#------------------------------------------------------------------------------
#$Date: 2025-08-19 12:01:59 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301802 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/52/2105258.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2105258
loop_
_publ_author_name
'Britton, Doyle'
'Young, Jr, Victor G.'
'Noland, Wayland E.'
'Pinnow, Matthew J.'
'Clark, Christopher M.'
_publ_section_title
;
 Four polymorphs (polytypes) of 5,6-dimethylbenzofurazan 1-oxide
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              536
_journal_page_last               542
_journal_paper_doi               10.1107/S0108768112037457
_journal_volume                  68
_journal_year                    2012
_chemical_formula_moiety         'C8 H8 N2 O2'
_chemical_formula_sum            'C8 H8 N2 O2'
_chemical_formula_weight         164.16
_chemical_name_systematic
;
 5,6-benzfurazan 1-oxide, polymorph Z6
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                65.173(2)
_cell_angle_beta                 80.629(2)
_cell_angle_gamma                79.862(2)
_cell_formula_units_Z            6
_cell_length_a                   9.0070(11)
_cell_length_b                   11.1331(13)
_cell_length_c                   12.9526(15)
_cell_measurement_reflns_used    2306
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      2.3
_cell_volume                     1154.6(2)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type
;
Bruker SMART 1K CCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13249
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.74
_diffrn_standards_decay_%        <1
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS: Sheldrick, 2008; Blessing, 1995
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         5157
_refine_ls_number_restraints     480
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1050P)²+0.0770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1676
_reflns_number_gt                3457
_reflns_number_total             5157
_reflns_threshold_expression     ' >2σ(I) '
_cod_data_source_file            ps5015.cif
_cod_data_source_block           Z6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2105258
_cod_database_fobs_code          2105258
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
O O11 0.29681(13) 0.36876(12) 0.09403(9) 0.0475(4) Uani d PD 0.7656(15) 1 A 1
O O12 0.28001(11) 0.20357(11) 0.27648(9) 0.0399(3) Uani d PD 0.7656(15) 1 A 1
N N11 0.36324(14) 0.29627(13) 0.17970(11) 0.0342(3) Uani d PD 0.7656(15) 1 A 1
N N12 0.37472(15) 0.13351(14) 0.36181(11) 0.0381(4) Uani d PD 0.7656(15) 1 A 1
C C11 0.50350(19) 0.2803(2) 0.20875(15) 0.0291(4) Uani d PD 0.7656(15) 1 A 1
