#------------------------------------------------------------------------------
#$Date: 2025-07-06 20:00:15 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 301176 $
#$URL: svn://www.crystallography.net/cod/cif/7/16/04/7160442.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_7160442
loop_
_publ_author_name
'Ozturk, Sena'
'Davis, Alexander R.'
'Seaton, Colin C.'
'Male, Louise'
'Pike, Sarah J.'
_publ_section_title
;
 Solvatomorphism of a 2,6-pyridyldicarboxamide-based foldamer.
;
_journal_issue                   23
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5590
_journal_page_last               5599
_journal_paper_doi               10.1039/d5ob00342c
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C31 H25 N9 O2, C4 H8 O'
_chemical_formula_sum            'C35 H33 N9 O3'
_chemical_formula_weight         627.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-02-25
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.4610(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.7137(2)
_cell_length_b                   10.3944(2)
_cell_length_c                   12.6481(2)
_cell_measurement_reflns_used    15697
_cell_measurement_temperature    99.99(16)
_cell_measurement_theta_max      78.1730
_cell_measurement_theta_min      3.4900
_cell_volume                     1537.18(5)
_computing_cell_refinement       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.54a 64-bit (release 26-04-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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    -34.00  25.00   0.50    3.44    --  -49.13  18.00 -60.00  118
  2  ω   -122.00 -38.00   0.50    3.44    --  -49.13 -18.00 130.00  168
  3  ω     39.00 124.00   0.50    3.44    --   49.13  18.00 -60.00  170
  4  ω   -163.00 -79.00   0.50   13.76    --  -90.00 -18.00 130.00  168
  5  ω    102.00 178.00   0.50   13.76    --  111.50  18.00 -60.00  152
  6  ω   -121.00 -38.00   0.50    3.44    --  -49.13 -38.00  60.00  166
  7  ω    -47.00  21.00   0.50    3.44    --  -49.13  38.00  30.00  136
  8  ω    -77.00 -51.00   0.50    3.44    --  -49.13 -49.00   3.30   52
  9  ω   -108.00 -81.00   0.50    3.44    --  -49.13 -49.00   3.30   54
 10  ω    -90.00 -39.00   0.50    3.44    --  -49.13 -19.00  30.00  102
 11  ω   -120.00 -95.00   0.50    3.44    --  -49.13 -57.00-150.00   50
 12  ω    -77.00 -47.00   0.50    3.44    --  -49.13 -51.00  45.12   60
 13  ω    -68.00 -37.00   0.50    3.44    --  -49.13 -50.00 -65.50   62
 14  ω    -63.00 -37.00   0.50    3.44    --  -49.13 -47.00 -47.99   52
 15  ω     41.00  68.00   0.50    3.44    --   49.13  50.00  54.79   54
 16  ω     38.00  68.00   0.50    3.44    --   49.13  52.00  72.98   60
 17  ω     37.00  80.00   0.50    3.44    --   49.13  51.00 131.93   86
 18  ω     -7.00  21.00   0.50    3.44    --   49.13 -18.00 130.00   56
 19  ω     38.00  63.00   0.50    3.44    --   49.13  50.00  46.56   50
 20  ω     37.00  63.00   0.50    3.44    --   49.13  51.00 109.90   52
 21  ω     37.00  66.00   0.50    3.44    --   49.13  51.00  96.08   58
 22  ω   -103.00 -78.00   0.50   13.76    --  -90.00 -49.00  -5.13   50
 23  ω   -105.00 -80.00   0.50   13.76    --  -90.00 -52.00 -10.04   50
 24  ω   -115.00 -79.00   0.50   13.76    --  -90.00 -47.00  16.31   72
 25  ω   -103.00 -78.00   0.50   13.76    --  -90.00 -48.00  99.54   50
 26  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00  -8.51   52
 27  ω   -118.00 -80.00   0.50   13.76    --  -90.00 -52.00  32.49   76
 28  ω   -108.00 -81.00   0.50   13.76    --  -90.00 -51.00  78.55   54
 29  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -49.00  55.30   52
 30  ω   -109.00 -81.00   0.50   13.76    --  -90.00 -51.00 -57.69   56
 31  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -51.00 -43.04   52
 32  ω   -113.00 -81.00   0.50   13.76    --  -90.00 -48.00   5.35   64
 33  ω   -107.00 -81.00   0.50   13.76    --  -90.00 -52.00  43.89   52
 34  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -49.00 -23.47   52
 35  ω   -107.00 -81.00   0.50   13.76    --  -90.00 -49.00  64.55   52
 36  ω   -105.00 -80.00   0.50   13.76    --  -90.00 -52.00  85.83   50
 37  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -47.00  -5.00   52
 38  ω   -155.00-129.00   0.50   13.76    --  -90.00 -52.00  85.83   52
