#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/93/2229331.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2229331
loop_
_publ_author_name
'Pasdar, Hoda'
'Ebdam, Ali'
'Aghabozorg, Hossein'
'Notash, Behrouz'
_publ_section_title
;
 Bis(2-amino-6-methylpyridinium)
 tris(pyridine-2,6-dicarboxylato)zirconate(IV) dihydrate
;
_journal_coeditor_code           BT5467
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m294
_journal_paper_doi               10.1107/S1600536811003072
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '(C6 H9 N2)2 [Zr (C7 H3 N O4)3], 2H2 O'
_chemical_formula_moiety         '2(C6 H9 N2 +), C21 H9 N3 O12 Zr 2-, 2(H2 O)'
_chemical_formula_sum            'C33 H31 N7 O14 Zr'
_chemical_formula_weight         840.87
_chemical_name_systematic
;
Bis(2-amino-6-methylpyridinium) tris(pyridine-2,6-dicarboxylato)zirconate(IV)
dihydrate
;
_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                 108.58(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.719(4)
_cell_length_b                   10.536(2)
_cell_length_c                   18.781(4)
_cell_measurement_reflns_used    4705
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.22
_cell_measurement_theta_min      2.30
_cell_volume                     3511.0(14)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       'rotation method'
_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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12273
_diffrn_reflns_theta_full        29.22
_diffrn_reflns_theta_max         29.22
_diffrn_reflns_theta_min         2.30
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_T_max  0.903
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
[shape of crystal determined optically
(X-SHAPE and X-RED32; Stoe& Cie, 2005)]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.265
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0279
_refine_ls_R_factor_gt           0.0234
_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)+(0.0339P)²+1.0948P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0586
_refine_ls_wR_factor_ref         0.0600
_reflns_number_gt                4284
_reflns_number_total             4705
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5467.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2229331
_cod_database_fobs_code          2229331
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C17 0.61732(13) 0.9817(2) 0.98635(13) 0.0731(5) Uani d . 1 . .
H H17A 0.6130 1.0629 1.0079 0.110 Uiso calc R 1 . .
H H17B 0.6397 0.9220 1.0258 0.110 Uiso calc R 1 . .
H H17C 0.5681 0.9524 0.9571 0.110 Uiso calc R 1 . .
Zr Zr1 0.5000 0.572850(14) 0.7500 0.02355(5) Uani d S 1 . .
N N1 0.48851(5) 0.45657(9) 0.63879(6) 0.02849(19) Uani d . 1 . .
C C5 0.53457(7) 0.35957(11) 0.64083(7) 0.0320(2) Uani d . 1 . .
C C1 0.43464(7) 0.48587(12) 0.57517(7) 0.0322(2) Uani d . 1 . .
C C2 0.42369(9) 0.41586(14) 0.51009(8) 0.0426(3) Uani d . 1 . .
H H2 0.3856 0.4369 0.4661 0.051 Uiso calc R 1 . .
C C4 0.52766(9) 0.28548(14) 0.57799(8) 0.0449(3) Uani d . 1 . .
H H4 0.5604 0.2182 0.5800 0.054 Uiso calc R 1 . .
C C3 0.47076(10) 0.31419(15) 0.51223(9) 0.0502(4) Uani d . 1 . .
H H3 0.4643 0.2650 0.4695 0.060 Uiso calc R 1 . .
N N3 0.68745(7) 0.88262(13) 0.91339(7) 0.0443(3) Uani d . 1 . .
N N4 0.74780(9) 0.76062(17) 0.84880(10) 0.0600(4) Uani d . 1 . .
C C12 0.73020(8) 0.87419(17) 0.86785(9) 0.0468(3) Uani d . 1 . .
C C16 0.66558(9) 0.99384(17) 0.93708(10) 0.0539(4) Uani d . 1 . .
C C13 0.75373(9) 0.98893(19) 0.84391(10) 0.0580(4) Uani d . 1 . .
H H13 0.7833 0.9879 0.8124 0.070 Uiso calc R 1 . .
C C15 0.68835(12) 1.10440(19) 0.91395(13) 0.0694(5) Uani d . 1 . .
H H15 0.6743 1.1819 0.9292 0.083 Uiso calc R 1 . .
C C14 0.73318(11) 1.10031(19) 0.86693(12) 0.0675(5) Uani d . 1 . .
H H14 0.7491 1.1759 0.8513 0.081 Uiso calc R 1 . .
O O1 0.40841(5) 0.64343(9) 0.65095(5) 0.03362(18) Uani d . 1 . .
