# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 23 04:42:43 2020
#   Inital geometry file: a 175 line input string
#   Ligand name: (3R,5R)-7-[1-(4-fluorophenyl)-4-(1-methylethyl)-3-{methyl[(1R)-1-phenylethyl]carbamoyl}-1H-pyrazol-5-yl]-3,5-dihydroxyheptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1c(CC[C@@H](O)C[C@@H](O)CC(O)=O)n(nc1C(=O)N(C)[C@H](C)c2ccccc2)c3ccc(F)cc3
#
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
 RIE  RIE  '(3R,5R)-7-[1-(4-fluorophenyl)-4-(1-methylethyl)-3-{methyl[(1R)-1-phenylethyl]carbamoyl}-1H-pyrazol-5-yl]-3,5-dihydroxyheptanoic acid'  ligand  73  38  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RIE
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
 RIE  N3    N  NR5    0  -0.456  -0.2117   1.1869  -0.4534
 RIE  C4    C  CR5    0   0.411   0.0759   0.1151   0.3298
 RIE  C5    C  CR5    0  -0.148  -0.9952  -0.7499   0.2147
 RIE  C6    C  CH1    0  -0.352  -1.1477  -2.0838   0.8853
 RIE  C7    C  CH2    0  -0.533   1.3711  -0.0534   1.0450
 RIE  C8    C  CH2    0  -0.463   2.4895  -0.5128   0.1059
 RIE  C10   C  CH2    0  -0.491   4.9012  -1.1747  -0.1602
 RIE  C13   C  CH3    0  -0.664  -2.5101  -2.2468   1.5585
 RIE  C15   C  CR16   0  -0.414   1.6970   4.3001   0.1252
 RIE  C17   C  CR16   0  -0.312  -7.5593  -0.3042   0.1969
 RIE  C20   C  CR16   0  -0.240  -8.3248  -0.9990   1.1278
 RIE  C21   C  CR16   0  -0.246   1.0231   2.6047  -1.9789
 RIE  C24   C  CR16   0  -0.414   1.7937   3.7298  -2.2251
 RIE  C26   C  CR16   0  -0.292  -6.1658  -2.2298  -0.0901
 RIE  O2    O  O      0  -0.491  -3.1891  -1.4547  -2.0571
 RIE  N2    N  NT     0  -0.425  -4.2782   0.0963  -0.8061
 RIE  C1    C  CH1    0  -0.208  -5.5807  -0.1876  -1.4167
 RIE  C16   C  CH3    0  -0.675  -6.1846   1.0779  -2.0111
 RIE  C32   C  CR6    0   0.150  -6.4686  -0.9080  -0.4192
 RIE  C23   C  CR16   0  -0.242  -6.9250  -2.9255   0.8372
 RIE  C29   C  CR16   0  -0.268  -8.0091  -2.3093   1.4529
 RIE  C14   C  CH3    0  -0.534  -4.2572   1.0957   0.2446
 RIE  C2    C  CR5    0   0.123  -1.8735  -0.0853  -0.6680
 RIE  C12   C  CH3    0  -0.650  -0.8659  -3.2371  -0.0786
 RIE  C27   C  CR6    0   0.300   0.5863   2.3310  -0.6892
 RIE  C18   C  CR16   0  -0.258   0.9136   3.1801   0.3587
 RIE  C30   C  CR6    0   0.538   2.1203   4.5546  -1.1649
 RIE  F1    F  F      0  -0.310   2.8685   5.6418  -1.3975
 RIE  N4    N  N      0  -0.290  -1.3926   1.0769  -1.0607
 RIE  C9    C  CH1    0   0.046   3.8376  -0.6559   0.8078
 RIE  O4    O  OH1    0  -0.664   3.7337  -1.4626   1.9677
 RIE  C11   C  CH1    0   0.047   6.3424  -0.8263   0.2063
 RIE  O3    O  OH1    0  -0.673   6.6413  -1.0905   1.5652
 RIE  C35   C  CH2    0  -0.581   7.3265  -1.5329  -0.7154
 RIE  C36   C  C      0   0.407   8.7917  -1.1361  -0.4718
 RIE  O6    O  O      0  -0.618   9.0227   0.0813  -0.3215
 RIE  O7    O  OC    -1  -0.622   9.6387  -2.0527  -0.4748
 RIE  H6    H  HCH1   0   0.239  -0.3958  -2.1330   1.6795
