# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 18:49:00 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (2S)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](C(O)=O)c1ccc2c([nH]c3ccc(Cl)cc23)c1
#
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
 0LA  0LA  '(2S)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid'  ligand  30  19  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0LA
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
 0LA  CL   CL  CL     0  -0.146   5.4376   1.3624  -0.0733
 0LA  C3   C   CR6    0  -0.050   4.0545   0.3101   0.0089
 0LA  C2   C   CR16   0  -0.238   4.2626  -1.0528   0.2373
 0LA  C1   C   CR16   0  -0.316   3.1887  -1.9226   0.3055
 0LA  C9A  C   CR56   0   0.346   1.9111  -1.3989   0.1412
 0LA  N9   N   NR15   0  -0.787   0.6963  -2.0282   0.1625
 0LA  C4   C   CR16   0  -0.338   2.7909   0.8444  -0.1543
 0LA  C4A  C   CR56   0   0.057   1.7028  -0.0216  -0.0881
 0LA  C4B  C   CR56   0   0.045   0.2803   0.1613  -0.2077
 0LA  C5   C   CR16   0  -0.358  -0.5488   1.2613  -0.4329
 0LA  C6   C   CR16   0  -0.307  -1.9137   1.0704  -0.4899
 0LA  C8A  C   CR56   0   0.366  -0.3001  -1.1092  -0.0469
 0LA  C8   C   CR16   0  -0.411  -1.6790  -1.3012  -0.1098
 0LA  C7   C   CR6    0   0.198  -2.4948  -0.2040  -0.3301
 0LA  C10  C   CH1    0  -0.489  -3.9870  -0.3651  -0.4441
 0LA  C14  C   CH3    0  -0.644  -4.4754  -0.0171  -1.8487
 0LA  C11  C   C      0   0.426  -4.7406   0.4038   0.6744
 0LA  O13  O   O      0  -0.602  -4.1375   0.5446   1.7550
 0LA  O12  O   OC    -1  -0.604  -5.9004   0.7786   0.4167
 0LA  H1   H   HCR6   0   0.275   5.2679  -1.4311   0.3625
 0LA  H2   H   HCR6   0   0.271   3.3498  -2.9779   0.4818
 0LA  H3   H   HNR5   0   0.409   0.5567  -3.0162   0.2929
 0LA  H4   H   HCR6   0   0.268   2.6524   1.9042  -0.3261
 0LA  H5   H   HCR6   0   0.242  -0.1309   2.2529  -0.5592
 0LA  H6   H   HCR6   0   0.239  -2.5566   1.9257  -0.6584
 0LA  H7   H   HCR6   0   0.249  -2.1053  -2.2901   0.0138
 0LA  H8   H   HCH1   0   0.247  -4.2146  -1.4255  -0.2717
 0LA  H9   H   HCH3   0   0.214  -3.9457  -0.6012  -2.6031
 0LA  H10  H   HCH3   0   0.225  -5.5390  -0.2240  -1.9534
 0LA  H11  H   HCH3   0   0.214  -4.3208   1.0383  -2.0801

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
 0LA  O13  C11  deloc     1.245  0.020  1.245
 0LA  O12  C11  deloc     1.246  0.020  1.246
 0LA  C11  C10  single    1.553  0.020  1.553
 0LA  N9   C8A  aromatic  1.372  0.020  1.372
 0LA  N9   C9A  aromatic  1.368  0.020  1.368
 0LA  C8   C8A  aromatic  1.394  0.020  1.394
 0LA  C8   C7   aromatic  1.385  0.020  1.385
 0LA  C10  C7   single    1.505  0.020  1.505
 0LA  C10  C14  single    1.527  0.020  1.527
 0LA  C8A  C4B  aromatic  1.406  0.020  1.406
 0LA  C1   C9A  aromatic  1.391  0.020  1.391
 0LA  C1   C2   aromatic  1.384  0.020  1.384
 0LA  C9A  C4A  aromatic  1.412  0.020  1.412
