#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:40:53 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229163 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/96/7229644.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_7229644
loop_
_publ_author_name
'Duan, Wen-Long'
'Wang, Hao-Cheng'
'Martí-Rujas, Javier'
'Guo, Fang'
_publ_section_title
;
 Fluorescence-based detection of nitroaromatics using a luminescent second
 sphere adduct self-assembled by charge-assisted hydrogen bonds
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              323
_journal_paper_doi               10.1039/C7CE01743J
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C43 H48 Cl4 Cu N2'
_chemical_formula_weight         798.17
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-11-20 deposited with the CCDC.
2017-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.537(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.811(2)
_cell_length_b                   16.372(2)
_cell_length_c                   15.924(2)
_cell_measurement_reflns_used    3528
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      47.807
_cell_measurement_theta_min      4.976
_cell_volume                     4018.1(9)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12367
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_min         1.815
_diffrn_source                   'seled tube'
_exptl_absorpt_coefficient_mu    0.842
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1668
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.353
_refine_diff_density_min         -0.871
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1173
_refine_ls_R_factor_gt           0.0916
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1045P)²+16.7831P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2332
_refine_ls_wR_factor_ref         0.2536
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3269
_reflns_number_total             4605
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce01743j2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7229643--7229647.cif.'
_cod_database_code               7229644
_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   0.811
_shelx_estimated_absorpt_t_max   0.951
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
N1 N -0.3127(3) 0.0497(3) -0.3495(3) 0.0489(10) Uani 1 1 d . . .
C1 C 0.0000 -0.1406(5) -0.2500 0.109(5) Uani 1 2 d S T P
H1A H 0.0062 -0.1756 -0.1986 0.131 Uiso 0.5 1 calc R U P
H1B H -0.0062 -0.1756 -0.3014 0.131 Uiso 0.5 1 calc R U P
C2 C -0.0823(4) -0.0898(3) -0.2748(5) 0.0727(17) Uani 1 1 d . . .
C3 C -0.0851(3) -0.0216(3) -0.2251(4) 0.0615(14) Uani 1 1 d . . .
H3 H -0.0351 -0.0059 -0.1756 0.074 Uiso 1 1 calc R U .
C4 C -0.1603(3) 0.0246(3) -0.2467(3) 0.0491(11) Uani 1 1 d . . .
C5 C -0.2335(3) 0.0001(3) -0.3219(3) 0.0463(10) Uani 1 1 d . . .
C6 C -0.2345(3) -0.0689(3) -0.3742(4) 0.0584(13) Uani 1 1 d . . .
C7 C -0.1572(4) -0.1127(3) -0.3484(5) 0.0692(16) Uani 1 1 d . . .
H7 H -0.1559 -0.1590 -0.3818 0.083 Uiso 1 1 calc R U .
C8 C -0.1570(4) 0.0970(3) -0.1866(4) 0.0584(13) Uani 1 1 d . . .
C9 C -0.1496(9) 0.0737(7) -0.0928(6) 0.101(3) Uani 1 1 d . . .
C10 C -0.3143(4) -0.0968(4) -0.4552(5) 0.0799(18) Uani 1 1 d . . .
H10A H -0.3616 -0.0600 -0.4616 0.096 Uiso 1 1 calc R U .
H10B H -0.3029 -0.0915 -0.5100 0.096 Uiso 1 1 calc R U .
C11 C -0.3429(7) -0.1794(6) -0.4511(8) 0.154(5) Uani 1 1 d . . .
H11A H -0.3936 -0.1908 -0.5054 0.231 Uiso 1 1 calc R U .
H11B H -0.2975 -0.2169 -0.4468 0.231 Uiso 1 1 calc R U .
H11C H -0.3564 -0.1853 -0.3982 0.231 Uiso 1 1 calc R U .
C12 C -0.3277(4) 0.1112(4) -0.4253(5) 0.0667(16) Uani 1 1 d . . .
C13 C -0.2653(5) 0.1854(4) -0.3915(4) 0.0772(18) Uani 1 1 d . . .
C14 C -0.2859(5) 0.2509(4) -0.3506(4) 0.0795(18) Uani 1 1 d . . .
H14 H -0.3385 0.2491 -0.3443 0.095 Uiso 1 1 calc R U .
C15 C -0.2341(8) 0.3204(5) -0.3174(5) 0.114(3) Uani 1 1 d . . .
H15 H -0.2509 0.3629 -0.2894 0.137 Uiso 1 1 calc R U .
C16 C -0.1505(8) 0.3223(5) -0.3295(5) 0.117(3) Uani 1 1 d . . .
H16 H -0.1117 0.3655 -0.3084 0.141 Uiso 1 1 calc R U .
C17 C -0.1341(4) 0.2564(4) -0.3738(4) 0.0733(18) Uani 1 1 d . . .
C18 C -0.1894(4) 0.1882(4) -0.4044(4) 0.0737(12) Uani 1 1 d . . .
C19 C -0.1642(4) 0.1239(4) -0.4515(4) 0.0737(12) Uani 1 1 d . . .
H19 H -0.1974 0.0770 -0.4729 0.088 Uiso 1 1 calc R U .