C C12 0.50815(18) 0.1806(2) 0.31977(14) 0.0299(4) Uani d PD 0.7656(15) 1 A 1
C C13 0.6449(2) 0.1425(4) 0.3723(2) 0.0326(4) Uani d PD 0.7656(15) 1 A 1
H H13 0.6500 0.0761 0.4480 0.039 Uiso calc PR 0.7656(15) 1 A 1
C C14 0.7699(2) 0.2038(4) 0.3114(3) 0.0300(4) Uani d PD 0.7656(15) 1 A 1
C C15 0.7615(3) 0.3079(5) 0.1958(3) 0.0305(3) Uani d PD 0.7656(15) 1 A 1
C C16 0.6303(3) 0.3459(4) 0.1451(3) 0.0312(4) Uani d PD 0.7656(15) 1 A 1
H H16 0.6242 0.4136 0.0701 0.037 Uiso calc PR 0.7656(15) 1 A 1
C C17 0.9165(3) 0.1668(5) 0.3641(3) 0.0394(4) Uani d PD 0.7656(15) 1 A 1
H H17A 0.9040 0.0971 0.4415 0.059 Uiso calc PR 0.7656(15) 1 A 1
H H17B 0.9460 0.2455 0.3678 0.059 Uiso calc PR 0.7656(15) 1 A 1
H H17C 0.9955 0.1338 0.3175 0.059 Uiso calc PR 0.7656(15) 1 A 1
C C18 0.9017(3) 0.3718(5) 0.1310(3) 0.0405(7) Uani d PD 0.7656(15) 1 A 1
H H18A 0.8781 0.4382 0.0552 0.061 Uiso calc PR 0.7656(15) 1 A 1
H H18B 0.9816 0.3033 0.1228 0.061 Uiso calc PR 0.7656(15) 1 A 1
H H18C 0.9366 0.4153 0.1730 0.061 Uiso calc PR 0.7656(15) 1 A 1
O O11A 0.2817(4) 0.1009(4) 0.3965(3) 0.0479(12) Uani d PD 0.2344(15) 1 A 2
O O12A 0.2736(3) 0.2663(4) 0.2144(3) 0.0399(3) Uani d PD 0.2344(15) 1 A 2
N N11A 0.3524(3) 0.1810(5) 0.3130(3) 0.0381(4) Uani d PD 0.2344(15) 1 A 2
N N12A 0.3724(4) 0.3474(4) 0.1323(3) 0.0342(3) Uani d PD 0.2344(15) 1 A 2
C C11A 0.4947(4) 0.2116(8) 0.2880(5) 0.0299(4) Uani d PD 0.2344(15) 1 A 2
C C12A 0.5049(5) 0.3121(8) 0.1773(5) 0.0291(4) Uani d PD 0.2344(15) 1 A 2
C C13A 0.6430(8) 0.3676(14) 0.1302(9) 0.0312(4) Uani d PD 0.2344(15) 1 A 2
H H13A 0.6509 0.4385 0.0566 0.037 Uiso calc PR 0.2344(15) 1 A 2
C C14A 0.7650(8) 0.3163(15) 0.1935(10) 0.0305(3) Uani d PD 0.2344(15) 1 A 2
C C15A 0.7507(6) 0.2120(13) 0.3092(9) 0.0300(4) Uani d PD 0.2344(15) 1 A 2
C C16A 0.6187(7) 0.1577(13) 0.3548(7) 0.0326(4) Uani d PD 0.2344(15) 1 A 2
H H16A 0.6103 0.0867 0.4282 0.039 Uiso calc PR 0.2344(15) 1 A 2
C C17A 0.9118(10) 0.3749(19) 0.1481(10) 0.0405(7) Uani d PD 0.2344(15) 1 A 2
H H17D 0.9024 0.4461 0.0717 0.061 Uiso calc PR 0.2344(15) 1 A 2
H H17E 0.9928 0.3053 0.1437 0.061 Uiso calc PR 0.2344(15) 1 A 2
H H17F 0.9363 0.4115 0.1993 0.061 Uiso calc PR 0.2344(15) 1 A 2
C C18A 0.8889(9) 0.1544(19) 0.3742(11) 0.0394(4) Uani d PD 0.2344(15) 1 A 2
H H18D 0.8624 0.0827 0.4480 0.059 Uiso calc PR 0.2344(15) 1 A 2
H H18E 0.9256 0.2245 0.3869 0.059 Uiso calc PR 0.2344(15) 1 A 2
H H18F 0.9686 0.1187 0.3298 0.059 Uiso calc PR 0.2344(15) 1 A 2
O O21 0.8196(2) 0.47227(18) 0.40535(13) 0.0513(6) Uani d PD 0.5019(11) 1 B 1
O O22 0.83630(17) 0.63697(18) 0.22268(13) 0.0448(4) Uani d PD 0.5019(11) 1 B 1
N N21 0.7532(2) 0.5444(2) 0.31958(15) 0.0380(5) Uani d PD 0.5019(11) 1 B 1
N N22 0.7425(2) 0.7046(2) 0.13634(15) 0.0384(5) Uani d PD 0.5019(11) 1 B 1
