# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 18:05:05 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: (3R,3'S)-3,3'-methanediylbis(2H-chromene-2,4(3H)-dione)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1Oc2ccccc2C(=O)[C@H]1C[C@@H]3C(=O)Oc4ccccc4C3=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
 DTC  DTC  (3R,3'S)-3,3'-methanediylbis(2H-chromene-2,4(3H)-dione)  ligand  37  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DTC
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
 DTC  O5    O  O2    0  -0.451  -2.0049  -0.7705  -1.4298
 DTC  C10   C  CR6   0   0.379  -2.8692  -1.0484  -0.4088
 DTC  C9    C  CR6   0  -0.110  -3.1642  -0.1278   0.5917
 DTC  C8    C  C     0   0.453  -2.4639   1.1573   0.6081
 DTC  O17   O  O     0  -0.364  -2.7910   2.0929   1.2991
 DTC  C7    C  CH1   0  -0.597  -1.2131   1.2135  -0.2470
 DTC  C15   C  CH2   0  -0.454  -0.0242   0.7144   0.6294
 DTC  C6    C  C     0   0.582  -1.2819   0.3642  -1.4902
 DTC  O16   O  O     0  -0.373  -0.6819   0.5913  -2.4983
 DTC  C1    C  CR16  0  -0.274  -4.1136  -0.4598   1.5607
 DTC  C2    C  CR16  0  -0.248  -4.7344  -1.6920   1.5363
 DTC  C3    C  CR16  0  -0.235  -4.4168  -2.6018   0.5297
 DTC  C4    C  CR16  0  -0.319  -3.4904  -2.2862  -0.4495
 DTC  C5    C  CR16  0  -0.274   3.7748  -1.1291   1.4312
 DTC  C20   C  CR66  0  -0.113   3.0533  -0.1785   0.7063
 DTC  C19   C  CR66  0   0.382   3.0315  -0.2618  -0.6836
 DTC  C18   C  CR16  0  -0.322   3.6996  -1.2762  -1.3502
 DTC  C17   C  CR16  0  -0.235   4.3957  -2.2180  -0.6111
 DTC  C16   C  CR16  0  -0.248   4.4402  -2.1476   0.7797
 DTC  O21   O  O     0  -0.452   2.4122   0.6735  -1.4640
 DTC  C12   C  CR6   0   0.581   1.7149   1.6997  -0.9360
 DTC  O32   O  O     0  -0.372   1.4690   2.6387  -1.6312
 DTC  C13   C  CR16  0  -0.594   1.2635   1.5622   0.4932
 DTC  C14   C  CR6   0   0.454   2.2986   0.8855   1.3738
 DTC  O38   O  O     0  -0.362   2.4087   1.1601   2.5447
 DTC  HC7   H  HCH1  0   0.347  -1.0487   2.2492  -0.5492
 DTC  H151  H  HCH2  0   0.320  -0.3032   0.7736   1.6818
 DTC  H152  H  HCH2  0   0.296   0.1810  -0.3402   0.4325
 DTC  HC1   H  HCR6  0   0.281  -4.3452   0.2572   2.3372
 DTC  HC2   H  HCR6  0   0.274  -5.4605  -1.9505   2.2943
 DTC  HC3   H  HCR6  0   0.282  -4.9001  -3.5693   0.5048
 DTC  HC4   H  HCR6  0   0.292  -3.2566  -2.9871  -1.2398
 DTC  H18   H  HCR6  0   0.291   3.6791  -1.3213  -2.4309
 DTC  H17   H  HCR6  0   0.282   4.9132  -3.0148  -1.1279
 DTC  H16   H  HCR6  0   0.274   4.9883  -2.8888   1.3443
 DTC  H13   H  HCR6  0   0.347   1.0564   2.5639   0.8722
 DTC  HC5   H  HCR6  0   0.280   3.7925  -1.0646   2.5112

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
 DTC  O5   C10   single    1.366  0.020  1.366
 DTC  O5   C6    single    1.347  0.020  1.347
 DTC  C10  C9    aromatic  1.391  0.020  1.391
 DTC  C10  C4    aromatic  1.386  0.020  1.386
 DTC  C9   C8    single    1.464  0.020  1.464
 DTC  C9   C1    aromatic  1.397  0.020  1.397
 DTC  C8   O17   double    1.208  0.020  1.208
 DTC  C8   C7    single    1.516  0.020  1.516
 DTC  C7   C15   single    1.559  0.020  1.559
 DTC  C7   C6    single    1.507  0.020  1.507
 DTC  C7   HC7   single    0.970  0.020  1.090
