Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-<i>a</i>]pyridine derivatives: <i>N</i>-<i>tert</i>-butyl-2-(4-methoxyphenyl)-5-methylimidazo[1,2-<i>a</i>]pyridin-3-amine and <i>N</i>-<i>tert</i>-butyl-2-[4-(dimethylamino)phenyl]imidazo[1,2-<i>a</i>]pyridin-3-amine
Dhanalakshmi, G.; Ramanjaneyulu, Mala; Thennarasu, Sathiah; Aravindhan, S.; Acta Crystallographica Section E 74 (2018) 1913–1918; doi:10.1107/S2056989018016651

data_2242774
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of two
 imidazo[1,2-<i>a</i>]pyridine derivatives:
 <i>N</i>-<i>tert</i>-butyl-2-(4-methoxyphenyl)-5-methylimidazo[1,2-<i>a</i>]pyridin-3-amine
 and
 <i>N</i>-<i>tert</i>-butyl-2-[4-(dimethylamino)phenyl]imidazo[1,2-<i>a</i>]pyridin-3-amine
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1913
_journal_page_last               1918
_journal_paper_doi               10.1107/S2056989018016651
_journal_volume                  74
_journal_year                    2018
_chemical_formula_moiety         'C19 H23 N3 O'
_chemical_formula_sum            'C19 H23 N3 O'
_chemical_formula_weight         309.40
_chemical_name_systematic
<i>N</i>-<i>tert</i>-Butyl-2-(4-methoxyphenyl)-5-methylimidazo[1,2-<i>a</i>]pyridin-3-amine
_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_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 93.998(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2357(7)
_cell_length_b                   15.6388(12)
_cell_length_c                   11.9840(10)
_cell_measurement_reflns_used    3732
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.56
_cell_volume                     1726.7(2)
_computing_cell_refinement
;
APEX2/SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT/XPREP (Bruker, 2016)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b), PLATON (Spek, 2009) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       '\w and \f scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16458
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.211
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5520
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.126
_refine_ls_extinction_coef       0.0063(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+0.6929P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1190
_reflns_number_gt                2109
_reflns_number_total             3208
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5459sup1.cif
_cod_data_source_block           I
_cod_database_code               2242774
_cod_database_fobs_code          2242774
_shelx_estimated_absorpt_t_min   0.989
_shelx_estimated_absorpt_t_max   0.993
_shelx_hkl_checksum              62902
_shelx_res_checksum              89659