#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:16:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180385 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/54/7205472.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_7205472
loop_
_publ_author_name
'Paton, Andrew S.'
'Morse, Graham E.'
'Lough, Alan J.'
'Bender, Timothy P.'
_publ_section_title
;
 Observations regarding the crystal structures of non-halogenated
 phenoxyboronsubphthalocyanines having para substituents on the phenoxy
 group
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              914
_journal_paper_doi               10.1039/c0ce00599a
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C34 H25 B N6 O'
_chemical_formula_sum            'C34 H25 B N6 O'
_chemical_formula_weight         544.41
_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                79.9663(14)
_cell_angle_beta                 78.2792(16)
_cell_angle_gamma                70.9358(17)
_cell_formula_units_Z            2
_cell_length_a                   8.5535(2)
_cell_length_b                   12.7466(4)
_cell_length_c                   13.2395(4)
_cell_measurement_reflns_used    15623
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     1326.75(7)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V., 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL V6.1'
_computing_structure_refinement  'SHELXTL V6.1 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_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  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0760
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15623
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.55
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         6009
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0601
_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)+(0.0965P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1787
_reflns_number_gt                3552
_reflns_number_total             6009
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            C0CE00599A.TXT
_cod_data_source_block           k09107
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1326.76(7)
_cod_database_code               7205472
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.52505(17) 0.87599(12) 0.71320(11) 0.0311(4) Uani 1 1 d . . .
N1 N 0.4300(2) 0.78943(16) 0.99441(14) 0.0325(5) Uani 1 1 d . . .
N2 N 0.65827(19) 0.81368(14) 0.86523(13) 0.0274(4) Uani 1 1 d . . .
N3 N 0.9465(2) 0.76425(15) 0.79113(14) 0.0307(4) Uani 1 1 d . . .
N4 N 0.7563(2) 0.69691(15) 0.73114(13) 0.0288(4) Uani 1 1 d . . .
N5 N 0.6254(2) 0.55780(16) 0.73318(14) 0.0325(5) Uani 1 1 d . . .
N6 N 0.4949(2) 0.70798(15) 0.83584(13) 0.0286(4) Uani 1 1 d . . .
C1 C 0.5633(2) 0.82794(18) 0.96144(17) 0.0297(5) Uani 1 1 d . . .
C2 C 0.6608(3) 0.86169(18) 1.02083(17) 0.0313(5) Uani 1 1 d . . .
C3 C 0.6291(3) 0.8913(2) 1.12053(18) 0.0382(6) Uani 1 1 d . . .
H3B H 0.5226 0.8980 1.1622 0.046 Uiso 1 1 calc R . .
C4 C 0.7540(3) 0.9106(2) 1.1581(2) 0.0420(6) Uani 1 1 d . . .
H4A H 0.7333 0.9313 1.2262 0.050 Uiso 1 1 calc R . .
C5 C 0.9115(3) 0.9004(2) 1.09758(19) 0.0417(6) Uani 1 1 d . . .
H5B H 0.9957 0.9143 1.1255 0.050 Uiso 1 1 calc R . .
C6 C 0.9472(3) 0.87055(19) 0.99870(18) 0.0343(5) Uani 1 1 d . . .
H6A H 1.0551 0.8624 0.9587 0.041 Uiso 1 1 calc R . .
C7 C 0.8204(3) 0.85249(18) 0.95865(17) 0.0301(5) Uani 1 1 d . . .
C8 C 0.8183(2) 0.81432(18) 0.86204(17) 0.0283(5) Uani 1 1 d . . .
C9 C 0.9149(2) 0.70096(19) 0.73086(17) 0.0291(5) Uani 1 1 d . . .
C10 C 1.0278(3) 0.60696(19) 0.67750(16) 0.0296(5) Uani 1 1 d . . .
C11 C 1.2021(3) 0.5705(2) 0.64981(18) 0.0365(6) Uani 1 1 d . . .
H11A H 1.2695 0.6126 0.6605 0.044 Uiso 1 1 calc R . .
C12 C 1.2731(3) 0.4711(2) 0.60642(19) 0.0426(6) Uani 1 1 d . . .
H12A H 1.3909 0.4461 0.5850 0.051 Uiso 1 1 calc R . .
C13 C 1.1765(3) 0.4068(2) 0.59323(19) 0.0440(6) Uani 1 1 d . . .
H13A H 1.2292 0.3383 0.5643 0.053 Uiso 1 1 calc R . .
C14 C 1.0047(3) 0.4418(2) 0.62181(19) 0.0408(6) Uani 1 1 d . . .
H14A H 0.9390 0.3971 0.6141 0.049 Uiso 1 1 calc R . .
C15 C 0.9298(3) 0.54280(19) 0.66180(17) 0.0312(5) Uani 1 1 d . . .
C16 C 0.7560(3) 0.59882(19) 0.70288(17) 0.0301(5) Uani 1 1 d . . .
C17 C 0.5021(3) 0.60891(19) 0.80540(17) 0.0298(5) Uani 1 1 d . . .
