#------------------------------------------------------------------------------
#$Date: 2019-11-17 12:04:06 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229764 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/57/7045789.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_7045789
loop_
_publ_author_name
'Tarai, Arup'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Four-coordinated see-saw
 N-(aryl)-2-(propan-2-ylidene)hydrazinecarbothioamide complexes of
 nickel(ii), copper(ii) and zinc(ii) and their propensity for catalytic
 cyclisation.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4921
_journal_page_last               4930
_journal_paper_doi               10.1039/C8DT00453F
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C12 H15 N3 O2 S'
_chemical_formula_sum            'C12 H15 N3 O2 S'
_chemical_formula_weight         265.33
_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_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-11-10 deposited with the CCDC.
2018-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.781(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.662(3)
_cell_length_b                   7.5742(16)
_cell_length_c                   13.561(3)
_cell_measurement_reflns_used    2137
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.66
_cell_measurement_theta_min      3.00
_cell_volume                     1344.4(5)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12821
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.049
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_min         1.556
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_description       Block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0100P)²+0.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1415
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1703
_reflns_number_total             2342
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt00453f2.cif
_cod_data_source_block           corr_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7045785--7045793.cif.'
_cod_original_cell_volume        1344.5(5)
_cod_database_code               7045789
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 0.19580(8) 0.56401(11) 0.00867(8) 0.0906(3) Uani 1 1 d . .
O1 O 0.05621(12) 0.4086(2) 0.40685(13) 0.0582(5) Uani 1 1 d . .
C3 C 0.18712(16) 0.4915(3) 0.36297(18) 0.0476(5) Uani 1 1 d . .
H3 H 0.2061 0.5767 0.4181 0.057 Uiso 1 1 calc R U
C5 C 0.21329(16) 0.3444(3) 0.22074(17) 0.0476(5) Uani 1 1 d . .
C6 C 0.12731(17) 0.2435(3) 0.1965(2) 0.0563(6) Uani 1 1 d . .
H6 H 0.1064 0.1617 0.1394 0.068 Uiso 1 1 calc R U
C4 C 0.24251(16) 0.4725(3) 0.30385(18) 0.0477(6) Uani 1 1 d . .
C7 C 0.07154(18) 0.2616(3) 0.2555(2) 0.0577(6) Uani 1 1 d . .
H7 H 0.0138 0.1927 0.2383 0.069 Uiso 1 1 calc R U
C2 C 0.10295(16) 0.3836(3) 0.34029(18) 0.0478(5) Uani 1 1 d . .
C1 C -0.0280(2) 0.2957(4) 0.3897(2) 0.0702(8) Uani 1 1 d . .
H1A H -0.0811 0.3106 0.3157 0.105 Uiso 1 1 calc R U
H1B H -0.0538 0.3258 0.4412 0.105 Uiso 1 1 calc R U
H1C H -0.0056 0.1750 0.4006 0.105 Uiso 1 1 calc R U
C9 C 0.2711(2) 0.4058(3) 0.0795(2) 0.0611(7) Uani 1 1 d . .
C10 C 0.35484(19) 0.1781(4) 0.1998(2) 0.0644(7) Uani 1 1 d . .
C8 C 0.3734(2) 0.6720(4) 0.4189(2) 0.0719(8) Uani 1 1 d . .
H8A H 0.3286 0.7667 0.4156 0.108 Uiso 1 1 calc R U
H8B H 0.4367 0.7197 0.4260 0.108 Uiso 1 1 calc R U
H8C H 0.3863 0.5984 0.4815 0.108 Uiso 1 1 calc R U
C12 C 0.3113(2) -0.0078(4) 0.1858(3) 0.0817(9) Uani 1 1 d . .
H12A H 0.2574 -0.0216 0.1122 0.123 Uiso 1 1 calc R U
H12B H 0.2848 -0.0268 0.2381 0.123 Uiso 1 1 calc R U
H12C H 0.3643 -0.0921 0.1983 0.123 Uiso 1 1 calc R U
C11 C 0.4393(2) 0.2123(5) 0.3163(3) 0.0910(10) Uani 1 1 d . .
H11A H 0.4934 0.1283 0.3333 0.137 Uiso 1 1 calc R U
H11B H 0.4121 0.2004 0.3684 0.137 Uiso 1 1 calc R U
H11C H 0.4655 0.3296 0.3203 0.137 Uiso 1 1 calc R U
O2 O 0.32673(13) 0.5698(2) 0.32050(14) 0.0615(5) Uani 1 1 d . .
N1 N 0.27482(14) 0.3137(3) 0.16510(15) 0.0527(5) Uani 1 1 d . .
N3 N 0.39602(19) 0.2072(4) 0.1199(2) 0.0824(8) Uani 1 1 d . .
N2 N 0.3512(2) 0.3312(4) 0.0546(2) 0.0817(8) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C1 117.44(19)
C4 C3 C2 120.3(2)
C6 C5 C4 119.3(2)
C6 C5 N1 120.62(19)
C4 C5 N1 119.98(19)
C5 C6 C7 121.4(2)
O2 C4 C3 124.8(2)
O2 C4 C5 115.64(19)
C3 C4 C5 119.5(2)
C2 C7 C6 119.0(2)
O1 C2 C7 124.2(2)
O1 C2 C3 115.4(2)
C7 C2 C3 120.4(2)
N1 C9 N2 106.0(2)
N1 C9 S1 130.8(2)
N2 C9 S1 123.3(2)
N1 C10 N3 101.1(2)
N1 C10 C12 112.2(2)
N3 C10 C12 109.5(2)
N1 C10 C11 111.8(2)
N3 C10 C11 108.9(2)
C12 C10 C11 112.6(3)
C4 O2 C8 117.69(17)
C9 N1 C5 125.8(2)
C9 N1 C10 111.0(2)
C5 N1 C10 123.14(19)
N2 N3 C10 111.9(2)
N3 N2 C9 110.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C9 1.619(3)
O1 C2 1.370(3)
O1 C1 1.433(3)
C3 C4 1.382(3)
C3 C2 1.394(3)
C5 C6 1.381(3)
C5 C4 1.400(3)
C5 N1 1.432(3)
C6 C7 1.384(3)
C4 O2 1.367(3)
C7 C2 1.383(3)
C9 N1 1.334(3)
C9 N2 1.473(3)
C10 N1 1.468(3)
C10 N3 1.476(4)
C10 C12 1.522(4)
C10 C11 1.527(4)
C8 O2 1.423(3)
N3 N2 1.254(4)
