Condensation of acrylonitrile and aryl acetonitrile: construction of α-amino-β-cyano cyclohexene skeletons
Zhang, Wei; Tang, Chuan-Su; Xiang, Shi-Qun; RSC Advances 12 (2022) 29840–29843; doi:10.1039/D2RA04936H

data_7245687
_publ_section_title
;
 Condensation of acrylonitrile and aryl acetonitrile: construction of
 \a-amino-\b-cyano cyclohexene skeletons
;
_journal_issue                   46
_journal_name_full               'RSC Advances'
_journal_page_first              29840
_journal_page_last               29843
_journal_paper_doi               10.1039/D2RA04936H
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C21 H18 N4'
_chemical_formula_sum            'C21 H18 N4'
_chemical_formula_weight         326.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-03-12
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-03-12 deposited with the CCDC.	2022-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                68.234(5)
_cell_angle_beta                 89.533(4)
_cell_angle_gamma                84.560(4)
_cell_formula_units_Z            4
_cell_length_a                   6.1541(2)
_cell_length_b                   16.1600(8)
_cell_length_c                   18.3677(9)
_cell_measurement_reflns_used    4568
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      74.2670
_cell_measurement_theta_min      4.6090
_cell_volume                     1688.08(14)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH  (Sheldrick, 2008)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.5594
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12220
_diffrn_reflns_theta_full        69.99
_diffrn_reflns_theta_max         69.99
_diffrn_reflns_theta_min         4.60
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  0.9190
_exptl_absorpt_correction_T_min  0.8975
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         6364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.081
_refine_ls_shift/su_mean         0.015
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0605P)^2^+0.9671P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1516
_reflns_number_gt                5120
_reflns_number_total             6364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2ra04936h2.cif
_cod_data_source_block           5a
_cod_original_cell_volume        1688.08(13)
_cod_database_code               7245687
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2. Others
 Fixed Sof: C1(0.5) C5(0.5) C7(0.5) C8(0.5) H1A(0.5) H1B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C28(H28A,H28B), C36(H36A,H36B), C15(H15A,H15B), C23(H23A,
 H23B), C29(H29A,H29B)
3.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C24(H24), C25(H25), C35(H35), C37(H37), C38(H38), C39(H39),
 C40(H40), C42(H42), C45(H45), C30(H30), C34(H34), C41(H41), C43(H43), C44(H44),
  C46(H46), C2(H2)
3.c X=CH2 refined with riding coordinates:
 N13(H13A,H13B)
;
_olex2_submission_special_instructions 'No special instructions were received'