#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/45/2204538.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2204538 _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' _[local]_cod_cif_authors_sg_Hall 'P -2ybc' loop_ _publ_author_name 'Friedrich, Holger B.' 'Howie, R. Alan' 'Onani, Martin O.' _publ_section_title ; Tricarbonyl(3-carboxypropyl)(\h^5^-cyclopentadienyl)tungsten(II) ; _journal_issue 11 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first m1641 _journal_page_last 1643 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[W (C5 H5) (C4 H7 O2) (C O)3]' _chemical_formula_moiety 'C12 H12 O5 W' _chemical_formula_sum 'C12 H12 O5 W' _chemical_formula_weight 420.07 _chemical_name_systematic ; Tricarbonyl(3-carboxypropyl)(\h^5^-cyclopentadienyl)tungsten(II) ; _symmetry_cell_setting monoclinic _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 102.800(15) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 14.265(2) _cell_length_b 8.1540(11) _cell_length_c 11.229(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 12.2 _cell_measurement_theta_min 11.8 _cell_volume 1273.7(3) _computing_cell_refinement CAD-4/PC _computing_data_collection 'CAD-4/PC (Enraf-Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Enraf--Nonius CAD-4' _diffrn_measurement_method \w-2\q _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 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 5154 _diffrn_reflns_theta_full 24.98 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_min 2.90 _diffrn_standards_decay_% 7 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 9.079 _exptl_absorpt_correction_T_max 0.066 _exptl_absorpt_correction_T_min 0.011 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details '(DIFABS; Walker & Stuart, 1983)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_description rhomb _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 1.002 _refine_diff_density_min -1.170 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 164 _refine_ls_number_reflns 2241 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0261 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w= 1/[\s^2^(Fo^2^)+(0.0482P)^2^+0.7777P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.0716 _reflns_number_gt 2053 _reflns_number_total 2241 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file lh6288.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 5 -7 -1 5 3 1 7 -2 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' 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol W1 0.800314(12) 0.48662(2) 0.141360(15) 0.03491(11) Uani d . 1 W O1 0.8107(2) 0.1070(5) 0.1116(3) 0.0607(9) Uani d . 1 O O2 0.9002(3) 0.4342(6) -0.0773(4) 0.0759(11) Uani d . 1 O O3 0.6469(3) 0.6263(5) -0.0757(3) 0.0655(9) Uani d . 