# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 10:25:57 2021
#   Inital geometry file: a 88 line input string
#   Ligand name: ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1cncn1[C@H](C)c2ccccc2
#
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
 V8D  V8D  'ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate'  ligand  34  18  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_V8D
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
 V8D  C05  C  CH1   0  -0.153  144.7354  130.9016  122.6270
 V8D  C06  C  CR6   0   0.135  144.4535  130.0742  121.3929
 V8D  C07  C  CH3   0  -0.689  143.4419  131.2214  123.3661
 V8D  C08  C  CR5   0   0.156  147.0316  129.9917  123.2383
 V8D  C09  C  CR15  0   0.114  145.4329  129.6319  124.6723
 V8D  C10  C  CR16  0  -0.290  144.1604  130.7236  120.1981
 V8D  C11  C  CR16  0  -0.304  144.4125  128.6852  121.4329
 V8D  C12  C  CR15  0  -0.180  147.4849  129.2550  124.3065
 V8D  C13  C  C     0   0.560  147.7652  130.4831  122.0770
 V8D  C14  C  CR16  0  -0.244  143.8219  130.0004  119.0640
 V8D  C15  C  CR16  0  -0.239  144.0809  127.9581  120.2963
 V8D  C16  C  CR16  0  -0.268  143.7820  128.6123  119.1094
 V8D  C17  C  CH2   0  -0.181  149.8735  130.3972  121.0029
 V8D  C18  C  CH3   0  -0.688  151.1968  129.7027  121.2125
 V8D  N03  N  NR5   0  -0.459  145.6994  130.2322  123.4999
 V8D  N04  N  N     0  -0.443  146.4864  129.0415  125.1910
 V8D  O01  O  O2    0  -0.461  148.9916  129.9817  122.0577
 V8D  O02  O  O     0  -0.449  147.3332  131.2484  121.2469
 V8D  H1   H  HCH1  0   0.289  145.1853  131.8453  122.3210
 V8D  H2   H  HCH3  0   0.256  143.6234  131.8450  124.2419
 V8D  H3   H  HCH3  0   0.268  142.7916  131.7765  122.6920
 V8D  H4   H  HCH3  0   0.242  142.9045  130.3238  123.6715
 V8D  H5   H  HCR5  0   0.296  144.4528  129.6416  125.1214
 V8D  H6   H  HCR6  0   0.250  144.1995  131.8057  120.1521
 V8D  H7   H  HCR6  0   0.254  144.6431  128.1531  122.3483
 V8D  H8   H  HCR5  0   0.272  148.4849  128.8844  124.4719
 V8D  H9   H  HCR6  0   0.256  143.5954  130.5204  118.1421
 V8D  H10  H  HCR6  0   0.256  144.0561  126.8769  120.3416
 V8D  H11  H  HCR6  0   0.256  143.5220  128.0457  118.2247
 V8D  H12  H  HCH2  0   0.237  149.9936  131.4821  121.0294
 V8D  H13  H  HCH2  0   0.237  149.4422  130.1286  120.0364
 V8D  H14  H  HCH3  0   0.240  151.8862  130.0059  120.4250
 V8D  H15  H  HCH3  0   0.237  151.6442  129.9710  122.1695
 V8D  H16  H  HCH3  0   0.237  151.0930  128.6188  121.1663

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
 V8D  C14  C16  aromatic  1.389  0.020  1.389
 V8D  C14  C10  aromatic  1.387  0.020  1.387
 V8D  C16  C15  aromatic  1.388  0.020  1.388
 V8D  C10  C06  aromatic  1.391  0.020  1.391
 V8D  C15  C11  aromatic  1.389  0.020  1.389
 V8D  O02  C13  double    1.209  0.020  1.209
