#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/05/4060582.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_4060582
loop_
_publ_author_name
'Salazar, Verónica'
'Suárez-Castillo, Oscar R.'
'Padilla, Rosa'
'Macías Pulido, Juan Carlos'
'Méndez-Rojas, Miguel Ángel'
'Tamariz, Joaquín '
'Benavides, Adriana'
_publ_section_title
;
Synthesis of η⁴:π²-Exocyclic-Diene Iridium(I) Complexes Derived from 
1,3-Oxazolidin-2-ones and Their Transformation into Iridium(III) 
Derivatives by Reaction with a Phosphine and with Aldehydes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              172
_journal_page_last               176
_journal_paper_doi               10.1021/om050582z
_journal_volume                  25
_journal_year                    2006
_chemical_formula_moiety         'C33 H39 B Ir N7 O2'
_chemical_formula_sum            'C35 H45 B Ir N7 O3'
_chemical_formula_weight         814.79
_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                 107.93(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.707(7)
_cell_length_b                   26.84(3)
_cell_length_c                   14.283(7)
_cell_measurement_temperature    293(2)
_cell_volume                     3540(5)
_computing_cell_refinement       'SAINT+ v. 7.06 a (Bruker AXS, 2003)'
_computing_data_collection       'APEX-W2K-NT v. 1.0 (Bruker AXS, 2004)'
_computing_data_reduction        'SAINT+ v. 7.06 a (Bruker AXS, 2001)'
_computing_molecular_graphics    'XP, SXGRAPH v. 6.10 (WinGX)'
_computing_publication_material  'XCIF, SHELXTL v. 6.10 (WinGX)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius SMART 5000 CCD'
_diffrn_measurement_method       'omega scans with narrow frames'
_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  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23256
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.52
_diffrn_standards_number         'no decay'
_exptl_absorpt_coefficient_mu    3.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS: Area-Detector Absorption Correction. Bruker-AXS within 
v. 7.06 a (Bruker AXS, 2003).
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.507
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       0.00085(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         6940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0484P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0835
_reflns_number_gt                5471
_reflns_number_total             6940
_reflns_threshold_expression     >2sigma(I)
_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      'P 21/n'
_cod_database_code               4060582
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
C4 C 0.8181(7) 1.0151(2) 0.5085(4) 0.0686(17) Uani 1 1 d . . .
H4A H 0.7872 0.9896 0.4595 0.103 Uiso 1 1 calc R . .
H4B H 0.9023 1.0314 0.5013 0.103 Uiso 1 1 calc R . .
H4C H 0.7418 1.0391 0.5004 0.103 Uiso 1 1 calc R . .
C5 C 0.9549(6) 0.98220(19) 0.8778(3) 0.0532(13) Uani 1 1 d . . .
H5A H 0.9545 0.9503 0.9083 0.080 Uiso 1 1 calc R . .
H5B H 0.8863 1.0038 0.8934 0.080 Uiso 1 1 calc R . .
H5C H 1.0499 0.9966 0.9018 0.080 Uiso 1 1 calc R . .
C6 C 0.4926(6) 0.8767(2) 0.5277(4) 0.0525(13) Uani 1 1 d . . .
C7 C 0.4287(6) 0.8511(2) 0.5857(4) 0.0600(15) Uani 1 1 d . . .
H7 H 0.3308 0.8435 0.5706 0.072 Uiso 1 1 calc R . .
C8 C 0.5376(5) 0.8385(2) 0.6723(4) 0.0491(12) Uani 1 1 d . . .
C9 C 0.4273(7) 0.8970(3) 0.4251(4) 0.080(2) Uani 1 1 d . . .
H9A H 0.5014 0.9128 0.4041 0.119 Uiso 1 1 calc R . .
H9B H 0.3537 0.9209 0.4250 0.119 Uiso 1 1 calc R . .
H9C H 0.3853 0.8702 0.3810 0.119 Uiso 1 1 calc R . .
