#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/76/4067680.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_4067680
loop_
_publ_author_name
'Schwarz, Andrew D.'
'Chu, Zengyong'
'Mountford, Philip'
_publ_section_title
;
 Sulfonamide-Supported Aluminum Catalysts for the Ring-Opening
 Polymerization ofrac-Lactide
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1246
_journal_paper_doi               10.1021/om901070g
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C27 H34 Al1 N3 O4 S2'
_chemical_formula_sum            'C27 H34 Al N3 O4 S2'
_chemical_formula_weight         555.70
_chemical_name_systematic
;
Al(N2_Ts_N_Ph)Et
;
_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
_cell_angle_alpha                90
_cell_angle_beta                 108.6423(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.66370(10)
_cell_length_b                   15.0088(2)
_cell_length_c                   15.4108(2)
_cell_measurement_reflns_used    6464
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     2775.40(6)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.073
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            39224
_diffrn_reflns_theta_full        26.886
_diffrn_reflns_theta_max         27.435
_diffrn_reflns_theta_min         5.097
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1269
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         3805
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.000606
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.313 0.855E-01 0.642E-01 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0934
_refine_ls_wR_factor_gt          0.0499
_refine_ls_wR_factor_ref         0.0466
_reflns_limit_h_max              15
_reflns_limit_h_min              -16
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                4181
_reflns_number_total             6282
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.28
_oxford_diffrn_Wilson_scale      18.78
_oxford_refine_ls_r_factor_ref   0.0450
_oxford_refine_ls_scale          0.2386(4)
_oxford_reflns_number_all        6282
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_cod_data_source_file            om901070g_si_001.cif
_cod_data_source_block           COMPOUND_19
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C27 H34 Al1 N3 O4 S2'
_cod_database_code               4067680
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Al1 Al 0.12447(6) 0.73761(5) 0.37997(5) 0.0243 1.0000 Uani .
S1 S 0.08982(6) 0.94159(5) 0.35065(5) 0.0308 1.0000 Uani .
S2 S 0.33877(6) 0.69664(5) 0.33654(4) 0.0292 1.0000 Uani .
N1 N 0.13669(17) 0.70226(14) 0.50949(13) 0.0231 1.0000 Uani .
N2 N 0.10629(18) 0.85449(15) 0.41353(15) 0.0275 1.0000 Uani .
N3 N 0.27036(17) 0.69780(15) 0.40710(13) 0.0251 1.0000 Uani .
O1 O 0.06198(17) 0.90982(15) 0.25758(13) 0.0408 1.0000 Uani .
O2 O 0.01651(16) 1.00414(14) 0.37390(16) 0.0431 1.0000 Uani .
O3 O 0.45200(17) 0.72572(16) 0.37893(14) 0.0437 1.0000 Uani .
O4 O 0.26951(18) 0.74474(13) 0.25727(13) 0.0383 1.0000 Uani .
C1 C 0.0781(2) 0.61838(18) 0.52436(18) 0.0280 1.0000 Uani .
C2 C 0.1354(2) 0.53317(18) 0.51525(18) 0.0286 1.0000 Uani .
C3 C 0.2001(2) 0.4891(2) 0.5940(2) 0.0364 1.0000 Uani .
C4 C 0.2580(3) 0.4124(2) 0.5878(3) 0.0479 1.0000 Uani .
C5 C 0.2504(3) 0.3782(2) 0.5030(3) 0.0522 1.0000 Uani .
C6 C 0.1841(3) 0.4196(2) 0.4248(2) 0.0464 1.0000 Uani .
C7 C 0.1266(2) 0.49653(19) 0.4303(2) 0.0343 1.0000 Uani .
C8 C 0.0854(2) 0.77912(18) 0.54428(18) 0.0279 1.0000 Uani .
C9 C 0.1177(2) 0.86742(19) 0.51098(18) 0.0305 1.0000 Uani .
C10 C 0.2219(2) 0.99400(18) 0.37700(18) 0.0279 1.0000 Uani .
C11 C 0.2469(3) 1.0694(2) 0.4312(2) 0.0404 1.0000 Uani .
C12 C 0.3517(3) 1.1090(2) 0.4488(2) 0.0434 1.0000 Uani .
C13 C 0.4290(2) 1.0751(2) 0.4116(2) 0.0359 1.0000 Uani .
