#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/92/2229284.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_2229284
loop_
_publ_author_name
'Shen, Fwu Ming'
'Lush, Shie Fu'
_publ_section_title
;
 Poly[triaquatris(μ₄-pyridine-3,5-dicarboxylato)dicerium(III)]
;
_journal_coeditor_code           XU5131
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m161
_journal_page_last               m162
_journal_paper_doi               10.1107/S1600536811000286
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Ce2 (C7 H3 N O4)3 (H2 O)3]'
_chemical_formula_moiety         'C21 H15 Ce2 N3 O15'
_chemical_formula_sum            'C21 H15 Ce2 N3 O15'
_chemical_formula_weight         829.60
_chemical_name_systematic
;
Poly[triaquatris(μ₄-pyridine-3,5-dicarboxylato)dicerium(III)]
;
_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
_cell_angle_alpha                98.115(6)
_cell_angle_beta                 95.501(6)
_cell_angle_gamma                105.030(6)
_cell_formula_units_Z            2
_cell_length_a                   8.959(3)
_cell_length_b                   9.429(3)
_cell_length_c                   14.582(4)
_cell_measurement_reflns_used    1701
_cell_measurement_temperature    295
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.50
_cell_volume                     1166.4(6)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0903
_diffrn_reflns_av_sigmaI/netI    0.1996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12583
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.42
_exptl_absorpt_coefficient_mu    3.943
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.362
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       columnar
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.359
_refine_diff_density_min         -1.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.735
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.735
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0150P)²]         where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0759
_reflns_number_gt                2847
_reflns_number_total             5586
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu5131.cif
_cod_data_source_block           I
_cod_database_code               2229284
_cod_database_fobs_code          2229284
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Ce Ce1 -0.04398(5) 0.35570(5) 0.33964(3) 0.0181(2) Uani . . 1.000
Ce Ce2 0.35910(5) 0.23588(5) 0.22599(3) 0.0168(2) Uani . . 1.000
O O1 0.2438(6) -0.1610(6) 0.6274(3) 0.0264(17) Uani . . 1.000
