# Copyright The Royal Society of Chemistry, 1998
# CCDC Number: 440/075
# Paper ref. number: 8/04916E
# CIF-file generated for Compound 3
#==============================================================================
data_global
#==============================================================================
# 0. AUDIT DETAILS
_audit_creation_date 26-Mar-98
_audit_creation_method 'PLATON
option'
_audit_update_record
;
29-MAR-98 Updated by the Author M.S
;
#===============================================================================
# 1. SUBMISSION DETAILS
_publ_contact_author
# Name and address of author for X-ray correspondence
;
Dipl. Chem. Michael Spiegler
Anorganisch-chemisches Institut der
Technischen Universit\"at M\"unchen
Lichtenbergstrasse 4
D-85747 Garching bei M\"unchen
;
_publ_contact_author_email
'spiegler@trillian.anorg.chemie.tu-muenchen.de'
_publ_contact_author_fax '089 289 13473'
_publ_contact_author_phone '089 289 14378'
_publ_requested_journal 'Chemical Communications'
_publ_requested_coeditor_name ?
_publ_contact_letter # Include date of submission
;
Date of submission ?
;
#===============================================================================
# 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY)
_journal_date_recd_electronic ?
_journal_date_to_coeditor ?
_journal_date_from_coeditor ?
_journal_date_accepted ?
_journal_date_printers_first ?
_journal_date_printers_final ?
_journal_date_proofs_out ?
_journal_date_proofs_in ?
_journal_coeditor_name ?
_journal_coeditor_code ?
_journal_coeditor_notes
; ?
;
_journal_techeditor_code ?
_journal_techeditor_notes
; ?
;
_journal_coden_ASTM ?
_journal_name_full ?
_journal_year ?
_journal_volume ?
_journal_issue ?
_journal_page_first ?
_journal_page_last ?
_journal_suppl_publ_number ?
_journal_suppl_publ_pages ?
#===============================================================================
# 3. TITLE AND AUTHOR LIST
_publ_section_title
;
First tungsten complexes with 2'-pyridylalcoholate ligands: synthesis,
structure
and application as novel epoxidation catalysts
;
# The loop structure below should contain the names and adresses of all
# authors, in the required order of publication. Repeat as necessary.
loop_
_publ_author_name
_publ_author_address
'Herrmann W. A.'
;
Anorganisch-chemisches Institut der
Technischen Universit\"at M\"unchen
Lichtenbergstrasse 4
D-85747 Garching bei M\"unchen
;
'Fridgen J.'
;
Anorganisch-chemisches Institut der
Technischen Universit\"at M\"unchen
Lichtenbergstrasse 4
D-85747 Garching bei M\"unchen
;
'Lobmaier G. M.'
;
Anorganisch-chemisches Institut der
Technischen Universit\"at M\"unchen
Lichtenbergstrasse 4
D-85747 Garching bei M\"unchen
;
'Spiegler M.'
;
Anorganisch-chemisches Institut der
Technischen Universit\"at M\"unchen
Lichtenbergstrasse 4
D-85747 Garching bei M\"unchen
;
data_compound3
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_formula_moiety ?
_chemical_formula_sum
'C16 H20 N2 O4 W'
_chemical_formula_weight 488.19
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'
'W' 'W' -0.8490 6.8722
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 14.6650(5)
_cell_length_b 14.5373(7)
_cell_length_c 17.1010(6)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 3645.8(3)
_cell_formula_units_Z 8
_cell_measurement_temperature 193
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description ?
_exptl_crystal_colour ?
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.779
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1888
_exptl_absorpt_coefficient_mu 6.356
_exptl_absorpt_correction_type ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 193
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'NONIUS FR 591 rotating anode'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type ?
_diffrn_measurement_method ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 24596
_diffrn_reflns_av_R_equivalents 0.0542
_diffrn_reflns_av_sigmaI/netI 0.0273
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_theta_min 4.97
_diffrn_reflns_theta_max 25.65
_reflns_number_total 3410
_reflns_number_gt 2731
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'IPDS (STOE)'
_computing_cell_refinement 'IPDS (STOE)'
_computing_data_reduction 'IPDS (STOE)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'PLATON (Spek, 1990)'
_computing_publication_material 'PLATON (Spek, 1990)'
_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 w=1/[\s^2^(Fo^2^)+(0.0359P)^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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3410
_refine_ls_number_parameters 288
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0328
_refine_ls_R_factor_gt 0.0217
_refine_ls_wR_factor_ref 0.0539
_refine_ls_wR_factor_gt 0.0509
_refine_ls_goodness_of_fit_ref 0.954
_refine_ls_restrained_S_all 0.954
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
W W 0.080952(9) 0.399986(9) 0.160714(8) 0.02129(7) Uani 1 d . . .
