#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006246.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_2006246 loop_ _publ_author_name 'Scherowsky, G\"unter' 'Frackowiak, Esther' 'Adam, David' _publ_section_title ; 4,5,6,7,8,9-Hexamethoxyindeno[1,2,3-ij]isoquinoline ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9700005 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C21 H21 N O6' _chemical_formula_weight 383.39 _chemical_name_common 4,5,6,7,8,9-Hexamethoxy-indeno[1,2,3-ij]isoquinoline _chemical_name_systematic ; ? ; _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 107.55(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 19.133(2) _cell_length_b 10.2247(10) _cell_length_c 20.0835(14) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.3 _cell_measurement_theta_min 2.6 _cell_volume 3746.0(7) _computing_cell_refinement 'Siemens XSCANS' _computing_data_collection 'Siemens XSCANS' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _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 0.1172 _diffrn_reflns_av_sigmaI/netI 0.0973 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 7131 _diffrn_reflns_theta_max 24.87 _diffrn_reflns_theta_min 2.66 _diffrn_standards_decay_% 2 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type none _exptl_crystal_colour clear _exptl_crystal_density_diffrn 1.360 _exptl_crystal_description prism _exptl_crystal_F_000 1616 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.289 _refine_diff_density_min -0.329 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.191 _refine_ls_goodness_of_fit_obs 1.319 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 253 _refine_ls_number_reflns 3235 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.193 _refine_ls_restrained_S_obs 1.319 _refine_ls_R_factor_all 0.1498 _refine_ls_R_factor_obs .0691 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.2177 _refine_ls_wR_factor_obs .1663 _reflns_number_observed 1655 _reflns_number_total 3236 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file qa0003.cif _[local]_cod_data_source_block cl _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_original_cell_volume 3745.9(6) _cod_database_code 2006246 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_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 C1 .8356(2) .8534(4) .4863(3) .0610(12) Uani d . 1 . C C2 .7804(2) .8199(3) .4290(3) .0567(11) Uani d . 1 . C C3 .7721(2) .6870(3) .4074(2) .0505(10) Uani d . 1 . C C4 .8229(2) .6028(3) .4491(2) .0467(9) Uani d . 1 . C C5 .8786(2) .6465(3) .5080(2) .0487(10) Uani d . 1 . C C6 .7184(2) .6299(3) .3499(2) .0556(11) Uani d . 1 . C C7 .7192(2) .4967(4) .3403(2) .0537(11) Uani d . 1 . C C8 .7724(2) .4119(3) .3869(2) .0501(10) Uani d . 1 . C C9 .8253(2) .4647(3) .4413(2) .0477(10) Uani d . 1 . C C10 .8884(2) .4195(3) .4993(2) .0475(10) Uani d . 1 . C C11 .9212(2) .5296(3) .5408(2) .0488(10) Uani d . 1 . C C12 .9817(2) .5198(4) .5980(2) .0565(11) Uani d . 1 . C C13 1.0122(2) .3962(4) .6178(2) .0590(11) Uani d . 1 . C C14 .9812(2) .2877(3) .5784(2) .0544(11) Uani d . 1 . C C15 .9202(2) .2969(3) .5203(2) .0487(10) Uani d . 1 . C C16 .5945(2) .6911(4) .2927(3) .0767(15) Uani d . 1 . C C17 .6890(2) .4123(5) .2266(3) .084(2) Uani d . 1 . C C18 .7182(2) .2090(4) .3954(3) .083(2) Uani d . 1 . C C19 1.1041(3) .4769(5) .7171(3) .086(2) Uani d . 1 . C C20 .9834(3) .0968(5) .6436(3) .091(2) Uani d . 1 . C C21 .9252(2) .1383(4) .4383(3) .0758(14) Uani d . 1 . C N1 .8869(2) .7694(3) .5290(2) .0580(10) Uani d . 1 . N O1 .67040(14) .7125(3) .3040(2) .0738(10) Uani d . 1 . O O2 .66578(13) .4386(3) .2854(2) .0609(8) Uani d . 1 . O O3 .76913(14) .2805(2) .3702(2) .0623(8) Uani d . 1 . O O4 1.0722(2) .3717(3) .6738(2) .0819(10) Uani d . 1 . O O5 1.01356(14) .1661(2) .5983(2) .0666(9) Uani d . 1 . O O6 .88939(13) .1854(2) .4861(2) .0580(8) Uani d . 1 . O H11 .8461 .9394 .5062 .050 Uiso d . 1 . H H21 .7461 .8874 .4032 .050 Uiso d . 