# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email starosta@wchuwr.pl _publ_contact_author_name 'Radoslaw Starosta' loop_ _publ_author_name 'R. Starosta' 'M. Puchalska' 'J. Cybinska' 'M. Barys' data_1N _database_code_depnum_ccdc_archive 'CCDC 794447' #TrackingRef '3290_web_deposit_cif_file_0_RadoslawStarosta_1290793966.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')- (tris((4-methylpiperazin-1-yl)methyl) phosphine-P)-copper(I) cyclohexane, dichloromethane, water solvate' ; _chemical_name_common ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')-(tris((4-methylpiperazin-1- yl)methyl) phosphine-P)- copper(i) cyclohexane, dichloromethane, water solvate' ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H51 Cu I N8 P, 0.46(C6 H12), 0.04(C2 H4 Cl4), 2(H2 O)' _chemical_formula_sum 'C35.78 H62.56 Cl2 Cu I N8 O2 P' _chemical_formula_weight 929.28 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' 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' _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' _cell_length_a 9.864(3) _cell_length_b 12.770(3) _cell_length_c 17.926(4) _cell_angle_alpha 101.90(3) _cell_angle_beta 95.65(3) _cell_angle_gamma 96.10(3) _cell_volume 2180.1(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5422 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 25.06 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960.7 _exptl_absorpt_coefficient_mu 1.408 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.816 _exptl_absorpt_correction_T_max 0.869 _exptl_absorpt_process_details 'Oxford Diffraction, CrysAlis 1.171.30' _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 'KUMA KM4 CCD \k-geometry diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25888 _diffrn_reflns_av_R_equivalents 0.0567 _diffrn_reflns_av_sigmaI/netI 0.0603 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 25.07 _reflns_number_total 7726 _reflns_number_gt 5573 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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. The dichloromethane molecule shows disorder over six positions. Occupation factors of solvent molecule were refined and finally set as 0.298 0.188 0.355 0.088 0.071. In both water molecules hydrogen atoms are disordered over two positions with occupation factors 0.5. ; _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^)+(0.0500P)^2^) 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 7726 _refine_ls_number_parameters 503 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.0948 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.001 _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 Cu1 Cu 0.72225(5) 0.43048(4) 0.19479(3) 0.02656(13) Uani 1 1 d . . . I1 I 0.82425(3) 0.28183(2) 0.097539(16) 0.03189(10) Uani 1 1 d . . . P1 P 0.86964(11) 0.49630(9) 0.29875(6) 0.0272(2) Uani 1 1 d . . . C11 C 0.9094(5) 0.4246(3) 0.3774(2) 0.0326(10) Uani 1 1 d . . . H11A H 0.9621 0.4772 0.4219 0.039 Uiso 1 1 calc R . . H11B H 0.8219 0.3976 0.3939 0.039 Uiso 1 1 calc R . . N11 N 0.9869(4) 0.3347(3) 0.35704(19) 0.0338(9) Uani 1 1 d . . . C12 C 1.0569(5) 0.3099(4) 0.4262(3) 0.0395(11) Uani 1 1 d . . . H12A H 0.9880 0.2897 0.4591 0.047 Uiso 1 1 calc R . . H12B H 1.1180 0.3747 0.4559 0.047 Uiso 1 1 calc R . . C13 C 1.1399(4) 0.2188(4) 0.4046(3) 0.0393(11) Uani 1 1 d . . . H13A H 1.2109 0.2402 0.3733 0.047 Uiso 1 1 calc R . . H13B H 1.1871 0.2034 0.4517 0.047 Uiso 1 1 calc R . . N14 N 1.0528(4) 0.1217(3) 0.3611(2) 0.0387(9) Uani 1 1 d . . . C15 C 0.9814(4) 0.1466(4) 0.2925(2) 0.0344(10) Uani 1 1 d . . . H15A H 0.9202 0.0816 0.2631 0.041 Uiso 1 1 calc R . . H15B H 1.0497 0.1666 0.2592 0.041 Uiso 1 1 calc R . . C16 C 0.8981(4) 0.2375(3) 0.3136(2) 0.0331(10) Uani 1 1 d . . . H16A H 0.8511 0.2527 0.2663 0.040 Uiso 1 1 calc R . . H16B H 0.8271 0.2164 0.3449 0.040 Uiso 1 1 calc R . . C17 C 1.1346(5) 0.0334(4) 0.3400(3) 0.0497(13) Uani 1 1 d . . . H17A H 1.1780 0.0159 0.3867 0.075 Uiso 1 1 calc R . . H17B H 1.2056 0.0555 0.3098 0.075 Uiso 1 1 calc R . . H17C H 1.0748 -0.0303 0.3094 0.075 Uiso 1 1 calc R . . C21 C 1.0474(4) 0.5308(4) 0.2769(2) 0.0374(11) Uani 1 1 d . . . H21A H 1.0789 0.4646 0.2485 0.045 Uiso 1 1 calc R . . H21B H 1.0458 0.5828 0.2429 0.045 Uiso 1 1 calc R . . N21 N 1.1467(3) 0.5774(3) 0.3452(2) 0.0347(9) Uani 1 1 d . . . C22 C 1.1982(5) 0.6906(4) 0.3514(4) 0.0601(15) Uani 1 1 d . . . H22A H 1.1200 0.7325 0.3467 0.072 Uiso 1 1 calc R . . H22B H 1.2540 0.6975 0.3093 0.072 Uiso 1 1 calc R . . C23 C 1.2850(5) 0.7351(4) 0.4280(3) 0.0603(15) Uani 1 1 d . . . H23A H 1.3210 0.8116 0.4316 0.072 Uiso 1 1 calc R . . H23B H 1.2275 0.7321 0.4700 0.072 Uiso 1 1 calc R . . N24 N 1.3989(4) 0.6737(4) 0.4371(2) 0.0472(10) Uani 1 1 d . . . C25 C 1.3498(5) 0.5599(4) 0.4274(3) 0.0451(12) Uani 1 1 d . . . H25A H 1.2950 0.5497 0.4694 0.054 Uiso 1 1 calc R . . H25B H 1.4293 0.5191 0.4307 0.054 Uiso 1 1 calc R . . C26 C 1.2626(4) 0.5166(4) 0.3510(3) 0.0398(11) Uani 1 1 d . . . H26A H 1.3187 0.5226 0.3088 0.048 Uiso 1 1 calc R . . H26B H 1.2287 0.4394 0.3461 0.048 Uiso 1 1 calc R . . C27 C 1.4823(6) 0.7138(6) 0.5119(3) 0.0744(19) Uani 1 1 d . . . H27A H 1.5064 0.7922 0.5205 0.112 Uiso 1 1 calc R . . H27B H 1.5664 0.6793 0.5127 0.112 Uiso 1 1 calc R . . H27C H 1.4298 0.6968 0.5525 0.112 Uiso 1 1 calc R . . C31 C 0.8402(5) 0.6229(3) 0.3625(2) 0.0343(10) Uani 1 1 d . . . H31A H 0.7754 0.6057 0.3984 0.041 Uiso 1 1 calc R . . H31B H 0.9282 0.6578 0.3934 0.041 Uiso 1 1 calc R . . N31 N 0.7852(3) 0.6984(3) 0.32068(19) 0.0304(8) Uani 1 1 d . . . C32 C 0.6336(5) 0.6796(4) 0.3117(3) 0.0387(11) Uani 1 1 d . . . H32A H 0.6019 0.6868 0.3630 0.046 Uiso 1 1 calc R . . H32B H 0.6018 0.6051 0.2822 0.046 Uiso 1 1 calc R . . C33 C 0.5716(5) 0.7580(4) 0.2710(3) 0.0460(12) Uani 1 1 d . . . H33A H 0.5970 0.7470 0.2181 0.055 Uiso 1 1 calc R . . H33B H 0.4702 0.7448 0.2674 0.055 Uiso 1 1 calc R . . N34 N 0.6198(4) 0.8688(3) 0.3119(2) 0.0439(10) Uani 1 1 d . . . C35 C 0.7699(5) 0.8863(4) 0.3163(3) 0.0468(12) Uani 1 1 d . . . H35A H 0.8048 0.9619 0.3424 0.056 Uiso 1 1 calc R . . H35B H 0.7976 0.8729 0.2640 0.056 Uiso 1 1 calc R . . C36 C 0.8300(5) 0.8098(4) 0.3609(3) 0.0405(11) Uani 1 1 d . . . H36A H 0.9315 0.8240 0.3670 0.049 Uiso 1 1 calc R . . H36B H 0.7999 0.8221 0.4127 0.049 Uiso 1 1 calc R . . C37 C 0.5574(7) 0.9463(5) 0.2729(3) 0.0749(19) Uani 1 1 d . . . H37A H 0.5924 1.0201 0.3009 0.112 Uiso 1 1 calc R . . H37B H 0.4573 0.9345 0.2716 0.112 Uiso 1 1 calc R . . H37C H 0.5811 0.9358 0.2203 0.112 Uiso 1 1 calc R . . N41 N 0.5134(3) 0.3741(3) 0.18573(18) 0.0265(8) Uani 1 1 d . . . N42 N 0.6401(3) 0.5330(3) 0.12921(18) 0.0265(8) Uani 1 1 d . . . C41 C 0.4535(4) 0.2903(3) 0.2094(2) 0.0308(10) Uani 1 1 d . . . C42 C 0.3118(4) 0.2592(4) 0.1951(2) 0.0343(10) Uani 1 1 d . . . H42 H 0.2727 0.1979 0.2115 0.041 Uiso 1 1 calc R . . C43 C 0.2282(4) 0.3162(4) 0.1576(2) 0.0322(10) Uani 1 1 d . . . H43 H 0.1316 0.2959 0.1489 0.039 Uiso 1 1 calc R . . C44 C 0.2884(4) 0.4052(3) 0.1322(2) 0.0286(10) Uani 1 1 d . . . C45 C 0.2111(4) 0.4706(4) 0.0931(2) 0.0336(10) Uani 1 1 d . . . H45 H 