#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:07:15 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258816 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/56/7705627.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_7705627
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 Eu1.1 N2 O18 Y0.9'
_chemical_formula_weight         771.30
_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   difmap
_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                 112.176(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.356(3)
_cell_length_b                   6.8895(13)
_cell_length_c                   18.502(3)
_cell_measurement_reflns_used    8044
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      27.93
_cell_measurement_theta_min      3.19
_cell_volume                     2166.8(7)
_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 0.964
_diffrn_measured_fraction_theta_max 0.949
_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  0.0374
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23507
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_min         3.187
_exptl_absorpt_coefficient_mu    5.654
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.364
_exptl_crystal_description       block
_exptl_crystal_F_000             1497.49
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         4729
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0216
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+2.2118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0410
_refine_ls_wR_factor_ref         0.0418
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4361
_reflns_number_total             4729
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03150j2.cif
_cod_data_source_block           1_CCDC8
_cod_depositor_comments
'Adding full bibliography for 7705619--7705631.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C16 H16 Eu1.10 N2 O18 Y0.90'
_cod_database_code               7705627
_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 0.37349(2) 0.72299(2) 0.87747(2) 0.01008(6) Uani 0.354(3) 1 d . . P . .
Eu1 Eu 0.37349(2) 0.72299(2) 0.87747(2) 0.01008(6) Uani 0.646(3) 1 d . . P . .
Y2 Y 0.37523(2) 0.75203(2) 0.39636(2) 0.01085(6) Uani 0.549(3) 1 d . . P . .
Eu2 Eu 0.37523(2) 0.75203(2) 0.39636(2) 0.01085(6) Uani 0.451(3) 1 d . . P . .
C1 C 0.30323(16) 0.9655(4) 0.71014(15) 0.0174(5) Uani 1 1 d . . . . .
C2 C 0.38346(15) 0.9122(3) 0.71109(15) 0.0153(5) Uani 1 1 d . . . . .
C3 C 0.40704(16) 0.9337(4) 0.64843(16) 0.0167(5) Uani 1 1 d . . . . .
C4 C 0.48181(15) 0.8721(3) 0.65722(15) 0.0154(5) Uani 1 1 d . . . . .
C5 C 0.50797(15) 0.8735(3) 0.58899(15) 0.0153(5) Uani 1 1 d . . . . .
C6 C 0.53250(15) 0.8031(4) 0.72949(15) 0.0161(5) Uani 1 1 d . . . . .
C7 C 0.50360(15) 0.7839(3) 0.78868(15) 0.0157(5) Uani 1 1 d . . . . .
C8 C 0.55068(15) 0.7063(4) 0.86907(15) 0.0171(5) Uani 1 1 d . . . . .
C9 C 0.24716(16) 0.4200(4) 0.27122(16) 0.0182(6) Uani 1 1 d . . . . .
C10 C 0.18060(16) 0.3532(3) 0.29489(15) 0.0161(5) Uani 1 1 d . . . . .
C11 C 0.18262(17) 0.3623(4) 0.37056(16) 0.0187(6) Uani 1 1 d . . . . .
C12 C 0.11652(15) 0.3044(4) 0.38443(15) 0.0170(5) Uani 1 1 d . . . . .
C13 C 0.11631(16) 0.3047(4) 0.46583(16) 0.0184(5) Uani 1 1 d . . . . .
C14 C 0.05102(16) 0.2373(3) 0.32203(16) 0.0176(5) Uani 1 1 d . . . . .
C15 C 0.05519(15) 0.2251(3) 0.24897(15) 0.0154(5) Uani 1 1 d . . . . .
C16 C -0.00943(15) 0.1456(3) 0.17662(15) 0.0155(5) Uani 1 1 d . . . . .
O1 O 0.28624(11) 0.8908(3) 0.76460(12) 0.0240(4) Uani 1 1 d . . . . .
O2 O 0.25986(11) 1.0741(3) 0.65805(11) 0.0215(4) Uani 1 1 d . . . . .
O3 O 0.51031(11) 0.6697(3) 0.91114(11) 0.0219(4) Uani 1 1 d . . . . .
