# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman1_480MPa
_database_code_depnum_ccdc_archive 'CCDC 1450799'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman1_480MPa        
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman1_480MPa        
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.363 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman1_480MPa        
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   5.577(2)
_cell_length_b                   7.5481(7)
_cell_length_c                   18.060(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     760.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    465
_cell_measurement_theta_min      4.295
_cell_measurement_theta_max      25.988

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.143
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?


# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;
_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         480000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 8.1207
_diffrn_reflns_number            2169
_diffrn_reflns_av_unetI/netI     0.1237
_diffrn_reflns_av_R_equivalents  0.1296
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.295
_diffrn_reflns_theta_max         25.988
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.344
_diffrn_measured_fraction_theta_full 0.363
_diffrn_reflns_Laue_measured_fraction_max 0.344
_diffrn_reflns_Laue_measured_fraction_full 0.363
_diffrn_reflns_point_group_measured_fraction_max 0.340
_diffrn_reflns_point_group_measured_fraction_full 0.362
_reflns_number_total             507
_reflns_number_gt                358
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.630
_reflns_Friedel_fraction_max     0.333
_reflns_Friedel_fraction_full    0.361

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.20'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.20'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.36.20'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0637P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.10(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 88 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   3.0(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         507
_refine_ls_number_parameters     50
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0744
_refine_ls_wR_factor_ref         0.1591
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.152(3) 0.5820(11) 0.2187(7) 0.032(3) Uiso 1 1 d . . . . .
H1 H 0.0038 0.6314 0.1977 0.038 Uiso 1 1 calc R U . . .
C2 C 0.348(3) 0.7149(13) 0.2081(7) 0.030(3) Uiso 1 1 d . . . . .
H2 H 0.3050 0.8272 0.2319 0.036 Uiso 1 1 calc R U . . .
C3 C 0.381(3) 0.7420(13) 0.1244(6) 0.035(3) Uiso 1 1 d . . . . .
H3 H 0.2353 0.7982 0.1050 0.042 Uiso 1 1 calc R U . . .
C4 C 0.418(3) 0.5740(12) 0.0838(6) 0.031(3) Uiso 1 1 d . . . . .
H4 H 0.5746 0.5244 0.0973 0.037 Uiso 1 1 calc R U . . .
C5 C 0.227(3) 0.4433(11) 0.1022(6) 0.026(3) Uiso 1 1 d . . . . .
H5 H 0.0735 0.4869 0.0828 0.032 Uiso 1 1 calc R U . . .
C6 C 0.279(3) 0.2632(14) 0.0684(7) 0.046(4) Uiso 1 1 d . . . . .
H6 H 0.3071 0.2764 0.0157 0.055 Uiso 1 1 calc R U . . .
H7 H 0.4226 0.2142 0.0906 0.055 Uiso 1 1 calc R U . . .
O1 O 0.106(2) 0.5341(8) 0.2904(5) 0.043(3) Uiso 1 1 d . . . . .
H8 H 0.2251 0.4856 0.3079 0.064 Uiso 1 1 calc R U . . .
O2 O 0.551(2) 0.6432(8) 0.2412(4) 0.043(2) Uiso 1 1 d . . . . .
H9 H 0.6225 0.7209 0.2641 0.064 Uiso 1 1 calc R U . . .
O3 O 0.576(2) 0.8618(8) 0.1142(4) 0.046(3) Uiso 1 1 d . . . . .
H10 H 0.5949 0.8804 0.0698 0.069 Uiso 1 1 calc R U . . .
O4 O 0.418(2) 0.6185(8) 0.0067(4) 0.047(3) Uiso 1 1 d . . . . .
H11 H 0.4731 0.5355 -0.0172 0.070 Uiso 1 1 calc R U . . .
O5 O 0.2052(18) 0.4179(7) 0.1798(4) 0.035(2) Uiso 1 1 d . . . . .
O6 O 0.082(2) 0.1444(8) 0.0801(5) 0.054(3) Uiso 1 1 d . . . . .
H12 H 0.0588 0.1329 0.1247 0.082 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.369(12) . ?
C1 O5 1.455(11) . ?
C1 C2 1.497(18) . ?
C2 O2 1.393(16) . ?
C2 C3 1.536(15) . ?
C3 O3 1.427(16) . ?
C3 C4 1.479(14) . ?
C4 O4 1.433(11) . ?
C4 C5 1.490(16) . ?
C5 O5 1.421(11) . ?
C5 C6 1.518(14) . ?
C6 O6 1.432(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 105.6(7) . . ?
O1 C1 C2 115.7(10) . . ?
O5 C1 C2 111.0(11) . . ?
O2 C2 C1 106.3(9) . . ?
O2 C2 C3 112.2(13) . . ?
C1 C2 C3 107.6(9) . . ?
O3 C3 C4 111.8(11) . . ?
O3 C3 C2 107.6(9) . . ?
C4 C3 C2 112.9(9) . . ?
O4 C4 C3 106.2(8) . . ?
O4 C4 C5 111.8(9) . . ?
C3 C4 C5 110.9(11) . . ?
O5 C5 C4 111.7(9) . . ?
O5 C5 C6 107.0(8) . . ?
C4 C5 C6 111.5(10) . . ?
O6 C6 C5 110.8(12) . . ?
C5 O5 C1 112.2(7) . . ?

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.074

_shelx_res_file                  
; 
  
    bman1.res created by SHELXL-2014/7 
  
  
TITL 1 in P2(1)2(1)2(1) 
CELL 0.71073   5.5772   7.5481  18.0598  90.000  90.000  90.000 
ZERR    4.00   0.0023   0.0007   0.0030   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 5 
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    0.063700 
EXTI    0.101261 
FVAR       2.14651 
C1    1    0.151549    0.582038    0.218655    11.00000    0.03159 
AFIX  13 
H1    2    0.003832    0.631380    0.197719    11.00000   -1.20000 
AFIX   0 
C2    1    0.347752    0.714896    0.208055    11.00000    0.03032 
AFIX  13 
H2    2    0.305018    0.827201    0.231872    11.00000   -1.20000 
AFIX   0 
C3    1    0.380688    0.742012    0.124377    11.00000    0.03497 
AFIX  13 
H3    2    0.235314    0.798214    0.104952    11.00000   -1.20000 
AFIX   0 
C4    1    0.418153    0.573958    0.083849    11.00000    0.03094 
AFIX  13 
H4    2    0.574590    0.524405    0.097331    11.00000   -1.20000 
AFIX   0 
C5    1    0.226731    0.443344    0.102177    11.00000    0.02641 
AFIX  13 
H5    2    0.073499    0.486870    0.082827    11.00000   -1.20000 
AFIX   0 
C6    1    0.278805    0.263224    0.068390    11.00000    0.04585 
AFIX  23 
H6    2    0.307081    0.276418    0.015681    11.00000   -1.20000 
H7    2    0.422650    0.214235    0.090577    11.00000   -1.20000 
AFIX   0 
O1    3    0.106272    0.534074    0.290418    11.00000    0.04296 
AFIX  83 
H8    2    0.225058    0.485597    0.307894    11.00000   -1.50000 
AFIX   0 
O2    3    0.551275    0.643189    0.241210    11.00000    0.04264 
AFIX  83 
H9    2    0.622452    0.720885    0.264100    11.00000   -1.50000 
AFIX   0 
O3    3    0.575955    0.861756    0.114171    11.00000    0.04573 
AFIX  83 
H10   2    0.594943    0.880395    0.069825    11.00000   -1.50000 
AFIX   0 
O4    3    0.418456    0.618545    0.006715    11.00000    0.04667 
AFIX  83 
H11   2    0.473089    0.535519   -0.017219    11.00000   -1.50000 
AFIX   0 
O5    3    0.205208    0.417873    0.179830    11.00000    0.03472 
O6    3    0.082230    0.144436    0.080089    11.00000    0.05447 
AFIX  83 
H12   2    0.058845    0.132858    0.124654    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  1 in P2(1)2(1)2(1) 
REM R1 =  0.0744 for     358 Fo > 4sig(Fo)  and  0.0933 for all     507 data 
REM     50 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0750      0.0000 
  
REM Highest difference peak  0.243,  deepest hole -0.242,  1-sigma level  0.074 
Q1    1  -0.0938  0.4069  0.1395  11.00000  0.05    0.24 
Q2    1  -0.1312  0.1930  0.0583  11.00000  0.05    0.24 
Q3    1  -0.1483  0.1459  0.0979  11.00000  0.05    0.24 
Q4    1   0.6764  0.8945  0.1179  11.00000  0.05    0.23 
Q5    1   0.6886  0.7857  0.1400  11.00000  0.05    0.22 
;
_shelx_res_checksum              76636
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman2_1600MPa
_database_code_depnum_ccdc_archive 'CCDC 1450800'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman2_1600MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman2_1600MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.452 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman2_1600MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   5.3889(10)
_cell_length_b                   7.4568(8)
_cell_length_c                   17.8288(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     716.43(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    828
_cell_measurement_theta_min      4.3680
_cell_measurement_theta_max      22.0230

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.67331
_exptl_absorpt_correction_T_max  1.00000
_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.
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1600000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            2318
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.385
_diffrn_reflns_theta_max         25.900
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.433
_diffrn_measured_fraction_theta_full 0.452
_diffrn_reflns_Laue_measured_fraction_max 0.433
_diffrn_reflns_Laue_measured_fraction_full 0.452
_diffrn_reflns_point_group_measured_fraction_max 0.447
_diffrn_reflns_point_group_measured_fraction_full 0.473
_reflns_number_total             623
_reflns_number_gt                483
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.698
_reflns_Friedel_fraction_max     0.469
_reflns_Friedel_fraction_full    0.506

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0690P)²+0.2755P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_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)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         623
_refine_ls_number_parameters     49
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1264
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
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 . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
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) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
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) . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.059

_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
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman3_1900MPa
_database_code_depnum_ccdc_archive 'CCDC 1450801'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman3_1900MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman3_1900MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.356 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman3_1900MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   5.375(18)
_cell_length_b                   7.436(4)
_cell_length_c                   17.849(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     713(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    296
_cell_measurement_theta_min      4.3910
_cell_measurement_theta_max      17.8110

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1900000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            2001
_diffrn_reflns_av_unetI/netI     0.1386
_diffrn_reflns_av_R_equivalents  0.0984
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.387
_diffrn_reflns_theta_max         26.143
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.329
_diffrn_measured_fraction_theta_full 0.356
_diffrn_reflns_Laue_measured_fraction_max 0.329
_diffrn_reflns_Laue_measured_fraction_full 0.356
_diffrn_reflns_point_group_measured_fraction_max 0.310
_diffrn_reflns_point_group_measured_fraction_full 0.339
_reflns_number_total             443
_reflns_number_gt                299
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.554
_reflns_Friedel_fraction_max     0.282
_reflns_Friedel_fraction_full    0.313

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 63 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -4.9(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         443
_refine_ls_number_parameters     49
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.1403
_refine_ls_wR_factor_gt          0.1274
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.134(4) 0.5906(12) 0.2138(6) 0.032(3) Uiso 1 1 d . . . . .
H1 H -0.0182 0.6387 0.1914 0.039 Uiso 1 1 calc R U . . .
C2 C 0.343(4) 0.7223(13) 0.2075(6) 0.023(3) Uiso 1 1 d . . . . .
H2 H 0.2967 0.8365 0.2311 0.028 Uiso 1 1 calc R U . . .
C3 C 0.407(4) 0.7520(13) 0.1251(6) 0.029(3) Uiso 1 1 d . . . . .
H3 H 0.2588 0.8087 0.1038 0.035 Uiso 1 1 calc R U . . .
C4 C 0.432(4) 0.5790(14) 0.0839(5) 0.032(3) Uiso 1 1 d . . . . .
H4 H 0.5904 0.5253 0.0989 0.038 Uiso 1 1 calc R U . . .
C5 C 0.241(5) 0.4463(14) 0.0979(6) 0.043(4) Uiso 1 1 d . . . . .
H5 H 0.0840 0.4844 0.0750 0.051 Uiso 1 1 calc R U . . .
C6 C 0.312(4) 0.2653(15) 0.0693(6) 0.045(4) Uiso 1 1 d . . . . .
H6 H 0.3523 0.2720 0.0164 0.054 Uiso 1 1 calc R U . . .
H7 H 0.4576 0.2214 0.0960 0.054 Uiso 1 1 calc R U . . .
O1 O 0.096(3) 0.5424(8) 0.2885(4) 0.041(2) Uiso 1 1 d . . . . .
H8 H 0.2207 0.4930 0.3048 0.062 Uiso 1 1 calc R U . . .
O2 O 0.559(3) 0.6482(9) 0.2432(4) 0.047(3) Uiso 1 1 d . . . . .
H9 H 0.6316 0.7275 0.2665 0.071 Uiso 1 1 calc R U . . .
O3 O 0.590(3) 0.8747(8) 0.1154(4) 0.041(3) Uiso 1 1 d . . . . .
H10 H 0.6090 0.8936 0.0705 0.062 Uiso 1 1 calc R U . . .
O4 O 0.454(2) 0.6259(7) 0.0053(4) 0.037(2) Uiso 1 1 d . . . . .
H11 H 0.5095 0.5399 -0.0180 0.056 Uiso 1 1 calc R U . . .
O5 O 0.209(3) 0.4247(9) 0.1773(3) 0.036(2) Uiso 1 1 d . . . . .
O6 O 0.101(3) 0.1428(9) 0.0812(4) 0.051(3) Uiso 1 1 d . . . . .
H12 H 0.0762 0.1306 0.1263 0.076 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.396(11) . ?
C1 O5 1.451(12) . ?
C1 C2 1.49(2) . ?
C2 O2 1.44(2) . ?
C2 C3 1.527(15) . ?
C3 O3 1.350(19) . ?
C3 C4 1.488(13) . ?
C4 C5 1.44(2) . ?
C4 O4 1.449(10) . ?
C5 O5 1.437(11) . ?
C5 C6 1.489(15) . ?
C6 O6 1.47(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 104.5(7) . . ?
O1 C1 C2 110.7(9) . . ?
O5 C1 C2 108.5(13) . . ?
O2 C2 C1 108.8(9) . . ?
O2 C2 C3 107.4(15) . . ?
C1 C2 C3 109.8(10) . . ?
O3 C3 C4 117.2(14) . . ?
O3 C3 C2 112.7(10) . . ?
C4 C3 C2 111.8(9) . . ?
C5 C4 O4 113.0(11) . . ?
C5 C4 C3 116.3(13) . . ?
O4 C4 C3 106.1(8) . . ?
O5 C5 C4 109.5(11) . . ?
O5 C5 C6 105.5(9) . . ?
C4 C5 C6 112.1(15) . . ?
O6 C6 C5 108.1(16) . . ?
C5 O5 C1 112.4(7) . . ?