 RIE  H7    H  HCH2   0   0.259   1.6662   0.8745   1.5402
 RIE  H7A   H  HCH2   0   0.262   1.2314  -0.7873   1.8378
 RIE  H8    H  HCH2   0   0.234   2.2060  -1.4648  -0.3580
 RIE  H8A   H  HCH2   0   0.240   2.6024   0.2036  -0.7125
 RIE  H10   H  HCH2   0   0.223   4.7879  -2.2630  -0.2567
 RIE  H10A  H  HCH2   0   0.235   4.7095  -0.7727  -1.1594
 RIE  H13   H  HCH3   0   0.225  -3.3274  -2.2816   0.8372
 RIE  H13A  H  HCH3   0   0.236  -2.5427  -3.1814   2.1208
 RIE  H13B  H  HCH3   0   0.231  -2.7104  -1.4325   2.2560
 RIE  H15   H  HCR6   0   0.289   1.9580   4.9702   0.9332
 RIE  H21   H  HCR6   0   0.283   0.7635   1.9399  -2.7919
 RIE  H24   H  HCR6   0   0.290   2.1400   3.9552  -3.2249
 RIE  H26   H  HCR6   0   0.249  -5.3286  -2.7207  -0.5725
 RIE  H1    H  HCH1   0   0.280  -5.3896  -0.8793  -2.2357
 RIE  H16   H  HCH3   0   0.253  -5.5126   1.4921  -2.7625
 RIE  H16A  H  HCH3   0   0.249  -7.1320   0.8477  -2.4978
 RIE  H16B  H  HCH3   0   0.234  -6.3720   1.8521  -1.2662
 RIE  H23   H  HCR6   0   0.256  -6.6745  -3.9507   1.0778
 RIE  H29   H  HCR6   0   0.256  -8.6042  -2.8512   2.1764
 RIE  H14   H  HCH3   0   0.248  -4.1976   2.1095  -0.1522
 RIE  H14A  H  HCH3   0   0.254  -5.1673   1.0106   0.8378
 RIE  H14B  H  HCH3   0   0.268  -3.4186   0.9413   0.9174
 RIE  H12   H  HCH3   0   0.227   0.1283  -3.1501  -0.5199
 RIE  H12A  H  HCH3   0   0.226  -0.9144  -4.1947   0.4432
 RIE  H12B  H  HCH3   0   0.226  -1.5928  -3.2554  -0.8907
 RIE  H18   H  HCR6   0   0.291   0.5483   2.9817   1.3575
 RIE  H9    H  HCH1   0   0.225   4.1360   0.3339   1.1718
 RIE  HO4   H  HOH1   0   0.438   3.4519  -2.3421   1.6927
 RIE  H11   H  HCH1   0   0.209   6.4728   0.2536   0.0873
 RIE  HO3   H  HOH1   0   0.433   6.2985  -1.9619   1.7860
 RIE  H35   H  HCH2   0   0.201   7.2004  -2.6171  -0.6229
 RIE  H35A  H  HCH2   0   0.222   7.0757  -1.2851  -1.7541
 RIE  C3    C  C      0   0.515  -3.1764  -0.5476  -1.2330
 RIE  H17   H  HCR6   0   0.254  -7.8268   0.7167  -0.0436
 RIE  H20   H  HCR6   0   0.255  -9.1687  -0.5104   1.5974

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
 RIE  C4   N3    aromatic  1.358  0.020  1.358
 RIE  N3   N4    aromatic  1.332  0.020  1.332
 RIE  N3   C27   single    1.415  0.020  1.415
 RIE  C5   C4    aromatic  1.382  0.020  1.382
 RIE  C7   C4    single    1.489  0.020  1.489
 RIE  C6   C5    single    1.501  0.020  1.501
 RIE  C5   C2    aromatic  1.412  0.020  1.412
 RIE  C12  C6    single    1.529  0.020  1.529
 RIE  C13  C6    single    1.528  0.020  1.528
 RIE  C6   H6    single    0.970  0.020  1.090
 RIE  C8   C7    single    1.531  0.020  1.531
 RIE  C7   H7    single    0.970  0.020  1.090
 RIE  C7   H7A   single    0.970  0.020  1.090
 RIE  C9   C8    single    1.527  0.020  1.527
 RIE  C8   H8    single    0.970  0.020  1.090
 RIE  C8   H8A   single    0.970  0.020  1.090
 RIE  C9   C10   single    1.529  0.020  1.529
