# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 13:45:14 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 9-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(Cc4ccccc4)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
 8CA  8CA  '9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid'  ligand  41  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8CA
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
 8CA  O1    O  O      0  -0.590  -1.6222   2.2528  -2.2214
 8CA  C7    C  C      0   0.364  -1.6732   2.4806  -0.9953
 8CA  O2    O  OC    -1  -0.588  -2.6582   2.8759  -0.3465
 8CA  C1    C  CR6    0  -0.069  -0.3750   2.3104  -0.2234
 8CA  C2    C  CR16   0  -0.339   0.0548   3.3945   0.5333
 8CA  C3    C  CR16   0  -0.261   1.2924   3.4250   1.1856
 8CA  C4    C  CR16   0  -0.394   2.1403   2.3382   1.1221
 8CA  C5    C  CR56   0   0.026   1.7277   1.2100   0.4099
 8CA  C8    C  CR5    0  -0.027   2.3420  -0.0593   0.2009
 8CA  C13   C  CH2    0  -0.507   3.6577  -0.5711   0.6880
 8CA  C12   C  CH2    0  -0.447   3.7098  -2.0929   0.5515
 8CA  C11   C  CH2    0  -0.441   3.1909  -2.5465  -0.8104
 8CA  C10   C  CH2    0  -0.516   1.7145  -2.1922  -1.0037
 8CA  C9    C  CR5    0   0.317   1.4760  -0.7917  -0.5528
 8CA  N1    N  NR5    0  -0.582   0.3504  -0.0504  -0.8471
 8CA  C6    C  CR56   0   0.318   0.4788   1.1960  -0.2635
 8CA  C20   C  CH2    0  -0.457  -0.8429  -0.6498  -1.4126
 8CA  C19   C  C      0   0.140  -1.6749  -1.3824  -0.3862
 8CA  C18   C  C1     0  -0.301  -2.3471  -0.6873   0.6193
 8CA  C17   C  C1     0  -0.242  -3.1021  -1.3663   1.5646
 8CA  C16   C  C1     0  -0.268  -3.2057  -2.7517   1.5163
 8CA  C15   C  C1     0  -0.242  -2.5514  -3.4516   0.5130
 8CA  C14   C  C1     0  -0.316  -1.7912  -2.7685  -0.4290
 8CA  H2    H  HCR6   0   0.238  -0.5898   4.2623   0.5973
 8CA  H3    H  HCR6   0   0.237   1.5802   4.3093   1.7407
 8CA  H4    H  HCR6   0   0.233   3.1013   2.3501   1.6230
 8CA  H13   H  HCH2   0   0.226   4.4801  -0.1195   0.1217
 8CA  H13A  H  HCH2   0   0.233   3.8195  -0.2810   1.7304
 8CA  H12   H  HCH2   0   0.232   4.7323  -2.4454   0.7019
 8CA  H12A  H  HCH2   0   0.221   3.1020  -2.5498   1.3389
 8CA  H11   H  HCH2   0   0.224   3.7828  -2.0724  -1.5996
 8CA  H11A  H  HCH2   0   0.237   3.3198  -3.6238  -0.9278
 8CA  H10   H  HCH2   0   0.252   1.4353  -2.3259  -2.0525
 8CA  H10A  H  HCH2   0   0.248   1.0896  -2.8872  -0.4331
 8CA  H20   H  HCH2   0   0.301  -1.4206   0.1288  -1.9026
 8CA  H20A  H  HCH2   0   0.272  -0.5359  -1.3421  -2.1978
 8CA  H18   H  H      0   0.255  -2.2974   0.3941   0.6616
 8CA  H17   H  H      0   0.254  -3.6169  -0.8110   2.3384
 8CA  H16   H  H      0   0.255  -3.7964  -3.2801   2.2534
 8CA  H15   H  H      0   0.255  -2.6301  -4.5301   0.4613
 8CA  H14   H  H      0   0.251  -1.2828  -3.3239  -1.2085

