#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:19:54 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180178 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/74/7107466.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_7107466
loop_
_publ_author_name
'Nan Zhao'
'Gareth O. Lloyd'
'Oren A. Scherman'
_publ_section_title
;
 Monofunctionalised cucurbit[6]uril synthesis using imidazolium host-guest
 complexation
;
_journal_name_full               Chem.Commun.
_journal_page_first              3070
_journal_paper_doi               10.1039/c2cc17433b
_journal_volume                  48
_journal_year                    2012
_chemical_formula_moiety         'C36 H38 N24 Na4 O14, 2(O4 S), 22(H2 O)'
_chemical_formula_sum            'C36 H82 N24 Na4 O44 S2'
_chemical_formula_weight         1711.34
_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                 102.9830(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.5406(2)
_cell_length_b                   14.3352(3)
_cell_length_c                   19.3242(5)
_cell_measurement_reflns_used    12792
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     3385.14(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21577
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.54
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from
symmetry-related measurements Sortav (Blessing 1995)
;
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.985
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     562
_refine_ls_number_reflns         5929
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      2.825
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0908
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1802P)²+4.8541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2671
_refine_ls_wR_factor_ref         0.2815
_reflns_number_gt                4234
_reflns_number_total             5932
_reflns_threshold_expression     >2sigma(I
_cod_data_source_file            c2cc17433b.txt
_cod_data_source_block           CB6-OH
_cod_original_cell_volume        3385.14(12)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7107466
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
S1 S 0.9704(3) 0.0984(3) 0.3674(2) 0.0528(11) Uani 1 1 d . . .
Na1 Na 0.8387(9) 0.2716(6) 0.5683(4) 0.100(3) Uani 1 1 d D . .
Na2 Na 0.4755(6) 0.8516(7) 0.4598(4) 0.093(3) Uani 1 1 d D . .
O1 O 0.7708(7) 0.3559(6) 0.6530(5) 0.046(2) Uani 1 1 d . . .
O2 O 0.8769(7) 0.4176(7) 0.5219(5) 0.047(2) Uani 1 1 d . . .
O3 O 0.6935(8) 0.3791(7) 0.3505(5) 0.055(3) Uani 1 1 d . . .
O4 O 0.5610(8) 0.7317(6) 0.6779(5) 0.047(2) Uani 1 1 d . . .
O5 O 0.6504(7) 0.7926(7) 0.5268(5) 0.048(2) Uani 1 1 d . . .
O6 O 0.4910(7) 0.7581(6) 0.3678(5) 0.043(2) Uani 1 1 d . . .
O7 O 0.8660(9) 0.6161(6) 0.7852(5) 0.058(5) Uani 0.50 1 d P A 1
H7 H 0.9190 0.5788 0.7946 0.069 Uiso 0.50 1 calc PR A 1
H16A H 0.3682 0.8077 0.5678 0.087 Uiso 1 1 d RD . .
H15B H 0.7478 0.2893 0.4123 0.087 Uiso 1 1 d RD . .
H15A H 0.8041 0.1924 0.4195 0.087 Uiso 1 1 d RD . .
H16B H 0.4733 0.7978 0.6069 0.087 Uiso 1 1 d RD . .
H12C H 1.0094 0.3084 0.7248 0.087 Uiso 1 1 d RD . .
H12D H 1.0653 0.2329 0.6937 0.087 Uiso 1 1 d RD . .
O8 O 1.0022(12) 0.0061(10) 0.3488(9) 0.073(5) Uani 0.84(3) 1 d P B 1
O9 O 0.8587(10) 0.0938(10) 0.3807(8) 0.063(5) Uani 0.84(3) 1 d P B 1
O10 O 0.9672(13) 0.1627(12) 0.3081(8) 0.077(5) Uani 0.84(3) 1 d PD B 1
O11 O 1.0453(10) 0.1326(8) 0.4309(7) 0.073(3) Uani 1 1 d . B .
O12 O 1.0347(13) 0.2937(7) 0.6830(6) 0.094(5) Uani 1 1 d D . .
O13 O 0.9883(11) 0.1595(9) 0.5638(5) 0.100(5) Uani 1 1 d D . .
O14 O 0.2780(15) 0.8590(16) 0.4152(10) 0.137(8) Uani 1 1 d D . .
O15 O 0.7699(10) 0.2376(7) 0.4435(5) 0.073(3) Uani 1 1 d D . .
