#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/87/4508737.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4508737
loop_
_publ_author_name
'Mooibroek, Tiddo J.'
'Teat, Simon J.'
'Massera, Chiara'
'Gamez, Patrick'
'Reedijk, Jan'
_publ_section_title
;
 Crystallographic and Theoretical Evidence of Acetonitrile−π
 Interactions with the Electron-Deficient 1,3,5-Triazine Ring
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1569
_journal_paper_doi               10.1021/cg060144a
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C62 H65 Cl8 N22 O5.5 Zn4'
_chemical_formula_weight         1751.44
_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                 96.769(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   20.0353(11)
_cell_length_b                   9.0755(5)
_cell_length_c                   21.8692(12)
_cell_measurement_reflns_used    6985
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.43
_cell_measurement_theta_min      2.94
_cell_volume                     3948.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         'Daresbury SRS station 9.8'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6894
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0316
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            34726
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.52
_diffrn_reflns_theta_min         1.82
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.531
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1782
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.180
_refine_diff_density_min         -1.165
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         11582
_refine_ls_number_restraints     173
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0706
_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)+(0.0837P)²+9.1080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1985
_refine_ls_wR_factor_ref         0.2064
_reflns_number_gt                9546
_reflns_number_total             11582
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg060144asup1.cif
_cod_data_source_block           tj99
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_original_formula_sum        'C62 H65 Cl8 N22 O5.50 Zn4'
_cod_database_code               4508737
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.06177(2) 0.07642(5) 0.246744(17) 0.03242(12) Uani 1 1 d . . .
Cl1 Cl 0.04951(6) -0.12519(12) 0.29951(5) 0.0466(2) Uani 1 1 d . . .
Cl2 Cl -0.00960(5) 0.12580(11) 0.16364(4) 0.0457(2) Uani 1 1 d . . .
Zn2 Zn 0.16399(3) -0.18215(8) 0.58005(3) 0.06046(19) Uani 1 1 d U . .
Cl3 Cl 0.17833(8) -0.2880(2) 0.49133(8) 0.0862(5) Uani 1 1 d U . .
Cl4 Cl 0.13146(12) -0.3220(3) 0.65352(11) 0.1169(8) Uani 1 1 d U . .
N1 N 0.37593(15) -0.0348(3) 0.40988(14) 0.0355(6) Uani 1 1 d U . .
C2 C 0.39885(18) -0.0426(4) 0.34888(17) 0.0365(7) Uani 1 1 d U . .
H2A H 0.3597 -0.0612 0.3178 0.044 Uiso 1 1 calc R . .
H2B H 0.4302 -0.1266 0.3478 0.044 Uiso 1 1 calc R . .
C3 C 0.43360(19) 0.0967(4) 0.33222(16) 0.0376(7) Uani 1 1 d U . .
H3A H 0.4439 0.0916 0.2891 0.045 Uiso 1 1 calc R . .
H3B H 0.4042 0.1830 0.3363 0.045 Uiso 1 1 calc R . .
O4 O 0.49417(13) 0.1106(3) 0.37322(12) 0.0383(5) Uani 1 1 d U . .
C5 C 0.5286(2) 0.2421(5) 0.36274(19) 0.0500(10) Uani 1 1 d U . .
H5A H 0.4976 0.3271 0.3624 0.060 Uiso 1 1 calc R . .
H5B H 0.5462 0.2376 0.3224 0.060 Uiso 1 1 calc R . .
C6 C 0.5855(3) 0.2599(6) 0.4134(2) 0.0566(11) Uani 1 1 d U . .
H6A H 0.6110 0.1665 0.4193 0.068 Uiso 1 1 calc R . .
H6B H 0.6165 0.3377 0.4023 0.068 Uiso 1 1 calc R . .
O7 O 0.5592(2) 0.2986(3) 0.46824(15) 0.0601(9) Uani 1 1 d U . .
C8 C 0.5990(3) 0.2478(4) 0.5227(2) 0.0525(11) Uani 1 1 d U . .
H8A H 0.5919 0.3128 0.5577 0.063 Uiso 1 1 calc R . .
H8B H 0.6472 0.2521 0.5167 0.063 Uiso 1 1 calc R . .
C9 C 0.58011(19) 0.0906(4) 0.53714(17) 0.0383(7) Uani 1 1 d U . .
