#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:28:34 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179846 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/42/7014231.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_7014231
loop_
_publ_author_name
'Cotgreave, Jamie H.'
'Colclough, David'
'Kociok-Köhn, Gabriele'
'Ruggiero, Giuseppe'
'Frost, Christopher G.'
'Weller, Andrew S.'
_publ_section_title
;
 Well-defined indium(III)N-heterocyclic carbene complexes with triflate
 ligands: structural models for the In(OTf)3 catalyst.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1519
_journal_page_last               1520
_journal_paper_doi               10.1039/b404179h
_journal_year                    2004
_chemical_formula_moiety         'C25 H32 Cl2 F3 In N2 O3 S'
_chemical_formula_sum            'C25 H32 Cl2 F3 In N2 O3 S'
_chemical_formula_weight         683.31
_chemical_name_common            'Compound 2'
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.9230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.06100(10)
_cell_length_b                   22.3800(3)
_cell_length_c                   14.7900(2)
_cell_measurement_reflns_used    154693
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     2944.86(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection
'Collect, Nonius program suite version 1.9 (1997)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
ORTEP3 for Windows - L. J. Farrugia, J. Appl. Crystallogr. 1997,
30, 565
;
_computing_publication_material  'SHELX97-2, G. M. Sheldrick'
_computing_structure_refinement
;
SHELX97-2 Program for Crystal Structure Analysis. G. M.
Sheldrick,
Institut f. Anorg. Chemie der Universitat, Tammanstrasse 4,
D-3400 Gottingen, Germany, 1998.
;
_computing_structure_solution
;
SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L.,
Giacovazzo C. ,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
(1999) J. Appl. Cryst. 32, 115-119.
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            49531
_diffrn_reflns_theta_full        27.38
_diffrn_reflns_theta_max         27.38
_diffrn_reflns_theta_min         3.07
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_T_max  0.9170
_exptl_absorpt_correction_T_min  0.6087
_exptl_absorpt_correction_type   sortav
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       'irregular shape'
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         6651
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0371P)²+1.6718P] where
P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0784
_reflns_number_gt                5160
_reflns_number_total             6651
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b404179h.txt
_cod_data_source_block           h03asw15
_cod_original_cell_volume        2944.86(6)
_cod_original_sg_symbol_H-M      'P 1 21/c   1'
_cod_database_code               7014231
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In In 0.731723(17) 0.251469(6) 0.055306(11) 0.02327(6) Uani 1 1 d . . .
S S 0.66763(6) 0.25686(2) 0.30304(4) 0.02393(12) Uani 1 1 d . . .
O1 O 0.7572(2) 0.25957(7) 0.23211(12) 0.0334(4) Uani 1 1 d . . .
O2 O 0.75617(19) 0.26641(7) 0.39457(11) 0.0299(4) Uani 1 1 d . . .
O3 O 0.55824(19) 0.21014(7) 0.29466(12) 0.0358(4) Uani 1 1 d . . .
F1 F 0.6363(2) 0.37321(7) 0.30050(15) 0.0687(6) Uani 1 1 d . . .
F2 F 0.48455(18) 0.32733(7) 0.19400(11) 0.0494(4) Uani 1 1 d . . .
F3 F 0.4478(2) 0.32519(8) 0.33300(12) 0.0582(5) Uani 1 1 d . . .
N1 N 1.0988(2) 0.24833(7) 0.11951(14) 0.0243(4) Uani 1 1 d . . .
N2 N 1.0092(2) 0.16091(8) 0.13018(13) 0.0249(4) Uani 1 1 d . . .
C1 C 0.7219(3) 0.34661(10) 0.03911(19) 0.0381(6) Uani 1 1 d . . .
H1A H 0.6185 0.3586 0.0133 0.057 Uiso 1 1 calc R . .
H1B H 0.7883 0.3590 -0.0026 0.057 Uiso 1 1 calc R . .
H1C H 0.7542 0.3657 0.0992 0.057 Uiso 1 1 calc R . .
C2 C 0.5691(3) 0.18187(10) 0.05328(17) 0.0314(5) Uani 1 1 d . . .
H2A H 0.5670 0.1693 0.1165 0.047 Uiso 1 1 calc R . .
H2B H 0.5962 0.1478 0.0182 0.047 Uiso 1 1 calc R . .
H2C H 0.4696 0.1967 0.0242 0.047 Uiso 1 1 calc R . .
C3 C 0.9692(2) 0.21701(9) 0.10050(15) 0.0223(4) Uani 1 1 d . . .
C4 C 1.2178(3) 0.21249(11) 0.15996(17) 0.0325(5) Uani 1 1 d . . .
H4 H 1.3195 0.2244 0.1792 0.039 Uiso 1 1 calc R . .
C5 C 1.1614(3) 0.15760(11) 0.16659(18) 0.0340(6) Uani 1 1 d . . .
H5 H 1.2154 0.1231 0.1915 0.041 Uiso 1 1 calc R . .
C6 C 1.1189(2) 0.31021(9) 0.09474(16) 0.0245(5) Uani 1 1 d . . .
