#------------------------------------------------------------------------------
#$Date: 2019-11-24 23:00:55 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/69/4516985.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_4516985
loop_
_publ_author_name
'Zhao, Shenglu'
'Xiao, Jiannan'
'Zheng, Tianxiang'
'Liu, Meiying'
'Wu, Haonan'
'Liu, Zhiliang'
_publ_section_title
;
 Highly Selective and Sensitive Detection of PO₄³⁻
 Ions in Aqueous Solution by a Luminescent Terbium Metal-Organic
 Framework.
;
_journal_issue                   15
_journal_name_full               'ACS omega'
_journal_page_first              16378
_journal_page_last               16384
_journal_paper_doi               10.1021/acsomega.9b01911
_journal_volume                  4
_journal_year                    2019
_chemical_formula_moiety         'C22 H15 N4 O10 Tb'
_chemical_formula_sum            'C22 H15 N4 O10 Tb'
_chemical_formula_weight         654.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-04-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                96.831(2)
_cell_angle_beta                 101.592(2)
_cell_angle_gamma                114.954(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3998(7)
_cell_length_b                   10.5054(8)
_cell_length_c                   13.1922(11)
_cell_measurement_reflns_used    9728
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.83
_cell_volume                     1126.16(15)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0101
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            38028
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.83
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.208
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0999 before and 0.0345 after correction.
The Ratio of minimum to maximum transmission is 0.5540.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.903
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         3937
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0171
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0476P)²+1.3156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0583
_reflns_number_gt                3927
_reflns_number_total             3937
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ao9b01911_si_002.cif
_cod_data_source_block           1
_cod_database_code               4516985
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O5(H5A,H5B), O6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C10(H10), C13(H13), C16(H16), C17(H17), C18(H18),
 C21(H21), C22(H22)
2.c Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags_posn
O1 O 0.8309(3) 0.8545(2) -0.03574(17) 0.0237(4) Uani 1 d .
C1 C 0.8420(3) 0.7412(3) -0.0638(2) 0.0138(5) Uani 1 d .
C2 C 0.6896(3) 0.5984(3) -0.0955(2) 0.0128(5) Uani 1 d .
Tb1 Tb 0.220994(12) -0.045932(11) -0.016634(8) 0.01122(7) Uani 1 d .
O8 O 0.4189(2) 0.0788(2) 0.16274(15) 0.0197(4) Uani 1 d .
O4 O 0.4427(2) 0.1153(2) -0.05740(17) 0.0225(4) Uani 1 d .
O7 O 0.1640(2) -0.0617(2) 0.15683(15) 0.0190(4) Uani 1 d .
O5 O 0.0745(3) -0.0157(3) -0.17757(17) 0.0264(5) Uani 1 d .
H5A H 0.0830 -0.0625 -0.2313 0.040 Uiso 1 d R
H5B H -0.0256 -0.0474 -0.1794 0.040 Uiso 1 d R
O2 O 0.9736(2) 0.7397(2) -0.06618(17) 0.0218(4) Uani 1 d .
C3 C 0.5707(3) 0.2173(3) -0.0635(2) 0.0143(5) Uani 1 d .
O6 O 0.2542(3) -0.1730(2) -0.17179(18) 0.0296(5) Uani 1 d .
H6A H 0.3547 -0.1358 -0.1700 0.044 Uiso 1 d R
H6B H 0.2202 -0.2615 -0.1705 0.044 Uiso 1 d R
C4 C 0.3091(3) 0.0288(3) 0.2090(2) 0.0167(5) Uani 1 d .
C5 C 0.5373(3) 0.5909(3) -0.1386(2) 0.0147(5) Uani 1 d .
H5 H 0.5300 0.6739 -0.1498 0.018 Uiso 1 calc R
O3 O 0.7081(2) 0.2206(2) -0.04141(19) 0.0269(5) Uani 1 d .
C6 C 0.7020(3) 0.4755(3) -0.0769(2) 0.0137(5) Uani 1 d .
H6 H 0.8040 0.4797 -0.0513 0.016 Uiso 1 calc R
C7 C 0.3965(3) 0.4598(3) -0.1648(2) 0.0152(5) Uani 1 d .
