#------------------------------------------------------------------------------
#$Date: 2017-01-18 09:39:01 +0200 (Wed, 18 Jan 2017) $
#$Revision: 190613 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/94/7119496.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_7119496
loop_
_publ_author_name
'Ahmed, Basil M.'
'Mezei, Gellert'
_publ_section_title
;
 Accessing the inaccessible: discrete multinuclear coordination complexes
 and selective anion binding attainable only by tethering ligands
 together.
;
_journal_issue                   6
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1029
_journal_page_last               1032
_journal_paper_doi               10.1039/c6cc09197k
_journal_volume                  53
_journal_year                    2017
_chemical_formula_sum            'C8 H10 N4'
_chemical_formula_weight         162.20
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-10-06 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.0417(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.57982(8)
_cell_length_b                   4.79015(7)
_cell_length_c                   15.1644(2)
_cell_measurement_reflns_used    3879
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      26.76
_cell_measurement_theta_min      2.69
_cell_volume                     404.309(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9615
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.415
_diffrn_reflns_theta_min         2.693
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       plate
_exptl_crystal_F_000             172
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: water, ethanol'
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0379
_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)+(0.0480P)²+0.1015P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1027
_reflns_Friedel_coverage         0.000
_reflns_number_gt                844
_reflns_number_total             1021
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc09197k2.cif
_cod_data_source_block           LH2
_cod_original_cell_volume        404.310(10)
_cod_database_code               7119496
_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_min   0.962
_shelx_estimated_absorpt_t_max   0.996
_shelxl_version_number           2013-2
_shelx_res_file
;
TITL GMBA01_0m in P2(1)/c
CELL 0.71073   5.57982   4.79015  15.16443  90.0000  94.0417  90.0000
ZERR    2.00   0.00008   0.00007   0.00020   0.0000   0.0008   0.0000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  N
UNIT 16  20  8
L.S. 12
ACTA
BOND
FMAP 2
PLAN 5
SIZE 0.05 0.20 0.45
TEMP 24.000
WGHT    0.048000    0.101500
FVAR       0.52877
MOLE 1
N1    3    0.948684    0.216679    0.331385    11.00000    0.03506    0.03671 =
         0.02767    0.00083    0.00429   -0.00069
N2    3    0.785576    0.033759    0.294460    11.00000    0.03930    0.03560 =
         0.02790   -0.00361    0.00244    0.00175
H2N   2    0.828310   -0.077778    0.251884    11.00000   -1.20000
C1    1    0.579312    0.039272    0.333764    11.00000    0.03448    0.04223 =
         0.03940   -0.00193    0.00100   -0.00168
AFIX  43
H1    2    0.443979   -0.069189    0.319304    11.00000   -1.20000
AFIX   0
C2    1    0.604865    0.235157    0.399483    11.00000    0.03485    0.04619 =
         0.03965   -0.00627    0.00957    0.00251
AFIX  43
H2    2    0.491264    0.287106    0.438409    11.00000   -1.20000
AFIX   0
C3    1    0.837733    0.340837    0.395815    11.00000    0.03582    0.03082 =
         0.02520    0.00246    0.00212    0.00342
C4    1    0.965630    0.555083    0.453536    11.00000    0.04465    0.03140 =
         0.03010    0.00117    0.00000   -0.00055
AFIX  23
H4A   2    0.862932    0.717254    0.457696    11.00000   -1.20000
H4B   2    1.109857    0.613829    0.426538    11.00000   -1.20000
AFIX   0
HKLF 4

REM  GMBA01_0m in P2(1)/c
REM R1 =  0.0379 for     844 Fo > 4sig(Fo)  and  0.0472 for all    1021 data
REM     58 parameters refined using      0 restraints

END

WGHT      0.0480      0.1012

REM Highest difference peak  0.185,  deepest hole -0.165,  1-sigma level  0.035
Q1    1   0.7503  0.2444  0.4170  11.00000  0.05    0.18
Q2    1   0.8864  0.4439  0.4232  11.00000  0.05    0.18
Q3    1   1.0000  0.5000  0.5000  10.50000  0.05    0.18
Q4    1   0.7167  0.3206  0.3950  11.00000  0.05    0.18
Q5    1   1.1036  0.2385  0.3225  11.00000  0.05    0.16
;
_shelx_res_checksum              29543
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
N1 N 0.94868(17) 0.2167(2) 0.33138(6) 0.0330(3) Uani 1 1 d . .
N2 N 0.78558(18) 0.0338(2) 0.29446(6) 0.0343(3) Uani 1 1 d . .
H2N H 0.828(2) -0.078(3) 0.2519(9) 0.041 Uiso 1 1 d . U
C1 C 0.5793(2) 0.0393(3) 0.33376(8) 0.0388(3) Uani 1 1 d . .
H1 H 0.4440 -0.0692 0.3193 0.047 Uiso 1 1 calc R U
C2 C 0.6049(2) 0.2352(3) 0.39948(8) 0.0399(3) Uani 1 1 d . .
H2 H 0.4913 0.2871 0.4384 0.048 Uiso 1 1 calc R U
C3 C 0.8377(2) 0.3408(2) 0.39582(7) 0.0306(3) Uani 1 1 d . .
C4 C 0.9656(2) 0.5551(2) 0.45354(7) 0.0355(3) Uani 1 1 d . .
H4A H 0.8629 0.7173 0.4577 0.043 Uiso 1 1 calc R U
H4B H 1.1099 0.6138 0.4265 0.043 Uiso 1 1 calc R U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0351(5) 0.0367(5) 0.0277(5) 0.0008(4) 0.0043(4) -0.0007(4)
N2 0.0393(5) 0.0356(6) 0.0279(5) -0.0036(4) 0.0024(4) 0.0017(4)
C1 0.0345(6) 0.0422(7) 0.0394(6) -0.0019(5) 0.0010(5) -0.0017(5)
C2 0.0348(6) 0.0462(7) 0.0396(6) -0.0063(5) 0.0096(5) 0.0025(5)
C3 0.0358(6) 0.0308(6) 0.0252(5) 0.0025(4) 0.0021(4) 0.0034(5)
C4 0.0446(6) 0.0314(6) 0.0301(6) 0.0012(5) 0.0000(5) -0.0006(5)
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'
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_3
C3 N1 N2 104.96(9) .
C1 N2 N1 112.22(10) .
N2 C1 C2 106.87(11) .
C1 C2 C3 105.57(11) .
N1 C3 C2 110.38(10) .
N1 C3 C4 120.50(10) .
C2 C3 C4 129.09(11) .
C3 C4 C4 112.38(12) 3_766
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.3330(15) .
N1 N2 1.3556(14) .
N2 C1 1.3331(16) .
C1 C2 1.3689(18) .
C2 C3 1.3992(17) .
C3 C4 1.4969(15) .
C4 C4 1.528(2) 3_766
