# Electronic Supplementary Material (ESI) for Polymer Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Polym.Chem. _journal_coden_cambridge 1478 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Haddleton, David' _publ_author_name 'David Haddleton' _publ_contact_author_email d.m.haddleton@warwick.ac.uk data_gr4 _database_code_depnum_ccdc_archive 'CCDC 881576' #TrackingRef '- compound 11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H24 N4 O3' _chemical_formula_sum 'C25 H24 N4 O3' _chemical_formula_weight 428.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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)/c _symmetry_space_group_name_Hall '-P 2ybc' 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' _cell_length_a 8.56617(18) _cell_length_b 34.5561(6) _cell_length_c 7.35229(14) _cell_angle_alpha 90.00 _cell_angle_beta 95.2700(18) _cell_angle_gamma 90.00 _cell_volume 2167.18(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3745 _cell_measurement_theta_min 3.83 _cell_measurement_theta_max 70.01 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.58 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of seventeen sets of exposures with different \f angles for the crystal; low angles were recorded at 4 s and high angles at 16 s exposure covering 1.0 \% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 10435 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 5.19 _diffrn_reflns_theta_max 70.81 _reflns_number_total 4052 _reflns_number_gt 3859 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (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. ; _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^)+(0.0588P)^2^+0.5743P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4052 _refine_ls_number_parameters 291 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0998 _refine_ls_wR_factor_gt 0.0982 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.20819(14) 0.91257(3) 0.40204(16) 0.0236(2) Uani 1 1 d . . . H1A H 0.1977 0.8858 0.4283 0.028 Uiso 1 1 calc R . . C2 C 0.13569(15) 0.92764(4) 0.24093(17) 0.0299(3) Uani 1 1 d . . . H2A H 0.0752 0.9113 0.1581 0.036 Uiso 1 1 calc R . . C3 C 0.15133(17) 0.96644(4) 0.20073(18) 0.0349(3) Uani 1 1 d . . . H3A H 0.1028 0.9767 0.0897 0.042 Uiso 1 1 calc R . . C4 C 0.23830(18) 0.99036(4) 0.32325(19) 0.0354(3) Uani 1 1 d . . . H4A H 0.2487 1.0171 0.2961 0.042 Uiso 1 1 calc R . . C5 C 0.30995(15) 0.97557(4) 0.48463(17) 0.0279(3) Uani 1 1 d . . . H5A H 0.3688 0.9922 0.5680 0.033 Uiso 1 1 calc R . . C6 C 0.29618(13) 0.93628(3) 0.52572(15) 0.0206(2) Uani 1 1 d . . . C7 C 0.37809(13) 0.91998(3) 0.69416(15) 0.0194(2) Uani 1 1 d . . . N8 N 0.44388(12) 0.94288(3) 0.81581(13) 0.0225(2) Uani 1 1 d . . . N9 N 0.53343(12) 0.92532(3) 0.96047(13) 0.0233(2) Uani 1 1 d . . . C9 C 0.60946(17) 0.95223(4) 1.09265(18) 0.0332(3) Uani 1 1 d . . . H9A H 0.7041 0.9402 1.1530 0.050 