#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/98/2209845.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_2209845
loop_
_publ_author_name
'Jorden Paul Kass'
'Cesar H. Zambrano'
'Matthias Zeller'
'Allen D. Hunter'
'Eric Efrain Dueno'
_publ_section_title
;
 2,8,14,20-Tetraphenylpyrogallol[4]arene dimethylformamide octasolvate
;
_journal_coeditor_code           HB2095
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3179
_journal_page_last               o3180
_journal_paper_doi               10.1107/S160053680602469X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C52 H40 O12, 8C3 H7 N O'
_chemical_formula_moiety         'C52 H40 O12, 8C3 H7 N O'
_chemical_formula_sum            'C76 H96 N8 O20'
_chemical_formula_weight         1441.61
_chemical_melting_point          632
_chemical_name_common            2,8,14,20-Tetra(phenyl)pyrogallol[4]arene
_chemical_name_systematic
;
2,8,14,20-Tetraphenylpyrogallol[4]arene dimethylformamide octasolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.282(5)
_cell_angle_beta                 101.099(5)
_cell_angle_gamma                106.854(5)
_cell_formula_units_Z            1
_cell_length_a                   12.199(4)
_cell_length_b                   12.397(4)
_cell_length_c                   13.712(4)
_cell_measurement_reflns_used    8495
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.59
_cell_measurement_theta_min      2.56
_cell_volume                     1831.4(10)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω
_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  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18122
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS in SAINT-Plus; Bruker, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.275
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     501
_refine_ls_number_reflns         8997
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0871P)²+0.3671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1691
_reflns_number_gt                5924
_reflns_number_total             8997
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2095.cif
_cod_data_source_block           I
_cod_original_cell_volume        1831.5(9)
_cod_database_code               2209845
_cod_database_fobs_code          2209845
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 O1 0.31161(14) -0.04065(14) 0.60839(14) 0.0333(4) Uani d . 1 . .
N N1 0.25617(16) 0.12137(17) 0.64951(15) 0.0254(4) Uani d . 1 . .
C C1 0.33408(19) 0.0673(2) 0.65680(18) 0.0273(5) Uani d . 1 . .
H H1 0.4129 0.1137 0.7021 0.033 Uiso calc R 1 . .
C C2 0.1351(2) 0.0559(2) 0.5769(2) 0.0339(6) Uani d . 1 . .
H H2C 0.1387 0.0385 0.5038 0.051 Uiso calc R 1 . .
H H2D 0.0855 0.1049 0.5891 0.051 Uiso calc R 1 . .
H H2E 0.1000 -0.0194 0.5891 0.051 Uiso calc R 1 . .
C C3 0.2873(2) 0.2479(2) 0.70856(19) 0.0289(5) Uani d . 1 . .
H H3C 0.3732 0.2839 0.7456 0.043 Uiso calc R 1 . .
H H3D 0.2419 0.2557 0.7601 0.043 Uiso calc R 1 . .
H H3E 0.2676 0.2892 0.6596 0.043 Uiso calc R 1 . .
