# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 12:29:30 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 4-carbamoyl-1-(3-{4-[(E)-(hydroxyimino)methyl]pyridinium-1-yl}propyl)pyridinium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cc[n+](CCC[n+]2ccc(cc2)/C=N/O)cc1
#
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
 K27  K27  4-carbamoyl-1-(3-{4-[(E)-(hydroxyimino)methyl]pyridinium-1-yl}propyl)pyridinium  ligand  39  21  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K27
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
 K27  C1    C  CH2   0  -0.356  -1.1319  -2.0567   0.2595
 K27  C5A   C  CR6   0   0.200  -4.6632   0.1846  -0.3110
 K27  O10   O  OH1   0  -0.508  -7.5489   2.1950   0.0969
 K27  N9    N  N     0  -0.069  -6.4476   1.5149   0.4342
 K27  C8    C  C1    0  -0.066  -5.8736   0.9557  -0.5528
 K27  C4    C  CR16  0  -0.400  -4.0446  -0.4669  -1.3770
 K27  C3    C  CR16  0   0.105  -2.9061  -1.2023  -1.1621
 K27  N2    N  NR6   1  -0.422  -2.3781  -1.3047   0.0642
 K27  C7    C  CR16  0   0.100  -2.9479  -0.6840   1.1109
 K27  C6    C  CR16  0  -0.376  -4.0854   0.0608   0.9560
 K27  C2    C  CH2   0  -0.453   0.0741  -1.1413   0.1129
 K27  C5    C  CH2   0  -0.359   1.3470  -1.9489   0.3137
 K27  N8    N  NR6   1  -0.413   2.5300  -1.0870   0.1673
 K27  C9    C  CR16  0   0.102   2.9784  -0.4047   1.2302
 K27  C10   C  CR16  0  -0.358   4.0462   0.4505   1.1135
 K27  C11   C  CR6   0   0.108   4.6780   0.5907  -0.1161
 K27  C12   C  CR16  0  -0.369   4.1881  -0.1220  -1.2029
 K27  C13   C  CR16  0   0.105   3.1049  -0.9527  -1.0330
 K27  C14   C  C     0   0.517   5.8298   1.5558  -0.2230
 K27  N15   N  NH2   0  -0.800   6.7504   1.2545  -1.1389
 K27  O3    O  O     0  -0.452   5.8572   2.5338   0.5025
 K27  H11C  H  HCH2  0   0.316  -1.1702  -2.5117   1.2478
 K27  H12C  H  HCH2  0   0.315  -1.1126  -2.8605  -0.4743
 K27  H21C  H  HCH2  0   0.288   0.0765  -0.6848  -0.8794
 K27  H22C  H  HCH2  0   0.287   0.0235  -0.3360   0.8500
 K27  H8    H  H     0   0.273  -6.2464   1.0244  -1.5727
 K27  H4    H  HCR6  0   0.316  -4.4441  -0.4093  -2.3792
 K27  H6    H  HCR6  0   0.313  -4.5153   0.5404   1.8225
 K27  H10   H  HOH1  0   0.492  -7.8882   2.5526   0.9269
 K27  H3    H  HCR6  0   0.356  -2.3997  -1.7274  -1.9584
 K27  H7    H  HCR6  0   0.354  -2.4687  -0.8096   2.0704
 K27  H51C  H  HCH2  0   0.320   1.3858  -2.3953   1.3058
 K27  H52C  H  HCH2  0   0.318   1.4304  -2.7515  -0.4165
 K27  H9    H  HCR6  0   0.359   2.4635  -0.5632   2.1660
 K27  H13   H  HCR6  0   0.361   2.6825  -1.5240  -1.8460
 K27  HA    H  HCR6  0   0.323   4.3804   0.9913   1.9863
 K27  H12   H  HCR6  0   0.324   4.6149  -0.0388  -2.1919
 K27  H151  H  HNH2  0   0.426   6.7625   0.3777  -1.6322
 K27  H152  H  HNH2  0   0.421   7.5549   1.8514  -1.2541

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
 K27  C1   N2    single    1.469  0.020  1.469
 K27  C1   C2    single    1.521  0.020  1.521
 K27  C5A  C8    single    1.455  0.020  1.455
 K27  C5A  C4    aromatic  1.394  0.020  1.394
 K27  C5A  C6    aromatic  1.398  0.020  1.398
 K27  O10  N9    single    1.338  0.020  1.338
 K27  N9   C8    double    1.271  0.020  1.271
 K27  C4   C3    aromatic  1.372  0.020  1.372
 K27  C3   N2    aromatic  1.339  0.020  1.339
 K27  N2   C7    aromatic  1.344  0.020  1.344
 K27  C7   C6    aromatic  1.368  0.020  1.368
