#------------------------------------------------------------------------------ #$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $ #$Revision: 176467 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/02/00/4020000.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4020000 loop_ _publ_author_name 'Steven M. Allin' 'Christopher I. Thomas' 'Kevin Doyle' 'Mark R. J. Elsegood' _journal_name_full 'Journal of Organic Chemistry' _journal_page_first 357 _journal_page_last 359 _journal_paper_doi 10.1021/jo040245k _journal_volume 70 _journal_year 2005 _chemical_formula_sum 'C17 H21 N2 O0.5' _chemical_formula_weight 261.36 _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens 'Geom except NH and OH cords freely refined' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'All non-H atoms found by direct methods' _cell_angle_alpha 90.00 _cell_angle_beta 98.533(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.7620(16) _cell_length_b 6.8946(9) _cell_length_c 17.222(2) _cell_measurement_reflns_used 2638 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 26.93 _cell_measurement_theta_min 2.39 _cell_volume 1498.5(3) _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean ? _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 8486 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.61 _diffrn_source 'sealed tube' _diffrn_standards_decay_% 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_correction_T_min 0.960 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS v2.10, Sheldrick, G.M., (2003)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 564 _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.4(19) _refine_ls_extinction_coef 0.0041(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 367 _refine_ls_number_reflns 4933 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.017 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0429 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+0.1475P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0918 _refine_ls_wR_factor_ref 0.1051 _reflns_number_gt 3705 _reflns_number_total 4933 _reflns_threshold_expression I>2\s(I) _cod_original_sg_symbol_H-M 'P 21' _cod_original_formula_sum 'C17 H21 N2 O0.50' _cod_database_code 4020000 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.16206(19) 0.1625(4) 0.35374(16) 0.0406(7) Uani 1 1 d . . . H1A H 0.1597 0.0894 0.3040 0.049 Uiso 1 1 calc R . . H1B H 0.1606 0.3027 0.3411 0.049 Uiso 1 1 calc R . . C2 C 0.0652(2) 0.1104(4) 0.39251(17) 0.0474(8) Uani 1 1 d . . . H2A H 0.0615 0.1979 0.4376 0.057 Uiso 1 1 calc R . . H2B H -0.0001 0.1287 0.3543 0.057 Uiso 1 1 calc R . . C3 C 0.0717(2) -0.0962(5) 0.42040(16) 0.0443(7) Uani 1 1 d . . . C4 C 0.1767(2) -0.1455(4) 0.46869(15) 0.0425(7) Uani 1 1 d . . . H4A H 0.1840 -0.0737 0.5190 0.051 Uiso 1 1 calc R . . H4B H 0.1787 -0.2859 0.4808 0.051 Uiso 1 1 calc R . . N5 N 0.26652(16) -0.0960(3) 0.42703(11) 0.0337(5) Uani 1 1 d . . . C6 C 0.3671(2) -0.1520(4) 0.47582(14) 0.0389(7) Uani 1 1 d . . . H6A H 0.3613 -0.2868 0.4946 0.047 Uiso 1 1 calc R . . H6B H 0.3800 -0.0662 0.5223 0.047 Uiso 1 1 calc R . . C7 C 0.4603(2) -0.1380(4) 0.43002(15) 0.0381(7) Uani 1 1 d . . . H7A H 0.5278 -0.1451 0.4666 0.046 Uiso 1 1 calc R . . H7B H 0.4581 -0.2474 0.3926 0.046 Uiso 1 1 calc R . . C7A C 0.45391(19) 0.0519(4) 0.38603(13) 0.0325(6) Uani 1 1 d . . . C7B C 0.53152(19) 0.1549(4) 0.34923(13) 0.0320(6) Uani 1 1 d . . . C8 C 0.6380(2) 0.1225(5) 0.34254(14) 0.0398(7) Uani 1 1 d . . . H8 H 0.6726 0.0070 0.3624 0.048 Uiso 1 1 calc R . . C9 C 0.6920(2) 0.2619(5) 0.30640(16) 