#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:04:11 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179091 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/53/4305304.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_4305304
loop_
_publ_author_name
'Michael Seitz'
'Evan G. Moore'
'Kenneth N. Raymond'
_publ_contact_author_email       raymond@socrates.berkeley.edu
_publ_contact_author_name        'Kenneth N. Raymond'
_publ_section_title
;
Highly Fluorescent Group 13 Metal Complexes With Cyclic, Aromatic
Hydroxamic Acid Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8665
_journal_page_last               8673
_journal_paper_doi               10.1021/ic800269w
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C36 H30 In N7 O9'
_chemical_formula_weight         819.49
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   13.0384(15)
_cell_length_b                   13.0384(15)
_cell_length_c                   32.870(8)
_cell_measurement_reflns_used    1901
_cell_measurement_temperature    169(2)
_cell_measurement_theta_max      21.94
_cell_measurement_theta_min      3.59
_cell_volume                     4839.3(14)
_computing_cell_refinement       'SAINT 7.07B (Bruker, 2006)'
_computing_data_collection       'SMART V5.059 (Bruker, 2006)'
_computing_data_reduction        'SAINT 7.07B (Bruker, 2006)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      169(2)
_diffrn_detector_area_resol_mean 81.92
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       ω/2θ-scans
_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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            7861
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         3.59
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2496
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.110
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0344
_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)+(0.0422P)²+0.0525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0761
_reflns_number_gt                1636
_reflns_number_total             2116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic800269w_si_002.cif
_cod_data_source_block           Tren-Hoiqo-In
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4305304
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
In1 In 0.0000 0.0000 0.228397(10) 0.03143(14) Uani 1 3 d S . .
O3 O 0.01382(17) -0.13007(17) 0.26402(5) 0.0348(5) Uani 1 1 d . . .
O2 O -0.03982(18) -0.14280(17) 0.18751(6) 0.0365(5) Uani 1 1 d . . .
O1 O -0.0324(2) -0.38859(19) 0.11189(7) 0.0541(6) Uani 1 1 d . . .
N3 N -0.0040(2) -0.2169(2) 0.20253(7) 0.0337(6) Uani 1 1 d . . .
N2 N -0.0378(2) -0.2188(2) 0.11480(8) 0.0435(7) Uani 1 1 d . . .
H2 H -0.0333 -0.1631 0.1301 0.052 Uiso 1 1 calc R . .
N1 N 0.0000 0.0000 0.07558(12) 0.0378(10) Uani 1 3 d S . .
C11 C 0.0587(3) -0.2861(3) 0.25934(10) 0.0382(7) Uani 1 1 d . . .
C9 C 0.1189(3) -0.3567(3) 0.31688(12) 0.0552(10) Uani 1 1 d . . .
H9 H 0.1323 -0.3568 0.3447 0.066 Uiso 1 1 calc R . .
C1 C -0.0869(3) -0.1195(3) 0.06148(9) 0.0427(8) Uani 1 1 d . . .
H1A H -0.0949 -0.1170 0.0322 0.051 Uiso 1 1 calc R . .
H1B H -0.1631 -0.1413 0.0734 0.051 Uiso 1 1 calc R . .
C4 C 0.0039(3) -0.2969(3) 0.17636(9) 0.0388(7) Uani 1 1 d . . .
C2 C -0.0578(3) -0.2156(3) 0.07130(9) 0.0450(8) Uani 1 1 d . . .
H2A H -0.1227 -0.2917 0.0627 0.054 Uiso 1 1 calc R . .
H2B H 0.0125 -0.2010 0.0565 0.054 Uiso 1 1 calc R . .
C6 C 0.0745(3) -0.3628(3) 0.23325(10) 0.0455(8) Uani 1 1 d . . .
C3 C -0.0262(3) -0.3058(3) 0.13153(10) 0.0413(8) Uani 1 1 d . . .
C5 C 0.0441(3) -0.3667(3) 0.19164(10) 0.0458(8) Uani 1 1 d . . .
