# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1911540'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-21 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
_cell_length_a                   9.3273(6)
_cell_length_b                   15.6437(9)
_cell_length_c                   19.1535(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.972(5)
_cell_angle_gamma                90
_cell_volume                     2767.75
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
C1 C 1.49938(16) 0.69176(9) 0.65586(7)
C2 C 1.33763(15) 0.69296(9) 0.62708(7)
C3 C 1.21489(15) 0.79183(9) 0.68449(7)
C4 C 1.23268(15) 0.83221(9) 0.61371(7)
H4 H 1.1348 0.8380 0.5853
C5 C 1.26167(15) 0.73540(9) 0.51368(7)
C6 C 1.17637(17) 0.76705(10) 0.39513(7)
H6A H 1.0879 0.7322 0.3955
H6B H 1.2505 0.7317 0.3764
C7 C 1.14337(19) 0.84510(10) 0.35055(8)
H7A H 1.1081 0.8279 0.3020
H7B H 1.2314 0.8794 0.3512
H7C H 1.0689 0.8790 0.3692
C8 C 1.25647(15) 0.64963(9) 0.51036(7)
H8 H 1.2342 0.6169 0.4685
C9 C 1.29066(14) 0.61469(9) 0.58162(7)
C10 C 1.28756(15) 0.53255(9) 0.60189(7)
C11 C 1.29664(15) 0.50354(9) 0.67791(7)
H11 H 1.3169 0.5554 0.7083
C12 C 1.15268(16) 0.46362(9) 0.69566(7)
C13 C 1.13996(16) 0.32458(9) 0.72778(8)
C14 C 1.14765(15) 0.38323(9) 0.79055(7)
C15 C 1.14569(15) 0.35594(10) 0.86371(7)
C16 C 1.15169(17) 0.41771(10) 0.91656(8)
H16 H 1.1584 0.4765 0.9050
C17 C 1.14793(19) 0.39374(12) 0.98568(8)
H17 H 1.1526 0.4360 1.0216
C18 C 1.13735(18) 0.30814(12) 1.00265(9)
H18 H 1.1356 0.2916 1.0503
C19 C 1.12940(18) 0.24689(11) 0.95052(9)
H19 H 1.1208 0.1883 0.9624
C20 C 1.13380(16) 0.26996(10) 0.88095(8)
H20 H 1.1287 0.2274 0.8453
C21 C 1.01442(16) 0.51095(10) 0.66460(8)
C22 C 1.42478(17) 0.44115(10) 0.69704(8)
H22A H 1.5156 0.4747 0.7048
H22B H 1.4134 0.4126 0.7421
C23 C 1.43976(19) 0.37226(10) 0.64153(8)
H23A H 1.5354 0.3443 0.6526
H23B H 1.3644 0.3282 0.6436
C24 C 1.42516(19) 0.40885(11) 0.56712(9)
H24A H 1.4259 0.3615 0.5328
H24B H 1.5090 0.4463 0.5628
C25 C 1.28462(17) 0.46030(9) 0.54962(8)
H25A H 1.2771 0.4833 0.5011
H25B H 1.1999 0.4231 0.5527
C26 C 1.30331(15) 0.91986(9) 0.62069(7)
C27 C 1.42802(17) 0.93750(10) 0.59193(8)
H27 H 1.4733 0.8938 0.5684
C28 C 1.48715(18) 1.01918(10) 0.59746(9)
H28 H 1.5722 1.0314 0.5772
C29 C 1.42259(19) 1.08278(10) 0.63239(9)
H29 H 1.4640 1.1383 0.6366
C30 C 1.29821(18) 1.06556(10) 0.66117(8)
H30 H 1.2540 1.1092 0.6853
C31 C 1.23755(17) 0.98448(10) 0.65496(7)
H31 H 1.1509 0.9730 0.6741
F1 F 1.53972(10) 0.76654(6) 0.68634(5)
F2 F 1.57805(10) 0.67907(7) 0.60395(5)
F3 F 1.53416(10) 0.63155(6) 0.70388(5)
F4 F 0.89869(10) 0.47845(6) 0.68870(5)
F5 F 1.02199(10) 0.59326(6) 0.68110(5)
F6 F 0.98903(10) 0.50505(6) 0.59419(4)
N1 N 1.31386(13) 0.76731(7) 0.58086(6)
N2 N 1.15458(13) 0.46135(8) 0.77158(6)
O1 O 1.26379(11) 0.70919(6) 0.68633(5)
O2 O 1.16420(12) 0.82159(7) 0.73272(5)
O3 O 1.22974(12) 0.79648(6) 0.46569(5)
O4 O 1.13355(11) 0.37713(6) 0.67055(5)
O5 O 1.14150(12) 0.24871(7) 0.72269(6)

