##############################################################################
###                                                                        ###
###        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     'PLATON <TABLE ACC> option'
_journal_date_recd_electronic     2006-03-20
_journal_date_accepted     2006-04-28
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      6
_journal_page_first     o2156
_journal_page_last     o2157
_journal_paper_category     EO
_journal_coeditor_code     RZ2021
_publ_contact_author_name
; Dr. Mehmet Akkurt
;
_publ_contact_author_address
; Department of Physics
  Faculty of Arts and Sciences
  Erciyes University
  38039 Kayseri
  Turkey
;
_publ_contact_author_email     akkurt@erciyes.edu.tr
_publ_contact_author_fax     '+90-352-4374933'
_publ_contact_author_phone     '+90-352-4374901 ext. 33106'
_publ_section_title
;
(E)-2-[1-(3-Amino-2-methylphenylimino)ethyl]phenol
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Mehmet Akkurt'
; ?
;
; Department of Physics
  Faculty of Arts and Sciences
  Erciyes University
  38039 Kayseri
  Turkey
;
    'Selvi Karaca'
; ?
;
; Department of Physics
  Faculty of Arts and Sciences
  Erciyes University
  38039 Kayseri
  Turkey
;
    'Ali Asghar Jarrahpour'
;?
;
;
  Department of Chemistry
  College of Sciences
  Shiraz University
  71454 Shiraz
  Iran
;
    'Shadab Rezaei'
;?
;
;
  Department of Chemistry
  College of Sciences
  Shiraz University
  71454 Shiraz
  Iran
;
    'Orhan Büyükgüngör'
;?
;
;
   Department of Physics
   Faculty of Arts and Sciences
   Ondokuz Mayıs University
   55139 Samsun
   Turkey
;
data_I
_chemical_name_systematic
;
(E)-2-[1-(3-Amino-2-methylphenylimino)ethyl]phenol
;
_chemical_name_common     ?
_chemical_formula_moiety     'C15 H16 N2 O'
_chemical_formula_sum     'C15 H16 N2 O'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C15 H16 N2 O'
_chemical_formula_weight     240.30
_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_site_id
    _symmetry_equiv_pos_as_xyz
    1 x,y,z
    2 -x,1/2+y,1/2-z
    3 -x,-y,-z
    4 x,1/2-y,1/2+z
_cell_length_a     11.6558(7)
_cell_length_b     7.9917(6)
_cell_length_c     16.0978(10)
_cell_angle_alpha     90
_cell_angle_beta     118.619(4)
_cell_angle_gamma     90
_cell_volume     1316.30(16)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     23872
_cell_measurement_theta_min     1.99
_cell_measurement_theta_max     28.03
_cell_measurement_temperature     296
_cell_special_details
;
;
_exptl_crystal_description     'prism'
_exptl_crystal_colour     'light yellow'
_exptl_crystal_size_max     0.55
_exptl_crystal_size_mid     0.46
_exptl_crystal_size_min     0.39
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.213
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'Not Measured'
_exptl_crystal_F_000     512
_exptl_absorpt_coefficient_mu     0.077
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_process_details     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     296
