data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C27 H32 Cl2 Ir N2 P S'
_chemical_formula_weight          710.68
 
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'
 'P'  'P'   0.1023   0.0942
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S'  'S'   0.1246   0.1234
 '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'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
 
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'
 
_cell_length_a                    18.464(4)
_cell_length_b                    8.9586(18)
_cell_length_c                    17.375(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  109.44(3)
_cell_angle_gamma                 90.00
_cell_volume                      2710.1(9)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     10984
_cell_measurement_theta_min       1.0
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        needle
_exptl_crystal_colour             orange
_exptl_crystal_size_max           0.45
_exptl_crystal_size_mid           0.14
_exptl_crystal_size_min           0.12
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.742
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1400
_exptl_absorpt_coefficient_mu     5.279
_exptl_absorpt_correction_type    multi-scans
_exptl_absorpt_correction_T_min   0.1998
_exptl_absorpt_correction_T_max   0.5699
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'Phi and Omega scans to fill Ewald Sphere'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             19676
_diffrn_reflns_av_R_equivalents   0.0473
_diffrn_reflns_av_sigmaI/netI     0.0476
_diffrn_reflns_limit_h_min        -23
_diffrn_reflns_limit_h_max        23
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        21
_diffrn_reflns_theta_min          2.34
_diffrn_reflns_theta_max          27.48
_reflns_number_total              6135
_reflns_number_gt                 5049
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        'DENZO, COLLECT'
_computing_data_reduction         'DENZO, COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'CAMERON (Watkin, Pearce 1995)'
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0755P)²+3.5043P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.0014(2)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          6135
_refine_ls_number_parameters      314
_refine_ls_number_restraints      12
_refine_ls_R_factor_all           0.0580
_refine_ls_R_factor_gt            0.0453
_refine_ls_wR_factor_ref          0.1218
_refine_ls_wR_factor_gt           0.1134
_refine_ls_goodness_of_fit_ref    1.050
_refine_ls_restrained_S_all       1.049
_refine_ls_shift/su_max           0.059
_refine_ls_shift/su_mean          0.003
 
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
C1 C 0.0740(4) 0.0908(7) 0.3070(4) 0.0470(18) Uani 1 1 d . . .
C2 C 0.0360(4) 0.1371(9) 0.3652(5) 0.057(2) Uani 1 1 d . . .
C3 C 0.0768(4) 0.2535(8) 0.4106(4) 0.0504(19) Uani 1 1 d . . .
C4 C 0.1408(4) 0.2846(6) 0.3848(3) 0.0348(13) Uani 1 1 d . . .
C5 C 0.1382(3) 0.1898(6) 0.3190(3) 0.0296(12) Uani 1 1 d . . .
C6 C 0.0412(6) -0.0175(11) 0.2399(7) 0.101(5) Uani 1 1 d U . .
H6A H 0.0750 -0.0252 0.2070 0.152 Uiso 1 1 calc R . .
H6B H -0.0097 0.0166 0.2055 0.152 Uiso 1 1 calc R . .
H6C H 0.0367 -0.1155 0.2630 0.152 Uiso 1 1 calc R . .
C7 C -0.0350(5) 0.0655(12) 0.3721(9) 0.098(4) Uani 1 1 d U . .
H7A H -0.0591 0.1331 0.4008 0.148 Uiso 1 1 calc R . .
H7B H -0.0213 -0.0282 0.4026 0.148 Uiso 1 1 calc R . .
H7C H -0.0711 0.0449 0.3173 0.148 Uiso 1 1 calc R . .
C8 C 0.0619(6) 0.3406(10) 0.4779(5) 0.075(3) Uani 1 1 d . . .
H8A H 0.0475 0.4432 0.4596 0.113 Uiso 1 1 calc R . .
H8B H 0.1084 0.3417 0.5261 0.113 Uiso 1 1 calc R . .
H8C H 0.0200 0.2935 0.4919 0.113 Uiso 1 1 calc R . .
C9 C 0.1959(5) 0.4153(8) 0.4109(5) 0.058(2) Uani 1 1 d . . .
