#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:05:35 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179651 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/04/4510401.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_4510401
loop_
_publ_author_name
'Morse, Graham E.'
'Gong, Ivan'
'Kawar, Yazan'
'Lough, Alan J.'
'Bender, Timothy P.'
_publ_section_title
;
 Crystal and Solid-State Arrangement Trends of Halogenated Boron
 Subphthalocyanines
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2138
_journal_paper_doi               10.1021/cg401475b
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C24 B Cl13 N6, C H Cl3'
_chemical_formula_sum            'C25 H B Cl16 N6'
_chemical_formula_weight         963.33
_chemical_name_common            'Cl-Cl12BsubPc chloroform solvate'
_chemical_name_systematic
Chlorodo(dodecachlorosubphthalocyaninato)boron(III)(chloroform)
_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                113.8930(15)
_cell_angle_beta                 97.251(2)
_cell_angle_gamma                93.484(2)
_cell_formula_units_Z            2
_cell_length_a                   8.5924(2)
_cell_length_b                   14.3712(6)
_cell_length_c                   14.8152(6)
_cell_measurement_reflns_used    9457
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     1646.60(11)
_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, 2009)'
_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(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0706
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19724
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    1.368
_exptl_absorpt_correction_T_max  0.903
_exptl_absorpt_correction_T_min  0.781
_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    1.943
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.114
_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     433
_refine_ls_number_reflns         7493
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0476
_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)+(0.0503P)²+1.5610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1248
_reflns_number_gt                4978
_reflns_number_total             7493
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg401475b_si_005.cif
_cod_data_source_block           Cl-Cl12BsubPc[CHCl3][k10169]
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/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 

 Adding full bibliography for 4510399--4510406.cif.
;
_cod_original_cell_volume        1646.60(10)
_cod_database_code               4510401
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
Cl1 Cl 1.13130(12) -0.14471(8) 0.78524(8) 0.0398(3) Uani 1 1 d .
Cl2 Cl 1.35029(11) -0.14558(8) 0.97092(9) 0.0379(3) Uani 1 1 d .
Cl3 Cl 1.43138(11) 0.05196(9) 1.16815(8) 0.0374(3) Uani 1 1 d .
Cl4 Cl 1.27711(12) 0.25047(8) 1.18986(7) 0.0364(3) Uani 1 1 d .
Cl5 Cl 0.93180(10) 0.47265(7) 1.26257(7) 0.0276(2) Uani 1 1 d .
Cl6 Cl 0.63151(12) 0.57517(8) 1.33607(7) 0.0342(2) Uani 1 1 d .
Cl7 Cl 0.31487(10) 0.52085(7) 1.18809(7) 0.0291(2) Uani 1 1 d .
Cl8 Cl 0.30297(10) 0.38141(7) 0.95942(7) 0.0254(2) Uani 1 1 d .
Cl9 Cl 0.22720(10) 0.12784(7) 0.66920(7) 0.0291(2) Uani 1 1 d .
Cl10 Cl 0.13001(11) -0.09225(7) 0.49461(8) 0.0335(2) Uani 1 1 d .
Cl11 Cl 0.38010(11) -0.24290(7) 0.43133(7) 0.0305(2) Uani 1 1 d .
Cl12 Cl 0.72687(11) -0.18324(7) 0.55103(7) 0.0335(2) Uani 1 1 d .
Cl13 Cl 0.98387(10) 0.30760(7) 0.78386(7) 0.0255(2) Uani 1 1 d .
C1 C 1.0014(4) 0.0764(3) 0.8343(3) 0.0202(8) Uani 1 1 d .
C2 C 1.1092(4) 0.0529(3) 0.9044(3) 0.0240(8) Uani 1 1 d .
C3 C 1.1707(4) -0.0368(3) 0.8965(3) 0.0269(9) Uani 1 1 d .
C4 C 1.2683(4) -0.0364(3) 0.9792(3) 0.0283(9) Uani 1 1 d .
C5 C 1.3020(4) 0.0527(3) 1.0698(3) 0.0273(9) Uani 1 1 d .
C6 C 1.2366(4) 0.1417(3) 1.0801(3) 0.0269(9) Uani 1 1 d .
C7 C 1.1403(4) 0.1416(3) 0.9973(3) 0.0212(8) Uani 1 1 d .
C8 C 1.0480(4) 0.2183(3) 0.9839(3) 0.0210(8) Uani 1 1 d .
C9 C 0.8710(4) 0.3350(3) 1.0228(3) 0.0203(8) Uani 1 1 d .