0.1138 0.4552 0.0844 0.040 Uiso 1 1 calc R . . C46 C 0.2742(4) 0.5540(4) 0.0684(2) 0.0348(11) Uani 1 1 d . . . H46 H 0.2203 0.5976 0.0440 0.042 Uiso 1 1 calc R . . C47 C 0.4202(4) 0.5778(3) 0.0785(2) 0.0286(10) Uani 1 1 d . . . C48 C 0.4916(5) 0.6585(3) 0.0485(2) 0.0339(10) Uani 1 1 d . . . H48 H 0.4425 0.7020 0.0214 0.041 Uiso 1 1 calc R . . C49 C 0.6318(4) 0.6732(3) 0.0590(2) 0.0314(10) Uani 1 1 d . . . H49 H 0.6804 0.7267 0.0384 0.038 Uiso 1 1 calc R . . C50 C 0.7056(4) 0.6098(3) 0.1003(2) 0.0278(9) Uani 1 1 d . . . C51 C 0.4323(4) 0.4306(3) 0.1469(2) 0.0248(9) Uani 1 1 d . . . C52 C 0.4996(4) 0.5160(3) 0.1176(2) 0.0264(9) Uani 1 1 d . . . C53 C 0.5455(4) 0.2309(4) 0.2527(3) 0.0381(11) Uani 1 1 d . . . H53A H 0.6062 0.2827 0.2934 0.057 Uiso 1 1 calc R . . H53B H 0.6009 0.1903 0.2174 0.057 Uiso 1 1 calc R . . H53C H 0.4893 0.1808 0.2755 0.057 Uiso 1 1 calc R . . C54 C 0.8590(4) 0.6266(4) 0.1136(2) 0.0356(10) Uani 1 1 d . . . H54A H 0.8932 0.5568 0.1106 0.053 Uiso 1 1 calc R . . H54B H 0.8896 0.6728 0.1646 0.053 Uiso 1 1 calc R . . H54C H 0.8948 0.6614 0.0744 0.053 Uiso 1 1 calc R . . O1W O 0.9067(3) 0.0718(3) 0.48681(18) 0.0476(8) Uani 1 1 d . . . H1AW H 0.9423 0.0775 0.4481 0.071 Uiso 0.50 1 d PR A 2 H1BW H 0.9464 0.0317 0.5100 0.071 Uiso 0.50 1 d PR A 2 H1CW H 0.9370 0.0788 0.4474 0.071 Uiso 0.50 1 d PR . . H1DW H 0.8246 0.0379 0.4791 0.071 Uiso 0.50 1 d PR . . O2W O 0.3762(4) 1.0228(3) 0.5299(2) 0.0641(11) Uani 1 1 d . . . H2AW H 0.4249 1.0626 0.5668 0.096 Uiso 0.50 1 d PR B 2 H2BW H 0.2958 1.0310 0.5194 0.096 Uiso 0.50 1 d PR B 2 H2CW H 0.4324 0.9838 0.5135 0.096 Uiso 0.50 1 d PR . . H2DW H 0.3939 1.0563 0.5747 0.096 Uiso 0.50 1 d PR . . C1R C 0.4042(5) 0.0774(4) 0.0274(3) 0.0401(13) Uani 0.927(4) 1 d P . . H1RA H 0.3088 0.0909 0.0342 0.048 Uiso 0.927(4) 1 calc PR . . H1RB H 0.4658 0.1460 0.0472 0.048 Uiso 0.927(4) 1 calc PR . . C3R C 0.4448(6) -0.0071(5) 0.0712(3) 0.0615(17) Uani 0.927(4) 1 d P . . H3R1 H 0.4442 0.0212 0.1269 0.074 Uiso 0.927(4) 1 calc PR . . H3R2 H 0.3767 -0.0727 0.0550 0.074 Uiso 0.927(4) 1 calc PR . . C2R C 0.4158(7) 0.0355(5) -0.0568(4) 0.0670(18) Uani 0.927(4) 1 d P . . H2R H 0.3474 -0.0292 -0.0769 0.080 Uiso 0.927(4) 1 calc PR . . H21R H 0.3933 0.0912 -0.0854 0.080 Uiso 0.927(4) 1 calc PR . . C11R C 0.1047(18) -0.079(3) 0.090(2) 0.070(9) Uiso 0.299(4) 1 d PD C 1 H11R H 0.1225 -0.1090 0.0370 0.084 Uiso 0.299(4) 1 calc PR C 1 H12R H 0.1574 -0.0064 0.1070 0.084 Uiso 0.299(4) 1 calc PR C 1 Cl11 Cl 0.1670(9) -0.1613(9) 0.1496(5) 0.057(2) Uiso 0.299(4) 1 d PD C 1 Cl21 Cl -0.0711(8) -0.0669(9) 0.0889(5) 0.078(3) Uiso 0.299(4) 1 d PD C 1 C12R C 0.063(4) -0.094(2) 0.0681(11) 0.057(11) Uiso 0.189(9) 1 d PD D 2 H13R H 0.1364 -0.0840 0.0352 0.068 Uiso 0.189(9) 1 calc PR D 2 H14R H -0.0079 -0.1520 0.0385 0.068 Uiso 0.189(9) 1 calc PR D 2 Cl12 Cl -0.0109(11) 0.0260(11) 0.0887(7) 0.078(4) Uiso 0.189(9) 1 d PD D 2 Cl22 Cl 0.1329(15) -0.1331(11) 0.1501(6) 0.070(4) Uiso 0.189(9) 1 d PD D 2 C13R C 0.1085(19) -0.107(3) 0.1024(16) 0.078(9) Uiso 0.353(9) 1 d PD E 3 H13C H 0.1127 -0.1485 0.0496 0.093 Uiso 0.353(9) 1 calc PR E 3 H13D H 0.1682 -0.0378 0.1095 0.093 Uiso 0.353(9) 1 calc PR E 3 Cl13 Cl 0.1763(6) -0.1791(5) 0.1672(4) 0.065(2) Uiso 0.353(9) 1 d PD E 3 Cl23 Cl -0.0607(5) -0.0806(5) 0.1099(4) 0.0554(18) Uiso 0.353(9) 1 d PD E 3 C7R C 0.028(3) -0.059(4) 0.044(2) 0.020(12) Uiso 0.073(4) 1 d PD F 5 H7R1 H 0.0572 0.0175 0.0423 0.024 Uiso 0.073(4) 1 calc PR F 5 H7R2 H 0.0844 -0.1040 0.0111 0.024 Uiso 0.073(4) 1 calc PR F 5 Cl14 Cl -0.144(3) -0.093(2) 0.0052(15) 0.105(11) Uiso 0.073(4) 1 d PD F 5 Cl24 Cl 0.062(4) -0.074(4) 0.1386(17) 0.134(15) Uiso 0.073(4) 1 d PD F 5 C8R C 0.077(6) -0.117(6) 0.080(4) 0.05(2) Uiso 0.087(7) 1 d PD G 6 H8R1 H 0.0258 -0.1861 0.0828 0.061 Uiso 0.087(7) 1 calc PR G 6 H8R2 H 0.0962 -0.1219 0.0259 0.061 Uiso 0.087(7) 1 calc PR G 6 Cl25 Cl 0.234(4) -0.096(3) 0.139(2) 0.150(17) Uiso 0.087(7) 1 d PD G 6 Cl15 Cl -0.025(3) -0.014(4) 0.1038(16) 0.078(9) Uiso 0.087(7) 1 d PD G 6 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 Cu1 0.0251(3) 0.0305(3) 0.0243(3) 0.0079(2) -0.0011(2) 0.0048(2) I1 0.03102(16) 0.03775(18) 0.02747(16) 0.00704(12) 0.00044(11) 0.01016(12) P1 0.0283(6) 0.0309(6) 0.0225(6) 0.0070(5) 0.0000(4) 0.0045(5) C11 0.039(3) 0.038(3) 0.023(2) 0.0116(19) 0.0049(19) 0.006(2) N11 0.036(2) 0.038(2) 0.029(2) 0.0127(17) -0.0002(16) 0.0051(17) C12 0.035(3) 0.052(3) 0.034(3) 0.020(2) -0.004(2) 0.001(2) C13 0.034(3) 0.049(3) 0.039(3) 0.022(2) -0.005(2) 0.007(2) N14 0.040(2) 0.042(2) 0.040(2) 0.0188(18) 0.0058(18) 0.0098(18) C15 0.033(2) 0.038(3) 0.033(2) 0.012(2) 0.0022(19) 0.002(2) C16 0.033(2) 0.038(3) 0.029(2) 0.011(2) -0.0006(19) 0.003(2) C17 0.050(3) 0.050(3) 0.058(3) 0.023(3) 0.013(3) 0.019(3) C21 0.028(2) 0.052(3) 0.034(3) 0.015(2) 0.0005(19) 0.004(2) N21 0.0259(19) 0.040(2) 0.035(2) 0.0068(17) -0.0029(16) 0.0015(16) C22 0.042(3) 0.055(4) 0.085(4) 0.025(3) 0.001(3) 0.004(3) C23 0.047(3) 0.048(3) 0.075(4) -0.006(3) 0.016(3) -0.009(3) N24 0.038(2) 0.060(3) 0.040(2) 0.006(2) 0.0004(18) -0.001(2) C25 0.036(3) 0.056(3) 0.040(3) 0.011(2) 0.002(2) -0.002(2) C26 0.034(3) 0.052(3) 0.033(3) 0.011(2) 0.001(2) 0.002(2) C27 0.056(4) 0.105(5) 0.043(3) -0.005(3) -0.001(3) -0.026(3) C31 0.040(3) 0.035(3) 0.025(2) 0.0051(19) -0.0058(19) 0.003(2) N31 0.032(2) 0.029(2) 0.0298(19) 0.0053(16) 0.0021(15) 0.0071(16) C32 0.040(3) 0.034(3) 0.039(3) 0.001(2) 0.003(2) 0.007(2) C33 0.043(3) 0.048(3) 0.043(3) 0.001(2) -0.004(2) 0.016(2) N34 0.056(3) 0.038(2) 0.038(2) 0.0042(18) 0.0011(19) 0.019(2) C35 0.059(3) 0.032(3) 0.051(3) 0.010(2) 0.013(3) 0.005(2) C36 0.037(3) 0.034(3) 0.047(3) 0.002(2) -0.001(2) 0.005(2) C37 0.105(5) 0.063(4) 0.063(4) 0.018(3) -0.008(4) 0.044(4) N41 0.0258(18) 0.031(2) 0.0226(18) 0.0056(15) 0.0024(14) 0.0065(15) N42 0.0290(19) 0.030(2) 0.0198(17) 0.0043(15) 0.0006(14) 0.0055(15) C41 0.031(2) 0.032(3) 0.030(2) 0.008(2) 0.0042(19) 0.004(2) C42 0.035(2) 0.034(3) 0.037(3) 0.012(2) 0.011(2) 0.004(2) C43 0.023(2) 0.044(3) 0.030(2) 0.006(2) 0.0071(18) 0.005(2) C44 0.029(2) 0.034(3) 0.024(2) 0.0052(19) 0.0043(18) 0.0081(19) C45 0.027(2) 0.047(3) 0.029(2) 0.009(2) 0.0040(18) 0.012(2) C46 0.038(3) 0.047(3) 0.023(2) 0.010(2) -0.0004(19) 0.018(2) C47 0.035(2) 0.032(2) 0.017(2) 0.0003(18) -0.0007(17) 0.0088(19) C48 0.045(3) 0.033(3) 0.026(2) 0.010(2) -0.002(2) 0.014(2) C49 0.042(3) 0.029(2) 0.023(2) 0.0047(18) 0.0022(19) 0.004(2) C50 0.033(2) 0.030(2) 0.019(2) 0.0041(18) 0.0008(17) 0.0036(19) C51 0.029(2) 0.028(2) 0.018(2) 0.0025(17) 0.0039(17) 0.0090(18) C52 0.031(2) 0.029(2) 0.019(2) 0.0016(17) 0.0029(17) 0.0100(18) C53 0.033(2) 0.041(3) 0.046(3) 0.023(2) 0.003(2) 0.005(2) C54 0.036(2) 0.038(3) 0.033(2) 0.013(2) -0.0009(19) 0.000(2) O1W 0.052(2) 0.052(2) 0.0435(19) 0.0177(17) 0.0089(16) 0.0099(17) O2W 0.061(2) 0.066(3) 0.053(2) -0.0150(19) 0.0149(19) 0.004(2) C1R 0.041(3) 0.024(3) 0.060(4) 0.016(2) 0.010(2) 0.009(2) C3R 0.069(4) 0.072(4) 0.041(3) 0.006(3) 0.017(3) -0.001(3) C2R 0.067(4) 0.057(4) 0.083(5) 0.032(4) 0.005(4) 0.009(3) _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 