#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:13:28 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/80/4348032.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_4348032
loop_
_publ_author_name
'Axelson, Jordan C.'
'Gonzalez, Miguel I.'
'Meihaus, Katie R.'
'Chang, Christopher J.'
'Long, Jeffrey R.'
_publ_section_title
;
 Synthesis and Characterization of a Tetrapodal NO4(4-) Ligand and Its
 Transition Metal Complexes.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7527
_journal_page_last               7534
_journal_paper_doi               10.1021/acs.inorgchem.6b00908
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C11 H15 Cl Cu K N O6'
_chemical_formula_sum            'C11 H15 Cl Cu K N O6'
_chemical_formula_weight         395.33
_chemical_name_common            jaa29_0ma
_chemical_name_systematic        'K[(C11H11NO4)CuCl] 2(H2O)'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 118.754(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1219(6)
_cell_length_b                   21.1832(13)
_cell_length_c                   6.8152(3)
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.36
_cell_measurement_theta_min      2.30
_cell_volume                     1407.66(13)
_computing_cell_refinement       'Bruker APEX2 v. 2014.11'
_computing_data_collection       'Bruker APEX2 v. 2014.11'
_computing_data_reduction        'Bruker APEX2 v. 2014.11'
_computing_molecular_graphics    Diamond
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0082
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            26759
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.371
_diffrn_reflns_theta_min         1.923
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    2.063
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_description       rod
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.286
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.072
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1299
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0180
_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/[σ²(Fo²)+(0.0144P)²+3.0642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0441
_refine_ls_wR_factor_ref         0.0445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1261
_reflns_number_total             1299
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jaa29_0ma.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4348032
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.590
_shelx_estimated_absorpt_t_max   0.866
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.21913(16) 0.14139(7) 0.1763(3) 0.0123(3) Uani 1 1 d . . .
C5 C 0.12478(18) 0.44253(9) 0.5641(3) 0.0194(4) Uani 1 1 d . . .
H5A H 0.1338 0.4681 0.6904 0.029 Uiso 1 1 calc R U .
H5B H 0.0471 0.4135 0.5174 0.029 Uiso 1 1 calc R U .
H5C H 0.1091 0.4703 0.4389 0.029 Uiso 1 1 calc R U .
C6 C 0.25550(17) 0.40488(8) 0.6347(3) 0.0150(3) Uani 1 1 d . . .
H6 H 0.2409 0.3788 0.5027 0.018 Uiso 1 1 calc R U .
C7 C 0.38306(17) 0.44467(8) 0.6984(3) 0.0118(3) Uani 1 1 d . . .
C8 C 0.38079(18) 0.51023(8) 0.6982(3) 0.0136(3) Uani 1 1 d . . .
H8 H 0.2984 0.5322 0.6629 0.016 Uiso 1 1 calc R U .
C9 C 0.5000 0.54313(11) 0.7500 0.0151(5) Uani 1 2 d S T P
H9 H 0.5000 0.5880 0.7500 0.018 Uiso 1 2 calc R U P
N1 N 0.5000 0.41312(9) 0.7500 0.0110(4) Uani 1 2 d S T P
O1 O 0.37766(13) 0.31863(5) 0.8781(2) 0.0195(3) Uani 1 1 d . . .
O5 O 0.29354(12) 0.13952(5) 0.0871(2) 0.0145(3) Uani 1 1 d . . .
O10 O 0.68438(12) 0.30265(6) 0.1775(2) 0.0164(3) Uani 1 1 d . . .
H10X H 0.7192 0.3238 0.3076 0.020 Uiso 1 1 d R U .
H10Y H 0.7568 0.2843 0.1944 0.020 Uiso 1 1 d R U .
Cl1 Cl 0.5000 0.21019(3) 0.7500 0.01472(13) Uani 1 2 d S T P
K1 K 0.5000 0.23108(2) 0.2500 0.01245(12) Uani 1 2 d S T P
Cu1 Cu 0.5000 0.31806(2) 0.7500 0.01716(10) Uani 1 2 d S T P
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'
K K 0.2009 0.2494 '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
O5 C1 O1 123.16(15) . 7_556
O5 C1 C6 119.64(15) . 7_556
O1 C1 C6 117.19(14) 7_556 7_556
O5 C1 K1 47.49(8) . .
