#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:07:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179614 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/78/4507832.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_4507832
loop_
_publ_author_name
'Chen, Wen-jian'
'Long, La-Sheng'
'Huang, Rong-Bin'
'Zheng, Lan-Sun'
_publ_section_title
;
 A Dihalide--Decahydrate Cluster of [X2(H2O)10]2--in a Supramolecular
 Architecture of
 {[Na2(H2O)6(H2O@TMEQ[6])]·2(C6H5NO3)}X2(H2O)10(TMEQ[6] =
 α,α′,δ,δ′-Tetramethylcucurbit[6]uril; X = Cl, Br)
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2507
_journal_paper_doi               10.1021/cg400227k
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C52 H86 Cl2 N26 Na2 O35'
_chemical_formula_weight         1752.35
_chemical_name_systematic
;
 ?
;
_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                 127.316(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.958(2)
_cell_length_b                   24.461(5)
_cell_length_c                   15.593(6)
_cell_measurement_reflns_used    200
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      7.5
_cell_volume                     3627.4(19)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19873
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     543
_refine_ls_number_reflns         6366
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0362
_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)+(0.0499P)²+2.0514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.0970
_reflns_number_gt                5897
_reflns_number_total             6366
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400227k_si_002.cif
_cod_data_source_block           complex1
_cod_original_cell_volume        3627.4(17)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4507832
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
Na1 Na -0.08111(7) -0.02193(3) 0.05942(5) 0.02379(16) Uani 1 1 d .
O1 O -0.77719(13) -0.13505(5) -0.18852(10) 0.0247(3) Uani 1 1 d .
O2 O -0.04306(13) 0.02902(5) 0.34453(10) 0.0250(3) Uani 1 1 d .
O3 O -0.09127(12) -0.07803(5) 0.17498(9) 0.0227(3) Uani 1 1 d .
O4 O -0.63635(13) -0.15570(5) 0.08351(10) 0.0279(3) Uani 1 1 d .
O5 O -0.61855(12) -0.03880(5) 0.22150(10) 0.0257(3) Uani 1 1 d .
O6 O -0.24122(12) -0.07659(5) -0.09872(9) 0.0209(3) Uani 1 1 d .
N1 N -0.54269(14) 0.10943(5) 0.24291(11) 0.0172(3) Uani 1 1 d .
N2 N -0.43399(14) 0.02155(6) 0.32433(11) 0.0185(3) Uani 1 1 d .
N3 N -0.38750(14) -0.06475(6) 0.31037(11) 0.0181(3) Uani 1 1 d .
N4 N -0.15234(14) -0.03839(5) 0.37195(11) 0.0182(3) Uani 1 1 d .
N5 N -0.20427(14) 0.04761(5) 0.37617(11) 0.0188(3) Uani 1 1 d .
N6 N -0.67943(14) -0.13164(6) -0.27771(11) 0.0181(3) Uani 1 1 d .
N7 N -0.18521(14) -0.11292(5) 0.25595(11) 0.0176(3) Uani 1 1 d .
N8 N -0.39988(14) -0.14819(6) 0.22235(11) 0.0186(3) Uani 1 1 d .
N9 N -0.46507(14) -0.18070(6) 0.06563(11) 0.0189(3) Uani 1 1 d .
N10 N -0.56967(14) -0.17883(6) -0.12515(11) 0.0176(3) Uani 1 1 d .
N11 N -0.24389(14) -0.15129(5) 0.10476(11) 0.0178(3) Uani 1 1 d .
N12 N -0.34819(14) -0.15075(5) -0.08514(11) 0.0169(3) Uani 1 1 d .
C1 C -0.22935(17) -0.16597(7) 0.02242(13) 0.0178(3) Uani 1 1 d .
H1A H -0.2159 -0.2052 0.0246 0.021 Uiso 1 1 calc R
H1B H -0.1457 -0.1485 0.0385 0.021 Uiso 1 1 calc R
C2 C -0.55641(17) -0.20736(7) -0.03811(13) 0.0190(3) Uani 1 1 d .