 0LA  C7   C6   aromatic  1.410  0.020  1.410
 0LA  C2   C3   aromatic  1.397  0.020  1.397
 0LA  C4B  C4A  aromatic  1.439  0.020  1.439
 0LA  C4B  C5   aromatic  1.396  0.020  1.396
 0LA  C4A  C4   aromatic  1.392  0.020  1.392
 0LA  C6   C5   aromatic  1.379  0.020  1.379
 0LA  C3   C4   aromatic  1.382  0.020  1.382
 0LA  C3   CL   single    1.740  0.020  1.740
 0LA  C2   H1   single    0.930  0.020  1.080
 0LA  C1   H2   single    0.930  0.020  1.080
 0LA  N9   H3   single    0.860  0.020  1.020
 0LA  C4   H4   single    0.930  0.020  1.080
 0LA  C5   H5   single    0.930  0.020  1.080
 0LA  C6   H6   single    0.930  0.020  1.080
 0LA  C8   H7   single    0.930  0.020  1.080
 0LA  C10  H8   single    0.970  0.020  1.090
 0LA  C14  H9   single    0.970  0.020  1.090
 0LA  C14  H10  single    0.970  0.020  1.090
 0LA  C14  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
 0LA  C4   C3   C2   122.19  3.000
 0LA  C4   C3   CL   119.18  3.000
 0LA  C2   C3   CL   118.63  3.000
 0LA  H1   C2   C1   119.73  3.000
 0LA  H1   C2   C3   119.90  3.000
 0LA  C1   C2   C3   120.37  3.000
 0LA  H2   C1   C9A  121.56  3.000
 0LA  H2   C1   C2   120.37  3.000
 0LA  C9A  C1   C2   118.07  3.000
 0LA  C4A  C9A  N9   108.68  3.000
 0LA  C4A  C9A  C1   121.48  3.000
 0LA  N9   C9A  C1   129.84  3.000
 0LA  H3   N9   C8A  125.23  3.000
 0LA  H3   N9   C9A  125.22  3.000
 0LA  C8A  N9   C9A  109.54  3.000
 0LA  H4   C4   C4A  121.10  3.000
 0LA  H4   C4   C3   120.96  3.000
 0LA  C4A  C4   C3   117.94  3.000
 0LA  C4B  C4A  C4   133.58  3.000
 0LA  C4   C4A  C9A  119.96  3.000
 0LA  C4B  C4A  C9A  106.46  3.000
 0LA  C8A  C4B  C5   119.03  3.000
 0LA  C5   C4B  C4A  134.49  3.000
 0LA  C8A  C4B  C4A  106.48  3.000
 0LA  H5   C5   C6   120.24  3.000
 0LA  H5   C5   C4B  120.72  3.000
 0LA  C6   C5   C4B  119.04  3.000
 0LA  H6   C6   C7   119.13  3.000
 0LA  H6   C6   C5   118.97  3.000
 0LA  C7   C6   C5   121.90  3.000
 0LA  C8   C8A  C4B  121.86  3.000
 0LA  C4B  C8A  N9   108.84  3.000
 0LA  C8   C8A  N9   129.30  3.000
 0LA  H7   C8   C7   120.61  3.000
 0LA  H7   C8   C8A  120.64  3.000
 0LA  C7   C8   C8A  118.75  3.000
 0LA  C10  C7   C8   120.75  3.000
 0LA  C10  C7   C6   119.79  3.000
 0LA  C8   C7   C6   119.43  3.000
 0LA  H8   C10  C11  105.34  3.000
 0LA  H8   C10  C14  107.34  3.000
 0LA  C11  C10  C14  113.23  3.000
 0LA  H8   C10  C7   107.28  3.000
 0LA  C14  C10  C7   111.24  3.000
 0LA  C11  C10  C7   111.94  3.000
 0LA  H11  C14  H10  107.57  3.000
 0LA  H11  C14  H9   107.59  3.000
 0LA  H10  C14  H9   107.82  3.000
 0LA  H11  C14  C10  111.72  3.000
 0LA  H10  C14  C10  110.95  3.000
 0LA  H9   C14  C10  111.01  3.000
 0LA  O12  C11  O13  126.60  3.000
 0LA  O12  C11  C10  116.86  3.000
 0LA  O13  C11  C10  116.49  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
