Homoleptic and heteroleptic Zn(ii) selone catalysts for thioetherification of aryl halides without scrubbing oxygen
Vaddamanu, Moulali; Velappan, Kavitha; Prabusankar, Ganesan; New Journal of Chemistry 44 (2020) 3574–3583; doi:10.1039/C9NJ05818D

data_7059365
_publ_section_title
;
 Homoleptic and heteroleptic Zn(ii) selone catalysts for
 thioetherification of aryl halides without scrubbing oxygen
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3574
_journal_page_last               3583
_journal_paper_doi               10.1039/C9NJ05818D
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C14 H24 Br2 N4 Se2 Zn'
_chemical_formula_sum            'C14 H24 Br2 N4 Se2 Zn'
_chemical_formula_weight         631.49
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_Int_Tables_number      61
_atom_sites_solution_primary     direct
_audit_creation_date             2019-11-14
_audit_creation_method
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Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
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_audit_update_record
;
2019-11-22 deposited with the CCDC.	2020-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.3427(6)
_cell_length_b                   14.0781(5)
_cell_length_c                   21.6645(8)
_cell_measurement_reflns_used    2889
_cell_measurement_temperature    293
_cell_measurement_theta_max      69.6630
_cell_measurement_theta_min      4.0800
_cell_volume                     4374.5(3)
_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
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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)
;
_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 0.9973
_diffrn_measured_fraction_theta_max 0.9376
_diffrn_measurement_details
;
  1 omega    4.00   38.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -180.0000 34

  2 omega  -71.00  -35.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -180.0000 36

  3 omega  -80.00  -35.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  178.0000  120.0000 45

  4 omega  -14.00   60.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   90.0000 74

  5 omega   -3.00   24.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -60.0000 -171.0000 27

  6 omega   37.00   78.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -19.0000 -180.0000 41

  7 omega   32.00   70.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -60.0000 -171.0000 38

  8 omega   42.00   68.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -12.0000  -30.0000 26

  9 omega   39.00   93.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000    0.0000 54

 10 omega   36.00   94.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -150.0000 58

 11 omega   37.00   85.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -90.0000 48

 12 omega   53.00   86.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -60.0000 33

 13 omega   41.00   82.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  120.0000 41

 14 omega   75.00  135.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -12.0000  -30.0000 60

 15 omega   37.00   64.00   1.0000    3.1300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -180.0000 27
;
_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      -0.0960610000
_diffrn_orient_matrix_UB_12      -0.0465432000
_diffrn_orient_matrix_UB_13      -0.0094332000
_diffrn_orient_matrix_UB_21      -0.0241715000
_diffrn_orient_matrix_UB_22      0.0748721000
_diffrn_orient_matrix_UB_23      -0.0493536000
_diffrn_orient_matrix_UB_31      0.0414472000
_diffrn_orient_matrix_UB_32      -0.0647695000
_diffrn_orient_matrix_UB_33      -0.0503823000
_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  0.0388
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9953
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         71.44
_diffrn_reflns_theta_min         4.08
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53068
_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            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.9176
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2399.0742
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.9826
_refine_diff_density_min         -4.2957
_refine_diff_density_rms         0.3332
_refine_ls_d_res_high            0.8132
_refine_ls_d_res_low             10.8323
_refine_ls_goodness_of_fit_ref   1.6618
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.6618
_refine_ls_R_factor_all          0.1694
_refine_ls_R_factor_gt           0.1307
_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^)+(0.2P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3611
_refine_ls_wR_factor_ref         0.4641
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              0
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                2510
_reflns_number_total             3997
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9nj05818d2.cif
_cod_data_source_block           5-CCDC1861566
_cod_depositor_comments
'Adding full bibliography for 7059363--7059367.cif.'
_cod_database_code               7059365
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 96.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Ternary CH refined with riding coordinates:
 C5(H5), C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C3(H3), C4(H4), C10(H10)
2.c Idealised Me refined as rotating group:
 C2(H2a,H2b,H2c), C11(H11a,H11b,H11c), C14(H14a,H14b,H14c), C6(H6a,H6b,H6c),
 C7(H7a,H7b,H7c), C13(H13a,H13b,H13c)
;
_olex2_submission_special_instructions 'No special instructions were received'