data_mjl18097_0m
_audit_creation_date              2018-03-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number      '2016/6'
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          'C23 H43 Cl Ir N O P2'
_chemical_formula_sum             'C23 H43 Cl Ir N O P2'
_chemical_formula_weight          639.17
_chemical_melting_point           ?

# start Validation Reply Form
_vrf_PLAT973_mjl18097_0m
;
PROBLEM: Check Calcd Positive Resid. Density on       Ir1       1.57 eA-3  
RESPONSE: Inadequate absorption correction of iridium which strongly absorbs X-rays
;
# end Validation Reply Form
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0150 0.0070 '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'
 'Cl' 'Cl' 0.3290 0.5400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ir' 'Ir' -5.4390 5.4710
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0410 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'P' 'P' 0.2600 0.3350 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system       'monoclinic'
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 1 2/c 1'
_space_group_name_Hall            '-C 2yc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                    31.9259(6)
_cell_length_b                    7.9828(2)
_cell_length_c                    20.1715(4)
_cell_angle_alpha                 90
_cell_angle_beta                  100.6140(10)
_cell_angle_gamma                 90
_cell_volume                      5052.91(19)
_cell_formula_units_Z             8
_cell_measurement_reflns_used     9283
_cell_measurement_temperature     170(2)
_cell_measurement_theta_max       54.935
_cell_measurement_theta_min       4.191
_shelx_estimated_absorpt_T_max    0.783
_shelx_estimated_absorpt_T_min    0.547
_exptl_absorpt_coefficient_mu     8.585
_exptl_absorpt_correction_T_max   0.7508
_exptl_absorpt_correction_T_min   0.3905
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1425 before and 0.0617 after correction. The Ratio of minimum to maximum transmission is 0.5201. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'red'
_exptl_crystal_density_diffrn     1.680
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        'block'
_exptl_crystal_F_000              2560
_exptl_crystal_size_max           0.08
_exptl_crystal_size_mid           0.05
_exptl_crystal_size_min           0.03
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0468
_diffrn_reflns_av_unetI/netI      0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max        38
_diffrn_reflns_limit_h_min        -38
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_l_max        24
_diffrn_reflns_limit_l_min        -24
_diffrn_reflns_number             26956
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full         53.594
_diffrn_reflns_theta_max          54.911
_diffrn_reflns_theta_min          4.190
_diffrn_ambient_temperature       170.0
_diffrn_detector_area_resol_mean  ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_type            GaK\a
_diffrn_radiation_wavelength      1.34139
_diffrn_source                    ?
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 4405
_reflns_number_total              4804
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing_cell_refinement        'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection        ?
_computing_data_reduction         'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'ShelXL (Sheldrick, 2015)'
_computing_structure_solution     'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max          0.764
_refine_diff_density_min          -0.741
_refine_diff_density_rms          0.093
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.107
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      279
_refine_ls_number_reflns          4804
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0258
_refine_ls_R_factor_gt            0.0219
_refine_ls_restrained_S_all       1.107
_refine_ls_shift/su_max           0.007
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0036P)²+12.0891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.0446
_refine_ls_wR_factor_ref          0.0460
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,
 H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,
 H22B,H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens    mixed
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    ?
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_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Ir1 Ir 0.13483(2) 0.90625(2) 0.49865(2) 0.01287(5) Uani 1 1 d . . . . .
 H H 0.1615(12) 0.750(5) 0.5051(19) 0.057(12) Uiso 1 1 d . . . . .
 Cl1 Cl 0.16452(2) 1.06057(10) 0.41446(4) 0.02253(17) Uani 1 1 d . . . . .
 P1 P 0.08002(2) 0.78690(10) 0.42503(4) 0.01385(16) Uani 1 1 d . . . . .
 P2 P 0.17766(2) 0.99783(10) 0.59757(4) 0.01448(16) Uani 1 1 d . . . . .
 O1 O 0.05343(6) 0.6802(3) 0.47372(9) 0.0182(5) Uani 1 1 d . . . . .
