# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 09:18:30 2022
#   Inital geometry file: a 51 line input string
#   Ligand name: ethyl 4-chloranyl-3-oxidanylidene-butanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CC(=O)CCl
#
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
 83I  83I  "ethyl 4-chloranyl-3-oxidanylidene-butanoate"  ligand  19  10  .  2022-09-16  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_83I
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
 83I  C10  C   CH2   0  -0.576  115.3306  118.2442  120.0441
 83I  C05  C   CH2   0  -0.707  114.8751  119.3461  122.2727
 83I  C06  C   CH2   0  -0.184  113.8450  121.9531  124.6817
 83I  C07  C   C     0   0.609  114.2015  120.5983  122.7765
 83I  C08  C   C     0   0.423  115.4133  119.5048  120.8676
 83I  C09  C   CH3   0  -0.687  114.3046  121.9915  126.1180
 83I  O02  O   O2    0  -0.447  114.4866  120.8342  124.0440
 83I  O03  O   O     0  -0.350  115.8867  120.5321  120.4654
 83I  O04  O   O     0  -0.434  113.4615  121.2710  122.1069
 83I  CL1  CL  CL    0  -0.126  116.1290  118.4053  118.4705
 83I  H1   H   HCH2  0   0.325  114.2793  117.9955  119.8845
 83I  H2   H   HCH2  0   0.322  115.7808  117.4129  120.5901
 83I  H3   H   HCH2  0   0.318  114.1516  118.5263  122.3238
 83I  H4   H   HCH2  0   0.325  115.7089  119.0487  122.9150
 83I  H5   H   HCH2  0   0.238  114.1135  122.8732  124.1593
 83I  H6   H   HCH2  0   0.238  112.7614  121.8353  124.6205
 83I  H7   H   HCH3  0   0.240  113.8280  122.8323  126.6211
 83I  H8   H   HCH3  0   0.237  114.0282  121.0830  126.6528
 83I  H9   H   HCH3  0   0.237  115.3835  122.1263  126.1923

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
 83I  CL1  C10  single  1.772  0.020  1.772
 83I  O03  C08  double  1.200  0.020  1.200
 83I  C10  C08  single  1.508  0.020  1.508
 83I  C08  C05  single  1.513  0.020  1.513
 83I  O04  C07  double  1.204  0.020  1.204
 83I  C05  C07  single  1.509  0.020  1.509
 83I  C07  O02  single  1.320  0.020  1.320
 83I  O02  C06  single  1.439  0.020  1.439
 83I  C06  C09  single  1.509  0.020  1.509
 83I  C10  H1   single  0.970  0.020  1.090
 83I  C10  H2   single  0.970  0.020  1.090
 83I  C05  H3   single  0.970  0.020  1.090
 83I  C05  H4   single  0.970  0.020  1.090
 83I  C06  H5   single  0.970  0.020  1.090
 83I  C06  H6   single  0.970  0.020  1.090
 83I  C09  H7   single  0.970  0.020  1.090
 83I  C09  H8   single  0.970  0.020  1.090
 83I  C09  H9   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
 83I  H2   C10  H1   107.26  3.000
 83I  H2   C10  CL1  109.12  3.000
 83I  H1   C10  CL1  108.94  3.000
 83I  H2   C10  C08  109.93  3.000
 83I  H1   C10  C08  108.85  3.000
 83I  CL1  C10  C08  112.59  3.000
 83I  H4   C05  H3   105.83  3.000
 83I  H4   C05  C08  107.62  3.000
 83I  H3   C05  C08  110.92  3.000
 83I  H4   C05  C07  111.72  3.000
 83I  H3   C05  C07  108.12  3.000
 83I  C08  C05  C07  112.45  3.000
 83I  H6   C06  H5   107.95  3.000
 83I  H6   C06  O02  109.51  3.000
 83I  H5   C06  O02  109.49  3.000
 83I  H6   C06  C09  111.01  3.000
 83I  H5   C06  C09  111.05  3.000
 83I  O02  C06  C09  107.81  3.000
 83I  O04  C07  O02  124.54  3.000
 83I  O02  C07  C05  111.86  3.000
 83I  O04  C07  C05  123.56  3.000
 83I  O03  C08  C05  122.76  3.000
 83I  C05  C08  C10  113.57  3.000
 83I  O03  C08  C10  123.64  3.000
 83I  H9   C09  H8   108.71  3.000
 83I  H9   C09  H7   107.83  3.000
 83I  H8   C09  H7   107.80  3.000
 83I  H9   C09  C06  111.69  3.000
 83I  H8   C09  C06  111.64  3.000
 83I  H7   C09  C06  109.02  3.000
 83I  C07  O02  C06  117.91  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
 83I  Var_01  C07  C05  C08  C10  -145.61  30.0  3
 83I  Var_02  CL1  C10  C08  C05  -173.60  30.0  1
 83I  Var_03  C06  O02  C07  C05  -176.22  30.0  3
 83I  Var_04  O04  C07  O02  C06     1.59  30.0  1
 83I  Var_05  O03  C08  C05  C07    35.97  30.0  1
 83I  Var_06  C09  C06  O02  C07   178.70  30.0  3
 83I  Var_07  O04  C07  C05  C08    42.51  30.0  3
 83I  Var_08  O02  C07  C05  C08  -139.66  30.0  3
 83I  Var_09  CL1  C10  C08  O03     4.81  30.0  1
 83I  Var_10  H3   C05  C08  C10   -24.40  30.0  3
 83I  Var_11  H4   C05  C08  C10    90.92  30.0  3
 83I  Var_12  H1   C10  C08  C05    65.50  30.0  1
 83I  Var_13  H2   C10  C08  C05   -51.71  30.0  1
 83I  Var_14  H5   C06  O02  C07   -60.36  30.0  3
 83I  Var_15  H6   C06  O02  C07    57.81  30.0  3
 83I  Var_16  H3   C05  C07  O02    97.55  30.0  1
 83I  Var_17  H4   C05  C07  O02   -18.51  30.0  1
 83I  Var_18  H7   C09  C06  O02  -179.89  30.0  3
 83I  Var_19  H8   C09  C06  O02   -60.90  30.0  3
 83I  Var_20  H9   C09  C06  O02    61.06  30.0  3
 83I  Var_21  H1   C10  C08  O03  -116.09  30.0  1
 83I  Var_22  H2   C10  C08  O03   126.70  30.0  1
 83I  Var_23  H3   C05  C08  O03   157.17  30.0  3
 83I  Var_24  H4   C05  C08  O03   -87.50  30.0  3
 83I  Var_25  H3   C05  C07  O04   -80.28  30.0  1
 83I  Var_26  H4   C05  C07  O04   163.66  30.0  1

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
 83I  plan-1  C10  0.020
 83I  plan-1  C05  0.020
 83I  plan-1  C08  0.020
 83I  plan-1  O03  0.020
 83I  plan-2  C05  0.020
 83I  plan-2  C07  0.020
 83I  plan-2  O02  0.020
 83I  plan-2  O04  0.020

