#------------------------------------------------------------------------------
#$Date: 2020-01-04 02:29:07 +0200 (Sat, 04 Jan 2020) $
#$Revision: 246503 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/39/4133906.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_4133906
loop_
_publ_author_name
'Paioti, Paulo H. S.'
'Del Pozo, Juan'
'Mikus, Malte S.'
'Lee, Jaehee'
'Koh, Ming Joo'
'Romiti, Filippo'
'Torker, Sebastian'
'Hoveyda, Amir H.'
_publ_section_title
;
 Catalytic Enantioselective Boryl and Silyl Substitution with
 Trifluoromethyl Alkenes: Scope, Utility, and Mechanistic Nuances of Cu-F
 β-Elimination.
;
_journal_issue                   50
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              19917
_journal_page_last               19934
_journal_paper_doi               10.1021/jacs.9b11382
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C47 H60 Cu F3 N2 O Si, 0.5(C6 H14)'
_chemical_formula_sum            'C50 H67 Cu F3 N2 O Si'
_chemical_formula_weight         860.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 103.514(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.8697(6)
_cell_length_b                   16.4289(5)
_cell_length_c                   16.6878(5)
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.71
_cell_measurement_theta_min      2.54
_cell_volume                     4763.6(3)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa DUO CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31931
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.708
_diffrn_reflns_theta_max         66.708
_diffrn_reflns_theta_min         2.543
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\uS'
_exptl_absorpt_coefficient_mu    1.270
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6447
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G.M. (2016). SADABS. Bruker AXS Inc. Madison, WI USA.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             1836
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.907
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         8370
_refine_ls_number_restraints     1053
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0622P)²+5.2212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1262
_refine_ls_wR_factor_ref         0.1303
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7532
_reflns_number_total             8370
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b11382_si_004.cif
_cod_data_source_block           C47H60CuF3N2OSi(C6H14)0.5
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4133906
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.618
_shelx_estimated_absorpt_t_max   0.884
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.68497(2) 0.62819(2) 0.61748(2) 0.03182(12) Uani 1 1 d D U . . .
Si1 Si 0.82101(3) 0.29590(3) 0.68593(4) 0.02589(15) Uani 1 1 d . U . . .
O1 O 0.77107(10) 0.35556(10) 0.61482(11) 0.0370(4) Uani 1 1 d D U . . .
N1 N 0.64095(9) 0.66004(10) 0.77051(10) 0.0188(3) Uani 1 1 d . U . . .
N2 N 0.62066(10) 0.76596(10) 0.69448(10) 0.0200(3) Uani 1 1 d . U . . .
C1 C 0.64631(11) 0.68807(12) 0.69552(12) 0.0196(4) Uani 1 1 d . U . . .
C2 C 0.61360(12) 0.71870(12) 0.81545(13) 0.0220(4) Uani 1 1 d . U . . .
H2 H 0.605524 0.713033 0.869456 0.026 Uiso 1 1 calc R U . . .
C3 C 0.60062(12) 0.78558(12) 0.76763(13) 0.0228(4) Uani 1 1 d . U . . .
H3 H 0.581449 0.836385 0.781294 0.027 Uiso 1 1 calc R U . . .
C4 C 0.66444(12) 0.57906(12) 0.79929(12) 0.0208(4) Uani 1 1 d . U . . .
C5 C 0.74046(13) 0.56735(13) 0.84235(13) 0.0259(4) Uani 1 1 d . U . . .
C6 C 0.76168(14) 0.48827(14) 0.86907(14) 0.0332(5) Uani 1 1 d . U . . .
H6 H 0.812749 0.477934 0.899448 0.040 Uiso 1 1 calc R U . . .
C7 C 0.70980(15) 0.42506(14) 0.85210(15) 0.0347(5) Uani 1 1 d . U . . .
H7 H 0.725483 0.371642 0.870466 0.042 Uiso 1 1 calc R U . . .
