#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/02/2100268.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_2100268
loop_
_publ_author_name
'Dave Allan, D'
_publ_section_title
;
 The low-temperature and high-pressure crystal structures of
 cyclobutanol (C₄H₇OH)
;
_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           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_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            16
_cell_length_a                   9.3312(15)
_cell_length_b                   13.642(2)
_cell_length_c                   13.619(2)
_cell_measurement_reflns_used    3363
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      3.8
_cell_volume                     1733.6(5)
_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    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_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  0.0508
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5003
_diffrn_reflns_theta_full        28.59
_diffrn_reflns_theta_max         28.59
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Ref: SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.217
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -10(10)
_refine_ls_extinction_coef       0.0080(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     108
_refine_ls_number_reflns         1093
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0468
_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/[σ²(Fo²)+(0.0649P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1063
_reflns_number_gt                922
_reflns_number_total             1093
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ws5024.cif
_cod_data_source_block           cb100k
_cod_original_cell_volume        1733.7(5)
_cod_database_code               2100268
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, 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
C11 0.0545(3) 0.22494(19) 0.79351(17) 0.0293(5) Uani d . 1 . . C
H11 0.1477 0.2006 0.7666 0.020(6) Uiso calc R 1 . . H
O1 0.06638(17) 0.23508(13) 0.89729(12) 0.0331(4) Uani d . 1 . . O
H1 -0.0037 0.2673 0.9186 0.044(8) Uiso calc R 1 . . H
C12 -0.0687(3) 0.16276(19) 0.75094(17) 0.0316(5) Uani d . 1 . . C
H122 -0.1562 0.1620 0.7920 0.043(8) Uiso calc R 1 . . H
H121 -0.0401 0.0956 0.7316 0.036(7) Uiso calc R 1 . . H
C13 -0.0742(3) 0.23692(18) 0.66429(17) 0.0332(6) Uani d . 1 . . C
H131 -0.0174 0.2167 0.6063 0.050(9) Uiso calc R 1 . . H
H132 -0.1724 0.2566 0.6452 0.043(9) Uiso calc R 1 . . H
C14 0.0032(3) 0.31201(18) 0.73171(18) 0.0320(5) Uani d . 1 . . C
H141 0.0813 0.3485 0.6989 0.052(9) Uiso calc R 1 . . H
H142 -0.0624 0.3570 0.7669 0.040(8) Uiso calc R 1 . . H
C21 0.3245(2) 0.08065(18) 0.99115(17) 0.0286(5) Uani d . 1 . . C
H21 0.4234 0.0614 1.0118 0.039(8) Uiso calc R 1 . . H
O2 0.32292(16) 0.18252(11) 0.97302(12) 0.0281(4) Uani d . 1 . . O
H2 0.2400 0.1998 0.9563 0.042(8) Uiso calc R 1 . . H
