#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:15:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179834 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/30/7013083.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_7013083
loop_
_publ_author_name
'Brym, Markus'
'Jones, Cameron'
'Waugh, Mark'
_publ_section_title
;
 The reactivity of an iridaphosphirene complex,
 [Ir{?C(But)P(Cy)}(CO)(PPh3)2], Cy = cyclohexyl, toward electrophiles
;
_journal_issue                   14
_journal_name_full               'Dalton Transactions'
_journal_page_first              2889
_journal_paper_doi               10.1039/b304076n
_journal_year                    2003
_chemical_formula_sum            'C52 H61 B F4 Ir O2 P3'
_chemical_formula_weight         1089.93
_chemical_name_systematic
;
?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.183(4)
_cell_length_b                   16.407(3)
_cell_length_c                   15.806(3)
_cell_measurement_temperature    150(2)
_cell_volume                     4974.7(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius Kappa 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  0.0977
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            85374
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    2.834
_exptl_absorpt_correction_T_max  0.758
_exptl_absorpt_correction_T_min  0.640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.992
_refine_diff_density_min         -2.100
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         5892
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0547
_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)+(0.0392P)²+34.6186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1258
_reflns_number_gt                4957
_reflns_number_total             5892
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b304076n.txt
_cod_data_source_block           compound_6
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7013083
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.804230(16) 0.2500 0.06576(2) 0.02816(11) Uani 1 2 d S . .
P1 P 0.88344(13) 0.2500 -0.04585(18) 0.0437(6) Uani 1 2 d S . .
P2 P 0.79703(7) 0.10784(9) 0.06572(9) 0.0295(3) Uani 1 1 d . . .
F1 F 0.5462(4) 0.2500 -0.2389(4) 0.0658(18) Uani 1 2 d S . .
F2 F 0.4941(2) 0.1807(2) -0.1321(3) 0.0627(12) Uani 1 1 d . . .
F3 F 0.5937(3) 0.2500 -0.1079(4) 0.0604(16) Uani 1 2 d S . .
O1 O 0.7022(4) 0.2500 0.2106(5) 0.063(2) Uani 1 2 d S . .
O2 O 0.8841(6) 0.2500 0.3819(7) 0.092(3) Uiso 1 2 d SD . .
C1 C 0.9664(7) 0.2500 -0.0604(9) 0.078(4) Uani 1 2 d SU . .
H1 H 0.9798 0.2500 -0.1170 0.094 Uiso 1 2 calc SR . .
C2 C 1.0223(8) 0.2500 -0.0028(10) 0.084(4) Uani 1 2 d SU . .
C3 C 0.9985(12) 0.2500 0.0886(13) 0.137(8) Uani 1 2 d SU . .
H3A H 0.9488 0.2566 0.0908 0.206 Uiso 0.50 1 calc PR . .
H3B H 1.0205 0.2941 0.1183 0.206 Uiso 0.50 1 calc PR . .
H3C H 1.0112 0.1993 0.1147 0.206 Uiso 0.50 1 calc PR . .
C4 C 1.0717(8) 0.1796(9) -0.0163(10) 0.136(5) Uani 1 1 d U . .
H4A H 1.0516 0.1308 0.0068 0.204 Uiso 1 1 calc R . .
H4B H 1.1151 0.1908 0.0116 0.204 Uiso 1 1 calc R . .
H4C H 1.0797 0.1724 -0.0757 0.204 Uiso 1 1 calc R . .
C5 C 0.8427(7) 0.2500 -0.1622(11) 0.096(5) Uani 1 2 d SD . .
C6 C 0.7626(6) 0.2347(10) -0.1503(7) 0.037(5) Uani 0.50 1 d PD . .
C7 C 0.7314(11) 0.2147(12) -0.2386(11) 0.099(7) Uani 0.50 1 d PDU . .
C8 C 0.7596(10) 0.2244(13) -0.3058(12) 0.098(7) Uani 0.50 1 d PDU . .
C9 C 0.8393(10) 0.2252(14) -0.3122(13) 0.107(8) Uani 0.50 1 d PDU . .
