#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:02:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179464 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/61/4336167.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_4336167
loop_
_publ_author_name
'Jun Yoshida'
'Go Watanabe'
'Kaori Kakizawa'
'Yasuhiro Kawabata'
'Hidetaka Yuge'
_publ_contact_author_address
;
Department of Chemistry, School of Science, 
Kitasato University, 1-15-1 Kitasato, Minami-ku, 
Sagamihara, Kanagawa, 252-0329, Japan.
;
_publ_contact_author_email       yoshidaj@kitasato-u.ac.jp
_publ_contact_author_fax         '+81 042-778-7980'
_publ_contact_author_name        'Jun Yoshida'
_publ_contact_author_phone       '+81 042-778-9953'
_publ_section_title
;
 Tris(β-diketonato) Ru(III) Complexes as Chiral Dopants for Nematic
 Liquid Crystals: the Effect of the Molecular Structure on the Helical
 Twisting Power
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11042
_journal_page_last               11050
_journal_paper_doi               10.1021/ic401240f
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C15 H20 I O6 Ru, C3 H3'
_chemical_formula_sum            'C18 H23 I O6 Ru'
_chemical_formula_weight         563.33
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                106.2380(10)
_cell_angle_beta                 94.0460(10)
_cell_angle_gamma                100.1410(10)
_cell_formula_units_Z            2
_cell_length_a                   7.6335(8)
_cell_length_b                   11.7149(13)
_cell_length_c                   11.9732(13)
_cell_measurement_reflns_used    6573
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.5398
_cell_measurement_theta_min      2.7327
_cell_volume                     1003.78(19)
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0255
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11240
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    2.348
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.864
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_refine_diff_density_max         2.09
_refine_diff_density_min         -1.535
_refine_diff_density_rms         0.181
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4521
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.932
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1155
_reflns_number_gt                3997
_reflns_number_total             4521
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401240f_si_002.cif
_cod_data_source_block           Ru(acac)2(acacI)
_cod_database_code               4336167
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 0.5380(3) 0.76031(19) 0.70011(19) 0.0189(4) Uani d . 1 O
O2 0.8926(3) 0.8312(2) 0.82346(19) 0.0199(5) Uani d . 1 O
C1 0.2946(4) 0.7663(3) 0.8093(3) 0.0257(7) Uani d . 1 C
H1 0.2314 0.7311 0.7295 0.039 Uiso calc R 1 H
H2 0.2639 0.8451 0.845 0.039 Uiso calc R 1 H
H3 0.2587 0.7116 0.8562 0.039 Uiso calc R 1 H