C C21 0.6130(3) 0.5600(5) 0.2905(3) 0.0288(6) Uani d PD 0.5019(11) 1 B 1
C C22 0.6089(3) 0.6580(5) 0.1788(3) 0.0287(5) Uani d PD 0.5019(11) 1 B 1
C C23 0.4727(5) 0.6945(10) 0.1257(5) 0.0319(5) Uani d PD 0.5019(11) 1 B 1
H H23 0.4687 0.7579 0.0489 0.038 Uiso calc PR 0.5019(11) 1 B 1
C C24 0.3465(5) 0.6360(11) 0.1880(6) 0.0290(8) Uani d PD 0.5019(11) 1 B 1
C C25 0.3531(4) 0.5368(9) 0.3056(5) 0.0276(10) Uani d PD 0.5019(11) 1 B 1
C C26 0.4850(4) 0.4974(9) 0.3557(5) 0.0311(9) Uani d PD 0.5019(11) 1 B 1
H H26 0.4908 0.4307 0.4311 0.037 Uiso calc PR 0.5019(11) 1 B 1
C C27 0.2017(7) 0.6684(15) 0.1337(7) 0.0404(5) Uani d PD 0.5019(11) 1 B 1
H H27A 0.2144 0.7371 0.0558 0.061 Uiso calc PR 0.5019(11) 1 B 1
H H27B 0.1201 0.7013 0.1787 0.061 Uiso calc PR 0.5019(11) 1 B 1
H H27C 0.1759 0.5879 0.1309 0.061 Uiso calc PR 0.5019(11) 1 B 1
C C28 0.2148(7) 0.4686(16) 0.3689(8) 0.0427(12) Uani d PD 0.5019(11) 1 B 1
H H28A 0.2377 0.4044 0.4456 0.064 Uiso calc PR 0.5019(11) 1 B 1
H H28B 0.1859 0.4219 0.3271 0.064 Uiso calc PR 0.5019(11) 1 B 1
H H28C 0.1310 0.5354 0.3749 0.064 Uiso calc PR 0.5019(11) 1 B 1
O O21A 0.83450(19) 0.73783(18) 0.10587(14) 0.0529(6) Uani d PD 0.4981(11) 1 B 2
O O22A 0.84203(18) 0.57317(18) 0.28831(13) 0.0448(4) Uani d PD 0.4981(11) 1 B 2
N N21A 0.7639(2) 0.6573(2) 0.18902(16) 0.0384(5) Uani d PD 0.4981(11) 1 B 2
N N22A 0.7429(2) 0.4925(2) 0.37047(15) 0.0380(5) Uani d PD 0.4981(11) 1 B 2
C C21A 0.6224(3) 0.6248(5) 0.2130(3) 0.0287(5) Uani d PD 0.4981(11) 1 B 2
C C22A 0.6120(3) 0.5245(5) 0.3238(3) 0.0288(6) Uani d PD 0.4981(11) 1 B 2
C C23A 0.4741(5) 0.4686(9) 0.3705(5) 0.0311(9) Uani d PD 0.4981(11) 1 B 2
H H23A 0.4648 0.4004 0.4454 0.037 Uiso calc PR 0.4981(11) 1 B 2
C C24A 0.3543(5) 0.5154(9) 0.3050(5) 0.0276(10) Uani d PD 0.4981(11) 1 B 2
C C25A 0.3673(5) 0.6225(11) 0.1907(6) 0.0290(8) Uani d PD 0.4981(11) 1 B 2
C C26A 0.4991(5) 0.6772(10) 0.1454(5) 0.0319(5) Uani d PD 0.4981(11) 1 B 2
H H26A 0.5079 0.7476 0.0715 0.038 Uiso calc PR 0.4981(11) 1 B 2
C C27A 0.2033(7) 0.4658(16) 0.3546(8) 0.0427(12) Uani d PD 0.4981(11) 1 B 2
H H27D 0.2123 0.3952 0.4314 0.064 Uiso calc PR 0.4981(11) 1 B 2
H H27E 0.1702 0.4303 0.3057 0.064 Uiso calc PR 0.4981(11) 1 B 2
H H27F 0.1289 0.5395 0.3593 0.064 Uiso calc PR 0.4981(11) 1 B 2
C C28A 0.2297(7) 0.6787(15) 0.1250(8) 0.0404(5) Uani d PD 0.4981(11) 1 B 2
H H28D 0.2569 0.7486 0.0503 0.061 Uiso calc PR 0.4981(11) 1 B 2
H H28E 0.1500 0.7166 0.1679 0.061 Uiso calc PR 0.4981(11) 1 B 2
H H28F 0.1926 0.6074 0.1144 0.061 Uiso calc PR 0.4981(11) 1 B 2
O O31 0.59509(17) 0.78582(16) 0.39978(12) 0.0485(5) Uani d PD 0.5661(12) 1 C 1
O O32 0.60990(15) 0.94967(16) 0.21663(12) 0.0426(4) Uani d PD 0.5661(12) 1 C 1
N N31 0.52650(18) 0.86047(19) 0.31575(14) 0.0345(4) Uani d PD 0.5661(12) 1 C 1