O O2 0.3715(3) 0.2357(4) 0.4735(4) 0.0340(8) Uani d PDU 0.863(3) A 1
C C4 0.3017(3) 0.2879(3) 0.4568(2) 0.0286(6) Uani d PD 0.863(3) A 1
H H4 0.2300 0.2649 0.4762 0.034 Uiso calc PR 0.863(3) A 1
N N2 0.3185(2) 0.3742(2) 0.41351(19) 0.0303(6) Uani d PDU 0.863(3) A 1
C C5 0.2340(3) 0.4366(3) 0.4046(3) 0.0385(8) Uani d PDU 0.863(3) A 1
H H5C 0.1650 0.3985 0.4263 0.058 Uiso calc PR 0.863(3) A 1
H H5D 0.2069 0.4324 0.3312 0.058 Uiso calc PR 0.863(3) A 1
H H5E 0.2735 0.5207 0.4504 0.058 Uiso calc PR 0.863(3) A 1
C C6 0.4232(3) 0.4124(3) 0.3775(3) 0.0414(8) Uani d PD 0.863(3) A 1
H H6A 0.4823 0.3801 0.4046 0.062 Uiso calc PR 0.863(3) A 1
H H6B 0.4584 0.5001 0.4035 0.062 Uiso calc PR 0.863(3) A 1
H H6C 0.3995 0.3826 0.3000 0.062 Uiso calc PR 0.863(3) A 1
O O2C 0.346(3) 0.226(3) 0.483(3) 0.0340(8) Uani d PD 0.137(3) A 2
C C4C 0.3427(17) 0.2992(18) 0.4379(17) 0.0286(6) Uani d PD 0.137(3) A 2
H H4C 0.4020 0.3192 0.4033 0.034 Uiso calc PR 0.137(3) A 2
N N2C 0.2618(13) 0.3525(13) 0.4335(12) 0.0303(6) Uani d PD 0.137(3) A 2
C C5C 0.278(2) 0.453(2) 0.396(2) 0.0385(8) Uani d PD 0.137(3) A 2
H H5C1 0.3564 0.4762 0.3839 0.058 Uiso calc PR 0.137(3) A 2
H H5C2 0.2731 0.5202 0.4498 0.058 Uiso calc PR 0.137(3) A 2
H H5C3 0.2149 0.4300 0.3304 0.058 Uiso calc PR 0.137(3) A 2
C C6C 0.1593(14) 0.3203(18) 0.4742(15) 0.0414(8) Uani d PD 0.137(3) A 2
H H6C1 0.1419 0.2387 0.4763 0.062 Uiso calc PR 0.137(3) A 2
H H6C2 0.0894 0.3239 0.4280 0.062 Uiso calc PR 0.137(3) A 2
H H6C3 0.1779 0.3765 0.5457 0.062 Uiso calc PR 0.137(3) A 2
O O3 0.74920(14) 0.90029(14) 0.89433(13) 0.0282(4) Uani d . 1 B 1
N N3 0.67255(15) 0.96148(16) 0.76250(14) 0.0227(4) Uani d . 1 B 1
C C7 0.76129(19) 0.96283(19) 0.83541(17) 0.0230(4) Uani d . 1 B 1
H H7 0.8398 1.0146 0.8441 0.028 Uiso calc R 1 B 1
C C8 0.54917(19) 0.8842(2) 0.74269(19) 0.0297(5) Uani d . 1 B 1
H H8A 0.5196 0.8268 0.6704 0.045 Uiso calc R 1 B 1
H H8B 0.4991 0.9332 0.7514 0.045 Uiso calc R 1 B 1
H H8C 0.5458 0.8408 0.7930 0.045 Uiso calc R 1 B 1
C C9 0.6923(2) 1.0345(2) 0.69487(19) 0.0297(5) Uani d . 1 B 1
H H9A 0.7775 1.0835 0.7154 0.045 Uiso calc R 1 B 1
H H9B 0.6456 1.0869 0.7029 0.045 Uiso calc R 1 B 1
H H9C 0.6670 0.9821 0.6210 0.045 Uiso calc R 1 B 1
O O4 -0.02849(16) 0.91253(15) 0.72569(14) 0.0369(4) Uani d . 1 C 1
N N4 0.08930(17) 0.84605(17) 0.82835(16) 0.0279(4) Uani d . 1 C 1
C C10 -0.0153(2) 0.8451(2) 0.77530(19) 0.0292(5) Uani d . 1 C 1