Cu1 N41 2.087(3) . ? Cu1 N42 2.104(3) . ? Cu1 P1 2.2032(14) . ? Cu1 I1 2.6535(11) . ? P1 C31 1.846(4) . ? P1 C21 1.861(4) . ? P1 C11 1.865(4) . ? C11 N11 1.451(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N11 C16 1.467(5) . ? N11 C12 1.468(5) . ? C12 C13 1.501(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N14 1.458(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? N14 C17 1.464(6) . ? N14 C15 1.466(5) . ? C15 C16 1.499(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 N21 1.466(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? N21 C26 1.456(6) . ? N21 C22 1.458(6) . ? C22 C23 1.512(8) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 N24 1.451(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? N24 C25 1.451(6) . ? N24 C27 1.465(6) . ? C25 C26 1.509(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C31 N31 1.454(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? N31 C36 1.456(5) . ? N31 C32 1.476(5) . ? C32 C33 1.502(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 N34 1.458(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? N34 C35 1.466(6) . ? N34 C37 1.475(6) . ? C35 C36 1.514(7) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? N41 C41 1.333(5) . ? N41 C51 1.366(5) . ? N42 C50 1.337(5) . ? N42 C52 1.368(5) . ? C41 C42 1.396(6) . ? C41 C53 1.500(6) . ? C42 C43 1.371(6) . ? C42 H42 0.9500 . ? C43 C44 1.405(6) . ? C43 H43 0.9500 . ? C44 C51 1.408(6) . ? C44 C45 1.429(6) . ? C45 C46 1.351(6) . ? C45 H45 0.9500 . ? C46 C47 1.425(6) . ? C46 H46 0.9500 . ? C47 C52 1.407(6) . ? C47 C48 1.412(6) . ? C48 C49 1.365(6) . ? C48 H48 0.9500 . ? C49 C50 1.414(6) . ? C49 H49 0.9500 . ? C50 C54 1.493(6) . ? C51 C52 1.434(6) . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? O1W H1AW 0.8200 . ? O1W H1BW 0.8288 . ? O1W H1CW 0.8120 . ? O1W H1DW 0.8609 . ? O2W H2AW 0.8200 . ? O2W H2BW 0.8200 . ? O2W H2CW 0.8200 . ? O2W H2DW 0.8200 . ? C1R C2R 1.513(8) . ? C1R C3R 1.522(8) . ? C1R H1RA 0.9900 . ? C1R H1RB 0.9900 . ? C3R C2R 1.493(8) 2_655 ? C3R H3R1 0.9900 . ? C3R H3R2 0.9900 . ? C2R C3R 1.493(8) 2_655 ? C2R H2R 0.9900 . ? C2R H21R 0.9900 . ? C11R Cl11 1.754(19) . ? C11R Cl21 1.756(13) . ? C11R H11R 0.9900 . ? C11R H12R 0.9900 . ? C12R Cl12 1.75(2) . ? C12R Cl22 1.753(15) . ? C12R H13R 0.9900 . ? C12R H14R 0.9900 . ? C13R Cl13 1.746(19) . ? C13R Cl23 1.751(13) . ? C13R H13C 0.9900 . ? C13R H13D 0.9900 . ? C7R Cl14 1.75(2) . ? C7R Cl24 1.753(15) . ? C7R H7R1 0.9900 . ? C7R H7R2 0.9900 . ? C8R Cl25 1.75(2) . ? C8R Cl15 1.754(15) . ? C8R H8R1 0.9900 . ? C8R H8R2 0.9900 . ? 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 N41 Cu1 N42 80.02(13) . . ? N41 Cu1 P1 129.11(10) . . ? N42 Cu1 P1 120.91(10) . . ? N41 Cu1 I1 104.87(10) . . ? N42 Cu1 I1 106.30(9) . . ? P1 Cu1 I1 110.86(4) . . ? C31 P1 C21 102.0(2) . . ? C31 P1 C11 95.60(19) . . ? C21 P1 C11 99.0(2) . . ? C31 P1 Cu1 118.07(14) . . ? C21 P1 Cu1 112.96(14) . . ? C11 P1 Cu1 125.19(15) . . ? N11 C11 P1 114.7(3) . . ? N11 C11 H11A 108.6 . . ? P1 C11 H11A 108.6 . . ? N11 C11 H11B 108.6 . . ? P1 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C11 N11 C16 111.6(3) . . ? C11 N11 C12 110.6(3) . . ? C16 N11 C12 108.7(3) . . ? N11 C12 C13 110.3(4) . . ? N11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? N11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? N14 C13 C12 111.1(4) . . ? N14 C13 H13A 109.4 . . ? C12 C13 H13A 109.4 . . ? N14 C13 H13B 109.4 . . ? C12 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C13 N14 C17 110.7(4) . . ? C13 N14 C15 108.7(3) . . ? C17 N14 C15 110.8(4) . . ? N14 C15 C16 111.1(4) . . ? N14 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? N14 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? N11 C16 C15 110.3(3) . . ? N11 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? N11 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? N14 C17 H17A 109.5 . . ? N14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N21 C21 P1 114.0(3) . . ? N21 C21 H21A 108.8 . . ? P1 C21 H21A 108.8 . . ? N21 C21 H21B 108.8 . . ? P1 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C26 N21 C22 109.1(4) . . ? C26 N21 C21 112.9(3) . . ? C22 N21 C21 113.7(4) . . ? N21 C22 C23 109.8(5) . . ? N21 C22 H22A 109.7 . . ? C23 C22 H22A 109.7 . . ? N21 C22 H22B 109.7 . . ? C23 C22 H22B 109.7 . . ? H22A C22 H22B 108.2 . . ? N24 C23 C22 110.9(4) . . ? N24 C23 H23A 109.5 . . ? C22 C23 H23A 109.5 . . ? N24 C23 H23B 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? C25 N24 C23 110.8(4) . . ? C25 N24 C27 109.9(4) . . ? C23 N24 C27 111.7(5) . . ? N24 C25 C26 111.1(4) . . ? N24 C25 H25A 109.4 . . ? C26 C25 H25A 109.4 . . ? N24 C25 H25B 109.4 . . ? C26 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? N21 C26 C25 109.8(4) . . ? N21 C26 H26A 109.7 . . ? C25 C26 H26A 109.7 . . ? N21 C26 H26B 109.7 . . ? C25 C26 H26B 109.7 . . ? H26A C26 H26B 108.2 . . ? N24 C27 H27A 109.5 . . ? N24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N31 C31 P1 112.9(3) . . ? N31 C31 H31A 109.0 . . ? P1 C31 H31A 109.0 . . ? N31 C31 H31B 109.0 . . ? P1 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? C31 N31 C36 111.5(3) . . ? C31 N31 C32 109.5(3) . . ? C36 N31 C32 108.6(3) . . ? N31 C32 C33 111.6(4) . . ? N31 C32 H32A 109.3 . . ? C33 C32 H32A 109.3 . . ? N31 C32 H32B 109.3 . . ? C33 C32 H32B 109.3 . . ? H32A C32 H32B 108.0 . . ? N34 C33 C32 110.6(4) . . ? N34 C33 H33A 109.5 . . ? C32 C33 H33A 109.5 . . ? N34 C33 H33B 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C33 N34 C35 108.4(4) . . ? C33 N34 C37 110.9(4) . . ? C35 N34 C37 110.7(4) . . ? N34 C35 C36 109.0(4) . . ? N34 C35 H35A 109.9 . . ? C36 C35 H35A 109.9 . . ? N34 C35 H35B 109.9 . . ? C36 C35 H35B 109.9 . . ? H35A C35 H35B 108.3 . . ? N31 C36 C35 110.2(4) . . ? N31 C36 H36A 109.6 . . ? C35 C36 H36A 109.6 . . ? N31 C36 H36B 109.6 . . ? C35 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? N34 C37 H37A 109.5 . . ? N34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? N34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C41 N41 C51 118.3(3) . . ? C41 N41 Cu1 128.8(3) . . ? C51 N41 Cu1 112.8(3) . . ? C50 N42 C52 118.7(3) . . ? C50 N42 Cu1 129.1(3) . . ? C52 N42 Cu1 112.1(3) . . ? N41 C41 C42 121.8(4) . . ? N41 C41 C53 116.9(3) . . ? C42 C41 C53 121.3(4) . . ? C43 C42 C41 120.8(4) . . ? C43 C42 H42 119.6 . . ? C41 C42 H42 119.6 . . ? C42 C43 C44 118.7(4) . . ? C42 C43 H43 120.7 . . ? C44 C43 H43 120.7 . . ? C43 C44 C51 117.6(4) . . ? C43 C44 C45 123.4(4) . . ? C51 C44 C45 119.0(4) . . ? C46 C45 C44 121.1(4) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C45 C46 C47 121.2(4) . . ? C45 C46 H46 119.4 . . ? C47 C46 H46 119.4 . . ? C52 C47 C48 117.2(4) . . ? C52 C47 C46 119.3(4) . . ? C48 C47 C46 123.5(4) . . ? C49 C48 C47 119.3(4) . . ? C49 C48 H48 120.4 . . ? C47 C48 H48 120.4 . . ? C48 C49 C50 120.8(4) . . ? C48 C49 H49 119.6 . . ? C50 C49 H49 119.6 . . ? N42 C50 C49 121.0(4) . . ? N42 C50 C54 117.7(4) . . ? C49 C50 C54 121.3(4) . . ? N41 C51 C44 122.8(4) . . ? N41 C51 C52 117.4(3) . . ? C44 C51 C52 119.7(4) . . ? N42 C52 C47 