data_CRYSTALS_cif _publ_requested_journal 'Section E' _publ_contact_author_name 'Robert D. Long' _publ_contact_author_address ; Eastern New Mexico University Dept. of Physical Sciences Station 33 Roosevelt Hall Portales, NM 88130 ; _publ_contact_author_email robert.long@enmu.edu _publ_contact_author_phone 505-562-2496 _publ_contact_author_fax 505-562-2192 loop_ _publ_author_name _publ_author_address 'Long, Robert D.' ; Eastern New Mexico University Dept. of Physical Sciences Station 33 Roosevelt Hall Portales, NM 88130 ; _audit_creation_date 04-08-11 _audit_creation_method CRYSTALS_ver_12.39 _oxford_structure_analysis_title 'Sodium Morpholinomethanesulfonate' _chemical_name_systematic 'Sodium Morpholinomethanesulfonate' _chemical_melting_point 'Not measured' _cell_length_a 11.0884(10) _cell_length_b 7.3529(9) _cell_length_c 10.3794(14) _cell_angle_alpha 90 _cell_angle_beta 105.071(10) _cell_angle_gamma 90 _cell_volume 817.14(17) _cell_measurement_temperature 100.1500 _cell_measurement_reflns_used 5200 _cell_measurement_theta_min 6.79 _cell_measurement_theta_max 68.25 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Na 0.1353 0.1239 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240 0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C5 H10 N1 Na1 O4 S1 # Dc = 1.65 Fooo = 424.00 Mu = 38.94 M = 203.19 # Found Formula = C5 H10 N1 Na1 O4 S1 # Dc = 1.65 FOOO = 424.00 Mu = 38.94 M = 203.19 _chemical_formula_sum 'C5 H10 N1 Na1 O4 S1' _chemical_formula_moiety 'C5 H10 N1 Na1 O4 S1' _chemical_compound_source 'Synthesized by Author' _chemical_formula_weight 203.19 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_max 0.42 _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_meas 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 3.894 # Sheldrick geometric approximatio 0.60 0.19 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.2761 _diffrn_ambient_temperature 100. _diffrn_source_power 1.5000 _diffrn_source_voltage 50.0000 _diffrn_source_current 30.0000 _diffrn_radiation_source 'Sealed Tube' _diffrn_radiation_detector 'Rigaku curved image plate' _diffrn_measurement_device ; RAXIS RAPID ; _diffrn_measurement_device_type 'Rigaku Rapid' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w/2\q _diffrn_detector_area_resol_mean 10.0000 _diffrn_reflns_number 5927 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/detI 0.0806 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_measurement_details ; scan: Number of images: 30 Slice: 20.0000 - 170.0000 Image width: 5.0000 Exp time: 60.0000 Rotation axis: Omega Omega: 0.0000 Chi: 0.0000 Phi: 0.0000 XTD: 127.4000 2theta: -0.0404 scan: Number of images: 42 Slice: 20.0000 - 230.0000 Image width: 5.0000 Exp time: 60.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 180.0000 XTD: 127.4000 2theta: -0.0404 scan: Number of images: 41 Slice: 20.0000 - 225.0000 Image width: 5.0000 Exp time: 60.