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_1558419
_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         'C18 H6 Bi F9'
_chemical_formula_sum            'C18 H6 Bi F9'
_chemical_formula_weight         602.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-02-24
_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                98.5736(8)
_cell_angle_beta                 94.0812(8)
_cell_angle_gamma                102.4968(8)
_cell_formula_units_Z            4
_cell_length_a                   7.16588(7)
_cell_length_b                   14.61823(16)
_cell_length_c                   17.01631(16)
_cell_measurement_reflns_used    28786
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      38.4920
_cell_measurement_theta_min      2.4400
_cell_volume                     1710.92(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.53a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.53a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.53a (Rigaku OD, 2020)'
_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      150.00(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 0.867
_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     33.00  58.00   0.50    4.00    --    0.03  27.00 164.68   50
  2  \w    -36.00  44.00   0.50    4.00    --    0.03  25.00 -74.46  160
  3  \w    -20.00  15.00   0.50    4.00    --    0.03  27.00 164.68   70
  4  \w     -1.00  50.00   0.50    4.00    --    0.03  57.00  60.00  102
  5  \w      2.00  36.00   0.50    4.00    --    6.00-108.00  51.64   68
  6  \w    -46.00  48.00   0.50    4.00    --  -10.00  24.00  22.68  188
  7  \w    -46.00  47.00   0.50    4.00    --  -10.00  24.00-118.88  186
  8  \w      8.00  51.00   0.50    4.00    --   14.00-118.00-161.06   86
  9  \w      8.00  51.00   0.50    4.00    --   14.00-118.00 -67.50   86
 10  \w     11.00  51.00   0.50    4.00    --   14.00-118.00 108.02   80
 11  \w     26.00  51.00   0.50    4.00    --   14.00-118.00  56.41   50
 12  \w     10.00  51.00   0.50    4.00    --   14.00-118.00   2.52   82
 13  \w     26.00  51.00   0.50    4.00    --   14.00-118.00-104.30   50
 14  \w    -43.00  44.00   0.50    4.00    --  -14.00  24.00  78.82  174
 15  \w    -47.00  39.00   0.50    4.00    --  -14.00  25.00 163.58  172
;
_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      0.0182027000
_diffrn_orient_matrix_UB_12      -0.0022849000
_diffrn_orient_matrix_UB_13      -0.0405938000
_diffrn_orient_matrix_UB_21      -0.0319399000
_diffrn_orient_matrix_UB_22      0.0424411000
_diffrn_orient_matrix_UB_23      -0.0014462000
_diffrn_orient_matrix_UB_31      0.0951144000
_diffrn_orient_matrix_UB_32      0.0271305000
_diffrn_orient_matrix_UB_33      0.0121530000
_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  0.0410
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            68969
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         38.857
_diffrn_reflns_theta_min         2.435
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.398
_exptl_absorpt_correction_T_max  0.827
_exptl_absorpt_correction_T_min  0.089
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.53a (Rigaku Oxford Diffraction, 2020)
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    2.338
_exptl_crystal_description       prism
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.042
_refine_diff_density_max         1.435
_refine_diff_density_min         -1.448
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         17091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0156P)^2^+0.2121P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0535
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12489
_reflns_number_total             17091
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02551h2.cif
_cod_data_source_block           agn070
_cod_database_code               1558419
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Bi F9 C18 H6'
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8B(H8B), C18A(H18A), C14A(H14A), C12B(H12B), C8A(H8A), C14B(H14B), C2B(H2B),
 C18B(H18B), C6B(H6B), C6A(H6A), C2A(H2A), C12A(H12A)
;
_shelx_res_checksum              37478
_shelx_hkl_checksum              69630
_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 1.942
_oxdiff_exptl_absorpt_empirical_full_min 0.634