#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:13:50 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179682 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/04/7000414.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_7000414
loop_
_publ_author_name
'Chang, Yung-Hung'
'Fu, Ching-Feng'
'Liu, Yi-Hong'
'Peng, Shei-Ming'
'Chen, Jwu-Ting'
'Liu, Shiuh-Tzung'
_publ_section_title
;
 Synthesis, characterization and catalytic activity of saturated and
 unsaturated N-heterocyclic carbene iridium(i) complexes
;
_journal_issue                   5
_journal_name_full               'Dalton Transactions'
_journal_page_first              861
_journal_page_last               867
_journal_paper_doi               10.1039/b814234c
_journal_year                    2009
_chemical_formula_sum            'C36 H31 Cl Ir N2 O P'
_chemical_formula_weight         766.25
_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                 117.211(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1220(5)
_cell_length_b                   32.2279(14)
_cell_length_c                   10.7193(6)
_cell_measurement_reflns_used    16066
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.0962
_cell_measurement_theta_min      2.5829
_cell_volume                     3109.8(3)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_collection
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       CCD
_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  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18105
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    4.462
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.202
_refine_diff_density_min         -1.053
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0152P)²+3.2556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0469
_refine_ls_wR_factor_ref         0.0485
_reflns_number_gt                5745
_reflns_number_total             6807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b814234c.txt
_cod_data_source_block           ic13085
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7000414
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 0.783687(13) 0.117522(4) 0.330809(12) 0.01624(4) Uani 1 1 d . . .
Cl1 Cl 0.73814(10) 0.07440(3) 0.48557(9) 0.0309(2) Uani 1 1 d . . .
P1 P 0.62428(8) 0.16680(2) 0.34238(8) 0.01512(16) Uani 1 1 d . . .
O1 O 0.8437(3) 0.16855(10) 0.1351(3) 0.0559(9) Uani 1 1 d . . .
N1 N 0.9037(3) 0.03330(8) 0.2899(3) 0.0231(6) Uani 1 1 d . . .
N2 N 1.0827(3) 0.07406(8) 0.4136(3) 0.0226(6) Uani 1 1 d . . .
C1 C 0.8211(4) 0.14907(12) 0.2106(4) 0.0302(8) Uani 1 1 d . . .
C2 C 0.9333(3) 0.07242(10) 0.3398(3) 0.0181(7) Uani 1 1 d . . .
C3 C 1.0328(4) 0.01076(11) 0.3333(4) 0.0325(9) Uani 1 1 d . . .
H3A H 1.0407 -0.0174 0.3117 0.039 Uiso 1 1 calc R . .
C4 C 1.1449(4) 0.03613(11) 0.4115(4) 0.0320(9) Uani 1 1 d . . .
H4A H 1.2476 0.0293 0.4569 0.038 Uiso 1 1 calc R . .
C5 C 0.7584(3) 0.01894(11) 0.1865(3) 0.0247(7) Uani 1 1 d . . .
H5A H 0.6809 0.0359 0.1942 0.030 Uiso 1 1 calc R . .
H5B H 0.7448 -0.0102 0.2078 0.030 Uiso 1 1 calc R . .
C6 C 0.7373(4) 0.02134(10) 0.0380(3) 0.0238(7) Uani 1 1 d . . .
C7 C 0.6289(4) -0.00263(10) -0.0660(3) 0.0244(7) Uani 1 1 d . . .
H7A H 0.5750 -0.0223 -0.0413 0.029 Uiso 1 1 calc R . .
C8 C 0.5983(4) 0.00168(11) -0.2043(4) 0.0291(8) Uani 1 1 d . . .
H8A H 0.5221 -0.0146 -0.2744 0.035 Uiso 1 1 calc R . .
C9 C 0.6774(4) 0.02935(12) -0.2415(4) 0.0374(9) Uani 1 1 d . . .
H9A H 0.6555 0.0326 -0.3372 0.045 Uiso 1 1 calc R . .
C10 C 0.7887(5) 0.05241(14) -0.1390(4) 0.0463(11) Uani 1 1 d . . .
H10A H 0.8455 0.0711 -0.1638 0.056 Uiso 1 1 calc R . .
C11 C 0.8184(4) 0.04854(13) -0.0002(4) 0.0386(10) Uani 1 1 d . . .
H11A H 0.8950 0.0647 0.0697 0.046 Uiso 1 1 calc R . .
C12 C 1.1685(4) 0.11112(10) 0.4805(3) 0.0244(7) Uani 1 1 d . . .
H12A H 1.1000 0.1351 0.4571 0.029 Uiso 1 1 calc R . .
H12B H 1.2385 0.1168 0.4415 0.029 Uiso 1 1 calc R . .
C13 C 1.2551(4) 0.10764(9) 0.6375(3) 0.0220(7) Uani 1 1 d . . .
C14 C 1.4061(4) 0.11442(12) 0.7036(4) 0.0316(8) Uani 1 1 d . . .
