Isolable and well-defined butadienyl organocopper(i) aggregates: facile synthesis, structural characterization, and reaction chemistry.
Geng, Weizhi; Wei, Junnian; Zhang, Wen-Xiong; Xi, Zhenfeng; Journal of the American Chemical Society 136 (2014) 610–613; doi:10.1021/ja4114243

data_4120451
_publ_section_title
;
 Isolable and well-defined butadienyl organocopper(i) aggregates: facile
 synthesis, structural characterization, and reaction chemistry.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              610
_journal_page_last               613
_journal_paper_doi               10.1021/ja4114243
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C96 H168 Cl4 Cu12'
_chemical_formula_sum            'C96 H168 Cl4 Cu12'
_chemical_formula_weight         2226.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-10-31
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_cell_angle_alpha                95.05(3)
_cell_angle_beta                 99.79(3)
_cell_angle_gamma                98.53(3)
_cell_formula_units_Z            2
_cell_length_a                   12.371(3)
_cell_length_b                   17.060(3)
_cell_length_c                   28.421(6)
_cell_measurement_temperature    180(2)
_cell_volume                     5806(2)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      180.0
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0710
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            38665
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.80
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.276
_exptl_absorpt_correction_T_max  0.8044
_exptl_absorpt_correction_T_min  0.6588
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_platon_squeeze_details
;
 ?
;
_refine_diff_density_max         1.217
_refine_diff_density_min         -1.079
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1056
_refine_ls_number_reflns         22604
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1507
_reflns_number_gt                14431
_reflns_number_total             22604
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4114243_si_002.cif
_cod_data_source_block           4
_cod_database_code               4120451
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H5A(0.055) H5B(0.055) H6A(0.064) H6B(0.064) H7A(0.121) H7B(0.121)
 H7C(0.121) H8A(0.082) H8B(0.082) H9A(0.155) H9B(0.155) H10A(0.241) H10B(0.241)
 H10C(0.241) H11A(0.107) H11B(0.107) H12A(0.137) H12B(0.137) H13A(0.156)
 H13B(0.156) H13C(0.156) H14A(0.06) H14B(0.06) H15A(0.079) H15B(0.079)
 H16A(0.15) H16B(0.15) H16C(0.15) H25A(0.051) H25B(0.051) H26A(0.065)
 H26B(0.065) H27A(0.125) H27B(0.125) H27C(0.125) H28A(0.051) H28B(0.051)
 H28C(0.051) H28D(0.051) H29A(0.062) H29B(0.062) H29C(0.088) H29D(0.088)
 H30A(0.096) H30B(0.096) H30C(0.096) H30D(0.124) H30E(0.124) H30F(0.124)
