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###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
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#                                                                            #
# 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          #
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#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
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data_global
_audit_creation_method     SHELXL97
_journal_date_recd_electronic     2004-04-26
_journal_date_accepted     2004-05-20
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2004
_journal_volume     60
_journal_issue      8
_journal_page_first     o539
_journal_page_last     o541
_journal_paper_category     FO
_publ_contact_author_name     'Karadayi, Nevzat'
_publ_contact_author_address
;
Department of Physics
Faculty of Arts and Sciences
Ondokuz Mayis University
TR-55139
Samsun
Turkey
;
_publ_contact_author_email     'nevzatk@omu.edu.tr '
_publ_section_title
;
4-[N,N-Bis(2-hydroxyimino-2-phenylethyl)amino]-2,3-dimethyl-2-phenyl-
2,3-dihydropyrazol-3-one monohydrate
;
loop_
    _publ_author_name
    _publ_author_address
    "S̨engül, Abdurrahman"
;
Department of Chemistry
Science and Literature Faculty
Karaelmas University
TR-67100
Zonguldak
Turkey
;
    "Karadayı, Nevzat"
;
Department of Physics
Faculty of Arts and Sciences
Ondokuz Mayıs University
TR-55139
Samsun
Turkey
;
data_I
_chemical_name_systematic
;
4-[N,N-Bis(2-hydroxyimino-2-phenylethyl)amino]-2,3-dimethyl-2-phenyl-
2,3-dihydropyrazol-3-one monohydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C27 H27 N5 O3 , H2 O'
_chemical_formula_sum     'C27 H29 N5 O4'
_chemical_formula_iupac     'C27 H27 N5 O3 , H2 O'
_chemical_formula_weight     487.55
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
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     10.385(6)
_cell_length_b     18.024(4)
_cell_length_c     14.229(5)
_cell_angle_alpha     90.00
_cell_angle_beta     102.05(5)
_cell_angle_gamma     90.00
_cell_volume     2604.6(19)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     1.75
_cell_measurement_theta_max     25.00
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.46
_exptl_crystal_size_mid     0.38
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.243
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1032
_exptl_absorpt_coefficient_mu     0.085
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device     'Siemens P4'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     4862
_diffrn_reflns_av_R_equivalents     0.0250
_diffrn_reflns_av_sigmaI/netI     0.0454
_diffrn_reflns_theta_min     1.85
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -1
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -1
_diffrn_reflns_limit_k_max     21
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     3
_diffrn_standards_interval_count     97
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     4592
