#------------------------------------------------------------------------------ #$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/16/2011684.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011684 loop_ _publ_author_name 'Panda, Atulya K.' 'Parthasarathy, M. R.' 'Errington, William' _publ_section_title ; 3-(1-Chlorovinyl)-2,4,6-trimethoxybenzaldehyde ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 102 _journal_page_last 103 _journal_paper_doi 10.1107/S0108270100014700 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C12 H13 Cl O4' _chemical_formula_sum 'C12 H13 Cl O4' _chemical_formula_weight 256.67 _chemical_name_systematic ; 2,4,6-Trimethoxy-3-(1-chlorovinyl)benzaldehyde ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL-97 _cell_angle_alpha 88.427(4) _cell_angle_beta 86.171(4) _cell_angle_gamma 67.868(3) _cell_formula_units_Z 2 _cell_length_a 8.0516(12) _cell_length_b 8.1214(12) _cell_length_c 9.9064(15) _cell_measurement_reflns_used 2942 _cell_measurement_temperature 180(2) _cell_measurement_theta_max 28.46 _cell_measurement_theta_min 2.06 _cell_volume 598.71(16) _computing_cell_refinement 'SAINT (Siemens, 1994)' _computing_data_collection 'SMART (Siemens, 1994)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXTL/PC (Sheldrick, 1994)' _diffrn_ambient_temperature 180(2) _diffrn_detector_area_resol_mean 8.192 _diffrn_measured_fraction_theta_full .945 _diffrn_measured_fraction_theta_max .945 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector diffractometer' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0291 _diffrn_reflns_av_sigmaI/netI .0230 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 3564 _diffrn_reflns_theta_full 27.00 _diffrn_reflns_theta_max 27.00 _diffrn_reflns_theta_min 2.06 _diffrn_standards_decay_% 0 _exptl_absorpt_coefficient_mu .319 _exptl_absorpt_correction_T_max .9217 _exptl_absorpt_correction_T_min .8620 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 268 _exptl_crystal_size_max .48 _exptl_crystal_size_mid .28 _exptl_crystal_size_min .26 _refine_diff_density_max .473 _refine_diff_density_min -.705 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 157 _refine_ls_number_reflns 2478 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.102 _refine_ls_R_factor_all .0508 _refine_ls_R_factor_gt .0464 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0703P)^2^+0.3956P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1369 _reflns_number_gt 2267 _reflns_number_total 2478 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1428.cif _cod_data_source_block II _cod_original_cell_volume 598.71(15) _cod_original_sg_symbol_H-M P-1 _cod_database_code 2011684 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cl1 .76210(8) .27513(8) .51505(5) .0492(2) Uani d . 1 . . Cl O1 .6511(2) .8345(2) .08684(17) .0396(4) Uani d . 1 . . O O2 .77673(17) .53509(17) .25824(13) .0269(3) Uani d . 1 . . O O3 .41735(19) .19645(18) .30810(15) .0324(3) Uani d . 1 . . O O4 .20520(18) .75418(18) .06670(15) .0321(3) Uani d . 1 . . O C1 .4888(2) .6497(2) .15621(17) .0229(4) Uani d . 1 . . C C2 .6178(2) .5200(2) .23225(17) .0220(4) Uani d . 1 . . C C3 .5946(2) .3666(2) .27865(17) .0239(4) Uani d . 1 . . C C4 .4331(2) .3459(2) .25599(18) .0246(4) Uani d . 1 . . C C5 .2988(2) .4743(2) .18613(18) .0254(4) Uani d . 1 . . C H5A .1893 .4601 .1726 .030 Uiso calc R 1 . . H C6 .3283(2) .6238(2) .13654(17) .0236(4) Uani d . 1 . . C C7 .5202(2) .7967(2) .08371(19) .0269(4) Uani d . 1 . . C H7A .4279 .8694 .0288 .032 Uiso calc R 1 . . H C8 .7585(3) .6687(3) .3571(2) .0370(5) Uani d . 