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
 8CA  O1   C7    deloc     1.248  0.020  1.248
 8CA  O2   C7    deloc     1.244  0.020  1.244
 8CA  C7   C1    single    1.520  0.020  1.520
 8CA  C6   C1    aromatic  1.404  0.020  1.404
 8CA  C1   C2    aromatic  1.390  0.020  1.390
 8CA  C2   C3    aromatic  1.399  0.020  1.399
 8CA  C2   H2    single    0.930  0.020  1.080
 8CA  C4   C3    aromatic  1.380  0.020  1.380
 8CA  C3   H3    single    0.930  0.020  1.080
 8CA  C5   C4    aromatic  1.397  0.020  1.397
 8CA  C4   H4    single    0.930  0.020  1.080
 8CA  C6   C5    aromatic  1.419  0.020  1.419
 8CA  C8   C5    aromatic  1.426  0.020  1.426
 8CA  C9   C8    aromatic  1.362  0.020  1.362
 8CA  C8   C13   single    1.493  0.020  1.493
 8CA  C12  C13   single    1.529  0.020  1.529
 8CA  C13  H13   single    0.970  0.020  1.090
 8CA  C13  H13A  single    0.970  0.020  1.090
 8CA  C11  C12   single    1.526  0.020  1.526
 8CA  C12  H12   single    0.970  0.020  1.090
 8CA  C12  H12A  single    0.970  0.020  1.090
 8CA  C10  C11   single    1.531  0.020  1.531
 8CA  C11  H11   single    0.970  0.020  1.090
 8CA  C11  H11A  single    0.970  0.020  1.090
 8CA  C10  C9    single    1.490  0.020  1.490
 8CA  C10  H10   single    0.970  0.020  1.090
 8CA  C10  H10A  single    0.970  0.020  1.090
 8CA  N1   C9    aromatic  1.380  0.020  1.380
 8CA  C20  N1    single    1.450  0.020  1.450
 8CA  N1   C6    aromatic  1.382  0.020  1.382
 8CA  C19  C20   single    1.511  0.020  1.511
 8CA  C20  H20   single    0.970  0.020  1.090
 8CA  C20  H20A  single    0.970  0.020  1.090
 8CA  C14  C19   aromatic  1.392  0.020  1.392
 8CA  C19  C18   aromatic  1.395  0.020  1.395
 8CA  C17  C18   aromatic  1.387  0.020  1.387
 8CA  C18  H18   single    0.930  0.020  1.080
 8CA  C16  C17   aromatic  1.390  0.020  1.390
 8CA  C17  H17   single    0.930  0.020  1.080
 8CA  C15  C16   aromatic  1.387  0.020  1.387
 8CA  C16  H16   single    0.930  0.020  1.080
 8CA  C15  C14   aromatic  1.390  0.020  1.390
 8CA  C15  H15   single    0.930  0.020  1.080
 8CA  C14  H14   single    0.930  0.020  1.080

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
 8CA  C1    C7   O2   116.55  3.000
 8CA  C1    C7   O1   116.33  3.000
 8CA  O2    C7   O1   127.07  3.000
 8CA  C6    C1   C2   116.51  3.000
 8CA  C2    C1   C7   116.95  3.000
 8CA  C6    C1   C7   126.41  3.000
 8CA  H2    C2   C3   118.78  3.000
 8CA  H2    C2   C1   118.23  3.000
 8CA  C3    C2   C1   122.97  3.000
 8CA  H3    C3   C4   120.22  3.000
 8CA  H3    C3   C2   119.45  3.000
 8CA  C4    C3   C2   120.32  3.000
 8CA  H4    C4   C5   120.43  3.000
 8CA  H4    C4   C3   121.00  3.000
 8CA  C5    C4   C3   118.57  3.000
 8CA  C6    C5   C8   107.51  3.000
 8CA  C8    C5   C4   131.82  3.000