O O2 0.4960(6) -0.1188(6) 0.6760(3) 0.0237(17) Uani . . 1.000
O O3 0.2578(5) 0.3334(5) 0.3765(3) 0.0215(17) Uani . . 1.000
O O4 0.0764(6) 0.2234(5) 0.4572(3) 0.0229(17) Uani . . 1.000
O O5 -0.1974(5) -0.4732(5) 0.3614(3) 0.0217(17) Uani . . 1.000
O O6 -0.4502(6) -0.5346(5) 0.3038(3) 0.0222(17) Uani . . 1.000
O O7 0.0313(6) 0.1587(5) 0.2310(3) 0.0222(17) Uani . . 1.000
O O8 0.1594(6) -0.0047(6) 0.2628(4) 0.038(2) Uani . . 1.000
O O9 -0.2542(6) 0.2878(6) 0.1987(3) 0.032(2) Uani . . 1.000
O O10 -0.4582(6) 0.3168(6) 0.1098(3) 0.0328(19) Uani . . 1.000
O O11 -0.0774(6) 0.4892(6) -0.2348(3) 0.032(2) Uani . . 1.000
O O12 -0.2635(6) 0.5672(5) -0.1697(3) 0.0273(17) Uani . . 1.000
O O13 0.1027(6) 0.5939(6) 0.4542(3) 0.0318(19) Uani . . 1.000
O O14 0.3991(6) -0.0037(6) 0.1307(4) 0.040(2) Uani . . 1.000
O O15 0.2259(7) 0.1451(7) 0.0501(4) 0.048(3) Uani . . 1.000
N N1 0.6058(7) 0.2665(7) 0.5638(4) 0.022(2) Uani . . 1.000
N N2 -0.3912(7) -0.1665(7) 0.1751(4) 0.025(2) Uani . . 1.000
N N3 -0.0159(7) 0.2521(7) -0.0258(4) 0.024(2) Uani . . 1.000
C C1 0.5675(9) 0.1464(8) 0.6054(4) 0.021(3) Uani . . 1.000
C C2 0.4160(8) 0.0545(7) 0.5953(4) 0.014(2) Uani . . 1.000
C C3 0.3002(8) 0.0911(7) 0.5431(4) 0.016(3) Uani . . 1.000
C C4 0.3367(8) 0.2156(8) 0.4998(5) 0.016(3) Uani . . 1.000
C C5 0.4931(9) 0.2967(8) 0.5117(5) 0.022(3) Uani . . 1.000
C C6 0.3835(10) -0.0854(8) 0.6374(5) 0.022(3) Uani . . 1.000
C C7 0.2161(9) 0.2597(8) 0.4410(5) 0.022(3) Uani . . 1.000
C C8 -0.4043(9) -0.2893(8) 0.2140(5) 0.026(3) Uani . . 1.000
C C9 -0.2820(8) -0.3157(8) 0.2669(4) 0.017(3) Uani . . 1.000
C C10 -0.1376(8) -0.2142(8) 0.2774(5) 0.019(3) Uani . . 1.000
C C11 -0.1195(8) -0.0880(8) 0.2375(5) 0.016(2) Uani . . 1.000
C C12 -0.2506(9) -0.0689(8) 0.1882(5) 0.024(3) Uani . . 1.000
C C13 -0.3132(8) -0.4542(8) 0.3137(5) 0.016(2) Uani . . 1.000
C C14 0.0358(9) 0.0273(9) 0.2447(5) 0.022(3) Uani . . 1.000
C C15 -0.1092(9) 0.2494(8) 0.0402(5) 0.024(3) Uani . . 1.000
C C16 -0.2283(8) 0.3167(8) 0.0422(5) 0.019(3) Uani . . 1.000
C C17 -0.2543(8) 0.3915(8) -0.0296(5) 0.018(2) Uani . . 1.000
C C18 -0.1586(8) 0.3997(8) -0.0992(4) 0.015(2) Uani . . 1.000
C C19 -0.0426(8) 0.3287(8) -0.0939(5) 0.020(3) Uani . . 1.000
C C20 -0.3221(9) 0.3057(8) 0.1236(5) 0.022(3) Uani . . 1.000
C C21 -0.1691(9) 0.4919(8) -0.1739(5) 0.021(3) Uani . . 1.000
H H1 0.64560 0.12380 0.64250 0.0250 Uiso calc R 1.000
H H3 0.19750 0.03280 0.53670 0.0190 Uiso calc R 1.000
H H5 0.51990 0.37760 0.48090 0.0260 Uiso calc R 1.000
