#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:07:15 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258816 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/56/7705625.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_7705625
loop_
_publ_author_name
'Gao, Xu-Sheng'
'Ding, Mei-Juan'
'Zhang, Jin'
'Zhao, Li-Duo'
'Ren, Xiao-Ming'
_publ_section_title
;
 Phase selectivity and tunable photophysical nature of rare earth
 metal-organic frameworks of Eu x
 Y₁₋ₓ-PTC (H₃PTC = 2,4,6-pyridine
 tricarboxylic acid; x = 0-1).
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14985
_journal_page_last               14994
_journal_paper_doi               10.1039/d0dt03150j
_journal_volume                  49
_journal_year                    2020
_chemical_formula_sum            'C16 H16 Eu0.18 N2 O18 Y1.82'
_chemical_formula_weight         713.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.22
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3352(9)
_cell_length_b                   6.8838(4)
_cell_length_c                   18.3844(9)
_cell_measurement_reflns_used    9836
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.19
_cell_volume                     2148.09(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            36723
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         3.192
_exptl_absorpt_coefficient_mu    5.515
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.206
_exptl_crystal_description       block
_exptl_crystal_F_000             1409
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0197
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0161P)²+1.5920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0446
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4449
_reflns_number_total             4869
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03150j2.cif
_cod_data_source_block           1_CCDC6
_cod_depositor_comments
'Adding full bibliography for 7705619--7705631.cif.'
_cod_original_cell_volume        2148.16(19)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7705625
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37353(2) 0.72295(2) 0.87688(2) 0.01032(6) Uani 0.863(2) 1 d . . P . .
Eu1 Eu 0.37353(2) 0.72295(2) 0.87688(2) 0.01032(6) Uani 0.137(2) 1 d . . P . .
Y2 Y 0.37547(2) 0.75307(2) 0.39588(2) 0.01079(6) Uani 0.9591(19) 1 d . . P . .
Eu2 Eu 0.37547(2) 0.75307(2) 0.39588(2) 0.01079(6) Uani 0.0409(19) 1 d . . P .
.
C1 C 0.30258(11) 0.9661(3) 0.71027(10) 0.0162(4) Uani 1 1 d . . . . .
C2 C 0.38305(11) 0.9133(3) 0.71115(10) 0.0148(4) Uani 1 1 d . . . . .
C3 C 0.40689(11) 0.9347(3) 0.64830(10) 0.0156(4) Uani 1 1 d . . . . .
H3 H 0.373381 0.989604 0.601317 0.019 Uiso 1 1 calc R U . . .
C4 C 0.48185(11) 0.8724(3) 0.65711(10) 0.0145(4) Uani 1 1 d . . . . .
C5 C 0.50819(11) 0.8740(3) 0.58856(10) 0.0141(4) Uani 1 1 d . . . . .
C6 C 0.53274(11) 0.8021(3) 0.72978(10) 0.0152(4) Uani 1 1 d . . . . .
H6 H 0.584421 0.768462 0.738159 0.018 Uiso 1 1 calc R U . . .
C7 C 0.50378(10) 0.7838(3) 0.78921(10) 0.0143(3) Uani 1 1 d . . . . .
C8 C 0.55031(11) 0.7044(3) 0.86999(10) 0.0156(4) Uani 1 1 d . . . . .
C9 C 0.24695(11) 0.4227(3) 0.27091(11) 0.0160(4) Uani 1 1 d . . . . .
C10 C 0.18045(11) 0.3554(3) 0.29494(10) 0.0150(4) Uani 1 1 d . . . . .
C11 C 0.18279(11) 0.3642(3) 0.37133(11) 0.0176(4) Uani 1 1 d . . . . .
H11 H 0.227520 0.408322 0.412287 0.021 Uiso 1 1 calc R U . . .
C12 C 0.11666(11) 0.3054(3) 0.38486(10) 0.0165(4) Uani 1 1 d . . . . .
C13 C 0.11620(11) 0.3052(3) 0.46689(10) 0.0168(4) Uani 1 1 d . . . . .
