#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/76/2017684.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017684
loop_
_publ_author_name
'Wicher, Barbara'
'Gdaniec, Maria'
_publ_section_title
;
 Polymorphs of DABCO monohydrate as structural analogues of NaCl
;
_journal_coeditor_code           SF3127
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o270
_journal_page_last               o273
_journal_paper_doi               10.1107/S0108270110015428
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C6 H12 N2 , H2 O'
_chemical_formula_moiety         'C6 H12 N2 , H2 O'
_chemical_formula_sum            'C6 H14 N2 O'
_chemical_formula_weight         130.19
_chemical_name_common            'DABCO monohydrate'
_chemical_name_systematic
;
1,4-Diazabicyclo[2.2.2]octane monohydrate
;
_space_group_IT_number           144
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 31'
_symmetry_space_group_name_H-M   'P 31'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   11.03798(15)
_cell_length_b                   11.03798(15)
_cell_length_c                   15.2660(2)
_cell_measurement_reflns_used    6970
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      75.63
_cell_measurement_theta_min      4.61
_cell_volume                     1610.78(4)
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Macrae et al.,
2006)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Oxford SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova Cu X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_av_sigmaI/netI    0.0093
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7274
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         75.83
_diffrn_reflns_theta_min         4.63
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  0.940
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis Pro; Oxford Diffraction, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         2212
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0417
_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)+(0.0783P)²+0.2665P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1161
_reflns_number_gt                2183
_reflns_number_total             2212
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sf3127.cif
_cod_data_source_block           II
_cod_database_code               2017684
_cod_database_fobs_code          2017684
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1W 0.44327(17) 0.86366(19) 0.35274(11) 0.0399(4) Uani d . 1 . .
H H11W 0.3690 0.8046 0.3265 0.048 Uiso d R 1 . .
H H21W 0.5090 0.8735 0.3191 0.048 Uiso d R 1 . .
O O2W 0.73083(16) 0.5277(2) 0.36976(13) 0.0442(4) Uani d . 1 . .
H H12W 0.6729 0.4647 0.3354 0.053 Uiso d R 1 . .
H H22W 0.6844 0.5367 0.4112 0.053 Uiso d R 1 . .
O O3W 1.10369(18) 0.9074(2) 0.05095(13) 0.0488(5) Uani d . 1 . .
H H13W 1.1724 0.9740 0.0775 0.059 Uiso d R 1 . .
H H23W 1.0323 0.9001 0.0770 0.059 Uiso d R 1 . .
