#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/27/7012701.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_7012701
loop_
_publ_author_name
'Shavaleev, Nail M.'
'Pope, Simon J. A.'
'Bell, Zöe R.'
'Faulkner, Stephen'
'Ward, Michael D.'
_publ_section_title
;
 Visible-light sensitisation of near-infrared luminescence from
 Yb(iii), Nd(iii) and Er(iii) complexes of 3,6-bis(2-pyridyl)tetrazine
;
_journal_issue                   5
_journal_name_full               'Dalton Transactions'
_journal_page_first              808
_journal_paper_doi               10.1039/b300294b
_journal_year                    2003
_chemical_formula_sum            'C31 H18 Cl2 F9 Gd N3 O6 S3'
_chemical_formula_weight         1023.81
_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                 105.384(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2615(12)
_cell_length_b                   19.677(3)
_cell_length_c                   19.167(4)
_cell_measurement_temperature    173(2)
_cell_volume                     3731.4(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART Area Detector'
_diffrn_measurement_method
'ω rotation with narrow frames (0.3 degrees)'
_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  0.0664
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24538
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    2.180
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   'Empirical, pseudo-azimuthal scan (SADABS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.153
_refine_diff_density_min         -0.978
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         8581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0495
_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)+(0.0457P)²+3.1345P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1177
_reflns_number_gt                5262
_reflns_number_total             8581
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b300294b.txt
_cod_data_source_block           cars
_cod_original_cell_volume        3731.3(9)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7012701
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
Gd1 Gd 0.12186(3) 0.815080(14) 0.070810(15) 0.03439(10) Uani 1 1 d . . .
S16 S -0.3743(2) 0.78350(11) -0.01713(11) 0.0556(8) Uani 0.811(7) 1 d P A 1
S16' S -0.4032(4) 0.8164(2) -0.1592(3) 0.0661(18) Uani 0.189(7) 1 d P A 2
S26 S 0.53305(16) 0.81080(9) 0.28848(9) 0.0507(4) Uani 1 1 d . . .
S36' S -0.1041(2) 0.62319(12) 0.16828(13) 0.0540(9) Uani 0.630(7) 1 d P B 1
S36 S 0.1075(4) 0.5326(2) 0.1956(2) 0.0753(15) Uani 0.370(7) 1 d P B 2
F121 F 0.1624(5) 0.8575(3) -0.1920(3) 0.0962(17) Uani 1 1 d . . .
F122 F 0.1656(5) 0.9463(2) -0.1304(2) 0.0936(16) Uani 1 1 d . . .
F123 F -0.0094(4) 0.9216(2) -0.21398(19) 0.0642(11) Uani 1 1 d . . .
F221 F -0.0968(4) 0.8604(3) 0.3096(3) 0.109(2) Uani 1 1 d . . .
F222 F -0.2118(4) 0.8279(2) 0.2056(3) 0.0961(16) Uani 1 1 d . . .
F223 F -0.1529(4) 0.9313(2) 0.2235(2) 0.0693(11) Uani 1 1 d . . .
F321 F 0.4848(4) 0.6538(2) 0.0334(2) 0.0691(12) Uani 1 1 d . . .
F322 F 0.5631(4) 0.7175(2) 0.1252(2) 0.0700(12) Uani 1 1 d . . .
F323 F 0.5246(4) 0.6123(2) 0.1403(2) 0.0765(13) Uani 1 1 d . . .
O11 O 0.1307(4) 0.84076(19) -0.0488(2) 0.0386(9) Uani 1 1 d . . .
O14 O -0.0910(4) 0.79521(18) -0.0052(2) 0.0373(9) Uani 1 1 d . . .
O21 O -0.0025(4) 0.8532(2) 0.1478(2) 0.0435(10) Uani 1 1 d . . .
O24 O 0.2688(4) 0.8192(2) 0.18917(19) 0.0406(9) Uani 1 1 d . . .
O31 O 0.2954(4) 0.74123(19) 0.06523(19) 0.0380(9) Uani 1 1 d . . .
O34 O 0.0648(4) 0.7099(2) 0.1096(2) 0.0413(10) Uani 1 1 d . . .
N41 N 0.0382(4) 0.9395(2) 0.0317(2) 0.0337(11) Uani 1 1 d . . .
N42 N -0.0922(4) 0.9515(2) 0.0050(2) 0.0366(11) Uani 1 1 d . . .
N51 N 0.3034(4) 0.9083(2) 0.0770(2) 0.0347(11) Uani 1 1 d . . .
C11 C 0.0375(6) 0.8560(3) -0.1051(3) 0.0350(13) Uani 1 1 d . . .
C12 C 0.0878(6) 0.8949(4) -0.1611(3) 0.0480(16) Uani 1 1 d . . .
