#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/23/2202325.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_2202325
loop_
_publ_author_name
'Winkler, Torsten'
'Herges, Rainer'
'Jones, Peter G.'
'Dix, Ina'
_publ_section_title
;A tetrakis(secondary amide) derivative of quadricyclane:
 3-isopropylidene-tetracyclo[3.2.0.0^2,7^.0^4,6^]heptane-1,5,6,7-tetracarboxylic
 acid tetrakis(tert-butylamide)
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1106
_journal_page_last               o1107
_journal_paper_doi               10.1107/S1600536803013904
_journal_volume                  59
_journal_year                    2003
_chemical_formula_sum            'C30 H48 N4 O4'
_chemical_formula_weight         528.72
_chemical_name_systematic
;
 3-Isopropylidene-tetracyclo[3.2.0.0^2,7^.0^4,5^]heptane-
 1,5,6,7-tetracarboxylic acid tetrakis(tert-butylamide)
;
_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                92.574(3)
_cell_angle_beta                 106.831(3)
_cell_angle_gamma                105.554(3)
_cell_formula_units_Z            2
_cell_length_a                   9.9831(8)
_cell_length_b                   12.2324(10)
_cell_length_c                   13.9644(10)
_cell_measurement_reflns_used    5756
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2
_cell_volume                     1558.5(2)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    ' XP (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       ω-scan
_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  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14409
_diffrn_reflns_theta_full        26.30
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.54
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.178
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0374
_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)+(0.0485P)²+0.2051P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.1031
_reflns_number_gt                4684
_reflns_number_total             6352
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6293.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2202325
_cod_database_fobs_code          2202325
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
O1 0.60747(11) 0.47639(8) 0.64218(8) 0.0417(3) Uani d . 1 . . O
O2 0.43366(10) 0.10456(7) 0.70203(7) 0.0356(2) Uani d . 1 . . O
O3 0.17048(11) 0.23915(8) 0.87880(7) 0.0347(2) Uani d . 1 . . O
O4 0.28301(11) 0.59070(7) 0.77216(7) 0.0351(2) Uani d . 1 . . O
N1 0.49918(15) 0.60357(9) 0.68437(9) 0.0370(3) Uani d . 1 . . N
H01 0.4307(18) 0.6122(13) 0.7077(12) 0.045(5) Uiso d . 1 . . H
N2 0.60441(12) 0.26198(10) 0.68533(8) 0.0309(3) Uani d . 1 . . N
H02 0.6165(16) 0.3373(14) 0.6724(11) 0.042(4) Uiso d . 1 . . H
N3 0.25743(12) 0.10357(9) 0.82410(9) 0.0295(3) Uani d . 1 . . N
H03 0.3045(17) 0.0890(12) 0.7853(11) 0.036(4) Uiso d . 1 . . H
