# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Aug  1 03:38:23 2021
#   Inital geometry file: a 180 line input string
#   Ligand name: (3R,5R)-7-[1-(4-fluorophenyl)-3-(1-methylethyl)-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinolin-2-yl]-3,5-dihydroxyheptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1c(CC[C@@H](O)C[C@@H](O)CC(O)=O)c(c2ccc(F)cc2)c3c4ccccc4N(C(=O)c13)c5ccccc5
#
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
 HR1  HR1  '(3R,5R)-7-[1-(4-fluorophenyl)-3-(1-methylethyl)-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinolin-2-yl]-3,5-dihydroxyheptanoic acid'  ligand  74  41  .  2021-08-11  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HR1
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
 HR1  N1    N  NR5   0  -0.562   99.1297   -8.9955  16.6471
 HR1  C4    C  CR16  0  -0.262  103.5873  -14.2406  17.4808
 HR1  C5    C  CR5   0  -0.062   98.8302   -8.2525  18.7395
 HR1  C6    C  CH1   0  -0.152   99.1343   -9.0812  15.1773
 HR1  C7    C  CH2   0  -0.549   97.7974   -6.8410  16.8842
 HR1  C8    C  CH2   0  -0.459   96.2992   -7.0524  17.1190
 HR1  C10   C  CH2   0  -0.484   93.9981   -6.0144  17.2175
 HR1  C13   C  CH3   0  -0.653  100.0766   -8.0515  14.5672
 HR1  C15   C  CR16  0  -0.402   98.3575   -5.3389  21.0963
 HR1  C17   C  CR16  0  -0.248  100.8447  -14.2200  17.9228
 HR1  C20   C  CR6   0   0.239  101.5697  -13.0387  17.9623
 HR1  C21   C  CR16  0  -0.273   97.1831   -7.7938  20.5499
 HR1  C22   C  CR16  0  -0.257  100.5567  -10.5927  22.2486
 HR1  C24   C  CR16  0  -0.400   96.6293   -6.9756  21.5221
 HR1  C26   C  CR16  0  -0.250  102.9388  -13.0417  17.7430
 HR1  C28   C  CR16  0  -0.268  101.2076  -11.7816  21.9306
 HR1  O1    O  O     0  -0.487  100.6027  -11.5619  16.0322
 HR1  C3    C  CR6   0   0.539  100.4204  -11.1136  17.1589
 HR1  C2    C  CR56  0   0.107   99.7292   -9.8973  17.4955
 HR1  C14   C  CH3   0  -0.666   97.7354   -9.0507  14.5721
 HR1  C1    C  CR56  0   0.226   99.5577   -9.4604  18.8026
 HR1  C31   C  CR66  0  -0.049  100.1035  -10.2163  19.8986
 HR1  C25   C  CR16  0  -0.374  100.0143   -9.8247  21.2393
 HR1  C16   C  CR66  0   0.314  100.7759  -11.4122  19.5865
 HR1  C19   C  CR16  0  -0.302  101.3203  -12.1887  20.6158
 HR1  N2    N  NR6   0  -0.716  100.8993  -11.8106  18.2566
 HR1  C23   C  CR16  0  -0.246  102.8682  -15.4281  17.4388
 HR1  C29   C  CR16  0  -0.262  101.4971  -15.4166  17.6604
 HR1  C27   C  CR6   0  -0.054   98.3141   -7.4041  19.8311
 HR1  C30   C  CR6   0   0.515   97.2285   -5.7559  21.7725
 HR1  C18   C  CR16  0  -0.269   98.8939   -6.1720  20.1239
 HR1  F1    F  F     0  -0.316   96.6933   -4.9493  22.7040
 HR1  C12   C  CR5   0   0.366   98.5933   -7.9960  17.3988
