# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat May 30 03:24:56 2020
#   Inital geometry file: a 238 line input string
#   Ligand name: (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]amino}-5-oxopentyl]-N-tert-butyl-4-{[6-chloro-5-(4-methylpiperazin-1-yl)pyrazin-2-yl]carbonyl}piperazine-2-carboxamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CC[C@@H](O)[C@H]1NC(=O)[C@@H](C[C@H](O)CN2CCN(C[C@H]2C(=O)NC(C)(C)C)C(=O)c3cnc(N4CCN(C)CC4)c(Cl)n3)Cc5ccccc5
#
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
 3IN  3IN  '(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]amino}-5-oxopentyl]-N-tert-butyl-4-{[6-chloro-5-(4-methylpiperazin-1-yl)pyrazin-2-yl]carbonyl}piperazine-2-carboxamide (non-preferred name)'  ligand  106  51  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_3IN
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
 3IN  C1    C   CH2   0  -0.309   1.8999  -1.5593    1.7774
 3IN  C2    C   CH1   0  -0.192   1.8349  -0.4938    0.6823
 3IN  C3    C   C     0   0.560   2.4687  -1.0820   -0.5816
 3IN  O4    O   OH1   0  -0.670  -1.6516   1.8078   -8.6548
 3IN  O5    O   O     0  -0.476   3.1287  -0.6198    4.0663
 3IN  N6    N   N     0  -0.332   0.1503  -1.2021    5.6763
 3IN  C7    C   CH3   0  -0.682   5.3966   0.3590   -2.3240
 3IN  C8    C   CH2   0  -0.281  -0.2529   0.2592    1.6147
 3IN  C9    C   CH2   0  -0.332  -0.1842  -0.8013    2.6989
 3IN  C11   C   CH1   0   0.039  -0.5170   0.1773   -1.8442
 3IN  C12   C   CH2   0  -0.462  -0.5342   1.1393   -3.0289
 3IN  C13   C   CH1   0  -0.386  -1.1316   0.5693   -4.3219
 3IN  C14   C   CH2   0  -0.489  -2.6697   0.5793   -4.3409
 3IN  C15   C   CR6   0   0.115  -3.2432   0.0244   -5.6160
 3IN  C16   C   CR16  0  -0.307  -3.0366  -1.3106   -5.9652
 3IN  C19   C   CR16  0  -0.251  -4.4998   0.3121   -7.6679
 3IN  C20   C   CR16  0  -0.347  -3.9808   0.8267   -6.4833
 3IN  C21   C   C     0   0.568  -0.6205   1.3793   -5.5039
 3IN  C22   C   CR15  0  -0.133   0.5597   1.2096   -7.6775
 3IN  C24   C   CH2   0  -0.498  -0.4505  -0.2618   -9.3070
 3IN  C27   C   CH2   0  -0.283  -1.3355   1.6580   10.7023
 3IN  C30   C   CR15  0  -0.259   1.6718   0.2911   -8.1886
 3IN  C32   C   CR6   0   0.033   1.1595  -0.4138    5.3062
 3IN  C33   C   CR6   0   0.061  -0.4080  -1.0037    6.8290
 3IN  C34   C   CR6   0   0.533   0.0385  -0.0037    7.7327
 3IN  C35   C   CH2   0  -0.279  -1.5483  -0.6915   10.9955
 3IN  N1    N   NT    0  -0.458   1.2080  -1.1200    2.9709
 3IN  O1    O   O     0  -0.491   2.0134  -2.0953   -1.0927
 3IN  N2    N   NH1   0  -0.644   3.5295  -0.4083   -1.0413
 3IN  C4    C   CT    0   0.098   4.2976  -0.7000   -2.2592
 3IN  C5    C   CH3   0  -0.643   4.9392  -2.0855   -2.1797
 3IN  C6    C   CH3   0  -0.649   3.4043  -0.5793   -3.4951
 3IN  N3    N   NT    0  -0.421   0.4508  -0.1491    0.4153
 3IN  O2    O   OH1   0  -0.657  -1.8026  -0.2255   -1.4176
 3IN  C17   C   CR16  0  -0.235  -3.5482  -1.8269   -7.1466
 3IN  C18   C   CR16  0  -0.264  -4.2823  -1.0160   -8.0045
