# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ibs-b_27_170_00
_audit_block_doi                 10.5517/ccdc.csd.cc2fdyph
_database_code_depnum_ccdc_archive 'CCDC 2246777'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/d3ce01172k 2024
loop_
_audit_author_name
_audit_author_address
'Farzaneh Fadaei Tirani'
;EPFL
Switzerland
;
_audit_update_record             
;
2023-03-05 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2023-03-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H28 N6 O'
_chemical_formula_sum            'C25 H28 N6 O'
_chemical_formula_weight         428.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H28 N6 O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3176(2)
_cell_length_b                   11.1310(2)
_cell_length_c                   11.9899(2)
_cell_angle_alpha                114.7652(18)
_cell_angle_beta                 90.5754(18)
_cell_angle_gamma                104.075(2)
_cell_volume                     1086.37(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9224
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      74.7680
_cell_measurement_theta_min      4.0740
_shelx_estimated_absorpt_T_max   0.901
_shelx_estimated_absorpt_T_min   0.668
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.453
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.75a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.1017
0 0 1 0.0631
1 0 0 0.3213
-1 0 0 0.2676
-1 0 2 0.1327
1 0 -2 0.2249
0 -1 0 0.1350
0 1 0 0.1756
-1 1 0 0.2900
-1 -1 0 0.2264
2 1 0 0.2954
1 -1 0 0.3458
0 1 -1 0.1737
0 -1 1 0.1307
-1 -1 1 0.2097
-1 0 1 0.1878
-1 0 -2 0.1985

_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0097 0.0016 -1.0029 -0.1401 -0.0289 0.0068
0.0097 -0.0016 1.0029 0.1401 0.0289 -0.0068
1.0045 -0.0038 -0.0147 0.0128 0.0040 -0.1717
-1.0045 0.0038 0.0147 -0.0128 -0.0040 0.1717
-0.9852 0.0006 2.0205 0.2674 0.0538 0.1581
0.9852 -0.0006 -2.0205 -0.2674 -0.0538 -0.1581
-0.0086 -1.0009 0.0021 -0.0378 -0.1497 0.0372
0.0086 1.0009 -0.0021 0.0378 0.1497 -0.0372
-0.9960 1.0047 0.0126 0.0250 0.1457 0.1345
-1.0131 -0.9970 0.0168 -0.0506 -0.1537 0.2089
2.0176 0.9932 -0.0314 0.0634 0.1576 -0.3806
0.9960 -1.0047 -0.0126 -0.0250 -0.1457 -0.1345
-0.0011 1.0024 -1.0050 -0.1023 0.1208 -0.0304
0.0011 -1.0024 1.0050 0.1023 -0.1208 0.0304
-1.0034 -0.9986 1.0197 0.0895 -0.1248 0.2021
-0.9949 0.0022 1.0176 0.1273 0.0249 0.1649
-1.0238 0.0070 -1.9911 -0.2929 -0.0617 0.1853

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14022
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.035
_diffrn_reflns_theta_min         4.094
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     60.00  85.00   0.50    0.05    --   59.56-135.00 -28.00   50
  2  ω     37.00  62.00   0.50    0.05    --   59.56-134.00 150.00   50
  3  ω    -71.00 -46.00   0.50    0.05    --  -62.28 134.00-142.00   50
  4  ω   -116.00 -70.00   0.50    0.05    --  -71.26-134.00 150.00   92
  5  ω   -113.00 -70.00   0.50    0.05    --  -71.26-135.00 -28.00   86
  6  ω     45.00  70.00   0.50    0.05    --   73.45-134.00 150.00   50
  7  ω   -118.00 -93.00   0.50    0.05    --  -76.11-135.00 -28.00   50
  8  ω   -119.00 -94.00   0.50    0.05    --  -76.11-134.00 150.00   50
  9  ω    -78.00 -53.00   0.50    0.05    --  -76.11 135.00  36.00   50
 10  ω   -106.00 -35.00   0.50    0.05    --  -76.11 134.00-142.00  142
 11  ω     75.00 100.00   0.50    0.05    --   81.22 134.00-142.00   50
 12  ω     92.00 117.00   0.50    0.05    --   81.22-135.00 -28.00   50
 13  ω     53.00  78.00   0.50    0.05    --   81.22-134.00 150.00   50
 14  ω     92.00 117.00   0.50    0.05    --   81.22 135.00  36.00   50
 15  ω     10.00  35.00   0.50    0.05    --   59.56 -30.00  30.00   50
 16  ω     20.00  71.00   0.50    0.05    --   59.56-125.00 -90.00  102
 17  ω     10.00  35.00   0.50    0.05    --   59.56 -30.00 -90.00   50
 18  ω     10.00  37.00   0.50    0.05    --   59.56 -30.00 -30.00   54
 19  ω     67.00 109.00   0.50    0.05    --   59.56  30.00   0.00   84
 20  ω    -95.00 -66.00   0.50    0.05    --  -62.28 -30.00   0.00   58
 21  ω   -120.00 -74.00   0.50    0.05    --  -71.26 -30.00 150.00   92
 22  ω     75.00 118.00   0.50    0.05    --   71.88  30.00  60.00   86
 23  ω     36.00  82.00   0.50    0.05    --   71.88 -95.00-180.00   92
 24  ω     74.00 107.00   0.50    0.05    --   71.88  30.00 -30.00   66
 25  ω     43.00  68.00   0.50    0.05    --   71.88 -95.00   0.00   50
 26  ω     83.00 115.00   0.50    0.05    --   73.45  30.00 150.00   64
 27  ω     29.00 103.00   0.50    0.05    --   73.45-125.00  30.00  148
 28  ω     82.00 123.00   0.50    0.05    --   73.45  30.00-150.00   82
 29  ω     38.00  63.00   0.50    0.05    --   73.45 -95.00-120.00   50
 30  ω     37.00  62.00   0.50    0.05    --   73.45 -95.00 150.00   50
 31  ω     38.00  80.00   0.50    0.05    --   73.45 -95.00  60.00   84
 32  ω   -115.00 -81.00   0.50    0.05    --  -76.11 -30.00-150.00   68
 33  ω   -112.00 -87.00   0.50    0.05    --  -76.11 -30.00-180.00   50
 34  ω   -110.00 -85.00   0.50    0.05    --  -76.11-125.00-150.00   50
 35  ω    103.00 129.00   0.50    0.05    --   81.22  30.00  90.00   52
 36  ω     43.00  68.00   0.50    0.05    --   81.22-125.00-180.00   50
 37  ω     59.00 112.00   0.50    0.05    --   81.22-125.00 120.00  106
 38  ω     95.00 129.00   0.50    0.05    --   81.22  30.00  60.00   68
 39  ω     45.00  80.00   0.50    0.05    --   81.22 -95.00  30.00   70
 40  ω     87.00 126.00   0.50    0.05    --   81.22 125.00 -90.00   78
 41  ω     42.00  91.00   0.50    0.05    --   81.22 -95.00-150.00   98
 42  ω     52.00  77.00   0.50    0.05    --   81.22 -95.00 150.00   50
 43  ω     82.00 112.00   0.50    0.05    --   81.22-125.00-180.00   60
 44  ω     41.00  74.00   0.50    0.05    --   81.22 -95.00 -30.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0149072000
_diffrn_orient_matrix_UB_12      0.0379499000
_diffrn_orient_matrix_UB_13      0.1395890000
_diffrn_orient_matrix_UB_21      0.0049258000
_diffrn_orient_matrix_UB_22      0.1495931000
_diffrn_orient_matrix_UB_23      0.0289699000
_diffrn_orient_matrix_UB_31      -0.1711313000
_diffrn_orient_matrix_UB_32      -0.0357327000
_diffrn_orient_matrix_UB_33      -0.0052097000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3905
_reflns_number_total             4232
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0125(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4232
_refine_ls_number_restraints     173
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.026
_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)+(0.0440P)²+0.3010P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0913
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1TT-C2N \\sim C1GT-C2N \\sim C2TT-C1TT \\sim C1GT-C2GT \\sim C3TT-C2TT \\sim
C2GT-C3GT \\sim C3GT-
 C4GT \\sim C4TT-C3TT
 with sigma of 0.005
 C7N-C6N \\sim C7NB-C6N \\sim C9N-C8N \\sim C9N-C8NB
 with sigma of 0.02
 C8N-C6N \\sim C6N-C8NB \\sim C7N-C9N \\sim C9N-C7NB
 with sigma of 0.02
 C8N-C7N \\sim C8NB-C7NB
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1GT \\sim C1TT \\sim C2GT \\sim C2TT \\sim C3GT \\sim C3TT \\sim C4GT \\sim
C4TT: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within
2A
C7N \\sim C7NB \\sim C8N \\sim C8NB: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
4. Others
 Sof(C1GT)=Sof(H1GA)=Sof(H1GB)=Sof(C2GT)=Sof(H2GA)=Sof(H2GB)=Sof(C3GT)=
 Sof(H3GA)=Sof(H3GB)=Sof(C4GT)=Sof(H4GA)=Sof(H4GB)=Sof(H4GC)=1-FVAR(1)
 Sof(C1TT)=Sof(H1TA)=Sof(H1TB)=Sof(C2TT)=Sof(H2TA)=Sof(H2TB)=Sof(C3TT)=
 Sof(H3TA)=Sof(H3TB)=Sof(C4TT)=Sof(H4TA)=Sof(H4TB)=Sof(H4TC)=FVAR(1)
 Sof(H6NC)=Sof(H6ND)=Sof(C7NB)=Sof(H7NC)=Sof(H7ND)=Sof(C8NB)=Sof(H8NC)=
 Sof(H8ND)=Sof(H9NC)=Sof(H9ND)=1-FVAR(2)
 Sof(H6NA)=Sof(H6NB)=Sof(C7N)=Sof(H7NA)=Sof(H7NB)=Sof(C8N)=Sof(H8NA)=Sof(H8NB)=
 Sof(H9NA)=Sof(H9NB)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C1GT(H1GA,H1GB), C1M(H1MA,H1MB), C1TT(H1TA,H1TB), C2GT(H2GA,H2GB), C2TT(H2TA,
 H2TB), C3GT(H3GA,H3GB), C3TT(H3TA,H3TB), C6N(H6NA,H6NB), C6N(H6NC,H6ND),
 C7N(H7NA,H7NB), C7NB(H7NC,H7ND), C8N(H8NA,H8NB), C8NB(H8NC,H8ND), C9N(H9NC,
 H9ND), C9N(H9NA,H9NB)
5.b Aromatic/amide H refined with riding coordinates:
 C2B(H2B), C3B(H3B), C3P(H3P), C4P(H4P), C5B(H5B), C5P(H5P), C6B(H6B), C6P(H6P)
5.c Idealised Me refined as rotating group:
 C4GT(H4GA,H4GB,H4GC), C4TT(H4TA,H4TB,H4TC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
O1N O 0.26483(10) 1.05848(9) 0.84903(8) 0.0394(2) Uani 1 1 d . . . . .