#END
_chemical_name_systematic        
(E)-5-ethoxy-7-(2-(5-oxo-4-phenyl-2-(trifluoromethyl)-2,5-dihydrooxazol-2-yl)cyclohexylidene)-3-phenyl-7a-(trifluoromethyl)-7,7a-dihydropyrrolo[2,1-b]oxazol-2(3H)-one
_diffrn_ambient_temperature      130
_chemical_formula_moiety         C31H26F6N2O5
_chemical_formula_sum            C31H26F6N2O5
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erl1
_database_code_depnum_ccdc_archive 'CCDC 1912115'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores'
;UNAM
Mexico
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   5.7993(3)
_cell_length_b                   13.4017(7)
_cell_length_c                   20.2659(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1575.08(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5338(4) 0.13426(14) 0.76904(9) 0.0623(5) Uani 1 1 d . . .
H2 H 0.4606 0.1683 0.8031 0.075 Uiso 1 1 calc R . .
C3 C 0.4893(3) 0.03781(13) 0.74995(9) 0.0539(4) Uani 1 1 d . . .
C4 C 0.6371(3) 0.01672(12) 0.69512(8) 0.0489(4) Uani 1 1 d . . .
C5 C 0.7668(3) 0.10092(12) 0.68385(8) 0.0536(4) Uani 1 1 d . . .
C6 C 0.9431(3) 0.12526(13) 0.63443(9) 0.0545(4) Uani 1 1 d . . .
C7 C 1.1243(3) 0.18959(14) 0.64888(11) 0.0679(5) Uani 1 1 d . . .
H7 H 1.1345 0.2182 0.6906 0.081 Uiso 1 1 calc R . .
C8 C 1.2892(3) 0.21142(16) 0.60189(14) 0.0781(6) Uani 1 1 d . . .
H8 H 1.4085 0.2551 0.6123 0.094 Uiso 1 1 calc R . .
C9 C 1.2799(4) 0.16993(17) 0.54050(13) 0.0801(7) Uani 1 1 d . . .
H9 H 1.3925 0.1846 0.5093 0.096 Uiso 1 1 calc R . .
C10 C 1.1026(4) 0.10638(18) 0.52544(10) 0.0757(6) Uani 1 1 d . . .
H10 H 1.0951 0.0779 0.4837 0.091 Uiso 1 1 calc R . .
C11 C 0.9358(3) 0.08419(15) 0.57117(9) 0.0644(5) Uani 1 1 d . . .
H11 H 0.8163 0.0412 0.5599 0.077 Uiso 1 1 calc R . .
C12 C 0.3265(3) -0.02946(13) 0.78109(8) 0.0560(4) Uani 1 1 d . . .
C15 C 0.0237(4) -0.04721(18) 0.85866(11) 0.0803(7) Uani 1 1 d . . .
H15A H 0.0963 -0.1046 0.8791 0.096 Uiso 1 1 calc R . .
H15B H -0.0854 -0.0710 0.8260 0.096 Uiso 1 1 calc R . .
C16 C -0.0971(5) 0.0126(2) 0.90903(12) 0.0987(8) Uani 1 1 d . . .
H16A H -0.1748 0.0674 0.8881 0.148 Uiso 1 1 calc R . .
H16B H 0.0126 0.0378 0.9403 0.148 Uiso 1 1 calc R . .
H16C H -0.2079 -0.0285 0.9314 0.148 Uiso 1 1 calc R . .
C17 C 0.6459(3) -0.07675(12) 0.65630(7) 0.0489(4) Uani 1 1 d . . .
C18 C 0.8369(3) -0.13777(14) 0.65772(10) 0.0677(5) Uani 1 1 d . . .
H18 H 0.9614 -0.1212 0.6845 0.081 Uiso 1 1 calc R . .
C19 C 0.8456(5) -0.22317(16) 0.61989(13) 0.0895(7) Uani 1 1 d . . .
H19 H 0.9764 -0.2633 0.6213 0.107 Uiso 1 1 calc R . .
C20 C 0.6670(6) -0.24944(18) 0.58087(11) 0.0927(8) Uani 1 1 d . . .
H20 H 0.6740 -0.3075 0.5558 0.111 Uiso 1 1 calc R . .
C21 C 0.4758(5) -0.1898(2) 0.57857(10) 0.0901(8) Uani 1 1 d . . .
H21 H 0.3529 -0.2070 0.5514 0.108 Uiso 1 1 calc R . .
C22 C 0.4638(4) -0.10406(17) 0.61645(9) 0.0690(5) Uani 1 1 d . . .
H22 H 0.3320 -0.0646 0.6150 0.083 Uiso 1 1 calc R . .
O13 O 0.3021(3) -0.11674(9) 0.76766(6) 0.0754(4) Uani 1 1 d . . .
O14 O 0.1972(3) 0.01488(10) 0.82728(7) 0.0736(4) Uani 1 1 d . . .
N1 N 0.7004(3) 0.17091(11) 0.73029(8) 0.0629(4) Uani 1 1 d D . .
H1F H 0.747(4) 0.2337(12) 0.7295(10) 0.075 Uiso 1 1 d D . .