_reflns_number_gt     2956
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0928
_refine_ls_R_factor_gt     0.0552
_refine_ls_wR_factor_gt     0.1326
_refine_ls_wR_factor_ref     0.1551
_refine_ls_goodness_of_fit_ref     1.018
_refine_ls_restrained_S_all     1.018
_refine_ls_number_reflns     4592
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0636P)²+0.8613P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.006
_refine_ls_shift/su_mean     0.001
_refine_diff_density_max     0.225
_refine_diff_density_min     -0.216
_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' 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     'XSCANS (Siemens, 1994)'
_computing_cell_refinement     'XSCANS'
_computing_data_reduction     'XSCANS'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
                               'ORTEP3 (Farrugia, 1997) and PLUTON (Spek, 1997)'
_computing_publication_material     'WinGX (Farrugia, 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
    O1 0.79733(16) 0.51577(9) 0.65611(14) 0.0607(5) Uani d . 1 . . O
    O2 0.8724(2) 0.62651(11) 0.46281(16) 0.0762(6) Uani d . 1 . . O
    H2A 0.9457 0.6203 0.4510 0.114 Uiso calc R 1 . . H
    O3 0.37695(18) 0.55068(11) 0.48587(16) 0.0771(6) Uani d . 1 . . O
    H3A 0.3248 0.5310 0.4417 0.116 Uiso calc R 1 . . H
    O4 0.9227(2) 0.38534(12) 0.62181(18) 0.0665(6) Uani d . 1 . . O
    N1 0.95406(19) 0.59910(11) 0.73126(16) 0.0521(5) Uani d . 1 . . N
    N2 0.96913(19) 0.67647(11) 0.73522(16) 0.0531(5) Uani d . 1 . . N
    N3 0.63728(18) 0.66453(11) 0.59783(14) 0.0460(5) Uani d . 1 . . N
    N4 0.8328(2) 0.70004(13) 0.44280(17) 0.0641(6) Uani d . 1 . . N
    N5 0.3219(2) 0.61558(12) 0.51331(18) 0.0591(6) Uani d . 1 . . N
    C1 0.7660(2) 0.65145(13) 0.65488(17) 0.0437(6) Uani d . 1 . . C
    C2 0.8315(2) 0.58191(13) 0.67607(18) 0.0459(6) Uani d . 1 . . C
    C3 1.0674(2) 0.55223(13) 0.74864(19) 0.0486(6) Uani d . 1 . . C
    C4 1.1043(3) 0.51588(17) 0.8343(2) 0.0728(9) Uani d . 1 . . C
    H4A 1.0554 0.5211 0.8817 0.087 Uiso calc R 1 . . H
    C5 1.2172(4) 0.47049(19) 0.8501(3) 0.0935(12) Uani d . 1 . . C
    H5A 1.2435 0.4451 0.9079 0.112 Uiso calc R 1 . . H
    C6 1.2864(3) 0.46445(19) 0.7807(4) 0.0964(14) Uani d . 1 . . C
    H6A 1.3611 0.4346 0.7915 0.116 Uiso calc R 1 . . H
    C7 1.2513(3) 0.5003(2) 0.6950(4) 0.0928(12) Uani d . 1 . . C
    H7A 1.3010 0.4950 0.6481 0.111 Uiso calc R 1 . . H
    C8 1.1404(3) 0.54478(17) 0.6789(2) 0.0682(8) Uani d . 1 . . C
    H8A 1.1151 0.5697 0.6207 0.082 Uiso calc R 1 . . H
    C9 1.0771(3) 0.70939(17) 0.8032(2) 0.0760(9) Uani d . 1 . . C
    H9A 1.1471 0.6739 0.8198 0.114 Uiso calc R 1 . . H
    H9B 1.0474 0.7239 0.8600 0.114 Uiso calc R 1 . . H
    H9C 1.1086 0.7522 0.7748 0.114 Uiso calc R 1 . . H
    C10 0.8519(2) 0.70648(13) 0.69319(17) 0.0475(6) Uani d . 1 . . C
    C11 0.8297(3) 0.78829(14) 0.6921(2) 0.0638(8) Uani d . 1 . . C
    H11A 0.8475 0.8067 0.7569 0.096 Uiso calc R 1 . . H
    H11B 0.7399 0.7988 0.6621 0.096 Uiso calc R 1 . . H