C8 C 0.63524(14) 0.43877(13) 0.80864(14) 0.0303(5) Uani 1 1 d . U . . .
H8 H 0.600184 0.394480 0.797159 0.036 Uiso 1 1 calc R U . . .
C9 C 0.61043(13) 0.51655(12) 0.78126(13) 0.0245(4) Uani 1 1 d . U . . .
C10 C 0.79953(13) 0.63552(15) 0.85820(16) 0.0349(5) Uani 1 1 d . U . . .
H10 H 0.771928 0.687672 0.839943 0.042 Uiso 1 1 calc R U . . .
C11 C 0.8371(2) 0.6432(2) 0.9490(2) 0.0768(12) Uani 1 1 d . U . . .
H11A H 0.874847 0.687572 0.957220 0.115 Uiso 1 1 calc R U . . .
H11B H 0.797786 0.655012 0.979549 0.115 Uiso 1 1 calc R U . . .
H11C H 0.863156 0.592099 0.968924 0.115 Uiso 1 1 calc R U . . .
C12 C 0.85842(19) 0.6225(2) 0.8068(3) 0.0645(9) Uani 1 1 d . U . . .
H12A H 0.831910 0.617822 0.748492 0.097 Uiso 1 1 calc R U . . .
H12B H 0.893889 0.668869 0.814068 0.097 Uiso 1 1 calc R U . . .
H12C H 0.887409 0.572481 0.824549 0.097 Uiso 1 1 calc R U . . .
C13 C 0.52811(13) 0.52978(13) 0.73271(14) 0.0298(5) Uani 1 1 d . U . . .
H13 H 0.521024 0.589387 0.721273 0.036 Uiso 1 1 calc R U . . .
C14 C 0.46998(15) 0.50370(16) 0.78191(17) 0.0387(6) Uani 1 1 d . U . . .
H14A H 0.417651 0.513020 0.748913 0.058 Uiso 1 1 calc R U . . .
H14B H 0.476832 0.445738 0.795539 0.058 Uiso 1 1 calc R U . . .
H14C H 0.478173 0.535609 0.832841 0.058 Uiso 1 1 calc R U . . .
C15 C 0.51392(16) 0.48550(19) 0.64968(16) 0.0458(6) Uani 1 1 d . U . . .
H15A H 0.460689 0.494595 0.619135 0.069 Uiso 1 1 calc R U . . .
H15B H 0.549243 0.506554 0.617696 0.069 Uiso 1 1 calc R U . . .
H15C H 0.522757 0.427050 0.659127 0.069 Uiso 1 1 calc R U . . .
C16 C 0.61787(13) 0.82247(12) 0.62731(13) 0.0244(4) Uani 1 1 d . U . . .
C17 C 0.55361(13) 0.82135(14) 0.56101(13) 0.0289(5) Uani 1 1 d . U . . .
C18 C 0.55202(17) 0.87775(15) 0.49799(15) 0.0397(6) Uani 1 1 d . U . . .
H18 H 0.509278 0.878794 0.451801 0.048 Uiso 1 1 calc R U . . .
C19 C 0.61177(19) 0.93199(16) 0.50200(16) 0.0463(7) Uani 1 1 d . U . . .
H19 H 0.609806 0.969802 0.458488 0.056 Uiso 1 1 calc R U . . .
C20 C 0.67399(18) 0.93183(16) 0.56822(16) 0.0449(7) Uani 1 1 d . U . . .
H20 H 0.714535 0.969636 0.569813 0.054 Uiso 1 1 calc R U . . .
C21 C 0.67885(15) 0.87711(14) 0.63340(14) 0.0331(5) Uani 1 1 d . U . . .
C22 C 0.48801(14) 0.76165(16) 0.55496(15) 0.0367(5) Uani 1 1 d . U . . .
H22 H 0.491128 0.739016 0.611267 0.044 Uiso 1 1 calc R U . . .
