# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jul  5 04:20:57 2020
#   Inital geometry file: a 199 line input string
#   Ligand name: N'-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-2-[(2R,4R)-4-phenoxypyrrolidin-2-yl]ethyl}-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)[C@H]3C[C@H](CN3)Oc4ccccc4
#
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
 CS9  CS9  N'-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-2-[(2R,4R)-4-phenoxypyrrolidin-2-yl]ethyl}-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide  ligand  84  43  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CS9
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
 CS9  C1    C  CR16  0  -0.313  -4.4270   1.8122  -1.6840
 CS9  C2    C  CR6   0   0.130  -3.2186   2.2514  -2.2164
 CS9  C3    C  CR16  0  -0.352  -2.0401   1.6934  -1.7311
 CS9  C4    C  CR6   0   0.000  -2.0617   0.7277  -0.7293
 CS9  C5    C  CR16  0  -0.318  -3.2772   0.3065  -0.2025
 CS9  C6    C  CR6   0  -0.043  -4.4599   0.8489  -0.6830
 CS9  C7    C  C     0   0.505  -5.7775   0.3271  -0.1891
 CS9  N1    N  NT    0  -0.434  -6.3942   1.0306   0.7756
 CS9  O1    O  O     0  -0.487  -6.2406  -0.6941  -0.6800
 CS9  C8    C  CH2   0  -0.302  -7.6854   0.5784   1.2709
 CS9  C9    C  CH2   0  -0.426  -7.5696  -0.4355   2.4027
 CS9  C10   C  CH3   0  -0.669  -8.9382  -0.8578   2.9174
 CS9  C11   C  CH2   0  -0.303  -5.8159   2.1963   1.4252
 CS9  C12   C  CH2   0  -0.426  -6.3621   3.5198   0.9061
 CS9  C13   C  CH3   0  -0.669  -5.7538   4.6995   1.6502
 CS9  C30   C  CH3   0  -0.723  -3.1883   3.3235  -3.2653
 CS9  C14   C  C     0   0.533  -0.8084   0.1397  -0.1626
 CS9  N2    N  NH1   0  -0.645   0.1937  -0.0324  -1.0440
 CS9  O2    O  O     0  -0.475  -0.7333  -0.1509   1.0213
 CS9  C15   C  CH1   0  -0.071   1.4450  -0.6833  -0.7263
 CS9  C16   C  CH1   0   0.039   2.5894   0.1046  -1.3756
 CS9  C17   C  CH2   0  -0.556   1.4026  -2.1662  -1.1403
 CS9  O3    O  OH1   0  -0.666   2.4264   0.2122  -2.7742
 CS9  C19   C  CR6   0   0.177   0.2287  -2.8655  -0.5216
 CS9  C21   C  CR16  0  -0.461   0.3195  -3.3692   0.7724
 CS9  C22   C  CR6   0   0.557  -0.8021  -3.9203   1.3554
 CS9  C23   C  CR16  0  -0.575  -2.0224  -4.0005   0.7113
 CS9  C24   C  CR6   0   0.561  -2.0738  -3.5017  -0.5751
 CS9  C25   C  CR16  0  -0.482  -0.9801  -2.9433  -1.2066
 CS9  F2    F  F     0  -0.313  -0.7140  -4.4004   2.6047
 CS9  F1    F  F     0  -0.311  -3.2380  -3.5665  -1.2361
 CS9  C26   C  CH1   0   0.004   6.1080   0.4943  -0.4259
 CS9  C18   C  CH2   0  -0.323   5.1937   0.4514   0.8009
 CS9  N3    N  NH1   0  -0.598   4.1485  -0.4937   0.4424
 CS9  C20   C  CH2   0  -0.481   5.0984   0.4586  -1.5645
 CS9  C27   C  CH1   0  -0.160   3.9709  -0.4367  -1.0170
 CS9  O4    O  O2    0  -0.488   6.9028   1.6582  -0.5379
 CS9  C31   C  CR6   0   0.389   7.9898   1.8136   0.2474
 CS9  C32   C  CR16  0  -0.376   8.4613   0.8624   1.1498
