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#$Date: 2022-04-26 11:45:43 +0300 (Tue, 26 Apr 2022) $
#$Revision: 274680 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105066.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105066
loop_
_publ_author_name
'Dekić, Vidoslav S.'
'Rodić, Marko V.'
'Radulović, Niko S.'
'Ristić, Milenko N.'
'Dekić, Biljana R.'
'Gurešić, Dejan M.'
'Ristić, Novica R.'
_publ_section_title
;
 The crystal structure of 3-nitro-4-(p-tolylamino)-2H-chromen-2-one,
 C16H12N2O4
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              225
_journal_page_last               227
_journal_paper_doi               10.1515/ncrs-2019-0592
_journal_volume                  235
_journal_year                    2019
_chemical_formula_moiety         'C16 H12 N2 O4'
_chemical_formula_sum            'C16 H12 N2 O4'
_chemical_formula_weight         296.28
_chemical_name_common            ' 3-nitro-4-(p-tolylamino)-coumarin'
_chemical_name_systematic
' 3-nitro-4-(p-tolylamino)-2H-chromen-2-one'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   .
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                99.292(4)
_cell_angle_beta                 109.607(4)
_cell_angle_gamma                96.771(4)
_cell_formula_units_Z            4
_cell_length_a                   10.7105(5)
_cell_length_b                   11.2685(5)
_cell_length_c                   13.0145(6)
_cell_measurement_reflns_used    4463
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.1970
_cell_measurement_theta_min      3.0230
_cell_volume                     1435.01(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 [1]'
_computing_data_collection       'CrysAlisPro 1.171.40.53 [1]'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 [1]'
_computing_molecular_graphics    'PLATON [4]'
_computing_publication_material  'PLATON [4]'
_computing_structure_refinement  'SHELXL-2018/3 [3]'
_computing_structure_solution    'SHELXT-2018/2 [2]'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3280
_diffrn_detector_type            'Sapphire3 (Oxford Diffraction)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -25.00  23.00   1.00   25.00    --  -16.35 -99.00-180.00   48
  2  ω    -25.00  56.00   1.00   25.00    --   17.37 -99.00   0.00   81
  3  ω    -50.00  34.00   1.00   25.00    --   17.37 -57.00  30.00   84
  4  ω    -50.00  44.00   1.00   25.00    --   17.37 -77.00-120.00   94
  5  ω     -2.00  87.00   1.00   25.00    --   17.37  37.00-180.00   89
  6  ω     32.00  57.00   1.00   25.00    --   17.37-178.00-150.00   25
  7  ω     -2.00  87.00   1.00   25.00    --   17.37  37.00   0.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Gemini S (Oxford Diffraction)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0035943000
_diffrn_orient_matrix_UB_12      0.0106986000
_diffrn_orient_matrix_UB_13      0.0562325000
_diffrn_orient_matrix_UB_21      -0.0501211000
_diffrn_orient_matrix_UB_22      0.0368192000
_diffrn_orient_matrix_UB_23      -0.0129527000
_diffrn_orient_matrix_UB_31      -0.0509177000
_diffrn_orient_matrix_UB_32      -0.0523684000
_diffrn_orient_matrix_UB_33      -0.0133972000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_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            14917
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.377
_diffrn_reflns_theta_min         2.780
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type
'Enhance (Mo) X-ray Source (Oxford Diffraction)'
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019) 
Analytical numeric absorption correction using a multifaceted crystal 
   model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       trapezoid
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.601
_exptl_crystal_size_mid          0.371
_exptl_crystal_size_min          0.122
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5870
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0509P)²+0.2797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1002
_refine_ls_wR_factor_ref         0.1124
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4398
_reflns_number_total             5870
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0592_suppl.cif
_cod_data_source_block           VD-H-7_2273
_cod_database_code               8105066
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.942
_shelx_estimated_absorpt_t_max   0.988
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1B O 1.16119(11) 0.91869(10) 0.56562(9) 0.0507(3) Uani 1 1 d . . . . .
O2B O 1.15133(12) 1.03279(10) 0.44271(10) 0.0519(3) Uani 1 1 d . . . . .
O4B O 0.81452(11) 0.84478(10) 0.23184(9) 0.0479(3) Uani 1 1 d . . . . .
O3B O 1.00662(12) 0.91945(11) 0.22776(10) 0.0558(3) Uani 1 1 d . . . . .
