#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/12/2101227.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_2101227 loop_ _publ_author_name 'Ojala, W. H.' 'Lu, L. K.' 'Albers, K. E.' 'Gleason, W. B.' 'Richardson, T. I.' 'Lovrien, R. E.' 'Sudbeck, E. A.' _publ_section_title ; Intermolecular interactions of sulfonated azo dyes: crystal structures of the diammonium, dilithium, magnesium and calcium salts of 7-hydroxy-8-(phenylazo)-1,3-naphthalenedisulfonic acid(Orange G) ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 684 _journal_page_last 694 _journal_volume 50 _journal_year 1994 _chemical_formula_sum 'C16 H28 Ca N2 O16 S2' _chemical_formula_weight 608.60 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 111.62(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.395(4) _cell_length_b 27.492(9) _cell_length_c 10.368(2) _cell_volume 2489.5(15) _diffrn_radiation_type Mo _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.482 _exptl_crystal_density_diffrn 1.624 _exptl_crystal_F_000 1272 _[local]_cod_data_source_file gr0362.cif _[local]_cod_data_source_block gr0362d _cod_original_cell_volume 2489(3) _cod_database_code 2101227 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z Ca(1) .32869(9) .28694(3) .02138(8) S(1) .36430(10) .12993(3) -.25210(10) S(2) .94770(10) .13876(3) .09180(10) O(1) .2647(3) .13690(10) -.1762(3) O(2) .2911(3) .10520(10) -.3816(3) O(3) .4318(3) .17600(10) -.2707(3) O(4) 1.0835(4) .10970(10) .1361(4) O(5) .9126(4) .15770(10) .2038(3) O(6) .9523(4) .17770(10) .0002(3) O(7) .3297(3) -.07220(10) -.2715(3) O(8) .5594(4) .24350(10) .0536(3) O(9) .4701(4) .35390(10) -.0243(3) O(10) .3186(3) .26210(10) -.2028(3) O(11) .1302(4) .33890(10) -.1145(4) O(12) .1540(4) .28570(10) .1410(4) O(13) .4838(4) .31080(10) .2447(3) O(14) .2696(4) .20370(10) .0408(4) O(15) .3284(4) .14420(10) -.6146(3) O(16) .2478(4) .24150(10) -.6021(4) N(1) .2667(3) .02670(10) -.2349(3) N(2) .1514(4) -.00190(10) -.2911(3) C(1) .5256(4) .09420(10) -.1478(3) C(2) .6515(4) .12240(10) -.0745(4) C(3) .7918(4) .10120(10) -.0005(3) C(4) .8086(4) .05150(10) -.0033(4) C(4A) .6832(4) .02230(10) -.0732(4) C(5) .7057(5) -.02960(10) -.0768(4) C(6) .5917(5) -.06000(10) -.1444(5) C(7) .4379(5) -.04320(10) -.2111(4) C(8) .4094(4) .00870(10) -.2022(4) C(8A) .5348(4) .04240(10) -.1426(3) C(9) .0003(4) .01430(10) -.3209(4) C(10) -.0309(5) .0604(2) -.2846(4) C(11) -.1818(5) .0745(2) -.3225(5) C(12) -.3006(5) .0431(2) -.3931(5) C(13) -.2668(5) -.0028(2) -.4265(5) C(14) -.1171(5) -.0173(2) -.3914(5) H(2) .644(4) .155(2) -.077(4) H(2N) .168(5) -.031(2) -.309(4) H(4) .906(5) .0400(10) .048(4) H(5) .818(5) -.042(2) -.019(4) H(6) .605(5) -.089(2) -.142(5) H(8W) .635(6) .241(2) .130(6) H(8A) .619(6) .250(2) .005(5) H(9W) .552(6) .370(2) .022(5) H(9A) .492(6) .354(2) -.088(6) H(10) .051(5) .082(2) -.238(4) H(10W) .353(5) .236(2) -.221(5) H(10A) .347(5) .284(2) -.238(5) H(11W) .053(6) .344(2) -.112(6) H(11) -.202(5) .101(2) -.302(5) H(11A) .144(6) .367(2) -.148(5) H(12W) .164(6) .264(2) .203(5) H(12) -.405(6) .055(2) -.420(5) H(12A) .093(6) .303(2) .136(5) H(13) -.342(6) -.031(2) -.470(5) H(13W) .460(6) .312(2) .304(5) H(13A) .558(6) .322(2) .262(5) H(14) -.090(5) -.048(2) -.413(5) H(14W) .196(6) .192(2) .050(5) H(14A) .309(6) .187(2) .020(6) H(15W) .312(6) .129(2) -.548(5) H(15A) .264(6) .132(2) -.688(5) H(16W) .321(7) .254(2) -.567(6) H(16A) .280(6) .210(2) -.598(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S(1) O(1) 