Crystal structure of bis(2-((E)-5-chloro-2-hydroxybenzylidene)hydrazineyl)methaniminium trifluoroacetate dihydrate, C34H36Cl4N10O12
Jin, Ze-Sen; Liu, Xiao-jing; Liu, E.; Liang, Tongling; Jian, Fangfang; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 919–922; doi:10.1515/ncrs-2021-0150

data_8104623
_publ_section_title
;
 Crystal structure of
 bis(2-((E)-5-chloro-2-hydroxybenzylidene)hydrazineyl)methaniminium
 trifluoroacetate dihydrate, C34H36Cl4N10O12
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              919
_journal_page_last               922
_journal_paper_doi               10.1515/ncrs-2021-0150
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         '2(C15 H14 Cl2 N5 O2), 2(C2 F3 O2), 4(H2 O)'
_chemical_formula_sum            'C34 H36 Cl4 F6 N10 O12'
_chemical_formula_weight         1032.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_cell_angle_alpha                81.467(2)
_cell_angle_beta                 77.726(2)
_cell_angle_gamma                82.055(2)
_cell_formula_units_Z            2
_cell_length_a                   10.3071(3)
_cell_length_b                   13.4696(4)
_cell_length_c                   16.1893(4)
_cell_measurement_reflns_used    10807
_cell_measurement_temperature    169.99(11)
_cell_measurement_theta_max      74.1300
_cell_measurement_theta_min      2.8050
_cell_volume                     2158.64(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -11.00  27.00   0.50    0.20    --  -47.20  34.00-174.00   76
  2  \w   -122.00 -43.00   0.50    0.20    --  -47.20 -34.00  28.00  158
  3  \w    -24.00  43.00   0.50    0.20    --   47.20 -34.00  28.00  134
  4  \w     53.00  91.00   0.50    0.20    --   47.20  34.00-174.00   76
  5  \w   -167.00 -92.00   0.50    0.80    --  -99.00 -34.00  28.00  150
  6  \w     92.00 168.00   0.50    0.80    --  103.25  34.00-174.00  152
  7  \w    -95.00 -19.00   0.50    0.20    --  -47.20 125.00 -30.00  152
  8  \w    -20.00   6.00   0.50    0.20    --   47.20 -77.00  90.00   52
  9  \w    -27.00  30.00   0.50    0.20    --   47.20 -19.00-120.00  114
 10  \w     29.00  70.00   0.50    0.20    --   47.20 -77.00  90.00   82
 11  \w    -27.00  30.00   0.50    0.20    --   47.20 -19.00 150.00  114
 12  \w    -63.00 -36.00   0.50    0.80    --  -99.00  61.00-180.00   54
 13  \w   -165.00 -86.00   0.50    0.80    --  -99.00 -15.00  90.00  158
 14  \w   -118.00 -83.00   0.50    0.80    --  -99.00 -61.00 -94.47   70
 15  \w   -125.00 -56.00   0.50    0.80    --  -99.00 143.00-109.93  138
 16  \w    -92.00 -33.00   0.50    0.80    --  -99.00 125.00 -60.00  118
 17  \w   -168.00-138.00   0.50    0.80    --  -99.00 -15.00 -60.00   60
 18  \w   -100.00 -69.00   0.50    0.80    --  -99.00 125.00-120.00   62
 19  \w   -152.00 -93.00   0.50    0.80    --  -99.00-125.00-150.00  118
 20  \w   -160.00-129.00   0.50    0.80    --  -99.00 -61.00 -94.47   62
 21  \w   -163.00-131.00   0.50    0.80    --  -99.00 -30.00 -90.00   64
 22  \w   -112.00 -84.00   0.50    0.80    --  -99.00 125.00   0.00   56
 23  \w   -117.00 -86.00   0.50    0.80    --  -99.00 -15.00 -60.00   62
 24  \w   -130.00-104.00   0.50    0.80    --  -99.00 -30.00 -90.00   52
 25  \w   -108.00 -32.00   0.50    0.80    --  -99.00 113.00-167.78  152
 26  \w     61.00 100.00   0.50    0.80    --  103.25-125.00-180.00   78
 27  \w     31.00  73.00   0.50    0.80    --  103.25 -61.00  30.00   84
 28  \w     31.00  73.00   0.50    0.80    --  103.25-125.00 -90.00   84
 29  \w     72.00 105.00   0.50    0.80    --  103.25 -94.00 -30.00   66
 30  \w     32.00 101.00   0.50    0.80    --  103.25 -77.00   0.00  138
 31  \w     44.00 111.00   0.50    0.80    --  103.25-125.00-120.00  134
 32  \w     47.00  84.00   0.50    0.80    --  103.25 -94.00  30.00   74
 33  \w     42.00  68.00   0.50    0.80    --  103.25 -61.00 150.00   52
 34  \w     51.00 110.00   0.50    0.80    --  103.25-125.00 150.00  118
 35  \w     67.00 111.00   0.50    0.80    --  103.25-125.00 120.00   88
 36  \w     73.00 101.00   0.50    0.80    --  103.25 -94.00 150.00   56
 37  \w     32.00  74.00   0.50    0.80    --  103.25 -61.00-120.00   84
 38  \w     63.00  93.00   0.50    0.80    --  103.25 -94.00-120.00   60
 39  \w     91.00 165.00   0.50    0.80    --  103.25  15.00 -30.00  148
 40  \w     35.00  66.00   0.50    0.80    --  103.25 -94.00 150.00   62
 41  \w     33.00  66.00   0.50    0.80    --  103.25 -61.00  60.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0427709000
_diffrn_orient_matrix_UB_12      -0.1118635000
_diffrn_orient_matrix_UB_13      -0.0123874000
_diffrn_orient_matrix_UB_21      -0.1425304000
_diffrn_orient_matrix_UB_22      -0.0251649000
_diffrn_orient_matrix_UB_23      0.0413418000
_diffrn_orient_matrix_UB_31      -0.0392660000
_diffrn_orient_matrix_UB_32      0.0198496000
_diffrn_orient_matrix_UB_33      -0.0881300000
_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  0.0302
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28700
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.464
_diffrn_reflns_theta_min         2.815
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.373
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         8586
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0963P)^2^+1.1945P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1609
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7352
_reflns_number_total             8586
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0150_suppl.cif
_cod_data_source_block           tx4937
_cod_database_code               8104623
_chemical_oxdiff_formula         CHNO
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F1B) \\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F2B) \\sim Ueq, Uanis(F3A)
\\sim Ueq, Uanis(F3B) \\sim Ueq, Uanis(F1A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
3. Others
 Sof(F1B)=Sof(F2B)=Sof(F3B)=1-FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(1)
4.a Riding coordinates:
 O5(H5A,H5B), O8(H8A,H8B)
4.b Free rotating group:
 O6(H6B,H6C), O7(H7B,H7C)
4.c Aromatic/amide H refined with riding coordinates:
 N2(H2A), N4(H4), C2(H2B), C3(H3), C6(H6), C7(H7), C9(H9), C11(H11), C13(H13),
 C14(H14), N2A(H2AB), N4A(H4A), C2A(H2AC), C3A(H3AC), C6A(H6A), C7A(H7A),
 C9A(H9A), C11A(H11A), C13A(H13A), C14A(H14A)
4.d X=CH2 refined with riding coordinates:
 N3(H3A,H3B), N3A(H3AA,H3AB)
4.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O1A(H1A), O2A(H2AA)
;
_shelx_res_checksum              24201
_shelx_hkl_checksum              12766
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.422
_oxdiff_exptl_absorpt_empirical_full_min 0.734