# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 14:23:41 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 4,4'-(2-aminopyridine-3,5-diyl)bis(2,6-difluorophenol)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncc(cc1c2cc(F)c(O)c(F)c2)c3cc(F)c(O)c(F)c3
#
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
 E8V  E8V  4,4'-(2-aminopyridine-3,5-diyl)bis(2,6-difluorophenol)  ligand  35  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E8V
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
 E8V  C4   C  CR6   0  -0.001  -1.2752  -1.0263  -0.0080
 E8V  C14  C  CR6   0   0.502  -3.8904   1.5410   0.7980
 E8V  C5   C  CR16  0  -0.240  -0.0497  -0.3583  -0.0440
 E8V  C6   C  CR6   0   0.045   2.4284  -0.3192  -0.1444
 E8V  C11  C  CR6   0   0.496   3.8040   1.3979  -1.1015
 E8V  C7   C  CR6   0   0.098  -2.5580  -0.3104   0.0477
 E8V  C8   C  CR16  0  -0.469   3.4545  -0.6047   0.7549
 E8V  C9   C  CR6   0   0.482   4.6263   0.1167   0.6980
 E8V  C10  C  CR6   0   0.066   4.8483   1.1341  -0.2225
 E8V  C12  C  CR16  0  -0.471   2.6181   0.6979  -1.0788
 E8V  C13  C  CR16  0  -0.499  -2.6814   0.8835   0.7604
 E8V  N1   N  N     0  -0.444  -0.0850  -3.1055  -0.0840
 E8V  C3   C  CR16  0  -0.105  -1.2108  -2.4133  -0.0177
 E8V  C1   C  CR6   0  -0.032   1.1456  -1.0480  -0.0963
 E8V  C2   C  CR6   0   0.408   1.0781  -2.4615  -0.1329
 E8V  C15  C  CR6   0   0.059  -5.0267   1.0651   0.1534
 E8V  C16  C  CR6   0   0.485  -4.8730  -0.1266  -0.5430
 E8V  C17  C  CR16  0  -0.493  -3.6795  -0.8099  -0.6130
 E8V  F1   F  F     0  -0.315   5.6159  -0.1525   1.5660
 E8V  O1   O  OH1   0  -0.613   5.9763   1.8517  -0.3113
 E8V  F2   F  F     0  -0.307   3.9855   2.3678  -2.0057
 E8V  F3   F  F     0  -0.317  -5.9526  -0.6064  -1.1843
 E8V  O2   O  OH1   0  -0.615  -6.1723   1.7582   0.2396
 E8V  F4   F  F     0  -0.309  -4.0061   2.6812   1.4902
 E8V  H1   H  HCR6  0   0.265  -0.0251   0.7253  -0.0343
 E8V  H2   H  HCR6  0   0.292   3.3447  -1.3735   1.5086
 E8V  H3   H  HCR6  0   0.284   1.8497   0.9373  -1.8024
 E8V  H4   H  HCR6  0   0.282  -1.8454   1.2979   1.3092
 E8V  H5   H  HNH2  0   0.396   3.0394  -2.8312  -0.5698
 E8V  H6   H  HNH2  0   0.389   2.0490  -4.1977  -0.4442
 E8V  H7   H  HCR6  0   0.260  -2.1207  -3.0025   0.0430
 E8V  H8   H  HCR6  0   0.282  -3.6289  -1.7166  -1.2022
 E8V  H9   H  HOH1  0   0.484   6.6351   1.5426   0.3213
 E8V  H10  H  HOH1  0   0.482  -6.8695   1.3333  -0.2735
 E8V  N2   N  NH2   0  -0.827   2.1974  -3.2338  -0.1935

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
 E8V  O1   C10  single    1.340  0.020  1.340
 E8V  F1   C9   single    1.344  0.020  1.344
 E8V  C10  C9   aromatic  1.390  0.020  1.390
 E8V  C10  C11  aromatic  1.390  0.020  1.390
 E8V  C9   C8   aromatic  1.377  0.020  1.377
 E8V  F4   C14  single    1.339  0.020  1.339
 E8V  F2   C11  single    1.338  0.020  1.338
 E8V  C11  C12  aromatic  1.377  0.020  1.377
 E8V  C8   C6   aromatic  1.394  0.020  1.394
 E8V  C14  C13  aromatic  1.377  0.020  1.377
 E8V  C14  C15  aromatic  1.390  0.020  1.390
 E8V  C13  C7   aromatic  1.396  0.020  1.396
 E8V  O2   C15  single    1.342  0.020  1.342
 E8V  C12  C6   aromatic  1.394  0.020  1.394
 E8V  C6   C1   single    1.476  0.020  1.476
