#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/39/2013933.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_2013933
loop_
_publ_author_name
'Steel, Peter J.'
'Brimble, Margaret A.'
'Hopkins, Brian'
'Rennison, David'
_publ_section_title
;
 Two stereoisomers of the rat toxicant norbormide
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o374
_journal_page_last               o376
_journal_paper_doi               10.1107/S0108270104006845
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C33 H25 N3 O3, 0.5C4 H8 O2'
_chemical_formula_moiety         'C33 H25 N3 O3, 0.5C4 H8 O2'
_chemical_formula_sum            'C35 H29 N3 O4'
_chemical_formula_weight         555.61
_chemical_name_common
'trans-endo-threo-norbormide ethyl acetate hemi-solvate'
_chemical_name_systematic
;
5-[hydroxy(phenyl)(2-pyridyl)methyl]-8-[phenyl(2-pyridyl)methylene]-
3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione ethyl acetate
hemisolvate
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_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                 110.834(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.999(3)
_cell_length_b                   12.614(2)
_cell_length_c                   13.063(2)
_cell_measurement_reflns_used    3124
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.96
_cell_measurement_theta_min      2.33
_cell_volume                     2771.9(8)
_computing_cell_refinement       'Bruker SAINT (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL ((Bruker, 1997))'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and 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  0.1585
_diffrn_reflns_av_sigmaI/netI    0.1837
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            31232
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.32
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.231
_refine_ls_extinction_coef       0.0046(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         4870
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.885
_refine_ls_R_factor_all          0.1853
_refine_ls_R_factor_gt           0.0616
_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)+(0.050P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1250
_reflns_number_gt                1989
_reflns_number_total             4870
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bm1563.cif
_cod_data_source_block           Ib
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               2013933
_cod_database_fobs_code          2013933
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