H14A H 1.4567 0.1198 0.6495 0.038 Uiso 1 1 calc R . .
C15 C 1.4849(4) 0.11351(12) 0.8492(4) 0.0423(10) Uani 1 1 d . . .
H15A H 1.5890 0.1184 0.8943 0.051 Uiso 1 1 calc R . .
C16 C 1.4126(5) 0.10558(11) 0.9270(4) 0.0418(11) Uani 1 1 d . . .
H16A H 1.4665 0.1050 1.0265 0.050 Uiso 1 1 calc R . .
C17 C 1.2613(5) 0.09840(12) 0.8620(4) 0.0423(10) Uani 1 1 d . . .
H17A H 1.2115 0.0927 0.9168 0.051 Uiso 1 1 calc R . .
C18 C 1.1822(4) 0.09957(11) 0.7173(4) 0.0323(8) Uani 1 1 d . . .
H18A H 1.0780 0.0949 0.6726 0.039 Uiso 1 1 calc R . .
C19 C 0.4263(3) 0.15424(10) 0.2581(3) 0.0176(7) Uani 1 1 d . . .
C20 C 0.3176(3) 0.18486(10) 0.2038(3) 0.0214(7) Uani 1 1 d . . .
H20A H 0.3457 0.2132 0.2116 0.026 Uiso 1 1 calc R . .
C21 C 0.1686(4) 0.17403(11) 0.1383(3) 0.0259(8) Uani 1 1 d . . .
H21A H 0.0949 0.1951 0.1023 0.031 Uiso 1 1 calc R . .
C22 C 0.1268(4) 0.13293(11) 0.1250(3) 0.0276(8) Uani 1 1 d . . .
H22A H 0.0245 0.1257 0.0784 0.033 Uiso 1 1 calc R . .
C23 C 0.2333(4) 0.10241(11) 0.1793(3) 0.0266(8) Uani 1 1 d . . .
H23A H 0.2045 0.0741 0.1711 0.032 Uiso 1 1 calc R . .
C24 C 0.3827(3) 0.11299(10) 0.2459(3) 0.0214(7) Uani 1 1 d . . .
H24A H 0.4558 0.0918 0.2836 0.026 Uiso 1 1 calc R . .
C25 C 0.6293(3) 0.21577(9) 0.2597(3) 0.0175(7) Uani 1 1 d . . .
C26 C 0.7017(4) 0.25040(11) 0.3361(4) 0.0292(8) Uani 1 1 d . . .
H26A H 0.7396 0.2504 0.4352 0.035 Uiso 1 1 calc R . .
C27 C 0.7192(4) 0.28518(12) 0.2688(4) 0.0462(11) Uani 1 1 d . . .
H27A H 0.7705 0.3088 0.3220 0.055 Uiso 1 1 calc R . .
C28 C 0.6626(4) 0.28558(13) 0.1256(4) 0.0449(11) Uani 1 1 d . . .
H28A H 0.6761 0.3093 0.0799 0.054 Uiso 1 1 calc R . .
C29 C 0.5866(4) 0.25176(11) 0.0481(4) 0.0308(8) Uani 1 1 d . . .
H29A H 0.5445 0.2524 -0.0513 0.037 Uiso 1 1 calc R . .
C30 C 0.5713(3) 0.21692(10) 0.1145(3) 0.0216(7) Uani 1 1 d . . .
H30A H 0.5206 0.1934 0.0606 0.026 Uiso 1 1 calc R . .
C31 C 0.6644(3) 0.18191(10) 0.5208(3) 0.0205(7) Uani 1 1 d . . .
C32 C 0.8074(4) 0.17663(12) 0.6267(3) 0.0342(9) Uani 1 1 d . . .
H32A H 0.8810 0.1647 0.6060 0.041 Uiso 1 1 calc R . .
C33 C 0.8443(5) 0.18849(13) 0.7625(4) 0.0442(11) Uani 1 1 d . . .
H33A H 0.9433 0.1852 0.8344 0.053 Uiso 1 1 calc R . .
C34 C 0.7380(5) 0.20505(13) 0.7936(4) 0.0426(11) Uani 1 1 d . . .
H34A H 0.7626 0.2126 0.8874 0.051 Uiso 1 1 calc R . .
C35 C 0.5951(5) 0.21069(13) 0.6884(4) 0.0421(10) Uani 1 1 d . . .
H35A H 0.5218 0.2226 0.7096 0.051 Uiso 1 1 calc R . .
C36 C 0.5584(4) 0.19917(12) 0.5525(4) 0.0316(9) Uani 1 1 d . . .
H36A H 0.4599 0.2031 0.4804 0.038 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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 92.34(13) . . ?
C1 Ir1 P1 91.76(10) . . ?
C2 Ir1 P1 174.77(8) . . ?
C1 Ir1 Cl1 178.08(11) . . ?
C2 Ir1 Cl1 85.86(9) . . ?
P1 Ir1 Cl1 90.08(3) . . ?
