#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:50:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179396 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/93/4329385.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_4329385
loop_
_publ_author_name
'David Pugh'
'Peter Marchand'
'Ivan P. Parkin'
'Claire J. Carmalt'
_publ_contact_author             'Claire J. Carmalt'
_publ_contact_author_address
;
Materials Chemistry Centre
University College London
20 Gordon Street
London
WC1H 0AJ
United Kingdom
;
_publ_contact_author_email       c.j.carmalt@ucl.ac.uk
_publ_section_title
;
 Group 13 β-Ketoiminate Compounds: Gallium Hydride Derivatives As
 Molecular Precursors to Thin Films of Ga2O3
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6385
_journal_page_last               6395
_journal_paper_doi               10.1021/ic3006794
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C36 H56 Cl2 In2 N6 O6'
_chemical_formula_sum            'C36 H56 Cl2 In2 N6 O6'
_chemical_formula_weight         969.41
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                73.9820(10)
_cell_angle_beta                 75.8890(10)
_cell_angle_gamma                86.4360(10)
_cell_formula_units_Z            1
_cell_length_a                   8.21910(10)
_cell_length_b                   9.4727(2)
_cell_length_c                   14.0874(2)
_cell_measurement_reflns_used    11608
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1022.39(3)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23101
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         3.04
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  0.7798
_exptl_absorpt_correction_T_min  0.6574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_description       block
_exptl_crystal_F_000             494
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0225
_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)+(0.0195P)²+0.7016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0517
_refine_ls_wR_factor_ref         0.0531
_reflns_number_gt                4377
_reflns_number_total             4701
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic3006794_si_002_2.cif
_cod_data_source_block           Compound_5a
_cod_database_code               4329385
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
C1 C 0.1976(3) 0.0674(2) 0.05009(16) 0.0221(4) Uani 1 1 d .
H1A H 0.0788 0.0576 0.0520 0.033 Uiso 1 1 calc R
H1B H 0.2553 -0.0251 0.0459 0.033 Uiso 1 1 calc R
H1C H 0.2486 0.1464 -0.0094 0.033 Uiso 1 1 calc R
C2 C 0.2131(2) 0.1035(2) 0.14538(15) 0.0157(4) Uani 1 1 d .
C3 C 0.3101(2) 0.0144(2) 0.20484(15) 0.0190(4) Uani 1 1 d .
H3 H 0.3523 -0.0712 0.1847 0.023 Uiso 1 1 calc R
C4 C 0.3569(2) 0.0321(2) 0.29290(15) 0.0169(4) Uani 1 1 d .
C5 C 0.4923(3) -0.0689(2) 0.32974(18) 0.0251(5) Uani 1 1 d .
H5A H 0.5896 -0.0104 0.3250 0.038 Uiso 1 1 calc R
H5B H 0.5261 -0.1372 0.2874 0.038 Uiso 1 1 calc R
H5C H 0.4488 -0.1245 0.4006 0.038 Uiso 1 1 calc R
C6 C 0.3572(3) 0.1549(2) 0.42199(15) 0.0195(4) Uani 1 1 d .
H6A H 0.4651 0.2091 0.3935 0.023 Uiso 1 1 calc R
H6B H 0.3777 0.0589 0.4676 0.023 Uiso 1 1 calc R
C7 C 0.2307(3) 0.2427(2) 0.48253(15) 0.0215(4) Uani 1 1 d .
H7A H 0.1351 0.1785 0.5260 0.026 Uiso 1 1 calc R
H7B H 0.2849 0.2782 0.5272 0.026 Uiso 1 1 calc R
C8 C 0.2621(2) 0.5470(2) 0.48802(15) 0.0210(4) Uani 1 1 d .
H8A H 0.2152 0.4869 0.5572 0.032 Uiso 1 1 calc R
H8B H 0.2413 0.6510 0.4849 0.032 Uiso 1 1 calc R
H8C H 0.3832 0.5303 0.4695 0.032 Uiso 1 1 calc R
C9 C 0.1795(2) 0.5048(2) 0.41449(14) 0.0157(4) Uani 1 1 d .
