# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:29:02 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: N-butyl-9H-beta-carbolin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1cc2c([nH]c3ccccc23)cn1
#
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
 AEX  AEX  N-butyl-9H-beta-carbolin-3-amine  ligand  35  18  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AEX
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
 AEX  C10   C  CR16  0  -0.111  -17.8919  -63.0969  39.2375
 AEX  C13   C  CR16  0  -0.534  -16.4353  -64.7564  37.5780
 AEX  C15   C  CH2   0  -0.275  -16.7373  -64.1855  34.7523
 AEX  C17   C  CH2   0  -0.414  -18.5722  -64.3314  32.9769
 AEX  C01   C  CR16  0  -0.271  -13.9292  -67.3023  40.6604
 AEX  C02   C  CR16  0  -0.265  -14.2357  -66.9026  41.9696
 AEX  C03   C  CR16  0  -0.312  -15.1523  -65.9010  42.2302
 AEX  C04   C  CR56  0   0.348  -15.7711  -65.2920  41.1386
 AEX  C05   C  CR56  0   0.036  -15.4717  -65.6829  39.8150
 AEX  C06   C  CR16  0  -0.360  -14.5439  -66.6963  39.5808
 AEX  C07   C  CR56  0   0.203  -16.2783  -64.8594  38.9537
 AEX  C08   C  CR56  0   0.207  -17.0209  -64.0165  39.7989
 AEX  N09   N  NR15  0  -0.788  -16.7016  -64.2927  41.1098
 AEX  N11   N  N     0  -0.460  -18.0437  -63.0050  37.9276
 AEX  C12   C  CR6   0   0.473  -17.3473  -63.8075  37.1060
 AEX  N14   N  NH1   0  -0.660  -17.6124  -63.6486  35.7684
 AEX  C16   C  CH2   0  -0.453  -17.2005  -63.7876  33.3603
 AEX  C18   C  CH3   0  -0.660  -18.9600  -63.9657  31.5514
 AEX  H101  H  HCR6  0   0.262  -18.4776  -62.4212  39.8527
 AEX  H131  H  HCR6  0   0.261  -15.8716  -65.3886  36.9055
 AEX  H151  H  HCH2  0   0.222  -16.7283  -65.2779  34.8224
 AEX  H152  H  HCH2  0   0.221  -15.6992  -63.8556  34.8995
 AEX  H172  H  HCH2  0   0.217  -19.3299  -63.9546  33.6681
 AEX  H171  H  HCH2  0   0.212  -18.5710  -65.4198  33.0912
 AEX  H011  H  HCR6  0   0.250  -13.2067  -68.0912  40.4996
 AEX  H021  H  HCR6  0   0.255  -13.7422  -67.3908  42.8002
 AEX  H031  H  HCR6  0   0.260  -15.3803  -65.6018  43.2451
 AEX  H061  H  HCR6  0   0.249  -14.3100  -67.0024  38.5686
 AEX  H091  H  HNR5  0   0.406  -17.0864  -63.8293  41.9161
 AEX  H141  H  HNH1  0   0.368  -18.0412  -62.7621  35.5483
 AEX  H162  H  HCH2  0   0.232  -16.4558  -64.1503  32.6467
 AEX  H161  H  HCH2  0   0.221  -17.1958  -62.6954  33.2724
 AEX  H181  H  HCH3  0   0.227  -19.9422  -64.3611  31.2912
 AEX  H183  H  HCH3  0   0.216  -18.9931  -62.8829  31.4179
 AEX  H182  H  HCH3  0   0.216  -18.2417  -64.3634  30.8321

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
 AEX  C18  C17   single    1.522  0.020  1.522
 AEX  C17  C16   single    1.525  0.020  1.525
 AEX  C16  C15   single    1.520  0.020  1.520
 AEX  C15  N14   single    1.444  0.020  1.444
 AEX  N14  C12   single    1.373  0.020  1.373
 AEX  C12  C13   aromatic  1.398  0.020  1.398
 AEX  C12  N11   aromatic  1.343  0.020  1.343
 AEX  C13  C07   aromatic  1.388  0.020  1.388
 AEX  N11  C10   aromatic  1.322  0.020  1.322
 AEX  C07  C05   aromatic  1.439  0.020  1.439
 AEX  C07  C08   aromatic  1.406  0.020  1.406
 AEX  C10  C08   aromatic  1.385  0.020  1.385
 AEX  C06  C05   aromatic  1.394  0.020  1.394
 AEX  C06  C01   aromatic  1.382  0.020  1.382
