#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:17:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180421 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/90/7209097.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_7209097
loop_
_publ_author_name
'Yadav, Vitthal N.'
'Görbitz, Carl Henrik'
_publ_section_title
;
 A supramolecular 2 : 1 guanidinium--carboxylate based
 building block for generation of water channels and clusters in organic
 materials
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              439
_journal_paper_doi               10.1039/c2ce26572a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C6 H3 N O2 .C7 H14 N3. H4 O4.708'
_chemical_formula_sum            'C13 H21 N4 O6.708'
_chemical_formula_weight         340.70
_chemical_name_systematic
;
2,2'-Bipyridine-5,5'-dicarboxylate.Bis(1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]
pyrimidinium)
;
_space_group_IT_number           53
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2'
_symmetry_space_group_name_H-M   'P m n a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2012-08-13 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   32.122(17)
_cell_length_b                   15.681(8)
_cell_length_c                   7.105(4)
_cell_measurement_reflns_used    2165
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      20.3
_cell_measurement_theta_min      2.5
_cell_volume                     3579(3)
_computing_cell_refinement       'SAINT-Plus (Bruker,2007)'
_computing_data_collection       APEX2(Bruker2007)
_computing_data_reduction        'SAINT-Plus (Bruker,2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      105(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.1028
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            24063
_diffrn_reflns_theta_full        24.96
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1445.6
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0025(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3187
_refine_ls_number_restraints     99
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1259
_refine_ls_R_factor_gt           0.0632
_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)+(0.1024P)²+1.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1995
_reflns_number_gt                1751
_reflns_number_total             3217
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26572a.txt
_cod_data_source_block           vny1604
_cod_database_code               7209097
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x, -y, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x-1/2, -y, z-1/2'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.32699(7) 0.57049(14) -0.0120(3) 0.0426(6) Uani 1 1 d . . .
