#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:04:30 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180167 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/63/7106334.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7106334
loop_
_publ_author_name
'Hyo Sung Jung'
'Ji Hye Han'
'Yoichi Habata'
'Chulhun Kang'
'Jong Seung Kim'
_publ_section_title
;
 An iminocoumarin-Cu(II) ensemble-based chemodosimeter toward thiols
;
_journal_name_full               Chem.Commun.
_journal_page_first              5142
_journal_paper_doi               10.1039/c1cc10672d
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C49 H49 Cl11 Cu2 N4 O16'
_chemical_formula_weight         1466.95
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.298(4)
_cell_angle_beta                 92.107(4)
_cell_angle_gamma                93.397(4)
_cell_formula_units_Z            1
_cell_length_a                   8.2013(16)
_cell_length_b                   9.0211(17)
_cell_length_c                   19.626(4)
_cell_measurement_temperature    120
_cell_volume                     1419.6(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0725
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10273
_diffrn_reflns_theta_full        28.42
_diffrn_reflns_theta_max         28.42
_diffrn_reflns_theta_min         1.06
_exptl_absorpt_coefficient_mu    1.339
_exptl_absorpt_correction_T_max  0.9699
_exptl_absorpt_correction_T_min  0.6253
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1996'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocl
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.352
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6949
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0571
_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/[σ²(Fo²)+(0.0858P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1566
_reflns_number_gt                4912
_reflns_number_total             6949
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc10672d.txt
_cod_data_source_block           tri_p_1
_cod_original_cell_volume        1419.7(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7106334
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.1120(4) 0.5254(4) 0.7703(2) 0.0201(7) Uani 1 1 d . . .
C2 C 1.0307(4) 0.6491(4) 0.75259(19) 0.0190(7) Uani 1 1 d . . .
C3 C 0.9575(4) 0.6281(4) 0.68759(19) 0.0168(7) Uani 1 1 d . . .
C4 C 0.9623(4) 0.4947(4) 0.63624(19) 0.0176(7) Uani 1 1 d . . .
C5 C 1.0450(4) 0.3749(4) 0.6562(2) 0.0209(7) Uani 1 1 d . . .
H5 H 1.0501 0.2832 0.6232 0.025 Uiso 1 1 calc R . .
C6 C 1.1160(4) 0.3860(4) 0.7196(2) 0.0212(8) Uani 1 1 d . . .
C8 C 0.7834(4) 0.7352(4) 0.61206(18) 0.0166(7) Uani 1 1 d . . .
C9 C 0.7902(4) 0.6030(4) 0.55867(18) 0.0169(7) Uani 1 1 d . . .
C10 C 0.8803(4) 0.4857(4) 0.57357(19) 0.0198(7) Uani 1 1 d . . .
H10 H 0.8847 0.3965 0.5389 0.024 Uiso 1 1 calc R . .
C11 C 1.0265(5) 0.7948(4) 0.8052(2) 0.0272(8) Uani 1 1 d . . .
H11A H 0.9269 0.7921 0.8321 0.033 Uiso 1 1 calc R . .
H11B H 1.0234 0.8813 0.7811 0.033 Uiso 1 1 calc R . .
C12 C 1.1772(5) 0.8147(4) 0.8540(2) 0.0351(10) Uani 1 1 d . . .
H12A H 1.2762 0.8281 0.8278 0.042 Uiso 1 1 calc R . .
H12B H 1.1711 0.9063 0.8908 0.042 Uiso 1 1 calc R . .
C13 C 1.1880(6) 0.6770(4) 0.8866(2) 0.0374(11) Uani 1 1 d . . .
H13A H 1.2911 0.6868 0.9155 0.045 Uiso 1 1 calc R . .
H13B H 1.0958 0.6716 0.9174 0.045 Uiso 1 1 calc R . .
C14 C 1.2485(7) 0.4086(5) 0.8586(3) 0.0542(15) Uani 1 1 d . . .
