# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 18 17:29:11 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: ({[(E)-(4-carbamimidoylphenyl)methylidene]amino}oxy)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc(cc1)/C=N/OCC(O)=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
 O09  O09  '({[(E)-(4-carbamimidoylphenyl)methylidene]amino}oxy)acetic acid'  ligand  27  16  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O09
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
 O09  C1    C  C     0   0.337   4.9141   0.3150   0.1262
 O09  N1    N  NH2   0  -0.823   5.2926   1.5894  -0.1840
 O09  O1    O  O2    0  -0.391  -2.8742  -0.3854  -0.0306
 O09  C2    C  CR6   0   0.042   3.4474   0.0585   0.0822
 O09  N2    N  N     0  -0.092  -1.6054   0.1080   0.0306
 O09  O2    O  OH1   0  -0.592  -6.0906   1.0426   0.0201
 O09  C3    C  CR16  0  -0.260   2.9844  -1.2429  -0.0871
 O09  N3    N  N     0  -0.649   5.6879  -0.6356   0.4858
 O09  O3    O  O     0  -0.428  -5.4240  -1.0940   0.0188
 O09  C4    C  CR16  0  -0.287   1.6263  -1.5067  -0.1297
 O09  C5    C  CR6   0   0.043   0.6956  -0.4767   0.0036
 O09  C6    C  C1    0  -0.065  -0.7272  -0.8044  -0.0523
 O09  C7    C  CH2   0  -0.234  -3.7939   0.6772   0.0121
 O09  C8    C  C     0   0.493  -5.1785   0.0821   0.0157
 O09  C9    C  CR16  0  -0.269   1.1588   0.8273   0.1860
 O09  C10   C  CR16  0  -0.273   2.5156   1.0891   0.2223
 O09  HN1   H  HNH2  0   0.393   6.2782   1.7635  -0.3006
 O09  HN1A  H  HNH2  0   0.396   4.7139   2.1223  -0.8122
 O09  HO2   H  HOH1  0   0.489  -6.9818   0.6618   0.0308
 O09  H3    H  HCR6  0   0.261   3.6956  -2.0503  -0.1928
 O09  HN3   H  H     0   0.325   6.6630  -0.3506   0.4469
 O09  H4    H  HCR6  0   0.261   1.2854  -2.5246  -0.2740
 O09  H6    H  H     0   0.258  -0.9983  -1.8537  -0.1692
 O09  H7    H  HCH2  0   0.271  -3.6651   1.2885   0.9125
 O09  H7A   H  HCH2  0   0.269  -3.6876   1.3415  -0.8527
 O09  H9    H  HCR6  0   0.261   0.4558   1.6410   0.3043
 O09  H10   H  HCR6  0   0.263   2.8437   2.1079   0.3835

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
 O09  O3   C8    double    1.201  0.020  1.201
 O09  C8   O2    single    1.325  0.020  1.325
 O09  C8   C7    single    1.507  0.020  1.507
 O09  C7   O1    single    1.406  0.020  1.406
 O09  O1   N2    single    1.363  0.020  1.363
 O09  N2   C6    double    1.269  0.020  1.269
 O09  C6   C5    single    1.461  0.020  1.461
 O09  C5   C4    aromatic  1.395  0.020  1.395
 O09  C5   C9    aromatic  1.396  0.020  1.396
 O09  C4   C3    aromatic  1.384  0.020  1.384
 O09  C9   C10   aromatic  1.382  0.020  1.382
 O09  C3   C2    aromatic  1.392  0.020  1.392
 O09  C10  C2    aromatic  1.396  0.020  1.396
 O09  C2   C1    single    1.490  0.020  1.490
 O09  N1   C1    single    1.365  0.020  1.365
 O09  C1   N3    double    1.277  0.020  1.277
 O09  N1   HN1   single    0.890  0.020  1.040
 O09  N1   HN1A  single    0.890  0.020  1.040
 O09  O2   HO2   single    0.850  0.020  0.980
 O09  C3   H3    single    0.930  0.020  1.080
 O09  N3   HN3   single    0.890  0.020  1.040
 O09  C4   H4    single    0.930  0.020  1.080
 O09  C6   H6    single    0.930  0.020  1.080
 O09  C7   H7    single    0.970  0.020  1.090
 O09  C7   H7A   single    0.970  0.020  1.090
 O09  C9   H9    single    0.930  0.020  1.080
 O09  C10  H10   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
