# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 06:24:27 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-[[(2~{R})-2-butyl-6,7-bis(chloranyl)-2-cyclopentyl-1-oxidanylidene-3~{H}-inden-5-yl]oxy]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[C@@]1(Cc2cc(OCC(O)=O)c(Cl)c(Cl)c2C1=O)C3CCCC3
#
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
 EZC  EZC  '2-[[(2~{R})-2-butyl-6,7-bis(chloranyl)-2-cyclopentyl-1-oxidanylidene-3~{H}-inden-5-yl]oxy]ethanoic acid'  ligand  50  26  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EZC
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
 EZC  C10  C   CH2   0  -0.439  162.9541  170.3064  197.9905
 EZC  C13  C   CH2   0  -0.444  160.5365  170.0083  197.7488
 EZC  C15  C   CR5   0   0.421  164.2418  172.7381  199.2212
 EZC  C17  C   CR56  0   0.045  164.0588  173.3641  200.5395
 EZC  C21  C   CR6   0  -0.043  164.8838  173.3641  201.6633
 EZC  C22  C   CR6   0   0.492  163.2509  174.7379  202.8120
 EZC  C24  C   CH3   0  -0.663  165.1384  176.2364  195.2211
 EZC  C26  C   C     0   0.520  161.6035  176.6559  205.4400
 EZC  C07  C   CR5   0  -0.230  162.9382  172.9083  198.4340
 EZC  C08  C   CH1   0  -0.209  162.1934  171.5487  198.5048
 EZC  C09  C   CH2   0  -0.435  160.8532  171.4987  197.7609
 EZC  C11  C   CH2   0  -0.508  162.1459  173.9530  199.2479
 EZC  C12  C   CH2   0  -0.425  163.2088  173.3578  196.9949
 EZC  C14  C   CH2   0  -0.446  161.8813  169.3692  197.3936
 EZC  C16  C   CR56  0   0.119  162.8559  174.0520  200.5613
 EZC  C18  C   CH2   0  -0.425  164.1083  174.5816  196.8446
 EZC  C19  C   CR16  0  -0.458  162.4362  174.7415  201.6862
 EZC  C23  C   CR6   0  -0.150  164.4804  174.0447  202.7958
 EZC  C25  C   CH2   0  -0.300  161.7405  176.0446  204.0669
 EZC  O04  O   O2    0  -0.439  162.9645  175.3581  203.9552
 EZC  O05  O   O     0  -0.443  160.6280  177.2964  205.7365
 EZC  O06  O   OH1   0  -0.568  162.6236  176.4191  206.2367
 EZC  CL1  CL  CL    0  -0.079  166.3761  172.5209  201.6580
 EZC  CL2  CL  CL    0  -0.064  165.4514  174.0688  204.2111
 EZC  H1   H   HCH2  0   0.231  163.5005  169.8262  198.8025
 EZC  H2   H   HCH2  0   0.232  163.6966  170.5649  197.2352
 EZC  H3   H   HCH2  0   0.230  159.7411  169.7441  197.0504
 EZC  H4   H   HCH2  0   0.218  160.2139  169.6927  198.7450
 EZC  H5   H   HCH2  0   0.213  163.2228  175.2790  195.0128
 EZC  H6   H   HCH2  0   0.213  164.5826  174.2038  194.7813
 EZC  H7   H   HCH3  0   0.227  165.2071  176.5417  194.1764
 EZC  H8   H   HCH3  0   0.217  164.7773  177.0944  195.7914
 EZC  H9   H   HCH3  0   0.217  166.1491  176.0134  195.5680
 EZC  H10  H   HCH1  0   0.240  161.9641  171.3732  199.5642
 EZC  H11  H   HCH2  0   0.224  160.9641  171.8551  196.7330
 EZC  H12  H   HCH2  0   0.235  160.0758  172.0987  198.2364
 EZC  H13  H   HCH2  0   0.281  162.1414  174.9307  198.7582
 EZC  H14  H   HCH2  0   0.278  161.0989  173.6792  199.3847
