# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:59:56 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: 5-chloranyl-3-(3-methoxyphenyl)-1~{H}-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)c2c([nH]c3ccc(Cl)cc23)C(N)=O
#
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
 QW5  QW5  5-chloranyl-3-(3-methoxyphenyl)-1~{H}-indole-2-carboxamide  ligand  34  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QW5
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
 QW5  C10  C   CR5   0   0.198  17.8420  29.8376  15.4005
 QW5  C13  C   CR16  0  -0.302  20.7648  31.7216  14.4797
 QW5  C15  C   CR6   0  -0.046  19.7357  33.9009  14.6421
 QW5  C17  C   CR16  0  -0.328  18.5159  33.3809  15.0045
 QW5  C01  C   CH3   0  -0.438  12.0480  34.0609  14.7493
 QW5  C03  C   CR6   0   0.403  13.9733  32.8113  15.3502
 QW5  C04  C   CR16  0  -0.391  13.4556  32.4855  16.6014
 QW5  C05  C   CR16  0  -0.222  14.2122  31.7059  17.4688
 QW5  C06  C   CR16  0  -0.329  15.4681  31.2478  17.1125
 QW5  C07  C   CR6   0  -0.024  15.9878  31.5650  15.8540
 QW5  C08  C   CR16  0  -0.393  15.2375  32.3456  14.9830
 QW5  C09  C   CR5   0   0.036  17.3312  31.1167  15.4586
 QW5  N11  N   NR15  0  -0.727  19.1596  29.8902  15.0402
 QW5  C12  C   CR56  0   0.363  19.5331  31.1784  14.8485
 QW5  C14  C   CR16  0  -0.238  20.8546  33.0917  14.3774
 QW5  CL1  CL  CL    0  -0.139  19.9176  35.6245  14.5030
 QW5  C18  C   CR56  0   0.060  18.4069  31.9880  15.1027
 QW5  C19  C   C     0   0.433  17.2600  28.4904  15.6129
 QW5  N20  N   NH2   0  -0.811  15.9272  28.4040  15.6582
 QW5  O21  O   O     0  -0.485  18.0042  27.5230  15.7187
 QW5  H1   H   HCR6  0   0.277  21.6241  31.0953  14.2806
 QW5  H2   H   HCR6  0   0.271  17.6696  34.0248  15.2046
 QW5  H3   H   HCH3  0   0.260  11.7225  34.6388  13.8879
 QW5  H4   H   HCH3  0   0.230  11.3284  33.2577  14.9275
 QW5  H5   H   HCH3  0   0.230  12.0694  34.7151  15.6244
 QW5  H6   H   HCR6  0   0.282  12.4790  32.8270  16.9152
 QW5  H7   H   HCR6  0   0.263  13.8090  31.4617  18.4430
 QW5  H8   H   HCR6  0   0.255  16.0507  30.6561  17.8060
 QW5  H9   H   HCR6  0   0.262  15.6246  32.5912  14.0009
 QW5  H10  H   HNR5  0   0.414  19.7428  29.0771  14.9194
 QW5  H11  H   HCR6  0   0.278  21.7922  33.5490  14.0930
 QW5  H12  H   HNH2  0   0.410  15.4909  27.5085  15.8062
 QW5  H13  H   HNH2  0   0.420  15.3236  29.1953  15.5162
 QW5  O02  O   O2    0  -0.472  13.3322  33.5593  14.4338

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
 QW5  C14  C13  aromatic  1.377  0.020  1.377
 QW5  C14  C15  aromatic  1.406  0.020  1.406
 QW5  C13  C12  aromatic  1.396  0.020  1.396
 QW5  O02  C01  single    1.414  0.020  1.414
 QW5  O02  C03  single    1.345  0.020  1.345
 QW5  CL1  C15  single    1.739  0.020  1.739
 QW5  C15  C17  aromatic  1.375  0.020  1.375
 QW5  C12  N11  aromatic  1.355  0.020  1.355
 QW5  C12  C18  aromatic  1.410  0.020  1.410
 QW5  N11  C10  aromatic  1.367  0.020  1.367
 QW5  C08  C03  aromatic  1.396  0.020  1.396
 QW5  C08  C07  aromatic  1.390  0.020  1.390
 QW5  C17  C18  aromatic  1.401  0.020  1.401
 QW5  C18  C09  aromatic  1.429  0.020  1.429
 QW5  C10  C09  aromatic  1.379  0.020  1.379
 QW5  C10  C19  single    1.483  0.020  1.483
