# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 00:15:16 2021
#   Inital geometry file: a 76 line input string
#   Ligand name: 5-[2,5-bis(oxidanylidene)pyrrol-1-yl]-2-methyl-benzenecarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1C#N)N2C(=O)C=CC2=O
#
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
 SOV  SOV  5-[2,5-bis(oxidanylidene)pyrrol-1-yl]-2-methyl-benzenecarbonitrile  ligand  24  16  .  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_SOV
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
 SOV  N1   N  NS    0  -0.244  21.7239  113.0740  16.7810
 SOV  C4   C  CSP   0   0.035  21.8782  113.2006  15.6462
 SOV  C5   C  CR6   0   0.137  21.7201  112.2982  13.3809
 SOV  C6   C  CH3   0  -0.742  21.1522  111.0193  13.9108
 SOV  C7   C  CR16  0  -0.307  21.9220  112.4933  12.0199
 SOV  C8   C  CR16  0  -0.236  22.4346  113.6827  11.5271
 SOV  C10  C  CR15  0  -0.306  23.6121  118.1274  11.3466
 SOV  N    N  NR5   0  -0.707  23.3115  115.9138  11.9000
 SOV  C    C  CR5   0   0.560  24.5209  116.0277  11.2238
 SOV  O    O  O     0  -0.385  25.2691  115.1211  10.9776
 SOV  C1   C  CR6   0   0.336  22.7799  114.7068  12.3987
 SOV  C11  C  CR15  0  -0.308  24.6713  117.4714  10.8894
 SOV  C2   C  CR16  0  -0.258  22.6019  114.5444  13.7611
 SOV  C3   C  CR6   0  -0.016  22.0663  113.3513  14.2391
 SOV  C9   C  CR5   0   0.560  22.6992  117.1570  12.0123
 SOV  O1   O  O     0  -0.385  21.6443  117.3675  12.5465
 SOV  H1   H  HCH3  0   0.262  21.8070  110.5738  14.6608
 SOV  H2   H  HCH3  0   0.264  20.1826  111.1844  14.3837
 SOV  H3   H  HCH3  0   0.266  21.0140  110.2937  13.1120
 SOV  H4   H  HCR6  0   0.275  21.6652  111.7020  11.3278
 SOV  H5   H  HCR6  0   0.287  22.5599  113.8136  10.4604
 SOV  H6   H  HCR5  0   0.309  23.3898  119.1811  11.2785
 SOV  H7   H  HCR5  0   0.309  25.5283  117.8591  10.3606
 SOV  H8   H  HCR6  0   0.295  22.8811  115.3292  14.4512

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
 SOV  O    C    double    1.201  0.020  1.201
 SOV  C11  C    single    1.489  0.020  1.489
 SOV  C11  C10  double    1.327  0.020  1.327
 SOV  C    N    single    1.390  0.020  1.390
 SOV  C10  C9   single    1.489  0.020  1.489
 SOV  C8   C7   aromatic  1.386  0.020  1.386
 SOV  C8   C1   aromatic  1.388  0.020  1.388
 SOV  N    C9   single    1.390  0.020  1.390
 SOV  N    C1   single    1.410  0.020  1.410
 SOV  C7   C5   aromatic  1.390  0.020  1.390
 SOV  C9   O1   double    1.201  0.020  1.201
 SOV  C1   C2   aromatic  1.384  0.020  1.384
 SOV  C5   C6   single    1.496  0.020  1.496
 SOV  C5   C3   aromatic  1.402  0.020  1.402
 SOV  C2   C3   aromatic  1.392  0.020  1.392
 SOV  C3   C4   single    1.428  0.020  1.428
 SOV  C4   N1   triple    1.152  0.020  1.152
 SOV  C6   H1   single    0.970  0.020  1.090
 SOV  C6   H2   single    0.970  0.020  1.090
 SOV  C6   H3   single    0.970  0.020  1.090
 SOV  C7   H4   single    0.930  0.020  1.080
 SOV  C8   H5   single    0.930  0.020  1.080
 SOV  C10  H6   single    0.930  0.020  1.080
 SOV  C11  H7   single    0.930  0.020  1.080
 SOV  C2   H8   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