 0LA  CONST_01  C9A  C1   C2   C3     0.00  0.0  0
 0LA  CONST_02  C9A  C4A  C4   C3     0.00  0.0  0
 0LA  CONST_03  C4B  C4A  C4   C3   180.00  0.0  0
 0LA  CONST_04  N9   C9A  C1   C2   180.00  0.0  0
 0LA  CONST_05  C4A  C9A  C1   C2     0.00  0.0  0
 0LA  CONST_06  C4A  C4   C3   C2     0.00  0.0  0
 0LA  CONST_07  C8A  N9   C9A  C1   180.00  0.0  0
 0LA  CONST_08  C4B  C4A  C9A  C1   180.00  0.0  0
 0LA  CONST_09  C4   C4A  C9A  C1     0.00  0.0  0
 0LA  CONST_10  C4   C3   C2   C1     0.00  0.0  0
 0LA  CONST_11  C8   C8A  N9   C9A  180.00  0.0  0
 0LA  CONST_12  C4B  C8A  N9   C9A    0.00  0.0  0
 0LA  CONST_13  C8A  C4B  C4A  C9A    0.00  0.0  0
 0LA  CONST_14  C5   C4B  C4A  C9A  180.00  0.0  0
 0LA  CONST_15  C7   C8   C8A  N9   180.00  0.0  0
 0LA  CONST_16  C4A  C4B  C8A  N9     0.00  0.0  0
 0LA  CONST_17  C5   C4B  C8A  N9   180.00  0.0  0
 0LA  CONST_18  C4B  C4A  C9A  N9     0.00  0.0  0
 0LA  CONST_19  C4   C4A  C9A  N9   180.00  0.0  0
 0LA  CONST_20  C8A  C4B  C4A  C4   180.00  0.0  0
 0LA  CONST_21  C5   C4B  C4A  C4     0.00  0.0  0
 0LA  CONST_22  C8A  N9   C9A  C4A    0.00  0.0  0
 0LA  CONST_23  C8   C8A  C4B  C4A  180.00  0.0  0
 0LA  CONST_24  C6   C5   C4B  C4A  180.00  0.0  0
 0LA  CONST_25  C7   C8   C8A  C4B    0.00  0.0  0
 0LA  CONST_26  C7   C6   C5   C4B    0.00  0.0  0
 0LA  CONST_27  C8   C8A  C4B  C5     0.00  0.0  0
 0LA  CONST_28  C8   C7   C6   C5     0.00  0.0  0
 0LA  CONST_29  C8A  C8   C7   C6     0.00  0.0  0
 0LA  CONST_30  C8A  C4B  C5   C6     0.00  0.0  0
 0LA  CONST_31  C1   C2   C3   CL   180.00  0.0  0
 0LA  CONST_32  C4A  C4   C3   CL   180.00  0.0  0
 0LA  CONST_33  C10  C7   C6   C5   180.00  0.0  0
 0LA  CONST_34  C10  C7   C8   C8A  180.00  0.0  0
 0LA  CONST_35  H2   C1   C2   C3   180.00  0.0  0
 0LA  CONST_36  H4   C4   C3   C2   180.00  0.0  0
 0LA  CONST_37  H3   N9   C9A  C1     0.00  0.0  0
 0LA  CONST_38  H1   C2   C1   C9A  180.00  0.0  0
 0LA  CONST_39  H7   C8   C8A  N9     0.00  0.0  0
 0LA  CONST_40  H5   C5   C4B  C4A    0.00  0.0  0
 0LA  CONST_41  H6   C6   C5   C4B  180.00  0.0  0

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
 0LA  chir_01  C10  C11  C7  C14  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
 0LA  plan-1  CL   0.020
 0LA  plan-1  C3   0.020
 0LA  plan-1  C2   0.020
 0LA  plan-1  C1   0.020
 0LA  plan-1  C9A  0.020
 0LA  plan-1  N9   0.020
 0LA  plan-1  C4   0.020
 0LA  plan-1  C4A  0.020
 0LA  plan-1  C4B  0.020
 0LA  plan-1  C5   0.020
 0LA  plan-1  C6   0.020
 0LA  plan-1  C8A  0.020
 0LA  plan-1  C8   0.020
 0LA  plan-1  C7   0.020
 0LA  plan-1  C10  0.020
 0LA  plan-1  H1   0.020
 0LA  plan-1  H2   0.020
 0LA  plan-1  H3   0.020
 0LA  plan-1  H4   0.020
 0LA  plan-1  H5   0.020
 0LA  plan-1  H6   0.020
 0LA  plan-1  H7   0.020
 0LA  plan-2  C10  0.020
 0LA  plan-2  C11  0.020
 0LA  plan-2  O13  0.020
 0LA  plan-2  O12  0.020

