Crystal structure of (Z)-2-(4-((5-bromopentyl)oxy)benzylidene)-4,5,6-trimethoxybenzofuran-3(2H)-one, C23H25BrO6
Wang, Hua-Bin; Xu, Lian-Hua; Shi, Ju-Mei; Zhou, Ying; Hao, Yong-Jia; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 1013–1015; doi:10.1515/ncrs-2023-0329

data_8107626
_publ_section_title
;
 Crystal structure of
 (Z)-2-(4-((5-bromopentyl)oxy)benzylidene)-4,5,6-trimethoxybenzofuran-3(2H)-one,
 C23H25BrO6
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1013
_journal_page_last               1015
_journal_paper_doi               10.1515/ncrs-2023-0329
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C23 H25 Br O6'
_chemical_formula_sum            'C23 H25 Br O6'
_chemical_formula_weight         477.34
_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     direct
_cell_angle_alpha                90.146(3)
_cell_angle_beta                 90.433(3)
_cell_angle_gamma                99.307(3)
_cell_formula_units_Z            2
_cell_length_a                   7.8451(3)
_cell_length_b                   7.9428(2)
_cell_length_c                   17.6360(6)
_cell_measurement_reflns_used    9760
_cell_measurement_temperature    297.37(10)
_cell_measurement_theta_max      76.7620
_cell_measurement_theta_min      2.5060
_cell_volume                     1084.43(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.37(10)
_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 0.937
_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    -51.00 -26.00   0.50    0.40    --  -91.75  45.00-150.00   50
  2  \w    -47.00 -19.00   0.50    0.40    --  -91.75  52.00-122.00   56
  3  \w    -51.00 -24.00   0.50    0.40    --  -91.75  45.00 -60.00   54
  4  \w    -48.00 -22.00   0.50    0.40    --  -91.75  45.00  90.00   52
  5  \w    -27.00  16.00   0.50    0.14    --  -47.50  19.00 120.00   86
  6  \w   -105.00 -70.00   0.50    0.14    --  -47.50-125.00 -60.00   70
  7  \w   -164.00-138.00   0.50    0.40    --  -91.75 -52.00  92.00   52
  8  \w   -135.00 -77.00   0.50    0.40    --  -91.75 -52.00  92.00  116
  9  \w    -98.00 -73.00   0.50    0.14    --  -47.50-125.00 120.00   50
 10  \w   -163.00-106.00   0.50    0.40    --  -91.75 -87.00-126.00  114
 11  \w    -16.00  26.00   0.50    0.14    --   47.50 -19.00 -90.00   84
 12  \w     46.00  71.00   0.50    0.40    --  108.56 -61.00-120.00   50
 13  \w     43.00  70.00   0.50    0.40    --  108.56 -61.00 -90.00   54
 14  \w     42.00  70.00   0.50    0.40    --  108.56 -86.00 -22.00   56
 15  \w     99.00 136.00   0.50    0.40    --  108.56 -86.00 -22.00   74
 16  \w    -14.00  22.00   0.50    0.14    --   47.50 -86.00 -23.00   72
 17  \w   -106.00 -80.00   0.50    0.14    --  -47.50-125.00  30.00   52
 18  \w   -123.00 -34.00   0.50    0.14    --  -47.50 -19.00 -30.00  178
 19  \w    -61.00  18.00   0.50    0.14    --  -47.50  57.00 150.00  158
 20  \w     28.00  74.00   0.50    0.14    --   47.50 -86.00 -23.00   92
 21  \w     34.00  91.00   0.50    0.14    --   47.50-125.00-120.00  114
 22  \w    -51.00 -19.00   0.50    0.40    --  -91.75  45.00 -90.00   64
 23  \w   -118.00 -87.00   0.50    0.40    --  -91.75 -30.00   0.00   62
 24  \w   -158.00-128.00   0.50    0.40    --  -91.75 -30.00   0.00   60
 25  \w   -138.00 -84.00   0.50    0.40    --  -91.75 -15.00 -60.00  108
 26  \w   -161.00-121.00   0.50    0.40    --  -91.75-125.00  90.00   80
 27  \w   -165.00-124.00   0.50    0.40    --  -91.75 -30.00-120.00   82
 28  \w    -74.00 -27.00   0.50    0.40    --  -91.75 125.00-120.00   94
 29  \w   -117.00 -91.00   0.50    0.40    --  -91.75-125.00  90.00   52
 30  \w   -145.00 -71.00   0.50    0.40    --  -91.75-125.00   0.00  148
 31  \w     41.00  78.00   0.50    0.40    --  108.56-125.00-150.00   74
 32  \w     95.00 120.00   0.50    0.40    --  108.56 125.00-120.00   50
 33  \w     41.00  67.00   0.50    0.40    --  108.56 -61.00 150.00   52
 34  \w     59.00 106.00   0.50    0.40    --  108.56-125.00  30.00   94
 35  \w     89.00 115.00   0.50    0.40    --  108.56-125.00  90.00   52
 36  \w     68.00  95.00   0.50    0.40    --  108.56-125.00   0.00   54
 37  \w     80.00 112.00   0.50    0.40    --  108.56-125.00 -90.00   64
 38  \w     37.00  69.00   0.50    0.40    --  108.56 -94.00  90.00   64
 39  \w     79.00 106.00   0.50    0.40    --  108.56 -94.00  90.00   54
 40  \w     96.00 174.00   0.50    0.40    --  108.56  45.00-120.00  156
 41  \w     43.00  70.00   0.50    0.40    --  108.56-125.00  90.00   54
 42  \w     38.00 108.00   0.50    0.40    --  108.56 -94.00-120.00  140
 43  \w     42.00  74.00   0.50    0.40    --  108.56 -94.00 -30.00   64
 44  \w     68.00 123.00   0.50    0.40    --  108.56-133.00  73.37  110
 45  \w    150.00 178.00   0.50    0.40    --  108.56 125.00-120.00   56
 46  \w     83.00 116.00   0.50    0.40    --  108.56-125.00-150.00   66
 47  \w     36.00  62.00   0.50    0.40    --  108.56 -61.00   0.00   52
 48  \w     99.00 172.00   0.50    0.40    --  108.56 125.00 -90.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1358070000
_diffrn_orient_matrix_UB_12      -0.0477052000
_diffrn_orient_matrix_UB_13      -0.0632781000
_diffrn_orient_matrix_UB_21      0.1315823000
_diffrn_orient_matrix_UB_22      -0.0822051000
_diffrn_orient_matrix_UB_23      -0.0458275000
_diffrn_orient_matrix_UB_31      -0.0619882000
_diffrn_orient_matrix_UB_32      -0.1720328000
_diffrn_orient_matrix_UB_33      0.0390756000
_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  0.0682
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14127
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.353
_diffrn_reflns_theta_min         2.505
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.897
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0047(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0464
_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^)+(0.0802P)^2^+0.2106P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1402
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3720
_reflns_number_total             4301
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0329_suppl_001.cif
_cod_data_source_block           6275
_cod_original_cell_volume        1084.44(7)
_cod_database_code               8107626
_chemical_oxdiff_formula         'C H N O Br'
_shelx_estimated_absorpt_t_max   0.781
_shelx_estimated_absorpt_t_min   0.654
_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 Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9), C11(H11), C12(H12), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              32753
_shelx_hkl_checksum              53084
_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 1.650
_oxdiff_exptl_absorpt_empirical_full_min 0.457