C13 C -0.0993(6) 0.8433(3) -0.1189(3) 0.0371(13) Uani 1 1 d . . .
H13A H -0.1565 0.8556 -0.1648 0.044 Uiso 1 1 calc R . .
C14 C -0.1580(6) 0.8128(3) -0.0677(3) 0.0381(13) Uani 1 1 d . A .
C15 C -0.3044(6) 0.8040(3) -0.0852(3) 0.0368(14) Uani 1 1 d . . .
C17 C -0.5288(7) 0.7886(4) -0.0729(4) 0.0593(19) Uani 1 1 d . . .
H17 H -0.6076 0.7805 -0.0570 0.071 Uiso 1 1 calc R A 1
C18 C -0.5349(6) 0.8045(3) -0.1409(4) 0.0545(18) Uani 1 1 d . A .
H18 H -0.6190 0.8082 -0.1765 0.065 Uiso 1 1 calc R C 1
C19 C -0.4032(4) 0.8164(2) -0.1592(3) 0.0661(18) Uani 0.811(7) 1 d P A 1
C19' C -0.3743(2) 0.78350(11) -0.01713(11) 0.0556(8) Uani 0.189(7) 1 d P A 2
C21 C 0.0178(6) 0.8531(3) 0.2157(4) 0.0448(15) Uani 1 1 d . . .
C22 C -0.1107(7) 0.8681(4) 0.2393(4) 0.0579(19) Uani 1 1 d . . .
C23 C 0.1356(6) 0.8435(3) 0.2686(3) 0.0481(16) Uani 1 1 d . . .
H23A H 0.1342 0.8459 0.3179 0.058 Uiso 1 1 calc R . .
C24 C 0.2597(6) 0.8300(3) 0.2518(3) 0.0359(14) Uani 1 1 d . . .
C25 C 0.3867(6) 0.8302(3) 0.3099(3) 0.0373(14) Uani 1 1 d . . .
C27 C 0.6232(7) 0.8213(3) 0.3751(3) 0.0517(17) Uani 1 1 d . . .
H27 H 0.7184 0.8153 0.3911 0.062 Uiso 1 1 calc R . .
C28 C 0.5467(7) 0.8389(3) 0.4192(4) 0.0546(18) Uani 1 1 d . . .
H28A H 0.5830 0.8465 0.4696 0.066 Uiso 1 1 calc R . .
C29 C 0.4070(6) 0.8454(3) 0.3840(3) 0.0370(13) Uani 1 1 d . . .
H29 H 0.3385 0.8579 0.4066 0.044 Uiso 1 1 calc R . .
C31 C 0.3336(6) 0.6862(3) 0.1001(3) 0.0389(13) Uani 1 1 d . . .
C32 C 0.4781(7) 0.6667(4) 0.1007(4) 0.0537(18) Uani 1 1 d . . .
C33 C 0.2632(6) 0.6441(3) 0.1336(3) 0.0423(15) Uani 1 1 d . . .
H33A H 0.3068 0.6046 0.1573 0.051 Uiso 1 1 calc R . .
C34 C 0.1273(6) 0.6570(3) 0.1346(3) 0.0382(14) Uani 1 1 d . B .
C35 C 0.0531(6) 0.6056(3) 0.1650(3) 0.0434(15) Uani 1 1 d . . .
C37 C -0.0181(11) 0.5086(4) 0.2161(5) 0.089(3) Uani 1 1 d . . .
H37 H -0.0217 0.4647 0.2363 0.106 Uiso 1 1 calc R B 1
C38 C -0.1231(9) 0.5510(4) 0.2049(4) 0.073(2) Uani 1 1 d . B .
H38 H -0.2038 0.5395 0.2176 0.087 Uiso 1 1 calc R D 1
C39' C 0.1075(4) 0.5326(2) 0.1956(2) 0.0753(15) Uani 0.630(7) 1 d P B 1
C39 C -0.1041(2) 0.62319(12) 0.16828(13) 0.0540(9) Uani 0.370(7) 1 d P B 2
C42 C 0.1261(5) 0.9874(3) 0.0259(3) 0.0329(13) Uani 1 1 d . . .
C52 C 0.2718(5) 0.9730(3) 0.0551(3) 0.0343(13) Uani 1 1 d . . .
C53 C 0.3674(6) 1.0227(3) 0.0592(3) 0.0456(16) Uani 1 1 d . . .
H53A H 0.3412 1.0678 0.0438 0.055 Uiso 1 1 calc R . .
C54 C 0.5030(6) 1.0063(4) 0.0862(4) 0.0571(18) Uani 1 1 d . . .
H54A H 0.5713 1.0398 0.0905 0.069 Uiso 1 1 calc R . .
