#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:29:14 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178567 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/76/4067642.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_4067642
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            'C62 H94 Ga2 N2 Si6'
_chemical_formula_weight         1175.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           167
_symmetry_cell_setting           rhombohedral
_symmetry_space_group_name_Hall  '-R 3 2"c'
_symmetry_space_group_name_H-M   'R -3 c :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   14.9203(3)
_cell_length_b                   14.9203(3)
_cell_length_c                   52.633(3)
_cell_measurement_reflns_used    2867
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      22.7495
_cell_measurement_theta_min      2.208
_cell_volume                     10147.1(6)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0778
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       62
_diffrn_reflns_limit_l_min       -62
_diffrn_reflns_number            26115
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_T_max  0.9724
_exptl_absorpt_correction_T_min  0.9546
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             3756
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.063
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.188
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0672P)²+24.5845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1125
_reflns_number_gt                1606
_reflns_number_total             2007
_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 'Rhombohedral' changed to
'rhombohedral' 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      R-3c
_cod_database_code               4067642
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.6667 0.3333 0.027643(9) 0.01729(19) Uani 1 3 d S . .
C1 C 0.7215(2) 0.4819(2) 0.03851(5) 0.0192(6) Uani 1 1 d . . .
C2 C 0.6580(2) 0.4850(2) 0.05628(5) 0.0193(6) Uani 1 1 d . . .
H2 H 0.5998 0.4191 0.0607 0.023 Uiso 1 1 calc R . .
C3 C 0.6645(2) 0.5751(2) 0.06998(5) 0.0204(6) Uani 1 1 d . . .
C4 C 0.6599(2) 0.6545(2) 0.05712(6) 0.0277(7) Uani 1 1 d . . .
H4 H 0.6544 0.6523 0.0389 0.033 Uiso 1 1 calc R . .
C5 C 0.6629(3) 0.7362(3) 0.07021(6) 0.0350(8) Uani 1 1 d . . .
H5 H 0.6599 0.7904 0.0611 0.042 Uiso 1 1 calc R . .
Si1 Si 0.84939(6) 0.59942(6) 0.030967(15) 0.0226(2) Uani 1 1 d . . .
C11 C 0.9513(2) 0.5635(3) 0.02443(7) 0.0346(8) Uani 1 1 d . . .
H11A H 0.9748 0.5500 0.0402 0.042 Uiso 1 1 calc R . .
H11B H 1.0086 0.6195 0.0158 0.042 Uiso 1 1 calc R . .
H11C H 0.9227 0.5026 0.0140 0.042 Uiso 1 1 calc R . .
C12 C 0.9053(3) 0.6950(3) 0.05766(7) 0.0405(9) Uani 1 1 d . . .
H12A H 0.8689 0.7327 0.0590 0.049 Uiso 1 1 calc R . .
H12B H 0.9771 0.7423 0.0544 0.049 Uiso 1 1 calc R . .
H12C H 0.8984 0.6589 0.0733 0.049 Uiso 1 1 calc R . .
C13 C 0.8403(2) 0.6689(3) 0.00229(6) 0.0324(7) Uani 1 1 d . . .
H13A H 0.8151 0.6220 -0.0119 0.039 Uiso 1 1 calc R . .
H13B H 0.9076 0.7260 -0.0017 0.039 Uiso 1 1 calc R . .
H13C H 0.7937 0.6941 0.0057 0.039 Uiso 1 1 calc R . .
N1 N 0.6667 0.3333 -0.01325(8) 0.0226(9) Uani 1 3 d S . .
C111 C 0.6088(3) 0.2252(3) -0.02255(6) 0.0364(8) Uani 0.33 1 d P A 1
H11J H 0.5435 0.1909 -0.0139 0.044 Uiso 0.33 1 calc PR A 1
H11K H 0.6465 0.1914 -0.0176 0.044 Uiso 0.33 1 calc PR A 1
C112 C 0.5878(12) 0.2082(9) -0.0509(2) 0.052(3) Uani 0.33 1 d P A 1
H11D H 0.5424 0.2333 -0.0559 0.062 Uiso 0.33 1 calc PR A 1
H11E H 0.5557 0.1356 -0.0546 0.062 Uiso 0.33 1 calc PR A 1
H11F H 0.6518 0.2449 -0.0600 0.062 Uiso 0.33 1 calc PR A 1
C11A C 0.6088(3) 0.2252(3) -0.02255(6) 0.0364(8) Uani 0.67 1 d P A 2
H11G H 0.6000 0.2251 -0.0406 0.044 Uiso 0.67 1 calc PR A 2
H11H H 0.5422 0.1897 -0.0145 0.044 Uiso 0.67 1 calc PR A 2
H11I H 0.6468 0.1907 -0.0186 0.044 Uiso 0.67 1 calc PR A 2
CH1 C 1.0000 1.0000 0.0142(2) 0.0900(7) Uiso 1 3 d S . .
