##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'from SHELXL-97 with Word-Perfect Macro PRPKAPPA'
_journal_date_recd_electronic     2005-04-29
_journal_date_accepted     2005-05-04
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      6
_journal_page_first     o1699
_journal_page_last     o1701
_journal_paper_category     EO
_publ_contact_author_name
;
Dr Christopher Glidewell
;
_publ_contact_author_address
;
School of Chemistry,
University of St Andrews,
St Andrews, Fife KY16 9ST, UK
;
_publ_contact_author_email     cg@st-andrews.ac.uk
_publ_contact_author_fax     '01334-483808'
_publ_contact_author_phone     '01334-463839'
_publ_section_title
;
(1R,2R)-N,N'-Bis(4-nitrophenylmethylene)cyclohexane-1,2-diamine
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Glidewell, Christopher' .
;
School of Chemistry
University of St Andrews
Fife KY16 9ST
Scotland
;
    'Low, John N.' .
;
Department of Chemistry
University of Aberdeen
Meston Walk,
Old Aberdeen AB24 3UE
Scotland
;
    'Skakle, Janet M. S.' .
;
Department of Chemistry
University of Aberdeen
Meston Walk,
Old Aberdeen AB24 3UE
Scotland
;
    'Wardell, James L.' .
;
Instituto de Química
Departamento de Química Inorgânica
Universidade Federal do Rio de Janeiro
21945-970 Rio de Janeiro
RJ
Brazil
;
data_I
_chemical_name_systematic
;
(1R,2R)-N,N'-bis(4-nitrophenylmethylene)cyclohexane-1,2-diamine
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H20 N4 O4'
_chemical_formula_sum     'C20 H20 N4 O4'
_chemical_formula_iupac     'C20 H20 N4 O4'
_chemical_formula_weight     380.40
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C 2'
_symmetry_space_group_name_Hall     'C 2y'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y, -z'
    'x+1/2, y+1/2, z'
    '-x+1/2, y+1/2, -z'
_cell_length_a     52.275(3)
_cell_length_b     5.3605(2)
_cell_length_c     14.0209(8)
_cell_angle_alpha     90.00
_cell_angle_beta     104.952(2)
_cell_angle_gamma     90.00
_cell_volume     3795.9(3)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     4774
_cell_measurement_theta_min     3.01
_cell_measurement_theta_max     27.65
_cell_measurement_temperature     120(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.38
_exptl_crystal_size_mid     0.06
_exptl_crystal_size_min     0.04
_exptl_crystal_density_diffrn     1.331
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1600
_exptl_absorpt_coefficient_mu     0.095
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.956
_exptl_absorpt_correction_T_max     0.996
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker--Nonius FR91 rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
                                'Bruker--Nonius 95mm CCD camera on κ goniostat'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     9.091
_diffrn_reflns_number     19060
_diffrn_reflns_av_R_equivalents     0.0864
_diffrn_reflns_av_sigmaI/netI     0.0997
_diffrn_reflns_theta_min     3.01
_diffrn_reflns_theta_max     27.65
_diffrn_reflns_theta_full     25.50
_diffrn_measured_fraction_theta_max     0.977
_diffrn_measured_fraction_theta_full     0.996
_diffrn_reflns_limit_h_min     -67
_diffrn_reflns_limit_h_max     67
_diffrn_reflns_limit_k_min     -6
_diffrn_reflns_limit_k_max     6
_diffrn_reflns_limit_l_min     -18
_diffrn_reflns_limit_l_max     18
_diffrn_standards_decay_%     nil
_reflns_number_total     4774
_reflns_number_gt     2943
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1205
_refine_ls_R_factor_gt     0.0602
_refine_ls_wR_factor_gt     0.1051
_refine_ls_wR_factor_ref     0.1243
_refine_ls_goodness_of_fit_ref     1.019
_refine_ls_restrained_S_all     1.019
_refine_ls_number_reflns     4774
_refine_ls_number_parameters     505
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
           'w = 1/[σ²(Fo²)+(0.0388P)²+2.286P] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.227
_refine_diff_density_min     -0.255
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Friedel pairs merged'
_refine_ls_abs_structure_Flack     ?
