# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1613 data_global _publ_contact_autor ; Fausto Calderazzo Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 56126 Pisa Italy ; _publ_contact_author_phone '39 50 918218' _publ_contact_author_fax '39 50 20237' _publ_contact_author_email 'facal@dcci.unipi.it' _publ_requested_journal 'Chemical Communications' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #======================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Isolation and Structural Determination of Two Derivatives of The Elusive Carbamic Acid ; loop_ _publ_author_name _publ_author_address 'Aresta, Michele ' ; Dipartimento di Chimica Campus Universitario Universit di Bari I-70126 Bari Italy ; 'Ballivet-Tkatchenko, Danielle' ; Institut de Recherches sur la Catalyse-CNRS 2 av. Einstein F-69626 Villeurbanne France ; 'Bonnet, Michel C.' ; Institut de Recherches sur la Catalyse-CNRS 2 av. Einstein F-69626 Villeurbanne France ; 'Belli Dell'Amico, Daniela' ; Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 I-56126 Pisa Italy ; 'Boschi, Daniele' ; Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 I-56126 Pisa Italy ; 'Calderazzo, Fausto' ; Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 I-56126 Pisa Italy ; 'Labella, Luca' ; Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 I-56126 Pisa Italy ; 'Faure, Rene'' ; Laboratoire de Chimie Analytique 2 Universit Claude Bernard 43 bd du 11 novembre 1918 F-69622-Villeurbanne cedex France ; 'Marchetti, Fabio' ; Dipartimento di Chimica e Chimica Industriale Universita' di Pisa Via Risorgimento, 35 I-56126 Pisa Italy ; #======================================================================= data_carbambr _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N-dibenzycarbamic acid ; _chemical_name_common ? _chemical_formula_moiety '(C6H5CH2)2NCOOH' _chemical_formula_sum 'C15 H15 N O2' _chemical_formula_weight 241.28 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' _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 39.397(7) _cell_length_b 5.5450(10) _cell_length_c 24.783(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.900(10) _cell_angle_gamma 90.00 _cell_volume 5057.8(14) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 13.749 _cell_measurement_theta_max 24.604 _exptl_crystal_description 'Fragment of needle' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.88 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type 'not corrected' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4675 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0471 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 24.01 _reflns_number_total 3557 _reflns_number_gt 2360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens XSCANS' _computing_structure_solution 'SIR-92' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0456P)^2^+0.6772P] 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 3557 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0826 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1012 _refine_ls_wR_factor_gt 0.0845 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.76697(4) -0.2191(3) 0.56878(6) 0.0364(4) Uani 1 d . . . O2 O 0.77783(5) 0.0090(4) 0.50138(7) 0.0379(5) Uani 1 d . . . H1N H 0.7612(7) -0.101(5) 0.4780(11) 0.049 Uiso 1 d . . . C1 C 0.78336(6) -0.0504(5) 0.55549(9) 0.0301(6) Uani 1 d . . . N1 N 0.80839(5) 0.0831(4) 0.59556(7) 0.0316(5) Uani 1 d . . . C2 C 0.82649(6) 0.2912(5) 0.58162(10) 0.0363(6) Uani 1 d . . . H2A H 0.8210 0.4326 0.6001 0.047 Uiso 1 calc R A 1 H2B H 0.8163 0.3176 0.5402 0.047 Uiso 1 calc R A 1 C3A C 0.86663(14) 0.2698(18) 0.5993(3) 0.038(3) Uani 0.67(3) d PG B 1 C4A C 0.88931(17) 0.4132(14) 0.6426(3) 0.049(2) Uani 0.67(3) d PG B 1 H4A H 0.8795 0.5238 0.6612 0.064 Uiso 0.67(3) calc PR B 1 C5A C 0.92698(16) 0.3936(13) 0.6589(5) 0.063(2) Uani 0.67(3) d PG B 1 H5A H 0.9421 0.4925 0.6878 0.082 Uiso 0.67(3) calc PR B 1 C6A C 0.94177(15) 0.2280(17) 0.6323(4) 0.059(2) Uani 0.67(3) d