_chemical_name_systematic        'ethyl 4,5-diphenyl-1H-pyrrole-3-carboxylate'
_symmetry_space_group_name_H-M   'P21 21 21'
_diffrn_ambient_temperature      298
_chemical_formula_moiety         C19H17NO2
_chemical_formula_sum            C19H17NO2
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erl15
_database_code_depnum_ccdc_archive 'CCDC 1912414'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-25 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   20.686(3)
_cell_length_b                   10.2939(12)
_cell_length_c                   7.9226(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1687.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C -0.7337(2) -0.7150(4) -0.2963(6) 0.0392(11) Uani 1 1 d . . .
H2 H -0.7065 -0.7852 -0.3163 0.047 Uiso 1 1 calc R . .
C3 C -0.7241(2) -0.5894(4) -0.3521(6) 0.0361(11) Uani 1 1 d . . .
C4 C -0.7762(2) -0.5123(4) -0.2903(6) 0.0356(10) Uani 1 1 d . . .
C5 C -0.81621(19) -0.5952(4) -0.2004(6) 0.0375(11) Uani 1 1 d . . .
C6 C -0.87507(19) -0.5745(4) -0.1013(6) 0.0384(11) Uani 1 1 d . . .
C7 C -0.92138(19) -0.6716(4) -0.0832(6) 0.0438(12) Uani 1 1 d . . .
H7 H -0.9162 -0.7501 -0.1396 0.053 Uiso 1 1 calc R . .
C8 C -0.9754(2) -0.6526(5) 0.0185(7) 0.0592(15) Uani 1 1 d . . .
H8 H -1.0064 -0.7176 0.0281 0.071 Uiso 1 1 calc R . .
C9 C -0.9830(2) -0.5379(5) 0.1048(7) 0.0609(15) Uani 1 1 d . . .
H9 H -1.0186 -0.5262 0.1749 0.073 Uiso 1 1 calc R . .
C10 C -0.9383(2) -0.4409(5) 0.0879(7) 0.0561(14) Uani 1 1 d . . .
H10 H -0.9441 -0.3630 0.1455 0.067 Uiso 1 1 calc R . .
C11 C -0.8843(2) -0.4578(4) -0.0151(6) 0.0455(12) Uani 1 1 d . . .
H11 H -0.8543 -0.3911 -0.0262 0.055 Uiso 1 1 calc R . .
C12 C -0.6698(2) -0.5458(4) -0.4528(6) 0.0384(11) Uani 1 1 d . . .
C15 C -0.5663(2) -0.6044(5) -0.5611(7) 0.0551(14) Uani 1 1 d . . .
H15A H -0.5776 -0.5433 -0.6496 0.066 Uiso 1 1 calc R . .
H15B H -0.5489 -0.6819 -0.6137 0.066 Uiso 1 1 calc R . .
C16 C -0.5166(2) -0.5454(6) -0.4475(9) 0.087(2) Uani 1 1 d . . .
H16A H -0.5344 -0.4701 -0.3932 0.130 Uiso 1 1 calc R . .
H16B H -0.4795 -0.5206 -0.5129 0.130 Uiso 1 1 calc R . .
H16C H -0.5039 -0.6077 -0.3636 0.130 Uiso 1 1 calc R . .
C17 C -0.7872(2) -0.3718(4) -0.3210(6) 0.0386(11) Uani 1 1 d . . .
C18 C -0.7440(2) -0.2786(4) -0.2604(6) 0.0417(12) Uani 1 1 d . . .
C20 C -0.6439(2) -0.2381(5) -0.1201(8) 0.0712(16) Uani 1 1 d . . .
H20A H -0.6262 -0.1996 -0.2203 0.107 Uiso 1 1 calc R . .
H20B H -0.6106 -0.2848 -0.0613 0.107 Uiso 1 1 calc R . .
H20C H -0.6608 -0.1712 -0.0482 0.107 Uiso 1 1 calc R . .
C21 C -0.7530(2) -0.1481(4) -0.2967(7) 0.0525(14) Uani 1 1 d . . .
H21 H -0.7238 -0.0867 -0.2565 0.063 Uiso 1 1 calc R . .
C22 C -0.8055(3) -0.1097(5) -0.3930(7) 0.0569(15) Uani 1 1 d . . .
H22 H -0.8113 -0.0221 -0.4175 0.068 Uiso 1 1 calc R . .
C23 C -0.8490(2) -0.1986(5) -0.4524(7) 0.0596(15) Uani 1 1 d . . .
H23 H -0.8841 -0.1717 -0.5167 0.071 Uiso 1 1 calc R . .
C24 C -0.8403(2) -0.3302(4) -0.4162(6) 0.0452(13) Uani 1 1 d . . .
H24 H -0.8701 -0.3907 -0.4555 0.054 Uiso 1 1 calc R . .
O13 O -0.66421(14) -0.4410(3) -0.5206(4) 0.0472(9) Uani 1 1 d . . .
O14 O -0.62318(14) -0.6372(3) -0.4659(4) 0.0490(9) Uani 1 1 d . . .
O19 O -0.69449(16) -0.3254(3) -0.1652(4) 0.0554(10) Uani 1 1 d . . .
N1 N -0.78950(17) -0.7186(3) -0.2078(5) 0.0392(9) Uani 1 1 d D . .
H1F H -0.8054(19) -0.789(3) -0.153(5) 0.047 Uiso 1 1 d D . .

_chemical_name_systematic        
'ethyl 4-(2-methoxyphenyl)-5-phenyl-1H-pyrrole-3-carboxylate'
_symmetry_space_group_name_H-M   Pna21
_diffrn_ambient_temperature      298
_chemical_formula_moiety         C20H19NO3
_chemical_formula_sum            C20H19NO3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1912422'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-25 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;
_chemical_formula_sum            C20H19NO3
_chemical_formula_weight         321.36


loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.3810(10)
_cell_length_b                   12.5730(10)
_cell_length_c                   20.552(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.119(7)
_cell_angle_gamma                90
_cell_volume                     1644.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5225(2) -0.09396(11) 0.28584(7) 0.0193(3) Uani 1 1 d . . . . .
H2 H 0.4629 -0.1253 0.3223 0.023 Uiso 1 1 calc R U . . .
C3 C 0.4588(2) -0.00014(10) 0.25576(7) 0.0186(3) Uani 1 1 d . . . . .
C4 C 0.5889(2) 0.01680(10) 0.20236(6) 0.0179(3) Uani 1 1 d . . . . .
C5 C 0.7267(2) -0.06806(10) 0.20290(6) 0.0184(3) Uani 1 1 d . . . . .
C6 C 0.8926(2) -0.09832(10) 0.16000(7) 0.0195(3) Uani 1 1 d . . . . .
C7 C 0.8695(2) -0.08121(11) 0.09236(7) 0.0243(3) Uani 1 1 d . . . . .
H7 H 0.7453 -0.0488 0.0734 0.029 Uiso 1 1 calc R U . . .
C8 C 1.0276(2) -0.11154(12) 0.05311(7) 0.0284(3) Uani 1 1 d . . . . .
H8 H 1.0107 -0.0997 0.0074 0.034 Uiso 1 1 calc R U . . .
C9 C 1.2093(2) -0.15885(12) 0.08010(8) 0.0289(3) Uani 1 1 d . . . . .
H9 H 1.3178 -0.1785 0.0531 0.035 Uiso 1 1 calc R U . . .
C10 C 1.2321(2) -0.17735(12) 0.14674(8) 0.0263(3) Uani 1 1 d . . . . .
H10 H 1.3561 -0.2105 0.1654 0.032 Uiso 1 1 calc R U . . .
C11 C 1.0747(2) -0.14769(11) 0.18632(7) 0.0218(3) Uani 1 1 d . . . . .
H11 H 1.0914 -0.1612 0.2319 0.026 Uiso 1 1 calc R U . . .
C12 C 0.2829(2) 0.06332(10) 0.27516(6) 0.0182(3) Uani 1 1 d . . . . .
C15 C 0.0115(2) 0.07614(12) 0.34797(7) 0.0242(3) Uani 1 1 d . . . . .
H15A H -0.0991 0.0866 0.3122 0.029 Uiso 1 1 calc R U . . .
H15B H 0.0587 0.1468 0.3644 0.029 Uiso 1 1 calc R U . . .
C16 C -0.0727(2) 0.01159(12) 0.40220(8) 0.0277(3) Uani 1 1 d . . . . .
H16A H -0.1372 -0.0538 0.3841 0.042 Uiso 1 1 calc R U . . .
H16B H -0.1782 0.0533 0.4234 0.042 Uiso 1 1 calc R U . . .
H16C H 0.0427 -0.0067 0.4343 0.042 Uiso 1 1 calc R U . . .
C17 C 0.5828(2) 0.10580(10) 0.15488(6) 0.0175(3) Uani 1 1 d . . . . .
C18 C 0.4004(2) 0.12935(11) 0.11638(7) 0.0207(3) Uani 1 1 d . . . . .
H18 H 0.2764 0.0895 0.1219 0.025 Uiso 1 1 calc R U . . .
C19 C 0.3955(2) 0.21019(11) 0.06985(7) 0.0219(3) Uani 1 1 d . . . . .
H19 H 0.2692 0.2251 0.0441 0.026 Uiso 1 1 calc R U . . .
C20 C 0.5754(2) 0.26868(10) 0.06123(7) 0.0192(3) Uani 1 1 d . . . . .
C22 C 0.4069(3) 0.36826(13) -0.02646(8) 0.0314(4) Uani 1 1 d . . . . .
H22A H 0.3759 0.3040 -0.0524 0.047 Uiso 1 1 calc R U . . .
H22B H 0.4341 0.4276 -0.0556 0.047 Uiso 1 1 calc R U . . .
H22C H 0.2865 0.3855 -0.0014 0.047 Uiso 1 1 calc R U . . .
C23 C 0.7593(2) 0.24611(11) 0.09916(7) 0.0199(3) Uani 1 1 d . . . . .
H23 H 0.8833 0.2857 0.0933 0.024 Uiso 1 1 calc R U . . .
C24 C 0.7623(2) 0.16597(10) 0.14556(7) 0.0190(3) Uani 1 1 d . . . . .
H24 H 0.8885 0.1517 0.1715 0.023 Uiso 1 1 calc R U . . .
N1 N 0.68410(18) -0.13343(9) 0.25451(6) 0.0198(3) Uani 1 1 d . . . . .
O13 O 0.22179(16) 0.14705(7) 0.25084(5) 0.0237(2) Uani 1 1 d . . . . .
O14 O 0.18719(15) 0.01748(8) 0.32444(5) 0.0229(2) Uani 1 1 d . . . . .
O21 O 0.58749(16) 0.35030(8) 0.01712(5) 0.0253(2) Uani 1 1 d . . . . .
H1F H 0.737(3) -0.1982(15) 0.2605(8) 0.030 Uiso 1 1 d . U . . .



_chemical_name_systematic        
'ethyl 4-(4-methoxyphenyl)-5-phenyl-1H-pyrrole-3-carboxylate'
_symmetry_space_group_name_H-M   P21/c
_diffrn_ambient_temperature      120
_chemical_formula_moiety         C20H19NO3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1912568'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;

_audit_creation_date             2019-04-26T15:11:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C10 H6 F3 N O2'
_chemical_formula_weight         229.16

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.5916(4)
_cell_length_b                   8.1713(3)
_cell_length_c                   22.3051(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1930.44(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2800
_cell_measurement_theta_min      3.64
_cell_measurement_theta_max      31.782

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_F_000             928

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.8126
_exptl_absorpt_correction_T_max  1
_shelx_estimated_absorpt_T_min   0.916
_shelx_estimated_absorpt_T_max   0.971

