#------------------------------------------------------------------------------ #$Date: 2019-12-17 21:29:21 +0000 (Tue, 17 Dec 2019) $ #$Revision: 245267 $ #$URL: svn://www.crystallography.net/cod/cif/3/50/00/3500084.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_3500084 loop_ _publ_author_name 'Thierry Maris' _journal_name_full 'Personal communication to COD' _journal_year 2019 _chemical_formula_moiety 'C28 H60 N, Br' _chemical_formula_sum 'C28 H60 Br N' _chemical_formula_weight 490.68 _space_group_crystal_system orthorhombic _space_group_IT_number 41 _space_group_name_Hall 'A 2 -2ab' _space_group_name_H-M_alt 'A e a 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2013-05-10 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.7870(5) _cell_length_b 9.7825(5) _cell_length_c 31.3951(18) _cell_measurement_reflns_used 7408 _cell_measurement_temperature 150 _cell_measurement_theta_max 67.515 _cell_measurement_theta_min 2.815 _cell_volume 3005.8(3) _computing_cell_refinement ; SAINT (2013) V8.30C; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_collection ; SAINT (2013) V8.30C; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2013) V8.30C; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _diffrn_ambient_temperature 150 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 8.3 _diffrn_detector_type 'Bruker Platinum 135 CCD Area Detector' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker Microstar X8' _diffrn_measurement_method '\w scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0782 _diffrn_reflns_av_unetI/netI 0.0418 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 24335 _diffrn_reflns_point_group_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 69.992 _diffrn_reflns_theta_min 2.815 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_target Cu _diffrn_source_type 'Bruker Microstar/FR591 generator' _exptl_absorpt_coefficient_mu 1.934 _exptl_absorpt_correction_T_max 0.7533 _exptl_absorpt_correction_T_min 0.5770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1088 before and 0.0862 after correction. The Ratio of minimum to maximum transmission is 0.7660. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.084 _exptl_crystal_description Platelet _exptl_crystal_F_000 1080 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equipped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 110.0 degree scan in 110 frames over three different parts of the reciprocal space ; _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. ; _refine_diff_density_max 0.274 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.045 _refine_ls_abs_structure_details ; Flack x determined using 1330 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack 0.02(4) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 139 _refine_ls_number_reflns 2820 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.059 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0353 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0687P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0846 _refine_ls_wR_factor_ref 0.0849 _refine_special_details ; ? ; _reflns_Friedel_coverage 0.941 _reflns_Friedel_fraction_full 0.981 _reflns_Friedel_fraction_max 0.979 _reflns_number_gt 2776 _reflns_number_total 2820 _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)' _cod_data_source_file c7nbr.cif _cod_data_source_block c7nbr _cod_depositor_comments ; The following automatic conversions were performed: data item '_diffrn_radiation_probe' value 'X-ray' was changed to 'x-ray' in accordance with the built-in table derived from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated on 2014-11-21. Automatic conversion script Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas ; _cod_original_sg_symbol_Hall 'A 2 -2ac' _cod_original_sg_symbol_H-M 'A b a 2' _cod_database_code 3500084 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B) 2.b Idealised Me refined as rotating group: C7(H7A,H7B,H7C), C14(H14A,H14B,H14C) ; _shelx_estimated_absorpt_t_max 0.910 _shelx_estimated_absorpt_t_min 0.815 _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. ; _shelxl_version_number 2013-3 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1' 'x+1/2, -y+1/2, z+1' 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 Br1 Br 0.5000 0.5000 0.52739(5) 0.03801(16) Uani 1 2 d S T P . . N1 N 0.5000 0.0000 0.5275(3) 0.0287(6) Uani 1 2 d S T P . . C1 C 0.56696(14) 0.11020(13) 0.55491(5) 0.0376(3) Uani 1 1 d . . . . . H1A H 0.6147 0.1751 0.5359 0.045 Uiso 1 1 calc R U . . . H1B H 0.4940 0.1616 0.5698 0.045 Uiso 1 1 calc R U . . . C2 C 0.66589(15) 0.06051(17) 0.58719(6) 0.0443(4) Uani 1 1 d . . . . . H2A H 0.7408 0.0106 0.5728 0.053 Uiso 1 1 calc R U . . . H2B H 0.6195 -0.0038 0.6068 0.053 Uiso 1 1 calc R U . . . C3 C 0.72537(17) 0.18014(18) 0.61275(6) 0.0454(4) Uani 1 1 d . . . . . H3A H 0.7727 0.2434 0.5930 0.054 Uiso 1 1 calc R U . . . H3B H 0.6498 0.2310 0.6264 0.054 Uiso 1 1 calc R U . . . C4 C 0.82468(19) 0.13346(17) 0.64656(7) 0.0493(4) Uani 1 1 d . . . . . H4A H 0.9030 0.0884 0.6324 0.059 Uiso 1 1 calc R U . . . H4B H 0.7789 0.0639 0.6645 0.059 Uiso 1 1 calc R U . . . C5 C 0.87990(18) 0.24634(17) 0.67563(6) 0.0476(4) Uani 1 1 d . . . . . H5A H 0.9281 0.3150 0.6580 0.057 Uiso 1 1 calc R U . . . H5B H 0.8020 0.2927 0.6896 0.057 Uiso 1 1 calc R U . . . C6 C 0.9773(3) 0.1943(4) 0.70979(11) 0.0461(6) Uani 1 1 d . . . . . H6A H 0.9306 0.1236 0.7270 0.055 Uiso 1 1 calc R U . . . H6B H 1.0574 0.1512 0.6960 0.055 Uiso 1 1 calc R U . . . C7 C 1.0256(4) 0.3079(4) 0.73875(13) 0.0624(8) Uani 1 1 d . . . . . H7A H 1.0857 0.3696 0.7228 0.094 Uiso 1 1 calc R U . . . H7B H 1.0759 0.2687 0.7628 0.094 Uiso 1 1 calc R U . . . H7C H 0.9465 0.3590 0.7494 0.094 Uiso 1 1 calc R U . . . C8 C 0.38988(14) 0.06691(15) 0.49996(5) 0.0362(3) Uani 1 1 d . . . . . H8A H 0.3383 -0.0064 0.4853 0.043 Uiso 1 1 calc R U . . . H8B H 0.3251 0.1148 0.5190 0.043 Uiso 1 1 calc R U . . . C9 C 0.43744(16) 0.16521(15) 0.46747(6) 0.0426(4) Uani 1 1 d . . . . . H9A H 0.5005 0.1182 0.4476 0.051 Uiso 1 1 calc R