#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:55:43 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179084 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/46/4304685.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_4304685
loop_
_publ_author_name
'Emily M. Gussenhoven'
'Marilyn M. Olmstead'
'James C. Fettinger'
'Alan L. Balch'
_publ_section_title
;
Interplay of Supramolecular Organization, Metallophilic Interactions, Phase
Changes, and Luminescence in Four Polymorphs of
IrI(CO)2(OC(CH3)CHC(CH3)N(p-tol))
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4570
_journal_page_last               4578
_journal_paper_doi               10.1021/ic702243z
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C14 H14 Ir N O3'
_chemical_formula_sum            'C14 H14 Ir N O3'
_chemical_formula_weight         436.46
_chemical_name_common            Ir(CO)₂(OC(CH₃)CHC(CH₃)(p-tol))
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 90.053(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7210(7)
_cell_length_b                   13.3517(13)
_cell_length_c                   14.8909(15)
_cell_measurement_reflns_used    8860
_cell_measurement_temperature    20(2)
_cell_measurement_theta_max      31.495
_cell_measurement_theta_min      3.031
_cell_volume                     1336.3(2)
_computing_cell_refinement       'SAINT v. 7.23A'
_computing_data_collection       'Apex 2'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XP, SHELXTL 5.1(Sheldrick, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      20(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       ω
_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  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12240
_diffrn_reflns_theta_full        31.50
_diffrn_reflns_theta_max         31.50
_diffrn_reflns_theta_min         3.03
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.994
_exptl_absorpt_correction_T_max  0.1231
_exptl_absorpt_correction_T_min  0.0740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2004)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.170
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.829
_refine_diff_density_min         -1.320
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         4352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0179
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0098P)²+1.3059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0397
_refine_ls_wR_factor_ref         0.0400
_reflns_number_gt                4202
_reflns_number_total             4352
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic702243z-file003.cif
_cod_data_source_block           mn1857
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4304685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Ir1 Ir 0.261594(18) -0.031109(6) 0.014813(8) 0.00372(3) Uani 1 1 d . . .
O1 O 0.2750(4) -0.16361(14) 0.17609(13) 0.0110(4) Uani 1 1 d . . .
O2 O 0.2843(4) -0.22309(14) -0.08960(14) 0.0099(4) Uani 1 1 d . . .
O3 O 0.2405(4) 0.04720(12) -0.10171(13) 0.0059(3) Uani 1 1 d . . .
N1 N 0.2445(5) 0.09960(15) 0.08831(14) 0.0059(4) Uani 1 1 d . . .
C1 C 0.2721(5) -0.11049(18) 0.11588(17) 0.0063(5) Uani 1 1 d . . .
C2 C 0.2755(5) -0.1490(2) -0.05070(18) 0.0066(5) Uani 1 1 d . . .
C3 C 0.2123(5) 0.1789(2) -0.20566(18) 0.0089(6) Uani 1 1 d . . .
H3A H 0.3457 0.1784 -0.2322 0.011 Uiso 1 1 calc R . .
H3B H 0.1587 0.2471 -0.2072 0.011 Uiso 1 1 calc R . .
H3C H 0.1249 0.1342 -0.2399 0.011 Uiso 1 1 calc R . .
C4 C 0.2239(5) 0.1435(2) -0.10981(18) 0.0062(5) Uani 1 1 d . . .
C5 C 0.2191(6) 0.21138(19) -0.04017(19) 0.0073(6) Uani 1 1 d . . .
H5 H 0.2058 0.2798 -0.0566 0.009 Uiso 1 1 calc R . .
C6 C 0.2318(7) 0.19103(18) 0.05350(18) 0.0053(5) Uani 1 1 d . . .
C7 C 0.2284(6) 0.28129(18) 0.11491(18) 0.0089(5) Uani 1 1 d . . .
H7A H 0.0948 0.2893 0.1402 0.011 Uiso 1 1 calc R . .
H7B H 0.2636 0.3414 0.0806 0.011 Uiso 1 1 calc R . .
H7C H 0.3246 0.2717 0.1637 0.011 Uiso 1 1 calc R . .
C8 C 0.2458(6) 0.09042(17) 0.18476(16) 0.0061(4) Uani 1 1 d . . .