_refine_diff_density_max         0.171
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.052

_shelx_res_file                  
; 
  
    bman3.res created by SHELXL-2014/7 
  
  
TITL 1 in P2(1)2(1)2(1) 
CELL 0.71073   5.3746   7.4356  17.8491  90.000  90.000  90.000 
ZERR    4.00   0.0176   0.0037   0.0084   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    0.048500 
FVAR       2.25490 
C1    1    0.134449    0.590619    0.213768    11.00000    0.03216 
AFIX  13 
H1    2   -0.018160    0.638723    0.191378    11.00000   -1.20000 
AFIX   0 
C2    1    0.342848    0.722313    0.207473    11.00000    0.02296 
AFIX  13 
H2    2    0.296713    0.836524    0.231092    11.00000   -1.20000 
AFIX   0 
C3    1    0.407371    0.752020    0.125084    11.00000    0.02924 
AFIX  13 
H3    2    0.258781    0.808720    0.103759    11.00000   -1.20000 
AFIX   0 
C4    1    0.431581    0.578954    0.083854    11.00000    0.03163 
AFIX  13 
H4    2    0.590448    0.525335    0.098928    11.00000   -1.20000 
AFIX   0 
C5    1    0.241068    0.446264    0.097899    11.00000    0.04257 
AFIX  13 
H5    2    0.084036    0.484426    0.074965    11.00000   -1.20000 
AFIX   0 
C6    1    0.312372    0.265256    0.069350    11.00000    0.04537 
AFIX  23 
H6    2    0.352342    0.272019    0.016430    11.00000   -1.20000 
H7    2    0.457584    0.221403    0.095952    11.00000   -1.20000 
AFIX   0 
O1    3    0.095620    0.542362    0.288452    11.00000    0.04104 
AFIX  83 
H8    2    0.220695    0.492974    0.304849    11.00000   -1.50000 
AFIX   0 
O2    3    0.559217    0.648211    0.243188    11.00000    0.04750 
AFIX  83 
H9    2    0.631569    0.727541    0.266507    11.00000   -1.50000 
AFIX   0 
O3    3    0.589770    0.874650    0.115352    11.00000    0.04125 
AFIX  83 
H10   2    0.609029    0.893583    0.070466    11.00000   -1.50000 
AFIX   0 
O4    3    0.453649    0.625905    0.005337    11.00000    0.03750 
AFIX  83 
H11   2    0.509549    0.539928   -0.017995    11.00000   -1.50000 
AFIX   0 
O5    3    0.208774    0.424685    0.177334    11.00000    0.03612 
O6    3    0.100678    0.142798    0.081225    11.00000    0.05098 
AFIX  83 
H12   2    0.076230    0.130610    0.126287    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  1 in P2(1)2(1)2(1) 
REM R1 =  0.0737 for     299 Fo > 4sig(Fo)  and  0.1005 for all     443 data 
REM     49 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0561      0.0000 
  
REM Highest difference peak  0.171,  deepest hole -0.202,  1-sigma level  0.052 
Q1    1   0.5646  0.4376  0.1400  11.00000  0.05    0.17 
Q2    1   0.4496  0.4120  0.1765  11.00000  0.05    0.16 
Q3    1   0.4726  0.4739  0.1214  11.00000  0.05    0.15 
Q4    1   0.4885  0.9307  0.1065  11.00000  0.05    0.15 
Q5    1   0.5483  0.5375  0.2743  11.00000  0.05    0.15 
Q6    1   0.2906  0.8253  0.1473  11.00000  0.05    0.14 
Q7    1   0.6025  0.2352  0.0466  11.00000  0.05    0.14 
Q8    1   0.2596  0.0492  0.1855  11.00000  0.05    0.13 
Q9    1   0.8105  0.8337  0.1353  11.00000  0.05    0.13 
Q10   1  -0.1462  0.1609  0.0780  11.00000  0.05    0.13 
Q11   1   0.6727  0.8500  0.2878  11.00000  0.05    0.13 
Q12   1   0.3389  0.2254 -0.0005  11.00000  0.05    0.13 
Q13   1   0.7505  0.6450  0.2213  11.00000  0.05    0.13 
Q14   1   0.0756  0.0773  0.0772  11.00000  0.05    0.13 
Q15   1   0.4533  0.5276  0.0012  11.00000  0.05    0.13 
Q16   1  -0.0201  0.4251  0.2849  11.00000  0.05    0.13 
Q17   1   0.5752  0.7206  0.2404  11.00000  0.05    0.12 
Q18   1   0.3118  0.3134  0.1435  11.00000  0.05    0.12 
Q19   1   0.6753  0.4804  0.2021  11.00000  0.05    0.12 
Q20   1   0.1932  0.6492  0.2171  11.00000  0.05    0.12 
;
_shelx_res_checksum              78341
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman4_2020MPa
_database_code_depnum_ccdc_archive 'CCDC 1450802'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman4_2020MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman4_2020MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.269 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman4_2020MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   4.609(3)
_cell_length_b                   8.438(6)
_cell_length_c                   17.40(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     677(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    148
_cell_measurement_theta_min      4.9480
_cell_measurement_theta_max      24.4210

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.160
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2020000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            1599
_diffrn_reflns_av_unetI/netI     0.1706
_diffrn_reflns_av_R_equivalents  0.1546
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         4.575
_diffrn_reflns_theta_max         25.987
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.254
_diffrn_measured_fraction_theta_full 0.269
_diffrn_reflns_Laue_measured_fraction_max 0.254
_diffrn_reflns_Laue_measured_fraction_full 0.269
_diffrn_reflns_point_group_measured_fraction_max 0.250
_diffrn_reflns_point_group_measured_fraction_full 0.267
_reflns_number_total             333
_reflns_number_gt                198
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.609
_reflns_Friedel_fraction_max     0.243
_reflns_Friedel_fraction_full    0.264

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0037P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 49 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   10.0(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         333
_refine_ls_number_parameters     39
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0754
_refine_ls_wR_factor_ref         0.1173
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      0.942
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.143(4) 0.5578(19) 0.2182(16) 0.029(2) Uiso 1 1 d D U . . .
H1 H -0.0661 0.5423 0.2117 0.034 Uiso 1 1 calc R U . . .
C2 C 0.227(3) 0.7039(18) 0.174(2) 0.029(2) Uiso 1 1 d . U . . .
H2 H 0.1122 0.7940 0.1926 0.034 Uiso 1 1 calc R U . . .
C3 C 0.172(4) 0.6807(19) 0.091(2) 0.029(2) Uiso 1 1 d D U . . .
H3 H -0.0378 0.6654 0.0848 0.034 Uiso 1 1 calc R U . . .
C4 C 0.315(4) 0.5348(16) 0.0644(15) 0.029(2) Uiso 1 1 d D U . . .
H4 H 0.5232 0.5485 0.0736 0.034 Uiso 1 1 calc R U . . .
C5 C 0.223(4) 0.3921(16) 0.109(2) 0.029(2) Uiso 1 1 d D U . . .
H5 H 0.0123 0.3797 0.1036 0.034 Uiso 1 1 calc R U . . .
C6 C 0.361(3) 0.2469(16) 0.084(2) 0.029(2) Uiso 1 1 d . U . . .
H7 H 0.5693 0.2626 0.0825 0.034 Uiso 1 1 calc R U . . .
H6 H 0.2952 0.2201 0.0331 0.034 Uiso 1 1 calc R U . . .
O1 O 0.203(2) 0.5648(13) 0.3019(13) 0.049(2) Uiso 1 1 d D U . . .
H8 H 0.3663 0.6002 0.3090 0.073 Uiso 1 1 calc R U . . .
O2 O 0.526(2) 0.7370(12) 0.1843(14) 0.049(2) Uiso 1 1 d . U . . .
H9 H 0.5465 0.7993 0.2201 0.073 Uiso 1 1 calc R U . . .
O3 O 0.253(2) 0.8185(12) 0.0449(15) 0.049(2) Uiso 1 1 d . U . . .
H10 H 0.1078 0.8565 0.0250 0.073 Uiso 1 1 calc R U . . .
O4 O 0.280(2) 0.5008(12) -0.0175(14) 0.049(2) Uiso 1 1 d D U . . .
H11 H 0.1380 0.5483 -0.0340 0.073 Uiso 1 1 calc R U . . .
O5 O 0.286(2) 0.4237(11) 0.1861(15) 0.035 Uiso 1 1 d . U . . .
O6 O 0.294(2) 0.1139(11) 0.1375(15) 0.049(2) Uiso 1 1 d . U . . .
H12 H 0.1177 0.1051 0.1419 0.073 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O5 1.42(2) . ?
C1 O1 1.48(3) . ?
C1 C2 1.50(3) . ?
C2 O2 1.418(16) . ?
C2 C3 1.48(6) . ?
C3 O3 1.46(3) . ?
C3 C4 1.472(18) . ?
C4 O4 1.46(2) . ?
C4 C5 1.49(2) . ?
C5 O5 1.40(4) . ?
C5 C6 1.45(2) . ?
C6 O6 1.48(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 C1 O1 109.4(18) . . ?
O5 C1 C2 109.4(19) . . ?
O1 C1 C2 115.0(19) . . ?
O2 C2 C3 108(3) . . ?
O2 C2 C1 110.3(19) . . ?
C3 C2 C1 110.3(17) . . ?
O3 C3 C4 112(2) . . ?
O3 C3 C2 112.8(17) . . ?
C4 C3 C2 110(2) . . ?
O4 C4 C3 115(2) . . ?
O4 C4 C5 108.5(18) . . ?
C3 C4 C5 112.5(18) . . ?
O5 C5 C6 111(2) . . ?
O5 C5 C4 106.6(17) . . ?
C6 C5 C4 114(2) . . ?
C5 C6 O6 111(2) . . ?
C5 O5 C1 115.6(17) . . ?

_refine_diff_density_max         0.181
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.050

_shelx_res_file                  
; 
  
    bman4.res created by SHELXL-2014/7 
  
  
TITL new in P2(1)2(1)2(1) 
CELL 0.71073   4.6093   8.4379  17.4030  90.000  90.000  90.000 
ZERR    4.00   0.0031   0.0056   0.0852   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 
dfix 1.500 0.02 C4 C5 
dfix 1.500 0.02 C3 C4 
dfix 1.450 0.02 C1 O1 
dfix 1.450 0.02 C4 O4 
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    0.003700 
FVAR       2.78337   0.02854   0.04888 
C1    1    0.143179    0.557796    0.218233    11.00000   21.00000 
AFIX  13 
H1    2   -0.066058    0.542266    0.211659    11.00000   -1.20000 
AFIX   0 
C2    1    0.226826    0.703871    0.174091    11.00000   21.00000 
AFIX  13 
H2    2    0.112238    0.793967    0.192577    11.00000   -1.20000 
AFIX   0 
C3    1    0.171571    0.680700    0.091071    11.00000   21.00000 
AFIX  13 
H3    2   -0.037830    0.665381    0.084752    11.00000   -1.20000 
AFIX   0 
C4    1    0.314944    0.534761    0.064445    11.00000   21.00000 
AFIX  13 
H4    2    0.523197    0.548489    0.073635    11.00000   -1.20000 
AFIX   0 
C5    1    0.222717    0.392070    0.108968    11.00000   21.00000 
AFIX  13 
H5    2    0.012293    0.379700    0.103583    11.00000   -1.20000 
AFIX   0 
C6    1    0.360979    0.246881    0.084477    11.00000   21.00000 
AFIX  23 
H7    2    0.569312    0.262602    0.082499    11.00000   -1.20000 
H6    2    0.295196    0.220121    0.033147    11.00000   -1.20000 
AFIX   0 
O1    3    0.202838    0.564751    0.301851    11.00000   31.00000 
AFIX  83 
H8    2    0.366299    0.600179    0.308974    11.00000   -1.50000 
AFIX   0 
O2    3    0.526029    0.736952    0.184318    11.00000   31.00000 
AFIX  83 
H9    2    0.546501    0.799292    0.220056    11.00000   -1.50000 
AFIX   0 
O3    3    0.253170    0.818472    0.044878    11.00000   31.00000 
AFIX  83 
H10   2    0.107756    0.856541    0.024975    11.00000   -1.50000 
AFIX   0 
O4    3    0.280196    0.500845   -0.017471    11.00000   31.00000 
AFIX  83 
H11   2    0.137963    0.548271   -0.033971    11.00000   -1.50000 
AFIX   0 
O5    3    0.285867    0.423659    0.186094    11.00000   10.03500 
O6    3    0.294055    0.113921    0.137457    11.00000   31.00000 
AFIX  83 
H12   2    0.117690    0.105124    0.141928    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  new in P2(1)2(1)2(1) 
REM R1 =  0.0754 for     198 Fo > 4sig(Fo)  and  0.1108 for all     333 data 
REM     39 parameters refined using      4 restraints 
  
END 
  
WGHT      0.0308      0.0000 
  
REM Highest difference peak  0.181,  deepest hole -0.156,  1-sigma level  0.050 
Q1    1   0.5299  0.8132  0.0434  11.00000  0.05    0.18 
Q2    1   0.0339  0.0706  0.1931  11.00000  0.05    0.16 
Q3    1   0.4835  0.4810  0.1603  11.00000  0.05    0.16 
Q4    1  -0.0509  0.9254  0.0034  11.00000  0.05    0.14 
Q5    1   0.2952  0.5420  0.0933  11.00000  0.05    0.13 
Q6    1   0.2367  0.5368  0.1317  11.00000  0.05    0.12 
Q7    1   0.0783  0.1717  0.1021  11.00000  0.05    0.12 
Q8    1   0.4398  0.3343  0.1869  11.00000  0.05    0.11 
Q9    1   0.4487  0.1712  0.1383  11.00000  0.05    0.11 
Q10   1   0.1113  0.4564  0.0643  11.00000  0.05    0.11 
Q11   1   0.2394  0.1963  0.0175  11.00000  0.05    0.11 
Q12   1   0.4790  0.2953 -0.0150  11.00000  0.05    0.11 
Q13   1   0.6486  0.7507  0.2504  11.00000  0.05    0.11 
Q14   1   0.5909  0.5714  0.2581  11.00000  0.05    0.10 
Q15   1   0.0895  0.8320  0.1707  11.00000  0.05    0.10 
Q16   1   0.0849  0.3119  0.1060  11.00000  0.05    0.10 
Q17   1   0.3348  0.6840  0.0562  11.00000  0.05    0.10 
Q18   1   0.0565  0.9278  0.0779  11.00000  0.05    0.10 
Q19   1  -0.0472  0.5396 -0.0011  11.00000  0.05    0.10 
Q20   1   0.4457  0.6350  0.1617  11.00000  0.05    0.10 
;
_shelx_res_checksum              10095
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman5_2100MPa
_database_code_depnum_ccdc_archive 'CCDC 1450803'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman5_2100MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman5_2100MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.377 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman5_2100MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   4.620(3)
_cell_length_b                   8.422(5)
_cell_length_c                   17.29(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     672.9(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    230
_cell_measurement_theta_min      4.5590
_cell_measurement_theta_max      14.8750

