#------------------------------------------------------------------------------ #$Date: 2008-03-30 11:21:05 +0100 (Sun, 30 Mar 2008) $ #$Revision: 321 $ #$URL: svn://www.crystallography.net/cod/cif/2/2203675.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_2203675 loop_ _publ_author_name 'Oku, Hiroyuki' 'Suda, Tomohiro' 'Yamada, Keiichi' 'Katakai, Ryoichi' _publ_section_title ; A short depsipeptide: tert-butoxycarbonyl-L-alanyl-L-lactic acid benzyl ester (Boc-L-Ala-L-Lac-OBzl) ; _journal_issue 5 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o720 _journal_page_last o721 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C18 H25 N O6' _chemical_formula_moiety 'C18 H25 N O6' _chemical_formula_sum 'C18 H25 N O6' _chemical_formula_weight 351.40 _chemical_melting_point .356E-305 _chemical_name_systematic ; tert-butoxycarbonyl-L-alanyl-L-lactic acid benzyl ester ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 21' _cell_angle_alpha 90 _cell_angle_beta 104.93(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 10.365(6) _cell_length_b 8.827(5) _cell_length_c 11.001(6) _cell_measurement_reflns_used 4037 _cell_measurement_temperature 173.1 _cell_measurement_theta_max 67.5 _cell_measurement_theta_min 4.2 _cell_volume 972.4(9) _computing_cell_refinement RAPID-AUTO _computing_data_collection 'RAPID-AUTO (Rigaku/MSC and Rigaku, 2003)' _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku, 2003)' _computing_molecular_graphics 'ORTEP (Johnson, 1965)' _computing_publication_material CrystalStructure _computing_structure_refinement 'CRYSTALS (Watkin et al., 1996)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _diffrn_detector_area_resol_mean 10.00 _diffrn_measured_fraction_theta_full 0.9172 _diffrn_measured_fraction_theta_max 0.9172 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54180 _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 15424 _diffrn_reflns_theta_full 68.15 _diffrn_reflns_theta_max 68.15 _exptl_absorpt_coefficient_mu 0.749 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details '(DIFABS; Walker & Stuart, 1983)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 376.00 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.37 _refine_diff_density_min -0.33 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.935 _refine_ls_hydrogen_treatment refall _refine_ls_number_parameters 191 _refine_ls_number_reflns 1747 _refine_ls_R_factor_gt 0.0700 _refine_ls_shift/su_max 0.0000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[0.005Fo^2^ + 20\s(Fo^2^) + 0.5]/(4Fo^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1820 _reflns_number_gt 1624 _reflns_number_total 1747 _reflns_threshold_expression F^2^>2\s(F^2^) _[local]_cod_data_source_file wn6233.cif loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0018 0.0009 '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 0.0031 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0049 0.0032 '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 O101 0.5520(4) -0.0931(4) -0.3100(4) 0.0530(10) Uani d . 