Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide
Vala, Ruturajsinh M.; Patel, Divyang M.; Sharma, Mayank G.; Patel, Hitendra M.; RSC Advances 9 (2019) 28886–; doi:10.1039/C9RA05975J

data_7235000
_publ_section_title
;
 Impact of an aryl bulky group on a one-pot reaction of aldehyde with
 malononitrile and N-substituted 2-cyanoacetamide
;
_journal_issue                   49
_journal_name_full               'RSC Advances'
_journal_page_first              28886
_journal_paper_doi               10.1039/C9RA05975J
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C20 H14 N4 O'
_chemical_formula_sum            'C20 H14 N4 O'
_chemical_formula_weight         326.36
_chemical_name_systematic        5a
_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
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-06-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-11 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.7581(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5352(4)
_cell_length_b                   16.8113(8)
_cell_length_c                   11.9674(5)
_cell_measurement_temperature    273.15
_cell_volume                     1769.01(14)
_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      273.15
_diffrn_measured_fraction_theta_full 0.9961
_diffrn_measured_fraction_theta_max 0.9961
_diffrn_measurement_device_type  RED2_Mono_P
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            40629
_diffrn_reflns_theta_full        26.4319
_diffrn_reflns_theta_max         26.43
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1033 before and 0.0472 after correction.
The Ratio of minimum to maximum transmission is 0.9420.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2253
_exptl_crystal_description       block
_exptl_crystal_F_000             680.2728
_exptl_crystal_preparation
'Slow evaporation method using ethyl acetate as solvent'
_exptl_crystal_recrystallization_method
'Crystallized in the monoclinic crystal system with the centrosymmetric space group P21/c.'
_exptl_crystal_size_max          9.5352
_exptl_crystal_size_mid          16.8113
_exptl_crystal_size_min          11.9674
_refine_diff_density_max         0.5306
_refine_diff_density_min         -0.3858
_refine_diff_density_rms         0.0533
_refine_ls_d_res_high            0.7983
_refine_ls_d_res_low             9.2255
_refine_ls_goodness_of_fit_ref   2.0930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    26
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3615
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.0930
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0700
_refine_ls_shift/su_max          2.8057
_refine_ls_shift/su_mean         0.3501
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2503
_refine_ls_wR_factor_ref         0.2551
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3189
_reflns_number_total             3615
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9ra05975j2.cif
_cod_data_source_block           RED2_Mono_P
_cod_database_code               7235000
_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.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C25(H25), C24(H24), C23(H23), C21(H21), C13(H13), C19(H19),
 C20(H20), C16(H16), C12(H12)
2.c X=CH2 refined with riding coordinates:
 N3(H3a,H3b)
;
_olex2_date_sample_completion    2019-04-30
_olex2_date_sample_data_collection 2019-04-23
_olex2_date_sample_submission    2019-04-02
_olex2_submission_original_sample_id 5a
_olex2_submission_special_instructions 'No special instructions were received'