#------------------------------------------------------------------------------
#$Date: 2016-05-06 05:19:40 +0300 (Fri, 06 May 2016) $
#$Revision: 182798 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/48/7224880.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_7224880
loop_
_publ_author_name
'Patyk, Ewa'
'Jenczak, Anna'
'Katrusiak, Andrzej'
_publ_section_title
;
 Giant strain geared to transformable H-bonded network in compressed
 β-d-mannose.
;
_journal_issue                   16
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              11474
_journal_page_last               11479
_journal_paper_doi               10.1039/c6cp01286h
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16
_chemical_melting_point          400
_chemical_name_common            β-D-mannose
_chemical_name_systematic        β-D-mannopyranose
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3889(10)
_cell_length_b                   7.4568(8)
_cell_length_c                   17.8288(19)
_cell_measurement_reflns_used    828
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      22.0230
_cell_measurement_theta_min      4.3680
_cell_volume                     716.43(17)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_collection
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1600000
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 16.2413
_diffrn_measured_fraction_theta_full 0.452
_diffrn_measured_fraction_theta_max 0.433
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.452
_diffrn_reflns_Laue_measured_fraction_max 0.433
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2318
_diffrn_reflns_point_group_measured_fraction_full 0.473
_diffrn_reflns_point_group_measured_fraction_max 0.447
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.900
_diffrn_reflns_theta_min         4.385
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
; 
 Flack x determined using 164 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         623
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0550
_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)+(0.0690P)²+0.2755P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1386
_reflns_Friedel_coverage         0.698
_reflns_Friedel_fraction_full    0.506
_reflns_Friedel_fraction_max     0.469
_reflns_number_gt                483
_reflns_number_total             623
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cp01286h6.cif
_cod_data_source_block           bman2_1600MPa
_cod_depositor_comments
'Adding full bibliography for 7224879--7224889.cif.'
_cod_database_code               7224880
_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_res_file
; 
  
    bman2.res created by SHELXL-2014/7 
  
  
TITL 1 in P2(1)2(1)2(1) 
CELL 0.71073   5.3889   7.4568  17.8288  90.000  90.000  90.000 
ZERR    4.00   0.0010   0.0008   0.0019   0.000   0.000   0.000 
LATT -1 
SYMM 0.5-X, -Y, 0.5+Z 
SYMM -X, 0.5+Y, 0.5-Z 
SYMM 0.5+X, 0.5-Y, -Z 
SFAC C H O 
UNIT 24 48 24 
  
L.S. 100 
BOND 
FMAP 2 
PLAN 20 
acta 
EQIV $1 1-X, -0.5+Y, 0.5-Z 
EQIV $2 1-X, 0.5+Y, 0.5-Z 
EQIV $3 0.5+X, 1.5-Y, -Z 
EQIV $4 0.5+X, 0.5-Y, -Z 
EQIV $5 -X, -0.5+Y, 0.5-Z 
EQIV $6 -0.5+X, 1.5-Y, -Z 
EQIV $7 X, 1+Y, Z 
EQIV $8 X, -1+Y, Z 
EQIV $9 -1+X, Y, Z 
EQIV $10 -X, 0.5+Y, 0.5-Z 
EQIV $11 -0.5+X, 0.5-Y, -Z 
  
RTAB oho1 O1 O3_$1 
RTAB oho1 H8 O3_$1 
RTAB oho1 O1 H8 O3_$1 
RTAB oho1 C1 O1 O3_$1 
RTAB oho1 O1 O3_$1 c3_$1 
  
RTAB oho2 O1 O6_$2 
RTAB oho2 H8 O6_$2 
RTAB oho2 O1 H8 O6_$2 
RTAB oho2 C1 O1 O6_$2 
RTAB oho2 O1 O6_$2 c6_$2 
  
RTAB oho3 O2 O5_$2 
RTAB oho3 H9 O5_$2 
RTAB oho3 O2 H9 O5_$2 
RTAB oho3 C2 O2 O5_$2 
  
RTAB oho4 O2 O1_$2 
RTAB oho4 H9 O1_$2 
RTAB oho4 O2 H9 O1_$2 
RTAB oho4 C2 O2 O1_$2 
RTAB oho4 O2 O1_$2 c1_$2 
  
RTAB oho5 O3 O4_$3 
RTAB oho5 H10 O4_$3 
RTAB oho5 O3 H10 O4_$3 
RTAB oho5 C3 O3 O4_$3 
RTAB oho5 O3 O4_$3 c4_$3 
  