 39  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00 -51.02   52
 40  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00  50.66   52
 41  ω    -65.00 -19.00   0.50   13.76    --  -90.00  61.00  90.00   92
 42  ω   -111.00 -85.00   0.50   13.76    --  -90.00 -53.00 -27.25   52
 43  ω     47.00 104.00   0.50   13.76    --  111.50 -95.00  30.00  114
 44  ω     40.00  83.00   0.50   13.76    --  111.50 -77.00  60.00   86
 45  ω    143.00 169.00   0.50   13.76    --  111.50  61.00  90.00   52
 46  ω    103.00 129.00   0.50   13.76    --  111.50  61.00  90.00   52
 47  ω    150.00 177.00   0.50   13.76    --  111.50  45.00  30.00   54
 48  ω    147.00 177.00   0.50   13.76    --  111.50  61.00   0.00   60
 49  ω     98.00 128.00   0.50   13.76    --  111.50  61.00   0.00   60
 50  ω    105.00 142.00   0.50   13.76    --  111.50  45.00  30.00   74
 51  ω     99.00 155.00   0.50   13.76    --  111.50  61.00  60.00  112
 52  ω     78.00 105.00   0.50   13.76    --  111.50 -95.00   0.00   54
 53  ω     47.00  73.00   0.50   13.76    --  111.50 -95.00   0.00   52
 54  ω     40.00  67.00   0.50   13.76    --  111.50 -61.00-120.00   54
 55  ω     40.00  66.00   0.50   13.76    --  111.50 -61.00-150.00   52
 56  ω    103.00 130.00   0.50   13.76    --  111.50  45.00  90.00   54
 57  ω    101.00 144.00   0.50   13.76    --  111.50  61.00  30.00   86
 58  ω    101.00 129.00   0.50   13.76    --  111.50  45.00   0.00   56
 59  ω    115.00 175.00   0.50   13.76    --  111.50  45.00 -30.00  120
 60  ω     40.00  67.00   0.50   13.76    --  111.50 -77.00 -30.00   54
 61  ω     40.00  96.00   0.50   13.76    --  111.50 -77.00-120.00  112
 62  ω     50.00  85.00   0.50   13.76    --  111.50 -77.00 150.00   70
 63  ω     40.00  67.00   0.50   13.76    --  111.50 -61.00 150.00   54
 64  ω     40.00  67.00   0.50   13.76    --  111.50 -77.00  30.00   54
 65  ω    102.00 151.00   0.50   13.76    --  111.50  45.00  60.00   98
 66  ω     40.00  66.00   0.50   13.76    --  111.50-125.00-180.00   52
 67  ω     83.00 109.00   0.50   13.76    --  111.50-125.00-180.00   52
 68  ω     99.00 154.00   0.50   13.76    --  111.50  55.00-173.80  110
 69  ω     40.00  87.00   0.50   13.76    --  111.50 -95.00 -60.00   94
 70  ω     40.00  65.00   0.50   13.76    --  111.50 -61.00  30.00   50
 71  ω     49.00 109.00   0.50   13.76    --  111.50-125.00   0.00  120
 72  ω    107.00 165.00   0.50   13.76    --  111.50  78.00  83.36  116
 73  ω    106.00 177.00   0.50   13.76    --  111.50  77.00  60.00  142
 74  ω     98.00 169.00   0.50   13.76    --  111.50  61.00 120.00  142
 75  ω    103.00 147.00   0.50   13.76    --  111.50  61.00 -30.00   88
 76  ω     40.00  66.00   0.50   13.76    --  111.50 -61.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1142789000
_diffrn_orient_matrix_UB_12      0.0234020000
_diffrn_orient_matrix_UB_13      0.0511126000
_diffrn_orient_matrix_UB_21      0.0650633000
_diffrn_orient_matrix_UB_22      0.0220613000
_diffrn_orient_matrix_UB_23      0.1080167000
_diffrn_orient_matrix_UB_31      0.0086413000
_diffrn_orient_matrix_UB_32      0.1446800000
_diffrn_orient_matrix_UB_33      -0.0245741000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28058
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.071
_diffrn_reflns_theta_min         3.501
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.572
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       needle
_exptl_crystal_F_000             660
_exptl_crystal_preparation       'see experimental'
_exptl_crystal_recrystallization_method 'slow evaporation from butanone'
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 2092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         5534
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0754P)²+0.2836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1215
_reflns_Friedel_coverage         0.793
_reflns_Friedel_fraction_full    0.901
_reflns_Friedel_fraction_max     0.892
_reflns_number_gt                5140
_reflns_number_total             5534
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ob00342c2.cif
_cod_data_source_block           1-Butanone
_cod_depositor_comments
'Adding full bibliography for 7160437--7160444.cif.'
