#------------------------------------------------------------------------------
#$Date: 2019-11-04 09:31:36 +0200 (Mon, 04 Nov 2019) $
#$Revision: 222366 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/37/4033791.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_4033791
loop_
_publ_author_name
'Przypis, Lukasz'
'Walczak, Krzysztof Zdzislaw'
_publ_section_title
;
 Copper(II)-Catalyzed Iodinations of Carbazoles: Access to Functionalized
 Carbazoles.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2287
_journal_page_last               2296
_journal_paper_doi               10.1021/acs.joc.8b02821
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C22 H23 B2 Cu F8.67 N5'
_chemical_formula_weight         607.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           30
_space_group_name_Hall           'P 2 -2bc'
_space_group_name_H-M_alt        'P n c 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   24.3624(4)
_cell_length_b                   9.69960(10)
_cell_length_c                   17.2506(3)
_cell_measurement_temperature    290(2)
_cell_volume                     4076.41(11)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            66678
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.933
_exptl_absorpt_coefficient_mu    0.884
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             1842
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details
;
 Flack x determined using 3378 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(4)
_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     528
_refine_ls_number_reflns         8325
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.396
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1032P)²+0.6804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.1393
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                7657
_reflns_number_total             8325
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo8b02821_si_001.cif
_cod_data_source_block           shelx
_cod_database_code               4033791
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x, -y+1/2, z+1/2'
'-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
_atom_site_refinement_flags_occupancy
Cu1 Cu 1.0000 1.0000 0.83686(5) 0.0478(2) Uani 1 2 d S T P
Cu2 Cu 0.32937(2) 0.84644(5) 0.00275(4) 0.04587(17) Uani 1 1 d . . .
N11 N 1.04459(19) 0.8257(5) 0.8444(3) 0.0581(10) Uani 1 1 d . . .
C12 C 1.0771(3) 0.8014(8) 0.9039(5) 0.0772(18) Uani 1 1 d . . .
H12 H 1.0789 0.8682 0.9426 0.093 Uiso 1 1 calc R U .
C13 C 1.1081(4) 0.6871(11) 0.9133(9) 0.118(4) Uani 1 1 d . . .
H13 H 1.1319 0.6768 0.9551 0.141 Uiso 1 1 calc R U .
C14 C 1.1026(4) 0.5868(11) 0.8574(10) 0.128(5) Uani 1 1 d . . .
H14 H 1.1218 0.5044 0.8625 0.153 Uiso 1 1 calc R U .
C15 C 1.0692(4) 0.6066(8) 0.7944(8) 0.105(3) Uani 1 1 d . . .
H15 H 1.0657 0.5393 0.7563 0.126 Uiso 1 1 calc R U .
C16 C 1.0410(3) 0.7292(6) 0.7893(5) 0.0709(15) Uani 1 1 d . . .
H16 H 1.0189 0.7454 0.7464 0.085 Uiso 1 1 calc R U .
N21 N 0.93117(17) 0.8895(4) 0.8542(2) 0.0486(9) Uani 1 1 d . . .
C22 C 0.9244(3) 0.8217(6) 0.9210(3) 0.0592(13) Uani 1 1 d . . .
H22 H 0.9536 0.8178 0.9557 0.071 Uiso 1 1 calc R U .
C23 C 0.8762(3) 0.7579(7) 0.9402(4) 0.0714(17) Uani 1 1 d . . .
H23 H 0.8725 0.7130 0.9875 0.086 Uiso 1 1 calc R U .
C24 C 0.8340(3) 0.7614(7) 0.8893(5) 0.0746(19) Uani 1 1 d . . .
H24 H 0.8008 0.7190 0.9010 0.090 Uiso 1 1 calc R U .
C25 C 0.8411(3) 0.8280(7) 0.8205(4) 0.0690(16) Uani 1 1 d . . .
