# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 29 12:40:10 2020
#   Inital geometry file: a 170 line input string
#   Ligand name: (~{E},3~{R},4~{R},6~{R})-8-[(2~{S},3~{S},7~{R},8~{E},10~{R},11~{R})-3,7-dimethyl-10,11-bis(oxidanyl)-12-oxidanylidene-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxidanylidene-non-7-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@H](CC(O)=O)[C@@H](C)C(=O)[C@H](C)\C=C(C)\[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C
#
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
 C3R  C3R  '(~{E},3~{R},4~{R},6~{R})-8-[(2~{S},3~{S},7~{R},8~{E},10~{R},11~{R})-3,7-dimethyl-10,11-bis(oxidanyl)-12-oxidanylidene-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxidanylidene-non-7-enoic acid'  ligand  72  33  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C3R
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
 C3R  C10  C  CH2    0  -0.437  -3.9553   2.7851   0.5875
 C3R  C13  C  CH3    0  -0.674  -0.6619   2.5827  -0.7102
 C3R  C15  C  C      0   0.115  -0.1095  -0.2254   0.1304
 C3R  C17  C  C1     0  -0.198   0.8032  -0.6389  -0.7472
 C3R  C20  C  C      0   0.466   3.1340   0.1862  -0.3579
 C3R  C21  C  CH1    0  -0.381   4.3480   0.0594   0.5439
 C3R  C22  C  CH3    0  -0.681   3.9837   0.6959   1.8874
 C3R  C01  C  CH3    0  -0.652  -7.8060   2.2274   0.2835
 C3R  C02  C  CH1    0  -0.304  -6.3619   1.9006   0.6647
 C3R  C03  C  C1     0  -0.171  -5.9672   0.5697   0.0981
 C3R  C04  C  C1     0  -0.277  -5.5843  -0.4739   0.8245
 C3R  C05  C  CH1    0  -0.017  -5.2794  -1.8477   0.3021
 C3R  O06  O  OH1    0  -0.664  -5.3634  -1.9619  -1.0934
 C3R  C07  C  CH1    0  -0.056  -3.8957  -2.3568   0.7279
 C3R  O08  O  OH1    0  -0.661  -3.8980  -3.7463   0.5729
 C3R  C09  C  CH2    0  -0.413  -5.4207   3.0299   0.2220
 C3R  C11  C  CH2    0  -0.429  -3.1462   2.1209  -0.5216
 C3R  C12  C  CH1    0  -0.250  -1.7332   1.7100  -0.0650
 C3R  C14  C  CH1    0  -0.033  -1.4561   0.2346  -0.3608
 C3R  C16  C  CH3    0  -0.755   0.1492  -0.0928   1.6032
 C3R  C18  C  CH1    0  -0.470   2.2154  -1.0248  -0.4211
 C3R  C19  C  CH3    0  -0.653   2.7880  -1.9978  -1.4611
 C3R  C23  C  CH1    0   0.093   5.5671   0.6957  -0.1149
 C3R  O24  O  O2     0  -0.489   5.7906  -0.0676  -1.2843
 C3R  C25  C  CH3    0  -0.398   6.6964   0.5012  -2.1927
 C3R  O28  O  OC    -1  -0.615   8.6102  -0.7688   0.6250
 C3R  O29  O  O      0  -0.610   6.7921  -1.3605   1.7632
 C3R  O31  O  O2     0  -0.462  -2.4956  -0.5122   0.3118
 C3R  C32  C  C      0   0.554  -2.7931  -1.7261  -0.1181
 C3R  O33  O  O      0  -0.435  -2.2575  -2.2798  -1.0418
 C3R  H2   H  HCH2   0   0.224  -3.4714   3.7282   0.8595
 C3R  H1   H  HCH2   0   0.219  -3.9148   2.1584   1.4846
 C3R  H4   H  HCH3   0   0.233  -0.8543   3.6347  -0.4968
 C3R  H3   H  HCH3   0   0.243   0.3397   2.3448  -0.3537
 C3R  H5   H  HCH3   0   0.218  -0.6606   2.4592  -1.7956
