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_7038308
_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 S2 Se4, C F3 O3 S'
_chemical_formula_sum            'C29 H40 Bi F9 N8 O9 S3 Se4'
_chemical_formula_weight         1436.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn (x-z,y,z)'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_primary     direct
_audit_creation_date             2015-09-18
_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                 94.758(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.3075(6)
_cell_length_b                   13.2282(6)
_cell_length_c                   23.4812(9)
_cell_measurement_reflns_used    7875
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      70.6497
_cell_measurement_theta_min      2.8943
_cell_volume                     4738.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_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_temperature      150.01(10)
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9834
_diffrn_measured_fraction_theta_max 0.9834
_diffrn_measurement_details
;
  1 omega  -23.00   12.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  107.0000  176.0000 35

  2 omega   -8.00   18.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 26

  3 omega  -10.00   39.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   90.0000 49

  4 omega  -41.00  -14.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -50.0000    0.0000 27

  5 omega    6.00   71.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -38.0000   30.0000 65

  6 omega   44.00  110.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   30.0000 66

  7 omega   48.00  108.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  120.0000 60

  8 omega   -8.00   73.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  150.0000 81

  9 omega   58.00  130.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000    0.0000 72

 10 omega   60.00   94.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  120.0000 34

 11 omega   61.00   86.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  150.0000 25

 12 omega   49.00   87.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -60.0000 38

 13 omega   92.00  147.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  120.0000 55

 14 omega   46.00   93.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -90.0000 47

 15 omega   41.00   93.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000   60.0000 52

 16 omega   59.00   85.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000   30.0000 26

 17 omega   58.00   84.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  120.0000 26

 18 omega   38.00   77.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -120.0000 39

 19 omega   82.00  113.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 31

 20 omega   51.00  124.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 73

 21 omega  102.00  175.00   1.0000    2.1400
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -30.0000 73
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0723757000
_diffrn_orient_matrix_UB_12      0.0693788000
_diffrn_orient_matrix_UB_13      -0.0198366000
_diffrn_orient_matrix_UB_21      0.0649997000
_diffrn_orient_matrix_UB_22      -0.0892191000
_diffrn_orient_matrix_UB_23      0.0046892000
_diffrn_orient_matrix_UB_31      -0.0272325000
_diffrn_orient_matrix_UB_32      -0.0284604000
_diffrn_orient_matrix_UB_33      -0.0625461000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20296
_diffrn_reflns_theta_full        70.7720
_diffrn_reflns_theta_max         70.77
_diffrn_reflns_theta_min         3.32
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.0138
_exptl_crystal_description       block
_exptl_crystal_F_000             2744.6384
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.1297
_refine_diff_density_min         -1.9802
_refine_diff_density_rms         0.2462
_refine_ls_d_res_high            0.8165
_refine_ls_d_res_low             13.2935
_refine_ls_goodness_of_fit_ref   1.0334
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     575
_refine_ls_number_reflns         8961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0334
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0361
_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^)+(0.0903P)^2^+1.1667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1358
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -18
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              -14
_reflns_number_gt                7544
_reflns_number_total             8961
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt04738b2.cif
_cod_data_source_block           4
_cod_original_cell_volume        4738.4(3)
_cod_database_code               7038308
_chemical_oxdiff_formula         'C22 H24 N4 Se S O3 F3 Bi'
_reflns_odcompleteness_completeness 99.97
_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:
 C4(H4), C24(H24), C17(H17), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20a,H20b), C7(H7a,H7b)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C16(H16), C15(H15), C9(H9), C3(H3), C23(H23), C10(H10), C2(H2)
2.d Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C19(H19a,H19b,H19c), C18(H18a,H18b,H18c), C26(H26a,H26b,
 H26c), C5(H5a,H5b,H5c), C25(H25a,H25b,H25c), C12(H12a,H12b,H12c), C13(H13a,
 H13b,H13c)
;
_olex2_submission_special_instructions 'No special instructions were received'