A general synthesis of dendralenes
George, Josemon; Ward, Jas S.; Sherburn, Michael S.; Chemical Science 10 (2019) 9969–; doi:10.1039/C9SC03976G

data_1556933
_publ_section_title
;
 A general synthesis of dendralenes
;
_journal_issue                   43
_journal_name_full               'Chemical Science'
_journal_page_first              9969
_journal_paper_doi               10.1039/C9SC03976G
_journal_volume                  10
_journal_year                    2019
_chemical_formula_moiety         'C25 H24 N2 O4'
_chemical_formula_sum            'C25 H24 N2 O4'
_chemical_formula_weight         416.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc22jzg2
_audit_creation_date             2019-05-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-14 deposited with the CCDC.	2019-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.540(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.8655(7)
_cell_length_b                   6.7309(2)
_cell_length_c                   29.0129(8)
_cell_measurement_reflns_used    14908
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7050
_cell_measurement_theta_min      4.1120
_cell_volume                     4197.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3744
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.896
_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    -15.00  30.00   1.00   43.84    --  -11.22 -99.00  30.00   45
  2  \w    -21.00  42.00   1.00   43.84    --   11.46  77.00 -60.00   63
  3  \w    -42.00  44.00   1.00   43.84    --   11.46 -77.00  30.00   86
  4  \w    -77.00 100.00   1.00   43.84    --   11.46   0.00  60.00  177
  5  \w    -98.00 -37.00   1.00   43.84    --  -11.22 178.00-180.00   61
  6  \w    -42.00  21.00   1.00   43.84    --  -11.22 -77.00   0.00   63
  7  \w    -15.00  10.00   1.00   43.84    --   11.46 -99.00-120.00   25
  8  \w    -17.00  84.00   1.00   43.84    --   11.46  57.00-180.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0157679000
_diffrn_orient_matrix_UB_12      0.0402939000
_diffrn_orient_matrix_UB_13      -0.0171626000
_diffrn_orient_matrix_UB_21      -0.0288102000
_diffrn_orient_matrix_UB_22      0.0322174000
_diffrn_orient_matrix_UB_23      -0.0132499000
_diffrn_orient_matrix_UB_31      0.0031734000
_diffrn_orient_matrix_UB_32      0.0918711000
_diffrn_orient_matrix_UB_33      0.0121746000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            36549
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.077
_diffrn_reflns_theta_min         3.289
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
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    1.318
_exptl_crystal_description       prism
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.323
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         5529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0446
_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^)+(0.0489P)^2^+3.7901P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1174
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4780
_reflns_number_total             5529
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc03976g3.cif
_cod_data_source_block           jg-g135-c1-f3-major-nonpolarscaled
_cod_database_code               1556933
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         c25h24n2o5
_reflns_odcompleteness_completeness 99.70
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C10(H10), C15(H15), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C13(H13A,H13B,H13C)
;
_shelx_res_checksum              32892
_shelx_fab_checksum              74397
_ins_header
;
TITL JG-G135-C1-F3-Major-Nonpolarscaled in C2/c 
REM C2/c (#15 in standard setting)
CELL 0.71073  21.865503   6.730941  29.012927  90.0000 100.5400  90.0000
ZERR    7.00   0.000650   0.000159   0.000760   0.0000   0.0027   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H N O
UNIT 175.00 168.00 14.00 35.00
TREF
HKLF 4
END
;
_olex2_date_sample_data_collection 2019-05-22
_olex2_date_sample_submission    2019-05-20
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder with oil'
_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 1.066
_oxdiff_exptl_absorpt_empirical_full_min 0.956