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
C1 0.37122(18) 0.2113(3) 0.4608(3) 0.0270(9) Uani d . 1 . . C
H1A 0.4123 0.2227 0.5351 0.032 Uiso calc R 1 . . H
C2 0.37433(18) 0.1028(3) 0.4048(3) 0.0281(9) Uani d . 1 . . C
H2A 0.3822 0.0423 0.4571 0.034 Uiso calc R 1 . . H
C3 0.29164(19) 0.0976(3) 0.3114(3) 0.0295(9) Uani d . 1 . . C
H3A 0.2621 0.0324 0.3181 0.035 Uiso calc R 1 . . H
C4 0.24798(19) 0.2007(3) 0.3293(3) 0.0316(9) Uani d . 1 . . C
H4A 0.1886 0.2008 0.2960 0.038 Uiso calc R 1 . . H
C5 0.29116(19) 0.2944(3) 0.3005(3) 0.0262(9) Uani d . 1 . . C
C6 0.36368(19) 0.2981(3) 0.3765(3) 0.0280(9) Uani d . 1 . . C
H6A 0.4042 0.3469 0.3780 0.034 Uiso calc R 1 . . H
C7 0.28429(19) 0.2064(3) 0.4547(3) 0.0259(9) Uani d . 1 . . C
C8 0.25028(19) 0.2029(3) 0.5292(3) 0.0278(9) Uani d . 1 . . C
C9 0.4327(2) 0.0994(3) 0.3473(3) 0.0299(9) Uani d . 1 . . C
O2 0.50616(14) 0.10026(18) 0.38965(19) 0.0372(7) Uani d . 1 . . O
N1 0.39228(17) 0.0969(2) 0.2364(3) 0.0313(8) Uani d D 1 . . N
H1C 0.4223(18) 0.097(3) 0.192(2) 0.047 Uiso d D 1 . . H
C10 0.3105(2) 0.0950(3) 0.2084(3) 0.0342(10) Uani d . 1 . . C
O3 0.26438(14) 0.09143(19) 0.1136(2) 0.0455(8) Uani d . 1 . . O
C11 0.2535(2) 0.3670(3) 0.2016(3) 0.0296(9) Uani d . 1 . . C
O1 0.20107(13) 0.30448(19) 0.1124(2) 0.0348(7) Uani d . 1 . . O
H1B 0.231(2) 0.270(3) 0.078(3) 0.052 Uiso d . 1 . . H
N11 0.35182(18) 0.3513(3) 0.1149(3) 0.0441(9) Uani d . 1 . . N
C12 0.31824(19) 0.4158(3) 0.1668(3) 0.0283(9) Uani d . 1 . . C
C13 0.3427(2) 0.5207(3) 0.1888(3) 0.0430(11) Uani d . 1 . . C
H13A 0.3192 0.5659 0.2270 0.052 Uiso calc R 1 . . H
C14 0.4019(2) 0.5577(3) 0.1541(3) 0.0489(12) Uani d . 1 . . C
H14A 0.4185 0.6295 0.1668 0.059 Uiso calc R 1 . . H
C15 0.4367(2) 0.4921(3) 0.1017(3) 0.0427(11) Uani d . 1 . . C
H15A 0.4781 0.5163 0.0784 0.051 Uiso calc R 1 . . H
C16 0.4096(2) 0.3894(4) 0.0839(3) 0.0524(12) Uani d . 1 . . C
H16A 0.4334 0.3428 0.0474 0.063 Uiso calc R 1 . . H
C21 0.2011(2) 0.4501(3) 0.2274(3) 0.0303(9) Uani d . 1 . . C
C22 0.1333(2) 0.4875(3) 0.1453(3) 0.0372(10) Uani d . 1 . . C
H22A 0.1188 0.4595 0.0733 0.045 Uiso calc R 1 . . H
C23 0.0867(2) 0.5647(3) 0.1671(4) 0.0441(11) Uani d . 1 . . C
H23A 0.0407 0.5896 0.1098 0.053 Uiso calc R 1 . . H
C24 0.1060(2) 0.6061(3) 0.2712(4) 0.0428(11) Uani d . 1 . . C
H24A 0.0732 0.6586 0.2858 0.051 Uiso calc R 1 . . H
C25 0.1740(2) 0.5703(3) 0.3546(3) 0.0362(10) Uani d . 1 . . C
H25A 0.1881 0.5984 0.4265 0.043 Uiso calc R 1 . . H
C26 0.2205(2) 0.4942(3) 0.3321(3) 0.0352(10) Uani d . 1 . . C
H26A 0.2672 0.4708 0.3892 0.042 Uiso calc R 1 . . H