C25 P1 C19 102.66(14) . . ?
C25 P1 C31 103.64(14) . . ?
C19 P1 C31 104.19(14) . . ?
C25 P1 Ir1 113.22(10) . . ?
C19 P1 Ir1 117.16(10) . . ?
C31 P1 Ir1 114.38(11) . . ?
C2 N1 C3 110.8(3) . . ?
C2 N1 C5 124.3(3) . . ?
C3 N1 C5 124.2(3) . . ?
C2 N2 C4 110.7(3) . . ?
C2 N2 C12 125.2(3) . . ?
C4 N2 C12 124.1(3) . . ?
O1 C1 Ir1 179.5(4) . . ?
N1 C2 N2 104.8(3) . . ?
N1 C2 Ir1 127.8(2) . . ?
N2 C2 Ir1 126.8(2) . . ?
C4 C3 N1 106.9(3) . . ?
C3 C4 N2 106.8(3) . . ?
N1 C5 C6 113.2(3) . . ?
C11 C6 C7 118.2(3) . . ?
C11 C6 C5 121.8(3) . . ?
C7 C6 C5 119.9(3) . . ?
C8 C7 C6 121.0(3) . . ?
C9 C8 C7 120.3(3) . . ?
C8 C9 C10 119.4(3) . . ?
C9 C10 C11 120.4(4) . . ?
C10 C11 C6 120.6(3) . . ?
N2 C12 C13 113.6(3) . . ?
C14 C13 C18 119.4(3) . . ?
C14 C13 C12 120.4(3) . . ?
C18 C13 C12 120.1(3) . . ?
C13 C14 C15 120.5(4) . . ?
C16 C15 C14 119.8(4) . . ?
C15 C16 C17 120.3(3) . . ?
C16 C17 C18 120.0(4) . . ?
C17 C18 C13 119.9(4) . . ?
C24 C19 C20 118.9(3) . . ?
C24 C19 P1 119.2(2) . . ?
C20 C19 P1 121.9(2) . . ?
C21 C20 C19 120.2(3) . . ?
C22 C21 C20 120.4(3) . . ?
C23 C22 C21 119.9(3) . . ?
C22 C23 C24 120.0(3) . . ?
C23 C24 C19 120.6(3) . . ?
C26 C25 C30 118.7(3) . . ?
C26 C25 P1 122.5(2) . . ?
C30 C25 P1 118.4(2) . . ?
C25 C26 C27 120.3(3) . . ?
C28 C27 C26 120.2(4) . . ?
C27 C28 C29 120.1(3) . . ?
C28 C29 C30 120.0(3) . . ?
C29 C30 C25 120.8(3) . . ?
C36 C31 C32 119.1(3) . . ?
C36 C31 P1 122.5(2) . . ?
C32 C31 P1 118.3(2) . . ?
C33 C32 C31 120.6(4) . . ?
C34 C33 C32 120.0(4) . . ?
C33 C34 C35 119.9(3) . . ?
C36 C35 C34 120.2(4) . . ?
C35 C36 C31 120.2(3) . . ?
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 1.812(4) . ?
Ir1 C2 2.069(3) . ?
Ir1 P1 2.3075(8) . ?
Ir1 Cl1 2.3655(8) . ?
P1 C25 1.822(3) . ?
P1 C19 1.827(3) . ?
P1 C31 1.830(3) . ?
O1 C1 1.128(4) . ?
N1 C2 1.348(4) . ?
N1 C3 1.377(4) . ?
N1 C5 1.455(4) . ?
N2 C2 1.350(4) . ?
N2 C4 1.380(4) . ?
N2 C12 1.458(4) . ?
C3 C4 1.338(5) . ?
C5 C6 1.509(4) . ?
C6 C11 1.384(5) . ?
C6 C7 1.387(4) . ?
C7 C8 1.376(5) . ?
C8 C9 1.374(5) . ?
C9 C10 1.378(5) . ?
C10 C11 1.383(5) . ?
C12 C13 1.505(4) . ?
C13 C14 1.376(5) . ?
C13 C18 1.386(5) . ?
C14 C15 1.391(5) . ?
C15 C16 1.362(6) . ?
C16 C17 1.382(6) . ?
C17 C18 1.384(5) . ?
C19 C24 1.388(4) . ?
C19 C20 1.392(4) . ?
C20 C21 1.386(4) . ?
C21 C22 1.378(5) . ?
C22 C23 1.377(5) . ?
C23 C24 1.388(4) . ?
C25 C26 1.380(4) . ?
C25 C30 1.389(4) . ?
C26 C27 1.388(5) . ?
C27 C28 1.371(5) . ?
C28 C29 1.373(5) . ?
C29 C30 1.376(4) . ?
C31 C36 1.382(4) . ?
C31 C32 1.382(4) . ?
C32 C33 1.381(5) . ?
C33 C34 1.372(6) . ?
C34 C35 1.380(5) . ?
C35 C36 1.379(5) . ?
