Construction of copper chains with new fluorescent guanidino-functionalized naphthyridine ligands.
Krämer, Christoph; Leingang, Simone; Hübner, Olaf; Kaifer, Elisabeth; Wadepohl, Hubert; Himmel, Hans-Jörg; Dalton transactions (Cambridge, England : 2003) 45 (2016) 16966–16983; doi:10.1039/c6dt03166h

data_7040783
_publ_section_title
;
 Construction of copper chains with new fluorescent
 guanidino-functionalized naphthyridine ligands.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16966
_journal_page_last               16983
_journal_paper_doi               10.1039/c6dt03166h
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C36 H56 Cl4 Cu6 N16, 2(B F4)'
_chemical_formula_sum            'C36 H56 B2 Cl4 Cu6 F8 N16'
_chemical_formula_weight         1409.62
_chemical_properties_physical    'air-sensitive, moisture-sensitive'
_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_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_block_code                hi_ck3
_audit_creation_date             2016-02-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-09-23 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                88.2314(16)
_cell_angle_beta                 81.4762(16)
_cell_angle_gamma                82.3836(17)
_cell_formula_units_Z            1
_cell_length_a                   9.36083(19)
_cell_length_b                   10.8067(2)
_cell_length_c                   13.0128(2)
_cell_measurement_reflns_used    42929
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      70.6550
_cell_measurement_theta_min      4.1250
_cell_volume                     1290.26(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-15); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_environment      perfluoro
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  1  \w    -21.00  69.00   1.00    2.00    --    0.00  57.00-150.00   90
  2  \w    -21.00  69.00   1.00    2.00    --    0.00  57.00 -60.00   90
  3  \w    -72.00  26.00   1.00    2.00    --    0.00 -38.00-120.00   98
  4  \w    -70.00  30.00   1.00    2.00    --    0.00 -77.00-180.00  100
  5  \w    -30.00  70.00   1.00    2.00    --    0.00  77.00 -60.00  100
  6  \w    -34.00  11.00   1.00    2.00    --   14.00 110.00  30.07   45
  7  \w    -40.00 -13.00   1.00    6.00    --   30.00 145.00 124.44   27
  8  \w     -8.00  19.00   1.00    6.00    --   34.00 100.00  82.36   27
  9  \w     -1.00  26.00   1.00    6.00    --   38.00  94.00 -33.62   27
 10  \w      6.00  34.00   1.00    6.00    --   42.00  87.00-156.44   28
 11  \w      5.00  32.00   1.00    6.00    --   42.00  90.00  -2.10   27
 12  \w     14.00  46.00   1.00    6.00    --   46.00  81.00 -38.79   32
 13  \w     14.00  46.00   1.00    6.00    --   46.00  81.00-127.57   32
 14  \w     12.00  38.00   1.00    6.00    --   46.00  84.00 117.75   26
 15  \w     18.00  46.00   1.00    6.00    --   50.00  80.00 -26.87   28
 16  \w     19.00  49.00   1.00    6.00    --   50.00  78.00 153.24   30
 17  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -90.00  100
 18  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 120.00  100
 19  \w      1.00  96.00   1.00    6.00    --   54.00 -99.00   0.00   95
 20  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-120.00  100
 21  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -60.00  100
 22  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  60.00  100
 23  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 144.00  100
 24  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-150.00  100
 25  \w    -15.00  75.00   1.00    6.00    --   54.00 -57.00-150.00   90
 26  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  30.00  100
 27  \w      1.00  96.00   1.00    6.00    --   54.00 -99.00-180.00   95
 28  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  90.00  100
 29  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-180.00  100
