# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:25:33 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cn1c(cc2ccc3ccccc3c12)C(O)=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
 BFH  BFH  '1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid'  ligand  31  20  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BFH
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
 BFH  O1    O  OH1   0  -0.586  -1.8745  -3.4169   0.2512
 BFH  C2    C  C     0   0.544  -1.4283  -2.2880  -0.2733
 BFH  O3    O  O     0  -0.423  -1.2505  -2.0976  -1.4461
 BFH  C4    C  CH2   0  -0.489  -1.1381  -1.2714   0.8086
 BFH  N5    N  NR5   0  -0.567  -0.8562   0.0311   0.2622
 BFH  C6    C  CR5   0   0.196  -1.8065   1.0186   0.0730
 BFH  C7    C  CR15  0  -0.359  -1.1787   2.2089  -0.1775
 BFH  C8    C  CR56  0   0.029   0.2075   1.9558  -0.1606
 BFH  C9    C  CR16  0  -0.324   1.3162   2.8226  -0.3174
 BFH  C10   C  CR16  0  -0.332   2.5663   2.3085  -0.2126
 BFH  C11   C  CR66  0   0.066   2.7816   0.9110  -0.0030
 BFH  C12   C  CR16  0  -0.309   4.0996   0.4156   0.0425
 BFH  C13   C  CR16  0  -0.257   4.3561  -0.9251   0.1754
 BFH  C14   C  CR16  0  -0.252   3.2858  -1.8263   0.2449
 BFH  C15   C  CR16  0  -0.317   1.9889  -1.3753   0.2141
 BFH  C16   C  CR66  0   0.127   1.6911   0.0023   0.1245
 BFH  C17   C  CR56  0   0.327   0.3843   0.5868   0.0918
 BFH  C18   C  C     0   0.510  -3.2621   0.8526   0.0502
 BFH  O19   O  O     0  -0.436  -4.0188   1.7944   0.0549
 BFH  O20   O  OH1   0  -0.600  -3.6664  -0.4091  -0.0191
 BFH  HO1   H  HOH1  0   0.489  -2.0322  -4.0742  -0.4436
 BFH  H4    H  HCH2  0   0.333  -1.9734  -1.2146   1.5038
 BFH  H4A   H  HCH2  0   0.326  -0.2967  -1.6063   1.4145
 BFH  H7    H  HCR5  0   0.269  -1.6632   3.1510  -0.3794
 BFH  H9    H  HCR6  0   0.257   1.1564   3.8775  -0.4990
 BFH  H10   H  HCR6  0   0.255   3.4333   2.9500  -0.3073
 BFH  H12   H  HCR6  0   0.259   4.9182   1.1201  -0.0416
 BFH  H13   H  HCR6  0   0.260   5.3753  -1.2867   0.2065
 BFH  H14   H  HCR6  0   0.263   3.4752  -2.8895   0.3107
 BFH  H15   H  HCR6  0   0.249   1.2091  -2.1186   0.2345
 BFH  HO20  H  HOH1  0   0.494  -4.6352  -0.4488  -0.0299

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
 BFH  C2   O1    single    1.322  0.020  1.322
 BFH  O1   HO1   single    0.850  0.020  0.980
 BFH  O3   C2    double    1.201  0.020  1.201
 BFH  C2   C4    single    1.513  0.020  1.513
 BFH  N5   C4    single    1.440  0.020  1.440
 BFH  C4   H4    single    0.970  0.020  1.090
 BFH  C4   H4A   single    0.970  0.020  1.090
 BFH  C6   N5    aromatic  1.383  0.020  1.383
 BFH  C17  N5    aromatic  1.370  0.020  1.370
 BFH  C7   C6    aromatic  1.369  0.020  1.369
 BFH  C18  C6    single    1.465  0.020  1.465
 BFH  C7   C8    aromatic  1.409  0.020  1.409
 BFH  C7   H7    single    0.930  0.020  1.080
 BFH  C9   C8    aromatic  1.416  0.020  1.416
 BFH  C8   C17   aromatic  1.403  0.020  1.403
 BFH  C9   C10   aromatic  1.356  0.020  1.356
 BFH  C9   H9    single    0.930  0.020  1.080
 BFH  C10  C11   aromatic  1.429  0.020  1.429