RTAB oho6 O3 O4_$6 
RTAB oho6 H10 O4_$6 
RTAB oho6 O3 H10 O4_$6 
RTAB oho6 C3 O3 O4_$6 
RTAB oho6 O3 O4_$6 c4_$6 
  
RTAB oho7 O3 O3_$6 
RTAB oho7 H10 O3_$6 
RTAB oho7 O3 H10 O3_$6 
RTAB oho7 C3 O3 O3_$6 
RTAB oho7 O3 O3_$6 c3_$6 
  
RTAB oo1 O3 O6_$7 
RTAB oo1 H10 O6_$7 
RTAB oo1 O3 H10 O6_$7 
RTAB oo1 C3 O3 O6_$7 
RTAB oo1 O3 O6_$7 c6_$7 
  
RTAB oho8 O4 O6_$4 
RTAB oho8 H11 O6_$4 
RTAB oho8 O4 H11 O6_$4 
RTAB oho8 C4 O4 O6_$4 
RTAB oho8 O4 O6_$4 c6_$4 
  
RTAB oho9 O4 O3_$6 
RTAB oho9 H11 O3_$6 
RTAB oho9 O4 H11 O3_$6 
RTAB oho9 C4 O4 O3_$6 
RTAB oho9 O4 O3_$6 c3_$6 
  
RTAB oh10 O6 O1_$5 
RTAB oh10 H12 O1_$5 
RTAB oh10 O6 H12 O1_$5 
RTAB oh10 C6 O6 O1_$5 
RTAB oh10 O6 O1_$5 c1_$5 
  
RTAB oo2 O6 O3_$8 
RTAB oo2 H12 O3_$8 
RTAB oo2 O6 H12 O3_$8 
RTAB oo2 C6 O6 O3_$8 
RTAB oo2 O6 O3_$8 c3_$8 
  
RTAB cho1 C1 O2_$9 
RTAB cho1 H1 O2_$9 
RTAB cho1 C1 H1 O2_$9 
RTAB cho1 C1 O2_$9 c2_$9 
  
RTAB cho2 C2 O1_$10 
RTAB cho2 H2 O1_$10 
RTAB cho2 C2 H2 O1_$10 
RTAB cho2 C2 O1_$10 c1_$10 
  
RTAB cho3 C2 O2_$9 
RTAB cho3 H2 O2_$9 
RTAB cho3 C2 H2 O2_$9 
RTAB cho3 C2 O2_$9 c2_$9 
  
RTAB cho4 C2 O2_$2 
RTAB cho4 H2 O2_$2 
RTAB cho4 C2 H2 O2_$2 
RTAB cho4 C2 O2_$2 c2_$2 
  
RTAB cho5 C2 O5_$10 
RTAB cho5 H2 O5_$10 
RTAB cho5 C2 H2 O5_$10 
  
RTAB cho6 C3 O2_$9 
RTAB cho6 H3 O2_$9 
RTAB cho6 C3 H3 O2_$9 
RTAB cho6 C3 O2_$9 c2_$9 
  
RTAB cho7 C3 O3_$6 
RTAB cho7 H3 O3_$6 
RTAB cho7 C3 H3 O3_$6 
RTAB cho7 C3 O3_$6 c3_$6 
  
RTAB cho8 C3 O4_$6 
RTAB cho8 H3 O4_$6 
RTAB cho8 C3 H3 O4_$6 
RTAB cho8 C3 O4_$6 c4_$6 
  
RTAB cho9 C3 O6_$7 
RTAB cho9 H3 O6_$7 
RTAB cho9 C3 H3 O6_$7 
RTAB cho9 C3 O6_$7 c6_$7 
  
RTAB ch10 C4 O3_$3 
RTAB ch10 H4 O3_$3 
RTAB ch10 C4 H4 O3_$3 
RTAB ch10 C4 O3_$3 c3_$3 
  
RTAB ch11 C6 O6_$4 
RTAB ch11 H6 O6_$4 
RTAB ch11 C6 H6 O6_$4 
RTAB ch11 C6 O6_$4 c6_$4 
  
RTAB ch12 C6 O3_$8 
RTAB ch12 H7 O3_$8 
RTAB ch12 C6 H7 O3_$8 
RTAB ch12 C6 O3_$8 c3_$8 
  
