# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 13:21:37 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2c(cc1C(=C)c3ccc(cc3)C(O)=O)C(C)(C)CCC2(C)C
#
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
 9RA  9RA  '4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]benzoic acid'  ligand  54  26  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9RA
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
 9RA  O53   O  O     0  -0.440   5.9207  -0.7328   2.3499
 9RA  C51   C  C     0   0.531   5.8423   0.0625   1.4434
 9RA  O52   O  OH1   0  -0.594   6.8634   0.8089   1.0449
 9RA  C11   C  CR6   0  -0.097   4.6052   0.3052   0.6647
 9RA  C10   C  CR16  0  -0.238   3.4591  -0.4135   0.9976
 9RA  C12   C  CR16  0  -0.244   4.5459   1.2293  -0.3784
 9RA  C13   C  CR16  0  -0.296   3.3651   1.4207  -1.0730
 9RA  C14   C  CR6   0   0.091   2.2158   0.6958  -0.7529
 9RA  C9    C  CR16  0  -0.289   2.2804  -0.2158   0.3026
 9RA  C47   C  C     0   0.076   0.9568   0.8703  -1.5080
 9RA  C48   C  C2    0  -0.565   0.9584   1.1541  -2.8132
 9RA  C4    C  CR6   0   0.013  -0.3211   0.6666  -0.7809
 9RA  C3    C  CR6   0   0.074  -0.6832   1.4763   0.3042
 9RA  C43   C  CH3   0  -0.748   0.1986   2.5853   0.8018
 9RA  C2    C  CR16  0  -0.355  -1.9113   1.2428   0.9019
 9RA  C5    C  CR16  0  -0.344  -1.1852  -0.3394  -1.1859
 9RA  C6    C  CR6   0   0.140  -2.4109  -0.5911  -0.5660
 9RA  C19   C  CT    0  -0.171  -3.2724  -1.7308  -1.0980
 9RA  C27   C  CH3   0  -0.644  -2.4440  -3.0097  -1.2653
 9RA  C31   C  CH3   0  -0.635  -3.8408  -1.3249  -2.4651
 9RA  C20   C  CH2   0  -0.425  -4.4191  -2.0365  -0.1288
 9RA  C21   C  CH2   0  -0.423  -5.0770  -0.7784   0.3998
 9RA  C22   C  CT    0  -0.168  -4.1176   0.0783   1.2304
 9RA  C1    C  CR6   0   0.135  -2.7944   0.2398   0.4920
 9RA  C39   C  CH3   0  -0.647  -4.7939   1.4336   1.4685
 9RA  C35   C  CH3   0  -0.635  -3.8487  -0.5836   2.5894
 9RA  HO52  H  HOH1  0   0.488   7.6437   0.6134   1.5844
 9RA  H10   H  HCR6  0   0.266   3.4866  -1.1319   1.8056
 9RA  H12   H  HCR6  0   0.267   5.4126   1.8153  -0.6517
 9RA  H13   H  HCR6  0   0.260   3.3326   2.1614  -1.8613
 9RA  H9    H  HCR6  0   0.260   1.4005  -0.7829   0.5797
 9RA  H48   H  H     0   0.253   0.0327   1.2854  -3.3576
 9RA  H48A  H  H     0   0.251   1.8751   1.2562  -3.3798
 9RA  H43   H  HCH3  0   0.242   0.6444   3.1509  -0.0172
 9RA  H43A  H  HCH3  0   0.249  -0.3664   3.2832   1.4189
 9RA  H43B  H  HCH3  0   0.248   1.0214   2.2031   1.4096
 9RA  H2    H  HCR6  0   0.232  -2.1958   1.8861   1.7267
 9RA  H5    H  HCR6  0   0.236  -0.8766  -0.9565  -2.0215
