#------------------------------------------------------------------------------
#$Date: 2020-03-12 05:58:39 +0200 (Thu, 12 Mar 2020) $
#$Revision: 249310 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/01/7240109.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_7240109
loop_
_publ_author_name
'Lu, Hai Dong'
'Li, Hai Tao'
'Xin, Lianxin'
'Guo, Fang'
_publ_section_title
;
 Effect of stepwise protonation of an N-containing ligand on the formation
 of metal-organic salts and coordination complexes in the solid state
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00093K
_journal_year                    2020
_chemical_formula_moiety         'C14 H20 Br6 N4 Zn2, 2(H2 O)'
_chemical_formula_sum            'C14 H24 Br6 N4 O2 Zn2'
_chemical_formula_weight         890.57
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-02-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-23 deposited with the CCDC.	2020-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                99.830(18)
_cell_angle_beta                 95.106(18)
_cell_angle_gamma                103.695(19)
_cell_formula_units_Z            1
_cell_length_a                   7.458(5)
_cell_length_b                   9.586(6)
_cell_length_c                   9.603(6)
_cell_measurement_reflns_used    3317
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.409
_cell_measurement_theta_min      3.127
_cell_volume                     651.2(7)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.861
_diffrn_measured_fraction_theta_max 0.862
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0851
_diffrn_reflns_Laue_measured_fraction_full 0.861
_diffrn_reflns_Laue_measured_fraction_max 0.862
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3741
_diffrn_reflns_point_group_measured_fraction_full 0.861
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         25.488
_diffrn_reflns_theta_min         2.231
_exptl_absorpt_coefficient_mu    11.063
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.2588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1633 before and 0.0707 after correction. The Ratio of minimum to maximum transmission is 0.3471. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.271
_exptl_crystal_description       plate
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.648
_refine_diff_density_min         -1.916
_refine_diff_density_rms         0.538
_refine_ls_extinction_coef       0.173(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         2087
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0966
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1417P)²+3.7471P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2295
_refine_ls_wR_factor_ref         0.2491
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1748
_reflns_number_total             2087
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00093k2.cif
_cod_data_source_block           20180713_1a_0m
_cod_database_code               7240109
_shelx_shelxl_version_number     2018/3
_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   0.511
_shelx_estimated_absorpt_t_min   0.404
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H1A-H1E
 2.2 with sigma of 0.02
3.a Free rotating group:
 O1(H1E,H1F)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), N1(H1A,H1B), C1(H1C,H1D)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C5(H5), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.61311(18) 0.77227(17) 0.71068(14) 0.0357(6) Uani 1 1 d . . . . .
Br3 Br 0.47869(16) 0.75826(19) 0.47142(14) 0.0515(6) Uani 1 1 d . . . . .
Br2 Br 0.87736(18) 0.6726(2) 0.70968(17) 0.0537(6) Uani 1 1 d . . . . .
Br1 Br 0.6963(3) 1.01662(18) 0.84775(16) 0.0624(7) Uani 1 1 d . . . . .
N2 N 0.4166(12) 0.6440(11) 0.8024(10) 0.030(2) Uani 1 1 d . . . . .
C3 C 0.1628(14) 0.4281(12) 0.7766(12) 0.028(2) Uani 1 1 d . . . . .
C7 C 0.2861(14) 0.5305(15) 0.7205(13) 0.033(3) Uani 1 1 d . . . . .
H7 H 0.278081 0.520188 0.621855 0.039 Uiso 1 1 calc R . . . .
C2 C 0.0170(15) 0.3071(14) 0.6779(14) 0.036(3) Uani 1 1 d . . . . .
H2A H -0.086618 0.273283 0.728601 0.043 Uiso 1 1 calc R . . . .
H2B H -0.029522 0.344559 0.598261 0.043 Uiso 1 1 calc R . . . .
N1 N 0.0942(12) 0.1827(11) 0.6237(11) 0.032(2) Uani 1 1 d . . . . .
H1A H 0.135211 0.147927 0.697120 0.038 Uiso 1 1 calc DR . . . .
H1B H 0.191085 0.214764 0.579342 0.038 Uiso 1 1 calc R . . . .
O1 O 0.239(2) 0.050(2) 0.8154(17) 0.100(5) Uani 1 1 d . . . . .
H1E H 0.153113 0.019178 0.863970 0.150 Uiso 1 1 d DG . . . .
H1F H 0.327536 0.014921 0.842425 0.150 Uiso 1 1 d G . . . .
C1 C -0.0450(15) 0.0612(14) 0.5230(12) 0.034(3) Uani 1 1 d . . . . .
