# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:48:56 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 2-cyclopropyl-5-pyrrol-1-yl-4-(1H-1,2,3,4-tetrazol-5-yl)-1,3-oxazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1CC1c2oc(n3cccc3)c(n2)c4[nH]nnn4
#
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
 GOH  GOH  2-cyclopropyl-5-pyrrol-1-yl-4-(1H-1,2,3,4-tetrazol-5-yl)-1,3-oxazole  ligand  28  18  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GOH
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
 GOH  C1    C  CR5   0   0.567  -2.0560   0.3847   0.1002
 GOH  N1    N  N     0  -0.459  -1.5374  -0.7912   0.0798
 GOH  C2    C  CR5   0   0.117  -0.1735  -0.5894   0.0337
 GOH  C3    C  CR5   0   0.570   0.0664   0.7454   0.0562
 GOH  O     O  O     0  -0.416  -1.1302   1.3642   0.0994
 GOH  C4    C  CR5   0   0.425   0.7193  -1.7131  -0.0607
 GOH  N2    N  NR5   0  -0.547   1.1837   1.5408   0.0654
 GOH  C5    C  CH1   0  -0.406  -3.4622   0.7728   0.0883
 GOH  C6    C  CR15  0  -0.056   1.3299   2.7055  -0.6608
 GOH  C7    C  CR15  0  -0.359   2.5581   3.2199  -0.3746
 GOH  C8    C  CR15  0  -0.349   3.1853   2.3457   0.5599
 GOH  C9    C  CR15  0  -0.047   2.3202   1.3246   0.8136
 GOH  N3    N  N     0  -0.345   2.0310  -1.7295  -0.1303
 GOH  N4    N  N     0  -0.140   2.3784  -3.0122  -0.2245
 GOH  N5    N  N     0  -0.073   1.3554  -3.7716  -0.2149
 GOH  N6    N  NR15  0  -0.474   0.3032  -2.9809  -0.1120
 GOH  C10   C  CH2   0  -0.464  -4.3898   0.0911  -0.8920
 GOH  C11   C  CH2   0  -0.464  -4.4905  -0.2196   0.5569
 GOH  H5    H  HCH1  0   0.299  -3.6436   1.8198   0.2950
 GOH  H6    H  HNR5  0   0.450  -0.6371  -3.3525  -0.0885
 GOH  HA    H  HCR5  0   0.293   0.5549   3.0534  -1.3233
 GOH  H9    H  HCR5  0   0.289   2.4044   0.4696   1.4616
 GOH  H101  H  HCH2  0   0.272  -5.1515   0.7081  -1.3492
 GOH  H102  H  HCH2  0   0.266  -3.9524  -0.6532  -1.5447
 GOH  H111  H  HCH2  0   0.266  -4.1297  -1.1805   0.8993
 GOH  H112  H  HCH2  0   0.274  -5.3259   0.1797   1.1159
 GOH  H7    H  HCR5  0   0.256   2.9701   4.1247  -0.7915
 GOH  H8    H  HCR5  0   0.255   4.1625   2.4620   1.0003

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
 GOH  C1   N1    aromatic  1.285  0.020  1.285
 GOH  C1   O     aromatic  1.348  0.020  1.348
 GOH  C1   C5    single    1.459  0.020  1.459
 GOH  N1   C2    aromatic  1.380  0.020  1.380
 GOH  C2   C3    aromatic  1.356  0.020  1.356
 GOH  C2   C4    single    1.438  0.020  1.438
 GOH  C3   O     aromatic  1.348  0.020  1.348
 GOH  C3   N2    single    1.371  0.020  1.371
 GOH  C4   N3    aromatic  1.314  0.020  1.314
 GOH  C4   N6    aromatic  1.335  0.020  1.335
 GOH  N2   C6    aromatic  1.380  0.020  1.380
 GOH  N2   C9    aromatic  1.378  0.020  1.378
