#------------------------------------------------------------------------------
#$Date: 2023-05-05 02:58:46 +0300 (Fri, 05 May 2023) $
#$Revision: 283012 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/14/7131441.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_7131441
loop_
_publ_author_name
'Manguin, Romane'
'Galiana-Cameo, María'
'Kittikool, Tanakorn'
'Barthes, Cécile'
'Thongpaen, Jompol'
'Bancal, Etienne'
'Mallet-Ladeira, Sonia'
'Yotphan, Sirilata'
'Castarlenas, Ricardo'
'Mauduit, Marc'
'Sortais, Jean-Baptiste'
'Baslé, Olivier'
_publ_section_title
;
 Iridium(I) complexes with bidentate NHC ligands as catalysts for
 dehydrogenative directed C-H silylation.
;
_journal_issue                   28
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4193
_journal_page_last               4196
_journal_paper_doi               10.1039/d2cc06865f
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C31 H27 N O2 Si'
_chemical_formula_sum            'C31 H27 N O2 Si'
_chemical_formula_weight         473.63
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_audit_update_record
;
2022-12-13 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                94.463(2)
_cell_angle_beta                 108.394(2)
_cell_angle_gamma                96.839(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3354(2)
_cell_length_b                   12.1900(2)
_cell_length_c                   13.0443(3)
_cell_measurement_reflns_used    17718
_cell_measurement_temperature    187(2)
_cell_measurement_theta_max      71.4920
_cell_measurement_theta_min      3.5780
_cell_volume                     1239.35(5)
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_temperature      187(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.019
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            32341
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.376
_diffrn_reflns_theta_min         3.598
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.058
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0595P)²+0.5136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1102
_reflns_Friedel_coverage         0
_reflns_number_gt                4485
_reflns_number_total             4750
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc06865f2.cif
_cod_data_source_block           Romane240220-precurseur
_cod_depositor_comments
'Adding full bibliography for 7131439--7131442.cif.'
_cod_database_code               7131441
loop_
_symmetry_equiv_pos_as_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
C1 C 0.6070(2) 0.79192(13) 0.52980(13) 0.0362(3) Uani 1 1 d . . . . .
H1 H 0.706063 0.846359 0.54672 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5202(2) 0.75547(13) 0.42325(13) 0.0357(3) Uani 1 1 d . . . . .
H2 H 0.556093 0.786177 0.367917 0.043 Uiso 1 1 calc R U . . .
C3 C 0.37620(19) 0.67164(12) 0.39541(12) 0.0296(3) Uani 1 1 d . . . . .
C4 C 0.2786(2) 0.62912(13) 0.28644(12) 0.0352(3) Uani 1 1 d . . . . .
H4 H 0.307337 0.658976 0.228267 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1442(2) 0.54594(14) 0.26443(12) 0.0379(4) Uani 1 1 d . . . . .
H5 H 0.080265 0.517648 0.191017 0.046 Uiso 1 1 calc R U . . .
C6 C 0.0988(2) 0.50131(14) 0.34979(13) 0.0385(4) Uani 1 1 d . . . . .
H6 H 0.004967 0.442929 0.333449 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1888(2) 0.54139(13) 0.45577(12) 0.0327(3) Uani 1 1 d . . . . .
H7 H 0.156702 0.511029 0.512591 0.039 Uiso 1 1 calc R U . . .
C8 C 0.32973(18) 0.62789(11) 0.48150(11) 0.0267(3) Uani 1 1 d . . . . .
C9 C 0.42641(18) 0.67656(11) 0.59011(11) 0.0265(3) Uani 1 1 d . . . . .
C10 C 0.38129(18) 0.63846(11) 0.68522(11) 0.0262(3) Uani 1 1 d . . . . .
C11 C 0.4040(2) 0.53019(12) 0.70742(12) 0.0316(3) Uani 1 1 d . . . . .
H11 H 0.443542 0.484149 0.66129 0.038 Uiso 1 1 calc R U . . .
C12 C 0.3700(2) 0.48855(12) 0.79539(12) 0.0323(3) Uani 1 1 d . . . . .
H12 H 0.385 0.414411 0.80912 0.039 Uiso 1 1 calc R U . . .
C13 C 0.31372(19) 0.55624(11) 0.86332(11) 0.0278(3) Uani 1 1 d . . . . .
C14 C 0.29011(18) 0.66422(11) 0.84109(11) 0.0270(3) Uani 1 1 d . . . . .
H14 H 0.251629 0.709752 0.888205 0.032 Uiso 1 1 calc R U . . .
C15 C 0.32106(18) 0.70822(11) 0.75169(11) 0.0255(3) Uani 1 1 d . . . . .
C16 C 0.2660(2) 0.51519(12) 0.95630(11) 0.0312(3) Uani 1 1 d . . . . .
