#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:03:39 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179522 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/19/4341942.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_4341942
loop_
_publ_author_name
'Czympiel, Lisa'
'Pfrommer, Johannes'
'Tyrra, Wieland'
'Schäfer, Mathias'
'Mathur, Sanjay'
_publ_section_title
;
 Ligand-Modulated Chemical and Structural Implications in Four-, Five-,
 and Six-fold Coordinated Aluminum Heteroaryl Alkenolates.
;
_journal_issue                   1
_journal_name_full               'Inorganic chemistry'
_journal_page_first              25
_journal_page_last               37
_journal_paper_doi               10.1021/ic502549m
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C32 H22 Al2 F12 N4 O6, 2(C3 H6 O)'
_chemical_formula_sum            'C38 H34 Al2 F12 N4 O8'
_chemical_formula_weight         956.65
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 107.697(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.9628(17)
_cell_length_b                   14.2750(7)
_cell_length_c                   14.1070(9)
_cell_measurement_reflns_used    31970
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      53.8
_cell_measurement_theta_min      4.9
_cell_volume                     4405.4(5)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'IPDS 2T (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_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  0.1902
_diffrn_reflns_av_sigmaI/netI    0.0914
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29330
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.46
_diffrn_standards_decay_%        'not measured'
_diffrn_standards_interval_count 'not measured'
_diffrn_standards_interval_time  'not measured'
_diffrn_standards_number         'not measured'
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.8813
_exptl_absorpt_correction_T_min  0.2205
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
The absorption correction (X-RED; Stoe & Cie, 2001)
was performed after optimizing the crystal shape
using X-SHAPE (Stoe & Cie, 1999).
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       0.0039(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.626
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.626
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0935
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0301P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1861
_refine_ls_wR_factor_ref         0.2010
_reflns_number_gt                2313
_reflns_number_total             4339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic502549m_si_002.cif
_cod_data_source_block           Al{PyTFP}2OH
_cod_depositor_comments
'Adding full bibliography for 4341940--4341945.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4341942
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.0000 0.35514(11) 0.7500 0.0472(5) Uani 1 2 d S
Al2 Al 0.0000 0.14700(12) 0.7500 0.0474(5) Uani 1 2 d S
F1 F 0.14591(18) 0.5942(2) 0.8190(3) 0.1179(13) Uani 1 1 d .
F2 F 0.20897(19) 0.5054(4) 0.9200(3) 0.161(2) Uani 1 1 d .
F3 F 0.17638(19) 0.4736(3) 0.7655(4) 0.1303(15) Uani 1 1 d .
F4 F 0.17696(17) 0.0413(3) 0.9129(3) 0.1332(15) Uani 1 1 d .
F5 F 0.15077(18) -0.0856(3) 0.8379(3) 0.1264(14) Uani 1 1 d .
F6 F 0.21139(17) 0.0048(3) 0.7943(3) 0.1363(16) Uani 1 1 d .
O1 O 0.06244(13) 0.4417(2) 0.77273(19) 0.0577(8) Uani 1 1 d .
O2 O 0.06260(13) 0.0611(2) 0.7902(2) 0.0582(8) Uani 1 1 d .
O3 O -0.05224(11) 0.25067(18) 0.72330(17) 0.0470(6) Uani 1 1 d .
H3A H -0.0909 0.2501 0.7187 0.070 Uiso 1 1 d R
N1 N 0.00313(17) 0.3676(2) 0.8980(2) 0.0524(9) Uani 1 1 d .
N2 N 0.00401(17) 0.1338(2) 0.6048(2) 0.0532(9) Uani 1 1 d .
C1 C -0.0476(3) 0.3455(3) 0.9213(3) 0.0656(13) Uani 1 1 d .
H1 H -0.0817 0.3260 0.8705 0.079 Uiso 1 1 calc R
C2 C -0.0517(3) 0.3503(4) 1.0170(4) 0.0839(17) Uani 1 1 d .
H2 H -0.0875 0.3335 1.0305 0.101 Uiso 1 1 calc R
C3 C -0.0014(4) 0.3804(4) 1.0914(4) 0.093(2) Uani 1 1 d .
H3 H -0.0026 0.3846 1.1566 0.111 Uiso 1 1 calc R
C4 C 0.0493(3) 0.4036(4) 1.0696(3) 0.0834(17) Uani 1 1 d .
H4 H 0.0833 0.4243 1.1200 0.100 Uiso 1 1 calc R
C5 C 0.0521(2) 0.3973(3) 0.9716(3) 0.0633(12) Uani 1 1 d .
C6 C 0.1054(2) 0.4300(3) 0.9484(3) 0.0706(13) Uani 1 1 d .
H6 H 0.1416 0.4353 1.0005 0.085 Uiso 1 1 calc R
C7 C 0.1066(2) 0.4532(3) 0.8571(4) 0.0639(12) Uani 1 1 d .