C14 C 0.4019(2) 0.9981(2) 0.3586(2) 0.0354 1.0000 Uani .
C15 C 0.2994(2) 0.95745(19) 0.34124(19) 0.0326 1.0000 Uani .
C16 C 0.5407(3) 1.1196(2) 0.4273(2) 0.0472 1.0000 Uani .
C17 C 0.2603(2) 0.69867(18) 0.55975(16) 0.0252 1.0000 Uani .
C18 C 0.3233(2) 0.66079(18) 0.49905(16) 0.0247 1.0000 Uani .
C19 C 0.3459(2) 0.58480(19) 0.30310(18) 0.0286 1.0000 Uani .
C20 C 0.4443(2) 0.5372(2) 0.3391(2) 0.0389 1.0000 Uani .
C21 C 0.4498(3) 0.4501(2) 0.3108(2) 0.0449 1.0000 Uani .
C22 C 0.3597(3) 0.4094(2) 0.2469(2) 0.0394 1.0000 Uani .
C23 C 0.2617(3) 0.4583(2) 0.2119(2) 0.0364 1.0000 Uani .
C24 C 0.2543(2) 0.54540(19) 0.24013(18) 0.0294 1.0000 Uani .
C25 C 0.3675(3) 0.3151(2) 0.2152(3) 0.0620 1.0000 Uani .
C26 C 0.0035(2) 0.6930(2) 0.27690(19) 0.0378 1.0000 Uani .
C27 C -0.1112(3) 0.7209(3) 0.2761(2) 0.0518 1.0000 Uani .
H11 H 0.0723 0.6206 0.5843 0.0359 1.0000 Uiso R
H12 H 0.0056 0.6177 0.4806 0.0359 1.0000 Uiso R
H31 H 0.2042 0.5124 0.6523 0.0438 1.0000 Uiso R
H41 H 0.3027 0.3834 0.6419 0.0571 1.0000 Uiso R
H51 H 0.2909 0.3261 0.4983 0.0671 1.0000 Uiso R
H61 H 0.1780 0.3950 0.3666 0.0598 1.0000 Uiso R
H71 H 0.0810 0.5245 0.3759 0.0442 1.0000 Uiso R
H81 H 0.1107 0.7782 0.6093 0.0365 1.0000 Uiso R
H82 H 0.0066 0.7734 0.5225 0.0365 1.0000 Uiso R
H91 H 0.0699 0.9138 0.5177 0.0386 1.0000 Uiso R
H92 H 0.1927 0.8819 0.5447 0.0386 1.0000 Uiso R
H111 H 0.1932 1.0938 0.4556 0.0509 1.0000 Uiso R
H121 H 0.3705 1.1598 0.4875 0.0518 1.0000 Uiso R
H141 H 0.4552 0.9732 0.3341 0.0429 1.0000 Uiso R
H151 H 0.2817 0.9048 0.3052 0.0410 1.0000 Uiso R
H161 H 0.5491 1.1664 0.4705 0.0576 1.0000 Uiso R
H162 H 0.5442 1.1434 0.3712 0.0576 1.0000 Uiso R
H163 H 0.5985 1.0771 0.4502 0.0576 1.0000 Uiso R
H171 H 0.2865 0.7573 0.5777 0.0318 1.0000 Uiso R
H172 H 0.2732 0.6624 0.6126 0.0318 1.0000 Uiso R
H181 H 0.3996 0.6775 0.5213 0.0315 1.0000 Uiso R
H182 H 0.3175 0.5977 0.4971 0.0315 1.0000 Uiso R
H201 H 0.5071 0.5643 0.3823 0.0475 1.0000 Uiso R
H211 H 0.5166 0.4170 0.3362 0.0558 1.0000 Uiso R
H231 H 0.1992 0.4314 0.1682 0.0478 1.0000 Uiso R
H241 H 0.1870 0.5781 0.2166 0.0381 1.0000 Uiso R
H251 H 0.2985 0.2987 0.1713 0.0854 1.0000 Uiso R
H252 H 0.4252 0.3111 0.1883 0.0854 1.0000 Uiso R
H253 H 0.3834 0.2761 0.2663 0.0854 1.0000 Uiso R
H261 H 0.0145 0.7134 0.2221 0.0448 1.0000 Uiso R
H262 H 0.0063 0.6297 0.2787 0.0448 1.0000 Uiso R
H271 H -0.1659 0.6965 0.2241 0.0639 1.0000 Uiso R
H272 H -0.1157 0.7841 0.2736 0.0639 1.0000 Uiso R
