A highly enantioselective synthetic method towards the α2c-adrenoceptor antagonist ORM-10921
Ma, Qiaoning; Yang, Xiaodi; Lei, Xinsheng; Lin, Guo-Qiang; Organic Chemistry Frontiers 6 (2019) 773–; doi:10.1039/C8QO01166D

data_1554527
_publ_section_title
;
 A highly enantioselective synthetic method towards the \a2c-adrenoceptor
 antagonist ORM-10921
;
_journal_issue                   6
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              773
_journal_paper_doi               10.1039/C8QO01166D
_journal_volume                  6
_journal_year                    2019
_chemical_formula_sum            'C32 H34 Br0 Cl N O4'
_chemical_formula_weight         532.05
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
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_audit_update_record
;
2018-09-17 deposited with the CCDC.
2019-01-30 downloaded from the CCDC.
;
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_diffrn_measured_fraction_theta_full 0.986
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_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0406
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_diffrn_reflns_Laue_measured_fraction_full 0.986
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_diffrn_reflns_limit_h_min       -7
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_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            17920
_diffrn_reflns_point_group_measured_fraction_full 0.973
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_diffrn_reflns_theta_max         70.409
_diffrn_reflns_theta_min         3.498
_exptl_absorpt_coefficient_mu    1.542
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             1128
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details
;
 Flack x determined using 1954 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.046(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0453P)^2^+0.4600P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                4857
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8qo01166d2.cif
_cod_data_source_block           cu_20180907MQN_15_86_0m
_cod_original_cell_volume        2731.4(9)
_cod_database_code               1554527
_shelx_shelxl_version_number     2016/6
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_shelx_hkl_checksum              25935