#------------------------------------------------------------------------------
#$Date: 2018-09-26 06:29:44 +0300 (Wed, 26 Sep 2018) $
#$Revision: 211175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/26/8102677.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_8102677
loop_
_publ_author_name
'Guan-Feng Li'
'Xin-Hong Chang'
_publ_section_title
;
 Crystal structure of bis[(hydrogen
 5-methylisophthalato)-(2,5-bis(4-pyridyl)-1,3,4-thiadiazole)]zinc(II)
 dihydrate, Zn(C9H7O4)2(C12H8N4S)2 · 2H2O
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              31
_journal_volume                  225
_journal_year                    2010
_chemical_formula_sum            'C42 H34 N8 O10 S2 Zn'
_chemical_formula_weight         940.26
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 112.0110(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   35.004(4)
_cell_length_b                   8.1439(9)
_cell_length_c                   15.7788(17)
_cell_measurement_reflns_used    4302
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.20
_cell_measurement_theta_min      2.51
_cell_volume                     4170.2(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15358
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_T_max  0.9321
_exptl_absorpt_correction_T_min  0.7939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0327
_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)+(0.0402P)²+3.4558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0863
_reflns_number_gt                3150
_reflns_number_total             3880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2939.cff
_cod_data_source_block           a
_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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8102677
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.5000 0.67678(4) 0.7500 0.02897(12) Uani 1 2 d S . .
S1 S 0.353536(17) 1.17790(8) 0.38426(4) 0.03864(16) Uani 1 1 d . . .
O1 O 0.46129(5) 0.5670(2) 0.79349(10) 0.0403(4) Uani 1 1 d . . .
O2 O 0.43408(6) 0.4767(3) 0.65195(12) 0.0587(5) Uani 1 1 d . . .
O3 O 0.31009(6) 0.1450(3) 0.55093(12) 0.0593(5) Uani 1 1 d . . .
H3 H 0.2913 0.0916 0.5140 0.089 Uiso 1 1 calc R . .
O4 O 0.27611(6) 0.0897(3) 0.64207(13) 0.0616(5) Uani 1 1 d . . .
N1 N 0.47180(5) 0.8317(2) 0.64256(12) 0.0307(4) Uani 1 1 d . . .
N2 N 0.40711(6) 1.0723(3) 0.32419(13) 0.0427(5) Uani 1 1 d . . .
N3 N 0.37769(6) 1.1499(3) 0.25165(13) 0.0430(5) Uani 1 1 d . . .
N4 N 0.24957(6) 1.4792(3) 0.07870(14) 0.0461(5) Uani 1 1 d . . .
C1 C 0.40021(6) 0.4080(3) 0.75167(14) 0.0302(5) Uani 1 1 d . . .
C2 C 0.36971(6) 0.3210(3) 0.68313(15) 0.0334(5) Uani 1 1 d . . .
H2 H 0.3708 0.3120 0.6254 0.040 Uiso 1 1 calc R . .
C3 C 0.33771(6) 0.2480(3) 0.70088(15) 0.0343(5) Uani 1 1 d . . .
C4 C 0.33596(7) 0.2648(3) 0.78669(16) 0.0378(5) Uani 1 1 d . . .
H4 H 0.3143 0.2166 0.7982 0.045 Uiso 1 1 calc R . .
C5 C 0.36565(7) 0.3517(3) 0.85603(15) 0.0354(5) Uani 1 1 d . . .
C6 C 0.39791(6) 0.4222(3) 0.83740(14) 0.0331(5) Uani 1 1 d . . .
H6 H 0.4183 0.4799 0.8832 0.040 Uiso 1 1 calc R . .
C7 C 0.43393(6) 0.4874(3) 0.72960(15) 0.0337(5) Uani 1 1 d . . .
C8 C 0.30461(7) 0.1536(3) 0.62886(17) 0.0427(6) Uani 1 1 d . . .
C9 C 0.36233(8) 0.3709(3) 0.94840(17) 0.0521(7) Uani 1 1 d . . .
H9A H 0.3423 0.4537 0.9447 0.078 Uiso 1 1 calc R . .
H9B H 0.3886 0.4027 0.9929 0.078 Uiso 1 1 calc R . .
H9C H 0.3540 0.2684 0.9662 0.078 Uiso 1 1 calc R . .
C10 C 0.47951(7) 0.8169(3) 0.56583(14) 0.0334(5) Uani 1 1 d . . .
H10 H 0.5013 0.7503 0.5668 0.040 Uiso 1 1 calc R . .
C11 C 0.45672(6) 0.8957(3) 0.48601(14) 0.0326(5) Uani 1 1 d . . .
H11 H 0.4628 0.8815 0.4340 0.039 Uiso 1 1 calc R . .
C12 C 0.42456(6) 0.9966(3) 0.48380(14) 0.0308(5) Uani 1 1 d . . .
C13 C 0.41715(8) 1.0145(3) 0.56342(16) 0.0466(6) Uani 1 1 d . . .