O16 O 0.4368(9) 0.8364(9) 0.5691(7) 0.081(4) Uani 1 1 d D . .
O17 O 0.5828(13) 0.9713(8) 0.4334(8) 0.086(4) Uani 1 1 d D . .
O18 O 0.361(3) 1.031(2) 0.3840(14) 0.183(11) Uani 1 1 d D C 2
O19 O 0.876(2) 0.324(2) 0.2951(16) 0.068(9) Uani 0.51(5) 1 d PD D 1
O20 O 1.1873(15) -0.0100(17) 0.2883(10) 0.123(7) Uani 1 1 d D . .
O21 O 0.8006(12) 0.9893(12) 0.4912(9) 0.101(5) Uani 1 1 d D . .
H17B H 0.657(6) 0.980(14) 0.458(11) 0.152 Uiso 1 1 d D . .
H17A H 0.543(16) 1.027(8) 0.419(15) 0.152 Uiso 1 1 d D . .
H18B H 0.369(17) 1.030(17) 0.4341(17) 0.152 Uiso 1 1 d D . .
H18A H 0.287(6) 1.037(17) 0.358(9) 0.152 Uiso 1 1 d D . .
H21A H 0.841(19) 0.934(11) 0.506(13) 0.152 Uiso 1 1 d D . .
H21B H 0.81(2) 1.013(17) 0.447(8) 0.152 Uiso 1 1 d D . .
N1 N 0.8146(8) 0.5083(7) 0.6858(6) 0.038(2) Uani 1 1 d . A .
N2 N 0.8933(8) 0.5547(8) 0.5862(6) 0.041(3) Uani 1 1 d . . .
N3 N 0.8522(8) 0.5630(8) 0.4689(6) 0.041(3) Uani 1 1 d . . .
N4 N 0.7286(8) 0.5375(8) 0.3541(5) 0.040(3) Uani 1 1 d . . .
N5 N 0.5789(8) 0.4845(7) 0.2823(6) 0.039(2) Uani 1 1 d . . .
N6 N 0.5981(8) 0.5919(7) 0.7373(6) 0.040(2) Uani 1 1 d . . .
N7 N 0.7291(9) 0.6595(7) 0.6948(5) 0.040(2) Uani 1 1 d . A .
N8 N 0.7877(8) 0.6986(8) 0.5871(5) 0.040(2) Uani 1 1 d . . .
N9 N 0.7687(8) 0.7166(8) 0.4709(5) 0.040(3) Uani 1 1 d . . .
N10 N 0.6529(8) 0.6939(8) 0.3523(5) 0.040(2) Uani 1 1 d . . .
N11 N 0.4968(8) 0.6356(7) 0.2926(5) 0.036(2) Uani 1 1 d . . .
N12 N 0.6807(8) 0.4402(7) 0.7247(5) 0.036(2) Uani 1 1 d . . .
C1 C 0.7571(9) 0.4276(9) 0.6844(6) 0.037(3) Uani 1 1 d . . .
H19A H 0.838(15) 0.314(10) 0.332(8) 0.055 Uiso 0.51(5) 1 d PD D 1
H19B H 0.92(2) 0.272(9) 0.286(10) 0.055 Uiso 0.51(5) 1 d PD D 1
H20A H 1.142(8) 0.043(4) 0.289(9) 0.055 Uiso 1 1 d D . .
H20B H 1.149(8) -0.068(4) 0.282(9) 0.055 Uiso 1 1 d D . .
H14A H 0.312(7) 0.900(6) 0.388(6) 0.055 Uiso 1 1 d D . .
H14B H 0.308(4) 0.7977(19) 0.421(6) 0.055 Uiso 1 1 d D . .
C2 C 0.9113(10) 0.5142(10) 0.6564(7) 0.042(3) Uani 1 1 d . . .
H1A H 0.9673 0.5516 0.6890 0.050 Uiso 1 1 calc R . .
H2B H 0.9413 0.4505 0.6546 0.050 Uiso 1 1 calc R . .
C3 C 0.8723(9) 0.5033(10) 0.5249(7) 0.039(3) Uani 1 1 d . . .
C4 C 0.8409(10) 0.5320(10) 0.3969(7) 0.042(3) Uani 1 1 d . . .
H4B H 0.8665 0.4666 0.3973 0.051 Uiso 1 1 calc R . .
H4A H 0.8889 0.5705 0.3740 0.051 Uiso 1 1 calc R . .