C1A C 0.34498(14) 0.5000 0.0000 0.0345(11) Uani 1 2 d S . .
C2A C 0.39195(14) 0.5000 0.0000 0.0342(11) Uani 1 2 d S . .
C3A C 0.41434(10) 0.4277(2) 0.0506(4) 0.0380(8) Uani 1 1 d . . .
H3A H 0.3998 0.3773 0.0844 0.046 Uiso 1 1 calc R A 1
N4A N 0.45676(9) 0.42760(18) 0.0528(4) 0.0344(7) Uani 0.50 1 d P B 1
C4A C 0.45676(9) 0.42760(18) 0.0528(4) 0.0344(7) Uani 0.50 1 d P B 2
H4A H 0.4718 0.3783 0.0902 0.041 Uiso 0.50 1 calc PR B 2
C5A C 0.47699(13) 0.5000 0.0000 0.0297(9) Uani 1 2 d S . .
C6B1 C 0.21908(11) 0.5000 0.0000 0.0368(11) Uani 0.50 2 d SPD . 1
N1B N 0.24046(13) 0.5710(2) 0.0339(13) 0.036(2) Uani 0.50 1 d PD . 1
H1B H 0.2678 0.5681 0.0366 0.044 Uiso 0.50 1 calc PR . 1
C2B1 C 0.2207(2) 0.6529(3) 0.0667(10) 0.0488(14) Uani 0.50 1 d PD . 1
H2B1 H 0.2393 0.6995 0.0243 0.059 Uiso 0.50 1 calc PR . 1
H2B2 H 0.2153 0.6605 0.2028 0.059 Uiso 0.50 1 calc PR . 1
C3B1 C 0.1802(2) 0.6557(4) -0.0416(10) 0.056(2) Uani 0.50 1 d PD . 1
H3B1 H 0.1652 0.7092 -0.0128 0.068 Uiso 0.50 1 calc PR . 1
H3B2 H 0.1860 0.6542 -0.1785 0.068 Uiso 0.50 1 calc PR . 1
C4B1 C 0.15388(16) 0.5800(3) 0.013(4) 0.0544(15) Uani 0.50 1 d PD . 1
H4B1 H 0.1438 0.5876 0.1438 0.065 Uiso 0.50 1 calc PR . 1
H4B2 H 0.1293 0.5770 -0.0705 0.065 Uiso 0.50 1 calc PR . 1
N5B1 N 0.17737(10) 0.5000 0.0000 0.0445(10) Uani 0.50 2 d SPD . 1
C6B2 C 0.21908(11) 0.5000 0.0000 0.0368(11) Uani 0.50 2 d SPD . 2
N1B1 N 0.23983(13) 0.5725(2) -0.0277(13) 0.036(2) Uani 0.50 1 d PD . 2
H1B1 H 0.2672 0.5715 -0.0229 0.044 Uiso 0.50 1 calc PR . 2
C2B2 C 0.2191(2) 0.6530(3) -0.0654(10) 0.0488(14) Uani 0.50 1 d PD . 2
H2B3 H 0.2135 0.6584 -0.2018 0.059 Uiso 0.50 1 calc PR . 2
H2B4 H 0.2373 0.7009 -0.0267 0.059 Uiso 0.50 1 calc PR . 2
C3B2 C 0.1788(2) 0.6561(4) 0.0429(10) 0.056(2) Uani 0.50 1 d PD . 2
H3B3 H 0.1847 0.6576 0.1796 0.068 Uiso 0.50 1 calc PR . 2
H3B4 H 0.1632 0.7084 0.0093 0.068 Uiso 0.50 1 calc PR . 2
C4B2 C 0.15300(15) 0.5788(3) -0.003(4) 0.0544(15) Uani 0.50 1 d PD . 2
H4B3 H 0.1300 0.5741 0.0893 0.065 Uiso 0.50 1 calc PR . 2
H4B4 H 0.1405 0.5861 -0.1293 0.065 Uiso 0.50 1 calc PR . 2
N5B2 N 0.17737(10) 0.5000 0.0000 0.0445(10) Uani 0.50 2 d SPD . 2
O1C O 0.03462(7) 0.84239(13) 0.2096(3) 0.0432(6) Uani 1 1 d . C 2
C1C C 0.0000 0.8054(3) 0.1907(6) 0.0360(11) Uani 1 2 d S . 2
C2C C 0.0000 0.7129(3) 0.1405(6) 0.0361(11) Uani 1 2 d S . 2
C3C C 0.03693(12) 0.6681(2) 0.1129(4) 0.0413(9) Uani 1 1 d . D 2
H3C H 0.0627 0.6964 0.1329 0.050 Uiso 1 1 calc R D 2
N4C N 0.03707(10) 0.58514(17) 0.0581(4) 0.0384(8) Uani 0.50 1 d P E 1
C4C C 0.03707(10) 0.58514(17) 0.0581(4) 0.0384(8) Uani 0.50 1 d P D 2
H4C H 0.0626 0.5557 0.0393 0.046 Uiso 0.50 1 calc PR D 2
C5C C 0.0000 0.5448(3) 0.0305(6) 0.0342(11) Uani 1 2 d S . .
