# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_Indabenzene_LiDME
_database_code_depnum_ccdc_archive 'CCDC 1583242'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2017-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H58 In Li O2 Si2, C6 H6'
_chemical_formula_sum            'C34 H64 In Li O2 Si2'
_chemical_formula_weight         682.79

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'
Li Li -0.0003 0.0001 '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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   26.868(5)
_cell_length_b                   16.649(3)
_cell_length_c                   8.7567(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.238(2)
_cell_angle_gamma                90
_cell_volume                     3885.9(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      2.5985
_cell_measurement_theta_max      31.3175

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.695
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8964
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            16099
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.057
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4613
_reflns_number_gt                4116
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SHELXT(Sheldrick)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0425P)²+6.6567P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4613
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0952
_refine_ls_wR_factor_gt          0.0905
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.59969(2) 0.500000 0.33772(3) 0.01896(9) Uani 1 2 d S T P . .
Si1 Si 0.63269(3) 0.70430(4) 0.35389(8) 0.01630(15) Uani 1 1 d . . . . .
C1 C 0.65151(9) 0.59742(15) 0.3630(3) 0.0189(5) Uani 1 1 d . . . . .
C2 C 0.70110(10) 0.57651(16) 0.4175(3) 0.0231(6) Uani 1 1 d . . . . .
H2 H 0.723221 0.620628 0.440235 0.028 Uiso 1 1 calc R U . . .
C3 C 0.72334(14) 0.500000 0.4439(5) 0.0256(8) Uani 1 2 d S T P . .
H3 H 0.757813 0.500000 0.484799 0.031 Uiso 1 2 calc R U P . .
O1 O 0.66249(17) 0.500000 -0.0331(4) 0.0635(11) Uani 1 2 d S T P . .
C5 C 0.57287(9) 0.71614(16) 0.2152(3) 0.0193(5) Uani 1 1 d . . . . .
H5 H 0.549962 0.672256 0.241203 0.023 Uiso 1 1 calc R U . . .
C4 C 0.51911(14) 0.500000 0.2771(6) 0.0396(11) Uani 1 2 d S T P . .
H4 H 0.510784 0.479544 0.172077 0.059 Uiso 0.5 1 calc R U P . .
H4A H 0.506343 0.554906 0.282997 0.059 Uiso 0.5 1 calc R U P . .
H4B H 0.503705 0.465550 0.348859 0.059 Uiso 0.5 1 calc R U P . .
C11 C 0.61679(9) 0.73760(16) 0.5503(3) 0.0208(5) Uani 1 1 d . . . . .
H11 H 0.604521 0.794287 0.539830 0.025 Uiso 1 1 calc R U . . .
C12 C 0.57428(11) 0.68649(19) 0.6017(3) 0.0293(6) Uani 1 1 d . . . . .
H12 H 0.584969 0.630241 0.611171 0.044 Uiso 1 1 calc R U . . .
H12A H 0.544455 0.690788 0.525218 0.044 Uiso 1 1 calc R U . . .
H12B H 0.566302 0.705846 0.701466 0.044 Uiso 1 1 calc R U . . .
C8 C 0.68640(10) 0.77071(16) 0.3057(3) 0.0222(5) Uani 1 1 d . . . . .
H8 H 0.714909 0.759973 0.388045 0.027 Uiso 1 1 calc R U . . .
C13 C 0.66270(11) 0.7367(2) 0.6731(3) 0.0323(7) Uani 1 1 d . . . . .
H13 H 0.652551 0.751719 0.772842 0.048 Uiso 1 1 calc R U . . .
H13A H 0.687666 0.775050 0.644973 0.048 Uiso 1 1 calc R U . . .
H13B H 0.677282 0.682632 0.680034 0.048 Uiso 1 1 calc R U . . .
C6 C 0.58030(11) 0.7030(2) 0.0465(3) 0.0356(7) Uani 1 1 d . . . . .
H6 H 0.547710 0.693341 -0.014481 0.053 Uiso 1 1 calc R U . . .
H6A H 0.602142 0.656445 0.038614 0.053 Uiso 1 1 calc R U . . .
H6B H 0.595813 0.750837 0.007507 0.053 Uiso 1 1 calc R U . . .
C9 C 0.70618(11) 0.7502(2) 0.1536(3) 0.0327(7) Uani 1 1 d . . . . .
H9 H 0.680933 0.764671 0.067228 0.049 Uiso 1 1 calc R U . . .
H9A H 0.713125 0.692484 0.150109 0.049 Uiso 1 1 calc R U . . .
H9B H 0.737113 0.780326 0.146133 0.049 Uiso 1 1 calc R U . . .
C7 C 0.54434(11) 0.79484(17) 0.2312(3) 0.0300(6) Uani 1 1 d . . . . .
H7 H 0.565333 0.840285 0.208084 0.045 Uiso 1 1 calc R U . . .
H7A H 0.536113 0.799829 0.336689 0.045 Uiso 1 1 calc R U . . .
H7B H 0.513333 0.794704 0.159074 0.045 Uiso 1 1 calc R U . . .
C10 C 0.67595(12) 0.86148(17) 0.3139(4) 0.0347(7) Uani 1 1 d . . . . .
H10 H 0.706927 0.891369 0.305793 0.052 Uiso 1 1 calc R U . . .
H10A H 0.663892 0.874053 0.412270 0.052 Uiso 1 1 calc R U . . .
H10B H 0.650390 0.876755 0.229051 0.052 Uiso 1 1 calc R U . . .
C15 C 0.43568(14) 0.9178(2) 0.2540(5) 0.0487(9) Uani 1 1 d . . . . .
H15 H 0.435366 0.860772 0.254292 0.058 Uiso 1 1 calc R U . . .
C14 C 0.44104(15) 0.9581(2) 0.1211(5) 0.0526(10) Uani 1 1 d . . . . .
H14 H 0.444736 0.929297 0.029576 0.063 Uiso 1 1 calc R U . . .
C16 C 0.43076(16) 0.9588(2) 0.3866(5) 0.0553(10) Uani 1 1 d . . . . .
H16 H 0.427346 0.930228 0.478647 0.066 Uiso 1 1 calc R U . . .
Li1 Li 0.6929(3) 0.500000 0.1887(9) 0.0335(16) Uani 1 2 d S T P . .
C20 C 0.8040(3) 0.5256(6) 0.1644(12) 0.088(4) Uiso 0.5 1 d . . P A -1
H21 H 0.810551 0.479537 0.233694 0.132 Uiso 0.5 1 calc R U P A -1
H22 H 0.808496 0.575486 0.223847 0.132 Uiso 0.5 1 calc R U P A -1
H23 H 0.827434 0.524619 0.087211 0.132 Uiso 0.5 1 calc R U P A -1
C17 C 0.6120(3) 0.500000 -0.1037(6) 0.070(2) Uani 1 2 d S T P . .
H24 H 0.607912 0.540095 -0.186305 0.106 Uiso 0.5 1 calc R U P A .
H25 H 0.589719 0.513183 -0.026861 0.106 Uiso 0.5 1 calc R U P . .
H26 H 0.603410 0.446722 -0.146852 0.106 Uiso 0.5 1 calc R U P . .
C18 C 0.6992(4) 0.500000 -0.1335(7) 0.083(3) Uani 1 2 d S T P . .
H19 H 0.694482 0.548029 -0.200439 0.100 Uiso 0.5 1 calc R U P A .
H20 H 0.694482 0.451971 -0.200440 0.100 Uiso 0.5 1 calc R U P . .
C19 C 0.7481(4) 0.500000 -0.0575(11) 0.112(3) Uani 1 2 d S T P A .
H17 H 0.761986 0.445268 -0.064902 0.135 Uiso 0.5 1 calc R U P . .
H18 H 0.768455 0.536548 -0.113703 0.135 Uiso 0.5 1 calc R U P . .
O2 O 0.75428(18) 0.5214(3) 0.0899(6) 0.0581(15) Uiso 0.5 1 d . . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
In1 C1 2.131(2) 6_565 ?
In1 C1 2.131(2) . ?
In1 C4 2.163(4) . ?
In1 Li1 2.965(7) . ?
Si1 C1 1.849(3) . ?
Si1 C5 1.899(3) . ?
Si1 C11 1.906(3) . ?
Si1 C8 1.907(3) . ?
C1 C2 1.402(3) . ?
C1 Li1 2.573(6) . ?
C2 C3 1.414(3) . ?
C2 Li1 2.361(7) . ?
C2 H2 0.9500 . ?
C3 Li1 2.281(8) . ?
C3 H3 0.9500 . ?
O1 C18 1.401(8) . ?
O1 C17 1.419(7) . ?
O1 Li1 2.010(8) . ?
C5 C6 1.531(4) . ?
C5 C7 1.533(4) . ?
C5 H5 1.0000 . ?
C4 H4 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4 0.98(2) 6_565 ?
C4 H4A 0.980(10) 6_565 ?
C4 H4B 0.98(3) 6_565 ?
C11 C13 1.531(4) . ?
C11 C12 1.536(4) . ?
C11 H11 1.0000 . ?
C12 H12 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C8 C9 1.533(4) . ?
C8 C10 1.540(4) . ?
C8 H8 1.0000 . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C6 H6 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C9 H9 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C7 H7 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C10 H10 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C15 C14 1.366(5) . ?
C15 C16 1.367(5) . ?
C15 H15 0.9500 . ?
C14 C14 1.395(8) 6_575 ?
C14 H14 0.9500 . ?
C16 C16 1.372(7) 6_575 ?
C16 H16 0.9500 . ?
Li1 O2 1.990(8) . ?
Li1 C19 2.767(10) . ?
C20 O2 1.412(10) . ?
C20 H21 0.9800 . ?
C20 H22 0.9800 . ?
C20 H23 0.9800 . ?
C17 H24 0.9800 . ?
C17 H25 0.9800 . ?
C17 H26 0.9800 . ?
C18 C19 1.397(12) . ?
C18 H19 0.9900 . ?
C18 H20 0.9900 . ?
C19 O2 1.329(9) . ?
C19 H17 0.9900 . ?
C19 H18 0.9900 . ?
C19 H17 0.9900 6_565 ?
C19 H18 0.9901 6_565 ?

