#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:47:12 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179733 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/29/7002926.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_7002926
loop_
_publ_author_name
'Uhl, Werner'
'Claesener, Michael'
'Hepp, Alexander'
'Jasper, Beate'
'Vinogradov, Andrej'
'van Wüllen, Leo'
'Köster, Thomas K.-J.'
_publ_section_title
;
 The influence of halogen substituents on the course of hydrogallation
 and hydroalumination reactions
;
_journal_issue                   47
_journal_name_full               'Dalton Transactions'
_journal_page_first              10550
_journal_page_last               10562
_journal_paper_doi               10.1039/b913568e
_journal_year                    2009
_chemical_formula_sum            'C46 H70 Al2'
_chemical_formula_weight         676.98
_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                108.541(3)
_cell_angle_beta                 94.003(3)
_cell_angle_gamma                97.057(3)
_cell_formula_units_Z            1
_cell_length_a                   6.0951(3)
_cell_length_b                   13.0684(5)
_cell_length_c                   14.8985(6)
_cell_measurement_reflns_used    1687
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      71.109
_cell_measurement_theta_min      3.150
_cell_volume                     1109.09(9)
_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 0.863
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6513
_diffrn_reflns_theta_full        71.87
_diffrn_reflns_theta_max         71.87
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_T_max  0.9771
_exptl_absorpt_correction_T_min  0.9125
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.014
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0561
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0942P)²+0.5783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1471
_refine_ls_wR_factor_ref         0.1664
_reflns_number_gt                2812
_reflns_number_total             3762
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b913568e.txt
_cod_data_source_block           sad8
_cod_original_cell_volume        1109.09(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7002926
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.46073(13) 0.17679(6) 0.75884(5) 0.0293(2) Uani 1 1 d . . .
C1 C 0.5342(4) 0.2463(2) 0.66357(18) 0.0308(6) Uani 1 1 d . . .
C11 C 0.5784(4) 0.3558(2) 0.69760(18) 0.0316(6) Uani 1 1 d . . .
H11 H 0.5625 0.3861 0.7641 0.038 Uiso 1 1 calc R . .
CT1 C 0.6486(5) 0.4416(2) 0.65172(18) 0.0329(6) Uani 1 1 d . . .
CT11 C 0.7861(6) 0.5399(2) 0.7288(2) 0.0569(9) Uani 1 1 d . . .
HT1A H 0.7018 0.5644 0.7816 0.068 Uiso 1 1 calc R . .
HT1B H 0.8217 0.5979 0.7031 0.068 Uiso 1 1 calc R . .
HT1C H 0.9210 0.5193 0.7500 0.068 Uiso 1 1 calc R . .
CT12 C 0.4380(5) 0.4772(3) 0.6174(2) 0.0504(8) Uani 1 1 d . . .
HT1D H 0.3541 0.4175 0.5662 0.061 Uiso 1 1 calc R . .
HT1E H 0.4782 0.5377 0.5953 0.061 Uiso 1 1 calc R . .
HT1F H 0.3493 0.4988 0.6690 0.061 Uiso 1 1 calc R . .
CT13 C 0.7873(5) 0.4037(2) 0.5692(2) 0.0447(7) Uani 1 1 d . . .
HT1G H 0.9065 0.3707 0.5883 0.054 Uiso 1 1 calc R . .
HT1H H 0.8478 0.4652 0.5519 0.054 Uiso 1 1 calc R . .
HT1I H 0.6948 0.3513 0.5155 0.054 Uiso 1 1 calc R . .
C2 C 0.5457(4) 0.18136(19) 0.56162(17) 0.0283(5) Uani 1 1 d . . .
C3 C 0.7254(4) 0.1272(2) 0.53446(18) 0.0318(6) Uani 1 1 d . . .
H3 H 0.8458 0.1330 0.5818 0.038 Uiso 1 1 calc R . .
