# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 00:34:11 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 2,2'-{benzene-1,3-diylbis[ethyne-2,1-diyl(5-bromobenzene-3,1-diyl)]}diethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCc1cc(Br)cc(c1)C#Cc2cccc(c2)C#Cc3cc(Br)cc(CCN)c3
#
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
 0YV  0YV  2,2'-{benzene-1,3-diylbis[ethyne-2,1-diyl(5-bromobenzene-3,1-diyl)]}diethanamine  ligand  52  30  .  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_0YV
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
 0YV  NAA  N   NH2   0  -0.799   6.0819   5.4077   1.3157
 0YV  CAS  C   CH2   0  -0.268   6.0914   3.9549   1.3181
 0YV  CAU  C   CH2   0  -0.520   5.9195   3.4190  -0.1030
 0YV  CBC  C   CR6   0   0.136   5.9164   1.9178  -0.1289
 0YV  CAQ  C   CR16  0  -0.354   4.7229   1.2093  -0.1004
 0YV  CAN  C   CR16  0  -0.278   7.1206   1.2162  -0.1372
 0YV  CAW  C   CR6   0  -0.089   7.1102  -0.1702  -0.1179
 0YV  BRC  BR  BR    0  -0.038   8.7509  -1.1052  -0.1335
 0YV  CAL  C   CR16  0  -0.290   5.9276  -0.8883  -0.0921
 0YV  CBA  C   CR6   0  -0.090   4.7186  -0.1874  -0.0837
 0YV  CAG  C   CSP   0   0.144   3.4885  -0.9009  -0.0616
 0YV  CAE  C   CSP   0   0.149   2.4434  -1.5042  -0.0411
 0YV  CAY  C   CR6   0  -0.104   1.2128  -2.2173  -0.0190
 0YV  CAP  C   CR16  0  -0.341   0.0037  -1.5225   0.0081
 0YV  CAJ  C   CR16  0  -0.288   1.2058  -3.6161  -0.0253
 0YV  CAI  C   CR16  0  -0.241   0.0026  -4.3026  -0.0053
 0YV  CAK  C   CR16  0  -0.288  -1.2001  -3.6155   0.0212
 0YV  CAZ  C   CR6   0  -0.104  -1.2061  -2.2166   0.0284
 0YV  CAF  C   CSP   0   0.149  -2.4360  -1.5027   0.0571
 0YV  CAH  C   CSP   0   0.144  -3.4801  -0.8977   0.0817
 0YV  CBB  C   CR6   0  -0.090  -4.7105  -0.1852   0.1136
 0YV  CAR  C   CR16  0  -0.354  -4.7161   1.2113   0.1389
 0YV  CAM  C   CR16  0  -0.290  -5.9189  -0.8873   0.1243
 0YV  CAX  C   CR6   0  -0.089  -7.1017  -0.1706   0.1612
 0YV  BRD  BR  BR    0  -0.038  -8.7417  -1.1070   0.1832
 0YV  CAO  C   CR16  0  -0.278  -7.1134   1.2157   0.1872
 0YV  CBD  C   CR6   0   0.136  -5.9101   1.9185   0.1767
 0YV  CAV  C   CH2   0  -0.519  -5.9179   3.4198   0.1583
 0YV  CAT  C   CH2   0  -0.268  -6.0713   3.9613  -1.2625
 0YV  NAB  N   NH2   0  -0.799  -6.0914   5.4144  -1.2516
 0YV  H1   H   HNH2  0   0.350   6.1298   5.7458   2.2686
 0YV  H2   H   HNH2  0   0.341   6.9225   5.7470   0.8641
 0YV  H4   H   HCH2  0   0.202   7.0014   3.5168   1.7529
 0YV  H5   H   HCH2  0   0.225   5.2577   3.6031   1.9310
 0YV  H6   H   HCH2  0   0.248   4.9874   3.8043  -0.5214
