#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003524.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2003524 loop_ _publ_author_name 'Brouillette, W. J.' 'Gray, G. M.' 'Saeed, A.' _publ_section_title ; Conformationally Defined Cyclohexyl Carnitine Analogs ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1160 _journal_page_last 1164 _journal_paper_doi 10.1107/S0108270194010322 _journal_volume 51 _journal_year 1995 _chemical_compound_source 'Prepared by authors' _chemical_formula_sum 'C10 H20 Cl N O3' _chemical_formula_weight 237.73 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_type_scat_source 'Cromer & Waber (1974)' _cell_angle_alpha 90 _cell_angle_beta 102.38(1) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.418(1) _cell_length_b 15.864(3) _cell_length_c 12.269(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 35 _cell_measurement_theta_min 25 _cell_volume 1220.1(4) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents notaveraged _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2735 _diffrn_reflns_theta_max 74 _diffrn_standards_decay_% -4.0 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 2.73 _exptl_absorpt_correction_T_max 0.999 _exptl_absorpt_correction_T_min 0.872 _exptl_absorpt_correction_type empirical _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.293 _exptl_crystal_description 'Needle cut into block' _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.32 _refine_diff_density_max 0.251 _refine_diff_density_min -0.301 _refine_ls_extinction_coef 1.5(3)E-6 _refine_ls_extinction_method 'Zachariasen (1963)' _refine_ls_goodness_of_fit_obs 2.172 _refine_ls_hydrogen_treatment 'refxyz (O-H 0.81-0.87; C-H 0.85-1.05\%A)' _refine_ls_number_parameters 195 _refine_ls_number_reflns 1981 _refine_ls_R_factor_obs 0.0507 _refine_ls_shift/esd_max 0.02 _refine_ls_structure_factor_coef F _refine_ls_weighting_details w=1/\s^2^(F~o~) _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0712 _reflns_number_observed 1981 _reflns_number_total 2665 _reflns_observed_criterion I>=3\s(I) _cod_data_source_file bk1049.cif _cod_data_source_block 2 _cod_depositor_comments ; Adding the _atom_site_type_symbol data item to prevent confusion between hydrogen and holmium. Andrius Merkys 2013-10-15 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w=1/\s^2^(F~o~)' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/\s^2^(F~o~)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1220.2(6) _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C10 H20 Cl1 N1 O3' _cod_database_code 2003524 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2+z -x,-y,-z 1/2-x,1/2+y,1/2-z loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv Cl Cl .1149(1) .17031(5) .27404(7) 4.45(2) O O1 -.4738(4) .0785(2) .3517(3) 6.41(7) O O2 -.5833(4) -.0332(2) .2520(3) 6.85(7) O O3 -.1754(4) .0226(1) .1510(2) 4.35(5) N N1 -.1685(4) -.1512(2) .0711(2) 3.28(5) C C1 -.2087(4) -.0190(2) .3360(2) 3.48(5) C C2 -.1299(4) -.0438(2) .2307(2) 3.13(5) C C3 -.2248(4) -.1281(2) .1836(2) 2.98(5) C C4 -.1569(5) -.1958(2) .2726(3) 3.96(6) C C5 -.2450(6) -.1735(2) .3756(3) 4.60(7) C C6 -.1636(5) -.0888(2) .4237(2) 4.28(7) C C7 -.4432(5) .0061(2) .3069(3) 3.83(6) C C8 -.3112(6) -.1023(2) -.0210(3) 4.93(8) C C9 -.2070(6) -.2431(2) .0458(3) 5.12(8) C C10 .0591(5) -.1335(2) .0693(3) 4.65(7) H H1 -.122(5) .034(2) .368(3) 4.8 H H2 .036(5) -.058(2) .254(2) 4.3 H H3 -.377(4) -.126(2) .169(2) 4.0 H H4 .005(5) -.197(2) .294(3) 5.3 H H4' -.214(5) -.247(2) .246(3) 5.3 H H5 -.408(5) -.172(2) .355(3) 6.3 H H5' -.189(5) -.221(2) .434(3) 6.3 H H6 -.232(5) -.072(2) .478(3) 5.7 H H6' -.007(5) -.093(2) .446(3) 5.7 H H8 -.277(5) -.118(2) -.081(3) 6.4 H H8' -.459(5) -.125(2) -.027(3) 6.4 H H8" -.295(5) -.043(2) -.002(3) 6.4 H H9 -.185(6) -.250(2) -.022(3) 6.9 H H9' -.097(6) -.278(2) .096(3) 6.9 H H9" -.353(5) -.255(2) .050(3) 6.9 H H10 .082(5) -.157(2) -.002(3) 6.3 H H10' .088(5) -.073(2) .076(3) 6.3 H H10" .151(6) -.164(2) .125(3) 6.3 H HO1 -.602(7) .080(3) .338(4) 10 H HO3 -.107(5) .068(2) .177(3) 5.8 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C3 N1 C8 109.0(2) yes C3 N1 C9 110.9(2) yes C3 N1 C10 112.7(2) yes C2 C1 C6 111.0(2) yes C2 C1 C7 110.9(2) yes C6 C1 C7 112.5(3) yes O3 C2 C1 109.3(2) yes O3 C2 C3 112.4(2) yes C1 C2 C3 111.4(2) yes N1 C3 C2 113.2(2) yes N1 C3 C4 112.7(2) yes O1 C7 O2 122.7(3) yes O1 C7 C1 111.2(2) yes O2 C7 C1 126.2(3) yes C2 C3 C4 108.4(2) yes C3 C4 C5 109.1(3) yes C4 C5 C6 111.6(3) yes C1 C6 C5 111.8(2) yes C8 N1 C9 107.4(2) no C8 N1 C10 109.3(2) no C9 N1 C10 107.4(3) no C7 O1 HO1 100(3) no C2 O3 HO3 110(2) no C2 C1 H1 106(2) no C7 C1 H1 108(2) no O3 C2 H2 113(2) no C1 C2 H2 108(2) no C3 C2 H2 102(2) no N1 C8 H8 106(2) no N1 C8 H8' 106(2) no N1 C8 H8" 108(2) no N1 C9 H9 106(2) no N1 C9 H9' 110(2) no N1 C3 H3 106(2) no C2 C3 H3 111(2) no C4 C3 H3 106(2) no C3 C4 H4 108(2) no C3 C4 H4' 110(2) no C5 C4 H4 109(2) no C5 C4 H4' 108(2) no C4 C5 H5 110(2) no C4 C5 H5' 105(2) no C6 C5 H5 109(2) no C6 C5 H5' 109(2) no C1 C6 H6 105(2) no C1 C6 H6' 106(2) no C5 C6 H6 111(2) no C5 C6 H6' 108(2) no N1 C9 H9" 107(2) no N1 C10 H10 106(2) no N1 C10 H10' 111(2) no N1 C10 H10" 111(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.306(4) yes O2 C7 1.180(4) yes O3 C2 1.426(3) yes N1 C3 1.545(4) yes N1 C8 1.508(4) yes N1 C9 1.499(4) yes N1 C10 1.493(4) yes C1 C2 1.537(4) yes C1 C6 1.527(4) yes C1 C7 1.523(4) yes C2 C3 1.530(4) yes C3 C4 1.528(4) yes C4 C5 1.532(6) yes C5 C6 1.515(4) yes O1 HO1 0.81(4) no O3 HO3 0.87(3) no C1 H1 1.04(3) no C2 H2 1.06(3) no C3 H3 0.96(3) no C4 H4 1.01(3) no C4 H4' 0.93(3) no C5 H5 1.02(3) no C5 H5' 1.05(3) no C6 H6 0.92(4) no C6 H6' 0.98(3) no C8 H8 0.85(4) no C8 H8' 1.00(3) no C8 H8" 0.97(4) no C9 H9 0.89(4) no C9 H9' 1.00(3) no C9 H9" 0.97(4) no C10 H10 1.00(4) no C10 H10' 0.98(3) no C10 H10" 0.93(3) no 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_publ_flag C6 C1 C2 C3 55.0(3) yes C7 C1 C2 O3 53.9(3) yes C7 C1 C2 C3 -70.9(3) yes C2 C1 C6 C5 -51.4(3) yes C2 C1 C7 O2 50.7(4) yes O3 C2 C3 N1 51.0(3) yes C1 C2 C3 N1 174.1(2) yes C1 C2 C3 C4 -60.1(3) yes C2 C3 C4 C5 61.4(3) yes C3 C4 C5 C6 -59.5(3) yes C4 C5 C6 C1 54.4(4) yes C8 N1 C3 C2 -78.9(3) no C8 N1 C3 C4 157.6(3) no C9 N1 C3 C2 163.0(2) no C9 N1 C3 C4 39.6(3) no C10 N1 C3 C2 42.7(3) no C10 N1 C3 C4 -80.8(3) no C6 C1 C2 O3 179.8(2) no C7 C1 C6 C5 73.5(3) no C2 C1 C7 O1 -129.7(3) no C6 C1 C7 O1 105.2(3) no C6 C1 C7 O2 -74.4(4) no O3 C2 C3 C4 176.8(2) no N1 C3 C4 C5 -172.5(2) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054311