H273 H -0.1239 0.7004 0.3303 0.0639 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Al 0.0645 0.0514 6.4202 3.0387 1.9002 0.7426 1.5936 31.5472 1.9646 85.0886
1.1151 'International Tables Vol C 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_publ_flag
N1 Al1 N2 87.15(9) yes
N1 Al1 N3 86.37(9) yes
N2 Al1 N3 116.26(10) yes
N1 Al1 C26 120.56(12) yes
N2 Al1 C26 114.64(12) yes
N3 Al1 C26 122.80(12) yes
N2 S1 O1 105.96(12) yes
N2 S1 O2 110.52(12) yes
O1 S1 O2 119.27(13) yes
N2 S1 C10 107.02(12) yes
O1 S1 C10 106.67(13) yes
O2 S1 C10 106.78(13) yes
N3 S2 O3 111.53(12) yes
N3 S2 O4 104.80(12) yes
O3 S2 O4 118.57(13) yes
N3 S2 C19 107.42(12) yes
O3 S2 C19 106.48(13) yes
O4 S2 C19 107.54(12) yes
Al1 N1 C1 118.71(15) yes
Al1 N1 C8 104.18(15) yes
C1 N1 C8 107.17(18) yes
Al1 N1 C17 104.79(14) yes
C1 N1 C17 111.7(2) yes
C8 N1 C17 109.84(19) yes
S1 N2 Al1 127.18(13) yes
S1 N2 C9 117.41(18) yes
Al1 N2 C9 115.21(17) yes
S2 N3 Al1 124.67(12) yes
S2 N3 C18 118.33(17) yes
Al1 N3 C18 116.93(15) yes
N1 C1 C2 114.8(2) yes
N1 C1 H11 108.1 no
C2 C1 H11 108.2 no
N1 C1 H12 108.1 no
C2 C1 H12 108.1 no
H11 C1 H12 109.5 no
C1 C2 C3 119.4(3) yes
C1 C2 C7 122.0(2) yes
C3 C2 C7 118.6(3) yes
C2 C3 C4 120.8(3) yes
C2 C3 H31 119.2 no
C4 C3 H31 120.1 no
C3 C4 C5 119.7(3) yes
C3 C4 H41 120.0 no
C5 C4 H41 120.2 no
C4 C5 C6 120.0(3) yes
C4 C5 H51 120.2 no
C6 C5 H51 119.8 no
C5 C6 C7 120.6(3) yes
C5 C6 H61 119.6 no
C7 C6 H61 119.8 no
C2 C7 C6 120.2(3) yes
C2 C7 H71 119.9 no
C6 C7 H71 119.9 no
N1 C8 C9 110.7(2) yes
N1 C8 H81 109.1 no
C9 C8 H81 109.4 no
N1 C8 H82 109.2 no
C9 C8 H82 108.9 no
H81 C8 H82 109.5 no
C8 C9 N2 106.2(2) yes
C8 C9 H91 110.6 no
N2 C9 H91 110.4 no
C8 C9 H92 110.1 no
N2 C9 H92 110.0 no
H91 C9 H92 109.5 no
S1 C10 C11 121.3(2) yes
S1 C10 C15 118.0(2) yes
C11 C10 C15 120.7(3) yes
C10 C11 C12 119.0(3) yes
C10 C11 H111 120.0 no
C12 C11 H111 120.9 no
C11 C12 C13 121.1(3) yes
C11 C12 H121 119.6 no
C13 C12 H121 119.3 no
C12 C13 C14 118.4(3) yes
C12 C13 C16 121.4(3) yes
C14 C13 C16 120.2(3) yes
C13 C14 C15 121.4(3) yes
C13 C14 H141 119.1 no
C15 C14 H141 119.5 no
C10 C15 C14 119.3(3) yes
C10 C15 H151 119.9 no
C14 C15 H151 120.8 no
C13 C16 H161 109.2 no
C13 C16 H162 109.5 no
H161 C16 H162 109.5 no
C13 C16 H163 109.5 no
H161 C16 H163 109.6 no
H162 C16 H163 109.6 no
N1 C17 C18 111.07(19) yes
N1 C17 H171 109.0 no
C18 C17 H171 108.8 no
N1 C17 H172 109.1 no
C18 C17 H172 109.5 no
H171 C17 H172 109.5 no
