Stabilization of propene molybdenum and tungsten half–sandwich complexes by intramolecular coordination of a thioether function
Hanzl, Lukáš; Vinklárek, Jaromír; Dostál, Libor; Císařová, Ivana; Litecká, Miroslava; Honzíček, Jan; RSC Advances 13 (2023) 19746–19756; doi:10.1039/D3RA03383J

data_7246965
_publ_section_title
;
 Stabilization of propene molybdenum and tungsten half--sandwich complexes
 by intramolecular coordination of a thioether function
;
_journal_issue                   29
_journal_name_full               'RSC Advances'
_journal_page_first              19746
_journal_page_last               19756
_journal_paper_doi               10.1039/D3RA03383J
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C13 H19 Mo O2 S2, B F4'
_chemical_formula_sum            'C13 H19 B F4 Mo O2 S2'
_chemical_formula_weight         454.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-09
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2023-02-24 deposited with the CCDC.	2023-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.1247(14)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   10.45569(14)
_cell_length_b                   19.7033(4)
_cell_length_c                   13.0905(2)
_cell_measurement_reflns_used    30394
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.7080
_cell_measurement_theta_min      3.4110
_cell_volume                     2654.80(8)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -104.00 -19.00   0.50    4.00    --  -49.54 142.00  13.00  170
  2  \w   -121.00 -69.00   0.50    4.00    --  -49.54-127.00 126.00  104
  3  \w    -93.00 -11.00   0.50    4.00    --  -49.54 127.00-157.00  164
  4  \w   -121.00 -59.00   0.50    4.00    --  -49.54-142.00 -43.00  124
  5  \w     33.00  96.00   0.50    4.00    --   49.54-127.00 126.00  126
  6  \w     41.00 105.00   0.50    4.00    --   49.54-142.00 -43.00  128
  7  \w   -160.00 -59.00   0.50   12.00    --  -90.00-142.00 -43.00  202
  8  \w    -92.00 -18.00   0.50   12.00    --  -90.00 127.00-157.00  148
  9  \w   -103.00 -19.00   0.50   12.00    --  -90.00 142.00  13.00  168
 10  \w   -161.00 -69.00   0.50   12.00    --  -90.00-127.00 126.00  184
 11  \w     36.00 118.00   0.50   12.00    --  107.40-127.00 126.00  164
 12  \w     41.00 123.00   0.50   12.00    --  107.40-142.00 -43.00  164
 13  \w     81.00 175.00   0.50   12.00    --  107.40 142.00  13.00  188
 14  \w    110.00 135.00   0.50   12.00    --  107.40 127.00-157.00   50
 15  \w    -90.00 -29.00   0.50    4.00    --  -49.54 -77.00-120.00  122
 16  \w    -18.00  23.00   0.50    4.00    --  -49.54  19.00 -30.00   82
 17  \w    -21.00  22.00   0.50    4.00    --  -49.54  19.00-120.00   86
 18  \w   -120.00 -43.00   0.50    4.00    --  -49.54 -37.00-180.00  154
 19  \w   -121.00 -71.00   0.50    4.00    --  -49.54-125.00 150.00  100
 20  \w    -22.00  22.00   0.50    4.00    --  -49.54  19.00 -90.00   88
 21  \w   -121.00 -79.00   0.50    4.00    --  -49.54-125.00   0.00   84
 22  \w   -161.00 -85.00   0.50   12.00    --  -90.00 -37.00 120.00  152
 23  \w   -162.00 -82.00   0.50   12.00    --  -90.00 -19.00-180.00  160
 24  \w   -121.00 -71.00   0.50   12.00    --  -90.00-125.00  90.00  100
 25  \w   -161.00 -82.00   0.50   12.00    --  -90.00 -19.00   0.00  158
 26  \w    -91.00 -29.00   0.50   12.00    --  -90.00 125.00 120.00  124
 27  \w    -66.00 -41.00   0.50   12.00    --  -90.00  57.00  30.00   50
 28  \w   -159.00-134.00   0.50   12.00    --  -90.00 -57.00-150.00   50
 29  \w    -80.00 -23.00   0.50   12.00    --  -90.00 125.00 -30.00  114
 30  \w     37.00  62.00   0.50   12.00    --  107.40 -99.00-180.00   50
 31  \w     36.00  87.00   0.50   12.00    --  107.40 -99.00  90.00  102
 32  \w     40.00  65.00   0.50   12.00    --  107.40 -57.00   0.00   50
 33  \w    100.00 131.00   0.50   12.00    --  107.40  57.00 -60.00   62
 34  \w     40.00  95.00   0.50   12.00    --  107.40 -99.00 120.00  110
 35  \w     39.00  65.00   0.50   12.00    --  107.40 -57.00  90.00   52
 36  \w    142.00 178.00   0.50   12.00    --  107.40  37.00 -60.00   72
 37  \w     55.00 109.00   0.50   12.00    --  107.40 -99.00  30.00  108
 38  \w     41.00 110.00   0.50   12.00    --  107.40 -99.00 -30.00  138
 39  \w     41.00  66.00   0.50   12.00    --  107.40 -57.00-180.00   50
 40  \w    133.00 159.00   0.50   12.00    --  107.40  57.00 -60.00   52
 41  \w     39.00  64.00   0.50   12.00    --  107.40 -57.00 -60.00   50
 42  \w     37.00 115.00   0.50   12.00    --  107.40-125.00 -30.00  156
 43  \w     36.00  66.00   0.50   12.00    --  107.40 -57.00  30.00   60