Uiso 1 1 calc R . . H9B H 0.5374 0.9587 1.1842 0.050 Uiso 1 1 calc R . . H9C H 0.6381 0.9758 1.0298 0.050 Uiso 1 1 calc R . . O10 O 0.53190(10) 0.87789(2) 1.17694(11) 0.0261(2) Uani 1 1 d . . . C10 C 0.49426(13) 0.88917(3) 1.02173(15) 0.0208(2) Uani 1 1 d . . . N11 N 0.40429(11) 0.86786(3) 0.89679(13) 0.0208(2) Uani 1 1 d . . . C11 C 0.31526(14) 0.83509(3) 0.95587(17) 0.0256(3) Uani 1 1 d . . . H11A H 0.2663 0.8421 1.0666 0.038 Uiso 1 1 calc R . . H11B H 0.3857 0.8130 0.9817 0.038 Uiso 1 1 calc R . . H11C H 0.2338 0.8281 0.8591 0.038 Uiso 1 1 calc R . . N12 N 0.38238(11) 0.87902(3) 0.71069(12) 0.0184(2) Uani 1 1 d . . . C13 C 0.49313(13) 0.86028(3) 0.59076(15) 0.0190(2) Uani 1 1 d . . . H13A H 0.4740 0.8728 0.4682 0.023 Uiso 1 1 calc R . . C14 C 0.45487(13) 0.81764(3) 0.56277(16) 0.0225(2) Uani 1 1 d . . . H14A H 0.5236 0.8060 0.4764 0.027 Uiso 1 1 calc R . . H14B H 0.4707 0.8036 0.6803 0.027 Uiso 1 1 calc R . . O15 O 0.29245(9) 0.81533(2) 0.48969(11) 0.02303(19) Uani 1 1 d . . . C16 C 0.25007(14) 0.78391(3) 0.38855(15) 0.0217(2) Uani 1 1 d . . . O16 O 0.33970(10) 0.75859(2) 0.35563(13) 0.0319(2) Uani 1 1 d . . . C17 C 0.08010(13) 0.78467(3) 0.32266(15) 0.0210(2) Uani 1 1 d . . . C18 C -0.01645(14) 0.81647(3) 0.34829(16) 0.0225(2) Uani 1 1 d . . . H18A H 0.0258 0.8387 0.4107 0.027 Uiso 1 1 calc R . . C19 C -0.17324(14) 0.81567(3) 0.28324(16) 0.0249(3) Uani 1 1 d . . . H19A H -0.2379 0.8375 0.2986 0.030 Uiso 1 1 calc R . . C20 C -0.23614(14) 0.78276(4) 0.19521(15) 0.0252(3) Uani 1 1 d . . . H20A H -0.3440 0.7821 0.1516 0.030 Uiso 1 1 calc R . . C21 C -0.14129(15) 0.75098(4) 0.17126(16) 0.0266(3) Uani 1 1 d . . . H21A H -0.1845 0.7285 0.1119 0.032 Uiso 1 1 calc R . . C22 C 0.01613(14) 0.75197(3) 0.23368(16) 0.0241(2) Uani 1 1 d . . . H22A H 0.0809 0.7302 0.2157 0.029 Uiso 1 1 calc R . . C23 C 0.66291(13) 0.86785(3) 0.65557(15) 0.0200(2) Uani 1 1 d . . . C24 C 0.73754(14) 0.89927(3) 0.58146(16) 0.0227(2) Uani 1 1 d . . . H24A H 0.6830 0.9143 0.4878 0.027 Uiso 1 1 calc R . . C25 C 0.89039(14) 0.90875(4) 0.64324(17) 0.0265(3) Uani 1 1 d . . . H25A H 0.9399 0.9303 0.5929 0.032 Uiso 1 1 calc R . . C26 C 0.97116(14) 0.88672(4) 0.77868(17) 0.0284(3) Uani 1 1 d . . . H26A H 1.0761 0.8931 0.8208 0.034 Uiso 1 1 calc R . . C27 C 0.89836(14) 0.85532(4) 0.85244(17) 0.0283(3) Uani 1 1 d . . . H27A H 0.9538 0.8402 0.9449 0.034 Uiso 1 1 calc R . . C28 C 0.74498(14) 0.84595(3) 0.79175(16) 0.0236(2) Uani 1 1 d . . . H28A H 0.6956 0.8245 0.8433 0.028 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 C1 0.0239(6) 0.0237(5) 0.0226(6) 0.0008(4) -0.0007(5) 0.0000(4) C2 0.0301(6) 0.0336(6) 0.0245(6) -0.0014(5) -0.0055(5) 0.0023(5) C3 0.0415(8) 0.0366(7) 0.0249(6) 0.0070(5) -0.0063(5) 0.0097(6) C4 0.0488(8) 0.0230(6) 0.0335(7) 0.0062(5) -0.0005(6) 0.0058(5) C5 0.0346(7) 0.0228(6) 0.0259(6) -0.0010(5) 0.0006(5) 0.0006(5) C6 0.0202(5) 0.0225(5) 0.0193(6) 