# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 10:31:49 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: (2E)-N-({3-[([3,3'-bithiophen]-5-yl)methoxy]phenyl}methyl)-N-ethyl-6,6-dimethylhept-2-en-4-yn-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(C\C=C\C#CC(C)(C)C)Cc1cccc(OCc2scc(c2)c3cscc3)c1
#
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
 EMV  EMV  (2E)-N-({3-[([3,3'-bithiophen]-5-yl)methoxy]phenyl}methyl)-N-ethyl-6,6-dimethylhept-2-en-4-yn-1-amine  ligand  62  31  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EMV
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
 EMV  C10  C  CR15  0  -0.259   -5.7001  -0.1685  -0.6136
 EMV  C15  C  CR15  0  -0.582   -8.0870   1.7267  -0.6309
 EMV  C17  C  CR15  0  -0.462  -10.0685   1.4738   0.8047
 EMV  C21  C  CH2   0  -0.335    4.5774  -1.2816   1.2952
 EMV  C22  C  C1    0  -0.206    5.7700  -0.6508   0.6547
 EMV  C24  C  CSP   0  -0.034    7.7768   0.7257   0.6915
 EMV  C26  C  CT    0  -0.291    9.9244   1.8404  -0.4457
 EMV  C28  C  CH3   0  -0.630   10.7610   0.7491  -1.1262
 EMV  C01  C  CR6   0   0.115    1.1719  -1.8747  -0.1223
 EMV  C02  C  CR16  0  -0.305    1.4567  -2.1330  -1.4646
 EMV  C03  C  CR16  0  -0.230    0.4352  -2.1285  -2.3952
 EMV  C04  C  CR16  0  -0.396   -0.8812  -1.8664  -2.0218
 EMV  C05  C  CR6   0   0.407   -1.1649  -1.6057  -0.6867
 EMV  C06  C  CR16  0  -0.413   -0.1331  -1.6110   0.2559
 EMV  O07  O  O2    0  -0.475   -2.3979  -1.3261  -0.2084
 EMV  C08  C  CH2   0  -0.244   -3.4908  -1.3545  -1.1078
 EMV  C09  C  CR5   0  -0.183   -4.7265  -1.0718  -0.3307
 EMV  C11  C  CR5   0   0.221   -6.7871  -0.1945   0.3148
 EMV  C12  C  CR15  0  -0.592   -6.5850  -1.1332   1.2881
 EMV  S13  S  S2    0   0.251   -5.1103  -1.9765   1.0838
 EMV  C14  C  CR5   0   0.185   -7.9577   0.6778   0.2384
 EMV  S16  S  S2    0   0.232   -9.5831   2.5355  -0.4499
 EMV  C18  C  CR15  0  -0.228   -9.1163   0.5420   1.0664
 EMV  N20  N  NT    0  -0.415    3.3716  -1.0205   0.5307
 EMV  C23  C  C1    0  -0.482    6.6271   0.1470   1.2976
 EMV  C25  C  CSP   0   0.276    8.7531   1.2280   0.1890
 EMV  C27  C  CH3   0  -0.630   10.7648   2.5574   0.6182
 EMV  C29  C  CH3   0  -0.632    9.4532   2.8547  -1.4970
 EMV  C30  C  CH2   0  -0.305    3.0019   0.3870   0.4829
 EMV  C31  C  CH3   0  -0.683    2.5934   1.0312   1.8062
 EMV  H1   H  HCR5  0   0.264   -5.6456   0.4947  -1.4665
 EMV  H2   H  HCR5  0   0.290   -7.3752   2.0748  -1.3637
 EMV  H3   H  HCR5  0   0.298  -11.0311   1.5876   1.2786
 EMV  H4   H  HCH2  0   0.252    4.7291  -2.3665   1.3060
 EMV  H5   H  HCH2  0   0.215    4.5082  -0.9741   2.3502
 EMV  H6   H  H     0   0.257    5.9310  -0.8832  -0.3937
 EMV  H7   H  HCH3  0   0.233   11.1180   0.0126  -0.4056
 EMV  H8   H  HCH3  0   0.233   10.1813   0.2263  -1.8877
 EMV  H9   H  HCH3  0   0.232   11.6299   1.1978  -1.6116
 EMV  H10  H  HCR6  0   0.243    2.4766  -2.3290  -1.7693
 EMV  H11  H  HCR6  0   0.257    0.6525  -2.3294  -3.4364
