# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 20:27:04 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: N-(furan-2-ylmethyl)quinoxaline-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NCc1occc1)c2ccc3nccnc3c2
#
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
 ODH  ODH  N-(furan-2-ylmethyl)quinoxaline-6-carboxamide  ligand  30  19  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ODH
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
 ODH  C    C  C     0   0.542   0.6894   0.9792   0.0501
 ODH  N    N  N     0  -0.377  -4.0758   0.9380   0.9181
 ODH  O    O  O     0  -0.406   3.8193   0.0770   0.9797
 ODH  C1   C  CR6   0  -0.033  -0.6299   0.2748  -0.0434
 ODH  N1   N  N     0  -0.376  -4.3296  -1.6056  -0.2412
 ODH  O1   O  O     0  -0.479   0.9081   1.7863   0.9410
 ODH  C2   C  CR16  0  -0.333  -1.7313   0.9032   0.4804
 ODH  N2   N  NH1   0  -0.640   1.5773   0.6835  -0.9127
 ODH  C3   C  CR66  0   0.256  -2.9969   0.2902   0.4159
 ODH  C4   C  CR16  0  -0.111  -5.2208   0.3258   0.8330
 ODH  C5   C  CR16  0  -0.109  -5.3486  -0.9599   0.2473
 ODH  C6   C  CR66  0   0.230  -3.1251  -0.9908  -0.1692
 ODH  C7   C  CR16  0  -0.289  -1.9785  -1.6326  -0.6796
 ODH  C8   C  CR16  0  -0.284  -0.7624  -1.0110  -0.6208
 ODH  C9   C  CH2   0  -0.412   2.9144   1.2377  -0.9547
 ODH  C10  C  CR5   0   0.368   3.9307   0.3431  -0.3397
 ODH  C11  C  CR15  0  -0.006   4.8286  -0.7537   1.3173
 ODH  C12  C  CR15  0  -0.335   5.5937  -1.0251   0.2357
 ODH  C13  C  CR15  0  -0.377   5.0027  -0.3089  -0.8511
 ODH  H2   H  HCR6  0   0.274  -1.6538   1.8800   0.9399
 ODH  HN2  H  HNH1  0   0.415   1.3245   0.0505  -1.6537
 ODH  H4   H  HCR6  0   0.282  -6.0977   0.8272   1.2261
 ODH  H5   H  HCR6  0   0.283  -6.3224  -1.4333   0.1969
 ODH  H7   H  HCR6  0   0.277  -2.0801  -2.6198  -1.1108
 ODH  H8   H  HCR6  0   0.269   0.1059  -1.5343  -0.9999
 ODH  H9   H  HCH2  0   0.290   3.1887   1.4025  -1.9957
 ODH  H9A  H  HCH2  0   0.276   2.9034   2.2130  -0.4669
 ODH  H11  H  HCR5  0   0.279   4.8757  -1.0635   2.3486
 ODH  H12  H  HCR5  0   0.263   6.4667  -1.6563   0.2094
 ODH  H13  H  HCR5  0   0.263   5.3316  -0.2844  -1.8777

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
 ODH  C    C1   single    1.498  0.020  1.498
 ODH  C    O1   double    1.222  0.020  1.222
 ODH  C    N2   single    1.343  0.020  1.343
 ODH  N    C3   aromatic  1.355  0.020  1.355
 ODH  N    C4   aromatic  1.301  0.020  1.301
 ODH  O    C10  aromatic  1.351  0.020  1.351
 ODH  O    C11  aromatic  1.350  0.020  1.350
 ODH  C1   C2   aromatic  1.372  0.020  1.372
 ODH  C1   C8   aromatic  1.416  0.020  1.416
 ODH  N1   C5   aromatic  1.302  0.020  1.302
 ODH  N1   C6   aromatic  1.354  0.020  1.354
 ODH  C2   C3   aromatic  1.408  0.020  1.408
 ODH  N2   C9   single    1.448  0.020  1.448