 3IN  O3    O   O     0  -0.494  -0.7134   2.5981   -5.5305
 3IN  N4    N   NH1   0  -0.636  -0.0628   0.6562   -6.4914
 3IN  C23   C   CR15  0   0.057  -0.4045   1.2122   -8.8753
 3IN  C25   C   CH2   0  -0.453   0.9106  -0.8527   -8.8905
 3IN  N7    N   N     0  -0.406   0.9881   0.8203    7.3136
 3IN  C36   C   CR16  0  -0.061   1.5480   0.6278    6.1288
 3IN  CL1   CL  CL    0  -0.078  -1.8169  -1.9484    7.1752
 3IN  C26   C   CH2   0  -0.303  -0.2812   1.4569    9.6288
 3IN  N8    N   NT    0  -0.414  -1.3230   0.5741   11.6630
 3IN  C37   C   CH2   0  -0.318  -0.4959  -0.9212    9.9319
 3IN  N5    N   NT    0  -0.498  -0.5102   0.1800    8.9700
 3IN  H11A  H   HCH2  0   0.277   2.9340  -1.7991    2.0118
 3IN  H12   H   HCH2  0   0.262   1.4087  -2.4676    1.4206
 3IN  H2    H   HCH1  0   0.237   2.4159   0.3811    1.0242
 3IN  HO4   H   HOH1  0   0.454  -2.1420   1.2763   -8.0165
 3IN  H71   H   HCH3  0   0.244   6.0123   0.2104   -3.2103
 3IN  H72   H   HCH3  0   0.238   4.9762   1.3656   -2.3754
 3IN  H73   H   HCH3  0   0.240   6.0483   0.3033   -1.4501
 3IN  H81   H   HCH2  0   0.203   0.1400   1.2055    2.0250
 3IN  H82   H   HCH2  0   0.251  -1.3015   0.4295    1.3670
 3IN  H91   H   HCH2  0   0.279  -0.6883  -0.4370    3.5878
 3IN  H92   H   HCH2  0   0.251  -0.6971  -1.7102    2.3749
 3IN  H11   H   HCH1  0   0.229  -0.0152  -0.7444   -2.1521
 3IN  H121  H   HCH2  0   0.245   0.5075   1.4153   -3.2205
 3IN  H122  H   HCH2  0   0.238  -1.0448   2.0686   -2.7560
 3IN  H13   H   HCH1  0   0.248  -0.7928  -0.4680   -4.4243
 3IN  H141  H   HCH2  0   0.270  -3.0302  -0.0053   -3.4945
 3IN  H142  H   HCH2  0   0.246  -3.0225   1.6025   -4.1907
 3IN  H16   H   HCR6  0   0.252  -2.4710  -1.9576   -5.3043
 3IN  H19   H   HCR6  0   0.260  -5.0711   0.9535   -8.3266
 3IN  H20   H   HCR6  0   0.259  -4.1588   1.8648   -6.2275
 3IN  H22   H   HCR5  0   0.260   0.9251   2.2094   -7.4397
 3IN  H241  H   HCH2  0   0.244  -0.6491  -0.3621  -10.3742
 3IN  H242  H   HCH2  0   0.236  -1.2687  -0.7716   -8.7884
 3IN  H271  H   HCH2  0   0.243  -1.1281   2.5981   11.2185
 3IN  H272  H   HCH2  0   0.196  -2.3224   1.7644   10.2193
 3IN  H30   H   HCR5  0   0.250   2.2037   0.8671   -8.9525
 3IN  H351  H   HCH2  0   0.244  -1.4876  -1.5006   11.7267
 3IN  H352  H   HCH2  0   0.197  -2.5488  -0.7419   10.5318
 3IN  HN2   H   HNH1  0   0.403   3.7878   0.4296   -0.5442
 3IN  H51   H   HCH3  0   0.228   5.5593  -2.1713   -1.2858
 3IN  H52   H   HCH3  0   0.240   4.1958  -2.8796   -2.1614
 3IN  H53   H   HCH3  0   0.227   5.5822  -2.2443   -3.0470
 3IN  H61   H   HCH3  0   0.226   2.9478   0.4109   -3.5467
 3IN  H62   H   HCH3  0   0.233   3.9968  -0.7146   -4.4010
 3IN  H63   H   HCH3  0   0.239   2.6074  -1.3217   -3.4995
 3IN  HO2   H   HOH1  0   0.441  -2.2989   0.5603   -1.1627
 3IN  H17   H   HCR6  0   0.258  -3.3750  -2.8654   -7.3984
 3IN  H18   H   HCR6  0   0.257  -4.6805  -1.4171   -8.9271
 3IN  HN4   H   HNH1  0   0.396  -0.0272  -0.3427   -6.3632
 3IN  H23   H   HCR5  0   0.236   0.0710   1.8046   -9.6636
