#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/81/2008178.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_2008178 loop_ _publ_author_name 'H\"okelek, Tuncer' 'K\?il\?i\,c, Zeynel' 'Bilge, Selen' _publ_section_title 2,5,8-Trioxa-16,20-diazatricyclo[20.4.0.0^9,14^]hexacosa-9,11,13,15,20,22,24,26-octaene _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 248 _journal_page_last 250 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C21 H24 N2 O3' _chemical_formula_sum 'C21 H24 N2 O3' _chemical_formula_weight 352.432 _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' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 98.67(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.901(2) _cell_length_b 15.7850(10) _cell_length_c 8.012(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 18 _cell_measurement_theta_min 9 _cell_volume 1863.0(6) _computing_cell_refinement MolEN _computing_data_collection 'MolEN (Fair, 1990)' _computing_data_reduction MolEN _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material MolEN _computing_structure_refinement MolEN _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 2030 _diffrn_reflns_theta_max 26.3 _diffrn_standards_decay_% 1 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.1688 _exptl_absorpt_correction_T_max 0.964 _exptl_absorpt_correction_T_min 0.947 _exptl_absorpt_correction_type 'empirical via \y scans (MolEN; Fair, 1990)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.5131 _exptl_crystal_density_method none _exptl_crystal_description block-like _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.44 _refine_diff_density_min -0.28 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.15 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_number_parameters 126 _refine_ls_number_reflns 1279 _refine_ls_R_factor_obs 0.0691 _refine_ls_shift/esd_max 0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 1/[\s(F)^2^ + (0.02F)^2^ + 1.0]' _refine_ls_wR_factor_obs 0.0750 _reflns_number_observed 1279 _reflns_number_total 1882 _reflns_observed_criterion F>1.5\s(F) _[local]_cod_data_source_file os1040.cif _[local]_cod_data_source_block os1040 _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_database_code 2008178 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,-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 -x+1/2,-y+1/2,-z x+1/2,-y+1/2,z+1/2 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv O1 0.33750(10) 0.97430(10) 0.1492(3) 0.0553(5) O2 0.500 1.0571(4) 0.250 0.2409(3) N1 0.3647(2) 0.7228(2) 0.1844(3) 0.0454(5) C1 0.500 0.6333(3) 0.250 0.0448(9) C2 0.4407(2) 0.6846(2) 0.1175(4) 0.0468(6) C3 0.3528(2) 0.8011(2) 0.1655(4) 0.0413(6) C4 0.2768(2) 0.8460(2) 0.2251(4) 0.0382(6) C5 0.2108(2) 0.8019(2) 0.2942(4) 0.0488(7) C6 0.1400(2) 0.8435(2) 0.3522(5) 0.0587(8) C7 0.1341(2) 0.9302(2) 0.3400(4) 0.0560(7) C8 0.1982(2) 0.9759(2) 0.2730(4) 0.0501(7) C9 0.2701(2) 0.9345(2) 0.2153(4) 0.0413(6) C10 0.3462(2) 1.0639(2) 0.1689(5) 0.0624(8) C11 0.4328(3) 1.0901(3) 0.1490(10) 0.1534(2) H11 0.538 0.596 0.194 0.0507(7) H21 0.477 0.726 0.071 0.0520(7) H22 0.416 0.646 0.023 0.0558(7) H31 0.392 0.836 0.106 0.0532(7) H51 0.215 0.742 0.302 0.0609 H61 