# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 06:31:35 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: (9beta,13alpha,17Z)-17-{[4-(propan-2-yl)phenyl]imino}estra-1,3,5(10)-trien-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc(cc1)N=C2CC[C@H]3[C@@H]4CCc5cc(O)ccc5[C@H]4CC[C@]23C
#
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
 7FR  7FR  (9beta,13alpha,17Z)-17-{[4-(propan-2-yl)phenyl]imino}estra-1,3,5(10)-trien-3-ol  ligand  62  29  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7FR
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
 7FR  C01  C  CR16  0  -0.386   4.5932  -2.7852  -0.3384
 7FR  C02  C  CR6   0   0.346   5.7885  -2.0819  -0.2332
 7FR  C03  C  CR16  0  -0.385   5.7529  -0.6945  -0.1999
 7FR  C04  C  CR6   0   0.073   4.5487   0.0008  -0.2673
 7FR  C05  C  CR6   0   0.101   3.3377  -0.6970  -0.3678
 7FR  C06  C  CR16  0  -0.312   3.3969  -2.0896  -0.4061
 7FR  C07  C  CH2   0  -0.507   4.5954   1.5069  -0.2083
 7FR  C08  C  CH2   0  -0.433   3.3024   2.1652  -0.6611
 7FR  C09  C  CH1   0  -0.239   2.1164   1.4834   0.0039
 7FR  C10  C  CH1   0  -0.265   2.0148   0.0350  -0.4961
 7FR  C11  C  CH1   0  -0.193   0.7930   2.1764  -0.2615
 7FR  C12  C  CT    0  -0.140  -0.3943   1.4981   0.4533
 7FR  C13  C  CH2   0  -0.416  -0.4942   0.0533  -0.0288
 7FR  C14  C  CH2   0  -0.445   0.8344  -0.6858   0.1628
 7FR  C15  C  CH2   0  -0.460   0.6358   3.6554   0.0782
 7FR  C16  C  CH2   0  -0.501  -0.8826   3.8594  -0.0138
 7FR  C17  C  C     0   0.252  -1.5019   2.4764   0.0991
 7FR  O01  O  OH1   0  -0.639   6.9932  -2.6895  -0.1647
 7FR  N01  N  N     0  -0.430  -2.7388   2.3142  -0.1065
 7FR  C27  C  CH3   0  -0.664  -0.2684   1.5529   1.9892
 7FR  H1   H  HCR6  0   0.263   4.5905  -3.8691  -0.3709
 7FR  H2   H  HCR6  0   0.248   6.6826  -0.1406  -0.1219
 7FR  H3   H  HCR6  0   0.245   2.4864  -2.6675  -0.4972
 7FR  H4   H  HCH2  0   0.243   4.8057   1.8079   0.8237
 7FR  H5   H  HCH2  0   0.247   5.4396   1.8697  -0.7997
 7FR  H6   H  HCH2  0   0.242   3.3320   3.2292  -0.4157
 7FR  H7   H  HCH2  0   0.219   3.1990   2.0965  -1.7496
 7FR  H8   H  HCH1  0   0.220   2.3036   1.4719   1.0864
 7FR  H9   H  HCH1  0   0.228   1.7855   0.1013  -1.5711
 7FR  H10  H  HCH1  0   0.227   0.5957   2.0799  -1.3414
 7FR  H11  H  HCH2  0   0.243  -1.2817  -0.4898   0.4957
 7FR  H12  H  HCH2  0   0.229  -0.7608   0.0402  -1.0903
 7FR  H13  H  HCH2  0   0.241   0.7125  -1.6868  -0.2544
 7FR  H14  H  HCH2  0   0.223   1.0424  -0.8270   1.2280
 7FR  H15  H  HCH2  0   0.230   1.0095   3.8685   1.0822
 7FR  H16  H  HCH2  0   0.246   1.1772   4.3045  -0.6095
 7FR  H17  H  HCH2  0   0.265  -1.2781   4.5207   0.7594
 7FR  H18  H  HCH2  0   0.264  -1.1680   4.2950  -0.9735
 7FR  H19  H  HOH1  0   0.472   6.8858  -3.6460  -0.2053
 7FR  H21  H  HCH3  0   0.243  -1.1118   1.0372   2.4487
