#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/89/2008971.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_2008971 loop_ _publ_author_name 'Hensen, Karl' 'Mayr-Stein, Ralf' 'Bolte, Michael' _publ_section_title ; Isoquinoline ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1565 _journal_page_last 1567 _journal_paper_doi 10.1107/S0108270199006320 _journal_volume 55 _journal_year 1999 _chemical_formula_sum 'C9 H7 N' _chemical_formula_weight 129.16 _chemical_name_systematic ? _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 116.880(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 7.839(2) _cell_length_b 5.9900(10) _cell_length_c 8.244(2) _cell_measurement_reflns_used 8192 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 1 _cell_volume 345.28(14) _computing_cell_refinement SMART _computing_data_collection 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Siemens CCD three-circle' _diffrn_measurement_method \w _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 0.034 _diffrn_reflns_av_sigmaI/netI 0.0144 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 11083 _diffrn_reflns_theta_full 30.51 _diffrn_reflns_theta_max 30.51 _diffrn_reflns_theta_min 2.91 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 1200 _diffrn_standards_number 146 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_correction_T_min 0.957 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 136 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.305 _refine_diff_density_min -0.191 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 62 _refine_ls_number_reflns 1049 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.092 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0470 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0774P)^2^+0.0434P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1331 _reflns_number_gt 916 _reflns_number_total 1049 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sk1296.cif _cod_data_source_block he67 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 345.28(13) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2008971 _cod_database_fobs_code 2008971 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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_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 C1 0.73107(14) 0.65467(18) 0.62301(14) 0.0388(3) Uani d . 1 . . C H1 0.788(2) 0.804(3) 0.6105(19) 0.052(4) Uiso d . 1 . . H C2 0.83598(13) 0.5109(2) 0.76036(13) 0.0456(3) Uani d P 0.50 . . C H2 0.963(4) 0.562(4) 0.847(3) 0.037(6) Uiso d P 0.50 . . H N2 0.83598(13) 0.5109(2) 0.76036(13) 0.0456(3) Uani d P 0.50 . . N C3 0.75575(15) 0.30850(19) 0.77331(13) 0.0424(3) Uani d . 1 . . C H3 0.831(2) 0.203(3) 0.871(2) 0.069(5) Uiso d . 1 . . H C4 0.57319(15) 0.24817(16) 0.65165(12) 0.0363(3) Uani d . 1 . . C H4 0.519(2) 0.105(3) 0.664(2) 0.051(4) Uiso d . 1 . . H C5 0.45989(11) 0.39596(14) 0.50750(11) 0.0284(2) Uani d . 1 . . C 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 0.0339(5) 0.0425(5) 0.0415(5) -0.0095(4) 0.0183(4) -0.0110(4) C2 0.0345(5) 0.0563(6) 0.0387(5) -0.0003(4) 0.0100(4) -0.0075(4) N2 0.0345(5) 0.0563(6) 0.0387(5) -0.0003(4) 0.0100(4) -0.0075(4) C3 0.0457(5) 0.0467(6) 0.0307(5) 0.0136(4) 0.0137(4) 0.0070(4) C4 0.0488(5) 0.0321(5) 0.0348(5) 0.0031(4) 0.0248(4) 0.0029(3) C5 0.0315(4) 0.0299(4) 0.0267(4) -0.0023(3) 0.0159(3) -0.0037(3) 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C5 . 3_666 121.71(9) y C2 C1 H1 . . 120.7(8) ? C5 C1 H1 3_666 . 117.6(8) ? C1 C2 C3 . . 119.35(9) y C1 C2 H2 . . 116.2(15) ? C3 C2 H2 . . 124.4(15) ? C4 C3 C2 . . 122.06(9) y C4 C3 H3 . . 118.1(10) ? C2 C3 H3 . . 119.8(10) ? C3 C4 C5 . . 119.76(9) y C3 C4 H4 . . 120.7(9) ? C5 C4 H4 . . 119.5(9) ? C4 C5 C1 . 3_666 122.88(9) y C4 C5 C5 . 3_666 118.82(10) y C1 C5 C5 3_666 3_666 118.29(10) y 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 . 1.3631(16) y C1 C5 3_666 1.4261(13) y C1 H1 . 1.024(16) ? C2 C3 . 1.3919(17) y C2 H2 . 0.98(3) ? C3 C4 . 1.3736(15) y C3 H3 . 0.986(18) ? C4 C5 . 1.4249(13) y C4 H4 . 0.985(16) ? C5 C1 3_666 1.4261(13) ? C5 C5 3_666 1.4265(16) y 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 C2 H2 N2 3_767 0.98(3) 2.92(3) 3.613(2) 128.6(19) C4 H4 N2 2_646 0.985(16) 3.161(16) 3.8650(16) 129.7(11) C1 H1 N2 2_756 1.024(16) 2.922(15) 3.7477(16) 138.2(11) 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion C5 C1 C2 C3 3_666 . 0.49(15) C1 C2 C3 C4 . . -0.01(16) C2 C3 C4 C5 . . -0.42(15) C3 C4 C5 C1 . 3_666 -179.55(9) C3 C4 C5 C5 . 3_666 0.38(15)