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_1547796
_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 H14 N'
_chemical_formula_sum            'C6 H14 N O4 Re'
_chemical_formula_weight         350.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.553(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.0504(2)
_cell_length_b                   12.1955(2)
_cell_length_c                   12.2542(2)
_cell_measurement_reflns_used    10299
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      28.3560
_cell_measurement_theta_min      3.7230
_cell_volume                     1941.18(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170(2)
_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  -33.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   57.0000  150.0000 87

  2 omega  -43.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   77.0000   30.0000 98

  3 omega  -83.00   14.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -77.0000  -90.0000 97

  4 omega  -25.00   26.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -99.0000 -180.0000 51

  5 omega  -88.00  -34.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694 -179.0000 -120.0000 54

  6 omega   -3.00   84.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881   57.0000 -180.0000 87

  7 omega   32.00   91.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881 -179.0000  150.0000 59

  8 omega  -85.00    8.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -38.0000    0.0000 93

  9 omega  -43.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   77.0000  -60.0000 98

 10 omega  -13.00   85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881   77.0000   30.0000 98

 11 omega  -25.00    6.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881  -99.0000 -180.0000 31

 12 omega  -25.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881  -99.0000  -90.0000 81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0128175000
_diffrn_orient_matrix_UB_12      0.0353719000
_diffrn_orient_matrix_UB_13      0.0452110000
_diffrn_orient_matrix_UB_21      0.0007161000
_diffrn_orient_matrix_UB_22      -0.0454567000
_diffrn_orient_matrix_UB_23      0.0361387000
_diffrn_orient_matrix_UB_31      0.0531067000
_diffrn_orient_matrix_UB_32      -0.0079079000
_diffrn_orient_matrix_UB_33      -0.0055904000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17336
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.350
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         2.923
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    12.499
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    2.398
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.2542
_exptl_crystal_size_min          0.1557
_refine_diff_density_max         0.641
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.00300(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1783
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.157
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0156
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+5.1410P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0337
_refine_ls_wR_factor_ref         0.0343
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1695
_reflns_number_total             1783
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cy01728f2.cif
_cod_data_source_block           j16013_monoclinic
_cod_depositor_comments
;

2019-03-26
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '4(O4 Re), 4(C6 H14 N)'
_cod_original_formula_sum        'C24 H56 N4 O16 Re4'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     1401.52
_cod_database_code               1547796
_chemical_oxdiff_formula         'C5 H10 N1 Re1 O4'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C2(H2A,H2B), C4(H4A,H4B), C1(H1A,H1B), C3(H3A,H3B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_shelx_res_checksum              97681
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'