#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:26:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179246 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/66/4316655.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_4316655
loop_
_publ_author_name
'Pierre Thuéry'
_publ_section_title
;
 Second-Sphere Tethering of Rare-Earth Ions to Cucurbit[6]uril by
 Iminodiacetic Acid Involving Carboxylic Group Encapsulation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9078
_journal_page_last               9085
_journal_paper_doi               10.1021/ic101396a
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C44 H68 N28 O34'
_chemical_formula_weight         1533.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.178(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.8996(5)
_cell_length_b                   21.3947(9)
_cell_length_c                   12.4175(5)
_cell_measurement_reflns_used    84620
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.30
_cell_volume                     3036.2(2)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and four ω scans with 2° steps (453 frames)'
_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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            84620
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         5739
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0460
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0571P)²+1.1761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1136
_reflns_number_gt                4387
_reflns_number_total             5739
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101396a_si_001_10.cif
_cod_data_source_block           10
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4316655
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5144(2) -0.07607(8) -0.04763(18) 0.0624(6) Uani 1 1 d . . .
H1 H 0.4888 -0.0527 0.0093 0.075 Uiso 1 1 d R . .
O2 O 0.55941(16) 0.01794(7) -0.09920(14) 0.0408(4) Uani 1 1 d . . .
O3 O 0.75334(16) -0.11814(9) -0.44928(14) 0.0472(5) Uani 1 1 d . . .
H3 H 0.8134 -0.1399 -0.4359 0.057 Uiso 1 1 d R . .
O4 O 0.81712(15) -0.10197(8) -0.26412(14) 0.0401(4) Uani 1 1 d . . .
O5 O 0.67144(13) 0.10608(7) -0.27565(13) 0.0304(4) Uani 1 1 d . . .
O6 O 0.48203(13) 0.20975(7) 0.10059(12) 0.0285(4) Uani 1 1 d . . .
O7 O 0.83779(13) 0.01603(7) -0.08501(13) 0.0302(4) Uani 1 1 d . . .
O8 O 0.67640(13) 0.12908(7) 0.29508(13) 0.0317(4) Uani 1 1 d . . .
O9 O 0.78370(14) -0.14985(7) 0.00235(13) 0.0330(4) Uani 1 1 d . . .
O10 O 0.59174(13) -0.02566(7) 0.35634(13) 0.0295(4) Uani 1 1 d . . .
O11 O 0.92375(19) -0.19877(10) -0.41744(18) 0.0593(5) Uani 1 1 d . . .
O12 O 1.09646(19) -0.20427(11) -0.4404(3) 0.0959(9) Uani 1 1 d U . .
O13 O 0.99683(18) -0.12070(10) -0.48388(18) 0.0607(5) Uani 1 1 d . . .
O14 O 0.88074(15) -0.21696(8) -0.14239(15) 0.0420(4) Uani 1 1 d . . .
H14A H 0.8534 -0.1784 -0.1869 0.050 Uiso 1 1 d R . .
H14B H 0.8582 -0.2068 -0.0812 0.050 Uiso 1 1 d R . .
O15 O 0.84920(17) 0.06770(10) -0.38202(17) 0.0622(6) Uani 1 1 d . . .
H15A H 0.8066 0.0856 -0.3408 0.075 Uiso 1 1 d R . .
H15B H 0.8771 0.0967 -0.4112 0.075 Uiso 1 1 d R . .
O16 O 0.58540(15) 0.13553(8) 0.47850(14) 0.0428(4) Uani 1 1 d . . .
H16A H 0.6213 0.1200 0.5473 0.051 Uiso 1 1 d R . .
H16B H 0.6245 0.1271 0.4230 0.051 Uiso 1 1 d R . .
O17 O 1.02060(16) -0.29842(9) -0.24021(16) 0.0493(5) Uani 1 1 d . . .
H17A H 1.0011 -0.2680 -0.3006 0.059 Uiso 1 1 d R . .
H17B H 0.9921 -0.2817 -0.1947 0.059 Uiso 1 1 d R . .
N1 N 0.63833(17) -0.02308(8) -0.26350(16) 0.0302(4) Uani 1 1 d . . .
H1A H 0.7103 -0.0084 -0.2202 0.036 Uiso 1 1 d R . .
H1B H 0.5805 0.0116 -0.2841 0.036 Uiso 1 1 d R . .
N2 N 0.54008(15) 0.17628(8) -0.23849(14) 0.0264(4) Uani 1 1 d . . .