 EMV  H12  H  HCR6  0   0.281   -1.6515  -1.8654  -2.7805
 EMV  H13  H  HCR6  0   0.254   -0.3654  -1.3977   1.2935
 EMV  H14  H  HCH2  0   0.253   -3.3833  -0.6012  -1.8956
 EMV  H15  H  HCH2  0   0.253   -3.5563  -2.3346  -1.5943
 EMV  H16  H  HCR5  0   0.293   -7.2218  -1.3622   2.1293
 EMV  H17  H  HCR5  0   0.265   -9.2355  -0.2235   1.8204
 EMV  H18  H  HCH2  0   0.217    1.8600  -1.6773   1.8949
 EMV  H19  H  HCH2  0   0.253    2.6764  -2.9140   0.9615
 EMV  H21  H  H     0   0.269    6.4532   0.3874   2.3432
 EMV  H22  H  HCH3  0   0.233   11.6379   3.0173   0.1515
 EMV  H23  H  HCH3  0   0.233   10.1905   3.3439   1.1087
 EMV  H24  H  HCH3  0   0.234   11.1153   1.8645   1.3839
 EMV  H25  H  HCH3  0   0.233   10.3179   3.3185  -1.9750
 EMV  H26  H  HCH3  0   0.234    8.8544   2.3736  -2.2712
 EMV  H27  H  HCH3  0   0.234    8.8514   3.6437  -1.0444
 EMV  H28  H  HCH2  0   0.236    3.8436   0.9424   0.0622
 EMV  H29  H  HCH2  0   0.237    2.1862   0.4956  -0.2355
 EMV  H30  H  HCH3  0   0.222    1.7252   0.5444   2.2528
 EMV  H31  H  HCH3  0   0.223    3.3996   1.0144   2.5407
 EMV  H32  H  HCH3  0   0.234    2.3284   2.0757   1.6389
 EMV  C19  C  CH2   0  -0.336    2.2774  -1.8968   0.9007

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
 EMV  C19  C01  single    1.506  0.020  1.506
 EMV  C19  N20  single    1.450  0.020  1.450
 EMV  C01  C02  aromatic  1.396  0.020  1.396
 EMV  C01  C06  aromatic  1.384  0.020  1.384
 EMV  C02  C03  aromatic  1.382  0.020  1.382
 EMV  C06  C05  aromatic  1.398  0.020  1.398
 EMV  C03  C04  aromatic  1.393  0.020  1.393
 EMV  C05  C04  aromatic  1.390  0.020  1.390
 EMV  C05  O07  single    1.352  0.020  1.352
 EMV  S13  C09  aromatic  1.722  0.020  1.722
 EMV  S13  C12  aromatic  1.711  0.020  1.711
 EMV  C08  C09  single    1.487  0.020  1.487
 EMV  C08  O07  single    1.416  0.020  1.416
 EMV  C09  C10  aromatic  1.358  0.020  1.358
 EMV  C12  C11  aromatic  1.367  0.020  1.367
 EMV  C18  C14  aromatic  1.431  0.020  1.431
 EMV  C18  C17  aromatic  1.358  0.020  1.358
 EMV  C10  C11  aromatic  1.430  0.020  1.430
 EMV  C11  C14  single    1.462  0.020  1.462
 EMV  C30  N20  single    1.456  0.020  1.456
 EMV  C30  C31  single    1.527  0.020  1.527
 EMV  C14  C15  aromatic  1.368  0.020  1.368
 EMV  C17  S16  aromatic  1.714  0.020  1.714
 EMV  N20  C21  single    1.451  0.020  1.451
 EMV  C15  S16  aromatic  1.710  0.020  1.710
 EMV  C21  C22  single    1.493  0.020  1.493
 EMV  C22  C23  double    1.336  0.020  1.336
 EMV  C23  C24  single    1.423  0.020  1.423
 EMV  C29  C26  single    1.535  0.020  1.535
 EMV  C24  C25  triple    1.207  0.020  1.207
 EMV  C25  C26  single    1.466  0.020  1.466
 EMV  C26  C27  single    1.534  0.020  1.534
 EMV  C26  C28  single    1.534  0.020  1.534
 EMV  C10  H1   single    0.930  0.020  1.080
 EMV  C15  H2   single    0.930  0.020  1.080
 EMV  C17  H3   single    0.930  0.020  1.080