C8 C 0.1596(3) 0.5032(4) 0.8412(5) 0.0895(18) Uani 1 1 d .
C9 C -0.0457(2) 0.1559(3) 0.5305(3) 0.0625(12) Uani 1 1 d .
H9 H -0.0799 0.1773 0.5460 0.075 Uiso 1 1 calc R
C10 C -0.0487(3) 0.1485(3) 0.4320(3) 0.0767(15) Uani 1 1 d .
H10 H -0.0842 0.1652 0.3823 0.092 Uiso 1 1 calc R
C11 C 0.0009(3) 0.1164(4) 0.4081(4) 0.0844(18) Uani 1 1 d .
H11 H -0.0004 0.1099 0.3419 0.101 Uiso 1 1 calc R
C12 C 0.0517(3) 0.0941(3) 0.4818(4) 0.0790(15) Uani 1 1 d .
H12 H 0.0861 0.0730 0.4664 0.095 Uiso 1 1 calc R
C13 C 0.0533(2) 0.1024(3) 0.5820(3) 0.0610(11) Uani 1 1 d .
C14 C 0.1066(2) 0.0701(3) 0.6600(4) 0.0692(13) Uani 1 1 d .
H14 H 0.1428 0.0626 0.6440 0.083 Uiso 1 1 calc R
C15 C 0.1077(2) 0.0504(3) 0.7527(3) 0.0600(11) Uani 1 1 d .
C16 C 0.1614(3) 0.0040(5) 0.8218(5) 0.0865(17) Uani 1 1 d .
O4 O 0.3188(3) 0.2445(4) 0.1793(6) 0.192(3) Uani 1 1 d .
C17 C 0.2721(8) 0.2454(9) 0.3083(15) 0.265(9) Uani 1 1 d .
H17A H 0.2558 0.3043 0.3215 0.397 Uiso 1 1 calc R
H17B H 0.3132 0.2386 0.3512 0.397 Uiso 1 1 calc R
H17C H 0.2474 0.1952 0.3204 0.397 Uiso 1 1 calc R
C18 C 0.2716(4) 0.2425(7) 0.1983(13) 0.189(6) Uani 1 1 d .
C19 C 0.2133(4) 0.2377(11) 0.1174(15) 0.322(11) Uani 1 1 d .
H19A H 0.1896 0.2928 0.1187 0.483 Uiso 1 1 calc R
H19B H 0.1909 0.1832 0.1261 0.483 Uiso 1 1 calc R
H19C H 0.2213 0.2339 0.0545 0.483 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'
Al Al 0.0645 0.0514 '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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Al1 O1 95.9(2) 2_556 .
O1 Al1 O3 94.69(12) 2_556 .
O1 Al1 O3 168.88(13) . .
O1 Al1 O3 168.88(13) 2_556 2_556
O1 Al1 O3 94.69(12) . 2_556
O3 Al1 O3 74.93(16) . 2_556
O1 Al1 N1 84.53(13) 2_556 .
O1 Al1 N1 88.87(13) . .
O3 Al1 N1 95.43(13) . .
O3 Al1 N1 92.39(12) 2_556 .
O1 Al1 N1 88.87(13) 2_556 2_556
O1 Al1 N1 84.53(13) . 2_556
O3 Al1 N1 92.39(12) . 2_556
O3 Al1 N1 95.43(13) 2_556 2_556
N1 Al1 N1 170.2(2) . 2_556
O1 Al1 Al2 132.04(10) 2_556 .
O1 Al1 Al2 132.04(10) . .
O3 Al1 Al2 37.46(8) . .
O3 Al1 Al2 37.46(8) 2_556 .
N1 Al1 Al2 94.92(10) . .
N1 Al1 Al2 94.92(10) 2_556 .
O2 Al2 O2 96.6(2) 2_556 .
O2 Al2 O3 94.12(12) 2_556 .
O2 Al2 O3 168.88(13) . .
O2 Al2 O3 168.88(13) 2_556 2_556
O2 Al2 O3 94.12(12) . 2_556
O3 Al2 O3 75.35(16) . 2_556
O2 Al2 N2 88.80(13) 2_556 2_556
O2 Al2 N2 84.31(13) . 2_556
O3 Al2 N2 92.99(12) . 2_556
O3 Al2 N2 95.20(13) 2_556 2_556
O2 Al2 N2 84.31(13) 2_556 .
O2 Al2 N2 88.80(13) . .
O3 Al2 N2 95.20(12) . .
O3 Al2 N2 92.99(12) 2_556 .
N2 Al2 N2 169.6(2) 2_556 .
O2 Al2 Al1 131.70(10) 2_556 .
O2 Al2 Al1 131.70(10) . .
O3 Al2 Al1 37.68(8) . .
O3 Al2 Al1 37.68(8) 2_556 .
