#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:17:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179783 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/79/7007969.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7007969
loop_
_publ_author_name
'Hill, Michael S.'
'Hitchcock, Peter B.'
'Pongtavornpinyo, Ruti'
_publ_section_title
;
 Neutral carbene analogues of the heaviest Group 13 elements:
 consideration of electronic and steric effects on structure and
 stability.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              273
_journal_page_last               277
_journal_paper_doi               10.1039/b414462g
_journal_year                    2005
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         '(C29 H35 F6 In1 N2), 0.5(C6 H14)'
_chemical_formula_sum            'C32 H42 F6 In N2'
_chemical_formula_weight         683.5
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2004-05-11T10:11:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                101.986(1)
_cell_angle_beta                 94.742(2)
_cell_angle_gamma                112.549(1)
_cell_formula_units_Z            2
_cell_length_a                   11.7118(2)
_cell_length_b                   12.2606(3)
_cell_length_c                   12.6611(3)
_cell_measurement_reflns_used    16810
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      3.705
_cell_measurement_wavelength     0.71073
_cell_volume                     1615.74(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.904391E-1
_diffrn_orient_matrix_UB_12      0.268295E-1
_diffrn_orient_matrix_UB_13      0.318817E-1
_diffrn_orient_matrix_UB_21      -0.56115E-2
_diffrn_orient_matrix_UB_22      0.646167E-1
_diffrn_orient_matrix_UB_23      0.595189E-1
_diffrn_orient_matrix_UB_31      -0.24934E-1
_diffrn_orient_matrix_UB_32      -0.589063E-1
_diffrn_orient_matrix_UB_33      0.466668E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24961
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         3.73
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  0.9615
_exptl_absorpt_correction_T_min  0.8683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             702
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5665
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      2.136
_refine_ls_R_factor_all          0.037
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0344P)²+1.7161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0774
_reflns_number_gt                5099
_reflns_number_total             5665
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b414462g.txt
_cod_data_source_block           (4)-may704
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7007969
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In In 0.06640(3) 0.66526(4) 0.12346(3) 0.03096(17) Uani 1 1 d . . .
F1 F 0.1745(3) 0.9907(3) 0.5001(3) 0.0407(8) Uani 1 1 d . . .
F2 F 0.0822(3) 1.0891(3) 0.4348(3) 0.0445(9) Uani 1 1 d . . .
F3 F 0.2553(3) 1.0947(3) 0.3876(3) 0.0408(8) Uani 1 1 d . . .
F4 F -0.2596(6) 0.9101(7) 0.2160(7) 0.069(3) Uani 0.783(16) 1 d PD . .
F5 F -0.2785(9) 0.8239(11) 0.0554(5) 0.092(4) Uani 0.783(16) 1 d PD . .
F6 F -0.3493(5) 0.7171(6) 0.1620(11) 0.100(5) Uani 0.783(16) 1 d PD . .
N1 N 0.1335(4) 0.8391(4) 0.2735(3) 0.0204(9) Uani 1 1 d . . .
N2 N -0.1090(4) 0.7161(4) 0.1152(3) 0.0207(9) Uani 1 1 d . . .
C1 C 0.0764(5) 0.9087(4) 0.3110(4) 0.0219(10) Uani 1 1 d . . .
C2 C -0.0450(5) 0.8929(5) 0.2699(4) 0.0251(11) Uani 1 1 d . . .
H2 H -0.0736 0.95 0.3081 0.03 Uiso 1 1 calc R . .
C3 C -0.1296(5) 0.8031(5) 0.1793(4) 0.0226(11) Uani 1 1 d D . .
C4 C 0.1467(5) 1.0200(5) 0.4080(5) 0.0295(12) Uani 1 1 d D . .
C5 C -0.2559(5) 0.8123(5) 0.1587(5) 0.0345(14) Uani 1 1 d . . .
C6 C 0.2563(4) 0.8561(4) 0.3251(4) 0.0207(10) Uani 1 1 d . . .
C7 C 0.2638(5) 0.7954(5) 0.4062(4) 0.0272(12) Uani 1 1 d . . .
C8 C 0.3805(6) 0.7986(5) 0.4445(5) 0.0364(14) Uani 1 1 d . . .