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.2257
_diffrn_orient_matrix_ub_11      0.0660042
_diffrn_orient_matrix_ub_12      0.0045186
_diffrn_orient_matrix_ub_13      -0.0050314
_diffrn_orient_matrix_ub_21      -0.0108578
_diffrn_orient_matrix_ub_22      0.005334
_diffrn_orient_matrix_ub_23      -0.0313227
_diffrn_orient_matrix_ub_31      -0.002805
_diffrn_orient_matrix_ub_32      0.086542
_diffrn_orient_matrix_ub_33      0.0022155
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_number            9838
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.652
_diffrn_reflns_theta_max         32.665
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.906
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.906
_reflns_Friedel_coverage         0
_reflns_number_total             3211
_reflns_number_gt                2430
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²+0.5712P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0083(10)
_refine_ls_number_reflns         3211
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1388
_refine_ls_wR_factor_gt          0.1273
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C -0.66203(14) -0.6129(2) -0.35907(7) 0.0517(4) Uani 1 1 d . . . . .
C4 C -0.58563(12) -0.70638(15) -0.40457(6) 0.0383(3) Uani 1 1 d . . . . .
C5 C -0.53748(15) -0.79946(18) -0.31530(6) 0.0477(3) Uani 1 1 d . . . . .
H5 H -0.572125 -0.903889 -0.301295 0.057 Uiso 1 1 calc R U . . .
C7 C -0.41803(17) -0.7607(2) -0.28065(7) 0.0537(4) Uani 1 1 d . . . . .
C11 C -0.59381(12) -0.68553(15) -0.46973(6) 0.0379(3) Uani 1 1 d . . . . .
C12 C -0.51445(16) -0.77842(18) -0.50610(7) 0.0496(4) Uani 1 1 d . . . . .
H12 H -0.455848 -0.848707 -0.48875 0.06 Uiso 1 1 calc R U . . .
C13 C -0.52226(18) -0.7668(2) -0.56776(7) 0.0580(4) Uani 1 1 d . . . . .
H13 H -0.469002 -0.829168 -0.591773 0.07 Uiso 1 1 calc R U . . .
C14 C -0.60835(18) -0.6635(2) -0.59361(7) 0.0572(4) Uani 1 1 d . . . . .
H14 H -0.613949 -0.656718 -0.635144 0.069 Uiso 1 1 calc R U . . .
C15 C -0.68625(17) -0.5700(2) -0.55848(8) 0.0620(4) Uani 1 1 d . . . . .
H15 H -0.744128 -0.499536 -0.576296 0.074 Uiso 1 1 calc R U . . .
C16 C -0.67920(15) -0.5798(2) -0.49651(7) 0.0521(4) Uani 1 1 d . . . . .
H16 H -0.731827 -0.515468 -0.472893 0.062 Uiso 1 1 calc R U . . .
N5 N -0.51338(12) -0.80918(14) -0.37854(5) 0.0442(3) Uani 1 1 d . . . . .
O1 O -0.62678(11) -0.67302(16) -0.30483(5) 0.0577(3) Uani 1 1 d . . . . .
O3 O -0.73768(13) -0.50647(19) -0.36463(6) 0.0803(5) Uani 1 1 d . . . . .
F8 F -0.33329(12) -0.87689(16) -0.28772(5) 0.0832(4) Uani 1 1 d . . . . .
F9 F -0.44185(12) -0.74794(15) -0.22237(4) 0.0805(4) Uani 1 1 d . . . . .
F10 F -0.36781(11) -0.62049(14) -0.29777(5) 0.0794(4) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 O3 1.1890(19) . ?
C2 O1 1.358(2) . ?
C2 C4 1.5061(19) . ?
C4 N5 1.2761(18) . ?
C4 C11 1.4657(18) . ?
C5 O1 1.4201(19) . ?
C5 N5 1.4356(17) . ?
C5 C7 1.516(2) . ?
C5 H5 0.98 . ?
C7 F8 1.316(2) . ?
C7 F10 1.3198(18) . ?
C7 F9 1.3283(18) . ?
C11 C16 1.386(2) . ?
C11 C12 1.393(2) . ?
C12 C13 1.381(2) . ?
C12 H12 0.93 . ?
C13 C14 1.370(2) . ?
C13 H13 0.93 . ?
C14 C15 1.371(3) . ?
C14 H14 0.93 . ?
C15 C16 1.387(2) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 C2 O1 122.87(14) . . ?
O3 C2 C4 131.51(15) . . ?
O1 C2 C4 105.61(13) . . ?
N5 C4 C11 124.27(12) . . ?
N5 C4 C2 110.45(12) . . ?
C11 C4 C2 125.27(12) . . ?
O1 C5 N5 108.68(12) . . ?
O1 C5 C7 108.67(12) . . ?
N5 C5 C7 111.35(13) . . ?
O1 C5 H5 109.4 . . ?
N5 C5 H5 109.4 . . ?
C7 C5 H5 109.4 . . ?
F8 C7 F10 108.46(15) . . ?
F8 C7 F9 107.68(13) . . ?
F10 C7 F9 106.94(14) . . ?
F8 C7 C5 110.95(14) . . ?
F10 C7 C5 111.72(13) . . ?
F9 C7 C5 110.91(14) . . ?
C16 C11 C12 118.83(13) . . ?
C16 C11 C4 122.57(12) . . ?
C12 C11 C4 118.58(12) . . ?
C13 C12 C11 120.42(14) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 120.09(15) . . ?
C14 C13 H13 120 . . ?
C12 C13 H13 120 . . ?
C13 C14 C15 120.25(15) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 120.33(16) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 120.07(15) . . ?
C11 C16 H16 120 . . ?
C15 C16 H16 120 . . ?
C4 N5 C5 107.70(12) . . ?
C2 O1 C5 107.44(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C2 C4 N5 178.79(18) . . . . ?
O1 C2 C4 N5 -0.33(16) . . . . ?
O3 C2 C4 C11 -2.2(3) . . . . ?
O1 C2 C4 C11 178.66(12) . . . . ?
O1 C5 C7 F8 178.39(12) . . . . ?
N5 C5 C7 F8 -61.94(16) . . . . ?
O1 C5 C7 F10 -60.44(17) . . . . ?
N5 C5 C7 F10 59.23(18) . . . . ?
O1 C5 C7 F9 58.76(17) . . . . ?
N5 C5 C7 F9 178.44(13) . . . . ?
N5 C4 C11 C16 175.81(14) . . . . ?
C2 C4 C11 C16 -3.0(2) . . . . ?
N5 C4 C11 C12 -2.7(2) . . . . ?
C2 C4 C11 C12 178.41(13) . . . . ?
C16 C11 C12 C13 -0.9(2) . . . . ?
C4 C11 C12 C13 177.68(14) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C12 C11 C16 C15 1.2(2) . . . . ?
C4 C11 C16 C15 -177.38(14) . . . . ?
C14 C15 C16 C11 -0.5(3) . . . . ?
C11 C4 N5 C5 -176.73(12) . . . . ?
C2 C4 N5 C5 2.28(16) . . . . ?
O1 C5 N5 C4 -3.42(16) . . . . ?
C7 C5 N5 C4 -123.09(14) . . . . ?
O3 C2 O1 C5 178.99(16) . . . . ?
C4 C2 O1 C5 -1.79(16) . . . . ?
N5 C5 O1 C2 3.19(16) . . . . ?
C7 C5 O1 C2 124.52(13) . . . . ?


