##############################################################################
###                                                                        ###
###        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     2006-09-28
_journal_date_accepted     2006-10-04
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue     11
_journal_page_first     o5022
_journal_page_last     o5023
_journal_paper_category     EO
_journal_coeditor_code     TK2086
_publ_contact_author_name
; Dr. Sema Öztürk Yıldırım
;
_publ_contact_author_address
; Department of Physics
  Faculty of Arts and Sciences
  Erciyes University
  38039 Kayseri
  Turkey
;
_publ_contact_author_email     'ozturk@erciyes.edu.tr'
_publ_contact_author_fax     '+90-352-4374933'
_publ_contact_author_phone     '+90-352-4374901 ext. 33118'
_publ_section_title
;
Spiro(1-phenyl-3-paratolyl-4-paraanisyl-Δ2-pyrazoline-5:3'-2'-phenyl-2',3'-
dihydro-4'(1H)-isoquinolone
;
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
;
    'Sema Öztürk Yıldırım'
; ?
;
; Department of Physics,
  Faculty of Arts and Sciences,
  Erciyes University,
  38039 Kayseri,
  Turkey
;
    'Rahima Badri'
;   ?
;
;
  Laboratoie de Chimie Organique,
  Faculté des Sciences,
  Dhar Mehraz, 30000 Fès,
  Morocco
;
    'Abdelali Kerbal'
;   ?
;
;
  Laboratoie de Chimie Organique,
  Faculté des Sciences,
  Dhar Mehraz, 30000 Fès,
  Morocco
;
    'Taibi Ben Hadda'
;   ?
;
;
 Laboratoire d'Activation Moléculaire,
 Faculté des Sciences,
 60000 Oujda,
 Morocco
;
    'Orhan Büyükgüngör'
;?
;
;
   Department of Physics,
   Faculty of Arts and Sciences,
   Ondokuz Mayıs University,
   55139 Samsun,
   Turkey
;
_publ_section_synopsis     .
data_3
_chemical_name_systematic
;
;
_chemical_name_common     ?
_chemical_formula_moiety     'C37 H31 N3 O2'
_chemical_formula_sum     'C37 H31 N3 O2'
_chemical_formula_structural     ?
_chemical_formula_iupac     ?
_chemical_formula_weight     549.65
_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     11.6063(7)
_cell_length_b     14.8988(6)
_cell_length_c     19.4799(11)
_cell_angle_alpha     90
_cell_angle_beta     121.552(4)
_cell_angle_gamma     90
_cell_volume     2870.5(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     43585
_cell_measurement_theta_min     1.8
_cell_measurement_theta_max     28.0
_cell_measurement_temperature     296
_cell_special_details
;
;
_exptl_crystal_description     'prism'
_exptl_crystal_colour     'yellow'
_exptl_crystal_size_max     0.53
_exptl_crystal_size_mid     0.43
_exptl_crystal_size_min     0.27
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.272
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'Not Measured'
_exptl_crystal_F_000     1160
loop_
    _exptl_crystal_face_index_h
    _exptl_crystal_face_index_k
    _exptl_crystal_face_index_l
    _exptl_crystal_face_perp_dist
    1 0 0 0.1190
    -1 0 0 0.1530
    -3 -2 8 0.1850
    0 -2 -1 0.2660
    1 1 -9 0.2840
    1 5 -7 0.3010
    0 1 0 0.2790
    -1 3 3 0.2650
    1 -5 -6 0.3060
    5 4 -2 0.1910
    3 0 -4 0.3050
    -5 -1 5 0.1930
    -2 3 6 0.2620
_exptl_absorpt_coefficient_mu     0.079
_exptl_absorpt_correction_type     integration
_exptl_absorpt_process_details     '(XRED32; Stoe, 2002)'
_exptl_absorpt_correction_T_min     0.959
_exptl_absorpt_correction_T_max     0.979
_exptl_special_details
;IR (KBr, cm⁻¹): 1689 (CO).
Analysis found: C 79.06, H 5.60, N 7.35%; C₃₇H₃₁N₃O₂ requires: C
80.87, H 5.64, N 7.65%. ¹H-NMR (CDCl₃, δ p.p.m., J Hz): 2.30
(s, 3H), 3.75 (s, 3H), 4.40, 4.55 (2d, 2H, J =
16.35), 5.30 (s, 1H), 6.50--7.65 (m, 21H), 8.05 (dd, 1H,
J¹ = 7.85 and J² = 1.25). ¹³C-NMR (CDCl₃): 21.40
(CH₃), 50.40 (NCH₂), 55.25 (OCH₃), 63.70 (CH), 91.40 (C^5:3'^), 126.10,
129.10, 129.65, 138.30, 140.85, 144.35, 147.70, 148.05, 159.30, 113.55,
113.65, 115.45, 120.30, 121.65, 121.95, 125.90, 128.00, 128.15, 128.35,
128.85, 132.15, 134.65; 195.20 (CO). MS m/z calculated for
C₃₇H₃₁N₃O₂: [M] = 549 g mol⁻¹, found: 77 (100%), 118 (22%),
165 (10%), 208 (35%), 237 (23%), 341 (75%), 531 (17%), 549 (28%).
