# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 10:19:02 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 3-fluoro-N-[3-(1H-tetrazol-5-yl)phenyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(c1)C(=O)Nc2cccc(c2)c3[nH]nnn3
#
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
 F13  F13  3-fluoro-N-[3-(1H-tetrazol-5-yl)phenyl]benzamide  ligand  31  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F13
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
 F13  F21   F  F     0  -0.311  -5.8116   1.8459   0.8236
 F13  C16   C  CR6   0   0.551  -5.0535   0.8754   0.2936
 F13  C15   C  CR16  0  -0.430  -3.6824   0.9789   0.3915
 F13  C17   C  CR16  0  -0.402  -5.6749  -0.1879  -0.3347
 F13  C18   C  CR16  0  -0.225  -4.8795  -1.1831  -0.8814
 F13  C19   C  CR16  0  -0.305  -3.4967  -1.1152  -0.7881
 F13  C14   C  CR6   0  -0.025  -2.8943  -0.0374  -0.1432
 F13  C13   C  C     0   0.541  -1.4107   0.1144  -0.0282
 F13  O20   O  O     0  -0.452  -0.8958   1.2148   0.0532
 F13  N12   N  NH1   0  -0.766  -0.7183  -1.0526  -0.0067
 F13  C10   C  CR6   0   0.418   0.6602  -1.2535   0.0823
 F13  C9    C  CR16  0  -0.346   1.0886  -2.5710   0.2706
 F13  C8    C  CR16  0  -0.225   2.4354  -2.8661   0.3627
 F13  C7    C  CR16  0  -0.306   3.3854  -1.8607   0.2701
 F13  C6    C  CR6   0   0.077   2.9638  -0.5495   0.0785
 F13  C11   C  CR16  0  -0.355   1.6077  -0.2394  -0.0174
 F13  C4    C  CR5   0   0.509   3.9223   0.5443  -0.0263
 F13  N5    N  N     0  -0.345   3.6427   1.8163  -0.2082
 F13  N1    N  N     0  -0.137   4.8058   2.4593  -0.2424
 F13  N2    N  N     0  -0.071   5.7816   1.6537  -0.0923
 F13  N3    N  NR15  0  -0.508   5.2534   0.4508   0.0442
 F13  H15   H  HCR6  0   0.286  -3.2347   1.8322   0.8831
 F13  H17   H  HCR6  0   0.290  -6.7540  -0.2348  -0.3983
 F13  H18   H  HCR6  0   0.280  -5.3427  -2.0170  -1.3903
 F13  H19   H  HCR6  0   0.270  -2.9061  -1.8968  -1.2479
 F13  HN12  H  HNH1  0   0.427  -1.2633  -1.9000   0.0378
 F13  H9    H  HCR6  0   0.284   0.3596  -3.3690   0.3449
 F13  H8    H  HCR6  0   0.275   2.7474  -3.8909   0.5096
 F13  H7    H  HCR6  0   0.257   4.4338  -2.1142   0.3525
 F13  H11   H  HCR6  0   0.290   1.3119   0.7850  -0.1690
 F13  HN3   H  HNR5  0   0.451   5.8515  -0.3523   0.1793

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
 F13  F21  C16   single    1.341  0.020  1.341
 F13  C16  C15   aromatic  1.378  0.020  1.378
 F13  C16  C17   aromatic  1.383  0.020  1.383
 F13  C15  C14   aromatic  1.393  0.020  1.393
 F13  C17  C18   aromatic  1.386  0.020  1.386
 F13  C18  C19   aromatic  1.388  0.020  1.388
 F13  C19  C14   aromatic  1.393  0.020  1.393
 F13  C14  C13   single    1.496  0.020  1.496
 F13  C13  O20   double    1.218  0.020  1.218
 F13  C13  N12   single    1.357  0.020  1.357
 F13  N12  C10   single    1.396  0.020  1.396
 F13  C10  C9    aromatic  1.398  0.020  1.398
 F13  C10  C11   aromatic  1.391  0.020  1.391
 F13  C9   C8    aromatic  1.382  0.020  1.382
 F13  C8   C7    aromatic  1.386  0.020  1.386
 F13  C7   C6    aromatic  1.391  0.020  1.391