0.100 0.813 0.407 0.0723(9) H71 0.086 0.960 0.384 0.0748(9) H81 0.195 1.035 0.274 0.0571(7) H101 0.345 1.078 0.284 0.0786 H102 0.298 1.092 0.099 0.0786 H111 0.435 1.150 0.143 0.1471 H112 0.439 1.066 0.043 0.1471 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 O1 0.0460(10) 0.0350(10) 0.087(2) 0.0020(10) 0.0190(10) 0.0060(10) O2 0.062(2) 0.072(3) 0.540(10) 0 -0.100(4) 0 N1 0.0410(10) 0.0400(10) 0.0570(10) 0.0080(10) 0.0120(10) 0.0030(10) C1 0.038(2) 0.029(2) 0.068(3) 0 0.011(2) 0 C2 0.045(2) 0.046(2) 0.050(2) 0.0090(10) 0.0120(10) -0.0060(10) C3 0.0390(10) 0.041(2) 0.045(2) 0.0030(10) 0.0080(10) 0.0030(10) C4 0.0360(10) 0.0390(10) 0.0390(10) 0.0040(10) 0.0050(10) 0.0010(10) C5 0.047(2) 0.040(2) 0.060(2) 0.0050(10) 0.0140(10) 0.006(2) C6 0.049(2) 0.060(2) 0.071(2) 0.002(2) 0.0240(10) 0.010(2) C7 0.047(2) 0.063(2) 0.061(2) 0.017(2) 0.0170(10) 0.003(2) C8 0.048(2) 0.041(2) 0.061(2) 0.0130(10) 0.0070(10) 0.001(2) C9 0.0350(10) 0.041(2) 0.047(2) 0.0040(10) 0.0020(10) 0.0020(10) C10 0.053(2) 0.035(2) 0.095(3) 0.001(2) -0.001(2) 0.011(2) C11 0.079(3) 0.054(3) 0.330(9) -0.010(2) 0.038(4) -0.003(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C3 C4 . . 1.476(4) yes C3 N1 . . 1.254(4) yes C3 H31 . . 0.976 no C9 O1 . . 1.359(4) yes C9 C4 . . 1.402(4) yes C9 C8 . . 1.392(4) yes O1 C10 . . 1.427(4) yes C4 C5 . . 1.388(4) yes N1 C2 . . 1.455(4) yes C5 C6 . . 1.382(5) yes C5 H51 . . 0.950 no C7 C6 . . 1.374(5) yes C7 C8 . . 1.371(5) yes C7 H71 . . 0.967 no C6 H61 . . 0.925 no C1 C2 . . 1.512(4) yes C1 H11 . . 0.979 no C2 H21 . . 0.957 no C2 H22 . . 0.993 no C10 C11 . . 1.387(7) yes C10 H101 . . 0.952 no C10 H102 . . 0.949 no O2 C11 . . 1.299(6) yes C11 H111 . . 0.949 no C11 H112 . . 0.946 no C8 H81 . . 0.934 no 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 C4 C3 N1 122.4(3) yes C4 C3 H31 115.0 no N1 C3 H31 122.5 no O1 C9 C4 115.6(3) yes O1 C9 C8 124.4(3) yes C4 C9 C8 120.1(3) yes C9 O1 C10 118.4(3) yes C3 C4 C9 120.8(3) yes C3 C4 C5 120.9(3) yes C9 C4 C5 118.3(3) yes C3 N1 C2 117.9(3) yes C4 C5 C6 121.3(3) yes C4 C5 H51 119.1 no C6 C5 H51 119.6 no C6 C7 C8 120.8(3) yes C6 C7 H71 119.7 no C8 C7 H71 119.5 no C5 C6 C7 119.5(3) yes C5 C6 H61 119.9 no C7 C6 H61 120.4 no C2 C1 H11 108.8 no N1 C2 C1 111.6(2) yes N1 C2 H21 111.8 no N1 C2 H22 108.3 no C1 C2 H21 109.7 no C1 C2 H22 108.6 no H21 C2 H22 106.6 no O1 C10 C11 110.8(3) yes O1 C10 H101 109.3 no O1 C10 H102 110.4 no C11 C10 H101 101.3 no C11 C10 H102 115.3 no H101 C10 H102 109.4 no C10 C11 O2 116.9(6) yes C10 C11 H111 110.4 no C10 C11 H112 101.7 no O2 C11 H111 113.5 no O2 C11 H112 103.4 no H111 C11 H112 109.9 no C9 C8 C7 120.0(3) yes C9 C8 H81 120.6 no C7 C8 H81 119.2 no 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 N1 C3 C4 C9 174.3(3) yes N1 C3 C4 C5 -4.9(5) yes C4 C3 N1 C2 178.7(3) yes C4 C9 O1 C10 -166.5(3) yes C8 C9 O1 C10 12.7(5) yes O1 C9 C4 C3 -0.3(4) no O1 C9 C4 C5 178.9(3) no C8 C9 C4 C3 -179.6(3) no C8 C9 C4 C5 -0.4(4) no O1 C9 C8 C7 -179.0(3) no C4 C9 C8 C7 0.2(5) no C9 O1 C10 C11 159.4(5) yes C3 C4 C5 C6 179.2(3) no C9 C4 C5 C6 0.0(7) no C3 N1 C2 C1 127.3(3) yes C4 C5 C6 C7 0.6(5) no C8 C7 C6 C5 -0.9(5) no C6 C7 C8 C9 0.4(5) no O1 C10 C11 O2 -58.1(7) yes