#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/25/8102561.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_8102561
loop_
_publ_author_name
'Hui-Ling Li'
'Yu-Ting Wang'
_publ_section_title
;
 Crystal structure of
 monoaqua-(5-bromoisophthalato)-(1,2-bi(4-pyridyl)ethane)zinc(II),
 Zn(H2O)(C8H3O4Br)(C12H12N2)
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              683
_journal_volume                  224
_journal_year                    2009
_chemical_formula_sum            'C20 H17 Br N2 O5 Zn'
_chemical_formula_weight         510.64
_chemical_name_systematic
;
monoaqua-(5- bromoisophthalic acid)(1,2-bi(4-pyridyl)
ethane)zinc(II), [Zn(C₈H₃O₄Br)(C₁₂H₁₂N₂)(H₂O)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.706(7)
_cell_angle_beta                 90.431(7)
_cell_angle_gamma                114.255(7)
_cell_formula_units_Z            2
_cell_length_a                   8.036(5)
_cell_length_b                   9.673(6)
_cell_length_c                   14.549(9)
_cell_measurement_reflns_used    2964
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     983.5(11)
_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      294(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7360
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.42
_exptl_absorpt_coefficient_mu    3.315
_exptl_absorpt_correction_T_max  0.8259
_exptl_absorpt_correction_T_min  0.3899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3638
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0295
_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)+(0.0344P)²+0.6031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0741
_reflns_number_gt                2975
_reflns_number_total             3638
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2775.cff
_cod_data_source_block           bb
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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      P-1
_cod_database_code               8102561
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.06952(4) 0.32842(4) 0.47614(2) 0.03422(11) Uani 1 2 i d . . .
Br1 Br 0.18433(5) -0.33982(4) 0.09478(2) 0.04779(12) Uani 1 2 i d . . .
O1 O 0.1294(3) -0.4920(2) 0.42635(15) 0.0397(5) Uani 1 2 i d . . .
O2 O 0.4082(3) -0.3675(3) 0.51157(15) 0.0433(5) Uani 1 2 i d . . .
O3 O 0.8316(3) 0.1439(2) 0.44389(15) 0.0374(5) Uani 1 2 i d . . .
O4 O 0.7862(4) 0.1661(3) 0.29873(17) 0.0649(8) Uani 1 2 i d . . .
O5 O 1.2363(3) 0.2280(3) 0.41077(14) 0.0419(5) Uani 1 2 i d D . .
H1W H 1.2344 0.2268 0.3542 0.063 Uiso 1 2 i d RD . .
H2W H 1.3422 0.2789 0.4406 0.063 Uiso 1 2 i d RD . .
N1 N 1.1394(3) 0.3288(3) 0.61052(16) 0.0331(5) Uani 1 2 i d . . .
N2 N 1.2545(5) 0.2063(3) 1.2179(2) 0.0562(8) Uani 1 2 i d . . .
C1 C 0.3564(4) -0.2884(3) 0.37614(19) 0.0256(6) Uani 1 2 i d . . .
C2 C 0.5145(4) -0.1452(3) 0.40148(19) 0.0272(6) Uani 1 2 i d . . .
H2 H 0.5828 -0.1078 0.4620 0.033 Uiso 1 2 i calc R . .
C3 C 0.5702(4) -0.0585(3) 0.3368(2) 0.0276(6) Uani 1 2 i d . . .
C4 C 0.4709(4) -0.1167(3) 0.2457(2) 0.0297(6) Uani 1 2 i d . . .
H4 H 0.5089 -0.0606 0.2012 0.036 Uiso 1 2 i calc R . .
C5 C 0.3155(4) -0.2587(3) 0.22206(19) 0.0300(6) Uani 1 2 i d . . .
C6 C 0.2541(4) -0.3440(3) 0.2865(2) 0.0303(6) Uani 1 2 i d . . .
H6 H 0.1458 -0.4374 0.2699 0.036 Uiso 1 2 i calc R . .
C7 C 0.2980(4) -0.3872(3) 0.4450(2) 0.0303(6) Uani 1 2 i d . . .
C8 C 0.7418(4) 0.0968(3) 0.3599(2) 0.0349(7) Uani 1 2 i d . . .
C9 C 1.0569(4) 0.1961(3) 0.6350(2) 0.0352(7) Uani 1 2 i d . . .
H9 H 0.9690 0.1067 0.5896 0.042 Uiso 1 2 i calc R . .
C10 C 1.0955(4) 0.1847(4) 0.7244(2) 0.0380(7) Uani 1 2 i d . . .
H10 H 1.0334 0.0893 0.7382 0.046 Uiso 1 2 i calc R . .
C11 C 1.2249(4) 0.3131(4) 0.7930(2) 0.0355(7) Uani 1 2 i d . . .