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'
_computing_data_collection     'COLLECT (Hooft, 1999)'
_computing_cell_refinement     'DENZO (Otwinowski & Minor, 1997) and COLLECT'
_computing_data_reduction     'DENZO and COLLECT '
_computing_structure_solution     'SHELXS86 (Sheldrick, 1997)'
_computing_structure_refinement
                         'OSCAIL (McArdle, 2003) and SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
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
    C1A 0.50443(8) 0.3481(8) 0.8160(3) 0.0290(10) Uani d . 1 . . C
    C2A 0.49925(8) 0.2985(9) 0.7057(3) 0.0319(10) Uani d . 1 . . C
    C3A 0.52537(8) 0.2552(9) 0.6788(3) 0.0386(11) Uani d . 1 . . C
    C4A 0.54347(9) 0.4825(9) 0.7079(4) 0.0439(12) Uani d . 1 . . C
    C5A 0.54826(8) 0.5380(9) 0.8169(4) 0.0440(12) Uani d . 1 . . C
    C6A 0.52257(8) 0.5728(9) 0.8457(3) 0.0363(11) Uani d . 1 . . C
    N1A 0.47915(6) 0.3949(7) 0.8403(2) 0.0310(8) Uani d . 1 . . N
    C17A 0.47026(8) 0.2321(8) 0.8874(3) 0.0306(10) Uani d . 1 . . C
    C11A 0.44432(8) 0.2550(8) 0.9096(3) 0.0273(9) Uani d . 1 . . C
    C12A 0.43571(8) 0.0703(8) 0.9638(3) 0.0324(10) Uani d . 1 . . C
    C13A 0.41095(9) 0.0825(9) 0.9809(3) 0.0355(11) Uani d . 1 . . C
    C14A 0.39483(8) 0.2809(8) 0.9421(3) 0.0296(10) Uani d . 1 . . C
    C15A 0.40263(8) 0.4671(9) 0.8887(3) 0.0331(10) Uani d . 1 . . C
    C16A 0.42775(8) 0.4562(8) 0.8741(3) 0.0324(10) Uani d . 1 . . C
    N14A 0.36808(7) 0.2899(7) 0.9575(3) 0.0363(9) Uani d . 1 . . N
    O14A 0.36241(6) 0.1425(6) 1.0152(2) 0.0469(9) Uani d . 1 . . O
    O15A 0.35262(6) 0.4470(6) 0.9124(3) 0.0518(9) Uani d . 1 . . O
    N2A 0.48190(6) 0.0800(7) 0.6809(3) 0.0307(8) Uani d . 1 . . N
    C27A 0.46312(8) 0.0903(8) 0.6020(3) 0.0303(10) Uani d . 1 . . C
    C21A 0.44289(8) -0.1038(8) 0.5754(3) 0.0295(10) Uani d . 1 . . C
    C22A 0.44032(8) -0.2850(8) 0.6428(3) 0.0328(10) Uani d . 1 . . C
    C23A 0.41974(8) -0.4565(9) 0.6204(3) 0.0374(11) Uani d . 1 . . C
    C24A 0.40137(8) -0.4370(8) 0.5304(3) 0.0317(10) Uani d . 1 . . C
    C25A 0.40383(9) -0.2639(10) 0.4614(3) 0.0454(12) Uani d . 1 . . C
    C26A 0.42484(9) -0.0984(10) 0.4839(3) 0.0458(13) Uani d . 1 . . C
    N24A 0.37859(7) -0.6069(8) 0.5089(3) 0.0406(10) Uani d . 1 . . N
    O24A 0.37956(6) -0.7927(7) 0.5606(3) 0.0544(9) Uani d . 1 . . O
    O25A 0.35923(6) -0.5499(7) 0.4413(2) 0.0536(9) Uani d . 1 . . O
    C1B 0.74978(8) 0.4396(9) 0.8373(3) 0.0325(10) Uani d . 1 . . C
    C2B 0.76180(8) 0.4089(8) 0.7489(3) 0.0298(10) Uani d . 1 . . C
    C3B 0.78859(8) 0.2805(9) 0.7791(3) 0.0354(11) Uani d . 1 . . C
    C4B 0.80765(8) 0.4167(9) 0.8627(3) 0.0354(11) Uani d . 1 . . C
    C5B 0.79599(8) 0.4411(9) 0.9512(3) 0.0378(11) Uani d . 1 . . C