C9 C 0.0703(5) 0.1000(2) 0.2335(2) 0.0076(6) Uani 1 1 d . . .
H9 H -0.0515 0.1130 0.2032 0.009 Uiso 1 1 calc R . .
C10 C 0.0729(5) 0.0908(2) 0.3263(2) 0.0085(6) Uani 1 1 d . . .
H10 H -0.0482 0.0971 0.3587 0.010 Uiso 1 1 calc R . .
C11 C 0.2488(6) 0.07245(17) 0.37328(16) 0.0075(5) Uani 1 1 d . . .
C12 C 0.4218(5) 0.0591(2) 0.3234(2) 0.0069(6) Uani 1 1 d . . .
H12 H 0.5424 0.0435 0.3536 0.008 Uiso 1 1 calc R . .
C13 C 0.4220(5) 0.0681(2) 0.2301(2) 0.0059(6) Uani 1 1 d . . .
H13 H 0.5420 0.0591 0.1974 0.007 Uiso 1 1 calc R . .
C14 C 0.2504(6) 0.06551(19) 0.47433(16) 0.0097(5) Uani 1 1 d . . .
H14A H 0.1251 0.0919 0.4981 0.012 Uiso 1 1 calc R . .
H14B H 0.3618 0.1048 0.4981 0.012 Uiso 1 1 calc R . .
H14C H 0.2655 -0.0047 0.4924 0.012 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'
Ir Ir -1.4442 7.9887 '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
C1 Ir1 C2 86.53(11) . . ?
C1 Ir1 O3 175.54(10) . . ?
C2 Ir1 O3 89.49(9) . . ?
C1 Ir1 N1 93.18(9) . . ?
C2 Ir1 N1 179.58(12) . . ?
O3 Ir1 N1 90.79(7) . . ?
C1 Ir1 Ir1 102.42(10) . 3_655 ?
C2 Ir1 Ir1 95.32(10) . 3_655 ?
O3 Ir1 Ir1 79.94(7) . 3_655 ?
N1 Ir1 Ir1 85.04(9) . 3_655 ?
C1 Ir1 Ir1 105.46(10) . 3 ?
C2 Ir1 Ir1 100.33(10) . 3 ?
O3 Ir1 Ir1 73.28(8) . 3 ?
N1 Ir1 Ir1 79.45(9) . 3 ?
Ir1 Ir1 Ir1 148.667(7) 3_655 3 ?
C4 O3 Ir1 126.59(18) . . ?
C6 N1 C8 117.8(2) . . ?
C6 N1 Ir1 125.01(17) . . ?
C8 N1 Ir1 117.15(15) . . ?
O1 C1 Ir1 176.6(2) . . ?
O2 C2 Ir1 178.6(2) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O3 C4 C5 125.8(3) . . ?
O3 C4 C3 113.8(2) . . ?
C5 C4 C3 120.4(2) . . ?
C4 C5 C6 127.6(2) . . ?
C4 C5 H5 116.2 . . ?
C6 C5 H5 116.2 . . ?
N1 C6 C5 124.1(2) . . ?
N1 C6 C7 119.8(2) . . ?
C5 C6 C7 116.1(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 119.1(2) . . ?
C9 C8 N1 120.5(3) . . ?
C13 C8 N1 120.3(3) . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 121.7(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C12 C11 C10 117.6(2) . . ?
C12 C11 C14 121.3(3) . . ?
C10 C11 C14 121.1(3) . . ?
C11 C12 C13 121.5(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C8 119.9(3) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
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 . . ?
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
Ir1 C1 1.842(3) . ?
Ir1 C2 1.854(3) . ?
Ir1 O3 2.0307(18) . ?
Ir1 N1 2.063(2) . ?
Ir1 Ir1 3.3402(4) 3_655 ?
Ir1 Ir1 3.6396(4) 3 ?
O1 C1 1.143(3) . ?
O2 C2 1.148(3) . ?
O3 C4 1.296(3) . ?
N1 C6 1.329(3) . ?
N1 C8 1.442(3) . ?
C3 C4 1.506(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.378(4) . ?
C5 C6 1.424(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.513(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.392(4) . ?
C8 C13 1.395(5) . ?
C9 C10 1.388(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.392(5) . ?
C11 C14 1.508(3) . ?
C12 C13 1.395(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