;
_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 scans'
_diffrn_detector_area_resol_mean     6.67
_diffrn_reflns_number     44195
_diffrn_reflns_av_R_equivalents     0.069
_diffrn_reflns_av_sigmaI/netI     0.038
_diffrn_reflns_theta_min     1.8
_diffrn_reflns_theta_max     27.9
_diffrn_reflns_theta_full     27.9
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.987
_diffrn_reflns_limit_h_min     -15
_diffrn_reflns_limit_h_max     15
_diffrn_reflns_limit_k_min     -19
_diffrn_reflns_limit_k_max     19
_diffrn_reflns_limit_l_min     -25
_diffrn_reflns_limit_l_max     25
_diffrn_reflns_reduction_process
;
;
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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     6765
_reflns_number_gt     4450
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.074
_refine_ls_R_factor_gt     0.042
_refine_ls_wR_factor_gt     0.101
_refine_ls_wR_factor_ref     0.112
_refine_ls_goodness_of_fit_ref     1.02
_refine_ls_restrained_S_all     1.02
_refine_ls_number_reflns     6765
_refine_ls_number_parameters     381
_refine_ls_number_restraints     1
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     'constr'
_refine_ls_weighting_scheme     'calc'
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0609P)²]         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     '<0.001'
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.27
_refine_diff_density_min     -0.16
_refine_ls_extinction_method     'SHELXL97'
_refine_ls_extinction_coef     0.0072(9)
_refine_ls_extinction_expression
                                  'FC^*^=KFC[1+0.001XFC²Λ³/SIN(2Θ)]^-1/4^'
_refine_ls_abs_structure_details     ?
_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
    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, 2002)'
_computing_cell_refinement     'X-AREA'
_computing_data_reduction     'X-RED32 (Stoe, 2002)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEP-3 for Windows (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 0.32642(13) 0.61063(10) 0.42060(8) 0.0802(5) Uani . . 1.000
    O O2 0.86050(10) 0.64777(8) 0.23758(6) 0.0590(4) Uani . . 1.000
    N N1 0.91056(11) 0.59746(7) 0.39964(6) 0.0438(3) Uani . . 1.000
    N N2 0.83569(11) 0.53688(7) 0.33787(6) 0.0425(3) Uani . . 1.000
    N N3 0.59822(11) 0.51617(7) 0.23192(7) 0.0436(3) Uani . . 1.000
    C C1 0.84012(13) 0.66814(9) 0.38911(8) 0.0417(4) Uani . . 1.000
    C C2 0.89273(13) 0.74210(9) 0.44758(8) 0.0461(4) Uani . . 1.000
    C C3 1.01085(18) 0.73224(12) 0.52184(10) 0.0699(6) Uani . . 1.000
    C C4 1.0576(2) 0.80016(14) 0.57803(11) 0.0799(7) Uani . . 1.000
    C C5 0.98957(18) 0.88028(12) 0.56310(11) 0.0643(6) Uani . . 1.000
    C C6 0.87523(19) 0.89085(12) 0.48854(11) 0.0697(6) Uani . . 1.000
    C C7 0.82625(16) 0.82344(11) 0.43129(10) 0.0598(5) Uani . . 1.000
    C C8 1.0351(2) 0.95175(15) 0.62749(14) 0.0948(8) Uani . . 1.000
    C C9 0.69743(13) 0.66269(9) 0.31717(8) 0.0411(4) Uani . . 1.000
    C C10 0.59668(13) 0.65279(9) 0.34362(8) 0.0428(4) Uani . . 1.000
    C C11 0.62633(14) 0.60016(10) 0.41041(8) 0.0483(4) Uani . . 1.000
    C C12 0.53525(16) 0.58839(11) 0.43427(9) 0.0565(5) Uani . . 1.000
    C C13 0.41015(16) 0.62831(11) 0.39209(10) 0.0565(5) Uani . . 1.000
