# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 01:26:27 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (2~{R},3~{S},4~{R})-4-(3-chloranylpropyl)-2-[(~{S})-[(1~{S})-cyclohex-2-en-1-yl]-oxidanyl-methyl]-3-methyl-3-oxidanyl-5-oxidanylidene-pyrrolidine-2-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(O)[C@@H](CCCCl)C(=O)N[C@]1(C=O)[C@@H](O)[C@H]2CCCC=C2
#
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
 F6K  F6K  (2~{R},3~{S},4~{R})-4-(3-chloranylpropyl)-2-[(~{S})-[(1~{S})-cyclohex-2-en-1-yl]-oxidanyl-methyl]-3-methyl-3-oxidanyl-5-oxidanylidene-pyrrolidine-2-carbaldehyde  ligand  46  22  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F6K
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
 F6K  C4   C   CT    0   0.228   0.3754   1.5845  -0.2598
 F6K  C6   C   CH3   0  -0.702   0.2029   2.1169  -1.6669
 F6K  C7   C   CT    0  -0.012  -0.9168   0.9713   0.3876
 F6K  C8   C   CH1   0   0.059  -1.8645   0.2660  -0.6138
 F6K  C10  C   C1    0  -0.245  -2.9572  -1.6665   0.6375
 F6K  C13  C   CH2   0  -0.450  -5.4724  -1.1336  -0.5533
 F6K  C21  C   CH2   0  -0.453   5.2456   0.2072  -0.4754
 F6K  CL   CL  CL    0  -0.183   6.3682  -1.1428  -0.8919
 F6K  C2   C   CH2   0  -0.458   2.8644   0.8817  -0.1286
 F6K  C3   C   CH1   0  -0.390   1.4018   0.4480  -0.1307
 F6K  O5   O   OH1   0  -0.669   0.7232   2.6325   0.6317
 F6K  C19  C   C     0   0.576   0.9592  -0.2538   1.1385
 F6K  O20  O   O     0  -0.471   1.6276  -0.9812   1.8487
 F6K  N18  N   NH1   0  -0.669  -0.3339   0.0703   1.3528
 F6K  C16  C   C1    0   0.192  -1.6499   2.1081   1.0878
 F6K  O17  O   O     0  -0.367  -2.3721   2.8775   0.5103
 F6K  O15  O   OH1   0  -0.650  -1.1909  -0.7073  -1.3693
 F6K  C9   C   CH1   0  -0.294  -3.1564  -0.3079   0.0129
 F6K  C14  C   CH2   0  -0.440  -4.2559  -0.3657  -1.0501
 F6K  C12  C   CH2   0  -0.474  -5.1041  -2.5817  -0.2550
 F6K  C11  C   C1    0  -0.222  -3.8165  -2.6747   0.5022
 F6K  H1   H   HCH3  0   0.251  -0.5880   2.8666  -1.7151
 F6K  H2   H   HCH3  0   0.249   1.1279   2.5950  -1.9976
 F6K  H3   H   HCH3  0   0.251  -0.0220   1.3248  -2.3777
 F6K  H4   H   HCH1  0   0.255  -2.1701   1.0363  -1.3265
 F6K  H5   H   H     0   0.242  -2.0780  -1.8347   1.2507
 F6K  H6   H   HCH2  0   0.221  -5.8532  -0.6579   0.3557
 F6K  H7   H   HCH2  0   0.236  -6.2770  -1.0918  -1.2899
 F6K  H8   H   HCH2  0   0.280   5.5600   0.5860   0.4953
 F6K  H9   H   HCH2  0   0.278   5.4021   0.9839  -1.2217
 F6K  H10  H   HCH2  0   0.238   3.5525  -0.6896  -1.4298
 F6K  H11  H   HCH2  0   0.249   3.7024  -1.0683   0.2823
 F6K  H12  H   HCH2  0   0.244   3.1342   1.3240   0.8332
 F6K  H13  H   HCH2  0   0.246   3.0043   1.6622  -0.8831
 F6K  H14  H   HCH1  0   0.292   1.2445  -0.2522  -0.9571
 F6K  H15  H   HOH1  0   0.463   1.4439   3.1466   0.2511
 F6K  H16  H   HNH1  0   0.403  -0.8452  -0.3034   2.1393
 F6K  H17  H   H     0   0.218  -1.4828   2.1739   2.1776
 F6K  H18  H   HOH1  0   0.457  -1.1074  -1.5137  -0.8478
 F6K  H19  H   HCH1  0   0.252  -3.4960   0.3754   0.8018
 F6K  H20  H   HCH2  0   0.225  -3.8653  -0.8528  -1.9497
 F6K  H21  H   HCH2  0   0.238  -4.5338   0.6513  -1.3365
 F6K  H22  H   HCH2  0   0.242  -5.8972  -3.0735   0.3148