 CS9  C33   C  CR16  0  -0.243   9.6027   1.1312   1.8982
 CS9  C34   C  CR16  0  -0.282  10.2802   2.3326   1.7653
 CS9  C35   C  CR16  0  -0.240   9.8030   3.2787   0.8639
 CS9  C36   C  CR16  0  -0.350   8.6707   3.0255   0.1095
 CS9  H1    H  HCR6  0   0.259  -5.3544   2.2290  -2.0599
 CS9  H3    H  HCR6  0   0.255  -1.0954   2.0445  -2.1305
 CS9  H5    H  HCR6  0   0.259  -3.2968  -0.4435   0.5780
 CS9  H81   H  HCH2  0   0.245  -8.2363   1.4564   1.6170
 CS9  H82   H  HCH2  0   0.248  -8.2604   0.1566   0.4463
 CS9  H91   H  HCH2  0   0.229  -7.0186  -1.3098   2.0490
 CS9  H92   H  HCH2  0   0.223  -6.9843  -0.0042   3.2197
 CS9  H101  H  HCH3  0   0.222  -9.4963  -0.0057   3.3094
 CS9  H102  H  HCH3  0   0.222  -9.5379  -1.3080   2.1244
 CS9  H103  H  HCH3  0   0.235  -8.8486  -1.5901   3.7194
 CS9  H111  H  HCH2  0   0.251  -6.0119   2.1123   2.4980
 CS9  H112  H  HCH2  0   0.260  -4.7320   2.1768   1.3158
 CS9  H121  H  HCH2  0   0.226  -6.1523   3.6049  -0.1631
 CS9  H122  H  HCH2  0   0.228  -7.4502   3.5384   1.0108
 CS9  H131  H  HCH3  0   0.236  -6.1524   5.6446   1.2825
 CS9  H132  H  HCH3  0   0.224  -5.9636   4.6447   2.7198
 CS9  H133  H  HCH3  0   0.223  -4.6694   4.7279   1.5285
 CS9  H301  H  HCH3  0   0.255  -3.1734   4.3138  -2.8057
 CS9  H302  H  HCH3  0   0.248  -2.3026   3.2432  -3.8940
 CS9  H303  H  HCH3  0   0.249  -4.0677   3.2773  -3.9063
 CS9  HN2   H  HNH1  0   0.397   0.0049   0.1222  -2.0226
 CS9  H15   H  HCH1  0   0.269   1.5861  -0.6234   0.3526
 CS9  H16   H  HCH1  0   0.245   2.5155   1.1281  -0.9901
 CS9  H171  H  HCH2  0   0.254   1.3444  -2.2497  -2.2288
 CS9  H172  H  HCH2  0   0.270   2.3298  -2.6525  -0.8299
 CS9  HO3   H  HOH1  0   0.449   2.7070  -0.6095  -3.1914
 CS9  H21   H  HCR6  0   0.269   1.2497  -3.3209   1.3250
 CS9  H23   H  HCR6  0   0.299  -2.8898  -4.4377   1.1877
 CS9  H25   H  HCR6  0   0.275  -1.0724  -2.5715  -2.2190
 CS9  H26   H  HCH1  0   0.236   6.7366  -0.4041  -0.4570
 CS9  H182  H  HCH2  0   0.230   4.7777   1.4506   0.9706
 CS9  HN3   H  HNH1  0   0.361   4.4309  -1.4248   0.7126
 CS9  H201  H  HCH2  0   0.245   4.7351   1.4733  -1.7520
 CS9  H202  H  HCH2  0   0.260   5.5206   0.0818  -2.4952
 CS9  H27   H  HCH1  0   0.255   4.0767  -1.4465  -1.4289
 CS9  H32   H  HCR6  0   0.275   7.9619  -0.0871   1.2869
 CS9  H33   H  HCR6  0   0.259   9.9587   0.3826   2.5943
 CS9  H34   H  HCR6  0   0.252  11.1662   2.5312   2.3532
 CS9  H35   H  HCR6  0   0.257  10.3155   4.2250   0.7469
 CS9  H36   H  HCR6  0   0.260   8.3021   3.7643  -0.5915
 CS9  H181  H  HCH2  0   0.251   5.6854   0.1400   1.7217

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
 CS9  C1   C6    aromatic  1.390  0.020  1.390
 CS9  C1   C2    aromatic  1.392  0.020  1.392
 CS9  C1   H1    single    0.930  0.020  1.080
 CS9  C2   C3    aromatic  1.391  0.020  1.391
 CS9  C2   C30   single    1.500  0.020  1.500
