#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:37:24 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179589 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505480.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_4505480
loop_
_publ_author_name
'Chen, Zhi'
'Gao, Dong-Liang'
'Diao, Chun-Hua'
'Liu, Yue'
'Ren, Jia'
'Chen, Ji'
'Zhao, Bin'
'Shi, Wei'
'Cheng, Peng'
_publ_section_title
;
 Syntheses, Structures Tuned by 4,4′-Bipyridine and Magnetic
 Properties of a Series of Transition Metal Compounds
 Containingo-Carboxylphenoxyacetate Acid
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1201
_journal_paper_doi               10.1021/cg201197k
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C14 H14 N O7 Zn'
_chemical_formula_weight         373.63
_chemical_name_systematic
; 
 ? 
;
_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                 109.018(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   29.479(3)
_cell_length_b                   5.1262(5)
_cell_length_c                   19.3570(17)
_cell_measurement_reflns_used    12843
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      3.03
_cell_volume                     2765.5(5)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13343
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    1.816
_exptl_absorpt_correction_T_max  0.7128
_exptl_absorpt_correction_T_min  0.6119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.978
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3177
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0366
_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)+(0.0366P)²+2.4537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0922
_reflns_number_gt                2881
_reflns_number_total             3177
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201197k_si_002.cif
_cod_data_source_block           8
_cod_depositor_comments
;
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_cell_volume        2765.4(4)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4505480
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
Zn1 Zn 0.106141(9) 0.03276(5) 0.297821(13) 0.02004(11) Uani 1 1 d .
C1 C 0.14948(7) 0.3009(4) 0.46268(11) 0.0182(4) Uani 1 1 d .
C2 C 0.17581(8) 0.2831(4) 0.53616(12) 0.0253(5) Uani 1 1 d .
H2 H 0.1987 0.1523 0.5524 0.030 Uiso 1 1 calc R
C3 C 0.16829(10) 0.4584(5) 0.58549(13) 0.0312(6) Uani 1 1 d .
H3 H 0.1861 0.4449 0.6348 0.037 Uiso 1 1 calc R
C4 C 0.13459(9) 0.6528(5) 0.56227(13) 0.0308(5) Uani 1 1 d .
H4 H 0.1292 0.7689 0.5957 0.037 Uiso 1 1 calc R
C5 C 0.10891(8) 0.6736(4) 0.48902(12) 0.0248(5) Uani 1 1 d .
H5 H 0.0869 0.8088 0.4734 0.030 Uiso 1 1 calc R
C6 C 0.11487(8) 0.4981(4) 0.43741(12) 0.0188(4) Uani 1 1 d .
C7 C 0.08495(8) 0.5416(4) 0.35929(12) 0.0184(4) Uani 1 1 d .
C8 C 0.19807(8) -0.0306(4) 0.43460(13) 0.0250(5) Uani 1 1 d .
H8A H 0.1988 -0.1281 0.4779 0.030 Uiso 1 1 calc R
H8B H 0.2266 0.0772 0.4467 0.030 Uiso 1 1 calc R
C9 C 0.19753(8) -0.2173(4) 0.37389(12) 0.0225(4) Uani 1 1 d .
C10 C 0.07236(12) -0.1801(6) 0.14485(14) 0.0489(8) Uani 1 1 d .
H10 H 0.0963 -0.3033 0.1641 0.059 Uiso 1 1 calc R
C11 C 0.04893(12) -0.1812(6) 0.07079(14) 0.0510(9) Uani 1 1 d .
H11 H 0.0575 -0.3017 0.0413 0.061 Uiso 1 1 calc R
C12 C 0.01272(8) -0.0046(4) 0.03997(12) 0.0215(5) Uani 1 1 d .
C13 C 0.00266(10) 0.1653(6) 0.08743(14) 0.0463(8) Uani 1 1 d .
H13 H -0.0216 0.2882 0.0700 0.056 Uiso 1 1 calc R
C14 C 0.02808(10) 0.1557(7) 0.16058(14) 0.0476(8) Uani 1 1 d .
H14 H 0.0205 0.2755 0.1912 0.057 Uiso 1 1 calc R
N1 N 0.06268(7) -0.0133(3) 0.19015(10) 0.0230(4) Uani 1 1 d .
O1 O 0.14957(7) 0.2880(4) 0.25107(11) 0.0318(4) Uani 1 1 d .
H1A H 0.1711(13) 0.239(7) 0.246(2) 0.063(13) Uiso 1 1 d .
H1B H 0.1559(13) 0.458(6) 0.2694(19) 0.051(10) Uiso 1 1 d .
O2 O 0.16210(6) -0.2193(3) 0.31567(8) 0.0248(3) Uani 1 1 d .
O3 O 0.23295(6) -0.3610(4) 0.38729(10) 0.0371(4) Uani 1 1 d .
O4 O 0.07470(6) 0.3538(3) 0.31565(8) 0.0260(4) Uani 1 1 d .
O5 O 0.06994(6) 0.7680(3) 0.34186(9) 0.0258(3) Uani 1 1 d .