N31 0.37194(17) 0.1592(2) 0.6819(2) 0.0329(8) Uani d . 1 . . N
C31 0.2970(2) 0.1977(3) 0.6503(3) 0.0286(9) Uani d . 1 . . C
C33 0.2644(2) 0.2311(3) 0.7252(3) 0.0363(10) Uani d . 1 . . C
H33A 0.2119 0.2586 0.7010 0.044 Uiso calc R 1 . . H
C34 0.3086(2) 0.2243(3) 0.8363(3) 0.0455(11) Uani d . 1 . . C
H34A 0.2867 0.2473 0.8889 0.055 Uiso calc R 1 . . H
C35 0.3840(2) 0.1842(3) 0.8691(3) 0.0398(11) Uani d . 1 . . C
H35A 0.4153 0.1771 0.9446 0.048 Uiso calc R 1 . . H
C36 0.4130(2) 0.1545(3) 0.7901(3) 0.0371(10) Uani d . 1 . . C
H36A 0.4660 0.1287 0.8133 0.045 Uiso calc R 1 . . H
C41 0.1615(2) 0.2070(3) 0.4961(3) 0.0317(9) Uani d . 1 . . C
C42 0.1185(2) 0.2875(3) 0.4307(3) 0.0389(10) Uani d . 1 . . C
H42A 0.1453 0.3402 0.4050 0.047 Uiso calc R 1 . . H
C43 0.0359(2) 0.2932(4) 0.4014(3) 0.0503(11) Uani d . 1 . . C
H43A 0.0073 0.3484 0.3544 0.060 Uiso calc R 1 . . H
C44 -0.0038(2) 0.2206(4) 0.4395(4) 0.0565(13) Uani d . 1 . . C
H44A -0.0598 0.2248 0.4199 0.068 Uiso calc R 1 . . H
C45 0.0393(2) 0.1402(3) 0.5076(4) 0.0550(13) Uani d . 1 . . C
H45A 0.0125 0.0892 0.5354 0.066 Uiso calc R 1 . . H
C46 0.1209(2) 0.1338(3) 0.5353(3) 0.0475(11) Uani d . 1 . . C
H46A 0.1495 0.0784 0.5819 0.057 Uiso calc R 1 . . H
O4 0.0949(4) -0.0357(5) -0.2518(5) 0.0618(18) Uani d P 0.50 A 2 O
O5 0.0042(6) 0.0639(4) -0.2129(4) 0.062(3) Uani d P 0.50 . . O
C51 0.0695(4) 0.0206(6) -0.2068(5) 0.091(2) Uani d . 1 . . C
H51A 0.0870 -0.0049 -0.2662 0.110 Uiso d PR 0.50 A 1 H
H51B 0.0644 -0.0419 -0.1639 0.110 Uiso d PR 0.50 A 1 H
C52 0.1311(3) 0.0926(5) -0.1339(4) 0.0948(19) Uani d . 1 A . C
H52A 0.1759 0.0505 -0.0866 0.142 Uiso calc R 1 . . H
H52B 0.1083 0.1337 -0.0886 0.142 Uiso calc R 1 . . H
H52C 0.1496 0.1409 -0.1785 0.142 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C6 C1 C7 . . 99.4(3)
C6 C1 C2 . . 107.5(3)
C7 C1 C2 . . 98.4(3)
C6 C1 H1A . . 116.3
C7 C1 H1A . . 116.3
C2 C1 H1A . . 116.3
C9 C2 C3 . . 104.7(3)
C9 C2 C1 . . 114.1(3)
C3 C2 C1 . . 102.7(3)
C9 C2 H2A . . 111.6
C3 C2 H2A . . 111.6
C1 C2 H2A . . 111.6
C10 C3 C2 . . 104.2(3)
C10 C3 C4 . . 115.7(3)
C2 C3 C4 . . 103.7(3)
C10 C3 H3A . . 110.9
C2 C3 H3A . . 110.9
C4 C3 H3A . . 110.9
C7 C4 C5 . . 99.5(3)
C7 C4 C3 . . 98.7(3)
C5 C4 C3 . . 106.0(3)
C7 C4 H4A . . 116.6
C5 C4 H4A . . 116.6
C3 C4 H4A . . 116.6
C6 C5 C11 . . 129.2(3)
C6 C5 C4 . . 106.9(3)
C11 C5 C4 . . 123.9(3)
C5 C6 C1 . . 109.0(3)
C5 C6 H6A . . 125.5
C1 C6 H6A . . 125.5
C8 C7 C4 . . 130.7(3)
C8 C7 C1 . . 133.7(3)
C4 C7 C1 . . 95.5(3)
C7 C8 C41 . . 120.7(3)
C7 C8 C31 . . 122.9(3)
C41 C8 C31 . . 116.4(3)
O2 C9 N1 . . 123.6(3)
O2 C9 C2 . . 127.3(3)
N1 C9 C2 . . 109.1(3)