1.00 O O102 0.7257(3) 0.0772(5) -0.2773(4) 0.0570(10) Uani d . 1.00 O O201 0.7025(4) 0.1609(5) 0.0288(4) 0.0670(10) Uani d . 1.00 O O301 0.7833(3) 0.3707(4) -0.0412(3) 0.0421(9) Uani d . 1.00 O O302 0.6946(4) 0.5067(6) 0.1399(3) 0.0670(10) Uani d . 1.00 O O401 0.8731(3) 0.4292(4) 0.2888(3) 0.0510(10) Uani d . 1.00 O N201 0.5336(4) 0.1291(5) -0.2220(4) 0.0430(10) Uani d . 1.00 N C101 0.6277(6) -0.2199(7) -0.3459(6) 0.0590(10) Uiso d . 1.00 C C102 0.7330(8) -0.2690(10) -0.2301(8) 0.094(2) Uiso d . 1.00 C C103 0.6859(8) -0.1800(10) -0.4514(9) 0.100(3) Uiso d . 1.00 C C104 0.5229(8) -0.3390(10) -0.3827(8) 0.092(2) Uiso d . 1.00 C C105 0.6141(5) 0.0391(6) -0.2699(4) 0.0410(10) Uani d . 1.00 C C201 0.5827(5) 0.2730(6) -0.1689(5) 0.0440(10) Uani d . 1.00 C C202 0.6937(5) 0.2577(6) -0.0509(5) 0.0460(10) Uani d . 1.00 C C203 0.4675(6) 0.3607(7) -0.1353(6) 0.0610(10) Uiso d . 1.00 C C301 0.8771(5) 0.3900(6) 0.0782(4) 0.0440(10) Uani d . 1.00 C C302 0.8027(5) 0.4478(6) 0.1707(5) 0.0450(10) Uani d . 1.00 C C303 0.9790(6) 0.5072(7) 0.0617(5) 0.0590(10) Uiso d . 1.00 C C401 0.8118(6) 0.4949(8) 0.3832(5) 0.063(2) Uani d . 1.00 C C402 0.9049(5) 0.4682(6) 0.5101(5) 0.0460(10) Uiso d . 1.00 C C403 0.8688(5) 0.3772(6) 0.5981(5) 0.0470(10) Uiso d . 1.00 C C404 0.9533(6) 0.3579(7) 0.7161(5) 0.0570(10) Uiso d . 1.00 C C405 1.0769(6) 0.4292(7) 0.7477(6) 0.0600(10) Uiso d . 1.00 C C406 1.1116(7) 0.5229(8) 0.6619(6) 0.068(2) Uiso d . 1.00 C C407 1.0270(6) 0.5422(8) 0.5438(6) 0.064(2) Uiso d . 1.00 C H1 0.6903 -0.2991 -0.1671 0.112 Uiso c R 1.00 H H2 0.7820 -0.3526 -0.2501 0.112 Uiso c R 1.00 H H3 0.7922 -0.1877 -0.1998 0.113 Uiso c R 1.00 H H4 0.7329 -0.2648 -0.4720 0.120 Uiso c R 1.00 H H5 0.6181 -0.1505 -0.5233 0.120 Uiso c R 1.00 H H6 0.7461 -0.0985 -0.4247 0.120 Uiso c R 1.00 H H7 0.4910 -0.3606 -0.3109 0.111 Uiso c R 1.00 H H8 0.4511 -0.3048 -0.4493 0.111 Uiso c R 1.00 H H9 0.5597 -0.4288 -0.4082 0.111 Uiso c R 1.00 H H10 0.4458 0.0973 -0.2231 0.052 Uiso c R 1.00 H H11 0.6134 0.3288 -0.2298 0.052 Uiso c R 1.00 H H12 0.4978 0.4577 -0.1027 0.073 Uiso c R 1.00 H H13 0.3964 0.3724 -0.2090 0.073 Uiso c R 1.00 H H14 0.4370 0.3055 -0.0741 0.073 Uiso c R 1.00 H H15 0.9213 0.2974 0.1068 0.053 Uiso c R 1.00 H H16 1.0432 0.5258 0.1391 0.071 Uiso c R 1.00 H H17 1.0230 0.4734 0.0009 0.070 Uiso c R 1.00 H H18 0.9315 0.5979 0.0332 0.070 Uiso c R 1.00 H H19 0.7973 0.6003 0.3682 0.076 Uiso c R 1.00 H H20 0.7288 0.4461 0.3780 0.076 Uiso c R 1.00 H H21 0.7839 0.3294 0.5772 0.056 Uiso c R 1.00 H H22 0.9287 0.2924 0.7750 0.068 Uiso c R 1.00 H H23 1.1347 0.4175 0.8295 0.072 Uiso c R 1.00 H H24 1.1956 0.5728 