 C3R  H6   H  H      0   0.228   0.5250  -0.6777  -1.7968
 C3R  H7   H  HCH1   0   0.257   4.5509  -0.9983   0.7204
 C3R  H10  H  HCH3   0   0.241   3.0440   0.3003   2.2768
 C3R  H8   H  HCH3   0   0.250   4.7525   0.4771   2.6257
 C3R  H9   H  HCH3   0   0.228   3.8770   1.7785   1.8016
 C3R  H14  H  HCH3   0   0.229  -8.4961   1.4640   0.6450
 C3R  H13  H  HCH3   0   0.227  -8.1132   3.1850   0.7078
 C3R  H15  H  HCH3   0   0.217  -7.9194   2.2937  -0.8009
 C3R  H16  H  HCH1   0   0.227  -6.2983   1.8359   1.7571
 C3R  H17  H  H      0   0.232  -6.0217   0.4860  -0.9858
 C3R  H18  H  H      0   0.239  -5.5395  -0.3809   1.9071
 C3R  H19  H  HCH1   0   0.244  -5.9888  -2.5326   0.7946
 C3R  H20  H  HOH1   0   0.460  -6.2719  -1.7871  -1.3599
 C3R  H21  H  HCH1   0   0.255  -3.7402  -2.0645   1.7749
 C3R  H22  H  HOH1   0   0.457  -3.0707  -4.1035   0.9101
 C3R  H23  H  HCH2   0   0.227  -5.7741   3.9526   0.6907
 C3R  H24  H  HCH2   0   0.211  -5.5205   3.1871  -0.8584
 C3R  H25  H  HCH2   0   0.243  -3.6972   1.2561  -0.8930
 C3R  H26  H  HCH2   0   0.221  -3.0760   2.8108  -1.3682
 C3R  H27  H  HCH1   0   0.236  -1.6690   1.8489   1.0206
 C3R  H28  H  HCH1   0   0.251  -1.5363   0.0690  -1.4401
 C3R  H30  H  HCH3   0   0.251  -0.7493  -0.2710   2.1935
 C3R  H31  H  HCH3   0   0.248   0.9100  -0.7906   1.9489
 C3R  H29  H  HCH3   0   0.245   0.5008   0.9122   1.8525
 C3R  H32  H  HCH1   0   0.271   2.2592  -1.5246   0.5530
 C3R  H34  H  HCH3   0   0.231   2.7833  -1.5516  -2.4562
 C3R  H35  H  HCH3   0   0.244   3.8124  -2.2871  -1.2268
 C3R  H33  H  HCH3   0   0.245   2.1833  -2.9038  -1.4943
 C3R  H36  H  HCH1   0   0.200   5.2919   1.7238  -0.3980
 C3R  H38  H  HCH3   0   0.196   6.4195   1.5285  -2.4609
 C3R  H39  H  HCH3   0   0.207   7.7228   0.5116  -1.8138
 C3R  H37  H  HCH3   0   0.228   6.6777  -0.1026  -3.1005
 C3R  C26  C  CH2    0  -0.594   6.8175   0.7939   0.7611
 C3R  C27  C  C      0   0.410   7.4646  -0.5640   1.0737
 C3R  H12  H  HCH2   0   0.221   7.5380   1.4516   0.2694
 C3R  H11  H  HCH2   0   0.236   6.5424   1.3004   1.6910
 C3R  O30  O  O      0  -0.400   2.8918   1.1980  -0.9754

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
 C3R  O29  C27  deloc   1.250  0.020  1.250
 C3R  O28  C27  deloc   1.247  0.020  1.247
 C3R  C27  C26  single  1.536  0.020  1.536
 C3R  C26  C23  single  1.530  0.020  1.530
 C3R  C22  C21  single  1.531  0.020  1.531
 C3R  C23  C21  single  1.525  0.020  1.525
 C3R  C23  O24  single  1.414  0.020  1.414
 C3R  C21  C20  single  1.518  0.020  1.518
 C3R  O24  C25  single  1.403  0.020  1.403
 C3R  O30  C20  double  1.210  0.020  1.210
 C3R  C20  C18  single  1.521  0.020  1.521
 C3R  C13  C12  single  1.525  0.020  1.525
 C3R  C18  C17  single  1.500  0.020  1.500
 C3R  C18  C19  single  1.535  0.020  1.535
 C3R  C12  C11  single  1.541  0.020  1.541
 C3R  C12  C14  single  1.530  0.020  1.530
