#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:25:11 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257822 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/93/7059366.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7059366
loop_
_publ_author_name
'Vaddamanu, Moulali'
'Velappan, Kavitha'
'Prabusankar, Ganesan'
_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         'C28 H48 N8 Se4 Zn, 2(B F5)'
_chemical_formula_sum            'C28 H48 B2 F10 N8 Se4 Zn'
_chemical_formula_weight         1089.61
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_symmetry_Int_Tables_number      88
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-11-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_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            4
_cell_length_a                   12.4234(2)
_cell_length_b                   12.4234(2)
_cell_length_c                   27.7432(11)
_cell_measurement_reflns_used    1659
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5810
_cell_measurement_theta_min      3.1832
_cell_volume                     4281.9(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)
;
_computing_data_collection
;
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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9946
_diffrn_measured_fraction_theta_max 0.9769
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -57.00  -30.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -14.00   14.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000   30.0000 28

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00  117.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  -30.0000 81

#__ type_ start__ end____ width___ exp.time_
  4 omega   15.00   69.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000 -180.0000 54

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   97.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
  6 omega   39.00   99.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 60

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00   71.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  8 omega   37.00   79.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   89.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   43.00   68.00   1.0000    1.5700
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -30.0000 25
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0795398000
_diffrn_orient_matrix_UB_12      -0.0952308000
_diffrn_orient_matrix_UB_13      0.0001985000
_diffrn_orient_matrix_UB_21      -0.0929302000
_diffrn_orient_matrix_UB_22      -0.0777184000
_diffrn_orient_matrix_UB_23      -0.0119449000
_diffrn_orient_matrix_UB_31      0.0206524000
_diffrn_orient_matrix_UB_32      0.0168598000
_diffrn_orient_matrix_UB_33      -0.0541770000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            4375
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         70.72
_diffrn_reflns_theta_min         3.90
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.351
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82812
_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            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.6901
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             2138.9865
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.3203
_refine_diff_density_min         -0.6658
_refine_diff_density_rms         0.1168
_refine_ls_d_res_high            0.8167
_refine_ls_d_res_low             11.3385
_refine_ls_goodness_of_fit_ref   1.0413
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     124
_refine_ls_number_reflns         2026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0413
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0536
_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/[σ²(Fo²)+(0.1067P)²+0.6380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1735
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              0
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              33
_reflns_limit_l_min              0
_reflns_number_gt                1450
_reflns_number_total             2026
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9nj05818d2.cif
