# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 14:10:14 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (5-chloro-1-benzothiophen-3-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1csc2ccc(Cl)cc12
#
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
 3N2  3N2  '(5-chloro-1-benzothiophen-3-yl)acetic acid'  ligand  21  14  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3N2
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
 3N2  CL1   CL  CL    0  -0.127  -3.2747   1.8016   0.0960
 3N2  C2    C   CR6   0  -0.035  -2.1700   0.4644   0.0703
 3N2  C3    C   CR16  0  -0.300  -0.8474   0.6902  -0.2400
 3N2  C5    C   CR56  0   0.193   0.0290  -0.3996  -0.2595
 3N2  C6    C   CR56  0  -0.213  -0.4620  -1.6809   0.0387
 3N2  S7    S   S2    0   0.223   0.7934  -2.8701  -0.0525
 3N2  C8    C   CR15  0  -0.544   1.9496  -1.6609  -0.4845
 3N2  C10   C   CR5   0   0.238   1.4363  -0.4121  -0.5580
 3N2  C11   C   CH2   0  -0.713   2.2234   0.8027  -0.9167
 3N2  C14   C   C     0   0.556   2.4639   1.7108   0.2655
 3N2  O15   O   O     0  -0.429   2.1221   1.4772   1.3956
 3N2  O16   O   OH1   0  -0.591   3.1142   2.8099  -0.0953
 3N2  C18   C   CR16  0  -0.277  -1.8006  -1.8936   0.3547
 3N2  C20   C   CR16  0  -0.230  -2.6574  -0.8120   0.3700
 3N2  H3    H   HCR6  0   0.274  -0.5010   1.6885  -0.4734
 3N2  H8    H   HCR5  0   0.304   2.9745  -1.9495  -0.6670
 3N2  H11   H   HCH2  0   0.320   3.1941   0.5187  -1.3315
 3N2  H11A  H   HCH2  0   0.304   1.7240   1.3775  -1.7033
 3N2  HO16  H   HOH1  0   0.483   3.2705   3.3732   0.6777
 3N2  H18   H   HCR6  0   0.280  -2.1715  -2.8835   0.5844
 3N2  H20   H   HCR6  0   0.284  -3.7022  -0.9527   0.6101

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
 3N2  C2   CL1   single    1.735  0.020  1.735
 3N2  C20  C2    aromatic  1.399  0.020  1.399
 3N2  C2   C3    aromatic  1.377  0.020  1.377
 3N2  C5   C3    aromatic  1.399  0.020  1.399
 3N2  C3   H3    single    0.930  0.020  1.080
 3N2  C6   C5    aromatic  1.404  0.020  1.404
 3N2  C5   C10   aromatic  1.439  0.020  1.439
 3N2  C18  C6    aromatic  1.392  0.020  1.392
 3N2  S7   C6    aromatic  1.732  0.020  1.732
 3N2  S7   C8    aromatic  1.728  0.020  1.728
 3N2  C8   C10   aromatic  1.352  0.020  1.352
 3N2  C8   H8    single    0.930  0.020  1.080
 3N2  C10  C11   single    1.491  0.020  1.491
 3N2  C14  C11   single    1.510  0.020  1.510
 3N2  C11  H11   single    0.970  0.020  1.090
 3N2  C11  H11A  single    0.970  0.020  1.090
 3N2  O15  C14   double    1.204  0.020  1.204
 3N2  O16  C14   single    1.327  0.020  1.327
 3N2  O16  HO16  single    0.850  0.020  0.980
 3N2  C18  C20   aromatic  1.380  0.020  1.380
 3N2  C18  H18   single    0.930  0.020  1.080
 3N2  C20  H20   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
 3N2  C20   C2   C3   122.18  3.000
 3N2  C3    C2   CL1  119.24  3.000
 3N2  C20   C2   CL1  118.58  3.000
 3N2  H3    C3   C5   121.01  3.000
 3N2  H3    C3   C2   120.48  3.000
 3N2  C5    C3   C2   118.50  3.000
 3N2  C10   C5   C6   112.22  3.000
 3N2  C10   C5   C3   128.51  3.000
 3N2  C6    C5   C3   119.27  3.000
