data_16srv085 _audit_creation_date 2016-03-19 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155) ; _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_author_name 'Batsanov, Andrei S.' _publ_contact_author_phone ? _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C30 H41 N4 P' _chemical_formula_sum 'C30 H41 N4 P' _chemical_formula_weight 488.64 _chemical_melting_point ? 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' _space_group_crystal_system 'triclinic' _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5302(3) _cell_length_b 11.0544(4) _cell_length_c 13.8558(5) _cell_angle_alpha 88.3900(15) _cell_angle_beta 70.2419(14) _cell_angle_gamma 84.0851(14) _cell_volume 1366.43(8) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9966 _cell_measurement_temperature 120 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 30.07 _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_T_min 0.9617 _exptl_absorpt_correction_T_max 1.0000 _exptl_crystal_colour 'dark red' _exptl_crystal_density_diffrn 1.188 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular plate' _exptl_crystal_F_000 528 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 0.00 0.1170 0.00 1.00 0.00 0.1460 0.00 0.00 1.00 0.0750 0.00 0.00 -1.00 0.1050 -2.00 -1.00 -2.00 0.0500 2.00 1.00 2.00 0.0530 1.00 0.00 2.00 0.0620 -1.00 0.00 -2.00 0.0750 -2.00 -1.00 1.00 0.0920 2.00 1.00 -1.00 0.1140 0.00 1.00 2.00 0.1130 0.00 -1.00 -2.00 0.1300 -1.00 0.00 -1.00 0.0810 1.00 0.00 1.00 0.0780 _exptl_crystal_size_min 0.106 _exptl_crystal_size_max 0.332 _exptl_crystal_size_mid 0.243 _exptl_special_details ; Data were collected in shutterless mode. Full sphere of reciprocal space was nominally covered by 4 runs of narrow-frame \w-scans (scan width 0.5\%, 10s exposure), every run at a different \f angle. Two runs of \f-scans (scan width 1\%, 1.5s exposure) were used for scaling overflowing intensities. Crystal to detector distance 3.50 cm. ; _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1081 before and 0.0508 after correction. The Ratio of minimum to maximum transmission is 0.9617. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_unetI/netI 0.0464 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_number 25700 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 30.000 _diffrn_reflns_theta_min 2.282 _diffrn_reflns_theta_max 30.093 _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device '3-circle area detector diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_probe X-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'ImuS microsource' _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 5972 _reflns_number_total 8051 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing.bruker_data_scaling 