C6D1 C 0.5000 0.0626(4) 0.2258(16) 0.036(3) Uani 0.331(11) 2 d SPD . 1
N1D N 0.53422(14) 0.0211(4) 0.2809(18) 0.039(2) Uiso 0.331(11) 1 d PD . 1
H1D H 0.5326 -0.0337 0.3069 0.046 Uiso 0.331(11) 1 calc PR . 1
C2D1 C 0.57407(18) 0.0639(6) 0.2989(17) 0.047(3) Uiso 0.331(11) 1 d PD . 1
H2D1 H 0.5970 0.0233 0.2736 0.056 Uiso 0.331(11) 1 calc PR . 1
H2D2 H 0.5774 0.0862 0.4283 0.056 Uiso 0.331(11) 1 calc PR . 1
C3D1 C 0.5756(2) 0.1366(5) 0.1588(16) 0.044(3) Uiso 0.331(11) 1 d PD . 1
H3D1 H 0.6017 0.1691 0.1759 0.053 Uiso 0.331(11) 1 calc PR . 1
H3D2 H 0.5753 0.1133 0.0293 0.053 Uiso 0.331(11) 1 calc PR . 1
C4D1 C 0.53883(15) 0.1954(4) 0.185(3) 0.038(2) Uiso 0.331(11) 1 d PD . 1
H4D1 H 0.5437 0.2320 0.2964 0.045 Uiso 0.331(11) 1 calc PR . 1
H4D2 H 0.5362 0.2329 0.0736 0.045 Uiso 0.331(11) 1 calc PR . 1
N5D1 N 0.5000 0.1477(3) 0.2108(17) 0.035(2) Uani 0.331(11) 2 d SPD . 1
C6D2 C 0.5000 0.0626(4) 0.2258(16) 0.036(3) Uani 0.331(11) 2 d SPD . 2
N1D2 N 0.53609(15) 0.0197(4) 0.223(2) 0.039(2) Uiso 0.331(11) 1 d PD . 2
H1D2 H 0.5355 -0.0355 0.2448 0.046 Uiso 0.331(11) 1 calc PR . 2
C2D2 C 0.57596(18) 0.0593(5) 0.185(2) 0.047(3) Uiso 0.331(11) 1 d PD . 2
H2D3 H 0.5811 0.0608 0.0477 0.056 Uiso 0.331(11) 1 calc PR . 2
H2D4 H 0.5985 0.0258 0.2449 0.056 Uiso 0.331(11) 1 calc PR . 2
C3D2 C 0.5757(2) 0.1492(5) 0.2631(18) 0.044(3) Uiso 0.331(11) 1 d PD . 2
H3D3 H 0.5745 0.1473 0.4023 0.053 Uiso 0.331(11) 1 calc PR . 2
H3D4 H 0.6016 0.1791 0.2260 0.053 Uiso 0.331(11) 1 calc PR . 2
C4D2 C 0.53836(17) 0.1970(5) 0.188(3) 0.038(2) Uiso 0.331(11) 1 d PD . 2
H4D3 H 0.5356 0.2519 0.2559 0.045 Uiso 0.331(11) 1 calc PR . 2
H4D4 H 0.5427 0.2098 0.0531 0.045 Uiso 0.331(11) 1 calc PR . 2
N5D2 N 0.5000 0.1477(3) 0.2108(17) 0.035(2) Uani 0.331(11) 2 d SPD . 2
C6E C 0.4942(3) 0.0652(9) 0.253(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3
N1E N 0.5311(4) 0.0274(7) 0.228(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H1E H 0.5327 -0.0284 0.2387 0.033 Uiso 0.169(11) 1 calc PR . 3
C2E C 0.5686(4) 0.0747(9) 0.183(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H2E1 H 0.5732 0.0747 0.0449 0.033 Uiso 0.169(11) 1 calc PR . 3
H2E2 H 0.5930 0.0475 0.2433 0.033 Uiso 0.169(11) 1 calc PR . 3
C3E C 0.5640(5) 0.1654(9) 0.253(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H3E1 H 0.5635 0.1656 0.3922 0.033 Uiso 0.169(11) 1 calc PR . 3
H3E2 H 0.5881 0.1997 0.2110 0.033 Uiso 0.169(11) 1 calc PR . 3
C4E C 0.5243(6) 0.2046(7) 0.179(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H4E1 H 0.5186 0.2582 0.2474 0.033 Uiso 0.169(11) 1 calc PR . 3
H4E2 H 0.5279 0.2187 0.0439 0.033 Uiso 0.169(11) 1 calc PR . 3
N5E N 0.4888(5) 0.1466(8) 0.200(4) 0.027(3) Uiso 0.169(11) 1 d PD . 3
N7E N 0.4611(3) 0.0134(7) 0.266(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H7E H 0.4649 -0.0420 0.2572 0.033 Uiso 0.169(11) 1 calc PR . 3
C8E C 0.4194(4) 0.0461(10) 0.296(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H8E1 H 0.4157 0.0629 0.4289 0.033 Uiso 0.169(11) 1 calc PR . 3
H8E2 H 0.3986 0.0015 0.2655 0.033 Uiso 0.169(11) 1 calc PR . 3
C9E C 0.4132(5) 0.1226(11) 0.169(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H9E1 H 0.4128 0.1037 0.0357 0.033 Uiso 0.169(11) 1 calc PR . 3
H9E2 H 0.3860 0.1496 0.1969 0.033 Uiso 0.169(11) 1 calc PR . 3
C10E C 0.4476(6) 0.1866(8) 0.197(3) 0.027(3) Uiso 0.169(11) 1 d PD . 3
H101 H 0.4467 0.2290 0.0935 0.033 Uiso 0.169(11) 1 calc PR . 3
H102 H 0.4430 0.2173 0.3167 0.033 Uiso 0.169(11) 1 calc PR . 3
O1W O 0.34165(11) 0.74181(19) -0.0122(6) 0.0861(11) Uani 1 1 d D . .
