# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 23:37:57 2020
#   Inital geometry file: a 196 line input string
#   Ligand name: N~2~-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c2cc(nn2C)c3ccc(OCc4oc(cc4)C(O)=O)c(Cl)c3Cl
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 FRH  FRH  N~2~-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide  ligand  81  45  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FRH
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 FRH  O45   O   O      0  -0.499  -0.8871  -0.0436    8.2780
 FRH  C26   C   C      0   0.589   0.2157   0.0223    7.7597
 FRH  C25   C   CH1    0  -0.226   1.4397  -0.6186    8.4252
 FRH  C32   C   CH2    0  -0.432   2.8033  -0.1097    7.9439
 FRH  C36   C   CH1    0  -0.224   3.9939  -0.6948    8.7029
 FRH  C38   C   CH3    0  -0.663   4.0374  -2.2173    8.6301
 FRH  C37   C   CH3    0  -0.651   5.2898  -0.0970    8.1637
 FRH  N5    N   NH1    0  -0.629   1.3020  -0.6088    9.8572
 FRH  C17   C   C      0   0.565   1.1444   0.5639   10.5436
 FRH  N4    N   NH2    0  -0.843   0.9170   0.3939   11.8920
 FRH  N1    N   N      0  -0.705   1.2946   1.6887    9.9471
 FRH  N2    N   NH1    0  -0.636   0.4032   0.5868    6.5527
 FRH  C28   C   CH2    0  -0.436  -0.7096   0.9169    5.7146
 FRH  C14   C   C      0   0.541  -1.3735  -0.3437    5.1487
 FRH  O44   O   O      0  -0.489  -0.8840  -1.4416    5.3603
 FRH  N6    N   NT     0  -0.447  -2.5023  -0.1694    4.4303
 FRH  C22   C   CH2    0  -0.336  -3.0060   1.1149    3.9758
 FRH  C15   C   CH2    0  -0.413  -2.7641   1.2851    2.4806
 FRH  C19   C   CH1    0  -0.388  -3.3786   0.1182    1.6930
 FRH  C27   C   CH2    0  -0.417  -2.8833  -1.2168    2.2527
 FRH  C29   C   CH2    0  -0.325  -3.1279  -1.2935    3.7541
 FRH  C23   C   CR5    0   0.509  -3.0981   0.2397    0.2312
 FRH  C11   C   CR15   0  -0.579  -2.0662  -0.2610   -0.5322
 FRH  C13   C   CR5    0   0.249  -2.3220   0.2011   -1.8364
 FRH  N7    N   N      0  -0.300  -3.4266   0.9318   -1.8631
 FRH  N3    N   NR5    0  -0.328  -3.8749   0.9522   -0.6135
 FRH  C34   C   CH3    0  -0.534  -5.1083   1.6379   -0.3048
 FRH  C24   C   CR6    0   0.122  -1.6161  -0.0718   -3.0943
 FRH  C10   C   CR16   0  -0.296  -2.3568  -0.3279   -4.2447
 FRH  C21   C   CR6    0  -0.087  -0.2246  -0.0758   -3.2215
 FRH  CL8   CL  CL     0  -0.095   0.7764   0.2926   -1.8686
 FRH  C16   C   CR6    0  -0.107   0.3856  -0.3384   -4.4416
 FRH  CL9   CL  CL     0  -0.074   2.0982  -0.3409   -4.5924
 FRH  C30   C   CR6    0   0.463  -0.3805  -0.5953   -5.5840
 FRH  C33   C   CR16   0  -0.373  -1.7658  -0.5842   -5.4691
 FRH  O43   O   O2     0  -0.453   0.2970  -0.8372   -6.7106
 FRH  C35   C   CH2    0  -0.303  -0.4337  -1.0091   -7.9238
 FRH  C18   C   CR5    0   0.345   0.5401  -1.1413   -9.0266
 FRH  C39   C   CR15   0  -0.364   0.8804  -2.1913   -9.8162