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 0.0000 XTD: 127.4000 2theta: -0.0404 ; _diffrn_measurement_device_details ; Crystal Goniometer ; _diffrn_orient_matrix_UB_11 0.0244 _diffrn_orient_matrix_UB_12 0.0189 _diffrn_orient_matrix_UB_13 0.0881 _diffrn_orient_matrix_UB_21 0.0395 _diffrn_orient_matrix_UB_22 -0.1290 _diffrn_orient_matrix_UB_23 0.0167 _diffrn_orient_matrix_UB_31 0.0954 _diffrn_orient_matrix_UB_32 0.0285 _diffrn_orient_matrix_UB_33 -0.0053 _diffrn_orient_matrix_type d*Trek _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al 1996)' _reflns_number_total 1403 # Number of reflections with Friedels Law is 1403 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 1496 _diffrn_reflns_theta_min 7.307 _diffrn_reflns_theta_max 68.223 _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 43.663 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 8 _reflns_limit_l_min 0 _reflns_limit_l_max 12 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.38 _refine_diff_density_max 0.22 _refine_ls_number_reflns 1097 _refine_ls_number_restraints 0 _refine_ls_number_parameters 139 #_refine_ls_R_factor_ref 0.0266 _refine_ls_wR_factor_ref 0.0303 _refine_ls_goodness_of_fit_ref 1.0282 #_reflns_number_all 1397 _refine_ls_R_factor_all 0.0318 _refine_ls_wR_factor_all 0.0344 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 1097 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_gt 0.0303 _refine_ls_shift/su_max 0.000520 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment refxyz # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.77 0.366 0.715 ; # Check this file using the IUCr facility at: # http://journals.iucr.org/services/cif/checking/checkfull.html # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. # start Validation Reply Form _vrf_PLAT027_CRYSTALS_cif ; PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 43.66 Deg. RESPONSE: 'Crystal structure was obtained at UCSD during a workshop - X-ray Crystallography for Organic Chemists - Aug 2004. Instrument used was a Rigaku demo instrument and time available for data collection was limited. Additional factors were that this material is difficult to recrystallize and only a small, somewhat irregular, crystal was available for study. Structure is interesting due to possible intermolecular weak H-bond from morpholine ring O-C-H to adjacent morpholine O.' ; _vrf_PLAT222_CRYSTALS_cif ; PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.63 Ratio RESPONSE: ... ; # end Validation Reply Form _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica E. ; _publ_section_title # Title of paper ; Crystal Stucture of Sodium Morpholinomethanesulfonate ; loop_ _publ_author_footnote ; ' ' # Footnote for author 1 ; _publ_section_abstract # Text of the abstract ; ? ; _publ_section_comment # Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined data collection reference User defined data reduction User defined cell refinement Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of Gottingen, Federal Republic of Germany. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens S1 S 0.09488(4) 0.25305(6) 0.50132(4) 0.0069 1.0000 Uani . . . . . . Na1 Na -0.02211(7) 0.46129(10) 0.25352(7) 0.0097 1.0000 Uani . . . . . . O1 O -0.01011(12) 0.18577(19) 0.39430(13) 0.0087 1.0000 Uani . . . . . . O2 O 0.06286(13) 0.27398(19) 0.62850(13) 0.0114 1.0000 Uani . . . . . . O3 O 0.14870(12) 0.41550(18) 0.45899(14) 0.0114 1.0000 Uani . . . . . . O4 O 0.42365(13) -0.1651(2) 0.30473(15) 0.0162 1.0000 Uani . . . . . . N1 N 0.23896(14) -0.0049(2) 0.41967(16) 0.0077 1.0000 Uani . . . . . . C1 C 0.21055(17) 0.0775(3) 0.53655(19) 0.0084 1.0000 Uani . . . . . . C2 C 0.29357(19) -0.1864(3) 0.4601(2) 0.0116 1.0000 Uani . . . . . . C3 C 0.3336(2) -0.2736(3) 0.3461(2) 0.0167 1.0000 Uani . . . . . . C4 C 0.33049(18) 