C9 N1 C10 . . 113.3(3)
C9 N1 H1C . . 117(2)
C10 N1 H1C . . 130(2)
O3 C10 N1 . . 122.9(4)
O3 C10 C3 . . 128.4(3)
N1 C10 C3 . . 108.7(3)
O1 C11 C12 . . 109.2(3)
O1 C11 C21 . . 106.0(3)
C12 C11 C21 . . 112.7(3)
O1 C11 C5 . . 108.7(3)
C12 C11 C5 . . 109.7(3)
C21 C11 C5 . . 110.3(3)
C11 O1 H1B . . 109(2)
C16 N11 C12 . . 118.6(3)
N11 C12 C13 . . 121.2(3)
N11 C12 C11 . . 116.0(3)
C13 C12 C11 . . 122.9(3)
C14 C13 C12 . . 118.6(4)
C14 C13 H13A . . 120.7
C12 C13 H13A . . 120.7
C15 C14 C13 . . 120.6(4)
C15 C14 H14A . . 119.7
C13 C14 H14A . . 119.7
C14 C15 C16 . . 117.3(4)
C14 C15 H15A . . 121.4
C16 C15 H15A . . 121.4
N11 C16 C15 . . 123.9(4)
N11 C16 H16A . . 118.1
C15 C16 H16A . . 118.1
C22 C21 C26 . . 117.6(3)
C22 C21 C11 . . 120.3(3)
C26 C21 C11 . . 122.0(3)
C23 C22 C21 . . 120.8(4)
C23 C22 H22A . . 119.6
C21 C22 H22A . . 119.6
C22 C23 C24 . . 120.8(4)
C22 C23 H23A . . 119.6
C24 C23 H23A . . 119.6
C23 C24 C25 . . 119.4(4)
C23 C24 H24A . . 120.3
C25 C24 H24A . . 120.3
C26 C25 C24 . . 119.5(4)
C26 C25 H25A . . 120.3
C24 C25 H25A . . 120.3
C25 C26 C21 . . 121.9(3)
C25 C26 H26A . . 119.1
C21 C26 H26A . . 119.1
C36 N31 C31 . . 116.9(3)
N31 C31 C33 . . 121.6(3)
N31 C31 C8 . . 117.4(3)
C33 C31 C8 . . 121.0(3)
C31 C33 C34 . . 119.7(3)
C31 C33 H33A . . 120.1
C34 C33 H33A . . 120.1
C35 C34 C33 . . 119.1(4)
C35 C34 H34A . . 120.5
C33 C34 H34A . . 120.5
C36 C35 C34 . . 117.9(4)
C36 C35 H35A . . 121.0
C34 C35 H35A . . 121.0
N31 C36 C35 . . 124.7(4)
N31 C36 H36A . . 117.7
C35 C36 H36A . . 117.7
C42 C41 C46 . . 117.8(3)
C42 C41 C8 . . 120.8(3)
C46 C41 C8 . . 121.2(3)
C41 C42 C43 . . 121.2(4)
C41 C42 H42A . . 119.4
C43 C42 H42A . . 119.4
C44 C43 C42 . . 120.7(4)
C44 C43 H43A . . 119.6
C42 C43 H43A . . 119.6
C43 C44 C45 . . 118.6(4)
C43 C44 H44A . . 120.7
C45 C44 H44A . . 120.7
C46 C45 C44 . . 120.5(4)
C46 C45 H45A . . 119.7
C44 C45 H45A . . 119.7
C41 C46 C45 . . 121.0(4)
C41 C46 H46A . . 119.5
C45 C46 H46A . . 119.5
H51A O4 H51B . . 103.7
C51 O5 C51 . 2_554 117.7(7)
O4 C51 O5 . 2_554 107.0(7)
O4 C51 C52 . . 112.0(7)
O5 C51 C52 . . 103.9(6)
O5 C51 C52 2_554 . 120.5(6)
C52 C51 H51A . . 109.1
O5 C51 H51B 2_554 . 117.2
C52 C51 H51B . . 108.8
H51A C51 H51B . . 107.7
C51 C52 H52A . . 109.5
C51 C52 H52B . . 109.5
H52A C52 H52B . . 109.5
C51 C52 H52C . . 109.5
H52A C52 H52C . . 109.5
H52B C52 H52C . . 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
C1 C2 . 1.563(4) ?
C1 C6 . 1.524(4) ?
C1 C7 . 1.539(4) ?
C1 H1A . 1.0000 ?
C2 C9 . 1.494(4) ?
C2 C3 . 1.554(4) ?
C2 H2A . 1.0000 ?
C3 C10 . 1.501(5) ?
C3 C4 . 1.579(4) ?
C3 H3A . 1.0000 ?
C4 C7 . 1.534(4) ?
C4 C5 . 1.534(4) ?