O O2 0.34539(6) 0.65095(11) 0.52861(6) 0.0505(3) Uani d . 1 . .
C C6 0.39137(7) 0.60152(12) 0.58346(7) 0.0333(2) Uani d . 1 . .
N N2 0.5000 0.79516(13) 0.7500 0.0288(3) Uani d S 1 . .
O O5 0.42116(5) 0.65285(9) 0.80434(5) 0.03414(18) Uani d . 1 . .
C C8 0.45374(7) 0.85771(12) 0.77872(7) 0.0326(2) Uani d . 1 . .
C C11 0.40782(7) 0.77095(12) 0.81082(7) 0.0332(2) Uani d . 1 . .
O O6 0.36459(7) 0.81504(11) 0.84149(7) 0.0520(3) Uani d . 1 . .
C C9 0.45124(9) 0.98904(14) 0.77885(10) 0.0483(3) Uani d . 1 . .
H H9 0.4178 1.0321 0.7977 0.058 Uiso calc R 1 . .
C C10 0.5000 1.0542(2) 0.7500 0.0603(7) Uani d S 1 . .
H H10 0.5000 1.1425 0.7500 0.072 Uiso calc SR 1 . .
O O4 0.64121(6) 0.25978(10) 0.72642(6) 0.0482(2) Uani d . 1 . .
C C7 0.59251(7) 0.34202(12) 0.71639(7) 0.0324(2) Uani d . 1 . .
O O3 0.58564(5) 0.41882(9) 0.76672(5) 0.03380(18) Uani d . 1 . .
O O7 0.74136(9) 0.47442(18) 0.85925(12) 0.0865(6) Uani d . 1 . .
H H3A 0.6742(11) 0.810(2) 0.9320(12) 0.064(6) Uiso d . 1 . .
H H4B 0.7294(12) 0.690(2) 0.8587(12) 0.066(6) Uiso d . 1 . .
H H4A 0.7747(12) 0.755(2) 0.8218(12) 0.068(6) Uiso d . 1 . .
H H7A 0.7728(18) 0.425(3) 0.8528(17) 0.105(10) Uiso d . 1 . .
H H7B 0.6993(19) 0.445(3) 0.8293(19) 0.121(12) Uiso d . 1 . .
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'
Zr Zr -2.9673 0.5597 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C16 C17 H17A . . 109.5 ?
C16 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C16 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
O5 Zr1 O5 . 2_656 135.19(5) ?
O5 Zr1 O1 . 2_656 86.35(4) ?
O5 Zr1 O1 2_656 2_656 78.94(4) ?
O5 Zr1 O1 . . 78.94(4) ?
O5 Zr1 O1 2_656 . 86.35(4) ?
O1 Zr1 O1 2_656 . 140.83(5) ?
O5 Zr1 O3 . 2_656 77.70(4) ?
O5 Zr1 O3 2_656 2_656 140.11(3) ?
O1 Zr1 O3 2_656 2_656 133.65(3) ?
O1 Zr1 O3 . 2_656 78.30(4) ?
O5 Zr1 O3 . . 140.11(3) ?
O5 Zr1 O3 2_656 . 77.70(4) ?
O1 Zr1 O3 2_656 . 78.30(4) ?
O1 Zr1 O3 . . 133.65(3) ?
O3 Zr1 O3 2_656 . 86.71(5) ?
O5 Zr1 N2 . . 67.59(2) ?
O5 Zr1 N2 2_656 . 67.59(2) ?
O1 Zr1 N2 2_656 . 70.41(3) ?
O1 Zr1 N2 . . 70.41(3) ?
O3 Zr1 N2 2_656 . 136.64(2) ?
O3 Zr1 N2 . . 136.64(2) ?
O5 Zr1 N1 . . 135.80(4) ?
O5 Zr1 N1 2_656 . 71.15(4) ?
O1 Zr1 N1 2_656 . 137.80(3) ?
O1 Zr1 N1 . . 66.77(4) ?
O3 Zr1 N1 2_656 . 68.96(4) ?
O3 Zr1 N1 . . 66.91(4) ?
N2 Zr1 N1 . . 121.11(2) ?
O5 Zr1 N1 . 2_656 71.15(4) ?
O5 Zr1 N1 2_656 2_656 135.80(4) ?
O1 Zr1 N1 2_656 2_656 66.77(4) ?
O1 Zr1 N1 . 2_656 137.80(3) ?
O3 Zr1 N1 2_656 2_656 66.91(4) ?
O3 Zr1 N1 . 2_656 68.96(4) ?
N2 Zr1 N1 . 2_656 121.11(3) ?