H1C H -0.087134 0.096582 0.440322 0.040 Uiso 1 1 calc R . . . .
H1D H -0.152194 0.025879 0.569544 0.040 Uiso 1 1 calc R . . . .
C6 C 0.4208(16) 0.6613(15) 0.9434(13) 0.037(3) Uani 1 1 d . . . . .
H6 H 0.505980 0.742009 1.000816 0.044 Uiso 1 1 calc R . . . .
C5 C 0.3047(17) 0.5651(13) 1.0082(11) 0.033(3) Uani 1 1 d . . . . .
H5 H 0.313184 0.580109 1.107081 0.040 Uiso 1 1 calc R . . . .
C4 C 0.1750(17) 0.4456(17) 0.9236(14) 0.042(3) Uani 1 1 d . . . . .
H4 H 0.097226 0.378195 0.965153 0.051 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'
Br Br -0.2901 2.4595 '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'
Zn Zn 0.2839 1.4301 '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
Br2 Zn1 Br3 110.12(8) . . ?
Br2 Zn1 Br1 110.45(9) . . ?
Br1 Zn1 Br3 112.53(9) . . ?
N2 Zn1 Br3 106.8(3) . . ?
N2 Zn1 Br2 107.8(3) . . ?
N2 Zn1 Br1 109.0(3) . . ?
C7 N2 Zn1 120.1(8) . . ?
C6 N2 Zn1 122.0(8) . . ?
C6 N2 C7 117.8(10) . . ?
C7 C3 C2 119.9(10) . . ?
C4 C3 C7 117.9(11) . . ?
C4 C3 C2 122.2(11) . . ?
N2 C7 C3 123.1(10) . . ?
N2 C7 H7 118.5 . . ?
C3 C7 H7 118.5 . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
N1 C2 C3 111.1(9) . . ?
N1 C2 H2A 109.4 . . ?
N1 C2 H2B 109.4 . . ?
C2 N1 H1A 109.0 . . ?
C2 N1 H1B 109.0 . . ?
C2 N1 C1 112.9(9) . . ?
H1A N1 H1B 107.8 . . ?
C1 N1 H1A 109.0 . . ?
C1 N1 H1B 109.0 . . ?
H1E O1 H1F 104.5 . . ?
N1 C1 C1 108.8(11) . 2_556 ?
N1 C1 H1C 109.9 . . ?
N1 C1 H1D 109.9 . . ?
C1 C1 H1C 109.9 2_556 . ?
C1 C1 H1D 109.9 2_556 . ?
H1C C1 H1D 108.3 . . ?
N2 C6 H6 118.5 . . ?
N2 C6 C5 123.0(11) . . ?
C5 C6 H6 118.5 . . ?
C6 C5 H5 120.5 . . ?
C6 C5 C4 119.0(10) . . ?
C4 C5 H5 120.5 . . ?
C3 C4 C5 119.2(12) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
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
Zn1 Br3 2.392(2) . ?
Zn1 Br2 2.385(2) . ?
Zn1 Br1 2.391(2) . ?
Zn1 N2 2.045(10) . ?
N2 C7 1.349(15) . ?
N2 C6 1.333(15) . ?
C3 C7 1.394(16) . ?
C3 C2 1.507(15) . ?
C3 C4 1.386(17) . ?
C7 H7 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N1 1.480(16) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.494(13) . ?
O1 H1E 0.8503 . ?
O1 H1F 0.8499 . ?
C1 C1 1.51(3) 2_556 ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C6 H6 0.9300 . ?
C6 C5 1.378(18) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(19) . ?
C4 H4 0.9300 . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 N2 C7 C3 171.8(9) . . . . ?
Zn1 N2 C6 C5 -171.5(9) . . . . ?
N2 C6 C5 C4 -1(2) . . . . ?
C3 C2 N1 C1 -178.9(9) . . . . ?
C7 N2 C6 C5 3.2(18) . . . . ?
C7 C3 C2 N1 83.7(14) . . . . ?
C7 C3 C4 C5 1.6(18) . . . . ?
C2 C3 C7 N2 178.1(11) . . . . ?
C2 C3 C4 C5 -175.7(11) . . . . ?
C2 N1 C1 C1 -178.5(11) . . . 2_556 ?
C6 N2 C7 C3 -3.1(18) . . . . ?
C6 C5 C4 C3 -1.5(19) . . . . ?
C4 C3 C7 N2 0.7(18) . . . . ?
C4 C3 C2 N1 -99.0(13) . . . . ?
