data_MP4-cyclobat _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H19.67 Cl N6 O3.33 S' _chemical_formula_weight 356.84 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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall -P2yn 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 7.6821(2) _cell_length_b 23.6828(6) _cell_length_c 9.2228(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.395(2) _cell_angle_gamma 90.00 _cell_volume 1625.26(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9723 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 28.6 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.458 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 749 _exptl_absorpt_coefficient_mu 0.388 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8860 _exptl_absorpt_correction_T_max 0.9335 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 ; Bruker D8 goniometer with CCD area detector ; _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 60822 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 28.73 _reflns_number_total 4219 _reflns_number_gt 3650 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.3.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'Bruker SHELXTL (Sheldrick, 2008)' _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^)+(0.0337P)^2^+0.6445P] 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 4219 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0342 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.002 _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 S1 S 0.37535(4) 0.642318(13) 0.54483(3) 0.01644(8) Uani 1 1 d . . . O1 O 0.35186(12) 0.42267(4) 0.78497(9) 0.01800(18) Uani 1 1 d . . . N1 N 0.14204(16) 0.72328(5) 0.56657(13) 0.0217(2) Uani 1 1 d . . . N2 N 0.33605(14) 0.69012(4) 0.78603(11) 0.0161(2) Uani 1 1 d . . . N3 N 0.50427(14) 0.53125(4) 0.73775(11) 0.0155(2) Uani 1 1 d . . . N4 N 0.18187(13) 0.54078(4) 0.96242(11) 0.0148(2) Uani 1 1 d . . . N5 N 0.37122(13) 0.59532(4) 0.87737(10) 0.01301(19) Uani 1 1 d . . . N6 N 0.11734(15) 0.42247(5) 0.89589(12) 0.0171(2) Uani 1 1 d . . . C1 C 0.27136(16) 0.69058(5) 0.63856(13) 0.0163(2) Uani 1 1 d . . . C2 C 0.46412(16) 0.64572(5) 0.84290(13) 0.0140(2) Uani 1 1 d . . . H2A H 0.5553 0.6589 0.9339 0.017 Uiso 1 1 calc R . . C3 C 0.55453(15) 0.63202(5) 0.71647(12) 0.0148(2) Uani 1 1 d . . . H3A H 0.6508 0.6606 0.7183 0.018 Uiso 1 1 calc R . . C4 C 0.63751(15) 0.57342(5) 0.72360(12) 0.0149(2) Uani 1 1 d . . . H4 H 0.7416 0.5712 0.8135 0.018 Uiso 1 1 calc R . . C5 C 0.39275(15) 0.54184(5) 0.82799(12) 0.0129(2) Uani 1 1 d . . . C6 C 0.27583(15) 0.50796(5) 0.88115(12) 0.0134(2) Uani 1 1 d . . . C7 C 0.24233(16) 0.59209(5) 0.95838(12) 0.0149(2) Uani 1 1 d . . . H7 H 0.2025 0.6235 1.0055 0.018 Uiso 1 1 calc R . . C8 C 0.70298(16) 0.56143(5) 