N1B N 0.93786(13) 0.87025(11) 0.27307(10) 0.0362(3) Uani 1 1 d . . . . .
N2B N 0.87600(12) 0.63433(11) 0.33237(10) 0.0387(3) Uani 1 1 d . . . . .
H2B H 0.836251 0.583155 0.359005 0.046 Uiso 1 1 calc R U . . .
C2B C 1.10733(15) 0.93653(14) 0.45939(13) 0.0388(3) Uani 1 1 d . . . . .
C3B C 1.00335(14) 0.84102(13) 0.38018(12) 0.0340(3) Uani 1 1 d . . . . .
C4B C 0.95786(14) 0.73335(13) 0.40659(12) 0.0332(3) Uani 1 1 d . . . . .
C4'B C 1.00456(15) 0.72883(14) 0.52459(12) 0.0375(3) Uani 1 1 d . . . . .
C5B C 0.95315(18) 0.63703(15) 0.56831(14) 0.0475(4) Uani 1 1 d . . . . .
H5B H 0.885596 0.572694 0.520475 0.057 Uiso 1 1 calc R U . . .
C6B C 1.0014(2) 0.64103(18) 0.68098(15) 0.0593(5) Uani 1 1 d . . . . .
H6B H 0.965341 0.580279 0.709059 0.071 Uiso 1 1 calc R U . . .
C7B C 1.1031(2) 0.73457(19) 0.75265(15) 0.0673(6) Uani 1 1 d . . . . .
H7B H 1.136165 0.735796 0.828719 0.081 Uiso 1 1 calc R U . . .
C8B C 1.1560(2) 0.82598(18) 0.71280(15) 0.0615(5) Uani 1 1 d . . . . .
H8B H 1.224721 0.889028 0.761301 0.074 Uiso 1 1 calc R U . . .
C8'B C 1.10573(17) 0.82301(14) 0.59954(13) 0.0439(4) Uani 1 1 d . . . . .
C9B C 0.84650(15) 0.60311(13) 0.21529(12) 0.0370(3) Uani 1 1 d . . . . .
C14B C 0.71886(17) 0.54160(15) 0.14572(13) 0.0470(4) Uani 1 1 d . . . . .
H14B H 0.652399 0.524001 0.175034 0.056 Uiso 1 1 calc R U . . .
C13B C 0.69084(18) 0.50656(16) 0.03269(14) 0.0534(4) Uani 1 1 d . . . . .
H13B H 0.605387 0.463541 -0.013288 0.064 Uiso 1 1 calc R U . . .
C12B C 0.78597(18) 0.53343(15) -0.01451(13) 0.0491(4) Uani 1 1 d . . . . .
C11B C 0.91319(18) 0.59404(15) 0.05704(14) 0.0478(4) Uani 1 1 d . . . . .
H11B H 0.979087 0.613224 0.027542 0.057 Uiso 1 1 calc R U . . .
C10B C 0.94511(16) 0.62686(14) 0.17099(13) 0.0415(4) Uani 1 1 d . . . . .
H10B H 1.032336 0.664676 0.217631 0.050 Uiso 1 1 calc R U . . .
C15B C 0.7517(2) 0.4984(2) -0.13898(15) 0.0696(6) Uani 1 1 d . . . . .
H15D H 0.656614 0.492578 -0.176750 0.104 Uiso 1 1 calc R U . . .
H15E H 0.776372 0.420753 -0.157462 0.104 Uiso 1 1 calc R U . . .
H15F H 0.800415 0.559467 -0.161945 0.104 Uiso 1 1 calc R U . . .
O1A O 0.53546(13) 0.31509(12) 0.23852(10) 0.0589(3) Uani 1 1 d . . . . .
O2A O 0.71073(13) 0.43775(13) 0.36920(11) 0.0705(4) Uani 1 1 d . . . . .
O3A O 0.76230(14) 0.37834(16) 0.57852(12) 0.0860(5) Uani 1 1 d . . . . .
O4A O 0.58391(16) 0.43433(13) 0.59828(11) 0.0721(4) Uani 1 1 d . . . . .
N1A N 0.64180(16) 0.38220(14) 0.54349(12) 0.0536(4) Uani 1 1 d . . . . .
N2A N 0.39533(13) 0.19486(12) 0.47211(10) 0.0420(3) Uani 1 1 d . . . . .
