#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:45:20 +0100 (lun 21 de mar de 2016) $
#$Revision: 178580 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/91/4069143.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_4069143
loop_
_publ_author_name
'Jutzi, Peter'
'Izundu, Joseph'
'Sielemann, Henning'
'Neumann, Beate'
'Stammler, Hans-Georg'
_publ_section_title
;
 Bis- and Tris(dimethylgallyl)benzenes: Synthesis, Solid-State Structures,
 and Redistribution Reactions
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              2619
_journal_paper_doi               10.1021/om900048c
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         'C12 H21 Ga3'
_chemical_formula_sum            'C12 H21 Ga3'
_chemical_formula_weight         374.45
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 104.5570(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.6600(3)
_cell_length_b                   10.4860(2)
_cell_length_c                   15.9950(2)
_cell_measurement_reflns_used    4384
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     2866.91(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'KappaCCD '
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.059
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38635
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    5.567
_exptl_absorpt_correction_T_max  0.3148
_exptl_absorpt_correction_T_min  0.2859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         4175
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0220
_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)+(0.0266P)²+4.9872P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0541
_reflns_number_gt                3839
_reflns_number_total             4175
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900048c_si_002.cif
_cod_data_source_block           compound12
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4069143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Ga1 Ga 0.326071(10) 0.640260(16) 0.322882(12) 0.01172(5) Uani 1 1 d .
Ga2 Ga 0.242863(10) 0.123409(16) 0.348209(12) 0.01137(5) Uani 1 1 d .
Ga3 Ga 0.478768(11) 0.242213(17) 0.150017(12) 0.01336(5) Uani 1 1 d .
C1 C 0.31912(10) 0.47184(15) 0.24992(11) 0.0141(3) Uani 1 1 d .
C2 C 0.26814(10) 0.37715(15) 0.26812(11) 0.0139(3) Uani 1 1 d .
H2 H 0.2227 0.4043 0.2848 0.017 Uiso 1 1 calc R
C3 C 0.28100(10) 0.24610(15) 0.26290(11) 0.0131(3) Uani 1 1 d .
C4 C 0.34887(9) 0.21006(15) 0.23630(11) 0.0132(3) Uani 1 1 d .
H4 H 0.3595 0.1217 0.2326 0.016 Uiso 1 1 calc R
C5 C 0.40100(9) 0.29735(15) 0.21520(11) 0.0124(3) Uani 1 1 d .
C6 C 0.38444(9) 0.42815(15) 0.22369(11) 0.0132(3) Uani 1 1 d .
H6 H 0.4195 0.4895 0.2109 0.016 Uiso 1 1 calc R
C7 C 0.42159(10) 0.73767(17) 0.32467(13) 0.0195(3) Uani 1 1 d .
H7A H 0.4372 0.7862 0.3786 0.029 Uiso 1 1 calc R
H7B H 0.4115 0.7965 0.2755 0.029 Uiso 1 1 calc R
H7C H 0.4637 0.6788 0.3208 0.029 Uiso 1 1 calc R
C8 C 0.29016(12) 0.6061(2) 0.42704(13) 0.0243(4) Uani 1 1 d .
H8A H 0.3299 0.5564 0.4679 0.036 Uiso 1 1 calc R
H8B H 0.2411 0.5578 0.4115 0.036 Uiso 1 1 calc R
H8C H 0.2815 0.6870 0.4539 0.036 Uiso 1 1 calc R
C9 C 0.16570(11) 0.20340(18) 0.40179(12) 0.0197(3) Uani 1 1 d .
H9A H 0.1566 0.1479 0.4476 0.030 Uiso 1 1 calc R
H9B H 0.1164 0.2162 0.3579 0.030 Uiso 1 1 calc R
H9C H 0.1857 0.2860 0.4265 0.030 Uiso 1 1 calc R
C10 C 0.33081(11) 0.02232(19) 0.41473(12) 0.0223(4) Uani 1 1 d .
H10A H 0.3667 0.0778 0.4557 0.033 Uiso 1 1 calc R
H10B H 0.3586 -0.0167 0.3753 0.033 Uiso 1 1 calc R
H10C H 0.3111 -0.0447 0.4464 0.033 Uiso 1 1 calc R
C11 C 0.47747(11) 0.05716(18) 0.13054(13) 0.0221(4) Uani 1 1 d .