    C C14 0.37776(15) 0.68241(11) 0.32733(10) 0.0575(5) Uani . . 1.000
    C C15 0.47212(14) 0.69492(10) 0.30365(9) 0.0510(4) Uani . . 1.000
    C C16 0.1975(2) 0.64880(18) 0.38076(17) 0.1020(10) Uani . . 1.000
    C C17 0.71262(12) 0.57897(9) 0.27229(8) 0.0404(4) Uani . . 1.000
    C C18 0.56251(14) 0.45962(9) 0.27800(8) 0.0471(4) Uani . . 1.000
    C C19 0.65413(17) 0.39875(10) 0.33423(9) 0.0568(5) Uani . . 1.000
    C C20 0.6181(2) 0.34453(11) 0.37783(11) 0.0693(6) Uani . . 1.000
    C C21 0.4896(2) 0.34731(13) 0.36491(12) 0.0759(7) Uani . . 1.000
    C C22 0.39666(19) 0.40395(13) 0.30687(12) 0.0709(7) Uani . . 1.000
    C C23 0.43180(16) 0.45968(11) 0.26385(10) 0.0597(5) Uani . . 1.000
    C C24 0.48142(14) 0.55256(11) 0.15872(8) 0.0510(4) Uani . . 1.000
    C C25 0.51443(14) 0.59058(9) 0.10011(8) 0.0482(4) Uani . . 1.000
    C C26 0.41476(17) 0.59810(12) 0.01910(9) 0.0633(5) Uani . . 1.000
    C C27 0.4450(2) 0.63548(13) -0.03441(10) 0.0708(6) Uani . . 1.000
    C C28 0.57247(19) 0.66568(12) -0.00955(10) 0.0658(6) Uani . . 1.000
    C C29 0.67271(17) 0.65896(10) 0.07063(9) 0.0551(5) Uani . . 1.000
    C C30 0.64294(14) 0.62191(9) 0.12540(8) 0.0447(4) Uani . . 1.000
    C C31 0.74737(14) 0.61785(9) 0.21131(8) 0.0433(4) Uani . . 1.000
    C C32 0.91231(14) 0.47409(9) 0.32366(9) 0.0464(4) Uani . . 1.000
    C C33 0.85933(16) 0.43253(11) 0.24942(10) 0.0612(5) Uani . . 1.000
    C C34 0.93508(19) 0.37109(12) 0.23692(12) 0.0696(6) Uani . . 1.000
    C C35 1.06288(19) 0.34922(12) 0.29733(13) 0.0756(7) Uani . . 1.000
    C C36 1.1145(2) 0.38839(14) 0.37121(13) 0.0834(7) Uani . . 1.000
    C C37 1.04051(17) 0.45045(12) 0.38475(11) 0.0662(5) Uani . . 1.000
    H H3 1.05930 0.67890 0.53390 0.0840 Uiso calc R 1.000
    H H4 1.13730 0.79170 0.62740 0.0960 Uiso calc R 1.000
    H H6 0.82900 0.94520 0.47600 0.0840 Uiso calc R 1.000
    H H7 0.74800 0.83290 0.38140 0.0720 Uiso calc R 1.000
    H H8A 1.00330 1.00930 0.60250 0.1420 Uiso calc R 1.000
    H H8B 1.13210 0.95230 0.66000 0.1420 Uiso calc R 1.000
    H H8C 0.99880 0.93890 0.66080 0.1420 Uiso calc R 1.000
    H H9 0.67670 0.71660 0.28390 0.0490 Uiso calc R 1.000
    H H11 0.71030 0.57230 0.43950 0.0580 Uiso calc R 1.000
    H H12 0.55820 0.55330 0.47910 0.0680 Uiso calc R 1.000
    H H14 0.29390 0.71060 0.29930 0.0690 Uiso calc R 1.000
    H H15 0.45040 0.73230 0.26020 0.0610 Uiso calc R 1.000
    H H16A 0.15050 0.63090 0.40700 0.1530 Uiso calc R 1.000
    H H16B 0.14820 0.62870 0.32580 0.1530 Uiso calc R 1.000
    H H16C 0.20520 0.71300 0.38210 0.1530 Uiso calc R 1.000
    H H19 0.74060 0.39440 0.34270 0.0680 Uiso calc R 1.000
    H H20 0.68170 0.30560 0.41640 0.0830 Uiso calc R 1.000
    H H21 0.46640 0.31150 0.39490 0.0910 Uiso calc R 1.000
    H H22 0.30870 0.40500 0.29620 0.0850 Uiso calc R 1.000
    H H23 0.36710 0.49780 0.22490 0.0720 Uiso calc R 1.000
    H H24A 0.44050 0.59930 0.17380 0.0610 Uiso calc R 1.000
    H H24B 0.41500 0.50520 0.13230 0.0610 Uiso calc R 1.000
    H H26 0.32760 0.57790 0.00090 0.0760 Uiso calc R 1.000
    H H27 0.37740 0.64030 -0.08850 0.0850 Uiso calc R 1.000
    H H28 0.59130 0.69050 -0.04640 0.0790 Uiso calc R 1.000
    H H29 0.75970 0.67900 0.08810 0.0660 Uiso calc R 1.000
    H H33 0.77210 0.44620 0.20780 0.0730 Uiso calc R 1.000