N4 0.26571(12) 0.47241(9) 0.89138(8) 0.0261(2) Uani d . 1 . . N
H04 0.2378(15) 0.3975(13) 0.8985(11) 0.034(4) Uiso d . 1 . . H
C1 0.37739(14) 0.40315(10) 0.66910(9) 0.0259(3) Uani d . 1 . . C
C2 0.21965(14) 0.40172(11) 0.61595(9) 0.0269(3) Uani d . 1 . . C
H2 0.1981 0.4715 0.5886 0.032 Uiso calc R 1 . . H
C3 0.13231(14) 0.28643(11) 0.56195(9) 0.0268(3) Uani d . 1 . . C
C4 0.20270(13) 0.21392(11) 0.62881(9) 0.0256(3) Uani d . 1 . . C
H4 0.1666 0.1286 0.6122 0.031 Uiso calc R 1 . . H
C5 0.36551(13) 0.27441(10) 0.67752(9) 0.0250(3) Uani d . 1 . . C
C6 0.25752(13) 0.26996(10) 0.73879(9) 0.0241(3) Uani d . 1 . . C
C7 0.26756(13) 0.39779(10) 0.72941(9) 0.0245(3) Uani d . 1 . . C
C8 0.02138(15) 0.25601(12) 0.47614(10) 0.0336(3) Uani d . 1 . . C
C9 -0.05601(18) 0.13288(13) 0.43273(11) 0.0448(4) Uani d . 1 . . C
H9A -0.0320 0.1157 0.3716 0.054 Uiso calc R 1 . . H
H9B -0.1620 0.1192 0.4159 0.054 Uiso calc R 1 . . H
H9C -0.0245 0.0834 0.4824 0.054 Uiso calc R 1 . . H
C10 -0.03578(19) 0.34118(14) 0.41501(12) 0.0501(4) Uani d . 1 . . C
H10A 0.0248 0.4189 0.4459 0.060 Uiso calc R 1 . . H
H10B -0.1371 0.3320 0.4131 0.060 Uiso calc R 1 . . H
H10C -0.0324 0.3282 0.3461 0.060 Uiso calc R 1 . . H
C11 0.50598(15) 0.49833(11) 0.66517(9) 0.0299(3) Uani d . 1 . . C
C12 0.60886(19) 0.71080(12) 0.68096(11) 0.0453(4) Uani d . 1 . . C
C13 0.7567(2) 0.71772(17) 0.75515(17) 0.0929(9) Uani d . 1 . . C
H13A 0.7502 0.7201 0.8239 0.112 Uiso calc R 1 . . H
H13B 0.8297 0.7872 0.7502 0.112 Uiso calc R 1 . . H
H13C 0.7857 0.6503 0.7393 0.112 Uiso calc R 1 . . H
C14 0.6179(2) 0.71641(14) 0.57472(13) 0.0539(5) Uani d . 1 . . C
H14A 0.6548 0.6547 0.5561 0.065 Uiso calc R 1 . . H
H14B 0.6845 0.7905 0.5718 0.065 Uiso calc R 1 . . H
H14C 0.5203 0.7077 0.5276 0.065 Uiso calc R 1 . . H
C15 0.5523(3) 0.80717(14) 0.71019(15) 0.0763(7) Uani d . 1 . . C
H15A 0.4612 0.8052 0.6580 0.092 Uiso calc R 1 . . H
H15B 0.6257 0.8810 0.7165 0.092 Uiso calc R 1 . . H
H15C 0.5335 0.7974 0.7749 0.092 Uiso calc R 1 . . H
C16 0.47254(14) 0.20635(11) 0.68937(9) 0.0275(3) Uani d . 1 . . C
C17 0.72657(15) 0.21211(13) 0.69405(11) 0.0380(3) Uani d . 1 . . C
C18 0.85528(18) 0.31059(16) 0.68948(16) 0.0623(5) Uani d . 1 . . C
H18A 0.8279 0.3419 0.6257 0.075 Uiso calc R 1 . . H
H18B 0.9396 0.2824 0.6937 0.075 Uiso calc R 1 . . H
H18C 0.8810 0.3707 0.7461 0.075 Uiso calc R 1 . . H
C19 0.6843(2) 0.11741(15) 0.60645(13) 0.0530(4) Uani d . 1 . . C
H19A 0.5974 0.0574 0.6077 0.064 Uiso calc R 1 . . H
H19B 0.7655 0.0848 0.6129 0.064 Uiso calc R 1 . . H
H19C 0.6628 0.1493 0.5425 0.064 Uiso calc R 1 . . H
C20 0.76546(18) 0.16537(16) 0.79443(12) 0.0522(4) Uani d . 1 . . C
H20A 0.7890 0.2264 0.8498 0.063 Uiso calc R 1 . . H
H20B 0.8504 0.1371 0.8013 0.063 Uiso calc R 1 . . H
H20C 0.6820 0.1025 0.7967 0.063 Uiso calc R 1 . . H