N N32 0.5128(2) 1.0219(2) 0.13329(14) 0.0386(5) Uani d PD 0.5661(12) 1 C 1
C C31 0.3837(3) 0.8808(5) 0.2902(3) 0.0276(5) Uani d PD 0.5661(12) 1 C 1
C C32 0.3777(2) 0.9798(5) 0.1790(3) 0.0278(5) Uani d PD 0.5661(12) 1 C 1
C C33 0.2378(4) 1.0232(9) 0.1302(4) 0.0325(5) Uani d PD 0.5661(12) 1 C 1
H H33 0.2321 1.0877 0.0540 0.039 Uiso calc PR 0.5661(12) 1 C 1
C C34 0.1107(3) 0.9697(8) 0.1959(5) 0.0279(9) Uani d PD 0.5661(12) 1 C 1
C C35 0.1202(3) 0.8674(8) 0.3122(5) 0.0268(9) Uani d PD 0.5661(12) 1 C 1
C C36 0.2549(4) 0.8222(7) 0.3583(4) 0.0289(7) Uani d PD 0.5661(12) 1 C 1
H H36 0.2622 0.7541 0.4330 0.035 Uiso calc PR 0.5661(12) 1 C 1
C C37 -0.0376(5) 1.0069(13) 0.1453(7) 0.0399(5) Uani d PD 0.5661(12) 1 C 1
H H37A -0.0264 1.0766 0.0678 0.060 Uiso calc PR 0.5661(12) 1 C 1
H H37B -0.1150 1.0399 0.1927 0.060 Uiso calc PR 0.5661(12) 1 C 1
H H37C -0.0681 0.9283 0.1422 0.060 Uiso calc PR 0.5661(12) 1 C 1
C C38 -0.0191(6) 0.8023(17) 0.3778(9) 0.0405(6) Uani d PD 0.5661(12) 1 C 1
H H38A 0.0054 0.7363 0.4536 0.061 Uiso calc PR 0.5661(12) 1 C 1
H H38B -0.0537 0.7581 0.3362 0.061 Uiso calc PR 0.5661(12) 1 C 1
H H38C -0.0996 0.8703 0.3862 0.061 Uiso calc PR 0.5661(12) 1 C 1
O O31A 0.6029(2) 1.0540(2) 0.09597(15) 0.0518(6) Uani d PD 0.4339(12) 1 C 2
O O32A 0.6162(2) 0.8887(2) 0.27771(15) 0.0426(4) Uani d PD 0.4339(12) 1 C 2
N N31A 0.5335(2) 0.9758(3) 0.18167(19) 0.0386(5) Uani d PD 0.4339(12) 1 C 2
N N32A 0.5181(3) 0.8106(3) 0.36325(18) 0.0345(4) Uani d PD 0.4339(12) 1 C 2
C C31A 0.3903(3) 0.9475(6) 0.2107(4) 0.0278(5) Uani d PD 0.4339(12) 1 C 2
C C32A 0.3830(3) 0.8480(7) 0.3220(4) 0.0276(5) Uani d PD 0.4339(12) 1 C 2
C C33A 0.2441(5) 0.7959(11) 0.3736(6) 0.0289(7) Uani d PD 0.4339(12) 1 C 2
H H33A 0.2372 0.7270 0.4483 0.035 Uiso calc PR 0.4339(12) 1 C 2
C C34A 0.1195(4) 0.8472(10) 0.3131(6) 0.0268(9) Uani d PD 0.4339(12) 1 C 2
C C35A 0.1302(4) 0.9518(11) 0.1973(6) 0.0279(9) Uani d PD 0.4339(12) 1 C 2
C C36A 0.2631(5) 1.0028(12) 0.1473(6) 0.0325(5) Uani d PD 0.4339(12) 1 C 2
H H36A 0.2701 1.0725 0.0731 0.039 Uiso calc PR 0.4339(12) 1 C 2
C C37A -0.0331(7) 0.805(2) 0.3693(11) 0.0405(6) Uani d PD 0.4339(12) 1 C 2
H H37D -0.0221 0.7349 0.4459 0.061 Uiso calc PR 0.4339(12) 1 C 2
H H37E -0.0767 0.7721 0.3234 0.061 Uiso calc PR 0.4339(12) 1 C 2
H H37F -0.1001 0.8822 0.3755 0.061 Uiso calc PR 0.4339(12) 1 C 2
C C38A -0.0119(6) 1.0138(18) 0.1376(10) 0.0399(5) Uani d PD 0.4339(12) 1 C 2
H H38D 0.0137 1.0817 0.0613 0.060 Uiso calc PR 0.4339(12) 1 C 2
H H38E -0.0835 1.0552 0.1822 0.060 Uiso calc PR 0.4339(12) 1 C 2
H H38F -0.0583 0.9447 0.1304 0.060 Uiso calc PR 0.4339(12) 1 C 2
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N12 O12 N11 109.02(9)
O11 N11 C11 135.08(13)
O11 N11 O12 118.57(11)
C11 N11 O12 106.34(10)
