#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:14:52 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179237 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/57/4315742.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_4315742
loop_
_publ_author_name
'Alberto Acosta-Ramírez'
'Amy F. Douglas'
'Insun Yu'
'Brian O. Patrick'
'Paula L. Diaconescu'
'Parisa Mehrkhodavandi'
_publ_section_title
;
 Synthesis and Structural Studies of Chiral Indium(III) Complexes
 Supported by Tridentate Diaminophenol Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5444
_journal_page_last               5452
_journal_paper_doi               10.1021/ic100185m
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C23 H39 Br2 In N2 O'
_chemical_formula_weight         634.20
_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                 92.896(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7405(10)
_cell_length_b                   18.1340(17)
_cell_length_c                   13.2261(12)
_cell_measurement_reflns_used    9043
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.99
_cell_measurement_theta_min      2.72
_cell_volume                     2572.7(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'area detector'
_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  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            53714
_diffrn_reflns_theta_full        28.05
_diffrn_reflns_theta_max         28.05
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    4.041
_exptl_absorpt_correction_T_max  0.545
_exptl_absorpt_correction_T_min  0.450
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.845
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         6207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0281P)²+2.6025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0587
_refine_ls_wR_factor_ref         0.0612
_reflns_number_gt                5496
_reflns_number_total             6207
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100185m_si_001_3.cif
_cod_data_source_block           pm045
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4315742
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
C1 C 0.2121(2) 0.04090(12) 0.80891(16) 0.0199(4) Uani 1 1 d . . .
H1 H 0.2913 0.0283 0.7762 0.024 Uiso 1 1 calc R . .
C2 C 0.1055(2) -0.00044(13) 0.75351(17) 0.0276(5) Uani 1 1 d . . .
H2A H 0.0262 0.0115 0.7848 0.033 Uiso 1 1 calc R . .
H2B H 0.1197 -0.0542 0.7603 0.033 Uiso 1 1 calc R . .
C3 C 0.0954(3) 0.02023(15) 0.64124(18) 0.0326(6) Uani 1 1 d . . .
H3A H 0.1720 0.0047 0.6085 0.039 Uiso 1 1 calc R . .
H3B H 0.0238 -0.0059 0.6075 0.039 Uiso 1 1 calc R . .
C4 C 0.0779(3) 0.10304(15) 0.62891(19) 0.0343(6) Uani 1 1 d . . .
H4A H -0.0031 0.1176 0.6553 0.041 Uiso 1 1 calc R . .
H4B H 0.0765 0.1159 0.5561 0.041 Uiso 1 1 calc R . .
C5 C 0.1832(2) 0.14553(14) 0.68573(18) 0.0302(5) Uani 1 1 d . . .
H5A H 0.1679 0.1992 0.6790 0.036 Uiso 1 1 calc R . .
H5B H 0.2635 0.1343 0.6556 0.036 Uiso 1 1 calc R . .
C6 C 0.1906(2) 0.12412(12) 0.79838(17) 0.0210(4) Uani 1 1 d . . .
H6 H 0.1075 0.1351 0.8257 0.025 Uiso 1 1 calc R . .
C7 C 0.4146(2) 0.15855(15) 0.82572(19) 0.0294(5) Uani 1 1 d . . .
H7A H 0.4176 0.1791 0.7574 0.044 Uiso 1 1 calc R . .
H7B H 0.4375 0.1063 0.8245 0.044 Uiso 1 1 calc R . .
H7C H 0.4733 0.1852 0.8716 0.044 Uiso 1 1 calc R . .
C8 C 0.2537(3) 0.24558(13) 0.8649(2) 0.0364(6) Uani 1 1 d . . .
H8A H 0.3124 0.2712 0.9120 0.055 Uiso 1 1 calc R . .
H8B H 0.1688 0.2511 0.8877 0.055 Uiso 1 1 calc R . .
H8C H 0.2585 0.2669 0.7971 0.055 Uiso 1 1 calc R . .
C9 C 0.3114(2) -0.04540(12) 0.93553(15) 0.0203(4) Uani 1 1 d . . .
H9A H 0.3986 -0.0297 0.9275 0.024 Uiso 1 1 calc R . .
H9B H 0.2910 -0.0843 0.8848 0.024 Uiso 1 1 calc R . .