H H8 -0.50090 -0.36000 0.20470 0.0310 Uiso calc R 1.000
H H10 -0.05230 -0.23090 0.31130 0.0220 Uiso calc R 1.000
H H12 -0.23990 0.01760 0.16270 0.0290 Uiso calc R 1.000
H H13A 0.05900 0.65940 0.44730 0.0800 Uiso . . 1.000
H H13B 0.19210 0.62040 0.44390 0.0800 Uiso . . 1.000
H H14A 0.42300 -0.08900 0.13360 0.0800 Uiso . . 1.000
H H14B 0.47800 0.05300 0.10900 0.0800 Uiso . . 1.000
H H15 -0.09260 0.19820 0.08850 0.0280 Uiso calc R 1.000
H H15A 0.30020 0.16410 0.02050 0.0800 Uiso . . 1.000
H H15B 0.15980 0.18250 0.03010 0.0800 Uiso . . 1.000
H H17 -0.33550 0.43610 -0.03150 0.0210 Uiso calc R 1.000
H H19 0.02160 0.33400 -0.14060 0.0250 Uiso calc R 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
Ce Ce -0.2486 2.6331 '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'
C C 0.0033 0.0016 '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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Ce1 O4 . . . 48.97(15) no
O3 Ce1 O7 . . . 63.21(15) no
O3 Ce1 O9 . . . 136.42(15) no
O3 Ce1 O13 . . . 74.86(16) no
O3 Ce1 O5 . . 1_565 142.09(15) no
O1 Ce1 O3 2_556 . . 116.29(16) no
O3 Ce1 O11 . . 2_565 81.13(16) no
O4 Ce1 O7 . . . 78.59(15) no
O4 Ce1 O9 . . . 138.31(16) no
O4 Ce1 O13 . . . 84.43(15) no
O4 Ce1 O5 . . 1_565 130.62(15) no
O1 Ce1 O4 2_556 . . 71.74(17) no
O4 Ce1 O11 . . 2_565 130.01(18) no
O7 Ce1 O9 . . . 76.13(17) no
O7 Ce1 O13 . . . 135.85(17) no
O5 Ce1 O7 1_565 . . 148.48(15) no
O1 Ce1 O7 2_556 . . 86.99(17) no
O7 Ce1 O11 . . 2_565 81.55(16) no
O9 Ce1 O13 . . . 135.94(17) no
O5 Ce1 O9 1_565 . . 73.22(16) no
O1 Ce1 O9 2_556 . . 74.33(17) no
O9 Ce1 O11 . . 2_565 77.93(17) no
O5 Ce1 O13 1_565 . . 67.88(17) no
O1 Ce1 O13 2_556 . . 125.59(16) no
O11 Ce1 O13 2_565 . . 78.89(16) no
O1 Ce1 O5 2_556 . 1_565 91.67(18) no
O5 Ce1 O11 1_565 . 2_565 85.06(17) no
O1 Ce1 O11 2_556 . 2_565 151.80(16) no
O3 Ce2 O7 . . . 61.49(13) no
O3 Ce2 O8 . . . 76.02(16) no
O3 Ce2 O14 . . . 142.80(16) no
O3 Ce2 O15 . . . 132.35(17) no
O3 Ce2 O10 . . 1_655 142.82(16) no
O3 Ce2 O6 . . 1_665 71.96(15) no
O3 Ce2 O12 . . 2_565 81.25(15) no
O2 Ce2 O3 2_656 . . 86.49(15) no
O7 Ce2 O8 . . . 47.39(15) no
O7 Ce2 O14 . . . 103.05(15) no
O7 Ce2 O15 . . . 73.85(16) no
O7 Ce2 O10 . . 1_655 137.07(15) no
O6 Ce2 O7 1_665 . . 126.71(16) no
O7 Ce2 O12 . . 2_565 73.06(16) no
O2 Ce2 O7 2_656 . . 115.52(16) no
O8 Ce2 O14 . . . 69.99(17) no
O8 Ce2 O15 . . . 86.20(19) no
O8 Ce2 O10 . . 1_655 141.16(17) no
O6 Ce2 O8 1_665 . . 141.34(16) no
O8 Ce2 O12 . . 2_565 120.16(17) no
O2 Ce2 O8 2_656 . . 72.51(18) no
O14 Ce2 O15 . . . 60.51(19) no
