# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 06:51:11 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: (2R)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1CCc2c(C1)[nH]c3ccc(Cl)cc23
#
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
 2VG  2VG  '(2R)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid'  ligand  29  17  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2VG
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
 2VG  CL   CL  CL    0  -0.151  -5.0071  -1.0411   0.0819
 2VG  C4   C   CR6   0  -0.048  -3.5317  -0.1182   0.0039
 2VG  C3   C   CR16  0  -0.342  -2.3230  -0.7815   0.0369
 2VG  C2   C   CR56  0   0.038  -1.1553  -0.0158  -0.0240
 2VG  C5   C   CR16  0  -0.248  -3.6244   1.2763  -0.0874
 2VG  C6   C   CR16  0  -0.314  -2.4777   2.0460  -0.1488
 2VG  C1   C   CR56  0   0.344  -1.2504   1.3926  -0.1177
 2VG  N    N   NR15  0  -0.750   0.0213   1.8864  -0.1635
 2VG  C7   C   CR5   0   0.333   0.9101   0.8473  -0.1025
 2VG  C8   C   CR5   0  -0.022   0.2362  -0.3375  -0.0188
 2VG  C12  C   CH2   0  -0.513   0.9261  -1.6575   0.0599
 2VG  C11  C   CH2   0  -0.438   2.3898  -1.5149  -0.3580
 2VG  C9   C   CH2   0  -0.510   2.3874   1.0116  -0.1340
 2VG  C10  C   CH1   0  -0.400   3.0448  -0.3079   0.3114
 2VG  C13  C   C     0   0.568   4.5331  -0.2637   0.0567
 2VG  O1   O   O     0  -0.434   5.1482  -1.0550  -0.6128
 2VG  O2   O   OH1   0  -0.596   5.1103   0.7673   0.6658
 2VG  H1   H   HCR6  0   0.263  -2.2799  -1.8607   0.1071
 2VG  H2   H   HCR6  0   0.270  -4.5949   1.7529  -0.1102
 2VG  H3   H   HCR6  0   0.267  -2.5458   3.1239  -0.2188
 2VG  H4   H   HNR5  0   0.408   0.2676   2.8604  -0.2238
 2VG  H5   H   HCH2  0   0.236   0.8692  -2.0594   1.0774
 2VG  H6   H   HCH2  0   0.244   0.4338  -2.3935  -0.5810
 2VG  H7   H   HCH2  0   0.248   2.9303  -2.4259  -0.0996
 2VG  H8   H   HCH2  0   0.236   2.4528  -1.4045  -1.4442
 2VG  H9   H   HCH2  0   0.266   2.7106   1.2739  -1.1474
 2VG  H10  H   HCH2  0   0.273   2.6958   1.8339   0.5149
 2VG  H11  H   HCH1  0   0.291   2.9126  -0.3945   1.3974
 2VG  H12  H   HOH1  0   0.481   6.0604   0.7732   0.4765

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
 2VG  O1   C13  double    1.205  0.020  1.205
 2VG  O2   C13  single    1.329  0.020  1.329
 2VG  C13  C10  single    1.511  0.020  1.511
 2VG  C11  C10  single    1.528  0.020  1.528
 2VG  C11  C12  single    1.529  0.020  1.529
 2VG  C10  C9   single    1.540  0.020  1.540
 2VG  C12  C8   single    1.492  0.020  1.492
 2VG  C9   C7   single    1.487  0.020  1.487
 2VG  C8   C7   aromatic  1.366  0.020  1.366
 2VG  C8   C2   aromatic  1.428  0.020  1.428
 2VG  C7   N    aromatic  1.369  0.020  1.369
 2VG  C2   C3   aromatic  1.398  0.020  1.398
 2VG  C2   C1   aromatic  1.415  0.020  1.415
 2VG  C3   C4   aromatic  1.379  0.020  1.379
 2VG  N    C1   aromatic  1.365  0.020  1.365
 2VG  C1   C6   aromatic  1.391  0.020  1.391
 2VG  C4   CL   single    1.742  0.020  1.742
 2VG  C4   C5   aromatic  1.401  0.020  1.401
 2VG  C6   C5   aromatic  1.382  0.020  1.382
 2VG  C3   H1   single    0.930  0.020  1.080
 2VG  C5   H2   single    0.930  0.020  1.080
 2VG  C6   H3   single    0.930  0.020  1.080
 2VG  N    H4   single    0.860  0.020  1.020
 2VG  C12  H5   single    0.970  0.020  1.090
 2VG  C12  H6   single    0.970  0.020  1.090
 2VG  C11  H7   single    0.970  0.020  1.090
 2VG  C11  H8   single    0.970  0.020  1.090
 2VG  C9   H9   single    0.970  0.020  1.090
 2VG  C9   H10  single    0.970  0.020  1.090
 2VG  C10  H11  single    0.970  0.020  1.090
 2VG  O2   H12  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
 2VG  C5   C4   C3   122.58  3.000
 2VG  C5   C4   CL   118.32  3.000
 2VG  C3   C4   CL   119.11  3.000
 2VG  H1   C3   C2   121.05  3.000
 2VG  H1   C3   C4   121.06  3.000
 2VG  C2   C3   C4   117.88  3.000
