# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Aug  3 07:19:28 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: {(1R,2R)-2-[4-(1H-tetrazol-5-yl)benzene-1-carbonyl]cyclopentyl}propanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C([C@@H]1CCC[C@H]1C(=O)c2ccc(cc2)c3[nH]nnn3)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
 XES  XES  "{(1R,2R)-2-[4-(1H-tetrazol-5-yl)benzene-1-carbonyl]cyclopentyl}propanedioic acid"  ligand  39  25  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XES
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
 XES  C02  C  C      0   0.404   1.2340  -33.2786  21.1459
 XES  C03  C  CR15   0  -0.381   0.5056  -34.4827  21.6799
 XES  C04  C  CH2    0  -0.440   1.5035  -35.6450  21.9703
 XES  C05  C  CH2    0  -0.436   0.8957  -36.8828  21.2926
 XES  C06  C  CH2    0  -0.428  -0.5770  -36.5349  21.1148
 XES  C07  C  CR15   0  -0.191  -0.5514  -35.0591  20.7228
 XES  C08  C  CH1    0  -0.456  -1.9018  -34.3495  20.8103
 XES  C09  C  C      0   0.415  -2.9829  -34.9349  19.8862
 XES  C12  C  C      0   0.413  -1.7244  -32.8374  20.5227
 XES  C15  C  CR6    0   0.027   1.7799  -32.2774  22.1167
 XES  C16  C  CR16   0  -0.261   2.2484  -31.0574  21.6319
 XES  C17  C  CR16   0  -0.269   2.7714  -30.1078  22.4886
 XES  C18  C  CR16   0  -0.287   1.8661  -32.5310  23.4833
 XES  C19  C  CR16   0  -0.255   2.4018  -31.5907  24.3464
 XES  C20  C  CR6    0   0.047   2.8507  -30.3661  23.8571
 XES  C21  C  CR5    0   0.494   3.3979  -29.3875  24.7875
 XES  N22  N  NR15   0  -0.499   3.6200  -28.0912  24.5486
 XES  N23  N  N      0  -0.070   4.1198  -27.5293  25.6339
 XES  N24  N  N      0  -0.138   4.2019  -28.4510  26.5108
 XES  N25  N  N      0  -0.338   3.7672  -29.6118  26.0299
 XES  O01  O  O      0  -0.403   1.4609  -33.1350  19.9622
 XES  O10  O  OC    -1  -0.630  -4.1657  -34.7227  20.2349
 XES  O11  O  O      0  -0.611  -2.6234  -35.5559  18.8638
 XES  O13  O  O      0  -0.595  -1.9815  -32.4370  19.3705
 XES  O14  O  OC    -1  -0.610  -1.2971  -32.1334  21.4662
 XES  H1   H  HCR5   0   0.253   0.0076  -34.2078  22.6111
 XES  H2   H  HCH2   0   0.235   1.5936  -35.7914  23.0476
 XES  H3   H  HCH2   0   0.235   2.5109  -35.4411  21.6024
 XES  H4   H  HCH2   0   0.227   1.0607  -37.7937  21.8700
 XES  H5   H  HCH2   0   0.218   1.3547  -37.0374  20.3129
 XES  H6   H  HCH2   0   0.199  -1.1125  -36.6548  22.0638
 XES  H7   H  HCH2   0   0.227  -1.0805  -37.1537  20.3731
 XES  H8   H  HCR5   0   0.208  -0.1787  -34.9905  19.6964
 XES  H9   H  HCH1   0   0.178  -2.2473  -34.4493  21.8475
 XES  H10  H  HCR6   0   0.266   2.2003  -30.8445  20.5728
 XES  H11  H  HCR6   0   0.264   3.1280  -29.1732  22.0747
 XES  H12  H  HCR6   0   0.267   1.5208  -33.4700  23.8949
 XES  H13  H  HCR6   0   0.268   2.4597  -31.8065  25.4046
 XES  H14  H  HNR5   0   0.453   3.4426  -27.5368  23.7216