N N1A 0.86626(18) 0.8866(2) 0.15000(12) 0.0314(4) Uani d . 1 A 1
N N2A 0.67339(18) 0.8866(2) 0.24511(12) 0.0304(4) Uani d . 1 A 1
C C1A 0.6125(3) 0.7810(3) 0.1760(2) 0.0568(8) Uani d . 1 A 1
H H11A 0.5521 0.8001 0.1394 0.068 Uiso d R 1 A 1
H H12A 0.5560 0.6894 0.2021 0.068 Uiso d R 1 A 1
C C2A 0.7285(3) 0.7811(3) 0.1190(2) 0.0580(8) Uani d . 1 A 1
H H21A 0.7205 0.6896 0.1212 0.070 Uiso d R 1 A 1
H H22A 0.7168 0.8005 0.0585 0.070 Uiso d R 1 A 1
C C3A 0.7672(3) 0.8609(4) 0.29925(18) 0.0562(8) Uani d . 1 A 1
H H31A 0.7140 0.7723 0.3295 0.067 Uiso d R 1 A 1
H H32A 0.8112 0.9341 0.3429 0.067 Uiso d R 1 A 1
C C4A 0.8805(3) 0.8575(4) 0.2419(2) 0.0562(8) Uani d . 1 A 1
H H41A 0.9723 0.9265 0.2631 0.067 Uiso d R 1 A 1
H H42A 0.8726 0.7661 0.2463 0.067 Uiso d R 1 A 1
C C5A 0.7579(3) 1.0229(3) 0.20149(18) 0.0438(6) Uani d . 1 A 1
H H51A 0.7999 1.0963 0.2452 0.053 Uiso d R 1 A 1
H H52A 0.6980 1.0422 0.1646 0.053 Uiso d R 1 A 1
C C6A 0.8733(3) 1.0225(3) 0.14547(18) 0.0437(6) Uani d . 1 A 1
H H61A 0.8629 1.0431 0.0851 0.052 Uiso d R 1 A 1
H H62A 0.9640 1.0949 0.1661 0.052 Uiso d R 1 A 1
N N1B 0.5286(2) 0.31945(19) 0.24757(12) 0.0317(4) Uani d . 1 B 2
N N2B 0.3453(2) 0.1318(2) 0.14519(12) 0.0357(5) Uani d . 1 B 2
C C1B 0.2806(4) 0.1545(8) 0.2173(4) 0.073(2) Uani d P 0.681(5) B 2
H H11B 0.2311 0.0682 0.2505 0.088 Uiso d PR 0.681(5) B 2
H H12B 0.2123 0.1788 0.1967 0.088 Uiso d PR 0.681(5) B 2
C C2B 0.3864(5) 0.2715(6) 0.2786(3) 0.0602(14) Uani d P 0.681(5) B 2
H H21B 0.3683 0.3489 0.2787 0.072 Uiso d PR 0.681(5) B 2
H H22B 0.3760 0.2364 0.3380 0.072 Uiso d PR 0.681(5) B 2
C C3B 0.4372(6) 0.2585(5) 0.0973(3) 0.0664(18) Uani d P 0.681(5) B 2
H H31B 0.3820 0.2932 0.0688 0.080 Uiso d PR 0.681(5) B 2
H H32B 0.4859 0.2375 0.0522 0.080 Uiso d PR 0.681(5) B 2
C C4B 0.5454(4) 0.3728(4) 0.1591(3) 0.0458(10) Uani d P 0.681(5) B 2
H H41B 0.6392 0.4021 0.1386 0.055 Uiso d PR 0.681(5) B 2
H H42B 0.5327 0.4537 0.1585 0.055 Uiso d PR 0.681(5) B 2
C C5B 0.4415(7) 0.0859(5) 0.1820(5) 0.075(2) Uani d P 0.681(5) B 2
H H51B 0.4907 0.0699 0.1349 0.089 Uiso d PR 0.681(5) B 2
H H52B 0.3866 -0.0016 0.2132 0.089 Uiso d PR 0.681(5) B 2
C C6B 0.5476(5) 0.1962(4) 0.2460(3) 0.0466(10) Uani d P 0.681(5) B 2
H H61B 0.5346 0.1570 0.3044 0.056 Uiso d PR 0.681(5) B 2
H H62B 0.6418 0.2240 0.2270 0.056 Uiso d PR 0.681(5) B 2
C C1BB 0.4322(10) 0.1988(9) 0.2967(5) 0.045(2) Uani d P 0.319(5) B 3
H H13B 0.3901 0.2266 0.3425 0.054 Uiso d PR 0.319(5) B 3
H H14B 0.4826 0.1581 0.3245 0.054 Uiso d PR 0.319(5) B 3
C C2BB 0.3171(12) 0.0903(11) 0.2384(6) 0.057(3) Uani d P 0.319(5) B 3
H H23B 0.3127 0.0010 0.2461 0.069 Uiso d PR 0.319(5) B 3
H H24B 0.2276 0.0793 0.2556 0.069 Uiso d PR 0.319(5) B 3
C C3BB 0.4476(13) 0.3776(9) 0.2027(7) 0.059(3) Uani d P 0.319(5) B 3
H H33B 0.5105 0.4587 0.1680 0.071 Uiso d PR 0.319(5) B 3
H H34B 0.4028 0.4068 0.2458 0.071 Uiso d PR 0.319(5) B 3
C C4BB 0.3354(17) 0.2638(12) 0.1427(10) 0.083(5) Uani d P 0.319(5) B 3
