# This journal is (c) The Owner Societies 1999 # CCDC Number: 1326/4 data_global # SUBMISSION DETAILS _publ_contact_author_name 'Dr. Roberto Millini' _publ_contact_author_address ; EniTecnologie S.p.A. Via F. Maritano, 26 I-20097 San Donato Milanese (MI) Italy ; _publ_contact_author_email 'rmillini@enitecnologie.eni.it' _publ_contact_author_fax '[0039] 2 520 36347' _publ_contact_author_phone '[0039] 2 520 56543' _publ_contact_letter ; ; _publ_requested_journal ' PCCP ' _publ_requested_category ? _publ_requested_coeditor_name ? # AUTHOR LIST # TITLE _publ_section_title ;"Proton Exchange and Isomerization Reactions of Photochromic and Reverse Photochromic Spiro-pyrans and Their Merocyanine Form" (Ref. 8/09878F) ; _publ_section_title_footnote ; ...... ; # TEXT _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_acknowledgements ; ...... ; _publ_section_references ; Nardelli, M.(1983). Comput. Chem. 7, 95-98. Nardelli, M.(1991). PARSTCIF. Program for Creating a CIF from the Output of PARST. University of Parma, Italy. Nardelli, M.(1995). J. Appl. Cryst. 28, 659. ; _publ_section_figure_captions ; ...... ; _publ_section_exptl_prep ; ...... ; _publ_section_exptl_refinement ; ...... ; _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement ? _computing_molecular_graphics ? _computing_publication_material ; PARST (Nardelli, 1983, 1995); PARSTCIF (Nardelli, 1991) ; #-------------------------- data section of block --------------------------- data_(I) # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_type_symbol _atom_type_number_in_cell _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source # # symbol number description f' f'' source # 'N ' 6 'Nitrogen ' 0.0061 0.0033 'Int. Tab. C, 4.2.6.8, 6.1.1.4' 'C ' 38 'Carbon ' 0.0033 0.0016 'Int. Tab. C, 4.2.6.8, 6.1.1.4' 'O ' 10 'Oxygen ' 0.0106 0.0060 'Int. Tab. C, 4.2.6.8, 6.1.1.4' 'H ' 34 'Hydrogen ' 0.0000 0.0000 'Int. Tab. C, 4.2.6.8, 6.1.1.4' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_type_symbol _atom_site_calc_flag _atom_site_occupancy _atom_site_disorder_group # # Table of coordinates # -------------------- # #label x/a y/b z/c Ueq tmf typ calc sof dis N1 0.7856(2) -0.3969(3) -0.5259(4) 0.0391(17) Uani N . . . C2 0.7257(3) -0.5478(4) -0.6278(5) 0.0381(22) Uani C . . . C3 0.7426(3) -0.6158(4) -0.8067(5) 0.0467(23) Uani C . . . C4 0.6726(3) -0.7672(4) -0.8717(5) 0.0524(31) Uani C . . . C5 0.5893(3) -0.8440(4) -0.7610(5) 0.0572(26) Uani C . . . C6 0.5722(3) -0.7712(4) -0.5804(5) 0.0494(25) Uani C . . . C7 0.6427(3) -0.6210(4) -0.5139(5) 0.0393(21) Uani C . . . C8 0.6475(3) -0.5119(4) -0.3267(5) 0.0395(22) Uani C . . . C9 0.7458(3) -0.3710(4) -0.3545(5) 0.0392(24) Uani C . . . C10 0.7925(3) -0.2282(4) -0.2270(5) 0.0426(25) Uani C . . . C11 0.7581(3) -0.2004(4) -0.0509(5) 0.0453(23) Uani C . . . C12 0.8034(3) -0.0621(4) 