C10 C 0.3275(2) -0.03126(11) 1.12488(16) 0.0181(4) Uani 1 1 d . . .
C11 C 0.3142(2) -0.06028(12) 1.22326(15) 0.0196(4) Uani 1 1 d . . .
C12 C 0.2762(2) -0.13374(12) 1.23060(17) 0.0219(4) Uani 1 1 d . . .
H12 H 0.2682 -0.1539 1.2963 0.026 Uiso 1 1 calc R . .
C13 C 0.2490(2) -0.17936(12) 1.14710(16) 0.0207(4) Uani 1 1 d . A .
C14 C 0.2597(2) -0.14842(12) 1.05194(16) 0.0211(4) Uani 1 1 d . . .
H14 H 0.2399 -0.1774 0.9935 0.025 Uiso 1 1 calc R . .
C15 C 0.2988(2) -0.07591(12) 1.04032(15) 0.0189(4) Uani 1 1 d . . .
C19 C 0.2129(2) -0.26065(12) 1.16023(17) 0.0240(5) Uani 1 1 d . . .
C20 C 0.2560(3) 0.05546(15) 1.31582(19) 0.0341(6) Uani 1 1 d . . .
H20A H 0.2677 0.0825 1.3797 0.051 Uiso 1 1 calc R . .
H20B H 0.1689 0.0398 1.3065 0.051 Uiso 1 1 calc R . .
H20C H 0.2772 0.0875 1.2596 0.051 Uiso 1 1 calc R . .
C21 C 0.4774(2) 0.01235(16) 1.32586(19) 0.0330(6) Uani 1 1 d . . .
H21A H 0.5318 -0.0307 1.3356 0.049 Uiso 1 1 calc R . .
H21B H 0.4904 0.0460 1.3834 0.049 Uiso 1 1 calc R . .
H21C H 0.4972 0.0378 1.2633 0.049 Uiso 1 1 calc R . .
C22 C 0.3170(3) -0.05523(16) 1.41600(18) 0.0364(6) Uani 1 1 d . . .
H22A H 0.3709 -0.0988 1.4207 0.055 Uiso 1 1 calc R . .
H22B H 0.2295 -0.0707 1.4149 0.055 Uiso 1 1 calc R . .
H22C H 0.3351 -0.0233 1.4747 0.055 Uiso 1 1 calc R . .
C23 C 0.3411(2) -0.01273(13) 1.31842(16) 0.0238(5) Uani 1 1 d . . .
N1 N 0.22549(17) 0.01924(10) 0.91765(13) 0.0186(4) Uani 1 1 d . . .
N2 N 0.28633(17) 0.16627(10) 0.86166(14) 0.0207(4) Uani 1 1 d . . .
O1 O 0.37252(14) 0.03749(8) 1.11216(11) 0.0206(3) Uani 1 1 d . . .
C16 C 0.185(2) -0.2755(5) 1.2746(11) 0.051(4) Uani 0.40(2) 1 d P A 1
H16A H 0.2555 -0.2593 1.3185 0.077 Uiso 0.40(2) 1 calc PR A 1
H16B H 0.1707 -0.3284 1.2845 0.077 Uiso 0.40(2) 1 calc PR A 1
H16C H 0.1097 -0.2482 1.2916 0.077 Uiso 0.40(2) 1 calc PR A 1
C17 C 0.334(2) -0.3064(11) 1.1462(15) 0.046(4) Uani 0.40(2) 1 d P A 1
H17A H 0.3999 -0.2898 1.1954 0.069 Uiso 0.40(2) 1 calc PR A 1
H17B H 0.3623 -0.2991 1.0775 0.069 Uiso 0.40(2) 1 calc PR A 1
H17C H 0.3174 -0.3588 1.1571 0.069 Uiso 0.40(2) 1 calc PR A 1
C18 C 0.114(2) -0.2841(12) 1.092(2) 0.073(7) Uani 0.40(2) 1 d P A 1
H18A H 0.0955 -0.3362 1.1044 0.110 Uiso 0.40(2) 1 calc PR A 1
H18B H 0.1388 -0.2780 1.0222 0.110 Uiso 0.40(2) 1 calc PR A 1
H18C H 0.0396 -0.2543 1.1025 0.110 Uiso 0.40(2) 1 calc PR A 1
C16B C 0.1171(10) -0.2682(4) 1.2416(8) 0.042(2) Uani 0.60(2) 1 d P A 2
H16D H 0.0445 -0.2372 1.2237 0.064 Uiso 0.60(2) 1 calc PR A 2
H16E H 0.1547 -0.2524 1.3071 0.064 Uiso 0.60(2) 1 calc PR A 2
H16F H 0.0908 -0.3198 1.2461 0.064 Uiso 0.60(2) 1 calc PR A 2