 H31A(0.053) H31B(0.053) H32A(0.061) H32B(0.061) H33A(0.109) H33B(0.109)
 H33C(0.109) H34A(0.049) H34B(0.049) H35A(0.081) H35B(0.081) H36A(0.125)
 H36B(0.125) H36C(0.125) H37A(0.076) H37B(0.076) H38A(0.104) H38B(0.104)
 H39A(0.159) H39B(0.159) H39C(0.159) H40A(0.043) H40B(0.043) H41A(0.054)
 H41B(0.054) H42A(0.092) H42B(0.092) H42C(0.092) H43A(0.048) H43B(0.048)
 H44A(0.058) H44B(0.058) H45A(0.105) H45B(0.105) H45C(0.105) H46A(0.052)
 H46B(0.052) H47A(0.067) H47B(0.067) H48A(0.125) H48B(0.125) H48C(0.125)
 H53A(0.063) H53B(0.063) H54A(0.082) H54B(0.082) H55A(0.159) H55B(0.159)
 H55C(0.159) H56A(0.12) H56B(0.12) H57A(0.139) H57B(0.139) H58A(0.177)
 H58B(0.177) H58C(0.177) H59A(0.088) H59B(0.088) H60A(0.11) H60B(0.11)
 H61A(0.162) H61B(0.162) H61C(0.162) H62A(0.059) H62B(0.059) H63A(0.074)
 H63B(0.074) H64A(0.137) H64B(0.137) H64C(0.137) H73A(0.066) H73B(0.066)
 H74A(0.089) H74B(0.089) H75A(0.15) H75B(0.15) H75C(0.15) H76A(0.056)
 H76B(0.056) H77A(0.064) H77B(0.064) H78A(0.111) H78B(0.111) H78C(0.111)
 H79A(0.046) H79B(0.046) H80A(0.056) H80B(0.056) H81A(0.094) H81B(0.094)
 H81C(0.094) H82A(0.058) H82B(0.058) H83A(0.067) H83B(0.067) H84A(0.107)
 H84B(0.107) H84C(0.107) H85A(0.049) H85B(0.049) H86A(0.087) H86B(0.087)
 H87A(0.137) H87B(0.137) H87C(0.137) H88A(0.049) H88B(0.049) H89A(0.055)
 H89B(0.055) H90A(0.105) H90B(0.105) H90C(0.105) H91A(0.09) H91B(0.09)
 H92A(0.096) H92B(0.096) H93A(0.149) H93B(0.149) H93C(0.149) H94A(0.045)
 H94B(0.045) H95A(0.056) H95B(0.056) H96A(0.108) H96B(0.108) H96C(0.108)
 Fixed X: H5A(0.715) H5B(0.6958) H6A(0.6362) H6B(0.6531) H7A(0.847)
 H7B(0.8045) H7C(0.83) H8A(0.469) H8B(0.5913) H9A(0.4181) H9B(0.5369)
 H10A(0.6162) H10B(0.5458) H10C(0.4919) H11A(0.3198) H11B(0.2117) H12A(0.3813)
 H12B(0.279) H13A(0.2238) H13B(0.1587) H13C(0.2704) H14A(0.1381) H14B(0.1363)
 H15A(0.1641) H15B(0.1693) H16A(-0.0192) H16B(-0.0053) H16C(-0.0251)
 H25A(0.301) H25B(0.2175) H26A(0.1798) H26B(0.1044) H27A(0.0489) H27B(0.0121)
 H27C(0.1177) H28A(0.2383) H28B(0.2332) H28C(0.1294) H28D(0.1118) H29A(0.0677)
 H29B(0.0639) H29C(0.2367) H29D(0.2191) H30A(0.0613) H30B(-0.0477) H30C(0.0494)
 H30D(0.0918) H30E(0.021) H30F(0.05) H31A(0.197) H31B(0.2809) H32A(0.1126)
 H32B(0.2003) H33A(0.0421) H33B(0.1267) H33C(0.0287) H34A(0.4356) H34B(0.5498)
 H35A(0.3497) H35B(0.4632) H36A(0.4483) H36B(0.5524) H36C(0.4381) H37A(0.5166)
 H37B(0.4012) H38A(0.5992) H38B(0.4781) H39A(0.5179) H39B(0.4129) H39C(0.5328)
 H40A(0.6739) H40B(0.7399) H41A(0.7719) H41B(0.8398) H42A(0.9128) H42B(0.8515)
 H42C(0.9494) H43A(0.7022) H43B(0.803) H44A(0.7056) H44B(0.8218) H45A(0.8598)
 H45B(0.8948) H45C(0.7804) H46A(0.6785) H46B(0.6129) H47A(0.834) H47B(0.7681)
 H48A(0.8295) H48B(0.8833) H48C(0.7569) H53A(0.8443) H53B(0.8386) H54A(0.8113)