H14A H 1.2244 0.4158 0.9082 0.065 Uiso 1 1 calc R . .
H14B H 1.3687 0.4134 0.8553 0.065 Uiso 1 1 calc R . .
C15 C 1.1755(6) 0.2581(4) 0.8168(2) 0.0346(10) Uani 1 1 d . . .
H15A H 1.2315 0.1739 0.8310 0.042 Uiso 1 1 calc R . .
H15B H 1.0580 0.2453 0.8257 0.042 Uiso 1 1 calc R . .
C16 C 1.1958(5) 0.2547(4) 0.7405(2) 0.0283(9) Uani 1 1 d . . .
H16A H 1.3136 0.2607 0.7312 0.034 Uiso 1 1 calc R . .
H16B H 1.1452 0.1584 0.7127 0.034 Uiso 1 1 calc R . .
C18 C 0.7032(4) 0.5831(4) 0.49343(18) 0.0187(7) Uani 1 1 d . . .
H18 H 0.7118 0.4902 0.4616 0.022 Uiso 1 1 calc R . .
C20 C 0.5291(4) 0.6583(4) 0.40781(17) 0.0171(7) Uani 1 1 d . . .
C21 C 0.5194(4) 0.5254(4) 0.35726(19) 0.0204(7) Uani 1 1 d . . .
H21 H 0.5738 0.4399 0.3654 0.025 Uiso 1 1 calc R . .
C22 C 0.4307(5) 0.5184(4) 0.29540(19) 0.0228(8) Uani 1 1 d . . .
H22 H 0.4240 0.4282 0.2608 0.027 Uiso 1 1 calc R . .
C23 C 0.3511(4) 0.6438(4) 0.28405(19) 0.0216(8) Uani 1 1 d . . .
H23 H 0.2901 0.6383 0.2414 0.026 Uiso 1 1 calc R . .
C24 C 0.3590(4) 0.7766(4) 0.33358(18) 0.0197(7) Uani 1 1 d . . .
H24 H 0.3036 0.8613 0.3251 0.024 Uiso 1 1 calc R . .
C25 C 0.4482(4) 0.7849(3) 0.39533(17) 0.0163(7) Uani 1 1 d . . .
C26A C 0.2971(10) 0.8588(8) 0.1096(4) 0.0277(17) Uani 0.50 1 d P A 1
C26B C 0.3741(10) 0.9834(8) 0.0975(4) 0.0251(16) Uani 0.50 1 d P B 2
C1S C 0.3205(5) 0.8735(4) 0.6510(2) 0.0322(10) Uani 1 1 d . . .
H1S1 H 0.3945 0.8266 0.6795 0.048 Uiso 1 1 calc R . .
H1S2 H 0.2085 0.8617 0.6658 0.048 Uiso 1 1 calc R . .
H1S3 H 0.3537 0.9815 0.6566 0.048 Uiso 1 1 calc R . .
Cl1 Cl 1.0000 1.0000 0.5000 0.0319(3) Uani 1 2 d S . .