0.6843 0.082 Uiso c R 1.00 H H25 1.0545 0.6040 0.4844 0.077 Uiso c R 1.00 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 O101 0.054(2) 0.045(2) 0.058(2) -0.003(2) 0.012(2) -0.009(2) O102 0.038(2) 0.057(2) 0.077(3) 0.001(2) 0.017(2) 0.001(2) O201 0.071(3) 0.064(3) 0.055(2) -0.010(2) -0.003(2) 0.018(2) O301 0.043(2) 0.047(2) 0.036(2) -0.008(2) 0.0090(10) -0.0070(10) O302 0.053(2) 0.107(3) 0.040(2) 0.027(2) 0.009(2) -0.005(2) O401 0.048(2) 0.066(2) 0.036(2) 0.011(2) 0.008(2) -0.005(2) N201 0.034(2) 0.049(2) 0.047(2) -0.011(2) 0.011(2) -0.007(2) C105 0.035(3) 0.049(3) 0.036(2) -0.005(2) 0.003(2) 0.001(2) C201 0.038(3) 0.051(3) 0.041(3) 0.000(2) 0.007(2) 0.001(2) C202 0.043(3) 0.052(3) 0.043(3) 0.006(2) 0.011(2) -0.002(3) C301 0.041(3) 0.059(3) 0.032(2) 0.003(2) 0.007(2) -0.006(2) C302 0.043(3) 0.051(3) 0.040(3) 0.004(2) 0.012(2) -0.005(2) C401 0.058(4) 0.094(5) 0.037(3) 0.023(3) 0.011(3) 0.000(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O101 C101 1.478(8) no O101 C105 1.351(6) no O102 C105 1.227(6) no O201 C202 1.211(7) no O301 C202 1.348(7) no O301 C301 1.429(5) no O302 C302 1.201(7) no O401 C302 1.326(6) no O401 C401 1.469(7) no N201 C105 1.353(7) no N201 C201 1.435(7) no C101 C102 1.513(9) no C101 C103 1.482(9) no C101 C104 1.491(9) no C201 C202 1.503(6) no C201 C203 1.546(9) no C301 C302 1.515(8) no C301 C303 1.522(8) no C401 C402 1.497(7) no C402 C403 1.381(8) no C402 C407 1.387(8) no C403 C404 1.377(7) no C404 C405 1.389(8) no C405 C406 1.371(9) no C406 C407 1.378(8) no N201 H10 0.9500 no C102 H1 0.9500 no C102 H2 0.9500 no C102 H3 0.9500 no C103 H4 0.9501 no C103 H5 0.9500 no C103 H6 0.9500 no C104 H7 0.9501 no C104 H8 0.9500 no C104 H9 0.9500 no C201 H11 0.9500 no C203 H12 0.9500 no C203 H13 0.9499 no C203 H14 0.9499 no C301 H15 0.9500 no C303 H16 0.9500 no C303 H17 0.9500 no C303 H18 0.9500 no C401 H19 0.9500 no C401 H20 0.9500 no C403 H21 0.9500 no C404 H22 0.9500 no C405 H23 0.9500 no C406 H24 0.9500 no C407 H25 0.9501 no 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 O101 C101 C102 108.2(5) no O101 C101 C103 112.4(6) no O101 C101 C104 102.0(5) no C105 O101 C101 120.0(4) no O101 C105 O102 126.4(5) no O101 C105 N201 110.2(4) no O102 C105 N201 123.4(5) no O201 C202 C201 125.9(5) no O201 C202 O301 122.9(4) no O301 C202 C201 111.2(4) no C301 O301 C202 116.9(4) no O301 C301 C302 108.3(4) no O301 C301 C303 107.5(4) no O302 C302 C301 123.7(4) no O302 C302 O401 124.6(5) no O401 C302 C301 111.6(4) no C401 O401 C302 114.4(4) no O401 C401 C402 107.8(5) no C201 N201 C105 119.3(4) no N201 C201 C202 112.6(4) no N201 C201 C203 109.1(4) no C103 C101 C102 112.2(6) no C104 C101 C102 109.9(6) no C104 C101 C103 111.6(6) no C203 C201 C202 107.8(4) no C303 C301 C302 109.9(5) no C401 C402 C403 121.3(5) no C401 C402 C407 120.0(5) no C407 C402 C403 118.6(5) no C402 C403 C404 