Cobalt-catalyzed regioselective hydrohydrazination of epoxides.
Liu, Xiangyu; Song, Heng; Zhai, Xiaofang; Tung, Chen-Ho; Wang, Wenguang; Organic & biomolecular chemistry 18 (2020) 1572–1576; doi:10.1039/d0ob00037j

data_7157336
_publ_section_title
;
 Cobalt-catalyzed regioselective hydrohydrazination of epoxides.
;
_journal_issue                   8
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1572
_journal_page_last               1576
_journal_paper_doi               10.1039/d0ob00037j
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C30 H32 Co N P S, C H2 Cl2, B F4'
_chemical_formula_sum            'C31 H34 B Cl2 Co F4 N P S'
_chemical_formula_weight         700.26
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2019-11-14 deposited with the CCDC.	2020-02-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.0169(4)
_cell_length_b                   19.1954(5)
_cell_length_c                   9.2687(2)
_cell_measurement_reflns_used    3919
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.3020
_cell_measurement_theta_min      4.5690
_cell_volume                     3205.50(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.19a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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    -82.00 -56.00   1.00    7.00    --  -86.25   8.00-118.00   26
  2  \w   -159.00-120.00   1.00    7.00    --  -86.25-126.00-117.00   39
  3  \w     69.00 114.00   1.00    7.00    --  106.49-148.00 166.00   45
  4  \w    -61.00  10.00   1.00    1.55    --  -48.45  37.00 -60.00   71
  5  \w   -118.00 -40.00   1.00    1.55    --  -48.45 -57.00 -30.00   78
  6  \w   -115.00 -70.00   1.00    7.00    --  -86.25-126.00-117.00   45
  7  \w     39.00 120.00   1.00    7.00    --  106.49 -15.00 150.00   81
  8  \w     73.00 108.00   1.00    7.00    --  106.49 -94.00   0.00   35
  9  \w     35.00  60.00   1.00    7.00    --  106.49 -94.00   0.00   25
;
_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      0.0158964000
_diffrn_orient_matrix_UB_12      -0.0784640000
_diffrn_orient_matrix_UB_13      -0.0157197000
_diffrn_orient_matrix_UB_21      -0.0838590000
_diffrn_orient_matrix_UB_22      -0.0154908000
_diffrn_orient_matrix_UB_23      0.0072999000
_diffrn_orient_matrix_UB_31      -0.0053842000
_diffrn_orient_matrix_UB_32      0.0067709000
_diffrn_orient_matrix_UB_33      -0.1652603000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9625
_diffrn_reflns_point_group_measured_fraction_full 0.764
_diffrn_reflns_point_group_measured_fraction_max 0.764
_diffrn_reflns_theta_full        67.055
_diffrn_reflns_theta_max         67.055
_diffrn_reflns_theta_min         3.364
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.206
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.19a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 1039 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4363
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0520
_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^)+(0.0088P)^2^+9.7307P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1241
_reflns_Friedel_coverage         0.440
_reflns_Friedel_fraction_full    0.501
_reflns_Friedel_fraction_max     0.501
_reflns_number_gt                3920
_reflns_number_total             4363
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00037j2.cif
_cod_data_source_block           181024lxy-2
_cod_depositor_comments
'Adding full bibliography for 7157336--7157338.cif.'
_cod_original_cell_volume        3205.49(14)
_cod_database_code               7157336
_reflns_odcompleteness_completeness 99.26
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1A(0.055) H1B(0.055) H1C(0.055) H2(0.039) H4AA(0.042)
 H6AA(0.038) H5AA(0.037) H3BA(0.049) H2BA(0.04) H4BA(0.041) H8BA(0.035)
 H5BA(0.045) H1BA(0.044) H6BA(0.036) H7BA(0.07) H7BB(0.07) H7BC(0.07)
 H0CA(0.035) H7CA(0.049) H3CA(0.054) H3CB(0.054) H3CC(0.054) H8CA(0.049)
 H4CA(0.067) H4CB(0.067) H4CC(0.067) H1DA(0.073) H1DB(0.073) H1DC(0.073)
 H0DA(0.076) H0DB(0.076) H0DC(0.076) H2DA(0.085) H2DB(0.085)
 Fixed X: H1A(0.5685) H1B(0.5289) H1C(0.5905) H2(0.8522) H4AA(0.9918)
 H6AA(0.5665) H5AA(0.8819) H3BA(1.0303) H2BA(0.5888) H4BA(0.6393) H8BA(0.6804)
 H5BA(0.9263) H1BA(0.8075) H6BA(0.8843) H7BA(0.6133) H7BB(0.5454) H7BC(0.5686)
 H0CA(0.7311) H7CA(0.9586) H3CA(0.6721) H3CB(0.6724) H3CC(0.7471) H8CA(0.8899)
 H4CA(0.7915) H4CB(0.763) H4CC(0.8253) H1DA(0.7636) H1DB(0.6802) H1DC(0.7135)
 H0DA(0.9175) H0DB(0.978) H0DC(0.9553) H2DA(0.4404) H2DB(0.3798)
 Fixed Y: H1A(0.4923) H1B(0.558) H1C(0.5194) H2(0.4221) H4AA(0.6161)
 H6AA(0.3476) H5AA(0.3575) H3BA(0.545) H2BA(0.3132) H4BA(0.4327) H8BA(0.3676)
 H5BA(0.2746) H1BA(0.3596) H6BA(0.5921) H7BA(0.567) H7BB(0.6017) H7BC(0.5253)
 H0CA(0.4875) H7CA(0.4497) H3CA(0.5891) H3CB(0.6705) H3CC(0.6289) H8CA(0.2762)
 H4CA(0.7191) H4CB(0.7626) H4CC(0.7066) H1DA(0.701) H1DB(0.7191) H1DC(0.6486)
 H0DA(0.6208) H0DB(0.5849) H0DC(0.6625) H2DA(0.7122) H2DB(0.6588)
 Fixed Z: H1A(0.4623) H1B(0.5269) H1C(0.6159) H2(0.7955) H4AA(0.6751)
 H6AA(0.8681) H5AA(0.5736) H3BA(0.8579) H2BA(0.6325) H4BA(0.9715) H8BA(0.4974)
 H5BA(0.4125) H1BA(0.0937) H6BA(0.5473) H7BA(0.1016) H7BB(0.1791) H7BC(0.218)
 H0CA(0.8416) H7CA(0.9238) H3CA(0.7376) H3CB(0.725) H3CC(0.7142) H8CA(0.175)
 H4CA(0.5593) H4CB(0.4275) H4CC(0.4055) H1DA(0.1576) H1DB(0.1278) H1DC(0.0718)
 H0DA(0.0256) H0DB(0.1218) H0DC(0.1511) H2DA(0.6375) H2DB(0.6881)
;
_shelx_res_checksum              25618
_shelx_shelxl_version_number     2014/7
_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 1.899
_oxdiff_exptl_absorpt_empirical_full_min 0.464