H H10 -0.0858 0.7872 0.7758 0.035 Uiso calc R 1 C 1
C C11 0.2020(2) 0.9313(2) 0.8325(2) 0.0362(6) Uani d . 1 C 1
H H11A 0.1864 0.9800 0.7895 0.054 Uiso calc R 1 C 1
H H11B 0.2513 0.8879 0.8050 0.054 Uiso calc R 1 C 1
H H11C 0.2444 0.9834 0.9059 0.054 Uiso calc R 1 C 1
C C12 0.0940(2) 0.7637(2) 0.8862(2) 0.0334(5) Uani d . 1 C 1
H H12A 0.1253 0.8087 0.9622 0.050 Uiso calc R 1 C 1
H H12B 0.1466 0.7213 0.8648 0.050 Uiso calc R 1 C 1
H H12C 0.0133 0.7055 0.8705 0.050 Uiso calc R 1 C 1
C C1A 0.66115(19) 0.25181(19) 0.91647(17) 0.0243(4) Uani d . 1 D 1
H H1A1 0.7288 0.2446 0.8946 0.029 Uiso calc R 1 D 1
C C2A 0.5985(2) 0.1667(2) 0.95465(19) 0.0306(5) Uani d . 1 D 1
H H2A1 0.6243 0.1024 0.9593 0.037 Uiso calc R 1 D 1
C C3A 0.4998(2) 0.1754(2) 0.98562(19) 0.0345(6) Uani d . 1 D 1
H H3A1 0.4573 0.1171 1.0113 0.041 Uiso calc R 1 D 1
C C4A 0.4623(2) 0.2699(2) 0.9792(2) 0.0378(6) Uani d . 1 D 1
H H4A 0.3942 0.2763 1.0006 0.045 Uiso calc R 1 D 1
C C5A 0.52493(19) 0.3549(2) 0.94137(19) 0.0296(5) Uani d . 1 D 1
H H5A 0.4987 0.4189 0.9368 0.035 Uiso calc R 1 D 1
C C6A 0.62514(17) 0.34758(19) 0.91011(16) 0.0204(4) Uani d . 1 D 1
C C7A 0.69330(17) 0.44472(17) 0.87167(16) 0.0177(4) Uani d . 1 . 1
H H7A 0.6328 0.4737 0.8378 0.021 Uiso calc R 1 . 1
C C8A 0.74507(17) 0.39330(17) 0.78589(16) 0.0169(4) Uani d . 1 E 1
C C9A 0.66703(16) 0.32301(17) 0.68478(16) 0.0172(4) Uani d . 1 E 1
C C10A 0.70693(17) 0.26725(17) 0.60476(16) 0.0179(4) Uani d . 1 E 1
C C11A 0.82808(17) 0.28056(17) 0.62340(15) 0.0165(4) Uani d . 1 E 1
C C12A 0.90828(16) 0.35043(17) 0.72367(16) 0.0168(4) Uani d . 1 E 1
C C13A 0.86555(17) 0.40571(17) 0.80272(16) 0.0171(4) Uani d . 1 E 1
H H13A 0.9204 0.4535 0.8705 0.021 Uiso calc R 1 E 1
C C1B 1.23977(18) 0.51700(19) 0.75398(17) 0.0219(4) Uani d . 1 E 1
H H1B1 1.2799 0.4829 0.7968 0.026 Uiso calc R 1 E 1
C C2B 1.3062(2) 0.6099(2) 0.72625(18) 0.0276(5) Uani d . 1 E 1
H H2B1 1.3912 0.6391 0.7510 0.033 Uiso calc R 1 E 1
C C3B 1.2499(2) 0.6601(2) 0.66308(19) 0.0299(5) Uani d . 1 E 1
H H3B1 1.2957 0.7234 0.6443 0.036 Uiso calc R 1 E 1
C C4B 1.1258(2) 0.6171(2) 0.62755(19) 0.0288(5) Uani d . 1 E 1
H H4B 1.0863 0.6507 0.5838 0.035 Uiso calc R 1 E 1
C C5B 1.05914(19) 0.5250(2) 0.65568(18) 0.0244(5) Uani d . 1 E 1
H H5B 0.9742 0.4966 0.6310 0.029 Uiso calc R 1 E 1
C C6B 1.11444(17) 0.47313(18) 0.71952(16) 0.0186(4) Uani d . 1 E 1
