Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts
Morris, Danny S.; van Rees, Karlotta; Curcio, Massimiliano; Cokoja, Mirza; Kühn, Fritz E.; Duarte, Fernanda; Love, Jason B.; Catal. Sci. Technol.  (2017) –; doi:10.1039/C7CY01728F

data_1547792
_publ_section_title
;
 Deoxydehydration of vicinal diols and polyols catalyzed by pyridinium
 perrhenate salts
;
_journal_name_full               'Catal. Sci. Technol.'
_journal_paper_doi               10.1039/C7CY01728F
_journal_year                    2017
_chemical_formula_moiety         'O4 Re, C6 H16 N'
_chemical_formula_sum            'C6 H16 N O4 Re'
_chemical_formula_weight         352.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-03-19
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.339(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9581(4)
_cell_length_b                   7.55701(20)
_cell_length_c                   9.3623(3)
_cell_measurement_reflns_used    8250
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.9090
_cell_measurement_theta_min      3.4990
_cell_volume                     1010.21(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000  -60.0000 48

  2 omega  -47.00   43.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -57.0000  150.0000 90

  3 omega  -51.00   95.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518    0.0000 -150.0000 146

  4 omega   34.00   98.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  179.0000    0.0000 64

  5 omega  -89.00   11.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -77.0000  -30.0000 100

  6 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000   90.0000 48

  7 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000 -180.0000 48

  8 omega   -4.00   94.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518   37.0000  -90.0000 98

  9 omega  -25.00   64.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -99.0000    0.0000 89

 10 omega  -51.00   48.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -37.0000   30.0000 99

 11 omega  -25.00   22.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -99.0000 -180.0000 47

 12 omega    1.00   91.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518   57.0000   60.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0478456000
_diffrn_orient_matrix_UB_12      -0.0037345000
_diffrn_orient_matrix_UB_13      -0.0026103000
_diffrn_orient_matrix_UB_21      0.0051087000
_diffrn_orient_matrix_UB_22      0.0805622000
_diffrn_orient_matrix_UB_23      0.0404976000
_diffrn_orient_matrix_UB_31      -0.0123445000
_diffrn_orient_matrix_UB_32      0.0479822000
_diffrn_orient_matrix_UB_33      -0.0682165000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         3.050
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    12.009
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.8106
_exptl_crystal_size_mid          0.1121
_exptl_crystal_size_min          0.0566
_refine_diff_density_max         0.696
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2314
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0161
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0190P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0367
_refine_ls_wR_factor_ref         0.0375
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2147
_reflns_number_total             2314
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cy01728f2.cif
_cod_data_source_block           j15022
_cod_database_code               1547792
_chemical_oxdiff_formula         'C6 H16 N1 O4 Re'
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00A,H00B), C008(H00C,H00D), C009(H00E,H00F), C00A(H00G,H00H), C00B(H00I,
 H00J)
2.b Idealised Me refined as rotating group:
 C00C(H00K,H00L,H00M), N1(H1A,H1B,H1C)
;
_shelx_res_checksum              9661
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'