 GOH  C5   C10   single    1.512  0.020  1.512
 GOH  C5   C11   single    1.504  0.020  1.504
 GOH  C6   C7    aromatic  1.362  0.020  1.362
 GOH  C7   C8    aromatic  1.425  0.020  1.425
 GOH  C8   C9    aromatic  1.362  0.020  1.362
 GOH  N3   N4    aromatic  1.332  0.020  1.332
 GOH  N4   N5    aromatic  1.274  0.020  1.274
 GOH  N5   N6    aromatic  1.320  0.020  1.320
 GOH  C10  C11   single    1.485  0.020  1.485
 GOH  C5   H5    single    0.970  0.020  1.090
 GOH  N6   H6    single    0.860  0.020  1.020
 GOH  C6   HA    single    0.930  0.020  1.080
 GOH  C9   H9    single    0.930  0.020  1.080
 GOH  C10  H101  single    0.970  0.020  1.090
 GOH  C10  H102  single    0.970  0.020  1.090
 GOH  C11  H111  single    0.970  0.020  1.090
 GOH  C11  H112  single    0.970  0.020  1.090
 GOH  C7   H7    single    0.930  0.020  1.080
 GOH  C8   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
 GOH  C5    C1   O     117.95  3.000
 GOH  C5    C1   N1    129.21  3.000
 GOH  O     C1   N1    112.81  3.000
 GOH  C2    N1   C1    105.41  3.000
 GOH  C4    C2   C3    131.31  3.000
 GOH  C4    C2   N1    120.11  3.000
 GOH  C3    C2   N1    108.56  3.000
 GOH  N2    C3   O     117.18  3.000
 GOH  N2    C3   C2    135.64  3.000
 GOH  O     C3   C2    107.18  3.000
 GOH  C3    O    C1    106.03  3.000
 GOH  N6    C4   N3    107.29  3.000
 GOH  N6    C4   C2    123.43  3.000
 GOH  N3    C4   C2    129.27  3.000
 GOH  C9    N2   C6    109.32  3.000
 GOH  C9    N2   C3    125.78  3.000
 GOH  C6    N2   C3    124.90  3.000
 GOH  H5    C5   C11   117.65  3.000
 GOH  H5    C5   C10   117.20  3.000
 GOH  C11   C5   C10    59.00  3.000
 GOH  H5    C5   C1    114.67  3.000
 GOH  C11   C5   C1    118.75  3.000
 GOH  C10   C5   C1    118.47  3.000
 GOH  HA    C6   C7    131.00  3.000
 GOH  HA    C6   N2    121.32  3.000
 GOH  C7    C6   N2    107.67  3.000
 GOH  H7    C7   C8    126.88  3.000
 GOH  H7    C7   C6    125.48  3.000
 GOH  C8    C7   C6    107.64  3.000
 GOH  H8    C8   C9    125.49  3.000
 GOH  H8    C8   C7    126.91  3.000
 GOH  C9    C8   C7    107.60  3.000
 GOH  H9    C9   C8    131.15  3.000
 GOH  H9    C9   N2    121.08  3.000
 GOH  C8    C9   N2    107.77  3.000
 GOH  N4    N3   C4    106.03  3.000
 GOH  N5    N4   N3    111.34  3.000
 GOH  N6    N5   N4    106.47  3.000
 GOH  H6    N6   N5    121.51  3.000
 GOH  H6    N6   C4    129.62  3.000
 GOH  N5    N6   C4    108.86  3.000
 GOH  H102  C10  H101  114.96  3.000
 GOH  H102  C10  C11   118.15  3.000
 GOH  H101  C10  C11   118.94  3.000
 GOH  H102  C10  C5    116.94  3.000
 GOH  H101  C10  C5    116.68  3.000
 GOH  C11   C10  C5     60.23  3.000
 GOH  H112  C11  H111  114.95  3.000
 GOH  H112  C11  C10   118.64  3.000
 GOH  H111  C11  C10   118.15  3.000
