4 Al2 2.0452(17) 2_656
C41 C413 1.516(3) .
C41 C412 1.521(3) .
C41 C411 1.523(3) .
C411 H41A 0.9599 .
C411 H41B 0.9599 .
C411 H41C 0.9599 .
C412 H41D 0.9599 .
C412 H41E 0.9599 .
C412 H41F 0.9599 .
C413 H41G 0.9599 .
C413 H41H 0.9599 .
C413 H41I 0.9599 .
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_4
C2 C1 C11 C111 -59.6(2) . .
C2 C1 C11 C113 61.6(2) . .
C2 C1 C11 C112 -178.50(18) . .
C11 C1 C2 C3 112.3(2) . .
C11 C1 C2 Al1 -76.8(2) . .
C02 Al1 C2 C3 -75.57(15) . .
C01 Al1 C2 C3 138.49(14) . .
C02 Al1 C2 C1 111.80(16) . .
C01 Al1 C2 C1 -34.13(18) . .
C1 C2 C3 C4 141.0(9) . .
Al1 C2 C3 C4 -31.3(10) . .
C2 C3 C4 C41 136.8(9) . .
C2 C3 C4 Al2 -80.9(10) . 2_656
C2 C3 C4 Al2 4.1(10) . .
C03 Al2 C4 C3 130.67(12) . .
C4 Al2 C4 C3 -100.11(11) 2_656 .
Al2 Al2 C4 C3 -100.11(11) 2_656 .
C03 Al2 C4 C41 1.80(17) . .
C4 Al2 C4 C41 131.02(15) 2_656 .
Al2 Al2 C4 C41 131.02(15) 2_656 .
C03 Al2 C4 Al2 -129.22(9) . 2_656
C4 Al2 C4 Al2 0.0 2_656 2_656
C3 C4 C41 C413 66.3(2) . .
Al2 C4 C41 C413 -64.8(2) 2_656 .
Al2 C4 C41 C413 -174.91(16) . .
C3 C4 C41 C412 -54.0(2) . .
Al2 C4 C41 C412 174.85(14) 2_656 .
Al2 C4 C41 C412 64.80(19) . .
C3 C4 C41 C411 -174.66(17) . .
Al2 C4 C41 C411 54.1(2) 2_656 .
Al2 C4 C41 C411 -55.9(2) . .
