#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:51:28 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/90/7059073.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_7059073
loop_
_publ_author_name
'Vaddamanu, Moulali'
'Velappan, Kavitha'
'Prabusankar, Ganesan'
_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         'C36 H38 Br4 N6 Se2 Zn2'
_chemical_formula_sum            'C36 H38 Br4 N6 Se2 Zn2'
_chemical_formula_weight         1163.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-20
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_audit_update_record
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.367(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0434(3)
_cell_length_b                   13.9747(4)
_cell_length_c                   15.7202(5)
_cell_measurement_reflns_used    2451
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9908
_cell_measurement_theta_min      2.9924
_cell_volume                     2155.19(12)
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.8632
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -22.00    3.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1894  -57.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -69.00  -28.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1894  121.0000  150.0000 41

#__ type_ start__ end____ width___ exp.time_
  3 omega  -47.00   40.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206  -57.0000  -90.0000 87

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00   92.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206  178.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
  5 omega    5.00   66.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206   77.0000   90.0000 61
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0204555000
_diffrn_orient_matrix_UB_12      -0.0466317000
_diffrn_orient_matrix_UB_13      -0.0151793000
_diffrn_orient_matrix_UB_21      -0.0175035000
_diffrn_orient_matrix_UB_22      0.0175201000
_diffrn_orient_matrix_UB_23      -0.0433251000
_diffrn_orient_matrix_UB_31      0.0670992000
_diffrn_orient_matrix_UB_32      -0.0096369000
_diffrn_orient_matrix_UB_33      -0.0052711000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10913
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.05
_diffrn_reflns_theta_min         3.00
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.542
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89835
_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 white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.7921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1127.2659
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.2257
_refine_diff_density_min         -1.5456
_refine_diff_density_rms         0.2303
_refine_ls_d_res_high            0.7317
_refine_ls_d_res_low             6.7935
_refine_ls_goodness_of_fit_ref   1.0394
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4978
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0394
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0483P)²+0.1774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1318
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                2963
_reflns_number_total             4978
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9nj04440j2.cif
_cod_data_source_block           2
_cod_depositor_comments
;Adding full bibliography for 7059065--7059073.cif.

