#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:42:30 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178610 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/21/4072185.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_4072185
loop_
_publ_author_name
'Bouyahyi, Miloud'
'Grunova, Ekaterina'
'Marquet, Nicolas'
'Kirillov, Evgueni'
'Thomas, Christophe M.'
'Roisnel, Thierry'
'Carpentier, Jean-François'
_publ_section_title
;
 Aluminum Complexes of Fluorinated Dialkoxy-Diimino Salen-like Ligands:
 Syntheses, Structures, and Use in Ring-Opening Polymerization of Cyclic
 Esters
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              5815
_journal_paper_doi               10.1021/om800651z
_journal_volume                  27
_journal_year                    2008
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C14 H15 Al1 F12 N2 O3'
_chemical_formula_sum            'C14 H15 Al F12 N2 O3'
_chemical_formula_weight         514.26
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2006-03-08T12:04:06-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 112.863(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0304(7)
_cell_length_b                   13.3518(9)
_cell_length_c                   13.8804(10)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.02
_cell_measurement_wavelength     0.71073
_cell_volume                     1883.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare al, 1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24665
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.245
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0612P)²+0.3291P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1117
_reflns_number_gt                3216
_reflns_number_total             4318
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800651z_si_003.cif
_cod_data_source_block           ct7
_cod_database_code               4072185
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Al1 Al 0.94047(5) 0.08096(4) 0.92317(4) 0.01146(15) Uani 1 1 d .
O1 O 1.08532(13) 0.05466(11) 1.04429(12) 0.0132(3) Uani 1 1 d .
H1 H 1.134(3) 0.074(3) 1.053(3) 0.05 Uiso 1 1 d .
O11 O 0.98670(12) 0.20444(10) 0.89275(10) 0.0135(3) Uani 1 1 d .
C11 C 1.08793(18) 0.23469(15) 0.86648(15) 0.0140(4) Uani 1 1 d .
C12 C 1.1716(2) 0.31071(16) 0.94985(16) 0.0196(5) Uani 1 1 d .
C13 C 1.03048(19) 0.28764(16) 0.75945(16) 0.0177(4) Uani 1 1 d .
C14 C 1.18337(19) 0.15063(15) 0.86159(16) 0.0165(4) Uani 1 1 d .
H14A H 1.2426 0.1783 0.8299 0.02 Uiso 1 1 calc R
H14B H 1.2385 0.1293 0.9337 0.02 Uiso 1 1 calc R
C15 C 1.11370(19) 0.06069(15) 0.79981(16) 0.0161(4) Uani 1 1 d .
C16 C 1.1600(2) 0.02372(18) 0.71777(18) 0.0253(5) Uani 1 1 d .
H16A H 1.108 -0.0348 0.6826 0.038 Uiso 0.5 1 calc PR
H16B H 1.2531 0.005 0.7507 0.038 Uiso 0.5 1 calc PR
H16C H 1.1493 0.0769 0.6664 0.038 Uiso 0.5 1 calc PR
H16D H 1.2322 0.0661 0.7172 0.038 Uiso 0.5 1 calc PR
H16E H 1.0872 0.0264 0.6491 0.038 Uiso 0.5 1 calc PR
H16F H 1.1909 -0.0455 0.7335 0.038 Uiso 0.5 1 calc PR
N17 N 1.01999(15) 0.02342(12) 0.82068(13) 0.0152(4) Uani 1 1 d .
F11 F 1.20660(12) 0.27162(10) 1.04602(9) 0.0253(3) Uani 1 1 d .
F12 F 1.10685(12) 0.39601(9) 0.94837(10) 0.0263(3) Uani 1 1 d .
F13 F 1.28443(12) 0.33685(10) 0.94029(11) 0.0318(3) Uani 1 1 d .
F14 F 0.93333(12) 0.35102(9) 0.75122(10) 0.0259(3) Uani 1 1 d .
F15 F 1.12009(13) 0.33953(10) 0.73746(10) 0.0310(3) Uani 1 1 d .
F16 F 0.97916(12) 0.22043(9) 0.68198(9) 0.0257(3) Uani 1 1 d .