C21 0.22703(13) 0.20304(10) 0.82121(9) 0.0250(3) Uani d . 1 . . C
C22 0.22689(15) 0.02095(11) 0.89486(10) 0.0327(3) Uani d . 1 . . C
C23 0.3111(2) 0.07463(14) 1.00274(12) 0.0579(5) Uani d . 1 . . C
H23A 0.4162 0.0989 1.0113 0.069 Uiso calc R 1 . . H
H23B 0.2911 0.0185 1.0486 0.069 Uiso calc R 1 . . H
H23C 0.2805 0.1413 1.0183 0.069 Uiso calc R 1 . . H
C24 0.06388(17) -0.01849(14) 0.88008(14) 0.0526(4) Uani d . 1 . . C
H24A 0.0337 0.0453 0.9029 0.063 Uiso calc R 1 . . H
H24B 0.0423 -0.0815 0.9194 0.063 Uiso calc R 1 . . H
H24C 0.0102 -0.0447 0.8084 0.063 Uiso calc R 1 . . H
C25 0.2765(2) -0.08014(14) 0.86738(14) 0.0584(5) Uani d . 1 . . C
H25A 0.2157 -0.1174 0.7992 0.070 Uiso calc R 1 . . H
H25B 0.2665 -0.1351 0.9157 0.070 Uiso calc R 1 . . H
H25C 0.3792 -0.0529 0.8696 0.070 Uiso calc R 1 . . H
C26 0.27135(13) 0.49490(10) 0.80019(9) 0.0258(3) Uani d . 1 . . C
C27 0.26760(14) 0.55655(11) 0.97165(10) 0.0293(3) Uani d . 1 . . C
C28 0.40649(15) 0.65728(12) 0.99792(11) 0.0386(3) Uani d . 1 . . C
H28A 0.4924 0.6291 1.0182 0.046 Uiso calc R 1 . . H
H28B 0.4088 0.7102 1.0536 0.046 Uiso calc R 1 . . H
H28C 0.4076 0.6973 0.9388 0.046 Uiso calc R 1 . . H
C29 0.26686(18) 0.49287(13) 1.06292(11) 0.0411(4) Uani d . 1 . . C
H29A 0.1808 0.4253 1.0446 0.049 Uiso calc R 1 . . H
H29B 0.2634 0.5435 1.1180 0.049 Uiso calc R 1 . . H
H29C 0.3559 0.4689 1.0849 0.049 Uiso calc R 1 . . H
C30 0.13083(15) 0.59655(13) 0.93642(11) 0.0369(3) Uani d . 1 . . C
H30A 0.1324 0.6359 0.8770 0.044 Uiso calc R 1 . . H
H30B 0.1291 0.6493 0.9907 0.044 Uiso calc R 1 . . H
H30C 0.0433 0.5302 0.9190 0.044 Uiso calc R 1 . . H
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_publ_flag
C11 N1 C12 125.83(14) ?
C11 N1 H01 118.4(11) ?
C12 N1 H01 115.3(11) ?
C16 N2 C17 125.57(12) ?
C16 N2 H02 115.3(9) ?
C17 N2 H02 119.1(9) ?
C21 N3 C22 125.12(12) ?
C21 N3 H03 117.1(10) ?
C22 N3 H03 117.6(10) ?
C26 N4 C27 124.96(11) ?
C26 N4 H04 115.6(9) ?
C27 N4 H04 117.9(9) ?
C11 C1 C2 121.94(11) y
C11 C1 C7 131.31(11) y
C2 C1 C7 59.22(8) y
C11 C1 C5 128.87(11) y
C2 C1 C5 103.65(10) y
C7 C1 C5 90.15(9) y
C3 C2 C7 110.03(10) y
C3 C2 C1 110.17(10) y
C7 C2 C1 61.23(8) y
C3 C2 H2 120.4 ?
C7 C2 H2 120.4 ?
C1 C2 H2 120.4 ?
C8 C3 C4 129.46(12) y
C8 C3 C2 129.68(12) y
C4 C3 C2 100.86(10) y
C3 C4 C5 110.45(10) y
C3 C4 C6 110.26(10) y
C5 C4 C6 60.99(8) y
C3 C4 H4 120.3 ?
C5 C4 H4 120.3 ?
C6 C4 H4 120.3 ?
C16 C5 C4 119.22(10) y
C16 C5 C6 126.12(10) y
C4 C5 C6 59.76(8) y
C16 C5 C1 133.63(11) y
C4 C5 C1 103.53(10) y
C6 C5 C1 89.62(9) y
C21 C6 C4 121.26(10) y
C21 C6 C5 133.07(10) y
C4 C6 C5 59.25(8) y
C21 C6 C7 128.32(11) y
C4 C6 C7 103.36(9) y
C5 C6 C7 90.53(9) y
C26 C7 C2 119.96(10) y
C26 C7 C6 133.30(11) y
C2 C7 C6 104.02(10) y
C26 C7 C1 124.74(11) y
C2 C7 C1 59.56(8) y
C6 C7 C1 89.69(9) y
C3 C8 C9 122.18(12) ?
C3 C8 C10 123.03(13) ?
C9 C8 C10 114.79(12) ?
C8 C9 H9A 109.5 ?