123.0(4) . . ? N42 C52 C51 117.5(3) . . ? C47 C52 C51 119.5(4) . . ? C41 C53 H53A 109.5 . . ? C41 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C41 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C50 C54 H54A 109.5 . . ? C50 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C50 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? H1AW O1W H1BW 110.7 . . ? H1AW O1W H1CW 4.0 . . ? H1BW O1W H1CW 114.5 . . ? H1AW O1W H1DW 115.9 . . ? H1BW O1W H1DW 99.5 . . ? H1CW O1W H1DW 113.1 . . ? H2AW O2W H2BW 121.2 . . ? H2AW O2W H2CW 99.4 . . ? H2BW O2W H2CW 139.3 . . ? H2AW O2W H2DW 25.2 . . ? H2BW O2W H2DW 102.5 . . ? H2CW O2W H2DW 116.5 . . ? C2R C1R C3R 108.4(4) . . ? C2R C1R H1RA 110.0 . . ? C3R C1R H1RA 110.0 . . ? C2R C1R H1RB 110.0 . . ? C3R C1R H1RB 110.0 . . ? H1RA C1R H1RB 108.4 . . ? C2R C3R C1R 111.1(5) 2_655 . ? C2R C3R H3R1 109.4 2_655 . ? C1R C3R H3R1 109.4 . . ? C2R C3R H3R2 109.4 2_655 . ? C1R C3R H3R2 109.4 . . ? H3R1 C3R H3R2 108.0 . . ? C3R C2R C1R 113.2(5) 2_655 . ? C3R C2R H2R 108.9 2_655 . ? C1R C2R H2R 108.9 . . ? C3R C2R H21R 108.9 2_655 . ? C1R C2R H21R 108.9 . . ? H2R C2R H21R 107.8 . . ? Cl11 C11R Cl21 115.3(11) . . ? Cl11 C11R H11R 108.5 . . ? Cl21 C11R H11R 108.5 . . ? Cl11 C11R H12R 108.5 . . ? Cl21 C11R H12R 108.5 . . ? H11R C11R H12R 107.5 . . ? Cl12 C12R Cl22 113.6(12) . . ? Cl12 C12R H13R 108.9 . . ? Cl22 C12R H13R 108.9 . . ? Cl12 C12R H14R 108.9 . . ? Cl22 C12R H14R 108.9 . . ? H13R C12R H14R 107.7 . . ? Cl13 C13R Cl23 115.9(11) . . ? Cl13 C13R H13C 108.3 . . ? Cl23 C13R H13C 108.3 . . ? Cl13 C13R H13D 108.3 . . ? Cl23 C13R H13D 108.3 . . ? H13C C13R H13D 107.4 . . ? Cl14 C7R Cl24 114.0(14) . . ? Cl14 C7R H7R1 108.8 . . ? Cl24 C7R H7R1 108.8 . . ? Cl14 C7R H7R2 108.8 . . ? Cl24 C7R H7R2 108.8 . . ? H7R1 C7R H7R2 107.7 . . ? Cl25 C8R Cl15 113.4(14) . . ? Cl25 C8R H8R1 108.9 . . ? Cl15 C8R H8R1 108.9 . . ? Cl25 C8R H8R2 108.9 . . ? Cl15 C8R H8R2 108.9 . . ? H8R1 C8R H8R2 107.7 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.311 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.090 # Attachment '- 3N.cif' data_3N _database_code_depnum_ccdc_archive 'CCDC 794448' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')- (tris(morpholinomethyl)phosphine-P)-copper(I)' ; _chemical_name_common ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')- (tris(morpholinomethyl)phosphine-P)-copper(i)' ; _chemical_melting_point ? _chemical_formula_moiety 'C29 H42 Cu I N5 O3 P' _chemical_formula_sum 'C29 H42 Cu I N5 O3 P' _chemical_formula_weight 730.10 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 9.818(3) _cell_length_b 19.049(4) _cell_length_c 17.201(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.53(2) _cell_angle_gamma 90.00 _cell_volume 3181.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4150 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 25.08 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 1.745 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.778 _exptl_absorpt_correction_T_max 0.840 _exptl_absorpt_process_details 'Oxford Diffraction, CrysAlis 1.171.30' _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 KM4-CCD _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36380 _diffrn_reflns_av_R_equivalents 0.0483 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.08 _reflns_number_total 5665 _reflns_number_gt 4644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, date)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, date)' _computing_data_reduction 'CrysAlis RED ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1999)' _computing_publication_material SHELXL-97 _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^)+(0.0251P)^2^+0.0000P] 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 5647 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0465 _refine_ls_wR_factor_gt 0.0432 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.003 _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 Cu1 Cu 0.15910(3) 0.169573(14) 0.377341(16) 0.01766(7) Uani 1 1 d . . . I1 I 0.331735(15) 0.187772(8) 0.511376(8) 0.01986(5) Uani 1 1 d . . . P1 P 0.26155(6) 0.20745(3) 0.27948(3) 0.01714(13) Uani 1 1 d . . . C11 C 0.2728(2) 0.30096(11) 0.24940(13) 0.0215(5) Uani 1 1 d . . . H11A H 0.2915 0.3020 0.1944 0.026 Uiso 1 1 calc R . . H11B H 0.1818 0.3231 0.2501 0.026 Uiso 1 1 calc R . . N11 N 0.3764(2) 0.34362(10) 0.29694(11) 0.0200(4) Uani 1 1 d . . . C12 C 0.4092(3) 0.40568(12) 0.25311(14) 0.0276(6) Uani 1 1 d . . . H12A H 0.3260 0.4353 0.2404 0.033 Uiso 1 1 calc R . . H12B H 0.4394 0.3911 0.2031 0.033 Uiso 1 1 calc R . . C13 C 0.5218(3) 0.44708(14) 0.30157(15) 0.0356(7) Uani 1 1 d . . . H13A H 0.6057 0.4177 0.3123 0.043 Uiso 1 1 calc R . . H13B H 0.5441 0.4887 0.2713 0.043 Uiso 1 1 calc R . . O14 O 0.4827(2) 0.46943(9) 0.37415(10) 0.0348(4) Uani 1 1 d . . . C15 C 0.4487(3) 0.40968(13) 0.41764(14) 0.0308(6) Uani 1 1 d . . . H15A H 0.4189 0.4256 0.4673 0.037 Uiso 1 1 calc R . . H15B H 0.5317 0.3801 0.4313 0.037 Uiso 1 1 calc R . . C16 C 0.3354(3) 0.36646(12) 0.37152(13) 0.0231(5) Uani 1 1 d . . . H16A H 0.3162 0.3249 0.4027 0.028 Uiso 1 1 calc R . . H16B H 0.2501 0.3948 0.3610 0.028 Uiso 1 1 calc R . . C21 C 0.4469(2) 0.18471(12) 0.29650(13) 0.0206(5) Uani 1 1 d . . . H21A H 0.4923 0.2120 0.3421 0.025 Uiso 1 1 calc R . . H21B H 0.4563 0.1343 0.3104 0.025 Uiso 1 1 calc R . . N21 N 0.51939(19) 0.19793(10) 0.22982(10) 0.0200(4) Uani 1 1 d . . . C22 C 0.5559(3) 0.13348(13) 0.19167(14) 0.0293(6) Uani 1 1 d . . . H22A H 0.4731 0.1037 0.1781 0.035 Uiso 1 1 calc R . . H22B H 0.6247 0.1067 0.2279 0.035 Uiso 1 1 calc R . . C23 C 0.6146(3) 0.15211(16) 0.11819(15) 0.0424(8) Uani 1 1 d . . . H23A H 0.6406 0.1085 0.0927 0.051 Uiso 1 1 calc R . . H23B H 0.5431 0.1762 0.0809 0.051 Uiso 1 1 calc R . . O24 O 0.7321(2) 0.19634(11) 0.13462(11) 0.0453(5) Uani 1 1 d . . . C25 C 0.6987(3) 0.25833(15) 0.17368(16) 0.0383(7) Uani 1 1 d . . . H25A H 0.6293 0.2855 0.1384 0.046 Uiso 1 1 calc R . . H25B H 0.7822 0.2878 0.1861 0.046 Uiso 1 1 calc R . . C26 C 0.6426(2) 0.24141(13) 0.24895(14) 0.0265(6) Uani 1 1 d . . . H26A H 0.7129 0.2159 0.2856 0.032 Uiso 1 1 calc R . . H26B H 0.6193 0.2853 0.2748 0.032 Uiso 1 1 calc R . . C31 C 0.2038(2) 0.17528(11) 0.17858(13) 0.0211(5) Uani 1 1 d . . . H31A H 0.1284 0.2059 0.1533 0.025 Uiso 1 1 calc R . . H31B H 0.2812 0.1793 0.1479 0.025 Uiso 1 1 calc R . . N31 N 0.15526(19) 0.10253(9) 0.17499(10) 0.0202(4) Uani 1 1 d . . . C32 C 0.0086(2) 0.10001(13) 0.18294(14) 0.0258(6) Uani 1 1 d . . . H32A H -0.0442 0.1295 0.1416 0.031 Uiso 1 1 calc R . . H32B H -0.0044 0.1195 0.2347 0.031 Uiso 1 1 calc R . . C33 C -0.0459(3) 0.02609(14) 0.17587(15) 0.0337(6) Uani 1 1 d . . . H33A H 0.0024 -0.0027 0.2193 0.040 Uiso 1 1 calc R . . H33B H -0.1452 0.0263 0.1805 0.040 Uiso 1 1 calc R . . O34 O -0.02681(18) -0.00444(9) 0.10217(10) 0.0313(4) Uani 1 1 d . . . C35 C 0.1147(3) -0.00314(13) 0.09404(16) 0.0334(6) Uani 1 1 d . . . H35A H 0.1267 -0.0240 0.0428 0.040 Uiso 1 1 calc R . . H35B H 0.1671 -0.0321 0.1360 0.040 Uiso 1 1 calc R . . C36 C 0.1721(3) 