# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 21:06:45 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  28  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  -0.154  -5.0283  -1.0576   0.0534
 2VG  C4   C   CR6    0  -0.048  -3.5583  -0.1221   0.0020
 2VG  C3   C   CR16   0  -0.345  -2.3452  -0.7789   0.0088
 2VG  C2   C   CR56   0   0.038  -1.1814  -0.0054  -0.0320
 2VG  C5   C   CR16   0  -0.251  -3.6609   1.2737  -0.0436
 2VG  C6   C   CR16   0  -0.316  -2.5179   2.0516  -0.0846
 2VG  C1   C   CR56   0   0.342  -1.2865   1.4058  -0.0795
 2VG  N    N   NR15   0  -0.750  -0.0177   1.9075  -0.1125
 2VG  C7   C   CR5    0   0.333   0.8809   0.8735  -0.0891
 2VG  C8   C   CR5    0  -0.029   0.2116  -0.3177  -0.0419
 2VG  C12  C   CH2    0  -0.508   0.9120  -1.6346  -0.0006
 2VG  C11  C   CH2    0  -0.436   2.3810  -1.4633  -0.3925
 2VG  C9   C   CH2    0  -0.503   2.3588   1.0410  -0.1184
 2VG  C10  C   CH1    0  -0.405   3.0334  -0.2662   0.3045
 2VG  C13  C   C      0   0.439   4.5671  -0.2351   0.1181
 2VG  O1   O   O      0  -0.613   5.1609  -1.3293   0.2022
 2VG  O2   O   OC    -1  -0.602   5.1005   0.8767  -0.0690
 2VG  H1   H   HCR6   0   0.261  -2.2959  -1.8597   0.0445
 2VG  H2   H   HCR6   0   0.268  -4.6345   1.7443  -0.0468
 2VG  H3   H   HCR6   0   0.265  -2.5922   3.1310  -0.1197
 2VG  H4   H   HNR5   0   0.404   0.2223   2.8842  -0.1525
 2VG  H5   H   HCH2   0   0.224   0.8476  -2.0682   1.0043
 2VG  H6   H   HCH2   0   0.231   0.4276  -2.3547  -0.6669
 2VG  H7   H   HCH2   0   0.229   2.9340  -2.3703  -0.1515
 2VG  H8   H   HCH2   0   0.212   2.4532  -1.3285  -1.4778
 2VG  H9   H   HCH2   0   0.240   2.6797   1.3236  -1.1267
 2VG  H10  H   HCH2   0   0.244   2.6633   1.8615   0.5355
 2VG  H11  H   HCH1   0   0.231   2.8617  -0.3904   1.3841

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  deloc     1.248  0.020  1.248
 2VG  O2   C13  deloc     1.247  0.020  1.247
 2VG  C13  C10  single    1.545  0.020  1.545
 2VG  C11  C10  single    1.531  0.020  1.531
 2VG  C11  C12  single    1.530  0.020  1.530
 2VG  C10  C9   single    1.531  0.020  1.531
 2VG  C12  C8   single    1.492  0.020  1.492
 2VG  C9   C7   single    1.488  0.020  1.488
 2VG  C8   C7   aromatic  1.367  0.020  1.367
 2VG  C8   C2   aromatic  1.428  0.020  1.428
 2VG  C7   N    aromatic  1.370  0.020  1.370
 2VG  C2   C3   aromatic  1.398  0.020  1.398
 2VG  C2   C1   aromatic  1.416  0.020  1.416
 2VG  C3   C4   aromatic  1.380  0.020  1.380
 2VG  N    C1   aromatic  1.365  0.020  1.365
 2VG  C1   C6   aromatic  1.390  0.020  1.390
 2VG  C4   CL   single    1.743  0.020  1.743
 2VG  C4   C5   aromatic  1.400  0.020  1.400
 2VG  C6   C5   aromatic  1.383  0.020  1.383
 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

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   122.63  3.000
 2VG  C5   C4   CL   118.30  3.000
 2VG  C3   C4   CL   119.07  3.000
 2VG  H1   C3   C2   121.03  3.000
 2VG  H1   C3   C4   121.03  3.000
 2VG  C2   C3   C4   117.93  3.000
 2VG  C8   C2   C1   106.87  3.000
 2VG  C1   C2   C3   119.38  3.000
 2VG  C8   C2   C3   133.74  3.000
 2VG  H2   C5   C6   119.94  3.000
 2VG  H2   C5   C4   119.99  3.000
 2VG  C6   C5   C4   120.07  3.000
 2VG  H3   C6   C1   121.60  3.000
 2VG  H3   C6   C5   120.33  3.000
 2VG  C1   C6   C5   118.06  3.000
 2VG  N    C1   C6   130.73  3.000
 2VG  C6   C1   C2   121.93  3.000
 2VG  N    C1   C2   107.34  3.000
 2VG  H4   N    C7   125.21  3.000
 2VG  H4   N    C1   125.40  3.000
 2VG  C7   N    C1   109.39  3.000
 2VG  C9   C7   C8   125.81  3.000
 2VG  C8   C7   N    109.70  3.000
 2VG  C9   C7   N    124.50  3.000
 2VG  C12  C8   C7   122.69  3.000
 2VG  C7   C8   C2   106.70  3.000
 2VG  C12  C8   C2   130.61  3.000
 2VG  H6   C12  H5   105.77  3.000
 2VG  H6   C12  C11  110.05  3.000
 2VG  H5   C12  C11  109.60  3.000
 2VG  H6   C12  C8   110.86  3.000
 2VG  H5   C12  C8   110.30  3.000
 2VG  C11  C12  C8   110.17  3.000
 2VG  H8   C11  H7   106.74  3.000
 2VG  H8   C11  C10  109.05  3.000
 2VG  H7   C11  C10  109.51  3.000
 2VG  H8   C11  C12  109.31  3.000
 2VG  H7   C11  C12  109.73  3.000
 2VG  C10  C11  C12  112.34  3.000
 2VG  H10  C9   H9   105.99  3.000
 2VG  H10  C9   C10  110.69  3.000
 2VG  H9   C9   C10  110.22  3.000
 2VG  H10  C9   C7   110.46  3.000
 2VG  H9   C9   C7   109.77  3.000
 2VG  C10  C9   C7   109.65  3.000
 2VG  H11  C10  C13  105.99  3.000
 2VG  H11  C10  C9   107.38  3.000
 2VG  C13  C10  C9   112.77  3.000
 2VG  H11  C10  C11  106.97  3.000
 2VG  C9   C10  C11  110.74  3.000
 2VG  C13  C10  C11  112.56  3.000
 2VG  O2   C13  O1   126.03  3.000
 2VG  O2   C13  C10  117.42  3.000
 2VG  O1   C13  C10  116.53  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  Var_01    C11  C12  C8   C2  165.44  30.0  1
 2VG  Var_02    C10  C9   C7   N   164.47  30.0  1
 2VG  Var_03    C10  C11  C12  C8   45.51  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-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