 9RA  H27   H  HCH3  0   0.227  -1.9692  -3.2973  -0.3257
 9RA  H27A  H  HCH3  0   0.228  -3.0905  -3.8327  -1.5776
 9RA  H27B  H  HCH3  0   0.228  -1.6639  -2.9090  -2.0199
 9RA  H31   H  HCH3  0   0.229  -3.0439  -1.0945  -3.1745
 9RA  H31A  H  HCH3  0   0.224  -4.4348  -2.1379  -2.8887
 9RA  H31B  H  HCH3  0   0.229  -4.4808  -0.4442  -2.3933
 9RA  H20   H  HCH2  0   0.232  -5.1547  -2.6648  -0.6389
 9RA  H20A  H  HCH2  0   0.227  -4.0425  -2.6351   0.7069
 9RA  H21   H  HCH2  0   0.225  -5.4562  -0.1831  -0.4374
 9RA  H21A  H  HCH2  0   0.231  -5.9485  -1.0325   1.0100
 9RA  H39   H  HCH3  0   0.229  -5.7861   1.2801   1.8990
 9RA  H39A  H  HCH3  0   0.229  -4.2408   2.0681   2.1620
 9RA  H39B  H  HCH3  0   0.228  -4.9190   1.9824   0.5335
 9RA  H35   H  HCH3  0   0.229  -3.3629  -1.5546   2.4845
 9RA  H35A  H  HCH3  0   0.230  -3.2010   0.0420   3.2065
 9RA  H35B  H  HCH3  0   0.224  -4.7844  -0.7338   3.1327

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
 9RA  C51  O53   double    1.208  0.020  1.208
 9RA  C11  C51   single    1.482  0.020  1.482
 9RA  C51  O52   single    1.326  0.020  1.326
 9RA  O52  HO52  single    0.850  0.020  0.980
 9RA  C12  C11   aromatic  1.395  0.020  1.395
 9RA  C10  C11   aromatic  1.393  0.020  1.393
 9RA  C9   C10   aromatic  1.383  0.020  1.383
 9RA  C10  H10   single    0.930  0.020  1.080
 9RA  C13  C12   aromatic  1.383  0.020  1.383
 9RA  C12  H12   single    0.930  0.020  1.080
 9RA  C14  C13   aromatic  1.396  0.020  1.396
 9RA  C13  H13   single    0.930  0.020  1.080
 9RA  C47  C14   single    1.478  0.020  1.478
 9RA  C14  C9    aromatic  1.396  0.020  1.396
 9RA  C9   H9    single    0.930  0.020  1.080
 9RA  C48  C47   double    1.336  0.020  1.336
 9RA  C4   C47   single    1.484  0.020  1.484
 9RA  C48  H48   single    0.930  0.020  1.080
 9RA  C48  H48A  single    0.930  0.020  1.080
 9RA  C5   C4    aromatic  1.387  0.020  1.387
 9RA  C4   C3    aromatic  1.401  0.020  1.401
 9RA  C2   C3    aromatic  1.386  0.020  1.386
 9RA  C3   C43   single    1.502  0.020  1.502
 9RA  C43  H43   single    0.970  0.020  1.090
 9RA  C43  H43A  single    0.970  0.020  1.090
 9RA  C43  H43B  single    0.970  0.020  1.090
 9RA  C1   C2    aromatic  1.398  0.020  1.398
 9RA  C2   H2    single    0.930  0.020  1.080
 9RA  C6   C5    aromatic  1.396  0.020  1.396
 9RA  C5   H5    single    0.930  0.020  1.080
 9RA  C19  C6    single    1.525  0.020  1.525
 9RA  C6   C1    aromatic  1.399  0.020  1.399
 9RA  C31  C19   single    1.535  0.020  1.535
 9RA  C20  C19   single    1.532  0.020  1.532
 9RA  C19  C27   single    1.533  0.020  1.533