_cod_database_code               7160442
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C36 H34 N8 O3'
_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_max   0.978
_shelx_estimated_absorpt_t_min   0.743
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O101-C102 \\sim O102-C106
 with sigma of 0.02
 C101-C102 \\sim C105-C106
 with sigma of 0.02
 C102-C103 \\sim C106-C107
 with sigma of 0.02
 C103-C104 \\sim C107-C108
 with sigma of 0.02
 O101-C101 \\sim O102-C105
 with sigma of 0.04
 O101-C103 \\sim O102-C107
 with sigma of 0.04
 C101-C103 \\sim C105-C107
 with sigma of 0.04
 C102-C104 \\sim C106-C108
 with sigma of 0.04
 N8-C26 \\sim N8-C26A
 with sigma of 0.005
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 N8-C27 \\sim N8-C27A
 with sigma of 0.04
 N8-C31 \\sim N8-C31A
 with sigma of 0.04
 N9-C28 \\sim N9A-C28A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C26-C30 \\sim C26A-C30A
 with sigma of 0.04
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 C27-C31 \\sim C27A-C31A
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C26A \\sim C27A \\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim N9A: within
1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31: within 1.7A with sigma
of 0.005 and sigma for terminal atoms of 0.02 within 1.7A
C105 \\sim C106 \\sim C107 \\sim C108 \\sim O102: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
4. Others
 Sof(C105)=Sof(H10I)=Sof(H10J)=Sof(H10K)=Sof(C106)=Sof(C107)=Sof(H10L)=
 Sof(H10M)=Sof(C108)=Sof(H10N)=Sof(H10O)=Sof(H10P)=Sof(O102)=1-FVAR(1)
 Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C102)=Sof(C103)=Sof(H10D)=
 Sof(H10E)=Sof(C104)=Sof(H10F)=Sof(H10G)=Sof(H10H)=Sof(O101)=FVAR(1)
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C26A)=
 Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(N9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(2)
 Sof(C26)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31)=Sof(H31)=Sof(N9)=Sof(H9A)=Sof(H9B)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C103(H10D,H10E), C107(H10L,H10M)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C29A(H29A), C30A(H30A), C31A(H31A), C28A(H28A)
5.c Fitted hexagon refined as free rotating group:
 C29A(C30A,C31A,C26A,C27A,C28A)
5.d X=CH2 refined with riding coordinates:
 N9A(H9AA,H9AB)
5.e Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C104(H10F,H10G,H10H), C105(H10I,H10J,H10K), C108(H10N,
 H10O,H10P)
;
_olex2_exptl_crystal_mounting_method 'using Fomblin'
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.866
_oxdiff_exptl_absorpt_empirical_full_min 0.560
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
C1 C 0.3149(3) 0.5930(3) 0.3146(2) 0.0413(7) Uani 1 1 d . . . . .
C2 C 0.2100(3) 0.5955(4) 0.2575(3) 0.0489(8) Uani 1 1 d . . . . .
H2 H 0.206225 0.590954 0.182313 0.059 Uiso 1 1 calc R U . . .
C3 C 0.1115(3) 0.6047(4) 0.3111(3) 0.0553(9) Uani 1 1 d . . . . .
H3 H 0.038684 0.605517 0.273823 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1208(3) 0.6127(4) 0.4204(3) 0.0509(8) Uani 1 1 d . . . . .
H4 H 0.054474 0.615370 0.459969 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2294(3) 0.6168(3) 0.4710(3) 0.0437(7) Uani 1 1 d . . . . .
C6 C 0.2391(3) 0.6373(3) 0.5898(2) 0.0433(7) Uani 1 1 d . . . . .
C7 C 0.3897(3) 0.6821(3) 0.7330(2) 0.0448(7) Uani 1 1 d . . . . .
C8 C 0.5033(3) 0.7221(3) 0.7476(2) 0.0427(7) Uani 1 1 d . . . . .
C9 C 0.5518(3) 0.7433(4) 0.8499(3) 0.0508(8) Uani 1 1 d . . . . .
H9 H 0.628410 0.772985 0.860210 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4871(4) 0.7206(4) 0.9355(2) 0.0562(9) Uani 1 1 d . . . . .
H10 H 0.519958 0.733096 1.005262 0.067 Uiso 1 1 calc R U . . .
C11 C 0.3754(4) 0.6800(4) 0.9212(3) 0.0553(9) Uani 1 1 d . . . . .
H11 H 0.332463 0.664466 0.981243 0.066 Uiso 1 1 calc R U . . .
C12 C 0.3244(3) 0.6612(4) 0.8206(2) 0.0507(8) Uani 1 1 d . . . . .
H12 H 0.246833 0.634834 0.811228 0.061 Uiso 1 1 calc R U . . .
C13 C 0.7230(3) 0.7785(3) 0.5706(2) 0.0422(7) Uani 1 1 d . . . . .
C14 C 0.8425(3) 0.7832(3) 0.5771(3) 0.0445(7) Uani 1 1 d . . . . .
C15 C 0.8982(3) 0.8064(3) 0.4823(3) 0.0463(7) Uani 1 1 d . . . . .
H15 H 0.979200 0.812484 0.484778 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8366(3) 0.8204(4) 0.3870(3) 0.0514(8) Uani 1 1 d . . . . .
H16 H 0.875779 0.835678 0.324537 0.062 Uiso 1 1 calc R U . . .
C17 C 0.7193(3) 0.8125(4) 0.3807(3) 0.0493(8) Uani 1 1 d . . . . .
H17 H 0.677439 0.820033 0.314254 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6629(3) 0.7933(3) 0.4726(2) 0.0457(7) Uani 1 1 d . . . . .
H18 H 0.581694 0.790123 0.468889 0.055 Uiso 1 1 calc R U . . .
C19 C 0.4202(3) 0.5721(3) 0.2550(2) 0.0448(7) Uani 1 1 d . . . . .
C20 C 0.6253(3) 0.5173(3) 0.2840(2) 0.0425(7) Uani 1 1 d . . . . .
