# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 11:25:41 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 9-[2-(trifluoromethyl)benzyl]-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2c3CCCCc3n(Cc4ccccc4C(F)(F)F)c12
#
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
 F8A  F8A  '9-[2-(trifluoromethyl)benzyl]-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid'  ligand  44  27  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F8A
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
 F8A  F27   F  F      0  -0.307   1.4944  -1.9524   2.4786
 F8A  C24   C  CT     0   1.066   1.0198  -1.3240   1.3934
 F8A  F25   F  F      0  -0.308  -0.0465  -2.0280   0.9951
 F8A  F26   F  F      0  -0.307   0.5782  -0.1331   1.8164
 F8A  C19   C  C      0  -0.253   2.0573  -1.2009   0.3156
 F8A  C20   C  C1     0  -0.281   3.3879  -1.3921   0.6783
 F8A  C21   C  C1     0  -0.255   4.4036  -1.3100  -0.2605
 F8A  C22   C  C1     0  -0.230   4.0872  -1.0413  -1.5808
 F8A  C23   C  C1     0  -0.299   2.7648  -0.8345  -1.9379
 F8A  C18   C  C      0   0.136   1.7258  -0.8949  -1.0128
 F8A  C17   C  CH2    0  -0.435   0.3294  -0.6586  -1.5534
 F8A  N9    N  NR5    0  -0.606  -0.4367   0.3642  -0.8746
 F8A  C8    C  CR5    0   0.329   0.0372   1.6520  -0.7139
 F8A  C16   C  CH2    0  -0.505   1.3216   2.1700  -1.2661
 F8A  C15   C  CH2    0  -0.441   1.3244   3.6988  -1.2002
 F8A  C14   C  CH2    0  -0.445   0.8335   4.2072   0.1519
 F8A  C13   C  CH2    0  -0.507  -0.6253   3.8187   0.3908
 F8A  C7    C  CR5    0  -0.024  -0.8431   2.3900   0.0138
 F8A  C1    C  CR56   0   0.329  -1.6765   0.2668  -0.2659
 F8A  C6    C  CR56   0   0.022  -1.9371   1.5319   0.3223
 F8A  C5    C  CR16   0  -0.390  -3.1014   1.7582   1.0584
 F8A  C4    C  CR16   0  -0.263  -3.9908   0.7176   1.2223
 F8A  C3    C  CR16   0  -0.338  -3.7296  -0.5254   0.6375
 F8A  C2    C  CR6    0  -0.077  -2.6040  -0.7848  -0.1374
 F8A  C10   C  C      0   0.366  -2.5666  -2.1343  -0.8396
 F8A  O12   O  OC    -1  -0.587  -2.9552  -3.1184  -0.1877
 F8A  O11   O  O      0  -0.599  -2.2082  -2.1304  -2.0372
 F8A  H20   H  H      0   0.272   3.6502  -1.6171   1.7023
 F8A  H21   H  H      0   0.267   5.4303  -1.4618   0.0434
 F8A  H22   H  H      0   0.267   4.8638  -0.9809  -2.3315
 F8A  H23   H  H      0   0.264   2.5278  -0.6013  -2.9687
 F8A  H17   H  HCH2   0   0.265   0.4311  -0.3833  -2.6062
 F8A  H17A  H  HCH2   0   0.312  -0.2466  -1.5764  -1.5593
 F8A  H16   H  HCH2   0   0.248   2.1714   1.7762  -0.6991
 F8A  H16A  H  HCH2   0   0.249   1.4720   1.8452  -2.2997
 F8A  H15   H  HCH2   0   0.235   2.3338   4.0627  -1.4004
 F8A  H15A  H  HCH2   0   0.223   0.6848   4.1003  -1.9923
 F8A  H14   H  HCH2   0   0.220   1.4576   3.7822   0.9443
 F8A  H14A  H  HCH2   0   0.231   0.9462   5.2916   0.2115
 F8A  H13   H  HCH2   0   0.231  -0.8944   3.9842   1.4383
 F8A  H13A  H  HCH2   0   0.224  -1.2826   4.4736  -0.1927
 F8A  H5    H  HCR6   0   0.232  -3.2927   2.7316   1.4950