 V8D  C17  C18  single    1.509  0.020  1.509
 V8D  C17  O01  single    1.436  0.020  1.436
 V8D  C06  C11  aromatic  1.390  0.020  1.390
 V8D  C06  C05  single    1.512  0.020  1.512
 V8D  C13  O01  single    1.325  0.020  1.325
 V8D  C13  C08  single    1.459  0.020  1.459
 V8D  C05  C07  single    1.524  0.020  1.524
 V8D  C05  N03  single    1.463  0.020  1.463
 V8D  C08  N03  aromatic  1.379  0.020  1.379
 V8D  C08  C12  aromatic  1.374  0.020  1.374
 V8D  N03  C09  aromatic  1.344  0.020  1.344
 V8D  C12  N04  aromatic  1.351  0.020  1.351
 V8D  C09  N04  aromatic  1.314  0.020  1.314
 V8D  C05  H1   single    0.970  0.020  1.090
 V8D  C07  H2   single    0.970  0.020  1.090
 V8D  C07  H3   single    0.970  0.020  1.090
 V8D  C07  H4   single    0.970  0.020  1.090
 V8D  C09  H5   single    0.930  0.020  1.080
 V8D  C10  H6   single    0.930  0.020  1.080
 V8D  C11  H7   single    0.930  0.020  1.080
 V8D  C12  H8   single    0.930  0.020  1.080
 V8D  C14  H9   single    0.930  0.020  1.080
 V8D  C15  H10  single    0.930  0.020  1.080
 V8D  C16  H11  single    0.930  0.020  1.080
 V8D  C17  H12  single    0.970  0.020  1.090
 V8D  C17  H13  single    0.970  0.020  1.090
 V8D  C18  H14  single    0.970  0.020  1.090
 V8D  C18  H15  single    0.970  0.020  1.090
 V8D  C18  H16  single    0.970  0.020  1.090

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
 V8D  H1   C05  N03  106.97  3.000
 V8D  H1   C05  C07  107.76  3.000
 V8D  N03  C05  C07  111.48  3.000
 V8D  H1   C05  C06  108.76  3.000
 V8D  N03  C05  C06  111.07  3.000
 V8D  C07  C05  C06  110.64  3.000
 V8D  C11  C06  C10  119.01  3.000
 V8D  C11  C06  C05  121.91  3.000
 V8D  C10  C06  C05  119.00  3.000
 V8D  H4   C07  H3   107.39  3.000
 V8D  H4   C07  H2   109.15  3.000
 V8D  H3   C07  H2   107.77  3.000
 V8D  H4   C07  C05  112.43  3.000
 V8D  H3   C07  C05  108.28  3.000
 V8D  H2   C07  C05  111.61  3.000
 V8D  N03  C08  C13  125.32  3.000
 V8D  N03  C08  C12  105.35  3.000
 V8D  C13  C08  C12  129.30  3.000
 V8D  H5   C09  N04  124.64  3.000
 V8D  H5   C09  N03  122.66  3.000
 V8D  N04  C09  N03  112.71  3.000
 V8D  H6   C10  C14  119.65  3.000
 V8D  H6   C10  C06  119.67  3.000
 V8D  C14  C10  C06  120.68  3.000
 V8D  H7   C11  C15  119.00  3.000
 V8D  H7   C11  C06  120.57  3.000
 V8D  C15  C11  C06  120.42  3.000
 V8D  H8   C12  N04  122.02  3.000
 V8D  H8   C12  C08  127.49  3.000
 V8D  N04  C12  C08  110.48  3.000
 V8D  O02  C13  O01  124.08  3.000
 V8D  O01  C13  C08  110.46  3.000
 V8D  O02  C13  C08  125.46  3.000
 V8D  H9   C14  C16  120.12  3.000
 V8D  H9   C14  C10  119.80  3.000
 V8D  C16  C14  C10  120.08  3.000
 V8D  H10  C15  C16  120.12  3.000
 V8D  H10  C15  C11  119.60  3.000
 V8D  C16  C15  C11  120.28  3.000
 V8D  H11  C16  C15  120.26  3.000
 V8D  H11  C16  C14  120.21  3.000
 V8D  C15  C16  C14  119.52  3.000