0.0001(4) 0.0023(4) 0.0022(4) C7 0.0195(5) 0.0202(5) 0.0188(5) -0.0011(4) 0.0033(4) -0.0004(4) N8 0.0260(5) 0.0230(5) 0.0178(5) -0.0007(4) -0.0012(4) 0.0005(4) N9 0.0271(5) 0.0250(5) 0.0168(5) -0.0021(4) -0.0030(4) -0.0006(4) C9 0.0421(8) 0.0325(6) 0.0231(6) -0.0053(5) -0.0065(5) -0.0064(5) O10 0.0280(4) 0.0341(5) 0.0160(4) 0.0017(3) 0.0005(3) 0.0035(3) C10 0.0193(5) 0.0266(5) 0.0169(5) -0.0011(4) 0.0037(4) 0.0036(4) N11 0.0235(5) 0.0243(5) 0.0146(5) 0.0023(4) 0.0012(4) -0.0013(4) C11 0.0270(6) 0.0260(6) 0.0240(6) 0.0059(4) 0.0032(5) -0.0017(5) N12 0.0210(5) 0.0198(4) 0.0145(4) 0.0014(3) 0.0013(4) 0.0012(3) C13 0.0203(5) 0.0211(5) 0.0154(5) -0.0006(4) 0.0014(4) 0.0009(4) C14 0.0194(5) 0.0227(5) 0.0250(6) -0.0031(4) 0.0002(4) 0.0008(4) O15 0.0209(4) 0.0216(4) 0.0261(4) -0.0059(3) 0.0000(3) -0.0007(3) C16 0.0272(6) 0.0193(5) 0.0189(5) -0.0010(4) 0.0033(4) -0.0019(4) O16 0.0276(5) 0.0246(4) 0.0431(5) -0.0109(4) 0.0003(4) 0.0030(3) C17 0.0252(6) 0.0216(5) 0.0163(5) 0.0009(4) 0.0029(4) -0.0017(4) C18 0.0268(6) 0.0201(5) 0.0207(5) -0.0005(4) 0.0035(4) -0.0024(4) C19 0.0278(6) 0.0250(6) 0.0224(6) 0.0032(4) 0.0046(5) 0.0023(4) C20 0.0235(6) 0.0338(6) 0.0180(5) 0.0025(5) -0.0004(4) -0.0021(5) C21 0.0308(6) 0.0286(6) 0.0201(5) -0.0042(4) 0.0005(5) -0.0057(5) C22 0.0299(6) 0.0229(5) 0.0196(5) -0.0029(4) 0.0025(5) -0.0001(5) C23 0.0215(6) 0.0226(5) 0.0164(5) -0.0030(4) 0.0036(4) 0.0012(4) C24 0.0241(6) 0.0236(5) 0.0206(6) -0.0005(4) 0.0028(4) 0.0018(4) C25 0.0248(6) 0.0273(6) 0.0280(6) -0.0016(5) 0.0066(5) -0.0025(5) C26 0.0189(6) 0.0394(7) 0.0267(6) -0.0044(5) 0.0017(5) -0.0011(5) C27 0.0222(6) 0.0397(7) 0.0227(6) 0.0034(5) 0.0007(5) 0.0040(5) C28 0.0229(6) 0.0279(6) 0.0204(6) 0.0018(4) 0.0041(4) 0.0013(4) _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 C1 C2 1.3874(18) . ? C1 C6 1.3929(16) . ? C1 H1A 0.9500 . ? C2 C3 1.3821(19) . ? C2 H2A 0.9500 . ? C3 C4 1.388(2) . ? C3 H3A 0.9500 . ? C4 C5 1.3827(19) . ? C4 H4A 0.9500 . ? C5 C6 1.3983(17) . ? C5 H5A 0.9500 . ? C6 C7 1.4777(16) . ? C7 N8 1.2849(15) . ? C7 N12 1.4208(14) . ? N8 N9 1.3921(14) . ? N9 C10 1.3797(15) . ? N9 C9 1.4551(15) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? O10 C10 1.2208(14) . ? C10 N11 1.3601(15) . ? N11 N12 1.4173(13) . ? N11 C11 1.4538(15) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? N12 C13 1.5002(14) . ? C13 C23 1.5111(16) . ? C13 C14 1.5193(15) . ? C13 H13A 1.0000 . ? C14 O15 1.4469(14) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? O15 C16 1.3470(13) . ? C16 O16 1.2033(15) . ? C16 C17 1.4919(16) . ? C17 C22 1.3927(16) . ? C17 C18 1.3985(16) . ? C18 C19 1.3841(17) . ? C18 H18A 0.9500 . ? C19 C20 1.3921(17) . ? C19 H19A 0.9500 . ? C20 C21 1.3869(18) . ? C20 H20A 0.9500 . ? C21 C22 1.3844(18) . ? C21 H21A 0.9500 . ? C22 H22A 0.9500 . ? C23 C28 1.3929(16) . ? C23 C24 1.3960(16) . ? C24 C25 1.3852(17) . ? C24 H24A 0.9500 . ? C25 C26 