# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:13:35 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 10-[3-(trifluoromethyl)phenyl]-10H-phenoxazine-4,6-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2N(c3cccc(c3)C(F)(F)F)c4cccc(C(O)=O)c4Oc12
#
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
 BPD  BPD  '10-[3-(trifluoromethyl)phenyl]-10H-phenoxazine-4,6-dicarboxylic acid'  ligand  40  30  .  2021-08-06  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BPD
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
 BPD  F1   F  F      0  -0.301  -0.1147  -0.5402  -6.1907
 BPD  F2   F  F      0  -0.313   0.8976  -1.8131  -4.7813
 BPD  F3   F  F      0  -0.313  -1.2450  -1.6689  -4.7486
 BPD  O1   O  O      0  -0.475   0.0133   0.2975   2.4486
 BPD  O2   O  O      0  -0.581   1.4687  -1.3591   4.3631
 BPD  O3   O  OC    -1  -0.606   3.1049   0.1291   4.6729
 BPD  O4   O  O      0  -0.590  -1.8677   0.6974   4.6340
 BPD  O5   O  OC    -1  -0.607  -2.7726  -1.3368   4.4622
 BPD  N1   N  NR6    0  -0.708   0.0175   0.6077  -0.2679
 BPD  C1   C  CT     0   1.056  -0.1232  -0.9557  -4.9223
 BPD  C2   C  CR6    0  -0.192  -0.0338   0.1738  -3.9435
 BPD  C3   C  CR16   0  -0.281   0.0598   1.4927  -4.3666
 BPD  C4   C  CR16   0  -0.242   0.1376   2.5115  -3.4271
 BPD  C5   C  CR16   0  -0.243   0.1191   2.2168  -2.0735
 BPD  C6   C  CR6    0   0.223   0.0274   0.8956  -1.6542
 BPD  C7   C  CR16   0  -0.268  -0.0456  -0.1288  -2.5861
 BPD  C8   C  CR66   0   0.334   1.2163   0.3021   0.3820
 BPD  C9   C  CR16   0  -0.363   2.4316   0.1950  -0.2820
 BPD  C10  C  CR16   0  -0.254   3.5889  -0.0869   0.4367
 BPD  C11  C  CR16   0  -0.318   3.5358  -0.2778   1.8044
 BPD  C12  C  CR6    0  -0.173   2.3176  -0.2159   2.4866
 BPD  C13  C  CR66   0   0.303   1.1786   0.0983   1.7652
 BPD  C14  C  C      0   0.371   2.2803  -0.5015   3.9837
 BPD  C16  C  CR66   0   0.331  -1.1872   0.3183   0.3794
 BPD  C17  C  CR16   0  -0.364  -2.4017   0.2151  -0.2871
 BPD  C18  C  CR16   0  -0.254  -3.5590  -0.0813   0.4251
 BPD  C19  C  CR16   0  -0.320  -3.5090  -0.2847   1.7913
 BPD  C20  C  CR6    0  -0.176  -2.3037  -0.1562   2.4865
 BPD  C21  C  CR66   0   0.310  -1.1606   0.1508   1.7682
 BPD  C22  C  C      0   0.381  -2.2962  -0.2819   4.0042
 BPD  H3   H  HCR6   0   0.277   0.0746   1.7415  -5.4185
 BPD  H4   H  HCR6   0   0.275   0.2114   3.5391  -3.7556
 BPD  H5   H  HCR6   0   0.278   0.1756   3.0063  -1.3355
 BPD  H7   H  HCR6   0   0.288  -0.1128  -1.1536  -2.2399
 BPD  H9   H  HCR6   0   0.265   2.4878   0.3447  -1.3517
 BPD  H10  H  HCR6   0   0.248   4.5333  -0.1527  -0.0878
 BPD  H11  H  HCR6   0   0.245   4.4413  -0.4922   2.3569
 BPD  H17  H  HCR6   0   0.265  -2.4553   0.3626  -1.3572
