#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/95/7029528.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_7029528
loop_
_publ_author_name
'Kinauer, Markus'
'Scheibel, Markus G.'
'Abbenseth, Josh'
'Heinemann, Frank W.'
'Stollberg, Peter'
'Würtele, Christian'
'Schneider, Sven'
_publ_section_title
;
 [IrCl{N(CHCHPtBu2)2}](-): a versatile source of the Ir(I)(PNP) pincer
 platform.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4506
_journal_page_last               4513
_journal_paper_doi               10.1039/c3dt53304b
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C21 H40 Ir N O P2'
_chemical_formula_sum            'C21 H40 Ir N O P2'
_chemical_formula_weight         576.68
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 106.864(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9010(3)
_cell_length_b                   26.8610(12)
_cell_length_c                   11.8140(10)
_cell_measurement_reflns_used    81
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      6.00
_cell_volume                     2399.4(3)
_computing_cell_refinement       'EVALCCD (Duisenberg, 2003)'
_computing_data_collection       'COLLECT (Bruker-Nonius, 2002)'
_computing_data_reduction        'EVALCCD (Duisenberg, 2003)'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_refinement  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
 φ- and ω-rotations with 1.10 ° and 33 sec per frame
;
_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  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            69417
_diffrn_reflns_theta_full        28.70
_diffrn_reflns_theta_max         28.70
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    5.708
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.916
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         6192
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0199
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0095P)²+2.8229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0400
_refine_ls_wR_factor_ref         0.0413
_reflns_number_gt                5581
_reflns_number_total             6192
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt53304b.txt
_cod_data_source_block           msb1103
_cod_original_cell_volume        2399.4(2)
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7029528
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Ir1 Ir 0.686014(11) 0.370249(3) 0.116578(7) 0.01352(3) Uani 1 1 d .
P1 P 0.85122(8) 0.40527(2) 0.29297(5) 0.01539(11) Uani 1 1 d .
P2 P 0.48671(8) 0.35818(2) -0.06749(5) 0.01629(11) Uani 1 1 d .
N1 N 0.5398(2) 0.43424(7) 0.11065(17) 0.0164(4) Uani 1 1 d .
O1 O 0.8853(3) 0.27532(7) 0.12652(18) 0.0328(5) Uani 1 1 d .
C1 C 0.5829(3) 0.46675(9) 0.2037(2) 0.0201(5) Uani 1 1 d .
H1A H 0.5116 0.4955 0.2006 0.024 Uiso 1 1 calc R
C2 C 0.7227(3) 0.45948(9) 0.2995(2) 0.0209(5) Uani 1 1 d .
H2A H 0.7509 0.4814 0.3654 0.025 Uiso 1 1 calc R
C3 C 0.3997(3) 0.44397(9) 0.0132(2) 0.0192(5) Uani 1 1 d .
H3A H 0.3328 0.4735 0.0119 0.023 Uiso 1 1 calc R
C4 C 0.3536(3) 0.41307(9) -0.0810(2) 0.0211(5) Uani 1 1 d .
H4A H 0.2578 0.4199 -0.1492 0.025 Uiso 1 1 calc R
C5 C 1.0731(3) 0.42885(10) 0.2875(2) 0.0232(5) Uani 1 1 d .
C6 C 1.1839(4) 0.38645(13) 0.2602(4) 0.0463(9) Uani 1 1 d .
H6A H 1.2912 0.4001 0.2464 0.069 Uiso 1 1 calc R
H6B H 1.1150 0.3687 0.1894 0.069 Uiso 1 1 calc R
H6C H 1.2166 0.3634 0.3273 0.069 Uiso 1 1 calc R
C7 C 1.1776(4) 0.45615(13) 0.3994(3) 0.0410(8) Uani 1 1 d .
H7A H 1.2805 0.4724 0.3852 0.061 Uiso 1 1 calc R
H7B H 1.2173 0.4322 0.4644 0.061 Uiso 1 1 calc R
H7C H 1.1019 0.4813 0.4204 0.061 Uiso 1 1 calc R
C8 C 1.0324(4) 0.46569(14) 0.1840(3) 0.0468(9) Uani 1 1 d .