 K27  C2   C5    single    1.521  0.020  1.521
 K27  C5   N8    single    1.471  0.020  1.471
 K27  N8   C9    aromatic  1.340  0.020  1.340
 K27  N8   C13   aromatic  1.338  0.020  1.338
 K27  C9   C10   aromatic  1.373  0.020  1.373
 K27  C10  C11   aromatic  1.390  0.020  1.390
 K27  C11  C12   aromatic  1.389  0.020  1.389
 K27  C11  C14   single    1.506  0.020  1.506
 K27  C12  C13   aromatic  1.376  0.020  1.376
 K27  C14  N15   single    1.333  0.020  1.333
 K27  C14  O3    double    1.218  0.020  1.218
 K27  C1   H11C  single    0.970  0.020  1.090
 K27  C1   H12C  single    0.970  0.020  1.090
 K27  C2   H21C  single    0.970  0.020  1.090
 K27  C2   H22C  single    0.970  0.020  1.090
 K27  C8   H8    single    0.930  0.020  1.080
 K27  C4   H4    single    0.930  0.020  1.080
 K27  C6   H6    single    0.930  0.020  1.080
 K27  O10  H10   single    0.850  0.020  0.980
 K27  C3   H3    single    0.930  0.020  1.080
 K27  C7   H7    single    0.930  0.020  1.080
 K27  C5   H51C  single    0.970  0.020  1.090
 K27  C5   H52C  single    0.970  0.020  1.090
 K27  C9   H9    single    0.930  0.020  1.080
 K27  C13  H13   single    0.930  0.020  1.080
 K27  C10  HA    single    0.930  0.020  1.080
 K27  C12  H12   single    0.930  0.020  1.080
 K27  N15  H151  single    0.860  0.020  1.020
 K27  N15  H152  single    0.860  0.020  1.020

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
 K27  H12C  C1   H11C  107.69  3.000
 K27  H12C  C1   C2    111.43  3.000
 K27  H11C  C1   C2    111.52  3.000
 K27  H12C  C1   N2    107.68  3.000
 K27  H11C  C1   N2    107.76  3.000
 K27  C2    C1   N2    110.59  3.000
 K27  C6    C5A  C4    117.92  3.000
 K27  C6    C5A  C8    122.77  3.000
 K27  C4    C5A  C8    119.32  3.000
 K27  H10   O10  N9    105.12  3.000
 K27  C8    N9   O10   113.55  3.000
 K27  H8    C8   N9    123.05  3.000
 K27  H8    C8   C5A   118.30  3.000
 K27  N9    C8   C5A   118.65  3.000
 K27  H4    C4   C3    118.72  3.000
 K27  H4    C4   C5A   121.35  3.000
 K27  C3    C4   C5A   119.93  3.000
 K27  H3    C3   N2    116.95  3.000
 K27  H3    C3   C4    122.29  3.000
 K27  N2    C3   C4    120.76  3.000
 K27  C7    N2   C3    120.72  3.000
 K27  C7    N2   C1    119.52  3.000
 K27  C3    N2   C1    119.71  3.000
 K27  H7    C7   C6    122.19  3.000
 K27  H7    C7   N2    116.76  3.000
 K27  C6    C7   N2    121.04  3.000
 K27  H6    C6   C7    118.81  3.000
 K27  H6    C6   C5A   121.57  3.000
 K27  C7    C6   C5A   119.63  3.000
 K27  H22C  C2   H21C  107.75  3.000
 K27  H22C  C2   C5    109.94  3.000
 K27  H21C  C2   C5    109.88  3.000
 K27  H22C  C2   C1    109.98  3.000
 K27  H21C  C2   C1    109.93  3.000
 K27  C5    C2   C1    109.35  3.000
 K27  H52C  C5   H51C  107.84  3.000
 K27  H52C  C5   N8    107.68  3.000
 K27  H51C  C5   N8    107.60  3.000
 K27  H52C  C5   C2    111.54  3.000
 K27  H51C  C5   C2    111.58  3.000
 K27  N8    C5   C2    110.42  3.000
 K27  C13   N8   C9    121.11  3.000
 K27  C13   N8   C5    119.59  3.000
 K27  C9    N8   C5    119.24  3.000
 K27  H9    C9   C10   122.41  3.000
 K27  H9    C9   N8    116.94  3.000
 K27  C10   C9   N8    120.66  3.000
 K27  HA    C10  C11   121.60  3.000
 K27  HA    C10  C9    118.94  3.000
 K27  C11   C10  C9    119.45  3.000
 K27  C14   C11  C12   122.88  3.000
 K27  C14   C11  C10   118.36  3.000
 K27  C12   C11  C10   118.70  3.000
 K27  H12   C12  C13   118.07  3.000
 K27  H12   C12  C11   122.51  3.000
 K27  C13   C12  C11   119.41  3.000
 K27  H13   C13  C12   122.32  3.000
 K27  H13   C13  N8    117.03  3.000
 K27  C12   C13  N8    120.65  3.000
 K27  O3    C14  N15   125.11  3.000
 K27  O3    C14  C11   119.30  3.000
 K27  N15   C14  C11   115.59  3.000
 K27  H152  N15  H151  116.76  3.000
 K27  H152  N15  C14   119.71  3.000
 K27  H151  N15  C14   122.83  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
 K27  CONST_01  N2    C3   C4   C5A     0.00   0.0  0
 K27  CONST_02  N2    C7   C6   C5A     0.00   0.0  0
 K27  CONST_03  C7    C6   C5A  C4      0.00   0.0  0
 K27  CONST_04  C7    N2   C3   C4      0.00   0.0  0
 K27  CONST_05  C6    C5A  C4   C3      0.00   0.0  0
 K27  CONST_06  C6    C7   N2   C3      0.00   0.0  0
 K27  CONST_07  C11   C10  C9   N8      0.00   0.0  0
 K27  CONST_08  C11   C12  C13  N8      0.00   0.0  0
 K27  CONST_09  C12   C13  N8   C9      0.00   0.0  0
 K27  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 K27  CONST_11  C13   N8   C9   C10     0.00   0.0  0
 K27  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 K27  CONST_13  C4    C3   N2   C1    180.00   0.0  0
 K27  CONST_14  C6    C7   N2   C1    180.00   0.0  0
 K27  CONST_15  C3    C4   C5A  C8    180.00   0.0  0
 K27  CONST_16  C7    C6   C5A  C8    180.00   0.0  0
 K27  CONST_17  C10   C9   N8   C5    180.00   0.0  0
 K27  CONST_18  C12   C13  N8   C5    180.00   0.0  0
 K27  CONST_19  C14   C11  C10  C9    180.00   0.0  0
 K27  CONST_20  C14   C11  C12  C13   180.00   0.0  0
 K27  CONST_21  H3    C3   C4   C5A   180.00   0.0  0
 K27  CONST_22  H7    C7   C6   C5A   180.00   0.0  0
 K27  CONST_23  H6    C6   C5A  C4    180.00   0.0  0
 K27  CONST_24  H4    C4   C3   N2    180.00   0.0  0
 K27  CONST_25  HA    C10  C9   N8    180.00   0.0  0
 K27  CONST_26  H12   C12  C13  N8    180.00   0.0  0
 K27  CONST_27  H13   C13  N8   C9    180.00   0.0  0
 K27  CONST_28  H9    C9   C10  C11   180.00   0.0  0
 K27  CONST_29  H151  N15  C14  C11     0.00   0.0  0
 K27  CONST_30  H152  N15  C14  C11   180.00   0.0  0
 K27  Var_01    C4    C5A  C8   N9    178.13  30.0  2
 K27  Var_02    C2    C1   N2   C3     90.29  30.0  2
 K27  Var_03    C9    N8   C5   C2     86.08  30.0  2
 K27  Var_04    N15   C14  C11  C10   150.98  30.0  2
 K27  Var_05    N8    C5   C2   C1    179.60  30.0  3
 K27  Var_06    C5    C2   C1   N2   -179.74  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
 K27  plan-1  C1    0.020
 K27  plan-1  C5A   0.020
 K27  plan-1  C8    0.020
 K27  plan-1  C4    0.020
 K27  plan-1  C3    0.020
 K27  plan-1  N2    0.020
 K27  plan-1  C7    0.020
 K27  plan-1  C6    0.020
 K27  plan-1  H4    0.020
 K27  plan-1  H6    0.020
 K27  plan-1  H3    0.020
 K27  plan-1  H7    0.020
 K27  plan-2  C5    0.020
 K27  plan-2  N8    0.020
 K27  plan-2  C9    0.020
 K27  plan-2  C10   0.020
 K27  plan-2  C11   0.020
 K27  plan-2  C12   0.020
 K27  plan-2  C13   0.020
 K27  plan-2  C14   0.020
 K27  plan-2  H9    0.020
 K27  plan-2  H13   0.020
 K27  plan-2  HA    0.020
 K27  plan-2  H12   0.020
 K27  plan-3  C11   0.020
 K27  plan-3  C14   0.020
 K27  plan-3  N15   0.020
 K27  plan-3  O3    0.020
 K27  plan-3  H151  0.020
 K27  plan-3  H152  0.020
 K27  plan-4  C5A   0.020
 K27  plan-4  O10   0.020
 K27  plan-4  N9    0.020
 K27  plan-4  C8    0.020
 K27  plan-4  H8    0.020