O10 Ce2 O14 1_655 . . 72.40(17) no
O6 Ce2 O14 1_665 . . 130.08(18) no
O12 Ce2 O14 2_565 . . 129.11(16) no
O2 Ce2 O14 2_656 . . 69.45(17) no
O10 Ce2 O15 1_655 . . 66.93(18) no
O6 Ce2 O15 1_665 . . 131.76(17) no
O12 Ce2 O15 2_565 . . 70.20(17) no
O2 Ce2 O15 2_656 . . 129.76(18) no
O6 Ce2 O10 1_665 . 1_655 73.31(16) no
O10 Ce2 O12 1_655 . 2_565 77.76(17) no
O2 Ce2 O10 2_656 . 1_655 102.93(17) no
O6 Ce2 O12 1_665 . 2_565 75.75(16) no
O2 Ce2 O6 2_656 . 1_665 84.34(17) no
O2 Ce2 O12 2_656 . 2_565 159.05(16) no
Ce1 O1 C6 2_556 . . 151.9(5) no
Ce2 O2 C6 2_656 . . 159.8(5) no
Ce1 O3 Ce2 . . . 111.94(16) no
Ce1 O3 C7 . . . 89.4(4) no
Ce2 O3 C7 . . . 126.0(4) no
Ce1 O4 C7 . . . 99.2(4) no
Ce1 O5 C13 1_545 . . 133.9(4) no
Ce2 O6 C13 1_445 . . 147.4(5) no
Ce1 O7 Ce2 . . . 111.32(17) no
Ce1 O7 C14 . . . 127.9(4) no
Ce2 O7 C14 . . . 89.2(5) no
Ce2 O8 C14 . . . 99.6(5) no
Ce1 O9 C20 . . . 155.6(5) no
Ce2 O10 C20 1_455 . . 118.3(4) no
Ce1 O11 C21 2_565 . . 139.0(5) no
Ce2 O12 C21 2_565 . . 147.9(5) no
Ce1 O13 H13B . . . 109.00 no
H13A O13 H13B . . . 110.00 no
Ce1 O13 H13A . . . 109.00 no
H14A O14 H14B . . . 105.00 no
Ce2 O14 H14A . . . 146.00 no
Ce2 O14 H14B . . . 89.00 no
Ce2 O15 H15A . . . 103.00 no
H15A O15 H15B . . . 109.00 no
Ce2 O15 H15B . . . 119.00 no
C1 N1 C5 . . . 117.6(7) no
C8 N2 C12 . . . 116.8(7) no
C15 N3 C19 . . . 115.7(7) no
N1 C1 C2 . . . 122.7(7) no
C1 C2 C3 . . . 118.5(6) no
C1 C2 C6 . . . 119.9(7) no
C3 C2 C6 . . . 121.6(7) no
C2 C3 C4 . . . 119.9(7) no
C3 C4 C5 . . . 116.8(7) no
C5 C4 C7 . . . 120.8(7) no
C3 C4 C7 . . . 122.3(7) no
N1 C5 C4 . . . 124.4(7) no
O1 C6 C2 . . . 116.4(7) no
O1 C6 O2 . . . 125.6(7) no
O2 C6 C2 . . . 118.0(7) no
O3 C7 C4 . . . 118.9(7) no
O3 C7 O4 . . . 122.2(7) no
O4 C7 C4 . . . 118.9(6) no
N2 C8 C9 . . . 123.3(7) no
C8 C9 C10 . . . 118.4(7) no
C8 C9 C13 . . . 118.8(7) no
C10 C9 C13 . . . 122.9(6) no
C9 C10 C11 . . . 119.9(7) no
C10 C11 C12 . . . 117.5(7) no
C12 C11 C14 . . . 119.6(7) no
C10 C11 C14 . . . 122.9(7) no
N2 C12 C11 . . . 124.1(7) no
O5 C13 C9 . . . 116.3(6) no
O6 C13 C9 . . . 117.7(6) no
O5 C13 O6 . . . 126.1(7) no
O8 C14 C11 . . . 120.8(7) no
O7 C14 O8 . . . 122.7(8) no
O7 C14 C11 . . . 116.6(7) no
N3 C15 C16 . . . 124.9(7) no
C15 C16 C20 . . . 118.4(7) no
C17 C16 C20 . . . 123.8(7) no
C15 C16 C17 . . . 117.8(7) no
C16 C17 C18 . . . 119.5(7) no
C17 C18 C19 . . . 117.7(6) no
C17 C18 C21 . . . 122.5(7) no
C19 C18 C21 . . . 119.6(6) no
N3 C19 C18 . . . 124.4(7) no
O9 C20 C16 . . . 116.5(7) no
O10 C20 C16 . . . 117.2(6) no