 BPD  H18  H  HCR6   0   0.249  -4.4998  -0.1572  -0.1046
 BPD  H19  H  HCR6   0   0.246  -4.4118  -0.5304   2.3353

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
 BPD  F1   C1   single    1.335  0.020  1.335
 BPD  F2   C1   single    1.341  0.020  1.341
 BPD  F3   C1   single    1.341  0.020  1.341
 BPD  O1   C13  single    1.366  0.020  1.366
 BPD  O1   C21  single    1.365  0.020  1.365
 BPD  O2   C14  deloc     1.240  0.020  1.240
 BPD  O3   C14  deloc     1.246  0.020  1.246
 BPD  O4   C22  deloc     1.241  0.020  1.241
 BPD  O5   C22  deloc     1.245  0.020  1.245
 BPD  N1   C6   single    1.416  0.020  1.416
 BPD  N1   C8   single    1.397  0.020  1.397
 BPD  N1   C16  single    1.398  0.020  1.398
 BPD  C1   C2   single    1.497  0.020  1.497
 BPD  C2   C3   aromatic  1.388  0.020  1.388
 BPD  C2   C7   aromatic  1.391  0.020  1.391
 BPD  C3   C4   aromatic  1.388  0.020  1.388
 BPD  C3   H3   single    0.930  0.020  1.080
 BPD  C4   C5   aromatic  1.385  0.020  1.385
 BPD  C4   H4   single    0.930  0.020  1.080
 BPD  C5   C6   aromatic  1.389  0.020  1.389
 BPD  C5   H5   single    0.930  0.020  1.080
 BPD  C6   C7   aromatic  1.387  0.020  1.387
 BPD  C7   H7   single    0.930  0.020  1.080
 BPD  C8   C9   aromatic  1.389  0.020  1.389
 BPD  C8   C13  aromatic  1.399  0.020  1.399
 BPD  C9   C10  aromatic  1.391  0.020  1.391
 BPD  C9   H9   single    0.930  0.020  1.080
 BPD  C10  C11  aromatic  1.382  0.020  1.382
 BPD  C10  H10  single    0.930  0.020  1.080
 BPD  C11  C12  aromatic  1.398  0.020  1.398
 BPD  C11  H11  single    0.930  0.020  1.080
 BPD  C12  C13  aromatic  1.384  0.020  1.384
 BPD  C12  C14  single    1.524  0.020  1.524
 BPD  C16  C17  aromatic  1.389  0.020  1.389
 BPD  C16  C21  aromatic  1.399  0.020  1.399
 BPD  C17  C18  aromatic  1.391  0.020  1.391
 BPD  C17  H17  single    0.930  0.020  1.080
 BPD  C18  C19  aromatic  1.382  0.020  1.382
 BPD  C18  H18  single    0.930  0.020  1.080
 BPD  C19  C20  aromatic  1.397  0.020  1.397
 BPD  C19  H19  single    0.930  0.020  1.080
 BPD  C20  C21  aromatic  1.384  0.020  1.384
 BPD  C20  C22  single    1.523  0.020  1.523

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
 BPD  C21  O1   C13  117.96  3.000
 BPD  C16  N1   C8   118.60  3.000
 BPD  C16  N1   C6   120.10  3.000
 BPD  C8   N1   C6   119.59  3.000
 BPD  C2   C1   F3   111.51  3.000
 BPD  C2   C1   F2   111.61  3.000
 BPD  F3   C1   F2   106.46  3.000
 BPD  C2   C1   F1   112.71  3.000
 BPD  F3   C1   F1   107.10  3.000
 BPD  F2   C1   F1   107.11  3.000
 BPD  C7   C2   C3   120.31  3.000
 BPD  C7   C2   C1   118.25  3.000
 BPD  C3   C2   C1   121.43  3.000
 BPD  H3   C3   C4   119.27  3.000
 BPD  H3   C3   C2   121.08  3.000
 BPD  C4   C3   C2   119.66  3.000
