# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 11:49:06 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 8-fluoro-2-{4-[(methylamino)methyl]phenyl}-1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1ccc(cc1)c2[nH]c3cc(F)cc4C(=O)NCCc2c34
#
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
 RPB  RPB  8-fluoro-2-{4-[(methylamino)methyl]phenyl}-1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one  ligand  42  24  .  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_RPB
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
 RPB  O1    O  O     0  -0.491  -4.9467   2.1235   0.3513
 RPB  C7    C  C     0   0.477  -3.8006   1.8506   0.0056
 RPB  N1    N  NH1   0  -0.634  -2.9305   2.8268  -0.3064
 RPB  C8    C  CH2   0  -0.317  -1.6043   2.7486  -0.8873
 RPB  C9    C  CH2   0  -0.532  -0.5726   2.1069   0.0324
 RPB  C10   C  CR5   0  -0.067  -0.7590   0.6294   0.0660
 RPB  C5    C  CR56  0   0.125  -2.0300  -0.0226   0.0159
 RPB  C4    C  CR6   0  -0.132  -3.3633   0.4216  -0.0501
 RPB  C3    C  CR16  0  -0.472  -4.3734  -0.5305  -0.0907
 RPB  C2    C  CR6   0   0.529  -4.0659  -1.8854  -0.0745
 RPB  F1    F  F     0  -0.321  -5.0829  -2.7649  -0.1365
 RPB  C1    C  CR16  0  -0.471  -2.7832  -2.3721   0.0161
 RPB  C6    C  CR56  0   0.353  -1.7776  -1.4149   0.0709
 RPB  N2    N  NR15  0  -0.741  -0.4345  -1.5830   0.1727
 RPB  C11   C  CR5   0   0.288   0.1897  -0.3597   0.1458
 RPB  C12   C  CR6   0   0.032   1.6495  -0.2768   0.2352
 RPB  C14   C  CR16  0  -0.286   2.3405  -1.0202   1.1910
 RPB  C15   C  CR16  0  -0.301   3.7235  -0.9456   1.2786
 RPB  C13   C  CR16  0  -0.295   2.3838   0.5269  -0.6401
 RPB  C17   C  CR16  0  -0.272   3.7627   0.5989  -0.5458
 RPB  C16   C  CR6   0   0.086   4.4537  -0.1302   0.4214
 RPB  C18   C  CH2   0  -0.322   5.9503  -0.0258   0.5362
 RPB  N3    N  NH1   0  -0.585   6.5988  -0.2130  -0.7456
 RPB  C19   C  CH3   0  -0.519   8.0375  -0.0624  -0.6640
 RPB  H1    H  HNH1  0   0.399  -3.3071   3.7562  -0.1963
 RPB  H81C  H  HCH2  0   0.249  -1.6324   2.2196  -1.8434
 RPB  H82C  H  HCH2  0   0.275  -1.3142   3.7747  -1.1030
 RPB  H91C  H  HCH2  0   0.253   0.4251   2.3662  -0.3199
 RPB  H92C  H  HCH2  0   0.253  -0.6692   2.5452   1.0303
 RPB  H3    H  HCR6  0   0.276  -5.4104  -0.2259  -0.1308
 RPB  HA    H  HCR6  0   0.288  -2.5769  -3.4341   0.0449
 RPB  H2    H  HNR5  0   0.413   0.0424  -2.4698   0.1424
 RPB  H14   H  HCR6  0   0.256   1.7971  -1.6515   1.8837
 RPB  H13   H  HCR6  0   0.254   1.8746   1.0832  -1.4171
 RPB  H15   H  HCR6  0   0.254   4.2385  -1.5279   2.0334
 RPB  H17   H  HCR6  0   0.250   4.3128   1.2199  -1.2416