N1 N 0.31184(11) 0.36224(10) 0.67062(9) 0.0299(2) Uani 1 1 d . . . . .
N1N N 0.02995(11) 0.83213(10) 0.56722(9) 0.0292(2) Uani 1 1 d . . . . .
N2 N 0.23530(11) 0.24482(10) 0.57754(9) 0.0289(2) Uani 1 1 d . . . . .
H2 H 0.137(2) 0.2292(18) 0.5296(16) 0.059(5) Uiso 1 1 d . . . . .
N3 N 0.29571(11) 0.14258(10) 0.55259(9) 0.0316(2) Uani 1 1 d . . . . .
N3N N 0.26877(10) 0.89776(9) 0.65118(9) 0.0264(2) Uani 1 1 d . . . . .
N4 N 0.41875(11) 0.19285(10) 0.63161(9) 0.0306(2) Uani 1 1 d . . . . .
C1B C 0.55450(12) 0.64247(11) 0.79727(11) 0.0273(2) Uani 1 1 d . . . . .
C1GT C 0.20926(16) 0.73247(15) 0.42749(12) 0.0341(3) Uani 0.964(2) 1 d D U P A
2
H1GA H 0.275115 0.682534 0.443981 0.041 Uiso 0.964(2) 1 calc R U P A 2
H1GB H 0.269434 0.795434 0.396175 0.041 Uiso 0.964(2) 1 calc R U P A 2
C1M C 0.42953(12) 0.91054(11) 0.65983(11) 0.0274(2) Uani 1 1 d . . . . .
H1MA H 0.483634 1.006781 0.715766 0.033 Uiso 1 1 calc R U . . .
H1MB H 0.461812 0.889736 0.576886 0.033 Uiso 1 1 calc R U . . .
C1P C 0.60617(13) 0.55772(12) 0.84993(10) 0.0274(2) Uani 1 1 d . . . . .
C1TT C 0.182(3) 0.693(3) 0.438(3) 0.033(2) Uani 0.036(2) 1 d D U P A 1
H1TA H 0.236745 0.644283 0.467324 0.040 Uiso 0.036(2) 1 calc R U P A 1
H1TB H 0.242213 0.724242 0.382686 0.040 Uiso 0.036(2) 1 calc R U P A 1
C2B C 0.51284(13) 0.75872(12) 0.87632(11) 0.0298(3) Uani 1 1 d . . . . .
H2B H 0.512796 0.779888 0.961751 0.036 Uiso 1 1 calc R U . . .
C2GT C 0.08415(14) 0.62796(12) 0.32543(12) 0.0304(3) Uani 0.964(2) 1 d D U P A
2
H2GA H 0.009115 0.674451 0.317687 0.037 Uiso 0.964(2) 1 calc R U P A 2
H2GB H 0.125973 0.595211 0.245865 0.037 Uiso 0.964(2) 1 calc R U P A 2
C2N C 0.16155(13) 0.81761(11) 0.54795(10) 0.0280(2) Uani 1 1 d D . . . .
C2P C 0.54819(12) 0.41455(11) 0.80606(10) 0.0260(2) Uani 1 1 d . . . . .
C2TT C 0.034(4) 0.594(3) 0.364(3) 0.0330(19) Uani 0.036(2) 1 d D U P A 1
H2TA H -0.032769 0.573132 0.421229 0.040 Uiso 0.036(2) 1 calc R U P A 1
H2TB H -0.014355 0.637661 0.323476 0.040 Uiso 0.036(2) 1 calc R U P A 1
C3B C 0.47149(13) 0.84378(12) 0.83195(11) 0.0301(3) Uani 1 1 d . . . . .
H3B H 0.442657 0.921983 0.887144 0.036 Uiso 1 1 calc R U . . .
C3GT C 0.00660(16) 0.50439(13) 0.34755(13) 0.0368(3) Uani 0.964(2) 1 d D U P A
2
H3GA H 0.082461 0.463130 0.363968 0.044 Uiso 0.964(2) 1 calc R U P A 2
H3GB H -0.045286 0.535421 0.421929 0.044 Uiso 0.964(2) 1 calc R U P A 2
C3P C 0.60568(14) 0.34705(12) 0.86387(11) 0.0314(3) Uani 1 1 d . . . . .
H3P H 0.566164 0.250544 0.834853 0.038 Uiso 1 1 calc R U . . .
C3TT C 0.058(3) 0.462(3) 0.267(3) 0.036(2) Uani 0.036(2) 1 d D U P A 1
H3TA H 0.110508 0.422455 0.309934 0.043 Uiso 0.036(2) 1 calc R U P A 1
H3TB H 0.125580 0.485573 0.211849 0.043 Uiso 0.036(2) 1 calc R U P A 1
C4B C 0.47179(12) 0.81581(11) 0.70741(11) 0.0262(2) Uani 1 1 d . . . . .
C4GT C -0.10571(17) 0.39568(15) 0.23797(16) 0.0406(4) Uani 0.964(2) 1 d D U P A
2
H4GA H -0.055316 0.365970 0.163676 0.061 Uiso 0.964(2) 1 calc R U P A 2
H4GB H -0.184583 0.434339 0.224586 0.061 Uiso 0.964(2) 1 calc R U P A 2
H4GC H -0.149635 0.316625 0.254990 0.061 Uiso 0.964(2) 1 calc R U P A 2
C4N C 0.20215(13) 0.97555(12) 0.74650(11) 0.0286(3) Uani 1 1 d . . . . .
C4P C 0.71845(14) 0.41727(13) 0.96208(11) 0.0343(3) Uani 1 1 d . . . . .
H4P H 0.756249 0.369307 0.999701 0.041 Uiso 1 1 calc R U . . .
C4TT C -0.080(4) 0.352(4) 0.188(4) 0.042(4) Uani 0.036(2) 1 d D U P A 1
H4TA H -0.053872 0.266279 0.139901 0.063 Uiso 0.036(2) 1 calc R U P A 1
H4TB H -0.121589 0.381877 0.131831 0.063 Uiso 0.036(2) 1 calc R U P A 1
H4TC H -0.154469 0.336904 0.241572 0.063 Uiso 0.036(2) 1 calc R U P A 1
C5 C 0.42668(12) 0.32693(11) 0.70300(10) 0.0256(2) Uani 1 1 d . . . . .
C5B C 0.51550(13) 0.70124(12) 0.62887(11) 0.0281(2) Uani 1 1 d . . . . .
H5B H 0.517748 0.681388 0.543848 0.034 Uiso 1 1 calc R U . . .
C5N C 0.03895(13) 0.93628(11) 0.69603(11) 0.0278(3) Uani 1 1 d . . . . .
C5P C 0.77596(14) 0.55776(13) 1.00529(11) 0.0353(3) Uani 1 1 d . . . . .
H5P H 0.853698 0.606883 1.072717 0.042 Uiso 1 1 calc R U . . .
C6B C 0.55594(13) 0.61535(12) 0.67300(11) 0.0287(3) Uani 1 1 d . . . . .
H6B H 0.584903 0.537265 0.617738 0.034 Uiso 1 1 calc R U . . .
C6N C -0.06436(15) 0.88215(13) 0.77468(12) 0.0363(3) Uani 1 1 d D . . . .
H6NA H -0.152483 0.807859 0.721795 0.044 Uiso 0.998(3) 1 calc R U P B 1
H6NB H -0.010409 0.846550 0.820191 0.044 Uiso 0.998(3) 1 calc R U P B 1
H6NC H -0.128290 0.788360 0.722253 0.044 Uiso 0.002(3) 1 calc R U P B 2
H6ND H -0.004385 0.878799 0.841412 0.044 Uiso 0.002(3) 1 calc R U P B 2
C6P C 0.71985(14) 0.62665(12) 0.94994(11) 0.0329(3) Uani 1 1 d . . . . .
H6P H 0.759627 0.723343 0.980692 0.039 Uiso 1 1 calc R U . . .