1.3869(19) . ? C25 H25A 0.9500 . ? C26 C27 1.3863(19) . ? C26 H26A 0.9500 . ? C27 C28 1.3867(18) . ? C27 H27A 0.9500 . ? C28 H28A 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 C2 C1 C6 120.63(11) . . ? C2 C1 H1A 119.7 . . ? C6 C1 H1A 119.7 . . ? C3 C2 C1 120.14(12) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C2 C3 C4 119.72(12) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C5 C4 C3 120.42(12) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 120.31(12) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C1 C6 C5 118.77(11) . . ? C1 C6 C7 120.65(10) . . ? C5 C6 C7 120.54(10) . . ? N8 C7 N12 123.21(10) . . ? N8 C7 C6 119.52(10) . . ? N12 C7 C6 117.25(9) . . ? C7 N8 N9 116.04(9) . . ? C10 N9 N8 120.71(9) . . ? C10 N9 C9 117.90(10) . . ? N8 N9 C9 114.40(9) . . ? N9 C9 H9A 109.5 . . ? N9 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N9 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O10 C10 N11 122.90(11) . . ? O10 C10 N9 122.88(11) . . ? N11 C10 N9 114.16(10) . . ? C10 N11 N12 121.42(9) . . ? C10 N11 C11 120.01(9) . . ? N12 N11 C11 118.28(9) . . ? N11 C11 H11A 109.5 . . ? N11 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N11 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N11 N12 C7 110.71(9) . . ? N11 N12 C13 114.53(8) . . ? C7 N12 C13 113.11(8) . . ? N12 C13 C23 112.47(9) . . ? N12 C13 C14 110.98(9) . . ? C23 C13 C14 113.57(9) . . ? N12 C13 H13A 106.4 . . ? C23 C13 H13A 106.4 . . ? C14 C13 H13A 106.4 . . ? O15 C14 C13 106.98(9) . . ? O15 C14 H14A 110.3 . . ? C13 C14 H14A 110.3 . . ? O15 C14 H14B 110.3 . . ? C13 C14 H14B 110.3 . . ? H14A C14 H14B 108.6 . . ? C16 O15 C14 116.79(9) . . ? O16 C16 O15 123.55(11) . . ? O16 C16 C17 124.71(10) . . ? O15 C16 C17 111.74(9) . . ? C22 C17 C18 119.27(11) . . ? C22 C17 C16 117.92(10) . . ? C18 C17 C16 122.81(10) . . ? C19 C18 C17 120.32(11) . . ? C19 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? C18 C19 C20 119.93(11) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C21 C20 C19 119.97(11) . . ? C21 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? C22 C21 C20 120.17(11) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C17 120.33(11) . . ? C21 C22 H22A 119.8 . . ? C17 C22 H22A 119.8 . . ? C28 C23 C24 118.96(11) . . ? C28 C23 C13 122.70(10) . . ? C24 C23 C13 118.26(10) . . ? C25 C24 C23 120.60(11) . . ? C25 C24 H24A 119.7 . . ? C23 C24 H24A 119.7 . . ? C24 C25 C26 119.98(11) . . ? C24 C25 H25A 120.0 . . ? C26 C25 H25A 120.0 . . ? C27 C26 C25 119.86(11) . . ? C27 C26 H26A 120.1 . . ? C25 C26 H26A 120.1 . . ? C26 C27 C28 120.26(12) . . ? C26 C27 H27A 119.9 . . ? C28 C27 H27A 119.9 . . ? C27 C28 C23 120.34(11) . . ? C27 C28 H28A 119.8 . . ? C23 C28 H28A 119.8 . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 68.50 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.224 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.044