 FRH  O42   O   O      0  -0.420   1.2574  -0.0544   -9.3690
 FRH  C31   C   CR5    0   0.173   2.0774  -0.3982  -10.3879
 FRH  C12   C   CR15   0  -0.336   1.8809  -1.7062  -10.7038
 FRH  C20   C   C      0   0.337   3.0020   0.6397  -10.9564
 FRH  O40   O   OC    -1  -0.596   2.9616   1.7686  -10.4389
 FRH  O41   O   O      0  -0.592   3.7156   0.2433  -11.8957
 FRH  H25   H   HCH1   0   0.288   1.3662  -1.6724    8.1331
 FRH  H321  H   HCH2   0   0.244   2.8346   0.9781    8.0135
 FRH  H322  H   HCH2   0   0.216   2.9261  -0.3734    6.8873
 FRH  H36   H   HCH1   0   0.224   3.8980  -0.4063    9.7539
 FRH  H381  H   HCH3   0   0.227   4.9119  -2.6063    9.1548
 FRH  H382  H   HCH3   0   0.226   3.1576  -2.6775    9.0819
 FRH  H383  H   HCH3   0   0.212   4.0973  -2.5583    7.5930
 FRH  H371  H   HCH3   0   0.212   5.4280  -0.3467    7.1087
 FRH  H372  H   HCH3   0   0.223   5.2939   0.9913    8.2488
 FRH  H373  H   HCH3   0   0.225   6.1559  -0.4768    8.7086
 FRH  HN5   H   HNH1   0   0.386   0.8893  -1.4317   10.2612
 FRH  HN41  H   HNH2   0   0.385   0.5180   1.1880   12.3659
 FRH  HN42  H   HNH2   0   0.383   0.4987  -0.4742   12.1884
 FRH  HN1   H   H      0   0.314   1.1948   2.4567   10.6005
 FRH  HN2   H   HNH1   0   0.407   1.3077   0.5347    6.1172
 FRH  H281  H   HCH2   0   0.281  -1.4333   1.5140    6.2703
 FRH  H282  H   HCH2   0   0.295  -0.3465   1.5408    4.8961
 FRH  H221  H   HCH2   0   0.255  -4.0795   1.1562    4.1850
 FRH  H222  H   HCH2   0   0.280  -2.5537   1.9340    4.5285
 FRH  H151  H   HCH2   0   0.241  -1.6885   1.3351    2.2867
 FRH  H152  H   HCH2   0   0.250  -3.1923   2.2364    2.1563
 FRH  H19   H   HCH1   0   0.263  -4.4651   0.1520    1.8433
 FRH  H271  H   HCH2   0   0.236  -1.8135  -1.3371    2.0590
 FRH  H272  H   HCH2   0   0.254  -3.3940  -2.0443    1.7564
 FRH  H291  H   HCH2   0   0.269  -2.7446  -2.2242    4.1625
 FRH  H292  H   HCH2   0   0.246  -4.2025  -1.2622    3.9596
 FRH  H11   H   HCR5   0   0.262  -1.2569  -0.8866   -0.1958
 FRH  H341  H   HCH3   0   0.260  -5.9290   0.9325   -0.1774
 FRH  H342  H   HCH3   0   0.257  -5.0042   2.2260    0.6043
 FRH  H343  H   HCH3   0   0.275  -5.3406   2.3079   -1.1266
 FRH  H10   H   HCR6   0   0.268  -3.4358  -0.3381   -4.1750
 FRH  H33   H   HCR6   0   0.298  -2.4002  -0.7867   -6.3206
 FRH  H351  H   HCH2   0   0.263  -1.0482  -1.9128   -7.8850
 FRH  H352  H   HCH2   0   0.258  -1.0979  -0.1533   -8.0846
 FRH  H39   H   HCR5   0   0.264   0.4674  -3.1863   -9.7650
 FRH  H12   H   HCR5   0   0.258   2.3907  -2.2586  -11.4755

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 FRH  O45  C26   double    1.220  0.020  1.220
 FRH  C26  C25   single    1.534  0.020  1.534
 FRH  C26  N2    single    1.346  0.020  1.346
 FRH  C25  C32   single    1.533  0.020  1.533
 FRH  C25  N5    single    1.439  0.020  1.439
