#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:58:05 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180204 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/98/7109879.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_7109879
loop_
_publ_author_name
'Raghavender Medishetty'
'Terence Teck Sheng Yap'
'Lip Lin Koh'
'Jagadese J. Vittal'
_publ_section_title
;
 Thermally reversible single-crystal to single-crystal transformation of
 mononuclear to dinuclear Zn(II) complexes by [2+2] cycloaddition reaction
;
_journal_name_full               Chem.Commun.
_journal_page_first              9567
_journal_paper_doi               10.1039/c3cc45706k
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C26 H20 Br2 F2 N2 Zn'
_chemical_formula_weight         623.63
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.529(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.015(3)
_cell_length_b                   12.395(4)
_cell_length_c                   18.034(6)
_cell_measurement_reflns_used    878
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.14
_cell_measurement_theta_min      3.34
_cell_volume                     2462.1(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_sigmaI/netI    0.0672
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14949
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    4.275
_exptl_absorpt_correction_T_max  0.4028
_exptl_absorpt_correction_T_min  0.3083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.26
_refine_diff_density_max         2.070
_refine_diff_density_min         -1.522
_refine_diff_density_rms         0.309
_refine_ls_extinction_coef       0.0025(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4815
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1613
_refine_ls_R_factor_gt           0.1462
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1694P)²+187.3621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4208
_refine_ls_wR_factor_ref         0.4281
_reflns_number_gt                3836
_reflns_number_total             4815
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc45706k.txt
_cod_data_source_block           compound_3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        2462.2(13)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7109879
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.7272(2) 0.93023(17) 0.14663(12) 0.0308(7) Uani 1 1 d .
Br1 Br 0.92497(19) 0.97685(19) 0.18839(15) 0.0480(8) Uani 1 1 d .
Br2 Br 0.6683(2) 0.75008(16) 0.13866(12) 0.0404(7) Uani 1 1 d .
N1 N 0.6072(14) 1.0121(14) 0.2076(9) 0.033(4) Uani 1 1 d .
C1 C 0.514(2) 0.9716(17) 0.2408(16) 0.050(6) Uani 1 1 d .
H1 H 0.5019 0.8957 0.2386 0.060 Uiso 1 1 calc R
C2 C 0.430(2) 1.0330(18) 0.2793(12) 0.044(5) Uani 1 1 d .
H2 H 0.3581 1.0003 0.2979 0.053 Uiso 1 1 calc R
C3 C 0.4509(19) 1.1433(17) 0.2906(11) 0.037(4) Uani 1 1 d .
C4 C 0.5508(19) 1.1879(18) 0.2557(13) 0.042(5) Uani 1 1 d .
H4 H 0.5666 1.2631 0.2584 0.050 Uiso 1 1 calc R
C5 C 0.626(2) 1.120(2) 0.2170(14) 0.048(6) Uani 1 1 d .
H5 H 0.6967 1.1510 0.1954 0.058 Uiso 1 1 calc R
N2 N 0.7080(16) 1.0164(13) 0.0491(10) 0.037(4) Uani 1 1 d .
C6 C 0.6124(19) 1.0756(17) 0.0326(12) 0.038(5) Uani 1 1 d .
H6 H 0.5446 1.0725 0.0648 0.045 Uiso 1 1 calc R
C7 C 0.605(2) 1.1418(16) -0.0284(11) 0.036(4) Uani 1 1 d .
H7 H 0.5351 1.1856 -0.0361 0.043 Uiso 1 1 calc R
C8 C 0.6982(19) 1.1446(15) -0.0784(13) 0.038(5) Uani 1 1 d .
C9 C 0.794(2) 1.0781(17) -0.0649(11) 0.038(5) Uani 1 1 d .
H9 H 0.8568 1.0724 -0.1001 0.046 Uiso 1 1 calc R
C10 C 0.799(2) 1.0170(17) 0.0015(11) 0.040(5) Uani 1 1 d .
H10 H 0.8701 0.9756 0.0121 0.048 Uiso 1 1 calc R
F1 F 0.0659(18) 1.098(2) 0.4585(11) 0.092(6) Uani 1 1 d .
F2 F 0.397(4) 1.393(5) 0.172(2) 0.29(4) Uani 1 1 d .
C11 C 0.370(2) 1.2135(17) 0.3331(13) 0.041(5) Uani 1 1 d .
H11 H 0.4205 1.2506 0.3717 0.049 Uiso 1 1 calc R
C12 C 0.2577(19) 1.1698(16) 0.3712(12) 0.037(5) Uani 1 1 d .
H12 H 0.2198 1.1138 0.3385 0.045 Uiso 1 1 calc R
C13 C 0.1913(18) 1.2823(16) 0.3559(12) 0.034(4) Uani 1 1 d .
H13 H 0.1069 1.2738 0.3358 0.041 Uiso 1 1 calc R
C14 C 0.288(2) 1.3029(17) 0.2940(13) 0.044(6) Uani 1 1 d .
H14 H 0.3249 1.3762 0.2989 0.053 Uiso 1 1 calc R
C15 C 0.2663(19) 1.125(2) 0.4498(11) 0.042(5) Uani 1 1 d .
C16 C 0.165(2) 1.0988(17) 0.4867(11) 0.036(4) Uani 1 1 d .
C17 C 0.171(3) 1.058(2) 0.5608(17) 0.063(8) Uani 1 1 d .
H17 H 0.0994 1.0331 0.5845 0.076 Uiso 1 1 calc R
C18 C 0.276(3) 1.055(3) 0.5954(19) 0.078(10) Uani 1 1 d .