H2A H -0.6491 -0.2111 -0.0560 0.023 Uiso 1 1 calc R
H2B H -0.5207 -0.2438 -0.0325 0.023 Uiso 1 1 calc R
C3 C -0.51356(18) -0.16045(7) 0.11914(14) 0.0192(3) Uani 1 1 d .
C4 C -0.26683(17) -0.16049(6) 0.24332(13) 0.0168(3) Uani 1 1 d .
H4 H -0.2108 -0.1862 0.3033 0.020 Uiso 1 1 calc R
C5 C -0.31272(17) -0.18563(6) 0.13511(13) 0.0168(3) Uani 1 1 d .
H5 H -0.2829 -0.2238 0.1438 0.020 Uiso 1 1 calc R
C6 C -0.16647(17) -0.11037(6) 0.17745(13) 0.0173(3) Uani 1 1 d .
C7 C -0.41380(18) -0.12296(7) 0.29898(13) 0.0193(3) Uani 1 1 d .
H7A H -0.3485 -0.1402 0.3687 0.023 Uiso 1 1 calc R
H7B H -0.5082 -0.1294 0.2765 0.023 Uiso 1 1 calc R
C8 C -0.09056(17) -0.08481(7) 0.35785(13) 0.0178(3) Uani 1 1 d .
H8A H -0.0580 -0.1105 0.4160 0.021 Uiso 1 1 calc R
H8B H -0.0091 -0.0725 0.3636 0.021 Uiso 1 1 calc R
C9 C -0.25101(16) -0.04266(6) 0.39642(13) 0.0166(3) Uani 1 1 d .
H9C H -0.2099 -0.0619 0.4646 0.020 Uiso 1 1 calc R
C10 C -0.28302(17) 0.01777(6) 0.40327(13) 0.0166(3) Uani 1 1 d .
H10 H -0.2525 0.0271 0.4757 0.020 Uiso 1 1 calc R
C11 C -0.12611(17) 0.01438(7) 0.36108(12) 0.0178(3) Uani 1 1 d .
C12 C -0.49345(17) -0.02836(7) 0.27866(13) 0.0184(3) Uani 1 1 d .
C13 C -0.51506(17) 0.06731(7) 0.31854(13) 0.0186(3) Uani 1 1 d .
H13A H -0.6042 0.0537 0.2986 0.022 Uiso 1 1 calc R
H13B H -0.4651 0.0835 0.3897 0.022 Uiso 1 1 calc R
C14 C -0.80053(17) -0.10644(6) -0.37425(13) 0.0183(3) Uani 1 1 d .
H14A H -0.8093 -0.1206 -0.4362 0.022 Uiso 1 1 calc R
H14B H -0.8842 -0.1172 -0.3818 0.022 Uiso 1 1 calc R
C15 C -0.68393(17) -0.14676(6) -0.19527(13) 0.0176(3) Uani 1 1 d .
C16 C -0.33997(17) -0.10886(6) -0.13828(13) 0.0164(3) Uani 1 1 d .
C17 C -0.59510(18) -0.18764(7) -0.36071(14) 0.0226(4) Uani 1 1 d .
H17A H -0.5116 -0.2036 -0.3458 0.034 Uiso 1 1 calc R
H17B H -0.6402 -0.1653 -0.4241 0.034 Uiso 1 1 calc R
H17C H -0.6581 -0.2161 -0.3723 0.034 Uiso 1 1 calc R
C18 C -0.43998(19) -0.24348(7) -0.15660(14) 0.0229(4) Uani 1 1 d .
H18A H -0.3787 -0.2455 -0.1769 0.034 Uiso 1 1 calc R
H18B H -0.5251 -0.2631 -0.2081 0.034 Uiso 1 1 calc R
H18C H -0.3942 -0.2594 -0.0864 0.034 Uiso 1 1 calc R
C19 C -0.47473(16) -0.18402(6) -0.15404(12) 0.0158(3) Uani 1 1 d .
C20 C -0.55605(17) -0.15272(6) -0.26557(13) 0.0165(3) Uani 1 1 d .
