# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 00:35:02 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: 4-[(~{Z})-1-cyano-2-[4-[2-(dimethylamino)ethyl-methyl-amino]phenyl]ethenyl]benzenecarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCN(C)c1ccc(cc1)\C=C(C#N)\c2ccc(cc2)C#N
#
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
 J8U  J8U  "4-[(~{Z})-1-cyano-2-[4-[2-(dimethylamino)ethyl-methyl-amino]phenyl]ethenyl]benzenecarbonitrile"  ligand  47  25  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_J8U
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
 J8U  C10  C  CH3   0  -0.550  30.0668   8.1412   1.4363
 J8U  C13  C  CR6   0   0.161  31.7790  16.5783   3.3414
 J8U  C17  C  CR16  0  -0.220  30.7948  18.7777   3.1160
 J8U  C20  C  CR16  0  -0.297  32.9135  17.1701   3.9060
 J8U  C21  C  CSP   0   0.052  32.0181  20.7650   3.8391
 J8U  C24  C  CH3   0  -0.525  26.5484   7.4803  -1.8124
 J8U  C01  C  CR16  0  -0.335  29.6148  11.6665   0.2545
 J8U  C02  C  CR6   0   0.408  30.0112  10.5287   0.9941
 J8U  C03  C  CR16  0  -0.336  30.7247  10.7673   2.1935
 J8U  C04  C  CR16  0  -0.297  31.0396  12.0396   2.6049
 J8U  C05  C  CR6   0   0.126  30.6661  13.1722   1.8610
 J8U  C06  C  CR16  0  -0.287  29.9362  12.9306   0.6832
 J8U  C08  C  CH2   0  -0.351  28.9114   9.0069  -0.5769
 J8U  C09  C  CH2   0  -0.269  27.4190   9.1052  -0.2629
 J8U  C11  C  C1    0  -0.284  30.9289  14.5420   2.1995
 J8U  C12  C  C     0  -0.006  31.7040  15.1180   3.1582
 J8U  C14  C  CSP   0  -0.016  32.5301  14.3460   4.0201
 J8U  C16  C  CR16  0  -0.319  30.7175  17.4082   2.9634
 J8U  C18  C  CR6   0  -0.012  31.9390  19.3519   3.6702
 J8U  C19  C  CR16  0  -0.219  32.9988  18.5389   4.0691
 J8U  C25  C  CH3   0  -0.517  25.2597   9.4027  -1.2501
 J8U  N07  N  NT    0  -0.492  29.7317   9.2672   0.5896
 J8U  N15  N  NS    0  -0.254  33.2228  13.7567   4.7316
 J8U  N22  N  NS    0  -0.249  32.0829  21.9077   3.9749
 J8U  N23  N  NT    0  -0.407  26.5962   8.8775  -1.4330
 J8U  H1   H  HCH3  0   0.243  29.5707   8.1913   2.4086
 J8U  H2   H  HCH3  0   0.266  29.7491   7.2244   0.9474
 J8U  H3   H  HCH3  0   0.248  31.1432   8.0703   1.6055
 J8U  H4   H  HCR6  0   0.283  29.9613  19.4008   2.8211
 J8U  H5   H  HCR6  0   0.271  33.7536  16.5613   4.2138
 J8U  H6   H  HCH3  0   0.235  27.5423   7.0993  -2.0466
 J8U  H7   H  HCH3  0   0.193  26.1187   6.8379  -1.0277
 J8U  H8   H  HCH3  0   0.235  25.9387   7.3629  -2.7090
 J8U  H9   H  HCR6  0   0.271  29.0449  11.5699  -0.6581
 J8U  H10  H  HCR6  0   0.276  31.0328   9.9430   2.8198
 J8U  H11  H  HCR6  0   0.262  31.5715  12.1374   3.5396
 J8U  H12  H  HCR6  0   0.262  29.6081  13.7730   0.0854
 J8U  H13  H  HCH2  0   0.267  29.1693   8.0130  -0.9418
 J8U  H14  H  HCH2  0   0.255  29.1647   9.6959  -1.3833