C14 C 0.05090(11) 0.2375(3) 0.32241(11) 0.0164(4) Uani 1 1 d . . . . .
H14 H 0.005430 0.201050 0.329959 0.020 Uiso 1 1 calc R U . . .
C15 C 0.05498(11) 0.2258(3) 0.24859(10) 0.0139(3) Uani 1 1 d . . . . .
C16 C -0.00947(11) 0.1452(3) 0.17576(10) 0.0149(4) Uani 1 1 d . . . . .
O1 O 0.28607(8) 0.8908(2) 0.76554(8) 0.0225(3) Uani 1 1 d . . . . .
O2 O 0.25881(8) 1.0752(2) 0.65824(8) 0.0199(3) Uani 1 1 d . . . . .
O3 O 0.50918(8) 0.6675(2) 0.91146(8) 0.0200(3) Uani 1 1 d . . . . .
O4 O 0.62170(8) 0.6803(2) 0.89114(8) 0.0287(3) Uani 1 1 d . . . . .
O5 O 0.45965(8) 0.8156(2) 0.52464(8) 0.0227(3) Uani 1 1 d . . . . .
O6 O 0.57805(8) 0.92729(19) 0.60203(8) 0.0191(3) Uani 1 1 d . . . . .
O7 O 0.30662(8) 0.4928(2) 0.32322(8) 0.0226(3) Uani 1 1 d . . . . .
O8 O 0.23692(8) 0.4014(2) 0.20004(8) 0.0234(3) Uani 1 1 d . . . . .
O9 O 0.18095(8) 0.3152(2) 0.52465(8) 0.0219(3) Uani 1 1 d . . . . .
O10 O 0.05231(8) 0.2848(2) 0.47614(8) 0.0233(3) Uani 1 1 d . . . . .
O11 O -0.07160(8) 0.0852(2) 0.17948(8) 0.0218(3) Uani 1 1 d . . . . .
O12 O 0.00653(8) 0.1462(2) 0.11425(7) 0.0211(3) Uani 1 1 d . . . . .
O13 O 0.36663(8) 0.4583(2) 0.78984(8) 0.0228(3) Uani 1 1 d . . . . .
H13A H 0.387159 0.488399 0.753529 0.034 Uiso 1 1 d R U . . .
H13B H 0.316450 0.427131 0.759286 0.034 Uiso 1 1 d R U . . .
O15 O 0.40643(9) 1.0587(2) 0.89869(9) 0.0279(3) Uani 1 1 d . . . . .
H15A H 0.393241 1.125539 0.853588 0.042 Uiso 1 1 d R U . . .
H15B H 0.458573 1.075474 0.920010 0.042 Uiso 1 1 d R U . . .
O16 O 0.28397(8) 0.8121(2) 0.45259(8) 0.0274(3) Uani 1 1 d . . . . .
H6A H 0.287938 0.727137 0.490603 0.041 Uiso 1 1 d R U . . .
H6B H 0.235252 0.791796 0.418305 0.041 Uiso 1 1 d R U . . .
O18 O 0.28726(10) 0.6116(2) 0.57926(10) 0.0381(4) Uani 1 1 d G . . . .
H18A H 0.331245 0.559901 0.605395 0.057 Uiso 1 1 d G U . . .
H18B H 0.256451 0.516439 0.561409 0.057 Uiso 1 1 d G U . . .
N1 N 0.42993(9) 0.8327(2) 0.77877(9) 0.0142(3) Uani 1 1 d . . . . .
N2 N 0.11839(9) 0.2857(2) 0.23566(9) 0.0142(3) Uani 1 1 d . . . . .
O14 O 0.37913(10) 0.4295(2) 0.94940(9) 0.0234(3) Uani 1 1 d . . . . .
H14B H 0.338(2) 0.413(5) 0.9550(18) 0.057(10) Uiso 1 1 d . . . . .
H14A H 0.418(2) 0.404(5) 0.995(2) 0.075(11) Uiso 1 1 d . . . . .
H17A H 0.3902(17) 0.352(5) 0.4491(18) 0.050(9) Uiso 1 1 d . . . . .
