#------------------------------------------------------------------------------
#$Date: 2020-10-06 11:38:05 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257515 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705210.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_7705210
loop_
_publ_author_name
'Du, Yi'
'Yang, Huayong'
'Liu, Ruijuan'
'Shao, Caiyun'
'Yang, Lirong'
_publ_section_title
;
 A multi-responsive chemosensor for highly sensitive and selective
 detection of Fe³⁺, Cu²⁺,
 Cr₂O₇²⁻ and nitrobenzene based on a
 luminescent lanthanide metal-organic framework.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13003
_journal_page_last               13016
_journal_paper_doi               10.1039/d0dt02120b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C16 H10 O11 Pr, C9 H8 N2'
_chemical_formula_sum            'C25 H18 N2 O11 Pr'
_chemical_formula_weight         663.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-08-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-08-14 deposited with the CCDC.	2020-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.725(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.097(5)
_cell_length_b                   8.503(3)
_cell_length_c                   19.088(6)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.61
_cell_measurement_theta_min      2.67
_cell_volume                     2373.1(13)
_computing_cell_refinement       'APEX 2'
_computing_data_collection       'APEX 2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker Smart APEX II CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14902
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.614
_diffrn_reflns_theta_min         2.173
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.123
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1174 before and 0.0567 after correction. The Ratio of minimum to maximum transmission is 0.6300. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.857
_exptl_crystal_description       block
_exptl_crystal_F_000             1316
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5894
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0279
_refine_ls_R_factor_gt           0.0254
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0223P)²+1.3097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0673
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5426
_reflns_number_total             5894
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02120b2.cif
_cod_data_source_block           10671
_cod_depositor_comments
'Adding full bibliography for 7705210--7705215.cif.'
_cod_original_cell_volume        2373.2(13)
_cod_database_code               7705210
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.866
_shelx_estimated_absorpt_t_min   0.515
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C17(H17),
 C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Pr1 Pr 0.86592(2) 0.08878(2) 0.96316(2) 0.01377(5) Uani 1 1 d . . . . .
N1 N 0.48996(15) 0.4402(3) 0.73876(12) 0.0296(5) Uani 1 1 d . . . . .
N2 N 0.44791(15) 0.4755(3) 0.61778(12) 0.0323(5) Uani 1 1 d . . . . .
H2 H 0.415784 0.502143 0.570616 0.039 Uiso 1 1 calc R . . . .
O1 O 0.73472(11) 0.10934(17) 1.18389(9) 0.0187(3) Uani 1 1 d . . . . .
O2 O 0.77382(11) -0.12530(19) 0.88921(9) 0.0223(3) Uani 1 1 d . . . . .
O3 O 0.80805(14) -0.3512(2) 0.95203(10) 0.0338(4) Uani 1 1 d . . . . .
O4 O 0.96663(10) -0.13528(18) 0.95115(8) 0.0182(3) Uani 1 1 d . . . . .
O5 O 0.93768(11) 0.1896(2) 1.09901(9) 0.0249(4) Uani 1 1 d . . . . .
O6 O 0.90911(12) 0.1398(2) 0.85507(9) 0.0281(4) Uani 1 1 d . . . . .
O7 O 0.76550(12) 0.1949(2) 0.82558(9) 0.0260(4) Uani 1 1 d . . . . .
O8 O 0.73222(11) 0.1544(2) 0.97589(9) 0.0261(4) Uani 1 1 d . . . . .
O9 O 0.63288(14) 0.0943(3) 1.02251(12) 0.0384(6) Uani 1 1 d . . . . .
O1W O 0.90305(15) 0.3817(2) 0.96240(11) 0.0353(4) Uani 1 1 d . . . . .
H1WA H 0.871884 0.458683 0.966763 0.042 Uiso 1 1 d R . . . .
H1WB H 0.915304 0.406163 0.924593 0.042 Uiso 1 1 d R . . . .
O2W O 0.88754(15) -0.1235(2) 1.06228(11) 0.0334(4) Uani 1 1 d . . . . .
H2WA H 0.936810 -0.153736 1.099084 0.040 Uiso 1 1 d R . . . .
H2WB H 0.865020 -0.206586 1.036594 0.040 Uiso 1 1 d R . . . .
C1 C 0.80269(15) -0.2636(3) 0.89853(13) 0.0202(4) Uani 1 1 d . . . . .
C2 C 0.83185(15) -0.3319(2) 0.83992(12) 0.0160(4) Uani 1 1 d . . . . .
C3 C 0.77202(16) -0.4322(3) 0.78539(13) 0.0191(4) Uani 1 1 d . . . . .