O4 O 0.62183(12) 0.6820(3) 0.88935(12) 0.0308(5) Uani 1 1 d . . . . .
O5 O 0.45968(12) 0.8158(3) 0.52548(11) 0.0248(4) Uani 1 1 d . . . . .
O6 O 0.57768(11) 0.9257(3) 0.60209(11) 0.0206(4) Uani 1 1 d . . . . .
O7 O 0.30678(12) 0.4887(3) 0.32360(11) 0.0242(4) Uani 1 1 d . . . . .
O8 O 0.23738(12) 0.3996(3) 0.20067(11) 0.0257(5) Uani 1 1 d . . . . .
O9 O 0.18105(12) 0.3169(3) 0.52296(11) 0.0237(4) Uani 1 1 d . . . . .
O10 O 0.05296(12) 0.2837(3) 0.47556(11) 0.0248(4) Uani 1 1 d . . . . .
O11 O -0.07140(11) 0.0864(3) 0.18042(11) 0.0234(4) Uani 1 1 d . . . . .
O12 O 0.00613(11) 0.1460(3) 0.11492(11) 0.0222(4) Uani 1 1 d . . . . .
O13 O 0.36676(13) 0.4543(3) 0.79013(12) 0.0247(5) Uani 1 1 d . . . . .
O14 O 0.37794(15) 0.4267(3) 0.95084(13) 0.0263(5) Uani 1 1 d . . . . .
O15 O 0.40747(16) 1.0619(3) 0.89792(14) 0.0304(5) Uani 1 1 d . . . . .
O16 O 0.28299(14) 0.8104(4) 0.45346(14) 0.0311(5) Uani 1 1 d . . . . .
O17 O 0.39562(13) 0.4561(3) 0.47220(13) 0.0275(5) Uani 1 1 d . . . . .
O18 O 0.28771(17) 0.6096(4) 0.57995(15) 0.0407(6) Uani 1 1 d . . . . .
N1 N 0.43003(13) 0.8325(3) 0.77836(13) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.11844(13) 0.2847(3) 0.23571(12) 0.0153(4) Uani 1 1 d . . . . .
H3 H 0.3724(18) 0.989(4) 0.5993(18) 0.026(8) Uiso 1 1 d . . . . .
H6 H 0.5855(17) 0.760(3) 0.7379(15) 0.010(6) Uiso 1 1 d . . . . .
H11 H 0.2265(19) 0.405(4) 0.4125(18) 0.022(8) Uiso 1 1 d . . . . .
H13A H 0.314(3) 0.420(6) 0.763(2) 0.063(13) Uiso 1 1 d . . . . .
H13B H 0.388(2) 0.449(5) 0.754(2) 0.054(12) Uiso 1 1 d . . . . .
H14 H 0.0062(18) 0.193(4) 0.3295(17) 0.019(7) Uiso 1 1 d . . . . .
H14A H 0.335(3) 0.405(8) 0.956(3) 0.10(2) Uiso 1 1 d . . . . .
H14B H 0.417(3) 0.392(6) 0.999(3) 0.061(13) Uiso 1 1 d . . . . .
H15A H 0.453(3) 1.103(7) 0.928(3) 0.076(16) Uiso 1 1 d . . . . .
H15B H 0.377(4) 1.172(12) 0.880(4) 0.16(3) Uiso 1 1 d . . . . .
H16A H 0.240(3) 0.832(6) 0.429(3) 0.052(13) Uiso 1 1 d . . . . .
H16B H 0.288(3) 0.743(6) 0.498(3) 0.065(14) Uiso 1 1 d . . . . .
H17A H 0.432(3) 0.443(6) 0.522(3) 0.056(12) Uiso 1 1 d . . . . .
H17B H 0.389(3) 0.347(7) 0.446(3) 0.072(14) Uiso 1 1 d . . . . .
H18A H 0.255(3) 0.507(6) 0.561(3) 0.064(13) Uiso 1 1 d . . . . .