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 In1 C1 99.14(14) 6_565 . ?
C1 In1 C4 130.25(7) 6_565 . ?
C1 In1 C4 130.25(7) . . ?
C1 In1 Li1 57.92(9) 6_565 . ?
C1 In1 Li1 57.92(9) . . ?
C4 In1 Li1 140.0(2) . . ?
C1 Si1 C5 109.41(11) . . ?
C1 Si1 C11 109.40(12) . . ?
C5 Si1 C11 106.20(11) . . ?
C1 Si1 C8 110.93(12) . . ?
C5 Si1 C8 113.66(12) . . ?
C11 Si1 C8 107.04(12) . . ?
C2 C1 Si1 119.79(19) . . ?
C2 C1 In1 115.28(19) . . ?
Si1 C1 In1 123.82(13) . . ?
C2 C1 Li1 65.3(2) . . ?
Si1 C1 Li1 135.83(17) . . ?
In1 C1 Li1 77.52(14) . . ?
C1 C2 C3 130.1(3) . . ?
C1 C2 Li1 82.0(2) . . ?
C3 C2 Li1 69.2(2) . . ?
C1 C2 H2 115.0 . . ?
C3 C2 H2 115.0 . . ?
Li1 C2 H2 125.8 . . ?
C2 C3 C2 128.6(3) 6_565 . ?
C2 C3 Li1 75.4(2) 6_565 . ?
C2 C3 Li1 75.4(2) . . ?
C2 C3 H3 115.7 6_565 . ?
C2 C3 H3 115.7 . . ?
Li1 C3 H3 125.6 . . ?
C18 O1 C17 115.8(5) . . ?
C18 O1 Li1 112.0(5) . . ?
C17 O1 Li1 132.1(4) . . ?
C6 C5 C7 109.7(2) . . ?
C6 C5 Si1 113.55(18) . . ?
C7 C5 Si1 115.02(18) . . ?
C6 C5 H5 105.9 . . ?
C7 C5 H5 105.9 . . ?
Si1 C5 H5 105.9 . . ?
In1 C4 H4 109.5 . . ?
In1 C4 H4A 109.5 . . ?
H4 C4 H4A 109.5 . . ?
In1 C4 H4B 109.5 . . ?
H4 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
In1 C4 H4 109.5(5) . 6_565 ?
H4 C4 H4 40.7 . 6_565 ?
H4A C4 H4 71.6 . 6_565 ?
H4B C4 H4 137.7 . 6_565 ?
In1 C4 H4A 109.5(2) . 6_565 ?
H4 C4 H4A 71.6 . 6_565 ?
H4A C4 H4A 137.7 . 6_565 ?
H4B C4 H4A 40.7 . 6_565 ?
H4 C4 H4A 109.5 6_565 6_565 ?
In1 C4 H4B 109.5(7) . 6_565 ?
H4 C4 H4B 137.7 . 6_565 ?
H4A C4 H4B 40.7 . 6_565 ?
H4B C4 H4B 71.6 . 6_565 ?
H4 C4 H4B 109.5 6_565 6_565 ?
H4A C4 H4B 109.5 6_565 6_565 ?
C13 C11 C12 110.6(2) . . ?
C13 C11 Si1 112.23(18) . . ?
C12 C11 Si1 111.27(18) . . ?
C13 C11 H11 107.5 . . ?
C12 C11 H11 107.5 . . ?
Si1 C11 H11 107.5 . . ?
C11 C12 H12 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C8 C10 110.2(2) . . ?
C9 C8 Si1 114.71(19) . . ?
C10 C8 Si1 114.26(19) . . ?
C9 C8 H8 105.6 . . ?
C10 C8 H8 105.6 . . ?
Si1 C8 H8 105.6 . . ?
C11 C13 H13 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C5 C6 H6 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C8 C9 H9 109.5 . . ?
C8 C9 H9A 109.5 . . ?
H9 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C7 H7 109.5 . . ?
C5 C7 H7A 109.5 . . ?
H7 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C10 H10 109.5 . . ?
C8 C10 H10A 109.5 . . ?
H10 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C14 C14 119.4(2) . 6_575 ?
C15 C14 H14 120.3 . . ?
C14 C14 H14 120.3 6_575 . ?
C15 C16 C16 119.9(2) . 6_575 ?
C15 C16 H16 120.0 . . ?
C16 C16 H16 120.0 6_575 . ?
O2 Li1 O1 80.6(3) . . ?
O2 Li1 C3 102.2(4) . . ?
O1 Li1 C3 177.1(4) . . ?
O2 Li1 C2 106.1(3) . . ?
O1 Li1 C2 143.5(2) . . ?
C3 Li1 C2 35.41(13) . . ?
O2 Li1 C2 118.1(4) . 6_565 ?
O1 Li1 C2 143.5(2) . 6_565 ?
C3 Li1 C2 35.41(13) . 6_565 ?
C2 Li1 C2 65.3(2) . 6_565 ?
O2 Li1 C1 126.1(2) . . ?
O1 Li1 C1 114.8(3) . . ?
C3 Li1 C1 63.11(19) . . ?
C2 Li1 C1 32.65(11) . . ?
C2 Li1 C1 80.7(2) 6_565 . ?
O2 Li1 C1 144.5(3) . 6_565 ?
O1 Li1 C1 114.8(3) . 6_565 ?
C3 Li1 C1 63.11(19) . 6_565 ?
C2 Li1 C1 80.7(2) . 6_565 ?
C2 Li1 C1 32.65(11) 6_565 6_565 ?
C1 Li1 C1 78.2(2) . 6_565 ?
O2 Li1 C19 26.6(3) . . ?
O1 Li1 C19 55.9(3) . . ?
C3 Li1 C19 127.0(4) . . ?
C2 Li1 C19 131.2(3) . . ?
C2 Li1 C19 131.2(3) 6_565 . ?
C1 Li1 C19 140.90(12) . . ?
C1 Li1 C19 140.90(12) 6_565 . ?
O2 Li1 In1 169.68(15) . . ?
O1 Li1 In1 99.4(3) . . ?
C3 Li1 In1 77.8(2) . . ?
C2 Li1 In1 67.72(18) . . ?
C2 Li1 In1 67.72(18) 6_565 . ?
C1 Li1 In1 44.56(12) . . ?
C1 Li1 In1 44.56(12) 6_565 . ?
C19 Li1 In1 155.3(4) . . ?
O2 C20 H21 109.5 . . ?
O2 C20 H22 109.5 . . ?
H21 C20 H22 109.5 . . ?
O2 C20 H23 109.5 . . ?
H21 C20 H23 109.5 . . ?
H22 C20 H23 109.5 . . ?
O1 C17 H24 109.5 . . ?
O1 C17 H25 109.5 . . ?
H24 C17 H25 109.5 . . ?
O1 C17 H26 109.5 . . ?
H24 C17 H26 109.5 . . ?
H25 C17 H26 109.5 . . ?
O1 C18 C19 113.3(6) . . ?
O1 C18 H19 108.9 . . ?
C19 C18 H19 108.9 . . ?
O1 C18 H20 108.9 . . ?
C19 C18 H20 108.9 . . ?
H19 C18 H20 107.7 . . ?
O2 C19 C18 117.3(6) . . ?
O2 C19 Li1 42.0(3) . . ?
C18 C19 Li1 78.9(4) . . ?
O2 C19 H17 108.0 . . ?
C18 C19 H17 108.0 . . ?
Li1 C19 H17 107.2 . . ?
O2 C19 H18 108.0 . . ?
C18 C19 H18 108.0 . . ?
Li1 C19 H18 140.5 . . ?
H17 C19 H18 107.2 . . ?
O2 C19 H17 79.3(3) . 6_565 ?
C18 C19 H17 107.98(10) . 6_565 ?
Li1 C19 H17 107.16(8) . 6_565 ?
H17 C19 H17 134.0 . 6_565 ?
H18 C19 H17 33.4 . 6_565 ?
O2 C19 H18 129.7(5) . 6_565 ?
C18 C19 H18 108.0(3) . 6_565 ?
Li1 C19 H18 140.52(7) . 6_565 ?
H17 C19 H18 33.4 . 6_565 ?
H18 C19 H18 75.8 . 6_565 ?
H17 C19 H18 107.2 6_565 6_565 ?
C19 O2 C20 117.2(7) . . ?
C19 O2 Li1 111.4(5) . . ?
C20 O2 Li1 126.6(6) . . ?

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 Si1 C1 C2 160.2(2) . . . . ?
C11 Si1 C1 C2 -83.8(2) . . . . ?
C8 Si1 C1 C2 34.1(2) . . . . ?
C5 Si1 C1 In1 -32.37(18) . . . . ?
C11 Si1 C1 In1 83.58(16) . . . . ?
C8 Si1 C1 In1 -158.55(13) . . . . ?
C5 Si1 C1 Li1 76.1(3) . . . . ?
C11 Si1 C1 Li1 -168.0(3) . . . . ?
C8 Si1 C1 Li1 -50.1(3) . . . . ?
Si1 C1 C2 C3 175.6(3) . . . . ?
In1 C1 C2 C3 7.2(4) . . . . ?
Li1 C1 C2 C3 -54.1(3) . . . . ?
Si1 C1 C2 Li1 -130.3(2) . . . . ?
In1 C1 C2 Li1 61.30(19) . . . . ?
C1 C2 C3 C2 2.0(7) . . . 6_565 ?
Li1 C2 C3 C2 -57.2(4) . . . 6_565 ?
C1 C2 C3 Li1 59.1(4) . . . . ?
C1 Si1 C5 C6 -69.9(2) . . . . ?
C11 Si1 C5 C6 172.1(2) . . . . ?
C8 Si1 C5 C6 54.7(2) . . . . ?
C1 Si1 C5 C7 162.5(2) . . . . ?
C11 Si1 C5 C7 44.5(2) . . . . ?
C8 Si1 C5 C7 -72.9(2) . . . . ?
C16 C15 C14 C14 -0.5(5) . . . 6_575 ?
C14 C15 C16 C16 0.6(5) . . . 6_575 ?
C17 O1 C18 C19 180.000(0) . . . . ?
Li1 O1 C18 C19 0.000(0) . . . . ?
O1 C18 C19 O2 -17.6(3) . . . . ?
O1 C18 C19 Li1 0.000(0) . . . . ?
C18 C19 O2 C20 -176.7(6) . . . . ?
Li1 C19 O2 C20 157.1(8) . . . . ?
C18 C19 O2 Li1 26.3(4) . . . . ?

_refine_diff_density_max         0.936
_refine_diff_density_min         -0.881
_refine_diff_density_rms         0.099

_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Indabenzene_LiDME3
_database_code_depnum_ccdc_archive 'CCDC 1583243'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2017-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H78 In Li O6 Si2'
_chemical_formula_sum            'C36 H78 In Li O6 Si2'
_chemical_formula_weight         784.92

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'
Li Li -0.0003 0.0001 '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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   15.6436(14)
_cell_length_b                   13.5076(12)
_cell_length_c                   21.2642(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4493.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    13593
_cell_measurement_theta_min      2.6041
_cell_measurement_theta_max      31.2057

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             1688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.615
_shelx_estimated_absorpt_T_min   0.887
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8921
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            35510
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.010
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             9677
_reflns_number_gt                7977
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.828
_reflns_Friedel_fraction_max     0.873
_reflns_Friedel_fraction_full    0.895