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.161
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2100000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            1817
_diffrn_reflns_av_unetI/netI     0.1131
_diffrn_reflns_av_R_equivalents  0.0879
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.567
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.345
_diffrn_measured_fraction_theta_full 0.377
_diffrn_reflns_Laue_measured_fraction_max 0.345
_diffrn_reflns_Laue_measured_fraction_full 0.377
_diffrn_reflns_point_group_measured_fraction_max 0.345
_diffrn_reflns_point_group_measured_fraction_full 0.383
_reflns_number_total             476
_reflns_number_gt                288
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.641
_reflns_Friedel_fraction_max     0.346
_reflns_Friedel_fraction_full    0.392

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0438P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 76 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   3.3(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         476
_refine_ls_number_parameters     44
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1220
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.130(2) 0.5602(11) 0.2179(12) 0.0370(15) Uiso 1 1 d . U . . .
H1 H -0.0791 0.5463 0.2112 0.044 Uiso 1 1 calc R U . . .
C2 C 0.229(2) 0.7074(13) 0.1779(10) 0.0370(15) Uiso 1 1 d . U . . .
H2 H 0.1210 0.7993 0.1974 0.044 Uiso 1 1 calc R U . . .
C3 C 0.165(2) 0.6840(12) 0.0921(11) 0.0370(15) Uiso 1 1 d . U . . .
H3 H -0.0435 0.6692 0.0853 0.044 Uiso 1 1 calc R U . . .
C4 C 0.319(2) 0.5377(12) 0.0639(12) 0.0370(15) Uiso 1 1 d . U . . .
H4 H 0.5266 0.5520 0.0729 0.044 Uiso 1 1 calc R U . . .
C5 C 0.223(2) 0.3963(12) 0.1076(11) 0.0370(15) Uiso 1 1 d . U . . .
H5 H 0.0135 0.3846 0.1010 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3634(19) 0.2453(10) 0.0860(9) 0.0370(15) Uiso 1 1 d . U . . .
H6 H 0.3085 0.2191 0.0334 0.044 Uiso 1 1 calc R U . . .
H7 H 0.5716 0.2604 0.0867 0.044 Uiso 1 1 calc R U . . .
O1 O 0.2009(14) 0.5670(7) 0.2982(7) 0.051(3) Uiso 1 1 d . . . . .
H8 H 0.3648 0.6028 0.3034 0.077 Uiso 1 1 calc R U . . .
O2 O 0.5282(13) 0.7336(8) 0.1857(6) 0.048(3) Uiso 1 1 d . . . . .
H9 H 0.5572 0.7961 0.2212 0.072 Uiso 1 1 calc R U . . .
O3 O 0.2555(14) 0.8171(7) 0.0471(5) 0.038(2) Uiso 1 1 d . . . . .
H10 H 0.1143 0.8569 0.0259 0.057 Uiso 1 1 calc R U . . .
O4 O 0.2766(15) 0.5054(9) -0.0165(6) 0.049(2) Uiso 1 1 d . . . . .
H11 H 0.1337 0.5536 -0.0320 0.074 Uiso 1 1 calc R U . . .
O5 O 0.2837(13) 0.4203(7) 0.1900(6) 0.037(2) Uiso 1 1 d . . . . .
O6 O 0.2924(15) 0.1117(8) 0.1355(6) 0.047(3) Uiso 1 1 d . . . . .
H12 H 0.1161 0.1043 0.1394 0.071 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.428(19) . ?
C1 O5 1.458(12) . ?
C1 C2 1.492(17) . ?
C2 O2 1.408(10) . ?
C2 C3 1.53(2) . ?
C3 O3 1.427(14) . ?
C3 C4 1.502(14) . ?
C4 O4 1.430(19) . ?
C4 C5 1.478(18) . ?
C5 O5 1.466(19) . ?
C5 C6 1.476(13) . ?
C6 O6 1.451(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 104.1(10) . . ?
O1 C1 C2 110.4(10) . . ?
O5 C1 C2 111.7(11) . . ?
O2 C2 C1 112.6(10) . . ?
O2 C2 C3 107.6(10) . . ?
C1 C2 C3 106.6(11) . . ?
O3 C3 C4 109.3(11) . . ?
O3 C3 C2 111.9(10) . . ?
C4 C3 C2 109.3(11) . . ?
O4 C4 C5 107.6(11) . . ?
O4 C4 C3 114.0(12) . . ?
C5 C4 C3 110.7(13) . . ?
O5 C5 C6 106.3(11) . . ?
O5 C5 C4 109.2(12) . . ?
C6 C5 C4 115.7(12) . . ?
O6 C6 C5 114.8(11) . . ?
C1 O5 C5 109.9(10) . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.049

_shelx_res_file                  
; 
  
    bman5.res created by SHELXL-2014/7 
  
  
TITL 1 in P2(1)2(1)2(1) 
CELL 0.71073   4.6200   8.4224  17.2941  90.000  90.000  90.000 
ZERR    4.00   0.0030   0.0048   0.0321   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    0.043800 
FVAR       5.85511   0.03703 
C1    1    0.130059    0.560174    0.217902    11.00000   21.00000 
AFIX  13 
H1    2   -0.079076    0.546342    0.211240    11.00000   -1.20000 
AFIX   0 
C2    1    0.228554    0.707432    0.177860    11.00000   21.00000 
AFIX  13 
H2    2    0.120998    0.799307    0.197443    11.00000   -1.20000 
AFIX   0 
C3    1    0.165326    0.683967    0.092059    11.00000   21.00000 
AFIX  13 
H3    2   -0.043537    0.669199    0.085265    11.00000   -1.20000 
AFIX   0 
C4    1    0.318763    0.537718    0.063904    11.00000   21.00000 
AFIX  13 
H4    2    0.526598    0.551962    0.072868    11.00000   -1.20000 
AFIX   0 
C5    1    0.223070    0.396345    0.107639    11.00000   21.00000 
AFIX  13 
H5    2    0.013516    0.384565    0.100980    11.00000   -1.20000 
AFIX   0 
C6    1    0.363441    0.245264    0.085984    11.00000   21.00000 
AFIX  23 
H6    2    0.308490    0.219133    0.033368    11.00000   -1.20000 
H7    2    0.571550    0.260434    0.086716    11.00000   -1.20000 
AFIX   0 
O1    3    0.200883    0.567037    0.298215    11.00000    0.05121 
AFIX  83 
H8    2    0.364812    0.602794    0.303425    11.00000   -1.50000 
AFIX   0 
O2    3    0.528207    0.733586    0.185748    11.00000    0.04813 
AFIX  83 
H9    2    0.557157    0.796138    0.221250    11.00000   -1.50000 
AFIX   0 
O3    3    0.255473    0.817106    0.047055    11.00000    0.03811 
AFIX  83 
H10   2    0.114310    0.856949    0.025852    11.00000   -1.50000 
AFIX   0 
O4    3    0.276572    0.505364   -0.016465    11.00000    0.04924 
AFIX  83 
H11   2    0.133719    0.553576   -0.031974    11.00000   -1.50000 
AFIX   0 
O5    3    0.283679    0.420275    0.190009    11.00000    0.03693 
O6    3    0.292415    0.111745    0.135495    11.00000    0.04705 
AFIX  83 
H12   2    0.116068    0.104260    0.139437    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  1 in P2(1)2(1)2(1) 
REM R1 =  0.0614 for     288 Fo > 4sig(Fo)  and  0.0943 for all     476 data 
REM     44 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0635      0.0000 
  
REM Highest difference peak  0.177,  deepest hole -0.174,  1-sigma level  0.049 
Q1    1   0.0698  0.6356 -0.0864  11.00000  0.05    0.18 
Q2    1   0.1969  0.4042  0.1264  11.00000  0.05    0.17 
Q3    1   0.2856  0.7471  0.1765  11.00000  0.05    0.17 
Q4    1   0.3497  0.5960 -0.0777  11.00000  0.05    0.16 
Q5    1   0.2435  0.8269 -0.0038  11.00000  0.05    0.14 
Q6    1   0.0755  0.4558  0.3206  11.00000  0.05    0.14 
Q7    1   0.0639  0.4260  0.1876  11.00000  0.05    0.14 
Q8    1   0.3826  0.4370  0.2286  11.00000  0.05    0.14 
Q9    1   0.0102  0.9373  0.0225  11.00000  0.05    0.14 
Q10   1  -0.0327  0.5972 -0.0008  11.00000  0.05    0.14 
Q11   1  -0.1596  0.5740  0.0901  11.00000  0.05    0.13 
Q12   1   0.1588  0.7942  0.0378  11.00000  0.05    0.12 
Q13   1  -0.0107  0.7954  0.1775  11.00000  0.05    0.12 
Q14   1   0.4860  0.2573  0.0003  11.00000  0.05    0.12 
Q15   1   0.3604  0.3477  0.0868  11.00000  0.05    0.12 
Q16   1   0.0225  0.0464  0.1603  11.00000  0.05    0.12 
Q17   1   0.4123  0.4977 -0.0026  11.00000  0.05    0.11 
Q18   1   0.4854  0.4725  0.1429  11.00000  0.05    0.11 
Q19   1   0.4945  0.8180  0.1534  11.00000  0.05    0.11 
Q20   1  -0.0019  0.7348 -0.0115  11.00000  0.05    0.11 
;
_shelx_res_checksum              48793
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman6_2350MPa
_database_code_depnum_ccdc_archive 'CCDC 1450804'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman6_2350MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_RINTA01_bman6_2350MPa       
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT020_bman6_2350MPa       
;
PROBLEM: The value of Rint is greater than 0.12 .........      0.264 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman6_2350MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.282 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman6_2350MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   4.58(3)
_cell_length_b                   8.401(8)
_cell_length_c                   17.20(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     662(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    128
_cell_measurement_theta_min      4.9900
_cell_measurement_theta_max      17.1230

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;
_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2350000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            1474
_diffrn_reflns_av_unetI/netI     0.2946
_diffrn_reflns_av_R_equivalents  0.2644
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.853
_diffrn_reflns_theta_max         25.754
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.271
_diffrn_measured_fraction_theta_full 0.282
_diffrn_reflns_Laue_measured_fraction_max 0.271
_diffrn_reflns_Laue_measured_fraction_full 0.282
_diffrn_reflns_point_group_measured_fraction_max 0.260
_diffrn_reflns_point_group_measured_fraction_full 0.272
_reflns_number_total             331
_reflns_number_gt                144
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.561
_reflns_Friedel_fraction_max     0.242
_reflns_Friedel_fraction_full    0.257

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0989P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 22 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   6.7(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         331
_refine_ls_number_parameters     39
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1668
_refine_ls_R_factor_gt           0.1163
_refine_ls_wR_factor_ref         0.2857
_refine_ls_wR_factor_gt          0.2375
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.120(8) 0.562(3) 0.2146(19) 0.051(4) Uiso 1 1 d D U . . .
H1 H -0.0924 0.5510 0.2107 0.062 Uiso 1 1 calc R U . . .
C2 C 0.222(11) 0.711(3) 0.1754(15) 0.051(4) Uiso 1 1 d D U . . .
H2 H 0.1217 0.8053 0.1960 0.062 Uiso 1 1 calc R U . . .
C3 C 0.146(7) 0.684(3) 0.0899(15) 0.051(4) Uiso 1 1 d D U . . .
H3 H -0.0652 0.6838 0.0817 0.062 Uiso 1 1 calc R U . . .
C4 C 0.278(9) 0.537(2) 0.063(2) 0.051(4) Uiso 1 1 d D U . . .
H4 H 0.4881 0.5534 0.0697 0.062 Uiso 1 1 calc R U . . .
C5 C 0.204(8) 0.391(2) 0.116(2) 0.051(4) Uiso 1 1 d D U . . .
H5 H -0.0072 0.3743 0.1124 0.062 Uiso 1 1 calc R U . . .
C6 C 0.342(7) 0.239(2) 0.0911(18) 0.051(4) Uiso 1 1 d D U . . .
H6 H 0.2745 0.2155 0.0390 0.062 Uiso 1 1 calc R U . . .
H7 H 0.5510 0.2568 0.0880 0.062 Uiso 1 1 calc R U . . .
O1 O 0.210(6) 0.5577(17) 0.2905(12) 0.058(4) Uiso 1 1 d . U . . .
H8 H 0.3768 0.5930 0.2936 0.086 Uiso 1 1 calc R U . . .
O2 O 0.523(6) 0.7295(17) 0.1786(12) 0.058(4) Uiso 1 1 d . U . . .
H9 H 0.5654 0.7917 0.2136 0.086 Uiso 1 1 calc R U . . .
O3 O 0.287(5) 0.8173(18) 0.0476(10) 0.058(4) Uiso 1 1 d D U . . .
H10 H 0.1629 0.8673 0.0235 0.086 Uiso 1 1 calc R U . . .
O4 O 0.248(6) 0.5005(18) -0.0125(11) 0.058(4) Uiso 1 1 d . U . . .
H11 H 0.1067 0.5478 -0.0304 0.086 Uiso 1 1 calc R U . . .
O5 O 0.263(6) 0.4213(16) 0.1929(12) 0.058(4) Uiso 1 1 d . U . . .
O6 O 0.296(6) 0.1086(15) 0.1359(11) 0.058(4) Uiso 1 1 d . U . . .
H12 H 0.1204 0.0958 0.1422 0.086 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.37(4) . ?
C1 O5 1.41(3) . ?
C1 C2 1.50(2) . ?
C2 O2 1.39(5) . ?
C2 C3 1.53(2) . ?
C3 C4 1.45(2) . ?
C3 O3 1.48(2) . ?
C4 O4 1.34(4) . ?
C4 C5 1.57(4) . ?
C5 O5 1.37(4) . ?
C5 C6 1.48(2) . ?
C6 O6 1.36(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 95(2) . . ?
O1 C1 C2 111(2) . . ?
O5 C1 C2 116(2) . . ?
O2 C2 C1 113(3) . . ?
O2 C2 C3 106(2) . . ?
C1 C2 C3 104(2) . . ?
C4 C3 O3 108(2) . . ?
C4 C3 C2 110(3) . . ?
O3 C3 C2 105(2) . . ?
O4 C4 C3 118(3) . . ?
O4 C4 C5 111(2) . . ?
C3 C4 C5 113(2) . . ?
O5 C5 C6 111(3) . . ?
O5 C5 C4 112(2) . . ?
C6 C5 C4 114(2) . . ?
O6 C6 C5 117(2) . . ?
C5 O5 C1 109(3) . . ?

