#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:20:21 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179625 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/89/4508929.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4508929
loop_
_publ_author_name
'Wen, Li-Li'
'Lu, Zhen-Da'
'Ren, Xiao-Ming'
'Duan, Chun-Ying'
'Meng, Qing-Jin'
'Gao, Song'
_publ_section_title
;
 Metal-Organic Coordination Polymers Containing Pyridine-2,3-dicarboxylic
 AcidN-Oxide (2,3-PDCO)
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              227
_journal_paper_doi               10.1021/cg800329k
_journal_volume                  9
_journal_year                    2009
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C21 H17 N5 O5 Zn, H2 O'
_chemical_formula_sum            'C21 H19 N5 O6 Zn'
_chemical_formula_weight         502.78
_chemical_name_systematic
; 
 ? 
;
_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                 104.022(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4003(11)
_cell_length_b                   10.9826(11)
_cell_length_c                   11.3651(13)
_cell_measurement_reflns_used    1961
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.17
_cell_measurement_theta_min      2.62
_cell_volume                     1017.3(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0747
_diffrn_reflns_av_sigmaI/netI    0.0874
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6209
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.260
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'
_exptl_crystal_colour            colouress
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(2)
_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     298
_refine_ls_number_reflns         3212
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0921P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1166
_refine_ls_wR_factor_ref         0.1610
_reflns_number_gt                2638
_reflns_number_total             3212
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg800329ksup3.cif
_cod_data_source_block           1
_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 2.4.2 from
2011-04-26.

'_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               4508929
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.21230(7) 0.34509(8) 0.76878(6) 0.0241(2) Uani 1 1 d .
C1 C 0.5316(9) 0.1087(8) 0.9558(7) 0.0319(17) Uani 1 1 d .
H1 H 0.4567 0.0751 0.9949 0.038 Uiso 1 1 calc R
C2 C 0.6692(9) 0.0425(8) 0.9444(8) 0.0372(18) Uani 1 1 d .
H2 H 0.6830 -0.0380 0.9703 0.045 Uiso 1 1 calc R
C3 C 0.7843(8) 0.0983(7) 0.8940(7) 0.0287(16) Uani 1 1 d .
H3 H 0.8785 0.0562 0.8891 0.034 Uiso 1 1 calc R
C4 C 0.7603(8) 0.2178(7) 0.8503(6) 0.0235(14) Uani 1 1 d .
C5 C 0.6169(8) 0.2798(7) 0.8601(6) 0.0223(15) Uani 1 1 d .
C6 C 0.8764(8) 0.2749(7) 0.7847(6) 0.0247(14) Uani 1 1 d .
C7 C 0.5771(9) 0.4072(7) 0.8147(7) 0.0241(16) Uani 1 1 d .
C8 C 0.2314(9) 0.6263(9) 0.7586(8) 0.042(2) Uani 1 1 d .
H8 H 0.3330 0.6263 0.7395 0.051 Uiso 1 1 calc R
C9 C 0.1559(10) 0.7219(9) 0.7803(9) 0.043(2) Uani 1 1 d .
H9 H 0.1908 0.8019 0.7771 0.051 Uiso 1 1 calc R
C10 C 0.0096(8) 0.5616(7) 0.7985(7) 0.0288(16) Uani 1 1 d .
H10 H -0.0733 0.5108 0.8110 0.035 Uiso 1 1 calc R
C11 C -0.1145(9) 0.7581(8) 0.8469(7) 0.0377(18) Uani 1 1 d .
H11A H -0.0599 0.8191 0.9043 0.045 Uiso 1 1 calc R
H11B H -0.1773 0.7063 0.8881 0.045 Uiso 1 1 calc R
C12 C -0.2327(8) 0.8220(7) 0.7411(6) 0.0305(19) Uani 1 1 d .
C13 C -0.1809(9) 0.8927(9) 0.6589(7) 0.044(2) Uani 1 1 d .
H13 H -0.0699 0.8952 0.6599 0.053 Uiso 1 1 calc R
C14 C -0.2933(9) 0.9618(9) 0.5728(8) 0.043(2) Uani 1 1 d .
H14 H -0.2557 1.0134 0.5206 0.052 Uiso 1 1 calc R
C15 C -0.4608(9) 0.9530(7) 0.5655(6) 0.0272(16) Uani 1 1 d .
C16 C -0.5086(9) 0.8769(9) 0.6469(8) 0.049(3) Uani 1 1 d .