'SADABS V2012/1 (Bruker AXS Inc.)' _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_collection 'APEX2 v.2013.4_1 (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL 2014/7 (Sheldrick, 2015)' _computing_structure_solution 'ShelXS 2013/1 (Sheldrick, 2008)' _refine_diff_density_min -0.345 _refine_diff_density_max 0.466 _refine_diff_density_rms 0.054 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 332 _refine_ls_number_reflns 8051 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0466 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_R_factor_all 0.0724 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+0.4090P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1118 _refine_ls_wR_factor_ref 0.1232 _refine_special_details ; Methyl groups were refined as rigid bodies rotating around C---C bonds, with a common refined U for three H atoms. Other H atoms: riding model. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P P 0.69490(4) 0.21741(3) 0.22050(3) 0.01502(9) Uani 1 1 d . . . . . N1 N 0.68775(12) 0.06925(10) 0.25102(8) 0.0165(2) Uani 1 1 d . . . . . N2 N 0.52771(12) 0.26281(10) 0.28619(8) 0.0159(2) Uani 1 1 d . . . . . N3 N 0.75134(13) 0.22752(10) 0.09418(8) 0.0188(2) Uani 1 1 d . . . . . N4 N 0.82309(12) 0.28205(10) 0.25111(9) 0.0189(2) Uani 1 1 d . . . . . C1 C 0.45683(14) 0.16560(11) 0.34415(10) 0.0150(2) Uani 1 1 d . . . . . C2 C 0.54424(14) 0.05520(12) 0.32784(10) 0.0157(2) Uani 1 1 d . . . . . C3 C 0.52643(15) -0.06126(12) 0.37487(10) 0.0191(3) Uani 1 1 d . . . . . H3 H 0.4351 -0.0738 0.4279 0.023 Uiso 1 1 calc R . . . . C4 C 0.63625(16) -0.15430(12) 0.34596(11) 0.0215(3) Uani 1 1 d . . . . . H4 H 0.6204 -0.2314 0.3776 0.026 Uiso 1 1 calc R . . . . C5 C 0.77657(16) -0.13716(13) 0.26774(11) 0.0227(3) Uani 1 1 d . . . . . H5 H 0.8529 -0.2030 0.2470 0.027 Uiso 1 1 calc R . . . . C6 C 0.79953(15) -0.02788(12) 0.22405(11) 0.0207(3) Uani 1 1 d . . . . . H6 H 0.8937 -0.0164 0.1738 0.025 Uiso 1 1 calc R . . . . C7 C 0.68431(16) 0.15790(13) 0.03254(11) 0.0225(3) Uani 1 1 d . . . . . H7 H 0.6965 0.2052 -0.0319 0.027 Uiso 1 1 calc R . . . . C8 C 0.77010(18) 0.03322(15) -0.00138(13) 0.0308(3) Uani 1 1 d . . . . . H8A H 0.8780 0.0404 -0.0238 0.039(3) Uiso 1 1 calc GR . . . . H8B H 0.7443 0.0026 -0.0583 0.039(3) Uiso 1 1 calc GR . . . . H8C H 0.7430 -0.0234 0.0562 0.039(3) Uiso 1 1 calc GR . . . . C9 C 0.51655(17) 0.14849(16) 0.08182(12) 0.0292(3) Uani 1 1 d . . . . . H9A H 0.4986 0.0951 0.1415 0.037(3) Uiso 1 1 calc GR . . . . H9B H 0.4784 0.1148 0.0320 0.037(3) Uiso 1 1 calc GR . . . . H9C H 0.4648 0.2295 0.1036 0.037(3) Uiso 1 1 calc GR . . . . C10 C 0.80836(16) 0.34217(13) 0.04411(11) 0.0239(3) Uani 1 1 d . . . . . H10 H 0.8466 0.3834 0.0922 0.029 Uiso 1 1 calc R . . . . C11 C 0.94061(18) 0.31501(15) -0.05459(13) 0.0344(4) Uani 1 1 d . . . . . H11A H 1.0160 0.2569 -0.0404 0.045(3) Uiso 1 1 calc GR . . . . H11B H 0.9849 0.3905 -0.0811 0.045(3) Uiso 1 1 calc GR . . . . H11C H 0.9058 0.2801 -0.1057 0.045(3) Uiso 1 1 calc GR . . . . C12 C 0.68484(19) 0.43000(15) 0.02641(13) 0.0333(4) Uani 1 1 d . . . . . H12A H 0.6532 0.3971 -0.0271 0.046(3) Uiso 1 1 calc GR . . . . H12B H 0.7230 0.5089 0.0047 0.046(3) Uiso 1 1 calc GR . . . . H12C H 0.5991 0.4403 0.0902 0.046(3) Uiso 1 1 calc GR . . . . C13 C 0.98541(15) 0.24118(13) 0.20234(12) 0.0234(3) Uani 1 1 d . . . . . H13 H 0.9967 0.1932 0.1396 0.028 Uiso 1 1 calc R . . . . C14 C 1.04584(18) 0.15795(15) 0.27187(14) 0.0310(4) Uani 1 1 d . . . . . H14A H 1.0422 0.2038 0.3323 0.038(3) Uiso 1 1 calc GR . . . . H14B H 1.1497 0.1268 0.2344 0.038(3) Uiso 1 1 calc GR . . . . H14C H 0.9845 0.0897 0.2936 0.038(3) Uiso 1 1 calc GR . . . . C15 C 1.08102(18) 0.34755(16) 0.16808(16) 0.0405(4) Uani 1 1 d . . . . . H15A H 1.0420 0.4008 0.1233 0.058(4) Uiso 1 1 calc GR . . . . H15B H 1.1849 0.3164 0.1306 0.058(4) Uiso 1 1 calc GR . . . . H15C H 1.0775 0.3937 0.2284 0.058(4) Uiso 1 1 calc GR . . . . C16 C 0.78082(18) 0.35136(14) 0.34984(12) 0.0283(3) Uani 1 1 d . . . . . H16 H 0.8770 0.3710 0.3570 0.034 Uiso 1 1 calc R . . . . C17 C 0.7039(2) 0.2784(2) 0.44422(13) 0.0397(4) Uani 1 1 d . . . . . H17A H 0.6042 0.2635 0.4444 0.051(3) Uiso 1 1 calc GR . . . . H17B H 0.6941 0.3242 0.5061 0.051(3) Uiso 1 1 calc GR . . . . H17C H 0.7638 0.2006 0.4430 0.051(3) Uiso 1 1 calc GR . . . . C18 C 0.6929(2) 0.47271(16) 0.34477(17) 0.0424(5) Uani 1 1 d . . . . . H18A H 0.7508 0.5188 0.2858 0.052(4) Uiso 1 1 calc GR . . . . H18B H 0.6739 0.5191 0.4080 0.052(4) Uiso 1 1 calc GR . . . . H18C H 0.5972 0.4586 0.3373 0.052(4) Uiso 1 1 calc GR . . . . C19 C 0.30702(14) 0.19207(11) 0.41870(10) 0.0145(2) Uani 1 1 d . . . . . C20 C 0.25559(15) 0.31165(12) 0.45370(10) 0.0175(3) Uani 1 1 d . . . . . H20 H 0.3173 0.3750 0.4255 0.021 Uiso 1 1 calc R . . . . C21 C 0.11714(15) 0.33994(12) 0.52832(10) 0.0184(3) Uani 1 1 d . . . . . H21 H 0.0871 0.4220 0.5506 0.022 Uiso 1 1 calc R . . . . C22 C 0.02045(14) 0.25121(11) 0.57172(10) 0.0150(2) Uani 1 1 d . . . . . C23 C 0.07026(15) 0.13236(12) 0.53436(10) 0.0169(3) Uani 1 1 d . . . . . H23 H 0.0071 0.0696 0.5612 0.020 Uiso 1 1 calc R . . . . C24 C 0.20779(15) 0.10332(12) 0.46000(10) 0.0171(3) Uani 1 1 d . . . . . H24 H 0.2361 0.0217 0.4362 0.021 Uiso 1 1 calc R . . . . C25 C -0.12854(14) 0.27976(12) 0.65114(10) 0.0159(2) Uani 1 1 d . . . . . C26 C -0.19871(16) 0.39834(12) 0.66781(11) 0.0205(3) Uani 1 1 d . . . . . H26 H -0.1468 0.4630 0.6305 0.025 Uiso 1 1 calc R . . . . C27 C -0.34221(16) 0.42410(13) 0.73734(11) 