 3IN  H251  H   HCH2  0   0.246   1.4780  -1.2400   -9.7369
 3IN  H252  H   HCH2  0   0.228   0.7739  -1.6923   -8.2037
 3IN  H36   H   HCR6  0   0.285   2.3198   1.3264    5.8301
 3IN  H261  H   HCH2  0   0.227   0.7202   1.5003   10.0744
 3IN  H262  H   HCH2  0   0.259  -0.3549   2.2625    8.9004
 3IN  H371  H   HCH2  0   0.259  -0.6731  -1.8744    9.4429
 3IN  H372  H   HCH2  0   0.239   0.4938  -0.9746   10.4030
 3IN  H281  H   HCH3  0   0.234  -2.2137  -0.0146   13.4569
 3IN  H282  H   HCH3  0   0.234  -2.0500   1.7284   13.2435
 3IN  H283  H   HCH3  0   0.194  -3.3165   0.8489   12.3729
 3IN  C10   C   CH2   0  -0.323   0.2737   0.7866   -0.6873
 3IN  C31   C   C     0   0.530   1.9084  -0.7104    4.0469
 3IN  C29   C   CH3   0  -0.658   2.6874  -0.1654   -7.1564
 3IN  C28   C   CH3   0  -0.519  -2.2754   0.7941   12.7275
 3IN  H101  H   HCH2  0   0.233   1.2402   1.1406   -1.0607
 3IN  H102  H   HCH2  0   0.241  -0.2428   1.6918   -0.3422
 3IN  H291  H   HCH3  0   0.235   3.4739  -0.7547   -7.6295
 3IN  H292  H   HCH3  0   0.231   3.1595   0.6823   -6.6576
 3IN  H293  H   HCH3  0   0.216   2.2368  -0.7939   -6.3862

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
 3IN  C1   C2    single    1.529  0.020  1.529
 3IN  C1   N1    single    1.448  0.020  1.448
 3IN  C1   H11A  single    0.970  0.020  1.090
 3IN  C1   H12   single    0.970  0.020  1.090
 3IN  C2   C3    single    1.531  0.020  1.531
 3IN  C2   N3    single    1.451  0.020  1.451
 3IN  C2   H2    single    0.970  0.020  1.090
 3IN  C3   O1    double    1.223  0.020  1.223
 3IN  C3   N2    single    1.338  0.020  1.338
 3IN  O4   C23   single    1.400  0.020  1.400
 3IN  O4   HO4   single    0.850  0.020  0.980
 3IN  O5   C31   double    1.224  0.020  1.224
 3IN  N6   C32   aromatic  1.333  0.020  1.333
 3IN  N6   C33   aromatic  1.296  0.020  1.296
 3IN  C7   C4    single    1.528  0.020  1.528
 3IN  C7   H71   single    0.970  0.020  1.090
 3IN  C7   H72   single    0.970  0.020  1.090
 3IN  C7   H73   single    0.970  0.020  1.090
 3IN  C8   C9    single    1.518  0.020  1.518
 3IN  C8   N3    single    1.449  0.020  1.449
 3IN  C8   H81   single    0.970  0.020  1.090
 3IN  C8   H82   single    0.970  0.020  1.090
 3IN  C9   N1    single    1.454  0.020  1.454
 3IN  C9   H91   single    0.970  0.020  1.090
 3IN  C9   H92   single    0.970  0.020  1.090
 3IN  C10  C11   single    1.528  0.020  1.528
 3IN  C10  N3    single    1.457  0.020  1.457
 3IN  C10  H101  single    0.970  0.020  1.090
 3IN  C10  H102  single    0.970  0.020  1.090
 3IN  C11  C12   single    1.526  0.020  1.526
 3IN  C11  O2    single    1.413  0.020  1.413
 3IN  C11  H11   single    0.970  0.020  1.090
 3IN  C12  C13   single    1.534  0.020  1.534
 3IN  C12  H121  single    0.970  0.020  1.090
 3IN  C12  H122  single    0.970  0.020  1.090
 3IN  C13  C14   single    1.538  0.020  1.538
 3IN  C13  C21   single    1.521  0.020  1.521
 3IN  C13  H13   single    0.970  0.020  1.090
 3IN  C14  C15   single    1.504  0.020  1.504
 3IN  C14  H141  single    0.970  0.020  1.090
