#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:04:48 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178736 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/47/4084785.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_4084785
loop_
_publ_author_name
'Suna, Yuki'
'Ertem, Mehmed Z.'
'Wang, Wan-Hui'
'Kambayashi, Hide'
'Manaka, Yuichi'
'Muckerman, James T.'
'Fujita, Etsuko'
'Himeda, Yuichiro'
_publ_section_title
;
 Positional Effects of Hydroxy Groups on Catalytic Activity of
 Proton-Responsive Half-Sandwich Cp*Iridium(III) Complexes
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              6519
_journal_paper_doi               10.1021/om500832d
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C20 H23 Ir N2 O3, 4(H2 0)'
_chemical_formula_sum            'C20 H31 Ir N2 O7'
_chemical_formula_weight         603.6596
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 96.6411(5)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   20.2790(9)
_cell_length_b                   11.6509(5)
_cell_length_c                   9.7011(4)
_cell_measurement_reflns_used    9180
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.75
_cell_volume                     2276.69(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker Saint'
_computing_molecular_graphics    'Bruker SHELXL'
_computing_publication_material  'Bruker SHELXL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      243(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX2II CCD'
_diffrn_measurement_method       'φ and ω acans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating unit'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9769
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    5.906
_exptl_absorpt_correction_T_max  0.8198
_exptl_absorpt_correction_T_min  0.5894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.875
_refine_diff_density_min         -1.183
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0214
_refine_ls_R_factor_gt           0.0211
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0408P)²+8.3100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0598
_reflns_number_gt                2531
_reflns_number_total             2557
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500832d_si_002.cif
_cod_data_source_block           '[Cp*Ir(4DHBP-2H+)(OH2)](H2O)4'
_cod_depositor_comments
'Adding full bibliography for 4084781--4084788.cif.'
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               4084785
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Ir1 Ir -0.147428(6) 0.5000 0.254412(14) 0.01256(7) Uani 1 2 d S
O1 O -0.38951(10) 0.81068(19) 0.0634(3) 0.0219(5) Uani 1 1 d .
O1S O -0.5000 1.3169(3) 1.0000 0.0269(7) Uani 1 2 d SD
H1S H -0.5316(7) 1.2771(18) 0.978(4) 0.035 Uiso 1 1 d D
O2S O -0.0203(2) 1.0000 0.1765(5) 0.0452(11) Uani 1 2 d SD
H2S H -0.012(3) 1.0564(15) 0.135(4) 0.059 Uiso 1 1 d D
O3 O -0.14886(15) 0.5000 0.0356(3) 0.0163(6) Uani 1 2 d S
H3O H -0.1300(19) 0.557(3) 0.004(4) 0.021 Uiso 1 1 d .
O3S O -0.3511(3) 0.5000 0.7188(12) 0.129(4) Uani 1 2 d S
O4S O 0.0605(9) 0.0000 0.4205(11) 0.220(7) Uani 1 2 d S
N1 N -0.22701(12) 0.6120(2) 0.2030(3) 0.0153(5) Uani 1 1 d .
C1 C -0.22333(15) 0.7276(3) 0.2028(3) 0.0172(6) Uani 1 1 d .
H1 H -0.1825 0.7620 0.2344 0.022 Uiso 1 1 calc R
C2 C -0.27601(14) 0.7976(3) 0.1590(3) 0.0167(6) Uani 1 1 d .
H2 H -0.2708 0.8778 0.1622 0.022 Uiso 1 1 calc R
C3 C -0.33840(14) 0.7490(3) 0.1088(3) 0.0165(6) Uani 1 1 d .
C4 C -0.34124(14) 0.6280(3) 0.1100(3) 0.0183(6) Uani 1 1 d .
H4 H -0.3814 0.5909 0.0794 0.024 Uiso 1 1 calc R
C5 C -0.28610(14) 0.5632(3) 0.1554(3) 0.0159(6) Uani 1 1 d .
C6 C -0.0402(2) 0.5000 0.3020(4) 0.0176(8) Uani 1 2 d S
C7 C -0.06694(15) 0.3996(3) 0.3593(3) 0.0177(6) Uani 1 1 d .
C8 C -0.11127(15) 0.4386(3) 0.4570(3) 0.0218(7) Uani 1 1 d .