H H43B 0.2430 0.2429 0.1616 0.099 Uiso d PR 0.319(5) B 3
H H44B 0.3490 0.2983 0.0830 0.099 Uiso d PR 0.319(5) B 3
C C5BB 0.5913(9) 0.2795(13) 0.1771(7) 0.066(4) Uani d P 0.319(5) B 3
H H53B 0.6554 0.2524 0.2014 0.079 Uiso d PR 0.319(5) B 3
H H54B 0.6431 0.3577 0.1376 0.079 Uiso d PR 0.319(5) B 3
C C6BB 0.4720(10) 0.1577(16) 0.1233(10) 0.081(6) Uani d P 0.319(5) B 3
H H63B 0.4876 0.1747 0.0609 0.097 Uiso d PR 0.319(5) B 3
H H64B 0.4750 0.0734 0.1368 0.097 Uiso d PR 0.319(5) B 3
N N1C 0.0026(2) 0.4527(2) 0.16607(12) 0.0344(4) Uani d . 1 C 4
N N2C 0.19339(19) 0.64375(19) 0.26279(12) 0.0314(4) Uani d . 1 C 4
C C1C 0.2312(11) 0.6566(14) 0.1716(7) 0.057(3) Uani d P 0.472(16) C 4
H H11C 0.3163 0.6520 0.1654 0.069 Uiso d PR 0.472(16) C 4
H H12C 0.2503 0.7475 0.1508 0.069 Uiso d PR 0.472(16) C 4
C C2C 0.1211(13) 0.5484(16) 0.1171(7) 0.063(3) Uani d P 0.472(16) C 4
H H21C 0.0923 0.5922 0.0730 0.075 Uiso d PR 0.472(16) C 4
H H22C 0.1591 0.4973 0.0869 0.075 Uiso d PR 0.472(16) C 4
C C3C 0.0631(15) 0.6507(15) 0.2644(8) 0.048(3) Uani d P 0.472(16) C 4
H H31C 0.0823 0.7403 0.2410 0.058 Uiso d PR 0.472(16) C 4
H H32C 0.0325 0.6449 0.3245 0.058 Uiso d PR 0.472(16) C 4
C C4C -0.0533(17) 0.5352(16) 0.2121(11) 0.053(3) Uani d P 0.472(16) C 4
H H41C -0.1297 0.4745 0.2506 0.064 Uiso d PR 0.472(16) C 4
H H42C -0.0885 0.5749 0.1693 0.064 Uiso d PR 0.472(16) C 4
C C5C 0.1544(13) 0.5030(8) 0.2935(6) 0.047(2) Uani d P 0.472(16) C 4
H H51C 0.1177 0.4898 0.3526 0.057 Uiso d PR 0.472(16) C 4
H H52C 0.2366 0.4927 0.2946 0.057 Uiso d PR 0.472(16) C 4
C C6C 0.0415(13) 0.3896(8) 0.2321(9) 0.055(3) Uani d P 0.472(16) C 4
H H61C 0.0787 0.3353 0.2054 0.067 Uiso d PR 0.472(16) C 4
H H62C -0.0401 0.3265 0.2663 0.067 Uiso d PR 0.472(16) C 4
C C1CC 0.2166(9) 0.6917(7) 0.1712(6) 0.042(2) Uani d P 0.528(16) C 5
H H13C 0.3095 0.7134 0.1529 0.050 Uiso d PR 0.528(16) C 5
H H14C 0.2099 0.7757 0.1660 0.050 Uiso d PR 0.528(16) C 5
C C2CC 0.1009(9) 0.5704(7) 0.1101(6) 0.040(2) Uani d PR 0.528(16) C 5
H H23C 0.0502 0.6059 0.0770 0.048 Uiso d PR 0.528(16) C 5
H H24C 0.1457 0.5383 0.0689 0.048 Uiso d PR 0.528(16) C 5
C C3CC 0.0590(13) 0.6152(17) 0.2905(7) 0.071(4) Uani d P 0.528(16) C 5
H H33C 0.0469 0.6964 0.2901 0.085 Uiso d PR 0.528(16) C 5
H H34C 0.0466 0.5809 0.3502 0.085 Uiso d PR 0.528(16) C 5
C C4CC -0.0538(13) 0.495(2) 0.2299(10) 0.085(5) Uani d P 0.528(16) C 5
H H43C -0.1128 0.4131 0.2654 0.101 Uiso d PR 0.528(16) C 5
H H44C -0.1125 0.5283 0.2054 0.101 Uiso d PR 0.528(16) C 5
C C5CC 0.2095(9) 0.5192(7) 0.2634(6) 0.0448(17) Uani d P 0.528(16) C 5
H H53C 0.2028 0.4844 0.3226 0.054 Uiso d PR 0.528(16) C 5
H H54C 0.3018 0.5462 0.2409 0.054 Uiso d PR 0.528(16) C 5
C C6CC 0.0997(12) 0.4052(9) 0.2063(7) 0.055(2) Uani d P 0.528(16) C 5
H H63C 0.1449 0.3840 0.1590 0.066 Uiso d PR 0.528(16) C 5
H H64C 0.0468 0.3210 0.2409 0.066 Uiso d PR 0.528(16) C 5
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
H11W O1W H21W . . 104.3 ?