O17 O 0.39566(10) 0.4596(2) 0.47135(9) 0.0253(3) Uani 1 1 d . . . . .
H17B H 0.4332(19) 0.438(5) 0.5158(19) 0.059(10) 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'
Eu Eu -0.1578 3.6682 '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'
Y Y -2.7962 3.5667 '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
O3 Y1 O1 127.83(5) . . ?
O3 Y1 O15 86.42(5) . . ?
O1 Y1 O15 73.62(5) . . ?
O3 Y1 O13 80.83(5) . . ?
O1 Y1 O13 86.92(5) . . ?
O15 Y1 O13 142.69(5) . . ?
O3 Y1 O14 83.95(5) . . ?
O1 Y1 O14 139.72(6) . . ?
O15 Y1 O14 140.11(5) . . ?
O13 Y1 O14 73.24(5) . . ?
O3 Y1 O9 121.67(5) . 2_556 ?
O1 Y1 O9 100.33(5) . 2_556 ?
O15 Y1 O9 76.89(5) . 2_556 ?
O13 Y1 O9 138.98(5) . 2_556 ?
O14 Y1 O9 75.67(5) . 2_556 ?
O3 Y1 O2 146.45(5) . 2_546 ?
O1 Y1 O2 72.50(5) . 2_546 ?
O15 Y1 O2 126.99(5) . 2_546 ?
O13 Y1 O2 73.44(5) . 2_546 ?
O14 Y1 O2 68.40(5) . 2_546 ?
O9 Y1 O2 70.61(5) 2_556 2_546 ?
O3 Y1 N1 64.07(5) . . ?
O1 Y1 N1 63.94(5) . . ?
O15 Y1 N1 71.48(5) . . ?
O13 Y1 N1 71.40(5) . . ?
O14 Y1 N1 135.18(5) . . ?
O9 Y1 N1 147.51(5) 2_556 . ?
O2 Y1 N1 124.36(5) 2_546 . ?
O3 Y1 O10 69.92(4) . 2_556 ?
O1 Y1 O10 138.29(5) . 2_556 ?
O15 Y1 O10 70.22(5) . 2_556 ?
O13 Y1 O10 134.77(5) . 2_556 ?
O14 Y1 O10 70.10(5) . 2_556 ?
O9 Y1 O10 51.78(4) 2_556 2_556 ?
O2 Y1 O10 114.82(4) 2_546 2_556 ?
N1 Y1 O10 120.64(5) . 2_556 ?
O3 Y1 C13 95.69(5) . 2_556 ?
O1 Y1 C13 122.45(5) . 2_556 ?
O15 Y1 C13 73.93(5) . 2_556 ?
O13 Y1 C13 141.92(5) . 2_556 ?
O14 Y1 C13 68.68(5) . 2_556 ?
O9 Y1 C13 26.00(5) 2_556 2_556 ?
O2 Y1 C13 91.66(5) 2_546 2_556 ?
N1 Y1 C13 140.58(5) . 2_556 ?
O10 Y1 C13 25.96(5) 2_556 2_556 ?
O7 Y2 O16 93.78(5) . . ?
O7 Y2 O5 137.83(5) . . ?
O16 Y2 O5 79.90(5) . . ?
O7 Y2 O6 148.35(5) . 3_676 ?
O16 Y2 O6 98.49(5) . 3_676 ?
O5 Y2 O6 73.36(5) . 3_676 ?
O7 Y2 O12 91.70(5) . 2 ?
O16 Y2 O12 158.51(5) . 2 ?
O5 Y2 O12 82.10(5) . 2 ?
O6 Y2 O12 87.45(5) 3_676 2 ?
O7 Y2 O8 76.85(5) . 2 ?
O16 Y2 O8 71.76(5) . 2 ?
O5 Y2 O8 136.99(5) . 2 ?
O6 Y2 O8 79.50(5) 3_676 2 ?
O12 Y2 O8 129.73(4) 2 2 ?
O7 Y2 O17 67.15(5) . . ?
O16 Y2 O17 82.38(5) . . ?
O5 Y2 O17 70.69(5) . . ?