 CS9  C3   C4    aromatic  1.392  0.020  1.392
 CS9  C3   H3    single    0.930  0.020  1.080
 CS9  C4   C5    aromatic  1.390  0.020  1.390
 CS9  C4   C14   single    1.496  0.020  1.496
 CS9  C5   C6    aromatic  1.387  0.020  1.387
 CS9  C5   H5    single    0.930  0.020  1.080
 CS9  C6   C7    single    1.501  0.020  1.501
 CS9  C7   N1    single    1.344  0.020  1.344
 CS9  C7   O1    double    1.224  0.020  1.224
 CS9  N1   C8    single    1.455  0.020  1.455
 CS9  N1   C11   single    1.454  0.020  1.454
 CS9  C8   C9    single    1.524  0.020  1.524
 CS9  C8   H81   single    0.970  0.020  1.090
 CS9  C8   H82   single    0.970  0.020  1.090
 CS9  C9   C10   single    1.522  0.020  1.522
 CS9  C9   H91   single    0.970  0.020  1.090
 CS9  C9   H92   single    0.970  0.020  1.090
 CS9  C10  H101  single    0.970  0.020  1.090
 CS9  C10  H102  single    0.970  0.020  1.090
 CS9  C10  H103  single    0.970  0.020  1.090
 CS9  C11  C12   single    1.523  0.020  1.523
 CS9  C11  H111  single    0.970  0.020  1.090
 CS9  C11  H112  single    0.970  0.020  1.090
 CS9  C12  C13   single    1.522  0.020  1.522
 CS9  C12  H121  single    0.970  0.020  1.090
 CS9  C12  H122  single    0.970  0.020  1.090
 CS9  C13  H131  single    0.970  0.020  1.090
 CS9  C13  H132  single    0.970  0.020  1.090
 CS9  C13  H133  single    0.970  0.020  1.090
 CS9  C30  H301  single    0.970  0.020  1.090
 CS9  C30  H302  single    0.970  0.020  1.090
 CS9  C30  H303  single    0.970  0.020  1.090
 CS9  C14  O2    double    1.221  0.020  1.221
 CS9  C14  N2    single    1.346  0.020  1.346
 CS9  N2   C15   single    1.446  0.020  1.446
 CS9  N2   HN2   single    0.860  0.020  1.020
 CS9  C15  C17   single    1.540  0.020  1.540
 CS9  C15  C16   single    1.534  0.020  1.534
 CS9  C15  H15   single    0.970  0.020  1.090
 CS9  C16  O3    single    1.412  0.020  1.412
 CS9  C16  C27   single    1.526  0.020  1.526
 CS9  C16  H16   single    0.970  0.020  1.090
 CS9  C17  C19   single    1.500  0.020  1.500
 CS9  C17  H171  single    0.970  0.020  1.090
 CS9  C17  H172  single    0.970  0.020  1.090
 CS9  O3   HO3   single    0.850  0.020  0.980
 CS9  C19  C25   aromatic  1.392  0.020  1.392
 CS9  C19  C21   aromatic  1.392  0.020  1.392
 CS9  C21  C22   aromatic  1.379  0.020  1.379
 CS9  C21  H21   single    0.930  0.020  1.080
 CS9  C22  C23   aromatic  1.382  0.020  1.382
 CS9  C22  F2    single    1.341  0.020  1.341
 CS9  C23  C24   aromatic  1.381  0.020  1.381
 CS9  C23  H23   single    0.930  0.020  1.080
 CS9  C24  F1    single    1.340  0.020  1.340
 CS9  C24  C25   aromatic  1.381  0.020  1.381
 CS9  C25  H25   single    0.930  0.020  1.080
 CS9  C26  C20   single    1.522  0.020  1.522
 CS9  C26  O4    single    1.414  0.020  1.414
 CS9  C26  C18   single    1.531  0.020  1.531
 CS9  C26  H26   single    0.970  0.020  1.090
 CS9  C18  N3    single    1.454  0.020  1.454