 HR1  C9    C  CH1   0   0.073   95.4610   -5.8263  16.8106
 HR1  O4    O  OH1   0  -0.678   95.5655   -5.5840  15.4187
 HR1  C11   C  CH1   0   0.030   93.7753   -6.1986  18.7131
 HR1  O3    O  OH1   0  -0.673   94.2882   -5.0650  19.3794
 HR1  C35   C  CH2   0  -0.597   92.2918   -6.4014  19.0035
 HR1  C36   C  C     0   0.557   92.0006   -6.6497  20.4575
 HR1  O7    O  OH1   0  -0.591   90.7115   -6.8720  20.6756
 HR1  O6    O  O     0  -0.447   92.8271   -6.6542  21.3397
 HR1  H6    H  HCH1  0   0.291   99.5439  -10.0610  14.9600
 HR1  H71   H  HCH2  0   0.265   98.0004   -6.6373  15.8361
 HR1  H72   H  HCH2  0   0.264   98.1130   -5.9469  17.4284
 HR1  H81   H  HCH2  0   0.235   95.9361   -7.9040  16.5347
 HR1  H82   H  HCH2  0   0.263   96.1535   -7.3173  18.1658
 HR1  H101  H  HCH2  0   0.234   93.4201   -5.1459  16.8793
 HR1  H102  H  HCH2  0   0.232   93.5917   -6.8850  16.6930
 HR1  H131  H  HCH3  0   0.240  101.0890   -8.1737  14.9527
 HR1  H132  H  HCH3  0   0.240  100.1123   -8.1900  13.4863
 HR1  H133  H  HCH3  0   0.231   99.7623   -7.0258  14.7582
 HR1  H15   H  HCR6  0   0.280   98.8083   -4.3804  21.3189
 HR1  H17   H  HCR6  0   0.267   99.7767  -14.2037  18.1000
 HR1  H21   H  HCR6  0   0.267   96.7191   -8.7482  20.3352
 HR1  H22   H  HCR6  0   0.257  100.4761  -10.2697  23.2776
 HR1  H24   H  HCR6  0   0.280   95.7430   -7.2781  22.0642
 HR1  H26   H  HCR6  0   0.267  103.4961  -12.1143  17.7810
 HR1  H28   H  HCR6  0   0.261  101.6353  -12.3959  22.7119
 HR1  H141  H  HCH3  0   0.243   97.0657   -9.7377  15.0902
 HR1  H142  H  HCH3  0   0.231   97.2795   -8.0621  14.5697
 HR1  H143  H  HCH3  0   0.248   97.8051   -9.3755  13.5338
 HR1  H25   H  HCR6  0   0.261   99.5165   -8.8991  21.4891
 HR1  H19   H  HCR6  0   0.279  101.8366  -13.1110  20.3924
 HR1  H23   H  HCR6  0   0.262  103.3759  -16.3614  17.2340
 HR1  H29   H  HCR6  0   0.264  100.9329  -16.3394  17.6306
 HR1  H18   H  HCR6  0   0.261   99.7768   -5.8533  19.5842
 HR1  H9    H  HCH1  0   0.202   95.8735   -4.9788  17.3742
 HR1  HO4   H  HOH1  0   0.448   95.1446   -4.7406  15.2255
 HR1  H11   H  HCH1  0   0.214   94.3045   -7.1034  19.0408
 HR1  HO3   H  HOH1  0   0.447   94.3254   -5.2741  20.3180
 HR1  H351  H  HCH2  0   0.285   91.7136   -5.5310  18.6759
 HR1  H352  H  HCH2  0   0.285   91.9103   -7.2495  18.4270
 HR1  HO7   H  HOH1  0   0.481   90.5527   -7.0226  21.6198
 HR1  H4    H  HCR6  0   0.264  104.6558  -14.2455  17.3110

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
 HR1  N1   C6    single    1.472  0.020  1.472
 HR1  N1   C12   aromatic  1.361  0.020  1.361
 HR1  N1   C2    aromatic  1.376  0.020  1.376
 HR1  C4   C23   aromatic  1.389  0.020  1.389
 HR1  C4   C26   aromatic  1.388  0.020  1.388
