# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 14:02:04 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N,N'-(ethane-1,2-diyldibenzene-3,1-diyl)dithiophene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N=C(Nc1cccc(CCc2cccc(NC(=N)c3sccc3)c2)c1)c4sccc4
#
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
 1QE  1QE  N,N'-(ethane-1,2-diyldibenzene-3,1-diyl)dithiophene-2-carboximidamide  ligand  52  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1QE
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
 1QE  N08  N  N     0  -0.622    5.9849  -1.9425   1.4554
 1QE  C06  C  C     0   0.367    6.0927  -0.9983   0.6086
 1QE  C05  C  CR5   0  -0.242    7.3638  -0.2616   0.5394
 1QE  S01  S  S2    0   0.237    7.9003   0.5093  -0.9070
 1QE  C02  C  CR15  0  -0.460    9.3375   1.0475  -0.1551
 1QE  C03  C  CR15  0  -0.176    9.4074   0.6478   1.1465
 1QE  C04  C  CR15  0  -0.199    8.2767  -0.1079   1.5436
 1QE  N07  N  NH1   0  -0.761    5.1478  -0.5568  -0.2979
 1QE  C11  C  CR6   0   0.371    3.8975  -1.1499  -0.5112
 1QE  C16  C  CR16  0  -0.389    2.7714  -0.3372  -0.6154
 1QE  C12  C  CR16  0  -0.339    3.7639  -2.5293  -0.6740
 1QE  C13  C  CR16  0  -0.235    2.5102  -3.0687  -0.9166
 1QE  C14  C  CR16  0  -0.328    1.3916  -2.2538  -1.0178
 1QE  C15  C  CR6   0   0.144    1.5156  -0.8744  -0.8771
 1QE  C17  C  CH2   0  -0.510    0.3097   0.0199  -0.9403
 1QE  C37  C  CH2   0  -0.511   -0.2341   0.3343   0.4623
 1QE  C35  C  CR6   0   0.151   -1.4682   1.1902   0.4071
 1QE  C34  C  CR16  0  -0.335   -1.3883   2.5785   0.4980
 1QE  C33  C  CR16  0  -0.230   -2.5431   3.3395   0.4116
 1QE  C32  C  CR16  0  -0.337   -3.7900   2.7540   0.2321
 1QE  C36  C  CR16  0  -0.426   -2.7114   0.6018   0.2300
 1QE  C31  C  CR6   0   0.398   -3.8817   1.3636   0.1437
 1QE  N27  N  NH1   0  -0.756   -5.0703   0.6543  -0.0084
 1QE  C26  C  C     0   0.424   -6.3580   1.1053  -0.1192
 1QE  N28  N  N     0  -0.636   -6.6527   2.3410  -0.2378
 1QE  C25  C  CR5   0  -0.296   -7.3658   0.0252  -0.0939
 1QE  S21  S  S2    0   0.240   -7.1797  -1.3912   0.8743
 1QE  C22  C  CR15  0  -0.457   -8.6878  -2.0106   0.3619
 1QE  C23  C  CR15  0  -0.175   -9.3108  -1.1681  -0.5087
 1QE  C24  C  CR15  0  -0.207   -8.5534   0.0014  -0.7690
 1QE  H1   H  H     0   0.342    5.0479  -2.3334   1.4758
 1QE  H2   H  HCR5  0   0.303   10.0577   1.6263  -0.7126
 1QE  H3   H  HCR5  0   0.273   10.2338   0.8876   1.7996
 1QE  H4   H  HCR5  0   0.268    8.1322  -0.5141   2.5341
 1QE  H5   H  HNH1  0   0.406    5.1974   0.4231  -0.5360
 1QE  H6   H  HCR6  0   0.258    2.8790   0.7357  -0.4938
 1QE  H7   H  HCR6  0   0.278    4.6296  -3.1774  -0.6381
 1QE  H8   H  HCR6  0   0.259    2.4108  -4.1390  -1.0423
 1QE  H9   H  HCR6  0   0.248    0.4204  -2.6904  -1.2181