PG B 1 H6A H 0.9669 0.2135 0.6434 0.077 Uiso 0.67(3) calc PR B 1 C7A C 0.9194(2) 0.084(2) 0.5892(3) 0.057(3) Uani 0.67(3) d PG B 1 H7A H 0.9293 -0.0266 0.5709 0.075 Uiso 0.67(3) calc PR B 1 C8A C 0.8819(2) 0.104(2) 0.5727(4) 0.043(2) Uani 0.67(3) d PG B 1 H8A H 0.8669 0.0054 0.5436 0.056 Uiso 0.67(3) calc PR B 1 C3B C 0.8677(3) 0.241(4) 0.5977(7) 0.031(6) Uani 0.33(3) d PG B 2 C4B C 0.8917(4) 0.427(3) 0.6205(15) 0.081(7) Uani 0.33(3) d PG B 2 H4B H 0.8834 0.5713 0.6306 0.106 Uiso 0.33(3) calc PR B 2 C5B C 0.9285(3) 0.401(3) 0.6285(19) 0.103(9) Uani 0.33(3) d PG B 2 H5B H 0.9445 0.5285 0.6434 0.134 Uiso 0.33(3) calc PR B 2 C6B C 0.9410(4) 0.188(4) 0.6144(13) 0.093(7) Uani 0.33(3) d PG B 2 H6B H 0.9655 0.1695 0.6202 0.121 Uiso 0.33(3) calc PR B 2 C7B C 0.9172(6) 0.002(4) 0.5918(7) 0.061(5) Uani 0.33(3) d PG B 2 H7B H 0.9257 -0.1423 0.5819 0.079 Uiso 0.33(3) calc PR B 2 C8B C 0.8807(5) 0.027(4) 0.5835(7) 0.045(4) Uani 0.33(3) d PG B 2 H8B H 0.8648 -0.1000 0.5683 0.058 Uiso 0.33(3) calc PR B 2 C9 C 0.8183 0.0196 0.6566 0.034 Uani 1 d . . . H9A H 0.8445 0.0023 0.6734 0.045 Uiso 1 calc R . . H9B H 0.8077 -0.1357 0.6592 0.045 Uiso 1 calc R . . C10 C 0.80635(6) 0.2008(5) 0.69170(9) 0.0293(6) Uani 1 d . . . C11 C 0.82350(7) 0.2026(5) 0.75136(10) 0.0399(7) Uani 1 d . . . H11 H 0.8423 0.0950 0.7688 0.052 Uiso 1 calc R . . C12 C 0.81282(7) 0.3632(6) 0.78498(10) 0.0461(8) Uani 1 d . . . H12 H 0.8242 0.3608 0.8249 0.060 Uiso 1 calc R . . C13 C 0.78540(7) 0.5264(6) 0.75972(11) 0.0459(7) Uani 1 d . . . H13 H 0.7785 0.6352 0.7824 0.060 Uiso 1 calc R . . C14 C 0.76821(7) 0.5276(5) 0.70030(11) 0.0417(7) Uani 1 d . . . H14 H 0.7497 0.6378 0.6829 0.054 Uiso 1 calc R . . C15 C 0.77860(6) 0.3646(5) 0.66694(10) 0.0348(6) Uani 1 d . . . H15 H 0.7667 0.3649 0.6271 0.045 Uiso 1 calc R . . O3 O 0.97723(4) 0.0743(3) 0.93363(7) 0.0412(5) Uani 1 d . . . O4 O 0.97645(5) 0.2581(4) 1.01440(7) 0.0421(5) Uani 1 d . . . H2N H 0.9927(7) 0.141(6) 1.0300(12) 0.055 Uiso 1 d . . . C16 C 0.96507(6) 0.2329(5) 0.95797(10) 0.0335(6) Uani 1 d . . . N2 N 0.93864(5) 0.3840(4) 0.92746(8) 0.0350(5) Uani 1 d . . . C17 C 0.92724(6) 0.5927(5) 0.95307(10) 0.0375(6) Uani 1 d . . . H17A H 0.9332 0.7392 0.9371 0.049 Uiso 1 calc R . . H17B H 0.9406 0.5938 0.9944 0.049 Uiso 1 calc R . . C18 C 0.88692(6) 0.5907(5) 0.94225(10) 0.0327(6) Uani 1 d . . . C19 C 0.86498(7) 0.7784(5) 0.91339(10) 0.0401(7) Uani 1 d . . . H19 H 0.8749 0.9063 0.8998 0.052 Uiso 1 calc R . . C20 C 0.82796(7) 0.7775(6) 0.90449(11) 0.0493(8) Uani 1 d . . . H20 H 0.8134 0.9059 0.8855 0.064 Uiso 1 calc R . . C21 C 0.81292(7) 0.5870(6) 0.92372(11) 0.0457(8) Uani 1 d . . . H21 H 0.7882 0.5854 0.9173 0.059 Uiso 1 calc R . . C22 C 0.83460(7) 0.3998(6) 0.95239(11) 0.0469(8) Uani 1 d . . . H22 H 0.8245 0.2716 0.9657 0.061 Uiso 1 calc R . . C23 C 0.87153(7) 0.4006(5) 0.96166(10) 0.0417(7) Uani 1 d . . . H23 H 0.8860 0.2725 0.9810 0.054 Uiso 1 calc R . . C24 C 0.92279(6) 0.3609(5) 0.86436(9) 0.0390(7) Uani 1 d . . . H24A H 0.8965 0.3675 0.8524 0.051 Uiso 1 calc R . . H24B H 0.9292 0.2044 0.8533 0.051 Uiso 1 calc R . . C25 C 0.93527(6) 0.5541(5) 0.83296(9) 0.0349(6) Uani 1 d . . . C26 C 0.91096(7) 0.6975(6) 0.79127(11) 0.0466(8) Uani 1 d . . . H26 H 0.8862 0.6757 0.7825 0.061 Uiso 1 calc R . . C27 C 0.92274(7) 0.8729(6) 0.76225(11) 0.0530(8) Uani 1 d . . . H27 H 0.9059 0.9672 0.7343 0.069 Uiso 1 calc R . . C28 C 0.95923(7) 0.9075(6) 0.77480(11) 0.0493(8) Uani 1 d . . . H28 H 0.9672 1.0256 0.7555 0.064 Uiso 1 calc R . . C29 C 0.98395(7) 0.7661(6) 0.81616(11) 0.0476(8) Uani 1 d . . . H29 H 1.0087 0.7884 0.8246 0.062 Uiso 1 calc R . . C30 C 0.97215(6) 0.5920(5) 0.84505(11) 0.0422(7) Uani 1 d . . . H30 H 0.9891 0.4984 0.8730 0.055 Uiso 1 calc R . . 