#------------------------------------------------------------------------------
#$Date: 2022-07-26 01:55:29 +0300 (Tue, 26 Jul 2022) $
#$Revision: 276929 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/07/7710792.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_7710792
loop_
_publ_author_name
'Palmese, Marco'
'Pérez-Torrente, Jesús J.'
'Passarelli, Vincenzo'
_publ_section_title
;
 Cyclometalated iridium complexes based on monodentate aminophosphanes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02081E
_journal_year                    2022
_chemical_formula_moiety         'C22 H26 N P Si'
_chemical_formula_sum            'C22 H26 N P Si'
_chemical_formula_weight         363.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-06-13 deposited with the CCDC.	2022-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                117.9100(10)
_cell_angle_beta                 97.2470(10)
_cell_angle_gamma                95.1980(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6970(3)
_cell_length_b                   11.2407(4)
_cell_length_c                   11.9717(4)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.273
_cell_measurement_theta_min      3.171
_cell_volume                     1010.91(6)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS, 2016) in APEX4'
_computing_data_collection       'SAINT V8.40B (Bruker AXS, 2016) in APEX4'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS, 2016) in APEX4'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'XCIF program, PLATON(Spek, 1998)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            39891
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.276
_diffrn_reflns_theta_min         2.053
_diffrn_source                   'Mo microsource'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Multi-scan correction included in APEX4 package (Bruker AXS, 2017)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_description       prism
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         4998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0382P)²+0.5604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4701
_reflns_number_total             4998
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt02081e3.cif
_cod_data_source_block           cmpd_SiMe3NP_VPX394v
_cod_original_cell_volume        1010.90(6)
_cod_database_code               7710792
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.963
_shelx_estimated_absorpt_t_max   0.976
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_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
P P 0.49020(3) 0.40585(3) 0.81822(3) 0.01565(8) Uani 1 1 d . . . . .
Si Si 0.20127(4) 0.26974(3) 0.61664(3) 0.01895(9) Uani 1 1 d . . . . .
N N 0.40763(11) 0.30194(10) 0.65849(9) 0.01585(18) Uani 1 1 d . . . . .
C22 C 0.76160(18) 0.16673(15) 0.25099(13) 0.0305(3) Uani 1 1 d . . . . .
H22A H 0.8679 0.2206 0.2856 0.046 Uiso 1 1 calc R U . . .
H22B H 0.7078 0.1867 0.1863 0.046 Uiso 1 1 calc R U . . .
H22C H 0.7681 0.0692 0.2111 0.046 Uiso 1 1 calc R U . . .
C19 C 0.67080(14) 0.20306(12) 0.35869(11) 0.0201(2) Uani 1 1 d . . . . .
C20 C 0.57216(14) 0.29974(12) 0.38448(11) 0.0210(2) Uani 1 1 d . . . . .
H20 H 0.5626 0.3443 0.3339 0.025 Uiso 1 1 calc R U . . .
C21 C 0.48729(14) 0.33239(12) 0.48300(11) 0.0189(2) Uani 1 1 d . . . . .
H21 H 0.4213 0.3993 0.4992 0.023 Uiso 1 1 calc R U . . .
C16 C 0.49791(12) 0.26809(11) 0.55814(10) 0.0151(2) Uani 1 1 d . . . . .
C4 C 0.63055(13) 0.31024(11) 0.85284(10) 0.0163(2) Uani 1 1 d . . . . .
C5 C 0.58046(14) 0.17214(12) 0.81280(11) 0.0188(2) Uani 1 1 d . . . . .
H5 H 0.4806 0.1276 0.7584 0.023 Uiso 1 1 calc R U . . .
C6 C 0.67394(15) 0.09905(12) 0.85110(12) 0.0227(2) Uani 1 1 d . . . . .
H6 H 0.6392 0.0048 0.8213 0.027 Uiso 1 1 calc R U . . .
C7 C 0.81866(16) 0.16428(13) 0.93321(12) 0.0247(3) Uani 1 1 d . . . . .
H7 H 0.8827 0.1149 0.9603 0.030 Uiso 1 1 calc R U . . .
C13 C 0.79802(15) 0.77765(12) 0.84047(12) 0.0242(3) Uani 1 1 d . . . . .
H13 H 0.8578 0.8556 0.8453 0.029 Uiso 1 1 calc R U . . .
C14 C 0.82857(14) 0.64794(13) 0.76202(12) 0.0219(2) Uani 1 1 d . . . . .
H14 H 0.9090 0.6373 0.7129 0.026 Uiso 1 1 calc R U . . .