C5 C 0.6687(11) 0.4591(10) 0.3312(7) 0.042(3) Uani 1 1 d . . .
C6 C 0.5043(11) 0.4180(9) 0.2413(7) 0.040(3) Uani 1 1 d . . .
H6B H 0.5408 0.3564 0.2449 0.048 Uiso 1 1 calc R . .
H6A H 0.4887 0.4372 0.1908 0.048 Uiso 1 1 calc R . .
C7 C 0.6231(11) 0.6661(9) 0.6999(6) 0.039(3) Uani 1 1 d . . .
C8 C 0.7823(11) 0.7273(9) 0.6582(7) 0.043(3) Uani 1 1 d . . .
H8B H 0.8576 0.7382 0.6864 0.051 Uiso 1 1 calc R . .
H8A H 0.7421 0.7872 0.6553 0.051 Uiso 1 1 calc R . .
C9 C 0.7271(10) 0.7408(9) 0.5280(6) 0.038(3) Uani 1 1 d . . .
C10 C 0.7270(10) 0.7543(9) 0.3998(7) 0.042(3) Uani 1 1 d . . .
H10A H 0.6891 0.8138 0.4040 0.050 Uiso 1 1 calc R . .
H10B H 0.7900 0.7684 0.3785 0.050 Uiso 1 1 calc R . .
C11 C 0.5413(9) 0.7005(9) 0.3404(6) 0.034(3) Uani 1 1 d . . .
C12 C 0.3803(10) 0.6368(9) 0.2560(7) 0.039(3) Uani 1 1 d . . .
H12A H 0.3471 0.6959 0.2674 0.046 Uiso 1 1 calc R . .
H12B H 0.3745 0.6353 0.2041 0.046 Uiso 1 1 calc R . .
C13 C 0.6916(10) 0.5291(9) 0.7596(6) 0.039(3) Uani 1 1 d . A .
H13 H 0.7121 0.5222 0.8125 0.046 Uiso 1 1 calc R . .
C14 C 0.7831(11) 0.5785(9) 0.7312(6) 0.040(3) Uani 1 1 d . . .
H14 H 0.8459 0.5965 0.7706 0.048 Uiso 0.50 1 calc PR A 2
C15 C 0.8858(9) 0.6535(9) 0.5723(7) 0.040(3) Uani 1 1 d . . .
H15 H 0.9544 0.6868 0.5961 0.048 Uiso 1 1 calc R . .
C16 C 0.8658(10) 0.6590(9) 0.4909(7) 0.041(3) Uani 1 1 d . . .
H16 H 0.9294 0.6880 0.4757 0.050 Uiso 1 1 calc R . .
C17 C 0.6872(10) 0.6192(9) 0.3133(6) 0.038(3) Uani 1 1 d . . .
H17 H 0.7389 0.6414 0.2843 0.045 Uiso 1 1 calc R . .
C18 C 0.5746(9) 0.5852(8) 0.2645(5) 0.038(3) Uani 1 1 d . . .
H18 H 0.5690 0.5975 0.2129 0.045 Uiso 1 1 calc R . .
H13B H 1.0227 0.1252 0.5323 0.057 Uiso 1 1 d RD . .
H13A H 1.0138 0.1450 0.6132 0.057 Uiso 1 1 d RD . .
H19C H 0.8213 0.3425 0.3032 0.057 Uiso 0.49(5) 1 d PRD D 2
H19D H 0.8891 0.2858 0.2563 0.057 Uiso 0.49(5) 1 d PRD D 2
O19E O 0.8258(19) 0.322(2) 0.2572(7) 0.098(14) Uani 0.49(5) 1 d PD D 2
O8A O 0.926(7) 0.008(5) 0.382(4) 0.07(2) Uani 0.16(3) 1 d PU B 2
O9A O 0.888(7) 0.158(7) 0.347(5) 0.09(3) Uani 0.16(3) 1 d PU B 2
O10A O 1.026(9) 0.093(8) 0.313(5) 0.10(3) Uani 0.16(3) 1 d PU B 2
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O9A S1 O10A 108(6) . .
O9A S1 O8 138(5) . .
O10A S1 O8 63(5) . .
O9A S1 O11 110(4) . .
O10A S1 O11 108(4) . .
O8 S1 O11 110.8(8) . .
O9A S1 O8A 109(6) . .
O10A S1 O8A 112(6) . .