 0YV  H7   H   HCH2  0   0.248   6.7332   3.7958  -0.7295
 0YV  H8   H   HCR6  0   0.262   3.7814   1.7444  -0.0960
 0YV  H9   H   HCR6  0   0.278   8.0554   1.7627  -0.1635
 0YV  H10  H   HCR6  0   0.283   5.9240  -1.9696  -0.0817
 0YV  H11  H   HCR6  0   0.271   0.0040  -0.4408   0.0132
 0YV  H12  H   HCR6  0   0.270   2.1415  -4.1583  -0.0457
 0YV  H13  H   HCR6  0   0.273   0.0020  -5.3840  -0.0108
 0YV  H14  H   HCR6  0   0.270  -2.1363  -4.1569   0.0364
 0YV  H15  H   HCR6  0   0.262  -3.7752   1.7476   0.1331
 0YV  H16  H   HCR6  0   0.283  -5.9140  -1.9685   0.1073
 0YV  H17  H   HCR6  0   0.278  -8.0488   1.7609   0.2199
 0YV  H18  H   HCH2  0   0.248  -6.7377   3.7999   0.7717
 0YV  H19  H   HCH2  0   0.248  -4.9888   3.7980   0.5935
 0YV  H20  H   HCH2  0   0.203  -5.2803   3.5307  -1.8922
 0YV  H21  H   HCH2  0   0.225  -7.0199   3.6072  -1.6747
 0YV  H22  H   HNH2  0   0.341  -5.1709   5.7623  -1.0125
 0YV  H23  H   HNH2  0   0.350  -6.2773   5.7551  -2.1861

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
 0YV  CAI  CAK  aromatic  1.385  0.020  1.385
 0YV  CAI  CAJ  aromatic  1.385  0.020  1.385
 0YV  CAK  CAZ  aromatic  1.399  0.020  1.399
 0YV  CAJ  CAY  aromatic  1.399  0.020  1.399
 0YV  CAZ  CAF  single    1.422  0.020  1.422
 0YV  CAZ  CAP  aromatic  1.395  0.020  1.395
 0YV  CAY  CAP  aromatic  1.395  0.020  1.395
 0YV  CAY  CAE  single    1.422  0.020  1.422
 0YV  CAF  CAH  triple    1.207  0.020  1.207
 0YV  CAE  CAG  triple    1.207  0.020  1.207
 0YV  CAH  CBB  single    1.422  0.020  1.422
 0YV  BRC  CAW  single    1.888  0.020  1.888
 0YV  BRD  CAX  single    1.889  0.020  1.889
 0YV  CAM  CBB  aromatic  1.398  0.020  1.398
 0YV  CAM  CAX  aromatic  1.384  0.020  1.384
 0YV  CAG  CBA  single    1.422  0.020  1.422
 0YV  CAL  CAW  aromatic  1.384  0.020  1.384
 0YV  CAL  CBA  aromatic  1.398  0.020  1.398
 0YV  CBB  CAR  aromatic  1.397  0.020  1.397
 0YV  CAX  CAO  aromatic  1.387  0.020  1.387
 0YV  CAW  CAN  aromatic  1.386  0.020  1.386
 0YV  CBA  CAQ  aromatic  1.397  0.020  1.397
 0YV  CAR  CBD  aromatic  1.388  0.020  1.388
 0YV  CAO  CBD  aromatic  1.394  0.020  1.394
 0YV  CAN  CBC  aromatic  1.394  0.020  1.394
 0YV  CAQ  CBC  aromatic  1.388  0.020  1.388
 0YV  CBD  CAV  single    1.501  0.020  1.501
 0YV  CBC  CAU  single    1.501  0.020  1.501
 0YV  CAV  CAT  single    1.528  0.020  1.528
 0YV  CAU  CAS  single    1.529  0.020  1.529
 0YV  CAT  NAB  single    1.453  0.020  1.453
 0YV  CAS  NAA  single    1.453  0.020  1.453
 0YV  NAA  H1   single    0.890  0.020  1.040
 0YV  NAA  H2   single    0.890  0.020  1.040
