# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 22:52:26 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: (1R)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1CCCc2c1[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
 2J2  2J2  '(1R)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid'  ligand  29  17  .  2021-08-04  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2J2
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
 2J2  C4   C   CR5   0   0.375   1.2714   0.0673   0.2686
 2J2  C5   C   CR5   0  -0.029   0.3579  -0.9204   0.0259
 2J2  C6   C   CH2   0  -0.507   0.7255  -2.3505  -0.1881
 2J2  C7   C   CH2   0  -0.454   2.1396  -2.5997   0.3330
 2J2  C8   C   CH2   0  -0.439   3.1142  -1.5311  -0.1510
 2J2  C10  C   C     0   0.572   3.5489   0.9242  -0.3272
 2J2  O1   O   OH1   0  -0.592   4.8360   0.8427  -0.0192
 2J2  O    O   O     0  -0.432   3.1014   1.7339  -1.0997
 2J2  C9   C   CH1   0  -0.484   2.7434  -0.1341   0.3928
 2J2  C2   C   CR56  0   0.041  -0.9289  -0.3032   0.0678
 2J2  C1   C   CR16  0  -0.338  -2.2322  -0.7814  -0.0972
 2J2  N    N   NR15  0  -0.746   0.6249   1.2571   0.4747
 2J2  C3   C   CR56  0   0.336  -0.7188   1.0658   0.3501
 2J2  C11  C   CR16  0  -0.311  -1.7757   1.9647   0.4594
 2J2  C12  C   CR16  0  -0.247  -3.0585   1.4790   0.2928
 2J2  C    C   CR6   0  -0.048  -3.2682   0.1204   0.0199
 2J2  CL   CL  CL    0  -0.150  -4.9061  -0.4392  -0.1759
 2J2  H1   H   HCH2  0   0.241   0.0158  -3.0101   0.3182
 2J2  H2   H   HCH2  0   0.236   0.6722  -2.6075  -1.2517
 2J2  H3   H   HCH2  0   0.231   2.1320  -2.6141   1.4269
 2J2  H4   H   HCH2  0   0.245   2.4909  -3.5803   0.0075
 2J2  H5   H   HCH2  0   0.259   4.1285  -1.7789   0.1604
 2J2  H6   H   HCH2  0   0.241   3.1085  -1.5095  -1.2452
 2J2  H7   H   HOH1  0   0.483   5.3389   1.5121  -0.5072
 2J2  H8   H   HCH1  0   0.306   3.0236  -0.0941   1.4536
 2J2  H9   H   HCR6  0   0.264  -2.4220  -1.8256  -0.3100
 2J2  H10  H   HNR5  0   0.407   1.0685   2.1440   0.6452
 2J2  H11  H   HCR6  0   0.269  -1.6095   3.0134   0.6694
 2J2  H12  H   HCR6  0   0.271  -3.9030   2.1494   0.3736

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
 2J2  C11  C3   aromatic  1.392  0.020  1.392
 2J2  C11  C12  aromatic  1.382  0.020  1.382
 2J2  N    C3   aromatic  1.363  0.020  1.363
 2J2  N    C4   aromatic  1.370  0.020  1.370
 2J2  O    C10  double    1.205  0.020  1.205
 2J2  C3   C2   aromatic  1.414  0.020  1.414
 2J2  C12  C    aromatic  1.401  0.020  1.401
 2J2  C10  O1   single    1.326  0.020  1.326
 2J2  C10  C9   single    1.512  0.020  1.512
 2J2  C9   C4   single    1.491  0.020  1.491
 2J2  C9   C8   single    1.544  0.020  1.544
 2J2  C4   C5   aromatic  1.367  0.020  1.367
 2J2  C    C1   aromatic  1.379  0.020  1.379
 2J2  C    CL   single    1.742  0.020  1.742
 2J2  C2   C5   aromatic  1.428  0.020  1.428
 2J2  C2   C1   aromatic  1.398  0.020  1.398
 2J2  C8   C7   single    1.525  0.020  1.525
 2J2  C5   C6   single    1.492  0.020  1.492
 2J2  C7   C6   single    1.527  0.020  1.527
 2J2  C6   H1   single    0.970  0.020  1.090
 2J2  C6   H2   single    0.970  0.020  1.090
 2J2  C7   H3   single    0.970  0.020  1.090
 2J2  C7   H4   single    0.970  0.020  1.090
 2J2  C8   H5   single    0.970  0.020  1.090
 2J2  C8   H6   single    0.970  0.020  1.090
 2J2  O1   H7   single    0.850  0.020  0.980
 2J2  C9   H8   single    0.970  0.020  1.090
 2J2  C1   H9   single    0.930  0.020  1.080
 2J2  N    H10  single    0.860  0.020  1.020
 2J2  C11  H11  single    0.930  0.020  1.080
 2J2  C12  H12  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
 2J2  N    C4   C9   124.80  3.000
 2J2  C9   C4   C5   125.24  3.000
 2J2  N    C4   C5   109.81  3.000
 2J2  C2   C5   C6   129.84  3.000
 2J2  C6   C5   C4   123.60  3.000
 2J2  C2   C5   C4   106.54  3.000