O7 O -0.07662(15) -0.31404(6) 0.04171(12) 0.0391(3) Uani 1 1 d .
O8 O 0.06578(16) -0.28009(6) 0.01414(11) 0.0363(3) Uani 1 1 d .
O9 O 0.19190(14) -0.13140(5) 0.38902(10) 0.0294(3) Uani 1 1 d .
H9 H 0.2369 -0.1065 0.3879 0.044 Uiso 1 1 d R
N13 N 0.01609(17) -0.28150(6) 0.06383(12) 0.0281(3) Uani 1 1 d .
C21 C 0.0797(2) -0.21388(8) 0.30203(15) 0.0272(4) Uani 1 1 d .
H21 H 0.0585 -0.2189 0.3498 0.033 Uiso 1 1 calc R
C22 C 0.03487(19) -0.25145(8) 0.22155(15) 0.0265(4) Uani 1 1 d .
H22 H -0.0182 -0.2816 0.2136 0.032 Uiso 1 1 calc R
C23 C 0.07003(19) -0.24366(7) 0.15259(14) 0.0244(4) Uani 1 1 d .
C24 C 0.1512(2) -0.19969(8) 0.16409(15) 0.0281(4) Uani 1 1 d .
H24 H 0.1763 -0.1958 0.1184 0.034 Uiso 1 1 calc R
C25 C 0.1942(2) -0.16189(8) 0.24371(15) 0.0281(4) Uani 1 1 d .
H25 H 0.2482 -0.1321 0.2519 0.034 Uiso 1 1 calc R
C26 C 0.15692(18) -0.16826(7) 0.31237(14) 0.0242(4) Uani 1 1 d .
O1W O -0.18251(16) -0.29009(6) 0.32534(13) 0.0432(4) Uani 1 1 d .
H1O1 H -0.1088 -0.3055 0.3587 0.065 Uiso 1 1 d R
H2O1 H -0.2218 -0.3062 0.2689 0.065 Uiso 1 1 d R
O2W O -0.42647(14) -0.05569(5) 0.48221(11) 0.0321(3) Uani 1 1 d .
H1O2 H -0.4053 -0.0877 0.5130 0.048 Uiso 1 1 d R
H2O2 H -0.3786 -0.0309 0.5335 0.048 Uiso 1 1 d R
O3W O 0.07458(13) -0.35127(5) 0.42386(11) 0.0299(3) Uani 1 1 d .
H1O3 H 0.1538 -0.3443 0.4562 0.045 Uiso 1 1 d R
H2O3 H 0.0494 -0.3616 0.3668 0.045 Uiso 1 1 d R
O4W O -0.2349(2) 0.03124(7) 0.0829(2) 0.0703(6) Uani 1 1 d .
H1O4 H -0.2333 0.0614 0.1117 0.106 Uiso 1 1 d R
H2O4 H -0.2887 0.0384 0.0155 0.106 Uiso 1 1 d R
O5W O -0.07113(13) -0.39425(5) 0.21785(10) 0.0283(3) Uani 1 1 d .
H1O5 H -0.0284 -0.4066 0.1978 0.043 Uiso 1 1 d R
H2O5 H -0.1445 -0.3801 0.1620 0.043 Uiso 1 1 d R
O6W O 0.29628(14) -0.03852(5) 0.38133(11) 0.0317(3) Uani 1 1 d .
H1O6 H 0.2553 -0.0272 0.3189 0.048 Uiso 1 1 d R
H2O6 H 0.3797 -0.0432 0.4031 0.048 Uiso 1 1 d R
O7W' O 0.4538(13) 0.0229(8) 0.9238(13) 0.107(6) Uani 0.18 1 d P
O7W O 0.5021(10) -0.0337(5) 0.9333(11) 0.134(4) Uani 0.32 1 d P
O8W O 0.13240(13) 0.02378(5) 0.20103(10) 0.0255(3) Uani 1 1 d .