H2A H 0.310529 0.164988 0.448302 0.050 Uiso 1 1 calc R U . . .
C2A C 0.60992(17) 0.36344(16) 0.34898(14) 0.0495(4) Uani 1 1 d . . . . .
C3A C 0.56108(16) 0.32163(14) 0.42846(13) 0.0417(4) Uani 1 1 d . . . . .
C4A C 0.43935(15) 0.24380(13) 0.40064(12) 0.0374(3) Uani 1 1 d . . . . .
C4'A C 0.35433(16) 0.21171(13) 0.28208(12) 0.0405(4) Uani 1 1 d . . . . .
C5A C 0.22108(17) 0.14846(15) 0.24021(14) 0.0512(4) Uani 1 1 d . . . . .
H5A H 0.181416 0.124955 0.289111 0.061 Uiso 1 1 calc R U . . .
C6A C 0.1483(2) 0.12077(18) 0.12750(15) 0.0641(5) Uani 1 1 d . . . . .
H6A H 0.059217 0.080087 0.100911 0.077 Uiso 1 1 calc R U . . .
C7A C 0.2058(2) 0.15255(18) 0.05325(15) 0.0678(6) Uani 1 1 d . . . . .
H7A H 0.156086 0.131784 -0.023043 0.081 Uiso 1 1 calc R U . . .
C8A C 0.3359(2) 0.21456(17) 0.09166(15) 0.0621(5) Uani 1 1 d . . . . .
H8A H 0.375516 0.235287 0.041860 0.074 Uiso 1 1 calc R U . . .
C8'A C 0.40807(18) 0.24621(14) 0.20584(13) 0.0472(4) Uani 1 1 d . . . . .
C9A C 0.47220(15) 0.18618(14) 0.58334(12) 0.0388(3) Uani 1 1 d . . . . .
C10A C 0.59289(17) 0.14569(15) 0.60714(14) 0.0471(4) Uani 1 1 d . . . . .
H10A H 0.626842 0.124809 0.550974 0.056 Uiso 1 1 calc R U . . .
C11A C 0.66338(19) 0.13623(17) 0.71500(16) 0.0562(5) Uani 1 1 d . . . . .
H11A H 0.746203 0.111065 0.731199 0.067 Uiso 1 1 calc R U . . .
C12A C 0.6135(2) 0.16335(17) 0.79925(15) 0.0571(5) Uani 1 1 d . . . . .
C13A C 0.4899(2) 0.19918(19) 0.77235(15) 0.0613(5) Uani 1 1 d . . . . .
H13A H 0.453202 0.215518 0.827419 0.074 Uiso 1 1 calc R U . . .
C14A C 0.41943(17) 0.21134(17) 0.66578(14) 0.0523(4) Uani 1 1 d . . . . .
H14A H 0.336571 0.236442 0.649507 0.063 Uiso 1 1 calc R U . . .
C15A C 0.6927(3) 0.1566(3) 0.91842(18) 0.0957(8) Uani 1 1 d . . . . .
H15A H 0.684746 0.224738 0.969055 0.144 Uiso 1 1 calc R U . . .
H15B H 0.785947 0.159033 0.928055 0.144 Uiso 1 1 calc R U . . .
H15C H 0.657656 0.081621 0.933552 0.144 Uiso 1 1 calc R U . . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.1803
1 -1 0 0.1953
1 0 0 0.1275
-1 0 0 0.2395
-1 -1 1 0.2750
0 0 -1 0.0775
0 0 1 0.0445
9 11 -8 0.3426
1 -1 -17 0.0720
15 1 -6 0.1252
11 -11 -6 0.1734
-10 11 9 0.1576
-10 -11 3 0.2808
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2B O1B C8'B 121.78(12) . .
O3B N1B O4B 122.80(13) . .
O3B N1B C3B 119.35(12) . .
O4B N1B C3B 117.85(12) . .
C4B N2B C9B 128.32(12) . .
C4B N2B H2B 115.8 . .
C9B N2B H2B 115.8 . .
O2B C2B O1B 116.33(13) . .
O2B C2B C3B 126.87(15) . .
O1B C2B C3B 116.79(13) . .
C4B C3B C2B 123.20(13) . .
C4B C3B N1B 121.69(12) . .
C2B C3B N1B 114.76(12) . .
N2B C4B C3B 125.19(13) . .
N2B C4B C4'B 118.11(13) . .