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.086

_shelx_res_file                  
; 
      bman6.res created by SHELXL-2014/7 
  
  
TITL a in P2(1)2(1)2(1) 
CELL 0.71073   4.5848   8.4006  17.2002  90.000  90.000  90.000 
ZERR    4.00   0.0265   0.0077   0.0543   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 
dfix 1.5000 0.02 c1 c2 
dfix 1.5000 0.02 c3 c4 
dfix 1.5000 0.02 c5 c6 
dfix 1.5000 0.02 c2 c3 
dfix 1.4500 0.02 o3 c3 
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    0.098900 
FVAR       1.20616   0.05150   0.05751 
C1    1    0.119804    0.562453    0.214596    11.00000   21.00000 
AFIX  13 
H1    2   -0.092410    0.550952    0.210735    11.00000   -1.20000 
AFIX   0 
C2    1    0.221960    0.711371    0.175381    11.00000   21.00000 
AFIX  13 
H2    2    0.121716    0.805316    0.196045    11.00000   -1.20000 
AFIX   0 
C3    1    0.146374    0.684208    0.089862    11.00000   21.00000 
AFIX  13 
H3    2   -0.065170    0.683843    0.081700    11.00000   -1.20000 
AFIX   0 
C4    1    0.278031    0.537145    0.062744    11.00000   21.00000 
AFIX  13 
H4    2    0.488091    0.553449    0.069651    11.00000   -1.20000 
AFIX   0 
C5    1    0.204002    0.390535    0.116116    11.00000   21.00000 
AFIX  13 
H5    2   -0.007208    0.374301    0.112397    11.00000   -1.20000 
AFIX   0 
C6    1    0.342222    0.239313    0.091115    11.00000   21.00000 
AFIX  23 
H6    2    0.274483    0.215510    0.038969    11.00000   -1.20000 
H7    2    0.551012    0.256826    0.087981    11.00000   -1.20000 
AFIX   0 
O1    3    0.210434    0.557664    0.290505    11.00000   31.00000 
AFIX  83 
H8    2    0.376754    0.592991    0.293612    11.00000   -1.50000 
AFIX   0 
O2    3    0.523268    0.729513    0.178632    11.00000   31.00000 
AFIX  83 
H9    2    0.565405    0.791742    0.213603    11.00000   -1.50000 
AFIX   0 
O3    3    0.286939    0.817281    0.047616    11.00000   31.00000 
AFIX  83 
H10   2    0.162879    0.867294    0.023480    11.00000   -1.50000 
AFIX   0 
O4    3    0.248017    0.500476   -0.012453    11.00000   31.00000 
AFIX  83 
H11   2    0.106728    0.547765   -0.030369    11.00000   -1.50000 
AFIX   0 
O5    3    0.263071    0.421296    0.192863    11.00000   31.00000 
O6    3    0.296107    0.108557    0.135893    11.00000   31.00000 
AFIX  83 
H12   2    0.120363    0.095832    0.142191    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  a in P2(1)2(1)2(1) 
REM R1 =  0.1163 for     144 Fo > 4sig(Fo)  and  0.1668 for all     331 data 
REM     39 parameters refined using      5 restraints 
  
END 
  
WGHT      0.0992      0.0000 
  
REM Highest difference peak  0.301,  deepest hole -0.307,  1-sigma level  0.086 
Q1    1   0.2223  0.8050  0.0350  11.00000  0.05    0.30 
Q2    1   0.5903  0.4843  0.1880  11.00000  0.05    0.29 
Q3    1   0.2163  0.5318  0.0194  11.00000  0.05    0.25 
Q4    1  -0.2872  0.5809  0.2621  11.00000  0.05    0.23 
Q5    1   0.4421  0.5103 -0.0219  11.00000  0.05    0.23 
Q6    1   0.3000  0.7112  0.2197  11.00000  0.05    0.22 
Q7    1   0.7422  0.7626  0.1607  11.00000  0.05    0.21 
Q8    1   0.7542  0.7973  0.1399  11.00000  0.05    0.20 
Q9    1   0.2412  0.5005 -0.0639  11.00000  0.05    0.20 
Q10   1   0.3062 -0.0549  0.1162  11.00000  0.05    0.19 
Q11   1   0.0845  0.6588  0.0878  11.00000  0.05    0.18 
Q12   1   0.5159  0.5650  0.3160  11.00000  0.05    0.17 
Q13   1   0.3209  0.2079  0.0194  11.00000  0.05    0.17 
Q14   1   0.2720  0.4416  0.2161  11.00000  0.05    0.16 
Q15   1   0.0678  0.3784  0.0356  11.00000  0.05    0.16 
Q16   1   0.1910  0.4201  0.2009  11.00000  0.05    0.16 
Q17   1   0.1253  0.3618  0.0666  11.00000  0.05    0.15 
Q18   1   0.2562  0.3749  0.0841  11.00000  0.05    0.15 
Q19   1   0.0704  0.5639 -0.0535  11.00000  0.05    0.15 
Q20   1   0.0410  0.6773  0.2881  11.00000  0.05    0.15 
;
_shelx_res_checksum              94489
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman7_2850MPa
_database_code_depnum_ccdc_archive 'CCDC 1450805'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# start Validation Reply Form
_vrf_ATOM007_bman7_2850MPa       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT029_bman7_2850MPa       
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.392 Note  
RESPONSE: 'DAC limits access of the X-ray beam to the sample'
;
_vrf_PLAT201_bman7_2850MPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: 'poor quality and number of high-pressure data'
;
_vrf_PLAT415_bman7_2850MPa       
;
PROBLEM: Short Inter D-H..H-X       H4     ..  H10     ..       1.89 Ang.  
RESPONSE: 'compressed molecular packing at high-pressure'
;
# end Validation Reply Form

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

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'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

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'

_cell_length_a                   4.5744(6)
_cell_length_b                   8.386(3)
_cell_length_c                   17.212(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     660.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    956
_cell_measurement_theta_min      3.6090
_cell_measurement_theta_max      18.7540

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.09727
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
Data collected for the crystal compressed in diamond-anvil cell
;
_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2850000
_diffrn_radiation_wavelength     0.56087
_diffrn_radiation_type           'Ag K\a'
_diffrn_source                   'Enhance (Ag) X-ray Source'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean 16.0593
_diffrn_reflns_number            4038
_diffrn_reflns_av_unetI/netI     0.0951
_diffrn_reflns_av_R_equivalents  0.1028
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.611
_diffrn_reflns_theta_max         26.861
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.248
_diffrn_measured_fraction_theta_full 0.392
_diffrn_reflns_Laue_measured_fraction_max 0.248
_diffrn_reflns_Laue_measured_fraction_full 0.392
_diffrn_reflns_point_group_measured_fraction_max 0.248
_diffrn_reflns_point_group_measured_fraction_full 0.407
_reflns_number_total             717
_reflns_number_gt                469
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.699
_reflns_Friedel_fraction_max     0.247
_reflns_Friedel_fraction_full    0.430

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0749P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 126 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -2.1(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         717
_refine_ls_number_parameters     49
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.1697
_refine_ls_wR_factor_gt          0.1580
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1311(17) 0.5563(9) 0.2175(8) 0.0247(19) Uiso 1 1 d . . . . .
H1 H -0.0800 0.5414 0.2109 0.030 Uiso 1 1 calc R U . . .
C2 C 0.2282(17) 0.7052(10) 0.1786(8) 0.028(2) Uiso 1 1 d . . . . .
H2 H 0.1164 0.7965 0.1980 0.034 Uiso 1 1 calc R U . . .
C3 C 0.1751(17) 0.6830(10) 0.0941(9) 0.028(2) Uiso 1 1 d . . . . .
H3 H -0.0357 0.6666 0.0879 0.034 Uiso 1 1 calc R U . . .
C4 C 0.3243(16) 0.5346(10) 0.0615(8) 0.0264(19) Uiso 1 1 d . . . . .
H4 H 0.5357 0.5453 0.0690 0.032 Uiso 1 1 calc R U . . .
C5 C 0.2149(17) 0.3902(8) 0.1100(8) 0.025(2) Uiso 1 1 d . . . . .
H5 H 0.0029 0.3783 0.1041 0.030 Uiso 1 1 calc R U . . .
C6 C 0.3651(16) 0.2404(8) 0.0865(8) 0.0259(19) Uiso 1 1 d . . . . .
H6 H 0.3153 0.2159 0.0331 0.031 Uiso 1 1 calc R U . . .
H7 H 0.5749 0.2562 0.0893 0.031 Uiso 1 1 calc R U . . .
O1 O 0.2036(12) 0.5645(7) 0.2969(6) 0.0357(16) Uiso 1 1 d . . . . .
H8 H 0.3692 0.6006 0.3017 0.054 Uiso 1 1 calc R U . . .
O2 O 0.5302(10) 0.7342(7) 0.1856(6) 0.0335(16) Uiso 1 1 d . . . . .
H9 H 0.5590 0.7970 0.2213 0.050 Uiso 1 1 calc R U . . .
O3 O 0.2495(11) 0.8178(6) 0.0479(5) 0.0263(14) Uiso 1 1 d . . . . .
H10 H 0.1012 0.8543 0.0280 0.039 Uiso 1 1 calc R U . . .
O4 O 0.2706(12) 0.5034(7) -0.0172(5) 0.0364(17) Uiso 1 1 d . . . . .
H11 H 0.1259 0.5533 -0.0314 0.055 Uiso 1 1 calc R U . . .
O5 O 0.2863(12) 0.4194(6) 0.1902(5) 0.0307(15) Uiso 1 1 d . . . . .
O6 O 0.2858(12) 0.1086(6) 0.1349(5) 0.0302(15) Uiso 1 1 d . . . . .
H12 H 0.1072 0.1034 0.1380 0.045 Uiso 1 1 calc R U . . .

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.408(14) . ?
C1 O5 1.429(10) . ?
C1 C2 1.485(14) . ?
C2 O2 1.408(9) . ?
C2 C3 1.486(16) . ?
C3 O3 1.423(13) . ?
C3 C4 1.526(13) . ?
C4 O4 1.402(14) . ?
C4 C5 1.554(13) . ?
C5 O5 1.439(14) . ?
C5 C6 1.488(11) . ?
C6 O6 1.430(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 104.0(8) . . ?
O1 C1 C2 109.0(7) . . ?
O5 C1 C2 112.2(8) . . ?
O2 C2 C1 113.5(9) . . ?
O2 C2 C3 105.4(9) . . ?
C1 C2 C3 106.7(7) . . ?
O3 C3 C2 114.1(7) . . ?
O3 C3 C4 109.6(9) . . ?
C2 C3 C4 112.9(8) . . ?
O4 C4 C3 115.4(8) . . ?
O4 C4 C5 108.5(7) . . ?
C3 C4 C5 107.1(8) . . ?
O5 C5 C6 107.4(8) . . ?
O5 C5 C4 108.0(7) . . ?
C6 C5 C4 111.3(9) . . ?
O6 C6 C5 112.2(9) . . ?
C1 O5 C5 109.8(8) . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.060

_shelx_res_file                  
; 
  
    bman7.res created by SHELXL-2014/7 
  
  
TITL 1 in P2(1)2(1)2(1) 
CELL 0.71073   4.5744   8.3863  17.2115  90.000  90.000  90.000 
ZERR    4.00   0.0006   0.0030   0.0156   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    0.074900 
FVAR       3.77347 
C1    1    0.131104    0.556251    0.217484    11.00000    0.02472 
AFIX  13 
H1    2   -0.079965    0.541399    0.210946    11.00000   -1.20000 
AFIX   0 
C2    1    0.228161    0.705182    0.178555    11.00000    0.02848 
AFIX  13 
H2    2    0.116438    0.796538    0.198020    11.00000   -1.20000 
AFIX   0 
C3    1    0.175111    0.682989    0.094091    11.00000    0.02829 
AFIX  13 
H3    2   -0.035710    0.666620    0.087853    11.00000   -1.20000 
AFIX   0 
C4    1    0.324269    0.534606    0.061500    11.00000    0.02642 
AFIX  13 
H4    2    0.535714    0.545298    0.069036    11.00000   -1.20000 
AFIX   0 
C5    1    0.214861    0.390210    0.110030    11.00000    0.02474 
AFIX  13 
H5    2    0.002924    0.378267    0.104086    11.00000   -1.20000 
AFIX   0 
C6    1    0.365067    0.240393    0.086538    11.00000    0.02593 
AFIX  23 
H6    2    0.315306    0.215871    0.033073    11.00000   -1.20000 
H7    2    0.574880    0.256187    0.089268    11.00000   -1.20000 
AFIX   0 
O1    3    0.203560    0.564538    0.296914    11.00000    0.03573 
AFIX  83 
H8    2    0.369171    0.600643    0.301710    11.00000   -1.50000 
AFIX   0 
O2    3    0.530183    0.734155    0.185612    11.00000    0.03354 
AFIX  83 
H9    2    0.559015    0.796983    0.221304    11.00000   -1.50000 
AFIX   0 
O3    3    0.249512    0.817794    0.047940    11.00000    0.02632 
AFIX  83 
H10   2    0.101229    0.854350    0.027955    11.00000   -1.50000 
AFIX   0 
O4    3    0.270560    0.503373   -0.017212    11.00000    0.03638 
AFIX  83 
H11   2    0.125898    0.553273   -0.031370    11.00000   -1.50000 
AFIX   0 
O5    3    0.286282    0.419394    0.190183    11.00000    0.03067 
O6    3    0.285751    0.108631    0.134861    11.00000    0.03015 
AFIX  83 
H12   2    0.107154    0.103350    0.138037    11.00000   -1.50000 
  