 2VG  C8   C2   C1   106.86  3.000
 2VG  C1   C2   C3   119.48  3.000
 2VG  C8   C2   C3   133.66  3.000
 2VG  H2   C5   C6   119.88  3.000
 2VG  H2   C5   C4   119.97  3.000
 2VG  C6   C5   C4   120.15  3.000
 2VG  H3   C6   C1   121.66  3.000
 2VG  H3   C6   C5   120.34  3.000
 2VG  C1   C6   C5   118.00  3.000
 2VG  N    C1   C6   130.65  3.000
 2VG  C6   C1   C2   121.91  3.000
 2VG  N    C1   C2   107.44  3.000
 2VG  H4   N    C7   125.34  3.000
 2VG  H4   N    C1   125.46  3.000
 2VG  C7   N    C1   109.20  3.000
 2VG  C9   C7   C8   125.99  3.000
 2VG  C8   C7   N    109.93  3.000
 2VG  C9   C7   N    124.08  3.000
 2VG  C12  C8   C7   122.87  3.000
 2VG  C7   C8   C2   106.57  3.000
 2VG  C12  C8   C2   130.56  3.000
 2VG  H6   C12  H5   105.91  3.000
 2VG  H6   C12  C11  109.49  3.000
 2VG  H5   C12  C11  109.75  3.000
 2VG  H6   C12  C8   110.89  3.000
 2VG  H5   C12  C8   110.47  3.000
 2VG  C11  C12  C8   110.24  3.000
 2VG  H8   C11  H7   106.93  3.000
 2VG  H8   C11  C10  109.31  3.000
 2VG  H7   C11  C10  110.10  3.000
 2VG  H8   C11  C12  109.64  3.000
 2VG  H7   C11  C12  109.39  3.000
 2VG  C10  C11  C12  111.37  3.000
 2VG  H10  C9   H9   106.62  3.000
 2VG  H10  C9   C10  110.66  3.000
 2VG  H9   C9   C10  110.29  3.000
 2VG  H10  C9   C7   110.56  3.000
 2VG  H9   C9   C7   109.83  3.000
 2VG  C10  C9   C7   108.86  3.000
 2VG  H11  C10  C13  106.73  3.000
 2VG  H11  C10  C9   107.60  3.000
 2VG  C13  C10  C9   110.29  3.000
 2VG  H11  C10  C11  108.63  3.000
 2VG  C9   C10  C11  111.54  3.000
 2VG  C13  C10  C11  111.82  3.000
 2VG  O2   C13  O1   122.83  3.000
 2VG  O2   C13  C10  111.91  3.000
 2VG  O1   C13  C10  125.26  3.000
 2VG  H12  O2   C13  109.94  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
 2VG  CONST_01  C8   C2   C3   C4   180.00   0.0  0
 2VG  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 2VG  CONST_03  C1   C6   C5   C4     0.00   0.0  0
 2VG  CONST_04  C7   C8   C2   C3   180.00   0.0  0
 2VG  CONST_05  N    C1   C2   C3   180.00   0.0  0
 2VG  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 2VG  CONST_07  C6   C5   C4   C3     0.00   0.0  0
 2VG  CONST_08  N    C7   C8   C2     0.00   0.0  0
 2VG  CONST_09  C5   C4   C3   C2     0.00   0.0  0
 2VG  CONST_10  C7   N    C1   C2     0.00   0.0  0
 2VG  CONST_11  C5   C6   C1   C2     0.00   0.0  0
 2VG  CONST_12  N    C1   C6   C5   180.00   0.0  0
 2VG  CONST_13  C8   C2   C1   C6   180.00   0.0  0
 2VG  CONST_14  C7   N    C1   C6   180.00   0.0  0
 2VG  CONST_15  C7   C8   C2   C1     0.00   0.0  0
 2VG  CONST_16  C8   C7   N    C1     0.00   0.0  0
 2VG  CONST_17  C8   C2   C1   N      0.00   0.0  0
 2VG  CONST_18  C2   C3   C4   CL   180.00   0.0  0
 2VG  CONST_19  C6   C5   C4   CL   180.00   0.0  0
 2VG  CONST_20  H3   C6   C5   C4   180.00   0.0  0
 2VG  CONST_21  H2   C5   C4   C3   180.00   0.0  0
 2VG  CONST_22  H4   N    C1   C2   180.00   0.0  0
 2VG  CONST_23  H1   C3   C4   C5   180.00   0.0  0
 2VG  CONST_24  H12  O2   C13  C10  180.00   0.0  0
 2VG  Var_01    C11  C12  C8   C2   164.18  30.0  1
 2VG  Var_02    C10  C9   C7   N    165.67  30.0  1
 2VG  Var_03    C10  C11  C12  C8    46.29  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 2VG  chir_01  C10  C13  C11  C9  positiv

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
 2VG  plan-1  C10  0.020
 2VG  plan-1  C13  0.020
 2VG  plan-1  O1   0.020
 2VG  plan-1  O2   0.020
 2VG  plan-1  H12  0.020
 2VG  plan-2  CL   0.020
 2VG  plan-2  C4   0.020
 2VG  plan-2  C3   0.020
 2VG  plan-2  C2   0.020
 2VG  plan-2  C5   0.020
 2VG  plan-2  C6   0.020
 2VG  plan-2  C1   0.020
 2VG  plan-2  N    0.020
 2VG  plan-2  C7   0.020
 2VG  plan-2  C8   0.020
 2VG  plan-2  C12  0.020
 2VG  plan-2  C9   0.020
 2VG  plan-2  H1   0.020
 2VG  plan-2  H2   0.020
 2VG  plan-2  H3   0.020
 2VG  plan-2  H4   0.020

