#------------------------------------------------------------------------------ #$Date: 2025-08-19 12:01:59 +0200 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/02/2100269.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_2100269 loop_ _publ_author_name 'Dave Allan, D' _publ_section_title ; The low-temperature and high-pressure crystal structures of cyclobutanol (C~4~H~7~OH) ; _journal_coeditor_code WS5024 _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 449 _journal_page_last 454 _journal_paper_doi 10.1107/S0108768105019191 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety 'C4 H8 O' _chemical_formula_sum 'C4 H8 O' _chemical_formula_weight 72.10 _chemical_melting_point 220 _chemical_name_common Cyclobutanol _space_group_IT_number 33 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.9208(4) _cell_length_b 8.2302(10) _cell_length_c 9.5980(16) _cell_measurement_reflns_used 479 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20 _cell_measurement_theta_min 3 _cell_volume 388.71(9) _computing_cell_refinement BRUKER-SMART _computing_data_collection BRUKER-SMART _computing_data_reduction BRUKER-SAINT _computing_molecular_graphics BRUKER-SHELXTL _computing_publication_material BRUKER-SHELXTL _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.658 _diffrn_measured_fraction_theta_max 0.658 _diffrn_measurement_device_type 'CCD-area detector' _diffrn_measurement_method 'Phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0731 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 747 _diffrn_reflns_theta_full 19.99 _diffrn_reflns_theta_max 19.99 _diffrn_reflns_theta_min 3.26 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_correction_T_min 0.425 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Prism _exptl_crystal_F_000 160 _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _refine_diff_density_max 0.196 _refine_diff_density_min -0.186 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 1(10) _refine_ls_extinction_coef 0 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_hydrogen_treatment riding _refine_ls_matrix_type full _refine_ls_number_parameters 23 _refine_ls_number_reflns 225 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.131 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_gt 0.0708 _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^)+(0.0788P)^2^+0.4005P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1553 _refine_ls_wR_factor_ref 0.1615 _reflns_number_gt 197 _reflns_number_total 225 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ws5024.cif _cod_data_source_block cbutan _cod_database_code 2100269 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' 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 0.3773(15) -0.0358(8) 0.2542(11) 0.031(2) Uiso d D 1 . . C H1A 0.5411 0.0316 0.2603 0.037 Uiso calc R 1 . . H O1 0.4261(10) -0.1676(6) 0.1630(12) 0.040(2) Uiso d D 1 . . O H1 0.3066 -0.2361 0.1729 0.016(17) Uiso calc R 1 . . H C2 0.1304(14) 0.0731(8) 0.2301(13) 0.035(3) Uiso d D 1 . . C H2A 0.1747 0.1777 0.1893 0.042 Uiso calc R 1 . . H H2B -0.0154 0.0205 0.1792 0.042 Uiso calc R 1 . . H C3 0.0851(17) 0.0791(10) 0.3853(14) 0.056(3) Uiso d D 1 . . C H3A -0.1015 0.0591 0.4129 0.067 Uiso calc R 1 . . H H3B 0.1557 0.1764 0.4293 0.067 Uiso calc R 1 . . H C4 0.272(2) -0.0706(9) 0.4002(15) 0.045(3) Uiso d D 1 . . C H4A 0.4090 -0.0597 0.4725 0.054 Uiso calc R 1 . . H H4B 0.1756 -0.1728 0.4085 0.054 Uiso calc R 1 . . 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' 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 O1 C1 C4 118.9(7) O1 C1 C2 119.4(8) C4 C1 C2 88.9(6) O1 C1 H1A 109.3 C4 C1 H1A 109.3 C2 C1 H1A 109.3 C1 O1 H1 109.5 C3 C2 C1 89.2(8) C3 C2 H2A 113.8 C1 C2 H2A 113.8 C3 C2 H2B 113.8 C1 C2 H2B 113.8 H2A C2 H2B 111.0 C2 C3 C4 88.7(7) C2 C3 H3A 113.9 C4 C3 H3A 113.9 C2 C3 H3B 113.9 C4 C3 H3B 113.9 H3A C3 H3B 111.1 C1 C4 C3 88.1(7) C1 C4 H4A 114.0 C3 C4 H4A 114.0 C1 C4 H4B 114.0 C3 C4 H4B 114.0 H4A C4 H4B 111.2 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 O1 . 1.415(11) ? C1 C4 . 1.520(16) ? C1 C2 . 1.527(10) ? C1 H1A . 0.9800 ? O1 H1 . 0.8200 ? C2 C3 . 1.507(17) ? C2 H2A . 0.9700 ? C2 H2B . 0.9700 ? C3 C4 . 1.545(12) ? C3 H3A . 0.9700 ? C3 H3B . 0.9700 ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 68700 2 PubChem 76218