 3IN  C14  H142  single    0.970  0.020  1.090
 3IN  C15  C16   aromatic  1.395  0.020  1.395
 3IN  C15  C20   aromatic  1.393  0.020  1.393
 3IN  C16  C17   aromatic  1.387  0.020  1.387
 3IN  C16  H16   single    0.930  0.020  1.080
 3IN  C19  C20   aromatic  1.392  0.020  1.392
 3IN  C19  C18   aromatic  1.387  0.020  1.387
 3IN  C19  H19   single    0.930  0.020  1.080
 3IN  C20  H20   single    0.930  0.020  1.080
 3IN  C21  O3    double    1.223  0.020  1.223
 3IN  C21  N4    single    1.345  0.020  1.345
 3IN  C22  C30   single    1.530  0.020  1.530
 3IN  C22  N4    single    1.449  0.020  1.449
 3IN  C22  C23   single    1.538  0.020  1.538
 3IN  C22  H22   single    0.970  0.020  1.090
 3IN  C24  C23   single    1.537  0.020  1.537
 3IN  C24  C25   single    1.541  0.020  1.541
 3IN  C24  H241  single    0.970  0.020  1.090
 3IN  C24  H242  single    0.970  0.020  1.090
 3IN  C27  C26   single    1.518  0.020  1.518
 3IN  C27  N8    single    1.448  0.020  1.448
 3IN  C27  H271  single    0.970  0.020  1.090
 3IN  C27  H272  single    0.970  0.020  1.090
 3IN  C30  C25   single    1.543  0.020  1.543
 3IN  C30  C29   single    1.518  0.020  1.518
 3IN  C30  H30   single    0.970  0.020  1.090
 3IN  C31  C32   single    1.495  0.020  1.495
 3IN  C31  N1    single    1.348  0.020  1.348
 3IN  C32  C36   aromatic  1.383  0.020  1.383
 3IN  C33  C34   aromatic  1.420  0.020  1.420
 3IN  C33  CL1   single    1.731  0.020  1.731
 3IN  C34  N7    aromatic  1.325  0.020  1.325
 3IN  C34  N5    single    1.366  0.020  1.366
 3IN  C35  N8    single    1.448  0.020  1.448
 3IN  C35  C37   single    1.514  0.020  1.514
 3IN  C35  H351  single    0.970  0.020  1.090
 3IN  C35  H352  single    0.970  0.020  1.090
 3IN  N2   C4    single    1.469  0.020  1.469
 3IN  N2   HN2   single    0.860  0.020  1.020
 3IN  C4   C5    single    1.529  0.020  1.529
 3IN  C4   C6    single    1.530  0.020  1.530
 3IN  C5   H51   single    0.970  0.020  1.090
 3IN  C5   H52   single    0.970  0.020  1.090
 3IN  C5   H53   single    0.970  0.020  1.090
 3IN  C6   H61   single    0.970  0.020  1.090
 3IN  C6   H62   single    0.970  0.020  1.090
 3IN  C6   H63   single    0.970  0.020  1.090
 3IN  O2   HO2   single    0.850  0.020  0.980
 3IN  C17  C18   aromatic  1.390  0.020  1.390
 3IN  C17  H17   single    0.930  0.020  1.080
 3IN  C18  H18   single    0.930  0.020  1.080
 3IN  N4   HN4   single    0.860  0.020  1.020
 3IN  C23  H23   single    0.970  0.020  1.090
 3IN  C25  H251  single    0.970  0.020  1.090
 3IN  C25  H252  single    0.970  0.020  1.090
 3IN  C29  H291  single    0.970  0.020  1.090
 3IN  C29  H292  single    0.970  0.020  1.090
 3IN  C29  H293  single    0.970  0.020  1.090
 3IN  N7   C36   aromatic  1.324  0.020  1.324
 3IN  C36  H36   single    0.930  0.020  1.080
 3IN  C26  N5    single    1.455  0.020  1.455
 3IN  C26  H261  single    0.970  0.020  1.090
 3IN  C26  H262  single    0.970  0.020  1.090
 3IN  N8   C28   single    1.445  0.020  1.445
 3IN  C37  N5    single    1.462  0.020  1.462