H11W H 0.3375(17) 0.6870(13) -0.003(8) 0.129 Uiso 1 1 d D . .
H12W H 0.3186(10) 0.765(3) -0.028(9) 0.129 Uiso 1 1 d D . .
O2W O 0.11888(10) 0.8158(2) 0.2206(6) 0.0892(11) Uani 1 1 d D . .
H21W H 0.0927(6) 0.825(3) 0.220(9) 0.134 Uiso 1 1 d D . .
H22W H 0.1314(14) 0.863(2) 0.205(9) 0.134 Uiso 1 1 d D . .
O3W O 0.17606(13) 0.9144(2) 0.0391(6) 0.1153(14) Uani 1 1 d . . .
O4W O 0.29162(9) 0.8535(2) -0.2028(6) 0.1030(13) Uani 1 1 d . . .
O5W O 0.2118(4) 0.9602(8) 0.3435(16) 0.100 Uiso 0.372(8) 1 d P . .
O6W O 0.2347(9) 0.8642(19) 0.304(4) 0.080 Uiso 0.101(6) 1 d P . .
O7W O 0.2318(5) 0.9292(10) 0.400(2) 0.080 Uiso 0.237(8) 1 d P . .
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
O1A C1A O1A 124.9(4) 4_565 .
O1A C1A C2A 117.5(2) 4_565 .
O1A C1A C2A 117.5(2) . .
C3A C2A C3A 117.7(4) 4_565 .
C3A C2A C1A 121.2(2) 4_565 .
C3A C2A C1A 121.2(2) . .
N4A C3A C2A 121.5(3) . .
N4A C3A H3A 119.3 . .
C2A C3A H3A 119.3 . .
C5A N4A C3A 118.2(3) . .
N4A C5A C4A 123.0(4) . 4_565
N4A C5A N4A 123.0(4) . 4_565
C4A C5A N4A 0.0(3) 4_565 4_565
N4A C5A C5A 118.5(2) . 5_665
C4A C5A C5A 118.5(2) 4_565 5_665
N4A C5A C5A 118.5(2) 4_565 5_665
N1B C6B1 N1B 117.8(5) . 4_565
N1B C6B1 N5B1 121.1(2) . .
N1B C6B1 N5B1 121.1(2) 4_565 .
C6B1 N1B C2B1 123.0(4) . .
C6B1 N1B H1B 118.5 . .
C2B1 N1B H1B 118.5 . .
N1B C2B1 C3B1 108.7(4) . .
N1B C2B1 H2B1 110.0 . .
C3B1 C2B1 H2B1 110.0 . .
N1B C2B1 H2B2 110.0 . .
C3B1 C2B1 H2B2 110.0 . .
H2B1 C2B1 H2B2 108.3 . .
C4B1 C3B1 C2B1 109.2(7) . .
C4B1 C3B1 H3B1 109.8 . .
C2B1 C3B1 H3B1 109.8 . .
C4B1 C3B1 H3B2 109.8 . .