 EZC  H15  H   HCH2  0   0.234  162.2476  173.5761  196.5211
 EZC  H16  H   HCH2  0   0.234  163.6429  172.5297  196.4292
 EZC  H17  H   HCH2  0   0.229  161.9695  168.3458  197.7606
 EZC  H18  H   HCH2  0   0.223  161.9886  169.3230  196.3078
 EZC  H19  H   HCH2  0   0.220  165.1113  174.3675  197.2240
 EZC  H20  H   HCH2  0   0.216  163.7256  175.4144  197.4446
 EZC  H21  H   HCR6  0   0.298  161.4945  175.2734  201.6728
 EZC  H22  H   HCH2  0   0.289  161.6625  176.8522  203.3316
 EZC  H23  H   HCH2  0   0.290  160.8887  175.3733  203.9124
 EZC  H24  H   HOH1  0   0.491  162.4713  176.8350  207.0995
 EZC  O03  O   O     0  -0.392  165.2367  172.1824  198.8179
 EZC  C20  C   CH2   0  -0.417  164.2194  175.0354  195.3932

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
 EZC  C20  C24  single    1.522  0.020  1.522
 EZC  C20  C18  single    1.525  0.020  1.525
 EZC  C18  C12  single    1.526  0.020  1.526
 EZC  C12  C07  single    1.532  0.020  1.532
 EZC  C14  C13  single    1.531  0.020  1.531
 EZC  C14  C10  single    1.545  0.020  1.545
 EZC  C13  C09  single    1.524  0.020  1.524
 EZC  C10  C08  single    1.545  0.020  1.545
 EZC  C09  C08  single    1.534  0.020  1.534
 EZC  C07  C08  single    1.552  0.020  1.552
 EZC  C07  C11  single    1.543  0.020  1.543
 EZC  C07  C15  single    1.532  0.020  1.532
 EZC  O03  C15  double    1.209  0.020  1.209
 EZC  C11  C16  single    1.496  0.020  1.496
 EZC  C15  C17  single    1.471  0.020  1.471
 EZC  C17  C16  aromatic  1.386  0.020  1.386
 EZC  C17  C21  aromatic  1.394  0.020  1.394
 EZC  C16  C19  aromatic  1.385  0.020  1.385
 EZC  CL1  C21  single    1.714  0.020  1.714
 EZC  C21  C23  aromatic  1.381  0.020  1.381
 EZC  C19  C22  aromatic  1.390  0.020  1.390
 EZC  C23  C22  aromatic  1.412  0.020  1.412
 EZC  C23  CL2  single    1.717  0.020  1.717
 EZC  C22  O04  single    1.332  0.020  1.332
 EZC  C25  O04  single    1.408  0.020  1.408
 EZC  C25  C26  single    1.509  0.020  1.509
 EZC  C26  O05  double    1.204  0.020  1.204
 EZC  C26  O06  single    1.316  0.020  1.316
 EZC  C10  H1   single    0.970  0.020  1.090
 EZC  C10  H2   single    0.970  0.020  1.090
 EZC  C13  H3   single    0.970  0.020  1.090
 EZC  C13  H4   single    0.970  0.020  1.090
 EZC  C20  H5   single    0.970  0.020  1.090
 EZC  C20  H6   single    0.970  0.020  1.090
 EZC  C24  H7   single    0.970  0.020  1.090
 EZC  C24  H8   single    0.970  0.020  1.090
 EZC  C24  H9   single    0.970  0.020  1.090
 EZC  C08  H10  single    0.970  0.020  1.090
 EZC  C09  H11  single    0.970  0.020  1.090
 EZC  C09  H12  single    0.970  0.020  1.090
 EZC  C11  H13  single    0.970  0.020  1.090
 EZC  C11  H14  single    0.970  0.020  1.090
 EZC  C12  H15  single    0.970  0.020  1.090
 EZC  C12  H16  single    0.970  0.020  1.090
 EZC  C14  H17  single    0.970  0.020  1.090
 EZC  C14  H18  single    0.970  0.020  1.090