    C6B 0.76935(8) 0.5748(9) 0.9223(3) 0.0346(11) Uani d . 1 . . C
    N1B 0.72597(7) 0.5891(7) 0.8079(3) 0.0327(9) Uani d . 1 . . N
    C17B 0.70609(8) 0.5181(8) 0.8361(3) 0.0300(10) Uani d . 1 . . C
    C11B 0.68122(8) 0.6610(8) 0.8147(3) 0.0305(10) Uani d . 1 . . C
    C12B 0.66043(8) 0.5796(9) 0.8525(3) 0.0337(11) Uani d . 1 . . C
    C13B 0.63698(8) 0.7128(9) 0.8339(3) 0.0340(11) Uani d . 1 . . C
    C14B 0.63492(8) 0.9244(8) 0.7771(3) 0.0288(10) Uani d . 1 . . C
    C15B 0.65521(8) 1.0133(9) 0.7398(3) 0.0343(11) Uani d . 1 . . C
    C16B 0.67853(9) 0.8809(9) 0.7598(3) 0.0333(11) Uani d . 1 . . C
    N14B 0.60994(7) 1.0675(8) 0.7559(3) 0.0387(10) Uani d . 1 . . N
    O14B 0.59175(6) 0.9868(7) 0.7879(2) 0.0513(9) Uani d . 1 . . O
    O15B 0.60827(6) 1.2569(7) 0.7062(2) 0.0467(8) Uani d . 1 . . O
    N2B 0.74318(7) 0.2571(7) 0.6764(2) 0.0323(9) Uani d . 1 . . N
    C27B 0.73370(8) 0.3451(8) 0.5905(3) 0.0301(10) Uani d . 1 . . C
    C21B 0.71275(8) 0.2157(8) 0.5160(3) 0.0286(10) Uani d . 1 . . C
    C22B 0.70190(8) -0.0074(8) 0.5390(3) 0.0310(10) Uani d . 1 . . C
    C23B 0.68042(8) -0.1134(8) 0.4735(3) 0.0313(10) Uani d . 1 . . C
    C24B 0.67008(8) 0.0033(8) 0.3847(3) 0.0290(10) Uani d . 1 . . C
    C25B 0.68072(8) 0.2215(9) 0.3581(3) 0.0342(11) Uani d . 1 . . C
    C26B 0.70255(9) 0.3261(8) 0.4248(3) 0.0330(11) Uani d . 1 . . C
    N24B 0.64679(7) -0.1063(8) 0.3148(3) 0.0366(9) Uani d . 1 . . N
    O24B 0.63809(6) -0.3038(6) 0.3376(2) 0.0446(8) Uani d . 1 . . O
    O25B 0.63765(6) 0.0013(7) 0.2362(2) 0.0513(9) Uani d . 1 . . O
    H1A 0.5131 0.1982 0.8533 0.035 Uiso calc R 1 . . H
    H2A 0.4901 0.4465 0.6684 0.038 Uiso calc R 1 . . H
    H3A1 0.5219 0.2255 0.6069 0.046 Uiso calc R 1 . . H
    H3A2 0.5342 0.1054 0.7137 0.046 Uiso calc R 1 . . H
    H4A1 0.5606 0.4502 0.6923 0.053 Uiso calc R 1 . . H
    H4A2 0.5352 0.6293 0.6691 0.053 Uiso calc R 1 . . H
    H5A1 0.5583 0.3988 0.8556 0.053 Uiso calc R 1 . . H
    H5A2 0.5591 0.6912 0.8331 0.053 Uiso calc R 1 . . H
    H6A1 0.5135 0.7242 0.8132 0.044 Uiso calc R 1 . . H
    H6A2 0.5264 0.5974 0.9180 0.044 Uiso calc R 1 . . H
    H17A 0.4807 0.0881 0.9097 0.037 Uiso calc R 1 . . H
    H12A 0.4470 -0.0660 0.9892 0.039 Uiso calc R 1 . . H
    H13A 0.4051 -0.0426 1.0184 0.043 Uiso calc R 1 . . H
    H15A 0.3910 0.6006 0.8623 0.040 Uiso calc R 1 . . H
    H16A 0.4338 0.5869 0.8395 0.039 Uiso calc R 1 . . H
    H27A 0.4623 0.2291 0.5592 0.036 Uiso calc R 1 . . H
    H22A 0.4528 -0.2920 0.7053 0.039 Uiso calc R 1 . . H
    H23A 0.4183 -0.5840 0.6659 0.045 Uiso calc R 1 . . H
    H25A 0.3913 -0.2576 0.3989 0.055 Uiso calc R 1 . . H
    H26A 0.4269 0.0201 0.4361 0.055 Uiso calc R 1 . . H
    H1B 0.7454 0.2720 0.8601 0.039 Uiso calc R 1 . . H
