# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 04:31:58 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: (1~{R},3~{a}~{R},12~{a}~{R})-5-fluoranyl-3~{a},6,10-trimethyl-1-prop-1-en-2-yl-2,3,4,7,8,11,12,12~{a}-octahydro-1~{H}-cyclopenta[11]annulene
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C)[C@@H]1CC[C@]2(C)C\C(=C(/C)CC\C=C(C)/CC[C@H]12)F
#
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
 EXW  EXW  (1~{R},3~{a}~{R},12~{a}~{R})-5-fluoranyl-3~{a},6,10-trimethyl-1-prop-1-en-2-yl-2,3,4,7,8,11,12,12~{a}-octahydro-1~{H}-cyclopenta[11]annulene  ligand  52  21  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EXW
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
 EXW  CAA  C  CH2   0  -0.542   0.0674   1.8998  -1.1759
 EXW  CAB  C  CH2   0  -0.451  -1.1822   1.3536  -0.4595
 EXW  CAC  C  CH1   0  -0.189  -1.5161  -0.0701  -0.9011
 EXW  CAD  C  CT    0  -0.027  -0.4827  -1.2114  -0.5467
 EXW  CAE  C  CH2   0  -0.437  -1.3659  -2.4000  -0.0960
 EXW  CAF  C  CH2   0  -0.449  -2.7832  -2.0896  -0.5707
 EXW  CAG  C  CH1   0  -0.320  -2.9247  -0.5647  -0.4792
 EXW  CAH  C  C     0   0.204  -3.4402  -0.0514   0.8448
 EXW  CAI  C  CH3   0  -0.682   0.2690  -1.6068  -1.8227
 EXW  CAJ  C  CH2   0  -0.614   0.5009  -0.7856   0.5744
 EXW  CAK  C  C     0   0.517   1.8706  -1.3587   0.5482
 EXW  CAM  C  C     0  -0.108   3.0220  -0.7464   0.2818
 EXW  CAN  C  CH3   0  -0.720   4.3425  -1.4555   0.3391
 EXW  CAO  C  CH2   0  -0.525   3.0704   0.7078  -0.1524
 EXW  CAP  C  CH2   0  -0.515   2.5560   1.7477   0.8729
 EXW  CAQ  C  C1    0  -0.296   1.8029   2.9520   0.3511
 EXW  CAR  C  C     0   0.133   0.7482   3.0456  -0.4704
 EXW  CAS  C  CH3   0  -0.714   0.1259   4.3868  -0.7413
 EXW  CAT  C  CH3   0  -0.750  -2.9010  -0.6003   2.1333
 EXW  CAU  C  C2    0  -0.597  -4.3973   0.8768   0.8642
 EXW  FAL  F  F     0  -0.342   1.8816  -2.6802   0.8877
 EXW  H1   H  HCH2  0   0.242   0.7693   1.0872  -1.3360
 EXW  H2   H  HCH2  0   0.243  -0.2295   2.2241  -2.1787
 EXW  H3   H  HCH2  0   0.228  -1.0564   1.4093   0.6252
 EXW  H4   H  HCH2  0   0.243  -2.0381   1.9978  -0.6784
 EXW  H5   H  HCH1  0   0.236  -1.5541  -0.0417  -1.9967
 EXW  H7   H  HCH2  0   0.236  -0.9996  -3.3497  -0.4921
 EXW  H8   H  HCH2  0   0.228  -1.3491  -2.4968   0.9910
 EXW  H9   H  HCH2  0   0.233  -2.9025  -2.3857  -1.6164
 EXW  H10  H  HCH2  0   0.235  -3.5467  -2.6288  -0.0056
 EXW  H11  H  HCH1  0   0.239  -3.6348  -0.2157  -1.2333
 EXW  H14  H  HCH3  0   0.228   0.8348  -0.7758  -2.2493
 EXW  H15  H  HCH3  0   0.233   0.9689  -2.4251  -1.6469
 EXW  H16  H  HCH3  0   0.232  -0.4379  -1.9414  -2.5854
 EXW  H17  H  HCH2  0   0.271   0.6157   0.2892   0.5709
 EXW  H18  H  HCH2  0   0.257   0.0643  -1.0188   1.5500