H13 H 0.3960 1.0822 0.5647 0.056 Uiso 1 1 calc R . .
C14 C 0.44138(7) 0.9315(3) 0.64074(16) 0.0441(6) Uani 1 1 d . . .
H14 H 0.4363 0.9456 0.6941 0.053 Uiso 1 1 calc R . .
C15 C 0.39874(6) 1.0762(3) 0.39774(15) 0.0335(5) Uani 1 1 d . . .
C16 C 0.34797(7) 1.2105(3) 0.27236(15) 0.0340(5) Uani 1 1 d . . .
C17 C 0.25144(7) 1.4571(3) 0.16366(18) 0.0458(6) Uani 1 1 d . . .
H17 H 0.2309 1.5034 0.1799 0.055 Uiso 1 1 calc R . .
C18 C 0.28228(7) 1.3693(3) 0.22913(17) 0.0407(6) Uani 1 1 d . . .
H18 H 0.2821 1.3556 0.2875 0.049 Uiso 1 1 calc R . .
C19 C 0.31335(7) 1.3021(3) 0.20611(15) 0.0349(5) Uani 1 1 d . . .
C20 C 0.31160(8) 1.3239(3) 0.11782(17) 0.0465(6) Uani 1 1 d . . .
H20 H 0.3318 1.2794 0.0998 0.056 Uiso 1 1 calc R . .
C21 C 0.27947(8) 1.4125(3) 0.05682(17) 0.0520(7) Uani 1 1 d . . .
H21 H 0.2786 1.4264 -0.0024 0.062 Uiso 1 1 calc R . .
O5 O 0.47696(8) 0.3773(3) 0.54363(17) 0.0996(9) Uani 1 1 d . . .
H1W H 0.4620 0.3877 0.5743 0.149 Uiso 1 1 d R . .
H2W H 0.5016 0.3897 0.5784 0.149 Uiso 1 1 d 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'
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
_geom_angle_publ_flag
O1 Zn1 O1 125.43(10) 2_656 . ?
O1 Zn1 N1 113.03(7) 2_656 2_656 ?
O1 Zn1 N1 100.03(7) . 2_656 ?
O1 Zn1 N1 100.03(7) 2_656 . ?
O1 Zn1 N1 113.03(7) . . ?
N1 Zn1 N1 103.86(10) 2_656 . ?
C16 S1 C15 86.94(10) . . ?
C7 O1 Zn1 111.67(14) . . ?
C8 O3 H3 109.5 . . ?
C14 N1 C10 117.75(19) . . ?
C14 N1 Zn1 121.86(15) . . ?
C10 N1 Zn1 119.65(14) . . ?
C15 N2 N3 112.54(18) . . ?
C16 N3 N2 112.72(19) . . ?
C17 N4 C21 117.3(2) . . ?
C6 C1 C2 119.37(19) . . ?
C6 C1 C7 121.92(19) . . ?
C2 C1 C7 118.69(19) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.4(2) . . ?
C4 C3 C8 119.2(2) . . ?
C2 C3 C8 121.4(2) . . ?
C3 C4 C5 121.8(2) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 118.1(2) . . ?
C4 C5 C9 120.5(2) . . ?
C6 C5 C9 121.4(2) . . ?
C1 C6 C5 121.2(2) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
O2 C7 O1 122.7(2) . . ?
O2 C7 C1 119.9(2) . . ?
O1 C7 C1 117.32(19) . . ?
O4 C8 O3 123.8(2) . . ?
O4 C8 C3 122.9(2) . . ?
O3 C8 C3 113.3(2) . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 122.8(2) . . ?
N1 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C10 C11 C12 119.3(2) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C13 C12 C11 117.9(2) . . ?
C13 C12 C15 122.2(2) . . ?
C11 C12 C15 119.88(19) . . ?
C14 C13 C12 119.4(2) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
N1 C14 C13 122.8(2) . . ?
N1 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
N2 C15 C12 123.20(19) . . ?
N2 C15 S1 113.87(16) . . ?
C12 C15 S1 122.90(16) . . ?
N3 C16 C19 122.5(2) . . ?
N3 C16 S1 113.92(16) . . ?
C19 C16 S1 123.54(17) . . ?
N4 C17 C18 123.6(2) . . ?
N4 C17 H17 118.2 . . ?
C18 C17 H17 118.2 . . ?
C17 C18 C19 118.7(2) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C20 118.1(2) . . ?
C18 C19 C16 122.2(2) . . ?
C20 C19 C16 119.6(2) . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
N4 C21 C20 123.1(2) . . ?
N4 C21 H21 118.4 . . ?
C20 C21 H21 118.4 . . ?
H1W O5 H2W 108.9 . . ?
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 1.9504(15) 2_656 ?
Zn1 O1 1.9504(15) . ?
Zn1 N1 2.0459(17) 2_656 ?
Zn1 N1 2.0459(17) . ?
S1 C16 1.723(2) . ?
S1 C15 1.727(2) . ?
