# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 04:24:15 2021
#   Inital geometry file: a 81 line input string
#   Ligand name: (2R)-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
 UHG  UHG  '(2R)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid'  ligand  31  19  .  2022-03-23  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UHG
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
 UHG  C4   C   CR16  0  -0.314  21.5685  -21.9339  17.3455
 UHG  C5   C   CR16  0  -0.351  22.2616  -22.9928  17.9016
 UHG  C6   C   CR56  0   0.056  22.6236  -24.0667  17.0930
 UHG  C7   C   CR56  0   0.367  22.2726  -24.0510  15.7289
 UHG  C8   C   CR16  0  -0.353  21.5708  -22.9897  15.1680
 UHG  C10  C   CR16  0  -0.314  23.9808  -27.2107  15.9394
 UHG  C13  C   CR16  0  -0.333  23.9074  -25.8829  18.4419
 UHG  C12  C   CR6   0  -0.050  24.5149  -27.1139  18.2918
 UHG  C11  C   CR16  0  -0.233  24.5569  -27.7771  17.0617
 UHG  C14  C   CR56  0   0.059  23.3252  -25.3031  17.3181
 UHG  C9   C   CR56  0   0.350  23.3646  -25.9712  16.0768
 UHG  N    N   NR15  0  -0.787  22.7270  -25.2019  15.1414
 UHG  C3   C   CR6   0   0.108  21.2176  -21.9259  15.9858
 UHG  C1   C   CH1   0  -0.441  20.4843  -20.7542  15.3610
 UHG  C    C   CH3   0  -0.661  19.4895  -20.0594  16.2900
 UHG  C2   C   C     0   0.562  21.5117  -19.7866  14.8091
 UHG  O    O   O     0  -0.442  21.7305  -19.6201  13.6348
 UHG  O1   O   OH1   0  -0.585  22.1689  -19.1481  15.7681
 UHG  H1   H   HCR6  0   0.248  21.2895  -21.1034  17.9792
 UHG  H2   H   HCR6  0   0.249  22.5177  -22.9805  18.9537
 UHG  H3   H   HCR6  0   0.263  21.3001  -22.9936  14.1187
 UHG  H4   H   HCR6  0   0.273  24.0166  -27.7244  14.9878
 UHG  H5   H   HCR6  0   0.270  23.8828  -25.3868  19.4034
 UHG  H6   H   HCR6  0   0.278  25.0437  -28.7396  16.9849
 UHG  H7   H   HNR5  0   0.412  22.6099  -25.4451  14.1717
 UHG  H8   H   HCH1  0   0.288  19.9368  -21.1304  14.4953
 UHG  H9   H   HCH3  0   0.248  18.7608  -20.7813  16.6576
 UHG  H10  H   HCH3  0   0.239  19.9662  -19.5923  17.1498
 UHG  H11  H   HCH3  0   0.251  18.9460  -19.2835  15.7505
 UHG  H12  H   HOH1  0   0.482  22.8293  -18.5553  15.3791
 UHG  CL   CL  CL    0  -0.142  25.2549  -27.8702  19.6718

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
 UHG  O    C2   double    1.206  0.020  1.206
 UHG  C2   C1   single    1.515  0.020  1.515
 UHG  C2   O1   single    1.326  0.020  1.326
 UHG  N    C7   aromatic  1.370  0.020  1.370
 UHG  N    C9   aromatic  1.369  0.020  1.369
 UHG  C8   C7   aromatic  1.390  0.020  1.390
 UHG  C8   C3   aromatic  1.388  0.020  1.388
 UHG  C1   C3   single    1.517  0.020  1.517
 UHG  C1   C    single    1.528  0.020  1.528
 UHG  C7   C6   aromatic  1.409  0.020  1.409
 UHG  C10  C9   aromatic  1.391  0.020  1.391
 UHG  C10  C11  aromatic  1.383  0.020  1.383
 UHG  C3   C4   aromatic  1.404  0.020  1.404