 7FR  H22  H  HCH3  0   0.244   0.6425   1.0727   2.3438
 7FR  H23  H  HCH3  0   0.243  -0.2624   2.5738   2.3724
 7FR  C1   C  CR6   0   0.208  -3.3816   1.0767  -0.0084
 7FR  C2   C  CR16  0  -0.284  -3.7627   0.5471   1.2215
 7FR  C3   C  CR16  0  -0.331  -4.4497  -0.6588   1.2842
 7FR  C4   C  CR6   0   0.165  -4.7869  -1.3679   0.1367
 7FR  C5   C  CR16  0  -0.311  -4.4250  -0.8124  -1.0912
 7FR  C6   C  CR16  0  -0.277  -3.7468   0.3916  -1.1683
 7FR  C7   C  CH1   0  -0.325  -5.5068  -2.6935   0.2193
 7FR  C8   C  CH3   0  -0.645  -6.8174  -2.6814  -0.5661
 7FR  C9   C  CH3   0  -0.640  -4.6029  -3.8386  -0.2396
 7FR  H20  H  HCR6  0   0.246  -3.5184   1.0769   2.1342
 7FR  H24  H  HCR6  0   0.244  -4.7221  -1.0566   2.2554
 7FR  H25  H  HCR6  0   0.241  -4.6752  -1.3239  -2.0139
 7FR  H26  H  HCR6  0   0.244  -3.4802   0.8024  -2.1344
 7FR  H27  H  HCH1  0   0.235  -5.7513  -2.8682   1.2719
 7FR  H28  H  HCH3  0   0.228  -7.3446  -3.6302  -0.4534
 7FR  H29  H  HCH3  0   0.229  -7.4808  -1.8876  -0.2203
 7FR  H30  H  HCH3  0   0.217  -6.6432  -2.5282  -1.6329
 7FR  H31  H  HCH3  0   0.228  -3.6912  -3.8841   0.3572
 7FR  H32  H  HCH3  0   0.226  -5.1140  -4.7984  -0.1451
 7FR  H33  H  HCH3  0   0.218  -4.3114  -3.7210  -1.2853

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
 7FR  C01  C06  aromatic  1.386  0.020  1.386
 7FR  C01  C02  aromatic  1.391  0.020  1.391
 7FR  C06  C05  aromatic  1.394  0.020  1.394
 7FR  O01  C02  single    1.351  0.020  1.351
 7FR  C02  C03  aromatic  1.388  0.020  1.388
 7FR  C14  C13  single    1.532  0.020  1.532
 7FR  C14  C10  single    1.532  0.020  1.532
 7FR  C13  C12  single    1.526  0.020  1.526
 7FR  C05  C10  single    1.517  0.020  1.517
 7FR  C05  C04  aromatic  1.401  0.020  1.401
 7FR  C10  C09  single    1.536  0.020  1.536
 7FR  C03  C04  aromatic  1.392  0.020  1.392
 7FR  C04  C07  single    1.508  0.020  1.508
 7FR  N01  C17  double    1.264  0.020  1.264
 7FR  C12  C27  single    1.542  0.020  1.542
 7FR  C12  C17  single    1.520  0.020  1.520
 7FR  C12  C11  single    1.543  0.020  1.543
 7FR  C09  C11  single    1.517  0.020  1.517
 7FR  C09  C08  single    1.521  0.020  1.521
 7FR  C17  C16  single    1.519  0.020  1.519
 7FR  C11  C15  single    1.526  0.020  1.526
 7FR  C07  C08  single    1.520  0.020  1.520
 7FR  C16  C15  single    1.535  0.020  1.535
 7FR  C01  H1   single    0.930  0.020  1.080
 7FR  C03  H2   single    0.930  0.020  1.080
 7FR  C06  H3   single    0.930  0.020  1.080
 7FR  C07  H4   single    0.970  0.020  1.090
 7FR  C07  H5   single    0.970  0.020  1.090
 7FR  C08  H6   single    0.970  0.020  1.090
 7FR  C08  H7   single    0.970  0.020  1.090
 7FR  C09  H8   single    0.970  0.020  1.090
 7FR  C10  H9   single    0.970  0.020  1.090
 7FR  C11  H10  single    0.970  0.020  1.090
 7FR  C13  H11  single    0.970  0.020  1.090
