# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:24:10 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: (5aR,9aR)-2-chloro-11-(4-beta-D-glucopyranuronosylpiperazin-1-yl)-5a,6,9,9a-tetrahydrodibenzo[b,f][1,4]oxazepine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)N2CCN(CC2)C3=N[C@@H]4CC=CC[C@H]4Oc5ccc(Cl)cc35
#
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
 FUV  FUV  (5aR,9aR)-2-chloro-11-(4-beta-D-glucopyranuronosylpiperazin-1-yl)-5a,6,9,9a-tetrahydrodibenzo[b,f][1,4]oxazepine  ligand  61  34  .  2022-07-25  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_FUV
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
 FUV  C10  C   C      0   0.433  -4.1693  -1.6185   2.2923
 FUV  C15  C   CH2    0  -0.321   0.0620   0.4752  -2.3994
 FUV  C14  C   CH2    0  -0.299  -1.1741  -0.1115  -1.7347
 FUV  C02  C   CH1    0  -0.006  -5.5150   0.0997  -0.9075
 FUV  C03  C   CH1    0   0.005  -4.1503   0.2977  -1.5561
 FUV  C05  C   CH1    0   0.215  -3.1383   0.6416  -0.4599
 FUV  C07  C   CH1    0  -0.148  -4.3197  -0.5721   1.1722
 FUV  C08  C   CH1    0   0.025  -5.4358  -0.9532   0.1866
 FUV  C17  C   CH2    0  -0.336   0.3003   2.0590  -0.6192
 FUV  C18  C   CH2    0  -0.271  -0.9461   1.4875   0.0398
 FUV  C19  C   C      0   0.483   1.9805   0.2752  -0.9229
 FUV  C21  C   CH1    0  -0.167   3.2771  -1.6676  -0.8424
 FUV  C22  C   CH1    0   0.046   3.2187  -2.0210   0.6436
 FUV  C24  C   CR6    0   0.350   3.4036   0.3043   1.1128
 FUV  C25  C   CR6    0  -0.129   2.9630   0.9574  -0.0401
 FUV  C26  C   CR16   0  -0.233   3.4948   2.1991  -0.3734
 FUV  C27  C   CR6    0  -0.042   4.4388   2.7828   0.4520
 FUV  C29  C   CR16   0  -0.210   4.8613   2.1533   1.6135
 FUV  C30  C   CR16   0  -0.338   4.3449   0.9092   1.9369
 FUV  C31  C   CH2    0  -0.499   4.5325  -2.6422   1.0949
 FUV  C32  C   C1     0  -0.232   4.9771  -3.7125   0.1432
 FUV  C33  C   C1     0  -0.229   4.4661  -3.8629  -1.0760
 FUV  C34  C   CH2    0  -0.471   3.4122  -2.9613  -1.6406
 FUV  N13  N   NT     0  -0.465  -1.8372   0.9226  -0.9580
 FUV  N16  N   NT     0  -0.471   0.9719   1.0531  -1.4278
 FUV  N20  N   N      0  -0.433   2.1047  -0.9478  -1.2718
 FUV  O04  O   OH1    0  -0.670  -4.1595   1.3441  -2.4923
 FUV  O06  O   O2     0  -0.495  -3.1052  -0.4129   0.4873
 FUV  O09  O   OH1    0  -0.709  -6.6800  -1.0431   0.8289
 FUV  O11  O   O      0  -0.559  -3.0388  -1.9635   2.6399
 FUV  O12  O   OC    -1  -0.620  -5.2620  -2.0236   2.7757
 FUV  O23  O   O2     0  -0.501   2.8754  -0.8929   1.4606
 FUV  CL1  CL  CL     0  -0.128   5.1014   4.3276   0.0287
 FUV  H1   H   HCH2   0   0.256   0.5798  -0.2888  -2.9735
 FUV  H2   H   HCH2   0   0.241  -0.2419   1.2716  -3.0851
