#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/20/2102093.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_2102093
loop_
_publ_author_name
'Rusjan, Marcia'
'Chaia, Zulema D.'
'Piro, Oscar E.'
'Guillon, Daniel'
'Cukiernik, Fabio D.'
_publ_section_title
;
 Synthesis, structure and magnetic properties of
 tetrakis-μ-carboxylato-bis(dodecylnicotinato)dicopper(II) complexes;
 crystal and molecular structure of the decyl carboxylate derivative
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              666
_journal_page_last               672
_journal_paper_doi               10.1107/S0108768100002056
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          '[Cu(C10 H19 O2)4(C18 H29 N O2)2]'
_chemical_formula_sum            'C76 H134 Cu2 N2 O12'
_chemical_formula_weight         1394.93
_chemical_melting_point          42
_chemical_name_systematic
;
 Tetrakis-μ-decylcarboxylato-bis(dodecylnicotinato)-dicopper (II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                92.39(2)
_cell_angle_beta                 104.31(2)
_cell_angle_gamma                106.17(3)
_cell_formula_units_Z            1
_cell_length_a                   10.231(3)
_cell_length_b                   12.878(4)
_cell_length_c                   16.804(2)
_cell_measurement_reflns_used    23
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.71
_cell_measurement_theta_min      9.8
_cell_volume                     2045.9(10)
_computing_cell_refinement       'Enraf-Nonius CAD4'
_computing_data_collection       'Enraf-Nonius CAD4'
_computing_data_reduction        'SDP (Frenz, 1983)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .036
_diffrn_reflns_av_sigmaI/netI    .0383
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7627
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.26
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_time  30
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    .574
_exptl_absorpt_correction_T_max  .916
_exptl_absorpt_correction_T_min  .793
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'Busing & Levy, 1957)'
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_density_meas      1.12
_exptl_crystal_density_method    immersion
_exptl_crystal_description       plate
_exptl_crystal_F_000             758
_exptl_crystal_size_max          .44
_exptl_crystal_size_mid          .40
_exptl_crystal_size_min          .16
_refine_diff_density_max         .393
_refine_diff_density_min         -.288
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.053
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         6369
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_restrained_S_obs      1.086
_refine_ls_R_factor_all          .0799
_refine_ls_R_factor_gt           .0504
_refine_ls_shift/esd_mean        .001
_refine_ls_shift/su_max          -.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0878P)²+0.2591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .1504
_refine_ls_wR_factor_ref         .1295
_reflns_number_gt                4529
_reflns_number_total             6369
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ca0004.cif
_cod_data_source_block           s93