N3 N 0.71927(15) 0.17376(8) -0.12451(15) 0.0270(4) Uani 1 1 d . . .
N4 N 0.64138(15) 0.20957(8) 0.02819(15) 0.0259(4) Uani 1 1 d . . .
N5 N 0.46268(15) 0.21738(8) -0.08911(14) 0.0255(4) Uani 1 1 d . . .
N6 N 0.84585(16) 0.10731(8) 0.01652(15) 0.0278(4) Uani 1 1 d . . .
N7 N 0.87943(15) 0.01709(8) 0.10774(15) 0.0266(4) Uani 1 1 d . . .
N8 N 0.81662(16) 0.06266(8) 0.26196(15) 0.0276(4) Uani 1 1 d . . .
N9 N 0.78334(16) 0.15283(8) 0.17124(15) 0.0281(4) Uani 1 1 d . . .
N10 N 0.82836(15) -0.08589(8) 0.15808(15) 0.0270(4) Uani 1 1 d . . .
N11 N 0.73169(15) -0.17402(8) 0.16354(15) 0.0260(4) Uani 1 1 d . . .
N12 N 0.64356(15) -0.12046(8) 0.29381(15) 0.0253(4) Uani 1 1 d . . .
N13 N 0.76646(15) -0.04066(8) 0.31307(15) 0.0266(4) Uani 1 1 d . . .
N14 N 1.00787(19) -0.17472(11) -0.44728(19) 0.0465(6) Uani 1 1 d . . .
C1 C 0.5926(2) -0.07098(10) -0.19976(19) 0.0320(5) Uani 1 1 d . . .
H1C H 0.6534 -0.1011 -0.1667 0.038 Uiso 1 1 calc R . .
H1D H 0.5274 -0.0931 -0.2496 0.038 Uiso 1 1 calc R . .
C2 C 0.5536(2) -0.03868(11) -0.1102(2) 0.0321(5) Uani 1 1 d . . .
C3 C 0.6517(2) -0.04512(11) -0.37259(19) 0.0329(5) Uani 1 1 d . . .
H3A H 0.6674 -0.0097 -0.4150 0.040 Uiso 1 1 calc R . .
H3B H 0.5794 -0.0644 -0.4156 0.040 Uiso 1 1 calc R . .
C4 C 0.7496(2) -0.09130(11) -0.3554(2) 0.0315(5) Uani 1 1 d . . .
C5 C 0.64541(19) 0.14750(10) -0.21740(18) 0.0256(5) Uani 1 1 d . . .
C6 C 0.53889(19) 0.22682(10) -0.16075(18) 0.0255(5) Uani 1 1 d . . .
H6 H 0.5245 0.2673 -0.1991 0.031 Uiso 1 1 calc R . .
C7 C 0.66373(19) 0.22350(10) -0.07802(18) 0.0261(5) Uani 1 1 d . . .
H7 H 0.7055 0.2632 -0.0752 0.031 Uiso 1 1 calc R . .
C8 C 0.52409(19) 0.21158(9) 0.02216(18) 0.0250(5) Uani 1 1 d . . .
C9 C 0.83639(18) 0.15087(10) -0.07466(19) 0.0274(5) Uani 1 1 d . . .
H9A H 0.8873 0.1862 -0.0470 0.033 Uiso 1 1 calc R . .
H9B H 0.8640 0.1306 -0.1323 0.033 Uiso 1 1 calc R . .
C10 C 0.7294(2) 0.21255(10) 0.13454(18) 0.0282(5) Uani 1 1 d . . .
H10A H 0.6940 0.2283 0.1907 0.034 Uiso 1 1 calc R . .
H10B H 0.7896 0.2419 0.1288 0.034 Uiso 1 1 calc R . .
C11 C 0.85173(17) 0.04381(10) 0.00356(18) 0.0251(5) Uani 1 1 d . . .
C12 C 0.87742(18) 0.12600(10) 0.13360(18) 0.0257(5) Uani 1 1 d . . .
H12 H 0.9469 0.1529 0.1525 0.031 Uiso 1 1 calc R . .
C13 C 0.90120(18) 0.06295(10) 0.19707(18) 0.0257(5) Uani 1 1 d . . .
H13 H 0.9817 0.0605 0.2455 0.031 Uiso 1 1 calc R . .
C14 C 0.75039(18) 0.11603(10) 0.24716(17) 0.0259(5) Uani 1 1 d . . .