RTAB hh1 H1 H9_$9 
RTAB hh2 H3 H4_$9 
RTAB hh3 H3 H10_$6 
RTAB hh4 H3 H11_$6 
RTAB hh5 H4 H10_$3 
RTAB hh6 H5 H7_$9 
RTAB hh7 H6 H7_$11 
RTAB hh8 H7 H8_$1 
RTAB hh9 H8 H9_$1 
RTAB hh10 H8 H12_$10 
RTAB hh11 H10 H11_$3 
RTAB hh12 H10 H11_$6 
RTAB hh13 H11 H12_$4 
WGHT    0.069000    0.275500 
FVAR       2.90503 
C1    1    0.139529    0.588182    0.215289    11.00000    0.01939 
AFIX  13 
H1    2   -0.011679    0.638605    0.193203    11.00000   -1.20000 
AFIX   0 
C2    1    0.347985    0.721206    0.207238    11.00000    0.01851 
AFIX  13 
H2    2    0.302179    0.834593    0.231336    11.00000   -1.20000 
AFIX   0 
C3    1    0.392457    0.751376    0.125065    11.00000    0.02687 
AFIX  13 
H3    2    0.243572    0.808205    0.104298    11.00000   -1.20000 
AFIX   0 
C4    1    0.434574    0.581342    0.083058    11.00000    0.01948 
AFIX  13 
H4    2    0.593868    0.529219    0.098156    11.00000   -1.20000 
AFIX   0 
C5    1    0.229098    0.449568    0.099064    11.00000    0.01786 
AFIX  13 
H5    2    0.073367    0.491466    0.076733    11.00000   -1.20000 
AFIX   0 
C6    1    0.296249    0.265562    0.068220    11.00000    0.02899 
AFIX  23 
H6    2    0.330213    0.274282    0.014916    11.00000   -1.20000 
H7    2    0.444392    0.221265    0.092955    11.00000   -1.20000 
AFIX   0 
O1    3    0.093088    0.541118    0.289558    11.00000    0.03102 
AFIX  83 
H8    2    0.215678    0.491424    0.307176    11.00000   -1.50000 
AFIX   0 
O2    3    0.558660    0.647675    0.243089    11.00000    0.03005 
AFIX  83 
H9    2    0.631224    0.726678    0.266381    11.00000   -1.50000 
AFIX   0 
O3    3    0.595650    0.873174    0.114758    11.00000    0.03505 
AFIX  83 
H10   2    0.615254    0.892263    0.069853    11.00000   -1.50000 
AFIX   0 
O4    3    0.441985    0.624826    0.004927    11.00000    0.02787 
AFIX  83 
H11   2    0.497783    0.539450   -0.018648    11.00000   -1.50000 
AFIX   0 
O5    3    0.199467    0.425909    0.178127    11.00000    0.02466 
O6    3    0.092365    0.142837    0.080888    11.00000    0.03882 
AFIX  83 
H12   2    0.069335    0.131515    0.126104    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  1 in P2(1)2(1)2(1) 
REM R1 =  0.0550 for     483 Fo > 4sig(Fo)  and  0.0719 for all     623 data 
REM     49 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0690      0.2755 
  