 EMV  C21  H4   single    0.970  0.020  1.090
 EMV  C21  H5   single    0.970  0.020  1.090
 EMV  C22  H6   single    0.930  0.020  1.080
 EMV  C28  H7   single    0.970  0.020  1.090
 EMV  C28  H8   single    0.970  0.020  1.090
 EMV  C28  H9   single    0.970  0.020  1.090
 EMV  C02  H10  single    0.930  0.020  1.080
 EMV  C03  H11  single    0.930  0.020  1.080
 EMV  C04  H12  single    0.930  0.020  1.080
 EMV  C06  H13  single    0.930  0.020  1.080
 EMV  C08  H14  single    0.970  0.020  1.090
 EMV  C08  H15  single    0.970  0.020  1.090
 EMV  C12  H16  single    0.930  0.020  1.080
 EMV  C18  H17  single    0.930  0.020  1.080
 EMV  C19  H18  single    0.970  0.020  1.090
 EMV  C19  H19  single    0.970  0.020  1.090
 EMV  C23  H21  single    0.930  0.020  1.080
 EMV  C27  H22  single    0.970  0.020  1.090
 EMV  C27  H23  single    0.970  0.020  1.090
 EMV  C27  H24  single    0.970  0.020  1.090
 EMV  C29  H25  single    0.970  0.020  1.090
 EMV  C29  H26  single    0.970  0.020  1.090
 EMV  C29  H27  single    0.970  0.020  1.090
 EMV  C30  H28  single    0.970  0.020  1.090
 EMV  C30  H29  single    0.970  0.020  1.090
 EMV  C31  H30  single    0.970  0.020  1.090
 EMV  C31  H31  single    0.970  0.020  1.090
 EMV  C31  H32  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
 EMV  H1   C10  C11  124.15  3.000
 EMV  H1   C10  C09  122.41  3.000
 EMV  C11  C10  C09  113.43  3.000
 EMV  H2   C15  S16  119.75  3.000
 EMV  H2   C15  C14  128.04  3.000
 EMV  S16  C15  C14  112.20  3.000
 EMV  H3   C17  C18  127.84  3.000
 EMV  H3   C17  S16  120.58  3.000
 EMV  C18  C17  S16  111.57  3.000
 EMV  H5   C21  H4   106.01  3.000
 EMV  H5   C21  N20  113.72  3.000
 EMV  H4   C21  N20  107.36  3.000
 EMV  H5   C21  C22  110.07  3.000
 EMV  H4   C21  C22  108.17  3.000
 EMV  N20  C21  C22  111.20  3.000
 EMV  H6   C22  C23  119.83  3.000
 EMV  H6   C22  C21  116.24  3.000
 EMV  C23  C22  C21  123.93  3.000
 EMV  C25  C24  C23  180.00  3.000
 EMV  C29  C26  C27  109.53  3.000
 EMV  C27  C26  C25  109.43  3.000
 EMV  C29  C26  C25  109.10  3.000
 EMV  C27  C26  C28  109.96  3.000
 EMV  C25  C26  C28  109.30  3.000
 EMV  C29  C26  C28  109.49  3.000
 EMV  H9   C28  H8   108.04  3.000
 EMV  H9   C28  H7   108.11  3.000
 EMV  H8   C28  H7   108.16  3.000
 EMV  H9   C28  C26  109.81  3.000
 EMV  H8   C28  C26  111.15  3.000
 EMV  H7   C28  C26  111.46  3.000
 EMV  C19  C01  C06  120.61  3.000
 EMV  C06  C01  C02  119.36  3.000
 EMV  C19  C01  C02  120.03  3.000
 EMV  H10  C02  C03  120.51  3.000
 EMV  H10  C02  C01  119.75  3.000
 EMV  C03  C02  C01  119.74  3.000
 EMV  H11  C03  C04  118.84  3.000
 EMV  H11  C03  C02  119.92  3.000
 EMV  C04  C03  C02  121.24  3.000
 EMV  H12  C04  C05  121.91  3.000
 EMV  H12  C04  C03  119.03  3.000
 EMV  C05  C04  C03  119.05  3.000
 EMV  O07  C05  C06  115.82  3.000
 EMV  O07  C05  C04  124.40  3.000
 EMV  C06  C05  C04  119.78  3.000
 EMV  H13  C06  C05  119.11  3.000
 EMV  H13  C06  C01  120.06  3.000