H3 H 0.713336 -0.446404 0.782385 0.023 Uiso 1 1 calc R . . . .
C4 C 0.79869(15) 0.0115(2) 1.23544(11) 0.0162(4) Uani 1 1 d . . . . .
C5 C 0.88377(16) -0.4899(3) 0.73722(13) 0.0226(5) Uani 1 1 d . . . . .
H5 H 0.901285 -0.543556 0.703111 0.027 Uiso 1 1 calc R . . . .
C6 C 0.94291(17) -0.3872(3) 0.79054(14) 0.0220(5) Uani 1 1 d . . . . .
H6 H 1.000719 -0.370835 0.791959 0.026 Uiso 1 1 calc R . . . .
C7 C 0.91781(15) -0.3076(2) 0.84231(12) 0.0161(4) Uani 1 1 d . . . . .
C8 C 0.98590(15) -0.2036(2) 0.90052(12) 0.0166(4) Uani 1 1 d . . . . .
C9 C 0.82855(16) 0.1644(3) 0.80608(12) 0.0209(4) Uani 1 1 d . . . . .
C10 C 0.80919(16) 0.3577(3) 1.22323(12) 0.0198(4) Uani 1 1 d . . . . .
C11 C 0.8359(2) 0.4988(3) 1.20325(15) 0.0294(5) Uani 1 1 d . . . . .
H11 H 0.866731 0.572357 1.241383 0.035 Uiso 1 1 calc R . . . .
C12 C 0.8176(2) 0.5319(3) 1.12759(15) 0.0328(6) Uani 1 1 d . . . . .
H12 H 0.833949 0.628572 1.114337 0.039 Uiso 1 1 calc R . . . .
C13 C 0.77512(19) 0.4216(3) 1.07232(14) 0.0253(5) Uani 1 1 d . . . . .
H13 H 0.764858 0.442600 1.021539 0.030 Uiso 1 1 calc R . . . .
C14 C 0.74705(15) 0.2798(3) 1.08980(12) 0.0176(4) Uani 1 1 d . . . . .
C15 C 0.76438(14) 0.2491(2) 1.16604(11) 0.0156(4) Uani 1 1 d . . . . .
C16 C 0.70027(15) 0.1659(3) 1.02592(12) 0.0209(4) Uani 1 1 d . . . . .
C17 C 0.4217(3) 0.4056(6) 0.8284(2) 0.0738(16) Uani 1 1 d . . . . .
H17 H 0.370765 0.360164 0.789323 0.089 Uiso 1 1 calc R . . . .
C18 C 0.4251(3) 0.4239(6) 0.9016(2) 0.0830(18) Uani 1 1 d . . . . .
H18 H 0.375706 0.390184 0.910923 0.100 Uiso 1 1 calc R . . . .
C19 C 0.4984(2) 0.4896(4) 0.96054(15) 0.0395(7) Uani 1 1 d . . . . .
C20 C 0.5680(2) 0.5421(4) 0.94370(16) 0.0451(7) Uani 1 1 d . . . . .
H20 H 0.617983 0.591455 0.981963 0.054 Uiso 1 1 calc R . . . .
C21 C 0.5661(2) 0.5238(5) 0.87141(16) 0.0458(8) Uani 1 1 d . . . . .
H21 H 0.614864 0.558921 0.861562 0.055 Uiso 1 1 calc R . . . .
C22 C 0.49290(18) 0.4543(4) 0.81431(14) 0.0325(6) Uani 1 1 d . . . . .
C23 C 0.55838(18) 0.3831(3) 0.72062(15) 0.0289(5) Uani 1 1 d . . . . .
H23 H 0.612879 0.337241 0.754435 0.035 Uiso 1 1 calc R . . . .
C24 C 0.53147(19) 0.4064(3) 0.64476(16) 0.0322(6) Uani 1 1 d . . . . .
H24 H 0.563991 0.380050 0.616038 0.039 Uiso 1 1 calc R . . . .
C25 C 0.42390(18) 0.4954(4) 0.67456(15) 0.0341(6) Uani 1 1 d . . . . .
H25 H 0.369552 0.540632 0.670693 0.041 Uiso 1 1 calc 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'
Pr Pr -0.2180 2.8214 '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
O2 Pr1 O4 69.09(6) . . ?
O2 Pr1 O4 136.70(5) . 3_757 ?
O2 Pr1 O5 140.53(6) . . ?
O2 Pr1 O6 87.85(6) . . ?
O2 Pr1 O7 72.49(6) . . ?
O2 Pr1 O1W 145.33(6) . . ?
O2 Pr1 O2W 75.91(6) . . ?