O8 S1 O8A 51(3) . .
O11 S1 O8A 110(3) . .
O9A S1 O10 59(4) . .
O10A S1 O10 51(5) . .
O8 S1 O10 110.0(10) . .
O11 S1 O10 110.3(9) . .
O8A S1 O10 140(3) . .
O9A S1 O9 51(4) . .
O10A S1 O9 142(4) . .
O8 S1 O9 109.0(9) . .
O11 S1 O9 108.9(8) . .
O8A S1 O9 61(3) . .
O10 S1 O9 107.7(9) . .
O1 Na1 O2 86.8(4) . .
O1 Na1 O15 134.1(6) . .
O2 Na1 O15 81.8(4) . .
O1 Na1 O14 88.9(6) . 3_666
O2 Na1 O14 154.9(7) . 3_666
O15 Na1 O14 83.5(6) . 3_666
O1 Na1 O13 138.9(5) . .
O2 Na1 O13 109.8(5) . .
O15 Na1 O13 86.4(4) . .
O14 Na1 O13 89.3(6) 3_666 .
O1 Na1 O12 77.9(4) . .
O2 Na1 O12 89.1(4) . .
O15 Na1 O12 145.6(5) . .
O14 Na1 O12 114.1(5) 3_666 .
O13 Na1 O12 65.5(4) . .
O6 Na2 O16 137.9(6) . .
O6 Na2 O17 96.3(5) . .
O16 Na2 O17 122.1(6) . .
O6 Na2 O14 90.4(7) . .
O16 Na2 O14 85.5(6) . .
O17 Na2 O14 119.2(7) . .
O6 Na2 O5 89.2(4) . .
O16 Na2 O5 80.1(4) . .
O17 Na2 O5 82.8(5) . .
O14 Na2 O5 157.9(7) . .
C1 O1 Na1 153.1(9) . .
C3 O2 Na1 148.0(9) . .
C9 O5 Na2 147.1(9) . .
C11 O6 Na2 151.3(8) . .
C14 O7 H7 109.5 . .
Na1 O12 H12C 106.3 . .
Na1 O12 H12D 107.0 . .
H12C O12 H12D 102.2 . .
Na1 O13 H13B 143.7 . .
Na1 O13 H13A 101.0 . .
H13B O13 H13A 115.1 . .
Na2 O14 Na1 120.8(8) . 3_666
Na2 O14 H14A 71(6) . .
Na1 O14 H14A 155(8) 3_666 .
Na2 O14 H14B 65(3) . .
Na1 O14 H14B 61(4) 3_666 .
H14A O14 H14B 115(7) . .
Na1 O15 H15B 117.4 . .
Na1 O15 H15A 121.5 . .
H15B O15 H15A 108.6 . .
Na2 O16 H16A 113.4 . .
Na2 O16 H16B 127.0 . .
H16A O16 H16B 92.6 . .
Na2 O17 H17B 123(10) . .
Na2 O17 H17A 114(10) . .
H17B O17 H17A 115(18) . .
H18B O18 H18A 114(17) . .
H19A O19 H19B 114.4(10) . .
H19A O19 H19C 45.2 . .
H19B O19 H19C 149 . .
H19C O19 H19D 130.4 . .
H20A O20 H20B 114(9) . .
H21A O21 H21B 114(19) . .
C1 N1 C14 112.8(10) . .
C1 N1 C2 121.8(11) . .
C14 N1 C2 124.3(11) . .
C3 N2 C15 112.1(10) . .
C3 N2 C2 123.7(11) . .
C15 N2 C2 124.0(11) . .
C3 N3 C4 122.6(12) . .
C3 N3 C16 112.3(11) . .
C4 N3 C16 124.0(11) . .
C5 N4 C17 112.7(10) . .
C5 N4 C4 121.8(11) . .
C17 N4 C4 122.2(11) . .
C5 N5 C6 123.0(11) . .
C5 N5 C18 114.0(10) . .
C6 N5 C18 122.1(10) . .
C7 N6 C6 123.7(11) . 3_666
C7 N6 C13 111.9(10) . .
C6 N6 C13 124.0(10) 3_666 .
C7 N7 C14 112.3(10) . .
C7 N7 C8 123.7(11) . .
C14 N7 C8 124.0(11) . .
C9 N8 C8 122.1(11) . .
C9 N8 C15 111.4(10) . .
C8 N8 C15 121.8(10) . .
