Synthesis and structural properties of 2-((10-alkyl-10H-phenothiazin-3-yl)methylene)malononitrile derivatives; a combined experimental and theoretical insight
Fatimah Ali Al-Zahrani; Muhammad Nadeem Arshad; Abdullah M. Asiri; Tariq Mahmood; Mazhar Amjad Gilani; Reda M. El-shishtawy; Chemistry Central Journal 10 (2016) 13–; doi:10.1186/s13065-016-0158-z

data_1547273
_publ_section_title
;
 Synthesis and structural properties of
 2-((10-alkyl-10H-phenothiazin-3-yl)methylene)malononitrile derivatives; a
 combined experimental and theoretical insight
;
_journal_name_full               'Chemistry Central Journal'
_journal_page_first              13
_journal_paper_doi               10.1186/s13065-016-0158-z
_journal_volume                  10
_journal_year                    2016
_chemical_formula_moiety         'C24 H25 N3 S'
_chemical_formula_sum            'C24 H25 N3 S'
_chemical_formula_weight         387.53
_chemical_name_common
;
2-(10-Octyl-10<i>H</i>-phenothiazin-3-ylmethylene)-malononitrile
;
_chemical_name_systematic
;
2-(10-Octyl-10<i>H</i>-phenothiazin-3-ylmethylene)-malononitrile
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_cell_angle_alpha                106.027(4)
_cell_angle_beta                 110.499(4)
_cell_angle_gamma                96.744(4)
_cell_formula_units_Z            8
_cell_length_a                   16.4823(7)
_cell_length_b                   16.9423(8)
_cell_length_c                   17.6368(7)
_cell_measurement_reflns_used    6760
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.4470
_cell_measurement_theta_min      2.8458
_cell_volume                     4306.6(4)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas, CCD'
_diffrn_measurement_method       '\w scans'
_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  0.0574
_diffrn_reflns_av_sigmaI/netI    0.1264
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            53398
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.51
_diffrn_reflns_theta_min         2.85
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1013
_refine_ls_number_reflns         20881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.2263
_refine_ls_R_factor_gt           0.0752
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.5537P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1474
_refine_ls_wR_factor_ref         0.2185
_reflns_number_gt                7662
_reflns_number_total             20881
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            Chem-Cent-J-2016-10-13-2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
 Correcting the values of the _chemical_name_systematic and
 _chemical_name_common data items by replacing the '<i/>' substring
 with the '</i>' substring after consulting the original publication.

 Antanas Vaitkus,
 2018-10-12

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        4306.6(3)
_cod_database_code               1547273