#------------------------------------------------------------------------------
#$Date: 2016-05-06 05:19:40 +0300 (Fri, 06 May 2016) $
#$Revision: 182798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/48/7224888.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7224888
loop_
_publ_author_name
'Patyk, Ewa'
'Jenczak, Anna'
'Katrusiak, Andrzej'
_publ_section_title
;
 Giant strain geared to transformable H-bonded network in compressed
 \b-d-mannose.
;
_journal_issue                   16
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              11474
_journal_page_last               11479
_journal_paper_doi               10.1039/c6cp01286h
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C6 H12 O6'
_chemical_formula_sum            'C6 H12 O6'
_chemical_formula_weight         180.16
_chemical_melting_point          400
_chemical_name_common            \b-D-mannose
_chemical_name_systematic        \b-D-mannopyranose
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-02-04 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.64474(13)
_cell_length_b                   7.55135(17)
_cell_length_c                   18.1054(4)
_cell_measurement_reflns_used    3797
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      73.6248
_cell_measurement_theta_min      2.4383
_cell_volume                     771.75(3)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_data_collection
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies,Version 1.171.36.21t'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 5.2679
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5239
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.787
_diffrn_reflns_theta_min         4.885
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88512
_exptl_absorpt_correction_type   multi-scan
_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.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.036
_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)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1532
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0283
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+0.1831P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0723
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                1483
_reflns_number_total             1532
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cp01286h6.cif
_cod_data_source_block           bman_200K
_cod_depositor_comments
'Adding full bibliography for 7224879--7224889.cif.'
_cod_database_code               7224888
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_res_file
;

    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
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.1478(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)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
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)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
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)