H18 H 0.2787 1.0320 0.6455 0.093 Uiso 1 1 calc R
C19 C 0.379(3) 1.085(3) 0.5620(16) 0.072(8) Uani 1 1 d .
H19 H 0.4549 1.0799 0.5873 0.086 Uiso 1 1 calc R
C20 C 0.373(3) 1.124(3) 0.4907(16) 0.066(7) Uani 1 1 d .
H20 H 0.4451 1.1502 0.4685 0.079 Uiso 1 1 calc R
C21 C 0.249(2) 1.2807(16) 0.2157(12) 0.039(5) Uani 1 1 d .
C22 C 0.316(2) 1.327(2) 0.1583(16) 0.054(6) Uani 1 1 d .
C23 C 0.283(3) 1.314(2) 0.0816(16) 0.060(7) Uani 1 1 d .
H23 H 0.3267 1.3488 0.0436 0.072 Uiso 1 1 calc R
C24 C 0.196(4) 1.256(3) 0.0669(14) 0.076(10) Uani 1 1 d .
H24 H 0.1761 1.2444 0.0162 0.092 Uiso 1 1 calc R
C25 C 0.124(3) 1.206(2) 0.1217(13) 0.061(7) Uani 1 1 d .
H25 H 0.0572 1.1627 0.1072 0.073 Uiso 1 1 calc R
C26 C 0.150(2) 1.2200(16) 0.1961(12) 0.042(5) Uani 1 1 d .
H26 H 0.1009 1.1879 0.2328 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
N1 Zn1 N2 98.2(6) . .
N1 Zn1 Br2 109.5(5) . .
N2 Zn1 Br2 114.6(5) . .
N1 Zn1 Br1 108.1(5) . .
N2 Zn1 Br1 103.4(5) . .
Br2 Zn1 Br1 120.54(12) . .
C1 N1 C5 116.4(18) . .
C1 N1 Zn1 126.0(15) . .
C5 N1 Zn1 117.5(13) . .
N1 C1 C2 124(2) . .
C1 C2 C3 120(2) . .
C4 C3 C2 117.0(19) . .
C4 C3 C11 119.3(19) . .
C2 C3 C11 123.6(18) . .
C5 C4 C3 118(2) . .
N1 C5 C4 124(2) . .
C6 N2 C10 117.4(18) . .
C6 N2 Zn1 123.8(14) . .
C10 N2 Zn1 118.7(13) . .
N2 C6 C7 124(2) . .
C8 C7 C6 120(2) . .
C9 C8 C7 116.7(19) . .
C9 C8 C13 123.1(18) . 4_685
C7 C8 C13 120.2(18) . 4_685
C8 C9 C10 120.5(19) . .
N2 C10 C9 121.3(19) . .
C3 C11 C12 121.7(18) . .
C3 C11 C14 121.9(19) . .
C12 C11 C14 89.2(16) . .
C11 C12 C15 120.4(19) . .
C11 C12 C13 89.1(15) . .
C15 C12 C13 120.2(18) . .
C8 C13 C14 115.8(16) 4_586 .
C8 C13 C12 111.9(18) 4_586 .
C14 C13 C12 87.3(15) . .
C21 C14 C13 116.8(18) . .
C21 C14 C11 116.5(16) . .
C13 C14 C11 87.6(17) . .
C16 C15 C20 116(2) . .
C16 C15 C12 120.4(19) . .
C20 C15 C12 123(2) . .
F1 C16 C15 123(2) . .
F1 C16 C17 115(2) . .
C15 C16 C17 122(2) . .
C18 C17 C16 119(3) . .
C17 C18 C19 122(3) . .
C18 C19 C20 119(3) . .
C19 C20 C15 123(3) . .
C26 C21 C22 117(2) . .
C26 C21 C14 124.4(19) . .
C22 C21 C14 118(2) . .
F2 C22 C21 120(3) . .
F2 C22 C23 117(3) . .
C21 C22 C23 122(2) . .
C24 C23 C22 118(2) . .
C23 C24 C25 123(3) . .
C26 C25 C24 121(3) . .
C21 C26 C25 119(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N1 2.004(16) .
Zn1 N2 2.067(18) .
Zn1 Br2 2.329(3) .
Zn1 Br1 2.369(3) .
N1 C1 1.30(3) .
N1 C5 1.37(3) .
C1 C2 1.39(3) .
C2 C3 1.40(3) .
C3 C4 1.39(3) .
C3 C11 1.47(3) .
C4 C5 1.37(3) .
N2 C6 1.32(3) .
N2 C10 1.33(3) .
C6 C7 1.38(3) .
C7 C8 1.37(3) .
C8 C9 1.36(3) .
C8 C13 1.49(3) 4_685
C9 C10 1.42(3) .
F1 C16 1.21(3) .
F2 C22 1.23(4) .
C11 C12 1.52(3) .
C11 C14 1.59(3) .
C12 C15 1.52(3) .
C12 C13 1.60(3) .
C13 C8 1.49(3) 4_586
C13 C14 1.57(3) .
C14 C21 1.50(3) .
C15 C16 1.34(3) .
C15 C20 1.38(3) .
C16 C17 1.43(4) .
C17 C18 1.31(5) .
C18 C19 1.35(5) .
C19 C20 1.37(4) .
C21 C26 1.36(3) .
C21 C22 1.40(3) .
C22 C23 1.44(4) .
C23 C24 1.22(4) .
C24 C25 1.42(4) .
C25 C26 1.38(3) .
