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_1558424
_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         '2(C24 H6 Cl4 F9 O2 Sb), C H2 Cl2'
_chemical_formula_sum            'C49 H14 Cl10 F18 O4 Sb2'
_chemical_formula_weight         1606.60
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-26 deposited with the CCDC.	2020-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                103.0960(10)
_cell_angle_beta                 97.1000(10)
_cell_angle_gamma                102.8310(10)
_cell_formula_units_Z            2
_cell_length_a                   11.4280(2)
_cell_length_b                   14.4693(2)
_cell_length_c                   17.6698(2)
_cell_measurement_reflns_used    39195
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      33.1840
_cell_measurement_theta_min      2.3490
_cell_volume                     2727.81(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.51a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.51a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.51a (Rigaku OD, 2019)'
_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_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-Arc
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.910
_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    -10.00  23.00   0.50   30.00    --    0.03 -99.00-180.00   66
  2  \w    -42.00   4.00   0.50   30.00    --    0.03 -77.00  30.00   92
  3  \w     -1.00  34.00   0.50   30.00    --    0.03  57.00-150.00   70
  4  \w    -42.00   7.00   0.50   30.00    --    0.03 -77.00  90.00   98
  5  \w    -21.00   9.00   0.50   30.00    --    0.03 -99.00 -60.00   60
  6  \w    -23.00  23.00   0.50   30.00    --    0.03 -99.00-120.00   92
  7  \w    -22.00  22.00   0.50   30.00    --    0.03 -99.00   0.00   88
  8  \w    -20.00  12.00   0.50   30.00    --    0.03 -99.00 150.00   64
  9  \w     -2.00  37.00   0.50   30.00    --    0.03  37.00 120.00   78
 10  \w     -5.00  40.00   0.50   30.00    --    0.03  77.00   0.00   90
 11  \w    -47.00 -16.00   0.50   30.00    --    0.03 -57.00 -30.00   62
 12  \w    -42.00 -17.00   0.50   30.00    --    0.03 -57.00-180.00   50
 13  \w    -36.00  -9.00   0.50   30.00    --    0.03 -77.00 -90.00   54
 14  \w     12.00  44.00   0.50   30.00    --    0.03  77.00  90.00   64
 15  \w      6.00  52.00   0.50   30.00    --    0.03  37.00 -30.00   92
;
_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      0.0435733000
_diffrn_orient_matrix_UB_12      0.0404922000
_diffrn_orient_matrix_UB_13      -0.0049319000
_diffrn_orient_matrix_UB_21      -0.0183086000
_diffrn_orient_matrix_UB_22      -0.0178333000
_diffrn_orient_matrix_UB_23      -0.0416162000
_diffrn_orient_matrix_UB_31      -0.0442595000
_diffrn_orient_matrix_UB_32      0.0275177000
_diffrn_orient_matrix_UB_33      0.0011280000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            73727
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.274
_diffrn_reflns_theta_min         2.362
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.587
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.480
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.51a (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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.956
_exptl_crystal_description       prism
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.061
_refine_diff_density_max         1.330
_refine_diff_density_min         -1.189
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     758
_refine_ls_number_reflns         19144
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0305
_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^)+(0.0505P)^2^+0.7552P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0856
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16098
_reflns_number_total             19144
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02551h2.cif
_cod_data_source_block           catalyst_13
_cod_database_code               1558424
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C49 H14 Cl10 F18 O4 Sb2'
_reflns_odcompleteness_completeness 99.94
_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 C(H,H) groups
2. Restrained distances
 Cl2S-C6S = Cl1S-C6S
 1.771 with sigma of 0.01
 Cl2S-Cl1S
 2.916 with sigma of 0.03
 Cl3S-C5S = Cl4S-C5S
 1.771 with sigma of 0.01
 Cl3S-Cl4S
 2.916 with sigma of 0.03
3. Uiso/Uaniso restraints and constraints
Uanis(Cl2S) = Uanis(Cl4S)
Uanis(Cl3S) = Uanis(Cl1S)
Uanis(C6S) = Uanis(C5S)
4. Others
 Sof(Cl3S)=Sof(Cl4S)=Sof(C5S)=Sof(H5SA)=Sof(H5SB)=1-FVAR(1)
 Sof(Cl1S)=Sof(Cl2S)=Sof(C6S)=Sof(H6SA)=Sof(H6SB)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C6S(H6SA,H6SB), C5S(H5SA,H5SB)
5.b Aromatic/amide H refined with riding coordinates:
 C21A(H21A), C23A(H23A), C11A(H11A), C9A(H9A), C15A(H15A), C17A(H17A),
 C9B(H9B), C11B(H11B), C23B(H23B), C21B(H21B), C17B(H17B), C15B(H15B)
;
_shelx_res_checksum              53000
_shelx_hkl_checksum              46994
_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 2.564
_oxdiff_exptl_absorpt_empirical_full_min 0.702