Cl2A Cl 0.4703(5) 0.8941(5) 0.0628(3) 0.0444(10) Uani 0.50 1 d P A 1
Cl3A Cl 0.3744(5) 0.9760(8) 0.1873(3) 0.0453(11) Uani 0.50 1 d P A 1
Cl4A Cl 0.1788(3) 0.9309(3) 0.05679(17) 0.0346(6) Uani 0.50 1 d P A 1
Cl2B Cl 0.5186(5) 0.8643(5) 0.0560(2) 0.0297(7) Uani 0.50 1 d P B 2
Cl3B Cl 0.3150(5) 0.9697(6) 0.1925(3) 0.0397(9) Uani 0.50 1 d P B 2
Cl4B Cl 0.1200(4) 0.8938(4) 0.06600(16) 0.0391(7) Uani 0.50 1 d P B 2
C1X C 0.307(2) 0.3891(19) 0.0482(6) 0.036(3) Uani 0.50 1 d PD C 3
Cl1X Cl 0.2046(4) 0.5524(3) 0.0792(2) 0.0610(8) Uani 0.50 1 d PD C 3
Cl2X Cl 0.3853(12) 0.3156(9) 0.1196(6) 0.0389(12) Uani 0.50 1 d PD C 3
Cl3X Cl 0.1669(3) 0.2507(4) 0.00016(16) 0.0463(7) Uani 0.50 1 d PD C 3
Cl1Y Cl 0.2963(4) 0.4149(3) 0.07429(13) 0.0175(5) Uani 0.50 1 d P D 4
O1Y O 0.4032(7) 0.5055(7) 0.0396(3) 0.0322(13) Uani 0.50 1 d P D 4
O2Y O 0.1850(7) 0.5131(7) 0.1145(3) 0.0287(13) Uani 0.50 1 d P D 4
O3Y O 0.2085(8) 0.3030(8) 0.0256(4) 0.0336(16) Uani 0.50 1 d P D 4
O4Y O 0.392(3) 0.3549(19) 0.1210(15) 0.032(4) Uani 0.50 1 d P D 4
Cu1 Cu 0.58336(5) 0.87974(4) 0.52894(2) 0.01674(13) Uani 1 1 d . . .
N1 N 1.1829(4) 0.5372(4) 0.83366(19) 0.0299(8) Uani 1 1 d . . .
N2 N 0.6132(4) 0.6815(3) 0.47384(15) 0.0181(6) Uani 1 1 d . . .
O5 O 0.8710(3) 0.7455(2) 0.67248(12) 0.0170(5) Uani 1 1 d . . .
O6 O 0.7038(3) 0.8473(3) 0.61048(12) 0.0199(5) Uani 1 1 d . . .
O7 O 0.4656(3) 0.9096(3) 0.44616(13) 0.0226(6) Uani 1 1 d . . .
O1A O 0.8571(6) 0.9086(6) 0.4763(3) 0.0261(12) Uani 0.50 1 d P . .
O2A O 0.8563(6) 1.0605(6) 0.5169(3) 0.0269(12) Uani 0.50 1 d P . .
O3A O 1.0029(7) 0.9867(6) 0.4163(3) 0.0308(13) Uani 0.50 1 d P . .
O4A O 1.0136(7) 0.8480(5) 0.5071(3) 0.0268(12) Uani 0.50 1 d P . .
O9S O 0.3275(3) 0.8019(3) 0.57973(14) 0.0237(6) Uani 1 1 d . . .
H9S H 0.2517 0.8301 0.5563 0.036 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.4(3) . . ?
N1 C1 C6 119.9(3) . . ?
C2 C1 C6 119.7(3) . . ?
C3 C2 C1 117.3(3) . . ?
C3 C2 C11 122.7(3) . . ?
C1 C2 C11 119.9(3) . . ?
C2 C3 O5 116.7(3) . . ?
C2 C3 C4 124.4(3) . . ?
O5 C3 C4 118.9(3) . . ?
C10 C4 C3 118.9(3) . . ?
C10 C4 C5 124.7(3) . . ?
C3 C4 C5 116.2(3) . . ?
C6 C5 C4 122.7(3) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 C16 121.6(3) . . ?
C1 C6 C16 118.8(4) . . ?
O6 C8 O5 113.1(3) . . ?
O6 C8 C9 127.7(3) . . ?
O5 C8 C9 119.2(3) . . ?
C10 C9 C18 119.1(3) . . ?
C10 C9 C8 117.8(3) . . ?
C18 C9 C8 123.0(3) . . ?
C4 C10 C9 122.3(3) . . ?
C2 C11 C12 109.4(3) . . ?
C13 C12 C11 109.6(3) . . ?
