# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 21:03:13 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 11-chloro-8-methyl-7H-benzo[e]pyrido[4,3-b]indol-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cnc(Cl)c2c1[nH]c3ccc4cc(O)ccc4c23
#
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
 19E  19E  11-chloro-8-methyl-7H-benzo[e]pyrido[4,3-b]indol-3-ol  ligand  31  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_19E
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
 19E  C1    C   CR6   0   0.352  -4.1374  -0.2069   0.1390
 19E  O1    O   OH1   0  -0.634  -5.4737  -0.3838   0.1670
 19E  C2    C   CR16  0  -0.408  -3.6378   1.0660   0.0126
 19E  C3    C   CR66  0   0.101  -2.2493   1.3013  -0.0226
 19E  C4    C   CR66  0   0.026  -1.3309   0.2130   0.0302
 19E  C5    C   CR16  0  -0.356  -1.8850  -1.0692   0.2117
 19E  C6    C   CR16  0  -0.367  -3.2385  -1.2810   0.2625
 19E  C7    C   CR16  0  -0.342  -1.7800   2.6450  -0.0616
 19E  C8    C   CR16  0  -0.304  -0.4528   2.9324  -0.0177
 19E  C9    C   CR56  0   0.309   0.4519   1.8551   0.0032
 19E  C10   C   CR56  0   0.116   0.0718   0.5105  -0.0328
 19E  N11   N   NR15  0  -0.770   1.8133   1.9573   0.0376
 19E  C12   C   CR56  0   0.422   2.3603   0.7232  -0.0065
 19E  C13   C   CR56  0   0.084   1.3173  -0.2366  -0.0910
 19E  C14   C   CR6   0  -0.027   3.7185   0.3971   0.0133
 19E  C15   C   CH3   0  -0.745   4.7827   1.4405   0.1211
 19E  C16   C   CR16  0  -0.138   3.9834  -0.9488  -0.0898
 19E  N17   N   N     0  -0.396   3.0409  -1.8860  -0.2507
 19E  C18   C   CR6   0  -0.048   1.7827  -1.5479  -0.2685
 19E  CL18  CL  CL    0  -0.123   0.7174  -2.8727  -0.6412
 19E  HO1   H   HOH1  0   0.475  -5.6863  -1.3164   0.2814
 19E  H2    H   HCR6  0   0.262  -4.3159   1.9096  -0.0409
 19E  H5    H   HCR6  0   0.243  -1.2374  -1.9174   0.3449
 19E  H6    H   HCR6  0   0.274  -3.6127  -2.2876   0.4130
 19E  H7    H   HCR6  0   0.262  -2.5068   3.4467  -0.0955
 19E  H8    H   HCR6  0   0.272  -0.0940   3.9533  -0.0099
 19E  H15   H   HCH3  0   0.254   4.6702   2.0356   1.0291
 19E  H15A  H   HCH3  0   0.261   5.7719   0.9866   0.1423
 19E  H15B  H   HCH3  0   0.255   4.7509   2.1287  -0.7256
 19E  H16   H   HCR6  0   0.267   5.0072  -1.3059  -0.0712
 19E  HN11  H   HNR5  0   0.424   2.3253   2.8236   0.0872

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
 19E  O1    C1    single    1.348  0.020  1.348
 19E  C1    C6    aromatic  1.406  0.020  1.406
 19E  C1    C2    aromatic  1.373  0.020  1.373
 19E  O1    HO1   single    0.850  0.020  0.980
 19E  C2    C3    aromatic  1.409  0.020  1.409
 19E  C2    H2    single    0.930  0.020  1.080
 19E  C3    C4    aromatic  1.425  0.020  1.425
 19E  C3    C7    aromatic  1.424  0.020  1.424
 19E  C5    C4    aromatic  1.408  0.020  1.408
 19E  C4    C10   aromatic  1.435  0.020  1.435
 19E  C6    C5    aromatic  1.371  0.020  1.371
 19E  C5    H5    single    0.930  0.020  1.080
 19E  C6    H6    single    0.930  0.020  1.080
 19E  C7    C8    aromatic  1.359  0.020  1.359
 19E  C7    H7    single    0.930  0.020  1.080
 19E  C8    C9    aromatic  1.407  0.020  1.407
 19E  C8    H8    single    0.930  0.020  1.080
 19E  C10   C9    aromatic  1.398  0.020  1.398
 19E  C9    N11   aromatic  1.366  0.020  1.366
 19E  C10   C13   aromatic  1.454  0.020  1.454
