# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jonathan Dilworth' _publ_contact_author_email JON.DILWORTH@CHEM.OX.AC.UK _publ_section_title ; One and two photon fluorescent complexes of rhenium and their technetium analogues ; loop_ _publ_author_name 'Jonathan Dilworth' 'Stanley W Botchway' 'Maria Salichou' data_arc1622 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; . ; _chemical_melting_point 'not measured' _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_special_details ; Geometric restraints were applied to the disordered methoxyphenyl group, using the other ordered groups as a template. The following bond length restraints were applied: C(pyrazole)-C(phenyl) 1.50(2) \%A C(phenyl)-C(phenyl) 1.39(2) \%A C(phenyl)-O 1.33(2) \%A O-C(methyl) 1.45(2) \%A Angle restraints: C(pyrazole)-C(phenyl)-C(phenyl) 120(2) \% C(phenyl)-C(phenyl)-C(phenyl) 120(2) \% C(phenyl)-C(phenyl)-O 118(2) \% for the C bonded to the pyrazole 122(2) \% for the other neighbouring C C(phenyl)-O-C(methyl) 118(2) \% Similarity restraints were applied to the displacement parameters of directly-bonded pairs of atoms. ; #============================================================= _cell_length_a 12.2213(2) _cell_length_b 16.4515(2) _cell_length_c 17.8066(2) _cell_angle_alpha 90 _cell_angle_beta 100.2890(3) _cell_angle_gamma 90 _cell_volume 3522.60(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x+1/2,y+1/2,-z+1/2' 'x+1/2,-y+1/2,z+1/2' 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' _cell_formula_units_Z 4 _chemical_formula_sum 'C39 H31 N4 O9 Re' _chemical_formula_moiety 'C39 H31 N4 O9 Re' _chemical_compound_source 'synthesis as described' _chemical_formula_weight 885.90 _cell_measurement_reflns_used 35125 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_max 0.14 _exptl_crystal_density_diffrn 1.670 _exptl_crystal_density_meas . # Non-dispersive F(000): _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 3.513 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.61 _exptl_absorpt_correction_T_max 0.75 _diffrn_measurement_method \w _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 35125 _reflns_number_total 7978 #8269 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_theta_min 5.100 _diffrn_reflns_theta_max 27.451 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.451 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _refine_diff_density_min -1.77 _refine_diff_density_max 1.75 _refine_ls_number_reflns 6220 _refine_ls_number_restraints 167 _refine_ls_number_parameters 551 #_refine_ls_R_factor_ref 0.0271 _refine_ls_wR_factor_ref 0.0311 _refine_ls_goodness_of_fit_ref 0.9842 #_reflns_number_all 7989 _refine_ls_R_factor_all 