# END of CIF
_chemical_name_systematic        4-phenyl-2-(trifluoromethyl)oxazol-5(2H)-one
_chemical_formula_moiety         'C10 H6 F3 N O2'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1912423'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-25 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;
_chemical_formula_sum            'C17 H15 N O2 S'
_chemical_formula_weight         297.36

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.5576(5)
_cell_length_b                   13.3725(17)
_cell_length_c                   19.880(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1477.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5378(7) 0.6386(3) 0.73232(19) 0.0206(10) Uani 1 1 d . . . . .
H2 H 0.4582 0.6738 0.6973 0.025 Uiso 1 1 calc R U . . .
C3 C 0.4943(8) 0.5410(3) 0.75131(19) 0.0197(9) Uani 1 1 d . . . . .
C4 C 0.6500(7) 0.5189(3) 0.80685(18) 0.0194(9) Uani 1 1 d . . . . .
C5 C 0.7835(7) 0.6037(3) 0.81901(19) 0.0195(9) Uani 1 1 d . . . . .
C6 C 0.9689(7) 0.6276(3) 0.86958(18) 0.0179(9) Uani 1 1 d . . . . .
C7 C 0.9689(7) 0.5805(3) 0.93269(19) 0.0212(10) Uani 1 1 d . . . . .
H7 H 0.8466 0.5334 0.9433 0.025 Uiso 1 1 calc R U . . .
C8 C 1.1457(7) 0.6022(3) 0.97946(19) 0.0233(10) Uani 1 1 d . . . . .
H8 H 1.1447 0.5693 1.0218 0.028 Uiso 1 1 calc R U . . .
C9 C 1.3243(7) 0.6713(3) 0.9650(2) 0.0254(10) Uani 1 1 d . . . . .
H9 H 1.4451 0.6860 0.9974 0.031 Uiso 1 1 calc R U . . .
C10 C 1.3257(7) 0.7187(3) 0.90348(19) 0.0249(10) Uani 1 1 d . . . . .
H10 H 1.4472 0.7664 0.8934 0.030 Uiso 1 1 calc R U . . .
C11 C 1.1489(7) 0.6967(3) 0.85602(19) 0.0243(10) Uani 1 1 d . . . . .
H11 H 1.1516 0.7296 0.8137 0.029 Uiso 1 1 calc R U . . .
C12 C 0.3233(7) 0.4741(3) 0.71988(19) 0.0197(9) Uani 1 1 d . . . . .
C15 C 0.0025(8) 0.4569(3) 0.64198(19) 0.0252(10) Uani 1 1 d . . . . .
H15A H -0.1116 0.4329 0.6766 0.030 Uiso 1 1 calc R U . . .
H15B H 0.0775 0.3981 0.6202 0.030 Uiso 1 1 calc R U . . .
C16 C -0.1276(7) 0.5194(4) 0.59048(19) 0.0304(11) Uani 1 1 d . . . . .
H16A H -0.1991 0.5778 0.6125 0.046 Uiso 1 1 calc R U . . .
H16B H -0.2547 0.4794 0.5694 0.046 Uiso 1 1 calc R U . . .
H16C H -0.0135 0.5416 0.5560 0.046 Uiso 1 1 calc R U . . .
C17 C 0.6619(7) 0.4249(3) 0.84589(18) 0.0178(9) Uani 1 1 d . . . . .
C18 C 0.4858(8) 0.3933(3) 0.89066(19) 0.0265(10) Uani 1 1 d D . . . .
H18 H 0.3402 0.4291 0.8974 0.032 Uiso 1 1 calc R U . A 1
C21 C 0.8581(8) 0.3602(3) 0.8459(2) 0.0276(11) Uani 1 1 d D . . . .
H21 H 0.9934 0.3678 0.8171 0.033 Uiso 1 1 calc R U . B 1
O13 O 0.2988(5) 0.3854(2) 0.73329(13) 0.0280(7) Uani 1 1 d . . . . .
O14 O 0.1864(5) 0.5195(2) 0.67265(12) 0.0239(7) Uani 1 1 d . . . . .
S19A S 0.8298(12) 0.2682(4) 0.90180(19) 0.0341(11) Uani 0.525(4) 1 d . . P C 1
C20A C 0.539(5) 0.3057(14) 0.9246(12) 0.0341(11) Uani 0.525(4) 1 d D . P C 1
H20A H 0.4350 0.2718 0.9551 0.041 Uiso 0.525(4) 1 calc R U P C 1
S19B S 0.5591(11) 0.2873(4) 0.9319(3) 0.0334(11) Uani 0.475(4) 1 d . . P C 2
C20B C 0.832(6) 0.2762(19) 0.8882(11) 0.0334(11) Uani 0.475(4) 1 d D . P C 2
H20B H 0.9436 0.2227 0.8924 0.040 Uiso 0.475(4) 1 calc R U P C 2
N1 N 0.7134(6) 0.6752(3) 0.77227(17) 0.0216(8) Uani 1 1 d . . . . .
H1F H 0.755(7) 0.738(3) 0.7728(19) 0.026 Uiso 1 1 d . U . . .

# end

_chemical_name_systematic        
'ethyl 5-phenyl-4-(thiophen-3-yl)-1H-pyrrole-3-carboxylate'
_diffrn_ambient_temperature      110
_chemical_formula_moiety         'C17 H15 N O2 S'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1912569'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores Alamo'
;Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-04-26 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;

_audit_creation_date             2019-04-26T15:19:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C20 H19 N O2'
_chemical_formula_weight         305.36

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.1237(3)
_cell_length_b                   21.7422(10)
_cell_length_c                   12.4311(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.668(4)
_cell_angle_gamma                90
_cell_volume                     1643.91(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    5906
_cell_measurement_theta_min      3.4305
_cell_measurement_theta_max      29.4492

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4278
_exptl_crystal_size_mid          0.3048
_exptl_crystal_size_min          0.2154
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             648
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 -1 16 0.1247
0 1 -17 0.1378
-8 0 -3 0.1811
7 1 -12 0.1659
0 31 1 0.1077
0 -31 -1 0.1077
7 18 -3 0.1379
-7 -18 3 0.1379
-8 9 4 0.1811


