# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 20:53:02 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 8-ethyl-3,10,10-trimethyl-4,5,6,8,10,12-hexahydropyrazolo[4',3':6,7]cyclohepta[1,2-b]pyrrolo[2,3-f]indol-9(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1C(=O)C(C)(C)c2cc3[nH]c4c(CCCc5c(C)n[nH]c45)c3cc12
#
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
 83H  83H  8-ethyl-3,10,10-trimethyl-4,5,6,8,10,12-hexahydropyrazolo[4',3':6,7]cyclohepta[1,2-b]pyrrolo[2,3-f]indol-9(1H)-one  ligand  50  26  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_83H
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
 83H  C4    C  CR56  0   0.334   0.1502   1.0346  -0.0148
 83H  C5    C  CR56  0   0.065   0.0982  -0.3649  -0.1826
 83H  C6    C  CR16  0  -0.453   1.2893  -1.1075  -0.2792
 83H  C7    C  CH2   0  -0.533  -1.7943  -2.1342  -0.3628
 83H  C8    C  CR5   0   0.338  -1.9999   0.4228  -0.0582
 83H  C9    C  CR5   0  -0.056  -1.2779  -0.7401  -0.2082
 83H  C10   C  CR5   0   0.422  -3.4330   0.5833  -0.0239
 83H  C11   C  CR5   0  -0.233  -4.4409  -0.3659  -0.0518
 83H  C12   C  CH2   0  -0.526  -4.3418  -1.8549  -0.1183
 83H  C15   C  CR5   0   0.221  -5.6326   0.3886  -0.0001
 83H  C23   C  CR5   0   0.578   4.6847   0.1088  -0.1296
 83H  N16   N  NR5   0  -0.582   3.7713  -0.8884  -0.2657
 83H  C27   C  CH2   0  -0.330   4.1051  -2.2918  -0.3739
 83H  C28   C  CH3   0  -0.665   3.9767  -3.0286   0.9508
 83H  C17   C  CR5   0  -0.315   3.9416   1.4365   0.0293
 83H  C26   C  CH3   0  -0.630   4.3095   2.0615   1.3767
 83H  C25   C  CH3   0  -0.628   4.3095   2.3735  -1.1228
 83H  C2    C  CR56  0   0.079   2.5052   0.9984  -0.0243
 83H  C3    C  CR16  0  -0.398   1.3543   1.7402   0.0671
 83H  C1    C  CR56  0   0.412   2.4628  -0.3987  -0.1954
 83H  N7    N  NR15  0  -0.780  -1.1347   1.4853   0.0520
 83H  C47   C  CH2   0  -0.447  -3.0555  -2.4580   0.4371
 83H  C48   C  CH3   0  -0.747  -7.0288  -0.1304  -0.0063
 83H  N14   N  N     0  -0.284  -5.3790   1.6840   0.0546
 83H  N13   N  NR15  0  -0.541  -4.0549   1.7838   0.0397
 83H  H6    H  HCR6  0   0.255   1.2682  -2.1824  -0.4090
 83H  H7    H  HCH2  0   0.240  -1.9743  -2.3579  -1.4203
 83H  H7A   H  HCH2  0   0.244  -1.0039  -2.8230  -0.0526
 83H  H12   H  HCH2  0   0.243  -5.1863  -2.2798   0.4318
 83H  H12A  H  HCH2  0   0.239  -4.4747  -2.1909  -1.1528
 83H  H27   H  HCH2  0   0.254   3.4556  -2.7415  -1.1275
 83H  H27A  H  HCH2  0   0.266   5.1235  -2.3632  -0.7521
 83H  H28   H  HCH3  0   0.235   4.6469  -2.6067   1.6996
 83H  H28A  H  HCH3  0   0.233   2.9592  -2.9818   1.3404
 83H  H28B  H  HCH3  0   0.240   4.2355  -4.0789   0.8182
 83H  H26   H  HCH3  0   0.240   5.3732   2.2973   1.4152
 83H  H26A  H  HCH3  0   0.242   3.7541   2.9877   1.5274
 83H  H26B  H  HCH3  0   0.239   4.0761   1.3921   2.2056
 83H  H25   H  HCH3  0   0.240   4.0530   1.9397  -2.0900
 83H  H25A  H  HCH3  0   0.241   3.7710   3.3167  -1.0241
 83H  H25B  H  HCH3  0   0.240   5.3774   2.5932  -1.1162
 83H  H3    H  HCR6  0   0.256   1.3743   2.8157   0.1984