H9A H 0.5328 0.0876 0.5461 0.046 Uiso 1 1 calc R . .
H9B H 0.5841 0.0271 0.5009 0.046 Uiso 1 1 calc R . .
N20 N 0.15797(15) 0.1120(3) 0.22463(13) 0.0329(6) Uani 1 1 d . . .
C21 C 0.20096(17) 0.1819(4) 0.26679(15) 0.0326(6) Uani 1 1 d . . .
C22 C 0.26016(18) 0.2452(5) 0.25289(19) 0.0418(8) Uani 1 1 d . . .
H22 H 0.2890 0.2954 0.2836 0.050 Uiso 1 1 calc R . .
C23 C 0.2765(2) 0.2340(5) 0.1933(2) 0.0481(10) Uani 1 1 d . . .
H23 H 0.3168 0.2762 0.1824 0.058 Uiso 1 1 calc R . .
C24 C 0.2332(2) 0.1607(5) 0.14987(19) 0.0498(10) Uani 1 1 d . . .
H24 H 0.2437 0.1505 0.1089 0.060 Uiso 1 1 calc R . .
C25 C 0.1743(2) 0.1022(5) 0.16668(16) 0.0405(8) Uani 1 1 d . . .
H25 H 0.1442 0.0535 0.1364 0.049 Uiso 1 1 calc R . .
N26 N 0.18011(14) 0.1907(3) 0.32677(13) 0.0327(6) Uani 1 1 d . . .
N30 N 0.06855(14) 0.2648(3) 0.29976(13) 0.0323(6) Uani 1 1 d . . .
C31 C 0.12674(16) 0.2903(4) 0.33451(15) 0.0311(6) Uani 1 1 d . . .
C32 C 0.13627(18) 0.4122(4) 0.37315(17) 0.0383(7) Uani 1 1 d . . .
H32 H 0.1776 0.4273 0.3985 0.046 Uiso 1 1 calc R . .
C33 C 0.0838(2) 0.5105(5) 0.3736(2) 0.0448(9) Uani 1 1 d . . .
H33 H 0.0890 0.5958 0.3989 0.054 Uiso 1 1 calc R . .
C34 C 0.0240(2) 0.4847(5) 0.3372(2) 0.0452(9) Uani 1 1 d . . .
H34 H -0.0126 0.5513 0.3374 0.054 Uiso 1 1 calc R . .
C35 C 0.01795(18) 0.3610(5) 0.30062(18) 0.0398(8) Uani 1 1 d . . .
H35 H -0.0231 0.3434 0.2753 0.048 Uiso 1 1 calc R . .
N40 N 0.1128(2) 0.0156(7) 0.56282(18) 0.0650(11) Uani 1 1 d U . .
C41 C 0.1473(3) 0.1257(7) 0.54195(18) 0.0622(13) Uani 1 1 d U . .
C42 C 0.1220(4) 0.2652(10) 0.5287(3) 0.0876(18) Uani 1 1 d U . .
H42 H 0.1488 0.3420 0.5150 0.105 Uiso 1 1 calc R . .
C43 C 0.0531(5) 0.2865(12) 0.5371(3) 0.104(2) Uani 1 1 d U . .
H43 H 0.0322 0.3789 0.5274 0.124 Uiso 1 1 calc R . .
C44 C 0.0174(4) 0.1749(12) 0.5588(3) 0.102(2) Uani 1 1 d U . .
H44 H -0.0285 0.1887 0.5646 0.122 Uiso 1 1 calc R . .
C45 C 0.0478(3) 0.0435(11) 0.5720(3) 0.0873(18) Uani 1 1 d U . .
H45 H 0.0228 -0.0327 0.5884 0.105 Uiso 1 1 calc R . .
N46 N 0.21570(19) 0.0912(5) 0.53485(15) 0.0515(9) Uani 1 1 d . . .
N50 N 0.24611(19) -0.0669(5) 0.61747(15) 0.0495(8) Uani 1 1 d U . .
C51 C 0.2604(2) 0.0538(6) 0.58787(17) 0.0487(9) Uani 1 1 d U . .
C52 C 0.3155(3) 0.1418(7) 0.6075(3) 0.0706(15) Uani 1 1 d U . .
H52 H 0.3261 0.2261 0.5848 0.085 Uiso 1 1 calc R . .
C53 C 0.3545(4) 0.1017(8) 0.6618(3) 0.0855(19) Uani 1 1 d U . .