_cod_data_source_block           3-CCDC1861564
_cod_depositor_comments
'Adding full bibliography for 7059363--7059367.cif.'
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               7059366
_chemical_oxdiff_formula         'C20 H16 N4 Se2 Zn B F4'
_reflns_odcompleteness_completeness 99.90
_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)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2)
2.c Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C4(H4a,H4b,H4c), C6(H6a,H6b,H6c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y+1/4,x+3/4,z+3/4
3 y+1/4,-x+1/4,z+1/4
4 -x,-y+1/2,z
5 -x,-y,-z
6 y-1/4,-x-3/4,-z-3/4
7 -y-1/4,x-1/4,-z-1/4
8 x,y-1/2,-z
9 x+1/2,y+1/2,z+1/2
10 -y+3/4,x+5/4,z+5/4
11 y+3/4,-x+3/4,z+3/4
12 -x+1/2,-y+1,z+1/2
13 -x+1/2,-y+1/2,-z+1/2
14 y+1/4,-x-1/4,-z-1/4
15 -y+1/4,x+1/4,-z+1/4
16 x+1/2,y,-z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Se1 Se 0.98164(4) 0.42054(5) 0.07989(3) 0.0997(3) Uani 1.000000 1 . . .
Zn1 Zn 1.0 0.25 0.125 0.0850(4) Uani 1.000000 4 S T P
N1 N 1.1836(4) 0.5265(4) 0.09701(17) 0.0955(11) Uani 1.000000 1 . . .
C1 C 1.1281(4) 0.4529(4) 0.07285(17) 0.0874(12) Uani 1.000000 1 . . .
N2 N 1.1959(4) 0.4050(4) 0.04223(17) 0.1041(13) Uani 1.000000 1 . . .
C3 C 1.2976(5) 0.4523(7) 0.0466(3) 0.127(2) Uani 1.000000 1 . . .
H3 H 1.3592(5) 0.4346(7) 0.0294(3) 0.152(3) Uiso 1.000000 1 R . .
C2 C 1.2885(5) 0.5286(6) 0.0809(2) 0.122(2) Uani 1.000000 1 . . .
H2 H 1.3428(5) 0.5742(6) 0.0916(2) 0.146(3) Uiso 1.000000 1 R . .
C5 C 1.1406(6) 0.5997(5) 0.1341(2) 0.1100(17) Uani 1.000000 1 . . .
H5 H 1.0650(6) 0.5811(5) 0.1398(2) 0.132(2) Uiso 1.000000 1 R . .
C7 C 1.2027(8) 0.5824(7) 0.1813(3) 0.159(3) Uani 1.000000 1 . . .
H7a H 1.224(6) 0.5082(16) 0.1838(15) 0.239(5) Uiso 1.000000 1 GR . .
H7b H 1.266(4) 0.627(5) 0.1815(14) 0.239(5) Uiso 1.000000 1 GR . .
H7c H 1.158(2) 0.601(7) 0.2081(3) 0.239(5) Uiso 1.000000 1 GR . .
C4 C 1.1717(7) 0.3227(6) 0.0075(3) 0.133(2) Uani 1.000000 1 . . .
H4a H 1.157(6) 0.2562(15) 0.0239(3) 0.200(3) Uiso 1.000000 1 GR . .
H4b H 1.110(3) 0.343(3) -0.0109(17) 0.200(3) Uiso 1.000000 1 GR . .
H4c H 1.232(2) 0.313(4) -0.0137(16) 0.200(3) Uiso 1.000000 1 GR . .
C6 C 1.1453(9) 0.7133(6) 0.1173(4) 0.172(4) Uani 1.000000 1 . . .
H6a H 1.2191(9) 0.735(2) 0.114(3) 0.259(6) Uiso 1.000000 1 GR . .
H6b H 1.111(6) 0.7192(14) 0.0866(15) 0.259(6) Uiso 1.000000 1 GR . .
H6c H 1.109(6) 0.7588(11) 0.1402(16) 0.259(6) Uiso 1.000000 1 GR . .
B6 B 1.5 0.75 0.0320(6) 0.126(4) Uani 1.000000 2 S T P
F3 F 1.4955(9) 0.6431(9) 0.0308(5) 0.305(6) Uani 1.000000 1 . . .
F4 F 1.5944(7) 0.7462(10) 0.0520(5) 0.317(6) Uani 1.000000 1 . . .
F1 F 1.5 0.75 -0.0172(6) 0.337(9) Uani 1.000000 2 S T P
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00963 0.00408 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.07537 0.05506 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn -1.55628 0.70462 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.79210 1.18296 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 Zn1 98.46(15) . 4_755 ?
Se1 Zn1 Se1 104.863(14) 6_676 4_755 ?
Se1 Zn1 Se1 119.14(3) . 4_755 ?
Se1 Zn1 Se1 104.863(14) 15_645 . ?
Se1 Zn1 Se1 119.14(3) 15_645 6_676 ?
Se1 Zn1 Se1 104.863(15) 6_676 . ?
Se1 Zn1 Se1 104.863(15) 15_645 4_755 ?
C2 N1 C1 109.9(5) . . ?
C5 N1 C1 126.2(5) . . ?
C5 N1 C2 123.9(5) . . ?
N1 C1 Se1 126.8(4) . . ?
N2 C1 Se1 125.6(4) . . ?
N2 C1 N1 107.5(5) . . ?
C3 N2 C1 109.1(5) . . ?
C4 N2 C1 127.7(5) . . ?
C4 N2 C3 123.2(6) . . ?
C2 C3 N2 106.4(6) . . ?
C3 C2 N1 107.1(6) . . ?
C7 C5 N1 109.1(6) . . ?
C6 C5 N1 110.6(6) . . ?
C6 C5 C7 112.4(7) . . ?
F3 B6 F3 177.3(19) 4_865 . ?
F4 B6 F3 90.4(7) 4_865 . ?
F4 B6 F3 90.7(7) 4_865 4_865 ?
F4 B6 F3 90.7(7) . . ?
F4 B6 F3 90.4(7) . 4_865 ?
F4 B6 F4 129.4(19) 4_865 . ?
F1 B6 F3 88.6(10) . . ?
F1 B6 F3 88.6(10) . 4_865 ?
F1 B6 F4 115.3(9) . . ?
F1 B6 F4 115.3(9) . 4_865 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 Zn1 2.4713(6) 4_755 ?
Se1 C1 1.874(5) . ?
N1 C1 1.327(6) . ?
N1 C2 1.379(7) . ?
N1 C5 1.474(7) . ?
C1 N2 1.335(7) . ?
N2 C3 1.398(8) . ?
N2 C4 1.437(8) . ?
C3 C2 1.346(10) . ?
C5 C7 1.534(9) . ?
C5 C6 1.487(10) . ?
B6 F3 1.329(11) . ?
B6 F3 1.329(11) 4_865 ?
B6 F4 1.299(11) 4_865 ?
B6 F4 1.299(11) . ?
B6 F1 1.366(19) . ?