C18 C 0.3840(2) 0.56503(19) 0.88165(18) 0.0317(5) Uani 1 1 d . . .
C19 C 0.3375(3) 0.4690(2) 0.88899(19) 0.0354(6) Uani 1 1 d . . .
H19A H 0.3798 0.4204 0.8363 0.043 Uiso 1 1 calc R . .
C20 C 0.2266(3) 0.4465(2) 0.97626(19) 0.0378(6) Uani 1 1 d . . .
H20A H 0.1900 0.3826 0.9823 0.045 Uiso 1 1 calc R . .
C21 C 0.1684(3) 0.5157(2) 1.05472(19) 0.0396(6) Uani 1 1 d . . .
H21A H 0.0924 0.4980 1.1132 0.048 Uiso 1 1 calc R . .
C22 C 0.2179(2) 0.6097(2) 1.05024(18) 0.0366(6) Uani 1 1 d . . .
H22A H 0.1808 0.6548 1.1056 0.044 Uiso 1 1 calc R . .
C23 C 0.3243(2) 0.63588(19) 0.96142(17) 0.0317(5) Uani 1 1 d . . .
C24 C 0.4060(2) 0.72315(19) 0.93402(17) 0.0298(5) Uani 1 1 d . . .
C25 C 0.4502(2) 0.86208(17) 0.63495(16) 0.0275(5) Uani 1 1 d . . .
C26 C 0.2905(2) 0.85433(19) 0.65463(17) 0.0319(5) Uani 1 1 d . . .
H26A H 0.2316 0.8544 0.7237 0.038 Uiso 1 1 calc R . .
C27 C 0.2139(3) 0.84632(19) 0.57419(17) 0.0327(5) Uani 1 1 d . . .
H27A H 0.1037 0.8399 0.5896 0.039 Uiso 1 1 calc R . .
C28 C 0.2948(2) 0.84752(18) 0.47172(17) 0.0293(5) Uani 1 1 d . . .
C29 C 0.4566(3) 0.8556(2) 0.45426(18) 0.0354(6) Uani 1 1 d . . .
H29A H 0.5154 0.8566 0.3852 0.042 Uiso 1 1 calc R . .
C30 C 0.5356(3) 0.86219(19) 0.53359(18) 0.0332(5) Uani 1 1 d . . .
H30A H 0.6468 0.8668 0.5189 0.040 Uiso 1 1 calc R . .
C31 C 0.2105(3) 0.84356(19) 0.38124(17) 0.0328(5) Uani 1 1 d . . .
C32 C 0.0330(3) 0.8350(2) 0.4171(2) 0.0409(6) Uani 1 1 d . . .
H32A H -0.0382 0.9026 0.4482 0.061 Uiso 1 1 calc R . .
H32B H 0.0360 0.7695 0.4688 0.061 Uiso 1 1 calc R . .
H32C H -0.0125 0.8275 0.3575 0.061 Uiso 1 1 calc R . .
C33 C 0.3154(3) 0.7435(2) 0.3227(2) 0.0436(6) Uani 1 1 d . . .
H33A H 0.4288 0.7490 0.2982 0.065 Uiso 1 1 calc R . .
H33B H 0.2636 0.7434 0.2632 0.065 Uiso 1 1 calc R . .
H33C H 0.3210 0.6741 0.3694 0.065 Uiso 1 1 calc R . .
C34 C 0.1985(3) 0.9522(2) 0.30713(19) 0.0412(6) Uani 1 1 d . . .
H34A H 0.3093 0.9633 0.2880 0.062 Uiso 1 1 calc R . .
H34B H 0.1202 1.0154 0.3417 0.062 Uiso 1 1 calc R . .
H34C H 0.1583 0.9470 0.2445 0.062 Uiso 1 1 calc R . .
B1 B 0.6018(3) 0.7794(2) 0.78031(19) 0.0279(6) 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'
B B 0.0013 0.0007 '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
C25 O1 B1 118.86(17) . . ?
C24 N1 C1 116.79(18) . . ?
C8 N2 C1 112.77(18) . . ?
C8 N2 B1 123.50(17) . . ?
C1 N2 B1 122.73(17) . . ?
C9 N3 C8 117.07(18) . . ?
C16 N4 C9 112.76(17) . . ?
C16 N4 B1 123.23(17) . . ?
C9 N4 B1 122.62(19) . . ?
C16 N5 C17 116.92(19) . . ?
C17 N6 C24 112.39(18) . . ?
C17 N6 B1 123.80(18) . . ?
C24 N6 B1 122.48(19) . . ?
N1 C1 N2 122.5(2) . . ?
N1 C1 C2 129.7(2) . . ?
N2 C1 C2 105.84(17) . . ?
C3 C2 C7 120.2(2) . . ?
C3 C2 C1 132.8(2) . . ?
C7 C2 C1 106.88(19) . . ?
C4 C3 C2 118.9(2) . . ?
C3 C4 C5 121.0(2) . . ?
C6 C5 C4 121.5(2) . . ?
C5 C6 C7 118.2(2) . . ?