 N1 N 0.15597(8) 0.8968(3) 0.65773(12) 0.0187(6) Uani 1 1 d . . . . .
 C1 C 0.10474(9) 0.7902(4) 0.56501(14) 0.0154(6) Uani 1 1 d . . . . .
 C2 C 0.11915(9) 0.8004(4) 0.63526(14) 0.0164(6) Uani 1 1 d . . . . .
 C3 C 0.09732(10) 0.7175(4) 0.67943(15) 0.0217(7) Uani 1 1 d . . . . .
 H3 H 0.106979 0.725636 0.726762 0.026 Uiso 1 1 calc R . . . .
 C4 C 0.06140(10) 0.6230(4) 0.65396(16) 0.0237(7) Uani 1 1 d . . . . .
 H4 H 0.046745 0.566752 0.684376 0.028 Uiso 1 1 calc R . . . .
 C5 C 0.04652(10) 0.6090(4) 0.58539(16) 0.0201(7) Uani 1 1 d . . . . .
 H5 H 0.022029 0.543859 0.568101 0.024 Uiso 1 1 calc R . . . .
 C6 C 0.06866(9) 0.6934(4) 0.54294(14) 0.0157(6) Uani 1 1 d . . . . .
 C7 C 0.17272(11) 0.9016(5) 0.73042(15) 0.0282(8) Uani 1 1 d . . . . .
 H7A H 0.198971 0.968064 0.738994 0.042 Uiso 1 1 calc GR . . . .
 H7B H 0.178844 0.787317 0.747172 0.042 Uiso 1 1 calc GR . . . .
 H7C H 0.151545 0.952651 0.753696 0.042 Uiso 1 1 calc GR . . . .
 C8 C 0.03856(10) 0.9399(4) 0.38611(15) 0.0196(7) Uani 1 1 d . . . . .
 C9 C 0.04064(12) 1.0782(4) 0.43985(18) 0.0326(8) Uani 1 1 d . . . . .
 H9A H 0.038191 1.027609 0.483243 0.049 Uiso 1 1 calc GR . . . .
 H9B H 0.017179 1.157351 0.426230 0.049 Uiso 1 1 calc GR . . . .
 H9C H 0.067885 1.137526 0.444273 0.049 Uiso 1 1 calc GR . . . .
 C10 C -0.00694(10) 0.8680(5) 0.37183(18) 0.0304(8) Uani 1 1 d . . . . .
 H10A H -0.009650 0.788092 0.334389 0.046 Uiso 1 1 calc GR . . . .
 H10B H -0.027449 0.959283 0.359823 0.046 Uiso 1 1 calc GR . . . .
 H10C H -0.012692 0.810710 0.412189 0.046 Uiso 1 1 calc GR . . . .
 C11 C 0.04980(11) 1.0179(5) 0.32243(16) 0.0292(8) Uani 1 1 d . . . . .
 H11A H 0.079576 1.054910 0.331633 0.044 Uiso 1 1 calc GR . . . .
 H11B H 0.031197 1.114293 0.308712 0.044 Uiso 1 1 calc GR . . . .
 H11C H 0.045827 0.934632 0.286127 0.044 Uiso 1 1 calc GR . . . .
 C12 C 0.09015(9) 0.6194(4) 0.36627(15) 0.0176(7) Uani 1 1 d . . . . .
 C13 C 0.04899(10) 0.5391(4) 0.32841(16) 0.0272(8) Uani 1 1 d . . . . .
 H13A H 0.031116 0.505584 0.360766 0.041 Uiso 1 1 calc GR . . . .
 H13B H 0.056033 0.440297 0.303810 0.041 Uiso 1 1 calc GR . . . .
 H13C H 0.033518 0.620164 0.296472 0.041 Uiso 1 1 calc GR . . . .
 C14 C 0.11686(11) 0.6865(4) 0.31631(17) 0.0278(8) Uani 1 1 d . . . . .
 H14A H 0.099895 0.766499 0.285630 0.042 Uiso 1 1 calc GR . . . .
 H14B H 0.125498 0.593270 0.290236 0.042 Uiso 1 1 calc GR . . . .
