# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 19:16:27 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: [cyclopentyl(hydroxy)amino](oxo)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON(C1CCCC1)C(=O)C(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
 EN4  EN4  '[cyclopentyl(hydroxy)amino](oxo)acetic acid'  ligand  22  12  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EN4
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
 EN4  C02  C  C      0   0.405   2.4767   0.2460   0.0566
 EN4  C03  C  C      0   0.334   0.9252   0.3773   0.0695
 EN4  C06  C  CR15   0  -0.053  -1.2546  -0.7778   0.0461
 EN4  C07  C  CH2    0  -0.455  -1.9438  -0.0426   1.2263
 EN4  C08  C  CH2    0  -0.438  -2.9468   0.9198   0.5841
 EN4  C09  C  CH2    0  -0.452  -3.2613   0.2777  -0.7667
 EN4  C10  C  CH2    0  -0.451  -1.8967  -0.2157  -1.2359
 EN4  N04  N  NT     0  -0.199   0.1972  -0.7456   0.0551
 EN4  O01  O  OC    -1  -0.531   3.0985   1.3002   0.0976
 EN4  O05  O  OH1    0  -0.612   0.7661  -2.0003  -0.0105
 EN4  O11  O  O      0  -0.513   0.4008   1.4879   0.1010
 EN4  O12  O  O      0  -0.611   2.9570  -0.9211   0.0060
 EN4  H1   H  HCR5   0   0.268  -1.4998  -1.8370   0.1175
 EN4  H2   H  HCH2   0   0.232  -2.4659  -0.7778   1.8414
 EN4  H3   H  HCH2   0   0.243  -1.2352   0.4673   1.8761
 EN4  H4   H  HCH2   0   0.227  -3.8327   1.0776   1.2005
 EN4  H5   H  HCH2   0   0.223  -2.4786   1.8930   0.4233
 EN4  H6   H  HCH2   0   0.218  -3.9461  -0.5651  -0.6332
 EN4  H7   H  HCH2   0   0.232  -3.7298   0.9654  -1.4721
 EN4  H8   H  HCH2   0   0.236  -1.3150   0.6258  -1.6124
 EN4  H9   H  HCH2   0   0.236  -1.9491  -0.9660  -2.0258
 EN4  H11  H  HOH1   0   0.464   1.7610  -1.7830  -0.0144

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
 EN4  C09  C08  single  1.528  0.020  1.528
 EN4  C09  C10  single  1.525  0.020  1.525
 EN4  C08  C07  single  1.531  0.020  1.531
 EN4  C10  C06  single  1.540  0.020  1.540
 EN4  C07  C06  single  1.552  0.020  1.552
 EN4  C06  N04  single  1.452  0.020  1.452
 EN4  N04  O05  single  1.379  0.020  1.379
 EN4  N04  C03  single  1.338  0.020  1.338
 EN4  O12  C02  deloc   1.263  0.020  1.263
 EN4  C02  C03  single  1.557  0.020  1.557
 EN4  C02  O01  deloc   1.225  0.020  1.225
 EN4  C03  O11  double  1.229  0.020  1.229
 EN4  C06  H1   single  0.970  0.020  1.090
 EN4  C07  H2   single  0.970  0.020  1.090
 EN4  C07  H3   single  0.970  0.020  1.090
 EN4  C08  H4   single  0.970  0.020  1.090
 EN4  C08  H5   single  0.970  0.020  1.090
 EN4  C09  H6   single  0.970  0.020  1.090
 EN4  C09  H7   single  0.970  0.020  1.090
 EN4  C10  H8   single  0.970  0.020  1.090
 EN4  C10  H9   single  0.970  0.020  1.090
 EN4  O05  H11  single  0.850  0.020  0.980

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
 EN4  O12  C02  O01  127.14  3.000
 EN4  O01  C02  C03  115.66  3.000
 EN4  O12  C02  C03  117.20  3.000
 EN4  O11  C03  N04  121.78  3.000
 EN4  O11  C03  C02  120.11  3.000
 EN4  N04  C03  C02  118.11  3.000
 EN4  H1   C06  N04  104.25  3.000
 EN4  H1   C06  C10  108.39  3.000
 EN4  N04  C06  C10  114.45  3.000
 EN4  H1   C06  C07  108.10  3.000
 EN4  N04  C06  C07  115.39  3.000
 EN4  C10  C06  C07  105.96  3.000
 EN4  H3   C07  H2   106.89  3.000
 EN4  H3   C07  C08  112.48  3.000
 EN4  H2   C07  C08  110.27  3.000
 EN4  H3   C07  C06  112.76  3.000
 EN4  H2   C07  C06  108.78  3.000
 EN4  C08  C07  C06  105.64  3.000
 EN4  H5   C08  H4   107.61  3.000
 EN4  H5   C08  C09  109.42  3.000
 EN4  H4   C08  C09  113.15  3.000
 EN4  H5   C08  C07  109.95  3.000
 EN4  H4   C08  C07  112.70  3.000
 EN4  C09  C08  C07  103.97  3.000
 EN4  H7   C09  H6   107.20  3.000
 EN4  H7   C09  C10  112.91  3.000
 EN4  H6   C09  C10  110.39  3.000
 EN4  H7   C09  C08  113.27  3.000
 EN4  H6   C09  C08  110.16  3.000
 EN4  C10  C09  C08  102.93  3.000
 EN4  H9   C10  H8   107.85  3.000
 EN4  H9   C10  C09  113.73  3.000
 EN4  H8   C10  C09  109.52  3.000
 EN4  H9   C10  C06  111.83  3.000
 EN4  H8   C10  C06  110.29  3.000
 EN4  C09  C10  C06  103.60  3.000
 EN4  O05  N04  C06  113.08  3.000
 EN4  O05  N04  C03  122.64  3.000
 EN4  C06  N04  C03  124.23  3.000
 EN4  H11  O05  N04  102.07  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
 EN4  CONST_01  C06  N04  C03  C02  180.00   0.0  0
 EN4  CONST_02  O11  C03  N04  C06    0.00   0.0  0
 EN4  CONST_03  O05  N04  C03  C02    0.00   0.0  0
 EN4  CONST_04  O11  C03  N04  O05  180.00   0.0  0
 EN4  Var_01    C08  C09  C10  C06   40.46  30.0  1
 EN4  Var_02    C10  C09  C08  C07  -40.95  30.0  1
 EN4  Var_03    O12  C02  C03  N04    1.38  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
 EN4  chir_01  C06  C10  C07  N04  positiv

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
 EN4  plan-1  C02  0.020
 EN4  plan-1  C03  0.020
 EN4  plan-1  C06  0.020
 EN4  plan-1  N04  0.020
 EN4  plan-1  O05  0.020
 EN4  plan-1  O11  0.020
 EN4  plan-2  C02  0.020
 EN4  plan-2  C03  0.020
 EN4  plan-2  O01  0.020
 EN4  plan-2  O12  0.020

