A cyclopentadienyl functionalized silylene ‒ a flexible ligand for Si- and C-coordination
Kaufmann, Sebastian; Krätschmer, Frederic; Köppe, Ralf; Schon, Thorben; Schoo, Christoph; Roesky, Peter W.; Chemical Science 11 (2020) 12446–12452; doi:10.1039/D0SC04174B

data_1559719
_publ_section_title
;
 A cyclopentadienyl functionalized silylene -- a flexible ligand for Si-
 and C-coordination
;
_journal_issue                   46
_journal_name_full               'Chemical Science'
_journal_page_first              12446
_journal_page_last               12452
_journal_paper_doi               10.1039/D0SC04174B
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C34 H50 N2 Si Zn, 0.5(C7 H8)'
_chemical_formula_sum            'C37.5 H54 N2 Si Zn'
_chemical_formula_weight         626.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-03-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-29 deposited with the CCDC.	2020-10-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.269(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4292(5)
_cell_length_b                   20.8212(11)
_cell_length_c                   16.8791(7)
_cell_measurement_reflns_used    13886
_cell_measurement_temperature    210
_cell_measurement_theta_max      27.01
_cell_measurement_theta_min      1.56
_cell_volume                     3984.4(3)
_computing_cell_refinement       'X-Area Recipe 1.33.0.0 (STOE, 2015)'
_computing_data_collection       'X-Area WinXpose 2.0.22.0 (STOE, 2016)'
_computing_data_reduction
;
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area X-Red32 1.63.2.0 (STOE, 2017)
;
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      210.0
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27224
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.114
_diffrn_reflns_theta_min         1.561
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           0.000
_diffrn_source_power             0.000
_diffrn_source_voltage           0
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  0.8883
_exptl_absorpt_correction_T_min  0.6283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.044
_exptl_crystal_description       plank
_exptl_crystal_F_000             1348
_exptl_crystal_size_max          0.494
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.182
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     738
_refine_ls_number_reflns         7837
_refine_ls_number_restraints     1112
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0577
_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/[\s^2^(Fo^2^)+(0.1017P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1689
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4703
_reflns_number_total             7837
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc04174b2.cif
_cod_data_source_block           skp065
_cod_original_formula_sum        'C37.50 H54 N2 Si Zn'
_cod_database_code               1559719
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.888
_shelx_estimated_absorpt_t_min   0.733
_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. Restrained distances
 C36A-C37A \\sim C37A-C38A \\sim C38A-C39A \\sim C39A-C40A \\sim C40A-C41A
\\sim C41A-C36A
 with sigma of 0.02
 C36A-C40A \\sim C36A-C38A \\sim C41A-C39A \\sim C37A-C41A \\sim C38A-C40A
\\sim C37A-C39A
 with sigma of 0.04