 19E  C12   N11   aromatic  1.351  0.020  1.351
 19E  C13   C12   aromatic  1.420  0.020  1.420
 19E  C12   C14   aromatic  1.397  0.020  1.397
 19E  C18   C13   aromatic  1.403  0.020  1.403
 19E  C16   C14   aromatic  1.376  0.020  1.376
 19E  C14   C15   single    1.494  0.020  1.494
 19E  C15   H15   single    0.970  0.020  1.090
 19E  C15   H15A  single    0.970  0.020  1.090
 19E  C15   H15B  single    0.970  0.020  1.090
 19E  N17   C16   aromatic  1.339  0.020  1.339
 19E  C16   H16   single    0.930  0.020  1.080
 19E  C18   N17   aromatic  1.303  0.020  1.303
 19E  CL18  C18   single    1.740  0.020  1.740
 19E  N11   HN11  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
 19E  C6    C1   C2    118.92  3.000
 19E  C2    C1   O1    118.95  3.000
 19E  C6    C1   O1    122.11  3.000
 19E  HO1   O1   C1    110.38  3.000
 19E  H2    C2   C3    119.04  3.000
 19E  H2    C2   C1    119.90  3.000
 19E  C3    C2   C1    121.04  3.000
 19E  C7    C3   C4    120.62  3.000
 19E  C7    C3   C2    118.90  3.000
 19E  C4    C3   C2    120.44  3.000
 19E  C10   C4   C5    125.37  3.000
 19E  C10   C4   C3    118.03  3.000
 19E  C5    C4   C3    116.52  3.000
 19E  H5    C5   C6    117.91  3.000
 19E  H5    C5   C4    119.80  3.000
 19E  C6    C5   C4    122.26  3.000
 19E  H6    C6   C5    119.29  3.000
 19E  H6    C6   C1    120.05  3.000
 19E  C5    C6   C1    120.65  3.000
 19E  H7    C7   C8    120.02  3.000
 19E  H7    C7   C3    118.58  3.000
 19E  C8    C7   C3    121.38  3.000
 19E  H8    C8   C9    120.60  3.000
 19E  H8    C8   C7    121.58  3.000
 19E  C9    C8   C7    117.82  3.000
 19E  N11   C9   C10   110.10  3.000
 19E  N11   C9   C8    125.74  3.000
 19E  C10   C9   C8    124.15  3.000
 19E  C13   C10  C9    105.22  3.000
 19E  C13   C10  C4    137.10  3.000
 19E  C9    C10  C4    117.65  3.000
 19E  HN11  N11  C12   125.56  3.000
 19E  HN11  N11  C9    124.90  3.000
 19E  C12   N11  C9    109.54  3.000
 19E  C14   C12  C13   123.87  3.000
 19E  C14   C12  N11   127.34  3.000
 19E  C13   C12  N11   108.79  3.000
 19E  C18   C13  C12   113.31  3.000
 19E  C18   C13  C10   140.34  3.000
 19E  C12   C13  C10   106.24  3.000
 19E  C16   C14  C15   123.47  3.000
 19E  C15   C14  C12   122.04  3.000
 19E  C16   C14  C12   114.49  3.000
 19E  H15B  C15  H15A  107.72  3.000
 19E  H15B  C15  H15   107.37  3.000
 19E  H15A  C15  H15   107.75  3.000
 19E  H15B  C15  C14   111.32  3.000
 19E  H15A  C15  C14   110.94  3.000
 19E  H15   C15  C14   111.55  3.000
 19E  H16   C16  N17   115.85  3.000
 19E  H16   C16  C14   120.19  3.000
 19E  N17   C16  C14   123.94  3.000
 19E  C18   N17  C16   119.98  3.000
 19E  CL18  C18  N17   113.36  3.000
 19E  CL18  C18  C13   122.38  3.000
 19E  N17   C18  C13   124.14  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
 19E  CONST_01  C4    C5   C6   C1     0.00   0.0  0
 19E  CONST_02  C4    C3   C2   C1     0.00   0.0  0
 19E  CONST_03  C7    C3   C2   C1   180.00   0.0  0
 19E  CONST_04  C5    C6   C1   C2     0.00   0.0  0
 19E  CONST_05  C5    C4   C3   C2     0.00   0.0  0
 19E  CONST_06  C10   C4   C3   C2   180.00   0.0  0
 19E  CONST_07  C8    C7   C3   C2   180.00   0.0  0
 19E  CONST_08  C6    C1   C2   C3     0.00   0.0  0
 19E  CONST_09  C6    C5   C4   C3     0.00   0.0  0
 19E  CONST_10  C9    C10  C4   C3     0.00   0.0  0
