# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 13:05:52 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 2,2'-[(4-chlorobenzene-1,2-diyl)bis(oxy)]bis(5-nitrobenzonitrile)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1ccc(Oc2ccc(Cl)cc2Oc3ccc(cc3C#N)[N+]([O-])=O)c(c1)C#N
#
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
 1FS  1FS  2,2'-[(4-chlorobenzene-1,2-diyl)bis(oxy)]bis(5-nitrobenzonitrile)  ligand  40  31  .  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_1FS
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
 1FS  O3   O   O2     0  -0.484  -0.5202   0.8357  -1.4271
 1FS  O5   O   O      0  -0.371   3.4043  -4.3221  -0.0961
 1FS  C1   C   CSP    0   0.087  -0.4033  -1.8121  -1.8194
 1FS  C2   C   CR6    0  -0.076  -1.4401  -1.2576  -1.0147
 1FS  C3   C   CR16   0  -0.258  -2.3858  -2.0834  -0.4252
 1FS  C4   C   CR6    0   0.267  -3.3488  -1.5116   0.3845
 1FS  C5   C   CR16   0  -0.241  -3.3916  -0.1414   0.6045
 1FS  C6   C   CR16   0  -0.314  -2.4546   0.6806   0.0108
 1FS  C7   C   CR6    0   0.409  -1.4744   0.1261  -0.7998
 1FS  C8   C   CR6    0   0.289  -0.1838   2.0817  -0.9644
 1FS  C9   C   CR16   0  -0.318  -0.4221   3.1996  -1.7386
 1FS  C10  C   CR16   0  -0.207  -0.0184   4.4479  -1.2881
 1FS  C11  C   CR6    0  -0.038   0.6157   4.5563  -0.0609
 1FS  C12  C   CR16   0  -0.273   0.8697   3.4410   0.7248
 1FS  C17  C   CR6    0   0.267   2.9286  -2.0911  -0.1266
 1FS  C16  C   CR16   0  -0.242   3.2237  -0.8397  -0.6505
 1FS  C15  C   CR16   0  -0.312   2.4723   0.2562  -0.2761
 1FS  C14  C   CR6    0   0.405   1.4280   0.0943   0.6225
 1FS  C13  C   CR6    0   0.295   0.4657   2.2050   0.2611
 1FS  C18  C   CR16   0  -0.258   1.9003  -2.2721   0.7785
 1FS  C19  C   CR6    0  -0.076   1.1447  -1.1707   1.1524
 1FS  C20  C   CSP    0   0.086   0.0472  -1.3230   2.0484
 1FS  O6   O   O     -1  -0.369   4.6125  -3.0591  -1.3228
 1FS  N4   N   NS     0  -0.223  -0.8454  -1.4580   2.7628
 1FS  O4   O   O2     0  -0.486   0.6389   1.0978   1.0490
 1FS  CL   CL  CL     0  -0.100   1.1122   6.1091   0.5064
 1FS  O2   O   O      0  -0.369  -5.1215  -1.8540   1.7772
 1FS  O1   O   O     -1  -0.371  -4.3060  -3.5479   0.7644
 1FS  N1   N   NS     0  -0.225   0.4388  -2.2718  -2.4559
 1FS  H1   H   HCR6   0   0.327  -2.3439  -3.1494  -0.5955
 1FS  H2   H   HCR6   0   0.321  -4.1522   0.2996   1.2321
 1FS  H3   H   HCR6   0   0.319  -2.5010   1.7478   0.1807
 1FS  H4   H   HCR6   0   0.303  -0.9226   3.0979  -2.6924
 1FS  H5   H   HCR6   0   0.299  -0.2067   5.3255  -1.8900
 1FS  H6   H   HCR6   0   0.312   1.3699   3.5234   1.6803
 1FS  H7   H   HCR6   0   0.321   4.0340  -0.7058  -1.3519
 1FS  H8   H   HCR6   0   0.320   2.7111   1.2295  -0.6824
 1FS  H9   H   HCR6   0   0.328   1.6636  -3.2450   1.1836
 1FS  N2   N   N      1   0.328  -4.3320  -2.3681   1.0220