C C7B 1.04044(16) 0.36534(17) 0.74297(15) 0.0165(4) Uani d . 1 E 1
H H7B 1.0418 0.2932 0.6898 0.020 Uiso calc R 1 E 1
C C8B 1.09230(16) 0.35832(17) 0.85051(15) 0.0164(4) Uani d . 1 E 1
C C9B 1.06900(16) 0.24441(17) 0.85955(16) 0.0176(4) Uani d . 1 E 1
C C10B 1.11424(17) 0.23081(18) 0.95522(17) 0.0190(4) Uani d . 1 E 1
C C11B 1.18962(17) 0.33193(18) 1.04200(16) 0.0190(4) Uani d . 1 E 1
C C12B 1.21629(17) 0.44726(18) 1.03517(16) 0.0179(4) Uani d . 1 . 1
C C13B 1.16358(17) 0.45734(18) 0.93973(16) 0.0180(4) Uani d . 1 E 1
H H13B 1.1769 0.5352 0.9355 0.022 Uiso calc R 1 E 1
O O1A 0.54856(12) 0.30995(14) 0.66641(12) 0.0223(3) Uani d . 1 E 1
H H1A 0.5127 0.2738 0.6018 0.033 Uiso calc R 1 E 1
O O2A 0.62121(12) 0.20383(14) 0.50824(11) 0.0232(3) Uani d . 1 E 1
H H2A 0.6411 0.1496 0.4738 0.035 Uiso calc R 1 E 1
O O3A 0.87216(12) 0.22918(13) 0.54627(11) 0.0216(3) Uani d . 1 E 1
H H3A 0.8160 0.1714 0.4986 0.032 Uiso calc R 1 E 1
O O1B 1.00058(13) 0.14664(13) 0.77173(12) 0.0223(3) Uani d . 1 E 1
H H1B 1.0080 0.0846 0.7814 0.033 Uiso calc R 1 E 1
O O2B 1.07824(13) 0.11569(13) 0.95740(12) 0.0254(3) Uani d . 1 E 1
H H2B 1.1297 0.1102 1.0044 0.038 Uiso calc R 1 E 1
O O3B 1.23926(14) 0.32294(14) 1.13777(11) 0.0248(3) Uani d . 1 E 1
H H3B 1.2480 0.2565 1.1273 0.037 Uiso calc R 1 E 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C3 . . 122.19(19)
C1 N1 C2 . . 120.15(19)
C3 N1 C2 . . 117.61(18)
O1 C1 N1 . . 124.5(2)
O1 C1 H1 . . 117.7
N1 C1 H1 . . 117.7
N1 C2 H2C . . 109.5
N1 C2 H2D . . 109.5
H2C C2 H2D . . 109.5
N1 C2 H2E . . 109.5
H2C C2 H2E . . 109.5
H2D C2 H2E . . 109.5
N1 C3 H3C . . 109.5
N1 C3 H3D . . 109.5
H3C C3 H3D . . 109.5
N1 C3 H3E . . 109.5
H3C C3 H3E . . 109.5
H3D C3 H3E . . 109.5
O2 C4 N2 . . 125.5(3)
O2 C4 H4 . . 117.3
N2 C4 H4 . . 117.3
C4 N2 C6 . . 121.4(3)
C4 N2 C5 . . 120.9(3)
C6 N2 C5 . . 117.6(3)
O2C C4C N2C . . 125(2)
O2C C4C H4C . . 117.5
N2C C4C H4C . . 117.5
C4C N2C C5C . . 121.0(16)
C4C N2C C6C . . 122.5(14)
C5C N2C C6C . . 116.3(15)
N2C C5C H5C1 . . 109.5
N2C C5C H5C2 . . 109.5
H5C1 C5C H5C2 . . 109.5
N2C C5C H5C3 . . 109.5
H5C1 C5C H5C3 . . 109.5
H5C2 C5C H5C3 . . 109.5
N2C C6C H6C1 . . 109.5
N2C C6C H6C2 . . 109.5
H6C1 C6C H6C2 . . 109.5
N2C C6C H6C3 . . 109.5
H6C1 C6C H6C3 . . 109.5
H6C2 C6C H6C3 . . 109.5
C7 N3 C8 . . 121.69(18)
C7 N3 C9 . . 122.10(18)
C8 N3 C9 . . 116.18(17)
O3 C7 N3 . . 124.5(2)
O3 C7 H7 . . 117.7
N3 C7 H7 . . 117.7