C10 C 0.8605(11) 0.1917(12) -0.2296(11) 0.085(6) Uani 0.50 1 d PDU . .
C11 C 0.7413(5) 0.2500 0.1552(6) 0.038(2) Uani 1 2 d S . .
C12 C 0.8420(3) 0.0577(4) 0.1535(4) 0.0350(13) Uani 1 1 d . . .
C13 C 0.8580(4) 0.1001(4) 0.2256(4) 0.0449(16) Uani 1 1 d . . .
H13 H 0.8486 0.1556 0.2288 0.054 Uiso 1 1 calc R . .
C14 C 0.8886(4) 0.0600(5) 0.2945(5) 0.061(2) Uani 1 1 d . . .
H14 H 0.8999 0.0892 0.3430 0.073 Uiso 1 1 calc R . .
C15 C 0.9019(4) -0.0217(5) 0.2907(5) 0.060(2) Uani 1 1 d . . .
H15 H 0.9210 -0.0483 0.3372 0.071 Uiso 1 1 calc R . .
C16 C 0.8871(4) -0.0648(5) 0.2180(5) 0.062(2) Uani 1 1 d . . .
H16 H 0.8973 -0.1202 0.2150 0.075 Uiso 1 1 calc R . .
C17 C 0.8570(4) -0.0255(4) 0.1496(5) 0.0490(17) Uani 1 1 d . . .
H17 H 0.8467 -0.0548 0.1008 0.059 Uiso 1 1 calc R . .
C18 C 0.7065(3) 0.0748(4) 0.0729(4) 0.0325(12) Uani 1 1 d . . .
C19 C 0.6858(4) 0.0061(4) 0.1161(4) 0.0503(18) Uani 1 1 d . . .
H19 H 0.7185 -0.0244 0.1459 0.060 Uiso 1 1 calc R . .
C20 C 0.6171(4) -0.0178(6) 0.1157(5) 0.067(3) Uani 1 1 d . . .
H20 H 0.6039 -0.0645 0.1451 0.081 Uiso 1 1 calc R . .
C21 C 0.5673(4) 0.0265(5) 0.0722(4) 0.056(2) Uani 1 1 d . . .
H21 H 0.5209 0.0101 0.0727 0.067 Uiso 1 1 calc R . .
C22 C 0.5869(3) 0.0943(5) 0.0287(5) 0.0499(17) Uani 1 1 d . . .
H22 H 0.5538 0.1240 -0.0013 0.060 Uiso 1 1 calc R . .
C23 C 0.6568(3) 0.1197(4) 0.0288(4) 0.0395(14) Uani 1 1 d . . .
H23 H 0.6698 0.1664 -0.0005 0.047 Uiso 1 1 calc R . .
C24 C 0.8290(3) 0.0516(3) -0.0265(4) 0.0321(12) Uani 1 1 d . . .
C25 C 0.9007(3) 0.0460(4) -0.0411(4) 0.0401(14) Uani 1 1 d . . .
H25 H 0.9314 0.0699 -0.0029 0.048 Uiso 1 1 calc R . .
C26 C 0.9271(4) 0.0060(4) -0.1107(5) 0.0489(17) Uani 1 1 d . . .
H26 H 0.9749 0.0034 -0.1196 0.059 Uiso 1 1 calc R . .
C27 C 0.8818(5) -0.0302(5) -0.1670(5) 0.063(2) Uani 1 1 d . . .
H27 H 0.8991 -0.0580 -0.2138 0.075 Uiso 1 1 calc R . .
C28 C 0.8114(5) -0.0253(5) -0.1541(5) 0.063(2) Uani 1 1 d . . .
H28 H 0.7812 -0.0503 -0.1921 0.076 Uiso 1 1 calc R . .
C29 C 0.7843(4) 0.0163(4) -0.0853(4) 0.0456(16) Uani 1 1 d . . .
H29 H 0.7363 0.0206 -0.0784 0.055 Uiso 1 1 calc R . .