H16 H -0.6202 0.8696 0.6424 0.059 Uiso 1 1 calc R
C17 C -0.4015(9) 0.8111(8) 0.7344(8) 0.046(2) Uani 1 1 d .
H17 H -0.4394 0.7607 0.7875 0.055 Uiso 1 1 calc R
C18 C -0.5778(9) 1.0246(8) 0.4713(7) 0.0313(17) Uani 1 1 d .
H18A H -0.6509 0.9560 0.4579 0.038 Uiso 1 1 d R
H18 H -0.5784 1.0253 0.3894 0.038 Uiso 1 1 d R
C19 C -0.6616(8) 1.1881(7) 0.5963(6) 0.0265(15) Uani 1 1 d .
H19 H -0.5587 1.2247 0.6175 0.032 Uiso 1 1 calc R
N4 N -0.7929(7) 1.2264(6) 0.6352(6) 0.0304(14) Uani 1 1 d .
C21 C -0.8587(9) 1.0618(8) 0.5147(8) 0.0391(19) Uani 1 1 d .
H21 H -0.9166 0.9979 0.4702 0.047 Uiso 1 1 calc R
N1 N 0.1420(7) 0.5243(6) 0.7673(6) 0.0292(13) Uani 1 1 d .
N2 N 0.0108(7) 0.6836(6) 0.8098(6) 0.0290(14) Uani 1 1 d .
N3 N -0.6971(7) 1.0930(6) 0.5248(5) 0.0274(13) Uani 1 1 d .
C20 C -0.9145(9) 1.1433(8) 0.5824(7) 0.0363(19) Uani 1 1 d .
H20 H -1.0209 1.1443 0.5930 0.044 Uiso 1 1 calc R
N5 N 0.5092(6) 0.2225(6) 0.9090(5) 0.0231(12) Uani 1 1 d .
O1 O 0.3720(5) 0.2815(5) 0.9238(4) 0.0319(12) Uani 1 1 d .
O2 O 0.4458(6) 0.4192(5) 0.7348(5) 0.0306(12) Uani 1 1 d .
O3 O 0.6779(6) 0.4877(5) 0.8602(5) 0.0347(12) Uani 1 1 d .
O4 O 0.8200(6) 0.3191(5) 0.6843(4) 0.0347(14) Uani 1 1 d .
O5 O 1.0290(5) 0.2691(6) 0.8395(5) 0.0358(13) Uani 1 1 d .
O7 O 0.8442(8) 0.5060(8) 0.1098(7) 0.065(2) Uani 1 1 d .
H7A H 0.8274 0.5789 0.0846 0.097 Uiso 1 1 d R
H7C H 0.8106 0.4572 0.0511 0.097 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'
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
N4 Zn1 N1 131.8(3) 1_645 .
N4 Zn1 O1 108.6(2) 1_645 .
N1 Zn1 O1 117.3(2) . .
N4 Zn1 O5 98.7(2) 1_645 1_455
N1 Zn1 O5 98.6(2) . 1_455
O1 Zn1 O5 85.60(19) . 1_455
N4 Zn1 O2 88.0(2) 1_645 .
N1 Zn1 O2 85.0(2) . .
O1 Zn1 O2 81.65(18) . .
O5 Zn1 O2 166.97(19) 1_455 .
N5 C1 C2 118.8(7) . .
N5 C1 H1 120.6 . .
C2 C1 H1 120.6 . .
C3 C2 C1 119.1(7) . .
C3 C2 H2 120.5 . .
C1 C2 H2 120.5 . .
C2 C3 C4 120.5(7) . .
C2 C3 H3 119.7 . .
C4 C3 H3 119.7 . .
C3 C4 C5 118.4(6) . .
C3 C4 C6 120.9(6) . .
C5 C4 C6 120.5(7) . .
N5 C5 C4 119.0(7) . .
N5 C5 C7 117.9(6) . .
C4 C5 C7 123.1(7) . .
O4 C6 O5 126.0(6) . .
O4 C6 C4 118.5(6) . .
O5 C6 C4 115.5(6) . .
O3 C7 O2 128.0(8) . .
O3 C7 C5 116.5(6) . .
O2 C7 C5 115.5(6) . .
C9 C8 N1 110.6(7) . .
C9 C8 H8 124.7 . .
N1 C8 H8 124.7 . .
C8 C9 N2 107.4(8) . .
C8 C9 H9 126.3 . .
N2 C9 H9 126.3 . .
N1 C10 N2 110.5(7) . .
