data_ras1604SN _audit_creation_date "16-06-23" _audit_creation_method CRYSTALS_ver_14.40 _audit_update_record ; 2016-06-23 - Report on C26 H44 Cu2 N16 Ni2 O6 by Anthony C. Willis for Rasoul Vafazadeh and Amine Dehghani 2016-06-23 - passes checkcif tests with minor warnings ; _oxford_structure_analysis_title 'Z:\ras1604SN\Tony_ras1604SN_data At 11:50 on' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 9.1232(6) _cell_length_b 10.2600(6) _cell_length_c 10.4739(6) _cell_angle_alpha 78.683(5) _cell_angle_beta 78.604(5) _cell_angle_gamma 79.671(5) _cell_volume 932.26(10) _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' 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 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' Cu -1.9646 0.5888 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 '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' Ni -3.0029 0.5091 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 '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' _cell_formula_units_Z 1 # Given Formula = C28 H40 Cu2 N16 Ni2 O8 # Dc = 1.73 Fooo = 474.00 Mu = 30.25 M = 486.62 # Found Formula = C26 H44 Cu2 N16 Ni2 O6 # Dc = 1.64 FOOO = 474.00 Mu = 29.41 M = 460.63 _chemical_formula_sum 'C26 H44 Cu2 N16 Ni2 O6' _chemical_formula_moiety 'C24 H36 Cu2 N16 Ni2 O4, 2( C H3 O H)' _chemical_compound_source ' Yazd University ' _chemical_formula_weight 921.25 _cell_measurement_reflns_used 9323 _cell_measurement_theta_min 4 _cell_measurement_theta_max 72 _cell_measurement_temperature 150 _exptl_crystal_description 'plate' _exptl_crystal_colour 'blue' _exptl_crystal_size_min 0.035 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_max 0.232 _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 474 _exptl_absorpt_coefficient_mu 2.941 # Sheldrick geometric approximatio 0.68 0.90 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.90 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, EosS2' _diffrn_radiation_source 'Supernova (Cu) X-ray Source' _diffrn_measurement_device 'Area' _diffrn_radiation_monochromator 'mirror' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32) ; _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2015)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2015)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'PLATON (Spek, 2008)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 14724 _reflns_number_total 3685 _diffrn_reflns_av_R_equivalents 0.023 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 3685 # Theoretical number of reflections is about 7366 _diffrn_reflns_theta_min 4.443 _diffrn_reflns_theta_max 72.275 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 72.275 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _reflns_limit_h_min -10 _reflns_limit_h_max 11 _reflns_limit_k_min -12 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 