 1QE  H10  H  HCH2  0   0.252    0.5620   0.9550  -1.4464
 1QE  H11  H  HCH2  0   0.254   -0.4756  -0.4595  -1.5293
 1QE  H12  H  HCH2  0   0.251   -0.4563  -0.6050   0.9749
 1QE  H13  H  HCH2  0   0.253    0.5416   0.8376   1.0442
 1QE  H14  H  HCR6  0   0.243   -0.4283   3.0590   0.6440
 1QE  H15  H  HCR6  0   0.252   -2.4806   4.4181   0.4834
 1QE  H16  H  HCR6  0   0.286   -4.6744   3.3649   0.1591
 1QE  H17  H  HCR6  0   0.257   -2.7788  -0.4803   0.1693
 1QE  H18  H  HNH1  0   0.410   -4.9425  -0.3391  -0.1200
 1QE  H19  H  H     0   0.347   -7.6587   2.4622  -0.2376
 1QE  H20  H  HCR5  0   0.306   -9.0385  -2.9598   0.7362
 1QE  H21  H  HCR5  0   0.275  -10.2741  -1.3745  -0.9515
 1QE  H22  H  HCR5  0   0.278   -8.8688   0.7846  -1.4442

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
 1QE  C03  C02  aromatic  1.363  0.020  1.363
 1QE  C03  C04  aromatic  1.417  0.020  1.417
 1QE  C02  S01  aromatic  1.709  0.020  1.709
 1QE  C04  C05  aromatic  1.366  0.020  1.366
 1QE  S01  C05  aromatic  1.725  0.020  1.725
 1QE  C05  C06  single    1.471  0.020  1.471
 1QE  C06  N08  double    1.273  0.020  1.273
 1QE  C06  N07  single    1.382  0.020  1.382
 1QE  C13  C12  aromatic  1.386  0.020  1.386
 1QE  C13  C14  aromatic  1.388  0.020  1.388
 1QE  C12  C11  aromatic  1.395  0.020  1.395
 1QE  C14  C15  aromatic  1.392  0.020  1.392
 1QE  N07  C11  single    1.400  0.020  1.400
 1QE  C11  C16  aromatic  1.393  0.020  1.393
 1QE  C15  C16  aromatic  1.391  0.020  1.391
 1QE  C15  C17  single    1.503  0.020  1.503
 1QE  C17  C37  single    1.537  0.020  1.537
 1QE  C37  C35  single    1.503  0.020  1.503
 1QE  C34  C35  aromatic  1.394  0.020  1.394
 1QE  C34  C33  aromatic  1.386  0.020  1.386
 1QE  C35  C36  aromatic  1.387  0.020  1.387
 1QE  C33  C32  aromatic  1.389  0.020  1.389
 1QE  C36  C31  aromatic  1.399  0.020  1.399
 1QE  C32  C31  aromatic  1.396  0.020  1.396
 1QE  C31  N27  single    1.393  0.020  1.393
 1QE  S21  C22  aromatic  1.709  0.020  1.709
 1QE  S21  C25  aromatic  1.726  0.020  1.726
 1QE  N27  C26  single    1.369  0.020  1.369
 1QE  C22  C23  aromatic  1.362  0.020  1.362
 1QE  C26  C25  single    1.478  0.020  1.478
 1QE  C26  N28  double    1.276  0.020  1.276
 1QE  C25  C24  aromatic  1.366  0.020  1.366
 1QE  C23  C24  aromatic  1.417  0.020  1.417
 1QE  N08  H1   single    0.890  0.020  1.040
 1QE  C02  H2   single    0.930  0.020  1.080
 1QE  C03  H3   single    0.930  0.020  1.080
 1QE  C04  H4   single    0.930  0.020  1.080
 1QE  N07  H5   single    0.890  0.020  1.040
 1QE  C16  H6   single    0.930  0.020  1.080
 1QE  C12  H7   single    0.930  0.020  1.080
 1QE  C13  H8   single    0.930  0.020  1.080
 1QE  C14  H9   single    0.930  0.020  1.080
 1QE  C17  H10  single    0.970  0.020  1.090
 1QE  C17  H11  single    0.970  0.020  1.090