 EMV  C05  C06  C01  120.83  3.000
 EMV  C08  O07  C05  118.37  3.000
 EMV  H15  C08  H14  107.55  3.000
 EMV  H15  C08  C09  110.63  3.000
 EMV  H14  C08  C09  109.07  3.000
 EMV  H15  C08  O07  110.24  3.000
 EMV  H14  C08  O07  111.55  3.000
 EMV  C09  C08  O07  107.80  3.000
 EMV  S13  C09  C08  120.97  3.000
 EMV  C08  C09  C10  127.83  3.000
 EMV  S13  C09  C10  111.15  3.000
 EMV  C14  C11  C12  124.42  3.000
 EMV  C14  C11  C10  124.33  3.000
 EMV  C12  C11  C10  111.25  3.000
 EMV  H16  C12  S13  119.79  3.000
 EMV  H16  C12  C11  127.82  3.000
 EMV  S13  C12  C11  112.38  3.000
 EMV  C12  S13  C09   91.79  3.000
 EMV  C18  C14  C11  124.17  3.000
 EMV  C11  C14  C15  124.49  3.000
 EMV  C18  C14  C15  111.34  3.000
 EMV  C17  S16  C15   91.85  3.000
 EMV  H17  C18  C14  124.07  3.000
 EMV  H17  C18  C17  122.89  3.000
 EMV  C14  C18  C17  113.03  3.000
 EMV  C30  N20  C19  113.65  3.000
 EMV  C30  N20  C21  113.71  3.000
 EMV  C19  N20  C21  112.58  3.000
 EMV  H21  C23  C24  116.70  3.000
 EMV  H21  C23  C22  119.50  3.000
 EMV  C24  C23  C22  123.80  3.000
 EMV  C26  C25  C24  180.00  3.000
 EMV  H24  C27  H23  108.17  3.000
 EMV  H24  C27  H22  108.11  3.000
 EMV  H23  C27  H22  108.04  3.000
 EMV  H24  C27  C26  111.47  3.000
 EMV  H23  C27  C26  111.14  3.000
 EMV  H22  C27  C26  109.79  3.000
 EMV  H27  C29  H26  108.10  3.000
 EMV  H27  C29  H25  108.15  3.000
 EMV  H26  C29  H25  108.15  3.000
 EMV  H27  C29  C26  111.30  3.000
 EMV  H26  C29  C26  111.30  3.000
 EMV  H25  C29  C26  109.73  3.000
 EMV  H29  C30  H28  105.76  3.000
 EMV  H29  C30  C31  109.15  3.000
 EMV  H28  C30  C31  108.98  3.000
 EMV  H29  C30  N20  107.90  3.000
 EMV  H28  C30  N20  107.96  3.000
 EMV  C31  C30  N20  116.56  3.000
 EMV  H32  C31  H31  107.32  3.000
 EMV  H32  C31  H30  107.27  3.000
 EMV  H31  C31  H30  107.80  3.000
 EMV  H32  C31  C30  109.63  3.000
 EMV  H31  C31  C30  112.29  3.000
 EMV  H30  C31  C30  112.29  3.000
 EMV  H19  C19  H18  105.88  3.000
 EMV  H19  C19  N20  107.51  3.000
 EMV  H18  C19  N20  113.35  3.000
 EMV  H19  C19  C01  108.60  3.000
 EMV  H18  C19  C01  109.40  3.000
 EMV  N20  C19  C01  111.82  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
 EMV  CONST_01  C12  S13  C09  C10     0.00   0.0  0
 EMV  CONST_02  S13  C12  C11  C10     0.00   0.0  0
 EMV  CONST_03  C18  C14  C11  C10   180.00   0.0  0
 EMV  CONST_04  C15  C14  C11  C10     0.00   0.0  0
 EMV  CONST_05  C17  C18  C14  C15     0.00   0.0  0
 EMV  CONST_06  C12  C11  C14  C15   180.00   0.0  0
 EMV  CONST_07  C18  C17  S16  C15     0.00   0.0  0
 EMV  CONST_08  C11  C14  C18  C17   180.00   0.0  0
 EMV  CONST_09  C14  C15  S16  C17     0.00   0.0  0
 EMV  CONST_10  C04  C03  C02  C01     0.00   0.0  0
 EMV  CONST_11  C04  C05  C06  C01     0.00   0.0  0
 EMV  CONST_12  C05  C06  C01  C02     0.00   0.0  0
 EMV  CONST_13  C05  C04  C03  C02     0.00   0.0  0
 EMV  CONST_14  C06  C01  C02  C03     0.00   0.0  0
