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#$Date: 2016-03-22 11:46:30 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178915 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/44/4114410.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_4114410
loop_
_publ_author_name
'Antek G. Wong-Foy'
'Gaurav Bhalla'
'Xiang Yang Liu'
'Roy A. Periana'
_publ_section_title
;
 Alkane C-H Activation and Catalysis by an O-Donor Ligated Iridium Complex
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14292
_journal_page_last               14293
_journal_paper_doi               10.1021/ja037849a
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C21 H30 Ir N O4'
_chemical_formula_weight         552.66
_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                 102.917(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.0199(18)
_cell_length_b                   11.1848(13)
_cell_length_c                   12.1863(14)
_cell_measurement_reflns_used    3390
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.22
_cell_measurement_theta_min      2.24
_cell_volume                     2128.3(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_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  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6376
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    6.298
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_meas      0
_exptl_crystal_F_000             1088
_refine_diff_density_max         2.055
_refine_diff_density_min         -1.971
_refine_diff_density_rms         0.174
_refine_ls_extinction_coef       0.00000(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.244
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2473
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.244
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          8.223
_refine_ls_shift/su_mean         0.067
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0198P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0740
_reflns_number_gt                2198
_reflns_number_total             2473
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja037849asi20030812_122516.cif
_cod_data_source_block           JA037849A
_cod_database_code               4114410
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 0.137888(18) 0.0000 0.25304(2) 0.02229(12) Uani 1 2 d S
O1 O 0.1475(2) 0.1216(4) 0.3772(3) 0.0345(9) Uani 1 1 d .
O2 O 0.1235(2) 0.1197(3) 0.1275(3) 0.0290(9) Uani 1 1 d .
N1 N -0.0031(4) 0.0000 0.2382(5) 0.0296(15) Uani 1 2 d S
C1 C 0.1370(3) 0.2325(6) 0.3552(6) 0.0400(15) Uani 1 1 d .
C2 C 0.1256(4) 0.2861(6) 0.2491(6) 0.0448(16) Uani 1 1 d .
H2 H 0.1198 0.3707 0.2476 0.054 Uiso 1 1 calc R
C3 C 0.1218(3) 0.2315(6) 0.1453(5) 0.0383(15) Uani 1 1 d .
C4 C 0.2694(4) 0.0000 0.2779(6) 0.0243(16) Uani 1 2 d S
H4 H 0.2918 0.0000 0.3613 0.029 Uiso 1 2 calc SR
C5 C 0.3085(3) 0.1111(6) 0.2338(5) 0.0357(14) Uani 1 1 d .
H5A H 0.2878 0.1153 0.1510 0.043 Uiso 1 1 calc R
H5B H 0.2881 0.1836 0.2664 0.043 Uiso 1 1 calc R
C6 C 0.4068(4) 0.1110(6) 0.2623(6) 0.0422(15) Uani 1 1 d .
H6A H 0.4279 0.1820 0.2282 0.051 Uiso 1 1 calc R
H6B H 0.4282 0.1159 0.3449 0.051 Uiso 1 1 calc R
C7 C 0.4404(5) 0.0000 0.2191(7) 0.042(2) Uani 1 2 d S
H7A H 0.4241 0.0000 0.1358 0.050 Uiso 1 2 calc SR
H7B H 0.5037 0.0000 0.2419 0.050 Uiso 1 2 calc SR
C9 C -0.1444(5) 0.0000 0.1322(8) 0.047(2) Uani 1 2 d S
H9 H -0.1833 0.0000 0.0608 0.056 Uiso 1 2 calc SR
C10 C -0.1754(6) 0.0000 0.2289(8) 0.059(3) Uani 1 2 d S
H10 H -0.2354 0.0000 0.2242 0.071 Uiso 1 2 calc SR
C11 C -0.1199(5) 0.0000 0.3308(8) 0.045(2) Uani 1 2 d S
H11 H -0.1395 0.0000 0.3988 0.054 Uiso 1 2 calc SR
C12 C -0.0336(5) 0.0000 0.3314(6) 0.039(2) Uani 1 2 d S
H12 H 0.0062 0.0000 0.4020 0.047 Uiso 1 2 calc SR
C13 C -0.0580(5) 0.0000 0.1382(6) 0.037(2) Uani 1 2 d S
H13 H -0.0372 0.0000 0.0711 0.044 Uiso 1 2 calc SR
C14 C 0.1168(5) 0.3079(7) 0.0432(6) 0.061(2) Uani 1 1 d .