C2B1 C3B1 H3B2 109.8 . .
H3B1 C3B1 H3B2 108.3 . .
N5B1 C4B1 C3B1 111.6(5) . .
N5B1 C4B1 H4B1 109.3 . .
C3B1 C4B1 H4B1 109.3 . .
N5B1 C4B1 H4B2 109.3 . .
C3B1 C4B1 H4B2 109.3 . .
H4B1 C4B1 H4B2 108.0 . .
C6B1 N5B1 C4B1 120.9(3) . 4_565
C6B1 N5B1 C4B1 120.9(3) . .
C4B1 N5B1 C4B1 118.1(5) 4_565 .
C2B2 N1B1 H1B1 118.7 . .
N1B1 C2B2 C3B2 109.1(4) . .
N1B1 C2B2 H2B3 109.9 . .
C3B2 C2B2 H2B3 109.9 . .
N1B1 C2B2 H2B4 109.9 . .
C3B2 C2B2 H2B4 109.9 . .
H2B3 C2B2 H2B4 108.3 . .
C4B2 C3B2 C2B2 109.7(7) . .
C4B2 C3B2 H3B3 109.7 . .
C2B2 C3B2 H3B3 109.7 . .
C4B2 C3B2 H3B4 109.7 . .
C2B2 C3B2 H3B4 109.7 . .
H3B3 C3B2 H3B4 108.2 . .
C3B2 C4B2 H4B3 109.1 . .
C3B2 C4B2 H4B4 109.1 . .
H4B3 C4B2 H4B4 107.8 . .
O1C C1C O1C 123.6(4) . 8
O1C C1C C2C 118.2(2) . .
O1C C1C C2C 118.2(2) 8 .
C3C C2C C3C 116.9(4) 8 .
C3C C2C C1C 121.5(2) 8 .
C3C C2C C1C 121.5(2) . .
C2C C3C H3C 119.1 . .
N4C C5C C4C 121.8(4) . 8
N4C C5C N4C 121.8(4) . 8
C4C C5C N4C 0.0(2) 8 8
N4C C5C C5C 119.1(2) . 5_565
C4C C5C C5C 119.1(2) 8 5_565
N4C C5C C5C 119.1(2) 8 5_565
N1D C6D1 N1D 110.7(7) 8_655 .
N1D C6D1 N5D1 120.6(4) 8_655 .
N1D C6D1 N5D1 120.6(4) . .
C6D1 N1D C2D1 121.7(4) . .
C6D1 N1D H1D 119.1 . .
C2D1 N1D H1D 119.1 . .
N1D C2D1 C3D1 108.6(4) . .
N1D C2D1 H2D1 110.0 . .
C3D1 C2D1 H2D1 110.0 . .
N1D C2D1 H2D2 110.0 . .
C3D1 C2D1 H2D2 110.0 . .
H2D1 C2D1 H2D2 108.4 . .
C4D1 C3D1 C2D1 110.7(6) . .
C4D1 C3D1 H3D1 109.5 . .
C2D1 C3D1 H3D1 109.5 . .
C4D1 C3D1 H3D2 109.5 . .
C2D1 C3D1 H3D2 109.5 . .
H3D1 C3D1 H3D2 108.1 . .
N5D1 C4D1 C3D1 111.7(4) . .
N5D1 C4D1 H4D1 109.3 . .
C3D1 C4D1 H4D1 109.3 . .
N5D1 C4D1 H4D2 109.3 . .
C3D1 C4D1 H4D2 109.3 . .
H4D1 C4D1 H4D2 108.0 . .
C6D1 N5D1 C4D1 121.2(3) . .
C6D1 N5D1 C4D1 121.2(3) . 8_655
C4D1 N5D1 C4D1 116.7(6) . 8_655
C2D2 N1D2 H1D2 118.2 . .
N1D2 C2D2 C3D2 109.0(4) . .
N1D2 C2D2 H2D3 109.9 . .
C3D2 C2D2 H2D3 109.9 . .