C15 C 0.74201(14) 0.53356(12) 0.75510(11) 0.0194(2) Uani 1 1 d . . . . .
H15 H 0.7657 0.4455 0.7032 0.023 Uiso 1 1 calc R U . . .
C10 C 0.62013(13) 0.54741(11) 0.82414(11) 0.0172(2) Uani 1 1 d . . . . .
C8 C 0.86913(15) 0.30156(13) 0.97535(12) 0.0238(2) Uani 1 1 d . . . . .
H8 H 0.9678 0.3463 1.0317 0.029 Uiso 1 1 calc R U . . .
C9 C 0.77607(14) 0.37425(12) 0.93557(11) 0.0197(2) Uani 1 1 d . . . . .
H9 H 0.8118 0.4683 0.9650 0.024 Uiso 1 1 calc R U . . .
C18 C 0.68115(14) 0.13950(12) 0.43453(11) 0.0193(2) Uani 1 1 d . . . . .
H18 H 0.7484 0.0736 0.4191 0.023 Uiso 1 1 calc R U . . .
C17 C 0.59545(13) 0.17020(11) 0.53233(11) 0.0172(2) Uani 1 1 d . . . . .
H17 H 0.6034 0.1243 0.5817 0.021 Uiso 1 1 calc R U . . .
C3 C 0.12078(16) 0.41896(15) 0.61915(16) 0.0342(3) Uani 1 1 d . . . . .
H3A H 0.1487 0.4970 0.7065 0.051 Uiso 1 1 calc R U . . .
H3B H 0.0060 0.3954 0.5926 0.051 Uiso 1 1 calc R U . . .
H3C H 0.1653 0.4429 0.5597 0.051 Uiso 1 1 calc R U . . .
C2 C 0.14773(15) 0.12145(13) 0.45076(12) 0.0250(3) Uani 1 1 d . . . . .
H2A H 0.1819 0.1485 0.3897 0.037 Uiso 1 1 calc R U . . .
H2B H 0.0334 0.0916 0.4281 0.037 Uiso 1 1 calc R U . . .
H2C H 0.1997 0.0463 0.4471 0.037 Uiso 1 1 calc R U . . .
C1 C 0.11873(16) 0.23010(15) 0.73375(13) 0.0307(3) Uani 1 1 d . . . . .
H1A H 0.1593 0.1514 0.7334 0.046 Uiso 1 1 calc R U . . .
H1B H 0.0037 0.2087 0.7094 0.046 Uiso 1 1 calc R U . . .
H1C H 0.1496 0.3094 0.8202 0.046 Uiso 1 1 calc R U . . .
C11 C 0.59063(16) 0.67860(12) 0.90237(11) 0.0221(2) Uani 1 1 d . . . . .
H11 H 0.5084 0.6898 0.9499 0.027 Uiso 1 1 calc R U . . .
C12 C 0.68022(17) 0.79307(12) 0.91157(12) 0.0260(3) Uani 1 1 d . . . . .
H12 H 0.6605 0.8818 0.9666 0.031 Uiso 1 1 calc R U . . .
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'
Si Si 0.0817 0.0704 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N P C4 103.97(5) . . ?
N P C10 105.49(5) . . ?
C4 P C10 102.23(5) . . ?
N Si C1 108.85(6) . . ?
N Si C2 106.72(5) . . ?
C1 Si C2 111.20(6) . . ?
N Si C3 112.33(6) . . ?
C1 Si C3 108.32(7) . . ?
C2 Si C3 109.44(7) . . ?
C16 N P 122.30(7) . . ?
C16 N Si 118.88(7) . . ?
P N Si 117.22(5) . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C19 C18 117.73(10) . . ?
C20 C19 C22 121.13(11) . . ?
C18 C19 C22 121.14(11) . . ?
C19 C20 C21 121.17(11) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C16 120.76(11) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C21 C16 C17 118.51(10) . . ?
C21 C16 N 119.94(10) . . ?
C17 C16 N 121.55(10) . . ?
C9 C4 C5 118.23(10) . . ?
C9 C4 P 122.31(9) . . ?
C5 C4 P 118.58(9) . . ?
C6 C5 C4 121.22(11) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 119.77(11) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 119.77(11) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C12 C13 C14 119.82(11) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.32(12) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 120.44(11) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C11 C10 C15 118.50(11) . . ?
C11 C10 P 116.19(9) . . ?
C15 C10 P 125.29(9) . . ?
C7 C8 C9 120.37(11) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C4 120.62(11) . . ?
C8 C9 H9 119.7 . . ?
C4 C9 H9 119.7 . . ?