C9 N9 C16 112.3(10) . .
C9 N9 C10 123.1(11) . .
C16 N9 C10 124.2(11) . .
C11 N10 C17 112.4(10) . .
C11 N10 C10 123.7(11) . .
C17 N10 C10 123.9(10) . .
C11 N11 C18 113.7(10) . .
C11 N11 C12 122.5(10) . .
C18 N11 C12 121.1(10) . .
C1 N12 C13 112.3(10) . .
C1 N12 C12 121.6(11) . 3_666
C13 N12 C12 124.0(10) . 3_666
O1 C1 N1 126.2(11) . .
O1 C1 N12 125.7(11) . .
N1 C1 N12 108.1(11) . .
N2 C2 N1 115.0(10) . .
N2 C2 H1A 108.5 . .
N1 C2 H1A 108.5 . .
N2 C2 H2B 108.5 . .
N1 C2 H2B 108.5 . .
H1A C2 H2B 107.5 . .
O2 C3 N3 126.4(12) . .
O2 C3 N2 125.1(12) . .
N3 C3 N2 108.4(12) . .
N3 C4 N4 113.7(10) . .
N3 C4 H4B 108.8 . .
N4 C4 H4B 108.8 . .
N3 C4 H4A 108.8 . .
N4 C4 H4A 108.8 . .
H4B C4 H4A 107.7 . .
O3 C5 N5 125.6(13) . .
O3 C5 N4 125.9(12) . .
N5 C5 N4 108.4(11) . .
N5 C6 N6 114.7(10) . 3_666
N5 C6 H6B 108.6 . .
N6 C6 H6B 108.6 3_666 .
N5 C6 H6A 108.6 . .
N6 C6 H6A 108.6 3_666 .
H6B C6 H6A 107.6 . .
O4 C7 N7 125.4(12) . .
O4 C7 N6 125.2(12) . .
N7 C7 N6 109.3(11) . .
N7 C8 N8 113.3(10) . .
N7 C8 H8B 108.9 . .
N8 C8 H8B 108.9 . .
N7 C8 H8A 108.9 . .
N8 C8 H8A 108.9 . .
H8B C8 H8A 107.7 . .
O5 C9 N8 125.4(12) . .
O5 C9 N9 125.8(11) . .
N8 C9 N9 108.8(11) . .
N10 C10 N9 115.0(10) . .
N10 C10 H10A 108.5 . .
N9 C10 H10A 108.5 . .
N10 C10 H10B 108.5 . .
N9 C10 H10B 108.5 . .
H10A C10 H10B 107.5 . .
O6 C11 N11 126.1(11) . .
O6 C11 N10 125.3(11) . .
N11 C11 N10 108.6(11) . .
N12 C12 N11 113.2(10) 3_666 .
N12 C12 H12A 108.9 3_666 .
N11 C12 H12A 108.9 . .
N12 C12 H12B 108.9 3_666 .
N11 C12 H12B 108.9 . .
H12A C12 H12B 107.7 . .
N12 C13 N6 115.0(10) . .
N12 C13 C14 103.7(10) . .
N6 C13 C14 102.8(10) . .
N12 C13 H13 111.6 . .
N6 C13 H13 111.6 . .
C14 C13 H13 111.6 . .
O7 C14 N7 104.0(10) . .
O7 C14 N1 117.4(10) . .
N7 C14 N1 115.2(10) . .
O7 C14 C13 113.2(10) . .
N7 C14 C13 103.7(10) . .
N1 C14 C13 102.9(10) . .
N7 C14 H14 111.5 . .
N1 C14 H14 111.5 . .
C13 C14 H14 111.5 . .
N2 C15 N8 114.7(10) . .
N2 C15 C16 103.2(11) . .
N8 C15 C16 103.0(9) . .
N2 C15 H15 111.8 . .
N8 C15 H15 111.8 . .
C16 C15 H15 111.8 . .
N3 C16 N9 115.4(10) . .
N3 C16 C15 103.5(10) . .
N9 C16 C15 103.5(10) . .
N3 C16 H16 111.3 . .
N9 C16 H16 111.3 . .
C15 C16 H16 111.3 . .
N10 C17 N4 115.8(10) . .
N10 C17 C18 102.1(9) . .
N4 C17 C18 103.8(10) . .
N10 C17 H17 111.5 . .
N4 C17 H17 111.5 . .
C18 C17 H17 111.5 . .