H8A H 1.1435 0.4786 0.1743 0.070 Uiso 1 1 calc R
H8B H 0.9619 0.4934 0.2001 0.070 Uiso 1 1 calc R
H8C H 0.9659 0.4487 0.1113 0.070 Uiso 1 1 calc R
C9 C 0.8635(3) 0.36940(9) 0.4311(2) 0.0216(5) Uani 1 1 d .
C10 C 0.6757(4) 0.35057(14) 0.4145(3) 0.0407(8) Uani 1 1 d .
H10A H 0.6730 0.3300 0.4824 0.061 Uiso 1 1 calc R
H10B H 0.6377 0.3306 0.3420 0.061 Uiso 1 1 calc R
H10C H 0.5957 0.3790 0.4083 0.061 Uiso 1 1 calc R
C11 C 0.9896(5) 0.32519(11) 0.4448(3) 0.0415(8) Uani 1 1 d .
H11A H 0.9802 0.3042 0.5106 0.062 Uiso 1 1 calc R
H11B H 1.1112 0.3374 0.4610 0.062 Uiso 1 1 calc R
H11C H 0.9583 0.3056 0.3717 0.062 Uiso 1 1 calc R
C12 C 0.9172(4) 0.40096(11) 0.5435(2) 0.0314(6) Uani 1 1 d .
H12A H 0.9117 0.3806 0.6112 0.047 Uiso 1 1 calc R
H12B H 0.8362 0.4293 0.5351 0.047 Uiso 1 1 calc R
H12C H 1.0381 0.4132 0.5564 0.047 Uiso 1 1 calc R
C13 C 0.5886(3) 0.36149(10) -0.1930(2) 0.0243(5) Uani 1 1 d .
C14 C 0.7337(4) 0.40101(11) -0.1566(2) 0.0311(6) Uani 1 1 d .
H14A H 0.7838 0.4070 -0.2222 0.047 Uiso 1 1 calc R
H14B H 0.8270 0.3893 -0.0874 0.047 Uiso 1 1 calc R
H14C H 0.6833 0.4320 -0.1369 0.047 Uiso 1 1 calc R
C15 C 0.6734(4) 0.31199(12) -0.2108(3) 0.0349(7) Uani 1 1 d .
H15A H 0.7418 0.3166 -0.2672 0.052 Uiso 1 1 calc R
H15B H 0.5807 0.2871 -0.2416 0.052 Uiso 1 1 calc R
H15C H 0.7520 0.3006 -0.1349 0.052 Uiso 1 1 calc R
C16 C 0.4560(4) 0.37848(13) -0.3103(2) 0.0395(8) Uani 1 1 d .
H16A H 0.5181 0.3830 -0.3703 0.059 Uiso 1 1 calc R
H16B H 0.4020 0.4101 -0.2978 0.059 Uiso 1 1 calc R
H16C H 0.3636 0.3532 -0.3371 0.059 Uiso 1 1 calc R
C17 C 0.3292(3) 0.30478(10) -0.0818(2) 0.0245(5) Uani 1 1 d .
C18 C 0.1938(4) 0.30124(13) -0.2042(3) 0.0441(8) Uani 1 1 d .
H18A H 0.1043 0.2762 -0.2024 0.066 Uiso 1 1 calc R
H18B H 0.2539 0.2916 -0.2627 0.066 Uiso 1 1 calc R
H18C H 0.1366 0.3337 -0.2258 0.066 Uiso 1 1 calc R
C19 C 0.4298(4) 0.25551(10) -0.0523(3) 0.0359(7) Uani 1 1 d .
H19A H 0.3459 0.2284 -0.0543 0.054 Uiso 1 1 calc R
H19B H 0.5142 0.2576 0.0269 0.054 Uiso 1 1 calc R
H19C H 0.4938 0.2490 -0.1105 0.054 Uiso 1 1 calc R
C20 C 0.2321(4) 0.31401(12) 0.0108(3) 0.0365(7) Uani 1 1 d .