 19E  CONST_11  C13   C10  C4   C3   180.00   0.0  0
 19E  CONST_12  C9    C8   C7   C3     0.00   0.0  0
 19E  CONST_13  C8    C7   C3   C4     0.00   0.0  0
 19E  CONST_14  C8    C9   C10  C4     0.00   0.0  0
 19E  CONST_15  N11   C9   C10  C4   180.00   0.0  0
 19E  CONST_16  C12   C13  C10  C4   180.00   0.0  0
 19E  CONST_17  C18   C13  C10  C4     0.00   0.0  0
 19E  CONST_18  C7    C3   C4   C5   180.00   0.0  0
 19E  CONST_19  C9    C10  C4   C5   180.00   0.0  0
 19E  CONST_20  C13   C10  C4   C5     0.00   0.0  0
 19E  CONST_21  C10   C4   C5   C6   180.00   0.0  0
 19E  CONST_22  C10   C4   C3   C7     0.00   0.0  0
 19E  CONST_23  C10   C9   C8   C7     0.00   0.0  0
 19E  CONST_24  N11   C9   C8   C7   180.00   0.0  0
 19E  CONST_25  C13   C10  C9   C8   180.00   0.0  0
 19E  CONST_26  C12   N11  C9   C8   180.00   0.0  0
 19E  CONST_27  C12   C13  C10  C9     0.00   0.0  0
 19E  CONST_28  C18   C13  C10  C9   180.00   0.0  0
 19E  CONST_29  C13   C12  N11  C9     0.00   0.0  0
 19E  CONST_30  C14   C12  N11  C9   180.00   0.0  0
 19E  CONST_31  C12   N11  C9   C10    0.00   0.0  0
 19E  CONST_32  N11   C12  C13  C10    0.00   0.0  0
 19E  CONST_33  C14   C12  C13  C10  180.00   0.0  0
 19E  CONST_34  N17   C18  C13  C10  180.00   0.0  0
 19E  CONST_35  C13   C10  C9   N11    0.00   0.0  0
 19E  CONST_36  C18   C13  C12  N11  180.00   0.0  0
 19E  CONST_37  C16   C14  C12  N11  180.00   0.0  0
 19E  CONST_38  N17   C18  C13  C12    0.00   0.0  0
 19E  CONST_39  N17   C16  C14  C12    0.00   0.0  0
 19E  CONST_40  C16   C14  C12  C13    0.00   0.0  0
 19E  CONST_41  C16   N17  C18  C13    0.00   0.0  0
 19E  CONST_42  C18   C13  C12  C14    0.00   0.0  0
 19E  CONST_43  C18   N17  C16  C14    0.00   0.0  0
 19E  CONST_44  C5    C6   C1   O1   180.00   0.0  0
 19E  CONST_45  C3    C2   C1   O1   180.00   0.0  0
 19E  CONST_46  CL18  C18  C13  C10    0.00   0.0  0
 19E  CONST_47  C15   C14  C12  N11    0.00   0.0  0
 19E  CONST_48  CL18  C18  C13  C12  180.00   0.0  0
 19E  CONST_49  C15   C14  C12  C13  180.00   0.0  0
 19E  CONST_50  N17   C16  C14  C15  180.00   0.0  0
 19E  CONST_51  CL18  C18  N17  C16  180.00   0.0  0
 19E  CONST_52  H5    C5   C6   C1   180.00   0.0  0
 19E  CONST_53  H6    C6   C1   C2   180.00   0.0  0
 19E  CONST_54  H7    C7   C3   C2     0.00   0.0  0
 19E  CONST_55  H8    C8   C7   C3   180.00   0.0  0
 19E  CONST_56  H2    C2   C3   C4   180.00   0.0  0
 19E  CONST_57  HN11  N11  C9   C8     0.00   0.0  0
 19E  CONST_58  H16   C16  C14  C12  180.00   0.0  0
 19E  Var_01    H15   C15  C14  C12   58.62  30.0  2

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
 19E  plan-1  C1    0.020
 19E  plan-1  O1    0.020
 19E  plan-1  C2    0.020
 19E  plan-1  C3    0.020
 19E  plan-1  C4    0.020
 19E  plan-1  C5    0.020
 19E  plan-1  C6    0.020
 19E  plan-1  C7    0.020
 19E  plan-1  C8    0.020
 19E  plan-1  C9    0.020
 19E  plan-1  C10   0.020
 19E  plan-1  N11   0.020
 19E  plan-1  C12   0.020
 19E  plan-1  C13   0.020
 19E  plan-1  C14   0.020
 19E  plan-1  C15   0.020
 19E  plan-1  C16   0.020
 19E  plan-1  N17   0.020
 19E  plan-1  C18   0.020
 19E  plan-1  CL18  0.020
 19E  plan-1  H2    0.020
 19E  plan-1  H5    0.020
 19E  plan-1  H6    0.020
 19E  plan-1  H7    0.020
 19E  plan-1  H8    0.020
 19E  plan-1  H16   0.020
 19E  plan-1  HN11  0.020