    H2B 0.7637 0.5762 0.7199 0.036 Uiso calc R 1 . . H
    H3B1 0.7862 0.1075 0.8000 0.042 Uiso calc R 1 . . H
    H3B2 0.7962 0.2723 0.7215 0.042 Uiso calc R 1 . . H
    H4B1 0.8114 0.5847 0.8402 0.042 Uiso calc R 1 . . H
    H4B2 0.8246 0.3239 0.8823 0.042 Uiso calc R 1 . . H
    H5B1 0.8084 0.5359 1.0042 0.045 Uiso calc R 1 . . H
    H5B2 0.7936 0.2732 0.9771 0.045 Uiso calc R 1 . . H
    H6B1 0.7720 0.7477 0.9018 0.041 Uiso calc R 1 . . H
    H6B2 0.7618 0.5831 0.9802 0.041 Uiso calc R 1 . . H
    H17B 0.7072 0.3670 0.8724 0.036 Uiso calc R 1 . . H
    H12B 0.6624 0.4321 0.8913 0.040 Uiso calc R 1 . . H
    H13B 0.6227 0.6596 0.8596 0.041 Uiso calc R 1 . . H
    H15B 0.6531 1.1615 0.7014 0.041 Uiso calc R 1 . . H
    H16B 0.6929 0.9396 0.7361 0.040 Uiso calc R 1 . . H
    H27B 0.7403 0.4995 0.5735 0.036 Uiso calc R 1 . . H
    H22B 0.7094 -0.0868 0.6004 0.037 Uiso calc R 1 . . H
    H23B 0.6729 -0.2641 0.4894 0.038 Uiso calc R 1 . . H
    H25B 0.6733 0.2976 0.2959 0.041 Uiso calc R 1 . . H
    H26B 0.7104 0.4735 0.4078 0.040 Uiso calc R 1 . . H
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
    C1A N1A . 1.468(5) y
    C1A C6A . 1.523(6) no
    C1A C2A . 1.524(6) no
    C1A H1A . 1.00 no
    C2A N2A . 1.467(5) y
    C2A C3A . 1.524(5) no
    C2A H2A . 1.00 no
    C3A C4A . 1.532(6) no
    C3A H3A1 . 0.99 no
    C3A H3A2 . 0.99 no
    C4A C5A . 1.514(6) no
    C4A H4A1 . 0.99 no
    C4A H4A2 . 0.99 no
    C5A C6A . 1.510(6) no
    C5A H5A1 . 0.99 no
    C5A H5A2 . 0.99 no
    C6A H6A1 . 0.99 no
    C6A H6A2 . 0.99 no
    N1A C17A . 1.254(5) y
    C17A C11A . 1.473(5) no
    C17A H17A . 0.95 no
    C11A C12A . 1.391(6) no
    C11A C16A . 1.393(6) no
    C12A C13A . 1.378(6) no
    C12A H12A . 0.95 no
    C13A C14A . 1.379(6) no
    C13A H13A . 0.95 no
    C14A C15A . 1.371(6) no
    C14A N14A . 1.470(5) no
    C15A C16A . 1.382(5) no
    C15A H15A . 0.95 no
    C16A H16A . 0.95 no
    N14A O14A . 1.220(4) no
    N14A O15A . 1.224(5) no
    N2A C27A . 1.277(5) y
    C27A C21A . 1.462(6) no
    C27A H27A . 0.95 no
    C21A C26A . 1.382(6) no
    C21A C22A . 1.386(6) no
    C22A C23A . 1.388(6) no
    C22A H22A . 0.95 no
    C23A C24A . 1.379(6) no
    C23A H23A . 0.95 no
    C24A C25A . 1.369(6) no
    C24A N24A . 1.468(5) no
    C25A C26A . 1.383(6) no
    C25A H25A . 0.95 no
    C26A H26A . 0.95 no
    N24A O24A . 1.225(5) no
    N24A O25A . 1.234(5) no
    C1B N1B . 1.448(5) y
    C1B C2B . 1.537(5) no
    C1B C6B . 1.537(6) no
    C1B H1B . 1.00 no
    C2B N2B . 1.460(5) y
    C2B C3B . 1.519(6) no
    C2B H2B . 1.00 no
    C3B C4B . 1.516(6) no
    C3B H3B1 . 0.99 no
    C3B H3B2 . 0.99 no
    C4B C5B . 1.522(5) no
    C4B H4B1 . 0.99 no
    C4B H4B2 . 0.99 no