C2 0.4940(4) 0.7831(3) 0.8051(3) 0.0183(6) Uani d . 1 C
C3 0.6187(4) 0.8205(3) 0.9074(3) 0.0210(6) Uani d . 1 C
C4 0.8065(4) 0.8374(3) 0.9125(3) 0.0196(6) Uani d . 1 C
C5 0.9247(5) 0.8643(3) 1.0261(3) 0.0260(7) Uani d . 1 C
H4 1.0499 0.8682 1.0111 0.039 Uiso calc R 1 H
H5 0.889 0.7998 1.0624 0.039 Uiso calc R 1 H
H6 0.9125 0.9423 1.079 0.039 Uiso calc R 1 H
I1 0.51144(3) 0.85237(3) 1.06795(2) 0.03776(12) Uani d . 1 I
O3 0.6809(3) 0.7611(2) 0.4880(2) 0.0209(5) Uani d . 1 O
O4 0.8090(3) 0.62346(19) 0.6351(2) 0.0205(5) Uani d . 1 O
C6 0.5812(5) 0.6499(3) 0.2893(3) 0.0293(8) Uani d . 1 C
H7 0.4782 0.6896 0.2936 0.044 Uiso calc R 1 H
H8 0.5431 0.5648 0.2416 0.044 Uiso calc R 1 H
H9 0.6741 0.6915 0.2537 0.044 Uiso calc R 1 H
C7 0.6563(4) 0.6556(3) 0.4121(3) 0.0198(6) Uani d . 1 C
C8 0.6928(5) 0.5506(3) 0.4314(3) 0.0245(7) Uani d . 1 C
H10 0.6688 0.4797 0.3657 0.029 Uiso calc R 1 H
C9 0.7623(4) 0.5381(3) 0.5391(3) 0.0188(6) Uani d . 1 C
C10 0.7885(5) 0.4147(3) 0.5430(3) 0.0258(7) Uani d . 1 C
H11 0.8088 0.415 0.6248 0.039 Uiso calc R 1 H
H12 0.8926 0.3953 0.5037 0.039 Uiso calc R 1 H
H13 0.6813 0.3535 0.5029 0.039 Uiso calc R 1 H
O5 1.0341(3) 0.8317(2) 0.6111(2) 0.0194(5) Uani d . 1 O
O6 0.7570(3) 0.9695(2) 0.6886(2) 0.0217(5) Uani d . 1 O
C11 1.3097(4) 0.9469(3) 0.5907(3) 0.0242(7) Uani d . 1 C
H14 1.3917 0.966 0.6631 0.036 Uiso calc R 1 H
H15 1.3389 1.0112 0.5533 0.036 Uiso calc R 1 H
H16 1.3221 0.8693 0.5372 0.036 Uiso calc R 1 H
C12 1.1204(4) 0.9381(3) 0.6188(3) 0.0184(6) Uani d . 1 C
C13 1.0534(4) 1.0455(3) 0.6538(3) 0.0225(7) Uani d . 1 C
H17 1.1337 1.1187 0.6574 0.027 Uiso calc R 1 H
C14 0.8830(4) 1.0569(3) 0.6837(3) 0.0193(6) Uani d . 1 C
C15 0.8353(5) 1.1803(3) 0.7168(3) 0.0277(7) Uani d . 1 C
H18 0.7095 1.1728 0.6871 0.041 Uiso calc R 1 H
H19 0.9125 1.234 0.6824 0.041 Uiso calc R 1 H
H20 0.8528 1.2145 0.8023 0.041 Uiso calc R 1 H
C16 -0.0838(9) 1.5323(4) 0.9107(5) 0.0578(14) Uani d . 1 C
H21 -0.141 1.5539 0.8488 0.069 Uiso calc R 1 H
C17 -0.1609(8) 1.5350(4) 1.0110(5) 0.0575(13) Uani d . 1 C
H22 -0.2725 1.5598 1.0192 0.069 Uiso calc R 1 H
C18 -0.0808(9) 1.5030(4) 1.0980(5) 0.0607(16) Uani d . 1 C
H23 -0.1374 1.5045 1.1664 0.073 Uiso calc R 1 H
Ru1 0.78612(3) 0.79718(2) 0.65710(2) 0.01533(11) Uani d . 1 Ru
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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
C2 O1 Ru1 126.1(2) . .
C4 O2 Ru1 126.5(2) . .
C2 C1 H1 109.5 . .
C2 C1 H2 109.5 . .
H1 C1 H2 109.5 . .
C2 C1 H3 109.5 . .
H1 C1 H3 109.5 . .
H2 C1 H3 109.5 . .
O1 C2 C3 124.0(3) . .
O1 C2 C1 113.8(3) . .
C3 C2 C1 122.2(3) . .
C4 C3 C2 126.4(3) . .
C4 C3 I1 117.2(2) . .
C2 C3 I1 116.4(2) . .
O2 C4 C3 124.6(3) . .
O2 C4 C5 113.9(3) . .
C3 C4 C5 121.6(3) . .
C4 C5 H4 109.5 . .
C4 C5 H5 109.5 . .
H4 C5 H5 109.5 . .
C4 C5 H6 109.5 . .
H4 C5 H6 109.5 . .
H5 C5 H6 109.5 . .
C7 O3 Ru1 123.6(2) . .
C9 O4 Ru1 124.6(2) . .
C7 C6 H7 109.5 . .
C7 C6 H8 109.5 . .
H7 C6 H8 109.5 . .
C7 C6 H9 109.5 . .
