#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:47:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180316 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/30/7153078.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7153078
loop_
_publ_author_name
'Liu, Gang'
'Li, Jian'
'Qiu, Lin'
'Liu, Li'
'Xu, Guangyang'
'Ma, Bing'
'Sun, Jiangtao'
_publ_section_title
;
 Palladium-catalyzed carbenoid based N-H bond insertions: application to
 the synthesis of chiral α-amino esters.
;
_journal_issue                   36
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5998
_journal_page_last               6002
_journal_paper_doi               10.1039/c3ob41331d
_journal_volume                  11
_journal_year                    2013
_chemical_formula_sum            'C31 H36 N2 O4'
_chemical_formula_weight         500.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6627(12)
_cell_length_b                   13.7443(19)
_cell_length_c                   23.277(3)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.98
_cell_measurement_theta_min      2.29
_cell_volume                     2771.4(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15564
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9834
_exptl_absorpt_correction_T_min  0.9801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.0(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0489
_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/[σ²(Fo²)+(0.0800P)²+0.0186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1232
_reflns_number_gt                4054
_reflns_number_total             4885
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ob41331d.txt
_cod_data_source_block           130510b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2771.4(7)
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7153078
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.77986(15) 0.99088(10) 0.92709(5) 0.0423(3) Uani 1 1 d .
O2 O 0.55731(18) 1.01497(14) 0.97387(6) 0.0646(5) Uani 1 1 d .
O3 O 1.5268(3) 1.0564(2) 1.17433(10) 0.1065(8) Uani 1 1 d .
H3 H 1.5786 1.0805 1.2002 0.160 Uiso 1 1 calc R
O4 O 1.3531(3) 1.0516(2) 1.24001(9) 0.1037(8) Uani 1 1 d .
N2 N 0.9457(2) 1.02939(14) 1.01834(7) 0.0511(5) Uani 1 1 d .
N1 N 1.3915(3) 1.05093(17) 1.18965(10) 0.0705(6) Uani 1 1 d .
C14 C 0.7794(2) 1.01471(14) 0.82265(8) 0.0403(4) Uani 1 1 d .
H14 H 0.8854 0.9899 0.8208 0.048 Uiso 1 1 calc R
C8 C 0.6939(2) 1.00481(15) 0.97375(8) 0.0434(5) Uani 1 1 d .
C7 C 0.7876(2) 0.99818(16) 1.02855(8) 0.0440(5) Uani 1 1 d .
H7 H 0.7413 1.0412 1.0573 0.053 Uiso 1 1 calc R
C9 C 0.7011(2) 0.96582(16) 0.87327(8) 0.0417(5) Uani 1 1 d .
H9 H 0.5936 0.9878 0.8754 0.050 Uiso 1 1 calc R
C4 C 1.0512(2) 1.03464(15) 1.06136(8) 0.0425(5) Uani 1 1 d .
C2 C 1.1237(3) 1.04251(17) 1.16092(9) 0.0538(6) Uani 1 1 d .
H2 H 1.0962 1.0445 1.1995 0.065 Uiso 1 1 calc R
C1 C 1.2748(3) 1.04550(16) 1.14591(9) 0.0490(5) Uani 1 1 d .
C13 C 0.6943(3) 0.97765(17) 0.76896(9) 0.0527(6) Uani 1 1 d .
H13A H 0.5878 0.9994 0.7704 0.063 Uiso 1 1 calc R
H13B H 0.7416 1.0058 0.7350 0.063 Uiso 1 1 calc R
C5 C 1.2073(3) 1.03942(18) 1.04706(9) 0.0522(5) Uani 1 1 d .
H5 H 1.2365 1.0396 1.0086 0.063 Uiso 1 1 calc R
C3 C 1.0114(3) 1.03662(17) 1.11974(8) 0.0504(5) Uani 1 1 d .
H3A H 0.9081 1.0339 1.1305 0.061 Uiso 1 1 calc R
C16 C 0.7893(2) 1.12839(15) 0.82715(9) 0.0446(5) Uani 1 1 d .
C6 C 1.3178(3) 1.04389(18) 1.08874(10) 0.0545(5) Uani 1 1 d .