 HR1  C4   H4    single    0.930  0.020  1.080
 HR1  C5   C12   aromatic  1.385  0.020  1.385
 HR1  C5   C1    aromatic  1.412  0.020  1.412
 HR1  C5   C27   single    1.476  0.020  1.476
 HR1  C6   C13   single    1.523  0.020  1.523
 HR1  C6   C14   single    1.525  0.020  1.525
 HR1  C6   H6    single    0.970  0.020  1.090
 HR1  C7   C8    single    1.531  0.020  1.531
 HR1  C7   C12   single    1.494  0.020  1.494
 HR1  C7   H71   single    0.970  0.020  1.090
 HR1  C7   H72   single    0.970  0.020  1.090
 HR1  C8   C9    single    1.517  0.020  1.517
 HR1  C8   H81   single    0.970  0.020  1.090
 HR1  C8   H82   single    0.970  0.020  1.090
 HR1  C10  C9    single    1.530  0.020  1.530
 HR1  C10  C11   single    1.523  0.020  1.523
 HR1  C10  H101  single    0.970  0.020  1.090
 HR1  C10  H102  single    0.970  0.020  1.090
 HR1  C13  H131  single    0.970  0.020  1.090
 HR1  C13  H132  single    0.970  0.020  1.090
 HR1  C13  H133  single    0.970  0.020  1.090
 HR1  C15  C18   aromatic  1.388  0.020  1.388
 HR1  C15  C30   aromatic  1.380  0.020  1.380
 HR1  C15  H15   single    0.930  0.020  1.080
 HR1  C17  C29   aromatic  1.388  0.020  1.388
 HR1  C17  C20   aromatic  1.387  0.020  1.387
 HR1  C17  H17   single    0.930  0.020  1.080
 HR1  C20  C26   aromatic  1.387  0.020  1.387
 HR1  C20  N2    single    1.430  0.020  1.430
 HR1  C21  C27   aromatic  1.396  0.020  1.396
 HR1  C21  C24   aromatic  1.386  0.020  1.386
 HR1  C21  H21   single    0.930  0.020  1.080
 HR1  C22  C25   aromatic  1.379  0.020  1.379
 HR1  C22  C28   aromatic  1.392  0.020  1.392
 HR1  C22  H22   single    0.930  0.020  1.080
 HR1  C24  C30   aromatic  1.382  0.020  1.382
 HR1  C24  H24   single    0.930  0.020  1.080
 HR1  C26  H26   single    0.930  0.020  1.080
 HR1  C28  C19   aromatic  1.381  0.020  1.381
 HR1  C28  H28   single    0.930  0.020  1.080
 HR1  O1   C3    double    1.226  0.020  1.226
 HR1  C3   C2    single    1.439  0.020  1.439
 HR1  C3   N2    single    1.386  0.020  1.386
 HR1  C2   C1    aromatic  1.389  0.020  1.389
 HR1  C14  H141  single    0.970  0.020  1.090
 HR1  C14  H142  single    0.970  0.020  1.090
 HR1  C14  H143  single    0.970  0.020  1.090
 HR1  C1   C31   aromatic  1.439  0.020  1.439
 HR1  C31  C16   aromatic  1.407  0.020  1.407
 HR1  C31  C25   aromatic  1.400  0.020  1.400
 HR1  C25  H25   single    0.930  0.020  1.080
 HR1  C16  N2    single    1.394  0.020  1.394
 HR1  C16  C19   aromatic  1.400  0.020  1.400
 HR1  C19  H19   single    0.930  0.020  1.080
 HR1  C23  C29   aromatic  1.389  0.020  1.389
 HR1  C23  H23   single    0.930  0.020  1.080
 HR1  C29  H29   single    0.930  0.020  1.080
 HR1  C27  C18   aromatic  1.393  0.020  1.393
 HR1  C30  F1    single    1.343  0.020  1.343
