##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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     2001-03-01
_journal_date_accepted     2001-03-20
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2001
_journal_volume     57
_journal_issue      6
_journal_page_first     687
_journal_page_last     689
_journal_paper_category     FM
_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
;
Ferrocenecarboxylic acid--1,4-diazabicyclo[2.2.2]octane (2/1): sheets
built from O-H...N and C-H...O hydrogen bonds
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Zakaria, Choudhury M.'
;   CMZ is on leave from Department of Chemistry,
     University of Rajshahi, Rajshahi, Bangladesh.
;
;    School of Chemistry,
      University of St Andrews,
      St Andrews, Fife KY16 9ST, Scotland
;
    'Ferguson, George' .
;    Department of Chemistry and Biochemistry,
      University of Guelph, Guelph, Ontario, Canada N1G 2W1
;
    'Lough, Alan J.' .
;    Lash Miller Chemical Laboratories,
      University of Toronto,
      Toronto, Ontario, Canada M5S 3H6
;
    'Glidewell, Christopher' .
;    School of Chemistry,
      University of St Andrews,
      St Andrews, Fife KY16 9ST, Scotland
;
data_I
_chemical_name_systematic
;
Ferrocenecarboxylic acid--1,4-diazabicyclo[2.2.2]octane (2/1)
;
_chemical_name_common     ?
_chemical_formula_moiety     '2C11 H10 FeO2 , C6 H12 N2 '
_chemical_formula_sum     'C28 H32 Fe2 N2 O4'
_chemical_formula_iupac     '[Fe(C5 H5 )(C6 H5 O2 )]2, C6 H12 N2 '
_chemical_formula_weight     572.26
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y+1/2, z+1/2'
_cell_length_a     11.3900(2)
_cell_length_b     21.2256(6)
_cell_length_c     11.7248(3)
_cell_angle_alpha     90.00
_cell_angle_beta     118.2144(12)
_cell_angle_gamma     90.00
_cell_volume     2497.79(10)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     4385
_cell_measurement_theta_min     2.79
_cell_measurement_theta_max     25.01
_cell_measurement_temperature     150(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     orange
_exptl_crystal_size_max      .18
_exptl_crystal_size_mid      .07
_exptl_crystal_size_min      .06
_exptl_crystal_density_diffrn     1.522
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1192
_exptl_absorpt_coefficient_mu     1.200
_exptl_absorpt_correction_type     Multi-scan
_exptl_absorpt_process_details     '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min      .813
_exptl_absorpt_correction_T_max      .932
_exptl_special_details
;
  The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling
  algorithm [Fox, G.C. & Holmes, K.C. (1966).  Acta Cryst. 20,
  886-891] which effectively corrects for
  absorption effects. High redundancy data were used in the scaling
  program hence the 'multi-scan' code word was used. No transmission
  coefficients are available from the program (only scale factors for each
  frame). The scale factors in the experimental table are calculated
  from the 'size' command in the SHELXL-97 input file.
;
_diffrn_ambient_temperature     150(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed X-ray tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Kappa-CCD'
