# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 23:41:40 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: 1-[(~{E})-3-[4-(4-fluorophenyl)phenyl]prop-2-enyl]imidazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)c2ccc(\C=C\Cn3ccnc3)cc2
#
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
 N5Z  N5Z  1-[(~{E})-3-[4-(4-fluorophenyl)phenyl]prop-2-enyl]imidazole  ligand  36  21  .  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_N5Z
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
 N5Z  C10   C  CR6   0   0.136  -11.1631  18.2059  3.7412
 N5Z  C15   C  C1    0  -0.227   -8.6980  18.6548  3.7907
 N5Z  C21   C  CR15  0   0.106   -7.0999  20.2104  5.9692
 N5Z  C01   C  CR6   0   0.517  -17.1259  14.4079  4.0869
 N5Z  C02   C  CR16  0  -0.396  -17.1647  15.7456  4.4294
 N5Z  C03   C  CR16  0  -0.291  -15.9901  16.4795  4.3752
 N5Z  C04   C  CR6   0   0.080  -14.7842  15.8941  3.9845
 N5Z  C05   C  CR16  0  -0.291  -14.7885  14.5376  3.6535
 N5Z  C06   C  CR16  0  -0.396  -15.9533  13.7872  3.7023
 N5Z  C07   C  CR6   0   0.076  -13.5438  16.6898  3.9113
 N5Z  C08   C  CR16  0  -0.296  -13.5652  18.0136  3.4735
 N5Z  C09   C  CR16  0  -0.296  -12.3985  18.7551  3.3941
 N5Z  C11   C  CR16  0  -0.309  -11.1441  16.8817  4.1894
 N5Z  C12   C  CR16  0  -0.284  -12.3090  16.1420  4.2726
 N5Z  C14   C  C1    0  -0.276   -9.9636  19.0350  3.6128
 N5Z  C16   C  CH2   0  -0.368   -7.5426  19.5822  3.5914
 N5Z  C18   C  CR15  0  -0.104   -5.4346  19.2467  4.9378
 N5Z  C19   C  CR15  0  -0.219   -5.0974  19.5422  6.2278
 N5Z  N17   N  NR5   0  -0.399   -6.7198  19.6838  4.7857
 N5Z  N20   N  N     0  -0.451   -6.1461  20.1456  6.8628
 N5Z  H151  H  H     0   0.265   -8.4450  17.6373  4.0726
 N5Z  H211  H  HCR5  0   0.278   -8.0838  20.6300  6.1200
 N5Z  H021  H  HCR6  0   0.280  -18.0926  16.2077  4.7402
 N5Z  H031  H  HCR6  0   0.265  -16.0175  17.5230  4.6617
 N5Z  H051  H  HCR6  0   0.265  -13.8750  14.0562  3.3284
 N5Z  H061  H  HCR6  0   0.280  -15.9479  12.7388  3.4341
 N5Z  H081  H  HCR6  0   0.255  -14.4987  18.4693  3.1677
 N5Z  H091  H  HCR6  0   0.256  -12.4451  19.7790  3.0423
 N5Z  H111  H  HCR6  0   0.253  -10.2130  16.4170  4.4883
 N5Z  H121  H  HCR6  0   0.256  -12.2579  15.1259  4.6436
 N5Z  H141  H  H     0   0.253  -10.1496  20.0671  3.3263
 N5Z  H161  H  HCH2  0   0.281   -6.8962  19.2214  2.7901
 N5Z  H162  H  HCH2  0   0.281   -7.8880  20.5768  3.3052
 N5Z  H181  H  HCR5  0   0.288   -4.8897  18.7793  4.1343
 N5Z  H191  H  HCR5  0   0.247   -4.1588  19.3535  6.7258
 N5Z  F13   F  F     0  -0.313  -18.2602  13.6915  4.1289

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
 N5Z  C14  C10   single    1.464  0.020  1.464
 N5Z  C14  C15   double    1.333  0.020  1.333
 N5Z  C05  C06   aromatic  1.387  0.020  1.387
 N5Z  C05  C04   aromatic  1.396  0.020  1.396
 N5Z  C09  C10   aromatic  1.396  0.020  1.396
 N5Z  C09  C08   aromatic  1.385  0.020  1.385
 N5Z  C06  C01   aromatic  1.381  0.020  1.381
 N5Z  C10  C11   aromatic  1.398  0.020  1.398
 N5Z  C16  C15   single    1.495  0.020  1.495
 N5Z  C16  N17   single    1.454  0.020  1.454
 N5Z  C08  C07   aromatic  1.394  0.020  1.394
 N5Z  C11  C12   aromatic  1.382  0.020  1.382
 N5Z  C07  C12   aromatic  1.398  0.020  1.398
 N5Z  C07  C04   single    1.475  0.020  1.475
 N5Z  C04  C03   aromatic  1.396  0.020  1.396