CH2 C 1.0411(10) 0.9733(11) 0.0316(3) 0.061(3) Uiso 0.33 1 d P . .
CH3 C 1.0000 1.0000 0.0607(2) 0.113(4) Uiso 1 3 d S . .
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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 Ga1 C1 112.35(7) 3_665 2_655
C1 Ga1 C1 112.35(7) 3_665 .
C1 Ga1 C1 112.35(7) 2_655 .
C1 Ga1 N1 106.41(8) 3_665 .
C1 Ga1 N1 106.41(8) 2_655 .
C1 Ga1 N1 106.41(8) . .
C2 C1 Si1 121.1(2) . .
C2 C1 Ga1 109.1(2) . .
Si1 C1 Ga1 128.95(15) . .
C1 C2 C3 129.7(3) . .
C1 C2 H2 115.1 . .
C3 C2 H2 115.1 . .
C4 C3 C3 119.08(17) . 18_654
C4 C3 C2 121.6(3) . .
C3 C3 C2 119.19(15) 18_654 .
C5 C4 C3 120.9(3) . .
C5 C4 H4 119.6 . .
C3 C4 H4 119.6 . .
C4 C5 C5 120.00(18) . 18_654
C4 C5 H5 120.0 . .
C5 C5 H5 120.0 18_654 .
C13 Si1 C12 108.11(16) . .
C13 Si1 C1 111.47(14) . .
C12 Si1 C1 114.19(14) . .
C13 Si1 C11 107.61(15) . .
C12 Si1 C11 103.81(16) . .
C1 Si1 C11 111.19(14) . .
Si1 C11 H11A 109.5 . .
Si1 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
Si1 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
Si1 C12 H12A 109.5 . .
Si1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
Si1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
Si1 C13 H13A 109.5 . .
Si1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
Si1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C11A N1 C111 0.0(4) 2_655 2_655
C11A N1 C111 109.7(2) 2_655 .
C111 N1 C111 109.7(2) 2_655 .
C11A N1 C11A 109.7(2) 2_655 3_665
C111 N1 C11A 109.7(2) 2_655 3_665
C111 N1 C11A 109.7(2) . 3_665
C11A N1 C111 109.7(2) 2_655 3_665
C111 N1 C111 109.7(2) 2_655 3_665
C111 N1 C111 109.7(2) . 3_665
C11A N1 C111 0.0(3) 3_665 3_665
C11A N1 Ga1 109.3(2) 2_655 .
C111 N1 Ga1 109.3(2) 2_655 .
C111 N1 Ga1 109.3(2) . .
C11A N1 Ga1 109.3(2) 3_665 .
C111 N1 Ga1 109.3(2) 3_665 .
N1 C111 C112 117.7(5) . .
N1 C111 H11J 107.9 . .
C112 C111 H11J 107.9 . .
N1 C111 H11K 107.9 . .
C112 C111 H11K 107.9 . .
H11J C111 H11K 107.2 . .
CH2 CH1 CH2 73.8(11) 3_675 2_765
CH2 CH1 CH2 73.8(11) 3_675 .
CH2 CH1 CH2 73.8(11) 2_765 .
CH2 CH1 CH1 136.1(7) 3_675 19_775
CH2 CH1 CH1 136.1(7) 2_765 19_775
CH2 CH1 CH1 136.1(7) . 19_775
CH1 CH2 CH2 53.1(6) . 3_675
CH1 CH2 CH2 53.1(6) . 2_765
CH2 CH2 CH2 60.000(1) 3_675 2_765
CH1 CH2 CH3 106.0(10) . .
CH2 CH2 CH3 64.3(4) 3_675 .
CH2 CH2 CH3 64.3(4) 2_765 .
CH2 CH3 CH2 51.4(8) 3_675 .
CH2 CH3 CH2 51.4(8) 3_675 2_765
CH2 CH3 CH2 51.4(8) . 2_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ga1 C1 2.023(3) 3_665
Ga1 C1 2.023(3) 2_655
Ga1 C1 2.023(3) .
Ga1 N1 2.152(4) .
C1 C2 1.349(4) .
C1 Si1 1.878(3) .
C2 C3 1.484(4) .
C2 H2 0.9600 .
C3 C4 1.397(4) .
C3 C3 1.406(6) 18_654
C4 C5 1.380(4) .
C4 H4 0.9600 .
C5 C5 1.385(6) 18_654
C5 H5 0.9600 .