12 _oxford_diffrn_Wilson_B_factor 1.73 _oxford_diffrn_Wilson_scale 0.03 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.35 _refine_diff_density_max 0.32 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 3685 _refine_ls_number_restraints 6 _refine_ls_number_parameters 301 _oxford_refine_ls_R_factor_ref 0.0260 _refine_ls_wR_factor_ref 0.0685 _refine_ls_goodness_of_fit_ref 1.0105 _refine_ls_shift/su_max 0.0058283 _refine_ls_shift/su_mean 0.0002144 # The values computed with all filters except I/sigma _oxford_reflns_number_all 3685 _refine_ls_R_factor_all 0.0260 _refine_ls_wR_factor_all 0.0685 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3555 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_gt 0.0679 # 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 Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment refxyz #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 0.53P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # 1. SUBMISSION DETAILS _publ_requested_journal ' test ' _publ_requested_category fm _publ_contact_author_name ' Anthony C. Willis ' _publ_contact_author_address ; Research School of Chemistry, Australian National University, Canberra, A. C. T. 2601, Australia ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 61 2 6125 4109 ' _publ_contact_author_fax ' 61 2 6125 0750 ' _publ_contact_author_email ' Anthony.Willis@anu.edu.au ' #============================================================================= # 2. 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 ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Crystal structure of [Cu(C~8~H~18~N~4~O~2~)Ni(CN)~4~]~2~.2CH~3~OH --- ras1604SN ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address ' Amine Dehghani ' ; Department of Chemistry, Yazd University, Yazd, Iran ; 'Rasoul Vafazadeh ' ; Department of Chemistry, Yazd University, Yazd, Iran ; ' Anthony C. Willis ' ; Research School of Chemistry, The Australian National University, Canberra, A. C. T. 2601, Australia ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [Cu(C~8~H~18~N~4~O~2~)Ni(CN)~4~]~2~.2CH~3~OH is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one half of a [Cu(C~8~H~18~N~4~O~2~)Ni(CN)~4~]~2~ dimer and one methanol molecule of crystallization. The other half of the dimer is generated by a crystallographic inversion operation. There are also longer Cu---O contacts of 2.9070(15) \%A between the Cu atom and O(2) of an adjacent dimer. These contacts link the dimers into infinite chains. About the Cu atom, this extra contact is trans to N(6)(1-x,1-y,1-z). ; _publ_section_acknowledgements # Acknowledgments ; ; _publ_section_figure_captions #Captions to figures ; Figure 1. Structure of the [Cu(C~8~H~18~N~4~O~2~)Ni(CN)~4~]~2~ dimer with labelling of selected atoms. The suffix a indicates an atom generated by the crystallographic inversion symmetry operation. Anisotropic displacement ellipsoids display 30% probability levels. Hydrogen atoms are drawn as circles with small radii. ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; ; _publ_section_exptl_prep ; The compound was prepared by AD and recrystallised from methanol. The sample identification was D3. ; _refine_special_details #Text of the paper ; All H atoms were located in a difference electron density map, but those bonded to C were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98\%A, N---H = 0.87\%A, O---H = 0.83\%A) and with U~iso~(H) in the range 1.2-1.5 times U~eq~ of the parent atom, after which the positions of the H atoms were refined without constraints though angles about C13 were restrained to expected values. Most of the largest peaks in the final difference electron density map are located midway between bonded atoms. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Spek, A.L. (2008). PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. ; # 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 Cu1 Cu 0.71346(2) 0.35984(2) 0.69938(2) 0.0180 1.0000 Uani . . . . . . Ni1 Ni 0.63412(3) 0.83620(3) 0.50197(3) 0.0176 1.0000 Uani . . . . . . O1 O 0.63834(13) 0.38786(11) 0.89110(11) 0.0212 1.0000 Uani . . . . . . O2 O 0.99757(16) 0.55142(14) 0.31513(14) 0.0348 1.0000 Uani . . . . . . O3 O 0.86664(17) 0.80393(16) 0.95959(14) 0.0382 1.0000 Uani D . . . . . N1 N 0.57160(18) 0.32663(16) 1.10962(15) 0.0266 1.0000 Uani . . . . . . N2 N 0.83017(16) 0.17924(14) 0.75215(14) 0.0217 1.0000 Uani . . . . . . N3 N 0.83439(16) 0.34713(14) 0.51501(14) 0.0224 1.0000 Uani . . . . . . N4 N 1.0967(2) 0.44683(19) 0.14161(17) 0.0360 1.0000 Uani . . . . . . N5 N 0.64956(15) 0.55319(14) 0.64847(13) 0.0212 1.0000 Uani . . . . . . N6 N 0.48232(16) 0.73163(14) 0.31929(14) 0.0241 1.0000 Uani . . . . . . N7 N 0.66642(17) 1.10285(15) 0.32264(14) 0.0265 1.0000 Uani . . . . . . N8 N 0.75232(19) 0.91373(16) 0.72242(16) 0.0319 1.0000 Uani . . . . . . C1 C 0.64372(18) 0.30032(16) 0.99380(16) 0.0211 1.0000 Uani . . . . . . C2 C 0.7308(3) 0.16142(19) 0.98976(19) 0.0333 1.0000 Uani . . . . . . C3 C 0.8707(2) 0.15538(19) 0.88461(18) 0.0310 1.0000 Uani . . . . . . C4 C 0.96239(19) 0.15734(18) 0.64747(18) 0.0262 1.0000 Uani . . . . . . C5 C 0.9087(2) 0.20629(19) 0.51690(18) 0.0275 1.0000 Uani . . . . . . C6 C 0.7553(2) 0.40052(19) 0.40074(17) 0.0278 1.0000 Uani . . . . . . C7 C 0.8562(2) 0.3954(2) 0.26657(18) 0.0302 1.0000 Uani . . . . . . C8 C 0.9902(2) 0.47132(18) 0.24469(17) 0.0267 1.0000 Uani . . . . . . C9 C 0.64016(17) 0.66314(16) 0.59720(15) 0.0196 1.0000 Uani . . . . . . C10 C 0.54507(17) 0.77626(16) 0.38187(16) 0.0206 1.0000 Uani . . . . . . C11 C 0.65327(17) 1.00197(16) 0.39115(15) 0.0198 1.0000 Uani . . . . . . C12 C 0.71116(18) 0.88698(16) 0.63485(17) 0.0227 1.0000 Uani . . . . . . C13 C 0.7470(3) 0.7875(3) 1.0676(2) 0.0441 1.0000 Uani D . . . . . H1 H 0.519(3) 0.401(3) 1.116(2) 0.0319 1.0000 Uiso . . . . . . H2 H 0.584(3) 0.267(3) 1.175(2) 0.0325 1.0000 Uiso . . . . . . H3 H 0.768(3) 0.122(2) 0.752(2) 0.0331 1.0000 Uiso . . . . . . H4 H 0.901(3) 0.398(2) 0.511(2) 0.0334 1.0000 Uiso . . . . . . H5 H 1.181(3) 0.487(3) 0.130(3) 0.0433 1.0000 Uiso . . . . . . H6 H 1.092(3) 0.370(3) 0.104(3) 0.0439 1.0000 Uiso . . . . . . H7 H 0.825(3) 0.846(3) 0.890(3) 0.0572 1.0000 Uiso . . . . . . H21 H 0.657(3) 0.107(3) 0.976(2) 0.0399 1.0000 Uiso . . . . . . H22 H 0.757(3) 0.128(3) 1.067(3) 0.0413 1.0000 Uiso . . . . . . H31 H 0.929(3) 0.073(3) 0.902(2) 0.0376 1.0000 Uiso . . . . . . H32 H 0.933(3) 0.226(2) 0.889(2) 0.0368 1.0000 Uiso . . . . . . H41 H 1.003(3) 0.062(2) 0.658(2) 0.0307 1.0000 Uiso . . . . . . H42 H 1.039(3) 0.210(2) 0.662(2) 0.0306 1.0000 Uiso . . . . . . H51 H 0.836(3) 0.155(2) 0.508(2) 0.0324 1.0000 Uiso . . . . . . H52 H 0.989(3) 0.198(2) 0.442(2) 0.0333 1.0000 Uiso . . . . . . H61 H 0.671(3) 0.346(2) 0.411(2) 0.0329 1.0000 Uiso . . . . . . H62 H 0.710(3) 0.499(2) 0.402(2) 0.0335 1.0000 Uiso . . . . . . H71 H 0.791(3) 0.447(2) 0.198(2) 0.0359 1.0000 Uiso . . . . . . H72 H 0.894(3) 0.303(3) 0.249(2) 0.0354 1.0000 Uiso . . . . . . H131 H 0.680(3) 0.872(3) 1.079(2) 0.0679 1.0000 Uiso D . . . . . H132 H 0.681(3) 0.722(3) 1.052(2) 0.0671 1.0000 Uiso D . . . . . H133 H 0.789(3) 0.745(3) 1.154(3) 0.0677 1.0000 Uiso D . . . . . 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 Cu1 0.02281(13) 0.01474(13) 0.01612(13) -0.00205(9) -0.00524(9) 0.00012(9) Ni1 0.02110(14) 0.01488(14) 0.01729(15) 0.00019(10) -0.00636(10) -0.00328(10) O1 0.0297(6) 0.0169(5) 0.0159(5) -0.0004(4) -0.0055(4) -0.0010(4) O2 0.0405(7) 0.0337(7) 0.0357(7) -0.0093(6) -0.0099(6) -0.0126(6) O3 0.0409(8) 0.0483(9) 0.0283(7) -0.0051(6) -0.0101(6) -0.0107(6) N1 0.0375(8) 0.0221(7) 0.0169(7) 0.0016(6) -0.0046(6) -0.0007(6) N2 0.0226(6) 0.0198(7) 0.0231(7) -0.0039(5) -0.0069(5) -0.0001(5) N3 0.0240(7) 0.0224(7) 0.0217(7) -0.0047(5) -0.0042(5) -0.0038(5) N4 0.0363(9) 0.0433(10) 0.0326(9) -0.0086(7) -0.0023(7) -0.0183(7) N5 0.0264(7) 0.0196(7) 0.0173(6) -0.0023(5) -0.0045(5) -0.0024(5) N6 0.0244(7) 0.0249(7) 0.0250(7) -0.0043(6) -0.0072(5) -0.0049(5) N7 0.0323(7) 0.0236(7) 0.0225(7) 0.0021(6) -0.0069(6) -0.0054(6) N8 0.0416(9) 0.0293(8) 0.0298(8) -0.0041(6) -0.0152(7) -0.0087(7) C1 0.0270(8) 0.0188(7) 0.0188(7) -0.0008(6) -0.0071(6) -0.0055(6) C2 0.0528(12) 0.0212(9) 0.0206(9) 0.0027(7) -0.0076(8) 0.0035(8) C3 0.0384(10) 0.0261(9) 0.0278(9) -0.0036(7) -0.0166(8) 0.0081(8) C4 0.0216(8) 0.0246(9) 0.0314(9) -0.0070(7) -0.0035(7) 0.0008(6) C5 0.0274(8) 0.0278(9) 0.0272(9) -0.0109(7) -0.0022(7) 0.0003(7) C6 0.0294(9) 0.0332(10) 0.0225(8) -0.0051(7) -0.0068(7) -0.0057(7) C7 0.0345(9) 0.0352(10) 