C10 C 0.5224(6) 0.8086(2) 0.7563(4) 0.0680(16) Uani 1 1 d . . .
H10A H 0.6149 0.8058 0.8058 0.102 Uiso 1 1 calc R . .
H10B H 0.4872 0.7760 0.7336 0.102 Uiso 1 1 calc R . .
H10C H 0.4553 0.8247 0.7836 0.102 Uiso 1 1 calc R . .
C14 C 0.8577(9) 0.8631(3) 0.3658(4) 0.091(2) Uani 1 1 d . . .
H14A H 0.7920 0.8901 0.3636 0.136 Uiso 1 1 calc R . .
H14B H 0.8078 0.8369 0.3229 0.136 Uiso 1 1 calc R . .
H14C H 0.9370 0.8747 0.3447 0.136 Uiso 1 1 calc R . .
C15 C 1.1047(6) 0.7658(2) 0.6793(4) 0.0604(14) Uani 1 1 d . . .
H15A H 1.0909 0.7722 0.7419 0.091 Uiso 1 1 calc R . .
H15B H 1.2055 0.7692 0.6851 0.091 Uiso 1 1 calc R . .
H15C H 1.0732 0.7326 0.6582 0.091 Uiso 1 1 calc R . .
C16 C 1.3718(6) 0.9709(2) 0.8307(5) 0.0653(17) Uani 1 1 d . . .
C17 C 1.3097(6) 0.9418(2) 0.7471(4) 0.0628(15) Uani 1 1 d . . .
H17 H 1.3328 0.9474 0.6894 0.075 Uiso 1 1 calc R . .
C18 C 1.2127(5) 0.90447(19) 0.7518(3) 0.0465(12) Uani 1 1 d . . .
H18 H 1.1673 0.8859 0.6958 0.056 Uiso 1 1 calc R . .
C19 C 1.1833(5) 0.89478(17) 0.8370(3) 0.0396(10) Uani 1 1 d . . .
C20 C 1.2457(6) 0.9245(2) 0.9193(4) 0.0540(13) Uani 1 1 d . . .
H20 H 1.2247 0.9182 0.9775 0.065 Uiso 1 1 calc R . .
C21 C 1.3374(6) 0.9627(2) 0.9160(5) 0.0671(16) Uani 1 1 d . . .
H21 H 1.3760 0.9828 0.9707 0.080 Uiso 1 1 calc R . .
C22 C 1.1513(5) 0.81923(18) 0.9087(3) 0.0444(11) Uani 1 1 d . . .
C23 C 1.3140(6) 0.8161(2) 0.9548(4) 0.0605(15) Uani 1 1 d . . .
H23A H 1.3375 0.7877 0.9979 0.091 Uiso 1 1 calc R . .
H23B H 1.3486 0.8459 0.9918 0.091 Uiso 1 1 calc R . .
H23C H 1.3590 0.8126 0.9040 0.091 Uiso 1 1 calc R . .
C24 C 1.0662(5) 0.77866(18) 0.9338(4) 0.0490(12) Uani 1 1 d . . .
C25 C 1.1317(7) 0.7427(2) 0.9953(4) 0.0776(19) Uani 1 1 d . . .
H25A H 1.2319 0.7429 1.0228 0.093 Uiso 1 1 calc R . .
H25B H 1.0774 0.7172 1.0107 0.093 Uiso 1 1 calc R . .
C26 C 0.9052(5) 0.77830(18) 0.8915(4) 0.0496(12) Uani 1 1 d . . .
H26 H 0.8688 0.7463 0.9074 0.060 Uiso 1 1 calc R . .
C27 C 0.8387(5) 0.81979(19) 0.9352(4) 0.0460(12) Uani 1 1 d . . .
C28 C 0.8095(5) 0.86384(17) 0.8794(3) 0.0426(11) Uani 1 1 d . . .