 F6K  H23  H   HCH2  0   0.238  -5.0188  -3.1542  -1.1859
 F6K  H24  H   H     0   0.242  -3.5877  -3.6225   0.9787
 F6K  C1   C   CH2   0  -0.418   3.8112  -0.2719  -0.4538

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
 F6K  O15  C8   single  1.404  0.020  1.404
 F6K  C2   C3   single  1.526  0.020  1.526
 F6K  C2   C1   single  1.527  0.020  1.527
 F6K  O20  C19  double  1.217  0.020  1.217
 F6K  C3   C19  single  1.516  0.020  1.516
 F6K  C3   C4   single  1.537  0.020  1.537
 F6K  C19  N18  single  1.350  0.020  1.350
 F6K  C14  C13  single  1.522  0.020  1.522
 F6K  C14  C9   single  1.530  0.020  1.530
 F6K  C8   C9   single  1.546  0.020  1.546
 F6K  C8   C7   single  1.549  0.020  1.549
 F6K  C6   C4   single  1.514  0.020  1.514
 F6K  C21  C1   single  1.512  0.020  1.512
 F6K  C21  CL   single  1.804  0.020  1.804
 F6K  C4   C7   single  1.570  0.020  1.570
 F6K  C4   O5   single  1.419  0.020  1.419
 F6K  N18  C7   single  1.443  0.020  1.443
 F6K  C13  C12  single  1.524  0.020  1.524
 F6K  C9   C10  single  1.508  0.020  1.508
 F6K  C12  C11  single  1.497  0.020  1.497
 F6K  C7   C16  single  1.523  0.020  1.523
 F6K  C10  C11  double  1.332  0.020  1.332
 F6K  C16  O17  double  1.203  0.020  1.203
 F6K  C6   H1   single  0.970  0.020  1.090
 F6K  C6   H2   single  0.970  0.020  1.090
 F6K  C6   H3   single  0.970  0.020  1.090
 F6K  C8   H4   single  0.970  0.020  1.090
 F6K  C10  H5   single  0.930  0.020  1.080
 F6K  C13  H6   single  0.970  0.020  1.090
 F6K  C13  H7   single  0.970  0.020  1.090
 F6K  C21  H8   single  0.970  0.020  1.090
 F6K  C21  H9   single  0.970  0.020  1.090
 F6K  C1   H10  single  0.970  0.020  1.090
 F6K  C1   H11  single  0.970  0.020  1.090
 F6K  C2   H12  single  0.970  0.020  1.090
 F6K  C2   H13  single  0.970  0.020  1.090
 F6K  C3   H14  single  0.970  0.020  1.090
 F6K  O5   H15  single  0.850  0.020  0.980
 F6K  N18  H16  single  0.860  0.020  1.020
 F6K  C16  H17  single  0.930  0.020  1.080
 F6K  O15  H18  single  0.850  0.020  0.980
 F6K  C9   H19  single  0.970  0.020  1.090
 F6K  C14  H20  single  0.970  0.020  1.090
 F6K  C14  H21  single  0.970  0.020  1.090
 F6K  C12  H22  single  0.970  0.020  1.090
 F6K  C12  H23  single  0.970  0.020  1.090
 F6K  C11  H24  single  0.930  0.020  1.080

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
 F6K  O5   C4   C3   109.25  3.000
 F6K  O5   C4   C7   103.36  3.000
 F6K  C3   C4   C7   103.07  3.000
 F6K  O5   C4   C6   110.61  3.000
 F6K  C7   C4   C6   115.26  3.000
 F6K  C3   C4   C6   114.46  3.000
 F6K  H3   C6   H2   107.21  3.000
 F6K  H3   C6   H1   108.76  3.000
 F6K  H2   C6   H1   107.45  3.000
 F6K  H3   C6   C4   112.01  3.000
 F6K  H2   C6   C4   109.80  3.000
 F6K  H1   C6   C4   111.43  3.000
 F6K  C16  C7   N18  110.66  3.000
 F6K  C16  C7   C8   110.04  3.000
 F6K  N18  C7   C8   113.28  3.000
 F6K  C16  C7   C4   107.11  3.000
 F6K  N18  C7   C4   100.79  3.000
 F6K  C8   C7   C4   114.52  3.000
 F6K  H4   C8   C9   106.99  3.000
 F6K  H4   C8   O15  105.77  3.000
 F6K  C9   C8   O15  111.20  3.000
 F6K  H4   C8   C7   105.77  3.000
 F6K  C9   C8   C7   114.73  3.000
 F6K  O15  C8   C7   111.72  3.000
 F6K  H5   C10  C11  117.58  3.000
 F6K  H5   C10  C9   118.73  3.000