 83H  HN7   H  HNR5  0   0.406  -1.3864   2.4453   0.2143
 83H  H47   H  HCH2  0   0.241  -3.1786  -3.5429   0.4466
 83H  H47A  H  HCH2  0   0.228  -2.9200  -2.1536   1.4785
 83H  H48   H  HCH3  0   0.243  -7.1860  -0.8656   0.7850
 83H  H48A  H  HCH3  0   0.249  -7.7426   0.6785   0.1401
 83H  H48B  H  HCH3  0   0.245  -7.2690  -0.6215  -0.9509
 83H  HN13  H  HNR5  0   0.412  -3.6398   2.7006   0.0645
 83H  O24   O  O     0  -0.471   5.8919  -0.0361  -0.1308

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
 83H  C4   C5    aromatic  1.410  0.020  1.410
 83H  C4   C3    aromatic  1.398  0.020  1.398
 83H  C4   N7    aromatic  1.363  0.020  1.363
 83H  C5   C6    aromatic  1.407  0.020  1.407
 83H  C5   C9    aromatic  1.427  0.020  1.427
 83H  C6   C1    aromatic  1.373  0.020  1.373
 83H  C7   C9    single    1.495  0.020  1.495
 83H  C7   C47   single    1.528  0.020  1.528
 83H  C8   C9    aromatic  1.377  0.020  1.377
 83H  C8   C10   aromatic  1.443  0.020  1.443
 83H  C8   N7    aromatic  1.375  0.020  1.375
 83H  C10  C11   aromatic  1.385  0.020  1.385
 83H  C10  N13   aromatic  1.353  0.020  1.353
 83H  C11  C12   single    1.494  0.020  1.494
 83H  C11  C15   aromatic  1.411  0.020  1.411
 83H  C12  C47   single    1.525  0.020  1.525
 83H  C15  C48   single    1.490  0.020  1.490
 83H  C15  N14   aromatic  1.321  0.020  1.321
 83H  O24  C23   double    1.216  0.020  1.216
 83H  C23  N16   single    1.359  0.020  1.359
 83H  C23  C17   single    1.530  0.020  1.530
 83H  N16  C27   single    1.447  0.020  1.447
 83H  N16  C1    single    1.399  0.020  1.399
 83H  C27  C28   single    1.521  0.020  1.521
 83H  C17  C26   single    1.530  0.020  1.530
 83H  C17  C25   single    1.530  0.020  1.530
 83H  C17  C2    single    1.503  0.020  1.503
 83H  C2   C3    aromatic  1.372  0.020  1.372
 83H  C2   C1    aromatic  1.408  0.020  1.408
 83H  N14  N13   aromatic  1.328  0.020  1.328
 83H  C6   H6    single    0.930  0.020  1.080
 83H  C7   H7    single    0.970  0.020  1.090
 83H  C7   H7A   single    0.970  0.020  1.090
 83H  C12  H12   single    0.970  0.020  1.090
 83H  C12  H12A  single    0.970  0.020  1.090
 83H  C27  H27   single    0.970  0.020  1.090
 83H  C27  H27A  single    0.970  0.020  1.090
 83H  C28  H28   single    0.970  0.020  1.090
 83H  C28  H28A  single    0.970  0.020  1.090
 83H  C28  H28B  single    0.970  0.020  1.090
 83H  C26  H26   single    0.970  0.020  1.090
 83H  C26  H26A  single    0.970  0.020  1.090
 83H  C26  H26B  single    0.970  0.020  1.090
 83H  C25  H25   single    0.970  0.020  1.090
 83H  C25  H25A  single    0.970  0.020  1.090
 83H  C25  H25B  single    0.970  0.020  1.090
 83H  C3   H3    single    0.930  0.020  1.080
 83H  N7   HN7   single    0.860  0.020  1.020
 83H  C47  H47   single    0.970  0.020  1.090
 83H  C47  H47A  single    0.970  0.020  1.090
 83H  C48  H48   single    0.970  0.020  1.090
 83H  C48  H48A  single    0.970  0.020  1.090
 83H  C48  H48B  single    0.970  0.020  1.090
 83H  N13  HN13  single    0.860  0.020  1.020

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