C21 C 0.7099(3) 0.4822(3) 0.3626(3) 0.0484(8) Uani 1 1 d . . . . .
C22 C 0.8195(3) 0.4521(4) 0.3341(3) 0.0572(9) Uani 1 1 d . . . . .
H22 H 0.876841 0.429355 0.387060 0.069 Uiso 1 1 calc R U . . .
C23 C 0.8455(3) 0.4552(4) 0.2289(4) 0.0631(10) Uani 1 1 d . . . . .
H23 H 0.920156 0.433397 0.209597 0.076 Uiso 1 1 calc R U . . .
C24 C 0.7628(3) 0.4900(4) 0.1522(3) 0.0565(9) Uani 1 1 d . . . . .
H24 H 0.781398 0.492289 0.080156 0.068 Uiso 1 1 calc R U . . .
C25 C 0.6533(3) 0.5217(3) 0.1780(3) 0.0493(8) Uani 1 1 d . . . . .
H25 H 0.597452 0.546236 0.124232 0.059 Uiso 1 1 calc R U . . .
N1 N 0.3260(2) 0.6066(3) 0.42022(19) 0.0396(5) Uani 1 1 d . . . . .
N2 N 0.3467(2) 0.6591(3) 0.62763(19) 0.0420(6) Uani 1 1 d . . . . .
H2A H 0.403(3) 0.662(4) 0.584(3) 0.050 Uiso 1 1 d . U . . .
N3 N 0.5619(2) 0.7409(3) 0.65389(19) 0.0407(6) Uani 1 1 d . . . . .
N4 N 0.6685(2) 0.7571(3) 0.6664(2) 0.0410(6) Uani 1 1 d . . . . .
N5 N 0.9054(3) 0.7664(3) 0.6715(2) 0.0536(7) Uani 1 1 d . . . . .
H5A H 0.982(4) 0.732(5) 0.661(3) 0.064 Uiso 1 1 d . U . . .
H5B H 0.860(4) 0.722(5) 0.719(4) 0.064 Uiso 1 1 d . U . . .
N6 N 0.5169(2) 0.5484(3) 0.3165(2) 0.0423(6) Uani 1 1 d . . . . .
H6 H 0.503(3) 0.545(4) 0.382(3) 0.051 Uiso 1 1 d . U . . .
N7 N 0.6746(3) 0.4753(3) 0.4681(2) 0.0510(7) Uani 1 1 d . . . . .
N8 N 0.7538(3) 0.4578(3) 0.5382(2) 0.0631(10) Uani 1 1 d D . . . .
O1 O 0.1541(2) 0.6366(3) 0.64191(19) 0.0547(6) Uani 1 1 d . . . . .
O2 O 0.4135(2) 0.5736(3) 0.15810(17) 0.0582(7) Uani 1 1 d . . . . .
C26 C 0.7136(6) 0.4439(5) 0.6407(4) 0.0423(14) Uani 0.695(7) 1 d D U P A 1
C27 C 0.8008(5) 0.4355(5) 0.7263(3) 0.0403(12) Uani 0.695(7) 1 d D U P A 1
C28 C 0.7716(5) 0.4169(7) 0.8299(6) 0.0393(14) Uani 0.695(7) 1 d D U P A 1
H28 H 0.830815 0.411062 0.884407 0.047 Uiso 0.695(7) 1 calc R U P A 1
C29 C 0.6577(4) 0.4065(5) 0.8566(4) 0.0457(12) Uani 0.695(7) 1 d D U P A 1
H29 H 0.640293 0.392296 0.928038 0.055 Uiso 0.695(7) 1 calc R U P A 1
C30 C 0.5692(4) 0.4171(5) 0.7767(4) 0.0473(12) Uani 0.695(7) 1 d D U P A 1
H30 H 0.491306 0.411612 0.793296 0.057 Uiso 0.695(7) 1 calc R U P A 1
C31 C 0.5983(5) 0.4358(5) 0.6729(5) 0.0452(12) Uani 0.695(7) 1 d D U P A 1
H31 H 0.537927 0.443800 0.619728 0.054 Uiso 0.695(7) 1 calc R U P A 1
N9 N 0.9096(7) 0.4484(7) 0.7019(4) 0.0502(14) Uani 0.695(7) 1 d D . P A 1
H9A H 0.928(5) 0.467(6) 0.643(5) 0.060 Uiso 0.695(7) 1 d . U P A 1
H9B H 0.962(5) 0.446(7) 0.764(5) 0.060 Uiso 0.695(7) 1 d . U P A 1
C29A C 0.7677(12) 0.4163(13) 0.8579(5) 0.062(6) Uani 0.305(7) 1 d DG U P A 2
H29A H 0.763219 0.403145 0.931820 0.075 Uiso 0.305(7) 1 calc R U P A 2
C30A C 0.8733(10) 0.4356(15) 0.8159(7) 0.087(5) Uani 0.305(7) 1 d DG U P A 2
H30A H 0.941035 0.435591 0.861161 0.105 Uiso 0.305(7) 1 calc R U P A 2
C31A C 0.8798(9) 0.4549(15) 0.7077(8) 0.083(9) Uani 0.305(7) 1 d DG U P A 2
H31A H 0.952022 0.468043 0.678982 0.100 Uiso 0.305(7) 1 calc R U P A 2
C26A C 0.7807(10) 0.4549(13) 0.6414(5) 0.081(5) Uani 0.305(7) 1 d DG U P A 2