 J8U  H15  H  HCH2  0   0.239  27.2140  10.1121   0.1102
 J8U  H16  H  HCH2  0   0.203  27.1725   8.4129   0.5607
 J8U  H17  H  H     0   0.276  30.4227  15.2450   1.5460
 J8U  H18  H  HCR6  0   0.271  29.8038  16.9862   2.5674
 J8U  H19  H  HCR6  0   0.283  33.8888  18.9762   4.5010
 J8U  H20  H  HCH3  0   0.233  25.3026  10.4698  -1.0284
 J8U  H21  H  HCH3  0   0.231  24.6808   9.2761  -2.1664
 J8U  H22  H  HCH3  0   0.191  24.7040   8.9124  -0.4352

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
 J8U  C25  N23  single    1.448  0.020  1.448
 J8U  N23  C24  single    1.449  0.020  1.449
 J8U  N23  C09  single    1.448  0.020  1.448
 J8U  C08  C09  single    1.528  0.020  1.528
 J8U  C08  N07  single    1.450  0.020  1.450
 J8U  C01  C06  aromatic  1.373  0.020  1.373
 J8U  C01  C02  aromatic  1.414  0.020  1.414
 J8U  N07  C02  single    1.354  0.020  1.354
 J8U  N07  C10  single    1.448  0.020  1.448
 J8U  C06  C05  aromatic  1.407  0.020  1.407
 J8U  C02  C03  aromatic  1.416  0.020  1.416
 J8U  C05  C11  single    1.435  0.020  1.435
 J8U  C05  C04  aromatic  1.406  0.020  1.406
 J8U  C03  C04  aromatic  1.374  0.020  1.374
 J8U  C11  C12  double    1.361  0.020  1.361
 J8U  C16  C17  aromatic  1.380  0.020  1.380
 J8U  C16  C13  aromatic  1.400  0.020  1.400
 J8U  C17  C18  aromatic  1.395  0.020  1.395
 J8U  C12  C13  single    1.474  0.020  1.474
 J8U  C12  C14  single    1.422  0.020  1.422
 J8U  C13  C20  aromatic  1.399  0.020  1.399
 J8U  C18  C21  single    1.425  0.020  1.425
 J8U  C18  C19  aromatic  1.394  0.020  1.394
 J8U  C14  N15  triple    1.155  0.020  1.155
 J8U  C21  N22  triple    1.153  0.020  1.153
 J8U  C20  C19  aromatic  1.381  0.020  1.381
 J8U  C10  H1   single    0.970  0.020  1.090
 J8U  C10  H2   single    0.970  0.020  1.090
 J8U  C10  H3   single    0.970  0.020  1.090
 J8U  C17  H4   single    0.930  0.020  1.080
 J8U  C20  H5   single    0.930  0.020  1.080
 J8U  C24  H6   single    0.970  0.020  1.090
 J8U  C24  H7   single    0.970  0.020  1.090
 J8U  C24  H8   single    0.970  0.020  1.090
 J8U  C01  H9   single    0.930  0.020  1.080
 J8U  C03  H10  single    0.930  0.020  1.080
 J8U  C04  H11  single    0.930  0.020  1.080
 J8U  C06  H12  single    0.930  0.020  1.080
 J8U  C08  H13  single    0.970  0.020  1.090
 J8U  C08  H14  single    0.970  0.020  1.090
 J8U  C09  H15  single    0.970  0.020  1.090
 J8U  C09  H16  single    0.970  0.020  1.090
 J8U  C11  H17  single    0.930  0.020  1.080
 J8U  C16  H18  single    0.930  0.020  1.080
 J8U  C19  H19  single    0.930  0.020  1.080
 J8U  C25  H20  single    0.970  0.020  1.090
 J8U  C25  H21  single    0.970  0.020  1.090
 J8U  C25  H22  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
 J8U  H3   C10  H2   107.65  3.000
 J8U  H3   C10  H1   108.21  3.000