H1O8 H 0.1192 0.0521 0.2283 0.038 Uiso 1 1 d R
H2O8 H 0.1686 0.0392 0.1684 0.038 Uiso 1 1 d R
O9W O 0.09555(13) -0.05677(5) 0.04460(10) 0.0260(3) Uani 1 1 d .
H1O9 H 0.1822 -0.0563 0.0989 0.039 Uiso 1 1 d R
H2O9 H 0.0864 -0.0858 0.0070 0.039 Uiso 1 1 d R
Cl1 Cl -0.34560(5) -0.329536(18) 0.07744(4) 0.03351(13) Uani 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 0.0030 0.0020 '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'
Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0360 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
C16 N1 C13 122.00(13) 3_455 .
C16 N1 C20 113.07(13) 3_455 3_455
C13 N1 C20 124.60(13) . 3_455
C12 N2 C10 111.79(13) . .
C12 N2 C13 122.55(13) . .
C10 N2 C13 123.11(13) . .
C12 N3 C7 120.67(14) . .
C12 N3 C9 111.55(13) . .
C7 N3 C9 121.33(13) . .
C11 N4 C8 123.29(14) . .
C11 N4 C9 112.77(13) . .
C8 N4 C9 123.93(13) . .
C11 N5 C14 123.50(14) . 3_455
C11 N5 C10 112.76(13) . .
C14 N5 C10 123.54(13) 3_455 .
C15 N6 C14 120.44(14) . .
C15 N6 C20 113.18(13) . .
C14 N6 C20 125.36(13) . .
C6 N7 C8 121.01(13) . .
C6 N7 C4 112.00(13) . .
C8 N7 C4 122.87(13) . .
C3 N8 C7 122.47(14) . .
C3 N8 C4 113.06(13) . .
C7 N8 C4 124.40(14) . .
C3 N9 C2 122.30(14) . .
C3 N9 C5 112.29(13) . .
C2 N9 C5 123.46(13) . .
C15 N10 C2 121.02(14) . .
C15 N10 C19 113.00(13) . .
C2 N10 C19 125.77(13) . .
C6 N11 C1 122.26(13) . .
C6 N11 C5 112.87(13) . .
C1 N11 C5 123.23(13) . .
C16 N12 C1 121.29(14) . .
C16 N12 C19 113.41(13) . .
C1 N12 C19 124.20(13) . .
N11 C1 N12 113.92(13) . .
N11 C1 H1A 108.8 . .
N12 C1 H1A 108.8 . .
N11 C1 H1B 108.8 . .
N12 C1 H1B 108.8 . .
H1A C1 H1B 107.7 . .
N9 C2 N10 114.25(13) . .
N9 C2 H2A 108.7 . .
N10 C2 H2A 108.7 . .
N9 C2 H2B 108.7 . .
N10 C2 H2B 108.7 . .
H2A C2 H2B 107.6 . .
O4 C3 N9 126.57(16) . .
O4 C3 N8 125.27(15) . .
N9 C3 N8 108.11(14) . .
N8 C4 N7 114.81(13) . .
N8 C4 C5 102.78(13) . .
N7 C4 C5 103.34(12) . .
N8 C4 H4 111.7 . .
N7 C4 H4 111.7 . .
C5 C4 H4 111.7 . .
N11 C5 N9 114.44(13) . .
N11 C5 C4 103.31(12) . .
N9 C5 C4 103.58(13) . .
N11 C5 H5 111.6 . .
N9 C5 H5 111.6 . .
C4 C5 H5 111.6 . .
O3 C6 N11 126.30(15) . .
O3 C6 N7 125.55(15) . .
N11 C6 N7 108.13(14) . .
N8 C7 N3 113.43(13) . .
N8 C7 H7A 108.9 . .
N3 C7 H7A 108.9 . .
N8 C7 H7B 108.9 . .
N3 C7 H7B 108.9 . .
H7A C7 H7B 107.7 . .
N4 C8 N7 114.15(13) . .
N4 C8 H8A 108.7 . .
N7 C8 H8A 108.7 . .
N4 C8 H8B 108.7 . .
N7 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
N4 C9 N3 115.04(13) . .
N4 C9 C10 102.98(12) . .