C15 C 0.91383(19) -0.04780(10) 0.1255(2) 0.0290(5) Uani 1 1 d . . .
H15C H 0.9259 -0.0645 0.0569 0.035 Uiso 1 1 calc R . .
H15D H 0.9877 -0.0503 0.1834 0.035 Uiso 1 1 calc R . .
C16 C 0.8196(2) 0.01885(10) 0.35122(18) 0.0283(5) Uani 1 1 d . . .
H16C H 0.9004 0.0120 0.3934 0.034 Uiso 1 1 calc R . .
H16D H 0.7796 0.0372 0.4017 0.034 Uiso 1 1 calc R . .
C17 C 0.78087(18) -0.13798(10) 0.09783(19) 0.0272(5) Uani 1 1 d . . .
C18 C 0.82726(19) -0.09092(10) 0.27487(18) 0.0263(5) Uani 1 1 d . . .
H18 H 0.9061 -0.0972 0.3251 0.032 Uiso 1 1 calc R . .
C19 C 0.74781(18) -0.14810(10) 0.27403(18) 0.0255(5) Uani 1 1 d . . .
H19 H 0.7848 -0.1782 0.3327 0.031 Uiso 1 1 calc R . .
C20 C 0.66024(19) -0.05866(10) 0.32426(17) 0.0254(5) Uani 1 1 d . . .
C21 C 0.66190(19) -0.22875(10) 0.12284(19) 0.0275(5) Uani 1 1 d . . .
H21A H 0.6792 -0.2603 0.1813 0.033 Uiso 1 1 calc R . .
H21B H 0.6845 -0.2455 0.0593 0.033 Uiso 1 1 calc R . .
C22 C 0.55973(19) -0.15860(10) 0.32939(18) 0.0266(5) Uani 1 1 d . . .
H22A H 0.5986 -0.1961 0.3651 0.032 Uiso 1 1 calc R . .
H22B H 0.5327 -0.1357 0.3848 0.032 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'
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
C2 O1 H1 110.8 . . ?
C4 O3 H3 108.0 . . ?
H14A O14 H14B 98.1 . . ?
H15A O15 H15B 106.6 . . ?
H16A O16 H16B 114.6 . . ?
H17A O17 H17B 100.6 . . ?
C3 N1 C1 114.52(17) . . ?
C3 N1 H1A 108.6 . . ?
C1 N1 H1A 109.9 . . ?
C3 N1 H1B 104.1 . . ?
C1 N1 H1B 108.7 . . ?
H1A N1 H1B 110.9 . . ?
C5 N2 C22 123.21(18) . 3_655 ?
C5 N2 C6 112.93(17) . . ?
C22 N2 C6 123.85(17) 3_655 . ?
C5 N3 C9 122.78(18) . . ?
C5 N3 C7 112.39(17) . . ?
C9 N3 C7 124.69(18) . . ?
C8 N4 C10 121.03(18) . . ?
C8 N4 C7 112.63(18) . . ?
C10 N4 C7 123.71(18) . . ?
C8 N5 C21 121.40(18) . 3_655 ?
C8 N5 C6 112.35(17) . . ?
C21 N5 C6 124.42(18) 3_655 . ?
C11 N6 C9 122.79(18) . . ?
C11 N6 C12 112.49(17) . . ?
C9 N6 C12 123.23(18) . . ?
C11 N7 C15 121.89(18) . . ?
C11 N7 C13 112.68(17) . . ?
C15 N7 C13 123.39(18) . . ?
C14 N8 C16 122.26(17) . . ?
C14 N8 C13 112.53(17) . . ?
C16 N8 C13 123.73(17) . . ?
C14 N9 C10 122.63(18) . . ?
C14 N9 C12 113.01(18) . . ?
C10 N9 C12 124.36(17) . . ?
C17 N10 C15 121.31(18) . . ?
C17 N10 C18 111.46(17) . . ?
C15 N10 C18 121.45(18) . . ?
C17 N11 C19 112.66(17) . . ?
C17 N11 C21 123.30(18) . . ?
C19 N11 C21 123.79(17) . . ?
C20 N12 C22 121.10(17) . . ?
C20 N12 C19 111.89(17) . . ?
C22 N12 C19 120.92(17) . . ?
C20 N13 C16 123.33(18) . . ?
C20 N13 C18 112.66(17) . . ?
C16 N13 C18 123.38(17) . . ?
O12 N14 O13 121.0(3) . . ?