 C3R  C17  C15  double  1.332  0.020  1.332
 C3R  C11  C10  single  1.525  0.020  1.525
 C3R  C16  C15  single  1.501  0.020  1.501
 C3R  C15  C14  single  1.505  0.020  1.505
 C3R  C10  C09  single  1.530  0.020  1.530
 C3R  C14  O31  single  1.446  0.020  1.446
 C3R  C09  C02  single  1.535  0.020  1.535
 C3R  O31  C32  single  1.322  0.020  1.322
 C3R  C02  C01  single  1.529  0.020  1.529
 C3R  C02  C03  single  1.499  0.020  1.499
 C3R  O33  C32  double  1.203  0.020  1.203
 C3R  C32  C07  single  1.526  0.020  1.526
 C3R  C03  C04  double  1.328  0.020  1.328
 C3R  C04  C05  single  1.501  0.020  1.501
 C3R  C07  C05  single  1.535  0.020  1.535
 C3R  C07  O08  single  1.398  0.020  1.398
 C3R  C05  O06  single  1.403  0.020  1.403
 C3R  C10  H2   single  0.970  0.020  1.090
 C3R  C10  H1   single  0.970  0.020  1.090
 C3R  C13  H4   single  0.970  0.020  1.090
 C3R  C13  H3   single  0.970  0.020  1.090
 C3R  C13  H5   single  0.970  0.020  1.090
 C3R  C17  H6   single  0.930  0.020  1.080
 C3R  C21  H7   single  0.970  0.020  1.090
 C3R  C22  H10  single  0.970  0.020  1.090
 C3R  C22  H8   single  0.970  0.020  1.090
 C3R  C22  H9   single  0.970  0.020  1.090
 C3R  C26  H12  single  0.970  0.020  1.090
 C3R  C26  H11  single  0.970  0.020  1.090
 C3R  C01  H14  single  0.970  0.020  1.090
 C3R  C01  H13  single  0.970  0.020  1.090
 C3R  C01  H15  single  0.970  0.020  1.090
 C3R  C02  H16  single  0.970  0.020  1.090
 C3R  C03  H17  single  0.930  0.020  1.080
 C3R  C04  H18  single  0.930  0.020  1.080
 C3R  C05  H19  single  0.970  0.020  1.090
 C3R  O06  H20  single  0.850  0.020  0.980
 C3R  C07  H21  single  0.970  0.020  1.090
 C3R  O08  H22  single  0.850  0.020  0.980
 C3R  C09  H23  single  0.970  0.020  1.090
 C3R  C09  H24  single  0.970  0.020  1.090
 C3R  C11  H25  single  0.970  0.020  1.090
 C3R  C11  H26  single  0.970  0.020  1.090
 C3R  C12  H27  single  0.970  0.020  1.090
 C3R  C14  H28  single  0.970  0.020  1.090
 C3R  C16  H30  single  0.970  0.020  1.090
 C3R  C16  H31  single  0.970  0.020  1.090
 C3R  C16  H29  single  0.970  0.020  1.090
 C3R  C18  H32  single  0.970  0.020  1.090
 C3R  C19  H34  single  0.970  0.020  1.090
 C3R  C19  H35  single  0.970  0.020  1.090
 C3R  C19  H33  single  0.970  0.020  1.090
 C3R  C23  H36  single  0.970  0.020  1.090
 C3R  C25  H38  single  0.970  0.020  1.090
 C3R  C25  H39  single  0.970  0.020  1.090
 C3R  C25  H37  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
 C3R  H1   C10  H2   105.85  3.000
 C3R  H1   C10  C11  109.08  3.000
 C3R  H2   C10  C11  108.76  3.000
 C3R  H1   C10  C09  108.82  3.000
 C3R  H2   C10  C09  110.18  3.000
 C3R  C11  C10  C09  113.83  3.000
 C3R  H5   C13  H3   107.42  3.000
 C3R  H5   C13  H4   107.68  3.000
 C3R  H3   C13  H4   107.99  3.000
 C3R  H5   C13  C12  110.89  3.000
 C3R  H3   C13  C12  112.49  3.000