O6 O 0.15624(5) 0.1311(3) 0.41192(8) 0.0223(3) Uani 1 1 d .
O7 O 0.27017(9) 0.5634(5) 0.27791(14) 0.0462(6) Uani 1 1 d .
H7A H 0.2600(14) 0.576(7) 0.307(2) 0.050(11) Uiso 1 1 d .
H7B H 0.2632(13) 0.417(7) 0.264(2) 0.056(11) 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'
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'
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
O4 Zn1 O2 154.28(7) . .
O4 Zn1 O5 98.05(6) . 1_545
O2 Zn1 O5 90.68(6) . 1_545
O4 Zn1 N1 95.69(7) . .
O2 Zn1 N1 107.43(7) . .
O5 Zn1 N1 96.11(7) 1_545 .
O4 Zn1 O1 86.90(7) . .
O2 Zn1 O1 84.27(7) . .
O5 Zn1 O1 174.88(7) 1_545 .
N1 Zn1 O1 84.65(7) . .
O4 Zn1 O6 80.73(6) . .
O2 Zn1 O6 75.06(6) . .
O5 Zn1 O6 90.24(6) 1_545 .
N1 Zn1 O6 173.11(6) . .
O1 Zn1 O6 89.25(7) . .
O6 C1 C2 121.98(19) . .
O6 C1 C6 117.66(18) . .
C2 C1 C6 120.4(2) . .
C3 C2 C1 120.4(2) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C4 C3 C2 120.5(2) . .
C4 C3 H3 119.8 . .
C2 C3 H3 119.8 . .
C3 C4 C5 119.3(2) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C4 C5 C6 122.1(2) . .
C4 C5 H5 119.0 . .
C6 C5 H5 119.0 . .
C5 C6 C1 117.4(2) . .
C5 C6 C7 117.11(19) . .
C1 C6 C7 125.45(19) . .
O5 C7 O4 123.1(2) . .
O5 C7 C6 116.83(18) . .
O4 C7 C6 120.01(18) . .
O6 C8 C9 109.78(19) . .
O6 C8 H8A 109.7 . .
C9 C8 H8A 109.7 . .
O6 C8 H8B 109.7 . .
C9 C8 H8B 109.7 . .
H8A C8 H8B 108.2 . .
O3 C9 O2 125.4(2) . .
O3 C9 C8 114.9(2) . .
O2 C9 C8 119.70(19) . .
N1 C10 C11 123.5(2) . .
N1 C10 H10 118.3 . .
C11 C10 H10 118.3 . .
C10 C11 C12 120.2(2) . .
C10 C11 H11 119.9 . .
C12 C11 H11 119.9 . .
C13 C12 C11 115.8(2) . .
C13 C12 C12 122.3(3) . 5
C11 C12 C12 121.9(3) . 5
C12 C13 C14 120.4(2) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
N1 C14 C13 123.9(2) . .
N1 C14 H14 118.1 . .
C13 C14 H14 118.1 . .
C14 N1 C10 116.2(2) . .
C14 N1 Zn1 119.92(16) . .
C10 N1 Zn1 122.99(17) . .
Zn1 O1 H1A 120(3) . .
Zn1 O1 H1B 118(2) . .
H1A O1 H1B 108(4) . .
C9 O2 Zn1 122.37(14) . .
C7 O4 Zn1 137.37(15) . .
C7 O5 Zn1 122.33(14) . 1_565
C1 O6 C8 117.29(17) . .
C1 O6 Zn1 129.34(12) . .
C8 O6 Zn1 113.02(12) . .
H7A O7 H7B 102(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.9736(15) .
Zn1 O2 2.0345(15) .
Zn1 O5 2.0737(16) 1_545
Zn1 N1 2.074(2) .
Zn1 O1 2.2192(19) .
Zn1 O6 2.2776(15) .
C1 O6 1.375(2) .
C1 C2 1.384(3) .
C1 C6 1.406(3) .
C2 C3 1.381(3) .
C2 H2 0.9300 .
C3 C4 1.375(4) .
C3 H3 0.9300 .
C4 C5 1.377(3) .
C4 H4 0.9300 .
C5 C6 1.398(3) .
C5 H5 0.9300 .
C6 C7 1.498(3) .
C7 O5 1.249(2) .
C7 O4 1.251(3) .
C8 O6 1.431(3) .
C8 C9 1.512(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 O3 1.235(3) .
C9 O2 1.262(3) .
C10 N1 1.321(3) .
C10 C11 1.374(3) .
C10 H10 0.9300 .
C11 C12 1.379(4) .
C11 H11 0.9300 .
C12 C13 1.367(3) .
C12 C12 1.484(4) 5
C13 C14 1.370(4) .
C13 H13 0.9300 .
C14 N1 1.318(3) .
C14 H14 0.9300 .
O1 H1A 0.72(4) .
O1 H1B 0.94(3) .
O5 Zn1 2.0737(16) 1_565
O7 H7A 0.71(4) .
O7 H7B 0.80(4) .