 E8V  C15  C16  aromatic  1.389  0.020  1.389
 E8V  C5   C1   aromatic  1.381  0.020  1.381
 E8V  C5   C4   aromatic  1.396  0.020  1.396
 E8V  C1   C2   aromatic  1.416  0.020  1.416
 E8V  C7   C4   single    1.470  0.020  1.470
 E8V  C7   C17  aromatic  1.394  0.020  1.394
 E8V  C4   C3   aromatic  1.389  0.020  1.389
 E8V  C16  C17  aromatic  1.377  0.020  1.377
 E8V  C16  F3   single    1.344  0.020  1.344
 E8V  C2   N2   single    1.361  0.020  1.361
 E8V  C2   N1   aromatic  1.330  0.020  1.330
 E8V  C3   N1   aromatic  1.323  0.020  1.323
 E8V  C5   H1   single    0.930  0.020  1.080
 E8V  C8   H2   single    0.930  0.020  1.080
 E8V  C12  H3   single    0.930  0.020  1.080
 E8V  C13  H4   single    0.930  0.020  1.080
 E8V  N2   H5   single    0.890  0.020  1.040
 E8V  N2   H6   single    0.890  0.020  1.040
 E8V  C3   H7   single    0.930  0.020  1.080
 E8V  C17  H8   single    0.930  0.020  1.080
 E8V  O1   H9   single    0.850  0.020  0.980
 E8V  O2   H10  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
 E8V  C3   C4   C7   121.81  3.000
 E8V  C3   C4   C5   115.91  3.000
 E8V  C7   C4   C5   122.27  3.000
 E8V  F4   C14  C15  117.42  3.000
 E8V  C15  C14  C13  122.79  3.000
 E8V  F4   C14  C13  119.78  3.000
 E8V  H1   C5   C1   118.68  3.000
 E8V  H1   C5   C4   119.86  3.000
 E8V  C1   C5   C4   121.45  3.000
 E8V  C1   C6   C12  120.02  3.000
 E8V  C1   C6   C8   121.16  3.000
 E8V  C12  C6   C8   118.79  3.000
 E8V  F2   C11  C12  119.75  3.000
 E8V  C12  C11  C10  122.68  3.000
 E8V  F2   C11  C10  117.57  3.000
 E8V  C17  C7   C13  118.51  3.000
 E8V  C17  C7   C4   120.63  3.000
 E8V  C13  C7   C4   120.86  3.000
 E8V  H2   C8   C9   119.16  3.000
 E8V  H2   C8   C6   121.34  3.000
 E8V  C9   C8   C6   119.49  3.000
 E8V  F1   C9   C10  117.18  3.000
 E8V  C10  C9   C8   123.15  3.000
 E8V  F1   C9   C8   119.67  3.000
 E8V  O1   C10  C9   124.78  3.000
 E8V  C9   C10  C11  115.95  3.000
 E8V  O1   C10  C11  119.26  3.000
 E8V  H3   C12  C11  119.21  3.000
 E8V  H3   C12  C6   120.85  3.000
 E8V  C11  C12  C6   119.93  3.000
 E8V  H4   C13  C7   121.20  3.000
 E8V  H4   C13  C14  118.79  3.000
 E8V  C7   C13  C14  120.00  3.000
 E8V  C2   N1   C3   119.50  3.000
 E8V  H7   C3   N1   115.59  3.000
 E8V  H7   C3   C4   120.19  3.000
 E8V  N1   C3   C4   124.21  3.000
 E8V  C2   C1   C6   122.25  3.000
 E8V  C2   C1   C5   117.28  3.000
 E8V  C6   C1   C5   120.45  3.000
 E8V  C1   C2   N2   121.90  3.000
 E8V  N2   C2   N1   116.48  3.000
 E8V  C1   C2   N1   121.61  3.000
 E8V  O2   C15  C16  124.75  3.000
 E8V  C16  C15  C14  115.83  3.000
 E8V  O2   C15  C14  119.42  3.000
 E8V  F3   C16  C17  119.65  3.000
 E8V  F3   C16  C15  117.17  3.000
 E8V  C17  C16  C15  123.17  3.000
 E8V  H8   C17  C16  118.93  3.000
 E8V  H8   C17  C7   121.36  3.000
 E8V  C16  C17  C7   119.69  3.000
 E8V  H9   O1   C10  111.10  3.000
 E8V  H10  O2   C15  110.83  3.000
 E8V  H6   N2   H5   114.40  3.000
 E8V  H6   N2   C2   115.66  3.000
 E8V  H5   N2   C2   118.54  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
 E8V  CONST_01  C6   C1   C5   C4   180.00  0.0  0
 E8V  CONST_02  C2   C1   C5   C4     0.00  0.0  0
 E8V  CONST_03  C14  C13  C7   C4   180.00  0.0  0