C10 N4 C11 . . 121.2(2)
C10 N4 C12 . . 121.1(2)
C11 N4 C12 . . 117.7(2)
O4 C10 N4 . . 125.9(2)
O4 C10 H10 . . 117.0
N4 C10 H10 . . 117.0
C2A C1A C6A . . 120.5(2)
C2A C1A H1A1 . . 119.7
C6A C1A H1A1 . . 119.7
C3A C2A C1A . . 120.4(2)
C3A C2A H2A1 . . 119.8
C1A C2A H2A1 . . 119.8
C2A C3A C4A . . 119.8(2)
C2A C3A H3A1 . . 120.1
C4A C3A H3A1 . . 120.1
C3A C4A C5A . . 119.8(2)
C3A C4A H4A . . 120.1
C5A C4A H4A . . 120.1
C6A C5A C4A . . 121.1(2)
C6A C5A H5A . . 119.4
C4A C5A H5A . . 119.4
C5A C6A C1A . . 118.4(2)
C5A C6A C7A . . 119.42(19)
C1A C6A C7A . . 122.20(18)
C8A C7A C12B . 2_767 114.82(16)
C8A C7A C6A . . 111.36(16)
C12B C7A C6A 2_767 . 110.94(16)
C8A C7A H7A . . 106.4
C12B C7A H7A 2_767 . 106.4
C6A C7A H7A . . 106.4
C13A C8A C9A . . 117.21(18)
C13A C8A C7A . . 124.12(17)
C9A C8A C7A . . 118.56(17)
O1A C9A C10A . . 120.22(17)
O1A C9A C8A . . 118.19(17)
C10A C9A C8A . . 121.59(17)
O2A C10A C9A . . 115.48(17)
O2A C10A C11A . . 124.19(18)
C9A C10A C11A . . 120.29(18)
O3A C11A C12A . . 118.16(16)
O3A C11A C10A . . 122.41(17)
C12A C11A C10A . . 119.42(18)
C13A C12A C11A . . 119.02(17)
C13A C12A C7B . . 121.93(17)
C11A C12A C7B . . 119.04(17)
C12A C13A C8A . . 122.47(18)
C12A C13A H13A . . 118.8
C8A C13A H13A . . 118.8
C2B C1B C6B . . 120.78(19)
C2B C1B H1B1 . . 119.6
C6B C1B H1B1 . . 119.6
C3B C2B C1B . . 120.7(2)
C3B C2B H2B1 . . 119.7
C1B C2B H2B1 . . 119.7
C2B C3B C4B . . 119.3(2)
C2B C3B H3B1 . . 120.4
C4B C3B H3B1 . . 120.4
C3B C4B C5B . . 120.2(2)
C3B C4B H4B . . 119.9
C5B C4B H4B . . 119.9
C4B C5B C6B . . 121.3(2)
C4B C5B H5B . . 119.3
C6B C5B H5B . . 119.3
C5B C6B C1B . . 117.68(18)
C5B C6B C7B . . 120.86(17)
C1B C6B C7B . . 121.26(17)
C8B C7B C12A . . 111.25(16)
C8B C7B C6B . . 114.99(16)
C12A C7B C6B . . 113.15(15)
C8B C7B H7B . . 105.5
C12A C7B H7B . . 105.5
C6B C7B H7B . . 105.5
C13B C8B C9B . . 117.82(17)
C13B C8B C7B . . 124.39(17)
C9B C8B C7B . . 117.77(17)
O1B C9B C10B . . 120.84(18)
O1B C9B C8B . . 118.11(17)
C10B C9B C8B . . 121.05(18)
O2B C10B C9B . . 116.17(18)
O2B C10B C11B . . 124.26(18)
C9B C10B C11B . . 119.55(18)
O3B C11B C10B . . 121.78(18)
O3B C11B C12B . . 117.43(18)
C10B C11B C12B . . 120.78(18)
C13B C12B C11B . . 117.77(18)
C13B C12B C7A . 2_767 122.50(18)
C11B C12B C7A . 2_767 119.62(17)
C8B C13B C12B . . 122.87(18)
C8B C13B H13B . . 118.6
C12B C13B H13B . . 118.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C1 . 1.248(3)