 UHG  C9   C14  aromatic  1.410  0.020  1.410
 UHG  C11  C12  aromatic  1.398  0.020  1.398
 UHG  C6   C14  aromatic  1.439  0.020  1.439
 UHG  C6   C5   aromatic  1.392  0.020  1.392
 UHG  C14  C13  aromatic  1.392  0.020  1.392
 UHG  C4   C5   aromatic  1.382  0.020  1.382
 UHG  C12  C13  aromatic  1.381  0.020  1.381
 UHG  C12  CL   single    1.739  0.020  1.739
 UHG  C4   H1   single    0.930  0.020  1.080
 UHG  C5   H2   single    0.930  0.020  1.080
 UHG  C8   H3   single    0.930  0.020  1.080
 UHG  C10  H4   single    0.930  0.020  1.080
 UHG  C13  H5   single    0.930  0.020  1.080
 UHG  C11  H6   single    0.930  0.020  1.080
 UHG  N    H7   single    0.860  0.020  1.020
 UHG  C1   H8   single    0.970  0.020  1.090
 UHG  C    H9   single    0.970  0.020  1.090
 UHG  C    H10  single    0.970  0.020  1.090
 UHG  C    H11  single    0.970  0.020  1.090
 UHG  O1   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
 UHG  H1   C4   C3   119.91  3.000
 UHG  H1   C4   C5   118.81  3.000
 UHG  C3   C4   C5   121.27  3.000
 UHG  H2   C5   C6   120.77  3.000
 UHG  H2   C5   C4   120.05  3.000
 UHG  C6   C5   C4   119.18  3.000
 UHG  C14  C6   C7   106.42  3.000
 UHG  C14  C6   C5   134.31  3.000
 UHG  C7   C6   C5   119.28  3.000
 UHG  N    C7   C8   129.47  3.000
 UHG  C8   C7   C6   121.67  3.000
 UHG  N    C7   C6   108.86  3.000
 UHG  H3   C8   C3   120.66  3.000
 UHG  H3   C8   C7   120.93  3.000
 UHG  C3   C8   C7   118.41  3.000
 UHG  H4   C10  C9   121.64  3.000
 UHG  H4   C10  C11  120.36  3.000
 UHG  C9   C10  C11  117.99  3.000
 UHG  H5   C13  C14  121.12  3.000
 UHG  H5   C13  C12  121.01  3.000
 UHG  C14  C13  C12  117.87  3.000
 UHG  C11  C12  CL   118.63  3.000
 UHG  CL   C12  C13  119.25  3.000
 UHG  C11  C12  C13  122.12  3.000
 UHG  H6   C11  C12  119.88  3.000
 UHG  H6   C11  C10  119.64  3.000
 UHG  C12  C11  C10  120.48  3.000
 UHG  C9   C14  C13  120.10  3.000
 UHG  C13  C14  C6   133.47  3.000
 UHG  C9   C14  C6   106.43  3.000
 UHG  N    C9   C14  108.80  3.000
 UHG  C14  C9   C10  121.43  3.000
 UHG  N    C9   C10  129.77  3.000
 UHG  H7   N    C9   125.22  3.000
 UHG  H7   N    C7   125.29  3.000
 UHG  C9   N    C7   109.49  3.000
 UHG  C1   C3   C8   118.20  3.000
 UHG  C1   C3   C4   121.60  3.000
 UHG  C8   C3   C4   120.18  3.000
 UHG  H8   C1   C2   105.75  3.000
 UHG  H8   C1   C    108.20  3.000
 UHG  C2   C1   C    111.87  3.000
 UHG  H8   C1   C3   107.64  3.000
 UHG  C    C1   C3   114.55  3.000
 UHG  C2   C1   C3   108.39  3.000
 UHG  H11  C    H10  107.69  3.000
 UHG  H11  C    H9   107.77  3.000
 UHG  H10  C    H9   108.10  3.000
 UHG  H11  C    C1   110.32  3.000
 UHG  H10  C    C1   112.97  3.000
 UHG  H9   C    C1   109.83  3.000
 UHG  O1   C2   O    123.20  3.000
 UHG  O1   C2   C1   112.33  3.000
 UHG  O    C2   C1   124.45  3.000
 UHG  H12  O1   C2   109.99  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
 UHG  CONST_01  C7   C8   C3   C4     0.00  0.0  0