 EZC  C18  H19  single    0.970  0.020  1.090
 EZC  C18  H20  single    0.970  0.020  1.090
 EZC  C19  H21  single    0.930  0.020  1.080
 EZC  C25  H22  single    0.970  0.020  1.090
 EZC  C25  H23  single    0.970  0.020  1.090
 EZC  O06  H24  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
 EZC  H2   C10  H1   106.21  3.000
 EZC  H2   C10  C14  110.44  3.000
 EZC  H1   C10  C14  111.64  3.000
 EZC  H2   C10  C08  112.04  3.000
 EZC  H1   C10  C08  110.67  3.000
 EZC  C14  C10  C08  105.94  3.000
 EZC  H4   C13  H3   107.35  3.000
 EZC  H4   C13  C14  110.49  3.000
 EZC  H3   C13  C14  113.00  3.000
 EZC  H4   C13  C09  109.66  3.000
 EZC  H3   C13  C09  113.17  3.000
 EZC  C14  C13  C09  103.16  3.000
 EZC  O03  C15  C07  125.44  3.000
 EZC  O03  C15  C17  126.66  3.000
 EZC  C07  C15  C17  107.90  3.000
 EZC  C16  C17  C21  120.06  3.000
 EZC  C21  C17  C15  130.46  3.000
 EZC  C16  C17  C15  109.47  3.000
 EZC  CL1  C21  C23  119.94  3.000
 EZC  C23  C21  C17  119.21  3.000
 EZC  CL1  C21  C17  120.85  3.000
 EZC  O04  C22  C23  115.20  3.000
 EZC  O04  C22  C19  124.62  3.000
 EZC  C23  C22  C19  120.17  3.000
 EZC  H9   C24  H8   107.51  3.000
 EZC  H9   C24  H7   107.65  3.000
 EZC  H8   C24  H7   107.54  3.000
 EZC  H9   C24  C20  111.22  3.000
 EZC  H8   C24  C20  111.18  3.000
 EZC  H7   C24  C20  111.55  3.000
 EZC  O06  C26  O05  125.08  3.000
 EZC  O06  C26  C25  114.05  3.000
 EZC  O05  C26  C25  120.87  3.000
 EZC  C12  C07  C11  112.80  3.000
 EZC  C11  C07  C08  108.82  3.000
 EZC  C12  C07  C08  112.63  3.000
 EZC  C11  C07  C15  103.95  3.000
 EZC  C08  C07  C15  106.71  3.000
 EZC  C12  C07  C15  111.41  3.000
 EZC  H10  C08  C09  106.28  3.000
 EZC  H10  C08  C07  106.52  3.000
 EZC  C09  C08  C07  115.20  3.000
 EZC  H10  C08  C10  107.19  3.000
 EZC  C07  C08  C10  116.94  3.000
 EZC  C09  C08  C10  104.04  3.000
 EZC  H12  C09  H11  107.62  3.000
 EZC  H12  C09  C08  113.16  3.000
 EZC  H11  C09  C08  110.90  3.000
 EZC  H12  C09  C13  113.15  3.000
 EZC  H11  C09  C13  109.42  3.000
 EZC  C08  C09  C13  102.55  3.000
 EZC  H14  C11  H13  106.07  3.000
 EZC  H14  C11  C16  111.22  3.000
 EZC  H13  C11  C16  109.63  3.000
 EZC  H14  C11  C07  112.89  3.000
 EZC  H13  C11  C07  111.79  3.000
 EZC  C16  C11  C07  105.31  3.000
 EZC  H16  C12  H15  106.03  3.000
 EZC  H16  C12  C18  108.82  3.000
 EZC  H15  C12  C18  108.38  3.000
 EZC  H16  C12  C07  109.52  3.000
 EZC  H15  C12  C07  108.08  3.000
 EZC  C18  C12  C07  115.59  3.000
 EZC  H18  C14  H17  106.68  3.000
 EZC  H18  C14  C13  109.55  3.000
 EZC  H17  C14  C13  112.62  3.000
 EZC  H18  C14  C10  109.98  3.000
 EZC  H17  C14  C10  112.53  3.000
 EZC  C13  C14  C10  105.49  3.000
 EZC  C19  C16  C11  127.03  3.000
 EZC  C19  C16  C17  121.54  3.000
 EZC  C11  C16  C17  111.42  3.000
 EZC  H20  C18  H19  106.22  3.000
 EZC  H20  C18  C12  110.47  3.000