 CS9  C18  H181  single    0.970  0.020  1.090
 CS9  C18  H182  single    0.970  0.020  1.090
 CS9  N3   C27   single    1.471  0.020  1.471
 CS9  N3   HN3   single    0.890  0.020  1.040
 CS9  C20  C27   single    1.540  0.020  1.540
 CS9  C20  H201  single    0.970  0.020  1.090
 CS9  C20  H202  single    0.970  0.020  1.090
 CS9  C27  H27   single    0.970  0.020  1.090
 CS9  O4   C31   single    1.350  0.020  1.350
 CS9  C31  C36   aromatic  1.397  0.020  1.397
 CS9  C31  C32   aromatic  1.393  0.020  1.393
 CS9  C32  C33   aromatic  1.391  0.020  1.391
 CS9  C32  H32   single    0.930  0.020  1.080
 CS9  C33  C34   aromatic  1.386  0.020  1.386
 CS9  C33  H33   single    0.930  0.020  1.080
 CS9  C34  C35   aromatic  1.391  0.020  1.391
 CS9  C34  H34   single    0.930  0.020  1.080
 CS9  C35  C36   aromatic  1.384  0.020  1.384
 CS9  C35  H35   single    0.930  0.020  1.080
 CS9  C36  H36   single    0.930  0.020  1.080

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
 CS9  H1    C1   C6    119.73  3.000
 CS9  H1    C1   C2    119.27  3.000
 CS9  C6    C1   C2    121.00  3.000
 CS9  C30   C2   C3    120.89  3.000
 CS9  C30   C2   C1    120.70  3.000
 CS9  C3    C2   C1    118.39  3.000
 CS9  H3    C3   C4    120.23  3.000
 CS9  H3    C3   C2    118.67  3.000
 CS9  C4    C3   C2    121.08  3.000
 CS9  C14   C4   C5    118.03  3.000
 CS9  C14   C4   C3    122.17  3.000
 CS9  C5    C4   C3    119.78  3.000
 CS9  H5    C5   C6    120.34  3.000
 CS9  H5    C5   C4    119.93  3.000
 CS9  C6    C5   C4    119.72  3.000
 CS9  C7    C6   C5    119.91  3.000
 CS9  C7    C6   C1    119.93  3.000
 CS9  C5    C6   C1    120.03  3.000
 CS9  O1    C7   N1    123.44  3.000
 CS9  O1    C7   C6    119.36  3.000
 CS9  N1    C7   C6    117.20  3.000
 CS9  C11   N1   C8    116.74  3.000
 CS9  C11   N1   C7    123.90  3.000
 CS9  C8    N1   C7    119.27  3.000
 CS9  H82   C8   H81   106.53  3.000
 CS9  H82   C8   C9    110.15  3.000
 CS9  H81   C8   C9    109.73  3.000
 CS9  H82   C8   N1    109.32  3.000
 CS9  H81   C8   N1    107.79  3.000
 CS9  C9    C8   N1    113.09  3.000
 CS9  H92   C9   H91   106.71  3.000
 CS9  H92   C9   C10   109.76  3.000
 CS9  H91   C9   C10   109.94  3.000
 CS9  H92   C9   C8    109.46  3.000
 CS9  H91   C9   C8    109.29  3.000
 CS9  C10   C9   C8    111.56  3.000
 CS9  H103  C10  H102  107.63  3.000
 CS9  H103  C10  H101  107.60  3.000
 CS9  H102  C10  H101  107.58  3.000
 CS9  H103  C10  C9    111.19  3.000
 CS9  H102  C10  C9    111.27  3.000
 CS9  H101  C10  C9    111.38  3.000
 CS9  H112  C11  H111  105.98  3.000
 CS9  H112  C11  C12   109.76  3.000
 CS9  H111  C11  C12   109.68  3.000
 CS9  H112  C11  N1    109.66  3.000
 CS9  H111  C11  N1    107.77  3.000
 CS9  C12   C11  N1    113.68  3.000
 CS9  H122  C12  H121  106.46  3.000
 CS9  H122  C12  C13   109.74  3.000
 CS9  H121  C12  C13   109.96  3.000