 1QE  C37  H12  single    0.970  0.020  1.090
 1QE  C37  H13  single    0.970  0.020  1.090
 1QE  C34  H14  single    0.930  0.020  1.080
 1QE  C33  H15  single    0.930  0.020  1.080
 1QE  C32  H16  single    0.930  0.020  1.080
 1QE  C36  H17  single    0.930  0.020  1.080
 1QE  N27  H18  single    0.860  0.020  1.020
 1QE  N28  H19  single    0.890  0.020  1.040
 1QE  C22  H20  single    0.930  0.020  1.080
 1QE  C23  H21  single    0.930  0.020  1.080
 1QE  C24  H22  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
 1QE  H1   N08  C06  112.15  3.000
 1QE  N07  C06  C05  113.59  3.000
 1QE  N07  C06  N08  127.98  3.000
 1QE  C05  C06  N08  118.43  3.000
 1QE  C04  C05  S01  111.00  3.000
 1QE  S01  C05  C06  122.15  3.000
 1QE  C04  C05  C06  126.83  3.000
 1QE  C02  S01  C05   91.91  3.000
 1QE  H2   C02  C03  128.04  3.000
 1QE  H2   C02  S01  120.19  3.000
 1QE  C03  C02  S01  111.77  3.000
 1QE  H3   C03  C04  124.02  3.000
 1QE  H3   C03  C02  123.46  3.000
 1QE  C04  C03  C02  112.52  3.000
 1QE  H4   C04  C03  124.35  3.000
 1QE  H4   C04  C05  122.85  3.000
 1QE  C03  C04  C05  112.79  3.000
 1QE  H5   N07  C11  114.78  3.000
 1QE  H5   N07  C06  115.54  3.000
 1QE  C11  N07  C06  125.11  3.000
 1QE  C12  C11  C16  119.39  3.000
 1QE  C16  C11  N07  119.09  3.000
 1QE  C12  C11  N07  121.47  3.000
 1QE  H6   C16  C15  119.51  3.000
 1QE  H6   C16  C11  119.24  3.000
 1QE  C15  C16  C11  121.25  3.000
 1QE  H7   C12  C13  119.76  3.000
 1QE  H7   C12  C11  120.77  3.000
 1QE  C13  C12  C11  119.46  3.000
 1QE  H8   C13  C14  119.88  3.000
 1QE  H8   C13  C12  119.23  3.000
 1QE  C14  C13  C12  120.88  3.000
 1QE  H9   C14  C15  119.86  3.000
 1QE  H9   C14  C13  119.96  3.000
 1QE  C15  C14  C13  120.18  3.000
 1QE  C17  C15  C14  120.93  3.000
 1QE  C17  C15  C16  120.18  3.000
 1QE  C14  C15  C16  118.83  3.000
 1QE  H11  C17  H10  106.96  3.000
 1QE  H11  C17  C37  109.12  3.000
 1QE  H10  C17  C37  109.23  3.000
 1QE  H11  C17  C15  109.78  3.000
 1QE  H10  C17  C15  110.08  3.000
 1QE  C37  C17  C15  111.55  3.000
 1QE  H13  C37  H12  106.88  3.000
 1QE  H13  C37  C35  109.89  3.000
 1QE  H12  C37  C35  109.86  3.000
 1QE  H13  C37  C17  109.21  3.000
 1QE  H12  C37  C17  108.92  3.000
 1QE  C35  C37  C17  111.94  3.000
 1QE  C36  C35  C34  118.84  3.000
 1QE  C36  C35  C37  119.95  3.000
 1QE  C34  C35  C37  121.19  3.000
 1QE  H14  C34  C33  120.22  3.000
 1QE  H14  C34  C35  120.09  3.000
 1QE  C33  C34  C35  119.69  3.000
 1QE  H15  C33  C32  118.70  3.000
 1QE  H15  C33  C34  119.65  3.000
 1QE  C32  C33  C34  121.64  3.000
 1QE  H16  C32  C31  120.43  3.000
 1QE  H16  C32  C33  120.44  3.000
 1QE  C31  C32  C33  119.14  3.000
 1QE  H17  C36  C31  119.16  3.000
 1QE  H17  C36  C35  119.05  3.000
 1QE  C31  C36  C35  121.79  3.000