 FUV  H3   H   HCH2   0   0.249  -1.8351  -0.4772  -2.5205
 FUV  H4   H   HCH2   0   0.214  -0.8768  -0.9754  -1.1237
 FUV  H5   H   HCH1   0   0.203  -5.8134   1.0544  -0.4436
 FUV  H6   H   HCH1   0   0.211  -3.8605  -0.6547  -2.0262
 FUV  H7   H   HCH1   0   0.215  -3.4900   1.5592   0.0419
 FUV  H8   H   HCH1   0   0.216  -4.6141   0.3798   1.6534
 FUV  H9   H   HCH1   0   0.188  -5.1579  -1.9145  -0.2805
 FUV  H10  H   HCH2   0   0.242   0.0199   2.8930  -1.2681
 FUV  H11  H   HCH2   0   0.268   0.9644   2.4521   0.1474
 FUV  H12  H   HCH2   0   0.206  -0.6461   0.7505   0.8001
 FUV  H13  H   HCH2   0   0.242  -1.4636   2.2961   0.5624
 FUV  H15  H   HCH1   0   0.235   4.1969  -1.0853  -1.0117
 FUV  H16  H   HCH1   0   0.246   2.4036  -2.7324   0.8041
 FUV  H17  H   HCR6   0   0.289   3.1684   2.7012  -1.2749
 FUV  H18  H   HCR6   0   0.287   5.5951   2.6199   2.2562
 FUV  H19  H   HCR6   0   0.279   4.6724   0.4057   2.8373
 FUV  H20  H   HCH2   0   0.245   5.3093  -1.8710   1.1722
 FUV  H21  H   HCH2   0   0.254   4.4221  -3.0585   2.0998
 FUV  H22  H   H      0   0.243   5.7509  -4.3885   0.4898
 FUV  H23  H   H      0   0.241   4.8233  -4.6696  -1.7067
 FUV  H24  H   HCH2   0   0.239   2.4459  -3.4777  -1.6638
 FUV  H25  H   HCH2   0   0.248   3.6449  -2.7183  -2.6807
 FUV  H31  H   HOH1   0   0.448  -4.9064   1.2052  -3.0846
 FUV  H32  H   HOH1   0   0.439  -6.4542  -1.4813   1.6832
 FUV  O01  O   OH1    0  -0.678  -6.4199  -0.2546  -1.9309
 FUV  H30  H   HOH1   0   0.455  -7.3122  -0.2215  -1.5722

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
 FUV  C10  C07  single    1.540  0.020  1.540
 FUV  C10  O11  deloc     1.232  0.020  1.232
 FUV  C10  O12  deloc     1.262  0.020  1.262
 FUV  C15  C14  single    1.521  0.020  1.521
 FUV  C15  N16  single    1.451  0.020  1.451
 FUV  C14  N13  single    1.453  0.020  1.453
 FUV  C02  C03  single    1.524  0.020  1.524
 FUV  C02  C08  single    1.521  0.020  1.521
 FUV  C02  O01  single    1.411  0.020  1.411
 FUV  C03  C05  single    1.531  0.020  1.531
 FUV  C03  O04  single    1.404  0.020  1.404
 FUV  C05  N13  single    1.421  0.020  1.421
 FUV  C05  O06  single    1.418  0.020  1.418
 FUV  C07  C08  single    1.537  0.020  1.537
 FUV  C07  O06  single    1.403  0.020  1.403
 FUV  C08  O09  single    1.403  0.020  1.403
 FUV  C17  C18  single    1.521  0.020  1.521
 FUV  C17  N16  single    1.455  0.020  1.455
 FUV  C18  N13  single    1.452  0.020  1.452
 FUV  C19  C25  single    1.487  0.020  1.487
 FUV  C19  N16  single    1.370  0.020  1.370
 FUV  C19  N20  double    1.278  0.020  1.278
 FUV  C21  C22  single    1.529  0.020  1.529
