The synthesis of new 8-imino-1-one acridine derivatives catalyzed by a calix[4]arene mono-acid core
Sarkar, Piyali; Mukhopadhyay, Chhanda; Green Chem. 18 (2016) 6556–; doi:10.1039/C6GC02144A

data_7226670
_publ_section_title
;
 The synthesis of new 8-imino-1-one acridine derivatives catalyzed by a
 calix[4]arene mono-acid core
;
_journal_issue                   24
_journal_name_full               'Green Chem.'
_journal_page_first              6556
_journal_paper_doi               10.1039/C6GC02144A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C36.75 H35 Br N2 O'
_chemical_formula_sum            'C36.75 H35 Br N2 O'
_chemical_formula_weight         600.57
_chemical_name_systematic        'Ps Ai 1'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-02-08
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.08.18 svn.r1932, GUI svn.r3819)
;
_cell_angle_alpha                95.066(6)
_cell_angle_beta                 96.544(6)
_cell_angle_gamma                107.057(6)
_cell_formula_units_Z            2
_cell_length_a                   9.5392(7)
_cell_length_b                   12.9758(9)
_cell_length_c                   13.6796(9)
_cell_measurement_reflns_used    3220
_cell_measurement_temperature    298
_cell_measurement_theta_max      70.1510
_cell_measurement_theta_min      4.5380
_cell_volume                     1595.0(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1640
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9977
_diffrn_measured_fraction_theta_max 0.9977
_diffrn_measurement_details
;
  1 omega   -7.00   66.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -60.0000 73

  2 omega   24.00   68.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -60.0000 44

  3 omega   69.00  109.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   30.0000 40

  4 omega   43.00   82.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  -60.0000 39

  5 omega   67.00   93.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -120.0000 26

  6 omega   49.00   90.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 41

  7 omega  120.00  178.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   37.0000 -180.0000 58

  8 omega  148.00  178.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  -30.0000 30

  9 omega   82.00  110.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   37.0000 -180.0000 28

 10 omega   39.00   81.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000 -120.0000 42

 11 omega   43.00  133.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 90

 12 omega   54.00  116.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 62

 13 omega   37.00  144.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  -30.0000 107

 14 omega   58.00  123.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   30.0000 65

 15 omega   63.00   90.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   30.0000 27

 16 omega   43.00   71.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  120.0000 28

 17 omega   39.00   95.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 56

 18 omega   41.00   89.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  150.0000 48

 19 omega   38.00  143.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000   60.0000 105

 20 omega   37.00   62.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 25

 21 omega   36.00   91.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000    0.0000 55

 22 omega   23.00  110.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  120.0000 87

 23 omega  -20.00    7.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 27

 24 omega    4.00   83.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000    0.0000 -180.0000 79

 25 omega    1.00   45.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -180.0000 44

 26 omega  -30.00   25.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000   30.0000 55

 27 omega   38.00   69.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000   30.0000 31

 28 omega   29.00  105.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  150.0000 76

 29 omega  -72.00  -23.00   1.0000    3.9500
omega____ theta____ kappa____ phi______ frames
    -        0.0000  160.0000  159.0000 49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0688337000
_diffrn_orient_matrix_UB_12      0.0399131000
_diffrn_orient_matrix_UB_13      -0.0916313000
_diffrn_orient_matrix_UB_21      0.1121599000
_diffrn_orient_matrix_UB_22      0.0983870000
_diffrn_orient_matrix_UB_23      0.0664719000
_diffrn_orient_matrix_UB_31      0.1088485000
_diffrn_orient_matrix_UB_32      -0.0663875000
_diffrn_orient_matrix_UB_33      0.0157908000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10530
_diffrn_reflns_theta_full        70.79
_diffrn_reflns_theta_max         70.79
_diffrn_reflns_theta_min         3.28
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.982
_exptl_absorpt_correction_T_max  0.673
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             625.0
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         6003
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0696
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0561P)^2^+2.2031P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1930
_refine_ls_wR_factor_ref         0.2061
_reflns_number_gt                4266
_reflns_number_total             6003
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6gc02144a4.cif
_cod_data_source_block           ps-ai-1
_cod_depositor_comments          'Adding full bibliography for 7226670.cif.'
_cod_original_cell_volume        1594.95(19)
_cod_database_code               7226670
_chemical_oxdiff_formula         'C12 H24 N12 O6'
_exptl_crystal_f_000'            625.11
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97