C27A C 0.6751(9) 0.4356(10) 0.6834(7) 0.056(4) Uani 0.305(7) 1 d DG U P A 2
C28A C 0.6686(10) 0.4163(10) 0.7916(8) 0.066(4) Uani 0.305(7) 1 d DG U P A 2
H28A H 0.596388 0.403152 0.820298 0.079 Uiso 0.305(7) 1 calc R U P A 2
N9A N 0.5625(11) 0.4292(11) 0.6251(10) 0.053(3) Uani 0.305(7) 1 d D U P A 2
H9AA H 0.500697 0.414420 0.659437 0.064 Uiso 0.305(7) 1 calc R U P A 2
H9AB H 0.557108 0.440103 0.556019 0.064 Uiso 0.305(7) 1 calc R U P A 2
C101 C 0.7678(13) 0.8514(18) 1.0663(8) 0.060(3) Uani 0.702(7) 1 d D . P B 1
H10A H 0.714324 0.781689 1.080036 0.090 Uiso 0.702(7) 1 calc R U P B 1
H10B H 0.741319 0.897198 1.001700 0.090 Uiso 0.702(7) 1 calc R U P B 1
H10C H 0.771750 0.911293 1.126217 0.090 Uiso 0.702(7) 1 calc R U P B 1
C102 C 0.8818(6) 0.7972(7) 1.0527(5) 0.0575(17) Uani 0.702(7) 1 d D . P B 1
C103 C 0.9008(6) 0.7383(7) 0.9486(4) 0.0636(17) Uani 0.702(7) 1 d D . P B 1
H10D H 0.896773 0.806919 0.894189 0.076 Uiso 0.702(7) 1 calc R U P B 1
H10E H 0.837571 0.677316 0.930796 0.076 Uiso 0.702(7) 1 calc R U P B 1
C104 C 1.0154(8) 0.6660(12) 0.9417(9) 0.079(3) Uani 0.702(7) 1 d D . P B 1
H10F H 1.021502 0.598953 0.996209 0.119 Uiso 0.702(7) 1 calc R U P B 1
H10G H 1.078915 0.726754 0.952929 0.119 Uiso 0.702(7) 1 calc R U P B 1
H10H H 1.018343 0.626452 0.871574 0.119 Uiso 0.702(7) 1 calc R U P B 1
O101 O 0.9586(4) 0.8023(6) 1.1221(3) 0.0873(19) Uani 0.702(7) 1 d D . P B 1
C105 C 1.046(2) 0.720(2) 0.946(2) 0.086(7) Uani 0.298(7) 1 d D U P B 2
H10I H 1.046295 0.651213 0.999384 0.129 Uiso 0.298(7) 1 calc R U P B 2
H10J H 1.121603 0.761216 0.948911 0.129 Uiso 0.298(7) 1 calc R U P B 2
H10K H 1.029131 0.683520 0.875736 0.129 Uiso 0.298(7) 1 calc R U P B 2
C106 C 0.9596(18) 0.8151(19) 0.9688(13) 0.095(6) Uani 0.298(7) 1 d D U P B 2
C107 C 0.8538(18) 0.774(3) 1.009(2) 0.110(8) Uani 0.298(7) 1 d D U P B 2
H10L H 0.870936 0.700187 1.056891 0.132 Uiso 0.298(7) 1 calc R U P B 2
H10M H 0.804590 0.741767 0.948769 0.132 Uiso 0.298(7) 1 calc R U P B 2
C108 C 0.783(4) 0.871(5) 1.070(4) 0.103(17) Uani 0.298(7) 1 d D U P B 2
H10N H 0.743137 0.930033 1.019704 0.154 Uiso 0.298(7) 1 calc R U P B 2
H10O H 0.833242 0.920031 1.119628 0.154 Uiso 0.298(7) 1 calc R U P B 2
H10P H 0.726101 0.824361 1.109413 0.154 Uiso 0.298(7) 1 calc R U P B 2
O102 O 0.9701(13) 0.9275(13) 0.9491(10) 0.096(4) Uani 0.298(7) 1 d D U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 8 0.0630
2 0 -8 0.0583
0 -7 0 0.1963
0 6 3 0.2121
1 4 -6 0.1624
-7 0 -1 0.0158
7 0 1 0.0168
-7 0 -1 0.0108
-7 0 3 0.0338
-6 0 -5 0.0327
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
C2 C1 C19 118.1(3) . . ?
N1 C1 C2 123.1(3) . . ?
N1 C1 C19 118.9(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.7(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.5(3) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 118.2(3) . . ?
N1 C5 C4 123.6(3) . . ?
N1 C5 C6 118.1(3) . . ?
N2 C6 C5 113.0(3) . . ?
O1 C6 C5 121.1(3) . . ?
O1 C6 N2 125.8(3) . . ?
C8 C7 C12 120.2(3) . . ?