0.1066(3) 0.3727(2) 0.0113 1.0000 Uani . . . . . . C5 C 0.37054(19) 0.0093(3) 0.2621(2) 0.0140 1.0000 Uani . . . . . . H1 H 0.176(2) -0.019(3) 0.580(2) 0.0124 1.0000 Uiso . . . . . . H2 H 0.286(2) 0.130(3) 0.599(2) 0.0160 1.0000 Uiso . . . . . . H3 H 0.292(2) 0.222(3) 0.340(2) 0.0071 1.0000 Uiso . . . . . . H4 H 0.406(2) 0.131(3) 0.448(2) 0.0056 1.0000 Uiso . . . . . . H5 H 0.433(2) 0.078(3) 0.236(2) 0.0162 1.0000 Uiso . . . . . . H6 H 0.370(2) -0.390(4) 0.373(2) 0.0147 1.0000 Uiso . . . . . . H7 H 0.365(2) -0.177(3) 0.540(2) 0.0099 1.0000 Uiso . . . . . . H8 H 0.299(2) -0.008(3) 0.186(2) 0.0134 1.0000 Uiso . . . . . . H9 H 0.258(2) -0.295(3) 0.268(3) 0.0197 1.0000 Uiso . . . . . . H10 H 0.232(2) -0.256(3) 0.483(2) 0.0035 1.0000 Uiso . . . . . . 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 S1 0.0091(2) 0.0064(3) 0.0054(2) -0.00024(18) 0.00215(17) 0.00065(17) Na1 0.0116(4) 0.0098(4) 0.0078(4) 0.0018(3) 0.0026(3) 0.0012(3) O1 0.0084(6) 0.0096(7) 0.0075(7) -0.0002(5) 0.0011(5) 0.0005(5) O2 0.0172(7) 0.0118(8) 0.0067(7) -0.0011(5) 0.0057(6) 0.0029(6) O3 0.0137(6) 0.0075(7) 0.0126(8) 0.0011(5) 0.0028(6) -0.0016(6) O4 0.0146(7) 0.0186(8) 0.0176(8) 0.0005(6) 0.0077(6) 0.0062(6) N1 0.0087(7) 0.0076(9) 0.0082(8) 0.0004(6) 0.0044(6) 0.0005(6) C1 0.0097(9) 0.0095(11) 0.0065(10) 0.0003(7) 0.0029(8) 0.0017(7) C2 0.0132(10) 0.0092(11) 0.0131(11) 0.0016(8) 0.0050(8) 0.0020(8) C3 0.0197(10) 0.0120(12) 0.0200(12) -0.0018(9) 0.0081(9) 0.0024(9) C4 0.0100(9) 0.0127(11) 0.0122(11) 0.0014(8) 0.0048(8) -0.0016(9) C5 0.0122(9) 0.0175(12) 0.0141(11) 0.0030(9) 0.0066(9) 0.0032(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 2.123(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 . O1 . 1.4702(14) yes S1 . O2 . 1.4616(14) yes S1 . O3 . 1.4534(14) yes S1 . C1 . 1.789(2) yes O4 . C3 . 1.429(3) yes O4 . C5 . 1.432(3) yes N1 . C1 . 1.462(2) yes N1 . C2 . 1.480(3) yes N1 . C4 . 1.483(2) yes C1 . H1 . 0.97(2) no C1 . H2 . 0.99(2) no C2 . C3 . 1.511(3) yes C2 . H7 . 0.99(2) no C2 . H10 . 0.94(2) no C3 . H6 . 0.96(3) no C3 . H9 . 1.01(3) no C4 . C5 . 1.514(3) yes C4 . H3 . 0.97(2) no C4 . H4 . 1.00(2) no C5 . H5 . 0.95(2) no C5 . H8 . 0.97(2) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . S1 . O2 . 112.78(8) yes O1 . S1 . O3 . 110.78(8) yes O2 . S1 . O3 . 113.69(8) yes O1 . S1 . C1 . 107.24(9) yes O2 . S1 . C1 . 102.77(9) yes O3 . S1 . C1 . 109.02(9) yes C3 . O4 . C5 . 109.25(15) yes C1 . N1 . C2 . 107.40(15) yes C1 . N1 . C4 . 110.94(16) yes C2 . N1 . C4 . 109.11(15) yes N1 . C1 . S1 . 115.29(14) yes N1 . C1 . H1 . 106.3(14) no S1 . C1 . H1 . 106.0(13) no N1 . C1 . H2 . 112.2(14) no S1 . C1 . H2 . 106.9(14) no H1 . C1 . H2 . 110.0(19) no N1 . C2 . C3 . 110.04(17) yes N1 . C2 . H7 . 110.6(13) no C3 . C2 . H7 . 110.7(13) no N1 . C2 . H10 . 107.1(13) no C3 . C2 . H10 . 110.7(13) no H7 . C2 . H10 . 107.7(18) no C2 . C3 . O4 . 111.63(18) yes C2 . C3 . H6 . 109.7(15) no O4 . C3 . H6 . 108.1(14) no C2 . C3 . H9 . 109.9(14) no O4 . C3 . H9 . 110.2(14) no H6 . C3 . H9 . 107.2(20) no N1 . C4 . C5 . 110.43(17) yes N1 . C4 . H3 . 109.1(13) no C5 . C4 . H3 . 109.5(13) no N1 . C4 . H4 . 110.4(12) no C5 . C4 . H4 . 108.9(12) no H3 . C4 . H4 . 108.5(18) no C4 . C5 . O4 . 111.53(17) yes C4 . C5 . H5 . 110.1(15) no O4 . C5 . H5 . 106.9(15) no C4 . C5 . H8 . 110.1(13) no O4 . C5 . H8 . 108.3(14) no H5 . C5 . H8 . 109.9(19) no