# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 23:24:21 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-7-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc2[nH]c3CCCCc3c2cc1Cl
#
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
 2J1  2J1  '6-chloro-2,3,4,9-tetrahydro-1H-carbazole-7-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 PERFECT
;

data_comp_2J1
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
 2J1  CL   CL  CL    0  -0.126  -2.7913   2.1131  -0.0034
 2J1  C1   C   CR6   0  -0.073  -1.5861   0.8625  -0.0064
 2J1  C2   C   CR16  0  -0.329  -0.2777   1.2969  -0.0177
 2J1  C3   C   CR56  0   0.051   0.7554   0.3580  -0.0155
 2J1  C6   C   CR5   0  -0.024   2.1743   0.4458  -0.0200
 2J1  C7   C   CH2   0  -0.506   3.0719   1.6394  -0.0316
 2J1  C8   C   CH2   0  -0.451   4.4936   1.2292   0.3567
 2J1  C9   C   CH2   0  -0.449   4.9377  -0.0369  -0.3743
 2J1  C10  C   CH2   0  -0.513   4.0732  -1.2423   0.0009
 2J1  C5   C   CR5   0   0.328   2.6407  -0.8446  -0.0090
 2J1  N    N   NR15  0  -0.748   1.5935  -1.7193   0.0058
 2J1  C4   C   CR56  0   0.386   0.4230  -1.0159   0.0017
 2J1  C11  C   CR16  0  -0.338  -0.8864  -1.4525   0.0126
 2J1  C12  C   CR6   0  -0.072  -1.9213  -0.5144   0.0080
 2J1  C13  C   C     0   0.533  -3.3212  -0.9983   0.0150
 2J1  O2   O   OH1   0  -0.601  -3.3965  -2.3275   0.0628
 2J1  O1   O   O     0  -0.437  -4.3084  -0.3049  -0.0190
 2J1  H1   H   HCR6  0   0.268  -0.0597   2.3570  -0.0265
 2J1  H2   H   HCH2  0   0.233   3.0781   2.1009  -1.0253
 2J1  H3   H   HCH2  0   0.240   2.7017   2.4081   0.6525
 2J1  H4   H   HCH2  0   0.237   5.1850   2.0458   0.1408
 2J1  H5   H   HCH2  0   0.225   4.5416   1.0564   1.4363
 2J1  H6   H   HCH2  0   0.228   4.8776   0.1284  -1.4539
 2J1  H7   H   HCH2  0   0.242   5.9821  -0.2562  -0.1479
 2J1  H8   H   HCH2  0   0.261   4.2490  -2.0727  -0.6876
 2J1  H9   H   HCH2  0   0.257   4.3447  -1.6070   0.9973
 2J1  H10  H   HNR5  0   0.411   1.6733  -2.7231   0.0078
 2J1  H11  H   HCR6  0   0.278  -1.1006  -2.5116   0.0236
 2J1  H12  H   HOH1  0   0.486  -4.3272  -2.5943   0.0564

