Bismuth(III)dichalcogenones as Highly Active Catalysts in Multiple C-C Bond Formation Reactions
Katam, Srinivas; Arruri, Sathyanarayana; Chatla, Naga Babu; Ganesan, Prabusankar; Dalton Transactions 45 (2016) 5196–5209; doi:10.1039/C5DT04738B

data_7038317
_publ_section_title
;
 Bismuth(III)dichalcogenones as Highly Active Catalysts in Multiple C-C
 Bond Formation Reactions
;
_journal_coden_ASTM              DTARAF
_journal_issue                   12
_journal_name_full               'Dalton Transactions'
_journal_page_first              5196
_journal_page_last               5209
_journal_paper_doi               10.1039/C5DT04738B
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C23 H17 N3 O2'
_chemical_formula_sum            'C23 H17 N3 O2'
_chemical_formula_weight         367.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_audit_creation_date             2015-11-10
_audit_creation_method
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Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
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2015-12-03 deposited with the CCDC.
2016-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.757(4)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   17.2917(6)
_cell_length_b                   10.6763(4)
_cell_length_c                   39.6733(15)
_cell_measurement_reflns_used    4283
_cell_measurement_temperature    293
_cell_measurement_theta_max      22.3020
_cell_measurement_theta_min      3.7720
_cell_volume                     7320.7(5)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_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 0.9980
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_details
;
  1 omega    2.75   89.00   0.7500   31.5400
omega____ theta____ kappa____ phi______ frames
    -       20.2949   57.0000  -90.0000 115

  2 omega   -1.00   80.00   0.7500   31.5400
omega____ theta____ kappa____ phi______ frames
    -       20.2949   57.0000    0.0000 108

  3 omega  -29.00   17.50   0.7500   31.5400
omega____ theta____ kappa____ phi______ frames
    -       20.2949   19.0000 -180.0000 62

  4 omega   46.00   82.00   0.7500   31.5400
omega____ theta____ kappa____ phi______ frames
    -       20.2949   19.0000 -180.0000 48

  5 omega   28.00   79.00   0.7500   31.5400
omega____ theta____ kappa____ phi______ frames
    -       20.2949   38.0000 -150.0000 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      0.0396646000
_diffrn_orient_matrix_UB_12      -0.0011645000
_diffrn_orient_matrix_UB_13      0.0051508000
_diffrn_orient_matrix_UB_21      -0.0032619000
_diffrn_orient_matrix_UB_22      -0.0643777000
_diffrn_orient_matrix_UB_23      0.0041302000
_diffrn_orient_matrix_UB_31      0.0100731000
_diffrn_orient_matrix_UB_32      -0.0163502000
_diffrn_orient_matrix_UB_33      -0.0166195000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
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_diffrn_reflns_limit_k_min       -14
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_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            21069
_diffrn_reflns_theta_full        29.0039
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         3.02
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92276
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.3333
_exptl_crystal_description       block
_exptl_crystal_F_000             3073.3744
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.6345
_refine_diff_density_min         -0.5633
_refine_diff_density_rms         0.1421
_refine_ls_d_res_high            0.7329
_refine_ls_d_res_low             6.7515
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0547
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     505
_refine_ls_number_reflns         8475
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0547
_refine_ls_R_factor_all          0.1578
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1558P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2182
_refine_ls_wR_factor_ref         0.2932
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              23
_reflns_limit_h_min              0
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              53
_reflns_limit_l_min              -53
_reflns_number_gt                4242
_reflns_number_total             8475
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt04738b2.cif
_cod_data_source_block           15
_cod_database_code               7038317
_chemical_oxdiff_formula         'C10 H19 N2 O4'
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1a), C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C20(H20), C22(H22), C23(H23), C26(H26), C28(H28),
  C29(H29), C30(H30), C31(H31), C34(H34), C36(H36), C37(H37), C38(H38),
 C39(H39), C42(H42), C43(H43), C45(H45), C46(H46), N1(H1), N2(H2), N4(H4),
 N5(H5a)
;
_olex2_submission_special_instructions 'No special instructions were received'