A General Synthesis of Dendralenes
Sherburn, Michael; George, Josemon; Ward, Jas S.; Chemical Science  (2019) –; doi:10.1039/C9SC03976G

data_1552324
_publ_section_title
;
 A General Synthesis of Dendralenes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC03976G
_journal_year                    2019
_chemical_formula_sum            'C17 H15 Br O'
_chemical_formula_weight         315.20
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-02-09
_audit_creation_method           'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_audit_update_record
;
2019-03-12 deposited with the CCDC.    2019-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   5.79782(9)
_cell_length_b                   7.59133(14)
_cell_length_c                   63.3743(11)
_cell_measurement_reflns_used    15596
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.4060
_cell_measurement_theta_min      4.1750
_cell_volume                     2789.30(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'SHELXLE (C. B. H\~A1/4bschle et al.,2011)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.9915
_diffrn_measured_fraction_theta_max 0.9951
_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   -105.00 -10.50   0.75    0.75    --  -36.95 -77.00 -60.00  126
  2  \w   -104.00 -20.00   0.75    0.75    --  -36.95 -57.00  60.00  112
  3  \w     23.00  89.00   0.75    0.75    --   36.95-125.00 -90.00   88
  4  \w     23.00  89.00   0.75    0.75    --   36.95-125.00  30.00   88
  5  \w     18.00 105.00   0.75    0.75    --   36.95  38.00 -60.00  116
  6  \w    -31.00  63.50   0.75    0.75    --   36.95 -77.00-120.00  126
  7  \w     20.00 104.00   0.75    0.75    --   36.95  57.00  90.00  112
  8  \w    -32.00 106.00   0.75    0.75    --   36.95   0.00-150.00  184
  9  \w    -30.00  54.00   0.75    0.75    --   36.95 -57.00  90.00  112
 10  \w     23.00  89.00   0.75    0.75    --   36.95-125.00 150.00   88
 11  \w     18.00 105.00   0.75    0.75    --   36.95  38.00  60.00  116
 12  \w    -30.00  54.00   0.75    0.75    --   36.95 -57.00 150.00  112
 13  \w      1.00  76.00   0.75    0.75    --   36.95 -99.00  30.00  100
 14  \w     57.00 150.00   0.75    0.99    --  111.00 178.00  30.00  124
 15  \w     91.00 178.00   0.75    0.99    --  111.00  64.00 -60.00  116
 16  \w     43.00 127.00   0.75    0.99    --  111.00 -50.00-120.00  112
 17  \w     41.00 116.00   0.75    0.99    --  111.00-111.00-150.00  100
 18  \w     43.00 127.00   0.75    0.99    --  111.00 -50.00 -60.00  112
 19  \w     42.00 145.50   0.75    0.99    --  111.00 -92.00-180.00  138
 20  \w    100.00 178.00   0.75    0.99    --  111.00 111.00  60.00  104
 21  \w     94.00 178.00   0.75    0.99    --  111.00  50.00-150.00  112
 22  \w     86.00 177.50   0.75    0.99    --  111.00  25.00 -90.00  122
 23  \w     42.00 129.00   0.75    0.99    --  111.00 -38.00   0.00  116
 24  \w     44.00 126.50   0.75    0.99    --  111.00 -55.00 164.49  110
 25  \w     65.00 177.50   0.75    0.99    --  111.00  12.00 120.00  150
 26  \w     41.00 116.00   0.75    0.99    --  111.00-111.00 -30.00  100
 27  \w     41.00 116.00   0.75    0.99    --  111.00-111.00   0.00  100
 28  \w     57.00 150.00   0.75    0.99    --  111.00 178.00-180.00  124
 29  \w     43.00 127.00   0.75    0.99    --  111.00 -50.00  30.00  112
 30  \w     43.00 137.50   0.75    0.99    --  111.00 -77.00-180.00  126
 31  \w     44.00 131.00   0.75    0.99    --  111.00 -64.00  60.00  116
 32  \w     92.00 177.50   0.75    0.99    --  111.00  38.00-180.00  114
 33  \w     92.00 177.50   0.75    0.99    --  111.00  38.00-150.00  114
 34  \w     44.00 131.00   0.75    0.99    --  111.00 -64.00 -30.00  116
 35  \w     41.00 134.00   0.75    0.99    --  111.00 -26.00 -18.19  124
 36  \w    100.00 178.00   0.75    0.99    --  111.00 111.00-120.00  104
 37  \w     91.00 178.00   0.75    0.99    --  111.00  64.00 -30.00  116
 38  \w     44.00 131.00   0.75    0.99    --  111.00 -64.00  90.00  116
 39  \w     57.00 150.00   0.75    0.99    --  111.00 178.00 -30.00  124
 40  \w     42.00 143.25   0.75    0.99    --  111.00 -92.00  30.00  135
 41  \w    117.00 151.50   0.75    0.99    --  111.00  64.00 120.00   46
 42  \w    133.00 170.50   0.75    0.99    --  111.00  25.00   0.00   50
 43  \w     53.00 102.50   0.75    0.99    --  111.00-111.00 -60.00   66
 44  \w     95.00 139.25   0.75    0.99    --  111.00  50.00 -90.00   59
 45  \w     99.00 126.00   0.75    0.99    --  111.00  25.00   0.00   36
 46  \w     41.00  90.50   0.75    0.99    --  111.00-111.00  60.00   66
 47  \w     71.00  98.00   0.75    0.99    --  111.00 -92.00  90.00   36
 48  \w     97.00 123.25   0.75    0.99    --  111.00 -92.00-120.00   35
 49  \w     96.00 174.00   0.75    0.99    --  111.00  50.00 150.00  104
 50  \w     89.00 123.50   0.75    0.99    --  111.00 -50.00 120.00   46
 51  \w     75.00 101.25   0.75    0.99    --  111.00 -64.00 -90.00   35
 52  \w    117.00 149.25   0.75    0.99    --  111.00 178.00 -90.00   43
 53  \w     41.75 116.00   0.75    0.99    --  111.00-111.00  30.00   99
 54  \w     75.00 101.25   0.75    0.99    --  111.00 -42.00-167.26   35
 55  \w     53.00  97.25   0.75    0.99    --  111.00 -32.00 162.81   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2224993000
_diffrn_orient_matrix_UB_12      -0.1108636000
_diffrn_orient_matrix_UB_13      -0.0004803000
_diffrn_orient_matrix_UB_21      0.0084219000
_diffrn_orient_matrix_UB_22      -0.0025460000
_diffrn_orient_matrix_UB_23      -0.0242950000
_diffrn_orient_matrix_UB_31      0.1450631000
_diffrn_orient_matrix_UB_32      -0.1699407000
_diffrn_orient_matrix_UB_33      0.0006765000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0717
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       78
_diffrn_reflns_limit_l_min       -79
_diffrn_reflns_number            55300
_diffrn_reflns_theta_full        74.3338
_diffrn_reflns_theta_max         74.1587
_diffrn_reflns_theta_min         3.4870
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.913
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.311
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.311
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0603
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+14.1183P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                5612
_reflns_number_total             5656
_reflns_threshold_expression     >2sigma(I)
_publcif_datablock.id            {91481bf8-c914-43ff-8bf4-ade9ae44ccf1}
_cod_data_source_file            c9sc03976g2.cif
_cod_data_source_block           she18_11sn
_cod_database_code               1552324