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     'plane graphite'
_diffrn_measurement_device_type     'Stoe IPDS-2'
_diffrn_measurement_device     '2-circle goniometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     6.67
_diffrn_reflns_number     17381
_diffrn_reflns_av_R_equivalents     0.0525
_diffrn_reflns_av_sigmaI/netI     0.0246
_diffrn_reflns_theta_min     1.99
_diffrn_reflns_theta_max     26.00
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_reflns_reduction_process
;
;
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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     2583
_reflns_number_gt     2097
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0508
_refine_ls_R_factor_gt     0.0413
_refine_ls_wR_factor_gt     0.1086
_refine_ls_wR_factor_ref     0.1141
_refine_ls_goodness_of_fit_ref     1.064
_refine_ls_restrained_S_all     1.064
_refine_ls_number_reflns     2583
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     'mixed'
_refine_ls_weighting_scheme     'calc'
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0574P)²+0.1559P] 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     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.131
_refine_diff_density_min     -0.155
_refine_ls_extinction_method     'none'
_refine_ls_abs_structure_details     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    O O 0.0106 0.0060 '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'
    H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement     'X-AREA'
_computing_data_reduction     'X-RED32 (Stoe & Cie, 2002)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material     'WinGX (Farrugia, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    O O1 0.82079(11) 0.43037(13) 0.50437(8) 0.0673(4) Uani . . 1.000
    N N1 0.86515(16) 0.90998(18) 0.85055(10) 0.0681(5) Uani . . 1.000
    N N2 0.72074(10) 0.47996(13) 0.60911(7) 0.0469(3) Uani . . 1.000
    C C1 0.79558(12) 0.69351(15) 0.73072(9) 0.0458(4) Uani . . 1.000
    C C2 0.69241(12) 0.60305(15) 0.66088(8) 0.0450(4) Uani . . 1.000
    C C3 0.56379(13) 0.63621(19) 0.63760(10) 0.0572(5) Uani . . 1.000
    C C4 0.53795(14) 0.75761(19) 0.68707(11) 0.0617(5) Uani . . 1.000
    C C5 0.63771(14) 0.84460(17) 0.75854(10) 0.0549(5) Uani . . 1.000
    C C6 0.76681(13) 0.81478(15) 0.78094(9) 0.0479(4) Uani . . 1.000
    C C7 0.93448(15) 0.6613(2) 0.75372(12) 0.0688(5) Uani . . 1.000
    C C8 0.6519(2) 0.2527(2) 0.67742(14) 0.0782(7) Uani . . 1.000
    C C9 0.70056(13) 0.32290(16) 0.61409(9) 0.0481(4) Uani . . 1.000
    C C10 0.73295(13) 0.20788(16) 0.55736(9) 0.0492(4) Uani . . 1.000
    C C11 0.79437(13) 0.26690(18) 0.50597(9) 0.0533(4) Uani . . 1.000
    C C12 0.83099(17) 0.1558(2) 0.45672(11) 0.0712(6) Uani . . 1.000
    C C13 0.8053(2) -0.0119(2) 0.45639(13) 0.0851(7) Uani . . 1.000
    C C14 0.7433(2) -0.0716(2) 0.50434(14) 0.0878(7) Uani . . 1.000