0.0866(5) 0.0391(24) Uani C . . . C13 0.7560(3) -0.0696(4) 0.2661(5) 0.0432(25) Uani C . . . C14 0.8060(3) 0.0675(4) 0.4026(5) 0.0406(24) Uani C . . . C15 0.8869(3) 0.1973(4) 0.3703(5) 0.0402(22) Uani C . . . C16 0.9259(3) 0.2001(4) 0.1965(5) 0.0406(22) Uani C . . . C17 0.8847(3) 0.0720(4) 0.0575(5) 0.0427(24) Uani C . . . C18 0.8787(3) -0.2911(4) -0.6098(5) 0.0541(25) Uani C . . . C19 0.5380(4) -0.4649(5) -0.2554(6) 0.0535(24) Uani C . . . C20 0.6675(4) -0.5913(5) -0.2093(6) 0.0560(27) Uani C . . . O21 0.6825(2) -0.1904(3) 0.2966(3) 0.0675(17) Uani O . . . N22 0.7705(2) 0.0677(3) 0.5852(4) 0.0519(21) Uani N . . . O23 0.6730(2) 0.0110(3) 0.6360(3) 0.0916(28) Uani O . . . O24 0.8422(2) 0.1283(3) 0.6826(3) 0.0786(22) Uani O . . . N25 1.0070(2) 0.3419(3) 0.1644(4) 0.0478(21) Uani N . . . O26 1.0394(2) 0.4560(3) 0.2920(3) 0.0669(20) Uani O . . . O27 1.0435(2) 0.3432(3) 0.0125(3) 0.0752(21) Uani O . . . H1 0.8005(3) -0.5629(4) -0.8841(5) 0.0400(0) Uiso H . . . H2 0.6820(3) -0.8195(4) -0.9972(5) 0.0470(0) Uiso H . . . H3 0.5409(3) -0.9492(4) -0.8090(5) 0.0480(0) Uiso H . . . H4 0.5143(3) -0.8242(4) -0.5030(5) 0.0430(0) Uiso H . . . H5 0.8532(3) -0.1455(4) -0.2646(5) 0.0380(0) Uiso H . . . H6 0.6952(3) -0.2826(4) -0.0164(5) 0.0400(0) Uiso H . . . H7 0.9164(3) 0.2821(4) 0.4661(5) 0.0380(0) Uiso H . . . H8 0.9144(3) 0.0751(4) -0.0618(5) 0.0400(0) Uiso H . . . H9 0.9464(3) -0.2714(4) -0.5651(5) 0.0440(0) Uiso H . . . H10 0.8622(3) -0.1925(4) -0.5805(5) 0.0440(0) Uiso H . . . H11 0.8893(3) -0.3376(4) -0.7362(5) 0.0440(0) Uiso H . . . H12 0.5245(4) -0.4279(5) -0.3402(6) 0.0440(0) Uiso H . . . H13 0.4753(4) -0.5544(5) -0.2372(6) 0.0440(0) Uiso H . . . H14 0.5463(4) -0.3809(5) -0.1450(6) 0.0440(0) Uiso H . . . H15 0.7328(4) -0.6285(5) -0.2617(6) 0.0420(0) Uiso H . . . H16 0.6022(4) -0.6797(5) -0.1963(6) 0.0420(0) Uiso H . . . H17 0.6793(4) -0.5149(5) -0.0949(6) 0.0420(0) Uiso H . . . 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 #label U11 U22 U33 U23 U13 U12 N1 0.0390(20) 0.0410(20) 0.0350(20) 0.0090(20) -0.0080(20) 0.0100(20) C2 0.0410(30) 0.0390(30) 0.0350(30) 0.0080(20) -0.0070(20) 0.0150(20) C3 0.0540(30) 0.0450(30) 0.0340(30) 0.0040(20) -0.0060(20) 0.0150(30) C4 0.0640(40) 0.0550(40) 0.0330(30) -0.0010(20) -0.0090(30) 0.0250(30) C5 0.0610(40) 0.0460(30) 0.0480(30) -0.0030(30) -0.0120(30) 0.0120(30) C6 0.0500(30) 0.0460(30) 0.0450(30) 0.0050(20) -0.0100(20) 0.0130(30) C7 0.0390(30) 0.0450(30) 0.0300(30) 0.0020(20) -0.0100(20) 0.0140(20) C8 0.0390(30) 0.0410(30) 0.0300(30) 0.0060(20) -0.0050(20) 0.0070(20) C9 0.0410(30) 0.0460(30) 0.0300(30) 0.0090(20) -0.0090(20) 0.0120(20) C10 0.0460(30) 0.0380(30) 0.0390(30) 0.0070(20) -0.0090(20) 0.0100(20) C11 0.0410(30) 0.0460(30) 0.0380(30) 0.0030(20) -0.0080(20) 0.0090(20) C12 0.0410(30) 0.0390(30) 0.0300(30) 0.0000(20) -0.0100(20) 