#------------------------------------------------------------------------------
#$Date: 2019-11-25 04:34:56 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240027 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/92/4129272.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_4129272
loop_
_publ_author_name
'Hofbeck, Thomas'
'Monkowius, Uwe'
'Yersin, Hartmut'
_publ_section_title
;
 Highly efficient luminescence of Cu(I) compounds: thermally activated
 delayed fluorescence combined with short-lived phosphorescence.
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              399
_journal_page_last               404
_journal_paper_doi               10.1021/ja5109672
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C36 H32 Cl2 Cu2 N2 P2, 2(C H2 Cl2)'
_chemical_formula_sum            'C38 H36 Cl6 Cu2 N2 P2'
_chemical_formula_weight         922.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'APEX2 v2010.1-2'
_cell_angle_alpha                105.600(4)
_cell_angle_beta                 103.735(4)
_cell_angle_gamma                101.856(4)
_cell_formula_units_Z            1
_cell_length_a                   8.5759(12)
_cell_length_b                   10.6357(14)
_cell_length_c                   12.1368(17)
_cell_measurement_temperature    200.(2)
_cell_volume                     991.9(2)
_computing_cell_refinement       'SAINT Version 7.68A (Bruker, 2009)'
_computing_data_collection       'APEX2 Version 2009.9 (Bruker)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics
'ORTEP-3 for Windows version 2.02 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 and publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200.(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'SMART X2S'
_diffrn_measurement_method       omega-scan
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_source         'sealed MicroFocus tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9770
_diffrn_reflns_theta_full        25.11
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    1.588
_exptl_absorpt_correction_T_max  0.61
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.371
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3487
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0372P)²+0.2928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0865
_reflns_number_gt                2915
_reflns_number_total             3487
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1_chloride.cif
_cod_data_source_block           I
_cod_database_code               4129272
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cl Cl1 0.39379(8) 0.28855(7) 0.66613(6) 0.03278(18) Uani d . 1
Cu Cu1 0.47111(4) 0.36366(3) 0.52431(3) 0.02522(12) Uani d . 1
Cl Cl3 0.87570(12) 0.32054(11) 0.93635(11) 0.0772(3) Uani d . 1
Cl Cl2 0.62916(14) 0.05617(10) 0.84493(10) 0.0726(3) Uani d . 1
C C1 0.1749(3) 0.4679(3) 0.3680(2) 0.0227(6) Uani d . 1
N N1 0.2761(3) 0.5966(2) 0.42527(18) 0.0227(5) Uani d . 1
P P1 0.28760(8) 0.33789(7) 0.35386(6) 0.02152(17) Uani d . 1
C C8 0.2871(3) 0.3924(3) 0.1381(2) 0.0315(6) Uani d . 1
H H8 0.1972 0.43 0.1454 0.038 Uiso calc R 1
C C5 0.2069(3) 0.7008(3) 0.4398(2) 0.0284(6) Uani d . 1
C C9 0.3427(4) 0.3847(3) 0.0387(3) 0.0374(7) Uani d . 1
H H9 0.2904 0.4166 -0.0221 0.045 Uiso calc R 1
C C7 0.3628(3) 0.3450(3) 0.2270(2) 0.0244(6) Uani d . 1
C C13 0.1181(3) 0.1774(3) 0.2925(2) 0.0231(6) Uani d . 1
C C18 0.0814(3) 0.1125(3) 0.3721(2) 0.0279(6) Uani d . 1
H H18 0.1489 0.1479 0.4541 0.033 Uiso calc R 1
C C17 -0.0529(4) -0.0034(3) 0.3328(3) 0.0341(7) Uani d . 1
H H17 -0.0783 -0.0464 0.3881 0.041 Uiso calc R 1
C C19 0.7425(4) 0.1859(4) 0.8071(3) 0.0577(10) Uani d . 1
H H19A 0.6636 0.2207 0.7581 0.069 Uiso calc R 1
H H19B 0.81 0.1484 0.758 0.069 Uiso calc R 1