0.0399 _refine_ls_wR_factor_all 0.0394 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 6220 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_gt 0.0311 _refine_ls_shift/su_max 0.028839 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.802 0.232 0.517 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 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 Re1 Re 0.270410(10) 0.462811(7) 0.296361(7) 0.0312 1.0000 Uani . . . . . C1 C 0.0107(3) 0.46783(19) 0.3052(2) 0.0366 1.0000 Uani . . . . . C2 C 0.0662(4) 0.5477(2) 0.3381(2) 0.0453 1.0000 Uani . . . . . O1 O 0.1722(2) 0.55016(14) 0.34464(17) 0.0466 1.0000 Uani . . . . . O2 O 0.0060(3) 0.60248(18) 0.3529(2) 0.0719 1.0000 Uani . . . . . N1 N 0.0588(2) 0.39645(16) 0.34621(15) 0.0312 1.0000 Uani . . . . . N2 N 0.1689(2) 0.37830(16) 0.34864(15) 0.0311 1.0000 Uani . . . . . C3 C 0.1847(3) 0.3051(2) 0.38133(18) 0.0338 1.0000 Uani . . . . . C4 C 0.0841(3) 0.2765(2) 0.3994(2) 0.0396 1.0000 Uani . . . . . C5 C 0.0056(3) 0.33529(19) 0.37627(18) 0.0340 1.0000 Uani . . . . . C6 C 0.2928(3) 0.26264(19) 0.39100(19) 0.0350 1.0000 Uani . . . . . C7 C 0.3160(3) 0.2118(2) 0.3340(2) 0.0450 1.0000 Uani . . . . . C8 C 0.4150(4) 0.1678(2) 0.3424(3) 0.0524 1.0000 Uani . . . . . C9 C 0.4901(3) 0.1735(2) 0.4092(3) 0.0500 1.0000 Uani . . . . . C10 C 0.4699(3) 0.2245(3) 0.4675(2) 0.0491 1.0000 Uani . . . . . C11 C 0.3720(3) 0.2699(2) 0.4579(2) 0.0403 1.0000 Uani . . . . . O3 O 0.3460(2) 0.32334(19) 0.51122(15) 0.0525 1.0000 Uani . . . . . C12 C 0.4319(4) 0.3408(4) 0.5752(3) 0.0777 1.0000 Uani . . . . . C13 C -0.1159(3) 0.3353(2) 0.37463(19) 0.0361 1.0000 Uani . . . . . C14 C -0.1777(3) 0.2702(2) 0.3411(3) 0.0522 1.0000 Uani . . . . . C15 C -0.2924(3) 0.2679(3) 0.3367(3) 0.0584 1.0000 Uani . . . . . C16 C -0.3444(3) 0.3304(3) 0.3665(2) 0.0506 1.0000 Uani . . . . . C17 C -0.2851(3) 0.3958(2) 0.40217(19) 0.0418 1.0000 Uani . . . . . C18 C -0.1698(3) 0.3985(2) 0.40633(17) 0.0361 1.0000 Uani . . . . . O4 O -0.1039(2) 0.45984(16) 0.43919(14) 0.0431 1.0000 Uani . . . . . C19 C -0.1565(3) 0.5289(3) 0.4670(2) 0.0555 1.0000 Uani . . . . . N3 N 0.0203(2) 0.46069(15) 0.22521(16) 0.0328 1.0000 Uani . . . . . N4 N 0.1234(2) 0.45944(16) 0.20595(15) 0.0320 1.0000 Uani . . . . . C20 C 0.1058(3) 0.4446(2) 0.13110(19) 0.0364 1.0000 Uani . . . . . C21 C -0.0075(3) 0.4365(2) 0.1029(2) 0.0444 1.0000 Uani . . . . . C22 C -0.0607(3) 0.4459(2) 0.1640(2) 0.0463 1.0000 Uani D U . . . C23 C 0.1992(3) 0.4399(3) 0.08777(19) 0.0465 1.0000 Uani . . . . . C24 C 0.2405(4) 0.5088(3) 0.0600(2) 0.0596 1.0000 Uani . . . . . C25 C 0.3244(4) 0.5039(5) 0.0160(3) 0.0857 1.0000 Uani . . . . . C26 C 0.3626(5) 0.4277(6) -0.0002(3) 0.0942 1.0000 Uani . . . . . C27 C 0.3234(4) 0.3586(4) 0.0276(3) 0.0794 1.0000 Uani . . . . . C28 C 0.2399(3) 0.3630(3) 0.0718(2) 0.0566 1.0000 Uani . . . . . O5 O 0.1952(3) 0.29830(18) 0.10344(18) 0.0624 1.0000 Uani . . . . . C29 C 0.2467(4) 0.2202(3) 0.0984(3) 0.0842 1.0000 Uani . . . . . C30 C -0.1799(5) 0.4629(4) 0.1802(4) 0.0434 0.588(7) Uani D U P 1 1 C31 C -0.2090(13) 0.5364(10) 0.2104(17) 0.0599 0.588(7) Uani D U P 1 1 C32 C -0.3196(9) 0.5476(6) 0.2220(7) 0.0721 0.588(7) Uani D U P 1 1 C33 C -0.3978(6) 0.4878(6) 0.2001(6) 0.0783 0.588(7) Uani D U P 1 1 C34 C -0.3688(11) 0.4143(9) 0.1718(16) 0.0665 0.588(7) Uani D U P 1 1 C35 C -0.2606(5) 0.4023(5) 0.1597(4) 0.0516 0.588(7) Uani D U P 1 1 O6 O -0.2290(6) 0.3327(6) 0.1310(5) 0.0650 0.588(7) Uani D U P 1 1 C36 C -0.3136(10) 0.2708(9) 0.1143(9) 0.0898 0.588(7) Uani D U P 1 1 C80 C -0.1730(5) 0.4109(5) 0.1538(4) 0.0331 0.412(7) Uani D U P 1 2 C81 C -0.2014(10) 0.3386(8) 0.1150(8) 0.0458 0.412(7) Uani D U P 1 2 C82 C -0.3104(11) 0.3080(8) 0.1104(9) 0.0551 0.412(7) Uani D U P 1 2 C83 C -0.3881(7) 0.3517(8) 0.1411(5) 0.0544 0.412(7) Uani D U P 1 2 C84 C -0.3613(12) 0.4266(13) 0.1757(16) 0.0506 0.412(7) Uani D U P 1 2 C85 C -0.2517(6) 0.4541(5) 0.1831(5) 0.0385 0.412(7) Uani D U P 1 2 O56 O -0.2165(9) 0.5273(9) 0.2171(12) 0.0402 0.412(7) Uani D U P 1 2 C86 C -0.2919(12) 0.5706(8) 0.2553(7) 0.0531 0.412(7) Uani D U P 1 2 C37 C 0.3525(2) 0.3836(2) 0.25119(17) 0.0358 1.0000 Uani . . . . . O7 O 0.40545(19) 0.33717(17) 0.22498(14) 0.0453 1.0000 Uani . . . . . C38 C 0.3501(3) 0.5451(3) 0.2527(3) 0.0568 1.0000 Uani . . . . . O8 O 0.4016(3) 0.5948(2) 0.2302(3) 0.0928 1.0000 Uani . . . . . C39 C 0.3912(3) 0.4613(2) 0.3807(2) 0.0421 1.0000 Uani . . . . . O9 O 0.4667(3) 0.4591(2) 0.42986(16) 0.0603 1.0000 Uani . . . . . H11 H -0.0700 0.4702 0.3086 0.0462 1.0000 Uiso . . . . . H41 H 0.0721 0.2236 0.4244 0.0478 1.0000 Uiso . . . . . H71 H 0.2606 0.2064 0.2856 0.0543 1.0000 Uiso . . . . . H81 H 0.4311 0.1324 0.3000 0.0645 1.0000 Uiso . . . . . H91 H 0.5600 0.1406 0.4161 0.0619 1.0000 Uiso . . . . . H101 H 0.5253 0.2287 0.5160 0.0592 1.0000 Uiso . . . . . H121 H 0.4032 0.3802 0.6099 0.0912 1.0000 Uiso . . . . . H122 H 0.4973 0.3651 0.5568 0.0912 1.0000 Uiso . . . . . H123 H 0.4550 0.2894 0.6037 0.0912 1.0000 Uiso . . . . . H141 H -0.1394 0.2241 0.3197 0.0634 1.0000 Uiso . . . . . H151 H -0.3365 0.2208 0.3119 0.0700 1.0000 Uiso . . . . . H161 H -0.4270 0.3291 0.3624 0.0612 1.0000 Uiso . . . . . H171 H -0.3244 0.4404 0.4247 0.0509 1.0000 Uiso . . . . . H191 H -0.0985 0.5691 0.4896 0.0672 1.0000 Uiso . . . . . H192 H -0.1993 0.5108 0.5070 0.0672 1.0000 Uiso . . . . . H193 H -0.2084 0.5548 0.4239 0.0672 1.0000 Uiso . . . . . H211 