N1 C1 . 1.315(3)
N1 C3 . 1.459(3)
N1 C2 . 1.465(3)
C1 H1 . 0.9500
C2 H2C . 0.9800
C2 H2D . 0.9800
C2 H2E . 0.9800
C3 H3C . 0.9800
C3 H3D . 0.9800
C3 H3E . 0.9800
O2 C4 . 1.232(4)
C4 N2 . 1.339(3)
C4 H4 . 0.9500
N2 C6 . 1.455(4)
N2 C5 . 1.463(4)
C5 H5C . 0.9800
C5 H5D . 0.9800
C5 H5E . 0.9800
C6 H6A . 0.9800
C6 H6B . 0.9800
C6 H6C . 0.9800
O2C C4C . 1.234(17)
C4C N2C . 1.338(15)
C4C H4C . 0.9500
N2C C5C . 1.438(16)
N2C C6C . 1.459(15)
C5C H5C1 . 0.9800
C5C H5C2 . 0.9800
C5C H5C3 . 0.9800
C6C H6C1 . 0.9800
C6C H6C2 . 0.9800
C6C H6C3 . 0.9800
O3 C7 . 1.259(3)
N3 C7 . 1.317(3)
N3 C8 . 1.458(3)
N3 C9 . 1.463(3)
C7 H7 . 0.9500
C8 H8A . 0.9800
C8 H8B . 0.9800
C8 H8C . 0.9800
C9 H9A . 0.9800
C9 H9B . 0.9800
C9 H9C . 0.9800
O4 C10 . 1.235(3)
N4 C10 . 1.336(3)
N4 C11 . 1.451(3)
N4 C12 . 1.456(3)
C10 H10 . 0.9500
C11 H11A . 0.9800
C11 H11B . 0.9800
C11 H11C . 0.9800
C12 H12A . 0.9800
C12 H12B . 0.9800
C12 H12C . 0.9800
C1A C2A . 1.396(3)
C1A C6A . 1.397(3)
C1A H1A1 . 0.9500
C2A C3A . 1.375(4)
C2A H2A1 . 0.9500
C3A C4A . 1.392(4)
C3A H3A1 . 0.9500
C4A C5A . 1.392(3)
C4A H4A . 0.9500
C5A C6A . 1.390(3)
C5A H5A . 0.9500
C6A C7A . 1.530(3)
C7A C8A . 1.521(3)
C7A C12B 2_767 1.530(3)
C7A H7A . 1.0000
C8A C13A . 1.399(3)
C8A C9A . 1.401(3)
C9A O1A . 1.372(2)
C9A C10A . 1.385(3)
C10A O2A . 1.380(2)
C10A C11A . 1.403(3)
C11A O3A . 1.370(2)
C11A C12A . 1.400(3)
C12A C13A . 1.396(3)
C12A C7B . 1.530(3)
C13A H13A . 0.9500
C1B C2B . 1.391(3)
C1B C6B . 1.400(3)
C1B H1B1 . 0.9500
C2B C3B . 1.384(3)
C2B H2B1 . 0.9500
C3B C4B . 1.387(3)
C3B H3B1 . 0.9500
C4B C5B . 1.389(3)
C4B H4B . 0.9500
C5B C6B . 1.398(3)
C5B H5B . 0.9500
C6B C7B . 1.531(3)
C7B C8B . 1.524(3)
C7B H7B . 1.0000
C8B C13B . 1.393(3)
C8B C9B . 1.401(3)
C9B O1B . 1.369(2)
C9B C10B . 1.395(3)
C10B O2B . 1.377(2)
C10B C11B . 1.399(3)
C11B O3B . 1.383(2)
C11B C12B . 1.404(3)
C12B C13B . 1.397(3)
C12B C7A 2_767 1.530(3)
C13B H13B . 0.9500
O1A H1A . 0.8400
O2A H2A . 0.8400
O3A H3A . 0.8400
O1B H1B . 0.8400
O2B H2B . 0.8400
O3B H3B . 0.8400
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
O1A H1A O2 . 0.84 2.05 2.805(5) 149
O1A H1A O2A . 0.84 2.21 2.671(2) 115
O2A H2A O1 2_656 0.84 1.82 2.661(2) 175
O3A H3A O1 2_656 0.84 1.90 2.739(2) 180
O1B H1B O4 1_645 0.84 1.95 2.702(2) 149
O1B H1B O2B . 0.84 2.29 2.706(2) 111
O2B H2B O3 2_767 0.84 1.88 2.722(2) 177
O3B H3B O3 2_767 0.84 1.90 2.735(2) 174