 0YV  CAS  H4   single    0.970  0.020  1.090
 0YV  CAS  H5   single    0.970  0.020  1.090
 0YV  CAU  H6   single    0.970  0.020  1.090
 0YV  CAU  H7   single    0.970  0.020  1.090
 0YV  CAQ  H8   single    0.930  0.020  1.080
 0YV  CAN  H9   single    0.930  0.020  1.080
 0YV  CAL  H10  single    0.930  0.020  1.080
 0YV  CAP  H11  single    0.930  0.020  1.080
 0YV  CAJ  H12  single    0.930  0.020  1.080
 0YV  CAI  H13  single    0.930  0.020  1.080
 0YV  CAK  H14  single    0.930  0.020  1.080
 0YV  CAR  H15  single    0.930  0.020  1.080
 0YV  CAM  H16  single    0.930  0.020  1.080
 0YV  CAO  H17  single    0.930  0.020  1.080
 0YV  CAV  H18  single    0.970  0.020  1.090
 0YV  CAV  H19  single    0.970  0.020  1.090
 0YV  CAT  H20  single    0.970  0.020  1.090
 0YV  CAT  H21  single    0.970  0.020  1.090
 0YV  NAB  H22  single    0.890  0.020  1.040
 0YV  NAB  H23  single    0.890  0.020  1.040

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
 0YV  H2   NAA  H1   105.58  3.000
 0YV  H2   NAA  CAS  109.29  3.000
 0YV  H1   NAA  CAS  109.40  3.000
 0YV  H5   CAS  H4   106.34  3.000
 0YV  H5   CAS  CAU  108.83  3.000
 0YV  H4   CAS  CAU  108.73  3.000
 0YV  H5   CAS  NAA  108.53  3.000
 0YV  H4   CAS  NAA  113.86  3.000
 0YV  CAU  CAS  NAA  110.38  3.000
 0YV  H7   CAU  H6   107.10  3.000
 0YV  H7   CAU  CBC  109.64  3.000
 0YV  H6   CAU  CBC  110.15  3.000
 0YV  H7   CAU  CAS  109.15  3.000
 0YV  H6   CAU  CAS  109.18  3.000
 0YV  CBC  CAU  CAS  111.52  3.000
 0YV  CAN  CBC  CAQ  119.08  3.000
 0YV  CAQ  CBC  CAU  120.78  3.000
 0YV  CAN  CBC  CAU  120.11  3.000
 0YV  H8   CAQ  CBA  119.44  3.000
 0YV  H8   CAQ  CBC  119.68  3.000
 0YV  CBA  CAQ  CBC  120.88  3.000
 0YV  H9   CAN  CAW  120.75  3.000
 0YV  H9   CAN  CBC  119.46  3.000
 0YV  CAW  CAN  CBC  119.79  3.000
 0YV  CAL  CAW  BRC  119.06  3.000
 0YV  CAL  CAW  CAN  121.71  3.000
 0YV  BRC  CAW  CAN  119.24  3.000
 0YV  H10  CAL  CBA  119.90  3.000
 0YV  H10  CAL  CAW  121.47  3.000
 0YV  CBA  CAL  CAW  118.63  3.000
 0YV  CAG  CBA  CAL  119.78  3.000
 0YV  CAL  CBA  CAQ  119.92  3.000
 0YV  CAG  CBA  CAQ  120.29  3.000
 0YV  CAE  CAG  CBA  180.00  3.000
 0YV  CAY  CAE  CAG  180.00  3.000
 0YV  CAJ  CAY  CAP  119.59  3.000
 0YV  CAP  CAY  CAE  120.04  3.000
 0YV  CAJ  CAY  CAE  120.37  3.000
 0YV  H11  CAP  CAZ  119.85  3.000
 0YV  H11  CAP  CAY  119.86  3.000
 0YV  CAZ  CAP  CAY  120.28  3.000
 0YV  H12  CAJ  CAI  120.22  3.000
 0YV  H12  CAJ  CAY  119.80  3.000
 0YV  CAI  CAJ  CAY  119.99  3.000
 0YV  H13  CAI  CAK  119.71  3.000
 0YV  H13  CAI  CAJ  119.73  3.000
