# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 30 22:13:42 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: (1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)[C@]2(C)CC[C@]1(OC2=O)C(O)=O
#
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
 1U5  1U5  '(1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid'  ligand  27  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1U5
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
 1U5  C01  C  CH3    0  -0.655   0.1015   0.8639   1.8817
 1U5  C02  C  CT     0  -0.077   0.1765   0.8938   0.3557
 1U5  C03  C  CH3    0  -0.652  -0.1267   2.3150  -0.1009
 1U5  C04  C  CT     0  -0.222   1.4940   0.3058  -0.2136
 1U5  C05  C  CH3    0  -0.685   2.8126   0.9144   0.1870
 1U5  C06  C  CH2    0  -0.451   1.2046   0.2702  -1.7391
 1U5  C07  C  CH2    0  -0.439  -0.3006  -0.0695  -1.8094
 1U5  C08  C  CT     0   0.132  -0.6739  -0.2028  -0.3299
 1U5  C09  C  C      0   0.390  -2.1592  -0.2450   0.0302
 1U5  O10  O  OC    -1  -0.588  -2.5325  -1.1111   0.8362
 1U5  O11  O  O      0  -0.595  -2.8456   0.6393  -0.5165
 1U5  O12  O  O2     0  -0.449   0.0036  -1.4121   0.1149
 1U5  C13  C  C      0   0.584   1.3043  -1.1362   0.1916
 1U5  O14  O  O      0  -0.439   2.1227  -1.9620   0.5064
 1U5  H1   H  HCH3   0   0.236   0.3281  -0.1063   2.3242
 1U5  H2   H  HCH3   0   0.235   0.8033   1.5843   2.3052
 1U5  H3   H  HCH3   0   0.240  -0.8958   1.1492   2.2200
 1U5  H4   H  HCH3   0   0.240  -1.1131   2.6198   0.2464
 1U5  H5   H  HCH3   0   0.228   0.6028   3.0044   0.3277
 1U5  H6   H  HCH3   0   0.236  -0.1072   2.4473  -1.1806
 1U5  H7   H  HCH3   0   0.237   2.8564   1.9624  -0.1109
 1U5  H8   H  HCH3   0   0.236   2.9699   0.8655   1.2649
 1U5  H9   H  HCH3   0   0.239   3.6448   0.4003  -0.2951
 1U5  H10  H  HCH2   0   0.259   1.4296   1.2447  -2.1754
 1U5  H11  H  HCH2   0   0.257   1.8358  -0.4573  -2.2521
 1U5  H12  H  HCH2   0   0.251  -0.8820   0.7152  -2.2879
 1U5  H13  H  HCH2   0   0.252  -0.5035  -0.9967  -2.3473

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
 1U5  O14  C13  double  1.204  0.020  1.204
 1U5  C05  C04  single  1.507  0.020  1.507
 1U5  C13  C04  single  1.510  0.020  1.510
 1U5  C13  O12  single  1.332  0.020  1.332
 1U5  C04  C06  single  1.553  0.020  1.553
 1U5  C04  C02  single  1.551  0.020  1.551
 1U5  C06  C07  single  1.545  0.020  1.545
 1U5  O12  C08  single  1.456  0.020  1.456
 1U5  C07  C08  single  1.532  0.020  1.532
 1U5  C02  C08  single  1.548  0.020  1.548
 1U5  C02  C01  single  1.528  0.020  1.528
 1U5  C02  C03  single  1.523  0.020  1.523
 1U5  C08  C09  single  1.529  0.020  1.529
 1U5  O11  C09  deloc   1.246  0.020  1.246
 1U5  C09  O10  deloc   1.241  0.020  1.241
 1U5  C01  H1   single  0.970  0.020  1.090
 1U5  C01  H2   single  0.970  0.020  1.090
 1U5  C01  H3   single  0.970  0.020  1.090
 1U5  C03  H4   single  0.970  0.020  1.090
 1U5  C03  H5   single  0.970  0.020  1.090