 J8U  H2   C10  H1   107.84  3.000
 J8U  H3   C10  N07  111.67  3.000
 J8U  H2   C10  N07  108.99  3.000
 J8U  H1   C10  N07  112.30  3.000
 J8U  C16  C13  C12  121.03  3.000
 J8U  C12  C13  C20  120.72  3.000
 J8U  C16  C13  C20  118.25  3.000
 J8U  H4   C17  C18  120.22  3.000
 J8U  H4   C17  C16  119.88  3.000
 J8U  C18  C17  C16  119.89  3.000
 J8U  H5   C20  C19  118.43  3.000
 J8U  H5   C20  C13  120.43  3.000
 J8U  C19  C20  C13  121.14  3.000
 J8U  N22  C21  C18  180.00  3.000
 J8U  H8   C24  H7   107.75  3.000
 J8U  H8   C24  H6   107.20  3.000
 J8U  H7   C24  H6   107.76  3.000
 J8U  H8   C24  N23  109.73  3.000
 J8U  H7   C24  N23  112.88  3.000
 J8U  H6   C24  N23  111.30  3.000
 J8U  H9   C01  C06  118.01  3.000
 J8U  H9   C01  C02  121.19  3.000
 J8U  C06  C01  C02  120.80  3.000
 J8U  N07  C02  C03  120.94  3.000
 J8U  C03  C02  C01  116.67  3.000
 J8U  N07  C02  C01  122.40  3.000
 J8U  H10  C03  C04  117.89  3.000
 J8U  H10  C03  C02  120.42  3.000
 J8U  C04  C03  C02  121.68  3.000
 J8U  H11  C04  C05  121.07  3.000
 J8U  H11  C04  C03  117.12  3.000
 J8U  C05  C04  C03  121.80  3.000
 J8U  C11  C05  C06  117.16  3.000
 J8U  C11  C05  C04  126.55  3.000
 J8U  C06  C05  C04  116.27  3.000
 J8U  H12  C06  C05  119.04  3.000
 J8U  H12  C06  C01  118.20  3.000
 J8U  C05  C06  C01  122.76  3.000
 J8U  H14  C08  H13  105.88  3.000
 J8U  H14  C08  N07  110.50  3.000
 J8U  H13  C08  N07  107.42  3.000
 J8U  H14  C08  C09  109.76  3.000
 J8U  H13  C08  C09  111.01  3.000
 J8U  N07  C08  C09  112.07  3.000
 J8U  H16  C09  H15  106.33  3.000
 J8U  H16  C09  N23  112.17  3.000
 J8U  H15  C09  N23  108.30  3.000
 J8U  H16  C09  C08  109.33  3.000
 J8U  H15  C09  C08  108.21  3.000
 J8U  N23  C09  C08  112.25  3.000
 J8U  H17  C11  C12  114.57  3.000
 J8U  H17  C11  C05  113.01  3.000
 J8U  C12  C11  C05  132.41  3.000
 J8U  C14  C12  C11  121.89  3.000
 J8U  C14  C12  C13  115.67  3.000
 J8U  C11  C12  C13  122.41  3.000
 J8U  N15  C14  C12  180.00  3.000
 J8U  H18  C16  C17  118.36  3.000
 J8U  H18  C16  C13  120.55  3.000
 J8U  C17  C16  C13  121.07  3.000
 J8U  C19  C18  C21  120.14  3.000
 J8U  C19  C18  C17  119.82  3.000
 J8U  C21  C18  C17  120.04  3.000
 J8U  H19  C19  C18  120.27  3.000
 J8U  H19  C19  C20  119.91  3.000
 J8U  C18  C19  C20  119.82  3.000
 J8U  H22  C25  H21  107.57  3.000
 J8U  H22  C25  H20  107.75  3.000
 J8U  H21  C25  H20  107.76  3.000
 J8U  H22  C25  N23  113.44  3.000
 J8U  H21  C25  N23  109.98  3.000
 J8U  H20  C25  N23  110.14  3.000
 J8U  C08  N07  C02  121.63  3.000
 J8U  C02  N07  C10  120.14  3.000
 J8U  C08  N07  C10  117.50  3.000
 J8U  C25  N23  C09  111.43  3.000
 J8U  C09  N23  C24  112.46  3.000
 J8U  C25  N23  C24  110.65  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
 J8U  CONST_01  C18  C17  C16  C13     0.00   0.0  0