    H11C 0.8874 0.8120 0.6568 0.096 Uiso calc R 1 . . H
    C12 0.6340(3) 0.65588(16) 0.49395(18) 0.0552(7) Uani d . 1 . . C
    H12A 0.5441 0.6606 0.4582 0.066 Uiso calc R 1 . . H
    H12B 0.6653 0.6068 0.4820 0.066 Uiso calc R 1 . . H
    C13 0.7183(3) 0.71329(15) 0.45984(18) 0.0548(7) Uani d . 1 . . C
    C14 0.6711(3) 0.79160(16) 0.44144(18) 0.0588(7) Uani d . 1 . . C
    C15 0.5494(3) 0.81370(19) 0.4557(2) 0.0779(9) Uani d . 1 . . C
    H15A 0.4959 0.7796 0.4781 0.093 Uiso calc R 1 . . H
    C16 0.5054(4) 0.8863(2) 0.4369(3) 0.0940(11) Uani d . 1 . . C
    H16A 0.4230 0.9000 0.4471 0.113 Uiso calc R 1 . . H
    C17 0.5814(4) 0.9374(2) 0.4038(2) 0.0881(11) Uani d . 1 . . C
    H17A 0.5512 0.9856 0.3908 0.106 Uiso calc R 1 . . H
    C18 0.7034(4) 0.91686(19) 0.3897(2) 0.0839(10) Uani d . 1 . . C
    H18A 0.7563 0.9515 0.3674 0.101 Uiso calc R 1 . . H
    C19 0.7477(3) 0.84501(18) 0.4087(2) 0.0707(8) Uani d . 1 . . C
    H19A 0.8307 0.8321 0.3992 0.085 Uiso calc R 1 . . H
    C20 0.5344(2) 0.62061(15) 0.6297(2) 0.0530(6) Uani d . 1 . . C
    H20A 0.5462 0.6238 0.6990 0.064 Uiso calc R 1 . . H
    H20B 0.5421 0.5689 0.6126 0.064 Uiso calc R 1 . . H
    C21 0.3990(2) 0.64947(14) 0.58272(19) 0.0505(6) Uani d . 1 . . C
    C22 0.3499(3) 0.72072(15) 0.61589(19) 0.0531(6) Uani d . 1 . . C
    C23 0.2294(4) 0.7503(2) 0.5720(3) 0.0906(11) Uani d . 1 . . C
    H23A 0.1772 0.7251 0.5208 0.109 Uiso calc R 1 . . H
    C24 0.1851(4) 0.8167(2) 0.6028(3) 0.1092(14) Uani d . 1 . . C
    H24A 0.1038 0.8356 0.5722 0.131 Uiso calc R 1 . . H
    C25 0.2601(4) 0.8548(2) 0.6781(3) 0.0938(12) Uani d . 1 . . C
    H25A 0.2309 0.8996 0.6984 0.113 Uiso calc R 1 . . H
    C26 0.3784(4) 0.8257(2) 0.7226(3) 0.0947(11) Uani d . 1 . . C
    H26A 0.4296 0.8507 0.7744 0.114 Uiso calc R 1 . . H
    C27 0.4228(3) 0.76018(19) 0.6920(2) 0.0811(10) Uani d . 1 . . C
    H27A 0.5041 0.7418 0.7233 0.097 Uiso calc R 1 . . H
    H4C 0.908(4) 0.427(2) 0.647(3) 0.110(14) Uiso d . 1 . . H
    H4B 0.842(4) 0.380(2) 0.571(3) 0.105(12) Uiso d . 1 . . H
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C2 . 1.259(3) yes
    O2 N4 . 1.399(3) ?
    O2 H2A . 0.8200 ?
    O3 N5 . 1.393(3) yes
    O3 H3A . 0.8200 ?
    O4 H4C . 0.86(4) ?
    O4 H4B . 0.99(4) ?
    N1 C2 . 1.384(3) yes
    N1 N2 . 1.403(3) yes
    N1 C3 . 1.428(3) yes
    N2 C10 . 1.352(3) ?
    N2 C9 . 1.446(3) yes
    N3 C1 . 1.431(3) ?
    N3 C20 . 1.475(3) yes
    N3 C12 . 1.480(3) yes
    N4 C13 . 1.285(3) yes
    N5 C21 . 1.288(3) yes
    C1 C10 . 1.369(3) ?
    C1 C2 . 1.428(3) ?
    C3 C4 . 1.366(4) ?
    C3 C8 . 1.376(4) ?
    C4 C5 . 1.409(5) ?
    C4 H4A . 0.9300 ?
    C5 C6 . 1.342(6) ?
    C5 H5A . 0.9300 ?
    C6 C7 . 1.361(6) ?
    C6 H6A . 0.9300 ?
    C7 C8 . 1.382(5) ?
    C7 H7A . 0.9300 ?
    C8 H8A . 0.9300 ?
    C9 H9A . 0.9600 ?
    C9 H9B . 0.9600 ?
    C9 H9C . 0.9600 ?
    C10 C11 . 1.492(3) ?
    C11 H11A . 0.9600 ?
    C11 H11B . 0.9600 ?
    C11 H11C . 0.9600 ?
    C12 C13 . 1.500(4) ?