AFIX   0 
HKLF 4 
  
REM  1 in P2(1)2(1)2(1) 
REM R1 =  0.0706 for     469 Fo > 4sig(Fo)  and  0.0975 for all     717 data 
REM     49 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0874      0.0000 
  
REM Highest difference peak  0.258,  deepest hole -0.214,  1-sigma level  0.060 
Q1    1   0.3074  0.5763 -0.1094  11.00000  0.05    0.26 
Q2    1  -0.2155  0.3581  0.1940  11.00000  0.05    0.22 
Q3    1   0.3757  0.8397  0.0623  11.00000  0.05    0.21 
Q4    1   0.5547  0.5959  0.3072  11.00000  0.05    0.20 
Q5    1  -0.0443  0.5614  0.0165  11.00000  0.05    0.19 
Q6    1  -0.0206  0.5403  0.0006  11.00000  0.05    0.19 
Q7    1   0.0105  0.6201 -0.0758  11.00000  0.05    0.19 
Q8    1  -0.0806  0.5759  0.0321  11.00000  0.05    0.18 
Q9    1  -0.1102  0.6052  0.0577  11.00000  0.05    0.18 
Q10   1   0.5651  0.4958  0.1413  11.00000  0.05    0.18 
Q11   1  -0.0905  0.2985  0.0886  11.00000  0.05    0.18 
Q12   1   0.3704  0.7958  0.0220  11.00000  0.05    0.18 
Q13   1   0.1797  0.7837  0.0163  11.00000  0.05    0.18 
Q14   1   0.7606  0.2919  0.1385  11.00000  0.05    0.17 
Q15   1   0.7351  0.8164  0.2068  11.00000  0.05    0.17 
Q16   1   0.2506  0.8806  0.0880  11.00000  0.05    0.17 
Q17   1   0.6736  0.5936  0.1260  11.00000  0.05    0.17 
Q18   1   0.2505  0.2461 -0.0006  11.00000  0.05    0.17 
Q19   1   0.2022  0.6580  0.3658  11.00000  0.05    0.17 
Q20   1   0.5464  0.6958  0.2239  11.00000  0.05    0.17 
;
_shelx_res_checksum              17264
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman_295K
_database_code_depnum_ccdc_archive 'CCDC 1450806'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   5.6684(2)
_cell_length_b                   7.5720(2)
_cell_length_c                   18.1425(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     778.69(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2899
_cell_measurement_theta_min      4.8690
_cell_measurement_theta_max      73.2260

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.218
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88764
_exptl_absorpt_correction_T_max  1.00000
_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.
;

# EXPERIMENTAL DATA 

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2679
_diffrn_reflns_number            5200
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.875
_diffrn_reflns_theta_max         73.659
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1541
_reflns_number_gt                1434
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.641
_reflns_Friedel_fraction_max     0.966
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+0.1324P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 511 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.44(15)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         1541
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0782
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.005

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1489(4) 0.5781(3) 0.21857(12) 0.0309(5) Uani 1 1 d . . . . .
H1 H 0.0019 0.6273 0.1988 0.037 Uiso 1 1 calc R U . . .
C2 C 0.3465(4) 0.7108(3) 0.20760(12) 0.0309(5) Uani 1 1 d . . . . .
H2 H 0.3049 0.8221 0.2319 0.037 Uiso 1 1 calc R U . . .
C3 C 0.3803(5) 0.7430(3) 0.12547(12) 0.0317(5) Uani 1 1 d . . . . .
H3 H 0.2377 0.8002 0.1064 0.038 Uiso 1 1 calc R U . . .
C4 C 0.4166(4) 0.5724(3) 0.08349(11) 0.0288(5) Uani 1 1 d . . . . .
H4 H 0.5702 0.5214 0.0962 0.035 Uiso 1 1 calc R U . . .
C5 C 0.2208(4) 0.4412(3) 0.10187(11) 0.0306(5) Uani 1 1 d . . . . .
H5 H 0.0703 0.4856 0.0828 0.037 Uiso 1 1 calc R U . . .
C6 C 0.2679(5) 0.2603(3) 0.07032(13) 0.0403(6) Uani 1 1 d . . . . .
H6A H 0.3013 0.2710 0.0181 0.048 Uiso 1 1 calc R U . . .
H6B H 0.4059 0.2102 0.0940 0.048 Uiso 1 1 calc R U . . .
O1 O 0.1149(3) 0.5319(2) 0.29172(8) 0.0385(4) Uani 1 1 d . . . . .
H1A H 0.2343 0.4840 0.3076 0.058 Uiso 1 1 calc R U . . .
O2 O 0.5531(3) 0.6399(2) 0.24068(9) 0.0378(4) Uani 1 1 d . . . . .
H2A H 0.6223 0.7181 0.2633 0.057 Uiso 1 1 calc R U . . .
O3 O 0.5736(4) 0.8603(2) 0.11511(9) 0.0465(5) Uani 1 1 d . . . . .
H3A H 0.5933 0.8775 0.0709 0.070 Uiso 1 1 calc R U . . .
O4 O 0.4120(3) 0.6167(2) 0.00690(8) 0.0375(4) Uani 1 1 d . . . . .
H4A H 0.4717 0.5364 -0.0170 0.056 Uiso 1 1 calc R U . . .
O5 O 0.2033(3) 0.41716(19) 0.18012(8) 0.0317(4) Uani 1 1 d . . . . .
O6 O 0.0736(4) 0.1455(2) 0.08039(9) 0.0507(5) Uani 1 1 d . . . . .
H6 H 0.0510 0.1305 0.1246 0.076 Uiso 1 1 calc R U . . .

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
C1 0.0360(12) 0.0327(11) 0.0240(10) -0.0021(9) 0.0012(9) 0.0052(9)
C2 0.0390(13) 0.0268(10) 0.0268(11) -0.0028(9) 0.0007(9) 0.0046(9)
C3 0.0423(13) 0.0243(10) 0.0285(11) 0.0002(8) 0.0009(10) -0.0018(10)
C4 0.0381(12) 0.0263(10) 0.0218(10) -0.0011(8) 0.0012(9) -0.0001(10)
C5 0.0374(12) 0.0310(11) 0.0235(11) -0.0013(9) -0.0022(9) -0.0023(10)
C6 0.0591(17) 0.0306(12) 0.0312(13) -0.0046(10) 0.0074(12) -0.0089(11)
O1 0.0438(9) 0.0458(9) 0.0258(8) 0.0017(7) 0.0057(7) 0.0057(8)
O2 0.0407(10) 0.0373(9) 0.0356(9) -0.0009(7) -0.0074(8) -0.0020(8)
O3 0.0686(12) 0.0407(9) 0.0302(8) -0.0057(7) 0.0083(8) -0.0236(10)
O4 0.0579(11) 0.0313(8) 0.0234(8) -0.0005(6) 0.0038(8) 0.0017(8)
O5 0.0443(9) 0.0278(8) 0.0230(7) -0.0005(6) 0.0017(6) -0.0022(7)
O6 0.0825(14) 0.0437(10) 0.0259(8) -0.0034(7) 0.0022(9) -0.0305(11)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.386(3) . ?
C1 O5 1.437(3) . ?
C1 C2 1.518(3) . ?
C2 O2 1.421(3) . ?
C2 C3 1.522(3) . ?
C3 O3 1.423(3) . ?
C3 C4 1.514(3) . ?
C4 O4 1.430(2) . ?
C4 C5 1.526(3) . ?
C5 O5 1.435(2) . ?
C5 C6 1.508(3) . ?
C6 O6 1.415(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 106.30(18) . . ?
O1 C1 C2 113.26(18) . . ?
O5 C1 C2 109.82(17) . . ?
O2 C2 C1 107.62(17) . . ?
O2 C2 C3 111.73(18) . . ?
C1 C2 C3 109.09(18) . . ?
O3 C3 C4 111.20(19) . . ?
O3 C3 C2 109.03(18) . . ?
C4 C3 C2 111.92(18) . . ?
O4 C4 C3 106.63(17) . . ?
O4 C4 C5 110.60(17) . . ?
C3 C4 C5 110.28(18) . . ?
O5 C5 C6 105.83(18) . . ?
O5 C5 C4 110.41(17) . . ?
C6 C5 C4 112.3(2) . . ?
O6 C6 C5 111.8(2) . . ?
C5 O5 C1 112.80(16) . . ?

_refine_diff_density_max         0.121
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.034

_shelx_res_file                  
;

    bman0.res created by SHELXL-2014/7

TITL man2_4_295_00 in P2(1)2(1)2(1)
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184 5.668395 7.571957 18.142457 90 90 90
ZERR 4 0.000199 0.000216 0.000509 0 0 0
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
EQIV $1 1-X,-0.5+Y,0.5-Z
EQIV $2 -0.5+X,1.5-Y,-Z
EQIV $3 +X,1+Y,+Z
EQIV $4 +X,-1+Y,+Z
EQIV $5 -1+X,+Y,+Z
EQIV $6 -X,0.5+Y,0.5-Z
EQIV $7 -0.5+X,0.5-Y,-Z
EQIV $8 1-X,0.5+Y,0.5-Z
EQIV $9 0.5+X,1.5-Y,-Z
EQIV $10 0.5+X,0.5-Y,-Z
EQIV $11 -X,-0.5+Y,0.5-Z

L.S. 1
PLAN  10
TEMP 21.85
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_$8
RTAB oho2 H8 O6_$8
RTAB oho2 O1 H8 O6_$8
RTAB oho2 C1 O1 O6_$8
RTAB oho2 O1 O6_$8 C6_$8
RTAB oho3 O2 O5_$8
RTAB oho3 H9 O5_$8
RTAB oho3 O2 H9 O5_$8
RTAB oho3 C2 O2 O5_$8
RTAB oho4 O2 O1_$8
RTAB oho4 H9 O1_$8
RTAB oho4 O2 H9 O1_$8
RTAB oho4 C2 O2 O1_$8
RTAB oho4 O2 O1_$8 C1_$8
RTAB oho5 O3 O4_$9
RTAB oho5 H10 O4_$9
RTAB oho5 O3 H10 O4_$9
RTAB oho5 C3 O3 O4_$9
RTAB oho5 O3 O4_$9 C4_$9
RTAB oho6 O3 O4_$2
RTAB oho6 H10 O4_$2
RTAB oho6 O3 H10 O4_$2
RTAB oho6 C3 O3 O4_$2
RTAB oho6 O3 O4_$2 C4_$2
RTAB oho7 O3 O3_$2
RTAB oho7 H10 O3_$2
RTAB oho7 O3 H10 O3_$2
RTAB oho7 C3 O3 O3_$2
RTAB oho7 O3 O3_$2 C3_$2
RTAB oo1 O3 O6_$3
RTAB oo1 H10 O6_$3
RTAB oo1 O3 H10 O6_$3
RTAB oo1 C3 O3 O6_$3
RTAB oo1 O3 O6_$3 C6_$3
RTAB oho8 O4 O6_$10
RTAB oho8 H11 O6_$10
RTAB oho8 O4 H11 O6_$10
RTAB oho8 C4 O4 O6_$10
RTAB oho8 O4 O6_$10 C6_$10
RTAB oho9 O4 O3_$2
RTAB oho9 H11 O3_$2
RTAB oho9 O4 H11 O3_$2
RTAB oho9 C4 O4 O3_$2
RTAB oho9 O4 O3_$2 C3_$2
RTAB oh10 O6 O1_$11
RTAB oh10 H12 O1_$11
RTAB oh10 O6 H12 O1_$11
RTAB oh10 C6 O6 O1_$11
RTAB oh10 O6 O1_$11 C1_$11
RTAB oo2 O6 O3_$4
RTAB oo2 H12 O3_$4
RTAB oo2 O6 H12 O3_$4
RTAB oo2 C6 O6 O3_$4
RTAB oo2 O6 O3_$4 C3_$4
RTAB cho1 C1 O2_$5
RTAB cho1 H1 O2_$5
RTAB cho1 C1 H1 O2_$5
RTAB cho1 C1 O2_$5 C2_$5
RTAB cho2 C2 O1_$6
RTAB cho2 H2 O1_$6
RTAB cho2 C2 H2 O1_$6
RTAB cho2 C2 O1_$6 C1_$6
RTAB cho3 C2 O2_$5
RTAB cho3 H2 O2_$5
RTAB cho3 C2 H2 O2_$5
RTAB cho3 C2 O2_$5 C2_$5
RTAB cho4 C2 O2_$8
RTAB cho4 H2 O2_$8
RTAB cho4 C2 H2 O2_$8
RTAB cho4 C2 O2_$8 C2_$8
RTAB cho5 C2 O5_$6
RTAB cho5 H2 O5_$6
RTAB cho5 C2 H2 O5_$6
RTAB cho6 C3 O2_$5
RTAB cho6 H3 O2_$5
RTAB cho6 C3 H3 O2_$5
RTAB cho6 C3 O2_$5 C2_$5
RTAB cho7 C3 O3_$2
RTAB cho7 H3 O3_$2
RTAB cho7 C3 H3 O3_$2
RTAB cho7 C3 O3_$2 C3_$2
RTAB cho8 C3 O4_$2
RTAB cho8 H3 O4_$2
RTAB cho8 C3 H3 O4_$2
RTAB cho8 C3 O4_$2 C4_$2
RTAB cho9 C3 O6_$3
RTAB cho9 H3 O6_$3
RTAB cho9 C3 H3 O6_$3
RTAB cho9 C3 O6_$3 C6_$3
RTAB ch10 C4 O3_$9
RTAB ch10 H4 O3_$9
RTAB ch10 C4 H4 O3_$9
RTAB ch10 C4 O3_$9 C3_$9
RTAB ch11 C6 O6_$10
RTAB ch11 H6 O6_$10
RTAB ch11 C6 H6 O6_$10
RTAB ch11 C6 O6_$10 C6_$10
RTAB ch12 C6 O3_$4
RTAB ch12 H7 O3_$4
RTAB ch12 C6 H7 O3_$4
RTAB ch12 C6 O3_$4 C3_$4
RTAB hh1 H1 H9_$5
RTAB hh2 H3 H4_$5
RTAB hh3 H3 H10_$2
RTAB hh4 H3 H11_$2
RTAB hh5 H4 H10_$9
RTAB hh6 H5 H7_$5
RTAB hh7 H6 H7_$7
RTAB hh8 H7 H8_$1
RTAB hh9 H8 H9_$1
RTAB hh10 H8 H12_$6
RTAB hh11 H10 H11_$9
RTAB hh12 H10 H11_$2
RTAB hh13 H11 H12_$10
BOND
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\bman0.hkl">
REM </olex2.extras>

