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_1547795
_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 Br N'
_chemical_formula_sum            'C5 H5 Br N O4 Re'
_chemical_formula_weight         409.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-11
_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                113.523(4)
_cell_angle_beta                 92.589(4)
_cell_angle_gamma                97.987(3)
_cell_formula_units_Z            4
_cell_length_a                   8.3466(3)
_cell_length_b                   10.4128(4)
_cell_length_c                   10.9082(6)
_cell_measurement_reflns_used    6124
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0030
_cell_measurement_theta_min      3.4920
_cell_volume                     855.53(7)
_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      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.882
_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    2.00    --  -16.47  57.00  60.00   87
  2  \w    -25.00  24.00   1.00    2.00    --  -16.47 -99.00-180.00   49
  3  \w    -91.00 -32.00   1.00    2.00    --  -16.47 179.00  30.00   59
  4  \w    -35.00  52.00   1.00    2.00    --  -16.47  57.00  30.00   87
  5  \w    -25.00  24.00   1.00    2.00    --  -16.47 -99.00 150.00   49
  6  \w    -39.00  54.00   1.00    2.00    --  -16.47  38.00-150.00   93
  7  \w    -85.00   2.00   1.00    2.00    --  -16.47 -57.00 -90.00   87
  8  \w    -89.00  21.00   1.00    2.00    --  -16.47 -19.00  30.00  110
  9  \w    -25.00  24.00   1.00    2.00    --  -16.47 -99.00 -30.00   49
 10  \w    -85.00 -30.00   1.00    2.00    --  -16.47 -57.00 150.00   55
 11  \w    -25.00  59.00   1.00    2.00    --   18.18 -99.00 -60.00   84
;
_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      -0.0662581000
_diffrn_orient_matrix_UB_12      0.0185029000
_diffrn_orient_matrix_UB_13      0.0382207000
_diffrn_orient_matrix_UB_21      -0.0338053000
_diffrn_orient_matrix_UB_22      0.0213918000
_diffrn_orient_matrix_UB_23      -0.0481915000
_diffrn_orient_matrix_UB_31      -0.0438468000
_diffrn_orient_matrix_UB_32      -0.0699018000
_diffrn_orient_matrix_UB_33      -0.0361743000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14803
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.267
_diffrn_reflns_theta_min         3.388
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    18.847
_exptl_absorpt_correction_T_max  0.087
_exptl_absorpt_correction_T_min  0.012
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.177
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.614
_exptl_crystal_size_mid          0.338
_exptl_crystal_size_min          0.18
_refine_diff_density_max         2.123
_refine_diff_density_min         -3.770
_refine_diff_density_rms         0.457
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4109
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+1.4160P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1085
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3671
_reflns_number_total             4109
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cy01728f2.cif
_cod_data_source_block           j16015
_cod_depositor_comments
;

2019-01-24
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(O4 Re), 2(C5 H5 Br N)'
_cod_original_formula_sum        'C10 H10 Br2 N2 O8 Re2'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     818.42
_cod_database_code               1547795
_chemical_oxdiff_formula         'C5 H5 N1 Re1 O4 Br1'
_reflns_odcompleteness_completeness 99.80
_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:
 N2(H2), C10(H10), N1(H1), C9(H9), C6(H6), C3(H3), C4(H4), C1(H1A), C8(H8),
 C5(H5)
;
_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 1.879
_oxdiff_exptl_absorpt_empirical_full_min 0.577