# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 19:22:24 2020
#   Inital geometry file: a 128 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)c2cccc3N(Cc4cccc(c4)C(N)=O)c5ncccc5C=C1c23
#
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
 C6X  C6X  'None                     '  ligand  47  29  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C6X
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
 C6X  C1   C  CR16  0  -0.308  -2.7392  -2.1436   1.4800
 C6X  C10  C  CH2   0  -0.365  -1.4489  -0.0427   1.9853
 C6X  C12  C  CR6   0   0.274   0.7524  -0.4544   1.0280
 C6X  C13  C  CR56  0   0.000   1.6232  -0.1799  -0.0156
 C6X  C14  C  CR56  0  -0.063   2.4114  -1.1648  -0.5884
 C6X  C15  C  CR16  0  -0.328   2.4400  -2.4586  -0.1022
 C6X  C16  C  CR16  0  -0.253   1.6349  -2.7253   0.9969
 C6X  C17  C  CR16  0  -0.298   0.8071  -1.7496   1.5495
 C6X  C18  C  CR6   0   0.382   0.1311   1.8044   1.7613
 C6X  C2   C  CR6   0   0.110  -2.1157  -0.9907   1.0191
 C6X  C20  C  CR16  0  -0.064  -0.1950   3.5041   3.2759
 C6X  C21  C  CR16  0  -0.334   0.4634   4.4259   2.4880
 C6X  C22  C  CR16  0  -0.211   0.9824   3.9792   1.2844
 C6X  C23  C  CR6   0   0.047   0.8411   2.6528   0.8793
 C6X  C24  C  CR5   0   0.504   1.8270   1.0526  -0.7502
 C6X  C26  C  CR5   0   0.524   3.0649  -0.5773  -1.7768
 C6X  C29  C  C1    0  -0.401   1.4501   2.2870  -0.3911
 C6X  C3   C  CR16  0  -0.297  -2.1581  -0.7001  -0.3388
 C6X  C4   C  CR6   0  -0.017  -2.7918  -1.5534  -1.2346
 C6X  C5   C  CR16  0  -0.301  -3.4215  -2.7021  -0.7569
 C6X  C6   C  CR16  0  -0.225  -3.3972  -2.9900   0.5981
 C6X  C7   C  C     0   0.488  -2.7927  -1.1739  -2.6828
 C6X  N11  N  NT    0  -0.609  -0.2056   0.4785   1.4418
 C6X  N19  N  N     0  -0.430  -0.3453   2.2344   2.9162
 C6X  N25  N  NR5   0  -0.617   2.6309   0.7274  -1.8373
 C6X  N9   N  NH2   0  -0.814  -2.9852  -2.1728  -3.5576
 C6X  O8   O  O     0  -0.481  -2.6279  -0.0124  -3.0304
 C6X  H1   H  HCR6  0   0.259  -2.7119  -2.3854   2.5361
 C6X  H2   H  HCH2  0   0.289  -2.1098   0.8066   2.1558
 C6X  H3   H  HCH2  0   0.252  -1.3255  -0.5198   2.9630
 C6X  H4   H  HCR6  0   0.264   3.0483  -3.2277  -0.5584
 C6X  H5   H  HCR6  0   0.268   1.6249  -3.7172   1.4286
 C6X  H6   H  HCR6  0   0.275   0.1819  -2.0262   2.3874
 C6X  H7   H  HCR6  0   0.267  -0.6220   3.7874   4.2308
 C6X  H8   H  HCR6  0   0.271   0.5667   5.4557   2.7988
 C6X  H9   H  HCR6  0   0.273   1.5032   4.6698   0.6325
 C6X  H10  H  HCH3  0   0.255   3.7508   2.4298  -2.3401
 C6X  H11  H  HCH3  0   0.273   3.6562   1.1688  -3.5762
 C6X  H12  H  HCH3  0   0.258   2.2569   2.2013  -3.2685
 C6X  H13  H  H     0   0.283   1.7345   3.1220  -1.0214
 C6X  H14  H  HCR6  0   0.250  -1.6753   0.1963  -0.7072
 C6X  H15  H  HCR6  0   0.259  -3.9515  -3.3691  -1.4249
 C6X  H16  H  HCR6  0   0.263  -3.8880  -3.8800   0.9687
 C6X  H17  H  HNH2  0   0.413  -2.9768  -3.1399  -3.2851
 C6X  H18  H  HNH2  0   0.405  -2.9715  -1.9778  -4.5455
 C6X  O27  O  O     0  -0.441   3.8227  -1.1110  -2.5604