0.0248(3) Uani 1 1 d . . . . . H27 H -0.3870 0.5057 0.7475 0.030 Uiso 1 1 calc R . . . . C28 C -0.42037(16) 0.33092(14) 0.79194(11) 0.0259(3) Uani 1 1 d . . . . . H28 H -0.5197 0.3479 0.8382 0.031 Uiso 1 1 calc R . . . . C29 C -0.35202(16) 0.21267(13) 0.77828(11) 0.0242(3) Uani 1 1 d . . . . . H29 H -0.4045 0.1484 0.8159 0.029 Uiso 1 1 calc R . . . . C30 C -0.20791(16) 0.18780(13) 0.71015(11) 0.0211(3) Uani 1 1 d . . . . . H30 H -0.1617 0.1067 0.7032 0.025 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 P 0.01354(16) 0.01533(16) 0.01451(16) 0.00037(12) -0.00275(12) -0.00075(12) N1 0.0143(5) 0.0155(5) 0.0166(5) 0.0002(4) -0.0018(4) 0.0008(4) N2 0.0141(5) 0.0162(5) 0.0154(5) 0.0000(4) -0.0025(4) -0.0008(4) N3 0.0185(5) 0.0209(6) 0.0145(5) 0.0014(4) -0.0024(4) -0.0024(4) N4 0.0146(5) 0.0202(5) 0.0219(6) -0.0007(4) -0.0058(5) -0.0023(4) C1 0.0147(6) 0.0151(6) 0.0142(6) -0.0005(5) -0.0034(5) -0.0015(5) C2 0.0141(6) 0.0175(6) 0.0138(6) 0.0005(5) -0.0023(5) -0.0019(5) C3 0.0202(7) 0.0184(6) 0.0180(6) 0.0015(5) -0.0056(5) -0.0020(5) C4 0.0270(7) 0.0156(6) 0.0223(7) 0.0018(5) -0.0094(6) -0.0003(5) C5 0.0238(7) 0.0196(6) 0.0223(7) -0.0035(5) -0.0069(6) 0.0071(5) C6 0.0174(6) 0.0206(6) 0.0203(7) -0.0030(5) -0.0031(5) 0.0039(5) C7 0.0222(7) 0.0277(7) 0.0159(6) -0.0029(5) -0.0048(6) 0.0006(6) C8 0.0296(8) 0.0342(8) 0.0271(8) -0.0111(6) -0.0082(7) 0.0024(7) C9 0.0217(7) 0.0405(9) 0.0269(8) -0.0081(7) -0.0102(6) -0.0010(6) C10 0.0227(7) 0.0219(7) 0.0205(7) 0.0045(5) 0.0005(6) -0.0009(5) C11 0.0286(8) 0.0335(9) 0.0276(8) 0.0074(7) 0.0069(7) -0.0001(7) C12 0.0365(9) 0.0275(8) 0.0263(8) 0.0050(6) -0.0015(7) 0.0075(7) C13 0.0156(6) 0.0251(7) 0.0285(8) 0.0033(6) -0.0066(6) -0.0017(5) C14 0.0245(8) 0.0305(8) 0.0415(9) 0.0043(7) -0.0169(7) 0.0003(6) C15 0.0220(8) 0.0387(10) 0.0600(12) 0.0161(9) -0.0117(8) -0.0114(7) C16 0.0261(8) 0.0312(8) 0.0310(8) -0.0097(6) -0.0131(7) -0.0036(6) C17 0.0316(9) 0.0684(13) 0.0211(8) -0.0072(8) -0.0102(7) -0.0078(9) C18 0.0374(10) 0.0300(9) 0.0632(13) -0.0214(8) -0.0212(9) 0.0012(7) C19 0.0143(6) 0.0158(6) 0.0135(6) -0.0007(4) -0.0050(5) -0.0001(5) C20 0.0159(6) 0.0147(6) 0.0197(6) 0.0014(5) -0.0033(5) -0.0017(5) C21 0.0183(6) 0.0134(6) 0.0211(7) -0.0013(5) -0.0042(5) 0.0012(5) C22 0.0148(6) 0.0161(6) 0.0140(6) -0.0006(5) -0.0050(5) 0.0001(5) C23 0.0161(6) 0.0159(6) 0.0179(6) -0.0007(5) -0.0040(5) -0.0030(5) C24 0.0172(6) 0.0154(6) 0.0180(6) -0.0036(5) -0.0048(5) -0.0006(5) C25 0.0157(6) 0.0189(6) 0.0130(6) -0.0018(5) -0.0051(5) 0.0003(5) C26 0.0204(7) 0.0182(6) 0.0200(7) -0.0006(5) -0.0038(5) 0.0003(5) C27 0.0223(7) 0.0229(7) 0.0242(7) -0.0032(6) -0.0031(6) 0.0047(6) C28 0.0181(7) 0.0304(8) 0.0232(7) -0.0045(6) 0.0001(6) 0.0009(6) C29 0.0219(7) 0.0254(7) 0.0202(7) 0.0001(6) 