0.07039(13) 0.09885(14) 0.0277(6) Uani 1 1 d . . . H36A H 0.2710 0.0691 0.0933 0.033 Uiso 1 1 calc R . . H36B H 0.1233 0.0990 0.0554 0.033 Uiso 1 1 calc R . . N41 N -0.03147(18) 0.19296(9) 0.40914(10) 0.0173(4) Uani 1 1 d . . . N42 N 0.07908(19) 0.06716(9) 0.38532(10) 0.0167(4) Uani 1 1 d . . . C41 C -0.0788(2) 0.25571(12) 0.42696(13) 0.0201(5) Uani 1 1 d . . . C42 C -0.2035(2) 0.26300(12) 0.45666(13) 0.0237(5) Uani 1 1 d . . . H42 H -0.2323 0.3080 0.4716 0.028 Uiso 1 1 calc R . . C43 C -0.2837(2) 0.20563(13) 0.46416(13) 0.0229(5) Uani 1 1 d . . . H43 H -0.3693 0.2107 0.4831 0.027 Uiso 1 1 calc R . . C44 C -0.2387(2) 0.13908(12) 0.44376(12) 0.0195(5) Uani 1 1 d . . . C45 C -0.3165(2) 0.07577(13) 0.44890(13) 0.0237(5) Uani 1 1 d . . . H45 H -0.4058 0.0784 0.4638 0.028 Uiso 1 1 calc R . . C46 C -0.2645(2) 0.01264(13) 0.43284(13) 0.0237(5) Uani 1 1 d . . . H46 H -0.3183 -0.0285 0.4357 0.028 Uiso 1 1 calc R . . C47 C -0.1287(2) 0.00682(12) 0.41142(13) 0.0198(5) Uani 1 1 d . . . C48 C -0.0657(2) -0.05796(12) 0.40015(13) 0.0220(5) Uani 1 1 d . . . H48 H -0.1138 -0.1007 0.4044 0.026 Uiso 1 1 calc R . . C49 C 0.0662(3) -0.05842(12) 0.38288(13) 0.0230(5) Uani 1 1 d . . . H49 H 0.1101 -0.1019 0.3757 0.028 Uiso 1 1 calc R . . C50 C 0.1372(2) 0.00496(12) 0.37575(13) 0.0195(5) Uani 1 1 d . . . C51 C -0.1089(2) 0.13531(11) 0.41844(12) 0.0171(5) Uani 1 1 d . . . C52 C -0.0519(2) 0.06782(11) 0.40380(12) 0.0172(5) Uani 1 1 d . . . C53 C 0.0087(3) 0.31752(12) 0.41415(16) 0.0308(6) Uani 1 1 d . . . H53A H 0.0997 0.3122 0.4458 0.046 Uiso 1 1 calc R . . H53B H -0.0350 0.3605 0.4298 0.046 Uiso 1 1 calc R . . H53C H 0.0187 0.3205 0.3584 0.046 Uiso 1 1 calc R . . C54 C 0.2810(2) 0.00618(12) 0.35614(14) 0.0254(6) Uani 1 1 d . . . H54A H 0.2797 0.0250 0.3030 0.038 Uiso 1 1 calc R . . H54B H 0.3182 -0.0416 0.3586 0.038 Uiso 1 1 calc R . . H54C H 0.3390 0.0360 0.3940 0.038 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 Cu1 0.01654(15) 0.01832(15) 0.01907(15) 0.00021(11) 0.00575(11) -0.00216(11) I1 0.01910(8) 0.02340(8) 0.01743(8) 0.00031(6) 0.00382(5) -0.00498(7) P1 0.0180(3) 0.0165(3) 0.0173(3) 0.0011(2) 0.0037(2) -0.0015(2) C11 0.0240(13) 0.0182(13) 0.0223(12) 0.0021(9) 0.0033(10) -0.0004(10) N11 0.0222(11) 0.0172(10) 0.0216(10) 0.0011(8) 0.0063(8) -0.0029(8) C12 0.0387(16) 0.0219(13) 0.0254(14) -0.0011(10) 0.0150(12) -0.0080(11) C13 0.0453(18) 0.0273(15) 0.0391(16) -0.0057(12) 0.0227(13) -0.0152(13) O14 0.0499(12) 0.0233(9) 0.0346(10) -0.0069(8) 0.0172(9) -0.0150(9) C15 0.0408(16) 0.0255(14) 0.0273(14) -0.0009(11) 0.0088(12) -0.0084(12) C16 0.0297(14) 0.0205(13) 0.0210(13) 0.0025(9) 0.0096(11) -0.0018(10) C21 0.0205(12) 0.0222(12) 0.0196(12) 0.0042(10) 0.0047(9) -0.0004(10) N21 0.0194(10) 0.0227(11) 0.0191(10) 0.0005(8) 0.0068(8) 0.0007(8) C22 0.0336(15) 0.0282(14) 0.0254(14) -0.0012(11) 0.0021(11) 0.0091(12) C23 0.052(2) 0.0535(19) 0.0240(15) 0.0002(13) 0.0111(13) 0.0272(16) O24 0.0346(12) 0.0711(15) 0.0343(11) 0.0156(10) 0.0182(9) 0.0194(11) C25 0.0287(16) 0.0501(18) 0.0386(17) 0.0168(13) 0.0132(13) 0.0017(13) C26 0.0215(14) 0.0318(14) 0.0270(14) 0.0057(11) 0.0063(11) -0.0029(11) C31 0.0237(13) 0.0217(13) 0.0179(12) 0.0018(9) 0.0024(10) -0.0006(10) N31 0.0219(11) 0.0205(11) 0.0183(10) -0.0011(8) 0.0034(8) -0.0025(8) C32 0.0228(13) 0.0276(14) 0.0266(14) -0.0033(10) 0.0024(11) -0.0044(11) C33 0.0353(16) 0.0353(16) 0.0292(15) 0.0001(12) 0.0010(12) -0.0105(12) O34 0.0323(11) 0.0284(10) 0.0302(10) -0.0043(7) -0.0058(8) -0.0063(8) C35 0.0377(17) 0.0277(15) 0.0320(15) -0.0073(11) -0.0037(12) 0.0022(12) C36 0.0305(15) 0.0308(14) 0.0214(13) -0.0051(11) 0.0023(11) -0.0016(11) N41 0.0150(10) 0.0210(10) 0.0159(9) -0.0004(8) 0.0022(7) -0.0003(8) N42 0.0180(10) 0.0180(10) 0.0139(9) 0.0009(7) 0.0022(8) -0.0006(8) C41 0.0205(13) 0.0224(13) 0.0169(12) -0.0040(9) 0.0016(10) 0.0001(10) C42 0.0254(14) 0.0234(13) 0.0223(13) -0.0032(10) 0.0035(11) 0.0055(11) C43 0.0152(12) 0.0359(15) 0.0178(12) 0.0007(10) 0.0034(9) 0.0029(10) C44 0.0155(12) 0.0298(14) 0.0128(11) 0.0050(9) 0.0012(9) 0.0004(10) C45 0.0177(13) 0.0344(15) 0.0192(12) 0.0071(10) 0.0028(10) -0.0027(11) C46 0.0206(13) 0.0288(14) 0.0204(13) 0.0053(10) -0.0012(10) -0.0093(10) C47 0.0215(13) 0.0225(13) 0.0149(12) 0.0027(9) 0.0009(10) -0.0050(10) C48 0.0263(14) 0.0203(13) 0.0190(12) 0.0018(9) 0.0017(10) -0.0080(10) C49 0.0313(14) 0.0181(12) 0.0194(12) 0.0007(9) 0.0033(10) 0.0008(10) C50 0.0227(13) 0.0214(13) 0.0150(12) 0.0013(9) 0.0045(10) 0.0004(10) C51 0.0168(12) 0.0233(13) 0.0106(11) 0.0031(9) 0.0004(9) -0.0023(10) C52 0.0172(12) 0.0217(12) 0.0119(11) 0.0015(9) -0.0006(9) -0.0024(9) C53 0.0289(14) 0.0204(13) 0.0448(16) -0.0070(11) 0.0106(12) 0.0000(11) C54 0.0279(14) 0.0200(13) 0.0307(14) 0.0018(10) 0.0127(11) 0.0038(10) _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 Cu1 N41 2.0741(19) . ? Cu1 N42 2.1152(18) . ? Cu1 P1 2.2064(7) . ? Cu1 I1 2.6738(7) . ? P1 C31 1.849(2) . ? P1 C21 1.852(2) . ? P1 C11 1.863(2) . ? C11 N11 1.455(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N11 C12 1.463(3) . ? N11 C16 1.466(3) . ? C12 C13 1.505(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 O14 1.425(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? O14 C15 1.429(3) . ? C15 C16 1.511(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C21 N21 1.458(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? N21 C22 1.461(3) . ? N21 C26 1.463(3) . ? C22 C23 1.507(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 O24 1.423(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? O24 C25 1.421(3) . ? C25 C26 1.515(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C31 N31 1.464(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? N31 C32 1.467(3) . ? N31 C36 1.477(3) . ? C32 C33 1.505(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 O34 1.432(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? O34 C35 1.417(3) . ? C35 C36 1.507(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? N41 C41 1.335(3) . ? N41 C51 1.358(3) . ? N42 C50 1.336(3) . ? N42 C52 1.369(3) . ? C41 C42 1.402(3) . ? C41 C53 1.493(3) . ? C42 C43 1.364(3) . ? C42 H42 0.9500 . ? C43 C44 1.404(3) . ? C43 H43 0.9500 . ? C44 C51 1.409(3) . ? C44 C45 1.437(3) . ? C45 C46 1.351(3) . ? C45 H45 0.9500 . ? C46 C47 1.439(3) . ? C46 H46 0.9500 . ? C47 C52 1.402(3) . ? C47 C48 1.407(3) . ? C48 C49 1.371(3) . ? C48 H48 0.9500 . ? C49 C50 1.408(3) . ? C49 H49 0.9500 . ? C50 C54 1.500(3) . ? C51 C52 1.439(3) . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? 