 3N2  C18   C6   S7   127.17  3.000
 3N2  S7    C6   C5   111.22  3.000
 3N2  C18   C6   C5   121.61  3.000
 3N2  C8    S7   C6    91.01  3.000
 3N2  H8    C8   C10  126.71  3.000
 3N2  H8    C8   S7   119.35  3.000
 3N2  C10   C8   S7   113.94  3.000
 3N2  C11   C10  C8   124.40  3.000
 3N2  C11   C10  C5   124.00  3.000
 3N2  C8    C10  C5   111.60  3.000
 3N2  H11A  C11  H11  105.60  3.000
 3N2  H11A  C11  C14  108.63  3.000
 3N2  H11   C11  C14  108.17  3.000
 3N2  H11A  C11  C10  111.09  3.000
 3N2  H11   C11  C10  110.39  3.000
 3N2  C14   C11  C10  112.68  3.000
 3N2  O16   C14  O15  123.72  3.000
 3N2  O16   C14  C11  111.30  3.000
 3N2  O15   C14  C11  124.97  3.000
 3N2  HO16  O16  C14  110.10  3.000
 3N2  H18   C18  C20  120.13  3.000
 3N2  H18   C18  C6   121.19  3.000
 3N2  C20   C18  C6   118.68  3.000
 3N2  H20   C20  C18  120.03  3.000
 3N2  H20   C20  C2   120.20  3.000
 3N2  C18   C20  C2   119.77  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
 3N2  CONST_01  C6    C18  C20  C2     0.00   0.0  0
 3N2  CONST_02  C6    C5   C3   C2     0.00   0.0  0
 3N2  CONST_03  C10   C5   C3   C2   180.00   0.0  0
 3N2  CONST_04  C18   C20  C2   C3     0.00   0.0  0
 3N2  CONST_05  C18   C6   C5   C3     0.00   0.0  0
 3N2  CONST_06  S7    C6   C5   C3   180.00   0.0  0
 3N2  CONST_07  C8    C10  C5   C3   180.00   0.0  0
 3N2  CONST_08  C20   C2   C3   C5     0.00   0.0  0
 3N2  CONST_09  C20   C18  C6   C5     0.00   0.0  0
 3N2  CONST_10  C8    S7   C6   C5     0.00   0.0  0
 3N2  CONST_11  S7    C8   C10  C5     0.00   0.0  0
 3N2  CONST_12  C8    C10  C5   C6     0.00   0.0  0
 3N2  CONST_13  C10   C8   S7   C6     0.00   0.0  0
 3N2  CONST_14  C10   C5   C6   S7     0.00   0.0  0
 3N2  CONST_15  C20   C18  C6   S7   180.00   0.0  0
 3N2  CONST_16  C18   C6   S7   C8   180.00   0.0  0
 3N2  CONST_17  C18   C6   C5   C10  180.00   0.0  0
 3N2  CONST_18  C18   C20  C2   CL1  180.00   0.0  0
 3N2  CONST_19  C5    C3   C2   CL1  180.00   0.0  0
 3N2  CONST_20  C11   C10  C5   C3     0.00   0.0  0
 3N2  CONST_21  C11   C10  C5   C6   180.00   0.0  0
 3N2  CONST_22  C11   C10  C8   S7   180.00   0.0  0
 3N2  CONST_23  H18   C18  C20  C2   180.00   0.0  0
 3N2  CONST_24  H20   C20  C2   C3   180.00   0.0  0
 3N2  CONST_25  H8    C8   C10  C5   180.00   0.0  0
 3N2  CONST_26  H3    C3   C5   C6   180.00   0.0  0
 3N2  CONST_27  HO16  O16  C14  C11  180.00   0.0  0
 3N2  Var_01    C14   C11  C10  C5    72.70  30.0  2
 3N2  Var_02    O15   C14  C11  C10    3.15  30.0  1

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
 3N2  plan-1  CL1   0.020
 3N2  plan-1  C2    0.020
 3N2  plan-1  C3    0.020
 3N2  plan-1  C5    0.020
 3N2  plan-1  C6    0.020
 3N2  plan-1  S7    0.020
 3N2  plan-1  C8    0.020
 3N2  plan-1  C10   0.020
 3N2  plan-1  C11   0.020
 3N2  plan-1  C18   0.020
 3N2  plan-1  C20   0.020
 3N2  plan-1  H3    0.020
 3N2  plan-1  H8    0.020
 3N2  plan-1  H18   0.020
 3N2  plan-1  H20   0.020
 3N2  plan-2  C11   0.020
 3N2  plan-2  C14   0.020
 3N2  plan-2  O15   0.020
 3N2  plan-2  O16   0.020
 3N2  plan-2  HO16  0.020