 RIE  C10  C11   single    1.527  0.020  1.527
 RIE  C10  H10   single    0.970  0.020  1.090
 RIE  C10  H10A  single    0.970  0.020  1.090
 RIE  C13  H13   single    0.970  0.020  1.090
 RIE  C13  H13A  single    0.970  0.020  1.090
 RIE  C13  H13B  single    0.970  0.020  1.090
 RIE  C18  C15   aromatic  1.387  0.020  1.387
 RIE  C15  C30   aromatic  1.381  0.020  1.381
 RIE  C15  H15   single    0.930  0.020  1.080
 RIE  C20  C17   aromatic  1.391  0.020  1.391
 RIE  C17  C32   aromatic  1.391  0.020  1.391
 RIE  C17  H17   single    0.930  0.020  1.080
 RIE  C29  C20   aromatic  1.386  0.020  1.386
 RIE  C20  H20   single    0.930  0.020  1.080
 RIE  C27  C21   aromatic  1.389  0.020  1.389
 RIE  C21  C24   aromatic  1.386  0.020  1.386
 RIE  C21  H21   single    0.930  0.020  1.080
 RIE  C24  C30   aromatic  1.382  0.020  1.382
 RIE  C24  H24   single    0.930  0.020  1.080
 RIE  C23  C26   aromatic  1.386  0.020  1.386
 RIE  C26  C32   aromatic  1.395  0.020  1.395
 RIE  C26  H26   single    0.930  0.020  1.080
 RIE  O2   C3    double    1.226  0.020  1.226
 RIE  C3   C2    single    1.493  0.020  1.493
 RIE  C3   N2    single    1.346  0.020  1.346
 RIE  C1   N2    single    1.466  0.020  1.466
 RIE  N2   C14   single    1.450  0.020  1.450
 RIE  C32  C1    single    1.517  0.020  1.517
 RIE  C1   C16   single    1.523  0.020  1.523
 RIE  C1   H1    single    0.970  0.020  1.090
 RIE  C16  H16   single    0.970  0.020  1.090
 RIE  C16  H16A  single    0.970  0.020  1.090
 RIE  C16  H16B  single    0.970  0.020  1.090
 RIE  C29  C23   aromatic  1.391  0.020  1.391
 RIE  C23  H23   single    0.930  0.020  1.080
 RIE  C29  H29   single    0.930  0.020  1.080
 RIE  C14  H14   single    0.970  0.020  1.090
 RIE  C14  H14A  single    0.970  0.020  1.090
 RIE  C14  H14B  single    0.970  0.020  1.090
 RIE  C2   N4    aromatic  1.318  0.020  1.318
 RIE  C12  H12   single    0.970  0.020  1.090
 RIE  C12  H12A  single    0.970  0.020  1.090
 RIE  C12  H12B  single    0.970  0.020  1.090
 RIE  C27  C18   aromatic  1.388  0.020  1.388
 RIE  C18  H18   single    0.930  0.020  1.080
 RIE  C30  F1    single    1.340  0.020  1.340
 RIE  O4   C9    single    1.417  0.020  1.417
 RIE  C9   H9    single    0.970  0.020  1.090
 RIE  O4   HO4   single    0.850  0.020  0.980
 RIE  C11  C35   single    1.522  0.020  1.522
 RIE  C11  O3    single    1.416  0.020  1.416
 RIE  C11  H11   single    0.970  0.020  1.090
 RIE  O3   HO3   single    0.850  0.020  0.980
 RIE  C35  C36   single    1.537  0.020  1.537
 RIE  C35  H35   single    0.970  0.020  1.090
 RIE  C35  H35A  single    0.970  0.020  1.090
 RIE  C36  O6    deloc     1.248  0.020  1.248
 RIE  C36  O7    deloc     1.248  0.020  1.248

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
 RIE  N4    N3   C27   119.39  3.000
 RIE  C27   N3   C4    127.94  3.000
 RIE  N4    N3   C4    112.66  3.000
 RIE  C7    C4   C5    130.05  3.000
 RIE  C7    C4   N3    123.39  3.000
