Supplementary Material for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _publ_contact_author_name 'Ben Feringa' _publ_contact_author_address ; Organic and Molecular Inorganic Chemistry University of Groningen Groningen 9747AG NETHERLANDS ; loop_ _publ_author_name B.Feringa 'de Vries,Johannes G.' 'Robert M. Haak' 'Dick B. Janssen' 'Adriaan J. Minnaard' 'Chiara Tatabiono' _publ_section_title ; Synthesis of Enantiopure Chloroalcohols by Enzymatic Kinetic Resolution ; _publ_contact_letter # Include date of submission ; Date of submission : 2006-04-27 07:34:18 Consider this CIF submission for deposition of the X-ray structure of a manuscript which will probably be submitted to : Organic Letters (Our Compound_Identification_Code : Q1080) ; # Publication choise FI, CI or EI for Inorganic # FM, CM or EM for Metal-organic # FO, CO or EO for Organic _publ_requested_category ? _publ_requested_coeditor_name ? #=============================================================================== # 3. TITLE AND AUTHOR LIST data_Q1080 _database_code_depnum_ccdc_archive 'CCDC 605888' #============================================================================== # 0. AUDIT DETAILS _audit_creation_date '2006-02-01 08:24:18' _audit_creation_method ; PLATON option (version :: 300106) SHELXL97-2 & Manual Editing ; _audit_update_record ; ? ; _publ_section_title_footnote ; ? ; #=============================================================================== # 4. TEXT _publ_section_synopsis ; ? ; _publ_section_abstract ; ? ; # Insert blank lines between paragraphs _publ_section_comment ; ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; The asymmetric unit consists of one molecule of the title compound; the molecules are linked into an infinite one-dimensional chain by O-H...O intermolecular bonds. The chiral center of C9 showed the S-configuration. ; # Insert blank lines between references _publ_section_references ; Allen, F.H. (2000). Acta Cryst. B58, 380-388. Beurskens, P.T., Beurskens, G., Gelder, R. de, Garc\'ia-Granda, S. Gould, R.O., Israel, & Smits, J.M.M. (1999). The DIRDIF99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. Bondi, A. (1964). J. Phys. Chem. 68, 441-451. Bruker, (2000). SMART, SAINTPLUS and XPREP. Software Reference Manual Bruker AXS Inc. Madison, Wisconsin, USA. Flack, H.D. & Bernardinelli, G. (1999). Acta Cryst. A55, 908-915. Flack, H.D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148. Hahn, T. (1983) Ed. International Tables for Crystallography, Volume A, Space-group symmetry, Kluwer Academic Publishers, Dordrecht, The Netherlands. Le Page, Y. (1987). J. Appl. Cryst. 20, 264-269. Le Page, Y. (1988). J. Appl. Cryst. 21, 983-984. Meetsma, A. (2005). Extended version of the program PLUTO. Groningen University, The Netherlands. (unpublished). Sheldrick, G.M. SHELXL97. Program for Crystal Structure Refinement. University of Gottingen, Germany, 1997. Sheldrick, G.M. SADABS. Version 2.03 Multi-Scan Absorption Correction Program. University of Gottingen, Germany, 2001 Spek, A.L. (1987). Acta Cryst. C43, 1233-1235. Spek, A.L. (1988). J. Appl. Cryst. 21, 578-579. Spek, A.L. (1990). Acta Cryst. A46, C-34. Spek, A.L. (2003). J. Appl. Cryst. 