#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005106.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_2005106 loop_ _publ_author_name 'Ray, J. K.' 'Haldar, M. K.' 'Nigam, G. D.' 'Sivakumar, K.' 'Fun, H.-K.' _publ_section_title ; 8,9,10,11-Tetrahydrobenz[c]acridine ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1813 _journal_page_last 1815 _journal_paper_doi 10.1107/S0108270196002132 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C17 H15 N1' _chemical_formula_sum 'C17 H15 N' _chemical_formula_weight 233.30 _chemical_name_systematic ; 8,9,10,11-Tetrahydrobenz[c]acridine. ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90 _cell_angle_beta 105.539(9) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.4402(8) _cell_length_b 14.8767(13) _cell_length_c 11.5652(12) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 8 _cell_volume 1233.3(2) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL/PC _computing_publication_material 'SHELXL93. Molecular geometry: PARST (Nardelli, 1983b)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXTL/PC (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method \q/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 0.0235 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 3721 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.28 _diffrn_standards_decay_% 3 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'rectangular slab' _exptl_crystal_F_000 496 _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.265 _refine_diff_density_min -0.144 _refine_ls_extinction_coef 0.029(4) _refine_ls_extinction_method SHELXL93 _refine_ls_goodness_of_fit_all 1.064 _refine_ls_goodness_of_fit_obs 1.187 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 224 _refine_ls_number_reflns 2827 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.064 _refine_ls_restrained_S_obs 1.187 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_obs 0.0429 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0803P)^2^ + 0.0166P] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.1356 _refine_ls_wR_factor_obs 0.1279 _reflns_number_observed 2078 _reflns_number_total 2827 _reflns_observed_criterion >2sigma(I) _cod_data_source_file cf1059.cif _cod_data_source_block jrmh1 _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 (21 time). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C17 H15 N1' _cod_database_code 2005106 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -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 0.0338(5) 0.0440(5) 0.0350(5) -0.0018(4) 0.0081(4) -0.0013(4) C1 0.0366(6) 0.0387(6) 0.0344(5) 0.0009(5) 0.0071(4) -0.0011(4) C2 0.0371(7) 0.0624(8) 0.0428(6) -0.0048(6) 0.0044(5) -0.0078(6) C3 0.0518(8) 0.0593(9) 0.0436(7) -0.0065(7) -0.0004(6) -0.0065(6) C4 0.0618(9) 0.0553(8) 0.0347(6) -0.0023(7) 0.0007(6) -0.0022(6) C5 0.0569(8) 0.0555(8) 0.0341(6) 0.0018(6) 0.0133(6) -0.0014(5) C6 0.0414(6) 0.0396(6) 0.0346(6) 0.0043(5) 0.0107(5) 0.0005(5) C7 0.0379(6) 0.0525(7) 0.0401(6) 0.0047(5) 0.0168(5) 0.0015(5) C8 0.0333(6) 0.0421(6) 0.0391(6) 0.0031(5) 0.0098(5) 0.0029(5) C9 0.0315(6) 0.0552(7) 0.0498(7) 0.0008(5) 0.0123(5) 0.0016(6) C10 0.0314(6) 0.0475(7) 0.0499(7) -0.0003(5) 0.0020(5) -0.0006(5) C11 0.0378(6) 0.0356(6) 0.0372(6) 0.0013(5) 0.0030(5) 0.0020(4) C12 0.0498(8) 0.0446(7) 0.0391(6) -0.0019(6) -0.0013(5) -0.0024(5) C13 0.0684(10) 0.0641(9) 0.0338(6) -0.0048(7) 