C12 C 1.3124(6) 0.4489(4) 0.7662(2) 0.0708(13) Uani 1 2 i d . . .
H12 H 1.4039 0.5388 0.8095 0.085 Uiso 1 2 i calc R . .
C13 C 1.2667(6) 0.4537(4) 0.6768(2) 0.0661(12) Uani 1 2 i d . . .
H13 H 1.3271 0.5480 0.6615 0.079 Uiso 1 2 i calc R . .
C14 C 1.2753(5) 0.3151(4) 0.8938(2) 0.0386(7) Uani 1 2 i d . . .
H14A H 1.2511 0.3964 0.9394 0.046 Uiso 1 2 i calc R . .
H14B H 1.4065 0.3454 0.9040 0.046 Uiso 1 2 i calc R . .
C15 C 1.1739(5) 0.1587(4) 0.9159(2) 0.0464(8) Uani 1 2 i d . . .
H15A H 1.0429 0.1184 0.8959 0.056 Uiso 1 2 i calc R . .
H15B H 1.2149 0.0816 0.8791 0.056 Uiso 1 2 i calc R . .
C16 C 1.1286(6) 0.2409(4) 1.1811(2) 0.0542(10) Uani 1 2 i d . . .
H16 H 1.0555 0.2744 1.2222 0.065 Uiso 1 2 i calc R . .
C17 C 1.1020(5) 0.2292(4) 1.0852(2) 0.0508(9) Uani 1 2 i d . . .
H17 H 1.0140 0.2562 1.0632 0.061 Uiso 1 2 i calc R . .
C18 C 1.2061(5) 0.1772(4) 1.0214(2) 0.0434(8) Uani 1 2 i d . . .
C19 C 1.3384(6) 0.1434(4) 1.0601(3) 0.0561(10) Uani 1 2 i d . . .
H19 H 1.4135 0.1095 1.0207 0.067 Uiso 1 2 i calc R . .
C20 C 1.3576(6) 0.1607(4) 1.1575(3) 0.0597(10) Uani 1 2 i d . . .
H20 H 1.4482 0.1391 1.1822 0.072 Uiso 1 2 i 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'
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'
Br Br -0.2901 2.4595 '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 123.76(9) 1_665 . ?
O1 Zn1 N1 128.69(9) 1_665 . ?
O3 Zn1 N1 98.85(9) . . ?
O1 Zn1 O5 102.30(9) 1_665 . ?
O3 Zn1 O5 100.84(10) . . ?
N1 Zn1 O5 95.35(10) . . ?
C7 O1 Zn1 116.84(18) . 1_445 ?
C8 O3 Zn1 119.07(17) . . ?
Zn1 O5 H1W 109.5 . . ?
Zn1 O5 H2W 109.2 . . ?
H1W O5 H2W 111.7 . . ?
C9 N1 C13 116.7(3) . . ?
C9 N1 Zn1 118.91(19) . . ?
C13 N1 Zn1 124.3(2) . . ?
C20 N2 C16 116.8(3) . . ?
C6 C1 C2 120.1(2) . . ?
C6 C1 C7 119.3(2) . . ?
C2 C1 C7 120.6(2) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 C8 122.5(3) . . ?
C4 C3 C8 117.7(2) . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 122.0(3) . . ?
C4 C5 Br1 118.4(2) . . ?
C6 C5 Br1 119.5(2) . . ?
C5 C6 C1 118.8(2) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
O2 C7 O1 124.2(2) . . ?
O2 C7 C1 120.9(2) . . ?
O1 C7 C1 114.9(2) . . ?
O4 C8 O3 125.1(3) . . ?
O4 C8 C3 119.4(3) . . ?
O3 C8 C3 115.5(2) . . ?
N1 C9 C10 123.1(3) . . ?
N1 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C11 C10 C9 120.3(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 116.1(3) . . ?
C10 C11 C14 124.8(3) . . ?
C12 C11 C14 119.1(3) . . ?
C13 C12 C11 120.9(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
N1 C13 C12 122.8(3) . . ?
N1 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
C11 C14 C15 115.2(3) . . ?
C11 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C11 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C18 C15 C14 112.0(3) . . ?
C18 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
C18 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
N2 C16 C17 123.1(4) . . ?
N2 C16 H16 118.4 . . ?
C17 C16 H16 118.4 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 116.6(3) . . ?
C17 C18 C15 120.6(3) . . ?
C19 C18 C15 122.8(3) . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
N2 C20 C19 123.9(4) . . ?
N2 C20 H20 118.1 . . ?
C19 C20 H20 118.1 . . ?
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 1.943(2) 1_665 ?
Zn1 O3 1.947(2) . ?
Zn1 N1 2.029(3) . ?