    C5B C6B . 1.525(6) no
    C5B H5B1 . 0.99 no
    C5B H5B2 . 0.99 no
    C6B H6B1 . 0.99 no
    C6B H6B2 . 0.99 no
    N1B C17B . 1.262(5) y
    C17B C11B . 1.472(6) no
    C17B H17B . 0.95 no
    C11B C16B . 1.395(6) no
    C11B C12B . 1.396(5) no
    C12B C13B . 1.384(6) no
    C12B H12B . 0.95 no
    C13B C14B . 1.374(6) no
    C13B H13B . 0.95 no
    C14B C15B . 1.383(5) no
    C14B N14B . 1.477(5) no
    C15B C16B . 1.375(6) no
    C15B H15B . 0.95 no
    C16B H16B . 0.95 no
    N14B O15B . 1.222(5) no
    N14B O14B . 1.230(4) no
    N2B C27B . 1.269(5) y
    C27B C21B . 1.477(6) no
    C27B H27B . 0.95 no
    C21B C26B . 1.384(5) no
    C21B C22B . 1.396(6) no
    C22B C23B . 1.376(6) no
    C22B H22B . 0.95 no
    C23B C24B . 1.374(6) no
    C23B H23B . 0.95 no
    C24B C25B . 1.387(6) no
    C24B N24B . 1.474(5) no
    C25B C26B . 1.393(6) no
    C25B H25B . 0.95 no
    C26B H26B . 0.95 no
    N24B O25B . 1.226(4) no
    N24B O24B . 1.227(5) no
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
    N1A C1A C6A . . 109.6(3) no
    N1A C1A C2A . . 109.3(3) no
    C6A C1A C2A . . 110.5(3) no
    N1A C1A H1A . . 109.1 no
    C6A C1A H1A . . 109.1 no
    C2A C1A H1A . . 109.1 no
    N2A C2A C1A . . 108.4(3) no
    N2A C2A C3A . . 111.0(3) no
    C1A C2A C3A . . 110.0(3) no
    N2A C2A H2A . . 109.1 no
    C1A C2A H2A . . 109.1 no
    C3A C2A H2A . . 109.1 no
    C2A C3A C4A . . 110.1(4) no
    C2A C3A H3A1 . . 109.6 no
    C4A C3A H3A1 . . 109.6 no
    C2A C3A H3A2 . . 109.6 no
    C4A C3A H3A2 . . 109.6 no
    H3A1 C3A H3A2 . . 108.1 no
    C5A C4A C3A . . 110.8(4) no
    C5A C4A H4A1 . . 109.5 no
    C3A C4A H4A1 . . 109.5 no
    C5A C4A H4A2 . . 109.5 no
    C3A C4A H4A2 . . 109.5 no
    H4A1 C4A H4A2 . . 108.1 no
    C6A C5A C4A . . 111.6(4) no
    C6A C5A H5A1 . . 109.3 no
    C4A C5A H5A1 . . 109.3 no
    C6A C5A H5A2 . . 109.3 no
    C4A C5A H5A2 . . 109.3 no
    H5A1 C5A H5A2 . . 108.0 no
    C5A C6A C1A . . 111.3(4) no
    C5A C6A H6A1 . . 109.4 no
    C1A C6A H6A1 . . 109.4 no
    C5A C6A H6A2 . . 109.4 no
    C1A C6A H6A2 . . 109.4 no
    H6A1 C6A H6A2 . . 108.0 no
    C17A N1A C1A . . 118.8(4) no
    N1A C17A C11A . . 122.7(4) no
    N1A C17A H17A . . 118.7 no
    C11A C17A H17A . . 118.7 no
    C12A C11A C16A . . 119.2(4) no
    C12A C11A C17A . . 120.1(4) no
    C16A C11A C17A . . 120.7(4) no
    C13A C12A C11A . . 120.8(4) no
    C13A C12A H12A . . 119.6 no
    C11A C12A H12A . . 119.6 no
    C12A C13A C14A . . 118.3(4) no
    C12A C13A H13A . . 120.8 no
    C14A C13A H13A . . 120.8 no
    C15A C14A C13A . . 122.6(4) no
    C15A C14A N14A . . 119.0(4) no
    C13A C14A N14A . . 118.4(4) no
    C14A C15A C16A . . 118.6(4) no
    C14A C15A H15A . . 120.7 no