C8 C7 N2 117.2(3) . . ?
C12 C7 N2 122.6(3) . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 N3 115.8(3) . . ?
C9 C8 N3 124.1(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(4) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C7 C12 H12 120.7 . . ?
C11 C12 C7 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C14 C13 N4 117.1(3) . . ?
C18 C13 C14 119.9(3) . . ?
C18 C13 N4 123.0(3) . . ?
C13 C14 C15 117.7(3) . . ?
N5 C14 C13 122.0(3) . . ?
N5 C14 C15 120.4(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(3) . . ?
C18 C17 H17 120.5 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.3(3) . . ?
C17 C18 H18 119.3 . . ?
N6 C19 C1 114.9(3) . . ?
O2 C19 C1 119.8(3) . . ?
O2 C19 N6 125.3(3) . . ?
C25 C20 C21 119.2(3) . . ?
N6 C20 C21 117.8(3) . . ?
N6 C20 C25 123.0(3) . . ?
C20 C21 N7 116.3(3) . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 N7 123.9(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.8(4) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.3(4) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 H25 120.2 . . ?
C24 C25 C20 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C5 N1 C1 116.9(3) . . ?
C6 N2 C7 129.6(3) . . ?
C6 N2 H2A 120(2) . . ?
C7 N2 H2A 110(2) . . ?
N4 N3 C8 116.1(2) . . ?
N3 N4 C13 114.0(2) . . ?
C14 N5 H5A 112(3) . . ?
C14 N5 H5B 108(3) . . ?
H5A N5 H5B 118(4) . . ?
C19 N6 C20 127.9(3) . . ?
C19 N6 H6 111(3) . . ?
C20 N6 H6 120(3) . . ?
N8 N7 C21 115.1(3) . . ?
N7 N8 C26 112.9(4) . . ?
N7 N8 C26A 145.1(6) . . ?
N8 C26 C27 115.7(5) . . ?
N8 C26 C31 129.6(4) . . ?
C31 C26 C27 114.7(5) . . ?
C28 C27 C26 120.8(5) . . ?
N9 C27 C26 117.5(5) . . ?
N9 C27 C28 121.6(5) . . ?
C27 C28 H28 119.0 . . ?
C27 C28 C29 122.1(6) . . ?
C29 C28 H28 119.0 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.5(5) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 120.8 . . ?
C31 C30 C29 118.5(5) . . ?
C31 C30 H30 120.8 . . ?
C26 C31 H31 117.8 . . ?
C30 C31 C26 124.4(5) . . ?
C30 C31 H31 117.8 . . ?
C27 N9 H9A 123(5) . . ?
C27 N9 H9B 112(4) . . ?
H9A N9 H9B 124(6) . . ?
C30A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
N8 C26A C31A 137.3(7) . . ?
N8 C26A C27A 102.4(8) . . ?
C27A C26A C31A 120.0 . . ?
C26A C27A N9A 127.3(8) . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A N9A 112.7(8) . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A C29A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C27A N9A H9AA 120.0 . . ?
C27A N9A H9AB 120.0 . . ?
H9AA N9A H9AB 120.0 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C102 C101 H10A 109.5 . . ?
C102 C101 H10B 109.5 . . ?
C102 C101 H10C 109.5 . . ?
C101 C102 C103 116.6(7) . . ?
O101 C102 C101 122.4(7) . . ?
O101 C102 C103 120.9(6) . . ?
C102 C103 H10D 108.4 . . ?
C102 C103 H10E 108.4 . . ?
C102 C103 C104 115.4(6) . . ?
H10D C103 H10E 107.5 . . ?
C104 C103 H10D 108.4 . . ?
C104 C103 H10E 108.4 . . ?
C103 C104 H10F 109.5 . . ?
C103 C104 H10G 109.5 . . ?
C103 C104 H10H 109.5 . . ?
H10F C104 H10G 109.5 . . ?
H10F C104 H10H 109.5 . . ?
H10G C104 H10H 109.5 . . ?
H10I C105 H10J 109.5 . . ?
H10I C105 H10K 109.5 . . ?
H10J C105 H10K 109.5 . . ?
C106 C105 H10I 109.5 . . ?
C106 C105 H10J 109.5 . . ?
C106 C105 H10K 109.5 . . ?
C107 C106 C105 120(2) . . ?
O102 C106 C105 122.5(19) . . ?
O102 C106 C107 117.6(19) . . ?
C106 C107 H10L 107.5 . . ?
C106 C107 H10M 107.5 . . ?
C106 C107 C108 119(3) . . ?
H10L C107 H10M 107.0 . . ?
C108 C107 H10L 107.5 . . ?
C108 C107 H10M 107.5 . . ?
C107 C108 H10N 109.5 . . ?
C107 C108 H10O 109.5 . . ?
C107 C108 H10P 109.5 . . ?
H10N C108 H10O 109.5 . . ?
H10N C108 H10P 109.5 . . ?
H10O C108 H10P 109.5 . . ?
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
C1 C2 1.387(4) . ?
C1 C19 1.499(5) . ?
C1 N1 1.342(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 C6 1.515(5) . ?
C5 N1 1.339(4) . ?
