#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/96/2219670.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2219670
loop_
_publ_author_name
'You, Jun'
'Liu, Bo'
'Chen, Yan-Qiong'
'Xiao, Cui'
'Zhai, Duo-Qi'
_publ_section_title
;catena-Poly[[(dimethyl
 sulfoxide-κO)zinc(II)]-μ-(E)-2-[(2-oxido-1-naphthyl)methyleneamino]propanoato-κ⁴O²,N,O¹:O^1'^]
;
_journal_coeditor_code           NG2495
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1338
_journal_paper_doi               10.1107/S1600536808030614
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Zn (C14 H11 N O3) (C2 H6 O S)]'
_chemical_formula_moiety         'C16 H17 N O4 S Zn'
_chemical_formula_sum            'C16 H17 N O4 S Zn'
_chemical_formula_weight         384.74
_chemical_name_systematic
;catena-Poly[[(dimethyl
 sulfoxide-\kO)zinc(II)]-
μ-(E)-2-[(2-oxido-1-naphthyl)methyleneamino]propanoato-κ⁴O²,N,O¹:O^1'^]
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.256(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.676(4)
_cell_length_b                   7.651(4)
_cell_length_c                   11.715(5)
_cell_measurement_reflns_used    7870
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.22
_cell_volume                     832.6(7)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8191
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.22
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.618
_exptl_absorpt_correction_T_max  0.6974
_exptl_absorpt_correction_T_min  0.6330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.190
_refine_ls_abs_structure_details 'Flack (1983), 1675 Friedel pairs'
_refine_ls_abs_structure_Flack   0.006(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0240
_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)+(0.0259P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0551
_refine_ls_wR_factor_ref         0.0561
_reflns_number_gt                3533
_reflns_number_total             3729
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2495.cif
_cod_data_source_block           I
_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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21 '
_cod_database_code               2219670
_cod_database_fobs_code          2219670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.7743(2) -0.1178(3) 0.23967(18) 0.0288(4) Uani d . 1
C C2 0.66925(19) -0.0224(3) 0.15494(15) 0.0272(4) Uani d . 1
C C3 0.6855(2) 0.0055(4) 0.03564(15) 0.0304(4) Uani d . 1
C C4 0.5858(3) 0.0965(3) -0.0557(2) 0.0429(6) Uani d . 1
H H4 0.5020 0.1392 -0.0416 0.051 Uiso calc R 1
C C5 0.6085(3) 0.1243(4) -0.1655(2) 0.0477(6) Uani d . 1
H H5 0.5400 0.1837 -0.2243 0.057 Uiso calc R 1
C C6 0.7336(3) 0.0636(3) -0.1883(2) 0.0483(6) Uani d . 1
H H6 0.7504 0.0859 -0.2613 0.058 Uiso calc R 1
C C7 0.8305(3) -0.0276(4) -0.10433(19) 0.0445(6) Uani d . 1
H H7 0.9131 -0.0694 -0.1209 0.053 Uiso calc R 1
C C8 0.8094(2) -0.0613(3) 0.00897(19) 0.0340(5) Uani d . 1
C C9 0.9098(2) -0.1605(4) 0.0950(2) 0.0418(5) Uani d . 1
H H9 0.9890 -0.2075 0.0756 0.050 Uiso calc R 1
C C10 0.8947(2) -0.1897(3) 0.2055(2) 0.0382(5) Uani d . 1
H H10 0.9628 -0.2568 0.2595 0.046 Uiso calc R 1
C C11 0.5465(2) 0.0524(3) 0.18248(18) 0.0292(4) Uani d . 1
H H11 0.4778 0.1043 0.1198 0.035 Uiso calc R 1
C C12 0.3897(2) 0.1430(3) 0.29272(17) 0.0307(4) Uani d . 1
H H12 0.3676 0.2387 0.2349 0.037 Uiso calc R 1
C C13 0.2635(2) 0.0163(5) 0.2663(3) 0.0612(9) Uani d . 1
H H13A 0.2422 -0.0219 0.1851 0.092 Uiso calc R 1
H H13B 0.1808 0.0738 0.2788 0.092 Uiso calc R 1
H H13C 0.2879 -0.0829 0.3182 0.092 Uiso calc R 1
C C14 0.4141(2) 0.2180(3) 0.41799(18) 0.0274(4) Uani d . 1
C C15 0.7228(3) 0.4372(3) 0.3802(3) 0.0555(7) Uani d . 1
H H15A 0.6852 0.3618 0.3132 0.083 Uiso calc R 1
H H15B 0.7508 0.5467 0.3534 0.083 Uiso calc R 1
H H15C 0.6501 0.4571 0.4202 0.083 Uiso calc R 1
C C16 0.9720(3) 0.2924(4) 0.3760(3) 0.0566(7) Uani d . 1
H H16A 1.0605 0.2349 0.4161 0.085 Uiso calc R 1
H H16B 0.9930 0.3998 0.3418 0.085 Uiso calc R 1
H H16C 0.9161 0.2180 0.3143 0.085 Uiso calc R 1
N N1 0.52124(17) 0.0554(2) 0.28544(14) 0.0268(3) Uani d . 1
O O1 0.77231(16) -0.1464(2) 0.34856(12) 0.0355(3) Uani d . 1
O O2 0.51906(16) 0.1680(2) 0.49919(13) 0.0372(4) Uani d . 1
O O3 0.32074(15) 0.3268(2) 0.42825(13) 0.0354(3) Uani d . 1
O O4 0.82733(16) 0.1620(2) 0.51567(15) 0.0422(4) Uani d . 1
S S1 0.87374(6) 0.33792(8) 0.47907(5) 0.03915(13) Uani d . 1
Zn Zn1 0.66361(2) -0.00892(3) 0.440772(16) 0.02749(7) Uani d . 1
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'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C2 . . 124.91(17) ?