O4 O 0.09651(19) 0.40526(17) 0.26147(17) 0.0338(6) Uani 1 d . . .
O3 O 0.14955(17) 0.48457(18) 0.12136(18) 0.0357(6) Uani 1 d . . .
O1 O 0.15290(17) 0.28963(18) 0.14711(14) 0.0287(6) Uani 1 d . . .
O2 O -0.03199(16) 0.46498(16) 0.14567(14) 0.0233(5) Uani 1 d . . .
N1 N 0.05506(19) 0.34422(19) 0.03419(17) 0.0226(6) Uani 1 d . . .
N2 N -0.0407(2) 0.2962(2) 0.18060(17) 0.0229(6) Uani 1 d . . .
C11 C 0.1141(3) 0.2783(2) 0.0129(2) 0.0284(8) Uani 1 d . . .
C12 C 0.1095(3) 0.2382(3) -0.0609(3) 0.0402(10) Uani 1 d . . .
H12 H 0.155(3) 0.197(3) -0.077(2) 0.033(11) Uiso 1 d . . .
C13 C 0.0436(4) 0.2664(3) -0.1124(3) 0.0427(11) Uani 1 d . . .
H13 H 0.046(4) 0.244(3) -0.164(3) 0.048(13) Uiso 1 d . . .
C14 C -0.0158(3) 0.3352(3) -0.0912(2) 0.0311(9) Uani 1 d . . .
H14 H -0.059(3) 0.353(3) -0.120(3) 0.035(12) Uiso 1 d . . .
C15 C -0.0084(2) 0.3724(2) -0.0175(2) 0.0254(8) Uani 1 d . . .
H15 H -0.046(3) 0.422(3) -0.003(2) 0.030(11) Uiso 1 d . . .
C1 C 0.1855(3) 0.2559(3) 0.0740(2) 0.0346(10) Uani 1 d . . .
C4 C 0.2006(5) 0.1526(4) 0.0822(3) 0.0513(14) Uani 1 d . . .
H4A H 0.243(4) 0.141(4) 0.120(4) 0.058(15) Uiso 1 d . . .
H4B H 0.145(4) 0.120(3) 0.100(3) 0.043(14) Uiso 1 d . . .
H4C H 0.221(3) 0.125(3) 0.039(3) 0.045(14) Uiso 1 d . . .
C3 C 0.2736(3) 0.3054(5) 0.0533(4) 0.0564(14) Uani 1 d . . .
H3A H 0.322(4) 0.305(4) 0.087(3) 0.071(17) Uiso 1 d . . .
H3B H 0.300(4) 0.280(4) 0.007(4) 0.068(17) Uiso 1 d . . .
H3C H 0.266(4) 0.370(5) 0.051(3) 0.067(18) Uiso 1 d . . .
C21 C -0.1213(2) 0.3383(2) 0.1885(2) 0.0242(8) Uani 1 d . . .
C22 C -0.2005(3) 0.2902(3) 0.2067(3) 0.0361(9) Uani 1 d . . .
H22 H -0.255(3) 0.322(3) 0.209(3) 0.048(13) Uiso 1 d . . .
C23 C -0.1939(3) 0.1949(3) 0.2164(3) 0.0434(11) Uani 1 d . . .
H23 H -0.250(3) 0.160(3) 0.229(3) 0.045(13) Uiso 1 d . . .
C24 C -0.1118(3) 0.1522(3) 0.2081(3) 0.0396(10) Uani 1 d . . .
H24 H -0.104(3) 0.089(3) 0.211(3) 0.050(14) Uiso 1 d . . .
C25 C -0.0359(3) 0.2049(3) 0.1904(2) 0.0307(8) Uani 1 d . . .
H25 H 0.019(3) 0.178(3) 0.184(2) 0.022(10) Uiso 1 d . . .
C2 C -0.1180(2) 0.4421(3) 0.1789(2) 0.0266(8) Uani 1 d . . .
C6 C -0.1932(3) 0.4768(3) 0.1234(3) 0.0385(10) Uani 1 d . . .
H6A H -0.190(3) 0.544(4) 0.119(3) 0.053(14) Uiso 1 d . . .
H6B H -0.187(3) 0.449(3) 0.074(3) 0.033(11) Uiso 1 d . . .
H6C H -0.258(3) 0.461(2) 0.1481(19) 0.018(9) Uiso 1 d . . .
C5 C -0.1266(3) 0.4881(3) 0.2592(3) 0.0380(10) Uani 1 d . . .
H5A H -0.114(4) 0.555(4) 0.259(3) 0.066(16) Uiso 1 d . . .