 RIE  C5    C4   N3    106.38  3.000
 RIE  C2    C5   C6    129.40  3.000
 RIE  C2    C5   C4    103.87  3.000
 RIE  C6    C5   C4    126.73  3.000
 RIE  H6    C6   C12   107.27  3.000
 RIE  H6    C6   C13   106.74  3.000
 RIE  C12   C6   C13   111.19  3.000
 RIE  H6    C6   C5    107.11  3.000
 RIE  C13   C6   C5    112.47  3.000
 RIE  C12   C6   C5    111.71  3.000
 RIE  H7A   C7   H7    106.08  3.000
 RIE  H7A   C7   C8    109.75  3.000
 RIE  H7    C7   C8    109.61  3.000
 RIE  H7A   C7   C4    108.31  3.000
 RIE  H7    C7   C4    110.89  3.000
 RIE  C8    C7   C4    112.01  3.000
 RIE  H8A   C8   H8    106.19  3.000
 RIE  H8A   C8   C9    108.32  3.000
 RIE  H8    C8   C9    109.97  3.000
 RIE  H8A   C8   C7    109.75  3.000
 RIE  H8    C8   C7    109.34  3.000
 RIE  C9    C8   C7    113.03  3.000
 RIE  H10A  C10  H10   105.41  3.000
 RIE  H10A  C10  C11   107.50  3.000
 RIE  H10   C10  C11   110.14  3.000
 RIE  H10A  C10  C9    109.38  3.000
 RIE  H10   C10  C9    108.67  3.000
 RIE  C11   C10  C9    115.28  3.000
 RIE  H13B  C13  H13A  107.72  3.000
 RIE  H13B  C13  H13   108.01  3.000
 RIE  H13A  C13  H13   106.92  3.000
 RIE  H13B  C13  C6    111.46  3.000
 RIE  H13A  C13  C6    110.17  3.000
 RIE  H13   C13  C6    112.34  3.000
 RIE  H15   C15  C30   120.63  3.000
 RIE  H15   C15  C18   120.73  3.000
 RIE  C30   C15  C18   118.63  3.000
 RIE  H17   C17  C32   120.33  3.000
 RIE  H17   C17  C20   118.93  3.000
 RIE  C32   C17  C20   120.74  3.000
 RIE  H20   C20  C29   120.16  3.000
 RIE  H20   C20  C17   119.60  3.000
 RIE  C29   C20  C17   120.24  3.000
 RIE  H21   C21  C27   120.08  3.000
 RIE  H21   C21  C24   119.92  3.000
 RIE  C27   C21  C24   120.00  3.000
 RIE  H24   C24  C30   120.58  3.000
 RIE  H24   C24  C21   120.76  3.000
 RIE  C30   C24  C21   118.65  3.000
 RIE  H26   C26  C23   119.58  3.000
 RIE  H26   C26  C32   119.46  3.000
 RIE  C23   C26  C32   120.96  3.000
 RIE  C14   N2   C1    116.62  3.000
 RIE  C14   N2   C3    123.21  3.000
 RIE  C1    N2   C3    120.17  3.000
 RIE  H1    C1   C32   107.20  3.000
 RIE  H1    C1   C16   107.69  3.000
 RIE  C32   C1   C16   114.78  3.000
 RIE  H1    C1   N2    106.27  3.000
 RIE  C16   C1   N2    110.72  3.000
 RIE  C32   C1   N2    109.76  3.000
 RIE  H16B  C16  H16A  107.79  3.000
 RIE  H16B  C16  H16   107.88  3.000
 RIE  H16A  C16  H16   107.97  3.000
 RIE  H16B  C16  C1    113.04  3.000
 RIE  H16A  C16  C1    110.09  3.000
 RIE  H16   C16  C1    109.90  3.000
 RIE  C1    C32  C26   118.54  3.000
 RIE  C1    C32  C17   122.96  3.000
 RIE  C26   C32  C17   118.50  3.000
 RIE  H23   C23  C29   120.11  3.000
 RIE  H23   C23  C26   119.83  3.000
 RIE  C29   C23  C26   120.05  3.000
 RIE  H29   C29  C23   120.18  3.000
 RIE  H29   C29  C20   120.32  3.000
 RIE  C23   C29  C20   119.50  3.000
 RIE  H14B  C14  H14A  107.25  3.000
 RIE  H14B  C14  H14   108.39  3.000
 RIE  H14A  C14  H14   108.44  3.000
