# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 18:12:03 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (1-chloro-7-methoxy-9H-beta-carbolin-9-yl)acetonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(c1)n(CC#N)c3c(Cl)nccc23
#
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
 4H5  4H5  (1-chloro-7-methoxy-9H-beta-carbolin-9-yl)acetonitrile  ligand  29  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4H5
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
 4H5  C4   C   CR56  0   0.054  -0.8572   1.2341   0.0962
 4H5  C5   C   CR56  0   0.185   0.5279   1.5994   0.1481
 4H5  C6   C   CR16  0  -0.407   1.1980   2.7880   0.4087
 4H5  N1   N   NR5   0  -0.659   0.3860  -0.6106  -0.3565
 4H5  C7   C   CR16  0  -0.067   2.5779   2.7536   0.3954
 4H5  C8   C   CR6   0   0.105   2.6530   0.5238  -0.0960
 4H5  N2   N   NS    0  -0.185   1.3243  -3.3252   1.4965
 4H5  C9   C   CR56  0   0.346   1.2661   0.4298  -0.1243
 4H5  C10  C   CH2   0  -0.410   0.6934  -1.9819  -0.6553
 4H5  C11  C   CSP   0   0.107   1.0497  -2.7378   0.5480
 4H5  C12  C   CR56  0   0.415  -0.9033  -0.1380  -0.2012
 4H5  C13  C   CR16  0  -0.405  -2.1004  -0.8270  -0.3064
 4H5  CL   CL  CL    0  -0.086   3.6633  -0.8638  -0.3695
 4H5  C1   C   CR6   0   0.416  -3.2782  -0.1069  -0.1184
 4H5  O    O   O2    0  -0.455  -4.4124  -0.8140  -0.2346
 4H5  C    C   CH3   0  -0.412  -5.6552  -0.1616  -0.0472
 4H5  C2   C   CR16  0  -0.369  -3.2501   1.2693   0.1741
 4H5  C3   C   CR16  0  -0.315  -2.0440   1.9335   0.2811
 4H5  N    N   N     0  -0.362   3.2784   1.6437   0.1525
 4H5  H1   H   HCR6  0   0.234   0.6711   3.7073   0.6239
 4H5  H2   H   HCR6  0   0.252   3.1551   3.6476   0.5949
 4H5  H3   H   HCH2  0   0.303  -0.1731  -2.4555  -1.1160
 4H5  H4   H   HCH2  0   0.320   1.4994  -2.0636  -1.3815
 4H5  H5   H   HCR6  0   0.241  -2.1508  -1.8876  -0.5172
 4H5  H6   H   HCH3  0   0.214  -5.8149   0.6305  -0.7824
 4H5  H7   H   HCH3  0   0.250  -6.4211  -0.9208  -0.1800
 4H5  H8   H   HCH3  0   0.216  -5.7466   0.2608   0.9562
 4H5  H9   H   HCR6  0   0.246  -4.1658   1.8232   0.3230
 4H5  H10  H   HCR6  0   0.226  -2.0332   2.9917   0.5082

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
 4H5  N2   C11  triple    1.149  0.020  1.149
 4H5  C11  C10  single    1.465  0.020  1.465
 4H5  C10  N1   single    1.437  0.020  1.437
 4H5  CL   C8   single    1.738  0.020  1.738
 4H5  N1   C9   aromatic  1.382  0.020  1.382
 4H5  N1   C12  aromatic  1.382  0.020  1.382
 4H5  C8   C9   aromatic  1.390  0.020  1.390
 4H5  C8   N    aromatic  1.307  0.020  1.307
 4H5  C    O    single    1.416  0.020  1.416
 4H5  C13  C12  aromatic  1.385  0.020  1.385
 4H5  C13  C1   aromatic  1.393  0.020  1.393
 4H5  C9   C5   aromatic  1.410  0.020  1.410
 4H5  C12  C4   aromatic  1.405  0.020  1.405
