Bismuth(III)dichalcogenones as Highly Active Catalysts in Multiple C-C Bond Formation Reactions
Katam, Srinivas; Arruri, Sathyanarayana; Chatla, Naga Babu; Ganesan, Prabusankar; Dalton Trans.  (2016) –; doi:10.1039/C5DT04738B

data_7038307
_publ_section_title
;
 Bismuth(III)dichalcogenones as Highly Active Catalysts in Multiple C-C
 Bond Formation Reactions
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C5DT04738B
_journal_year                    2016
_chemical_formula_moiety         'C28 H40 Bi F6 N8 O6 S6, C F3 O3 S'
_chemical_formula_sum            'C29 H40 Bi F9 N8 O9 S7'
_chemical_formula_weight         1249.12
_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_primary     direct
_audit_creation_date             2015-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-12-03 deposited with the CCDC.
2016-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.6380(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.1033(3)
_cell_length_b                   13.2707(3)
_cell_length_c                   22.9733(4)
_cell_measurement_reflns_used    10776
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.3090
_cell_measurement_theta_min      3.8470
_cell_volume                     4589.49(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1293
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9792
_diffrn_measured_fraction_theta_max 0.9791
_diffrn_measurement_details
;
  1 omega  -20.00    5.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 25

  2 omega   40.00   65.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -120.0000 25

  3 omega  -58.00  -31.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  126.0000  163.0000 27

  4 omega   34.00   62.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 28

  5 omega  -67.00   22.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   63.0000  120.0000 89

  6 omega -111.00  -53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -57.0000  -30.0000 58

  7 omega -119.00  -63.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000 -180.0000 56

  8 omega  -55.00    8.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   12.0000  -30.0000 63

  9 omega   62.00   99.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       55.1553  -99.0000   60.0000 37

 10 omega   86.00  112.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       55.1553 -125.0000 -120.0000 26

 11 omega   56.00   94.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000  120.0000 38

 12 omega   36.00   88.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000 -150.0000 52

 13 omega   67.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000  150.0000 26

 14 omega   84.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   38.0000  -90.0000 94

 15 omega   53.00   85.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000   60.0000 32

 16 omega   55.00   81.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000   30.0000 26

 17 omega   83.00  113.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000  -60.0000 30

 18 omega   40.00   66.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000  -60.0000 26

 19 omega  100.00  175.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  111.0000   90.0000 75

 20 omega   45.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000 -180.0000 70

 21 omega   45.00  131.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -63.0000  -30.0000 86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0669905000
_diffrn_orient_matrix_UB_12      -0.0665029000
_diffrn_orient_matrix_UB_13      0.0295221000
_diffrn_orient_matrix_UB_21      0.0516579000
_diffrn_orient_matrix_UB_22      -0.0948961000
_diffrn_orient_matrix_UB_23      -0.0160115000
_diffrn_orient_matrix_UB_31      0.0575116000
_diffrn_orient_matrix_UB_32      0.0077415000
_diffrn_orient_matrix_UB_33      0.0582890000
_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  0.0305
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17863
_diffrn_reflns_theta_full        71.2385
_diffrn_reflns_theta_max         71.24
_diffrn_reflns_theta_min         3.38
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.358
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.8076
_exptl_crystal_description       block
_exptl_crystal_F_000             2474.6940
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.9412
_refine_diff_density_min         -2.4588
_refine_diff_density_rms         0.1815
_refine_ls_d_res_high            0.8142
_refine_ls_d_res_low             13.0735
_refine_ls_goodness_of_fit_ref   1.0077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     575
_refine_ls_number_reflns         8727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0077
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0344
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0686P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0960
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -18
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              -14
_reflns_number_gt                8190
_reflns_number_total             8727
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt04738b2.cif
_cod_data_source_block           3
_cod_original_cell_volume        4589.50(14)
_cod_database_code               7038307
_chemical_oxdiff_formula         'C21 H24 N4 S Bi F3 O3'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C24(H24), C8(H8), C11(H11), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17a,H17b), C4(H4a,H4b)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C16(H16), C2(H2), C19(H19), C3(H3), C20(H20), C7(H7), C15(H15)
2.d Idealised Me refined as rotating group:
 C26(H26a,H26b,H26c), C13(H13a,H13b,H13c), C25(H25a,H25b,H25c), C9(H9a,H9b,
 H9c), C10(H10a,H10b,H10c), C12(H12a,H12b,H12c), C23(H23a,H23b,H23c), C22(H22a,
 H22b,H22c)
;
_olex2_submission_special_instructions 'No special instructions were received'