1 O O4 0.4419(2) 0.3506(5) 0.3892(3) 0.0621(9) Uani d . 1 O H4 0.4325 0.4221 0.4365 0.093 Uiso calc R 1 H O5 0.5900(3) 0.4493(5) 0.4377(3) 0.0567(8) Uani d . 1 O C1 0.8043(3) 0.2463(6) 0.1213(4) 0.0394(9) Uani d . 1 C C2 0.8645(4) 0.4546(7) 0.0031(5) 0.0523(12) Uani d . 1 C C3 0.7026(3) 0.5712(6) 0.0022(4) 0.0465(10) Uani d . 1 C C4 0.6532(3) 0.3944(5) 0.1705(4) 0.0408(9) Uani d . 1 C H4A 0.6202 0.4871 0.1966 0.049 Uiso calc R 1 H H4B 0.6154 0.3596 0.0918 0.049 Uiso calc R 1 H C5 0.6527(3) 0.2565(5) 0.2599(4) 0.0439(10) Uani d . 1 C H5A 0.7003 0.2791 0.3343 0.053 Uiso calc R 1 H H5B 0.6710 0.1555 0.2254 0.053 Uiso calc R 1 H C6 0.5543(3) 0.2328(5) 0.2916(4) 0.0471(10) Uani d . 1 C H6A 0.5050 0.2374 0.2167 0.057 Uiso calc R 1 H H6B 0.5522 0.1243 0.3263 0.057 Uiso calc R 1 H C7 0.5312(3) 0.3564(5) 0.3790(4) 0.0425(9) Uani d . 1 C C8 0.8027(4) 0.7247(6) 0.2584(4) 0.0564(12) Uani d . 1 C H8 0.7539 0.8020 0.2378 0.068 Uiso calc R 1 H C9 0.8052(3) 0.5954(6) 0.3390(4) 0.0512(11) Uani d . 1 C H9 0.7585 0.5715 0.3825 0.061 Uiso calc R 1 H C10 0.8902(5) 0.5065(5) 0.3438(6) 0.0542(15) Uani d . 1 C H10 0.9095 0.4135 0.3907 0.065 Uiso calc R 1 H C11 0.9411(3) 0.5829(7) 0.2652(5) 0.0563(12) Uani d . 1 C H11 0.9998 0.5488 0.2510 0.068 Uiso calc R 1 H C12 0.8885(4) 0.7185(6) 0.2124(5) 0.0584(12) Uani d . 1 C H12 0.9059 0.7914 0.1574 0.070 Uiso calc R 1 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 W1 0.03475(17) 0.03509(14) 0.03487(16) 0.00048(5) 0.00766(11) -0.00016(5) O1 0.063(2) 0.047(2) 0.072(2) 0.0105(16) 0.0141(17) -0.0033(17) O2 0.078(3) 0.096(3) 0.066(2) -0.004(3) 0.044(2) -0.008(2) O3 0.064(2) 0.071(2) 0.055(2) 0.0085(19) -0.0007(17) 0.0166(18) O4 0.0410(18) 0.081(3) 0.068(2) -0.0133(17) 0.0219(16) -0.0192(19) O5 0.0394(19) 0.072(2) 0.060(2) -0.0114(18) 0.0157(17) -0.016(2) C1 0.031(2) 0.040(3) 0.046(2) 0.0026(16) 0.0054(17) -0.0030(17) C2 0.052(3) 0.054(3) 0.053(3) -0.003(2) 0.017(3) -0.001(2) C3 0.053(3) 0.043(2) 0.045(2) 0.000(2) 0.014(2) 0.001(2) C4 0.035(2) 0.049(2) 0.038(2) -0.0004(18) 0.0072(17) 0.0001(18) C5 0.042(2) 0.041(2) 0.050(2) 0.0016(18) 0.014(2) 0.0023(19) C6 0.045(2) 0.043(2) 0.053(2) -0.0043(19) 0.012(2) 0.0041(19) C7 0.038(2) 0.048(2) 0.042(2) -0.0002(19) 0.0117(18) 0.0103(19) C8 0.063(3) 0.041(2) 0.061(3) 0.001(2) 0.004(2) -0.012(2) C9 0.054(3) 0.057(3) 0.043(2) -0.007(2) 0.011(2) -0.014(2) C10 0.059(4) 0.057(3) 0.042(3) -0.001(2) 0.001(3) -0.0020(18) C11 0.039(2) 0.070(3) 0.056(3) -0.010(2) 0.000(2) -0.008(3) C12 0.062(3) 0.046(3) 0.064(3) -0.022(2) 0.006(2) -0.004(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag W1 Cg1 2.012(2) y W1 C1 1.975(5) y W1 C2 1.986(5) y W1 C3 1.974(5) y W1 C11 2.312(4) ? W1 C12 2.313(4) ? W1 C4 2.319(4) y W1 C8 2.340(4) ? W1 C10 2.355(6) ? W1 C9 