H8 H 0.3875 0.7587 0.5 0.044 Uiso 1 1 calc R . .
C9 C 0.4858(6) 0.8585(6) 0.4036(5) 0.0392(15) Uani 1 1 d . . .
H9 H 0.5644 0.859 0.43 0.047 Uiso 1 1 calc R . .
C10 C 0.4766(5) 0.9173(5) 0.3245(5) 0.0344(13) Uani 1 1 d . . .
H10 H 0.5499 0.9591 0.2974 0.041 Uiso 1 1 calc R . .
C11 C 0.3630(5) 0.9178(5) 0.2827(4) 0.0250(11) Uani 1 1 d . . .
C12 C 0.1477(6) 0.7230(5) 0.4492(5) 0.0355(13) Uani 1 1 d . . .
H12 H 0.0792 0.7474 0.426 0.043 Uiso 1 1 calc R . .
C13 C 0.1699(8) 0.7503(7) 0.5748(6) 0.059(2) Uani 1 1 d . . .
H13A H 0.0928 0.7021 0.5982 0.088 Uiso 1 1 calc R . .
H13B H 0.193 0.8376 0.6065 0.088 Uiso 1 1 calc R . .
H13C H 0.2379 0.7288 0.5999 0.088 Uiso 1 1 calc R . .
C14 C 0.1029(7) 0.5858(6) 0.3976(6) 0.0517(18) Uani 1 1 d . . .
H14A H 0.0281 0.5407 0.4257 0.078 Uiso 1 1 calc R . .
H14B H 0.1697 0.5599 0.4165 0.078 Uiso 1 1 calc R . .
H14C H 0.0821 0.5689 0.3177 0.078 Uiso 1 1 calc R . .
C15 C 0.3573(5) 0.9832(5) 0.1942(5) 0.0336(13) Uani 1 1 d . . .
H15 H 0.2726 0.9852 0.1844 0.04 Uiso 1 1 calc R . .
C16 C 0.4566(7) 1.1158(6) 0.2254(7) 0.0545(19) Uani 1 1 d . . .
H16A H 0.4491 1.1542 0.1662 0.082 Uiso 1 1 calc R . .
H16B H 0.5407 1.1163 0.2368 0.082 Uiso 1 1 calc R . .
H16C H 0.4435 1.1613 0.2932 0.082 Uiso 1 1 calc R . .
C17 C 0.3719(8) 0.9137(7) 0.0844(6) 0.0544(18) Uani 1 1 d . . .
H17A H 0.3677 0.9574 0.0286 0.082 Uiso 1 1 calc R . .
H17B H 0.3042 0.8312 0.0618 0.082 Uiso 1 1 calc R . .
H17C H 0.4533 0.908 0.0925 0.082 Uiso 1 1 calc R . .
C18 C -0.1931(5) 0.6286(5) 0.0182(4) 0.0219(11) Uani 1 1 d . . .
C19 C -0.2771(5) 0.5131(5) 0.0255(4) 0.0242(11) Uani 1 1 d . . .
C20 C -0.3422(5) 0.4235(5) -0.0724(5) 0.0323(13) Uani 1 1 d . . .
H20 H -0.3995 0.345 -0.0694 0.039 Uiso 1 1 calc R . .
C21 C -0.3247(6) 0.4469(6) -0.1728(5) 0.0381(15) Uani 1 1 d . . .
H21 H -0.369 0.3845 -0.2383 0.046 Uiso 1 1 calc R . .
C22 C -0.2431(6) 0.5609(6) -0.1786(5) 0.0366(14) Uani 1 1 d . . .
H22 H -0.2329 0.5764 -0.2484 0.044 Uiso 1 1 calc R . .
C23 C -0.1750(5) 0.6540(5) -0.0841(4) 0.0276(12) Uani 1 1 d . . .
C24 C -0.2973(5) 0.4833(5) 0.1348(5) 0.0295(12) Uani 1 1 d . . .
H24 H -0.2588 0.5621 0.1935 0.035 Uiso 1 1 calc R . .
C25 C -0.2320(6) 0.4022(6) 0.1592(5) 0.0420(15) Uani 1 1 d . . .
H25A H -0.2465 0.385 0.2303 0.063 Uiso 1 1 calc R . .