 30  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -30.00  100
 31  \w    -15.00  75.00   1.00    6.00    --   54.00 -57.00  60.00   90
 32  \w     30.00 127.00   1.00    6.00    --   58.00  73.00  33.76   97
 33  \w     35.00 129.00   1.00    6.00    --   58.00  46.00-117.47   94
 34  \w     35.00 135.00   1.00    6.00    --   62.00  33.00 -49.48  100
 35  \w     32.00 132.00   1.00    6.00    --   62.00  77.00 166.28  100
 36  \w     32.00 132.00   1.00    6.00    --   62.00  77.00  25.09  100
 37  \w     45.00 134.00   1.00    6.00    --   66.00  60.00  13.56   89
 38  \w     45.00 135.00   1.00    6.00    --   66.00  58.00 116.05   90
 39  \w     46.00 138.00   1.00    6.00    --   70.00  67.00-172.18   92
 40  \w     49.00 140.00   1.00    6.00    --   70.00  52.00-177.12   91
 41  \w     41.00 140.00   1.00    6.00    --   70.00  76.00 -57.55   99
 42  \w     49.00 139.00   1.00    6.00    --   70.00  54.00  96.85   90
 43  \w     49.00 139.00   1.00    6.00    --   70.00  57.00 -92.95   90
 44  \w     52.00 142.00   1.00    6.00    --   74.00  62.00 -11.26   90
 45  \w     51.00 141.00   1.00    6.00    --   74.00  64.00  32.43   90
 46  \w     55.00 149.00   1.00    6.00    --   78.00  48.00  77.75   94
 47  \w     61.00 152.00   1.00   16.00    --   82.00  52.00  55.93   91
 48  \w     54.00 151.00   1.00   16.00    --   82.00  73.00 125.03   97
 49  \w     56.00 156.00   1.00   16.00    --   86.00  77.00  51.79  100
 50  \w     56.00 156.00   1.00   16.00    --   86.00  77.00 -65.73  100
 51  \w     66.00 163.00   1.00   16.00    --   94.00  73.00 150.36   97
 52  \w     36.00 116.00   1.00   16.00    --  108.00-111.00-120.00   80
 53  \w     36.00 116.00   1.00   16.00    --  108.00-111.00   0.00   80
 54  \w     78.00 178.00   1.00   16.00    --  108.00  77.00   0.00  100
 55  \w     78.00 178.00   1.00   16.00    --  108.00  77.00-120.00  100
 56  \w     84.00 176.00   1.00   16.00    --  108.00  67.00 -97.43   92
 57  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 -30.00  100
 58  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 144.00  100
 59  \w     82.00 178.00   1.00   16.00    --  108.00  38.00  60.00   96
 60  \w     78.00 178.00   1.00   16.00    --  108.00  77.00  60.00  100
 61  \w     82.00 178.00   1.00   16.00    --  108.00  38.00   0.00   96
 62  \w     86.00 178.00   1.00   16.00    --  108.00  50.00 -90.00   92
 63  \w     85.00 175.00   1.00   16.00    --  108.00  64.00 -90.00   90
 64  \w     85.00 175.00   1.00   16.00    --  108.00  64.00-150.00   90
 65  \w     86.00 178.00   1.00   16.00    --  108.00  50.00-180.00   92
 66  \w     82.00 178.00   1.00   16.00    --  108.00  38.00  30.00   96
 67  \w     85.00 175.00   1.00   16.00    --  108.00  64.00  60.00   90
 68  \w     85.00 175.00   1.00   16.00    --  108.00  64.00 -60.00   90
 69  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 120.00  110
 70  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 -60.00  100
 71  \w     82.00 178.00   1.00   16.00    --  108.00  38.00 -90.00   96
 72  \w     85.00 175.00   1.00   16.00    --  108.00  64.00 120.00   90
 73  \w     85.00 175.00   1.00   16.00    --  108.00  64.00   0.00   90
 74  \w     78.00 137.00   1.00   16.00    --  108.00  77.00-180.00   59
 75  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 120.00  100
 76  \w     82.00 178.00   1.00   16.00    --  108.00  38.00-120.00   96
 77  \w     85.00 175.00   1.00   16.00    --  108.00  64.00 -30.00   90
 78  \w     36.00 116.00   1.00   16.00    --  108.00-111.00  90.00   80
 79  \w     78.00 178.00   1.00   16.00    --  108.00  77.00  90.00  100
 80  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 150.00  100
 81  \w     85.00 175.00   1.00   16.00    --  108.00  64.00-120.00   90
 82  \w     78.00 178.00   1.00   16.00    --  108.00  77.00  30.00  100
 83  \w     78.00 178.00   1.00   16.00    --  108.00  77.00-150.00  100
