Crystal structure of (E)-amino(2-((5-methylfuran-2-yl)methylene)hydrazinyl) methaniminium nitrate monohydrate, C14H26N10O10
Jin, Ze-Sen; Liu, E.; Liu, Xiao-jing; Jian, Fang-fang; Liang, Tongling; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 143–145; doi:10.1515/ncrs-2021-0419

data_8104984
_publ_section_title
;
 Crystal structure of
 (E)-amino(2-((5-methylfuran-2-yl)methylene)hydrazinyl) methaniminium
 nitrate monohydrate, C14H26N10O10
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              143
_journal_page_last               145
_journal_paper_doi               10.1515/ncrs-2021-0419
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C7 H11 N4 O, N O3, H2 O'
_chemical_formula_sum            'C7 H13 N5 O5'
_chemical_formula_weight         247.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 97.644(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.3337(3)
_cell_length_b                   3.87010(10)
_cell_length_c                   24.2368(6)
_cell_measurement_reflns_used    7591
_cell_measurement_temperature    170.00(11)
_cell_measurement_theta_max      74.5640
_cell_measurement_theta_min      3.7780
_cell_volume                     1146.61(5)
_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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.960
_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    -75.00  25.00   0.50    0.05    --  -47.57  88.00-149.00  200
  2  \w    -24.00  75.00   0.50    0.05    --   47.57 -88.00  93.00  198
  3  \w   -168.00 -79.00   0.50    0.50    --  -99.00 -88.00  93.00  178
  4  \w   -127.00 -26.00   0.50    0.50    --  -99.00  88.00-149.00  202
  5  \w     31.00 131.00   0.50    0.50    --  103.25 -88.00  93.00  200
  6  \w     86.00 169.00   0.50    0.50    --  103.25  88.00-149.00  166
  7  \w    -23.00  28.00   0.50    0.05    --  -47.57  19.00 120.00  102
  8  \w   -119.00 -74.00   0.50    0.05    --  -47.57-125.00-120.00   90
  9  \w   -105.00 -79.00   0.50    0.05    --  -47.57-125.00-180.00   52
 10  \w    -26.00  27.00   0.50    0.05    --   47.57 -19.00  90.00  106
 11  \w      3.00  30.00   0.50    0.05    --   47.57 -19.00  30.00   54
 12  \w   -111.00 -85.00   0.50    0.50    --  -99.00 125.00-180.00   52
 13  \w   -147.00-107.00   0.50    0.50    --  -99.00 -30.00   0.00   80
 14  \w    -63.00 -37.00   0.50    0.50    --  -99.00  61.00 -30.00   52
 15  \w    -59.00 -27.00   0.50    0.50    --  -99.00  61.00-180.00   64
 16  \w   -166.00 -88.00   0.50    0.50    --  -99.00 -45.00-180.00  156
 17  \w    -60.00 -28.00   0.50    0.50    --  -99.00  61.00 150.00   64
 18  \w    -67.00 -30.00   0.50    0.50    --  -99.00  61.00 -90.00   74
 19  \w   -166.00-123.00   0.50    0.50    --  -99.00 -45.00 120.00   86
 20  \w    -79.00 -49.00   0.50    0.50    --  -99.00 125.00-180.00   60
 21  \w   -168.00 -76.00   0.50    0.50    --  -99.00 -77.00  60.00  184
 22  \w     35.00  73.00   0.50    0.50    --  103.25 -61.00 150.00   76
 23  \w     41.00 108.00   0.50    0.50    --  103.25-125.00  60.00  134
 24  \w    125.00 151.00   0.50    0.50    --  103.25  30.00  90.00   52
 25  \w     35.00  80.00   0.50    0.50    --  103.25 -77.00 120.00   90
 26  \w     35.00  72.00   0.50    0.50    --  103.25-125.00   0.00   74
 27  \w     87.00 113.00   0.50    0.50    --  103.25  61.00 150.00   52
 28  \w     99.00 123.00   0.50    0.50    --  103.25  61.00 -60.00   48
;
_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      0.0514582000
_diffrn_orient_matrix_UB_12      -0.3161236000
_diffrn_orient_matrix_UB_13      0.0320176000
_diffrn_orient_matrix_UB_21      -0.0214027000
_diffrn_orient_matrix_UB_22      0.1661460000
_diffrn_orient_matrix_UB_23      0.0552763000
_diffrn_orient_matrix_UB_31      -0.1131054000
_diffrn_orient_matrix_UB_32      -0.1756681000
_diffrn_orient_matrix_UB_33      -0.0052580000
_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  0.0408
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10934
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.056
_diffrn_reflns_theta_min         3.616
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.055
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84634
_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    1.432
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 1465 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         4198
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0400
_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^)+(0.0688P)^2^+0.1022P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1092
_reflns_Friedel_coverage         0.602
_reflns_Friedel_fraction_full    0.871
_reflns_Friedel_fraction_max     0.790
_reflns_number_gt                3982
_reflns_number_total             4198
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0419_suppl.cif
_cod_data_source_block           tx9312
_cod_depositor_comments
;

2025-04-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C14 H26 N10 O10'
_cod_original_formula_weight         494.45
_cod_original_formula_moiety         '2(C7 H11 N4 O), 2(N O3), 2(H2 O)'
_cod_original_formula_units_Z            2
_cod_database_code               8104984
_chemical_oxdiff_formula         CHNOFCu
_reflns_odcompleteness_completeness 99.67
_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 C(H,H,H) groups, All O(H,H) groups
2.a Riding coordinates:
 O5(H5D,H5E)
2.b Free rotating group:
 O6(H6B,H6C)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C6(H6), N2A(H2AA), C2A(H2AB), C3A(H3AC), C6A(H6A)
2.d X=CH2 refined with riding coordinates:
 N3(H3A,H3B), N4(H4A,H4B), N3A(H3AA,H3AB), N4A(H4AA,H4AB)
2.e Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C5A(H5AA,H5AB,H5AC)
;