    C C15 0.70838(18) 0.03636(18) 0.55471(12) 0.0697(6) Uani . . 1.000
    H H1 0.784(2) 0.489(2) 0.5441(15) 0.102(6) Uiso . . 1.000
    H H1A 0.8409(17) 0.963(2) 0.8916(13) 0.078(5) Uiso . . 1.000
    H H1B 0.949(2) 0.873(2) 0.8732(13) 0.083(6) Uiso . . 1.000
    H H3 0.49580 0.57730 0.58920 0.0690 Uiso calc R 1.000
    H H4 0.45190 0.78080 0.67180 0.0740 Uiso calc R 1.000
    H H5 0.61890 0.92430 0.79240 0.0660 Uiso calc R 1.000
    H H7A 0.93580 0.59450 0.70460 0.0820 Uiso calc R 1.000
    H H7B 0.97890 0.60280 0.81290 0.0820 Uiso calc R 1.000
    H H7C 0.97770 0.76590 0.75840 0.0820 Uiso calc R 1.000
    H H8A 0.56610 0.20670 0.63970 0.0940 Uiso calc R 1.000
    H H8B 0.64820 0.33990 0.71700 0.0940 Uiso calc R 1.000
    H H8C 0.71010 0.16620 0.71620 0.0940 Uiso calc R 1.000
    H H12 0.87300 0.19490 0.42390 0.0850 Uiso calc R 1.000
    H H13 0.83010 -0.08580 0.42330 0.1020 Uiso calc R 1.000
    H H14 0.72500 -0.18510 0.50270 0.1050 Uiso calc R 1.000
    H H15 0.66750 -0.00560 0.58780 0.0840 Uiso calc R 1.000
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    O1 0.0876(8) 0.0620(6) 0.0748(7) -0.0032(5) 0.0571(6) -0.0021(5)
    N1 0.0715(9) 0.0663(8) 0.0697(8) -0.0100(7) 0.0363(7) -0.0230(7)
    N2 0.0529(6) 0.0451(6) 0.0451(6) 0.0011(4) 0.0255(5) -0.0016(4)
    C1 0.0500(7) 0.0427(6) 0.0488(7) 0.0013(5) 0.0269(6) 0.0012(5)
    C2 0.0522(7) 0.0435(6) 0.0434(6) 0.0032(5) 0.0263(6) 0.0025(5)
    C3 0.0489(8) 0.0663(8) 0.0534(8) 0.0016(6) 0.0220(6) -0.0054(6)
    C4 0.0522(8) 0.0724(9) 0.0649(9) 0.0116(7) 0.0316(7) 0.0001(7)
    C5 0.0676(9) 0.0505(7) 0.0578(8) 0.0091(6) 0.0391(7) 0.0005(6)
    C6 0.0595(8) 0.0417(6) 0.0479(7) -0.0013(5) 0.0300(6) 0.0008(5)
    C7 0.0526(8) 0.0735(10) 0.0795(10) -0.0028(7) 0.0311(8) -0.0207(8)
    C8 0.1208(15) 0.0567(9) 0.0876(11) -0.0004(9) 0.0745(12) 0.0057(8)
    C9 0.0522(7) 0.0474(7) 0.0438(6) 0.0024(5) 0.0222(6) 0.0025(5)
    C10 0.0535(7) 0.0474(7) 0.0423(6) 0.0049(5) 0.0193(6) -0.0002(5)
    C11 0.0552(8) 0.0569(8) 0.0455(7) 0.0078(6) 0.0223(6) -0.0016(6)
    C12 0.0785(11) 0.0815(11) 0.0596(9) 0.0144(8) 0.0378(8) -0.0082(8)
    C13 0.1053(14) 0.0758(11) 0.0717(10) 0.0225(10) 0.0403(10) -0.0187(9)
    C14 0.1220(16) 0.0517(9) 0.0877(13) 0.0073(9) 0.0487(12) -0.0122(8)
    C15 0.0916(12) 0.0488(8) 0.0699(10) 0.0021(7) 0.0396(9) -0.0011(7)
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C11 . . 1.3453(18) yes
    O1 H1 . . 1.04(2) no
    N1 C6 . . 1.385(2) yes
    N2 C2 . . 1.4265(17) yes
    N2 C9 . . 1.2866(17) yes
    N1 H1A . . 0.94(2) no
    N1 H1B . . 0.91(2) no
    C1 C7 . . 1.500(2) no
    C1 C2 . . 1.3920(18) no
    C1 C6 . . 1.4018(19) no
    C2 C3 . . 1.386(2) no
    C3 C4 . . 1.377(2) no
    C4 C5 . . 1.370(2) no
    C5 C6 . . 1.390(2) no
    C8 C9 . . 1.493(3) no
    C9 C10 . . 1.467(2) no
    C10 C15 . . 1.397(2) no
    C10 C11 . . 1.410(2) no
    C11 C12 . . 1.387(2) no
    C12 C13 . . 1.373(2) no
    C13 C14 . . 1.371(3) no
    C14 C15 . . 1.373(3) no
    C3 H3 . . 0.9300 no