 1FS  N3   N   N      1   0.328   3.7074  -3.2428  -0.5452

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
 1FS  CL   C11  single    1.726  0.020  1.726
 1FS  O1   N2   single    1.208  0.020  1.208
 1FS  C10  C11  aromatic  1.386  0.020  1.386
 1FS  C10  C9   aromatic  1.387  0.020  1.387
 1FS  C11  C12  aromatic  1.388  0.020  1.388
 1FS  C9   C8   aromatic  1.380  0.020  1.380
 1FS  N2   C4   single    1.451  0.020  1.451
 1FS  N2   O2   double    1.207  0.020  1.207
 1FS  C12  C13  aromatic  1.381  0.020  1.381
 1FS  C4   C5   aromatic  1.388  0.020  1.388
 1FS  C4   C3   aromatic  1.382  0.020  1.382
 1FS  C5   C6   aromatic  1.381  0.020  1.381
 1FS  C3   C2   aromatic  1.387  0.020  1.387
 1FS  C6   C7   aromatic  1.388  0.020  1.388
 1FS  C8   C13  aromatic  1.392  0.020  1.392
 1FS  C8   O3   single    1.371  0.020  1.371
 1FS  C13  O4   single    1.370  0.020  1.370
 1FS  O5   N3   double    1.208  0.020  1.208
 1FS  C2   C7   aromatic  1.401  0.020  1.401
 1FS  C2   C1   single    1.425  0.020  1.425
 1FS  C7   O3   single    1.344  0.020  1.344
 1FS  C1   N1   triple    1.151  0.020  1.151
 1FS  C16  C15  aromatic  1.380  0.020  1.380
 1FS  C16  C17  aromatic  1.388  0.020  1.388
 1FS  C15  C14  aromatic  1.387  0.020  1.387
 1FS  N3   C17  single    1.452  0.020  1.452
 1FS  N3   O6   single    1.207  0.020  1.207
 1FS  C17  C18  aromatic  1.382  0.020  1.382
 1FS  O4   C14  single    1.346  0.020  1.346
 1FS  C14  C19  aromatic  1.400  0.020  1.400
 1FS  C18  C19  aromatic  1.387  0.020  1.387
 1FS  C19  C20  single    1.425  0.020  1.425
 1FS  C20  N4   triple    1.151  0.020  1.151
 1FS  C3   H1   single    0.930  0.020  1.080
 1FS  C5   H2   single    0.930  0.020  1.080
 1FS  C6   H3   single    0.930  0.020  1.080
 1FS  C9   H4   single    0.930  0.020  1.080
 1FS  C10  H5   single    0.930  0.020  1.080
 1FS  C12  H6   single    0.930  0.020  1.080
 1FS  C16  H7   single    0.930  0.020  1.080
 1FS  C15  H8   single    0.930  0.020  1.080
 1FS  C18  H9   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
 1FS  C8   O3   C7   119.76  3.000
 1FS  N1   C1   C2   180.00  3.000
 1FS  C7   C2   C3   120.41  3.000
 1FS  C7   C2   C1   119.27  3.000
 1FS  C3   C2   C1   120.30  3.000
 1FS  H1   C3   C4   121.85  3.000
 1FS  H1   C3   C2   119.60  3.000
 1FS  C4   C3   C2   118.54  3.000
 1FS  N2   C4   C5   119.46  3.000
 1FS  C5   C4   C3   121.51  3.000
 1FS  N2   C4   C3   119.03  3.000
 1FS  H2   C5   C6   118.99  3.000
 1FS  H2   C5   C4   121.11  3.000
 1FS  C6   C5   C4   119.90  3.000
 1FS  H3   C6   C7   121.09  3.000
 1FS  H3   C6   C5   119.39  3.000
 1FS  C7   C6   C5   119.52  3.000
 1FS  C6   C7   C2   120.11  3.000
 1FS  C2   C7   O3   115.62  3.000
 1FS  C6   C7   O3   124.27  3.000
 1FS  C13  C8   C9   120.16  3.000
 1FS  C13  C8   O3   119.47  3.000
