Chemoselective Carbene insertion into the N-H Bond over O-H Bond Using a Well-Defined Single Site (P-P)Cu(I) Catalyst.
Ramakrishna, Kankanala; Murali, Mani; Sivasankar, Chinnappan; Organic letters 17 (2015) 3814–3817; doi:10.1021/acs.orglett.5b01776

data_1529852
_publ_section_title
;
 Chemoselective Carbene insertion into the N-H Bond over O-H Bond Using a
 Well-Defined Single Site (P-P)Cu(I) Catalyst.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3814
_journal_page_last               3817
_journal_paper_doi               10.1021/acs.orglett.5b01776
_journal_volume                  17
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C43 H37 Br2 Cu N3 P2, Cl O4'
_chemical_formula_sum            'C43 H37 Br2 Cl Cu N3 O4 P2'
_chemical_formula_weight         980.51
_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'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-08-06
_audit_creation_method
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.3661(7)
_cell_length_b                   14.8237(6)
_cell_length_c                   28.5913(13)
_cell_measurement_reflns_used    6586
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.1577
_cell_measurement_theta_min      3.5083
_cell_volume                     8207.9(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9923
_diffrn_measured_fraction_theta_max 0.9270
_diffrn_measurement_details
;
  1 omega  -25.00    0.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835  -99.0000  -30.0000 25

  2 omega  -79.00  -37.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835  178.0000   60.0000 42

  3 omega  -75.00    0.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835  -37.0000  -90.0000 75

  4 omega  -41.00  -14.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835  -57.0000 -120.0000 27

  5 omega  -33.00   34.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835   33.0000   61.0000 67
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0145975000
_diffrn_orient_matrix_UB_12      0.0190602000
_diffrn_orient_matrix_UB_13      -0.0204961000
_diffrn_orient_matrix_UB_21      0.0047902000
_diffrn_orient_matrix_UB_22      -0.0414843000
_diffrn_orient_matrix_UB_23      -0.0119405000
_diffrn_orient_matrix_UB_31      -0.0332419000
_diffrn_orient_matrix_UB_32      -0.0143446000
_diffrn_orient_matrix_UB_33      0.0072682000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            36573
_diffrn_reflns_theta_full        29.22
_diffrn_reflns_theta_max         29.22
_diffrn_reflns_theta_min         3.52
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.669
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour
;
;
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description
;
;
_exptl_crystal_F_000             3952
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.577
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.544(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1015
_refine_ls_number_reflns         16479
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1201
_refine_ls_R_factor_gt           0.0728
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0973P)^2^+7.5350P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1676
_refine_ls_wR_factor_ref         0.1992
_reflns_number_gt                10985
_reflns_number_total             16479
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b01776_si_001.cif
_cod_data_source_block           cs-rk-pnp-cu1
_cod_database_code               1529852