C7 C 1.1554(3) 0.32171(10) 0.00883(16) 0.0290(5) Uani 1 1 d . . .
C8 C 1.1838(3) 0.38063(11) -0.01187(17) 0.0358(6) Uani 1 1 d . . .
H8 H 1.2100 0.3896 -0.0696 0.043 Uiso 1 1 calc R . .
C9 C 1.1749(3) 0.42691(11) 0.04989(18) 0.0380(6) Uani 1 1 d . . .
C10 C 1.1371(3) 0.41333(11) 0.13351(17) 0.0338(6) Uani 1 1 d . . .
H10 H 1.1293 0.4448 0.1754 0.041 Uiso 1 1 calc R . .
C11 C 1.1099(3) 0.35503(10) 0.15872(16) 0.0284(5) Uani 1 1 d . . .
C12 C 1.1627(3) 0.27258(12) -0.06033(18) 0.0386(6) Uani 1 1 d . . .
H12A H 1.0607 0.2594 -0.0871 0.058 Uiso 1 1 calc R . .
H12B H 1.2202 0.2388 -0.0295 0.058 Uiso 1 1 calc R . .
H12C H 1.2121 0.2877 -0.1092 0.058 Uiso 1 1 calc R . .
C13 C 1.2064(4) 0.49101(12) 0.0251(2) 0.0577(9) Uani 1 1 d . . .
H13A H 1.1825 0.5181 0.0724 0.087 Uiso 1 1 calc R . .
H13B H 1.1441 0.5012 -0.0346 0.087 Uiso 1 1 calc R . .
H13C H 1.3128 0.4951 0.0215 0.087 Uiso 1 1 calc R . .
C14 C 1.0733(3) 0.34158(12) 0.25115(17) 0.0375(6) Uani 1 1 d . . .
H14A H 0.9713 0.3252 0.2433 0.056 Uiso 1 1 calc R . .
H14B H 1.0793 0.3784 0.2875 0.056 Uiso 1 1 calc R . .
H14C H 1.1452 0.3123 0.2832 0.056 Uiso 1 1 calc R . .
C15 C 0.9130(2) 0.10876(9) 0.11657(16) 0.0250(5) Uani 1 1 d . . .
C16 C 0.8495(3) 0.08754(10) 0.18902(17) 0.0299(5) Uani 1 1 d . . .
C17 C 0.7592(3) 0.03681(11) 0.17179(19) 0.0360(6) Uani 1 1 d . . .
H17 H 0.7127 0.0218 0.2196 0.043 Uiso 1 1 calc R . .
C18 C 0.7345(3) 0.00752(10) 0.0879(2) 0.0373(6) Uani 1 1 d . . .
C19 C 0.8028(3) 0.02996(10) 0.01856(19) 0.0340(6) Uani 1 1 d . . .
H19 H 0.7873 0.0100 -0.0392 0.041 Uiso 1 1 calc R . .
C20 C 0.8930(3) 0.08057(10) 0.03088(16) 0.0280(5) Uani 1 1 d . . .
C21 C 0.8773(3) 0.11651(12) 0.28252(18) 0.0411(6) Uani 1 1 d . . .
H21A H 0.7850 0.1153 0.3079 0.062 Uiso 1 1 calc R . .
H21B H 0.9079 0.1581 0.2770 0.062 Uiso 1 1 calc R . .
H21C H 0.9573 0.0949 0.3236 0.062 Uiso 1 1 calc R . .
C22 C 0.6367(3) -0.04775(12) 0.0724(2) 0.0531(8) Uani 1 1 d . . .
H22A H 0.6331 -0.0625 0.0096 0.080 Uiso 1 1 calc R . .
H22B H 0.5348 -0.0378 0.0807 0.080 Uiso 1 1 calc R . .
H22C H 0.6789 -0.0787 0.1167 0.080 Uiso 1 1 calc R . .
C23 C 0.9662(3) 0.10362(10) -0.04541(17) 0.0338(5) Uani 1 1 d . . .
H23A H 0.9576 0.0735 -0.0943 0.051 Uiso 1 1 calc R . .
H23B H 1.0726 0.1118 -0.0212 0.051 Uiso 1 1 calc R . .
H23C H 0.9161 0.1405 -0.0704 0.051 Uiso 1 1 calc R . .
C24 C 0.5535(3) 0.32454(11) 0.28152(19) 0.0376(6) Uani 1 1 d . . .
C25 C 0.3817(4) -0.00378(14) 0.3048(3) 0.0627(9) Uani 1 1 d . . .
H25A H 0.3994 -0.0258 0.3640 0.075 Uiso 1 1 calc R . .
H25B H 0.4334 -0.0256 0.2616 0.075 Uiso 1 1 calc R . .
Cl1 Cl 0.45790(8) 0.06845(3) 0.32267(6) 0.0586(2) Uani 1 1 d . . .
Cl2 Cl 0.18770(9) -0.00167(3) 0.25983(6) 0.0550(2) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 In C1 135.03(10) . . ?