0.0082(6) -0.0046(6) C14 0.0617(9) 0.0813(10) 0.0413(7) -0.0125(8) 0.0198(6) -0.0044(7) C15 0.0447(7) 0.0636(8) 0.0387(6) -0.0088(6) 0.0118(5) -0.0029(6) C16 0.0370(6) 0.0369(6) 0.0342(5) 0.0005(5) 0.0075(5) 0.0021(4) C17 0.0315(6) 0.0355(6) 0.0336(5) 0.0015(4) 0.0072(4) 0.0027(4) loop_ _atom_site_label _atom_site_occupancy _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_type_symbol N1 1 .24170(13) .39584(7) .50480(8) .0378(3) Uani d N C1 1 .2815(2) .40870(7) .62271(10) .0370(3) Uani d C C2 1 .4846(2) .42365(11) .68532(12) .0487(3) Uani d C C3 1 .5208(2) .45623(11) .81471(12) .0541(4) Uani d C C4 1 .4048(2) .40396(10) .88069(11) .0529(4) Uani d C C5 1 .1983(2) .41917(10) .82232(11) .0486(3) Uani d C C6 1 .1457(2) .40436(8) .68801(10) .0385(3) Uani d C C7 1 -.0336(2) .38547(9) .62510(11) .0423(3) Uani d C C8 1 -.0809(2) .36977(8) .50104(10) .0382(3) Uani d C C9 1 -0.2656(2) .34648(9) .43224(11) .0452(3) Uani d C C10 1 -0.3021(2) .32843(9) .31385(11) .0447(3) Uani d C C11 1 -0.1594(2) .33440(8) .25206(10) .0382(3) Uani d C C12 1 -0.1975(2) .31635(9) .12781(11) .0470(3) Uani d C C13 1 -.0605(2) .32280(11) .07005(12) .0565(4) Uani d C C14 1 .1201(2) .34747(11) .13325(12) .0603(4) Uani d C C15 1 .1619(2) .36503(10) .25416(11) .0488(3) Uani d C C16 1 .0238(2) .35876(8) .31588(10) .0364(3) Uani d C C17 1 .06394(15) .37605(7) .44404(9) .0338(3) Uani d C H2B 1 .549(3) .3619(12) .6857(14) .073(5) Uiso d H H2A 1 .538(2) .4642(10) .6369(13) .056(4) Uiso d H H3A 1 .485(2) .5232(11) .8160(13) .066(4) Uiso d H H3B 1 .658(2) .4504(10) .8569(14) .060(4) Uiso d H H4A 1 .437(2) .4227(10) .9671(14) .061(4) Uiso d H H4B 1 .441(2) .3352(12) .8795(14) .071(5) Uiso d H H5A 1 .166(2) .4832(11) .8366(13) .064(4) Uiso d H H5B 1 .124(3) .3784(11) .8583(15) .068(5) Uiso d H H7 1 -0.131(2) .3819(9) .6682(13) .054(4) Uiso d H H9 1 -0.368(2) .3433(10) .4730(12) .052(4) Uiso d H H10 1 -0.428(2) .3082(10) .2672(12) .055(4) Uiso d H H12 1 -0.324(2) .2968(10) .0849(14) .058(4) Uiso d H H13 1 -.089(2) .3090(11) -.0151(17) .079(5) Uiso d H H14 1 .222(3) .3525(11) .0926(14) .069(5) Uiso d H H15 1 .283(2) .3819(10) .2956(14) .059(4) Uiso d 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 N1 C17 118.81(10) N1 C1 C6 123.10(11) N1 C1 C2 115.67(10) C6 C1 C2 121.16(10) C1 C2 C3 114.12(11) C4 C3 C2 110.91(12) C3 C4 C5 110.17(11) C6 C5 C4 112.76(11) C7 C6 C1 117.36(10) C7 C6 C5 121.58(11) C1 C6 C5 121.05(11) C6 C7 C8 121.37(11) C7 C8 C17 116.99(11) C7 C8 C9 123.27(11) C17 C8 C9 119.73(10) C10 C9 C8 120.92(11) C9 C10 C11 121.25(11) C16 C11 C12 118.86(11) C16 C11 C10 119.71(10) C12 C11 C10 121.42(11) C13 C12 C11 120.78(13) C12 C13 C14 120.19(12) C15 C14 C13 120.49(13) C14 C15 C16 120.53(13) C15 C16 C11 119.15(11) C15 C16 C17 121.91(10) C11 C16 C17 118.94(10) N1 C17 C8 122.35(10) N1 C17 C16 118.22(10) C8 C17 C16 119.42(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C1 1.3294(14) yes N1 C17 1.3534(14) yes C1 C6 1.416(2) yes C1 C2 1.507(2) yes C2 C3 1.527(2) yes C3 C4 1.511(2) yes C4 C5 1.520(2) yes C5 C6 1.513(2) yes C6 C7 1.367(2) yes C7 C8 1.402(2) yes C8 C17 1.409(2) yes C8 C9 1.434(2) yes C9 C10 1.349(2) yes C10 C11 1.433(2) yes C11 C16 1.412(2) yes C11 C12 1.414(2) yes C12 C13 1.364(2) yes C13 C14 1.395(2) yes C14 C15 1.374(2) yes C15 C16 1.403(2) yes C16 C17 1.4543(14) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 2567981 2 PubChem 3320404