# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 02:10:29 2022
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-{5-[(2E)-but-2-en-2-yl]thiophen-2-yl}-N,N-dimethylaniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C\C=C(/C)c1sc(cc1)c2ccc(cc2)N(C)C
#
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
 ZFG  ZFG  "4-{5-[(2E)-but-2-en-2-yl]thiophen-2-yl}-N,N-dimethylaniline"
  ligand  37  18  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZFG
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
 ZFG  C11  C  CR16  0  -0.310   2.7845  -38.1729  -12.7306
 ZFG  C12  C  CR16  0  -0.336   2.9025  -39.3255  -13.4811
 ZFG  C13  C  CR6   0   0.388   2.2222  -40.5059  -13.1191
 ZFG  C14  C  CR16  0  -0.340   1.4141  -40.4442  -11.9667
 ZFG  C15  C  CR16  0  -0.306   1.3028  -39.2791  -11.2325
 ZFG  C01  C  CH3   0  -0.711   0.6903  -32.3981   -6.4659
 ZFG  C02  C  C1    0  -0.280   0.9386  -33.2556   -7.6608
 ZFG  C04  C  CH3   0  -0.747   1.5337  -35.3887   -6.4677
 ZFG  C05  C  CR5   0  -0.179   1.5847  -35.1899   -8.9775
 ZFG  C06  C  CR15  0  -0.224   1.9311  -34.6387  -10.1825
 ZFG  C07  C  CR15  0  -0.234   2.0881  -35.5889  -11.2184
 ZFG  C08  C  CR5   0  -0.207   1.8789  -36.8808  -10.8130
 ZFG  C10  C  CR6   0   0.106   1.9836  -38.1119  -11.5869
 ZFG  N16  N  NT    0  -0.502   2.3434  -41.6513  -13.8477
 ZFG  S09  S  S2    0   0.191   1.4836  -36.9125   -9.1310
 ZFG  H1   H  HCR6  0   0.246   3.3494  -37.3016  -13.0391
 ZFG  H2   H  HCR6  0   0.266   3.5426  -39.3044  -14.3519
 ZFG  H3   H  HCR6  0   0.266   0.8571  -41.3097  -11.6366
 ZFG  H4   H  HCR6  0   0.245   0.6522  -39.2854  -10.3650
 ZFG  H5   H  HCH3  0   0.241   1.3087  -31.4985   -6.5087
 ZFG  H6   H  HCH3  0   0.241  -0.3467  -32.0546   -6.4482
 ZFG  H7   H  HCH3  0   0.240   0.8918  -32.8933   -5.5188
 ZFG  H8   H  H     0   0.236   0.7781  -32.7573   -8.6122
 ZFG  H9   H  HCH3  0   0.255   1.3638  -34.8431   -5.5434
 ZFG  H10  H  HCH3  0   0.243   0.8519  -36.2436   -6.4628
 ZFG  H11  H  HCH3  0   0.247   2.5476  -35.7921   -6.4365
 ZFG  H12  H  HCR5  0   0.255   2.0823  -33.5774  -10.3243
 ZFG  H13  H  HCR5  0   0.254   2.3456  -35.3225  -12.2343
 ZFG  H14  H  HCH3  0   0.232   0.5375  -42.6844  -13.4655
 ZFG  H15  H  HCH3  0   0.256   1.8452  -43.6409  -14.1520
 ZFG  H16  H  HCH3  0   0.233   1.9000  -43.1798  -12.4556
 ZFG  H17  H  HCH3  0   0.233   4.2181  -41.4376  -14.8007
 ZFG  H18  H  HCH3  0   0.257   3.1500  -42.6638  -15.4687
 ZFG  H19  H  HCH3  0   0.232   2.8313  -40.9630  -15.7874
 ZFG  C03  C  C     0   0.084   1.3273  -34.5387   -7.6894
 ZFG  C17  C  CH3   0  -0.535   1.6208  -42.8373  -13.4562
 ZFG  C18  C  CH3   0  -0.536   3.1740  -41.6716  -15.0274

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
 ZFG  C18  N16  single    1.443  0.020  1.443
