# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 10:30:03 2022
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-(3-chlorophenyl)-2,5-dimethyl-pyrrole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C(O)=O)c(C)n1c2cccc(Cl)c2
#
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
 PZ8  PZ8  '1-(3-chlorophenyl)-2,5-dimethyl-pyrrole-3-carboxylic acid'  ligand  28  17  .  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_PZ8
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
 PZ8  C4   C   CR6    0   0.289  29.1616   -6.8078  -7.1011
 PZ8  C5   C   CR5    0   0.298  26.8881   -5.9418  -6.6496
 PZ8  C6   C   CH3    0  -0.750  26.2304   -7.0565  -7.3851
 PZ8  C7   C   CR5    0  -0.222  26.3696   -4.8467  -5.9910
 PZ8  C8   C   C      0   0.345  24.9286   -4.4576  -5.7996
 PZ8  C9   C   CR15   0  -0.428  27.4812   -4.1005  -5.4959
 PZ8  C10  C   CR5    0   0.307  28.6323   -4.7366  -5.8588
 PZ8  C11  C   CH3    0  -0.739  30.0534   -4.3992  -5.5744
 PZ8  C12  C   CR16   0  -0.226  29.1967   -8.0943  -6.5763
 PZ8  N    N   NR5    0  -0.601  28.2606   -5.8636  -6.5629
 PZ8  C    C   CR6    0  -0.039  30.0756   -9.0173  -7.1183
 PZ8  O    O   O      0  -0.596  24.0466   -5.1923  -6.2969
 PZ8  C1   C   CR16   0  -0.212  30.9339   -8.6786  -8.1530
 PZ8  C2   C   CR16   0  -0.262  30.8946   -7.3867  -8.6571
 PZ8  C3   C   CR16   0  -0.261  30.0075   -6.4521  -8.1443
 PZ8  O1   O   OC    -1  -0.601  24.7277   -3.4121  -5.1459
 PZ8  CL   CL  CL     0  -0.122  30.1074  -10.6262  -6.4775
 PZ8  H1   H   HCH3   0   0.236  26.2991   -8.0076  -6.8517
 PZ8  H2   H   HCH3   0   0.267  25.1786   -6.8234  -7.5098
 PZ8  H3   H   HCH3   0   0.233  26.6752   -7.2109  -8.3706
 PZ8  H4   H   HCR5   0   0.224  27.4345   -3.1865  -4.9243
 PZ8  H5   H   HCH3   0   0.242  30.6160   -4.1371  -6.4728
 PZ8  H6   H   HCH3   0   0.255  30.0918   -3.5417  -4.9046
 PZ8  H7   H   HCH3   0   0.241  30.5855   -5.2211  -5.0904
 PZ8  H8   H   HCR6   0   0.291  28.5486   -8.3642  -5.7531
 PZ8  H9   H   HCR6   0   0.282  31.6191   -9.4085  -8.5618
 PZ8  H10  H   HCR6   0   0.273  31.5566   -7.1125  -9.4673
 PZ8  H11  H   HCR6   0   0.276  29.9652   -5.4525  -8.5563

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
 PZ8  C2   C1   aromatic  1.387  0.020  1.387
 PZ8  C2   C3   aromatic  1.387  0.020  1.387
 PZ8  C1   C    aromatic  1.386  0.020  1.386
 PZ8  C3   C4   aromatic  1.389  0.020  1.389
 PZ8  C6   C5   single    1.489  0.020  1.489
 PZ8  C    CL   single    1.732  0.020  1.732
 PZ8  C    C12  aromatic  1.385  0.020  1.385
 PZ8  C4   C12  aromatic  1.390  0.020  1.390