H -0.0431 0.4260 0.0487 0.0518 1.0000 Uiso . . . . . H241 H 0.2106 0.5631 0.0713 0.0733 1.0000 Uiso . . . . . H251 H 0.3560 0.5542 -0.0034 0.1056 1.0000 Uiso . . . . . H261 H 0.4206 0.4233 -0.0332 0.1149 1.0000 Uiso . . . . . H271 H 0.3543 0.3046 0.0163 0.0937 1.0000 Uiso . . . . . H291 H 0.2064 0.1782 0.1235 0.0937 1.0000 Uiso . . . . . H292 H 0.3261 0.2226 0.1245 0.0937 1.0000 Uiso . . . . . H293 H 0.2432 0.2055 0.0435 0.0937 1.0000 Uiso . . . . . H311 H -0.1526 0.5806 0.2236 0.0758 0.5878 Uiso . . . 1 1 H321 H -0.3410 0.5988 0.2460 0.0915 0.5878 Uiso . . . 1 1 H331 H -0.4770 0.4978 0.2048 0.0984 0.5878 Uiso . . . 1 1 H341 H -0.4252 0.3699 0.1601 0.0809 0.5878 Uiso . . . 1 1 H361 H -0.2815 0.2217 0.0932 0.1099 0.5878 Uiso . . . 1 1 H362 H -0.3770 0.2920 0.0759 0.1099 0.5878 Uiso . . . 1 1 H363 H -0.3408 0.2558 0.1622 0.1099 0.5878 Uiso . . . 1 1 H811 H -0.1457 0.3086 0.0906 0.0555 0.4122 Uiso . . . 1 2 H821 H -0.3312 0.2546 0.0850 0.0656 0.4122 Uiso . . . 1 2 H831 H -0.4647 0.3293 0.1384 0.0652 0.4122 Uiso . . . 1 2 H841 H -0.4189 0.4599 0.1948 0.0613 0.4122 Uiso . . . 1 2 H861 H -0.2561 0.6221 0.2771 0.0670 0.4122 Uiso . . . 1 2 H862 H -0.3611 0.5838 0.2180 0.0670 0.4122 Uiso . . . 1 2 H863 H -0.3114 0.5362 0.2973 0.0670 0.4122 Uiso . . . 1 2 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 0.03115(7) 0.03301(7) 0.03118(7) -0.00178(5) 0.01050(4) -0.00928(5) C1 0.0380(16) 0.0297(15) 0.0478(18) 0.0084(14) 0.0228(14) 0.0027(13) C2 0.060(2) 0.0312(17) 0.054(2) -0.0030(15) 0.0368(18) -0.0060(15) O1 0.0579(16) 0.0300(12) 0.0585(16) -0.0113(11) 0.0283(13) -0.0100(10) O2 0.083(2) 0.0407(15) 0.110(3) -0.0161(17) 0.067(2) -0.0023(15) N1 0.0313(12) 0.0289(12) 0.0364(13) 0.0031(11) 0.0139(10) -0.0036(10) N2 0.0297(12) 0.0287(12) 0.0372(13) 0.0001(11) 0.0125(10) -0.0049(10) C3 0.0341(15) 0.0325(15) 0.0339(15) 0.0018(12) 0.0035(12) -0.0052(12) C4 0.0356(16) 0.0368(16) 0.0471(18) 0.0126(14) 0.0092(14) -0.0041(13) C5 0.0331(15) 0.0341(16) 0.0372(16) 0.0055(13) 0.0123(12) -0.0070(12) C6 0.0327(16) 0.0299(14) 0.0432(17) 0.0029(13) 0.0092(13) -0.0050(12) C7 0.046(2) 0.0391(18) 0.050(2) -0.0044(15) 0.0103(16) -0.0044(15) C8 0.053(2) 0.042(2) 0.066(3) -0.0059(18) 0.0215(19) -0.0010(17) C9 0.0391(18) 0.0413(19) 0.074(3) 0.0147(19) 0.0226(18) 0.0030(15) C10 0.0382(18) 0.057(2) 0.053(2) 0.0155(18) 0.0103(16) 0.0043(16) C11 0.0390(17) 0.0436(18) 0.0393(17) 0.0046(15) 0.0098(14) -0.0013(14) O3 0.0441(14) 0.0716(19) 0.0391(13) -0.0029(13) -0.0001(11) 0.0098(13) C12 0.061(3) 0.118(5) 0.049(2) -0.016(3) -0.004(2) 0.009(3) C13 0.0315(15) 0.0373(16) 0.0404(16) 0.0115(13) 0.0091(12) -0.0076(13) C14 0.044(2) 0.0387(19) 0.075(3) 0.0050(19) 0.0163(18) -0.0106(16) C15 