C4 C 0.3708(4) 0.1685(2) 0.49114(18) 0.0300(5) Uani 1 1 d . . .
H4 H 0.2427 0.2033 0.5078 0.036 Uiso 1 1 calc R . .
C5 C 0.4289(4) 0.0180(2) 0.73065(18) 0.0296(5) Uani 1 1 d . . .
C51 C 0.4024(4) -0.0183(2) 0.80431(18) 0.0317(6) Uani 1 1 d . . .
H51 H 0.4099 0.0391 0.8642 0.038 Uiso 1 1 calc R . .
CT5 C 0.3626(5) -0.1322(2) 0.81217(19) 0.0366(6) Uani 1 1 d . . .
CT51 C 0.2368(6) -0.2192(2) 0.7232(2) 0.0560(9) Uani 1 1 d . . .
HT5A H 0.1017 -0.1958 0.7058 0.067 Uiso 1 1 calc R . .
HT5B H 0.2016 -0.2865 0.7360 0.067 Uiso 1 1 calc R . .
HT5C H 0.3277 -0.2300 0.6719 0.067 Uiso 1 1 calc R . .
CT52 C 0.5869(6) -0.1644(3) 0.8353(3) 0.0601(9) Uani 1 1 d . . .
HT5D H 0.6719 -0.1719 0.7823 0.072 Uiso 1 1 calc R . .
HT5E H 0.5631 -0.2326 0.8474 0.072 Uiso 1 1 calc R . .
HT5F H 0.6666 -0.1089 0.8908 0.072 Uiso 1 1 calc R . .
CT53 C 0.2276(6) -0.1267(3) 0.8960(2) 0.0550(8) Uani 1 1 d . . .
HT5G H 0.3089 -0.0752 0.9533 0.066 Uiso 1 1 calc R . .
HT5H H 0.2015 -0.1975 0.9031 0.066 Uiso 1 1 calc R . .
HT5I H 0.0877 -0.1040 0.8841 0.066 Uiso 1 1 calc R . .
C6 C 0.4361(4) -0.05413(19) 0.63057(17) 0.0281(5) Uani 1 1 d . . .
C7 C 0.6190(4) -0.1056(2) 0.60297(18) 0.0313(6) Uani 1 1 d . . .
H7 H 0.7415 -0.0974 0.6501 0.038 Uiso 1 1 calc R . .
C8 C 0.2656(4) -0.0651(2) 0.55913(18) 0.0315(6) Uani 1 1 d . . .
H8 H 0.1391 -0.0288 0.5754 0.038 Uiso 1 1 calc R . .
C9 C 0.4130(4) 0.2690(2) 0.88763(17) 0.0304(5) Uani 1 1 d . . .
H9A H 0.4546 0.2331 0.9319 0.036 Uiso 1 1 calc R . .
H9B H 0.5134 0.3365 0.9039 0.036 Uiso 1 1 calc R . .
CT9 C 0.1766(5) 0.2967(2) 0.90322(18) 0.0357(6) Uani 1 1 d . . .
CT91 C 0.0064(5) 0.1931(3) 0.8719(3) 0.0577(9) Uani 1 1 d . . .
HT9A H 0.0442 0.1463 0.9069 0.069 Uiso 1 1 calc R . .
HT9B H 0.0065 0.1560 0.8050 0.069 Uiso 1 1 calc R . .
HT9C H -0.1387 0.2117 0.8840 0.069 Uiso 1 1 calc R . .
CT92 C 0.1656(6) 0.3567(3) 1.0088(2) 0.0502(8) Uani 1 1 d . . .
HT9D H 0.0200 0.3764 1.0175 0.060 Uiso 1 1 calc R . .
HT9E H 0.2748 0.4215 1.0303 0.060 Uiso 1 1 calc R . .
HT9F H 0.1950 0.3098 1.0450 0.060 Uiso 1 1 calc R . .