0.0245(9) -0.0072(7) -0.0054(7) -0.0121(8) C8 0.0333(9) 0.0248(8) 0.0230(8) -0.0002(7) -0.0083(7) -0.0067(7) C9 0.0216(7) 0.0220(8) 0.0161(7) -0.0039(6) -0.0052(6) -0.0023(6) C10 0.0212(7) 0.0184(7) 0.0198(7) 0.0016(6) -0.0032(6) -0.0021(6) C11 0.0193(7) 0.0218(8) 0.0191(7) -0.0038(6) -0.0056(6) -0.0018(6) C12 0.0248(8) 0.0174(7) 0.0248(8) 0.0009(6) -0.0060(6) -0.0031(6) C13 0.0463(12) 0.0438(12) 0.0398(12) -0.0046(10) -0.0033(9) -0.0075(10) _refine_ls_extinction_method 'None' _oxford_refine_ls_scale 6.20(10) 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 Cu1 . N6 2_666 2.2182(14) yes Cu1 . O1 . 2.0486(11) yes Cu1 . N2 . 1.9989(14) yes Cu1 . N3 . 2.0417(14) yes Cu1 . N5 . 1.9628(14) yes Ni1 . C9 . 1.8553(16) yes Ni1 . C10 . 1.8728(17) yes Ni1 . C11 . 1.8767(16) yes Ni1 . C12 . 1.8721(17) yes O1 . C1 . 1.2617(19) yes O2 . C8 . 1.225(2) yes O3 . C13 . 1.415(3) yes O3 . H7 . 0.89(3) no N1 . C1 . 1.314(2) yes N1 . H1 . 0.83(3) no N1 . H2 . 0.83(3) no N2 . C3 . 1.469(2) yes N2 . C4 . 1.478(2) yes N2 . H3 . 0.89(2) no N3 . C5 . 1.480(2) yes N3 . C6 . 1.482(2) yes N3 . H4 . 0.86(2) no N4 . C8 . 1.333(3) yes N4 . H5 . 0.91(3) no N4 . H6 . 0.96(3) no N5 . C9 . 1.146(2) yes N6 . C10 . 1.152(2) yes N7 . C11 . 1.149(2) yes N8 . C12 . 1.153(2) yes C1 . C2 . 1.506(2) yes C2 . C3 . 1.513(3) yes C2 . H21 . 0.99(3) no C2 . H22 . 0.88(3) no C3 . H31 . 0.92(3) no C3 . H32 . 1.01(3) no C4 . C5 . 1.506(3) yes C4 . H41 . 0.98(2) no C4 . H42 . 1.01(2) no C5 . H51 . 0.95(2) no C5 . H52 . 0.96(2) no C6 . C7 . 1.525(2) yes C6 . H61 . 1.01(2) no C6 . H62 . 1.02(2) no C7 . C8 . 1.522(2) yes C7 . H71 . 1.03(2) no C7 . H72 . 0.99(2) no C13 . H131 . 0.98(3) no C13 . H132 . 1.03(3) no C13 . H133 . 1.04(3) 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 N6 2_666 Cu1 . O1 . 96.04(5) yes N6 2_666 Cu1 . N2 . 91.60(6) yes O1 . Cu1 . N2 . 93.10(5) yes N6 2_666 Cu1 . N3 . 97.80(6) yes O1 . Cu1 . N3 . 166.06(5) yes N2 . Cu1 . N3 . 84.94(6) yes N6 2_666 Cu1 . N5 . 103.55(6) yes O1 . Cu1 . N5 . 86.90(5) yes N2 . Cu1 . N5 . 164.77(6) yes N3 . Cu1 . N5 . 91.40(6) yes C9 . Ni1 . C10 . 86.88(7) yes C9 . Ni1 . C11 . 171.96(7) yes C10 . Ni1 . C11 . 92.14(7) yes C9 . Ni1 . C12 . 89.11(7) yes C10 . Ni1 . C12 . 174.55(7) yes C11 . Ni1 . C12 . 92.34(7) yes Cu1 . O1 . C1 . 127.17(11) yes C13 . O3 . H7 . 106.7(19) no C1 . N1 . H1 . 120.1(17) no C1 . N1 . H2 . 116.6(16) no H1 . N1 . H2 . 123(2) no Cu1 . N2 . C3 . 115.10(11) yes Cu1 . N2 . C4 . 108.28(10) yes C3 . N2 . C4 . 112.92(14) yes Cu1 . N2 . H3 . 104.2(15) no C3 . N2 . H3 . 107.9(15) no C4 . N2 . H3 . 107.9(15) no Cu1 . N3 . C5 . 107.12(11) yes Cu1 . N3 . C6 . 117.71(11) yes C5 . N3 . C6 . 113.45(14) yes Cu1 . N3 . H4 . 100.7(16) no C5 . N3 . H4 . 109.5(16) no C6 . N3 . H4 . 107.5(16) no C8 . N4 . H5 . 116.5(16) no C8 . N4 . H6 . 116.1(15) no H5 . N4 . H6 . 125(2) no Cu1 . N5 . C9 . 