0.044(2) 0.048(2) 0.083(3) 0.006(2) 0.011(2) -0.0197(17) C16 0.0336(17) 0.053(2) 0.066(2) 0.0143(19) 0.0120(16) -0.0106(16) C17 0.0323(16) 0.055(2) 0.0395(17) 0.0132(16) 0.0109(13) -0.0035(15) C18 0.0327(15) 0.0491(18) 0.0280(14) 0.0072(13) 0.0093(12) -0.0064(14) O4 0.0345(12) 0.0579(15) 0.0386(12) -0.0120(11) 0.0109(10) -0.0062(11) C19 0.045(2) 0.073(3) 0.050(2) -0.024(2) 0.0130(17) 0.0021(19) N3 0.0302(12) 0.0299(12) 0.0413(14) 0.0084(11) 0.0142(11) 0.0046(10) N4 0.0283(12) 0.0353(13) 0.0348(13) 0.0007(11) 0.0118(10) 0.0046(10) C20 0.0412(17) 0.0333(16) 0.0341(16) 0.0018(12) 0.0050(13) 0.0121(13) C21 0.0418(19) 0.0422(18) 0.0455(19) 0.0104(15) -0.0026(15) 0.0022(15) C22 0.0285(15) 0.053(2) 0.056(2) 0.0262(17) 0.0047(14) 0.0008(14) C23 0.0425(19) 0.069(2) 0.0278(15) 0.0051(16) 0.0046(13) 0.0234(17) C24 0.056(2) 0.082(3) 0.045(2) 0.027(2) 0.0212(18) 0.032(2) C25 0.063(3) 0.151(5) 0.051(2) 0.046(3) 0.029(2) 0.046(3) C26 0.069(3) 0.180(7) 0.038(2) 0.012(3) 0.022(2) 0.062(4) C27 0.059(3) 0.140(5) 0.036(2) -0.017(3) -0.0024(19) 0.061(3) C28 0.052(2) 0.081(3) 0.0322(17) -0.0110(18) -0.0067(15) 0.036(2) O5 0.0626(18) 0.0508(16) 0.0641(18) -0.0222(15) -0.0146(14) 0.0308(15) C29 0.073(3) 0.061(3) 0.100(4) -0.044(3) -0.034(3) 0.040(2) C30 0.040(3) 0.051(3) 0.042(3) 0.022(3) 0.017(2) 0.011(2) C31 0.064(5) 0.056(5) 0.070(7) 0.032(4) 0.038(5) 0.034(5) C32 0.068(5) 0.069(6) 0.092(7) 0.034(5) 0.048(5) 0.036(3) C33 0.050(4) 0.094(5) 0.102(6) 0.050(5) 0.044(4) 0.027(3) C34 0.038(4) 0.089(6) 0.076(9) 0.031(6) 0.018(6) -0.001(5) C35 0.038(3) 0.077(4) 0.041(3) 0.016(3) 0.008(2) 0.001(3) O6 0.044(4) 0.099(4) 0.058(4) -0.021(3) 0.022(3) -0.020(3) C36 0.062(6) 0.138(10) 0.075(7) -0.042(8) 0.027(5) -0.047(6) C80 0.025(3) 0.049(4) 0.025(3) 0.003(3) 0.004(2) 0.005(2) C81 0.043(6) 0.058(5) 0.038(5) -0.007(4) 0.011(5) -0.006(5) C82 0.044(5) 0.076(7) 0.045(5) -0.001(6) 0.005(4) -0.012(5) C83 0.030(4) 0.101(7) 0.031(4) 0.008(4) 0.004(3) -0.011(4) C84 0.026(4) 0.094(8) 0.033(6) 0.009(7) 0.009(5) 0.005(5) C85 0.029(4) 0.057(5) 0.030(4) 0.002(3) 0.009(3) 0.006(3) O56 0.038(4) 0.049(5) 0.039(5) 0.005(5) 0.020(4) 0.010(4) C86 0.068(7) 0.047(6) 0.052(6) 0.005(5) 0.033(5) 0.023(5) C37 0.0239(13) 0.0540(19) 0.0292(14) -0.0009(15) 0.0043(11) -0.0091(14) O7 0.0321(12) 0.0653(17) 0.0393(12) -0.0087(12) 0.0085(10) 0.0046(11) C38 0.039(2) 0.063(3) 0.070(3) 0.020(2) 0.0117(18) -0.0073(18) O8 0.0529(18) 0.089(3) 0.139(4) 0.061(3) 0.024(2) -0.0231(18) C39 0.0487(19) 0.0399(17) 0.0404(17) -0.0097(15) 0.0150(15) -0.0146(15) O9 0.0531(16) 0.081(2) 0.0411(14) -0.0190(14) -0.0070(12) -0.0116(15) _refine_ls_extinction_method 'None' 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 . O1 . 