 AEX  C05  C04   aromatic  1.412  0.020  1.412
 AEX  C08  N09   aromatic  1.377  0.020  1.377
 AEX  C01  C02   aromatic  1.403  0.020  1.403
 AEX  C04  N09   aromatic  1.366  0.020  1.366
 AEX  C04  C03   aromatic  1.395  0.020  1.395
 AEX  C02  C03   aromatic  1.382  0.020  1.382
 AEX  C10  H101  single    0.930  0.020  1.080
 AEX  C13  H131  single    0.930  0.020  1.080
 AEX  C15  H151  single    0.970  0.020  1.090
 AEX  C15  H152  single    0.970  0.020  1.090
 AEX  C17  H172  single    0.970  0.020  1.090
 AEX  C17  H171  single    0.970  0.020  1.090
 AEX  C01  H011  single    0.930  0.020  1.080
 AEX  C02  H021  single    0.930  0.020  1.080
 AEX  C03  H031  single    0.930  0.020  1.080
 AEX  C06  H061  single    0.930  0.020  1.080
 AEX  N09  H091  single    0.860  0.020  1.020
 AEX  N14  H141  single    0.890  0.020  1.040
 AEX  C16  H162  single    0.970  0.020  1.090
 AEX  C16  H161  single    0.970  0.020  1.090
 AEX  C18  H181  single    0.970  0.020  1.090
 AEX  C18  H183  single    0.970  0.020  1.090
 AEX  C18  H182  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
 AEX  H101  C10  N11   117.16  3.000
 AEX  H101  C10  C08   121.52  3.000
 AEX  N11   C10  C08   121.32  3.000
 AEX  H131  C13  C12   121.78  3.000
 AEX  H131  C13  C07   120.92  3.000
 AEX  C12   C13  C07   117.30  3.000
 AEX  H152  C15  H151  106.45  3.000
 AEX  H152  C15  C16   109.39  3.000
 AEX  H151  C15  C16   108.81  3.000
 AEX  H152  C15  N14   111.49  3.000
 AEX  H151  C15  N14   109.32  3.000
 AEX  C16   C15  N14   111.24  3.000
 AEX  H171  C17  H172  106.12  3.000
 AEX  H171  C17  C18   109.70  3.000
 AEX  H172  C17  C18   109.45  3.000
 AEX  H171  C17  C16   109.11  3.000
 AEX  H172  C17  C16   109.98  3.000
 AEX  C18   C17  C16   112.28  3.000
 AEX  H011  C01  C06   120.05  3.000
 AEX  H011  C01  C02   119.50  3.000
 AEX  C06   C01  C02   120.46  3.000
 AEX  H021  C02  C03   118.97  3.000
 AEX  H021  C02  C01   119.21  3.000
 AEX  C03   C02  C01   121.82  3.000
 AEX  H031  C03  C04   121.31  3.000
 AEX  H031  C03  C02   121.11  3.000
 AEX  C04   C03  C02   117.58  3.000
 AEX  N09   C04  C05   109.10  3.000
 AEX  N09   C04  C03   129.66  3.000
 AEX  C05   C04  C03   121.24  3.000
 AEX  C07   C05  C06   133.52  3.000
 AEX  C06   C05  C04   119.99  3.000
 AEX  C07   C05  C04   106.48  3.000
 AEX  H061  C06  C05   120.42  3.000
 AEX  H061  C06  C01   120.66  3.000
 AEX  C05   C06  C01   118.92  3.000
 AEX  C08   C07  C05   106.23  3.000
 AEX  C08   C07  C13   119.44  3.000
 AEX  C05   C07  C13   134.34  3.000
 AEX  N09   C08  C07   109.24  3.000
 AEX  N09   C08  C10   131.65  3.000
 AEX  C07   C08  C10   119.11  3.000
 AEX  H091  N09  C08   125.56  3.000
 AEX  H091  N09  C04   125.48  3.000
 AEX  C08   N09  C04   108.95  3.000
 AEX  C12   N11  C10   120.34  3.000
 AEX  N14   C12  N11   115.26  3.000
 AEX  N11   C12  C13   122.49  3.000
 AEX  N14   C12  C13   122.24  3.000
 AEX  H141  N14  C12   113.34  3.000
 AEX  H141  N14  C15   115.50  3.000
 AEX  C12   N14  C15   121.69  3.000
 AEX  H161  C16  H162  105.98  3.000
 AEX  H161  C16  C17   109.83  3.000
 AEX  H162  C16  C17   109.29  3.000
 AEX  H161  C16  C15   109.46  3.000
 AEX  H162  C16  C15   107.65  3.000
 AEX  C17   C16  C15   114.28  3.000
 AEX  H182  C18  H183  107.51  3.000