 GOH  H112  C11  C5    116.46  3.000
 GOH  H111  C11  C5    117.17  3.000
 GOH  C10   C11  C5     60.77  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
 GOH  CONST_01  C3   C2   N1  C1    0.00   0.0  0
 GOH  CONST_02  C4   C2   N1  C1  180.00   0.0  0
 GOH  CONST_03  C2   C3   O   C1    0.00   0.0  0
 GOH  CONST_04  N2   C3   O   C1  180.00   0.0  0
 GOH  CONST_05  C3   O    C1  N1    0.00   0.0  0
 GOH  CONST_06  O    C3   C2  N1    0.00   0.0  0
 GOH  CONST_07  N2   C3   C2  N1  180.00   0.0  0
 GOH  CONST_08  N3   C4   C2  N1  180.00   0.0  0
 GOH  CONST_09  N6   C4   C2  N1    0.00   0.0  0
 GOH  CONST_10  O    C1   N1  C2    0.00   0.0  0
 GOH  CONST_13  N4   N3   C4  C2  180.00   0.0  0
 GOH  CONST_14  N5   N6   C4  C2  180.00   0.0  0
 GOH  CONST_15  N3   C4   C2  C3    0.00   0.0  0
 GOH  CONST_16  N6   C4   C2  C3  180.00   0.0  0
 GOH  CONST_17  C7   C6   N2  C3  180.00   0.0  0
 GOH  CONST_18  C8   C9   N2  C3  180.00   0.0  0
 GOH  CONST_19  C4   C2   C3  O   180.00   0.0  0
 GOH  CONST_22  N2   C3   C2  C4    0.00   0.0  0
 GOH  CONST_23  N5   N4   N3  C4    0.00   0.0  0
 GOH  CONST_24  N4   N5   N6  C4    0.00   0.0  0
 GOH  CONST_25  C8   C7   C6  N2    0.00   0.0  0
 GOH  CONST_26  C7   C8   C9  N2    0.00   0.0  0
 GOH  CONST_27  C8   C9   N2  C6    0.00   0.0  0
 GOH  CONST_28  C9   C8   C7  C6    0.00   0.0  0
 GOH  CONST_29  C9   N2   C6  C7    0.00   0.0  0
 GOH  CONST_30  N5   N6   C4  N3    0.00   0.0  0
 GOH  CONST_31  N6   N5   N4  N3    0.00   0.0  0
 GOH  CONST_32  N6   C4   N3  N4    0.00   0.0  0
 GOH  CONST_33  C5   C1   N1  C2  180.00   0.0  0
 GOH  CONST_34  C5   C1   O   C3  180.00   0.0  0
 GOH  CONST_35  H6   N6   C4  C2    0.00   0.0  0
 GOH  CONST_36  HA   C6   N2  C3    0.00   0.0  0
 GOH  CONST_37  H9   C9   N2  C3    0.00   0.0  0
 GOH  CONST_38  H7   C7   C6  N2  180.00   0.0  0
 GOH  CONST_39  H8   C8   C9  N2  180.00   0.0  0
 GOH  Var_01    C11  C10  C5  C1  108.21  30.0  1
 GOH  Var_02    C10  C5   C1  N1  -45.59  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 GOH  chir_01  C5  C1  C10  C11  both

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
 GOH  plan-1  C1  0.020
 GOH  plan-1  N1  0.020
 GOH  plan-1  C2  0.020
 GOH  plan-1  C3  0.020
 GOH  plan-1  O   0.020
 GOH  plan-1  C4  0.020
 GOH  plan-1  N2  0.020
 GOH  plan-1  C5  0.020
 GOH  plan-2  C2  0.020
 GOH  plan-2  C4  0.020
 GOH  plan-2  N3  0.020
 GOH  plan-2  N4  0.020
 GOH  plan-2  N5  0.020
 GOH  plan-2  N6  0.020
 GOH  plan-2  H6  0.020
 GOH  plan-3  C3  0.020
 GOH  plan-3  N2  0.020
 GOH  plan-3  C6  0.020
 GOH  plan-3  C7  0.020
 GOH  plan-3  C8  0.020
 GOH  plan-3  C9  0.020
 GOH  plan-3  HA  0.020
 GOH  plan-3  H9  0.020
 GOH  plan-3  H7  0.020
 GOH  plan-3  H8  0.020

