#============================================================================== data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 10 _journal_issue 4 _journal_year 2019 _journal_page_first 381 _journal_page_last 385 #=============================================================================== data_shelxl _publ_section_related_literature ? _publ_contact_author_name 'JAI NARAIAN VISHWAKARMA' _publ_contact_letter ; Please consider this CIF for publication. I certify that this contibution is the original work of those listed as authors; that it has not been published before (in any language or medium) and is not being considered for publication elsewhere; that all authors concur with and are aware of the submission; that all workers involved in the study are listed as authors or given proper credit in the acknowledgements; that I have obtained permission for and acknowledged the source of any excerpts from other copyright works; and that to the best of my knowledge the paper contains no statements which are libellous, unlawful or in any way actionable. All coauthors have made significant scientific contributions to the work reported, including the ideas and their execution, and share responsibility and accountability for the results. ; _publ_requested_category ? _publ_requested_journal 'EUROPEAN JOURNAL OF CHEMISTRY' _publ_contact_author_fax ? _publ_contact_author_phone '+91 91270 51222' _publ_contact_author_address ; DEPARTMENT OF CHEMICAL SCIENCE, ASSAM DON BOSCO UNIVERSITY, TAPESIA GARDENS, KAMARKUCHI, SONAPUR-782401, ASSAM ; _publ_section_title ; Synthesis, structural elucidation and X-ray crystallographic studies of (E)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one ; # Loop of author details loop_ _publ_author_name _publ_author_address _publ_author_footnote _publ_author_email 'NONGRUM, STABILITY' ; DEPARTMENT OF CHEMICAL SCIENCE, ASSAM DON BOSCO UNIVERSITY, TAPESIA GARDENS, KAMARKUCHI, SONAPUR-782401, ASSAM ; . ; stabilitynongrum@gmail.com ; 'DAS, SUSMA' ; DEPARTMENT OF CHEMICAL SCIENCE, ASSAM DON BOSCO UNIVERSITY, TAPESIA GARDENS, KAMARKUCHI, SONAPUR-782401, ASSAM ; . ; susmadas91@gmail.com ; 'KHANIKAR, SHIKPIKA' ; DEPARTMENT OF CHEMICAL SCIENCE, ASSAM DON BOSCO UNIVERSITY, TAPESIA GARDENS, KAMARKUCHI, SONAPUR-782401, ASSAM ; . ; shilpikakhanikar11@gmail.com ; 'VISHWAKARMA, JAI NARAIAN' ; DEPARTMENT OF CHEMICAL SCIENCE, ASSAM DON BOSCO UNIVERSITY, TAPESIA GARDENS, KAMARKUCHI, SONAPUR-782401, ASSAM ; . ; jnvishwakarma@rediffmail.com ; _publ_section_abstract ; A novel enaminone was synthesized by reacting 3,5-bis-(trifluoromethyl)acetophenones and N,N-dimethylformamide dimethyl acetal and its details structural and crystalline properties were studied. Its crystal data were found to be as C~13~H~11~F~6~NO, Monoclinic, P21/c space group, a = 8.1556(8) \%A, b = 24.877(3) \%A, c = 7.6067(7)\%A, \b = 116.745(6), V = 1378.2(2) \%A^3^, Z =4, R[F^2^>2\s(F^2^)] = 0.077, wR(F^2^) =0.229, T= 293(2)K, \m (Mo K\a)=0.71073 \%A, D~x~= 1.628 mg m^-3^, 40777 reflection measured (2.8^o^ <= 2\q <= 28.39^o^), 3413 unique (R~int~=0.1040 and R~sigma~= 0.0581) which wete used in all calculations. The final R1 was 0.0742 (with I> 2\s(I)) and wR2 0.2507 (all data). ; _publ_contact_author_email 