Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_{Ni(1,4-diaminobenzene)(btcH2)2(H2O)2] _database_code_CSD 162906 _journal_coden_Cambridge 182 _publ_contact_author 'Professor Matthew J. Rosseinsky' _publ_contact_author_address ; Matthew J. Rosseinsky Department of Chemistry University of Liverpool Liverpool L69 7ZD UK ; _publ_contact_author_phone '(44) 151 7943499' _publ_contact_author_fax '(44) 151 7943587' _publ_contact_author_email 'm.j.rosseinsky@liv.ac.uk' _publ_requested_journal 'Chem. Comm.' _publ_requested_coeditor_name ; ? ; _publ_section_title ; A dense coordination polymer bearing an extensive and highly intricate hydrogen bonding array ; loop_ _publ_author_name _publ_author_address 'Prior, Timothy J.' ; Department of Chemistry University of Liverpool Liverpool L69 7ZD UK ; 'Rosseinsky, Matthew J.' ; Department of Chemistry University of Liverpool Liverpool L69 7ZD UK ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C12 H 11 N1 Ni0.5 O7' _chemical_formula_structural 'Ni0.5(C6H4(NH2)2)0.5(C9H5O6)(H2O)' _chemical_formula_sum 'C12 H11 N1 Ni 0.5 O7' _chemical_formula_weight 310.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.6480(18) _cell_length_b 8.550(2) _cell_length_c 11.124(3) _cell_angle_alpha 70.280(6) _cell_angle_beta 79.594(6) _cell_angle_gamma 76.093(6) _cell_volume 574.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4777 _cell_measurement_theta_min 3.47 _cell_measurement_theta_max 29.38 _exptl_crystal_description 'platelet' _exptl_crystal_colour 'purple' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 320 _exptl_absorpt_coefficient_mu 0.932 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 0.95 _exptl_apsorpt_process_details ; Sheldrick, G. M., SADABS; Universitat Gottingen, 1997' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.69410 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8, UK' _diffrn_radiation_monochromator 'Silicon 111' _diffrn_measurement_device_type 'Bruker AXS SMART CCD diffractometer' _diffrn_measurement_method 'omega rotation with narrow frames' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5650 _diffrn_reflns_av_R_equivalents 0.0119 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 29.38 _reflns_number_total 2987 _reflns_number_gt 2744 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS SMART' _computing_cell_refinement 'LSCELL (Clegg, 1997)' _computing_data_reduction 'Bruker AXS SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond (Brandenburg)' _computing_publication_material 'Stoe X-step' _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. The material is an unusual combination of coordination polymer and extended hydrogen-bonding layers. Infinite hydrogen-bonded decks are joined by the coordination polymer chains to generate a 3-D architecture. The crystallographic data are extremely good quality. All non-hydrogen atoms are modelled using anisotropic temperature factors. Hydrogen atoms can be located in the difference map. Hydrogen atoms are fitted using a riding model except those listed below. Constraints on the hydrogen are given in SHELX format: DFIX 0.86 0.05 O7 H7A O7 H7B DFIX 0.84 0.03 O2 H2 O4 H4 SADI N1 H1A N1 H1B No disorder is present in this material. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0769P)^2^+0.6710P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2987 _refine_ls_number_parameters 211 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1279 _refine_ls_wR_factor_gt 0.1256 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8969(3) 0.1632(3) 1.1838(2) 0.0140(4) Uani 1 d . . . O1 O 0.9101(3) 0.1748(2) 1.28759(16) 0.0203(4) Uani 1 d . . . O2 O 0.9410(3) 0.0181(2) 1.15859(17) 0.0239(4) Uani 1 d D . . H2 H 0.987(6) -0.062(4) 1.218(3) 0.033(10) Uiso 1 d D . . C2 C 0.8324(3) 0.3100(3) 1.0709(2) 0.0119(4) Uani 1 d . . . C3 C 0.7623(3) 0.4707(3) 1.0843(2) 0.0116(4) Uani 1 d . . . H3 H 0.7559 0.4874 1.1652 0.014 Uiso 1 calc R . . C4 C 0.7017(3) 0.6067(3) 0.9777(2) 0.0115(4) Uani 1 d . . . C5 C 0.6212(3) 0.7776(3) 0.9914(2) 0.0134(4) Uani 1 d . . . O3 O 0.6028(3) 0.8048(2) 1.09528(16) 0.0188(3) Uani 1 d . . . O4 O 0.5689(3) 0.8946(2) 0.88572(16) 0.0224(4) Uani 1 d D . . H4 H 0.517(9) 0.987(5) 0.900(6) 0.085(19) Uiso 1 d D . . C6 C 0.7037(3) 0.5818(3) 0.86017(19) 0.0119(4) Uani 1 d . . . H6 H 0.6569 0.6748 0.7889 0.014 Uiso 1 calc R . . C7 C 0.7742(3) 0.4206(3) 0.8468(2) 0.0120(4) Uani 1 d . . . C8 C 0.7564(3) 0.3942(3) 0.7223(2) 0.0122(4) Uani 1 d . . . O5 O 0.8767(3) 0.2718(2) 0.69021(16) 0.0188(3) Uani 1 d . . . O6 O 0.6157(3) 0.4978(2) 0.65851(15) 0.0147(3) Uani 1 d . . . C9 C 0.8409(3) 0.2856(3) 0.9520(2) 0.0127(4) Uani 1 d . . . H9 H 0.8925 0.1759 0.9430 0.015 Uiso 1 calc R . . Ni1 Ni 0.5000 0.5000 0.5000 0.01101(13) Uani 1 d S . . O7 O 0.7926(3) 0.3786(2) 0.44326(16) 0.0161(3) Uani 1 d D . . H7B H 0.834(5) 0.319(4) 0.514(3) 0.024(8) Uiso 1 d D . . H7A H 0.802(7) 0.310(5) 0.404(4) 0.047(12) Uiso 1 d D . . N1 N 0.3888(3) 0.2726(2) 0.60388(18) 0.0151(4) Uani 1 d D . . H1A H 0.425(5) 0.243(4) 0.685(2) 0.012(7) Uiso 1 d D . . H1B H 0.248(4) 0.308(5) 0.613(4) 0.028(9) Uiso 1 d D . . C10 C 0.4435(3) 0.1326(3) 0.5529(2) 0.0133(4) Uani 1 d . . . C11 C 0.3167(4) 0.1164(3) 0.4731(2) 0.0151(4) Uani 1 d . . . H11 H 0.1910 0.1965 0.4544 0.018 Uiso 1 calc R . . C12 C 0.6277(4) 0.0158(3) 0.5794(2) 0.0150(4) Uani 1 d . . . H12 H 0.7157 0.0265 0.6335 0.018 Uiso 1 calc R . . 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 C1 0.0170(10) 0.0111(9) 0.0126(9) -0.0032(7) -0.0029(7) 0.0002(7) O1 0.0328(10) 0.0151(8) 0.0130(7) -0.0068(6) -0.0070(7) 0.0020(7) O2 0.0430(11) 0.0110(8) 0.0161(8) -0.0061(6) -0.0134(7) 0.0078(7) C2 0.0129(9) 0.0108(9) 0.0119(9) -0.0039(7) -0.0037(7) 0.0001(7) C3 0.0117(9) 0.0119(9) 0.0117(9) -0.0052(7) -0.0010(7) -0.0010(7) C4 0.0131(9) 0.0093(9) 0.0131(9) -0.0054(7) -0.0014(7) -0.0008(7) C5 0.0154(9) 0.0110(9) 