C7N C -0.11067(18) 1.00689(15) 0.86401(14) 0.0421(4) Uani 0.998(3) 1 d D U P B
1
H7NA H -0.030443 1.068821 0.933209 0.051 Uiso 0.998(3) 1 calc R U P B 1
H7NB H -0.202662 0.979113 0.898010 0.051 Uiso 0.998(3) 1 calc R U P B 1
C7NB C -0.16(3) 0.98(2) 0.83(2) 0.044(5) Uani 0.002(3) 1 d D U P B 2
H7NC H -0.257958 0.947342 0.778484 0.052 Uiso 0.002(3) 1 calc R U P B 2
H7ND H -0.176332 0.994414 0.915161 0.052 Uiso 0.002(3) 1 calc R U P B 2
C8N C -0.13748(17) 1.07494(16) 0.78183(15) 0.0442(4) Uani 0.998(3) 1 d D U P B
1
H8NA H -0.135738 1.172176 0.832215 0.053 Uiso 0.998(3) 1 calc R U P B 1
H8NB H -0.234547 1.025776 0.728580 0.053 Uiso 0.998(3) 1 calc R U P B 1
C8NB C -0.07(4) 1.114(11) 0.829(15) 0.043(5) Uani 0.002(3) 1 d D U P B 2
H8NC H 0.014509 1.162342 0.898005 0.052 Uiso 0.002(3) 1 calc R U P B 2
H8ND H -0.130644 1.175869 0.834798 0.052 Uiso 0.002(3) 1 calc R U P B 2
C9N C -0.00813(14) 1.06443(12) 0.70408(11) 0.0314(3) Uani 1 1 d D . . . .
H9NC H 0.078307 1.135629 0.702435 0.038 Uiso 0.002(3) 1 calc R U P B 2
H9ND H -0.086335 1.039016 0.635487 0.038 Uiso 0.002(3) 1 calc R U P B 2
H9NA H 0.076151 1.148418 0.743924 0.038 Uiso 0.998(3) 1 calc R U P B 1
H9NB H -0.040182 1.052819 0.620355 0.038 Uiso 0.998(3) 1 calc R U P B 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1N C4N 1.2153(14) . ?
N1 N2 1.3308(14) . ?
N1 C5 1.3320(15) . ?
N1N C2N 1.2860(15) . ?
N1N C5N 1.4787(14) . ?
N2 H2 1.018(18) . ?
N2 N3 1.3157(14) . ?
N3 N4 1.3218(14) . ?
N3N C1M 1.4682(14) . ?
N3N C2N 1.3937(14) . ?
N3N C4N 1.3740(15) . ?
N4 C5 1.3566(15) . ?
C1B C1P 1.4947(15) . ?
C1B C2B 1.3956(16) . ?
C1B C6B 1.3917(17) . ?
C1GT H1GA 0.9900 . ?
C1GT H1GB 0.9900 . ?
C1GT C2GT 1.5260(16) . ?
C1GT C2N 1.5010(16) . ?
C1M H1MA 0.9900 . ?
C1M H1MB 0.9900 . ?
C1M C4B 1.5144(15) . ?
C1P C2P 1.4077(16) . ?
C1P C6P 1.3989(16) . ?
C1TT H1TA 0.9900 . ?
C1TT H1TB 0.9900 . ?
C1TT C2N 1.515(4) . ?
C1TT C2TT 1.516(4) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.3868(16) . ?
C2GT H2GA 0.9900 . ?
C2GT H2GB 0.9900 . ?
C2GT C3GT 1.5200(17) . ?
C2P C3P 1.3987(16) . ?
C2P C5 1.4782(15) . ?
C2TT H2TA 0.9900 . ?
C2TT H2TB 0.9900 . ?
C2TT C3TT 1.515(4) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.3920(17) . ?
C3GT H3GA 0.9900 . ?
C3GT H3GB 0.9900 . ?
C3GT C4GT 1.5199(18) . ?
C3P H3P 0.9500 . ?
C3P C4P 1.3806(17) . ?
C3TT H3TA 0.9900 . ?
C3TT H3TB 0.9900 . ?
C3TT C4TT 1.516(4) . ?
C4B C5B 1.3904(16) . ?
C4GT H4GA 0.9800 . ?
C4GT H4GB 0.9800 . ?
C4GT H4GC 0.9800 . ?
C4N C5N 1.5187(16) . ?
C4P H4P 0.9500 . ?
C4P C5P 1.3817(18) . ?
C4TT H4TA 0.9800 . ?
C4TT H4TB 0.9800 . ?
C4TT H4TC 0.9800 . ?
C5B H5B 0.9500 . ?
C5B C6B 1.3895(16) . ?
C5N C6N 1.5462(17) . ?
C5N C9N 1.5577(16) . ?
C5P H5P 0.9500 . ?
C5P C6P 1.3842(17) . ?
C6B H6B 0.9500 . ?
C6N H6NA 0.9900 . ?
C6N H6NB 0.9900 . ?
C6N H6NC 0.9900 . ?
C6N H6ND 0.9900 . ?
C6N C7N 1.5219(18) . ?
C6N C7NB 1.525(18) . ?
C6P H6P 0.9500 . ?
C7N H7NA 0.9900 . ?
C7N H7NB 0.9900 . ?
C7N C8N 1.523(2) . ?
C7NB H7NC 0.9900 . ?
C7NB H7ND 0.9900 . ?
C7NB C8NB 1.52(2) . ?
C8N H8NA 0.9900 . ?
C8N H8NB 0.9900 . ?
C8N C9N 1.5280(18) . ?
C8NB H8NC 0.9900 . ?
C8NB H8ND 0.9900 . ?
C8NB C9N 1.525(18) . ?
C9N H9NC 0.9900 . ?
C9N H9ND 0.9900 . ?
C9N H9NA 0.9900 . ?
C9N H9NB 0.9900 . ?

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
_geom_angle_publ_flag
N2 N1 C5 101.95(9) . . ?
C2N N1N C5N 107.94(9) . . ?
N1 N2 H2 125.8(10) . . ?
N3 N2 N1 113.92(10) . . ?
N3 N2 H2 120.3(10) . . ?
N2 N3 N4 106.21(9) . . ?
C2N N3N C1M 128.01(10) . . ?
C4N N3N C1M 123.19(9) . . ?
C4N N3N C2N 108.62(9) . . ?
N3 N4 C5 106.23(9) . . ?
C2B C1B C1P 119.26(10) . . ?
C6B C1B C1P 122.35(10) . . ?
C6B C1B C2B 118.25(11) . . ?
H1GA C1GT H1GB 107.4 . . ?
C2GT C1GT H1GA 108.3 . . ?
C2GT C1GT H1GB 108.3 . . ?
C2N C1GT H1GA 108.3 . . ?
C2N C1GT H1GB 108.3 . . ?
C2N C1GT C2GT 116.10(11) . . ?
N3N C1M H1MA 109.0 . . ?
N3N C1M H1MB 109.0 . . ?
N3N C1M C4B 113.10(9) . . ?
H1MA C1M H1MB 107.8 . . ?
C4B C1M H1MA 109.0 . . ?
C4B C1M H1MB 109.0 . . ?
C2P C1P C1B 124.55(10) . . ?
C6P C1P C1B 117.17(10) . . ?
C6P C1P C2P 118.27(10) . . ?
H1TA C1TT H1TB 107.8 . . ?
C2N C1TT H1TA 109.1 . . ?
C2N C1TT H1TB 109.1 . . ?
C2N C1TT C2TT 112.6(18) . . ?
C2TT C1TT H1TA 109.1 . . ?
C2TT C1TT H1TB 109.1 . . ?
C1B C2B H2B 119.5 . . ?
C3B C2B C1B 120.94(11) . . ?
C3B C2B H2B 119.5 . . ?
C1GT C2GT H2GA 108.8 . . ?
C1GT C2GT H2GB 108.8 . . ?
H2GA C2GT H2GB 107.7 . . ?
C3GT C2GT C1GT 113.96(11) . . ?
C3GT C2GT H2GA 108.8 . . ?
C3GT C2GT H2GB 108.8 . . ?
N1N C2N N3N 113.87(10) . . ?
N1N C2N C1GT 126.99(11) . . ?
N1N C2N C1TT 119.9(12) . . ?
N3N C2N C1GT 119.03(10) . . ?
N3N C2N C1TT 123.5(13) . . ?
C1P C2P C5 125.10(10) . . ?
C3P C2P C1P 119.05(11) . . ?
C3P C2P C5 115.84(10) . . ?
C1TT C2TT H2TA 109.5 . . ?
C1TT C2TT H2TB 109.5 . . ?
H2TA C2TT H2TB 108.1 . . ?
C3TT C2TT C1TT 110.7(19) . . ?
C3TT C2TT H2TA 109.5 . . ?
C3TT C2TT H2TB 109.5 . . ?
C2B C3B H3B 119.6 . . ?
C2B C3B C4B 120.71(11) . . ?
C4B C3B H3B 119.6 . . ?
C2GT C3GT H3GA 109.1 . . ?
C2GT C3GT H3GB 109.1 . . ?
H3GA C3GT H3GB 107.9 . . ?
C4GT C3GT C2GT 112.39(11) . . ?
C4GT C3GT H3GA 109.1 . . ?
C4GT C3GT H3GB 109.1 . . ?
C2P C3P H3P 119.2 . . ?
C4P C3P C2P 121.61(11) . . ?
C4P C3P H3P 119.2 . . ?
C2TT C3TT H3TA 108.1 . . ?
C2TT C3TT H3TB 108.1 . . ?
C2TT C3TT C4TT 117(3) . . ?
H3TA C3TT H3TB 107.3 . . ?
C4TT C3TT H3TA 108.1 . . ?
C4TT C3TT H3TB 108.1 . . ?
C3B C4B C1M 120.54(10) . . ?
C5B C4B C1M 121.01(10) . . ?
C5B C4B C3B 118.43(10) . . ?
C3GT C4GT H4GA 109.5 . . ?
C3GT C4GT H4GB 109.5 . . ?
C3GT C4GT H4GC 109.5 . . ?
H4GA C4GT H4GB 109.5 . . ?
H4GA C4GT H4GC 109.5 . . ?
H4GB C4GT H4GC 109.5 . . ?
O1N C4N N3N 125.57(11) . . ?
O1N C4N C5N 128.56(11) . . ?
N3N C4N C5N 105.87(9) . . ?
C3P C4P H4P 120.2 . . ?
C3P C4P C5P 119.56(11) . . ?
C5P C4P H4P 120.2 . . ?