C6 N2 1.340(4) . ?
C6 O1 1.228(4) . ?
C7 C8 1.396(5) . ?
C7 C12 1.400(4) . ?
C7 N2 1.416(4) . ?
C8 C9 1.398(4) . ?
C8 N3 1.419(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(5) . ?
C13 C18 1.396(4) . ?
C13 N4 1.421(4) . ?
C14 C15 1.420(5) . ?
C14 N5 1.375(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.375(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(5) . ?
C18 H18 0.9500 . ?
C19 N6 1.357(4) . ?
C19 O2 1.224(4) . ?
C20 C21 1.409(4) . ?
C20 C25 1.400(5) . ?
C20 N6 1.396(5) . ?
C21 C22 1.390(6) . ?
C21 N7 1.423(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(5) . ?
C25 H25 0.9500 . ?
N2 H2A 0.88(4) . ?
N3 N4 1.260(4) . ?
N5 H5A 0.98(5) . ?
N5 H5B 0.95(5) . ?
N6 H6 0.85(4) . ?
N7 N8 1.257(4) . ?
N8 C26 1.414(6) . ?
N8 C26A 1.325(7) . ?
C26 C27 1.445(6) . ?
C26 C31 1.436(9) . ?
C27 C28 1.387(9) . ?
C27 N9 1.337(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.400(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.408(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.389(8) . ?
C31 H31 0.9500 . ?
N9 H9A 0.81(7) . ?
N9 H9B 0.97(6) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A C28A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C31A 1.3900 . ?
C31A H31A 0.9500 . ?
C31A C26A 1.3900 . ?
C26A C27A 1.3900 . ?
C27A C28A 1.3900 . ?
C27A N9A 1.473(15) . ?
C28A H28A 0.9500 . ?
N9A H9AA 0.8800 . ?
N9A H9AB 0.8800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C101 C102 1.468(15) . ?
C102 C103 1.482(8) . ?
C102 O101 1.219(7) . ?
C103 H10D 0.9900 . ?
C103 H10E 0.9900 . ?
C103 C104 1.545(12) . ?
C104 H10F 0.9800 . ?
C104 H10G 0.9800 . ?
C104 H10H 0.9800 . ?
C105 H10I 0.9800 . ?
C105 H10J 0.9800 . ?
C105 H10K 0.9800 . ?
C105 C106 1.46(2) . ?
C106 C107 1.43(2) . ?
C106 O102 1.202(19) . ?
C107 H10L 0.9900 . ?
C107 H10M 0.9900 . ?
C107 C108 1.54(3) . ?
C108 H10N 0.9800 . ?
C108 H10O 0.9800 . ?
C108 H10P 0.9800 . ?
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
C12 H12 O1 0.95 2.34 2.934(4) 119.9 . yes
C18 H18 N9A 0.95 2.47 3.178(14) 131.0 2_656 yes
C25 H25 O2 0.95 2.24 2.856(5) 121.7 . yes
N2 H2A N3 0.88(4) 2.17(4) 2.662(4) 115(3) . yes
N5 H5A O1 0.98(5) 2.28(5) 3.252(4) 176(4) 1_655 yes
N6 H6 N1 0.85(4) 2.25(4) 2.727(4) 115(3) . yes
N9 H9B O101 0.97(6) 2.23(7) 3.039(8) 140(6) 2_747 yes
N9A H9AB N7 0.88 1.86 2.492(11) 127.5 . yes
C105 H10I O102 0.98 2.43 3.33(3) 152.4 2_747 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
C1 C2 C3 C4 0.8(6) . . . . ?
C1 C19 N6 C20 175.5(3) . . . . ?
C2 C1 C19 N6 -169.1(3) . . . . ?
C2 C1 C19 O2 9.0(5) . . . . ?
C2 C1 N1 C5 3.2(5) . . . . ?
C2 C3 C4 C5 2.8(6) . . . . ?
C3 C4 C5 C6 174.7(3) . . . . ?
C3 C4 C5 N1 -3.6(5) . . . . ?
C4 C5 C6 N2 -170.4(3) . . . . ?
C4 C5 C6 O1 7.7(5) . . . . ?
C4 C5 N1 C1 0.7(5) . . . . ?
C5 C6 N2 C7 -179.9(3) . . . . ?
C6 C5 N1 C1 -177.7(3) . . . . ?
C7 C8 C9 C10 1.9(5) . . . . ?
C7 C8 N3 N4 -169.3(3) . . . . ?
C8 C7 C12 C11 -0.6(5) . . . . ?
C8 C7 N2 C6 -170.0(3) . . . . ?
C8 C9 C10 C11 -1.3(6) . . . . ?
C8 N3 N4 C13 -178.6(3) . . . . ?
C9 C8 N3 N4 11.9(5) . . . . ?
C9 C10 C11 C12 -0.3(6) . . . . ?
C10 C11 C12 C7 1.3(6) . . . . ?
C12 C7 C8 C9 -0.9(5) . . . . ?
C12 C7 C8 N3 -179.8(3) . . . . ?
C12 C7 N2 C6 12.6(6) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C14 C13 C18 C17 0.1(5) . . . . ?
C14 C13 N4 N3 -173.2(3) . . . . ?