2.148(3) yes Re1 . N2 . 2.180(2) yes Re1 . N4 . 2.189(3) yes Re1 . C37 . 1.908(4) yes Re1 . C38 . 1.912(4) yes Re1 . C39 . 1.908(4) yes C1 . C2 . 1.546(5) yes C1 . N1 . 1.451(4) yes C1 . N3 . 1.454(4) yes C1 . H11 . 1.000 no C2 . O1 . 1.280(5) yes C2 . O2 . 1.222(4) yes N1 . N2 . 1.372(3) yes N1 . C5 . 1.358(4) yes N2 . C3 . 1.337(4) yes C3 . C4 . 1.406(4) yes C3 . C6 . 1.476(4) yes C4 . C5 . 1.372(5) yes C4 . H41 . 1.000 no C5 . C13 . 1.480(4) yes C6 . C7 . 1.384(5) yes C6 . C11 . 1.399(5) yes C7 . C8 . 1.395(6) yes C7 . H71 . 1.000 no C8 . C9 . 1.370(6) yes C8 . H81 . 1.000 no C9 . C10 . 1.392(6) yes C9 . H91 . 1.000 no C10 . C11 . 1.395(5) yes C10 . H101 . 1.000 no C11 . O3 . 1.373(4) yes O3 . C12 . 1.434(5) yes C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C13 . C14 . 1.385(5) yes C13 . C18 . 1.402(5) yes C14 . C15 . 1.390(6) yes C14 . H141 . 1.000 no C15 . C16 . 1.365(6) yes C15 . H151 . 1.000 no C16 . C17 . 1.385(6) yes C16 . H161 . 1.000 no C17 . C18 . 1.399(4) yes C17 . H171 . 1.000 no C18 . O4 . 1.357(4) yes O4 . C19 . 1.436(5) yes C19 . H191 . 1.000 no C19 . H192 . 1.000 no C19 . H193 . 1.000 no N3 . N4 . 1.363(4) yes N3 . C22 . 1.357(5) yes N4 . C20 . 1.334(4) yes C20 . C21 . 1.392(5) yes C20 . C23 . 1.490(5) yes C21 . C22 . 1.373(6) yes C21 . H211 . 1.000 no C22 . C30 . 1.560(7) yes C22 . C80 . 1.469(7) yes C23 . C24 . 1.369(7) yes C23 . C28 . 1.407(6) yes C24 . C25 . 1.400(6) yes C24 . H241 . 1.000 no C25 . C26 . 1.386(10) yes C25 . H251 . 1.000 no C26 . C27 . 1.361(10) yes C26 . H261 . 1.000 no C27 . C28 . 1.398(7) yes C27 . H271 . 1.000 no C28 . O5 . 1.363(6) yes O5 . C29 . 1.441(5) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.396(13) yes C30 . C35 . 1.403(9) yes C31 . C32 . 1.416(13) yes C31 . H311 . 1.000 no C32 . C33 . 1.379(13) yes C32 . H321 . 1.000 no C33 . C34 . 1.381(13) yes C33 . H331 . 1.000 no C34 . C35 . 1.391(12) yes C34 . H341 . 1.000 no C35 . O6 . 1.339(10) yes O6 . C36 . 1.444(10) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C80 . C81 . 1.389(13) yes C80 . C85 . 1.372(10) yes C81 . C82 . 1.412(12) yes C81 . H811 . 1.000 no C82 . C83 . 1.379(14) yes C82 . H821 . 1.000 no C83 . C84 . 1.389(14) yes C83 . H831 . 1.000 no C84 . C85 . 1.397(14) yes C84 . H841 . 1.000 no C85 . O56 . 1.382(12) yes O56 . C86 . 1.429(12) yes C86 . H861 . 1.000 no C86 . H862 . 1.000 no C86 . H863 . 1.000 no C37 . O7 . 1.152(4) yes C38 . O8 . 1.147(5) yes C39 . O9 . 1.154(5) yes 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 O1 . Re1 . N2 . 81.63(10) yes O1 . Re1 . N4 . 82.37(11) yes N2 . Re1 . N4 . 80.96(10) yes O1 . Re1 . C37 . 177.77(11) yes N2 . Re1 . C37 . 97.26(12) yes N4 . Re1 . C37 . 95.56(11) yes O1 . Re1 . C38 . 