C10 C 0.7543(4) 0.3913(3) 1.0790(3) 0.0207(8) Uani 1 1 d .
C11 C 0.7599(4) 0.4514(3) 1.1809(3) 0.0213(8) Uani 1 1 d .
C12 C 0.6238(4) 0.4932(3) 1.2129(3) 0.0231(8) Uani 1 1 d .
C13 C 0.4819(4) 0.4709(3) 1.1451(3) 0.0228(8) Uani 1 1 d .
C14 C 0.4743(4) 0.4093(3) 1.0440(3) 0.0202(8) Uani 1 1 d .
C15 C 0.6119(4) 0.3711(3) 1.0103(3) 0.0199(8) Uani 1 1 d .
C16 C 0.6419(4) 0.3053(3) 0.9111(3) 0.0189(7) Uani 1 1 d .
C17 C 0.6001(4) 0.1672(3) 0.7600(3) 0.0209(8) Uani 1 1 d .
C18 C 0.5204(4) 0.0721(3) 0.6787(3) 0.0198(7) Uani 1 1 d .
C19 C 0.3632(4) 0.0427(3) 0.6329(3) 0.0223(8) Uani 1 1 d .
C20 C 0.3211(4) -0.0558(3) 0.5571(3) 0.0224(8) Uani 1 1 d .
C21 C 0.4344(4) -0.1253(3) 0.5293(3) 0.0243(8) Uani 1 1 d .
C22 C 0.5902(4) -0.0972(3) 0.5795(3) 0.0218(8) Uani 1 1 d .
C23 C 0.6344(4) 0.0017(3) 0.6524(3) 0.0200(8) Uani 1 1 d .
C24 C 0.7820(4) 0.0530(3) 0.7187(3) 0.0221(8) Uani 1 1 d .
N1 N 0.9863(3) 0.1780(2) 0.8849(2) 0.0190(6) Uani 1 1 d .
N2 N 0.9989(3) 0.3008(2) 1.0534(2) 0.0203(6) Uani 1 1 d .
N3 N 0.8008(3) 0.2977(2) 0.9242(2) 0.0197(6) Uani 1 1 d .
N4 N 0.5427(3) 0.2448(2) 0.8272(2) 0.0198(6) Uani 1 1 d .
N5 N 0.7565(3) 0.1529(2) 0.7695(2) 0.0193(6) Uani 1 1 d .
N6 N 0.9085(3) 0.0155(2) 0.7478(2) 0.0215(7) Uani 1 1 d .
B1 B 0.8812(5) 0.2337(3) 0.8414(3) 0.0204(9) Uani 1 1 d .
Cl14 Cl 0.62116(13) 0.32992(9) 0.36423(8) 0.0469(3) Uani 1 1 d .
Cl15 Cl 0.71991(13) 0.48866(9) 0.56515(8) 0.0449(3) Uani 1 1 d .
Cl16 Cl 0.93651(13) 0.34732(9) 0.46955(9) 0.0481(3) Uani 1 1 d .
C1S C 0.7798(5) 0.4152(3) 0.4508(3) 0.0342(10) Uani 1 1 d .
H1SA H 0.8189 0.4630 0.4225 0.041 Uiso 1 1 calc R
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'
Cl Cl 0.1484 0.1585 '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'
B B 0.0013 0.0007 '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
N6 C1 N1 122.9(3)
N6 C1 C2 131.4(3)
N1 C1 C2 104.6(3)
C3 C2 C7 120.0(3)
C3 C2 C1 132.0(3)
C7 C2 C1 107.8(3)
C2 C3 C4 118.7(4)
C2 C3 Cl1 120.3(3)
C4 C3 Cl1 121.0(3)
C3 C4 C5 120.8(3)
C3 C4 Cl2 119.8(3)
C5 C4 Cl2 119.4(3)
C6 C5 C4 121.2(3)
C6 C5 Cl3 119.5(3)
C4 C5 Cl3 119.2(3)
C5 C6 C7 118.0(3)
C5 C6 Cl4 121.6(3)
C7 C6 Cl4 120.4(3)
C6 C7 C2 121.2(3)
C6 C7 C8 132.0(3)
C2 C7 C8 106.7(3)
N2 C8 N1 123.4(3)
N2 C8 C7 129.5(3)
N1 C8 C7 105.5(3)
N2 C9 N3 123.0(3)
N2 C9 C10 130.0(3)
N3 C9 C10 104.8(3)