 FUV  C21  C34  single    1.526  0.020  1.526
 FUV  C21  N20  single    1.441  0.020  1.441
 FUV  C22  C31  single    1.522  0.020  1.522
 FUV  C22  O23  single    1.435  0.020  1.435
 FUV  C24  C25  aromatic  1.396  0.020  1.396
 FUV  C24  C30  aromatic  1.390  0.020  1.390
 FUV  C24  O23  single    1.354  0.020  1.354
 FUV  C25  C26  aromatic  1.391  0.020  1.391
 FUV  C26  C27  aromatic  1.383  0.020  1.383
 FUV  C27  C29  aromatic  1.387  0.020  1.387
 FUV  C27  CL1  single    1.733  0.020  1.733
 FUV  C29  C30  aromatic  1.385  0.020  1.385
 FUV  C31  C32  single    1.500  0.020  1.500
 FUV  C32  C33  double    1.330  0.020  1.330
 FUV  C33  C34  single    1.498  0.020  1.498
 FUV  C15  H1   single    0.970  0.020  1.090
 FUV  C15  H2   single    0.970  0.020  1.090
 FUV  C14  H3   single    0.970  0.020  1.090
 FUV  C14  H4   single    0.970  0.020  1.090
 FUV  C02  H5   single    0.970  0.020  1.090
 FUV  C03  H6   single    0.970  0.020  1.090
 FUV  C05  H7   single    0.970  0.020  1.090
 FUV  C07  H8   single    0.970  0.020  1.090
 FUV  C08  H9   single    0.970  0.020  1.090
 FUV  C17  H10  single    0.970  0.020  1.090
 FUV  C17  H11  single    0.970  0.020  1.090
 FUV  C18  H12  single    0.970  0.020  1.090
 FUV  C18  H13  single    0.970  0.020  1.090
 FUV  C21  H15  single    0.970  0.020  1.090
 FUV  C22  H16  single    0.970  0.020  1.090
 FUV  C26  H17  single    0.930  0.020  1.080
 FUV  C29  H18  single    0.930  0.020  1.080
 FUV  C30  H19  single    0.930  0.020  1.080
 FUV  C31  H20  single    0.970  0.020  1.090
 FUV  C31  H21  single    0.970  0.020  1.090
 FUV  C32  H22  single    0.930  0.020  1.080
 FUV  C33  H23  single    0.930  0.020  1.080
 FUV  C34  H24  single    0.970  0.020  1.090
 FUV  C34  H25  single    0.970  0.020  1.090
 FUV  O01  H30  single    0.850  0.020  0.980
 FUV  O04  H31  single    0.850  0.020  0.980
 FUV  O09  H32  single    0.850  0.020  0.980

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
 FUV  O12  C10  O11  126.64  3.000
 FUV  O12  C10  C07  114.35  3.000
 FUV  O11  C10  C07  119.01  3.000
 FUV  H2   C15  H1   108.24  3.000
 FUV  H2   C15  N16  107.70  3.000
 FUV  H1   C15  N16  109.57  3.000
 FUV  H2   C15  C14  109.20  3.000
 FUV  H1   C15  C14  110.29  3.000
 FUV  N16  C15  C14  111.75  3.000
 FUV  H4   C14  H3   107.52  3.000
 FUV  H4   C14  N13  112.67  3.000
 FUV  H3   C14  N13  110.33  3.000
 FUV  H4   C14  C15  109.04  3.000
 FUV  H3   C14  C15  107.89  3.000
 FUV  N13  C14  C15  109.26  3.000
 FUV  H5   C02  O01  110.43  3.000
 FUV  H5   C02  C08  108.11  3.000
 FUV  O01  C02  C08  112.41  3.000
 FUV  H5   C02  C03  108.00  3.000
 FUV  O01  C02  C03  107.35  3.000
 FUV  C08  C02  C03  110.46  3.000