O1 C1 K1 104.64(10) 7_556 .
C6 C1 K1 115.99(10) 7_556 .
C6 C5 H5A 109.5 . .
C6 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C6 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C5 C6 C7 114.71(14) . .
C5 C6 C1 111.31(14) . 7_556
C7 C6 C1 110.16(13) . 7_556
C5 C6 H6 106.7 . .
C7 C6 H6 106.7 . .
C1 C6 H6 106.7 7_556 .
N1 C7 C8 120.67(16) . .
N1 C7 C6 116.68(15) . .
C8 C7 C6 122.62(15) . .
C9 C8 C7 119.22(16) . .
C9 C8 H8 120.4 . .
C7 C8 H8 120.4 . .
C8 C9 C8 119.6(2) . 2_656
C8 C9 H9 120.2 . .
C8 C9 H9 120.2 2_656 .
C7 N1 C7 120.6(2) . 2_656
C7 N1 Cu1 119.68(10) . .
C7 N1 Cu1 119.68(10) 2_656 .
C1 O1 Cu1 123.36(11) 7_556 .
C1 O1 K1 130.86(10) 7_556 1_556
Cu1 O1 K1 104.71(5) . 1_556
C1 O5 K1 113.40(10) . .
K1 O10 H10X 95.8 . .
K1 O10 H10Y 117.3 . .
H10X O10 H10Y 99.4 . .
Cu1 Cl1 K1 82.600(12) . .
Cu1 Cl1 K1 82.600(12) . 1_556
K1 Cl1 K1 165.20(2) . 1_556
O10 K1 O10 113.87(5) . 2_655
O10 K1 O5 147.49(3) . .
O10 K1 O5 85.05(3) 2_655 .
O10 K1 O5 85.05(3) . 2_655
O10 K1 O5 147.49(3) 2_655 2_655
O5 K1 O5 92.13(5) . 2_655
O10 K1 O1 74.34(4) . 2_656
O10 K1 O1 64.63(3) 2_655 2_656
O5 K1 O1 137.89(3) . 2_656
O5 K1 O1 98.41(3) 2_655 2_656
O10 K1 O1 64.63(3) . 1_554
O10 K1 O1 74.34(4) 2_655 1_554
O5 K1 O1 98.41(3) . 1_554
O5 K1 O1 137.89(3) 2_655 1_554
O1 K1 O1 100.41(5) 2_656 1_554
O10 K1 Cl1 126.77(3) . .
O10 K1 Cl1 62.74(3) 2_655 .
O5 K1 Cl1 84.99(3) . .
O5 K1 Cl1 84.76(3) 2_655 .
O1 K1 Cl1 55.88(3) 2_656 .
O1 K1 Cl1 136.53(3) 1_554 .
O10 K1 Cl1 62.74(3) . 1_554
O10 K1 Cl1 126.77(3) 2_655 1_554
O5 K1 Cl1 84.75(3) . 1_554
O5 K1 Cl1 84.99(3) 2_655 1_554
O1 K1 Cl1 136.54(3) 2_656 1_554
O1 K1 Cl1 55.88(3) 1_554 1_554
Cl1 K1 Cl1 165.20(2) . 1_554
O10 K1 C1 163.76(4) . .
O10 K1 C1 68.63(4) 2_655 .
O5 K1 C1 19.10(4) . .
O5 K1 C1 100.80(4) 2_655 .
O1 K1 C1 119.14(4) 2_656 .
O1 K1 C1 102.23(4) 1_554 .
Cl1 K1 C1 69.18(3) . .
Cl1 K1 C1 102.40(3) 1_554 .