 UHG  CONST_02  C7   C6   C5   C4     0.00  0.0  0
 UHG  CONST_03  C14  C6   C5   C4   180.00  0.0  0
 UHG  CONST_04  N    C7   C6   C5   180.00  0.0  0
 UHG  CONST_05  C8   C7   C6   C5     0.00  0.0  0
 UHG  CONST_06  C9   C14  C6   C5   180.00  0.0  0
 UHG  CONST_07  C13  C14  C6   C5     0.00  0.0  0
 UHG  CONST_08  C8   C3   C4   C5     0.00  0.0  0
 UHG  CONST_09  C9   N    C7   C6     0.00  0.0  0
 UHG  CONST_10  C3   C8   C7   C6     0.00  0.0  0
 UHG  CONST_11  N    C9   C14  C6     0.00  0.0  0
 UHG  CONST_12  C10  C9   C14  C6   180.00  0.0  0
 UHG  CONST_13  C12  C13  C14  C6   180.00  0.0  0
 UHG  CONST_14  C3   C4   C5   C6     0.00  0.0  0
 UHG  CONST_15  C10  C9   N    C7   180.00  0.0  0
 UHG  CONST_16  C14  C9   N    C7     0.00  0.0  0
 UHG  CONST_17  C9   C14  C6   C7     0.00  0.0  0
 UHG  CONST_18  C13  C14  C6   C7   180.00  0.0  0
 UHG  CONST_19  C9   N    C7   C8   180.00  0.0  0
 UHG  CONST_20  C14  C6   C7   C8   180.00  0.0  0
 UHG  CONST_21  C13  C14  C9   C10    0.00  0.0  0
 UHG  CONST_22  C13  C12  C11  C10    0.00  0.0  0
 UHG  CONST_23  N    C9   C14  C13  180.00  0.0  0
 UHG  CONST_24  C9   C10  C11  C12    0.00  0.0  0
 UHG  CONST_25  C9   C14  C13  C12    0.00  0.0  0
 UHG  CONST_26  N    C9   C10  C11  180.00  0.0  0
 UHG  CONST_27  C14  C9   C10  C11    0.00  0.0  0
 UHG  CONST_28  C14  C13  C12  C11    0.00  0.0  0
 UHG  CONST_29  N    C7   C6   C14    0.00  0.0  0
 UHG  CONST_30  C3   C8   C7   N    180.00  0.0  0
 UHG  CONST_31  C1   C3   C4   C5   180.00  0.0  0
 UHG  CONST_32  C1   C3   C8   C7   180.00  0.0  0
 UHG  CONST_33  CL   C12  C11  C10  180.00  0.0  0
 UHG  CONST_34  C14  C13  C12  CL   180.00  0.0  0
 UHG  CONST_35  H3   C8   C3   C4   180.00  0.0  0
 UHG  CONST_36  H7   N    C7   C6   180.00  0.0  0
 UHG  CONST_37  H5   C13  C14  C6     0.00  0.0  0
 UHG  CONST_38  H1   C4   C5   C6   180.00  0.0  0
 UHG  CONST_39  H2   C5   C6   C7   180.00  0.0  0
 UHG  CONST_40  H6   C11  C12  C13  180.00  0.0  0
 UHG  CONST_41  H4   C10  C11  C12  180.00  0.0  0
 UHG  CONST_42  H12  O1   C2   C1   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
 UHG  chir_01  C1  C2  C3  C  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
 UHG  plan-1  C4   0.020
 UHG  plan-1  C5   0.020
 UHG  plan-1  C6   0.020
 UHG  plan-1  C7   0.020
 UHG  plan-1  C8   0.020
 UHG  plan-1  C10  0.020
 UHG  plan-1  C13  0.020
 UHG  plan-1  C12  0.020
 UHG  plan-1  C11  0.020
 UHG  plan-1  C14  0.020
 UHG  plan-1  C9   0.020
 UHG  plan-1  N    0.020
 UHG  plan-1  C3   0.020
 UHG  plan-1  C1   0.020
 UHG  plan-1  H1   0.020
 UHG  plan-1  H2   0.020
 UHG  plan-1  H3   0.020
 UHG  plan-1  H4   0.020
 UHG  plan-1  H5   0.020
 UHG  plan-1  H6   0.020
 UHG  plan-1  H7   0.020
 UHG  plan-1  CL   0.020
 UHG  plan-2  C1   0.020
 UHG  plan-2  C2   0.020
 UHG  plan-2  O    0.020
 UHG  plan-2  O1   0.020
 UHG  plan-2  H12  0.020