    C16A C15A H15A . . 120.7 no
    C15A C16A C11A . . 120.5(4) no
    C15A C16A H16A . . 119.8 no
    C11A C16A H16A . . 119.8 no
    O14A N14A O15A . . 123.1(4) no
    O14A N14A C14A . . 118.6(4) no
    O15A N14A C14A . . 118.2(4) no
    C27A N2A C2A . . 117.4(4) no
    N2A C27A C21A . . 122.3(4) no
    N2A C27A H27A . . 118.8 no
    C21A C27A H27A . . 118.8 no
    C26A C21A C22A . . 119.0(4) no
    C26A C21A C27A . . 119.9(4) no
    C22A C21A C27A . . 121.0(4) no
    C21A C22A C23A . . 121.1(4) no
    C21A C22A H22A . . 119.5 no
    C23A C22A H22A . . 119.5 no
    C24A C23A C22A . . 118.2(4) no
    C24A C23A H23A . . 120.9 no
    C22A C23A H23A . . 120.9 no
    C25A C24A C23A . . 121.9(4) no
    C25A C24A N24A . . 119.6(4) no
    C23A C24A N24A . . 118.5(4) no
    C24A C25A C26A . . 119.1(4) no
    C24A C25A H25A . . 120.4 no
    C26A C25A H25A . . 120.4 no
    C21A C26A C25A . . 120.7(4) no
    C21A C26A H26A . . 119.7 no
    C25A C26A H26A . . 119.7 no
    O24A N24A O25A . . 123.9(4) no
    O24A N24A C24A . . 118.4(4) no
    O25A N24A C24A . . 117.7(4) no
    N1B C1B C2B . . 109.3(3) no
    N1B C1B C6B . . 108.1(4) no
    C2B C1B C6B . . 110.3(3) no
    N1B C1B H1B . . 109.7 no
    C2B C1B H1B . . 109.7 no
    C6B C1B H1B . . 109.7 no
    N2B C2B C3B . . 110.0(3) no
    N2B C2B C1B . . 106.5(3) no
    C3B C2B C1B . . 111.3(3) no
    N2B C2B H2B . . 109.7 no
    C3B C2B H2B . . 109.7 no
    C1B C2B H2B . . 109.7 no
    C4B C3B C2B . . 111.8(4) no
    C4B C3B H3B1 . . 109.2 no
    C2B C3B H3B1 . . 109.2 no
    C4B C3B H3B2 . . 109.2 no
    C2B C3B H3B2 . . 109.2 no
    H3B1 C3B H3B2 . . 107.9 no
    C3B C4B C5B . . 110.5(3) no
    C3B C4B H4B1 . . 109.5 no
    C5B C4B H4B1 . . 109.5 no
    C3B C4B H4B2 . . 109.5 no
    C5B C4B H4B2 . . 109.5 no
    H4B1 C4B H4B2 . . 108.1 no
    C4B C5B C6B . . 110.7(4) no
    C4B C5B H5B1 . . 109.5 no
    C6B C5B H5B1 . . 109.5 no
    C4B C5B H5B2 . . 109.5 no
    C6B C5B H5B2 . . 109.5 no
    H5B1 C5B H5B2 . . 108.1 no
    C5B C6B C1B . . 111.4(4) no
    C5B C6B H6B1 . . 109.4 no
    C1B C6B H6B1 . . 109.4 no
    C5B C6B H6B2 . . 109.4 no
    C1B C6B H6B2 . . 109.4 no
    H6B1 C6B H6B2 . . 108.0 no
    C17B N1B C1B . . 117.5(4) no
    N1B C17B C11B . . 122.3(4) no
    N1B C17B H17B . . 118.8 no
    C11B C17B H17B . . 118.8 no
    C16B C11B C12B . . 119.8(4) no
    C16B C11B C17B . . 120.7(4) no
    C12B C11B C17B . . 119.6(4) no
    C13B C12B C11B . . 120.4(4) no
    C13B C12B H12B . . 119.8 no
    C11B C12B H12B . . 119.8 no
    C14B C13B C12B . . 117.9(4) no
    C14B C13B H13B . . 121.0 no
    C12B C13B H13B . . 121.0 no
    C13B C14B C15B . . 123.4(4) no
    C13B C14B N14B . . 118.6(4) no
    C15B C14B N14B . . 118.0(4) no
