# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_2 #============================================================================== _audit_creation_date 2012-10-31 _audit_creation_method CRYSTALS_ver_14.43 _oxford_structure_analysis_title '025mt12a At 8:49 on 11/ 5' _chemical_name_systematic . _chemical_melting_point 'not measured' #============================================================= _cell_length_a 10.5500(2) _cell_length_b 10.7458(2) _cell_length_c 11.6084(2) _cell_angle_alpha 85.1863(9) _cell_angle_beta 87.7739(9) _cell_angle_gamma 65.2832(8) _cell_volume 1191.23(4) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861 10.4720 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C21 H18 Cl1 N2 O11 Re1 # Dc = 1.94 Fooo = 676.00 Mu = 52.76 M = 696.03 # Found Formula = C21 H18 Cl1 N2 O11 Re1 # Dc = 1.94 FOOO = 676.00 Mu = 52.76 M = 696.03 _chemical_formula_sum 'C21 H18 Cl N2 O11 Re' _chemical_formula_moiety 'C21 H18 Cl N2 O11 Re' _chemical_compound_source . _chemical_formula_weight 696.03 _cell_measurement_reflns_used 5307 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.240 _exptl_crystal_size_max 0.380 _exptl_crystal_density_diffrn 1.940 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 5.276 # Sheldrick geometric approximatio 0.28 0.35 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.26 _exptl_absorpt_correction_T_max 0.35 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_ambient_pressure 101 _diffrn_reflns_number 48725 _reflns_number_total 5380 _diffrn_reflns_av_R_equivalents 0.056 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 5380 # Theoretical number of reflections is about 10894 _diffrn_reflns_theta_min 5.108 _diffrn_reflns_theta_max 27.452 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.903 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -13 _reflns_limit_h_max 13 _reflns_limit_k_min -13 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 1.45 _oxford_diffrn_Wilson_scale 24.38 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -4.08 _refine_diff_density_max 4.92 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 5346 _refine_ls_number_restraints 6 _refine_ls_number_parameters 327 _oxford_refine_ls_R_factor_ref 0.0790 _refine_ls_wR_factor_ref 0.2104 _refine_ls_goodness_of_fit_ref 1.0994 _refine_ls_shift/su_max 0.0001768 _refine_ls_shift/su_mean 0.0000049 # The values computed with all filters except I/sigma _oxford_reflns_number_all 5346 _refine_ls_R_factor_all 0.0790 _refine_ls_wR_factor_all 0.2104 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4835 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_gt 0.2078 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.00P)^2^ +45.87P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Re1 Re 0.81239(6) 0.31915(6) 0.38719(5) 0.0165 1.0000 Uani . . . . . . Cl2 Cl 0.9888(4) 0.3157(4) 0.2404(3) 