N1 Zr1 N1 . 2_656 117.79(5) ?
C5 N1 C1 . . 120.19(11) ?
C5 N1 Zr1 . . 119.72(8) ?
C1 N1 Zr1 . . 120.07(8) ?
N1 C5 C4 . . 121.64(13) ?
N1 C5 C7 . . 112.91(10) ?
C4 C5 C7 . . 125.46(12) ?
N1 C1 C2 . . 121.68(12) ?
N1 C1 C6 . . 112.04(10) ?
C2 C1 C6 . . 126.27(12) ?
C3 C2 C1 . . 118.30(14) ?
C3 C2 H2 . . 120.9 ?
C1 C2 H2 . . 120.9 ?
C3 C4 C5 . . 118.26(13) ?
C3 C4 H4 . . 120.9 ?
C5 C4 H4 . . 120.9 ?
C2 C3 C4 . . 119.92(13) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C12 N3 C16 . . 124.41(15) ?
C12 N3 H3A . . 118.6(13) ?
C16 N3 H3A . . 116.9(13) ?
C12 N4 H4B . . 124.6(14) ?
C12 N4 H4A . . 118.8(16) ?
H4B N4 H4A . . 116(2) ?
N4 C12 N3 . . 118.80(15) ?
N4 C12 C13 . . 124.11(16) ?
N3 C12 C13 . . 117.09(17) ?
C15 C16 N3 . . 118.41(18) ?
C15 C16 C17 . . 125.88(19) ?
N3 C16 C17 . . 115.71(16) ?
C14 C13 C12 . . 119.64(17) ?
C14 C13 H13 . . 120.2 ?
C12 C13 H13 . . 120.2 ?
C16 C15 C14 . . 119.2(2) ?
C16 C15 H15 . . 120.4 ?
C14 C15 H15 . . 120.4 ?
C13 C14 C15 . . 121.26(17) ?
C13 C14 H14 . . 119.4 ?
C15 C14 H14 . . 119.4 ?
C6 O1 Zr1 . . 126.56(8) ?
O2 C6 O1 . . 124.76(12) ?
O2 C6 C1 . . 121.01(12) ?
O1 C6 C1 . . 114.21(11) ?
C8 N2 C8 . 2_656 120.65(15) ?
C8 N2 Zr1 . . 119.67(8) ?
C8 N2 Zr1 2_656 . 119.67(8) ?
C11 O5 Zr1 . . 126.32(8) ?
N2 C8 C9 . . 121.48(12) ?
N2 C8 C11 . . 112.92(11) ?
C9 C8 C11 . . 125.59(11) ?
O6 C11 O5 . . 126.19(12) ?
O6 C11 C8 . . 120.34(12) ?
O5 C11 C8 . . 113.43(10) ?
C10 C9 C8 . . 117.95(14) ?
C10 C9 H9 . . 121.0 ?
C8 C9 H9 . . 121.0 ?
C9 C10 C9 . 2_656 120.45(19) ?
C9 C10 H10 . . 119.8 ?
C9 C10 H10 2_656 . 119.8 ?
O4 C7 O3 . . 125.20(13) ?
O4 C7 C5 . . 120.70(12) ?
O3 C7 C5 . . 114.10(10) ?
C7 O3 Zr1 . . 126.28(8) ?
H7A O7 H7B . . 103(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C17 C16 . 1.491(3) ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
Zr1 O5 . 2.2113(9) ?
Zr1 O5 2_656 2.2113(9) ?
Zr1 O1 2_656 2.2183(11) ?
Zr1 O1 . 2.2183(11) ?
Zr1 O3 2_656 2.2320(9) ?
Zr1 O3 . 2.2320(9) ?
Zr1 N2 . 2.3422(15) ?
Zr1 N1 . 2.3713(10) ?
Zr1 N1 2_656 2.3713(11) ?
N1 C5 . 1.3297(15) ?
N1 C1 . 1.3313(16) ?
C5 C4 . 1.3863(18) ?
C5 C7 . 1.4979(19) ?
C1 C2 . 1.3857(18) ?
C1 C6 . 1.4986(18) ?
C2 C3 . 1.379(2) ?
C2 H2 . 0.9300 ?
C4 C3 . 1.383(2) ?
C4 H4 . 0.9300 ?
C3 H3 . 0.9300 ?
N3 C12 . 1.348(2) ?
N3 C16 . 1.362(2) ?
N3 H3A . 0.91(2) ?
N4 C12 . 1.320(2) ?
N4 H4B . 0.86(2) ?
N4 H4A . 0.82(2) ?