O10 K1 C1 68.63(4) . 2_655
O10 K1 C1 163.76(4) 2_655 2_655
O5 K1 C1 100.80(4) . 2_655
O5 K1 C1 19.11(4) 2_655 2_655
O1 K1 C1 102.23(4) 2_656 2_655
O1 K1 C1 119.14(4) 1_554 2_655
Cl1 K1 C1 102.40(3) . 2_655
Cl1 K1 C1 69.18(3) 1_554 2_655
C1 K1 C1 113.82(5) . 2_655
O10 K1 Cu1 43.27(2) . 1_554
O10 K1 Cu1 102.07(3) 2_655 1_554
O5 K1 Cu1 109.16(2) . 1_554
O5 K1 Cu1 109.38(2) 2_655 1_554
O1 K1 Cu1 105.44(3) 2_656 1_554
O1 K1 Cu1 28.94(2) 1_554 1_554
Cl1 K1 Cu1 158.999(17) . 1_554
Cl1 K1 Cu1 35.802(10) 1_554 1_554
C1 K1 Cu1 120.83(3) . 1_554
C1 K1 Cu1 90.39(3) 2_655 1_554
O10 K1 Cu1 102.07(3) . .
O10 K1 Cu1 43.27(2) 2_655 .
O5 K1 Cu1 109.38(2) . .
O5 K1 Cu1 109.16(2) 2_655 .
O1 K1 Cu1 28.94(2) 2_656 .
O1 K1 Cu1 105.44(3) 1_554 .
Cl1 K1 Cu1 35.802(10) . .
Cl1 K1 Cu1 158.999(17) 1_554 .
C1 K1 Cu1 90.39(3) . .
C1 K1 Cu1 120.83(3) 2_655 .
Cu1 K1 Cu1 123.197(15) 1_554 .
O10 K1 H10X 17.3 . .
O10 K1 H10X 104.0 2_655 .
O5 K1 H10X 164.8 . .
O5 K1 H10X 86.7 2_655 .
O1 K1 H10X 57.1 2_656 .
O1 K1 H10X 72.9 1_554 .
Cl1 K1 H10X 110.0 . .
Cl1 K1 H10X 80.0 1_554 .
C1 K1 H10X 172.3 . .
C1 K1 H10X 73.9 2_655 .
Cu1 K1 H10X 57.4 1_554 .
Cu1 K1 H10X 85.3 . .
O1 Cu1 O1 179.29(7) . 2_656
O1 Cu1 N1 89.65(3) . .
O1 Cu1 N1 89.65(3) 2_656 .
O1 Cu1 Cl1 90.35(3) . .
O1 Cu1 Cl1 90.35(3) 2_656 .
N1 Cu1 Cl1 180.0 . .
O1 Cu1 K1 46.34(4) . 1_556
O1 Cu1 K1 134.12(4) 2_656 1_556
N1 Cu1 K1 118.402(8) . 1_556
Cl1 Cu1 K1 61.598(8) . 1_556
O1 Cu1 K1 134.13(4) . .
O1 Cu1 K1 46.34(4) 2_656 .
N1 Cu1 K1 118.402(8) . .
Cl1 Cu1 K1 61.598(7) . .
K1 Cu1 K1 123.197(15) 1_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O5 1.241(2) .
C1 O1 1.276(2) 7_556
C1 C6 1.533(2) 7_556
C1 K1 3.4799(16) .
C5 C6 1.519(2) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C7 1.523(2) .
C6 C1 1.533(2) 7_556
C6 H6 1.0000 .
C7 N1 1.3499(19) .
C7 C8 1.389(2) .
C8 C9 1.385(2) .
C8 H8 0.9500 .
C9 C8 1.385(2) 2_656
C9 H9 0.9500 .
N1 C7 1.3499(19) 2_656
N1 Cu1 2.0135(19) .
O1 C1 1.276(2) 7_556
O1 Cu1 1.9383(12) .
O1 K1 2.8977(13) 1_556
O5 K1 2.7954(12) .
O10 K1 2.7790(12) .
O10 H10X 0.8984 .
O10 H10Y 0.8503 .
Cl1 Cu1 2.2852(6) .
Cl1 K1 3.43622(17) .
Cl1 K1 3.43622(18) 1_556
K1 O10 2.7790(12) 2_655
K1 O5 2.7954(12) 2_655
K1 O1 2.8977(13) 2_656
K1 O1 2.8977(13) 1_554
K1 Cl1 3.43623(18) 1_554
K1 C1 3.4799(16) 2_655
K1 Cu1 3.8738(3) 1_554
K1 Cu1 3.8739(3) .
K1 H10X 3.0062 .
Cu1 O1 1.9383(12) 2_656
Cu1 K1 3.8739(3) 1_556