 4H5  N    C7   aromatic  1.335  0.020  1.335
 4H5  O    C1   single    1.342  0.020  1.342
 4H5  C1   C2   aromatic  1.407  0.020  1.407
 4H5  C5   C4   aromatic  1.433  0.020  1.433
 4H5  C5   C6   aromatic  1.389  0.020  1.389
 4H5  C4   C3   aromatic  1.390  0.020  1.390
 4H5  C7   C6   aromatic  1.380  0.020  1.380
 4H5  C2   C3   aromatic  1.381  0.020  1.381
 4H5  C6   H1   single    0.930  0.020  1.080
 4H5  C7   H2   single    0.930  0.020  1.080
 4H5  C10  H3   single    0.970  0.020  1.090
 4H5  C10  H4   single    0.970  0.020  1.090
 4H5  C13  H5   single    0.930  0.020  1.080
 4H5  C    H6   single    0.970  0.020  1.090
 4H5  C    H7   single    0.970  0.020  1.090
 4H5  C    H8   single    0.970  0.020  1.090
 4H5  C2   H9   single    0.930  0.020  1.080
 4H5  C3   H10  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
 4H5  C3   C4   C12  119.45  3.000
 4H5  C3   C4   C5   133.79  3.000
 4H5  C12  C4   C5   106.76  3.000
 4H5  C9   C5   C6   119.57  3.000
 4H5  C6   C5   C4   133.71  3.000
 4H5  C9   C5   C4   106.71  3.000
 4H5  H1   C6   C7   120.68  3.000
 4H5  H1   C6   C5   121.99  3.000
 4H5  C7   C6   C5   117.33  3.000
 4H5  C12  N1   C10  123.33  3.000
 4H5  C12  N1   C9   108.53  3.000
 4H5  C10  N1   C9   128.10  3.000
 4H5  H2   C7   N    116.13  3.000
 4H5  H2   C7   C6   120.71  3.000
 4H5  N    C7   C6   123.16  3.000
 4H5  N    C8   CL   115.85  3.000
 4H5  N    C8   C9   122.64  3.000
 4H5  CL   C8   C9   121.51  3.000
 4H5  C8   C9   N1   133.58  3.000
 4H5  C8   C9   C5   117.54  3.000
 4H5  N1   C9   C5   108.87  3.000
 4H5  H4   C10  H3   105.92  3.000
 4H5  H4   C10  C11  109.23  3.000
 4H5  H3   C10  C11  108.44  3.000
 4H5  H4   C10  N1   111.66  3.000
 4H5  H3   C10  N1   109.43  3.000
 4H5  C11  C10  N1   111.94  3.000
 4H5  C10  C11  N2   180.00  3.000
 4H5  C13  C12  N1   128.87  3.000
 4H5  C13  C12  C4   122.03  3.000
 4H5  N1   C12  C4   109.10  3.000
 4H5  H5   C13  C1   119.56  3.000
 4H5  H5   C13  C12  122.84  3.000
 4H5  C1   C13  C12  117.59  3.000
 4H5  C2   C1   O    123.39  3.000
 4H5  C2   C1   C13  121.11  3.000
 4H5  O    C1   C13  115.50  3.000
 4H5  C    O    C1   119.18  3.000
 4H5  H8   C    H7   108.87  3.000
 4H5  H8   C    H6   109.00  3.000
 4H5  H7   C    H6   108.74  3.000
 4H5  H8   C    O    111.91  3.000
 4H5  H7   C    O    106.29  3.000
 4H5  H6   C    O    111.91  3.000
 4H5  H9   C2   C3   118.88  3.000
 4H5  H9   C2   C1   120.87  3.000
 4H5  C3   C2   C1   120.26  3.000
 4H5  H10  C3   C2   119.68  3.000
 4H5  H10  C3   C4   120.76  3.000
 4H5  C2   C3   C4   119.56  3.000
 4H5  C8   N    C7   119.75  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
 4H5  CONST_01  C9   N1   C12  C4     0.00   0.0  0
 4H5  CONST_02  C1   C13  C12  C4     0.00   0.0  0
 4H5  CONST_03  N1   C9   C5   C4     0.00   0.0  0
