#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:29:14 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178567 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/76/4067644.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_4067644
loop_
_publ_author_name
'Uhl, Werner'
'Hepp, Alexander'
'Westenberg, Hauke'
'Zemke, Sarina'
'Würthwein, Ernst-Ulrich'
'Hellmann, Johannes'
_publ_section_title
;
 Hydroalumination and Hydrogallation of
 1,2-Bis(trimethylsilylethynyl)benzene: Formation of Molecular Capsules
 and C−C Bond Activation
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1406
_journal_paper_doi               10.1021/om901058a
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C30 H46 Al2 Si2'
_chemical_formula_weight         516.81
_chemical_name_systematic
; 
 ? 
;
_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                95.7700(10)
_cell_angle_beta                 99.9540(10)
_cell_angle_gamma                118.9070(10)
_cell_formula_units_Z            1
_cell_length_a                   9.1789(7)
_cell_length_b                   9.3838(7)
_cell_length_c                   10.8102(13)
_cell_measurement_reflns_used    3167
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      30.132
_cell_measurement_theta_min      2.538
_cell_volume                     784.32(13)
_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 0.912
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9820
_diffrn_reflns_theta_full        31.96
_diffrn_reflns_theta_max         31.96
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_T_max  0.9945
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         4937
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0546P)²+0.1375P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                3862
_reflns_number_total             4937
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om901058a_si_001.cif
_cod_data_source_block           sad
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4067644
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
Al1 Al 0.11600(5) 0.55836(4) 0.11135(3) 0.01801(10) Uani 1 1 d .
C11 C 0.27321(17) 0.48279(16) 0.18469(13) 0.0254(3) Uani 1 1 d .
C111 C 0.2559(2) 0.3338(2) 0.09863(17) 0.0419(4) Uani 1 1 d .
H11A H 0.2741 0.3597 0.0170 0.050 Uiso 1 1 calc R
H11B H 0.1426 0.2393 0.0862 0.050 Uiso 1 1 calc R
H11C H 0.3399 0.3084 0.1385 0.050 Uiso 1 1 calc R
C112 C 0.4569(2) 0.6287(2) 0.2080(2) 0.0571(6) Uani 1 1 d .
H11D H 0.5366 0.5969 0.2453 0.069 Uiso 1 1 calc R
H11E H 0.4718 0.7222 0.2656 0.069 Uiso 1 1 calc R
H11F H 0.4776 0.6587 0.1278 0.069 Uiso 1 1 calc R
C113 C 0.2411(3) 0.4378(3) 0.31318(19) 0.0600(6) Uani 1 1 d .
H11G H 0.3190 0.4036 0.3500 0.072 Uiso 1 1 calc R
H11H H 0.1247 0.3482 0.2996 0.072 Uiso 1 1 calc R
H11I H 0.2593 0.5331 0.3706 0.072 Uiso 1 1 calc R
Si1 Si 0.12132(5) 0.86852(4) 0.33462(3) 0.02457(10) Uani 1 1 d .
C121 C 0.3265(2) 1.06949(19) 0.40918(15) 0.0379(4) Uani 1 1 d .
H12A H 0.4186 1.0480 0.4330 0.045 Uiso 1 1 calc R
H12B H 0.3150 1.1230 0.4843 0.045 Uiso 1 1 calc R
H12C H 0.3513 1.1408 0.3486 0.045 Uiso 1 1 calc R
C122 C -0.0552(2) 0.9155(2) 0.29766(17) 0.0421(4) Uani 1 1 d .
H12D H -0.0281 0.9947 0.2432 0.050 Uiso 1 1 calc R
H12E H -0.0673 0.9610 0.3762 0.050 Uiso 1 1 calc R
H12F H -0.1611 0.8148 0.2546 0.050 Uiso 1 1 calc R
C123 C 0.0829(3) 0.7314(2) 0.45325(17) 0.0548(5) Uani 1 1 d .
H12G H -0.0302 0.6347 0.4229 0.066 Uiso 1 1 calc R
H12H H 0.0924 0.7914 0.5344 0.066 Uiso 1 1 calc R
H12I H 0.1669 0.6976 0.4636 0.066 Uiso 1 1 calc R
C1 C 0.13820(16) 0.77251(15) 0.18213(12) 0.0215(2) Uani 1 1 d .
C2 C 0.17719(17) 0.86475(15) 0.09150(12) 0.0236(3) Uani 1 1 d .