C17 C18 C19 121.60(11) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C17 C16 120.23(11) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
Si C3 H3A 109.5 . . ?
Si C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
Si C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
Si C2 H2A 109.5 . . ?
Si C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Si C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Si C1 H1A 109.5 . . ?
Si C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Si C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C12 C11 C10 120.84(12) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.03(11) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
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
P N 1.7167(10) . ?
P C4 1.8286(12) . ?
P C10 1.8336(12) . ?
Si N 1.7574(10) . ?
Si C1 1.8602(14) . ?
Si C2 1.8617(13) . ?
Si C3 1.8642(14) . ?
N C16 1.4383(14) . ?
C22 C19 1.5084(16) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C19 C20 1.3906(17) . ?
C19 C18 1.3932(17) . ?
C20 C21 1.3907(16) . ?
C20 H20 0.9500 . ?
C21 C16 1.3928(15) . ?
C21 H21 0.9500 . ?
C16 C17 1.3938(15) . ?
C4 C9 1.3972(16) . ?
C4 C5 1.3991(16) . ?
C5 C6 1.3878(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.3907(18) . ?
C6 H6 0.9500 . ?
C7 C8 1.3860(18) . ?
C7 H7 0.9500 . ?
C13 C12 1.3850(19) . ?
C13 C14 1.3891(18) . ?
C13 H13 0.9500 . ?
C14 C15 1.3913(16) . ?
C14 H14 0.9500 . ?
C15 C10 1.4005(16) . ?
C15 H15 0.9500 . ?
C10 C11 1.3978(16) . ?
C8 C9 1.3915(17) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C18 C17 1.3907(15) . ?
C18 H18 0.9500 . ?
C17 H17 0.9500 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C11 C12 1.3925(18) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 P N C16 -64.15(9) . . . . ?
C10 P N C16 43.03(10) . . . . ?
C4 P N Si 130.47(6) . . . . ?
C10 P N Si -122.34(6) . . . . ?
C1 Si N C16 149.10(9) . . . . ?
C2 Si N C16 29.00(10) . . . . ?
C3 Si N C16 -90.95(10) . . . . ?
C1 Si N P -45.00(8) . . . . ?
C2 Si N P -165.10(6) . . . . ?
C3 Si N P 74.95(8) . . . . ?
C18 C19 C20 C21 0.30(17) . . . . ?
C22 C19 C20 C21 179.41(11) . . . . ?
C19 C20 C21 C16 -0.51(18) . . . . ?
C20 C21 C16 C17 -0.04(17) . . . . ?
C20 C21 C16 N -179.18(10) . . . . ?
P N C16 C21 -102.97(11) . . . . ?
Si N C16 C21 62.18(13) . . . . ?
P N C16 C17 77.91(12) . . . . ?
Si N C16 C17 -116.94(10) . . . . ?
N P C4 C9 143.07(9) . . . . ?
C10 P C4 C9 33.47(10) . . . . ?
N P C4 C5 -47.87(10) . . . . ?
C10 P C4 C5 -157.48(9) . . . . ?
C9 C4 C5 C6 -1.66(17) . . . . ?
P C4 C5 C6 -171.17(9) . . . . ?
C4 C5 C6 C7 1.52(18) . . . . ?
C5 C6 C7 C8 -0.55(19) . . . . ?
C12 C13 C14 C15 -0.36(18) . . . . ?
C13 C14 C15 C10 1.85(18) . . . . ?
C14 C15 C10 C11 -1.66(17) . . . . ?
C14 C15 C10 P 176.83(9) . . . . ?
N P C10 C11 122.75(9) . . . . ?
C4 P C10 C11 -128.80(9) . . . . ?
N P C10 C15 -55.77(11) . . . . ?
C4 P C10 C15 52.67(11) . . . . ?
C6 C7 C8 C9 -0.23(19) . . . . ?
C7 C8 C9 C4 0.06(19) . . . . ?
C5 C4 C9 C8 0.86(17) . . . . ?
P C4 C9 C8 169.95(9) . . . . ?
C20 C19 C18 C17 0.45(17) . . . . ?
C22 C19 C18 C17 -178.65(11) . . . . ?
C19 C18 C17 C16 -1.00(17) . . . . ?
C21 C16 C17 C18 0.77(16) . . . . ?
N C16 C17 C18 179.90(10) . . . . ?
C15 C10 C11 C12 0.02(18) . . . . ?
P C10 C11 C12 -178.61(10) . . . . ?
C14 C13 C12 C11 -1.29(19) . . . . ?
C10 C11 C12 C13 1.46(19) . . . . ?