 H54B(0.8179) H55A(0.9871) H55B(1) H55C(1.0063) H56A(0.7688) H56B(0.6572)
 H57A(0.7147) H57B(0.6111) H58A(0.7296) H58B(0.8377) H58C(0.7689) H59A(0.3876)
 H59B(0.508) H60A(0.5656) H60B(0.4495) H61A(0.4483) H61B(0.3617) H61C(0.4819)
 H62A(0.2851) H62B(0.2679) H63A(0.3331) H63B(0.3528) H64A(0.1592) H64B(0.1884)
 H64C(0.1409) H73A(0.3665) H73B(0.2972) H74A(0.2146) H74B(0.1455) H75A(0.2319)
 H75B(0.1054) H75C(0.1515) H76A(0.1713) H76B(0.2698) H77A(0.1583) H77B(0.2729)
 H78A(0.0781) H78B(0.1147) H78C(0.191) H79A(0.2393) H79B(0.3054) H80A(0.2045)
 H80B(0.1353) H81A(0.0303) H81B(0.1314) H81C(0.0677) H82A(0.4177) H82B(0.5476)
 H83A(0.438) H83B(0.5683) H84A(0.5439) H84B(0.5913) H84C(0.4619) H85A(0.5471)
 H85B(0.4248) H86A(0.6014) H86B(0.4776) H87A(0.5392) H87B(0.4129) H87C(0.4973)
 H88A(0.6987) H88B(0.779) H89A(0.7781) H89B(0.8631) H90A(0.955) H90B(0.8559)
 H90C(0.9329) H91A(0.7425) H91B(0.7459) H92A(0.9073) H92B(0.9122) H93A(0.9174)
 H93B(1.0164) H93C(0.9038) H94A(0.7614) H94B(0.6756) H95A(0.8718) H95B(0.793)
 H96A(0.9547) H96B(0.9346) H96C(0.8521)
 Fixed Y: H5A(0.6504) H5B(0.7076) H6A(0.5943) H6B(0.5367) H7A(0.5829)
 H7B(0.5458) H7C(0.6405) H8A(0.6916) H8B(0.717) H9A(0.8066) H9B(0.8316)
 H10A(0.8767) H10B(0.8076) H10C(0.8832) H11A(0.6358) H11B(0.616) H12A(0.5284)
 H12B(0.5096) H13A(0.4252) H13B(0.4977) H13C(0.4908) H14A(0.6938) H14B(0.6388)
 H15A(0.7539) H15B(0.8096) H16A(0.7628) H16B(0.7983) H16C(0.7038) H25A(0.5028)
 H25B(0.5204) H26A(0.5285) H26B(0.5676) H27A(0.4401) H27B(0.4423) H27C(0.4028)
 H28A(0.6855) H28B(0.594) H28C(0.5909) H28D(0.6817) H29A(0.6884) H29B(0.5999)
 H29C(0.601) H29D(0.6917) H30A(0.635) H30B(0.5987) H30C(0.5471) H30D(0.6169)
 H30E(0.6428) H30F(0.5544) H31A(0.8106) H31B(0.871) H32A(0.7481) H32B(0.8039)
 H33A(0.8633) H33B(0.917) H33C(0.8521) H34A(0.906) H34B(0.8822) H35A(0.8661)
 H35B(0.8409) H36A(0.9689) H36B(0.9763) H36C(1.001) H37A(0.6105) H37B(0.6399)
 H38A(0.6982) H38B(0.718) H39A(0.6097) H39B(0.5777) H39C(0.5572) H40A(0.6392)
 H40B(0.7184) H41A(0.6724) H41B(0.7502) H42A(0.6656) H42B(0.5898) H42C(0.6508)
 H43A(0.9296) H43B(0.8855) H44A(0.8684) H44B(0.8434) H45A(0.9678) H45B(0.9822)
 H45C(1.0053) H46A(0.9248) H46B(0.8787) H47A(0.8654) H47B(0.8109) H48A(0.9811)
 H48B(0.9186) H48C(0.9292) H53A(0.3398) H53B(0.2858) H54A(0.1692) H54B(0.2233)
 H55A(0.1775) H55B(0.22) H55C(0.2728) H56A(0.3574) H56B(0.3456) H57A(0.4673)
 H57B(0.457) H58A(0.4864) H58B(0.483) H58C(0.5547) H59A(0.264) H59B(0.2929)
 H60A(0.1766) H60B(0.1482) H61A(0.1738) H61B(0.1141) H61C(0.0928) H62A(0.279)
 H62B(0.3367) H63A(0.4499) H63B(0.3929) H64A(0.3479) H64B(0.4423) H64C(0.4074)
 H73A(0.1016) H73B(0.0547) H74A(0.1691) H74B(0.1131) H75A(0.0511) H75B(0.0642)
 H75C(-0.0003) H76A(0.0967) H76B(0.0487) H77A(0.1317) H77B(0.1024) H78A(-
 0.0051) H78B(0.0056) H78C(-0.0321) H79A(0.2527) H79B(0.3337) H80A(0.3062)