WGHT    0.035900    0.132400
FVAR      10.66016
C1    1    0.148853    0.578067    0.218569    11.00000    0.03596    0.03274 =
         0.02397   -0.00207    0.00125    0.00524
AFIX  13
H1    2    0.001931    0.627272    0.198848    11.00000   -1.20000
AFIX   0
C2    1    0.346506    0.710817    0.207603    11.00000    0.03905    0.02678 =
         0.02675   -0.00280    0.00074    0.00456
AFIX  13
H2    2    0.304928    0.822143    0.231898    11.00000   -1.20000
AFIX   0
C3    1    0.380298    0.742961    0.125470    11.00000    0.04231    0.02430 =
         0.02853    0.00021    0.00089   -0.00178
AFIX  13
H3    2    0.237732    0.800215    0.106424    11.00000   -1.20000
AFIX   0
C4    1    0.416589    0.572353    0.083490    11.00000    0.03810    0.02634 =
         0.02182   -0.00113    0.00117   -0.00012
AFIX  13
H4    2    0.570171    0.521373    0.096240    11.00000   -1.20000
AFIX   0
C5    1    0.220756    0.441170    0.101869    11.00000    0.03738    0.03099 =
         0.02349   -0.00134   -0.00224   -0.00230
AFIX  13
H5    2    0.070271    0.485649    0.082828    11.00000   -1.20000
AFIX   0
C6    1    0.267851    0.260301    0.070316    11.00000    0.05908    0.03062 =
         0.03122   -0.00460    0.00738   -0.00888
AFIX  23
H6   2    0.301345    0.270980    0.018075    11.00000   -1.20000
H7   2    0.405860    0.210176    0.094016    11.00000   -1.20000
AFIX   0
O1    3    0.114912    0.531900    0.291722    11.00000    0.04385    0.04584 =
         0.02584    0.00168    0.00568    0.00566
AFIX  83
H8   2    0.234306    0.484024    0.307599    11.00000   -1.50000
AFIX   0
O2    3    0.553057    0.639949    0.240680    11.00000    0.04072    0.03727 =
         0.03556   -0.00087   -0.00744   -0.00196
AFIX  83
H9   2    0.622277    0.718066    0.263311    11.00000   -1.50000
AFIX   0
O3    3    0.573613    0.860291    0.115107    11.00000    0.06859    0.04072 =
         0.03019   -0.00569    0.00829   -0.02355
AFIX  83
H10   2    0.593289    0.877538    0.070912    11.00000   -1.50000
AFIX   0
O4    3    0.411980    0.616688    0.006898    11.00000    0.05786    0.03126 =
         0.02341   -0.00053    0.00383    0.00165
AFIX  83
H11   2    0.471659    0.536437   -0.017047    11.00000   -1.50000
AFIX   0
O5    3    0.203299    0.417157    0.180123    11.00000    0.04433    0.02783 =
         0.02296   -0.00054    0.00170   -0.00221
O6    3    0.073643    0.145480    0.080393    11.00000    0.08255    0.04367 =
         0.02594   -0.00343    0.00221   -0.03049
AFIX  83
H12    2    0.051019    0.130458    0.124593    11.00000   -1.50000
AFIX   0
HKLF 4

REM  man2_4_295_00 in P2(1)2(1)2(1)
REM R1 =  0.0319 for    1434 Fo > 4sig(Fo)  and  0.0354 for all    1541 data
REM    109 parameters refined using      0 restraints

END

WGHT      0.0359      0.1324

REM Highest difference peak  0.121,  deepest hole -0.163,  1-sigma level  0.034
Q1    1   0.2577  0.6422  0.2170  11.00000  0.05    0.12
Q2    1   0.2185  0.2918  0.0152  11.00000  0.05    0.11
Q3    1   0.6883  0.7741  0.1192  11.00000  0.05    0.11
Q4    1   0.1355  0.6108  0.0199  11.00000  0.05    0.11
Q5    1   0.6354  0.8381  0.0668  11.00000  0.05    0.11
Q6    1   0.4037  0.6644  0.1026  11.00000  0.05    0.10
Q7    1   0.3207  0.5108  0.0937  11.00000  0.05    0.10
Q8    1   0.7146  0.5004  0.0954  11.00000  0.05    0.10
Q9    1   0.1740  0.4999  0.1999  11.00000  0.05    0.09
Q10   1  -0.0803  0.3944  0.1791  11.00000  0.05    0.09
;
_shelx_res_checksum              16069
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman_250K
_database_code_depnum_ccdc_archive 'CCDC 1450807'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   5.6537(2)
_cell_length_b                   7.5619(2)
_cell_length_c                   18.1266(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     774.96(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    3194
_cell_measurement_theta_min      2.4355
_cell_measurement_theta_max      73.6757

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.224
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82642
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21t (release 14-08-2012 CrysAlis171 .NET)
(compiled Aug 14 2012,18:12:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

# EXPERIMENTAL DATA 

_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2679
_diffrn_reflns_number            5225
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.879
_diffrn_reflns_theta_max         73.839
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1534
_reflns_number_gt                1439
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.639
_reflns_Friedel_fraction_max     0.965
_reflns_Friedel_fraction_full    0.991

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.0972P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 531 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(17)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         1534
_refine_ls_number_parameters     145
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1483(4) 0.5779(3) 0.21854(12) 0.0286(5) Uani 1 1 d . U . . .
C2 C 0.3464(4) 0.7108(3) 0.20772(12) 0.0275(5) Uani 1 1 d . U . . .
C3 C 0.3803(5) 0.7442(3) 0.12541(12) 0.0286(5) Uani 1 1 d . U . . .
C4 C 0.4166(4) 0.5731(3) 0.08329(11) 0.0260(5) Uani 1 1 d . U . . .
C5 C 0.2215(4) 0.4412(3) 0.10169(11) 0.0278(5) Uani 1 1 d . U . . .
C6 C 0.2683(5) 0.2598(3) 0.07006(13) 0.0355(6) Uani 1 1 d . U . . .
O1 O 0.1144(3) 0.5311(2) 0.29192(8) 0.0342(4) Uani 1 1 d . U . . .
O2 O 0.5538(3) 0.6402(2) 0.24084(9) 0.0337(4) Uani 1 1 d . U . . .
O3 O 0.5722(4) 0.8623(2) 0.11488(10) 0.0404(4) Uani 1 1 d . U . . .
O4 O 0.4119(3) 0.6173(2) 0.00667(8) 0.0327(4) Uani 1 1 d . U . . .
O5 O 0.2036(3) 0.41688(19) 0.18008(8) 0.0286(4) Uani 1 1 d . U . . .
O6 O 0.0748(4) 0.1442(2) 0.08034(9) 0.0437(5) Uani 1 1 d . U . . .
H1 H -0.004(6) 0.627(4) 0.1977(17) 0.052 Uiso 1 1 d . U . . .
H2 H 0.299(6) 0.823(4) 0.2328(18) 0.052 Uiso 1 1 d . U . . .
H3 H 0.231(6) 0.800(4) 0.1070(18) 0.052 Uiso 1 1 d . U . . .
H4 H 0.568(6) 0.518(4) 0.0963(16) 0.052 Uiso 1 1 d . U . . .
H5 H 0.060(6) 0.493(4) 0.0823(16) 0.052 Uiso 1 1 d . U . . .
H6 H 0.276(6) 0.274(4) 0.0157(19) 0.052 Uiso 1 1 d . U . . .
H7 H 0.417(6) 0.213(4) 0.0932(17) 0.052 Uiso 1 1 d . U . . .
H8 H 0.257(7) 0.485(5) 0.3131(19) 0.066 Uiso 1 1 d . U . . .
H9 H 0.622(6) 0.729(5) 0.263(2) 0.066 Uiso 1 1 d . U . . .
H10 H 0.627(7) 0.846(5) 0.072(2) 0.066 Uiso 1 1 d . U . . .
H11 H 0.466(6) 0.532(5) -0.0197(19) 0.066 Uiso 1 1 d . U . . .
H12 H 0.045(7) 0.134(5) 0.126(2) 0.066 Uiso 1 1 d . U . . .

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
C1 0.0354(12) 0.0293(11) 0.0211(10) -0.0018(8) 0.0014(9) 0.0036(9)
C2 0.0355(12) 0.0250(10) 0.0221(10) -0.0028(8) 0.0009(8) 0.0036(9)
C3 0.0388(12) 0.0225(10) 0.0246(11) -0.0007(8) -0.0006(9) -0.0011(9)
C4 0.0341(11) 0.0250(10) 0.0188(9) -0.0006(8) 0.0001(9) -0.0001(9)
C5 0.0355(11) 0.0277(11) 0.0203(10) -0.0013(8) -0.0010(9) -0.0011(10)
C6 0.0531(16) 0.0269(11) 0.0265(13) -0.0032(9) 0.0056(11) -0.0081(11)
O1 0.0401(9) 0.0407(9) 0.0219(7) 0.0014(6) 0.0056(7) 0.0033(7)
O2 0.0384(9) 0.0328(9) 0.0298(8) -0.0013(7) -0.0055(7) -0.0008(7)
O3 0.0585(11) 0.0362(9) 0.0267(8) -0.0061(7) 0.0079(8) -0.0195(9)
O4 0.0510(10) 0.0282(8) 0.0188(7) -0.0005(6) 0.0031(7) 0.0011(8)
O5 0.0410(9) 0.0248(8) 0.0199(7) -0.0001(6) 0.0009(6) -0.0024(7)
O6 0.0712(12) 0.0379(9) 0.0221(8) -0.0023(7) 0.0016(9) -0.0241(10)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.390(3) . ?
C1 O5 1.438(3) . ?
C1 C2 1.518(3) . ?
C2 O2 1.421(3) . ?
C2 C3 1.525(3) . ?
C3 O3 1.419(3) . ?
C3 C4 1.516(3) . ?
C4 O4 1.429(2) . ?
C4 C5 1.524(3) . ?
C5 O5 1.436(2) . ?
C5 C6 1.510(3) . ?
C6 O6 1.413(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 106.15(18) . . ?
O1 C1 C2 113.23(18) . . ?
O5 C1 C2 109.76(17) . . ?
O2 C2 C1 107.76(17) . . ?
O2 C2 C3 111.83(18) . . ?
C1 C2 C3 109.18(18) . . ?
O3 C3 C4 111.46(19) . . ?
O3 C3 C2 109.38(18) . . ?
C4 C3 C2 111.61(18) . . ?
O4 C4 C3 106.70(17) . . ?
O4 C4 C5 110.61(17) . . ?
C3 C4 C5 110.51(18) . . ?
O5 C5 C6 105.78(17) . . ?
O5 C5 C4 110.55(17) . . ?
C6 C5 C4 112.62(19) . . ?
O6 C6 C5 112.1(2) . . ?
C5 O5 C1 112.76(15) . . ?

_refine_diff_density_max         0.172
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.035

_shelx_res_file                  
;

    250.res created by SHELXL-2014/7


TITL man2_3_250_00 in P2(1)2(1)2(1)
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184   5.653721   7.561897  18.126610  90.0000  90.0000  90.0000
ZERR    4.00   0.000202   0.000230   0.000546   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2
SYMM -x, y+1/2,-z+1/2
SYMM  x+1/2,-y+1/2,-z
SFAC C H O
UNIT 24.00 48.00 24.00

L.S. 100
BOND
FMAP 2
PLAN 10
ACTA
ISOR 0.01 0.005

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 -1+X, 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 O2 O5_$2
RTAB OHO2 H9 O5_$2
RTAB OHO2 O2 H9 O5_$2
RTAB OHO2 C2 O2 O5_$2

RTAB OHO3 O3 O4_$3
RTAB OHO3 H10 O4_$3
RTAB OHO3 O3 H10 O4_$3
RTAB OHO3 C3 O3 O4_$3
RTAB OHO3 O3 O4_$3 C4_$3

RTAB OHO4 O4 O6_$4
RTAB OHO4 H11 O6_$4
RTAB OHO4 O4 H11 O6_$4
RTAB OHO4 C4 O4 O6_$4
RTAB OHO4 O4 O6_$4 C6_$4

RTAB OHO5 O6 O1_$5
RTAB OHO5 H12 O1_$5
RTAB OHO5 O6 H12 O1_$5
RTAB OHO5 C6 O6 O1_$5
RTAB OHO5 O6 O1_$5 C1_$5

RTAB CHO1 C6 O6_$4
RTAB CHO1 H6 O6_$4
RTAB CHO1 C6 H6 O6_$4
RTAB CHO1 C6 O6_$4 C6_$4

RTAB CHO2 C1 O2_$6
RTAB CHO2 H1 O2_$6
RTAB CHO2 C1 H1 O2_$6
RTAB CHO2 C1 O2_$6 C2_$6

RTAB CHO3 C2 O2_$2
RTAB CHO3 H2 O2_$2
RTAB CHO3 C2 H2 O2_$2
RTAB CHO3 C2 O2_$2 C2_$2

WGHT    0.042000    0.097200
FVAR      10.97806
C1    1    0.148323    0.577918    0.218543    11.00000    0.03543    0.02927 =
         0.02105   -0.00183    0.00136    0.00357
C2    1    0.346429    0.710845    0.207724    11.00000    0.03550    0.02495 =
         0.02215   -0.00282    0.00087    0.00361
C3    1    0.380262    0.744227    0.125406    11.00000    0.03881    0.02247 =
         0.02458   -0.00066   -0.00062   -0.00112
C4    1    0.416611    0.573104    0.083292    11.00000    0.03411    0.02496 =
         0.01878   -0.00063    0.00008   -0.00005
C5    1    0.221480    0.441155    0.101688    11.00000    0.03549    0.02771 =
         0.02032   -0.00134   -0.00096   -0.00110
C6    1    0.268334    0.259756    0.070062    11.00000    0.05314    0.02687 =
         0.02648   -0.00319    0.00557   -0.00809
O1    3    0.114402    0.531053    0.291919    11.00000    0.04007    0.04066 =
         0.02186    0.00139    0.00558    0.00329
O2    3    0.553781    0.640169    0.240835    11.00000    0.03839    0.03284 =
         0.02977   -0.00130   -0.00545   -0.00084
O3    3    0.572239    0.862338    0.114877    11.00000    0.05846    0.03615 =
         0.02666   -0.00614    0.00790   -0.01945
O4    3    0.411870    0.617267    0.006665    11.00000    0.05099    0.02820 =
         0.01880   -0.00047    0.00308    0.00107
O5    3    0.203579    0.416884    0.180084    11.00000    0.04097    0.02476 =
         0.01994   -0.00008    0.00094   -0.00240
O6    3    0.074816    0.144201    0.080338    11.00000    0.07115    0.03788 =
         0.02207   -0.00234    0.00164   -0.02413
H1    2   -0.004300    0.626629    0.197698    11.00000   -1.20000
H2    2    0.298632    0.823454    0.232778    11.00000   -1.20000
H3    2    0.230724    0.800424    0.106996    11.00000   -1.20000
H4    2    0.568119    0.517943    0.096349    11.00000   -1.20000
H5    2    0.060450    0.493325    0.082250    11.00000   -1.20000
H6    2    0.275866    0.274003    0.015739    11.00000   -1.20000
H7    2    0.417202    0.213008    0.093240    11.00000   -1.20000
H8    2    0.257267    0.484855    0.313053    11.00000   -1.50000
H9    2    0.621847    0.728554    0.263462    11.00000   -1.50000
H10   2    0.626746    0.846113    0.071779    11.00000   -1.50000
H11   2    0.466193    0.531743   -0.019727    11.00000   -1.50000
H12   2    0.045284    0.134181    0.126209    11.00000   -1.50000
HKLF 4