O9 C20 O10 . . . 126.4(7) no
O12 C21 C18 . . . 117.4(7) no
O11 C21 O12 . . . 125.5(7) no
O11 C21 C18 . . . 117.1(7) no
N1 C1 H1 . . . 119.00 no
C2 C1 H1 . . . 119.00 no
C2 C3 H3 . . . 120.00 no
C4 C3 H3 . . . 120.00 no
N1 C5 H5 . . . 118.00 no
C4 C5 H5 . . . 118.00 no
N2 C8 H8 . . . 118.00 no
C9 C8 H8 . . . 118.00 no
C9 C10 H10 . . . 120.00 no
C11 C10 H10 . . . 120.00 no
N2 C12 H12 . . . 118.00 no
C11 C12 H12 . . . 118.00 no
N3 C15 H15 . . . 118.00 no
C16 C15 H15 . . . 118.00 no
C16 C17 H17 . . . 120.00 no
C18 C17 H17 . . . 120.00 no
N3 C19 H19 . . . 118.00 no
C18 C19 H19 . . . 118.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ce1 O1 . 2_556 2.349(6) yes
Ce1 O3 . . 2.773(5) yes
Ce1 O4 . . 2.570(5) yes
Ce1 O5 . 1_565 2.384(5) yes
Ce1 O7 . . 2.538(5) yes
Ce1 O9 . . 2.538(5) yes
Ce1 O11 . 2_565 2.405(5) yes
Ce1 O13 . . 2.560(5) yes
Ce2 O2 . 2_656 2.404(5) yes
Ce2 O3 . . 2.594(5) yes
Ce2 O6 . 1_665 2.431(5) yes
Ce2 O7 . . 2.847(6) yes
Ce2 O8 . . 2.657(6) yes
Ce2 O10 . 1_655 2.526(5) yes
Ce2 O12 . 2_565 2.444(5) yes
Ce2 O14 . . 2.606(6) yes
Ce2 O15 . . 2.646(6) yes
O1 C6 . . 1.253(10) no
O2 C6 . . 1.240(10) no
O3 C7 . . 1.275(9) no
O4 C7 . . 1.264(10) no
O5 C13 . . 1.259(9) no
O6 C13 . . 1.247(9) no
O7 C14 . . 1.293(10) no
O8 C14 . . 1.236(10) no
O9 C20 . . 1.255(9) no
O10 C20 . . 1.250(10) no
O11 C21 . . 1.268(9) no
O12 C21 . . 1.238(10) no
O13 H13B . . 0.8100 no
O13 H13A . . 0.8200 no
O14 H14A . . 0.8900 no
O14 H14B . . 0.8800 no
O15 H15B . . 0.8200 no
O15 H15A . . 0.8200 no
N1 C5 . . 1.319(10) no
N1 C1 . . 1.342(9) no
N2 C8 . . 1.343(10) no
N2 C12 . . 1.332(10) no
N3 C15 . . 1.333(10) no
N3 C19 . . 1.346(9) no
C1 C2 . . 1.389(11) no
C2 C6 . . 1.505(10) no
C2 C3 . . 1.372(10) no
C3 C4 . . 1.391(10) no
C4 C5 . . 1.392(11) no
C4 C7 . . 1.494(11) no
C8 C9 . . 1.375(11) no
C9 C13 . . 1.532(10) no
C9 C10 . . 1.375(10) no
C10 C11 . . 1.376(10) no
C11 C12 . . 1.383(11) no
C11 C14 . . 1.511(11) no
C15 C16 . . 1.376(11) no
C16 C17 . . 1.377(10) no
C16 C20 . . 1.519(11) no
C17 C18 . . 1.388(10) no
C18 C21 . . 1.497(10) no
C18 C19 . . 1.376(11) no
C1 H1 . . 0.9300 no
C3 H3 . . 0.9300 no
C5 H5 . . 0.9300 no
C8 H8 . . 0.9300 no
C10 H10 . . 0.9300 no
C12 H12 . . 0.9300 no
C15 H15 . . 0.9300 no
C17 H17 . . 0.9300 no
C19 H19 . . 0.9300 no
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
O13 H13A O4 2_566 0.82 2.28 2.901(7) 132 yes
O13 H13B N1 2_666 0.81 1.87 2.659(9) 164 yes
O14 H14A N2 1_655 0.89 2.06 2.802(9) 140 yes
O14 H14B O10 1_655 0.88 2.40 3.031(9) 129 yes
O15 H15A O10 1_655 0.82 2.40 2.853(9) 115 yes