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
 XES  O11  C09  deloc     1.249  0.020  1.249
 XES  O13  C12  deloc     1.247  0.020  1.247
 XES  C09  O10  deloc     1.251  0.020  1.251
 XES  C09  C08  single    1.538  0.020  1.538
 XES  O01  C02  double    1.214  0.020  1.214
 XES  C12  C08  single    1.549  0.020  1.549
 XES  C12  O14  deloc     1.252  0.020  1.252
 XES  C08  C07  single    1.528  0.020  1.528
 XES  C07  C06  single    1.527  0.020  1.527
 XES  C07  C03  single    1.538  0.020  1.538
 XES  C02  C03  single    1.505  0.020  1.505
 XES  C02  C15  single    1.498  0.020  1.498
 XES  C06  C05  single    1.524  0.020  1.524
 XES  C05  C04  single    1.537  0.020  1.537
 XES  C16  C15  aromatic  1.394  0.020  1.394
 XES  C16  C17  aromatic  1.382  0.020  1.382
 XES  C03  C04  single    1.559  0.020  1.559
 XES  C15  C18  aromatic  1.393  0.020  1.393
 XES  C17  C20  aromatic  1.395  0.020  1.395
 XES  C18  C19  aromatic  1.384  0.020  1.384
 XES  C20  C19  aromatic  1.393  0.020  1.393
 XES  C20  C21  single    1.457  0.020  1.457
 XES  N22  C21  aromatic  1.337  0.020  1.337
 XES  N22  N23  aromatic  1.320  0.020  1.320
 XES  C21  N25  aromatic  1.315  0.020  1.315
 XES  N23  N24  aromatic  1.275  0.020  1.275
 XES  N25  N24  aromatic  1.330  0.020  1.330
 XES  C03  H1   single    0.970  0.020  1.090
 XES  C04  H2   single    0.970  0.020  1.090
 XES  C04  H3   single    0.970  0.020  1.090
 XES  C05  H4   single    0.970  0.020  1.090
 XES  C05  H5   single    0.970  0.020  1.090
 XES  C06  H6   single    0.970  0.020  1.090
 XES  C06  H7   single    0.970  0.020  1.090
 XES  C07  H8   single    0.970  0.020  1.090
 XES  C08  H9   single    0.970  0.020  1.090
 XES  C16  H10  single    0.930  0.020  1.080
 XES  C17  H11  single    0.930  0.020  1.080
 XES  C18  H12  single    0.930  0.020  1.080
 XES  C19  H13  single    0.930  0.020  1.080
 XES  N22  H14  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
 XES  O01  C02  C15  119.01  3.000
 XES  C15  C02  C03  118.77  3.000
 XES  O01  C02  C03  122.08  3.000
 XES  H1   C03  C07  108.17  3.000
 XES  H1   C03  C04  108.72  3.000
 XES  C07  C03  C04  106.05  3.000
 XES  H1   C03  C02  108.79  3.000
 XES  C04  C03  C02  110.65  3.000
 XES  C07  C03  C02  114.31  3.000
 XES  H3   C04  H2   106.36  3.000
 XES  H3   C04  C05  111.52  3.000
 XES  H2   C04  C05  111.11  3.000
 XES  H3   C04  C03  112.87  3.000
 XES  H2   C04  C03  109.69  3.000
 XES  C05  C04  C03  105.38  3.000
 XES  H5   C05  H4   107.02  3.000
 XES  H5   C05  C06  109.49  3.000
 XES  H4   C05  C06  113.49  3.000
 XES  H5   C05  C04  110.07  3.000
 XES  H4   C05  C04  112.29  3.000
 XES  C06  C05  C04  104.47  3.000
 XES  H7   C06  H6   107.55  3.000
 XES  H7   C06  C07  112.45  3.000
 XES  H6   C06  C07  109.64  3.000
 XES  H7   C06  C05  113.36  3.000
 XES  H6   C06  C05  110.26  3.000
 XES  C07  C06  C05  103.55  3.000