C12 N12 O12 105.41(10)
N11 C11 C12 107.35(14)
N11 C11 C16 129.64(14)
C12 C11 C16 123.01(16)
N12 C12 C11 111.87(14)
N12 C12 C13 128.64(13)
C11 C12 C13 119.49(15)
C14 C13 C12 118.40(13)
C14 C13 H13 120.8
C12 C13 H13 120.8
C13 C14 C15 120.92(17)
C13 C14 C17 120.05(16)
C15 C14 C17 119.01(18)
C16 C15 C14 121.07(17)
C16 C15 C18 119.56(16)
C14 C15 C18 119.35(18)
C15 C16 C11 117.12(14)
C15 C16 H16 121.4
C11 C16 H16 121.4
C14 C17 H17A 109.5
C14 C17 H17B 109.5
H17A C17 H17B 109.5
C14 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C15 C18 H18A 109.5
C15 C18 H18B 109.5
H18A C18 H18B 109.5
C15 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
N12A O12A N11A 109.03(9)
O11A N11A C11A 135.09(14)
O11A N11A O12A 118.58(12)
C11A N11A O12A 106.33(11)
C12A N12A O12A 105.40(11)
N11A C11A C12A 107.38(14)
N11A C11A C16A 129.62(15)
C12A C11A C16A 123.00(17)
N12A C12A C11A 111.84(15)
N12A C12A C13A 128.59(15)
C11A C12A C13A 119.46(17)
C14A C13A C12A 118.40(14)
C14A C13A H13A 120.8
C12A C13A H13A 120.8
C13A C14A C15A 120.9(2)
C13A C14A C17A 120.00(18)
C15A C14A C17A 118.9(2)
C16A C15A C14A 121.0(2)
C16A C15A C18A 119.45(18)
C14A C15A C18A 119.3(2)
C15A C16A C11A 117.11(15)
C15A C16A H16A 121.4
C11A C16A H16A 121.4
C14A C17A H17D 109.5
C14A C17A H17E 109.5
H17D C17A H17E 109.5
C14A C17A H17F 109.5
H17D C17A H17F 109.5
H17E C17A H17F 109.5
C15A C18A H18D 109.5
C15A C18A H18E 109.5
H18D C18A H18E 109.5
C15A C18A H18F 109.5
H18D C18A H18F 109.5
H18E C18A H18F 109.5
N22 O22 N21 109.01(9)
O21 N21 C21 135.09(14)
O21 N21 O22 118.58(11)
C21 N21 O22 106.34(10)
C22 N22 O22 105.41(11)
N21 C21 C22 107.38(14)
N21 C21 C26 129.60(15)
C22 C21 C26 123.00(17)
N22 C22 C21 111.85(15)
N22 C22 C23 128.67(14)
C21 C22 C23 119.49(16)
C24 C23 C22 118.39(14)
C24 C23 H23 120.8
C22 C23 H23 120.8
C23 C24 C25 120.88(19)
C23 C24 C27 120.03(17)
C25 C24 C27 119.02(19)
C26 C25 C24 121.06(18)
C26 C25 C28 119.41(17)
C24 C25 C28 119.3(2)
C25 C26 C21 117.11(15)
C25 C26 H26 121.4
C21 C26 H26 121.4
C24 C27 H27A 109.5
C24 C27 H27B 109.5
H27A C27 H27B 109.5
C24 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C25 C28 H28A 109.5
C25 C28 H28B 109.5
H28A C28 H28B 109.5
C25 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
N22A O22A N21A 109.01(9)
O21A N21A C21A 135.13(14)
O21A N21A O22A 118.52(11)
C21A N21A O22A 106.34(10)
C22A N22A O22A 105.40(11)
N21A C21A C22A 107.37(14)
N21A C21A C26A 129.63(15)
C22A C21A C26A 122.99(17)
N22A C22A C21A 111.87(15)
N22A C22A C23A 128.62(14)
C21A C22A C23A 119.49(16)
C24A C23A C22A 118.41(14)
C24A C23A H23A 120.8
C22A C23A H23A 120.8
C23A C24A C25A 120.89(19)
C23A C24A C27A 119.89(17)
C25A C24A C27A 118.96(19)
C26A C25A C24A 121.05(18)
C26A C25A C28A 119.52(18)
C24A C25A C28A 119.32(19)
C25A C26A C21A 117.12(15)
