# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_p10adb1 _database_code_depnum_ccdc_archive 'CCDC 929477' #TrackingRef 'CCDC 929477.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H8 Mo O7 P' _chemical_formula_weight 295.01 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' P P 0.1023 0.0942 '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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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' _cell_length_a 20.8424(8) _cell_length_b 10.6114(3) _cell_length_c 9.0023(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.686(4) _cell_angle_gamma 90.00 _cell_volume 1850.09(12) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3664 _cell_measurement_theta_min 2.9652 _cell_measurement_theta_max 29.8955 _exptl_crystal_description colorless _exptl_crystal_colour needle _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.118 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 1.595 _exptl_absorpt_correction_T_min 0.94878 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6442 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2111 _reflns_number_gt 1628 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick 1990)' _computing_structure_refinement 'SHELXL-97/2 (Sheldrick 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick 1997)' _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. Hydrogen atoms in waters were located and refined subject to being at a distance of 0.98\%A from the parent oxygen atoms. There is some evidence of disorder in the position of H7B which has not been modelled. This does, however, account for a short D-H...H-D contact involving the hydrogen atom assigned to this position. ; _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^)+(0.0180P)^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 2111 _refine_ls_number_parameters 134 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0200 _refine_ls_wR_factor_ref 0.0415 _refine_ls_wR_factor_gt 0.0405 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.945 _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_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 Mo1 Mo 0.234979(11) 0.64842(2) 0.23633(2) 0.01014(6) Uani 1 1 d . . . O7 O 0.07753(13) 0.3995(2) 0.2668(3) 0.0420(6) Uani 1 1 d D . . P1 P 0.30926(3) 0.40483(6) 0.46108(7) 0.00912(14) Uani 1 1 d . . . O1 O 0.28788(9) 0.48925(15) 0.31163(18) 0.0123(4) Uani 1 1 d . . . O2 O 0.25240(8) 0.39868(16) 0.52653(18) 0.0116(4) Uani 1 1 d . . . O3 O 0.32819(9) 0.27471(16) 0.41328(19) 0.0127(4) Uani 1 1 d . . . O4 O 0.30311(9) 0.74517(16) 0.31522(19) 0.0176(4) Uani 1 1 d . . . O5 O 0.19577(9) 0.64821(17) 0.3709(2) 0.0213(4) Uani 1 1 d . . . O6 O 0.14800(9) 0.50822(17) 0.0937(2) 0.0174(4) Uani 1 1 d D . . C1 C 0.38574(13) 0.4670(3) 0.6088(3) 0.0177(6) Uani 1 1 d . . . H1A H 0.3747 0.5497 0.6446 0.021 Uiso 1 1 calc R . . H1B H 0.4005 0.4099 0.7024 0.021 Uiso 1 1 calc R . . C2 C 0.44542(13) 0.4840(3) 0.5530(3) 0.0164(6) Uani 1 1 d . . . C3 C 0.46654(13) 0.6033(3) 0.5299(3) 0.0183(6) Uani 1 1 d . . . H3 H 0.4436 0.6750 0.5500 0.022 Uiso 1 1 calc R . . C4 C 0.52076(13) 0.6198(3) 0.4780(3) 0.0186(6) Uani 1 1 d . . . H4 H 0.5349 0.7025 0.4634 0.022 Uiso 1 1 calc R . . H6A H 0.1209(16) 0.466(3) 0.147(4) 0.070(12) Uiso 1 1 d D . . H6B H 0.165(2) 0.438(2) 0.049(5) 0.084(14) Uiso 1 1 d D . . H7B H 0.0372(15) 0.454(4) 0.239(5) 0.100(18) Uiso 1 1 d D . . H7A H 0.100(2) 0.427(5) 0.378(2) 0.115(18) Uiso 1 1 d 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 Mo1 0.01322(11) 