data_global _publ_contact_author_name ; Anthony Other ; _publ_contact_author_email 'paul.carr@anu.edu.au' _publ_contact_author_phone ; +44 1865 000000 ; _publ_contact_author_fax ; +44 1865 000000 ; _publ_contact_author_id_iucr ? _publ_contact_author_address ; Chemical Crystallography Laboratory, Department of Chemistry, University of Nowhere, Nowhere, NO1 4T, UK. ; _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica E. ; _publ_requested_journal ; Section E ; _publ_requested_category 'EO' _publ_requested_coeditor_name ; Prof William Clegg ; loop_ _publ_author_name _publ_author_address _publ_author_email _publ_author_footnote 'Carr, Paul D.' ; Research School of Chemistry, Australian National University, Canberra, Act 2601, Australia ; . . 'Vafazadeh, Rasoul' ; Department of Chemistry, Yazd Univeristy, Safayieh, Yazd, Iran ; . . 'Chvoshiyan, Mahshad' ; Department of Chemistry, Yazd Univeristy, Safayieh, Yazd, Iran ; . . _publ_section_title ; Structure report Cen2 (RAS15_PC07X) ; _publ_section_title_footnote . _publ_section_synopsis . _publ_section_abstract ; The expected structure C~10~H~20~CuN~2~O~5~ was not observed in the crystal, insted a molecule of C~16~H~32~Cu~2~N~4~O~8~ was present. A search of the Cambridge Structural Database did not reveal an existing structure for this compound. ; _publ_section_keywords ; crystal structure ; loop_ _publ_body_element _publ_body_title _publ_body_contents section ; Introduction ; ; ; section ; Experimental ; ; ; subsection ; Synthesis and crystallization ; ; ; subsection ; Refinement ; ; Crystal data, data collection and structure refinement details are summarized in Table 1. In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms 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, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints (Cooper et al., 2010). Cooper, R. I., Thompson, A. L. & Watkin, D. J. (2010). J. Appl. Cryst. 43, 1100-1107. ; section ; Results and discussion ; ; ; _publ_section_comment ? _publ_section_exptl_prep ; ; _publ_section_exptl_refinement ; ; _publ_section_acknowledgements ; (type here to add) ; _publ_section_references ; Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487--?. Agilent Technologies, (2013). Yarnton, England. Spek, A. L. (2009). Acta Cryst. D65, 148--155. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786--790. Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; _publ_section_related_literature ; (type here to add) ; _publ_section_figure_captions ; Fig. 1. The title compound with displacement ellipsoids drawn at the 30% probability level. H atoms are shown as spheres of arbitary radius. ; _journal_coden_ASTM ? _journal_coden_Cambridge ? _journal_coeditor_address ? _journal_coeditor_code ? _journal_coeditor_email ? _journal_coeditor_fax ? _journal_coeditor_name ? _journal_coeditor_notes ? _journal_coeditor_phone ? _journal_data_validation_number ? _journal_date_accepted ? _journal_date_from_coeditor ? _journal_date_to_coeditor ? _journal_date_printers_final ? _journal_date_printers_first ? _journal_date_proofs_in ? _journal_date_proofs_out ? _journal_date_recd_copyright ? _journal_date_recd_electronic ? _journal_date_recd_hard_copy ? _journal_issue ? _journal_language ? _journal_name_full ? _journal_page_first ? _journal_page_last ? _journal_paper_category ? _journal_paper_doi ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _journal_techeditor_address ? _journal_techeditor_code ? _journal_techeditor_email ? _journal_techeditor_fax ? _journal_techeditor_name ? _journal_techeditor_notes ? _journal_techeditor_phone ? _journal_volume ? _journal_year ? _iucr_compatibility_tag ? # publcif _publ_body_element loop start # publcif _publ_body_element loop end _audit_update_record ; 2015-05-21 # Formatted by publCIF ; _publcif_datablock.id '{5b90ffe3-165f-466d-847c-ab676c243b24}' loop_ _publcif_info_datablock.id _publcif_info_datablock.publ_exptl _publcif_info_datablock.publ_geom _publcif_info_datablock.structure '{5b90ffe3-165f-466d-847c-ab676c243b24}' . . . _audit_creation_date "2015-05-21" _audit_creation_method CRYSTALS_ver_14.43 _oxford_structure_analysis_title 'C:\Users\PaulCarr\Desktop\ras15_ At 12: 7 on' _chemical_name_systematic ? _chemical_melting_point ? #looking for refcif # Check this file using the IUCr facility at: # http://checkcif.iucr.org/ # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. # choose from: FI FM FO CI CM CO AD # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # data_1 _publcif_datablock.id '{9ec2a858-bdf1-4536-8697-408da07b6c3e}' loop_ _publcif_info_datablock.id _publcif_info_datablock.publ_exptl _publcif_info_datablock.publ_geom _publcif_info_datablock.structure '{9ec2a858-bdf1-4536-8697-408da07b6c3e}' y y y _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ? #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 6.8324(3) _cell_length_b 8.6113(3) _cell_length_c 10.4862(4) _cell_angle_alpha 68.132(4) _cell_angle_beta 88.717(3) _cell_angle_gamma 72.239(4) _cell_volume 542.37(4) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? 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 0.0033 0.0016 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 0.3201 1.2651 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 0.0061 0.0033 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' O 0.0106 0.0060 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 = C16 H30 Cu2 N4 O6 # Dc = 1.54 Fooo = 278.00 Mu = 19.98 M = 250.76 # Found Formula = C16 H32 Cu2 N4 O8 # Dc = 1.64 FOOO = 278.00 Mu = 20.10 M = 267.77 _chemical_formula_sum 'C16 H32 Cu2 N4 O8' _chemical_formula_moiety 'C16 H32 Cu2 N4 O8' _chemical_compound_source ? _chemical_formula_weight 535.54 _cell_measurement_reflns_used 6373 _cell_measurement_theta_min 3 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description ' ' _exptl_crystal_colour 'dark blue' _exptl_crystal_size_min 0.067 _exptl_crystal_size_mid 0.158 _exptl_crystal_size_max 0.241 _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 278 _exptl_absorpt_coefficient_mu 2.010 # Sheldrick geometric approximatio 0.73 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, (2013), Yarnton, England ; _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.87 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _diffrn_measurement_device 'Area' _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Xcalibur, (Agilent Technologies, (2013),' _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, (2013), Yarnton, England ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, (2013), Yarnton, England ; _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'PLATON (Spek, 2009)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 12128 _reflns_number_total 2724 _diffrn_reflns_av_R_equivalents 0.032 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 2724 # Theoretical number of reflections is about 6180 _diffrn_reflns_theta_min 2.104 _diffrn_reflns_theta_max 29.741 _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 25.280 _diffrn_measured_fraction_theta_full 0.974 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min -9 _reflns_limit_h_max 9 _reflns_limit_k_min -10 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 2.21 _oxford_diffrn_Wilson_scale 0.21 _atom_sites_solution_primary other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.49 _refine_diff_density_max 0.46 # 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>-3.0\s(I) _refine_ls_number_reflns 2713 _refine_ls_number_restraints 0 _refine_ls_number_parameters 136 _oxford_refine_ls_R_factor_ref 0.0356 _refine_ls_wR_factor_ref 0.0580 _refine_ls_goodness_of_fit_ref 0.9651 _refine_ls_shift/su_max 0.0005566 _refine_ls_shift/su_mean 0.0000468 # The values computed with all filters except I/sigma _oxford_reflns_number_all 2714 _refine_ls_R_factor_all 0.0357 _refine_ls_wR_factor_all 0.0582 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2412 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_gt 0.0522 # 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 constr #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^) + ( 0.01P)^2^ + 0.69P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order # 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 0.03283(4) 0.82409(3) 0.47169(2) 0.0171 1.0000 Uani . . . . . . O2 O -0.1743(2) 0.95763(17) 0.55902(14) 0.0188 1.0000 Uani . . . . . . C3 C -0.3078(3) 0.9061(2) 0.63725(19) 0.0174 1.0000 Uani . . . . . . O4 O -0.4059(2) 0.98756(19) 0.70603(15) 0.0251 1.0000 Uani . . . . . . C5 C -0.3429(3) 0.7394(3) 0.6415(2) 0.0247 1.0000 Uani . . . . . . H51 H -0.4568 0.7178 0.6899 0.0379 1.0000 Uiso R . . . . . H52 H -0.2279 0.6443 0.6920 0.0383 1.0000 Uiso R . . . . . H53 H -0.3563 0.7392 0.5529 0.0378 1.0000 Uiso R . . . . . O6 O 0.1726(2) 0.67446(17) 0.65667(14) 0.0221 1.0000 Uani . . . . . . C7 C 0.2532(3) 0.5061(3) 0.7044(2) 0.0202 1.0000 Uani . . . . . . O8 O 0.2870(3) 0.41358(19) 0.63512(15) 0.0308 1.0000 Uani . . . . . . C9 C 0.3019(3) 0.4220(3) 0.8601(2) 0.0234 1.0000 Uani . . . . . . C10 C 0.3903(4) 0.2490(3) 0.9215(2) 0.0313 1.0000 Uani . . . . . . H102 H 0.4175 0.1946 1.0187 0.0373 1.0000 Uiso R . . . . . H101 H 0.4290 0.1804 0.8679 0.0372 1.0000 Uiso R . . . . . C11 C 0.2407(4) 