N1 C10 H10 124.8 . .
N2 C10 H10 124.8 . .
N2 C11 C12 113.7(6) . .
N2 C11 H11A 108.8 . .
C12 C11 H11A 108.8 . .
N2 C11 H11B 108.8 . .
C12 C11 H11B 108.8 . .
H11A C11 H11B 107.7 . .
C13 C12 C17 119.8(7) . .
C13 C12 C11 123.0(6) . .
C17 C12 C11 117.1(6) . .
C12 C13 C14 120.8(7) . .
C12 C13 H13 119.6 . .
C14 C13 H13 119.6 . .
C15 C14 C13 120.2(8) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C16 C15 C14 117.2(7) . .
C16 C15 C18 123.7(7) . .
C14 C15 C18 119.2(7) . .
C17 C16 C15 124.0(7) . .
C17 C16 H16 118.0 . .
C15 C16 H16 118.0 . .
C16 C17 C12 118.0(8) . .
C16 C17 H17 121.0 . .
C12 C17 H17 121.0 . .
C15 C18 N3 111.3(5) . .
C15 C18 H18A 89.1 . .
N3 C18 H18A 89.6 . .
C15 C18 H18 124.5 . .
N3 C18 H18 124.2 . .
H18A C18 H18 90.0 . .
N3 C19 N4 111.6(6) . .
N3 C19 H19 124.2 . .
N4 C19 H19 124.2 . .
C19 N4 C20 103.1(6) . .
C19 N4 Zn1 125.7(5) . 1_465
C20 N4 Zn1 129.4(4) . 1_465
C20 C21 N3 105.2(7) . .
C20 C21 H21 127.4 . .
N3 C21 H21 127.4 . .
C10 N1 C8 106.3(7) . .
C10 N1 Zn1 123.9(5) . .
C8 N1 Zn1 128.6(5) . .
C10 N2 C9 105.2(6) . .
C10 N2 C11 126.3(7) . .
C9 N2 C11 128.6(7) . .
C19 N3 C21 108.7(6) . .
C19 N3 C18 125.3(6) . .
C21 N3 C18 125.8(7) . .
C21 C20 N4 111.3(6) . .
C21 C20 H20 124.3 . .
N4 C20 H20 124.3 . .
C5 N5 C1 123.9(6) . .
C5 N5 O1 120.4(6) . .
C1 N5 O1 115.5(5) . .
N5 O1 Zn1 116.6(4) . .
C7 O2 Zn1 119.3(5) . .
C6 O5 Zn1 122.6(5) . 1_655
H7A O7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N4 1.994(6) 1_645
Zn1 N1 2.054(7) .
Zn1 O1 2.061(5) .
Zn1 O5 2.077(5) 1_455
Zn1 O2 2.242(5) .
C1 N5 1.354(10) .
C1 C2 1.398(11) .
C1 H1 0.9300 .
C2 C3 1.380(11) .
C2 H2 0.9300 .
C3 C4 1.401(11) .
C3 H3 0.9300 .
C4 C5 1.411(9) .
C4 C6 1.501(9) .
C5 N5 1.329(9) .
C5 C7 1.500(10) .
C6 O4 1.224(8) .
C6 O5 1.284(8) .
C7 O3 1.247(9) .
C7 O2 1.254(9) .
C8 C9 1.281(13) .
C8 N1 1.365(11) .
C8 H8 0.9300 .
C9 N2 1.405(10) .
C9 H9 0.9300 .
C10 N1 1.311(9) .
C10 N2 1.346(10) .
C10 H10 0.9300 .
C11 N2 1.473(9) .
C11 C12 1.532(10) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.363(11) .
C12 C17 1.406(10) .
C13 C14 1.406(11) .
C13 H13 0.9300 .
C14 C15 1.393(11) .
C14 H14 0.9300 .
C15 C16 1.377(11) .
C15 C18 1.490(11) .
C16 C17 1.374(12) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 N3 1.494(8) .
C18 H18A 0.9601 .
C18 H18 0.9300 .
C19 N3 1.313(10) .
C19 N4 1.351(9) .
C19 H19 0.9300 .
N4 C20 1.392(10) .
N4 Zn1 1.994(6) 1_465
C21 C20 1.337(11) .
C21 N3 1.378(10) .
C21 H21 0.9300 .
C20 H20 0.9300 .
N5 O1 1.368(7) .
O5 Zn1 2.077(5) 1_655
O7 H7A 0.8500 .
O7 H7C 0.8500 .