0.0004(6) -0.0051(6) C30 0.0216(7) 0.0192(6) 0.0192(7) -0.0006(5) -0.0031(6) -0.0005(5) _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 P N1 1.6825(11) . ? P N2 1.5810(11) . ? P N3 1.6524(12) . ? P N4 1.6522(12) . ? N1 C2 1.4415(16) . ? N1 C6 1.3946(16) . ? N2 C1 1.4108(16) . ? N3 C7 1.4956(18) . ? N3 C10 1.4900(17) . ? N4 C13 1.4900(17) . ? N4 C16 1.4978(19) . ? C1 C2 1.3832(17) . ? C1 C19 1.4576(17) . ? C2 C3 1.4262(18) . ? C3 C4 1.3533(19) . ? C4 C5 1.435(2) . ? C5 C6 1.3407(19) . ? C7 C8 1.528(2) . ? C7 C9 1.525(2) . ? C10 C11 1.526(2) . ? C10 C12 1.528(2) . ? C13 C14 1.524(2) . ? C13 C15 1.528(2) . ? C16 C17 1.521(2) . ? C16 C18 1.520(2) . ? C19 C20 1.4017(17) . ? C19 C24 1.4065(18) . ? C20 C21 1.3851(18) . ? C21 C22 1.3969(18) . ? C22 C23 1.4011(17) . ? C22 C25 1.4823(17) . ? C23 C24 1.3789(18) . ? C25 C26 1.3967(18) . ? C25 C30 1.4027(18) . ? C26 C27 1.3870(19) . ? C27 C28 1.386(2) . ? C28 C29 1.387(2) . ? C29 C30 1.3832(19) . ? 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 N2 P N1 97.51(6) . . ? N2 P N3 119.80(6) . . ? N2 P N4 114.53(6) . . ? N3 P N1 107.86(6) . . ? N3 P N4 103.37(6) . . ? N4 P N1 114.02(6) . . ? C2 N1 P 108.23(8) . . ? C6 N1 P 130.41(10) . . ? C6 N1 C2 120.76(11) . . ? C1 N2 P 109.73(8) . . ? C7 N3 P 121.01(9) . . ? C10 N3 P 119.50(9) . . ? C10 N3 C7 113.23(11) . . ? C13 N4 P 120.82(10) . . ? C13 N4 C16 115.97(11) . . ? C16 N4 P 120.23(9) . . ? N2 C1 C19 118.12(11) . . ? C2 C1 N2 114.75(11) . . ? C2 C1 C19 126.97(11) . . ? C1 C2 N1 109.42(11) . . ? C1 C2 C3 134.22(12) . . ? C3 C2 N1 116.15(11) . . ? C4 C3 C2 121.69(13) . . ? C3 C4 C5 120.37(13) . . ? C6 C5 C4 119.75(13) . . ? C5 C6 N1 121.23(13) . . ? N3 C7 C8 112.51(12) . . ? N3 C7 C9 114.72(11) . . ? C9 C7 C8 111.37(13) . . ? N3 C10 C11 110.91(12) . . ? N3 C10 C12 112.33(12) . . ? C11 C10 C12 111.98(13) . . ? N4 C13 C14 112.24(12) . . ? N4 C13 C15 112.51(12) . . ? C14 C13 C15 109.64(13) . . ? N4 C16 C17 113.88(13) . . ? N4 C16 C18 111.10(14) . . ? C18 C16 C17 112.73(15) . . ? C20 C19 C1 119.80(11) . . ? C20 C19 C24 116.42(11) . . ? C24 C19 C1 123.78(11) . . ? C21 C20 C19 121.73(12) . . ? C20 C21 C22 121.85(12) . . ? C21 C22 C23 116.28(12) . . ? C21 C22 C25 122.67(11) . . ? C23 C22 C25 121.03(11) . . ? C24 C23 C22 122.29(12) . . ? C23 C24 C19 121.36(12) . . ? C26 C25 C22 121.66(12) . . ? C26 C25 C30 117.03(12) . . ? C30 C25 C22 121.26(12) . . ? C27 C26 C25 121.73(13) . . ? C28 C27 C26 120.07(13) . . ? C27 C28 C29 119.31(13) . . ? C30 C29 C28 120.35(13) . . ? C29 C30 C25 121.44(13) . . ? _iucr_refine_instructions_details ; 16srv085.res created by SHELXL-2014/7 TITL 16srv085 in P-1 #2 REM reset to P-1 #2 CELL 0.71073 9.5302 11.0544 13.8558 88.39 70.2419 84.0851 ZERR 2 0.0003 0.0004 0.0005 0.0015 0.0014 0.0014 