 C6X  C28  C  CH3   0  -0.545   3.0979   1.6885  -2.8034

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
 C6X  O8   C7   double    1.224  0.020  1.224
 C6X  C7   N9   single    1.342  0.020  1.342
 C6X  C7   C4   single    1.497  0.020  1.497
 C6X  C5   C4   aromatic  1.394  0.020  1.394
 C6X  C5   C6   aromatic  1.385  0.020  1.385
 C6X  C4   C3   aromatic  1.390  0.020  1.390
 C6X  C6   C1   aromatic  1.388  0.020  1.388
 C6X  C3   C2   aromatic  1.389  0.020  1.389
 C6X  C1   C2   aromatic  1.389  0.020  1.389
 C6X  C2   C10  single    1.509  0.020  1.509
 C6X  C10  N11  single    1.454  0.020  1.454
 C6X  C16  C17  aromatic  1.394  0.020  1.394
 C6X  C16  C15  aromatic  1.388  0.020  1.388
 C6X  C17  C12  aromatic  1.397  0.020  1.397
 C6X  C15  C14  aromatic  1.382  0.020  1.382
 C6X  C12  N11  single    1.400  0.020  1.400
 C6X  C12  C13  aromatic  1.387  0.020  1.387
 C6X  N11  C18  single    1.405  0.020  1.405
 C6X  C14  C13  aromatic  1.385  0.020  1.385
 C6X  C14  C26  single    1.478  0.020  1.478
 C6X  C13  C24  single    1.449  0.020  1.449
 C6X  N19  C18  aromatic  1.321  0.020  1.321
 C6X  N19  C20  aromatic  1.328  0.020  1.328
 C6X  C18  C23  aromatic  1.415  0.020  1.415
 C6X  C26  O27  double    1.214  0.020  1.214
 C6X  C26  N25  single    1.376  0.020  1.376
 C6X  C24  N25  single    1.391  0.020  1.391
 C6X  C24  C29  double    1.340  0.020  1.340
 C6X  C20  C21  aromatic  1.380  0.020  1.380
 C6X  N25  C28  single    1.441  0.020  1.441
 C6X  C23  C29  single    1.456  0.020  1.456
 C6X  C23  C22  aromatic  1.394  0.020  1.394
 C6X  C21  C22  aromatic  1.385  0.020  1.385
 C6X  C1   H1   single    0.930  0.020  1.080
 C6X  C10  H2   single    0.970  0.020  1.090
 C6X  C10  H3   single    0.970  0.020  1.090
 C6X  C15  H4   single    0.930  0.020  1.080
 C6X  C16  H5   single    0.930  0.020  1.080
 C6X  C17  H6   single    0.930  0.020  1.080
 C6X  C20  H7   single    0.930  0.020  1.080
 C6X  C21  H8   single    0.930  0.020  1.080
 C6X  C22  H9   single    0.930  0.020  1.080
 C6X  C28  H10  single    0.970  0.020  1.090
 C6X  C28  H11  single    0.970  0.020  1.090
 C6X  C28  H12  single    0.970  0.020  1.090
 C6X  C29  H13  single    0.930  0.020  1.080
 C6X  C3   H14  single    0.930  0.020  1.080
 C6X  C5   H15  single    0.930  0.020  1.080
 C6X  C6   H16  single    0.930  0.020  1.080
 C6X  N9   H17  single    0.860  0.020  1.020
 C6X  N9   H18  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
 C6X  H1   C1   C6   119.67  3.000
 C6X  H1   C1   C2   119.81  3.000
 C6X  C6   C1   C2   120.53  3.000
 C6X  H3   C10  H2   105.56  3.000
 C6X  H3   C10  N11  113.19  3.000
 C6X  H2   C10  N11  107.33  3.000
 C6X  H3   C10  C2   110.36  3.000
 C6X  H2   C10  C2   108.77  3.000
 C6X  N11  C10  C2   111.34  3.000
 C6X  N11  C12  C17  122.29  3.000
 C6X  N11  C12  C13  121.35  3.000
 C6X  C17  C12  C13  116.09  3.000
 C6X  C24  C13  C14  108.36  3.000
 C6X  C24  C13  C12  129.66  3.000
 C6X  C14  C13  C12  121.85  3.000
 C6X  C26  C14  C15  130.21  3.000