 3IN  C37  H371  single    0.970  0.020  1.090
 3IN  C37  H372  single    0.970  0.020  1.090
 3IN  C28  H281  single    0.970  0.020  1.090
 3IN  C28  H282  single    0.970  0.020  1.090
 3IN  C28  H283  single    0.970  0.020  1.090

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
 3IN  H12   C1   H11A  108.35  3.000
 3IN  H12   C1   N1    107.85  3.000
 3IN  H11A  C1   N1    110.11  3.000
 3IN  H12   C1   C2    109.04  3.000
 3IN  H11A  C1   C2    110.40  3.000
 3IN  N1    C1   C2    111.01  3.000
 3IN  H2    C2   N3    111.75  3.000
 3IN  H2    C2   C3    110.00  3.000
 3IN  N3    C2   C3    109.52  3.000
 3IN  H2    C2   C1    107.93  3.000
 3IN  N3    C2   C1    109.74  3.000
 3IN  C3    C2   C1    107.81  3.000
 3IN  N2    C3   O1    124.67  3.000
 3IN  N2    C3   C2    114.73  3.000
 3IN  O1    C3   C2    120.60  3.000
 3IN  HO4   O4   C23   108.84  3.000
 3IN  C33   N6   C32   118.85  3.000
 3IN  H73   C7   H72   108.34  3.000
 3IN  H73   C7   H71   107.87  3.000
 3IN  H72   C7   H71   107.75  3.000
 3IN  H73   C7   C4    111.12  3.000
 3IN  H72   C7   C4    111.35  3.000
 3IN  H71   C7   C4    110.28  3.000
 3IN  H82   C8   H81   107.02  3.000
 3IN  H82   C8   N3    108.83  3.000
 3IN  H81   C8   N3    112.11  3.000
 3IN  H82   C8   C9    108.34  3.000
 3IN  H81   C8   C9    108.50  3.000
 3IN  N3    C8   C9    111.85  3.000
 3IN  H92   C9   H91   107.71  3.000
 3IN  H92   C9   N1    108.82  3.000
 3IN  H91   C9   N1    111.42  3.000
 3IN  H92   C9   C8    110.37  3.000
 3IN  H91   C9   C8    109.24  3.000
 3IN  N1    C9   C8    109.27  3.000
 3IN  H11   C11  O2    105.20  3.000
 3IN  H11   C11  C12   108.53  3.000
 3IN  O2    C11  C12   113.81  3.000
 3IN  H11   C11  C10   108.17  3.000
 3IN  O2    C11  C10   110.84  3.000
 3IN  C12   C11  C10   110.01  3.000
 3IN  H122  C12  H121  105.87  3.000
 3IN  H122  C12  C13   110.11  3.000
 3IN  H121  C12  C13   108.47  3.000
 3IN  H122  C12  C11   110.29  3.000
 3IN  H121  C12  C11   106.50  3.000
 3IN  C13   C12  C11   115.11  3.000
 3IN  H13   C13  C21   109.11  3.000
 3IN  H13   C13  C14   108.31  3.000
 3IN  C21   C13  C14   108.83  3.000
 3IN  H13   C13  C12   108.06  3.000
 3IN  C21   C13  C12   109.03  3.000
 3IN  C14   C13  C12   113.42  3.000
 3IN  H142  C14  H141  106.78  3.000
 3IN  H142  C14  C15   109.81  3.000
 3IN  H141  C14  C15   109.53  3.000
 3IN  H142  C14  C13   109.10  3.000
 3IN  H141  C14  C13   108.52  3.000
 3IN  C15   C14  C13   112.91  3.000
 3IN  C20   C15  C16   118.28  3.000
 3IN  C20   C15  C14   121.14  3.000
 3IN  C16   C15  C14   120.57  3.000
 3IN  H16   C16  C17   119.31  3.000
 3IN  H16   C16  C15   119.72  3.000
 3IN  C17   C16  C15   120.97  3.000
 3IN  H19   C19  C18   120.15  3.000
 3IN  H19   C19  C20   119.71  3.000
 3IN  C18   C19  C20   120.13  3.000
 3IN  H20   C20  C19   119.59  3.000
 3IN  H20   C20  C15   119.46  3.000
 3IN  C19   C20  C15   120.95  3.000
 3IN  N4    C21  O3    123.47  3.000
 3IN  N4    C21  C13   115.06  3.000
 3IN  O3    C21  C13   121.48  3.000
 3IN  H22   C22  C23   112.23  3.000