H25 H 0.8126 0.8316 0.7847 0.083 Uiso 1 1 calc R U .
C26 C 0.8900(2) 0.8893(6) 0.8043(3) 0.0598(12) Uani 1 1 d . . .
H26 H 0.8946 0.9324 0.7566 0.072 Uiso 1 1 calc R U .
N31 N 0.26121(17) 0.9311(4) 0.0484(3) 0.0488(9) Uani 1 1 d . . .
C32 C 0.2588(2) 1.0677(6) 0.0643(4) 0.0648(15) Uani 1 1 d . . .
H32 H 0.2899 1.1213 0.0558 0.078 Uiso 1 1 calc R U .
C33 C 0.2136(3) 1.1284(7) 0.0915(5) 0.0778(19) Uani 1 1 d . . .
H33 H 0.2134 1.2229 0.1004 0.093 Uiso 1 1 calc R U .
C34 C 0.1673(2) 1.0518(8) 0.1064(4) 0.0690(16) Uani 1 1 d . . .
H34 H 0.1359 1.0928 0.1267 0.083 Uiso 1 1 calc R U .
C35 C 0.1686(2) 0.9152(7) 0.0908(4) 0.0600(14) Uani 1 1 d . . .
H35 H 0.1378 0.8606 0.0994 0.072 Uiso 1 1 calc R U .
C36 C 0.2170(2) 0.8572(5) 0.0617(3) 0.0495(10) Uani 1 1 d . . .
H36 H 0.2179 0.7631 0.0513 0.059 Uiso 1 1 calc R U .
N41 N 0.37521(17) 0.9432(5) 0.0836(3) 0.0528(9) Uani 1 1 d . . .
C42 C 0.4114(3) 1.0431(7) 0.0619(4) 0.0639(13) Uani 1 1 d . . .
H42 H 0.4170 1.0598 0.0095 0.077 Uiso 1 1 calc R U .
C43 C 0.4393(3) 1.1185(8) 0.1146(6) 0.087(2) Uani 1 1 d . . .
H43 H 0.4646 1.1844 0.0986 0.104 Uiso 1 1 calc R U .
C44 C 0.4301(4) 1.0975(11) 0.1896(6) 0.107(3) Uani 1 1 d . . .
H44 H 0.4478 1.1519 0.2263 0.129 Uiso 1 1 calc R U .
C45 C 0.3952(4) 0.9969(10) 0.2128(5) 0.097(3) Uani 1 1 d . . .
H45 H 0.3901 0.9789 0.2653 0.117 Uiso 1 1 calc R U .
C46 C 0.3677(3) 0.9227(8) 0.1581(4) 0.0711(16) Uani 1 1 d . . .
H46 H 0.3429 0.8555 0.1740 0.085 Uiso 1 1 calc R U .
N51 N 0.28519(18) 0.7736(5) -0.0874(3) 0.0523(9) Uani 1 1 d . . .
C52 C 0.2571(3) 0.8586(7) -0.1333(4) 0.0691(16) Uani 1 1 d . . .
H52 H 0.2548 0.9515 -0.1202 0.083 Uiso 1 1 calc R U .
C53 C 0.2316(3) 0.8133(10) -0.1989(5) 0.088(2) Uani 1 1 d . . .
H53 H 0.2128 0.8751 -0.2303 0.106 Uiso 1 1 calc R U .
C54 C 0.2338(4) 0.6792(11) -0.2181(4) 0.091(2) Uani 1 1 d . . .
H54 H 0.2165 0.6473 -0.2627 0.109 Uiso 1 1 calc R U .
C55 C 0.2620(3) 0.5901(8) -0.1709(4) 0.0792(18) Uani 1 1 d . . .
H55 H 0.2640 0.4968 -0.1829 0.095 Uiso 1 1 calc R U .
C56 C 0.2870(3) 0.6403(6) -0.1065(4) 0.0608(13) Uani 1 1 d . . .