C3B C4B C4'B 116.70(13) . .
C8'B C4'B C5B 117.47(14) . .
C8'B C4'B C4B 117.99(13) . .
C5B C4'B C4B 124.53(14) . .
C6B C5B C4'B 120.70(16) . .
C6B C5B H5B 119.6 . .
C4'B C5B H5B 119.6 . .
C5B C6B C7B 120.32(17) . .
C5B C6B H6B 119.8 . .
C7B C6B H6B 119.8 . .
C8B C7B C6B 120.58(17) . .
C8B C7B H7B 119.7 . .
C6B C7B H7B 119.7 . .
C7B C8B C8'B 119.05(17) . .
C7B C8B H8B 120.5 . .
C8'B C8B H8B 120.5 . .
O1B C8'B C8B 116.03(15) . .
O1B C8'B C4'B 122.12(14) . .
C8B C8'B C4'B 121.85(16) . .
C10B C9B C14B 119.69(14) . .
C10B C9B N2B 121.13(13) . .
C14B C9B N2B 119.07(14) . .
C13B C14B C9B 119.53(16) . .
C13B C14B H14B 120.2 . .
C9B C14B H14B 120.2 . .
C14B C13B C12B 122.01(16) . .
C14B C13B H13B 119.0 . .
C12B C13B H13B 119.0 . .
C11B C12B C13B 117.27(15) . .
C11B C12B C15B 121.54(17) . .
C13B C12B C15B 121.18(17) . .
C10B C11B C12B 121.87(16) . .
C10B C11B H11B 119.1 . .
C12B C11B H11B 119.1 . .
C11B C10B C9B 119.54(15) . .
C11B C10B H10B 120.2 . .
C9B C10B H10B 120.2 . .
C12B C15B H15D 109.5 . .
C12B C15B H15E 109.5 . .
H15D C15B H15E 109.5 . .
C12B C15B H15F 109.5 . .
H15D C15B H15F 109.5 . .
H15E C15B H15F 109.5 . .
C2A O1A C8'A 121.01(13) . .
O4A N1A O3A 124.49(16) . .
O4A N1A C3A 117.05(15) . .
O3A N1A C3A 118.45(17) . .
C4A N2A C9A 127.90(13) . .
C4A N2A H2A 116.1 . .
C9A N2A H2A 116.1 . .
O2A C2A O1A 116.51(15) . .
O2A C2A C3A 126.50(16) . .
O1A C2A C3A 116.99(14) . .
C4A C3A C2A 124.04(14) . .
C4A C3A N1A 121.86(14) . .
C2A C3A N1A 113.54(13) . .
N2A C4A C3A 125.62(14) . .
N2A C4A C4'A 118.33(13) . .
C3A C4A C4'A 116.04(13) . .
C8'A C4'A C5A 117.47(15) . .
C8'A C4'A C4A 118.46(14) . .
C5A C4'A C4A 124.07(14) . .
C6A C5A C4'A 120.51(17) . .
C6A C5A H5A 119.7 . .
C4'A C5A H5A 119.7 . .
C5A C6A C7A 120.78(18) . .
C5A C6A H6A 119.6 . .
C7A C6A H6A 119.6 . .
C8A C7A C6A 120.05(17) . .
C8A C7A H7A 120.0 . .
C6A C7A H7A 120.0 . .
C7A C8A C8'A 119.22(17) . .
C7A C8A H8A 120.4 . .
C8'A C8A H8A 120.4 . .
O1A C8'A C4'A 122.25(14) . .
O1A C8'A C8A 115.86(15) . .
C4'A C8'A C8A 121.88(16) . .
C10A C9A C14A 119.86(15) . .
C10A C9A N2A 121.03(14) . .
C14A C9A N2A 118.98(14) . .
C9A C10A C11A 119.58(16) . .
C9A C10A H10A 120.2 . .
C11A C10A H10A 120.2 . .
C12A C11A C10A 121.38(17) . .
C12A C11A H11A 119.3 . .
C10A C11A H11A 119.3 . .
C13A C12A C11A 117.92(16) . .
C13A C12A C15A 120.68(19) . .
C11A C12A C15A 121.38(19) . .
C14A C13A C12A 121.46(17) . .
C14A C13A H13A 119.3 . .
C12A C13A H13A 119.3 . .
C13A C14A C9A 119.73(17) . .
C13A C14A H14A 120.1 . .