    C16B C15B C14B . . 118.1(4) no
    C16B C15B H15B . . 120.9 no
    C14B C15B H15B . . 120.9 no
    C15B C16B C11B . . 120.4(4) no
    C15B C16B H16B . . 119.8 no
    C11B C16B H16B . . 119.8 no
    O15B N14B O14B . . 123.5(4) no
    O15B N14B C14B . . 118.4(4) no
    O14B N14B C14B . . 118.1(4) no
    C27B N2B C2B . . 118.7(4) no
    N2B C27B C21B . . 122.2(4) no
    N2B C27B H27B . . 118.9 no
    C21B C27B H27B . . 118.9 no
    C26B C21B C22B . . 119.8(4) no
    C26B C21B C27B . . 119.4(4) no
    C22B C21B C27B . . 120.7(4) no
    C23B C22B C21B . . 120.7(4) no
    C23B C22B H22B . . 119.7 no
    C21B C22B H22B . . 119.7 no
    C24B C23B C22B . . 118.6(4) no
    C24B C23B H23B . . 120.7 no
    C22B C23B H23B . . 120.7 no
    C23B C24B C25B . . 122.5(4) no
    C23B C24B N24B . . 119.1(4) no
    C25B C24B N24B . . 118.5(4) no
    C24B C25B C26B . . 118.3(4) no
    C24B C25B H25B . . 120.8 no
    C26B C25B H25B . . 120.8 no
    C21B C26B C25B . . 120.1(4) no
    C21B C26B H26B . . 119.9 no
    C25B C26B H26B . . 119.9 no
    O25B N24B O24B . . 123.7(4) no
    O25B N24B C24B . . 118.3(4) no
    O24B N24B C24B . . 117.9(4) no
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
    N1A C1A C2A N2A . . . . -59.7(4) no
    C6A C1A C2A N2A . . . . 179.6(3) no
    N1A C1A C2A C3A . . . . 178.8(3) no
    C6A C1A C2A C3A . . . . 58.1(4) no
    N2A C2A C3A C4A . . . . -178.4(4) no
    C1A C2A C3A C4A . . . . -58.5(5) no
    C2A C3A C4A C5A . . . . 57.2(5) no
    C3A C4A C5A C6A . . . . -55.6(5) no
    C4A C5A C6A C1A . . . . 55.3(5) no
    N1A C1A C6A C5A . . . . -176.9(3) no
    C2A C1A C6A C5A . . . . -56.4(5) no
    C6A C1A N1A C17A . . . . -130.3(4) no
    C2A C1A N1A C17A . . . . 108.4(4) y
    C1A N1A C17A C11A . . . . -176.0(4) y
    N1A C17A C11A C12A . . . . -178.8(4) y
    N1A C17A C11A C16A . . . . 3.4(6) no
    C16A C11A C12A C13A . . . . 1.1(6) no
    C17A C11A C12A C13A . . . . -176.7(4) no
    C11A C12A C13A C14A . . . . 0.7(6) no
    C12A C13A C14A C15A . . . . -0.9(6) no
    C12A C13A C14A N14A . . . . 178.0(4) no
    C13A C14A C15A C16A . . . . -0.7(6) no
    N14A C14A C15A C16A . . . . -179.6(4) no
    C14A C15A C16A C11A . . . . 2.5(6) no
    C12A C11A C16A C15A . . . . -2.7(6) no
    C17A C11A C16A C15A . . . . 175.0(4) no
    C15A C14A N14A O14A . . . . -170.8(4) no
    C13A C14A N14A O14A . . . . 10.2(6) y
    C15A C14A N14A O15A . . . . 8.5(6) no
    C13A C14A N14A O15A . . . . -170.5(4) no
    C1A C2A N2A C27A . . . . 137.6(4) y
    C3A C2A N2A C27A . . . . -101.5(4) no
    C2A N2A C27A C21A . . . . -173.2(3) y
    N2A C27A C21A C26A . . . . -172.5(4) y
    N2A C27A C21A C22A . . . . 11.9(6) no
    C26A C21A C22A C23A . . . . -1.2(6) no
    C27A C21A C22A C23A . . . . 174.5(4) no