 C6X  C26  C14  C13  107.54  3.000
 C6X  C15  C14  C13  122.12  3.000
 C6X  H4   C15  C16  121.56  3.000
 C6X  H4   C15  C14  121.93  3.000
 C6X  C16  C15  C14  116.50  3.000
 C6X  H5   C16  C17  118.56  3.000
 C6X  H5   C16  C15  119.83  3.000
 C6X  C17  C16  C15  121.59  3.000
 C6X  H6   C17  C16  118.13  3.000
 C6X  H6   C17  C12  120.24  3.000
 C6X  C16  C17  C12  121.61  3.000
 C6X  N19  C18  N11  114.81  3.000
 C6X  N19  C18  C23  122.05  3.000
 C6X  N11  C18  C23  122.99  3.000
 C6X  C3   C2   C10  120.53  3.000
 C6X  C10  C2   C1   120.48  3.000
 C6X  C3   C2   C1   118.95  3.000
 C6X  H7   C20  N19  116.35  3.000
 C6X  H7   C20  C21  121.10  3.000
 C6X  N19  C20  C21  122.55  3.000
 C6X  H8   C21  C22  121.44  3.000
 C6X  H8   C21  C20  121.20  3.000
 C6X  C22  C21  C20  117.36  3.000
 C6X  H9   C22  C23  118.71  3.000
 C6X  H9   C22  C21  119.84  3.000
 C6X  C23  C22  C21  121.44  3.000
 C6X  C29  C23  C22  116.77  3.000
 C6X  C22  C23  C18  116.12  3.000
 C6X  C29  C23  C18  127.11  3.000
 C6X  N25  C24  C29  125.99  3.000
 C6X  C29  C24  C13  127.46  3.000
 C6X  N25  C24  C13  106.18  3.000
 C6X  O27  C26  N25  125.83  3.000
 C6X  N25  C26  C14  105.82  3.000
 C6X  O27  C26  C14  128.35  3.000
 C6X  H13  C29  C24  118.68  3.000
 C6X  H13  C29  C23  115.07  3.000
 C6X  C24  C29  C23  125.68  3.000
 C6X  H14  C3   C4   119.49  3.000
 C6X  H14  C3   C2   119.48  3.000
 C6X  C4   C3   C2   121.02  3.000
 C6X  C7   C4   C5   122.68  3.000
 C6X  C5   C4   C3   119.40  3.000
 C6X  C7   C4   C3   117.91  3.000
 C6X  H15  C5   C6   118.95  3.000
 C6X  H15  C5   C4   121.15  3.000
 C6X  C6   C5   C4   119.89  3.000
 C6X  H16  C6   C5   119.87  3.000
 C6X  H16  C6   C1   119.94  3.000
 C6X  C5   C6   C1   120.20  3.000
 C6X  O8   C7   N9   122.74  3.000
 C6X  N9   C7   C4   116.24  3.000
 C6X  O8   C7   C4   121.02  3.000
 C6X  C18  N11  C12  122.16  3.000
 C6X  C18  N11  C10  117.28  3.000
 C6X  C12  N11  C10  117.19  3.000
 C6X  C20  N19  C18  120.47  3.000
 C6X  C28  N25  C26  124.04  3.000
 C6X  C28  N25  C24  123.75  3.000
 C6X  C26  N25  C24  111.70  3.000
 C6X  H18  N9   H17  116.89  3.000
 C6X  H18  N9   C7   119.57  3.000
 C6X  H17  N9   C7   122.59  3.000
 C6X  H12  C28  H11  108.57  3.000
 C6X  H12  C28  H10  108.87  3.000
 C6X  H11  C28  H10  108.65  3.000
 C6X  H12  C28  N25  110.50  3.000
 C6X  H11  C28  N25  108.94  3.000
 C6X  H10  C28  N25  111.25  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
 C6X  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 C6X  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 C6X  CONST_03  C15  C16  C17  C12     0.00   0.0  0
 C6X  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 C6X  CONST_05  C16  C17  C12  C13     0.00   0.0  0
 C6X  CONST_06  C16  C15  C14  C13     0.00   0.0  0
 C6X  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 C6X  CONST_08  C17  C12  C13  C14     0.00   0.0  0
 C6X  CONST_09  C21  C20  N19  C18     0.00   0.0  0
 C6X  CONST_10  C21  C22  C23  C18     0.00   0.0  0
 C6X  CONST_11  C5   C4   C3   C2      0.00   0.0  0