 3IN  H22   C22  N4    108.39  3.000
 3IN  C23   C22  N4    111.64  3.000
 3IN  H22   C22  C30   112.31  3.000
 3IN  C23   C22  C30   101.34  3.000
 3IN  N4    C22  C30   110.88  3.000
 3IN  H242  C24  H241  106.54  3.000
 3IN  H242  C24  C25   110.71  3.000
 3IN  H241  C24  C25   112.96  3.000
 3IN  H242  C24  C23   109.64  3.000
 3IN  H241  C24  C23   111.64  3.000
 3IN  C25   C24  C23   105.39  3.000
 3IN  H272  C27  H271  107.07  3.000
 3IN  H272  C27  N8    111.72  3.000
 3IN  H271  C27  N8    109.21  3.000
 3IN  H272  C27  C26   108.92  3.000
 3IN  H271  C27  C26   108.44  3.000
 3IN  N8    C27  C26   111.34  3.000
 3IN  H30   C30  C29   107.91  3.000
 3IN  H30   C30  C25   108.20  3.000
 3IN  C29   C30  C25   114.61  3.000
 3IN  H30   C30  C22   105.69  3.000
 3IN  C29   C30  C22   116.08  3.000
 3IN  C25   C30  C22   103.79  3.000
 3IN  C36   C32  C31   120.65  3.000
 3IN  C36   C32  N6    119.53  3.000
 3IN  C31   C32  N6    119.72  3.000
 3IN  CL1   C33  C34   120.86  3.000
 3IN  CL1   C33  N6    116.42  3.000
 3IN  C34   C33  N6    122.57  3.000
 3IN  N5    C34  N7    119.38  3.000
 3IN  N5    C34  C33   123.02  3.000
 3IN  N7    C34  C33   117.52  3.000
 3IN  H352  C35  H351  107.32  3.000
 3IN  H352  C35  C37   109.15  3.000
 3IN  H351  C35  C37   108.62  3.000
 3IN  H352  C35  N8    111.99  3.000
 3IN  H351  C35  N8    109.27  3.000
 3IN  C37   C35  N8    110.38  3.000
 3IN  C31   N1   C9    125.48  3.000
 3IN  C31   N1   C1    120.13  3.000
 3IN  C9    N1   C1    111.71  3.000
 3IN  HN2   N2   C4    116.10  3.000
 3IN  HN2   N2   C3    116.89  3.000
 3IN  C4    N2   C3    126.82  3.000
 3IN  C6    C4   C5    111.01  3.000
 3IN  C6    C4   N2    110.42  3.000
 3IN  C5    C4   N2    110.86  3.000
 3IN  C6    C4   C7    109.34  3.000
 3IN  C5    C4   C7    109.18  3.000
 3IN  N2    C4   C7    105.88  3.000
 3IN  H53   C5   H52   108.05  3.000
 3IN  H53   C5   H51   107.74  3.000
 3IN  H52   C5   H51   108.49  3.000
 3IN  H53   C5   C4    109.74  3.000
 3IN  H52   C5   C4    112.06  3.000
 3IN  H51   C5   C4    110.63  3.000
 3IN  H63   C6   H62   108.04  3.000
 3IN  H63   C6   H61   108.19  3.000
 3IN  H62   C6   H61   107.48  3.000
 3IN  H63   C6   C4    112.13  3.000
 3IN  H62   C6   C4    110.12  3.000
 3IN  H61   C6   C4    110.72  3.000
 3IN  C10   N3   C8    112.73  3.000
 3IN  C10   N3   C2    114.06  3.000
 3IN  C8    N3   C2    112.20  3.000
 3IN  HO2   O2   C11   108.42  3.000
 3IN  H17   C17  C18   120.04  3.000
 3IN  H17   C17  C16   119.74  3.000
 3IN  C18   C17  C16   120.21  3.000
 3IN  H18   C18  C17   120.28  3.000
 3IN  H18   C18  C19   120.27  3.000
 3IN  C17   C18  C19   119.44  3.000
 3IN  HN4   N4   C22   117.86  3.000
 3IN  HN4   N4   C21   117.01  3.000
 3IN  C22   N4   C21   125.01  3.000
 3IN  H23   C23  C24   109.26  3.000
 3IN  H23   C23  C22   106.83  3.000
 3IN  C24   C23  C22   103.65  3.000
 3IN  H23   C23  O4    105.68  3.000
 3IN  C24   C23  O4    115.20  3.000
 3IN  C22   C23  O4    115.90  3.000
 3IN  H252  C25  H251  106.26  3.000
 3IN  H252  C25  C30   110.20  3.000
