#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:48:26 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179207 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/39/4313971.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_4313971
loop_
_publ_author_name
'Marcus Schiefer'
'N. Dastagiri Reddy'
'Hans-Jürgen Ahn'
'Andreas Stasch'
'Herbert W. Roesky'
'A. Christine Schlicker'
'Hans-Georg Schmidt'
'Mathias Noltemeyer'
'Denis Vidovic'
_publ_section_title
;
 Neutral and Ionic Aluminum, Gallium, and Indium Compounds Carrying Two or
 Three Terminal Ethynyl Groups
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4970
_journal_page_last               4976
_journal_paper_doi               10.1021/ic0342806
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C16 H26 Cl Ga O'
_chemical_formula_weight         339.54
_chemical_name_systematic
;
compound 5
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 111.02(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.162(3)
_cell_length_b                   11.267(2)
_cell_length_c                   11.592(2)
_cell_measurement_reflns_used    9724
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      24.2
_cell_measurement_theta_min      2.31
_cell_volume                     1848.5(7)
_computing_molecular_graphics    'Bruker AXS SHELXTL (V. 5.10)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  Stoe-IPDS
_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  0.0735
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9435
_diffrn_reflns_theta_full        24.40
_diffrn_reflns_theta_max         24.40
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.625
_exptl_absorpt_correction_T_max  0.6413
_exptl_absorpt_correction_T_min  0.5625
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3029
_refine_ls_number_restraints     190
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0368
_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)+(0.0787P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.0936
_reflns_number_gt                2744
_reflns_number_total             3029
_reflns_threshold_expression     2sigma(I)
_cod_data_source_file            ic0342806_05.cif
_cod_data_source_block           schiefer5
_cod_original_cell_volume        1848.5(6)
_cod_database_code               4313971
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.310208(16) 0.45527(2) 0.56061(2) 0.02637(13) Uani 1 1 d . . .
Cl1 Cl 0.44067(4) 0.51748(6) 0.70450(6) 0.04402(18) Uani 1 1 d . A .
C1 C 0.27888(17) 0.54981(19) 0.4145(2) 0.0322(5) Uani 1 1 d . A .
C2 C 0.26230(16) 0.60334(19) 0.3199(2) 0.0306(5) Uani 1 1 d . . .
C21 C 0.24146(16) 0.6680(2) 0.2019(2) 0.0328(5) Uani 1 1 d . A .
C22 C 0.3311(2) 0.6720(3) 0.1696(3) 0.0495(7) Uani 1 1 d . . .
H22A H 0.3802 0.7171 0.2330 0.074 Uiso 1 1 calc R A .
H22B H 0.3169 0.7104 0.0891 0.074 Uiso 1 1 calc R . .
H22C H 0.3535 0.5909 0.1661 0.074 Uiso 1 1 calc R . .
C23 C 0.1633(2) 0.6025(3) 0.1001(2) 0.0517(7) Uani 1 1 d . . .
H23A H 0.1842 0.5215 0.0924 0.078 Uiso 1 1 calc R A .
H23B H 0.1494 0.6444 0.0214 0.078 Uiso 1 1 calc R . .
H23C H 0.1062 0.5995 0.1211 0.078 Uiso 1 1 calc R . .
C24 C 0.2095(2) 0.7941(2) 0.2156(3) 0.0487(7) Uani 1 1 d . . .
H24A H 0.1530 0.7909 0.2378 0.073 Uiso 1 1 calc R A .
H24B H 0.1948 0.8366 0.1372 0.073 Uiso 1 1 calc R . .
H24C H 0.2601 0.8356 0.2805 0.073 Uiso 1 1 calc R . .
C3 C 0.22049(16) 0.3935(2) 0.6257(2) 0.0309(5) Uani 1 1 d . A .
C4 C 0.15988(16) 0.3611(2) 0.6623(2) 0.0286(5) Uani 1 1 d . . .
