#------------------------------------------------------------------------------ #$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $ #$Revision: 176428 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/51/35/4513595.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4513595 loop_ _publ_author_name 'Dobrzycki, Lukasz' 'Taraszewska, Paulina' 'Boese, Roland' 'Cyra\'nski, Micha\/l K.' _publ_section_title ; Pyrrolidine and Its Hydrates in the Solid State ; _journal_issue 10 _journal_name_full 'Crystal Growth & Design' _journal_page_first 4804 _journal_paper_doi 10.1021/acs.cgd.5b00527 _journal_volume 15 _journal_year 2015 _chemical_formula_sum 'C4 H9 N' _chemical_formula_weight 71.12 _chemical_name_common 'Pyrrolidine - HT phase at 165K' _chemical_name_systematic ; Pyrrolidine - high temperature phase at 165K ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 5.3132(6) _cell_length_b 10.6916(15) _cell_length_c 16.268(2) _cell_measurement_reflns_used 4916 _cell_measurement_temperature 165(2) _cell_measurement_theta_max 28.223 _cell_measurement_theta_min 2.502 _cell_volume 924.1(2) _computing_cell_refinement 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_data_collection 'APEX2 v2013.2-0 (Bruker AXS Inc., 2012)' _computing_data_reduction 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_molecular_graphics 'Diamond 2.1 (Branderburg & Putz, 2012)' _computing_publication_material 'APEX2 v2013.2-0 (Bruker AXS Inc., 2012)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 165(2) _diffrn_detector_area_resol_mean 10.4167 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type 'Bruker D8 Venture CMOS area-detector' _diffrn_measurement_method 'phi scan' _diffrn_radiation_monochromator 'Bruker Triumph' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 10086 _diffrn_reflns_theta_full 25.05 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 2.50 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_T_max 0.9817 _exptl_absorpt_correction_T_min 0.9639 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS V2012/1 (Bruker AXS Inc.) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.022 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylindical _exptl_crystal_F_000 320 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.189 _refine_diff_density_min -0.101 _refine_diff_density_rms 0.040 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 50 _refine_ls_number_reflns 812 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.097 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0502 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0728P)^2^+0.2429P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1356 _refine_ls_wR_factor_ref 0.1405 _reflns_number_gt 712 _reflns_number_total 812 _reflns_threshold_expression >2sigma(I) _cod_data_source_file cg5b00527_si_001.cif _cod_data_source_block Pyrrolidine_HT_165K _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius Adding full bibliography for 4513593--4513603.cif. ; _cod_original_sg_symbol_H-M Pbca _cod_database_code 4513595 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' loop_ _atom_site_label _atom_site_type_symbol _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags N1 N 0.4568(2) 0.18023(12) 0.80127(8) 0.0396(4) Uani 1 1 d . H1N H 0.573(4) 0.1766(14) 0.7667(11) 0.052(5) Uiso 1 1 d . C2 C 0.4918(3) 0.07706(14) 0.85940(10) 0.0445(5) Uani 1 1 d . H2A H 0.5410 -0.0001 0.8298 0.053 Uiso 1 1 calc R H2B H 0.3337 0.0607 0.8897 0.053 Uiso 1 1 calc R C3 C 0.6994(3) 0.11639(14) 0.91879(9) 0.0437(5) Uani 1 1 d . H3B H 0.6598 0.0890 0.9755 0.052 Uiso 1 1 calc R H3A H 0.8630 0.0800 0.9023 0.052 Uiso 1 1 calc R C4 C 0.7065(3) 0.25866(14) 0.91330(9) 0.0419(5) Uani 1 1 d . H4A H 0.8725 0.2879 0.8935 0.050 Uiso 1 1 calc R H4B H 0.6722 0.2970 0.9676 0.050 Uiso 1 1 calc R C5 C 0.4992(3) 0.29167(14) 0.85179(10) 0.0433(5) Uani 1 1 d . H5B H 0.3429 0.3152 0.8811 0.052 Uiso 1 1 calc R H5A H 0.5522 0.3629 0.8169 0.052 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0322(7) 0.0528(8) 0.0337(7) 0.0001(5) -0.0029(5) 0.0006(5) C2 0.0419(9) 0.0382(9) 0.0534(9) 0.0014(7) -0.0052(7) -0.0066(6) C3 0.0453(9) 0.0406(9) 0.0454(9) 0.0060(7) -0.0084(7) 0.0008(7) C4 0.0417(9) 0.0413(9) 0.0426(8) -0.0022(7) -0.0053(6) -0.0057(6) C5 0.0435(9) 0.0378(8) 0.0486(9) 0.0025(6) -0.0032(7) 0.0053(6) 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 0.0000 '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 0.0000 '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 N1 C5 103.33(11) C2 N1 H1N 107.8(11) C5 N1 H1N 107.6(11) N1 C2 C3 107.06(11) N1 C2 H2A 110.3 C3 C2 H2A 110.3 N1 C2 H2B 110.3 C3 C2 H2B 110.3 H2A C2 H2B 108.6 C4 C3 C2 104.82(11) C4 C3 H3B 110.8 C2 C3 H3B 110.8 C4 C3 H3A 110.8 C2 C3 H3A 110.8 H3B C3 H3A 108.9 C3 C4 C5 104.53(12) C3 C4 H4A 110.8 C5 C4 H4A 110.8 C3 C4 H4B 110.8 C5 C4 H4B 110.8 H4A C4 H4B 108.9 N1 C5 C4 106.88(12) N1 C5 H5B 110.3 C4 C5 H5B 110.3 N1 C5 H5A 110.3 C4 C5 H5A 110.3 H5B C5 H5A 108.6 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.4649(18) N1 C5 1.4650(19) N1 H1N 0.83(2) C2 C3 1.525(2) C2 H2A 0.9900 C2 H2B 0.9900 C3 C4 1.524(2) C3 H3B 0.9900 C3 H3A 0.9900 C4 C5 1.529(2) C4 H4A 0.9900 C4 H4B 0.9900 C5 H5B 0.9900 C5 H5A 0.9900 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N N1 0.83(2) 2.32(2) 3.1368(13) 165.5(17) 6_657 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 C5 N1 C2 C3 -35.36(16) N1 C2 C3 C4 21.27(15) C2 C3 C4 C5 0.77(15) C2 N1 C5 C4 35.84(16) C3 C4 C5 N1 -22.56(16)