 DTC  C15  C13   single    1.548  0.020  1.548
 DTC  C15  H151  single    0.970  0.020  1.090
 DTC  C15  H152  single    0.970  0.020  1.090
 DTC  C6   O16   double    1.195  0.020  1.195
 DTC  C1   C2    aromatic  1.380  0.020  1.380
 DTC  C1   HC1   single    0.930  0.020  1.080
 DTC  C2   C3    aromatic  1.394  0.020  1.394
 DTC  C2   HC2   single    0.930  0.020  1.080
 DTC  C3   C4    aromatic  1.384  0.020  1.384
 DTC  C3   HC3   single    0.930  0.020  1.080
 DTC  C4   HC4   single    0.930  0.020  1.080
 DTC  C5   C20   aromatic  1.396  0.020  1.396
 DTC  C5   C16   aromatic  1.380  0.020  1.380
 DTC  C5   HC5   single    0.930  0.020  1.080
 DTC  C20  C19   aromatic  1.393  0.020  1.393
 DTC  C20  C14   single    1.465  0.020  1.465
 DTC  C19  C18   aromatic  1.386  0.020  1.386
 DTC  C19  O21   single    1.366  0.020  1.366
 DTC  C18  C17   aromatic  1.385  0.020  1.385
 DTC  C18  H18   single    0.930  0.020  1.080
 DTC  C17  C16   aromatic  1.393  0.020  1.393
 DTC  C17  H17   single    0.930  0.020  1.080
 DTC  C16  H16   single    0.930  0.020  1.080
 DTC  O21  C12   single    1.348  0.020  1.348
 DTC  C12  O32   double    1.194  0.020  1.194
 DTC  C12  C13   single    1.505  0.020  1.505
 DTC  C13  C14   single    1.518  0.020  1.518
 DTC  C13  H13   single    0.970  0.020  1.090
 DTC  C14  O38   double    1.208  0.020  1.208

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
 DTC  C6    O5   C10   122.99  3.000
 DTC  C4    C10  C9    121.14  3.000
 DTC  C4    C10  O5    116.32  3.000
 DTC  C9    C10  O5    122.48  3.000
 DTC  C1    C9   C8    121.75  3.000
 DTC  C1    C9   C10   119.07  3.000
 DTC  C8    C9   C10   119.18  3.000
 DTC  C7    C8   O17   121.14  3.000
 DTC  C7    C8   C9    114.89  3.000
 DTC  O17   C8   C9    123.84  3.000
 DTC  HC7   C7   C6    108.26  3.000
 DTC  HC7   C7   C15   110.15  3.000
 DTC  C6    C7   C15   108.55  3.000
 DTC  HC7   C7   C8    108.40  3.000
 DTC  C6    C7   C8    114.00  3.000
 DTC  C15   C7   C8    107.47  3.000
 DTC  H152  C15  H151  105.93  3.000
 DTC  H152  C15  C13   110.90  3.000
 DTC  H151  C15  C13   105.55  3.000
 DTC  H152  C15  C7    110.55  3.000
 DTC  H151  C15  C7    109.27  3.000
 DTC  C13   C15  C7    114.18  3.000
 DTC  O16   C6   C7    124.46  3.000
 DTC  O16   C6   O5    117.87  3.000
 DTC  C7    C6   O5    117.54  3.000
 DTC  HC1   C1   C2    120.54  3.000
 DTC  HC1   C1   C9    119.07  3.000
 DTC  C2    C1   C9    120.38  3.000
 DTC  HC2   C2   C3    120.23  3.000
 DTC  HC2   C2   C1    120.22  3.000
 DTC  C3    C2   C1    119.55  3.000
 DTC  HC3   C3   C4    119.11  3.000
 DTC  HC3   C3   C2    119.92  3.000
 DTC  C4    C3   C2    120.97  3.000
 DTC  HC4   C4   C3    120.90  3.000
 DTC  HC4   C4   C10   120.22  3.000
 DTC  C3    C4   C10   118.87  3.000
 DTC  HC5   C5   C16   120.48  3.000
 DTC  HC5   C5   C20   119.08  3.000
 DTC  C16   C5   C20   120.43  3.000
 DTC  C14   C20  C19   119.35  3.000
 DTC  C14   C20  C5    121.60  3.000
 DTC  C19   C20  C5    119.04  3.000
 DTC  O21   C19  C18   116.42  3.000
 DTC  O21   C19  C20   122.42  3.000
 DTC  C18   C19  C20   121.09  3.000
 DTC  H18   C18  C17   120.95  3.000
 DTC  H18   C18  C19   120.13  3.000
 DTC  C17   C18  C19   118.92  3.000