 F6K  C11  C10  C9   123.68  3.000
 F6K  H7   C13  H6   106.70  3.000
 F6K  H7   C13  C12  110.29  3.000
 F6K  H6   C13  C12  109.55  3.000
 F6K  H7   C13  C14  110.46  3.000
 F6K  H6   C13  C14  109.26  3.000
 F6K  C12  C13  C14  110.50  3.000
 F6K  H9   C21  H8   108.77  3.000
 F6K  H9   C21  C1   111.85  3.000
 F6K  H8   C21  C1   111.81  3.000
 F6K  H9   C21  CL   106.63  3.000
 F6K  H8   C21  CL   106.65  3.000
 F6K  C1   C21  CL   110.87  3.000
 F6K  H13  C2   H12  106.66  3.000
 F6K  H13  C2   C3   108.92  3.000
 F6K  H12  C2   C3   110.67  3.000
 F6K  H13  C2   C1   108.21  3.000
 F6K  H12  C2   C1   109.89  3.000
 F6K  C3   C2   C1   112.29  3.000
 F6K  H14  C3   C19  107.09  3.000
 F6K  H14  C3   C2   108.70  3.000
 F6K  C19  C3   C2   114.22  3.000
 F6K  H14  C3   C4   108.28  3.000
 F6K  C19  C3   C4   102.57  3.000
 F6K  C2   C3   C4   115.48  3.000
 F6K  H15  O5   C4   109.22  3.000
 F6K  N18  C19  O20  125.24  3.000
 F6K  N18  C19  C3   107.54  3.000
 F6K  O20  C19  C3   127.23  3.000
 F6K  H16  N18  C19  121.31  3.000
 F6K  H16  N18  C7   123.19  3.000
 F6K  C19  N18  C7   115.50  3.000
 F6K  H17  C16  O17  121.76  3.000
 F6K  H17  C16  C7   115.17  3.000
 F6K  O17  C16  C7   123.06  3.000
 F6K  H18  O15  C8   109.29  3.000
 F6K  H19  C9   C14  107.49  3.000
 F6K  H19  C9   C10  107.69  3.000
 F6K  C14  C9   C10  110.39  3.000
 F6K  H19  C9   C8   108.59  3.000
 F6K  C10  C9   C8   113.06  3.000
 F6K  C14  C9   C8   109.44  3.000
 F6K  H21  C14  H20  106.82  3.000
 F6K  H21  C14  C9   109.25  3.000
 F6K  H20  C14  C9   109.34  3.000
 F6K  H21  C14  C13  110.61  3.000
 F6K  H20  C14  C13  109.19  3.000
 F6K  C9   C14  C13  111.51  3.000
 F6K  H23  C12  H22  105.31  3.000
 F6K  H23  C12  C11  109.28  3.000
 F6K  H22  C12  C11  109.42  3.000
 F6K  H23  C12  C13  110.42  3.000
 F6K  H22  C12  C13  110.75  3.000
 F6K  C11  C12  C13  111.48  3.000
 F6K  H24  C11  C12  117.25  3.000
 F6K  H24  C11  C10  118.72  3.000
 F6K  C12  C11  C10  124.02  3.000
 F6K  H11  C1   H10  107.48  3.000
 F6K  H11  C1   C2   110.25  3.000
 F6K  H10  C1   C2   109.40  3.000
 F6K  H11  C1   C21  109.62  3.000
 F6K  H10  C1   C21  109.45  3.000
 F6K  C2   C1   C21  110.59  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
 F6K  CONST_01  C3   C19  N18  C7      0.00   0.0  0
 F6K  CONST_02  O20  C19  N18  C7    180.00   0.0  0
 F6K  CONST_03  H16  N18  C19  C3    180.00   0.0  0
 F6K  Var_01    C13  C12  C11  C10   -13.95  30.0  1
 F6K  Var_02    C12  C11  C10  C9     -1.63  30.0  1
 F6K  Var_03    C11  C12  C13  C14    44.71  30.0  1
 F6K  Var_04    C3   C2   C1   C21   178.59  30.0  2
 F6K  Var_05    C2   C1   C21  CL   -178.85  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
 F6K  chir_01  C4  C3   C7   O5   negativ
 F6K  chir_02  C7  N18  C4   C16  positiv
 F6K  chir_03  C8  O15  C7   C9   positiv
 F6K  chir_04  C3  C2   C19  C4   negativ
 F6K  chir_05  C9  C14  C8   C10  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
 F6K  plan-1  C7   0.020
 F6K  plan-1  C3   0.020
 F6K  plan-1  C19  0.020
 F6K  plan-1  O20  0.020
 F6K  plan-1  N18  0.020
 F6K  plan-1  H16  0.020
 F6K  plan-2  C7   0.020
 F6K  plan-2  C16  0.020
 F6K  plan-2  O17  0.020
 F6K  plan-2  H17  0.020