 AEX  H182  C18  H181  107.66  3.000
 AEX  H183  C18  H181  107.66  3.000
 AEX  H182  C18  C17   111.22  3.000
 AEX  H183  C18  C17   111.14  3.000
 AEX  H181  C18  C17   111.46  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
 AEX  CONST_01  C13   C12  N11  C10     0.00   0.0  0
 AEX  CONST_02  C13   C07  C08  C10     0.00   0.0  0
 AEX  CONST_03  C05   C07  C08  C10   180.00   0.0  0
 AEX  CONST_04  C04   N09  C08  C10   180.00   0.0  0
 AEX  CONST_05  C06   C05  C07  C13     0.00   0.0  0
 AEX  CONST_06  C04   C05  C07  C13   180.00   0.0  0
 AEX  CONST_07  N09   C08  C07  C13   180.00   0.0  0
 AEX  CONST_08  C07   C05  C06  C01   180.00   0.0  0
 AEX  CONST_09  C04   C05  C06  C01     0.00   0.0  0
 AEX  CONST_10  C04   C03  C02  C01     0.00   0.0  0
 AEX  CONST_11  C05   C06  C01  C02     0.00   0.0  0
 AEX  CONST_12  C05   C04  C03  C02     0.00   0.0  0
 AEX  CONST_13  N09   C04  C03  C02   180.00   0.0  0
 AEX  CONST_14  C07   C05  C04  C03   180.00   0.0  0
 AEX  CONST_15  C06   C05  C04  C03     0.00   0.0  0
 AEX  CONST_16  C08   N09  C04  C03   180.00   0.0  0
 AEX  CONST_17  C06   C01  C02  C03     0.00   0.0  0
 AEX  CONST_18  C08   C07  C05  C04     0.00   0.0  0
 AEX  CONST_19  C07   C08  N09  C04     0.00   0.0  0
 AEX  CONST_20  C12   C13  C07  C05   180.00   0.0  0
 AEX  CONST_21  N09   C08  C07  C05     0.00   0.0  0
 AEX  CONST_22  C08   N09  C04  C05     0.00   0.0  0
 AEX  CONST_23  C08   C07  C05  C06   180.00   0.0  0
 AEX  CONST_24  N09   C04  C05  C06   180.00   0.0  0
 AEX  CONST_25  N11   C12  C13  C07     0.00   0.0  0
 AEX  CONST_26  N09   C04  C05  C07     0.00   0.0  0
 AEX  CONST_27  N11   C10  C08  C07     0.00   0.0  0
 AEX  CONST_28  C12   C13  C07  C08     0.00   0.0  0
 AEX  CONST_29  C12   N11  C10  C08     0.00   0.0  0
 AEX  CONST_30  N11   C10  C08  N09   180.00   0.0  0
 AEX  CONST_31  N14   C12  N11  C10   180.00   0.0  0
 AEX  CONST_32  N14   C12  C13  C07   180.00   0.0  0
 AEX  CONST_33  H091  N09  C08  C10     0.00   0.0  0
 AEX  CONST_34  H031  C03  C02  C01   180.00   0.0  0
 AEX  CONST_35  H061  C06  C01  C02   180.00   0.0  0
 AEX  CONST_36  H011  C01  C02  C03   180.00   0.0  0
 AEX  CONST_37  H021  C02  C03  C04   180.00   0.0  0
 AEX  CONST_38  H131  C13  C07  C05     0.00   0.0  0
 AEX  CONST_39  H101  C10  C08  C07   180.00   0.0  0
 AEX  Var_01    C16   C15  N14  C12  -175.92  30.0  1
 AEX  Var_02    C18   C17  C16  C15  -177.09  30.0  1
 AEX  Var_03    N14   C15  C16  C17   -63.09  30.0  3
 AEX  Var_04    H181  C18  C17  C16   179.98  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
 AEX  plan-1  C10   0.020
 AEX  plan-1  C13   0.020
 AEX  plan-1  C01   0.020
 AEX  plan-1  C02   0.020
 AEX  plan-1  C03   0.020
 AEX  plan-1  C04   0.020
 AEX  plan-1  C05   0.020
 AEX  plan-1  C06   0.020
 AEX  plan-1  C07   0.020
 AEX  plan-1  C08   0.020
 AEX  plan-1  N09   0.020
 AEX  plan-1  N11   0.020
 AEX  plan-1  C12   0.020
 AEX  plan-1  N14   0.020
 AEX  plan-1  H101  0.020
 AEX  plan-1  H131  0.020
 AEX  plan-1  H011  0.020
 AEX  plan-1  H021  0.020
 AEX  plan-1  H031  0.020
 AEX  plan-1  H061  0.020
 AEX  plan-1  H091  0.020
 AEX  plan-2  C15   0.020
 AEX  plan-2  C12   0.020
 AEX  plan-2  N14   0.020
 AEX  plan-2  H141  0.020