 1FS  C9   C8   O3   120.28  3.000
 1FS  H4   C9   C10  120.36  3.000
 1FS  H4   C9   C8   119.88  3.000
 1FS  C10  C9   C8   119.76  3.000
 1FS  H5   C10  C11  120.63  3.000
 1FS  H5   C10  C9   119.95  3.000
 1FS  C11  C10  C9   119.42  3.000
 1FS  CL   C11  C12  118.97  3.000
 1FS  C12  C11  C10  121.49  3.000
 1FS  CL   C11  C10  119.55  3.000
 1FS  H6   C12  C13  120.01  3.000
 1FS  H6   C12  C11  121.57  3.000
 1FS  C13  C12  C11  118.42  3.000
 1FS  N3   C17  C18  118.96  3.000
 1FS  C18  C17  C16  121.56  3.000
 1FS  N3   C17  C16  119.48  3.000
 1FS  H7   C16  C15  119.08  3.000
 1FS  H7   C16  C17  121.08  3.000
 1FS  C15  C16  C17  119.84  3.000
 1FS  H8   C15  C14  120.98  3.000
 1FS  H8   C15  C16  119.50  3.000
 1FS  C14  C15  C16  119.52  3.000
 1FS  O4   C14  C19  115.78  3.000
 1FS  C19  C14  C15  120.19  3.000
 1FS  O4   C14  C15  124.03  3.000
 1FS  O4   C13  C12  119.57  3.000
 1FS  O4   C13  C8   119.58  3.000
 1FS  C12  C13  C8   120.75  3.000
 1FS  H9   C18  C19  119.65  3.000
 1FS  H9   C18  C17  121.79  3.000
 1FS  C19  C18  C17  118.56  3.000
 1FS  C20  C19  C18  120.28  3.000
 1FS  C20  C19  C14  119.36  3.000
 1FS  C18  C19  C14  120.34  3.000
 1FS  N4   C20  C19  180.00  3.000
 1FS  C13  O4   C14  119.63  3.000
 1FS  O1   N2   O2   124.29  3.000
 1FS  O2   N2   C4   117.80  3.000
 1FS  O1   N2   C4   117.91  3.000
 1FS  O6   N3   C17  117.85  3.000
 1FS  O6   N3   O5   124.30  3.000
 1FS  C17  N3   O5   117.84  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
 1FS  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 1FS  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 1FS  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 1FS  CONST_04  C6   C7   C2   C3      0.00   0.0  0
 1FS  CONST_05  C7   C6   C5   C4      0.00   0.0  0
 1FS  CONST_06  C7   C2   C3   C4      0.00   0.0  0
 1FS  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 1FS  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 1FS  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 1FS  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 1FS  CONST_11  C13  C12  C11  C10     0.00   0.0  0
 1FS  CONST_12  C13  C8   C9   C10     0.00   0.0  0
 1FS  CONST_13  C14  C15  C16  C17     0.00   0.0  0
 1FS  CONST_14  C14  C19  C18  C17     0.00   0.0  0
 1FS  CONST_15  C19  C14  C15  C16     0.00   0.0  0
 1FS  CONST_16  C19  C18  C17  C16     0.00   0.0  0
 1FS  CONST_17  C18  C17  C16  C15     0.00   0.0  0
 1FS  CONST_18  C18  C19  C14  C15     0.00   0.0  0
 1FS  CONST_19  C10  C9   C8   O3    180.00   0.0  0
 1FS  CONST_20  C12  C13  C8   O3    180.00   0.0  0
 1FS  CONST_21  C5   C6   C7   O3    180.00   0.0  0
 1FS  CONST_22  C3   C2   C7   O3    180.00   0.0  0
 1FS  CONST_23  C4   C3   C2   C1    180.00   0.0  0
 1FS  CONST_24  C6   C7   C2   C1    180.00   0.0  0