C14 C15 C16 C17 0.2(6) . . . . ?
C15 C16 C17 C18 1.6(6) . . . . ?
C16 C17 C18 C13 -1.7(6) . . . . ?
C18 C13 C14 C15 1.6(5) . . . . ?
C18 C13 C14 N5 -178.6(3) . . . . ?
C18 C13 N4 N3 6.2(4) . . . . ?
C19 C1 C2 C3 175.0(3) . . . . ?
C19 C1 N1 C5 -175.8(3) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C20 C21 N7 N8 -172.5(3) . . . . ?
C21 C20 C25 C24 0.8(5) . . . . ?
C21 C20 N6 C19 -172.7(3) . . . . ?
C21 C22 C23 C24 0.9(6) . . . . ?
C21 N7 N8 C26 -176.4(4) . . . . ?
C21 N7 N8 C26A 171.0(11) . . . . ?
C22 C21 N7 N8 9.9(5) . . . . ?
C22 C23 C24 C25 -0.3(6) . . . . ?
C23 C24 C25 C20 -0.6(6) . . . . ?
C25 C20 C21 C22 -0.2(5) . . . . ?
C25 C20 C21 N7 -177.9(3) . . . . ?
C25 C20 N6 C19 8.3(5) . . . . ?
N1 C1 C2 C3 -3.9(5) . . . . ?
N1 C1 C19 N6 10.0(4) . . . . ?
N1 C1 C19 O2 -172.0(3) . . . . ?
N1 C5 C6 N2 8.0(4) . . . . ?
N1 C5 C6 O1 -173.8(3) . . . . ?
N2 C7 C8 C9 -178.4(3) . . . . ?
N2 C7 C8 N3 2.7(4) . . . . ?
N2 C7 C12 C11 176.7(3) . . . . ?
N3 C8 C9 C10 -179.3(3) . . . . ?
N4 C13 C14 C15 -179.0(3) . . . . ?
N4 C13 C14 N5 0.8(5) . . . . ?
N4 C13 C18 C17 -179.2(3) . . . . ?
N5 C14 C15 C16 178.4(4) . . . . ?
N6 C20 C21 C22 -179.1(3) . . . . ?
N6 C20 C21 N7 3.2(4) . . . . ?
N6 C20 C25 C24 179.7(3) . . . . ?
N7 C21 C22 C23 176.8(4) . . . . ?
N7 N8 C26 C27 -174.4(4) . . . . ?
N7 N8 C26 C31 6.1(7) . . . . ?
N7 N8 C26A C31A -165.9(8) . . . . ?
N7 N8 C26A C27A 20.9(14) . . . . ?
N8 C26 C27 C28 -177.6(5) . . . . ?
N8 C26 C27 N9 3.4(7) . . . . ?
N8 C26 C31 C30 177.4(5) . . . . ?
N8 C26A C27A C28A 174.7(9) . . . . ?
N8 C26A C27A N9A -3.5(11) . . . . ?
O1 C6 N2 C7 2.0(6) . . . . ?
O2 C19 N6 C20 -2.4(6) . . . . ?
C26 C27 C28 C29 -0.5(9) . . . . ?
C27 C26 C31 C30 -2.1(8) . . . . ?
C27 C28 C29 C30 -1.0(9) . . . . ?
C28 C29 C30 C31 1.0(8) . . . . ?
C29 C30 C31 C26 0.7(8) . . . . ?
C31 C26 C27 C28 2.0(8) . . . . ?
C31 C26 C27 N9 -177.0(6) . . . . ?
N9 C27 C28 C29 178.4(6) . . . . ?
C29A C30A C31A C26A 0.0 . . . . ?
C30A C29A C28A C27A 0.0 . . . . ?
C30A C31A C26A N8 -172.4(13) . . . . ?
C30A C31A C26A C27A 0.0 . . . . ?
C31A C26A C27A C28A 0.0 . . . . ?
C31A C26A C27A N9A -178.2(11) . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C28A C29A C30A C31A 0.0 . . . . ?
N9A C27A C28A C29A 178.5(10) . . . . ?
C101 C102 C103 C104 -172.0(11) . . . . ?
O101 C102 C103 C104 9.6(11) . . . . ?
C105 C106 C107 C108 158(3) . . . . ?
O102 C106 C107 C108 -26(4) . . . . ?
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
-1.5723 -0.1197 8.1213 0.5920 0.7723 -0.2305
1.5729 0.1341 -8.1209 -0.5917 -0.7719 0.2325
-0.3119 -6.7412 0.0837 -0.1178 -0.1600 -0.9801
-0.3718 6.1626 3.3281 0.3568 0.4713 0.8066
1.3637 4.4767 -6.0495 -0.3603 -0.4660 0.8081
-7.4403 0.1810 -1.1810 0.7941 -0.6077 -0.0091
7.4403 -0.1810 1.1810 -0.7941 0.6077 0.0091
-7.0065 -0.0247 -0.9774 0.7502 -0.5620 -0.0401
-7.0166 -0.0262 3.0205 0.9556 -0.1308 -0.1386
-5.9951 -0.0197 -4.9785 0.4302 -0.9283 0.0677