 C3R  H4   C13  C12  110.20  3.000
 C3R  C16  C15  C14  116.57  3.000
 C3R  C14  C15  C17  119.52  3.000
 C3R  C16  C15  C17  123.76  3.000
 C3R  H6   C17  C18  116.22  3.000
 C3R  H6   C17  C15  118.17  3.000
 C3R  C18  C17  C15  125.58  3.000
 C3R  O30  C20  C18  121.58  3.000
 C3R  C18  C20  C21  116.19  3.000
 C3R  O30  C20  C21  122.22  3.000
 C3R  H7   C21  C23  109.00  3.000
 C3R  H7   C21  C22  107.77  3.000
 C3R  C23  C21  C22  113.33  3.000
 C3R  H7   C21  C20  109.01  3.000
 C3R  C23  C21  C20  110.37  3.000
 C3R  C22  C21  C20  107.25  3.000
 C3R  H9   C22  H8   108.78  3.000
 C3R  H9   C22  H10  107.67  3.000
 C3R  H8   C22  H10  107.07  3.000
 C3R  H9   C22  C21  111.51  3.000
 C3R  H8   C22  C21  110.10  3.000
 C3R  H10  C22  C21  111.55  3.000
 C3R  H15  C01  H13  107.66  3.000
 C3R  H15  C01  H14  107.81  3.000
 C3R  H13  C01  H14  107.89  3.000
 C3R  H15  C01  C02  111.01  3.000
 C3R  H13  C01  C02  110.89  3.000
 C3R  H14  C01  C02  111.43  3.000
 C3R  H16  C02  C09  107.17  3.000
 C3R  H16  C02  C03  107.99  3.000
 C3R  C09  C02  C03  112.49  3.000
 C3R  H16  C02  C01  108.42  3.000
 C3R  C03  C02  C01  110.13  3.000
 C3R  C09  C02  C01  110.48  3.000
 C3R  H17  C03  C04  119.92  3.000
 C3R  H17  C03  C02  115.55  3.000
 C3R  C04  C03  C02  124.53  3.000
 C3R  H18  C04  C05  114.61  3.000
 C3R  H18  C04  C03  119.29  3.000
 C3R  C05  C04  C03  125.98  3.000
 C3R  H19  C05  C07  104.49  3.000
 C3R  H19  C05  O06  110.82  3.000
 C3R  C07  C05  O06  107.64  3.000
 C3R  H19  C05  C04  106.41  3.000
 C3R  O06  C05  C04  114.11  3.000
 C3R  C07  C05  C04  112.97  3.000
 C3R  H20  O06  C05  108.49  3.000
 C3R  H21  C07  C32  108.44  3.000
 C3R  H21  C07  O08  111.74  3.000
 C3R  C32  C07  O08  110.51  3.000
 C3R  H21  C07  C05  107.69  3.000
 C3R  O08  C07  C05  107.30  3.000
 C3R  C32  C07  C05  111.13  3.000
 C3R  H22  O08  C07  109.19  3.000
 C3R  H24  C09  H23  105.78  3.000
 C3R  H24  C09  C02  109.51  3.000
 C3R  H23  C09  C02  107.40  3.000
 C3R  H24  C09  C10  110.21  3.000
 C3R  H23  C09  C10  110.00  3.000
 C3R  C02  C09  C10  113.62  3.000
 C3R  H26  C11  H25  105.60  3.000
 C3R  H26  C11  C12  109.79  3.000
 C3R  H25  C11  C12  110.66  3.000
 C3R  H26  C11  C10  108.78  3.000
 C3R  H25  C11  C10  108.97  3.000
 C3R  C12  C11  C10  112.78  3.000
 C3R  H27  C12  C14  107.64  3.000
 C3R  H27  C12  C11  108.26  3.000
 C3R  C14  C12  C11  111.46  3.000
 C3R  H27  C12  C13  107.77  3.000
 C3R  C14  C12  C13  110.05  3.000
 C3R  C11  C12  C13  111.49  3.000
 C3R  H28  C14  O31  109.13  3.000
 C3R  H28  C14  C12  108.86  3.000
 C3R  O31  C14  C12  106.13  3.000
 C3R  H28  C14  C15  109.94  3.000
 C3R  O31  C14  C15  109.48  3.000
 C3R  C12  C14  C15  113.17  3.000
 C3R  H29  C16  H31  106.98  3.000
 C3R  H29  C16  H30  106.98  3.000
 C3R  H31  C16  H30  107.42  3.000
 C3R  H29  C16  C15  111.11  3.000
 C3R  H31  C16  C15  112.05  3.000