 EXW  H21  H  HCH3  0   0.242   4.2683  -2.4881   0.6714
 EXW  H22  H  HCH3  0   0.239   4.8206  -1.4557  -0.6441
 EXW  H23  H  HCH3  0   0.239   5.0250  -0.9335   1.0142
 EXW  H24  H  HCH2  0   0.262   4.1087   0.9518  -0.3830
 EXW  H25  H  HCH2  0   0.253   2.5521   0.8162  -1.1043
 EXW  H26  H  HCH2  0   0.252   1.9446   1.2547   1.6328
 EXW  H27  H  HCH2  0   0.253   3.4189   2.1203   1.4270
 EXW  H28  H  H     0   0.222   2.1434   3.8909   0.7801
 EXW  H31  H  HCH3  0   0.234  -0.9339   4.3876  -0.4724
 EXW  H32  H  HCH3  0   0.235   0.6109   5.1901  -0.1871
 EXW  H33  H  HCH3  0   0.232   0.1715   4.6306  -1.8061
 EXW  H34  H  HCH3  0   0.237  -1.8270  -0.4388   2.2397
 EXW  H35  H  HCH3  0   0.248  -3.3863  -0.1319   2.9890
 EXW  H36  H  HCH3  0   0.240  -3.0651  -1.6773   2.2095
 EXW  H37  H  H     0   0.226  -4.8198   1.2769  -0.0499
 EXW  H38  H  H     0   0.225  -4.7913   1.2718   1.7932

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
 EXW  CAA  CAB  single  1.540  0.020  1.540
 EXW  CAA  CAR  single  1.508  0.020  1.508
 EXW  CAB  CAC  single  1.528  0.020  1.528
 EXW  CAC  CAD  single  1.580  0.020  1.580
 EXW  CAD  CAE  single  1.548  0.020  1.548
 EXW  CAD  CAI  single  1.533  0.020  1.533
 EXW  CAD  CAJ  single  1.551  0.020  1.551
 EXW  CAE  CAF  single  1.527  0.020  1.527
 EXW  CAF  CAG  single  1.534  0.020  1.534
 EXW  CAG  CAH  single  1.511  0.020  1.511
 EXW  CAH  CAT  single  1.501  0.020  1.501
 EXW  CAH  CAU  double  1.333  0.020  1.333
 EXW  CAJ  CAK  single  1.485  0.020  1.485
 EXW  CAK  CAM  double  1.331  0.020  1.331
 EXW  CAK  FAL  single  1.364  0.020  1.364
 EXW  CAM  CAN  single  1.500  0.020  1.500
 EXW  CAM  CAO  single  1.518  0.020  1.518
 EXW  CAO  CAP  single  1.548  0.020  1.548
 EXW  CAP  CAQ  single  1.513  0.020  1.513
 EXW  CAQ  CAR  double  1.340  0.020  1.340
 EXW  CAR  CAS  single  1.503  0.020  1.503
 EXW  CAA  H1   single  0.970  0.020  1.090
 EXW  CAA  H2   single  0.970  0.020  1.090
 EXW  CAB  H3   single  0.970  0.020  1.090
 EXW  CAB  H4   single  0.970  0.020  1.090
 EXW  CAC  H5   single  0.970  0.020  1.090
 EXW  CAE  H7   single  0.970  0.020  1.090
 EXW  CAE  H8   single  0.970  0.020  1.090
 EXW  CAF  H9   single  0.970  0.020  1.090
 EXW  CAF  H10  single  0.970  0.020  1.090
 EXW  CAG  H11  single  0.970  0.020  1.090
 EXW  CAI  H14  single  0.970  0.020  1.090
 EXW  CAI  H15  single  0.970  0.020  1.090
 EXW  CAI  H16  single  0.970  0.020  1.090
 EXW  CAJ  H17  single  0.970  0.020  1.090
 EXW  CAJ  H18  single  0.970  0.020  1.090
 EXW  CAN  H21  single  0.970  0.020  1.090
 EXW  CAN  H22  single  0.970  0.020  1.090
 EXW  CAN  H23  single  0.970  0.020  1.090
 EXW  CAO  H24  single  0.970  0.020  1.090
 EXW  CAO  H25  single  0.970  0.020  1.090
 EXW  CAP  H26  single  0.970  0.020  1.090
