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_7234999
_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_absolute_configuration unk
_chemical_formula_moiety         'C24 H16 N4 O'
_chemical_formula_sum            'C24 H16 N4 O'
_chemical_formula_weight         376.42
_chemical_name_systematic        5I
_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_Hall           'A 2 -2ab'
_space_group_name_H-M_alt        'A e a 2'
_symmetry_Int_Tables_number      41
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.5818(13)
_cell_length_b                   28.597(2)
_cell_length_c                   9.1804(7)
_cell_measurement_temperature    273.15
_cell_volume                     3828.2(5)
_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 0.9970
_diffrn_measured_fraction_theta_max 0.9970
_diffrn_measurement_device_type  REC2_Ortho_c
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            42627
_diffrn_reflns_theta_full        26.6648
_diffrn_reflns_theta_max         26.66
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7175
_exptl_absorpt_correction_T_min  0.6740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1109 before and 0.0923 after correction.
The Ratio of minimum to maximum transmission is 0.9394.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.3061
_exptl_crystal_description       block
_exptl_crystal_F_000             1568.6301
_exptl_crystal_preparation
'Prepared by slow evaporation method using ethyl acetate'
_exptl_crystal_recrystallization_method
'Crystallized in the orthorhombic crystal systemwith the centrosymmetric space group Aea2.'
_exptl_crystal_size_max          9.1804
_exptl_crystal_size_mid          28.597
_exptl_crystal_size_min          14.5818
_refine_diff_density_max         0.6963
_refine_diff_density_min         -0.4809
_refine_diff_density_rms         0.0815
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0(3)
_refine_ls_d_res_high            0.7919
_refine_ls_d_res_low             7.4972
_refine_ls_goodness_of_fit_ref   2.7026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     117
_refine_ls_number_reflns         4033
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      2.7026
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0998
_refine_ls_shift/su_max          4.9200
_refine_ls_shift/su_mean         1.0742
_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          0.3099
_refine_ls_wR_factor_ref         0.3136
_reflns_Friedel_coverage         0.998
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              36
_reflns_limit_k_min              -35
_reflns_limit_l_max              11
_reflns_limit_l_min              -11
_reflns_number_gt                3864
_reflns_number_total             4033
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9ra05975j2.cif
_cod_data_source_block           REC2_Ortho_c
_cod_original_cell_volume        3828.2(6)
_cod_original_sg_symbol_Hall     ' A 2 -2ab'
_cod_database_code               7234999
_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: C28(1)
3.a Secondary CH2 refined with riding coordinates:
 C3aa(H3aa,H3ab)
3.b Aromatic/amide H refined with riding coordinates:
 C2ca(H2ca), C1ba(H1ba), C2ba(H2ba), C9ba(H9ba), C6ba(H6ba), C7aa(H7aa),
 C8ba(H8ba), C7ba(H7ba), C5ba(H5ba), C0ca(H0ca), C1ca(H1ca), C4ba(H4ba)
3.c X=CH2 refined with riding coordinates:
 N2aa(H2aa,H2ab)
;
_olex2_date_sample_completion    2019-04-28
_olex2_date_sample_data_collection 2019-04-18
_olex2_date_sample_submission    2019-04-02
_olex2_exptl_crystal_mounting_method 'mounted using gainometer'
_olex2_submission_original_sample_id 5i
_olex2_submission_special_instructions 'No special instructions were received'