 F8A  H4    H  HCR6   0   0.234  -4.8985   0.8583   1.7961
 F8A  H3    H  HCR6   0   0.236  -4.4505  -1.3217   0.7711

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
 F8A  F27  C24   single    1.341  0.020  1.341
 F8A  C24  F25   single    1.338  0.020  1.338
 F8A  C24  F26   single    1.339  0.020  1.339
 F8A  C24  C19   single    1.501  0.020  1.501
 F8A  C20  C19   aromatic  1.392  0.020  1.392
 F8A  C19  C18   aromatic  1.403  0.020  1.403
 F8A  C20  C21   aromatic  1.385  0.020  1.385
 F8A  C20  H20   single    0.930  0.020  1.080
 F8A  C21  C22   aromatic  1.384  0.020  1.384
 F8A  C21  H21   single    0.930  0.020  1.080
 F8A  C22  C23   aromatic  1.385  0.020  1.385
 F8A  C22  H22   single    0.930  0.020  1.080
 F8A  C18  C23   aromatic  1.393  0.020  1.393
 F8A  C23  H23   single    0.930  0.020  1.080
 F8A  C18  C17   single    1.516  0.020  1.516
 F8A  C17  N9    single    1.447  0.020  1.447
 F8A  C17  H17   single    0.970  0.020  1.090
 F8A  C17  H17A  single    0.970  0.020  1.090
 F8A  N9   C8    aromatic  1.382  0.020  1.382
 F8A  N9   C1    aromatic  1.385  0.020  1.385
 F8A  C16  C8    single    1.491  0.020  1.491
 F8A  C8   C7    aromatic  1.360  0.020  1.360
 F8A  C16  C15   single    1.530  0.020  1.530
 F8A  C16  H16   single    0.970  0.020  1.090
 F8A  C16  H16A  single    0.970  0.020  1.090
 F8A  C15  C14   single    1.526  0.020  1.526
 F8A  C15  H15   single    0.970  0.020  1.090
 F8A  C15  H15A  single    0.970  0.020  1.090
 F8A  C14  C13   single    1.528  0.020  1.528
 F8A  C14  H14   single    0.970  0.020  1.090
 F8A  C14  H14A  single    0.970  0.020  1.090
 F8A  C7   C13   single    1.494  0.020  1.494
 F8A  C13  H13   single    0.970  0.020  1.090
 F8A  C13  H13A  single    0.970  0.020  1.090
 F8A  C7   C6    aromatic  1.424  0.020  1.424
 F8A  C1   C2    aromatic  1.408  0.020  1.408
 F8A  C1   C6    aromatic  1.419  0.020  1.419
 F8A  C6   C5    aromatic  1.396  0.020  1.396
 F8A  C5   C4    aromatic  1.379  0.020  1.379
 F8A  C5   H5    single    0.930  0.020  1.080
 F8A  C3   C4    aromatic  1.398  0.020  1.398
 F8A  C4   H4    single    0.930  0.020  1.080
 F8A  C2   C3    aromatic  1.391  0.020  1.391
 F8A  C3   H3    single    0.930  0.020  1.080
 F8A  C10  C2    single    1.522  0.020  1.522
 F8A  O11  C10   deloc     1.250  0.020  1.250
 F8A  C10  O12   deloc     1.243  0.020  1.243

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
 F8A  C19   C24  F26  112.45  3.000
 F8A  C19   C24  F25  112.34  3.000
 F8A  F26   C24  F25  107.41  3.000
 F8A  C19   C24  F27  112.02  3.000
 F8A  F26   C24  F27  106.14  3.000
 F8A  F25   C24  F27  106.04  3.000
 F8A  C18   C19  C20  120.16  3.000
 F8A  C18   C19  C24  122.31  3.000
 F8A  C20   C19  C24  117.53  3.000
 F8A  H20   C20  C21  118.46  3.000
 F8A  H20   C20  C19  120.48  3.000
 F8A  C21   C20  C19  121.06  3.000
 F8A  H21   C21  C22  120.82  3.000
 F8A  H21   C21  C20  119.81  3.000
 F8A  C22   C21  C20  119.36  3.000