C10 C 0.1143(2) 0.6236(2) 0.34647(14) 0.0159(4) Uani 1 1 d .
H10 H 0.1327 0.7190 0.3515 0.019 Uiso 1 1 calc R
C11 C 0.0284(2) 0.6184(2) 0.27453(14) 0.0156(4) Uani 1 1 d .
C12 C -0.0436(3) 0.7583(2) 0.21879(17) 0.0232(4) Uani 1 1 d .
H12A H 0.0009 0.7748 0.1454 0.035 Uiso 1 1 calc R
H12B H -0.0125 0.8411 0.2399 0.035 Uiso 1 1 calc R
H12C H -0.1662 0.7499 0.2348 0.035 Uiso 1 1 calc R
C13 C 0.5383(2) 0.5858(2) 0.20568(15) 0.0208(4) Uani 1 1 d .
H13A H 0.4725 0.5934 0.2722 0.031 Uiso 1 1 calc R
H13B H 0.5972 0.6789 0.1685 0.031 Uiso 1 1 calc R
H13C H 0.6203 0.5066 0.2151 0.031 Uiso 1 1 calc R
C14 C 0.4223(2) 0.5528(2) 0.14584(14) 0.0156(4) Uani 1 1 d .
C15 C 0.4040(2) 0.6584(2) 0.05642(15) 0.0163(4) Uani 1 1 d .
H15 H 0.4662 0.7473 0.0368 0.020 Uiso 1 1 calc R
C16 C 0.3008(2) 0.6419(2) -0.00560(14) 0.0155(4) Uani 1 1 d .
C17 C 0.2878(3) 0.7636(2) -0.09817(15) 0.0216(4) Uani 1 1 d .
H17A H 0.3402 0.7327 -0.1595 0.032 Uiso 1 1 calc R
H17B H 0.3453 0.8514 -0.0985 0.032 Uiso 1 1 calc R
H17C H 0.1694 0.7861 -0.0968 0.032 Uiso 1 1 calc R
C18 C 0.0871(2) 0.4918(2) -0.03329(14) 0.0155(4) Uani 1 1 d .
H18A H 0.0991 0.3917 -0.0429 0.019 Uiso 1 1 calc R
H18B H 0.1002 0.5631 -0.1010 0.019 Uiso 1 1 calc R
N1 N 0.29194(19) 0.13145(17) 0.33900(12) 0.0156(3) Uani 1 1 d .
N2 N 0.1694(2) 0.36810(18) 0.41302(12) 0.0161(3) Uani 1 1 d .
N3 N 0.21650(19) 0.51778(18) 0.01454(13) 0.0155(3) Uani 1 1 d .
O1 O 0.13154(16) 0.22130(14) 0.15980(10) 0.0169(3) Uani 1 1 d .
O2 O -0.00464(16) 0.50300(14) 0.24921(10) 0.0162(3) Uani 1 1 d .
O3 O 0.34877(16) 0.42878(14) 0.17919(10) 0.0169(3) Uani 1 1 d .
Cl1 Cl -0.15618(6) 0.16105(6) 0.37538(4) 0.02712(12) Uani 1 1 d .
In1 In 0.107976(15) 0.295694(14) 0.291660(9) 0.01345(5) Uani 1 1 d .
H1 H 0.229(3) 0.452(3) 0.0674(18) 0.018(6) Uiso 1 1 d .
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'
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'
In In -0.7276 1.3100 '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
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O1 C2 C3 127.77(18) . .
O1 C2 C1 113.44(16) . .
C3 C2 C1 118.78(17) . .
C2 C3 C4 129.52(18) . .
C2 C3 H3 115.2 . .
C4 C3 H3 115.2 . .
N1 C4 C3 123.19(17) . .
N1 C4 C5 120.04(17) . .