H9A H 0.2425 0.3940 0.3977 0.087 Uiso 1 1 calc R . .
H9B H 0.2095 0.4306 0.4698 0.087 Uiso 1 1 calc R . .
H9C H 0.1713 0.5056 0.3820 0.087 Uiso 1 1 calc R . .
C10 C 0.1874(5) 0.1982(10) 0.2674(5) 0.063(2) Uani 1 1 d . . .
H10A H 0.1653 0.2693 0.2229 0.095 Uiso 1 1 calc R . .
H10B H 0.1907 0.0994 0.2446 0.095 Uiso 1 1 calc R . .
H10C H 0.2390 0.2315 0.3005 0.095 Uiso 1 1 calc R . .
C19 C 0.4131(4) 0.3263(7) 0.5145(4) 0.0428(15) Uani 1 1 d . . .
H19 H 0.4211 0.4029 0.5542 0.051 Uiso 1 1 calc R . .
C20 C 0.4574(3) 0.3202(7) 0.4637(4) 0.0374(14) Uani 1 1 d . . .
H20 H 0.4958 0.3936 0.4686 0.045 Uiso 1 1 calc R . .
C21 C 0.4460(3) 0.2090(7) 0.4064(4) 0.0366(14) Uani 1 1 d . . .
H21 H 0.4764 0.2058 0.3718 0.044 Uiso 1 1 calc R . .
C22 C 0.3901(3) 0.1013(7) 0.3991(4) 0.0310(12) Uani 1 1 d . . .
H22 H 0.3822 0.0244 0.3595 0.037 Uiso 1 1 calc R . .
C11 C 0.2860(3) -0.1789(6) 0.3779(3) 0.0253(11) Uani 1 1 d . . .
C12 C 0.2266(3) -0.2138(7) 0.3085(4) 0.0364(13) Uani 1 1 d . . .
H12 H 0.1782 -0.1668 0.2978 0.044 Uiso 1 1 calc R . .
C13 C 0.2369(4) -0.3181(7) 0.2533(4) 0.0435(15) Uani 1 1 d . . .
H13 H 0.1957 -0.3399 0.2046 0.052 Uiso 1 1 calc R . .
C14 C 0.3056(4) -0.3890(7) 0.2688(4) 0.0429(15) Uani 1 1 d . . .
H14 H 0.3122 -0.4621 0.2321 0.051 Uiso 1 1 calc R . .
C15 C 0.3656(5) -0.3528(9) 0.3387(4) 0.056(2) Uani 1 1 d . . .
H15 H 0.4141 -0.3997 0.3494 0.067 Uiso 1 1 calc R . .
C16 C 0.3559(4) -0.2503(8) 0.3927(4) 0.0444(16) Uani 1 1 d . . .
H16 H 0.3975 -0.2279 0.4409 0.053 Uiso 1 1 calc R . .
C17 C 0.3459(3) 0.1058(6) 0.4494(3) 0.0223(10) Uani 1 1 d . . .
C18 C 0.3574(3) 0.2194(6) 0.5064(4) 0.0355(14) Uani 1 1 d . . .
H18 H 0.3263 0.2237 0.5403 0.043 Uiso 1 1 calc R . .
C23 C 0.3240(3) -0.1178(6) 0.5473(3) 0.0287(11) Uani 1 1 d . . .
H23A H 0.3775 -0.1416 0.5514 0.034 Uiso 1 1 calc R . .
H23B H 0.3259 -0.0434 0.5901 0.034 Uiso 1 1 calc R . .
C24 C 0.3289(3) -0.3524(6) 0.6168(3) 0.0258(11) Uani 1 1 d . . .
C25 C 0.3753(4) -0.5692(6) 0.7017(4) 0.0373(15) Uani 1 1 d . . .
H25 H 0.3853 -0.6601 0.7315 0.045 Uiso 1 1 calc R . .
C26 C 0.4275(4) -0.4646(7) 0.7056(4) 0.0344(14) Uani 1 1 d . . .
C27 C 0.5092(4) -0.4636(7) 0.7625(4) 0.0395(15) Uani 1 1 d . . .