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2769 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.006(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9677
_refine_ls_number_parameters     433
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1605(3) 0.6023(3) 0.6584(2) 0.0203(9) Uani 1 1 d . . . . .
C2 C 0.0741(3) 0.5792(3) 0.6660(2) 0.0210(9) Uani 1 1 d . . . . .
H1 H 0.0357 0.6265 0.6488 0.025 Uiso 1 1 calc R U . . .
C3 C 0.0344(2) 0.4971(3) 0.6949(3) 0.0197(7) Uani 1 1 d . . . . .
H2 H -0.0263 0.4976 0.6945 0.024 Uiso 1 1 calc R U . . .
C4 C 0.0722(3) 0.4143(3) 0.72451(19) 0.0191(9) Uani 1 1 d . . . . .
H3 H 0.0324 0.3668 0.7397 0.023 Uiso 1 1 calc R U . . .
C5 C 0.1572(3) 0.3902(3) 0.73521(19) 0.0191(9) Uani 1 1 d . . . . .
C6 C 0.3813(2) 0.4951(3) 0.7068(4) 0.0377(14) Uani 1 1 d . . . . .
H4 H 0.3993 0.4347 0.7286 0.057 Uiso 1 1 calc R U . . .
H5 H 0.4004 0.5531 0.7306 0.057 Uiso 1 1 calc R U . . .
H6 H 0.4066 0.4966 0.6646 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1043(3) 0.8428(3) 0.6967(3) 0.0393(11) Uani 1 1 d . . . . .
H13 H 0.0606 0.8943 0.7008 0.059 Uiso 1 1 calc R U . . .
H14 H 0.1579 0.8661 0.7155 0.059 Uiso 1 1 calc R U . . .
H15 H 0.0853 0.7827 0.7183 0.059 Uiso 1 1 calc R U . . .
C8 C 0.1190(3) 0.8198(3) 0.6265(2) 0.0322(11) Uani 1 1 d . . . . .
H7 H 0.0620 0.8003 0.6090 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1454(4) 0.9154(4) 0.5914(3) 0.0590(18) Uani 1 1 d . . . . .
H16 H 0.1979 0.9418 0.6101 0.088 Uiso 1 1 calc R U . . .
H17 H 0.0996 0.9646 0.5951 0.088 Uiso 1 1 calc R U . . .
H18 H 0.1553 0.9003 0.5470 0.088 Uiso 1 1 calc R U . . .
C10 C 0.3271(3) 0.7788(4) 0.6950(3) 0.0464(13) Uani 1 1 d . . . . .
H19 H 0.3074 0.8475 0.6978 0.070 Uiso 1 1 calc R U . . .
H20 H 0.3885 0.7760 0.7040 0.070 Uiso 1 1 calc R U . . .
H21 H 0.2961 0.7383 0.7257 0.070 Uiso 1 1 calc R U . . .
C11 C 0.3104(3) 0.7392(4) 0.6289(2) 0.0370(13) Uani 1 1 d . . . . .
H8 H 0.3405 0.6740 0.6269 0.044 Uiso 1 1 calc R U . . .
C12 C 0.3548(4) 0.8052(5) 0.5788(3) 0.067(2) Uani 1 1 d . . . . .
H22 H 0.4159 0.8103 0.5884 0.100 Uiso 1 1 calc R U . . .
H23 H 0.3291 0.8714 0.5793 0.100 Uiso 1 1 calc R U . . .
H24 H 0.3473 0.7756 0.5371 0.100 Uiso 1 1 calc R U . . .
C13 C 0.0958(4) 0.6714(4) 0.5003(3) 0.0449(14) Uani 1 1 d . . . . .
H25 H 0.0683 0.6173 0.5235 0.067 Uiso 1 1 calc R U . . .
H26 H 0.0965 0.6556 0.4553 0.067 Uiso 1 1 calc R U . . .
H27 H 0.0639 0.7328 0.5071 0.067 Uiso 1 1 calc R U . . .
C14 C 0.1878(3) 0.6844(3) 0.5238(2) 0.0310(11) Uani 1 1 d . . . . .
H9 H 0.2123 0.7432 0.5016 0.037 Uiso 1 1 calc R U . . .
C15 C 0.2414(3) 0.5942(4) 0.5047(3) 0.0436(14) Uani 1 1 d . . . . .
H28 H 0.2388 0.5857 0.4590 0.065 Uiso 1 1 calc R U . . .
H29 H 0.2189 0.5349 0.5253 0.065 Uiso 1 1 calc R U . . .
H30 H 0.3009 0.6045 0.5175 0.065 Uiso 1 1 calc R U . . .
C16 C 0.3129(3) 0.2134(4) 0.6867(3) 0.0522(17) Uani 1 1 d . . . . .
H31 H 0.2828 0.1518 0.6767 0.078 Uiso 1 1 calc R U . . .
H32 H 0.3741 0.2052 0.6783 0.078 Uiso 1 1 calc R U . . .
H33 H 0.2903 0.2672 0.6607 0.078 Uiso 1 1 calc R U . . .
C17 C 0.2994(3) 0.2388(4) 0.7575(3) 0.0384(13) Uani 1 1 d . . . . .
H10 H 0.3369 0.2974 0.7658 0.046 Uiso 1 1 calc R U . . .
C18 C 0.3358(4) 0.1551(5) 0.7985(3) 0.076(2) Uani 1 1 d . . . . .
H34 H 0.3968 0.1465 0.7893 0.113 Uiso 1 1 calc R U . . .
H35 H 0.3054 0.0933 0.7893 0.113 Uiso 1 1 calc R U . . .
H36 H 0.3285 0.1719 0.8430 0.113 Uiso 1 1 calc R U . . .
C19 C 0.0971(3) 0.1447(3) 0.7009(3) 0.0478(13) Uani 1 1 d . . . . .
H37 H 0.0473 0.1013 0.6965 0.072 Uiso 1 1 calc R U . . .
H38 H 0.1489 0.1084 0.6889 0.072 Uiso 1 1 calc R U . . .
H39 H 0.0903 0.2026 0.6737 0.072 Uiso 1 1 calc R U . . .
C20 C 0.1049(3) 0.1784(3) 0.7692(2) 0.0354(12) Uani 1 1 d . . . . .
H11 H 0.0487 0.2095 0.7800 0.043 Uiso 1 1 calc R U . . .
C21 C 0.1134(4) 0.0877(4) 0.8125(3) 0.076(2) Uani 1 1 d . . . . .
H40 H 0.1674 0.0537 0.8037 0.114 Uiso 1 1 calc R U . . .
H41 H 0.0656 0.0423 0.8049 0.114 Uiso 1 1 calc R U . . .
H42 H 0.1125 0.1093 0.8565 0.114 Uiso 1 1 calc R U . . .
C22 C 0.2626(3) 0.3824(4) 0.8839(3) 0.0475(15) Uani 1 1 d . . . . .
H43 H 0.2613 0.3965 0.9291 0.071 Uiso 1 1 calc R U . . .
H44 H 0.2526 0.4437 0.8604 0.071 Uiso 1 1 calc R U . . .
H45 H 0.3186 0.3552 0.8726 0.071 Uiso 1 1 calc R U . . .
C23 C 0.1928(3) 0.3071(3) 0.8679(2) 0.0323(12) Uani 1 1 d . . . . .
H12 H 0.2065 0.2440 0.8903 0.039 Uiso 1 1 calc R U . . .
C24 C 0.1058(3) 0.3445(4) 0.8922(2) 0.0466(14) Uani 1 1 d . . . . .
H46 H 0.0915 0.4071 0.8715 0.070 Uiso 1 1 calc R U . . .
H47 H 0.1090 0.3549 0.9378 0.070 Uiso 1 1 calc R U . . .
H48 H 0.0616 0.2952 0.8829 0.070 Uiso 1 1 calc R U . . .
In1 In 0.24326(2) 0.49699(2) 0.69910(6) 0.01849(7) Uani 1 1 d . . . . .
Si1 Si 0.19355(8) 0.71071(8) 0.61167(6) 0.0231(3) Uani 1 1 d . . . . .
Si2 Si 0.18822(8) 0.27927(8) 0.78023(6) 0.0214(3) Uani 1 1 d . . . . .
C25 C 0.5962(3) 0.3260(4) 0.3422(2) 0.0495(14) Uani 1 1 d . . . . .
H61 H 0.5489 0.3375 0.3129 0.074 Uiso 1 1 calc R U . . .
H62 H 0.6180 0.2585 0.3366 0.074 Uiso 1 1 calc R U . . .
H63 H 0.6421 0.3736 0.3338 0.074 Uiso 1 1 calc R U . . .
C26 C 0.5320(4) 0.4337(4) 0.4144(3) 0.0659(19) Uani 1 1 d . . . . .
H49 H 0.4822 0.4436 0.3865 0.079 Uiso 1 1 calc R U . . .
H50 H 0.5755 0.4845 0.4044 0.079 Uiso 1 1 calc R U . . .
C27 C 0.5054(4) 0.4422(4) 0.4819(3) 0.0643(18) Uani 1 1 d . . . . .
H51 H 0.5555 0.4341 0.5098 0.077 Uiso 1 1 calc R U . . .
H52 H 0.4799 0.5081 0.4899 0.077 Uiso 1 1 calc R U . . .
C28 C 0.4113(4) 0.3708(4) 0.5566(3) 0.0570(16) Uani 1 1 d . . . . .
H64 H 0.4585 0.3634 0.5865 0.085 Uiso 1 1 calc R U . . .
H65 H 0.3698 0.3175 0.5631 0.085 Uiso 1 1 calc R U . . .
H66 H 0.3834 0.4349 0.5632 0.085 Uiso 1 1 calc R U . . .
C29 C 0.6482(3) 0.2271(4) 0.5252(3) 0.0538(16) Uani 1 1 d . . . . .
H67 H 0.6406 0.2713 0.5614 0.081 Uiso 1 1 calc R U . . .
H68 H 0.6679 0.2656 0.4889 0.081 Uiso 1 1 calc R U . . .
H69 H 0.6907 0.1764 0.5355 0.081 Uiso 1 1 calc R U . . .
C30 C 0.5368(3) 0.1281(4) 0.5632(2) 0.0351(12) Uani 1 1 d . . . . .
H53 H 0.5224 0.1743 0.5978 0.042 Uiso 1 1 calc R U . . .
H54 H 0.5798 0.0803 0.5789 0.042 Uiso 1 1 calc R U . . .
C31 C 0.4587(3) 0.0746(3) 0.5424(2) 0.0363(11) Uani 1 1 d . . . . .
H55 H 0.4742 0.0224 0.5117 0.044 Uiso 1 1 calc R U . . .
H56 H 0.4305 0.0429 0.5788 0.044 Uiso 1 1 calc R U . . .
C32 C 0.3228(3) 0.0984(3) 0.4995(2) 0.0415(12) Uani 1 1 d . . . . .
H70 H 0.3324 0.0421 0.4713 0.062 Uiso 1 1 calc R U . . .
H71 H 0.2855 0.1467 0.4788 0.062 Uiso 1 1 calc R U . . .
H72 H 0.2956 0.0752 0.5383 0.062 Uiso 1 1 calc R U . . .
C33 C 0.5637(3) 0.0575(3) 0.3776(3) 0.0476(14) Uani 1 1 d . . . . .
H73 H 0.5464 -0.0107 0.3687 0.071 Uiso 1 1 calc R U . . .
H74 H 0.5980 0.0590 0.4162 0.071 Uiso 1 1 calc R U . . .
H75 H 0.5978 0.0830 0.3425 0.071 Uiso 1 1 calc R U . . .
C34 C 0.4437(4) 0.1281(4) 0.3276(2) 0.0409(13) Uani 1 1 d . . . . .
H57 H 0.4321 0.0623 0.3090 0.049 Uiso 1 1 calc R U . . .
H58 H 0.4778 0.1670 0.2971 0.049 Uiso 1 1 calc R U . . .
C35 C 0.3616(3) 0.1800(4) 0.3411(2) 0.0410(12) Uani 1 1 d . . . . .
H59 H 0.3339 0.2004 0.3012 0.049 Uiso 1 1 calc R U . . .
H60 H 0.3222 0.1351 0.3638 0.049 Uiso 1 1 calc R U . . .
Li1 Li 0.4756(4) 0.2324(5) 0.4488(3) 0.0271(16) Uani 1 1 d . . . . .
C36 C 0.3077(3) 0.3303(4) 0.3828(3) 0.0459(12) Uani 1 1 d . . . . .
H76 H 0.2955 0.3581 0.3412 0.069 Uiso 1 1 calc R U . . .
H77 H 0.3209 0.3841 0.4122 0.069 Uiso 1 1 calc R U . . .
H78 H 0.2578 0.2937 0.3979 0.069 Uiso 1 1 calc R U . . .
O1 O 0.5663(2) 0.3383(2) 0.40587(16) 0.0387(8) Uani 1 1 d . . . . .
O2 O 0.4437(2) 0.3659(2) 0.49414(15) 0.0389(9) Uani 1 1 d . . . . .
O3 O 0.57045(19) 0.1817(2) 0.51081(14) 0.0346(7) Uani 1 1 d . . . . .
O4 O 0.40267(18) 0.14386(19) 0.51408(14) 0.0292(7) Uani 1 1 d . . . . .
O5 O 0.4902(2) 0.1170(2) 0.38553(14) 0.0368(7) Uani 1 1 d . . . . .
O6 O 0.3795(2) 0.2648(2) 0.37858(16) 0.0367(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C2 1.396(6) . ?
C1 Si1 1.844(4) . ?
C1 In1 2.109(4) . ?
C2 C3 1.413(6) . ?
C2 H1 0.9500 . ?
C3 C4 1.413(6) . ?
C3 H2 0.9500 . ?
C4 C5 1.389(6) . ?
C4 H3 0.9500 . ?
C5 Si2 1.843(4) . ?
C5 In1 2.117(4) . ?
C6 In1 2.165(4) . ?
C6 H4 0.9800 . ?
C6 H5 0.9800 . ?
C6 H6 0.9800 . ?
C7 C8 1.542(7) . ?
C7 H13 0.9800 . ?
C7 H14 0.9800 . ?
C7 H15 0.9800 . ?
C8 C9 1.547(7) . ?
C8 Si1 1.906(5) . ?
C8 H7 1.0000 . ?
C9 H16 0.9800 . ?
C9 H17 0.9800 . ?
C9 H18 0.9800 . ?
C10 C11 1.528(8) . ?
C10 H19 0.9800 . ?
C10 H20 0.9800 . ?
C10 H21 0.9800 . ?
C11 C12 1.553(7) . ?
C11 Si1 1.903(5) . ?
C11 H8 1.0000 . ?
C12 H22 0.9800 . ?
C12 H23 0.9800 . ?
C12 H24 0.9800 . ?
C13 C14 1.534(7) . ?
C13 H25 0.9800 . ?
C13 H26 0.9800 . ?
C13 H27 0.9800 . ?
C14 C15 1.534(7) . ?
C14 Si1 1.904(5) . ?
C14 H9 1.0000 . ?
C15 H28 0.9800 . ?
C15 H29 0.9800 . ?
C15 H30 0.9800 . ?
C16 C17 1.558(8) . ?
C16 H31 0.9800 . ?
C16 H32 0.9800 . ?
C16 H33 0.9800 . ?
C17 C18 1.537(7) . ?
C17 Si2 1.887(5) . ?
C17 H10 1.0000 . ?
C18 H34 0.9800 . ?
C18 H35 0.9800 . ?
C18 H36 0.9800 . ?
C19 C20 1.526(8) . ?
C19 H37 0.9800 . ?
C19 H38 0.9800 . ?
C19 H39 0.9800 . ?
C20 C21 1.538(7) . ?
C20 Si2 1.900(5) . ?
C20 H11 1.0000 . ?
C21 H40 0.9800 . ?
C21 H41 0.9800 . ?
C21 H42 0.9800 . ?
C22 C23 1.530(7) . ?
C22 H43 0.9800 . ?
C22 H44 0.9800 . ?
C22 H45 0.9800 . ?
C23 C24 1.541(7) . ?
C23 Si2 1.903(5) . ?
C23 H12 1.0000 . ?
C24 H46 0.9800 . ?
C24 H47 0.9800 . ?
C24 H48 0.9800 . ?
C25 O1 1.442(6) . ?
C25 H61 0.9800 . ?
C25 H62 0.9800 . ?
C25 H63 0.9800 . ?
C26 O1 1.408(6) . ?
C26 C27 1.498(8) . ?
C26 H49 0.9900 . ?
C26 H50 0.9900 . ?
C27 O2 1.435(6) . ?
C27 H51 0.9900 . ?
C27 H52 0.9900 . ?
C28 O2 1.423(6) . ?
C28 H64 0.9800 . ?
C28 H65 0.9800 . ?
C28 H66 0.9800 . ?
C29 O3 1.396(6) . ?
C29 H67 0.9800 . ?
C29 H68 0.9800 . ?
C29 H69 0.9800 . ?
C30 O3 1.430(5) . ?
C30 C31 1.486(7) . ?
C30 H53 0.9900 . ?
C30 H54 0.9900 . ?
C31 O4 1.416(5) . ?
C31 H55 0.9900 . ?
C31 H56 0.9900 . ?
C32 O4 1.427(5) . ?
C32 H70 0.9800 . ?
C32 H71 0.9800 . ?
C32 H72 0.9800 . ?
C33 O5 1.412(5) . ?
C33 H73 0.9800 . ?
C33 H74 0.9800 . ?
C33 H75 0.9800 . ?
C34 O5 1.440(6) . ?
C34 C35 1.491(7) . ?
C34 H57 0.9900 . ?
C34 H58 0.9900 . ?
C35 O6 1.423(5) . ?
C35 H59 0.9900 . ?
C35 H60 0.9900 . ?
Li1 O5 2.073(7) . ?
Li1 O3 2.099(8) . ?
Li1 O2 2.104(7) . ?
Li1 O4 2.159(7) . ?
Li1 O6 2.165(8) . ?
Li1 O1 2.211(8) . ?
C36 O6 1.432(5) . ?
C36 H76 0.9800 . ?
C36 H77 0.9800 . ?
C36 H78 0.9800 . ?