O15 H15B N3 . 0.82 2.00 2.815(9) 174 yes
C8 H8 O12 2_455 0.93 2.43 3.354(9) 172 yes
C12 H12 O9 . 0.93 2.57 3.354(9) 143 yes
C15 H15 O7 . 0.93 2.38 3.258(9) 157 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
O4 Ce1 O3 Ce2 . . . . 127.0(2) no
O4 Ce1 O3 C7 . . . . -2.0(4) no
O7 Ce1 O3 Ce2 . . . . 28.62(16) no
O7 Ce1 O3 C7 . . . . -100.4(4) no
O9 Ce1 O3 Ce2 . . . . 5.6(3) no
O9 Ce1 O3 C7 . . . . -123.5(4) no
O13 Ce1 O3 Ce2 . . . . -137.1(2) no
O13 Ce1 O3 C7 . . . . 93.8(4) no
O5 Ce1 O3 Ce2 1_565 . . . -126.3(2) no
O5 Ce1 O3 C7 1_565 . . . 104.7(4) no
O1 Ce1 O3 Ce2 2_556 . . . 100.26(19) no
O1 Ce1 O3 C7 2_556 . . . -28.8(4) no
O11 Ce1 O3 Ce2 2_565 . . . -56.34(18) no
O11 Ce1 O3 C7 2_565 . . . 174.6(4) no
O3 Ce1 O4 C7 . . . . 2.1(4) no
O7 Ce1 O4 C7 . . . . 66.4(4) no
O9 Ce1 O4 C7 . . . . 119.9(4) no
O13 Ce1 O4 C7 . . . . -72.7(4) no
O5 Ce1 O4 C7 1_565 . . . -127.1(4) no
O1 Ce1 O4 C7 2_556 . . . 157.0(4) no
O11 Ce1 O4 C7 2_565 . . . -2.2(5) no
O3 Ce1 O7 Ce2 . . . . -25.76(14) no
O3 Ce1 O7 C14 . . . . 80.9(6) no
O4 Ce1 O7 Ce2 . . . . -75.35(18) no
O4 Ce1 O7 C14 . . . . 31.3(6) no
O9 Ce1 O7 Ce2 . . . . 138.1(2) no
O9 Ce1 O7 C14 . . . . -115.3(6) no
O13 Ce1 O7 Ce2 . . . . -5.8(3) no
O13 Ce1 O7 C14 . . . . 100.8(6) no
O5 Ce1 O7 Ce2 1_565 . . . 124.4(3) no
O5 Ce1 O7 C14 1_565 . . . -129.0(6) no
O1 Ce1 O7 Ce2 2_556 . . . -147.32(18) no
O1 Ce1 O7 C14 2_556 . . . -40.7(6) no
O11 Ce1 O7 Ce2 2_565 . . . 58.52(18) no
O11 Ce1 O7 C14 2_565 . . . 165.2(6) no
O3 Ce1 O9 C20 . . . . -81.5(12) no
O4 Ce1 O9 C20 . . . . -156.9(11) no
O7 Ce1 O9 C20 . . . . -102.6(12) no
O13 Ce1 O9 C20 . . . . 41.3(13) no
O5 Ce1 O9 C20 1_565 . . . 70.0(12) no
O1 Ce1 O9 C20 2_556 . . . 166.6(12) no
O11 Ce1 O9 C20 2_565 . . . -18.5(12) no
O3 Ce1 O5 C13 . . 1_565 1_565 146.4(6) no
O4 Ce1 O5 C13 . . 1_565 1_565 -141.4(6) no
O7 Ce1 O5 C13 . . 1_565 1_565 12.8(8) no
O9 Ce1 O5 C13 . . 1_565 1_565 -1.1(6) no
O13 Ce1 O5 C13 . . 1_565 1_565 157.7(6) no
O3 Ce1 O1 C6 . . 2_556 2_556 -159.3(10) no
O4 Ce1 O1 C6 . . 2_556 2_556 179.7(10) no
O7 Ce1 O1 C6 . . 2_556 2_556 -101.3(10) no
O9 Ce1 O1 C6 . . 2_556 2_556 -24.9(10) no
O13 Ce1 O1 C6 . . 2_556 2_556 110.9(10) no
O3 Ce1 O11 C21 . . 2_565 2_565 46.7(7) no
O4 Ce1 O11 C21 . . 2_565 2_565 50.0(8) no
O7 Ce1 O11 C21 . . 2_565 2_565 -17.4(7) no
O9 Ce1 O11 C21 . . 2_565 2_565 -94.9(7) no
O13 Ce1 O11 C21 . . 2_565 2_565 122.9(7) no
O7 Ce2 O3 Ce1 . . . . -25.70(14) no
O7 Ce2 O3 C7 . . . . 80.5(6) no
O8 Ce2 O3 Ce1 . . . . -74.50(19) no
O8 Ce2 O3 C7 . . . . 31.7(6) no