H56 H 0.3061 0.5797 -0.0746 0.073 Uiso 1 1 calc R U .
N61 N 0.39842(18) 0.8010(4) -0.0560(3) 0.0502(9) Uani 1 1 d . . .
C62 C 0.4062(3) 0.8580(8) -0.1251(4) 0.0727(17) Uani 1 1 d . . .
H62 H 0.3780 0.9085 -0.1479 0.087 Uiso 1 1 calc R U .
C63 C 0.4553(4) 0.8431(11) -0.1633(5) 0.104(3) Uani 1 1 d . . .
H63 H 0.4597 0.8830 -0.2119 0.124 Uiso 1 1 calc R U .
C64 C 0.4961(4) 0.7739(14) -0.1325(5) 0.106(4) Uani 1 1 d . . .
H64 H 0.5297 0.7673 -0.1580 0.128 Uiso 1 1 calc R U .
C65 C 0.4882(3) 0.7092(10) -0.0594(6) 0.089(2) Uani 1 1 d . . .
H65 H 0.5157 0.6571 -0.0362 0.107 Uiso 1 1 calc R U .
C66 C 0.4379(2) 0.7272(7) -0.0246(4) 0.0621(13) Uani 1 1 d . . .
H66 H 0.4316 0.6855 0.0231 0.075 Uiso 1 1 calc R U .
N89 N 0.32614(19) 0.6494(5) 0.0734(3) 0.0553(11) Uani 1 1 d . . .
C88 C 0.3342(4) 0.4124(9) 0.1405(8) 0.107(4) Uani 1 1 d . . .
H88A H 0.3071 0.3508 0.1195 0.160 Uiso 1 1 calc R U .
H88B H 0.3285 0.4218 0.1953 0.160 Uiso 1 1 calc R U .
H88C H 0.3702 0.3759 0.1310 0.160 Uiso 1 1 calc R U .
C89 C 0.3291(2) 0.5474(6) 0.1034(4) 0.0574(13) Uani 1 1 d . . .
N99 N 1.0000 1.0000 0.7077(4) 0.0585(16) Uani 1 2 d S T P
C98 C 1.0000 1.0000 0.5606(8) 0.197(16) Uani 1 2 d S T P
H98A H 1.0364 0.9816 0.5420 0.296 Uiso 0.5 1 calc R U P
H98B H 0.9881 1.0884 0.5420 0.296 Uiso 0.5 1 calc R U P
H98C H 0.9755 0.9300 0.5420 0.296 Uiso 0.5 1 calc R U P
C99 C 1.0000 1.0000 0.6449(5) 0.068(2) Uani 1 2 d S T P
B1 B 0.5000 1.0000 0.6414(9) 0.200(19) Uani 1 2 d S T P
F11 F 0.5365(5) 0.9306(10) 0.6979(6) 0.183(4) Uani 1 1 d . . .
F12 F 0.5377(6) 0.9631(11) 0.5778(6) 0.196(5) Uani 1 1 d . . .
F13 F 0.5292(6) 1.1253(11) 0.6484(6) 0.188(4) Uani 1 1 d . . .
B2 B 0.3345(3) 1.2342(9) -0.1149(6) 0.075(2) Uani 1 1 d . . .
F21 F 0.3765(3) 1.263(3) -0.1465(13) 0.386(14) Uani 1 1 d . . .
F22 F 0.3372(4) 1.1096(8) -0.0813(5) 0.140(3) Uani 1 1 d . . .
F23 F 0.2950(3) 1.2383(10) -0.1715(6) 0.166(3) Uani 1 1 d . . .
F24 F 0.3205(8) 1.3198(9) -0.0665(9) 0.305(12) Uani 1 1 d . . .
B3 B 0.8378(3) 0.9987(6) 0.6101(4) 0.0525(13) Uani 1 1 d . . .