0.0281 1.0000 Uani . . . . . . N3 N 0.7441(13) 0.5446(12) 0.3732(10) 0.0175 1.0000 Uani . . . . . . C4 C 0.7345(15) 0.6170(15) 0.2711(12) 0.0202 1.0000 Uani . . . . . . C5 C 0.7022(14) 0.7577(15) 0.2625(12) 0.0182 1.0000 Uani . . . . . . C6 C 0.7167(15) 0.6122(14) 0.4696(12) 0.0188 1.0000 Uani . . . . . . C7 C 0.6854(15) 0.7515(14) 0.4686(13) 0.0191 1.0000 Uani . . . . . . C8 C 0.6638(15) 0.8139(15) 0.5808(12) 0.0200 1.0000 Uani . . . . . . O9 O 0.6694(14) 0.9366(11) 0.5691(9) 0.0311 1.0000 Uani . . . . . . C10 C 0.670(2) 0.9972(16) 0.6760(14) 0.0308 1.0000 Uani . . . . . . O11 O 0.6483(14) 0.7592(13) 0.6707(10) 0.0342 1.0000 Uani . . . . . . N12 N 0.6754(13) 0.3453(12) 0.2390(10) 0.0183 1.0000 Uani . . . . . . C13 C 0.5361(14) 0.4231(14) 0.2443(12) 0.0179 1.0000 Uani . . . . . . C14 C 0.4450(14) 0.4282(14) 0.1584(12) 0.0171 1.0000 Uani . . . . . . C15 C 0.2937(15) 0.5148(15) 0.1768(14) 0.0228 1.0000 Uani . . . . . . O16 O 0.2188(11) 0.5179(11) 0.0857(9) 0.0268 1.0000 Uani . . . . . . C17 C 0.0688(15) 0.5954(17) 0.0975(16) 0.0289 1.0000 Uani . . . . . . O18 O 0.2476(12) 0.5750(12) 0.2618(10) 0.0324 1.0000 Uani . . . . . . C19 C 0.4982(15) 0.3521(14) 0.0628(12) 0.0194 1.0000 Uani . . . . . . C20 C 0.6406(15) 0.2751(15) 0.0564(13) 0.0210 1.0000 Uani . . . . . . C21 C 0.7246(16) 0.2738(15) 0.1445(13) 0.0211 1.0000 Uani . . . . . . C22 C 0.9333(15) 0.3017(15) 0.5121(14) 0.0235 1.0000 Uani . . . . . . O23 O 1.0075(12) 0.2943(13) 0.5871(10) 0.0336 1.0000 Uani . . . . . . C24 C 0.6711(17) 0.3284(15) 0.4957(13) 0.0229 1.0000 Uani . U . . . . O25 O 0.5836(11) 0.3324(12) 0.5604(10) 0.0287 1.0000 Uani . U . . . . O27 O 0.6684(17) 0.9561(13) 0.1408(11) 0.0462 1.0000 Uani . . . . . . O28 O 0.7186(11) 0.7581(11) 0.0608(9) 0.0228 1.0000 Uani . . . . . . O3 O 0.8387(12) 0.1436(12) -0.0487(10) 0.0299 1.0000 Uani . . . . . . O8 O 0.9116(17) 0.0075(13) 0.3913(12) 0.0482 1.0000 Uani . . . . . . C9 C 0.8746(16) 0.1239(15) 0.3930(13) 0.0227 1.0000 Uani . . . . . . C11 C 0.6798(16) 0.8247(15) 0.3625(14) 0.0227 1.0000 Uani . . . . . . C12 C 0.6943(16) 0.8366(15) 0.1494(13) 0.0239 1.0000 Uani . . . . . . O4 O 0.6297(13) 0.1842(13) -0.1218(10) 0.0338 1.0000 Uani . . . . . . C18 C 0.7004(17) 0.1946(15) -0.0479(13) 0.0239 1.0000 Uani . . . . . . C23 C 0.7087(19) 0.8284(17) -0.0521(13) 0.0295 1.0000 Uani . . . . . . C25 C 0.9079(19) 0.0771(19) -0.1515(16) 0.0363 1.0000 Uani . . . . . . H41 H 0.7498 0.5717 0.2037 0.0240 1.0000 Uiso R . . . . . H61 H 0.7192 0.5636 0.5402 0.0230 1.0000 Uiso R . . . . . H101 H 0.6448 1.0937 0.6604 0.0460 1.0000 Uiso R . . . . . H102 H 0.7612 0.9536 0.7096 0.0460 1.0000 Uiso R . . . . . H103 H 0.6036 0.9837 0.7286 0.0459 1.0000 Uiso R . . . . . H131 H 0.5000 0.4749 0.3076 0.0220 1.0000 Uiso R . . . . . H171 H 0.0265 0.6152 0.0225 0.0430 1.0000 Uiso R . . . . . H172 H 0.0507 0.6798 0.1312 0.0431 1.0000 Uiso R . . . . . H173 H 0.0311 0.5425 0.1463 0.0431 1.0000 Uiso R . . . . . H191 H 0.4396 0.3526 0.0048 0.0230 1.0000 Uiso R . . . . . H211 H 0.8202 0.2213 0.1388 0.0250 1.0000 Uiso R . . . . . H111 H 0.6618 0.9175 0.3593 0.0271 1.0000 Uiso R . . . . . H231 H 0.7323 0.7634 -0.1100 0.0440 1.0000 Uiso R . . . . . H232 H 0.7718 0.8720 -0.0573 0.0440 1.0000 Uiso R . . . . . H233 H 0.6151 0.8967 -0.0647 0.0440 1.0000 Uiso R . . . . . H251 H 1.0044 0.0613 -0.1505 0.0540 1.0000 Uiso R . . . . . H252 H 0.8641 0.1353 -0.2190 0.0540 1.0000 Uiso R . . . . . H253 H 0.9010 -0.0089 -0.1531 0.0539 1.0000 Uiso 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 Re1 0.0188(3) 0.0152(3) 0.0139(3) -0.00183(18) 0.00052(19) -0.0052(2) Cl2 0.0230(17) 0.0281(19) 0.030(2) -0.0049(15) 0.0064(15) -0.0071(15) N3 0.024(6) 0.015(5) 0.014(6) -0.004(4) 0.001(5) -0.007(5) C4 0.025(7) 0.022(7) 0.013(7) -0.004(5) 0.001(5) -0.009(6) C5 0.017(6) 0.021(7) 0.018(7) -0.001(5) 0.000(5) -0.009(5) C6 0.024(7) 0.019(7) 0.014(7) -0.001(5) 0.000(5) -0.009(6) C7 0.018(7) 0.017(7) 0.023(7) -0.004(5) 0.000(5) -0.008(5) C8 0.024(7) 0.022(7) 0.017(7) -0.004(5) 0.001(5) -0.012(6) O9 0.060(8) 0.022(5) 0.017(5) -0.004(4) -0.006(5) -0.021(5) C10 0.048(10) 0.020(7) 0.026(8) -0.004(6) -0.011(7) -0.013(7) O11 0.059(8) 0.036(7) 0.018(6) -0.006(5) 0.008(5) -0.029(6) N12 0.023(6) 0.017(6) 0.014(6) -0.004(4) 0.001(5) -0.006(5) C13 0.021(7) 0.015(6) 0.015(7) 0.000(5) 0.000(5) -0.005(5) C14 0.017(6) 0.019(7) 0.015(7) -0.001(5) 0.002(5) -0.008(5) C15 0.020(7) 0.021(7) 0.028(8) 0.006(6) 0.000(6) -0.009(6) O16 0.024(6) 0.030(6) 0.024(6) -0.006(5) -0.003(4) -0.008(5) C17 0.012(7) 0.031(8) 0.039(9) 0.002(7) -0.003(6) -0.005(6) O18 0.026(6) 0.032(6) 0.032(6) -0.014(5) 0.004(5) -0.003(5) C19 0.025(7) 0.018(6) 0.017(7) 0.000(5) 0.001(5) -0.011(6) C20 0.020(7) 0.020(7) 0.023(7) -0.005(6) 0.005(6) -0.008(6) C21 0.023(7) 0.019(7) 0.024(7) -0.003(6) 0.004(6) -0.011(6) C22 0.018(7) 0.022(7) 0.026(8) -0.005(6) 0.003(6) -0.003(6) O23 0.031(6) 0.041(7) 0.025(6) -0.004(5) -0.005(5) -0.010(5) C24 0.032(6) 0.020(6) 0.019(6) 0.001(5) -0.011(5) -0.012(5) O25 0.023(5) 0.032(5) 0.030(6) -0.001(4) 0.003(4) -0.011(4) O27 0.087(11) 0.024(6) 0.025(7) 0.004(5) 0.001(7) -0.022(7) O28 0.033(6) 0.020(5) 0.015(5) 0.000(4) 0.001(4) -0.011(4) O3 0.029(6) 0.036(6) 0.025(6) -0.015(5) 0.008(5) -0.013(5) O8 0.070(10) 0.024(6) 0.044(8) -0.005(6) 0.001(7) -0.013(6) C9 0.027(8) 0.022(7) 0.015(7) -0.002(5) -0.002(6) -0.006(6) C11 0.024(7) 0.014(6) 0.028(8) -0.002(6) -0.003(6) -0.006(6) C12 0.028(8) 0.020(7) 0.022(8) -0.002(6) 0.000(6) -0.008(6) O4 0.035(6) 0.038(7) 0.028(6) -0.015(5) -0.001(5) -0.012(5) C18 0.035(8) 0.022(7) 0.019(7) -0.006(6) 0.005(6) -0.016(6) C23 0.039(9) 0.032(9) 0.016(7) 0.007(6) 0.001(6) -0.015(7) C25 0.036(9) 0.037(10) 0.036(10) -0.020(8) 0.010(8) -0.013(8) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2858(9) loop_ _oxford_twin_element_scale_factors 0.433(5) 0.009(3) 0.558(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Re1 . Cl2 . 