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

data_1552322
_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            'C18 H15 Br'
_chemical_formula_weight         311.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_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                76.964(3)
_cell_angle_beta                 79.006(3)
_cell_angle_gamma                64.023(3)
_cell_formula_units_Z            4
_cell_length_a                   9.6214(3)
_cell_length_b                   10.8141(3)
_cell_length_c                   15.9731(5)
_cell_measurement_reflns_used    14713
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      73.4650
_cell_measurement_theta_min      4.9940
_cell_volume                     1447.50(9)
_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      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.9877
_diffrn_measured_fraction_theta_max 0.9983
_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    -64.00  31.00   1.00    1.00    --  -37.04  77.00  60.00   95
  2  \w     29.00  96.00   1.00    1.00    --   37.04-135.00  78.00   67
  3  \w     23.00  90.00   1.00    1.00    --   37.04-125.00 -90.00   67
  4  \w    -34.00  66.00   1.00    1.00    --   37.04 -19.00 -60.00  100
  5  \w    -31.00  64.00   1.00    1.00    --   37.04 -77.00 -60.00   95
  6  \w    -31.00  64.00   1.00    1.00    --   37.04 -77.00 -90.00   95
  7  \w     23.00  90.00   1.00    1.00    --   37.04-125.00-150.00   67
  8  \w     23.00  90.00   1.00    1.00    --   37.04-125.00-120.00   67
  9  \w     20.00 104.00   1.00    1.00    --   37.04  57.00 -30.00   84
 10  \w    -34.00  66.00   1.00    1.00    --   37.04 -19.00 150.00  100
 11  \w     10.00 105.00   1.00    1.00    --   37.04  77.00  90.00   95
 12  \w      1.00  76.00   1.00    1.00    --   37.04 -99.00 150.00   75
 13  \w     92.00 178.00   1.00    1.41    --  111.00  38.00-120.00   86
 14  \w     44.00 131.00   1.00    1.41    --  111.00 -64.00 120.00   87
 15  \w     42.00 130.00   1.00    1.41    --  111.00 -38.00-120.00   88
 16  \w     41.00 116.00   1.00    1.41    --  111.00-111.00 -60.00   75
 17  \w     43.00 138.00   1.00    1.41    --  111.00 -77.00-180.00   95
 18  \w    100.00 178.00   1.00    1.41    --  111.00 111.00 -30.00   78
 19  \w     84.00 178.00   1.00    1.41    --  111.00  77.00  30.00   94
 20  \w     43.00 138.00   1.00    1.41    --  111.00 -77.00  90.00   95
 21  \w     41.00 116.00   1.00    1.41    --  111.00-111.00 120.00   75
 22  \w     43.00 138.00   1.00    1.41    --  111.00 -77.00 -30.00   95
 23  \w     43.00 128.00   1.00    1.41    --  111.00 -50.00 -60.00   85
 24  \w     43.00 128.00   1.00    1.41    --  111.00 -50.00  60.00   85
 25  \w     65.00 178.00   1.00    1.41    --  111.00  12.00 -60.00  113
 26  \w     41.00 116.00   1.00    1.41    --  111.00-111.00  90.00   75
 27  \w     41.00 157.00   1.00    1.41    --  111.00 -12.00-120.00  116
 28  \w     94.00 178.00   1.00    1.41    --  111.00  50.00-180.00   84
 29  \w     44.00 131.00   1.00    1.41    --  111.00 -64.00  60.00   87
 30  \w     57.00 150.00   1.00    1.41    --  111.00 178.00 -30.00   93
 31  \w     94.00 178.00   1.00    1.41    --  111.00  50.00 150.00   84
 32  \w     43.00 138.00   1.00    1.41    --  111.00 -77.00 -90.00   95
 33  \w     43.00 126.00   1.00    1.41    --  111.00-135.00  78.00   83
 34  \w     42.00 130.00   1.00    1.41    --  111.00 -38.00  60.00   88
 35  \w     84.00 178.00   1.00    1.41    --  111.00  77.00 -60.00   94
 36  \w     84.00 178.00   1.00    1.41    --  111.00  77.00   0.00   94
 37  \w     41.00 116.00   1.00    1.41    --  111.00-111.00 -90.00   75
 38  \w     44.00 131.00   1.00    1.41    --  111.00 -64.00-150.00   87
 39  \w     41.00 116.00   1.00    1.41    --  111.00-111.00-180.00   75
 40  \w    100.00 178.00   1.00    1.41    --  111.00 111.00   0.00   78
 41  \w     92.00 178.00   1.00    1.41    --  111.00  38.00-180.00   86
 42  \w     91.00 178.00   1.00    1.41    --  111.00  64.00 -60.00   87
 43  \w     91.00 178.00   1.00    1.41    --  111.00  64.00  60.00   87
 44  \w     92.00 178.00   1.00    1.41    --  111.00  38.00 120.00   86
 45  \w     10.00 105.00   1.00    1.00    --   37.04  77.00-150.00   95
 46  \w     20.00 104.00   1.00    1.00    --   37.04  57.00  30.00   84
 47  \w     18.00 106.00   1.00    1.00    --   37.04  38.00 -30.00   88
 48  \w     20.00 104.00   1.00    1.00    --   37.04  57.00-180.00   84
 49  \w      1.00  27.00   1.00    1.00    --   37.04  93.00-111.18   26
;
_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      0.1312224000
_diffrn_orient_matrix_UB_12      -0.1358880000
_diffrn_orient_matrix_UB_13      0.0371924000
_diffrn_orient_matrix_UB_21      0.0731299000
_diffrn_orient_matrix_UB_22      -0.0268625000
_diffrn_orient_matrix_UB_23      -0.0923393000
_diffrn_orient_matrix_UB_31      0.0975226000
_diffrn_orient_matrix_UB_32      0.0811972000
_diffrn_orient_matrix_UB_33      0.0000124000
_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  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29490
_diffrn_reflns_theta_full        74.3338
_diffrn_reflns_theta_max         73.6842
_diffrn_reflns_theta_min         4.6085
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.711
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68216
_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            yellow
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.378
_exptl_crystal_size_mid          0.153
_exptl_crystal_size_min          0.092
_refine_diff_density_max         1.825
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5613
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0921
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0535P)^2^+20.3749P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2290
_refine_ls_wR_factor_ref         0.2297
_reflns_number_gt                5389
_reflns_number_total             5613
_reflns_threshold_expression     >2sigma(I)
_publcif_datablock.id            {889f31d6-380d-432e-ac66-f7cb83b3d73b}
_cod_data_source_file            c9sc03976g2.cif
_cod_data_source_block           she18_10sn
_cod_original_cell_volume        1447.50(7)
_cod_database_code               1552322