 XES  H8   C07  C08  109.01  3.000
 XES  H8   C07  C06  107.89  3.000
 XES  C08  C07  C06  114.79  3.000
 XES  H8   C07  C03  109.04  3.000
 XES  C06  C07  C03  102.35  3.000
 XES  C08  C07  C03  113.43  3.000
 XES  H9   C08  C12  107.47  3.000
 XES  H9   C08  C09  108.17  3.000
 XES  C12  C08  C09  109.90  3.000
 XES  H9   C08  C07  106.86  3.000
 XES  C12  C08  C07  109.96  3.000
 XES  C09  C08  C07  114.20  3.000
 XES  O11  C09  O10  125.77  3.000
 XES  O10  C09  C08  115.62  3.000
 XES  O11  C09  C08  118.61  3.000
 XES  O14  C12  O13  125.89  3.000
 XES  O14  C12  C08  116.60  3.000
 XES  O13  C12  C08  117.48  3.000
 XES  C18  C15  C16  118.68  3.000
 XES  C18  C15  C02  122.47  3.000
 XES  C16  C15  C02  118.83  3.000
 XES  H10  C16  C17  119.25  3.000
 XES  H10  C16  C15  119.87  3.000
 XES  C17  C16  C15  120.88  3.000
 XES  H11  C17  C20  121.08  3.000
 XES  H11  C17  C16  118.75  3.000
 XES  C20  C17  C16  120.16  3.000
 XES  H12  C18  C19  118.42  3.000
 XES  H12  C18  C15  120.78  3.000
 XES  C19  C18  C15  120.80  3.000
 XES  H13  C19  C20  120.12  3.000
 XES  H13  C19  C18  119.68  3.000
 XES  C20  C19  C18  120.19  3.000
 XES  C21  C20  C19  119.15  3.000
 XES  C21  C20  C17  121.57  3.000
 XES  C19  C20  C17  119.28  3.000
 XES  N25  C21  N22  106.71  3.000
 XES  N25  C21  C20  126.45  3.000
 XES  N22  C21  C20  126.84  3.000
 XES  H14  N22  N23  120.35  3.000
 XES  H14  N22  C21  130.44  3.000
 XES  N23  N22  C21  109.19  3.000
 XES  N24  N23  N22  106.39  3.000
 XES  N25  N24  N23  111.18  3.000
 XES  N24  N25  C21  106.53  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
 XES  CONST_01  C20  C17  C16  C15     0.00   0.0  0
 XES  CONST_02  C20  C19  C18  C15     0.00   0.0  0
 XES  CONST_03  C19  C18  C15  C16     0.00   0.0  0
 XES  CONST_04  C19  C20  C17  C16     0.00   0.0  0
 XES  CONST_05  C21  C20  C17  C16   180.00   0.0  0
 XES  CONST_06  C18  C15  C16  C17     0.00   0.0  0
 XES  CONST_07  C18  C19  C20  C17     0.00   0.0  0
 XES  CONST_08  N22  C21  C20  C17     0.00   0.0  0
 XES  CONST_09  N25  C21  C20  C17   180.00   0.0  0
 XES  CONST_10  C21  C20  C19  C18   180.00   0.0  0
 XES  CONST_11  N22  C21  C20  C19   180.00   0.0  0
 XES  CONST_12  N25  C21  C20  C19     0.00   0.0  0
 XES  CONST_13  N23  N22  C21  C20   180.00   0.0  0
 XES  CONST_14  N24  N25  C21  C20   180.00   0.0  0
 XES  CONST_15  N24  N23  N22  C21     0.00   0.0  0
 XES  CONST_16  N23  N24  N25  C21     0.00   0.0  0
 XES  CONST_17  N24  N25  C21  N22     0.00   0.0  0
 XES  CONST_18  N25  N24  N23  N22     0.00   0.0  0
 XES  CONST_19  N25  C21  N22  N23     0.00   0.0  0
 XES  CONST_20  C17  C16  C15  C02   180.00   0.0  0
 XES  CONST_21  C19  C18  C15  C02   180.00   0.0  0
 XES  CONST_22  H11  C17  C16  C15   180.00   0.0  0
 XES  CONST_23  H13  C19  C18  C15   180.00   0.0  0
 XES  CONST_24  H12  C18  C15  C16   180.00   0.0  0