N11 C18 N5 113.6(9) . .
N11 C18 C17 102.3(9) . .
N5 C18 C17 100.4(8) . .
N11 C18 H18 113.1 . .
N5 C18 H18 113.1 . .
C17 C18 H18 113.1 . .
H19A O19E H19B 70(6) . .
H19C O19E H19D 114.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O9A 1.33(8) .
S1 O10A 1.38(10) .
S1 O8 1.450(15) .
S1 O11 1.454(12) .
S1 O8A 1.46(7) .
S1 O10 1.463(16) .
S1 O9 1.482(14) .
Na1 O1 2.344(11) .
Na1 O2 2.367(13) .
Na1 O15 2.422(14) .
Na1 O14 2.44(2) 3_666
Na1 O13 2.487(14) .
Na1 O12 2.93(2) .
Na2 O6 2.268(12) .
Na2 O16 2.283(14) .
Na2 O17 2.306(17) .
Na2 O14 2.43(2) .
Na2 O5 2.435(12) .
Na2 H14A 2.30(10) .
Na2 H14B 2.20(5) .
O1 C1 1.225(15) .
O2 C3 1.232(17) .
O3 C5 1.223(16) .
O4 C7 1.235(15) .
O5 C9 1.212(15) .
O6 C11 1.230(15) .
O7 C14 1.405(17) .
O7 H7 0.8400 .
O12 H12C 0.9564 .
O12 H12D 0.9562 .
O13 H13B 0.9571 .
O13 H13A 0.9594 .
O14 Na1 2.44(2) 3_666
O14 H14A 0.949(6) .
O14 H14B 0.955(6) .
O15 H15B 0.9555 .
O15 H15A 0.9532 .
O16 H16A 0.9480 .
O16 H16B 0.9469 .
O17 H17B 0.951(6) .
O17 H17A 0.950(6) .
O18 H18B 0.950(6) .
O18 H18A 0.950(6) .
O19 H19A 0.950(6) .
O19 H19B 0.950(6) .
O20 H20A 0.950(6) .
O20 H20B 0.950(6) .
O21 H21A 0.950(6) .
O21 H21B 0.950(6) .
N1 C1 1.360(17) .
N1 C14 1.446(17) .
N1 C2 1.453(16) .
N2 C3 1.369(17) .
N2 C15 1.442(17) .
N2 C2 1.445(17) .
N3 C3 1.358(17) .
N3 C4 1.438(17) .
N3 C16 1.439(18) .
N4 C5 1.369(18) .
N4 C17 1.442(17) .
N4 C4 1.467(16) .
N5 C5 1.347(17) .
N5 C6 1.441(17) .
N5 C18 1.483(16) .
N6 C7 1.360(17) .
N6 C6 1.442(17) 3_666
N6 C13 1.464(16) .
N7 C7 1.359(17) .
N7 C14 1.445(16) .
N7 C8 1.450(17) .
N8 C9 1.363(16) .
N8 C8 1.451(17) .
N8 C15 1.473(17) .
N9 C9 1.366(17) .
N9 C16 1.451(16) .
N9 C10 1.460(16) .
N10 C11 1.370(16) .
N10 C17 1.430(17) .
N10 C10 1.439(17) .
N11 C11 1.340(16) .
N11 C18 1.416(14) .
N11 C12 1.474(16) .
N12 C1 1.374(16) .
N12 C13 1.435(16) .
N12 C12 1.440(16) 3_666
C2 H1A 0.9900 .
C2 H2B 0.9900 .
C4 H4B 0.9900 .
C4 H4A 0.9900 .
C6 N6 1.442(17) 3_666
C6 H6B 0.9900 .
C6 H6A 0.9900 .
C8 H8B 0.9900 .
C8 H8A 0.9900 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C12 N12 1.440(16) 3_666
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.550(19) .
C13 H13 1.0000 .
C14 H14 1.0000 .
C15 C16 1.539(18) .
C15 H15 1.0000 .
C16 H16 1.0000 .
C17 C18 1.588(17) .
C17 H17 1.0000 .
C18 H18 1.0000 .
O19E H19C 0.9504 .
O19E H19D 0.9494 .
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
O2 Na1 O1 C1 -12(2) . .
O15 Na1 O1 C1 -87(2) . .
O14 Na1 O1 C1 -166.9(19) 3_666 .
O13 Na1 O1 C1 105(2) . .
O12 Na1 O1 C1 78.2(19) . .