C9 C 0.0062(2) 0.5000 0.1925(5) 0.0239(10) Uani 1 2 d S
H91 H 0.0094 0.5770 0.1559 0.031 Uiso 0.50 1 calc PR
H92 H -0.0105 0.4484 0.1181 0.031 Uiso 0.50 1 calc PR
H93 H 0.0498 0.4745 0.2326 0.031 Uiso 0.50 1 calc PR
C10 C -0.04795(18) 0.2783(3) 0.3303(4) 0.0279(7) Uani 1 1 d .
H101 H -0.0520 0.2658 0.2308 0.036 Uiso 1 1 calc R
H102 H -0.0771 0.2259 0.3718 0.036 Uiso 1 1 calc R
H103 H -0.0024 0.2647 0.3695 0.036 Uiso 1 1 calc R
C11 C -0.14918(19) 0.3625(4) 0.5446(4) 0.0379(10) Uani 1 1 d .
H111 H -0.1210 0.3416 0.6286 0.049 Uiso 1 1 calc R
H112 H -0.1630 0.2936 0.4930 0.049 Uiso 1 1 calc R
H113 H -0.1880 0.4030 0.5689 0.049 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'
Ir Ir -1.4442 7.9887 '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'
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
N1 Ir1 N1 77.23(14) . 6_565
N1 Ir1 O3 80.81(9) . .
N1 Ir1 O3 80.81(9) 6_565 .
N1 Ir1 C8 126.93(11) . .
N1 Ir1 C8 100.58(11) 6_565 .
O3 Ir1 C8 152.06(11) . .
N1 Ir1 C8 100.58(11) . 6_565
N1 Ir1 C8 126.93(11) 6_565 6_565
O3 Ir1 C8 152.05(11) . 6_565
C8 Ir1 C8 39.1(2) . 6_565
N1 Ir1 C6 141.06(7) . .
N1 Ir1 C6 141.07(7) 6_565 .
O3 Ir1 C6 96.34(14) . .
C8 Ir1 C6 64.92(13) . .
C8 Ir1 C6 64.91(13) 6_565 .
N1 Ir1 C7 165.72(11) . .
N1 Ir1 C7 107.11(11) 6_565 .
O3 Ir1 C7 113.13(11) . .
C8 Ir1 C7 39.46(11) . .
C8 Ir1 C7 65.76(12) 6_565 .
C6 Ir1 C7 38.49(10) . .
N1 Ir1 C7 107.11(11) . 6_565
N1 Ir1 C7 165.72(11) 6_565 6_565
O3 Ir1 C7 113.13(11) . 6_565
C8 Ir1 C7 65.76(12) . 6_565
C8 Ir1 C7 39.46(12) 6_565 6_565
C6 Ir1 C7 38.49(10) . 6_565
C7 Ir1 C7 65.46(17) . 6_565
Ir1 O3 H3O 114(3) . .
C1 N1 C5 117.6(3) . .
C1 N1 Ir1 125.6(2) . .
C5 N1 Ir1 116.5(2) . .
N1 C1 C2 123.6(3) . .
N1 C1 H1 118.2 . .
C2 C1 H1 118.2 . .
C1 C2 C3 120.0(3) . .
C1 C2 H2 120.0 . .
C3 C2 H2 120.0 . .
O1 C3 C2 122.8(3) . .
O1 C3 C4 121.7(3) . .
C2 C3 C4 115.5(3) . .
C5 C4 C3 121.2(3) . .
C5 C4 H4 119.4 . .
C3 C4 H4 119.4 . .
N1 C5 C4 122.1(3) . .
N1 C5 C5 114.73(17) . 6_565
C4 C5 C5 123.19(18) . 6_565
C7 C6 C7 110.0(4) 6_565 .
C7 C6 C9 124.96(19) 6_565 .
C7 C6 C9 124.97(19) . .
C7 C6 Ir1 70.6(2) 6_565 .
C7 C6 Ir1 70.5(2) . .
C9 C6 Ir1 123.0(3) . .
C6 C7 C8 106.8(3) . .
C6 C7 C10 125.6(3) . .
C8 C7 C10 127.5(3) . .
C6 C7 Ir1 71.0(2) . .
C8 C7 Ir1 69.37(17) . .
C10 C7 Ir1 128.1(2) . .
C8 C8 C7 108.23(19) 6_565 .