H12W O2W H22W . . 107.6 ?
H13W O3W H23W . . 104.0 ?
C2A N1A C6A . . 107.6(2) ?
C2A N1A C4A . . 108.6(2) ?
C6A N1A C4A . . 108.3(2) ?
C3A N2A C1A . . 110.0(2) ?
C3A N2A C5A . . 107.8(2) ?
C1A N2A C5A . . 107.0(2) ?
N2A C1A C2A . . 110.77(19) ?
N2A C1A H11A . . 109.5 ?
C2A C1A H11A . . 109.5 ?
N2A C1A H12A . . 109.5 ?
C2A C1A H12A . . 109.4 ?
H11A C1A H12A . . 108.1 ?
N1A C2A C1A . . 110.5(2) ?
N1A C2A H21A . . 109.6 ?
C1A C2A H21A . . 109.6 ?
N1A C2A H22A . . 109.5 ?
C1A C2A H22A . . 109.5 ?
H21A C2A H22A . . 108.1 ?
N2A C3A C4A . . 110.2(2) ?
N2A C3A H31A . . 109.6 ?
C4A C3A H31A . . 109.6 ?
N2A C3A H32A . . 109.6 ?
C4A C3A H32A . . 109.6 ?
H31A C3A H32A . . 108.1 ?
N1A C4A C3A . . 111.1(2) ?
N1A C4A H41A . . 109.4 ?
C3A C4A H41A . . 109.4 ?
N1A C4A H42A . . 109.4 ?
C3A C4A H42A . . 109.4 ?
H41A C4A H42A . . 108.0 ?
N2A C5A C6A . . 110.51(19) ?
N2A C5A H51A . . 109.6 ?
C6A C5A H51A . . 109.6 ?
N2A C5A H52A . . 109.5 ?
C6A C5A H52A . . 109.5 ?
H51A C5A H52A . . 108.1 ?
N1A C6A C5A . . 110.95(19) ?
N1A C6A H61A . . 109.4 ?
C5A C6A H61A . . 109.5 ?
N1A C6A H62A . . 109.5 ?
C5A C6A H62A . . 109.4 ?
H61A C6A H62A . . 108.0 ?
C4B N1B C2B . . 110.2(3) ?
C4B N1B C6B . . 108.2(3) ?
C2B N1B C6B . . 107.0(3) ?
C1B N2B C3B . . 113.4(4) ?
C1B N2B C5B . . 106.1(5) ?
C3B N2B C5B . . 104.1(4) ?
N2B C1B C2B . . 112.6(3) ?
N2B C1B H11B . . 108.8 ?
C2B C1B H11B . . 108.8 ?
N2B C1B H12B . . 109.4 ?
C2B C1B H12B . . 109.3 ?
H11B C1B H12B . . 107.8 ?
N1B C2B C1B . . 109.4(3) ?
N1B C2B H21B . . 109.8 ?
C1B C2B H21B . . 109.5 ?
N1B C2B H22B . . 109.8 ?
C1B C2B H22B . . 110.0 ?
H21B C2B H22B . . 108.2 ?
N2B C3B C4B . . 111.1(3) ?
N2B C3B H31B . . 109.4 ?
C4B C3B H31B . . 109.4 ?
N2B C3B H32B . . 109.4 ?