 CS9  H122  C12  C11   109.82  3.000
 CS9  H121  C12  C11   109.41  3.000
 CS9  C13   C12  C11   111.33  3.000
 CS9  H133  C13  H132  107.55  3.000
 CS9  H133  C13  H131  107.65  3.000
 CS9  H132  C13  H131  107.70  3.000
 CS9  H133  C13  C12   111.27  3.000
 CS9  H132  C13  C12   111.31  3.000
 CS9  H131  C13  C12   111.18  3.000
 CS9  H303  C30  H302  108.29  3.000
 CS9  H303  C30  H301  107.29  3.000
 CS9  H302  C30  H301  107.38  3.000
 CS9  H303  C30  C2    111.39  3.000
 CS9  H302  C30  C2    111.55  3.000
 CS9  H301  C30  C2    110.74  3.000
 CS9  O2    C14  N2    123.97  3.000
 CS9  N2    C14  C4    115.22  3.000
 CS9  O2    C14  C4    120.82  3.000
 CS9  HN2   N2   C15   116.38  3.000
 CS9  HN2   N2   C14   118.46  3.000
 CS9  C15   N2   C14   123.93  3.000
 CS9  H15   C15  C17   108.82  3.000
 CS9  H15   C15  C16   107.11  3.000
 CS9  C17   C15  C16   113.66  3.000
 CS9  H15   C15  N2    107.75  3.000
 CS9  C16   C15  N2    108.76  3.000
 CS9  C17   C15  N2    110.52  3.000
 CS9  H16   C16  C27   108.03  3.000
 CS9  H16   C16  O3    105.63  3.000
 CS9  C27   C16  O3    111.35  3.000
 CS9  H16   C16  C15   106.29  3.000
 CS9  C27   C16  C15   113.19  3.000
 CS9  O3    C16  C15   111.86  3.000
 CS9  H172  C17  H171  107.11  3.000
 CS9  H172  C17  C19   109.86  3.000
 CS9  H171  C17  C19   109.48  3.000
 CS9  H172  C17  C15   109.21  3.000
 CS9  H171  C17  C15   110.04  3.000
 CS9  C19   C17  C15   111.07  3.000
 CS9  HO3   O3   C16   109.29  3.000
 CS9  C25   C19  C21   119.61  3.000
 CS9  C21   C19  C17   120.09  3.000
 CS9  C25   C19  C17   120.19  3.000
 CS9  H21   C21  C22   120.04  3.000
 CS9  H21   C21  C19   120.95  3.000
 CS9  C22   C21  C19   119.00  3.000
 CS9  F2    C22  C23   118.12  3.000
 CS9  F2    C22  C21   118.91  3.000
 CS9  C23   C22  C21   122.97  3.000
 CS9  H23   C23  C24   121.76  3.000
 CS9  H23   C23  C22   121.74  3.000
 CS9  C24   C23  C22   116.49  3.000
 CS9  F1    C24  C25   118.82  3.000
 CS9  C25   C24  C23   122.86  3.000
 CS9  F1    C24  C23   118.32  3.000
 CS9  H25   C25  C24   119.94  3.000
 CS9  H25   C25  C19   121.01  3.000
 CS9  C24   C25  C19   119.05  3.000
 CS9  H26   C26  O4    110.47  3.000
 CS9  H26   C26  C20   109.85  3.000
 CS9  O4    C26  C20   109.44  3.000
 CS9  H26   C26  C18   110.01  3.000
 CS9  O4    C26  C18   114.99  3.000
 CS9  C20   C26  C18   101.70  3.000
 CS9  H182  C18  H181  107.53  3.000
 CS9  H182  C18  N3    110.98  3.000
 CS9  H181  C18  N3    110.31  3.000
 CS9  H182  C18  C26   108.99  3.000
 CS9  H181  C18  C26   114.57  3.000
 CS9  N3    C18  C26   104.48  3.000
 CS9  HN3   N3   C27   109.56  3.000
 CS9  HN3   N3   C18   109.41  3.000
 CS9  C27   N3   C18   107.83  3.000
 CS9  H202  C20  H201  107.65  3.000
 CS9  H202  C20  C27   112.73  3.000
 CS9  H201  C20  C27   110.91  3.000
 CS9  H202  C20  C26   112.97  3.000
 CS9  H201  C20  C26   109.07  3.000
 CS9  C27   C20  C26   103.49  3.000