'jnvishwakarma@rediffmail.com' #Added by publCIF _audit_update_record ; 2019-09-23 # Formatted by publCIF ; _publcif_datablock.id '{c300e48e-d87f-4961-a606-3c46b2ee93a2}' _publ_section_exptl_refinement ; G. M. Sheldrick (2008) Acta Cryst., A64, 112-122 ; _publ_section_exptl_prep ; A mixture of3,5-bis-(trifluoromethyl)acetophenone (1 mmol)and N,N-dimethylformamide dimethyl acetal (2mmol) in 3 mL toluene was refluxed for 24 hours. Completion of the reaction was monitored by TLC. At the end of the reaction, solvent was removed under reduced pressure to give a viscous mass which on trituration with hexane gave a practically pure yellow solid in 87% yield. Further purification was achieved by column chromatography on Silica Gel (60-120 mesh) using ethyl-hexane (20%) mixture as mobile phase. Block, colorless crystals of the compound were obtained by dissolving the compound in ethanol and then allowing it to recrystallize slowly. ; _publ_manuscript_text ; (type here to add) ; _audit_creation_method SHELXL-97 _chemical_name_systematic (E)-1-(3,5-Bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one _chemical_name_common ? _chemical_melting_point 368.15 _chemical_formula_moiety 'C13 H11 F6 N O' _chemical_formula_sum 'C13 H11 F6 N O' _chemical_formula_weight 311.07 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' 0.0000 0.0000 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'p 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.1556(8) _cell_length_b 24.877(3) _cell_length_c 7.6067(7) _cell_angle_alpha 90.00 _cell_angle_beta 116.745(6) _cell_angle_gamma 90.00 _cell_volume 1378.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2410 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 17.07 _exptl_crystal_description 'BLOCK' _exptl_crystal_colour 'COLOURLESS' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas 1.628 _exptl_crystal_density_diffrn 0.364 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40777 _diffrn_reflns_av_R_equivalents 0.1040 _diffrn_reflns_av_sigmaI/netI 0.0584 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 28.39 _reflns_number_total 3413 _reflns_number_gt 1565 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0688P)^2^+1.6371P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3413 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1577 _refine_ls_R_factor_gt 0.0742 _refine_ls_wR_factor_ref 0.2154 _refine_ls_wR_factor_gt 0.1712 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _refine_ls_shift/su_max 0.045 _refine_ls_shift/su_mean 0.010 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 H4 H -0.036(4) 0.2694(13) 0.318(5) 0.050(9) Uiso 1 1 d . . . H5 H 0.083(4) 0.1669(13) 0.415(5) 0.052(9) Uiso 1 1 d . . . O1 O 0.3232(3) 0.22595(9) 0.6560(3) 0.0630(7) Uani 1 1 d . . . C8 C 0.0383(4) 0.24514(14) 0.3851(5) 0.0478(8) Uani 1 1 d . . . C2 C 0.3803(4) 0.33299(13) 0.7760(5) 0.0522(8) Uani 1 1 d . . . H2 H 0.4270 0.3073 0.8752 0.063 Uiso 1 1 calc R . . C9 C -0.0040(5) 0.19246(14) 0.3383(5) 0.0479(8) Uani 1 1 d . . . C7 C 0.2109(4) 0.25913(13) 0.5459(4) 0.0460(7) Uani 1 1 d . . . C1 C 0.2590(4) 0.31773(12) 0.5855(5) 0.0461(7) Uani 1 1 d . . . C6 C 0.1924(4) 0.35673(13) 0.4392(5) 0.0501(8) Uani 1 1 d . . . H3 H 0.1110 0.3471 0.3113 0.060 