O1 Na1 O2 C3 -2.3(17) . .
O15 Na1 O2 C3 133.1(16) . .
O14 Na1 O2 C3 78(2) 3_666 .
O13 Na1 O2 C3 -143.8(15) . .
O12 Na1 O2 C3 -80.3(16) . .
O6 Na2 O5 C9 -0.4(17) . .
O16 Na2 O5 C9 138.7(17) . .
O17 Na2 O5 C9 -96.9(17) . .
O14 Na2 O5 C9 89(2) . .
O16 Na2 O6 C11 -75.6(19) . .
O17 Na2 O6 C11 81.2(18) . .
O14 Na2 O6 C11 -159.4(18) . .
O5 Na2 O6 C11 -1.5(18) . .
O6 Na2 O14 Na1 76.9(10) . 3_666
O16 Na2 O14 Na1 -61.2(10) . 3_666
O17 Na2 O14 Na1 174.3(8) . 3_666
O5 Na2 O14 Na1 -12(3) . 3_666
Na1 O1 C1 N1 -17(3) . .
Na1 O1 C1 N12 163.0(14) . .
C14 N1 C1 O1 -176.5(12) . .
C2 N1 C1 O1 -8.3(19) . .
C14 N1 C1 N12 3.4(13) . .
C2 N1 C1 N12 171.5(10) . .
C13 N12 C1 O1 174.8(12) . .
C12 N12 C1 O1 10.8(19) 3_666 .
C13 N12 C1 N1 -5.0(13) . .
C12 N12 C1 N1 -169.0(10) 3_666 .
C3 N2 C2 N1 -94.5(15) . .
C15 N2 C2 N1 79.9(15) . .
C1 N1 C2 N2 99.8(14) . .
C14 N1 C2 N2 -93.5(14) . .
Na1 O2 C3 N3 -142.5(13) . .
Na1 O2 C3 N2 42(2) . .
C4 N3 C3 O2 -4.6(19) . .
C16 N3 C3 O2 -172.8(11) . .
C4 N3 C3 N2 171.9(10) . .
C16 N3 C3 N2 3.7(13) . .
C15 N2 C3 O2 177.5(11) . .
C2 N2 C3 O2 -7.6(19) . .
C15 N2 C3 N3 0.9(13) . .
C2 N2 C3 N3 175.9(10) . .
C3 N3 C4 N4 108.8(13) . .
C16 N3 C4 N4 -84.4(15) . .
C5 N4 C4 N3 -111.3(14) . .
C17 N4 C4 N3 90.7(14) . .
C6 N5 C5 O3 -6(2) . .
C18 N5 C5 O3 -174.7(12) . .
C6 N5 C5 N4 172.7(11) . .
C18 N5 C5 N4 3.8(14) . .
C17 N4 C5 O3 170.5(12) . .
C4 N4 C5 O3 11(2) . .
C17 N4 C5 N5 -8.0(14) . .
C4 N4 C5 N5 -167.9(10) . .
C5 N5 C6 N6 105.4(14) . 3_666
C18 N5 C6 N6 -86.5(14) . 3_666
C14 N7 C7 O4 174.7(11) . .
C8 N7 C7 O4 -4.0(19) . .
C14 N7 C7 N6 -1.3(14) . .
C8 N7 C7 N6 -180.0(10) . .
C6 N6 C7 O4 -2.4(19) 3_666 .
C13 N6 C7 O4 -176.2(11) . .
C6 N6 C7 N7 173.6(10) 3_666 .
C13 N6 C7 N7 -0.2(13) . .
C7 N7 C8 N8 -99.4(14) . .
C14 N7 C8 N8 82.1(14) . .
C9 N8 C8 N7 109.9(13) . .
C15 N8 C8 N7 -96.4(13) . .
Na2 O5 C9 N8 -149.1(12) . .
Na2 O5 C9 N9 32(2) . .
C8 N8 C9 O5 -14.1(19) . .
C15 N8 C9 O5 -170.2(12) . .
C8 N8 C9 N9 164.6(10) . .
C15 N8 C9 N9 8.5(14) . .
C16 N9 C9 O5 175.6(12) . .
C10 N9 C9 O5 3(2) . .
C16 N9 C9 N8 -3.1(14) . .
C10 N9 C9 N8 -176.2(10) . .
C11 N10 C10 N9 96.4(14) . .
C17 N10 C10 N9 -82.1(15) . .