 RPB  H181  H  HCH2  0   0.239   6.2095   0.9753   0.8983
 RPB  H182  H  HCH2  0   0.213   6.3062  -0.7255   1.3081
 RPB  HB    H  HNH1  0   0.345   6.3811  -1.1398  -1.0905
 RPB  H191  H  HCH3  0   0.234   8.4852  -0.2657  -1.6365
 RPB  H192  H  HCH3  0   0.223   8.2859   0.9658  -0.3938
 RPB  H193  H  HCH3  0   0.195   8.5177  -0.7202   0.0735

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
 RPB  O1   C7    double    1.228  0.020  1.228
 RPB  C7   N1    single    1.344  0.020  1.344
 RPB  C7   C4    single    1.496  0.020  1.496
 RPB  N1   C8    single    1.450  0.020  1.450
 RPB  C8   C9    single    1.524  0.020  1.524
 RPB  C9   C10   single    1.490  0.020  1.490
 RPB  C10  C5    aromatic  1.429  0.020  1.429
 RPB  C10  C11   aromatic  1.373  0.020  1.373
 RPB  C5   C4    aromatic  1.407  0.020  1.407
 RPB  C5   C6    aromatic  1.416  0.020  1.416
 RPB  C4   C3    aromatic  1.389  0.020  1.389
 RPB  C3   C2    aromatic  1.390  0.020  1.390
 RPB  C2   F1    single    1.346  0.020  1.346
 RPB  C2   C1    aromatic  1.375  0.020  1.375
 RPB  C1   C6    aromatic  1.389  0.020  1.389
 RPB  C6   N2    aromatic  1.357  0.020  1.357
 RPB  N2   C11   aromatic  1.374  0.020  1.374
 RPB  C11  C12   single    1.465  0.020  1.465
 RPB  C12  C14   aromatic  1.394  0.020  1.394
 RPB  C12  C13   aromatic  1.397  0.020  1.397
 RPB  C14  C15   aromatic  1.388  0.020  1.388
 RPB  C15  C16   aromatic  1.390  0.020  1.390
 RPB  C13  C17   aromatic  1.384  0.020  1.384
 RPB  C17  C16   aromatic  1.394  0.020  1.394
 RPB  C16  C18   single    1.505  0.020  1.505
 RPB  C18  N3    single    1.449  0.020  1.449
 RPB  N3   C19   single    1.449  0.020  1.449
 RPB  N1   H1    single    0.860  0.020  1.020
 RPB  C8   H81C  single    0.970  0.020  1.090
 RPB  C8   H82C  single    0.970  0.020  1.090
 RPB  C9   H91C  single    0.970  0.020  1.090
 RPB  C9   H92C  single    0.970  0.020  1.090
 RPB  C3   H3    single    0.930  0.020  1.080
 RPB  C1   HA    single    0.930  0.020  1.080
 RPB  N2   H2    single    0.860  0.020  1.020
 RPB  C14  H14   single    0.930  0.020  1.080
 RPB  C13  H13   single    0.930  0.020  1.080
 RPB  C15  H15   single    0.930  0.020  1.080
 RPB  C17  H17   single    0.930  0.020  1.080
 RPB  C18  H181  single    0.970  0.020  1.090
 RPB  C18  H182  single    0.970  0.020  1.090
 RPB  N3   HB    single    0.890  0.020  1.040
 RPB  C19  H191  single    0.970  0.020  1.090
 RPB  C19  H192  single    0.970  0.020  1.090
 RPB  C19  H193  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
 RPB  C4    C7   N1    119.73  3.000
 RPB  C4    C7   O1    119.72  3.000
 RPB  N1    C7   O1    120.54  3.000