 C3R  H30  C16  C15  112.02  3.000
 C3R  H32  C18  C19  107.35  3.000
 C3R  H32  C18  C20  107.57  3.000
 C3R  C19  C18  C20  107.91  3.000
 C3R  H32  C18  C17  110.38  3.000
 C3R  C19  C18  C17  111.54  3.000
 C3R  C20  C18  C17  111.89  3.000
 C3R  H33  C19  H35  107.91  3.000
 C3R  H33  C19  H34  108.06  3.000
 C3R  H35  C19  H34  107.98  3.000
 C3R  H33  C19  C18  109.91  3.000
 C3R  H35  C19  C18  111.92  3.000
 C3R  H34  C19  C18  110.93  3.000
 C3R  H36  C23  O24  109.31  3.000
 C3R  H36  C23  C26  106.95  3.000
 C3R  O24  C23  C26  112.27  3.000
 C3R  H36  C23  C21  107.51  3.000
 C3R  O24  C23  C21  104.97  3.000
 C3R  C26  C23  C21  115.65  3.000
 C3R  C25  O24  C23  114.74  3.000
 C3R  H37  C25  H39  108.04  3.000
 C3R  H37  C25  H38  108.10  3.000
 C3R  H39  C25  H38  108.21  3.000
 C3R  H37  C25  O24  107.66  3.000
 C3R  H39  C25  O24  112.66  3.000
 C3R  H38  C25  O24  112.01  3.000
 C3R  C32  O31  C14  119.00  3.000
 C3R  O33  C32  O31  124.92  3.000
 C3R  O33  C32  C07  123.86  3.000
 C3R  O31  C32  C07  111.21  3.000
 C3R  H11  C26  H12  105.65  3.000
 C3R  H11  C26  C27  110.01  3.000
 C3R  H12  C26  C27  110.24  3.000
 C3R  H11  C26  C23  108.11  3.000
 C3R  H12  C26  C23  108.66  3.000
 C3R  C27  C26  C23  113.83  3.000
 C3R  O29  C27  O28  126.01  3.000
 C3R  O28  C27  C26  117.31  3.000
 C3R  O29  C27  C26  116.68  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
 C3R  Var_01  C05  C04  C03  C02   175.22   0.0  0
 C3R  Var_02  C11  C10  C09  C02    93.60  30.0  1
 C3R  Var_03  C12  C11  C10  C09  -172.10  30.0  1
 C3R  Var_04  O33  C32  O31  C14     0.24  30.0  1
 C3R  Var_05  H17  C03  C04  C05    -3.99   0.0  0
 C3R  Var_06  C18  C17  C15  C14   175.06   0.0  2
 C3R  Var_07  H30  C16  C15  C14    35.08  30.0  3
 C3R  Var_08  O29  C27  C26  C23   -64.94  30.0  2
 C3R  Var_09  H38  C25  O24  C23   -53.58  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
 C3R  chir_01  C21  C22  C23  C20  positiv
 C3R  chir_02  C02  C09  C01  C03  negativ
 C3R  chir_03  C05  O06  C07  C04  negativ
 C3R  chir_04  C07  O08  C05  C32  positiv
 C3R  chir_05  C12  C13  C11  C14  negativ
 C3R  chir_06  C14  O31  C12  C15  negativ
 C3R  chir_07  C18  C20  C17  C19  negativ
 C3R  chir_08  C23  O24  C26  C21  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
 C3R  plan-1  C20  0.020
 C3R  plan-1  C21  0.020
 C3R  plan-1  C18  0.020
 C3R  plan-1  O30  0.020
 C3R  plan-2  O28  0.020
 C3R  plan-2  O29  0.020
 C3R  plan-2  C26  0.020
 C3R  plan-2  C27  0.020
 C3R  plan-3  C15  0.020
 C3R  plan-3  C17  0.020
 C3R  plan-3  C14  0.020
 C3R  plan-3  C16  0.020
 C3R  plan-3  C18  0.020
 C3R  plan-3  H6   0.020
 C3R  plan-4  C07  0.020
 C3R  plan-4  O31  0.020
 C3R  plan-4  C32  0.020
 C3R  plan-4  O33  0.020
 C3R  plan-5  C02  0.020
 C3R  plan-5  C03  0.020
 C3R  plan-5  C04  0.020
 C3R  plan-5  C05  0.020
 C3R  plan-5  H17  0.020
 C3R  plan-5  H18  0.020