 EXW  CAP  H27  single  0.970  0.020  1.090
 EXW  CAQ  H28  single  0.930  0.020  1.080
 EXW  CAS  H31  single  0.970  0.020  1.090
 EXW  CAS  H32  single  0.970  0.020  1.090
 EXW  CAS  H33  single  0.970  0.020  1.090
 EXW  CAT  H34  single  0.970  0.020  1.090
 EXW  CAT  H35  single  0.970  0.020  1.090
 EXW  CAT  H36  single  0.970  0.020  1.090
 EXW  CAU  H37  single  0.930  0.020  1.080
 EXW  CAU  H38  single  0.930  0.020  1.080
 EXW  CAC  CAG  single  1.551  0.020  1.551

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
 EXW  H2   CAA  H1   105.19  3.000
 EXW  H2   CAA  CAR  109.01  3.000
 EXW  H1   CAA  CAR  110.23  3.000
 EXW  H2   CAA  CAB  108.12  3.000
 EXW  H1   CAA  CAB  109.13  3.000
 EXW  CAR  CAA  CAB  114.71  3.000
 EXW  H4   CAB  H3   105.00  3.000
 EXW  H4   CAB  CAC  108.67  3.000
 EXW  H3   CAB  CAC  111.06  3.000
 EXW  H4   CAB  CAA  109.45  3.000
 EXW  H3   CAB  CAA  110.49  3.000
 EXW  CAC  CAB  CAA  111.92  3.000
 EXW  H5   CAC  CAG  104.39  3.000
 EXW  CAG  CAC  CAD  107.61  3.000
 EXW  H5   CAC  CAD  105.39  3.000
 EXW  CAG  CAC  CAB  114.64  3.000
 EXW  H5   CAC  CAB  105.80  3.000
 EXW  CAD  CAC  CAB  117.74  3.000
 EXW  CAJ  CAD  CAI  111.19  3.000
 EXW  CAJ  CAD  CAE  111.23  3.000
 EXW  CAI  CAD  CAE  108.91  3.000
 EXW  CAJ  CAD  CAC  112.25  3.000
 EXW  CAI  CAD  CAC  108.69  3.000
 EXW  CAE  CAD  CAC  104.29  3.000
 EXW  H8   CAE  H7   106.20  3.000
 EXW  H8   CAE  CAF  110.00  3.000
 EXW  H7   CAE  CAF  112.05  3.000
 EXW  H8   CAE  CAD  110.45  3.000
 EXW  H7   CAE  CAD  111.76  3.000
 EXW  CAF  CAE  CAD  106.44  3.000
 EXW  H10  CAF  H9   106.55  3.000
 EXW  H10  CAF  CAG  113.29  3.000
 EXW  H9   CAF  CAG  108.44  3.000
 EXW  H10  CAF  CAE  112.81  3.000
 EXW  H9   CAF  CAE  110.10  3.000
 EXW  CAG  CAF  CAE  105.62  3.000
 EXW  H11  CAG  CAH  105.94  3.000
 EXW  H11  CAG  CAF  109.64  3.000
 EXW  CAH  CAG  CAF  114.93  3.000
 EXW  H11  CAG  CAC  107.48  3.000
 EXW  CAH  CAG  CAC  116.09  3.000
 EXW  CAF  CAG  CAC  102.53  3.000
 EXW  CAU  CAH  CAT  120.01  3.000
 EXW  CAU  CAH  CAG  119.61  3.000
 EXW  CAT  CAH  CAG  120.37  3.000
 EXW  H16  CAI  H15  107.34  3.000
 EXW  H16  CAI  H14  107.19  3.000
 EXW  H15  CAI  H14  107.54  3.000
 EXW  H16  CAI  CAD  110.05  3.000
 EXW  H15  CAI  CAD  111.96  3.000
 EXW  H14  CAI  CAD  112.51  3.000
 EXW  H18  CAJ  H17  104.90  3.000
 EXW  H18  CAJ  CAK  107.56  3.000
 EXW  H17  CAJ  CAK  106.60  3.000
 EXW  H18  CAJ  CAD  109.45  3.000
 EXW  H17  CAJ  CAD  109.75  3.000
 EXW  CAK  CAJ  CAD  117.79  3.000
 EXW  FAL  CAK  CAM  119.24  3.000
 EXW  FAL  CAK  CAJ  112.13  3.000
 EXW  CAM  CAK  CAJ  128.60  3.000
 EXW  CAO  CAM  CAN  115.82  3.000
 EXW  CAO  CAM  CAK  121.69  3.000
 EXW  CAN  CAM  CAK  122.44  3.000
 EXW  H23  CAN  H22  106.42  3.000