164.64(13) yes Cu1 2_666 N6 . C10 . 150.09(13) yes N1 . C1 . O1 . 120.99(16) yes N1 . C1 . C2 . 116.97(15) yes O1 . C1 . C2 . 122.04(15) yes C1 . C2 . C3 . 114.33(15) yes C1 . C2 . H21 . 104.9(15) no C3 . C2 . H21 . 111.7(15) no C1 . C2 . H22 . 109.2(17) no C3 . C2 . H22 . 108.8(17) no H21 . C2 . H22 . 108(2) no C2 . C3 . N2 . 110.95(15) yes C2 . C3 . H31 . 108.5(15) no N2 . C3 . H31 . 111.2(15) no C2 . C3 . H32 . 109.8(13) no N2 . C3 . H32 . 108.6(13) no H31 . C3 . H32 . 107.7(20) no N2 . C4 . C5 . 107.16(13) yes N2 . C4 . H41 . 108.8(13) no C5 . C4 . H41 . 111.8(13) no N2 . C4 . H42 . 106.1(13) no C5 . C4 . H42 . 112.9(13) no H41 . C4 . H42 . 109.7(18) no C4 . C5 . N3 . 108.09(14) yes C4 . C5 . H51 . 110.4(14) no N3 . C5 . H51 . 107.6(14) no C4 . C5 . H52 . 112.7(14) no N3 . C5 . H52 . 111.6(14) no H51 . C5 . H52 . 106.4(19) no N3 . C6 . C7 . 114.31(15) yes N3 . C6 . H61 . 106.4(13) no C7 . C6 . H61 . 110.3(13) no N3 . C6 . H62 . 110.4(13) no C7 . C6 . H62 . 106.5(13) no H61 . C6 . H62 . 108.8(18) no C6 . C7 . C8 . 113.62(15) yes C6 . C7 . H71 . 105.8(13) no C8 . C7 . H71 . 104.8(13) no C6 . C7 . H72 . 113.4(14) no C8 . C7 . H72 . 108.7(14) no H71 . C7 . H72 . 110.1(19) no C7 . C8 . N4 . 115.12(16) yes C7 . C8 . O2 . 122.20(17) yes N4 . C8 . O2 . 122.66(17) yes N5 . C9 . Ni1 . 175.34(14) yes N6 . C10 . Ni1 . 172.85(14) yes N7 . C11 . Ni1 . 179.28(14) yes N8 . C12 . Ni1 . 175.69(15) yes O3 . C13 . H131 . 112.3(13) no O3 . C13 . H132 . 109.8(12) no H131 . C13 . H132 . 107.0(15) no O3 . C13 . H133 . 110.5(12) no H131 . C13 . H133 . 110.6(15) no H132 . C13 . H133 . 106.5(15) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag N1 . H1 . O1 2_667 173(2) 0.83(3) 2.37(3) 3.199(3) yes N1 . H2 . N7 1_546 168(2) 0.83(3) 2.19(3) 3.006(3) yes N2 . H3 . N8 1_545 145(2) 0.89(3) 2.25(3) 3.023(3) yes N3 . H4 . O2 . 125.1(19) 0.86(2) 2.45(2) 3.026(3) yes N3 . H4 . O2 2_766 129.7(20) 0.86(2) 2.37(2) 2.996(3) yes N4 . H5 . O1 2_766 171(2) 0.91(2) 2.22(2) 3.123(3) yes N4 . H6 . O3 2_766 165(2) 0.96(2) 1.97(2) 2.911(3) yes O3 . H7 . N8 . 170(3) 0.89(2) 1.96(2) 2.834(3) yes 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 N2 Cu1 O1 C1 -13.83(14) . . . . no N5 Cu1 O1 C1 -178.58(14) . . . . no N6 Cu1 O1 C1 78.11(14) 2_666 . . . no O2 Cu1 O1 C1 -96.66(14) 2_766 . . . no O1 Cu1 N2 C3 -22.13(12) . . . . no O1 Cu1 N2 C4 -149.56(11) . . . . no N3 Cu1 N2 C3 144.03(13) . . . . no N3 Cu1 N2 C4 16.61(11) . . . . no N6 Cu1 N2 C3 -118.27(12) 2_666 . . . no N6 Cu1 N2 C4 114.30(11) 2_666 . . . no O2 Cu1 N2 C3 71.45(12) 2_766 . . . no O2 Cu1 N2 C4 -55.98(11) 2_766 . . . no N2 Cu1 N3 C5 12.80(11) . . . . no N2 Cu1 N3 C6 141.99(13) . . . . no N5 Cu1 N3 C5 177.99(11) . . . . no N5 Cu1 N3 C6 -52.83(13) . . . . no N6 Cu1 N3 C5 -78.12(11) 2_666 . . . no N6 Cu1 N3 C6 51.06(13) 2_666 . . . no O2 Cu1 N3 C5 96.69(11) 2_766 . . . no O2 Cu1 N3 C6 -134.13(13) 2_766 . . . no O1 Cu1 N6 C10 177.9(3) . . 