N1D2 C2D2 H2D4 109.9 . .
C3D2 C2D2 H2D4 109.9 . .
H2D3 C2D2 H2D4 108.3 . .
C4D2 C3D2 C2D2 109.7(6) . .
C4D2 C3D2 H3D3 109.7 . .
C2D2 C3D2 H3D3 109.7 . .
C4D2 C3D2 H3D4 109.7 . .
C2D2 C3D2 H3D4 109.7 . .
H3D3 C3D2 H3D4 108.2 . .
C3D2 C4D2 H4D3 109.3 . .
C3D2 C4D2 H4D4 109.3 . .
H4D3 C4D2 H4D4 108.0 . .
N1E C6E N5E 120.0(5) . .
N1E C6E N7E 116.3(9) . .
N5E C6E N7E 119.7(5) . .
C6E N1E C2E 122.6(5) . .
C6E N1E H1E 118.7 . .
C2E N1E H1E 118.7 . .
N1E C2E C3E 109.0(5) . .
N1E C2E H2E1 109.9 . .
C3E C2E H2E1 109.9 . .
N1E C2E H2E2 109.9 . .
C3E C2E H2E2 109.9 . .
H2E1 C2E H2E2 108.3 . .
C4E C3E C2E 110.5(6) . .
C4E C3E H3E1 109.5 . .
C2E C3E H3E1 109.5 . .
C4E C3E H3E2 109.5 . .
C2E C3E H3E2 109.5 . .
H3E1 C3E H3E2 108.1 . .
N5E C4E C3E 111.6(5) . .
N5E C4E H4E1 109.3 . .
C3E C4E H4E1 109.3 . .
N5E C4E H4E2 109.3 . .
C3E C4E H4E2 109.3 . .
H4E1 C4E H4E2 108.0 . .
C6E N5E C10E 122.0(5) . .
C6E N5E C4E 121.2(5) . .
C10E N5E C4E 115.8(7) . .
C6E N7E C8E 121.9(5) . .
C6E N7E H7E 119.1 . .
C8E N7E H7E 119.1 . .
N7E C8E C9E 108.4(5) . .
N7E C8E H8E1 110.0 . .
C9E C8E H8E1 110.0 . .
N7E C8E H8E2 110.0 . .
C9E C8E H8E2 110.0 . .
H8E1 C8E H8E2 108.4 . .
C10E C9E C8E 110.7(6) . .
C10E C9E H9E1 109.5 . .
C8E C9E H9E1 109.5 . .
C10E C9E H9E2 109.5 . .
C8E C9E H9E2 109.5 . .
H9E1 C9E H9E2 108.1 . .
N5E C10E C9E 112.3(5) . .
N5E C10E H101 109.1 . .
C9E C10E H101 109.1 . .
N5E C10E H102 109.1 . .
C9E C10E H102 109.1 . .
H101 C10E H102 107.9 . .
H11W O1W H12W 108(4) . .
H21W O2W H22W 109(4) . .
O7W O5W O6W 44.4(15) . .
O7W O6W O6W 114(2) . 3
O7W O6W O5W 30.9(11) . .
O6W O6W O5W 116.2(11) 3 .
O5W O7W O6W 105(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1A C1A 1.250(3) .
C1A O1A 1.250(3) 4_565
C1A C2A 1.509(7) .
C2A C3A 1.389(4) 4_565
C2A C3A 1.389(4) .
C3A N4A 1.363(4) .
C3A H3A 0.9500 .
N4A C5A 1.361(4) .
C5A C4A 1.361(4) 4_565
C5A N4A 1.361(4) 4_565
C5A C5A 1.478(9) 5_665
C6B1 N1B 1.330(3) .
C6B1 N1B 1.330(3) 4_565
C6B1 N5B1 1.340(3) .
N1B C2B1 1.451(3) .
N1B H1B 0.8800 .
C2B1 C3B1 1.512(4) .
C2B1 H2B1 0.9900 .
C2B1 H2B2 0.9900 .