O2 Pr1 C8 150.14(6) . 3_757 ?
O4 Pr1 O4 68.47(6) 3_757 . ?
O4 Pr1 O7 129.94(5) 3_757 . ?
O4 Pr1 O7 108.39(5) . . ?
O4 Pr1 O1W 70.37(6) 3_757 . ?
O4 Pr1 C8 26.33(5) 3_757 3_757 ?
O4 Pr1 C8 90.98(6) . 3_757 ?
O5 Pr1 O4 51.17(5) . 3_757 ?
O5 Pr1 O4 108.08(5) . . ?
O5 Pr1 O7 138.42(6) . . ?
O5 Pr1 O1W 70.48(6) . . ?
O5 Pr1 O2W 67.11(6) . . ?
O5 Pr1 C8 25.39(6) . 3_757 ?
O6 Pr1 O4 85.23(6) . 3_757 ?
O6 Pr1 O4 69.42(6) . . ?
O6 Pr1 O5 129.31(6) . . ?
O6 Pr1 O7 51.00(6) . . ?
O6 Pr1 O1W 71.19(6) . . ?
O6 Pr1 O2W 138.52(6) . . ?
O6 Pr1 C8 106.24(7) . 3_757 ?
O7 Pr1 C8 136.68(6) . 3_757 ?
O8 Pr1 O2 82.69(6) . . ?
O8 Pr1 O4 146.06(6) . . ?
O8 Pr1 O4 132.44(6) . 3_757 ?
O8 Pr1 O5 81.75(6) . . ?
O8 Pr1 O6 129.64(6) . . ?
O8 Pr1 O7 79.13(6) . . ?
O8 Pr1 O1W 89.75(7) . . ?
O8 Pr1 O2W 86.39(7) . . ?
O8 Pr1 C8 106.11(6) . 3_757 ?
O1W Pr1 O4 124.19(6) . . ?
O1W Pr1 O7 72.86(6) . . ?
O1W Pr1 C8 64.32(6) . 3_757 ?
O2W Pr1 O4 69.14(6) . . ?
O2W Pr1 O4 81.49(6) . 3_757 ?
O2W Pr1 O7 146.58(6) . . ?
O2W Pr1 O1W 137.53(6) . . ?
O2W Pr1 C8 76.26(7) . 3_757 ?
C23 N1 C22 126.4(2) . . ?
C25 N1 C22 125.3(2) . . ?
C25 N1 C23 108.0(2) . . ?
C24 N2 H2 125.3 . . ?
C25 N2 H2 125.3 . . ?
C25 N2 C24 109.4(2) . . ?
C4 O1 C15 117.94(17) . . ?
C1 O2 Pr1 121.94(14) . . ?
Pr1 O4 Pr1 111.53(6) 3_757 . ?
C8 O4 Pr1 91.73(13) . 3_757 ?
C8 O4 Pr1 140.24(13) . . ?
C8 O5 Pr1 93.86(13) 3_757 . ?
C9 O6 Pr1 94.99(14) . . ?
C9 O7 Pr1 89.39(13) . . ?
C16 O8 Pr1 141.47(15) . . ?
Pr1 O1W H1WA 126.8 . . ?
Pr1 O1W H1WB 112.4 . . ?
H1WA O1W H1WB 104.5 . . ?
Pr1 O2W H2WA 128.5 . . ?
Pr1 O2W H2WB 105.6 . . ?
H2WA O2W H2WB 104.5 . . ?
O2 C1 C2 118.2(2) . . ?
O3 C1 O2 125.3(2) . . ?
O3 C1 C2 116.6(2) . . ?
C3 C2 C1 117.72(19) . . ?
C3 C2 C7 119.45(19) . . ?
C7 C2 C1 122.64(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(2) 4 . ?
C4 C3 H3 119.8 4 . ?
O1 C4 C3 115.9(2) . 4_556 ?
C5 C4 O1 122.94(19) 4_556 . ?
C5 C4 C3 121.1(2) 4_556 4_556 ?
C4 C5 H5 120.7 4 . ?
C4 C5 C6 118.6(2) 4 . ?
C6 C5 H5 120.7 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 119.3(2) . . ?
C2 C7 C8 122.04(19) . . ?
C6 C7 C8 118.7(2) . . ?
O4 C8 Pr1 61.94(11) . 3_757 ?
O4 C8 C7 120.19(19) . . ?
O5 C8 Pr1 60.75(11) 3_757 3_757 ?
O5 C8 O4 120.66(19) 3_757 . ?
O5 C8 C7 119.08(19) 3_757 . ?
C7 C8 Pr1 163.07(14) . 3_757 ?