U . . . H9B H 0.4888 0.2396 0.4816 0.051 Uiso 1 1 calc R U . . . C10 C 0.32079(18) 0.22583(17) 0.44254(6) 0.0436(4) Uani 1 1 d . . . . . H10A H 0.2595 0.2748 0.4625 0.052 Uiso 1 1 calc R U . . . H10B H 0.2676 0.1507 0.4295 0.052 Uiso 1 1 calc R U . . . C11 C 0.3654(2) 0.32440(18) 0.40760(6) 0.0473(4) Uani 1 1 d . . . . . H11A H 0.4108 0.4035 0.4212 0.057 Uiso 1 1 calc R U . . . H11B H 0.4345 0.2778 0.3897 0.057 Uiso 1 1 calc R U . . . C12 C 0.25459(18) 0.37761(17) 0.37888(6) 0.0461(4) Uani 1 1 d . . . . . H12A H 0.1856 0.4258 0.3964 0.055 Uiso 1 1 calc R U . . . H12B H 0.2087 0.2992 0.3650 0.055 Uiso 1 1 calc R U . . . C13 C 0.3070(4) 0.4756(3) 0.34433(10) 0.0475(6) Uani 1 1 d . . . . . H13A H 0.3477 0.5571 0.3580 0.057 Uiso 1 1 calc R U . . . H13B H 0.3794 0.4296 0.3276 0.057 Uiso 1 1 calc R U . . . C14 C 0.1947(6) 0.5196(4) 0.31506(15) 0.0696(10) Uani 1 1 d . . . . . H14A H 0.2339 0.5679 0.2906 0.104 Uiso 1 1 calc R U . . . H14B H 0.1323 0.5808 0.3303 0.104 Uiso 1 1 calc R U . . . H14C H 0.1444 0.4391 0.3051 0.104 Uiso 1 1 calc R U . . . 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 Br1 0.0257(2) 0.0297(2) 0.0587(2) 0.000 0.000 0.00170(5) N1 0.0148(14) 0.0225(15) 0.0487(13) 0.000 0.000 0.0050(4) C1 0.0249(7) 0.0257(7) 0.0621(9) -0.0022(6) 0.0011(5) -0.0006(5) C2 0.0223(7) 0.0345(10) 0.0760(10) -0.0015(7) -0.0077(7) -0.0034(6) C3 0.0328(9) 0.0340(8) 0.0694(10) -0.0005(6) -0.0027(7) -0.0075(6) C4 0.0370(9) 0.0365(8) 0.0743(9) -0.0028(8) -0.0081(8) -0.0006(6) C5 0.0393(9) 0.0373(8) 0.0664(11) -0.0005(7) -0.0024(7) -0.0055(7) C6 0.0563(11) 0.0337(13) 0.0482(12) 0.0012(9) 0.0010(11) -0.0086(12) C7 0.0742(13) 0.0432(16) 0.0699(17) -0.0101(12) -0.0179(16) 0.0070(16) C8 0.0176(6) 0.0310(7) 0.0601(8) 0.0005(5) -0.0024(6) 0.0069(5) C9 0.0322(9) 0.0297(7) 0.0658(9) 0.0058(6) -0.0005(6) 0.0029(6) C10 0.0356(8) 0.0294(7) 0.0659(10) 0.0020(7) 0.0008(7) 0.0106(6) C11 0.0425(9) 0.0341(8) 0.0654(10) 0.0037(7) -0.0058(7) -0.0019(7) C12 0.0357(9) 0.0410(8) 0.0615(8) 0.0019(7) 0.0016(6) 0.0027(7) C13 0.0272(12) 0.0687(10) 0.0464(11) 0.0041(12) 0.0019(8) 0.0040(12) C14 0.051(2) 0.0984(18) 0.0597(17) 0.0142(14) -0.0119(14) 0.0093(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 N1 C1 111.4(7) 2_655 . C1 N1 C8 108.60(8) . . C1 N1 C8 108.56(8) 2_655 . C1 N1 C8 108.60(8) 2_655 2_655 C1 N1 C8 108.56(8) . 2_655 C8 N1 C8 111.1(7) 2_655 . C2 C1 N1 115.7(2) . . C1 C2 C3 110.80(13) . . C4 C3 C2 112.42(14) . . C3 C4 C5 115.35(13) . . C6 C5 C4 113.55(18) . . C7 C6 C5 111.9(3) . . C9 C8 N1 116.5(2) . . C8 C9 C10 112.11(13) . . C9 C10 C11 113.96(15) . . C12 C11 C10 116.37(15) . . C11 C12 C13 113.51(19) . . C14 C13 C12 111.6(3) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 N1 C1 1.527(6) . N1 C1 1.527(6) 2_655 N1 C8 1.529(6) . N1 C8 1.529(6) 2_655 C1 C2 1.483(2) . C2 C3 1.534(2) . C3 C4 1.510(2) . C4 C5 1.531(2) . C5 C6 1.523(4) . C6 C7 1.512(5) . C8 C9 1.477(2) . C9 C10 1.506(2) . C10 C11 1.524(2) . C11 C12 1.503(2) . C12 C13 1.536(4) . C13 C14 1.496(5) . _cod_database_fobs_code 3500084