 FRH  C25  H25   single    0.970  0.020  1.090
 FRH  C32  C36   single    1.528  0.020  1.528
 FRH  C32  H321  single    0.970  0.020  1.090
 FRH  C32  H322  single    0.970  0.020  1.090
 FRH  C36  C38   single    1.525  0.020  1.525
 FRH  C36  C37   single    1.526  0.020  1.526
 FRH  C36  H36   single    0.970  0.020  1.090
 FRH  C38  H381  single    0.970  0.020  1.090
 FRH  C38  H382  single    0.970  0.020  1.090
 FRH  C38  H383  single    0.970  0.020  1.090
 FRH  C37  H371  single    0.970  0.020  1.090
 FRH  C37  H372  single    0.970  0.020  1.090
 FRH  C37  H373  single    0.970  0.020  1.090
 FRH  N5   C17   single    1.368  0.020  1.368
 FRH  N5   HN5   single    0.890  0.020  1.040
 FRH  C17  N4    single    1.378  0.020  1.378
 FRH  C17  N1    double    1.282  0.020  1.282
 FRH  N4   HN41  single    0.890  0.020  1.040
 FRH  N4   HN42  single    0.890  0.020  1.040
 FRH  N1   HN1   single    0.890  0.020  1.040
 FRH  N2   C28   single    1.432  0.020  1.432
 FRH  N2   HN2   single    0.860  0.020  1.020
 FRH  C28  C14   single    1.533  0.020  1.533
 FRH  C28  H281  single    0.970  0.020  1.090
 FRH  C28  H282  single    0.970  0.020  1.090
 FRH  C14  O44   double    1.221  0.020  1.221
 FRH  C14  N6    single    1.349  0.020  1.349
 FRH  N6   C22   single    1.453  0.020  1.453
 FRH  N6   C29   single    1.453  0.020  1.453
 FRH  C22  C15   single    1.524  0.020  1.524
 FRH  C22  H221  single    0.970  0.020  1.090
 FRH  C22  H222  single    0.970  0.020  1.090
 FRH  C15  C19   single    1.536  0.020  1.536
 FRH  C15  H151  single    0.970  0.020  1.090
 FRH  C15  H152  single    0.970  0.020  1.090
 FRH  C19  C27   single    1.530  0.020  1.530
 FRH  C19  C23   single    1.493  0.020  1.493
 FRH  C19  H19   single    0.970  0.020  1.090
 FRH  C27  C29   single    1.523  0.020  1.523
 FRH  C27  H271  single    0.970  0.020  1.090
 FRH  C27  H272  single    0.970  0.020  1.090
 FRH  C29  H291  single    0.970  0.020  1.090
 FRH  C29  H292  single    0.970  0.020  1.090
 FRH  C23  C11   aromatic  1.378  0.020  1.378
 FRH  C23  N3    aromatic  1.351  0.020  1.351
 FRH  C11  C13   aromatic  1.407  0.020  1.407
 FRH  C11  H11   single    0.930  0.020  1.080
 FRH  C13  N7    aromatic  1.325  0.020  1.325
 FRH  C13  C24   single    1.468  0.020  1.468
 FRH  N7   N3    aromatic  1.328  0.020  1.328
 FRH  N3   C34   single    1.445  0.020  1.445
 FRH  C34  H341  single    0.970  0.020  1.090
 FRH  C34  H342  single    0.970  0.020  1.090
 FRH  C34  H343  single    0.970  0.020  1.090
 FRH  C24  C10   aromatic  1.392  0.020  1.392
 FRH  C24  C21   aromatic  1.397  0.020  1.397
 FRH  C10  C33   aromatic  1.384  0.020  1.384
 FRH  C10  H10   single    0.930  0.020  1.080
 FRH  C21  CL8   single    1.723  0.020  1.723
 FRH  C21  C16   aromatic  1.389  0.020  1.389