C17 C18 N3 106.6(2) yes
C17 C18 H181 110.7 no
N3 C18 H181 110.2 no
C17 C18 H182 110.0 no
N3 C18 H182 109.9 no
H181 C18 H182 109.5 no
S2 C19 C20 119.7(2) yes
S2 C19 C24 120.0(2) yes
C20 C19 C24 120.2(3) yes
C19 C20 C21 119.2(3) yes
C19 C20 H201 120.1 no
C21 C20 H201 120.6 no
C20 C21 C22 121.7(3) yes
C20 C21 H211 119.3 no
C22 C21 H211 119.0 no
C21 C22 C23 118.2(3) yes
C21 C22 C25 121.2(3) yes
C23 C22 C25 120.7(3) yes
C22 C23 C24 121.0(3) yes
C22 C23 H231 119.2 no
C24 C23 H231 119.8 no
C23 C24 C19 119.7(3) yes
C23 C24 H241 120.6 no
C19 C24 H241 119.7 no
C22 C25 H251 109.5 no
C22 C25 H252 109.8 no
H251 C25 H252 109.5 no
C22 C25 H253 109.1 no
H251 C25 H253 109.5 no
H252 C25 H253 109.5 no
Al1 C26 C27 114.6(2) yes
Al1 C26 H261 108.3 no
C27 C26 H261 108.6 no
Al1 C26 H262 108.0 no
C27 C26 H262 107.8 no
H261 C26 H262 109.5 no
C26 C27 H271 109.8 no
C26 C27 H272 108.9 no
H271 C27 H272 109.5 no
C26 C27 H273 109.7 no
H271 C27 H273 109.5 no
H272 C27 H273 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Al1 N1 2.023(2) yes
Al1 N2 1.864(2) yes
Al1 N3 1.858(2) yes
Al1 C26 1.940(3) yes
S1 N2 1.601(2) yes
S1 O1 1.444(2) yes
S1 O2 1.444(2) yes
S1 C10 1.774(3) yes
S2 N3 1.592(2) yes
S2 O3 1.440(2) yes
S2 O4 1.448(2) yes
S2 C19 1.767(3) yes
N1 C1 1.516(3) yes
N1 C8 1.504(3) yes
N1 C17 1.509(3) yes
N2 C9 1.475(3) yes
N3 C18 1.469(3) yes
C1 C2 1.499(4) yes
C1 H11 0.950 no
C1 H12 0.950 no
C2 C3 1.394(4) yes
C2 C7 1.392(4) yes
C3 C4 1.385(5) yes
C3 H31 0.950 no
C4 C5 1.379(5) yes
C4 H41 0.950 no
C5 C6 1.377(5) yes
C5 H51 0.950 no
C6 C7 1.382(4) yes
C6 H61 0.950 no
C7 H71 0.950 no
C8 C9 1.524(4) yes
C8 H81 0.950 no
C8 H82 0.950 no
C9 H91 0.950 no
C9 H92 0.950 no
C10 C11 1.381(4) yes
C10 C15 1.383(4) yes
C11 C12 1.400(4) yes
C11 H111 0.950 no
C12 C13 1.380(4) yes
C12 H121 0.950 no
C13 C14 1.393(4) yes
C13 C16 1.512(4) yes
C14 C15 1.381(4) yes
C14 H141 0.950 no
C15 H151 0.950 no
C16 H161 0.950 no
C16 H162 0.950 no
C16 H163 0.950 no
C17 C18 1.520(3) yes
C17 H171 0.950 no
C17 H172 0.950 no
C18 H181 0.950 no
C18 H182 0.950 no
C19 C20 1.389(4) yes
C19 C24 1.385(4) yes
C20 C21 1.387(5) yes
C20 H201 0.950 no
C21 C22 1.388(5) yes
C21 H211 0.950 no
C22 C23 1.394(4) yes
C22 C25 1.511(5) yes
C23 C24 1.390(4) yes
C23 H231 0.950 no
C24 H241 0.950 no
C25 H251 0.950 no
C25 H252 0.950 no
C25 H253 0.950 no
C26 C27 1.507(4) yes
C26 H261 0.950 no
C26 H262 0.950 no
C27 H271 0.950 no
C27 H272 0.950 no
C27 H273 0.950 no