C12 C13 . 1.409(2) ?
C16 C15 . 1.358(3) ?
C13 C14 . 1.348(3) ?
C13 H13 . 0.9300 ?
C15 C14 . 1.399(3) ?
C15 H15 . 0.9300 ?
C14 H14 . 0.9300 ?
O1 C6 . 1.2828(15) ?
O2 C6 . 1.2280(16) ?
N2 C8 . 1.3314(14) ?
N2 C8 2_656 1.3314(14) ?
O5 C11 . 1.2824(16) ?
C8 C9 . 1.3845(19) ?
C8 C11 . 1.5062(18) ?
C11 O6 . 1.2246(15) ?
C9 C10 . 1.3834(19) ?
C9 H9 . 0.9300 ?
C10 C9 2_656 1.3834(19) ?
C10 H10 . 0.9300 ?
O4 C7 . 1.2279(15) ?
C7 O3 . 1.2814(15) ?
O7 H7A . 0.82(3) ?
O7 H7B . 0.87(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7 H7B O3 . 0.87(4) 2.09(4) 2.938(2) 164(3) yes
O7 H7A O6 3_545 0.82(3) 2.14(3) 2.9568(19) 173(3) yes
N4 H4B O1 2_656 0.86(2) 2.57(2) 3.1755(18) 127.6(17) yes
N4 H4B O7 . 0.86(2) 2.28(2) 3.027(3) 144.1(18) yes
N4 H4A O4 4_656 0.82(2) 2.05(2) 2.861(2) 168(2) yes
N3 H3A O2 2_656 0.91(2) 1.91(2) 2.8194(18) 175.1(18) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O5 Zr1 N1 C5 . . . . -137.47(8) ?
O5 Zr1 N1 C5 2_656 . . . 86.13(9) ?
O1 Zr1 N1 C5 2_656 . . . 38.83(11) ?
O1 Zr1 N1 C5 . . . . -179.67(9) ?
O3 Zr1 N1 C5 2_656 . . . -93.76(9) ?
O3 Zr1 N1 C5 . . . . 1.82(8) ?
N2 Zr1 N1 C5 . . . . 133.57(8) ?
N1 Zr1 N1 C5 2_656 . . . -46.43(8) ?
O5 Zr1 N1 C1 . . . . 40.43(11) ?
O5 Zr1 N1 C1 2_656 . . . -95.97(9) ?
O1 Zr1 N1 C1 2_656 . . . -143.27(8) ?
O1 Zr1 N1 C1 . . . . -1.77(8) ?
O3 Zr1 N1 C1 2_656 . . . 84.14(9) ?
O3 Zr1 N1 C1 . . . . 179.72(10) ?
N2 Zr1 N1 C1 . . . . -48.53(9) ?
N1 Zr1 N1 C1 2_656 . . . 131.47(9) ?
C1 N1 C5 C4 . . . . -0.84(18) ?
Zr1 N1 C5 C4 . . . . 177.05(10) ?
C1 N1 C5 C7 . . . . 178.88(10) ?
Zr1 N1 C5 C7 . . . . -3.22(13) ?
C5 N1 C1 C2 . . . . 1.35(18) ?
Zr1 N1 C1 C2 . . . . -176.54(10) ?
C5 N1 C1 C6 . . . . -177.21(10) ?
Zr1 N1 C1 C6 . . . . 4.90(13) ?
N1 C1 C2 C3 . . . . -0.5(2) ?
C6 C1 C2 C3 . . . . 177.80(13) ?
N1 C5 C4 C3 . . . . -0.4(2) ?
C7 C5 C4 C3 . . . . 179.87(13) ?
C1 C2 C3 C4 . . . . -0.8(2) ?
C5 C4 C3 C2 . . . . 1.2(2) ?
C16 N3 C12 N4 . . . . 179.94(16) ?
C16 N3 C12 C13 . . . . 0.3(2) ?
C12 N3 C16 C15 . . . . -0.3(2) ?
C12 N3 C16 C17 . . . . 179.07(16) ?
N4 C12 C13 C14 . . . . -179.53(18) ?
N3 C12 C13 C14 . . . . 0.1(2) ?
N3 C16 C15 C14 . . . . 0.0(3) ?
C17 C16 C15 C14 . . . . -179.37(19) ?
C12 C13 C14 C15 . . . . -0.4(3) ?
C16 C15 C14 C13 . . . . 0.4(3) ?
O5 Zr1 O1 C6 . . . . -154.09(10) ?
O5 Zr1 O1 C6 2_656 . . . 68.45(10) ?