 RIE  H14B  C14  N2    111.22  3.000
 RIE  H14A  C14  N2    109.17  3.000
 RIE  H14   C14  N2    112.20  3.000
 RIE  N4    C2   C3    118.60  3.000
 RIE  N4    C2   C5    112.00  3.000
 RIE  C3    C2   C5    129.32  3.000
 RIE  H12B  C12  H12A  108.16  3.000
 RIE  H12B  C12  H12   107.91  3.000
 RIE  H12A  C12  H12   107.69  3.000
 RIE  H12B  C12  C6    111.06  3.000
 RIE  H12A  C12  C6    110.62  3.000
 RIE  H12   C12  C6    111.26  3.000
 RIE  C18   C27  C21   120.42  3.000
 RIE  C18   C27  N3    120.13  3.000
 RIE  C21   C27  N3    119.44  3.000
 RIE  H18   C18  C27   120.35  3.000
 RIE  H18   C18  C15   119.63  3.000
 RIE  C27   C18  C15   120.02  3.000
 RIE  F1    C30  C24   118.88  3.000
 RIE  F1    C30  C15   118.86  3.000
 RIE  C24   C30  C15   122.27  3.000
 RIE  C2    N4   N3    105.10  3.000
 RIE  H9    C9   O4    105.21  3.000
 RIE  H9    C9   C10   109.11  3.000
 RIE  O4    C9   C10   112.10  3.000
 RIE  H9    C9   C8    107.96  3.000
 RIE  O4    C9   C8    111.41  3.000
 RIE  C10   C9   C8    110.79  3.000
 RIE  HO4   O4   C9    107.92  3.000
 RIE  H11   C11  C35   108.38  3.000
 RIE  H11   C11  O3    105.26  3.000
 RIE  C35   C11  O3    110.97  3.000
 RIE  H11   C11  C10   108.15  3.000
 RIE  O3    C11  C10   112.76  3.000
 RIE  C35   C11  C10   111.03  3.000
 RIE  HO3   O3   C11   108.30  3.000
 RIE  H35A  C35  H35   106.10  3.000
 RIE  H35A  C35  C36   108.04  3.000
 RIE  H35   C35  C36   110.60  3.000
 RIE  H35A  C35  C11   108.71  3.000
 RIE  H35   C35  C11   109.51  3.000
 RIE  C36   C35  C11   113.60  3.000
 RIE  O7    C36  O6    126.23  3.000
 RIE  O7    C36  C35   117.18  3.000
 RIE  O6    C36  C35   116.56  3.000
 RIE  C2    C3   N2    116.50  3.000
 RIE  N2    C3   O2    123.98  3.000
 RIE  C2    C3   O2    119.51  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
 RIE  CONST_01  C2   C5   C4   N3      0.00   0.0  0
 RIE  CONST_02  C5   C2   N4   N3      0.00   0.0  0
 RIE  CONST_03  C24  C21  C27  N3    180.00   0.0  0
 RIE  CONST_04  C15  C18  C27  N3    180.00   0.0  0
 RIE  CONST_05  C2   N4   N3   C4      0.00   0.0  0
 RIE  CONST_08  N4   C2   C5   C4      0.00   0.0  0
 RIE  CONST_09  N4   N3   C4   C5      0.00   0.0  0
 RIE  CONST_10  C27  N3   C4   C5    180.00   0.0  0
 RIE  CONST_11  C21  C27  C18  C15     0.00   0.0  0
 RIE  CONST_12  C21  C24  C30  C15     0.00   0.0  0
 RIE  CONST_13  C23  C29  C20  C17     0.00   0.0  0
 RIE  CONST_14  C23  C26  C32  C17     0.00   0.0  0
 RIE  CONST_15  C26  C32  C17  C20     0.00   0.0  0
 RIE  CONST_16  C26  C23  C29  C20     0.00   0.0  0
 RIE  CONST_18  C18  C27  C21  C24     0.00   0.0  0
 RIE  CONST_19  C18  C15  C30  C24     0.00   0.0  0
 RIE  CONST_20  C29  C20  C17  C32     0.00   0.0  0
 RIE  CONST_21  C29  C23  C26  C32     0.00   0.0  0
 RIE  CONST_22  C27  N3   N4   C2    180.00   0.0  0
 RIE  CONST_23  C30  C24  C21  C27     0.00   0.0  0
 RIE  CONST_24  C30  C15  C18  C27     0.00   0.0  0