 FUV  H6   C03  O04  111.20  3.000
 FUV  H6   C03  C05  109.03  3.000
 FUV  O04  C03  C05  108.32  3.000
 FUV  H6   C03  C02  107.77  3.000
 FUV  O04  C03  C02  112.01  3.000
 FUV  C05  C03  C02  108.45  3.000
 FUV  H7   C05  O06  108.79  3.000
 FUV  H7   C05  N13  106.66  3.000
 FUV  O06  C05  N13  111.09  3.000
 FUV  H7   C05  C03  107.56  3.000
 FUV  O06  C05  C03  109.07  3.000
 FUV  N13  C05  C03  113.49  3.000
 FUV  H8   C07  O06  110.18  3.000
 FUV  H8   C07  C08  107.40  3.000
 FUV  O06  C07  C08  110.10  3.000
 FUV  H8   C07  C10  107.11  3.000
 FUV  O06  C07  C10  110.33  3.000
 FUV  C08  C07  C10  111.64  3.000
 FUV  H9   C08  O09  111.16  3.000
 FUV  H9   C08  C07  107.72  3.000
 FUV  O09  C08  C07  111.49  3.000
 FUV  H9   C08  C02  108.15  3.000
 FUV  O09  C08  C02  109.12  3.000
 FUV  C07  C08  C02  109.12  3.000
 FUV  H11  C17  H10  107.41  3.000
 FUV  H11  C17  N16  111.08  3.000
 FUV  H10  C17  N16  108.42  3.000
 FUV  H11  C17  C18  109.31  3.000
 FUV  H10  C17  C18  109.49  3.000
 FUV  N16  C17  C18  111.06  3.000
 FUV  H13  C18  H12  107.11  3.000
 FUV  H13  C18  N13  109.01  3.000
 FUV  H12  C18  N13  112.42  3.000
 FUV  H13  C18  C17  108.49  3.000
 FUV  H12  C18  C17  109.11  3.000
 FUV  N13  C18  C17  110.56  3.000
 FUV  N20  C19  N16  120.95  3.000
 FUV  N20  C19  C25  122.49  3.000
 FUV  N16  C19  C25  116.41  3.000
 FUV  H15  C21  N20  111.68  3.000
 FUV  H15  C21  C34  107.08  3.000
 FUV  N20  C21  C34  109.85  3.000
 FUV  H15  C21  C22  107.66  3.000
 FUV  N20  C21  C22  111.97  3.000
 FUV  C34  C21  C22  108.41  3.000
 FUV  H16  C22  O23  104.45  3.000
 FUV  H16  C22  C31  109.54  3.000
 FUV  O23  C22  C31  111.02  3.000
 FUV  H16  C22  C21  108.75  3.000
 FUV  O23  C22  C21  112.40  3.000
 FUV  C31  C22  C21  110.47  3.000
 FUV  O23  C24  C30  119.79  3.000
 FUV  O23  C24  C25  120.17  3.000
 FUV  C30  C24  C25  119.98  3.000
 FUV  C26  C25  C24  119.64  3.000
 FUV  C26  C25  C19  121.33  3.000
 FUV  C24  C25  C19  118.96  3.000
 FUV  H17  C26  C27  120.47  3.000
 FUV  H17  C26  C25  119.89  3.000
 FUV  C27  C26  C25  119.64  3.000
 FUV  CL1  C27  C29  119.51  3.000
 FUV  CL1  C27  C26  119.42  3.000
 FUV  C29  C27  C26  121.06  3.000
 FUV  H18  C29  C30  120.12  3.000
 FUV  H18  C29  C27  120.56  3.000
 FUV  C30  C29  C27  119.31  3.000
 FUV  H19  C30  C29  119.95  3.000
 FUV  H19  C30  C24  119.72  3.000
 FUV  C29  C30  C24  120.33  3.000
 FUV  H21  C31  H20  105.92  3.000
 FUV  H21  C31  C32  109.96  3.000
 FUV  H20  C31  C32  109.66  3.000
 FUV  H21  C31  C22  109.93  3.000
 FUV  H20  C31  C22  110.19  3.000
 FUV  C32  C31  C22  111.04  3.000
 FUV  H22  C32  C33  119.77  3.000
 FUV  H22  C32  C31  116.97  3.000