0.0465(8) Uani 1 1 d . . . H9 H 0.7647 0.2424 0.3024 0.056 Uiso 1 1 calc R . . C10 C 0.6412(2) 0.4321(5) 0.27539(16) 0.0481(8) Uani 1 1 d . . . H10 H 0.6801 0.5248 0.2504 0.058 Uiso 1 1 calc R . . C11 C 0.5356(2) 0.4670(4) 0.28060(15) 0.0421(7) Uani 1 1 d . . . H11 H 0.5009 0.5809 0.2590 0.050 Uiso 1 1 calc R . . C11A C 0.48219(19) 0.3283(4) 0.31882(14) 0.0337(6) Uani 1 1 d . . . N12 N 0.37947(17) 0.3291(3) 0.33521(12) 0.0359(5) Uani 1 1 d . . . H12 H 0.333(2) 0.429(4) 0.3213(16) 0.054 Uiso 1 1 d . . . C12A C 0.36439(19) 0.1613(4) 0.37620(14) 0.0313(6) Uani 1 1 d . . . C12B C 0.26417(19) 0.1143(4) 0.40815(14) 0.0340(6) Uani 1 1 d . . . H12B H 0.2644 0.1882 0.4581 0.041 Uiso 1 1 calc R . . C13 C -0.0045(2) -0.2289(5) 0.40658(17) 0.0532(8) Uani 1 1 d . . . H13 H 0.0128 -0.3551 0.4266 0.064 Uiso 1 1 calc R . . C14 C -0.1151(2) -0.2026(7) 0.3630(2) 0.0758(11) Uani 1 1 d . . . H14A H -0.1663 -0.2126 0.4000 0.114 Uiso 1 1 calc R . . H14B H -0.1297 -0.3035 0.3228 0.114 Uiso 1 1 calc R . . H14C H -0.1211 -0.0747 0.3380 0.114 Uiso 1 1 calc R . . O15 O 0.24322(16) 0.6388(3) 0.29906(12) 0.0444(5) Uani 1 1 d . . . H15A H 0.240(2) 0.694(5) 0.2497(19) 0.067 Uiso 1 1 d . . . H15B H 0.250(2) 0.733(5) 0.332(2) 0.067 Uiso 1 1 d . . . C16 C 0.2176(2) 0.4574(4) 0.08875(16) 0.0386(7) Uani 1 1 d . . . H16A H 0.2440 0.4097 0.1423 0.046 Uiso 1 1 calc R . . H16B H 0.2489 0.3758 0.0508 0.046 Uiso 1 1 calc R . . C17 C 0.0971(2) 0.4420(4) 0.07297(17) 0.0465(8) Uani 1 1 d . . . H17A H 0.0714 0.4746 0.0174 0.056 Uiso 1 1 calc R . . H17B H 0.0752 0.3074 0.0825 0.056 Uiso 1 1 calc R . . C18 C 0.0491(2) 0.5782(4) 0.12565(16) 0.0425(7) Uani 1 1 d . . . C19 C 0.0913(2) 0.7840(4) 0.12502(17) 0.0451(7) Uani 1 1 d . . . H19A H 0.0666 0.8439 0.0733 0.054 Uiso 1 1 calc R . . H19B H 0.0628 0.8613 0.1656 0.054 Uiso 1 1 calc R . . N20 N 0.20828(16) 0.7883(3) 0.14033(12) 0.0332(5) Uani 1 1 d . . . C21 C 0.2464(2) 0.9898(4) 0.13847(16) 0.0394(7) Uani 1 1 d . . . H21A H 0.2077 1.0720 0.1719 0.047 Uiso 1 1 calc R . . H21B H 0.2317 1.0399 0.0841 0.047 Uiso 1 1 calc R . . C22 C 0.3650(2) 1.0025(4) 0.16764(15) 0.0390(7) Uani 1 1 d . . . H22A H 0.3918 1.1320 0.1554 0.047 Uiso 1 1 calc R . . H22B H 0.3785 0.9845 0.2253 0.047 Uiso 1 1 calc R . . C22A C 0.4216(2) 0.8485(4) 0.12855(13) 0.0333(6) Uani 1 1 d . . . C22B C 0.5313(2) 0.8254(4) 0.12035(13) 0.0334(6) Uani 1 1 d . . . C23 C 0.6239(2) 0.9316(5) 0.14511(15) 0.0462(8) Uani 1 1 d . . . H23 H 0.6211 1.0479 0.1743 0.055 Uiso 1 1 calc R . . C24 C 0.7189(2) 0.8653(5) 0.12663(16) 0.0526(9) Uani 1 1 d . . . H24 H 0.7817 0.9374 0.1431 0.063 Uiso 1 1 calc R . . C25 C 0.7247(2) 0.6938(5) 0.08409(16) 0.0538(9) Uani 1 1 d . . . H25 H 0.7916 0.6500 0.0732 0.065 Uiso 1 1 calc R . . C26 C 0.6346(2) 0.5866(5) 0.05754(15) 0.0464(8) Uani 1 1 d . . . H26 H 0.6383 0.4713 0.0279 0.056 Uiso 1 1 calc R . . C26A C 0.5386(2) 0.6540(4) 0.07595(14) 0.0372(7) Uani 1 1 d . . . N27 N 0.43772(18) 0.5784(3) 0.05850(13) 0.0386(6) Uani 1 1 d . . . H27 H 0.420(2) 0.491(5) 0.0279(17) 0.058 Uiso 1 1 d . . . C27A C 0.3679(2) 0.6977(4) 0.09061(14) 0.0313(6) Uani 1 1 d . . . C27B C 0.25116(19) 0.6674(4) 0.08098(14) 0.0320(6) Uani 1 1 d . . . H27B H 0.2200 0.7147 0.0276 0.038 Uiso 1 1 calc R . . C28 C -0.0219(2) 0.5299(5) 0.17131(19) 0.0591(9) Uani 1 1 d . . . H28 H -0.0435 0.6298 0.2035 0.071 Uiso 1 1 calc R . . C29 C -0.0721(3) 0.3336(6) 0.1776(2) 0.0814(12) Uani 1 1 d . . . H29A H -0.0475 0.2445 0.1398 0.122 Uiso 1 1 calc R . . H29B H -0.1493 0.3458 0.1663 0.122 Uiso 1 1 calc R . . H29C H -0.0520 0.2828 0.2309 0.122 Uiso 1 1 calc R . .