H18B H 0.334(5) 0.543(10) 0.611(4) 0.15(3) 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 126.56(6) . . ?
O3 Y1 O15 85.59(8) . . ?
O1 Y1 O15 73.59(8) . . ?
O3 Y1 O13 80.80(7) . . ?
O1 Y1 O13 86.47(7) . . ?
O15 Y1 O13 142.00(8) . . ?
O3 Y1 O14 85.11(7) . . ?
O1 Y1 O14 139.56(8) . . ?
O15 Y1 O14 140.56(8) . . ?
O13 Y1 O14 73.43(8) . . ?
O3 Y1 O9 121.74(7) . 2_556 ?
O1 Y1 O9 101.32(6) . 2_556 ?
O15 Y1 O9 77.57(7) . 2_556 ?
O13 Y1 O9 139.10(7) . 2_556 ?
O14 Y1 O9 75.15(7) . 2_556 ?
O3 Y1 O2 146.90(6) . 2_546 ?
O1 Y1 O2 72.72(7) . 2_546 ?
O15 Y1 O2 127.44(8) . 2_546 ?
O13 Y1 O2 73.38(7) . 2_546 ?
O14 Y1 O2 68.07(8) . 2_546 ?
O9 Y1 O2 70.99(6) 2_556 2_546 ?
O3 Y1 N1 63.61(7) . . ?
O1 Y1 N1 63.13(7) . . ?
O15 Y1 N1 70.94(7) . . ?
O13 Y1 N1 71.22(7) . . ?
O14 Y1 N1 135.62(7) . . ?
O9 Y1 N1 147.67(7) 2_556 . ?
O2 Y1 N1 123.93(7) 2_546 . ?
O3 Y1 O10 70.55(6) . 2_556 ?
O1 Y1 O10 138.98(7) . 2_556 ?
O15 Y1 O10 71.04(7) . 2_556 ?
O13 Y1 O10 134.54(7) . 2_556 ?
O14 Y1 O10 69.72(7) . 2_556 ?
O9 Y1 O10 51.20(6) 2_556 2_556 ?
O2 Y1 O10 114.54(6) 2_546 2_556 ?
N1 Y1 O10 121.37(7) . 2_556 ?
O3 Y1 C13 96.04(7) . 2_556 ?
O1 Y1 C13 123.34(7) . 2_556 ?
O15 Y1 C13 74.85(8) . 2_556 ?
O13 Y1 C13 141.60(7) . 2_556 ?
O14 Y1 C13 68.17(7) . 2_556 ?
O9 Y1 C13 25.75(7) 2_556 2_556 ?
O2 Y1 C13 91.71(7) 2_546 2_556 ?
N1 Y1 C13 141.04(7) . 2_556 ?
O10 Y1 C13 25.64(7) 2_556 2_556 ?
O7 Y2 O16 94.03(8) . . ?
O7 Y2 O5 137.78(7) . . ?
O16 Y2 O5 79.69(8) . . ?
O7 Y2 O6 148.18(7) . 3_676 ?
O16 Y2 O6 98.95(8) . 3_676 ?
O5 Y2 O6 73.47(7) . 3_676 ?
O7 Y2 O12 91.27(7) . 2 ?
O16 Y2 O12 158.87(8) . 2 ?
O5 Y2 O12 82.64(7) . 2 ?
O6 Y2 O12 86.97(7) 3_676 2 ?
O7 Y2 O8 76.82(7) . 2 ?
O16 Y2 O8 72.48(8) . 2 ?
O5 Y2 O8 137.37(7) . 2 ?
O6 Y2 O8 79.61(7) 3_676 2 ?
O12 Y2 O8 128.65(6) 2 2 ?
O7 Y2 O17 67.06(7) . . ?
O16 Y2 O17 82.14(8) . . ?
O5 Y2 O17 70.72(7) . . ?
O6 Y2 O17 143.37(7) 3_676 . ?
O12 Y2 O17 81.13(7) 2 . ?
O8 Y2 O17 133.85(8) 2 . ?
O7 Y2 N2 73.65(7) . 2 ?