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
C2 C1 Si1 120.7(3) . . ?
C2 C1 In1 113.4(3) . . ?
Si1 C1 In1 125.8(2) . . ?
C1 C2 C3 130.6(4) . . ?
C1 C2 H1 114.7 . . ?
C3 C2 H1 114.7 . . ?
C4 C3 C2 129.2(3) . . ?
C4 C3 H2 115.4 . . ?
C2 C3 H2 115.4 . . ?
C5 C4 C3 131.2(4) . . ?
C5 C4 H3 114.4 . . ?
C3 C4 H3 114.4 . . ?
C4 C5 Si2 121.8(3) . . ?
C4 C5 In1 113.0(3) . . ?
Si2 C5 In1 125.1(2) . . ?
In1 C6 H4 109.5 . . ?
In1 C6 H5 109.5 . . ?
H4 C6 H5 109.5 . . ?
In1 C6 H6 109.5 . . ?
H4 C6 H6 109.5 . . ?
H5 C6 H6 109.5 . . ?
C8 C7 H13 109.5 . . ?
C8 C7 H14 109.5 . . ?
H13 C7 H14 109.5 . . ?
C8 C7 H15 109.5 . . ?
H13 C7 H15 109.5 . . ?
H14 C7 H15 109.5 . . ?
C7 C8 C9 109.7(4) . . ?
C7 C8 Si1 114.0(3) . . ?
C9 C8 Si1 113.7(4) . . ?
C7 C8 H7 106.2 . . ?
C9 C8 H7 106.2 . . ?
Si1 C8 H7 106.2 . . ?
C8 C9 H16 109.5 . . ?
C8 C9 H17 109.5 . . ?
H16 C9 H17 109.5 . . ?
C8 C9 H18 109.5 . . ?
H16 C9 H18 109.5 . . ?
H17 C9 H18 109.5 . . ?
C11 C10 H19 109.5 . . ?
C11 C10 H20 109.5 . . ?
H19 C10 H20 109.5 . . ?
C11 C10 H21 109.5 . . ?
H19 C10 H21 109.5 . . ?
H20 C10 H21 109.5 . . ?
C10 C11 C12 110.7(4) . . ?
C10 C11 Si1 114.3(4) . . ?
C12 C11 Si1 114.4(3) . . ?
C10 C11 H8 105.5 . . ?
C12 C11 H8 105.5 . . ?
Si1 C11 H8 105.5 . . ?
C11 C12 H22 109.5 . . ?
C11 C12 H23 109.5 . . ?
H22 C12 H23 109.5 . . ?
C11 C12 H24 109.5 . . ?
H22 C12 H24 109.5 . . ?
H23 C12 H24 109.5 . . ?
C14 C13 H25 109.5 . . ?
C14 C13 H26 109.5 . . ?
H25 C13 H26 109.5 . . ?
C14 C13 H27 109.5 . . ?
H25 C13 H27 109.5 . . ?
H26 C13 H27 109.5 . . ?
C13 C14 C15 109.6(4) . . ?
C13 C14 Si1 112.7(4) . . ?
C15 C14 Si1 112.5(4) . . ?
C13 C14 H9 107.2 . . ?
C15 C14 H9 107.2 . . ?
Si1 C14 H9 107.2 . . ?
C14 C15 H28 109.5 . . ?
C14 C15 H29 109.5 . . ?
H28 C15 H29 109.5 . . ?
C14 C15 H30 109.5 . . ?
H28 C15 H30 109.5 . . ?
H29 C15 H30 109.5 . . ?
C17 C16 H31 109.5 . . ?
C17 C16 H32 109.5 . . ?
H31 C16 H32 109.5 . . ?
C17 C16 H33 109.5 . . ?
H31 C16 H33 109.5 . . ?
H32 C16 H33 109.5 . . ?
C18 C17 C16 109.6(4) . . ?
C18 C17 Si2 114.2(4) . . ?
C16 C17 Si2 115.8(4) . . ?
C18 C17 H10 105.4 . . ?
C16 C17 H10 105.4 . . ?
Si2 C17 H10 105.4 . . ?
C17 C18 H34 109.5 . . ?
C17 C18 H35 109.5 . . ?
H34 C18 H35 109.5 . . ?
C17 C18 H36 109.5 . . ?
H34 C18 H36 109.5 . . ?
H35 C18 H36 109.5 . . ?
C20 C19 H37 109.5 . . ?
C20 C19 H38 109.5 . . ?
H37 C19 H38 109.5 . . ?
C20 C19 H39 109.5 . . ?
H37 C19 H39 109.5 . . ?
H38 C19 H39 109.5 . . ?
C19 C20 C21 109.8(4) . . ?
C19 C20 Si2 112.7(3) . . ?
C21 C20 Si2 116.0(4) . . ?
C19 C20 H11 105.9 . . ?
C21 C20 H11 105.9 . . ?
Si2 C20 H11 105.9 . . ?
C20 C21 H40 109.5 . . ?
C20 C21 H41 109.5 . . ?
H40 C21 H41 109.5 . . ?
C20 C21 H42 109.5 . . ?
H40 C21 H42 109.5 . . ?
H41 C21 H42 109.5 . . ?
C23 C22 H43 109.5 . . ?
C23 C22 H44 109.5 . . ?
H43 C22 H44 109.5 . . ?
C23 C22 H45 109.5 . . ?
H43 C22 H45 109.5 . . ?
H44 C22 H45 109.5 . . ?
C22 C23 C24 109.7(4) . . ?
C22 C23 Si2 112.1(4) . . ?
C24 C23 Si2 111.1(3) . . ?
C22 C23 H12 107.9 . . ?
C24 C23 H12 107.9 . . ?
Si2 C23 H12 107.9 . . ?
C23 C24 H46 109.5 . . ?
C23 C24 H47 109.5 . . ?
H46 C24 H47 109.5 . . ?
C23 C24 H48 109.5 . . ?
H46 C24 H48 109.5 . . ?
H47 C24 H48 109.5 . . ?
C1 In1 C5 102.58(12) . . ?
C1 In1 C6 130.64(18) . . ?
C5 In1 C6 126.75(18) . . ?
C1 Si1 C11 109.0(2) . . ?
C1 Si1 C14 111.6(2) . . ?
C11 Si1 C14 105.8(2) . . ?
C1 Si1 C8 110.7(2) . . ?
C11 Si1 C8 113.6(2) . . ?
C14 Si1 C8 106.1(2) . . ?
C5 Si2 C17 110.2(2) . . ?
C5 Si2 C20 109.8(2) . . ?
C17 Si2 C20 113.2(2) . . ?
C5 Si2 C23 111.0(2) . . ?
C17 Si2 C23 105.8(2) . . ?
C20 Si2 C23 106.8(2) . . ?
O1 C25 H61 109.5 . . ?
O1 C25 H62 109.5 . . ?
H61 C25 H62 109.5 . . ?
O1 C25 H63 109.5 . . ?
H61 C25 H63 109.5 . . ?
H62 C25 H63 109.5 . . ?
O1 C26 C27 107.5(5) . . ?
O1 C26 H49 110.2 . . ?
C27 C26 H49 110.2 . . ?
O1 C26 H50 110.2 . . ?
C27 C26 H50 110.2 . . ?
H49 C26 H50 108.5 . . ?
O2 C27 C26 107.8(5) . . ?
O2 C27 H51 110.1 . . ?
C26 C27 H51 110.1 . . ?
O2 C27 H52 110.1 . . ?
C26 C27 H52 110.1 . . ?
H51 C27 H52 108.5 . . ?
O2 C28 H64 109.5 . . ?
O2 C28 H65 109.5 . . ?
H64 C28 H65 109.5 . . ?
O2 C28 H66 109.5 . . ?
H64 C28 H66 109.5 . . ?
H65 C28 H66 109.5 . . ?
O3 C29 H67 109.5 . . ?
O3 C29 H68 109.5 . . ?
H67 C29 H68 109.5 . . ?
O3 C29 H69 109.5 . . ?
H67 C29 H69 109.5 . . ?
H68 C29 H69 109.5 . . ?
O3 C30 C31 108.4(4) . . ?
O3 C30 H53 110.0 . . ?
C31 C30 H53 110.0 . . ?
O3 C30 H54 110.0 . . ?
C31 C30 H54 110.0 . . ?
H53 C30 H54 108.4 . . ?
O4 C31 C30 108.3(4) . . ?
O4 C31 H55 110.0 . . ?
C30 C31 H55 110.0 . . ?
O4 C31 H56 110.0 . . ?
C30 C31 H56 110.0 . . ?
H55 C31 H56 108.4 . . ?
O4 C32 H70 109.5 . . ?
O4 C32 H71 109.5 . . ?
H70 C32 H71 109.5 . . ?
O4 C32 H72 109.5 . . ?
H70 C32 H72 109.5 . . ?
H71 C32 H72 109.5 . . ?
O5 C33 H73 109.5 . . ?
O5 C33 H74 109.5 . . ?
H73 C33 H74 109.5 . . ?
O5 C33 H75 109.5 . . ?
H73 C33 H75 109.5 . . ?
H74 C33 H75 109.5 . . ?
O5 C34 C35 108.6(4) . . ?
O5 C34 H57 110.0 . . ?
C35 C34 H57 110.0 . . ?
O5 C34 H58 110.0 . . ?
C35 C34 H58 110.0 . . ?
H57 C34 H58 108.3 . . ?
O6 C35 C34 108.5(4) . . ?
O6 C35 H59 110.0 . . ?
C34 C35 H59 110.0 . . ?
O6 C35 H60 110.0 . . ?
C34 C35 H60 110.0 . . ?
H59 C35 H60 108.4 . . ?
O5 Li1 O3 94.8(3) . . ?
O5 Li1 O2 165.5(4) . . ?
O3 Li1 O2 99.2(3) . . ?
O5 Li1 O4 93.4(3) . . ?
O3 Li1 O4 77.8(3) . . ?
O2 Li1 O4 93.2(3) . . ?
O5 Li1 O6 77.3(3) . . ?
O3 Li1 O6 172.0(4) . . ?
O2 Li1 O6 88.8(3) . . ?
O4 Li1 O6 100.8(3) . . ?
O5 Li1 O1 98.5(3) . . ?
O3 Li1 O1 91.0(3) . . ?
O2 Li1 O1 77.7(3) . . ?
O4 Li1 O1 164.4(4) . . ?
O6 Li1 O1 91.7(3) . . ?
O6 C36 H76 109.5 . . ?
O6 C36 H77 109.5 . . ?
H76 C36 H77 109.5 . . ?
O6 C36 H78 109.5 . . ?
H76 C36 H78 109.5 . . ?
H77 C36 H78 109.5 . . ?
C26 O1 C25 110.5(4) . . ?
C26 O1 Li1 107.1(4) . . ?
C25 O1 Li1 121.5(4) . . ?
C28 O2 C27 112.0(4) . . ?
C28 O2 Li1 123.5(4) . . ?
C27 O2 Li1 111.9(4) . . ?
C29 O3 C30 111.9(4) . . ?
C29 O3 Li1 127.6(4) . . ?
C30 O3 Li1 113.2(3) . . ?
C31 O4 C32 110.6(3) . . ?
C31 O4 Li1 108.1(3) . . ?
C32 O4 Li1 124.2(3) . . ?
C33 O5 C34 111.6(4) . . ?
C33 O5 Li1 126.5(4) . . ?
C34 O5 Li1 115.0(3) . . ?
C35 O6 C36 112.2(4) . . ?
C35 O6 Li1 111.2(3) . . ?
C36 O6 Li1 128.8(3) . . ?

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
Si1 C1 C2 C3 174.4(4) . . . . ?
In1 C1 C2 C3 -1.3(7) . . . . ?
C1 C2 C3 C4 -0.3(10) . . . . ?
C2 C3 C4 C5 1.8(10) . . . . ?
C3 C4 C5 Si2 175.9(4) . . . . ?
C3 C4 C5 In1 -1.0(6) . . . . ?
C2 C1 Si1 C11 165.3(4) . . . . ?
In1 C1 Si1 C11 -19.6(3) . . . . ?
C2 C1 Si1 C14 -78.3(4) . . . . ?
In1 C1 Si1 C14 96.9(3) . . . . ?
C2 C1 Si1 C8 39.7(4) . . . . ?
In1 C1 Si1 C8 -145.2(3) . . . . ?
C4 C5 Si2 C17 155.9(4) . . . . ?
In1 C5 Si2 C17 -27.6(3) . . . . ?
C4 C5 Si2 C20 30.6(4) . . . . ?
In1 C5 Si2 C20 -152.9(3) . . . . ?
C4 C5 Si2 C23 -87.2(4) . . . . ?
In1 C5 Si2 C23 89.3(3) . . . . ?
C18 C17 Si2 C5 172.4(4) . . . . ?
C16 C17 Si2 C5 -58.8(4) . . . . ?
C18 C17 Si2 C20 -64.2(5) . . . . ?
C16 C17 Si2 C20 64.5(4) . . . . ?
C18 C17 Si2 C23 52.4(5) . . . . ?
C16 C17 Si2 C23 -178.9(4) . . . . ?
O1 C26 C27 O2 -58.8(6) . . . . ?
O3 C30 C31 O4 -53.4(5) . . . . ?
O5 C34 C35 O6 48.4(5) . . . . ?
C27 C26 O1 C25 -178.0(5) . . . . ?
C27 C26 O1 Li1 47.7(6) . . . . ?
C26 C27 O2 C28 -177.2(5) . . . . ?
C26 C27 O2 Li1 39.3(6) . . . . ?
C31 C30 O3 C29 -174.8(4) . . . . ?
C31 C30 O3 Li1 32.7(5) . . . . ?
C30 C31 O4 C32 -173.6(4) . . . . ?
C30 C31 O4 Li1 47.5(5) . . . . ?
C35 C34 O5 C33 172.6(4) . . . . ?
C35 C34 O5 Li1 -34.4(5) . . . . ?
C34 C35 O6 C36 167.7(4) . . . . ?
C34 C35 O6 Li1 -40.3(5) . . . . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -1.143
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-4

_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_alminacyclohexadiene_NEt3
_database_code_depnum_ccdc_archive 'CCDC 1583244'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2017-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H68 Al Cl N Si2'
_chemical_formula_weight         585.48

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'
Al Al 0.0645 0.0514 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.260(3)
_cell_length_b                   22.872(5)
_cell_length_c                   14.194(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.635(3)
_cell_angle_gamma                90
_cell_volume                     3673.3(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    7377
_cell_measurement_theta_min      1.7808
_cell_measurement_theta_max      27.5010