C3B1 C4B1 1.509(4) .
C3B1 H3B1 0.9900 .
C3B1 H3B2 0.9900 .
C4B1 N5B1 1.467(3) .
C4B1 H4B1 0.9900 .
C4B1 H4B2 0.9900 .
N5B1 C4B1 1.467(3) 4_565
N1B1 C2B2 1.451(5) .
N1B1 H1B1 0.8800 .
C2B2 C3B2 1.508(5) .
C2B2 H2B3 0.9900 .
C2B2 H2B4 0.9900 .
C3B2 C4B2 1.503(5) .
C3B2 H3B3 0.9900 .
C3B2 H3B4 0.9900 .
C4B2 H4B3 0.9900 .
C4B2 H4B4 0.9900 .
O1C C1C 1.262(3) .
C1C O1C 1.262(3) 8
C1C C2C 1.494(6) .
C2C C3C 1.392(4) 8
C2C C3C 1.392(4) .
C3C H3C 0.9500 .
N4C C5C 1.362(4) .
C5C C4C 1.362(4) 8
C5C N4C 1.362(4) 8
C5C C5C 1.471(9) 5_565
C6D1 N1D 1.336(3) 8_655
C6D1 N1D 1.336(3) .
C6D1 N5D1 1.340(3) .
N1D C2D1 1.452(3) .
N1D H1D 0.8800 .
C2D1 C3D1 1.513(4) .
C2D1 H2D1 0.9900 .
C2D1 H2D2 0.9900 .
C3D1 C4D1 1.509(4) .
C3D1 H3D1 0.9900 .
C3D1 H3D2 0.9900 .
C4D1 N5D1 1.466(3) .
C4D1 H4D1 0.9900 .
C4D1 H4D2 0.9900 .
N5D1 C4D1 1.466(3) 8_655
N1D2 C2D2 1.448(5) .
N1D2 H1D2 0.8800 .
C2D2 C3D2 1.516(5) .
C2D2 H2D3 0.9900 .
C2D2 H2D4 0.9900 .
C3D2 C4D2 1.511(5) .
C3D2 H3D3 0.9900 .
C3D2 H3D4 0.9900 .
C4D2 H4D3 0.9900 .
C4D2 H4D4 0.9900 .
C6E N1E 1.339(4) .
C6E N5E 1.340(5) .
C6E N7E 1.340(4) .
N1E C2E 1.450(5) .
N1E H1E 0.8800 .
C2E C3E 1.514(5) .
C2E H2E1 0.9900 .
C2E H2E2 0.9900 .
C3E C4E 1.510(5) .
C3E H3E1 0.9900 .
C3E H3E2 0.9900 .
C4E N5E 1.466(5) .
C4E H4E1 0.9900 .
C4E H4E2 0.9900 .
N5E C10E 1.464(5) .
N7E C8E 1.451(5) .
N7E H7E 0.8800 .
C8E C9E 1.514(5) .
C8E H8E1 0.9900 .
C8E H8E2 0.9900 .
C9E C10E 1.507(5) .
C9E H9E1 0.9900 .
C9E H9E2 0.9900 .
C10E H101 0.9900 .
C10E H102 0.9900 .
O1W H11W 0.872(19) .
O1W H12W 0.836(19) .
O2W H21W 0.854(19) .
O2W H22W 0.844(19) .
O5W O7W 0.900(15) .
O5W O6W 1.70(3) .
O6W O7W 1.23(3) .
O6W O6W 1.25(6) 3
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
N1B H1B O1A 0.88 1.93 2.799(5) 167.8 .
N1D H1D O1C 0.88 1.95 2.803(7) 163.5 6_646
O1W H11W O1A 0.872(19) 1.86(2) 2.728(4) 174(5) .
O1W H12W O4W 0.836(19) 2.05(4) 2.736(5) 139(5) .
O2W H21W O1C 0.854(19) 1.89(2) 2.740(4) 178(6) .
O2W H22W O3W 0.844(19) 2.03(4) 2.725(5) 140(5) .