H20A H 0.1572 0.2853 0.0139 0.055 Uiso 1 1 calc R
H20B H 0.1582 0.3438 -0.0106 0.055 Uiso 1 1 calc R
H20C H 0.3184 0.3189 0.0884 0.055 Uiso 1 1 calc R
C21 C 0.8101(3) 0.31234(9) 0.1227(2) 0.0199(5) 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'
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'
P P 0.1023 0.0942 '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
C21 Ir1 N1 178.20(9)
C21 Ir1 P2 97.42(7)
N1 Ir1 P2 82.11(6)
C21 Ir1 P1 98.88(7)
N1 Ir1 P1 81.70(6)
P2 Ir1 P1 163.37(2)
C2 P1 C9 105.52(11)
C2 P1 C5 105.87(12)
C9 P1 C5 112.94(12)
C2 P1 Ir1 101.00(8)
C9 P1 Ir1 116.65(8)
C5 P1 Ir1 113.16(8)
C4 P2 C17 105.34(12)
C4 P2 C13 105.38(12)
C17 P2 C13 112.91(12)
C4 P2 Ir1 100.99(8)
C17 P2 Ir1 116.51(9)
C13 P2 Ir1 113.86(8)
C1 N1 C3 120.4(2)
C1 N1 Ir1 119.94(15)
C3 N1 Ir1 119.71(16)
C2 C1 N1 122.4(2)
C2 C1 H1A 118.8
N1 C1 H1A 118.8
C1 C2 P1 114.76(18)
C1 C2 H2A 122.6
P1 C2 H2A 122.6
C4 C3 N1 122.3(2)
C4 C3 H3A 118.9
N1 C3 H3A 118.9
C3 C4 P2 114.93(18)
C3 C4 H4A 122.5
P2 C4 H4A 122.5
C6 C5 C7 110.0(2)
C6 C5 C8 108.3(3)
C7 C5 C8 108.4(3)
C6 C5 P1 110.68(19)
C7 C5 P1 113.98(19)
C8 C5 P1 105.26(18)
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C10 C9 C11 109.6(3)
C10 C9 C12 108.1(2)
C11 C9 C12 109.3(2)
C10 C9 P1 104.83(18)
C11 C9 P1 111.08(18)
C12 C9 P1 113.77(18)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C9 C11 H11A 109.5
C9 C11 H11B 109.5
H11A C11 H11B 109.5
C9 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C9 C12 H12A 109.5
C9 C12 H12B 109.5
H12A C12 H12B 109.5
C9 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C14 C13 C15 108.6(2)
C14 C13 C16 107.8(2)
C15 C13 C16 110.2(2)
C14 C13 P2 105.53(17)
C15 C13 P2 111.76(19)
C16 C13 P2 112.72(19)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C13 C16 H16A 109.5
C13 C16 H16B 109.5
H16A C16 H16B 109.5
C13 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C20 C17 C19 108.2(2)
C20 C17 C18 109.1(2)
C19 C17 C18 109.6(2)
C20 C17 P2 105.62(18)
C19 C17 P2 110.70(18)
C18 C17 P2 113.4(2)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C17 C19 H19A 109.5
C17 C19 H19B 109.5
H19A C19 H19B 109.5
C17 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C17 C20 H20A 109.5
C17 C20 H20B 109.5
H20A C20 H20B 109.5
C17 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O1 C21 Ir1 178.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ir1 C21 1.829(2)