N1 C13 C12 111.5(4) . . ?
N1 C14 C15 111.7(4) . . ?
C16 C15 C14 109.2(4) . . ?
C6 C16 C15 109.8(3) . . ?
N2 C18 C9 125.1(3) . . ?
C21 C20 C25 119.7(3) . . ?
C21 C20 N2 126.2(3) . . ?
C25 C20 N2 114.1(3) . . ?
C22 C21 C20 119.9(3) . . ?
C21 C22 C23 119.7(3) . . ?
C24 C23 C22 121.3(4) . . ?
C25 C24 C23 119.3(3) . . ?
O7 C25 C24 123.8(3) . . ?
O7 C25 C20 116.1(3) . . ?
C24 C25 C20 120.0(3) . . ?
Cl4A C26A Cl3A 118.5(5) . . ?
Cl4A C26A Cl2A 91.0(4) . . ?
Cl3A C26A Cl2A 94.2(4) . . ?
Cl2B C26B Cl3B 119.5(5) . . ?
Cl2B C26B Cl4B 112.2(4) . . ?
Cl3B C26B Cl4B 85.6(3) . . ?
O2A Cl1 O2A 180.0(5) . 2_776 ?
O2A Cl1 O1A 116.8(3) . 2_776 ?
O2A Cl1 O1A 63.2(3) 2_776 2_776 ?
O2A Cl1 O1A 63.2(3) . . ?
O2A Cl1 O1A 116.8(3) 2_776 . ?
O1A Cl1 O1A 180.0(4) 2_776 . ?
O2A Cl1 O4A 63.5(3) . 2_776 ?
O2A Cl1 O4A 116.5(3) 2_776 2_776 ?
O1A Cl1 O4A 67.8(3) 2_776 2_776 ?
O1A Cl1 O4A 112.2(3) . 2_776 ?
O2A Cl1 O4A 116.5(3) . . ?
O2A Cl1 O4A 63.5(3) 2_776 . ?
O1A Cl1 O4A 112.2(3) 2_776 . ?
O1A Cl1 O4A 67.8(3) . . ?
O4A Cl1 O4A 180.0(4) 2_776 . ?
O2A Cl1 O3A 104.1(3) . . ?
O2A Cl1 O3A 75.9(3) 2_776 . ?
O1A Cl1 O3A 102.3(3) 2_776 . ?
O1A Cl1 O3A 77.7(3) . . ?
O4A Cl1 O3A 77.7(3) 2_776 . ?
O4A Cl1 O3A 102.3(3) . . ?
O2A Cl1 O3A 75.9(3) . 2_776 ?
O2A Cl1 O3A 104.1(3) 2_776 2_776 ?
O1A Cl1 O3A 77.7(3) 2_776 2_776 ?
O1A Cl1 O3A 102.3(3) . 2_776 ?
O4A Cl1 O3A 102.3(3) 2_776 2_776 ?
O4A Cl1 O3A 77.7(3) . 2_776 ?
O3A Cl1 O3A 180.000(2) . 2_776 ?
Cl3X C1X Cl1X 108.9(9) . . ?
Cl3X C1X Cl2X 107.4(9) . . ?
Cl1X C1X Cl2X 109.6(7) . . ?
O3Y Cl1Y O4Y 112.5(9) . . ?
O3Y Cl1Y O1Y 110.0(4) . . ?
O4Y Cl1Y O1Y 107.8(10) . . ?
O3Y Cl1Y O2Y 110.2(4) . . ?
O4Y Cl1Y O2Y 107.6(11) . . ?
O1Y Cl1Y O2Y 108.7(4) . . ?
O6 Cu1 O7 178.86(10) . . ?
O6 Cu1 N2 95.11(11) . . ?
O7 Cu1 N2 83.92(11) . . ?
O6 Cu1 O7 103.16(10) . 2_676 ?
O7 Cu1 O7 77.76(11) . 2_676 ?