 FRH  C16  CL9   single    1.719  0.020  1.719
 FRH  C16  C30   aromatic  1.399  0.020  1.399
 FRH  C30  C33   aromatic  1.390  0.020  1.390
 FRH  C30  O43   single    1.337  0.020  1.337
 FRH  C33  H33   single    0.930  0.020  1.080
 FRH  O43  C35   single    1.427  0.020  1.427
 FRH  C35  C18   single    1.477  0.020  1.477
 FRH  C35  H351  single    0.970  0.020  1.090
 FRH  C35  H352  single    0.970  0.020  1.090
 FRH  C18  C39   aromatic  1.357  0.020  1.357
 FRH  C18  O42   aromatic  1.347  0.020  1.347
 FRH  C39  C12   aromatic  1.423  0.020  1.423
 FRH  C39  H39   single    0.930  0.020  1.080
 FRH  O42  C31   aromatic  1.352  0.020  1.352
 FRH  C31  C12   aromatic  1.360  0.020  1.360
 FRH  C31  C20   single    1.502  0.020  1.502
 FRH  C12  H12   single    0.930  0.020  1.080
 FRH  C20  O40   deloc     1.243  0.020  1.243
 FRH  C20  O41   deloc     1.244  0.020  1.244

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 FRH  N2    C26  C25   116.96  3.000
 FRH  N2    C26  O45   121.98  3.000
 FRH  C25   C26  O45   120.96  3.000
 FRH  H25   C25  N5    105.39  3.000
 FRH  H25   C25  C32   107.17  3.000
 FRH  N5    C25  C32   113.29  3.000
 FRH  H25   C25  C26   103.45  3.000
 FRH  N5    C25  C26   110.65  3.000
 FRH  C32   C25  C26   115.78  3.000
 FRH  H322  C32  H321  107.35  3.000
 FRH  H322  C32  C36   107.42  3.000
 FRH  H321  C32  C36   109.14  3.000
 FRH  H322  C32  C25   108.82  3.000
 FRH  H321  C32  C25   109.67  3.000
 FRH  C36   C32  C25   114.20  3.000
 FRH  H36   C36  C37   108.10  3.000
 FRH  H36   C36  C38   108.16  3.000
 FRH  C37   C36  C38   110.50  3.000
 FRH  H36   C36  C32   107.92  3.000
 FRH  C37   C36  C32   109.64  3.000
 FRH  C38   C36  C32   112.38  3.000
 FRH  H383  C38  H382  107.79  3.000
 FRH  H383  C38  H381  107.51  3.000
 FRH  H382  C38  H381  107.27  3.000
 FRH  H383  C38  C36   110.99  3.000
 FRH  H382  C38  C36   112.23  3.000
 FRH  H381  C38  C36   110.84  3.000
 FRH  H373  C37  H372  107.76  3.000
 FRH  H373  C37  H371  107.59  3.000
 FRH  H372  C37  H371  107.61  3.000
 FRH  H373  C37  C36   111.17  3.000
 FRH  H372  C37  C36   111.48  3.000
 FRH  H371  C37  C36   111.04  3.000
 FRH  HN5   N5   C17   116.92  3.000
 FRH  HN5   N5   C25   115.71  3.000
 FRH  C17   N5   C25   121.09  3.000
 FRH  N1    C17  N4    125.65  3.000
 FRH  N1    C17  N5    120.34  3.000
 FRH  N4    C17  N5    113.85  3.000
 FRH  HN42  N4   HN41  112.10  3.000
 FRH  HN42  N4   C17   117.54  3.000
 FRH  HN41  N4   C17   115.38  3.000
 FRH  HN1   N1   C17   110.70  3.000
 FRH  HN2   N2   C28   117.24  3.000
 FRH  HN2   N2   C26   119.49  3.000
 FRH  C28   N2   C26   120.90  3.000
 FRH  H282  C28  H281  106.86  3.000
 FRH  H282  C28  C14   109.71  3.000
 FRH  H281  C28  C14   110.55  3.000
 FRH  H282  C28  N2    108.20  3.000
 FRH  H281  C28  N2    110.11  3.000
 FRH  C14   C28  N2    111.29  3.000