 FUV  C33  C32  C31  123.25  3.000
 FUV  H23  C33  C34  117.42  3.000
 FUV  H23  C33  C32  119.37  3.000
 FUV  C34  C33  C32  123.21  3.000
 FUV  H25  C34  H24  105.80  3.000
 FUV  H25  C34  C33  110.04  3.000
 FUV  H24  C34  C33  110.17  3.000
 FUV  H25  C34  C21  109.15  3.000
 FUV  H24  C34  C21  109.42  3.000
 FUV  C33  C34  C21  112.06  3.000
 FUV  C18  N13  C05  113.45  3.000
 FUV  C18  N13  C14  111.35  3.000
 FUV  C05  N13  C14  117.66  3.000
 FUV  C19  N16  C17  121.84  3.000
 FUV  C19  N16  C15  118.83  3.000
 FUV  C17  N16  C15  110.98  3.000
 FUV  C21  N20  C19  118.41  3.000
 FUV  H31  O04  C03  107.91  3.000
 FUV  C07  O06  C05  112.96  3.000
 FUV  H32  O09  C08  102.82  3.000
 FUV  C24  O23  C22  117.11  3.000
 FUV  H30  O01  C02  108.40  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
 FUV  CONST_01  C27  C29  C30  C24    0.00   0.0  0
 FUV  CONST_02  C29  C27  C26  C25    0.00   0.0  0
 FUV  CONST_03  C30  C29  C27  C26    0.00   0.0  0
 FUV  CONST_04  CL1  C27  C26  C25  180.00   0.0  0
 FUV  CONST_05  CL1  C27  C29  C30  180.00   0.0  0
 FUV  CONST_06  H18  C29  C30  C24  180.00   0.0  0
 FUV  CONST_07  H19  C30  C29  C27  180.00   0.0  0
 FUV  CONST_08  H17  C26  C27  C29  180.00   0.0  0
 FUV  Var_01    C05  N13  C14  C15  168.79  30.0  1
 FUV  Var_02    C18  C17  N16  C15   54.83  30.0  1
 FUV  Var_03    C17  N16  C15  C14  -56.08  30.0  1
 FUV  Var_04    C17  C18  N13  C14   57.70  30.0  1
 FUV  Var_05    C32  C33  C34  C21   15.61  30.0  1
 FUV  Var_06    C33  C32  C31  C22   14.93  30.0  1
 FUV  Var_07    C34  C33  C32  C31    1.36  30.0  1
 FUV  Var_08    N16  C15  C14  N13   57.02  30.0  1
 FUV  Var_09    N16  C17  C18  N13  -55.59  30.0  1

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
 FUV  chir_01  C02  C03  C08  O01  positiv
 FUV  chir_02  C03  O04  C02  C05  positiv
 FUV  chir_03  C05  O06  N13  C03  negativ
 FUV  chir_04  C07  O06  C10  C08  positiv
 FUV  chir_05  C08  O09  C07  C02  positiv
 FUV  chir_06  C21  C22  C34  N20  negativ
 FUV  chir_07  C22  O23  C21  C31  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
 FUV  plan-1  C15  0.020
 FUV  plan-1  C17  0.020
 FUV  plan-1  C19  0.020
 FUV  plan-1  C21  0.020
 FUV  plan-1  C25  0.020
 FUV  plan-1  N16  0.020
 FUV  plan-1  N20  0.020
 FUV  plan-2  C19  0.020
 FUV  plan-2  C24  0.020
 FUV  plan-2  C25  0.020
 FUV  plan-2  C26  0.020
 FUV  plan-2  C27  0.020
 FUV  plan-2  C29  0.020
 FUV  plan-2  C30  0.020
 FUV  plan-2  O23  0.020
 FUV  plan-2  CL1  0.020
 FUV  plan-2  H17  0.020
 FUV  plan-2  H18  0.020
 FUV  plan-2  H19  0.020
 FUV  plan-3  C10  0.020
 FUV  plan-3  C07  0.020
 FUV  plan-3  O11  0.020
 FUV  plan-3  O12  0.020