O16 Y2 N2 137.15(8) . 2 ?
O5 Y2 N2 136.18(7) . 2 ?
O6 Y2 N2 77.11(6) 3_676 2 ?
O12 Y2 N2 63.91(7) 2 2 ?
O8 Y2 N2 64.80(7) 2 2 ?
O17 Y2 N2 126.00(7) . 2 ?
O2 C1 O1 125.6(3) . . ?
O2 C1 C2 119.5(2) . . ?
O1 C1 C2 114.9(2) . . ?
N1 C2 C3 122.0(2) . . ?
N1 C2 C1 112.9(2) . . ?
C3 C2 C1 125.0(2) . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 H3 120.0(18) . . ?
C2 C3 H3 121.5(18) . . ?
C3 C4 C6 119.3(2) . . ?
C3 C4 C5 120.9(2) . . ?
C6 C4 C5 119.8(2) . . ?
O5 C5 O6 125.7(2) . . ?
O5 C5 C4 116.8(2) . . ?
O6 C5 C4 117.4(2) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 120.1(15) . . ?
C4 C6 H6 121.6(16) . . ?
N1 C7 C6 122.0(2) . . ?
N1 C7 C8 113.7(2) . . ?
C6 C7 C8 124.3(2) . . ?
O4 C8 O3 125.3(2) . . ?
O4 C8 C7 119.8(2) . . ?
O3 C8 C7 114.8(2) . . ?
O7 C9 O8 126.0(2) . . ?
O7 C9 C10 117.1(2) . . ?
O8 C9 C10 116.8(2) . . ?
N2 C10 C11 122.2(2) . . ?
N2 C10 C9 113.8(2) . . ?
C11 C10 C9 124.1(2) . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 H11 118.6(19) . . ?
C10 C11 H11 122.7(19) . . ?
C11 C12 C14 118.8(2) . . ?
C11 C12 C13 121.0(2) . . ?
C14 C12 C13 120.1(2) . . ?
O10 C13 O9 121.4(2) . . ?
O10 C13 C12 119.8(2) . . ?
O9 C13 C12 118.7(2) . . ?
O10 C13 Y1 62.91(14) . 2_546 ?
O9 C13 Y1 59.20(14) . 2_546 ?
C12 C13 Y1 168.10(17) . 2_546 ?
C15 C14 C12 118.7(2) . . ?
C15 C14 H14 120.0(18) . . ?
C12 C14 H14 121.1(18) . . ?
N2 C15 C14 122.1(2) . . ?
N2 C15 C16 113.1(2) . . ?
C14 C15 C16 124.8(2) . . ?
O11 C16 O12 125.0(2) . . ?
O11 C16 C15 120.0(2) . . ?
O12 C16 C15 115.1(2) . . ?
C1 O1 Y1 127.12(17) . . ?
C1 O2 Y1 136.68(17) . 2_556 ?
C8 O3 Y1 127.18(16) . . ?
C5 O5 Y2 170.31(18) . . ?
C5 O6 Y2 127.32(16) . 3_676 ?
C9 O7 Y2 150.32(18) . . ?
C9 O8 Y2 124.83(17) . 2_545 ?
C13 O9 Y1 95.04(16) . 2_546 ?
C13 O10 Y1 91.45(16) . 2_546 ?
C16 O12 Y2 126.85(17) . 2_545 ?
Y1 O13 H13A 109(2) . . ?
Y1 O13 H13B 127(3) . . ?
H13A O13 H13B 104(3) . . ?
Y1 O14 H14A 112(4) . . ?
Y1 O14 H14B 127(3) . . ?
H14A O14 H14B 105(4) . . ?
Y1 O15 H15A 124(3) . . ?
Y1 O15 H15B 131(5) . . ?
H15A O15 H15B 106(5) . . ?
Y2 O16 H16A 122(3) . . ?
Y2 O16 H16B 118(3) . . ?
H16A O16 H16B 111(4) . . ?
Y2 O17 H17A 124(2) . . ?
Y2 O17 H17B 116(3) . . ?
H17A O17 H17B 112(4) . . ?