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 O1 0.0397(9) 0.0404(12) 0.0292(8) 0.0036(8) 0.0122(7) -0.0051(9) O2 0.0429(10) 0.0445(13) 0.0272(9) 0.0005(8) 0.0135(7) -0.0045(9) C1 0.0298(12) 0.0319(18) 0.0308(13) 0.0013(12) 0.0134(10) 0.0082(13) N1 0.0355(11) 0.0332(14) 0.0273(10) 0.0016(10) 0.0127(9) -0.0018(11) C2 0.0425(15) 0.0337(18) 0.0353(13) 0.0019(12) 0.0169(11) 0.0008(13) C3A 0.059(8) 0.026(6) 0.033(6) 0.005(4) 0.020(5) -0.001(5) C4A 0.043(3) 0.043(4) 0.059(4) -0.009(3) 0.016(3) -0.006(3) C5A 0.045(3) 0.047(4) 0.084(5) -0.009(3) 0.006(3) -0.015(3) C6A 0.040(4) 0.047(5) 0.091(5) 0.028(4) 0.024(3) 0.000(4) C7A 0.049(5) 0.067(7) 0.068(5) 0.006(4) 0.036(4) 0.016(5) C8A 0.039(3) 0.054(6) 0.034(3) -0.006(4) 0.010(2) 0.002(3) C3B 0.013(10) 0.042(13) 0.038(12) -0.006(9) 0.008(8) -0.013(7) C4B 0.083(10) 0.034(9) 0.14(2) -0.023(11) 0.060(11) -0.011(7) C5B 0.053(8) 0.079(13) 0.17(3) -0.009(15) 0.035(12) -0.033(8) C6B 0.044(10) 0.107(18) 0.131(16) 0.030(15) 0.035(9) -0.005(11) C7B 0.065(10) 0.067(12) 0.054(8) 0.009(8) 0.025(7) -0.008(9) C8B 0.052(7) 0.042(11) 0.046(6) 0.014(7) 0.024(6) 0.003(7) C9 0.037 0.035 0.029 0.004 0.008 0.001 C10 0.0278(12) 0.0320(17) 0.0304(12) -0.0002(11) 0.0130(10) -0.0063(12) C11 0.0370(13) 0.047(2) 0.0345(13) 0.0001(13) 0.0117(11) 0.0030(13) C12 0.0475(16) 0.059(2) 0.0320(13) -0.0086(14) 0.0141(12) -0.0042(16) C13 0.0477(16) 0.048(2) 0.0507(16) -0.0114(15) 0.0285(13) -0.0037(15) C14 0.0376(14) 0.0403(19) 0.0529(16) 0.0021(14) 0.0230(12) 0.0015(13) C15 0.0320(13) 0.0413(18) 0.0320(12) 0.0009(13) 0.0126(10) -0.0036(13) O3 0.0451(10) 0.0396(12) 0.0418(9) -0.0046(9) 0.0192(8) 0.0055(10) O4 0.0466(10) 0.0426(13) 0.0367(10) -0.0012(9) 0.0145(8) 0.0052(10) C16 0.0331(13) 0.0353(17) 0.0352(13) -0.0023(13) 0.0159(11) -0.0097(13) N2 0.0332(11) 0.0380(14) 0.0341(10) -0.0066(11) 0.0122(9) -0.0001(11) C17 0.0372(13) 0.0328(18) 0.0425(13) -0.0046(13) 0.0142(11) -0.0039(13) C18 0.0389(13) 0.0287(17) 0.0324(12) -0.0043(12) 0.0149(11) -0.0007(13) C19 0.0487(16) 0.0305(18) 0.0436(14) -0.0036(13) 0.0197(12) -0.0027(14) C20 0.0446(16) 0.048(2) 0.0508(16) -0.0053(15) 0.0117(13) 0.0130(16) C21 0.0378(14) 0.056(2) 0.0475(15) -0.0165(16) 0.0203(13) -0.0008(16) C22 0.0492(16) 0.054(2) 0.0470(15) -0.0038(16) 0.0287(13) -0.0087(16) C23 0.0437(15) 0.041(2) 0.0428(14) 0.0045(14) 0.0188(12) 0.0020(14) C24 0.0321(13) 0.0452(18) 0.0374(13) -0.0109(13) 0.0097(11) -0.0050(13) C25 0.0327(13) 0.0406(18) 0.0328(12) -0.0090(12) 0.0133(11) 0.0014(13) C26 0.0309(13) 0.060(2) 0.0449(14) -0.0017(15) 0.0081(12) 0.0000(15) C27 0.0467(16) 0.064(2) 0.0424(15) 0.0111(16) 0.0090(13) 0.0066(16) C28 0.0504(17) 0.056(2) 0.0461(15) 0.0027(15) 0.0228(13) -0.0015(16) C29 0.0343(14) 0.063(2) 0.0505(15) -0.0030(17) 0.0207(12) -0.0035(15) C30 0.0337(14) 0.051(2) 0.0407(13) 0.0016(14) 0.0122(11) 0.0049(14) _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 O1 C1 1.246(3) . ? O2 C1 1.321(3) . ? C1 N1 1.345(3) . ? N1 C2 1.461(3) . ? N1 C9 1.4635(17) . ? C2 C3A 1.488(6) . ? C2 C3B 1.551(12) . ? C3A C4A 1.3783 . ? C3A C8A 1.3872 . ? C4A C5A 1.3964 . ? C5A C6A 1.3761 . ? C6A C7A 1.3715 . ? C7A C8A 1.3881 . ? C3B C4B 1.3778 . ? C3B C8B 1.3868 . ? C4B C5B 1.3969 . ? C5B C6B 1.3759 . ? C6B C7B 1.3715 . ? C7B C8B 1.3879 . ? C9 C10 1.511(2) . ? C10 C15 1.385(3) . ? C10 C11 1.389(3) . ? C11 C12 1.383(4) . ? C12 C13 1.377(4) . ? C13 C14 1.384(4) . ? C14 C15 1.382(4) . ? O3 C16 1.254(3) . ? O4 C16 1.315(3) . ? C16 N2 1.340(3) . ? N2 C17 1.465(3) . ? N2 C24 1.468(3) . ? C17 C18 1.514(3) . ? C18 C19 1.378(4) . ? C18 C23 1.385(4) . ? C19 C20 1.395(3) . ? C20 C21 1.376(4) . ? C21 C22 1.371(4) . ? C22 C23 1.390(3) . ? C24 C25 1.506(4) . ? C25 C26 1.382(4) . ? C25 C30 1.390(3) . ? C26 C27 1.385(4) . ? C27 C28 1.371(4) . ? C28 C29 1.379(4) . ? C29 C30 1.378(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 O1 C1 O2 122.8(2) . . ? O1 C1 N1 122.1(2) . . ? O2 C1 N1 115.1(2) . . ? C1 N1 C2 123.46(19) . . ? C1 N1 C9 119.08(17) . . ? C2 N1 C9 117.46(16) . . ? N1 C2 C3A 115.1(4) . . ? N1 C2 C3B 110.6(7) . . ? C3A C2 C3B 6.0(11) . . ? C4A C3A C8A 118.8 . . ? C4A C3A C2 120.6(5) . . ? C8A C3A C2 120.6(5) . . ? C3A C4A C5A 120.5 . . ? C6A C5A C4A 120.1 . . ? C7A C6A C5A 119.7 . . ? C6A C7A C8A 120.3 . . ? C3A C8A C7A 120.6 . . ? C4B C3B C8B 118.8 . . ? C4B C3B C2 118.4(13) . . ? C8B C3B C2 122.3(13) . . ? C3B C4B C5B 120.4 . . ? C6B C5B C4B 120.1 . . ? C7B C6B C5B 119.7 . . ? C6B C7B C8B 120.3 . . ? C3B C8B C7B 120.5 . . ? N1 C9 C10 114.32(12) . . ? C15 C10 C11 118.3(2) . . ? C15 C10 C9 122.70(18) . . ? C11 C10 C9 119.0(2) . . ? C12 C11 C10 120.6(2) . . ? C13 C12 C11 120.5(2) . . ? C12 C13 C14 119.6(3) . . ? C15 C14 C13 119.8(3) . . ? C14 C15 C10 121.3(2) . . ? O3 C16 O4 122.8(2) . . ? O3 C16 N2 121.4(2) . . ? O4 C16 N2 115.8(2) . . ? C16 N2 C17 123.1(2) . . ? C16 N2 C24 119.7(2) . . ? C17 N2 C24 116.8(2) . . ? N2 C17 C18 112.4(2) . . ? C19 C18 C23 118.9(2) . . ? C19 C18 C17 120.7(2) . . ? C23 C18 C17 120.4(2) . . ? C18 C19 C20 120.4(3) . . ? C21 C20 C19 120.2(3) . . ? C22 C21 C20 119.7(2) . . ? C21 C22 C23 120.4(3) . . ? C18 C23 C22 120.5(3) . . ? N2 C24 C25 113.3(2) . . ? C26 C25 C30 117.8(3) . . ? C26 C25 C24 121.9(2) . . ? C30 C25 C24 120.3(2) . . ? C25 C26 C27 121.4(2) . . ? C28 C27 C26 119.9(3) . . ? C27 C28 C29 119.6(3) . . ? C30 C29 C28 120.3(2) . . ? C29 C30 C25 120.9(3) . . ? _diffrn_measured_fraction_theta_max 0.400 _diffrn_reflns_theta_full 24.01 _diffrn_measured_fraction_theta_full 0.400 _refine_diff_density_max 0.140 _refine_diff_density_min -0.176 _refine_diff_density_rms 0.037 #===END data_cbammbr _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N-dibenzylammonium N,N-dibenzylcarbamate ; _chemical_name_common ? _chemical_formula_moiety '[(C6H5CH2)2NH2]+ [(C6H5CH2)2NCOO]-' _chemical_formula_sum 'C29 H30 N2 O2' _chemical_formula_weight 438.55 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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.3390(10) _cell_length_b 8.8500(10) _cell_length_c 18.402(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.980(10) _cell_angle_gamma 90.00 _cell_volume 2443.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 10.017 _cell_measurement_theta_max 24.798 _exptl_crystal_description 'fragment of a stick' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.84 _exptl_crystal_size_min 0.48 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type 'integration' _exptl_absorpt_correction_T_min 0.9674 _exptl_absorpt_correction_T_max 0.9863 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3575 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 24.00 _reflns_number_total 3438 _reflns_number_gt 2276 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SIR-92' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0442P)^2^+0.1399P] 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 3438 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0850 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0880 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.000 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.36499(10) 0.7157(2) 0.80427(9) 0.0356(4) Uani 1 d . . . O2 O 0.35843(11) 0.4708(2) 0.77423(9) 0.0390(4) Uani 1 d . . . C1 C 0.40083(15) 0.5899(3) 0.79722(12) 0.0295(6) Uani 1 d . . . N1 N 0.49315(12) 0.5811(2) 0.81529(11) 0.0319(5) Uani 1 d . . . C2 C 0.54788(15) 0.7116(3) 0.84105(13) 0.0358(6) Uani 1 d . . . H2A H 0.5875 0.6867 0.8878 0.046 Uiso 1 calc R . . H2B H 0.5096 0.7935 0.8504 0.046 Uiso 1 calc R . . C3 C 0.60313(15) 0.7659(3) 0.78687(13) 0.0363(6) Uani 1 d . . . C4 C 0.56339(18) 0.7988(3) 0.71445(15) 0.0496(7) Uani 1 d . . . H4 H 0.5021 0.7867 0.6987 0.064 Uiso 1 calc R . . C5 C 0.6135(2) 0.8498(4) 0.66445(16) 0.0605(8) Uani 1 d . . . H5 H 0.5859 0.8712 0.6156 0.079 Uiso 1 calc R . . C6 C 0.7039(2) 0.8686(4) 0.6876(2) 0.0741(11) Uani 1 d . . . H6 H 0.7378 0.9028 0.6545 0.096 Uiso 1 calc R . . C7 C 0.7439(2) 0.8366(6) 0.7596(2) 0.0923(14) Uani 1 d . . . H7 H 0.8051 0.8494 0.7754 0.120 Uiso 1 calc R . . C8 C 0.69376(18) 0.7852(4) 0.80911(17) 0.0619(9) Uani 1 d . . . H8 H 0.7216 0.7636 0.8579 0.081 Uiso 1 calc R . . C9 C 0.53784(16) 0.4421(3) 0.80234(13) 0.0367(6) Uani 1 d . . . H9A H 0.5941 0.4681 0.7892 0.048 Uiso 1 calc R . . H9B H 0.5017 0.3912 0.7599 