 EZC  H19  C18  C12  110.45  3.000
 EZC  H20  C18  C20  108.70  3.000
 EZC  H19  C18  C20  108.77  3.000
 EZC  C12  C18  C20  112.04  3.000
 EZC  H21  C19  C16  119.92  3.000
 EZC  H21  C19  C22  121.45  3.000
 EZC  C16  C19  C22  118.63  3.000
 EZC  CL2  C23  C22  118.45  3.000
 EZC  CL2  C23  C21  121.18  3.000
 EZC  C22  C23  C21  120.38  3.000
 EZC  H23  C25  H22  107.57  3.000
 EZC  H23  C25  O04  111.47  3.000
 EZC  H22  C25  O04  111.61  3.000
 EZC  H23  C25  C26  107.82  3.000
 EZC  H22  C25  C26  107.80  3.000
 EZC  O04  C25  C26  110.41  3.000
 EZC  C25  O04  C22  118.83  3.000
 EZC  H24  O06  C26  109.86  3.000
 EZC  H6   C20  H5   106.09  3.000
 EZC  H6   C20  C18  109.29  3.000
 EZC  H5   C20  C18  109.32  3.000
 EZC  H6   C20  C24  109.63  3.000
 EZC  H5   C20  C24  109.56  3.000
 EZC  C18  C20  C24  112.73  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
 EZC  CONST_01  C22  C19  C16  C17     0.00   0.0  0
 EZC  CONST_02  C22  C23  C21  C17     0.00   0.0  0
 EZC  CONST_03  C19  C16  C17  C21     0.00   0.0  0
 EZC  CONST_04  C19  C22  C23  C21     0.00   0.0  0
 EZC  CONST_05  C23  C21  C17  C16     0.00   0.0  0
 EZC  CONST_06  C23  C22  C19  C16     0.00   0.0  0
 EZC  CONST_07  CL1  C21  C17  C15     0.00   0.0  0
 EZC  CONST_08  CL2  C23  C21  C17   180.00   0.0  0
 EZC  CONST_09  O04  C22  C23  C21   180.00   0.0  0
 EZC  CONST_10  CL1  C21  C23  C22   180.00   0.0  0
 EZC  CONST_11  CL1  C21  C17  C16   180.00   0.0  0
 EZC  CONST_12  O04  C22  C19  C16   180.00   0.0  0
 EZC  CONST_13  CL2  C23  C22  C19   180.00   0.0  0
 EZC  CONST_14  H21  C19  C16  C17   180.00   0.0  0
 EZC  CONST_15  H24  O06  C26  C25   180.00   0.0  0
 EZC  Var_01    C09  C13  C14  C10    31.30  30.0  1
 EZC  Var_02    C08  C10  C14  C13    -7.35  30.0  1
 EZC  Var_03    C07  C11  C16  C17     9.18  30.0  1
 EZC  Var_04    C07  C15  C17  C21   172.66  30.0  1
 EZC  Var_05    C14  C13  C09  C08   -43.37  30.0  1
 EZC  Var_06    C07  C12  C18  C20  -174.72  30.0  3
 EZC  Var_07    C26  C25  O04  C22   179.15  30.0  1
 EZC  Var_08    C12  C18  C20  C24  -178.70  30.0  3
 EZC  Var_09    O05  C26  C25  O04   179.45  30.0  3
 EZC  Var_10    H7   C24  C20  C18   179.75  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
 EZC  chir_01  C07  C08  C11  C15  negativ
 EZC  chir_02  C08  C10  C09  C07  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
 EZC  plan-1  C15  0.020
 EZC  plan-1  C17  0.020
 EZC  plan-1  C07  0.020
 EZC  plan-1  O03  0.020
 EZC  plan-2  C15  0.020
 EZC  plan-2  C17  0.020
 EZC  plan-2  C21  0.020
 EZC  plan-2  C22  0.020
 EZC  plan-2  C11  0.020
 EZC  plan-2  C16  0.020
 EZC  plan-2  C19  0.020
 EZC  plan-2  C23  0.020
 EZC  plan-2  O04  0.020
 EZC  plan-2  CL1  0.020
 EZC  plan-2  CL2  0.020
 EZC  plan-2  H21  0.020
 EZC  plan-3  C26  0.020
 EZC  plan-3  C25  0.020
 EZC  plan-3  O05  0.020
 EZC  plan-3  O06  0.020
 EZC  plan-3  H24  0.020