 FRH  N6    C14  O44   122.95  3.000
 FRH  N6    C14  C28   116.91  3.000
 FRH  O44   C14  C28   120.13  3.000
 FRH  C29   N6   C22   112.90  3.000
 FRH  C29   N6   C14   120.53  3.000
 FRH  C22   N6   C14   124.81  3.000
 FRH  H222  C22  H221  106.42  3.000
 FRH  H222  C22  C15   110.41  3.000
 FRH  H221  C22  C15   109.81  3.000
 FRH  H222  C22  N6    111.29  3.000
 FRH  H221  C22  N6    108.28  3.000
 FRH  C15   C22  N6    110.53  3.000
 FRH  H152  C15  H151  107.03  3.000
 FRH  H152  C15  C19   110.64  3.000
 FRH  H151  C15  C19   109.70  3.000
 FRH  H152  C15  C22   109.04  3.000
 FRH  H151  C15  C22   109.57  3.000
 FRH  C19   C15  C22   110.77  3.000
 FRH  H19   C19  C23   108.51  3.000
 FRH  H19   C19  C27   107.29  3.000
 FRH  C23   C19  C27   111.61  3.000
 FRH  H19   C19  C15   107.61  3.000
 FRH  C23   C19  C15   111.41  3.000
 FRH  C27   C19  C15   110.23  3.000
 FRH  H272  C27  H271  107.08  3.000
 FRH  H272  C27  C29   109.56  3.000
 FRH  H271  C27  C29   109.03  3.000
 FRH  H272  C27  C19   110.10  3.000
 FRH  H271  C27  C19   110.35  3.000
 FRH  C29   C27  C19   110.64  3.000
 FRH  H292  C29  H291  107.48  3.000
 FRH  H292  C29  C27   109.96  3.000
 FRH  H291  C29  C27   110.92  3.000
 FRH  H292  C29  N6    108.24  3.000
 FRH  H291  C29  N6    109.63  3.000
 FRH  C27   C29  N6    110.52  3.000
 FRH  N3    C23  C11   106.01  3.000
 FRH  N3    C23  C19   123.16  3.000
 FRH  C11   C23  C19   130.80  3.000
 FRH  H11   C11  C13   128.10  3.000
 FRH  H11   C11  C23   126.93  3.000
 FRH  C13   C11  C23   104.96  3.000
 FRH  C24   C13  N7    119.10  3.000
 FRH  C24   C13  C11   130.22  3.000
 FRH  N7    C13  C11   110.57  3.000
 FRH  N3    N7   C13   105.73  3.000
 FRH  C34   N3   N7    119.78  3.000
 FRH  C34   N3   C23   127.43  3.000
 FRH  N7    N3   C23   112.72  3.000
 FRH  H343  C34  H342  108.63  3.000
 FRH  H343  C34  H341  109.09  3.000
 FRH  H342  C34  H341  108.92  3.000
 FRH  H343  C34  N3    108.30  3.000
 FRH  H342  C34  N3    110.70  3.000
 FRH  H341  C34  N3    111.15  3.000
 FRH  C21   C24  C10   117.01  3.000
 FRH  C21   C24  C13   123.87  3.000
 FRH  C10   C24  C13   119.11  3.000
 FRH  H10   C10  C33   118.79  3.000
 FRH  H10   C10  C24   118.65  3.000
 FRH  C33   C10  C24   122.56  3.000
 FRH  C16   C21  CL8   118.35  3.000
 FRH  C16   C21  C24   121.19  3.000
 FRH  CL8   C21  C24   120.43  3.000
 FRH  C30   C16  CL9   118.27  3.000
 FRH  C30   C16  C21   120.74  3.000
 FRH  CL9   C16  C21   120.99  3.000
 FRH  O43   C30  C33   125.18  3.000
 FRH  O43   C30  C16   116.35  3.000
 FRH  C33   C30  C16   118.47  3.000
 FRH  H33   C33  C30   121.21  3.000
 FRH  H33   C33  C10   118.76  3.000
 FRH  C30   C33  C10   120.02  3.000
 FRH  C35   O43  C30   118.62  3.000
 FRH  H352  C35  H351  108.07  3.000
 FRH  H352  C35  C18   111.11  3.000
 FRH  H351  C35  C18   108.84  3.000