 F8A  H22   C22  C23  119.87  3.000
 F8A  H22   C22  C21  120.58  3.000
 F8A  C23   C22  C21  119.55  3.000
 F8A  H23   C23  C18  118.58  3.000
 F8A  H23   C23  C22  119.10  3.000
 F8A  C18   C23  C22  122.31  3.000
 F8A  C17   C18  C23  116.33  3.000
 F8A  C17   C18  C19  126.11  3.000
 F8A  C23   C18  C19  117.54  3.000
 F8A  H17A  C17  H17  104.93  3.000
 F8A  H17A  C17  N9   108.65  3.000
 F8A  H17   C17  N9   108.85  3.000
 F8A  H17A  C17  C18  111.07  3.000
 F8A  H17   C17  C18  107.28  3.000
 F8A  N9    C17  C18  115.50  3.000
 F8A  C1    N9   C8   108.76  3.000
 F8A  C1    N9   C17  129.09  3.000
 F8A  C8    N9   C17  122.13  3.000
 F8A  C7    C8   C16  124.56  3.000
 F8A  C7    C8   N9   110.25  3.000
 F8A  C16   C8   N9   125.19  3.000
 F8A  H16A  C16  H16  106.02  3.000
 F8A  H16A  C16  C15  109.70  3.000
 F8A  H16   C16  C15  109.61  3.000
 F8A  H16A  C16  C8   111.43  3.000
 F8A  H16   C16  C8   110.60  3.000
 F8A  C15   C16  C8   109.43  3.000
 F8A  H15A  C15  H15  106.58  3.000
 F8A  H15A  C15  C14  109.34  3.000
 F8A  H15   C15  C14  110.43  3.000
 F8A  H15A  C15  C16  109.53  3.000
 F8A  H15   C15  C16  109.08  3.000
 F8A  C14   C15  C16  111.75  3.000
 F8A  H14A  C14  H14  106.70  3.000
 F8A  H14A  C14  C13  110.03  3.000
 F8A  H14   C14  C13  109.41  3.000
 F8A  H14A  C14  C15  110.25  3.000
 F8A  H14   C14  C15  109.19  3.000
 F8A  C13   C14  C15  111.15  3.000
 F8A  H13A  C13  H13  105.77  3.000
 F8A  H13A  C13  C7   110.47  3.000
 F8A  H13   C13  C7   110.52  3.000
 F8A  H13A  C13  C14  109.71  3.000
 F8A  H13   C13  C14  110.23  3.000
 F8A  C7    C13  C14  110.05  3.000
 F8A  C6    C7   C13  129.32  3.000
 F8A  C6    C7   C8   106.63  3.000
 F8A  C13   C7   C8   124.05  3.000
 F8A  C2    C1   C6   120.46  3.000
 F8A  C6    C1   N9   106.49  3.000
 F8A  C2    C1   N9   133.04  3.000
 F8A  C5    C6   C1   121.08  3.000
 F8A  C5    C6   C7   131.09  3.000
 F8A  C1    C6   C7   107.83  3.000
 F8A  H5    C5   C4   121.07  3.000
 F8A  H5    C5   C6   120.35  3.000
 F8A  C4    C5   C6   118.58  3.000
 F8A  H4    C4   C3   119.58  3.000
 F8A  H4    C4   C5   120.37  3.000
 F8A  C3    C4   C5   120.05  3.000
 F8A  H3    C3   C2   118.07  3.000
 F8A  H3    C3   C4   118.55  3.000
 F8A  C2    C3   C4   123.36  3.000
 F8A  C10   C2   C3   116.25  3.000
 F8A  C10   C2   C1   127.16  3.000
 F8A  C3    C2   C1   116.40  3.000
 F8A  O11   C10  O12  126.49  3.000
 F8A  O12   C10  C2   116.90  3.000
 F8A  O11   C10  C2   116.51  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
 F8A  CONST_01  C22  C21  C20  C19    0.00   0.0  0
 F8A  CONST_02  C22  C23  C18  C19    0.00   0.0  0
 F8A  CONST_03  C23  C18  C19  C20    0.00   0.0  0
 F8A  CONST_04  C23  C22  C21  C20    0.00   0.0  0
 F8A  CONST_05  C18  C19  C20  C21    0.00   0.0  0
 F8A  CONST_06  C18  C23  C22  C21    0.00   0.0  0
 F8A  CONST_07  C6   C7   C8   N9     0.00   0.0  0
 F8A  CONST_08  C3   C2   C1   N9   180.00   0.0  0
 F8A  CONST_09  C7   C6   C1   N9     0.00   0.0  0