LATT 1 SFAC C H N P UNIT 60 82 8 2 L.S. 7 PLAN 10 SIZE 0.106 0.243 0.332 TEMP -153.15 BOND fmap 2 53 acta 60 REM REM REM WGHT 0.060000 0.409000 FVAR 0.18181 0.03908 0.03735 0.04544 0.04608 0.03770 0.05762 FVAR 0.05147 0.05247 P 4 0.694905 0.217412 0.220503 11.00000 0.01354 0.01533 = 0.01451 0.00037 -0.00275 -0.00075 N1 3 0.687755 0.069249 0.251022 11.00000 0.01428 0.01551 = 0.01663 0.00016 -0.00183 0.00081 N2 3 0.527714 0.262815 0.286194 11.00000 0.01409 0.01621 = 0.01542 0.00002 -0.00246 -0.00084 N3 3 0.751342 0.227525 0.094180 11.00000 0.01848 0.02088 = 0.01453 0.00144 -0.00236 -0.00243 N4 3 0.823089 0.282047 0.251109 11.00000 0.01461 0.02015 = 0.02189 -0.00072 -0.00581 -0.00225 C1 1 0.456828 0.165600 0.344149 11.00000 0.01468 0.01506 = 0.01419 -0.00045 -0.00345 -0.00152 C2 1 0.544237 0.055199 0.327839 11.00000 0.01406 0.01752 = 0.01385 0.00045 -0.00234 -0.00187 C3 1 0.526433 -0.061259 0.374873 11.00000 0.02021 0.01840 = 0.01796 0.00145 -0.00558 -0.00198 AFIX 43 H3 2 0.435149 -0.073842 0.427855 11.00000 -1.20000 AFIX 0 C4 1 0.636249 -0.154303 0.345961 11.00000 0.02697 0.01562 = 0.02229 0.00185 -0.00940 -0.00034 AFIX 43 H4 2 0.620362 -0.231405 0.377624 11.00000 -1.20000 AFIX 0 C5 1 0.776567 -0.137157 0.267739 11.00000 0.02380 0.01962 = 0.02231 -0.00353 -0.00692 0.00707 AFIX 43 H5 2 0.852884 -0.202987 0.246998 11.00000 -1.20000 AFIX 0 C6 1 0.799532 -0.027880 0.224050 11.00000 0.01743 0.02063 = 0.02032 -0.00301 -0.00309 0.00391 AFIX 43 H6 2 0.893699 -0.016397 0.173783 11.00000 -1.20000 AFIX 0 C7 1 0.684315 0.157901 0.032541 11.00000 0.02219 0.02775 = 0.01593 -0.00287 -0.00481 0.00059 AFIX 13 H7 2 0.696534 0.205221 -0.031881 11.00000 -1.20000 AFIX 0 C8 1 0.770101 0.033217 -0.001380 11.00000 0.02962 0.03416 = 0.02708 -0.01113 -0.00825 0.00237 AFIX 137 H8A 2 0.878029 0.040449 -0.023776 11.00000 21.00000 H8B 2 0.744332 0.002590 -0.058315 11.00000 21.00000 H8C 2 0.742981 -0.023379 0.056190 11.00000 21.00000 AFIX 0 C9 1 0.516551 0.148489 0.081819 11.00000 0.02170 0.04050 = 0.02692 -0.00813 -0.01015 -0.00103 AFIX 137 H9A 2 0.498637 0.095053 0.141530 11.00000 31.00000 H9B 2 0.478377 0.114837 0.031954 11.00000 31.00000 H9C 2 0.464827 0.229530 0.103641 11.00000 31.00000 AFIX 0 C10 1 0.808358 0.342166 0.044110 11.00000 0.02271 0.02194 = 0.02054 0.00453 0.00047 -0.00091 AFIX 13 H10 2 0.846599 0.383383 0.092206 11.00000 -1.20000 AFIX 0 C11 1 0.940606 0.315015 -0.054592 11.00000 0.02857 0.03346 = 0.02759 0.00736 0.00694 -0.00006 AFIX 137 H11A 2 1.016008 0.256945 -0.040408 11.00000 41.00000 H11B 2 0.984949 0.390515 -0.081067 11.00000 41.00000 H11C 2 0.905791 0.280148 -0.105689 11.00000 41.00000 AFIX 0 C12 1 0.684840 0.430004 0.026412 11.00000 0.03651 0.02745 = 0.02634 0.00499 -0.00152 0.00753 AFIX 137 