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.059
_exptl_crystal_F_000             1300
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.213
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9388
_exptl_absorpt_correction_T_max  0.9586
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'RIGAKU/MSC Mercury CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            24565
_diffrn_reflns_av_unetI/netI     0.0753
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.791
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8404
_reflns_number_gt                5806
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0558P)²+1.8825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8404
_refine_ls_number_parameters     377
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1615
_refine_ls_wR_factor_gt          0.1391
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.49701(6) 0.29382(3) 0.26512(5) 0.0436(2) Uani 1 1 d . . . . .
Al1 Al 0.42010(6) 0.34049(3) 0.12127(5) 0.02614(18) Uani 1 1 d . . . . .
Si2 Si 0.34817(7) 0.45717(4) 0.24808(5) 0.0380(2) Uani 1 1 d . . . . .
Si1 Si 0.65819(6) 0.31239(4) 0.04543(6) 0.0362(2) Uani 1 1 d . . . . .
N1 N 0.27776(17) 0.28734(9) 0.04241(14) 0.0259(4) Uani 1 1 d . . . . .
C5 C 0.3706(2) 0.42037(11) 0.13782(17) 0.0291(6) Uani 1 1 d . . . . .
C4 C 0.3699(2) 0.45674(12) 0.06280(18) 0.0291(5) Uani 1 1 d . . . . .
H1 H 0.352413 0.496559 0.069958 0.035 Uiso 1 1 calc R U . . .
C2 C 0.4877(2) 0.39654(11) -0.02144(17) 0.0288(5) Uani 1 1 d . . . . .
H2 H 0.531846 0.402890 -0.062750 0.035 Uiso 1 1 calc R U . . .
C1 C 0.5177(2) 0.34827(11) 0.03857(17) 0.0280(5) Uani 1 1 d . . . . .
C3 C 0.3936(2) 0.44166(11) -0.03172(17) 0.0282(5) Uani 1 1 d . . . . .
H3 H 0.318568 0.427817 -0.084727 0.034 Uiso 1 1 calc R U . . .
H4 H 0.415588 0.478206 -0.057440 0.034 Uiso 1 1 calc R U . . .
C28 C 0.2065(2) 0.27313(12) 0.10495(18) 0.0329(6) Uani 1 1 d . . . . .
H5 H 0.178301 0.310228 0.123662 0.040 Uiso 1 1 calc R U . . .
H6 H 0.259143 0.254197 0.169052 0.040 Uiso 1 1 calc R U . . .
C27 C 0.1209(2) 0.36580(13) -0.0458(2) 0.0409(7) Uani 1 1 d . . . . .
H17 H 0.166999 0.393628 0.006997 0.061 Uiso 1 1 calc R U . . .
H18 H 0.059547 0.348150 -0.026691 0.061 Uiso 1 1 calc R U . . .
H19 H 0.083905 0.386299 -0.111096 0.061 Uiso 1 1 calc R U . . .
C26 C 0.2014(2) 0.31865(12) -0.05613(17) 0.0313(6) Uani 1 1 d . . . . .
H7 H 0.254292 0.336250 -0.086281 0.038 Uiso 1 1 calc R U . . .
H8 H 0.152262 0.289037 -0.104949 0.038 Uiso 1 1 calc R U . . .
C29 C 0.1002(2) 0.23357(13) 0.0536(2) 0.0389(7) Uani 1 1 d . . . . .
H20 H 0.127435 0.194516 0.044293 0.058 Uiso 1 1 calc R U . . .
H21 H 0.050777 0.249886 -0.013080 0.058 Uiso 1 1 calc R U . . .
H22 H 0.053997 0.230822 0.096446 0.058 Uiso 1 1 calc R U . . .
C18 C 0.2813(3) 0.40418(14) 0.3134(2) 0.0442(8) Uani 1 1 d . . . . .
H9 H 0.317719 0.365177 0.312424 0.053 Uiso 1 1 calc R U . . .
C20 C 0.1473(3) 0.39641(15) 0.2576(2) 0.0530(9) Uani 1 1 d . . . . .
H23 H 0.106598 0.430866 0.269267 0.079 Uiso 1 1 calc R U . . .
H24 H 0.121772 0.361546 0.283737 0.079 Uiso 1 1 calc R U . . .
H25 H 0.127926 0.391874 0.184292 0.079 Uiso 1 1 calc R U . . .
C24 C 0.3176(3) 0.23262(12) 0.0058(2) 0.0407(7) Uani 1 1 d . . . . .
H10 H 0.248269 0.215332 -0.049411 0.049 Uiso 1 1 calc R U . . .
H11 H 0.374913 0.243984 -0.024606 0.049 Uiso 1 1 calc R U . . .
C21 C 0.2557(3) 0.52561(14) 0.2024(2) 0.0515(8) Uani 1 1 d . . . . .
H12 H 0.302839 0.551408 0.175323 0.062 Uiso 1 1 calc R U . . .
C15 C 0.4958(3) 0.48348(15) 0.3440(2) 0.0500(9) Uani 1 1 d . . . . .
H13 H 0.480448 0.501622 0.401813 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6827(2) 0.32527(15) -0.0770(2) 0.0444(7) Uani 1 1 d . . . . .
H14 H 0.691803 0.368540 -0.081107 0.053 Uiso 1 1 calc R U . . .
C8 C 0.8050(3) 0.41279(16) 0.1265(2) 0.0597(10) Uani 1 1 d . . . . .
H26 H 0.871526 0.429630 0.183499 0.089 Uiso 1 1 calc R U . . .
H27 H 0.733091 0.435106 0.116154 0.089 Uiso 1 1 calc R U . . .
H28 H 0.821701 0.414423 0.064298 0.089 Uiso 1 1 calc R U . . .
C25 C 0.3734(3) 0.18617(14) 0.0839(3) 0.0565(9) Uani 1 1 d . . . . .
H29 H 0.317344 0.173615 0.113920 0.085 Uiso 1 1 calc R U . . .
H30 H 0.444655 0.201818 0.137641 0.085 Uiso 1 1 calc R U . . .
H31 H 0.394562 0.152683 0.051354 0.085 Uiso 1 1 calc R U . . .
C9 C 0.6602(3) 0.23171(14) 0.0777(3) 0.0496(8) Uani 1 1 d . . . . .
H15 H 0.616912 0.227737 0.124405 0.060 Uiso 1 1 calc R U . . .
C6 C 0.7875(2) 0.34928(15) 0.1505(2) 0.0454(8) Uani 1 1 d . . . . .
H16 H 0.860554 0.327565 0.156026 0.054 Uiso 1 1 calc R U . . .
C13 C 0.7998(3) 0.29873(18) -0.0748(3) 0.0654(10) Uani 1 1 d . . . . .
H32 H 0.814438 0.312396 -0.134301 0.098 Uiso 1 1 calc R U . . .
H33 H 0.794022 0.255974 -0.076422 0.098 Uiso 1 1 calc R U . . .
H34 H 0.865016 0.310995 -0.012217 0.098 Uiso 1 1 calc R U . . .
C17 C 0.5521(3) 0.53083(17) 0.3006(2) 0.0654(11) Uani 1 1 d . . . . .
H35 H 0.567775 0.514781 0.243019 0.098 Uiso 1 1 calc R U . . .
H36 H 0.626466 0.543815 0.353823 0.098 Uiso 1 1 calc R U . . .
H37 H 0.497962 0.564110 0.277225 0.098 Uiso 1 1 calc R U . . .
C14 C 0.5811(3) 0.30813(17) -0.1775(2) 0.0575(9) Uani 1 1 d . . . . .
H38 H 0.576298 0.265431 -0.183359 0.086 Uiso 1 1 calc R U . . .
H39 H 0.595829 0.324497 -0.235270 0.086 Uiso 1 1 calc R U . . .
H40 H 0.506417 0.323551 -0.177646 0.086 Uiso 1 1 calc R U . . .
C11 C 0.5943(3) 0.19367(16) -0.0161(3) 0.0633(10) Uani 1 1 d . . . . .
H41 H 0.583024 0.154357 0.006087 0.095 Uiso 1 1 calc R U . . .
H42 H 0.640633 0.191189 -0.058910 0.095 Uiso 1 1 calc R U . . .
H43 H 0.517115 0.211164 -0.055473 0.095 Uiso 1 1 calc R U . . .
C16 C 0.5846(3) 0.43458(17) 0.3888(2) 0.0649(11) Uani 1 1 d . . . . .
H44 H 0.656459 0.450589 0.441388 0.097 Uiso 1 1 calc R U . . .
H45 H 0.604286 0.416601 0.334696 0.097 Uiso 1 1 calc R U . . .
H46 H 0.550418 0.405023 0.419359 0.097 Uiso 1 1 calc R U . . .
C7 C 0.7786(3) 0.34556(18) 0.2546(2) 0.0637(10) Uani 1 1 d . . . . .
H47 H 0.712081 0.369475 0.254243 0.096 Uiso 1 1 calc R U . . .
H48 H 0.851966 0.360004 0.307329 0.096 Uiso 1 1 calc R U . . .
H49 H 0.765907 0.304797 0.269158 0.096 Uiso 1 1 calc R U . . .
C19 C 0.3094(3) 0.41878(16) 0.4265(2) 0.0634(11) Uani 1 1 d . . . . .
H50 H 0.273268 0.389333 0.455610 0.095 Uiso 1 1 calc R U . . .
H51 H 0.277543 0.457444 0.431439 0.095 Uiso 1 1 calc R U . . .
H52 H 0.395205 0.418809 0.464417 0.095 Uiso 1 1 calc R U . . .
C32A C 0.4999(6) 0.0162(4) 0.0495(6) 0.0477(17) Uani 0.55 1 d . . P A 1
H62 H 0.449580 0.051523 0.029235 0.057 Uiso 0.55 1 calc R U P A 1
H63 H 0.466686 -0.010059 0.087194 0.057 Uiso 0.55 1 calc R U P A 1
C23 C 0.1357(3) 0.51860(15) 0.1138(3) 0.0595(9) Uani 1 1 d . . . . .
H53 H 0.105035 0.557185 0.086200 0.089 Uiso 1 1 calc R U . . .
H54 H 0.080198 0.499453 0.138492 0.089 Uiso 1 1 calc R U . . .
H55 H 0.145037 0.494674 0.060139 0.089 Uiso 1 1 calc R U . . .
C22 C 0.2395(4) 0.56138(17) 0.2887(3) 0.0784(13) Uani 1 1 d . . . . .
H56 H 0.190183 0.539271 0.316535 0.118 Uiso 1 1 calc R U . . .
H57 H 0.201077 0.598682 0.261232 0.118 Uiso 1 1 calc R U . . .
H58 H 0.316879 0.568812 0.343005 0.118 Uiso 1 1 calc R U . . .
C10 C 0.7847(3) 0.20624(17) 0.1349(4) 0.0808(13) Uani 1 1 d . . . . .
H59 H 0.830841 0.209748 0.092031 0.121 Uiso 1 1 calc R U . . .
H60 H 0.778292 0.164935 0.150346 0.121 Uiso 1 1 calc R U . . .
H61 H 0.824276 0.227854 0.198633 0.121 Uiso 1 1 calc R U . . .
C30A C 0.6300(8) 0.0705(4) 0.2064(6) 0.055(2) Uani 0.55 1 d . . P A 1
H64 H 0.713092 0.079799 0.246617 0.082 Uiso 0.55 1 calc R U P A 1
H65 H 0.585681 0.106869 0.182070 0.082 Uiso 0.55 1 calc R U P A 1
H66 H 0.596804 0.049277 0.249182 0.082 Uiso 0.55 1 calc R U P A 1
C31A C 0.6214(5) 0.0329(3) 0.1158(4) 0.0421(13) Uani 0.55 1 d . . P A 1
H67 H 0.657237 0.054408 0.074319 0.051 Uiso 0.55 1 calc R U P A 1
H68 H 0.668343 -0.003094 0.141327 0.051 Uiso 0.55 1 calc R U P A 1
C31B C 0.5538(14) 0.0036(6) 0.1276(9) 0.124(5) Uani 0.45 1 d D . P B 2
H69 H 0.620833 -0.023519 0.140339 0.148 Uiso 0.45 1 calc R U P B 2
H70 H 0.486761 -0.019454 0.130426 0.148 Uiso 0.45 1 calc R U P B 2
C30B C 0.5888(11) 0.0484(6) 0.2117(8) 0.079(4) Uani 0.45 1 d D . P B 2
H71 H 0.610254 0.028690 0.277682 0.118 Uiso 0.45 1 calc R U P B 2
H72 H 0.656592 0.070881 0.211075 0.118 Uiso 0.45 1 calc R U P B 2
H73 H 0.522286 0.074954 0.201146 0.118 Uiso 0.45 1 calc R U P B 2
C32B C 0.520(4) 0.0275(10) 0.0271(13) 0.30(2) Uani 0.45 1 d D . P B 2
H74 H 0.588240 0.044269 0.014989 0.358 Uiso 0.45 1 calc R U P B 2
H75 H 0.456322 0.056786 0.011129 0.358 Uiso 0.45 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 Al1 2.1716(10) . ?
Al1 C5 1.968(3) . ?
Al1 C1 1.981(3) . ?
Al1 N1 2.067(2) . ?
Si2 C5 1.888(3) . ?
Si2 C18 1.893(3) . ?
Si2 C21 1.895(4) . ?
Si2 C15 1.896(3) . ?
Si1 C1 1.876(3) . ?
Si1 C12 1.898(3) . ?
Si1 C9 1.899(3) . ?
Si1 C6 1.905(3) . ?
N1 C28 1.502(3) . ?
N1 C24 1.507(3) . ?
N1 C26 1.529(3) . ?
C5 C4 1.349(3) . ?
C4 C3 1.518(3) . ?
C4 H1 0.9500 . ?
C2 C1 1.356(3) . ?
C2 C3 1.512(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9900 . ?
C3 H4 0.9900 . ?
C28 C29 1.522(4) . ?
C28 H5 0.9900 . ?
C28 H6 0.9900 . ?
C27 C26 1.506(4) . ?
C27 H17 0.9800 . ?
C27 H18 0.9800 . ?
C27 H19 0.9800 . ?
C26 H7 0.9900 . ?
C26 H8 0.9900 . ?
C29 H20 0.9800 . ?
C29 H21 0.9800 . ?
C29 H22 0.9800 . ?
C18 C20 1.535(4) . ?
C18 C19 1.544(4) . ?
C18 H9 1.0000 . ?
C20 H23 0.9800 . ?
C20 H24 0.9800 . ?
C20 H25 0.9800 . ?
C24 C25 1.497(4) . ?
C24 H10 0.9900 . ?
C24 H11 0.9900 . ?
C21 C23 1.532(5) . ?
C21 C22 1.549(4) . ?
C21 H12 1.0000 . ?
C15 C16 1.520(5) . ?
C15 C17 1.535(4) . ?
C15 H13 1.0000 . ?
C12 C14 1.540(4) . ?
C12 C13 1.547(4) . ?
C12 H14 1.0000 . ?
C8 C6 1.526(4) . ?
C8 H26 0.9800 . ?
C8 H27 0.9800 . ?
C8 H28 0.9800 . ?
C25 H29 0.9800 . ?
C25 H30 0.9800 . ?
C25 H31 0.9800 . ?
C9 C11 1.535(5) . ?
C9 C10 1.541(4) . ?
C9 H15 1.0000 . ?
C6 C7 1.526(4) . ?
C6 H16 1.0000 . ?
C13 H32 0.9800 . ?
C13 H33 0.9800 . ?
C13 H34 0.9800 . ?
C17 H35 0.9800 . ?
C17 H36 0.9800 . ?
C17 H37 0.9800 . ?
C14 H38 0.9800 . ?
C14 H39 0.9800 . ?
C14 H40 0.9800 . ?
C11 H41 0.9800 . ?
C11 H42 0.9800 . ?
C11 H43 0.9800 . ?
C16 H44 0.9800 . ?
C16 H45 0.9800 . ?
C16 H46 0.9800 . ?
C7 H47 0.9800 . ?
C7 H48 0.9800 . ?
C7 H49 0.9800 . ?
C19 H50 0.9800 . ?
C19 H51 0.9800 . ?
C19 H52 0.9800 . ?
C32A C31A 1.474(9) . ?
C32A C32A 1.588(15) 3_655 ?
C32A H62 0.9900 . ?
C32A H63 0.9900 . ?
C23 H53 0.9800 . ?
C23 H54 0.9800 . ?
C23 H55 0.9800 . ?
C22 H56 0.9800 . ?
C22 H57 0.9800 . ?
C22 H58 0.9800 . ?
C10 H59 0.9800 . ?
C10 H60 0.9800 . ?
C10 H61 0.9800 . ?
C30A C31A 1.518(10) . ?
C30A H64 0.9800 . ?
C30A H65 0.9800 . ?
C30A H66 0.9800 . ?
C31A H67 0.9900 . ?
C31A H68 0.9900 . ?
C31B C32B 1.432(16) . ?
C31B C30B 1.505(13) . ?
C31B H69 0.9900 . ?
C31B H70 0.9900 . ?
C30B H71 0.9800 . ?
C30B H72 0.9800 . ?
C30B H73 0.9800 . ?
C32B C32B 1.46(5) 3_655 ?
C32B H74 0.9900 . ?
C32B H75 0.9900 . ?

