#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:57:15 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180324 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/38/7153868.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_7153868
loop_
_publ_author_name
'Jia, Wei-Guo'
'Li, Dan-Dan'
'Dai, Yuan-Chen'
'Zhang, Hui'
'Yan, Li-Qin'
'Sheng, En-Hong'
'Wei, Yun'
'Mu, Xiao-Long'
'Huang, Kuo-Wei'
_publ_section_title
;
 Synthesis and characterization of bisoxazolines- and pybox-copper(ii)
 complexes and their application in the coupling of α-carbonyls with
 functionalized amines.
;
_journal_issue                   29
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5509
_journal_page_last               5516
_journal_paper_doi               10.1039/c4ob01027b
_journal_volume                  12
_journal_year                    2014
_chemical_formula_sum            'C14 H19 N O2'
_chemical_formula_weight         233.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 98.2260(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.4443(15)
_cell_length_b                   6.1524(6)
_cell_length_c                   14.5492(15)
_cell_measurement_temperature    293(2)
_cell_volume                     1279.6(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10565
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_correction_T_min  0.9888
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0570P)²+0.0716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1341
_reflns_number_gt                1552
_reflns_number_total             2904
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ob01027b2.cif
_cod_data_source_block           e:\single~1\131223~1\ygz
_cod_depositor_comments
'Adding full bibliography for 7153865--7153868.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7153868
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N1 N 0.66948(10) 0.2107(2) 0.61108(9) 0.0395(4) Uani 1 1 d .
O1 O 0.65306(10) 0.2873(2) 0.41748(9) 0.0571(4) Uani 1 1 d .
O2 O 0.69289(11) -0.1873(2) 0.76157(10) 0.0700(5) Uani 1 1 d .
C5 C 0.63876(12) 0.1565(3) 0.70064(12) 0.0425(5) Uani 1 1 d .
H5A H 0.6408 0.2912 0.7368 0.051 Uiso 1 1 calc R
C1 C 0.66104(14) 0.0326(3) 0.54439(12) 0.0488(5) Uani 1 1 d .
H1A H 0.5958 -0.0077 0.5284 0.059 Uiso 1 1 calc R
H1B H 0.6950 -0.0931 0.5717 0.059 Uiso 1 1 calc R
C7 C 0.80628(13) 0.0881(3) 0.78926(12) 0.0431(5) Uani 1 1 d .
C8 C 0.86801(15) -0.0508(3) 0.84179(14) 0.0554(5) Uani 1 1 d .
H8A H 0.8496 -0.1921 0.8529 0.066 Uiso 1 1 calc R
C3 C 0.66258(15) 0.4612(3) 0.48193(13) 0.0555(5) Uani 1 1 d .
H3A H 0.6304 0.5881 0.4536 0.067 Uiso 1 1 calc R
H3B H 0.7283 0.4975 0.4978 0.067 Uiso 1 1 calc R
C4 C 0.62299(14) 0.4036(3) 0.56883(13) 0.0523(5) Uani 1 1 d .
H4A H 0.6319 0.5239 0.6123 0.063 Uiso 1 1 calc R
H4B H 0.5564 0.3764 0.5539 0.063 Uiso 1 1 calc R
C12 C 0.83570(14) 0.2979(3) 0.77485(14) 0.0516(5) Uani 1 1 d .
H12A H 0.7953 0.3946 0.7402 0.062 Uiso 1 1 calc R
C2 C 0.70005(16) 0.1016(3) 0.45820(14) 0.0584(6) Uani 1 1 d .
H2A H 0.7662 0.1337 0.4740 0.070 Uiso 1 1 calc R
H2B H 0.6936 -0.0168 0.4137 0.070 Uiso 1 1 calc R
C10 C 0.98634(14) 0.2266(4) 0.86355(15) 0.0601(6) Uani 1 1 d .
C6 C 0.71152(14) 0.0038(3) 0.75200(12) 0.0460(5) Uani 1 1 d .
C14 C 0.54055(13) 0.0649(3) 0.69614(15) 0.0579(6) Uani 1 1 d .
H14A H 0.4964 0.1658 0.6645 0.087 Uiso 1 1 calc R
H14B H 0.5267 0.0416 0.7580 0.087 Uiso 1 1 calc R
H14C H 0.5365 -0.0707 0.6631 0.087 Uiso 1 1 calc R
C11 C 0.92462(15) 0.3646(3) 0.81155(14) 0.0584(6) Uani 1 1 d .
H11A H 0.9432 0.5060 0.8009 0.070 Uiso 1 1 calc R
C9 C 0.95615(16) 0.0178(4) 0.87757(15) 0.0648(6) Uani 1 1 d .
H9A H 0.9967 -0.0788 0.9122 0.078 Uiso 1 1 calc R
C13 C 1.08370(16) 0.3000(5) 0.90259(19) 0.0939(9) Uani 1 1 d .
H13A H 1.0920 0.4488 0.8857 0.141 Uiso 1 1 calc R
H13B H 1.1288 0.2107 0.8779 0.141 Uiso 1 1 calc R
H13C H 1.0922 0.2872 0.9690 0.141 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
C4 N1 C1 110.02(14)
C4 N1 C5 112.27(14)
C1 N1 C5 114.28(13)
C2 O1 C3 109.72(14)
N1 C5 C14 116.32(15)
N1 C5 C6 107.43(14)
C14 C5 C6 111.53(15)
N1 C1 C2 109.65(15)
C8 C7 C12 118.17(19)
C8 C7 C6 118.14(17)
C12 C7 C6 123.69(18)
C9 C8 C7 120.6(2)
O1 C3 C4 111.50(16)
N1 C4 C3 109.85(15)
C11 C12 C7 120.48(19)
O1 C2 C1 111.21(16)
C11 C10 C9 117.5(2)
C11 C10 C13 121.2(2)
C9 C10 C13 121.3(2)
O2 C6 C7 120.00(18)
O2 C6 C5 120.18(18)
C7 C6 C5 119.81(16)
C10 C11 C12 121.5(2)
C8 C9 C10 121.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C4 1.456(2)
N1 C1 1.457(2)
N1 C5 1.474(2)
O1 C2 1.415(2)
O1 C3 1.416(2)
O2 C6 1.219(2)
C5 C14 1.519(2)
C5 C6 1.523(2)
C1 C2 1.508(3)
C7 C8 1.384(3)
C7 C12 1.384(2)
C7 C6 1.491(3)
C8 C9 1.371(3)
C3 C4 1.503(3)
C12 C11 1.381(3)
C10 C11 1.377(3)
C10 C9 1.381(3)
C10 C13 1.508(3)