 EMV  CONST_15  C06  C05  C04  C03     0.00   0.0  0
 EMV  CONST_16  C11  C12  S13  C09     0.00   0.0  0
 EMV  CONST_17  C12  C11  C10  C09     0.00   0.0  0
 EMV  CONST_18  C14  C11  C10  C09   180.00   0.0  0
 EMV  CONST_19  S13  C09  C10  C11     0.00   0.0  0
 EMV  CONST_20  S16  C15  C14  C11   180.00   0.0  0
 EMV  CONST_21  C18  C14  C11  C12     0.00   0.0  0
 EMV  CONST_22  C14  C11  C12  S13   180.00   0.0  0
 EMV  CONST_23  S16  C17  C18  C14     0.00   0.0  0
 EMV  CONST_24  C18  C14  C15  S16     0.00   0.0  0
 EMV  CONST_25  O07  C05  C06  C01   180.00   0.0  0
 EMV  CONST_26  C19  C01  C02  C03   180.00   0.0  0
 EMV  CONST_27  O07  C05  C04  C03   180.00   0.0  0
 EMV  CONST_28  C19  C01  C06  C05   180.00   0.0  0
 EMV  CONST_29  C12  S13  C09  C08   180.00   0.0  0
 EMV  CONST_30  C11  C10  C09  C08   180.00   0.0  0
 EMV  CONST_31  H16  C12  C11  C10   180.00   0.0  0
 EMV  CONST_32  H17  C18  C14  C15   180.00   0.0  0
 EMV  CONST_33  H3   C17  S16  C15   180.00   0.0  0
 EMV  CONST_34  H2   C15  S16  C17   180.00   0.0  0
 EMV  CONST_35  H11  C03  C02  C01   180.00   0.0  0
 EMV  CONST_36  H13  C06  C01  C02   180.00   0.0  0
 EMV  CONST_37  H12  C04  C03  C02   180.00   0.0  0
 EMV  CONST_38  H10  C02  C03  C04   180.00   0.0  0
 EMV  CONST_39  H1   C10  C11  C12   180.00   0.0  0
 EMV  Var_01    O07  C08  C09  C10   130.16  30.0  2
 EMV  Var_02    N20  C19  C01  C02    53.91  30.0  2
 EMV  Var_03    C09  C08  O07  C05   177.66  30.0  2
 EMV  Var_04    C01  C19  N20  C21  -164.83  30.0  3
 EMV  Var_05    C24  C23  C22  C21   178.73   0.0  2
 EMV  Var_06    C31  C30  N20  C21   -65.62  30.0  3
 EMV  Var_07    C19  N20  C21  C22   164.25  30.0  2
 EMV  Var_08    C29  C26  C25  C24    32.31  30.0  3
 EMV  Var_09    C23  C22  C21  N20   128.10  30.0  3
 EMV  Var_10    H25  C29  C26  C28   -60.52  30.0  3
 EMV  Var_11    H22  C27  C26  C28    60.03  30.0  3
 EMV  Var_12    H30  C31  C30  N20   -60.11  30.0  3
 EMV  Var_13    H7   C28  C26  C25   -60.87  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
 EMV  plan-1  C10  0.020
 EMV  plan-1  C08  0.020
 EMV  plan-1  C09  0.020
 EMV  plan-1  C11  0.020
 EMV  plan-1  C12  0.020
 EMV  plan-1  S13  0.020
 EMV  plan-1  C14  0.020
 EMV  plan-1  H1   0.020
 EMV  plan-1  H16  0.020
 EMV  plan-2  C15  0.020
 EMV  plan-2  C17  0.020
 EMV  plan-2  C11  0.020
 EMV  plan-2  C14  0.020
 EMV  plan-2  S16  0.020
 EMV  plan-2  C18  0.020
 EMV  plan-2  H2   0.020
 EMV  plan-2  H3   0.020
 EMV  plan-2  H17  0.020
 EMV  plan-3  C01  0.020
 EMV  plan-3  C02  0.020
 EMV  plan-3  C03  0.020
 EMV  plan-3  C04  0.020
 EMV  plan-3  C05  0.020
 EMV  plan-3  C06  0.020
 EMV  plan-3  O07  0.020
 EMV  plan-3  H10  0.020
 EMV  plan-3  H11  0.020
 EMV  plan-3  H12  0.020
 EMV  plan-3  H13  0.020
 EMV  plan-3  C19  0.020
 EMV  plan-4  C21  0.020
 EMV  plan-4  C22  0.020
 EMV  plan-4  C24  0.020
 EMV  plan-4  C23  0.020
 EMV  plan-4  H6   0.020
 EMV  plan-4  H21  0.020