    H H34 0.89880 0.34410 0.18670 0.0840 Uiso calc R 1.000
    H H35 1.11410 0.30830 0.28830 0.0910 Uiso calc R 1.000
    H H36 1.20080 0.37290 0.41290 0.1000 Uiso calc R 1.000
    H H37 1.07720 0.47650 0.43540 0.0790 Uiso calc R 1.000
_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 C13 . . 1.374(3) n
    O1 C16 . . 1.396(3) n
    O2 C31 . . 1.217(2) n
    N1 N2 . . 1.3868(15) n
    N1 C1 . . 1.2821(19) n
    N2 C17 . . 1.4683(18) n
    N2 C32 . . 1.414(2) n
    N3 C17 . . 1.4711(19) n
    N3 C18 . . 1.441(2) n
    N3 C24 . . 1.4635(19) n
    C1 C2 . . 1.4685(19) no
    C1 C9 . . 1.511(2) no
    C2 C3 . . 1.385(2) no
    C2 C7 . . 1.382(2) no
    C3 C4 . . 1.377(3) no
    C4 C5 . . 1.376(3) no
    C5 C6 . . 1.371(3) no
    C5 C8 . . 1.514(3) no
    C6 C7 . . 1.383(2) no
    C9 C10 . . 1.512(2) no
    C9 C17 . . 1.585(2) no
    C10 C11 . . 1.399(2) no
    C10 C15 . . 1.383(2) no
    C11 C12 . . 1.371(3) no
    C12 C13 . . 1.374(3) no
    C13 C14 . . 1.373(2) no
    C14 C15 . . 1.406(3) no
    C17 C31 . . 1.553(2) no
    C18 C19 . . 1.391(2) no
    C18 C23 . . 1.393(3) no
    C19 C20 . . 1.386(3) no
    C20 C21 . . 1.377(4) no
    C21 C22 . . 1.370(3) no
    C22 C23 . . 1.384(3) no
    C24 C25 . . 1.493(2) no
    C25 C26 . . 1.389(2) no
    C25 C30 . . 1.384(2) no
    C26 C27 . . 1.379(3) no
    C27 C28 . . 1.370(3) no
    C28 C29 . . 1.379(2) no
    C29 C30 . . 1.396(2) no
    C30 C31 . . 1.4665(19) no
    C32 C33 . . 1.387(2) no
    C32 C37 . . 1.379(3) no
    C33 C34 . . 1.376(3) no
    C34 C35 . . 1.365(3) no
    C35 C36 . . 1.367(3) no
    C36 C37 . . 1.378(3) no
    C3 H3 . . 0.9300 no
    C4 H4 . . 0.9300 no
    C6 H6 . . 0.9300 no
    C7 H7 . . 0.9300 no
    C8 H8A . . 0.9600 no
    C8 H8B . . 0.9600 no
    C8 H8C . . 0.9600 no
    C9 H9 . . 0.9800 no
    C11 H11 . . 0.9300 no
    C12 H12 . . 0.9300 no
    C14 H14 . . 0.9300 no
    C15 H15 . . 0.9300 no
    C16 H16A . . 0.9600 no
    C16 H16B . . 0.9600 no
    C16 H16C . . 0.9600 no
    C19 H19 . . 0.9300 no
    C20 H20 . . 0.9300 no
    C21 H21 . . 0.9300 no
    C22 H22 . . 0.9300 no
    C23 H23 . . 0.9300 no
    C24 H24A . . 0.9700 no
    C24 H24B . . 0.9700 no
    C26 H26 . . 0.9300 no
    C27 H27 . . 0.9300 no
    C28 H28 . . 0.9300 no
    C29 H29 . . 0.9300 no
    C33 H33 . . 0.9300 no
    C34 H34 . . 0.9300 no
    C35 H35 . . 0.9300 no
    C36 H36 . . 0.9300 no
    C37 H37 . . 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
    O2 N1 2.9910(15) . . no
    O2 N2 2.6866(16) . . no
    O2 C1 3.0971(19) . . no
    O2 C16 3.415(3) . 1_655 no
    O2 C32 2.9688(18) . . no
    O2 C33 3.216(2) . . no
    O2 C35 3.301(2) . 2_755 no
    O2 H16B 2.8600 . 1_655 no
    O2 H29 2.5500 . . no
    O2 H9 2.9000 . . no
    O2 H35 2.4900 . 2_755 no
    N1 O2 2.9910(15) . . no
    N1 C11 3.414(2) . . no
    N2 O2 2.6866(16) . . no
    N2 C19 2.920(2) . . no
    N3 C33 3.126(2) . . no
    N1 H37 2.4600 . . no
    N1 H11 2.8300 . . no
    N1 H16A 2.7600 . 1_655 no
    N1 H3 2.5600 . . no
    N2 H19 2.4200 . . no
    N3 H33 2.5200 . . no
    C1 O2 3.0971(19) . . no
    C2 C11 3.495(2) . . no
    C3 C37 3.494(3) . 3_766 no
    C3 C36 3.586(3) . 3_766 no
    C6 C29 3.545(3) . 4_565 no
    C7 C10 3.423(2) . . no