0.0110(20) C13 0.0430(30) 0.0370(30) 0.0390(30) 0.0050(20) -0.0080(20) 0.0050(30) C14 0.0440(30) 0.0430(30) 0.0290(30) 0.0070(20) -0.0030(20) 0.0120(20) C15 0.0470(30) 0.0350(30) 0.0350(30) 0.0020(20) -0.0130(20) 0.0120(20) C16 0.0400(30) 0.0320(30) 0.0440(30) 0.0070(20) -0.0100(20) 0.0060(20) C17 0.0510(30) 0.0380(30) 0.0380(30) 0.0050(20) -0.0130(20) 0.0140(20) C18 0.0540(30) 0.0550(30) 0.0410(30) 0.0170(20) -0.0010(20) 0.0040(30) C19 0.0390(30) 0.0580(30) 0.0450(30) -0.0010(20) -0.0040(20) 0.0120(30) C20 0.0680(40) 0.0450(30) 0.0470(30) 0.0130(20) -0.0049(20) 0.0110(30) O21 0.0670(30) 0.0550(20) 0.0500(20) 0.0070(20) -0.0050(20) -0.0050(20) N22 0.0580(30) 0.0470(30) 0.0350(20) 0.0070(20) -0.0100(20) 0.0010(20) O23 0.0670(30) 0.1090(40) 0.0500(30) 0.0160(20) 0.0040(20) -0.0120(30) O24 0.0810(30) 0.0920(30) 0.0450(20) 0.0230(20) -0.0240(20) -0.0070(30) N25 0.0510(30) 0.0440(30) 0.0390(30) 0.0080(20) -0.0040(20) 0.0100(20) O26 0.0720(30) 0.0440(20) 0.0530(20) 0.0030(20) -0.0040(20) -0.0030(20) O27 0.0920(30) 0.0680(30) 0.0430(20) 0.0240(20) -0.0010(20) -0.0030(20) # MOLECULAR GEOMETRY 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 N1 C2 1.410(4) . . no N1 C9 1.326(5) . . no N1 C18 1.452(4) . . no C2 C3 1.361(5) . . no C2 C7 1.380(5) . . no C3 C4 1.377(4) . . no C3 H1 0.960(5) . . no C4 C5 1.381(5) . . no C4 H2 0.960(5) . . no C5 C6 1.380(5) . . no C5 H3 0.960(4) . . no C6 C7 1.374(4) . . no C6 H4 0.960(5) . . no C7 C8 1.505(5) . . no C8 C9 1.507(5) . . no C8 C19 1.529(7) . . no C8 C20 1.534(8) . . no C9 C10 1.406(4) . . no C10 C11 1.349(5) . . no C10 H5 0.960(5) . . no C11 C12 1.424(4) . . no C11 H6 0.960(5) . . no C12 C13 1.455(6) . . no C12 C17 1.373(5) . . no C13 C14 1.432(5) . . no C13 O21 1.249(4) . . no C14 C15 1.350(5) . . no C14 N22 1.446(5) . . no C15 C16 1.388(6) . . no C15 H7 0.936(5) . . no C16 C17 1.372(5) . . no C16 N25 1.433(4) . . no C17 H8 0.960(6) . . no C18 H9 0.960(6) . . no C18 H10 0.960(6) . . no C18 H11 0.960(5) . . no C19 H12 0.960(9) . . no C19 H13 0.960(6) . . no C19 H14 0.960(6) . . no C20 H15 0.960(7) . . no C20 H16 0.960(6) . . no C20 H17 0.960(6) . . no N22 O23 1.195(3) . . no N22 O24 1.215(4) . . no N25 O26 1.226(3) . . no N25 O27 1.213(4) . . 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 C2 N1 C9 111.5(3) . . . no C2 N1 C18 120.8(3) . . . no C9 N1 C18 127.6(3) . . . no N1 C2 C3 128.3(3) . . . no N1 C2 C7 108.1(3) . . . no C3 C2 C7 123.6(4) . . . no C2 C3 C4 116.2(3) . . . no C2 C3 H1 122.5(4) . . . no C4 C3 H1 121.3(4) . . . no C3 C4 C5 121.5(4) . . . no C3 C4 H2 118.8(4) . . . no C5 C4 H2 119.7(4) . . . no C4 C5 C6 121.2(3) . . . no C4 C5 H3 120.3(4) . . . no C6 C5 H3 118.5(4) . . . no C5 C6 C7 117.7(3) . . . no C5 C6 H4 121.4(4) . . . no C7 C6 H4 120.8(4) . . . no C2 C7 C6 119.7(3) . . . no C2 C7 C8 109.4(3) . . . no C6 C7 C8 130.8(3) . . . no