36, 7-13. Wilson, A.J.C. (1992) Ed. International Tables for Crystallography, Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands. ; _publ_section_figure_captions ; Fig. 1. Perspective PLUTO drawing of the moolecule illustrating the configuration and the adopted numbering scheme. Fig. 2. Molecular packing viewed down unit cell axes. Fig. 3. Perspective ORTEP drawing of the title compound. Displacement ellipsoids for non-H are represented at the 50% probability level. The H-atoms are drawn with an arbitrary radius. ; #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H11 Cl O' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C10 H11 Cl O' _chemical_formula_iupac ? _chemical_formula_weight 182.65 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z _cell_length_a 4.9735(7) _cell_length_b 10.531(2) _cell_length_c 17.521(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 917.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 3434 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.44 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 3434 reflections after integration using the SAINT software package (Bruker, 2000). ; _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.363 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2001))' _exptl_absorpt_correction_T_min 0.9098 _exptl_absorpt_correction_T_max 0.9681 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method '\f and \w scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean '4096x4096 / 62x62 (binned 512)' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 7911 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.52 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 2109 _reflns_number_gt 1994 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, Version 5.624, (Bruker, 2001)' _computing_cell_refinement 'SAINTPLUS, Version 6.02A, (Bruker, 2000)' _computing_data_reduction 'XPREP, Version 5.1/NT, (Bruker, 2000)' _computing_structure_solution ; DIRDIF-99 (Beurskens et al., 1999) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2005) PLATON (Spek, 2003) ; _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0301P)^2^+0.2279P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Flack, H.D. & Bernardinelli, G. (1999, 2000) ; _chemical_absolute_configuration ad _refine_ls_abs_structure_Flack 0.01(6) _refine_ls_number_reflns 2109 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0698 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.230 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.043 _vrn_publ_code_squeezed_elec 0.0 _vrn_publ_code_void_volume 0.0 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 8.0 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Cl Cl Uani 0.92114(9) -0.04147(4) -0.03098(2) 1.000 0.0263(1) . . O O Uani 0.8067(3) 0.23205(11) 0.03509(7) 1.000 0.0213(3) . . C1 C Uani 0.1000(4) 0.36388(16) 0.22969(9) 1.000 0.0219(5) . . C2 C Uani -0.0816(4) 0.38140(16) 0.28913(10) 1.000 0.0252(5) . . C3 C Uani -0.0855(4) 0.29944(17) 0.34995(10) 1.000 0.0250(5) . . C4 C Uani 0.0988(4) 0.20058(17) 0.35287(10) 1.000 0.0252(5) . . C5 C Uani 0.2817(4) 0.18317(17) 0.29443(10) 1.000 0.0218(5) . . C6 