 QW5  C03  C04  aromatic  1.393  0.020  1.393
 QW5  C09  C07  single    1.470  0.020  1.470
 QW5  O21  C19  double    1.225  0.020  1.225
 QW5  C19  N20  single    1.336  0.020  1.336
 QW5  C07  C06  aromatic  1.398  0.020  1.398
 QW5  C04  C05  aromatic  1.390  0.020  1.390
 QW5  C06  C05  aromatic  1.383  0.020  1.383
 QW5  C13  H1   single    0.930  0.020  1.080
 QW5  C17  H2   single    0.930  0.020  1.080
 QW5  C01  H3   single    0.970  0.020  1.090
 QW5  C01  H4   single    0.970  0.020  1.090
 QW5  C01  H5   single    0.970  0.020  1.090
 QW5  C04  H6   single    0.930  0.020  1.080
 QW5  C05  H7   single    0.930  0.020  1.080
 QW5  C06  H8   single    0.930  0.020  1.080
 QW5  C08  H9   single    0.930  0.020  1.080
 QW5  N11  H10  single    0.860  0.020  1.020
 QW5  C14  H11  single    0.930  0.020  1.080
 QW5  N20  H12  single    0.860  0.020  1.020
 QW5  N20  H13  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
 QW5  C19  C10  N11  116.81  3.000
 QW5  C19  C10  C09  133.75  3.000
 QW5  N11  C10  C09  109.42  3.000
 QW5  H1   C13  C14  120.71  3.000
 QW5  H1   C13  C12  121.61  3.000
 QW5  C14  C13  C12  117.68  3.000
 QW5  CL1  C15  C14  118.18  3.000
 QW5  CL1  C15  C17  119.27  3.000
 QW5  C14  C15  C17  122.55  3.000
 QW5  H2   C17  C18  121.20  3.000
 QW5  H2   C17  C15  121.18  3.000
 QW5  C18  C17  C15  117.63  3.000
 QW5  H5   C01  H4   108.79  3.000
 QW5  H5   C01  H3   108.79  3.000
 QW5  H4   C01  H3   108.83  3.000
 QW5  H5   C01  O02  111.91  3.000
 QW5  H4   C01  O02  111.94  3.000
 QW5  H3   C01  O02  106.48  3.000
 QW5  C08  C03  C04  119.65  3.000
 QW5  C04  C03  O02  124.39  3.000
 QW5  C08  C03  O02  115.96  3.000
 QW5  H6   C04  C05  119.19  3.000
 QW5  H6   C04  C03  121.51  3.000
 QW5  C05  C04  C03  119.30  3.000
 QW5  H7   C05  C06  119.69  3.000
 QW5  H7   C05  C04  119.04  3.000
 QW5  C06  C05  C04  121.27  3.000
 QW5  H8   C06  C07  120.06  3.000
 QW5  H8   C06  C05  120.32  3.000
 QW5  C07  C06  C05  119.61  3.000
 QW5  C09  C07  C08  119.74  3.000
 QW5  C09  C07  C06  120.83  3.000
 QW5  C08  C07  C06  119.40  3.000
 QW5  H9   C08  C07  120.16  3.000
 QW5  H9   C08  C03  119.08  3.000
 QW5  C07  C08  C03  120.76  3.000
 QW5  C18  C09  C07  124.66  3.000
 QW5  C07  C09  C10  129.25  3.000
 QW5  C18  C09  C10  106.04  3.000
 QW5  H10  N11  C12  126.20  3.000
 QW5  H10  N11  C10  123.93  3.000
 QW5  C12  N11  C10  109.86  3.000
 QW5  C18  C12  N11  107.47  3.000
 QW5  C18  C12  C13  121.93  3.000
 QW5  N11  C12  C13  130.60  3.000
 QW5  H11  C14  C15  119.75  3.000
 QW5  H11  C14  C13  119.80  3.000
 QW5  C15  C14  C13  120.45  3.000
 QW5  C12  C18  C09  107.22  3.000
 QW5  C09  C18  C17  133.02  3.000
 QW5  C12  C18  C17  119.75  3.000
 QW5  O21  C19  N20  123.49  3.000
 QW5  N20  C19  C10  117.07  3.000
 QW5  O21  C19  C10  119.43  3.000
 QW5  H13  N20  H12  117.43  3.000
 QW5  H13  N20  C19  122.90  3.000
 QW5  H12  N20  C19  119.64  3.000
 QW5  C03  O02  C01  118.55  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
 QW5  CONST_01  C13  C12  N11  C10   180.00   0.0  0
 QW5  CONST_02  C18  C12  N11  C10     0.00   0.0  0
 QW5  CONST_03  C12  C18  C09  C10     0.00   0.0  0
 QW5  CONST_04  C17  C18  C09  C10   180.00   0.0  0
