#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:15:18 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180254 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/40/7114070.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_7114070
loop_
_publ_author_name
'Gordon, John C.'
'Shukla, Piyush'
'Cowley, Alan H.'
'Jones, Jamie N.'
'Keogh, D. Webster'
'Scott, Brian L.'
_publ_section_title
;
 Dialkyl aluminium amides: new reagents for the conversion of C???O into
 C???NR functionalitiesElectronic supplementary information (ESI)
 available: HRMS, 1H and 19F NMR data for 1???9. See
 http://www.rsc.org/suppdata/cc/b2/b203693b/
;
_journal_issue                   22
_journal_name_full               'Chemical Communications'
_journal_page_first              2710
_journal_paper_doi               10.1039/b203693b
_journal_year                    2002
_chemical_formula_moiety         '[(C6F5)NC(CH3)CH2C(O)CH3]'
_chemical_formula_sum            'C11 H8 F5 N O'
_chemical_formula_weight         265.18
_chemical_name_common            'pentafluorophenyl beta-aminoenone'
_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                90.000(5)
_cell_angle_beta                 90.433(3)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   10.830(5)
_cell_length_b                   8.734(5)
_cell_length_c                   11.608(5)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      2.92
_cell_volume                     1098.0(9)
_computing_cell_refinement       'Denzo SMN (Otwinoswski and Minor, 1997)'
_computing_data_collection       'Nonius Collect (Nonius BV, R. W. W. Hooft)'
_computing_data_reduction        'Scalepack (Otwinoswski and Minor, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean '621 X 576 pixels'
_diffrn_measured_fraction_theta_full 0.874
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.1326
_diffrn_reflns_av_sigmaI/netI    0.1568
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12000
_diffrn_reflns_theta_full        30.52
_diffrn_reflns_theta_max         30.52
_diffrn_reflns_theta_min         2.92
_diffrn_standards_decay_%        N/A
_diffrn_standards_interval_count N/A
_diffrn_standards_interval_time  N/A
_diffrn_standards_number         N/A
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  none
_exptl_absorpt_correction_T_min  none
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   N/A
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.003(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2941
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.2132
_refine_ls_R_factor_gt           0.0723
_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/[σ²(Fo²)+(0.0494P)²+1.1346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1660
_reflns_number_gt                1240
_reflns_number_total             2941
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b203693b.txt
_cod_data_source_block           use41
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7114070
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
F11 F 0.67637(17) 0.3104(2) 0.41193(15) 0.0460(6) Uani 1 1 d
F15 F 0.61618(17) -0.0669(2) 0.12789(15) 0.0456(6) Uani 1 1 d
F14 F 0.85102(19) -0.0316(3) 0.05562(16) 0.0576(7) Uani 1 1 d
F13 F 1.00097(18) 0.1767(3) 0.16149(19) 0.0628(7) Uani 1 1 d
F12 F 0.91348(18) 0.3423(3) 0.34113(19) 0.0613(7) Uani 1 1 d