 ODH  C3   C6   aromatic  1.414  0.020  1.414
 ODH  C4   C5   aromatic  1.419  0.020  1.419
 ODH  C6   C7   aromatic  1.410  0.020  1.410
 ODH  C7   C8   aromatic  1.367  0.020  1.367
 ODH  C9   C10  single    1.487  0.020  1.487
 ODH  C10  C13  aromatic  1.355  0.020  1.355
 ODH  C11  C12  aromatic  1.352  0.020  1.352
 ODH  C12  C13  aromatic  1.429  0.020  1.429
 ODH  C2   H2   single    0.930  0.020  1.080
 ODH  N2   HN2  single    0.860  0.020  1.020
 ODH  C4   H4   single    0.930  0.020  1.080
 ODH  C5   H5   single    0.930  0.020  1.080
 ODH  C7   H7   single    0.930  0.020  1.080
 ODH  C8   H8   single    0.930  0.020  1.080
 ODH  C9   H9   single    0.970  0.020  1.090
 ODH  C9   H9A  single    0.970  0.020  1.090
 ODH  C11  H11  single    0.930  0.020  1.080
 ODH  C12  H12  single    0.930  0.020  1.080
 ODH  C13  H13  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
 ODH  N2   C    O1   123.36  3.000
 ODH  N2   C    C1   115.72  3.000
 ODH  O1   C    C1   120.91  3.000
 ODH  C4   N    C3   116.84  3.000
 ODH  C11  O    C10  107.69  3.000
 ODH  C8   C1   C2   119.77  3.000
 ODH  C8   C1   C    122.33  3.000
 ODH  C2   C1   C    117.88  3.000
 ODH  C6   N1   C5   116.82  3.000
 ODH  H2   C2   C3   118.48  3.000
 ODH  H2   C2   C1   121.19  3.000
 ODH  C3   C2   C1   120.32  3.000
 ODH  HN2  N2   C9   116.82  3.000
 ODH  HN2  N2   C    120.01  3.000
 ODH  C9   N2   C    123.17  3.000
 ODH  C6   C3   C2   119.66  3.000
 ODH  C6   C3   N    120.95  3.000
 ODH  C2   C3   N    119.39  3.000
 ODH  H4   C4   C5   119.74  3.000
 ODH  H4   C4   N    118.07  3.000
 ODH  C5   C4   N    122.19  3.000
 ODH  H5   C5   C4   119.73  3.000
 ODH  H5   C5   N1   117.99  3.000
 ODH  C4   C5   N1   122.28  3.000
 ODH  C7   C6   C3   119.25  3.000
 ODH  C7   C6   N1   119.83  3.000
 ODH  C3   C6   N1   120.92  3.000
 ODH  H7   C7   C8   121.03  3.000
 ODH  H7   C7   C6   118.91  3.000
 ODH  C8   C7   C6   120.06  3.000
 ODH  H8   C8   C7   118.60  3.000
 ODH  H8   C8   C1   120.46  3.000
 ODH  C7   C8   C1   120.92  3.000
 ODH  H9A  C9   H9   107.15  3.000
 ODH  H9A  C9   C10  111.10  3.000
 ODH  H9   C9   C10  108.31  3.000
 ODH  H9A  C9   N2   108.67  3.000
 ODH  H9   C9   N2   108.55  3.000
 ODH  C10  C9   N2   112.88  3.000
 ODH  C13  C10  C9   132.38  3.000
 ODH  C13  C10  O    109.83  3.000
 ODH  C9   C10  O    117.78  3.000
 ODH  H11  C11  C12  133.06  3.000
 ODH  H11  C11  O    116.67  3.000
 ODH  C12  C11  O    110.27  3.000
 ODH  H12  C12  C13  127.57  3.000
 ODH  H12  C12  C11  126.55  3.000
 ODH  C13  C12  C11  105.88  3.000
 ODH  H13  C13  C12  127.53  3.000
 ODH  H13  C13  C10  126.14  3.000
 ODH  C12  C13  C10  106.33  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
 ODH  CONST_01  C1   C2   C3   N    180.00   0.0  0
 ODH  CONST_02  N1   C6   C3   N      0.00   0.0  0