    C12 H12A . 0.9700 ?
    C12 H12B . 0.9700 ?
    C13 C14 . 1.499(4) ?
    C14 C15 . 1.380(4) ?
    C14 C19 . 1.390(4) ?
    C15 C16 . 1.394(5) ?
    C15 H15A . 0.9300 ?
    C16 C17 . 1.359(5) ?
    C16 H16A . 0.9300 ?
    C17 C18 . 1.373(5) ?
    C17 H17A . 0.9300 ?
    C18 C19 . 1.382(4) ?
    C18 H18A . 0.9300 ?
    C19 H19A . 0.9300 ?
    C20 C21 . 1.517(4) ?
    C20 H20A . 0.9700 ?
    C20 H20B . 0.9700 ?
    C21 C22 . 1.494(4) ?
    C22 C27 . 1.382(4) ?
    C22 C23 . 1.383(4) ?
    C23 C24 . 1.387(5) ?
    C23 H23A . 0.9300 ?
    C24 C25 . 1.370(5) ?
    C24 H24A . 0.9300 ?
    C25 C26 . 1.364(5) ?
    C25 H25A . 0.9300 ?
    C26 C27 . 1.372(5) ?
    C26 H26A . 0.9300 ?
    C27 H27A . 0.9300 ?
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
    N4 O2 H2A . . 109.5 ?
    N5 O3 H3A . . 109.5 ?
    H4C O4 H4B . . 101(3) ?
    C2 N1 N2 . . 109.08(18) ?
    C2 N1 C3 . . 126.4(2) ?
    N2 N1 C3 . . 120.00(19) ?
    C10 N2 N1 . . 107.28(19) ?
    C10 N2 C9 . . 129.2(2) ?
    N1 N2 C9 . . 119.9(2) yes
    C1 N3 C20 . . 112.83(19) ?
    C1 N3 C12 . . 111.90(19) yes
    C20 N3 C12 . . 112.5(2) ?
    C13 N4 O2 . . 112.4(2) yes
    C21 N5 O3 . . 112.8(2) yes
    C10 C1 C2 . . 108.0(2) ?
    C10 C1 N3 . . 124.1(2) ?
    C2 C1 N3 . . 127.7(2) ?
    O1 C2 N1 . . 121.5(2) yes
    O1 C2 C1 . . 133.1(2) ?
    N1 C2 C1 . . 105.3(2) ?
    C4 C3 C8 . . 120.2(3) ?
    C4 C3 N1 . . 120.4(3) ?
    C8 C3 N1 . . 119.4(2) ?
    C3 C4 C5 . . 119.4(3) ?
    C3 C4 H4A . . 120.3 ?
    C5 C4 H4A . . 120.3 ?
    C6 C5 C4 . . 119.0(3) ?
    C6 C5 H5A . . 120.5 ?
    C4 C5 H5A . . 120.5 ?
    C5 C6 C7 . . 122.5(4) ?
    C5 C6 H6A . . 118.8 ?
    C7 C6 H6A . . 118.8 ?
    C6 C7 C8 . . 118.8(4) ?
    C6 C7 H7A . . 120.6 ?
    C8 C7 H7A . . 120.6 ?
    C3 C8 C7 . . 120.2(3) ?
    C3 C8 H8A . . 119.9 ?
    C7 C8 H8A . . 119.9 ?
    N2 C9 H9A . . 109.5 ?
    N2 C9 H9B . . 109.5 ?
    H9A C9 H9B . . 109.5 ?
    N2 C9 H9C . . 109.5 ?
    H9A C9 H9C . . 109.5 ?
    H9B C9 H9C . . 109.5 ?
    N2 C10 C1 . . 109.8(2) ?
    N2 C10 C11 . . 121.5(2) ?
    C1 C10 C11 . . 128.7(2) ?
    C10 C11 H11A . . 109.5 ?
    C10 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    C10 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    N3 C12 C13 . . 110.9(2) yes
    N3 C12 H12A . . 109.4 ?
    C13 C12 H12A . . 109.5 ?