 Adding full bibliography for 7059065--7059073.cif.
;
_cod_original_cell_volume        2155.19(11)
_cod_database_code               7059073
_chemical_oxdiff_formula         'C26 H20 N4 Se Zn Br2'
_reflns_odcompleteness_completeness 99.78
_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
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C8(H8), C9(H9), C12(H12), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C3(H3a,H3b,H3c), C16(H16a,H16b,H16c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,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_refinement_flags_posn
Se1 Se 0.82564(6) 0.40215(4) -0.00583(4) 0.04961(19) Uani 1.000000 .
Br2 Br 0.52403(5) 0.44307(5) 0.10671(4) 0.0539(2) Uani 1.000000 .
Zn1 Zn 0.57935(6) 0.40516(5) -0.03787(5) 0.0506(2) Uani 1.000000 .
Br1 Br 0.47365(7) 0.26733(6) -0.10585(5) 0.0783(3) Uani 1.000000 .
C17 C 1.1828(6) 0.3121(5) 0.0220(5) 0.080(2) Uani 1.000000 .
H17a H 1.206(4) 0.2923(12) -0.0316(16) 0.120(3) Uiso 1.000000 GR
H17b H 1.1235(19) 0.3666(12) 0.011(3) 0.120(3) Uiso 1.000000 GR
H17c H 1.265(3) 0.329(2) 0.0633(13) 0.120(3) Uiso 1.000000 GR
C18 C 1.1653(9) 0.0722(6) 0.2597(5) 0.115(3) Uani 1.000000 .
H18a H 1.099(2) 0.033(3) 0.2782(19) 0.172(5) Uiso 1.000000 GR
H18b H 1.243(4) 0.034(3) 0.2550(10) 0.172(5) Uiso 1.000000 GR
H18c H 1.193(6) 0.1222(6) 0.3016(10) 0.172(5) Uiso 1.000000 GR
N3 N 0.9299(4) 0.2336(3) -0.0726(3) 0.0421(11) Uani 1.000000 .
C3 C 0.8640(6) 0.1999(4) -0.2973(3) 0.0616(17) Uani 1.000000 .
H3a H 0.9495(15) 0.170(2) -0.2995(6) 0.092(3) Uiso 1.000000 GR
H3b H 0.792(2) 0.154(2) -0.3133(10) 0.092(3) Uiso 1.000000 GR
H3c H 0.848(4) 0.2528(6) -0.3371(5) 0.092(3) Uiso 1.000000 GR
N2 N 0.9409(4) 0.1838(3) -0.1439(3) 0.0483(12) Uani 1.000000 .
N1 N 0.8679(5) 0.2345(3) -0.2082(3) 0.0477(12) Uani 1.000000 .
C15 C 0.9252(5) 0.1166(4) 0.0406(3) 0.0415(13) Uani 1.000000 .
C1 C 0.8530(5) 0.3137(4) -0.0909(3) 0.0408(13) Uani 1.000000 .
C10 C 0.9912(5) 0.1925(4) 0.0119(3) 0.0390(12) Uani 1.000000 .
C14 C 0.9833(6) 0.0792(4) 0.1208(4) 0.0563(16) Uani 1.000000 .
H14 H 0.9413(6) 0.0277(4) 0.1419(4) 0.0675(19) Uiso 1.000000 R
C4 C 0.7238(6) 0.3818(5) -0.2405(4) 0.0517(15) Uani 1.000000 .
C8 C 0.5366(8) 0.4143(8) -0.3587(5) 0.094(3) Uani 1.000000 .
H8 H 0.4644(8) 0.3926(8) -0.4016(5) 0.112(3) Uiso 1.000000 R
C11 C 1.1124(5) 0.2319(4) 0.0576(4) 0.0503(15) Uani 1.000000 .
C2 C 0.8106(5) 0.3135(4) -0.1812(3) 0.0448(13) Uani 1.000000 .
C13 C 1.1035(7) 0.1162(5) 0.1717(4) 0.0646(18) Uani 1.000000 .
C16 C 0.7924(6) 0.0765(4) -0.0098(4) 0.0604(17) Uani 1.000000 .
H16a H 0.7318(16) 0.1281(4) -0.032(2) 0.091(3) Uiso 1.000000 GR
H16b H 0.8091(8) 0.039(2) -0.0574(16) 0.091(3) Uiso 1.000000 GR
H16c H 0.752(2) 0.037(2) 0.0278(8) 0.091(3) Uiso 1.000000 GR
C9 C 0.6146(6) 0.3501(6) -0.3037(4) 0.0703(19) Uani 1.000000 .
H9 H 0.5943(6) 0.2852(6) -0.3088(4) 0.084(2) Uiso 1.000000 R
C12 C 1.1656(6) 0.1898(5) 0.1379(4) 0.0639(18) Uani 1.000000 .
H12 H 1.2477(6) 0.2130(5) 0.1704(4) 0.077(2) Uiso 1.000000 R
C7 C 0.5639(9) 0.5094(7) -0.3511(6) 0.091(3) Uani 1.000000 .
H7 H 0.5094(9) 0.5527(7) -0.3879(6) 0.109(3) Uiso 1.000000 R
C6 C 0.6702(9) 0.5408(6) -0.2901(5) 0.084(2) Uani 1.000000 .
H6 H 0.6899(9) 0.6058(6) -0.2863(5) 0.101(3) Uiso 1.000000 R
C5 C 0.7502(7) 0.4788(5) -0.2332(4) 0.0661(18) Uani 1.000000 .
H5 H 0.8214(7) 0.5019(5) -0.1902(4) 0.079(2) Uiso 1.000000 R
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 0.00347 0.00161 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'
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 0.31207 1.46666 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 0.00653 0.00323 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'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'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 -0.08110 2.30834 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
C1 Se1 Zn1 99.33(15) . .
Br2 Zn1 Se1 114.59(3) 3_665 .
Br2 Zn1 Se1 103.31(3) . .
Br1 Zn1 Se1 115.10(3) . .
Br1 Zn1 Br2 113.19(4) . 3_665
Br1 Zn1 Br2 114.84(4) . .
C1 N3 N2 113.3(4) . .
C10 N3 N2 117.6(4) . .
C10 N3 C1 129.0(4) . .
N1 N2 N3 103.2(4) . .
N2 N1 C3 116.6(5) . .
C2 N1 C3 129.7(5) . .
C2 N1 N2 113.7(4) . .
C14 C15 C10 117.1(5) . .
C16 C15 C10 123.2(5) . .
C16 C15 C14 119.7(5) . .
N3 C1 Se1 123.6(4) . .
C2 C1 Se1 131.8(4) . .
C2 C1 N3 104.5(4) . .
C15 C10 N3 117.6(5) . .
C11 C10 N3 117.9(5) . .
C11 C10 C15 124.5(5) . .
C13 C14 C15 121.9(6) . .
C9 C4 C2 120.9(6) . .
C5 C4 C2 120.3(6) . .
C5 C4 C9 118.8(6) . .
C7 C8 C9 120.6(8) . .
C10 C11 C17 122.4(5) . .
C12 C11 C17 122.4(6) . .
C12 C11 C10 115.2(6) . .
C1 C2 N1 105.3(5) . .
C4 C2 N1 124.1(5) . .
C4 C2 C1 130.6(5) . .
C14 C13 C18 120.4(7) . .
C12 C13 C18 121.7(6) . .
C12 C13 C14 117.8(6) . .
C8 C9 C4 120.0(7) . .
C13 C12 C11 123.4(6) . .
C6 C7 C8 119.7(8) . .
C5 C6 C7 121.5(8) . .
C6 C5 C4 119.3(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Se1 Zn1 2.4167(8) .
Se1 C1 1.884(5) .
Br2 Zn1 2.5033(9) 3_665
Br2 Zn1 2.5091(9) .
Zn1 Br1 2.3438(9) .
C17 C11 1.497(8) .
C18 C13 1.521(9) .
N3 N2 1.344(5) .
N3 C1 1.356(6) .
N3 C10 1.457(6) .
C3 N1 1.475(6) .
N2 N1 1.320(6) .
N1 C2 1.354(7) .
C15 C10 1.377(7) .
C15 C14 1.374(7) .
C15 C16 1.507(7) .
C1 C2 1.391(7) .
C10 C11 1.388(7) .
C14 C13 1.397(8) .
C4 C2 1.481(7) .
C4 C9 1.385(8) .
C4 C5 1.380(8) .
C8 C9 1.370(9) .
C8 C7 1.356(10) .
C11 C12 1.392(8) .
C13 C12 1.367(9) .
C7 C6 1.347(10) .
C6 C5 1.374(8) .