REM  man2_3_250_00 in P2(1)2(1)2(1)
REM R1 =  0.0306 for    1439 Fo > 4sig(Fo)  and  0.0330 for all    1534 data
REM    145 parameters refined using     72 restraints

END

WGHT      0.0419      0.0981

REM Highest difference peak  0.172,  deepest hole -0.138,  1-sigma level  0.035
Q1    1   0.3209  0.5079  0.0932  11.00000  0.05    0.14
Q2    1   0.2421  0.3542  0.0821  11.00000  0.05    0.13
Q3    1   0.3917  0.6545  0.1043  11.00000  0.05    0.13
Q4    1   0.2558  0.6441  0.2163  11.00000  0.05    0.10
Q5    1   0.6807  0.7821  0.1215  11.00000  0.05    0.10
Q6    1   0.3735  0.7201  0.1649  11.00000  0.05    0.10
Q7    1   0.2763  0.8018  0.1182  11.00000  0.05    0.10
Q8    1   0.1653  0.5005  0.1985  11.00000  0.05    0.09
Q9    1   0.4450  0.7505  0.0060  11.00000  0.05    0.09
Q10   1   0.4888  0.7467 -0.0173  11.00000  0.05    0.09
;
_shelx_res_checksum              34411
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman_200K
_database_code_depnum_ccdc_archive 'CCDC 1450808'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   5.64474(13)
_cell_length_b                   7.55135(17)
_cell_length_c                   18.1054(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     771.75(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3797
_cell_measurement_theta_min      2.4383
_cell_measurement_theta_max      73.6248

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.229
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88512
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21t (release 14-08-2012 CrysAlis171 .NET)
(compiled Aug 14 2012,18:12:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

# EXPERIMENTAL DATA 

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2679
_diffrn_reflns_number            5239
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.885
_diffrn_reflns_theta_max         73.787
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1532
_reflns_number_gt                1483
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+0.1831P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 566 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(12)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         1532
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0723
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1478(3) 0.5776(3) 0.21863(10) 0.0210(4) Uani 1 1 d . . . . .
H1 H 0.0001 0.6266 0.1988 0.025 Uiso 1 1 calc R U . . .
C2 C 0.3461(3) 0.7115(3) 0.20784(11) 0.0206(4) Uani 1 1 d . . . . .
H2 H 0.3039 0.8227 0.2324 0.025 Uiso 1 1 calc R U . . .
C3 C 0.3788(4) 0.7447(3) 0.12548(11) 0.0208(4) Uani 1 1 d . . . . .
H3 H 0.2349 0.8014 0.1066 0.025 Uiso 1 1 calc R U . . .
C4 C 0.4171(4) 0.5739(2) 0.08325(10) 0.0190(4) Uani 1 1 d . . . . .
H4 H 0.5718 0.5235 0.0960 0.023 Uiso 1 1 calc R U . . .
C5 C 0.2211(4) 0.4413(3) 0.10165(10) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.0696 0.4854 0.0826 0.025 Uiso 1 1 calc R U . . .
C6 C 0.2697(4) 0.2605(3) 0.06988(11) 0.0267(5) Uani 1 1 d . . . . .
H6 H 0.3022 0.2716 0.0175 0.032 Uiso 1 1 calc R U . . .
H7 H 0.4093 0.2111 0.0933 0.032 Uiso 1 1 calc R U . . .
O1 O 0.1136(3) 0.5309(2) 0.29202(7) 0.0254(3) Uani 1 1 d . . . . .
H8 H 0.2338 0.4832 0.3079 0.038 Uiso 1 1 calc R U . . .
O2 O 0.5542(2) 0.64063(19) 0.24081(8) 0.0251(3) Uani 1 1 d . . . . .
H9 H 0.6237 0.7190 0.2635 0.038 Uiso 1 1 calc R U . . .
O3 O 0.5722(3) 0.8633(2) 0.11505(8) 0.0308(4) Uani 1 1 d . . . . .
H10 H 0.5840 0.8880 0.0711 0.046 Uiso 1 1 calc R U . . .
O4 O 0.4114(3) 0.61837(18) 0.00650(7) 0.0247(3) Uani 1 1 d . . . . .
H11 H 0.4624 0.5351 -0.0178 0.037 Uiso 1 1 calc R U . . .
O5 O 0.2036(3) 0.41657(17) 0.18007(7) 0.0207(3) Uani 1 1 d . . . . .
O6 O 0.0756(3) 0.14352(19) 0.08027(8) 0.0338(4) Uani 1 1 d . . . . .
H12 H 0.0418 0.1391 0.1243 0.051 Uiso 1 1 calc R U . . .

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
C1 0.0228(10) 0.0226(10) 0.0177(9) -0.0011(7) 0.0011(7) 0.0030(8)
C2 0.0250(10) 0.0184(9) 0.0182(9) -0.0025(7) -0.0008(7) 0.0027(7)
C3 0.0253(10) 0.0159(9) 0.0211(10) 0.0004(7) -0.0001(8) -0.0016(8)
C4 0.0231(10) 0.0188(9) 0.0152(8) -0.0004(7) 0.0001(7) 0.0001(8)
C5 0.0239(10) 0.0214(10) 0.0168(9) -0.0002(7) -0.0016(7) -0.0013(8)
C6 0.0383(12) 0.0205(10) 0.0213(10) -0.0031(8) 0.0056(9) -0.0064(9)
O1 0.0271(7) 0.0317(7) 0.0175(6) 0.0010(6) 0.0036(6) 0.0042(6)
O2 0.0258(8) 0.0250(7) 0.0246(7) -0.0004(6) -0.0054(6) -0.0011(6)
O3 0.0440(9) 0.0269(8) 0.0216(7) -0.0032(6) 0.0055(7) -0.0159(8)
O4 0.0371(8) 0.0211(7) 0.0159(6) -0.0007(5) 0.0027(6) 0.0011(6)
O5 0.0277(7) 0.0184(7) 0.0161(6) -0.0005(5) 0.0016(5) -0.0011(6)
O6 0.0545(10) 0.0292(8) 0.0176(7) -0.0023(6) 0.0011(7) -0.0201(8)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.388(2) . ?
C1 O5 1.437(2) . ?
C1 C2 1.521(3) . ?
C2 O2 1.422(2) . ?
C2 C3 1.523(3) . ?
C3 O3 1.425(2) . ?
C3 C4 1.515(3) . ?
C4 O4 1.430(2) . ?
C4 C5 1.529(3) . ?
C5 O5 1.436(2) . ?
C5 C6 1.507(3) . ?
C6 O6 1.420(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 106.26(15) . . ?
O1 C1 C2 113.22(16) . . ?
O5 C1 C2 109.79(15) . . ?
O2 C2 C1 107.71(15) . . ?
O2 C2 C3 111.89(16) . . ?
C1 C2 C3 108.93(16) . . ?
O3 C3 C4 111.03(16) . . ?
O3 C3 C2 109.04(15) . . ?
C4 C3 C2 111.78(16) . . ?
O4 C4 C3 106.69(15) . . ?
O4 C4 C5 110.43(15) . . ?
C3 C4 C5 110.12(15) . . ?
O5 C5 C6 105.78(15) . . ?
O5 C5 C4 110.53(15) . . ?
C6 C5 C4 112.23(16) . . ?
O6 C6 C5 111.89(17) . . ?
C5 O5 C1 112.66(14) . . ?

_refine_diff_density_max         0.194
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.036

_shelx_res_file                  
;

    200.res created by SHELXL-2014/7


TITL man2_2_200_00 in P2(1)2(1)2(1)
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184   5.644741   7.551346  18.105427  90.0000  90.0000  90.0000
ZERR    4.00   0.000130   0.000171   0.000401   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2
SYMM -x, y+1/2,-z+1/2
SYMM  x+1/2,-y+1/2,-z
SFAC C H O
UNIT 24.00 48.00 24.00

L.S. 100
BOND
FMAP 2
PLAN 10
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 -1+X, 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 O2 O5_$2
RTAB OHO2 H9 O5_$2
RTAB OHO2 O2 H9 O5_$2
RTAB OHO2 C2 O2 O5_$2

RTAB OHO3 O3 O4_$3
RTAB OHO3 H10 O4_$3
RTAB OHO3 O3 H10 O4_$3
RTAB OHO3 C3 O3 O4_$3
RTAB OHO3 O3 O4_$3 C4_$3

RTAB OHO4 O4 O6_$4
RTAB OHO4 H11 O6_$4
RTAB OHO4 O4 H11 O6_$4
RTAB OHO4 C4 O4 O6_$4
RTAB OHO4 O4 O6_$4 C6_$4

RTAB OHO5 O6 O1_$5
RTAB OHO5 H12 O1_$5
RTAB OHO5 O6 H12 O1_$5
RTAB OHO5 C6 O6 O1_$5
RTAB OHO5 O6 O1_$5 C1_$5

RTAB CHO1 C6 O6_$4
RTAB CHO1 H6 O6_$4
RTAB CHO1 C6 H6 O6_$4
RTAB CHO1 C6 O6_$4 C6_$4

RTAB CHO2 C1 O2_$6
RTAB CHO2 H1 O2_$6
RTAB CHO2 C1 H1 O2_$6
RTAB CHO2 C1 O2_$6 C2_$6

RTAB CHO3 C2 O2_$2
RTAB CHO3 H2 O2_$2
RTAB CHO3 C2 H2 O2_$2
RTAB CHO3 C2 O2_$2 C2_$2

WGHT    0.033500    0.183100
FVAR      10.74866
C1    1    0.147765    0.577640    0.218633    11.00000    0.02282    0.02257 =
         0.01773   -0.00107    0.00106    0.00295
AFIX  13
H1    2    0.000088    0.626649    0.198830    11.00000   -1.20000
AFIX   0
C2    1    0.346104    0.711479    0.207838    11.00000    0.02503    0.01844 =
         0.01822   -0.00252   -0.00076    0.00272
AFIX  13
H2    2    0.303933    0.822733    0.232411    11.00000   -1.20000
AFIX   0
C3    1    0.378787    0.744724    0.125484    11.00000    0.02534    0.01593 =
         0.02115    0.00036   -0.00010   -0.00155
AFIX  13
H3    2    0.234909    0.801432    0.106557    11.00000   -1.20000
AFIX   0
C4    1    0.417136    0.573886    0.083248    11.00000    0.02310    0.01877 =
         0.01522   -0.00043    0.00007    0.00009
AFIX  13
H4    2    0.571838    0.523471    0.095950    11.00000   -1.20000
AFIX   0
C5    1    0.221059    0.441344    0.101646    11.00000    0.02392    0.02144 =
         0.01680   -0.00017   -0.00157   -0.00133
AFIX  13
H5    2    0.069632    0.485432    0.082598    11.00000   -1.20000
AFIX   0
C6    1    0.269657    0.260518    0.069883    11.00000    0.03826    0.02050 =
         0.02128   -0.00313    0.00560   -0.00636
AFIX  23
H6    2    0.302212    0.271620    0.017483    11.00000   -1.20000
H7    2    0.409278    0.211093    0.093346    11.00000   -1.20000
AFIX   0
O1    3    0.113627    0.530853    0.292018    11.00000    0.02706    0.03171 =
         0.01751    0.00098    0.00359    0.00420
AFIX  83
H8    2    0.233778    0.483241    0.307945    11.00000   -1.50000
AFIX   0
O2    3    0.554215    0.640634    0.240813    11.00000    0.02581    0.02503 =
         0.02460   -0.00038   -0.00540   -0.00114
AFIX  83
H9    2    0.623673    0.719032    0.263465    11.00000   -1.50000
AFIX   0
O3    3    0.572182    0.863341    0.115054    11.00000    0.04401    0.02694 =
         0.02157   -0.00323    0.00548   -0.01591
AFIX  83
H10   2    0.583973    0.887951    0.071095    11.00000   -1.50000
AFIX   0
O4    3    0.411362    0.618373    0.006502    11.00000    0.03708    0.02108 =
         0.01594   -0.00069    0.00270    0.00112
AFIX  83
H11   2    0.462366    0.535060   -0.017807    11.00000   -1.50000
AFIX   0
O5    3    0.203558    0.416566    0.180068    11.00000    0.02771    0.01843 =
         0.01606   -0.00046    0.00157   -0.00108
O6    3    0.075594    0.143520    0.080267    11.00000    0.05449    0.02921 =
         0.01763   -0.00228    0.00112   -0.02011
AFIX  83
H12   2    0.041776    0.139147    0.124275    11.00000   -1.50000

AFIX   0
HKLF 4

REM  man2_2_200_00 in P2(1)2(1)2(1)
REM R1 =  0.0283 for    1483 Fo > 4sig(Fo)  and  0.0293 for all    1532 data
REM    109 parameters refined using      0 restraints