 H14C H 0.142274 0.742742 0.341106 0.042 Uiso 1 1 calc GR . . . .
 C15 C 0.11573(11) 0.4845(4) 0.41016(17) 0.0297(8) Uani 1 1 d . . . . .
 H15A H 0.142323 0.533126 0.434634 0.045 Uiso 1 1 calc GR . . . .
 H15B H 0.122306 0.392812 0.381457 0.045 Uiso 1 1 calc GR . . . .
 H15C H 0.098940 0.441359 0.442498 0.045 Uiso 1 1 calc GR . . . .
 C16 C 0.16953(10) 1.2264(4) 0.61164(15) 0.0200(7) Uani 1 1 d . . . . .
 C17 C 0.18364(12) 1.2921(4) 0.68335(16) 0.0320(8) Uani 1 1 d . . . . .
 H17A H 0.168225 1.232390 0.713873 0.048 Uiso 1 1 calc GR . . . .
 H17B H 0.177435 1.412181 0.684520 0.048 Uiso 1 1 calc GR . . . .
 H17C H 0.214337 1.273940 0.697680 0.048 Uiso 1 1 calc GR . . . .
 C18 C 0.12129(11) 1.2510(5) 0.59176(19) 0.0363(9) Uani 1 1 d . . . . .
 H18A H 0.111982 1.220659 0.544256 0.054 Uiso 1 1 calc GR . . . .
 H18B H 0.114215 1.368591 0.598338 0.054 Uiso 1 1 calc GR . . . .
 H18C H 0.106781 1.179599 0.619971 0.054 Uiso 1 1 calc GR . . . .
 C19 C 0.19144(12) 1.3279(4) 0.56365(16) 0.0309(8) Uani 1 1 d . . . . .
 H19A H 0.222339 1.326073 0.579705 0.046 Uiso 1 1 calc GR . . . .
 H19B H 0.181233 1.443868 0.562074 0.046 Uiso 1 1 calc GR . . . .
 H19C H 0.184818 1.278915 0.518378 0.046 Uiso 1 1 calc GR . . . .
 C20 C 0.23576(9) 0.9404(4) 0.61195(15) 0.0190(7) Uani 1 1 d . . . . .
 C21 C 0.23869(11) 0.7525(4) 0.62864(17) 0.0294(8) Uani 1 1 d . . . . .
 H21A H 0.231785 0.734071 0.673442 0.044 Uiso 1 1 calc GR . . . .
 H21B H 0.267681 0.712738 0.628186 0.044 Uiso 1 1 calc GR . . . .
 H21C H 0.218471 0.690708 0.594923 0.044 Uiso 1 1 calc GR . . . .
 C22 C 0.26564(11) 1.0386(5) 0.66652(17) 0.0301(8) Uani 1 1 d . . . . .
 H22A H 0.265851 1.156811 0.653436 0.045 Uiso 1 1 calc GR . . . .
 H22B H 0.294546 0.992921 0.671548 0.045 Uiso 1 1 calc GR . . . .
 H22C H 0.255635 1.028969 0.709465 0.045 Uiso 1 1 calc GR . . . .
 C23 C 0.25111(11) 0.9670(5) 0.54520(16) 0.0299(8) Uani 1 1 d . . . . .
 H23A H 0.232211 0.907261 0.509082 0.045 Uiso 1 1 calc GR . . . .
 H23B H 0.280205 0.923926 0.549083 0.045 Uiso 1 1 calc GR . . . .
 H23C H 0.250749 1.086916 0.534680 0.045 Uiso 1 1 calc GR . . . .


_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
 Ir1 Cl1 2.4277(7) . ?
 Ir1 P1 2.2842(7) . ?
 Ir1 P2 2.3196(7) . ?
 Ir1 C1 2.012(3) . ?
 P1 O1 1.648(2) . ?
 P1 C8 1.865(3) . ?
 P1 C12 1.854(3) . ?
 P2 N1 1.707(2) . ?
 P2 C16 1.872(3) . ?
 P2 C20 1.881(3) . ?
