Crystal structure of 1-(3-chlorophenyl)piperazin-1-ium picrate–picric acid (2/1)
Kavitha, Channappa N.; Jasinski, Jerry P.; Kaur, Manpreet; Anderson, Brian J.; Yathirajan, H. S.; Acta Crystallographica Section E 70 (2014) o1210–o1211; doi:10.1107/S1600536814023654

data_2240153
_publ_section_title
;
 Crystal structure of 1-(3-chlorophenyl)piperazin-1-ium picrate--picric
 acid (2/1)
;
_journal_coeditor_code           BV2237
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1210
_journal_page_last               o1211
_journal_paper_doi               10.1107/S1600536814023654
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '2C10 H14 Cl N2 +, 2C6 H2 N3 O7 -, C6 H3 N3 O7'
_chemical_formula_moiety
'2(C10 H14 Cl N2 +), 2(C6 H2 N3 O7 -), C6 H3 N3 O7'
_chemical_formula_sum            'C38 H35 Cl2 N13 O21'
_chemical_formula_weight         1080.69
_chemical_name_common
;
Bis-[1-(3-chlorophenyl)piperazinium]dipicrate picric acid
;
_chemical_name_systematic
;
1-(3-Chlorophenyl)piperazin-1-ium picrate--picric acid (2/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.405(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.2213(6)
_cell_length_b                   14.6239(7)
_cell_length_c                   14.1804(8)
_cell_measurement_reflns_used    7430
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.7772
_cell_measurement_theta_min      3.2707
_cell_volume                     2253.8(2)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_reduction
;
CrysAlis RED (Agilent, 2012)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov <i>et al.</i>, 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>, 2009)
;
_computing_structure_refinement
;
SHELXL2012 (Sheldrick, 2008)
;
_computing_structure_solution
;
SUPERFLIP (Palatinus & Chapuis, 2007)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0416
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_device_type  'Agilent Eos Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28568
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         32.852
_diffrn_reflns_theta_min         3.277
_exptl_absorpt_coefficient_mu    0.244
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO and CrysAlis RED; Agilent, 2012)
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.493
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 4095 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   0.09(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         13782
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0686P)^2^+0.4633P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                10981
_reflns_number_total             13782
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bv2237sup1.cif
_cod_data_source_block           I
_cod_database_code               2240153
_cod_database_fobs_code          2240153