 9RA  C27  H27   single    0.970  0.020  1.090
 9RA  C27  H27A  single    0.970  0.020  1.090
 9RA  C27  H27B  single    0.970  0.020  1.090
 9RA  C31  H31   single    0.970  0.020  1.090
 9RA  C31  H31A  single    0.970  0.020  1.090
 9RA  C31  H31B  single    0.970  0.020  1.090
 9RA  C20  C21   single    1.515  0.020  1.515
 9RA  C20  H20   single    0.970  0.020  1.090
 9RA  C20  H20A  single    0.970  0.020  1.090
 9RA  C22  C21   single    1.531  0.020  1.531
 9RA  C21  H21   single    0.970  0.020  1.090
 9RA  C21  H21A  single    0.970  0.020  1.090
 9RA  C39  C22   single    1.533  0.020  1.533
 9RA  C22  C1    single    1.524  0.020  1.524
 9RA  C22  C35   single    1.535  0.020  1.535
 9RA  C39  H39   single    0.970  0.020  1.090
 9RA  C39  H39A  single    0.970  0.020  1.090
 9RA  C39  H39B  single    0.970  0.020  1.090
 9RA  C35  H35   single    0.970  0.020  1.090
 9RA  C35  H35A  single    0.970  0.020  1.090
 9RA  C35  H35B  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
 9RA  C11   C51  O52   113.12  3.000
 9RA  O52   C51  O53   123.09  3.000
 9RA  C11   C51  O53   123.79  3.000
 9RA  HO52  O52  C51   109.83  3.000
 9RA  C12   C11  C10   119.05  3.000
 9RA  C10   C11  C51   118.47  3.000
 9RA  C12   C11  C51   122.48  3.000
 9RA  H10   C10  C9    119.48  3.000
 9RA  H10   C10  C11   120.02  3.000
 9RA  C9    C10  C11   120.49  3.000
 9RA  H12   C12  C13   118.84  3.000
 9RA  H12   C12  C11   120.93  3.000
 9RA  C13   C12  C11   120.23  3.000
 9RA  H13   C13  C14   119.85  3.000
 9RA  H13   C13  C12   119.09  3.000
 9RA  C14   C13  C12   121.05  3.000
 9RA  C47   C14  C9    120.17  3.000
 9RA  C9    C14  C13   118.32  3.000
 9RA  C47   C14  C13   121.51  3.000
 9RA  H9    C9   C14   119.86  3.000
 9RA  H9    C9   C10   119.29  3.000
 9RA  C14   C9   C10   120.85  3.000
 9RA  C4    C47  C48   120.59  3.000
 9RA  C4    C47  C14   117.82  3.000
 9RA  C48   C47  C14   121.54  3.000
 9RA  H48A  C48  H48   116.73  3.000
 9RA  H48A  C48  C47   122.18  3.000
 9RA  H48   C48  C47   121.09  3.000
 9RA  C5    C4   C3    118.96  3.000
 9RA  C3    C4   C47   121.50  3.000
 9RA  C5    C4   C47   119.54  3.000
 9RA  C2    C3   C43   120.13  3.000
 9RA  C43   C3   C4    122.11  3.000
 9RA  C2    C3   C4    117.75  3.000
 9RA  H43B  C43  H43A  107.44  3.000
 9RA  H43B  C43  H43   106.95  3.000
 9RA  H43A  C43  H43   107.77  3.000
 9RA  H43B  C43  C3    111.62  3.000
 9RA  H43A  C43  C3    110.87  3.000
 9RA  H43   C43  C3    111.97  3.000
 9RA  H2    C2   C1    118.89  3.000
 9RA  H2    C2   C3    117.44  3.000
 9RA  C1    C2   C3    123.67  3.000
 9RA  H5    C5   C6    119.33  3.000
 9RA  H5    C5   C4    117.44  3.000
