#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:53:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179429 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/26/4332679.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4332679
loop_
_publ_author_name
'Brayton, Daniel F.'
'Tanabe, Kristine'
'Khiterer, Mariya'
'Kolahi, Kian'
'Ziller, Joseph'
'Greaves, John'
'Farmer, Patrick J.'
_publ_section_title
;
 Oxygenation of Zinc Dialkyldithiocarbamate Complexes:  Isolation,
 Characterization, and Reactivity of the Stoichiometric Oxygenates
;
_journal_issue                   15
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6064
_journal_page_last               6072
_journal_paper_doi               10.1021/ic060671j
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C10 H22 N2 O5 S4 Zn'
_chemical_formula_weight         443.91
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 97.9880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.6637(7)
_cell_length_b                   5.9091(2)
_cell_length_c                   17.9763(7)
_cell_measurement_temperature    163(2)
_cell_volume                     1858.10(12)
_computing_cell_refinement       'Bruker SMART/SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18393
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.51
_diffrn_standards_decay_%        '< 1.0'
_diffrn_standards_interval_count 'initial 50 frames recollected'
_diffrn_standards_number         '50 frames'
_exptl_absorpt_coefficient_mu    1.791
_exptl_absorpt_correction_T_max  0.7272
_exptl_absorpt_correction_T_min  0.5131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4452
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0193
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0255P)²+0.6236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0479
_refine_ls_wR_factor_ref         0.0495
_reflns_number_gt                4112
_reflns_number_total             4452
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060671jsup2.cif
_cod_data_source_block           pjf19
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2/n
_cod_database_code               4332679
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.2500 0.05790(3) 0.2500 0.01608(6) Uani 1 2 d S
S1 S 0.330845(17) 0.21834(6) 0.356426(19) 0.02047(7) Uani 1 1 d .
S2 S 0.161078(17) 0.27993(5) 0.368363(17) 0.01626(7) Uani 1 1 d .
O1 O 0.16469(5) 0.08031(15) 0.31682(5) 0.01936(18) Uani 1 1 d .
O2 O 0.15222(5) 0.49635(16) 0.32483(5) 0.02080(19) Uani 1 1 d .
O3 O 0.2500 -0.2757(2) 0.2500 0.0349(4) Uani 1 2 d S
N1 N 0.28066(6) 0.41903(18) 0.47273(6) 0.0178(2) Uani 1 1 d .
C1 C 0.26549(7) 0.3113(2) 0.40871(7) 0.0161(2) Uani 1 1 d .
C2 C 0.36072(8) 0.4704(2) 0.50532(8) 0.0231(3) Uani 1 1 d .
C3 C 0.39236(10) 0.6772(3) 0.47017(10) 0.0327(3) Uani 1 1 d .
C4 C 0.22011(8) 0.5100(3) 0.51418(8) 0.0252(3) Uani 1 1 d .
C5 C 0.20124(10) 0.7558(3) 0.49452(9) 0.0345(4) Uani 1 1 d .
H3 H 0.2191(11) -0.354(4) 0.2723(11) 0.050(6) Uiso 1 1 d .
H2A H 0.3603(9) 0.489(3) 0.5579(10) 0.026(4) Uiso 1 1 d .
H2B H 0.3900(9) 0.338(3) 0.4973(9) 0.022(4) Uiso 1 1 d .
H3A H 0.3884(11) 0.666(4) 0.4184(12) 0.048(6) Uiso 1 1 d .
H3B H 0.3680(11) 0.811(4) 0.4802(11) 0.046(6) Uiso 1 1 d .
H3C H 0.4454(12) 0.696(4) 0.4911(12) 0.052(6) Uiso 1 1 d .
H4A H 0.2379(10) 0.491(3) 0.5670(10) 0.033(5) Uiso 1 1 d .
H4B H 0.1754(9) 0.412(3) 0.5035(9) 0.027(4) Uiso 1 1 d .
H5A H 0.2418(11) 0.853(3) 0.5142(10) 0.038(5) Uiso 1 1 d .
H5B H 0.1901(11) 0.777(3) 0.4390(12) 0.047(5) Uiso 1 1 d .
H5C H 0.1555(11) 0.798(3) 0.5184(11) 0.047(5) Uiso 1 1 d .
Zn2 Zn -0.2500 0.25073(3) 0.2500 0.01576(6) Uani 1 2 d S
S3 S -0.142167(18) 0.08705(6) 0.326786(18) 0.02172(8) Uani 1 1 d .
S4 S -0.132618(17) 0.02316(5) 0.159449(17) 0.01602(7) Uani 1 1 d .
O4 O -0.18247(5) 0.22782(15) 0.16434(5) 0.01806(18) Uani 1 1 d .
O5 O -0.17965(5) -0.18759(15) 0.14990(5) 0.02107(19) Uani 1 1 d .
O6 O -0.2500 0.5832(2) 0.2500 0.0365(4) Uani 1 2 d S
N2 N -0.02631(6) -0.12250(18) 0.27687(6) 0.0167(2) Uani 1 1 d .
C6 C -0.09119(7) -0.0118(2) 0.26168(7) 0.0157(2) Uani 1 1 d .