C29 C 0.7292(6) 0.9002(2) 0.9086(4) 0.0512(13) Uani 1 1 d . . .
H29 H 0.7024 0.9289 0.8708 0.061 Uiso 1 1 calc R . .
C30 C 0.6881(6) 0.8946(2) 0.9932(4) 0.0647(16) Uani 1 1 d . . .
H30 H 0.6362 0.9197 1.0120 0.078 Uiso 1 1 calc R . .
C31 C 0.7237(7) 0.8520(2) 1.0491(5) 0.0678(17) Uani 1 1 d . . .
H31 H 0.6985 0.8487 1.1065 0.081 Uiso 1 1 calc R . .
C32 C 0.7971(6) 0.8145(2) 1.0190(4) 0.0598(15) Uani 1 1 d . . .
H32 H 0.8189 0.7852 1.0554 0.072 Uiso 1 1 calc R . .
C33 C 1.5030(10) 1.0195(4) 0.7529(6) 0.144(5) Uani 1 1 d . . .
H33A H 1.5734 1.0458 0.7659 0.217 Uiso 1 1 calc R . .
H33B H 1.4168 1.0300 0.7029 0.217 Uiso 1 1 calc R . .
H33C H 1.5417 0.9904 0.7308 0.217 Uiso 1 1 calc R . .
C34 C 0.6724(9) 0.6782(3) 0.7103(6) 0.094(2) Uani 1 1 d . . .
H34A H 0.6046 0.7032 0.6741 0.113 Uiso 1 1 calc R . .
H34B H 0.6655 0.6762 0.7765 0.113 Uiso 1 1 calc R . .
C35 C 0.6397(10) 0.6289(3) 0.6605(6) 0.103(3) Uani 1 1 d . . .
H35A H 0.5436 0.6188 0.6575 0.154 Uiso 1 1 calc R . .
H35B H 0.7081 0.6047 0.6968 0.154 Uiso 1 1 calc R . .
H35C H 0.6464 0.6315 0.5950 0.154 Uiso 1 1 calc R . .
N3 N 0.6354(4) 0.88043(15) 0.5772(3) 0.0444(9) Uani 1 1 d . . .
N4 N 0.6627(4) 0.85645(14) 0.6671(3) 0.0421(9) Uani 1 1 d . . .
N7 N 1.0890(4) 0.85450(12) 0.8465(3) 0.0351(8) Uani 1 1 d . . .
O1 O 0.8640(4) 0.78328(11) 0.7876(2) 0.0458(8) Uani 1 1 d . . .
O2 O 1.4708(6) 1.0085(2) 0.8365(4) 0.1042(18) Uani 1 1 d . . .
O3 O 0.8193(6) 0.6909(2) 0.7129(4) 0.1057(17) Uani 1 1 d . . .
H3 H 0.8414 0.7180 0.7400 0.159 Uiso 1 1 calc R . .
H1 H 0.711(4) 0.9239(16) 0.473(3) 0.037(11) Uiso 1 1 d . . .
C1 C 0.8544(6) 0.99211(19) 0.6096(4) 0.0511(13) Uani 1 1 d . . .
C2 C 0.9033(6) 1.01341(19) 0.6993(4) 0.0550(14) Uani 1 1 d . . .
H2 H 0.9253 1.0469 0.7124 0.066 Uiso 1 1 calc R . .
C3 C 0.9147(5) 0.97579(18) 0.7691(3) 0.0453(11) Uani 1 1 d . . .
C11 C 0.9144(7) 0.8437(2) 0.4690(4) 0.0550(14) Uani 1 1 d . . .
C12 C 1.0087(6) 0.8059(2) 0.5070(4) 0.0552(14) Uani 1 1 d . . .
H12 H 1.0567 0.7864 0.4730 0.066 Uiso 1 1 calc R . .
C13 C 1.0197(5) 0.80192(18) 0.6063(4) 0.0447(11) Uani 1 1 d . . .