 EXW  H23  CAN  H21  107.91  3.000
 EXW  H22  CAN  H21  107.73  3.000
 EXW  H23  CAN  CAM  110.34  3.000
 EXW  H22  CAN  CAM  110.54  3.000
 EXW  H21  CAN  CAM  113.61  3.000
 EXW  H25  CAO  H24  104.23  3.000
 EXW  H25  CAO  CAP  110.72  3.000
 EXW  H24  CAO  CAP  107.81  3.000
 EXW  H25  CAO  CAM  109.27  3.000
 EXW  H24  CAO  CAM  107.75  3.000
 EXW  CAP  CAO  CAM  116.31  3.000
 EXW  H27  CAP  H26  104.09  3.000
 EXW  H27  CAP  CAQ  107.27  3.000
 EXW  H26  CAP  CAQ  108.68  3.000
 EXW  H27  CAP  CAO  107.64  3.000
 EXW  H26  CAP  CAO  110.08  3.000
 EXW  CAQ  CAP  CAO  118.13  3.000
 EXW  H28  CAQ  CAR  115.36  3.000
 EXW  H28  CAQ  CAP  113.29  3.000
 EXW  CAR  CAQ  CAP  131.20  3.000
 EXW  CAS  CAR  CAQ  119.90  3.000
 EXW  CAS  CAR  CAA  114.00  3.000
 EXW  CAQ  CAR  CAA  126.09  3.000
 EXW  H33  CAS  H32  108.20  3.000
 EXW  H33  CAS  H31  106.25  3.000
 EXW  H32  CAS  H31  107.80  3.000
 EXW  H33  CAS  CAR  110.93  3.000
 EXW  H32  CAS  CAR  112.45  3.000
 EXW  H31  CAS  CAR  110.95  3.000
 EXW  H36  CAT  H35  107.59  3.000
 EXW  H36  CAT  H34  106.68  3.000
 EXW  H35  CAT  H34  107.35  3.000
 EXW  H36  CAT  CAH  111.51  3.000
 EXW  H35  CAT  CAH  110.92  3.000
 EXW  H34  CAT  CAH  112.53  3.000
 EXW  H38  CAU  H37  116.54  3.000
 EXW  H38  CAU  CAH  121.81  3.000
 EXW  H37  CAU  CAH  121.65  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
 EXW  Var_01  CAP  CAQ  CAR  CAA    -3.94   0.0  0
 EXW  Var_02  CAO  CAM  CAK  CAJ    -4.48   0.0  0
 EXW  Var_03  CAQ  CAR  CAA  CAB    96.44  30.0  1
 EXW  Var_04  CAR  CAA  CAB  CAC  -158.86  30.0  1
 EXW  Var_05  CAG  CAF  CAE  CAD   -33.59  30.0  1
 EXW  Var_06  CAM  CAK  CAJ  CAD   110.26  30.0  1
 EXW  Var_07  CAP  CAO  CAM  CAK    63.21  30.0  1
 EXW  Var_08  CAQ  CAP  CAO  CAM  -143.56  30.0  1
 EXW  Var_09  CAR  CAQ  CAP  CAO    52.04  30.0  1
 EXW  Var_10  CAN  CAM  CAK  CAJ   177.91   0.0  0
 EXW  Var_11  H31  CAS  CAR  CAA    56.78  30.0  3
 EXW  Var_12  H21  CAN  CAM  CAK    -3.33  30.0  3
 EXW  Var_13  H37  CAU  CAH  CAG     0.01   0.0  2
 EXW  Var_14  H34  CAT  CAH  CAG    60.39  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
 EXW  chir_01  CAC  CAB  CAD  CAG  negativ
 EXW  chir_02  CAD  CAJ  CAE  CAC  negativ
 EXW  chir_03  CAG  CAC  CAH  CAF  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
 EXW  plan-1  CAG  0.020
 EXW  plan-1  CAH  0.020
 EXW  plan-1  CAT  0.020
 EXW  plan-1  CAU  0.020
 EXW  plan-1  H37  0.020
 EXW  plan-1  H38  0.020
 EXW  plan-2  CAJ  0.020
 EXW  plan-2  CAK  0.020
 EXW  plan-2  CAM  0.020
 EXW  plan-2  CAN  0.020
 EXW  plan-2  CAO  0.020
 EXW  plan-2  FAL  0.020
 EXW  plan-3  CAA  0.020
 EXW  plan-3  CAP  0.020
 EXW  plan-3  CAQ  0.020
 EXW  plan-3  CAR  0.020
 EXW  plan-3  CAS  0.020
 EXW  plan-3  H28  0.020