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 N41 Cu1 N42 79.79(7) . . ? N41 Cu1 P1 131.46(5) . . ? N42 Cu1 P1 124.53(5) . . ? N41 Cu1 I1 103.06(5) . . ? N42 Cu1 I1 104.93(5) . . ? P1 Cu1 I1 108.24(3) . . ? C31 P1 C21 103.20(11) . . ? C31 P1 C11 94.52(10) . . ? C21 P1 C11 99.79(10) . . ? C31 P1 Cu1 119.79(8) . . ? C21 P1 Cu1 110.58(7) . . ? C11 P1 Cu1 125.26(8) . . ? N11 C11 P1 116.33(15) . . ? N11 C11 H11A 108.2 . . ? P1 C11 H11A 108.2 . . ? N11 C11 H11B 108.2 . . ? P1 C11 H11B 108.2 . . ? H11A C11 H11B 107.4 . . ? C11 N11 C12 110.52(18) . . ? C11 N11 C16 113.42(18) . . ? C12 N11 C16 108.72(18) . . ? N11 C12 C13 109.7(2) . . ? N11 C12 H12A 109.7 . . ? C13 C12 H12A 109.7 . . ? N11 C12 H12B 109.7 . . ? C13 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? O14 C13 C12 111.8(2) . . ? O14 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? O14 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C13 O14 C15 109.58(18) . . ? O14 C15 C16 111.7(2) . . ? O14 C15 H15A 109.3 . . ? C16 C15 H15A 109.3 . . ? O14 C15 H15B 109.3 . . ? C16 C15 H15B 109.3 . . ? H15A C15 H15B 107.9 . . ? N11 C16 C15 110.15(19) . . ? N11 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? N11 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? N21 C21 P1 114.71(15) . . ? N21 C21 H21A 108.6 . . ? P1 C21 H21A 108.6 . . ? N21 C21 H21B 108.6 . . ? P1 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? C21 N21 C22 112.89(18) . . ? C21 N21 C26 113.86(18) . . ? C22 N21 C26 109.09(19) . . ? N21 C22 C23 109.2(2) . . ? N21 C22 H22A 109.8 . . ? C23 C22 H22A 109.8 . . ? N21 C22 H22B 109.8 . . ? C23 C22 H22B 109.8 . . ? H22A C22 H22B 108.3 . . ? O24 C23 C22 111.9(2) . . ? O24 C23 H23A 109.2 . . ? C22 C23 H23A 109.2 . . ? O24 C23 H23B 109.2 . . ? C22 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C25 O24 C23 110.4(2) . . ? O24 C25 C26 111.5(2) . . ? O24 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? O24 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? N21 C26 C25 108.8(2) . . ? N21 C26 H26A 109.9 . . ? C25 C26 H26A 109.9 . . ? N21 C26 H26B 109.9 . . ? C25 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? N31 C31 P1 113.96(15) . . ? N31 C31 H31A 108.8 . . ? P1 C31 H31A 108.8 . . ? N31 C31 H31B 108.8 . . ? P1 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? C31 N31 C32 110.17(18) . . ? C31 N31 C36 110.57(17) . . ? C32 N31 C36 108.02(18) . . ? N31 C32 C33 111.4(2) . . ? N31 C32 H32A 109.3 . . ? C33 C32 H32A 109.3 . . ? N31 C32 H32B 109.3 . . ? C33 C32 H32B 109.3 . . ? H32A C32 H32B 108.0 . . ? O34 C33 C32 111.1(2) . . ? O34 C33 H33A 109.4 . . ? C32 C33 H33A 109.4 . . ? O34 C33 H33B 109.4 . . ? C32 C33 H33B 109.4 . . ? H33A C33 H33B 108.0 . . ? C35 O34 C33 109.84(19) . . ? O34 C35 C36 112.0(2) . . ? O34 C35 H35A 109.2 . . ? C36 C35 H35A 109.2 . . ? O34 C35 H35B 109.2 . . ? C36 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? N31 C36 C35 110.1(2) . . ? N31 C36 H36A 109.6 . . ? C35 C36 H36A 109.6 . . ? N31 C36 H36B 109.6 . . ? C35 C36 H36B 109.6 . . ? H36A C36 H36B 108.2 . . ? C41 N41 C51 118.51(19) . . ? C41 N41 Cu1 127.69(15) . . ? C51 N41 Cu1 113.56(14) . . ? C50 N42 C52 118.00(18) . . ? C50 N42 Cu1 129.83(15) . . ? C52 N42 Cu1 112.16(14) . . ? N41 C41 C42 121.7(2) . . ? N41 C41 C53 116.4(2) . . ? C42 C41 C53 121.9(2) . . ? C43 C42 C41 120.2(2) . . ? C43 C42 H42 119.9 . . ? C41 C42 H42 119.9 . . ? C42 C43 C44 119.5(2) . . ? C42 C43 H43 120.2 . . ? C44 C43 H43 120.2 . . ? C43 C44 C51 117.1(2) . . ? C43 C44 C45 123.5(2) . . ? C51 C44 C45 119.3(2) . . ? C46 C45 C44 120.9(2) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C45 C46 C47 120.9(2) . . ? C45 C46 H46 119.6 . . ? C47 C46 H46 119.6 . . ? C52 C47 C48 117.4(2) . . ? C52 C47 C46 119.5(2) . . ? C48 C47 C46 123.1(2) . . ? C49 C48 C47 119.0(2) . . ? C49 C48 H48 120.5 . . ? C47 C48 H48 120.5 . . ? C48 C49 C50 120.6(2) . . ? C48 C49 H49 119.7 . . ? C50 C49 H49 119.7 . . ? N42 C50 C49 121.6(2) . . ? N42 C50 C54 116.58(19) . . ? C49 C50 C54 121.8(2) . . ? N41 C51 C44 122.9(2) . . ? N41 C51 C52 117.6(2) . . ? C44 C51 C52 119.5(2) . . ? N42 C52 C47 123.4(2) . . ? N42 C52 C51 116.84(19) . . ? C47 C52 C51 119.7(2) . . ? C41 C53 H53A 109.5 . . ? C41 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C41 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C50 C54 H54A 109.5 . . ? C50 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C50 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? 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 N41 Cu1 P1 C31 -74.55(11) . . . . ? N42 Cu1 P1 C31 34.16(11) . . . . ? I1 Cu1 P1 C31 157.95(9) . . . . ? N41 Cu1 P1 C21 165.71(10) . . . . ? N42 Cu1 P1 C21 -85.58(10) . . . . ? I1 Cu1 P1 C21 38.21(8) . . . . ? N41 Cu1 P1 C11 46.51(12) . . . . ? N42 Cu1 P1 C11 155.22(11) . . . . ? I1 Cu1 P1 C11 -80.99(9) . . . . ? C31 P1 C11 N11 -149.45(18) . . . . ? C21 P1 C11 N11 -45.20(19) . . . . ? Cu1 P1 C11 N11 78.78(18) . . . . ? P1 C11 N11 C12 159.62(16) . . . . ? P1 C11 N11 C16 -78.0(2) . . . . ? C11 N11 C12 C13 -177.0(2) . . . . ? C16 N11 C12 C13 57.9(3) . . . . ? N11 C12 C13 O14 -59.5(3) . . . . ? C12 C13 O14 C15 58.2(3) . . . . ? C13 O14 C15 C16 -57.2(3) . . . . ? C11 N11 C16 C15 179.39(19) . . . . ? C12 N11 C16 C15 -57.2(2) . . . . ? O14 C15 C16 N11 57.8(3) . . . . ? C31 P1 C21 N21 41.82(19) . . . . ? C11 P1 C21 N21 -55.23(18) . . . . ? Cu1 P1 C21 N21 171.10(14) . . . . ? P1 C21 N21 C22 -108.36(19) . . . . ? P1 C21 N21 C26 126.56(18) . . . . ? C21 N21 C22 C23 173.3(2) . . . . ? C26 N21 C22 C23 -59.1(3) . . . . ? N21 C22 C23 O24 58.1(3) . . . . ? C22 C23 O24 C25 -56.9(3) . . . . ? C23 O24 C25 C26 57.3(3) . . . . ? C21 N21 C26 C25 -173.5(2) . . . . ? C22 N21 C26 C25 59.5(2) . . . . ? O24 C25 C26 N21 -59.0(3) . . . . ? C21 P1 C31 N31 89.91(18) . . . . ? C11 P1 C31 N31 -168.92(17) . . . . ? Cu1 P1 C31 N31 -33.48(19) . . . . ? P1 C31 N31 C32 86.8(2) . . . . ? P1 C31 N31 C36 -153.88(16) . . . . ? C31 N31 C32 C33 177.47(19) . . . . ? C36 N31 C32 C33 56.6(2) . . . . ? N31 C32 C33 O34 -58.0(3) . . . . ? C32 C33 O34 C35 57.4(3) . . . . ? C33 O34 C35 C36 -58.5(3) . . . . ? C31 N31 C36 C35 -176.9(2) . . . . ? C32 N31 C36 C35 -56.3(3) . . . . ? O34 C35 C36 N31 58.9(3) . . . . ? N42 Cu1 N41 C41 173.82(19) . . . . ? P1 Cu1 N41 C41 -58.6(2) . . . . ? I1 Cu1 N41 C41 70.71(18) . . . . ? N42 Cu1 N41 C51 -0.29(14) . . . . ? P1 Cu1 N41 C51 127.26(13) . . . . ? I1 Cu1 N41 C51 -103.40(14) . . . . ? N41 Cu1 N42 C50 -177.6(2) . . . . ? P1 Cu1 N42 C50 48.6(2) . . . . ? I1 Cu1 N42 C50 -76.64(19) . . . . ? N41 Cu1 N42 C52 1.87(14) . . . . ? P1 Cu1 N42 C52 -131.97(12) . . . . ? I1 Cu1 N42 C52 102.81(13) . . . . ? C51 N41 C41 C42 1.7(3) . . . . ? Cu1 N41 C41 C42 -172.20(16) . . . . ? C51 N41 C41 C53 -178.8(2) . . . . ? Cu1 N41 C41 C53 7.4(3) . . . . ? N41 C41 C42 C43 -3.5(3) . . . . ? C53 C41 C42 C43 177.0(2) . . . . ? C41 C42 C43 C44 1.6(3) . . . . ? C42 C43 C44 C51 1.9(3) . . . . ? C42 C43 C44 C45 -179.4(2) . . . . ? C43 C44 C45 C46 -176.1(2) . . . . ? C51 C44 C45 C46 2.7(3) . . . . ? C44 C45 C46 C47 1.1(3) . . . . ? C45 C46 C47 C52 -2.8(3) . . . . ? C45 C46 C47 C48 174.9(2) . . . . ? C52 C47 C48 C49 0.3(3) . . . . ? C46 C47 C48 C49 -177.4(2) . . . . ? C47 C48 C49 C50 -0.6(3) . . . . ? C52 N42 C50 C49 1.1(3) . . . . ? Cu1 N42 C50 C49 -179.46(16) . . . . ? C52 N42 C50 C54 -179.56(19) . . . . ? Cu1 N42 C50 C54 -0.1(3) . . . . ? C48 C49 C50 N42 -0.1(3) . . . . ? C48 C49 C50 C54 -179.4(2) . . . . ? C41 N41 C51 C44 2.0(3) . . . . ? Cu1 N41 C51 C44 176.72(16) . . . . ? C41 N41 C51 C52 -176.03(19) . . . . ? Cu1 N41 C51 C52 -1.3(2) . . . . ? C43 C44 C51 N41 -3.8(3) . . . . ? C45 C44 C51 N41 177.4(2) . . . . ? C43 C44 C51 C52 174.2(2) . . . . ? C45 C44 C51 C52 -4.6(3) . . . . ? C50 N42 C52 C47 -1.5(3) . . . . ? Cu1 N42 C52 C47 179.02(16) . . . . ? C50 N42 C52 C51 176.36(19) . . . . ? Cu1 N42 C52 C51 -3.2(2) . . . . ? C48 C47 C52 N42 0.8(3) . . . . ? C46 C47 C52 N42 178.54(19) . . . . ? C48 C47 C52 C51 -177.0(2) . . . . ? C46 C47 C52 C51 0.8(3) . . . . ? N41 C51 C52 N42 3.1(3) . . . . ? C44 C51 C52 N42 -175.02(18) . . . . ? N41 C51 C52 C47 -179.00(19) . . . . ? C44 C51 C52 C47 2.9(3) . . . . ? 