 C35A-C41A \\sim C35A-C37A
 with sigma of 0.04
 C36B-C41B \\sim C41B-C40B \\sim C40B-C39B \\sim C39B-C38B \\sim C38B-C37B
\\sim C37B-C36B
 with sigma of 0.02
 C36B-C38B \\sim C36B-C40B \\sim C37B-C39B \\sim C41B-C37B \\sim C40B-C38B
\\sim C41B-C39B
 with sigma of 0.04
 C35B-C37B \\sim C35B-C41B
 with sigma of 0.04
 C10A-C14A \\sim C14A-C13A \\sim C13A-C12A \\sim C12A-C11A \\sim C11A-C10A
 with sigma of 0.02
 C10A-C13A \\sim C14A-C12A \\sim C13A-C11A \\sim C11A-C14A \\sim C10A-C12A
 with sigma of 0.04
 C10A-C15A \\sim C14A-C19A \\sim C13A-C18A \\sim C12A-C17A \\sim C11A-C16A
 with sigma of 0.02
 C15A-C14A \\sim C15A-C11A \\sim C19A-C10A \\sim C19A-C13A \\sim C18A-C14A
\\sim C18A-C12A \\sim C17A-
 C13A \\sim C17A-C11A \\sim C16A-C12A \\sim C16A-C10A
 with sigma of 0.04
 C10B-C14B \\sim C14B-C13B \\sim C13B-C12B \\sim C12B-C11B \\sim C11B-C10B
 with sigma of 0.02
 C10B-C13B \\sim C14B-C12B \\sim C13B-C11B \\sim C11B-C14B \\sim C10B-C12B
 with sigma of 0.04
 C10B-C15B \\sim C14B-C19B \\sim C13B-C18B \\sim C12B-C17B \\sim C11B-C16B
 with sigma of 0.02
 C15B-C14B \\sim C15B-C11B \\sim C19B-C10B \\sim C19B-C13B \\sim C18B-C14B
\\sim C18B-C12B \\sim C17B-
 C13B \\sim C17B-C11B \\sim C16B-C12B \\sim C16B-C10B
 with sigma of 0.04
 C12C-C13C \\sim C13C-C14C \\sim C14C-C10C \\sim C10C-C11C \\sim C11C-C12C
 with sigma of 0.02
 C12C-C14C \\sim C13C-C10C \\sim C14C-C11C \\sim C11C-C13C \\sim C12C-C10C
 with sigma of 0.04
 C12C-C17C \\sim C13C-C18C \\sim C14C-C19C \\sim C10C-C15C \\sim C11C-C16C
 with sigma of 0.02
 C17C-C13C \\sim C17C-C11C \\sim C18C-C12C \\sim C18C-C14C \\sim C19C-C13C
\\sim C19C-C10C \\sim C15C-
 C14C \\sim C15C-C11C \\sim C16C-C10C \\sim C16C-C12C
 with sigma of 0.04
 C12D-C13D \\sim C13D-C14D \\sim C14D-C10D \\sim C10D-C11D \\sim C11D-C12D
 with sigma of 0.02
 C12D-C14D \\sim C13D-C10D \\sim C14D-C11D \\sim C11D-C13D \\sim C12D-C10D
 with sigma of 0.04
 C12D-C17D \\sim C13D-C18D \\sim C14D-C19D \\sim C10D-C15D \\sim C11D-C16D
 with sigma of 0.02
 C17D-C13D \\sim C17D-C11D \\sim C18D-C12D \\sim C18D-C14D \\sim C19D-C13D
\\sim C19D-C10D \\sim C15D-
 C14D \\sim C15D-C11D \\sim C16D-C10D \\sim C16D-C12D
 with sigma of 0.04
3. Restrained planarity
 C39A, C38A, C37A, C36A, C41A, C40A, C35A
 with sigma of 0.1
 C39B, C40B, C41B, C36B, C37B, C38B, C35B
 with sigma of 0.1
 C10A, C11A, C12A, C13A, C14A, C15A, C16A, C17A, C18A, C19A
 with sigma of 0.1
 C15B, C16B, C17B, C18B, C19B, C10B, C11B, C12B, C13B, C14B
 with sigma of 0.1
 C16C, C17C, C18C, C19C, C15C, C11C, C12C, C13C, C14C, C10C
 with sigma of 0.1
 C15D, C16D, C17D, C18D, C19D, C10D, C11D, C12D, C13D, C14D
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C39A \\sim C38A \\sim C37A \\sim C36A \\sim C41A \\sim C40A \\sim C35A: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C39B \\sim C40B \\sim C41B \\sim C36B \\sim C37B \\sim C38B \\sim C35B: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C10A \\sim C11A \\sim C12A \\sim C13A \\sim C14A \\sim C15A \\sim C16A \\sim
C17A \\sim C18A \\sim C19A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C15B \\sim C16B \\sim C17B \\sim C18B \\sim C19B \\sim C10B \\sim C11B \\sim
C12B \\sim C13B \\sim C14B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C16C \\sim C17C \\sim C18C \\sim C19C \\sim C15C \\sim C11C \\sim C12C \\sim