C17B C 0.3236(11) -0.3084(7) 1.1821(12) 0.048(3) Uani 0.60(2) 1 d P A 2
H17D H 0.2965 -0.3596 1.1898 0.072 Uiso 0.60(2) 1 calc PR A 2
H17E H 0.3676 -0.2919 1.2447 0.072 Uiso 0.60(2) 1 calc PR A 2
H17F H 0.3796 -0.3051 1.1260 0.072 Uiso 0.60(2) 1 calc PR A 2
C18B C 0.1447(14) -0.2918(7) 1.0609(8) 0.047(3) Uani 0.60(2) 1 d P A 2
H18D H 0.0711 -0.2617 1.0432 0.071 Uiso 0.60(2) 1 calc PR A 2
H18E H 0.1189 -0.3429 1.0723 0.071 Uiso 0.60(2) 1 calc PR A 2
H18F H 0.2017 -0.2904 1.0053 0.071 Uiso 0.60(2) 1 calc PR A 2
Br1 Br 0.06832(3) 0.141258(18) 1.07296(2) 0.04111(8) Uani 1 1 d . . .
Br2 Br 0.43826(3) 0.213029(14) 1.09097(2) 0.03498(7) Uani 1 1 d . . .
In1 In 0.286080(14) 0.116040(8) 1.021120(11) 0.01891(5) Uani 1 1 d . . .
H1N H 0.149(3) 0.0060(14) 0.9349(19) 0.022(6) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.57(17) . . ?
N1 C1 C6 110.74(17) . . ?
C2 C1 C6 109.56(18) . . ?
N1 C1 H1 108.3 . . ?
C2 C1 H1 108.3 . . ?
C6 C1 H1 108.3 . . ?
C1 C2 C3 111.14(19) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C2 110.4(2) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C5 111.1(2) . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 110.4(2) . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
N2 C6 C1 110.79(17) . . ?
N2 C6 C5 114.32(18) . . ?
C1 C6 C5 109.69(19) . . ?
N2 C6 H6 107.2 . . ?
C1 C6 H6 107.2 . . ?
C5 C6 H6 107.2 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C15 110.38(17) . . ?
N1 C9 H9A 109.6 . . ?
C15 C9 H9A 109.6 . . ?
N1 C9 H9B 109.6 . . ?
C15 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
O1 C10 C15 119.95(18) . . ?
O1 C10 C11 120.67(19) . . ?
C15 C10 C11 119.32(19) . . ?
C12 C11 C10 117.43(19) . . ?
C12 C11 C23 121.32(19) . . ?
C10 C11 C23 121.25(19) . . ?
C11 C12 C13 124.0(2) . . ?
C11 C12 H12 118.0 . . ?
C13 C12 H12 118.0 . . ?
C14 C13 C12 117.0(2) . . ?
C14 C13 C19 121.5(2) . . ?
C12 C13 C19 121.46(19) . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C10 120.86(19) . . ?
C14 C15 C9 119.40(19) . . ?
C10 C15 C9 119.73(19) . . ?
C18 C19 C17B 120.9(11) . . ?
C18 C19 C16B 85.0(10) . . ?
C17B C19 C16B 111.7(5) . . ?
C18 C19 C13 113.6(8) . . ?
C17B C19 C13 112.1(5) . . ?
C16B C19 C13 110.3(3) . . ?
C18 C19 C17 111.5(14) . . ?
C17B C19 C17 18.4(8) . . ?
C16B C19 C17 129.0(6) . . ?
C13 C19 C17 106.1(8) . . ?
C18 C19 C18B 20.7(14) . . ?
C17B C19 C18B 106.6(8) . . ?
C16B C19 C18B 104.7(6) . . ?
C13 C19 C18B 111.1(5) . . ?
C17 C19 C18B 93.8(10) . . ?
C18 C19 C16 112.4(9) . . ?
C17B C19 C16 84.6(6) . . ?
C16B C19 C16 31.1(5) . . ?