O12 N14 O11 120.6(3) . . ?
O13 N14 O11 118.4(2) . . ?
N1 C1 C2 108.30(18) . . ?
N1 C1 H1C 110.0 . . ?
C2 C1 H1C 110.0 . . ?
N1 C1 H1D 110.0 . . ?
C2 C1 H1D 110.0 . . ?
H1C C1 H1D 108.4 . . ?
O2 C2 O1 124.6(2) . . ?
O2 C2 C1 121.7(2) . . ?
O1 C2 C1 113.7(2) . . ?
N1 C3 C4 110.88(19) . . ?
N1 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O4 C4 O3 124.8(2) . . ?
O4 C4 C3 122.9(2) . . ?
O3 C4 C3 112.3(2) . . ?
O5 C5 N2 125.6(2) . . ?
O5 C5 N3 125.7(2) . . ?
N2 C5 N3 108.68(18) . . ?
N5 C6 N2 115.31(17) . . ?
N5 C6 C7 103.53(16) . . ?
N2 C6 C7 102.76(16) . . ?
N5 C6 H6 111.5 . . ?
N2 C6 H6 111.5 . . ?
C7 C6 H6 111.5 . . ?
N4 C7 N3 115.49(17) . . ?
N4 C7 C6 103.13(16) . . ?
N3 C7 C6 103.14(16) . . ?
N4 C7 H7 111.5 . . ?
N3 C7 H7 111.5 . . ?
C6 C7 H7 111.5 . . ?
O6 C8 N5 125.9(2) . . ?
O6 C8 N4 126.4(2) . . ?
N5 C8 N4 107.68(18) . . ?
N3 C9 N6 114.17(17) . . ?
N3 C9 H9A 108.7 . . ?
N6 C9 H9A 108.7 . . ?
N3 C9 H9B 108.7 . . ?
N6 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
N4 C10 N9 113.29(17) . . ?
N4 C10 H10A 108.9 . . ?
N9 C10 H10A 108.9 . . ?
N4 C10 H10B 108.9 . . ?
N9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
O7 C11 N7 125.8(2) . . ?
O7 C11 N6 126.1(2) . . ?
N7 C11 N6 108.03(18) . . ?
N9 C12 N6 115.15(17) . . ?
N9 C12 C13 103.26(16) . . ?
N6 C12 C13 103.25(16) . . ?
N9 C12 H12 111.5 . . ?
N6 C12 H12 111.5 . . ?
C13 C12 H12 111.5 . . ?
N7 C13 N8 114.68(17) . . ?
N7 C13 C12 103.41(17) . . ?
N8 C13 C12 103.25(16) . . ?
N7 C13 H13 111.6 . . ?
N8 C13 H13 111.6 . . ?
C12 C13 H13 111.6 . . ?
O8 C14 N9 126.0(2) . . ?
O8 C14 N8 126.1(2) . . ?
N9 C14 N8 107.92(18) . . ?
N10 C15 N7 113.09(17) . . ?
N10 C15 H15C 109.0 . . ?
N7 C15 H15C 109.0 . . ?
N10 C15 H15D 109.0 . . ?
N7 C15 H15D 109.0 . . ?
H15C C15 H15D 107.8 . . ?
N13 C16 N8 113.97(18) . . ?
N13 C16 H16C 108.8 . . ?
N8 C16 H16C 108.8 . . ?
N13 C16 H16D 108.8 . . ?
N8 C16 H16D 108.8 . . ?
H16C C16 H16D 107.7 . . ?
O9 C17 N11 126.4(2) . . ?
O9 C17 N10 125.4(2) . . ?
N11 C17 N10 108.19(18) . . ?
N13 C18 N10 114.52(17) . . ?
N13 C18 C19 103.28(16) . . ?
N10 C18 C19 103.11(17) . . ?
N13 C18 H18 111.8 . . ?
N10 C18 H18 111.8 . . ?
C19 C18 H18 111.8 . . ?
N11 C19 N12 115.03(17) . . ?
N11 C19 C18 103.29(17) . . ?
N12 C19 C18 103.06(16) . . ?
N11 C19 H19 111.6 . . ?
N12 C19 H19 111.6 . . ?
C18 C19 H19 111.6 . . ?
O10 C20 N13 126.1(2) . . ?
O10 C20 N12 125.8(2) . . ?
N13 C20 N12 108.08(18) . . ?
N11 C21 N5 114.14(17) . 3_655 ?