Uiso 1 1 calc R . . N1 N -0.1553(4) 0.17211(11) 0.1931(4) 0.0558(7) Uani 1 1 d . . . C3 C 0.4319(5) 0.38626(14) 0.8188(5) 0.0568(9) Uani 1 1 d . . . C5 C 0.2464(5) 0.41000(13) 0.4824(5) 0.0556(9) Uani 1 1 d . . . F4 F 0.0999(5) 0.43219(11) 0.1442(4) 0.1244(12) Uani 1 1 d . . . C11 C -0.3026(5) 0.20695(16) 0.0606(5) 0.0669(10) Uani 1 1 d . . . H11 H -0.3514 0.2269 0.1345 0.100 Uiso 1 1 calc R . . H9 H -0.3982 0.1855 -0.0368 0.100 Uiso 1 1 calc R . . H10 H -0.2554 0.2314 -0.0031 0.100 Uiso 1 1 calc R . . C4 C 0.3651(5) 0.42518(15) 0.6726(5) 0.0619(10) Uani 1 1 d . . . H1 H 0.3996 0.4610 0.7021 0.074 Uiso 1 1 calc R . . F5 F 0.3011(5) 0.48603(12) 0.3339(5) 0.1366(13) Uani 1 1 d . . . C12 C 0.1753(6) 0.45168(16) 0.3241(7) 0.0761(12) Uani 1 1 d . . . F6 F 0.0436(5) 0.48134(13) 0.3320(5) 0.1386(13) Uani 1 1 d . . . C10 C -0.1720(6) 0.11454(15) 0.1521(6) 0.0790(12) Uani 1 1 d . . . H7 H -0.1677 0.1080 0.0299 0.118 Uiso 1 1 calc R . . H8 H -0.2867 0.1018 0.1430 0.118 Uiso 1 1 calc R . . H6 H -0.0726 0.0960 0.2564 0.118 Uiso 1 1 calc R . . C13 C 0.5630(7) 0.40128(19) 1.0240(7) 0.0832(13) Uani 1 1 d . . . F1 F 0.6338(6) 0.44847(13) 1.0427(5) 0.1704(18) Uani 1 1 d . . . F2 F 0.6985(5) 0.36818(15) 1.1069(5) 0.1606(17) Uani 1 1 d . . . F3 F 0.4871(5) 0.40121(19) 1.1428(5) 0.1709(18) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0603(15) 0.0519(14) 0.0583(15) 0.0022(11) 0.0103(12) 0.0054(12) C8 0.0443(18) 0.048(2) 0.0476(18) 0.0032(15) 0.0172(15) 0.0037(16) C2 0.0513(19) 0.055(2) 0.0465(18) -0.0015(15) 0.0187(15) 0.0003(16) C9 0.0479(19) 0.051(2) 0.0452(18) 0.0013(15) 0.0208(15) -0.0042(16) C7 0.0459(18) 0.0459(18) 0.0451(17) 0.0004(14) 0.0195(15) 0.0033(15) C1 0.0431(17) 0.0492(18) 0.0472(17) -0.0012(15) 0.0213(14) 0.0012(14) C6 0.0478(18) 0.0509(19) 0.0484(18) -0.0003(15) 0.0189(15) -0.0017(15) N1 0.0539(17) 0.0524(17) 0.0537(16) -0.0038(13) 0.0176(14) -0.0098(13) C3 0.053(2) 0.058(2) 0.055(2) -0.0119(17) 0.0207(17) -0.0070(17) C5 0.054(2) 0.047(2) 0.061(2) 0.0023(16) 0.0220(17) -0.0037(16) F4 0.186(3) 0.0789(18) 0.0684(17) 0.0148(14) 0.0214(19) -0.0092(19) C11 0.049(2) 0.082(3) 0.058(2) 0.0037(19) 0.0138(18) -0.0046(19) C4 0.061(2) 0.051(2) 0.071(2) -0.0084(18) 0.027(2) -0.0097(17) F5 0.125(2) 0.112(2) 0.131(3) 0.050(2) 0.020(2) -0.042(2) C12 0.080(3) 0.050(2) 0.084(3) 0.004(2) 0.025(2) -0.006(2) F6 0.155(3) 0.116(2) 0.145(3) 0.050(2) 0.068(2) 0.070(2) C10 0.084(3) 0.058(2) 0.080(3) -0.014(2) 0.025(2) -0.019(2) C13 0.090(3) 0.077(3) 0.068(3) -0.021(2) 0.022(3) -0.017(3) F1 0.201(4) 0.104(2) 0.103(2) -0.0146(19) -0.024(2) -0.071(3) F2 0.124(3) 0.148(3) 0.106(2) -0.044(2) -0.040(2) 0.037(2) F3 0.151(3) 0.276(5) 0.075(2) -0.062(3) 0.042(2) -0.036(3) _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 O1 C7 1.237(4) . ? C8 C9 1.361(5) . ? C8 C7 1.432(4) . ? C8 H4 0.85(3) . ? C2 C3 1.384(5) . ? C2 C1 1.391(4) . ? C2 H2 0.9300 . ? C9 N1 1.332(4) . ? C9 H5 0.94(3) . ? C7 C1 1.504(4) . ? C1 C6 1.389(4) . ? C6 C5 1.388(4) . ? C6 H3 0.9300 . ? N1 C11 1.456(4) . ? N1 C10 1.459(4) . ? C3 C4 1.388(5) . ? C3 C13 1.489(5) . ? C5 C4 1.383(5) . ? C5 C12 1.494(5) . ? F4 C12 1.315(5) . ? C11 H11 0.9600 . ? C11 H9 0.9600 . ? C11 H10 0.9600 . ? C4 H1 0.9300 . ? F5 C12 1.311(5) . ? C12 F6 1.326(5) . ? C10 H7 0.9600 . ? C10 H8 0.9600 . ? C10 H6 0.9600 . ? C13 F1 1.288(5) . ? C13 F2 1.293(5) . ? C13 F3 1.305(6) . ? 