_diffrn_measurement_method     'φ scans, and ω scans with κ offsets'
_diffrn_reflns_number     4527
_diffrn_reflns_av_R_equivalents      .10
_diffrn_reflns_av_sigmaI/netI      .0840
_diffrn_reflns_theta_min     2.79
_diffrn_reflns_theta_max     25.01
_diffrn_reflns_theta_full     25.01
_diffrn_measured_fraction_theta_max      .997
_diffrn_measured_fraction_theta_full      .997
_diffrn_reflns_limit_h_min     0
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     25
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     12
_diffrn_standards_decay_%     negligible
_reflns_number_total     4385
_reflns_number_gt     2722
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0944
_refine_ls_R_factor_gt      .0443
_refine_ls_wR_factor_ref      .1037
_refine_ls_goodness_of_fit_ref      .985
_refine_ls_restrained_S_all      .985
_refine_ls_number_reflns     4385
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.0334P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .374
_refine_diff_density_min      -.437
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O'  .0106  .0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Fe' 'Fe'  .3463  .8444
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'Kappa-CCD Server Software (Nonius, 1997)'
_computing_cell_refinement     'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO-SMN'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2001)'
_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
    Fe1  -.30212(5)  .32894(2)  .73618(6)  .02281(17) Uani d . 1 . . Fe
    C11  -.1448(3)  .30944(18)  .7054(4)  .0216(9) Uani d . 1 . . C
    C12  -.2636(3)  .28326(18)  .6059(4)  .0242(9) Uani d . 1 . . C
    C13  -.3145(4)  .23996(18)  .6632(4)  .0269(10) Uani d . 1 . . C
    C14  -.2277(4)  .23994(18)  .7988(4)  .0277(10) Uani d . 1 . . C
    C15  -.1232(4)  .28267(18)  .8256(4)  .0240(9) Uani d . 1 . . C
    C16  -.3229(4)  .4241(2)  .7275(5)  .0396(11) Uani d . 1 . . C
    C17  -.4399(4)  .3956(2)  .6308(4)  .0377(11) Uani d . 1 . . C
    C18  -.4901(4)  .3558(2)  .6939(4)  .0367(11) Uani d . 1 . . C
    C19  -.4051(4)  .3596(2)  .8286(4)  .0394(12) Uani d . 1 . . C
    C110  -.3007(4)  .4020(2)  .8501(5)  .0422(12) Uani d . 1 . . C
    C111  -.0636(4)  .35888(18)  .6869(4)  .0239(9) Uani d . 1 . . C
    O11  .0382(2)  .37875(13)  .7952(3)  .0273(7) Uani d . 1 . . O
    O12  -.0882(2)  .37755(13)  .5786(3)  .0335(7) Uani d . 1 . . O
    Fe2  .80577(5)  .68571(2)  .77234(6)  .02123(17) Uani d . 1 . . Fe
    C21  .6405(4)  .70488(18)  .7895(4)  .0214(9) Uani d . 1 . . C
    C22  .6289(4)  .73248(17)  .6728(4)  .0228(9) Uani d . 1 . . C
    C23  .7354(4)  .77554(18)  .7087(4)  .0268(10) Uani d . 1 . . C
    C24  .8144(4)  .77451(18)  .8457(4)  .0267(10) Uani d . 1 . . C
    C25  .7561(3)  .73115(18)  .8960(4)  .0240(9) Uani d . 1 . . C
    C26  .8185(4)  .59010(19)  .7716(4)  .0343(11) Uani d . 1 . . C
    C27  .8109(4)  .6153(2)  .6564(4)  .0378(11) Uani d . 1 . . C
    C28  .9213(4)  .65610(19)  .6923(4)  .0298(10) Uani d . 1 . . C
    C29  .9959(4)  .65638(19)  .8285(4)  .0290(10) Uani d . 1 . . C
    C210  .9332(4)  .61524(19)  .8782(4)  .0326(10) Uani d . 1 . . C