C4B C3B H32B . . 109.5 ?
H31B C3B H32B . . 108.0 ?
N1B C4B C3B . . 110.3(3) ?
N1B C4B H41B . . 109.6 ?
C3B C4B H41B . . 109.5 ?
N1B C4B H42B . . 109.6 ?
C3B C4B H42B . . 109.6 ?
H41B C4B H42B . . 108.1 ?
N2B C5B C6B . . 111.0(3) ?
N2B C5B H51B . . 109.9 ?
C6B C5B H51B . . 109.9 ?
N2B C5B H52B . . 109.0 ?
C6B C5B H52B . . 108.9 ?
H51B C5B H52B . . 108.0 ?
N1B C6B C5B . . 109.6(3) ?
N1B C6B H61B . . 109.8 ?
C5B C6B H61B . . 110.2 ?
N1B C6B H62B . . 109.7 ?
C5B C6B H62B . . 109.3 ?
H61B C6B H62B . . 108.2 ?
C2BB C1BB H13B . . 109.1 ?
C2BB C1BB H14B . . 109.7 ?
C1BB C2BB H23B . . 109.1 ?
C1BB C2BB H24B . . 109.7 ?
H23B C2BB H24B . . 108.1 ?
C4BB C3BB H33B . . 109.9 ?
C4BB C3BB H34B . . 109.7 ?
H33B C3BB H34B . . 108.2 ?
C3BB C4BB H43B . . 109.6 ?
C3BB C4BB H44B . . 109.5 ?
H43B C4BB H44B . . 108.1 ?
C6BB C5BB H53B . . 111.5 ?
C6BB C5BB H54B . . 107.9 ?
H53B C5BB H54B . . 108.4 ?
C5BB C6BB H63B . . 111.0 ?
C5BB C6BB H64B . . 107.2 ?
H63B C6BB H64B . . 107.7 ?
C6C N1C C2C . . 110.5(7) ?
C6C N1C C4C . . 106.4(8) ?
C2C N1C C4C . . 107.5(9) ?
C1C N2C C5C . . 109.3(6) ?
C1C N2C C3C . . 104.6(6) ?
C5C N2C C3C . . 105.8(7) ?
N2C C1C C2C . . 112.8(5) ?
N2C C1C H11C . . 109.3 ?
C2C C1C H11C . . 109.4 ?
N2C C1C H12C . . 108.7 ?
C2C C1C H12C . . 108.6 ?
H11C C1C H12C . . 107.8 ?
N1C C2C C1C . . 112.8(6) ?
N1C C2C H21C . . 109.1 ?
C1C C2C H21C . . 109.4 ?
N1C C2C H22C . . 108.9 ?
C1C C2C H22C . . 108.7 ?
H21C C2C H22C . . 107.8 ?
N2C C3C C4C . . 112.8(9) ?
N2C C3C H31C . . 109.0 ?
C4C C3C H31C . . 109.1 ?
N2C C3C H32C . . 109.2 ?
C4C C3C H32C . . 108.9 ?
H31C C3C H32C . . 107.8 ?
N1C C4C C3C . . 108.9(10) ?
N1C C4C H41C . . 110.1 ?
C3C C4C H41C . . 110.0 ?
N1C C4C H42C . . 109.7 ?
C3C C4C H42C . . 109.8 ?
H41C C4C H42C . . 108.3 ?
N2C C5C C6C . . 110.6(5) ?
N2C C5C H51C . . 109.6 ?
C6C C5C H51C . . 109.4 ?
N2C C5C H52C . . 109.5 ?
C6C C5C H52C . . 109.6 ?
H51C C5C H52C . . 108.1 ?
N1C C6C C5C . . 110.6(6) ?
N1C C6C H61C . . 109.4 ?
C5C C6C H61C . . 109.5 ?
N1C C6C H62C . . 109.7 ?
C5C C6C H62C . . 109.7 ?
H61C C6C H62C . . 108.1 ?
C2CC C1CC H13C . . 109.9 ?
C2CC C1CC H14C . . 109.8 ?
H13C C1CC H14C . . 108.4 ?
C1CC C2CC H23C . . 110.1 ?