 ZFG  N16  C17  single    1.443  0.020  1.443
 ZFG  N16  C13  single    1.363  0.020  1.363
 ZFG  C12  C13  aromatic  1.410  0.020  1.410
 ZFG  C12  C11  aromatic  1.380  0.020  1.380
 ZFG  C13  C14  aromatic  1.409  0.020  1.409
 ZFG  C11  C10  aromatic  1.398  0.020  1.398
 ZFG  C14  C15  aromatic  1.382  0.020  1.382
 ZFG  C10  C15  aromatic  1.397  0.020  1.397
 ZFG  C10  C08  single    1.458  0.020  1.458
 ZFG  C07  C08  aromatic  1.370  0.020  1.370
 ZFG  C07  C06  aromatic  1.414  0.020  1.414
 ZFG  C08  S09  aromatic  1.728  0.020  1.728
 ZFG  C06  C05  aromatic  1.370  0.020  1.370
 ZFG  S09  C05  aromatic  1.732  0.020  1.732
 ZFG  C05  C03  single    1.466  0.020  1.466
 ZFG  C03  C02  double    1.341  0.020  1.341
 ZFG  C03  C04  single    1.503  0.020  1.503
 ZFG  C02  C01  single    1.492  0.020  1.492
 ZFG  C11  H1   single    0.930  0.020  1.080
 ZFG  C12  H2   single    0.930  0.020  1.080
 ZFG  C14  H3   single    0.930  0.020  1.080
 ZFG  C15  H4   single    0.930  0.020  1.080
 ZFG  C01  H5   single    0.970  0.020  1.090
 ZFG  C01  H6   single    0.970  0.020  1.090
 ZFG  C01  H7   single    0.970  0.020  1.090
 ZFG  C02  H8   single    0.930  0.020  1.080
 ZFG  C04  H9   single    0.970  0.020  1.090
 ZFG  C04  H10  single    0.970  0.020  1.090
 ZFG  C04  H11  single    0.970  0.020  1.090
 ZFG  C06  H12  single    0.930  0.020  1.080
 ZFG  C07  H13  single    0.930  0.020  1.080
 ZFG  C17  H14  single    0.970  0.020  1.090
 ZFG  C17  H15  single    0.970  0.020  1.090
 ZFG  C17  H16  single    0.970  0.020  1.090
 ZFG  C18  H17  single    0.970  0.020  1.090
 ZFG  C18  H18  single    0.970  0.020  1.090
 ZFG  C18  H19  single    0.970  0.020  1.090

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
 ZFG  H1   C11  C10  119.79  3.000
 ZFG  H1   C11  C12  118.17  3.000
 ZFG  C10  C11  C12  122.03  3.000
 ZFG  H2   C12  C13  120.59  3.000
 ZFG  H2   C12  C11  118.18  3.000
 ZFG  C13  C12  C11  121.22  3.000
 ZFG  N16  C13  C14  121.68  3.000
 ZFG  C14  C13  C12  116.75  3.000
 ZFG  N16  C13  C12  121.57  3.000
 ZFG  H3   C14  C15  118.12  3.000
 ZFG  H3   C14  C13  120.69  3.000
 ZFG  C15  C14  C13  121.19  3.000
 ZFG  H4   C15  C10  120.02  3.000
 ZFG  H4   C15  C14  117.94  3.000
 ZFG  C10  C15  C14  122.04  3.000
 ZFG  H7   C01  H6   107.75  3.000
 ZFG  H7   C01  H5   107.71  3.000
 ZFG  H6   C01  H5   106.20  3.000
 ZFG  H7   C01  C02  113.90  3.000
 ZFG  H6   C01  C02  110.60  3.000
 ZFG  H5   C01  C02  110.35  3.000
 ZFG  H8   C02  C03  117.59  3.000
 ZFG  H8   C02  C01  114.42  3.000
 ZFG  C03  C02  C01  127.99  3.000
 ZFG  H11  C04  H10  106.86  3.000
 ZFG  H11  C04  H9   107.84  3.000
 ZFG  H10  C04  H9   106.93  3.000
 ZFG  H11  C04  C03  111.09  3.000
 ZFG  H10  C04  C03  111.12  3.000
 ZFG  H9   C04  C03  112.71  3.000