 DTC  H17   C17  C16   119.93  3.000
 DTC  H17   C17  C18   119.11  3.000
 DTC  C16   C17  C18   120.96  3.000
 DTC  H16   C16  C17   120.20  3.000
 DTC  H16   C16  C5    120.26  3.000
 DTC  C17   C16  C5    119.54  3.000
 DTC  C12   O21  C19   122.12  3.000
 DTC  C13   C12  O32   124.26  3.000
 DTC  C13   C12  O21   117.22  3.000
 DTC  O32   C12  O21   118.50  3.000
 DTC  H13   C13  C14   109.71  3.000
 DTC  H13   C13  C12   107.63  3.000
 DTC  C14   C13  C12   112.77  3.000
 DTC  H13   C13  C15   108.33  3.000
 DTC  C14   C13  C15   105.79  3.000
 DTC  C12   C13  C15   112.53  3.000
 DTC  O38   C14  C13   121.55  3.000
 DTC  O38   C14  C20   124.04  3.000
 DTC  C13   C14  C20   114.24  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
 DTC  CONST_01  C2   C1   C9   C10     0.00   0.0  0
 DTC  CONST_02  C2   C3   C4   C10     0.00   0.0  0
 DTC  CONST_03  C3   C4   C10  C9      0.00   0.0  0
 DTC  CONST_04  C3   C2   C1   C9      0.00   0.0  0
 DTC  CONST_05  C4   C10  C9   C1      0.00   0.0  0
 DTC  CONST_06  C4   C3   C2   C1      0.00   0.0  0
 DTC  CONST_07  C18  C19  C20  C5      0.00   0.0  0
 DTC  CONST_08  C18  C17  C16  C5      0.00   0.0  0
 DTC  CONST_09  C17  C16  C5   C20     0.00   0.0  0
 DTC  CONST_10  C17  C18  C19  C20     0.00   0.0  0
 DTC  CONST_11  C16  C5   C20  C19     0.00   0.0  0
 DTC  CONST_12  C16  C17  C18  C19     0.00   0.0  0
 DTC  CONST_13  HC4  C4   C10  O5      0.00   0.0  0
 DTC  CONST_14  HC1  C1   C9   C10   180.00   0.0  0
 DTC  CONST_15  HC3  C3   C4   C10   180.00   0.0  0
 DTC  CONST_16  HC2  C2   C1   C9    180.00   0.0  0
 DTC  CONST_17  H17  C17  C16  C5    180.00   0.0  0
 DTC  CONST_18  H16  C16  C5   C20   180.00   0.0  0
 DTC  CONST_19  H18  C18  C19  C20   180.00   0.0  0
 DTC  CONST_20  HC5  C5   C20  C19   180.00   0.0  0
 DTC  Var_01    C7   C6   O5   C10    13.04  30.0  1
 DTC  Var_02    C7   C8   C9   C10   -16.01  30.0  1
 DTC  Var_03    C4   C10  O5   C6   -176.76  30.0  1
 DTC  Var_04    C13  C14  C20  C5   -162.76  30.0  1
 DTC  Var_05    C13  C12  O21  C19   -19.01  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
 DTC  chir_01  C7   C8   C15  C6   negativ
 DTC  chir_02  C13  C15  C12  C14  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
 DTC  plan-1  O5   0.020
 DTC  plan-1  C10  0.020
 DTC  plan-1  C9   0.020
 DTC  plan-1  C8   0.020
 DTC  plan-1  C1   0.020
 DTC  plan-1  C2   0.020
 DTC  plan-1  C3   0.020
 DTC  plan-1  C4   0.020
 DTC  plan-1  HC1  0.020
 DTC  plan-1  HC2  0.020
 DTC  plan-1  HC3  0.020
 DTC  plan-1  HC4  0.020
 DTC  plan-2  C5   0.020
 DTC  plan-2  C20  0.020
 DTC  plan-2  C19  0.020
 DTC  plan-2  C18  0.020
 DTC  plan-2  C17  0.020
 DTC  plan-2  C16  0.020
 DTC  plan-2  O21  0.020
 DTC  plan-2  C14  0.020
 DTC  plan-2  H18  0.020
 DTC  plan-2  H17  0.020
 DTC  plan-2  H16  0.020
 DTC  plan-2  HC5  0.020
 DTC  plan-3  C9   0.020
 DTC  plan-3  C8   0.020
 DTC  plan-3  O17  0.020
 DTC  plan-3  C7   0.020
 DTC  plan-4  C20  0.020
 DTC  plan-4  C13  0.020
 DTC  plan-4  C14  0.020
 DTC  plan-4  O38  0.020
 DTC  plan-5  O5   0.020
 DTC  plan-5  C7   0.020
 DTC  plan-5  C6   0.020
 DTC  plan-5  O16  0.020
 DTC  plan-6  O21  0.020
 DTC  plan-6  C12  0.020
 DTC  plan-6  O32  0.020
 DTC  plan-6  C13  0.020