 E8V  CONST_04  C16  C17  C7   C4   180.00  0.0  0
 E8V  CONST_05  C2   N1   C3   C4     0.00  0.0  0
 E8V  CONST_06  C17  C7   C13  C14    0.00  0.0  0
 E8V  CONST_07  C17  C16  C15  C14    0.00  0.0  0
 E8V  CONST_10  N1   C2   C1   C5     0.00  0.0  0
 E8V  CONST_13  N1   C3   C4   C5     0.00  0.0  0
 E8V  CONST_14  C10  C9   C8   C6     0.00  0.0  0
 E8V  CONST_15  C10  C11  C12  C6     0.00  0.0  0
 E8V  CONST_16  N1   C2   C1   C6   180.00  0.0  0
 E8V  CONST_17  C8   C9   C10  C11    0.00  0.0  0
 E8V  CONST_18  C8   C6   C12  C11    0.00  0.0  0
 E8V  CONST_19  C1   C6   C12  C11  180.00  0.0  0
 E8V  CONST_20  C15  C14  C13  C7     0.00  0.0  0
 E8V  CONST_21  C1   C5   C4   C7   180.00  0.0  0
 E8V  CONST_22  N1   C3   C4   C7   180.00  0.0  0
 E8V  CONST_23  C15  C16  C17  C7     0.00  0.0  0
 E8V  CONST_25  C12  C11  C10  C9     0.00  0.0  0
 E8V  CONST_26  C12  C6   C8   C9     0.00  0.0  0
 E8V  CONST_27  C1   C6   C8   C9   180.00  0.0  0
 E8V  CONST_29  C16  C15  C14  C13    0.00  0.0  0
 E8V  CONST_31  C16  C17  C7   C13    0.00  0.0  0
 E8V  CONST_32  C1   C5   C4   C3     0.00  0.0  0
 E8V  CONST_34  C1   C2   N1   C3     0.00  0.0  0
 E8V  CONST_35  F3   C16  C15  C14  180.00  0.0  0
 E8V  CONST_36  N2   C2   C1   C5   180.00  0.0  0
 E8V  CONST_37  F1   C9   C8   C6   180.00  0.0  0
 E8V  CONST_38  F2   C11  C12  C6   180.00  0.0  0
 E8V  CONST_39  N2   C2   C1   C6     0.00  0.0  0
 E8V  CONST_40  F1   C9   C10  C11  180.00  0.0  0
 E8V  CONST_41  F4   C14  C13  C7   180.00  0.0  0
 E8V  CONST_42  F3   C16  C17  C7   180.00  0.0  0
 E8V  CONST_43  O1   C10  C9   C8   180.00  0.0  0
 E8V  CONST_44  F2   C11  C10  C9   180.00  0.0  0
 E8V  CONST_45  O1   C10  C11  C12  180.00  0.0  0
 E8V  CONST_46  O2   C15  C14  C13  180.00  0.0  0
 E8V  CONST_47  C3   N1   C2   N2   180.00  0.0  0
 E8V  CONST_48  F4   C14  C15  C16  180.00  0.0  0
 E8V  CONST_49  O2   C15  C16  C17  180.00  0.0  0
 E8V  CONST_50  H4   C13  C7   C4     0.00  0.0  0
 E8V  CONST_51  H8   C17  C7   C4     0.00  0.0  0
 E8V  CONST_52  H7   C3   C4   C5   180.00  0.0  0
 E8V  CONST_53  H1   C5   C1   C6     0.00  0.0  0
 E8V  CONST_54  H3   C12  C6   C8   180.00  0.0  0
 E8V  CONST_55  H2   C8   C9   C10  180.00  0.0  0

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
 E8V  plan-1  C4   0.020
 E8V  plan-1  C14  0.020
 E8V  plan-1  C7   0.020
 E8V  plan-1  C13  0.020
 E8V  plan-1  C15  0.020
 E8V  plan-1  C16  0.020
 E8V  plan-1  C17  0.020
 E8V  plan-1  F3   0.020
 E8V  plan-1  O2   0.020
 E8V  plan-1  F4   0.020
 E8V  plan-1  H4   0.020
 E8V  plan-1  H8   0.020
 E8V  plan-2  C4   0.020
 E8V  plan-2  C5   0.020
 E8V  plan-2  C6   0.020
 E8V  plan-2  C7   0.020
 E8V  plan-2  N1   0.020
 E8V  plan-2  C3   0.020
 E8V  plan-2  C1   0.020
 E8V  plan-2  C2   0.020
 E8V  plan-2  H1   0.020
 E8V  plan-2  H7   0.020
 E8V  plan-2  N2   0.020
 E8V  plan-3  C6   0.020
 E8V  plan-3  C11  0.020
 E8V  plan-3  C8   0.020
 E8V  plan-3  C9   0.020
 E8V  plan-3  C10  0.020
 E8V  plan-3  C12  0.020
 E8V  plan-3  C1   0.020
 E8V  plan-3  F1   0.020
 E8V  plan-3  O1   0.020
 E8V  plan-3  F2   0.020
 E8V  plan-3  H2   0.020
 E8V  plan-3  H3   0.020
 E8V  plan-4  C2   0.020
 E8V  plan-4  H5   0.020
 E8V  plan-4  H6   0.020
 E8V  plan-4  N2   0.020