    C10 C24 3.457(2) . . no
    C10 C18 3.0893(19) . . no
    C10 C23 3.353(2) . . no
    C10 C7 3.423(2) . . no
    C11 C2 3.495(2) . . no
    C11 C19 3.437(2) . . no
    C11 C23 3.299(2) . . no
    C11 N1 3.414(2) . . no
    C11 C18 3.096(2) . . no
    C12 C22 3.481(3) . . no
    C12 C23 3.460(2) . . no
    C13 C28 3.587(2) . 4_565 no
    C14 C28 3.579(2) . 4_565 no
    C15 C24 3.578(2) . . no
    C15 C23 3.567(2) . . no
    C16 O2 3.415(3) . 1_455 no
    C16 C37 3.494(3) . 1_455 no
    C18 C10 3.0893(19) . . no
    C18 C11 3.096(2) . . no
    C19 C32 3.306(3) . . no
    C19 C33 3.574(3) . . no
    C19 C11 3.437(2) . . no
    C19 N2 2.920(2) . . no
    C22 C12 3.481(3) . . no
    C23 C12 3.460(2) . . no
    C23 C15 3.567(2) . . no
    C23 C11 3.299(2) . . no
    C23 C10 3.353(2) . . no
    C24 C15 3.578(2) . . no
    C24 C10 3.457(2) . . no
    C28 C14 3.579(2) . 4_564 no
    C28 C13 3.587(2) . 4_564 no
    C29 C6 3.545(3) . 4_564 no
    C31 C33 2.976(2) . . no
    C32 O2 2.9688(18) . . no
    C32 C19 3.306(3) . . no
    C33 O2 3.216(2) . . no
    C33 N3 3.126(2) . . no
    C33 C31 2.976(2) . . no
    C33 C19 3.574(3) . . no
    C35 O2 3.301(2) . 2_745 no
    C36 C3 3.586(3) . 3_766 no
    C37 C16 3.494(3) . 1_655 no
    C37 C3 3.494(3) . 3_766 no
    C1 H11 2.6100 . . no
    C5 H29 3.0800 . 4_565 no
    C6 H29 3.0600 . 4_565 no
    C7 H9 2.9300 . . no
    C7 H28 2.9800 . 4_565 no
    C9 H7 2.7500 . . no
    C9 H24A 2.9800 . . no
    C10 H7 3.0800 . . no
    C10 H24A 2.9300 . . no
    C11 H36 2.9700 . 3_766 no
    C12 H36 3.0100 . 3_766 no
    C14 H28 3.0700 . 4_565 no
    C14 H16B 2.7700 . . no
    C14 H16C 2.7600 . . no
    C15 H28 3.0200 . 4_565 no
    C15 H24A 2.7600 . . no
    C16 H14 2.5400 . . no
    C17 H33 2.6200 . . no
    C17 H19 3.0100 . . no
    C19 H15 2.9400 . 2_645 no
    C20 H15 2.9000 . 2_645 no
    C23 H24A 2.7600 . . no
    C23 H24B 2.5600 . . no
    C24 H23 2.4200 . . no
    C29 H21 3.0600 . 2_655 no
    C30 H33 3.0300 . . no
    C30 H21 3.0400 . 2_655 no
    C31 H33 2.5800 . . no
    C32 H19 2.5100 . . no
    C33 H27 3.0900 . 3_665 no
    C33 H19 2.8500 . . no
    C35 H22 2.9800 . 1_655 no
    C37 H16A 2.9100 . 1_655 no
    C37 H3 3.0800 . 3_766 no
    H3 N1 2.5600 . . no
    H3 C37 3.0800 . 3_766 no
    H3 H19 2.5500 . 3_766 no
    H4 H8B 2.4800 . . no
    H6 H8A 2.4200 . . no
    H7 C9 2.7500 . . no
    H7 C10 3.0800 . . no
    H7 H9 2.3800 . . no
    H8A H6 2.4200 . . no
    H8B H4 2.4800 . . no
    H8B H23 2.4500 . 4_665 no
    H9 O2 2.9000 . . no
    H9 C7 2.9300 . . no
    H9 H7 2.3800 . . no
    H9 H15 2.4300 . . no
    H11 N1 2.8300 . . no
    H11 C1 2.6100 . . no
    H11 H37 2.5000 . 3_766 no
    H12 H12 2.4800 . 3_666 no
    H14 C16 2.5400 . . no
    H14 H16B 2.3500 . . no
    H14 H16C 2.3200 . . no
    H15 H9 2.4300 . . no
    H15 H24A 2.5600 . . no
    H15 C19 2.9400 . 2_655 no
    H15 C20 2.9000 . 2_655 no
    H16A N1 2.7600 . 1_455 no
    H16A C37 2.9100 . 1_455 no
    H16B O2 2.8600 . 1_455 no
    H16B C14 2.7700 . . no
    H16B H14 2.3500 . . no
    H16C C14 2.7600 . . no
    H16C H14 2.3200 . . no
    H16C H34 2.3200 . 2_655 no
    H19 N2 2.4200 . . no
    H19 C17 3.0100 . . no
    H19 C32 2.5100 . . no
    H19 C33 2.8500 . . no
    H19 H3 2.5500 . 3_766 no