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 C31 H31B N21 0.99 2.57 3.123(3) 115 . C32 H32A O24 0.99 2.53 3.280(3) 133 1_455 C35 H35A O34 0.99 2.60 3.360(3) 134 3_555 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.412 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.064 # Attachment '- 4N.cif' data_4N _database_code_depnum_ccdc_archive 'CCDC 794449' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')- (triphenylphosphine-P)-copper(I), trichloromethane solvate' ; _chemical_name_common ; 'Iodo-(2,9-dimethyl-1,10-phenanthroline-N,N')- (triphenylphosphine-P)-copper(i), trichloromethane solvate' ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H27 Cu I N2 P, 2(C H Cl3)' _chemical_formula_sum 'C34 H29 Cl6 Cu I N2 P' _chemical_formula_weight 899.71 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 17.873(4) _cell_length_b 9.582(2) _cell_length_c 21.537(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.73(3) _cell_angle_gamma 90.00 _cell_volume 3654.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6384 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 30.00 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1784 _exptl_absorpt_coefficient_mu 1.952 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.754 _exptl_absorpt_correction_T_max 0.823 _exptl_absorpt_process_details 'Oxford Diffraction, CrysAlis RED 1.171.30' _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 KM4-CCD _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 54742 _diffrn_reflns_av_R_equivalents 0.0788 _diffrn_reflns_av_sigmaI/netI 0.0797 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 30.00 _reflns_number_total 10667 _reflns_number_gt 6759 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, date)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, date)' _computing_data_reduction 'CrysAlis RED ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1999)' _computing_publication_material SHELXL-97 _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^)+(0.0461P)^2^+0.0000P] 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 10444 _refine_ls_number_parameters 426 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 0.983 _refine_ls_restrained_S_all 0.983 _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 Cu1 Cu 0.04501(2) 0.27239(4) 0.170032(19) 0.01835(10) Uani 1 1 d . . . I1 I 0.153474(13) 0.14885(2) 0.119594(11) 0.02115(7) Uani 1 1 d . . . P1 P -0.00398(5) 0.17582(9) 0.24838(4) 0.01887(19) Uani 1 1 d . . . C11 C -0.0931(2) 0.0809(4) 0.22752(16) 0.0208(7) Uani 1 1 d . . . C12 C -0.0920(2) -0.0556(4) 0.20635(19) 0.0309(9) Uani 1 1 d . . . H12 H -0.0450 -0.1015 0.2056 0.037 Uiso 1 1 calc R . . C13 C -0.1585(3) -0.1258(4) 0.1864(2) 0.0365(10) Uani 1 1 d . . . H13 H -0.1568 -0.2198 0.1726 0.044 Uiso 1 1 calc R . . C14 C -0.2270(2) -0.0606(5) 0.18622(18) 0.0345(10) Uani 1 1 d . . . H14 H -0.2726 -0.1094 0.1730 0.041 Uiso 1 1 calc R . . C15 C -0.2289(2) 0.0760(5) 0.2055(2) 0.0404(11) Uani 1 1 d . . . H15 H -0.2759 0.1227 0.2044 0.048 Uiso 1 1 calc R . . C16 C -0.1621(2) 0.1460(4) 0.2264(2) 0.0325(9) Uani 1 1 d . . . H16 H -0.1641 0.2400 0.2402 0.039 Uiso 1 1 calc R . . C21 C -0.0300(2) 0.3097(4) 0.30310(17) 0.0220(8) Uani 1 1 d . . . C22 C -0.0383(2) 0.2828(5) 0.36501(19) 0.0328(9) Uani 1 1 d . . . H22 H -0.0303 0.1911 0.3813 0.039 Uiso 1 1 calc R . . C23 C -0.0582(3) 0.3896(6) 0.4035(2) 0.0456(12) Uani 1 1 d . . . H23 H -0.0640 0.3700 0.4458 0.055 Uiso 1 1 calc R . . C24 C -0.0697(2) 0.5228(5) 0.3808(2) 0.0426(12) Uani 1 1 d . . . H24 H -0.0822 0.5957 0.4075 0.051 Uiso 1 1 calc R . . C25 C -0.0629(2) 0.5503(5) 0.3189(2) 0.0387(11) Uani 1 1 d . . . H25 H -0.0716 0.6419 0.3027 0.046 Uiso 1 1 calc R . . C26 C -0.0435(2) 0.4448(4) 0.2806(2) 0.0292(9) Uani 1 1 d . . . H26 H -0.0393 0.4646 0.2380 0.035 Uiso 1 1 calc R . . C31 C 0.0537(2) 0.0516(4) 0.29839(16) 0.0206(7) Uani 1 1 d . . . C32 C 0.0235(2) -0.0447(4) 0.33677(18) 0.0281(9) Uani 1 1 d . . . H32 H -0.0296 -0.0503 0.3363 0.034 Uiso 1 1 calc R . . C33 C 0.0707(2) -0.1326(4) 0.37566(19) 0.0357(10) Uani 1 1 d . . . H33 H 0.0496 -0.1970 0.4020 0.043 Uiso 1 1 calc R . . C34 C 0.1479(2) -0.1272(4) 0.37636(18) 0.0286(9) Uani 1 1 d . . . H34 H 0.1798 -0.1876 0.4031 0.034 Uiso 1 1 calc R . . C35 C 0.1788(2) -0.0330(4) 0.33786(16) 0.0232(8) Uani 1 1 d . . . H35 H 0.2320 -0.0287 0.3383 0.028 Uiso 1 1 calc R . . C36 C 0.1317(2) 0.0553(4) 0.29847(16) 0.0220(8) Uani 1 1 d . . . H36 H 0.1530 0.1183 0.2716 0.026 Uiso 1 1 calc R . . N41 N -0.02386(16) 0.3653(3) 0.09625(13) 0.0188(6) Uani 1 1 d . . . N42 N 0.08224(16) 0.4783(3) 0.18202(13) 0.0170(6) Uani 1 1 d . . . C41 C -0.0741(2) 0.3062(4) 0.05260(17) 0.0242(8) Uani 1 1 d . . . C42 C -0.1184(2) 0.3867(4) 0.00702(18) 0.0276(9) Uani 1 1 d . . . H42 H -0.1539 0.3421 -0.0234 0.033 Uiso 1 1 calc R . . C43 C -0.1108(2) 0.5288(4) 0.00615(18) 0.0274(9) Uani 1 1 d . . . H43 H -0.1411 0.5830 -0.0245 0.033 Uiso 1 1 calc R . . C44 C -0.0576(2) 0.5939(4) 0.05137(17) 0.0230(8) Uani 1 1 d . . . C45 C -0.0439(2) 0.7413(4) 0.05263(19) 0.0299(9) Uani 1 1 d . . . H45 H -0.0733 0.8004 0.0234 0.036 Uiso 1 1 calc R . . C46 C 0.0107(2) 0.7971(4) 0.09529(18) 0.0287(9) Uani 1 1 d . . . H46 H 0.0192 0.8949 0.0952 0.034 Uiso 1 1 calc R . . C47 C 0.0561(2) 0.7121(4) 0.14051(17) 0.0227(8) Uani 1 1 d . . . C48 C 0.1125(2) 0.7649(4) 0.18606(18) 0.0276(9) Uani 1 1 d . . . H48 H 0.1234 0.8619 0.1878 0.033 Uiso 1 1 calc R . . C49 C 0.1517(2) 0.6750(4) 0.22814(17) 0.0237(8) Uani 1 1 d . . . H49 H 0.1898 0.7098 0.2594 0.028 Uiso 1 1 calc R . . C50 C 0.13551(19) 0.5312(4) 0.22494(16) 0.0189(7) Uani 1 1 d . . . C51 C -0.01512(19) 0.5072(4) 0.09496(16) 0.0190(7) Uani 1 1 d . . . C52 C 0.0425(2) 0.5674(4) 0.14071(16) 0.0184(7) Uani 1 1 d . . . C53 C -0.0797(2) 0.1499(4) 0.05364(19) 0.0316(9) Uani 1 1 d . . . H53A H -0.0289 0.1095 0.0588 0.047 Uiso 1 1 calc R . . H53B H -0.1079 0.1172 0.0142 0.047 Uiso 1 1 calc R . . H53C H -0.1059 0.1210 0.0886 0.047 Uiso 1 1 calc R . . C54 C 0.1764(2) 0.4307(4) 0.27092(17) 0.0242(8) Uani 1 1 d . . . H54A H 0.1416 0.3949 0.2986 0.036 Uiso 1 1 calc R . . H54B H 0.2186 0.4787 0.2960 0.036 Uiso 1 1 calc R . . H54C H 0.1959 0.3530 0.2482 0.036 Uiso 1 1 calc R . . C2R C -0.3058(3) 0.4847(4) 0.06031(18) 0.081(2) Uani 1 1 d D . . H2R H -0.2754 0.4293 0.0333 0.098 Uiso 1 1 calc R . . Cl6R Cl -0.40189(9) 0.44969(19) 0.03725(8) 0.0940(6) Uani 1 1 d D . . Cl5R Cl -0.28015(17) 0.4349(3) 0.13797(10) 0.1675(13) Uani 1 1 d D . . Cl4R Cl -0.28577(9) 0.66286(16) 0.05172(7) 0.0753(4) Uani 1 1 d D . . C1R C 0.2053(2) 0.4249(5) 0.45463(18) 0.0285(10) Uani 