Zn1 O5 2.057(2) . ?
Br1 C5 1.913(3) . ?
O1 C7 1.286(3) . ?
O1 Zn1 1.943(2) 1_445 ?
O2 C7 1.228(3) . ?
O3 C8 1.279(4) . ?
O4 C8 1.225(3) . ?
O5 H1W 0.8200 . ?
O5 H2W 0.8306 . ?
N1 C9 1.329(4) . ?
N1 C13 1.332(4) . ?
N2 C20 1.324(5) . ?
N2 C16 1.338(5) . ?
C1 C6 1.381(4) . ?
C1 C2 1.392(4) . ?
C1 C7 1.514(4) . ?
C2 C3 1.384(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(4) . ?
C3 C8 1.513(4) . ?
C4 C5 1.376(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(4) . ?
C6 H6 0.9300 . ?
C9 C10 1.379(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.368(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.376(4) . ?
C11 C14 1.511(4) . ?
C12 C13 1.367(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.520(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C18 1.505(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.375(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(5) . ?
C19 C20 1.382(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
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 H1W N2 0.82 1.95 2.767(4) 170.9 1_554
O5 H2W O2 0.83 1.87 2.687(3) 168.9 2_756
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 O3 C8 33.3(3) 1_665 . . . ?
N1 Zn1 O3 C8 -176.8(2) . . . . ?
O5 Zn1 O3 C8 -79.5(2) . . . . ?
O1 Zn1 N1 C9 167.8(2) 1_665 . . . ?
O3 Zn1 N1 C9 20.1(2) . . . . ?
O5 Zn1 N1 C9 -81.8(2) . . . . ?
O1 Zn1 N1 C13 -13.6(4) 1_665 . . . ?
O3 Zn1 N1 C13 -161.3(3) . . . . ?
O5 Zn1 N1 C13 96.9(3) . . . . ?
C6 C1 C2 C3 -0.3(4) . . . . ?
C7 C1 C2 C3 177.8(3) . . . . ?
C1 C2 C3 C4 -1.8(4) . . . . ?
C1 C2 C3 C8 -179.3(3) . . . . ?
C2 C3 C4 C5 1.5(4) . . . . ?
C8 C3 C4 C5 179.2(3) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C3 C4 C5 Br1 -178.3(2) . . . . ?
C4 C5 C6 C1 -2.8(4) . . . . ?
Br1 C5 C6 C1 176.3(2) . . . . ?
C2 C1 C6 C5 2.5(4) . . . . ?
C7 C1 C6 C5 -175.6(3) . . . . ?
Zn1 O1 C7 O2 -21.4(4) 1_445 . . . ?
Zn1 O1 C7 C1 157.07(19) 1_445 . . . ?
C6 C1 C7 O2 159.0(3) . . . . ?
C2 C1 C7 O2 -19.1(4) . . . . ?
C6 C1 C7 O1 -19.6(4) . . . . ?
C2 C1 C7 O1 162.4(3) . . . . ?
Zn1 O3 C8 O4 -6.1(5) . . . . ?
Zn1 O3 C8 C3 172.82(18) . . . . ?
C2 C3 C8 O4 178.3(3) . . . . ?
C4 C3 C8 O4 0.7(4) . . . . ?
C2 C3 C8 O3 -0.7(4) . . . . ?
C4 C3 C8 O3 -178.3(3) . . . . ?
C13 N1 C9 C10 1.1(5) . . . . ?
Zn1 N1 C9 C10 179.8(2) . . . . ?
N1 C9 C10 C11 -0.5(5) . . . . ?
C9 C10 C11 C12 -1.0(5) . . . . ?
C9 C10 C11 C14 178.7(3) . . . . ?
C10 C11 C12 C13 1.8(6) . . . . ?
C14 C11 C12 C13 -177.9(4) . . . . ?
C9 N1 C13 C12 -0.3(6) . . . . ?
Zn1 N1 C13 C12 -178.9(4) . . . . ?
C11 C12 C13 N1 -1.2(7) . . . . ?
C10 C11 C14 C15 1.5(5) . . . . ?
C12 C11 C14 C15 -178.9(4) . . . . ?
C11 C14 C15 C18 -170.0(3) . . . . ?
C20 N2 C16 C17 0.7(5) . . . . ?
N2 C16 C17 C18 1.1(5) . . . . ?
C16 C17 C18 C19 -1.8(5) . . . . ?
C16 C17 C18 C15 177.9(3) . . . . ?
C14 C15 C18 C17 83.6(4) . . . . ?
C14 C15 C18 C19 -96.7(4) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
C15 C18 C19 C20 -178.9(3) . . . . ?
C16 N2 C20 C19 -1.8(5) . . . . ?
C18 C19 C20 N2 1.0(6) . . . . ?