C30 C 1.0006(8) 0.2500 0.3327(10) 0.099(5) Uiso 1 2 d SD . .
H30A H 1.0469 0.2614 0.3526 0.148 Uiso 0.50 1 calc PR . .
H30B H 0.9868 0.2911 0.2928 0.148 Uiso 0.50 1 calc PR . .
H30C H 0.9998 0.1976 0.3058 0.148 Uiso 0.50 1 calc PR . .
C31 C 0.9510(7) 0.2500 0.4062(9) 0.083(4) Uiso 1 2 d SD . .
H31A H 0.9597 0.2022 0.4408 0.099 Uiso 0.50 1 calc PR . .
H31B H 0.9597 0.2978 0.4408 0.099 Uiso 0.50 1 calc PR . .
C32 C 0.8397(12) 0.2500 0.4546(13) 0.158(9) Uiso 1 2 d SD . .
H32A H 0.8496 0.2978 0.4887 0.190 Uiso 0.50 1 calc PR . .
H32B H 0.8496 0.2022 0.4887 0.190 Uiso 0.50 1 calc PR . .
C33 C 0.7664(16) 0.2500 0.431(3) 0.31(2) Uiso 1 2 d SD . .
H33A H 0.7451 0.2001 0.4493 0.467 Uiso 0.50 1 calc PR . .
H33B H 0.7623 0.2547 0.3707 0.467 Uiso 0.50 1 calc PR . .
H33C H 0.7433 0.2953 0.4575 0.467 Uiso 0.50 1 calc PR . .
B1 B 0.5320(6) 0.2500 -0.1518(8) 0.046(3) Uani 1 2 d S . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
C11 Ir1 P1 179.7(3) . . ?
C11 Ir1 P2 87.81(4) . 8_565 ?
P1 Ir1 P2 92.20(4) . 8_565 ?
C11 Ir1 P2 87.81(4) . . ?
P1 Ir1 P2 92.20(4) . . ?
P2 Ir1 P2 173.22(7) 8_565 . ?
C1 P1 C5 104.8(7) . . ?
C1 P1 Ir1 139.0(6) . . ?
C5 P1 Ir1 116.2(4) . . ?
C18 P2 C12 105.5(3) . . ?
C18 P2 C24 102.7(3) . . ?
C12 P2 C24 102.6(3) . . ?
C18 P2 Ir1 110.7(2) . . ?
C12 P2 Ir1 114.9(2) . . ?
C24 P2 Ir1 118.93(19) . . ?
C31 O2 C32 109.9(14) . . ?
C2 C1 P1 131.4(13) . . ?
C1 C2 C4 112.8(10) . 8_565 ?
C1 C2 C4 112.8(10) . . ?
C4 C2 C4 100.0(15) 8_565 . ?
C1 C2 C3 112.8(15) . . ?
C4 C2 C3 108.9(11) 8_565 . ?
C4 C2 C3 108.9(11) . . ?
C10 C5 C10 81.0(17) . 8_565 ?
C10 C5 C6 102.2(13) . . ?
C10 C5 C6 114.7(14) 8_565 . ?
C10 C5 C6 114.7(14) . 8_565 ?
C10 C5 C6 102.2(13) 8_565 8_565 ?
C6 C5 C6 18.4(12) . 8_565 ?
C10 C5 P1 125.1(10) . . ?
C10 C5 P1 125.1(10) 8_565 . ?
C6 C5 P1 105.8(9) . . ?
C6 C5 P1 105.8(9) 8_565 . ?
C7 C6 C5 107.7(12) . . ?
C7 C6 C7 40.9(14) . 8_565 ?
C5 C6 C7 99.5(12) . 8_565 ?
C6 C7 C8 110.0(14) . 8_565 ?
C9 C8 C7 112.7(17) . 8_565 ?
C10 C9 C8 102.3(17) . . ?
C10 C9 C8 111.6(16) . 8_565 ?
C8 C9 C8 28.9(14) . 8_565 ?
C9 C10 C5 109.6(17) . . ?