C3TT C4TT H4TA 109.5 . . ?
C3TT C4TT H4TB 109.5 . . ?
C3TT C4TT H4TC 109.5 . . ?
H4TA C4TT H4TB 109.5 . . ?
H4TA C4TT H4TC 109.5 . . ?
H4TB C4TT H4TC 109.5 . . ?
N1 C5 N4 111.69(10) . . ?
N1 C5 C2P 127.16(10) . . ?
N4 C5 C2P 121.09(10) . . ?
C4B C5B H5B 119.5 . . ?
C6B C5B C4B 120.93(11) . . ?
C6B C5B H5B 119.5 . . ?
N1N C5N C4N 103.66(9) . . ?
N1N C5N C6N 113.37(10) . . ?
N1N C5N C9N 112.93(9) . . ?
C4N C5N C6N 111.48(10) . . ?
C4N C5N C9N 110.90(9) . . ?
C6N C5N C9N 104.68(10) . . ?
C4P C5P H5P 120.1 . . ?
C4P C5P C6P 119.74(11) . . ?
C6P C5P H5P 120.1 . . ?
C1B C6B H6B 119.6 . . ?
C5B C6B C1B 120.73(11) . . ?
C5B C6B H6B 119.6 . . ?
C5N C6N H6NA 110.9 . . ?
C5N C6N H6NB 110.9 . . ?
C5N C6N H6NC 110.3 . . ?
C5N C6N H6ND 110.3 . . ?
H6NA C6N H6NB 108.9 . . ?
H6NC C6N H6ND 108.6 . . ?
C7N C6N C5N 104.44(10) . . ?
C7N C6N H6NA 110.9 . . ?
C7N C6N H6NB 110.9 . . ?
C7NB C6N C5N 107.0(8) . . ?
C7NB C6N H6NC 110.3 . . ?
C7NB C6N H6ND 110.3 . . ?
C1P C6P H6P 119.1 . . ?
C5P C6P C1P 121.78(11) . . ?
C5P C6P H6P 119.1 . . ?
C6N C7N H7NA 111.3 . . ?
C6N C7N H7NB 111.3 . . ?
C6N C7N C8N 102.45(11) . . ?
H7NA C7N H7NB 109.2 . . ?
C8N C7N H7NA 111.3 . . ?
C8N C7N H7NB 111.3 . . ?
C6N C7NB H7NC 111.1 . . ?
C6N C7NB H7ND 111.1 . . ?
H7NC C7NB H7ND 109.1 . . ?
C8NB C7NB C6N 103.3(17) . . ?
C8NB C7NB H7NC 111.1 . . ?
C8NB C7NB H7ND 111.1 . . ?
C7N C8N H8NA 111.0 . . ?
C7N C8N H8NB 111.0 . . ?
C7N C8N C9N 103.85(11) . . ?
H8NA C8N H8NB 109.0 . . ?
C9N C8N H8NA 111.0 . . ?
C9N C8N H8NB 111.0 . . ?
C7NB C8NB H8NC 111.1 . . ?
C7NB C8NB H8ND 111.1 . . ?
C7NB C8NB C9N 103.3(17) . . ?
H8NC C8NB H8ND 109.1 . . ?
C9N C8NB H8NC 111.1 . . ?
C9N C8NB H8ND 111.1 . . ?
C5N C9N H9NC 111.3 . . ?
C5N C9N H9ND 111.3 . . ?
C5N C9N H9NA 110.5 . . ?
C5N C9N H9NB 110.5 . . ?
C8N C9N C5N 106.09(10) . . ?
C8N C9N H9NA 110.5 . . ?
C8N C9N H9NB 110.5 . . ?
C8NB C9N C5N 103(4) . . ?
C8NB C9N H9NC 111.3 . . ?
C8NB C9N H9ND 111.3 . . ?
H9NC C9N H9ND 109.2 . . ?
H9NA C9N H9NB 108.7 . . ?

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
N2 H2 N1N 1.018(18) 1.733(18) 2.7374(14) 168.2(16) 2_566 yes
C9N H9NC N2 0.99 2.56 3.4474(16) 148.8 1_565 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
_geom_torsion_publ_flag
O1N C4N C5N N1N 179.65(12) . . . . ?
O1N C4N C5N C6N -58.05(16) . . . . ?
O1N C4N C5N C9N 58.18(17) . . . . ?
N1 N2 N3 N4 -0.31(13) . . . . ?
N1N C5N C6N C7N -147.43(11) . . . . ?
N1N C5N C6N C7NB -126(14) . . . . ?
N1N C5N C9N C8N 121.93(12) . . . . ?
N1N C5N C9N C8NB 151(13) . . . . ?
N2 N1 C5 N4 -0.03(13) . . . . ?
N2 N1 C5 C2P -177.33(11) . . . . ?
N2 N3 N4 C5 0.26(12) . . . . ?
N3 N4 C5 N1 -0.14(13) . . . . ?
N3 N4 C5 C2P 177.34(10) . . . . ?
N3N C1M C4B C3B -73.84(13) . . . . ?
N3N C1M C4B C5B 107.88(12) . . . . ?
N3N C4N C5N N1N -0.01(12) . . . . ?
N3N C4N C5N C6N 122.29(10) . . . . ?
N3N C4N C5N C9N -121.48(10) . . . . ?
C1B C1P C2P C3P -179.66(11) . . . . ?
C1B C1P C2P C5 -0.90(18) . . . . ?
C1B C1P C6P C5P -179.85(12) . . . . ?
C1B C2B C3B C4B -0.55(18) . . . . ?
C1GT C2GT C3GT C4GT -173.90(12) . . . . ?
C1M N3N C2N N1N -177.11(10) . . . . ?
C1M N3N C2N C1GT -0.69(18) . . . . ?
C1M N3N C2N C1TT 22(2) . . . . ?
C1M N3N C4N O1N -3.18(18) . . . . ?
C1M N3N C4N C5N 176.50(10) . . . . ?
C1M C4B C5B C6B 179.23(10) . . . . ?
C1P C1B C2B C3B 176.72(11) . . . . ?
C1P C1B C6B C5B -176.12(11) . . . . ?
C1P C2P C3P C4P -0.51(18) . . . . ?
C1P C2P C5 N1 -31.81(18) . . . . ?
C1P C2P C5 N4 151.12(12) . . . . ?
C1TT C2TT C3TT C4TT 179(4) . . . . ?
C2B C1B C1P C2P 127.84(13) . . . . ?
C2B C1B C1P C6P -52.00(16) . . . . ?
C2B C1B C6B C5B -0.62(17) . . . . ?
C2B C3B C4B C1M -178.77(11) . . . . ?
C2B C3B C4B C5B -0.45(17) . . . . ?
C2GT C1GT C2N N1N -15.0(2) . . . . ?
C2GT C1GT C2N N3N 169.15(11) . . . . ?
C2N N1N C5N C4N -1.11(12) . . . . ?
C2N N1N C5N C6N -122.15(11) . . . . ?
C2N N1N C5N C9N 118.99(11) . . . . ?
C2N N3N C1M C4B -95.34(13) . . . . ?
C2N N3N C4N O1N -178.63(12) . . . . ?
C2N N3N C4N C5N 1.05(12) . . . . ?
C2N C1GT C2GT C3GT -72.44(16) . . . . ?
C2N C1TT C2TT C3TT -171(3) . . . . ?
C2P C1P C6P C5P 0.30(18) . . . . ?
C2P C3P C4P C5P 0.36(19) . . . . ?
C2TT C1TT C2N N1N -3(4) . . . . ?
C2TT C1TT C2N N3N 158(2) . . . . ?
C3B C4B C5B C6B 0.91(17) . . . . ?
C3P C2P C5 N1 146.99(12) . . . . ?
C3P C2P C5 N4 -30.08(16) . . . . ?
C3P C4P C5P C6P 0.12(19) . . . . ?
C4B C5B C6B C1B -0.38(18) . . . . ?
C4N N3N C1M C4B 90.14(13) . . . . ?
C4N N3N C2N N1N -1.94(14) . . . . ?
C4N N3N C2N C1GT 174.47(11) . . . . ?
C4N N3N C2N C1TT -163(2) . . . . ?
C4N C5N C6N C7N 96.05(12) . . . . ?
C4N C5N C6N C7NB 117(13) . . . . ?
C4N C5N C9N C8N -122.22(12) . . . . ?
C4N C5N C9N C8NB -93(13) . . . . ?
C4P C5P C6P C1P -0.5(2) . . . . ?
C5 N1 N2 N3 0.21(13) . . . . ?
C5 C2P C3P C4P -179.38(11) . . . . ?
C5N N1N C2N N3N 1.89(13) . . . . ?
C5N N1N C2N C1GT -174.18(12) . . . . ?
C5N N1N C2N C1TT 164(2) . . . . ?
C5N C6N C7N C8N 40.79(14) . . . . ?
C5N C6N C7NB C8NB -23(10) . . . . ?
C6B C1B C1P C2P -56.70(17) . . . . ?
C6B C1B C1P C6P 123.46(12) . . . . ?
C6B C1B C2B C3B 1.08(18) . . . . ?
C6N C5N C9N C8N -1.86(13) . . . . ?
C6N C5N C9N C8NB 28(13) . . . . ?
C6N C7N C8N C9N -41.84(15) . . . . ?
C6N C7NB C8NB C9N 41(5) . . . . ?
C6P C1P C2P C3P 0.18(17) . . . . ?
C6P C1P C2P C5 178.94(11) . . . . ?
C7N C8N C9N C5N 26.89(15) . . . . ?
C7NB C8NB C9N C5N -43(9) . . . . ?
C9N C5N C6N C7N -23.92(13) . . . . ?
