#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/78/7007893.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_7007893
loop_
_publ_author_name
'Mohr, Fabian'
'Cerrada, Elena'
'Laguna, Mariano'
_publ_section_title
;
 Synthesis and coordination chemistry of an alkyne functionalised
 bis(pyrazolyl)methane ligand.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5567
_journal_page_last               5573
_journal_paper_doi               10.1039/b613311h
_journal_year                    2006
_chemical_formula_sum            'C16 H14 N4 O'
_chemical_formula_weight         278.31
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 95.411(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.2557(3)
_cell_length_b                   7.5895(3)
_cell_length_c                   9.8876(3)
_cell_measurement_temperature    293(2)
_cell_volume                     691.47(4)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraciton, 2005)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraciton, 2005)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraciton, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.908
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur2'
_diffrn_measurement_method       'φ and ω 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  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6678
_diffrn_reflns_theta_full        32.15
_diffrn_reflns_theta_max         32.15
_diffrn_reflns_theta_min         3.94
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.929953
_exptl_absorpt_correction_type   'multi-scan correction'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3855
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.148
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0545P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0910
_reflns_number_gt                3494
_reflns_number_total             3855
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b613311h.txt
_cod_data_source_block           elena6pa
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7007893
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.22779(11) 0.70833(14) 0.70147(9) 0.01597(19) Uani 1 1 d . . .
N2 N 0.21750(11) 0.57984(15) 0.79531(9) 0.0199(2) Uani 1 1 d . . .
C13 C 0.07892(12) 1.08909(17) 0.88051(11) 0.0160(2) Uani 1 1 d . . .
C14 C -0.16987(13) 1.17752(18) 0.86737(12) 0.0195(2) Uani 1 1 d . . .
H14A H -0.1510 1.3033 0.8688 0.023 Uiso 1 1 calc R . .
H14B H -0.1764 1.1381 0.9599 0.023 Uiso 1 1 calc R . .
N3 N 0.14100(11) 0.96264(14) 0.58311(9) 0.01611(19) Uani 1 1 d . . .
N4 N 0.25666(11) 1.06564(15) 0.56214(10) 0.0199(2) Uani 1 1 d . . .
C9 C 0.32060(13) 0.96901(17) 0.90087(11) 0.0184(2) Uani 1 1 d . . .
H9 H 0.3891 0.8925 0.8706 0.022 Uiso 1 1 calc R . .
C4 C 0.30728(14) 0.45509(18) 0.76020(12) 0.0209(2) Uani 1 1 d . . .
H4 H 0.3238 0.3497 0.8071 0.025 Uiso 1 1 calc R . .
C1 C 0.13793(13) 0.86549(16) 0.70902(11) 0.0155(2) Uani 1 1 d . . .
H1 H 0.0378 0.8266 0.7154 0.019 Uiso 1 1 calc R . .
C10 C 0.35716(14) 1.07489(18) 1.01468(11) 0.0208(2) Uani 1 1 d . . .
H10 H 0.4500 1.0699 1.0596 0.025 Uiso 1 1 calc R . .
C11 C 0.25427(14) 1.18702(18) 1.05987(11) 0.0211(2) Uani 1 1 d . . .
H11 H 0.2790 1.2584 1.1349 0.025 Uiso 1 1 calc R . .
C15 C -0.30478(14) 1.13982(17) 0.78440(12) 0.0207(2) Uani 1 1 d . . .
C6 C 0.10972(15) 1.03091(18) 0.36704(12) 0.0220(3) Uani 1 1 d . . .
H6 H 0.0733 1.0411 0.2764 0.026 Uiso 1 1 calc R . .
C7 C 0.23656(14) 1.10787(19) 0.43083(11) 0.0226(3) Uani 1 1 d . . .
H7 H 0.2988 1.1795 0.3868 0.027 Uiso 1 1 calc R . .
C8 C 0.18252(12) 0.97736(16) 0.83271(10) 0.0154(2) Uani 1 1 d . . .
C12 C 0.11451(14) 1.19483(18) 0.99498(11) 0.0193(2) Uani 1 1 d . . .
H12 H 0.0456 1.2692 1.0271 0.023 Uiso 1 1 calc R . .
C3 C 0.37404(16) 0.50139(18) 0.64406(14) 0.0274(3) Uani 1 1 d . . .
H3 H 0.4406 0.4358 0.6003 0.033 Uiso 1 1 calc R . .
C2 C 0.31961(15) 0.66481(17) 0.60910(13) 0.0247(3) Uani 1 1 d . . .
H2 H 0.3419 0.7327 0.5356 0.030 Uiso 1 1 calc R . .
C5 C 0.05145(14) 0.93776(17) 0.46728(12) 0.0196(2) Uani 1 1 d . . .
H5 H -0.0329 0.8705 0.4581 0.024 Uiso 1 1 calc R . .
C16 C -0.41839(14) 1.1112(2) 0.72088(12) 0.0248(3) Uani 1 1 d . . .
H16 H -0.5070 1.0888 0.6714 0.030 Uiso 1 1 calc R . .
O1 O -0.05499(9) 1.08545(13) 0.80862(8) 0.01890(18) 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'
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
C2 N1 N2 112.18(10) . . ?
C2 N1 C1 129.37(10) . . ?
N2 N1 C1 118.40(9) . . ?
C4 N2 N1 104.36(9) . . ?
O1 C13 C8 115.40(9) . . ?
O1 C13 C12 124.27(11) . . ?
C8 C13 C12 120.33(10) . . ?
O1 C14 C15 107.70(9) . . ?
N4 N3 C5 112.19(10) . . ?
N4 N3 C1 120.26(9) . . ?
C5 N3 C1 126.30(11) . . ?
C7 N4 N3 104.33(10) . . ?
C8 C9 C10 120.41(11) . . ?
N2 C4 C3 111.80(11) . . ?
N3 C1 N1 108.32(9) . . ?
N3 C1 C8 112.50(10) . . ?
N1 C1 C8 112.72(9) . . ?
C11 C10 C9 119.48(11) . . ?
C10 C11 C12 121.10(11) . . ?
C16 C15 C14 177.25(13) . . ?
C5 C6 C7 105.01(10) . . ?
N4 C7 C6 111.77(12) . . ?
C9 C8 C13 119.58(10) . . ?
C9 C8 C1 122.32(11) . . ?
C13 C8 C1 118.08(10) . . ?
C11 C12 C13 119.09(11) . . ?
C2 C3 C4 104.72(12) . . ?
N1 C2 C3 106.94(11) . . ?
N3 C5 C6 106.68(11) . . ?
C13 O1 C14 116.58(9) . . ?
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
N1 C2 1.3461(16) . ?
N1 N2 1.3556(14) . ?
N1 C1 1.4600(16) . ?
N2 C4 1.3273(16) . ?
C13 O1 1.3697(13) . ?
C13 C8 1.3955(16) . ?
C13 C12 1.4011(16) . ?
C14 O1 1.4398(14) . ?
C14 C15 1.4564(18) . ?
N3 N4 1.3572(14) . ?
N3 C5 1.3621(14) . ?
N3 C1 1.4494(14) . ?
N4 C7 1.3332(15) . ?
C9 C8 1.3889(15) . ?
C9 C10 1.3982(17) . ?
C4 C3 1.3992(18) . ?
C1 C8 1.5138(15) . ?
C10 C11 1.3825(19) . ?
C11 C12 1.3900(17) . ?
C15 C16 1.1928(18) . ?
C6 C5 1.3690(18) . ?
C6 C7 1.4062(19) . ?
C3 C2 1.3706(18) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21143178