 9RA  C6    C5   C4    123.23  3.000
 9RA  C1    C6   C19   123.58  3.000
 9RA  C1    C6   C5    117.99  3.000
 9RA  C19   C6   C5    118.41  3.000
 9RA  C20   C19  C31   109.81  3.000
 9RA  C20   C19  C27   107.88  3.000
 9RA  C31   C19  C27   108.87  3.000
 9RA  C27   C19  C6    110.88  3.000
 9RA  C20   C19  C6    110.57  3.000
 9RA  C31   C19  C6    108.80  3.000
 9RA  H27B  C27  H27A  107.18  3.000
 9RA  H27B  C27  H27   108.00  3.000
 9RA  H27A  C27  H27   107.77  3.000
 9RA  H27B  C27  C19   112.66  3.000
 9RA  H27A  C27  C19   109.88  3.000
 9RA  H27   C27  C19   111.16  3.000
 9RA  H31B  C31  H31A  107.90  3.000
 9RA  H31B  C31  H31   107.49  3.000
 9RA  H31A  C31  H31   107.58  3.000
 9RA  H31B  C31  C19   111.84  3.000
 9RA  H31A  C31  C19   110.48  3.000
 9RA  H31   C31  C19   111.36  3.000
 9RA  H20A  C20  H20   105.86  3.000
 9RA  H20A  C20  C21   109.70  3.000
 9RA  H20   C20  C21   110.35  3.000
 9RA  H20A  C20  C19   109.54  3.000
 9RA  H20   C20  C19   108.84  3.000
 9RA  C21   C20  C19   112.34  3.000
 9RA  H21A  C21  H21   106.07  3.000
 9RA  H21A  C21  C22   109.06  3.000
 9RA  H21   C21  C22   109.12  3.000
 9RA  H21A  C21  C20   110.35  3.000
 9RA  H21   C21  C20   109.58  3.000
 9RA  C22   C21  C20   112.45  3.000
 9RA  C35   C22  C39   108.72  3.000
 9RA  C35   C22  C1    108.81  3.000
 9RA  C39   C22  C1    111.38  3.000
 9RA  C35   C22  C21   110.41  3.000
 9RA  C1    C22  C21   109.91  3.000
 9RA  C39   C22  C21   107.60  3.000
 9RA  C22   C1   C6    122.79  3.000
 9RA  C22   C1   C2    118.85  3.000
 9RA  C6    C1   C2    118.35  3.000
 9RA  H39B  C39  H39A  108.08  3.000
 9RA  H39B  C39  H39   107.71  3.000
 9RA  H39A  C39  H39   106.96  3.000
 9RA  H39B  C39  C22   111.23  3.000
 9RA  H39A  C39  C22   112.91  3.000
 9RA  H39   C39  C22   109.73  3.000
 9RA  H35B  C35  H35A  107.81  3.000
 9RA  H35B  C35  H35   107.87  3.000
 9RA  H35A  C35  H35   107.47  3.000
 9RA  H35B  C35  C22   110.45  3.000
 9RA  H35A  C35  C22   110.93  3.000
 9RA  H35   C35  C22   112.13  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
 9RA  CONST_01  C14   C13  C12  C11     0.00   0.0  0
 9RA  CONST_02  C14   C9   C10  C11     0.00   0.0  0
 9RA  CONST_03  C13   C12  C11  C10     0.00   0.0  0
 9RA  CONST_04  C13   C14  C9   C10     0.00   0.0  0
 9RA  CONST_05  C9    C10  C11  C12     0.00   0.0  0
 9RA  CONST_06  C9    C14  C13  C12     0.00   0.0  0
 9RA  CONST_07  C1    C6   C5   C4      0.00   0.0  0
 9RA  CONST_08  C1    C2   C3   C4      0.00   0.0  0
 9RA  CONST_09  C6    C5   C4   C3      0.00   0.0  0
 9RA  CONST_10  C6    C1   C2   C3      0.00   0.0  0