B1 B 0.7604(6) 0.9033(2) 0.5461(4) 0.0454(13) Uani 1 1 d . . .
Ir1 Ir 0.874090(18) 0.856929(6) 0.758073(11) 0.03448(8) Uani 1 1 d . . .
N1 N 0.8351(4) 0.94298(14) 0.6225(3) 0.0417(9) Uani 1 1 d . . .
N2 N 0.8760(4) 0.93250(13) 0.7218(3) 0.0380(8) Uani 1 1 d . . .
N5 N 0.8693(5) 0.86230(15) 0.5422(3) 0.0460(10) Uani 1 1 d . . .
N6 N 0.9347(4) 0.83668(15) 0.6273(3) 0.0400(9) Uani 1 1 d . . .
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'
B B 0.0013 0.0007 '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
_geom_angle_publ_flag
N3 C6 C7 107.8(5) . . ?
N3 C6 C9 122.5(5) . . ?
C7 C6 C9 129.7(5) . . ?
C6 C7 C8 107.3(5) . . ?
N4 C8 C7 108.6(5) . . ?
N4 C8 C10 124.0(5) . . ?
C7 C8 C10 127.4(5) . . ?
C21 C16 O2 114.8(5) . . ?
C21 C16 C17 120.5(5) . . ?
O2 C16 C17 124.7(6) . . ?
C18 C17 C16 118.8(5) . . ?
C19 C18 C17 120.9(5) . . ?
C18 C19 C20 119.3(4) . . ?
C18 C19 N7 122.6(4) . . ?
C20 C19 N7 118.1(4) . . ?
C21 C20 C19 121.1(5) . . ?
C20 C21 C16 119.3(5) . . ?
N7 C22 C24 121.4(4) . . ?
N7 C22 C23 122.5(4) . . ?
C24 C22 C23 116.1(4) . . ?
C25 C24 C22 120.4(5) . . ?
C25 C24 C26 119.4(5) . . ?
C22 C24 C26 120.1(4) . . ?
O1 C26 C24 110.2(4) . . ?
O1 C26 C27 110.0(4) . . ?
C24 C26 C27 110.8(4) . . ?
C32 C27 C28 121.1(5) . . ?
C32 C27 C26 123.7(5) . . ?
C28 C27 C26 115.0(4) . . ?
C29 C28 C27 117.1(5) . . ?
C29 C28 Ir1 132.1(4) . . ?
C27 C28 Ir1 110.3(3) . . ?
C28 C29 C30 121.3(5) . . ?
C31 C30 C29 120.4(5) . . ?
C30 C31 C32 119.2(5) . . ?
C31 C32 C27 120.7(5) . . ?
O3 C34 C35 106.5(7) . . ?
C6 N3 N4 108.8(4) . . ?
C6 N3 B1 130.6(4) . . ?
N4 N3 B1 120.5(4) . . ?
C8 N4 N3 107.6(4) . . ?
C8 N4 Ir1 135.7(4) . . ?
N3 N4 Ir1 116.7(3) . . ?
C22 N7 C19 115.4(4) . . ?
C22 N7 Ir1 126.9(3) . . ?
C19 N7 Ir1 117.7(3) . . ?
C26 O1 Ir1 107.0(3) . . ?
C33 O2 C16 116.9(6) . . ?
C2 C1 N1 107.9(4) . . ?
C2 C1 C4 130.2(5) . . ?
N1 C1 C4 121.9(4) . . ?
C1 C2 C3 107.4(5) . . ?
N2 C3 C2 108.5(4) . . ?
N2 C3 C5 124.7(4) . . ?
C2 C3 C5 126.7(5) . . ?
N5 C11 C12 107.8(5) . . ?
N5 C11 C14 121.7(6) . . ?
C12 C11 C14 130.4(5) . . ?
C11 C12 C13 107.0(4) . . ?
N6 C13 C12 108.4(5) . . ?