CT93 C 0.1174(6) 0.3715(3) 0.8469(2) 0.0541(9) Uani 1 1 d . . .
HT9G H -0.0254 0.3924 0.8606 0.065 Uiso 1 1 calc R . .
HT9H H 0.1126 0.3333 0.7799 0.065 Uiso 1 1 calc R . .
HT9I H 0.2281 0.4356 0.8651 0.065 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 0.0181 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'
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
C1 Al1 C5 122.36(11) . . ?
C1 Al1 C9 119.16(11) . . ?
C5 Al1 C9 118.47(11) . . ?
C11 C1 C2 123.1(2) . . ?
C11 C1 Al1 114.75(18) . . ?
C2 C1 Al1 122.17(17) . . ?
C1 C11 CT1 132.8(2) . . ?
C1 C11 H11 113.6 . . ?
CT1 C11 H11 113.6 . . ?
C11 CT1 CT13 114.5(2) . . ?
C11 CT1 CT12 107.8(2) . . ?
CT13 CT1 CT12 109.9(2) . . ?
C11 CT1 CT11 107.7(2) . . ?
CT13 CT1 CT11 108.4(3) . . ?
CT12 CT1 CT11 108.4(2) . . ?
CT1 CT11 HT1A 109.5 . . ?
CT1 CT11 HT1B 109.5 . . ?
HT1A CT11 HT1B 109.5 . . ?
CT1 CT11 HT1C 109.5 . . ?
HT1A CT11 HT1C 109.5 . . ?
HT1B CT11 HT1C 109.5 . . ?
CT1 CT12 HT1D 109.5 . . ?
CT1 CT12 HT1E 109.5 . . ?
HT1D CT12 HT1E 109.5 . . ?
CT1 CT12 HT1F 109.5 . . ?
HT1D CT12 HT1F 109.5 . . ?
HT1E CT12 HT1F 109.5 . . ?
CT1 CT13 HT1G 109.5 . . ?
CT1 CT13 HT1H 109.5 . . ?
HT1G CT13 HT1H 109.5 . . ?
CT1 CT13 HT1I 109.5 . . ?
HT1G CT13 HT1I 109.5 . . ?
HT1H CT13 HT1I 109.5 . . ?
C3 C2 C4 117.6(2) . . ?
C3 C2 C1 121.2(2) . . ?
C4 C2 C1 121.1(2) . . ?
C8 C3 C2 121.4(2) 2_656 . ?
C8 C3 H3 119.3 2_656 . ?
C2 C3 H3 119.3 . . ?
C7 C4 C2 120.6(2) 2_656 . ?
C7 C4 H4 119.7 2_656 . ?
C2 C4 H4 119.7 . . ?
C51 C5 C6 124.3(2) . . ?
C51 C5 Al1 116.50(19) . . ?
C6 C5 Al1 119.22(17) . . ?
C5 C51 CT5 132.9(2) . . ?
C5 C51 H51 113.5 . . ?
CT5 C51 H51 113.5 . . ?
C51 CT5 CT51 114.1(2) . . ?
C51 CT5 CT52 108.7(2) . . ?
CT51 CT5 CT52 109.7(3) . . ?
C51 CT5 CT53 107.7(2) . . ?
CT51 CT5 CT53 108.5(3) . . ?
CT52 CT5 CT53 107.9(3) . . ?
CT5 CT51 HT5A 109.5 . . ?
CT5 CT51 HT5B 109.5 . . ?
HT5A CT51 HT5B 109.5 . . ?
CT5 CT51 HT5C 109.5 . . ?
HT5A CT51 HT5C 109.5 . . ?
HT5B CT51 HT5C 109.5 . . ?
CT5 CT52 HT5D 109.5 . . ?
CT5 CT52 HT5E 109.5 . . ?
HT5D CT52 HT5E 109.5 . . ?
CT5 CT52 HT5F 109.5 . . ?
HT5D CT52 HT5F 109.5 . . ?