END

WGHT      0.0335      0.1832

REM Highest difference peak  0.194,  deepest hole -0.258,  1-sigma level  0.036
Q1    1   0.6546  0.8318  0.0686  11.00000  0.05    0.19
Q2    1   0.3575  0.7262  0.1640  11.00000  0.05    0.15
Q3    1   0.2495  0.6434  0.2138  11.00000  0.05    0.14
Q4    1   0.3997  0.6585  0.1083  11.00000  0.05    0.13
Q5    1   0.3157  0.5199  0.0916  11.00000  0.05    0.13
Q6    1   0.6927  0.7822  0.1174  11.00000  0.05    0.12
Q7    1   0.1696  0.4930  0.1986  11.00000  0.05    0.11
Q8    1   0.2526  0.3604  0.0827  11.00000  0.05    0.11
Q9    1  -0.0913  0.6510  0.1828  11.00000  0.05    0.10
Q10   1   0.6174  0.9663  0.1354  11.00000  0.05    0.10
;
_shelx_res_checksum              69163
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bman_150K
_database_code_depnum_ccdc_archive 'CCDC 1450809'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7

# CHEMICAL DATA 

_chemical_name_systematic        β-D-mannopyranose
_chemical_name_common            β-D-mannose
_chemical_melting_point          400
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   5.62999(16)
_cell_length_b                   7.5401(2)
_cell_length_c                   18.0919(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     768.02(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3963
_cell_measurement_theta_min      2.4402
_cell_measurement_theta_max      73.5919

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.235
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21t (release 14-08-2012 CrysAlis171 .NET)
(compiled Aug 14 2012,18:12:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

# EXPERIMENTAL DATA 

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2679
_diffrn_reflns_number            5219
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.889
_diffrn_reflns_theta_max         73.754
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1524
_reflns_number_gt                1478
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.644
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_fraction_full    0.994

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

# REFINEMENT DATA

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+0.1913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 565 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(12)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         1524
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0666
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1469(3) 0.5775(3) 0.21860(10) 0.0171(4) Uani 1 1 d . . . . .
C2 C 0.3457(3) 0.7118(2) 0.20797(10) 0.0168(4) Uani 1 1 d . . . . .
C3 C 0.3778(4) 0.7457(2) 0.12546(10) 0.0172(4) Uani 1 1 d . . . . .
C4 C 0.4168(4) 0.5745(2) 0.08302(9) 0.0159(4) Uani 1 1 d . . . . .
C5 C 0.2212(4) 0.4410(2) 0.10148(10) 0.0168(4) Uani 1 1 d . . . . .
C6 C 0.2710(4) 0.2598(3) 0.06954(11) 0.0216(4) Uani 1 1 d . . . . .
O1 O 0.1129(3) 0.52984(19) 0.29209(7) 0.0207(3) Uani 1 1 d . . . . .
O2 O 0.5546(2) 0.64090(19) 0.24090(8) 0.0206(3) Uani 1 1 d . . . . .
O3 O 0.5709(3) 0.86518(19) 0.11485(8) 0.0245(3) Uani 1 1 d . . . . .
O4 O 0.4106(3) 0.61902(18) 0.00632(7) 0.0199(3) Uani 1 1 d . . . . .
O5 O 0.2037(2) 0.41631(16) 0.17999(7) 0.0169(3) Uani 1 1 d . . . . .
O6 O 0.0764(3) 0.14272(19) 0.08021(8) 0.0266(4) Uani 1 1 d . . . . .
H1 H -0.008(5) 0.625(3) 0.1979(14) 0.032 Uiso 1 1 d . U . . .
H2 H 0.300(5) 0.823(3) 0.2341(14) 0.032 Uiso 1 1 d . U . . .
H3 H 0.230(5) 0.801(4) 0.1061(15) 0.032 Uiso 1 1 d . U . . .
H4 H 0.568(5) 0.519(3) 0.0953(13) 0.032 Uiso 1 1 d . U . . .
H5 H 0.059(5) 0.491(3) 0.0816(14) 0.032 Uiso 1 1 d . U . . .
H6 H 0.283(5) 0.276(4) 0.0150(15) 0.032 Uiso 1 1 d . U . . .
H7 H 0.418(5) 0.214(3) 0.0931(14) 0.032 Uiso 1 1 d . U . . .
H8 H 0.251(6) 0.493(4) 0.3118(15) 0.040 Uiso 1 1 d . U . . .
H9 H 0.624(5) 0.721(4) 0.2636(17) 0.040 Uiso 1 1 d . U . . .
H10 H 0.624(5) 0.850(4) 0.0716(17) 0.040 Uiso 1 1 d . U . . .
H11 H 0.470(5) 0.538(4) -0.0197(16) 0.040 Uiso 1 1 d . U . . .
H12 H 0.044(5) 0.133(4) 0.1246(17) 0.040 Uiso 1 1 d . U . . .

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
C1 0.0191(10) 0.0171(9) 0.0150(8) -0.0016(7) 0.0008(7) 0.0018(7)
C2 0.0192(10) 0.0156(8) 0.0157(9) -0.0018(7) -0.0003(7) 0.0029(7)
C3 0.0206(10) 0.0137(9) 0.0174(9) -0.0002(7) -0.0002(7) -0.0019(7)
C4 0.0197(9) 0.0143(9) 0.0136(8) -0.0002(7) -0.0004(7) 0.0002(7)
C5 0.0193(9) 0.0176(9) 0.0136(9) -0.0001(7) -0.0011(7) -0.0010(8)
C6 0.0306(11) 0.0162(9) 0.0181(10) -0.0022(7) 0.0042(8) -0.0047(8)
O1 0.0212(7) 0.0262(7) 0.0147(6) 0.0014(5) 0.0031(6) 0.0023(6)
O2 0.0211(7) 0.0198(7) 0.0207(7) -0.0006(5) -0.0044(6) -0.0008(6)
O3 0.0334(8) 0.0222(7) 0.0178(7) -0.0039(5) 0.0050(6) -0.0120(7)
O4 0.0293(7) 0.0173(6) 0.0131(6) -0.0006(5) 0.0013(6) 0.0010(6)
O5 0.0230(7) 0.0147(6) 0.0129(6) -0.0003(5) 0.0014(5) -0.0010(5)
O6 0.0418(9) 0.0228(7) 0.0152(6) -0.0011(5) 0.0012(7) -0.0152(7)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.391(2) . ?
C1 O5 1.438(2) . ?
C1 C2 1.521(3) . ?
C2 O2 1.423(2) . ?
C2 C3 1.525(3) . ?
C3 O3 1.425(2) . ?
C3 C4 1.518(2) . ?
C4 O4 1.428(2) . ?
C4 C5 1.529(3) . ?
C5 O5 1.436(2) . ?
C5 C6 1.510(3) . ?
C6 O6 1.420(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O5 106.05(15) . . ?
O1 C1 C2 113.21(16) . . ?
O5 C1 C2 109.72(14) . . ?
O2 C2 C1 107.79(15) . . ?
O2 C2 C3 112.00(15) . . ?
C1 C2 C3 108.82(16) . . ?
O3 C3 C4 111.04(16) . . ?
O3 C3 C2 109.17(15) . . ?
C4 C3 C2 111.69(15) . . ?
O4 C4 C3 106.74(14) . . ?
O4 C4 C5 110.45(15) . . ?
C3 C4 C5 110.18(15) . . ?
O5 C5 C6 105.90(14) . . ?
O5 C5 C4 110.55(14) . . ?
C6 C5 C4 112.23(16) . . ?
O6 C6 C5 111.54(17) . . ?
C5 O5 C1 112.71(13) . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.036

_shelx_res_file                  
;

    150.res created by SHELXL-2014/7


TITL man2_1_150_00 in P2(1)2(1)2(1)
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184   5.629991   7.540123  18.091905  90.0000  90.0000  90.0000
ZERR    4.00   0.000161   0.000216   0.000513   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2
SYMM -x, y+1/2,-z+1/2
SYMM  x+1/2,-y+1/2,-z
SFAC C H O
UNIT 24.00 48.00 24.00

L.S. 100
BOND
FMAP 2
ACTA
PLAN 20

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 -1+X, 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 O2 O5_$2
RTAB OHO2 H9 O5_$2
RTAB OHO2 O2 H9 O5_$2
RTAB OHO2 C2 O2 O5_$2

RTAB OHO3 O3 O4_$3
RTAB OHO3 H10 O4_$3
RTAB OHO3 O3 H10 O4_$3
RTAB OHO3 C3 O3 O4_$3
RTAB OHO3 O3 O4_$3 C4_$3

RTAB OHO4 O4 O6_$4
RTAB OHO4 H11 O6_$4
RTAB OHO4 O4 H11 O6_$4
RTAB OHO4 C4 O4 O6_$4
RTAB OHO4 O4 O6_$4 C6_$4

RTAB OHO5 O6 O1_$5
RTAB OHO5 H12 O1_$5
RTAB OHO5 O6 H12 O1_$5
RTAB OHO5 C6 O6 O1_$5
RTAB OHO5 O6 O1_$5 C1_$5

RTAB CHO1 C6 O6_$4
RTAB CHO1 H6 O6_$4
RTAB CHO1 C6 H6 O6_$4
RTAB CHO1 C6 O6_$4 C6_$4

RTAB CHO2 C1 O2_$6
RTAB CHO2 H1 O2_$6
RTAB CHO2 C1 H1 O2_$6
RTAB CHO2 C1 O2_$6 C2_$6

RTAB CHO3 C2 O2_$2
RTAB CHO3 H2 O2_$2
RTAB CHO3 C2 H2 O2_$2
RTAB CHO3 C2 O2_$2 C2_$2

WGHT    0.033400    0.191300
FVAR      11.03773
C1    1    0.146898    0.577514    0.218602    11.00000    0.01914    0.01706 =
         0.01504   -0.00158    0.00082    0.00180
C2    1    0.345672    0.711768    0.207974    11.00000    0.01924    0.01562 =
         0.01568   -0.00176   -0.00027    0.00292
C3    1    0.377799    0.745699    0.125460    11.00000    0.02061    0.01368 =
         0.01741   -0.00016   -0.00017   -0.00189
C4    1    0.416843    0.574487    0.083019    11.00000    0.01967    0.01434 =
         0.01363   -0.00020   -0.00041    0.00022
C5    1    0.221246    0.441012    0.101484    11.00000    0.01929    0.01764 =
         0.01359   -0.00007   -0.00108   -0.00096
C6    1    0.271038    0.259802    0.069543    11.00000    0.03060    0.01620 =
         0.01809   -0.00219    0.00418   -0.00470
O1    3    0.112932    0.529836    0.292092    11.00000    0.02119    0.02622 =
         0.01471    0.00142    0.00310    0.00229
O2    3    0.554641    0.640903    0.240900    11.00000    0.02111    0.01983 =
         0.02074   -0.00058   -0.00441   -0.00081
O3    3    0.570886    0.865183    0.114846    11.00000    0.03344    0.02223 =
         0.01782   -0.00387    0.00502   -0.01203
O4    3    0.410593    0.619016    0.006316    11.00000    0.02929    0.01730 =
         0.01308   -0.00064    0.00135    0.00098
O5    3    0.203741    0.416306    0.179991    11.00000    0.02298    0.01468 =
         0.01293   -0.00027    0.00136   -0.00096
O6    3    0.076373    0.142725    0.080207    11.00000    0.04184    0.02278 =
         0.01523   -0.00109    0.00120   -0.01518
H1    2   -0.007607    0.625183    0.197927    11.00000   -1.20000
H2    2    0.300298    0.823405    0.234120    11.00000   -1.20000
H3    2    0.229720    0.801376    0.106080    11.00000   -1.20000
H4    2    0.568220    0.519083    0.095299    11.00000   -1.20000
H5    2    0.058853    0.490651    0.081608    11.00000   -1.20000
H6    2    0.282706    0.276484    0.015048    11.00000   -1.20000
H7    2    0.417773    0.214088    0.093076    11.00000   -1.20000
H8    2    0.251020    0.493352    0.311820    11.00000   -1.50000
H9    2    0.623571    0.720743    0.263595    11.00000   -1.50000
H10   2    0.623541    0.850335    0.071618    11.00000   -1.50000
H11   2    0.470223    0.538293   -0.019661    11.00000   -1.50000
H12   2    0.043656    0.133260    0.124621    11.00000   -1.50000
HKLF 4

REM  man2_1_150_00 in P2(1)2(1)2(1)
REM R1 =  0.0266 for    1478 Fo > 4sig(Fo)  and  0.0274 for all    1524 data
REM    145 parameters refined using      0 restraints

END

WGHT      0.0334      0.1914

REM Highest difference peak  0.166,  deepest hole -0.135,  1-sigma level  0.036
Q1    1   0.2471  0.6466  0.2161  11.00000  0.05    0.17
Q2    1   0.3720  0.7201  0.1661  11.00000  0.05    0.15
Q3    1   0.2330  0.3556  0.0838  11.00000  0.05    0.15
Q4    1   0.4097  0.6638  0.1038  11.00000  0.05    0.15
Q5    1   0.3168  0.5099  0.0960  11.00000  0.05    0.14
Q6    1   0.6799  0.7826  0.1221  11.00000  0.05    0.12
Q7    1   0.5103  0.4553  0.1814  11.00000  0.05    0.11
Q8    1   0.1654  0.5035  0.1988  11.00000  0.05    0.10
Q9    1   0.6860  0.4828  0.0983  11.00000  0.05    0.10
Q10   1   0.6311  0.5647  0.1429  11.00000  0.05    0.10
Q11   1   0.4841  1.0240  0.0999  11.00000  0.05    0.10
Q12   1   0.2388  0.9650  0.2422  11.00000  0.05    0.09
Q13   1   0.6677  0.2628  0.1215  11.00000  0.05    0.09
Q14   1   0.0910  0.5965  0.0223  11.00000  0.05    0.09
Q15   1  -0.0829  0.2661  0.1462  11.00000  0.05    0.09
Q16   1   0.5333  0.5933  0.3070  11.00000  0.05    0.09
Q17   1   0.5886  0.6147  0.3182  11.00000  0.05    0.08
Q18   1  -0.0910  0.6395  0.2970  11.00000  0.05    0.08
Q19   1   0.4447  0.8165  0.3215  11.00000  0.05    0.08
Q20   1   0.2966  0.6197  0.3755  11.00000  0.05    0.08
;
_shelx_res_checksum              5538