 PZ8  C4   N    single    1.412  0.020  1.412
 PZ8  C5   N    aromatic  1.377  0.020  1.377
 PZ8  C5   C7   aromatic  1.379  0.020  1.379
 PZ8  N    C10  aromatic  1.380  0.020  1.380
 PZ8  O    C8   deloc     1.251  0.020  1.251
 PZ8  C7   C8   single    1.505  0.020  1.505
 PZ8  C7   C9   aromatic  1.427  0.020  1.427
 PZ8  C8   O1   deloc     1.249  0.020  1.249
 PZ8  C10  C9   aromatic  1.364  0.020  1.364
 PZ8  C10  C11  single    1.488  0.020  1.488
 PZ8  C6   H1   single    0.970  0.020  1.090
 PZ8  C6   H2   single    0.970  0.020  1.090
 PZ8  C6   H3   single    0.970  0.020  1.090
 PZ8  C9   H4   single    0.930  0.020  1.080
 PZ8  C11  H5   single    0.970  0.020  1.090
 PZ8  C11  H6   single    0.970  0.020  1.090
 PZ8  C11  H7   single    0.970  0.020  1.090
 PZ8  C12  H8   single    0.930  0.020  1.080
 PZ8  C1   H9   single    0.930  0.020  1.080
 PZ8  C2   H10  single    0.930  0.020  1.080
 PZ8  C3   H11  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
 PZ8  C3   C4   N    120.24  3.000
 PZ8  N    C4   C12  119.42  3.000
 PZ8  C3   C4   C12  120.34  3.000
 PZ8  N    C5   C7   107.43  3.000
 PZ8  C7   C5   C6   131.64  3.000
 PZ8  N    C5   C6   120.92  3.000
 PZ8  H3   C6   H2   108.76  3.000
 PZ8  H3   C6   H1   106.97  3.000
 PZ8  H2   C6   H1   107.71  3.000
 PZ8  H3   C6   C5   111.82  3.000
 PZ8  H2   C6   C5   108.92  3.000
 PZ8  H1   C6   C5   112.51  3.000
 PZ8  C9   C7   C8   124.50  3.000
 PZ8  C9   C7   C5   106.74  3.000
 PZ8  C8   C7   C5   128.76  3.000
 PZ8  O1   C8   O    125.87  3.000
 PZ8  O1   C8   C7   115.91  3.000
 PZ8  O    C8   C7   118.22  3.000
 PZ8  H4   C9   C10  124.92  3.000
 PZ8  H4   C9   C7   126.36  3.000
 PZ8  C10  C9   C7   108.73  3.000
 PZ8  N    C10  C11  122.68  3.000
 PZ8  C11  C10  C9   130.48  3.000
 PZ8  N    C10  C9   106.81  3.000
 PZ8  H7   C11  H6   107.63  3.000
 PZ8  H7   C11  H5   107.11  3.000
 PZ8  H6   C11  H5   107.39  3.000
 PZ8  H7   C11  C10  112.29  3.000
 PZ8  H6   C11  C10  109.26  3.000
 PZ8  H5   C11  C10  112.91  3.000
 PZ8  H8   C12  C    120.77  3.000
 PZ8  H8   C12  C4   120.21  3.000
 PZ8  C    C12  C4   119.02  3.000
 PZ8  C10  N    C5   110.30  3.000
 PZ8  C10  N    C4   124.67  3.000
 PZ8  C5   N    C4   125.03  3.000
 PZ8  CL   C    C1   119.45  3.000
 PZ8  CL   C    C12  119.07  3.000
 PZ8  C1   C    C12  121.48  3.000
 PZ8  H9   C1   C2   120.60  3.000
 PZ8  H9   C1   C    120.63  3.000
 PZ8  C2   C1   C    118.76  3.000
 PZ8  H10  C2   C3   119.84  3.000
 PZ8  H10  C2   C1   119.41  3.000
 PZ8  C3   C2   C1   120.75  3.000
 PZ8  H11  C3   C2   120.45  3.000