 N5Z  C01  F13   single    1.342  0.020  1.342
 N5Z  C01  C02   aromatic  1.381  0.020  1.381
 N5Z  C03  C02   aromatic  1.386  0.020  1.386
 N5Z  N17  C18   aromatic  1.366  0.020  1.366
 N5Z  N17  C21   aromatic  1.350  0.020  1.350
 N5Z  C18  C19   aromatic  1.366  0.020  1.366
 N5Z  C21  N20   aromatic  1.309  0.020  1.309
 N5Z  C19  N20   aromatic  1.366  0.020  1.366
 N5Z  C15  H151  single    0.930  0.020  1.080
 N5Z  C21  H211  single    0.930  0.020  1.080
 N5Z  C02  H021  single    0.930  0.020  1.080
 N5Z  C03  H031  single    0.930  0.020  1.080
 N5Z  C05  H051  single    0.930  0.020  1.080
 N5Z  C06  H061  single    0.930  0.020  1.080
 N5Z  C08  H081  single    0.930  0.020  1.080
 N5Z  C09  H091  single    0.930  0.020  1.080
 N5Z  C11  H111  single    0.930  0.020  1.080
 N5Z  C12  H121  single    0.930  0.020  1.080
 N5Z  C14  H141  single    0.930  0.020  1.080
 N5Z  C16  H161  single    0.970  0.020  1.090
 N5Z  C16  H162  single    0.970  0.020  1.090
 N5Z  C18  H181  single    0.930  0.020  1.080
 N5Z  C19  H191  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
 N5Z  C14   C10  C11   123.61  3.000
 N5Z  C11   C10  C09   117.67  3.000
 N5Z  C14   C10  C09   118.73  3.000
 N5Z  H151  C15  C16   115.85  3.000
 N5Z  H151  C15  C14   121.53  3.000
 N5Z  C16   C15  C14   122.61  3.000
 N5Z  H211  C21  N20   126.01  3.000
 N5Z  H211  C21  N17   122.03  3.000
 N5Z  N20   C21  N17   111.97  3.000
 N5Z  F13   C01  C06   119.10  3.000
 N5Z  F13   C01  C02   119.04  3.000
 N5Z  C06   C01  C02   121.87  3.000
 N5Z  H021  C02  C03   120.78  3.000
 N5Z  H021  C02  C01   120.59  3.000
 N5Z  C03   C02  C01   118.63  3.000
 N5Z  H031  C03  C04   120.00  3.000
 N5Z  H031  C03  C02   118.60  3.000
 N5Z  C04   C03  C02   121.39  3.000
 N5Z  C07   C04  C05   120.98  3.000
 N5Z  C07   C04  C03   120.92  3.000
 N5Z  C05   C04  C03   118.09  3.000
 N5Z  H051  C05  C06   118.61  3.000
 N5Z  H051  C05  C04   120.04  3.000
 N5Z  C06   C05  C04   121.33  3.000
 N5Z  H061  C06  C05   120.76  3.000
 N5Z  H061  C06  C01   120.57  3.000
 N5Z  C05   C06  C01   118.67  3.000
 N5Z  C12   C07  C08   117.81  3.000
 N5Z  C12   C07  C04   121.22  3.000
 N5Z  C08   C07  C04   120.97  3.000
 N5Z  H081  C08  C09   119.00  3.000
 N5Z  H081  C08  C07   120.09  3.000
 N5Z  C09   C08  C07   120.90  3.000
 N5Z  H091  C09  C08   119.23  3.000
 N5Z  H091  C09  C10   119.38  3.000
 N5Z  C08   C09  C10   121.38  3.000
 N5Z  H111  C11  C12   118.58  3.000
 N5Z  H111  C11  C10   120.44  3.000
 N5Z  C12   C11  C10   120.97  3.000
 N5Z  H121  C12  C11   118.87  3.000
 N5Z  H121  C12  C07   119.85  3.000
 N5Z  C11   C12  C07   121.27  3.000
 N5Z  H141  C14  C15   117.92  3.000
 N5Z  H141  C14  C10   114.87  3.000
 N5Z  C15   C14  C10   127.20  3.000
 N5Z  H162  C16  H161  107.24  3.000
 N5Z  H162  C16  N17   109.33  3.000
 N5Z  H161  C16  N17   106.93  3.000
 N5Z  H162  C16  C15   110.85  3.000
 N5Z  H161  C16  C15   110.53  3.000
 N5Z  N17   C16  C15   111.80  3.000
 N5Z  H181  C18  N17   122.11  3.000
 N5Z  H181  C18  C19   132.33  3.000
 N5Z  N17   C18  C19   105.56  3.000
 N5Z  H191  C19  N20   122.03  3.000
 N5Z  H191  C19  C18   127.79  3.000
 N5Z  N20   C19  C18   110.18  3.000
 N5Z  C18   N17  C16   126.99  3.000
 N5Z  C18   N17  C21   106.98  3.000
 N5Z  C16   N17  C21   126.02  3.000
 N5Z  C19   N20  C21   105.31  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