 CS9  H27   C27  C20   109.35  3.000
 CS9  H27   C27  N3    109.00  3.000
 CS9  C20   C27  N3    106.66  3.000
 CS9  H27   C27  C16   109.02  3.000
 CS9  C20   C27  C16   111.89  3.000
 CS9  N3    C27  C16   110.85  3.000
 CS9  C31   O4   C26   120.09  3.000
 CS9  C36   C31  C32   119.42  3.000
 CS9  C32   C31  O4    124.79  3.000
 CS9  C36   C31  O4    115.78  3.000
 CS9  H32   C32  C33   118.70  3.000
 CS9  H32   C32  C31   121.68  3.000
 CS9  C33   C32  C31   119.62  3.000
 CS9  H33   C33  C34   120.04  3.000
 CS9  H33   C33  C32   118.83  3.000
 CS9  C34   C33  C32   121.14  3.000
 CS9  H34   C34  C35   120.55  3.000
 CS9  H34   C34  C33   120.50  3.000
 CS9  C35   C34  C33   118.95  3.000
 CS9  H35   C35  C36   119.24  3.000
 CS9  H35   C35  C34   120.14  3.000
 CS9  C36   C35  C34   120.63  3.000
 CS9  H36   C36  C35   120.43  3.000
 CS9  H36   C36  C31   119.33  3.000
 CS9  C35   C36  C31   120.25  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
 CS9  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 CS9  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 CS9  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 CS9  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 CS9  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 CS9  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 CS9  CONST_07  C23   C24  C25  C19     0.00   0.0  0
 CS9  CONST_08  C23   C22  C21  C19     0.00   0.0  0
 CS9  CONST_09  C24   C25  C19  C21     0.00   0.0  0
 CS9  CONST_10  C24   C23  C22  C21     0.00   0.0  0
 CS9  CONST_11  C25   C19  C21  C22     0.00   0.0  0
 CS9  CONST_12  C25   C24  C23  C22     0.00   0.0  0
 CS9  CONST_13  C34   C35  C36  C31     0.00   0.0  0
 CS9  CONST_14  C34   C33  C32  C31     0.00   0.0  0
 CS9  CONST_15  C35   C36  C31  C32     0.00   0.0  0
 CS9  CONST_16  C35   C34  C33  C32     0.00   0.0  0
 CS9  CONST_17  C36   C31  C32  C33     0.00   0.0  0
 CS9  CONST_18  C36   C35  C34  C33     0.00   0.0  0
 CS9  CONST_19  C7    C6   C1   C2    180.00   0.0  0
 CS9  CONST_20  C14   C4   C3   C2    180.00   0.0  0
 CS9  CONST_21  C30   C2   C3   C4    180.00   0.0  0
 CS9  CONST_22  C7    C6   C5   C4    180.00   0.0  0
 CS9  CONST_23  C30   C2   C1   C6    180.00   0.0  0
 CS9  CONST_24  C14   C4   C5   C6    180.00   0.0  0
 CS9  CONST_25  C24   C25  C19  C17   180.00   0.0  0
 CS9  CONST_26  C22   C21  C19  C17   180.00   0.0  0
 CS9  CONST_27  F1    C24  C25  C19   180.00   0.0  0
 CS9  CONST_28  F2    C22  C21  C19   180.00   0.0  0
 CS9  CONST_29  F1    C24  C23  C22   180.00   0.0  0
 CS9  CONST_30  F2    C22  C23  C24   180.00   0.0  0
 CS9  CONST_31  C35   C36  C31  O4    180.00   0.0  0
 CS9  CONST_32  C33   C32  C31  O4    180.00   0.0  0
 CS9  CONST_33  H5    C5   C6   C1    180.00   0.0  0
 CS9  CONST_34  H3    C3   C2   C1    180.00   0.0  0
 CS9  CONST_35  H1    C1   C2   C3    180.00   0.0  0