 F13  C6   C11   aromatic  1.394  0.020  1.394
 F13  C6   C4    single    1.458  0.020  1.458
 F13  C4   N5    aromatic  1.315  0.020  1.315
 F13  C4   N3    aromatic  1.336  0.020  1.336
 F13  N5   N1    aromatic  1.329  0.020  1.329
 F13  N1   N2    aromatic  1.274  0.020  1.274
 F13  N2   N3    aromatic  1.321  0.020  1.321
 F13  C15  H15   single    0.930  0.020  1.080
 F13  C17  H17   single    0.930  0.020  1.080
 F13  C18  H18   single    0.930  0.020  1.080
 F13  C19  H19   single    0.930  0.020  1.080
 F13  N12  HN12  single    0.860  0.020  1.020
 F13  C9   H9    single    0.930  0.020  1.080
 F13  C8   H8    single    0.930  0.020  1.080
 F13  C7   H7    single    0.930  0.020  1.080
 F13  C11  H11   single    0.930  0.020  1.080
 F13  N3   HN3   single    0.860  0.020  1.020

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
 F13  C17   C16  C15  122.48  3.000
 F13  C17   C16  F21  118.83  3.000
 F13  C15   C16  F21  118.69  3.000
 F13  H15   C15  C14  121.05  3.000
 F13  H15   C15  C16  120.21  3.000
 F13  C14   C15  C16  118.74  3.000
 F13  H17   C17  C18  121.19  3.000
 F13  H17   C17  C16  120.55  3.000
 F13  C18   C17  C16  118.26  3.000
 F13  H18   C18  C19  119.76  3.000
 F13  H18   C18  C17  119.58  3.000
 F13  C19   C18  C17  120.67  3.000
 F13  H19   C19  C14  121.30  3.000
 F13  H19   C19  C18  118.68  3.000
 F13  C14   C19  C18  120.00  3.000
 F13  C13   C14  C19  122.89  3.000
 F13  C13   C14  C15  117.24  3.000
 F13  C19   C14  C15  119.84  3.000
 F13  N12   C13  O20  124.08  3.000
 F13  N12   C13  C14  114.84  3.000
 F13  O20   C13  C14  121.07  3.000
 F13  HN12  N12  C10  114.20  3.000
 F13  HN12  N12  C13  116.59  3.000
 F13  C10   N12  C13  128.95  3.000
 F13  C11   C10  C9   119.20  3.000
 F13  C11   C10  N12  124.26  3.000
 F13  C9    C10  N12  116.54  3.000
 F13  H9    C9   C8   119.60  3.000
 F13  H9    C9   C10  119.81  3.000
 F13  C8    C9   C10  120.59  3.000
 F13  H8    C8   C7   119.92  3.000
 F13  H8    C8   C9   119.52  3.000
 F13  C7    C8   C9   120.56  3.000
 F13  H7    C7   C6   121.68  3.000
 F13  H7    C7   C8   119.28  3.000
 F13  C6    C7   C8   119.04  3.000
 F13  C4    C6   C11  117.88  3.000
 F13  C4    C6   C7   121.19  3.000
 F13  C11   C6   C7   120.93  3.000
 F13  H11   C11  C6   119.23  3.000
 F13  H11   C11  C10  121.09  3.000
 F13  C6    C11  C10  119.68  3.000
 F13  N3    C4   N5   106.67  3.000
 F13  N3    C4   C6   126.77  3.000
 F13  N5    C4   C6   126.56  3.000
 F13  N1    N5   C4   106.58  3.000
 F13  N2    N1   N5   111.17  3.000
 F13  N3    N2   N1   106.36  3.000
 F13  HN3   N3   N2   120.07  3.000
 F13  HN3   N3   C4   130.72  3.000
 F13  N2    N3   C4   109.22  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
 F13  CONST_01  C19   C14  C15  C16    0.00   0.0  0
 F13  CONST_02  C19   C18  C17  C16    0.00   0.0  0
 F13  CONST_03  C18   C17  C16  C15    0.00   0.0  0
 F13  CONST_04  C18   C19  C14  C15    0.00   0.0  0
 F13  CONST_05  C14   C15  C16  C17    0.00   0.0  0
 F13  CONST_06  C14   C19  C18  C17    0.00   0.0  0
 F13  CONST_07  C7    C8   C9   C10    0.00   0.0  0