 83H  N7    C4   C3    129.95  3.000
 83H  N7    C4   C5    107.40  3.000
 83H  C3    C4   C5    122.65  3.000
 83H  C9    C5   C6    132.57  3.000
 83H  C9    C5   C4    107.38  3.000
 83H  C6    C5   C4    120.04  3.000
 83H  H6    C6   C1    122.43  3.000
 83H  H6    C6   C5    121.04  3.000
 83H  C1    C6   C5    116.53  3.000
 83H  H7A   C7   H7    105.30  3.000
 83H  H7A   C7   C47   108.34  3.000
 83H  H7    C7   C47   109.04  3.000
 83H  H7A   C7   C9    107.97  3.000
 83H  H7    C7   C9    110.30  3.000
 83H  C47   C7   C9    115.38  3.000
 83H  N7    C8   C10   122.50  3.000
 83H  N7    C8   C9    109.36  3.000
 83H  C10   C8   C9    128.14  3.000
 83H  C8    C9   C7    128.15  3.000
 83H  C8    C9   C5    106.36  3.000
 83H  C7    C9   C5    125.49  3.000
 83H  N13   C10  C11   105.93  3.000
 83H  N13   C10  C8    123.80  3.000
 83H  C11   C10  C8    130.26  3.000
 83H  C15   C11  C12   126.19  3.000
 83H  C15   C11  C10   104.32  3.000
 83H  C12   C11  C10   129.49  3.000
 83H  H12A  C12  H12   105.19  3.000
 83H  H12A  C12  C47   108.95  3.000
 83H  H12   C12  C47   108.32  3.000
 83H  H12A  C12  C11   109.86  3.000
 83H  H12   C12  C11   108.28  3.000
 83H  C47   C12  C11   115.71  3.000
 83H  N14   C15  C48   121.45  3.000
 83H  N14   C15  C11   111.32  3.000
 83H  C48   C15  C11   127.23  3.000
 83H  C17   C23  N16   108.71  3.000
 83H  C17   C23  O24   125.86  3.000
 83H  N16   C23  O24   125.43  3.000
 83H  C1    N16  C27   124.00  3.000
 83H  C1    N16  C23   111.51  3.000
 83H  C27   N16  C23   124.35  3.000
 83H  H27A  C27  H27   106.84  3.000
 83H  H27A  C27  C28   110.47  3.000
 83H  H27   C27  C28   110.57  3.000
 83H  H27A  C27  N16   107.78  3.000
 83H  H27   C27  N16   108.30  3.000
 83H  C28   C27  N16   112.66  3.000
 83H  H28B  C28  H28A  107.84  3.000
 83H  H28B  C28  H28   108.10  3.000
 83H  H28A  C28  H28   108.16  3.000
 83H  H28B  C28  C27   109.92  3.000
 83H  H28A  C28  C27   111.66  3.000
 83H  H28   C28  C27   111.03  3.000
 83H  C2    C17  C25   112.43  3.000
 83H  C2    C17  C26   112.35  3.000
 83H  C25   C17  C26   110.80  3.000
 83H  C2    C17  C23   101.98  3.000
 83H  C25   C17  C23   109.66  3.000
 83H  C26   C17  C23   109.22  3.000
 83H  H26B  C26  H26A  107.90  3.000
 83H  H26B  C26  H26   108.34  3.000
 83H  H26A  C26  H26   107.96  3.000
 83H  H26B  C26  C17   111.53  3.000
 83H  H26A  C26  C17   110.26  3.000
 83H  H26   C26  C17   110.73  3.000
 83H  H25B  C25  H25A  107.99  3.000
 83H  H25B  C25  H25   108.41  3.000
 83H  H25A  C25  H25   107.95  3.000
 83H  H25B  C25  C17   110.76  3.000
 83H  H25A  C25  C17   110.05  3.000
 83H  H25   C25  C17   111.58  3.000
 83H  C1    C2   C3    121.27  3.000
 83H  C1    C2   C17   108.81  3.000
 83H  C3    C2   C17   129.92  3.000
 83H  H3    C3   C2    121.94  3.000
 83H  H3    C3   C4    121.59  3.000
 83H  C2    C3   C4    116.47  3.000
 83H  C2    C1   N16   108.98  3.000
 83H  C2    C1   C6    123.03  3.000
 83H  N16   C1   C6    127.99  3.000
 83H  HN7   N7   C8    126.39  3.000
 83H  HN7   N7   C4    124.01  3.000