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0878P)^2^+0.2591P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0878P)^2^+0.2591P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2045.8(9)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2102093
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu .10395(4) .45719(3) .01842(2) .0564(2) Uani d . 1 Cu
O11 .2103(2) .6037(2) .0749(2) .0755(7) Uani d . 1 O
O12 .0340(3) .6753(2) .0450(2) .0738(7) Uani d . 1 O
C11 .1594(4) .6801(3) .0795(2) .0635(9) Uani d . 1 C
C12 .2546(5) .7861(3) .1286(3) .0900(13) Uani d . 1 C
H12A .3035(5) .8291(3) .0927(3) .197(8) Uiso calc R 1 H
H12B .1965(5) .8260(3) .1456(3) .197(8) Uiso calc R 1 H
C13 .3620(6) .7753(4) .2037(3) .119(2) Uani d . 1 C
H13A .4265(6) .8471(4) .2263(3) .197(8) Uiso calc R 1 H
H13B .4165(6) .7317(4) .1872(3) .197(8) Uiso calc R 1 H
C14 .3002(5) .7241(4) .2708(3) .1032(15) Uani d . 1 C
H14A .2378(5) .7633(4) .2831(3) .197(8) Uiso calc R 1 H
H14B .2434(5) .6497(4) .2498(3) .197(8) Uiso calc R 1 H
C15 .4061(8) .7233(5) .3483(4) .149(3) Uani d . 1 C
H15A .4688(8) .6856(5) .3343(4) .197(8) Uiso calc R 1 H
H15B .4623(8) .7982(5) .3678(4) .197(8) Uiso calc R 1 H
C16 .3615(7) .6762(5) .4168(4) .125(2) Uani d . 1 C
H16A .3068(7) .6008(5) .3980(4) .197(8) Uiso calc R 1 H
H16B .2980(7) .7131(5) .4308(4) .197(8) Uiso calc R 1 H
C17 .4698(9) .6783(6) .4930(4) .156(3) Uani d . 1 C
H17A .5344(9) .6439(6) .4774(4) .197(8) Uiso calc R 1 H
H17B .5227(9) .7543(6) .5111(4) .197(8) Uiso calc R 1 H
C18 .4390(8) .6327(6) .5634(4) .150(2) Uani d . 1 C
H18A .3862(8) .5566(6) .5458(4) .197(8) Uiso calc R 1 H
H18B .3750(8) .6673(6) .5796(4) .197(8) Uiso calc R 1 H
C19 .5486(11) .6364(7) .6368(5) .193(4) Uani d . 1 C
H19A .6106(11) .6005(7) .6196(5) .197(8) Uiso calc R 1 H
H19B .6027(11) .7126(7) .6521(5) .197(8) Uiso calc R 1 H
C110 .5294(12) .5972(8) .7081(6) .243(5) Uani d . 1 C
H11A .505(9) .649(3) .740(2) .312(19) Uiso calc R 1 H
H11B .615(3) .586(6) .740(3) .312(19) Uiso calc R 1 H
H11C .455(6) .530(4) .6955(6) .312(19) Uiso calc R 1 H
O21 .1358(2) .5074(2) -.08604(14) .0690(6) Uani d . 1 O
O22 -.0400(3) .5803(2) -.1173(2) .0776(7) Uani d . 1 O
C21 .0622(4) .5559(3) -.1319(2) .0652(9) Uani d . 1 C
C22 .1020(5) .5869(5) -.2092(3) .107(2) Uani d . 1 C
H22A .1787(5) .6545(5) -.1949(3) .225(10) Uiso calc R 1 H
H22B .1391(5) .5316(5) -.2280(3) .225(10) Uiso calc R 1 H
C23 -.0062(4) .6012(4) -.2789(2) .0834(12) Uani d . 1 C
H23A -.0416(4) .6580(4) -.2609(2) .225(10) Uiso calc R 1 H
H23B -.0841(4) .5343(4) -.2927(2) .225(10) Uiso calc R 1 H
C24 .0357(5) .6294(4) -.3555(2) .0963(14) Uani d . 1 C
H24A .1132(5) .6965(4) -.3414(2) .225(10) Uiso calc R 1 H
H24B .0724(5) .5730(4) -.3728(2) .225(10) Uiso calc R 1 H
C25 -.0698(5) .6432(5) -.4265(3) .111(2) Uani d . 1 C
H25A -.1060(5) .6997(5) -.4089(3) .225(10) Uiso calc R 1 H
H25B -.1475(5) .5762(5) -.4398(3) .225(10) Uiso calc R 1 H
C26 -.0331(6) .6702(4) -.5030(3) .1043(15) Uani d . 1 C
H26A .0022(6) .6134(4) -.5212(3) .225(10) Uiso calc R 1 H
H26B .0450(6) .7370(4) -.4898(3) .225(10) Uiso calc R 1 H
C27 -.1412(7) .6847(6) -.5740(3) .136(2) Uani d . 1 C
H27A -.2201(7) .6186(6) -.5857(3) .225(10) Uiso calc R 1 H
H27B -.1746(7) .7426(6) -.5558(3) .225(10) Uiso calc R 1 H
C28 -.1105(7) .7088(5) -.6513(3) .132(2) Uani d . 1 C
H28A -.0763(7) .6514(5) -.6695(3) .225(10) Uiso calc R 1 H
