Cobalt Alkyl Complexes of a New Family of Chiral 1,3-Bis(2-pyridylimino)isoindolates and Their Application in Asymmetric Hydrosilylation
Désirée C. Sauer; Hubert Wadepohl; Lutz H. Gade; Inorganic Chemistry 51 (2012) 12948–12958; doi:10.1021/ic3020749

data_4331201
_publ_section_title
;
 Cobalt Alkyl Complexes of a New Family of Chiral
 1,3-Bis(2-pyridylimino)isoindolates and Their Application in Asymmetric
 Hydrosilylation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12948
_journal_page_last               12958
_journal_paper_doi               10.1021/ic3020749
_journal_volume                  51
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_sum            'C34 H41 N5 O2'
_chemical_formula_weight         551.72
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ds48
_audit_creation_date
;
'Wed Dec 14 14:44:26 2011'
;
_audit_creation_method
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_audit_update_record             'Wed Dec 14 15:24:22 CET 2011'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.75358(10)
_cell_length_b                   17.8086(2)
_cell_length_c                   17.85450(17)
_cell_measurement_reflns_used    38054
_cell_measurement_temperature    114.96(14)
_cell_measurement_theta_max      71.7548
_cell_measurement_theta_min      3.5024
_cell_volume                     3101.28(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_temperature      114.96(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9241
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -26.00   26.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  -90.0000 52

  2 omega    3.00   30.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -120.0000 27

  3 omega  -70.00  -16.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -120.0000 54

  4 omega  -69.00  -35.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  -90.0000 34

  5 omega  -22.00   71.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000 -120.0000 93

  6 omega  -13.00   14.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   79.0000  -24.0000 27

  7 omega   20.00   47.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   79.0000  -24.0000 27

  8 omega    2.00   27.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       34.0000   80.0000   61.0000 25

  9 omega   10.00   35.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000  165.0000 25

 10 omega   10.00   35.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000   70.0000 25

 11 omega  -59.00   25.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   63.0000  -60.0000 84

 12 omega  -64.00   24.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   63.0000  120.0000 88

 13 omega   17.00   46.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -134.0000 29

 14 omega   14.00   39.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  -62.0000 25

 15 omega   15.00   40.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   14.0000 25

 16 omega   19.00   44.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000   70.0000 25

 17 omega   19.00   44.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000  175.0000 25

 18 omega   19.00   44.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000  123.0000 25

 19 omega   18.00   43.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000 -127.0000 25

 20 omega   19.00   44.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000  -36.0000 25

 21 omega   23.00   48.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -100.0000 25

 22 omega   23.00   48.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000  -21.0000 25

 23 omega   23.00   48.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -171.0000 25

 24 omega   23.00   48.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -140.0000 25

 25 omega   23.00   48.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000  -53.0000 25

 26 omega   69.00  119.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000 -127.0000 50

 27 omega   31.00   61.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000 -127.0000 30

 28 omega   95.00  121.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   80.0000 26

 29 omega   29.00   55.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   80.0000 26

 30 omega   30.00   56.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -82.0000 26

 31 omega   29.00   55.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   -6.0000 26

 32 omega   29.00   55.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   48.0000 26

 33 omega   28.00   56.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -177.0000 28

 34 omega   68.00  127.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -177.0000 59

 35 omega   91.00  117.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -82.0000 26

 36 omega  100.00  128.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   -6.0000 28

 37 omega   37.00  129.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000  -36.0000 92

 38 omega   35.00  123.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   73.0000  100.0000 88

 39 omega   35.00   85.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   71.0000   29.0000 50

 40 omega   91.00  130.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   71.0000   29.0000 39

 41 omega   36.00   72.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   71.0000  -60.0000 36

 42 omega   33.00  128.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000  144.0000 95

 43 omega   -1.00   96.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000   15.0000 97

 44 omega   57.00   89.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000 -115.0000 32

 45 omega    8.00   85.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -79.0000  167.0000 77

 46 omega  124.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  -30.0000 53

 47 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  -30.0000 26

 48 omega  151.00  176.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -120.0000 25

 49 omega   80.00  107.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -120.0000 27

 50 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000   30.0000 26

 51 omega   88.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000  -60.0000 90

 52 omega  129.00  167.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -150.0000 38

 53 omega   80.00  107.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -150.0000 27

 54 omega  113.00  174.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  150.0000 61

 55 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  150.0000 26

 56 omega  114.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000   60.0000 63

 57 omega   80.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000   60.0000 25

 58 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000    0.0000 26

 59 omega  134.00  161.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  -90.0000 27

 60 omega   88.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000    0.0000 89