 83H  C8    N7   C4    109.50  3.000
 83H  H47A  C47  H47   106.39  3.000
 83H  H47A  C47  C12   109.95  3.000
 83H  H47   C47  C12   107.51  3.000
 83H  H47A  C47  C7    109.71  3.000
 83H  H47   C47  C7    107.95  3.000
 83H  C12   C47  C7    114.94  3.000
 83H  H48B  C48  H48A  107.85  3.000
 83H  H48B  C48  H48   107.02  3.000
 83H  H48A  C48  H48   107.97  3.000
 83H  H48B  C48  C15   111.51  3.000
 83H  H48A  C48  C15   110.80  3.000
 83H  H48   C48  C15   111.51  3.000
 83H  N13   N14  C15   105.34  3.000
 83H  HN13  N13  N14   118.64  3.000
 83H  HN13  N13  C10   128.27  3.000
 83H  N14   N13  C10   113.08  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
 83H  CONST_01  C1    C6   C5   C4     0.00   0.0  0
 83H  CONST_02  C1    C2   C3   C4     0.00   0.0  0
 83H  CONST_03  C2    C3   C4   C5     0.00   0.0  0
 83H  CONST_04  C8    N7   C4   C5     0.00   0.0  0
 83H  CONST_05  C2    C1   C6   C5     0.00   0.0  0
 83H  CONST_06  C3    C4   C5   C6     0.00   0.0  0
 83H  CONST_07  N7    C4   C5   C6   180.00   0.0  0
 83H  CONST_08  C3    C2   C1   C6     0.00   0.0  0
 83H  CONST_09  C3    C4   N7   C8   180.00   0.0  0
 83H  CONST_10  C3    C4   C5   C9   180.00   0.0  0
 83H  CONST_11  N7    C4   C5   C9     0.00   0.0  0
 83H  CONST_12  C1    C6   C5   C9   180.00   0.0  0
 83H  CONST_13  C15   N14  N13  C10    0.00   0.0  0
 83H  CONST_14  N13   N14  C15  C11    0.00   0.0  0
 83H  CONST_15  N7    C4   C3   C2   180.00   0.0  0
 83H  CONST_16  C1    N16  C23  C17    0.00   0.0  0
 83H  CONST_17  N13   N14  C15  C48  180.00   0.0  0
 83H  CONST_18  C1    N16  C23  O24  180.00   0.0  0
 83H  CONST_19  C17   C23  N16  C27  180.00   0.0  0
 83H  CONST_20  H6    C6   C5   C4   180.00   0.0  0
 83H  CONST_21  H3    C3   C4   C5   180.00   0.0  0
 83H  CONST_22  HN7   N7   C4   C5   180.00   0.0  0
 83H  CONST_23  HN13  N13  N14  C15  180.00   0.0  0
 83H  CONST_24  C27   N16  C23  O24    0.00   0.0  0
 83H  Var_01    C26   C17  C23  N16  119.76  30.0  1
 83H  Var_02    C3    C2   C17  C26   63.01  30.0  1
 83H  Var_03    C28   C27  N16  C23   98.10  30.0  3
 83H  Var_04    H48   C48  C15  C11   54.16  30.0  2
 83H  Var_05    H26   C26  C17  C23   63.13  30.0  3
 83H  Var_06    H25   C25  C17  C23   59.32  30.0  3
 83H  Var_07    H28   C28  C27  N16  -60.56  30.0  3

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
 83H  plan-1  C4    0.020
 83H  plan-1  C5    0.020
 83H  plan-1  C6    0.020
 83H  plan-1  C7    0.020
 83H  plan-1  C8    0.020
 83H  plan-1  C9    0.020
 83H  plan-1  C10   0.020
 83H  plan-1  C23   0.020
 83H  plan-1  N16   0.020
 83H  plan-1  C27   0.020
 83H  plan-1  C17   0.020
 83H  plan-1  C2    0.020
 83H  plan-1  C3    0.020
 83H  plan-1  C1    0.020
 83H  plan-1  N7    0.020
 83H  plan-1  H6    0.020
 83H  plan-1  H3    0.020
 83H  plan-1  HN7   0.020
 83H  plan-1  O24   0.020
 83H  plan-2  C8    0.020
 83H  plan-2  C10   0.020
 83H  plan-2  C11   0.020
 83H  plan-2  C12   0.020
 83H  plan-2  C15   0.020
 83H  plan-2  C48   0.020
 83H  plan-2  N14   0.020
 83H  plan-2  N13   0.020
 83H  plan-2  HN13  0.020