C41 C 0.08325(16) 0.3238(2) 0.7058(2) 0.0330(5) Uani 1 1 d . A .
C42 C -0.00904(19) 0.3802(3) 0.6235(3) 0.0541(7) Uani 1 1 d . . .
H42A H -0.0034 0.4668 0.6297 0.081 Uiso 1 1 calc R A .
H42B H -0.0604 0.3542 0.6502 0.081 Uiso 1 1 calc R . .
H42C H -0.0228 0.3559 0.5376 0.081 Uiso 1 1 calc R . .
C43 C 0.0739(2) 0.1885(3) 0.6970(4) 0.0666(9) Uani 1 1 d . . .
H43A H 0.0605 0.1636 0.6114 0.100 Uiso 1 1 calc R A .
H43B H 0.0221 0.1633 0.7232 0.100 Uiso 1 1 calc R . .
H43C H 0.1330 0.1520 0.7507 0.100 Uiso 1 1 calc R . .
C44 C 0.1075(2) 0.3651(4) 0.8394(3) 0.0750(11) Uani 1 1 d . . .
H44A H 0.1669 0.3283 0.8919 0.112 Uiso 1 1 calc R A .
H44B H 0.0567 0.3419 0.8684 0.112 Uiso 1 1 calc R . .
H44C H 0.1144 0.4517 0.8434 0.112 Uiso 1 1 calc R . .
O1 O 0.3495(7) 0.3057(10) 0.4982(9) 0.0263(16) Uani 0.57(2) 1 d PDU A 1
C10 C 0.4042(10) 0.3138(7) 0.4158(11) 0.043(2) Uani 0.57(2) 1 d PDU A 1
H10A H 0.4420 0.3878 0.4320 0.051 Uiso 0.57(2) 1 calc PR A 1
H10B H 0.3615 0.3134 0.3281 0.051 Uiso 0.57(2) 1 calc PR A 1
C11 C 0.4675(10) 0.2074(12) 0.4437(14) 0.037(3) Uani 0.57(2) 1 d PDU A 1
H11A H 0.5303 0.2261 0.5062 0.044 Uiso 0.57(2) 1 calc PR A 1
H11B H 0.4759 0.1770 0.3681 0.044 Uiso 0.57(2) 1 calc PR A 1
C12 C 0.4143(13) 0.1179(11) 0.4941(19) 0.038(3) Uani 0.57(2) 1 d PDU A 1
H12A H 0.3623 0.0794 0.4265 0.045 Uiso 0.57(2) 1 calc PR A 1
H12B H 0.4572 0.0562 0.5450 0.045 Uiso 0.57(2) 1 calc PR A 1
C13 C 0.3768(15) 0.1965(14) 0.5713(18) 0.031(3) Uani 0.57(2) 1 d PDU A 1
H13A H 0.3217 0.1597 0.5839 0.037 Uiso 0.57(2) 1 calc PR A 1
H13B H 0.4262 0.2126 0.6529 0.037 Uiso 0.57(2) 1 calc PR A 1
O1' O 0.3710(12) 0.3166(14) 0.5231(17) 0.042(3) Uani 0.43(2) 1 d PDU A 2
C10' C 0.4415(11) 0.3207(9) 0.4618(15) 0.041(3) Uani 0.43(2) 1 d PDU A 2
H10C H 0.4930 0.3770 0.5043 0.049 Uiso 0.43(2) 1 calc PR A 2
H10D H 0.4116 0.3445 0.3741 0.049 Uiso 0.43(2) 1 calc PR A 2
C11' C 0.4781(12) 0.1954(13) 0.4726(18) 0.032(3) Uani 0.43(2) 1 d PDU A 2
H11C H 0.5361 0.1858 0.5467 0.038 Uiso 0.43(2) 1 calc PR A 2
H11D H 0.4918 0.1723 0.3984 0.038 Uiso 0.43(2) 1 calc PR A 2
C12' C 0.3960(17) 0.1215(13) 0.484(3) 0.034(3) Uani 0.43(2) 1 d PDU A 2
H12C H 0.3454 0.1100 0.4023 0.040 Uiso 0.43(2) 1 calc PR A 2
H12D H 0.4182 0.0431 0.5216 0.040 Uiso 0.43(2) 1 calc PR A 2
C13' C 0.3629(19) 0.1973(17) 0.567(2) 0.028(3) Uani 0.43(2) 1 d PDU A 2
H13C H 0.2967 0.1788 0.5571 0.033 Uiso 0.43(2) 1 calc PR A 2
H13D H 0.4037 0.1873 0.6547 0.033 Uiso 0.43(2) 1 calc PR A 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C3 Ga1 C1 124.61(10) . . ?