120.8(5) no C402 C407 C406 120.6(6) no C403 C404 C405 120.0(6) no C404 C405 C406 119.4(5) no C405 C406 C407 120.5(6) no O301 C301 H15 110.9564 no O401 C401 H19 109.9480 no O401 C401 H20 109.1913 no H10 N201 C105 120.4366 no H10 N201 C201 120.2967 no N201 C201 H11 108.7045 no C101 C102 H1 108.8443 no C101 C102 H2 109.9174 no C101 C102 H3 109.6494 no C101 C103 H5 110.8126 no C101 C103 H6 107.7609 no C101 C104 H7 107.3647 no C101 C104 H8 110.6768 no C101 C104 H9 110.3492 no H2 C102 H1 109.4672 no H3 C102 H1 109.4743 no H3 C102 H2 109.4727 no H5 C103 H4 109.4706 no H6 C103 H4 109.4722 no H6 C103 H5 109.4734 no H8 C104 H7 109.4695 no H9 C104 H7 109.4710 no H9 C104 H8 109.4749 no H11 C201 C202 109.4716 no H11 C201 C203 109.1917 no C201 C203 H12 109.9418 no C201 C203 H14 109.3372 no C201 C203 H13 109.1277 no H14 C203 H12 109.4714 no H13 C203 H12 109.4752 no H14 C203 H13 109.4729 no H15 C301 C302 110.7004 no H15 C301 C303 109.4643 no C301 C303 H16 110.9877 no C301 C303 H17 110.1540 no C301 C303 H18 107.2433 no H17 C303 H16 109.4695 no H18 C303 H16 109.4721 no H18 C303 H17 109.4765 no H19 C401 C402 110.5426 no H20 C401 C402 109.9041 no H20 C401 H19 109.4604 no C402 C403 H21 119.3187 no C402 C407 H25 120.0817 no H21 C403 C404 119.8455 no C403 C404 H22 120.0760 no H22 C404 C405 119.8395 no C404 C405 H23 120.2310 no C405 C406 H24 119.0989 no H23 C405 C406 120.3234 no C406 C407 H25 119.2730 no H24 C406 C407 120.3841 no 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 O101 C105 N201 C201 177.4(4) yes C105 N201 C201 C202 -66.9(6) yes N201 C201 C202 O301 145.9(5) yes C201 C202 O301 C301 166.4(4) yes C202 O301 C301 C302 -69.3(5) yes O301 C301 C302 O401 162.7(5) yes C301 C302 O401 C401 174.9(4) yes C(105) O(101) C(101) C(102) 63.9(7) no C(105) O(101) C(101) C(103) -60.5(6) no C(105) O(101) C(101) C(104) 179.8(4) no C(101) O(101) C(105) O(102) 12.3(7) no C(101) O(101) C(105) N(201) -169.5(4) no C(301) O(301) C(202) O(201) -11.5(8) no C(202) O(301) C(301) C(303) 172.1(4) no C(401) O(401) C(302) O(302) -3.2(8) no C(302) O(401) C(401) C(402) -178.4(4) no C(201) N(201) C(105) O(102) -4.3(7) no C(105) N(201) C(201) C(203) 173.5(4) no N(201) C(201) C(202) O(201) -36.3(8) no C(203) C(201) C(202) O(201) 84.1(7) no C(203) C(201) C(202) O(301) -93.8(5) no O(301) C(301) C(302) O(302) -19.1(8) no C(303) C(301) C(302) O(302) 98.0(6) no C(303) C(301) C(302) O(401) -80.2(5) no O(401) C(401) C(402) C(403) -115.6(6) no O(401) C(401) C(402) C(407) 68.0(8) no C(401) C(402) C(403) C(404) -177.6(5) no C(407) C(402) C(403) C(404) -1.2(8) no C(401) C(402) C(407) C(406) 177.7(6) no C(403) C(402) C(407) C(406) 1.2(9) no C(402) C(403) C(404) C(405) -0.6(9) no C(403) C(404) C(405) C(406) 2.3(9) no C(404) C(405) C(406) C(407) -2.3(9) no C(405) C(406) C(407) C(402) 0.5(9) no C(202) O(301) C(301) H(15) 52.4 no