# Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2010


data_global

_journal_coden_Cambridge         1350

loop_
_publ_author_name
_publ_author_address
'Thierry Loiseau'
;
ESRF, 6, rue Jules Horowitz, B.P. 220, 38043 Grenoble cedex, France
;
Burghammer
;
ESRF, 6, rue Jules Horowitz, B.P. 220, 38043 Grenoble cedex, France
;
'Thomas Devic'
;
ESRF, 6, rue Jules Horowitz, B.P. 220, 38043 Grenoble cedex, France
;
'Gerard Ferey' ''
'Dmitry Popov' ''
'Christian Riekel' ''
'Christophe Volkringer' ''

_publ_contact_author_name        'Thierry Loiseau'
_publ_contact_author_email       THIERRY.LOISEAU@ENSC-LILLE.FR

_publ_section_title              
;
A layered coordination polymer based on azodibenzoate
linker connected to aluminum (MIL-129)
;
_publ_contact_author_address     
;
Institut Lavoisier - UMR CNRS 8180
Universit\'e de Versailles Saint Quentin en Yvelines 45, avenue des Etats-Unis
78035 VERSAILLES - France
;

# Attachment 'MIL-129.cif'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 764593'
#TrackingRef 'MIL-129.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(Al3+), (OH), (C14 H8 O4 N2)'
_chemical_formula_sum            'C14 H9 Al N2 O5'
_chemical_formula_weight         312.21
# start Validation Reply Form
_vrf_REFLT03_shelxl              
;
PROBLEM: Reflection count < 85% complete (theta max?)
RESPONSE: due to limited beamtime available data from only one crystal
was collected. Shaded areas (because of cryo-system and the beamstop)
defined limited comleteness of the data in particular in the highest
resolution shell.
;
_vrf_REFNR01_shelxl              
;
PROBLEM: Ratio of reflections to parameters is < 6 for a
RESPONSE: Currently available synchrotron radiation facilities can not provide
significantly better signal/noise ratio for micron-sized crystals which
defines the limit of the reflections/parameters ratio.
;
_vrf_THETM01_shelxl              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Currently available synchrotron radiation facilities can not provide
significantly better signal/noise ratio for micron-sized crystals which
defines the limit of the highest resolution available.
;
_vrf_PLAT022_shelxl              
;
PROBLEM: Ratio Unique / Expected Reflections too Low .... 0.73
RESPONSE: due to limited beamtime available data from only one crystal was
collected. Shaded areas (because of cryo-system and the beamstop) defined
limited comleteness of the data in particular in the highest resolution
shell.
;
_vrf_PLAT023_shelxl              
;
PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 31.15 Deg.
RESPONSE: Currently available synchrotron radiation facilities can not provide
significantly better signal/noise ratio for micron-sized crystals which
defines the limit of the highest resolution available.
;
_vrf_PLAT029_shelxl              
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.73
RESPONSE: due to limited beamtime available data from only one crystal was
collected. Shaded areas (because of cryo-system and the beamstop) defined
limited comleteness of the data in particular in the highest resolution
shell.
;
# end Validation Reply Form
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'
Al Al 0.0645 0.0514 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.581(5)
_cell_length_b                   7.653(5)
_cell_length_c                   12.830(10)
_cell_angle_alpha                83.21(2)
_cell_angle_beta                 78.45(4)
_cell_angle_gamma                84.25(3)
_cell_volume                     626.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1384
_cell_measurement_theta_min      4.06
_cell_measurement_theta_max      31.12

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.010
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.001
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             318
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.96130
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         synchrotron
_diffrn_radiation_monochromator  Si-111
_diffrn_measurement_device_type  'goniometer setup for micro-crystallography'
_diffrn_measurement_method       'oscillation method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            2111
_diffrn_reflns_av_R_equivalents  0.0890
_diffrn_reflns_av_sigmaI/netI    0.1409
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.06
_diffrn_reflns_theta_max         31.12
_reflns_number_total             1181
_reflns_number_gt                962
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1181
_refine_ls_number_parameters     202
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0709
_refine_ls_wR_factor_ref         0.1891
_refine_ls_wR_factor_gt          0.1784
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.002