C8 C 0.4087(3) 0.3376(3) -0.1415(2) 0.0163(5) Uani 1 d .
H8 H 0.3147 0.2503 -0.1559 0.020 Uiso 1 calc R
C9 C 0.5603(3) 0.3460(3) -0.0970(2) 0.0141(5) Uani 1 d .
N4 N 0.8397(4) 0.6318(3) 0.5632(2) 0.0351(7) Uani 1 d .
N1 N 0.2115(3) 0.5251(3) -0.2812(2) 0.0324(6) Uani 1 d .
C10 C 0.7934(4) 0.6249(4) 0.6520(3) 0.0326(7) Uani 1 d .
H10 H 0.8427 0.6992 0.7128 0.039 Uiso 1 calc R
C11 C 0.6267(4) 0.4144(3) 0.5413(2) 0.0240(6) Uani 1 d .
C12 C 0.2338(3) 0.4488(3) -0.2105(2) 0.0187(5) Uani 1 d .
C13 C 0.4741(4) 0.2137(3) 0.3784(2) 0.0231(6) Uani 1 d .
H13 H 0.5437 0.2679 0.3417 0.028 Uiso 1 calc R
C14 C 0.3452(4) 0.0797(3) 0.3260(2) 0.0210(6) Uani 1 d .
C15 C 0.5002(4) 0.2679(3) 0.4864(2) 0.0245(6) Uani 1 d .
C16 C -0.0270(4) 0.3964(4) -0.2450(3) 0.0425(9) Uani 1 d .
H16 H -0.1357 0.3605 -0.2445 0.051 Uiso 1 calc R
C17 C 0.3979(4) 0.1821(4) 0.5408(3) 0.0314(7) Uani 1 d .
H17 H 0.4144 0.2161 0.6127 0.038 Uiso 1 calc R
N3 N 0.7358(4) 0.5009(4) 0.4959(2) 0.0310(6) Uani 1 d .
C18 C 0.2429(4) -0.0036(3) 0.3809(3) 0.0277(7) Uani 1 d .
H18 H 0.1554 -0.0928 0.3454 0.033 Uiso 1 calc R
O10 O 0.1706(5) 0.0004(4) 0.6376(2) 0.0686(11) Uani 1 d .
N2 N 0.0493(4) 0.4908(4) -0.3022(3) 0.0445(8) Uani 1 d .
C19 C 0.2719(4) 0.0467(4) 0.4883(3) 0.0312(7) Uani 1 d .
C20 C 0.1631(5) -0.0425(4) 0.5490(3) 0.0387(9) Uani 1 d .
C21 C 0.6618(4) 0.4922(4) 0.6423(3) 0.0308(7) Uani 1 d .
H21 H 0.6083 0.4621 0.6936 0.037 Uiso 1 calc R
C22 C 0.0892(4) 0.3647(4) -0.1882(3) 0.0365(8) Uani 1 d .
H22 H 0.0738 0.3001 -0.1441 0.044 Uiso 1 calc R
O9 O 0.0613(5) -0.1732(4) 0.4924(3) 0.0793(13) Uani 1 d .
H9 H 0.0038 -0.2185 0.5277 0.119 Uiso 1 calc GR
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'
Tb Tb -0.1723 4.1537 '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
C1 O1 Tb1 173.12(19) . 2_665
O1 C1 C2 118.9(2) . .
O2 C1 O1 123.5(2) . .
O2 C1 C2 117.6(2) . .
C5 C2 C1 120.3(2) . .
C6 C2 C1 119.1(2) . .
C6 C2 C5 120.5(2) . .
O1 Tb1 O8 76.48(7) 2_665 .
O1 Tb1 O7 72.76(7) 2_665 .
O1 Tb1 O5 74.09(7) 2_665 .
O1 Tb1 O2 108.52(7) 2_665 1_445
O1 Tb1 O6 141.08(8) 2_665 .
O1 Tb1 O3 144.90(8) 2_665 2_655
O4 Tb1 O1 87.33(7) . 2_665
O4 Tb1 O8 78.22(7) . .
O4 Tb1 O7 129.77(7) . .