H12A 2 0.653248 0.397112 -0.027065 11.00000 51.00000 H12B 2 0.722952 0.508938 0.004724 11.00000 51.00000 H12C 2 0.599103 0.440295 0.090224 11.00000 51.00000 AFIX 0 C13 1 0.985406 0.241184 0.202344 11.00000 0.01561 0.02506 = 0.02852 0.00334 -0.00655 -0.00165 AFIX 13 H13 2 0.996661 0.193191 0.139596 11.00000 -1.20000 AFIX 0 C14 1 1.045836 0.157952 0.271875 11.00000 0.02452 0.03047 = 0.04149 0.00434 -0.01685 0.00033 AFIX 137 H14A 2 1.042174 0.203803 0.332337 11.00000 61.00000 H14B 2 1.149709 0.126803 0.234402 11.00000 61.00000 H14C 2 0.984486 0.089726 0.293598 11.00000 61.00000 AFIX 0 C15 1 1.081017 0.347551 0.168081 11.00000 0.02202 0.03872 = 0.06001 0.01612 -0.01171 -0.01137 AFIX 137 H15A 2 1.042036 0.400841 0.123292 11.00000 71.00000 H15B 2 1.184869 0.316362 0.130592 11.00000 71.00000 H15C 2 1.077462 0.393663 0.228386 11.00000 71.00000 AFIX 0 C16 1 0.780820 0.351363 0.349837 11.00000 0.02613 0.03123 = 0.03104 -0.00971 -0.01312 -0.00355 AFIX 13 H16 2 0.876967 0.370971 0.356995 11.00000 -1.20000 AFIX 0 C17 1 0.703909 0.278417 0.444217 11.00000 0.03156 0.06842 = 0.02110 -0.00721 -0.01022 -0.00782 AFIX 137 H17A 2 0.604247 0.263487 0.444357 11.00000 81.00000 H17B 2 0.694078 0.324197 0.506101 11.00000 81.00000 H17C 2 0.763832 0.200551 0.443022 11.00000 81.00000 AFIX 0 C18 1 0.692872 0.472713 0.344772 11.00000 0.03737 0.03005 = 0.06323 -0.02143 -0.02115 0.00120 AFIX 137 H18A 2 0.750791 0.518773 0.285847 11.00000 91.00000 H18B 2 0.673870 0.519051 0.407952 11.00000 91.00000 H18C 2 0.597242 0.458567 0.337252 11.00000 91.00000 AFIX 0 C19 1 0.307024 0.192072 0.418699 11.00000 0.01427 0.01579 = 0.01347 -0.00065 -0.00495 -0.00005 C20 1 0.255587 0.311655 0.453697 11.00000 0.01590 0.01472 = 0.01965 0.00135 -0.00325 -0.00167 AFIX 43 H20 2 0.317299 0.374966 0.425494 11.00000 -1.20000 AFIX 0 C21 1 0.117142 0.339939 0.528322 11.00000 0.01829 0.01345 = 0.02112 -0.00131 -0.00417 0.00117 AFIX 43 H21 2 0.087103 0.421989 0.550619 11.00000 -1.20000 AFIX 0 C22 1 0.020449 0.251214 0.571718 11.00000 0.01483 0.01606 = 0.01397 -0.00057 -0.00497 0.00012 C23 1 0.070255 0.132358 0.534360 11.00000 0.01607 0.01590 = 0.01788 -0.00074 -0.00402 -0.00296 AFIX 43 H23 2 0.007072 0.069591 0.561194 11.00000 -1.20000 AFIX 0 C24 1 0.207786 0.103316 0.460003 11.00000 0.01716 0.01536 = 0.01799 -0.00356 -0.00481 -0.00062 AFIX 43 H24 2 0.236095 0.021679 0.436180 11.00000 -1.20000 AFIX 0 C25 1 -0.128539 0.279758 0.651137 11.00000 0.01569 0.01886 = 0.01298 -0.00183 -0.00509 0.00027 C26 1 -0.198713 0.398340 0.667808 11.00000 0.02042 0.01824 = 0.02003 -0.00058 -0.00377 0.00026 AFIX 43 H26 2 -0.146797 0.463050 0.630549 11.00000 -1.20000 AFIX 0 C27 1 -0.342214 0.424097 0.737337 11.00000 0.02234 0.02290 = 0.02423 -0.00319 -0.00313 0.00470 AFIX 43 