C9N C5N C6N C7NB -3(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 3.820
_oxdiff_exptl_absorpt_empirical_full_min 0.249
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ibs-b_28_180_00
_audit_block_doi                 10.5517/ccdc.csd.cc2fdyqj
_database_code_depnum_ccdc_archive 'CCDC 2246778'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/d3ce01172k 2024
loop_
_audit_author_name
_audit_author_address
'Farzaneh Fadaei Tirani'
;EPFL
Switzerland
;
_audit_update_record             
;
2023-03-05 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2023-03-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H28 N6 O'
_chemical_formula_sum            'C25 H28 N6 O'
_chemical_formula_weight         428.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H28 N6 O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3206(2)
_cell_length_b                   11.1356(2)
_cell_length_c                   11.9987(2)
_cell_angle_alpha                114.7059(18)
_cell_angle_beta                 90.6094(17)
_cell_angle_gamma                104.0845(19)
_cell_volume                     1088.39(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9101
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      74.5580
_cell_measurement_theta_min      4.0710
_shelx_estimated_absorpt_T_max   0.901
_shelx_estimated_absorpt_T_min   0.669
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.453
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.75a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.1017
0 0 1 0.0631
1 0 0 0.3213
-1 0 0 0.2676
-1 0 2 0.1327
1 0 -2 0.2249
0 -1 0 0.1350
0 1 0 0.1756
-1 1 0 0.2900
-1 -1 0 0.2264
2 1 0 0.2954
1 -1 0 0.3458
0 1 -1 0.1737
0 -1 1 0.1307
-1 -1 1 0.2097
-1 0 1 0.1878
-1 0 -2 0.1985

_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0125 0.0017 -1.0036 -0.1401 -0.0289 0.0068
0.0125 -0.0017 1.0036 0.1401 0.0289 -0.0068
1.0054 -0.0050 -0.0187 0.0128 0.0040 -0.1717
-1.0054 0.0050 0.0187 -0.0128 -0.0040 0.1717
-0.9805 0.0017 2.0260 0.2674 0.0538 0.1581
0.9805 -0.0017 -2.0260 -0.2674 -0.0538 -0.1581
-0.0106 -1.0010 0.0020 -0.0378 -0.1497 0.0372
0.0106 1.0010 -0.0020 0.0378 0.1497 -0.0372
-0.9948 1.0060 0.0168 0.0250 0.1457 0.1345
-1.0160 -0.9960 0.0207 -0.0506 -0.1537 0.2089
2.0214 0.9910 -0.0395 0.0634 0.1576 -0.3806
0.9948 -1.0060 -0.0168 -0.0250 -0.1457 -0.1345
-0.0019 1.0026 -1.0056 -0.1023 0.1208 -0.0304
0.0019 -1.0026 1.0056 0.1023 -0.1208 0.0304
-1.0035 -0.9976 1.0244 0.0895 -0.1248 0.2021
-0.9930 0.0033 1.0224 0.1273 0.0249 0.1649
-1.0303 0.0083 -1.9885 -0.2929 -0.0617 0.1853

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14100
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.859
_diffrn_reflns_theta_min         4.089
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     60.00  85.00   0.50    0.05    --   59.56-135.00 -28.00   50
  2  ω     37.00  62.00   0.50    0.05    --   59.56-134.00 150.00   50
  3  ω    -71.00 -46.00   0.50    0.05    --  -62.28 134.00-142.00   50
  4  ω   -116.00 -70.00   0.50    0.05    --  -71.26-134.00 150.00   92
  5  ω   -113.00 -70.00   0.50    0.05    --  -71.26-135.00 -28.00   86
  6  ω     45.00  70.00   0.50    0.05    --   73.45-134.00 150.00   50
  7  ω   -118.00 -93.00   0.50    0.05    --  -76.11-135.00 -28.00   50
  8  ω   -119.00 -94.00   0.50    0.05    --  -76.11-134.00 150.00   50
  9  ω    -78.00 -53.00   0.50    0.05    --  -76.11 135.00  36.00   50
 10  ω   -106.00 -35.00   0.50    0.05    --  -76.11 134.00-142.00  142
 11  ω     75.00 100.00   0.50    0.05    --   81.22 134.00-142.00   50
 12  ω     92.00 117.00   0.50    0.05    --   81.22-135.00 -28.00   50
 13  ω     53.00  78.00   0.50    0.05    --   81.22-134.00 150.00   50
 14  ω     92.00 117.00   0.50    0.05    --   81.22 135.00  36.00   50
 15  ω     10.00  35.00   0.50    0.05    --   59.56 -30.00  30.00   50
 16  ω     20.00  71.00   0.50    0.05    --   59.56-125.00 -90.00  102
 17  ω     10.00  35.00   0.50    0.05    --   59.56 -30.00 -90.00   50
 18  ω     10.00  37.00   0.50    0.05    --   59.56 -30.00 -30.00   54
 19  ω     67.00 109.00   0.50    0.05    --   59.56  30.00   0.00   84
 20  ω    -95.00 -66.00   0.50    0.05    --  -62.28 -30.00   0.00   58
 21  ω   -120.00 -74.00   0.50    0.05    --  -71.26 -30.00 150.00   92
 22  ω     75.00 118.00   0.50    0.05    --   71.88  30.00  60.00   86
 23  ω     36.00  82.00   0.50    0.05    --   71.88 -95.00-180.00   92
 24  ω     74.00 107.00   0.50    0.05    --   71.88  30.00 -30.00   66
 25  ω     43.00  68.00   0.50    0.05    --   71.88 -95.00   0.00   50
 26  ω     83.00 115.00   0.50    0.05    --   73.45  30.00 150.00   64
 27  ω     29.00 103.00   0.50    0.05    --   73.45-125.00  30.00  148
 28  ω     82.00 123.00   0.50    0.05    --   73.45  30.00-150.00   82
 29  ω     38.00  63.00   0.50    0.05    --   73.45 -95.00-120.00   50
 30  ω     37.00  62.00   0.50    0.05    --   73.45 -95.00 150.00   50
 31  ω     38.00  80.00   0.50    0.05    --   73.45 -95.00  60.00   84
 32  ω   -115.00 -81.00   0.50    0.05    --  -76.11 -30.00-150.00   68
 33  ω   -112.00 -87.00   0.50    0.05    --  -76.11 -30.00-180.00   50
 34  ω   -110.00 -85.00   0.50    0.05    --  -76.11-125.00-150.00   50
 35  ω    103.00 129.00   0.50    0.05    --   81.22  30.00  90.00   52
 36  ω     43.00  68.00   0.50    0.05    --   81.22-125.00-180.00   50
 37  ω     59.00 112.00   0.50    0.05    --   81.22-125.00 120.00  106
 38  ω     95.00 129.00   0.50    0.05    --   81.22  30.00  60.00   68
 39  ω     45.00  80.00   0.50    0.05    --   81.22 -95.00  30.00   70
 40  ω     87.00 126.00   0.50    0.05    --   81.22 125.00 -90.00   78
 41  ω     42.00  91.00   0.50    0.05    --   81.22 -95.00-150.00   98
 42  ω     52.00  77.00   0.50    0.05    --   81.22 -95.00 150.00   50
 43  ω     82.00 112.00   0.50    0.05    --   81.22-125.00-180.00   60
 44  ω     41.00  74.00   0.50    0.05    --   81.22 -95.00 -30.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0155004000
_diffrn_orient_matrix_UB_12      0.0378944000
_diffrn_orient_matrix_UB_13      0.1394435000
_diffrn_orient_matrix_UB_21      0.0052152000
_diffrn_orient_matrix_UB_22      0.1495576000
_diffrn_orient_matrix_UB_23      0.0289426000
_diffrn_orient_matrix_UB_31      -0.1710303000
_diffrn_orient_matrix_UB_32      -0.0353803000
_diffrn_orient_matrix_UB_33      -0.0047307000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3904
_reflns_number_total             4247
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.75a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0121(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4247
_refine_ls_number_restraints     173
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.030
_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)+(0.0444P)²+0.2838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.0924
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1TT-C2N \\sim C1GT-C2N \\sim C2TT-C1TT \\sim C1GT-C2GT \\sim C3TT-C2TT \\sim
C2GT-C3GT \\sim C3GT-
 C4GT \\sim C4TT-C3TT
 with sigma of 0.005
 C7N-C6N \\sim C7NB-C6N \\sim C9N-C8N \\sim C9N-C8NB
 with sigma of 0.02
 C8N-C6N \\sim C6N-C8NB \\sim C7N-C9N \\sim C9N-C7NB
 with sigma of 0.02
 C8N-C7N \\sim C8NB-C7NB
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1GT \\sim C1TT \\sim C2GT \\sim C2TT \\sim C3GT \\sim C3TT \\sim C4GT \\sim
C4TT: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within
2A
C7N \\sim C7NB \\sim C8N \\sim C8NB: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
4. Others
 Sof(C1GT)=Sof(H1GA)=Sof(H1GB)=Sof(C2GT)=Sof(H2GA)=Sof(H2GB)=Sof(C3GT)=
 Sof(H3GA)=Sof(H3GB)=Sof(C4GT)=Sof(H4GA)=Sof(H4GB)=Sof(H4GC)=1-FVAR(1)
 Sof(C1TT)=Sof(H1TA)=Sof(H1TB)=Sof(C2TT)=Sof(H2TA)=Sof(H2TB)=Sof(C3TT)=
 Sof(H3TA)=Sof(H3TB)=Sof(C4TT)=Sof(H4TA)=Sof(H4TB)=Sof(H4TC)=FVAR(1)
 Sof(H6NC)=Sof(H6ND)=Sof(C7NB)=Sof(H7NC)=Sof(H7ND)=Sof(C8NB)=Sof(H8NC)=
 Sof(H8ND)=Sof(H9NC)=Sof(H9ND)=1-FVAR(2)
 Sof(H6NA)=Sof(H6NB)=Sof(C7N)=Sof(H7NA)=Sof(H7NB)=Sof(C8N)=Sof(H8NA)=Sof(H8NB)=
 Sof(H9NA)=Sof(H9NB)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C1GT(H1GA,H1GB), C1M(H1MA,H1MB), C1TT(H1TA,H1TB), C2GT(H2GA,H2GB), C2TT(H2TA,
 H2TB), C3GT(H3GA,H3GB), C3TT(H3TA,H3TB), C6N(H6NA,H6NB), C6N(H6NC,H6ND),
 C7N(H7NA,H7NB), C7NB(H7NC,H7ND), C8N(H8NA,H8NB), C8NB(H8NC,H8ND), C9N(H9NC,
 H9ND), C9N(H9NA,H9NB)
5.b Aromatic/amide H refined with riding coordinates:
 C2B(H2B), C3B(H3B), C3P(H3P), C4P(H4P), C5B(H5B), C5P(H5P), C6B(H6B), C6P(H6P)
5.c Idealised Me refined as rotating group:
 C4GT(H4GA,H4GB,H4GC), C4TT(H4TA,H4TB,H4TC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
O1N O 0.26467(10) 1.05870(10) 0.84896(8) 0.0409(2) Uani 1 1 d . . . . .