H2 H 0.1870 0.9720 0.1061 0.028 Uiso 1 1 calc R
C3 C 0.20518(16) 0.80592(15) -0.02909(12) 0.0209(2) Uani 1 1 d .
C4 C 0.14868(16) 0.63312(15) -0.06529(12) 0.0201(2) Uani 1 1 d .
C5 C 0.20979(16) 0.58847(16) -0.16435(12) 0.0244(3) Uani 1 1 d .
H5 H 0.1817 0.4749 -0.1870 0.029 Uiso 1 1 calc R
C6 C 0.30936(18) 0.70300(18) -0.23057(13) 0.0303(3) Uani 1 1 d .
H6 H 0.3485 0.6683 -0.2979 0.036 Uiso 1 1 calc R
C7 C 0.35161(18) 0.86724(18) -0.19881(14) 0.0324(3) Uani 1 1 d .
H7 H 0.4161 0.9457 -0.2467 0.039 Uiso 1 1 calc R
C8 C 0.30113(17) 0.91907(16) -0.09796(13) 0.0278(3) Uani 1 1 d .
H8 H 0.3326 1.0336 -0.0755 0.033 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'
Si Si 0.0817 0.0704 '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
C1 Al1 C11 123.86(6) . .
C1 Al1 C4 89.88(5) . .
C11 Al1 C4 114.22(5) . .
C1 Al1 C4 108.98(5) . 2_565
C11 Al1 C4 112.83(5) . 2_565
C4 Al1 C4 103.28(4) . 2_565
C1 Al1 Al1 105.15(4) . 2_565
C11 Al1 Al1 130.03(5) . 2_565
C4 Al1 Al1 51.91(4) . 2_565
C4 Al1 Al1 51.37(3) 2_565 2_565
C111 C11 C112 108.34(14) . .
C111 C11 C113 108.54(13) . .
C112 C11 C113 108.96(16) . .
C111 C11 Al1 114.37(10) . .
C112 C11 Al1 107.30(10) . .
C113 C11 Al1 109.22(10) . .
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 . .
C123 Si1 C1 111.94(7) . .
C123 Si1 C122 110.44(10) . .
C1 Si1 C122 109.16(7) . .
C123 Si1 C121 107.92(9) . .
C1 Si1 C121 109.39(7) . .
C122 Si1 C121 107.89(8) . .
Si1 C121 H12A 109.5 . .
Si1 C121 H12B 109.5 . .
H12A C121 H12B 109.5 . .
Si1 C121 H12C 109.5 . .
H12A C121 H12C 109.5 . .
H12B C121 H12C 109.5 . .
Si1 C122 H12D 109.5 . .
Si1 C122 H12E 109.5 . .
H12D C122 H12E 109.5 . .
Si1 C122 H12F 109.5 . .
H12D C122 H12F 109.5 . .
H12E C122 H12F 109.5 . .
Si1 C123 H12G 109.5 . .
Si1 C123 H12H 109.5 . .
H12G C123 H12H 109.5 . .
Si1 C123 H12I 109.5 . .
H12G C123 H12I 109.5 . .
H12H C123 H12I 109.5 . .
C2 C1 Si1 117.50(9) . .
C2 C1 Al1 106.25(9) . .
Si1 C1 Al1 136.24(7) . .
C1 C2 C3 122.16(11) . .
C1 C2 H2 118.9 . .
C3 C2 H2 118.9 . .
C8 C3 C4 120.76(12) . .
C8 C3 C2 120.50(11) . .
C4 C3 C2 118.35(10) . .
C5 C4 C3 116.37(11) . .
C5 C4 Al1 132.76(9) . .
C3 C4 Al1 100.84(8) . .
C5 C4 Al1 103.41(8) . 2_565
C3 C4 Al1 122.81(9) . 2_565
Al1 C4 Al1 76.72(4) . 2_565
C6 C5 C4 122.32(12) . .
C6 C5 H5 118.8 . .
C4 C5 H5 118.8 . .
C7 C6 C5 119.61(13) . .
C7 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
C6 C7 C8 120.24(12) . .
C6 C7 H7 119.9 . .
C8 C7 H7 119.9 . .
C7 C8 C3 120.41(13) . .
C7 C8 H8 119.8 . .
C3 C8 H8 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 C1 1.9764(12) .
Al1 C11 1.9801(13) .
Al1 C4 2.1195(13) .
Al1 C4 2.1355(13) 2_565
Al1 Al1 2.6406(8) 2_565
C11 C111 1.522(2) .