    C4 H4 . . 0.9300 no
    C5 H5 . . 0.9300 no
    C7 H7A . . 0.9600 no
    C7 H7B . . 0.9600 no
    C7 H7C . . 0.9600 no
    C8 H8A . . 0.9600 no
    C8 H8B . . 0.9600 no
    C8 H8C . . 0.9600 no
    C12 H12 . . 0.9300 no
    C13 H13 . . 0.9300 no
    C14 H14 . . 0.9300 no
    C15 H15 . . 0.9300 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    O1 N2 2.4987(18) . . no
    O1 N1 3.270(2) . 2_746 no
    O1 N1 3.042(2) . 4_564 no
    O1 H1B 2.50(2) . 2_746 no
    O1 H1A 2.118(19) . 4_564 no
    N1 O1 3.042(2) . 4_565 no
    N1 O1 3.270(2) . 2_756 no
    N2 O1 2.4987(18) . . no
    N1 H7C 2.6700 . . no
    N1 H8C 2.9000 . 1_565 no
    N2 H1 1.54(2) . . no
    N2 H7A 2.4100 . . no
    C3 C8 3.198(2) . . no
    C5 C8 3.546(2) . 1_565 no
    C6 C13 3.581(2) . 4_555 no
    C8 C5 3.546(2) . 1_545 no
    C8 C3 3.198(2) . . no
    C13 C6 3.581(2) . 4_554 no
    C1 H13 3.0500 . 4_555 no
    C2 H1 2.73(2) . . no
    C2 H8B 2.4400 . . no
    C3 H8B 2.6500 . . no
    C5 H8C 2.8900 . 1_565 no
    C6 H8C 2.9600 . 1_565 no
    C6 H13 2.7400 . 4_555 no
    C7 H1B 2.506(18) . . no
    C8 H15 2.5700 . . no
    C8 H3 3.1000 . . no
    C9 H1 2.24(2) . . no
    C9 H3 3.0700 . 3_666 no
    C9 H3 3.0100 . . no
    C10 H3 3.1000 . 3_666 no
    C11 H1B 2.81(2) . 2_746 no
    C11 H1A 3.050(18) . 4_564 no
    C11 H4 2.9500 . 3_666 no
    C12 H4 2.9800 . 3_666 no
    C15 H8A 2.9400 . . no
    C15 H8C 2.7900 . . no
    H1 N2 1.54(2) . . no
    H1 C2 2.73(2) . . no
    H1 C9 2.24(2) . . no
    H1 H7A 2.4800 . . no
    H1A H5 2.3200 . . no
    H1A O1 2.118(19) . 4_565 no
    H1A C11 3.050(18) . 4_565 no
    H1B C7 2.506(18) . . no
    H1B H7B 2.4600 . . no
    H1B H7C 2.2000 . . no
    H1B O1 2.50(2) . 2_756 no
    H1B C11 2.81(2) . 2_756 no
    H3 C8 3.1000 . . no
    H3 C9 3.0100 . . no
    H3 C9 3.0700 . 3_666 no
    H3 C10 3.1000 . 3_666 no
    H4 C11 2.9500 . 3_666 no
    H4 C12 2.9800 . 3_666 no
    H5 H1A 2.3200 . . no
    H7A N2 2.4100 . . no
    H7A H1 2.4800 . . no
    H7B H1B 2.4600 . . no
    H7C N1 2.6700 . . no
    H7C H1B 2.2000 . . no
    H8A C15 2.9400 . . no
    H8A H15 2.4300 . . no
    H8B C2 2.4400 . . no
    H8B C3 2.6500 . . no
    H8C N1 2.9000 . 1_545 no
    H8C C5 2.8900 . 1_545 no
    H8C C6 2.9600 . 1_545 no
    H8C C15 2.7900 . . no
    H8C H15 2.3300 . . no
    H13 C1 3.0500 . 4_554 no
    H13 C6 2.7400 . 4_554 no
    H15 C8 2.5700 . . no
    H15 H8A 2.4300 . . no
    H15 H8C 2.3300 . . 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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C11 O1 H1 . . . 105.1(10) no
    C2 N2 C9 . . . 122.41(12) yes
    C6 N1 H1A . . . 114.0(13) no
    C6 N1 H1B . . . 117.3(11) no
    H1A N1 H1B . . . 119.5(17) no
    C2 C1 C7 . . . 121.53(13) no
    C6 C1 C7 . . . 120.29(13) no
    C2 C1 C6 . . . 118.17(14) no
    N2 C2 C1 . . . 118.54(13) yes
    N2 C2 C3 . . . 119.81(12) yes
    C1 C2 C3 . . . 121.56(13) no
    C2 C3 C4 . . . 119.10(14) no
    C3 C4 C5 . . . 120.69(16) no