O14 Ce2 O3 Ce1 . . . . -98.8(3) no
O14 Ce2 O3 C7 . . . . 7.4(7) no
O15 Ce2 O3 Ce1 . . . . -3.1(3) no
O15 Ce2 O3 C7 . . . . 103.1(6) no
O10 Ce2 O3 Ce1 1_655 . . . 105.8(3) no
O10 Ce2 O3 C7 1_655 . . . -148.0(5) no
O6 Ce2 O3 Ce1 1_665 . . . 127.5(2) no
O6 Ce2 O3 C7 1_665 . . . -126.3(6) no
O12 Ce2 O3 Ce1 2_565 . . . 49.71(18) no
O12 Ce2 O3 C7 2_565 . . . 155.9(6) no
O2 Ce2 O3 Ce1 2_656 . . . -147.3(2) no
O2 Ce2 O3 C7 2_656 . . . -41.1(6) no
O3 Ce2 O7 Ce1 . . . . 28.16(15) no
O3 Ce2 O7 C14 . . . . -102.8(4) no
O8 Ce2 O7 Ce1 . . . . 125.4(3) no
O8 Ce2 O7 C14 . . . . -5.5(4) no
O14 Ce2 O7 Ce1 . . . . 171.72(18) no
O14 Ce2 O7 C14 . . . . 40.8(4) no
O15 Ce2 O7 Ce1 . . . . -134.7(2) no
O15 Ce2 O7 C14 . . . . 94.4(4) no
O10 Ce2 O7 Ce1 1_655 . . . -110.2(2) no
O10 Ce2 O7 C14 1_655 . . . 118.9(4) no
O6 Ce2 O7 Ce1 1_665 . . . -4.2(2) no
O6 Ce2 O7 C14 1_665 . . . -135.1(4) no
O12 Ce2 O7 Ce1 2_565 . . . -60.96(17) no
O12 Ce2 O7 C14 2_565 . . . 168.1(4) no
O2 Ce2 O7 Ce1 2_656 . . . 98.5(2) no
O2 Ce2 O7 C14 2_656 . . . -32.4(4) no
O3 Ce2 O8 C14 . . . . 69.8(5) no
O7 Ce2 O8 C14 . . . . 5.9(4) no
O14 Ce2 O8 C14 . . . . -125.6(5) no
O15 Ce2 O8 C14 . . . . -65.6(5) no
O10 Ce2 O8 C14 1_655 . . . -110.5(5) no
O6 Ce2 O8 C14 1_665 . . . 104.5(5) no
O12 Ce2 O8 C14 2_565 . . . -1.2(5) no
O2 Ce2 O8 C14 2_656 . . . 160.5(5) no
O3 Ce2 O10 C20 . . 1_655 1_655 92.8(6) no
O7 Ce2 O10 C20 . . 1_655 1_655 -162.3(5) no
O8 Ce2 O10 C20 . . 1_655 1_655 -86.8(6) no
O14 Ce2 O10 C20 . . 1_655 1_655 -71.9(5) no
O15 Ce2 O10 C20 . . 1_655 1_655 -136.7(6) no
O3 Ce2 O6 C13 . . 1_665 1_665 160.2(9) no
O7 Ce2 O6 C13 . . 1_665 1_665 -170.1(8) no
O8 Ce2 O6 C13 . . 1_665 1_665 124.7(8) no
O14 Ce2 O6 C13 . . 1_665 1_665 15.1(9) no
O15 Ce2 O6 C13 . . 1_665 1_665 -68.5(9) no
O3 Ce2 O12 C21 . . 2_565 2_565 -29.8(9) no
O7 Ce2 O12 C21 . . 2_565 2_565 33.0(9) no
O8 Ce2 O12 C21 . . 2_565 2_565 38.4(9) no
O14 Ce2 O12 C21 . . 2_565 2_565 126.2(8) no
O15 Ce2 O12 C21 . . 2_565 2_565 111.5(9) no
O3 Ce2 O2 C6 . . 2_656 2_656 -123.2(14) no
O7 Ce2 O2 C6 . . 2_656 2_656 -179.2(13) no
O8 Ce2 O2 C6 . . 2_656 2_656 160.3(14) no
O14 Ce2 O2 C6 . . 2_656 2_656 85.7(14) no
O15 Ce2 O2 C6 . . 2_656 2_656 91.0(14) no
Ce1 O1 C6 O2 2_556 . . . 12.2(16) no
Ce1 O1 C6 C2 2_556 . . . -170.3(7) no
Ce2 O2 C6 O1 2_656 . . . -20.9(19) no
Ce2 O2 C6 C2 2_656 . . . 161.7(10) no
Ce1 O3 C7 O4 . . . . 3.7(7) no
Ce1 O3 C7 C4 . . . . -175.9(6) no
Ce2 O3 C7 O4 . . . . -113.4(7) no
Ce2 O3 C7 C4 . . . . 67.0(8) no
Ce1 O4 C7 O3 . . . . -4.0(7) no
Ce1 O4 C7 C4 . . . . 175.6(6) no