1 . . C H8A .8779 .6605 .3800 .056 Uiso calc R 1 . . H H8B .6921 .6498 .4387 .056 Uiso calc R 1 . . H H8C .6930 .7868 .3197 .056 Uiso calc R 1 . . H C9 .7383(2) .2269(2) .34914(19) .0277(4) Uani d . 1 . . C C10 .8520(3) .0699(2) .2923(2) .0324(4) Uani d . 1 . . C H10A .8417 .0442 .2010 .039 Uiso calc R 1 . . H H10B .9413 -.0135 .3442 .039 Uiso calc R 1 . . H C11 .2550(3) .1670(3) .2897(2) .0393(5) Uani d . 1 . . C H11D .2612 .0562 .3350 .059 Uiso calc R 1 . . H H11A .2415 .1584 .1929 .059 Uiso calc R 1 . . H H11B .1518 .2663 .3288 .059 Uiso calc R 1 . . H C12 .0484(3) .7278(3) .0311(2) .0350(4) Uani d . 1 . . C H12A -.0256 .8298 -.0216 .053 Uiso calc R 1 . . H H12B -.0206 .7158 .1135 .053 Uiso calc R 1 . . H H12C .0837 .6194 -.0231 .053 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl1 .0526(4) .0513(4) .0322(3) -.0050(3) -.0133(2) .0038(2) O1 .0309(7) .0372(8) .0559(10) -.0186(6) -.0097(6) .0174(7) O2 .0228(6) .0288(7) .0315(7) -.0121(5) -.0054(5) .0015(5) O3 .0332(7) .0298(7) .0407(8) -.0192(6) -.0069(6) .0085(6) O4 .0248(7) .0329(7) .0403(8) -.0118(6) -.0119(5) .0094(6) C1 .0226(8) .0230(8) .0237(8) -.0093(7) -.0017(6) .0005(6) C2 .0204(8) .0241(8) .0227(8) -.0096(7) -.0008(6) -.0013(6) C3 .0246(9) .0235(8) .0234(8) -.0089(7) -.0018(6) .0003(6) C4 .0279(9) .0242(8) .0236(8) -.0122(7) -.0001(7) .0001(6) C5 .0223(8) .0300(9) .0267(9) -.0131(7) -.0023(6) -.0011(7) C6 .0224(8) .0257(8) .0226(8) -.0087(7) -.0029(6) -.0005(6) C7 .0249(9) .0241(8) .0314(9) -.0090(7) -.0038(7) .0043(7) C8 .0421(11) .0442(12) .0347(10) -.0265(10) -.0080(9) -.0029(9) C9 .0269(9) .0285(9) .0305(9) -.0135(8) -.0053(7) .0065(7) C10 .0402(11) .0176(8) .0382(10) -.0075(7) -.0161(8) .0032(7) C11 .0386(11) .0415(11) .0495(12) -.0279(10) -.0090(9) .0086(9) C12 .0245(9) .0436(11) .0382(11) -.0132(8) -.0106(8) .0054(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 O2 C8 114.04(14) C4 O3 C11 118.57(15) C6 O4 C12 118.37(15) C2 C1 C6 117.30(15) C2 C1 C7 124.03(15) C6 C1 C7 118.26(15) O2 C2 C3 116.62(15) O2 C2 C1 121.48(15) C3 C2 C1 121.83(16) C2 C3 C4 118.75(16) C2 C3 C9 120.49(16) C4 C3 C9 120.75(15) O3 C4 C5 123.29(16) O3 C4 C3 115.46(16) C5 C4 C3 121.24(16) C6 C5 C4 118.80(16) O4 C6 C5 122.52(16) O4 C6 C1 115.53(15) C5 C6 C1 121.95(16) O1 C7 C1 126.65(17) C10 C9 C3 124.89(17) C10 C9 Cl1 119.62(15) C3 C9 Cl1 115.47(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl1 C9 . 1.739(2) ? O1 C7 . 1.206(2) ? O2 C2 . 1.372(2) ? O2 C8 . 1.441(2) ? O3 C4 . 1.352(2) ? O3 C11 . 1.438(2) ? O4 C6 . 1.358(2) ? O4 C12 . 1.426(2) ? C1 C2 . 1.412(2) ? C1 C6 . 1.412(2) ? C1 C7 . 1.470(2) ? C2 C3 . 1.390(2) ? C3 C4 . 1.406(2) ? C3 C9 . 1.479(2) ? C4 C5 . 1.395(3) ? C5 C6 . 1.392(3) ? C9 C10 . 1.369(3) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C12 H12B O1 1_455 .98 2.48 2.998(3) 112.8 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_publ_flag C8 O2 C2 C3 -109.77(18) ? C8 O2 C2 C1 73.4(2) y C6 C1 C2 O2 -179.08(15) ? C7 C1 C2 O2 8.4(3) ? C6 C1 C2 C3 4.2(2) ? C7 C1 C2 C3 -168.25(16) ? O2 C2 C3 C4 179.21(15) ? C1 C2 C3 C4 -3.9(3) ? O2 C2 C3 C9 -1.5(2) ? C1 C2 C3 C9 175.37(16) ? C11 O3 C4 C5 .6(3) y C11 O3 C4 C3 179.54(17) ? C2 C3 C4 O3 -177.75(15) ? C9 C3 C4 O3 2.9(2) ? C2 C3 C4 C5 1.2(3) ? C9 C3 C4 C5 -178.08(16) ? O3 C4 C5 C6 179.93(16) ? C3 C4 C5 C6 1.0(3) ? C12 O4 C6 C5 -6.6(3) y C12 O4 C6 C1 173.58(16) ? C4 C5 C6 O4 179.52(16) ? C4 C5 C6 C1 -.7(3) ? C2 C1 C6 O4 177.95(15) ? C7 C1 C6 O4 -9.1(2) ? C2 C1 C6 C5 -1.9(3) ? C7 C1 C6 C5 171.06(16) ? C2 C1 C7 O1 -5.8(3) y C6 C1 C7 O1 -178.24(19) ? C2 C3 C9 C10 -103.1(2) ? C4 C3 C9 C10 76.1(2) ? C2 C3 C9 Cl1 75.24(19) y C4 C3 C9 Cl1 -105.46(17) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21107287