C3 C4 C5 116.75(17) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N1 C6 C7 110.04(15) . .
N1 C6 H6A 109.7 . .
C7 C6 H6A 109.7 . .
N1 C6 H6B 109.7 . .
C7 C6 H6B 109.7 . .
H6A C6 H6B 108.2 . .
N2 C7 C6 110.08(16) . .
N2 C7 H7A 109.6 . .
C6 C7 H7A 109.6 . .
N2 C7 H7B 109.6 . .
C6 C7 H7B 109.6 . .
H7A C7 H7B 108.2 . .
C9 C8 H8A 109.5 . .
C9 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C9 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N2 C9 C10 122.13(17) . .
N2 C9 C8 121.93(17) . .
C10 C9 C8 115.94(17) . .
C11 C10 C9 128.87(18) . .
C11 C10 H10 115.6 . .
C9 C10 H10 115.6 . .
O2 C11 C10 127.48(17) . .
O2 C11 C12 113.41(16) . .
C10 C11 C12 119.08(17) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 H13A 109.5 . .
C14 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C14 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
O3 C14 C15 123.80(17) . .
O3 C14 C13 117.15(17) . .
C15 C14 C13 119.04(17) . .
C16 C15 C14 124.79(17) . .
C16 C15 H15 117.6 . .
C14 C15 H15 117.6 . .
N3 C16 C15 120.82(18) . .
N3 C16 C17 118.93(17) . .
C15 C16 C17 120.23(17) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N3 C18 C18 110.02(19) . 2_565
N3 C18 H18A 109.7 . .
C18 C18 H18A 109.7 2_565 .
N3 C18 H18B 109.7 . .
C18 C18 H18B 109.7 2_565 .
H18A C18 H18B 108.2 . .
C4 N1 C6 120.80(16) . .
C4 N1 In1 125.43(13) . .
C6 N1 In1 113.25(12) . .
C9 N2 C7 124.11(16) . .
C9 N2 In1 125.60(13) . .
C7 N2 In1 109.23(12) . .
C16 N3 C18 126.98(17) . .
C16 N3 H1 115.5(15) . .
C18 N3 H1 116.7(15) . .
C2 O1 In1 123.99(12) . .
C11 O2 In1 124.17(12) . .
C14 O3 In1 144.83(12) . .
O2 In1 O1 101.40(5) . .
O2 In1 N2 87.10(5) . .
O1 In1 N2 161.95(6) . .
O2 In1 N1 159.68(6) . .
O1 In1 N1 89.01(5) . .
N2 In1 N1 78.43(6) . .
O2 In1 O3 81.30(5) . .
O1 In1 O3 77.97(5) . .
N2 In1 O3 87.76(5) . .
N1 In1 O3 83.93(5) . .
O2 In1 Cl1 95.46(4) . .
O1 In1 Cl1 91.87(4) . .
N2 In1 Cl1 103.26(4) . .
N1 In1 Cl1 101.65(4) . .
O3 In1 Cl1 168.40(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.509(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 O1 1.305(2) .
C2 C3 1.379(3) .
C3 C4 1.439(3) .
C3 H3 0.9500 .
C4 N1 1.303(2) .
C4 C5 1.516(3) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 N1 1.472(2) .
C6 C7 1.533(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 N2 1.465(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.516(3) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 N2 1.309(3) .
C9 C10 1.433(3) .
C10 C11 1.382(3) .
C10 H10 0.9500 .
C11 O2 1.302(2) .
C11 C12 1.510(3) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.514(3) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 O3 1.270(2) .
C14 C15 1.410(3) .
C15 C16 1.400(3) .
C15 H15 0.9500 .
C16 N3 1.328(2) .
C16 C17 1.505(3) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 N3 1.455(2) .
C18 C18 1.534(3) 2_565
C18 H18A 0.9900 .
C18 H18B 0.9900 .
N1 In1 2.1859(15) .
N2 In1 2.1815(15) .
N3 H1 0.85(2) .