H6 H 1.4217 1.0458 1.0787 0.065 Uiso 1 1 calc R
C10 C 0.7040(3) 0.85667(16) 0.86981(9) 0.0530(5) Uani 1 1 d .
H10A H 0.6517 0.8300 0.9031 0.064 Uiso 1 1 calc R
H10B H 0.8104 0.8346 0.8708 0.064 Uiso 1 1 calc R
C17 C 0.9210(2) 1.15925(14) 0.86703(9) 0.0448(5) Uani 1 1 d .
C28 C 0.7417(3) 0.69987(18) 1.08589(9) 0.0550(6) Uani 1 1 d .
C12 C 0.6975(3) 0.86809(18) 0.76393(9) 0.0588(6) Uani 1 1 d .
H12A H 0.6420 0.8489 0.7296 0.071 Uiso 1 1 calc R
H12B H 0.8037 0.8468 0.7598 0.071 Uiso 1 1 calc R
C26 C 0.8587(3) 0.81920(18) 1.02428(10) 0.0558(6) Uani 1 1 d .
H26 H 0.9279 0.8336 0.9950 0.067 Uiso 1 1 calc R
C24 C 0.6350(3) 1.17181(19) 0.84559(12) 0.0636(7) Uani 1 1 d .
H24A H 0.6401 1.2415 0.8432 0.095 Uiso 1 1 calc R
H24B H 0.6129 1.1529 0.8844 0.095 Uiso 1 1 calc R
H24C H 0.5548 1.1484 0.8207 0.095 Uiso 1 1 calc R
C30 C 0.6766(3) 0.87012(18) 1.09397(9) 0.0540(6) Uani 1 1 d .
H30 H 0.6203 0.9188 1.1122 0.065 Uiso 1 1 calc R
C25 C 0.7752(2) 0.89366(16) 1.04974(8) 0.0433(5) Uani 1 1 d .
C11 C 0.6266(3) 0.81789(18) 0.81519(10) 0.0606(6) Uani 1 1 d .
H11 H 0.5171 0.8357 0.8167 0.073 Uiso 1 1 calc R
C27 C 0.8405(3) 0.72488(19) 1.04172(10) 0.0615(6) Uani 1 1 d .
H27 H 0.8963 0.6762 1.0233 0.074 Uiso 1 1 calc R
C29 C 0.6608(3) 0.77431(18) 1.11144(10) 0.0591(6) Uani 1 1 d .
H29 H 0.5934 0.7599 1.1414 0.071 Uiso 1 1 calc R
C22 C 0.9005(3) 1.21659(17) 0.91517(10) 0.0580(6) Uani 1 1 d .
H22 H 0.8007 1.2341 0.9257 0.070 Uiso 1 1 calc R
C31 C 0.7221(4) 0.5959(2) 1.10563(12) 0.0773(8) Uani 1 1 d .
H31A H 0.6200 0.5738 1.0963 0.116 Uiso 1 1 calc R
H31B H 0.7370 0.5923 1.1464 0.116 Uiso 1 1 calc R
H31C H 0.7968 0.5554 1.0867 0.116 Uiso 1 1 calc R
C15 C 0.6370(5) 0.7075(2) 0.81213(15) 0.1022(12) Uani 1 1 d .
H15A H 0.7435 0.6882 0.8118 0.153 Uiso 1 1 calc R
H15B H 0.5876 0.6850 0.7777 0.153 Uiso 1 1 calc R
H15C H 0.5865 0.6797 0.8450 0.153 Uiso 1 1 calc R
C20 C 1.1683(4) 1.2248(2) 0.93372(14) 0.0807(9) Uani 1 1 d .
H20 H 1.2509 1.2473 0.9555 0.097 Uiso 1 1 calc R
C23 C 0.8279(4) 1.1721(2) 0.76693(10) 0.0704(7) Uani 1 1 d .
H23A H 0.8453 1.2408 0.7706 0.106 Uiso 1 1 calc R
H23B H 0.7430 1.1609 0.7413 0.106 Uiso 1 1 calc R
H23C H 0.9190 1.1415 0.7519 0.106 Uiso 1 1 calc R
C18 C 1.0719(3) 1.13435(19) 0.85367(12) 0.0632(6) Uani 1 1 d .