    C21A C22A C23A C24A . . . . -2.1(6) no
    C22A C23A C24A C25A . . . . 3.8(6) no
    C22A C23A C24A N24A . . . . -176.0(4) no
    C23A C24A C25A C26A . . . . -2.2(7) no
    N24A C24A C25A C26A . . . . 177.6(4) no
    C22A C21A C26A C25A . . . . 2.9(7) no
    C27A C21A C26A C25A . . . . -172.9(4) no
    C24A C25A C26A C21A . . . . -1.2(7) no
    C25A C24A N24A O24A . . . . 164.3(4) no
    C23A C24A N24A O24A . . . . -15.9(6) y
    C25A C24A N24A O25A . . . . -17.7(6) no
    C23A C24A N24A O25A . . . . 162.1(4) no
    N1B C1B C2B N2B . . . . -67.0(4) no
    C6B C1B C2B N2B . . . . 174.2(4) no
    N1B C1B C2B C3B . . . . 173.1(4) no
    C6B C1B C2B C3B . . . . 54.3(5) no
    N2B C2B C3B C4B . . . . -173.5(3) no
    C1B C2B C3B C4B . . . . -55.7(5) no
    C2B C3B C4B C5B . . . . 56.8(5) no
    C3B C4B C5B C6B . . . . -57.0(5) no
    C4B C5B C6B C1B . . . . 57.0(5) no
    N1B C1B C6B C5B . . . . -174.7(3) no
    C2B C1B C6B C5B . . . . -55.3(5) no
    C2B C1B N1B C17B . . . . 136.7(4) y
    C6B C1B N1B C17B . . . . -103.2(4) no
    C1B N1B C17B C11B . . . . 177.1(4) y
    N1B C17B C11B C16B . . . . 1.4(6) no
    N1B C17B C11B C12B . . . . -176.5(4) y
    C16B C11B C12B C13B . . . . 1.5(6) no
    C17B C11B C12B C13B . . . . 179.5(4) no
    C11B C12B C13B C14B . . . . 0.4(6) no
    C12B C13B C14B C15B . . . . -1.5(6) no
    C12B C13B C14B N14B . . . . 179.5(4) no
    C13B C14B C15B C16B . . . . 0.7(6) no
    N14B C14B C15B C16B . . . . 179.7(4) no
    C14B C15B C16B C11B . . . . 1.2(6) no
    C12B C11B C16B C15B . . . . -2.3(6) no
    C17B C11B C16B C15B . . . . 179.8(4) no
    C13B C14B N14B O15B . . . . 179.3(4) no
    C15B C14B N14B O15B . . . . 0.2(6) no
    C13B C14B N14B O14B . . . . -2.0(6) y
    C15B C14B N14B O14B . . . . 179.0(4) no
    C3B C2B N2B C27B . . . . -117.1(4) no
    C1B C2B N2B C27B . . . . 122.2(4) y
    C2B N2B C27B C21B . . . . -173.6(3) y
    N2B C27B C21B C26B . . . . 177.6(4) y
    N2B C27B C21B C22B . . . . 2.1(6) no
    C26B C21B C22B C23B . . . . -2.8(6) no
    C27B C21B C22B C23B . . . . 172.7(4) no
    C21B C22B C23B C24B . . . . 0.8(6) no
    C22B C23B C24B C25B . . . . 1.0(6) no
    C22B C23B C24B N24B . . . . -179.0(3) no
    C23B C24B C25B C26B . . . . -0.7(6) no
    N24B C24B C25B C26B . . . . 179.3(4) no
    C22B C21B C26B C25B . . . . 3.1(6) no
    C27B C21B C26B C25B . . . . -172.4(4) no
    C24B C25B C26B C21B . . . . -1.4(6) no
    C23B C24B N24B O25B . . . . 179.4(4) no
    C25B C24B N24B O25B . . . . -0.6(5) no
    C23B C24B N24B O24B . . . . -2.5(5) y
    C25B C24B N24B O24B . . . . 177.6(3) no
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
    _geom_hbond_publ_flag
    C15B H15B O25A 2_676 0.95 2.48 3.392(6) 161 y