H7 C6 H9 109.5 . .
H8 C6 H9 109.5 . .
O3 C7 C8 126.8(3) . .
O3 C7 C6 114.8(3) . .
C8 C7 C6 118.4(3) . .
C7 C8 C9 126.6(3) . .
C7 C8 H10 116.7 . .
C9 C8 H10 116.7 . .
O4 C9 C8 125.7(3) . .
O4 C9 C10 115.7(3) . .
C8 C9 C10 118.6(3) . .
C9 C10 H11 109.5 . .
C9 C10 H12 109.5 . .
H11 C10 H12 109.5 . .
C9 C10 H13 109.5 . .
H11 C10 H13 109.5 . .
H12 C10 H13 109.5 . .
C12 O5 Ru1 123.8(2) . .
C14 O6 Ru1 123.4(2) . .
C12 C11 H14 109.5 . .
C12 C11 H15 109.5 . .
H14 C11 H15 109.5 . .
C12 C11 H16 109.5 . .
H14 C11 H16 109.5 . .
H15 C11 H16 109.5 . .
O5 C12 C13 125.4(3) . .
O5 C12 C11 116.0(3) . .
C13 C12 C11 118.6(3) . .
C14 C13 C12 127.5(3) . .
C14 C13 H17 116.2 . .
C12 C13 H17 116.2 . .
O6 C14 C13 125.9(3) . .
O6 C14 C15 114.6(3) . .
C13 C14 C15 119.5(3) . .
C14 C15 H18 109.5 . .
C14 C15 H19 109.5 . .
H18 C15 H19 109.5 . .
C14 C15 H20 109.5 . .
H18 C15 H20 109.5 . .
H19 C15 H20 109.5 . .
C17 C16 C18 118.1(5) . 2_587
C17 C16 H21 121 . .
C18 C16 H21 121 2_587 .
C18 C17 C16 120.9(6) . .
C18 C17 H22 119.6 . .
C16 C17 H22 119.6 . .
C17 C18 C16 121.0(5) . 2_587
C17 C18 H23 119.5 . .
C16 C18 H23 119.5 2_587 .
O2 Ru1 O6 90.79(9) . .
O2 Ru1 O1 91.01(9) . .
O6 Ru1 O1 86.95(9) . .
O2 Ru1 O5 89.82(9) . .
O6 Ru1 O5 93.70(9) . .
O1 Ru1 O5 178.94(9) . .
O2 Ru1 O4 86.61(9) . .
O6 Ru1 O4 176.30(9) . .
O1 Ru1 O4 90.47(9) . .
O5 Ru1 O4 88.92(9) . .
O2 Ru1 O3 179.14(9) . .
O6 Ru1 O3 89.90(9) . .
O1 Ru1 O3 89.53(9) . .
O5 Ru1 O3 89.63(9) . .
O4 Ru1 O3 92.72(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C2 . 1.291(4)
O1 Ru1 . 2.003(2)
O2 C4 . 1.283(4)
O2 Ru1 . 2.000(2)
C1 C2 . 1.507(4)
C1 H1 . 0.98
C1 H2 . 0.98
C1 H3 . 0.98
C2 C3 . 1.410(5)
C3 C4 . 1.407(5)
C3 I1 . 2.105(3)
C4 C5 . 1.500(4)
C5 H4 . 0.98
C5 H5 . 0.98
C5 H6 . 0.98
O3 C7 . 1.286(4)
O3 Ru1 . 2.024(2)
O4 C9 . 1.274(4)
O4 Ru1 . 2.018(2)
C6 C7 . 1.518(5)
C6 H7 . 0.98
C6 H8 . 0.98
C6 H9 . 0.98
C7 C8 . 1.384(5)
C8 C9 . 1.415(5)
C8 H10 . 0.95
C9 C10 . 1.507(4)
C10 H11 . 0.98
C10 H12 . 0.98
C10 H13 . 0.98
O5 C12 . 1.279(4)
O5 Ru1 . 2.013(2)
O6 C14 . 1.293(4)
O6 Ru1 . 2.003(2)
C11 C12 . 1.499(4)
C11 H14 . 0.98
C11 H15 . 0.98
C11 H16 . 0.98
C12 C13 . 1.408(4)
C13 C14 . 1.392(4)
C13 H17 . 0.95
C14 C15 . 1.505(4)
C15 H18 . 0.98
C15 H19 . 0.98
C15 H20 . 0.98
C16 C17 . 1.369(7)
C16 C18 2_587 1.392(8)
C16 H21 . 0.95
C17 C18 . 1.345(8)
C17 H22 . 0.95
C18 C16 2_587 1.392(8)
C18 H23 . 0.95
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_4
Ru1 O1 C2 C3 -10.7(4) . .