 4H5  CONST_04  C8   C9   C5   C4   180.00   0.0  0
 4H5  CONST_05  C7   C6   C5   C4   180.00   0.0  0
 4H5  CONST_06  C1   C2   C3   C4     0.00   0.0  0
 4H5  CONST_07  C12  N1   C9   C5     0.00   0.0  0
 4H5  CONST_08  N    C8   C9   C5     0.00   0.0  0
 4H5  CONST_09  N1   C12  C4   C5     0.00   0.0  0
 4H5  CONST_10  C13  C12  C4   C5   180.00   0.0  0
 4H5  CONST_11  C2   C3   C4   C5   180.00   0.0  0
 4H5  CONST_12  N    C7   C6   C5     0.00   0.0  0
 4H5  CONST_13  N1   C9   C5   C6   180.00   0.0  0
 4H5  CONST_14  C8   C9   C5   C6     0.00   0.0  0
 4H5  CONST_15  C12  C4   C5   C6   180.00   0.0  0
 4H5  CONST_16  C3   C4   C5   C6     0.00   0.0  0
 4H5  CONST_17  C8   N    C7   C6     0.00   0.0  0
 4H5  CONST_18  N    C8   C9   N1   180.00   0.0  0
 4H5  CONST_19  C1   C13  C12  N1   180.00   0.0  0
 4H5  CONST_20  C3   C4   C12  N1   180.00   0.0  0
 4H5  CONST_21  C9   C8   N    C7     0.00   0.0  0
 4H5  CONST_22  C9   C5   C6   C7     0.00   0.0  0
 4H5  CONST_23  C12  N1   C9   C8   180.00   0.0  0
 4H5  CONST_24  C13  C12  N1   C9   180.00   0.0  0
 4H5  CONST_25  C12  C4   C5   C9     0.00   0.0  0
 4H5  CONST_26  C3   C4   C5   C9   180.00   0.0  0
 4H5  CONST_27  C2   C1   C13  C12    0.00   0.0  0
 4H5  CONST_28  C2   C3   C4   C12    0.00   0.0  0
 4H5  CONST_29  C3   C4   C12  C13    0.00   0.0  0
 4H5  CONST_30  C3   C2   C1   C13    0.00   0.0  0
 4H5  CONST_31  C10  N1   C12  C4   180.00   0.0  0
 4H5  CONST_32  C10  N1   C9   C5   180.00   0.0  0
 4H5  CONST_33  CL   C8   C9   C5   180.00   0.0  0
 4H5  CONST_34  CL   C8   C9   N1     0.00   0.0  0
 4H5  CONST_35  CL   C8   N    C7   180.00   0.0  0
 4H5  CONST_36  C10  N1   C9   C8     0.00   0.0  0
 4H5  CONST_37  C13  C12  N1   C10    0.00   0.0  0
 4H5  CONST_38  O    C1   C13  C12  180.00   0.0  0
 4H5  CONST_39  C3   C2   C1   O    180.00   0.0  0
 4H5  CONST_40  H5   C13  C12  C4   180.00   0.0  0
 4H5  CONST_41  H1   C6   C5   C4     0.00   0.0  0
 4H5  CONST_42  H9   C2   C3   C4   180.00   0.0  0
 4H5  CONST_43  H10  C3   C4   C5     0.00   0.0  0
 4H5  CONST_44  H2   C7   C6   C5   180.00   0.0  0
 4H5  Var_01    C11  C10  N1   C9    79.34  30.0  2
 4H5  Var_02    C2   C1   O    C     -0.48  30.0  2
 4H5  Var_03    H6   C    O    C1    61.84  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
 4H5  plan-1  C4   0.020
 4H5  plan-1  C5   0.020
 4H5  plan-1  C6   0.020
 4H5  plan-1  N1   0.020
 4H5  plan-1  C7   0.020
 4H5  plan-1  C8   0.020
 4H5  plan-1  C9   0.020
 4H5  plan-1  C10  0.020
 4H5  plan-1  C12  0.020
 4H5  plan-1  C13  0.020
 4H5  plan-1  CL   0.020
 4H5  plan-1  C1   0.020
 4H5  plan-1  O    0.020
 4H5  plan-1  C2   0.020
 4H5  plan-1  C3   0.020
 4H5  plan-1  N    0.020
 4H5  plan-1  H1   0.020
 4H5  plan-1  H2   0.020
 4H5  plan-1  H5   0.020
 4H5  plan-1  H9   0.020
 4H5  plan-1  H10  0.020