    H21 C29 3.0600 . 2_645 no
    H21 C30 3.0400 . 2_645 no
    H22 C35 2.9800 . 1_455 no
    H23 C24 2.4200 . . no
    H23 H24A 2.2100 . . no
    H23 H24B 2.1500 . . no
    H23 H8B 2.4500 . 4_464 no
    H24A C9 2.9800 . . no
    H24A C10 2.9300 . . no
    H24A C15 2.7600 . . no
    H24A C23 2.7600 . . no
    H24A H15 2.5600 . . no
    H24A H23 2.2100 . . no
    H24B C23 2.5600 . . no
    H24B H23 2.1500 . . no
    H24B H26 2.4600 . . no
    H26 H24B 2.4600 . . no
    H27 C33 3.0900 . 3_665 no
    H27 H33 2.4200 . 3_665 no
    H28 C7 2.9800 . 4_564 no
    H28 C14 3.0700 . 4_564 no
    H28 C15 3.0200 . 4_564 no
    H29 O2 2.5500 . . no
    H29 C5 3.0800 . 4_564 no
    H29 C6 3.0600 . 4_564 no
    H33 N3 2.5200 . . no
    H33 C17 2.6200 . . no
    H33 C30 3.0300 . . no
    H33 C31 2.5800 . . no
    H33 H27 2.4200 . 3_665 no
    H34 H16C 2.3200 . 2_645 no
    H35 O2 2.4900 . 2_745 no
    H36 C11 2.9700 . 3_766 no
    H36 C12 3.0100 . 3_766 no
    H37 N1 2.4600 . . no
    H37 H11 2.5000 . 3_766 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
    C13 O1 C16 . . . 118.44(17) n
    N2 N1 C1 . . . 109.76(12) n
    N1 N2 C17 . . . 111.07(10) n
    N1 N2 C32 . . . 115.32(12) n
    C17 N2 C32 . . . 122.50(11) n
    C17 N3 C18 . . . 120.81(11) n
    C17 N3 C24 . . . 113.70(11) n
    C18 N3 C24 . . . 113.69(13) n
    N1 C1 C2 . . . 121.38(13) n
    N1 C1 C9 . . . 113.69(12) n
    C2 C1 C9 . . . 124.66(13) no
    C1 C2 C3 . . . 120.87(14) no
    C1 C2 C7 . . . 121.64(13) no
    C3 C2 C7 . . . 117.49(14) no
    C2 C3 C4 . . . 121.03(17) no
    C3 C4 C5 . . . 121.73(18) no
    C4 C5 C6 . . . 117.01(17) no
    C4 C5 C8 . . . 121.48(18) no
    C6 C5 C8 . . . 121.45(18) no
    C5 C6 C7 . . . 122.19(18) no
    C2 C7 C6 . . . 120.49(16) no
    C1 C9 C10 . . . 110.91(12) no
    C1 C9 C17 . . . 99.76(12) no
    C10 C9 C17 . . . 116.13(12) no
    C9 C10 C11 . . . 120.93(14) no
    C9 C10 C15 . . . 122.08(13) no
    C11 C10 C15 . . . 117.00(16) no
    C10 C11 C12 . . . 121.94(15) no
    C11 C12 C13 . . . 120.20(15) no
    O1 C13 C12 . . . 115.15(15) n
    O1 C13 C14 . . . 124.92(18) n
    C12 C13 C14 . . . 119.93(19) no
    C13 C14 C15 . . . 119.57(17) no
    C10 C15 C14 . . . 121.30(14) no
    N2 C17 N3 . . . 112.86(11) n
    N2 C17 C9 . . . 101.22(10) n
    N2 C17 C31 . . . 107.52(13) n
    N3 C17 C9 . . . 117.75(13) n
    N3 C17 C31 . . . 110.58(11) n
    C9 C17 C31 . . . 106.07(11) no
    N3 C18 C19 . . . 121.42(16) n
    N3 C18 C23 . . . 120.99(13) n
    C19 C18 C23 . . . 117.46(15) no
    C18 C19 C20 . . . 120.8(2) no
    C19 C20 C21 . . . 121.05(18) no
    C20 C21 C22 . . . 118.6(2) no
    C21 C22 C23 . . . 121.0(2) no
    C18 C23 C22 . . . 121.02(17) no
    N3 C24 C25 . . . 114.09(14) n
    C24 C25 C26 . . . 120.32(16) no
    C24 C25 C30 . . . 121.04(13) no
    C26 C25 C30 . . . 118.60(15) no
    C25 C26 C27 . . . 120.07(19) no
    C26 C27 C28 . . . 121.35(16) no
    C27 C28 C29 . . . 119.45(18) no
    C28 C29 C30 . . . 119.67(19) no
    C25 C30 C29 . . . 120.86(14) no
    C25 C30 C31 . . . 119.04(14) no
    C29 C30 C31 . . . 120.08(16) no
    O2 C31 C17 . . . 118.03(12) n
    O2 C31 C30 . . . 122.02(14) n
    C17 C31 C30 . . . 119.87(14) no
    N2 C32 C33 . . . 121.23(15) n
    N2 C32 C37 . . . 120.34(14) n