 H80B(0.2277) H81A(0.3308) H81B(0.3873) H81C(0.3102) H82A(0.2681) H82B(0.2678)
 H83A(0.3945) H83B(0.3941) H84A(0.4631) H84B(0.3833) H84C(0.3867) H85A(0.0636)
 H85B(0.0826) H86A(0.1092) H86B(0.1249) H87A(-0.0269) H87B(-0.0136)
 H87C(0.0052) H88A(0.1014) H88B(0.1617) H89A(0.1742) H89B(0.229) H90A(0.1321)
 H90B(0.0626) H90C(0.1114) H91A(0.3722) H91B(0.2807) H92A(0.3766) H92B(0.2878)
 H93A(0.4265) H93B(0.3759) H93C(0.3381) H94A(0.4492) H94B(0.4709) H95A(0.409)
 H95B(0.4487) H96A(0.5404) H96B(0.5334) H96C(0.574)
 Fixed Z: H5A(0.3525) H5B(0.397) H6A(0.4347) H6B(0.39) H7A(0.409) H7B(0.4537)
 H7C(0.4537) H8A(0.4515) H8B(0.4409) H9A(0.426) H9B(0.4118) H10A(0.4856)
 H10B(0.5078) H10C(0.4923) H11A(0.4305) H11B(0.3893) H12A(0.4036) H12B(0.3594)
 H13A(0.4123) H13B(0.4219) H13C(0.4579) H14A(0.287) H14B(0.3299) H15A(0.3864)
 H15B(0.3442) H16A(0.3126) H16B(0.3677) H16C(0.3532) H25A(0.2021) H25B(0.1562)
 H26A(0.2533) H26B(0.2133) H27A(0.1681) H27B(0.2194) H27C(0.211) H28A(0.0896)
 H28B(0.0989) H28C(0.1349) H28D(0.1322) H29A(0.112) H29B(0.1273) H29C(0.0734)
 H29D(0.0708) H30A(0.0298) H30B(0.0491) H30C(0.0459) H30D(0.0083) H30E(0.0474)
 H30F(0.0428) H31A(0.1333) H31B(0.1742) H32A(0.1919) H32B(0.234) H33A(0.1667)
 H33B(0.2106) H33C(0.2209) H34A(0.1716) H34B(0.1604) H35A(0.0901) H35B(0.0787)
 H36A(0.0552) H36B(0.0983) H36C(0.1086) H37A(0.1246) H37B(0.1072) H38A(0.0773)
 H38B(0.0571) H39A(0.0039) H39B(0.0271) H39C(0.0479) H40A(0.1623) H40B(0.1477)
 H41A(0.2424) H41B(0.2268) H42A(0.173) H42B(0.1932) H42C(0.2279) H43A(0.2226)
 H43B(0.2415) H44A(0.1418) H44B(0.1644) H45A(0.1343) H45B(0.1917) H45C(0.1658)
 H46A(0.294) H46B(0.33) H47A(0.3179) H47B(0.3504) H48A(0.3691) H48B(0.4007)
 H48C(0.4005) H53A(0.1742) H53B(0.2174) H54A(0.1618) H54B(0.1189) H55A(0.1411)
 H55B(0.1947) H55C(0.1511) H56A(0.111) H56B(0.0716) H57A(0.1468) H57B(0.1033)
 H58A(0.048) H58B(0.0872) H58C(0.0925) H59A(0.0624) H59B(0.0507) H60A(0.0731)
 H60B(0.0888) H61A(-0.0068) H61B(0.0146) H61C(0.011) H62A(0.1052) H62B(0.1499)
 H63A(0.1134) H63B(0.069) H64A(0.0479) H64B(0.0473) H64C(0.0915) H73A(0.1693)
 H73B(0.2037) H74A(0.1477) H74B(0.1784) H75A(0.0981) H75B(0.0945) H75C(0.1267)
 H76A(0.2576) H76B(0.2731) H77A(0.336) H77B(0.3559) H78A(0.3052) H78B(0.3624)
 H78C(0.3294) H79A(0.3549) H79B(0.3425) H80A(0.2617) H80B(0.276) H81A(0.2797)
 H81B(0.3153) H81C(0.3333) H82A(0.4113) H82B(0.4153) H83A(0.3864) H83B(0.3883)
 H84A(0.4617) H84B(0.4735) H84C(0.4712) H85A(0.3305) H85B(0.3322) H86A(0.4145)
 H86B(0.4157) H87A(0.3978) H87B(0.3945) H87C(0.445) H88A(0.3248) H88B(0.3668)
 H89A(0.2672) H89B(0.3105) H90A(0.2818) H90B(0.2859) H90C(0.3336) H91A(0.4053)
 H91B(0.4119) H92A(0.3747) H92B(0.3886) H93A(0.4568) H93B(0.4562) H93C(0.4722)
 H94A(0.3507) H94B(0.3068) H95A(0.2912) H95B(0.2529) H96A(0.2837) H96B(0.3374)
 H96C(0.3011)
;