#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/23/2102305.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_2102305 loop_ _publ_author_name 'Parkin, Andrew' 'Oswald, Iain D. H.' 'Parsons, Simon' _publ_section_title ; Structures of piperazine, piperidine and morpholine ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 219 _journal_page_last 227 _journal_volume 60 _journal_year 2004 _chemical_formula_moiety ' C5 H11 N1 ' _chemical_formula_sum 'C5 H11 N' _chemical_formula_weight 85.15 _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_method CRYSTALS_ver_12-03-99 _cell_angle_alpha 90 _cell_angle_beta 96.8000(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.6989(7) _cell_length_b 5.2642(4) _cell_length_c 12.0097(10) _cell_measurement_reflns_used 2867 _cell_measurement_temperature 150 _cell_measurement_theta_max 29 _cell_measurement_theta_min 2 _cell_volume 546.09(8) _computing_cell_refinement ; SAINT (Bruker-AXS, 2002) ; _computing_data_collection ; SMART (Bruker-AXS, 2002) ; _computing_data_reduction ; SAINT (Bruker-AXS, 2002) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1993) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_structure_solution ; SHELXTL (Sheldrick, 1997a) ; _diffrn_ambient_temperature 150 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.941 _diffrn_measurement_device_type ; Bruker SMART ; _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4925 _diffrn_reflns_theta_full 27.593 _diffrn_reflns_theta_max 28.743 _diffrn_reflns_theta_min 2.358 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.924 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Siemens, 1996) ; _exptl_crystal_colour ' colourless ' _exptl_crystal_density_diffrn 1.036 _exptl_crystal_description ' cylinder ' _exptl_crystal_F_000 192.000 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.23 _refine_diff_density_min -0.13 _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 1.0187 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 59 _refine_ls_number_reflns 1319 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0415 _refine_ls_shift/su_max 0.000315 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w = 1/[sigma^2^(F~o~^2^) + (0.06P)^2^ + 0.08P], where P=1/2max(F^2^~o~,0) +2/3F~c~^2^ ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1195 _refine_ls_wR_factor_gt 0.1171 _refine_ls_wR_factor_ref 0.1195 _reflns_number_gt 1145 _reflns_number_total 1319 _reflns_threshold_expression I>2.00u(I) _[local]_cod_data_source_file av5005.cif _[local]_cod_cif_authors_sg_H-M P21/c _[local]_cod_chemical_formula_sum_orig ' C5 H11 N1 ' _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 ; _cod_database_code 2102305 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 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_occupancy _atom_site_type_symbol N1 0.59991(8) 0.12764(14) 0.27879(7) 0.0283 Uani 1.0000 N C2 0.73100(10) 0.08967(18) 0.21494(7) 0.0312 Uani 1.0000 C C3 0.81380(10) -0.15657(18) 0.25104(8) 0.0324 Uani 1.0000 C C4 0.86610(10) -0.15480(18) 0.37626(8) 0.0332 Uani 1.0000 C C5 0.73012(11) -0.09627(19) 0.44112(7) 0.0343 Uani 1.0000 C C6 0.65162(11) 0.14850(18) 0.39861(8) 0.0317 Uani 1.0000 C H1 0.5550(13) 0.265(3) 0.2574(9) 0.037(3) Uiso 1.0000 H H21 0.8033 0.2321 0.2287 0.0375 Uiso 1.0000 H H22 0.6935 0.0811 0.1348 0.0375 Uiso 1.0000 H H31 0.9044 -0.1759 0.2105 0.0392 Uiso 1.0000 H H32 0.7430 -0.2995 0.2332 0.0392 Uiso 1.0000 H H41 0.9461 -0.0248 0.3930 0.0394 Uiso 1.0000 H H42 0.9087 -0.3218 0.3990 0.0394 Uiso 1.0000 H H51 0.7677 -0.0780 0.5209 0.0412 Uiso 1.0000 H H52 0.6553 -0.2360 0.4311 0.0412 Uiso 1.0000 H H61 0.7251 0.2896 0.4115 0.0386 Uiso 1.0000 H H62 0.5621 0.1805 0.4391 0.0386 Uiso 1.0000 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 N1 0.0226(4) 0.0257(4) 0.0361(4) 0.0028(3) 0.0015(3) 0.0018(3) C2 0.0306(4) 0.0360(5) 0.0272(4) 0.0012(3) 0.0040(3) 0.0032(3) C3 0.0286(4) 0.0338(5) 0.0355(5) 0.0047(3) 0.0074(3) -0.0046(3) C4 0.0259(5) 0.0339(5) 0.0388(5) 0.0039(3) -0.0006(3) 0.0056(4) C5 0.0367(5) 0.0381(5) 0.0283(4) -0.0005(4) 0.0048(4) 0.0048(4) C6 0.0332(5) 0.0299(5) 0.0336(5) -0.0004(3) 0.0097(3) -0.0050(3) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C ' 0.0033 0.0016 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 International_Tables_Vol_IV_Table_2.2B 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 C6 111.04(7) yes C2 N1 H1 108.5(8) no C6 N1 H1 108.2(8) no N1 C2 C3 109.84(7) yes N1 C2 H21 109.372 no C3 C2 H21 109.374 no N1 C2 H22 109.383 no C3 C2 H22 109.387 no H21 C2 H22 109.467 no C2 C3 C4 110.70(7) yes C2 C3 H31 109.165 no C4 C3 H31 109.171 no C2 C3 H32 109.161 no C4 C3 H32 109.171 no H31 C3 H32 109.460 no C3 C4 C5 110.34(7) yes C3 C4 H41 109.258 no C5 C4 H41 109.251 no C3 C4 H42 109.256 no C5 C4 H42 109.251 no H41 C4 H42 109.467 no C4 C5 C6 110.21(7) yes C4 C5 H51 109.289 no C6 C5 H51 109.295 no C4 C5 H52 109.282 no C6 C5 H52 109.285 no H51 C5 H52 109.465 no N1 C6 C5 109.96(7) yes N1 C6 H61 109.359 no C5 C6 H61 109.350 no N1 C6 H62 109.351 no C5 C6 H62 109.347 no H61 C6 H62 109.459 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C2 1.4613(11) yes N1 C6 1.4602(11) yes N1 H1 0.849(13) no C2 C3 1.5207(13) yes C2 H21 0.980 no C2 H22 0.980 no C3 C4 1.5189(12) yes C3 H31 0.980 no C3 H32 0.980 no C4 C5 1.5230(12) yes C4 H41 0.980 no C4 H42 0.980 no C5 C6 1.5181(13) yes C5 H51 0.980 no C5 H52 0.980 no C6 H61 0.980 no C6 H62 0.980 no