 61 omega   81.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  -90.0000 25

 62 omega   80.00  176.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000   90.0000 96

 63 omega   90.00  128.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   50.0000    0.0000 38

 64 omega   88.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000 -120.0000 89

 65 omega   88.00  122.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000 -180.0000 34

 66 omega   85.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   38.0000  150.0000 26

 67 omega   92.00  119.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   50.0000 -150.0000 27

 68 omega   65.00  119.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -79.0000  -85.0000 54

 69 omega   88.00  114.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000  -90.0000 26

 70 omega   40.00  142.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -80.0000  135.0000 102

 71 omega   85.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   38.0000    0.0000 26

 72 omega   58.00  141.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -80.0000    0.0000 83

 73 omega   85.00  113.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   38.0000 -180.0000 28

 74 omega   63.00  104.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -80.0000 -171.0000 41

 75 omega   88.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000   90.0000 27

 76 omega  144.00  171.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000   30.0000 27

 77 omega  116.00  141.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -79.0000   63.0000 25

 78 omega   85.00  116.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   38.0000   90.0000 31

 79 omega   88.00  140.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000   30.0000 52

 80 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  -60.0000 26

 81 omega   75.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -79.0000   63.0000 30

 82 omega   85.00  159.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   38.0000  -60.0000 74

 83 omega   42.00   69.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -79.0000   63.0000 27

 84 omega   88.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   50.0000  150.0000 27

 85 omega   88.00  124.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   63.0000 -150.0000 36

 86 omega   90.00  146.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   50.0000 -120.0000 56

 87 omega   76.00  126.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580  -80.0000 -132.0000 50

 88 omega  118.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -180.0000 59

 89 omega   89.00  116.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   50.0000   30.0000 27

 90 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000 -180.0000 26

 91 omega  117.00  174.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  120.0000 57

 92 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      110.1580   77.0000  120.0000 26

 93 omega  -44.00   73.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000 -150.0000 117

 94 omega  -69.00   21.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000   60.0000 90

 95 omega  -72.00   26.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  -30.0000 98

 96 omega  -21.00   69.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 90

 97 omega  -22.00   46.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       10.0000   80.0000  146.0000 68

 98 omega  -13.00   47.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   79.0000  -24.0000 60

 99 omega  -50.00   30.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   30.0000 80

100 omega -113.00  -21.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -50.0000   60.0000 92

101 omega   29.00  128.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -155.0000 99

102 omega   35.00  131.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000  134.0000 96

103 omega   35.00  131.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000  -36.0000 96

104 omega    3.00  106.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000 -115.0000 103

105 omega    7.00  110.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000  128.0000 103

106 omega   11.00  113.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       82.0000  -79.0000   30.0000 102

107 omega   11.00  114.00   1.0000    4.2600
omega____ theta____ kappa____ phi______ frames
    -       82.0000  -80.0000  -56.0000 103

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      0.0154547000
_diffrn_orient_matrix_UB_12      0.0444818000
_diffrn_orient_matrix_UB_13      0.0735812000
_diffrn_orient_matrix_UB_21      0.1398886000
_diffrn_orient_matrix_UB_22      0.0298237000
_diffrn_orient_matrix_UB_23      -0.0267469000
_diffrn_orient_matrix_UB_31      -0.0715430000
_diffrn_orient_matrix_UB_32      0.0679892000
_diffrn_orient_matrix_UB_33      -0.0362615000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0684
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            67023
_diffrn_reflns_theta_full        66.97
_diffrn_reflns_theta_max         71.7548
_diffrn_reflns_theta_min         3.5024
_diffrn_source                   'Agilent SuperNova (Cu) x-ray Source'
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.2130
_exptl_crystal_size_mid          0.1689
_exptl_crystal_size_min          0.1140
_refine_diff_density_max         0.118
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+0.3570P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0652
_reflns_number_gt                5878
_reflns_number_total             6048
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3020749_si_002_09.cif
_cod_data_source_block           SS-14
_cod_original_cell_volume        3101.28(5)
_cod_database_code               4331201
_audit_block_refno               1396
_audit_block_usercomment         'des546 rot irregular'
_cell_oxdiff_length_a            9.7577(2)
_cell_oxdiff_length_b            17.8003(4)
_cell_oxdiff_length_c            17.8552(5)
_cell_oxdiff_angle_alpha         90.079(2)
_cell_oxdiff_angle_beta          89.958(2)
_cell_oxdiff_angle_gamma         89.981(2)
_cell_oxdiff_volume              3101.28(13)
_cell_oxdiff_measurement_reflns_used 38057
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1