 84  \w    100.00 178.00   1.00   16.00    --  108.00 111.00 -60.00   78
 85  \w     85.00 175.00   1.00   16.00    --  108.00  64.00-180.00   90
 86  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 -90.00  100
 87  \w     85.00 175.00   1.00   16.00    --  108.00  64.00  90.00   90
 88  \w     38.00 138.00   1.00   16.00    --  108.00 -77.00 -90.00  100
 89  \f      0.00 120.00   1.00    2.00   0.00   0.00 -60.00    --   120
 90  \f    120.00 240.00   1.00    2.00   0.00   0.00 -40.00    --   120
 91  \f    120.00 240.00   1.00    2.00   0.00   0.00  40.00    --   120
 92  \f      0.00 120.00   1.00    2.00   0.00   0.00  60.00    --   120
 93  \f      0.00 120.00   1.00    2.00   0.00   0.00 -40.00    --   120
 94  \f      0.00 120.00   1.00    2.00   0.00   0.00  40.00    --   120
 95  \f    240.00 360.00   1.00    6.00  54.00  54.00 -40.00    --   120
 96  \f    120.00 240.00   1.00    6.00  54.00  54.00  40.00    --   120
 97  \f    120.00 240.00   1.00    6.00  54.00  54.00 -40.00    --   120
 98  \f    120.00 240.00   1.00    6.00  54.00  54.00 -60.00    --   120
 99  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-150.00  100
100  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-180.00  100
101  \f      0.00 120.00   1.00    6.00  54.00  54.00 -40.00    --   120
102  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 144.00  100
103  \w     24.00 124.00   1.00    6.00    --   54.00  77.00   0.00  100
104  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -90.00  100
105  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 144.00  100
106  \w    -16.00  84.00   1.00    6.00    --   54.00 -77.00-150.00  100
107  \w    -16.00  84.00   1.00    6.00    --   54.00 -77.00  18.00  100
108  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  30.00  100
109  \f    120.00 240.00   1.00    6.00  54.00  54.00  60.00    --   120
110  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -60.00  100
111  \f      0.00 120.00   1.00    6.00  54.00  54.00 -60.00    --   120
112  \w     24.00 124.00   1.00    6.00    --   54.00  77.00-120.00  100
113  \f    240.00 360.00   1.00    6.00  54.00  54.00 -60.00    --   120
114  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 -30.00  100
115  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 120.00  100
116  \w    -16.00  84.00   1.00    6.00    --   54.00 -77.00  18.00  100
117  \f    240.00 360.00   1.00    6.00  54.00  54.00  40.00    --   120
118  \f      0.00 120.00   1.00    6.00  54.00  54.00  60.00    --   120
119  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  90.00  100
120  \f      0.00 120.00   1.00    6.00  54.00  54.00  40.00    --   120
121  \w     24.00 124.00   1.00    6.00    --   54.00  77.00 150.00  100
122  \w    -16.00  84.00   1.00    6.00    --   54.00 -77.00-180.00  100
123  \w     24.00 124.00   1.00    6.00    --   54.00  77.00  60.00  100
124  \f    240.00 360.00   1.00    6.00  54.00  54.00  60.00    --   120
125  \w     38.00 138.00   1.00   16.00    --  108.00 -77.00  18.00  100
126  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 144.00  100
127  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 150.00  110
128  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00  90.00  110
129  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00  60.00  110
130  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00  30.00  110
131  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 -30.00  110
132  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 -60.00  110
133  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 -90.00  110
134  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00-120.00  110
135  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00-150.00  110
136  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00-180.00  110
137  \f    240.00 360.00   1.00   16.00 108.00 108.00  60.00    --   120
