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_7038316
_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         'C25 H27 N O8, C3 H7'
_chemical_formula_sum            'C28 H34 N O8'
_chemical_formula_weight         512.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2015-11-06
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-12-03 deposited with the CCDC.
2016-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                91.927(5)
_cell_angle_beta                 99.512(5)
_cell_angle_gamma                101.537(5)
_cell_formula_units_Z            2
_cell_length_a                   8.0626(4)
_cell_length_b                   12.3582(8)
_cell_length_c                   13.8011(9)
_cell_measurement_reflns_used    3681
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.1640
_cell_measurement_theta_min      4.7690
_cell_volume                     1325.66(14)
_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_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1293
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9776
_diffrn_measured_fraction_theta_max 0.9776
_diffrn_measurement_details
;
  1 omega  -30.00   13.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -30.0000 43

  2 omega   47.00   72.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -30.0000 25

  3 omega  -53.00   22.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   12.0000 -150.0000 75

  4 omega -119.00  -71.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000   30.0000 48

  5 omega  -38.00   20.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   57.0000 -150.0000 58

  6 omega  -29.00   29.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   60.0000 58

  7 omega  -45.00   29.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000  -60.0000 74

  8 omega -100.00  -66.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   12.0000 -150.0000 34

  9 omega    9.00   85.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       55.1553 -103.0000   -7.0000 76

 10 omega   26.00   81.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       55.1553   77.0000   90.0000 55

 11 omega   47.00   80.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       55.1553 -125.0000  -60.0000 33

 12 omega   41.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000 -120.0000 52

 13 omega   55.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000 -180.0000 38

 14 omega   71.00   97.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -103.0000   85.0000 26

 15 omega   42.00  114.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000   60.0000 72

 16 omega   81.00  168.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   77.0000 -180.0000 87

 17 omega   87.00  176.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   50.0000 -120.0000 89

 18 omega   38.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000 -180.0000 71

 19 omega   42.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -50.0000  120.0000 60

 20 omega   68.00   94.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000  150.0000 26

 21 omega   87.00  112.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000  -60.0000 25

 22 omega  117.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   50.0000  150.0000 61

 23 omega   40.00   65.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000    0.0000 25

 24 omega   88.00  114.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   50.0000  150.0000 26

 25 omega   39.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -50.0000   30.0000 63

 26 omega  120.00  171.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  111.0000  120.0000 51

 27 omega   54.00  127.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -77.0000 -150.0000 73

 28 omega  106.00  174.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      110.3105   25.0000  -60.0000 68
;
_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      -0.0236272000
_diffrn_orient_matrix_UB_12      0.0841084000
_diffrn_orient_matrix_UB_13      0.0788754000
_diffrn_orient_matrix_UB_21      0.0055607000
_diffrn_orient_matrix_UB_22      0.0894926000
_diffrn_orient_matrix_UB_23      -0.0751430000
_diffrn_orient_matrix_UB_31      -0.1966014000
_diffrn_orient_matrix_UB_32      -0.0343751000
_diffrn_orient_matrix_UB_33      -0.0316799000
_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  0.0170
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8480
_diffrn_reflns_theta_full        71.2286
_diffrn_reflns_theta_max         71.23
_diffrn_reflns_theta_min         3.25
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65766
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2840
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             547.9116
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.3717
_refine_diff_density_min         -0.2757
_refine_diff_density_rms         0.0442
_refine_ls_d_res_high            0.8142
_refine_ls_d_res_low             13.5789
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0805
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    52
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5015
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0805
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.0099
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1068P)^2^+0.2188P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1799
_refine_ls_wR_factor_ref         0.1964
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3987
_reflns_number_total             5015
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt04738b2.cif
_cod_data_source_block           14
_cod_database_code               7038316
_chemical_oxdiff_formula         'C10 H19 N2 O4'
_reflns_odcompleteness_completeness 99.81
_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:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28a,H28b), C27(H27a,H27b)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C3(H3), C21(H21), C19(H19), C4(H4), C6(H6), C10(H10), C7(H7)
2.d Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C24(H24a,H24b,H24c), C23(H23a,H23b,H23c), C15(H15a,H15b,
 H15c), C25(H25a,H25b,H25c), C14(H14a,H14b,H14c), C26(H26a,H26b,H26c)
;
_olex2_submission_special_instructions 'No special instructions were received'