REM Highest difference peak  0.269,  deepest hole -0.223,  1-sigma level  0.059 
Q1    1   0.2120  0.1031  0.0829  11.00000  0.05    0.27 
Q2    1  -0.0116  0.1886  0.0832  11.00000  0.05    0.23 
Q3    1   0.4845  0.9060  0.1000  11.00000  0.05    0.20 
Q4    1   0.3059  0.0543  0.0526  11.00000  0.05    0.20 
Q5    1   0.3005  0.5414  0.3270  11.00000  0.05    0.19 
Q6    1   0.3914  0.9150  0.0770  11.00000  0.05    0.19 
Q7    1  -0.0231  0.3599  0.1271  11.00000  0.05    0.19 
Q8    1   0.5390  0.0767  0.1420  11.00000  0.05    0.18 
Q9    1  -0.0779  0.5060  0.2991  11.00000  0.05    0.18 
Q10   1   0.2658  0.2181 -0.0111  11.00000  0.05    0.18 
Q11   1   0.7137  0.2447  0.1393  11.00000  0.05    0.17 
Q12   1   0.0934  0.2998  0.0361  11.00000  0.05    0.17 
Q13   1  -0.2189  0.6298  0.1970  11.00000  0.05    0.17 
Q14   1   0.3781  0.9411  0.1408  11.00000  0.05    0.16 
Q15   1   0.1577  0.2810  0.0582  11.00000  0.05    0.16 
Q16   1   0.6741  0.6842 -0.0158  11.00000  0.05    0.16 
Q17   1   0.4185  0.8122  0.1182  11.00000  0.05    0.16 
Q18   1   0.5039  0.7833 -0.0241  11.00000  0.05    0.16 
Q19   1   0.0888  0.4439  0.2776  11.00000  0.05    0.15 
Q20   1   0.1902  0.9409  0.2408  11.00000  0.05    0.15 
;
_shelx_res_checksum              63299
loop_
_space_group_symop_operation_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'
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_adp
C1 C 0.1395(18) 0.5882(10) 0.2153(4) 0.019(2) Uiso 1 1 d . .
H1 H -0.0117 0.6386 0.1932 0.023 Uiso 1 1 calc R U
C2 C 0.3480(18) 0.7212(11) 0.2072(5) 0.019(2) Uiso 1 1 d . .
H2 H 0.3022 0.8346 0.2313 0.022 Uiso 1 1 calc R U
C3 C 0.392(2) 0.7514(11) 0.1251(5) 0.027(2) Uiso 1 1 d . .
H3 H 0.2436 0.8082 0.1043 0.032 Uiso 1 1 calc R U
C4 C 0.4346(19) 0.5813(10) 0.0831(4) 0.019(2) Uiso 1 1 d . .
H4 H 0.5939 0.5292 0.0982 0.023 Uiso 1 1 calc R U
C5 C 0.2291(19) 0.4496(10) 0.0991(4) 0.0179(19) Uiso 1 1 d . .
H5 H 0.0734 0.4915 0.0767 0.021 Uiso 1 1 calc R U
C6 C 0.2962(19) 0.2656(11) 0.0682(5) 0.029(2) Uiso 1 1 d . .
H6 H 0.3302 0.2743 0.0149 0.035 Uiso 1 1 calc R U
H7 H 0.4444 0.2213 0.0930 0.035 Uiso 1 1 calc R U
O1 O 0.0931(14) 0.5411(8) 0.2896(3) 0.0310(17) Uiso 1 1 d . .
H8 H 0.2157 0.4914 0.3072 0.047 Uiso 1 1 calc R U
O2 O 0.5587(12) 0.6477(7) 0.2431(3) 0.0301(16) Uiso 1 1 d . .
H9 H 0.6312 0.7267 0.2664 0.045 Uiso 1 1 calc R U
O3 O 0.5956(15) 0.8732(7) 0.1148(3) 0.0350(17) Uiso 1 1 d . .
H10 H 0.6153 0.8923 0.0699 0.053 Uiso 1 1 calc R U
O4 O 0.4420(13) 0.6248(7) 0.0049(3) 0.0279(16) Uiso 1 1 d . .
H11 H 0.4978 0.5394 -0.0186 0.042 Uiso 1 1 calc R U
O5 O 0.1995(11) 0.4259(7) 0.1781(3) 0.0247(16) Uiso 1 1 d . .
O6 O 0.0924(13) 0.1428(7) 0.0809(3) 0.0388(18) Uiso 1 1 d . .
H12 H 0.0693 0.1315 0.1261 0.058 Uiso 1 1 calc R U
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 O5 105.7(6)
O1 C1 C2 113.0(6)
O5 C1 C2 110.4(7)
O2 C2 C3 111.8(8)
O2 C2 C1 107.5(6)
C3 C2 C1 108.1(6)
O3 C3 C4 111.0(7)
O3 C3 C2 110.0(6)
C4 C3 C2 112.8(7)
O4 C4 C3 107.5(6)
O4 C4 C5 110.6(6)
C3 C4 C5 110.3(7)
O5 C5 C4 110.4(6)
O5 C5 C6 105.8(6)
C4 C5 C6 110.2(7)
O6 C6 C5 109.5(8)
C1 O5 C5 112.4(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.393(9)
C1 O5 1.417(10)
C1 C2 1.505(12)
C2 O2 1.414(11)
C2 C3 1.501(11)
C3 O3 1.434(11)
C3 C4 1.490(11)
C4 O4 1.431(8)
C4 C5 1.508(11)
C5 O5 1.430(8)
C5 C6 1.522(11)
C6 O6 1.448(11)