N3 C9 C10 103.50(12) . .
N4 C9 H9C 111.6 . .
N3 C9 H9C 111.6 . .
C10 C9 H9C 111.6 . .
N5 C10 N2 114.74(13) . .
N5 C10 C9 103.32(12) . .
N2 C10 C9 103.64(12) . .
N5 C10 H10 111.5 . .
N2 C10 H10 111.5 . .
C9 C10 H10 111.5 . .
O2 C11 N5 126.32(15) . .
O2 C11 N4 125.59(15) . .
N5 C11 N4 108.05(14) . .
O5 C12 N3 125.76(15) . .
O5 C12 N2 125.87(15) . .
N3 C12 N2 108.36(14) . .
N1 C13 N2 114.55(13) . .
N1 C13 H13A 108.6 . .
N2 C13 H13A 108.6 . .
N1 C13 H13B 108.6 . .
N2 C13 H13B 108.6 . .
H13A C13 H13B 107.6 . .
N5 C14 N6 114.77(13) 3_455 .
N5 C14 H14A 108.6 3_455 .
N6 C14 H14A 108.6 . .
N5 C14 H14B 108.6 3_455 .
N6 C14 H14B 108.6 . .
H14A C14 H14B 107.6 . .
O1 C15 N10 126.20(15) . .
O1 C15 N6 125.27(15) . .
N10 C15 N6 108.48(14) . .
O6 C16 N12 125.47(15) . .
O6 C16 N1 125.85(15) . 3_455
N12 C16 N1 108.66(14) . 3_455
C20 C17 H17A 109.5 . .
C20 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C20 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 H18A 109.5 . .
C19 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C19 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N10 C19 N12 112.17(13) . .
N10 C19 C18 111.58(13) . .
N12 C19 C18 112.00(13) . .
N10 C19 C20 102.85(12) . .
N12 C19 C20 102.18(12) . .
C18 C19 C20 115.45(13) . .
N1 C20 N6 112.31(13) 3_455 .
N1 C20 C17 111.63(13) 3_455 .
N6 C20 C17 112.51(14) . .
N1 C20 C19 102.52(12) 3_455 .
N6 C20 C19 102.26(12) . .
C17 C20 C19 114.91(13) . .
C26 O9 H9 109.5 . .
O8 N13 O7 122.56(16) . .
O8 N13 C23 118.54(16) . .
O7 N13 C23 118.90(15) . .
C22 C21 C26 120.35(17) . .
C22 C21 H21 119.8 . .
C26 C21 H21 119.8 . .
C21 C22 C23 118.85(17) . .
C21 C22 H22 120.6 . .
C23 C22 H22 120.6 . .
C22 C23 C24 121.67(17) . .
C22 C23 N13 118.95(17) . .
C24 C23 N13 119.34(16) . .
C25 C24 C23 119.24(17) . .
C25 C24 H24 120.4 . .
C23 C24 H24 120.4 . .
C24 C25 C26 119.96(18) . .
C24 C25 H25 120.0 . .
C26 C25 H25 120.0 . .
O9 C26 C21 117.83(16) . .
O9 C26 C25 122.32(17) . .
C21 C26 C25 119.85(17) . .
H1O1 O1W H2O1 99.4 . .
H1O2 O2W H2O2 107.9 . .
H1O3 O3W H2O3 106.5 . .
H1O4 O4W H2O4 103.2 . .
H1O5 O5W H2O5 105.1 . .
H1O6 O6W H2O6 103.3 . .
H1O8 O8W H2O8 103.1 . .
H1O9 O9W H2O9 104.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C15 1.216(2) .
O2 C11 1.221(2) .
O3 C6 1.216(2) .
O4 C3 1.220(2) .
O5 C12 1.217(2) .
O6 C16 1.231(2) .
N1 C16 1.362(2) 3_455
N1 C13 1.445(2) .
N1 C20 1.461(2) 3_455
N2 C12 1.375(2) .
N2 C10 1.445(2) .
N2 C13 1.447(2) .
N3 C12 1.372(2) .