H27A H 0.5130 -0.4013 0.8100 0.059 Uiso 1 1 calc R . .
H27B H 0.5426 -0.4231 0.7340 0.059 Uiso 1 1 calc R . .
H27C H 0.5251 -0.5657 0.7804 0.059 Uiso 1 1 calc R . .
N1 N 0.2874(3) -0.2511(5) 0.5621(3) 0.0331(11) Uani 1 1 d . . .
H1 H 0.2383 -0.2666 0.5358 0.040 Uiso 1 1 calc R . .
N2 N 0.4017(3) -0.3387(5) 0.6578(3) 0.0289(10) Uani 1 1 d . . .
P1 P 0.27461(8) -0.03616(14) 0.44736(8) 0.0213(3) Uani 1 1 d . . .
S1 S 0.28654(9) -0.51643(17) 0.63482(9) 0.0340(3) Uani 1 1 d . . .
Cl1 Cl 0.11375(8) -0.19690(16) 0.44344(11) 0.0415(4) Uani 1 1 d . . .
Cl2 Cl 0.19080(10) 0.08620(18) 0.57312(9) 0.0394(4) Uani 1 1 d . . .
Ir1 Ir 0.153513(11) 0.05514(2) 0.427588(13) 0.02562(11) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
C1 C5 1.439(9) . ?
C1 C2 1.469(11) . ?
C1 C6 1.482(10) . ?
C1 Ir1 2.145(7) . ?
C2 C3 1.371(11) . ?
C2 C7 1.501(11) . ?
C2 Ir1 2.203(6) . ?
C3 C4 1.425(10) . ?
C3 C8 1.505(10) . ?
C3 Ir1 2.231(6) . ?
C4 C5 1.411(8) . ?
C4 C9 1.518(9) . ?
C4 Ir1 2.172(6) . ?
C5 C10 1.476(8) . ?
C5 Ir1 2.177(5) . ?
C19 C18 1.378(8) . ?
C19 C20 1.389(9) . ?
C20 C21 1.374(9) . ?
C21 C22 1.387(8) . ?
C22 C17 1.379(7) . ?
C11 C12 1.369(8) . ?
C11 C16 1.385(8) . ?
C11 P1 1.819(5) . ?
C12 C13 1.396(8) . ?
C13 C14 1.363(10) . ?
C14 C15 1.382(10) . ?
C15 C16 1.366(9) . ?
C17 C18 1.386(8) . ?
C17 P1 1.823(5) . ?
C23 N1 1.437(7) . ?
C23 P1 1.824(6) . ?
C24 N2 1.302(7) . ?
C24 N1 1.353(7) . ?
C24 S1 1.741(5) . ?
C25 C26 1.330(9) . ?
C25 S1 1.729(7) . ?
C26 N2 1.387(7) . ?
C26 C27 1.503(9) . ?
P1 Ir1 2.2967(14) . ?
Cl1 Ir1 2.4182(14) . ?
Cl2 Ir1 2.4055(17) . ?
 
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
C5 C1 C2 106.6(6) . . ?
C5 C1 C6 128.2(9) . . ?
C2 C1 C6 124.3(8) . . ?
C5 C1 Ir1 71.7(3) . . ?
C2 C1 Ir1 72.4(4) . . ?
C6 C1 Ir1 129.6(6) . . ?
C3 C2 C1 108.4(6) . . ?
C3 C2 C7 127.3(9) . . ?
C1 C2 C7 124.3(9) . . ?
C3 C2 Ir1 73.1(4) . . ?
C1 C2 Ir1 68.1(3) . . ?
C7 C2 Ir1 124.2(5) . . ?
C2 C3 C4 108.7(6) . . ?
C2 C3 C8 129.4(8) . . ?
C4 C3 C8 121.9(8) . . ?
C2 C3 Ir1 70.9(4) . . ?
C4 C3 Ir1 68.9(3) . . ?
C8 C3 Ir1 125.6(5) . . ?
C5 C4 C3 109.3(6) . . ?