C2 In C3 111.69(8) . . ?
C1 In C3 112.87(9) . . ?
C2 In O2 93.21(8) . 4_565 ?
C1 In O2 93.61(8) . 4_565 ?
C3 In O2 88.59(7) . 4_565 ?
C2 In O1 89.69(8) . . ?
C1 In O1 92.13(8) . . ?
C3 In O1 80.07(7) . . ?
O2 In O1 168.57(6) 4_565 . ?
O3 S O1 116.34(11) . . ?
O3 S O2 116.08(10) . . ?
O1 S O2 112.55(11) . . ?
O3 S C24 103.34(11) . . ?
O1 S C24 102.48(12) . . ?
O2 S C24 103.58(11) . . ?
S O1 In 140.92(11) . . ?
S O2 In 137.83(10) . 4_566 ?
C3 N1 C4 111.36(18) . . ?
C3 N1 C6 125.99(19) . . ?
C4 N1 C6 122.45(19) . . ?
C3 N2 C5 111.15(18) . . ?
C3 N2 C15 125.76(18) . . ?
C5 N2 C15 122.68(18) . . ?
In C1 H1A 109.5 . . ?
In C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
In C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
In C2 H2A 109.5 . . ?
In C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
In C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 N2 104.15(18) . . ?
N1 C3 In 128.67(15) . . ?
N2 C3 In 126.26(15) . . ?
C5 C4 N1 106.6(2) . . ?
C5 C4 H4 126.7 . . ?
N1 C4 H4 126.7 . . ?
C4 C5 N2 106.7(2) . . ?
C4 C5 H5 126.6 . . ?
N2 C5 H5 126.6 . . ?
C11 C6 C7 122.7(2) . . ?
C11 C6 N1 119.3(2) . . ?
C7 C6 N1 117.88(19) . . ?
C8 C7 C6 117.5(2) . . ?
C8 C7 C12 120.5(2) . . ?
C6 C7 C12 122.0(2) . . ?
C7 C8 C9 121.7(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 118.6(2) . . ?
C10 C9 C13 120.9(2) . . ?
C8 C9 C13 120.4(2) . . ?
C9 C10 C11 122.3(2) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C6 117.2(2) . . ?
C10 C11 C14 120.9(2) . . ?
C6 C11 C14 121.8(2) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 122.9(2) . . ?
C16 C15 N2 119.6(2) . . ?
C20 C15 N2 117.5(2) . . ?
C15 C16 C17 116.8(2) . . ?
C15 C16 C21 122.6(2) . . ?
C17 C16 C21 120.6(2) . . ?
C18 C17 C16 122.6(2) . . ?
C18 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
C17 C18 C19 118.2(2) . . ?
C17 C18 C22 120.9(3) . . ?
C19 C18 C22 120.9(3) . . ?
C20 C19 C18 122.1(2) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C19 C20 C15 117.4(2) . . ?
C19 C20 C23 120.9(2) . . ?
C15 C20 C23 121.7(2) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
F1 C24 F2 108.1(2) . . ?
F1 C24 F3 108.1(2) . . ?
F2 C24 F3 107.5(2) . . ?
F1 C24 S 111.46(18) . . ?
F2 C24 S 110.79(18) . . ?
F3 C24 S 110.73(18) . . ?
Cl1 C25 Cl2 111.60(17) . . ?
Cl1 C25 H25A 109.3 . . ?
Cl2 C25 H25A 109.3 . . ?
Cl1 C25 H25B 109.3 . . ?
Cl2 C25 H25B 109.3 . . ?
H25A C25 H25B 108.0 . . ?
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 C2 2.141(2) . ?
In C1 2.143(2) . ?
In C3 2.264(2) . ?
In O2 2.4617(16) 4_565 ?
In O1 2.5876(18) . ?
S O3 1.4299(17) . ?
S O1 1.4441(18) . ?
S O2 1.4528(17) . ?
S C24 1.828(3) . ?
O2 In 2.4617(16) 4_566 ?
F1 C24 1.322(3) . ?
F2 C24 1.328(3) . ?
F3 C24 1.332(3) . ?
N1 C3 1.351(3) . ?
N1 C4 1.385(3) . ?
N1 C6 1.453(3) . ?
N2 C3 1.357(3) . ?
N2 C5 1.384(3) . ?
N2 C15 1.447(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C4 C5 1.341(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C11 1.392(3) . ?
C6 C7 1.396(3) . ?
C7 C8 1.389(3) . ?
C7 C12 1.512(3) . ?
C8 C9 1.393(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(4) . ?
C9 C13 1.521(3) . ?
C10 C11 1.392(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.497(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.392(3) . ?
C15 C20 1.396(3) . ?
C16 C17 1.395(3) . ?
C16 C21 1.505(4) . ?
C17 C18 1.383(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(4) . ?
C18 C22 1.514(3) . ?
C19 C20 1.388(3) . ?
C19 H19 0.9500 . ?
C20 C23 1.504(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 Cl1 1.758(3) . ?
C25 Cl2 1.758(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