 J8U  CONST_02  C18  C19  C20  C13     0.00   0.0  0
 J8U  CONST_03  C20  C13  C16  C17     0.00   0.0  0
 J8U  CONST_04  C20  C19  C18  C17     0.00   0.0  0
 J8U  CONST_05  C04  C05  C06  C01     0.00   0.0  0
 J8U  CONST_06  C04  C03  C02  C01     0.00   0.0  0
 J8U  CONST_07  C05  C06  C01  C02     0.00   0.0  0
 J8U  CONST_08  C05  C04  C03  C02     0.00   0.0  0
 J8U  CONST_09  C06  C01  C02  C03     0.00   0.0  0
 J8U  CONST_10  C06  C05  C04  C03     0.00   0.0  0
 J8U  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 J8U  CONST_12  C19  C20  C13  C16     0.00   0.0  0
 J8U  CONST_13  C12  C13  C16  C17   180.00   0.0  0
 J8U  CONST_14  C21  C18  C19  C20   180.00   0.0  0
 J8U  CONST_15  C16  C17  C18  C21   180.00   0.0  0
 J8U  CONST_16  C11  C05  C06  C01   180.00   0.0  0
 J8U  CONST_17  C11  C05  C04  C03   180.00   0.0  0
 J8U  CONST_18  N07  C02  C03  C04   180.00   0.0  0
 J8U  CONST_19  N07  C02  C01  C06   180.00   0.0  0
 J8U  CONST_20  C19  C20  C13  C12   180.00   0.0  0
 J8U  CONST_21  H4   C17  C16  C13   180.00   0.0  0
 J8U  CONST_22  H19  C19  C20  C13   180.00   0.0  0
 J8U  CONST_23  H19  C19  C18  C17   180.00   0.0  0
 J8U  CONST_24  H18  C16  C13  C20   180.00   0.0  0
 J8U  CONST_25  H10  C03  C02  C01   180.00   0.0  0
 J8U  CONST_26  H12  C06  C01  C02   180.00   0.0  0
 J8U  CONST_27  H11  C04  C03  C02   180.00   0.0  0
 J8U  CONST_28  H9   C01  C02  C03   180.00   0.0  0
 J8U  CONST_29  H12  C06  C05  C04   180.00   0.0  0
 J8U  CONST_30  H9   C01  C06  C05   180.00   0.0  0
 J8U  CONST_31  H10  C03  C04  C05   180.00   0.0  0
 J8U  CONST_32  H11  C04  C05  C06   180.00   0.0  0
 J8U  CONST_33  H5   C20  C13  C16   180.00   0.0  0
 J8U  CONST_34  H18  C16  C17  C18   180.00   0.0  0
 J8U  CONST_35  H5   C20  C19  C18   180.00   0.0  0
 J8U  CONST_36  H4   C17  C18  C19   180.00   0.0  0
 J8U  CONST_37  C01  C02  N07  C10   180.00   0.0  0
 J8U  CONST_38  C03  C02  N07  C10     0.00   0.0  0
 J8U  CONST_39  C08  N07  C02  C01     0.00   0.0  0
 J8U  CONST_40  C08  N07  C02  C03   180.00   0.0  0
 J8U  Var_01    C05  C11  C12  C13  -177.84   0.0  2
 J8U  Var_02    C11  C12  C13  C20  -153.90  30.0  2
 J8U  Var_03    C14  C12  C13  C20    24.06  30.0  2
 J8U  Var_04    C12  C11  C05  C04     9.59  30.0  2
 J8U  Var_05    C12  C11  C05  C06  -171.93  30.0  2
 J8U  Var_06    C16  C13  C12  C11    26.46  30.0  2
 J8U  Var_07    C16  C13  C12  C14  -155.58  30.0  2
 J8U  Var_08    H17  C11  C05  C04  -171.85  30.0  2
 J8U  Var_09    H17  C11  C05  C06     6.63  30.0  2
 J8U  Var_10    C14  C12  C11  C05     4.32   0.0  2
 J8U  Var_11    N15  C14  C12  C13   -13.12  30.0  3
 J8U  Var_12    C09  C08  N07  C02   -81.49  30.0  1
 J8U  Var_13    H17  C11  C12  C13     3.62   0.0  2
 J8U  Var_14    H13  C08  N07  C02   156.33  30.0  1