Si1 C13 1.874(3) .
Si1 C12 1.874(3) .
Si1 C11 1.880(3) .
C11 H11A 0.9599 .
C11 H11B 0.9599 .
C11 H11C 0.9599 .
C12 H12A 0.9599 .
C12 H12B 0.9599 .
C12 H12C 0.9599 .
C13 H13A 0.9599 .
C13 H13B 0.9599 .
C13 H13C 0.9599 .
N1 C11A 1.482(4) 2_655
N1 C111 1.482(4) 2_655
N1 C111 1.482(4) .
N1 C11A 1.482(4) 3_665
N1 C111 1.482(4) 3_665
C111 C112 1.519(11) .
C111 H11J 0.9600 .
C111 H11K 0.9600 .
C112 H11D 0.9599 .
C112 H11E 0.9599 .
C112 H11F 0.9599 .
CH1 CH2 1.273(14) 3_675
CH1 CH2 1.273(14) 2_765
CH1 CH2 1.273(14) .
CH1 CH1 1.50(2) 19_775
CH2 CH2 1.53(2) 3_675
CH2 CH2 1.53(2) 2_765
CH2 CH3 1.764(16) .
CH3 CH2 1.764(16) 3_675
CH3 CH2 1.764(16) 2_765
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 Ga1 C1 C2 -112.40(14) 3_665 .
C1 Ga1 C1 C2 15.4(3) 2_655 .
N1 Ga1 C1 C2 131.52(18) . .
C1 Ga1 C1 Si1 57.5(3) 3_665 .
C1 Ga1 C1 Si1 -174.66(12) 2_655 .
N1 Ga1 C1 Si1 -58.59(18) . .
Si1 C1 C2 C3 9.4(4) . .
Ga1 C1 C2 C3 -179.8(2) . .
C1 C2 C3 C4 62.0(4) . .
C1 C2 C3 C3 -122.1(4) . 18_654
C3 C3 C4 C5 2.2(5) 18_654 .
C2 C3 C4 C5 178.1(3) . .
C3 C4 C5 C5 -0.2(6) . 18_654
C2 C1 Si1 C13 -97.5(3) . .
Ga1 C1 Si1 C13 93.7(2) . .
C2 C1 Si1 C12 25.4(3) . .
Ga1 C1 Si1 C12 -143.45(19) . .
C2 C1 Si1 C11 142.4(2) . .
Ga1 C1 Si1 C11 -26.4(2) . .
C1 Ga1 N1 C11A -49.11(17) 3_665 2_655
C1 Ga1 N1 C11A -169.11(17) 2_655 2_655
C1 Ga1 N1 C11A 70.89(17) . 2_655
C1 Ga1 N1 C111 -49.11(17) 3_665 2_655
C1 Ga1 N1 C111 -169.11(17) 2_655 2_655
C1 Ga1 N1 C111 70.89(17) . 2_655
C1 Ga1 N1 C111 70.89(17) 3_665 .
C1 Ga1 N1 C111 -49.11(17) 2_655 .
C1 Ga1 N1 C111 -169.11(17) . .
C1 Ga1 N1 C11A -169.11(17) 3_665 3_665
C1 Ga1 N1 C11A 70.89(17) 2_655 3_665
C1 Ga1 N1 C11A -49.11(17) . 3_665
C1 Ga1 N1 C111 -169.11(17) 3_665 3_665
C1 Ga1 N1 C111 70.89(17) 2_655 3_665
C1 Ga1 N1 C111 -49.11(17) . 3_665
C11A N1 C111 C112 -67.9(7) 2_655 .
C111 N1 C111 C112 -67.9(7) 2_655 .
C11A N1 C111 C112 52.6(8) 3_665 .
C111 N1 C111 C112 52.6(8) 3_665 .
Ga1 N1 C111 C112 172.4(7) . .
CH2 CH1 CH2 CH2 77.4(7) 2_765 3_675
CH1 CH1 CH2 CH2 -141.3(3) 19_775 3_675
CH2 CH1 CH2 CH2 -77.4(7) 3_675 2_765
CH1 CH1 CH2 CH2 141.3(3) 19_775 2_765
CH2 CH1 CH2 CH3 -38.7(3) 3_675 .
CH2 CH1 CH2 CH3 38.7(3) 2_765 .
CH1 CH1 CH2 CH3 180.000(2) 19_775 .
CH1 CH2 CH3 CH2 33.70(13) . 3_675
CH2 CH2 CH3 CH2 67.4(3) 2_765 3_675
CH1 CH2 CH3 CH2 -33.70(14) . 2_765
CH2 CH2 CH3 CH2 -67.4(3) 3_675 2_765