2.464(4) yes Re1 . N3 . 2.213(11) yes Re1 . N12 . 2.213(12) yes Re1 . C22 . 1.914(16) yes Re1 . C24 . 1.889(17) yes Re1 . C9 . 1.914(15) yes N3 . C4 . 1.345(18) yes N3 . C6 . 1.342(18) yes C4 . C5 . 1.40(2) yes C4 . H41 . 0.930 no C5 . C11 . 1.38(2) yes C5 . C12 . 1.49(2) yes C6 . C7 . 1.391(19) yes C6 . H61 . 0.929 no C7 . C8 . 1.48(2) yes C7 . C11 . 1.39(2) yes C8 . O9 . 1.340(17) yes C8 . O11 . 1.194(18) yes O9 . C10 . 1.451(18) yes C10 . H101 . 0.959 no C10 . H102 . 0.959 no C10 . H103 . 0.960 no N12 . C13 . 1.355(18) yes N12 . C21 . 1.352(18) yes C13 . C14 . 1.393(19) yes C13 . H131 . 0.930 no C14 . C15 . 1.491(19) yes C14 . C19 . 1.391(19) yes C15 . O16 . 1.335(19) yes C15 . O18 . 1.198(19) yes O16 . C17 . 1.455(17) yes C17 . H171 . 0.960 no C17 . H172 . 0.959 no C17 . H173 . 0.959 no C19 . C20 . 1.38(2) yes C19 . H191 . 0.929 no C20 . C21 . 1.37(2) yes C20 . C18 . 1.51(2) yes C21 . H211 . 0.930 no C22 . O23 . 1.169(19) yes C24 . O25 . 1.156(19) yes O27 . C12 . 1.192(19) yes O28 . C12 . 1.333(18) yes O28 . C23 . 1.441(17) yes O3 . C18 . 1.326(19) yes O3 . C25 . 1.451(19) yes O8 . C9 . 1.146(19) yes C11 . H111 . 0.932 no O4 . C18 . 1.200(19) yes C23 . H231 . 0.960 no C23 . H232 . 0.959 no C23 . H233 . 0.961 no C25 . H251 . 0.960 no C25 . H252 . 0.960 no C25 . H253 . 0.959 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl2 . Re1 . N3 . 85.5(3) yes Cl2 . Re1 . N12 . 85.7(3) yes N3 . Re1 . N12 . 88.2(4) yes Cl2 . Re1 . C22 . 92.6(5) yes N3 . Re1 . C22 . 90.2(5) yes N12 . Re1 . C22 . 177.7(6) yes Cl2 . Re1 . C24 . 177.4(5) yes N3 . Re1 . C24 . 92.7(5) yes N12 . Re1 . C24 . 92.4(5) yes C22 . Re1 . C24 . 89.3(6) yes Cl2 . Re1 . C9 . 92.4(5) yes N3 . Re1 . C9 . 177.6(6) yes N12 . Re1 . C9 . 90.7(5) yes C22 . Re1 . C9 . 90.9(6) yes C24 . Re1 . C9 . 89.4(6) yes Re1 . N3 . C4 . 122.4(9) yes Re1 . N3 . C6 . 119.5(9) yes C4 . N3 . C6 . 118.0(12) yes N3 . C4 . C5 . 122.6(13) yes N3 . C4 . H41 . 118.6 no C5 . C4 . H41 . 118.9 no C4 . C5 . C11 . 118.8(13) yes C4 . C5 . C12 . 122.3(13) yes C11 . C5 . C12 . 118.9(13) yes N3 . C6 . C7 . 122.9(13) yes N3 . C6 . H61 . 118.4 no C7 . C6 . H61 . 118.6 no C6 . C7 . C8 . 118.2(13) yes C6 . C7 . C11 . 118.5(13) yes C8 . C7 . C11 . 123.2(13) yes C7 . C8 . O9 . 111.4(12) yes C7 . C8 . O11 . 124.0(13) yes O9 . C8 . O11 . 124.5(13) yes C8 . O9 . C10 . 115.7(12) yes O9 . C10 . H101 . 109.5 no O9 . C10 . H102 . 109.5 no H101 . C10 . H102 . 109.8 no O9 . C10 . H103 . 109.0 no H101 . C10 . H103 . 109.6 no H102 . C10 . H103 . 109.3 no Re1 . N12 . C13 . 121.2(9) yes Re1 . N12 . C21 . 121.4(10) yes C13 . N12 . C21 . 117.1(12) yes N12 . C13 . C14 . 122.5(13) yes N12 . C13 . H131 . 118.7 no C14 . C13 . H131 . 118.8 no C13 . C14 . C15 . 