F31 F 0.87335(18) 0.8889(4) 0.6134(3) 0.0801(11) Uani 1 1 d . . .
F32 F 0.8633(3) 1.1133(5) 0.6390(5) 0.139(3) Uani 1 1 d . . .
F33 F 0.8186(3) 1.0171(6) 0.5371(3) 0.1022(16) Uani 1 1 d . . .
F34 F 0.7939(2) 0.9669(7) 0.6563(3) 0.1033(15) Uani 1 1 d . . .
B4 B 1.0000 0.5000 0.5943(7) 0.085(4) Uani 1 2 d S T P
F41 F 0.9723(5) 0.443(2) 0.5457(13) 0.337(13) Uani 1 1 d . . .
F42 F 0.9667(3) 0.5786(13) 0.6348(7) 0.195(5) 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'
F F 0.0171 0.0103 '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
N21 Cu1 N21 162.9(2) 2_775 .
N21 Cu1 N11 89.57(18) 2_775 2_775
N21 Cu1 N11 89.33(18) . 2_775
N21 Cu1 N11 89.32(18) 2_775 .
N21 Cu1 N11 89.58(18) . .
N11 Cu1 N11 172.6(3) 2_775 .
N21 Cu1 N99 98.53(12) 2_775 .
N21 Cu1 N99 98.53(12) . .
N11 Cu1 N99 93.71(16) 2_775 .
N11 Cu1 N99 93.71(16) . .
N31 Cu2 N61 167.36(18) . .
N31 Cu2 N51 90.25(17) . .
N61 Cu2 N51 88.92(18) . .
N31 Cu2 N41 89.78(17) . .
N61 Cu2 N41 89.28(18) . .
N51 Cu2 N41 171.9(2) . .
N31 Cu2 N89 96.01(18) . .
N61 Cu2 N89 96.62(18) . .
N51 Cu2 N89 95.76(19) . .
N41 Cu2 N89 92.30(19) . .
C12 N11 C16 117.9(6) . .
C12 N11 Cu1 121.6(5) . .
C16 N11 Cu1 120.5(4) . .
N11 C12 C13 125.1(9) . .
N11 C12 H12 117.4 . .
C13 C12 H12 117.4 . .
C12 C13 C14 116.2(10) . .
C12 C13 H13 121.9 . .
C14 C13 H13 121.9 . .
C15 C14 C13 120.9(8) . .
C15 C14 H14 119.5 . .
C13 C14 H14 119.5 . .
C14 C15 C16 117.8(10) . .
C14 C15 H15 121.1 . .
C16 C15 H15 121.1 . .
N11 C16 C15 121.9(8) . .
N11 C16 H16 119.1 . .
C15 C16 H16 119.1 . .
C26 N21 C22 117.8(5) . .
C26 N21 Cu1 122.4(4) . .
C22 N21 Cu1 119.5(4) . .
N21 C22 C23 122.5(6) . .
N21 C22 H22 118.8 . .
C23 C22 H22 118.8 . .
C24 C23 C22 118.9(6) . .
C24 C23 H23 120.5 . .
C22 C23 H23 120.5 . .
C23 C24 C25 118.8(6) . .
C23 C24 H24 120.6 . .
C25 C24 H24 120.6 . .
C26 C25 C24 119.8(6) . .
C26 C25 H25 120.1 . .
C24 C25 H25 120.1 . .
N21 C26 C25 122.1(6) . .
N21 C26 H26 118.9 . .
C25 C26 H26 118.9 . .
C36 N31 C32 117.6(5) . .
C36 N31 Cu2 121.4(3) . .
C32 N31 Cu2 120.9(4) . .
C33 C32 N31 122.6(6) . .
C33 C32 H32 118.7 . .
N31 C32 H32 118.7 . .
C32 C33 C34 120.3(6) . .
C32 C33 H33 119.8 . .
C34 C33 H33 119.8 . .
C35 C34 C33 118.2(5) . .