HT5E CT52 HT5F 109.5 . . ?
CT5 CT53 HT5G 109.5 . . ?
CT5 CT53 HT5H 109.5 . . ?
HT5G CT53 HT5H 109.5 . . ?
CT5 CT53 HT5I 109.5 . . ?
HT5G CT53 HT5I 109.5 . . ?
HT5H CT53 HT5I 109.5 . . ?
C7 C6 C8 117.1(2) . . ?
C7 C6 C5 122.0(2) . . ?
C8 C6 C5 120.7(2) . . ?
C6 C7 C4 121.8(2) . 2_656 ?
C6 C7 H7 119.1 . . ?
C4 C7 H7 119.1 2_656 . ?
C3 C8 C6 121.5(2) 2_656 . ?
C3 C8 H8 119.3 2_656 . ?
C6 C8 H8 119.3 . . ?
CT9 C9 Al1 117.62(18) . . ?
CT9 C9 H9A 107.9 . . ?
Al1 C9 H9A 107.9 . . ?
CT9 C9 H9B 107.9 . . ?
Al1 C9 H9B 107.9 . . ?
H9A C9 H9B 107.2 . . ?
CT91 CT9 CT92 108.3(3) . . ?
CT91 CT9 CT93 109.6(3) . . ?
CT92 CT9 CT93 108.2(2) . . ?
CT91 CT9 C9 110.6(2) . . ?
CT92 CT9 C9 110.0(2) . . ?
CT93 CT9 C9 110.1(2) . . ?
CT9 CT91 HT9A 109.5 . . ?
CT9 CT91 HT9B 109.5 . . ?
HT9A CT91 HT9B 109.5 . . ?
CT9 CT91 HT9C 109.5 . . ?
HT9A CT91 HT9C 109.5 . . ?
HT9B CT91 HT9C 109.5 . . ?
CT9 CT92 HT9D 109.5 . . ?
CT9 CT92 HT9E 109.5 . . ?
HT9D CT92 HT9E 109.5 . . ?
CT9 CT92 HT9F 109.5 . . ?
HT9D CT92 HT9F 109.5 . . ?
HT9E CT92 HT9F 109.5 . . ?
CT9 CT93 HT9G 109.5 . . ?
CT9 CT93 HT9H 109.5 . . ?
HT9G CT93 HT9H 109.5 . . ?
CT9 CT93 HT9I 109.5 . . ?
HT9G CT93 HT9I 109.5 . . ?
HT9H CT93 HT9I 109.5 . . ?
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
Al1 C1 1.962(3) . ?
Al1 C5 1.963(2) . ?
Al1 C9 1.978(2) . ?
C1 C11 1.342(3) . ?
C1 C2 1.497(3) . ?
C11 CT1 1.522(3) . ?
C11 H11 0.9600 . ?
CT1 CT13 1.527(4) . ?
CT1 CT12 1.527(4) . ?
CT1 CT11 1.528(4) . ?
CT11 HT1A 0.9599 . ?
CT11 HT1B 0.9599 . ?
CT11 HT1C 0.9599 . ?
CT12 HT1D 0.9599 . ?
CT12 HT1E 0.9599 . ?
CT12 HT1F 0.9599 . ?
CT13 HT1G 0.9599 . ?
CT13 HT1H 0.9599 . ?
CT13 HT1I 0.9599 . ?
C2 C3 1.391(3) . ?
C2 C4 1.398(4) . ?
C3 C8 1.381(3) 2_656 ?
C3 H3 0.9600 . ?
C4 C7 1.392(3) 2_656 ?
C4 H4 0.9600 . ?
C5 C51 1.339(4) . ?
C5 C6 1.497(3) . ?
C51 CT5 1.522(4) . ?
C51 H51 0.9600 . ?
CT5 CT51 1.524(4) . ?
CT5 CT52 1.527(4) . ?
CT5 CT53 1.531(4) . ?