C13C \\sim C14C \\sim C10C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C15D \\sim C16D \\sim C17D \\sim C18D \\sim C19D \\sim C10D \\sim C11D \\sim
C12D \\sim C13D \\sim C14D: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
5. Rigid body (RIGU) restrains
 C39A, C38A, C37A, C36A, C41A, C40A, C35A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39B, C40B, C41B, C36B, C37B, C38B, C35B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C10A, C11A, C12A, C13A, C14A, C15A, C16A, C17A, C18A, C19A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15B, C16B, C17B, C18B, C19B, C10B, C11B, C12B, C13B, C14B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16C, C17C, C18C, C19C, C15C, C11C, C12C, C13C, C14C, C10C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15D, C16D, C17D, C18D, C19D, C10D, C11D, C12D, C13D, C14D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C10A(0.25) C11A(0.25) C12A(0.25) C13A(0.25) C14A(0.25) C15A(0.25)
 H15A(0.25) H15B(0.25) H15C(0.25) C16A(0.25) H16A(0.25) H16B(0.25) H16C(0.25)
 C17A(0.25) H17A(0.25) H17B(0.25) H17C(0.25) C18A(0.25) H18A(0.25) H18B(0.25)
 H18C(0.25) C19A(0.25) H19A(0.25) H19B(0.25) H19C(0.25) C15B(0.25) H15D(0.25)
 H15E(0.25) H15F(0.25) C16C(0.25) H16D(0.25) H16E(0.25) H16F(0.25) C15D(0.25)
 H15G(0.25) H15H(0.25) H15I(0.25) C16B(0.25) H16G(0.25) H16H(0.25) H16I(0.25)
 C17C(0.25) H17D(0.25) H17E(0.25) H17F(0.25) C16D(0.25) H16J(0.25) H16K(0.25)
 H16L(0.25) C17B(0.25) H17G(0.25) H17H(0.25) H17I(0.25) C18C(0.25) H18D(0.25)
 H18E(0.25) H18F(0.25) C17D(0.25) H17J(0.25) H17K(0.25) H17L(0.25) C18B(0.25)
 H18G(0.25) H18H(0.25) H18I(0.25) C19C(0.25) H19D(0.25) H19E(0.25) H19F(0.25)
 C18D(0.25) H18J(0.25) H18K(0.25) H18L(0.25) C19B(0.25) H19G(0.25) H19H(0.25)
 H19I(0.25) C15C(0.25) H15J(0.25) H15K(0.25) H15L(0.25) C19D(0.25) H19J(0.25)
 H19K(0.25) H19L(0.25) C10B(0.25) C11C(0.25) C10D(0.25) C11B(0.25) C12C(0.25)
 C11D(0.25) C12B(0.25) C13C(0.25) C12D(0.25) C13B(0.25) C14C(0.25) C13D(0.25)
 C14B(0.25) C10C(0.25) C14D(0.25) C35A(0.25) H41A(0.25) H41B(0.25) H41C(0.25)
 C39A(0.25) H35A(0.25) C38A(0.25) H36A(0.25) C37A(0.25) H37A(0.25) C36A(0.25)
 C41A(0.25) H39A(0.25) C40A(0.25) H40A(0.25) C35B(0.25) H35B(0.25) H35C(0.25)
 H35D(0.25) C39B(0.25) H39B(0.25) C40B(0.25) H40B(0.25) C41B(0.25) H41D(0.25)
 C36B(0.25) C37B(0.25) H37B(0.25) C38B(0.25) H38B(0.25)
7.a Riding coordinates:
 C16C(H16D,H16E,H16F), C16B(H16G,H16H,H16I), C18B(H18G,H18H,H18I)
7.b Free rotating group:
 C35A(C39A,C38A,C37A,C36A,C41A,C40A), C35B(C39B,C40B,C41B,C36B,C37B,C38B)
7.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C39A(H35A), C38A(H36A),
 C37A(H37A), C41A(H39A), C40A(H40A), C39B(H39B), C40B(H40B), C41B(H41D),
 C37B(H37B), C38B(H38B)
7.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C15A(H15A,
 H15B,H15C), C16A(H16A,H16B,H16C), C17A(H17A,H17B,H17C), C18A(H18A,H18B,H18C),
 C19A(H19A,H19B,H19C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C),
 C15B(H15D,H15E,H15F), C15D(H15G,H15H,H15I), C17C(H17D,H17E,H17F), C16D(H16J,
 H16K,H16L), C17B(H17G,H17H,H17I), C18C(H18D,H18E,H18F), C17D(H17J,H17K,H17L),
 C19C(H19D,H19E,H19F), C18D(H18J,H18K,H18L), C19B(H19G,H19H,H19I), C15C(H15J,
 H15K,H15L), C19D(H19J,H19K,H19L), C35A(H41A,H41B,H41C), C35B(H35B,H35C,H35D)
;
_shelx_res_checksum              47301
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'