C1CC C2CC H24C . . 110.0 ?
H23C C2CC H24C . . 108.3 ?
C4CC C3CC H33C . . 111.0 ?
C4CC C3CC H34C . . 108.7 ?
H33C C3CC H34C . . 108.0 ?
C3CC C4CC H43C . . 109.5 ?
C3CC C4CC H44C . . 107.3 ?
H43C C4CC H44C . . 107.7 ?
C6CC C5CC H53C . . 109.7 ?
C6CC C5CC H54C . . 109.5 ?
H53C C5CC H54C . . 108.1 ?
C5CC C6CC H63C . . 109.6 ?
C5CC C6CC H64C . . 109.4 ?
H63C C6CC H64C . . 108.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1W H11W . 0.8500 ?
O1W H21W . 0.8499 ?
O2W H12W . 0.8500 ?
O2W H22W . 0.8499 ?
O3W H13W . 0.8500 ?
O3W H23W . 0.8500 ?
N1A C2A . 1.457(3) ?
N1A C6A . 1.464(3) ?
N1A C4A . 1.465(3) ?
N2A C3A . 1.459(3) ?
N2A C1A . 1.463(3) ?
N2A C5A . 1.474(3) ?
C1A C2A . 1.548(3) ?
C1A H11A . 0.9701 ?
C1A H12A . 0.9699 ?
C2A H21A . 0.9699 ?
C2A H22A . 0.9701 ?
C3A C4A . 1.543(4) ?
C3A H31A . 0.9700 ?
C3A H32A . 0.9699 ?
C4A H41A . 0.9700 ?
C4A H42A . 0.9701 ?
C5A C6A . 1.537(3) ?
C5A H51A . 0.9700 ?
C5A H52A . 0.9699 ?
C6A H61A . 0.9700 ?
C6A H62A . 0.9700 ?
N1B C4B . 1.447(4) ?
N1B C2B . 1.461(5) ?
N1B C6B . 1.477(4) ?
N2B C1B . 1.401(5) ?
N2B C3B . 1.449(5) ?
N2B C5B . 1.496(5) ?
C1B C2B . 1.549(6) ?
C1B H11B . 0.9700 ?
C1B H12B . 0.9700 ?
C2B H21B . 0.9700 ?
C2B H22B . 0.9701 ?
C3B C4B . 1.550(5) ?
C3B H31B . 0.9700 ?
C3B H32B . 0.9700 ?
C4B H41B . 0.9700 ?
C4B H42B . 0.9699 ?
C5B C6B . 1.543(5) ?
C5B H51B . 0.9699 ?
C5B H52B . 0.9700 ?
C6B H61B . 0.9701 ?
C6B H62B . 0.9701 ?
C1BB C2BB . 1.523(12) ?
C1BB H13B . 0.9701 ?
C1BB H14B . 0.9700 ?
C2BB H23B . 0.9700 ?
C2BB H24B . 0.9700 ?
C3BB C4BB . 1.548(13) ?
C3BB H33B . 0.9700 ?
C3BB H34B . 0.9700 ?
C4BB H43B . 0.9701 ?
C4BB H44B . 0.9700 ?
C5BB C6BB . 1.563(12) ?
C5BB H53B . 0.9700 ?
C5BB H54B . 0.9700 ?
C6BB H63B . 0.9701 ?
C6BB H64B . 0.9700 ?
N1C C6C . 1.409(10) ?
N1C C2C . 1.416(11) ?
N1C C4C . 1.504(13) ?
N2C C1C . 1.440(10) ?
N2C C5C . 1.466(8) ?
N2C C3C . 1.478(11) ?
C1C C2C . 1.464(11) ?
C1C H11C . 0.9699 ?
C1C H12C . 0.9700 ?
C2C H21C . 0.9700 ?
C2C H22C . 0.9700 ?
C3C C4C . 1.51(2) ?
C3C H31C . 0.9700 ?
C3C H32C . 0.9700 ?
C4C H41C . 0.9700 ?
C4C H42C . 0.9700 ?
C5C C6C . 1.561(12) ?
C5C H51C . 0.9699 ?