 BPD  H4   C4   C5   119.99  3.000
 BPD  H4   C4   C3   119.72  3.000
 BPD  C5   C4   C3   120.29  3.000
 BPD  H5   C5   C6   119.43  3.000
 BPD  H5   C5   C4   120.69  3.000
 BPD  C6   C5   C4   119.87  3.000
 BPD  C7   C6   C5   120.21  3.000
 BPD  C7   C6   N1   120.49  3.000
 BPD  C5   C6   N1   119.30  3.000
 BPD  H7   C7   C6   119.15  3.000
 BPD  H7   C7   C2   121.20  3.000
 BPD  C6   C7   C2   119.65  3.000
 BPD  C13  C8   C9   119.02  3.000
 BPD  C13  C8   N1   117.95  3.000
 BPD  C9   C8   N1   123.03  3.000
 BPD  H9   C9   C10  119.72  3.000
 BPD  H9   C9   C8   120.50  3.000
 BPD  C10  C9   C8   119.77  3.000
 BPD  H10  C10  C11  120.32  3.000
 BPD  H10  C10  C9   119.20  3.000
 BPD  C11  C10  C9   120.48  3.000
 BPD  H11  C11  C12  119.26  3.000
 BPD  H11  C11  C10  120.03  3.000
 BPD  C12  C11  C10  120.70  3.000
 BPD  C14  C12  C13  122.28  3.000
 BPD  C14  C12  C11  119.50  3.000
 BPD  C13  C12  C11  118.22  3.000
 BPD  C12  C13  C8   121.75  3.000
 BPD  C12  C13  O1   118.32  3.000
 BPD  C8   C13  O1   119.78  3.000
 BPD  C12  C14  O3   115.60  3.000
 BPD  C12  C14  O2   116.49  3.000
 BPD  O3   C14  O2   127.87  3.000
 BPD  C21  C16  C17  118.94  3.000
 BPD  C21  C16  N1   117.91  3.000
 BPD  C17  C16  N1   123.14  3.000
 BPD  H17  C17  C18  119.63  3.000
 BPD  H17  C17  C16  120.53  3.000
 BPD  C18  C17  C16  119.84  3.000
 BPD  H18  C18  C19  120.33  3.000
 BPD  H18  C18  C17  119.19  3.000
 BPD  C19  C18  C17  120.49  3.000
 BPD  H19  C19  C20  119.36  3.000
 BPD  H19  C19  C18  120.00  3.000
 BPD  C20  C19  C18  120.63  3.000
 BPD  C22  C20  C21  122.09  3.000
 BPD  C22  C20  C19  119.50  3.000
 BPD  C21  C20  C19  118.32  3.000
 BPD  C20  C21  C16  121.73  3.000
 BPD  C20  C21  O1   118.38  3.000
 BPD  C16  C21  O1   119.89  3.000
 BPD  C20  C22  O5   115.77  3.000
 BPD  C20  C22  O4   116.26  3.000
 BPD  O5   C22  O4   127.90  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
 BPD  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 BPD  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 BPD  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 BPD  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 BPD  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 BPD  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 BPD  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 BPD  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 BPD  CONST_09  C12  C13  C8   C9      0.00   0.0  0
 BPD  CONST_10  C12  C11  C10  C9      0.00   0.0  0
 BPD  CONST_11  C13  C8   C9   C10     0.00   0.0  0
 BPD  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 BPD  CONST_13  C19  C18  C17  C16     0.00   0.0  0
 BPD  CONST_14  C19  C20  C21  C16     0.00   0.0  0
 BPD  CONST_15  C20  C21  C16  C17     0.00   0.0  0