 1FS  CONST_25  N2   C4   C3   C2    180.00   0.0  0
 1FS  CONST_26  N2   C4   C5   C6    180.00   0.0  0
 1FS  CONST_27  CL   C11  C10  C9    180.00   0.0  0
 1FS  CONST_28  O4   C13  C8   C9    180.00   0.0  0
 1FS  CONST_29  O4   C13  C12  C11   180.00   0.0  0
 1FS  CONST_30  C20  C19  C18  C17   180.00   0.0  0
 1FS  CONST_31  O4   C14  C15  C16   180.00   0.0  0
 1FS  CONST_32  N3   C17  C16  C15   180.00   0.0  0
 1FS  CONST_33  C20  C19  C14  C15   180.00   0.0  0
 1FS  CONST_34  CL   C11  C12  C13   180.00   0.0  0
 1FS  CONST_35  O4   C14  C19  C18   180.00   0.0  0
 1FS  CONST_36  N3   C17  C18  C19   180.00   0.0  0
 1FS  CONST_37  H3   C6   C7   C2    180.00   0.0  0
 1FS  CONST_38  H2   C5   C4   C3    180.00   0.0  0
 1FS  CONST_39  H1   C3   C4   C5    180.00   0.0  0
 1FS  CONST_40  H5   C10  C9   C8    180.00   0.0  0
 1FS  CONST_41  H6   C12  C13  C8    180.00   0.0  0
 1FS  CONST_42  H4   C9   C10  C11   180.00   0.0  0
 1FS  CONST_43  H8   C15  C16  C17   180.00   0.0  0
 1FS  CONST_44  H9   C18  C17  C16   180.00   0.0  0
 1FS  CONST_45  H7   C16  C15  C14   180.00   0.0  0
 1FS  CONST_46  C16  C17  N3   O5    180.00   0.0  0
 1FS  CONST_47  C18  C17  N3   O5      0.00   0.0  0
 1FS  CONST_48  O1   N2   C4   C3      0.00   0.0  0
 1FS  CONST_49  O2   N2   C4   C3    180.00   0.0  0
 1FS  CONST_50  O1   N2   C4   C5    180.00   0.0  0
 1FS  CONST_51  O2   N2   C4   C5      0.00   0.0  0
 1FS  CONST_52  O6   N3   C17  C16     0.00   0.0  0
 1FS  CONST_53  O6   N3   C17  C18   180.00   0.0  0
 1FS  Var_01    C9   C8   O3   C7   -114.95  30.0  2
 1FS  Var_02    C19  C14  O4   C13  -154.61  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
 1FS  plan-1  O3   0.020
 1FS  plan-1  C1   0.020
 1FS  plan-1  C2   0.020
 1FS  plan-1  C3   0.020
 1FS  plan-1  C4   0.020
 1FS  plan-1  C5   0.020
 1FS  plan-1  C6   0.020
 1FS  plan-1  C7   0.020
 1FS  plan-1  N1   0.020
 1FS  plan-1  H1   0.020
 1FS  plan-1  H2   0.020
 1FS  plan-1  H3   0.020
 1FS  plan-1  N2   0.020
 1FS  plan-2  O3   0.020
 1FS  plan-2  C8   0.020
 1FS  plan-2  C9   0.020
 1FS  plan-2  C10  0.020
 1FS  plan-2  C11  0.020
 1FS  plan-2  C12  0.020
 1FS  plan-2  C13  0.020
 1FS  plan-2  O4   0.020
 1FS  plan-2  CL   0.020
 1FS  plan-2  H4   0.020
 1FS  plan-2  H5   0.020
 1FS  plan-2  H6   0.020
 1FS  plan-3  C17  0.020
 1FS  plan-3  C16  0.020
 1FS  plan-3  C15  0.020
 1FS  plan-3  C14  0.020
 1FS  plan-3  C18  0.020
 1FS  plan-3  C19  0.020
 1FS  plan-3  C20  0.020
 1FS  plan-3  N4   0.020
 1FS  plan-3  O4   0.020
 1FS  plan-3  H7   0.020
 1FS  plan-3  H8   0.020
 1FS  plan-3  H9   0.020
 1FS  plan-3  N3   0.020
 1FS  plan-4  C4   0.020
 1FS  plan-4  O2   0.020
 1FS  plan-4  O1   0.020
 1FS  plan-4  N2   0.020
 1FS  plan-5  O5   0.020
 1FS  plan-5  C17  0.020
 1FS  plan-5  O6   0.020
 1FS  plan-5  N3   0.020