C17 C 0.2043(3) 0.35567(14) 1.03833(13) 0.0428(4) Uani 1 1 d . . . . .
H17A H 0.090827 0.376353 1.032694 0.051 Uiso 1 1 calc R U . . .
H17B H 0.283604 0.381898 1.11288 0.051 Uiso 1 1 calc R U . . .
C18 C 0.1909(3) 0.23345(16) 1.01489(18) 0.0565(5) Uani 1 1 d . . . . .
H18A H 0.116636 0.209026 0.939741 0.085 Uiso 1 1 calc R U . . .
H18B H 0.142216 0.196733 1.064942 0.085 Uiso 1 1 calc R U . . .
H18C H 0.304862 0.213707 1.024482 0.085 Uiso 1 1 calc R U . . .
C19 C 0.0757(2) 0.86536(14) 0.77587(14) 0.0378(4) Uani 1 1 d . . . . .
H19A H 0.024347 0.930627 0.750174 0.057 Uiso 1 1 calc R U . . .
H19B H 0.119069 0.875079 0.855632 0.057 Uiso 1 1 calc R U . . .
H19C H -0.01096 0.798637 0.749907 0.057 Uiso 1 1 calc R U . . .
C20 C 0.17352(19) 0.85147(11) 0.57130(11) 0.0287(3) Uani 1 1 d . . . . .
C21 C 0.0239(2) 0.77991(14) 0.50903(13) 0.0374(3) Uani 1 1 d . . . . .
H21 H -0.036186 0.733751 0.544565 0.045 Uiso 1 1 calc R U . . .
C22 C -0.0380(2) 0.77524(15) 0.39654(14) 0.0447(4) Uani 1 1 d . . . . .
H22 H -0.139681 0.726359 0.355688 0.054 Uiso 1 1 calc R U . . .
C23 C 0.0488(2) 0.84200(15) 0.34408(13) 0.0449(4) Uani 1 1 d . . . . .
H23 H 0.007708 0.838207 0.266983 0.054 Uiso 1 1 calc R U . . .
C24 C 0.1949(3) 0.91398(14) 0.40358(13) 0.0429(4) Uani 1 1 d . . . . .
H24 H 0.253771 0.960241 0.36746 0.051 Uiso 1 1 calc R U . . .
C25 C 0.2563(2) 0.91909(12) 0.51631(12) 0.0346(3) Uani 1 1 d . . . . .
H25 H 0.356473 0.96959 0.556554 0.042 Uiso 1 1 calc R U . . .
C26 C 0.4350(2) 0.96660(12) 0.79102(11) 0.0303(3) Uani 1 1 d . . . . .
C27 C 0.6063(2) 0.95683(13) 0.81051(13) 0.0373(4) Uani 1 1 d . . . . .
H27 H 0.63544 0.888439 0.787081 0.045 Uiso 1 1 calc R U . . .
C28 C 0.7362(2) 1.04491(14) 0.86355(14) 0.0425(4) Uani 1 1 d . . . . .
H28 H 0.852328 1.035895 0.876552 0.051 Uiso 1 1 calc R U . . .
C29 C 0.6965(2) 1.14534(13) 0.89730(13) 0.0412(4) Uani 1 1 d . . . . .
H29 H 0.785065 1.205567 0.933278 0.049 Uiso 1 1 calc R U . . .
C30 C 0.5287(3) 1.15766(13) 0.87861(14) 0.0459(4) Uani 1 1 d . . . . .
H30 H 0.500764 1.226734 0.901366 0.055 Uiso 1 1 calc R U . . .
C31 C 0.3992(2) 1.06932(13) 0.82642(14) 0.0420(4) Uani 1 1 d . . . . .
H31 H 0.283512 1.078958 0.814518 0.05 Uiso 1 1 calc R U . . .
N1 N 0.56050(16) 0.75500(10) 0.61409(10) 0.0317(3) Uani 1 1 d . . . . .
O1 O 0.22420(17) 0.57224(9) 1.02002(9) 0.0414(3) Uani 1 1 d . . . . .
O2 O 0.26900(16) 0.40599(8) 0.95819(9) 0.0382(3) Uani 1 1 d . . . . .
Si1 Si 0.25621(5) 0.84955(3) 0.72220(3) 0.02629(12) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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
C2 C1 N1 123.95(14) . . ?
C2 C1 H1 118 . . ?
N1 C1 H1 118 . . ?
C1 C2 C3 119.48(13) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 123.05(13) . . ?
C2 C3 C8 117.79(13) . . ?
C4 C3 C8 119.16(14) . . ?
C5 C4 C3 120.53(13) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.48(14) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 120.51(15) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.44(14) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C7 C8 C3 118.88(13) . . ?
C7 C8 C9 123.64(13) . . ?