Ce1 O5 C13 O6 1_545 . . . 74.3(9) no
Ce1 O5 C13 C9 1_545 . . . -108.1(6) no
Ce2 O6 C13 O5 1_445 . . . -78.9(11) no
Ce2 O6 C13 C9 1_445 . . . 103.6(9) no
Ce1 O7 C14 O8 . . . . -106.4(8) no
Ce1 O7 C14 C11 . . . . 73.6(8) no
Ce2 O7 C14 O8 . . . . 10.4(7) no
Ce2 O7 C14 C11 . . . . -169.6(6) no
Ce2 O8 C14 O7 . . . . -11.3(8) no
Ce2 O8 C14 C11 . . . . 168.7(6) no
Ce1 O9 C20 O10 . . . . -119.1(11) no
Ce1 O9 C20 C16 . . . . 60.1(14) no
Ce2 O10 C20 O9 1_455 . . . -16.0(10) no
Ce2 O10 C20 C16 1_455 . . . 164.8(5) no
Ce1 O11 C21 O12 2_565 . . . 23.5(12) no
Ce1 O11 C21 C18 2_565 . . . -154.5(5) no
Ce2 O12 C21 O11 2_565 . . . -9.9(14) no
Ce2 O12 C21 C18 2_565 . . . 168.1(5) no
C5 N1 C1 C2 . . . . 0.2(10) no
C1 N1 C5 C4 . . . . 2.4(11) no
C12 N2 C8 C9 . . . . 1.3(11) no
C8 N2 C12 C11 . . . . 1.0(11) no
C19 N3 C15 C16 . . . . 0.7(11) no
C15 N3 C19 C18 . . . . -1.0(11) no
N1 C1 C2 C3 . . . . -2.2(10) no
N1 C1 C2 C6 . . . . 175.0(6) no
C1 C2 C3 C4 . . . . 1.7(9) no
C6 C2 C3 C4 . . . . -175.4(6) no
C1 C2 C6 O1 . . . . 178.4(6) no
C1 C2 C6 O2 . . . . -3.9(10) no
C3 C2 C6 O1 . . . . -4.6(10) no
C3 C2 C6 O2 . . . . 173.2(6) no
C2 C3 C4 C5 . . . . 0.7(10) no
C2 C3 C4 C7 . . . . 179.1(6) no
C3 C4 C5 N1 . . . . -2.8(11) no
C7 C4 C5 N1 . . . . 178.7(7) no
C3 C4 C7 O3 . . . . -153.3(7) no
C3 C4 C7 O4 . . . . 27.1(10) no
C5 C4 C7 O3 . . . . 25.1(10) no
C5 C4 C7 O4 . . . . -154.5(7) no
N2 C8 C9 C10 . . . . -2.7(11) no
N2 C8 C9 C13 . . . . 175.7(6) no
C8 C9 C10 C11 . . . . 1.8(10) no
C13 C9 C10 C11 . . . . -176.5(7) no
C8 C9 C13 O5 . . . . -180.0(6) no
C8 C9 C13 O6 . . . . -2.2(10) no
C10 C9 C13 O5 . . . . -1.7(10) no
C10 C9 C13 O6 . . . . 176.1(7) no
C9 C10 C11 C12 . . . . 0.4(11) no
C9 C10 C11 C14 . . . . -179.0(7) no
C10 C11 C12 N2 . . . . -1.8(11) no
C14 C11 C12 N2 . . . . 177.6(7) no
C10 C11 C14 O7 . . . . -159.1(7) no
C10 C11 C14 O8 . . . . 20.9(11) no
C12 C11 C14 O7 . . . . 21.5(10) no
C12 C11 C14 O8 . . . . -158.5(7) no
N3 C15 C16 C17 . . . . 0.6(12) no
N3 C15 C16 C20 . . . . -178.8(7) no
C15 C16 C17 C18 . . . . -1.6(11) no
C20 C16 C17 C18 . . . . 177.7(7) no
C15 C16 C20 O9 . . . . 26.0(10) no
C15 C16 C20 O10 . . . . -154.8(7) no
C17 C16 C20 O9 . . . . -153.4(7) no
C17 C16 C20 O10 . . . . 25.9(11) no
C16 C17 C18 C19 . . . . 1.4(11) no
C16 C17 C18 C21 . . . . -173.6(7) no
C17 C18 C19 N3 . . . . 0.0(11) no
C21 C18 C19 N3 . . . . 175.1(7) no
C17 C18 C21 O11 . . . . -178.9(7) no
C17 C18 C21 O12 . . . . 2.9(11) no
C19 C18 C21 O11 . . . . 6.2(10) no
C19 C18 C21 O12 . . . . -172.0(7) no