0.5424(3) 0.9375(2) 0.0349 1.0000 Uani . . . . . . H113 H 0.2684 0.4754 1.0360 0.0519 1.0000 Uiso R . . . . . H111 H 0.3195 0.6265 0.9130 0.0513 1.0000 Uiso R . . . . . H112 H 0.0957 0.6086 0.9181 0.0521 1.0000 Uiso R . . . . . N12 N -0.1429(3) 0.9724(2) 0.29166(17) 0.0259 1.0000 Uani . . . . . . C13 C -0.0233(3) 0.9435(3) 0.1787(2) 0.0231 1.0000 Uani . . . . . . C14 C 0.1108(3) 0.7522(3) 0.2301(2) 0.0242 1.0000 Uani . . . . . . N15 N 0.2233(3) 0.7075(2) 0.36422(17) 0.0205 1.0000 Uani . . . . . . H152 H 0.3254 0.7514 0.3522 0.0312 1.0000 Uiso R . . . . . H151 H 0.2686 0.5941 0.4136 0.0311 1.0000 Uiso R . . . . . H141 H 0.2079 0.7303 0.1661 0.0291 1.0000 Uiso R . . . . . H142 H 0.0277 0.6769 0.2442 0.0296 1.0000 Uiso R . . . . . H131 H 0.0627 1.0183 0.1554 0.0284 1.0000 Uiso R . . . . . H132 H -0.1131 0.9725 0.0968 0.0272 1.0000 Uiso R . . . . . H122 H -0.1788 1.0854 0.2814 0.0402 1.0000 Uiso R . . . . . H121 H -0.2508 0.9411 0.2925 0.0387 1.0000 Uiso 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 Cu1 0.01806(13) 0.01734(12) 0.01481(12) -0.00649(9) 0.00341(9) -0.00401(9) O2 0.0195(7) 0.0183(6) 0.0202(7) -0.0086(5) 0.0087(6) -0.0070(5) C3 0.0161(9) 0.0205(9) 0.0138(9) -0.0050(7) 0.0005(7) -0.0053(7) O4 0.0247(8) 0.0297(8) 0.0282(8) -0.0170(6) 0.0121(6) -0.0118(6) C5 0.0286(11) 0.0206(10) 0.0253(11) -0.0078(8) 0.0057(9) -0.0101(9) O6 0.0255(8) 0.0194(7) 0.0177(7) -0.0058(5) -0.0003(6) -0.0038(6) C7 0.017(1) 0.0206(9) 0.0206(10) -0.0050(8) 0.0015(8) -0.0069(8) O8 0.0442(10) 0.0218(7) 0.0235(8) -0.0095(6) 0.0025(7) -0.0054(7) C9 0.0211(10) 0.0252(10) 0.0221(10) -0.0055(8) 0.0006(8) -0.0094(8) C10 0.0369(13) 0.0274(11) 0.0247(11) -0.0038(9) -0.0024(10) -0.0107(10) C11 0.0454(15) 0.0345(12) 0.0195(11) -0.0092(9) 0.0016(10) -0.0070(11) N12 0.0207(9) 0.0339(10) 0.0190(9) -0.0100(7) 0.0034(7) -0.0033(8) C13 0.0216(10) 0.0332(11) 0.0153(9) -0.0100(8) 0.0049(8) -0.0091(9) C14 0.0292(11) 0.0296(11) 0.0209(10) -0.0147(9) 0.0065(9) -0.0133(9) N15 0.0226(9) 0.0193(8) 0.0212(8) -0.0094(7) 0.0052(7) -0.0071(7) _refine_ls_extinction_method 'None' _oxford_refine_ls_scale 6.11(8) 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 . Cu1 2_576 3.1987(5) yes Cu1 . O2 2_576 2.2837(13) yes Cu1 . O2 . 1.9742(13) yes Cu1 . O6 . 1.9507(14) yes Cu1 . N12 . 2.0015(17) yes Cu1 . N15 . 1.9879(16) yes O2 . C3 . 1.282(2) yes C3 . O4 . 1.237(2) yes C3 . C5 . 1.511(3) yes C5 . H51 . 0.948 no C5 . H52 . 0.934 no C5 . H53 . 0.936 no O6 . C7 . 1.281(2) yes C7 . O8 . 1.236(2) yes C7 . C9 . 1.515(3) yes C9 . C10 . 1.323(3) yes C9 . C11 . 1.503(3) yes C10 . H102 . 0.944 no C10 . H101 . 0.939 no C11 . H113 . 0.966 no C11 . H111 . 0.987 no C11 . H112 . 0.962 no N12 . C13 . 1.478(2) yes N12 . H122 . 0.892 no N12 . H121 . 0.858 no C13 . C14 . 1.511(3) yes C13 . H131 . 0.963 no C13 . H132 . 0.973 no C14 . N15 . 1.477(3) yes C14 . H141 . 0.962 no C14 . H142 . 0.956 no N15 . H152 . 0.875 no N15 . H151 . 0.874 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 Cu1 2_576 Cu1 . O2 2_576 37.77(3) yes Cu1 2_576 Cu1 . O2 . 45.11(4) yes O2 2_576 Cu1 . O2 . 