0.048 Uiso 1 calc R . . C10 C 0.55633(14) 0.3322(3) 0.86694(13) 0.0313(6) Uani 1 d . . . C11 C 0.58564(17) 0.1875(3) 0.85702(15) 0.0431(7) Uani 1 d . . . H11 H 0.5941 0.1582 0.8104 0.056 Uiso 1 calc R . . C12 C 0.60260(19) 0.0856(3) 0.91511(17) 0.0551(8) Uani 1 d . . . H12 H 0.6216 -0.0117 0.9073 0.072 Uiso 1 calc R . . C13 C 0.59134(18) 0.1279(4) 0.98464(16) 0.0523(8) Uani 1 d . . . H13 H 0.6021 0.0589 1.0236 0.068 Uiso 1 calc R . . C14 C 0.56430(17) 0.2714(4) 0.99628(15) 0.0488(7) Uani 1 d . . . H14 H 0.5582 0.3011 1.0434 0.063 Uiso 1 calc R . . C15 C 0.54604(15) 0.3725(3) 0.93748(13) 0.0387(6) Uani 1 d . . . H15 H 0.5265 0.4694 0.9455 0.050 Uiso 1 calc R . . N2 N 0.30849(12) 0.1783(2) 0.76445(10) 0.0315(5) Uani 1 d . . . H1N H 0.2472 0.1819 0.7401 0.041 Uiso 1 d . . . H2N H 0.3344 0.2784 0.7691 0.041 Uiso 1 d . . . C16 C 0.35393(17) 0.0820(3) 0.71631(14) 0.0401(6) Uani 1 d . . . H16A H 0.3160 -0.0035 0.6982 0.052 Uiso 1 calc R . . H16B H 0.4091 0.0430 0.7460 0.052 Uiso 1 calc R . . C17 C 0.37436(16) 0.1675(3) 0.65092(13) 0.0366(6) Uani 1 d . . . C18 C 0.30733(17) 0.2307(3) 0.59729(14) 0.0439(7) Uani 1 d . . . H18 H 0.2483 0.2227 0.6021 0.057 Uiso 1 calc R . . C19 C 0.3271(2) 0.3054(4) 0.53678(16) 0.0564(8) Uani 1 d . . . H19 H 0.2816 0.3470 0.5011 0.073 Uiso 1 calc R . . C20 C 0.4146(2) 0.3183(4) 0.52938(16) 0.0602(9) Uani 1 d . . . H20 H 0.4281 0.3687 0.4887 0.078 Uiso 1 calc R . . C21 C 0.4816(2) 0.2568(4) 0.58202(16) 0.0598(9) Uani 1 d . . . H21 H 0.5405 0.2661 0.5771 0.078 Uiso 1 calc R . . C22 C 0.46194(17) 0.1808(3) 0.64260(14) 0.0479(7) Uani 1 d . . . H22 H 0.5077 0.1386 0.6778 0.062 Uiso 1 calc R . . C23 C 0.31534(16) 0.1083(3) 0.83938(13) 0.0390(6) Uani 1 d . . . H23A H 0.3776 0.1032 0.8641 0.051 Uiso 1 calc R . . H23B H 0.2926 0.0059 0.8333 0.051 Uiso 1 calc R . . C24 C 0.26445(15) 0.1954(3) 0.88755(12) 0.0344(6) Uani 1 d . . . C25 C 0.30407(16) 0.3136(3) 0.93156(13) 0.0433(7) Uani 1 d . . . H25 H 0.3625 0.3403 0.9308 0.056 Uiso 1 calc R . . C26 C 0.25830(18) 0.3927(3) 0.97663(14) 0.0478(7) Uani 1 d . . . H26 H 0.2858 0.4722 1.0056 0.062 Uiso 1 calc R . . C27 C 0.17194(18) 0.3536(3) 0.97844(14) 0.0481(7) Uani 1 d . . . H27 H 0.1408 0.4067 1.0085 0.063 Uiso 1 calc R . . C28 C 0.13172(17) 0.2351(4) 0.93534(14) 0.0501(8) Uani 1 d . . . H28 H 0.0736 0.2078 0.9368 0.065 Uiso 1 calc R . . C29 C 0.17749(17) 0.1570(3) 0.89010(13) 0.0426(7) Uani 1 d . . . H29 H 0.1497 0.0778 0.8610 0.055 Uiso 1 calc R . . 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 O1 0.0322(9) 0.0291(11) 0.0468(10) -0.0032(8) 0.0108(7) 0.0040(8) O2 0.0402(10) 0.0293(12) 0.0470(10) -0.0014(8) 0.0077(8) -0.0064(8) C1 0.0331(12) 0.0298(17) 0.0279(12) 0.0040(11) 0.0116(9) -0.0007(13) N1 0.0304(10) 0.0263(13) 0.0411(11) -0.0025(9) 0.0125(8) 0.0004(9) C2 0.0334(12) 0.0366(16) 0.0388(13) -0.0032(11) 0.0112(10) -0.0034(12) C3 0.0347(13) 0.0348(16) 0.0425(14) 0.0002(12) 0.0153(11) -0.0017(12) C4 0.0458(15) 0.057(2) 0.0476(16) 0.0023(14) 0.0144(12) -0.0059(14) C5 0.073(2) 0.067(2) 0.0468(16) 0.0079(16) 0.0244(15) -0.0045(18) C6 0.063(2) 0.097(3) 0.073(2) 0.013(2) 0.0396(17) -0.015(2) C7 0.0444(17) 0.155(4) 0.083(3) 0.029(3) 0.0269(17) -0.018(2) C8 0.0374(15) 0.090(3) 0.0600(18) 0.0166(18) 0.0134(13) -0.0080(16) C9 0.0380(13) 0.0362(17) 0.0394(14) -0.0013(12) 0.0163(11) 0.0054(12) C10 0.0229(11) 0.0330(17) 0.0381(13) -0.0031(11) 0.0067(9) -0.0035(11) C11 0.0487(15) 0.0362(18) 0.0409(14) -0.0083(13) 0.0012(12) 0.0011(14) C12 0.0606(18) 0.0318(18) 0.065(2) -0.0029(15) -0.0053(15) 0.0006(14) C13 0.0495(16) 0.049(2) 0.0545(18) 0.0164(15) 0.0015(13) -0.0064(15) C14 0.0461(15) 0.061(2) 0.0432(15) 0.0081(14) 0.0183(12) 0.0008(15) C15 0.0360(13) 0.0419(18) 0.0421(14) 0.0007(13) 0.0172(11) 0.0019(12) N2 0.0302(10) 0.0280(12) 0.0373(10) 0.0001(9) 0.0094(8) -0.0014(9) C16 0.0404(13) 0.0348(16) 0.0472(15) -0.0052(12) 0.0139(12) 0.0051(12) C17 0.0412(14) 0.0320(16) 0.0385(13) -0.0105(12) 0.0125(11) -0.0001(12) C18 0.0406(14) 0.0470(18) 0.0465(15) -0.0001(13) 