#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:17:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180498 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/67/7216777.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_7216777
loop_
_publ_author_name
'Ridout, Joe'
'Probert, Michael R.'
_publ_section_title
;
 Low-temperature and high-pressure polymorphs of isopropyl alcohol
;
_journal_issue                   32
_journal_name_full               CrystEngComm
_journal_page_first              7397
_journal_paper_doi               10.1039/C4CE01012D
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C3 H8 O'
_chemical_formula_sum            'C3 H8 O'
_chemical_formula_weight         60.09
_chemical_name_systematic        Isopropanol
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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_date             2014-04-01
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2014.03.20 svn.r2918 for OlexSys, GUI svn.r4813)
;
_cell_angle_alpha                90
_cell_angle_beta                 118.243(8)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   8.7267(18)
_cell_length_b                   21.838(6)
_cell_length_c                   8.408(3)
_cell_measurement_reflns_used    85
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      14.94
_cell_measurement_theta_min      3.73
_cell_volume                     1411.6(7)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEXII CCD area detector'
_diffrn_measured_fraction_theta_full 0.290
_diffrn_measured_fraction_theta_max 0.603
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  IuS_Ag_high_pressure
_diffrn_measurement_method       'φ scans'
_diffrn_radiation_collimation    'Multilayer mirrors'
_diffrn_radiation_monochromator  'Bruker Helios multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56087
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_Laue_measured_fraction_full 0.290
_diffrn_reflns_Laue_measured_fraction_max 0.603
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            6526
_diffrn_reflns_point_group_measured_fraction_full 0.290
_diffrn_reflns_point_group_measured_fraction_max 0.603
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         15.340
_diffrn_reflns_theta_min         2.216
_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_target            Ag
_diffrn_source_type              'Incoatec IuS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.052
_exptl_absorpt_correction_T_max  0.7440
_exptl_absorpt_correction_T_min  0.4837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0990 before and 0.0593 after correction.
The Ratio of minimum to maximum transmission is 0.6501.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_recrystallization_method
'Crystallised at high-pressure in a diamond anvil cell'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         743
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0585
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0476P)²+2.4683P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1429
_reflns_Friedel_coverage         0.000
_reflns_number_gt                503
_reflns_number_total             743
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce01012d1.cif
_cod_data_source_block           test1
_cod_depositor_comments
;Adding full bibliography for 7216777--7216778.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1411.5(6)
_cod_database_code               7216777
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
C16A \\sim C11A \\sim C14A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C16) = Uanis(C16A)
Uanis(C14) = Uanis(C14A)
Uanis(C11) = Uanis(C11A)
3. Others
 Sof(C16A)=Sof(H16d)=Sof(H16e)=Sof(H16f)=Sof(C14A)=Sof(H14A)=Sof(C11A)=
 Sof(H11d)=Sof(H11e)=Sof(H11f)=1-FVAR(1)
 Sof(C11)=Sof(H11a)=Sof(H11b)=Sof(H11c)=Sof(C14)=Sof(H14)=Sof(C16)=Sof(H16a)=
 Sof(H16b)=Sof(H16c)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C6(H6), C14(H14), C17(H17), C2(H2a), C14A(H14A)
4.b Tetrahedral OH refined with riding coordinates:
 O3(H3)
4.c Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c),
 C11(H11a,H11b,H11c), C16(H16a,H16b,H16c), C3(H3a,H3b,H3c), C4(H4a,H4b,H4c),
 C16A(H16d,H16e,H16f), C11A(H11d,H11e,H11f)
4.d Idealised tetrahedral OH refined as rotating group:
 O2(H2), O4(H4), O1(H1)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O -0.7621(7) 0.6018(2) 0.9415(8) 0.0454(18) Uani 1 1 d . . . .
H2 H -0.7372 0.5655 0.9655 0.068 Uiso 1 1 calc GR . . .
O3 O -0.8181(5) 0.3986(2) 0.8283(8) 0.0413(18) Uani 1 1 d . . . .
H3 H -0.7388 0.3735 0.8703 0.062 Uiso 1 1 calc R . A 2
O4 O -0.7419(6) 0.4874(2) 1.0746(9) 0.0447(19) Uani 1 1 d . . . .
H4 H -0.7510 0.4571 1.0133 0.067 Uiso 1 1 calc GR . . .
C6 C -0.8585(9) 0.6092(4) 0.7504(14) 0.040(3) Uani 1 1 d . . . .
H6 H -0.7780 0.6061 0.6998 0.048 Uiso 1 1 calc R . . .
C7 C -0.4379(8) 0.5103(4) 1.2595(14) 0.049(3) Uani 1 1 d . . . .
H7A H -0.4574 0.5536 1.2408 0.073 Uiso 1 1 calc GR . . .
H7B H -0.4130 0.4935 1.1686 0.073 Uiso 1 1 calc GR . . .
H7C H -0.3411 0.5030 1.3767 0.073 Uiso 1 1 calc GR . . .
C8 C -0.5708(8) 0.4151(4) 1.3024(12) 0.044(3) Uani 1 1 d . . . .
H8A H -0.5442 0.3920 1.2213 0.067 Uiso 1 1 calc GR . . .
H8B H -0.6757 0.3996 1.2980 0.067 Uiso 1 1 calc GR . . .
H8C H -0.4768 0.4113 1.4231 0.067 Uiso 1 1 calc GR . . .
C9 C -0.9408(9) 0.6709(4) 0.7074(14) 0.062(3) Uani 1 1 d . . . .
H9A H -1.0301 0.6728 0.7433 0.093 Uiso 1 1 calc GR . . .