 8CA  C6    C5   C4   120.67  3.000
 8CA  C9    C8   C13  123.81  3.000
 8CA  C13   C8   C5   129.56  3.000
 8CA  C9    C8   C5   106.62  3.000
 8CA  H13A  C13  H13  105.79  3.000
 8CA  H13A  C13  C12  110.12  3.000
 8CA  H13   C13  C12  109.78  3.000
 8CA  H13A  C13  C8   110.50  3.000
 8CA  H13   C13  C8   110.57  3.000
 8CA  C12   C13  C8   110.00  3.000
 8CA  H12A  C12  H12  106.63  3.000
 8CA  H12A  C12  C11  109.21  3.000
 8CA  H12   C12  C11  110.20  3.000
 8CA  H12A  C12  C13  109.41  3.000
 8CA  H12   C12  C13  109.94  3.000
 8CA  C11   C12  C13  111.34  3.000
 8CA  H11A  C11  H11  106.62  3.000
 8CA  H11A  C11  C10  109.20  3.000
 8CA  H11   C11  C10  109.29  3.000
 8CA  H11A  C11  C12  110.44  3.000
 8CA  H11   C11  C12  109.32  3.000
 8CA  C10   C11  C12  111.83  3.000
 8CA  H10A  C10  H10  106.05  3.000
 8CA  H10A  C10  C9   110.33  3.000
 8CA  H10   C10  C9   111.35  3.000
 8CA  H10A  C10  C11  109.74  3.000
 8CA  H10   C10  C11  109.83  3.000
 8CA  C9    C10  C11  109.49  3.000
 8CA  N1    C9   C10  124.82  3.000
 8CA  N1    C9   C8   110.36  3.000
 8CA  C10   C9   C8   124.82  3.000
 8CA  C20   N1   C6   127.86  3.000
 8CA  C6    N1   C9   108.58  3.000
 8CA  C20   N1   C9   122.17  3.000
 8CA  N1    C6   C5   106.92  3.000
 8CA  N1    C6   C1   132.15  3.000
 8CA  C5    C6   C1   120.90  3.000
 8CA  H20A  C20  H20  106.26  3.000
 8CA  H20A  C20  C19  109.65  3.000
 8CA  H20   C20  C19  111.17  3.000
 8CA  H20A  C20  N1   108.14  3.000
 8CA  H20   C20  N1   108.49  3.000
 8CA  C19   C20  N1   112.87  3.000
 8CA  C14   C19  C18  118.57  3.000
 8CA  C18   C19  C20  120.89  3.000
 8CA  C14   C19  C20  120.53  3.000
 8CA  H18   C18  C17  119.14  3.000
 8CA  H18   C18  C19  120.23  3.000
 8CA  C17   C18  C19  120.63  3.000
 8CA  H17   C17  C16  120.05  3.000
 8CA  H17   C17  C18  119.65  3.000
 8CA  C16   C17  C18  120.31  3.000
 8CA  H16   C16  C15  120.24  3.000
 8CA  H16   C16  C17  120.23  3.000
 8CA  C15   C16  C17  119.53  3.000
 8CA  H15   C15  C14  119.80  3.000
 8CA  H15   C15  C16  120.19  3.000
 8CA  C14   C15  C16  120.01  3.000
 8CA  H14   C14  C15  119.48  3.000
 8CA  H14   C14  C19  119.56  3.000
 8CA  C15   C14  C19  120.95  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
 8CA  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 8CA  CONST_02  C8   C5   C6   C1    180.00   0.0  0
 8CA  CONST_03  C9   N1   C6   C1    180.00   0.0  0
 8CA  CONST_04  C4   C3   C2   C1      0.00   0.0  0
 8CA  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 8CA  CONST_06  N1   C6   C1   C2    180.00   0.0  0
 8CA  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 8CA  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 8CA  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 8CA  CONST_10  C8   C5   C4   C3    180.00   0.0  0
 8CA  CONST_11  N1   C6   C5   C4    180.00   0.0  0