N1 N 0.31197(11) 0.36186(10) 0.67022(9) 0.0304(2) Uani 1 1 d . . . . .
N1N N 0.02960(11) 0.83241(10) 0.56764(9) 0.0299(2) Uani 1 1 d . . . . .
N2 N 0.23567(11) 0.24463(10) 0.57718(9) 0.0294(2) Uani 1 1 d . . . . .
H2 H 0.137(2) 0.2298(18) 0.5294(17) 0.063(5) Uiso 1 1 d . . . . .
N3 N 0.29623(11) 0.14259(10) 0.55229(10) 0.0324(2) Uani 1 1 d . . . . .
N3N N 0.26832(10) 0.89785(9) 0.65152(9) 0.0267(2) Uani 1 1 d . . . . .
N4 N 0.41928(11) 0.19294(10) 0.63126(9) 0.0310(2) Uani 1 1 d . . . . .
C1B C 0.55401(12) 0.64230(11) 0.79733(11) 0.0274(2) Uani 1 1 d . . . . .
C1GT C 0.20895(16) 0.73278(16) 0.42795(12) 0.0347(3) Uani 0.945(2) 1 d D U P A
2
H1GA H 0.274926 0.682971 0.444431 0.042 Uiso 0.945(2) 1 calc R U P A 2
H1GB H 0.269008 0.795876 0.396740 0.042 Uiso 0.945(2) 1 calc R U P A 2
C1M C 0.42904(12) 0.91057(11) 0.66012(11) 0.0278(2) Uani 1 1 d . . . . .
H1MA H 0.483214 1.006711 0.715960 0.033 Uiso 1 1 calc R U . . .
H1MB H 0.461234 0.889820 0.577251 0.033 Uiso 1 1 calc R U . . .
C1P C 0.60568(13) 0.55766(12) 0.84982(10) 0.0276(2) Uani 1 1 d . . . . .
C1TT C 0.182(2) 0.6912(17) 0.4422(18) 0.035(2) Uani 0.055(2) 1 d D U P A 1
H1TA H 0.231418 0.641006 0.474891 0.042 Uiso 0.055(2) 1 calc R U P A 1
H1TB H 0.247638 0.719026 0.387785 0.042 Uiso 0.055(2) 1 calc R U P A 1
C2B C 0.51232(13) 0.75850(12) 0.87634(11) 0.0303(3) Uani 1 1 d . . . . .
H2B H 0.512309 0.779545 0.961663 0.036 Uiso 1 1 calc R U . . .
C2GT C 0.08404(15) 0.62832(13) 0.32593(12) 0.0310(3) Uani 0.945(2) 1 d D U P A
2
H2GA H 0.008954 0.674679 0.318095 0.037 Uiso 0.945(2) 1 calc R U P A 2
H2GB H 0.125961 0.595773 0.246513 0.037 Uiso 0.945(2) 1 calc R U P A 2
C2N C 0.16106(13) 0.81775(11) 0.54850(11) 0.0285(2) Uani 1 1 d D . . . .
C2P C 0.54826(12) 0.41444(11) 0.80581(10) 0.0261(2) Uani 1 1 d . . . . .
C2TT C 0.033(2) 0.597(2) 0.368(2) 0.0338(19) Uani 0.055(2) 1 d D U P A 1
H2TA H -0.035451 0.574901 0.423001 0.041 Uiso 0.055(2) 1 calc R U P A 1
H2TB H -0.012170 0.643780 0.328318 0.041 Uiso 0.055(2) 1 calc R U P A 1
C3B C 0.47097(13) 0.84352(12) 0.83208(11) 0.0304(3) Uani 1 1 d . . . . .
H3B H 0.442104 0.921569 0.887245 0.036 Uiso 1 1 calc R U . . .
C3GT C 0.00662(16) 0.50473(14) 0.34789(13) 0.0375(3) Uani 0.945(2) 1 d D U P A
2
H3GA H 0.082516 0.463511 0.364254 0.045 Uiso 0.945(2) 1 calc R U P A 2
H3GB H -0.045218 0.535583 0.422180 0.045 Uiso 0.945(2) 1 calc R U P A 2
C3P C 0.60622(14) 0.34708(12) 0.86340(11) 0.0320(3) Uani 1 1 d . . . . .
H3P H 0.567176 0.250552 0.834095 0.038 Uiso 1 1 calc R U . . .
C3TT C 0.060(2) 0.4675(19) 0.270(2) 0.037(2) Uani 0.055(2) 1 d D U P A 1
H3TA H 0.111773 0.425864 0.310995 0.045 Uiso 0.055(2) 1 calc R U P A 1
H3TB H 0.126199 0.491455 0.214372 0.045 Uiso 0.055(2) 1 calc R U P A 1
C4B C 0.47125(12) 0.81586(11) 0.70764(11) 0.0262(2) Uani 1 1 d . . . . .
C4GT C -0.10556(18) 0.39625(16) 0.23857(17) 0.0421(4) Uani 0.945(2) 1 d D U P A
2
H4GA H -0.055158 0.366426 0.164419 0.063 Uiso 0.945(2) 1 calc R U P A 2
H4GB H -0.184275 0.434956 0.225015 0.063 Uiso 0.945(2) 1 calc R U P A 2
H4GC H -0.149675 0.317340 0.255701 0.063 Uiso 0.945(2) 1 calc R U P A 2
C4N C 0.20191(13) 0.97572(12) 0.74664(11) 0.0292(3) Uani 1 1 d . . . . .
C4P C 0.71851(15) 0.41703(13) 0.96158(11) 0.0351(3) Uani 1 1 d . . . . .
H4P H 0.756449 0.369000 0.999022 0.042 Uiso 1 1 calc R U . . .
C4TT C -0.083(3) 0.363(3) 0.194(3) 0.043(4) Uani 0.055(2) 1 d D U P A 1
H4TA H -0.058640 0.287726 0.124287 0.065 Uiso 0.055(2) 1 calc R U P A 1
H4TB H -0.141595 0.406712 0.162935 0.065 Uiso 0.055(2) 1 calc R U P A 1
H4TC H -0.140829 0.325631 0.245916 0.065 Uiso 0.055(2) 1 calc R U P A 1
C5 C 0.42697(12) 0.32691(11) 0.70268(10) 0.0257(2) Uani 1 1 d . . . . .
C5B C 0.51477(13) 0.70120(12) 0.62917(11) 0.0283(2) Uani 1 1 d . . . . .
H5B H 0.516713 0.681317 0.544196 0.034 Uiso 1 1 calc R U . . .
C5N C 0.03885(13) 0.93657(12) 0.69625(11) 0.0284(3) Uani 1 1 d . . . . .
C5P C 0.77553(14) 0.55762(13) 1.00515(11) 0.0359(3) Uani 1 1 d . . . . .
H5P H 0.853014 0.606762 1.072710 0.043 Uiso 1 1 calc R U . . .
C6B C 0.55539(13) 0.61543(11) 0.67315(11) 0.0289(3) Uani 1 1 d . . . . .
H6B H 0.584456 0.537538 0.617927 0.035 Uiso 1 1 calc R U . . .
C6N C -0.06447(15) 0.88239(14) 0.77477(13) 0.0378(3) Uani 1 1 d D . . . .
H6NA H -0.152551 0.808118 0.721927 0.045 Uiso 0.993(3) 1 calc R U P B 1
H6NB H -0.010551 0.846863 0.820357 0.045 Uiso 0.993(3) 1 calc R U P B 1
H6NC H -0.118495 0.784478 0.725295 0.045 Uiso 0.007(3) 1 calc R U P B 2
H6ND H -0.005437 0.890905 0.848080 0.045 Uiso 0.007(3) 1 calc R U P B 2
C6P C 0.71920(14) 0.62643(12) 0.94989(11) 0.0335(3) Uani 1 1 d . . . . .
H6P H 0.758729 0.723102 0.980789 0.040 Uiso 1 1 calc R U . . .