C55 C 0.5357(6) 0.9403(3) 0.1067(3) 0.0472(16) Uani 1 1 d . . .
H55A H 0.6277 0.9272 0.1246 0.057 Uiso 1 1 calc R . .
C56 C 0.4340(6) 0.8931(3) 0.1009(3) 0.0436(15) Uani 1 1 d . . .
H56A H 0.4584 0.8474 0.1147 0.052 Uiso 1 1 calc R . .
C100 C 0.6918(15) 0.5211(12) 0.0113(8) 0.292(14) Uani 1 1 d . . .
H10A H 0.6909 0.5583 0.0460 0.350 Uiso 1 1 calc R . .
H10B H 0.6576 0.4791 0.0287 0.350 Uiso 1 1 calc R . .
Cl1 Cl 0.5934(4) 0.5426(2) -0.0762(2) 0.1733(15) Uani 1 1 d . . .
Cl2 Cl 0.8536(6) 0.5088(2) 0.0013(2) 0.206(2) Uani 1 1 d . . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 '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'
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
O14 Gd1 O21 82.43(14) . . ?
O14 Gd1 O31 118.18(13) . . ?
O21 Gd1 O31 142.21(13) . . ?
O14 Gd1 O34 77.03(13) . . ?
O21 Gd1 O34 81.72(14) . . ?
O31 Gd1 O34 73.68(13) . . ?
O14 Gd1 O24 149.68(14) . . ?
O21 Gd1 O24 72.38(13) . . ?
O31 Gd1 O24 76.37(13) . . ?
O34 Gd1 O24 82.78(14) . . ?
O14 Gd1 O11 72.51(13) . . ?
O21 Gd1 O11 135.67(13) . . ?
O31 Gd1 O11 82.10(13) . . ?
O34 Gd1 O11 125.17(14) . . ?
O24 Gd1 O11 137.74(13) . . ?
O14 Gd1 N51 133.98(13) . . ?
O21 Gd1 N51 104.63(14) . . ?
O31 Gd1 N51 83.95(14) . . ?
O34 Gd1 N51 148.53(14) . . ?
O24 Gd1 N51 70.44(14) . . ?
O11 Gd1 N51 71.49(13) . . ?
O14 Gd1 N41 78.23(13) . . ?
O21 Gd1 N41 71.80(14) . . ?
O31 Gd1 N41 139.81(13) . . ?
O34 Gd1 N41 145.73(14) . . ?
O24 Gd1 N41 108.49(13) . . ?
O11 Gd1 N41 67.71(13) . . ?
N51 Gd1 N41 62.13(13) . . ?
C17 S16 C15 91.0(3) . . ?
C18 S16' C15 100.1(5) . . ?
C27 S26 C25 91.4(3) . . ?
C38 S36' C35 93.6(4) . . ?
C37 S36 C35 97.9(5) . . ?
C11 O11 Gd1 131.1(3) . . ?
C14 O14 Gd1 137.5(4) . . ?
C21 O21 Gd1 133.5(4) . . ?
C24 O24 Gd1 137.4(4) . . ?
C31 O31 Gd1 129.7(4) . . ?
C34 O34 Gd1 135.8(4) . . ?
N42 N41 C42 118.7(4) . . ?
N42 N41 Gd1 119.8(3) . . ?
C42 N41 Gd1 120.3(3) . . ?
N41 N42 C42 116.6(5) . 3_575 ?
C56 N51 C52 117.1(5) . . ?
C56 N51 Gd1 120.1(4) . . ?
C52 N51 Gd1 122.7(3) . . ?
O11 C11 C13 128.0(5) . . ?
O11 C11 C12 113.5(5) . . ?
C13 C11 C12 118.4(5) . . ?
F121 C12 F122 105.9(6) . . ?
F121 C12 F123 106.7(5) . . ?
F122 C12 F123 106.2(6) . . ?
F121 C12 C11 112.6(5) . . ?
F122 C12 C11 110.4(5) . . ?
F123 C12 C11 114.4(5) . . ?
C11 C13 C14 122.9(5) . . ?
O14 C14 C13 123.4(5) . . ?
O14 C14 C15 117.1(5) . . ?
C13 C14 C15 119.5(5) . . ?
C14 C15 S16' 125.7(5) . . ?
C14 C15 S16 118.1(4) . . ?
S16' C15 S16 116.1(4) . . ?
C18 C17 S16 115.8(6) . . ?
C17 C18 S16' 117.1(6) . . ?
O21 C21 C23 129.5(6) . . ?
O21 C21 C22 112.6(5) . . ?
C23 C21 C22 117.9(6) . . ?
F223 C22 F221 106.2(6) . . ?
F223 C22 F222 106.4(6) . . ?
F221 C22 F222 106.5(6) . . ?