CT51 HT5A 0.9599 . ?
CT51 HT5B 0.9599 . ?
CT51 HT5C 0.9599 . ?
CT52 HT5D 0.9599 . ?
CT52 HT5E 0.9599 . ?
CT52 HT5F 0.9599 . ?
CT53 HT5G 0.9599 . ?
CT53 HT5H 0.9599 . ?
CT53 HT5I 0.9599 . ?
C6 C7 1.391(3) . ?
C6 C8 1.395(4) . ?
C7 C4 1.392(3) 2_656 ?
C7 H7 0.9600 . ?
C8 C3 1.381(3) 2_656 ?
C8 H8 0.9600 . ?
C9 CT9 1.544(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
CT9 CT91 1.520(4) . ?
CT9 CT92 1.529(3) . ?
CT9 CT93 1.534(4) . ?
CT91 HT9A 0.9599 . ?
CT91 HT9B 0.9599 . ?
CT91 HT9C 0.9599 . ?
CT92 HT9D 0.9599 . ?
CT92 HT9E 0.9599 . ?
CT92 HT9F 0.9599 . ?
CT93 HT9G 0.9599 . ?
CT93 HT9H 0.9599 . ?
CT93 HT9I 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 Al1 C1 C11 -171.68(18) . . . . ?
C9 Al1 C1 C11 9.1(3) . . . . ?
C5 Al1 C1 C2 6.7(3) . . . . ?
C9 Al1 C1 C2 -172.51(19) . . . . ?
C2 C1 C11 CT1 -0.6(5) . . . . ?
Al1 C1 C11 CT1 177.7(2) . . . . ?
C1 C11 CT1 CT13 -30.3(4) . . . . ?
C1 C11 CT1 CT12 92.3(3) . . . . ?
C1 C11 CT1 CT11 -150.9(3) . . . . ?
C11 C1 C2 C3 102.8(3) . . . . ?
Al1 C1 C2 C3 -75.4(3) . . . . ?
C11 C1 C2 C4 -80.5(3) . . . . ?
Al1 C1 C2 C4 101.3(3) . . . . ?
C4 C2 C3 C8 1.7(4) . . . 2_656 ?
C1 C2 C3 C8 178.5(2) . . . 2_656 ?
C3 C2 C4 C7 -1.5(4) . . . 2_656 ?
C1 C2 C4 C7 -178.3(2) . . . 2_656 ?
C1 Al1 C5 C51 173.01(19) . . . . ?
C9 Al1 C5 C51 -7.8(3) . . . . ?
C1 Al1 C5 C6 -6.8(3) . . . . ?
C9 Al1 C5 C6 172.42(18) . . . . ?
C6 C5 C51 CT5 -3.3(5) . . . . ?
Al1 C5 C51 CT5 176.9(2) . . . . ?
C5 C51 CT5 CT51 -29.6(4) . . . . ?
C5 C51 CT5 CT52 93.2(4) . . . . ?
C5 C51 CT5 CT53 -150.1(3) . . . . ?
C51 C5 C6 C7 -73.2(3) . . . . ?
Al1 C5 C6 C7 106.6(2) . . . . ?
C51 C5 C6 C8 112.2(3) . . . . ?
Al1 C5 C6 C8 -68.0(3) . . . . ?
C8 C6 C7 C4 -2.2(4) . . . 2_656 ?
C5 C6 C7 C4 -177.0(2) . . . 2_656 ?
C7 C6 C8 C3 2.0(4) . . . 2_656 ?
C5 C6 C8 C3 176.8(2) . . . 2_656 ?
C1 Al1 C9 CT9 86.9(2) . . . . ?
C5 Al1 C9 CT9 -92.3(2) . . . . ?
Al1 C9 CT9 CT91 53.7(3) . . . . ?
Al1 C9 CT9 CT92 173.3(2) . . . . ?
Al1 C9 CT9 CT93 -67.5(3) . . . . ?