C7N C -0.11084(18) 1.00712(16) 0.86388(14) 0.0436(4) Uani 0.993(3) 1 d D U P B
1
H7NA H -0.202799 0.979373 0.897857 0.052 Uiso 0.993(3) 1 calc R U P B 1
H7NB H -0.030628 1.069095 0.932986 0.052 Uiso 0.993(3) 1 calc R U P B 1
C7NB C -0.175(13) 0.970(12) 0.815(15) 0.046(5) Uani 0.007(3) 1 d D U P B 2
H7NC H -0.265152 0.929227 0.753623 0.056 Uiso 0.007(3) 1 calc R U P B 2
H7ND H -0.203905 0.980094 0.896670 0.056 Uiso 0.007(3) 1 calc R U P B 2
C8N C -0.13766(18) 1.07488(17) 0.78153(16) 0.0459(4) Uani 0.993(3) 1 d D U P B
1
H8NA H -0.136057 1.172016 0.831666 0.055 Uiso 0.993(3) 1 calc R U P B 1
H8NB H -0.234666 1.025596 0.728263 0.055 Uiso 0.993(3) 1 calc R U P B 1
C8NB C -0.086(18) 1.107(8) 0.821(10) 0.046(5) Uani 0.007(3) 1 d D U P B 2
H8NC H -0.012682 1.159527 0.896006 0.055 Uiso 0.007(3) 1 calc R U P B 2
H8ND H -0.152854 1.163216 0.818669 0.055 Uiso 0.007(3) 1 calc R U P B 2
C9N C -0.00823(14) 1.06448(12) 0.70397(12) 0.0321(3) Uani 1 1 d D . . . .
H9NC H 0.080006 1.139211 0.711417 0.039 Uiso 0.007(3) 1 calc R U P B 2
H9ND H -0.077146 1.040591 0.629912 0.039 Uiso 0.007(3) 1 calc R U P B 2
H9NA H 0.075990 1.148449 0.743755 0.039 Uiso 0.993(3) 1 calc R U P B 1
H9NB H -0.040219 1.052791 0.620264 0.039 Uiso 0.993(3) 1 calc R U P B 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1N C4N 1.2152(14) . ?
N1 N2 1.3301(14) . ?
N1 C5 1.3315(15) . ?
N1N C2N 1.2857(15) . ?
N1N C5N 1.4786(15) . ?
N2 H2 1.018(18) . ?
N2 N3 1.3157(14) . ?
N3 N4 1.3219(14) . ?
N3N C1M 1.4684(14) . ?
N3N C2N 1.3932(14) . ?
N3N C4N 1.3735(15) . ?
N4 C5 1.3576(15) . ?
C1B C1P 1.4925(15) . ?
C1B C2B 1.3968(16) . ?
C1B C6B 1.3926(17) . ?
C1GT H1GA 0.9900 . ?
C1GT H1GB 0.9900 . ?
C1GT C2GT 1.5255(16) . ?
C1GT C2N 1.5040(16) . ?
C1M H1MA 0.9900 . ?
C1M H1MB 0.9900 . ?
C1M C4B 1.5139(15) . ?
C1P C2P 1.4083(16) . ?
C1P C6P 1.3992(16) . ?
C1TT H1TA 0.9900 . ?
C1TT H1TB 0.9900 . ?
C1TT C2N 1.513(4) . ?
C1TT C2TT 1.516(4) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.3858(16) . ?
C2GT H2GA 0.9900 . ?
C2GT H2GB 0.9900 . ?
C2GT C3GT 1.5192(17) . ?
C2P C3P 1.3980(16) . ?
C2P C5 1.4782(15) . ?
C2TT H2TA 0.9900 . ?
C2TT H2TB 0.9900 . ?
C2TT C3TT 1.515(4) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.3930(17) . ?
C3GT H3GA 0.9900 . ?
C3GT H3GB 0.9900 . ?
C3GT C4GT 1.5181(18) . ?
C3P H3P 0.9500 . ?
C3P C4P 1.3783(17) . ?
C3TT H3TA 0.9900 . ?
C3TT H3TB 0.9900 . ?
C3TT C4TT 1.515(4) . ?
C4B C5B 1.3916(16) . ?
C4GT H4GA 0.9800 . ?
C4GT H4GB 0.9800 . ?
C4GT H4GC 0.9800 . ?
C4N C5N 1.5176(16) . ?
C4P H4P 0.9500 . ?
C4P C5P 1.3826(18) . ?
C4TT H4TA 0.9800 . ?
C4TT H4TB 0.9800 . ?
C4TT H4TC 0.9800 . ?
C5B H5B 0.9500 . ?
C5B C6B 1.3883(16) . ?
C5N C6N 1.5462(17) . ?
C5N C9N 1.5571(16) . ?
C5P H5P 0.9500 . ?
C5P C6P 1.3840(17) . ?
C6B H6B 0.9500 . ?
C6N H6NA 0.9900 . ?
C6N H6NB 0.9900 . ?
C6N H6NC 0.9900 . ?
C6N H6ND 0.9900 . ?
C6N C7N 1.5231(19) . ?
C6N C7NB 1.529(18) . ?
C6P H6P 0.9500 . ?
C7N H7NA 0.9900 . ?
C7N H7NB 0.9900 . ?
C7N C8N 1.523(2) . ?
C7NB H7NC 0.9900 . ?
C7NB H7ND 0.9900 . ?
C7NB C8NB 1.52(2) . ?
C8N H8NA 0.9900 . ?
C8N H8NB 0.9900 . ?
C8N C9N 1.5286(18) . ?
C8NB H8NC 0.9900 . ?
C8NB H8ND 0.9900 . ?
C8NB C9N 1.530(18) . ?
C9N H9NC 0.9900 . ?
C9N H9ND 0.9900 . ?
C9N H9NA 0.9900 . ?
C9N H9NB 0.9900 . ?

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
_geom_angle_publ_flag
N2 N1 C5 102.03(9) . . ?
C2N N1N C5N 107.89(9) . . ?
N1 N2 H2 125.4(10) . . ?
N3 N2 N1 113.91(10) . . ?
N3 N2 H2 120.7(10) . . ?
N2 N3 N4 106.20(9) . . ?
C2N N3N C1M 128.00(10) . . ?
C4N N3N C1M 123.19(9) . . ?
C4N N3N C2N 108.63(9) . . ?
N3 N4 C5 106.23(9) . . ?
C2B C1B C1P 119.29(10) . . ?
C6B C1B C1P 122.37(10) . . ?
C6B C1B C2B 118.19(11) . . ?
H1GA C1GT H1GB 107.4 . . ?
C2GT C1GT H1GA 108.3 . . ?
C2GT C1GT H1GB 108.3 . . ?
C2N C1GT H1GA 108.3 . . ?
C2N C1GT H1GB 108.3 . . ?
C2N C1GT C2GT 116.13(11) . . ?
N3N C1M H1MA 109.0 . . ?
N3N C1M H1MB 109.0 . . ?
N3N C1M C4B 113.09(9) . . ?
H1MA C1M H1MB 107.8 . . ?
C4B C1M H1MA 109.0 . . ?
C4B C1M H1MB 109.0 . . ?
C2P C1P C1B 124.65(10) . . ?
C6P C1P C1B 117.22(10) . . ?
C6P C1P C2P 118.13(10) . . ?
H1TA C1TT H1TB 108.1 . . ?
C2N C1TT H1TA 109.5 . . ?
C2N C1TT H1TB 109.5 . . ?
C2N C1TT C2TT 110.7(12) . . ?
C2TT C1TT H1TA 109.5 . . ?
C2TT C1TT H1TB 109.5 . . ?
C1B C2B H2B 119.5 . . ?
C3B C2B C1B 120.97(11) . . ?
C3B C2B H2B 119.5 . . ?
C1GT C2GT H2GA 108.8 . . ?
C1GT C2GT H2GB 108.8 . . ?
H2GA C2GT H2GB 107.7 . . ?
C3GT C2GT C1GT 113.99(11) . . ?
C3GT C2GT H2GA 108.8 . . ?
C3GT C2GT H2GB 108.8 . . ?
N1N C2N N3N 113.89(10) . . ?
N1N C2N C1GT 127.01(11) . . ?
N1N C2N C1TT 120.5(8) . . ?
N3N C2N C1GT 118.97(10) . . ?
N3N C2N C1TT 122.1(8) . . ?
C1P C2P C5 124.99(10) . . ?
C3P C2P C1P 119.06(11) . . ?
C3P C2P C5 115.94(10) . . ?
C1TT C2TT H2TA 110.0 . . ?
C1TT C2TT H2TB 110.0 . . ?
H2TA C2TT H2TB 108.4 . . ?
C3TT C2TT C1TT 108.3(13) . . ?
C3TT C2TT H2TA 110.0 . . ?
C3TT C2TT H2TB 110.0 . . ?
C2B C3B H3B 119.6 . . ?
C2B C3B C4B 120.76(11) . . ?
C4B C3B H3B 119.6 . . ?
C2GT C3GT H3GA 109.1 . . ?
C2GT C3GT H3GB 109.1 . . ?
H3GA C3GT H3GB 107.8 . . ?
C4GT C3GT C2GT 112.44(12) . . ?
C4GT C3GT H3GA 109.1 . . ?
C4GT C3GT H3GB 109.1 . . ?
C2P C3P H3P 119.1 . . ?
C4P C3P C2P 121.74(11) . . ?
C4P C3P H3P 119.1 . . ?
C2TT C3TT H3TA 109.0 . . ?
C2TT C3TT H3TB 109.0 . . ?
C2TT C3TT C4TT 112.9(19) . . ?
H3TA C3TT H3TB 107.8 . . ?
C4TT C3TT H3TA 109.0 . . ?
C4TT C3TT H3TB 109.0 . . ?
C3B C4B C1M 120.61(10) . . ?
C5B C4B C1M 121.04(10) . . ?
C5B C4B C3B 118.33(10) . . ?
C3GT C4GT H4GA 109.5 . . ?
C3GT C4GT H4GB 109.5 . . ?
C3GT C4GT H4GC 109.5 . . ?
H4GA C4GT H4GB 109.5 . . ?
H4GA C4GT H4GC 109.5 . . ?
H4GB C4GT H4GC 109.5 . . ?
O1N C4N N3N 125.59(11) . . ?
O1N C4N C5N 128.56(11) . . ?
N3N C4N C5N 105.85(9) . . ?
C3P C4P H4P 120.2 . . ?
C3P C4P C5P 119.50(11) . . ?
C5P C4P H4P 120.2 . . ?