 3IN  H251  C25  C30   111.09  3.000
 3IN  H252  C25  C24   110.71  3.000
 3IN  H251  C25  C24   112.71  3.000
 3IN  C30   C25  C24   105.93  3.000
 3IN  C36   N7   C34   119.70  3.000
 3IN  H36   C36  N7    117.02  3.000
 3IN  H36   C36  C32   121.46  3.000
 3IN  N7    C36  C32   121.52  3.000
 3IN  H262  C26  H261  107.72  3.000
 3IN  H262  C26  N5    109.62  3.000
 3IN  H261  C26  N5    111.25  3.000
 3IN  H262  C26  C27   109.15  3.000
 3IN  H261  C26  C27   109.97  3.000
 3IN  N5    C26  C27   109.10  3.000
 3IN  C28   N8   C35   111.71  3.000
 3IN  C28   N8   C27   111.65  3.000
 3IN  C35   N8   C27   110.29  3.000
 3IN  H372  C37  H371  107.32  3.000
 3IN  H372  C37  N5    109.14  3.000
 3IN  H371  C37  N5    111.30  3.000
 3IN  H372  C37  C35   109.43  3.000
 3IN  H371  C37  C35   109.64  3.000
 3IN  N5    C37  C35   109.95  3.000
 3IN  C37   N5   C26   111.19  3.000
 3IN  C37   N5   C34   119.39  3.000
 3IN  C26   N5   C34   117.71  3.000
 3IN  H102  C10  H101  104.83  3.000
 3IN  H102  C10  N3    110.42  3.000
 3IN  H101  C10  N3    111.00  3.000
 3IN  H102  C10  C11   108.86  3.000
 3IN  H101  C10  C11   109.11  3.000
 3IN  N3    C10  C11   112.32  3.000
 3IN  N1    C31  C32   118.20  3.000
 3IN  N1    C31  O5    123.60  3.000
 3IN  C32   C31  O5    118.13  3.000
 3IN  H293  C29  H292  107.66  3.000
 3IN  H293  C29  H291  107.02  3.000
 3IN  H292  C29  H291  107.83  3.000
 3IN  H293  C29  C30   112.13  3.000
 3IN  H292  C29  C30   111.51  3.000
 3IN  H291  C29  C30   110.49  3.000
 3IN  H283  C28  H282  107.76  3.000
 3IN  H283  C28  H281  107.80  3.000
 3IN  H282  C28  H281  107.88  3.000
 3IN  H283  C28  N8    113.17  3.000
 3IN  H282  C28  N8    110.03  3.000
 3IN  H281  C28  N8    110.02  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
 3IN  CONST_01  N7    C36  C32  N6      0.00   0.0  0
 3IN  CONST_02  N7    C34  C33  N6      0.00   0.0  0
 3IN  CONST_03  C18   C17  C16  C15     0.00   0.0  0
 3IN  CONST_04  C18   C19  C20  C15     0.00   0.0  0
 3IN  CONST_05  C19   C20  C15  C16     0.00   0.0  0
 3IN  CONST_06  C19   C18  C17  C16     0.00   0.0  0
 3IN  CONST_07  C17   C16  C15  C20     0.00   0.0  0
 3IN  CONST_08  C17   C18  C19  C20     0.00   0.0  0
 3IN  CONST_09  C34   C33  N6   C32     0.00   0.0  0
 3IN  CONST_10  C34   N7   C36  C32     0.00   0.0  0
 3IN  CONST_11  C36   C32  N6   C33     0.00   0.0  0
 3IN  CONST_12  C36   N7   C34  C33     0.00   0.0  0
 3IN  CONST_13  N5    C34  C33  N6    180.00   0.0  0
 3IN  CONST_14  N5    C34  N7   C36   180.00   0.0  0
 3IN  CONST_15  C17   C16  C15  C14   180.00   0.0  0
 3IN  CONST_16  C19   C20  C15  C14   180.00   0.0  0
 3IN  CONST_17  C33   N6   C32  C31   180.00   0.0  0
 3IN  CONST_18  N7    C36  C32  C31   180.00   0.0  0
 3IN  CONST_19  CL1   C33  N6   C32   180.00   0.0  0
 3IN  CONST_20  CL1   C33  C34  N7    180.00   0.0  0
 3IN  CONST_21  N5    C34  C33  CL1     0.00   0.0  0
 3IN  CONST_22  C32   C31  N1   C1    180.00   0.0  0
 3IN  CONST_24  H36   C36  C32  N6    180.00   0.0  0
