Si-coumarin of hydrogen-bonding induced bathochromic effect for monitoring adipogenic differentiation
Li, Chen; Wang, Ting; Li, Ni; Li, Min; Li, Yuntao; Sun, Yan; Tian, Yang; Zhu, Junru; Wu, Yiqian; Zhang, Dazhi; Cui, Xiaoyan; Chemical Communications  (2019) –; doi:10.1039/C9CC05895H

data_7124081
_publ_section_title
;
 Si-coumarin of hydrogen-bonding induced bathochromic effect for
 monitoring adipogenic differentiation
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC05895H
_journal_year                    2019
_chemical_formula_moiety         'C15 H21 N O Si'
_chemical_formula_sum            'C15 H21 N O Si'
_chemical_formula_weight         259.42
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.156(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.9331(2)
_cell_length_b                   7.24400(10)
_cell_length_c                   10.5483(2)
_cell_measurement_reflns_used    11548
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.0820
_cell_measurement_theta_min      5.3220
_cell_volume                     721.22(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_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     28.00  78.00   1.00    1.00    --    0.00  38.00 120.00   50
  2  \w    -55.00  -9.00   1.00    1.00    --    0.00 -57.00-180.00   46
  3  \w     -7.00  25.00   1.00    1.00    --    0.00  38.00 -60.00   32
  4  \w    -33.00  -7.00   1.00    1.00    --    0.00 -82.00 -90.00   26
  5  \w    -19.00  28.00   1.00    1.00    --    0.00  38.00 -90.00   47
  6  \w      3.00  31.00   1.00    1.00    --    0.00 -82.00 -90.00   28
  7  \w    -84.00 -59.00   1.00    1.00    --    0.00 -57.00-180.00   25
  8  \w     29.00  88.00   1.00    1.00    --    0.00  38.00 -60.00   59
  9  \w     53.00  87.00   1.00    1.00    --    0.00  38.00  60.00   34
 10  \w    -86.00 -17.00   1.00    1.00    --    0.00 -82.00   0.00   69
 11  \w     -4.00  21.00   1.00    1.00    --    0.00 -57.00-180.00   25
 12  \w    -17.00  20.00   1.00    1.00    --    0.00  38.00  60.00   37
 13  \w    -37.00   0.00   1.00    1.00    --    0.00 -38.00  90.00   37
 14  \w    -88.00 -54.00   1.00    1.00    --    0.00 -38.00  90.00   34
 15  \w    -17.00  21.00   1.00    1.00    --    0.00  38.00 120.00   38
 16  \w     53.00 128.00   1.00    1.00    --   95.80 -82.00-150.00   75
 17  \w    124.00 163.00   1.00    1.00    --   95.80  45.00  90.00   39
 18  \w    160.00 185.00   1.00    1.00    --   95.80  77.00-150.00   25
 19  \w     76.00 118.00   1.00    1.00    --   95.80  45.00  90.00   42
 20  \w     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 21  \w     65.00  91.00   1.00    1.00    --   95.80  77.00-150.00   26
 22  \w     76.00 146.00   1.00    1.00    --   95.80  45.00 -60.00   70
 23  \w    126.00 170.00   1.00    1.00    --   95.80  82.00   0.00   44
 24  \w     65.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   26
 25  \w    112.00 181.00   1.00    1.00    --   95.80  77.00 -60.00   69
 26  \w     66.00  91.00   1.00    1.00    --   95.80  77.00 150.00   25
 27  \w     63.00  91.00   1.00    1.00    --   95.80  82.00 -30.00   28
 28  \w    128.00 181.00   1.00    1.00    --   95.80  82.00 -30.00   53
 29  \w     86.00 127.00   1.00    1.00    --   95.80 -82.00 120.00   41
 30  \w     77.00 184.00   1.00    1.00    --   95.80  45.00-150.00  107
 31  \w     64.00  90.00   1.00    1.00    --   95.80  82.00   0.00   26
 32  \w    160.00 185.00   1.00    1.00    --   95.80  82.00  60.00   25
 33  \w     73.00  99.00   1.00    1.00    --   95.80  61.00-180.00   26
 34  \w     66.00  93.00   1.00    1.00    --   95.80  82.00  60.00   27
 35  \w     75.00 168.00   1.00    1.00    --   95.80  45.00 -90.00   93
 36  \w     72.00 154.00   1.00    1.00    --   95.80  61.00 -30.00   82
 37  \w     74.00 100.00   1.00    1.00    --   95.80  61.00 150.00   26
 38  \w     76.00 173.00   1.00    1.00    --   95.80  45.00-180.00   97
 39  \w     65.00  91.00   1.00    1.00    --   95.80  82.00 -90.00   26
 40  \w     65.00  90.00   1.00    1.00    --   95.80  77.00-180.00   25
 41  \w     63.00  89.00   1.00    1.00    --   95.80  82.00-180.00   26
 42  \w     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 43  \w    120.00 166.00   1.00    1.00    --   95.80  77.00  60.00   46
 44  \w     76.00 103.00   1.00    1.00    --   95.80  45.00 120.00   27
 45  \w     12.00 101.00   1.00    1.00    --   95.80 -61.00 -30.00   89
 46  \w     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 47  \w     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 48  \w     75.00 101.00   1.00    1.00    --   95.80  45.00 -30.00   26
 49  \w     76.00 118.00   1.00    1.00    --   95.80  45.00  30.00   42
 50  \w     75.00 123.00   1.00    1.00    --   95.80  45.00 150.00   48
 51  \w     58.00 119.00   1.00    1.00    --   95.80 -82.00  60.00   61
 52  \w     76.00 157.00   1.00    1.00    --   95.80  45.00-120.00   81
 53  \w     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 54  \w     74.00 117.00   1.00    1.00    --   95.80  61.00  60.00   43
 55  \w    154.00 179.00   1.00    1.00    --   95.80  45.00 -60.00   25
 56  \w     63.00  88.00   1.00    1.00    --   95.80  82.00  90.00   25
 57  \w     12.00 124.00   1.00    1.00    --   95.80 -82.00 -30.00  112
 58  \w     33.00  63.00   1.00    1.00    --   95.80 -82.00 120.00   30
 59  \w    104.00 180.00   1.00    1.00    --   95.80  78.00  16.81   76
 60  \w     65.00  91.00   1.00    1.00    --   95.80  78.00  16.81   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0354644000
_diffrn_orient_matrix_UB_12      -0.0217572000
_diffrn_orient_matrix_UB_13      0.1313431000
_diffrn_orient_matrix_UB_21      0.1504200000
_diffrn_orient_matrix_UB_22      0.0651416000
_diffrn_orient_matrix_UB_23      0.0790202000
_diffrn_orient_matrix_UB_31      -0.0525699000
_diffrn_orient_matrix_UB_32      0.2012647000
_diffrn_orient_matrix_UB_33      -0.0113143000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0841
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13777
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.386
_diffrn_reflns_theta_min         4.411
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.334
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_description       plate
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 1192 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2822
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0394
_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^)+(0.0730P)^2^+0.0880P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1052
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.785
_reflns_Friedel_fraction_full    0.945
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                2774
_reflns_number_total             2822
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc05895h3.cif
_cod_data_source_block           exp_796
_cod_database_code               7124081
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 100.00
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C15(H15A,H15B,
 H15C)
;
_shelx_res_checksum              94800
_shelx_hkl_checksum              12713
_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 10.907
_oxdiff_exptl_absorpt_empirical_full_min 0.281