 N5Z  CONST_01  C07   C08  C09  C10     0.00   0.0  0
 N5Z  CONST_02  C07   C12  C11  C10     0.00   0.0  0
 N5Z  CONST_03  C19   C18  N17  C21     0.00   0.0  0
 N5Z  CONST_04  C18   C19  N20  C21     0.00   0.0  0
 N5Z  CONST_05  C04   C05  C06  C01     0.00   0.0  0
 N5Z  CONST_06  C04   C03  C02  C01     0.00   0.0  0
 N5Z  CONST_07  C05   C06  C01  C02     0.00   0.0  0
 N5Z  CONST_08  C05   C04  C03  C02     0.00   0.0  0
 N5Z  CONST_09  C07   C04  C03  C02   180.00   0.0  0
 N5Z  CONST_10  C06   C05  C04  C03     0.00   0.0  0
 N5Z  CONST_13  C06   C01  C02  C03     0.00   0.0  0
 N5Z  CONST_14  C09   C08  C07  C04   180.00   0.0  0
 N5Z  CONST_15  C11   C12  C07  C04   180.00   0.0  0
 N5Z  CONST_18  C07   C04  C05  C06   180.00   0.0  0
 N5Z  CONST_19  C11   C10  C09  C08     0.00   0.0  0
 N5Z  CONST_20  C11   C12  C07  C08     0.00   0.0  0
 N5Z  CONST_21  C12   C11  C10  C09     0.00   0.0  0
 N5Z  CONST_22  C12   C07  C08  C09     0.00   0.0  0
 N5Z  CONST_23  N20   C21  N17  C18     0.00   0.0  0
 N5Z  CONST_24  N17   C21  N20  C19     0.00   0.0  0
 N5Z  CONST_25  N20   C19  C18  N17     0.00   0.0  0
 N5Z  CONST_26  F13   C01  C02  C03   180.00   0.0  0
 N5Z  CONST_27  F13   C01  C06  C05   180.00   0.0  0
 N5Z  CONST_28  C14   C10  C09  C08   180.00   0.0  0
 N5Z  CONST_29  C14   C10  C11  C12   180.00   0.0  0
 N5Z  CONST_30  C19   C18  N17  C16   180.00   0.0  0
 N5Z  CONST_31  N20   C21  N17  C16   180.00   0.0  0
 N5Z  CONST_32  H081  C08  C09  C10   180.00   0.0  0
 N5Z  CONST_33  H121  C12  C11  C10   180.00   0.0  0
 N5Z  CONST_34  H181  C18  N17  C21   180.00   0.0  0
 N5Z  CONST_35  H191  C19  N20  C21   180.00   0.0  0
 N5Z  CONST_36  H051  C05  C06  C01   180.00   0.0  0
 N5Z  CONST_37  H031  C03  C02  C01   180.00   0.0  0
 N5Z  CONST_38  H061  C06  C01  C02   180.00   0.0  0
 N5Z  CONST_39  H021  C02  C03  C04   180.00   0.0  0
 N5Z  CONST_40  H091  C09  C08  C07   180.00   0.0  0
 N5Z  CONST_41  H111  C11  C12  C07   180.00   0.0  0
 N5Z  CONST_42  H211  C21  N17  C18   180.00   0.0  0
 N5Z  Var_01    C09   C10  C14  C15  -174.14  30.0  2
 N5Z  Var_02    C18   N17  C16  C15   113.05  30.0  2
 N5Z  Var_03    C16   C15  C14  C10   178.09   0.0  2
 N5Z  Var_04    N17   C16  C15  C14   123.07  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
 N5Z  plan-1  C21   0.020
 N5Z  plan-1  C16   0.020
 N5Z  plan-1  C18   0.020
 N5Z  plan-1  C19   0.020
 N5Z  plan-1  N17   0.020
 N5Z  plan-1  N20   0.020
 N5Z  plan-1  H211  0.020
 N5Z  plan-1  H181  0.020
 N5Z  plan-1  H191  0.020
 N5Z  plan-2  C01   0.020
 N5Z  plan-2  C02   0.020
 N5Z  plan-2  C03   0.020
 N5Z  plan-2  C04   0.020
 N5Z  plan-2  C05   0.020
 N5Z  plan-2  C06   0.020
 N5Z  plan-2  C07   0.020
 N5Z  plan-2  H021  0.020
 N5Z  plan-2  H031  0.020
 N5Z  plan-2  H051  0.020
 N5Z  plan-2  H061  0.020
 N5Z  plan-2  F13   0.020
 N5Z  plan-3  C10   0.020
 N5Z  plan-3  C04   0.020
 N5Z  plan-3  C07   0.020
 N5Z  plan-3  C08   0.020
 N5Z  plan-3  C09   0.020
 N5Z  plan-3  C11   0.020
 N5Z  plan-3  C12   0.020
 N5Z  plan-3  C14   0.020
 N5Z  plan-3  H081  0.020
 N5Z  plan-3  H091  0.020
 N5Z  plan-3  H111  0.020
 N5Z  plan-3  H121  0.020
 N5Z  plan-4  C10   0.020
 N5Z  plan-4  C15   0.020
 N5Z  plan-4  C14   0.020
 N5Z  plan-4  C16   0.020
 N5Z  plan-4  H151  0.020
 N5Z  plan-4  H141  0.020