 F13  CONST_08  C7    C6   C11  C10    0.00   0.0  0
 F13  CONST_09  C4    C6   C11  C10  180.00   0.0  0
 F13  CONST_10  C6    C11  C10  C9     0.00   0.0  0
 F13  CONST_11  C6    C7   C8   C9     0.00   0.0  0
 F13  CONST_12  C11   C10  C9   C8     0.00   0.0  0
 F13  CONST_13  C11   C6   C7   C8     0.00   0.0  0
 F13  CONST_14  C4    C6   C7   C8   180.00   0.0  0
 F13  CONST_15  N5    C4   C6   C7   180.00   0.0  0
 F13  CONST_16  N3    C4   C6   C7     0.00   0.0  0
 F13  CONST_17  N1    N5   C4   C6   180.00   0.0  0
 F13  CONST_18  N2    N3   C4   C6   180.00   0.0  0
 F13  CONST_19  N5    C4   C6   C11    0.00   0.0  0
 F13  CONST_20  N3    C4   C6   C11  180.00   0.0  0
 F13  CONST_21  N2    N1   N5   C4     0.00   0.0  0
 F13  CONST_22  N1    N2   N3   C4     0.00   0.0  0
 F13  CONST_23  N2    N3   C4   N5     0.00   0.0  0
 F13  CONST_24  N3    N2   N1   N5     0.00   0.0  0
 F13  CONST_25  N3    C4   N5   N1     0.00   0.0  0
 F13  CONST_26  C14   C15  C16  F21  180.00   0.0  0
 F13  CONST_27  C18   C17  C16  F21  180.00   0.0  0
 F13  CONST_28  C13   C14  C15  C16  180.00   0.0  0
 F13  CONST_29  C13   C14  C19  C18  180.00   0.0  0
 F13  CONST_30  C8    C9   C10  N12  180.00   0.0  0
 F13  CONST_31  C6    C11  C10  N12  180.00   0.0  0
 F13  CONST_32  H18   C18  C17  C16  180.00   0.0  0
 F13  CONST_33  H17   C17  C16  C15  180.00   0.0  0
 F13  CONST_34  H19   C19  C14  C15  180.00   0.0  0
 F13  CONST_35  H15   C15  C16  C17  180.00   0.0  0
 F13  CONST_36  H8    C8   C9   C10  180.00   0.0  0
 F13  CONST_37  H11   C11  C10  C9   180.00   0.0  0
 F13  CONST_38  H7    C7   C8   C9   180.00   0.0  0
 F13  CONST_39  H9    C9   C8   C7   180.00   0.0  0
 F13  CONST_40  HN3   N3   C4   C6     0.00   0.0  0
 F13  CONST_41  C10   N12  C13  C14  180.00   0.0  0
 F13  CONST_42  C9    C10  N12  C13  180.00   0.0  0
 F13  CONST_43  C11   C10  N12  C13    0.00   0.0  0
 F13  CONST_44  HN12  N12  C10  C9     0.00   0.0  0
 F13  CONST_45  C10   N12  C13  O20    0.00   0.0  0
 F13  Var_01    O20   C13  C14  C15  -26.39  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
 F13  plan-1  C6    0.020
 F13  plan-1  C4    0.020
 F13  plan-1  N5    0.020
 F13  plan-1  N1    0.020
 F13  plan-1  N2    0.020
 F13  plan-1  N3    0.020
 F13  plan-1  HN3   0.020
 F13  plan-2  F21   0.020
 F13  plan-2  C16   0.020
 F13  plan-2  C15   0.020
 F13  plan-2  C17   0.020
 F13  plan-2  C18   0.020
 F13  plan-2  C19   0.020
 F13  plan-2  C14   0.020
 F13  plan-2  C13   0.020
 F13  plan-2  H15   0.020
 F13  plan-2  H17   0.020
 F13  plan-2  H18   0.020
 F13  plan-2  H19   0.020
 F13  plan-3  N12   0.020
 F13  plan-3  C10   0.020
 F13  plan-3  C9    0.020
 F13  plan-3  C8    0.020
 F13  plan-3  C7    0.020
 F13  plan-3  C6    0.020
 F13  plan-3  C11   0.020
 F13  plan-3  C4    0.020
 F13  plan-3  H9    0.020
 F13  plan-3  H8    0.020
 F13  plan-3  H7    0.020
 F13  plan-3  H11   0.020
 F13  plan-4  C14   0.020
 F13  plan-4  C13   0.020
 F13  plan-4  O20   0.020
 F13  plan-4  N12   0.020
 F13  plan-4  C10   0.020
 F13  plan-4  HN12  0.020