C25A C26A H26A 121.4
C21A C26A H26A 121.4
C24A C27A H27D 109.5
C24A C27A H27E 109.5
H27D C27A H27E 109.5
C24A C27A H27F 109.5
H27D C27A H27F 109.5
H27E C27A H27F 109.5
C25A C28A H28D 109.5
C25A C28A H28E 109.5
H28D C28A H28E 109.5
C25A C28A H28F 109.5
H28D C28A H28F 109.5
H28E C28A H28F 109.5
N32 O32 N31 109.01(9)
O31 N31 C31 135.05(13)
O31 N31 O32 118.59(11)
C31 N31 O32 106.36(10)
C32 N32 O32 105.43(10)
N31 C31 C32 107.37(14)
N31 C31 C36 129.61(15)
C32 C31 C36 122.98(17)
N32 C32 C31 111.84(14)
N32 C32 C33 128.67(14)
C31 C32 C33 119.49(16)
C34 C33 C32 118.41(14)
C34 C33 H33 120.8
C32 C33 H33 120.8
C33 C34 C35 120.87(18)
C33 C34 C37 120.00(17)
C35 C34 C37 118.91(19)
C36 C35 C34 121.05(18)
C36 C35 C38 119.46(17)
C34 C35 C38 119.24(19)
C35 C36 C31 117.15(14)
C35 C36 H36 121.4
C31 C36 H36 121.4
C34 C37 H37A 109.5
C34 C37 H37B 109.5
H37A C37 H37B 109.5
C34 C37 H37C 109.5
H37A C37 H37C 109.5
H37B C37 H37C 109.5
C35 C38 H38A 109.5
C35 C38 H38B 109.5
H38A C38 H38B 109.5
C35 C38 H38C 109.5
H38A C38 H38C 109.5
H38B C38 H38C 109.5
N32A O32A N31A 109.04(9)
O31A N31A C31A 135.14(14)
O31A N31A O32A 118.52(12)
C31A N31A O32A 106.34(10)
C32A N32A O32A 105.39(11)
N31A C31A C32A 107.37(14)
N31A C31A C36A 129.63(15)
C32A C31A C36A 123.00(17)
N32A C32A C31A 111.86(15)
N32A C32A C33A 128.60(14)
C31A C32A C33A 119.46(16)
C34A C33A C32A 118.44(14)
C34A C33A H33A 120.8
C32A C33A H33A 120.8
C33A C34A C35A 120.90(19)
C33A C34A C37A 119.96(18)
C35A C34A C37A 118.90(19)
C36A C35A C34A 121.02(18)
C36A C35A C38A 119.46(18)
C34A C35A C38A 119.2(2)
C35A C36A C31A 117.13(15)
C35A C36A H36A 121.4
C31A C36A H36A 121.4
C34A C37A H37D 109.5
C34A C37A H37E 109.5
H37D C37A H37E 109.5
C34A C37A H37F 109.5
H37D C37A H37F 109.5
H37E C37A H37F 109.5
C35A C38A H38D 109.5
C35A C38A H38E 109.5
H38D C38A H38E 109.5
C35A C38A H38F 109.5
H38D C38A H38F 109.5
H38E C38A H38F 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O11 N11 1.2389(14)
O12 N12 1.3808(14)
O12 N11 1.4416(14)
N11 C11 1.3373(19)
N12 C12 1.3359(18)
C11 C12 1.4015(15)
C11 C16 1.414(2)
C12 C13 1.417(2)
C13 C14 1.373(2)
C13 H13 0.9500
C14 C15 1.4619(12)
C14 C17 1.499(2)
C15 C16 1.361(2)
C15 C18 1.508(2)
C16 H16 0.9500
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
O11A N11A 1.2390(15)
O12A N12A 1.3809(14)
O12A N11A 1.4413(14)
N11A C11A 1.337(2)
N12A C12A 1.3365(19)
C11A C12A 1.4013(16)
C11A C16A 1.414(2)
C12A C13A 1.417(2)
C13A C14A 1.373(2)
C13A H13A 0.9500
C14A C15A 1.4625(13)
C14A C17A 1.499(2)
C15A C16A 1.361(2)
C15A C18A 1.509(2)
C16A H16A 0.9500
C17A H17D 0.9800
C17A H17E 0.9800
C17A H17F 0.9800
C18A H18D 0.9800
C18A H18E 0.9800
C18A H18F 0.9800
O21 N21 1.2390(14)
O22 N22 1.3810(14)
O22 N21 1.4414(14)
N21 C21 1.3375(19)
N22 C22 1.3363(19)
C21 C22 1.4012(16)
C21 C26 1.414(2)