    C211  .5560(3)  .65521(18)  .8020(4)  .0226(9) Uani d . 1 . . C
    O21  .4630(3)  .63272(13)  .6895(3)  .0285(7) Uani d . 1 . . O
    O22  .5702(2)  .63807(12)  .9071(2)  .0289(7) Uani d . 1 . . O
    N1  .1798(3)  .45997(14)  .7505(3)  .0220(7) Uani d . 1 . . N
    N2  .3182(3)  .54638(15)  .7207(3)  .0247(8) Uani d . 1 . . N
    C31  .3133(4)  .4624(2)  .8640(4)  .0429(12) Uani d . 1 . . C
    C32  .4001(4)  .5109(2)  .8408(4)  .0365(11) Uani d . 1 . . C
    C41  .1140(4)  .52135(18)  .7351(4)  .0339(11) Uani d . 1 . . C
    C42  .2021(4)  .57453(17)  .7257(4)  .0279(9) Uani d . 1 . . C
    C51  .1942(4)  .4470(2)  .6341(4)  .0351(11) Uani d . 1 . . C
    C52  .2686(4)  .50188(18)  .6096(4)  .0286(10) Uani d . 1 . . C
    H12  -.3024  .2931  .5163  .029 Uiso calc R 1 . . H
    H13  -.3928  .2153  .6188  .032 Uiso calc R 1 . . H
    H14  -.2383  .2153  .8609  .033 Uiso calc R 1 . . H
    H15  -.0514  .2920  .9086  .029 Uiso calc R 1 . . H
    H16  -.2682  .4532  .7127  .047 Uiso calc R 1 . . H
    H17  -.4777  .4020  .5401  .045 Uiso calc R 1 . . H
    H18  -.5682  .3307  .6526  .044 Uiso calc R 1 . . H
    H19  -.4160  .3375  .8935  .047 Uiso calc R 1 . . H
    H110  -.2291  .4136  .9316  .051 Uiso calc R 1 . . H
    H1  .091(5)  .411(2)  .767(5)  .095(18) Uiso d . 1 . . H
    H22  .5620  .7235  .5871  .027 Uiso calc R 1 . . H
    H23  .7516  .8009  .6508  .032 Uiso calc R 1 . . H
    H24  .8925  .7987  .8949  .032 Uiso calc R 1 . . H
    H25  .7880  .7212  .9848  .029 Uiso calc R 1 . . H
    H26  .7572  .5613  .7766  .041 Uiso calc R 1 . . H
    H27  .7440  .6064  .5707  .045 Uiso calc R 1 . . H
    H28  .9416  .6793  .6345  .036 Uiso calc R 1 . . H
    H29 1.0746  .6801  .8783  .035 Uiso calc R 1 . . H
    H210  .9627  .6061  .9669  .039 Uiso calc R 1 . . H
    H2  .406(6)  .602(3)  .704(6)  .13(2) Uiso d . 1 . . H
    H31A  .3555  .4203  .8793  .051 Uiso calc R 1 . . H
    H31B  .3055  .4744  .9418  .051 Uiso calc R 1 . . H
    H32A  .4404  .5403  .9149  .044 Uiso calc R 1 . . H
    H32B  .4731  .4890  .8337  .044 Uiso calc R 1 . . H
    H41A  .0983  .5292  .8100  .041 Uiso calc R 1 . . H
    H41B  .0267  .5210  .6558  .041 Uiso calc R 1 . . H
    H42A  .1497  .6000  .6469  .033 Uiso calc R 1 . . H
    H42B  .2328  .6026  .8019  .033 Uiso calc R 1 . . H
    H51A  .1051  .4418  .5582  .042 Uiso calc R 1 . . H
    H51B  .2445  .4073  .6461  .042 Uiso calc R 1 . . H
    H52A  .3445  .4853  .5996  .034 Uiso calc R 1 . . H
    H52B  .2077  .5241  .5288  .034 Uiso calc R 1 . . H
_geom_special_details
;
Mean-plane data from the final SHELXL-97 refinement run:-
;
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
    Fe1 C11 . 2.031(3) no
    Fe1 C12 . 2.025(4) no
    Fe1 C13 . 2.051(4) no
    Fe1 C14 . 2.059(4) no
    Fe1 C15 . 2.049(4) no
    Fe1 C16 . 2.030(4) no
    Fe1 C17 . 2.038(4) no
    Fe1 C18 . 2.038(4) no
    Fe1 C19 . 2.044(4) no
    Fe1 C110 . 2.042(4) no
    C11 C12 . 1.417(5) no
    C11 C15 . 1.430(5) no
    C11 C111 . 1.481(5) no
    C12 C13 . 1.414(5) no
    C12 H12 .  .95 no
    C13 C14 . 1.421(5) no
    C13 H13 .  .95 no
    C14 C15 . 1.409(5) no
    C14 H14 .  .95 no
    C15 H15 .  .95 no
    C16 C17 . 1.414(6) no