0.0150(12) 0.0042(13) C19 0.0616(18) 0.062(2) 0.0489(16) 0.0070(15) 0.0182(14) 0.0116(16) C20 0.074(2) 0.067(2) 0.0485(17) 0.0006(16) 0.0319(16) 0.0036(18) C21 0.0517(17) 0.082(2) 0.0542(17) -0.0119(17) 0.0317(15) -0.0043(17) C22 0.0408(14) 0.063(2) 0.0420(14) -0.0123(14) 0.0146(12) 0.0041(14) C23 0.0380(13) 0.0387(17) 0.0411(14) 0.0096(12) 0.0102(11) 0.0021(12) C24 0.0350(13) 0.0370(16) 0.0310(12) 0.0096(11) 0.0067(10) -0.0011(12) C25 0.0348(13) 0.0529(19) 0.0424(14) 0.0039(13) 0.0085(11) -0.0073(13) C26 0.0517(16) 0.0491(19) 0.0420(15) -0.0058(13) 0.0085(12) -0.0067(14) C27 0.0515(16) 0.060(2) 0.0353(14) 0.0016(14) 0.0141(12) 0.0049(15) C28 0.0393(14) 0.072(2) 0.0424(14) -0.0026(15) 0.0162(12) -0.0103(15) C29 0.0431(14) 0.0508(18) 0.0355(13) -0.0016(13) 0.0121(11) -0.0115(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 O1 C1 1.261(3) . ? O2 C1 1.264(3) . ? C1 N1 1.388(3) . ? N1 C2 1.449(3) . ? N1 C9 1.451(3) . ? C2 C3 1.515(3) . ? C3 C8 1.376(4) . ? C3 C4 1.376(4) . ? C4 C5 1.391(4) . ? C5 C6 1.374(5) . ? C6 C7 1.370(5) . ? C7 C8 1.385(4) . ? C9 C10 1.517(3) . ? C10 C11 1.382(4) . ? C10 C15 1.387(3) . ? C11 C12 1.382(4) . ? C12 C13 1.378(4) . ? C13 C14 1.366(4) . ? C14 C15 1.388(4) . ? N2 C23 1.495(3) . ? N2 C16 1.501(3) . ? C16 C17 1.509(3) . ? C17 C18 1.387(4) . ? C17 C22 1.388(3) . ? C18 C19 1.382(4) . ? C19 C20 1.382(4) . ? C20 C21 1.370(4) . ? C21 C22 1.388(4) . ? C23 C24 1.509(3) . ? C24 C25 1.384(4) . ? C24 C29 1.387(3) . ? C25 C26 1.383(4) . ? C26 C27 1.376(4) . ? C27 C28 1.381(4) . ? C28 C29 1.381(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 O1 C1 O2 124.4(2) . . ? O1 C1 N1 118.0(2) . . ? O2 C1 N1 117.5(2) . . ? C1 N1 C2 121.8(2) . . ? C1 N1 C9 120.1(2) . . ? C2 N1 C9 117.90(19) . . ? N1 C2 C3 113.8(2) . . ? C8 C3 C4 118.6(2) . . ? C8 C3 C2 120.8(2) . . ? C4 C3 C2 120.6(2) . . ? C3 C4 C5 121.0(3) . . ? C6 C5 C4 119.7(3) . . ? C7 C6 C5 119.7(3) . . ? C6 C7 C8 120.4(3) . . ? C3 C8 C7 120.7(3) . . ? N1 C9 C10 115.64(19) . . ? C11 C10 C15 117.8(2) . . ? C11 C10 C9 120.3(2) . . ? C15 C10 C9 122.0(2) . . ? C12 C11 C10 121.1(3) . . ? C13 C12 C11 120.1(3) . . ? C14 C13 C12 119.9(3) . . ? C13 C14 C15 119.7(3) . . ? C10 C15 C14 121.3(3) . . ? C23 N2 C16 110.88(19) . . ? N2 C16 C17 112.6(2) . . ? C18 C17 C22 118.6(2) . . ? C18 C17 C16 121.6(2) . . ? C22 C17 C16 119.8(2) . . ? C19 C18 C17 120.8(2) . . ? C18 C19 C20 120.0(3) . . ? C21 C20 C19 119.9(3) . . ? C20 C21 C22 120.3(3) . . ? C21 C22 C17 120.4(3) . . ? N2 C23 C24 112.6(2) . . ? C25 C24 C29 118.3(2) . . ? C25 C24 C23 120.8(2) . . ? C29 C24 C23 120.9(2) . . ? C26 C25 C24 121.2(2) . . ? C27 C26 C25 119.9(3) . . ? C26 C27 C28 119.7(3) . . ? C27 C28 C29 120.3(2) . . ? C28 C29 C24 120.7(3) . . ? _diffrn_measured_fraction_theta_max 0.835 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.835 _refine_diff_density_max 0.128 _refine_diff_density_min -0.148 _refine_diff_density_rms 0.037 #===END data_fau _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-carboxy-P-phenyl-P-dinitrosylchlorocobalt(i)-1-aza-4,6-dioxa-5- phosphacycl oottane ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H26 Cl Co N3 O8 P' _chemical_formula_weight 525.76 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' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 '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 9.612(2) _cell_length_b 11.936(3) _cell_length_c 12.371(4) _cell_angle_alpha 73.34(2) _cell_angle_beta 69.94(2) _cell_angle_gamma 66.18(2) _cell_volume 1201.