C8 C8 C11 126.2(2) 6_565 .
C7 C8 C11 125.5(3) . .
C8 C8 Ir1 70.47(10) 6_565 .
C7 C8 Ir1 71.18(16) . .
C11 C8 Ir1 125.0(2) . .
C6 C9 H91 109.5 . .
C6 C9 H92 109.5 . .
H91 C9 H92 109.5 . .
C6 C9 H93 109.5 . .
H91 C9 H93 109.5 . .
H92 C9 H93 109.5 . .
C7 C10 H101 109.5 . .
C7 C10 H102 109.5 . .
H101 C10 H102 109.5 . .
C7 C10 H103 109.5 . .
H101 C10 H103 109.5 . .
H102 C10 H103 109.5 . .
C8 C11 H111 109.5 . .
C8 C11 H112 109.5 . .
H111 C11 H112 109.5 . .
C8 C11 H113 109.5 . .
H111 C11 H113 109.5 . .
H112 C11 H113 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 N1 2.090(3) .
Ir1 N1 2.090(3) 6_565
Ir1 O3 2.120(3) .
Ir1 C8 2.140(3) .
Ir1 C8 2.140(3) 6_565
Ir1 C6 2.169(4) .
Ir1 C7 2.164(3) .
Ir1 C7 2.164(3) 6_565
O1 C3 1.295(4) .
O1S H1S 0.800(10) .
O2S H2S 0.802(18) .
O3 H3O 0.84(4) .
N1 C1 1.349(4) .
N1 C5 1.358(4) .
C1 C2 1.372(4) .
C1 H1 0.9400 .
C2 C3 1.420(4) .
C2 H2 0.9400 .
C3 C4 1.412(4) .
C4 C5 1.378(4) .
C4 H4 0.9400 .
C5 C5 1.473(6) 6_565
C6 C7 1.428(4) 6_565
C6 C7 1.429(4) .
C6 C9 1.499(6) .
C7 C8 1.453(4) .
C7 C10 1.499(5) .
C8 C8 1.431(7) 6_565
C8 C11 1.500(5) .
C9 H91 0.9700 .
C9 H92 0.9700 .
C9 H93 0.9700 .
C10 H101 0.9700 .
C10 H102 0.9700 .
C10 H103 0.9700 .
C11 H111 0.9700 .
C11 H112 0.9700 .
C11 H113 0.9700 .
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
N1 Ir1 N1 C1 -178.7(2) 6_565 .
O3 Ir1 N1 C1 -96.1(3) . .
C8 Ir1 N1 C1 87.5(3) . .
C8 Ir1 N1 C1 55.5(3) 6_565 .
C6 Ir1 N1 C1 -7.4(4) . .
C7 Ir1 N1 C1 71.8(5) . .
C7 Ir1 N1 C1 15.4(3) 6_565 .
N1 Ir1 N1 C5 -4.3(2) 6_565 .
O3 Ir1 N1 C5 78.3(2) . .
C8 Ir1 N1 C5 -98.0(2) . .
C8 Ir1 N1 C5 -130.0(2) 6_565 .
C6 Ir1 N1 C5 167.1(2) . .
C7 Ir1 N1 C5 -113.7(4) . .
C7 Ir1 N1 C5 -170.2(2) 6_565 .
C5 N1 C1 C2 0.8(5) . .
Ir1 N1 C1 C2 175.3(2) . .
N1 C1 C2 C3 -0.8(5) . .
C1 C2 C3 O1 -178.5(3) . .
C1 C2 C3 C4 0.8(4) . .
O1 C3 C4 C5 178.4(3) . .
C2 C3 C4 C5 -1.0(5) . .
C1 N1 C5 C4 -1.0(4) . .
Ir1 N1 C5 C4 -175.9(2) . .
C1 N1 C5 C5 178.6(2) . 6_565
Ir1 N1 C5 C5 3.7(2) . 6_565
C3 C4 C5 N1 1.1(5) . .
C3 C4 C5 C5 -178.4(2) . 6_565
N1 Ir1 C6 C7 36.5(3) . 6_565
N1 Ir1 C6 C7 -157.09(18) 6_565 6_565
O3 Ir1 C6 C7 119.69(18) . 6_565
C8 Ir1 C6 C7 -82.0(2) . 6_565
C8 Ir1 C6 C7 -38.6(2) 6_565 6_565
C7 Ir1 C6 C7 -120.6(4) . 6_565
N1 Ir1 C6 C7 157.09(18) . .