 CS9  CONST_36  H25   C25  C19  C21   180.00   0.0  0
 CS9  CONST_37  H23   C23  C22  C21   180.00   0.0  0
 CS9  CONST_38  H21   C21  C22  C23   180.00   0.0  0
 CS9  CONST_39  H35   C35  C36  C31   180.00   0.0  0
 CS9  CONST_40  H33   C33  C32  C31   180.00   0.0  0
 CS9  CONST_41  H36   C36  C31  C32   180.00   0.0  0
 CS9  CONST_42  H34   C34  C33  C32   180.00   0.0  0
 CS9  CONST_43  H32   C32  C33  C34   180.00   0.0  0
 CS9  CONST_44  C15   N2   C14  C4    180.00   0.0  0
 CS9  CONST_45  C8    N1   C7   C6    180.00   0.0  0
 CS9  CONST_46  C11   N1   C7   C6      0.00   0.0  0
 CS9  CONST_47  HN2   N2   C14  C4      0.00   0.0  0
 CS9  CONST_48  C8    N1   C7   O1      0.00   0.0  0
 CS9  CONST_49  C11   N1   C7   O1    180.00   0.0  0
 CS9  CONST_50  C15   N2   C14  O2      0.00   0.0  0
 CS9  Var_01    C27   N3   C18  C26   -29.71  30.0  1
 CS9  Var_02    C36   C31  O4   C26  -176.90  30.0  2
 CS9  Var_03    N1    C7   C6   C1    -85.31  30.0  2
 CS9  Var_04    O2    C14  C4   C3    144.14  30.0  2
 CS9  Var_05    C25   C19  C17  C15    92.08  30.0  2
 CS9  Var_06    H301  C30  C2   C1     86.88  30.0  2
 CS9  Var_07    C9    C8   N1   C7     87.02  30.0  3
 CS9  Var_08    C12   C11  N1   C7    101.44  30.0  3
 CS9  Var_09    C10   C9   C8   N1    178.56  30.0  3
 CS9  Var_10    C13   C12  C11  N1    178.25  30.0  3
 CS9  Var_11    H101  C10  C9   C8    -60.57  30.0  3
 CS9  Var_12    H131  C13  C12  C11  -179.53  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
 CS9  chir_01  C15  N2  C17  C16  negativ
 CS9  chir_02  C16  O3  C15  C27  negativ
 CS9  chir_03  C26  O4  C20  C18  positiv
 CS9  chir_04  C27  N3  C16  C20  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
 CS9  plan-1  C1   0.020
 CS9  plan-1  C2   0.020
 CS9  plan-1  C3   0.020
 CS9  plan-1  C4   0.020
 CS9  plan-1  C5   0.020
 CS9  plan-1  C6   0.020
 CS9  plan-1  C7   0.020
 CS9  plan-1  C30  0.020
 CS9  plan-1  C14  0.020
 CS9  plan-1  H1   0.020
 CS9  plan-1  H3   0.020
 CS9  plan-1  H5   0.020
 CS9  plan-2  C17  0.020
 CS9  plan-2  C19  0.020
 CS9  plan-2  C21  0.020
 CS9  plan-2  C22  0.020
 CS9  plan-2  C23  0.020
 CS9  plan-2  C24  0.020
 CS9  plan-2  C25  0.020
 CS9  plan-2  F2   0.020
 CS9  plan-2  F1   0.020
 CS9  plan-2  H21  0.020
 CS9  plan-2  H23  0.020
 CS9  plan-2  H25  0.020
 CS9  plan-3  O4   0.020
 CS9  plan-3  C31  0.020
 CS9  plan-3  C32  0.020
 CS9  plan-3  C33  0.020
 CS9  plan-3  C34  0.020
 CS9  plan-3  C35  0.020
 CS9  plan-3  C36  0.020
 CS9  plan-3  H32  0.020
 CS9  plan-3  H33  0.020
 CS9  plan-3  H34  0.020
 CS9  plan-3  H35  0.020
 CS9  plan-3  H36  0.020
 CS9  plan-4  C4   0.020
 CS9  plan-4  C14  0.020
 CS9  plan-4  N2   0.020
 CS9  plan-4  O2   0.020
 CS9  plan-4  C15  0.020
 CS9  plan-4  HN2  0.020
 CS9  plan-5  C6   0.020
 CS9  plan-5  C7   0.020
 CS9  plan-5  N1   0.020
 CS9  plan-5  O1   0.020
 CS9  plan-5  C8   0.020
 CS9  plan-5  C11  0.020