 BFH  C10  H10   single    0.930  0.020  1.080
 BFH  C11  C16   aromatic  1.425  0.020  1.425
 BFH  C11  C12   aromatic  1.409  0.020  1.409
 BFH  C12  C13   aromatic  1.371  0.020  1.371
 BFH  C12  H12   single    0.930  0.020  1.080
 BFH  C13  C14   aromatic  1.401  0.020  1.401
 BFH  C13  H13   single    0.930  0.020  1.080
 BFH  C15  C14   aromatic  1.373  0.020  1.373
 BFH  C14  H14   single    0.930  0.020  1.080
 BFH  C16  C15   aromatic  1.412  0.020  1.412
 BFH  C15  H15   single    0.930  0.020  1.080
 BFH  C17  C16   aromatic  1.432  0.020  1.432
 BFH  O19  C18   double    1.208  0.020  1.208
 BFH  C18  O20   single    1.327  0.020  1.327
 BFH  O20  HO20  single    0.850  0.020  0.980

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
 BFH  HO1   O1   C2   110.46  3.000
 BFH  C4    C2   O3   124.29  3.000
 BFH  C4    C2   O1   110.78  3.000
 BFH  O3    C2   O1   124.92  3.000
 BFH  H4A   C4   H4   104.69  3.000
 BFH  H4A   C4   N5   109.74  3.000
 BFH  H4    C4   N5   110.20  3.000
 BFH  H4A   C4   C2   109.84  3.000
 BFH  H4    C4   C2   110.17  3.000
 BFH  N5    C4   C2   111.96  3.000
 BFH  C17   N5   C6   108.39  3.000
 BFH  C17   N5   C4   126.24  3.000
 BFH  C6    N5   C4   124.26  3.000
 BFH  C18   C6   C7   123.46  3.000
 BFH  C18   C6   N5   127.13  3.000
 BFH  C7    C6   N5   109.31  3.000
 BFH  H7    C7   C8   126.95  3.000
 BFH  H7    C7   C6   126.00  3.000
 BFH  C8    C7   C6   107.02  3.000
 BFH  C17   C8   C9   121.23  3.000
 BFH  C17   C8   C7   107.54  3.000
 BFH  C9    C8   C7   131.21  3.000
 BFH  H9    C9   C10  121.25  3.000
 BFH  H9    C9   C8   119.97  3.000
 BFH  C10   C9   C8   118.77  3.000
 BFH  H10   C10  C11  118.13  3.000
 BFH  H10   C10  C9   120.46  3.000
 BFH  C11   C10  C9   121.39  3.000
 BFH  C16   C11  C12  119.26  3.000
 BFH  C12   C11  C10  119.30  3.000
 BFH  C16   C11  C10  121.42  3.000
 BFH  H12   C12  C13  120.13  3.000
 BFH  H12   C12  C11  118.41  3.000
 BFH  C13   C12  C11  121.46  3.000
 BFH  H13   C13  C14  120.22  3.000
 BFH  H13   C13  C12  120.38  3.000
 BFH  C14   C13  C12  119.39  3.000
 BFH  H14   C14  C15  119.30  3.000
 BFH  H14   C14  C13  120.10  3.000
 BFH  C15   C14  C13  120.60  3.000
 BFH  H15   C15  C16  121.44  3.000
 BFH  H15   C15  C14  117.15  3.000
 BFH  C16   C15  C14  121.39  3.000
 BFH  C17   C16  C15  126.30  3.000
 BFH  C17   C16  C11  115.85  3.000
 BFH  C15   C16  C11  117.79  3.000
 BFH  C16   C17  C8   121.15  3.000
 BFH  C16   C17  N5   131.14  3.000
 BFH  C8    C17  N5   107.70  3.000
 BFH  O20   C18  O19  123.42  3.000
 BFH  O20   C18  C6   114.29  3.000
 BFH  O19   C18  C6   122.26  3.000
 BFH  HO20  O20  C18  110.12  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
 BFH  CONST_01  C8    C7   C6   N5      0.00   0.0  0
 BFH  CONST_02  C7    C8   C17  N5      0.00   0.0  0
 BFH  CONST_03  C9    C8   C17  N5    180.00   0.0  0
 BFH  CONST_04  C11   C16  C17  N5    180.00   0.0  0
 BFH  CONST_05  C15   C16  C17  N5      0.00   0.0  0
 BFH  CONST_06  C8    C17  N5   C6      0.00   0.0  0