 J8U  Var_15    H14  C08  N07  C02    41.27  30.0  1
 J8U  Var_16    H1   C10  N07  C02    59.56  30.0  3
 J8U  Var_17    H2   C10  N07  C02   178.99  30.0  3
 J8U  Var_18    H3   C10  N07  C02   -62.21  30.0  3
 J8U  Var_19    C09  C08  N07  C10    88.77  30.0  1
 J8U  Var_20    C08  C09  N23  C24    74.52  30.0  3
 J8U  Var_21    C25  N23  C09  C08  -160.58  30.0  1
 J8U  Var_22    N15  C14  C12  C11   164.86  30.0  3
 J8U  Var_23    N23  C09  C08  N07   178.61  30.0  3
 J8U  Var_24    H17  C11  C12  C14  -174.22   0.0  2
 J8U  Var_25    H13  C08  N07  C10   -33.42  30.0  1
 J8U  Var_26    H14  C08  N07  C10  -148.47  30.0  1
 J8U  Var_27    H20  C25  N23  C24  -176.34  30.0  3
 J8U  Var_28    H21  C25  N23  C24   -57.71  30.0  3
 J8U  Var_29    H22  C25  N23  C24    62.80  30.0  3
 J8U  Var_30    H15  C09  N23  C24  -166.08  30.0  3
 J8U  Var_31    H16  C09  N23  C24   -49.05  30.0  3
 J8U  Var_32    H1   C10  N07  C08  -110.86  30.0  3
 J8U  Var_33    H2   C10  N07  C08     8.58  30.0  3
 J8U  Var_34    H3   C10  N07  C08   127.38  30.0  3
 J8U  Var_35    H20  C25  N23  C09    57.77  30.0  3
 J8U  Var_36    H21  C25  N23  C09   176.39  30.0  3
 J8U  Var_37    H22  C25  N23  C09   -63.10  30.0  3
 J8U  Var_38    H6   C24  N23  C09   -60.17  30.0  3
 J8U  Var_39    H7   C24  N23  C09    61.16  30.0  3
 J8U  Var_40    H8   C24  N23  C09  -178.66  30.0  3
 J8U  Var_41    H6   C24  N23  C25   174.51  30.0  3
 J8U  Var_42    H7   C24  N23  C25   -64.17  30.0  3
 J8U  Var_43    H8   C24  N23  C25    56.02  30.0  3
 J8U  Var_44    H15  C09  N23  C25   -41.18  30.0  3
 J8U  Var_45    H16  C09  N23  C25    75.85  30.0  3
 J8U  Var_46    H15  C09  C08  N07    59.16  30.0  3
 J8U  Var_47    H16  C09  C08  N07   -56.25  30.0  3
 J8U  Var_48    H13  C08  C09  N23   -61.27  30.0  1
 J8U  Var_49    H14  C08  C09  N23    55.44  30.0  1

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
 J8U  plan-1  C01  0.020
 J8U  plan-1  C02  0.020
 J8U  plan-1  C03  0.020
 J8U  plan-1  C04  0.020
 J8U  plan-1  C05  0.020
 J8U  plan-1  C06  0.020
 J8U  plan-1  C11  0.020
 J8U  plan-1  N07  0.020
 J8U  plan-1  H9   0.020
 J8U  plan-1  H10  0.020
 J8U  plan-1  H11  0.020
 J8U  plan-1  H12  0.020
 J8U  plan-2  C13  0.020
 J8U  plan-2  C17  0.020
 J8U  plan-2  C20  0.020
 J8U  plan-2  C21  0.020
 J8U  plan-2  C12  0.020
 J8U  plan-2  C16  0.020
 J8U  plan-2  C18  0.020
 J8U  plan-2  C19  0.020
 J8U  plan-2  N22  0.020
 J8U  plan-2  H4   0.020
 J8U  plan-2  H5   0.020
 J8U  plan-2  H18  0.020
 J8U  plan-2  H19  0.020
 J8U  plan-3  C10  0.020
 J8U  plan-3  C02  0.020
 J8U  plan-3  C08  0.020
 J8U  plan-3  N07  0.020
 J8U  plan-4  C13  0.020
 J8U  plan-4  C05  0.020
 J8U  plan-4  C11  0.020
 J8U  plan-4  C12  0.020
 J8U  plan-4  C14  0.020
 J8U  plan-4  H17  0.020