92.90(17) yes N2 . Re1 . C38 . 174.45(16) yes N4 . Re1 . C38 . 97.48(15) yes C37 . Re1 . C38 . 88.18(18) yes O1 . Re1 . C39 . 95.89(14) yes N2 . Re1 . C39 . 94.30(12) yes N4 . Re1 . C39 . 175.13(12) yes C37 . Re1 . C39 . 86.11(14) yes C38 . Re1 . C39 . 87.14(17) yes C2 . C1 . N1 . 112.8(3) yes C2 . C1 . N3 . 109.5(2) yes N1 . C1 . N3 . 109.4(2) yes C2 . C1 . H11 . 108.379 no N1 . C1 . H11 . 108.379 no N3 . C1 . H11 . 108.379 no C1 . C2 . O1 . 115.4(3) yes C1 . C2 . O2 . 117.9(4) yes O1 . C2 . O2 . 126.6(4) yes Re1 . O1 . C2 . 124.8(2) yes C1 . N1 . N2 . 119.9(2) yes C1 . N1 . C5 . 128.3(3) yes N2 . N1 . C5 . 111.2(3) yes Re1 . N2 . N1 . 118.54(19) yes Re1 . N2 . C3 . 135.4(2) yes N1 . N2 . C3 . 106.0(2) yes N2 . C3 . C4 . 109.6(3) yes N2 . C3 . C6 . 122.3(3) yes C4 . C3 . C6 . 128.0(3) yes C3 . C4 . C5 . 106.8(3) yes C3 . C4 . H41 . 126.611 no C5 . C4 . H41 . 126.611 no C4 . C5 . N1 . 106.4(3) yes C4 . C5 . C13 . 130.6(3) yes N1 . C5 . C13 . 122.7(3) yes C3 . C6 . C7 . 119.8(3) yes C3 . C6 . C11 . 121.8(3) yes C7 . C6 . C11 . 118.3(3) yes C6 . C7 . C8 . 121.5(4) yes C6 . C7 . H71 . 119.237 no C8 . C7 . H71 . 119.237 no C7 . C8 . C9 . 119.4(4) yes C7 . C8 . H81 . 120.282 no C9 . C8 . H81 . 120.283 no C8 . C9 . C10 . 120.6(4) yes C8 . C9 . H91 . 119.704 no C10 . C9 . H91 . 119.703 no C9 . C10 . C11 . 119.6(4) yes C9 . C10 . H101 . 120.204 no C11 . C10 . H101 . 120.204 no C6 . C11 . C10 . 120.5(3) yes C6 . C11 . O3 . 115.7(3) yes C10 . C11 . O3 . 123.8(3) yes C11 . O3 . C12 . 116.9(3) yes O3 . C12 . H121 . 109.467 no O3 . C12 . H122 . 109.467 no H121 . C12 . H122 . 109.476 no O3 . C12 . H123 . 109.466 no H121 . C12 . H123 . 109.475 no H122 . C12 . H123 . 109.476 no C5 . C13 . C14 . 118.5(3) yes C5 . C13 . C18 . 122.3(3) yes C14 . C13 . C18 . 119.2(3) yes C13 . C14 . C15 . 120.8(4) yes C13 . C14 . H141 . 119.586 no C15 . C14 . H141 . 119.586 no C14 . C15 . C16 . 119.4(4) yes C14 . C15 . H151 . 120.277 no C16 . C15 . H151 . 120.277 no C15 . C16 . C17 . 121.5(3) yes C15 . C16 . H161 . 119.259 no C17 . C16 . H161 . 119.258 no C16 . C17 . C18 . 119.2(4) yes C16 . C17 . H171 . 120.383 no C18 . C17 . H171 . 120.382 no C13 . C18 . C17 . 119.7(3) yes C13 . C18 . O4 . 116.1(3) yes C17 . C18 . O4 . 124.2(3) yes C18 . O4 . C19 . 118.0(3) yes O4 . C19 . H191 . 109.467 no O4 . C19 . H192 . 109.466 no H191 . C19 . H192 . 109.476 no O4 . C19 . H193 . 109.467 no H191 . C19 . H193 . 109.476 no H192 . C19 . H193 . 109.476 no C1 . N3 . N4 . 119.1(3) yes C1 . N3 . C22 . 128.8(3) yes N4 . N3 . C22 . 111.7(3) yes Re1 . N4 . N3 . 119.3(2) yes Re1 . N4 . C20 . 134.8(2) yes N3 . N4 . C20 . 105.2(3) yes N4 . C20 . C21 . 110.5(3) yes N4 . C20 . C23 . 