# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 20:00:17 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 1-(5-phenyl-1H-pyrazol-3-yl)cyclopentan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1(CCCC1)c2cc([nH]n2)c3ccccc3
#
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
 GZP  GZP  1-(5-phenyl-1H-pyrazol-3-yl)cyclopentan-1-ol  ligand  33  17  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GZP
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
 GZP  C1    C  CR16  0  -0.262  -5.3030   0.5048  -0.0240
 GZP  C2    C  CR16  0  -0.239  -4.8274  -0.7947  -0.1385
 GZP  C6    C  CR16  0  -0.237  -4.4048   1.5535   0.1298
 GZP  C3    C  CR16  0  -0.304  -3.4642  -1.0473  -0.1024
 GZP  C5    C  CR16  0  -0.316  -3.0423   1.3037   0.1732
 GZP  C8    C  CR15  0  -0.565  -0.0491   0.5754  -0.2214
 GZP  C4    C  CR6   0   0.067  -2.5554   0.0012   0.0562
 GZP  C7    C  CR5   0   0.422  -1.1159  -0.2399   0.1018
 GZP  C9    C  CR5   0   0.290   1.0951  -0.2110   0.0104
 GZP  C14   C  CH2   0  -0.455   4.8747  -0.3161  -0.1044
 GZP  C15   C  CH2   0  -0.440   4.6258   0.7504   0.9865
 GZP  C13   C  CH2   0  -0.424   3.5064  -0.9491  -0.3614
 GZP  C16   C  CH2   0  -0.473   3.0964   0.8594   1.1233
 GZP  C12   C  CT    0   0.120   2.5307   0.2061  -0.1458
 GZP  N11   N  NR15  0  -0.506  -0.5709  -1.4113   0.4852
 GZP  N10   N  N     0  -0.291   0.7560  -1.4134   0.4402
 GZP  O17   O  OH1   0  -0.676   2.6645   1.0756  -1.2562
 GZP  H1    H  HCR6  0   0.261  -6.3671   0.6987  -0.0549
 GZP  H2    H  HCR6  0   0.262  -5.5199  -1.6165  -0.2647
 GZP  H6    H  HCR6  0   0.261  -4.7663   2.5693   0.2239
 GZP  H3    H  HCR6  0   0.254  -3.1128  -2.0659  -0.2181
 GZP  H5    H  HCR6  0   0.257  -2.3504   2.1250   0.3113
 GZP  H11   H  HNR5  0   0.419  -1.0568  -2.2273   0.8225
 GZP  H141  H  HCH2  0   0.227   5.2502   0.1495  -1.0156
 GZP  H142  H  HCH2  0   0.229   5.6138  -1.0578   0.1987
 GZP  H151  H  HCH2  0   0.229   5.0723   0.4579   1.9375
 GZP  H152  H  HCH2  0   0.231   5.0757   1.7052   0.7127
 GZP  H131  H  HCH2  0   0.238   3.4122  -1.3977  -1.3526
 GZP  H132  H  HCH2  0   0.234   3.2938  -1.7285   0.3720
 GZP  H161  H  HCH2  0   0.238   2.7474   0.3064   1.9973
 GZP  H162  H  HCH2  0   0.243   2.7415   1.8865   1.2468
 GZP  H17   H  HOH1  0   0.447   2.3857   1.9595  -0.9968
 GZP  H8    H  HCR5  0   0.262  -0.1047   1.5863  -0.5913

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
 GZP  C1   C2    aromatic  1.389  0.020  1.389
 GZP  C1   C6    aromatic  1.389  0.020  1.389
 GZP  C2   C3    aromatic  1.387  0.020  1.387
 GZP  C6   C5    aromatic  1.386  0.020  1.386
 GZP  C3   C4    aromatic  1.397  0.020  1.397
 GZP  C5   C4    aromatic  1.395  0.020  1.395
 GZP  C8   C7    aromatic  1.381  0.020  1.381
 GZP  C8   C9    aromatic  1.408  0.020  1.408
 GZP  C4   C7    single    1.460  0.020  1.460