H5 H 0.0520 -0.4187 0.1743 0.055 Uiso 1 1 calc R . .
C10 C 0.0788(3) -0.2859(3) 0.30127(10) 0.0429(8) Uani 1 1 d . . .
H10 H 0.0648 -0.2375 0.3185 0.052 Uiso 1 1 calc R . .
C7 C 0.1189(3) -0.4323(3) 0.25017(13) 0.0562(10) Uani 1 1 d . . .
H7 H 0.1340 -0.4808 0.2334 0.067 Uiso 1 1 calc R . .
C12 C 0.0218(2) -0.2080(2) 0.24276(9) 0.0336(7) Uani 1 1 d . . .
C8 C 0.1397(3) -0.4288(3) 0.29076(14) 0.0612(11) Uani 1 1 d . . .
H8 H 0.1685 -0.4756 0.3014 0.073 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 0.0000 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'
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
O2 In1 O2 84.71(8) 3 . ?
O2 In1 O2 84.71(8) 3 2 ?
O2 In1 O2 84.71(8) . 2 ?
O2 In1 O3 116.69(8) 3 2 ?
O2 In1 O3 147.93(8) . 2 ?
O2 In1 O3 74.58(7) 2 2 ?
O2 In1 O3 74.58(7) 3 3 ?
O2 In1 O3 116.69(8) . 3 ?
O2 In1 O3 147.93(8) 2 3 ?
O3 In1 O3 92.95(7) 2 3 ?
O2 In1 O3 147.93(8) 3 . ?
O2 In1 O3 74.58(7) . . ?
O2 In1 O3 116.69(8) 2 . ?
O3 In1 O3 92.95(7) 2 . ?
O3 In1 O3 92.95(7) 3 . ?
C12 O3 In1 113.74(17) . . ?
N3 O2 In1 111.73(15) . . ?
C12 N3 O2 116.9(2) . . ?
C12 N3 C4 123.9(3) . . ?
O2 N3 C4 119.2(2) . . ?
C3 N2 C2 121.7(3) . . ?
C3 N2 H2 119.1 . . ?
C2 N2 H2 119.1 . . ?
C1 N1 C1 110.55(18) . 3 ?
C1 N1 C1 110.55(18) . 2 ?
C1 N1 C1 110.55(18) 3 2 ?
C10 C11 C6 120.4(3) . . ?
C10 C11 C12 120.1(3) . . ?
C6 C11 C12 119.5(3) . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
N1 C1 C2 115.6(2) . . ?
N1 C1 H1A 108.4 . . ?
C2 C1 H1A 108.4 . . ?
N1 C1 H1B 108.4 . . ?
C2 C1 H1B 108.4 . . ?
H1A C1 H1B 107.5 . . ?
C5 C4 N3 118.2(3) . . ?
C5 C4 C3 118.8(3) . . ?
N3 C4 C3 123.0(3) . . ?
N2 C2 C1 110.8(2) . . ?
N2 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C11 C6 C7 117.9(3) . . ?
C11 C6 C5 118.4(3) . . ?
C7 C6 C5 123.6(3) . . ?
O1 C3 N2 123.1(3) . . ?
O1 C3 C4 118.8(3) . . ?
N2 C3 C4 118.0(3) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C9 C10 C11 120.1(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O3 C12 N3 119.0(3) . . ?
O3 C12 C11 123.1(3) . . ?
N3 C12 C11 117.9(3) . . ?
C7 C8 C9 121.6(3) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
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 O2 2.1392(19) 3 ?
In1 O2 2.1392(19) . ?
In1 O2 2.1392(19) 2 ?
In1 O3 2.1414(19) 2 ?
In1 O3 2.1414(19) 3 ?
In1 O3 2.1414(19) . ?
O3 C12 1.280(3) . ?
O2 N3 1.358(3) . ?
O1 C3 1.225(3) . ?
N3 C12 1.355(4) . ?
N3 C4 1.395(4) . ?
N2 C3 1.336(4) . ?