1 . H H121 1.0021 .5962 .6275 .050 Uiso d . 1 . H H161 .5838 .6558 .3281 .050 Uiso d . 1 . H H162 .5817 .7338 .2545 .050 Uiso d . 1 . H H163 .5812 .6124 .2456 .080 Uiso d . 1 . H H171 .7281 .3759 .2428 .050 Uiso d . 1 . H H172 .6552 .3827 .1973 .050 Uiso d . 1 . H H173 .7011 .5056 .2088 .080 Uiso d . 1 . H H181 .7409 .1855 .4425 .050 Uiso d . 1 . H H182 .6734 .2268 .3678 .050 Uiso d . 1 . H H183 .7084 .1421 .3508 .080 Uiso d . 1 . H H191 1.1169 .5495 .6786 .050 Uiso d . 1 . H H192 1.1403 .4385 .7507 .050 Uiso d . 1 . H H193 1.0672 .5221 .7448 .080 Uiso d . 1 . H H201 1.0200 .0332 .6784 .050 Uiso d . 1 . H H202 .9451 .1066 .6436 .050 Uiso d . 1 . H H203 .9689 .0267 .6096 .080 Uiso d . 1 . H H211 .9215 .1856 .3944 .050 Uiso d . 1 . H H212 .9770 .1474 .4605 .080 Uiso d . 1 . H H213 .9059 .0520 .4325 .080 Uiso d . 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 C1 .067(3) .034(2) .084(4) -.001(2) .025(2) .002(2) C2 .056(2) .034(2) .075(3) .002(2) .013(2) .012(2) C3 .047(2) .037(2) .063(3) .001(2) .009(2) .008(2) C4 .046(2) .036(2) .056(3) .000(2) .012(2) .001(2) C5 .045(2) .037(2) .062(3) .000(2) .014(2) .002(2) C6 .042(2) .047(2) .072(3) .005(2) .009(2) .016(2) C7 .042(2) .048(2) .064(3) -.003(2) .006(2) .001(2) C8 .047(2) .035(2) .062(3) -.001(2) .006(2) -.002(2) C9 .042(2) .035(2) .061(3) .0014(15) .007(2) .002(2) C10 .042(2) .035(2) .059(3) -.0007(15) .006(2) .002(2) C11 .042(2) .043(2) .057(3) .001(2) .010(2) .002(2) C12 .044(2) .047(2) .070(3) -.003(2) .005(2) -.001(2) C13 .044(2) .058(2) .064(3) .004(2) .001(2) .004(2) C14 .046(2) .044(2) .070(3) .007(2) .011(2) .010(2) C15 .040(2) .037(2) .066(3) -.001(2) .011(2) .004(2) C16 .050(2) .074(3) .089(4) .004(2) -.005(2) .031(3) C17 .053(3) .104(4) .079(4) .000(2) -.003(2) -.022(3) C18 .064(3) .062(3) .105(4) -.020(2) -.001(3) .008(3) C19 .076(3) .092(3) .067(3) .001(3) -.013(3) -.002(3) C20 .075(3) .080(3) .122(5) .027(3) .037(3) .049(3) C21 .073(3) .054(2) .101(4) -.005(2) .026(3) -.010(3) N1 .057(2) .037(2) .077(3) -.0051(14) .017(2) -.005(2) O1 .048(2) .057(2) .103(3) .0035(12) .003(2) .031(2) O2 .048(2) .066(2) .061(2) -.0029(12) .0045(13) -.007(2) O3 .057(2) .0432(15) .077(2) .0028(12) .0057(14) -.0094(14) O4 .060(2) .077(2) .083(2) .0114(15) -.016(2) .003(2) O5 .055(2) .050(2) .092(2) .0154(12) .017(2) .021(2) O6 .0490(14) .0365(13) .084(2) -.0005(11) .0127(14) -.0015(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 C1 C2 . 1.351(6) ? C1 N1 . 1.388(5) ? C2 C3 . 1.421(5) ? C3 C4 . 1.377(5) ? C3 C6 . 1.420(6) ? C4 C5 . 1.405(5) ? C4 C9 . 1.423(5) ? C5 N1 . 1.320(5) ? C5 C11 . 1.485(5) ? C6 O1 . 1.377(4) ? C6 C7 . 1.376(5) ? C7 O2 . 1.389(5) ? C7 C8 . 1.446(5) ? C8 C9 . 1.358(5) ? C8 O3 . 1.381(4) ? C9 C10 . 1.476(5) ? C10 C15 . 1.401(5) ? C10 C11 . 1.429(5) ? C11 C12 . 1.366(5) ? C12 C13 . 1.399(5) ? C13 O4 . 1.365(5) ? C13 C14 . 1.388(6) ? C14 O5 . 1.393(4) ? C14 C15 . 1.382(6) ? C15 O6 . 1.370(4) ? C16 O1 . 1.418(5) ? C17 O2 . 1.409(6) ? C18 O3 . 1.427(5) ? C19 O4 . 1.402(6) ? C20 O5 . 1.408(5) ? C21 O6 . 1.421(5) ? 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 C2 C1 N1 126.5(3) C1 C2 C3 119.3(3) C4 C3 C6 116.2(3) C4 C3 C2 114.8(3) C6 C3 C2 129.0(3) C3 C4 C5 122.0(3) C3 C4 C9 126.5(4) C5 C4 C9 111.5(3) N1 C5 C4 124.0(4) N1 C5 C11 128.9(4) C4 C5 C11 107.1(3) O1 C6 C7 123.1(4) O1 C6 C3 117.7(3) C7 C6 C3 119.1(3) C6 C7 O2 119.9(3) C6 C7 C8 122.5(4) O2 C7 C8 117.6(3) C9 C8 O3 123.4(3) C9 C8 C7 119.4(3) O3 C8 C7 117.0(3) C8 C9 C4 116.2(3) C8 C9 C10 138.1(3) C4 C9 C10 105.7(3) C15 C10 C11 117.0(3) C15 C10 C9 134.0(3) C11 C10 C9 108.9(3) C12 C11 C10 123.0(3) C12 C11 C5 130.2(3) C10 C11 C5 106.8(3) C11 C12 C13 118.8(3) O4 C13 C14 115.6(3) O4 C13 C12 125.1(4) C14 C13 C12 119.3(3) C13 C14 O5 118.3(3) C13 C14 C15 122.3(3) O5 C14 C15 119.5(4) O6 C15 C14 119.5(3) O6 C15 C10 120.8(3) C14 C15 C10 119.6(3) C5 N1 C1 113.4(3) C6 O1 C16 117.2(3) C7 O2 C17 113.8(3) C8 O3 C18 113.4(3) C13 O4 C19 118.1(3) C14 O5 C20 113.6(3) C15 O6 C21 113.5(3)