C22 C23 1.417(2)
C23 C24 1.373(2)
C23 H23 0.9500
C24 C25 1.4619(13)
C24 C27 1.499(2)
C25 C26 1.361(2)
C25 C28 1.509(2)
C26 H26 0.9500
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
O21A N21A 1.2390(14)
O22A N22A 1.3812(14)
O22A N21A 1.4417(14)
N21A C21A 1.3373(19)
N22A C22A 1.3363(19)
C21A C22A 1.4012(16)
C21A C26A 1.414(2)
C22A C23A 1.417(2)
C23A C24A 1.373(2)
C23A H23A 0.9500
C24A C25A 1.4621(13)
C24A C27A 1.500(2)
C25A C26A 1.361(2)
C25A C28A 1.508(2)
C26A H26A 0.9500
C27A H27D 0.9800
C27A H27E 0.9800
C27A H27F 0.9800
C28A H28D 0.9800
C28A H28E 0.9800
C28A H28F 0.9800
O31 N31 1.2393(14)
O32 N32 1.3811(14)
O32 N31 1.4410(14)
N31 C31 1.3374(19)
N32 C32 1.3361(19)
C31 C32 1.4014(16)
C31 C36 1.414(2)
C32 C33 1.417(2)
C33 C34 1.373(2)
C33 H33 0.9500
C34 C35 1.4626(13)
C34 C37 1.500(2)
C35 C36 1.360(2)
C35 C38 1.509(2)
C36 H36 0.9500
C37 H37A 0.9800
C37 H37B 0.9800
C37 H37C 0.9800
C38 H38A 0.9800
C38 H38B 0.9800
C38 H38C 0.9800
O31A N31A 1.2391(14)
O32A N32A 1.3809(14)
O32A N31A 1.4413(14)
N31A C31A 1.3373(19)
N32A C32A 1.3366(19)
C31A C32A 1.4013(16)
C31A C36A 1.414(2)
C32A C33A 1.417(2)
C33A C34A 1.373(2)
C33A H33A 0.9500
C34A C35A 1.4626(13)
C34A C37A 1.500(2)
C35A C36A 1.361(2)
C35A C38A 1.509(2)
C36A H36A 0.9500
C37A H37D 0.9800
C37A H37E 0.9800
C37A H37F 0.9800
C38A H38D 0.9800
C38A H38E 0.9800
C38A H38F 0.9800
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
N12 O12 N11 O11 -179.91(14)
N12 O12 N11 C11 -0.1(2)
N11 O12 N12 C12 0.0(2)
O11 N11 C11 C12 179.9(2)
O12 N11 C11 C12 0.2(3)
O11 N11 C11 C16 -0.6(5)
O12 N11 C11 C16 179.7(4)
O12 N12 C12 C11 0.1(3)
O12 N12 C12 C13 -179.8(3)
N11 C11 C12 N12 -0.2(3)
C16 C11 C12 N12 -179.8(3)
N11 C11 C12 C13 179.7(3)
C16 C11 C12 C13 0.1(5)
N12 C12 C13 C14 178.9(3)
C11 C12 C13 C14 -1.0(5)
C12 C13 C14 C15 1.3(6)
C12 C13 C14 C17 179.7(4)
C13 C14 C15 C16 -0.7(7)
C17 C14 C15 C16 -179.2(5)
C13 C14 C15 C18 -179.3(5)
C17 C14 C15 C18 2.3(6)
C14 C15 C16 C11 -0.1(7)
C18 C15 C16 C11 178.4(5)
N11 C11 C16 C15 -179.1(4)
C12 C11 C16 C15 0.4(6)
N12A O12A N11A O11A 179.7(5)
N12A O12A N11A C11A -0.5(8)
N11A O12A N12A C12A 1.1(8)
O11A N11A C11A C12A 179.6(8)
O12A N11A C11A C12A -0.3(10)
O11A N11A C11A C16A 0(2)
O12A N11A C11A C16A -180.0(13)
O12A N12A C12A C11A -1.2(11)
O12A N12A C12A C13A -177.5(13)
N11A C11A C12A N12A 1.0(13)
C16A C11A C12A N12A -179.3(12)
N11A C11A C12A C13A 177.6(12)
C16A C11A C12A C13A -3(2)
N12A C12A C13A C14A 178.7(14)
C11A C12A C13A C14A 3(2)
C12A C13A C14A C15A -3(2)
C12A C13A C14A C17A -178.3(17)
C13A C14A C15A C16A 4(2)
C17A C14A C15A C16A 178.8(17)
C13A C14A C15A C18A 177.5(17)
C17A C14A C15A C18A -7(2)
C14A C15A C16A C11A -3(2)
C18A C15A C16A C11A -177.2(15)
N11A C11A C16A C15A -177.3(13)
C12A C11A C16A C15A 3(2)
N22 O22 N21 O21 178.6(3)