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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1758(8) 0.4951(6) 0.6873(4) 0.0153(13) Uani 1 1 d U . .
C2 C 0.1643(8) 0.5641(6) 0.7931(4) 0.0154(13) Uani 1 1 d U . .
C3 C -0.0204(8) 0.6376(6) 0.8489(4) 0.0163(13) Uani 1 1 d U . .
H3 H -0.1436 0.6341 0.8244 0.020 Uiso 1 1 calc R . .
C4 C -0.0227(9) 0.7160(6) 0.9406(5) 0.0206(13) Uani 1 1 d U . .
H4 H -0.1468 0.7674 0.9769 0.025 Uiso 1 1 calc R . .
C5 C 0.1605(8) 0.7183(6) 0.9790(4) 0.0167(13) Uani 1 1 d U . .
C6 C 0.3462(9) 0.6429(7) 0.9230(5) 0.0225(14) Uani 1 1 d U . .
H6 H 0.4696 0.6453 0.9476 0.027 Uiso 1 1 calc R . .
C7 C 0.3471(8) 0.5650(6) 0.8314(4) 0.0185(14) Uani 1 1 d U . .
H7 H 0.4707 0.5129 0.7950 0.022 Uiso 1 1 calc R . .
C8 C 0.3035(8) 0.8902(6) 1.1972(4) 0.0154(13) Uani 1 1 d U . .
C9 C 0.1195(8) 0.9351(6) 1.2668(4) 0.0179(13) Uani 1 1 d U . .
H9 H -0.0057 0.8989 1.2571 0.021 Uiso 1 1 calc R . .
C10 C 0.1221(8) 1.0320(6) 1.3489(5) 0.0187(13) Uani 1 1 d U . .
H10 H -0.0018 1.0632 1.3943 0.022 Uiso 1 1 calc R . .
C11 C 0.3104(8) 1.0856(6) 1.3660(4) 0.0158(13) Uani 1 1 d U . .
C12 C 0.4949(9) 1.0313(7) 1.3006(5) 0.0217(14) Uani 1 1 d U . .
H12 H 0.6209 1.0615 1.3129 0.026 Uiso 1 1 calc R . .
C13 C 0.4928(9) 0.9327(7) 1.2175(5) 0.0226(14) Uani 1 1 d U . .
H13 H 0.6172 0.8945 1.1750 0.027 Uiso 1 1 calc R . .
C14 C 0.3037(8) 0.2147(7) 0.4448(5) 0.0176(13) Uani 1 1 d U . .
Al1 Al 0.5000 0.5000 0.5000 0.0148(7) Uani 1 2 d SU . .
Al2 Al 0.0000 0.5000 0.5000 0.0150(7) Uani 1 2 d SU . .
N1 N 0.1456(7) 0.8021(5) 1.0737(4) 0.0223(12) Uani 1 1 d U . .
N2 N 0.3172(7) 0.8039(5) 1.1032(4) 0.0225(12) Uani 1 1 d U . .
O1 O 0.3521(5) 0.4349(4) 0.6398(3) 0.0162(9) Uani 1 1 d U . .
O2 O 0.4749(5) 0.2758(4) 0.4499(3) 0.0196(10) Uani 1 1 d U . .
O3 O 0.2560(5) 0.5921(4) 0.4576(3) 0.0163(10) Uani 1 1 d U . .
O4 O 0.1289(5) 0.2672(4) 0.4964(3) 0.0175(10) Uani 1 1 d U . .
O5 O 0.0110(5) 0.5080(4) 0.6491(3) 0.0188(10) Uani 1 1 d U . .

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
C1 0.011(2) 0.017(2) 0.019(2) -0.001(2) -0.004(2) -0.0046(17)
C2 0.016(2) 0.015(2) 0.017(2) -0.0046(19) -0.004(2) -0.0048(17)
C3 0.016(2) 0.017(2) 0.017(2) -0.0020(19) -0.0035(19) -0.0015(17)
C4 0.020(2) 0.020(2) 0.022(3) -0.002(2) -0.003(2) -0.0013(17)
C5 0.018(2) 0.017(2) 0.018(2) -0.010(2) -0.006(2) -0.0019(17)
C6 0.025(3) 0.023(2) 0.023(3) -0.004(2) -0.009(2) -0.0057(18)
C7 0.018(2) 0.020(2) 0.020(3) -0.009(2) -0.005(2) -0.0029(17)
C8 0.016(2) 0.018(2) 0.015(2) -0.0031(19) -0.0059(19) -0.0022(17)
C9 0.019(2) 0.017(2) 0.020(2) -0.005(2) -0.006(2) -0.0039(17)
C10 0.021(2) 0.016(2) 0.020(3) -0.0022(19) -0.002(2) -0.0051(17)
C11 0.016(2) 0.016(2) 0.018(2) -0.001(2) -0.008(2) -0.0034(17)
C12 0.023(3) 0.021(2) 0.025(3) -0.005(2) -0.010(2) -0.0016(18)
C13 0.023(3) 0.022(2) 0.023(3) -0.009(2) -0.004(2) 0.0026(18)
C14 0.016(2) 0.017(2) 0.020(3) -0.004(2) -0.004(2) -0.0020(18)
Al1 0.0096(13) 0.0209(13) 0.0156(14) -0.0083(10) -0.0027(10) -0.0017(8)
Al2 0.0095(13) 0.0197(12) 0.0189(14) -0.0073(10) -0.0059(10) -0.0035(8)
N1 0.022(2) 0.021(2) 0.026(2) -0.0048(18) -0.0067(18) -0.0037(16)
N2 0.023(2) 0.022(2) 0.026(2) -0.0051(18) -0.0081(18) -0.0049(16)
O1 0.0153(18) 0.0202(17) 0.0146(19) -0.0064(15) -0.0039(15) -0.0006(13)
O2 0.0159(19) 0.0206(18) 0.024(2) -0.0055(15) -0.0058(15) -0.0031(13)
O3 0.0103(19) 0.0234(18) 0.0169(19) -0.0057(15) -0.0033(15) -0.0039(13)
O4 0.0153(19) 0.0189(18) 0.020(2) -0.0083(15) -0.0023(15) -0.0046(13)
O5 0.017(2) 0.0220(18) 0.020(2) -0.0067(15) -0.0049(15) -0.0039(13)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.267(6) . ?
C1 O5 1.268(6) . ?
C1 C2 1.500(7) . ?
C2 C7 1.388(7) . ?
C2 C3 1.384(8) . ?
C3 C4 1.380(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(8) . ?
C5 N1 1.422(7) . ?
C6 C7 1.379(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.392(7) . ?
C8 C13 1.398(8) . ?
C8 N2 1.426(7) . ?
C9 C10 1.362(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.408(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(8) . ?
C11 C14 1.487(8) 1_566 ?
C12 C13 1.380(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.260(6) . ?
C14 O2 1.278(6) . ?
C14 C11 1.488(8) 1_544 ?
Al1 O3 1.845(3) . ?
Al1 O3 1.845(3) 2_666 ?
Al1 O1 1.897(4) . ?
Al1 O1 1.897(4) 2_666 ?
Al1 O2 1.935(3) . ?
Al1 O2 1.935(3) 2_666 ?
Al2 O3 1.847(3) 2_566 ?
Al2 O3 1.847(3) . ?
Al2 O4 1.896(3) 2_566 ?
Al2 O4 1.896(3) . ?
Al2 O5 1.937(4) 2_566 ?
Al2 O5 1.937(4) . ?
N1 N2 1.262(6) . ?