 FRH  H352  C35  O43   109.96  3.000
 FRH  H351  C35  O43   110.93  3.000
 FRH  C18   C35  O43   107.94  3.000
 FRH  O42   C18  C39   110.06  3.000
 FRH  O42   C18  C35   117.95  3.000
 FRH  C39   C18  C35   131.99  3.000
 FRH  H39   C39  C12   127.84  3.000
 FRH  H39   C39  C18   126.17  3.000
 FRH  C12   C39  C18   105.99  3.000
 FRH  C31   O42  C18   108.02  3.000
 FRH  C20   C31  C12   131.75  3.000
 FRH  C20   C31  O42   118.87  3.000
 FRH  C12   C31  O42   109.39  3.000
 FRH  H12   C12  C31   126.24  3.000
 FRH  H12   C12  C39   127.22  3.000
 FRH  C31   C12  C39   106.54  3.000
 FRH  O41   C20  O40   128.49  3.000
 FRH  O41   C20  C31   114.75  3.000
 FRH  O40   C20  C31   116.76  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 FRH  CONST_01  N7    C13  C11  C23    0.00   0.0  0
 FRH  CONST_02  C24   C13  C11  C23  180.00   0.0  0
 FRH  CONST_03  C13   N7   N3   C23    0.00   0.0  0
 FRH  CONST_04  N7    N3   C23  C11    0.00   0.0  0
 FRH  CONST_05  N3    N7   C13  C11    0.00   0.0  0
 FRH  CONST_08  N3    C23  C11  C13    0.00   0.0  0
 FRH  CONST_09  C33   C10  C24  C13  180.00   0.0  0
 FRH  CONST_10  C16   C21  C24  C13  180.00   0.0  0
 FRH  CONST_13  C24   C13  N7   N3   180.00   0.0  0
 FRH  CONST_14  C30   C33  C10  C24    0.00   0.0  0
 FRH  CONST_15  C30   C16  C21  C24    0.00   0.0  0
 FRH  CONST_16  C16   C21  C24  C10    0.00   0.0  0
 FRH  CONST_17  C16   C30  C33  C10    0.00   0.0  0
 FRH  CONST_18  C33   C10  C24  C21    0.00   0.0  0
 FRH  CONST_19  C33   C30  C16  C21    0.00   0.0  0
 FRH  CONST_20  C31   C12  C39  C18    0.00   0.0  0
 FRH  CONST_21  C12   C31  O42  C18    0.00   0.0  0
 FRH  CONST_22  C31   O42  C18  C39    0.00   0.0  0
 FRH  CONST_23  O42   C31  C12  C39    0.00   0.0  0
 FRH  CONST_24  C12   C39  C18  O42    0.00   0.0  0
 FRH  CONST_25  C13   C11  C23  C19  180.00   0.0  0
 FRH  CONST_26  N7    N3   C23  C19  180.00   0.0  0
 FRH  CONST_27  C34   N3   C23  C19    0.00   0.0  0
 FRH  CONST_28  C34   N3   C23  C11  180.00   0.0  0
 FRH  CONST_29  C34   N3   N7   C13  180.00   0.0  0
 FRH  CONST_30  CL8   C21  C24  C13    0.00   0.0  0
 FRH  CONST_31  CL9   C16  C21  C24  180.00   0.0  0
 FRH  CONST_32  CL8   C21  C24  C10  180.00   0.0  0
 FRH  CONST_33  O43   C30  C33  C10  180.00   0.0  0
 FRH  CONST_34  O43   C30  C16  C21  180.00   0.0  0
 FRH  CONST_35  C30   C16  C21  CL8  180.00   0.0  0
 FRH  CONST_36  C33   C30  C16  CL9  180.00   0.0  0
 FRH  CONST_37  C12   C39  C18  C35  180.00   0.0  0
 FRH  CONST_38  C31   O42  C18  C35  180.00   0.0  0
 FRH  CONST_39  C20   C31  O42  C18  180.00   0.0  0
 FRH  CONST_40  C20   C31  C12  C39  180.00   0.0  0
 FRH  CONST_41  H11   C11  C23  C19    0.00   0.0  0
 FRH  CONST_42  H10   C10  C24  C13    0.00   0.0  0
 FRH  CONST_43  H33   C33  C10  C24  180.00   0.0  0
 FRH  CONST_44  H12   C12  C39  C18  180.00   0.0  0