    C16 C110 . 1.415(6) no
    C16 H16 .  .95 no
    C17 C18 . 1.409(5) no
    C17 H17 .  .95 no
    C18 C19 . 1.412(6) no
    C18 H18 .  .95 no
    C19 C110 . 1.417(6) no
    C19 H19 .  .95 no
    C110 H110 .  .95 no
    C111 O12 . 1.229(4) y
    C111 O11 . 1.320(4) y
    O11 H1 . 1.06(6) no
    Fe2 C21 . 2.027(3) no
    Fe2 C22 . 2.045(4) no
    Fe2 C23 . 2.066(4) no
    Fe2 C24 . 2.055(4) no
    Fe2 C25 . 2.032(4) no
    Fe2 C26 . 2.035(4) no
    Fe2 C27 . 2.040(4) no
    Fe2 C28 . 2.044(3) no
    Fe2 C29 . 2.040(4) no
    Fe2 C210 . 2.045(4) no
    C21 C22 . 1.436(5) no
    C21 C25 . 1.432(5) no
    C21 C211 . 1.481(5) no
    C22 C23 . 1.415(5) no
    C22 H22 .  .95 no
    C23 C24 . 1.423(5) no
    C23 H23 .  .95 no
    C24 C25 . 1.416(5) no
    C24 H24 .  .95 no
    C25 H25 .  .95 no
    C26 C27 . 1.417(6) no
    C26 C210 . 1.417(5) no
    C26 H26 .  .95 no
    C27 C28 . 1.418(5) no
    C27 H27 .  .95 no
    C28 C29 . 1.410(5) no
    C28 H28 .  .95 no
    C29 C210 . 1.417(5) no
    C29 H29 .  .95 no
    C210 H210 .  .95 no
    N1 C31 . 1.474(5) y
    N1 C41 . 1.471(5) y
    N1 C51 . 1.476(5) y
    N1 H1 . 1.52(5) no
    C211 O22 . 1.220(4) y
    C211 O21 . 1.330(4) y
    O21 H2 .  .99(7) no
    N2 C32 . 1.477(5) y
    N2 C42 . 1.477(4) y
    N2 C52 . 1.487(5) y
    C31 C32 . 1.538(5) no
    C31 H31A .  .99 no
    C31 H31B .  .99 no
    C32 H32A .  .99 no
    C32 H32B .  .99 no
    C41 C42 . 1.548(5) no
    C41 H41A .  .99 no
    C41 H41B .  .99 no
    C42 H42A .  .99 no
    C42 H42B .  .99 no
    C51 C52 . 1.546(5) no
    C51 H51A .  .99 no
    C51 H51B .  .99 no
    C52 H52A .  .99 no
    C52 H52B .  .99 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
    C12 C11 C15 . . 108.0(3) no
    C12 C11 C111 . . 125.2(3) no
    C15 C11 C111 . . 126.7(4) no
    C13 C12 C11 . . 108.1(3) no
    C13 C12 H12 . . 126.0 no
    C11 C12 H12 . . 126.0 no
    C12 C13 C14 . . 107.9(3) no
    C12 C13 H13 . . 126.1 no
    C14 C13 H13 . . 126.1 no
    C15 C14 C13 . . 108.5(3) no
    C15 C14 H14 . . 125.7 no
    C13 C14 H14 . . 125.7 no
    C14 C15 C11 . . 107.6(3) no
    C14 C15 H15 . . 126.2 no
    C11 C15 H15 . . 126.2 no
    C17 C16 C110 . . 108.7(4) no
    C17 C16 H16 . . 125.6 no
    C110 C16 H16 . . 125.6 no
    C18 C17 C16 . . 107.3(4) no
    C18 C17 H17 . . 126.3 no
    C16 C17 H17 . . 126.3 no
    C17 C18 C19 . . 108.6(4) no
    C17 C18 H18 . . 125.7 no
    C19 C18 H18 . . 125.7 no
    C18 C19 C110 . . 107.9(4) no
    C18 C19 H19 . . 126.0 no
    C110 C19 H19 . . 126.0 no
    C16 C110 C19 . . 107.3(4) no
    C16 C110 H110 . . 126.3 no
    C19 C110 H110 . . 126.3 no
    O12 C111 O11 . . 124.0(3) no
    O12 C111 C11 . . 121.8(4) no
    O11 C111 C11 . . 114.2(3) no
    C111 O11 H1 . . 106(3) no
    C25 C21 C22 . . 107.7(3) no
    C25 C21 C211 . . 124.3(3) no
    C22 C21 C211 . . 127.9(3) no
    C23 C22 C21 . . 107.5(3) no
    C23 C22 H22 . . 126.2 no
    C21 C22 H22 . . 126.2 no
    C22 C23 C24 . . 108.7(3) no
    C22 C23 H23 . . 125.6 no
    C24 C23 H23 . . 125.6 no
    C25 C24 C23 . . 108.0(3) no
    C25 C24 H24 . . 126.0 no
    C23 C24 H24 . . 126.0 no
    C24 C25 C21 . . 108.0(3) no
    C24 C25 H25 . . 126.0 no
    C21 C25 H25 . . 126.0 no