C13 C19 C16 109.5(4) . . ?
C17 C19 C16 103.0(8) . . ?
C18B C19 C16 129.2(8) . . ?
C23 C20 H20A 109.5 . . ?
C23 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C23 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 H21A 109.5 . . ?
C23 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C23 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 C22 107.3(2) . . ?
C21 C23 C20 109.1(2) . . ?
C22 C23 C20 107.3(2) . . ?
C21 C23 C11 110.97(19) . . ?
C22 C23 C11 111.9(2) . . ?
C20 C23 C11 110.19(19) . . ?
C1 N1 C9 112.70(16) . . ?
C1 N1 In1 112.55(13) . . ?
C9 N1 In1 110.40(13) . . ?
C1 N1 H1N 105.7(17) . . ?
C9 N1 H1N 108.4(17) . . ?
In1 N1 H1N 106.8(16) . . ?
C8 N2 C7 108.95(19) . . ?
C8 N2 C6 110.73(18) . . ?
C7 N2 C6 113.17(18) . . ?
C8 N2 In1 110.33(15) . . ?
C7 N2 In1 107.48(13) . . ?
C6 N2 In1 106.10(12) . . ?
C10 O1 In1 123.93(13) . . ?
C19 C16 H16A 109.5 . . ?
C19 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C19 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C17 H17A 109.5 . . ?
C19 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C19 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 C16B H16D 109.5 . . ?
C19 C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C19 C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C19 C17B H17D 109.5 . . ?
C19 C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C19 C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C19 C18B H18D 109.5 . . ?
C19 C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C19 C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
O1 In1 N2 142.26(6) . . ?
O1 In1 N1 85.73(6) . . ?
N2 In1 N1 76.69(6) . . ?
O1 In1 Br1 111.43(4) . . ?
N2 In1 Br1 102.87(5) . . ?
N1 In1 Br1 93.55(5) . . ?
O1 In1 Br2 90.20(4) . . ?
N2 In1 Br2 91.65(5) . . ?
N1 In1 Br2 154.37(5) . . ?
Br1 In1 Br2 111.418(13) . . ?
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 N1 1.491(3) . ?
C1 C2 1.525(3) . ?
C1 C6 1.532(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.530(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.521(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.534(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.538(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N2 1.502(3) . ?
C6 H6 1.0000 . ?
C7 N2 1.487(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N2 1.481(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N1 1.503(3) . ?
C9 C15 1.505(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O1 1.351(2) . ?
C10 C15 1.402(3) . ?
C10 C11 1.417(3) . ?
C11 C12 1.398(3) . ?
C11 C23 1.541(3) . ?
C12 C13 1.399(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C13 C19 1.536(3) . ?
C14 C15 1.391(3) . ?
C14 H14 0.9500 . ?
C19 C18 1.424(18) . ?
C19 C17B 1.487(13) . ?
C19 C16B 1.532(6) . ?
C19 C17 1.57(2) . ?
C19 C18B 1.577(12) . ?
C19 C16 1.581(10) . ?
C20 C23 1.537(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C23 1.531(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.536(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N1 In1 2.2996(18) . ?
N1 H1N 0.90(3) . ?
N2 In1 2.2974(18) . ?
O1 In1 2.0563(15) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
Br1 In1 2.5123(4) . ?
Br2 In1 2.5428(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
N1 C1 C2 C3 -178.06(19) . . . . ?
C6 C1 C2 C3 58.9(3) . . . . ?
C1 C2 C3 C4 -57.2(3) . . . . ?
C2 C3 C4 C5 55.8(3) . . . . ?
C3 C4 C5 C6 -56.8(3) . . . . ?
N1 C1 C6 N2 50.2(2) . . . . ?
C2 C1 C6 N2 173.72(17) . . . . ?
N1 C1 C6 C5 177.37(18) . . . . ?
C2 C1 C6 C5 -59.1(2) . . . . ?
C4 C5 C6 N2 -176.6(2) . . . . ?
C4 C5 C6 C1 58.3(3) . . . . ?
O1 C10 C11 C12 -175.16(19) . . . . ?
C15 C10 C11 C12 1.8(3) . . . . ?
O1 C10 C11 C23 4.7(3) . . . . ?
C15 C10 C11 C23 -178.3(2) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C23 C11 C12 C13 179.2(2) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C11 C12 C13 C19 177.4(2) . . . . ?