H27 2 -0.386986 0.505683 0.747546 11.00000 -1.20000 AFIX 0 C28 1 -0.420366 0.330917 0.791944 11.00000 0.01811 0.03043 = 0.02323 -0.00450 0.00012 0.00092 AFIX 43 H28 2 -0.519705 0.347873 0.838243 11.00000 -1.20000 AFIX 0 C29 1 -0.352021 0.212670 0.778285 11.00000 0.02188 0.02535 = 0.02015 0.00005 0.00040 -0.00505 AFIX 43 H29 2 -0.404470 0.148414 0.815926 11.00000 -1.20000 AFIX 0 C30 1 -0.207908 0.187801 0.710151 11.00000 0.02159 0.01916 = 0.01925 -0.00063 -0.00309 -0.00051 AFIX 43 H30 2 -0.161670 0.106669 0.703170 11.00000 -1.20000 AFIX 0 HKLF 4 REM 16srv085 in P-1 #2 REM R1 = 0.0466 for 5972 Fo > 4sig(Fo) and 0.0724 for all 8051 data REM 332 parameters refined using 0 restraints END WGHT 0.0596 0.4087 REM Highest difference peak 0.466, deepest hole -0.345, 1-sigma level 0.054 Q1 1 0.6077 0.2365 0.2552 11.00000 0.05 0.47 Q2 1 0.3836 0.1750 0.3839 11.00000 0.05 0.45 Q3 1 -0.0510 0.2621 0.6141 11.00000 0.05 0.38 Q4 1 0.7726 0.2555 0.2209 11.00000 0.05 0.37 Q5 1 0.7658 0.2436 0.2583 11.00000 0.05 0.37 Q6 1 0.4832 0.1029 0.3390 11.00000 0.05 0.36 Q7 1 0.1431 0.1241 0.4957 11.00000 0.05 0.35 Q8 1 -0.2803 0.2127 0.7435 11.00000 0.05 0.34 Q9 1 0.2643 0.1466 0.4444 11.00000 0.05 0.34 Q10 1 0.1761 0.3265 0.4830 11.00000 0.05 0.34 REM The information below was added by Olex2. REM REM R1 = 0.0466 for 5972 Fo > 4sig(Fo) and 0.0724 for all 25700 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.47, deepest hole -0.34 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0724 REM R1_gt = 0.0466 REM wR_ref = 0.1232 REM GOOF = 1.021 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 25700 REM Reflections_gt = 5972 REM Parameters = n/a REM Hole = -0.34 REM Peak = 0.47 REM Flack = n/a ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Others Uiso(H8A)=Uiso(H8B)=Uiso(H8C)=FVAR(1) Uiso(H9A)=Uiso(H9B)=Uiso(H9C)=FVAR(2) Uiso(H11A)=Uiso(H11B)=Uiso(H11C)=FVAR(3) Uiso(H12A)=Uiso(H12B)=Uiso(H12C)=FVAR(4) Uiso(H14A)=Uiso(H14B)=Uiso(H14C)=FVAR(5) Uiso(H15A)=Uiso(H15B)=Uiso(H15C)=FVAR(6) Uiso(H17A)=Uiso(H17B)=Uiso(H17C)=FVAR(7) Uiso(H18A)=Uiso(H18B)=Uiso(H18C)=FVAR(8) 3.a Ternary CH refined with riding coordinates: C7(H7), C10(H10), C13(H13), C16(H16) 3.b Aromatic/amide H refined with riding coordinates: C3(H3), C4(H4), C5(H5), C6(H6), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30) 3.c Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B, H18C) ; _oslims_operator_name 'Dr A Batsanov' _oslims_operator_uuid 642c0cab-15e1-4db6-aabf-d1e3f44b6814 _oslims_submitter_name 'Dr Joanna Aldred' _oslims_submitter_uuid bb92ac13-aee2-4bba-9f49-9cdb1e942059 _shelx_estimated_absorpt_T_min 0.959 _shelx_estimated_absorpt_T_max 0.987 _shelx_SHELXL_version_number '2014/7' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ;