# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 07:28:39 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 1H,1'H-4,4'-biindole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c2cccc(c3cccc4[nH]ccc34)c2c1
#
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
 5BK  5BK  '1H,1'H-4,4'-biindole-2-carboxylic acid'  ligand  32  21  .  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_5BK
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
 5BK  C1   C  CR16   0  -0.272   0.7530  -3.5195  -0.4843
 5BK  C2   C  CR16   0  -0.326   1.9806  -2.8918  -0.5447
 5BK  C3   C  CR56   0   0.037   0.8403  -0.7815   0.0228
 5BK  C11  C  CR16   0  -0.341  -0.4174  -2.8074  -0.1796
 5BK  C12  C  CR6    0   0.014  -0.4030  -1.4430   0.0688
 5BK  C13  C  CR15   0  -0.443  -1.5136   1.1311  -1.4426
 5BK  C15  C  CR15   0  -0.027  -2.3842   2.1447  -1.7201
 5BK  C16  C  CR56   0   0.029  -2.0565   0.4149  -0.3301
 5BK  C17  C  CR6    0   0.018  -1.6525  -0.7256   0.3897
 5BK  C18  C  CR16   0  -0.340  -2.4864  -1.1760   1.4027
 5BK  C19  C  CR16   0  -0.270  -3.6864  -0.5239   1.7225
 5BK  C20  C  CR16   0  -0.321  -4.0983   0.5999   1.0343
 5BK  C21  C  CR56   0   0.351  -3.2724   1.0537   0.0074
 5BK  C4   C  CR56   0   0.349   2.0083  -1.5221  -0.2852
 5BK  N5   N  NR15   0  -0.713   3.0584  -0.6599  -0.2444
 5BK  C6   C  CR5    0   0.169   2.6218   0.5941   0.0855
 5BK  C7   C  CR15   0  -0.460   1.2634   0.5602   0.2596
 5BK  C8   C  C      0   0.361   3.5909   1.7371   0.2039
 5BK  O9   O  O      0  -0.586   3.1073   2.8394   0.5167
 5BK  O10  O  OC    -1  -0.603   4.7852   1.4603  -0.0241
 5BK  N14  N  NR15   0  -0.680  -3.4363   2.1008  -0.8516
 5BK  H1   H  HCR6   0   0.247   0.6859  -4.5822  -0.6786
 5BK  H2   H  HCR6   0   0.256   2.8840  -3.4405  -0.7791
 5BK  H3   H  HCR6   0   0.239  -1.3607  -3.3397  -0.1589
 5BK  H6   H  HCR6   0   0.240  -2.1952  -2.0497   1.9728
 5BK  H7   H  HCR6   0   0.248  -4.2978  -0.9115   2.5271
 5BK  H8   H  HCR6   0   0.258  -5.0258   1.1012   1.2800
 5BK  H9   H  HNR5   0   0.394   4.0254  -0.8858  -0.4101
 5BK  H10  H  HCR5   0   0.238   0.6415   1.4010   0.5199
 5BK  H12  H  HNR5   0   0.409  -4.2130   2.7399  -0.8537
 5BK  H4   H  HCR5   0   0.244  -0.5941   0.9242  -1.9649
 5BK  H5   H  HCR5   0   0.281  -2.3349   2.9065  -2.4812

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
 5BK  O9   C8   deloc     1.244  0.020  1.244
 5BK  C8   O10  deloc     1.247  0.020  1.247
 5BK  C8   C6   single    1.503  0.020  1.503
 5BK  C6   C7   aromatic  1.370  0.020  1.370
 5BK  C6   N5   aromatic  1.368  0.020  1.368
 5BK  C7   C3   aromatic  1.427  0.020  1.427
 5BK  N5   C4   aromatic  1.359  0.020  1.359
 5BK  C15  N14  aromatic  1.365  0.020  1.365
 5BK  C15  C13  aromatic  1.365  0.020  1.365
 5BK  N14  C21  aromatic  1.364  0.020  1.364
 5BK  C13  C16  aromatic  1.430  0.020  1.430
 5BK  C3   C4   aromatic  1.417  0.020  1.417
 5BK  C3   C12  aromatic  1.409  0.020  1.409
 5BK  C21  C16  aromatic  1.414  0.020  1.414
 5BK  C21  C20  aromatic  1.394  0.020  1.394
 5BK  C4   C2   aromatic  1.394  0.020  1.394
 5BK  C16  C17  aromatic  1.408  0.020  1.408
 5BK  C20  C19  aromatic  1.381  0.020  1.381
 5BK  C17  C12  single    1.476  0.020  1.476
 5BK  C17  C18  aromatic  1.387  0.020  1.387
 5BK  C12  C11  aromatic  1.387  0.020  1.387
 5BK  C19  C18  aromatic  1.403  0.020  1.403
 5BK  C2   C1   aromatic  1.380  0.020  1.380
 5BK  C11  C1   aromatic  1.404  0.020  1.404
 5BK  C1   H1   single    0.930  0.020  1.080
 5BK  C2   H2   single    0.930  0.020  1.080
 5BK  C11  H3   single    0.930  0.020  1.080
 5BK  C13  H4   single    0.930  0.020  1.080
 5BK  C15  H5   single    0.930  0.020  1.080
 5BK  C18  H6   single    0.930  0.020  1.080
 5BK  C19  H7   single    0.930  0.020  1.080
 5BK  C20  H8   single    0.930  0.020  1.080
 5BK  N5   H9   single    0.860  0.020  1.020
 5BK  C7   H10  single    0.930  0.020  1.080
 5BK  N14  H12  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
 5BK  H1   C1   C11  119.04  3.000
 5BK  H1   C1   C2   119.59  3.000
 5BK  C11  C1   C2   121.36  3.000
 5BK  H2   C2   C4   121.44  3.000
 5BK  H2   C2   C1   121.41  3.000
 5BK  C4   C2   C1   117.15  3.000
 5BK  C7   C3   C4   106.45  3.000
 5BK  C4   C3   C12  119.28  3.000
 5BK  C7   C3   C12  134.25  3.000
 5BK  H3   C11  C12  119.28  3.000
 5BK  H3   C11  C1   118.75  3.000
 5BK  C12  C11  C1   121.97  3.000
 5BK  C17  C12  C11  120.55  3.000
 5BK  C11  C12  C3   117.72  3.000
 5BK  C17  C12  C3   121.73  3.000
 5BK  H4   C13  C16  127.22  3.000
 5BK  H4   C13  C15  126.04  3.000
 5BK  C16  C13  C15  106.74  3.000
 5BK  H5   C15  N14  120.48  3.000
 5BK  H5   C15  C13  129.74  3.000
 5BK  N14  C15  C13  109.78  3.000
 5BK  C21  C16  C17  119.38  3.000
 5BK  C17  C16  C13  133.99  3.000
 5BK  C21  C16  C13  106.61  3.000
 5BK  C18  C17  C16  117.64  3.000
 5BK  C18  C17  C12  120.65  3.000
 5BK  C16  C17  C12  121.70  3.000
 5BK  H6   C18  C19  119.01  3.000
 5BK  H6   C18  C17  118.99  3.000
 5BK  C19  C18  C17  121.99  3.000
 5BK  H7   C19  C20  119.57  3.000
 5BK  H7   C19  C18  119.09  3.000
 5BK  C20  C19  C18  121.33  3.000
 5BK  H8   C20  C21  121.61  3.000
 5BK  H8   C20  C19  121.29  3.000
 5BK  C21  C20  C19  117.10  3.000
 5BK  N14  C21  C20  129.99  3.000
 5BK  C20  C21  C16  122.56  3.000
 5BK  N14  C21  C16  107.43  3.000
 5BK  N5   C4   C3   107.38  3.000
 5BK  C3   C4   C2   122.52  3.000
 5BK  N5   C4   C2   130.09  3.000
 5BK  H9   N5   C6   123.50  3.000
 5BK  H9   N5   C4   126.49  3.000
 5BK  C6   N5   C4   110.00  3.000
 5BK  C8   C6   C7   130.39  3.000
 5BK  C7   C6   N5   108.93  3.000
 5BK  C8   C6   N5   120.68  3.000
 5BK  H10  C7   C6   125.70  3.000
 5BK  H10  C7   C3   127.06  3.000
 5BK  C6   C7   C3   107.23  3.000
 5BK  O10  C8   O9   127.96  3.000
 5BK  O10  C8   C6   115.73  3.000
 5BK  O9   C8   C6   116.30  3.000
 5BK  H12  N14  C21  125.57  3.000
 5BK  H12  N14  C15  124.99  3.000
 5BK  C21  N14  C15  109.44  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
 5BK  CONST_01  N5   C4   C2   C1    180.00   0.0  0
 5BK  CONST_02  C3   C4   C2   C1      0.00   0.0  0
 5BK  CONST_03  C3   C12  C11  C1      0.00   0.0  0
 5BK  CONST_04  C17  C12  C11  C1    180.00   0.0  0
 5BK  CONST_05  C6   N5   C4   C2    180.00   0.0  0
 5BK  CONST_06  C7   C3   C4   C2    180.00   0.0  0
 5BK  CONST_07  C12  C3   C4   C2      0.00   0.0  0
 5BK  CONST_08  C12  C11  C1   C2      0.00   0.0  0
 5BK  CONST_09  N5   C6   C7   C3      0.00   0.0  0
 5BK  CONST_10  C6   N5   C4   C3      0.00   0.0  0