O6 Y2 O17 143.29(5) 3_676 . ?
O12 Y2 O17 80.65(5) 2 . ?
O8 Y2 O17 133.76(5) 2 . ?
O7 Y2 N2 73.82(5) . 2 ?
O16 Y2 N2 136.97(5) . 2 ?
O5 Y2 N2 136.09(5) . 2 ?
O6 Y2 N2 77.35(5) 3_676 2 ?
O12 Y2 N2 64.46(5) 2 2 ?
O8 Y2 N2 65.34(5) 2 2 ?
O17 Y2 N2 126.01(5) . 2 ?
O2 C1 O1 125.49(17) . . ?
O2 C1 C2 119.80(16) . . ?
O1 C1 C2 114.72(16) . . ?
N1 C2 C3 121.61(17) . . ?
N1 C2 C1 113.04(15) . . ?
C3 C2 C1 125.28(16) . . ?
C2 C3 C4 118.60(16) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C6 119.51(16) . . ?
C3 C4 C5 120.97(16) . . ?
C6 C4 C5 119.49(16) . . ?
O5 C5 O6 126.14(17) . . ?
O5 C5 C4 116.49(16) . . ?
O6 C5 C4 117.31(15) . . ?
C7 C6 C4 117.93(17) . . ?
C7 C6 H6 121.0 . . ?
C4 C6 H6 121.0 . . ?
N1 C7 C6 122.12(16) . . ?
N1 C7 C8 113.45(15) . . ?
C6 C7 C8 124.41(16) . . ?
O4 C8 O3 125.47(17) . . ?
O4 C8 C7 119.96(17) . . ?
O3 C8 C7 114.56(16) . . ?
O7 C9 O8 125.95(17) . . ?
O7 C9 C10 117.39(16) . . ?
O8 C9 C10 116.65(16) . . ?
N2 C10 C11 122.19(17) . . ?
N2 C10 C9 113.79(15) . . ?
C11 C10 C9 124.02(16) . . ?
C12 C11 C10 118.25(17) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C14 119.50(17) . . ?
C11 C12 C13 120.95(16) . . ?
C14 C12 C13 119.48(16) . . ?
O10 C13 O9 121.52(17) . . ?
O10 C13 C12 119.57(16) . . ?
O9 C13 C12 118.80(17) . . ?
O10 C13 Y1 63.40(10) . 2_546 ?
O9 C13 Y1 58.80(9) . 2_546 ?
C12 C13 Y1 168.02(13) . 2_546 ?
C15 C14 C12 118.34(17) . . ?
C15 C14 H14 120.8 . . ?
C12 C14 H14 120.8 . . ?
N2 C15 C14 121.84(16) . . ?
N2 C15 C16 113.29(15) . . ?
C14 C15 C16 124.87(16) . . ?
O11 C16 O12 125.30(17) . . ?
O11 C16 C15 119.96(16) . . ?
O12 C16 C15 114.74(16) . . ?
C1 O1 Y1 126.85(12) . . ?
C1 O2 Y1 137.07(12) . 2_556 ?
C8 O3 Y1 127.25(12) . . ?
C5 O5 Y2 170.06(13) . . ?
C5 O6 Y2 127.46(12) . 3_676 ?
C9 O7 Y2 151.09(13) . . ?
C9 O8 Y2 124.51(12) . 2_545 ?
C13 O9 Y1 95.20(11) . 2_546 ?
C13 O10 Y1 90.64(11) . 2_546 ?
C16 O12 Y2 126.81(12) . 2_545 ?
Y1 O13 H13A 112.8 . . ?
Y1 O13 H13B 112.3 . . ?
H13A O13 H13B 101.8 . . ?
Y1 O15 H15A 112.3 . . ?
Y1 O15 H15B 111.1 . . ?
H15A O15 H15B 102.1 . . ?
Y2 O16 H6A 112.2 . . ?
Y2 O16 H6B 110.9 . . ?
H6A O16 H6B 102.4 . . ?
H18A O18 H18B 104.4 . . ?
C2 N1 C7 119.92(16) . . ?