C4 H4A . 1.0000 ?
C5 C6 . 1.331(4) ?
C5 C11 . 1.530(4) ?
C6 H6A . 0.9500 ?
C7 C8 . 1.323(4) ?
C8 C41 . 1.500(4) ?
C8 C31 . 1.505(5) ?
C9 O2 . 1.238(4) ?
C9 N1 . 1.371(4) ?
N1 C10 . 1.385(4) ?
N1 H1C . 0.92(3) ?
C10 O3 . 1.222(4) ?
C11 O1 . 1.445(4) ?
C11 C12 . 1.523(4) ?
C11 C21 . 1.525(4) ?
O1 H1B . 0.93(3) ?
N11 C16 . 1.332(4) ?
N11 C12 . 1.334(4) ?
C12 C13 . 1.392(5) ?
C13 C14 . 1.379(5) ?
C13 H13A . 0.9500 ?
C14 C15 . 1.360(5) ?
C14 H14A . 0.9500 ?
C15 C16 . 1.376(5) ?
C15 H15A . 0.9500 ?
C16 H16A . 0.9500 ?
C21 C22 . 1.390(4) ?
C21 C26 . 1.401(5) ?
C22 C23 . 1.380(5) ?
C22 H22A . 0.9500 ?
C23 C24 . 1.381(5) ?
C23 H23A . 0.9500 ?
C24 C25 . 1.393(5) ?
C24 H24A . 0.9500 ?
C25 C26 . 1.373(4) ?
C25 H25A . 0.9500 ?
C26 H26A . 0.9500 ?
N31 C36 . 1.343(4) ?
N31 C31 . 1.353(4) ?
C31 C33 . 1.373(5) ?
C33 C34 . 1.388(5) ?
C33 H33A . 0.9500 ?
C34 C35 . 1.367(5) ?
C34 H34A . 0.9500 ?
C35 C36 . 1.363(5) ?
C35 H35A . 0.9500 ?
C36 H36A . 0.9500 ?
C41 C42 . 1.374(4) ?
C41 C46 . 1.384(4) ?
C42 C43 . 1.398(5) ?
C42 H42A . 0.9500 ?
C43 C44 . 1.360(5) ?
C43 H43A . 0.9500 ?
C44 C45 . 1.389(5) ?
C44 H44A . 0.9500 ?
C45 C46 . 1.385(5) ?
C45 H45A . 0.9500 ?
C46 H46A . 0.9500 ?
O4 C51 . 1.119(6) ?
O5 C51 . 1.272(10) ?
O5 C51 2_554 1.473(10) ?
C51 C52 . 1.485(7) ?
C51 H51A . 0.9900 ?
C51 H51B . 0.9900 ?
C52 H52A . 0.9800 ?
C52 H52B . 0.9800 ?
C52 H52C . 0.9800 ?
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
O1 H1B N11 . 0.93(3) 2.30(3) 2.765(4) 111(3)
O1 H1B O3 . 0.93(3) 2.33(3) 2.917(3) 121(3)
N1 H1C O2 2_655 0.92(3) 1.94(3) 2.863(4) 175(3)
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
C6 C1 C2 C9 49.3(4)
C7 C1 C2 C9 152.0(3)
C6 C1 C2 C3 -63.4(3)
C7 C1 C2 C3 39.3(3)
C9 C2 C3 C10 -1.6(3)
C1 C2 C3 C10 117.9(3)
C9 C2 C3 C4 -123.1(3)
C1 C2 C3 C4 -3.6(3)
C10 C3 C4 C7 -147.0(3)
C2 C3 C4 C7 -33.5(3)
C10 C3 C4 C5 -44.4(4)
C2 C3 C4 C5 69.1(3)
C7 C4 C5 C6 34.3(3)
C3 C4 C5 C6 -67.7(3)
C7 C4 C5 C11 -145.3(3)
C3 C4 C5 C11 112.7(3)
C11 C5 C6 C1 177.4(3)