H25B H -0.1415 0.4445 0.1613 0.063 Uiso 1 1 calc R . .
H25C H -0.266 0.3252 0.1015 0.063 Uiso 1 1 calc R . .
C26 C -0.4366(6) 0.4230(7) 0.1413(6) 0.0500(17) Uani 1 1 d . . .
H26A H -0.4451 0.4059 0.2132 0.075 Uiso 1 1 calc R . .
H26B H -0.4774 0.3462 0.0835 0.075 Uiso 1 1 calc R . .
H26C H -0.4766 0.478 0.1313 0.075 Uiso 1 1 calc R . .
C27 C -0.0851(6) 0.7780(6) -0.0938(5) 0.0386(14) Uani 1 1 d . . .
H27 H -0.0474 0.8319 -0.0178 0.046 Uiso 1 1 calc R . .
C28 C -0.1534(9) 0.8381(10) -0.1526(11) 0.100(4) Uani 1 1 d . . .
H28A H -0.093 0.918 -0.1569 0.15 Uiso 1 1 calc R . .
H28B H -0.2176 0.8489 -0.1118 0.15 Uiso 1 1 calc R . .
H28C H -0.1936 0.7861 -0.2269 0.15 Uiso 1 1 calc R . .
C29 C 0.0211(8) 0.7703(8) -0.1501(9) 0.077(3) Uani 1 1 d . . .
H29A H 0.0768 0.8521 -0.1544 0.116 Uiso 1 1 calc R . .
H29B H -0.0132 0.7161 -0.2244 0.116 Uiso 1 1 calc R . .
H29C H 0.0687 0.7378 -0.1083 0.116 Uiso 1 1 calc R . .
F4A F -0.268(2) 0.913(2) 0.163(3) 0.13(2) Uani 0.217(16) 1 d PD . .
F5A F -0.3299(12) 0.7427(16) 0.0825(15) 0.030(6) Uani 0.217(16) 1 d PD . .
F6A F -0.3247(15) 0.777(2) 0.2458(14) 0.047(7) Uani 0.217(16) 1 d PD . .
C1S C 0.4338(9) 1.4943(8) 0.5047(7) 0.081(3) Uani 1 1 d . . .
H1S1 H 0.4392 1.5721 0.5517 0.097 Uiso 1 1 calc R . .
H1S2 H 0.3884 1.4825 0.4309 0.097 Uiso 1 1 calc R . .
C2S C 0.3581(11) 1.3916(7) 0.5514(8) 0.085(3) Uani 1 1 d . . .
H2S1 H 0.4011 1.4052 0.6267 0.102 Uiso 1 1 calc R . .
H2S2 H 0.3554 1.3139 0.5064 0.102 Uiso 1 1 calc R . .
C3S C 0.2242(10) 1.3787(8) 0.5554(8) 0.084(3) Uani 1 1 d . . .
H3S1 H 0.1802 1.3101 0.586 0.126 Uiso 1 1 calc R . .
H3S2 H 0.1803 1.3636 0.481 0.126 Uiso 1 1 calc R . .
H3S3 H 0.2259 1.4543 0.6017 0.126 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.31 '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'
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
N1 In N2 78.23(14) . . ?
C1 N1 C6 123.4(4) . . ?
C1 N1 In 130.6(3) . . ?
C6 N1 In 105.9(3) . . ?
C3 N2 C18 125.8(4) . . ?
C3 N2 In 130.7(3) . . ?
C18 N2 In 103.5(3) . . ?
N1 C1 C2 126.5(5) . . ?
N1 C1 C4 118.7(4) . . ?
C2 C1 C4 114.8(4) . . ?
C1 C2 C3 127.9(5) . . ?
N2 C3 C2 126.0(5) . . ?
N2 C3 C5 120.2(5) . . ?
C2 C3 C5 113.8(4) . . ?
F3 C4 F1 106.6(4) . . ?
F3 C4 F2 105.9(4) . . ?
F1 C4 F2 105.4(4) . . ?
F3 C4 C1 111.7(4) . . ?
F1 C4 C1 113.1(4) . . ?
F2 C4 C1 113.5(4) . . ?
F6 C5 F4 111.8(7) . . ?
F5A C5 F4A 104.4(13) . . ?
F6 C5 F5 104.3(8) . . ?