O1 In1 2.1248(13) .
O2 In1 2.1134(13) .
O3 In1 2.3865(13) .
Cl1 In1 2.4488(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N3 H1 O1 0.85(2) 2.29(2) 2.990(2) 140(2)
N3 H1 O3 0.85(2) 2.01(2) 2.704(2) 138(2)
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
O1 C2 C3 C4 -4.9(4) .
C1 C2 C3 C4 173.76(19) .
C2 C3 C4 N1 9.7(3) .
C2 C3 C4 C5 -168.5(2) .
N1 C6 C7 N2 -46.1(2) .
N2 C9 C10 C11 2.8(3) .
C8 C9 C10 C11 -177.49(18) .
C9 C10 C11 O2 -3.9(3) .
C9 C10 C11 C12 173.81(18) .
O3 C14 C15 C16 1.3(3) .
C13 C14 C15 C16 -179.83(17) .
C14 C15 C16 N3 -3.2(3) .
C14 C15 C16 C17 178.54(17) .
C3 C4 N1 C6 -173.45(18) .
C5 C4 N1 C6 4.7(3) .
C3 C4 N1 In1 -2.3(3) .
C5 C4 N1 In1 175.87(14) .
C7 C6 N1 C4 -163.64(17) .
C7 C6 N1 In1 24.16(19) .
C10 C9 N2 C7 -178.52(17) .
C8 C9 N2 C7 1.8(3) .
C10 C9 N2 In1 14.5(2) .
C8 C9 N2 In1 -165.14(13) .
C6 C7 N2 C9 -123.6(2) .
C6 C7 N2 In1 45.23(18) .
C15 C16 N3 C18 170.38(17) .
C17 C16 N3 C18 -11.3(3) .
C18 C18 N3 C16 -97.7(2) 2_565
C3 C2 O1 In1 -6.6(3) .
C1 C2 O1 In1 174.73(12) .
C10 C11 O2 In1 -13.0(3) .
C12 C11 O2 In1 169.20(12) .
C15 C14 O3 In1 -94.1(2) .
C13 C14 O3 In1 87.1(2) .
C11 O2 In1 O1 -143.68(14) .
C11 O2 In1 N2 20.25(14) .
C11 O2 In1 N1 -24.1(2) .
C11 O2 In1 O3 -67.92(14) .
C11 O2 In1 Cl1 123.30(14) .
C2 O1 In1 O2 171.74(13) .
C2 O1 In1 N2 54.9(2) .
C2 O1 In1 N1 9.32(14) .
C2 O1 In1 O3 93.32(14) .
C2 O1 In1 Cl1 -92.31(14) .
C9 N2 In1 O2 -21.64(15) .
C7 N2 In1 O2 169.75(13) .
C9 N2 In1 O1 97.2(2) .
C7 N2 In1 O1 -71.4(2) .
C9 N2 In1 N1 144.02(16) .
C7 N2 In1 N1 -24.59(12) .
C9 N2 In1 O3 59.76(15) .
C7 N2 In1 O3 -108.85(12) .
C9 N2 In1 Cl1 -116.57(15) .
C7 N2 In1 Cl1 74.82(12) .
C4 N1 In1 O2 -126.67(18) .
C6 N1 In1 O2 45.1(2) .
C4 N1 In1 O1 -5.16(16) .
C6 N1 In1 O1 166.61(13) .
C4 N1 In1 N2 -172.10(16) .
C6 N1 In1 N2 -0.34(13) .
C4 N1 In1 O3 -83.16(16) .
C6 N1 In1 O3 88.61(13) .
C4 N1 In1 Cl1 86.55(15) .
C6 N1 In1 Cl1 -101.69(12) .
C14 O3 In1 O2 33.6(2) .
C14 O3 In1 O1 137.3(2) .
C14 O3 In1 N2 -53.8(2) .
C14 O3 In1 N1 -132.4(2) .
C14 O3 In1 Cl1 108.1(2) .