0.58580(13) 0.0162(2) Uani 1 1 d . . . H8 H 0.6107 0.5649 0.4883 0.019 Uiso 1 1 calc R . . C9 C 0.89130(17) 0.57779(6) 0.58290(15) 0.0241(3) Uani 1 1 d . . . H9A H 0.9678 0.5956 0.6737 0.029 Uiso 1 1 calc R . . H9B H 0.9115 0.5916 0.4871 0.029 Uiso 1 1 calc R . . C10 C 0.84270(17) 0.51649(6) 0.59229(15) 0.0231(3) Uani 1 1 d . . . H10A H 0.8333 0.4928 0.5023 0.028 Uiso 1 1 calc R . . H10B H 0.8895 0.4968 0.6888 0.028 Uiso 1 1 calc R . . C11 C 0.25034(15) 0.44810(5) 0.85073(12) 0.0140(2) Uani 1 1 d . . . Cl1 Cl 0.10000(4) 0.699240(13) 0.21726(3) 0.01975(8) Uani 1 1 d . . . O1W O 0.48233(14) 0.31640(4) 0.78252(10) 0.01900(18) Uani 1 1 d . . . H1WA H 0.442(3) 0.3484(9) 0.783(2) 0.042(6) Uiso 1 1 d . . . H1WB H 0.589(3) 0.3195(8) 0.779(2) 0.043(5) Uiso 1 1 d . . . O2W O 0.26468(16) 0.26553(5) 0.52871(12) 0.0298(2) Uani 1 1 d . . . H2WA H 0.341(3) 0.2841(9) 0.589(2) 0.045(6) Uiso 1 1 d . . . H2WB H 0.315(3) 0.2523(9) 0.469(3) 0.051(6) Uiso 1 1 d . . . O3W O 0.8931(4) 0.70000(13) 0.8636(4) 0.0319(7) Uani 0.33333 1 d P . . H3WA H 0.8723 0.6999 0.9532 0.048 Uiso 0.33333 1 d PR . . H3WB H 0.8276 0.7309 0.8478 0.048 Uiso 0.33333 1 d PR . . H3 H 0.530(2) 0.4976(8) 0.7289(18) 0.023(4) Uiso 1 1 d . . . H6A H 0.089(2) 0.3899(7) 0.8648(18) 0.023(4) Uiso 1 1 d . . . H2 H 0.298(3) 0.7130(8) 0.841(2) 0.038(5) Uiso 1 1 d . . . H1A H 0.109(2) 0.7199(7) 0.469(2) 0.031(5) Uiso 1 1 d . . . H6B H 0.043(2) 0.4425(7) 0.9327(19) 0.027(4) Uiso 1 1 d . . . H1B H 0.091(2) 0.7453(8) 0.613(2) 0.035(5) Uiso 1 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 S1 0.01878(15) 0.01821(15) 0.01335(13) 0.00130(10) 0.00595(10) 0.00479(11) O1 0.0211(4) 0.0151(4) 0.0199(4) -0.0005(3) 0.0089(3) 0.0025(3) N1 0.0262(6) 0.0196(5) 0.0199(5) -0.0003(4) 0.0067(4) 0.0075(5) N2 0.0202(5) 0.0131(5) 0.0171(5) -0.0006(4) 0.0086(4) 0.0008(4) N3 0.0177(5) 0.0132(5) 0.0182(5) -0.0005(4) 0.0098(4) 0.0017(4) N4 0.0156(5) 0.0157(5) 0.0141(4) -0.0013(4) 0.0057(4) -0.0005(4) N5 0.0143(5) 0.0134(5) 0.0127(4) -0.0006(3) 0.0060(3) -0.0008(4) N6 0.0206(5) 0.0131(5) 0.0194(5) -0.0019(4) 0.0084(4) -0.0029(4) C1 0.0182(6) 0.0134(6) 0.0194(6) 0.0004(4) 0.0085(4) -0.0008(4) C2 0.0146(5) 0.0143(5) 0.0143(5) -0.0005(4) 0.0057(4) -0.0017(4) C3 0.0139(5) 0.0178(6) 0.0138(5) 0.0009(4) 0.0055(4) -0.0006(4) C4 0.0128(5) 0.0200(6) 0.0128(5) 0.0004(4) 0.0046(4) 0.0009(4) C5 0.0132(5) 0.0146(5) 0.0109(5) -0.0001(4) 0.0028(4) 0.0018(4) C6 0.0134(5) 0.0149(5) 0.0122(5) 0.0001(4) 0.0039(4) 0.0006(4) C7 0.0159(5) 0.0171(6) 0.0136(5) -0.0022(4) 0.0071(4) -0.0011(4) C8 0.0134(5) 0.0227(6) 0.0139(5) 0.0006(4) 0.0064(4) 0.0030(4) C9 0.0172(6) 0.0352(8) 0.0231(6) -0.0018(5) 0.0107(5) -0.0029(5) C10 0.0174(6) 0.0295(7) 0.0243(6) -0.0003(5) 0.0088(5) 0.0074(5) C11 0.0157(5) 0.0153(5) 0.0104(5) 0.0015(4) 0.0019(4) 0.0010(4) Cl1 0.02022(15) 