C5 C4 C9 123.0(6) . . ?
C3 C4 C9 126.9(6) . . ?
C5 C4 Ir1 71.2(3) . . ?
C3 C4 Ir1 73.4(4) . . ?
C9 C4 Ir1 129.9(4) . . ?
C4 C5 C1 107.0(6) . . ?
C4 C5 C10 126.8(6) . . ?
C1 C5 C10 126.0(7) . . ?
C4 C5 Ir1 70.9(3) . . ?
C1 C5 Ir1 69.4(4) . . ?
C10 C5 Ir1 128.8(4) . . ?
C18 C19 C20 119.1(6) . . ?
C21 C20 C19 120.5(5) . . ?
C20 C21 C22 120.0(5) . . ?
C17 C22 C21 120.0(5) . . ?
C12 C11 C16 118.8(5) . . ?
C12 C11 P1 120.6(4) . . ?
C16 C11 P1 120.5(4) . . ?
C11 C12 C13 120.4(6) . . ?
C14 C13 C12 120.4(6) . . ?
C13 C14 C15 119.0(6) . . ?
C16 C15 C14 120.8(7) . . ?
C15 C16 C11 120.6(6) . . ?
C22 C17 C18 119.5(5) . . ?
C22 C17 P1 122.9(4) . . ?
C18 C17 P1 117.6(4) . . ?
C19 C18 C17 120.9(5) . . ?
N1 C23 P1 112.8(4) . . ?
N2 C24 N1 124.1(5) . . ?
N2 C24 S1 115.2(4) . . ?
N1 C24 S1 120.6(4) . . ?
C26 C25 S1 110.5(5) . . ?
C25 C26 N2 116.3(6) . . ?
C25 C26 C27 126.1(6) . . ?
N2 C26 C27 117.3(5) . . ?
C24 N1 C23 119.5(5) . . ?
C24 N2 C26 109.7(5) . . ?
C11 P1 C17 105.1(2) . . ?
C11 P1 C23 102.6(2) . . ?
C17 P1 C23 97.6(2) . . ?
C11 P1 Ir1 118.26(18) . . ?
C17 P1 Ir1 114.55(17) . . ?
C23 P1 Ir1 116.02(19) . . ?
C25 S1 C24 88.3(3) . . ?
C1 Ir1 C4 64.1(2) . . ?
C1 Ir1 C5 38.9(3) . . ?
C4 Ir1 C5 37.9(2) . . ?
C1 Ir1 C2 39.5(3) . . ?
C4 Ir1 C2 62.6(3) . . ?
C5 Ir1 C2 64.3(2) . . ?
C1 Ir1 C3 63.5(3) . . ?
C4 Ir1 C3 37.7(3) . . ?
C5 Ir1 C3 63.3(2) . . ?
C2 Ir1 C3 36.0(3) . . ?
C1 Ir1 P1 121.0(2) . . ?
C4 Ir1 P1 112.18(17) . . ?
C5 Ir1 P1 99.56(15) . . ?
C2 Ir1 P1 160.5(2) . . ?
C3 Ir1 P1 147.9(2) . . ?
C1 Ir1 Cl2 150.8(2) . . ?
C4 Ir1 Cl2 102.19(15) . . ?
C5 Ir1 Cl2 139.10(16) . . ?
C2 Ir1 Cl2 111.6(2) . . ?
C3 Ir1 Cl2 89.64(19) . . ?
P1 Ir1 Cl2 87.72(6) . . ?
C1 Ir1 Cl1 96.62(19) . . ?
C4 Ir1 Cl1 156.96(17) . . ?
C5 Ir1 Cl1 131.26(16) . . ?
C2 Ir1 Cl1 94.6(2) . . ?
C3 Ir1 Cl1 123.7(2) . . ?
P1 Ir1 Cl1 88.15(5) . . ?
Cl2 Ir1 Cl1 88.84(6) . . ?
 
_diffrn_measured_fraction_theta_max    0.985
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.985
_refine_diff_density_max    3.734
_refine_diff_density_min   -2.905
_refine_diff_density_rms    0.203