 GZP  C7   N11   aromatic  1.348  0.020  1.348
 GZP  C9   C12   single    1.503  0.020  1.503
 GZP  C9   N10   aromatic  1.321  0.020  1.321
 GZP  C14  C15   single    1.546  0.020  1.546
 GZP  C14  C13   single    1.529  0.020  1.529
 GZP  C15  C16   single    1.539  0.020  1.539
 GZP  C13  C12   single    1.527  0.020  1.527
 GZP  C16  C12   single    1.535  0.020  1.535
 GZP  C12  O17   single    1.417  0.020  1.417
 GZP  N11  N10   aromatic  1.328  0.020  1.328
 GZP  C1   H1    single    0.930  0.020  1.080
 GZP  C2   H2    single    0.930  0.020  1.080
 GZP  C6   H6    single    0.930  0.020  1.080
 GZP  C3   H3    single    0.930  0.020  1.080
 GZP  C5   H5    single    0.930  0.020  1.080
 GZP  C8   H8    single    0.930  0.020  1.080
 GZP  N11  H11   single    0.860  0.020  1.020
 GZP  C14  H141  single    0.970  0.020  1.090
 GZP  C14  H142  single    0.970  0.020  1.090
 GZP  C15  H151  single    0.970  0.020  1.090
 GZP  C15  H152  single    0.970  0.020  1.090
 GZP  C13  H131  single    0.970  0.020  1.090
 GZP  C13  H132  single    0.970  0.020  1.090
 GZP  C16  H161  single    0.970  0.020  1.090
 GZP  C16  H162  single    0.970  0.020  1.090
 GZP  O17  H17   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
 GZP  H1    C1   C6    120.24  3.000
 GZP  H1    C1   C2    120.14  3.000
 GZP  C6    C1   C2    119.62  3.000
 GZP  H2    C2   C3    119.59  3.000
 GZP  H2    C2   C1    120.08  3.000
 GZP  C3    C2   C1    120.33  3.000
 GZP  H6    C6   C5    119.66  3.000
 GZP  H6    C6   C1    120.14  3.000
 GZP  C5    C6   C1    120.20  3.000
 GZP  H3    C3   C4    120.45  3.000
 GZP  H3    C3   C2    119.15  3.000
 GZP  C4    C3   C2    120.39  3.000
 GZP  H5    C5   C4    119.72  3.000
 GZP  H5    C5   C6    119.70  3.000
 GZP  C4    C5   C6    120.57  3.000
 GZP  H8    C8   C9    128.49  3.000
 GZP  H8    C8   C7    126.45  3.000
 GZP  C9    C8   C7    105.04  3.000
 GZP  C7    C4   C5    119.70  3.000
 GZP  C7    C4   C3    121.41  3.000
 GZP  C5    C4   C3    118.89  3.000
 GZP  N11   C7   C4    123.44  3.000
 GZP  N11   C7   C8    105.51  3.000
 GZP  C4    C7   C8    131.05  3.000
 GZP  N10   C9   C12   122.10  3.000
 GZP  N10   C9   C8    110.69  3.000
 GZP  C12   C9   C8    127.18  3.000
 GZP  H142  C14  H141  106.83  3.000
 GZP  H142  C14  C13   111.83  3.000
 GZP  H141  C14  C13   110.15  3.000
 GZP  H142  C14  C15   112.48  3.000
 GZP  H141  C14  C15   110.53  3.000
 GZP  C13   C14  C15   105.08  3.000
 GZP  H152  C15  H151  106.55  3.000
 GZP  H152  C15  C16   111.73  3.000
 GZP  H151  C15  C16   110.38  3.000
 GZP  H152  C15  C14   111.13  3.000
 GZP  H151  C15  C14   111.37  3.000
 GZP  C16   C15  C14   105.75  3.000
 GZP  H132  C13  H131  107.45  3.000
 GZP  H132  C13  C12   108.72  3.000
 GZP  H131  C13  C12   112.57  3.000
 GZP  H132  C13  C14   110.91  3.000