2.376(4) ? O1 C1 1.147(6) y O2 C2 1.143(6) y O3 C3 1.135(5) y O4 C7 1.305(5) y O4 H4 0.8200 ? O5 C7 1.211(5) y C4 C5 1.509(6) y C4 H4A 0.9700 ? C4 H4B 0.9700 ? C5 C6 1.535(5) y C5 H5A 0.9700 ? C5 H5B 0.9700 ? C6 C7 1.494(6) y C6 H6A 0.9700 ? C6 H6B 0.9700 ? C8 C9 1.385(7) ? C8 C12 1.431(7) ? C8 H8 0.9300 ? C9 C10 1.403(8) ? C9 H9 0.9300 ? C10 C11 1.406(8) ? C10 H10 0.9300 ? C11 C12 1.392(7) ? C11 H11 0.9300 ? C12 H12 0.9300 ? 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 Cg1 W1 C1 129.02(15) y Cg1 W1 C2 118.89(18) y Cg1 W1 C3 123.62(16) y Cg1 W1 C4 110.12(13) y C1 W1 C2 75.58(19) y C1 W1 C3 106.84(18) y C1 W1 C4 75.15(16) y C2 W1 C3 78.1(2) y C2 W1 C4 130.95(19) y C3 W1 C4 73.91(17) y C3 W1 C11 136.4(2) ? C1 W1 C11 111.26(19) ? C2 W1 C11 91.5(2) ? C3 W1 C12 102.8(2) ? C1 W1 C12 145.43(17) ? C2 W1 C12 93.8(2) ? C11 W1 C12 35.04(19) ? C11 W1 C4 135.87(17) ? C12 W1 C4 131.05(18) ? C3 W1 C8 94.28(18) ? C1 W1 C8 152.86(17) ? C2 W1 C8 126.6(2) ? C11 W1 C8 58.51(19) ? C12 W1 C8 35.81(18) ? C4 W1 C8 95.24(17) ? C3 W1 C10 151.43(19) ? C1 W1 C10 98.92(16) ? C2 W1 C10 121.1(2) ? C11 W1 C10 35.1(2) ? C12 W1 C10 58.17(18) ? C4 W1 C10 101.69(19) ? C8 W1 C10 57.57(17) ? C3 W1 C9 118.59(18) ? C1 W1 C9 118.74(17) ? C2 W1 C9 148.82(19) ? C11 W1 C9 57.98(17) ? C12 W1 C9 58.12(18) ? C4 W1 C9 80.20(16) ? C8 W1 C9 34.14(17) ? C10 W1 C9 34.51(19) ? C7 O4 H4 109.5 ? O1 C1 W1 177.1(4) ? O2 C2 W1 178.8(5) ? O3 C3 W1 177.1(4) ? C5 C4 W1 118.3(3) ? C5 C4 H4A 107.7 ? W1 C4 H4A 107.7 ? C5 C4 H4B 107.7 ? W1 C4 H4B 107.7 ? H4A C4 H4B 107.1 ? C4 C5 C6 112.8(3) ? C4 C5 H5A 109.0 ? C6 C5 H5A 109.0 ? C4 C5 H5B 109.0 ? C6 C5 H5B 109.0 ? H5A C5 H5B 107.8 ? C7 C6 C5 114.5(4) ? C7 C6 H6A 108.6 ? C5 C6 H6A 108.6 ? C7 C6 H6B 108.6 ? C5 C6 H6B 108.6 ? H6A C6 H6B 107.6 ? O5 C7 O4 123.2(4) ? O5 C7 C6 123.5(4) ? O4 C7 C6 113.3(4) ? C9 C8 C12 108.0(5) ? C9 C8 W1 74.4(3) ? C12 C8 W1 71.1(3) ? C9 C8 H8 126.0 ? C12 C8 H8 126.0 ? W1 C8 H8 120.4 ? C8 C9 C10 108.3(5) ? C8 C9 W1 71.5(3) ? C10 C9 W1 71.9(3) ? C8 C9 H9 125.8 ? C10 C9 H9 125.8 ? W1 C9 H9 122.4 ? C9 C10 C11 108.0(5) ? C9 C10 W1 73.6(3) ? C11 C10 W1 70.8(3) ? C9 C10 H10 126.0 ? C11 C10 H10 126.0 ? W1 C10 H10 121.3 ? C12 C11 C10 108.4(5) ? C12 C11 W1 72.5(3) ? C10 C11 W1 74.1(3) ? C12 C11 H11 125.8 ? C10 C11 H11 125.8 ? W1 C11 H11 119.4 ? C11 C12 C8 107.3(5) ? C11 C12 W1 72.5(3) ? C8 C12 W1 73.1(3) ? C11 C12 H12 126.4 ? C8 C12 H12 126.4 ? W1 C12 H12 119.9 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C1 W1 C4 C5 50.8(3) y C2 W1 C4 C5 106.0(4) y C3 W1 C4 C5 163.7(4) y W1 C4 C5 C6 167.4(3) y C4 C5 C6 O4 -67.5(6) y C4 C5 C6 O5 -82.2(3) y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O4 H4 O5 3_666 0.82 1.84 2.653(5) 169 _cod_database_code 2204538 _journal_paper_doi 10.1107/S1600536804025371