C22 0.2170(3) 0.03517(18) 1.06350(18) 0.0380(6) Uani d . 1 . . C
H221 0.1237 0.0695 1.0664 0.045(8) Uiso calc R 1 . . H
H222 0.2563 0.0239 1.1301 0.067(10) Uiso calc R 1 . . H
C23 0.2171(3) -0.05692(19) 0.9973(2) 0.0408(7) Uani d . 1 . . C
H231 0.2854 -0.1083 1.0183 0.043(8) Uiso calc R 1 . . H
H232 0.1206 -0.0848 0.9855 0.052(8) Uiso calc R 1 . . H
C24 0.2725(3) 0.00793(18) 0.9131(2) 0.0387(6) Uani d . 1 . . C
H241 0.3506 -0.0222 0.8743 0.057(9) Uiso calc R 1 . . H
H242 0.1962 0.0340 0.8700 0.038(8) Uiso calc R 1 . . 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
C11 0.0253(11) 0.0445(14) 0.0181(10) 0.0048(10) 0.0018(9) 0.0004(10)
O1 0.0266(9) 0.0553(11) 0.0174(8) 0.0096(7) -0.0037(7) 0.0002(7)
C12 0.0336(13) 0.0369(12) 0.0244(11) 0.0003(10) -0.0026(10) 0.0003(10)
C13 0.0349(14) 0.0478(14) 0.0168(10) 0.0032(11) 0.0003(10) 0.0010(10)
C14 0.0339(13) 0.0386(13) 0.0234(11) -0.0025(11) 0.0002(9) 0.0037(10)
C21 0.0249(11) 0.0318(12) 0.0293(12) 0.0043(9) -0.0022(9) -0.0022(9)
O2 0.0231(9) 0.0342(9) 0.0270(8) 0.0007(7) -0.0027(7) -0.0004(7)
C22 0.0485(17) 0.0376(13) 0.0278(13) -0.0030(12) 0.0021(10) 0.0028(10)
C23 0.0442(16) 0.0338(13) 0.0445(15) -0.0013(11) 0.0043(13) -0.0018(12)
C24 0.0436(15) 0.0408(13) 0.0316(13) -0.0011(12) 0.0071(11) -0.0084(11)
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'
O O 0.0106 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
O1 C11 C14 119.6(2)
O1 C11 C12 119.0(2)
C14 C11 C12 89.25(19)
O1 C11 H11 109.1
C14 C11 H11 109.1
C12 C11 H11 109.1
C11 O1 H1 109.5
C11 C12 C13 87.24(17)
C11 C12 H122 114.1
C13 C12 H122 114.1
C11 C12 H121 114.1
C13 C12 H121 114.1
H122 C12 H121 111.3
C14 C13 C12 88.01(18)
C14 C13 H131 114.0
C12 C13 H131 114.0
C14 C13 H132 114.0
C12 C13 H132 114.0
H131 C13 H132 111.2
C11 C14 C13 87.63(17)
C11 C14 H141 114.0
C13 C14 H141 114.0
C11 C14 H142 114.0
C13 C14 H142 114.0
H141 C14 H142 111.2
O2 C21 C24 120.9(2)
O2 C21 C22 120.2(2)
C24 C21 C22 88.66(18)
O2 C21 H21 108.5
C24 C21 H21 108.5
C22 C21 H21 108.5
C21 O2 H2 109.5
C21 C22 C23 87.3(2)
C21 C22 H221 114.1
C23 C22 H221 114.1
C21 C22 H222 114.1
C23 C22 H222 114.1
H221 C22 H222 111.3
C24 C23 C22 88.13(18)
C24 C23 H231 114.0
C22 C23 H231 114.0
C24 C23 H232 114.0
C22 C23 H232 114.0
H231 C23 H232 111.2
C21 C24 C23 87.8(2)
C21 C24 H241 114.0
C23 C24 H241 114.0
C21 C24 H242 114.0
C23 C24 H242 114.0
H241 C24 H242 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
C11 O1 . 1.424(3) ?
C11 C14 . 1.533(3) ?
C11 C12 . 1.542(3) ?
C11 H11 . 1.0000 ?
O1 H1 . 0.8400 ?
C12 C13 . 1.555(3) ?
C12 H122 . 0.9900 ?
C12 H121 . 0.9900 ?
C13 C14 . 1.553(4) ?
C13 H131 . 0.9900 ?
C13 H132 . 0.9900 ?
C14 H141 . 0.9900 ?
C14 H142 . 0.9900 ?
C21 O2 . 1.411(3) ?
C21 C24 . 1.532(3) ?
C21 C22 . 1.537(3) ?
C21 H21 . 1.0000 ?
O2 H2 . 0.8400 ?
C22 C23 . 1.547(3) ?
C22 H221 . 0.9900 ?
C22 H222 . 0.9900 ?
C23 C24 . 1.537(4) ?
C23 H231 . 0.9900 ?
C23 H232 . 0.9900 ?
C24 H241 . 0.9900 ?
C24 H242 . 0.9900 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 68700