C7 C 0.01425(7) -0.2229(2) 0.21781(8) 0.0211(3) Uani 1 1 d .
C8 C -0.00741(8) -0.4692(3) 0.20309(9) 0.0274(3) Uani 1 1 d .
C9 C 0.00774(7) -0.1646(2) 0.35596(8) 0.0217(3) Uani 1 1 d .
C10 C -0.02964(10) -0.3603(3) 0.39190(10) 0.0349(4) Uani 1 1 d .
H6 H -0.2710(11) 0.657(4) 0.2776(11) 0.047(6) Uiso 1 1 d .
H7A H 0.0029(8) -0.134(3) 0.1737(8) 0.017(4) Uiso 1 1 d .
H7B H 0.0669(10) -0.203(3) 0.2348(9) 0.029(4) Uiso 1 1 d .
H8A H -0.0610(11) -0.484(3) 0.1895(11) 0.041(5) Uiso 1 1 d .
H8B H 0.0110(10) -0.557(3) 0.2476(10) 0.031(4) Uiso 1 1 d .
H8C H 0.0178(10) -0.528(3) 0.1618(11) 0.038(5) Uiso 1 1 d .
H9A H 0.0017(9) -0.030(3) 0.3847(9) 0.025(4) Uiso 1 1 d .
H9B H 0.0626(9) -0.196(3) 0.3542(9) 0.026(4) Uiso 1 1 d .
H10A H -0.0828(12) -0.337(4) 0.3905(11) 0.049(6) Uiso 1 1 d .
H10B H -0.0113(11) -0.365(3) 0.4443(12) 0.048(6) Uiso 1 1 d .
H10C H -0.0223(12) -0.503(4) 0.3691(12) 0.059(7) Uiso 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'
Zn Zn 0.2839 1.4301 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O3 Zn1 O1 93.69(2) . 2
O3 Zn1 O1 93.69(2) . .
O1 Zn1 O1 172.62(5) 2 .
O3 Zn1 S1 113.100(9) . .
O1 Zn1 S1 92.11(3) 2 .
O1 Zn1 S1 84.99(3) . .
O3 Zn1 S1 113.100(9) . 2
O1 Zn1 S1 84.99(3) 2 2
O1 Zn1 S1 92.11(3) . 2
S1 Zn1 S1 133.801(18) . 2
C1 S1 Zn1 101.24(4) . .
O2 S2 O1 110.97(5) . .
O2 S2 C1 98.16(5) . .
O1 S2 C1 100.95(5) . .
S2 O1 Zn1 120.42(5) . .
C1 N1 C2 120.89(11) . .
C1 N1 C4 122.86(11) . .
C2 N1 C4 116.12(11) . .
N1 C1 S1 125.32(10) . .
N1 C1 S2 116.96(9) . .
S1 C1 S2 117.52(7) . .
N1 C2 C3 112.71(12) . .
N1 C4 C5 112.25(12) . .
O6 Zn2 O4 93.73(2) . 2_455
O6 Zn2 O4 93.73(2) . .
O4 Zn2 O4 172.53(5) 2_455 .
O6 Zn2 S3 113.814(10) . 2_455
O4 Zn2 S3 84.74(3) 2_455 2_455
O4 Zn2 S3 92.24(3) . 2_455
O6 Zn2 S3 113.814(10) . .
O4 Zn2 S3 92.24(3) 2_455 .
O4 Zn2 S3 84.74(3) . .
S3 Zn2 S3 132.372(19) 2_455 .
C6 S3 Zn2 101.51(4) . .
O5 S4 O4 110.85(5) . .
O5 S4 C6 98.88(5) . .
O4 S4 C6 100.45(5) . .
S4 O4 Zn2 119.73(5) . .
C6 N2 C7 122.93(11) . .
C6 N2 C9 120.48(11) . .
C7 N2 C9 116.49(10) . .
N2 C6 S3 124.42(10) . .
N2 C6 S4 117.66(9) . .
S3 C6 S4 117.82(7) . .
N2 C7 C8 111.89(11) . .
N2 C9 C10 113.09(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 1.9713(14) .
Zn1 O1 2.0576(9) 2
Zn1 O1 2.0576(9) .
Zn1 S1 2.4164(3) .
Zn1 S1 2.4164(3) 2
S1 C1 1.6792(13) .
S2 O2 1.4961(10) .
S2 O1 1.5068(9) .
S2 C1 1.8947(13) .
N1 C1 1.3098(17) .
N1 C2 1.4850(17) .
N1 C4 1.4865(17) .
C2 C3 1.517(2) .
C4 C5 1.521(2) .
Zn2 O6 1.9649(15) .
Zn2 O4 2.0791(9) 2_455
Zn2 O4 2.0791(9) .
Zn2 S3 2.3954(3) 2_455
Zn2 S3 2.3954(3) .
S3 C6 1.6778(13) .
S4 O5 1.4936(9) .
S4 O4 1.5057(9) .
S4 C6 1.8926(13) .
N2 C6 1.3147(16) .
N2 C7 1.4846(17) .
N2 C9 1.4856(16) .
C7 C8 1.5185(19) .
C9 C10 1.520(2) .