 F8A  CONST_10  C5   C6   C1   N9   180.00   0.0  0
 F8A  CONST_11  C2   C1   N9   C8   180.00   0.0  0
 F8A  CONST_12  C6   C1   N9   C8     0.00   0.0  0
 F8A  CONST_13  C1   C6   C7   C8     0.00   0.0  0
 F8A  CONST_14  C5   C6   C7   C8   180.00   0.0  0
 F8A  CONST_15  C1   N9   C8   C7     0.00   0.0  0
 F8A  CONST_16  C2   C1   C6   C7   180.00   0.0  0
 F8A  CONST_17  C4   C5   C6   C7   180.00   0.0  0
 F8A  CONST_18  C4   C3   C2   C1     0.00   0.0  0
 F8A  CONST_19  C4   C5   C6   C1     0.00   0.0  0
 F8A  CONST_20  C3   C2   C1   C6     0.00   0.0  0
 F8A  CONST_21  C3   C4   C5   C6     0.00   0.0  0
 F8A  CONST_22  C2   C1   C6   C5     0.00   0.0  0
 F8A  CONST_23  C2   C3   C4   C5     0.00   0.0  0
 F8A  CONST_24  C21  C20  C19  C24  180.00   0.0  0
 F8A  CONST_25  C23  C18  C19  C24  180.00   0.0  0
 F8A  CONST_26  C17  C18  C19  C20  180.00   0.0  0
 F8A  CONST_27  C17  C18  C23  C22  180.00   0.0  0
 F8A  CONST_28  C16  C8   N9   C17    0.00   0.0  0
 F8A  CONST_29  C7   C8   N9   C17  180.00   0.0  0
 F8A  CONST_30  C2   C1   N9   C17    0.00   0.0  0
 F8A  CONST_31  C6   C1   N9   C17  180.00   0.0  0
 F8A  CONST_32  C10  C2   C1   N9     0.00   0.0  0
 F8A  CONST_33  C10  C2   C1   C6   180.00   0.0  0
 F8A  CONST_34  C10  C2   C3   C4   180.00   0.0  0
 F8A  CONST_35  H21  C21  C20  C19  180.00   0.0  0
 F8A  CONST_36  H23  C23  C18  C19  180.00   0.0  0
 F8A  CONST_37  H22  C22  C21  C20  180.00   0.0  0
 F8A  CONST_38  H20  C20  C21  C22  180.00   0.0  0
 F8A  CONST_39  H5   C5   C6   C7     0.00   0.0  0
 F8A  CONST_40  H3   C3   C2   C1   180.00   0.0  0
 F8A  CONST_41  H4   C4   C5   C6   180.00   0.0  0
 F8A  Var_01    C15  C16  C8   N9   165.20  30.0  1
 F8A  Var_02    C14  C15  C16  C8    45.59  30.0  1
 F8A  Var_03    C14  C13  C7   C8   -13.92  30.0  1
 F8A  Var_04    C13  C14  C15  C16  -63.78  30.0  1
 F8A  Var_05    C7   C13  C14  C15   45.01  30.0  1
 F8A  Var_06    N9   C17  C18  C19   54.96  30.0  2
 F8A  Var_07    C8   N9   C17  C18   54.75  30.0  2
 F8A  Var_08    C20  C19  C24  F27  -16.86  30.0  2
 F8A  Var_09    O11  C10  C2   C1   -39.76  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
 F8A  plan-1  C24  0.020
 F8A  plan-1  C19  0.020
 F8A  plan-1  C20  0.020
 F8A  plan-1  C21  0.020
 F8A  plan-1  C22  0.020
 F8A  plan-1  C23  0.020
 F8A  plan-1  C18  0.020
 F8A  plan-1  C17  0.020
 F8A  plan-1  H20  0.020
 F8A  plan-1  H21  0.020
 F8A  plan-1  H22  0.020
 F8A  plan-1  H23  0.020
 F8A  plan-2  C17  0.020
 F8A  plan-2  N9   0.020
 F8A  plan-2  C8   0.020
 F8A  plan-2  C16  0.020
 F8A  plan-2  C13  0.020
 F8A  plan-2  C7   0.020
 F8A  plan-2  C1   0.020
 F8A  plan-2  C6   0.020
 F8A  plan-2  C5   0.020
 F8A  plan-2  C4   0.020
 F8A  plan-2  C3   0.020
 F8A  plan-2  C2   0.020
 F8A  plan-2  C10  0.020
 F8A  plan-2  H5   0.020
 F8A  plan-2  H4   0.020
 F8A  plan-2  H3   0.020
 F8A  plan-3  C2   0.020
 F8A  plan-3  C10  0.020
 F8A  plan-3  O12  0.020
 F8A  plan-3  O11  0.020