H18A O18 H18B 99(5) . . ?
C7 N1 C2 119.7(2) . . ?
C7 N1 Y1 119.36(16) . . ?
C2 N1 Y1 120.25(17) . . ?
C10 N2 C15 119.4(2) . . ?
C10 N2 Y2 119.54(17) . 2_545 ?
C15 N2 Y2 121.01(16) . 2_545 ?
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 2.3769(19) . ?
Y1 O1 2.3952(19) . ?
Y1 O15 2.410(2) . ?
Y1 O13 2.430(2) . ?
Y1 O14 2.435(2) . ?
Y1 O9 2.4914(19) 2_556 ?
Y1 O2 2.5022(19) 2_546 ?
Y1 N1 2.539(2) . ?
Y1 O10 2.573(2) 2_556 ?
Y1 C13 2.889(3) 2_556 ?
Y2 O7 2.3248(18) . ?
Y2 O16 2.344(2) . ?
Y2 O5 2.3469(19) . ?
Y2 O6 2.3786(18) 3_676 ?
Y2 O12 2.3798(19) 2 ?
Y2 O8 2.3931(19) 2 ?
Y2 O17 2.423(2) . ?
Y2 N2 2.500(2) 2 ?
C1 O2 1.242(3) . ?
C1 O1 1.271(3) . ?
C1 C2 1.511(4) . ?
C2 N1 1.334(3) . ?
C2 C3 1.390(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.97(3) . ?
C4 C6 1.393(4) . ?
C4 C5 1.511(4) . ?
C5 O5 1.240(3) . ?
C5 O6 1.262(3) . ?
C6 C7 1.392(4) . ?
C6 H6 0.97(3) . ?
C7 N1 1.333(3) . ?
C7 C8 1.508(4) . ?
C8 O4 1.227(3) . ?
C8 O3 1.286(3) . ?
C9 O7 1.249(3) . ?
C9 O8 1.256(3) . ?
C9 C10 1.517(4) . ?
C10 N2 1.334(3) . ?
C10 C11 1.388(4) . ?
C11 C12 1.390(4) . ?
C11 H11 0.93(3) . ?
C12 C14 1.394(4) . ?
C12 C13 1.508(4) . ?
C13 O10 1.250(3) . ?
C13 O9 1.260(3) . ?
C14 C15 1.385(4) . ?
C14 H14 0.93(3) . ?
C15 N2 1.339(3) . ?
C15 C16 1.517(4) . ?
C16 O11 1.235(3) . ?
C16 O12 1.277(3) . ?
O13 H13A 0.94(5) . ?
O13 H13B 0.90(4) . ?
O14 H14A 0.84(6) . ?
O14 H14B 0.93(5) . ?
O15 H15A 0.86(5) . ?
O15 H15B 0.92(8) . ?
O16 H16A 0.76(5) . ?
O16 H16B 0.92(5) . ?
O17 H17A 0.91(4) . ?
O17 H17B 0.88(5) . ?
O18 H18A 0.90(5) . ?
O18 H18B 0.94(8) . ?
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
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
C6 H6 O6 0.97(3) 2.71(3) 2.904(3) 91.4(16) .
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 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 165.9(2) . . . . ?
O1 C1 C2 N1 -14.5(3) . . . . ?
O2 C1 C2 C3 -16.9(4) . . . . ?
O1 C1 C2 C3 162.7(2) . . . . ?
N1 C2 C3 C4 -0.9(4) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C6 -4.2(4) . . . . ?
C2 C3 C4 C5 174.0(2) . . . . ?
C3 C4 C5 O5 -42.4(3) . . . . ?
C6 C4 C5 O5 135.8(3) . . . . ?
C3 C4 C5 O6 140.3(2) . . . . ?
C6 C4 C5 O6 -41.5(3) . . . . ?
C3 C4 C6 C7 5.1(4) . . . . ?
C5 C4 C6 C7 -173.1(2) . . . . ?
C4 C6 C7 N1 -1.1(4) . . . . ?
C4 C6 C7 C8 178.3(2) . . . . ?
