#------------------------------------------------------------------------------
#$Date: 2019-10-28 05:24:03 +0200 (Mon, 28 Oct 2019) $
#$Revision: 219704 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/45/4514519.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_4514519
loop_
_publ_author_name
'Chen, Shuqin'
'Gao, Jianmei'
'Chang, Junyu'
'Li, Yanqi'
'Huangfu, Changxin'
'Meng, Hu'
'Wang, Yu'
'Xia, Guangjie'
'Feng, Liang'
_publ_section_title
;
 Family of Highly Luminescent Pure Ionic Copper(I) Bromide Based Hybrid
 Materials.
;
_journal_issue                   19
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              17513
_journal_page_last               17520
_journal_paper_doi               10.1021/acsami.9b02418
_journal_volume                  11
_journal_year                    2019
_chemical_formula_moiety         '[N(C4H9)4][CuBr2]'
_chemical_formula_sum            'C16 H36 Br2 Cu N'
_chemical_formula_weight         465.82
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-08-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.305(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.049(2)
_cell_length_b                   10.2073(12)
_cell_length_c                   15.993(2)
_cell_measurement_reflns_used    2380
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.492
_cell_measurement_theta_min      2.865
_cell_volume                     2128.5(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5288
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.865
_exptl_absorpt_coefficient_mu    4.774
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         2380
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0480
_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)+(0.0362P)²+0.8610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.1012
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1322
_reflns_number_total             2380
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            4.cif
_cod_data_source_block           chenshuqin_4
_cod_database_code               4514519
_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_max   0.449
_shelx_estimated_absorpt_t_min   0.434
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Br1 Br 0.72960(4) 0.56488(4) 0.42869(3) 0.0850(2) Uani 1 1 d . . .
Cu1 Cu 0.7500 0.7500 0.5000 0.0690(3) Uani 1 2 d S T P
N1 N 0.5000 0.8516(3) 0.2500 0.0360(9) Uani 1 2 d S T P
C1 C 0.4853(3) 0.7624(3) 0.3246(2) 0.0411(8) Uani 1 1 d . . .
H1A H 0.4254 0.7083 0.3125 0.049 Uiso 1 1 calc R . .
H1B H 0.5440 0.7043 0.3300 0.049 Uiso 1 1 calc R . .
C2 C 0.4722(3) 0.8282(3) 0.4081(2) 0.0497(9) Uani 1 1 d . . .
H2A H 0.4224 0.8984 0.4017 0.060 Uiso 1 1 calc R . .
H2B H 0.5370 0.8662 0.4276 0.060 Uiso 1 1 calc R . .
C3 C 0.4365(3) 0.7305(4) 0.4720(2) 0.0632(11) Uani 1 1 d . . .
H3A H 0.3725 0.6915 0.4515 0.076 Uiso 1 1 calc R . .
H3B H 0.4869 0.6611 0.4785 0.076 Uiso 1 1 calc R . .
C4 C 0.4207(4) 0.7925(4) 0.5562(3) 0.0792(13) Uani 1 1 d . . .
H4A H 0.3965 0.7276 0.5940 0.119 Uiso 1 1 calc GR . .
H4B H 0.3711 0.8616 0.5501 0.119 Uiso 1 1 calc GR . .
H4C H 0.4846 0.8278 0.5779 0.119 Uiso 1 1 calc GR . .
C5 C 0.4079(2) 0.9400(3) 0.2349(2) 0.0425(8) Uani 1 1 d . . .
H5A H 0.4061 1.0024 0.2805 0.051 Uiso 1 1 calc R . .
H5B H 0.4175 0.9893 0.1839 0.051 Uiso 1 1 calc R . .
C6 C 0.3056(3) 0.8727(3) 0.2272(2) 0.0486(9) Uani 1 1 d . . .
H6A H 0.2870 0.8411 0.2817 0.058 Uiso 1 1 calc R . .
H6B H 0.3104 0.7977 0.1903 0.058 Uiso 1 1 calc R . .
C7 C 0.2230(3) 0.9645(4) 0.1930(3) 0.0577(10) Uani 1 1 d . . .
H7A H 0.2203 1.0411 0.2288 0.069 Uiso 1 1 calc R . .
H7B H 0.2407 0.9937 0.1377 0.069 Uiso 1 1 calc R . .
C8 C 0.1191(3) 0.9010(4) 0.1876(3) 0.0833(14) Uani 1 1 d . . .
H8A H 0.0979 0.8807 0.2429 0.125 Uiso 1 1 calc GR . .
H8B H 0.1225 0.8218 0.1555 0.125 Uiso 1 1 calc GR . .
H8C H 0.0705 0.9598 0.1611 0.125 Uiso 1 1 calc GR . .
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
Br1 Cu1 Br1 180.0 . 7_666
C1 N1 C1 106.3(3) 2_655 .
C5 N1 C1 110.96(19) 2_655 2_655
C5 N1 C1 110.86(18) . 2_655
C5 N1 C1 110.96(19) . .
C5 N1 C1 110.86(18) 2_655 .
C5 N1 C5 106.9(3) . 2_655
N1 C1 H1A 108.1 . .
N1 C1 H1B 108.1 . .
H1A C1 H1B 107.3 . .
C2 C1 N1 116.7(2) . .
C2 C1 H1A 108.1 . .
C2 C1 H1B 108.1 . .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
C1 C2 C3 110.6(3) . .
H2A C2 H2B 108.1 . .
C3 C2 H2A 109.5 . .
C3 C2 H2B 109.5 . .
C2 C3 H3A 109.1 . .
C2 C3 H3B 109.1 . .
H3A C3 H3B 107.8 . .
C4 C3 C2 112.5(3) . .
C4 C3 H3A 109.1 . .
C4 C3 H3B 109.1 . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
C3 C4 H4C 109.5 . .
H4A C4 H4B 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C5 H5A 108.3 . .
N1 C5 H5B 108.3 . .
H5A C5 H5B 107.4 . .
C6 C5 N1 116.0(2) . .
C6 C5 H5A 108.3 . .
C6 C5 H5B 108.3 . .
C5 C6 H6A 109.4 . .
C5 C6 H6B 109.4 . .
C5 C6 C7 111.3(3) . .
H6A C6 H6B 108.0 . .
C7 C6 H6A 109.4 . .
C7 C6 H6B 109.4 . .
C6 C7 H7A 109.1 . .
C6 C7 H7B 109.1 . .
H7A C7 H7B 107.9 . .
C8 C7 C6 112.4(3) . .
C8 C7 H7A 109.1 . .
C8 C7 H7B 109.1 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 Cu1 2.2176(5) .
Cu1 Br1 2.2176(5) 7_666
N1 C1 1.520(4) 2_655
N1 C1 1.520(4) .
N1 C5 1.514(4) .
N1 C5 1.515(4) 2_655
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C1 C2 1.510(4) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C2 C3 1.515(5) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C4 1.509(6) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C5 C6 1.502(4) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C6 C7 1.513(5) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C7 C8 1.502(5) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
N1 C1 C2 C3 168.1(3) .
N1 C5 C6 C7 -167.0(3) .
C1 N1 C1 C2 178.2(3) 2_655
C1 N1 C5 C6 -52.9(3) .
C1 N1 C5 C6 65.0(3) 2_655
C1 C2 C3 C4 -179.1(4) .
C5 N1 C1 C2 57.5(3) 2_655
C5 N1 C1 C2 -61.2(3) .
C5 N1 C5 C6 -173.9(3) 2_655
C5 C6 C7 C8 -177.9(3) .