 C6X  CONST_12  C5   C6   C1   C2      0.00   0.0  0
 C6X  CONST_13  C23  C18  N19  C20     0.00   0.0  0
 C6X  CONST_14  C23  C22  C21  C20     0.00   0.0  0
 C6X  CONST_15  N19  C18  C23  C22     0.00   0.0  0
 C6X  CONST_16  N19  C20  C21  C22     0.00   0.0  0
 C6X  CONST_17  C6   C5   C4   C3      0.00   0.0  0
 C6X  CONST_18  C6   C1   C2   C3      0.00   0.0  0
 C6X  CONST_19  C24  N25  C26  C14     0.00   0.0  0
 C6X  CONST_20  C4   C3   C2   C10   180.00   0.0  0
 C6X  CONST_21  C6   C1   C2   C10   180.00   0.0  0
 C6X  CONST_22  C7   C4   C3   C2    180.00   0.0  0
 C6X  CONST_23  C7   C4   C5   C6    180.00   0.0  0
 C6X  CONST_24  C28  N25  C26  C14   180.00   0.0  0
 C6X  CONST_25  O27  C26  N25  C24   180.00   0.0  0
 C6X  CONST_26  H15  C5   C6   C1    180.00   0.0  0
 C6X  CONST_27  H14  C3   C2   C1    180.00   0.0  0
 C6X  CONST_28  H5   C16  C17  C12   180.00   0.0  0
 C6X  CONST_29  H6   C17  C12  C13   180.00   0.0  0
 C6X  CONST_30  H4   C15  C14  C13   180.00   0.0  0
 C6X  CONST_31  H7   C20  N19  C18   180.00   0.0  0
 C6X  CONST_32  H9   C22  C23  C18   180.00   0.0  0
 C6X  CONST_33  H16  C6   C1   C2    180.00   0.0  0
 C6X  CONST_34  H8   C21  C22  C23   180.00   0.0  0
 C6X  CONST_35  H1   C1   C2   C3    180.00   0.0  0
 C6X  CONST_36  O27  C26  N25  C28     0.00   0.0  0
 C6X  CONST_37  H17  N9   C7   C4      0.00   0.0  0
 C6X  CONST_38  H18  N9   C7   C4    180.00   0.0  0
 C6X  Var_01    N19  C18  N11  C12  -130.47  30.0  1
 C6X  Var_02    C18  N11  C12  C13   -52.20  30.0  1
 C6X  Var_03    C23  C29  C24  C13     5.11  30.0  1
 C6X  Var_04    C24  C29  C23  C18   -23.03  30.0  1
 C6X  Var_05    N11  C10  C2   C1    140.66  30.0  2
 C6X  Var_06    C2   C10  N11  C12   -55.29  30.0  2
 C6X  Var_07    O8   C7   C4   C3    -21.98  30.0  2
 C6X  Var_08    H10  C28  N25  C24    63.45  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
 C6X  plan-1  C1   0.020
 C6X  plan-1  C10  0.020
 C6X  plan-1  C2   0.020
 C6X  plan-1  C3   0.020
 C6X  plan-1  C4   0.020
 C6X  plan-1  C5   0.020
 C6X  plan-1  C6   0.020
 C6X  plan-1  C7   0.020
 C6X  plan-1  H1   0.020
 C6X  plan-1  H14  0.020
 C6X  plan-1  H15  0.020
 C6X  plan-1  H16  0.020
 C6X  plan-2  C18  0.020
 C6X  plan-2  C20  0.020
 C6X  plan-2  C21  0.020
 C6X  plan-2  C22  0.020
 C6X  plan-2  C23  0.020
 C6X  plan-2  C29  0.020
 C6X  plan-2  N11  0.020
 C6X  plan-2  N19  0.020
 C6X  plan-2  H7   0.020
 C6X  plan-2  H8   0.020
 C6X  plan-2  H9   0.020
 C6X  plan-3  C4   0.020
 C6X  plan-3  C7   0.020
 C6X  plan-3  N9   0.020
 C6X  plan-3  O8   0.020
 C6X  plan-3  H17  0.020
 C6X  plan-3  H18  0.020
 C6X  plan-4  C12  0.020
 C6X  plan-4  C13  0.020
 C6X  plan-4  C14  0.020
 C6X  plan-4  C15  0.020
 C6X  plan-4  C16  0.020
 C6X  plan-4  C17  0.020
 C6X  plan-4  C24  0.020
 C6X  plan-4  C26  0.020
 C6X  plan-4  C29  0.020
 C6X  plan-4  N11  0.020
 C6X  plan-4  N25  0.020
 C6X  plan-4  H4   0.020
 C6X  plan-4  H5   0.020
 C6X  plan-4  H6   0.020
 C6X  plan-4  O27  0.020
 C6X  plan-4  C28  0.020