C11 C112 1.527(2) .
C11 C113 1.528(2) .
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 .
Si1 C123 1.8637(17) .
Si1 C1 1.8648(13) .
Si1 C122 1.8659(16) .
Si1 C121 1.8678(16) .
C121 H12A 0.9599 .
C121 H12B 0.9599 .
C121 H12C 0.9599 .
C122 H12D 0.9599 .
C122 H12E 0.9599 .
C122 H12F 0.9599 .
C123 H12G 0.9599 .
C123 H12H 0.9599 .
C123 H12I 0.9599 .
C1 C2 1.3526(18) .
C2 C3 1.4759(17) .
C2 H2 0.9600 .
C3 C8 1.3924(17) .
C3 C4 1.4285(16) .
C4 C5 1.4077(17) .
C4 Al1 2.1355(13) 2_565
C5 C6 1.3906(18) .
C5 H5 0.9600 .
C6 C7 1.383(2) .
C6 H6 0.9600 .
C7 C8 1.388(2) .
C7 H7 0.9600 .
C8 H8 0.9600 .
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
C1 Al1 C11 C111 -167.32(10) . .
C4 Al1 C11 C111 -59.92(12) . .
C4 Al1 C11 C111 57.65(12) 2_565 .
Al1 Al1 C11 C111 -0.28(14) 2_565 .
C1 Al1 C11 C112 -47.14(14) . .
C4 Al1 C11 C112 60.27(13) . .
C4 Al1 C11 C112 177.84(12) 2_565 .
Al1 Al1 C11 C112 119.91(12) 2_565 .
C1 Al1 C11 C113 70.83(14) . .
C4 Al1 C11 C113 178.24(12) . .
C4 Al1 C11 C113 -64.19(13) 2_565 .
Al1 Al1 C11 C113 -122.12(12) 2_565 .
C123 Si1 C1 C2 -175.81(12) . .
C122 Si1 C1 C2 61.60(13) . .
C121 Si1 C1 C2 -56.25(13) . .
C123 Si1 C1 Al1 3.23(14) . .
C122 Si1 C1 Al1 -119.35(11) . .
C121 Si1 C1 Al1 122.80(11) . .
C11 Al1 C1 C2 114.37(10) . .
C4 Al1 C1 C2 -5.15(10) . .
C4 Al1 C1 C2 -109.17(9) 2_565 .
Al1 Al1 C1 C2 -55.38(10) 2_565 .
C11 Al1 C1 Si1 -64.75(12) . .
C4 Al1 C1 Si1 175.73(10) . .
C4 Al1 C1 Si1 71.71(11) 2_565 .
Al1 Al1 C1 Si1 125.50(9) 2_565 .
Si1 C1 C2 C3 175.85(9) . .
Al1 C1 C2 C3 -3.46(15) . .
C1 C2 C3 C8 -157.29(13) . .
C1 C2 C3 C4 15.68(19) . .
C8 C3 C4 C5 6.21(18) . .
C2 C3 C4 C5 -166.74(11) . .
C8 C3 C4 Al1 156.25(11) . .
C2 C3 C4 Al1 -16.70(13) . .
C8 C3 C4 Al1 -122.66(12) . 2_565
C2 C3 C4 Al1 64.39(14) . 2_565
C1 Al1 C4 C5 154.41(13) . .
C11 Al1 C4 C5 26.81(14) . .
C4 Al1 C4 C5 -96.10(13) 2_565 .
Al1 Al1 C4 C5 -96.10(13) 2_565 .
C1 Al1 C4 C3 11.95(8) . .
C11 Al1 C4 C3 -115.64(8) . .
C4 Al1 C4 C3 121.44(9) 2_565 .
Al1 Al1 C4 C3 121.44(9) 2_565 .
C1 Al1 C4 Al1 -109.49(5) . 2_565
C11 Al1 C4 Al1 122.92(5) . 2_565
C4 Al1 C4 Al1 0.0 2_565 2_565
C3 C4 C5 C6 -4.61(19) . .
Al1 C4 C5 C6 -142.70(12) . .
Al1 C4 C5 C6 133.11(12) 2_565 .
C4 C5 C6 C7 0.3(2) . .
C5 C6 C7 C8 2.7(2) . .
C6 C7 C8 C3 -1.0(2) . .
C4 C3 C8 C7 -3.6(2) . .
C2 C3 C8 C7 169.24(12) . .