C(302) O(401) C(401) H(19) -57.9 no C(302) O(401) C(401) H(20) 62.2 no H(10) N(201) C(105) O(101) -2.3 no H(10) N(201) C(105) O(102) 176.0 no C(105) N(201) C(201) H(11) 54.6 no H(10) N(201) C(201) C(202) 112.8 no H(10) N(201) C(201) C(203) -6.8 no H(10) N(201) C(201) H(11) -125.7 no O(101) C(101) C(102) H(1) 58.8 no O(101) C(101) C(102) H(2) 178.7 no O(101) C(101) C(102) H(3) -61.0 no C(103) C(101) C(102) H(1) -176.6 no C(103) C(101) C(102) H(2) -56.8 no C(103) C(101) C(102) H(3) 63.6 no C(104) C(101) C(102) H(1) -51.8 no C(104) C(101) C(102) H(2) 68.0 no C(104) C(101) C(102) H(3) -171.6 no O(101) C(101) C(103) H(4) -179.5 no O(101) C(101) C(103) H(5) -58.4 no O(101) C(101) C(103) H(6) 61.3 no C(102) C(101) C(103) H(4) 58.3 no C(102) C(101) C(103) H(5) 179.4 no C(102) C(101) C(103) H(6) -60.8 no C(104) C(101) C(103) H(4) -65.5 no C(104) C(101) C(103) H(5) 55.5 no C(104) C(101) C(103) H(6) 175.3 no O(101) C(101) C(104) H(7) -60.7 no O(101) C(101) C(104) H(8) 58.7 no O(101) C(101) C(104) H(9) -180.0 no C(102) C(101) C(104) H(7) 53.9 no C(102) C(101) C(104) H(8) 173.3 no C(102) C(101) C(104) H(9) -65.3 no C(103) C(101) C(104) H(7) 179.0 no C(103) C(101) C(104) H(8) -61.6 no C(103) C(101) C(104) H(9) 59.8 no H(11) C(201) C(202) O(201) -157.3 no H(11) C(201) C(202) O(301) 24.8 no N(201) C(201) C(203) H(12) -178.0 no N(201) C(201) C(203) H(13) -57.9 no N(201) C(201) C(203) H(14) 61.8 no C(202) C(201) C(203) H(12) 59.4 no C(202) C(201) C(203) H(13) 179.5 no C(202) C(201) C(203) H(14) -60.8 no H(11) C(201) C(203) H(12) -59.4 no H(11) C(201) C(203) H(13) 60.7 no H(11) C(201) C(203) H(14) -179.6 no H(15) C(301) C(302) O(302) -141.0 no H(15) C(301) C(302) O(401) 40.8 no O(301) C(301) C(303) H(16) 178.9 no O(301) C(301) C(303) H(17) -59.7 no O(301) C(301) C(303) H(18) 59.4 no C(302) C(301) C(303) H(16) 61.3 no C(302) C(301) C(303) H(17) -177.3 no C(302) C(301) C(303) H(18) -58.3 no H(15) C(301) C(303) H(16) -60.5 no H(15) C(301) C(303) H(17) 60.9 no H(15) C(301) C(303) H(18) 180.0 no H(19) C(401) C(402) C(403) 124.2 no H(19) C(401) C(402) C(407) -52.2 no H(20) C(401) C(402) C(403) 3.3 no H(20) C(401) C(402) C(407) -173.1 no C(401) C(402) C(403) H(21) 1.0 no C(407) C(402) C(403) H(21) 177.4 no C(401) C(402) C(407) H(25) -4.6 no C(403) C(402) C(407) H(25) 178.9 no C(402) C(403) C(404) H(22) -178.0 no H(21) C(403) C(404) C(405) -179.1 no H(21) C(403) C(404) H(22) 3.5 no C(403) C(404) C(405) H(23) 178.9 no H(22) C(404) C(405) C(406) 179.7 no H(22) C(404) C(405) H(23) -3.7 no C(404) C(405) C(406) H(24) 179.0 no H(23) C(405) C(406) C(407) -178.9 no H(23) C(405) C(406) H(24) 2.4 no C(405) C(406) C(407) H(25) -177.1 no H(24) C(406) C(407) C(402) 179.2 no H(24) C(406) C(407) H(25) 1.5 no 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 _geom_hbond_publ_flag N201 H10 O302 2_645 0.95 2.07 2.946(6) 153 yes