H53 H 0.3927 0.1588 0.6767 0.103 Uiso 1 1 calc R . .
C54 C 0.3382(3) -0.0191(8) 0.6936(2) 0.0764(16) Uani 1 1 d U . .
H54 H 0.3641 -0.0452 0.7312 0.092 Uiso 1 1 calc R . .
C55 C 0.2839(3) -0.1030(7) 0.6709(2) 0.0637(13) Uani 1 1 d U . .
H55 H 0.2726 -0.1877 0.6930 0.076 Uiso 1 1 calc R . .
C101 C 0.31626(17) 0.0258(4) 0.41738(15) 0.0333(6) Uani 1 1 d . . .
N102 N 0.27851(14) 0.0766(3) 0.36615(13) 0.0329(6) Uani 1 1 d . . .
C103 C 0.22025(16) 0.1329(4) 0.37732(15) 0.0324(6) Uani 1 1 d . . .
N104 N 0.19435(16) 0.1395(4) 0.43055(13) 0.0379(6) Uani 1 1 d . . .
C105 C 0.23769(19) 0.0877(5) 0.47704(16) 0.0393(7) Uani 1 1 d . . .
N106 N 0.29826(16) 0.0311(4) 0.47472(14) 0.0388(6) Uani 1 1 d . . .
N1S N 0.7127(4) -0.4145(12) 0.5247(5) 0.068(2) Uiso 0.50 1 d PDU A 1
C1S C 0.6568(6) -0.396(4) 0.5195(14) 0.140(7) Uiso 0.50 1 d PDU A 1
C2S C 0.5783(5) -0.3972(14) 0.5140(6) 0.062(3) Uiso 0.50 1 d PDU A 1
N1S' N 0.6980(4) -0.4047(11) 0.5516(4) 0.060(2) Uiso 0.50 1 d PDU B 2
C1S' C 0.6459(6) -0.366(2) 0.5328(8) 0.092(4) Uiso 0.50 1 d PDU B 2
C2S' C 0.5770(4) -0.3453(13) 0.4946(5) 0.056(2) Uiso 0.50 1 d PDU B 2
O1W O -0.1262(8) -0.1821(18) 0.2986(7) 0.064(4) Uiso 0.25 1 d P . .
O2W O -0.1611(9) 0.003(2) 0.2109(8) 0.077(4) Uiso 0.25 1 d P . .
O3W O 0.2128(8) -0.6025(19) 0.6581(8) 0.070(4) Uiso 0.25 1 d P . .
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'
O O 0.0106 0.0060 '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'
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
Cl1 Zn1 Cl2 119.85(4) . .
Cl1 Zn1 N20 114.76(9) . .
Cl1 Zn1 N30 113.59(9) . .
Cl2 Zn1 N20 107.76(8) . .
Cl2 Zn1 N30 106.63(9) . .
N20 Zn1 N30 90.03(12) . .
Cl3 Zn2 Cl4 117.95(10) . .
Cl3 Zn2 N40 109.15(12) . .
Cl3 Zn2 N50 113.12(12) . .
Cl4 Zn2 N40 116.53(14) . .
Cl4 Zn2 N50 107.26(12) . .
N40 Zn2 N50 89.29(18) . .
C2 N1 C9 118.8(3) . 3_656
C2 N1 C101 120.7(3) . .
C9 N1 C101 120.5(3) 3_656 .
N1 C2 C3 112.5(3) . .
C2 C3 O4 107.7(3) . .
C3 O4 C5 111.6(3) . .
O4 C5 C6 108.3(3) . .
C5 C6 O7 109.1(4) . .
C6 O7 C8 113.6(4) . .
O7 C8 C9 110.4(3) . .
N1 C9 C8 110.4(3) 3_656 .
Zn1 N20 C21 116.9(2) . .
Zn1 N20 C25 123.0(3) . .
C21 N20 C25 118.0(3) . .
N20 C21 C22 122.8(3) . .
N20 C21 N26 115.1(3) . .
C22 C21 N26 122.1(3) . .
C21 C22 C23 118.7(4) . .
C22 C23 C24 119.0(4) . .
C23 C24 C25 119.3(4) . .
N20 C25 C24 122.2(4) . .
C21 N26 C31 116.7(3) . .
C21 N26 C103 120.4(3) . .
C31 N26 C103 121.1(3) . .