C9 N9 C10 N10 -99.7(14) . .
C16 N9 C10 N10 88.0(15) . .
Na2 O6 C11 N11 150.4(13) . .
Na2 O6 C11 N10 -32(2) . .
C18 N11 C11 O6 173.6(11) . .
C12 N11 C11 O6 12.2(18) . .
C18 N11 C11 N10 -4.6(13) . .
C12 N11 C11 N10 -165.9(10) . .
C17 N10 C11 O6 179.4(11) . .
C10 N10 C11 O6 0.7(19) . .
C17 N10 C11 N11 -2.5(13) . .
C10 N10 C11 N11 178.8(10) . .
C11 N11 C12 N12 -113.1(13) . 3_666
C18 N11 C12 N12 86.8(14) . 3_666
C1 N12 C13 N6 116.0(12) . .
C12 N12 C13 N6 -80.5(14) 3_666 .
C1 N12 C13 C14 4.5(12) . .
C12 N12 C13 C14 168.1(10) 3_666 .
C7 N6 C13 N12 -110.6(12) . .
C6 N6 C13 N12 75.7(14) 3_666 .
C7 N6 C13 C14 1.4(13) . .
C6 N6 C13 C14 -172.3(10) 3_666 .
C7 N7 C14 O7 -116.4(11) . .
C8 N7 C14 O7 62.2(14) . .
C7 N7 C14 N1 113.7(12) . .
C8 N7 C14 N1 -67.7(15) . .
C7 N7 C14 C13 2.1(13) . .
C8 N7 C14 C13 -179.2(10) . .
C1 N1 C14 O7 124.4(11) . .
C2 N1 C14 O7 -43.4(16) . .
C1 N1 C14 N7 -112.6(12) . .
C2 N1 C14 N7 79.6(14) . .
C1 N1 C14 C13 -0.6(13) . .
C2 N1 C14 C13 -168.4(10) . .
N12 C13 C14 O7 -130.0(10) . .
N6 C13 C14 O7 110.0(11) . .
N12 C13 C14 N7 118.0(10) . .
N6 C13 C14 N7 -2.0(12) . .
N12 C13 C14 N1 -2.3(12) . .
N6 C13 C14 N1 -122.4(10) . .
C3 N2 C15 N8 106.6(12) . .
C2 N2 C15 N8 -68.3(14) . .
C3 N2 C15 C16 -4.6(12) . .
C2 N2 C15 C16 -179.6(10) . .
C9 N8 C15 N2 -121.4(11) . .
C8 N8 C15 N2 82.4(14) . .
C9 N8 C15 C16 -10.0(13) . .
C8 N8 C15 C16 -166.2(11) . .
C3 N3 C16 N9 -118.8(11) . .
C4 N3 C16 N9 73.3(15) . .
C3 N3 C16 C15 -6.3(13) . .
C4 N3 C16 C15 -174.3(10) . .
C9 N9 C16 N3 109.3(12) . .
C10 N9 C16 N3 -77.7(15) . .
C9 N9 C16 C15 -3.2(13) . .
C10 N9 C16 C15 169.9(11) . .
N2 C15 C16 N3 6.3(11) . .
N8 C15 C16 N3 -113.3(10) . .
N2 C15 C16 N9 127.1(10) . .
N8 C15 C16 N9 7.5(12) . .
C11 N10 C17 N4 -104.6(12) . .
C10 N10 C17 N4 74.1(15) . .
C11 N10 C17 C18 7.4(12) . .
C10 N10 C17 C18 -173.9(10) . .
C5 N4 C17 N10 119.5(12) . .
C4 N4 C17 N10 -80.7(14) . .
C5 N4 C17 C18 8.6(13) . .
C4 N4 C17 C18 168.3(10) . .
C11 N11 C18 N5 115.9(11) . .
C12 N11 C18 N5 -82.4(12) . .
C11 N11 C18 C17 8.7(12) . .
C12 N11 C18 C17 170.4(10) . .
C5 N5 C18 N11 -107.1(12) . .
C6 N5 C18 N11 83.9(13) . .
C5 N5 C18 C17 1.4(12) . .
C6 N5 C18 C17 -167.7(10) . .
N10 C17 C18 N11 -9.2(11) . .
N4 C17 C18 N11 111.5(10) . .
N10 C17 C18 N5 -126.3(9) . .
N4 C17 C18 N5 -5.6(11) . .