 BPD  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 BPD  CONST_17  C21  C16  C17  C18     0.00   0.0  0
 BPD  CONST_18  C21  C20  C19  C18     0.00   0.0  0
 BPD  CONST_19  C4   C5   C6   N1    180.00   0.0  0
 BPD  CONST_20  C2   C7   C6   N1    180.00   0.0  0
 BPD  CONST_21  C14  C12  C13  O1      0.00   0.0  0
 BPD  CONST_22  C22  C20  C21  O1      0.00   0.0  0
 BPD  CONST_23  C4   C3   C2   C1    180.00   0.0  0
 BPD  CONST_24  C6   C7   C2   C1    180.00   0.0  0
 BPD  CONST_25  C14  C12  C13  C8    180.00   0.0  0
 BPD  CONST_26  C14  C12  C11  C10   180.00   0.0  0
 BPD  CONST_27  C22  C20  C21  C16   180.00   0.0  0
 BPD  CONST_28  C22  C20  C19  C18   180.00   0.0  0
 BPD  CONST_29  H5   C5   C6   N1      0.00   0.0  0
 BPD  CONST_30  H7   C7   C6   N1      0.00   0.0  0
 BPD  CONST_31  H9   C9   C8   N1      0.00   0.0  0
 BPD  CONST_32  H17  C17  C16  N1      0.00   0.0  0
 BPD  CONST_33  H4   C4   C3   C2    180.00   0.0  0
 BPD  CONST_34  H3   C3   C4   C5    180.00   0.0  0
 BPD  CONST_35  H10  C10  C9   C8    180.00   0.0  0
 BPD  CONST_36  H11  C11  C10  C9    180.00   0.0  0
 BPD  CONST_37  H18  C18  C17  C16   180.00   0.0  0
 BPD  CONST_38  H19  C19  C18  C17   180.00   0.0  0
 BPD  Var_01    C8   N1   C6   C5    -93.79  30.0  2
 BPD  Var_02    C9   C8   N1   C6     -3.50  30.0  1
 BPD  Var_03    C17  C16  N1   C6      4.03  30.0  1
 BPD  Var_04    C16  C21  O1   C13   -24.52  30.0  1
 BPD  Var_05    C3   C2   C1   F1     -0.61  30.0  2
 BPD  Var_06    C11  C12  C14  O2   -127.07  30.0  3
 BPD  Var_07    C19  C20  C22  O4   -121.27  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
 BPD  plan-1  N1   0.020
 BPD  plan-1  C1   0.020
 BPD  plan-1  C2   0.020
 BPD  plan-1  C3   0.020
 BPD  plan-1  C4   0.020
 BPD  plan-1  C5   0.020
 BPD  plan-1  C6   0.020
 BPD  plan-1  C7   0.020
 BPD  plan-1  H3   0.020
 BPD  plan-1  H4   0.020
 BPD  plan-1  H5   0.020
 BPD  plan-1  H7   0.020
 BPD  plan-2  O1   0.020
 BPD  plan-2  N1   0.020
 BPD  plan-2  C8   0.020
 BPD  plan-2  C9   0.020
 BPD  plan-2  C10  0.020
 BPD  plan-2  C11  0.020
 BPD  plan-2  C12  0.020
 BPD  plan-2  C13  0.020
 BPD  plan-2  C14  0.020
 BPD  plan-2  H9   0.020
 BPD  plan-2  H10  0.020
 BPD  plan-2  H11  0.020
 BPD  plan-3  O1   0.020
 BPD  plan-3  N1   0.020
 BPD  plan-3  C16  0.020
 BPD  plan-3  C17  0.020
 BPD  plan-3  C18  0.020
 BPD  plan-3  C19  0.020
 BPD  plan-3  C20  0.020
 BPD  plan-3  C21  0.020
 BPD  plan-3  C22  0.020
 BPD  plan-3  H17  0.020
 BPD  plan-3  H18  0.020
 BPD  plan-3  H19  0.020
 BPD  plan-4  O2   0.020
 BPD  plan-4  O3   0.020
 BPD  plan-4  C12  0.020
 BPD  plan-4  C14  0.020
 BPD  plan-5  O4   0.020
 BPD  plan-5  O5   0.020
 BPD  plan-5  C20  0.020
 BPD  plan-5  C22  0.020