H5B H -0.184(3) 0.476(3) 0.281(3) 0.045(13) Uiso 1 d . . .
H5C H -0.078(3) 0.470(3) 0.291(2) 0.025(10) Uiso 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
W 0.01964(9) 0.01726(9) 0.02697(10) 0.00037(6) -0.00314(6) 0.00062(5)
O4 0.0374(15) 0.0309(14) 0.0331(16) -0.0041(12) -0.0080(12) 0.0032(12)
O3 0.0256(13) 0.0281(14) 0.0533(18) 0.0046(13) -0.0032(13) -0.0033(11)
O1 0.0288(13) 0.0300(14) 0.0274(15) 0.0007(12) -0.0045(10) 0.0099(11)
O2 0.0213(13) 0.0164(11) 0.0322(15) 0.0003(10) -0.0006(10) 0.0015(10)
N1 0.0233(14) 0.0193(14) 0.0252(17) 0.0031(13) 0.0024(12) 0.0023(11)
N2 0.0312(15) 0.0168(13) 0.0206(16) -0.0001(12) -0.0012(12) -0.0017(13)
C11 0.0329(19) 0.0247(18) 0.028(2) 0.0053(16) 0.0061(16) 0.0070(15)
C12 0.056(3) 0.033(2) 0.032(2) -0.0030(18) 0.008(2) 0.016(2)
C13 0.066(3) 0.039(2) 0.023(2) -0.0013(19) 0.002(2) 0.005(2)
C14 0.038(2) 0.026(2) 0.029(2) 0.0067(17) -0.0059(18) -0.0015(17)
C15 0.0276(18) 0.0179(15) 0.031(2) 0.0062(16) -0.0029(16) -0.0004(14)
C1 0.034(2) 0.038(2) 0.031(2) 0.0019(19) 0.0033(17) 0.0156(18)
C4 0.070(4) 0.045(3) 0.039(3) -0.002(2) -0.001(3) 0.037(3)
C3 0.031(3) 0.081(4) 0.058(3) -0.001(3) 0.007(2) 0.016(3)
C21 0.0253(18) 0.0237(17) 0.0235(18) -0.0071(16) -0.0001(14) -0.0010(15)
C22 0.032(2) 0.040(2) 0.037(2) -0.006(2) 0.0072(18) -0.0083(19)
C23 0.052(3) 0.042(2) 0.037(2) -0.001(2) 0.007(2) -0.026(2)
C24 0.061(3) 0.024(2) 0.034(2) 0.0008(18) 0.001(2) -0.012(2)
C25 0.042(2) 0.0207(17) 0.029(2) -0.0017(17) -0.0024(17) 0.0013(18)
C2 0.0207(17) 0.0266(18) 0.033(2) -0.0077(16) -0.0020(15) 0.0018(15)
C6 0.031(2) 0.036(2) 0.048(3) -0.006(2) -0.012(2) 0.0110(18)
C5 0.037(3) 0.038(2) 0.039(3) -0.019(2) 0.000(2) 0.004(2)
;
_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
W O3 1.725(3) . ?
W O4 1.740(3) . ?
W O2 1.924(2) . ?
W O1 1.934(2) . ?
W N1 2.342(3) . ?
W N2 2.361(3) . ?
O1 C1 1.426(5) . ?
O2 C2 1.422(5) . ?
N1 C11 1.342(5) . ?
N1 C15 1.347(5) . ?
N2 C21 1.338(5) . ?
N2 C25 1.340(5) . ?
C11 C12 1.392(6) . ?
C11 C1 1.515(5) . ?
C12 C13 1.370(7) . ?
C12 H12 0.94(4) . ?
C13 C14 1.375(6) . ?
C13 H13 0.94(5) . ?
C14 C15 1.376(6) . ?
C14 H14 0.84(5) . ?
C15 H15 0.94(4) . ?
C1 C3 1.520(7) . ?
C1 C4 1.524(6) . ?
C4 H4A 0.91(6) . ?
C4 H4B 0.99(5) . ?
C4 H4C 0.90(5) . ?
C3 H3A 0.91(6) . ?
C3 H3B 0.95(6) . ?
C3 H3C 0.95(6) . ?
C21 C22 1.391(5) . ?
C21 C2 1.520(5) . ?
C22 C23 1.398(6) . ?
C22 H22 0.92(5) . ?
C23 C24 1.362(7) . ?
C23 H23 0.99(5) . ?
C24 C25 1.385(6) . ?
C24 H24 0.93(5) . ?
C25 H25 0.90(4) . ?
C2 C5 1.532(6) . ?
C2 C6 1.540(6) . ?
C6 H6A 0.98(5) . ?
C6 H6B 0.94(5) . ?