N1 Ir1 C6 C7 -36.5(3) 6_565 .
O3 Ir1 C6 C7 -119.69(18) . .
C8 Ir1 C6 C7 38.6(2) . .
C8 Ir1 C6 C7 82.0(2) 6_565 .
C7 Ir1 C6 C7 120.6(4) 6_565 .
N1 Ir1 C6 C9 -83.22(17) . .
N1 Ir1 C6 C9 83.22(17) 6_565 .
O3 Ir1 C6 C9 0.0 . .
C8 Ir1 C6 C9 158.34(11) . .
C8 Ir1 C6 C9 -158.34(11) 6_565 .
C7 Ir1 C6 C9 119.69(18) . .
C7 Ir1 C6 C9 -119.69(18) 6_565 .
C7 C6 C7 C8 -0.7(4) 6_565 .
C9 C6 C7 C8 -177.7(4) . .
Ir1 C6 C7 C8 -60.4(2) . .
C7 C6 C7 C10 -176.5(2) 6_565 .
C9 C6 C7 C10 6.5(6) . .
Ir1 C6 C7 C10 123.8(3) . .
C7 C6 C7 Ir1 59.7(3) 6_565 .
C9 C6 C7 Ir1 -117.3(4) . .
N1 Ir1 C7 C6 -97.2(4) . .
N1 Ir1 C7 C6 156.99(19) 6_565 .
O3 Ir1 C7 C6 69.9(2) . .
C8 Ir1 C7 C6 -117.1(3) . .
C8 Ir1 C7 C6 -79.6(2) 6_565 .
C7 Ir1 C7 C6 -36.1(2) 6_565 .
N1 Ir1 C7 C8 19.9(5) . .
N1 Ir1 C7 C8 -85.9(2) 6_565 .
O3 Ir1 C7 C8 -173.01(17) . .
C8 Ir1 C7 C8 37.5(2) 6_565 .
C6 Ir1 C7 C8 117.1(3) . .
C7 Ir1 C7 C8 81.06(19) 6_565 .
N1 Ir1 C7 C10 142.0(4) . .
N1 Ir1 C7 C10 36.2(3) 6_565 .
O3 Ir1 C7 C10 -50.9(3) . .
C8 Ir1 C7 C10 122.1(4) . .
C8 Ir1 C7 C10 159.6(3) 6_565 .
C6 Ir1 C7 C10 -120.8(4) . .
C7 Ir1 C7 C10 -156.8(3) 6_565 .
C6 C7 C8 C8 0.4(3) . 6_565
C10 C7 C8 C8 176.1(3) . 6_565
Ir1 C7 C8 C8 -61.04(8) . 6_565
C6 C7 C8 C11 -178.4(3) . .
C10 C7 C8 C11 -2.7(5) . .
Ir1 C7 C8 C11 120.1(3) . .
C6 C7 C8 Ir1 61.5(2) . .
C10 C7 C8 Ir1 -122.9(3) . .
N1 Ir1 C8 C8 -55.83(11) . 6_565
N1 Ir1 C8 C8 -137.73(8) 6_565 6_565
O3 Ir1 C8 C8 132.0(2) . 6_565
C6 Ir1 C8 C8 80.43(7) . 6_565
C7 Ir1 C8 C8 118.14(17) . 6_565
C7 Ir1 C8 C8 37.91(11) 6_565 6_565
N1 Ir1 C8 C7 -173.97(16) . .
N1 Ir1 C8 C7 104.14(19) 6_565 .
O3 Ir1 C8 C7 13.8(3) . .
C8 Ir1 C8 C7 -118.14(17) 6_565 .
C6 Ir1 C8 C7 -37.71(16) . .
C7 Ir1 C8 C7 -80.2(2) 6_565 .
N1 Ir1 C8 C11 65.3(4) . .
N1 Ir1 C8 C11 -16.6(3) 6_565 .
O3 Ir1 C8 C11 -106.9(4) . .
C8 Ir1 C8 C11 121.2(3) 6_565 .
C6 Ir1 C8 C11 -158.4(4) . .
C7 Ir1 C8 C11 -120.7(4) . .
C7 Ir1 C8 C11 159.1(4) 6_565 .