 7FR  C13  H12  single    0.970  0.020  1.090
 7FR  C14  H13  single    0.970  0.020  1.090
 7FR  C14  H14  single    0.970  0.020  1.090
 7FR  C15  H15  single    0.970  0.020  1.090
 7FR  C15  H16  single    0.970  0.020  1.090
 7FR  C16  H17  single    0.970  0.020  1.090
 7FR  C16  H18  single    0.970  0.020  1.090
 7FR  O01  H19  single    0.850  0.020  0.980
 7FR  C27  H21  single    0.970  0.020  1.090
 7FR  C27  H22  single    0.970  0.020  1.090
 7FR  C27  H23  single    0.970  0.020  1.090
 7FR  N01  C1   single    1.398  0.020  1.398
 7FR  C1   C2   aromatic  1.392  0.020  1.392
 7FR  C2   C3   aromatic  1.389  0.020  1.389
 7FR  C3   C4   aromatic  1.390  0.020  1.390
 7FR  C4   C5   aromatic  1.395  0.020  1.395
 7FR  C5   C6   aromatic  1.384  0.020  1.384
 7FR  C6   C1   aromatic  1.396  0.020  1.396
 7FR  C4   C7   single    1.511  0.020  1.511
 7FR  C7   C8   single    1.528  0.020  1.528
 7FR  C7   C9   single    1.529  0.020  1.529
 7FR  C2   H20  single    0.930  0.020  1.080
 7FR  C3   H24  single    0.930  0.020  1.080
 7FR  C5   H25  single    0.930  0.020  1.080
 7FR  C6   H26  single    0.930  0.020  1.080
 7FR  C7   H27  single    0.970  0.020  1.090
 7FR  C8   H28  single    0.970  0.020  1.090
 7FR  C8   H29  single    0.970  0.020  1.090
 7FR  C8   H30  single    0.970  0.020  1.090
 7FR  C9   H31  single    0.970  0.020  1.090
 7FR  C9   H32  single    0.970  0.020  1.090
 7FR  C9   H33  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
 7FR  H1   C01  C06  119.88  3.000
 7FR  H1   C01  C02  120.65  3.000
 7FR  C06  C01  C02  119.46  3.000
 7FR  O01  C02  C03  118.11  3.000
 7FR  C03  C02  C01  119.02  3.000
 7FR  O01  C02  C01  122.87  3.000
 7FR  H2   C03  C04  119.32  3.000
 7FR  H2   C03  C02  119.33  3.000
 7FR  C04  C03  C02  121.34  3.000
 7FR  C07  C04  C05  121.80  3.000
 7FR  C07  C04  C03  118.04  3.000
 7FR  C05  C04  C03  120.15  3.000
 7FR  C10  C05  C06  121.09  3.000
 7FR  C10  C05  C04  121.29  3.000
 7FR  C06  C05  C04  117.56  3.000
 7FR  H3   C06  C05  120.00  3.000
 7FR  H3   C06  C01  117.54  3.000
 7FR  C05  C06  C01  122.46  3.000
 7FR  H5   C07  H4   105.69  3.000
 7FR  H5   C07  C08  110.62  3.000
 7FR  H4   C07  C08  108.96  3.000
 7FR  H5   C07  C04  109.53  3.000
 7FR  H4   C07  C04  108.49  3.000
 7FR  C08  C07  C04  113.24  3.000
 7FR  H7   C08  H6   106.67  3.000
 7FR  H7   C08  C09  109.43  3.000
 7FR  H6   C08  C09  111.07  3.000
 7FR  H7   C08  C07  110.43  3.000
 7FR  H6   C08  C07  109.38  3.000
 7FR  C09  C08  C07  109.81  3.000
 7FR  H8   C09  C11  109.01  3.000
 7FR  H8   C09  C10  108.80  3.000
 7FR  C11  C09  C10  108.43  3.000
 7FR  H8   C09  C08  107.62  3.000
 7FR  C11  C09  C08  113.51  3.000
 7FR  C10  C09  C08  109.39  3.000
 7FR  H9   C10  C14  106.73  3.000
 7FR  H9   C10  C09  105.95  3.000
 7FR  C14  C10  C09  110.78  3.000
 7FR  H9   C10  C05  107.04  3.000