 0YV  CAK  CAI  CAJ  120.56  3.000
 0YV  H14  CAK  CAZ  119.78  3.000
 0YV  H14  CAK  CAI  120.23  3.000
 0YV  CAZ  CAK  CAI  119.99  3.000
 0YV  CAF  CAZ  CAK  120.38  3.000
 0YV  CAF  CAZ  CAP  120.03  3.000
 0YV  CAK  CAZ  CAP  119.59  3.000
 0YV  CAH  CAF  CAZ  180.00  3.000
 0YV  CBB  CAH  CAF  180.00  3.000
 0YV  CAM  CBB  CAR  119.91  3.000
 0YV  CAR  CBB  CAH  120.31  3.000
 0YV  CAM  CBB  CAH  119.77  3.000
 0YV  H15  CAR  CBD  119.67  3.000
 0YV  H15  CAR  CBB  119.45  3.000
 0YV  CBD  CAR  CBB  120.88  3.000
 0YV  H16  CAM  CAX  121.49  3.000
 0YV  H16  CAM  CBB  119.88  3.000
 0YV  CAX  CAM  CBB  118.63  3.000
 0YV  CAO  CAX  BRD  119.22  3.000
 0YV  CAO  CAX  CAM  121.71  3.000
 0YV  BRD  CAX  CAM  119.07  3.000
 0YV  H17  CAO  CBD  119.47  3.000
 0YV  H17  CAO  CAX  120.74  3.000
 0YV  CBD  CAO  CAX  119.79  3.000
 0YV  CAV  CBD  CAO  119.99  3.000
 0YV  CAV  CBD  CAR  120.90  3.000
 0YV  CAO  CBD  CAR  119.07  3.000
 0YV  H19  CAV  H18  107.09  3.000
 0YV  H19  CAV  CAT  109.44  3.000
 0YV  H18  CAV  CAT  108.87  3.000
 0YV  H19  CAV  CBD  109.67  3.000
 0YV  H18  CAV  CBD  110.18  3.000
 0YV  CAT  CAV  CBD  111.48  3.000
 0YV  H21  CAT  H20  106.36  3.000
 0YV  H21  CAT  NAB  108.34  3.000
 0YV  H20  CAT  NAB  113.95  3.000
 0YV  H21  CAT  CAV  108.84  3.000
 0YV  H20  CAT  CAV  108.76  3.000
 0YV  NAB  CAT  CAV  110.41  3.000
 0YV  H23  NAB  H22  105.63  3.000
 0YV  H23  NAB  CAT  109.41  3.000
 0YV  H22  NAB  CAT  109.43  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
 0YV  CONST_01  CAL  CAW  CAN  CBC     0.00   0.0  0
 0YV  CONST_02  CAL  CBA  CAQ  CBC     0.00   0.0  0
 0YV  CONST_03  CAW  CAL  CBA  CAQ     0.00   0.0  0
 0YV  CONST_04  CAW  CAN  CBC  CAQ     0.00   0.0  0
 0YV  CONST_05  CBA  CAL  CAW  CAN     0.00   0.0  0
 0YV  CONST_06  CBA  CAQ  CBC  CAN     0.00   0.0  0
 0YV  CONST_07  CAK  CAI  CAJ  CAY     0.00   0.0  0
 0YV  CONST_08  CAK  CAZ  CAP  CAY     0.00   0.0  0
 0YV  CONST_09  CAI  CAK  CAZ  CAP     0.00   0.0  0
 0YV  CONST_10  CAI  CAJ  CAY  CAP     0.00   0.0  0
 0YV  CONST_11  CAZ  CAK  CAI  CAJ     0.00   0.0  0
 0YV  CONST_12  CAZ  CAP  CAY  CAJ     0.00   0.0  0
 0YV  CONST_13  CAO  CAX  CAM  CBB     0.00   0.0  0
 0YV  CONST_14  CAO  CBD  CAR  CBB     0.00   0.0  0
 0YV  CONST_15  CAX  CAM  CBB  CAR     0.00   0.0  0
 0YV  CONST_16  CAX  CAO  CBD  CAR     0.00   0.0  0
 0YV  CONST_17  CBD  CAR  CBB  CAM     0.00   0.0  0
 0YV  CONST_18  CBD  CAO  CAX  CAM     0.00   0.0  0
 0YV  CONST_19  CAW  CAN  CBC  CAU   180.00   0.0  0
 0YV  CONST_20  CBA  CAQ  CBC  CAU   180.00   0.0  0
 0YV  CONST_21  BRC  CAW  CAN  CBC   180.00   0.0  0