 XES  CONST_25  H13  C19  C20  C17   180.00   0.0  0
 XES  CONST_26  H10  C16  C15  C18   180.00   0.0  0
 XES  CONST_27  H11  C17  C20  C19   180.00   0.0  0
 XES  CONST_28  H10  C16  C17  C20   180.00   0.0  0
 XES  CONST_29  H12  C18  C19  C20   180.00   0.0  0
 XES  CONST_30  H14  N22  C21  C20     0.00   0.0  0
 XES  CONST_31  H11  C17  C20  C21     0.00   0.0  0
 XES  CONST_32  H13  C19  C20  C21     0.00   0.0  0
 XES  CONST_33  H14  N22  N23  N24   180.00   0.0  0
 XES  CONST_34  H14  N22  C21  N25   180.00   0.0  0
 XES  Var_01    C06  C05  C04  C03   -20.09  30.0  1
 XES  Var_02    C07  C06  C05  C04    39.11  30.0  1
 XES  Var_03    C16  C15  C02  C03  -169.13  30.0  2
 XES  Var_04    C18  C15  C02  C03    12.40  30.0  2
 XES  Var_05    H4   C05  C04  C03  -143.50  30.0  1
 XES  Var_06    H5   C05  C04  C03    97.38  30.0  1
 XES  Var_07    H6   C06  C05  C04   -78.12  30.0  1
 XES  Var_08    H7   C06  C05  C04   161.25  30.0  1
 XES  Var_09    H2   C04  C05  C06    98.64  30.0  1
 XES  Var_10    H3   C04  C05  C06  -142.89  30.0  1
 XES  Var_11    H4   C05  C06  C07   161.74  30.0  1
 XES  Var_12    H5   C05  C06  C07   -78.76  30.0  1
 XES  Var_13    O01  C02  C15  C16    15.18  30.0  2
 XES  Var_14    O01  C02  C15  C18  -163.29  30.0  2
 XES  Var_15    O11  C09  C08  C07   -24.54  30.0  2
 XES  Var_16    O10  C09  C08  C07   156.27  30.0  2
 XES  Var_17    O13  C12  C08  C07    98.34  30.0  2
 XES  Var_18    O14  C12  C08  C07   -79.70  30.0  2
 XES  Var_19    O13  C12  C08  C09   -28.20  30.0  2
 XES  Var_20    O14  C12  C08  C09   153.76  30.0  2
 XES  Var_21    O11  C09  C08  C12    99.57  30.0  2
 XES  Var_22    O10  C09  C08  C12   -79.62  30.0  2
 XES  Var_23    H9   C08  C09  O10    37.43  30.0  3
 XES  Var_24    H9   C08  C09  O11  -143.38  30.0  3
 XES  Var_25    H9   C08  C12  O13  -145.70  30.0  3
 XES  Var_26    H9   C08  C12  O14    36.27  30.0  3

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
 XES  chir_01  C03  C07  C02  C04  positiv
 XES  chir_02  C07  C03  C06  C08  negativ

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
 XES  plan-1  C20  0.020
 XES  plan-1  C21  0.020
 XES  plan-1  N22  0.020
 XES  plan-1  N23  0.020
 XES  plan-1  N24  0.020
 XES  plan-1  N25  0.020
 XES  plan-1  H14  0.020
 XES  plan-2  C02  0.020
 XES  plan-2  C15  0.020
 XES  plan-2  C16  0.020
 XES  plan-2  C17  0.020
 XES  plan-2  C18  0.020
 XES  plan-2  C19  0.020
 XES  plan-2  C20  0.020
 XES  plan-2  C21  0.020
 XES  plan-2  H10  0.020
 XES  plan-2  H11  0.020
 XES  plan-2  H12  0.020
 XES  plan-2  H13  0.020
 XES  plan-3  C08  0.020
 XES  plan-3  C09  0.020
 XES  plan-3  O10  0.020
 XES  plan-3  O11  0.020
 XES  plan-4  C08  0.020
 XES  plan-4  C12  0.020
 XES  plan-4  O13  0.020
 XES  plan-4  O14  0.020
 XES  plan-5  C02  0.020
 XES  plan-5  C03  0.020
 XES  plan-5  C15  0.020
 XES  plan-5  O01  0.020

