Highly active mesoionic chalcogenone zinc(ii) derivatives for C‒S cross-coupling reactions
Vaddamanu, Moulali; Velappan, Kavitha; Prabusankar, Ganesan; New Journal of Chemistry 44 (2020) 129–140; doi:10.1039/C9NJ04440J

data_7059067
_publ_section_title
;
 Highly active mesoionic chalcogenone zinc(ii) derivatives for C--S
 cross-coupling reactions
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              129
_journal_page_last               140
_journal_paper_doi               10.1039/C9NJ04440J
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C19 H23 Br2 N3 O S Zn'
_chemical_formula_sum            'C19 H23 Br2 N3 O S Zn'
_chemical_formula_weight         566.68
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-20
_audit_creation_method
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Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
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_audit_update_record
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.480(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3268(7)
_cell_length_b                   14.1364(8)
_cell_length_c                   15.1166(8)
_cell_measurement_reflns_used    2463
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9744
_cell_measurement_theta_min      2.9125
_cell_volume                     2332.7(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
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_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)
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_computing_data_reduction
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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)
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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_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9978
_diffrn_measured_fraction_theta_max 0.8568
_diffrn_measurement_details
;
  1 omega  -21.00    9.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -77.0000 -120.0000 30

  2 omega   59.00   89.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000  -30.0000 30

  3 omega   35.00   76.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000   90.0000 41

  4 omega   45.00   84.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000  -60.0000 39

  5 omega   56.00   91.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   77.0000    0.0000 35

  6 omega   35.00   99.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206 -178.0000  -60.0000 64
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0522236000
_diffrn_orient_matrix_UB_12      -0.0039052000
_diffrn_orient_matrix_UB_13      0.0380912000
_diffrn_orient_matrix_UB_21      0.0383007000
_diffrn_orient_matrix_UB_22      -0.0014556000
_diffrn_orient_matrix_UB_23      -0.0302521000
_diffrn_orient_matrix_UB_31      0.0051484000
_diffrn_orient_matrix_UB_32      0.0499973000
_diffrn_orient_matrix_UB_33      0.0021216000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.1468
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10469
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.04
_diffrn_reflns_theta_min         2.98
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.581
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61618
_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            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.6135
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1127.9437
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.4082
_refine_diff_density_min         -1.2365
_refine_diff_density_rms         0.2890
_refine_ls_d_res_high            0.7321
_refine_ls_d_res_low             6.8255
_refine_ls_goodness_of_fit_ref   0.9042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     251
_refine_ls_number_reflns         5350
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.9040
_refine_ls_R_factor_all          0.1345
_refine_ls_R_factor_gt           0.0586
_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^)+(0.0274P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.1278
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -15
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -9
_reflns_number_gt                2551
_reflns_number_total             5350
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9nj04440j2.cif
_cod_data_source_block           4
_cod_depositor_comments
;Adding full bibliography for 7059065--7059073.cif.

 Adding full bibliography for 7059065--7059073.cif.
;
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7059067
_chemical_oxdiff_formula         'C26 H20 N3 Se Zn Br2'
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 C19-H1
 1.880605 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C9(H9), C14(H14), C8(H8), C5(H5), C7(H7), C6(H6)
3.b Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C3(H3a,H3b,H3c), C18(H18a,H18b,H18c), C17(H17a,H17b,
 H17c), C19(H19a,H19b,H19c)
;
_olex2_submission_special_instructions 'No special instructions were received'