F4 C5 F5 100.8(6) . . ?
F5A C5 F6A 99.4(12) . . ?
F4A C5 F6A 98.3(17) . . ?
F5A C5 C3 117.7(8) . . ?
F6 C5 C3 113.6(5) . . ?
F4 C5 C3 114.9(5) . . ?
F4A C5 C3 124.2(12) . . ?
F5 C5 C3 110.1(5) . . ?
F6A C5 C3 108.4(8) . . ?
C7 C6 C11 121.1(5) . . ?
C7 C6 N1 118.7(4) . . ?
C11 C6 N1 119.5(4) . . ?
C8 C7 C6 118.2(5) . . ?
C8 C7 C12 120.1(5) . . ?
C6 C7 C12 121.7(5) . . ?
C9 C8 C7 121.3(5) . . ?
C10 C9 C8 119.6(5) . . ?
C9 C10 C11 122.0(5) . . ?
C10 C11 C6 117.7(5) . . ?
C10 C11 C15 120.1(5) . . ?
C6 C11 C15 122.2(5) . . ?
C7 C12 C14 110.5(5) . . ?
C7 C12 C13 112.6(5) . . ?
C14 C12 C13 110.4(5) . . ?
C11 C15 C17 110.9(5) . . ?
C11 C15 C16 112.4(5) . . ?
C17 C15 C16 109.7(5) . . ?
C23 C18 C19 121.3(5) . . ?
C23 C18 N2 118.3(4) . . ?
C19 C18 N2 119.6(4) . . ?
C20 C19 C18 117.9(5) . . ?
C20 C19 C24 119.8(5) . . ?
C18 C19 C24 122.3(5) . . ?
C21 C20 C19 121.3(5) . . ?
C20 C21 C22 120.0(5) . . ?
C21 C22 C23 121.5(5) . . ?
C22 C23 C18 117.9(5) . . ?
C22 C23 C27 119.9(5) . . ?
C18 C23 C27 122.2(5) . . ?
C19 C24 C26 112.3(5) . . ?
C19 C24 C25 111.6(5) . . ?
C26 C24 C25 109.8(5) . . ?
C29 C27 C23 112.2(6) . . ?
C29 C27 C28 110.1(7) . . ?
C23 C27 C28 111.5(6) . . ?
C2S C1S C1S 114.8(9) . 2_686 ?
C1S C2S C3S 113.7(8) . . ?
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
In N1 2.357(4) . ?
In N2 2.364(4) . ?
F1 C4 1.340(7) . ?
F2 C4 1.347(6) . ?
F3 C4 1.336(6) . ?
F4 C5 1.284(8) . ?
F5 C5 1.360(9) . ?
F6 C5 1.269(8) . ?
N1 C1 1.312(6) . ?
N1 C6 1.448(6) . ?
N2 C3 1.313(6) . ?
N2 C18 1.439(6) . ?
C1 C2 1.398(7) . ?
C1 C4 1.524(7) . ?
C2 C3 1.400(7) . ?
C3 C5 1.532(7) . ?
C5 F5A 1.167(14) . ?
C5 F4A 1.29(2) . ?
C5 F6A 1.461(16) . ?
C6 C7 1.404(7) . ?
C6 C11 1.406(7) . ?
C7 C8 1.394(8) . ?
C7 C12 1.526(8) . ?
C8 C9 1.378(9) . ?
C9 C10 1.369(9) . ?
C10 C11 1.393(8) . ?
C11 C15 1.518(8) . ?
C12 C14 1.530(9) . ?
C12 C13 1.534(9) . ?
C15 C17 1.533(9) . ?
C15 C16 1.536(8) . ?
C18 C23 1.407(7) . ?
C18 C19 1.409(7) . ?
C19 C20 1.400(8) . ?
C19 C24 1.517(8) . ?
C20 C21 1.375(9) . ?
C21 C22 1.379(9) . ?
C22 C23 1.395(8) . ?
C23 C27 1.520(8) . ?
C24 C26 1.528(8) . ?
C24 C25 1.530(8) . ?
C27 C29 1.507(10) . ?
C27 C28 1.522(10) . ?
C1S C2S 1.503(14) . ?
C1S C1S 1.52(2) 2_686 ?
C2S C3S 1.521(14) . ?