C4 C5 C6 C1 -2.2(4)
C7 C1 C6 C5 -30.6(3)
C2 C1 C6 C5 71.3(3)
C5 C4 C7 C8 132.6(4)
C3 C4 C7 C8 -119.4(4)
C5 C4 C7 C1 -50.2(3)
C3 C4 C7 C1 57.8(3)
C6 C1 C7 C8 -134.2(4)
C2 C1 C7 C8 116.4(4)
C6 C1 C7 C4 48.7(3)
C2 C1 C7 C4 -60.7(3)
C4 C7 C8 C41 -8.7(6)
C1 C7 C8 C41 175.2(3)
C4 C7 C8 C31 173.1(3)
C1 C7 C8 C31 -3.1(6)
C3 C2 C9 O2 -178.9(3)
C1 C2 C9 O2 69.6(5)
C3 C2 C9 N1 2.1(4)
C1 C2 C9 N1 -109.4(3)
O2 C9 N1 C10 179.1(3)
C2 C9 N1 C10 -1.8(4)
C9 N1 C10 O3 -179.2(3)
C9 N1 C10 C3 0.7(4)
C2 C3 C10 O3 -179.5(4)
C4 C3 C10 O3 -66.3(5)
C2 C3 C10 N1 0.6(4)
C4 C3 C10 N1 113.8(3)
C6 C5 C11 O1 145.4(3)
C4 C5 C11 O1 -35.1(4)
C6 C5 C11 C12 26.0(5)
C4 C5 C11 C12 -154.5(3)
C6 C5 C11 C21 -98.7(4)
C4 C5 C11 C21 80.8(4)
C16 N11 C12 C13 -0.2(5)
C16 N11 C12 C11 -179.1(3)
O1 C11 C12 N11 -44.7(4)
C21 C11 C12 N11 -162.3(3)
C5 C11 C12 N11 74.4(4)
O1 C11 C12 C13 136.4(3)
C21 C11 C12 C13 18.8(5)
C5 C11 C12 C13 -104.5(4)
N11 C12 C13 C14 1.1(6)
C11 C12 C13 C14 180.0(3)
C12 C13 C14 C15 -1.5(6)
C13 C14 C15 C16 1.0(6)
C12 N11 C16 C15 -0.4(6)
C14 C15 C16 N11 0.0(6)
O1 C11 C21 C22 -29.9(4)
C12 C11 C21 C22 89.5(4)
C5 C11 C21 C22 -147.5(3)
O1 C11 C21 C26 152.4(3)
C12 C11 C21 C26 -88.1(4)
C5 C11 C21 C26 34.9(4)
C26 C21 C22 C23 -0.5(5)
C11 C21 C22 C23 -178.3(3)
C21 C22 C23 C24 -0.5(5)
C22 C23 C24 C25 0.9(5)
C23 C24 C25 C26 -0.2(5)
C24 C25 C26 C21 -0.8(5)
C22 C21 C26 C25 1.2(5)
C11 C21 C26 C25 178.9(3)
C36 N31 C31 C33 0.4(5)
C36 N31 C31 C8 -179.7(3)
C7 C8 C31 N31 -23.2(5)
C41 C8 C31 N31 158.5(3)
C7 C8 C31 C33 156.8(4)
C41 C8 C31 C33 -21.5(5)
N31 C31 C33 C34 -0.8(5)
C8 C31 C33 C34 179.3(3)
C31 C33 C34 C35 -0.1(5)
C33 C34 C35 C36 1.4(5)
C31 N31 C36 C35 1.0(5)
C34 C35 C36 N31 -1.9(5)
C7 C8 C41 C42 -53.7(5)
C31 C8 C41 C42 124.7(4)
C7 C8 C41 C46 130.1(4)
C31 C8 C41 C46 -51.5(5)
C46 C41 C42 C43 -2.3(6)
C8 C41 C42 C43 -178.6(3)
C41 C42 C43 C44 1.9(6)
C42 C43 C44 C45 -0.4(6)
C43 C44 C45 C46 -0.5(6)
C42 C41 C46 C45 1.4(6)
C8 C41 C46 C45 177.6(4)
C44 C45 C46 C41 0.0(6)