 HR1  C18  H18   single    0.930  0.020  1.080
 HR1  C9   O4    single    1.417  0.020  1.417
 HR1  C9   H9    single    0.970  0.020  1.090
 HR1  O4   HO4   single    0.850  0.020  0.980
 HR1  C11  C35   single    1.525  0.020  1.525
 HR1  C11  O3    single    1.411  0.020  1.411
 HR1  C11  H11   single    0.970  0.020  1.090
 HR1  O3   HO3   single    0.850  0.020  0.980
 HR1  C35  C36   single    1.503  0.020  1.503
 HR1  C35  H351  single    0.970  0.020  1.090
 HR1  C35  H352  single    0.970  0.020  1.090
 HR1  C36  O6    double    1.209  0.020  1.209
 HR1  C36  O7    single    1.326  0.020  1.326
 HR1  O7   HO7   single    0.850  0.020  0.980

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
 HR1  C12   N1   C2    108.22  3.000
 HR1  C2    N1   C6    125.18  3.000
 HR1  C12   N1   C6    126.54  3.000
 HR1  H4    C4   C23   120.18  3.000
 HR1  H4    C4   C26   119.67  3.000
 HR1  C23   C4   C26   120.15  3.000
 HR1  C12   C5   C27   123.34  3.000
 HR1  C27   C5   C1    129.73  3.000
 HR1  C12   C5   C1    106.85  3.000
 HR1  H6    C6   C14   106.57  3.000
 HR1  H6    C6   C13   107.27  3.000
 HR1  C14   C6   C13   113.27  3.000
 HR1  H6    C6   N1    104.71  3.000
 HR1  C14   C6   N1    113.10  3.000
 HR1  C13   C6   N1    111.25  3.000
 HR1  H72   C7   H71   105.83  3.000
 HR1  H72   C7   C12   107.88  3.000
 HR1  H71   C7   C12   112.19  3.000
 HR1  H72   C7   C8    108.60  3.000
 HR1  H71   C7   C8    110.89  3.000
 HR1  C12   C7   C8    111.20  3.000
 HR1  H82   C8   H81   106.22  3.000
 HR1  H82   C8   C9    108.55  3.000
 HR1  H81   C8   C9    109.69  3.000
 HR1  H82   C8   C7    108.16  3.000
 HR1  H81   C8   C7    110.49  3.000
 HR1  C9    C8   C7    113.45  3.000
 HR1  H102  C10  H101  106.64  3.000
 HR1  H102  C10  C11   108.66  3.000
 HR1  H101  C10  C11   108.75  3.000
 HR1  H102  C10  C9    108.98  3.000
 HR1  H101  C10  C9    108.94  3.000
 HR1  C11   C10  C9    114.57  3.000
 HR1  H133  C13  H132  107.62  3.000
 HR1  H133  C13  H131  108.14  3.000
 HR1  H132  C13  H131  107.82  3.000
 HR1  H133  C13  C6    112.81  3.000
 HR1  H132  C13  C6    109.35  3.000
 HR1  H131  C13  C6    110.92  3.000
 HR1  H15   C15  C18   120.97  3.000
 HR1  H15   C15  C30   120.49  3.000
 HR1  C18   C15  C30   118.54  3.000
 HR1  H17   C17  C29   120.50  3.000
 HR1  H17   C17  C20   119.89  3.000
 HR1  C29   C17  C20   119.61  3.000
 HR1  N2    C20  C26   119.83  3.000
 HR1  N2    C20  C17   119.50  3.000
 HR1  C26   C20  C17   120.66  3.000
 HR1  H21   C21  C27   119.42  3.000
 HR1  H21   C21  C24   119.22  3.000
 HR1  C27   C21  C24   121.35  3.000
 HR1  H22   C22  C25   120.04  3.000
 HR1  H22   C22  C28   120.47  3.000
 HR1  C25   C22  C28   119.49  3.000
 HR1  H24   C24  C30   120.74  3.000