C18 C 0.93345(19) -0.05517(15) 0.75637(16) 0.0183(4) Uani 1 1 d .
H18A H 0.9356 -0.1147 0.7995 0.022 Uiso 1 1 calc R
H18B H 0.9616 -0.0755 0.6997 0.022 Uiso 1 1 calc R
O21 O 0.83894(12) 0.13058(10) 0.98879(10) 0.0136(3) Uani 1 1 d .
C21 C 0.71292(18) 0.26564(16) 1.00877(16) 0.0172(4) Uani 1 1 d .
C22 C 0.71504(17) 0.16900(15) 0.94728(15) 0.0137(4) Uani 1 1 d .
C23 C 0.61879(18) 0.09205(15) 0.96191(16) 0.0163(4) Uani 1 1 d .
C24 C 0.66705(19) 0.19754(15) 0.83052(15) 0.0157(4) Uani 1 1 d .
H24A H 0.575 0.2214 0.8068 0.019 Uiso 1 1 calc R
H24B H 0.7212 0.254 0.8234 0.019 Uiso 1 1 calc R
C25 C 0.67278(18) 0.11366(15) 0.75905(15) 0.0150(4) Uani 1 1 d .
C26 C 0.55100(19) 0.09954(17) 0.66274(16) 0.0213(5) Uani 1 1 d .
H26A H 0.5639 0.044 0.6216 0.032 Uiso 0.5 1 calc PR
H26B H 0.5324 0.161 0.6209 0.032 Uiso 0.5 1 calc PR
H26C H 0.4768 0.0844 0.6825 0.032 Uiso 0.5 1 calc PR
H26D H 0.4848 0.1489 0.6618 0.032 Uiso 0.5 1 calc PR
H26E H 0.5164 0.0319 0.6625 0.032 Uiso 0.5 1 calc PR
H26F H 0.5719 0.1085 0.6008 0.032 Uiso 0.5 1 calc PR
N27 N 0.78024(15) 0.06429(12) 0.78416(12) 0.0135(4) Uani 1 1 d .
C28 C 0.79496(19) -0.01038(16) 0.71074(16) 0.0181(4) Uani 1 1 d .
H28A H 0.7798 0.022 0.6429 0.022 Uiso 1 1 calc R
H28B H 0.7289 -0.0642 0.6985 0.022 Uiso 1 1 calc R
F21 F 0.78236(12) 0.33847(9) 0.98763(9) 0.0229(3) Uani 1 1 d .
F22 F 0.76501(12) 0.25225(9) 1.11211(9) 0.0237(3) Uani 1 1 d .
F23 F 0.59065(12) 0.30253(10) 0.98402(10) 0.0297(3) Uani 1 1 d .
F24 F 0.64512(12) 0.07116(9) 1.06190(10) 0.0255(3) Uani 1 1 d .
F25 F 0.49241(11) 0.12130(10) 0.91890(12) 0.0329(4) Uani 1 1 d .
F26 F 0.62430(11) 0.00459(9) 0.91570(9) 0.0213(3) Uani 1 1 d .
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 0 '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 0.006 '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'
Al Al 0.0645 0.0514 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O21 Al1 O11 93.93(6) . .
O21 Al1 O1 95.53(7) . .
O11 Al1 O1 99.31(6) . .
O21 Al1 O1 92.83(7) . 3_757
O11 Al1 O1 172.20(7) . 3_757
O1 Al1 O1 76.16(7) . 3_757
O21 Al1 N27 92.13(6) . .
O11 Al1 N27 95.52(6) . .
O1 Al1 N27 162.78(7) . .
O1 Al1 N27 88.10(6) 3_757 .
O21 Al1 N17 168.04(7) . .
O11 Al1 N17 86.88(7) . .
O1 Al1 N17 96.11(7) . .
O1 Al1 N17 87.31(7) 3_757 .
N27 Al1 N17 75.92(7) . .