C6 C7 C2 120.2(2) . . ?
C6 C7 C8 132.3(2) . . ?
C2 C7 C8 107.24(18) . . ?
N3 C8 N2 122.4(2) . . ?
N3 C8 C7 130.02(19) . . ?
N2 C8 C7 106.03(17) . . ?
N3 C9 N4 122.50(19) . . ?
N3 C9 C10 130.15(19) . . ?
N4 C9 C10 105.52(18) . . ?
C11 C10 C15 120.3(2) . . ?
C11 C10 C9 132.3(2) . . ?
C15 C10 C9 107.21(17) . . ?
C12 C11 C10 117.9(2) . . ?
C11 C12 C13 121.7(2) . . ?
C14 C13 C12 120.6(2) . . ?
C13 C14 C15 118.9(2) . . ?
C14 C15 C10 120.6(2) . . ?
C14 C15 C16 131.8(2) . . ?
C10 C15 C16 107.45(19) . . ?
N5 C16 N4 122.76(19) . . ?
N5 C16 C15 129.7(2) . . ?
N4 C16 C15 105.66(18) . . ?
N5 C17 N6 122.22(19) . . ?
N5 C17 C18 129.9(2) . . ?
N6 C17 C18 106.19(18) . . ?
C19 C18 C23 121.2(2) . . ?
C19 C18 C17 131.4(2) . . ?
C23 C18 C17 107.16(19) . . ?
C18 C19 C20 117.5(2) . . ?
C21 C20 C19 121.3(2) . . ?
C22 C21 C20 121.9(2) . . ?
C21 C22 C23 117.7(2) . . ?
C22 C23 C18 120.4(2) . . ?
C22 C23 C24 131.9(2) . . ?
C18 C23 C24 107.51(18) . . ?
N1 C24 N6 122.62(19) . . ?
N1 C24 C23 130.0(2) . . ?
N6 C24 C23 105.61(19) . . ?
C26 C25 O1 121.24(19) . . ?
C26 C25 C30 119.5(2) . . ?
O1 C25 C30 119.20(18) . . ?
C25 C26 C27 120.5(2) . . ?
C28 C27 C26 121.59(19) . . ?
C29 C28 C27 116.5(2) . . ?
C29 C28 C31 120.89(19) . . ?
C27 C28 C31 122.56(18) . . ?
C30 C29 C28 122.7(2) . . ?
C29 C30 C25 119.25(19) . . ?
C32 C31 C33 108.85(19) . . ?
C32 C31 C28 112.55(18) . . ?
C33 C31 C28 109.88(18) . . ?
C32 C31 C34 107.78(18) . . ?
C33 C31 C34 109.4(2) . . ?
C28 C31 C34 108.38(18) . . ?
O1 B1 N2 110.24(19) . . ?
O1 B1 N6 117.11(18) . . ?
N2 B1 N6 104.18(18) . . ?
O1 B1 N4 116.27(18) . . ?
N2 B1 N4 104.17(17) . . ?
N6 B1 N4 103.45(18) . . ?
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
O1 C25 1.387(2) . ?
O1 B1 1.437(3) . ?
N1 C24 1.346(3) . ?
N1 C1 1.349(3) . ?
N2 C8 1.363(3) . ?
N2 C1 1.371(3) . ?
N2 B1 1.490(3) . ?
N3 C9 1.348(3) . ?
N3 C8 1.351(3) . ?
N4 C16 1.367(3) . ?
N4 C9 1.373(3) . ?
N4 B1 1.502(3) . ?
N5 C16 1.345(3) . ?
N5 C17 1.345(3) . ?
N6 C17 1.370(3) . ?
N6 C24 1.377(3) . ?
N6 B1 1.497(3) . ?
C1 C2 1.455(3) . ?
C2 C3 1.385(3) . ?
C2 C7 1.424(3) . ?
C3 C4 1.371(3) . ?
C4 C5 1.399(3) . ?
C5 C6 1.374(3) . ?
C6 C7 1.396(3) . ?
C7 C8 1.451(3) . ?
C9 C10 1.459(3) . ?
C10 C11 1.399(3) . ?
C10 C15 1.412(3) . ?
C11 C12 1.383(3) . ?
C12 C13 1.391(4) . ?
C13 C14 1.381(3) . ?
C14 C15 1.382(3) . ?
C15 C16 1.459(3) . ?
C17 C18 1.453(3) . ?
C18 C19 1.388(3) . ?
C18 C23 1.415(3) . ?
C19 C20 1.390(3) . ?
C20 C21 1.388(3) . ?
C21 C22 1.383(3) . ?
C22 C23 1.396(3) . ?
C23 C24 1.457(3) . ?
C25 C26 1.370(3) . ?
C25 C30 1.391(3) . ?
C26 C27 1.393(3) . ?
C27 C28 1.392(3) . ?
C28 C29 1.390(3) . ?
C28 C31 1.534(3) . ?
C29 C30 1.387(3) . ?
C31 C32 1.529(3) . ?
C31 C33 1.532(3) . ?
C31 C34 1.538(3) . ?