 HR1  H24   C24  C21   120.91  3.000
 HR1  C30   C24  C21   118.35  3.000
 HR1  H26   C26  C20   120.06  3.000
 HR1  H26   C26  C4    120.40  3.000
 HR1  C20   C26  C4    119.54  3.000
 HR1  H28   C28  C19   119.20  3.000
 HR1  H28   C28  C22   120.31  3.000
 HR1  C19   C28  C22   120.49  3.000
 HR1  N2    C3   C2    113.95  3.000
 HR1  N2    C3   O1    119.51  3.000
 HR1  C2    C3   O1    126.54  3.000
 HR1  C1    C2   C3    123.05  3.000
 HR1  C1    C2   N1    108.69  3.000
 HR1  C3    C2   N1    128.26  3.000
 HR1  H143  C14  H142  107.18  3.000
 HR1  H143  C14  H141  107.70  3.000
 HR1  H142  C14  H141  108.42  3.000
 HR1  H143  C14  C6    108.27  3.000
 HR1  H142  C14  C6    113.78  3.000
 HR1  H141  C14  C6    111.24  3.000
 HR1  C31   C1   C2    120.31  3.000
 HR1  C31   C1   C5    132.77  3.000
 HR1  C2    C1   C5    106.91  3.000
 HR1  C16   C31  C25   118.73  3.000
 HR1  C25   C31  C1    123.95  3.000
 HR1  C16   C31  C1    117.32  3.000
 HR1  H25   C25  C31   119.38  3.000
 HR1  H25   C25  C22   119.28  3.000
 HR1  C31   C25  C22   121.33  3.000
 HR1  N2    C16  C19   120.57  3.000
 HR1  C19   C16  C31   119.63  3.000
 HR1  N2    C16  C31   119.80  3.000
 HR1  H19   C19  C16   120.50  3.000
 HR1  H19   C19  C28   119.18  3.000
 HR1  C16   C19  C28   120.32  3.000
 HR1  C16   N2   C3    125.55  3.000
 HR1  C16   N2   C20   118.91  3.000
 HR1  C3    N2   C20   115.53  3.000
 HR1  H23   C23  C29   120.03  3.000
 HR1  H23   C23  C4    120.02  3.000
 HR1  C29   C23  C4    119.95  3.000
 HR1  H29   C29  C23   120.22  3.000
 HR1  H29   C29  C17   119.69  3.000
 HR1  C23   C29  C17   120.09  3.000
 HR1  C18   C27  C21   118.43  3.000
 HR1  C18   C27  C5    121.23  3.000
 HR1  C21   C27  C5    120.26  3.000
 HR1  F1    C30  C24   118.87  3.000
 HR1  F1    C30  C15   118.95  3.000
 HR1  C24   C30  C15   122.18  3.000
 HR1  H18   C18  C27   119.68  3.000
 HR1  H18   C18  C15   119.18  3.000
 HR1  C27   C18  C15   121.15  3.000
 HR1  C7    C12  C5    124.58  3.000
 HR1  C7    C12  N1    125.98  3.000
 HR1  C5    C12  N1    109.34  3.000
 HR1  H9    C9   O4    110.15  3.000
 HR1  H9    C9   C10   108.51  3.000
 HR1  O4    C9   C10   110.66  3.000
 HR1  H9    C9   C8    108.17  3.000
 HR1  O4    C9   C8    107.30  3.000
 HR1  C10   C9   C8    112.02  3.000
 HR1  HO4   O4   C9    108.36  3.000
 HR1  H11   C11  C35   107.60  3.000
 HR1  H11   C11  O3    110.23  3.000
 HR1  C35   C11  O3    111.74  3.000
 HR1  H11   C11  C10   108.79  3.000
 HR1  O3    C11  C10   108.25  3.000
 HR1  C35   C11  C10   110.20  3.000
 HR1  HO3   O3   C11   107.45  3.000
 HR1  H352  C35  H351  105.92  3.000
 HR1  H352  C35  C36   108.30  3.000
 HR1  H351  C35  C36   108.56  3.000
 HR1  H352  C35  C11   109.99  3.000