138  \f    240.00 360.00   1.00   16.00 108.00 108.00 -60.00    --   120
139  \f    240.00 360.00   1.00   16.00 108.00 108.00  40.00    --   120
140  \f    240.00 360.00   1.00   16.00 108.00 108.00 -40.00    --   120
141  \f    120.00 240.00   1.00   16.00 108.00 108.00  60.00    --   120
142  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00   0.00  110
143  \f    120.00 240.00   1.00   16.00 108.00 108.00 -60.00    --   120
144  \f    120.00 240.00   1.00   16.00 108.00 108.00  40.00    --   120
145  \f    120.00 240.00   1.00   16.00 108.00 108.00 -40.00    --   120
146  \w     36.00 146.00   1.00   16.00    --  108.00 -92.00 120.00  110
147  \f      0.00 120.00   1.00   16.00 108.00 108.00  60.00    --   120
148  \f      0.00 120.00   1.00   16.00 108.00 108.00 -60.00    --   120
149  \f      0.00 120.00   1.00   16.00 108.00 108.00  40.00    --   120
150  \w     78.00 178.00   1.00   16.00    --  108.00  77.00 144.00  100
151  \f      0.00 120.00   1.00   16.00 108.00 108.00 -40.00    --   120
152  \w     78.00 139.00   1.00   16.00    --  108.00  77.00-180.00   61
153  \w     38.00 138.00   1.00   16.00    --  108.00 -77.00  18.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0531195000
_diffrn_orient_matrix_UB_12      0.1398077000
_diffrn_orient_matrix_UB_13      -0.0139015000
_diffrn_orient_matrix_UB_21      -0.0606126000
_diffrn_orient_matrix_UB_22      -0.0290561000
_diffrn_orient_matrix_UB_23      -0.0991198000
_diffrn_orient_matrix_UB_31      -0.1472072000
_diffrn_orient_matrix_UB_32      -0.0172572000
_diffrn_orient_matrix_UB_33      0.0656854000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0112
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            79658
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.825
_diffrn_reflns_theta_min         3.435
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.262
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41p (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_description       irregular
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.047
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4945
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0306
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+2.6093P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0927
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4719
_reflns_number_total             4945
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt03166h2.cif
_cod_data_source_block           hi_ck3
_cod_depositor_comments
'Adding full bibliography for 7040782--7040791.cif.'
_cod_database_code               7040783
_audit_block_refno               2645
_audit_block_usercomment         'ck441 yellow irregular'
_chemical_oxdiff_formula         'C36 H56 B2 Cl4 Cu6 F8 N16'
_chemical_oxdiff_usercomment     'ck441 yellow irregular'
_shelx_estimated_absorpt_t_max   0.621
_shelx_estimated_absorpt_t_min   0.621
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelxl_version_number           2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 F1A, F2A, F3A, F4A, F1B, F2B, F3B, F4B, B1A, B1B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(B1B)=Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=1-FVAR(1)
 Sof(B1A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=FVAR(1)
4.a Free rotating group:
 B1A(F1A,F2A,F3A,F4A), B1B(F1B,F2B,F3B,F4B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,
 H18B,H18C)
;
_shelx_res_checksum              9765
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.547
_oxdiff_exptl_absorpt_empirical_full_min 0.818
_cell_oxdiff_length_a            9.36083(19)
_cell_oxdiff_length_b            10.8067(2)
_cell_oxdiff_length_c            13.0128(2)
_cell_oxdiff_angle_alpha         88.2314(16)
_cell_oxdiff_angle_beta          81.4762(16)
_cell_oxdiff_angle_gamma         82.3836(17)
_cell_oxdiff_volume              1290.26(4)
_cell_oxdiff_measurement_reflns_used 42929