 8CA  CONST_12  C9   C8   C5   C4    180.00   0.0  0
 8CA  CONST_13  C9   N1   C6   C5      0.00   0.0  0
 8CA  CONST_14  N1   C9   C8   C5      0.00   0.0  0
 8CA  CONST_15  N1   C6   C5   C8      0.00   0.0  0
 8CA  CONST_16  C6   N1   C9   C8      0.00   0.0  0
 8CA  CONST_17  C6   C5   C8   C9      0.00   0.0  0
 8CA  CONST_18  C16  C15  C14  C19     0.00   0.0  0
 8CA  CONST_19  C16  C17  C18  C19     0.00   0.0  0
 8CA  CONST_20  C15  C14  C19  C18     0.00   0.0  0
 8CA  CONST_21  C15  C16  C17  C18     0.00   0.0  0
 8CA  CONST_22  C14  C19  C18  C17     0.00   0.0  0
 8CA  CONST_23  C14  C15  C16  C17     0.00   0.0  0
 8CA  CONST_24  C5   C6   C1   C7    180.00   0.0  0
 8CA  CONST_25  N1   C6   C1   C7      0.00   0.0  0
 8CA  CONST_26  C3   C2   C1   C7    180.00   0.0  0
 8CA  CONST_27  C20  N1   C6   C1      0.00   0.0  0
 8CA  CONST_28  C20  N1   C6   C5    180.00   0.0  0
 8CA  CONST_29  C20  N1   C9   C8    180.00   0.0  0
 8CA  CONST_30  C20  N1   C9   C10     0.00   0.0  0
 8CA  CONST_31  C15  C14  C19  C20   180.00   0.0  0
 8CA  CONST_32  C17  C18  C19  C20   180.00   0.0  0
 8CA  CONST_33  H3   C3   C2   C1    180.00   0.0  0
 8CA  CONST_34  H4   C4   C3   C2    180.00   0.0  0
 8CA  CONST_35  H2   C2   C3   C4    180.00   0.0  0
 8CA  CONST_36  H15  C15  C14  C19   180.00   0.0  0
 8CA  CONST_37  H17  C17  C18  C19   180.00   0.0  0
 8CA  CONST_38  H14  C14  C19  C18   180.00   0.0  0
 8CA  CONST_39  H16  C16  C17  C18   180.00   0.0  0
 8CA  CONST_40  H18  C18  C17  C16   180.00   0.0  0
 8CA  Var_01    C12  C13  C8   C5    163.97  30.0  1
 8CA  Var_02    C11  C10  C9   C8    -14.47  30.0  1
 8CA  Var_03    C11  C12  C13  C8     45.53  30.0  1
 8CA  Var_04    C10  C11  C12  C13   -63.39  30.0  1
 8CA  Var_05    C9   C10  C11  C12    45.00  30.0  1
 8CA  Var_06    C19  C20  N1   C9     77.93  30.0  1
 8CA  Var_07    C14  C19  C20  N1   -111.82  30.0  2
 8CA  Var_08    C6   C1   C7   O1    -50.27  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
 8CA  plan-1  C20  0.020
 8CA  plan-1  C19  0.020
 8CA  plan-1  C18  0.020
 8CA  plan-1  C17  0.020
 8CA  plan-1  C16  0.020
 8CA  plan-1  C15  0.020
 8CA  plan-1  C14  0.020
 8CA  plan-1  H18  0.020
 8CA  plan-1  H17  0.020
 8CA  plan-1  H16  0.020
 8CA  plan-1  H15  0.020
 8CA  plan-1  H14  0.020
 8CA  plan-2  C7   0.020
 8CA  plan-2  C1   0.020
 8CA  plan-2  C2   0.020
 8CA  plan-2  C3   0.020
 8CA  plan-2  C4   0.020
 8CA  plan-2  C5   0.020
 8CA  plan-2  C8   0.020
 8CA  plan-2  C13  0.020
 8CA  plan-2  C10  0.020
 8CA  plan-2  C9   0.020
 8CA  plan-2  N1   0.020
 8CA  plan-2  C6   0.020
 8CA  plan-2  C20  0.020
 8CA  plan-2  H2   0.020
 8CA  plan-2  H3   0.020
 8CA  plan-2  H4   0.020
 8CA  plan-3  O1   0.020
 8CA  plan-3  C7   0.020
 8CA  plan-3  O2   0.020
 8CA  plan-3  C1   0.020