 HR1  H351  C35  C11   110.54  3.000
 HR1  C36   C35  C11   113.23  3.000
 HR1  O6    C36  O7    122.95  3.000
 HR1  O7    C36  C35   112.03  3.000
 HR1  O6    C36  C35   125.02  3.000
 HR1  HO7   O7   C36   110.21  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
 HR1  CONST_01  C1    C5   C12  N1     0.00   0.0  0
 HR1  CONST_02  C27   C5   C12  N1   180.00   0.0  0
 HR1  CONST_03  C5    C1   C2   N1     0.00   0.0  0
 HR1  CONST_04  C31   C1   C2   N1   180.00   0.0  0
 HR1  CONST_05  C17   C29  C23  C4     0.00   0.0  0
 HR1  CONST_06  C17   C20  C26  C4     0.00   0.0  0
 HR1  CONST_07  C2    N1   C12  C5     0.00   0.0  0
 HR1  CONST_08  C16   C31  C1   C5   180.00   0.0  0
 HR1  CONST_09  C25   C31  C1   C5     0.00   0.0  0
 HR1  CONST_10  C24   C21  C27  C5   180.00   0.0  0
 HR1  CONST_11  C15   C18  C27  C5   180.00   0.0  0
 HR1  CONST_12  C21   C27  C18  C15    0.00   0.0  0
 HR1  CONST_13  C21   C24  C30  C15    0.00   0.0  0
 HR1  CONST_14  C23   C29  C17  C20    0.00   0.0  0
 HR1  CONST_15  C23   C4   C26  C20    0.00   0.0  0
 HR1  CONST_18  C1    C31  C25  C22  180.00   0.0  0
 HR1  CONST_19  C16   C31  C25  C22    0.00   0.0  0
 HR1  CONST_20  C16   C19  C28  C22    0.00   0.0  0
 HR1  CONST_21  C18   C27  C21  C24    0.00   0.0  0
 HR1  CONST_22  C18   C15  C30  C24    0.00   0.0  0
 HR1  CONST_23  C29   C23  C4   C26    0.00   0.0  0
 HR1  CONST_24  C29   C17  C20  C26    0.00   0.0  0
 HR1  CONST_25  C31   C25  C22  C28    0.00   0.0  0
 HR1  CONST_26  C31   C16  C19  C28    0.00   0.0  0
 HR1  CONST_27  C12   C5   C1   C2     0.00   0.0  0
 HR1  CONST_28  C27   C5   C1   C2   180.00   0.0  0
 HR1  CONST_29  C16   C31  C1   C2     0.00   0.0  0
 HR1  CONST_30  C25   C31  C1   C2   180.00   0.0  0
 HR1  CONST_32  C12   N1   C2   C1     0.00   0.0  0
 HR1  CONST_33  C19   C16  C31  C1   180.00   0.0  0
 HR1  CONST_34  C12   C5   C1   C31  180.00   0.0  0
 HR1  CONST_35  C27   C5   C1   C31    0.00   0.0  0
 HR1  CONST_36  C19   C28  C22  C25    0.00   0.0  0
 HR1  CONST_37  C19   C16  C31  C25    0.00   0.0  0
 HR1  CONST_38  C30   C24  C21  C27    0.00   0.0  0
 HR1  CONST_39  C30   C15  C18  C27    0.00   0.0  0
 HR1  CONST_41  N2    C20  C26  C4   180.00   0.0  0
 HR1  CONST_42  C29   C17  C20  N2   180.00   0.0  0
 HR1  CONST_43  C2    C3   N2   C20  180.00   0.0  0
 HR1  CONST_44  C16   N2   C3   C2     0.00   0.0  0
 HR1  CONST_45  C6    N1   C12  C5   180.00   0.0  0
 HR1  CONST_46  C3    C2   N1   C6     0.00   0.0  0
 HR1  CONST_47  C1    C2   N1   C6   180.00   0.0  0
 HR1  CONST_48  C2    N1   C12  C7   180.00   0.0  0
 HR1  CONST_49  C1    C5   C12  C7   180.00   0.0  0
 HR1  CONST_50  C27   C5   C12  C7     0.00   0.0  0
 HR1  CONST_51  F1    C30  C24  C21  180.00   0.0  0