O21 Al1 Al1 95.28(5) . 3_757
O11 Al1 Al1 137.84(5) . 3_757
O1 Al1 Al1 38.87(4) . 3_757
O1 Al1 Al1 37.29(4) 3_757 3_757
N27 Al1 Al1 125.07(6) . 3_757
N17 Al1 Al1 92.07(5) . 3_757
Al1 O1 Al1 103.84(7) . 3_757
C11 O11 Al1 131.42(12) . .
O11 C11 C13 108.71(15) . .
O11 C11 C12 107.89(16) . .
C13 C11 C12 108.82(16) . .
O11 C11 C14 115.82(16) . .
C13 C11 C14 108.67(16) . .
C12 C11 C14 106.75(15) . .
F12 C12 F11 106.91(17) . .
F12 C12 F13 106.59(17) . .
F11 C12 F13 106.21(16) . .
F12 C12 C11 112.73(16) . .
F11 C12 C11 110.25(17) . .
F13 C12 C11 113.71(17) . .
F14 C13 F15 107.00(16) . .
F14 C13 F16 106.26(15) . .
F15 C13 F16 106.40(16) . .
F14 C13 C11 112.89(16) . .
F15 C13 C11 113.22(16) . .
F16 C13 C11 110.62(16) . .
C15 C14 C11 113.35(16) . .
N17 C15 C16 125.99(19) . .
N17 C15 C14 117.48(18) . .
C16 C15 C14 116.52(18) . .
C15 N17 C18 122.26(18) . .
C15 N17 Al1 127.05(14) . .
C18 N17 Al1 109.39(12) . .
N17 C18 C28 106.36(16) . .
C22 O21 Al1 129.58(12) . .
F22 C21 F21 106.79(15) . .
F22 C21 F23 107.04(16) . .
F21 C21 F23 106.24(16) . .
F22 C21 C22 112.81(16) . .
F21 C21 C22 110.56(16) . .
F23 C21 C22 112.99(15) . .
O21 C22 C24 114.57(16) . .
O21 C22 C23 108.77(15) . .
C24 C22 C23 109.20(15) . .
O21 C22 C21 107.93(15) . .
C24 C22 C21 107.44(16) . .
C23 C22 C21 108.80(16) . .
F24 C23 F25 107.00(17) . .
F24 C23 F26 106.44(15) . .
F25 C23 F26 105.77(16) . .
F24 C23 C22 113.14(16) . .
F25 C23 C22 113.28(16) . .
F26 C23 C22 110.71(16) . .
C25 C24 C22 114.87(16) . .
N27 C25 C26 126.44(19) . .
N27 C25 C24 118.19(17) . .
C26 C25 C24 115.33(17) . .
C25 N27 C28 119.82(17) . .
C25 N27 Al1 124.45(14) . .
C28 N27 Al1 115.73(12) . .
N27 C28 C18 109.73(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 O21 1.8210(14) .
Al1 O11 1.8232(14) .
Al1 O1 1.8481(15) .
Al1 O1 1.9140(15) 3_757
Al1 N27 2.0606(16) .
Al1 N17 2.0864(18) .
Al1 Al1 2.9616(11) 3_757
O1 Al1 1.9140(15) 3_757
O11 C11 1.364(2) .
C11 C13 1.542(3) .
C11 C12 1.546(3) .
C11 C14 1.558(3) .
C12 F12 1.341(2) .
C12 F11 1.343(2) .
C12 F13 1.347(2) .
C13 F14 1.335(2) .
C13 F15 1.336(2) .
C13 F16 1.345(2) .
C14 C15 1.502(3) .
C15 N17 1.278(3) .
C15 C16 1.501(3) .
N17 C18 1.465(3) .
C18 C28 1.530(3) .
O21 C22 1.361(2) .
C21 F22 1.334(2) .
C21 F21 1.339(2) .
C21 F23 1.349(2) .
C21 C22 1.552(3) .
C22 C24 1.544(3) .
C22 C23 1.546(3) .
C23 F24 1.332(2) .
C23 F25 1.344(2) .
C23 F26 1.345(2) .
C24 C25 1.514(3) .
C25 N27 1.281(3) .
C25 C26 1.494(3) .
N27 C28 1.479(3) .