 44  \w     39.00 110.00   0.50   12.00    --  107.40 -99.00-150.00  142
 45  \w     81.00 107.00   0.50   12.00    --  107.40 -99.00-180.00   52
 46  \w    100.00 139.00   0.50   12.00    --  107.40  37.00 -60.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0401305000
_diffrn_orient_matrix_UB_12      -0.0752609000
_diffrn_orient_matrix_UB_13      0.0090534000
_diffrn_orient_matrix_UB_21      0.1379458000
_diffrn_orient_matrix_UB_22      0.0208647000
_diffrn_orient_matrix_UB_23      0.0527610000
_diffrn_orient_matrix_UB_31      -0.0419123000
_diffrn_orient_matrix_UB_32      -0.0038172000
_diffrn_orient_matrix_UB_33      0.1069162000
_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  0.0547
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            48456
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.589
_diffrn_reflns_theta_max         66.589
_diffrn_reflns_theta_min         3.430
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.670
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_correction_T_min  0.514
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_description       prism
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.109
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.062
_refine_diff_density_max         1.137
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details
;
 Flack x determined using 4025 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         9385
_refine_ls_number_restraints     95
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0554P)^2^+3.5912P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1003
_reflns_Friedel_coverage         0.937
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                8893
_reflns_number_total             9385
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra03383j2.cif
_cod_data_source_block           jv210917mo_20_cu_100k_auto-gg
_cod_original_cell_volume        2654.79(7)
_cod_database_code               7246965
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C13 H19 S2 O2 Mo B F4'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S2-C13A
 1.7 with sigma of 0.02
 C28A-C29A
 1.5 with sigma of 0.02
 C28A-C29B
 1.5 with sigma of 0.02
 S21-C29B
 1.8 with sigma of 0.02
 S21-C29A
 1.8 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C13A) \\sim Ueq, Uanis(C13B) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(Mo3B) = Uanis(Mo3A)
Uanis(C10B) = Uanis(C10A)
Uanis(C11B) = Uanis(C11A)
Uanis(F7A) = Uanis(F7B)
Uanis(F5B) = Uanis(F5A)
Uanis(C314) = Uanis(C313)
Uanis(F6A) = Uanis(F6B)
Uanis(F10A) = Uanis(F11B)
Uanis(F11A) = Uanis(F9B)
Uanis(F10A) = Uanis(F10B)
Uanis(C29A) = Uanis(C29B)
Uanis(C28A) = Uanis(C28B)
4. Rigid body (RIGU) restrains
 F7B, F6B, B2, F5B, F8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7A, B2, F6A, F5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12, F9A, B3, F10A, F11A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Mo3B)=1-FVAR(1)
 Sof(Mo3A)=FVAR(1)
 Sof(C313)=Sof(H31L)=Sof(H31M)=Sof(H31N)=1-FVAR(2)
 Sof(C314)=Sof(H31I)=Sof(H31J)=Sof(H31K)=FVAR(2)
 Sof(C13A)=Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(3)
 Sof(C13B)=Sof(H13A)=Sof(H13B)=Sof(H13C)=FVAR(3)
 Sof(F11B)=1-FVAR(4)
 Sof(F10A)=FVAR(4)
 Sof(F10B)=1-FVAR(5)
 Sof(F9A)=FVAR(5)
 Sof(F9B)=1-FVAR(6)
 Sof(F11A)=FVAR(6)
 Fixed Sof: F5B(0.5) C28A(0.5) H28A(0.5) H28B(0.5) C10B(0.8) H10A(0.8)
 H10B(0.8) F7A(0.5) C11B(0.8) H11A(0.8) H11B(0.8) H11C(0.8) C29B(0.5) H29A(0.5)
 H29B(0.5) C29A(0.5) H29C(0.5) H29D(0.5) C10A(0.2) H10C(0.2) H10D(0.2)
 C11A(0.2) H11D(0.2) H11E(0.2) H11F(0.2) F5A(0.5) F7B(0.5) F6B(0.5) F6A(0.5)
 C28B(0.5) H28C(0.5) H28D(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C310(H31A,H31B), C8(H8A,H8B), C38(H38A,H38B), C9(H9A,H9B),
 C210(H21G,H21H), C28A(H28A,H28B), C10B(H10A,H10B), C29B(H29A,H29B), C29A(H29C,
 H29D), C10A(H10C,H10D), C28B(H28C,H28D)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C26(H26), C24(H24), C25(H25), C4(H4), C27(H27), C34(H34), C6(H6),
 C7(H7), C36(H36), C37(H37), C35(H35)
6.c Idealised Me refined as rotating group:
 C212(H21A,H21B,H21C), C213(H21D,H21E,H21F), C12(H12A,H12B,H12C), C312(H31C,
 H31D,H31E), C311(H31F,H31G,H31H), C314(H31I,H31J,H31K), C211(H21I,H21J,H21K),
 C11B(H11A,H11B,H11C), C11A(H11D,H11E,H11F), C13B(H13A,H13B,H13C), C313(H31L,
 H31M,H31N), C13A(H13D,H13E,H13F)
;
_shelx_res_checksum              51016
_shelx_hkl_checksum              88079
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.647
_oxdiff_exptl_absorpt_empirical_full_min 0.604