F223 C22 C21 111.7(6) . . ?
F221 C22 C21 114.1(6) . . ?
F222 C22 C21 111.4(6) . . ?
C21 C23 C24 121.8(6) . . ?
O24 C24 C23 123.5(5) . . ?
O24 C24 C25 116.7(5) . . ?
C23 C24 C25 119.8(5) . . ?
C29 C25 C24 128.7(5) . . ?
C29 C25 S26 112.7(4) . . ?
C24 C25 S26 118.6(4) . . ?
C28 C27 S26 113.1(5) . . ?
C27 C28 C29 114.2(6) . . ?
C25 C29 C28 108.7(5) . . ?
O31 C31 C33 129.1(6) . . ?
O31 C31 C32 112.3(5) . . ?
C33 C31 C32 118.6(5) . . ?
F323 C32 F322 107.6(6) . . ?
F323 C32 F321 107.2(5) . . ?
F322 C32 F321 106.7(6) . . ?
F323 C32 C31 114.1(6) . . ?
F322 C32 C31 111.1(5) . . ?
F321 C32 C31 109.8(5) . . ?
C31 C33 C34 122.8(5) . . ?
O34 C34 C33 123.3(6) . . ?
O34 C34 C35 117.1(5) . . ?
C33 C34 C35 119.6(5) . . ?
C34 C35 S36 126.5(5) . . ?
C34 C35 S36' 118.6(5) . . ?
S36 C35 S36' 114.9(4) . . ?
C38 C37 S36 117.9(7) . . ?
C37 C38 S36' 115.7(6) . . ?
N41 C42 N42 124.7(5) . 3_575 ?
N41 C42 C52 118.2(5) . . ?
N42 C42 C52 117.1(5) 3_575 . ?
N51 C52 C53 123.0(5) . . ?
N51 C52 C42 115.7(5) . . ?
C53 C52 C42 121.3(5) . . ?
C52 C53 C54 119.0(6) . . ?
C55 C54 C53 118.2(6) . . ?
C54 C55 C56 119.4(6) . . ?
N51 C56 C55 123.2(6) . . ?
Cl2 C100 Cl1 104.5(8) . . ?
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
Gd1 O14 2.314(4) . ?
Gd1 O21 2.317(4) . ?
Gd1 O31 2.322(4) . ?
Gd1 O34 2.325(4) . ?
Gd1 O24 2.369(4) . ?
Gd1 O11 2.372(4) . ?
Gd1 N51 2.595(5) . ?
Gd1 N41 2.636(4) . ?
S16 C17 1.663(7) . ?
S16 C15 1.696(6) . ?
S16' C18 1.502(8) . ?
S16' C15 1.529(7) . ?
S26 C27 1.686(6) . ?
S26 C25 1.702(6) . ?
S36' C38 1.620(8) . ?
S36' C35 1.667(7) . ?
S36 C37 1.519(10) . ?
S36 C35 1.594(7) . ?
F121 C12 1.312(7) . ?
F122 C12 1.325(7) . ?
F123 C12 1.327(7) . ?
F221 C22 1.326(8) . ?
F222 C22 1.328(8) . ?
F223 C22 1.324(8) . ?
F321 C32 1.335(7) . ?
F322 C32 1.327(8) . ?
F323 C32 1.327(7) . ?
O11 C11 1.273(6) . ?
O14 C14 1.261(6) . ?
O21 C21 1.262(7) . ?
O24 C24 1.248(6) . ?
O31 C31 1.279(7) . ?
O34 C34 1.250(7) . ?
N41 N42 1.321(6) . ?
N41 C42 1.331(7) . ?
N42 C42 1.345(7) 3_575 ?
N51 C56 1.330(7) . ?
N51 C52 1.352(7) . ?
C11 C13 1.381(8) . ?
C11 C12 1.516(8) . ?
C13 C14 1.415(8) . ?
C14 C15 1.459(8) . ?
C17 C18 1.326(9) . ?
C21 C23 1.370(8) . ?
C21 C22 1.531(9) . ?
C23 C24 1.418(8) . ?
C24 C25 1.472(8) . ?
C25 C29 1.413(8) . ?
C27 C28 1.343(9) . ?
C28 C29 1.419(8) . ?
C31 C33 1.366(8) . ?
C31 C32 1.528(9) . ?
C33 C34 1.421(8) . ?
C34 C35 1.476(8) . ?
C37 C38 1.334(11) . ?
C42 N42 1.345(7) 3_575 ?
C42 C52 1.478(7) . ?
C52 C53 1.374(8) . ?
C53 C54 1.388(8) . ?
C54 C55 1.372(9) . ?
C55 C56 1.380(8) . ?
C100 Cl2 1.738(13) . ?
C100 Cl1 1.765(16) . ?
