A shape changing tandem Rh(CNC) catalyst: preparation of bicyclo[4.2.0]octa-1,5,7-trienes from terminal aryl alkynes.
Storey, Caroline M.; Kalpokas, Audrius; Gyton, Matthew R.; Krämer, Tobias; Chaplin, Adrian B.; Chemical science 11 (2020) 2051–2057; doi:10.1039/c9sc06153c

data_1557119
_publ_section_title
;
 A shape changing tandem Rh(CNC) catalyst: preparation of
 bicyclo[4.2.0]octa-1,5,7-trienes from terminal aryl alkynes.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              2051
_journal_page_last               2057
_journal_paper_doi               10.1039/c9sc06153c
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C32 H16 F8'
_chemical_formula_sum            'C32 H16 F8'
_chemical_formula_weight         552.45
_chemical_melting_point          ?
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-04-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-04 deposited with the CCDC.	2020-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                96.962(2)
_cell_angle_beta                 96.945(3)
_cell_angle_gamma                116.711(4)
_cell_formula_units_Z            2
_cell_length_a                   10.7497(5)
_cell_length_b                   11.1750(4)
_cell_length_c                   11.5688(3)
_cell_measurement_reflns_used    8126
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.2050
_cell_measurement_theta_min      4.4990
_cell_volume                     1207.93(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3046
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -65.00  31.00   1.00    3.50    --  -42.36  37.00 150.00   96
  2  \w   -129.00  44.00   1.00    3.50    --  -42.36   0.00 120.00  173
  3  \w      1.00  82.00   1.00    3.50    --   42.36 -99.00 -90.00   81
  4  \w     23.00  97.00   1.00    3.50    --   42.36-125.00-120.00   74
  5  \w     23.00  97.00   1.00    3.50    --   42.36-125.00  30.00   74
  6  \w     36.00 134.00   1.00   14.00    --  106.00 -61.00   0.00   98
  7  \w     36.00 134.00   1.00   14.00    --  106.00 -61.00 150.00   98
  8  \w     36.00 134.00   1.00   14.00    --  106.00 -61.00-120.00   98
  9  \w     34.00 121.00   1.00   14.00    --  106.00-125.00 -60.00   87
 10  \w     32.00 137.00   1.00   14.00    --  106.00 -77.00-120.00  105
 11  \w     31.00 130.00   1.00   14.00    --  106.00 -30.00  30.00   99
 12  \w     34.00 121.00   1.00   14.00    --  106.00-125.00  60.00   87
 13  \w     94.00 178.00   1.00   14.00    --  106.00 125.00 150.00   84
 14  \w     25.00 109.00   1.00   14.00    --  106.00 -94.00  30.00   84
 15  \w     82.00 178.00   1.00   14.00    --  106.00  30.00 -30.00   96
 16  \w     82.00 177.00   1.00   14.00    --  106.00  45.00  60.00   95
 17  \w     34.00 121.00   1.00   14.00    --  106.00-125.00  30.00   87
 18  \w     75.00 178.00   1.00   14.00    --  106.00  77.00  90.00  103
 19  \w     25.00 109.00   1.00   14.00    --  106.00 -94.00 150.00   84
 20  \w     82.00 177.00   1.00   14.00    --  106.00  45.00  90.00   95
 21  \w     94.00 178.00   1.00   14.00    --  106.00 125.00   0.00   84
 22  \w     94.00 178.00   1.00   14.00    --  106.00 125.00  60.00   84
 23  \w     25.00 109.00   1.00   14.00    --  106.00 -94.00  60.00   84
 24  \w     78.00 176.00   1.00   14.00    --  106.00  61.00-150.00   98
 25  \w     34.00 121.00   1.00   14.00    --  106.00-125.00-180.00   87
 26  \w   -116.00 -11.00   1.00    3.50    --  -42.36 -77.00 120.00  105
 27  \w   -116.00 -11.00   1.00    3.50    --  -42.36 -77.00-150.00  105
 28  \w   -116.00 -11.00   1.00    3.50    --  -42.36 -77.00  30.00  105
 29  \w     11.00  55.00   1.00    3.50    --   42.36  77.00 -90.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0601582000
_diffrn_orient_matrix_UB_12      0.1552132000
_diffrn_orient_matrix_UB_13      0.0418196000
_diffrn_orient_matrix_UB_21      0.1521867000
_diffrn_orient_matrix_UB_22      0.0187281000
_diffrn_orient_matrix_UB_23      0.0103207000
_diffrn_orient_matrix_UB_31      -0.0026509000
_diffrn_orient_matrix_UB_32      0.0186154000
_diffrn_orient_matrix_UB_33      -0.1299028000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20046
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        70.071
_diffrn_reflns_theta_max         70.071
_diffrn_reflns_theta_min         6.556
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.519
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_recrystallization_method 'Crystals grown from CH2Cl2 at 293 K'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4575
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+0.3338P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1124
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3924
_reflns_number_total             4575
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc06153c3.cif
_cod_data_source_block           0333abc17s
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1557116--1557122.cif.

 Adding full bibliography for 1557116--1557122.cif.
;
_cod_original_cell_volume        1207.93(8)
_cod_database_code               1557119
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C12(H12), C14(H14), C18(H18), C20(H20), C22(H22), C26(H26),
 C28(H28), C30(H30), C34(H34), C36(H36), C38(H38)
;
_shelx_res_checksum              11594
_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 1.713
_oxdiff_exptl_absorpt_empirical_full_min 0.584