 2J2  H2   C6   H1   106.05  3.000
 2J2  H2   C6   C7   109.76  3.000
 2J2  H1   C6   C7   110.15  3.000
 2J2  H2   C6   C5   110.62  3.000
 2J2  H1   C6   C5   110.61  3.000
 2J2  C7   C6   C5   109.60  3.000
 2J2  H4   C7   H3   106.77  3.000
 2J2  H4   C7   C8   109.22  3.000
 2J2  H3   C7   C8   109.33  3.000
 2J2  H4   C7   C6   110.05  3.000
 2J2  H3   C7   C6   109.69  3.000
 2J2  C8   C7   C6   111.65  3.000
 2J2  H6   C8   H5   107.16  3.000
 2J2  H6   C8   C9   109.45  3.000
 2J2  H5   C8   C9   109.18  3.000
 2J2  H6   C8   C7   109.14  3.000
 2J2  H5   C8   C7   110.18  3.000
 2J2  C9   C8   C7   111.63  3.000
 2J2  C9   C10  O    125.28  3.000
 2J2  C9   C10  O1   111.31  3.000
 2J2  O    C10  O1   123.41  3.000
 2J2  H7   O1   C10  110.13  3.000
 2J2  H8   C9   C10  107.38  3.000
 2J2  H8   C9   C8   108.17  3.000
 2J2  C10  C9   C8   109.72  3.000
 2J2  H8   C9   C4   109.12  3.000
 2J2  C8   C9   C4   109.26  3.000
 2J2  C10  C9   C4   113.06  3.000
 2J2  C3   C2   C1   119.57  3.000
 2J2  C1   C2   C5   133.54  3.000
 2J2  C3   C2   C5   106.89  3.000
 2J2  H9   C1   C    121.07  3.000
 2J2  H9   C1   C2   121.11  3.000
 2J2  C    C1   C2   117.83  3.000
 2J2  H10  N    C3   125.01  3.000
 2J2  H10  N    C4   125.67  3.000
 2J2  C3   N    C4   109.25  3.000
 2J2  C11  C3   N    130.61  3.000
 2J2  N    C3   C2   107.50  3.000
 2J2  C11  C3   C2   121.89  3.000
 2J2  H11  C11  C12  120.44  3.000
 2J2  H11  C11  C3   121.62  3.000
 2J2  C12  C11  C3   117.94  3.000
 2J2  H12  C12  C    119.92  3.000
 2J2  H12  C12  C11  119.87  3.000
 2J2  C    C12  C11  120.21  3.000
 2J2  CL   C    C12  118.30  3.000
 2J2  CL   C    C1   119.14  3.000
 2J2  C12  C    C1   122.56  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
 2J2  CONST_01  C11  C3   N    C4   180.00   0.0  0
 2J2  CONST_02  C2   C3   N    C4     0.00   0.0  0
 2J2  CONST_03  C3   C2   C5   C4     0.00   0.0  0
 2J2  CONST_04  C1   C2   C5   C4   180.00   0.0  0
 2J2  CONST_05  C3   N    C4   C5     0.00   0.0  0
 2J2  CONST_06  C11  C3   C2   C5   180.00   0.0  0
 2J2  CONST_07  N    C3   C2   C5     0.00   0.0  0
 2J2  CONST_08  C    C1   C2   C5   180.00   0.0  0
 2J2  CONST_09  C12  C11  C3   C2     0.00   0.0  0
 2J2  CONST_10  N    C4   C5   C2     0.00   0.0  0
 2J2  CONST_11  C12  C    C1   C2     0.00   0.0  0
 2J2  CONST_12  C11  C12  C    C1     0.00   0.0  0
 2J2  CONST_13  C11  C3   C2   C1     0.00   0.0  0
 2J2  CONST_14  N    C3   C2   C1   180.00   0.0  0
 2J2  CONST_15  C12  C11  C3   N    180.00   0.0  0
 2J2  CONST_16  C    C12  C11  C3     0.00   0.0  0
 2J2  CONST_17  C    C1   C2   C3     0.00   0.0  0
 2J2  CONST_18  CL   C    C1   C2   180.00   0.0  0
 2J2  CONST_19  CL   C    C12  C11  180.00   0.0  0
 2J2  CONST_20  H10  N    C4   C5   180.00   0.0  0
 2J2  CONST_21  H9   C1   C2   C5     0.00   0.0  0
 2J2  CONST_22  H11  C11  C3   C2   180.00   0.0  0
 2J2  CONST_23  H12  C12  C    C1   180.00   0.0  0
 2J2  CONST_24  H7   O1   C10  C9   180.00   0.0  0
 2J2  Var_01    C7   C6   C5   C4    17.84  30.0  1
 2J2  Var_02    C8   C7   C6   C5   -47.43  30.0  1
 2J2  Var_03    C9   C8   C7   C6    63.49  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
 2J2  chir_01  C9  C10  C4  C8  negativ

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
 2J2  plan-1  C10  0.020
 2J2  plan-1  O1   0.020
 2J2  plan-1  O    0.020
 2J2  plan-1  C9   0.020
 2J2  plan-1  H7   0.020
 2J2  plan-2  C4   0.020
 2J2  plan-2  C5   0.020
 2J2  plan-2  C6   0.020
 2J2  plan-2  C9   0.020
 2J2  plan-2  C2   0.020
 2J2  plan-2  C1   0.020
 2J2  plan-2  N    0.020
 2J2  plan-2  C3   0.020
 2J2  plan-2  C11  0.020
 2J2  plan-2  C12  0.020
 2J2  plan-2  C    0.020
 2J2  plan-2  CL   0.020
 2J2  plan-2  H9   0.020
 2J2  plan-2  H10  0.020
 2J2  plan-2  H11  0.020
 2J2  plan-2  H12  0.020