C9A C14A H14A 120.1 . .
C12A C15A H15A 109.5 . .
C12A C15A H15B 109.5 . .
H15A C15A H15B 109.5 . .
C12A C15A H15C 109.5 . .
H15A C15A H15C 109.5 . .
H15B C15A H15C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1B C2B 1.3661(18) .
O1B C8'B 1.3744(19) .
O2B C2B 1.2124(18) .
O4B N1B 1.2250(15) .
O3B N1B 1.2241(15) .
N1B C3B 1.4457(18) .
N2B C4B 1.3415(18) .
N2B C9B 1.4224(18) .
N2B H2B 0.8600 .
C2B C3B 1.432(2) .
C3B C4B 1.391(2) .
C4B C4'B 1.4585(19) .
C4'B C8'B 1.392(2) .
C4'B C5B 1.401(2) .
C5B C6B 1.373(2) .
C5B H5B 0.9300 .
C6B C7B 1.377(3) .
C6B H6B 0.9300 .
C7B C8B 1.372(3) .
C7B H7B 0.9300 .
C8B C8'B 1.382(2) .
C8B H8B 0.9300 .
C9B C10B 1.382(2) .
C9B C14B 1.383(2) .
C14B C13B 1.378(2) .
C14B H14B 0.9300 .
C13B C12B 1.384(3) .
C13B H13B 0.9300 .
C12B C11B 1.383(2) .
C12B C15B 1.508(2) .
C11B C10B 1.380(2) .
C11B H11B 0.9300 .
C10B H10B 0.9300 .
C15B H15D 0.9600 .
C15B H15E 0.9600 .
C15B H15F 0.9600 .
O1A C2A 1.369(2) .
O1A C8'A 1.378(2) .
O2A C2A 1.2089(19) .
O3A N1A 1.225(2) .
O4A N1A 1.219(2) .
N1A C3A 1.455(2) .
N2A C4A 1.3380(18) .
N2A C9A 1.4311(18) .
N2A H2A 0.8600 .
C2A C3A 1.424(2) .
C3A C4A 1.382(2) .
C4A C4'A 1.463(2) .
C4'A C8'A 1.386(2) .
C4'A C5A 1.398(2) .
C5A C6A 1.373(2) .
C5A H5A 0.9300 .
C6A C7A 1.378(3) .
C6A H6A 0.9300 .
C7A C8A 1.367(3) .
C7A H7A 0.9300 .
C8A C8'A 1.388(2) .
C8A H8A 0.9300 .
C9A C10A 1.375(2) .
C9A C14A 1.377(2) .
C10A C11A 1.381(2) .
C10A H10A 0.9300 .
C11A C12A 1.380(3) .
C11A H11A 0.9300 .
C12A C13A 1.378(3) .
C12A C15A 1.517(3) .
C13A C14A 1.377(2) .
C13A H13A 0.9300 .
C14A H14A 0.9300 .
C15A H15A 0.9600 .
C15A H15B 0.9600 .
C15A H15C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2B H2B O2A 0.86 2.04 2.8736(16) 161.6 . yes
N2A H2A O2B 0.86 2.10 2.8791(16) 150.2 1_445 yes
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C8'B O1B C2B O2B 169.51(14) . . . .
C8'B O1B C2B C3B -9.3(2) . . . .
O2B C2B C3B C4B -179.46(15) . . . .
O1B C2B C3B C4B -0.8(2) . . . .
O2B C2B C3B N1B -6.1(2) . . . .
O1B C2B C3B N1B 172.62(12) . . . .
O3B N1B C3B C4B -141.34(15) . . . .
O4B N1B C3B C4B 39.1(2) . . . .
O3B N1B C3B C2B 45.15(19) . . . .
O4B N1B C3B C2B -134.46(14) . . . .
C9B N2B C4B C3B 17.9(2) . . . .
C9B N2B C4B C4'B -161.60(14) . . . .
C2B C3B C4B N2B -169.48(14) . . . .
N1B C3B C4B N2B 17.6(2) . . . .
C2B C3B C4B C4'B 10.0(2) . . . .
N1B C3B C4B C4'B -162.91(13) . . . .
N2B C4B C4'B C8'B 169.93(14) . . . .
C3B C4B C4'B C8'B -9.6(2) . . . .
N2B C4B C4'B C5B -11.1(2) . . . .
C3B C4B C4'B C5B 169.33(15) . . . .