C35 C34 H34 120.9 . .
C33 C34 H34 120.9 . .
C34 C35 C36 119.0(5) . .
C34 C35 H35 120.5 . .
C36 C35 H35 120.5 . .
N31 C36 C35 122.2(5) . .
N31 C36 H36 118.9 . .
C35 C36 H36 118.9 . .
C46 N41 C42 117.8(5) . .
C46 N41 Cu2 121.9(4) . .
C42 N41 Cu2 120.0(4) . .
C43 C42 N41 121.8(7) . .
C43 C42 H42 119.1 . .
N41 C42 H42 119.1 . .
C44 C43 C42 119.2(8) . .
C44 C43 H43 120.4 . .
C42 C43 H43 120.4 . .
C43 C44 C45 120.2(7) . .
C43 C44 H44 119.9 . .
C45 C44 H44 119.9 . .
C44 C45 C46 119.0(8) . .
C44 C45 H45 120.5 . .
C46 C45 H45 120.5 . .
N41 C46 C45 122.0(7) . .
N41 C46 H46 119.0 . .
C45 C46 H46 119.0 . .
C52 N51 C56 118.0(5) . .
C52 N51 Cu2 121.0(4) . .
C56 N51 Cu2 120.8(4) . .
N51 C52 C53 121.8(7) . .
N51 C52 H52 119.1 . .
C53 C52 H52 119.1 . .
C54 C53 C52 120.0(7) . .
C54 C53 H53 120.0 . .
C52 C53 H53 120.0 . .
C53 C54 C55 118.9(6) . .
C53 C54 H54 120.6 . .
C55 C54 H54 120.6 . .
C56 C55 C54 119.0(7) . .
C56 C55 H55 120.5 . .
C54 C55 H55 120.5 . .
N51 C56 C55 122.4(6) . .
N51 C56 H56 118.8 . .
C55 C56 H56 118.8 . .
C66 N61 C62 119.5(5) . .
C66 N61 Cu2 121.5(4) . .
C62 N61 Cu2 118.7(5) . .
N61 C62 C63 120.7(8) . .
N61 C62 H62 119.6 . .
C63 C62 H62 119.6 . .
C64 C63 C62 121.3(8) . .
C64 C63 H63 119.3 . .
C62 C63 H63 119.4 . .
C63 C64 C65 118.8(7) . .
C63 C64 H64 120.6 . .
C65 C64 H64 120.6 . .
C66 C65 C64 116.9(8) . .
C66 C65 H65 121.5 . .
C64 C65 H65 121.5 . .
N61 C66 C65 122.7(7) . .
N61 C66 H66 118.7 . .
C65 C66 H66 118.7 . .
C89 N89 Cu2 172.6(5) . .
C89 C88 H88A 109.5 . .
C89 C88 H88B 109.5 . .
H88A C88 H88B 109.5 . .
C89 C88 H88C 109.5 . .
H88A C88 H88C 109.5 . .
H88B C88 H88C 109.5 . .
N89 C89 C88 178.0(8) . .
C99 N99 Cu1 180.0 . .
C99 C98 H98A 118.0 . .
C99 C98 H98B 118.0 . .
H98A C98 H98B 99.8 . .
C99 C98 H98C 118.0 . .
H98A C98 H98C 99.8 . .
H98B C98 H98C 99.8 . .
N99 C99 C98 180.0 . .
F13 B1 F13 170.2(15) 2_675 .
F13 B1 F12 99.7(8) 2_675 .
F13 B1 F12 87.6(8) . .
F13 B1 F12 87.6(8) 2_675 2_675
F13 B1 F12 99.7(8) . 2_675
F12 B1 F12 83.9(12) . 2_675
F13 B1 F11 91.9(8) 2_675 2_675
F13 B1 F11 81.7(8) . 2_675
F12 B1 F11 166.8(8) . 2_675
F12 B1 F11 90.3(5) 2_675 2_675
F13 B1 F11 81.7(8) 2_675 .