N3 C7 1.446(2) .
N3 C9 1.450(2) .
N4 C11 1.363(2) .
N4 C8 1.442(2) .
N4 C9 1.447(2) .
N5 C11 1.362(2) .
N5 C14 1.441(2) 3_455
N5 C10 1.442(2) .
N6 C15 1.370(2) .
N6 C14 1.449(2) .
N6 C20 1.463(2) .
N7 C6 1.373(2) .
N7 C8 1.448(2) .
N7 C4 1.453(2) .
N8 C3 1.370(2) .
N8 C7 1.441(2) .
N8 C4 1.449(2) .
N9 C3 1.365(2) .
N9 C2 1.447(2) .
N9 C5 1.454(2) .
N10 C15 1.366(2) .
N10 C2 1.447(2) .
N10 C19 1.459(2) .
N11 C6 1.368(2) .
N11 C1 1.442(2) .
N11 C5 1.442(2) .
N12 C16 1.358(2) .
N12 C1 1.443(2) .
N12 C19 1.461(2) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C4 C5 1.550(2) .
C4 H4 0.9800 .
C5 H5 0.9800 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.547(2) .
C9 H9C 0.9800 .
C10 H10 0.9800 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N5 1.441(2) 3_455
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C16 N1 1.362(2) 3_455
C17 C20 1.519(2) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.520(2) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 C20 1.583(2) .
C20 N1 1.461(2) 3_455
O7 N13 1.232(2) .
O8 N13 1.230(2) .
O9 C26 1.345(2) .
O9 H9 0.8201 .
N13 C23 1.451(2) .
C21 C22 1.375(3) .
C21 C26 1.394(3) .
C21 H21 0.9300 .
C22 C23 1.385(3) .
C22 H22 0.9300 .
C23 C24 1.386(3) .
C24 C25 1.374(3) .
C24 H24 0.9300 .
C25 C26 1.396(3) .
C25 H25 0.9300 .
O1W H1O1 0.7961 .
O1W H2O1 0.8059 .
O2W H1O2 0.8711 .
O2W H2O2 0.8833 .
O3W H1O3 0.7754 .
O3W H2O3 0.7885 .
O4W H1O4 0.8571 .
O4W H2O4 0.8536 .
O5W H1O5 0.8024 .
O5W H2O5 0.8492 .
O6W H1O6 0.8286 .
O6W H2O6 0.8449 .
O7W' O7W 1.47(2) .
O8W H1O8 0.8760 .
O8W H2O8 0.9247 .
O9W H1O9 0.8521 .
O9W H2O9 0.8848 .
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
O4W H1O4 O1 0.86 2.13 2.982(2) 178.0 3_455
O4W H2O4 O7W' 0.85 2.52 2.977(13) 114.7 1_454
O8W H1O8 O5W 0.88 1.83 2.6981(18) 172.0 2
O8W H2O8 O6 0.92 1.98 2.9024(18) 176.5 3
O9W H1O9 O5 0.85 2.00 2.8384(19) 168.3 1_655
O9W H2O9 O3W 0.88 1.96 2.8453(19) 176.9 4
O9 H9 O6W 0.82 1.84 2.6298(19) 162.8 .
O1W H1O1 O3W 0.80 2.10 2.885(2) 171.2 .
O1W H2O1 Cl1 0.81 2.46 3.246(2) 163.9 .
O2W H1O2 Cl1 0.87 2.18 3.0465(15) 173.1 4_556
O2W H2O2 O6W 0.88 2.01 2.872(2) 165.6 3_556
O3W H1O3 O4 0.78 2.05 2.782(2) 157.8 4_656
O3W H2O3 O5W 0.79 2.01 2.770(2) 161.1 .
O5W H1O5 O2 0.80 2.08 2.8186(18) 152.8 2_545
O5W H2O5 Cl1 0.85 2.28 3.0593(15) 152.3 .
O6W H1O6 O8W 0.83 1.95 2.718(2) 152.8 .
O6W H2O6 O2W 0.84 1.88 2.705(2) 166.8 1_655
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
C6 N11 C1 N12 -109.10(17) . .
