#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/04/4120446.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_4120446
loop_
_publ_author_name
'Liu, Guangfeng'
'Liu, Jie'
'Liu, Yang'
'Tao, Xutang'
_publ_section_title
;
 Oriented Single-Crystal-to-Single-Crystal Phase Transition with Dramatic
 Changes in the Dimensions of Crystals.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              590
_journal_page_last               593
_journal_paper_doi               10.1021/ja4102634
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C18 H12 Cu N2 O2, C12 H4 N4'
_chemical_formula_sum            'C30 H16 Cu N6 O2'
_chemical_formula_weight         556.03
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                77.3240(10)
_cell_angle_beta                 73.4180(10)
_cell_angle_gamma                78.0170(10)
_cell_formula_units_Z            1
_cell_length_a                   8.0146(9)
_cell_length_b                   8.2576(9)
_cell_length_c                   9.7583(10)
_cell_measurement_reflns_used    4869
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.53
_cell_measurement_theta_min      2.21
_cell_volume                     596.57(11)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0189
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6561
_diffrn_reflns_theta_full        26.53
_diffrn_reflns_theta_max         26.53
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.958
_exptl_absorpt_correction_T_max  0.9359
_exptl_absorpt_correction_T_min  0.6484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker,2009)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             283
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2469
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0248
_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)+(0.0492P)²+0.2059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0740
_reflns_number_gt                2423
_reflns_number_total             2469
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4102634_si_002.cif
_cod_data_source_block           FormII200K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_Hall     '-P 1   '
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4120446
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu1 Cu 1.0000 0.0000 0.0000 0.02524(10) Uani 1 2 d S
O1 O 0.92315(16) -0.09153(13) -0.13378(12) 0.0321(2) Uani 1 1 d .
N1 N 0.94188(16) 0.21646(15) -0.11920(14) 0.0257(3) Uani 1 1 d .
N2 N 0.6098(3) 0.4270(2) 0.1985(2) 0.0531(4) Uani 1 1 d .
N3 N 0.6971(2) 0.7949(2) 0.42290(18) 0.0486(4) Uani 1 1 d .
C1 C 0.88393(18) 0.19685(18) -0.23123(16) 0.0241(3) Uani 1 1 d .
C2 C 0.87649(19) 0.02652(19) -0.23697(16) 0.0254(3) Uani 1 1 d .
C3 C 0.8197(2) 0.0001(2) -0.35046(17) 0.0308(3) Uani 1 1 d .
H3 H 0.8126 -0.1085 -0.3579 0.037 Uiso 1 1 calc R
C4 C 0.7726(2) 0.1362(2) -0.45466(17) 0.0324(3) Uani 1 1 d .
H4 H 0.7371 0.1149 -0.5309 0.039 Uiso 1 1 calc R
C5 C 0.7773(2) 0.2996(2) -0.44771(17) 0.0327(3) Uani 1 1 d .
H5 H 0.7428 0.3871 -0.5170 0.039 Uiso 1 1 calc R
C6 C 0.8348(2) 0.3336(2) -0.33474(16) 0.0283(3) Uani 1 1 d .
C7 C 0.8483(2) 0.4948(2) -0.31528(19) 0.0362(4) Uani 1 1 d .
H7 H 0.8172 0.5892 -0.3802 0.043 Uiso 1 1 calc R
C8 C 0.9067(3) 0.5125(2) -0.2017(2) 0.0405(4) Uani 1 1 d .
H8 H 0.9158 0.6185 -0.1892 0.049 Uiso 1 1 calc R
C9 C 0.9527(2) 0.3693(2) -0.10408(18) 0.0335(3) Uani 1 1 d .
H9 H 0.9919 0.3819 -0.0266 0.040 Uiso 1 1 calc R
C10 C 0.6035(2) 0.5647(2) 0.20475(18) 0.0353(4) Uani 1 1 d .
C11 C 0.5980(2) 0.7378(2) 0.21145(17) 0.0304(3) Uani 1 1 d .