    N3 C12 H12B . . 109.5 ?
    C13 C12 H12B . . 109.5 ?
    H12A C12 H12B . . 108.0 ?
    N4 C13 C14 . . 115.1(3) ?
    N4 C13 C12 . . 124.0(3) ?
    C14 C13 C12 . . 121.0(2) ?
    C15 C14 C19 . . 117.1(3) ?
    C15 C14 C13 . . 121.5(3) ?
    C19 C14 C13 . . 121.5(3) ?
    C14 C15 C16 . . 121.1(3) ?
    C14 C15 H15A . . 119.4 ?
    C16 C15 H15A . . 119.4 ?
    C17 C16 C15 . . 120.7(3) ?
    C17 C16 H16A . . 119.6 ?
    C15 C16 H16A . . 119.6 ?
    C16 C17 C18 . . 119.3(3) ?
    C16 C17 H17A . . 120.4 ?
    C18 C17 H17A . . 120.4 ?
    C17 C18 C19 . . 120.2(4) ?
    C17 C18 H18A . . 119.9 ?
    C19 C18 H18A . . 119.9 ?
    C18 C19 C14 . . 121.6(3) ?
    C18 C19 H19A . . 119.2 ?
    C14 C19 H19A . . 119.2 ?
    N3 C20 C21 . . 110.2(2) ?
    N3 C20 H20A . . 109.6 ?
    C21 C20 H20A . . 109.6 ?
    N3 C20 H20B . . 109.6 ?
    C21 C20 H20B . . 109.6 ?
    H20A C20 H20B . . 108.1 ?
    N5 C21 C22 . . 116.8(2) ?
    N5 C21 C20 . . 123.1(2) ?
    C22 C21 C20 . . 120.1(2) ?
    C27 C22 C23 . . 116.8(3) ?
    C27 C22 C21 . . 121.5(3) ?
    C23 C22 C21 . . 121.6(3) ?
    C22 C23 C24 . . 121.2(3) ?
    C22 C23 H23A . . 119.4 ?
    C24 C23 H23A . . 119.4 ?
    C25 C24 C23 . . 120.6(4) ?
    C25 C24 H24A . . 119.7 ?
    C23 C24 H24A . . 119.7 ?
    C26 C25 C24 . . 118.7(3) ?
    C26 C25 H25A . . 120.6 ?
    C24 C25 H25A . . 120.6 ?
    C25 C26 C27 . . 120.9(4) ?
    C25 C26 H26A . . 119.6 ?
    C27 C26 H26A . . 119.6 ?
    C26 C27 C22 . . 121.8(3) ?
    C26 C27 H27A . . 119.1 ?
    C22 C27 H27A . . 119.1 ?
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
    C2 N1 N2 C10 . . . . 7.3(3) ?
    C3 N1 N2 C10 . . . . 164.9(2) ?
    C2 N1 N2 C9 . . . . 168.0(2) ?
    C3 N1 N2 C9 . . . . -34.5(4) ?
    C20 N3 C1 C10 . . . . -131.2(3) ?
    C12 N3 C1 C10 . . . . 100.7(3) ?
    C20 N3 C1 C2 . . . . 53.9(3) ?
    C12 N3 C1 C2 . . . . -74.2(3) ?
    N2 N1 C2 O1 . . . . 175.2(2) ?
    C3 N1 C2 O1 . . . . 19.4(4) ?
    N2 N1 C2 C1 . . . . -6.2(3) ?
    C3 N1 C2 C1 . . . . -161.9(2) ?
    C10 C1 C2 O1 . . . . -178.7(3) ?
    N3 C1 C2 O1 . . . . -3.2(5) ?
    C10 C1 C2 N1 . . . . 2.9(3) ?
    N3 C1 C2 N1 . . . . 178.4(2) ?
    C2 N1 C3 C4 . . . . -102.7(3) ?
    N2 N1 C3 C4 . . . . 103.9(3) ?
    C2 N1 C3 C8 . . . . 78.3(3) ?
    N2 N1 C3 C8 . . . . -75.1(3) ?