C11 C10 C15 120.6(3)
C11 C10 C9 132.0(3)
C15 C10 C9 107.4(3)
C10 C11 C12 118.3(3)
C10 C11 Cl5 119.7(3)
C12 C11 Cl5 122.0(3)
C11 C12 C13 120.9(3)
C11 C12 Cl6 119.3(3)
C13 C12 Cl6 119.7(3)
C14 C13 C12 121.1(3)
C14 C13 Cl7 119.4(3)
C12 C13 Cl7 119.6(3)
C13 C14 C15 118.5(3)
C13 C14 Cl8 122.1(3)
C15 C14 Cl8 119.4(3)
C14 C15 C10 120.5(3)
C14 C15 C16 131.6(3)
C10 C15 C16 107.8(3)
N4 C16 N3 122.8(3)
N4 C16 C15 131.1(3)
N3 C16 C15 104.7(3)
N4 C17 N5 122.9(3)
N4 C17 C18 131.0(3)
N5 C17 C18 104.9(3)
C19 C18 C23 120.9(3)
C19 C18 C17 131.5(3)
C23 C18 C17 107.5(3)
C18 C19 C20 118.3(3)
C18 C19 Cl9 119.8(3)
C20 C19 Cl9 121.8(3)
C19 C20 C21 120.9(3)
C19 C20 Cl10 119.5(3)
C21 C20 Cl10 119.6(3)
C22 C21 C20 120.4(3)
C22 C21 Cl11 120.2(3)
C20 C21 Cl11 119.4(3)
C23 C22 C21 119.0(3)
C23 C22 Cl12 120.1(3)
C21 C22 Cl12 120.9(3)
C22 C23 C18 120.3(3)
C22 C23 C24 132.5(3)
C18 C23 C24 107.1(3)
N6 C24 N5 121.7(3)
N6 C24 C23 131.1(3)
N5 C24 C23 105.4(3)
C8 N1 C1 114.3(3)
C8 N1 B1 121.8(3)
C1 N1 B1 122.6(3)
C9 N2 C8 116.5(3)
C16 N3 C9 113.9(3)
C16 N3 B1 122.6(3)
C9 N3 B1 122.0(3)
C17 N4 C16 117.2(3)
C17 N5 C24 113.4(3)
C17 N5 B1 122.6(3)
C24 N5 B1 123.2(3)
C1 N6 C24 117.3(3)
N5 B1 N3 105.2(3)
N5 B1 N1 104.3(3)
N3 B1 N1 105.1(3)
N5 B1 Cl13 113.2(3)
N3 B1 Cl13 113.7(3)
N1 B1 Cl13 114.4(2)
Cl15 C1S Cl14 111.2(2)
Cl15 C1S Cl16 110.5(2)
Cl14 C1S Cl16 110.3(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C3 1.721(4)
Cl2 C4 1.725(4)
Cl3 C5 1.721(4)
Cl4 C6 1.715(4)
Cl5 C11 1.712(4)
Cl6 C12 1.714(4)
Cl7 C13 1.722(4)
Cl8 C14 1.719(4)
Cl9 C19 1.718(4)
Cl10 C20 1.717(3)
Cl11 C21 1.711(4)
Cl12 C22 1.721(4)
Cl13 B1 1.855(4)
C1 N6 1.339(4)
C1 N1 1.368(4)
C1 C2 1.460(5)
C2 C3 1.390(5)
C2 C7 1.426(5)
C3 C4 1.392(5)
C4 C5 1.411(5)
C5 C6 1.388(5)
C6 C7 1.390(5)
C7 C8 1.458(5)
C8 N2 1.351(4)
C8 N1 1.359(4)
C9 N2 1.333(4)
C9 N3 1.374(4)
C9 C10 1.455(5)
C10 C11 1.396(5)
C10 C15 1.421(5)
C11 C12 1.396(5)
C12 C13 1.408(5)
C13 C14 1.387(5)
C14 C15 1.398(5)
C15 C16 1.457(5)
C16 N4 1.340(4)
C16 N3 1.372(4)
C17 N4 1.330(4)
C17 N5 1.370(4)
C17 C18 1.460(5)
C18 C19 1.389(5)
C18 C23 1.426(5)
C19 C20 1.395(5)
C20 C21 1.414(5)
C21 C22 1.396(5)
C22 C23 1.385(5)
C23 C24 1.450(5)
C24 N6 1.341(4)
C24 N5 1.371(4)
N1 B1 1.494(5)
N3 B1 1.485(5)
N5 B1 1.480(5)
Cl14 C1S 1.757(4)
Cl15 C1S 1.757(4)
Cl16 C1S 1.768(4)