O1 Zr1 O1 C6 2_656 . . . 135.95(10) ?
O3 Zr1 O1 C6 2_656 . . . -74.53(10) ?
O3 Zr1 O1 C6 . . . . -0.71(12) ?
N2 Zr1 O1 C6 . . . . 135.95(10) ?
N1 Zr1 O1 C6 . . . . -2.60(9) ?
N1 Zr1 O1 C6 2_656 . . . -108.97(10) ?
Zr1 O1 C6 O2 . . . . -172.23(10) ?
Zr1 O1 C6 C1 . . . . 5.94(15) ?
N1 C1 C6 O2 . . . . 171.61(12) ?
C2 C1 C6 O2 . . . . -6.9(2) ?
N1 C1 C6 O1 . . . . -6.64(15) ?
C2 C1 C6 O1 . . . . 174.88(12) ?
O5 Zr1 N2 C8 . . . . -2.02(7) ?
O5 Zr1 N2 C8 2_656 . . . 177.98(7) ?
O1 Zr1 N2 C8 2_656 . . . -96.24(7) ?
O1 Zr1 N2 C8 . . . . 83.76(7) ?
O3 Zr1 N2 C8 2_656 . . . 37.42(7) ?
O3 Zr1 N2 C8 . . . . -142.58(7) ?
N1 Zr1 N2 C8 . . . . 129.04(7) ?
N1 Zr1 N2 C8 2_656 . . . -50.96(7) ?
O5 Zr1 N2 C8 . . . 2_656 177.98(7) ?
O5 Zr1 N2 C8 2_656 . . 2_656 -2.02(7) ?
O1 Zr1 N2 C8 2_656 . . 2_656 83.76(7) ?
O1 Zr1 N2 C8 . . . 2_656 -96.24(7) ?
O3 Zr1 N2 C8 2_656 . . 2_656 -142.58(7) ?
O3 Zr1 N2 C8 . . . 2_656 37.42(7) ?
N1 Zr1 N2 C8 . . . 2_656 -50.96(7) ?
N1 Zr1 N2 C8 2_656 . . 2_656 129.04(7) ?
O5 Zr1 O5 C11 2_656 . . . 1.94(9) ?
O1 Zr1 O5 C11 2_656 . . . 72.24(10) ?
O1 Zr1 O5 C11 . . . . -71.27(10) ?
O3 Zr1 O5 C11 2_656 . . . -151.55(11) ?
O3 Zr1 O5 C11 . . . . 139.09(10) ?
N2 Zr1 O5 C11 . . . . 1.94(9) ?
N1 Zr1 O5 C11 . . . . -110.25(10) ?
N1 Zr1 O5 C11 2_656 . . . 138.93(11) ?
C8 N2 C8 C9 2_656 . . . 0.92(11) ?
Zr1 N2 C8 C9 . . . . -179.08(11) ?
C8 N2 C8 C11 2_656 . . . -178.02(11) ?
Zr1 N2 C8 C11 . . . . 1.98(11) ?
Zr1 O5 C11 O6 . . . . -179.35(11) ?
Zr1 O5 C11 C8 . . . . -1.59(15) ?
N2 C8 C11 O6 . . . . 177.52(11) ?
C9 C8 C11 O6 . . . . -1.4(2) ?
N2 C8 C11 O5 . . . . -0.38(15) ?
C9 C8 C11 O5 . . . . -179.28(14) ?
N2 C8 C9 C10 . . . . -1.8(2) ?
C11 C8 C9 C10 . . . . 177.02(11) ?
C8 C9 C10 C9 . . . 2_656 0.86(10) ?
N1 C5 C7 O4 . . . . -176.83(11) ?
C4 C5 C7 O4 . . . . 2.9(2) ?
N1 C5 C7 O3 . . . . 3.20(15) ?
C4 C5 C7 O3 . . . . -177.09(12) ?
O4 C7 O3 Zr1 . . . . 178.19(10) ?
C5 C7 O3 Zr1 . . . . -1.84(14) ?
O5 Zr1 O3 C7 . . . . 135.01(9) ?
O5 Zr1 O3 C7 2_656 . . . -74.37(10) ?
O1 Zr1 O3 C7 2_656 . . . -155.43(10) ?
O1 Zr1 O3 C7 . . . . -1.71(12) ?
O3 Zr1 O3 C7 2_656 . . . 68.68(9) ?
N2 Zr1 O3 C7 . . . . -111.32(9) ?
N1 Zr1 O3 C7 . . . . 0.18(9) ?
N1 Zr1 O3 C7 2_656 . . . 135.18(10) ?