 9RA  CONST_11  C5    C4   C3   C2      0.00   0.0  0
 9RA  CONST_12  C5    C6   C1   C2      0.00   0.0  0
 9RA  CONST_13  C13   C12  C11  C51   180.00   0.0  0
 9RA  CONST_14  C9    C10  C11  C51   180.00   0.0  0
 9RA  CONST_15  C47   C14  C9   C10   180.00   0.0  0
 9RA  CONST_16  C47   C14  C13  C12   180.00   0.0  0
 9RA  CONST_17  C6    C5   C4   C47   180.00   0.0  0
 9RA  CONST_18  C2    C3   C4   C47   180.00   0.0  0
 9RA  CONST_19  C5    C4   C3   C43   180.00   0.0  0
 9RA  CONST_20  C1    C2   C3   C43   180.00   0.0  0
 9RA  CONST_21  H13   C13  C12  C11   180.00   0.0  0
 9RA  CONST_22  H9    C9   C10  C11   180.00   0.0  0
 9RA  CONST_23  H12   C12  C11  C10   180.00   0.0  0
 9RA  CONST_24  H10   C10  C11  C12   180.00   0.0  0
 9RA  CONST_25  H2    C2   C3   C4    180.00   0.0  0
 9RA  CONST_26  H5    C5   C4   C3    180.00   0.0  0
 9RA  CONST_27  HO52  O52  C51  C11   180.00   0.0  0
 9RA  Var_01    C21   C22  C1   C2    164.13  30.0  1
 9RA  Var_02    C20   C19  C6   C5    168.34  30.0  1
 9RA  Var_03    C21   C20  C19  C6     43.25  30.0  1
 9RA  Var_04    C22   C21  C20  C19   -63.42  30.0  1
 9RA  Var_05    C1    C22  C21  C20    47.40  30.0  1
 9RA  Var_06    C4    C47  C14  C13  -149.32  30.0  2
 9RA  Var_07    C5    C4   C47  C14  -118.25  30.0  2
 9RA  Var_08    C12   C11  C51  O53  -179.91  30.0  2
 9RA  Var_09    H43   C43  C3   C4     41.73  30.0  2
 9RA  Var_10    H31   C31  C19  C6     58.47  30.0  3
 9RA  Var_11    H27   C27  C19  C6     56.74  30.0  3
 9RA  Var_12    H39   C39  C22  C21    53.31  30.0  3
 9RA  Var_13    H35   C35  C22  C21    62.37  30.0  3
 9RA  Var_14    H48   C48  C47  C14  -179.68   0.0  2

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
 9RA  plan-1  C51   0.020
 9RA  plan-1  C11   0.020
 9RA  plan-1  C10   0.020
 9RA  plan-1  C12   0.020
 9RA  plan-1  C13   0.020
 9RA  plan-1  C14   0.020
 9RA  plan-1  C9    0.020
 9RA  plan-1  C47   0.020
 9RA  plan-1  H10   0.020
 9RA  plan-1  H12   0.020
 9RA  plan-1  H13   0.020
 9RA  plan-1  H9    0.020
 9RA  plan-2  C47   0.020
 9RA  plan-2  C4    0.020
 9RA  plan-2  C3    0.020
 9RA  plan-2  C43   0.020
 9RA  plan-2  C2    0.020
 9RA  plan-2  C5    0.020
 9RA  plan-2  C6    0.020
 9RA  plan-2  C19   0.020
 9RA  plan-2  C22   0.020
 9RA  plan-2  C1    0.020
 9RA  plan-2  H2    0.020
 9RA  plan-2  H5    0.020
 9RA  plan-3  O53   0.020
 9RA  plan-3  C51   0.020
 9RA  plan-3  O52   0.020
 9RA  plan-3  C11   0.020
 9RA  plan-3  HO52  0.020
 9RA  plan-4  C14   0.020
 9RA  plan-4  C47   0.020
 9RA  plan-4  C48   0.020
 9RA  plan-4  C4    0.020
 9RA  plan-4  H48   0.020
 9RA  plan-4  H48A  0.020