 PZ8  H11  C3   C4   119.91  3.000
 PZ8  C2   C3   C4   119.64  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
 PZ8  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 PZ8  CONST_02  C1   C    C12  C4      0.00   0.0  0
 PZ8  CONST_03  C7   C5   N    C4    180.00   0.0  0
 PZ8  CONST_04  C9   C10  N    C4    180.00   0.0  0
 PZ8  CONST_07  C9   C10  N    C5      0.00   0.0  0
 PZ8  CONST_08  C10  C9   C7   C5      0.00   0.0  0
 PZ8  CONST_09  C10  N    C5   C7      0.00   0.0  0
 PZ8  CONST_10  N    C10  C9   C7      0.00   0.0  0
 PZ8  CONST_11  N    C5   C7   C9      0.00   0.0  0
 PZ8  CONST_14  C2   C1   C    C12     0.00   0.0  0
 PZ8  CONST_15  C2   C3   C4   C12     0.00   0.0  0
 PZ8  CONST_16  C2   C3   C4   N     180.00   0.0  0
 PZ8  CONST_17  C    C12  C4   N     180.00   0.0  0
 PZ8  CONST_18  C3   C2   C1   C       0.00   0.0  0
 PZ8  CONST_19  C3   C4   C12  C       0.00   0.0  0
 PZ8  CONST_20  CL   C    C12  C4    180.00   0.0  0
 PZ8  CONST_21  C6   C5   N    C4      0.00   0.0  0
 PZ8  CONST_22  C11  C10  N    C4      0.00   0.0  0
 PZ8  CONST_23  C11  C10  N    C5    180.00   0.0  0
 PZ8  CONST_24  C10  N    C5   C6    180.00   0.0  0
 PZ8  CONST_25  C9   C7   C5   C6    180.00   0.0  0
 PZ8  CONST_26  C11  C10  C9   C7    180.00   0.0  0
 PZ8  CONST_27  N    C5   C7   C8    180.00   0.0  0
 PZ8  CONST_28  C10  C9   C7   C8    180.00   0.0  0
 PZ8  CONST_29  CL   C    C1   C2    180.00   0.0  0
 PZ8  CONST_30  H10  C2   C3   C4    180.00   0.0  0
 PZ8  CONST_31  H4   C9   C7   C5    180.00   0.0  0
 PZ8  CONST_32  H9   C1   C    C12   180.00   0.0  0
 PZ8  CONST_33  H11  C3   C4   C12   180.00   0.0  0
 PZ8  CONST_34  H8   C12  C4   N       0.00   0.0  0
 PZ8  Var_01    O    C8   C7   C5     -0.61  30.0  2
 PZ8  Var_02    H1   C6   C5   C7   -109.22  30.0  2
 PZ8  Var_03    H5   C11  C10  C9   -114.36  30.0  2

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
 PZ8  plan-1  C4   0.020
 PZ8  plan-1  C5   0.020
 PZ8  plan-1  C6   0.020
 PZ8  plan-1  C7   0.020
 PZ8  plan-1  C8   0.020
 PZ8  plan-1  C9   0.020
 PZ8  plan-1  C10  0.020
 PZ8  plan-1  C11  0.020
 PZ8  plan-1  N    0.020
 PZ8  plan-1  H4   0.020
 PZ8  plan-2  C4   0.020
 PZ8  plan-2  C12  0.020
 PZ8  plan-2  N    0.020
 PZ8  plan-2  C    0.020
 PZ8  plan-2  C1   0.020
 PZ8  plan-2  C2   0.020
 PZ8  plan-2  C3   0.020
 PZ8  plan-2  CL   0.020
 PZ8  plan-2  H8   0.020
 PZ8  plan-2  H9   0.020
 PZ8  plan-2  H10  0.020
 PZ8  plan-2  H11  0.020
 PZ8  plan-3  C7   0.020
 PZ8  plan-3  C8   0.020
 PZ8  plan-3  O    0.020
 PZ8  plan-3  O1   0.020