O6 C9 C10 117.4(2) . 4_565 ?
O7 C9 O6 121.8(2) . . ?
O7 C9 C10 120.6(2) . 4_565 ?
C11 C10 C9 116.9(2) . 4_566 ?
C11 C10 C15 118.9(2) . . ?
C15 C10 C9 124.2(2) . 4_566 ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.6(2) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 118.5(2) . . ?
C13 C14 C16 118.37(19) . . ?
C15 C14 C16 123.2(2) . . ?
O1 C15 C10 120.18(18) . . ?
O1 C15 C14 118.95(19) . . ?
C10 C15 C14 120.9(2) . . ?
O8 C16 C14 116.3(2) . . ?
O9 C16 O8 123.6(2) . . ?
O9 C16 C14 120.1(2) . . ?
C18 C17 H17 120.4 . . ?
C22 C17 H17 120.4 . . ?
C22 C17 C18 119.2(3) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 C17 122.3(3) . . ?
C19 C18 H18 118.8 . . ?
C18 C19 C19 122.3(4) . 3_667 ?
C18 C19 C20 116.9(3) . . ?
C20 C19 C19 120.8(3) . 3_667 ?
C19 C20 H20 119.2 . . ?
C19 C20 C21 121.5(3) . . ?
C21 C20 H20 119.2 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 N1 120.3(3) . . ?
C17 C22 C21 119.9(3) . . ?
C21 C22 N1 119.8(3) . . ?
N1 C23 H23 126.6 . . ?
C24 C23 N1 106.8(2) . . ?
C24 C23 H23 126.6 . . ?
N2 C24 H24 126.4 . . ?
C23 C24 N2 107.2(2) . . ?
C23 C24 H24 126.4 . . ?
N1 C25 H25 125.7 . . ?
N2 C25 N1 108.6(2) . . ?
N2 C25 H25 125.7 . . ?
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
Pr1 O2 2.3986(17) . ?
Pr1 O4 2.5731(16) . ?
Pr1 O4 2.5317(17) 3_757 ?
Pr1 O5 2.5075(17) . ?
Pr1 O6 2.4755(18) . ?
Pr1 O7 2.6024(18) . ?
Pr1 O8 2.3324(17) . ?
Pr1 O1W 2.563(2) . ?
Pr1 O2W 2.5314(19) . ?
Pr1 C8 2.867(2) 3_757 ?
N1 C22 1.428(3) . ?
N1 C23 1.374(3) . ?
N1 C25 1.328(3) . ?
N2 H2 0.8600 . ?
N2 C24 1.357(4) . ?
N2 C25 1.305(3) . ?
O1 C4 1.369(2) . ?
O1 C15 1.376(2) . ?
O2 C1 1.250(3) . ?
O3 C1 1.237(3) . ?
O4 C8 1.272(2) . ?
O5 C8 1.232(3) 3_757 ?
O6 C9 1.259(3) . ?
O7 C9 1.246(3) . ?
O8 C16 1.264(3) . ?
O9 C16 1.222(3) . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8498 . ?
O2W H2WA 0.8500 . ?
O2W H2WB 0.8500 . ?
C1 C2 1.500(3) . ?
C2 C3 1.378(3) . ?
C2 C7 1.381(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(3) 4 ?
C4 C5 1.368(3) 4_556 ?
C5 H5 0.9300 . ?
C5 C6 1.376(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.390(3) . ?
C7 C8 1.483(3) . ?
C9 C10 1.490(3) 4_565 ?
C10 C11 1.381(3) . ?
C10 C15 1.381(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.363(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(3) . ?
C14 C15 1.387(3) . ?
C14 C16 1.491(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(5) . ?
C17 C22 1.348(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.363(5) . ?
C19 C19 1.496(5) 3_667 ?
C19 C20 1.365(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.360(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.341(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
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
_geom_hbond_publ_flag
O1W H1WA O3 0.85 1.87 2.699(3) 163.7 1_565 yes
O1W H1WB O6 0.85 2.61 2.933(3) 104.3 . yes
O2W H2WA O6 0.85 2.26 2.984(3) 142.8 3_757 yes
O2W H2WB O3 0.85 1.93 2.750(3) 162.1 . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pr1 O2 C1 O3 77.8(3) . . . . ?
Pr1 O2 C1 C2 -103.4(2) . . . . ?
Pr1 O4 C8 Pr1 127.6(2) . . . 3_757 ?
Pr1 O4 C8 O5 111.3(2) . . . 3_757 ?
Pr1 O4 C8 O5 -16.3(2) 3_757 . . 3_757 ?
Pr1 O4 C8 C7 160.75(17) 3_757 . . . ?