C12 C 0.5495(2) 0.8669(2) 0.10738(16) 0.0288(3) Uani 1 1 d .
C13 C 0.4970(2) 0.8339(2) -0.01176(17) 0.0311(3) Uani 1 1 d .
H13 H 0.4955 0.7236 -0.0182 0.037 Uiso 1 1 calc R
C14 C 0.4499(2) 0.9598(2) -0.11439(17) 0.0311(3) Uani 1 1 d .
H14 H 0.4167 0.9350 -0.1904 0.037 Uiso 1 1 calc R
C15 C 0.6520(2) 0.7688(2) 0.32975(18) 0.0344(4) 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'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 O1 180.00(6) 2_755 .
O1 Cu1 N1 84.57(5) 2_755 2_755
O1 Cu1 N1 95.43(5) . 2_755
O1 Cu1 N1 95.43(5) 2_755 .
O1 Cu1 N1 84.57(5) . .
N1 Cu1 N1 180.00(7) 2_755 .
C2 O1 Cu1 111.79(9) . .
C9 N1 C1 119.53(13) . .
C9 N1 Cu1 129.35(11) . .
C1 N1 Cu1 111.12(10) . .
N1 C1 C6 122.59(13) . .
N1 C1 C2 114.96(13) . .
C6 C1 C2 122.46(14) . .
O1 C2 C3 125.44(14) . .
O1 C2 C1 117.52(13) . .
C3 C2 C1 117.04(13) . .
C2 C3 C4 120.54(14) . .
C2 C3 H3 119.7 . .
C4 C3 H3 119.7 . .
C5 C4 C3 122.31(14) . .
C5 C4 H4 118.8 . .
C3 C4 H4 118.8 . .
C4 C5 C6 119.50(14) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
C5 C6 C1 118.14(14) . .
C5 C6 C7 125.56(14) . .
C1 C6 C7 116.31(14) . .
C8 C7 C6 120.41(14) . .
C8 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
C7 C8 C9 119.35(15) . .
C7 C8 H8 120.3 . .
C9 C8 H8 120.3 . .
N1 C9 C8 121.81(14) . .
N1 C9 H9 119.1 . .
C8 C9 H9 119.1 . .
N2 C10 C11 179.2(2) . .
C12 C11 C15 121.65(15) . .
C12 C11 C10 122.11(14) . .
C15 C11 C10 116.20(14) . .
C11 C12 C13 121.07(14) . .
C11 C12 C14 120.99(15) . 2_675
C13 C12 C14 117.94(14) . 2_675
C14 C13 C12 121.37(14) . .
C14 C13 H13 119.3 . .
C12 C13 H13 119.3 . .
C13 C14 C12 120.69(15) . 2_675
C13 C14 H14 119.7 . .
C12 C14 H14 119.7 2_675 .
N3 C15 C11 178.94(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9339(11) 2_755
Cu1 O1 1.9339(11) .
Cu1 N1 1.9535(12) 2_755
Cu1 N1 1.9535(12) .
O1 C2 1.3179(18) .
N1 C9 1.325(2) .
N1 C1 1.3549(19) .
N2 C10 1.142(2) .
N3 C15 1.144(2) .
C1 C6 1.412(2) .
C1 C2 1.434(2) .
C2 C3 1.384(2) .
C3 C4 1.408(2) .
C3 H3 0.9300 .
C4 C5 1.374(2) .
C4 H4 0.9300 .
C5 C6 1.409(2) .
C5 H5 0.9300 .
C6 C7 1.414(2) .
C7 C8 1.366(2) .
C7 H7 0.9300 .
C8 C9 1.402(2) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C11 1.437(2) .
C11 C12 1.378(2) .
C11 C15 1.430(2) .
C12 C13 1.438(2) .
C12 C14 1.448(2) 2_675
C13 C14 1.350(2) .
C13 H13 0.9300 .
C14 C12 1.448(2) 2_675
C14 H14 0.9300 .