O O 0.36137(19) 0.0054(3) 0.47391(17) 0.0392(6) Uani 1 1 d
N1 N 0.5176(2) 0.1006(3) 0.3104(2) 0.0327(7) Uani 1 1 d
C2 C 0.4140(3) 0.1268(4) 0.2482(3) 0.0324(8) Uani 1 1 d
C15 C 0.7185(3) 0.2253(4) 0.3240(3) 0.0343(8) Uiso 1 1 d
C12 C 0.8081(3) 0.0537(4) 0.1437(3) 0.0409(9) Uani 1 1 d
C11 C 0.6884(3) 0.0376(4) 0.1809(3) 0.0353(8) Uani 1 1 d
C10 C 0.6391(3) 0.1226(4) 0.2706(2) 0.0315(8) Uani 1 1 d
C14 C 0.8381(3) 0.2414(4) 0.2879(3) 0.0424(9) Uani 1 1 d
C13 C 0.8837(3) 0.1573(4) 0.1977(3) 0.0445(9) Uani 1 1 d
C4 C 0.2765(3) 0.0424(4) 0.4073(3) 0.0352(8) Uani 1 1 d
C3 C 0.2997(3) 0.0983(4) 0.2940(3) 0.0347(8) Uani 1 1 d
C1 C 0.4282(4) 0.1937(5) 0.1306(3) 0.0429(10) Uani 1 1 d
C5 C 0.1452(4) 0.0303(7) 0.4481(4) 0.0530(11) Uani 1 1 d
H5A H 0.135(5) -0.050(7) 0.494(5) 0.11(2) Uiso 1 1 d
H5C H 0.122(5) 0.104(7) 0.494(5) 0.12(2) Uiso 1 1 d
H1A H 0.459(3) 0.125(4) 0.079(3) 0.050(11) Uiso 1 1 d
H3 H 0.235(3) 0.123(3) 0.253(2) 0.026(8) Uiso 1 1 d
H1C H 0.490(4) 0.275(5) 0.127(3) 0.061(12) Uiso 1 1 d
H1B H 0.348(4) 0.224(4) 0.104(3) 0.058(11) Uiso 1 1 d
H5B H 0.089(4) 0.030(5) 0.386(4) 0.090(15) Uiso 1 1 d
H1 H 0.503(3) 0.077(4) 0.378(3) 0.051(12) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F11 0.0493(12) 0.0431(13) 0.0455(11) -0.0111(9) -0.0019(9) -0.0029(10)
F15 0.0575(13) 0.0385(13) 0.0406(11) -0.0078(9) -0.0054(9) -0.0005(10)
F14 0.0602(14) 0.0660(15) 0.0468(12) 0.0000(11) 0.0122(10) 0.0233(12)
F13 0.0361(12) 0.0752(17) 0.0771(15) 0.0177(13) 0.0109(10) 0.0042(11)
F12 0.0457(13) 0.0589(16) 0.0792(15) -0.0020(12) -0.0122(11) -0.0160(11)
O 0.0366(13) 0.0482(15) 0.0328(12) 0.0013(10) -0.0018(10) -0.0010(11)
N1 0.0326(17) 0.0365(18) 0.0290(16) 0.0019(12) -0.0012(13) -0.0037(13)
C2 0.038(2) 0.027(2) 0.0316(17) -0.0033(14) -0.0044(15) -0.0001(15)
C12 0.045(2) 0.044(2) 0.0337(19) 0.0042(16) 0.0038(16) 0.0145(19)
C11 0.043(2) 0.0304(19) 0.0327(18) 0.0029(14) -0.0024(15) 0.0005(16)
C10 0.0357(19) 0.0316(19) 0.0273(16) 0.0052(14) -0.0013(14) -0.0001(15)
C14 0.037(2) 0.041(2) 0.049(2) 0.0055(18) -0.0076(17) -0.0068(17)
C13 0.030(2) 0.054(3) 0.049(2) 0.0147(19) 0.0071(16) 0.0053(19)
C4 0.036(2) 0.029(2) 0.0411(19) -0.0045(15) -0.0024(15) -0.0020(16)
C3 0.030(2) 0.035(2) 0.0388(19) -0.0014(15) -0.0086(16) 0.0005(17)
C1 0.044(2) 0.045(3) 0.039(2) 0.0086(18) -0.0023(18) 0.001(2)
C5 0.033(2) 0.076(3) 0.050(3) 0.004(3) 0.0043(19) -0.001(2)
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'
F F 0.0171 0.0103 '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
C2 N1 C10 125.2(3)
N1 C2 C3 120.7(3)
N1 C2 C1 117.7(3)
C3 C2 C1 121.6(3)
F11 C15 C14 120.1(3)
F11 C15 C10 119.0(3)
C14 C15 C10 120.9(3)
F14 C12 C13 120.2(3)
F14 C12 C11 120.7(3)
C13 C12 C11 119.1(3)
F15 C11 C12 118.1(3)
F15 C11 C10 118.6(3)
C12 C11 C10 123.2(3)
C15 C10 C11 116.2(3)
C15 C10 N1 121.3(3)
C11 C10 N1 122.5(3)
F12 C14 C15 119.8(3)
F12 C14 C13 118.6(3)
C15 C14 C13 121.5(3)
F13 C13 C12 120.1(3)
F13 C13 C14 120.9(3)
C12 C13 C14 119.0(3)
O C4 C3 121.9(3)
O C4 C5 118.9(3)
C3 C4 C5 119.2(3)
C2 C3 C4 125.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F11 C15 1.345(4)
F15 C11 1.348(4)
F14 C12 1.350(4)
F13 C13 1.351(4)
F12 C14 1.348(4)
O C4 1.240(4)
N1 C2 1.349(4)
N1 C10 1.411(4)
C2 C3 1.374(4)
C2 C1 1.494(5)
C15 C14 1.372(4)
C15 C10 1.385(4)
C12 C13 1.369(5)
C12 C11 1.376(5)
C11 C10 1.389(4)
C14 C13 1.374(5)
C4 C3 1.427(5)
C4 C5 1.506(5)