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
C5 Al1 C1 105.77(11) . . ?
C5 Al1 N1 112.08(10) . . ?
C1 Al1 N1 107.98(9) . . ?
C5 Al1 Cl1 112.73(8) . . ?
C1 Al1 Cl1 117.30(8) . . ?
N1 Al1 Cl1 100.99(7) . . ?
C5 Si2 C18 110.43(12) . . ?
C5 Si2 C21 110.08(12) . . ?
C18 Si2 C21 112.44(15) . . ?
C5 Si2 C15 109.48(13) . . ?
C18 Si2 C15 108.98(13) . . ?
C21 Si2 C15 105.28(15) . . ?
C1 Si1 C12 110.52(12) . . ?
C1 Si1 C9 111.34(13) . . ?
C12 Si1 C9 112.32(15) . . ?
C1 Si1 C6 108.53(13) . . ?
C12 Si1 C6 105.69(13) . . ?
C9 Si1 C6 108.19(14) . . ?
C28 N1 C24 111.4(2) . . ?
C28 N1 C26 110.55(19) . . ?
C24 N1 C26 103.84(19) . . ?
C28 N1 Al1 111.67(14) . . ?
C24 N1 Al1 110.92(16) . . ?
C26 N1 Al1 108.19(15) . . ?
C4 C5 Si2 114.9(2) . . ?
C4 C5 Al1 112.77(19) . . ?
Si2 C5 Al1 131.53(14) . . ?
C5 C4 C3 127.8(2) . . ?
C5 C4 H1 116.1 . . ?
C3 C4 H1 116.1 . . ?
C1 C2 C3 129.0(2) . . ?
C1 C2 H2 115.5 . . ?
C3 C2 H2 115.5 . . ?
C2 C1 Si1 114.25(19) . . ?
C2 C1 Al1 111.43(19) . . ?
Si1 C1 Al1 132.99(14) . . ?
C2 C3 C4 117.9(2) . . ?
C2 C3 H3 107.8 . . ?
C4 C3 H3 107.8 . . ?
C2 C3 H4 107.8 . . ?
C4 C3 H4 107.8 . . ?
H3 C3 H4 107.2 . . ?
N1 C28 C29 115.5(2) . . ?
N1 C28 H5 108.4 . . ?
C29 C28 H5 108.4 . . ?
N1 C28 H6 108.4 . . ?
C29 C28 H6 108.4 . . ?
H5 C28 H6 107.5 . . ?
C26 C27 H17 109.5 . . ?
C26 C27 H18 109.5 . . ?
H17 C27 H18 109.5 . . ?
C26 C27 H19 109.5 . . ?
H17 C27 H19 109.5 . . ?
H18 C27 H19 109.5 . . ?
C27 C26 N1 116.1(2) . . ?
C27 C26 H7 108.3 . . ?
N1 C26 H7 108.3 . . ?
C27 C26 H8 108.3 . . ?
N1 C26 H8 108.3 . . ?
H7 C26 H8 107.4 . . ?
C28 C29 H20 109.5 . . ?
C28 C29 H21 109.5 . . ?
H20 C29 H21 109.5 . . ?
C28 C29 H22 109.5 . . ?
H20 C29 H22 109.5 . . ?
H21 C29 H22 109.5 . . ?
C20 C18 C19 109.1(2) . . ?
C20 C18 Si2 113.6(2) . . ?
C19 C18 Si2 113.9(2) . . ?
C20 C18 H9 106.5 . . ?
C19 C18 H9 106.5 . . ?
Si2 C18 H9 106.5 . . ?
C18 C20 H23 109.5 . . ?
C18 C20 H24 109.5 . . ?
H23 C20 H24 109.5 . . ?
C18 C20 H25 109.5 . . ?
H23 C20 H25 109.5 . . ?
H24 C20 H25 109.5 . . ?
C25 C24 N1 116.7(3) . . ?
C25 C24 H10 108.1 . . ?
N1 C24 H10 108.1 . . ?
C25 C24 H11 108.1 . . ?
N1 C24 H11 108.1 . . ?
H10 C24 H11 107.3 . . ?
C23 C21 C22 109.2(3) . . ?
C23 C21 Si2 117.0(2) . . ?
C22 C21 Si2 114.1(3) . . ?
C23 C21 H12 105.1 . . ?
C22 C21 H12 105.1 . . ?
Si2 C21 H12 105.1 . . ?
C16 C15 C17 109.1(3) . . ?
C16 C15 Si2 113.5(2) . . ?
C17 C15 Si2 112.9(2) . . ?
C16 C15 H13 107.0 . . ?
C17 C15 H13 107.0 . . ?
Si2 C15 H13 107.0 . . ?
C14 C12 C13 109.5(3) . . ?
C14 C12 Si1 116.8(2) . . ?
C13 C12 Si1 113.1(2) . . ?
C14 C12 H14 105.5 . . ?
C13 C12 H14 105.5 . . ?
Si1 C12 H14 105.5 . . ?
C6 C8 H26 109.5 . . ?
C6 C8 H27 109.5 . . ?
H26 C8 H27 109.5 . . ?
C6 C8 H28 109.5 . . ?
H26 C8 H28 109.5 . . ?
H27 C8 H28 109.5 . . ?
C24 C25 H29 109.5 . . ?
C24 C25 H30 109.5 . . ?
H29 C25 H30 109.5 . . ?
C24 C25 H31 109.5 . . ?
H29 C25 H31 109.5 . . ?
H30 C25 H31 109.5 . . ?
C11 C9 C10 109.1(3) . . ?
C11 C9 Si1 112.8(2) . . ?
C10 C9 Si1 114.4(2) . . ?
C11 C9 H15 106.7 . . ?
C10 C9 H15 106.7 . . ?
Si1 C9 H15 106.7 . . ?
C7 C6 C8 109.8(3) . . ?
C7 C6 Si1 112.6(2) . . ?
C8 C6 Si1 113.14(19) . . ?
C7 C6 H16 107.0 . . ?
C8 C6 H16 107.0 . . ?
Si1 C6 H16 107.0 . . ?
C12 C13 H32 109.5 . . ?
C12 C13 H33 109.5 . . ?
H32 C13 H33 109.5 . . ?
C12 C13 H34 109.5 . . ?
H32 C13 H34 109.5 . . ?
H33 C13 H34 109.5 . . ?
C15 C17 H35 109.5 . . ?
C15 C17 H36 109.5 . . ?
H35 C17 H36 109.5 . . ?
C15 C17 H37 109.5 . . ?
H35 C17 H37 109.5 . . ?
H36 C17 H37 109.5 . . ?
C12 C14 H38 109.5 . . ?
C12 C14 H39 109.5 . . ?
H38 C14 H39 109.5 . . ?
C12 C14 H40 109.5 . . ?
H38 C14 H40 109.5 . . ?
H39 C14 H40 109.5 . . ?
C9 C11 H41 109.5 . . ?
C9 C11 H42 109.5 . . ?
H41 C11 H42 109.5 . . ?
C9 C11 H43 109.5 . . ?
H41 C11 H43 109.5 . . ?
H42 C11 H43 109.5 . . ?
C15 C16 H44 109.5 . . ?
C15 C16 H45 109.5 . . ?
H44 C16 H45 109.5 . . ?
C15 C16 H46 109.5 . . ?
H44 C16 H46 109.5 . . ?
H45 C16 H46 109.5 . . ?
C6 C7 H47 109.5 . . ?
C6 C7 H48 109.5 . . ?
H47 C7 H48 109.5 . . ?
C6 C7 H49 109.5 . . ?
H47 C7 H49 109.5 . . ?
H48 C7 H49 109.5 . . ?
C18 C19 H50 109.5 . . ?
C18 C19 H51 109.5 . . ?
H50 C19 H51 109.5 . . ?
C18 C19 H52 109.5 . . ?
H50 C19 H52 109.5 . . ?
H51 C19 H52 109.5 . . ?
C31A C32A C32A 109.9(8) . 3_655 ?
C31A C32A H62 109.7 . . ?
C32A C32A H62 109.7 3_655 . ?
C31A C32A H63 109.7 . . ?
C32A C32A H63 109.7 3_655 . ?
H62 C32A H63 108.2 . . ?
C21 C23 H53 109.5 . . ?
C21 C23 H54 109.5 . . ?
H53 C23 H54 109.5 . . ?
C21 C23 H55 109.5 . . ?
H53 C23 H55 109.5 . . ?
H54 C23 H55 109.5 . . ?
C21 C22 H56 109.5 . . ?
C21 C22 H57 109.5 . . ?
H56 C22 H57 109.5 . . ?
C21 C22 H58 109.5 . . ?
H56 C22 H58 109.5 . . ?
H57 C22 H58 109.5 . . ?
C9 C10 H59 109.5 . . ?
C9 C10 H60 109.5 . . ?
H59 C10 H60 109.5 . . ?
C9 C10 H61 109.5 . . ?
H59 C10 H61 109.5 . . ?
H60 C10 H61 109.5 . . ?
C31A C30A H64 109.5 . . ?
C31A C30A H65 109.5 . . ?
H64 C30A H65 109.5 . . ?
C31A C30A H66 109.5 . . ?
H64 C30A H66 109.5 . . ?
H65 C30A H66 109.5 . . ?
C32A C31A C30A 114.3(6) . . ?
C32A C31A H67 108.7 . . ?
C30A C31A H67 108.7 . . ?
C32A C31A H68 108.7 . . ?
C30A C31A H68 108.7 . . ?
H67 C31A H68 107.6 . . ?
C32B C31B C30B 114.6(13) . . ?
C32B C31B H69 108.6 . . ?
C30B C31B H69 108.6 . . ?
C32B C31B H70 108.6 . . ?
C30B C31B H70 108.6 . . ?
H69 C31B H70 107.6 . . ?
C31B C30B H71 109.5 . . ?
C31B C30B H72 109.5 . . ?
H71 C30B H72 109.5 . . ?
C31B C30B H73 109.5 . . ?
H71 C30B H73 109.5 . . ?
H72 C30B H73 109.5 . . ?
C31B C32B C32B 96(2) . 3_655 ?
C31B C32B H74 112.5 . . ?
C32B C32B H74 112.5 3_655 . ?
C31B C32B H75 112.5 . . ?
C32B C32B H75 112.5 3_655 . ?
H74 C32B H75 110.1 . . ?