0.876(5) 1 d PD A 1 H1R H 0.2469 0.4743 0.4369 0.034 Uiso 0.876(5) 1 calc PR A 1 Cl2R Cl 0.19676(10) 0.25555(16) 0.42328(6) 0.0361(4) Uani 0.876(5) 1 d PD A 1 Cl3R Cl 0.12150(15) 0.5163(3) 0.43367(11) 0.0500(7) Uani 0.876(5) 1 d PD A 1 Cl1R Cl 0.22685(8) 0.4204(3) 0.53676(6) 0.0544(7) Uani 0.876(5) 1 d PD A 1 A1 C 0.2112(6) 0.4814(10) 0.4464(4) 0.054(15) Uiso 0.124(5) 1 d PD A 2 H1 H 0.2448 0.5400 0.4234 0.064 Uiso 0.124(5) 1 calc PR A 2 A2 Cl 0.1171(7) 0.5319(14) 0.4232(6) 0.026(3) Uiso 0.124(5) 1 d PD A 2 A3 Cl 0.2352(5) 0.5087(12) 0.5265(4) 0.032(3) Uiso 0.124(5) 1 d PD A 2 A4 Cl 0.2250(6) 0.3049(10) 0.4286(4) 0.037(3) Uiso 0.124(5) 1 d PD A 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 Cu1 0.0171(2) 0.0190(2) 0.0187(2) 0.00459(17) 0.00191(16) -0.00068(18) I1 0.01914(12) 0.02319(12) 0.02099(11) 0.00398(10) 0.00221(8) 0.00309(10) P1 0.0176(5) 0.0205(5) 0.0191(4) 0.0034(4) 0.0043(3) 0.0009(4) C11 0.0209(19) 0.0242(19) 0.0177(17) 0.0064(15) 0.0045(14) -0.0007(15) C12 0.024(2) 0.033(2) 0.036(2) -0.0025(18) 0.0049(17) 0.0021(17) C13 0.040(3) 0.030(2) 0.039(2) -0.0036(19) 0.0008(19) -0.0053(19) C14 0.030(2) 0.046(3) 0.026(2) 0.0043(19) -0.0015(17) -0.013(2) C15 0.022(2) 0.049(3) 0.050(3) -0.002(2) 0.0054(19) -0.002(2) C16 0.025(2) 0.030(2) 0.043(2) -0.0039(19) 0.0030(17) 0.0000(18) C21 0.0159(18) 0.0262(19) 0.0244(18) -0.0044(15) 0.0042(14) -0.0017(14) C22 0.034(2) 0.037(2) 0.028(2) -0.0039(18) 0.0086(17) 0.0006(19) C23 0.043(3) 0.063(3) 0.034(2) -0.016(2) 0.014(2) 0.000(2) C24 0.028(2) 0.047(3) 0.056(3) -0.023(2) 0.016(2) 0.000(2) C25 0.023(2) 0.027(2) 0.068(3) -0.009(2) 0.015(2) 0.0002(18) C26 0.022(2) 0.028(2) 0.040(2) -0.0018(18) 0.0125(17) 0.0022(17) C31 0.025(2) 0.0211(18) 0.0160(17) 0.0012(14) 0.0022(14) 0.0020(15) C32 0.022(2) 0.032(2) 0.032(2) 0.0111(17) 0.0090(16) 0.0012(17) C33 0.039(2) 0.038(2) 0.032(2) 0.0191(19) 0.0118(18) 0.006(2) C34 0.032(2) 0.030(2) 0.0229(19) 0.0067(16) 0.0006(16) 0.0089(17) C35 0.0207(19) 0.028(2) 0.0202(18) -0.0015(15) 0.0014(14) 0.0054(16) C36 0.023(2) 0.0220(18) 0.0213(18) 0.0002(15) 0.0058(15) 0.0006(15) N41 0.0159(14) 0.0203(15) 0.0204(14) 0.0050(12) 0.0033(11) -0.0004(12) N42 0.0162(15) 0.0199(14) 0.0154(14) 0.0007(12) 0.0035(11) 0.0002(12) C41 0.022(2) 0.026(2) 0.0238(19) 0.0034(15) 0.0027(15) -0.0022(15) C42 0.0187(19) 0.038(2) 0.0242(19) 0.0072(17) -0.0030(15) -0.0022(16) C43 0.022(2) 0.034(2) 0.027(2) 0.0082(17) 0.0013(16) 0.0067(17) C44 0.023(2) 0.0273(19) 0.0192(18) 0.0039(15) 0.0040(14) 0.0052(16) C45 0.033(2) 0.027(2) 0.029(2) 0.0074(17) 0.0059(17) 0.0116(18) C46 0.041(3) 0.0176(18) 0.028(2) 0.0040(16) 0.0072(18) 0.0075(17) C47 0.027(2) 0.0202(18) 0.0216(18) -0.0009(15) 0.0070(15) 0.0004(16) C48 0.037(2) 0.0163(18) 0.031(2) -0.0011(16) 0.0095(17) -0.0008(17) C49 0.025(2) 0.024(2) 0.0217(18) -0.0057(15) 0.0027(14) -0.0034(15) C50 0.0157(17) 0.0247(18) 0.0169(17) 0.0002(14) 0.0050(13) 0.0016(14) C51 0.0164(18) 0.0242(18) 0.0169(17) 0.0036(14) 0.0046(13) 0.0020(15) C52 0.0200(18) 0.0189(17) 0.0170(17) 0.0028(14) 0.0055(14) 0.0022(14) C53 0.030(2) 0.029(2) 0.033(2) 0.0073(18) -0.0082(16) -0.0077(18) C54 0.0203(19) 0.028(2) 0.0229(19) 0.0007(16) -0.0017(15) -0.0042(16) C2R 0.101(5) 0.095(5) 0.050(4) -0.020(3) 0.016(3) 0.023(4) Cl6R 0.0867(13) 0.1084(14) 0.0974(13) -0.0096(11) 0.0507(11) 0.0033(11) Cl5R 0.285(4) 0.129(2) 0.0716(14) 0.0238(14) -0.0373(19) 0.033(2) Cl4R 0.0748(11) 0.0833(11) 0.0679(10) -0.0107(9) 0.0102(8) 0.0132(9) C1R 0.022(2) 0.040(3) 0.025(2) -0.003(2) 0.0080(18) -0.007(2) Cl2R 0.0428(9) 0.0302(8) 0.0331(7) 0.0031(5) -0.0031(6) 0.0079(7) Cl3R 0.0640(12) 0.0455(11) 0.0393(11) 0.0024(9) 0.0031(8) 0.0275(8) Cl1R 0.0296(7) 0.1071(19) 0.0261(7) -0.0148(8) 0.0019(5) 0.0024(8) _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 Cu1 N41 2.075(3) . ? Cu1 N42 2.087(3) . ? Cu1 P1 2.2064(11) . ? Cu1 I1 2.6280(7) . ? P1 C31 1.827(4) . ? P1 C11 1.837(4) . ? P1 C21 1.844(4) . ? C11 C16 1.379(5) . ? C11 C12 1.387(5) . ? C12 C13 1.382(6) . ? C13 C14 1.375(6) . ? C14 C15 1.375(6) . ? C15 C16 1.390(6) . ? C21 C22 1.385(5) . ? C21 C26 1.392(5) . ? C22 C23 1.392(6) . ? C23 C24 1.373(7) . ? C24 C25 1.379(7) . ? C25 C26 1.379(6) . ? C31 C32 1.395(5) . ? C31 C36 1.395(5) . ? C32 C33 1.389(5) . ? C33 C34 1.378(6) . ? C34 C35 1.390(5) . ? C35 C36 1.397(5) . ? N41 C41 1.335(5) . ? N41 C51 1.369(4) . ? N42 C50 1.335(4) . ? N42 C52 1.362(4) . ? C41 C42 1.406(5) . ? C41 C53 1.502(5) . ? C42 C43 1.368(5) . ? C43 C44 1.412(5) . ? C44 C51 1.398(5) . ? C44 C45 1.433(5) . ? C45 C46 1.357(6) . ? C46 C47 1.434(5) . ? C47 C48 1.403(5) . ? C47 C52 1.408(5) . ? C48 C49 1.372(5) . ? C49 C50 1.409(5) . ? C50 C54 1.499(5) . ? C51 C52 1.446(5) . ? C2R Cl5R 1.740(4) . ? C2R Cl6R 1.755(4) . ? C2R Cl4R 1.759(4) . ? C1R Cl3R 1.741(4) . ? C1R Cl2R 1.756(4) . ? C1R Cl1R 1.759(4) . ? A1 A3 1.741(4) . ? A1 A2 1.756(4) . ? A1 A4 1.759(4) . ? 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 N41 Cu1 N42 80.53(11) . . ? N41 Cu1 P1 120.66(8) . . ? N42 Cu1 P1 117.04(8) . . ? N41 Cu1 I1 105.75(8) . . ? N42 Cu1 I1 103.67(8) . . ? P1 Cu1 I1 121.20(3) . . ? C31 P1 C11 102.91(17) . . ? C31 P1 C21 104.31(16) . . ? C11 P1 C21 102.43(17) . . ? C31 P1 Cu1 118.27(12) . . ? C11 P1 Cu1 116.17(12) . . ? C21 P1 Cu1 110.95(12) . . ? C16 C11 C12 118.2(4) . . ? C16 C11 P1 121.6(3) . . ? C12 C11 P1 119.8(3) . . ? C13 C12 C11 120.8(4) . . ? C14 C13 C12 120.5(4) . . ? C13 C14 C15 119.3(4) . . ? C14 C15 C16 120.2(4) . . ? C11 C16 C15 120.9(4) . . ? C22 C21 C26 118.2(4) . . ? C22 C21 P1 123.7(3) . . ? C26 C21 P1 118.1(3) . . ? C21 C22 C23 120.4(4) . . ? C24 C23 C22 120.6(4) . . ? C23 C24 C25 119.5(4) . . ? C26 C25 C24 120.0(4) . . ? C25 C26 C21 121.3(4) . . ? C32 C31 C36 118.8(3) . . ? C32 C31 P1 123.3(3) . . ? C36 C31 P1 117.9(3) . . ? C33 C32 C31 120.5(4) . . ? C34 C33 C32 120.6(4) . . ? C33 C34 C35 119.8(3) . . ? C34 C35 C36 120.0(3) . . ? C31 C36 C35 120.4(3) . . ? C41 N41 C51 118.3(3) . . ? C41 N41 Cu1 129.1(2) . . ? C51 N41 Cu1 112.6(2) . . ? C50 N42 C52 118.4(3) . . ? C50 N42 Cu1 129.1(2) . . ? C52 N42 Cu1 112.5(2) . . ? N41 C41 C42 121.4(3) . . ? N41 C41 C53 116.9(3) . . ? C42 C41 C53 121.7(3) . . ? C43 C42 C41 120.5(4) . . ? C42 C43 C44 119.3(3) . . ? C51 C44 C43 117.1(3) . . ? C51 C44 C45 119.8(3) . . ? C43 C44 C45 123.1(3) . . ? C46 C45 C44 120.4(4) . . ? C45 C46 C47 121.7(4) . . ? C48 C47 C52 117.5(3) . . ? C48 C47 C46 123.9(3) . . ? C52 C47 C46 118.7(3) . . ? C49 C48 C47 119.4(3) . . ? C48 C49 C50 119.9(3) . . ? N42 C50 C49 121.9(3) . . ? N42 C50 C54 116.9(3) . . ? C49 C50 C54 121.1(3) . . ? N41 C51 C44 123.4(3) . . ? N41 C51 C52 117.1(3) . . ? C44 C51 C52 119.5(3) . . ? N42 C52 C47 123.0(3) . . ? N42 C52 C51 117.1(3) . . ? C47 C52 C51 119.9(3) . . ? Cl5R C2R Cl6R 109.9(2) . . ? Cl5R C2R Cl4R 109.7(2) . . ? Cl6R C2R Cl4R 111.1(3) . . ? Cl3R C1R Cl2R 109.8(2) . . ? Cl3R C1R Cl1R 109.7(2) . . ? Cl2R C1R Cl1R 111.1(2) . . ? A3 A1 A2 109.8(2) . . ? A3 A1 A4 109.7(2) . . ? A2 A1 A4 111.1(3) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.745 _refine_diff_density_min -1.300 _refine_diff_density_rms 0.118