 O09  N3    C1   C2   118.47  3.000
 O09  N3    C1   N1   126.21  3.000
 O09  C2    C1   N1   115.27  3.000
 O09  HN1A  N1   HN1  113.49  3.000
 O09  HN1A  N1   C1   118.46  3.000
 O09  HN1   N1   C1   117.31  3.000
 O09  C7    O1   N2   109.52  3.000
 O09  C10   C2   C3   118.71  3.000
 O09  C10   C2   C1   121.80  3.000
 O09  C3    C2   C1   119.48  3.000
 O09  C6    N2   O1   112.40  3.000
 O09  HO2   O2   C8   110.38  3.000
 O09  H3    C3   C4   120.00  3.000
 O09  H3    C3   C2   119.44  3.000
 O09  C4    C3   C2   120.56  3.000
 O09  HN3   N3   C1   111.19  3.000
 O09  H4    C4   C5   119.79  3.000
 O09  H4    C4   C3   119.47  3.000
 O09  C5    C4   C3   120.74  3.000
 O09  C9    C5   C6   122.53  3.000
 O09  C9    C5   C4   118.75  3.000
 O09  C6    C5   C4   118.72  3.000
 O09  H6    C6   C5   117.53  3.000
 O09  H6    C6   N2   121.80  3.000
 O09  C5    C6   N2   120.67  3.000
 O09  H7A   C7   H7   107.39  3.000
 O09  H7A   C7   C8   109.30  3.000
 O09  H7    C7   C8   109.04  3.000
 O09  H7A   C7   O1   111.76  3.000
 O09  H7    C7   O1   111.69  3.000
 O09  C8    C7   O1   107.62  3.000
 O09  C7    C8   O3   125.05  3.000
 O09  C7    C8   O2   110.26  3.000
 O09  O3    C8   O2   124.69  3.000
 O09  H9    C9   C10  119.51  3.000
 O09  H9    C9   C5   120.09  3.000
 O09  C10   C9   C5   120.40  3.000
 O09  H10   C10  C9   118.66  3.000
 O09  H10   C10  C2   120.49  3.000
 O09  C9    C10  C2   120.84  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
 O09  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 O09  CONST_02  C5   C9   C10  C2     0.00   0.0  0
 O09  CONST_03  C9   C5   C4   C3     0.00   0.0  0
 O09  CONST_04  C9   C10  C2   C3     0.00   0.0  0
 O09  CONST_05  C10  C9   C5   C4     0.00   0.0  0
 O09  CONST_06  C10  C2   C3   C4     0.00   0.0  0
 O09  CONST_07  C4   C3   C2   C1   180.00   0.0  0
 O09  CONST_08  C9   C10  C2   C1   180.00   0.0  0
 O09  CONST_09  C6   C5   C4   C3   180.00   0.0  0
 O09  CONST_10  C10  C9   C5   C6   180.00   0.0  0
 O09  CONST_11  H4   C4   C3   C2   180.00   0.0  0
 O09  CONST_12  H9   C9   C10  C2   180.00   0.0  0
 O09  CONST_13  H10  C10  C2   C3   180.00   0.0  0
 O09  CONST_14  H3   C3   C4   C5   180.00   0.0  0
 O09  CONST_15  HN1  N1   C1   C2   180.00   0.0  0
 O09  CONST_17  HN3  N3   C1   C2   180.00   0.0  0
 O09  CONST_18  HO2  O2   C8   O3     0.00   0.0  0
 O09  Var_01    C3   C2   C1   N1   157.54  30.0  3
 O09  Var_02    C4   C5   C6   N2  -178.19  30.0  2
 O09  Var_03    C5   C6   N2   O1  -179.56   0.0  2
 O09  Var_04    O3   C8   C7   O1     1.87  30.0  1
 O09  Var_05    C8   C7   O1   N2  -177.06  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
 O09  plan-1  C1    0.020
 O09  plan-1  C2    0.020
 O09  plan-1  C3    0.020
 O09  plan-1  C4    0.020
 O09  plan-1  C5    0.020
 O09  plan-1  C6    0.020
 O09  plan-1  C9    0.020
 O09  plan-1  C10   0.020
 O09  plan-1  H3    0.020
 O09  plan-1  H4    0.020
 O09  plan-1  H9    0.020
 O09  plan-1  H10   0.020
 O09  plan-2  C1    0.020
 O09  plan-2  N1    0.020
 O09  plan-2  C2    0.020
 O09  plan-2  N3    0.020
 O09  plan-2  HN1   0.020
 O09  plan-2  HN1A  0.020
 O09  plan-2  HN3   0.020
 O09  plan-3  O2    0.020
 O09  plan-3  O3    0.020
 O09  plan-3  C7    0.020
 O09  plan-3  C8    0.020
 O09  plan-3  HO2   0.020
 O09  plan-4  O1    0.020
 O09  plan-4  N2    0.020
 O09  plan-4  C5    0.020
 O09  plan-4  C6    0.020
 O09  plan-4  H6    0.020