O4 Tb1 O5 82.66(8) . .
O4 Tb1 O2 150.42(8) . 1_445
O4 Tb1 O6 72.75(7) . .
O4 Tb1 O3 106.38(7) . 2_655
O7 Tb1 O8 52.72(6) . .
O5 Tb1 O8 145.42(7) . .
O5 Tb1 O7 131.18(7) . .
O5 Tb1 O6 70.51(7) . .
O2 Tb1 O8 128.96(7) 1_445 .
O2 Tb1 O7 79.53(7) 1_445 .
O2 Tb1 O5 78.22(8) 1_445 .
O2 Tb1 O6 79.65(7) 1_445 .
O2 Tb1 O3 75.15(7) 1_445 2_655
O6 Tb1 O8 128.69(7) . .
O6 Tb1 O7 145.00(7) . .
O3 Tb1 O8 75.07(7) 2_655 .
O3 Tb1 O7 73.76(7) 2_655 .
O3 Tb1 O5 138.55(8) 2_655 .
O3 Tb1 O6 73.87(8) 2_655 .
C4 O8 Tb1 92.43(16) . .
C3 O4 Tb1 169.73(19) . .
C4 O7 Tb1 93.65(16) . .
Tb1 O5 H5A 109.4 . .
Tb1 O5 H5B 109.4 . .
H5A O5 H5B 109.5 . .
C1 O2 Tb1 121.23(17) . 1_665
O4 C3 C9 118.4(2) . .
O3 C3 O4 124.1(2) . .
O3 C3 C9 117.5(2) . .
Tb1 O6 H6A 109.4 . .
Tb1 O6 H6B 109.4 . .
H6A O6 H6B 109.5 . .
O8 C4 O7 120.9(2) . .
O8 C4 C14 120.6(2) . .
O7 C4 C14 118.4(2) . .
C2 C5 H5 119.9 . .
C7 C5 C2 120.3(2) . .
C7 C5 H5 119.9 . .
C3 O3 Tb1 128.51(18) . 2_655
C2 C6 H6 120.3 . .
C2 C6 C9 119.3(2) . .
C9 C6 H6 120.3 . .
C5 C7 C8 119.1(2) . .
C5 C7 C12 121.4(2) . .
C8 C7 C12 119.4(2) . .
C7 C8 H8 119.8 . .
C9 C8 C7 120.4(2) . .
C9 C8 H8 119.8 . .
C6 C9 C3 119.8(2) . .
C8 C9 C3 119.8(2) . .
C8 C9 C6 120.3(2) . .
C10 N4 N3 104.7(3) . .
C12 N1 N2 104.6(3) . .
N4 C10 H10 124.4 . .
N4 C10 C21 111.3(3) . .
C21 C10 H10 124.4 . .
N3 C11 C15 123.3(3) . .
N3 C11 C21 106.2(3) . .
C21 C11 C15 130.5(3) . .
N1 C12 C7 121.4(3) . .
N1 C12 C22 111.6(3) . .
C22 C12 C7 127.0(3) . .
C14 C13 H13 119.8 . .
C14 C13 C15 120.3(3) . .
C15 C13 H13 119.8 . .
C13 C14 C4 119.9(3) . .
C13 C14 C18 120.2(3) . .
C18 C14 C4 119.7(3) . .
C13 C15 C11 121.3(3) . .
C17 C15 C11 119.9(3) . .
C17 C15 C13 118.8(3) . .
N2 C16 H16 126.8 . .
N2 C16 C22 106.3(3) . .
C22 C16 H16 126.8 . .
C15 C17 H17 119.8 . .
C19 C17 C15 120.4(3) . .
C19 C17 H17 119.8 . .
C11 N3 N4 111.9(3) . .
C14 C18 H18 120.1 . .
C19 C18 C14 119.7(3) . .
C19 C18 H18 120.1 . .
C16 N2 N1 111.5(3) . .
C17 C19 C20 119.1(3) . .
C18 C19 C17 120.4(3) . .
C18 C19 C20 120.4(3) . .
O10 C20 C19 123.6(3) . .
O10 C20 O9 124.3(3) . .
O9 C20 C19 112.1(3) . .