    C33 C32 C37 . . . 118.39(16) no
    C32 C33 C34 . . . 120.39(17) no
    C33 C34 C35 . . . 120.84(18) no
    C34 C35 C36 . . . 119.1(2) no
    C35 C36 C37 . . . 121.0(2) no
    C32 C37 C36 . . . 120.35(17) no
    C2 C3 H3 . . . 119.00 no
    C4 C3 H3 . . . 120.00 no
    C3 C4 H4 . . . 119.00 no
    C5 C4 H4 . . . 119.00 no
    C5 C6 H6 . . . 119.00 no
    C7 C6 H6 . . . 119.00 no
    C2 C7 H7 . . . 120.00 no
    C6 C7 H7 . . . 120.00 no
    C5 C8 H8A . . . 109.00 no
    C5 C8 H8B . . . 109.00 no
    C5 C8 H8C . . . 109.00 no
    H8A C8 H8B . . . 110.00 no
    H8A C8 H8C . . . 109.00 no
    H8B C8 H8C . . . 109.00 no
    C1 C9 H9 . . . 110.00 no
    C10 C9 H9 . . . 110.00 no
    C17 C9 H9 . . . 110.00 no
    C10 C11 H11 . . . 119.00 no
    C12 C11 H11 . . . 119.00 no
    C11 C12 H12 . . . 120.00 no
    C13 C12 H12 . . . 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
    O1 C16 H16A . . . 109.00 no
    O1 C16 H16B . . . 109.00 no
    O1 C16 H16C . . . 109.00 no
    H16A C16 H16B . . . 110.00 no
    H16A C16 H16C . . . 109.00 no
    H16B C16 H16C . . . 109.00 no
    C18 C19 H19 . . . 120.00 no
    C20 C19 H19 . . . 120.00 no
    C19 C20 H20 . . . 119.00 no
    C21 C20 H20 . . . 119.00 no
    C20 C21 H21 . . . 121.00 no
    C22 C21 H21 . . . 121.00 no
    C21 C22 H22 . . . 120.00 no
    C23 C22 H22 . . . 119.00 no
    C18 C23 H23 . . . 120.00 no
    C22 C23 H23 . . . 119.00 no
    N3 C24 H24A . . . 109.00 no
    N3 C24 H24B . . . 109.00 no
    C25 C24 H24A . . . 109.00 no
    C25 C24 H24B . . . 109.00 no
    H24A C24 H24B . . . 108.00 no
    C25 C26 H26 . . . 120.00 no
    C27 C26 H26 . . . 120.00 no
    C26 C27 H27 . . . 119.00 no
    C28 C27 H27 . . . 119.00 no
    C27 C28 H28 . . . 120.00 no
    C29 C28 H28 . . . 120.00 no
    C28 C29 H29 . . . 120.00 no
    C30 C29 H29 . . . 120.00 no
    C32 C33 H33 . . . 120.00 no
    C34 C33 H33 . . . 120.00 no
    C33 C34 H34 . . . 120.00 no
    C35 C34 H34 . . . 120.00 no
    C34 C35 H35 . . . 120.00 no
    C36 C35 H35 . . . 120.00 no
    C35 C36 H36 . . . 119.00 no
    C37 C36 H36 . . . 120.00 no
    C32 C37 H37 . . . 120.00 no
    C36 C37 H37 . . . 120.00 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
    C16 O1 C13 C12 . . . . -179.93(17) no
    C16 O1 C13 C14 . . . . 1.1(3) no
    C1 N1 N2 C17 . . . . 11.63(17) no
    N2 N1 C1 C9 . . . . 3.25(18) no
    C1 N1 N2 C32 . . . . 156.64(13) no
    N2 N1 C1 C2 . . . . 177.48(13) no
    C32 N2 C17 C31 . . . . -50.98(16) no
    C32 N2 C17 N3 . . . . 71.24(18) no
    C17 N2 C32 C37 . . . . 166.51(15) no
    N1 N2 C17 N3 . . . . -146.69(12) no
    N1 N2 C17 C31 . . . . 91.10(13) no
    N1 N2 C32 C37 . . . . 25.9(2) no
    N1 N2 C17 C9 . . . . -19.91(15) no
    C32 N2 C17 C9 . . . . -161.99(13) no
    C17 N2 C32 C33 . . . . -15.8(2) no
    N1 N2 C32 C33 . . . . -156.43(14) no
    C24 N3 C17 N2 . . . . -170.93(12) no
    C18 N3 C17 C9 . . . . -68.94(17) no
    C18 N3 C17 N2 . . . . 48.47(18) no
    C18 N3 C24 C25 . . . . -164.79(12) no
    C24 N3 C17 C9 . . . . 71.66(16) no
    C24 N3 C17 C31 . . . . -50.45(16) no
    C17 N3 C24 C25 . . . . 51.74(17) no
    C17 N3 C18 C23 . . . . 125.41(15) no
    C24 N3 C18 C19 . . . . 160.40(13) no
    C24 N3 C18 C23 . . . . -15.19(18) no
    C18 N3 C17 C31 . . . . 168.96(13) no
