#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:19:12 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179837 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/33/7013395.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_7013395
loop_
_publ_author_name
'Burke, Nichola J.'
'Burrows, Andrew D.'
'Donovan, Adele S.'
'Harrington, Ross W.'
'Mahon, Mary F.'
'Price, Caroline E.'
_publ_section_title
;
 Zinc dicarboxylate polymers and dimers: thiourea substitution as a
 tool in supramolecular synthesis
;
_journal_issue                   20
_journal_name_full               'Dalton Transactions'
_journal_page_first              3840
_journal_paper_doi               10.1039/b307420j
_journal_year                    2003
_chemical_formula_sum            'C14 H20 N4 O4 S2 Zn'
_chemical_formula_weight         437.83
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 97.927(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.5790(2)
_cell_length_b                   13.3430(5)
_cell_length_c                   21.2060(9)
_cell_measurement_temperature    150(2)
_cell_volume                     1843.75(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.1249
_diffrn_reflns_av_sigmaI/netI    0.0935
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19001
_diffrn_reflns_theta_full        27.13
_diffrn_reflns_theta_max         27.13
_diffrn_reflns_theta_min         4.17
_exptl_absorpt_coefficient_mu    1.585
_exptl_absorpt_correction_T_max  0.9614
_exptl_absorpt_correction_T_min  0.8576
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.0045(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4048
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.266
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0498
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0251P)²+1.8153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                2589
_reflns_number_total             4048
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307420j.txt
_cod_data_source_block           compound4_k01rwh10
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7013395
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.54832(9) 0.42419(4) -0.19923(3) 0.0212(2) Uani 1 1 d . . .
S1 S 0.6158(2) 0.57527(10) -0.14451(6) 0.0245(3) Uani 1 1 d . . .
S2 S 0.2008(2) 0.38258(9) -0.21099(7) 0.0259(3) Uani 1 1 d . . .
N1 N 0.3752(7) 0.4933(3) -0.0682(2) 0.0245(10) Uani 1 1 d . . .
H1 H 0.453(8) 0.445(4) -0.072(2) 0.014(13) Uiso 1 1 d D . .
N2 N 0.3323(8) 0.6617(3) -0.0866(2) 0.0306(11) Uani 1 1 d D . .
H2A H 0.278(7) 0.669(3) -0.0520(15) 0.023(15) Uiso 1 1 d D . .
H2B H 0.334(9) 0.713(3) -0.111(2) 0.040(18) Uiso 1 1 d D . .
N3 N -0.0023(7) 0.2203(3) -0.2487(2) 0.0264(10) Uani 1 1 d D . .
H3 H -0.094(7) 0.267(3) -0.259(3) 0.035(17) Uiso 1 1 d D . .
N4 N 0.3348(7) 0.1924(3) -0.2107(2) 0.0254(10) Uani 1 1 d D . .
H4A H 0.338(8) 0.132(2) -0.225(3) 0.040(18) Uiso 1 1 d D . .
H4B H 0.452(5) 0.219(3) -0.198(2) 0.027(15) Uiso 1 1 d D . .
O1 O 0.7035(5) 0.3063(3) -0.16490(16) 0.0232(8) Uani 1 1 d . . .
O2 O 0.6650(6) 0.3295(3) -0.06251(17) 0.0321(9) Uani 1 1 d . . .
O3 O 0.6288(6) 0.0259(3) 0.21954(15) 0.0240(8) Uani 1 1 d . . .
O4 O 0.6435(6) 0.1786(3) 0.17955(16) 0.0260(8) Uani 1 1 d . . .
C1 C 0.4257(8) 0.5764(4) -0.0959(2) 0.0218(10) Uani 1 1 d . . .
C2 C 0.1907(9) 0.4822(4) -0.0377(3) 0.0304(13) Uani 1 1 d . . .
H2C H 0.2102 0.5166 0.0035 0.046 Uiso 1 1 calc R . .
H2D H 0.1646 0.4109 -0.0312 0.046 Uiso 1 1 calc R . .
H2E H 0.0734 0.5117 -0.0649 0.046 Uiso 1 1 calc R . .
C3 C 0.1806(8) 0.2548(4) -0.2252(2) 0.0201(10) Uani 1 1 d . . .
C4 C -0.0527(9) 0.1154(4) -0.2587(3) 0.0284(12) Uani 1 1 d . . .
H4C H 0.0181 0.0890 -0.2928 0.043 Uiso 1 1 calc R . .
H4D H -0.2013 0.1082 -0.2705 0.043 Uiso 1 1 calc R . .
H4E H -0.0091 0.0781 -0.2193 0.043 Uiso 1 1 calc R . .
C5 C 0.7362(8) 0.2845(4) -0.1053(2) 0.0226(11) Uani 1 1 d . . .
C6 C 0.8747(10) 0.1929(4) -0.0905(3) 0.0344(14) Uani 1 1 d . . .