 RPB  H1    N1   C8    115.77  3.000
 RPB  H1    N1   C7    113.71  3.000
 RPB  C8    N1   C7    130.23  3.000
 RPB  H82C  C8   H81C  106.85  3.000
 RPB  H82C  C8   C9    109.66  3.000
 RPB  H81C  C8   C9    109.97  3.000
 RPB  H82C  C8   N1    105.81  3.000
 RPB  H81C  C8   N1    110.67  3.000
 RPB  C9    C8   N1    113.59  3.000
 RPB  H92C  C9   H91C  106.28  3.000
 RPB  H92C  C9   C10   111.45  3.000
 RPB  H91C  C9   C10   110.98  3.000
 RPB  H92C  C9   C8    108.78  3.000
 RPB  H91C  C9   C8    108.94  3.000
 RPB  C10   C9   C8    110.28  3.000
 RPB  C11   C10  C5    106.73  3.000
 RPB  C11   C10  C9    129.01  3.000
 RPB  C5    C10  C9    124.26  3.000
 RPB  C6    C5   C4    118.76  3.000
 RPB  C6    C5   C10   106.78  3.000
 RPB  C4    C5   C10   134.45  3.000
 RPB  C3    C4   C5    118.32  3.000
 RPB  C3    C4   C7    116.33  3.000
 RPB  C5    C4   C7    125.24  3.000
 RPB  H3    C3   C2    119.16  3.000
 RPB  H3    C3   C4    120.36  3.000
 RPB  C2    C3   C4    120.48  3.000
 RPB  C1    C2   F1    118.47  3.000
 RPB  C1    C2   C3    123.53  3.000
 RPB  F1    C2   C3    118.00  3.000
 RPB  HA    C1   C6    122.48  3.000
 RPB  HA    C1   C2    121.80  3.000
 RPB  C6    C1   C2    115.72  3.000
 RPB  N2    C6   C1    129.33  3.000
 RPB  N2    C6   C5    107.52  3.000
 RPB  C1    C6   C5    123.15  3.000
 RPB  H2    N2   C11   124.63  3.000
 RPB  H2    N2   C6    125.11  3.000
 RPB  C11   N2   C6    109.75  3.000
 RPB  C12   C11  N2    120.13  3.000
 RPB  C12   C11  C10   130.65  3.000
 RPB  N2    C11  C10   109.19  3.000
 RPB  C13   C12  C14   118.42  3.000
 RPB  C13   C12  C11   121.21  3.000
 RPB  C14   C12  C11   120.37  3.000
 RPB  H14   C14  C15   119.40  3.000
 RPB  H14   C14  C12   120.03  3.000
 RPB  C15   C14  C12   120.56  3.000
 RPB  H15   C15  C16   119.67  3.000
 RPB  H15   C15  C14   119.26  3.000
 RPB  C16   C15  C14   121.07  3.000
 RPB  H13   C13  C17   119.39  3.000
 RPB  H13   C13  C12   119.87  3.000
 RPB  C17   C13  C12   120.73  3.000
 RPB  H17   C17  C16   119.59  3.000
 RPB  H17   C17  C13   119.49  3.000
 RPB  C16   C17  C13   120.92  3.000
 RPB  C18   C16  C17   120.64  3.000
 RPB  C18   C16  C15   121.07  3.000
 RPB  C17   C16  C15   118.29  3.000
 RPB  H182  C18  H181  105.81  3.000
 RPB  H182  C18  N3    113.17  3.000
 RPB  H181  C18  N3    107.73  3.000
 RPB  H182  C18  C16   109.33  3.000
 RPB  H181  C18  C16   108.90  3.000
 RPB  N3    C18  C16   111.64  3.000
 RPB  HB    N3   C19   109.14  3.000
 RPB  HB    N3   C18   108.87  3.000
 RPB  C19   N3   C18   112.41  3.000
 RPB  H193  C19  H192  107.35  3.000
 RPB  H193  C19  H191  107.92  3.000
 RPB  H192  C19  H191  107.65  3.000
