‘Sulfonyl-Azide-Free’ (SAFE) Aqueous-Phase Diazo Transfer Reaction for Parallel and Diversity-Oriented Synthesis
Dar'in, Dmitry; Kantin, Grigory; Krasavin, Mikhail; Chemical Communications  (2019) –; doi:10.1039/C9CC02042J

data_7123281
_publ_section_title
;
 &#x2018;Sulfonyl-Azide-Free&#x2019; (SAFE) Aqueous-Phase Diazo Transfer
 Reaction for Parallel and Diversity-Oriented Synthesis
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02042J
_journal_year                    2019
_chemical_formula_moiety         '2(C22 H25 N O4)'
_chemical_formula_sum            'C44 H50 N2 O8'
_chemical_formula_weight         734.90
_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'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-02-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-02-14 deposited with the CCDC.    2019-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.1090(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.76130(10)
_cell_length_b                   20.9417(3)
_cell_length_c                   32.5782(5)
_cell_measurement_reflns_used    8275
_cell_measurement_temperature    129(2)
_cell_measurement_theta_max      73.6450
_cell_measurement_theta_min      2.4730
_cell_volume                     3924.82(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      129(2)
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            23582
_diffrn_reflns_theta_full        72.4930
_diffrn_reflns_theta_max         72.49
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.690
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2436
_exptl_crystal_description       plate
_exptl_crystal_F_000             1573.1070
_refine_diff_density_max         0.3650
_refine_diff_density_min         -0.3253
_refine_diff_density_rms         0.0609
_refine_ls_d_res_high            0.8084
_refine_ls_d_res_low             17.6085
_refine_ls_goodness_of_fit_ref   1.0063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     497
_refine_ls_number_reflns         7769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0063
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0695P)^2^+1.2642P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1434
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              25
_reflns_limit_k_min              0
_reflns_limit_l_max              40
_reflns_limit_l_min              0
_reflns_number_gt                5871
_reflns_number_total             7769
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9cc02042j2.cif
_cod_data_source_block           10568-12000_DVD138(1)
_cod_database_code               7123281
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C24(H24), C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C36(H36), C35(H35), C12(H12), C33(H33), C11(H11), C0ba(H0ba),
 C14(H14), C15(H15), C18(H18), C39(H39), C0aa(H0aa), C41(H41), C40(H40),
 C42(H42), C21(H21), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C25(H25a,H25b,H25c), C16(H16a,H16b,H16c), C4(H4a,H4b,H4c), C7(H7a,H7b,H7c),
 C9(H9a,H9b,H9c), C37(H37a,H37b,H37c), C8(H8a,H8b,H8c), C29(H29a,H29b,H29c),
 C28(H28a,H28b,H28c), C30(H30a,H30b,H30c)
;
_olex2_submission_special_instructions 'No special instructions were received'