 ZFG  S09  C05  C06  109.70  3.000
 ZFG  S09  C05  C03  120.62  3.000
 ZFG  C06  C05  C03  129.68  3.000
 ZFG  H12  C06  C07  123.22  3.000
 ZFG  H12  C06  C05  123.08  3.000
 ZFG  C07  C06  C05  113.70  3.000
 ZFG  H13  C07  C08  123.14  3.000
 ZFG  H13  C07  C06  123.29  3.000
 ZFG  C08  C07  C06  113.57  3.000
 ZFG  S09  C08  C10  121.17  3.000
 ZFG  S09  C08  C07  109.89  3.000
 ZFG  C10  C08  C07  128.92  3.000
 ZFG  C08  C10  C15  122.40  3.000
 ZFG  C08  C10  C11  120.83  3.000
 ZFG  C15  C10  C11  116.77  3.000
 ZFG  C18  N16  C17  119.90  3.000
 ZFG  C17  N16  C13  120.08  3.000
 ZFG  C18  N16  C13  120.01  3.000
 ZFG  C08  S09  C05   93.13  3.000
 ZFG  C05  C03  C04  116.04  3.000
 ZFG  C04  C03  C02  124.31  3.000
 ZFG  C05  C03  C02  119.65  3.000
 ZFG  H16  C17  H15  107.55  3.000
 ZFG  H16  C17  H14  107.71  3.000
 ZFG  H15  C17  H14  107.60  3.000
 ZFG  H16  C17  N16  112.19  3.000
 ZFG  H15  C17  N16  109.32  3.000
 ZFG  H14  C17  N16  112.25  3.000
 ZFG  H19  C18  H18  107.61  3.000
 ZFG  H19  C18  H17  107.72  3.000
 ZFG  H18  C18  H17  107.50  3.000
 ZFG  H19  C18  N16  112.24  3.000
 ZFG  H18  C18  N16  109.41  3.000
 ZFG  H17  C18  N16  112.15  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
 ZFG  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 ZFG  CONST_02  C14  C15  C10  C11     0.00   0.0  0
 ZFG  CONST_05  C15  C14  C13  C12     0.00   0.0  0
 ZFG  CONST_06  C15  C10  C11  C12     0.00   0.0  0
 ZFG  CONST_07  C08  C10  C11  C12   180.00   0.0  0
 ZFG  CONST_08  C10  C11  C12  C13     0.00   0.0  0
 ZFG  CONST_09  C10  C15  C14  C13     0.00   0.0  0
 ZFG  CONST_10  C08  C10  C15  C14   180.00   0.0  0
 ZFG  CONST_13  C08  C07  C06  C05     0.00   0.0  0
 ZFG  CONST_14  C10  C08  S09  C05   180.00   0.0  0
 ZFG  CONST_15  C07  C08  S09  C05     0.00   0.0  0
 ZFG  CONST_16  C10  C08  C07  C06   180.00   0.0  0
 ZFG  CONST_17  S09  C08  C07  C06     0.00   0.0  0
 ZFG  CONST_18  C08  S09  C05  C06     0.00   0.0  0
 ZFG  CONST_19  S09  C05  C06  C07     0.00   0.0  0
 ZFG  CONST_20  N16  C13  C12  C11   180.00   0.0  0
 ZFG  CONST_21  N16  C13  C14  C15   180.00   0.0  0
 ZFG  CONST_22  C07  C06  C05  C03   180.00   0.0  0
 ZFG  CONST_23  C08  S09  C05  C03   180.00   0.0  0
 ZFG  CONST_24  H4   C15  C10  C11   180.00   0.0  0
 ZFG  CONST_25  H3   C14  C13  C12   180.00   0.0  0
 ZFG  CONST_26  H1   C11  C12  C13   180.00   0.0  0
 ZFG  CONST_27  H4   C15  C14  C13   180.00   0.0  0
 ZFG  CONST_28  H2   C12  C13  C14   180.00   0.0  0
 ZFG  CONST_29  H1   C11  C10  C15   180.00   0.0  0
 ZFG  CONST_30  H13  C07  C06  C05   180.00   0.0  0
 ZFG  CONST_31  H1   C11  C10  C08     0.00   0.0  0
 ZFG  CONST_32  H4   C15  C10  C08     0.00   0.0  0
 ZFG  CONST_33  H12  C06  C07  C08   180.00   0.0  0
 ZFG  CONST_34  H2   C12  C11  C10   180.00   0.0  0