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
C18 Si2 C5 C4 153.7(2) . . . . ?
C21 Si2 C5 C4 28.9(2) . . . . ?
C15 Si2 C5 C4 -86.3(2) . . . . ?
C18 Si2 C5 Al1 -37.6(2) . . . . ?
C21 Si2 C5 Al1 -162.35(17) . . . . ?
C15 Si2 C5 Al1 82.4(2) . . . . ?
Si2 C5 C4 C3 175.5(2) . . . . ?
Al1 C5 C4 C3 4.6(3) . . . . ?
C3 C2 C1 Si1 -169.04(19) . . . . ?
C3 C2 C1 Al1 -0.4(3) . . . . ?
C12 Si1 C1 C2 -29.2(2) . . . . ?
C9 Si1 C1 C2 -154.78(19) . . . . ?
C6 Si1 C1 C2 86.2(2) . . . . ?
C12 Si1 C1 Al1 165.33(18) . . . . ?
C9 Si1 C1 Al1 39.8(2) . . . . ?
C6 Si1 C1 Al1 -79.2(2) . . . . ?
C1 C2 C3 C4 34.4(4) . . . . ?
C5 C4 C3 C2 -37.1(4) . . . . ?
C24 N1 C28 C29 -54.8(3) . . . . ?
C26 N1 C28 C29 60.1(3) . . . . ?
Al1 N1 C28 C29 -179.38(18) . . . . ?
C28 N1 C26 C27 43.6(3) . . . . ?
C24 N1 C26 C27 163.1(2) . . . . ?
Al1 N1 C26 C27 -79.0(2) . . . . ?
C5 Si2 C18 C20 -79.9(2) . . . . ?
C21 Si2 C18 C20 43.5(3) . . . . ?
C15 Si2 C18 C20 159.8(2) . . . . ?
C5 Si2 C18 C19 154.3(2) . . . . ?
C21 Si2 C18 C19 -82.3(3) . . . . ?
C15 Si2 C18 C19 34.0(3) . . . . ?
C28 N1 C24 C25 -48.5(3) . . . . ?
C26 N1 C24 C25 -167.4(2) . . . . ?
Al1 N1 C24 C25 76.6(3) . . . . ?
C5 Si2 C21 C23 54.8(3) . . . . ?
C18 Si2 C21 C23 -68.7(3) . . . . ?
C15 Si2 C21 C23 172.7(2) . . . . ?
C5 Si2 C21 C22 -176.0(2) . . . . ?
C18 Si2 C21 C22 60.4(3) . . . . ?
C15 Si2 C21 C22 -58.1(3) . . . . ?
C5 Si2 C15 C16 -60.7(2) . . . . ?
C18 Si2 C15 C16 60.2(3) . . . . ?
C21 Si2 C15 C16 -178.9(2) . . . . ?
C5 Si2 C15 C17 64.1(3) . . . . ?
C18 Si2 C15 C17 -175.0(3) . . . . ?
C21 Si2 C15 C17 -54.2(3) . . . . ?
C1 Si1 C12 C14 -53.7(3) . . . . ?
C9 Si1 C12 C14 71.3(3) . . . . ?
C6 Si1 C12 C14 -171.0(2) . . . . ?
C1 Si1 C12 C13 177.8(2) . . . . ?
C9 Si1 C12 C13 -57.2(3) . . . . ?
C6 Si1 C12 C13 60.6(3) . . . . ?
C1 Si1 C9 C11 83.0(2) . . . . ?
C12 Si1 C9 C11 -41.5(3) . . . . ?
C6 Si1 C9 C11 -157.8(2) . . . . ?
C1 Si1 C9 C10 -151.6(3) . . . . ?
C12 Si1 C9 C10 83.9(3) . . . . ?
C6 Si1 C9 C10 -32.4(3) . . . . ?
C32A C32A C31A C30A 173.0(8) 3_655 . . . ?
C30B C31B C32B C32B -173(3) . . . 3_655 ?

_refine_diff_density_max         0.423
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.063



_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Indacyclohexadiene_pyridine
_database_code_depnum_ccdc_archive 'CCDC 1583302'
_audit_update_record             
;
2017-11-01 deposited with the CCDC.
2017-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H54 In N Si2'
_chemical_formula_sum            'C29 H54 In N Si2'
_chemical_formula_weight         587.73

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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3947(7)
_cell_length_b                   8.9976(8)
_cell_length_c                   23.800(3)
_cell_angle_alpha                84.030(6)
_cell_angle_beta                 84.082(6)
_cell_angle_gamma                62.464(4)
_cell_volume                     1582.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    5489
_cell_measurement_theta_min      2.5581
_cell_measurement_theta_max      31.2361

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.839
_shelx_estimated_absorpt_T_min   0.850
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8730
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            13019
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.079
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             6986
_reflns_number_gt                5533
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6986
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8001(3) 0.5157(3) 0.67098(10) 0.0121(5) Uani 1 1 d . . . . .
C2 C 0.9742(3) 0.4810(3) 0.66586(11) 0.0148(5) Uani 1 1 d . . . . .
H1 H 1.0153 0.5021 0.6286 0.018 Uiso 1 1 calc R U . . .
C3 C 1.1171(3) 0.4144(3) 0.70841(11) 0.0177(6) Uani 1 1 d . . . . .
H2 H 1.1704 0.4931 0.7051 0.021 Uiso 1 1 calc R U . . .
H3 H 1.2127 0.3067 0.6948 0.021 Uiso 1 1 calc R U . . .
C4 C 1.0833(3) 0.3823(3) 0.77117(11) 0.0158(5) Uani 1 1 d . . . . .
H4 H 1.1868 0.3450 0.7922 0.019 Uiso 1 1 calc R U . . .
C5 C 0.9373(3) 0.3958(3) 0.80274(10) 0.0120(5) Uani 1 1 d . . . . .
C6 C 0.4271(3) 0.5912(4) 0.78878(12) 0.0223(6) Uani 1 1 d . . . . .
H5 H 0.3473 0.6110 0.7586 0.034 Uiso 1 1 calc R U . . .
H6 H 0.4009 0.6988 0.8033 0.034 Uiso 1 1 calc R U . . .
H7 H 0.4075 0.5190 0.8195 0.034 Uiso 1 1 calc R U . . .
C7 C 0.8348(4) 0.2712(4) 0.56276(13) 0.0265(7) Uani 1 1 d . . . . .
H14 H 0.9017 0.2245 0.5970 0.040 Uiso 1 1 calc R U . . .
H15 H 0.9004 0.3155 0.5355 0.040 Uiso 1 1 calc R U . . .
H16 H 0.8217 0.1827 0.5460 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6494(3) 0.4121(3) 0.57802(11) 0.0164(5) Uani 1 1 d . . . . .
H8 H 0.5860 0.4563 0.5421 0.020 Uiso 1 1 calc R U . . .
C9 C 0.5377(4) 0.3445(4) 0.61761(12) 0.0256(6) Uani 1 1 d . . . . .
H17 H 0.5389 0.2483 0.6013 0.038 Uiso 1 1 calc R U . . .
H18 H 0.4134 0.4330 0.6221 0.038 Uiso 1 1 calc R U . . .
H19 H 0.5894 0.3092 0.6547 0.038 Uiso 1 1 calc R U . . .
C10 C 0.2904(4) 0.8113(4) 0.58423(13) 0.0340(8) Uani 1 1 d . . . . .
H20 H 0.1689 0.8776 0.6011 0.051 Uiso 1 1 calc R U . . .
H21 H 0.2957 0.7140 0.5675 0.051 Uiso 1 1 calc R U . . .
H22 H 0.3198 0.8809 0.5548 0.051 Uiso 1 1 calc R U . . .
C11 C 0.4270(3) 0.7506(3) 0.63041(11) 0.0178(5) Uani 1 1 d . . . . .
H9 H 0.3842 0.6883 0.6603 0.021 Uiso 1 1 calc R U . . .
C12 C 0.4177(4) 0.8995(4) 0.65926(14) 0.0290(7) Uani 1 1 d . . . . .
H23 H 0.4429 0.9742 0.6309 0.043 Uiso 1 1 calc R U . . .
H24 H 0.5071 0.8578 0.6879 0.043 Uiso 1 1 calc R U . . .
H25 H 0.2971 0.9615 0.6774 0.043 Uiso 1 1 calc R U . . .
C13 C 0.7015(4) 0.7081(4) 0.49075(11) 0.0237(6) Uani 1 1 d . . . . .
H26 H 0.5747 0.7921 0.4927 0.036 Uiso 1 1 calc R U . . .
H27 H 0.7116 0.6020 0.4798 0.036 Uiso 1 1 calc R U . . .
H28 H 0.7695 0.7477 0.4626 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7781(3) 0.6807(3) 0.54899(11) 0.0158(5) Uani 1 1 d . . . . .
H10 H 0.9060 0.5923 0.5447 0.019 Uiso 1 1 calc R U . . .
C15 C 0.7856(4) 0.8383(4) 0.56400(13) 0.0249(6) Uani 1 1 d . . . . .
H29 H 0.8622 0.8655 0.5353 0.037 Uiso 1 1 calc R U . . .
H30 H 0.8355 0.8182 0.6011 0.037 Uiso 1 1 calc R U . . .
H31 H 0.6639 0.9324 0.5653 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8141(5) 0.1047(4) 0.89720(13) 0.0352(8) Uani 1 1 d . . . . .
H32 H 0.9095 0.0219 0.9206 0.053 Uiso 1 1 calc R U . . .
H33 H 0.8533 0.0880 0.8571 0.053 Uiso 1 1 calc R U . . .
H34 H 0.7049 0.0907 0.9055 0.053 Uiso 1 1 calc R U . . .
C17 C 0.7748(4) 0.2819(4) 0.91031(12) 0.0214(6) Uani 1 1 d . . . . .
H11 H 0.6638 0.3600 0.8905 0.026 Uiso 1 1 calc R U . . .
C18 C 0.7229(4) 0.3036(4) 0.97399(13) 0.0292(7) Uani 1 1 d . . . . .
H35 H 0.6234 0.2760 0.9848 0.044 Uiso 1 1 calc R U . . .
H36 H 0.6854 0.4203 0.9820 0.044 Uiso 1 1 calc R U . . .
H37 H 0.8268 0.2285 0.9957 0.044 Uiso 1 1 calc R U . . .
C19 C 0.7220(4) 0.6858(3) 0.90320(12) 0.0231(6) Uani 1 1 d . . . . .
H38 H 0.6992 0.7836 0.9236 0.035 Uiso 1 1 calc R U . . .
H39 H 0.6292 0.6498 0.9152 0.035 Uiso 1 1 calc R U . . .
H40 H 0.7189 0.7159 0.8624 0.035 Uiso 1 1 calc R U . . .
C20 C 0.9079(3) 0.5419(3) 0.91636(11) 0.0157(5) Uani 1 1 d . . . . .
H12 H 0.9074 0.5150 0.9582 0.019 Uiso 1 1 calc R U . . .
C21 C 1.0525(4) 0.6008(4) 0.90016(13) 0.0269(7) Uani 1 1 d . . . . .
H41 H 1.0613 0.6215 0.8590 0.040 Uiso 1 1 calc R U . . .
H42 H 1.1689 0.5137 0.9127 0.040 Uiso 1 1 calc R U . . .
H43 H 1.0197 0.7046 0.9185 0.040 Uiso 1 1 calc R U . . .
C22 C 1.2569(4) 0.0176(4) 0.86648(14) 0.0349(8) Uani 1 1 d . . . . .
H44 H 1.3871 -0.0496 0.8693 0.052 Uiso 1 1 calc R U . . .
H45 H 1.2296 0.0440 0.8265 0.052 Uiso 1 1 calc R U . . .
H46 H 1.1953 -0.0461 0.8848 0.052 Uiso 1 1 calc R U . . .
C23 C 1.1924(4) 0.1806(3) 0.89589(11) 0.0223(6) Uani 1 1 d . . . . .
H13 H 1.2726 0.2307 0.8795 0.027 Uiso 1 1 calc R U . . .
C24 C 1.2267(4) 0.1429(4) 0.95907(12) 0.0315(8) Uani 1 1 d . . . . .
H47 H 1.1506 0.0938 0.9776 0.047 Uiso 1 1 calc R U . . .
H48 H 1.1978 0.2473 0.9764 0.047 Uiso 1 1 calc R U . . .
H49 H 1.3536 0.0635 0.9636 0.047 Uiso 1 1 calc R U . . .
In1 In 0.70163(2) 0.47090(2) 0.75595(2) 0.01343(6) Uani 1 1 d . . . . .
Si1 Si 0.66406(9) 0.59335(9) 0.60703(3) 0.01186(14) Uani 1 1 d . . . . .
Si2 Si 0.95417(9) 0.34600(8) 0.88120(3) 0.01296(15) Uani 1 1 d . . . . .
C25 C 0.9095(4) 0.0860(3) 0.72975(12) 0.0187(6) Uani 1 1 d . . . . .
H50 H 0.9959 0.1241 0.7165 0.022 Uiso 1 1 calc R U . . .
C26 C 0.9568(4) -0.0814(3) 0.72740(13) 0.0254(6) Uani 1 1 d . . . . .
H51 H 1.0737 -0.1572 0.7132 0.030 Uiso 1 1 calc R U . . .
C27 C 0.8318(4) -0.1376(4) 0.74599(14) 0.0299(7) Uani 1 1 d . . . . .
H52 H 0.8607 -0.2526 0.7447 0.036 Uiso 1 1 calc R U . . .
C28 C 0.6634(4) -0.0231(4) 0.76649(13) 0.0263(7) Uani 1 1 d . . . . .
H53 H 0.5744 -0.0581 0.7795 0.032 Uiso 1 1 calc R U . . .
C29 C 0.6267(4) 0.1427(4) 0.76772(12) 0.0210(6) Uani 1 1 d . . . . .
H54 H 0.5109 0.2210 0.7818 0.025 Uiso 1 1 calc R U . . .
N1 N 0.7479(3) 0.1978(3) 0.74981(9) 0.0146(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C2 1.341(4) . ?
C1 Si1 1.873(2) . ?
C1 In1 2.175(2) . ?
C2 C3 1.511(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.515(3) . ?
C3 H2 0.9900 . ?
C3 H3 0.9900 . ?
C4 C5 1.331(3) . ?
C4 H4 0.9500 . ?
C5 Si2 1.879(3) . ?
C5 In1 2.162(2) . ?
C6 In1 2.143(3) . ?
C6 H5 0.9800 . ?
C6 H6 0.9800 . ?
C6 H7 0.9800 . ?
C7 C8 1.522(4) . ?
C7 H14 0.9800 . ?
C7 H15 0.9800 . ?
C7 H16 0.9800 . ?
C8 C9 1.537(4) . ?
C8 Si1 1.894(3) . ?
C8 H8 1.0000 . ?
C9 H17 0.9800 . ?
C9 H18 0.9800 . ?
C9 H19 0.9800 . ?
C10 C11 1.542(4) . ?
C10 H20 0.9800 . ?
C10 H21 0.9800 . ?
C10 H22 0.9800 . ?
C11 C12 1.535(4) . ?
C11 Si1 1.898(3) . ?
C11 H9 1.0000 . ?
C12 H23 0.9800 . ?
C12 H24 0.9800 . ?
C12 H25 0.9800 . ?
C13 C14 1.537(3) . ?
C13 H26 0.9800 . ?
C13 H27 0.9800 . ?
C13 H28 0.9800 . ?
C14 C15 1.529(4) . ?
C14 Si1 1.907(3) . ?
C14 H10 1.0000 . ?
C15 H29 0.9800 . ?
C15 H30 0.9800 . ?
C15 H31 0.9800 . ?
C16 C17 1.531(4) . ?
C16 H32 0.9800 . ?
C16 H33 0.9800 . ?
C16 H34 0.9800 . ?
C17 C18 1.540(4) . ?
C17 Si2 1.894(3) . ?
C17 H11 1.0000 . ?
C18 H35 0.9800 . ?
C18 H36 0.9800 . ?
C18 H37 0.9800 . ?
C19 C20 1.536(4) . ?
C19 H38 0.9800 . ?
C19 H39 0.9800 . ?
C19 H40 0.9800 . ?
C20 C21 1.536(4) . ?
C20 Si2 1.888(3) . ?
C20 H12 1.0000 . ?
C21 H41 0.9800 . ?
C21 H42 0.9800 . ?
C21 H43 0.9800 . ?
C22 C23 1.528(4) . ?
C22 H44 0.9800 . ?
C22 H45 0.9800 . ?
C22 H46 0.9800 . ?
C23 C24 1.534(4) . ?
C23 Si2 1.903(3) . ?
C23 H13 1.0000 . ?
C24 H47 0.9800 . ?
C24 H48 0.9800 . ?
C24 H49 0.9800 . ?
In1 N1 2.321(2) . ?
C25 N1 1.336(3) . ?
C25 C26 1.375(4) . ?
C25 H50 0.9500 . ?
C26 C27 1.379(4) . ?
C26 H51 0.9500 . ?
C27 C28 1.384(4) . ?
C27 H52 0.9500 . ?
C28 C29 1.380(4) . ?
C28 H53 0.9500 . ?
C29 N1 1.340(3) . ?
C29 H54 0.9500 . ?