N2 C2 1.458(4) . ?
N2 H2 0.8600 . ?
N1 C1 1.470(3) . ?
N1 C1 1.470(3) 3 ?
N1 C1 1.470(3) 2 ?
C11 C10 1.402(4) . ?
C11 C6 1.408(4) . ?
C11 C12 1.433(4) . ?
C9 C10 1.369(4) . ?
C9 C8 1.396(5) . ?
C9 H9 0.9300 . ?
C1 C2 1.513(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 C5 1.354(4) . ?
C4 C3 1.514(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 C7 1.411(5) . ?
C6 C5 1.418(4) . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C7 C8 1.358(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
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
O2 In1 O3 C12 68.1(2) 3 . . . ?
O2 In1 O3 C12 16.41(17) . . . . ?
O2 In1 O3 C12 -59.37(19) 2 . . . ?
O3 In1 O3 C12 -133.6(2) 2 . . . ?
O3 In1 O3 C12 133.3(2) 3 . . . ?
O2 In1 O2 N3 -171.84(18) 3 . . . ?
O2 In1 O2 N3 103.0(2) 2 . . . ?
O3 In1 O2 N3 53.6(2) 2 . . . ?
O3 In1 O2 N3 -102.04(16) 3 . . . ?
O3 In1 O2 N3 -16.57(15) . . . . ?
In1 O2 N3 C12 15.8(3) . . . . ?
In1 O2 N3 C4 -164.41(19) . . . . ?
C1 N1 C1 C2 175.5(2) 3 . . . ?
C1 N1 C1 C2 52.7(4) 2 . . . ?
C12 N3 C4 C5 -2.7(4) . . . . ?
O2 N3 C4 C5 177.5(2) . . . . ?
C12 N3 C4 C3 179.6(3) . . . . ?
O2 N3 C4 C3 -0.2(4) . . . . ?
C3 N2 C2 C1 171.0(3) . . . . ?
N1 C1 C2 N2 54.8(4) . . . . ?
C10 C11 C6 C7 -4.4(5) . . . . ?
C12 C11 C6 C7 175.6(3) . . . . ?
C10 C11 C6 C5 175.1(3) . . . . ?
C12 C11 C6 C5 -5.0(4) . . . . ?
C2 N2 C3 O1 -0.5(5) . . . . ?
C2 N2 C3 C4 175.3(3) . . . . ?
C5 C4 C3 O1 12.0(4) . . . . ?
N3 C4 C3 O1 -170.3(3) . . . . ?
C5 C4 C3 N2 -164.1(3) . . . . ?
N3 C4 C3 N2 13.7(4) . . . . ?
N3 C4 C5 C6 1.9(5) . . . . ?
C3 C4 C5 C6 179.7(3) . . . . ?
C11 C6 C5 C4 1.9(5) . . . . ?
C7 C6 C5 C4 -178.7(3) . . . . ?
C8 C9 C10 C11 0.1(5) . . . . ?
C6 C11 C10 C9 2.8(5) . . . . ?
C12 C11 C10 C9 -177.1(3) . . . . ?
C11 C6 C7 C8 3.2(5) . . . . ?
C5 C6 C7 C8 -176.2(3) . . . . ?
In1 O3 C12 N3 -13.8(3) . . . . ?
In1 O3 C12 C11 165.3(2) . . . . ?
O2 N3 C12 O3 -1.5(4) . . . . ?
C4 N3 C12 O3 178.7(2) . . . . ?
O2 N3 C12 C11 179.4(2) . . . . ?
C4 N3 C12 C11 -0.4(4) . . . . ?
C10 C11 C12 O3 5.1(4) . . . . ?
C6 C11 C12 O3 -174.8(3) . . . . ?
C10 C11 C12 N3 -175.8(3) . . . . ?
C6 C11 C12 N3 4.3(4) . . . . ?
C6 C7 C8 C9 -0.4(5) . . . . ?
C10 C9 C8 C7 -1.3(5) . . . . ?