 RPB  H193  C19  N3    114.18  3.000
 RPB  H192  C19  N3    109.75  3.000
 RPB  H191  C19  N3    109.77  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
 RPB  CONST_01  C6    N2   C11  C10    0.00   0.0  0
 RPB  CONST_04  C2    C1   C6   C5     0.00   0.0  0
 RPB  CONST_05  C11   N2   C6   C5     0.00   0.0  0
 RPB  CONST_06  C1    C2   C3   C4     0.00   0.0  0
 RPB  CONST_07  C6    C1   C2   C3     0.00   0.0  0
 RPB  CONST_08  N2    C6   C1   C2   180.00   0.0  0
 RPB  CONST_09  C11   N2   C6   C1   180.00   0.0  0
 RPB  CONST_10  C12   C11  N2   C6   180.00   0.0  0
 RPB  CONST_13  C15   C14  C12  C11  180.00   0.0  0
 RPB  CONST_14  C17   C13  C12  C11  180.00   0.0  0
 RPB  CONST_15  C16   C15  C14  C12    0.00   0.0  0
 RPB  CONST_16  C16   C17  C13  C12    0.00   0.0  0
 RPB  CONST_17  C17   C13  C12  C14    0.00   0.0  0
 RPB  CONST_18  C17   C16  C15  C14    0.00   0.0  0
 RPB  CONST_19  C13   C12  C14  C15    0.00   0.0  0
 RPB  CONST_20  C13   C17  C16  C15    0.00   0.0  0
 RPB  CONST_21  F1    C2   C3   C4   180.00   0.0  0
 RPB  CONST_22  C6    C1   C2   F1   180.00   0.0  0
 RPB  CONST_23  C18   C16  C15  C14  180.00   0.0  0
 RPB  CONST_24  C18   C16  C17  C13  180.00   0.0  0
 RPB  CONST_25  H2    N2   C11  C10  180.00   0.0  0
 RPB  CONST_26  HA    C1   C6   C5   180.00   0.0  0
 RPB  CONST_27  H3    C3   C2   C1   180.00   0.0  0
 RPB  CONST_28  H14   C14  C12  C11    0.00   0.0  0
 RPB  CONST_29  H13   C13  C12  C11    0.00   0.0  0
 RPB  CONST_30  H15   C15  C14  C12  180.00   0.0  0
 RPB  CONST_31  H17   C17  C13  C12  180.00   0.0  0
 RPB  Var_01    N3    C18  C16  C15  130.26  30.0  2
 RPB  Var_02    C19   N3   C18  C16  177.67  30.0  3
 RPB  Var_03    H191  C19  N3   C18  176.88  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
 RPB  plan-1  C11  0.020
 RPB  plan-1  C12  0.020
 RPB  plan-1  C14  0.020
 RPB  plan-1  C15  0.020
 RPB  plan-1  C13  0.020
 RPB  plan-1  C17  0.020
 RPB  plan-1  C16  0.020
 RPB  plan-1  C18  0.020
 RPB  plan-1  H14  0.020
 RPB  plan-1  H13  0.020
 RPB  plan-1  H15  0.020
 RPB  plan-1  H17  0.020
 RPB  plan-2  C7   0.020
 RPB  plan-2  C9   0.020
 RPB  plan-2  C10  0.020
 RPB  plan-2  C5   0.020
 RPB  plan-2  C4   0.020
 RPB  plan-2  C3   0.020
 RPB  plan-2  C2   0.020
 RPB  plan-2  F1   0.020
 RPB  plan-2  C1   0.020
 RPB  plan-2  C6   0.020
 RPB  plan-2  N2   0.020
 RPB  plan-2  C11  0.020
 RPB  plan-2  C12  0.020
 RPB  plan-2  H3   0.020
 RPB  plan-2  HA   0.020
 RPB  plan-2  H2   0.020
 RPB  plan-3  O1   0.020
 RPB  plan-3  C7   0.020
 RPB  plan-3  N1   0.020
 RPB  plan-3  C8   0.020
 RPB  plan-3  C4   0.020
 RPB  plan-3  H1   0.020