0.00884(10) 0.01016(10) -0.00049(10) 0.00641(7) 0.00029(11) O7 0.0416(16) 0.0539(17) 0.0289(12) 0.0035(12) 0.0113(11) -0.0159(13) P1 0.0097(3) 0.0100(3) 0.0082(3) 0.0005(3) 0.0039(2) -0.0024(3) O1 0.0150(9) 0.0114(10) 0.0125(8) 0.0031(7) 0.0075(7) 0.0022(7) O2 0.0105(9) 0.0138(9) 0.0114(8) 0.0005(7) 0.0050(7) -0.0012(7) O3 0.0128(9) 0.0095(10) 0.0165(9) 0.0001(7) 0.0062(7) -0.0016(8) O4 0.0198(11) 0.0135(10) 0.0162(9) -0.0005(7) 0.0028(8) -0.0015(8) O5 0.0284(11) 0.0206(10) 0.0216(9) -0.0006(9) 0.0170(8) 0.0030(10) O6 0.0155(10) 0.0160(11) 0.0223(10) -0.0007(8) 0.0088(8) -0.0017(8) C1 0.0132(14) 0.0288(17) 0.0112(12) -0.0046(11) 0.0048(10) -0.0069(12) C2 0.0094(13) 0.0282(17) 0.0088(12) -0.0045(11) 0.0000(10) -0.0075(12) C3 0.0122(14) 0.0238(15) 0.0173(13) -0.0058(11) 0.0037(11) -0.0032(11) C4 0.0152(14) 0.0211(17) 0.0184(13) -0.0017(11) 0.0047(11) -0.0078(11) _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 Mo1 O4 1.6821(17) . ? Mo1 O5 1.6931(15) . ? Mo1 O1 1.9940(17) . ? Mo1 O3 2.0082(17) 4 ? Mo1 O2 2.1109(15) 6_565 ? Mo1 O6 2.3299(18) . ? O7 H7B 0.976(5) . ? O7 H7A 0.977(5) . ? P1 O2 1.5073(17) . ? P1 O1 1.5389(16) . ? P1 O3 1.5403(18) . ? P1 C1 1.783(3) . ? O2 Mo1 2.1109(15) 6_566 ? O3 Mo1 2.0082(17) 4_545 ? O6 H6A 0.976(5) . ? O6 H6B 0.975(5) . ? C1 C2 1.515(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.381(4) . ? C2 C4 1.391(4) 5_666 ? C3 C4 1.384(4) . ? C3 H3 0.9500 . ? C4 C2 1.390(4) 5_666 ? C4 H4 0.9500 . ? 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 O4 Mo1 O5 104.72(8) . . ? O4 Mo1 O1 95.68(8) . . ? O5 Mo1 O1 96.21(8) . . ? O4 Mo1 O3 96.77(8) . 4 ? O5 Mo1 O3 96.35(8) . 4 ? O1 Mo1 O3 159.46(6) . 4 ? O4 Mo1 O2 97.17(7) . 6_565 ? O5 Mo1 O2 158.11(8) . 6_565 ? O1 Mo1 O2 81.21(6) . 6_565 ? O3 Mo1 O2 81.08(6) 4 6_565 ? O4 Mo1 O6 170.39(7) . . ? O5 Mo1 O6 84.87(7) . . ? O1 Mo1 O6 82.32(7) . . ? O3 Mo1 O6 82.69(7) 4 . ? O2 Mo1 O6 73.25(6) 6_565 . ? H7B O7 H7A 97(4) . . ? O2 P1 O1 110.58(10) . . ? O2 P1 O3 112.95(9) . . ? O1 P1 O3 107.39(9) . . ? O2 P1 C1 109.87(10) . . ? O1 P1 C1 109.09(11) . . ? O3 P1 C1 106.82(12) . . ? P1 O1 Mo1 137.35(10) . . ? P1 O2 Mo1 141.27(10) . 6_566 ? P1 O3 Mo1 127.83(10) . 4_545 ? Mo1 O6 H6A 120(2) . . ? Mo1 O6 H6B 113(2) . . ? H6A O6 H6B 102(3) . . ? C2 C1 P1 114.47(16) . . ? C2 C1 H1A 108.6 . . ? P1 C1 H1A 108.6 . . ? C2 C1 H1B 108.6 . . ? P1 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? C3 C2 C4 118.9(2) . 5_666 ? C3 C2 C1 120.4(2) . . ? C4 C2 C1 120.8(2) 5_666 . ? C2 C3 C4 120.8(2) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C3 C4 C2 120.4(2) . 5_666 ? C3 C4 H4 119.8 . . ? C2 C4 H4 119.8 5_666 . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 P1 O1 Mo1 37.27(18) . . . . ? O3 P1 O1 Mo1 160.92(14) . . . . ? C1 P1 O1 Mo1 -83.66(18) . . . . ? O4 Mo1 O1 P1 88.88(16) . . . . ? O5 Mo1 O1 P1 -16.64(17) . . . . ? O3 Mo1 O1 P1 -144.03(16) 4 . . . ? O2 Mo1 O1 P1 -174.72(17) 6_565 . . . ? O6 Mo1 O1 P1 -100.59(16) . . . . ? O1 P1 O2 Mo1 -161.64(14) . . . 6_566 ? O3 P1 O2 Mo1 77.98(18) . . . 6_566 ? C1 P1 O2 Mo1 -41.2(2) . . . 6_566 ? O2 P1 O3 Mo1 54.60(14) . . . 4_545 ? O1 P1 O3 Mo1 -67.58(14) . . . 4_545 ? C1 P1 O3 Mo1 175.51(12) . . . 4_545 ? O2 P1 C1 C2 -176.90(19) . . . . ? O1 P1 C1 C2 -55.5(2) . . . . ? O3 P1 C1 C2 60.3(2) . . . . ? P1 C1 C2 C3 109.7(2) . . . . ? P1 C1 C2 C4 -69.4(3) . . . 5_666 ? C4 C2 C3 C4 -0.5(4) 5_666 . . . ? C1 C2 C3 C4 -179.6(2) . . . . ? C2 C3 C4 C2 0.5(4) . . . 5_666 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.467 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.084