 1U5  C03  H6   single  0.970  0.020  1.090
 1U5  C05  H7   single  0.970  0.020  1.090
 1U5  C05  H8   single  0.970  0.020  1.090
 1U5  C05  H9   single  0.970  0.020  1.090
 1U5  C06  H10  single  0.970  0.020  1.090
 1U5  C06  H11  single  0.970  0.020  1.090
 1U5  C07  H12  single  0.970  0.020  1.090
 1U5  C07  H13  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
 1U5  H3   C01  H2   107.15  3.000
 1U5  H3   C01  H1   107.27  3.000
 1U5  H2   C01  H1   107.24  3.000
 1U5  H3   C01  C02  110.45  3.000
 1U5  H2   C01  C02  110.06  3.000
 1U5  H1   C01  C02  114.37  3.000
 1U5  C08  C02  C04   92.03  3.000
 1U5  C08  C02  C03  114.76  3.000
 1U5  C04  C02  C03  114.37  3.000
 1U5  C03  C02  C01  107.93  3.000
 1U5  C08  C02  C01  113.67  3.000
 1U5  C04  C02  C01  113.63  3.000
 1U5  H6   C03  H5   107.52  3.000
 1U5  H6   C03  H4   107.37  3.000
 1U5  H5   C03  H4   107.65  3.000
 1U5  H6   C03  C02  114.05  3.000
 1U5  H5   C03  C02  109.79  3.000
 1U5  H4   C03  C02  110.23  3.000
 1U5  C13  C04  C06  102.61  3.000
 1U5  C06  C04  C05  115.69  3.000
 1U5  C13  C04  C05  115.11  3.000
 1U5  C06  C04  C02  102.18  3.000
 1U5  C13  C04  C02   99.02  3.000
 1U5  C05  C04  C02  119.52  3.000
 1U5  H9   C05  H8   107.80  3.000
 1U5  H9   C05  H7   107.56  3.000
 1U5  H8   C05  H7   107.90  3.000
 1U5  H9   C05  C04  111.10  3.000
 1U5  H8   C05  C04  111.78  3.000
 1U5  H7   C05  C04  110.54  3.000
 1U5  H11  C06  H10  106.75  3.000
 1U5  H11  C06  C07  113.31  3.000
 1U5  H10  C06  C07  112.28  3.000
 1U5  H11  C06  C04  111.67  3.000
 1U5  H10  C06  C04  109.50  3.000
 1U5  C07  C06  C04  103.38  3.000
 1U5  H13  C07  H12  107.27  3.000
 1U5  H13  C07  C08  110.92  3.000
 1U5  H12  C07  C08  110.95  3.000
 1U5  H13  C07  C06  112.99  3.000
 1U5  H12  C07  C06  112.48  3.000
 1U5  C08  C07  C06  102.28  3.000
 1U5  O12  C08  C09  110.93  3.000
 1U5  C09  C08  C07  117.82  3.000
 1U5  O12  C08  C07  104.71  3.000
 1U5  C09  C08  C02  116.68  3.000
 1U5  C07  C08  C02  103.43  3.000
 1U5  O12  C08  C02  101.39  3.000
 1U5  O11  C09  O10  127.94  3.000
 1U5  O10  C09  C08  117.68  3.000
 1U5  O11  C09  C08  114.35  3.000
 1U5  C13  O12  C08  107.46  3.000
 1U5  O14  C13  O12  122.45  3.000
 1U5  O12  C13  C04  107.76  3.000
 1U5  O14  C13  C04  129.76  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
 1U5  Var_01  C08  C07  C06  C04    -0.74  30.0  1
 1U5  Var_02  O14  C13  O12  C08  -178.26  30.0  1
 1U5  Var_03  H1   C01  C02  C04   -50.55  30.0  3
 1U5  Var_04  H4   C03  C02  C04   173.77  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
 1U5  chir_01  C04  C13  C06  C02  negativ
 1U5  chir_02  C08  O12  C02  C07  negativ

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
 1U5  plan-1  C08  0.020
 1U5  plan-1  C09  0.020
 1U5  plan-1  O10  0.020
 1U5  plan-1  O11  0.020
 1U5  plan-2  C04  0.020
 1U5  plan-2  O12  0.020
 1U5  plan-2  C13  0.020
 1U5  plan-2  O14  0.020