C8'B C4'B C5B C6B 0.1(2) . . . .
C4B C4'B C5B C6B -178.84(15) . . . .
C4'B C5B C6B C7B -1.1(3) . . . .
C5B C6B C7B C8B 1.0(3) . . . .
C6B C7B C8B C8'B 0.1(3) . . . .
C2B O1B C8'B C8B -170.08(15) . . . .
C2B O1B C8'B C4'B 9.7(2) . . . .
C7B C8B C8'B O1B 178.64(18) . . . .
C7B C8B C8'B C4'B -1.1(3) . . . .
C5B C4'B C8'B O1B -178.73(15) . . . .
C4B C4'B C8'B O1B 0.3(2) . . . .
C5B C4'B C8'B C8B 1.0(2) . . . .
C4B C4'B C8'B C8B -179.97(15) . . . .
C4B N2B C9B C10B 37.7(2) . . . .
C4B N2B C9B C14B -146.07(16) . . . .
C10B C9B C14B C13B -1.1(2) . . . .
N2B C9B C14B C13B -177.39(15) . . . .
C9B C14B C13B C12B -1.5(3) . . . .
C14B C13B C12B C11B 2.0(3) . . . .
C14B C13B C12B C15B -177.70(17) . . . .
C13B C12B C11B C10B 0.0(3) . . . .
C15B C12B C11B C10B 179.73(16) . . . .
C12B C11B C10B C9B -2.5(2) . . . .
C14B C9B C10B C11B 3.1(2) . . . .
N2B C9B C10B C11B 179.27(14) . . . .
C8'A O1A C2A O2A -168.82(16) . . . .
C8'A O1A C2A C3A 11.0(2) . . . .
O2A C2A C3A C4A 174.54(18) . . . .
O1A C2A C3A C4A -5.3(3) . . . .
O2A C2A C3A N1A 3.0(3) . . . .
O1A C2A C3A N1A -176.85(15) . . . .
O4A N1A C3A C4A -48.9(2) . . . .
O3A N1A C3A C4A 131.55(17) . . . .
O4A N1A C3A C2A 122.83(17) . . . .
O3A N1A C3A C2A -56.7(2) . . . .
C9A N2A C4A C3A -16.5(3) . . . .
C9A N2A C4A C4'A 162.19(15) . . . .
C2A C3A C4A N2A 174.22(16) . . . .
N1A C3A C4A N2A -14.9(3) . . . .
C2A C3A C4A C4'A -4.5(2) . . . .
N1A C3A C4A C4'A 166.33(15) . . . .
N2A C4A C4'A C8'A -169.97(15) . . . .
C3A C4A C4'A C8'A 8.9(2) . . . .
N2A C4A C4'A C5A 10.3(2) . . . .
C3A C4A C4'A C5A -170.82(16) . . . .
C8'A C4'A C5A C6A 0.9(3) . . . .
C4A C4'A C5A C6A -179.38(16) . . . .
C4'A C5A C6A C7A 1.3(3) . . . .
C5A C6A C7A C8A -1.3(3) . . . .
C6A C7A C8A C8'A -0.8(3) . . . .
C2A O1A C8'A C4'A -6.8(3) . . . .
C2A O1A C8'A C8A 172.47(16) . . . .
C5A C4'A C8'A O1A 176.08(16) . . . .
C4A C4'A C8'A O1A -3.6(2) . . . .
C5A C4'A C8'A C8A -3.1(3) . . . .
C4A C4'A C8'A C8A 177.15(16) . . . .
C7A C8A C8'A O1A -176.13(18) . . . .
C7A C8A C8'A C4'A 3.1(3) . . . .
C4A N2A C9A C10A -46.8(2) . . . .
C4A N2A C9A C14A 137.48(17) . . . .
C14A C9A C10A C11A -3.1(2) . . . .
N2A C9A C10A C11A -178.81(15) . . . .
C9A C10A C11A C12A 1.8(3) . . . .
C10A C11A C12A C13A 0.6(3) . . . .
C10A C11A C12A C15A -178.18(19) . . . .
C11A C12A C13A C14A -1.9(3) . . . .
C15A C12A C13A C14A 176.9(2) . . . .
C12A C13A C14A C9A 0.7(3) . . . .
C10A C9A C14A C13A 1.9(3) . . . .
N2A C9A C14A C13A 177.68(16) . . . .