C12 C13 C14 C15 1.7(3) . . . . ?
C19 C13 C14 C15 -176.6(2) . . . . ?
C13 C14 C15 C10 -0.7(3) . . . . ?
C13 C14 C15 C9 178.7(2) . . . . ?
O1 C10 C15 C14 175.9(2) . . . . ?
C11 C10 C15 C14 -1.1(3) . . . . ?
O1 C10 C15 C9 -3.5(3) . . . . ?
C11 C10 C15 C9 179.47(19) . . . . ?
N1 C9 C15 C14 119.1(2) . . . . ?
N1 C9 C15 C10 -61.4(3) . . . . ?
C14 C13 C19 C18 -43.2(15) . . . . ?
C12 C13 C19 C18 138.7(15) . . . . ?
C14 C13 C19 C17B 98.2(7) . . . . ?
C12 C13 C19 C17B -79.9(7) . . . . ?
C14 C13 C19 C16B -136.6(6) . . . . ?
C12 C13 C19 C16B 45.3(6) . . . . ?
C14 C13 C19 C17 79.7(8) . . . . ?
C12 C13 C19 C17 -98.4(8) . . . . ?
C14 C13 C19 C18B -21.0(6) . . . . ?
C12 C13 C19 C18B 160.9(6) . . . . ?
C14 C13 C19 C16 -169.7(10) . . . . ?
C12 C13 C19 C16 12.1(10) . . . . ?
C12 C11 C23 C21 118.0(2) . . . . ?
C10 C11 C23 C21 -61.8(3) . . . . ?
C12 C11 C23 C22 -1.8(3) . . . . ?
C10 C11 C23 C22 178.4(2) . . . . ?
C12 C11 C23 C20 -121.0(2) . . . . ?
C10 C11 C23 C20 59.2(3) . . . . ?
C2 C1 N1 C9 89.4(2) . . . . ?
C6 C1 N1 C9 -148.33(18) . . . . ?
C2 C1 N1 In1 -145.00(16) . . . . ?
C6 C1 N1 In1 -22.7(2) . . . . ?
C15 C9 N1 C1 -166.88(17) . . . . ?
C15 C9 N1 In1 66.32(19) . . . . ?
C1 C6 N2 C8 -170.72(19) . . . . ?
C5 C6 N2 C8 64.7(3) . . . . ?
C1 C6 N2 C7 66.6(2) . . . . ?
C5 C6 N2 C7 -57.9(2) . . . . ?
C1 C6 N2 In1 -51.00(19) . . . . ?
C5 C6 N2 In1 -175.55(16) . . . . ?
C15 C10 O1 In1 54.2(2) . . . . ?
C11 C10 O1 In1 -128.77(18) . . . . ?
C10 O1 In1 N2 -96.31(17) . . . . ?
C10 O1 In1 N1 -34.58(16) . . . . ?
C10 O1 In1 Br1 57.56(16) . . . . ?
C10 O1 In1 Br2 170.74(15) . . . . ?
C8 N2 In1 O1 -147.02(15) . . . . ?
C7 N2 In1 O1 -28.35(19) . . . . ?
C6 N2 In1 O1 92.99(15) . . . . ?
C8 N2 In1 N1 148.50(17) . . . . ?
C7 N2 In1 N1 -92.84(15) . . . . ?
C6 N2 In1 N1 28.51(13) . . . . ?
C8 N2 In1 Br1 57.85(16) . . . . ?
C7 N2 In1 Br1 176.51(13) . . . . ?
C6 N2 In1 Br1 -62.14(13) . . . . ?
C8 N2 In1 Br2 -54.57(15) . . . . ?
C7 N2 In1 Br2 64.10(14) . . . . ?
C6 N2 In1 Br2 -174.56(12) . . . . ?
C1 N1 In1 O1 -149.66(14) . . . . ?
C9 N1 In1 O1 -22.77(13) . . . . ?
C1 N1 In1 N2 -3.30(14) . . . . ?
C9 N1 In1 N2 123.59(14) . . . . ?
C1 N1 In1 Br1 99.09(13) . . . . ?
C9 N1 In1 Br1 -134.02(12) . . . . ?
C1 N1 In1 Br2 -68.15(18) . . . . ?
C9 N1 In1 Br2 58.74(18) . . . . ?