 1QE  N27  C31  C36  116.32  3.000
 1QE  N27  C31  C32  124.76  3.000
 1QE  C36  C31  C32  118.91  3.000
 1QE  H18  N27  C26  115.80  3.000
 1QE  H18  N27  C31  113.95  3.000
 1QE  C26  N27  C31  130.09  3.000
 1QE  C25  C26  N28  123.51  3.000
 1QE  N28  C26  N27  122.96  3.000
 1QE  C25  C26  N27  113.54  3.000
 1QE  H19  N28  C26  110.19  3.000
 1QE  C24  C25  S21  110.90  3.000
 1QE  C24  C25  C26  126.67  3.000
 1QE  S21  C25  C26  122.41  3.000
 1QE  C22  S21  C25   91.95  3.000
 1QE  H20  C22  C23  128.11  3.000
 1QE  H20  C22  S21  120.10  3.000
 1QE  C23  C22  S21  111.78  3.000
 1QE  H21  C23  C24  123.98  3.000
 1QE  H21  C23  C22  123.48  3.000
 1QE  C24  C23  C22  112.54  3.000
 1QE  H22  C24  C23  123.82  3.000
 1QE  H22  C24  C25  123.33  3.000
 1QE  C23  C24  C25  112.83  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
 1QE  CONST_01  C02  C03  C04  C05     0.00   0.0  0
 1QE  CONST_02  C03  C02  S01  C05     0.00   0.0  0
 1QE  CONST_03  C04  C03  C02  S01     0.00   0.0  0
 1QE  CONST_04  C03  C04  C05  S01     0.00   0.0  0
 1QE  CONST_05  C04  C05  S01  C02     0.00   0.0  0
 1QE  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 1QE  CONST_07  C14  C15  C16  C11     0.00   0.0  0
 1QE  CONST_08  C13  C12  C11  C16     0.00   0.0  0
 1QE  CONST_09  C13  C14  C15  C16     0.00   0.0  0
 1QE  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 1QE  CONST_11  C15  C16  C11  C12     0.00   0.0  0
 1QE  CONST_12  C32  C33  C34  C35     0.00   0.0  0
 1QE  CONST_13  C32  C31  C36  C35     0.00   0.0  0
 1QE  CONST_14  C31  C36  C35  C34     0.00   0.0  0
 1QE  CONST_15  C31  C32  C33  C34     0.00   0.0  0
 1QE  CONST_16  C36  C35  C34  C33     0.00   0.0  0
 1QE  CONST_17  C36  C31  C32  C33     0.00   0.0  0
 1QE  CONST_18  C23  C22  S21  C25     0.00   0.0  0
 1QE  CONST_19  C22  C23  C24  C25     0.00   0.0  0
 1QE  CONST_20  C24  C23  C22  S21     0.00   0.0  0
 1QE  CONST_21  C23  C24  C25  S21     0.00   0.0  0
 1QE  CONST_22  C24  C25  S21  C22     0.00   0.0  0
 1QE  CONST_23  C03  C04  C05  C06   180.00   0.0  0
 1QE  CONST_24  C02  S01  C05  C06   180.00   0.0  0
 1QE  CONST_25  C13  C12  C11  N07   180.00   0.0  0
 1QE  CONST_26  C15  C16  C11  N07   180.00   0.0  0
 1QE  CONST_27  C17  C15  C16  C11   180.00   0.0  0
 1QE  CONST_28  C17  C15  C14  C13   180.00   0.0  0
 1QE  CONST_29  C33  C34  C35  C37   180.00   0.0  0
 1QE  CONST_30  C31  C36  C35  C37   180.00   0.0  0
 1QE  CONST_31  N27  C31  C36  C35   180.00   0.0  0
 1QE  CONST_32  N27  C31  C32  C33   180.00   0.0  0
 1QE  CONST_33  C22  S21  C25  C26   180.00   0.0  0
 1QE  CONST_34  C23  C24  C25  C26   180.00   0.0  0
 1QE  CONST_35  H3   C03  C04  C05   180.00   0.0  0
 1QE  CONST_36  H2   C02  S01  C05   180.00   0.0  0