 V8D  H13  C17  H12  108.02  3.000
 V8D  H13  C17  O01  109.65  3.000
 V8D  H12  C17  O01  109.70  3.000
 V8D  H13  C17  C18  110.86  3.000
 V8D  H12  C17  C18  110.94  3.000
 V8D  O01  C17  C18  107.66  3.000
 V8D  H16  C18  H15  108.73  3.000
 V8D  H16  C18  H14  107.84  3.000
 V8D  H15  C18  H14  107.84  3.000
 V8D  H16  C18  C17  111.61  3.000
 V8D  H15  C18  C17  111.63  3.000
 V8D  H14  C18  C17  109.05  3.000
 V8D  C09  N03  C08  106.21  3.000
 V8D  C09  N03  C05  126.47  3.000
 V8D  C08  N03  C05  127.12  3.000
 V8D  C12  N04  C09  105.25  3.000
 V8D  C17  O01  C13  118.01  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
 V8D  CONST_01  C16  C14  C10  C06     0.00   0.0  0
 V8D  CONST_02  C16  C15  C11  C06     0.00   0.0  0
 V8D  CONST_03  N04  C09  N03  C08     0.00   0.0  0
 V8D  CONST_04  C09  N04  C12  C08     0.00   0.0  0
 V8D  CONST_05  C12  C08  N03  C09     0.00   0.0  0
 V8D  CONST_06  C15  C16  C14  C10     0.00   0.0  0
 V8D  CONST_07  C15  C11  C06  C10     0.00   0.0  0
 V8D  CONST_08  C14  C16  C15  C11     0.00   0.0  0
 V8D  CONST_09  C14  C10  C06  C11     0.00   0.0  0
 V8D  CONST_10  N03  C09  N04  C12     0.00   0.0  0
 V8D  CONST_11  N04  C12  C08  N03     0.00   0.0  0
 V8D  CONST_12  C14  C10  C06  C05   180.00   0.0  0
 V8D  CONST_13  C15  C11  C06  C05   180.00   0.0  0
 V8D  CONST_14  C12  C08  N03  C05   180.00   0.0  0
 V8D  CONST_15  N04  C09  N03  C05   180.00   0.0  0
 V8D  CONST_16  C13  C08  N03  C09   180.00   0.0  0
 V8D  CONST_17  N04  C12  C08  C13   180.00   0.0  0
 V8D  CONST_18  H9   C14  C10  C06   180.00   0.0  0
 V8D  CONST_19  H10  C15  C11  C06   180.00   0.0  0
 V8D  CONST_20  H5   C09  N03  C08   180.00   0.0  0
 V8D  CONST_21  H8   C12  N04  C09   180.00   0.0  0
 V8D  CONST_22  H11  C16  C14  C10   180.00   0.0  0
 V8D  CONST_23  H7   C11  C06  C10   180.00   0.0  0
 V8D  CONST_24  H6   C10  C06  C11   180.00   0.0  0
 V8D  Var_01    O02  C13  C08  C12  -171.49  30.0  2
 V8D  Var_02    C18  C17  O01  C13   179.44  30.0  2
 V8D  Var_03    H14  C18  C17  O01  -179.76  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
 V8D  chir_01  C05  C06  C07  N03  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
 V8D  plan-1  C05  0.020
 V8D  plan-1  C08  0.020
 V8D  plan-1  C09  0.020
 V8D  plan-1  C12  0.020
 V8D  plan-1  C13  0.020
 V8D  plan-1  N03  0.020
 V8D  plan-1  N04  0.020
 V8D  plan-1  H5   0.020
 V8D  plan-1  H8   0.020
 V8D  plan-2  C05  0.020
 V8D  plan-2  C06  0.020
 V8D  plan-2  C10  0.020
 V8D  plan-2  C11  0.020
 V8D  plan-2  C14  0.020
 V8D  plan-2  C15  0.020
 V8D  plan-2  C16  0.020
 V8D  plan-2  H6   0.020
 V8D  plan-2  H7   0.020
 V8D  plan-2  H9   0.020
 V8D  plan-2  H10  0.020
 V8D  plan-2  H11  0.020
 V8D  plan-3  C08  0.020
 V8D  plan-3  C13  0.020
 V8D  plan-3  O01  0.020
 V8D  plan-3  O02  0.020