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Prism' _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max '0.40 mm' _exptl_crystal_size_mid '0.25 mm' _exptl_crystal_size_min '0.25 mm' _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.453 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 0.937 _exptl_absorpt_correction_type 'Empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3918 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0127 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 29.97 _reflns_number_total 3918 _reflns_number_gt 2977 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SDP package' _computing_cell_refinement 'SDP package' _computing_data_reduction 'SDP package' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _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^)+(0.1851P)^2^+2.7509P] 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 3918 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1321 _refine_ls_R_factor_gt 0.0915 _refine_ls_wR_factor_ref 0.3093 _refine_ls_wR_factor_gt 0.2348 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.157 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.003 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 Co Co 0.31407(9) 0.07757(8) 0.13770(8) 0.0509(4) Uani 1 1 d . . . Cl Cl 0.3722(3) 0.2387(2) 0.0097(2) 0.0733(6) Uani 1 1 d . . . P P 0.08758(16) 0.19616(13) 0.23647(15) 0.0405(4) Uani 1 1 d . . . O1 O 0.1988(11) -0.0708(9) 0.0823(10) 0.117(3) Uani 1 1 d . . . O2 O 0.4588(12) -0.0733(9) 0.3123(8) 0.127(4) Uani 1 1 d . . . O3 O 0.0341(5) 0.1169(4) 0.3619(4) 0.0444(10) Uani 1 1 d . . . O4 O 0.0748(5) 0.3263(4) 0.2560(4) 0.0440(10) Uani 1 1 d . . . O5 O 0.4143(5) 0.1517(5) 0.4471(5) 0.0595(13) Uani 1 1 d . . . H5 H 0.4950 0.0934 0.4547 0.077 Uiso 1 1 calc R . . O6 O 0.3068(5) 0.0060(5) 0.5527(5) 0.0587(13) Uani 1 1 d . . . N1 N 0.2579(8) -0.0071(6) 0.0872(7) 0.0664(18) Uani 1 1 d . . . N2 N 0.4219(8) -0.0029(7) 0.2324(7) 0.071(2) Uani 1 1 d . . . N3 N 0.1518(5) 0.1988(4) 0.4909(5) 0.0421(11) Uani 1 1 d . . . C1 C -0.0755(6) 0.1785(6) 0.4582(6) 0.0434(13) Uani 1 1 d . . . H1 H -0.1569 0.1412 0.4965 0.056 Uiso 1 1 calc R . . H2 H -0.1254 0.2657 0.4296 0.056 Uiso 1 1 calc R . . C2 C 0.0124(7) 0.1659(6) 0.5443(6) 0.0468(14) Uani 1 1 d . . . H3 H -0.0575 0.2186 0.6018 0.061 Uiso 1 1 calc R . . H4 H 0.0413 0.0806 0.5850 0.061 Uiso 1 1 calc R . . C3 C 0.1390(7) 0.3269(5) 0.4301(6) 0.0487(15) Uani 1 1 d . . . H5 H 0.2035 0.3549 0.4545 0.063 Uiso 1 1 calc R . . H6 H 0.0306 0.3807 0.4536 0.063 Uiso 1 1 calc R . . C4 C 0.1889(8) 0.3398(6) 0.2997(7) 0.0488(15) Uani 1 1 d . . . H7 H 0.1999 0.4208 0.2655 0.063 Uiso 1 1 calc R . . H8 H 0.2907 0.2770 0.2762 0.063 Uiso 1 1 calc R . . C5 C -0.0747(6) 0.2507(6) 0.1705(6) 0.0448(14) Uani 1 1 d . . . C6 C -0.1638(8) 0.1769(7) 0.1912(7) 0.0536(16) Uani 1 1 d . . . H9 H -0.1452 0.1019 0.2430 0.070 Uiso 1 1 calc R . . C7 C -0.2810(9) 0.2155(8) 0.1342(8) 0.065(2) Uani 1 1 d . . . H10 H -0.3418 0.1661 0.1492 0.085 Uiso 1 1 calc R . . C8 C -0.3090(9) 0.3238(10) 0.0570(9) 0.073(2) Uani 1 1 d . . . H11 H -0.3879 0.3476 0.0193 0.094 Uiso 1 1 calc R . . C9 C -0.2215(11) 0.3976(9) 0.0346(8) 0.072(2) Uani 1 1 d . . . H12 H -0.2405 0.4714 -0.0188 0.093 Uiso 1 1 calc R . . C10 C -0.1021(8) 0.3630(6) 0.0919(7) 0.0545(16) Uani 1 1 d . . . H13 H -0.0432 0.4136 0.0776 0.071 Uiso 1 1 calc R . . C11 C 0.2924(7) 0.1152(6) 0.4998(6) 0.0444(14) Uani 1 1 d . . . O7 O 0.2912(8) 0.5564(8) 0.4501(7) 0.096(2) Uani 1 1 d . . . C12 C 0.3978(8) 0.5317(8) 0.3640(8) 0.064(2) Uani 1 1 d . . . C13 C 0.3946(14) 0.6150(18) 0.2512(13) 0.143(7) Uani 1 1 d . . . H13A H 0.3039 0.6889 0.2611 0.186 Uiso 1 1 calc R . . H13B H 0.3897 0.5737 0.1971 0.186 Uiso 1 1 calc R . . H13C H 0.4883 0.6369 0.2213 0.186 Uiso 1 1 calc R . . C14 C 0.5290(11) 0.4120(9) 0.3676(10) 0.083(3) Uani 1 1 d . . . H14A H 0.5170 0.3671 0.4463 0.108 Uiso 1 1 calc R . . H14B H 0.6270 0.4272 0.3413 0.108 Uiso 1 1 calc R . . H14C H 0.5281 0.3640 0.3177 0.108 Uiso 1 1 calc R . . O8 O -0.0253(10) 0.3530(8) 0.7243(9) 0.105(3) Uani 1 1 d . . . C15 C 0.0979(10) 0.2989(9) 0.7570(9) 0.068(2) Uani 1 1 d . . . C16 C 0.1279(14) 0.1741(11) 0.8313(11) 0.090(3) Uani 1 1 d . . . H16A H 0.0431 0.1450 0.8437 0.117 Uiso 1 1 calc R . . H16B H 0.1351 0.1791 0.9052 0.117 Uiso 1 1 calc R . . H16C H 0.2249 0.1174 0.7932 0.117 Uiso 1 1 calc R . . C17 C 0.2128(13) 0.3618(12) 0.7260(12) 0.097(3) Uani 1 1 d . . . H17A H 0.1770 0.4413 0.6783 0.126 Uiso 1 1 calc R . . H17B H 0.3125 0.3121 0.6834 0.126 Uiso 1 1 calc R . . H17C H 0.2241 0.3732 0.7958 0.126 Uiso 1 1 calc R . . 