H14A H 0.1748 0.3286 0.0361 0.091 Uiso 1 1 calc R
H14B H 0.0850 0.3812 0.0507 0.091 Uiso 1 1 calc R
H14C H 0.0873 0.2640 -0.0239 0.091 Uiso 1 1 calc R
C15 C 0.1387(5) 0.3108(7) 0.4570(6) 0.063(2) Uani 1 1 d .
H15A H 0.1335 0.2606 0.5211 0.095 Uiso 1 1 calc R
H15B H 0.0908 0.3674 0.4403 0.095 Uiso 1 1 calc R
H15C H 0.1929 0.3550 0.4756 0.095 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
O2 Ir1 O2 83.7(2) 6 .
O2 Ir1 O1 177.79(15) 6 .
O2 Ir1 O1 95.66(16) . .
O2 Ir1 O1 95.66(16) 6 6
O2 Ir1 O1 177.79(15) . 6
O1 Ir1 O1 84.9(2) . 6
O2 Ir1 C4 92.94(18) 6 .
O2 Ir1 C4 92.94(18) . .
O1 Ir1 C4 89.20(18) . .
O1 Ir1 C4 89.20(18) 6 .
O2 Ir1 N1 89.80(16) 6 .
O2 Ir1 N1 89.80(16) . .
O1 Ir1 N1 88.09(16) . .
O1 Ir1 N1 88.09(16) 6 .
C4 Ir1 N1 176.3(2) . .
C1 O1 Ir1 121.0(4) . .
C3 O2 Ir1 121.9(4) . .
C13 N1 C12 119.0(7) . .
C13 N1 Ir1 121.7(5) . .
C12 N1 Ir1 119.3(5) . .
O1 C1 C2 126.6(6) . .
O1 C1 C15 114.4(6) . .
C2 C1 C15 119.0(6) . .
C3 C2 C1 128.3(6) . .
O2 C3 C2 126.1(6) . .
O2 C3 C14 114.8(6) . .
C2 C3 C14 119.1(6) . .
C5 C4 C5 107.4(6) . 6
C5 C4 Ir1 115.5(3) . .
C5 C4 Ir1 115.5(3) 6 .
C6 C5 C4 113.4(5) . .
C7 C6 C5 110.6(5) . .
C6 C7 C6 112.3(7) 6 .
C13 C9 C10 120.5(8) . .
C11 C10 C9 119.6(8) . .
C10 C11 C12 117.1(8) . .
N1 C12 C11 123.6(7) . .
N1 C13 C9 120.1(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 O2 2.008(4) 6
Ir1 O2 2.008(4) .
Ir1 O1 2.015(4) .
Ir1 O1 2.015(4) 6
Ir1 C4 2.060(7) .
Ir1 N1 2.225(6) .
O1 C1 1.272(8) .
O2 C3 1.270(7) .
N1 C13 1.334(9) .
N1 C12 1.333(9) .
C1 C2 1.400(9) .
C1 C15 1.514(8) .
C2 C3 1.393(9) .
C3 C14 1.497(8) .
C4 C5 1.541(7) .
C4 C5 1.541(7) 6
C5 C6 1.535(8) .
C6 C7 1.495(7) .
C7 C6 1.495(7) 6
C9 C13 1.370(11) .
C9 C10 1.377(12) .
C10 C11 1.357(12) .
C11 C12 1.381(11) .