H11A H 0.4945 0.0391 0.0780 0.033 Uiso 1 1 calc R
H11B H 0.4243 0.0247 0.1239 0.033 Uiso 1 1 calc R
H11C H 0.5130 0.0154 0.1800 0.033 Uiso 1 1 calc R
C12 C 0.51169(13) 0.3673(2) 0.07587(13) 0.0248(4) Uani 1 1 d .
H12A H 0.5677 0.3570 0.0801 0.037 Uiso 1 1 calc R
H12B H 0.5018 0.4534 0.0944 0.037 Uiso 1 1 calc R
H12C H 0.4821 0.3541 0.0159 0.037 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'
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
C8 Ga1 C7 122.86(9) . .
C8 Ga1 C1 109.39(8) . .
C7 Ga1 C1 112.00(7) . .
C8 Ga1 C3 101.56(8) . 4
C7 Ga1 C3 109.19(7) . 4
C1 Ga1 C3 98.52(6) . 4
C8 Ga1 Ga2 133.50(6) . 4
C7 Ga1 Ga2 102.41(6) . 4
C1 Ga1 Ga2 55.63(5) . 4
C3 Ga1 Ga2 48.77(4) 4 4
C10 Ga2 C9 122.33(8) . .
C10 Ga2 C3 110.09(8) . .
C9 Ga2 C3 112.99(7) . .
C10 Ga2 C1 99.93(7) . 4_545
C9 Ga2 C1 109.11(7) . 4_545
C3 Ga2 C1 98.88(6) . 4_545
C10 Ga2 Ga1 132.70(6) . 4_545
C9 Ga2 Ga1 103.15(6) . 4_545
C3 Ga2 Ga1 56.00(5) . 4_545
C1 Ga2 Ga1 48.80(4) 4_545 4_545
C12 Ga3 C11 124.09(9) . .
C12 Ga3 C5 117.99(8) . .
C11 Ga3 C5 112.63(7) . .
C6 C1 C2 116.46(14) . .
C6 C1 Ga1 120.23(12) . .
C2 C1 Ga1 115.17(12) . .
C6 C1 Ga2 107.90(11) . 4
C2 C1 Ga2 113.87(12) . 4
Ga1 C1 Ga2 75.56(5) . 4
C3 C2 C1 123.67(15) . .
C3 C2 H2 118.2 . .
C1 C2 H2 118.2 . .
C2 C3 C4 116.18(14) . .
C2 C3 Ga2 118.59(12) . .
C4 C3 Ga2 117.59(12) . .
C2 C3 Ga1 112.63(12) . 4_545
C4 C3 Ga1 108.62(11) . 4_545
Ga2 C3 Ga1 75.23(5) . 4_545
C5 C4 C3 123.68(15) . .
C5 C4 H4 118.2 . .
C3 C4 H4 118.2 . .
C4 C5 C6 116.51(14) . .
C4 C5 Ga3 120.99(12) . .
C6 C5 Ga3 120.91(12) . .
C1 C6 C5 123.46(15) . .
C1 C6 H6 118.3 . .
C5 C6 H6 118.3 . .
Ga1 C7 H7A 109.5 . .
Ga1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
Ga1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
Ga1 C8 H8A 109.5 . .
Ga1 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
Ga1 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
Ga2 C9 H9A 109.5 . .
Ga2 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
Ga2 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
Ga2 C10 H10A 109.5 . .
Ga2 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
Ga2 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
Ga3 C11 H11A 109.5 . .
Ga3 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
Ga3 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
Ga3 C12 H12A 109.5 . .
Ga3 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
Ga3 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ga1 C8 1.9590(19) .
Ga1 C7 1.9660(17) .
Ga1 C1 2.1033(16) .
Ga1 C3 2.3207(16) 4
Ga1 Ga2 2.7069(3) 4
Ga2 C10 1.9589(18) .
Ga2 C9 1.9702(17) .
Ga2 C3 2.1054(16) .
Ga2 C1 2.3074(17) 4_545
Ga2 Ga1 2.7070(3) 4_545
Ga3 C12 1.9521(19) .
Ga3 C11 1.9645(18) .
Ga3 C5 2.0067(16) .
C1 C6 1.400(2) .
C1 C2 1.419(2) .
C1 Ga2 2.3073(17) 4
C2 C3 1.399(2) .
C2 H2 0.9500 .
C3 C4 1.420(2) .
C3 Ga1 2.3207(16) 4_545
C4 C5 1.398(2) .
C4 H4 0.9500 .
C5 C6 1.416(2) .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