C5 N11 C1 N12 86.53(18) . .
C16 N12 C1 N11 107.68(16) . .
C19 N12 C1 N11 -85.11(18) . .
C3 N9 C2 N10 115.61(17) . .
C5 N9 C2 N10 -81.52(19) . .
C15 N10 C2 N9 -99.98(17) . .
C19 N10 C2 N9 85.59(19) . .
C2 N9 C3 O4 -9.7(3) . .
C5 N9 C3 O4 -174.32(16) . .
C2 N9 C3 N8 167.85(14) . .
C5 N9 C3 N8 3.25(18) . .
C7 N8 C3 O4 -6.0(3) . .
C4 N8 C3 O4 177.06(16) . .
C7 N8 C3 N9 176.36(14) . .
C4 N8 C3 N9 -0.55(18) . .
C3 N8 C4 N7 109.36(15) . .
C7 N8 C4 N7 -67.49(19) . .
C3 N8 C4 C5 -2.08(17) . .
C7 N8 C4 C5 -178.92(14) . .
C6 N7 C4 N8 -117.05(15) . .
C8 N7 C4 N8 85.65(18) . .
C6 N7 C4 C5 -5.95(17) . .
C8 N7 C4 C5 -163.25(13) . .
C6 N11 C5 N9 111.60(15) . .
C1 N11 C5 N9 -82.72(18) . .
C6 N11 C5 C4 -0.27(17) . .
C1 N11 C5 C4 165.41(14) . .
C3 N9 C5 N11 -116.09(15) . .
C2 N9 C5 N11 79.52(19) . .
C3 N9 C5 C4 -4.38(17) . .
C2 N9 C5 C4 -168.77(14) . .
N8 C4 C5 N11 123.32(13) . .
N7 C4 C5 N11 3.58(15) . .
N8 C4 C5 N9 3.68(15) . .
N7 C4 C5 N9 -116.06(13) . .
C1 N11 C6 O3 9.1(2) . .
C5 N11 C6 O3 174.98(15) . .
C1 N11 C6 N7 -169.27(14) . .
C5 N11 C6 N7 -3.43(18) . .
C8 N7 C6 O3 -14.6(2) . .
C4 N7 C6 O3 -172.41(15) . .
C8 N7 C6 N11 163.80(14) . .
C4 N7 C6 N11 6.02(18) . .
C3 N8 C7 N3 -99.94(18) . .
C4 N8 C7 N3 76.63(19) . .
C12 N3 C7 N8 114.05(17) . .
C9 N3 C7 N8 -96.53(18) . .
C11 N4 C8 N7 -103.21(18) . .
C9 N4 C8 N7 75.21(19) . .
C6 N7 C8 N4 109.81(16) . .
C4 N7 C8 N4 -94.87(18) . .
C11 N4 C9 N3 110.24(16) . .
C8 N4 C9 N3 -68.3(2) . .
C11 N4 C9 C10 -1.60(17) . .
C8 N4 C9 C10 179.83(13) . .
C12 N3 C9 N4 -120.29(15) . .
C7 N3 C9 N4 87.78(18) . .
C12 N3 C9 C10 -8.75(17) . .
C7 N3 C9 C10 -160.68(13) . .
C11 N5 C10 N2 -115.66(15) . .
C14 N5 C10 N2 69.3(2) 3_455 .
C11 N5 C10 C9 -3.57(17) . .
C14 N5 C10 C9 -178.63(14) 3_455 .
C12 N2 C10 N5 115.78(15) . .
C13 N2 C10 N5 -81.95(18) . .
C12 N2 C10 C9 3.88(17) . .
C13 N2 C10 C9 166.16(13) . .
N4 C9 C10 N5 2.94(15) . .
N3 C9 C10 N5 -117.19(13) . .
N4 C9 C10 N2 122.95(13) . .
N3 C9 C10 N2 2.81(15) . .
C14 N5 C11 O2 0.2(3) 3_455 .
C10 N5 C11 O2 -174.87(16) . .