N11 C21 H21A 108.7 . . ?
N5 C21 H21A 108.7 3_655 . ?
N11 C21 H21B 108.7 . . ?
N5 C21 H21B 108.7 3_655 . ?
H21A C21 H21B 107.6 . . ?
N2 C22 N12 113.30(17) 3_655 . ?
N2 C22 H22A 108.9 3_655 . ?
N12 C22 H22A 108.9 . . ?
N2 C22 H22B 108.9 3_655 . ?
N12 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
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
O1 C2 1.290(3) . ?
O1 H1 0.9818 . ?
O2 C2 1.219(3) . ?
O3 C4 1.312(3) . ?
O3 H3 0.8300 . ?
O4 C4 1.214(3) . ?
O5 C5 1.237(3) . ?
O6 C8 1.213(3) . ?
O7 C11 1.220(3) . ?
O8 C14 1.224(3) . ?
O9 C17 1.222(3) . ?
O10 C20 1.226(2) . ?
O11 N14 1.269(3) . ?
O12 N14 1.212(3) . ?
O13 N14 1.235(3) . ?
O14 H14A 0.9951 . ?
O14 H14B 0.8996 . ?
O15 H15A 0.9004 . ?
O15 H15B 0.8331 . ?
O16 H16A 0.9058 . ?
O16 H16B 0.9502 . ?
O17 H17A 0.9701 . ?
O17 H17B 0.8183 . ?
N1 C3 1.484(3) . ?
N1 C1 1.487(3) . ?
N1 H1A 0.9299 . ?
N1 H1B 0.9959 . ?
N2 C5 1.355(3) . ?
N2 C22 1.442(3) 3_655 ?
N2 C6 1.452(3) . ?
N3 C5 1.361(3) . ?
N3 C9 1.444(3) . ?
N3 C7 1.454(3) . ?
N4 C8 1.377(3) . ?
N4 C10 1.440(3) . ?
N4 C7 1.447(3) . ?
N5 C8 1.377(3) . ?
N5 C21 1.444(3) 3_655 ?
N5 C6 1.450(3) . ?
N6 C11 1.372(3) . ?
N6 C9 1.446(3) . ?
N6 C12 1.453(3) . ?
N7 C11 1.368(3) . ?
N7 C15 1.447(3) . ?
N7 C13 1.449(3) . ?
N8 C14 1.370(3) . ?
N8 C16 1.445(3) . ?
N8 C13 1.454(3) . ?
N9 C14 1.367(3) . ?
N9 C10 1.445(3) . ?
N9 C12 1.447(3) . ?
N10 C17 1.373(3) . ?
N10 C15 1.446(3) . ?
N10 C18 1.458(3) . ?
N11 C17 1.367(3) . ?
N11 C19 1.442(3) . ?
N11 C21 1.443(3) . ?
N12 C20 1.374(3) . ?
N12 C22 1.450(3) . ?
N12 C19 1.456(3) . ?
N13 C20 1.365(3) . ?
N13 C16 1.442(3) . ?
N13 C18 1.448(3) . ?
C1 C2 1.489(3) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C3 C4 1.497(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C6 C7 1.555(3) . ?
C6 H6 0.9800 . ?
C7 H7 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 C13 1.548(3) . ?
C12 H12 0.9800 . ?
C13 H13 0.9800 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C18 C19 1.544(3) . ?
C18 H18 0.9800 . ?
C19 H19 0.9800 . ?
C21 N5 1.444(3) 3_655 ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 N2 1.442(3) 3_655 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
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
N1 H1A O7 0.93 1.99 2.883(3) 159.6 .
N1 H1B O10 1.00 2.02 2.855(2) 140.3 3_655
O1 H1 O2 0.98 1.58 2.556(2) 176.3 3_655
O3 H3 O11 0.83 1.79 2.607(3) 169.0 .
O14 H14A O4 1.00 1.88 2.876(2) 174.0 .
O14 H14B O9 0.90 1.97 2.790(2) 151.6 .
O15 H15A O5 0.90 2.04 2.907(2) 161.5 .
O15 H15B O13 0.83 2.30 3.019(3) 144.5 3_754
O16 H16A O5 0.91 2.13 3.004(2) 161.3 1_556
O16 H16B O8 0.95 1.86 2.785(2) 164.2 .
O17 H17A O11 0.97 2.10 3.050(3) 166.4 .
O17 H17B O14 0.82 2.14 2.900(2) 154.7 .