 ODH  CONST_03  C7   C6   C3   N    180.00   0.0  0
 ODH  CONST_04  N1   C5   C4   N      0.00   0.0  0
 ODH  CONST_05  C12  C13  C10  O      0.00   0.0  0
 ODH  CONST_06  C13  C12  C11  O      0.00   0.0  0
 ODH  CONST_07  C6   C3   C2   C1     0.00   0.0  0
 ODH  CONST_08  C6   C7   C8   C1     0.00   0.0  0
 ODH  CONST_09  C2   C3   C6   N1   180.00   0.0  0
 ODH  CONST_10  C8   C7   C6   N1   180.00   0.0  0
 ODH  CONST_11  C7   C8   C1   C2     0.00   0.0  0
 ODH  CONST_12  C4   N    C3   C2   180.00   0.0  0
 ODH  CONST_13  C7   C6   C3   C2     0.00   0.0  0
 ODH  CONST_14  C5   C4   N    C3     0.00   0.0  0
 ODH  CONST_15  C8   C1   C2   C3     0.00   0.0  0
 ODH  CONST_16  C5   N1   C6   C3     0.00   0.0  0
 ODH  CONST_17  C8   C7   C6   C3     0.00   0.0  0
 ODH  CONST_18  C6   C3   N    C4     0.00   0.0  0
 ODH  CONST_19  C6   N1   C5   C4     0.00   0.0  0
 ODH  CONST_20  C7   C6   N1   C5   180.00   0.0  0
 ODH  CONST_21  C12  C11  O    C10    0.00   0.0  0
 ODH  CONST_22  C11  C12  C13  C10    0.00   0.0  0
 ODH  CONST_23  C13  C10  O    C11    0.00   0.0  0
 ODH  CONST_24  C3   C2   C1   C    180.00   0.0  0
 ODH  CONST_25  C7   C8   C1   C    180.00   0.0  0
 ODH  CONST_26  C11  O    C10  C9   180.00   0.0  0
 ODH  CONST_27  C12  C13  C10  C9   180.00   0.0  0
 ODH  CONST_28  H2   C2   C3   N      0.00   0.0  0
 ODH  CONST_29  H5   C5   C4   N    180.00   0.0  0
 ODH  CONST_30  H13  C13  C10  O    180.00   0.0  0
 ODH  CONST_31  H12  C12  C11  O    180.00   0.0  0
 ODH  CONST_32  H7   C7   C8   C1   180.00   0.0  0
 ODH  CONST_33  H4   C4   C5   N1   180.00   0.0  0
 ODH  CONST_34  H8   C8   C1   C2   180.00   0.0  0
 ODH  CONST_35  H11  C11  O    C10  180.00   0.0  0
 ODH  CONST_36  C9   N2   C    C1   180.00   0.0  0
 ODH  CONST_37  HN2  N2   C    C1     0.00   0.0  0
 ODH  CONST_38  C9   N2   C    O1     0.00   0.0  0
 ODH  Var_01    N2   C9   C10  O    -63.70  30.0  2
 ODH  Var_02    C2   C1   C    O1    26.72  30.0  2
 ODH  Var_03    C10  C9   N2   C     95.59  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
 ODH  plan-1  O    0.020
 ODH  plan-1  C9   0.020
 ODH  plan-1  C10  0.020
 ODH  plan-1  C11  0.020
 ODH  plan-1  C12  0.020
 ODH  plan-1  C13  0.020
 ODH  plan-1  H11  0.020
 ODH  plan-1  H12  0.020
 ODH  plan-1  H13  0.020
 ODH  plan-2  C    0.020
 ODH  plan-2  N    0.020
 ODH  plan-2  C1   0.020
 ODH  plan-2  N1   0.020
 ODH  plan-2  C2   0.020
 ODH  plan-2  C3   0.020
 ODH  plan-2  C4   0.020
 ODH  plan-2  C5   0.020
 ODH  plan-2  C6   0.020
 ODH  plan-2  C7   0.020
 ODH  plan-2  C8   0.020
 ODH  plan-2  H2   0.020
 ODH  plan-2  H4   0.020
 ODH  plan-2  H5   0.020
 ODH  plan-2  H7   0.020
 ODH  plan-2  H8   0.020
 ODH  plan-3  C    0.020
 ODH  plan-3  C1   0.020
 ODH  plan-3  O1   0.020
 ODH  plan-3  N2   0.020
 ODH  plan-3  C9   0.020
 ODH  plan-3  HN2  0.020