C5C H52C . 0.9700 ?
C6C H61C . 0.9701 ?
C6C H62C . 0.9699 ?
C1CC C2CC . 1.6082 ?
C1CC H13C . 0.9700 ?
C1CC H14C . 0.9700 ?
C2CC H23C . 0.9699 ?
C2CC H24C . 0.9700 ?
C3CC C4CC . 1.588(19) ?
C3CC H33C . 0.9701 ?
C3CC H34C . 0.9700 ?
C4CC H43C . 0.9699 ?
C4CC H44C . 0.9701 ?
C5CC C6CC . 1.512(11) ?
C5CC H53C . 0.9700 ?
C5CC H54C . 0.9701 ?
C6CC H63C . 0.9700 ?
C6CC H64C . 0.9699 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1W H11W N2C . 0.85 2.10 2.948(2) 174
O1W H21W N2A . 0.85 2.08 2.928(2) 175
O2W H12W N1B . 0.85 2.09 2.935(2) 177
O2W H22W N1C 2_665 0.85 2.09 2.929(2) 172
O3W H13W N2B 1_665 0.85 2.10 2.952(2) 177
O3W H23W N1A . 0.85 2.09 2.934(2) 176
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3A N2A C1A C2A . . . . -57.7(3) ?
C5A N2A C1A C2A . . . . 59.1(3) ?
C6A N1A C2A C1A . . . . -59.1(3) ?
C4A N1A C2A C1A . . . . 57.9(3) ?
N2A C1A C2A N1A . . . . 0.0(4) ?
C1A N2A C3A C4A . . . . 56.1(3) ?
C5A N2A C3A C4A . . . . -60.2(3) ?
C2A N1A C4A C3A . . . . -59.7(3) ?
C6A N1A C4A C3A . . . . 56.9(3) ?
N2A C3A C4A N1A . . . . 2.4(4) ?
C3A N2A C5A C6A . . . . 58.7(3) ?
C1A N2A C5A C6A . . . . -59.5(3) ?
C2A N1A C6A C5A . . . . 58.8(3) ?
C4A N1A C6A C5A . . . . -58.4(3) ?
N2A C5A C6A N1A . . . . 0.7(3) ?
C3B N2B C1B C2B . . . . -51.8(7) ?
C5B N2B C1B C2B . . . . 61.9(7) ?
C4B N1B C2B C1B . . . . 59.5(6) ?
C6B N1B C2B C1B . . . . -57.9(6) ?
N2B C1B C2B N1B . . . . -4.5(8) ?
C1B N2B C3B C4B . . . . 53.1(6) ?
C5B N2B C3B C4B . . . . -61.7(6) ?
C2B N1B C4B C3B . . . . -57.9(5) ?
C6B N1B C4B C3B . . . . 58.8(5) ?
N2B C3B C4B N1B . . . . 2.4(7) ?
C1B N2B C5B C6B . . . . -57.4(6) ?
C3B N2B C5B C6B . . . . 62.5(6) ?
C4B N1B C6B C5B . . . . -57.4(5) ?
C2B N1B C6B C5B . . . . 61.3(5) ?
N2B C5B C6B N1B . . . . -3.7(7) ?
C5C N2C C1C C2C . . . . 55.3(12) ?
C3C N2C C1C C2C . . . . -57.5(12) ?
C6C N1C C2C C1C . . . . -56.7(13) ?
C4C N1C C2C C1C . . . . 59.1(13) ?
N2C C1C C2C N1C . . . . -1.4(15) ?
C1C N2C C3C C4C . . . . 60.2(11) ?
C5C N2C C3C C4C . . . . -55.2(10) ?
C6C N1C C4C C3C . . . . 64.3(12) ?
C2C N1C C4C C3C . . . . -54.2(12) ?
N2C C3C C4C N1C . . . . -5.2(14) ?
C1C N2C C5C C6C . . . . -52.2(9) ?
C3C N2C C5C C6C . . . . 59.9(9) ?
C2C N1C C6C C5C . . . . 57.3(10) ?
C4C N1C C6C C5C . . . . -59.2(11) ?
N2C C5C C6C N1C . . . . -2.7(10) ?