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 C9 C8 C7 119.6(3) . . ? C9 C8 H4 120(2) . . ? C7 C8 H4 120(2) . . ? C3 C2 C1 120.3(3) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? N1 C9 C8 127.9(3) . . ? N1 C9 H5 115(2) . . ? C8 C9 H5 117(2) . . ? O1 C7 C8 124.0(3) . . ? O1 C7 C1 117.7(3) . . ? C8 C7 C1 118.3(3) . . ? C2 C1 C6 118.8(3) . . ? C2 C1 C7 118.2(3) . . ? C6 C1 C7 123.0(3) . . ? C5 C6 C1 120.6(3) . . ? C5 C6 H3 119.7 . . ? C1 C6 H3 119.7 . . ? C9 N1 C11 121.1(3) . . ? C9 N1 C10 120.9(3) . . ? C11 N1 C10 117.9(3) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 C13 120.2(3) . . ? C2 C3 C13 119.0(4) . . ? C4 C5 C6 120.4(3) . . ? C4 C5 C12 119.3(3) . . ? C6 C5 C12 120.3(3) . . ? N1 C11 H11 109.5 . . ? N1 C11 H9 109.5 . . ? H11 C11 H9 109.5 . . ? N1 C11 H10 109.5 . . ? H11 C11 H10 109.5 . . ? H9 C11 H10 109.5 . . ? C3 C4 C5 119.1(3) . . ? C3 C4 H1 120.5 . . ? C5 C4 H1 120.5 . . ? F5 C12 F4 106.6(4) . . ? F5 C12 F6 105.3(4) . . ? F4 C12 F6 104.1(4) . . ? F5 C12 C5 113.3(4) . . ? F4 C12 C5 114.4(3) . . ? F6 C12 C5 112.2(4) . . ? N1 C10 H7 109.5 . . ? N1 C10 H8 109.5 . . ? H7 C10 H8 109.5 . . ? N1 C10 H6 109.5 . . ? H7 C10 H6 109.5 . . ? H8 C10 H6 109.5 . . ? F1 C13 F2 106.5(5) . . ? F1 C13 F3 104.7(4) . . ? F2 C13 F3 103.3(5) . . ? F1 C13 C3 114.8(4) . . ? F2 C13 C3 113.9(4) . . ? F3 C13 C3 112.7(4) . . ? 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 C7 C8 C9 N1 -178.9(3) . . . . ? C9 C8 C7 O1 -4.6(5) . . . . ? C9 C8 C7 C1 175.9(3) . . . . ? C3 C2 C1 C6 0.7(5) . . . . ? C3 C2 C1 C7 178.6(3) . . . . ? O1 C7 C1 C2 -25.4(4) . . . . ? C8 C7 C1 C2 154.1(3) . . . . ? O1 C7 C1 C6 152.4(3) . . . . ? C8 C7 C1 C6 -28.1(4) . . . . ? C2 C1 C6 C5 0.2(5) . . . . ? C7 C1 C6 C5 -177.6(3) . . . . ? C8 C9 N1 C11 -0.5(5) . . . . ? C8 C9 N1 C10 174.5(4) . . . . ? C1 C2 C3 C4 -0.6(5) . . . . ? C1 C2 C3 C13 -179.6(4) . . . . ? C1 C6 C5 C4 -1.1(5) . . . . ? C1 C6 C5 C12 179.6(3) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C13 C3 C4 C5 178.7(4) . . . . ? C6 C5 C4 C3 1.2(5) . . . . ? C12 C5 C4 C3 -179.5(4) . . . . ? C4 C5 C12 F5 42.4(6) . . . . ? C6 C5 C12 F5 -138.3(4) . . . . ? C4 C5 C12 F4 164.9(4) . . . . ? C6 C5 C12 F4 -15.8(6) . . . . ? C4 C5 C12 F6 -76.8(5) . . . . ? C6 C5 C12 F6 102.5(4) . . . . ? C4 C3 C13 F1 -13.4(7) . . . . ? C2 C3 C13 F1 165.7(4) . . . . ? C4 C3 C13 F2 -136.5(5) . . . . ? C2 C3 C13 F2 42.6(6) . . . . ? C4 C3 C13 F3 106.4(5) . . . . ? C2 C3 C13 F3 -74.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.390 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.056 loop_ _publcif_info_datablock.id _publcif_info_datablock.publ_exptl _publcif_info_datablock.publ_geom _publcif_info_datablock.structure '{c300e48e-d87f-4961-a606-3c46b2ee93a2}' y y y loop_ _publcif_info_exptl_table_extra_item sin_theta_over_lambda_max loop_ _publcif_info_exptl_table_header_item ? _publcif_info_exptl_table_max_cols 4 _publcif_info_exptl_table_use_headnotes n loop_ _publcif_info_tables.block_id _publcif_info_tables.reference_item "{c300e48e-d87f-4961-a606-3c46b2ee93a2}" "_publcif_info_datablock.publ_exptl" loop_ _publcif_info_cif.paper_type EX _publcif_funding_html ; ;