C Uani 0.2811(3) 0.26325(15) 0.23074(9) 1.000 0.0183(4) . . C7 C Uani 0.4613(3) 0.24410(16) 0.16477(9) 1.000 0.0188(4) . . C8 C Uani 0.6194(3) 0.14516(16) 0.15303(9) 1.000 0.0187(5) . . C9 C Uani 0.7946(3) 0.12461(16) 0.08427(9) 1.000 0.0181(5) . . C10 C Uani 0.6923(3) 0.00791(16) 0.04267(10) 1.000 0.0213(5) . . H1 H Uiso 0.093(5) 0.4194(18) 0.1862(11) 1.000 0.026(5) . . H2 H Uiso -0.197(4) 0.4511(19) 0.2872(10) 1.000 0.025(5) . . H3 H Uiso -0.214(4) 0.3056(18) 0.3870(10) 1.000 0.021(5) . . H4 H Uiso 0.104(5) 0.149(2) 0.3949(12) 1.000 0.039(6) . . H5 H Uiso 0.410(4) 0.1218(18) 0.2967(10) 1.000 0.022(5) . . H7 H Uiso 0.460(4) 0.3098(17) 0.1286(10) 1.000 0.016(4) . . H8 H Uiso 0.626(4) 0.0854(17) 0.1886(10) 1.000 0.020(5) . . H9 H Uiso 0.974(4) 0.1092(17) 0.0995(10) 1.000 0.022(5) . . H10 H Uiso 0.522(4) 0.0270(18) 0.0173(10) 1.000 0.022(5) . . H10' H Uiso 0.676(4) -0.0650(19) 0.0753(11) 1.000 0.023(5) . . H11 H Uiso 0.685(6) 0.246(3) 0.0163(15) 1.000 0.052(9) . . 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 Cl 0.0264(2) 0.0300(2) 0.0225(2) -0.0044(2) 0.0009(2) 0.0031(2) O 0.0194(6) 0.0233(6) 0.0211(6) 0.0056(5) -0.0001(5) 0.0006(5) C1 0.0210(9) 0.0204(8) 0.0244(8) -0.0020(7) -0.0031(7) -0.0006(8) C2 0.0200(8) 0.0243(9) 0.0314(8) -0.0082(7) -0.0029(8) 0.0046(9) C3 0.0179(8) 0.0332(9) 0.0240(8) -0.0090(7) 0.0032(8) -0.0035(8) C4 0.0249(9) 0.0311(9) 0.0196(7) 0.0000(7) -0.0003(8) -0.0025(8) C5 0.0186(9) 0.0246(9) 0.0221(8) -0.0005(7) -0.0015(7) 0.0018(8) C6 0.0144(8) 0.0204(8) 0.0200(7) -0.0035(6) -0.0010(6) -0.0039(7) C7 0.0172(8) 0.0212(8) 0.0181(7) 0.0027(6) -0.0011(6) -0.0039(7) C8 0.0150(9) 0.0227(8) 0.0184(7) 0.0048(6) -0.0004(6) -0.0015(7) C9 0.0109(8) 0.0231(9) 0.0204(8) 0.0026(6) -0.0013(6) 0.0014(7) C10 0.0162(8) 0.0235(8) 0.0241(8) 0.0004(7) 0.0017(7) 0.0009(7) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl C10 1.7975(17) . . yes O C9 1.424(2) . . yes O H11 0.71(3) . . no C1 C6 1.391(2) . . no C1 C2 1.391(3) . . no C2 C3 1.372(2) . . no C3 C4 1.388(3) . . no C4 C5 1.382(3) . . no C5 C6 1.399(2) . . no C6 C7 1.477(2) . . no C7 C8 1.322(2) . . no C8 C9 1.503(2) . . no C9 C10 1.517(2) . . no C1 H1 0.961(19) . . no C2 H2 0.93(2) . . no C3 H3 0.913(19) . . no C4 H4 0.92(2) . . no C5 H5 0.91(2) . . no C7 H7 0.938(18) . . no C8 H8 0.886(18) . . no C9 H9 0.95(2) . . no C10 H10 0.977(19) . . no C10 H10' 0.96(2) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C9 O H11 114(2) . . . no C2 C1 C6 120.78(15) . . . no C1 C2 C3 120.50(17) . . . no C2 C3 C4 119.43(17) . . . no C3 C4 C5 120.46(16) . . . no C4 C5 C6 120.65(17) . . . no C1 C6 C5 118.12(15) . . . no C1 C6 C7 119.13(14) . . . no C5 C6 C7 122.75(15) . . . no C6 C7 C8 126.21(15) . . . no C7 C8 C9 125.70(15) . . . no O C9 C8 113.29(14) . . . yes C8 C9 C10 107.91(13) . . . no O C9 C10 111.55(13) . . . yes Cl C10 C9 111.53(11) . . . yes C2 C1 H1 119.3(14) . . . no C6 C1 H1 119.8(13) . . . no C1 C2 H2 118.5(11) . . . no C3 C2 H2 121.0(11) . . . no C2 C3 H3 121.2(12) . . . no C4 C3 H3 119.3(12) . . . no C3 C4 H4 119.6(15) . . . no C5 C4 H4 119.9(15) . . . no C4 C5 H5 121.6(11) . . . no C6 C5 H5 117.7(11) . . . no C6 C7 H7 115.1(12) . . . no C8 C7 H7 118.7(12) . . . no C7 C8 H8 118.2(12) . . . no C9 C8 H8 116.1(12) . . . no O C9 H9 105.5(11) . . . no C8 C9 H9 110.2(11) . . . no C10 C9 H9 108.3(11) . . . no Cl C10 H10 106.4(11) . . . no Cl C10 H10' 104.4(12) . . . no C9 C10 H10 110.0(11) . . . no C9 C10 H10' 113.0(12) . . . no H10 C10 H10' 111.2(16) . . . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.1(3) . . . . no C2 C1 C6 C5 -2.3(3) . . . . no C2 C1 C6 C7 176.94(16) . . . . no C1 C2 C3 C4 1.8(3) . . . . no C2 C3 C4 C5 -1.2(3) . . . . no C3 C4 C5 C6 -1.2(3) . . . . no C4 C5 C6 C1 2.9(3) . . . . no C4 C5 C6 C7 -176.28(16) . . . . no C1 C6 C7 C8 -171.16(16) . . . . no C5 C6 C7 C8 8.0(3) . . . . no C6 C7 C8 C9 177.69(15) . . . . no C7 C8 C9 O 8.4(2) . . . . no C7 C8 C9 C10 -115.66(18) . . . . no O C9 C10 Cl 64.96(15) . . . . no C8 C9 C10 Cl -169.98(11) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl O 3.1561(14) . . no Cl C4 3.557(2) . 2_654 no Cl H4 3.13(2) . 2_554 no Cl H4 2.92(2) . 2_654 no Cl H7 2.986(18) . 3_555 no O Cl 3.1561(14) . . no O O 2.800(2) . 3_455 no O O 2.800(2) . 3_555 no O H7 2.516(19) . . no O H10 2.903(19) . 3_555 no O H11 2.10(3) . 3_555 no C1 C8 3.581(3) . 1_455 no C2 C6 3.555(3) . 1_455 no C2 C7 3.465(3) . 1_455 no C3 C5 3.514(3) . 1_455 no C3 C10 3.491(3) . 4_655 no C4 Cl 3.557(2) . 2_655 no C5 C3 3.514(3) . 1_655 no C6 C2 3.555(3) . 1_655 no C7 C2 3.465(3) . 1_655 no C8 C1 3.581(3) . 1_655 no C10 C3 3.491(3) . 4_645 no C1 H8 3.058(18) . 4_655 no C3 H10' 2.81(2) . 4_655 no C4 H10' 2.99(2) . 4_655 no C5 H2 2.863(19) . 4_545 no C5 H8 2.726(19) . . no C7 H9 3.033(19) . 1_455 no C7 H11 2.83(3) . . no C8 H5 2.735(18) . . no C9 H11 2.96(3) . 3_555 no H1 H7 2.38(3) . . no H2 C5 2.86(2) . 4_555 no H2 H5 2.55(3) . 4_555 no H2 H8 2.60(3) . 4_555 no H4 Cl 3.13(2) . 2_555 no H4 Cl 2.92(2) . 2_655 no H5 C8 2.735(18) . . no H5 H8 2.21(3) . . no H5 H2 2.55(3) . 4_545 no H7 O 2.516(19) . . no H7 H1 2.38(3) . . no H7 H11 2.36(3) . . no H7 Cl 2.986(18) . 3_455 no H8 C5 2.726(19) . . no H8 H5 2.21(3) . . no H8 H10' 2.55(3) . . no H8 C1 3.058(18) . 4_645 no H8 H2 2.60(3) . 4_545 no H9 C7 3.033(19) . 1_655 no H10 H11 2.45(4) . . no H10 O 2.903(19) . 3_455 no H10' H8 2.55(3) . . no H10' C3 2.81(2) . 4_645 no H10' C4 2.99(2) . 4_645 no H11 C7 2.83(3) . . no H11 H7 2.36(3) . . no H11 H10 2.45(4) . . no H11 O 2.10(3) . 3_455 no H11 C9 2.96(3) . 3_455 no H11 H11 2.55(4) . 3_455 no H11 H11 2.55(4) . 3_555 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # O H11 O 0.71(3) 2.10(3) 2.800(2) 174(3) 3_455 yes C7 H7 O 0.938(18) 2.516(19) 2.851(2) 101.3(13) . yes # Loop Mechanism for Extra Tables(s) #loop_ #_publ_manuscript_incl_extra_item #'_geom_extra_tableA_col_1' #'_geom_extra_tableA_col_2' #'_geom_extra_tableA_col_3' #'_geom_extra_table_head_A' #'_geom_table_footnote_A' #'_geom_extra_tableB_col_1' #'_geom_extra_tableB_col_2' #'_geom_extra_tableB_col_3' #'_geom_extra_table_head_B' #'_geom_table_footnote_B' # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 # ? ? ? # #loop_ #_geom_extra_tableB_col_1 #_geom_extra_tableB_col_2 #_geom_extra_tableB_col_3 # ? ? ? # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; #===END of Crystallographic Information File