C14 N5 C11 N4 177.78(14) 3_455 .
C10 N5 C11 N4 2.71(18) . .
C8 N4 C11 O2 -4.3(3) . .
C9 N4 C11 O2 177.08(15) . .
C8 N4 C11 N5 178.05(14) . .
C9 N4 C11 N5 -0.53(18) . .
C7 N3 C12 O5 -15.0(2) . .
C9 N3 C12 O5 -167.19(16) . .
C7 N3 C12 N2 163.68(14) . .
C9 N3 C12 N2 11.54(18) . .
C10 N2 C12 O5 169.21(16) . .
C13 N2 C12 O5 6.8(3) . .
C10 N2 C12 N3 -9.52(18) . .
C13 N2 C12 N3 -171.91(14) . .
C16 N1 C13 N2 90.84(18) 3_455 .
C20 N1 C13 N2 -82.09(19) 3_455 .
C12 N2 C13 N1 -104.83(17) . .
C10 N2 C13 N1 94.76(18) . .
C15 N6 C14 N5 97.46(17) . 3_455
C20 N6 C14 N5 -94.83(18) . 3_455
C2 N10 C15 O1 6.4(2) . .
C19 N10 C15 O1 -178.51(15) . .
C2 N10 C15 N6 -171.11(13) . .
C19 N10 C15 N6 3.99(18) . .
C14 N6 C15 O1 -9.5(2) . .
C20 N6 C15 O1 -178.65(15) . .
C14 N6 C15 N10 167.99(13) . .
C20 N6 C15 N10 -1.12(18) . .
C1 N12 C16 O6 -8.6(2) . .
C19 N12 C16 O6 -177.10(15) . .
C1 N12 C16 N1 169.91(13) . 3_455
C19 N12 C16 N1 1.42(18) . 3_455
C15 N10 C19 N12 104.17(15) . .
C2 N10 C19 N12 -81.01(18) . .
C15 N10 C19 C18 -129.24(15) . .
C2 N10 C19 C18 45.6(2) . .
C15 N10 C19 C20 -4.90(17) . .
C2 N10 C19 C20 169.93(14) . .
C16 N12 C19 N10 -112.89(15) . .
C1 N12 C19 N10 79.01(18) . .
C16 N12 C19 C18 120.74(15) . .
C1 N12 C19 C18 -47.4(2) . .
C16 N12 C19 C20 -3.41(16) . .
C1 N12 C19 C20 -171.51(13) . .
C15 N6 C20 N1 -111.03(15) . 3_455
C14 N6 C20 N1 80.49(19) . 3_455
C15 N6 C20 C17 122.01(15) . .
C14 N6 C20 C17 -46.5(2) . .
C15 N6 C20 C19 -1.82(17) . .
C14 N6 C20 C19 -170.30(14) . .
N10 C19 C20 N1 120.30(13) . 3_455
N12 C19 C20 N1 3.87(14) . 3_455
C18 C19 C20 N1 -117.95(14) . 3_455
N10 C19 C20 N6 3.80(15) . .
N12 C19 C20 N6 -112.63(13) . .
C18 C19 C20 N6 125.55(14) . .
N10 C19 C20 C17 -118.41(14) . .
N12 C19 C20 C17 125.16(14) . .
C18 C19 C20 C17 3.3(2) . .
C26 C21 C22 C23 1.2(3) . .
C21 C22 C23 C24 1.3(3) . .
C21 C22 C23 N13 -176.50(16) . .
O8 N13 C23 C22 -167.97(16) . .
O7 N13 C23 C22 11.4(2) . .
O8 N13 C23 C24 14.2(2) . .
O7 N13 C23 C24 -166.39(16) . .
C22 C23 C24 C25 -2.1(3) . .
N13 C23 C24 C25 175.64(16) . .
C23 C24 C25 C26 0.5(3) . .
C22 C21 C26 O9 176.66(16) . .
C22 C21 C26 C25 -2.8(3) . .
C24 C25 C26 O9 -177.50(17) . .
C24 C25 C26 C21 2.0(3) . .