H6A H 0.8058 0.1342 -0.1126 0.041 Uiso 1 1 calc R . .
H6B H 1.0036 0.2043 -0.1085 0.041 Uiso 1 1 calc R . .
C7 C 0.9288(9) 0.1672(4) -0.0209(2) 0.0276(12) Uani 1 1 d . . .
C8 C 1.1188(9) 0.1926(4) 0.0119(3) 0.0346(14) Uani 1 1 d . . .
H8 H 1.2163 0.2258 -0.0099 0.041 Uiso 1 1 calc R . .
C9 C 1.1683(9) 0.1702(4) 0.0757(3) 0.0349(14) Uani 1 1 d . . .
H9 H 1.2986 0.1884 0.0977 0.042 Uiso 1 1 calc R . .
C10 C 1.0270(9) 0.1208(4) 0.1077(3) 0.0315(13) Uani 1 1 d . . .
H10 H 1.0614 0.1055 0.1516 0.038 Uiso 1 1 calc R . .
C11 C 0.8362(8) 0.0939(4) 0.0760(2) 0.0242(12) Uani 1 1 d . . .
C12 C 0.7901(9) 0.1179(4) 0.0124(2) 0.0271(12) Uani 1 1 d . . .
H12 H 0.6593 0.1001 -0.0096 0.033 Uiso 1 1 calc R . .
C14 C 0.6523(8) 0.0863(4) 0.1746(2) 0.0214(11) Uani 1 1 d . . .
C15 C 0.6847(9) 0.0392(4) 0.1114(2) 0.0282(12) Uani 1 1 d . . .
H15A H 0.7332 -0.0305 0.1194 0.034 Uiso 1 1 calc R . .
H15B H 0.5508 0.0361 0.0837 0.034 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
O1 Zn1 O3 113.83(15) . 4_565 ?
O1 Zn1 S2 107.55(11) . . ?
O3 Zn1 S2 111.21(11) 4_565 . ?
O1 Zn1 S1 117.00(11) . . ?
O3 Zn1 S1 94.93(10) 4_565 . ?
S2 Zn1 S1 112.00(5) . . ?
C1 S1 Zn1 101.55(18) . . ?
C3 S2 Zn1 107.67(18) . . ?
C1 N1 C2 124.0(5) . . ?
C3 N3 C4 124.8(5) . . ?
C5 O1 Zn1 123.7(3) . . ?
C14 O3 Zn1 120.7(3) . 4_566 ?
N1 C1 N2 120.5(5) . . ?
N1 C1 S1 120.4(4) . . ?
N2 C1 S1 119.1(4) . . ?
N4 C3 N3 120.0(5) . . ?
N4 C3 S2 122.9(4) . . ?
N3 C3 S2 116.9(4) . . ?
O2 C5 O1 125.7(5) . . ?
O2 C5 C6 120.9(4) . . ?
O1 C5 C6 113.4(4) . . ?
C7 C6 C5 115.8(4) . . ?
C8 C7 C12 118.1(5) . . ?
C8 C7 C6 120.6(5) . . ?
C12 C7 C6 121.3(5) . . ?
C9 C8 C7 120.9(5) . . ?
C8 C9 C10 119.9(5) . . ?
C11 C10 C9 120.5(5) . . ?
C12 C11 C10 118.4(5) . . ?
C12 C11 C15 121.7(5) . . ?
C10 C11 C15 119.9(5) . . ?
C11 C12 C7 122.3(5) . . ?
O4 C14 O3 123.6(4) . . ?
O4 C14 C15 120.0(4) . . ?
O3 C14 C15 116.3(4) . . ?
C11 C15 C14 114.8(4) . . ?
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
Zn1 O1 1.959(3) . ?
Zn1 O3 1.986(3) 4_565 ?
Zn1 S2 2.3324(15) . ?
Zn1 S1 2.3378(14) . ?
S1 C1 1.728(5) . ?
S2 C3 1.733(5) . ?
N1 C1 1.318(7) . ?
N1 C2 1.459(7) . ?
N2 C1 1.321(7) . ?
N3 C3 1.320(7) . ?
N3 C4 1.446(6) . ?
N4 C3 1.315(6) . ?
O1 C5 1.286(6) . ?
O2 C5 1.233(6) . ?
O3 C14 1.275(6) . ?
O3 Zn1 1.986(3) 4_566 ?
O4 C14 1.238(6) . ?
C5 C6 1.531(7) . ?
C6 C7 1.509(7) . ?
C7 C8 1.386(8) . ?
C7 C12 1.393(7) . ?
C8 C9 1.380(8) . ?
C9 C10 1.390(8) . ?
C10 C11 1.387(8) . ?
C11 C12 1.380(7) . ?
C11 C15 1.515(7) . ?
C14 C15 1.521(7) . ?