 ZFG  CONST_35  H3   C14  C15  C10   180.00   0.0  0
 ZFG  CONST_36  H13  C07  C08  C10     0.00   0.0  0
 ZFG  CONST_37  H13  C07  C08  S09   180.00   0.0  0
 ZFG  CONST_38  H12  C06  C05  S09   180.00   0.0  0
 ZFG  CONST_39  C18  N16  C13  C12     0.00   0.0  0
 ZFG  CONST_40  C17  N16  C13  C12   180.00   0.0  0
 ZFG  CONST_41  C18  N16  C13  C14   180.00   0.0  0
 ZFG  CONST_42  C17  N16  C13  C14     0.00   0.0  0
 ZFG  Var_01    C06  C05  C03  C02    24.43  30.0  2
 ZFG  Var_02    S09  C05  C03  C02  -156.23  30.0  2
 ZFG  Var_03    C06  C05  C03  C04  -155.26  30.0  2
 ZFG  Var_04    S09  C05  C03  C04    24.08  30.0  2
 ZFG  Var_05    C05  C03  C02  C01  -176.88   0.0  2
 ZFG  Var_06    H8   C02  C03  C05     3.14   0.0  2
 ZFG  Var_07    H17  C18  N16  C13    60.56  30.0  3
 ZFG  Var_08    H18  C18  N16  C13   179.74  30.0  3
 ZFG  Var_09    H19  C18  N16  C13   -60.88  30.0  3
 ZFG  Var_10    H14  C17  N16  C13    60.80  30.0  3
 ZFG  Var_11    H15  C17  N16  C13  -179.88  30.0  3
 ZFG  Var_12    H16  C17  N16  C13   -60.67  30.0  3
 ZFG  Var_13    H9   C04  C03  C05   177.88  30.0  3
 ZFG  Var_14    H10  C04  C03  C05   -62.12  30.0  3
 ZFG  Var_15    H11  C04  C03  C05    56.72  30.0  3
 ZFG  Var_16    C04  C03  C02  C01     2.79   0.0  2
 ZFG  Var_17    H8   C02  C03  C04  -177.19   0.0  2
 ZFG  Var_18    H9   C04  C03  C02    -1.80  30.0  3
 ZFG  Var_19    H10  C04  C03  C02   118.20  30.0  3
 ZFG  Var_20    H11  C04  C03  C02  -122.96  30.0  3
 ZFG  Var_21    H5   C01  C02  C03   123.60  30.0  3
 ZFG  Var_22    H6   C01  C02  C03  -119.18  30.0  3
 ZFG  Var_23    H7   C01  C02  C03     2.33  30.0  3
 ZFG  Var_24    H17  C18  N16  C17  -120.68  30.0  3
 ZFG  Var_25    H18  C18  N16  C17    -1.50  30.0  3
 ZFG  Var_26    H19  C18  N16  C17   117.88  30.0  3
 ZFG  Var_27    H14  C17  N16  C18  -117.96  30.0  3
 ZFG  Var_28    H15  C17  N16  C18     1.36  30.0  3
 ZFG  Var_29    H16  C17  N16  C18   120.58  30.0  3

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
 ZFG  plan-1  C05  0.020
 ZFG  plan-1  C06  0.020
 ZFG  plan-1  C07  0.020
 ZFG  plan-1  C08  0.020
 ZFG  plan-1  C10  0.020
 ZFG  plan-1  S09  0.020
 ZFG  plan-1  H12  0.020
 ZFG  plan-1  H13  0.020
 ZFG  plan-1  C03  0.020
 ZFG  plan-2  C11  0.020
 ZFG  plan-2  C12  0.020
 ZFG  plan-2  C13  0.020
 ZFG  plan-2  C14  0.020
 ZFG  plan-2  C15  0.020
 ZFG  plan-2  C08  0.020
 ZFG  plan-2  C10  0.020
 ZFG  plan-2  N16  0.020
 ZFG  plan-2  H1   0.020
 ZFG  plan-2  H2   0.020
 ZFG  plan-2  H3   0.020
 ZFG  plan-2  H4   0.020
 ZFG  plan-3  C13  0.020
 ZFG  plan-3  N16  0.020
 ZFG  plan-3  C17  0.020
 ZFG  plan-3  C18  0.020
 ZFG  plan-4  C01  0.020
 ZFG  plan-4  C02  0.020
 ZFG  plan-4  C04  0.020
 ZFG  plan-4  C05  0.020
 ZFG  plan-4  H8   0.020
 ZFG  plan-4  C03  0.020