Zn1 N30 C31 117.4(2) . .
Zn1 N30 C35 123.3(2) . .
C31 N30 C35 119.4(3) . .
N26 C31 N30 116.1(3) . .
N26 C31 C32 121.7(3) . .
N30 C31 C32 122.1(3) . .
C31 C32 C33 117.9(3) . .
C32 C33 C34 119.9(4) . .
C33 C34 C35 119.0(4) . .
N30 C35 C34 121.7(3) . .
Zn2 N40 C41 116.5(3) . .
Zn2 N40 C45 126.4(5) . .
C41 N40 C45 117.1(6) . .
N40 C41 C42 124.6(5) . .
N40 C41 N46 114.6(5) . .
C42 C41 N46 120.7(6) . .
C41 C42 C43 115.8(8) . .
C42 C43 C44 120.1(8) . .
C43 C44 C45 119.2(7) . .
N40 C45 C44 123.1(8) . .
C41 N46 C51 118.9(3) . .
C41 N46 C105 121.0(3) . .
C51 N46 C105 120.1(4) . .
Zn2 N50 C51 116.1(3) . .
Zn2 N50 C55 124.4(3) . .
C51 N50 C55 119.5(4) . .
N46 C51 N50 116.5(4) . .
N46 C51 C52 121.1(4) . .
N50 C51 C52 122.4(4) . .
C51 C52 C53 117.4(5) . .
C52 C53 C54 120.2(5) . .
C53 C54 C55 119.4(5) . .
N50 C55 C54 121.1(5) . .
N1 C101 N102 117.1(3) . .
N1 C101 N106 117.9(3) . .
N102 C101 N106 124.9(3) . .
C101 N102 C103 113.4(3) . .
N26 C103 N102 116.0(3) . .
N26 C103 N104 115.5(3) . .
N102 C103 N104 128.5(3) . .
C103 N104 C105 111.3(3) . .
N46 C105 N104 115.8(4) . .
N46 C105 N106 115.8(3) . .
N104 C105 N106 128.4(3) . .
C101 N106 C105 113.4(3) . .
N1S C1S C2S 171(3) . .
N1S' C1S' C2S' 164.7(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 Cl1 2.1924(11) .
Zn1 Cl2 2.2215(9) .
Zn1 N20 2.067(3) .
Zn1 N30 2.061(3) .
Zn2 Cl3 2.2139(15) .
Zn2 Cl4 2.205(2) .
Zn2 N40 2.080(5) .
Zn2 N50 2.038(4) .
N1 C2 1.463(5) .
N1 C9 1.461(4) 3_656
N1 C101 1.343(5) .
C2 C3 1.509(5) .
C3 O4 1.427(4) .
O4 C5 1.411(5) .
C5 C6 1.502(6) .
C6 O7 1.410(7) .
O7 C8 1.429(5) .
C8 C9 1.519(5) .
C9 N1 1.461(4) 3_656
N20 C21 1.344(5) .
N20 C25 1.348(4) .
C21 C22 1.384(5) .
C21 N26 1.425(4) .
C22 C23 1.385(6) .
C23 C24 1.379(7) .
C24 C25 1.383(6) .
N26 C31 1.426(4) .
N26 C103 1.391(4) .
N30 C31 1.335(4) .
N30 C35 1.340(5) .
C31 C32 1.392(5) .
C32 C33 1.379(5) .
C33 C34 1.379(5) .
C34 C35 1.375(6) .
N40 C41 1.327(8) .
N40 C45 1.363(7) .
C41 C42 1.381(10) .
C41 N46 1.432(6) .
C42 C43 1.426(11) .
C43 C44 1.358(14) .
C44 C45 1.355(12) .
N46 C51 1.420(5) .
N46 C105 1.387(5) .
N50 C51 1.321(6) .
N50 C55 1.355(6) .
C51 C52 1.390(7) .
C52 C53 1.391(8) .
C53 C54 1.358(9) .
C54 C55 1.372(8) .
C101 N102 1.357(4) .
C101 N106 1.346(5) .
N102 C103 1.323(5) .
C103 N104 1.331(5) .
N104 C105 1.342(5) .
C105 N106 1.324(5) .
N1S C1S 1.124(8) .
C1S C2S 1.564(8) .
N1S' C1S' 1.132(8) .
C1S' C2S' 1.538(8) .