    C8 C3 C4 C5 . . . . -0.3(4) ?
    N1 C3 C4 C5 . . . . -179.4(3) ?
    C3 C4 C5 C6 . . . . 0.4(5) ?
    C4 C5 C6 C7 . . . . -0.3(6) ?
    C5 C6 C7 C8 . . . . 0.2(6) ?
    C4 C3 C8 C7 . . . . 0.2(4) ?
    N1 C3 C8 C7 . . . . 179.2(3) ?
    C6 C7 C8 C3 . . . . -0.1(5) ?
    N1 N2 C10 C1 . . . . -5.4(3) ?
    C9 N2 C10 C1 . . . . -163.7(3) ?
    N1 N2 C10 C11 . . . . 174.9(2) ?
    C9 N2 C10 C11 . . . . 16.6(4) ?
    C2 C1 C10 N2 . . . . 1.6(3) ?
    N3 C1 C10 N2 . . . . -174.1(2) ?
    C2 C1 C10 C11 . . . . -178.7(3) ?
    N3 C1 C10 C11 . . . . 5.5(4) ?
    C1 N3 C12 C13 . . . . -64.3(3) yes
    C20 N3 C12 C13 . . . . 167.4(2) ?
    O2 N4 C13 C14 . . . . 179.0(2) yes
    O2 N4 C13 C12 . . . . -2.1(4) ?
    N3 C12 C13 N4 . . . . 103.4(3) ?
    N3 C12 C13 C14 . . . . -77.7(3) ?
    N4 C13 C14 C15 . . . . 179.3(3) ?
    C12 C13 C14 C15 . . . . 0.4(4) ?
    N4 C13 C14 C19 . . . . -0.2(4) ?
    C12 C13 C14 C19 . . . . -179.2(2) ?
    C19 C14 C15 C16 . . . . 0.6(5) ?
    C13 C14 C15 C16 . . . . -178.9(3) ?
    C14 C15 C16 C17 . . . . 0.1(6) ?
    C15 C16 C17 C18 . . . . -0.6(6) ?
    C16 C17 C18 C19 . . . . 0.3(5) ?
    C17 C18 C19 C14 . . . . 0.5(5) ?
    C15 C14 C19 C18 . . . . -0.9(4) ?
    C13 C14 C19 C18 . . . . 178.6(3) ?
    C1 N3 C20 C21 . . . . 166.9(2) ?
    C12 N3 C20 C21 . . . . -65.3(3) ?
    O3 N5 C21 C22 . . . . 178.7(2) yes
    O3 N5 C21 C20 . . . . -0.7(4) ?
    N3 C20 C21 N5 . . . . 105.1(3) yes
    N3 C20 C21 C22 . . . . -74.2(3) ?
    N5 C21 C22 C27 . . . . 177.7(3) ?
    C20 C21 C22 C27 . . . . -2.9(4) ?
    N5 C21 C22 C23 . . . . -2.2(4) ?
    C20 C21 C22 C23 . . . . 177.1(3) ?
    C27 C22 C23 C24 . . . . 0.5(6) ?
    C21 C22 C23 C24 . . . . -179.5(3) ?
    C22 C23 C24 C25 . . . . -0.1(7) ?
    C23 C24 C25 C26 . . . . -0.7(7) ?
    C24 C25 C26 C27 . . . . 1.0(6) ?
    C25 C26 C27 C22 . . . . -0.6(6) ?
    C23 C22 C27 C26 . . . . -0.2(5) ?
    C21 C22 C27 C26 . . . . 179.8(3) ?
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
    O2 H2A O4 3_766 0.82 1.88 2.663(3) 159
    O3 H3A O1 3_666 0.82 1.88 2.695(3) 178
    O4 H4C O1 . 0.86(4) 1.99(4) 2.779(3) 152(4)
    O4 H4B N5 3_666 0.99(4) 1.87(4) 2.848(4) 170(3)
    O4 H4B O3 3_666 0.99(4) 2.57(4) 3.372(3) 138(3)