0.0148(9) -0.0057(8) -0.0020(7) -0.0013(7) O3 0.0313(9) 0.0113(7) 0.0145(7) -0.0068(6) -0.0042(6) 0.0001(6) O4 0.0392(11) 0.0104(8) 0.0131(7) -0.0026(6) -0.0047(7) 0.0034(7) C6 0.0135(9) 0.0104(9) 0.0118(9) -0.0030(7) -0.0027(7) -0.0018(7) C7 0.0134(9) 0.0119(9) 0.0113(9) -0.0051(7) -0.0019(7) -0.0008(7) C8 0.0161(9) 0.0099(9) 0.0108(9) -0.0041(7) -0.0020(7) -0.0014(7) O5 0.0259(9) 0.0152(8) 0.0146(7) -0.0079(6) -0.0080(6) 0.0061(6) O6 0.0194(8) 0.0125(7) 0.0139(7) -0.0065(6) -0.0067(6) 0.0010(6) C9 0.0138(9) 0.0113(9) 0.0136(9) -0.0063(7) -0.0026(7) 0.0006(7) Ni1 0.0145(2) 0.00866(19) 0.01019(19) -0.00424(13) -0.00340(13) 0.00059(13) O7 0.0202(8) 0.0138(7) 0.0152(7) -0.0074(6) -0.0048(6) 0.0017(6) N1 0.0194(9) 0.0129(8) 0.0140(8) -0.0070(7) -0.0011(7) -0.0014(7) C10 0.0178(10) 0.0088(8) 0.0131(9) -0.0044(7) 0.0005(7) -0.0024(7) C11 0.0162(10) 0.0118(9) 0.0170(10) -0.0046(8) -0.0036(8) -0.0003(7) C12 0.0190(10) 0.0123(9) 0.0145(9) -0.0034(8) -0.0059(8) -0.0022(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.212(3) . ? C1 O2 1.317(3) . ? C1 C2 1.487(3) . ? C2 C3 1.390(3) . ? C2 C9 1.397(3) . ? C3 C4 1.392(3) . ? C4 C6 1.391(3) . ? C4 C5 1.480(3) . ? C5 O3 1.233(3) . ? C5 O4 1.300(3) . ? C6 C7 1.394(3) . ? C7 C9 1.388(3) . ? C7 C8 1.505(3) . ? C8 O6 1.257(3) . ? C8 O5 1.268(3) . ? O6 Ni1 2.0402(16) . ? Ni1 O6 2.0402(16) 2_666 ? Ni1 O7 2.0708(17) . ? Ni1 O7 2.0708(17) 2_666 ? Ni1 N1 2.128(2) . ? Ni1 N1 2.128(2) 2_666 ? N1 C10 1.436(3) . ? C10 C11 1.388(3) . ? C10 C12 1.388(3) . ? C11 C12 1.387(3) 2_656 ? C12 C11 1.387(3) 2_656 ? 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_3 _geom_angle_publ_flag O1 C1 O2 123.3(2) . . ? O1 C1 C2 124.1(2) . . ? O2 C1 C2 112.59(18) . . ? C3 C2 C9 120.32(19) . . ? C3 C2 C1 119.88(19) . . ? C9 C2 C1 119.80(19) . . ? C2 C3 C4 119.17(19) . . ? C6 C4 C3 120.60(19) . . ? C6 C4 C5 119.51(19) . . ? C3 C4 C5 119.77(19) . . ? O3 C5 O4 123.4(2) . . ? O3 C5 C4 122.3(2) . . ? O4 C5 C4 114.37(19) . . ? C4 C6 C7 120.13(19) . . ? C9 C7 C6 119.37(19) . . ? C9 C7 C8 121.41(19) . . ? C6 C7 C8 118.95(18) . . ? O6 C8 O5 125.0(2) . . ? O6 C8 C7 115.28(18) . . ? O5 C8 C7 119.70(19) . . ? C8 O6 Ni1 131.04(14) . . ? C7 C9 C2 120.36(19) . . ? O6 Ni1 O7 88.37(7) . . ? O6 Ni1 O7 91.63(7) 2_666 . ? O6 Ni1 O7 91.63(7) . 2_666 ? O6 Ni1 O7 88.37(7) 2_666 2_666 ? O6 Ni1 N1 91.19(7) . . ? O6 Ni1 N1 88.81(7) 2_666 . ? O7 Ni1 N1 94.88(7) . . ? O7 Ni1 N1 85.12(7) 2_666 . ? O6 Ni1 N1 88.81(7) . 2_666 ? O6 Ni1 N1 91.19(7) 2_666 2_666 ? O7 Ni1 N1 85.12(7) . 2_666 ? O7 Ni1 N1 94.88(7) 2_666 2_666 ? C10 N1 Ni1 119.46(14) . . ? C11 C10 C12 119.54(19) . . ? C11 C10 N1 120.3(2) . . ? C12 C10 N1 120.1(2) . . ? C12 C11 C10 120.5(2) 2_656 . ? C11 C12 C10 120.0(2) 2_656 . ? _diffrn_measured_fraction_theta_max 0.883 _diffrn_reflns_theta_full 29.31 _diffrn_measured_fraction_theta_full 0.883 _refine_diff_density_max 0.499 _refine_diff_density_min -0.551 _refine_diff_density_rms 0.100