Pnictogen-bonding catalysis: brevetoxin-type polyether cyclizations
Gini, Andrea; Paraja, Miguel; Galmés, Bartomeu; Besnard, Celine; Poblador-Bahamonde, Amalia I.; Sakai, Naomi; Frontera, Antonio; Matile, Stefan; Chemical Science  (2020) –; doi:10.1039/D0SC02551H

data_1558425
_publ_section_title
;
 Pnictogen-bonding catalysis: brevetoxin-type polyether cyclizations
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC02551H
_journal_year                    2020
_chemical_formula_moiety         'C24 H6 Cl4 F9 O2 Sb, C H2 Cl2'
_chemical_formula_sum            'C25 H8 Cl6 F9 O2 Sb'
_chemical_formula_weight         845.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-19
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-04-26 deposited with the CCDC.	2020-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.1741(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.96666(13)
_cell_length_b                   16.7568(2)
_cell_length_c                   17.1842(2)
_cell_measurement_reflns_used    47774
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      35.0910
_cell_measurement_theta_min      2.4090
_cell_volume                     2805.38(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-Arc
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.927
_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    -22.00   3.00   0.50    7.00    --    4.45 -24.00 -73.00   50
  2  \w    -18.00   7.00   0.50    7.00    --    4.45  24.00  90.00   50
  3  \w    -62.00   8.00   0.50    7.00    --   -4.76 -24.00 -73.00  140
  4  \w      1.00  35.00   0.50    7.00    --   -4.76  24.00  90.00   68
  5  \w     -2.00  48.00   0.50    7.00    --    4.45  77.00 -90.00  100
  6  \w    -23.00  10.00   0.50    7.00    --    4.45 -99.00  60.00   66
  7  \w    -23.00  26.00   0.50    7.00    --    4.45 -99.00 -90.00   98
  8  \w     -3.00  49.00   0.50    7.00    --    4.45  77.00-120.00  104
  9  \w    -14.00  11.00   0.50    7.00    --    4.45 -99.00-150.00   50
 10  \w    -20.00  25.00   0.50    7.00    --    4.45 -99.00-180.00   90
 11  \w     -3.00  41.00   0.50    7.00    --   -4.76  37.00 -60.00   88
 12  \w    -40.00 -27.50   0.50    7.00    --   -4.76 -77.00-120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0496776000
_diffrn_orient_matrix_UB_12      -0.0129285000
_diffrn_orient_matrix_UB_13      0.0335137000
_diffrn_orient_matrix_UB_21      0.0498457000
_diffrn_orient_matrix_UB_22      -0.0021230000
_diffrn_orient_matrix_UB_23      -0.0238937000
_diffrn_orient_matrix_UB_31      0.0186049000
_diffrn_orient_matrix_UB_32      0.0402478000
_diffrn_orient_matrix_UB_33      0.0095073000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            61980
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.012
_diffrn_reflns_theta_min         2.184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.641
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.375
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.002
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.329
_exptl_crystal_size_mid          0.319
_exptl_crystal_size_min          0.207
_refine_diff_density_max         0.857
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         11458
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0245
_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^)+(0.0219P)^2^+1.8847P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0553
_refine_ls_wR_factor_ref         0.0581
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10237
_reflns_number_total             11458
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02551h2.cif
_cod_data_source_block           ag-n-03-32
_cod_original_cell_volume        2805.39(7)
_cod_database_code               1558425
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C25 H8 Cl6 F9 O2 Sb1'
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     33.07
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl26-C25A \\sim Cl27-C25B \\sim Cl25-C25A \\sim Cl25-C25B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl27) = Uanis(Cl26)
Uanis(C25B) = Uanis(C25A)
4. Others
 Sof(Cl27)=Sof(C25B)=Sof(H25A)=Sof(H25B)=1-FVAR(1)
 Sof(Cl26)=Sof(C25A)=Sof(H25C)=Sof(H25D)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C25B(H25A,H25B), C25A(H25C,H25D)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C8(H8), C14(H14), C24(H24), C18(H18), C20(H20)
;
_shelx_res_checksum              93671
_shelx_hkl_checksum              96767
_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 4.512
_oxdiff_exptl_absorpt_empirical_full_min 0.674