C8 C9 H9B 109.5 ?
H9A C9 H9B 109.5 ?
C8 C9 H9C 109.5 ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C8 C10 H10A 109.5 ?
C8 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C8 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
O1 C11 N1 124.05(13) ?
O1 C11 C1 120.21(12) ?
N1 C11 C1 115.71(13) ?
N1 C12 C14 110.00(12) ?
N1 C12 C13 109.94(13) ?
C14 C12 C13 110.85(17) ?
N1 C12 C15 105.49(14) ?
C14 C12 C15 109.47(13) ?
C13 C12 C15 110.95(16) ?
C12 C13 H13A 109.5 ?
C12 C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
C12 C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
C12 C14 H14A 109.5 ?
C12 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
C12 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
C12 C15 H15A 109.5 ?
C12 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
C12 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
O2 C16 N2 124.86(12) ?
O2 C16 C5 119.03(11) ?
N2 C16 C5 116.11(11) ?
N2 C17 C20 110.13(12) ?
N2 C17 C19 109.98(12) ?
C20 C17 C19 110.40(13) ?
N2 C17 C18 105.64(12) ?
C20 C17 C18 110.12(14) ?
C19 C17 C18 110.46(14) ?
C17 C18 H18A 109.5 ?
C17 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
C17 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
C17 C19 H19A 109.5 ?
C17 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C17 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C17 C20 H20A 109.5 ?
C17 C20 H20B 109.5 ?
H20A C20 H20B 109.5 ?
C17 C20 H20C 109.5 ?
H20A C20 H20C 109.5 ?
H20B C20 H20C 109.5 ?
O3 C21 N3 123.94(12) ?
O3 C21 C6 119.61(11) ?
N3 C21 C6 116.36(11) ?
N3 C22 C23 110.44(11) ?
N3 C22 C24 109.76(11) ?
C23 C22 C24 110.46(14) ?
N3 C22 C25 105.83(12) ?
C23 C22 C25 110.59(13) ?
C24 C22 C25 109.66(13) ?
C22 C23 H23A 109.5 ?
C22 C23 H23B 109.5 ?
H23A C23 H23B 109.5 ?
C22 C23 H23C 109.5 ?
H23A C23 H23C 109.5 ?
H23B C23 H23C 109.5 ?
C22 C24 H24A 109.5 ?
C22 C24 H24B 109.5 ?
H24A C24 H24B 109.5 ?
C22 C24 H24C 109.5 ?
H24A C24 H24C 109.5 ?
H24B C24 H24C 109.5 ?
C22 C25 H25A 109.5 ?
C22 C25 H25B 109.5 ?
H25A C25 H25B 109.5 ?
C22 C25 H25C 109.5 ?
H25A C25 H25C 109.5 ?
H25B C25 H25C 109.5 ?
O4 C26 N4 124.08(12) ?
O4 C26 C7 119.07(11) ?
N4 C26 C7 116.82(11) ?
N4 C27 C29 105.65(11) ?
N4 C27 C28 110.38(11) ?
C29 C27 C28 109.59(12) ?
N4 C27 C30 109.21(11) ?
C29 C27 C30 110.74(12) ?
C28 C27 C30 111.13(11) ?
C27 C28 H28A 109.5 ?
C27 C28 H28B 109.5 ?
H28A C28 H28B 109.5 ?
C27 C28 H28C 109.5 ?
H28A C28 H28C 109.5 ?
H28B C28 H28C 109.5 ?
C27 C29 H29A 109.5 ?
C27 C29 H29B 109.5 ?
H29A C29 H29B 109.5 ?
C27 C29 H29C 109.5 ?
H29A C29 H29C 109.5 ?
H29B C29 H29C 109.5 ?
C27 C30 H30A 109.5 ?
C27 C30 H30B 109.5 ?
H30A C30 H30B 109.5 ?
C27 C30 H30C 109.5 ?
H30A C30 H30C 109.5 ?
H30B C30 H30C 109.5 ?
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
O1 C11 . 1.2362(16) ?
O2 C16 . 1.2379(15) ?
O3 C21 . 1.2350(15) ?
O4 C26 . 1.2387(15) ?
N1 C11 . 1.3267(18) ?
N1 C12 . 1.4789(18) ?
N1 H01 . 0.866(16) ?
N2 C16 . 1.3287(17) ?
N2 C17 . 1.4811(17) ?