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
C2 C1 Si1 119.58(19) . . ?
C2 C1 In1 114.89(18) . . ?
Si1 C1 In1 125.53(13) . . ?
C1 C2 C3 131.8(2) . . ?
C1 C2 H1 114.1 . . ?
C3 C2 H1 114.1 . . ?
C2 C3 C4 124.5(2) . . ?
C2 C3 H2 106.2 . . ?
C4 C3 H2 106.2 . . ?
C2 C3 H3 106.2 . . ?
C4 C3 H3 106.2 . . ?
H2 C3 H3 106.4 . . ?
C5 C4 C3 132.8(2) . . ?
C5 C4 H4 113.6 . . ?
C3 C4 H4 113.6 . . ?
C4 C5 Si2 118.69(18) . . ?
C4 C5 In1 114.68(18) . . ?
Si2 C5 In1 126.61(12) . . ?
In1 C6 H5 109.5 . . ?
In1 C6 H6 109.5 . . ?
H5 C6 H6 109.5 . . ?
In1 C6 H7 109.5 . . ?
H5 C6 H7 109.5 . . ?
H6 C6 H7 109.5 . . ?
C8 C7 H14 109.5 . . ?
C8 C7 H15 109.5 . . ?
H14 C7 H15 109.5 . . ?
C8 C7 H16 109.5 . . ?
H14 C7 H16 109.5 . . ?
H15 C7 H16 109.5 . . ?
C7 C8 C9 110.9(2) . . ?
C7 C8 Si1 111.83(18) . . ?
C9 C8 Si1 112.97(19) . . ?
C7 C8 H8 106.9 . . ?
C9 C8 H8 106.9 . . ?
Si1 C8 H8 106.9 . . ?
C8 C9 H17 109.5 . . ?
C8 C9 H18 109.5 . . ?
H17 C9 H18 109.5 . . ?
C8 C9 H19 109.5 . . ?
H17 C9 H19 109.5 . . ?
H18 C9 H19 109.5 . . ?
C11 C10 H20 109.5 . . ?
C11 C10 H21 109.5 . . ?
H20 C10 H21 109.5 . . ?
C11 C10 H22 109.5 . . ?
H20 C10 H22 109.5 . . ?
H21 C10 H22 109.5 . . ?
C12 C11 C10 111.0(2) . . ?
C12 C11 Si1 113.96(19) . . ?
C10 C11 Si1 114.6(2) . . ?
C12 C11 H9 105.4 . . ?
C10 C11 H9 105.4 . . ?
Si1 C11 H9 105.4 . . ?
C11 C12 H23 109.5 . . ?
C11 C12 H24 109.5 . . ?
H23 C12 H24 109.5 . . ?
C11 C12 H25 109.5 . . ?
H23 C12 H25 109.5 . . ?
H24 C12 H25 109.5 . . ?
C14 C13 H26 109.5 . . ?
C14 C13 H27 109.5 . . ?
H26 C13 H27 109.5 . . ?
C14 C13 H28 109.5 . . ?
H26 C13 H28 109.5 . . ?
H27 C13 H28 109.5 . . ?
C15 C14 C13 110.6(2) . . ?
C15 C14 Si1 113.95(19) . . ?
C13 C14 Si1 113.64(18) . . ?
C15 C14 H10 106.0 . . ?
C13 C14 H10 106.0 . . ?
Si1 C14 H10 106.0 . . ?
C14 C15 H29 109.5 . . ?
C14 C15 H30 109.5 . . ?
H29 C15 H30 109.5 . . ?
C14 C15 H31 109.5 . . ?
H29 C15 H31 109.5 . . ?
H30 C15 H31 109.5 . . ?
C17 C16 H32 109.5 . . ?
C17 C16 H33 109.5 . . ?
H32 C16 H33 109.5 . . ?
C17 C16 H34 109.5 . . ?
H32 C16 H34 109.5 . . ?
H33 C16 H34 109.5 . . ?
C16 C17 C18 109.1(2) . . ?
C16 C17 Si2 114.5(2) . . ?
C18 C17 Si2 115.0(2) . . ?
C16 C17 H11 105.8 . . ?
C18 C17 H11 105.8 . . ?
Si2 C17 H11 105.8 . . ?
C17 C18 H35 109.5 . . ?
C17 C18 H36 109.5 . . ?
H35 C18 H36 109.5 . . ?
C17 C18 H37 109.5 . . ?
H35 C18 H37 109.5 . . ?
H36 C18 H37 109.5 . . ?
C20 C19 H38 109.5 . . ?
C20 C19 H39 109.5 . . ?
H38 C19 H39 109.5 . . ?
C20 C19 H40 109.5 . . ?
H38 C19 H40 109.5 . . ?
H39 C19 H40 109.5 . . ?
C19 C20 C21 109.5(2) . . ?
C19 C20 Si2 111.36(19) . . ?
C21 C20 Si2 112.91(19) . . ?
C19 C20 H12 107.6 . . ?
C21 C20 H12 107.6 . . ?
Si2 C20 H12 107.6 . . ?
C20 C21 H41 109.5 . . ?
C20 C21 H42 109.5 . . ?
H41 C21 H42 109.5 . . ?
C20 C21 H43 109.5 . . ?
H41 C21 H43 109.5 . . ?
H42 C21 H43 109.5 . . ?
C23 C22 H44 109.5 . . ?
C23 C22 H45 109.5 . . ?
H44 C22 H45 109.5 . . ?
C23 C22 H46 109.5 . . ?
H44 C22 H46 109.5 . . ?
H45 C22 H46 109.5 . . ?
C22 C23 C24 110.5(2) . . ?
C22 C23 Si2 114.9(2) . . ?
C24 C23 Si2 113.64(19) . . ?
C22 C23 H13 105.6 . . ?
C24 C23 H13 105.6 . . ?
Si2 C23 H13 105.6 . . ?
C23 C24 H47 109.5 . . ?
C23 C24 H48 109.5 . . ?
H47 C24 H48 109.5 . . ?
C23 C24 H49 109.5 . . ?
H47 C24 H49 109.5 . . ?
H48 C24 H49 109.5 . . ?
C6 In1 C5 126.36(10) . . ?
C6 In1 C1 125.59(10) . . ?
C5 In1 C1 101.13(9) . . ?
C6 In1 N1 101.69(10) . . ?
C5 In1 N1 94.13(8) . . ?
C1 In1 N1 99.38(8) . . ?
C1 Si1 C8 109.46(11) . . ?
C1 Si1 C11 107.82(11) . . ?
C8 Si1 C11 107.61(12) . . ?
C1 Si1 C14 110.31(11) . . ?
C8 Si1 C14 107.46(12) . . ?
C11 Si1 C14 114.09(12) . . ?
C5 Si2 C20 109.00(11) . . ?
C5 Si2 C17 109.53(12) . . ?
C20 Si2 C17 107.17(12) . . ?
C5 Si2 C23 109.20(11) . . ?
C20 Si2 C23 108.15(12) . . ?
C17 Si2 C23 113.69(13) . . ?
N1 C25 C26 123.2(3) . . ?
N1 C25 H50 118.4 . . ?
C26 C25 H50 118.4 . . ?
C25 C26 C27 118.9(3) . . ?
C25 C26 H51 120.6 . . ?
C27 C26 H51 120.6 . . ?
C26 C27 C28 118.6(3) . . ?
C26 C27 H52 120.7 . . ?
C28 C27 H52 120.7 . . ?
C29 C28 C27 118.9(3) . . ?
C29 C28 H53 120.5 . . ?
C27 C28 H53 120.5 . . ?
N1 C29 C28 122.6(3) . . ?
N1 C29 H54 118.7 . . ?
C28 C29 H54 118.7 . . ?
C25 N1 C29 117.7(2) . . ?
C25 N1 In1 117.78(17) . . ?
C29 N1 In1 124.41(18) . . ?

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
Si1 C1 C2 C3 -178.6(2) . . . . ?
In1 C1 C2 C3 0.6(4) . . . . ?
C1 C2 C3 C4 -4.4(5) . . . . ?
C2 C3 C4 C5 2.6(5) . . . . ?
C3 C4 C5 Si2 -178.8(2) . . . . ?
C3 C4 C5 In1 2.3(4) . . . . ?
C2 C1 Si1 C8 98.6(2) . . . . ?
In1 C1 Si1 C8 -80.43(16) . . . . ?
C2 C1 Si1 C11 -144.6(2) . . . . ?
In1 C1 Si1 C11 36.35(18) . . . . ?
C2 C1 Si1 C14 -19.4(2) . . . . ?
In1 C1 Si1 C14 161.53(14) . . . . ?
C7 C8 Si1 C1 -58.1(2) . . . . ?
C9 C8 Si1 C1 67.8(2) . . . . ?
C7 C8 Si1 C11 -175.00(19) . . . . ?
C9 C8 Si1 C11 -49.1(2) . . . . ?
C7 C8 Si1 C14 61.7(2) . . . . ?
C9 C8 Si1 C14 -172.37(18) . . . . ?
C12 C11 Si1 C1 57.6(2) . . . . ?
C10 C11 Si1 C1 -172.9(2) . . . . ?
C12 C11 Si1 C8 175.6(2) . . . . ?
C10 C11 Si1 C8 -54.9(2) . . . . ?
C12 C11 Si1 C14 -65.3(2) . . . . ?
C10 C11 Si1 C14 64.2(2) . . . . ?
C4 C5 Si2 C20 87.8(2) . . . . ?
In1 C5 Si2 C20 -93.41(16) . . . . ?
C4 C5 Si2 C17 -155.3(2) . . . . ?
In1 C5 Si2 C17 23.55(19) . . . . ?
C4 C5 Si2 C23 -30.2(2) . . . . ?
In1 C5 Si2 C23 148.64(15) . . . . ?
C19 C20 Si2 C5 57.7(2) . . . . ?
C21 C20 Si2 C5 -66.1(2) . . . . ?
C19 C20 Si2 C17 -60.8(2) . . . . ?
C21 C20 Si2 C17 175.47(19) . . . . ?
C19 C20 Si2 C23 176.27(19) . . . . ?
C21 C20 Si2 C23 52.5(2) . . . . ?
C16 C17 Si2 C5 75.2(2) . . . . ?
C18 C17 Si2 C5 -157.3(2) . . . . ?
C16 C17 Si2 C20 -166.7(2) . . . . ?
C18 C17 Si2 C20 -39.2(2) . . . . ?
C16 C17 Si2 C23 -47.2(2) . . . . ?
C18 C17 Si2 C23 80.2(2) . . . . ?
N1 C25 C26 C27 0.7(5) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C26 C27 C28 C29 -0.1(4) . . . . ?
C27 C28 C29 N1 0.0(4) . . . . ?
C26 C25 N1 C29 -0.9(4) . . . . ?
C26 C25 N1 In1 175.8(2) . . . . ?
C28 C29 N1 C25 0.5(4) . . . . ?
C28 C29 N1 In1 -175.9(2) . . . . ?

_refine_diff_density_max         0.827
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.102

_shelxl_version_number           2013-4


_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