 7FR  C09  C10  C05  111.70  3.000
 7FR  C14  C10  C05  114.11  3.000
 7FR  H10  C11  C15  106.54  3.000
 7FR  H10  C11  C12  106.12  3.000
 7FR  C15  C11  C12  104.10  3.000
 7FR  H10  C11  C09  106.72  3.000
 7FR  C15  C11  C09  119.59  3.000
 7FR  C12  C11  C09  112.91  3.000
 7FR  C27  C12  C17  105.59  3.000
 7FR  C17  C12  C13  119.21  3.000
 7FR  C27  C12  C13  110.70  3.000
 7FR  C17  C12  C11   99.78  3.000
 7FR  C27  C12  C11  112.52  3.000
 7FR  C13  C12  C11  108.67  3.000
 7FR  H12  C13  H11  106.53  3.000
 7FR  H12  C13  C14  109.06  3.000
 7FR  H11  C13  C14  109.01  3.000
 7FR  H12  C13  C12  109.49  3.000
 7FR  H11  C13  C12  111.51  3.000
 7FR  C14  C13  C12  111.12  3.000
 7FR  H14  C14  H13  105.96  3.000
 7FR  H14  C14  C13  110.40  3.000
 7FR  H13  C14  C13  107.33  3.000
 7FR  H14  C14  C10  109.44  3.000
 7FR  H13  C14  C10  110.68  3.000
 7FR  C13  C14  C10  112.79  3.000
 7FR  H16  C15  H15  107.09  3.000
 7FR  H16  C15  C16  112.00  3.000
 7FR  H15  C15  C16  111.58  3.000
 7FR  H16  C15  C11  112.69  3.000
 7FR  H15  C15  C11  111.01  3.000
 7FR  C16  C15  C11  102.56  3.000
 7FR  H18  C16  H17  106.63  3.000
 7FR  H18  C16  C17  108.78  3.000
 7FR  H17  C16  C17  110.55  3.000
 7FR  H18  C16  C15  111.37  3.000
 7FR  H17  C16  C15  113.35  3.000
 7FR  C17  C16  C15  106.13  3.000
 7FR  N01  C17  C16  120.23  3.000
 7FR  C16  C17  C12  107.83  3.000
 7FR  N01  C17  C12  131.94  3.000
 7FR  H19  O01  C02  110.18  3.000
 7FR  C1   N01  C17  123.50  3.000
 7FR  H23  C27  H22  107.08  3.000
 7FR  H23  C27  H21  107.40  3.000
 7FR  H22  C27  H21  107.54  3.000
 7FR  H23  C27  C12  112.56  3.000
 7FR  H22  C27  C12  112.14  3.000
 7FR  H21  C27  C12  109.87  3.000
 7FR  C6   C1   C2   118.41  3.000
 7FR  C6   C1   N01  119.77  3.000
 7FR  C2   C1   N01  121.64  3.000
 7FR  H20  C2   C3   119.87  3.000
 7FR  H20  C2   C1   119.77  3.000
 7FR  C3   C2   C1   120.36  3.000
 7FR  H24  C3   C4   119.42  3.000
 7FR  H24  C3   C2   118.89  3.000
 7FR  C4   C3   C2   121.69  3.000
 7FR  C7   C4   C5   121.40  3.000
 7FR  C7   C4   C3   121.19  3.000
 7FR  C5   C4   C3   117.41  3.000
 7FR  H25  C5   C6   118.42  3.000
 7FR  H25  C5   C4   120.09  3.000
 7FR  C6   C5   C4   121.49  3.000
 7FR  H26  C6   C5   120.01  3.000
 7FR  H26  C6   C1   119.39  3.000
 7FR  C5   C6   C1   120.59  3.000
 7FR  H27  C7   C9   107.52  3.000
 7FR  H27  C7   C8   107.70  3.000
 7FR  C9   C7   C8   111.02  3.000
 7FR  H27  C7   C4   107.40  3.000
 7FR  C9   C7   C4   111.03  3.000
 7FR  C8   C7   C4   111.95  3.000
 7FR  H30  C8   H29  107.74  3.000
 7FR  H30  C8   H28  107.46  3.000
 7FR  H29  C8   H28  107.83  3.000
 7FR  H30  C8   C7   111.50  3.000
 7FR  H29  C8   C7   111.38  3.000
 7FR  H28  C8   C7   110.76  3.000
 7FR  H33  C9   H32  107.61  3.000
 7FR  H33  C9   H31  107.78  3.000
 7FR  H32  C9   H31  107.90  3.000