 RIE  CONST_26  C6   C5   C4   N3    180.00   0.0  0
 RIE  CONST_27  C3   C2   N4   N3    180.00   0.0  0
 RIE  CONST_28  C3   C2   C5   C4    180.00   0.0  0
 RIE  CONST_29  N4   C2   C5   C6    180.00   0.0  0
 RIE  CONST_30  N4   N3   C4   C7    180.00   0.0  0
 RIE  CONST_31  C27  N3   C4   C7      0.00   0.0  0
 RIE  CONST_32  C2   C5   C4   C7    180.00   0.0  0
 RIE  CONST_33  C1   C32  C17  C20   180.00   0.0  0
 RIE  CONST_34  F1   C30  C24  C21   180.00   0.0  0
 RIE  CONST_35  C23  C26  C32  C1    180.00   0.0  0
 RIE  CONST_36  F1   C30  C15  C18   180.00   0.0  0
 RIE  CONST_37  H21  C21  C27  N3      0.00   0.0  0
 RIE  CONST_38  H18  C18  C27  N3      0.00   0.0  0
 RIE  CONST_39  H24  C24  C30  C15   180.00   0.0  0
 RIE  CONST_40  H29  C29  C20  C17   180.00   0.0  0
 RIE  CONST_41  H26  C26  C32  C17   180.00   0.0  0
 RIE  CONST_42  H23  C23  C29  C20   180.00   0.0  0
 RIE  CONST_43  H15  C15  C30  C24   180.00   0.0  0
 RIE  CONST_44  H17  C17  C32  C26   180.00   0.0  0
 RIE  CONST_45  H20  C20  C17  C32   180.00   0.0  0
 RIE  CONST_46  C2   C3   N2   C1    180.00   0.0  0
 RIE  CONST_47  C2   C3   N2   C14     0.00   0.0  0
 RIE  CONST_48  C1   N2   C3   O2      0.00   0.0  0
 RIE  CONST_49  C14  N2   C3   O2    180.00   0.0  0
 RIE  Var_01    C8   C7   C4   N3    -77.43  30.0  2
 RIE  Var_02    C12  C6   C5   C4   -102.46  30.0  2
 RIE  Var_03    O2   C3   C2   C5    -69.69  30.0  2
 RIE  Var_04    C9   C8   C7   C4    178.41  30.0  1
 RIE  Var_05    H12  C12  C6   C5     56.46  30.0  3
 RIE  Var_06    H13  C13  C6   C5     66.83  30.0  3
 RIE  Var_07    O6   C36  C35  C11   -44.45  30.0  3
 RIE  Var_08    H14  C14  N2   C3     95.76  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
 RIE  chir_01  C1   N2  C32  C16  negativ
 RIE  chir_02  C9   C8  C10  O4   positiv
 RIE  chir_03  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
 RIE  plan-1  N3   0.020
 RIE  plan-1  C4   0.020
 RIE  plan-1  C5   0.020
 RIE  plan-1  C6   0.020
 RIE  plan-1  C7   0.020
 RIE  plan-1  C2   0.020
 RIE  plan-1  C27  0.020
 RIE  plan-1  N4   0.020
 RIE  plan-1  C3   0.020
 RIE  plan-2  C17  0.020
 RIE  plan-2  C20  0.020
 RIE  plan-2  C26  0.020
 RIE  plan-2  C1   0.020
 RIE  plan-2  C32  0.020
 RIE  plan-2  C23  0.020
 RIE  plan-2  C29  0.020
 RIE  plan-2  H26  0.020
 RIE  plan-2  H23  0.020
 RIE  plan-2  H29  0.020
 RIE  plan-2  H17  0.020
 RIE  plan-2  H20  0.020
 RIE  plan-3  N3   0.020
 RIE  plan-3  C15  0.020
 RIE  plan-3  C21  0.020
 RIE  plan-3  C24  0.020
 RIE  plan-3  C27  0.020
 RIE  plan-3  C18  0.020
 RIE  plan-3  C30  0.020
 RIE  plan-3  F1   0.020
 RIE  plan-3  H15  0.020
 RIE  plan-3  H21  0.020
 RIE  plan-3  H24  0.020
 RIE  plan-3  H18  0.020
 RIE  plan-4  O2   0.020
 RIE  plan-4  N2   0.020
 RIE  plan-4  C1   0.020
 RIE  plan-4  C14  0.020
 RIE  plan-4  C2   0.020
 RIE  plan-4  C3   0.020
 RIE  plan-5  C35  0.020
 RIE  plan-5  C36  0.020
 RIE  plan-5  O6   0.020
 RIE  plan-5  O7   0.020