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.986

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.0073838
_diffrn_orient_matrix_ub_12      -0.0316329
_diffrn_orient_matrix_ub_13      0.0141534
_diffrn_orient_matrix_ub_21      -0.0268552
_diffrn_orient_matrix_ub_22      -0.0080832
_diffrn_orient_matrix_ub_23      -0.0552173
_diffrn_orient_matrix_ub_31      0.1131776
_diffrn_orient_matrix_ub_32      0.0001749
_diffrn_orient_matrix_ub_33      -0.0070787
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_number            11826
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.431
_diffrn_reflns_theta_max         26.354
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_coverage         0
_reflns_number_total             3359
_reflns_number_gt                2866
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+0.5888P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3359
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0916
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4145(2) 0.24986(6) 0.44959(10) 0.0252(3) Uani 1 1 d . . . . .
H2 H 0.50311 0.280761 0.486863 0.03 Uiso 1 1 calc R U . . .
C3 C 0.4387(2) 0.22672(6) 0.34856(9) 0.0207(3) Uani 1 1 d . . . . .
C4 C 0.27139(19) 0.18080(6) 0.32419(9) 0.0198(3) Uani 1 1 d . . . . .
C5 C 0.1530(2) 0.17878(6) 0.41151(10) 0.0223(3) Uani 1 1 d . . . . .
C6 C -0.0302(2) 0.13769(6) 0.43688(10) 0.0265(3) Uani 1 1 d . . . . .
H6A H -0.079877 0.112657 0.372112 0.032 Uiso 1 1 calc R U . . .
H6B H -0.155624 0.163425 0.45316 0.032 Uiso 1 1 calc R U . . .
C7 C 0.0341(2) 0.09495(6) 0.53195(10) 0.0228(3) Uani 1 1 d . . . . .
C8 C -0.1054(2) 0.08522(7) 0.61025(11) 0.0319(3) Uani 1 1 d . . . . .
H8 H -0.241652 0.106512 0.605919 0.038 Uiso 1 1 calc R U . . .
C9 C -0.0482(3) 0.04457(7) 0.69518(12) 0.0361(4) Uani 1 1 d . . . . .
H9 H -0.146116 0.037833 0.747918 0.043 Uiso 1 1 calc R U . . .
C10 C 0.1502(2) 0.01403(6) 0.70312(11) 0.0321(3) Uani 1 1 d . . . . .
H10 H 0.189693 -0.013472 0.76154 0.039 Uiso 1 1 calc R U . . .
C11 C 0.2911(2) 0.02352(6) 0.62605(12) 0.0328(3) Uani 1 1 d . . . . .
H11 H 0.428002 0.002531 0.6312 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2331(2) 0.06373(6) 0.54092(11) 0.0284(3) Uani 1 1 d . . . . .
H12 H 0.330964 0.069995 0.487979 0.034 Uiso 1 1 calc R U . . .
C13 C 0.5937(2) 0.25120(6) 0.27900(10) 0.0210(3) Uani 1 1 d . . . . .
C16 C 0.8951(2) 0.31964(6) 0.27215(11) 0.0295(3) Uani 1 1 d . . . . .
H16A H 0.821738 0.341749 0.208291 0.035 Uiso 1 1 calc R U . . .
H16B H 0.994297 0.288172 0.246895 0.035 Uiso 1 1 calc R U . . .
C17 C 1.0222(3) 0.36372(7) 0.34812(13) 0.0387(4) Uani 1 1 d . . . . .
H17A H 1.144975 0.380672 0.313587 0.058 Uiso 1 1 calc R U . . .
H17B H 1.0793 0.342092 0.414651 0.058 Uiso 1 1 calc R U . . .
H17C H 0.925412 0.397227 0.365789 0.058 Uiso 1 1 calc R U . . .
C18 C 0.2391(2) 0.13996(6) 0.22841(9) 0.0198(3) Uani 1 1 d . . . . .
C19 C 0.0358(2) 0.13512(6) 0.16531(10) 0.0240(3) Uani 1 1 d . . . . .
H19 H -0.084854 0.158971 0.183177 0.029 Uiso 1 1 calc R U . . .
C20 C 0.0082(2) 0.09585(6) 0.07676(10) 0.0284(3) Uani 1 1 d . . . . .
H20 H -0.131038 0.093083 0.034501 0.034 Uiso 1 1 calc R U . . .
C21 C 0.1819(2) 0.06072(7) 0.04962(11) 0.0305(3) Uani 1 1 d . . . . .
H21 H 0.162697 0.033978 -0.011179 0.037 Uiso 1 1 calc R U . . .
C22 C 0.3841(2) 0.06489(6) 0.11184(11) 0.0303(3) Uani 1 1 d . . . . .
H22 H 0.503894 0.040728 0.09383 0.036 Uiso 1 1 calc R U . . .
C23 C 0.4126(2) 0.10404(6) 0.20010(10) 0.0249(3) Uani 1 1 d . . . . .
H23 H 0.552189 0.106505 0.242051 0.03 Uiso 1 1 calc R U . . .
N1 N 0.24289(19) 0.22099(5) 0.48643(8) 0.0263(3) Uani 1 1 d . . . . .
H1 H 0.195273 0.228125 0.549379 0.032 Uiso 1 1 calc R U . . .
O14 O 0.59754(16) 0.23832(4) 0.18411(7) 0.0292(2) Uani 1 1 d . . . . .
O15 O 0.73360(15) 0.29110(4) 0.33225(7) 0.0295(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N1 1.3487(17) . ?
C2 C3 1.3769(17) . ?
C2 H2 0.95 . ?
C3 C4 1.4375(17) . ?
C3 C13 1.4570(16) . ?
C4 C5 1.3744(17) . ?
C4 C18 1.4800(17) . ?
C5 N1 1.3761(17) . ?