N2 Cu1 O7 160.97(11) . 2_676 ?
O6 Cu1 Cu1 141.97(7) . 2_676 ?
O7 Cu1 Cu1 38.94(7) . 2_676 ?
N2 Cu1 Cu1 122.68(9) . 2_676 ?
O7 Cu1 Cu1 38.82(7) 2_676 2_676 ?
C1 N1 C13 122.6(3) . . ?
C1 N1 C14 123.2(4) . . ?
C13 N1 C14 114.0(4) . . ?
C18 N2 C20 123.6(3) . . ?
C18 N2 Cu1 124.5(3) . . ?
C20 N2 Cu1 111.9(2) . . ?
C8 O5 C3 122.7(3) . . ?
C8 O6 Cu1 124.1(2) . . ?
C25 O7 Cu1 113.7(2) . . ?
C25 O7 Cu1 144.1(2) . 2_676 ?
Cu1 O7 Cu1 102.24(11) . 2_676 ?
Cl1 O2A O4A 60.3(3) . 2_776 ?
Cl1 O4A O2A 56.2(3) . 2_776 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.335(5) . ?
C1 C2 1.427(5) . ?
C1 C6 1.446(5) . ?
C2 C3 1.364(5) . ?
C2 C11 1.507(5) . ?
C3 O5 1.382(4) . ?
C3 C4 1.414(5) . ?
C4 C10 1.366(5) . ?
C4 C5 1.420(5) . ?
C5 C6 1.337(5) . ?
C6 C16 1.503(5) . ?
C8 O6 1.241(4) . ?
C8 O5 1.348(4) . ?
C8 C9 1.430(5) . ?
C9 C10 1.395(5) . ?
C9 C18 1.417(5) . ?
C11 C12 1.515(5) . ?
C12 C13 1.510(6) . ?
C13 N1 1.466(5) . ?
C14 N1 1.467(5) . ?
C14 C15 1.519(6) . ?
C15 C16 1.509(6) . ?
C18 N2 1.293(4) . ?
C20 C21 1.394(4) . ?
C20 C25 1.411(5) . ?
C20 N2 1.418(5) . ?
C21 C22 1.381(5) . ?
C22 C23 1.390(5) . ?
C23 C24 1.384(5) . ?
C24 C25 1.379(5) . ?
C25 O7 1.346(4) . ?
C26A Cl4A 1.645(9) . ?
C26A Cl3A 1.749(11) . ?
C26A Cl2A 1.767(9) . ?
C26B Cl2B 1.761(8) . ?
C26B Cl3B 1.970(9) . ?
C26B Cl4B 2.211(8) . ?
C1S O9S 1.425(5) . ?
Cl1 O2A 1.353(5) . ?
Cl1 O2A 1.353(5) 2_776 ?
Cl1 O1A 1.402(5) 2_776 ?
Cl1 O1A 1.402(5) . ?
Cl1 O4A 1.415(5) 2_776 ?
Cl1 O4A 1.415(5) . ?
Cl1 O3A 1.625(6) . ?
Cl1 O3A 1.625(6) 2_776 ?
C1X Cl3X 1.748(16) . ?
C1X Cl1X 1.754(16) . ?
C1X Cl2X 1.780(18) . ?
Cl1Y O3Y 1.391(7) . ?
Cl1Y O4Y 1.39(3) . ?
Cl1Y O1Y 1.442(5) . ?
Cl1Y O2Y 1.454(6) . ?
Cu1 O6 1.930(3) . ?
Cu1 O7 1.932(3) . ?
Cu1 N2 1.935(3) . ?
Cu1 O7 1.937(2) 2_676 ?
Cu1 Cu1 3.0118(9) 2_676 ?
O7 Cu1 1.937(2) 2_676 ?
O2A O4A 1.458(7) 2_776 ?
O4A O2A 1.458(7) 2_776 ?