Ir1 N1 2.0608(19)
Ir1 P2 2.3080(6)
Ir1 P1 2.3137(6)
P1 C2 1.790(2)
P1 C9 1.873(2)
P1 C5 1.882(3)
P2 C4 1.791(2)
P2 C17 1.874(3)
P2 C13 1.884(3)
N1 C1 1.367(3)
N1 C3 1.371(3)
O1 C21 1.153(3)
C1 C2 1.347(3)
C1 H1A 0.9500
C2 H2A 0.9500
C3 C4 1.351(3)
C3 H3A 0.9500
C4 H4A 0.9500
C5 C6 1.527(4)
C5 C7 1.528(4)
C5 C8 1.533(4)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C10 1.526(4)
C9 C11 1.528(4)
C9 C12 1.529(3)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 C14 1.530(4)
C13 C15 1.530(4)
C13 C16 1.543(4)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C20 1.528(4)
C17 C19 1.531(4)
C17 C18 1.532(4)
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
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
C21 Ir1 P1 C2 -174.37(12)
N1 Ir1 P1 C2 3.90(10)
P2 Ir1 P1 C2 17.16(12)
C21 Ir1 P1 C9 -60.64(12)
N1 Ir1 P1 C9 117.64(11)
P2 Ir1 P1 C9 130.90(11)
C21 Ir1 P1 C5 72.91(12)
N1 Ir1 P1 C5 -108.81(11)
P2 Ir1 P1 C5 -95.55(12)
C21 Ir1 P2 C4 178.76(11)
N1 Ir1 P2 C4 0.51(10)
P1 Ir1 P2 C4 -12.74(12)
C21 Ir1 P2 C17 65.31(12)
N1 Ir1 P2 C17 -112.94(11)
P1 Ir1 P2 C17 -126.19(11)
C21 Ir1 P2 C13 -68.83(12)
N1 Ir1 P2 C13 112.92(11)
P1 Ir1 P2 C13 99.68(12)
P2 Ir1 N1 C1 179.90(18)
P1 Ir1 N1 C1 -3.90(17)
P2 Ir1 N1 C3 -0.13(17)
P1 Ir1 N1 C3 176.07(18)
C3 N1 C1 C2 -177.8(2)
Ir1 N1 C1 C2 2.1(3)
N1 C1 C2 P1 2.0(3)
C9 P1 C2 C1 -126.2(2)
C5 P1 C2 C1 113.8(2)
Ir1 P1 C2 C1 -4.3(2)
C1 N1 C3 C4 179.5(2)
Ir1 N1 C3 C4 -0.5(3)
N1 C3 C4 P2 1.0(3)
C17 P2 C4 C3 120.7(2)
C13 P2 C4 C3 -119.7(2)
Ir1 P2 C4 C3 -0.9(2)
C2 P1 C5 C6 -170.2(2)
C9 P1 C5 C6 74.8(2)
Ir1 P1 C5 C6 -60.5(2)
C2 P1 C5 C7 65.3(2)
C9 P1 C5 C7 -49.7(2)
Ir1 P1 C5 C7 174.97(19)
C2 P1 C5 C8 -53.4(2)
C9 P1 C5 C8 -168.4(2)
Ir1 P1 C5 C8 56.3(2)
C2 P1 C9 C10 68.8(2)
C5 P1 C9 C10 -176.0(2)
Ir1 P1 C9 C10 -42.3(2)
C2 P1 C9 C11 -172.8(2)
C5 P1 C9 C11 -57.6(2)
Ir1 P1 C9 C11 76.0(2)
C2 P1 C9 C12 -49.0(2)
C5 P1 C9 C12 66.2(2)
Ir1 P1 C9 C12 -160.15(17)
C4 P2 C13 C14 74.75(19)
C17 P2 C13 C14 -170.79(17)
Ir1 P2 C13 C14 -35.0(2)
C4 P2 C13 C15 -167.37(19)
C17 P2 C13 C15 -52.9(2)
Ir1 P2 C13 C15 82.9(2)
C4 P2 C13 C16 -42.7(2)
C17 P2 C13 C16 71.8(2)
Ir1 P2 C13 C16 -152.41(19)
C4 P2 C17 C20 -54.1(2)
C13 P2 C17 C20 -168.54(18)
Ir1 P2 C17 C20 56.9(2)
C4 P2 C17 C19 -171.0(2)
C13 P2 C17 C19 74.6(2)
Ir1 P2 C17 C19 -60.0(2)
C4 P2 C17 C18 65.4(2)
C13 P2 C17 C18 -49.1(2)
Ir1 P2 C17 C18 176.33(19)