 BFH  CONST_07  C16   C17  N5   C6    180.00   0.0  0
 BFH  CONST_08  C9    C8   C7   C6    180.00   0.0  0
 BFH  CONST_09  C17   C8   C7   C6      0.00   0.0  0
 BFH  CONST_10  C17   N5   C6   C7      0.00   0.0  0
 BFH  CONST_11  C10   C9   C8   C7    180.00   0.0  0
 BFH  CONST_12  C16   C17  C8   C7    180.00   0.0  0
 BFH  CONST_13  C11   C10  C9   C8      0.00   0.0  0
 BFH  CONST_14  C11   C16  C17  C8      0.00   0.0  0
 BFH  CONST_15  C15   C16  C17  C8    180.00   0.0  0
 BFH  CONST_16  C16   C17  C8   C9      0.00   0.0  0
 BFH  CONST_17  C16   C11  C10  C9      0.00   0.0  0
 BFH  CONST_18  C12   C11  C10  C9    180.00   0.0  0
 BFH  CONST_19  C17   C8   C9   C10     0.00   0.0  0
 BFH  CONST_20  C15   C16  C11  C10   180.00   0.0  0
 BFH  CONST_21  C17   C16  C11  C10     0.00   0.0  0
 BFH  CONST_22  C13   C12  C11  C10   180.00   0.0  0
 BFH  CONST_23  C14   C15  C16  C11     0.00   0.0  0
 BFH  CONST_24  C14   C13  C12  C11     0.00   0.0  0
 BFH  CONST_25  C15   C16  C11  C12     0.00   0.0  0
 BFH  CONST_26  C17   C16  C11  C12   180.00   0.0  0
 BFH  CONST_27  C15   C14  C13  C12     0.00   0.0  0
 BFH  CONST_28  C16   C11  C12  C13     0.00   0.0  0
 BFH  CONST_29  C16   C15  C14  C13     0.00   0.0  0
 BFH  CONST_30  C17   C16  C15  C14   180.00   0.0  0
 BFH  CONST_31  C7    C6   N5   C4    180.00   0.0  0
 BFH  CONST_32  C8    C17  N5   C4    180.00   0.0  0
 BFH  CONST_33  C16   C17  N5   C4      0.00   0.0  0
 BFH  CONST_34  C18   C6   C7   C8    180.00   0.0  0
 BFH  CONST_35  C18   C6   N5   C17   180.00   0.0  0
 BFH  CONST_36  H7    C7   C6   N5    180.00   0.0  0
 BFH  CONST_37  H9    C9   C8   C7      0.00   0.0  0
 BFH  CONST_38  H10   C10  C9   C8    180.00   0.0  0
 BFH  CONST_39  H12   C12  C11  C10     0.00   0.0  0
 BFH  CONST_40  H15   C15  C16  C11   180.00   0.0  0
 BFH  CONST_41  H13   C13  C12  C11   180.00   0.0  0
 BFH  CONST_42  H14   C14  C13  C12   180.00   0.0  0
 BFH  CONST_43  HO20  O20  C18  C6    180.00   0.0  0
 BFH  CONST_44  HO1   O1   C2   O3      0.00   0.0  0
 BFH  Var_01    C6    N5   C4   C2     92.96  30.0  2
 BFH  Var_02    O19   C18  C6   N5    169.99  30.0  2
 BFH  Var_03    N5    C4   C2   O1   -170.75  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
 BFH  plan-1  C4    0.020
 BFH  plan-1  N5    0.020
 BFH  plan-1  C6    0.020
 BFH  plan-1  C7    0.020
 BFH  plan-1  C8    0.020
 BFH  plan-1  C9    0.020
 BFH  plan-1  C10   0.020
 BFH  plan-1  C11   0.020
 BFH  plan-1  C12   0.020
 BFH  plan-1  C13   0.020
 BFH  plan-1  C14   0.020
 BFH  plan-1  C15   0.020
 BFH  plan-1  C16   0.020
 BFH  plan-1  C17   0.020
 BFH  plan-1  C18   0.020
 BFH  plan-1  H7    0.020
 BFH  plan-1  H9    0.020
 BFH  plan-1  H10   0.020
 BFH  plan-1  H12   0.020
 BFH  plan-1  H13   0.020
 BFH  plan-1  H14   0.020
 BFH  plan-1  H15   0.020
 BFH  plan-2  O1    0.020
 BFH  plan-2  C2    0.020
 BFH  plan-2  O3    0.020
 BFH  plan-2  C4    0.020
 BFH  plan-2  HO1   0.020
 BFH  plan-3  C6    0.020
 BFH  plan-3  C18   0.020
 BFH  plan-3  O19   0.020
 BFH  plan-3  O20   0.020
 BFH  plan-3  HO20  0.020