 O1 C6 1.395(3) . ?
 N1 C2 1.408(4) . ?
 N1 C7 1.466(4) . ?
 C1 C2 1.409(4) . ?
 C1 C6 1.390(4) . ?
 C2 C3 1.395(4) . ?
 C3 C4 1.390(4) . ?
 C4 C5 1.382(4) . ?
 C5 C6 1.382(4) . ?
 C8 C9 1.540(4) . ?
 C8 C10 1.539(4) . ?
 C8 C11 1.529(4) . ?
 C12 C13 1.533(4) . ?
 C12 C14 1.532(4) . ?
 C12 C15 1.531(4) . ?
 C16 C17 1.527(4) . ?
 C16 C18 1.531(4) . ?
 C16 C19 1.527(4) . ?
 C20 C21 1.536(4) . ?
 C20 C22 1.533(4) . ?
 C20 C23 1.530(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
 P1 Ir1 Cl1 96.20(3) . . ?
 P1 Ir1 P2 161.87(3) . . ?
 P2 Ir1 Cl1 101.39(3) . . ?
 C1 Ir1 Cl1 174.31(8) . . ?
 C1 Ir1 P1 80.68(9) . . ?
 C1 Ir1 P2 81.42(9) . . ?
 O1 P1 Ir1 104.18(7) . . ?
 O1 P1 C8 100.70(12) . . ?
 O1 P1 C12 100.26(12) . . ?
 C8 P1 Ir1 113.57(10) . . ?
 C12 P1 Ir1 120.89(10) . . ?
 C12 P1 C8 113.38(14) . . ?
 N1 P2 Ir1 102.16(9) . . ?
 N1 P2 C16 105.49(13) . . ?
 N1 P2 C20 107.03(13) . . ?
 C16 P2 Ir1 111.18(10) . . ?
 C16 P2 C20 112.01(14) . . ?
 C20 P2 Ir1 117.66(10) . . ?
 C6 O1 P1 115.75(18) . . ?
 C2 N1 P2 116.95(19) . . ?
 C2 N1 C7 117.7(2) . . ?
 C7 N1 P2 125.3(2) . . ?
 C2 C1 Ir1 122.3(2) . . ?
 C6 C1 Ir1 120.8(2) . . ?
 C6 C1 C2 116.9(3) . . ?
 N1 C2 C1 117.0(3) . . ?
 C3 C2 N1 122.6(3) . . ?
 C3 C2 C1 120.4(3) . . ?
 C4 C3 C2 119.8(3) . . ?
 C5 C4 C3 121.5(3) . . ?
 C6 C5 C4 117.4(3) . . ?
 C1 C6 O1 118.5(2) . . ?
 C5 C6 O1 117.3(3) . . ?
 C5 C6 C1 124.1(3) . . ?
 C9 C8 P1 103.8(2) . . ?
 C10 C8 P1 114.0(2) . . ?
 C10 C8 C9 108.4(3) . . ?
 C11 C8 P1 111.2(2) . . ?
 C11 C8 C9 108.2(3) . . ?
 C11 C8 C10 110.8(3) . . ?
 C13 C12 P1 112.7(2) . . ?
 C14 C12 P1 110.6(2) . . ?
 C14 C12 C13 110.4(3) . . ?
 C15 C12 P1 105.9(2) . . ?
 C15 C12 C13 108.1(3) . . ?
 C15 C12 C14 108.9(3) . . ?
 C17 C16 P2 117.0(2) . . ?
 C17 C16 C18 108.1(3) . . ?
 C18 C16 P2 104.3(2) . . ?
 C19 C16 P2 109.2(2) . . ?
 C19 C16 C17 109.2(3) . . ?
 C19 C16 C18 108.8(3) . . ?
 C21 C20 P2 106.9(2) . . ?
 C22 C20 P2 116.8(2) . . ?
 C22 C20 C21 109.7(3) . . ?
 C23 C20 P2 107.3(2) . . ?
 C23 C20 C21 108.2(3) . . ?
 C23 C20 C22 107.6(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