82.87(5) yes Cu1 2_576 Cu1 . O6 . 92.06(4) yes O2 2_576 Cu1 . O6 . 95.26(5) yes O2 . Cu1 . O6 . 87.26(6) yes Cu1 2_576 Cu1 . N12 . 88.57(5) yes O2 2_576 Cu1 . N12 . 89.62(7) yes O2 . Cu1 . N12 . 88.13(6) yes O6 . Cu1 . N12 . 172.83(7) yes Cu1 2_576 Cu1 . N15 . 134.04(5) yes O2 2_576 Cu1 . N15 . 96.56(6) yes O2 . Cu1 . N15 . 173.75(6) yes O6 . Cu1 . N15 . 98.98(6) yes N12 . Cu1 . N15 . 85.64(7) yes Cu1 2_576 O2 . Cu1 . 97.13(5) yes Cu1 2_576 O2 . C3 . 132.59(12) yes Cu1 . O2 . C3 . 128.02(12) yes O2 . C3 . O4 . 122.64(17) yes O2 . C3 . C5 . 116.76(17) yes O4 . C3 . C5 . 120.60(17) yes C3 . C5 . H51 . 112.7 no C3 . C5 . H52 . 107.7 no H51 . C5 . H52 . 105.2 no C3 . C5 . H53 . 111.8 no H51 . C5 . H53 . 110.8 no H52 . C5 . H53 . 108.3 no Cu1 . O6 . C7 . 126.14(13) yes O6 . C7 . O8 . 125.53(18) yes O6 . C7 . C9 . 114.02(17) yes O8 . C7 . C9 . 120.43(17) yes C7 . C9 . C10 . 119.8(2) yes C7 . C9 . C11 . 117.03(17) yes C10 . C9 . C11 . 123.2(2) yes C9 . C10 . H102 . 120.5 no C9 . C10 . H101 . 119.7 no H102 . C10 . H101 . 119.8 no C9 . C11 . H113 . 110.7 no C9 . C11 . H111 . 110.8 no H113 . C11 . H111 . 107.6 no C9 . C11 . H112 . 111.6 no H113 . C11 . H112 . 107.5 no H111 . C11 . H112 . 108.4 no Cu1 . N12 . C13 . 108.83(12) yes Cu1 . N12 . H122 . 108.5 no C13 . N12 . H122 . 110.8 no Cu1 . N12 . H121 . 109.1 no C13 . N12 . H121 . 109.3 no H122 . N12 . H121 . 110.3 no N12 . C13 . C14 . 108.35(16) yes N12 . C13 . H131 . 108.1 no C14 . C13 . H131 . 109.6 no N12 . C13 . H132 . 111.7 no C14 . C13 . H132 . 110.1 no H131 . C13 . H132 . 108.8 no C13 . C14 . N15 . 108.30(16) yes C13 . C14 . H141 . 111.8 no N15 . C14 . H141 . 109.6 no C13 . C14 . H142 . 110.6 no N15 . C14 . H142 . 108.2 no H141 . C14 . H142 . 108.4 no C14 . N15 . Cu1 . 108.43(12) yes C14 . N15 . H152 . 110.7 no Cu1 . N15 . H152 . 105.8 no C14 . N15 . H151 . 113.2 no Cu1 . N15 . H151 . 108.2 no H152 . N15 . H151 . 110.2 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 N15 . H152 . O4 2_576 143.84(5) 0.875 2.334 3.084(3) yes N15 . H152 . O8 2_666 127.64(5) 0.875 2.575 3.186(3) yes N15 . H151 . O8 . 137.62(5) 0.874 2.244 2.948(3) yes N12 . H122 . O6 2_576 154.89(5) 0.892 2.399 3.229(3) yes N12 . H121 . O4 2_476 147.49(6) 0.858 2.238 2.997(3) yes _iucr_refine_instructions_details_constraints ; # # Punched on 21/05/15 at 15:30:00 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 5,X'S) H ( 51,X'S) H ( 52,X'S) H ( 53,X'S) RIDE C ( 10,X'S) H ( 102,X'S) H ( 101,X'S) RIDE C ( 11,X'S) H ( 113,X'S) H ( 111,X'S) H ( 112,X'S) RIDE N ( 12,X'S) H ( 122,X'S) H ( 121,X'S) RIDE C ( 13,X'S) H ( 131,X'S) H ( 132,X'S) RIDE C ( 14,X'S) H ( 141,X'S) H ( 142,X'S) RIDE N ( 15,X'S) H ( 152,X'S) H ( 151,X'S) END ; _iucr_refine_instructions_details_restraints ; # # Punched on 21/05/15 at 15:30:00 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; loop_ _publcif_info_tables.block_id _publcif_info_tables.reference_item "{9ec2a858-bdf1-4536-8697-408da07b6c3e}" "_geom_bond_atom_site_label_1" "{9ec2a858-bdf1-4536-8697-408da07b6c3e}" "_geom_hbond_atom_site_label_D" loop_ _publcif_info_cif.paper_type ?