N6 C13 C15 123.3(4) . . ?
C12 C13 C15 128.3(5) . . ?
N1 B1 N5 110.0(4) . . ?
N1 B1 N3 108.2(4) . . ?
N5 B1 N3 109.6(4) . . ?
C28 Ir1 O1 82.18(16) . . ?
C28 Ir1 N4 91.68(19) . . ?
O1 Ir1 N4 91.29(14) . . ?
C28 Ir1 N7 90.01(18) . . ?
O1 Ir1 N7 86.96(13) . . ?
N4 Ir1 N7 177.37(14) . . ?
C28 Ir1 N2 98.71(17) . . ?
O1 Ir1 N2 177.31(13) . . ?
N4 Ir1 N2 86.15(15) . . ?
N7 Ir1 N2 95.57(14) . . ?
C28 Ir1 N6 170.71(16) . . ?
O1 Ir1 N6 88.76(14) . . ?
N4 Ir1 N6 86.44(15) . . ?
N7 Ir1 N6 91.57(15) . . ?
N2 Ir1 N6 90.25(15) . . ?
C1 N1 N2 109.3(4) . . ?
C1 N1 B1 129.3(4) . . ?
N2 N1 B1 120.8(4) . . ?
C3 N2 N1 106.8(4) . . ?
C3 N2 Ir1 137.6(3) . . ?
N1 N2 Ir1 115.5(3) . . ?
C11 N5 N6 109.2(4) . . ?
C11 N5 B1 133.2(4) . . ?
N6 N5 B1 117.6(4) . . ?
C13 N6 N5 107.5(4) . . ?
C13 N6 Ir1 135.2(3) . . ?
N5 N6 Ir1 117.3(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
C4 C1 1.509(7) . ?
C5 C3 1.490(6) . ?
C6 N3 1.352(6) . ?
C6 C7 1.364(8) . ?
C6 C9 1.508(7) . ?
C7 C8 1.399(7) . ?
C8 N4 1.330(6) . ?
C8 C10 1.487(8) . ?
C14 C11 1.499(8) . ?
C15 C13 1.475(7) . ?
C16 C21 1.376(8) . ?
C16 O2 1.379(7) . ?
C16 C17 1.398(8) . ?
C17 C18 1.392(7) . ?
C18 C19 1.358(6) . ?
C19 C20 1.394(7) . ?
C19 N7 1.450(6) . ?
C20 C21 1.368(7) . ?
C22 N7 1.312(6) . ?
C22 C24 1.476(7) . ?
C22 C23 1.515(7) . ?
C24 C25 1.329(7) . ?
C24 C26 1.492(7) . ?
C26 O1 1.420(6) . ?
C26 C27 1.514(7) . ?
C27 C32 1.384(7) . ?
C27 C28 1.405(7) . ?
C28 C29 1.390(7) . ?
C28 Ir1 2.025(5) . ?
C29 C30 1.393(7) . ?
C30 C31 1.375(8) . ?
C31 C32 1.377(8) . ?
C33 O2 1.356(9) . ?
C34 O3 1.456(9) . ?
C34 C35 1.489(10) . ?
N3 N4 1.388(5) . ?
N3 B1 1.542(7) . ?
N4 Ir1 2.063(4) . ?
N7 Ir1 2.080(4) . ?
O1 Ir1 2.030(4) . ?
C1 C2 1.349(7) . ?
C1 N1 1.352(6) . ?
C2 C3 1.399(7) . ?
C3 N2 1.338(6) . ?
C11 N5 1.348(6) . ?
C11 C12 1.362(8) . ?
C12 C13 1.394(7) . ?
C13 N6 1.339(6) . ?
B1 N1 1.537(6) . ?
B1 N5 1.538(7) . ?
Ir1 N2 2.095(4) . ?
Ir1 N6 2.192(4) . ?
N1 N2 1.380(5) . ?
N5 N6 1.371(5) . ?