C6 H6C 1.07(4) . ?
C5 H5A 0.99(6) . ?
C5 H5B 0.94(5) . ?
C5 H5C 0.93(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
_geom_angle_publ_flag
O3 W O4 106.17(14) . . ?
O3 W O2 95.72(11) . . ?
O4 W O2 102.93(11) . . ?
O3 W O1 103.07(12) . . ?
O4 W O1 94.83(11) . . ?
O2 W O1 149.41(10) . . ?
O3 W N1 88.90(12) . . ?
O4 W N1 162.11(11) . . ?
O2 W N1 84.65(10) . . ?
O1 W N1 71.95(10) . . ?
O3 W N2 162.20(12) . . ?
O4 W N2 89.12(12) . . ?
O2 W N2 71.50(10) . . ?
O1 W N2 84.23(10) . . ?
N1 W N2 77.84(10) . . ?
C1 O1 W 125.0(2) . . ?
C2 O2 W 126.5(2) . . ?
C11 N1 C15 119.0(3) . . ?
C11 N1 W 113.2(2) . . ?
C15 N1 W 127.8(2) . . ?
C21 N2 C25 119.1(3) . . ?
C21 N2 W 113.0(2) . . ?
C25 N2 W 127.7(3) . . ?
N1 C11 C12 120.9(4) . . ?
N1 C11 C1 114.3(3) . . ?
C12 C11 C1 124.7(3) . . ?
C13 C12 C11 119.5(4) . . ?
C13 C12 H12 120(2) . . ?
C11 C12 H12 120(2) . . ?
C12 C13 C14 119.7(4) . . ?
C12 C13 H13 119(3) . . ?
C14 C13 H13 121(3) . . ?
C13 C14 C15 118.5(4) . . ?
C13 C14 H14 123(3) . . ?
C15 C14 H14 118(3) . . ?
N1 C15 C14 122.5(4) . . ?
N1 C15 H15 118(3) . . ?
C14 C15 H15 120(3) . . ?
O1 C1 C11 107.4(3) . . ?
O1 C1 C3 109.1(4) . . ?
C11 C1 C3 109.0(4) . . ?
O1 C1 C4 107.8(4) . . ?
C11 C1 C4 112.0(4) . . ?
C3 C1 C4 111.4(4) . . ?
C1 C4 H4A 110(3) . . ?
C1 C4 H4B 112(3) . . ?
H4A C4 H4B 105(4) . . ?
C1 C4 H4C 114(3) . . ?
H4A C4 H4C 106(4) . . ?
H4B C4 H4C 109(4) . . ?
C1 C3 H3A 120(4) . . ?
C1 C3 H3B 111(3) . . ?
H3A C3 H3B 102(5) . . ?
C1 C3 H3C 113(3) . . ?
H3A C3 H3C 96(5) . . ?
H3B C3 H3C 113(5) . . ?
N2 C21 C22 122.1(3) . . ?
N2 C21 C2 114.5(3) . . ?
C22 C21 C2 123.4(3) . . ?
C21 C22 C23 117.8(4) . . ?
C21 C22 H22 118(3) . . ?
C23 C22 H22 124(3) . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 122(2) . . ?
C22 C23 H23 118(2) . . ?
C23 C24 C25 118.8(4) . . ?
C23 C24 H24 124(3) . . ?
C25 C24 H24 117(3) . . ?
N2 C25 C24 122.2(4) . . ?
N2 C25 H25 117(2) . . ?
C24 C25 H25 120(2) . . ?
O2 C2 C21 107.7(3) . . ?
O2 C2 C5 109.3(3) . . ?
C21 C2 C5 109.5(3) . . ?
O2 C2 C6 108.2(3) . . ?
C21 C2 C6 111.6(3) . . ?
C5 C2 C6 110.5(3) . . ?
C2 C6 H6A 110(3) . . ?
C2 C6 H6B 110(3) . . ?
H6A C6 H6B 110(4) . . ?
C2 C6 H6C 109.0(19) . . ?
H6A C6 H6C 107(3) . . ?
H6B C6 H6C 110(3) . . ?
C2 C5 H5A 114(3) . . ?
C2 C5 H5B 111(3) . . ?
H5A C5 H5B 111(4) . . ?
C2 C5 H5C 109(2) . . ?
H5A C5 H5C 98(4) . . ?
H5B C5 H5C 114(4) . . ?
_diffrn_measured_fraction_theta_max 0.886
_diffrn_reflns_theta_full 25.65
_diffrn_measured_fraction_theta_full 0.886
_refine_diff_density_max 1.631
_refine_diff_density_min -1.421
_refine_diff_density_rms 0.108
# End of Crystallographic Information File