C2 N1 Y1 119.91(12) . . ?
C7 N1 Y1 119.40(12) . . ?
C10 N2 C15 119.79(16) . . ?
C10 N2 Y2 119.47(12) . 2_545 ?
C15 N2 Y2 120.67(12) . 2_545 ?
Y1 O14 H14B 110(2) . . ?
Y1 O14 H14A 123(2) . . ?
H14B O14 H14A 108(3) . . ?
Y2 O17 H17A 120(2) . . ?
Y2 O17 H17B 126(2) . . ?
H17A O17 H17B 102(3) . . ?
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
Y1 O3 2.3537(13) . ?
Y1 O1 2.3695(13) . ?
Y1 O15 2.3842(14) . ?
Y1 O13 2.3961(14) . ?
Y1 O14 2.4008(15) . ?
Y1 O9 2.4590(13) 2_556 ?
Y1 O2 2.4808(13) 2_546 ?
Y1 N1 2.5109(15) . ?
Y1 O10 2.5600(14) 2_556 ?
Y1 C13 2.8629(18) 2_556 ?
Y2 O7 2.3048(13) . ?
Y2 O16 2.3216(14) . ?
Y2 O5 2.3256(13) . ?
Y2 O6 2.3547(13) 3_676 ?
Y2 O12 2.3583(13) 2 ?
Y2 O8 2.3772(14) 2 ?
Y2 O17 2.3988(15) . ?
Y2 N2 2.4733(15) 2 ?
C1 O2 1.242(2) . ?
C1 O1 1.275(2) . ?
C1 C2 1.514(3) . ?
C2 N1 1.336(2) . ?
C2 C3 1.389(2) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C6 1.395(2) . ?
C4 C5 1.510(2) . ?
C5 O5 1.243(2) . ?
C5 O6 1.264(2) . ?
C6 C7 1.389(2) . ?
C6 H6 0.9300 . ?
C7 N1 1.337(2) . ?
C7 C8 1.508(2) . ?
C8 O4 1.228(2) . ?
C8 O3 1.284(2) . ?
C9 O7 1.249(2) . ?
C9 O8 1.254(2) . ?
C9 C10 1.518(2) . ?
C10 N2 1.332(2) . ?
C10 C11 1.390(2) . ?
C11 C12 1.387(3) . ?
C11 H11 0.9300 . ?
C12 C14 1.394(3) . ?
C12 C13 1.511(2) . ?
C13 O10 1.254(2) . ?
C13 O9 1.260(2) . ?
C14 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C15 N2 1.337(2) . ?
C15 C16 1.517(2) . ?
C16 O11 1.238(2) . ?
C16 O12 1.271(2) . ?
O13 H13A 0.9056 . ?
O13 H13B 0.9041 . ?
O15 H15A 0.8978 . ?
O15 H15B 0.8931 . ?
O16 H6A 0.8930 . ?
O16 H6B 0.8883 . ?
O18 H18A 0.8455 . ?
O18 H18B 0.8459 . ?
O14 H14B 0.80(3) . ?
O14 H14A 0.88(4) . ?
O17 H17A 0.84(3) . ?
O17 H17B 0.86(3) . ?
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
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666
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
O2 C1 C2 N1 165.90(17) . . . . ?
O1 C1 C2 N1 -14.0(2) . . . . ?
O2 C1 C2 C3 -17.2(3) . . . . ?
O1 C1 C2 C3 162.93(18) . . . . ?
N1 C2 C3 C4 -0.8(3) . . . . ?
C1 C2 C3 C4 -177.48(17) . . . . ?
C2 C3 C4 C6 -4.1(3) . . . . ?
C2 C3 C4 C5 174.06(16) . . . . ?
C3 C4 C5 O5 -42.8(2) . . . . ?
C6 C4 C5 O5 135.34(18) . . . . ?
C3 C4 C5 O6 139.80(18) . . . . ?
C6 C4 C5 O6 -42.1(2) . . . . ?
C3 C4 C6 C7 4.7(3) . . . . ?
C5 C4 C6 C7 -173.44(16) . . . . ?