 5BK  CONST_13  C7   C3   C12  C11   180.00   0.0  0
 5BK  CONST_14  C4   C3   C12  C11     0.00   0.0  0
 5BK  CONST_17  C4   C2   C1   C11     0.00   0.0  0
 5BK  CONST_18  C6   C7   C3   C12   180.00   0.0  0
 5BK  CONST_19  N5   C4   C3   C12   180.00   0.0  0
 5BK  CONST_20  C13  C16  C17  C12     0.00   0.0  0
 5BK  CONST_21  C21  C16  C17  C12   180.00   0.0  0
 5BK  CONST_22  C19  C18  C17  C12   180.00   0.0  0
 5BK  CONST_23  C21  N14  C15  C13     0.00   0.0  0
 5BK  CONST_24  N14  C21  C16  C13     0.00   0.0  0
 5BK  CONST_25  C20  C21  C16  C13   180.00   0.0  0
 5BK  CONST_26  C18  C17  C16  C13   180.00   0.0  0
 5BK  CONST_27  C16  C21  N14  C15     0.00   0.0  0
 5BK  CONST_28  C20  C21  N14  C15   180.00   0.0  0
 5BK  CONST_29  C21  C16  C13  C15     0.00   0.0  0
 5BK  CONST_30  C17  C16  C13  C15   180.00   0.0  0
 5BK  CONST_31  N14  C15  C13  C16     0.00   0.0  0
 5BK  CONST_32  C19  C20  C21  C16     0.00   0.0  0
 5BK  CONST_33  C19  C18  C17  C16     0.00   0.0  0
 5BK  CONST_34  N14  C21  C16  C17   180.00   0.0  0
 5BK  CONST_35  C20  C21  C16  C17     0.00   0.0  0
 5BK  CONST_36  C7   C3   C12  C17     0.00   0.0  0
 5BK  CONST_37  C4   C3   C12  C17   180.00   0.0  0
 5BK  CONST_38  C20  C19  C18  C17     0.00   0.0  0
 5BK  CONST_39  C21  C16  C17  C18     0.00   0.0  0
 5BK  CONST_40  C21  C20  C19  C18     0.00   0.0  0
 5BK  CONST_41  N14  C21  C20  C19   180.00   0.0  0
 5BK  CONST_42  C7   C6   N5   C4      0.00   0.0  0
 5BK  CONST_43  C6   C7   C3   C4      0.00   0.0  0
 5BK  CONST_44  C7   C3   C4   N5      0.00   0.0  0
 5BK  CONST_45  C8   C6   C7   C3    180.00   0.0  0
 5BK  CONST_46  C8   C6   N5   C4    180.00   0.0  0
 5BK  CONST_47  H9   N5   C4   C2      0.00   0.0  0
 5BK  CONST_48  H3   C11  C1   C2    180.00   0.0  0
 5BK  CONST_49  H2   C2   C4   C3    180.00   0.0  0
 5BK  CONST_50  H10  C7   C3   C12     0.00   0.0  0
 5BK  CONST_51  H6   C18  C17  C12     0.00   0.0  0
 5BK  CONST_52  H1   C1   C11  C12   180.00   0.0  0
 5BK  CONST_53  H12  N14  C15  C13   180.00   0.0  0
 5BK  CONST_54  H5   C15  C13  C16   180.00   0.0  0
 5BK  CONST_55  H8   C20  C21  C16   180.00   0.0  0
 5BK  CONST_56  H4   C13  C16  C17     0.00   0.0  0
 5BK  CONST_57  H7   C19  C18  C17   180.00   0.0  0
 5BK  Var_01    O9   C8   C6   N5   -179.53  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
 5BK  plan-1  C12  0.020
 5BK  plan-1  C13  0.020
 5BK  plan-1  C15  0.020
 5BK  plan-1  C16  0.020
 5BK  plan-1  C17  0.020
 5BK  plan-1  C18  0.020
 5BK  plan-1  C19  0.020
 5BK  plan-1  C20  0.020
 5BK  plan-1  C21  0.020
 5BK  plan-1  N14  0.020
 5BK  plan-1  H6   0.020
 5BK  plan-1  H7   0.020
 5BK  plan-1  H8   0.020
 5BK  plan-1  H12  0.020
 5BK  plan-1  H4   0.020
 5BK  plan-1  H5   0.020
 5BK  plan-2  C1   0.020
 5BK  plan-2  C2   0.020
 5BK  plan-2  C3   0.020
 5BK  plan-2  C11  0.020
 5BK  plan-2  C12  0.020
 5BK  plan-2  C17  0.020
 5BK  plan-2  C4   0.020
 5BK  plan-2  N5   0.020
 5BK  plan-2  C6   0.020
 5BK  plan-2  C7   0.020
 5BK  plan-2  C8   0.020
 5BK  plan-2  H1   0.020
 5BK  plan-2  H2   0.020
 5BK  plan-2  H3   0.020
 5BK  plan-2  H9   0.020
 5BK  plan-2  H10  0.020
 5BK  plan-3  C6   0.020
 5BK  plan-3  C8   0.020
 5BK  plan-3  O9   0.020
 5BK  plan-3  O10  0.020