    C17 N3 C18 C19 . . . . -59.00(19) no
    C9 C1 C2 C7 . . . . -15.9(2) no
    C2 C1 C9 C17 . . . . 171.02(14) no
    N1 C1 C9 C17 . . . . -14.97(16) no
    C2 C1 C9 C10 . . . . -66.02(18) no
    N1 C1 C2 C3 . . . . -10.2(3) no
    C9 C1 C2 C3 . . . . 163.36(17) no
    N1 C1 C2 C7 . . . . 170.49(16) no
    N1 C1 C9 C10 . . . . 107.99(15) no
    C7 C2 C3 C4 . . . . 1.9(3) no
    C3 C2 C7 C6 . . . . -1.8(3) no
    C1 C2 C7 C6 . . . . 177.58(18) no
    C1 C2 C3 C4 . . . . -177.40(19) no
    C2 C3 C4 C5 . . . . 0.0(3) no
    C3 C4 C5 C8 . . . . 174.9(2) no
    C3 C4 C5 C6 . . . . -2.2(3) no
    C8 C5 C6 C7 . . . . -174.7(2) no
    C4 C5 C6 C7 . . . . 2.4(3) no
    C5 C6 C7 C2 . . . . -0.4(3) no
    C1 C9 C10 C11 . . . . -37.87(17) no
    C10 C9 C17 N2 . . . . -99.81(14) no
    C1 C9 C17 N3 . . . . 142.88(12) no
    C1 C9 C17 N2 . . . . 19.39(14) no
    C17 C9 C10 C15 . . . . -105.09(15) no
    C10 C9 C17 C31 . . . . 148.07(12) no
    C17 C9 C10 C11 . . . . 75.05(17) no
    C1 C9 C17 C31 . . . . -92.73(13) no
    C1 C9 C10 C15 . . . . 141.99(13) no
    C10 C9 C17 N3 . . . . 23.69(17) no
    C9 C10 C11 C12 . . . . -178.33(14) no
    C9 C10 C15 C14 . . . . 177.70(14) no
    C15 C10 C11 C12 . . . . 1.8(2) no
    C11 C10 C15 C14 . . . . -2.4(2) no
    C10 C11 C12 C13 . . . . 0.4(2) no
    C11 C12 C13 C14 . . . . -2.0(2) no
    C11 C12 C13 O1 . . . . 178.92(15) no
    C12 C13 C14 C15 . . . . 1.4(2) no
    O1 C13 C14 C15 . . . . -179.66(15) no
    C13 C14 C15 C10 . . . . 0.9(2) no
    N2 C17 C31 O2 . . . . -34.32(17) no
    C9 C17 C31 C30 . . . . -103.54(14) no
    C9 C17 C31 O2 . . . . 73.33(17) no
    N3 C17 C31 O2 . . . . -157.94(13) no
    N3 C17 C31 C30 . . . . 25.19(18) no
    N2 C17 C31 C30 . . . . 148.81(12) no
    C19 C18 C23 C22 . . . . 2.8(2) no
    C23 C18 C19 C20 . . . . -4.0(2) no
    N3 C18 C23 C22 . . . . 178.57(15) no
    N3 C18 C19 C20 . . . . -179.71(14) no
    C18 C19 C20 C21 . . . . 2.1(3) no
    C19 C20 C21 C22 . . . . 1.1(3) no
    C20 C21 C22 C23 . . . . -2.2(3) no
    C21 C22 C23 C18 . . . . 0.3(3) no
    N3 C24 C25 C26 . . . . 157.23(14) no
    N3 C24 C25 C30 . . . . -25.1(2) no
    C26 C25 C30 C29 . . . . -1.0(2) no
    C26 C25 C30 C31 . . . . 177.39(14) no
    C30 C25 C26 C27 . . . . 0.5(2) no
    C24 C25 C30 C29 . . . . -178.78(14) no
    C24 C25 C26 C27 . . . . 178.27(16) no
    C24 C25 C30 C31 . . . . -0.3(2) no
    C25 C26 C27 C28 . . . . 0.1(3) no
    C26 C27 C28 C29 . . . . -0.2(3) no
    C27 C28 C29 C30 . . . . -0.3(3) no
    C28 C29 C30 C25 . . . . 0.9(2) no
    C28 C29 C30 C31 . . . . -177.48(15) no
    C25 C30 C31 C17 . . . . -0.1(2) no
    C29 C30 C31 O2 . . . . 1.6(2) no
    C29 C30 C31 C17 . . . . 178.32(13) no
    C25 C30 C31 O2 . . . . -176.87(14) no
    N2 C32 C33 C34 . . . . -179.51(16) no
    C37 C32 C33 C34 . . . . -1.8(3) no
    N2 C32 C37 C36 . . . . 179.15(17) no
    C33 C32 C37 C36 . . . . 1.4(3) no
    C32 C33 C34 C35 . . . . 0.7(3) no
    C33 C34 C35 C36 . . . . 0.9(3) no
    C34 C35 C36 C37 . . . . -1.3(3) no
    C35 C36 C37 C32 . . . . 0.1(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
    C19 H19 N2 . 0.93 2.42 2.920(2) 114 yes
    C33 H33 N3 . 0.93 2.52 3.126(2) 123 yes
    C35 H35 O2 2_745 0.93 2.49 3.301(2) 145 yes