N1 C7 C8 O4 -169.9(2) . . . . ?
C6 C7 C8 O4 10.6(4) . . . . ?
N1 C7 C8 O3 10.4(3) . . . . ?
C6 C7 C8 O3 -169.0(2) . . . . ?
O7 C9 C10 N2 178.9(2) . . . . ?
O8 C9 C10 N2 -1.6(3) . . . . ?
O7 C9 C10 C11 -0.7(4) . . . . ?
O8 C9 C10 C11 178.8(2) . . . . ?
N2 C10 C11 C12 -2.3(4) . . . . ?
C9 C10 C11 C12 177.3(2) . . . . ?
C10 C11 C12 C14 0.7(4) . . . . ?
C10 C11 C12 C13 177.9(2) . . . . ?
C11 C12 C13 O10 168.1(2) . . . . ?
C14 C12 C13 O10 -14.7(4) . . . . ?
C11 C12 C13 O9 -15.4(4) . . . . ?
C14 C12 C13 O9 161.8(2) . . . . ?
C11 C12 C13 Y1 -92.0(9) . . . 2_546 ?
C14 C12 C13 Y1 85.1(9) . . . 2_546 ?
C11 C12 C14 C15 2.0(4) . . . . ?
C13 C12 C14 C15 -175.2(2) . . . . ?
C12 C14 C15 N2 -3.4(4) . . . . ?
C12 C14 C15 C16 176.7(2) . . . . ?
N2 C15 C16 O11 -179.6(2) . . . . ?
C14 C15 C16 O11 0.3(4) . . . . ?
N2 C15 C16 O12 0.5(3) . . . . ?
C14 C15 C16 O12 -179.6(2) . . . . ?
O2 C1 O1 Y1 -169.5(2) . . . . ?
C2 C1 O1 Y1 10.9(3) . . . . ?
O1 C1 O2 Y1 1.9(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.59(16) . . . 2_556 ?
O4 C8 O3 Y1 177.8(2) . . . . ?
C7 C8 O3 Y1 -2.6(3) . . . . ?
O5 C5 O6 Y2 97.4(3) . . . 3_676 ?
C4 C5 O6 Y2 -85.6(3) . . . 3_676 ?
O8 C9 O7 Y2 91.7(4) . . . . ?
C10 C9 O7 Y2 -88.9(4) . . . . ?
O7 C9 O8 Y2 176.7(2) . . . 2_545 ?
C10 C9 O8 Y2 -2.7(3) . . . 2_545 ?
O10 C13 O9 Y1 10.0(3) . . . 2_546 ?
C12 C13 O9 Y1 -166.50(19) . . . 2_546 ?
O9 C13 O10 Y1 -9.6(3) . . . 2_546 ?
C12 C13 O10 Y1 166.8(2) . . . 2_546 ?
O11 C16 O12 Y2 -178.80(18) . . . 2_545 ?
C15 C16 O12 Y2 1.1(3) . . . 2_545 ?
C6 C7 N1 C2 -3.9(4) . . . . ?
C8 C7 N1 C2 176.6(2) . . . . ?
C6 C7 N1 Y1 166.24(18) . . . . ?
C8 C7 N1 Y1 -13.2(3) . . . . ?
C3 C2 N1 C7 5.0(4) . . . . ?
C1 C2 N1 C7 -177.7(2) . . . . ?
C3 C2 N1 Y1 -165.11(18) . . . . ?
C1 C2 N1 Y1 12.2(3) . . . . ?
C11 C10 N2 C15 1.0(4) . . . . ?
C9 C10 N2 C15 -178.6(2) . . . . ?
C11 C10 N2 Y2 -175.54(18) . . . 2_545 ?
C9 C10 N2 Y2 4.9(3) . . . 2_545 ?
C14 C15 N2 C10 1.9(4) . . . . ?
C16 C15 N2 C10 -178.2(2) . . . . ?
C14 C15 N2 Y2 178.40(17) . . . 2_545 ?
C16 C15 N2 Y2 -1.7(3) . . . 2_545 ?