 FRH  CONST_45  H39   C39  C18  O42  180.00   0.0  0
 FRH  CONST_46  C22   N6   C14  C28    0.00   0.0  0
 FRH  CONST_47  C29   N6   C14  C28  180.00   0.0  0
 FRH  CONST_48  C22   N6   C14  O44  180.00   0.0  0
 FRH  CONST_49  C29   N6   C14  O44    0.00   0.0  0
 FRH  CONST_50  C28   N2   C26  O45    0.00   0.0  0
 FRH  CONST_52  N4    C17  N5   C25  180.00   0.0  0
 FRH  CONST_53  N1    C17  N5   C25    0.00   0.0  0
 FRH  CONST_54  HN2   N2   C26  O45  180.00   0.0  0
 FRH  CONST_57  HN1   N1   C17  N5   180.00   0.0  0
 FRH  Var_01    C19   C15  C22  N6    55.42  30.0  1
 FRH  Var_02    C19   C27  C29  N6   -56.09  30.0  1
 FRH  Var_03    C27   C29  N6   C22   59.82  30.0  1
 FRH  Var_04    C29   N6   C22  C15  -59.47  30.0  1
 FRH  Var_05    C18   C35  O43  C30  175.05  30.0  3
 FRH  Var_06    C39   C18  C35  O43  111.01  30.0  2
 FRH  Var_07    O40   C20  C31  O42    0.49  30.0  2
 FRH  Var_08    H341  C34  N3   C23  -74.27  30.0  2
 FRH  Var_09    N6    C14  C28  N2   174.74  30.0  3
 FRH  Var_10    C14   C28  N2   C26  -70.98  30.0  3
 FRH  Var_11    C38   C36  C32  C25   57.98  30.0  3
 FRH  Var_12    H381  C38  C36  C32  178.35  30.0  3
 FRH  Var_13    H371  C37  C36  C32  -61.89  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FRH  chir_01  C25  C26  C32  N5   negativ
 FRH  chir_02  C19  C15  C27  C23  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 FRH  plan-1  C19   0.020
 FRH  plan-1  C23   0.020
 FRH  plan-1  C11   0.020
 FRH  plan-1  C13   0.020
 FRH  plan-1  N7    0.020
 FRH  plan-1  N3    0.020
 FRH  plan-1  C34   0.020
 FRH  plan-1  C24   0.020
 FRH  plan-1  H11   0.020
 FRH  plan-2  C35   0.020
 FRH  plan-2  C18   0.020
 FRH  plan-2  C39   0.020
 FRH  plan-2  O42   0.020
 FRH  plan-2  C31   0.020
 FRH  plan-2  C12   0.020
 FRH  plan-2  C20   0.020
 FRH  plan-2  H39   0.020
 FRH  plan-2  H12   0.020
 FRH  plan-3  C13   0.020
 FRH  plan-3  C24   0.020
 FRH  plan-3  C10   0.020
 FRH  plan-3  C21   0.020
 FRH  plan-3  CL8   0.020
 FRH  plan-3  C16   0.020
 FRH  plan-3  CL9   0.020
 FRH  plan-3  C30   0.020
 FRH  plan-3  C33   0.020
 FRH  plan-3  O43   0.020
 FRH  plan-3  H10   0.020
 FRH  plan-3  H33   0.020
 FRH  plan-4  C28   0.020
 FRH  plan-4  C14   0.020
 FRH  plan-4  O44   0.020
 FRH  plan-4  N6    0.020
 FRH  plan-4  C22   0.020
 FRH  plan-4  C29   0.020
 FRH  plan-5  O45   0.020
 FRH  plan-5  C26   0.020
 FRH  plan-5  C25   0.020
 FRH  plan-5  N2    0.020
 FRH  plan-5  C28   0.020
 FRH  plan-5  HN2   0.020
 FRH  plan-6  C25   0.020
 FRH  plan-6  N5    0.020
 FRH  plan-6  C17   0.020
 FRH  plan-6  N4    0.020
 FRH  plan-6  N1    0.020
 FRH  plan-6  HN5   0.020
 FRH  plan-6  HN41  0.020
 FRH  plan-6  HN42  0.020
 FRH  plan-6  HN1   0.020
 FRH  plan-7  C31   0.020
 FRH  plan-7  C20   0.020
 FRH  plan-7  O40   0.020
 FRH  plan-7  O41   0.020