1.440(3) S(1) O(2) 1.434(3) S(1) O(3) 1.462(3) S(1) C(1) 1.795(4) S(2) O(4) 1.430(3) S(2) O(5) 1.417(3) S(2) O(6) 1.443(3) S(2) C(3) 1.759(4) O(7) C(7) 1.262(5) N(1) N(2) 1.291(4) N(1) C(8) 1.350(5) N(2) C(9) 1.409(5) C(1) C(2) 1.385(5) C(1) C(8A) 1.427(5) C(2) C(3) 1.386(5) C(3) C(4) 1.376(5) C(4) C(4A) 1.390(5) C(4A) C(5) 1.444(5) C(4A) C(8A) 1.424(5) C(5) C(6) 1.336(6) C(6) C(7) 1.430(6) C(7) C(8) 1.459(5) C(8) C(8A) 1.447(5) O(8) H(8W) .85(5) O(8) H(8A) .90(5) O(9) H(9W) .86(5) O(9) H(9A) .76(5) O(10) H(10W) .83(5) O(10) H(10A) .79(5) O(11) H(11W) .75(5) O(11) H(11A) .88(5) O(12) H(12W) .86(5) O(12) H(12A) .74(5) O(13) H(13W) .73(5) O(13) H(13A) .72(5) O(14) H(14W) .80(5) O(14) H(14A) .67(5) O(15) H(15W) .87(5) O(15) H(15A) .85(5) O(16) H(16W) .73(6) O(16) H(16A) .92(6) N(2) H(2N) .85(4) C(2) H(2) .90(4) C(4) H(4) .93(4) C(5) H(5) 1.06(4) C(6) H(6) .79(4) C(9) C(10) 1.384(6) C(9) C(14) 1.384(5) C(10) C(11) 1.380(6) C(10) H(10) .95(4) C(11) C(12) 1.388(6) C(11) H(11) .79(5) C(12) C(13) 1.375(7) C(12) H(12) .97(5) C(13) C(14) 1.376(6) C(13) H(13) 1.03(5) C(14) H(14) .94(5) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O(1) S(1) O(2) 113.0(2) O(1) S(1) O(3) 111.0(2) O(1) S(1) C(1) 108.5(2) O(2) S(1) O(3) 111.7(2) O(2) S(1) C(1) 108.1(2) O(3) S(1) C(1) 104.1(2) O(4) S(2) O(5) 113.0(2) O(4) S(2) O(6) 112.8(2) O(4) S(2) C(3) 108.2(2) O(5) S(2) O(6) 109.8(2) O(5) S(2) C(3) 105.2(2) O(6) S(2) C(3) 107.4(2) N(2) N(1) C(8) 118.7(3) N(1) N(2) C(9) 121.0(3) S(1) C(1) C(2) 112.6(3) S(1) C(1) C(8A) 126.5(3) C(2) C(1) C(8A) 120.7(3) C(1) C(2) C(3) 120.9(3) S(2) C(3) C(2) 119.0(3) S(2) C(3) C(4) 121.0(3) C(2) C(3) C(4) 120.0(3) C(3) C(4) C(4A) 120.3(3) C(4) C(4A) C(5) 118.8(3) C(4) C(4A) C(8A) 121.5(3) C(5) C(4A) C(8A) 119.7(3) C(4A) C(5) C(6) 122.4(4) C(5) C(6) C(7) 121.4(4) O(7) C(7) C(6) 121.4(3) O(7) C(7) C(8) 121.0(4) C(6) C(7) C(8) 117.6(3) N(1) C(8) C(7) 122.1(3) N(1) C(8) C(8A) 116.7(3) C(7) C(8) C(8A) 120.9(3) C(1) C(8A) C(4A) 116.2(3) C(1) C(8A) C(8) 126.5(3) C(4A) C(8A) C(8) 117.3(3) N(2) C(9) C(10) 121.8(3) N(2) C(9) C(14) 117.4(4) (8) Ca(1) O(9) 82.70(10) O(8) Ca(1) O(10) 72.70(10) O(8) Ca(1) O(11) 149.70(10) O(8) Ca(1) O(12) 132.90(10) O(8) Ca(1) O(13) 78.40(10) O(8) Ca(1) O(14) 74.60(10) O(9) Ca(1) O(10) 81.70(10) O(9) Ca(1) O(11) 78.00(10) O(9) Ca(1) O(12) 130.10(10) O(9) Ca(1) O(13) 78.00(10) O(9) Ca(1) O(14) 155.60(10) O(10) Ca(1) O(11) 81.50(10) O(10) Ca(1) O(12) 135.20(10) O(10) Ca(1) O(13) 146.40(10) O(10) Ca(1) O(14) 83.10(10) O(11) Ca(1) O(12) 77.10(10) O(11) Ca(1) O(13) 119.4(2) O(11) Ca(1) O(14) 118.40(10) O(12) Ca(1) O(13) 77.70(10) O(12) Ca(1) O(14) 73.50(10) O(13) Ca(1) O(14) 105.40(10) C(10) C(9) C(14) 120.8(4) C(9) C(10) C(11) 118.5(4) C(10) C(11) C(12) 121.2(4) C(11) C(12) C(13) 119.2(4) C(12) C(13) C(14) 120.6(4) C(9) C(14) C(13) 119.7(4) _journal_paper_doi 10.1107/S0108768194005203