Pr1 O4 C8 C7 -71.6(3) . . . . ?
Pr1 O6 C9 O7 17.7(2) . . . . ?
Pr1 O6 C9 C10 -157.19(18) . . . 4_565 ?
Pr1 O7 C9 O6 -16.8(2) . . . . ?
Pr1 O7 C9 C10 157.99(19) . . . 4_565 ?
Pr1 O8 C16 O9 -122.6(3) . . . . ?
Pr1 O8 C16 C14 60.2(3) . . . . ?
N1 C23 C24 N2 -0.3(3) . . . . ?
O2 C1 C2 C3 -101.4(2) . . . . ?
O2 C1 C2 C7 83.6(3) . . . . ?
O3 C1 C2 C3 77.5(3) . . . . ?
O3 C1 C2 C7 -97.5(3) . . . . ?
C1 C2 C3 C4 -173.0(2) . . . 4 ?
C1 C2 C7 C6 173.7(2) . . . . ?
C1 C2 C7 C8 -3.9(3) . . . . ?
C2 C7 C8 Pr1 93.5(5) . . . 3_757 ?
C2 C7 C8 O4 1.1(3) . . . . ?
C2 C7 C8 O5 178.2(2) . . . 3_757 ?
C3 C2 C7 C6 -1.2(3) . . . . ?
C3 C2 C7 C8 -178.8(2) . . . . ?
C4 O1 C15 C10 -59.8(3) . . . . ?
C4 O1 C15 C14 121.4(2) . . . . ?
C4 C5 C6 C7 0.6(4) 4 . . . ?
C5 C6 C7 C2 -0.2(3) . . . . ?
C5 C6 C7 C8 177.5(2) . . . . ?
C6 C7 C8 Pr1 -84.0(5) . . . 3_757 ?
C6 C7 C8 O4 -176.5(2) . . . . ?
C6 C7 C8 O5 0.6(3) . . . 3_757 ?
C7 C2 C3 C4 2.1(3) . . . 4 ?
C9 C10 C11 C12 -177.4(3) 4_566 . . . ?
C9 C10 C15 O1 -0.3(3) 4_566 . . . ?
C9 C10 C15 C14 178.5(2) 4_566 . . . ?
C10 C11 C12 C13 -2.2(4) . . . . ?
C11 C10 C15 O1 -178.2(2) . . . . ?
C11 C10 C15 C14 0.6(3) . . . . ?
C11 C12 C13 C14 2.4(4) . . . . ?
C12 C13 C14 C15 -1.2(4) . . . . ?
C12 C13 C14 C16 179.4(2) . . . . ?
C13 C14 C15 O1 178.5(2) . . . . ?
C13 C14 C15 C10 -0.4(3) . . . . ?
C13 C14 C16 O8 40.1(3) . . . . ?
C13 C14 C16 O9 -137.3(3) . . . . ?
C15 O1 C4 C3 142.7(2) . . . 4_556 ?
C15 O1 C4 C5 -38.5(3) . . . 4_556 ?
C15 C10 C11 C12 0.7(4) . . . . ?
C15 C14 C16 O8 -139.3(2) . . . . ?
C15 C14 C16 O9 43.3(3) . . . . ?
C16 C14 C15 O1 -2.1(3) . . . . ?
C16 C14 C15 C10 179.0(2) . . . . ?
C17 C18 C19 C19 179.5(5) . . . 3_667 ?
C17 C18 C19 C20 2.1(7) . . . . ?
C18 C17 C22 N1 -178.4(4) . . . . ?
C18 C17 C22 C21 -1.5(7) . . . . ?
C18 C19 C20 C21 -2.6(6) . . . . ?
C19 C19 C20 C21 180.0(4) 3_667 . . . ?
C19 C20 C21 C22 1.1(6) . . . . ?
C20 C21 C22 N1 178.0(3) . . . . ?
C20 C21 C22 C17 1.0(6) . . . . ?
C22 N1 C23 C24 -173.4(3) . . . . ?
C22 N1 C25 N2 173.7(3) . . . . ?
C22 C17 C18 C19 -0.1(8) . . . . ?
C23 N1 C22 C17 -133.8(4) . . . . ?
C23 N1 C22 C21 49.2(4) . . . . ?
C23 N1 C25 N2 0.0(3) . . . . ?
C24 N2 C25 N1 -0.2(3) . . . . ?
C25 N1 C22 C17 53.6(5) . . . . ?
C25 N1 C22 C21 -123.4(3) . . . . ?
C25 N1 C23 C24 0.2(3) . . . . ?
C25 N2 C24 C23 0.3(3) . . . . ?