Ru1 O1 C2 C1 169.4(2) . .
O1 C2 C3 C4 -0.7(5) . .
C1 C2 C3 C4 179.2(3) . .
O1 C2 C3 I1 179.8(2) . .
C1 C2 C3 I1 -0.2(4) . .
Ru1 O2 C4 C3 0.2(4) . .
Ru1 O2 C4 C5 179.9(2) . .
C2 C3 C4 O2 6.5(5) . .
I1 C3 C4 O2 -174.1(2) . .
C2 C3 C4 C5 -173.2(3) . .
I1 C3 C4 C5 6.2(4) . .
Ru1 O3 C7 C8 1.1(5) . .
Ru1 O3 C7 C6 -178.1(2) . .
O3 C7 C8 C9 1.0(6) . .
C6 C7 C8 C9 -179.9(3) . .
Ru1 O4 C9 C8 2.3(5) . .
Ru1 O4 C9 C10 -179.0(2) . .
C7 C8 C9 O4 -2.9(6) . .
C7 C8 C9 C10 178.4(3) . .
Ru1 O5 C12 C13 -3.7(4) . .
Ru1 O5 C12 C11 174.7(2) . .
O5 C12 C13 C14 -1.5(5) . .
C11 C12 C13 C14 -179.9(3) . .
Ru1 O6 C14 C13 1.7(4) . .
Ru1 O6 C14 C15 -176.9(2) . .
C12 C13 C14 O6 2.7(5) . .
C12 C13 C14 C15 -178.8(3) . .
C18 C16 C17 C18 -0.8(8) 2_587 .
C16 C17 C18 C16 0.8(9) . 2_587
C4 O2 Ru1 O6 79.5(3) . .
C4 O2 Ru1 O1 -7.5(2) . .
C4 O2 Ru1 O5 173.2(2) . .
C4 O2 Ru1 O4 -97.9(2) . .
C4 O2 Ru1 O3 -136(6) . .
C14 O6 Ru1 O2 85.1(2) . .
C14 O6 Ru1 O1 176.1(2) . .
C14 O6 Ru1 O5 -4.8(2) . .
C14 O6 Ru1 O4 130.4(13) . .
C14 O6 Ru1 O3 -94.4(2) . .
C2 O1 Ru1 O2 12.6(2) . .
C2 O1 Ru1 O6 -78.1(2) . .
C2 O1 Ru1 O5 154(5) . .
C2 O1 Ru1 O4 99.2(2) . .
C2 O1 Ru1 O3 -168.1(2) . .
C12 O5 Ru1 O2 -85.0(2) . .
C12 O5 Ru1 O6 5.8(2) . .
C12 O5 Ru1 O1 133(5) . .
C12 O5 Ru1 O4 -171.6(2) . .
C12 O5 Ru1 O3 95.7(2) . .
C9 O4 Ru1 O2 -179.9(3) . .
C9 O4 Ru1 O6 134.8(13) . .
C9 O4 Ru1 O1 89.2(3) . .
C9 O4 Ru1 O5 -90.0(3) . .
C9 O4 Ru1 O3 -0.4(3) . .
C7 O3 Ru1 O2 37(6) . .
C7 O3 Ru1 O6 -178.6(2) . .
C7 O3 Ru1 O1 -91.6(2) . .
C7 O3 Ru1 O5 87.7(2) . .
C7 O3 Ru1 O4 -1.2(2) . .