121.7(3) yes C21 . C20 . C23 . 127.8(3) yes C20 . C21 . C22 . 106.5(3) yes C20 . C21 . H211 . 126.752 no C22 . C21 . H211 . 126.752 no C21 . C22 . N3 . 106.0(3) yes C21 . C22 . C30 . 139.2(4) yes N3 . C22 . C30 . 113.0(4) yes C21 . C22 . N3 . 106.0(3) yes C21 . C22 . C80 . 114.9(4) yes N3 . C22 . C80 . 134.6(4) yes C20 . C23 . C24 . 120.7(3) yes C20 . C23 . C28 . 118.9(4) yes C24 . C23 . C28 . 120.4(4) yes C23 . C24 . C25 . 120.6(5) yes C23 . C24 . H241 . 119.712 no C25 . C24 . H241 . 119.712 no C24 . C25 . C26 . 118.5(6) yes C24 . C25 . H251 . 120.772 no C26 . C25 . H251 . 120.772 no C25 . C26 . C27 . 121.7(4) yes C25 . C26 . H261 . 119.131 no C27 . C26 . H261 . 119.131 no C26 . C27 . C28 . 120.1(5) yes C26 . C27 . H271 . 119.930 no C28 . C27 . H271 . 119.931 no C23 . C28 . C27 . 118.7(5) yes C23 . C28 . O5 . 115.9(3) yes C27 . C28 . O5 . 125.4(5) yes C28 . O5 . C29 . 117.3(4) yes O5 . C29 . H291 . 109.467 no O5 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.476 no O5 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.476 no H292 . C29 . H293 . 109.476 no C22 . C30 . C31 . 122.5(7) yes C22 . C30 . C35 . 117.5(5) yes C31 . C30 . C35 . 120.0(7) yes C30 . C31 . C32 . 119.0(10) yes C30 . C31 . H311 . 120.498 no C32 . C31 . H311 . 120.495 no C31 . C32 . C33 . 119.8(9) yes C31 . C32 . H321 . 120.084 no C33 . C32 . H321 . 120.084 no C32 . C33 . C34 . 121.2(7) yes C32 . C33 . H331 . 119.395 no C34 . C33 . H331 . 119.404 no C33 . C34 . C35 . 119.6(8) yes C33 . C34 . H341 . 120.191 no C35 . C34 . H341 . 120.223 no C30 . C35 . C34 . 120.2(7) yes C30 . C35 . O6 . 118.0(6) yes C34 . C35 . O6 . 121.8(7) yes C35 . O6 . C36 . 116.0(7) yes O6 . C36 . H361 . 109.468 no O6 . C36 . H362 . 109.466 no H361 . C36 . H362 . 109.476 no O6 . C36 . H363 . 109.466 no H361 . C36 . H363 . 109.477 no H362 . C36 . H363 . 109.474 no C22 . C80 . C81 . 122.9(6) yes C22 . C80 . C85 . 116.9(6) yes C81 . C80 . C85 . 120.2(7) yes C80 . C81 . C82 . 118.9(9) yes C80 . C81 . H811 . 120.542 no C82 . C81 . H811 . 120.545 no C81 . C82 . C83 . 120.0(10) yes C81 . C82 . H821 . 119.992 no C83 . C82 . H821 . 119.993 no C82 . C83 . C84 . 120.9(8) yes C82 . C83 . H831 . 119.568 no C84 . C83 . H831 . 119.557 no C83 . C84 . C85 . 118.4(9) yes C83 . C84 . H841 . 120.829 no C85 . C84 . H841 . 120.808 no C84 . C85 . C80 . 121.5(8) yes C84 . C85 . O56 . 122.8(8) yes C80 . C85 . O56 . 115.7(7) yes C85 . O56 . C86 . 117.8(9) yes O56 . C86 . H861 . 109.466 no O56 . C86 . H862 . 109.471 no H861 . C86 . H862 . 109.478 no O56 . C86 . H863 . 109.461 no H861 . C86 . H863 . 109.475 no H862 . C86 . H863 . 109.476 no Re1 . C37 . O7 . 177.6(3) yes Re1 . C38 . O8 . 176.4(4) yes Re1 . C39 . O9 . 177.3(3) yes