C20 C -0.0896(5) 0.1363(5) -0.4621(7) 0.107(3) Uani 1 1 d . . .
H20 H -0.0725 0.0947 -0.4911 0.129 Uiso 1 1 calc R U .
C21 C -0.0362(6) 0.2028(7) -0.4354(9) 0.130(4) Uani 1 1 d . . .
H21 H 0.0129 0.2070 -0.4484 0.157 Uiso 1 1 calc R U .
C22 C -0.0571(6) 0.2606(6) -0.3904(7) 0.110(3) Uani 1 1 d . . .
H22 H -0.0206 0.3054 -0.3690 0.132 Uiso 1 1 calc R U .
Cu1 Cu -0.5000 0.06402(5) -0.2500 0.0556(3) Uani 1 2 d S T P
Cl1 Cl -0.38407(14) 0.14349(14) -0.21824(19) 0.1230(10) Uani 1 1 d . . .
Cl2 Cl -0.50966(11) -0.01497(12) -0.13831(14) 0.0928(6) Uani 1 1 d . . .
H8A H -0.114(4) 0.128(4) -0.178(4) 0.072(18) Uiso 1 1 d . . .
H8B H -0.207(4) 0.133(3) -0.218(4) 0.056(14) Uiso 1 1 d . . .
H9A H -0.146(5) 0.119(5) -0.055(6) 0.11(3) Uiso 1 1 d . . .
H9B H -0.102(7) 0.035(6) -0.072(7) 0.14(4) Uiso 1 1 d . . .
H9C H -0.203(5) 0.041(4) -0.104(5) 0.08(2) Uiso 1 1 d . . .
H12A H -0.382(4) 0.125(3) -0.444(4) 0.063(17) Uiso 1 1 d . . .
H12B H -0.321(4) 0.083(3) -0.472(4) 0.061(18) Uiso 1 1 d . . .
H1N H -0.311(4) 0.080(4) -0.303(5) 0.08(2) Uiso 1 1 d . . .
H2N H -0.355(4) 0.023(4) -0.362(4) 0.064(17) Uiso 1 1 d . . .
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'
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
C5 N1 C12 116.7(4) . .
C2 C1 C2 113.9(7) 2_554 .
C3 C2 C7 118.4(5) . .
C3 C2 C1 121.9(5) . .
C7 C2 C1 119.7(5) . .
C2 C3 C4 122.3(5) . .
C5 C4 C3 117.3(5) . .
C5 C4 C8 124.7(5) . .
C3 C4 C8 118.0(5) . .
C4 C5 C6 122.8(4) . .
C4 C5 N1 118.8(4) . .
C6 C5 N1 118.3(4) . .
C7 C6 C5 116.9(5) . .
C7 C6 C10 120.0(5) . .
C5 C6 C10 123.1(5) . .
C2 C7 C6 122.3(5) . .
C9 C8 C4 113.6(6) . .
C11 C10 C6 116.2(7) . .
N1 C12 C13 111.6(5) . .
C18 C13 C14 118.1(7) . .
C18 C13 C12 120.9(6) . .
C14 C13 C12 121.0(7) . .
C13 C14 C15 125.4(8) . .
C14 C15 C16 116.3(8) . .
C17 C16 C15 116.2(8) . .
C16 C17 C18 124.0(8) . .
C16 C17 C22 116.1(8) . .
C18 C17 C22 119.9(8) . .
C13 C18 C17 120.0(7) . .
C13 C18 C19 122.3(6) . .
C17 C18 C19 117.7(6) . .
C20 C19 C18 115.8(7) . .
C19 C20 C21 127.6(10) . .
C22 C21 C20 117.2(11) . .
C21 C22 C17 121.8(8) . .
Cl1 Cu1 Cl1 108.50(14) 2_454 .
Cl1 Cu1 Cl2 100.48(6) 2_454 .
Cl1 Cu1 Cl2 119.19(10) . .
Cl1 Cu1 Cl2 119.19(10) 2_454 2_454
Cl1 Cu1 Cl2 100.49(6) . 2_454
Cl2 Cu1 Cl2 110.07(12) . 2_454
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C5 1.469(6) .
N1 C12 1.514(7) .
C1 C2 1.524(7) 2_554
C1 C2 1.524(7) .
C2 C3 1.381(8) .
C2 C7 1.386(9) .
C3 C4 1.393(7) .
C4 C5 1.391(7) .
C4 C8 1.510(7) .
C5 C6 1.400(7) .
C6 C7 1.395(8) .
C6 C10 1.513(8) .
C8 C9 1.498(10) .
C10 C11 1.446(10) .
C12 C13 1.554(9) .
C13 C18 1.372(10) .
C13 C14 1.368(9) .
C14 C15 1.401(10) .
C15 C16 1.494(15) .
C16 C17 1.375(12) .
C17 C18 1.409(8) .
C17 C22 1.423(12) .
C18 C19 1.451(10) .
C19 C20 1.345(10) .
C20 C21 1.367(12) .
C21 C22 1.316(15) .
Cu1 Cl1 2.2270(17) 2_454
Cu1 Cl1 2.2271(17) .
Cu1 Cl2 2.2567(16) .
Cu1 Cl2 2.2567(16) 2_454