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
_geom_angle_publ_flag
O1 C1 O5 124.3(5) . . ?
O1 C1 C2 117.6(5) . . ?
O5 C1 C2 118.0(5) . . ?
C7 C2 C3 119.8(5) . . ?
C7 C2 C1 118.5(5) . . ?
C3 C2 C1 121.5(5) . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.1(5) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.4(5) . . ?
C6 C5 N1 123.8(5) . . ?
C4 C5 N1 116.8(5) . . ?
C7 C6 C5 120.1(5) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C2 120.2(5) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C9 C8 C13 119.4(5) . . ?
C9 C8 N2 125.0(5) . . ?
C13 C8 N2 115.5(5) . . ?
C10 C9 C8 120.2(5) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 118.9(5) . . ?
C12 C11 C14 121.7(5) . 1_566 ?
C10 C11 C14 119.0(5) . 1_566 ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C8 120.0(6) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
O4 C14 O2 124.0(5) . . ?
O4 C14 C11 118.3(5) . 1_544 ?
O2 C14 C11 117.5(5) . 1_544 ?
O3 Al1 O3 179.999(1) . 2_666 ?
O3 Al1 O1 90.67(15) . . ?
O3 Al1 O1 89.33(15) 2_666 . ?
O3 Al1 O1 89.33(15) . 2_666 ?
O3 Al1 O1 90.67(15) 2_666 2_666 ?
O1 Al1 O1 179.999(1) . 2_666 ?
O3 Al1 O2 90.79(15) . . ?
O3 Al1 O2 89.20(15) 2_666 . ?
O1 Al1 O2 93.46(15) . . ?
O1 Al1 O2 86.54(15) 2_666 . ?
O3 Al1 O2 89.21(15) . 2_666 ?
O3 Al1 O2 90.80(15) 2_666 2_666 ?
O1 Al1 O2 86.54(15) . 2_666 ?
O1 Al1 O2 93.46(15) 2_666 2_666 ?
O2 Al1 O2 180.0(2) . 2_666 ?
O3 Al2 O3 180.0 2_566 . ?
O3 Al2 O4 90.65(15) 2_566 2_566 ?
O3 Al2 O4 89.35(15) . 2_566 ?
O3 Al2 O4 89.35(15) 2_566 . ?
O3 Al2 O4 90.65(15) . . ?
O4 Al2 O4 180.0 2_566 . ?
O3 Al2 O5 91.07(15) 2_566 2_566 ?
O3 Al2 O5 88.93(15) . 2_566 ?
O4 Al2 O5 93.49(14) 2_566 2_566 ?
O4 Al2 O5 86.51(14) . 2_566 ?
O3 Al2 O5 88.93(15) 2_566 . ?
O3 Al2 O5 91.07(15) . . ?
O4 Al2 O5 86.51(14) 2_566 . ?
O4 Al2 O5 93.49(14) . . ?
O5 Al2 O5 179.999(10) 2_566 . ?
N2 N1 C5 113.9(4) . . ?
N1 N2 C8 114.1(5) . . ?
C1 O1 Al1 129.6(3) . . ?
C14 O2 Al1 125.2(3) . . ?
Al1 O3 Al2 126.07(18) . . ?
C14 O4 Al2 128.9(3) . . ?
C1 O5 Al2 125.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.725
_diffrn_reflns_theta_full        31.12
_diffrn_measured_fraction_theta_full 0.725
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.104