H18 H 1.0913 1.0951 0.8220 0.076 Uiso 1 1 calc R
C21 C 1.0217(4) 1.2488(2) 0.94815(13) 0.0760(8) Uani 1 1 d .
H21 H 1.0031 1.2872 0.9804 0.091 Uiso 1 1 calc R
C19 C 1.1936(3) 1.1669(2) 0.88670(15) 0.0837(9) Uani 1 1 d .
H19 H 1.2940 1.1494 0.8769 0.100 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C8 O1 C9 118.04(15)
C4 N2 C7 121.93(17)
O4 N1 O3 122.7(2)
O4 N1 C1 119.3(3)
O3 N1 C1 118.0(2)
C9 C14 C13 105.66(16)
C9 C14 C16 114.46(16)
C13 C14 C16 114.22(16)
O2 C8 O1 125.08(19)
O2 C8 C7 122.52(18)
O1 C8 C7 112.23(17)
N2 C7 C8 110.46(16)
N2 C7 C25 113.44(18)
C8 C7 C25 106.95(16)
O1 C9 C10 105.79(16)
O1 C9 C14 110.55(15)
C10 C9 C14 113.14(17)
N2 C4 C5 118.63(18)
N2 C4 C3 123.41(19)
C5 C4 C3 117.95(19)
C1 C2 C3 120.5(2)
C2 C1 C6 120.5(2)
C2 C1 N1 119.9(2)
C6 C1 N1 119.6(2)
C12 C13 C14 112.60(19)
C6 C5 C4 120.9(2)
C2 C3 C4 120.3(2)
C24 C16 C17 111.97(18)
C24 C16 C23 106.8(2)
C17 C16 C23 106.17(18)
C24 C16 C14 111.14(18)
C17 C16 C14 110.93(16)
C23 C16 C14 109.58(18)
C5 C6 C1 119.7(2)
C9 C10 C11 112.59(18)
C22 C17 C18 116.4(2)
C22 C17 C16 123.7(2)
C18 C17 C16 119.9(2)
C29 C28 C27 116.9(2)
C29 C28 C31 121.0(2)
C27 C28 C31 122.1(2)
C11 C12 C13 112.77(19)
C27 C26 C25 120.9(2)
C25 C30 C29 120.3(2)
C30 C25 C26 118.0(2)
C30 C25 C7 120.54(19)
C26 C25 C7 121.40(18)
C12 C11 C15 113.3(2)
C12 C11 C10 108.58(18)
C15 C11 C10 111.1(2)
C26 C27 C28 121.9(2)
C28 C29 C30 122.0(2)
C21 C22 C17 122.6(3)
C21 C20 C19 119.3(3)
C19 C18 C17 121.0(3)
C20 C21 C22 119.9(3)
C20 C19 C18 120.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C8 1.331(2)
O1 C9 1.468(2)
O2 C8 1.191(3)
O3 N1 1.228(3)
O4 N1 1.219(3)
N2 C4 1.357(3)
N2 C7 1.455(3)
N1 C1 1.437(3)
C14 C9 1.517(3)
C14 C13 1.538(3)
C14 C16 1.568(3)
C8 C7 1.515(3)
C7 C25 1.523(3)
C9 C10 1.503(3)
C4 C5 1.395(3)
C4 C3 1.402(3)
C2 C1 1.355(3)
C2 C3 1.368(3)
C1 C6 1.382(3)
C13 C12 1.511(3)
C5 C6 1.364(3)
C16 C24 1.526(3)
C16 C17 1.531(3)
C16 C23 1.561(3)
C10 C11 1.533(3)
C17 C22 1.381(3)
C17 C18 1.386(3)
C28 C29 1.375(3)
C28 C27 1.382(3)
C28 C31 1.511(4)
C12 C11 1.509(3)
C26 C27 1.368(4)
C26 C25 1.386(3)
C30 C25 1.376(3)
C30 C29 1.385(3)
C11 C15 1.521(4)
C22 C21 1.374(4)
C20 C21 1.354(5)
C20 C19 1.371(4)
C18 C19 1.380(4)