O1 C7 1.276(3) . ?
O2 C7 1.230(3) . ?
O3 C8 1.316(3) . ?
O3 H3 0.8200 . ?
O4 C8 1.211(3) . ?
N1 C14 1.331(3) . ?
N1 C10 1.341(3) . ?
N2 C15 1.299(3) . ?
N2 N3 1.373(3) . ?
N3 C16 1.299(3) . ?
N4 C17 1.330(3) . ?
N4 C21 1.334(3) . ?
C1 C6 1.390(3) . ?
C1 C2 1.395(3) . ?
C1 C7 1.497(3) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(3) . ?
C3 C8 1.496(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(3) . ?
C5 C9 1.513(3) . ?
C6 H6 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.372(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(3) . ?
C12 C15 1.470(3) . ?
C13 C14 1.375(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16 C19 1.472(3) . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.383(3) . ?
C20 C21 1.379(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
O5 H1W 0.8385 . ?
O5 H2W 0.8379 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2W O1 0.84 2.43 3.082(3) 135.6 2_656
O5 H1W O2 0.84 1.97 2.784(3) 163.3 .
O3 H3 N4 0.82 1.86 2.677(2) 174.2 4_535
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Zn1 O1 C7 -65.82(14) 2_656 . . . ?
N1 Zn1 O1 C7 166.34(15) 2_656 . . . ?
N1 Zn1 O1 C7 56.50(16) . . . . ?
O1 Zn1 N1 C14 178.30(18) 2_656 . . . ?
O1 Zn1 N1 C14 42.7(2) . . . . ?
N1 Zn1 N1 C14 -64.78(17) 2_656 . . . ?
O1 Zn1 N1 C10 8.35(17) 2_656 . . . ?
O1 Zn1 N1 C10 -127.28(16) . . . . ?
N1 Zn1 N1 C10 125.27(18) 2_656 . . . ?
C15 N2 N3 C16 0.1(3) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
C7 C1 C2 C3 -179.1(2) . . . . ?
C1 C2 C3 C4 1.2(3) . . . . ?
C1 C2 C3 C8 -179.9(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C8 C3 C4 C5 -179.7(2) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C3 C4 C5 C9 178.6(2) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
C7 C1 C6 C5 178.1(2) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C9 C5 C6 C1 -178.2(2) . . . . ?
Zn1 O1 C7 O2 3.5(3) . . . . ?
Zn1 O1 C7 C1 -175.30(15) . . . . ?
C6 C1 C7 O2 -177.5(2) . . . . ?
C2 C1 C7 O2 0.8(3) . . . . ?
C6 C1 C7 O1 1.4(3) . . . . ?
C2 C1 C7 O1 179.6(2) . . . . ?
C4 C3 C8 O4 -0.4(4) . . . . ?
C2 C3 C8 O4 -179.4(2) . . . . ?
C4 C3 C8 O3 -179.2(2) . . . . ?
C2 C3 C8 O3 1.8(3) . . . . ?
C14 N1 C10 C11 -2.0(3) . . . . ?
Zn1 N1 C10 C11 168.32(17) . . . . ?
N1 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C10 C11 C12 C15 -177.4(2) . . . . ?
C11 C12 C13 C14 -0.6(4) . . . . ?
C15 C12 C13 C14 177.4(2) . . . . ?
C10 N1 C14 C13 2.1(4) . . . . ?
Zn1 N1 C14 C13 -168.1(2) . . . . ?
C12 C13 C14 N1 -0.8(4) . . . . ?
N3 N2 C15 C12 177.6(2) . . . . ?
N3 N2 C15 S1 -0.3(3) . . . . ?
C13 C12 C15 N2 174.1(2) . . . . ?
C11 C12 C15 N2 -7.9(3) . . . . ?
C13 C12 C15 S1 -8.1(3) . . . . ?
C11 C12 C15 S1 169.83(17) . . . . ?
C16 S1 C15 N2 0.32(19) . . . . ?
C16 S1 C15 C12 -177.6(2) . . . . ?
N2 N3 C16 C19 178.8(2) . . . . ?
N2 N3 C16 S1 0.1(3) . . . . ?
C15 S1 C16 N3 -0.25(19) . . . . ?
C15 S1 C16 C19 -178.9(2) . . . . ?
C21 N4 C17 C18 -0.3(4) . . . . ?
N4 C17 C18 C19 0.9(4) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?
C17 C18 C19 C16 178.3(2) . . . . ?
N3 C16 C19 C18 -178.6(2) . . . . ?
S1 C16 C19 C18 -0.1(3) . . . . ?
N3 C16 C19 C20 0.8(4) . . . . ?
S1 C16 C19 C20 179.30(19) . . . . ?
C18 C19 C20 C21 0.7(4) . . . . ?
C16 C19 C20 C21 -178.8(2) . . . . ?
C17 N4 C21 C20 -0.2(4) . . . . ?
C19 C20 C21 N4 0.0(4) . . . . ?