C C15 -0.1115(4) 0.0056(3) 0.1335(3) 0.0426(8) Uani d . 1
H H15 -0.1772 -0.0321 0.0511 0.051 Uiso calc R 1
C C3 -0.0672(4) 0.5456(3) 0.3401(3) 0.0411(8) Uani d . 1
H H3 -0.1852 0.5287 0.3109 0.049 Uiso calc R 1
C C4 0.0353(4) 0.6762(3) 0.3967(3) 0.0384(7) Uani d . 1
H H4 -0.0118 0.7504 0.4064 0.046 Uiso calc R 1
C C6 0.3236(4) 0.8426(3) 0.5041(3) 0.0389(7) Uani d . 1
H H6A 0.3574 0.8598 0.591 0.058 Uiso calc R 1
H H6B 0.2663 0.9088 0.486 0.058 Uiso calc R 1
H H6C 0.4231 0.8515 0.4771 0.058 Uiso calc R 1
C C10 0.4734(4) 0.3310(3) 0.0282(3) 0.0395(7) Uani d . 1
H H10 0.5109 0.3257 -0.0401 0.047 Uiso calc R 1
C C11 0.5500(4) 0.2850(3) 0.1160(3) 0.0417(8) Uani d . 1
H H11 0.6398 0.2475 0.1081 0.05 Uiso calc R 1
C C14 0.0213(4) 0.1219(3) 0.1719(3) 0.0368(7) Uani d . 1
H H14 0.0467 0.164 0.116 0.044 Uiso calc R 1
C C16 -0.1495(4) -0.0564(3) 0.2143(3) 0.0363(7) Uani d . 1
H H16 -0.2424 -0.1355 0.1877 0.044 Uiso calc R 1
C C2 0.0025(3) 0.4387(3) 0.3258(3) 0.0351(7) Uani d . 1
H H2 -0.0664 0.3472 0.2879 0.042 Uiso calc R 1
C C12 0.4965(3) 0.2933(3) 0.2156(3) 0.0332(7) Uani d . 1
H H12 0.5515 0.2633 0.277 0.04 Uiso calc R 1
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'
P P 0.1023 0.0942 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 Cu1 P1 2_666 . 131.81(6)
N1 Cu1 Cl1 2_666 . 104.71(6)
P1 Cu1 Cl1 . . 121.59(3)
N1 C1 C2 . . 122.3(2)
N1 C1 P1 . . 113.80(18)
C2 C1 P1 . . 123.9(2)
C1 N1 C5 . . 118.9(2)
C1 N1 Cu1 . 2_666 121.08(16)
C5 N1 Cu1 . 2_666 119.75(18)
C7 P1 C13 . . 103.53(12)
C7 P1 C1 . . 103.19(12)
C13 P1 C1 . . 103.13(11)
C7 P1 Cu1 . . 118.14(9)
C13 P1 Cu1 . . 114.48(9)
C1 P1 Cu1 . . 112.64(9)
C9 C8 C7 . . 120.1(3)
C9 C8 H8 . . 120.0
C7 C8 H8 . . 120.0
N1 C5 C4 . . 120.6(3)
N1 C5 C6 . . 117.4(2)
C4 C5 C6 . . 122.0(2)
C10 C9 C8 . . 120.2(3)
C10 C9 H9 . . 119.9
C8 C9 H9 . . 119.9
C12 C7 C8 . . 118.9(3)
C12 C7 P1 . . 117.9(2)
C8 C7 P1 . . 123.1(2)
C18 C13 C14 . . 119.1(2)
C18 C13 P1 . . 117.7(2)
C14 C13 P1 . . 123.1(2)
C17 C18 C13 . . 120.4(3)
C17 C18 H18 . . 119.8
C13 C18 H18 . . 119.8
C16 C17 C18 . . 120.3(3)
C16 C17 H17 . . 119.9
C18 C17 H17 . . 119.9
Cl2 C19 Cl3 . . 111.28(19)
Cl2 C19 H19A . . 109.4
Cl3 C19 H19A . . 109.4
Cl2 C19 H19B . . 109.4
Cl3 C19 H19B . . 109.4
H19A C19 H19B . . 108.0
C14 C15 C16 . . 120.4(3)
C14 C15 H15 . . 119.8
C16 C15 H15 . . 119.8
C4 C3 C2 . . 119.3(3)
C4 C3 H3 . . 120.3
C2 C3 H3 . . 120.3
C3 C4 C5 . . 120.4(3)
C3 C4 H4 . . 119.8
C5 C4 H4 . . 119.8
C5 C6 H6A . . 109.5
C5 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C5 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
C11 C10 C9 . . 120.2(3)
C11 C10 H10 . . 119.9
C9 C10 H10 . . 119.9
C10 C11 C12 . . 120.0(3)
C10 C11 H11 . . 120.0
C12 C11 H11 . . 120.0
C15 C14 C13 . . 120.0(3)
C15 C14 H14 . . 120.0
C13 C14 H14 . . 120.0
C17 C16 C15 . . 119.8(3)
C17 C16 H16 . . 120.1
C15 C16 H16 . . 120.1
C3 C2 C1 . . 118.5(3)
C3 C2 H2 . . 120.8
C1 C2 H2 . . 120.8
C11 C12 C7 . . 120.6(3)
C11 C12 H12 . . 119.7
C7 C12 H12 . . 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cl1 Cu1 . 2.2593(8)
Cu1 N1 2_666 2.026(2)
Cu1 P1 . 2.1916(8)
Cl3 C19 . 1.756(4)
Cl2 C19 . 1.749(4)
C1 N1 . 1.350(3)
C1 C2 . 1.383(4)
C1 P1 . 1.837(3)
N1 C5 . 1.352(3)
N1 Cu1 2_666 2.026(2)
P1 C7 . 1.819(3)
P1 C13 . 1.834(3)
C8 C9 . 1.387(4)
C8 C7 . 1.391(4)
C8 H8 . 0.95
C5 C4 . 1.383(4)
C5 C6 . 1.503(4)
C9 C10 . 1.375(4)
C9 H9 . 0.95
C7 C12 . 1.388(4)
C13 C18 . 1.386(4)
C13 C14 . 1.392(4)
C18 C17 . 1.383(4)
C18 H18 . 0.95
C17 C16 . 1.371(4)
C17 H17 . 0.95
C19 H19A . 0.99
C19 H19B . 0.99
C15 C14 . 1.379(4)
C15 C16 . 1.383(4)
C15 H15 . 0.95
C3 C4 . 1.368(4)
C3 C2 . 1.379(4)
C3 H3 . 0.95
C4 H4 . 0.95
C6 H6A . 0.98
C6 H6B . 0.98
C6 H6C . 0.98
C10 C11 . 1.373(4)
C10 H10 . 0.95
C11 C12 . 1.380(4)
C11 H11 . 0.95
C14 H14 . 0.95
C16 H16 . 0.95
C2 H2 . 0.95
C12 H12 . 0.95