O1 C1 C10 . . 116.32(19) ?
C2 C1 C10 . . 118.77(17) ?
C1 C2 C11 . . 121.86(16) ?
C1 C2 C3 . . 119.89(17) ?
C11 C2 C3 . . 118.24(18) ?
C4 C3 C8 . . 116.96(17) ?
C4 C3 C2 . . 124.27(18) ?
C8 C3 C2 . . 118.77(19) ?
C5 C4 C3 . . 122.0(2) ?
C5 C4 H4 . . 119.0 ?
C3 C4 H4 . . 119.0 ?
C4 C5 C6 . . 120.1(2) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
C7 C6 C5 . . 119.9(2) ?
C7 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.1 ?
C6 C7 C8 . . 121.5(2) ?
C6 C7 H7 . . 119.2 ?
C8 C7 H7 . . 119.2 ?
C9 C8 C3 . . 119.56(17) ?
C9 C8 C7 . . 120.97(19) ?
C3 C8 C7 . . 119.5(2) ?
C10 C9 C8 . . 122.14(19) ?
C10 C9 H9 . . 118.9 ?
C8 C9 H9 . . 118.9 ?
C9 C10 C1 . . 120.8(2) ?
C9 C10 H10 . . 119.6 ?
C1 C10 H10 . . 119.6 ?
N1 C11 C2 . . 126.87(19) ?
N1 C11 H11 . . 116.6 ?
C2 C11 H11 . . 116.6 ?
N1 C12 C13 . . 111.01(19) ?
N1 C12 C14 . . 108.94(16) ?
C13 C12 C14 . . 109.48(17) ?
N1 C12 H12 . . 109.1 ?
C13 C12 H12 . . 109.1 ?
C14 C12 H12 . . 109.1 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
O2 C14 O3 . . 125.85(18) ?
O2 C14 C12 . . 119.49(17) ?
O3 C14 C12 . . 114.66(19) ?
S1 C15 H15A . . 109.5 ?
S1 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
S1 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
S1 C16 H16A . . 109.5 ?
S1 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
S1 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C11 N1 C12 . . 117.15(17) ?
C11 N1 Zn1 . . 125.29(13) ?
C12 N1 Zn1 . . 116.50(12) ?
C1 O1 Zn1 . . 126.51(14) ?
C14 O2 Zn1 . . 114.09(12) ?
C14 O3 Zn1 . 2_656 126.85(14) ?
S1 O4 Zn1 . . 134.27(11) ?
O4 S1 C15 . . 108.15(11) ?
O4 S1 C16 . . 106.05(12) ?
C15 S1 C16 . . 98.14(15) ?
O3 Zn1 O1 2_646 . 98.54(7) yes
O3 Zn1 N1 2_646 . 138.57(7) yes
O1 Zn1 N1 . . 88.32(7) yes
O3 Zn1 O4 2_646 . 101.12(7) yes
O1 Zn1 O4 . . 96.09(7) yes
N1 Zn1 O4 . . 118.82(7) yes
O3 Zn1 O2 2_646 . 93.89(7) yes
O1 Zn1 O2 . . 166.10(6) yes
N1 Zn1 O2 . . 78.22(6) yes
O4 Zn1 O2 . . 87.52(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.300(2) ?
C1 C2 . 1.410(3) ?
C1 C10 . 1.443(3) ?
C2 C11 . 1.434(3) ?
C2 C3 . 1.465(2) ?
