The crystal structure of (1E,2E)-2-methyl-4-((7-oxo-7H-furo[3,2-g]chromen-9-yl)oxy)but-2-enal O-isonicotinoyl oxime–trichloromethane (3/1), C67H49Cl3N6O18
Yu, Xiang; Yang, Xu-Li; Zhao, You-Fang; Qin, Yan; Yan, Jing; Chen, Ya-Fang; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1073–1075; doi:10.1515/ncrs-2019-0269

data_8105941
_publ_section_title
;
 The crystal structure of
 (1E,2E)-2-methyl-4-((7-oxo-7H-furo[3,2-g]chromen-9-yl)oxy)but-2-enal
 O-isonicotinoyl oxime--trichloromethane (3/1), C67H49Cl3N6O18
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1073
_journal_page_last               1075
_journal_paper_doi               10.1515/ncrs-2019-0269
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         '1/3(C H Cl3), C22 H16 N2 O6'
_chemical_formula_sum            'C22.3333 H16.3333 Cl N2 O6'
_chemical_formula_weight         444.16
_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   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                89.015(2)
_cell_angle_beta                 77.885(3)
_cell_angle_gamma                72.021(3)
_cell_formula_units_Z            6
_cell_length_a                   12.3281(4)
_cell_length_b                   15.8887(5)
_cell_length_c                   16.9037(6)
_cell_measurement_reflns_used    18549
_cell_measurement_temperature    291.2(3)
_cell_measurement_theta_max      25.8090
_cell_measurement_theta_min      3.6660
_cell_volume                     3075.20(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.2(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.899
_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    -81.00   3.00   1.00   10.18    --  -13.80 -57.00 -60.00   84
  2  \w    -20.00  25.00   1.00   10.18    --  -13.80 -99.00 120.00   45
  3  \w    -81.00   3.00   1.00   10.18    --  -13.80 -57.00-150.00   84
  4  \w    -52.00  32.00   1.00   10.18    --   14.82 -57.00  90.00   84
  5  \w     -4.00  84.00   1.00   10.18    --   14.82  38.00-150.00   88
  6  \w     -2.00  82.00   1.00   10.18    --   14.82  57.00  30.00   84
  7  \w    -20.00  54.00   1.00   10.18    --   14.82 -99.00  30.00   74
  8  \w    -20.00  54.00   1.00   10.18    --   14.82 -99.00 -60.00   74
  9  \w    -20.00  54.00   1.00   10.18    --   14.82 -99.00-150.00   74
 10  \w     -4.00  84.00   1.00   10.18    --   14.82  38.00 120.00   88
 11  \w    -66.00   1.00   1.00   10.18    --  -13.80 122.00  50.07   67
 12  \w    -70.00 -25.00   1.00   10.18    --  -13.80 129.00  15.11   45
 13  \w    -31.00  53.00   1.00   10.18    --  -13.80  57.00 -60.00   84
 14  \w      3.00  69.00   1.00   10.18    --   14.82-127.00 -87.00   66
 15  \w     35.00  87.00   1.00   10.18    --   14.82 178.00 -90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0546035000
_diffrn_orient_matrix_UB_12      -0.0153128000
_diffrn_orient_matrix_UB_13      -0.0277908000
_diffrn_orient_matrix_UB_21      0.0291212000
_diffrn_orient_matrix_UB_22      -0.0064235000
_diffrn_orient_matrix_UB_23      0.0326779000
_diffrn_orient_matrix_UB_31      -0.0026127000
_diffrn_orient_matrix_UB_32      -0.0439634000
_diffrn_orient_matrix_UB_33      0.0025547000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            72823
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.399
_diffrn_reflns_theta_min         3.336
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     850
_refine_ls_number_reflns         13901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0658
_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^)+(0.0519P)^2^+1.5314P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1356
_refine_ls_wR_factor_ref         0.1558
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8889
_reflns_number_total             13901
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0269_suppl.cif
_cod_data_source_block           mi
_cod_depositor_comments
;

2025-04-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C67 H49 Cl3 N6 O18'
_cod_original_formula_weight         1332.47
_cod_original_formula_moiety         'C H Cl3, 3(C22 H16 N2 O6)'
_cod_original_formula_units_Z            2
_cod_database_code               8105941
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.936
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C67(H67)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C34(H34A,H34B), C56(H56A,H56B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C13(H13), C16(H16), C18(H18),
 C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27), C29(H29), C30(H30),
  C35(H35), C38(H38), C40(H40), C41(H41), C43(H43), C44(H44), C46(H46),
 C47(H47), C49(H49), C51(H51), C52(H52), C57(H57), C60(H60), C62(H62), C63(H63),
  C65(H65), C66(H66)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C37(H37A,H37B,H37C), C59(H59A,H59B,H59C)
;