2_666 2_666 no N2 Cu1 N6 C10 -88.8(3) . . 2_666 2_666 no N3 Cu1 N6 C10 -3.7(3) . . 2_666 2_666 no N5 Cu1 N6 C10 89.6(3) . . 2_666 2_666 no O1 Cu1 O2 C8 -27.64(14) . . 2_766 2_766 no N2 Cu1 O2 C8 -120.26(14) . . 2_766 2_766 no N3 Cu1 O2 C8 152.71(14) . . 2_766 2_766 no N5 Cu1 O2 C8 58.68(14) . . 2_766 2_766 no Cu1 O1 C1 N1 -169.73(13) . . . . no Cu1 O1 C1 C2 9.6(2) . . . . no Cu1 O2 C8 N4 -15.8(2) 2_766 . . . no Cu1 O2 C8 C7 165.90(13) 2_766 . . . no Cu1 N2 C3 C2 62.27(17) . . . . no C4 N2 C3 C2 -172.69(15) . . . . no Cu1 N2 C4 C5 -42.41(16) . . . . no C3 N2 C4 C5 -171.07(15) . . . . no Cu1 N3 C5 C4 -39.37(16) . . . . no C6 N3 C5 C4 -170.95(14) . . . . no Cu1 N3 C6 C7 176.22(12) . . . . no C5 N3 C6 C7 -57.6(2) . . . . no O1 C1 C2 C3 32.2(3) . . . . no N1 C1 C2 C3 -148.46(18) . . . . no C1 C2 C3 N2 -71.1(2) . . . . no N2 C4 C5 N3 54.67(18) . . . . no N3 C6 C7 C8 -58.0(2) . . . . no C6 C7 C8 O2 -14.7(3) . . . . no C6 C7 C8 N4 166.92(17) . . . . 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 Cu1 O2 2.9070(15) . 2_766 no Cu1 N4 3.6574(19) . 2_766 no Cu1 H21 3.51(2) . . no Ni1 Ni1 3.7847(5) . 2_676 no Ni1 N7 3.0215(16) . 2_676 no Ni1 C4 3.7114(18) . 2_766 no Ni1 C11 2.9821(16) . 2_676 no O1 N2 2.9386(18) . . no O1 N5 2.7593(18) . . no O1 C3 2.895(2) . . no O1 N6 3.1739(19) . 2_666 no O1 N1 3.199(2) . 2_667 no O1 N4 3.123(2) . 2_766 no O2 N3 3.026(2) . . no O2 C4 3.182(2) . 2_766 no O2 N3 2.996(2) . 2_766 no O3 C3 3.279(2) . 2_767 no O3 N8 2.834(2) . . no O3 N4 2.911(3) . 2_766 no N1 N7 3.006(2) . 1_546 no N1 N5 3.213(2) . 2_667 no N1 C9 3.299(2) . 2_667 no N2 C1 3.101(2) . . no N2 N8 3.023(2) . 1_545 no N2 N3 2.729(2) . . no N2 C5 2.401(2) . . no N2 N6 3.027(2) . 2_666 no N3 N6 3.212(2) . 2_666 no N3 C4 2.418(2) . . no N3 N5 2.867(2) . . no N5 C6 3.191(2) . . no N5 N6 3.289(2) . 2_666 no N6 C13 3.240(3) . 1_554 no N7 C12 3.370(2) . 2_676 no N7 C2 3.370(2) . 1_564 no N7 C9 3.428(2) . 2_676 no N8 C4 3.300(3) . 1_565 no C4 C11 3.574(2) . 2_766 no C5 C8 3.595(3) . . no C5 C12 3.564(3) . 2_766 no C6 C9 3.592(2) . . no C9 C10 2.563(2) . . no C9 C12 2.615(2) . . no C10 C13 3.431(3) . 1_554 no C10 C11 2.701(2) . . no C11 C12 3.362(2) . 2_676 no C11 C12 2.704(2) . . no C11 C11 3.241(2) . 2_676 no _iucr_refine_instruction_details_constraints ; # # Punched on 23/06/16 at 12:27:30 # #LIST 12 BLOCK CONT SCALE CONT CU ( 1 ,X'S,U'S) UNTIL C ( 13 ) CONT H ( 1 ,X'S) UNTIL H ( 133 ) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 23/06/16 at 12:27:30 # #LIST 16 NO REM 3 H ON SP 3 ANGLE 109.54, 2.0 = CONT O(3) TO C ( 13) TO H(131) CONT O(3) TO C ( 13) TO H(132) CONT O(3) TO C ( 13) TO H(133) ANGLE 0.0, 2.0 = MEAN H(131) TO C ( 13) TO H(132) CONT H(131) TO C ( 13) TO H(133) CONT H(132) TO C ( 13) TO H(133) REM HREST END (DO NOT REMOVE THIS LINE) END ; #===END