    C4 C5 C6 . . . 120.58(14) no
    N1 C6 C1 . . . 120.83(15) yes
    N1 C6 C5 . . . 119.30(14) yes
    C1 C6 C5 . . . 119.82(13) no
    C8 C9 C10 . . . 119.00(12) no
    N2 C9 C8 . . . 123.34(13) yes
    N2 C9 C10 . . . 117.60(13) yes
    C9 C10 C15 . . . 121.59(15) no
    C11 C10 C15 . . . 117.70(14) no
    C9 C10 C11 . . . 120.68(12) no
    O1 C11 C10 . . . 121.43(13) yes
    O1 C11 C12 . . . 118.35(15) yes
    C10 C11 C12 . . . 120.21(14) no
    C11 C12 C13 . . . 120.07(18) no
    C12 C13 C14 . . . 120.69(18) no
    C13 C14 C15 . . . 119.95(16) no
    C10 C15 C14 . . . 121.36(18) no
    C2 C3 H3 . . . 120.00 no
    C4 C3 H3 . . . 120.00 no
    C3 C4 H4 . . . 120.00 no
    C5 C4 H4 . . . 120.00 no
    C4 C5 H5 . . . 120.00 no
    C6 C5 H5 . . . 120.00 no
    C1 C7 H7A . . . 109.00 no
    C1 C7 H7B . . . 109.00 no
    C1 C7 H7C . . . 109.00 no
    H7A C7 H7B . . . 109.00 no
    H7A C7 H7C . . . 110.00 no
    H7B C7 H7C . . . 109.00 no
    C9 C8 H8A . . . 109.00 no
    C9 C8 H8B . . . 109.00 no
    C9 C8 H8C . . . 109.00 no
    H8A C8 H8B . . . 109.00 no
    H8A C8 H8C . . . 109.00 no
    H8B C8 H8C . . . 109.00 no
    C11 C12 H12 . . . 120.00 no
    C13 C12 H12 . . . 120.00 no
    C12 C13 H13 . . . 120.00 no
    C14 C13 H13 . . . 120.00 no
    C13 C14 H14 . . . 120.00 no
    C15 C14 H14 . . . 120.00 no
    C10 C15 H15 . . . 119.00 no
    C14 C15 H15 . . . 119.00 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
    C2 N2 C9 C10 . . . . 179.77(12) yes
    C9 N2 C2 C3 . . . . -68.42(17) no
    C2 N2 C9 C8 . . . . -3.0(2) yes
    C9 N2 C2 C1 . . . . 114.99(15) no
    C7 C1 C6 C5 . . . . 179.47(13) no
    C7 C1 C2 N2 . . . . -1.46(18) yes
    C7 C1 C2 C3 . . . . -177.99(13) no
    C2 C1 C6 C5 . . . . -1.68(19) no
    C7 C1 C6 N1 . . . . 1.8(2) yes
    C2 C1 C6 N1 . . . . -179.31(12) no
    C6 C1 C2 C3 . . . . 3.17(19) no
    C6 C1 C2 N2 . . . . 179.70(11) no
    C1 C2 C3 C4 . . . . -2.3(2) no
    N2 C2 C3 C4 . . . . -178.78(13) no
    C2 C3 C4 C5 . . . . -0.1(2) no
    C3 C4 C5 C6 . . . . 1.6(2) no
    C4 C5 C6 C1 . . . . -0.7(2) no
    C4 C5 C6 N1 . . . . 177.03(14) no
    C8 C9 C10 C15 . . . . 5.8(2) no
    N2 C9 C10 C15 . . . . -176.82(15) no
    C8 C9 C10 C11 . . . . -172.00(15) yes
    N2 C9 C10 C11 . . . . 5.4(2) no
    C15 C10 C11 C12 . . . . -1.4(2) no
    C9 C10 C15 C14 . . . . -177.54(17) no
    C9 C10 C11 C12 . . . . 176.49(14) no
    C15 C10 C11 O1 . . . . 179.60(15) no
    C11 C10 C15 C14 . . . . 0.4(3) no
    C9 C10 C11 O1 . . . . -2.5(2) yes
    O1 C11 C12 C13 . . . . -179.77(16) no
    C10 C11 C12 C13 . . . . 1.2(2) no
    C11 C12 C13 C14 . . . . 0.1(3) no
    C12 C13 C14 C15 . . . . -1.2(3) no
    C13 C14 C15 C10 . . . . 0.9(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
    O1 H1 N2 . 1.04(2) 1.54(2) 2.4987(18) 150.4(15) yes
    N1 H1A O1 4_565 0.94(2) 2.118(19) 3.042(2) 169.4(17) yes
    N1 H1B O1 2_756 0.91(2) 2.50(2) 3.270(2) 142.8(14) yes
    C7 H7A N2 . 0.96 2.41 2.858(2) 108 yes