C7 C8 C9 101.2(3) . . . no C7 C8 C19 109.2(3) . . . no C7 C8 C20 110.7(3) . . . no C9 C8 C19 110.5(3) . . . no C9 C8 C20 113.2(3) . . . no C19 C8 C20 111.6(4) . . . no N1 C9 C8 109.8(3) . . . no N1 C9 C10 121.7(3) . . . no C8 C9 C10 128.5(3) . . . no C9 C10 C11 123.5(3) . . . no C9 C10 H5 119.5(4) . . . no C11 C10 H5 117.0(4) . . . no C10 C11 C12 127.0(4) . . . no C10 C11 H6 115.6(4) . . . no C12 C11 H6 117.4(4) . . . no C11 C12 C13 115.2(3) . . . no C11 C12 C17 124.0(3) . . . no C13 C12 C17 120.7(3) . . . no C12 C13 C14 114.5(3) . . . no C12 C13 O21 122.1(3) . . . no C14 C13 O21 123.2(3) . . . no C13 C14 C15 123.5(3) . . . no C13 C14 N22 119.0(3) . . . no C15 C14 N22 117.5(3) . . . no C14 C15 C16 119.4(3) . . . no C14 C15 H7 118.8(4) . . . no C16 C15 H7 121.8(4) . . . no C15 C16 C17 120.9(3) . . . no C15 C16 N25 118.9(3) . . . no C17 C16 N25 120.2(3) . . . no C12 C17 C16 120.9(4) . . . no C12 C17 H8 119.5(4) . . . no C16 C17 H8 119.6(4) . . . no N1 C18 H9 108.6(4) . . . no N1 C18 H10 108.8(4) . . . no N1 C18 H11 110.9(4) . . . no H9 C18 H10 109.5(5) . . . no H9 C18 H11 109.5(5) . . . no H10 C18 H11 109.5(5) . . . no C8 C19 H12 108.4(6) . . . no C8 C19 H13 110.7(6) . . . no C8 C19 H14 109.3(5) . . . no H12 C19 H13 109.5(6) . . . no H12 C19 H14 109.5(6) . . . no H13 C19 H14 109.4(6) . . . no C8 C20 H15 110.3(5) . . . no C8 C20 H16 109.3(5) . . . no C8 C20 H17 108.9(5) . . . no H15 C20 H16 109.4(7) . . . no H15 C20 H17 109.4(6) . . . no H16 C20 H17 109.4(6) . . . no C14 N22 O23 119.8(3) . . . no C14 N22 O24 117.9(3) . . . no O23 N22 O24 122.3(3) . . . no C16 N25 O26 118.5(3) . . . no C16 N25 O27 119.0(3) . . . no O26 N25 O27 122.5(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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 N1 C2 C3 -179.6(4) . . . . no C9 N1 C2 C7 0.4(4) . . . . no C18 N1 C2 C3 0.1(6) . . . . no C18 N1 C2 C7 -179.9(3) . . . . no C2 N1 C9 C8 -1.1(4) . . . . no C2 N1 C9 C10 179.9(3) . . . . no C18 N1 C9 C8 179.2(3) . . . . no C18 N1 C9 C10 0.2(6) . . . . no C2 N1 C18 H9 -118.8(4) . . . . no C2 N1 C18 H10 122.1(4) . . . . no C2 N1 C18 H11 1.6(6) . . . . no C9 N1 C18 H9 60.8(6) . . . . no C9 N1 C18 H10 -58.3(6) . . . . no C9 N1 C18 H11 -178.7(4) . . . . no N1 C2 C3 C4 178.7(4) . . . . no N1 C2 C3 H1 -0.3(7) . . . . no C7 C2 C3 C4 -1.3(6) . . . . no C7 C2 C3 H1 179.6(5) . . . . no N1 C2 C7 C6 -179.6(3) . . . . no N1 C2 C7 C8 0.5(4) . . . . no C3 C2 C7 C6 0.4(6) . . . . no C3 C2 C7 C8 -179.5(4) . . . . no C2 C3 C4 C5 0.8(6) . . . . no C2 C3 C4 H2 -179.8(5) . . . . no H1 C3 C4 C5 179.9(5) . . . . no H1 C3 C4 H2 -0.6(8) . . . . no C3 C4 C5 C6 0.6(6) . . . . no C3 C4 C5 H3 179.4(5) . . . . no H2 C4 C5 C6 -178.9(5) . . . . no H2 C4 C5 H3 0.0(8) . . . . no C4 C5 C6 C7 -1.5(6) . . . . no C4 C5 C6 H4 179.9(5) . . . . no H3 C5 C6 C7 179.6(5) . . . . no H3 C5 