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_1547798
_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, C5 H5 Cl N'
_chemical_formula_sum            'C5 H5 Cl N O4 Re'
_chemical_formula_weight         364.75
_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     dual
_audit_creation_date             2016-09-28
_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                 95.5970(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.24460(10)
_cell_length_b                   12.7123(2)
_cell_length_c                   12.8020(2)
_cell_measurement_reflns_used    14108
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.2000
_cell_measurement_theta_min      3.1990
_cell_volume                     849.45(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_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 0.941
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -35.00  52.00   1.00    7.50    --  -16.47  57.00 -90.00   87
  2  \w    -85.00   2.00   1.00    7.50    --  -16.47 -57.00 120.00   87
  3  \w    -25.00  24.00   1.00    7.50    --  -16.47 -99.00  30.00   49
  4  \w    -35.00  52.00   1.00    7.50    --  -16.47  57.00  30.00   87
  5  \w    -25.00  24.00   1.00    7.50    --  -16.47 -99.00 150.00   49
  6  \w      0.00  86.00   1.00    7.50    --   18.03  57.00 -30.00   86
  7  \w    -91.00 -32.00   1.00    7.50    --  -16.47 179.00  60.00   59
  8  \w    -85.00   2.00   1.00    7.50    --  -16.47 -57.00-120.00   87
  9  \w      0.00  86.00   1.00    7.50    --   18.03  57.00  60.00   86
 10  \w    -20.00  62.00   1.00    7.50    --   18.03-105.00 -39.00   82
 11  \w    -25.00  59.00   1.00    7.50    --   18.03 -99.00 150.00   84
 12  \w    -25.00  59.00   1.00    7.50    --   18.03 -99.00  90.00   84
 13  \w    -25.00  59.00   1.00    7.50    --   18.03 -99.00 -90.00   84
 14  \w    -50.00  37.00   1.00    7.50    --   18.03 -57.00 120.00   87
 15  \w    -25.00  59.00   1.00    7.50    --   18.03 -99.00-150.00   84
 16  \w     32.00  93.00   1.00    7.50    --   18.03-179.00 -60.00   61
 17  \w    -88.00 -63.00   1.00    7.50    --  -16.47   0.00-150.00   25
 18  \w    -88.00  55.00   1.00    7.50    --  -16.47   0.00-180.00  143
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0049598000
_diffrn_orient_matrix_UB_12      0.0169654000
_diffrn_orient_matrix_UB_13      0.0529461000
_diffrn_orient_matrix_UB_21      0.1253051000
_diffrn_orient_matrix_UB_22      -0.0210550000
_diffrn_orient_matrix_UB_23      0.0097324000
_diffrn_orient_matrix_UB_31      0.0523433000
_diffrn_orient_matrix_UB_32      0.0488059000
_diffrn_orient_matrix_UB_33      -0.0141977000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.359
_diffrn_reflns_theta_min         3.198
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    14.592
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.320
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
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            clear
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    2.852
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.457
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.041
_refine_diff_density_max         1.012
_refine_diff_density_min         -1.624
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2201
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0181
_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^)+(0.0250P)^2^+1.5920P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0467
_refine_ls_wR_factor_ref         0.0477
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2076
_reflns_number_total             2201
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cy01728f2.cif
_cod_data_source_block           j16022_mono
_cod_depositor_comments
;

2019-03-26
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(O4 Re), 2(C5 H5 Cl N)'
_cod_original_formula_sum        'C10 H10 Cl2 N2 O8 Re2'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     729.50
_cod_database_code               1547798
_chemical_oxdiff_formula         'C5 H4 N1 Cl1 Re1 O4'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C5(H5), C4(H4), C3(H3)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.105
_oxdiff_exptl_absorpt_empirical_full_min 0.535