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 Co 0.0376(4) 0.0508(5) 0.0600(8) -0.0209(4) -0.0106(4) -0.0048(3) Cl 0.0649(11) 0.0757(13) 0.0734(15) -0.0111(10) -0.0054(9) -0.0298(10) P 0.0343(6) 0.0377(7) 0.0520(11) -0.0154(6) -0.0154(6) -0.0058(5) O1 0.112(6) 0.103(6) 0.174(9) -0.072(6) -0.021(6) -0.054(5) O2 0.139(8) 0.097(6) 0.099(6) -0.020(4) -0.064(6) 0.033(5) O3 0.0412(19) 0.046(2) 0.048(3) -0.0148(18) -0.0127(17) -0.0106(16) O4 0.0423(19) 0.0363(18) 0.057(3) -0.0107(17) -0.0257(18) -0.0043(15) O5 0.042(2) 0.052(2) 0.087(4) -0.002(2) -0.029(2) -0.0133(19) O6 0.043(2) 0.050(2) 0.075(4) -0.002(2) -0.023(2) -0.0075(19) N1 0.057(3) 0.063(4) 0.078(5) -0.033(3) -0.005(3) -0.016(3) N2 0.052(3) 0.077(4) 0.073(5) -0.026(4) -0.028(3) 0.007(3) N3 0.034(2) 0.039(2) 0.054(3) -0.014(2) -0.0147(19) -0.0071(17) C1 0.027(2) 0.051(3) 0.048(4) -0.017(2) -0.007(2) -0.006(2) C2 0.036(2) 0.050(3) 0.055(4) -0.017(3) -0.016(2) -0.006(2) C3 0.044(3) 0.038(3) 0.070(5) -0.020(3) -0.022(3) -0.006(2) C4 0.050(3) 0.038(3) 0.070(5) -0.004(3) -0.031(3) -0.017(2) C5 0.035(2) 0.047(3) 0.047(4) -0.015(2) -0.012(2) -0.003(2) C6 0.053(3) 0.054(3) 0.063(5) -0.019(3) -0.020(3) -0.018(3) C7 0.059(4) 0.072(5) 0.080(6) -0.029(4) -0.029(4) -0.017(3) C8 0.050(4) 0.094(6) 0.080(6) -0.031(5) -0.037(4) -0.002(4) C9 0.068(5) 0.078(5) 0.064(6) -0.014(4) -0.037(4) -0.002(4) C10 0.053(3) 0.045(3) 0.065(5) -0.009(3) -0.019(3) -0.014(3) C11 0.044(3) 0.061(3) 0.040(4) -0.005(3) -0.022(2) -0.022(2) O7 0.061(4) 0.097(5) 0.098(5) -0.042(4) -0.001(3) 0.003(3) C12 0.042(3) 0.072(5) 0.088(6) -0.027(4) -0.020(3) -0.017(3) C13 0.063(6) 0.181(16) 0.124(11) 0.052(10) -0.025(6) -0.033(8) C14 0.055(4) 0.074(5) 0.106(8) -0.030(5) -0.004(4) -0.014(4) O8 0.085(5) 0.095(5) 0.153(8) -0.047(5) -0.073(5) 0.004(4) C15 0.061(4) 0.074(5) 0.078(6) -0.042(4) -0.022(4) -0.009(4) C16 0.088(7) 0.083(6) 0.110(9) -0.006(6) -0.029(6) -0.042(6) C17 0.075(6) 0.091(7) 0.131(10) -0.017(7) -0.044(6) -0.023(5) _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 Co N1 1.655(7) . ? Co N2 1.659(7) . ? Co P 2.2167(17) . ? Co Cl 2.243(3) . ? P O4 1.590(4) . ? P O3 1.604(5) . ? P C5 1.809(6) . ? O1 N1 1.142(10) . ? O2 N2 1.155(10) . ? O3 C1 1.444(7) . ? O4 C4 1.456(7) . ? O5 C11 1.309(8) . ? O6 C11 1.255(8) . ? N3 C11 1.336(7) . ? N3 C2 1.434(8) . ? N3 C3 1.472(8) . ? C1 C2 1.514(9) . ? C3 C4 1.498(11) . ? C5 C6 1.379(10) . ? C5 C10 1.398(10) . ? C6 C7 1.385(10) . ? C7 C8 1.358(13) . ? C8 C9 1.364(14) . ? C9 C10 1.412(11) . ? O7 C12 1.209(10) . ? C12 C14 1.476(12) . ? C12 C13 1.465(16) . ? O8 C15 1.243(11) . ? C15 C17 1.463(15) . ? C15 C16 1.483(15) . ? 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 N1 Co N2 114.5(4) . . ? N1 Co P 102.7(2) . . ? N2 Co P 106.6(2) . . ? N1 Co Cl 115.8(3) . . ? N2 Co Cl 118.8(3) . . ? P Co Cl 94.06(8) . . ? O4 P O3 108.1(3) . . ? O4 P C5 98.4(3) . . ? O3 P C5 105.9(3) . . ? O4 P Co 119.51(18) . . ? O3 P Co 108.66(16) . . ? C5 P Co 115.2(2) . . ? C1 O3 P 120.6(4) . . ? C4 O4 P 122.6(3) . . ? O1 N1 Co 162.1(8) . . ? O2 N2 Co 158.6(9) . . ? C11 N3 C2 120.3(5) . . ? C11 N3 C3 119.9(5) . . ? C2 N3 C3 119.7(5) . . ? O3 C1 C2 109.1(4) . . ? N3 C2 C1 113.6(6) . . ? N3 C3 C4 113.6(5) . . ? O4 C4 C3 111.2(5) . . ? C6 C5 C10 120.1(6) . . ? C6 C5 P 119.8(5) . . ? C10 C5 P 119.9(5) . . ? C5 C6 C7 119.5(7) . . ? C8 C7 C6 121.4(8) . . ? C9 C8 C7 120.0(7) . . ? C8 C9 C10 120.6(8) . . ? C5 C10 C9 118.4(8) . . ? O6 C11 O5 121.9(6) . . ? O6 C11 N3 121.4(6) . . ? O5 C11 N3 116.7(6) . . ? O7 C12 C14 120.8(9) . . ? O7 C12 C13 121.0(10) . . ? C14 C12 C13 118.0(10) . . ? O8 C15 C17 119.5(10) . . ? O8 C15 C16 121.3(10) . . ? C17 C15 C16 119.2(9) . . ? _diffrn_measured_fraction_theta_max 0.560 _diffrn_reflns_theta_full 29.97 _diffrn_measured_fraction_theta_full 0.560 _refine_diff_density_max 0.944 _refine_diff_density_min -1.446 _refine_diff_density_rms 0.158 #===END