N2 H02 . 0.930(16) ?
N3 C21 . 1.3302(16) ?
N3 C22 . 1.4799(16) ?
N3 H03 . 0.854(16) ?
N4 C26 . 1.3285(16) ?
N4 C27 . 1.4799(16) ?
N4 H04 . 0.903(15) ?
C1 C11 . 1.5005(18) ?
C1 C2 . 1.5291(18) y
C1 C7 . 1.5546(18) y
C1 C5 . 1.5597(16) y
C2 C3 . 1.4772(18) y
C2 C7 . 1.5237(17) y
C2 H2 . 1.0000 ?
C3 C8 . 1.3309(18) y
C3 C4 . 1.4767(17) y
C4 C5 . 1.5237(17) y
C4 C6 . 1.5316(17) y
C4 H4 . 1.0000 ?
C5 C16 . 1.4998(17) ?
C5 C6 . 1.5505(17) y
C6 C21 . 1.4971(17) ?
C6 C7 . 1.5537(16) ?
C7 C26 . 1.4961(17) ?
C8 C9 . 1.502(2) ?
C8 C10 . 1.5021(19) ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C12 C14 . 1.516(2) ?
C12 C13 . 1.516(3) ?
C12 C15 . 1.524(2) ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
C15 H15A . 0.9800 ?
C15 H15B . 0.9800 ?
C15 H15C . 0.9800 ?
C17 C20 . 1.523(2) ?
C17 C19 . 1.526(2) ?
C17 C18 . 1.527(2) ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
C22 C23 . 1.513(2) ?
C22 C24 . 1.516(2) ?
C22 C25 . 1.522(2) ?
C23 H23A . 0.9800 ?
C23 H23B . 0.9800 ?
C23 H23C . 0.9800 ?
C24 H24A . 0.9800 ?
C24 H24B . 0.9800 ?
C24 H24C . 0.9800 ?
C25 H25A . 0.9800 ?
C25 H25B . 0.9800 ?
C25 H25C . 0.9800 ?
C27 C29 . 1.5241(19) ?
C27 C28 . 1.5245(19) ?
C27 C30 . 1.5285(19) ?
C28 H28A . 0.9800 ?
C28 H28B . 0.9800 ?
C28 H28C . 0.9800 ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C30 H30A . 0.9800 ?
C30 H30B . 0.9800 ?
C30 H30C . 0.9800 ?
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
N1 H01 O4 0.866(16) 1.906(17) 2.7481(17) 163.7(15)
N2 H02 O1 0.930(16) 1.790(16) 2.7116(15) 170.5(14)
N3 H03 O2 0.854(16) 1.951(16) 2.7799(16) 163.2(14)
N4 H04 O3 0.903(15) 1.851(15) 2.7350(14) 165.8(13)
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_publ_flag
C11 C1 C2 C3 135.33(12) ?
C7 C1 C2 C3 -102.39(11) ?
C5 C1 C2 C3 -20.52(13) ?
C11 C1 C2 C7 -122.28(13) ?
C5 C1 C2 C7 81.87(10) ?
C7 C2 C3 C8 147.41(14) ?
C1 C2 C3 C8 -146.91(14) ?
C7 C2 C3 C4 -33.09(13) ?
C1 C2 C3 C4 32.58(13) ?
C8 C3 C4 C5 146.62(14) ?
C2 C3 C4 C5 -32.87(13) ?
C8 C3 C4 C6 -147.83(14) ?
C2 C3 C4 C6 32.67(13) ?
C3 C4 C5 C16 -140.42(11) ?
C6 C4 C5 C16 117.11(12) ?
C3 C4 C5 C6 102.46(11) ?
C3 C4 C5 C1 20.98(13) ?
C6 C4 C5 C1 -81.48(10) ?
C11 C1 C5 C16 3.6(2) ?
C2 C1 C5 C16 157.16(13) ?
C7 C1 C5 C16 -144.58(14) ?
C11 C1 C5 C4 -153.75(12) ?
C2 C1 C5 C4 -0.23(12) ?
C7 C1 C5 C4 58.03(10) ?
C11 C1 C5 C6 147.56(13) ?
C2 C1 C5 C6 -58.92(10) ?
C7 C1 C5 C6 -0.66(9) ?
C3 C4 C6 C21 132.58(12) ?
C5 C4 C6 C21 -124.64(13) ?
