Construction of key building blocks towards the synthesis of cortistatins.
Indu, Satrajit; Telore, Rahul D.; Kaliappan, Krishna P.; Organic & biomolecular chemistry 18 (2020) 2432–2446; doi:10.1039/d0ob00170h

data_7157369
_publ_section_title
;
 Construction of key building blocks towards the synthesis of
 cortistatins.
;
_journal_issue                   13
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2432
_journal_page_last               2446
_journal_paper_doi               10.1039/d0ob00170h
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C25 H24 Br2 O5'
_chemical_formula_sum            'C25 H24 Br2 O5'
_chemical_formula_weight         564.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-23
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2020-01-25 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.208(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1083(6)
_cell_length_b                   18.3620(10)
_cell_length_c                   11.0509(6)
_cell_measurement_reflns_used    9358
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.7980
_cell_measurement_theta_min      2.1160
_cell_volume                     2290.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (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_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -41.00  70.00   1.00    8.00    --  -20.00  72.00-180.00  111
  2  \w    -59.00  22.00   1.00    8.00    --  -20.00  72.00-108.00   81
  3  \w    -39.00  70.00   1.00    8.00    --  -20.00  72.00 108.00  109
  4  \w    -60.00 -30.00   1.00    8.00    --  -20.00 -72.00 -36.00   30
  5  \w   -110.00  70.00   1.00    8.00    --  -20.00   0.00 -36.00  180
  6  \w    -97.00 -94.00   1.00    8.00    --  -20.00 -72.00-180.00    3
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0371196000
_diffrn_orient_matrix_UB_12      0.0238165000
_diffrn_orient_matrix_UB_13      0.0186402000
_diffrn_orient_matrix_UB_21      0.0379328000
_diffrn_orient_matrix_UB_22      0.0295916000
_diffrn_orient_matrix_UB_23      0.0007017000
_diffrn_orient_matrix_UB_31      -0.0336675000
_diffrn_orient_matrix_UB_32      0.0070541000
_diffrn_orient_matrix_UB_33      -0.0662458000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21802
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.267
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.574
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (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    1.636
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.913
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0477
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0311P)^2^+4.8074P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.1032
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3123
_reflns_number_total             4027
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00170h2.cif
_cod_data_source_block           kpk-154-si-112_mo
_cod_depositor_comments          'Adding full bibliography for 7157369.cif.'
_cod_database_code               7157369
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.763
_shelx_estimated_absorpt_t_min   0.535
_reflns_odcompleteness_completeness 94.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.06
_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:
 C17(H17), C10(H10), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B), C13(H13A,H13B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C24(H24), C5(H5), C6(H6), C22(H22), C2(H2), C21(H21), C3(H3)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_shelx_res_checksum              46473
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.501
_oxdiff_exptl_absorpt_empirical_full_min 0.670