 GZP  H131  C13  C14   113.56  3.000
 GZP  C12   C13  C14   103.58  3.000
 GZP  H162  C16  H161  106.36  3.000
 GZP  H162  C16  C12   111.93  3.000
 GZP  H161  C16  C12   109.18  3.000
 GZP  H162  C16  C15   113.50  3.000
 GZP  H161  C16  C15   110.67  3.000
 GZP  C12   C16  C15   105.22  3.000
 GZP  O17   C12  C16   110.61  3.000
 GZP  O17   C12  C13   107.05  3.000
 GZP  C16   C12  C13   101.72  3.000
 GZP  O17   C12  C9    109.99  3.000
 GZP  C16   C12  C9    112.59  3.000
 GZP  C13   C12  C9    114.52  3.000
 GZP  H11   N11  N10   119.46  3.000
 GZP  H11   N11  C7    127.16  3.000
 GZP  N10   N11  C7    113.32  3.000
 GZP  N11   N10  C9    105.43  3.000
 GZP  H17   O17  C12   108.97  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
 GZP  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 GZP  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 GZP  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 GZP  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 GZP  CONST_05  C7   C4   C3   C2   180.00   0.0  0
 GZP  CONST_06  C3   C2   C1   C6     0.00   0.0  0
 GZP  CONST_07  C3   C4   C5   C6     0.00   0.0  0
 GZP  CONST_08  C7   C4   C5   C6   180.00   0.0  0
 GZP  CONST_13  N10  N11  C7   C8     0.00   0.0  0
 GZP  CONST_14  N11  N10  C9   C8     0.00   0.0  0
 GZP  CONST_15  C9   C8   C7   C4   180.00   0.0  0
 GZP  CONST_16  N10  N11  C7   C4   180.00   0.0  0
 GZP  CONST_17  N10  C9   C8   C7     0.00   0.0  0
 GZP  CONST_18  C9   N10  N11  C7     0.00   0.0  0
 GZP  CONST_19  N11  C7   C8   C9     0.00   0.0  0
 GZP  CONST_20  C12  C9   C8   C7   180.00   0.0  0
 GZP  CONST_21  N11  N10  C9   C12  180.00   0.0  0
 GZP  CONST_22  H3   C3   C2   C1   180.00   0.0  0
 GZP  CONST_23  H5   C5   C6   C1   180.00   0.0  0
 GZP  CONST_24  H6   C6   C1   C2   180.00   0.0  0
 GZP  CONST_25  H2   C2   C1   C6   180.00   0.0  0
 GZP  CONST_26  H1   C1   C2   C3   180.00   0.0  0
 GZP  CONST_27  H11  N11  C7   C8   180.00   0.0  0
 GZP  CONST_28  H8   C8   C7   C4     0.00   0.0  0
 GZP  Var_01    C12  C16  C15  C14  -16.85  30.0  1
 GZP  Var_02    C12  C13  C14  C15   33.20  30.0  1
 GZP  Var_03    C16  C15  C14  C13   -9.96  30.0  1

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
 GZP  chir_01  C12  C13  C16  C9  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
 GZP  plan-1  C8   0.020
 GZP  plan-1  C4   0.020
 GZP  plan-1  C7   0.020
 GZP  plan-1  C9   0.020
 GZP  plan-1  C12  0.020
 GZP  plan-1  N11  0.020
 GZP  plan-1  N10  0.020
 GZP  plan-1  H11  0.020
 GZP  plan-1  H8   0.020
 GZP  plan-2  C1   0.020
 GZP  plan-2  C2   0.020
 GZP  plan-2  C6   0.020
 GZP  plan-2  C3   0.020
 GZP  plan-2  C5   0.020
 GZP  plan-2  C4   0.020
 GZP  plan-2  C7   0.020
 GZP  plan-2  H1   0.020
 GZP  plan-2  H2   0.020
 GZP  plan-2  H6   0.020
 GZP  plan-2  H3   0.020
 GZP  plan-2  H5   0.020