 1QE  CONST_37  H4   C04  C05  S01   180.00   0.0  0
 1QE  CONST_38  H8   C13  C12  C11   180.00   0.0  0
 1QE  CONST_39  H7   C12  C11  C16   180.00   0.0  0
 1QE  CONST_40  H9   C14  C15  C16   180.00   0.0  0
 1QE  CONST_41  H6   C16  C11  C12   180.00   0.0  0
 1QE  CONST_42  H15  C33  C34  C35   180.00   0.0  0
 1QE  CONST_43  H17  C36  C35  C34   180.00   0.0  0
 1QE  CONST_44  H16  C32  C33  C34   180.00   0.0  0
 1QE  CONST_45  H14  C34  C33  C32   180.00   0.0  0
 1QE  CONST_46  H20  C22  S21  C25   180.00   0.0  0
 1QE  CONST_47  H21  C23  C24  C25   180.00   0.0  0
 1QE  CONST_48  H22  C24  C25  S21   180.00   0.0  0
 1QE  CONST_51  C11  N07  C06  C05   180.00   0.0  0
 1QE  CONST_52  C26  N27  C31  C32     0.00   0.0  0
 1QE  CONST_53  C26  N27  C31  C36   180.00   0.0  0
 1QE  CONST_54  C25  C26  N27  C31   180.00   0.0  0
 1QE  CONST_56  H18  N27  C31  C32   180.00   0.0  0
 1QE  CONST_57  C11  N07  C06  N08     0.00   0.0  0
 1QE  CONST_58  N28  C26  N27  C31     0.00   0.0  0
 1QE  CONST_59  H1   N08  C06  C05   180.00   0.0  0
 1QE  CONST_60  H19  N28  C26  C25     0.00   0.0  0
 1QE  Var_01    C04  C05  C06  N08   -25.68  30.0  1
 1QE  Var_02    C37  C17  C15  C16   -81.71  30.0  2
 1QE  Var_03    C35  C37  C17  C15  -178.06  30.0  3
 1QE  Var_04    C34  C35  C37  C17   -93.58  30.0  2
 1QE  Var_05    S21  C25  C26  N27    35.34  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
 1QE  plan-1  C06  0.020
 1QE  plan-1  C05  0.020
 1QE  plan-1  S01  0.020
 1QE  plan-1  C02  0.020
 1QE  plan-1  C03  0.020
 1QE  plan-1  C04  0.020
 1QE  plan-1  H2   0.020
 1QE  plan-1  H3   0.020
 1QE  plan-1  H4   0.020
 1QE  plan-2  C26  0.020
 1QE  plan-2  C25  0.020
 1QE  plan-2  S21  0.020
 1QE  plan-2  C22  0.020
 1QE  plan-2  C23  0.020
 1QE  plan-2  C24  0.020
 1QE  plan-2  H20  0.020
 1QE  plan-2  H21  0.020
 1QE  plan-2  H22  0.020
 1QE  plan-3  N07  0.020
 1QE  plan-3  C11  0.020
 1QE  plan-3  C16  0.020
 1QE  plan-3  C12  0.020
 1QE  plan-3  C13  0.020
 1QE  plan-3  C14  0.020
 1QE  plan-3  C15  0.020
 1QE  plan-3  C17  0.020
 1QE  plan-3  H6   0.020
 1QE  plan-3  H7   0.020
 1QE  plan-3  H8   0.020
 1QE  plan-3  H9   0.020
 1QE  plan-4  C37  0.020
 1QE  plan-4  C35  0.020
 1QE  plan-4  C34  0.020
 1QE  plan-4  C33  0.020
 1QE  plan-4  C32  0.020
 1QE  plan-4  C36  0.020
 1QE  plan-4  C31  0.020
 1QE  plan-4  N27  0.020
 1QE  plan-4  H14  0.020
 1QE  plan-4  H15  0.020
 1QE  plan-4  H16  0.020
 1QE  plan-4  H17  0.020
 1QE  plan-5  N08  0.020
 1QE  plan-5  C06  0.020
 1QE  plan-5  C05  0.020
 1QE  plan-5  N07  0.020
 1QE  plan-5  C11  0.020
 1QE  plan-5  H1   0.020
 1QE  plan-5  H5   0.020
 1QE  plan-6  C31  0.020
 1QE  plan-6  N27  0.020
 1QE  plan-6  C26  0.020
 1QE  plan-6  N28  0.020
 1QE  plan-6  C25  0.020
 1QE  plan-6  H18  0.020
 1QE  plan-6  H19  0.020