N22 O22 N21 C21 -1.1(4)
N21 O22 N22 C22 1.1(4)
O21 N21 C21 C22 -179.0(4)
O22 N21 C21 C22 0.6(6)
O21 N21 C21 C26 2.9(12)
O22 N21 C21 C26 -177.4(9)
O22 N22 C22 C21 -0.7(6)
O22 N22 C22 C23 179.5(9)
N21 C21 C22 N22 0.0(7)
C26 C21 C22 N22 178.3(8)
N21 C21 C22 C23 179.8(8)
C26 C21 C22 C23 -2.0(12)
N22 C22 C23 C24 -177.6(9)
C21 C22 C23 C24 2.7(15)
C22 C23 C24 C25 -1.0(16)
C22 C23 C24 C27 -177.8(12)
C23 C24 C25 C26 -1.5(14)
C27 C24 C25 C26 175.3(13)
C23 C24 C25 C28 -176.3(14)
C27 C24 C25 C28 0.6(13)
C24 C25 C26 C21 2.2(14)
C28 C25 C26 C21 177.0(11)
N21 C21 C26 C25 177.3(8)
C22 C21 C26 C25 -0.5(14)
N22A O22A N21A O21A 179.6(3)
N22A O22A N21A C21A -0.6(4)
N21A O22A N22A C22A 0.5(4)
O21A N21A C21A C22A -179.8(4)
O22A N21A C21A C22A 0.4(6)
O21A N21A C21A C26A -0.4(13)
O22A N21A C21A C26A 179.8(9)
O22A N22A C22A C21A -0.3(6)
O22A N22A C22A C23A 178.0(9)
N21A C21A C22A N22A -0.1(7)
C26A C21A C22A N22A -179.5(9)
N21A C21A C22A C23A -178.5(8)
C26A C21A C22A C23A 2.1(13)
N22A C22A C23A C24A -178.2(8)
C21A C22A C23A C24A -0.1(14)
C22A C23A C24A C25A -1.4(14)
C22A C23A C24A C27A -175.5(12)
C23A C24A C25A C26A 1.1(14)
C27A C24A C25A C26A 175.3(14)
C23A C24A C25A C28A -175.2(13)
C27A C24A C25A C28A -1.0(13)
C24A C25A C26A C21A 0.8(16)
C28A C25A C26A C21A 177.1(12)
N21A C21A C26A C25A 178.4(9)
C22A C21A C26A C25A -2.4(15)
N32 O32 N31 O31 179.3(2)
N32 O32 N31 C31 0.0(4)
N31 O32 N32 C32 0.3(4)
O31 N31 C31 C32 -179.4(4)
O32 N31 C31 C32 -0.3(5)
O31 N31 C31 C36 2.9(11)
O32 N31 C31 C36 -177.9(7)
O32 N32 C32 C31 -0.5(6)
O32 N32 C32 C33 178.8(8)
N31 C31 C32 N32 0.5(7)
C36 C31 C32 N32 178.3(7)
N31 C31 C32 C33 -178.9(7)
C36 C31 C32 C33 -1.0(11)
N32 C32 C33 C34 -176.8(7)
C31 C32 C33 C34 2.5(13)
C32 C33 C34 C35 -1.9(12)
C32 C33 C34 C37 -176.4(10)
C33 C34 C35 C36 -0.2(11)
C37 C34 C35 C36 174.3(10)
C33 C34 C35 C38 -174.6(11)
C37 C34 C35 C38 0.0(10)
C34 C35 C36 C31 1.7(12)
C38 C35 C36 C31 176.0(11)
N31 C31 C36 C35 176.3(7)
C32 C31 C36 C35 -1.0(12)
N32A O32A N31A O31A 179.9(3)
N32A O32A N31A C31A -0.7(6)
N31A O32A N32A C32A -0.1(6)
O31A N31A C31A C32A -179.6(6)
O32A N31A C31A C32A 1.1(8)
O31A N31A C31A C36A -0.1(16)
O32A N31A C31A C36A -179.3(11)
O32A N32A C32A C31A 0.8(8)
O32A N32A C32A C33A 177.4(10)
N31A C31A C32A N32A -1.3(9)
C36A C31A C32A N32A 179.1(10)
N31A C31A C32A C33A -178.2(10)
C36A C31A C32A C33A 2.2(15)
N32A C32A C33A C34A -177.8(10)
C31A C32A C33A C34A -1.4(16)
C32A C33A C34A C35A 1.0(16)
C32A C33A C34A C37A -173.3(15)
C33A C34A C35A C36A -1.3(14)
C37A C34A C35A C36A 173.1(15)
C33A C34A C35A C38A -174.8(13)
C37A C34A C35A C38A -0.4(14)
C34A C35A C36A C31A 1.9(17)
C38A C35A C36A C31A 175.4(13)
N31A C31A C36A C35A 178.1(10)
C32A C31A C36A C35A -2.4(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139064121
