#------------------------------------------------------------------------------ #$Date: 2015-03-07 22:01:12 +0000 (Sat, 07 Mar 2015) $ #$Revision: 133632 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006391.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_2006391 loop_ _publ_author_name 'Blake, Alexander J.' 'McNab, Hamish' 'Thornley, Craig' _publ_section_title ; Four Methyl Azolyl-3-propenoates ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1093 _journal_page_last 1097 _journal_paper_doi 10.1107/S0108270197004952 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C7 H8 N2 O2, 0.5H2 O' _chemical_formula_sum 'C7 H9 N2 O2.5' _chemical_formula_weight 161.16 _chemical_name_systematic ; methyl (E)-3-(imidazol-4-yl)propenoate hemihydrate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 93.36(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.498(3) _cell_length_b 12.564(4) _cell_length_c 16.296(13) _cell_measurement_reflns_used 18 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 16 _cell_measurement_theta_min 15 _cell_volume 1532.5(15) _computing_cell_refinement DIF4 _computing_data_collection 'DIF4 (Stoe & Cie, 1991a)' _computing_data_reduction 'REDU4 (Stoe & Cie, 1991b)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1994)' _computing_publication_material SHELXL-96 _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 173(2) _diffrn_measurement_device ; Stoe Stadi4 four-circle with Oxford Cryosystems open-flow cryostat (Cosier & Glazer, 1986) ; _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0 _diffrn_reflns_av_sigmaI/netI 0.0099 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1345 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 2.50 _diffrn_standards_decay_% 'variation +- 1.5' _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.397 _exptl_crystal_density_meas ? _exptl_crystal_description tablet _exptl_crystal_F_000 680 _exptl_crystal_size_max 0.77 _exptl_crystal_size_mid 0.77 _exptl_crystal_size_min 0.42 _refine_diff_density_max 0.20 _refine_diff_density_min -0.16 _refine_ls_extinction_coef 0.0044(12) _refine_ls_extinction_method 'SHELXL96 (Sheldrick, 1996)' _refine_ls_goodness_of_fit_all 1.057 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_hydrogen_treatment 'H atoms freely refined with common U~iso~ = 0.042(2) \%A^2^' _refine_ls_matrix_type full _refine_ls_number_parameters 142 _refine_ls_number_reflns 1345 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.057 _refine_ls_restrained_S_obs 1.075 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_obs .0333 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.058P)^2^+0.924P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.0955 _refine_ls_wR_factor_obs .0926 _reflns_number_observed 1234 _reflns_number_total 1345 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ha1192.cif _cod_data_source_block 2 _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (11 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_cif_authors_sg_H-M 'C 2/c' _cod_chemical_formula_sum_orig 'C7 H9 N2 O2.50' _cod_database_code 2006391 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' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 N1 .0304(6) .0198(6) .0354(7) -.0006(5) .0072(5) .0027(5) C2 .0315(7) .0235(7) .0281(7) .0024(5) .0013(5) .0025(5) N3 .0297(6) .0224(6) .0259(6) .0001(4) -.0013(4) .0014(4) C4 .0238(6) .0211(6) .0255(7) .0038(5) .0011(5) -.0020(5) C5 .0278(7) .0240(7) .0309(7) -.0005(5) .0017(5) -.0043(5) C6 .0274(7) .0245(7) .0237(7) .0054(5) -.0009(5) -.0031(5) C7 .0308(7) .0242(7) .0212(7) .0032(5) -.0006(5) -.0005(5) C8 .0320(7) .0214(6) .0237(7) .0059(5) .0027(5) -.0020(5) O8 .0539(7) .0358(6) .0221(5) -.0041(5) -.0034(5) -.0021(4) O9 .0362(6) .0291(5) .0239(5) -.0017(4) .0020(4) .0041(4) C9 .0408(8) .0326(8) .0301(8) .0059(7) .0088(6) .0077(6) O1W .0273(7) .0191(6) .0272(7) .000 -.0012(5) .000 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol N1 -.32112(15) .40493(9) .67724(7) .0283(3) Uani d . 1 . N H1 -.371(2) .3511(14) .7014(10) .033(4) Uiso d . 1 . H C2 -.21699(18) .48050(10) .71473(9) .0277(3) Uani d . 1 . C H2 -.187(2) .4797(13) .7760(10) .035(4) Uiso d . 1 . H N3 -.16118(15) .55109(8) .66249(7) .0261(3) Uani d . 1 . N C4 -.23240(16) .51805(10) .58622(8) .0235(3) Uani d . 1 . C C5 -.33136(18) .42771(11) .59538(9) .0275(3) Uani d . 1 . C H5 -.398(2) .3846(13) .5575(10) .032(4) Uiso d . 1 . H C6 -.19981(17) .57238(10) .51042(8) .0253(3) Uani d . 1 . C H6 -.264(2) .5444(13) .4618(10) .034(4) Uiso d . 1 . H C7 -.09274(18) .65578(10) .50301(8) .0255(3) Uani d . 1 . C H7 -.027(2) .6855(13) .5502(10) .034(4) Uiso d . 1 . H C8 -.06757(18) .70437(10) .42228(8) .0257(3) Uani d . 1 . C O8 -.14772(15) .68169(8) .35832(6) .0375(3) Uani d . 1 . O O9 .06004(13) .78004(7) .42881(6) .0297(3) Uani d . 1 . O C9 .1022(2) .83251(12) .35344(9) .0342(4) Uani d . 1 . C H9A .216(3) .8744(16) .3650(12) .056(5) Uiso d . 1 . H H9B .114(2) .7797(14) .3112(12) .042(5) Uiso d . 1 . H H9C .007(3) .8824(15) .3342(11) .050(5) Uiso d . 1 . H O1W -.5000 .22953(10) .7500 .0247(3) Uani d S 1 . O H1W -.444(2) .1845(14) .7837(10) .042(5) Uiso d . 1 . H 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 N1 C5 107.03(12) yes N3 C2 N1 112.23(13) yes C2 N3 C4 104.95(12) yes C5 C4 N3 109.45(12) yes C5 C4 C6 127.22(12) yes N3 C4 C6 123.31(12) yes N1 C5 C4 106.33(12) yes C7 C6 C4 125.68(13) yes C6 C7 C8 121.16(13) yes O8 C8 O9 123.36(12) yes O8 C8 C7 126.20(13) yes O9 C8 C7 110.44(11) yes C8 O9 C9 116.36(11) yes 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 N1 C2 . 1.3523(19) yes N1 C5 . 1.362(2) yes C2 N3 . 1.3147(19) yes N3 C4 . 1.3873(19) yes C4 C5 . 1.3690(19) yes C4 C6 . 1.445(2) yes C6 C7 . 1.330(2) yes C7 C8 . 1.473(2) yes C8 O8 . 1.2063(18) yes C8 O9 . 1.3486(17) yes O9 C9 . 1.4452(18) yes 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 C5 N1 C2 N3 0.71(15) N1 C2 N3 C4 -0.73(15) C2 N3 C4 C5 0.47(14) C2 N3 C4 C6 -178.37(12) C2 N1 C5 C4 -0.37(14) N3 C4 C5 N1 -0.06(15) C6 C4 C5 N1 178.72(12) C5 C4 C6 C7 -174.98(13) N3 C4 C6 C7 3.6(2) C4 C6 C7 C8 179.26(11) C6 C7 C8 O8 6.5(2) C6 C7 C8 O9 -173.64(11) O8 C8 O9 C9 -1.80(19) C7 C8 O9 C9 178.33(11)