    C27 C26 C210 . . 108.3(4) no
    C27 C26 H26 . . 125.9 no
    C210 C26 H26 . . 125.9 no
    C26 C27 C28 . . 107.6(4) no
    C26 C27 H27 . . 126.2 no
    C28 C27 H27 . . 126.2 no
    C29 C28 C27 . . 108.2(4) no
    C29 C28 H28 . . 125.9 no
    C27 C28 H28 . . 125.9 no
    C28 C29 C210 . . 108.2(4) no
    C28 C29 H29 . . 125.9 no
    C210 C29 H29 . . 125.9 no
    C29 C210 C26 . . 107.6(4) no
    C29 C210 H210 . . 126.2 no
    C26 C210 H210 . . 126.2 no
    O22 C211 O21 . . 123.9(3) no
    O22 C211 C21 . . 122.0(4) no
    O21 C211 C21 . . 114.0(3) no
    C211 O21 H2 . . 110(3) no
    C41 N1 C31 . . 109.1(3) no
    C41 N1 C51 . . 109.0(3) no
    C31 N1 C51 . . 108.9(3) no
    C41 N1 H1 . . 106.9(18) no
    C31 N1 H1 . . 111.9(19) no
    C51 N1 H1 . . 111.0(19) no
    C32 N2 C42 . . 110.0(3) no
    C32 N2 C52 . . 108.6(3) no
    C42 N2 C52 . . 108.4(3) no
    N1 C31 C32 . . 109.8(3) no
    N1 C31 H31A . . 109.7 no
    C32 C31 H31A . . 109.7 no
    N1 C31 H31B . . 109.7 no
    C32 C31 H31B . . 109.7 no
    H31A C31 H31B . . 108.2 no
    N2 C32 C31 . . 109.9(3) no
    N2 C32 H32A . . 109.7 no
    C31 C32 H32A . . 109.7 no
    N2 C32 H32B . . 109.7 no
    C31 C32 H32B . . 109.7 no
    H32A C32 H32B . . 108.2 no
    N1 C41 C42 . . 110.2(3) no
    N1 C41 H41A . . 109.6 no
    C42 C41 H41A . . 109.6 no
    N1 C41 H41B . . 109.6 no
    C42 C41 H41B . . 109.6 no
    H41A C41 H41B . . 108.1 no
    N2 C42 C41 . . 109.3(3) no
    N2 C42 H42A . . 109.8 no
    C41 C42 H42A . . 109.8 no
    N2 C42 H42B . . 109.8 no
    C41 C42 H42B . . 109.8 no
    H42A C42 H42B . . 108.3 no
    N1 C51 C52 . . 110.0(3) no
    N1 C51 H51A . . 109.7 no
    C52 C51 H51A . . 109.7 no
    N1 C51 H51B . . 109.7 no
    C52 C51 H51B . . 109.7 no
    H51A C51 H51B . . 108.2 no
    N2 C52 C51 . . 109.3(3) no
    N2 C52 H52A . . 109.8 no
    C51 C52 H52A . . 109.8 no
    N2 C52 H52B . . 109.8 no
    C51 C52 H52B . . 109.8 no
    H52A C52 H52B . . 108.3 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
    C12 C11 C111 O11 . . . . 175.8(4) y
    C12 C11 C111 O12 . . . . -6.5(7) y
    C15 C11 C111 O11 . . . .  .1(6) no
    C15 C11 C111 O12 . . . . 177.8(4) no
    C22 C21 C211 O21 . . . . 3.2(6) y
    C22 C21 C211 O22 . . . . -175.3(4) y
    C25 C21 C211 O21 . . . . -172.7(4) no
    C25 C21 C211 O22 . . . . 8.8(7) no
    C41 N1 C31 C32 . . . . -63.8(4) no
    C51 N1 C31 C32 . . . . 55.0(5) no
    C42 N2 C32 C31 . . . . 54.3(4) no
    C52 N2 C32 C31 . . . . -64.2(4) no
    N1 C31 C32 N2 . . . . 8.0(5) y
    C31 N1 C41 C42 . . . . 55.6(4) no
    C51 N1 C41 C42 . . . . -63.1(4) no
    C32 N2 C42 C41 . . . . -62.1(4) no
    C52 N2 C42 C41 . . . . 56.4(4) no
    N1 C41 C42 N2 . . . . 6.2(5) y
    C41 N1 C51 C52 . . . . 55.0(4) no
    C31 N1 C51 C52 . . . . -63.9(4) no
    C32 N2 C52 C51 . . . . 55.1(4) no
    C42 N2 C52 C51 . . . . -64.4(4) no
    N1 C51 C52 N2 . . . . 7.5(4) y
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
    O11 H1 N1 . 1.06(6) 1.53(5) 2.578(4) 170(5) y
    O21 H2 N2 .  .99(7) 1.62(7) 2.604(5) 174(6) y
    C13 H13 O22 2_546  .95 2.51 3.401(5) 157 y
    C42 H42A O12 3_566  .99 2.44 3.327(5) 149 y
    C52 H52B O12 3_566  .99 2.49 3.369(5) 149 y