C3 Ga1 O1' 105.0(4) . . ?
C1 Ga1 O1' 103.7(5) . . ?
C3 Ga1 O1 100.5(3) . . ?
C1 Ga1 O1 99.2(3) . . ?
O1' Ga1 O1 10.6(7) . . ?
C3 Ga1 Cl1 113.08(7) . . ?
C1 Ga1 Cl1 111.42(8) . . ?
O1' Ga1 Cl1 93.2(6) . . ?
O1 Ga1 Cl1 103.8(3) . . ?
C2 C1 Ga1 175.5(2) . . ?
C1 C2 C21 179.2(3) . . ?
C2 C21 C24 109.4(2) . . ?
C2 C21 C23 108.9(2) . . ?
C24 C21 C23 110.0(2) . . ?
C2 C21 C22 109.0(2) . . ?
C24 C21 C22 109.9(2) . . ?
C23 C21 C22 109.5(2) . . ?
C4 C3 Ga1 175.3(2) . . ?
C3 C4 C41 178.5(2) . . ?
C4 C41 C42 108.9(2) . . ?
C4 C41 C44 109.0(2) . . ?
C42 C41 C44 109.9(2) . . ?
C4 C41 C43 108.9(2) . . ?
C42 C41 C43 109.3(2) . . ?
C44 C41 C43 110.7(3) . . ?
C13 O1 C10 108.5(7) . . ?
C13 O1 Ga1 123.7(9) . . ?
C10 O1 Ga1 119.3(7) . . ?
O1 C10 C11 106.0(6) . . ?
C10 C11 C12 103.0(8) . . ?
C13 C12 C11 101.6(8) . . ?
O1 C13 C12 103.8(9) . . ?
C13' O1' C10' 111.2(10) . . ?
C13' O1' Ga1 123.9(10) . . ?
C10' O1' Ga1 124.4(10) . . ?
O1' C10' C11' 103.8(8) . . ?
C10' C11' C12' 103.2(9) . . ?
C13' C12' C11' 102.3(11) . . ?
O1' C13' C12' 102.2(10) . . ?
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
Ga1 C3 1.908(2) . ?
Ga1 C1 1.911(2) . ?
Ga1 O1' 1.941(15) . ?
Ga1 O1 2.006(10) . ?
Ga1 Cl1 2.1953(10) . ?
C1 C2 1.196(3) . ?
C2 C21 1.481(3) . ?
C21 C24 1.527(3) . ?
C21 C23 1.529(4) . ?
C21 C22 1.535(3) . ?
C3 C4 1.198(3) . ?
C4 C41 1.484(3) . ?
C41 C42 1.521(4) . ?
C41 C44 1.530(4) . ?
C41 C43 1.531(4) . ?
O1 C13 1.467(10) . ?
O1 C10 1.476(8) . ?
C10 C11 1.497(9) . ?
C11 C12 1.532(10) . ?
C12 C13 1.508(9) . ?
O1' C13' 1.458(12) . ?
O1' C10' 1.481(11) . ?
C10' C11' 1.506(11) . ?
C11' C12' 1.541(13) . ?
C12' C13' 1.502(11) . ?