C10 C21 H21 127.0 . .
C11 C21 C10 105.9(3) . .
C11 C21 H21 127.0 . .
C12 C22 H22 127.1 . .
C16 C22 C12 105.8(3) . .
C16 C22 H22 127.1 . .
C20 O9 H9 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.257(3) .
O1 Tb1 2.322(2) 2_665
C1 C2 1.508(3) .
C1 O2 1.250(3) .
C2 C5 1.395(4) .
C2 C6 1.390(4) .
Tb1 O1 2.322(2) 2_665
Tb1 O8 2.493(2) .
Tb1 O4 2.2779(19) .
Tb1 O7 2.4615(19) .
Tb1 O5 2.420(2) .
Tb1 O2 2.3508(19) 1_445
Tb1 O6 2.455(2) .
Tb1 O3 2.3575(19) 2_655
O8 C4 1.259(3) .
O4 C3 1.255(3) .
O7 C4 1.269(3) .
O5 H5A 0.8499 .
O5 H5B 0.8500 .
O2 Tb1 2.3508(19) 1_665
C3 O3 1.250(3) .
C3 C9 1.506(3) .
O6 H6A 0.8500 .
O6 H6B 0.8499 .
C4 C14 1.492(4) .
C5 H5 0.9300 .
C5 C7 1.390(4) .
O3 Tb1 2.3575(19) 2_655
C6 H6 0.9300 .
C6 C9 1.392(4) .
C7 C8 1.400(4) .
C7 C12 1.477(4) .
C8 H8 0.9300 .
C8 C9 1.390(4) .
N4 C10 1.329(5) .
N4 N3 1.365(4) .
N1 C12 1.339(4) .
N1 N2 1.369(4) .
C10 H10 0.9300 .
C10 C21 1.389(5) .
C11 C15 1.466(4) .
C11 N3 1.351(4) .
C11 C21 1.375(4) .
C12 C22 1.387(4) .
C13 H13 0.9300 .
C13 C14 1.386(4) .
C13 C15 1.401(4) .
C14 C18 1.391(4) .
C15 C17 1.397(5) .
C16 H16 0.9300 .
C16 N2 1.364(5) .
C16 C22 1.380(5) .
C17 H17 0.9300 .
C17 C19 1.386(5) .
C18 H18 0.9300 .
C18 C19 1.381(5) .
O10 C20 1.179(5) .
C19 C20 1.505(5) .
C20 O9 1.312(5) .
C21 H21 0.9300 .
C22 H22 0.9300 .
O9 H9 0.8200 .
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
O5 H5A O10 0.85 2.12 2.764(3) 132.3 1_554
O5 H5B O7 0.85 2.10 2.738(3) 131.0 2
O6 H6A O8 0.85 1.93 2.774(3) 171.4 2_655
O9 H9 N4 0.82 1.87 2.654(4) 160.1 1_445
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_4
O1 C1 C2 C5 28.3(4) . .
O1 C1 C2 C6 -148.9(3) . .
O1 C1 O2 Tb1 0.2(4) . 1_665
O1 Tb1 O8 C4 75.58(16) 2_665 .
O1 Tb1 O4 C3 49.9(10) 2_665 .
O1 Tb1 O7 C4 -83.03(16) 2_665 .
C1 C2 C5 C7 -178.1(2) . .
C1 C2 C6 C9 174.2(2) . .
C2 C1 O2 Tb1 -179.15(16) . 1_665
C2 C5 C7 C8 3.8(4) . .
C2 C5 C7 C12 180.0(2) . .
C2 C6 C9 C3 -171.7(2) . .
C2 C6 C9 C8 4.0(4) . .
Tb1 O1 C1 C2 11.4(17) 2_665 .
Tb1 O1 C1 O2 -168.0(14) 2_665 .
Tb1 O8 C4 O7 5.2(3) . .
Tb1 O8 C4 C14 -172.1(2) . .
Tb1 O4 C3 O3 93.9(10) . .
Tb1 O4 C3 C9 -84.7(11) . .
Tb1 O7 C4 O8 -5.3(3) . .
Tb1 O7 C4 C14 172.0(2) . .
O8 Tb1 O4 C3 -26.8(10) . .