N2 Al2 Al1 95.18(10) 2_556 .
N2 Al2 Al1 95.18(10) . .
C7 O1 Al1 125.7(3) . .
C15 O2 Al2 126.4(3) . .
Al2 O3 Al1 104.86(12) . .
Al2 O3 H3A 125.8 . .
Al1 O3 H3A 126.6 . .
C1 N1 C5 118.0(4) . .
C1 N1 Al1 117.4(3) . .
C5 N1 Al1 124.6(3) . .
C9 N2 C13 118.2(4) . .
C9 N2 Al2 118.0(3) . .
C13 N2 Al2 123.8(3) . .
N1 C1 C2 123.4(5) . .
N1 C1 H1 118.3 . .
C2 C1 H1 118.3 . .
C1 C2 C3 118.1(6) . .
C1 C2 H2 120.9 . .
C3 C2 H2 120.9 . .
C4 C3 C2 119.4(5) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
C3 C4 C5 121.1(6) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
N1 C5 C4 120.0(5) . .
N1 C5 C6 119.7(4) . .
C4 C5 C6 120.0(5) . .
C7 C6 C5 124.6(4) . .
C7 C6 H6 117.7 . .
C5 C6 H6 117.7 . .
O1 C7 C6 127.0(5) . .
O1 C7 C8 111.4(4) . .
C6 C7 C8 121.4(5) . .
F3 C8 F2 107.5(6) . .
F3 C8 F1 103.0(5) . .
F2 C8 F1 104.6(5) . .
F3 C8 C7 115.2(5) . .
F2 C8 C7 114.6(5) . .
F1 C8 C7 110.8(5) . .
N2 C9 C10 123.1(5) . .
N2 C9 H9 118.4 . .
C10 C9 H9 118.4 . .
C11 C10 C9 119.1(5) . .
C11 C10 H10 120.5 . .
C9 C10 H10 120.5 . .
C10 C11 C12 118.9(5) . .
C10 C11 H11 120.5 . .
C12 C11 H11 120.5 . .
C11 C12 C13 120.5(5) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
N2 C13 C12 120.1(5) . .
N2 C13 C14 120.2(4) . .
C12 C13 C14 119.5(5) . .
C15 C14 C13 124.8(4) . .
C15 C14 H14 117.6 . .
C13 C14 H14 117.6 . .
O2 C15 C14 126.4(4) . .
O2 C15 C16 113.0(4) . .
C14 C15 C16 120.3(5) . .
F6 C16 F5 106.2(5) . .
F6 C16 F4 106.1(6) . .
F5 C16 F4 103.2(5) . .
F6 C16 C15 115.4(5) . .
F5 C16 C15 112.6(5) . .
F4 C16 C15 112.4(5) . .
C18 C17 H17A 109.5 . .
C18 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C18 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
O4 C18 C19 120.0(16) . .
O4 C18 C17 119.7(13) . .
C19 C18 C17 120.3(12) . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 O1 1.846(3) 2_556
Al1 O1 1.846(3) .
Al1 O3 1.879(3) .
Al1 O3 1.879(3) 2_556
Al1 N1 2.074(3) .
Al1 N1 2.074(3) 2_556
Al1 Al2 2.971(2) .
Al2 O2 1.843(3) 2_556
Al2 O2 1.843(3) .
Al2 O3 1.870(3) .
Al2 O3 1.870(3) 2_556
Al2 N2 2.087(3) 2_556
Al2 N2 2.087(3) .
F1 C8 1.350(7) .
F2 C8 1.325(7) .
F3 C8 1.312(7) .
F4 C16 1.335(7) .
F5 C16 1.333(7) .
F6 C16 1.319(7) .
O1 C7 1.318(5) .
O2 C15 1.306(5) .
O3 H3A 0.8703 .
N1 C1 1.340(6) .
N1 C5 1.347(6) .
N2 C9 1.331(5) .
N2 C13 1.344(5) .
C1 C2 1.383(6) .
C1 H1 0.9300 .
C2 C3 1.373(8) .
C2 H2 0.9300 .
C3 C4 1.332(8) .
C3 H3 0.9300 .
C4 C5 1.407(7) .
C4 H4 0.9300 .
C5 C6 1.437(7) .
C6 C7 1.339(6) .
C6 H6 0.9300 .
C7 C8 1.484(8) .
C9 C10 1.373(6) .
C9 H9 0.9300 .
C10 C11 1.363(8) .
C10 H10 0.9300 .
C11 C12 1.343(8) .
C11 H11 0.9300 .
C12 C13 1.409(6) .
C12 H12 0.9300 .
C13 C14 1.450(7) .
C14 C15 1.331(6) .
C14 H14 0.9300 .
C15 C16 1.477(7) .
O4 C18 1.194(10) .
C17 C18 1.549(18) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.475(18) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