 SOV  C3   C4   N1   180.00  3.000
 SOV  C3   C5   C7   117.27  3.000
 SOV  C3   C5   C6   121.26  3.000
 SOV  C7   C5   C6   121.46  3.000
 SOV  H3   C6   H2   107.84  3.000
 SOV  H3   C6   H1   107.98  3.000
 SOV  H2   C6   H1   107.29  3.000
 SOV  H3   C6   C5   110.99  3.000
 SOV  H2   C6   C5   111.18  3.000
 SOV  H1   C6   C5   111.39  3.000
 SOV  H4   C7   C8   119.21  3.000
 SOV  H4   C7   C5   119.29  3.000
 SOV  C8   C7   C5   121.50  3.000
 SOV  H5   C8   C1   120.06  3.000
 SOV  H5   C8   C7   119.82  3.000
 SOV  C1   C8   C7   120.12  3.000
 SOV  H6   C10  C9   122.56  3.000
 SOV  H6   C10  C11  128.71  3.000
 SOV  C9   C10  C11  108.73  3.000
 SOV  C9   N    C1   124.81  3.000
 SOV  C1   N    C    124.76  3.000
 SOV  C9   N    C    110.43  3.000
 SOV  C11  C    O    128.52  3.000
 SOV  C11  C    N    106.05  3.000
 SOV  O    C    N    125.43  3.000
 SOV  C2   C1   N    119.82  3.000
 SOV  C2   C1   C8   119.98  3.000
 SOV  N    C1   C8   120.20  3.000
 SOV  H7   C11  C    122.58  3.000
 SOV  H7   C11  C10  128.69  3.000
 SOV  C    C11  C10  108.73  3.000
 SOV  H8   C2   C3   120.13  3.000
 SOV  H8   C2   C1   120.65  3.000
 SOV  C3   C2   C1   119.21  3.000
 SOV  C2   C3   C5   121.90  3.000
 SOV  C2   C3   C4   118.65  3.000
 SOV  C5   C3   C4   119.44  3.000
 SOV  O1   C9   N    125.41  3.000
 SOV  O1   C9   C10  128.53  3.000
 SOV  N    C9   C10  106.06  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
 SOV  CONST_01  C1   C8  C7  C5     0.00   0.0  0
 SOV  CONST_02  C1   C2  C3  C5     0.00   0.0  0
 SOV  CONST_03  C2   C1  C8  C7     0.00   0.0  0
 SOV  CONST_04  C2   C3  C5  C7     0.00   0.0  0
 SOV  CONST_05  C3   C5  C7  C8     0.00   0.0  0
 SOV  CONST_06  C3   C2  C1  C8     0.00   0.0  0
 SOV  CONST_07  N    C1  C8  C7   180.00   0.0  0
 SOV  CONST_08  C3   C2  C1  N    180.00   0.0  0
 SOV  CONST_09  C11  C   N   C1   180.00   0.0  0
 SOV  CONST_10  C9   N   C   C11    0.00   0.0  0
 SOV  CONST_11  C7   C5  C3  C4   180.00   0.0  0
 SOV  CONST_12  C1   C2  C3  C4   180.00   0.0  0
 SOV  CONST_13  C8   C7  C5  C6   180.00   0.0  0
 SOV  CONST_14  C2   C3  C5  C6   180.00   0.0  0
 SOV  CONST_15  C9   N   C   O    180.00   0.0  0
 SOV  CONST_16  C1   N   C   O      0.00   0.0  0
 SOV  CONST_17  H5   C8  C7  C5   180.00   0.0  0
 SOV  CONST_18  H8   C2  C3  C5   180.00   0.0  0
 SOV  CONST_19  H4   C7  C8  C1   180.00   0.0  0
 SOV  Var_01    C    N   C1  C8   -63.63  30.0  2
 SOV  Var_02    H1   C6  C5  C7   124.79  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
 SOV  plan-1  C10  0.020
 SOV  plan-1  N    0.020
 SOV  plan-1  C    0.020
 SOV  plan-1  O    0.020
 SOV  plan-1  C1   0.020
 SOV  plan-1  C11  0.020
 SOV  plan-1  C9   0.020
 SOV  plan-1  O1   0.020
 SOV  plan-1  H6   0.020
 SOV  plan-1  H7   0.020
 SOV  plan-2  N1   0.020
 SOV  plan-2  C4   0.020
 SOV  plan-2  C5   0.020
 SOV  plan-2  C6   0.020
 SOV  plan-2  C7   0.020
 SOV  plan-2  C8   0.020
 SOV  plan-2  N    0.020
 SOV  plan-2  C1   0.020
 SOV  plan-2  C2   0.020
 SOV  plan-2  C3   0.020
 SOV  plan-2  H4   0.020
 SOV  plan-2  H5   0.020
 SOV  plan-2  H8   0.020