H9B H -0.9911 0.6781 0.5799 0.093 Uiso 1 1 calc GR . . .
H9C H -0.8544 0.7015 0.7714 0.093 Uiso 1 1 calc GR . . .
C10 C -0.9918(8) 0.5580(4) 0.6720(13) 0.048(3) Uani 1 1 d . . . .
H10A H -0.9332 0.5192 0.6986 0.072 Uiso 1 1 calc GR . . .
H10B H -1.0580 0.5631 0.5435 0.072 Uiso 1 1 calc GR . . .
H10C H -1.0686 0.5595 0.7243 0.072 Uiso 1 1 calc GR . . .
C11 C -1.124(8) 0.405(2) 0.730(8) 0.041(8) Uani 0.51(4) 1 d . P B 1
H11A H -1.1487 0.4166 0.6103 0.062 Uiso 0.51(4) 1 calc GR P B 1
H11B H -1.1001 0.4405 0.8042 0.062 Uiso 0.51(4) 1 calc GR P B 1
H11C H -1.2233 0.3837 0.7248 0.062 Uiso 0.51(4) 1 calc GR P B 1
C14 C -0.961(7) 0.361(3) 0.813(7) 0.056(9) Uani 0.51(4) 1 d . P B 1
H14 H -0.9816 0.3315 0.7161 0.067 Uiso 0.51(4) 1 calc R P B 1
C16 C -0.919(5) 0.324(2) 0.965(6) 0.058(8) Uani 0.51(4) 1 d . P B 1
H16A H -0.8939 0.3501 1.0670 0.088 Uiso 0.51(4) 1 calc GR P B 1
H16B H -0.8182 0.2999 0.9903 0.088 Uiso 0.51(4) 1 calc GR P B 1
H16C H -1.0148 0.2979 0.9430 0.088 Uiso 0.51(4) 1 calc GR P B 1
C17 C -0.5951(9) 0.4806(4) 1.2480(14) 0.049(3) Uani 1 1 d . . . .
H17 H -0.6229 0.5022 1.3333 0.059 Uiso 1 1 calc R . . .
O1 O -0.4700(5) 0.6723(3) 1.0564(9) 0.0411(18) Uani 1 1 d . . . .
H1 H -0.5402 0.6462 1.0500 0.062 Uiso 1 1 calc GR . . .
C2 C -0.4413(9) 0.7143(4) 1.1979(14) 0.036(3) Uani 1 1 d . . . .
H2A H -0.3415 0.7403 1.2199 0.043 Uiso 1 1 calc R . . .
C3 C -0.5984(8) 0.7542(4) 1.1387(14) 0.050(3) Uani 1 1 d . . . .
H3A H -0.6190 0.7758 1.0308 0.075 Uiso 1 1 calc GR . . .
H3B H -0.5793 0.7831 1.2323 0.075 Uiso 1 1 calc GR . . .
H3C H -0.6976 0.7293 1.1148 0.075 Uiso 1 1 calc GR . . .
C4 C -0.3991(9) 0.6793(4) 1.3691(15) 0.054(3) Uani 1 1 d . . . .
H4A H -0.4983 0.6554 1.3517 0.081 Uiso 1 1 calc GR . . .
H4B H -0.3702 0.7076 1.4666 0.081 Uiso 1 1 calc GR . . .
H4C H -0.3022 0.6526 1.3976 0.081 Uiso 1 1 calc GR . . .
C16A C -0.944(6) 0.308(2) 0.880(8) 0.058(8) Uani 0.49(4) 1 d . P B 2
H16D H -0.8326 0.2969 0.9773 0.088 Uiso 0.49(4) 1 calc GR P B 2
H16E H -0.9567 0.2918 0.7689 0.088 Uiso 0.49(4) 1 calc GR P B 2
H16F H -1.0343 0.2927 0.9032 0.088 Uiso 0.49(4) 1 calc GR P B 2
C14A C -0.957(7) 0.379(2) 0.867(8) 0.056(9) Uani 0.49(4) 1 d . P B 2
H14A H -0.9560 0.3996 0.9712 0.067 Uiso 0.49(4) 1 calc R P B 2
C11A C -1.125(8) 0.385(2) 0.696(9) 0.041(8) Uani 0.49(4) 1 d . P B 2
H11D H -1.1142 0.3653 0.5993 0.062 Uiso 0.49(4) 1 calc GR P B 2
H11E H -1.1542 0.4270 0.6679 0.062 Uiso 0.49(4) 1 calc GR P B 2
H11F H -1.2155 0.3646 0.7114 0.062 Uiso 0.49(4) 1 calc GR P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0056 0.0036 '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
O2 C6 C9 109.7(7)
O2 C6 C10 109.1(7)
C9 C6 C10 112.2(6)
O3 C14 C11 104(5)
C16 C14 O3 113(4)
C16 C14 C11 123(7)
O4 C17 C7 112.3(8)
O4 C17 C8 110.1(6)
C7 C17 C8 114.1(6)
O1 C2 C3 108.9(8)
O1 C2 C4 109.5(10)
C3 C2 C4 112.5(7)
O3 C14A C16A 105(5)
O3 C14A C11A 108(6)
C11A C14A C16A 99(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 C6 1.427(10)
O3 C14 1.45(6)
O3 C14A 1.46(7)
O4 C17 1.421(9)
C6 C9 1.488(11)
C6 C10 1.521(10)
C7 C17 1.478(9)
C8 C17 1.488(10)
C11 C14 1.58(10)
C14 C16 1.40(10)
O1 C2 1.428(11)
C2 C3 1.497(10)
C2 C4 1.514(14)
C16A C14A 1.56(9)
C14A C11A 1.49(10)