H28B -.0325(7) .7755(5) -.6400(3) .225(10) Uiso calc R 1 H
C29 -.2204(9) .7217(8) -.7215(4) .195(4) Uani d . 1 C
H29A -.2980(9) .6547(8) -.7322(4) .225(10) Uiso calc R 1 H
H29B -.2548(9) .7785(8) -.7026(4) .225(10) Uiso calc R 1 H
C210 -.1972(10) .7449(7) -.7960(4) .206(4) Uani d . 1 C
H21A -.139(8) .819(2) -.7909(13) .312(19) Uiso calc R 1 H
H21B -.2858(13) .736(7) -.8361(13) .312(19) Uiso calc R 1 H
H21C -.150(8) .697(5) -.814(2) .312(19) Uiso calc R 1 H
N3 .2843(3) .3929(3) .0471(2) .0620(7) Uani d . 1 N
C31 .2706(4) .2926(3) .0172(2) .0650(9) Uani d . 1 C
H31 .1807(4) .2451(3) -.0067(2) .091(7) Uiso calc R 1 H
C32 .3890(4) .2567(3) .0207(2) .0731(10) Uani d . 1 C
C33 .5196(4) .3283(4) .0548(3) .0857(13) Uani d . 1 C
H33 .5999(4) .3074(4) .0556(3) .091(7) Uiso calc R 1 H
C34 .5326(4) .4298(4) .0875(3) .0880(13) Uani d . 1 C
H34 .6212(4) .4781(4) .1132(3) .091(7) Uiso calc R 1 H
C35 .4130(4) .4599(4) .0821(2) .0749(11) Uani d . 1 C
H35 .4221(4) .5300(4) .1036(2) .091(7) Uiso calc R 1 H
C36 .3746(5) .1470(4) -.0151(3) .0896(13) Uani d . 1 C
O31 .4702(4) .1206(3) -.0311(3) .1292(13) Uani d . 1 O
O32 .2456(4) .0796(2) -.0285(2) .0933(9) Uani d . 1 O
C37 .2233(7) -.0308(4) -.0645(4) .123(2) Uani d . 1 C
H37A .2844(7) -.0650(4) -.0283(4) .186(6) Uiso calc R 1 H
H37B .2450(7) -.0297(4) -.1176(4) .186(6) Uiso calc R 1 H
C38 .0733(8) -.0924(4) -.0752(4) .132(2) Uani d . 1 C
H38A .0534(8) -.0885(4) -.0218(4) .186(6) Uiso calc R 1 H
H38B .0604(8) -.1682(4) -.0923(4) .186(6) Uiso calc R 1 H
C39 -.0347(7) -.0551(5) -.1366(4) .128(2) Uani d . 1 C
H39A -.1277(7) -.0921(5) -.1307(4) .186(6) Uiso calc R 1 H
H39B -.0170(7) .0223(5) -.1223(4) .186(6) Uiso calc R 1 H
C310 -.0369(8) -.0738(5) -.2247(5) .144(2) Uani d . 1 C
H31A .0570(8) -.0387(5) -.2301(5) .186(6) Uiso calc R 1 H
H31B -.0572(8) -.1514(5) -.2393(5) .186(6) Uiso calc R 1 H
C311 -.1377(7) -.0354(6) -.2844(5) .149(2) Uani d . 1 C
H31C -.1214(7) .0408(6) -.2665(5) .186(6) Uiso calc R 1 H
H31D -.2315(7) -.0743(6) -.2807(5) .186(6) Uiso calc R 1 H
C312 -.1397(8) -.0449(6) -.3740(5) .145(2) Uani d . 1 C
H31E -.0445(8) -.0105(6) -.3777(5) .186(6) Uiso calc R 1 H
H31F -.1633(8) -.1216(6) -.3933(5) .186(6) Uiso calc R 1 H
C313 -.2330(8) .0001(6) -.4301(5) .157(3) Uani d . 1 C
H31G -.2119(8) .0759(6) -.4089(5) .186(6) Uiso calc R 1 H
H31H -.3283(8) -.0365(6) -.4275(5) .186(6) Uiso calc R 1 H
C314 -.2346(8) -.0035(5) -.5189(5) .144(2) Uani d . 1 C
H31I -.1393(8) .0324(5) -.5219(5) .186(6) Uiso calc R 1 H
H31J -.2578(8) -.0792(5) -.5408(5) .186(6) Uiso calc R 1 H
C315 -.3294(8) .0446(6) -.5730(5) .161(3) Uani d . 1 C
H31K -.3081(8) .1193(6) -.5492(5) .186(6) Uiso calc R 1 H
H31L -.4245(8) .0069(6) -.5707(5) .186(6) Uiso calc R 1 H
C316 -.3324(8) .0469(5) -.6608(5) .139(2) Uani d . 1 C
H31M -.3522(8) -.0274(5) -.6850(5) .186(6) Uiso calc R 1 H
H31N -.2385(8) .0866(5) -.6638(5) .186(6) Uiso calc R 1 H
C317 -.4337(11) .0948(8) -.7127(6) .201(4) Uani d . 1 C
H31O -.5268(11) .0545(8) -.7087(6) .186(6) Uiso calc R 1 H
H31P -.4138(11) .1684(8) -.6871(6) .186(6) Uiso calc R 1 H
C318 -.4441(11) .1012(7) -.7969(6) .198(4) Uani d . 1 C
H31Q -.360(4) .152(5) -.8031(6) .312(19) Uiso calc R 1 H
H31R -.524(5) .125(7) -.8215(13) .312(19) Uiso calc R 1 H