 HR1  CONST_52  F1    C30  C15  C18  180.00   0.0  0
 HR1  CONST_53  O1    C3   N2   C20    0.00   0.0  0
 HR1  CONST_54  C16   N2   C3   O1   180.00   0.0  0
 HR1  CONST_55  H29   C29  C23  C4   180.00   0.0  0
 HR1  CONST_56  H21   C21  C27  C5     0.00   0.0  0
 HR1  CONST_57  H18   C18  C27  C5     0.00   0.0  0
 HR1  CONST_58  H24   C24  C30  C15  180.00   0.0  0
 HR1  CONST_59  H23   C23  C29  C17  180.00   0.0  0
 HR1  CONST_60  H26   C26  C20  C17  180.00   0.0  0
 HR1  CONST_61  H4    C4   C26  C20  180.00   0.0  0
 HR1  CONST_62  H19   C19  C28  C22  180.00   0.0  0
 HR1  CONST_63  H15   C15  C30  C24  180.00   0.0  0
 HR1  CONST_64  H17   C17  C20  C26  180.00   0.0  0
 HR1  CONST_65  H25   C25  C22  C28  180.00   0.0  0
 HR1  CONST_66  H22   C22  C25  C31  180.00   0.0  0
 HR1  CONST_67  H28   C28  C22  C25  180.00   0.0  0
 HR1  CONST_68  HO7   O7   C36  C35  180.00   0.0  0
 HR1  Var_01    C3    N2   C20  C17  -90.95  30.0  2
 HR1  Var_02    C8    C7   C12  N1   101.98  30.0  2
 HR1  Var_03    C12   N1   C6   C13   70.73  30.0  2
 HR1  Var_04    C9    C8   C7   C12  171.23  30.0  3
 HR1  Var_05    H131  C13  C6   N1    57.08  30.0  3
 HR1  Var_06    H141  C14  C6   N1   -47.27  30.0  3
 HR1  Var_07    O6    C36  C35  C11    2.19  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
 HR1  chir_01  C9   C8  C10  O4   positiv
 HR1  chir_02  C11  O3  C35  C10  negativ

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
 HR1  plan-1  C4   0.020
 HR1  plan-1  C17  0.020
 HR1  plan-1  C20  0.020
 HR1  plan-1  C26  0.020
 HR1  plan-1  N2   0.020
 HR1  plan-1  C23  0.020
 HR1  plan-1  C29  0.020
 HR1  plan-1  H17  0.020
 HR1  plan-1  H26  0.020
 HR1  plan-1  H23  0.020
 HR1  plan-1  H29  0.020
 HR1  plan-1  H4   0.020
 HR1  plan-2  C5   0.020
 HR1  plan-2  C15  0.020
 HR1  plan-2  C21  0.020
 HR1  plan-2  C24  0.020
 HR1  plan-2  C27  0.020
 HR1  plan-2  C30  0.020
 HR1  plan-2  C18  0.020
 HR1  plan-2  F1   0.020
 HR1  plan-2  H15  0.020
 HR1  plan-2  H21  0.020
 HR1  plan-2  H24  0.020
 HR1  plan-2  H18  0.020
 HR1  plan-3  N1   0.020
 HR1  plan-3  C5   0.020
 HR1  plan-3  C6   0.020
 HR1  plan-3  C7   0.020
 HR1  plan-3  C20  0.020
 HR1  plan-3  C22  0.020
 HR1  plan-3  C28  0.020
 HR1  plan-3  O1   0.020
 HR1  plan-3  C3   0.020
 HR1  plan-3  C2   0.020
 HR1  plan-3  C1   0.020
 HR1  plan-3  C31  0.020
 HR1  plan-3  C25  0.020
 HR1  plan-3  C16  0.020
 HR1  plan-3  C19  0.020
 HR1  plan-3  N2   0.020
 HR1  plan-3  C27  0.020
 HR1  plan-3  C12  0.020
 HR1  plan-3  H22  0.020
 HR1  plan-3  H28  0.020
 HR1  plan-3  H25  0.020
 HR1  plan-3  H19  0.020
 HR1  plan-4  C35  0.020
 HR1  plan-4  C36  0.020
 HR1  plan-4  O7   0.020
 HR1  plan-4  O6   0.020
 HR1  plan-4  HO7  0.020