C5 C6 1.4960(17) . ?
C6 C7 1.5189(18) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 C8 1.3840(18) . ?
C7 C12 1.3881(19) . ?
C8 C9 1.390(2) . ?
C8 H8 0.95 . ?
C9 C10 1.378(2) . ?
C9 H9 0.95 . ?
C10 C11 1.377(2) . ?
C10 H10 0.95 . ?
C11 C12 1.387(2) . ?
C11 H11 0.95 . ?
C12 H12 0.95 . ?
C13 O14 1.2153(15) . ?
C13 O15 1.3387(16) . ?
C16 O15 1.4466(15) . ?
C16 C17 1.499(2) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 C19 1.3960(17) . ?
C18 C23 1.3960(17) . ?
C19 C20 1.3879(18) . ?
C19 H19 0.95 . ?
C20 C21 1.383(2) . ?
C20 H20 0.95 . ?
C21 C22 1.384(2) . ?
C21 H21 0.95 . ?
C22 C23 1.3836(18) . ?
C22 H22 0.95 . ?
C23 H23 0.95 . ?
N1 H1 0.88 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 108.09(12) . . ?
N1 C2 H2 126 . . ?
C3 C2 H2 126 . . ?
C2 C3 C4 107.23(11) . . ?
C2 C3 C13 123.69(12) . . ?
C4 C3 C13 128.78(11) . . ?
C5 C4 C3 106.52(11) . . ?
C5 C4 C18 125.64(11) . . ?
C3 C4 C18 127.71(10) . . ?
C4 C5 N1 107.87(11) . . ?
C4 C5 C6 131.52(12) . . ?
N1 C5 C6 120.43(11) . . ?
C5 C6 C7 113.35(10) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C12 118.47(12) . . ?
C8 C7 C6 121.02(12) . . ?
C12 C7 C6 120.50(11) . . ?
C7 C8 C9 120.62(13) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 120.23(13) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C11 C10 C9 119.75(13) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 119.98(13) . . ?
C10 C11 H11 120 . . ?
C12 C11 H11 120 . . ?
C11 C12 C7 120.96(12) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
O14 C13 O15 123.09(11) . . ?
O14 C13 C3 125.38(12) . . ?
O15 C13 C3 111.52(10) . . ?
O15 C16 C17 106.56(11) . . ?
O15 C16 H16A 110.4 . . ?
C17 C16 H16A 110.4 . . ?
O15 C16 H16B 110.4 . . ?
C17 C16 H16B 110.4 . . ?
H16A C16 H16B 108.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 118.10(11) . . ?
C19 C18 C4 121.62(11) . . ?
C23 C18 C4 120.26(11) . . ?
C20 C19 C18 120.71(12) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 120.46(12) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 119.40(12) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 120.36(12) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C18 120.97(12) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
C2 N1 C5 110.29(10) . . ?
C2 N1 H1 124.9 . . ?
C5 N1 H1 124.9 . . ?
C13 O15 C16 117.32(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 -0.41(14) . . . . ?
N1 C2 C3 C13 173.70(11) . . . . ?
C2 C3 C4 C5 0.46(14) . . . . ?
C13 C3 C4 C5 -173.25(12) . . . . ?
C2 C3 C4 C18 -175.50(12) . . . . ?
C13 C3 C4 C18 10.8(2) . . . . ?
C3 C4 C5 N1 -0.33(14) . . . . ?
C18 C4 C5 N1 175.74(11) . . . . ?
C3 C4 C5 C6 -175.34(13) . . . . ?
C18 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C7 112.08(15) . . . . ?
N1 C5 C6 C7 -62.41(16) . . . . ?
C5 C6 C7 C8 136.91(13) . . . . ?
C5 C6 C7 C12 -44.43(17) . . . . ?
C12 C7 C8 C9 -0.7(2) . . . . ?
C6 C7 C8 C9 178.01(13) . . . . ?
C7 C8 C9 C10 0.9(2) . . . . ?
C8 C9 C10 C11 -0.5(2) . . . . ?
C9 C10 C11 C12 0.0(2) . . . . ?
C10 C11 C12 C7 0.1(2) . . . . ?
C8 C7 C12 C11 0.2(2) . . . . ?
C6 C7 C12 C11 -178.50(13) . . . . ?
C2 C3 C13 O14 -168.47(13) . . . . ?
C4 C3 C13 O14 4.3(2) . . . . ?
C2 C3 C13 O15 10.75(17) . . . . ?
C4 C3 C13 O15 -176.47(12) . . . . ?
C5 C4 C18 C19 56.50(17) . . . . ?
C3 C4 C18 C19 -128.27(13) . . . . ?
C5 C4 C18 C23 -122.22(14) . . . . ?
C3 C4 C18 C23 53.02(17) . . . . ?
C23 C18 C19 C20 -0.28(18) . . . . ?
C4 C18 C19 C20 -179.03(11) . . . . ?
C18 C19 C20 C21 0.09(19) . . . . ?
C19 C20 C21 C22 0.2(2) . . . . ?
C20 C21 C22 C23 -0.3(2) . . . . ?
C21 C22 C23 C18 0.1(2) . . . . ?
C19 C18 C23 C22 0.19(18) . . . . ?
C4 C18 C23 C22 178.95(12) . . . . ?
C3 C2 N1 C5 0.22(15) . . . . ?
C4 C5 N1 C2 0.08(15) . . . . ?
C6 C5 N1 C2 175.75(11) . . . . ?
O14 C13 O15 C16 0.08(18) . . . . ?
C3 C13 O15 C16 -179.16(11) . . . . ?
C17 C16 O15 C13 177.50(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O14 0.88 1.98 2.8498(13) 168.5 4_566 yes


# END of CIF
_chemical_name_systematic        
'ethyl 5-benzyl-4-phenyl-1H-pyrrole-3-carboxylate'
_chemical_formula_moiety         'C20 H19 N O2'