 0YV  CONST_22  CAG  CBA  CAQ  CBC   180.00   0.0  0
 0YV  CONST_23  CAG  CBA  CAL  CAW   180.00   0.0  0
 0YV  CONST_24  CBA  CAL  CAW  BRC   180.00   0.0  0
 0YV  CONST_25  CAI  CAJ  CAY  CAE   180.00   0.0  0
 0YV  CONST_26  CAZ  CAP  CAY  CAE   180.00   0.0  0
 0YV  CONST_27  CAF  CAZ  CAP  CAY   180.00   0.0  0
 0YV  CONST_28  CAF  CAZ  CAK  CAI   180.00   0.0  0
 0YV  CONST_29  CAX  CAM  CBB  CAH   180.00   0.0  0
 0YV  CONST_30  CBD  CAR  CBB  CAH   180.00   0.0  0
 0YV  CONST_31  BRD  CAX  CAM  CBB   180.00   0.0  0
 0YV  CONST_32  CAV  CBD  CAR  CBB   180.00   0.0  0
 0YV  CONST_33  CAV  CBD  CAO  CAX   180.00   0.0  0
 0YV  CONST_34  CBD  CAO  CAX  BRD   180.00   0.0  0
 0YV  CONST_35  H10  CAL  CBA  CAQ   180.00   0.0  0
 0YV  CONST_36  H9   CAN  CBC  CAQ   180.00   0.0  0
 0YV  CONST_37  H8   CAQ  CBC  CAN   180.00   0.0  0
 0YV  CONST_38  H13  CAI  CAJ  CAY   180.00   0.0  0
 0YV  CONST_39  H14  CAK  CAZ  CAP   180.00   0.0  0
 0YV  CONST_40  H12  CAJ  CAY  CAP   180.00   0.0  0
 0YV  CONST_41  H11  CAP  CAY  CAJ   180.00   0.0  0
 0YV  CONST_42  H16  CAM  CBB  CAR   180.00   0.0  0
 0YV  CONST_43  H17  CAO  CBD  CAR   180.00   0.0  0
 0YV  CONST_44  H15  CAR  CBB  CAM   180.00   0.0  0
 0YV  Var_01    CAN  CBC  CAU  CAS   -82.92  30.0  2
 0YV  Var_02    CAT  CAV  CBD  CAR    93.84  30.0  2
 0YV  Var_03    CBC  CAU  CAS  NAA  -179.61  30.0  1
 0YV  Var_04    NAB  CAT  CAV  CBD   179.35  30.0  3
 0YV  Var_05    H1   NAA  CAS  CAU   175.97  30.0  3
 0YV  Var_06    H22  NAB  CAT  CAV    69.81  30.0  3

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
 0YV  plan-1  CAU  0.020
 0YV  plan-1  CBC  0.020
 0YV  plan-1  CAQ  0.020
 0YV  plan-1  CAN  0.020
 0YV  plan-1  CAW  0.020
 0YV  plan-1  BRC  0.020
 0YV  plan-1  CAL  0.020
 0YV  plan-1  CBA  0.020
 0YV  plan-1  CAG  0.020
 0YV  plan-1  CAE  0.020
 0YV  plan-1  H8   0.020
 0YV  plan-1  H9   0.020
 0YV  plan-1  H10  0.020
 0YV  plan-2  CAG  0.020
 0YV  plan-2  CAE  0.020
 0YV  plan-2  CAY  0.020
 0YV  plan-2  CAP  0.020
 0YV  plan-2  CAJ  0.020
 0YV  plan-2  CAI  0.020
 0YV  plan-2  CAK  0.020
 0YV  plan-2  CAZ  0.020
 0YV  plan-2  CAF  0.020
 0YV  plan-2  CAH  0.020
 0YV  plan-2  H11  0.020
 0YV  plan-2  H12  0.020
 0YV  plan-2  H13  0.020
 0YV  plan-2  H14  0.020
 0YV  plan-3  CAF  0.020
 0YV  plan-3  CAH  0.020
 0YV  plan-3  CBB  0.020
 0YV  plan-3  CAR  0.020
 0YV  plan-3  CAM  0.020
 0YV  plan-3  CAX  0.020
 0YV  plan-3  BRD  0.020
 0YV  plan-3  CAO  0.020
 0YV  plan-3  CBD  0.020
 0YV  plan-3  CAV  0.020
 0YV  plan-3  H15  0.020
 0YV  plan-3  H16  0.020
 0YV  plan-3  H17  0.020