H31S -.455(9) .0308(17) -.8238(11) .312(19) Uiso calc R 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu .3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O12 Cu O11 2_565 . 168.03(9) no
O12 Cu O22 2_565 2_565 90.31(12) yes
O11 Cu O22 . 2_565 89.42(12) yes
O12 Cu O21 2_565 . 88.59(11) yes
O11 Cu O21 . . 89.27(11) yes
O22 Cu O21 2_565 . 168.33(9) yes
O12 Cu N3 2_565 . 96.76(11) yes
O11 Cu N3 . . 95.15(11) yes
O22 Cu N3 2_565 . 97.00(10) yes
O21 Cu N3 . . 94.66(10) yes
O12 Cu Cu 2_565 2_565 85.15(8) yes
O11 Cu Cu . 2_565 82.90(8) yes
O22 Cu Cu 2_565 2_565 85.18(7) yes
O21 Cu Cu . 2_565 83.16(7) yes
N3 Cu Cu . 2_565 177.08(8) yes
C11 O11 Cu . . 125.0(2) yes
C11 O12 Cu . 2_565 122.5(2) yes
O11 C11 O12 . . 124.4(3) yes
O11 C11 C12 . . 118.1(3) yes
O12 C11 C12 . . 117.5(3) yes
C13 C12 C11 . . 114.9(4) no
C12 C13 C14 . . 114.3(5) no
C15 C14 C13 . . 114.5(5) no
C16 C15 C14 . . 120.2(6) no
C15 C16 C17 . . 118.5(6) no
C18 C17 C16 . . 123.5(7) no
C17 C18 C19 . . 121.6(8) no
C110 C19 C18 . . 126.0(10) no
C21 O21 Cu . . 124.4(2) yes
C21 O22 Cu . 2_565 122.3(2) yes
O22 C21 O21 . . 124.9(3) yes
O22 C21 C22 . . 118.4(3) yes
O21 C21 C22 . . 116.7(3) yes
C23 C22 C21 . . 118.6(3) no
C22 C23 C24 . . 117.3(4) no
C25 C24 C23 . . 118.8(4) no
C24 C25 C26 . . 120.5(5) no
C25 C26 C27 . . 119.6(5) no
C28 C27 C26 . . 121.5(6) no
C27 C28 C29 . . 120.5(7) no
C210 C29 C28 . . 123.0(8) no
C31 N3 C35 . . 119.0(3) yes
C31 N3 Cu . . 120.2(2) yes
C35 N3 Cu . . 119.7(3) yes
N3 C31 C32 . . 121.2(4) yes
C33 C32 C31 . . 118.3(4) yes
C33 C32 C36 . . 120.2(4) yes
C31 C32 C36 . . 121.4(4) yes
C34 C33 C32 . . 120.0(3) yes
C33 C34 C35 . . 118.7(4) yes
N3 C35 C34 . . 122.6(4) yes
O31 C36 O32 . . 123.2(5) yes
O31 C36 C32 . . 123.7(5) yes
O32 C36 C32 . . 113.1(4) yes
C36 O32 C37 . . 116.1(4) yes
O32 C37 C38 . . 107.7(4) yes
C37 C38 C39 . . 116.2(5) no
C310 C39 C38 . . 115.8(6) no
C311 C310 C39 . . 116.3(6) no
C310 C311 C312 . . 119.5(7) no
C313 C312 C311 . . 118.1(7) no
C312 C313 C314 . . 120.0(7) no
C315 C314 C313 . . 118.0(7) no
C314 C315 C316 . . 120.5(7) no
C315 C316 C317 . . 117.7(7) no
C318 C317 C316 . . 122.0(9) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu O12 2_565 1.950(3) yes
Cu O11 . 1.960(3) yes
Cu O22 2_565 1.962(2) yes
Cu O21 . 1.966(2) yes
Cu N3 . 2.183(3) yes
Cu Cu 2_565 2.6146(10) yes
O11 C11 . 1.242(4) yes
O12 C11 . 1.254(4) yes
O12 Cu 2_565 1.950(3) no
C11 C12 . 1.504(5) yes
C12 C13 . 1.495(6) no
C13 C14 . 1.513(7) no
C14 C15 . 1.476(7) no
C15 C16 . 1.437(7) no
C16 C17 . 1.465(8) no
C17 C18 . 1.408(8) no
C18 C19 . 1.437(9) no
C19 C110 . 1.358(9) no
O21 C21 . 1.252(4) yes
O22 C21 . 1.247(4) yes
O22 Cu 2_565 1.962(2) no
C21 C22 . 1.493(5) yes
C22 C23 . 1.456(5) no
C23 C24 . 1.482(5) no
C24 C25 . 1.451(6) no
C25 C26 . 1.456(6) no
C26 C27 . 1.470(7) no
C27 C28 . 1.436(6) no
C28 C29 . 1.466(8) no
C29 C210 . 1.360(8) no
N3 C31 . 1.323(4) yes
N3 C35 . 1.329(4) yes
C31 C32 . 1.401(5) yes
C32 C33 . 1.362(6) yes
C32 C36 . 1.466(6) yes
C33 C34 . 1.356(6) yes
C34 C35 . 1.366(5) yes
C36 O31 . 1.206(5) yes
C36 O32 . 1.321(5) yes
O32 C37 . 1.457(6) no
C37 C38 . 1.480(8) no
C38 C39 . 1.513(8) no
C39 C310 . 1.482(7) no
C310 C311 . 1.458(9) no
C311 C312 . 1.501(8) no
C312 C313 . 1.429(9) no
C313 C314 . 1.486(8) no
C314 C315 . 1.449(9) no
C315 C316 . 1.470(8) no
C316 C317 . 1.473(10) no
C317 C318 . 1.399(9) no