C9 C10 C9 23.0(13) . 8_565 ?
C5 C10 C9 89.0(14) . 8_565 ?
O1 C11 Ir1 179.9(9) . . ?
C13 C12 C17 119.0(6) . . ?
C13 C12 P2 120.6(5) . . ?
C17 C12 P2 120.3(5) . . ?
C12 C13 C14 120.2(7) . . ?
C15 C14 C13 120.3(7) . . ?
C14 C15 C16 120.1(7) . . ?
C15 C16 C17 119.8(7) . . ?
C16 C17 C12 120.5(7) . . ?
C19 C18 C23 118.9(6) . . ?
C19 C18 P2 123.4(5) . . ?
C23 C18 P2 117.7(4) . . ?
C20 C19 C18 120.6(7) . . ?
C19 C20 C21 120.9(7) . . ?
C22 C21 C20 119.4(6) . . ?
C21 C22 C23 120.4(7) . . ?
C18 C23 C22 119.9(6) . . ?
C29 C24 C25 118.0(6) . . ?
C29 C24 P2 122.4(5) . . ?
C25 C24 P2 119.6(5) . . ?
C26 C25 C24 121.6(7) . . ?
C27 C26 C25 119.4(7) . . ?
C28 C27 C26 120.0(7) . . ?
C27 C28 C29 121.1(8) . . ?
C28 C29 C24 119.9(7) . . ?
O2 C31 C30 112.7(13) . . ?
O2 C32 C33 112(2) . . ?
F3 B1 F2 109.8(6) . 8_565 ?
F3 B1 F2 109.8(6) . . ?
F2 B1 F2 110.4(9) 8_565 . ?
F3 B1 F1 109.1(9) . . ?
F2 B1 F1 108.8(6) 8_565 . ?
F2 B1 F1 108.8(6) . . ?
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 C11 1.859(9) . ?
Ir1 P1 2.328(3) . ?
Ir1 P2 2.3365(15) 8_565 ?
Ir1 P2 2.3365(15) . ?
P1 C1 1.607(14) . ?
P1 C5 1.998(18) . ?
P2 C18 1.822(6) . ?
P2 C12 1.828(6) . ?
P2 C24 1.832(6) . ?
F1 B1 1.404(14) . ?
F2 B1 1.385(8) . ?
F3 B1 1.371(13) . ?
O1 C11 1.153(11) . ?
O2 C31 1.339(13) . ?
O2 C32 1.430(16) . ?
C1 C2 1.408(19) . ?
C2 C4 1.508(16) 8_565 ?
C2 C4 1.508(16) . ?
C2 C3 1.52(2) . ?
C5 C10 1.472(15) . ?
C5 C10 1.472(15) 8_565 ?
C5 C6 1.567(14) . ?
C5 C6 1.567(14) 8_565 ?
C6 C7 1.556(16) . ?
C6 C7 1.732(19) 8_565 ?
C7 C8 1.556(13) 8_565 ?
C8 C9 1.533(17) . ?
C8 C7 1.556(13) 8_565 ?
C9 C10 1.472(17) . ?
C9 C8 1.74(2) 8_565 ?
C10 C9 1.93(3) 8_565 ?
C12 C13 1.370(9) . ?
C12 C17 1.397(9) . ?
C13 C14 1.400(9) . ?
C14 C15 1.365(11) . ?
C15 C16 1.379(11) . ?
C16 C17 1.385(9) . ?
C18 C19 1.377(8) . ?
C18 C23 1.393(8) . ?
C19 C20 1.374(10) . ?
C20 C21 1.384(12) . ?
C21 C22 1.361(11) . ?
C22 C23 1.404(9) . ?
C24 C29 1.390(9) . ?
C24 C25 1.397(9) . ?
C25 C26 1.378(9) . ?
C26 C27 1.377(11) . ?
C27 C28 1.370(11) . ?
C28 C29 1.384(10) . ?
C30 C31 1.501(14) . ?
C32 C33 1.456(19) . ?
B1 F2 1.385(8) 8_565 ?