 QW5  CONST_07  C17  C15  C14  C13     0.00   0.0  0
 QW5  CONST_08  C17  C18  C12  C13     0.00   0.0  0
 QW5  CONST_09  C09  C18  C12  C13   180.00   0.0  0
 QW5  CONST_10  C12  C13  C14  C15     0.00   0.0  0
 QW5  CONST_11  C12  C18  C17  C15     0.00   0.0  0
 QW5  CONST_12  C09  C18  C17  C15   180.00   0.0  0
 QW5  CONST_13  N11  C12  C18  C17   180.00   0.0  0
 QW5  CONST_14  C07  C09  C18  C17     0.00   0.0  0
 QW5  CONST_15  C09  C07  C08  C03   180.00   0.0  0
 QW5  CONST_16  C06  C07  C08  C03     0.00   0.0  0
 QW5  CONST_17  C06  C05  C04  C03     0.00   0.0  0
 QW5  CONST_18  C07  C08  C03  C04     0.00   0.0  0
 QW5  CONST_19  C07  C06  C05  C04     0.00   0.0  0
 QW5  CONST_20  C08  C03  C04  C05     0.00   0.0  0
 QW5  CONST_21  C08  C07  C06  C05     0.00   0.0  0
 QW5  CONST_22  C09  C07  C06  C05   180.00   0.0  0
 QW5  CONST_24  C12  C18  C09  C07   180.00   0.0  0
 QW5  CONST_25  N11  C10  C09  C07   180.00   0.0  0
 QW5  CONST_27  N11  C12  C18  C09     0.00   0.0  0
 QW5  CONST_28  C12  N11  C10  C09     0.00   0.0  0
 QW5  CONST_29  C14  C13  C12  N11   180.00   0.0  0
 QW5  CONST_30  C18  C09  C10  N11     0.00   0.0  0
 QW5  CONST_31  C18  C12  C13  C14     0.00   0.0  0
 QW5  CONST_32  C18  C17  C15  C14     0.00   0.0  0
 QW5  CONST_33  CL1  C15  C14  C13   180.00   0.0  0
 QW5  CONST_34  C07  C08  C03  O02   180.00   0.0  0
 QW5  CONST_35  C05  C04  C03  O02   180.00   0.0  0
 QW5  CONST_36  C19  C10  C09  C07     0.00   0.0  0
 QW5  CONST_37  C19  C10  N11  C12   180.00   0.0  0
 QW5  CONST_38  C18  C17  C15  CL1   180.00   0.0  0
 QW5  CONST_39  C19  C10  C09  C18   180.00   0.0  0
 QW5  CONST_40  H10  N11  C12  C13     0.00   0.0  0
 QW5  CONST_41  H1   C13  C14  C15   180.00   0.0  0
 QW5  CONST_42  H11  C14  C15  C17   180.00   0.0  0
 QW5  CONST_43  H7   C05  C04  C03   180.00   0.0  0
 QW5  CONST_44  H9   C08  C03  C04   180.00   0.0  0
 QW5  CONST_45  H8   C06  C05  C04   180.00   0.0  0
 QW5  CONST_46  H6   C04  C05  C06   180.00   0.0  0
 QW5  CONST_47  H2   C17  C18  C09     0.00   0.0  0
 QW5  CONST_48  H12  N20  C19  C10   180.00   0.0  0
 QW5  CONST_49  H13  N20  C19  C10     0.00   0.0  0
 QW5  Var_01    C08  C03  O02  C01  -179.93  30.0  2
 QW5  Var_02    O21  C19  C10  C09  -167.55  30.0  2
 QW5  Var_03    H3   C01  O02  C03   179.34  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
 QW5  plan-1  C03  0.020
 QW5  plan-1  C04  0.020
 QW5  plan-1  C05  0.020
 QW5  plan-1  C06  0.020
 QW5  plan-1  C07  0.020
 QW5  plan-1  C08  0.020
 QW5  plan-1  C09  0.020
 QW5  plan-1  H6   0.020
 QW5  plan-1  H7   0.020
 QW5  plan-1  H8   0.020
 QW5  plan-1  H9   0.020
 QW5  plan-1  O02  0.020
 QW5  plan-2  C10  0.020
 QW5  plan-2  C13  0.020
 QW5  plan-2  C15  0.020
 QW5  plan-2  C17  0.020
 QW5  plan-2  C07  0.020
 QW5  plan-2  C09  0.020
 QW5  plan-2  N11  0.020
 QW5  plan-2  C12  0.020
 QW5  plan-2  C14  0.020
 QW5  plan-2  CL1  0.020
 QW5  plan-2  C18  0.020
 QW5  plan-2  C19  0.020
 QW5  plan-2  H1   0.020
 QW5  plan-2  H2   0.020
 QW5  plan-2  H10  0.020
 QW5  plan-2  H11  0.020
 QW5  plan-3  C10  0.020
 QW5  plan-3  C19  0.020
 QW5  plan-3  N20  0.020
 QW5  plan-3  O21  0.020
 QW5  plan-3  H12  0.020
 QW5  plan-3  H13  0.020