C3 C4 C6 C5 -102.78(11) ?
C3 C4 C6 C7 -20.27(13) ?
C5 C4 C6 C7 82.51(9) ?
C16 C5 C6 C21 -0.2(2) ?
C4 C5 C6 C21 105.69(15) ?
C1 C5 C6 C21 -148.37(13) ?
C16 C5 C6 C4 -105.91(13) ?
C1 C5 C6 C4 105.94(9) ?
C16 C5 C6 C7 148.81(12) ?
C4 C5 C6 C7 -105.28(9) ?
C1 C5 C6 C7 0.66(9) ?
C3 C2 C7 C26 -142.28(12) ?
C1 C2 C7 C26 115.10(13) ?
C3 C2 C7 C6 21.43(13) ?
C1 C2 C7 C6 -81.19(10) ?
C3 C2 C7 C1 102.62(11) ?
C21 C6 C7 C26 9.6(2) ?
C4 C6 C7 C26 159.82(13) ?
C5 C6 C7 C26 -141.74(14) ?
C21 C6 C7 C2 -150.87(12) ?
C4 C6 C7 C2 -0.68(12) ?
C5 C6 C7 C2 57.76(10) ?
C21 C6 C7 C1 150.71(12) ?
C4 C6 C7 C1 -59.11(10) ?
C5 C6 C7 C1 -0.66(9) ?
C11 C1 C7 C26 -0.1(2) ?
C2 C1 C7 C26 -107.30(13) ?
C5 C1 C7 C26 146.85(11) ?
C11 C1 C7 C2 107.24(15) ?
C5 C1 C7 C2 -105.85(10) ?
C11 C1 C7 C6 -146.25(13) ?
C2 C1 C7 C6 106.51(9) ?
C5 C1 C7 C6 0.66(9) ?
C4 C3 C8 C9 1.3(2) ?
C2 C3 C8 C9 -179.38(14) ?
C4 C3 C8 C10 -178.44(14) ?
C2 C3 C8 C10 0.9(2) ?
C12 N1 C11 O1 0.5(2) ?
C12 N1 C11 C1 -177.32(12) ?
C2 C1 C11 O1 -130.25(13) y
C7 C1 C11 O1 154.52(13) y
C5 C1 C11 O1 19.0(2) y
C2 C1 C11 N1 47.65(17) y
C7 C1 C11 N1 -27.58(19) y
C5 C1 C11 N1 -163.06(12) y
C11 N1 C12 C14 62.8(2) ?
C11 N1 C12 C13 -59.5(2) ?
C11 N1 C12 C15 -179.19(15) ?
C17 N2 C16 O2 0.7(2) ?
C17 N2 C16 C5 -179.33(12) ?
C4 C5 C16 O2 -31.00(17) y
C6 C5 C16 O2 41.16(18) y
C1 C5 C16 O2 174.36(12) y
C4 C5 C16 N2 149.03(11) y
C6 C5 C16 N2 -138.80(12) y
C1 C5 C16 N2 -5.6(2) y
C16 N2 C17 C20 -58.67(18) ?
C16 N2 C17 C19 63.23(18) ?
C16 N2 C17 C18 -177.55(14) ?
C22 N3 C21 O3 0.9(2) ?
C22 N3 C21 C6 -175.86(11) ?
C4 C6 C21 O3 -127.28(13) y
C5 C6 C21 O3 157.28(13) y
C7 C6 C21 O3 18.26(19) y
C4 C6 C21 N3 49.60(16) y
C5 C6 C21 N3 -25.85(19) y
C7 C6 C21 N3 -164.86(11) y
C21 N3 C22 C23 -61.86(18) ?
C21 N3 C22 C24 60.16(17) ?
C21 N3 C22 C25 178.42(13) ?
C27 N4 C26 O4 2.1(2) ?
C27 N4 C26 C7 -179.76(11) ?
C2 C7 C26 O4 -23.46(18) y
C6 C7 C26 O4 178.49(12) y
C1 C7 C26 O4 48.36(17) y
C2 C7 C26 N4 158.29(11) y
C6 C7 C26 N4 0.2(2) y
C1 C7 C26 N4 -129.89(13) y
C26 N4 C27 C29 -177.27(12) ?
C26 N4 C27 C28 -58.87(16) ?
C26 N4 C27 C30 63.58(16) ?