 3IN  CONST_25  H17   C17  C16  C15   180.00   0.0  0
 3IN  CONST_26  H19   C19  C20  C15   180.00   0.0  0
 3IN  CONST_27  H20   C20  C15  C16   180.00   0.0  0
 3IN  CONST_28  H18   C18  C17  C16   180.00   0.0  0
 3IN  CONST_29  H16   C16  C15  C20   180.00   0.0  0
 3IN  CONST_30  O5    C31  N1   C1      0.00   0.0  0
 3IN  CONST_32  C4    N2   C3   C2    180.00   0.0  0
 3IN  CONST_33  C22   N4   C21  C13   180.00   0.0  0
 3IN  CONST_34  O3    C21  N4   C22     0.00   0.0  0
 3IN  CONST_35  HN2   N2   C3   C2      0.00   0.0  0
 3IN  CONST_36  C4    N2   C3   O1      0.00   0.0  0
 3IN  CONST_37  HN4   N4   C21  C13     0.00   0.0  0
 3IN  Var_01    C8    C9   N1   C1    -57.04  30.0  1
 3IN  Var_02    C9    N1   C1   C2     57.96  30.0  1
 3IN  Var_03    C9    C8   N3   C2    -55.96  30.0  1
 3IN  Var_04    C34   N5   C26  C27   159.82  30.0  1
 3IN  Var_05    C37   C35  N8   C27    57.89  30.0  1
 3IN  Var_06    C23   C24  C25  C30     1.96  30.0  1
 3IN  Var_07    C26   N5   C34  C33  -161.12  30.0  2
 3IN  Var_08    C35   C37  N5   C34  -159.81  30.0  1
 3IN  Var_09    C26   C27  N8   C35   -58.24  30.0  1
 3IN  Var_10    N3    C8   C9   N1     55.62  30.0  1
 3IN  Var_11    N5    C26  C27  N8     57.40  30.0  1
 3IN  Var_12    N5    C37  C35  N8    -57.60  30.0  1
 3IN  Var_13    N1    C31  C32  N6     40.05  30.0  2
 3IN  Var_14    C11   C10  N3   C2    116.98  30.0  1
 3IN  Var_15    C16   C15  C14  C13    63.87  30.0  2
 3IN  Var_16    H281  C28  N8   C27  -177.57  30.0  3
 3IN  Var_17    C7    C4   N2   C3   -179.97  30.0  3
 3IN  Var_18    H51   C5   C4   C7     60.49  30.0  3
 3IN  Var_19    H61   C6   C4   C7    -59.55  30.0  3
 3IN  Var_20    H71   C7   C4   N2   -179.80  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
 3IN  chir_01  C2   C1   C3   N3   negativ
 3IN  chir_02  C11  O2   C12  C10  negativ
 3IN  chir_03  C13  C12  C14  C21  negativ
 3IN  chir_04  C22  N4   C30  C23  negativ
 3IN  chir_05  C30  C22  C25  C29  positiv
 3IN  chir_06  C23  O4   C24  C22  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
 3IN  plan-1  N6   0.020
 3IN  plan-1  C32  0.020
 3IN  plan-1  C33  0.020
 3IN  plan-1  C34  0.020
 3IN  plan-1  N7   0.020
 3IN  plan-1  C36  0.020
 3IN  plan-1  CL1  0.020
 3IN  plan-1  N5   0.020
 3IN  plan-1  H36  0.020
 3IN  plan-1  C31  0.020
 3IN  plan-2  C14  0.020
 3IN  plan-2  C15  0.020
 3IN  plan-2  C16  0.020
 3IN  plan-2  C19  0.020
 3IN  plan-2  C20  0.020
 3IN  plan-2  C17  0.020
 3IN  plan-2  C18  0.020
 3IN  plan-2  H16  0.020
 3IN  plan-2  H19  0.020
 3IN  plan-2  H20  0.020
 3IN  plan-2  H17  0.020
 3IN  plan-2  H18  0.020
 3IN  plan-3  C1   0.020
 3IN  plan-3  O5   0.020
 3IN  plan-3  C9   0.020
 3IN  plan-3  C32  0.020
 3IN  plan-3  N1   0.020
 3IN  plan-3  C31  0.020
 3IN  plan-4  C2   0.020
 3IN  plan-4  C3   0.020
 3IN  plan-4  O1   0.020
 3IN  plan-4  N2   0.020
 3IN  plan-4  C4   0.020
 3IN  plan-4  HN2  0.020
 3IN  plan-5  C13  0.020
 3IN  plan-5  C21  0.020
 3IN  plan-5  C22  0.020
 3IN  plan-5  O3   0.020
 3IN  plan-5  N4   0.020
 3IN  plan-5  HN4  0.020