C3 C8 C9 117.46(13) . . ?
N1 C9 C8 123.52(13) . . ?
N1 C9 C10 115.62(12) . . ?
C8 C9 C10 120.85(12) . . ?
C11 C10 C15 120.56(12) . . ?
C11 C10 C9 117.09(13) . . ?
C15 C10 C9 122.34(12) . . ?
C12 C11 C10 121.26(14) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.32(13) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 119.57(13) . . ?
C12 C13 C16 122.27(13) . . ?
C14 C13 C16 118.04(13) . . ?
C13 C14 C15 122.44(13) . . ?
C13 C14 H14 118.8 . . ?
C15 C14 H14 118.8 . . ?
C14 C15 C10 116.83(12) . . ?
C14 C15 Si1 117.26(10) . . ?
C10 C15 Si1 125.57(10) . . ?
O1 C16 O2 123.63(13) . . ?
O1 C16 C13 124.42(13) . . ?
O2 C16 C13 111.91(12) . . ?
O2 C17 C18 107.27(14) . . ?
O2 C17 H17A 110.3 . . ?
C18 C17 H17A 110.3 . . ?
O2 C17 H17B 110.3 . . ?
C18 C17 H17B 110.3 . . ?
H17A C17 H17B 108.5 . . ?
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 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 117.59(14) . . ?
C25 C20 Si1 123.04(12) . . ?
C21 C20 Si1 119.34(11) . . ?
C22 C21 C20 121.28(15) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C23 C22 C21 119.76(16) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 120.03(15) . . ?
C24 C23 H23 120 . . ?
C22 C23 H23 120 . . ?
C23 C24 C25 120.17(16) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C20 121.14(15) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
C27 C26 C31 116.90(14) . . ?
C27 C26 Si1 123.04(11) . . ?
C31 C26 Si1 120.05(13) . . ?
C26 C27 C28 121.55(15) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 120.13(17) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C30 C29 C28 119.63(15) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C29 C30 C31 120.18(16) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C30 C31 C26 121.61(17) . . ?
C30 C31 H31 119.2 . . ?
C26 C31 H31 119.2 . . ?
C9 N1 C1 117.65(13) . . ?
C16 O2 C17 115.82(12) . . ?
C19 Si1 C20 107.78(7) . . ?
C19 Si1 C26 108.48(7) . . ?
C20 Si1 C26 111.92(6) . . ?
C19 Si1 C15 107.12(7) . . ?
C20 Si1 C15 109.02(6) . . ?
C26 Si1 C15 112.30(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
C1 C2 1.358(2) . ?
C1 N1 1.3660(19) . ?
C1 H1 0.95 . ?
C2 C3 1.411(2) . ?
C2 H2 0.95 . ?
C3 C4 1.416(2) . ?
C3 C8 1.4192(19) . ?
C4 C5 1.359(2) . ?
C4 H4 0.95 . ?
C5 C6 1.410(2) . ?
C5 H5 0.95 . ?
C6 C7 1.366(2) . ?
C6 H6 0.95 . ?
C7 C8 1.416(2) . ?
C7 H7 0.95 . ?
C8 C9 1.429(2) . ?
C9 N1 1.3190(19) . ?
C9 C10 1.4962(18) . ?
C10 C11 1.395(2) . ?
C10 C15 1.410(2) . ?
C11 C12 1.384(2) . ?
C11 H11 0.95 . ?
C12 C13 1.388(2) . ?
C12 H12 0.95 . ?
C13 C14 1.3930(19) . ?
C13 C16 1.4937(19) . ?
C14 C15 1.4030(18) . ?
C14 H14 0.95 . ?
C15 Si1 1.8979(14) . ?
C16 O1 1.2027(19) . ?
C16 O2 1.3364(18) . ?
C17 O2 1.4615(18) . ?
C17 C18 1.481(3) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 Si1 1.8723(16) . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C25 1.392(2) . ?
C20 C21 1.403(2) . ?
C20 Si1 1.8721(14) . ?
C21 C22 1.387(2) . ?
C21 H21 0.95 . ?
C22 C23 1.383(3) . ?
C22 H22 0.95 . ?
C23 C24 1.378(3) . ?
C23 H23 0.95 . ?
C24 C25 1.390(2) . ?
C24 H24 0.95 . ?
C25 H25 0.95 . ?
C26 C27 1.391(2) . ?
C26 C31 1.399(2) . ?
C26 Si1 1.8742(15) . ?
C27 C28 1.392(2) . ?
C27 H27 0.95 . ?
C28 C29 1.381(2) . ?
C28 H28 0.95 . ?
C29 C30 1.371(3) . ?
C29 H29 0.95 . ?
C30 C31 1.391(2) . ?
C30 H30 0.95 . ?
C31 H31 0.95 . ?