 7FR  H33  C9   C7   111.38  3.000
 7FR  H32  C9   C7   110.83  3.000
 7FR  H31  C9   C7   111.17  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
 7FR  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 7FR  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 7FR  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 7FR  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 7FR  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 7FR  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 7FR  CONST_07  C4   C3   C2   C1      0.00   0.0  0
 7FR  CONST_08  C4   C5   C6   C1      0.00   0.0  0
 7FR  CONST_09  C5   C6   C1   C2      0.00   0.0  0
 7FR  CONST_10  C5   C4   C3   C2      0.00   0.0  0
 7FR  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 7FR  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 7FR  CONST_13  O01  C02  C03  C04   180.00   0.0  0
 7FR  CONST_14  O01  C02  C01  C06   180.00   0.0  0
 7FR  CONST_15  C3   C2   C1   N01   180.00   0.0  0
 7FR  CONST_16  C5   C6   C1   N01   180.00   0.0  0
 7FR  CONST_17  C7   C4   C3   C2    180.00   0.0  0
 7FR  CONST_18  C7   C4   C5   C6    180.00   0.0  0
 7FR  CONST_19  H2   C03  C02  C01   180.00   0.0  0
 7FR  CONST_20  H3   C06  C01  C02   180.00   0.0  0
 7FR  CONST_21  H1   C01  C02  C03   180.00   0.0  0
 7FR  CONST_22  H24  C3   C2   C1    180.00   0.0  0
 7FR  CONST_23  H25  C5   C6   C1    180.00   0.0  0
 7FR  CONST_24  H26  C6   C1   C2    180.00   0.0  0
 7FR  CONST_25  H20  C2   C3   C4    180.00   0.0  0
 7FR  Var_01    C08  C07  C04  C03   164.39  30.0  1
 7FR  Var_02    C09  C08  C07  C04    47.10  30.0  1
 7FR  Var_03    C12  C13  C14  C10   -54.49  30.0  1
 7FR  Var_04    C17  C16  C15  C11    19.45  30.0  1
 7FR  Var_05    C15  C16  C17  C12     7.97  30.0  1
 7FR  Var_06    C2   C1   N01  C17    80.54  30.0  2
 7FR  Var_07    C8   C7   C4   C3    123.21  30.0  2
 7FR  Var_08    H28  C8   C7   C4   -177.22  30.0  3
 7FR  Var_09    H31  C9   C7   C4     57.98  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
 7FR  chir_01  C09  C10  C11  C08  positiv
 7FR  chir_02  C10  C09  C05  C14  negativ
 7FR  chir_03  C11  C12  C09  C15  positiv
 7FR  chir_04  C12  C13  C17  C11  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
 7FR  plan-1  N01  0.020
 7FR  plan-1  C1   0.020
 7FR  plan-1  C2   0.020
 7FR  plan-1  C3   0.020
 7FR  plan-1  C4   0.020
 7FR  plan-1  C5   0.020
 7FR  plan-1  C6   0.020
 7FR  plan-1  C7   0.020
 7FR  plan-1  H20  0.020
 7FR  plan-1  H24  0.020
 7FR  plan-1  H25  0.020
 7FR  plan-1  H26  0.020
 7FR  plan-2  C01  0.020
 7FR  plan-2  C02  0.020
 7FR  plan-2  C03  0.020
 7FR  plan-2  C04  0.020
 7FR  plan-2  C05  0.020
 7FR  plan-2  C06  0.020
 7FR  plan-2  C07  0.020
 7FR  plan-2  C10  0.020
 7FR  plan-2  O01  0.020
 7FR  plan-2  H1   0.020
 7FR  plan-2  H2   0.020
 7FR  plan-2  H3   0.020