0.01991(15) 0.01994(14) -0.00245(11) 0.00656(11) 0.00187(11) O1W 0.0208(5) 0.0150(4) 0.0231(4) -0.0004(3) 0.0089(4) -0.0003(4) O2W 0.0383(6) 0.0324(6) 0.0209(5) -0.0051(4) 0.0115(5) -0.0175(5) O3W 0.0312(17) 0.0220(15) 0.0342(16) -0.0027(12) -0.0077(13) 0.0002(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 S1 C1 1.7422(12) . ? S1 C3 1.8376(12) . ? O1 C11 1.2546(14) . ? N1 C1 1.3036(17) . ? N1 H1A 0.873(18) . ? N1 H1B 0.831(19) . ? N2 C1 1.3270(16) . ? N2 C2 1.4463(15) . ? N2 H2 0.84(2) . ? N3 C5 1.3579(14) . ? N3 C4 1.4590(15) . ? N3 H3 0.830(18) . ? N4 C7 1.3048(16) . ? N4 C6 1.3984(14) . ? N5 C5 1.3698(15) . ? N5 C7 1.3829(14) . ? N5 C2 1.4657(15) . ? N6 C11 1.3406(15) . ? N6 H6A 0.832(18) . ? N6 H6B 0.871(17) . ? C2 C3 1.5331(15) . ? C2 H2A 1.0000 . ? C3 C4 1.5218(17) . ? C3 H3A 1.0000 . ? C4 C8 1.5055(15) . ? C4 H4 1.0000 . ? C5 C6 1.3819(16) . ? C6 C11 1.4491(16) . ? C7 H7 0.9500 . ? C8 C10 1.5022(17) . ? C8 C9 1.5043(17) . ? C8 H8 1.0000 . ? C9 C10 1.507(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? O1W H1WA 0.82(2) . ? O1W H1WB 0.83(2) . ? O2W H2WA 0.83(2) . ? O2W H2WB 0.81(2) . ? O3W H3WA 0.8800 . ? O3W H3WB 0.8800 . ? 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 C1 S1 C3 89.85(6) . . ? C1 N1 H1A 117.4(12) . . ? C1 N1 H1B 120.8(13) . . ? H1A N1 H1B 121.8(17) . . ? C1 N2 C2 115.18(10) . . ? C1 N2 H2 121.0(13) . . ? C2 N2 H2 123.7(13) . . ? C5 N3 C4 119.47(10) . . ? C5 N3 H3 116.3(11) . . ? C4 N3 H3 117.1(11) . . ? C7 N4 C6 105.51(9) . . ? C5 N5 C7 106.88(9) . . ? C5 N5 C2 125.13(9) . . ? C7 N5 C2 127.94(10) . . ? C11 N6 H6A 117.9(11) . . ? C11 N6 H6B 119.7(11) . . ? H6A N6 H6B 119.9(16) . . ? N1 C1 N2 124.80(12) . . ? N1 C1 S1 121.50(10) . . ? N2 C1 S1 113.70(9) . . ? N2 C2 N5 110.29(9) . . ? N2 C2 C3 105.90(9) . . ? N5 C2 C3 109.25(9) . . ? N2 C2 H2A 110.4 . . ? N5 C2 H2A 110.4 . . ? C3 C2 H2A 110.4 . . ? C4 C3 C2 115.11(9) . . ? C4 C3 S1 111.98(8) . . ? C2 C3 S1 104.07(8) . . ? C4 C3 H3A 108.5 . . ? C2 C3 H3A 108.5 . . ? S1 C3 H3A 108.5 . . ? N3 C4 C8 109.60(10) . . ? N3 C4 C3 109.42(9) . . ? C8 C4 C3 111.08(10) . . ? N3 C4 H4 108.9 . . ? C8 C4 H4 108.9 . . ? C3 C4 H4 108.9 . . ? N3 C5 N5 121.41(10) . . ? N3 C5 C6 132.46(11) . . ? N5 C5 C6 106.02(10) . . ? C5 C6 N4 109.59(10) . . ? C5 C6 C11 124.59(10) . . ? N4 C6 C11 125.77(10) . . ? N4 C7 N5 112.00(10) . . ? N4 C7 H7 124.0 . . ? N5 C7 H7 124.0 . . ? C10 C8 C9 60.16(9) . . ? C10 C8 C4 119.03(10) . . ? C9 C8 C4 119.40(10) . . ? C10 C8 H8 115.6 . . ? C9 C8 H8 115.6 . . ? C4 C8 H8 115.6 . . ? C8 C9 C10 59.85(8) . . ? C8 C9 H9A 117.8 . . ? C10 C9 H9A 117.8 . . ? C8 C9 H9B 117.8 . . ? C10 C9 H9B 117.8 . . ? H9A C9 H9B 114.9 . . ? C8 C10 C9 59.99(8) . . ? C8 C10 H10A 117.8 . . ? C9 C10 H10A 117.8 . . ? C8 C10 H10B 117.8 . . ? C9 C10 H10B 117.8 . . ? H10A C10 H10B 114.9 . . ? O1 C11 N6 123.11(11) . . ? O1 C11 C6 119.53(10) . . ? N6 C11 C6 117.36(10) . . ? H1WA O1W H1WB 107.0(19) . . ? H2WA O2W H2WB 106(2) . . ? H3WA O3W H3WB 85.8 . . ? 