C6 H4 1.1(8) . . . . no C5 C6 C7 C2 1.0(6) . . . . no C5 C6 C7 C8 -179.1(4) . . . . no H4 C6 C7 C2 179.6(5) . . . . no H4 C6 C7 C8 -0.5(8) . . . . no C2 C7 C8 C9 -1.0(4) . . . . no C2 C7 C8 C19 115.6(4) . . . . no C2 C7 C8 C20 -121.2(4) . . . . no C6 C7 C8 C9 179.1(4) . . . . no C6 C7 C8 C19 -64.3(6) . . . . no C6 C7 C8 C20 58.9(6) . . . . no C7 C8 C9 N1 1.3(4) . . . . no C7 C8 C9 C10 -179.9(4) . . . . no C19 C8 C9 N1 -114.3(4) . . . . no C19 C8 C9 C10 64.6(5) . . . . no C20 C8 C9 N1 119.7(4) . . . . no C20 C8 C9 C10 -61.4(6) . . . . no C7 C8 C19 H12 -50.4(6) . . . . no C7 C8 C19 H13 69.8(6) . . . . no C7 C8 C19 H14 -169.7(5) . . . . no C9 C8 C19 H12 60.1(6) . . . . no C9 C8 C19 H13 -179.8(5) . . . . no C9 C8 C19 H14 -59.2(6) . . . . no C20 C8 C19 H12 -173.1(5) . . . . no C20 C8 C19 H13 -53.0(6) . . . . no C20 C8 C19 H14 67.6(6) . . . . no C7 C8 C20 H15 53.0(6) . . . . no C7 C8 C20 H16 -67.4(6) . . . . no C7 C8 C20 H17 173.1(5) . . . . no C9 C8 C20 H15 -59.8(6) . . . . no C9 C8 C20 H16 179.9(5) . . . . no C9 C8 C20 H17 60.3(6) . . . . no C19 C8 C20 H15 174.8(5) . . . . no C19 C8 C20 H16 54.5(6) . . . . no C19 C8 C20 H17 -65.0(6) . . . . no N1 C9 C10 C11 -176.7(4) . . . . no N1 C9 C10 H5 2.0(7) . . . . no C8 C9 C10 C11 4.6(7) . . . . no C8 C9 C10 H5 -176.7(5) . . . . no C9 C10 C11 C12 177.6(4) . . . . no C9 C10 C11 H6 -3.8(7) . . . . no H5 C10 C11 C12 -1.1(7) . . . . no H5 C10 C11 H6 177.4(5) . . . . no C10 C11 C12 C13 -175.1(4) . . . . no C10 C11 C12 C17 5.9(7) . . . . no H6 C11 C12 C13 6.3(6) . . . . no H6 C11 C12 C17 -172.7(5) . . . . no C11 C12 C13 C14 177.3(3) . . . . no C11 C12 C13 O21 1.4(6) . . . . no C17 C12 C13 C14 -3.6(6) . . . . no C17 C12 C13 O21 -179.5(4) . . . . no C11 C12 C17 C16 -178.9(4) . . . . no C11 C12 C17 H8 -0.4(7) . . . . no C13 C12 C17 C16 2.1(6) . . . . no C13 C12 C17 H8 -179.4(5) . . . . no C12 C13 C14 C15 2.9(6) . . . . no C12 C13 C14 N22 -175.8(3) . . . . no O21 C13 C14 C15 178.8(4) . . . . no O21 C13 C14 N22 0.0(6) . . . . no C13 C14 C15 C16 -0.7(6) . . . . no C13 C14 C15 H7 -179.2(5) . . . . no N22 C14 C15 C16 178.1(3) . . . . no N22 C14 C15 H7 -0.4(6) . . . . no C13 C14 N22 O23 -39.3(5) . . . . no C13 C14 N22 O24 141.6(3) . . . . no C15 C14 N22 O23 141.8(4) . . . . no C15 C14 N22 O24 -37.3(5) . . . . no C14 C15 C16 C17 -1.1(6) . . . . no C14 C15 C16 N25 176.5(3) . . . . no H7 C15 C16 C17 177.4(5) . . . . no H7 C15 C16 N25 -5.1(7) . . . . no C15 C16 C17 C12 0.3(6) . . . . no C15 C16 C17 H8 -178.2(5) . . . . no N25 C16 C17 C12 -177.2(3) . . . . no N25 C16 C17 H8 4.3(7) . . . . no C15 C16 N25 O26 0.2(5) . . . . no C15 C16 N25 O27 178.1(3) . . . . no C17 C16 N25 O26 177.7(3) . . . . no C17 C16 N25 O27 -4.4(5) . . . . no # CHEMICAL DATA _chemical_name_systematic ; 2,4-Cyclohexadiene-1-one-2,4-dinitro-6-[2-(1,3,3-trimethyl-2- indolinidene)ethylidene] ; _chemical_formula_analytical ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_sum 'C19 H17 N3 O5 ' _chemical_formula_weight 367.36 _chemical_melting_point ? _chemical_compound_source ; ...... ; # CRYSTAL DATA _cell_length_a 12.812(2) _cell_length_b 9.449(1) _cell_length_c 8.199(1) _cell_angle_alpha 111.55(1) _cell_angle_beta 74.84(1) _cell_angle_gamma 111.21(1) _cell_volume 851.1(2) _cell_formula_units_Z 2.00 _cell_measurement_temperature 298 _cell_measurement_radiation MoK\a _cell_measurement_wavelength 0.71069 _cell_measurement_reflns_used 30 _cell_measurement_theta_min 11 _cell_measurement_theta_max 16 _symmetry_cell_setting ? _symmetry_space_group_name_H-M ' P -1 ' _symmetry_Int_Tables_number 2 _exptl_crystal_description ; ...... ; _exptl_crystal_colour ' Dark red ' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.4334 _exptl_crystal_density_meas ' not measured ' _exptl_crystal_density_method ? _exptl_crystal_F_000 384.0 _exptl_absorpt_coefficient_mu 0.1058 _exptl_absorpt_correction_type ' none ' _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? # EXPERIMENTAL DATA _diffrn_special_details ; ....... ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_detector ? _diffrn_measurement_device_type ? _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 1 _diffrn_standards_interval_count 49 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 -2 1 _reflns_number_total 3756 _reflns_number_gt 1635 _reflns_threshold_expression F>3\s(F) _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_number 3756 _diffrn_reflns_theta_min 3 _diffrn_reflns_theta_max 27 _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_max ? _diffrn_measured_fraction_theta_full ? _reflns_d_resolution_high ? _reflns_d_resolution_low ? _diffrn_reflns_reduction_process ; ...... ; # REFINEMENT DATA _refine_special_details ; ...... ; _atom_sites_solution_primary 'Direct Methods' _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens calc _refine_ls_hydrogen_treatment noref _refine_ls_structure_factor_coef F2 _refine_ls_matrix_type "full-matrix" _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/\s^2^(F)' _refine_ls_extinction_method ? _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_number_reflns 1625 _refine_ls_number_parameters 244 _refine_ls_number_restraints ? _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_all 0.1088 _refine_ls_wR_factor_ref ? _refine_ls_goodness_of_fit_all 1.887 _refine_ls_goodness_of_fit_ref 1.231 _refine_ls_restrained_S_all ? _refine_ls_restrained_S_obs ? _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.131 _refine_diff_density_min -0.155 _refine_diff_density_rms ? loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' 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 A site sym Flg C11 H6 O21 0.960(5) 2.369(4) 2.737(5) 102.1(3) 1_555 ? # x,y,z