F13 B1 F11 91.9(8) . .
F12 B1 F11 90.3(5) . .
F12 B1 F11 166.8(8) 2_675 .
F11 B1 F11 97.8(11) 2_675 .
F21 B2 F24 113.3(18) . .
F21 B2 F22 111.4(12) . .
F24 B2 F22 109.3(11) . .
F21 B2 F23 105.6(13) . .
F24 B2 F23 105.6(10) . .
F22 B2 F23 111.5(8) . .
F33 B3 F34 107.6(6) . .
F33 B3 F32 112.9(6) . .
F34 B3 F32 109.0(6) . .
F33 B3 F31 110.9(5) . .
F34 B3 F31 107.1(5) . .
F32 B3 F31 109.2(6) . .
F41 B4 F41 92(3) . 2_765
F41 B4 F42 116.8(11) . 2_765
F41 B4 F42 106.7(8) 2_765 2_765
F41 B4 F42 106.7(8) . .
F41 B4 F42 116.8(11) 2_765 .
F42 B4 F42 115.8(14) 2_765 .
B4 F41 F41 44.0(13) . 2_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N21 2.013(4) 2_775
Cu1 N21 2.013(4) .
Cu1 N11 2.014(4) 2_775
Cu1 N11 2.014(4) .
Cu1 N99 2.228(7) .
Cu2 N31 2.013(4) .
Cu2 N61 2.013(4) .
Cu2 N51 2.018(4) .
Cu2 N41 2.018(5) .
Cu2 N89 2.268(5) .
N11 C12 1.318(9) .
N11 C16 1.337(8) .
C12 C13 1.351(11) .
C12 H12 0.9300 .
C13 C14 1.38(2) .
C13 H13 0.9300 .
C14 C15 1.372(18) .
C14 H14 0.9300 .
C15 C16 1.375(10) .
C15 H15 0.9300 .
C16 H16 0.9300 .
N21 C26 1.321(7) .
N21 C22 1.337(7) .
C22 C23 1.369(9) .
C22 H22 0.9300 .
C23 C24 1.353(11) .
C23 H23 0.9300 .
C24 C25 1.362(11) .
C24 H24 0.9300 .
C25 C26 1.361(9) .
C25 H25 0.9300 .
C26 H26 0.9300 .
N31 C36 1.314(7) .
N31 C32 1.354(7) .
C32 C33 1.334(9) .
C32 H32 0.9300 .
C33 C34 1.374(11) .
C33 H33 0.9300 .
C34 C35 1.353(10) .
C34 H34 0.9300 .
C35 C36 1.400(8) .
C35 H35 0.9300 .
C36 H36 0.9300 .
N41 C46 1.314(8) .
N41 C42 1.362(8) .
C42 C43 1.350(10) .
C42 H42 0.9300 .
C43 C44 1.329(15) .
C43 H43 0.9300 .
C44 C45 1.355(14) .
C44 H44 0.9300 .
C45 C46 1.363(10) .
C45 H45 0.9300 .
C46 H46 0.9300 .
N51 C52 1.333(8) .
N51 C56 1.335(7) .
C52 C53 1.363(11) .
C52 H52 0.9300 .
C53 C54 1.343(12) .
C53 H53 0.9300 .
C54 C55 1.372(12) .
C54 H54 0.9300 .
C55 C56 1.357(9) .
C55 H55 0.9300 .
C56 H56 0.9300 .
N61 C66 1.316(8) .
N61 C62 1.326(8) .
C62 C63 1.375(11) .
C62 H62 0.9300 .
C63 C64 1.312(16) .
C63 H63 0.9300 .
C64 C65 1.421(15) .
C64 H64 0.9300 .
C65 C66 1.375(9) .
C65 H65 0.9300 .
C66 H66 0.9300 .