116.8(13) yes C13 . C14 . C19 . 119.2(13) yes C15 . C14 . C19 . 123.9(13) yes C14 . C15 . O16 . 111.0(13) yes C14 . C15 . O18 . 123.7(14) yes O16 . C15 . O18 . 125.3(14) yes C15 . O16 . C17 . 115.1(12) yes O16 . C17 . H171 . 109.3 no O16 . C17 . H172 . 109.0 no H171 . C17 . H172 . 109.5 no O16 . C17 . H173 . 109.6 no H171 . C17 . H173 . 109.8 no H172 . C17 . H173 . 109.6 no C14 . C19 . C20 . 118.2(13) yes C14 . C19 . H191 . 121.0 no C20 . C19 . H191 . 120.7 no C19 . C20 . C21 . 119.6(14) yes C19 . C20 . C18 . 119.0(14) yes C21 . C20 . C18 . 121.4(13) yes C20 . C21 . N12 . 123.3(14) yes C20 . C21 . H211 . 118.4 no N12 . C21 . H211 . 118.3 no Re1 . C22 . O23 . 178.2(14) yes Re1 . C24 . O25 . 178.4(13) yes C12 . O28 . C23 . 115.3(12) yes C18 . O3 . C25 . 116.3(13) yes Re1 . C9 . O8 . 177.0(14) yes C7 . C11 . C5 . 119.1(13) yes C7 . C11 . H111 . 120.5 no C5 . C11 . H111 . 120.4 no C5 . C12 . O28 . 112.1(12) yes C5 . C12 . O27 . 123.0(14) yes O28 . C12 . O27 . 124.9(15) yes C20 . C18 . O3 . 111.1(13) yes C20 . C18 . O4 . 123.3(15) yes O3 . C18 . O4 . 125.6(14) yes O28 . C23 . H231 . 109.5 no O28 . C23 . H232 . 109.6 no H231 . C23 . H232 . 109.4 no O28 . C23 . H233 . 109.7 no H231 . C23 . H233 . 109.3 no H232 . C23 . H233 . 109.3 no O3 . C25 . H251 . 109.5 no O3 . C25 . H252 . 109.4 no H251 . C25 . H252 . 109.4 no O3 . C25 . H253 . 109.5 no H251 . C25 . H253 . 109.5 no H252 . C25 . H253 . 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C6 . H61 . O18 2_666 174.1(4) 0.929 2.583 3.51(2) yes C10 . H101 . O25 1_565 163.9(4) 0.959 2.553 3.48(2) yes C13 . H131 . O25 2_666 162.7(4) 0.930 2.513 3.41(2) yes C19 . H191 . O28 2_665 144.9(4) 0.929 2.588 3.39(2) yes _iucr_refine_instructions_details_constraints ; # # Punched on 31/10/12 at 19:46:20 # #LIST 12 BLOCK SCALE X'S, U'S SUMFIX ELEMENT SCALES RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 10,X'S) H ( 101,X'S) H ( 102,X'S) H ( 103,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 17,X'S) H ( 171,X'S) H ( 172,X'S) H ( 173,X'S) RIDE C ( 19,X'S) H ( 191,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 23,X'S) H ( 231,X'S) H ( 232,X'S) H ( 233,X'S) RIDE C ( 25,X'S) H ( 251,X'S) H ( 252,X'S) H ( 253,X'S) END ; _iucr_refine_instructions_details_restraints ; # # Punched on 31/10/12 at 19:46:20 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) U(IJ)'S 0.0, 0.010000 = C(24) TO O(25) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 2 4 1 x . 1 -3 1 x . -1 -4 1 x . 5 -2 1 x . -6 -2 1 x . 0 6 1 x . -8 -2 1 x . -3 1 1 x . -3 1 1 x . -7 -6 1 x . 7 -1 1 x . 4 1 0 x . -2 3 1 x . -5 3 1 x . -3 1 1 x . -5 -5 1 x . -5 1 1 x . 4 5 1 x . -1 7 1 x . 6 -3 1 x . -6 1 1 x . -1 -7 1 x . -1 4 1 x . 3 -3 1 x . 4 -1 1 x . -4 2 1 x . 1 -6 1 x . 3 6 1 x . 6 5 1 x . -7 2 1 x . 1 4 12 x . 10 4 1 x . 9 2 1 x . -1 -3 1 x . -2 -3 1 x . 1 3 1 x . _database_code_depnum_ccdc_archive 'CCDC 946857'