# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 07:22:10 2022
#   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  30  19  .  2022-03-23  2022-03-23
;
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   C1     0  -0.322  21.5212  -21.9479  17.3624
 UHG  C5   C   C1     0  -0.350  22.2069  -23.0140  17.9131
 UHG  C6   C   CR5    0   0.045  22.5820  -24.0763  17.0938
 UHG  C7   C   CR5    0   0.366  22.2473  -24.0371  15.7269
 UHG  C8   C   C1     0  -0.379  21.5513  -22.9682  15.1732
 UHG  C10  C   CR16   0  -0.315  23.9737  -27.1916  15.9037
 UHG  C13  C   CR16   0  -0.336  23.8606  -25.9093  18.4262
 UHG  C12  C   CR6    0  -0.049  24.4793  -27.1336  18.2623
 UHG  C11  C   CR16   0  -0.235  24.5417  -27.7750  17.0224
 UHG  C14  C   CR56   0   0.059  23.2870  -25.3127  17.3073
 UHG  C9   C   CR56   0   0.346  23.3467  -25.9597  16.0546
 UHG  N    N   NR15   0  -0.787  22.7152  -25.1780  15.1253
 UHG  C3   C   C      0   0.124  21.1805  -21.9123  15.9967
 UHG  C1   C   CH1    0  -0.408  20.4800  -20.7198  15.3930
 UHG  C    C   CH3    0  -0.660  19.4247  -20.1026  16.3024
 UHG  C2   C   C      0   0.419  21.5841  -19.7061  14.9625
 UHG  O    O   O      0  -0.602  22.0209  -19.8330  13.8031
 UHG  O1   O   OC    -1  -0.595  21.9579  -18.8870  15.8228
 UHG  H1   H   H      0   0.238  21.2367  -21.1258  18.0048
 UHG  H2   H   H      0   0.242  22.4515  -23.0187  18.9685
 UHG  H3   H   H      0   0.247  21.2963  -22.9586  14.1202
 UHG  H4   H   HCR6   0   0.268  24.0223  -27.6879  14.9433
 UHG  H5   H   HCR6   0   0.267  23.8243  -25.4282  19.3951
 UHG  H6   H   HCR6   0   0.273  25.0373  -28.7323  16.9348
 UHG  H7   H   HNR5   0   0.407  22.6241  -25.3998  14.1474
 UHG  H8   H   HCH1   0   0.221  19.9810  -21.0656  14.4836
 UHG  H9   H   HCH3   0   0.215  18.6861  -20.8448  16.6103
 UHG  H10  H   HCH3   0   0.219  19.8547  -19.6640  17.2014
 UHG  H11  H   HCH3   0   0.225  18.8922  -19.3058  15.7804
 UHG  CL   CL  CL     0  -0.145  25.2065  -27.9056  19.6408

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   deloc     1.245  0.020  1.245
 UHG  C2   C1   single    1.559  0.020  1.559
 UHG  C2   O1   deloc     1.245  0.020  1.245
 UHG  N    C7   aromatic  1.372  0.020  1.372
 UHG  N    C9   aromatic  1.369  0.020  1.369
 UHG  C8   C7   aromatic  1.391  0.020  1.391
 UHG  C8   C3   aromatic  1.389  0.020  1.389
 UHG  C1   C3   single    1.509  0.020  1.509
 UHG  C1   C    single    1.524  0.020  1.524
 UHG  C7   C6   aromatic  1.408  0.020  1.408
 UHG  C10  C9   aromatic  1.390  0.020  1.390
 UHG  C10  C11  aromatic  1.384  0.020  1.384
 UHG  C3   C4   aromatic  1.408  0.020  1.408
 UHG  C9   C14  aromatic  1.411  0.020  1.411
 UHG  C11  C12  aromatic  1.397  0.020  1.397
 UHG  C6   C14  aromatic  1.439  0.020  1.439
 UHG  C6   C5   aromatic  1.393  0.020  1.393
 UHG  C14  C13  aromatic  1.392  0.020  1.392
 UHG  C4   C5   aromatic  1.382  0.020  1.382
 UHG  C12  C13  aromatic  1.382  0.020  1.382
 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

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   119.55  3.000
 UHG  H1   C4   C5   118.71  3.000
 UHG  C3   C4   C5   121.74  3.000
 UHG  H2   C5   C6   120.59  3.000
 UHG  H2   C5   C4   120.24  3.000
 UHG  C6   C5   C4   119.18  3.000
 UHG  C14  C6   C7   106.52  3.000
 UHG  C14  C6   C5   134.41  3.000
 UHG  C7   C6   C5   119.07  3.000
 UHG  N    C7   C8   129.44  3.000
 UHG  C8   C7   C6   121.80  3.000
 UHG  N    C7   C6   108.75  3.000
 UHG  H3   C8   C3   120.43  3.000
 UHG  H3   C8   C7   120.77  3.000
 UHG  C3   C8   C7   118.80  3.000
 UHG  H4   C10  C9   121.53  3.000
 UHG  H4   C10  C11  120.37  3.000
 UHG  C9   C10  C11  118.10  3.000
 UHG  H5   C13  C14  121.02  3.000
 UHG  H5   C13  C12  121.00  3.000
 UHG  C14  C13  C12  117.97  3.000
 UHG  C11  C12  CL   118.74  3.000
 UHG  CL   C12  C13  119.11  3.000
 UHG  C11  C12  C13  122.15  3.000
 UHG  H6   C11  C12  119.91  3.000
 UHG  H6   C11  C10  119.72  3.000
 UHG  C12  C11  C10  120.36  3.000
 UHG  C9   C14  C13  119.98  3.000
 UHG  C13  C14  C6   133.58  3.000
 UHG  C9   C14  C6   106.44  3.000
 UHG  N    C9   C14  108.74  3.000
 UHG  C14  C9   C10  121.44  3.000
 UHG  N    C9   C10  129.82  3.000
 UHG  H7   N    C9   125.13  3.000
 UHG  H7   N    C7   125.32  3.000
 UHG  C9   N    C7   109.54  3.000
 UHG  C1   C3   C8   119.16  3.000
 UHG  C1   C3   C4   121.36  3.000
 UHG  C8   C3   C4   119.41  3.000
 UHG  H8   C1   C2   107.40  3.000
 UHG  H8   C1   C    107.96  3.000
 UHG  C2   C1   C    113.06  3.000
 UHG  H8   C1   C3   107.14  3.000
 UHG  C    C1   C3   113.75  3.000
 UHG  C2   C1   C3   107.19  3.000
 UHG  H11  C    H10  107.07  3.000
 UHG  H11  C    H9   107.54  3.000
 UHG  H10  C    H9   107.96  3.000
 UHG  H11  C    C1   110.38  3.000
 UHG  H10  C    C1   112.48  3.000
 UHG  H9   C    C1   111.20  3.000
 UHG  O1   C2   O    127.22  3.000
 UHG  O1   C2   C1   116.71  3.000
 UHG  O    C2   C1   116.04  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

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