C4 C6 C7 N1 -0.6(3) . . . . ?
C4 C6 C7 C8 177.98(17) . . . . ?
N1 C7 C8 O4 -169.53(18) . . . . ?
C6 C7 C8 O4 11.8(3) . . . . ?
N1 C7 C8 O3 10.4(2) . . . . ?
C6 C7 C8 O3 -168.25(17) . . . . ?
O7 C9 C10 N2 178.84(17) . . . . ?
O8 C9 C10 N2 -1.6(2) . . . . ?
O7 C9 C10 C11 -1.2(3) . . . . ?
O8 C9 C10 C11 178.39(18) . . . . ?
N2 C10 C11 C12 -2.7(3) . . . . ?
C9 C10 C11 C12 177.36(17) . . . . ?
C10 C11 C12 C14 0.8(3) . . . . ?
C10 C11 C12 C13 178.04(17) . . . . ?
C11 C12 C13 O10 167.49(18) . . . . ?
C14 C12 C13 O10 -15.3(3) . . . . ?
C11 C12 C13 O9 -16.2(3) . . . . ?
C14 C12 C13 O9 160.96(18) . . . . ?
C11 C12 C13 Y1 -91.3(6) . . . 2_546 ?
C14 C12 C13 Y1 85.9(7) . . . 2_546 ?
C11 C12 C14 C15 1.9(3) . . . . ?
C13 C12 C14 C15 -175.33(17) . . . . ?
C12 C14 C15 N2 -3.1(3) . . . . ?
C12 C14 C15 C16 176.52(17) . . . . ?
N2 C15 C16 O11 -179.74(17) . . . . ?
C14 C15 C16 O11 0.6(3) . . . . ?
N2 C15 C16 O12 0.2(2) . . . . ?
C14 C15 C16 O12 -179.41(17) . . . . ?
O2 C1 O1 Y1 -169.78(14) . . . . ?
C2 C1 O1 Y1 10.1(2) . . . . ?
O1 C1 O2 Y1 1.4(3) . . . 2_556 ?
C2 C1 O2 Y1 -178.44(12) . . . 2_556 ?
O4 C8 O3 Y1 177.08(15) . . . . ?
C7 C8 O3 Y1 -2.9(2) . . . . ?
O5 C5 O6 Y2 97.6(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.29(18) . . . 3_676 ?
O8 C9 O7 Y2 91.8(3) . . . . ?
C10 C9 O7 Y2 -88.6(3) . . . . ?
O7 C9 O8 Y2 176.97(14) . . . 2_545 ?
C10 C9 O8 Y2 -2.6(2) . . . 2_545 ?
O10 C13 O9 Y1 9.8(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.43(14) . . . 2_546 ?
O9 C13 O10 Y1 -9.32(19) . . . 2_546 ?
C12 C13 O10 Y1 166.83(15) . . . 2_546 ?
O11 C16 O12 Y2 -178.79(14) . . . 2_545 ?
C15 C16 O12 Y2 1.2(2) . . . 2_545 ?
C3 C2 N1 C7 5.0(3) . . . . ?
C1 C2 N1 C7 -177.93(16) . . . . ?
C3 C2 N1 Y1 -164.90(13) . . . . ?
C1 C2 N1 Y1 12.2(2) . . . . ?
C6 C7 N1 C2 -4.3(3) . . . . ?
C8 C7 N1 C2 176.98(16) . . . . ?
C6 C7 N1 Y1 165.65(13) . . . . ?
C8 C7 N1 Y1 -13.0(2) . . . . ?
C11 C10 N2 C15 1.6(3) . . . . ?
C9 C10 N2 C15 -178.42(16) . . . . ?
C11 C10 N2 Y2 -175.27(14) . . . 2_545 ?
C9 C10 N2 Y2 4.7(2) . . . 2_545 ?
C14 C15 N2 C10 1.3(3) . . . . ?
C16 C15 N2 C10 -178.31(15) . . . . ?
C14 C15 N2 Y2 178.20(13) . . . 2_545 ?
C16 C15 N2 Y2 -1.5(2) . . . 2_545 ?