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 C2 N2 C1 N1 172.79(12) . . . . ? C2 N2 C1 S1 -6.99(14) . . . . ? C3 S1 C1 N1 167.28(11) . . . . ? C3 S1 C1 N2 -12.92(10) . . . . ? C1 N2 C2 N5 -90.21(12) . . . . ? C1 N2 C2 C3 27.87(13) . . . . ? C5 N5 C2 N2 128.68(11) . . . . ? C7 N5 C2 N2 -48.42(15) . . . . ? C5 N5 C2 C3 12.67(15) . . . . ? C7 N5 C2 C3 -164.43(10) . . . . ? N2 C2 C3 C4 -157.09(10) . . . . ? N5 C2 C3 C4 -38.32(13) . . . . ? N2 C2 C3 S1 -34.17(10) . . . . ? N5 C2 C3 S1 84.61(9) . . . . ? C1 S1 C3 C4 151.73(8) . . . . ? C1 S1 C3 C2 26.78(8) . . . . ? C5 N3 C4 C8 -162.27(10) . . . . ? C5 N3 C4 C3 -40.23(13) . . . . ? C2 C3 C4 N3 52.08(13) . . . . ? S1 C3 C4 N3 -66.52(10) . . . . ? C2 C3 C4 C8 173.22(10) . . . . ? S1 C3 C4 C8 54.62(11) . . . . ? C4 N3 C5 N5 15.99(16) . . . . ? C4 N3 C5 C6 -168.46(12) . . . . ? C7 N5 C5 N3 176.52(10) . . . . ? C2 N5 C5 N3 -1.09(17) . . . . ? C7 N5 C5 C6 -0.06(12) . . . . ? C2 N5 C5 C6 -177.67(10) . . . . ? N3 C5 C6 N4 -175.70(12) . . . . ? N5 C5 C6 N4 0.35(12) . . . . ? N3 C5 C6 C11 1.8(2) . . . . ? N5 C5 C6 C11 177.84(10) . . . . ? C7 N4 C6 C5 -0.50(13) . . . . ? C7 N4 C6 C11 -177.96(11) . . . . ? C6 N4 C7 N5 0.47(13) . . . . ? C5 N5 C7 N4 -0.27(13) . . . . ? C2 N5 C7 N4 177.26(10) . . . . ? N3 C4 C8 C10 -80.13(13) . . . . ? C3 C4 C8 C10 158.83(11) . . . . ? N3 C4 C8 C9 -150.23(11) . . . . ? C3 C4 C8 C9 88.73(13) . . . . ? C4 C8 C9 C10 108.60(13) . . . . ? C4 C8 C10 C9 -109.21(13) . . . . ? C5 C6 C11 O1 7.74(17) . . . . ? N4 C6 C11 O1 -175.17(10) . . . . ? C5 C6 C11 N6 -172.51(11) . . . . ? N4 C6 C11 N6 4.58(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl1 0.873(18) 2.360(19) 3.2078(12) 163.8(16) . N1 H1B O1W 0.831(19) 2.09(2) 2.8938(15) 163.6(18) 2_556 N1 H1B O2W 0.831(19) 2.729(18) 3.0397(17) 104.1(14) 3_566 N2 H2 O2W 0.84(2) 1.87(2) 2.7139(14) 174.9(19) 2_556 N3 H3 O1 0.830(18) 2.378(17) 2.9028(14) 121.9(14) . N6 H6B N4 0.871(17) 2.545(17) 2.8846(15) 104.2(12) . N6 H6B N4 0.871(17) 2.219(17) 3.0401(15) 157.2(15) 3_567 N6 H6A Cl1 0.832(18) 2.567(18) 3.3644(11) 160.7(15) 3_566 O1W H1WA O1 0.82(2) 1.89(2) 2.7113(13) 180(2) . O1W H1WB Cl1 0.83(2) 2.43(2) 3.2294(11) 164.0(18) 3_666 O2W H2WB Cl1 0.81(2) 2.35(2) 3.1407(12) 166(2) 2_545 O2W H2WA O1W 0.83(2) 2.00(2) 2.7893(15) 160(2) . O2W H2WB O3W 0.81(2) 2.69(2) 3.001(3) 105.1(17) 2_646 O3W H3WA Cl1 0.88 2.62 3.254(3) 129.6 1_656 O3W H3WB Cl1 0.88 2.49 3.328(3) 159.6 4_676 O3W H3WB O1W 0.88 2.92 3.312(3) 108.7 2_656 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.73 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.421 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.047