C3TT C4TT H4TA 109.5 . . ?
C3TT C4TT H4TB 109.5 . . ?
C3TT C4TT H4TC 109.5 . . ?
H4TA C4TT H4TB 109.5 . . ?
H4TA C4TT H4TC 109.5 . . ?
H4TB C4TT H4TC 109.5 . . ?
N1 C5 N4 111.62(10) . . ?
N1 C5 C2P 127.24(10) . . ?
N4 C5 C2P 121.09(10) . . ?
C4B C5B H5B 119.5 . . ?
C6B C5B C4B 121.02(11) . . ?
C6B C5B H5B 119.5 . . ?
N1N C5N C4N 103.71(9) . . ?
N1N C5N C6N 113.26(10) . . ?
N1N C5N C9N 112.87(9) . . ?
C4N C5N C6N 111.50(10) . . ?
C4N C5N C9N 110.97(9) . . ?
C6N C5N C9N 104.73(10) . . ?
C4P C5P H5P 120.2 . . ?
C4P C5P C6P 119.69(11) . . ?
C6P C5P H5P 120.2 . . ?
C1B C6B H6B 119.6 . . ?
C5B C6B C1B 120.73(11) . . ?
C5B C6B H6B 119.6 . . ?
C5N C6N H6NA 110.9 . . ?
C5N C6N H6NB 110.9 . . ?
C5N C6N H6NC 110.4 . . ?
C5N C6N H6ND 110.4 . . ?
H6NA C6N H6NB 108.9 . . ?
H6NC C6N H6ND 108.6 . . ?
C7N C6N C5N 104.40(10) . . ?
C7N C6N H6NA 110.9 . . ?
C7N C6N H6NB 110.9 . . ?
C7NB C6N C5N 106.8(9) . . ?
C7NB C6N H6NC 110.4 . . ?
C7NB C6N H6ND 110.4 . . ?
C1P C6P H6P 119.1 . . ?
C5P C6P C1P 121.87(11) . . ?
C5P C6P H6P 119.1 . . ?
C6N C7N H7NA 111.3 . . ?
C6N C7N H7NB 111.3 . . ?
H7NA C7N H7NB 109.2 . . ?
C8N C7N C6N 102.40(12) . . ?
C8N C7N H7NA 111.3 . . ?
C8N C7N H7NB 111.3 . . ?
C6N C7NB H7NC 111.2 . . ?
C6N C7NB H7ND 111.2 . . ?
H7NC C7NB H7ND 109.1 . . ?
C8NB C7NB C6N 103.0(17) . . ?
C8NB C7NB H7NC 111.2 . . ?
C8NB C7NB H7ND 111.2 . . ?
C7N C8N H8NA 111.0 . . ?
C7N C8N H8NB 111.0 . . ?
C7N C8N C9N 103.87(11) . . ?
H8NA C8N H8NB 109.0 . . ?
C9N C8N H8NA 111.0 . . ?
C9N C8N H8NB 111.0 . . ?
C7NB C8NB H8NC 111.2 . . ?
C7NB C8NB H8ND 111.2 . . ?
C7NB C8NB C9N 103.0(17) . . ?
H8NC C8NB H8ND 109.1 . . ?
C9N C8NB H8NC 111.2 . . ?
C9N C8NB H8ND 111.2 . . ?
C5N C9N H9NC 110.9 . . ?
C5N C9N H9ND 110.9 . . ?
C5N C9N H9NA 110.5 . . ?
C5N C9N H9NB 110.5 . . ?
C8N C9N C5N 106.05(10) . . ?
C8N C9N H9NA 110.5 . . ?
C8N C9N H9NB 110.5 . . ?
C8NB C9N C5N 104.1(19) . . ?
C8NB C9N H9NC 110.9 . . ?
C8NB C9N H9ND 110.9 . . ?
H9NC C9N H9ND 109.0 . . ?
H9NA C9N H9NB 108.7 . . ?

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
N2 H2 N1N 1.018(18) 1.736(19) 2.7384(14) 167.6(16) 2_566 yes
C9N H9NC N2 0.99 2.62 3.4514(16) 141.3 1_565 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
_geom_torsion_publ_flag
O1N C4N C5N N1N 179.58(12) . . . . ?
O1N C4N C5N C6N -58.21(16) . . . . ?
O1N C4N C5N C9N 58.13(17) . . . . ?
N1 N2 N3 N4 -0.40(13) . . . . ?
N1N C5N C6N C7N -147.35(11) . . . . ?
N1N C5N C6N C7NB -119(7) . . . . ?
N1N C5N C9N C8N 121.80(12) . . . . ?
N1N C5N C9N C8NB 145(7) . . . . ?
N2 N1 C5 N4 -0.08(13) . . . . ?
N2 N1 C5 C2P -177.26(11) . . . . ?
N2 N3 N4 C5 0.32(12) . . . . ?
N3 N4 C5 N1 -0.15(13) . . . . ?
N3 N4 C5 C2P 177.23(10) . . . . ?
N3N C1M C4B C3B -73.78(13) . . . . ?
N3N C1M C4B C5B 107.84(12) . . . . ?
N3N C4N C5N N1N -0.03(12) . . . . ?
N3N C4N C5N C6N 122.17(11) . . . . ?
N3N C4N C5N C9N -121.49(10) . . . . ?
C1B C1P C2P C3P -179.86(11) . . . . ?
C1B C1P C2P C5 -1.03(18) . . . . ?
C1B C1P C6P C5P -179.79(12) . . . . ?
C1B C2B C3B C4B -0.59(18) . . . . ?
C1GT C2GT C3GT C4GT -173.99(12) . . . . ?
C1M N3N C2N N1N -177.01(10) . . . . ?
C1M N3N C2N C1GT -0.86(18) . . . . ?
C1M N3N C2N C1TT 23.9(14) . . . . ?
C1M N3N C4N O1N -3.19(19) . . . . ?
C1M N3N C4N C5N 176.44(10) . . . . ?
C1M C4B C5B C6B 179.12(10) . . . . ?
C1P C1B C2B C3B 176.71(11) . . . . ?
C1P C1B C6B C5B -176.18(11) . . . . ?
C1P C2P C3P C4P -0.36(18) . . . . ?
C1P C2P C5 N1 -31.80(18) . . . . ?
C1P C2P C5 N4 151.26(12) . . . . ?
C1TT C2TT C3TT C4TT 177(2) . . . . ?
C2B C1B C1P C2P 128.09(13) . . . . ?
C2B C1B C1P C6P -51.87(16) . . . . ?
C2B C1B C6B C5B -0.70(17) . . . . ?
C2B C3B C4B C1M -178.74(11) . . . . ?
C2B C3B C4B C5B -0.32(17) . . . . ?
C2GT C1GT C2N N1N -15.2(2) . . . . ?
C2GT C1GT C2N N3N 169.20(11) . . . . ?
C2N N1N C5N C4N -1.06(12) . . . . ?
C2N N1N C5N C6N -122.09(11) . . . . ?
C2N N1N C5N C9N 119.11(11) . . . . ?
C2N N3N C1M C4B -95.27(13) . . . . ?
C2N N3N C4N O1N -178.59(12) . . . . ?
C2N N3N C4N C5N 1.04(12) . . . . ?
C2N C1GT C2GT C3GT -72.39(17) . . . . ?
C2N C1TT C2TT C3TT -175(2) . . . . ?
C2P C1P C6P C5P 0.25(18) . . . . ?
C2P C3P C4P C5P 0.28(19) . . . . ?
C2TT C1TT C2N N1N 2(3) . . . . ?
C2TT C1TT C2N N3N 159.6(15) . . . . ?
C3B C4B C5B C6B 0.70(17) . . . . ?
C3P C2P C5 N1 147.07(12) . . . . ?
C3P C2P C5 N4 -29.87(16) . . . . ?
C3P C4P C5P C6P 0.1(2) . . . . ?
C4B C5B C6B C1B -0.19(18) . . . . ?
C4N N3N C1M C4B 90.26(13) . . . . ?
C4N N3N C2N N1N -1.90(14) . . . . ?
C4N N3N C2N C1GT 174.26(12) . . . . ?
C4N N3N C2N C1TT -161.0(14) . . . . ?
C4N C5N C6N C7N 96.13(12) . . . . ?
C4N C5N C6N C7NB 125(7) . . . . ?
C4N C5N C9N C8N -122.28(12) . . . . ?
C4N C5N C9N C8NB -99(7) . . . . ?
C4P C5P C6P C1P -0.3(2) . . . . ?
C5 N1 N2 N3 0.29(13) . . . . ?
C5 C2P C3P C4P -179.30(11) . . . . ?
C5N N1N C2N N3N 1.83(13) . . . . ?
C5N N1N C2N C1GT -173.95(13) . . . . ?
C5N N1N C2N C1TT 161.3(14) . . . . ?
C5N C6N C7N C8N 40.83(14) . . . . ?
C5N C6N C7NB C8NB -29(6) . . . . ?
C6B C1B C1P C2P -56.48(17) . . . . ?
C6B C1B C1P C6P 123.57(12) . . . . ?
C6B C1B C2B C3B 1.09(18) . . . . ?
C6N C5N C9N C8N -1.84(13) . . . . ?
C6N C5N C9N C8NB 21(7) . . . . ?
C6N C7N C8N C9N -41.90(15) . . . . ?
C6N C7NB C8NB C9N 42(5) . . . . ?
C6P C1P C2P C3P 0.09(17) . . . . ?
C6P C1P C2P C5 178.93(11) . . . . ?
C7N C8N C9N C5N 26.94(15) . . . . ?
C7NB C8NB C9N C5N -40(6) . . . . ?
C9N C5N C6N C7N -23.96(13) . . . . ?
C9N C5N C6N C7NB 5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 3.358
_oxdiff_exptl_absorpt_empirical_full_min 0.248