O8 Tb1 O7 C4 2.87(15) . .
O8 C4 C14 C13 23.5(4) . .
O8 C4 C14 C18 -160.5(3) . .
O4 Tb1 O8 C4 165.65(17) . .
O4 Tb1 O7 C4 -11.79(19) . .
O4 C3 O3 Tb1 0.3(4) . 2_655
O4 C3 C9 C6 162.3(2) . .
O4 C3 C9 C8 -13.5(4) . .
O7 Tb1 O8 C4 -2.89(15) . .
O7 Tb1 O4 C3 -15.0(11) . .
O7 C4 C14 C13 -153.8(3) . .
O7 C4 C14 C18 22.1(4) . .
O5 Tb1 O8 C4 107.82(18) . .
O5 Tb1 O4 C3 124.2(10) . .
O5 Tb1 O7 C4 -132.27(16) . .
O2 C1 C2 C5 -152.2(2) . .
O2 C1 C2 C6 30.5(4) . .
O2 Tb1 O8 C4 -27.47(19) 1_445 .
O2 Tb1 O4 C3 174.1(10) 1_445 .
O2 Tb1 O7 C4 163.67(16) 1_445 .
O6 Tb1 O8 C4 -138.06(16) . .
O6 Tb1 O4 C3 -164.0(11) . .
O6 Tb1 O7 C4 109.27(18) . .
C4 C14 C18 C19 -177.0(3) . .
C5 C2 C6 C9 -3.1(4) . .
C5 C7 C8 C9 -2.8(4) . .
C5 C7 C12 N1 38.4(4) . .
C5 C7 C12 C22 -141.1(3) . .
O3 Tb1 O8 C4 -83.64(16) 2_655 .
O3 Tb1 O4 C3 -97.2(10) 2_655 .
O3 Tb1 O7 C4 86.24(16) 2_655 .
O3 C3 C9 C6 -16.4(4) . .
O3 C3 C9 C8 167.8(3) . .
C6 C2 C5 C7 -0.9(4) . .
C7 C8 C9 C3 174.6(2) . .
C7 C8 C9 C6 -1.1(4) . .
C7 C12 C22 C16 176.7(3) . .
C8 C7 C12 N1 -145.5(3) . .
C8 C7 C12 C22 35.1(5) . .
C9 C3 O3 Tb1 178.87(17) . 2_655
N4 C10 C21 C11 0.0(4) . .
N1 C12 C22 C16 -2.8(4) . .
C10 N4 N3 C11 0.2(4) . .
C11 C15 C17 C19 176.3(3) . .
C12 C7 C8 C9 -179.0(2) . .
C12 N1 N2 C16 0.5(4) . .
C13 C14 C18 C19 -1.0(5) . .
C13 C15 C17 C19 -0.7(5) . .
C14 C13 C15 C11 -174.5(3) . .
C14 C13 C15 C17 2.4(5) . .
C14 C18 C19 C17 2.7(6) . .
C14 C18 C19 C20 -179.6(3) . .
C15 C11 N3 N4 179.6(3) . .
C15 C11 C21 C10 -179.7(3) . .
C15 C13 C14 C4 174.4(3) . .
C15 C13 C14 C18 -1.6(5) . .
C15 C17 C19 C18 -1.9(6) . .
C15 C17 C19 C20 -179.6(4) . .
C17 C19 C20 O10 6.0(7) . .
C17 C19 C20 O9 -173.1(4) . .
N3 N4 C10 C21 -0.2(4) . .
N3 C11 C15 C13 -6.7(5) . .
N3 C11 C15 C17 176.4(3) . .
N3 C11 C21 C10 0.1(4) . .
C18 C19 C20 O10 -171.7(4) . .
C18 C19 C20 O9 9.2(6) . .
N2 N1 C12 C7 -178.1(3) . .
N2 N1 C12 C22 1.4(4) . .
N2 C16 C22 C12 3.0(4) . .
C21 C11 C15 C13 173.2(3) . .
C21 C11 C15 C17 -3.8(6) . .
C21 C11 N3 N4 -0.2(4) . .
C22 C16 N2 N1 -2.3(5) . .