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
 2J1  O1   C13  double    1.207  0.020  1.207
 2J1  C13  O2   single    1.332  0.020  1.332
 2J1  C13  C12  single    1.481  0.020  1.481
 2J1  C11  C12  aromatic  1.397  0.020  1.397
 2J1  C11  C4   aromatic  1.380  0.020  1.380
 2J1  C12  C1   aromatic  1.417  0.020  1.417
 2J1  C4   N    aromatic  1.366  0.020  1.366
 2J1  C4   C3   aromatic  1.414  0.020  1.414
 2J1  N    C5   aromatic  1.365  0.020  1.365
 2J1  C1   CL   single    1.737  0.020  1.737
 2J1  C1   C2   aromatic  1.379  0.020  1.379
 2J1  C5   C10  single    1.487  0.020  1.487
 2J1  C5   C6   aromatic  1.372  0.020  1.372
 2J1  C3   C2   aromatic  1.396  0.020  1.396
 2J1  C3   C6   aromatic  1.422  0.020  1.422
 2J1  C10  C9   single    1.530  0.020  1.530
 2J1  C6   C7   single    1.493  0.020  1.493
 2J1  C9   C8   single    1.528  0.020  1.528
 2J1  C7   C8   single    1.530  0.020  1.530
 2J1  C2   H1   single    0.930  0.020  1.080
 2J1  C7   H2   single    0.970  0.020  1.090
 2J1  C7   H3   single    0.970  0.020  1.090
 2J1  C8   H4   single    0.970  0.020  1.090
 2J1  C8   H5   single    0.970  0.020  1.090
 2J1  C9   H6   single    0.970  0.020  1.090
 2J1  C9   H7   single    0.970  0.020  1.090
 2J1  C10  H8   single    0.970  0.020  1.090
 2J1  C10  H9   single    0.970  0.020  1.090
 2J1  N    H10  single    0.860  0.020  1.020
 2J1  C11  H11  single    0.930  0.020  1.080
 2J1  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
 2J1  C12  C1   C2   122.05  3.000
 2J1  C2   C1   CL   115.57  3.000
 2J1  C12  C1   CL   122.38  3.000
 2J1  H1   C2   C3   120.64  3.000
 2J1  H1   C2   C1   119.99  3.000
 2J1  C3   C2   C1   119.37  3.000
 2J1  C4   C3   C6   107.14  3.000
 2J1  C6   C3   C2   134.19  3.000
 2J1  C4   C3   C2   118.66  3.000
 2J1  C5   C6   C7   123.19  3.000
 2J1  C7   C6   C3   130.48  3.000
 2J1  C5   C6   C3   106.33  3.000
 2J1  H3   C7   H2   105.85  3.000
 2J1  H3   C7   C8   110.14  3.000
 2J1  H2   C7   C8   109.75  3.000
 2J1  H3   C7   C6   110.70  3.000
 2J1  H2   C7   C6   110.31  3.000
 2J1  C8   C7   C6   110.02  3.000
 2J1  H5   C8   H4   106.59  3.000
 2J1  H5   C8   C9   109.17  3.000
 2J1  H4   C8   C9   109.95  3.000
 2J1  H5   C8   C7   109.48  3.000
 2J1  H4   C8   C7   109.75  3.000
 2J1  C9   C8   C7   111.77  3.000
 2J1  H7   C9   H6   106.72  3.000
 2J1  H7   C9   C10  109.37  3.000
 2J1  H6   C9   C10  109.27  3.000
 2J1  H7   C9   C8   110.22  3.000
 2J1  H6   C9   C8   109.33  3.000
 2J1  C10  C9   C8   111.80  3.000
 2J1  H9   C10  H8   106.28  3.000
 2J1  H9   C10  C5   109.51  3.000
 2J1  H8   C10  C5   110.74  3.000
 2J1  H9   C10  C9   110.20  3.000
 2J1  H8   C10  C9   110.69  3.000
 2J1  C5   C10  C9   109.39  3.000
 2J1  N    C5   C10  124.60  3.000
 2J1  C10  C5   C6   125.39  3.000
 2J1  N    C5   C6   110.01  3.000
 2J1  H10  N    C4   125.55  3.000
 2J1  H10  N    C5   125.33  3.000
 2J1  C4   N    C5   109.12  3.000
 2J1  C11  C4   N    130.55  3.000
 2J1  N    C4   C3   107.40  3.000
 2J1  C11  C4   C3   122.05  3.000
 2J1  H11  C11  C12  120.75  3.000
 2J1  H11  C11  C4   119.88  3.000
 2J1  C12  C11  C4   119.37  3.000
 2J1  C13  C12  C11  118.74  3.000
 2J1  C11  C12  C1   118.51  3.000
 2J1  C13  C12  C1   122.75  3.000
 2J1  O1   C13  O2   121.87  3.000
 2J1  O2   C13  C12  112.31  3.000
 2J1  O1   C13  C12  125.83  3.000
 2J1  H12  O2   C13  109.21  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
 2J1  CONST_01  C4   C11  C12  C1     0.00   0.0  0
 2J1  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 2J1  CONST_03  C6   C3   C2   C1   180.00   0.0  0
 2J1  CONST_04  C11  C12  C1   C2     0.00   0.0  0
 2J1  CONST_05  C11  C4   C3   C2     0.00   0.0  0
 2J1  CONST_06  N    C4   C3   C2   180.00   0.0  0
 2J1  CONST_07  C5   C6   C3   C2   180.00   0.0  0
 2J1  CONST_08  C12  C11  C4   C3     0.00   0.0  0
 2J1  CONST_09  C5   N    C4   C3     0.00   0.0  0
 2J1  CONST_10  C12  C1   C2   C3     0.00   0.0  0
 2J1  CONST_11  N    C5   C6   C3     0.00   0.0  0
 2J1  CONST_12  C4   N    C5   C6     0.00   0.0  0
 2J1  CONST_13  C11  C4   C3   C6   180.00   0.0  0
 2J1  CONST_14  N    C4   C3   C6     0.00   0.0  0
 2J1  CONST_15  C11  C4   N    C5   180.00   0.0  0
 2J1  CONST_16  C4   C3   C6   C5     0.00   0.0  0
 2J1  CONST_17  C12  C11  C4   N    180.00   0.0  0
 2J1  CONST_18  C11  C12  C1   CL   180.00   0.0  0
 2J1  CONST_19  C3   C2   C1   CL   180.00   0.0  0
 2J1  CONST_20  C13  C12  C1   C2   180.00   0.0  0
 2J1  CONST_21  C13  C12  C11  C4   180.00   0.0  0
 2J1  CONST_22  H11  C11  C12  C1   180.00   0.0  0
 2J1  CONST_23  H10  N    C4   C3   180.00   0.0  0
 2J1  CONST_24  H1   C2   C3   C6     0.00   0.0  0
 2J1  CONST_25  H12  O2   C13  C12  180.00   0.0  0
 2J1  Var_01    C8   C7   C6   C3   164.30  30.0  1
 2J1  Var_02    C9   C10  C5   C6   -14.91  30.0  1
 2J1  Var_03    C9   C8   C7   C6    45.58  30.0  1
 2J1  Var_04    C10  C9   C8   C7   -63.16  30.0  1
 2J1  Var_05    C5   C10  C9   C8    44.77  30.0  1
 2J1  Var_06    O1   C13  C12  C1     1.67  30.0  3

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
 2J1  plan-1  C12  0.020
 2J1  plan-1  C13  0.020
 2J1  plan-1  O2   0.020
 2J1  plan-1  O1   0.020
 2J1  plan-1  H12  0.020
 2J1  plan-2  CL   0.020
 2J1  plan-2  C1   0.020
 2J1  plan-2  C2   0.020
 2J1  plan-2  C3   0.020
 2J1  plan-2  C6   0.020
 2J1  plan-2  C7   0.020
 2J1  plan-2  C10  0.020
 2J1  plan-2  C5   0.020
 2J1  plan-2  N    0.020
 2J1  plan-2  C4   0.020
 2J1  plan-2  C11  0.020
 2J1  plan-2  C12  0.020
 2J1  plan-2  C13  0.020
 2J1  plan-2  H1   0.020
 2J1  plan-2  H10  0.020
 2J1  plan-2  H11  0.020