C3 C4 . 1.408(3) ?
C3 C8 . 1.416(3) ?
C4 C5 . 1.381(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.391(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.348(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.422(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.409(3) ?
C9 C10 . 1.361(3) ?
C9 H9 . 0.9300 ?
C10 H10 . 0.9300 ?
C11 N1 . 1.296(2) ?
C11 H11 . 0.9300 ?
C12 N1 . 1.462(2) ?
C12 C13 . 1.521(3) ?
C12 C14 . 1.531(3) ?
C12 H12 . 0.9800 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 O2 . 1.242(3) ?
C14 O3 . 1.259(3) ?
C15 S1 . 1.762(3) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 S1 . 1.768(3) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
N1 Zn1 . 2.0119(18) yes
O1 Zn1 . 2.0040(15) yes
O2 Zn1 . 2.1891(16) yes
O3 Zn1 2_656 1.9560(15) yes
O4 S1 . 1.5184(18) ?
O4 Zn1 . 2.0520(17) yes
Zn1 O3 2_646 1.9560(15) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
O1 C1 C2 C11 . -0.5(4)
C10 C1 C2 C11 . 179.8(2)
O1 C1 C2 C3 . 178.2(2)
C10 C1 C2 C3 . -1.4(3)
C1 C2 C3 C4 . 179.0(2)
C11 C2 C3 C4 . -2.2(4)
C1 C2 C3 C8 . -1.5(3)
C11 C2 C3 C8 . 177.3(2)
C8 C3 C4 C5 . -1.7(4)
C2 C3 C4 C5 . 177.8(3)
C3 C4 C5 C6 . -0.8(4)
C4 C5 C6 C7 . 2.2(4)
C5 C6 C7 C8 . -1.1(4)
C4 C3 C8 C9 . -177.1(2)
C2 C3 C8 C9 . 3.4(3)
C4 C3 C8 C7 . 2.8(3)
C2 C3 C8 C7 . -176.7(2)
C6 C7 C8 C9 . 178.4(2)
C6 C7 C8 C3 . -1.4(4)
C3 C8 C9 C10 . -2.4(4)
C7 C8 C9 C10 . 177.7(2)
C8 C9 C10 C1 . -0.6(4)
O1 C1 C10 C9 . -177.2(2)
C2 C1 C10 C9 . 2.5(3)
C1 C2 C11 N1 . 5.6(4)
C3 C2 C11 N1 . -173.2(2)
N1 C12 C14 O2 . -15.1(3)
C13 C12 C14 O2 . 106.5(2)
N1 C12 C14 O3 . 165.76(17)
C13 C12 C14 O3 . -72.7(3)
C2 C11 N1 C12 . 178.6(2)
C2 C11 N1 Zn1 . 10.9(3)
C13 C12 N1 C11 . 89.0(2)
C14 C12 N1 C11 . -150.37(18)
C13 C12 N1 Zn1 . -102.1(2)
C14 C12 N1 Zn1 . 18.5(2)
C2 C1 O1 Zn1 . -20.7(3)
C10 C1 O1 Zn1 . 158.98(16)
O3 C14 O2 Zn1 . -175.97(16)
C12 C14 O2 Zn1 . 4.9(2)
O2 C14 O3 Zn1 2_656 16.7(3)
C12 C14 O3 Zn1 2_656 -164.18(13)
Zn1 O4 S1 C15 . 23.79(18)
Zn1 O4 S1 C16 . -80.64(17)
C1 O1 Zn1 O3 2_646 165.79(17)
C1 O1 Zn1 N1 . 26.85(17)
C1 O1 Zn1 O4 . -91.96(18)
C1 O1 Zn1 O2 . 12.5(4)
C11 N1 Zn1 O3 2_646 -122.75(17)
C12 N1 Zn1 O3 2_646 69.40(17)
C11 N1 Zn1 O1 . -21.72(17)
C12 N1 Zn1 O1 . 170.43(14)
C11 N1 Zn1 O4 . 74.31(18)
C12 N1 Zn1 O4 . -93.54(15)
C11 N1 Zn1 O2 . 154.80(18)
C12 N1 Zn1 O2 . -13.05(14)
S1 O4 Zn1 O3 2_646 -170.20(14)
S1 O4 Zn1 O1 . 89.82(14)
S1 O4 Zn1 N1 . -1.61(17)
S1 O4 Zn1 O2 . -76.72(14)
C14 O2 Zn1 O3 2_646 -134.50(15)
C14 O2 Zn1 O1 . 19.0(4)
C14 O2 Zn1 N1 . 4.39(14)
C14 O2 Zn1 O4 . 124.51(15)