N89 C89 1.119(8) .
C88 C89 1.463(9) .
C88 H88A 0.9600 .
C88 H88B 0.9600 .
C88 H88C 0.9600 .
N99 C99 1.084(12) .
C98 C99 1.454(17) .
C98 H98A 1.0416 .
C98 H98B 1.0416 .
C98 H98C 1.0416 .
B1 F13 1.413(12) 2_675
B1 F13 1.413(12) .
B1 F12 1.475(15) .
B1 F12 1.475(15) 2_675
B1 F11 1.481(15) 2_675
B1 F11 1.481(15) .
B2 F21 1.192(12) .
B2 F24 1.226(17) .
B2 F22 1.341(11) .
B2 F23 1.373(12) .
B3 F33 1.355(9) .
B3 F34 1.368(8) .
B3 F32 1.367(8) .
B3 F31 1.375(7) .
B4 F41 1.209(13) .
B4 F41 1.209(13) 2_765
B4 F42 1.315(10) 2_765
B4 F42 1.315(10) .
F41 F41 1.74(4) 2_765
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C16 N11 C12 C13 1.2(12) . .
Cu1 N11 C12 C13 179.8(7) . .
N11 C12 C13 C14 -3.3(15) . .
C12 C13 C14 C15 2.9(17) . .
C13 C14 C15 C16 -0.7(16) . .
C12 N11 C16 C15 1.3(11) . .
Cu1 N11 C16 C15 -177.3(7) . .
C14 C15 C16 N11 -1.6(14) . .
C26 N21 C22 C23 -2.6(9) . .
Cu1 N21 C22 C23 172.3(5) . .
N21 C22 C23 C24 1.2(10) . .
C22 C23 C24 C25 0.1(10) . .
C23 C24 C25 C26 0.1(11) . .
C22 N21 C26 C25 2.8(9) . .
Cu1 N21 C26 C25 -171.9(5) . .
C24 C25 C26 N21 -1.6(11) . .
C36 N31 C32 C33 -0.7(10) . .
Cu2 N31 C32 C33 177.1(6) . .
N31 C32 C33 C34 1.5(13) . .
C32 C33 C34 C35 -1.7(12) . .
C33 C34 C35 C36 1.2(10) . .
C32 N31 C36 C35 0.2(8) . .
Cu2 N31 C36 C35 -177.7(4) . .
C34 C35 C36 N31 -0.4(9) . .
C46 N41 C42 C43 0.6(10) . .
Cu2 N41 C42 C43 174.1(6) . .
N41 C42 C43 C44 -1.9(13) . .
C42 C43 C44 C45 3.1(16) . .
C43 C44 C45 C46 -3.1(16) . .
C42 N41 C46 C45 -0.6(11) . .
Cu2 N41 C46 C45 -174.0(7) . .
C44 C45 C46 N41 1.9(14) . .
C56 N51 C52 C53 -1.3(11) . .
Cu2 N51 C52 C53 173.2(6) . .
N51 C52 C53 C54 1.0(13) . .
C52 C53 C54 C55 -0.1(14) . .
C53 C54 C55 C56 -0.3(13) . .
C52 N51 C56 C55 0.9(10) . .
Cu2 N51 C56 C55 -173.7(6) . .
C54 C55 C56 N51 -0.1(12) . .
C66 N61 C62 C63 -1.4(11) . .
Cu2 N61 C62 C63 172.3(6) . .
N61 C62 C63 C64 -0.8(15) . .
C62 C63 C64 C65 2.3(16) . .
C63 C64 C65 C66 -1.7(15) . .
C62 N61 C66 C65 1.9(10) . .
Cu2 N61 C66 C65 -171.6(6) . .
C64 C65 C66 N61 -0.4(13) . .
F42 B4 F41 F41 -109.9(13) 2_765 2_765
F42 B4 F41 F41 118.8(9) . 2_765