C23 C 0.49553(17) 0.69076(17) 0.4981(2) 0.0514(7) Uani 1 1 d . U . . .
H23A H 0.452542 0.652951 0.495139 0.077 Uiso 1 1 calc R U . . .
H23B H 0.494660 0.711581 0.442894 0.077 Uiso 1 1 calc R U . . .
H23C H 0.544210 0.662249 0.519918 0.077 Uiso 1 1 calc R U . . .
C24 C 0.40849(16) 0.8010(2) 0.52506(18) 0.0532(8) Uani 1 1 d . U . . .
H24A H 0.368471 0.759600 0.522366 0.080 Uiso 1 1 calc R U . . .
H24B H 0.401981 0.844003 0.563534 0.080 Uiso 1 1 calc R U . . .
H24C H 0.404221 0.824433 0.470180 0.080 Uiso 1 1 calc R U . . .
C25 C 0.74863(16) 0.87582(16) 0.70535(16) 0.0425(6) Uani 1 1 d . U . . .
H25 H 0.732425 0.851234 0.753454 0.051 Uiso 1 1 calc R U . . .
C26 C 0.7805(2) 0.96029(19) 0.73093(19) 0.0557(8) Uani 1 1 d . U . . .
H26A H 0.825325 0.955590 0.777491 0.084 Uiso 1 1 calc R U . . .
H26B H 0.795870 0.986436 0.684483 0.084 Uiso 1 1 calc R U . . .
H26C H 0.740807 0.993201 0.747290 0.084 Uiso 1 1 calc R U . . .
C27 C 0.81166(18) 0.82196(19) 0.6860(2) 0.0564(8) Uani 1 1 d . U . . .
H27A H 0.856252 0.821846 0.733080 0.085 Uiso 1 1 calc R U . . .
H27B H 0.792219 0.766302 0.675087 0.085 Uiso 1 1 calc R U . . .
H27C H 0.826991 0.843141 0.637277 0.085 Uiso 1 1 calc R U . . .
C31 C 0.7548(3) 0.4422(3) 0.6249(5) 0.0329(14) Uani 0.623(2) 1 d D U P A 1
H31A H 0.798188 0.467594 0.664959 0.039 Uiso 0.623(2) 1 calc R U P A 1
H31B H 0.707753 0.447966 0.646089 0.039 Uiso 0.623(2) 1 calc R U P A 1
C30 C 0.7437(7) 0.4835(6) 0.5427(6) 0.0330(14) Uani 0.623(2) 1 d D U P A 1
H30A H 0.693550 0.466459 0.507620 0.040 Uiso 0.623(2) 1 calc R U P A 1
H30B H 0.784409 0.464625 0.515709 0.040 Uiso 0.623(2) 1 calc R U P A 1
C29 C 0.7460(3) 0.5771(2) 0.5470(2) 0.0296(8) Uani 0.623(2) 1 d D U P A 1
H29 H 0.800516 0.590035 0.574940 0.035 Uiso 0.623(2) 1 calc R U P A 1
C28 C 0.7350(5) 0.6154(5) 0.4682(4) 0.0461(17) Uani 0.623(2) 1 d D U P A 1
F1 F 0.73629(19) 0.69498(17) 0.46504(16) 0.0508(7) Uani 0.623(2) 1 d D U P A 1
F2 F 0.6542(2) 0.6018(2) 0.42424(18) 0.0603(8) Uani 0.623(2) 1 d D U P A 1
F3 F 0.7692(3) 0.5847(3) 0.4118(2) 0.0710(12) Uani 0.623(2) 1 d D U P A 1
C31X C 0.7326(10) 0.4290(8) 0.6184(13) 0.0329(14) Uani 0.289(3) 1 d D U P A 2
H31C H 0.749057 0.453722 0.673843 0.039 Uiso 0.289(3) 1 calc R U P A 2
H31D H 0.676224 0.420256 0.605928 0.039 Uiso 0.289(3) 1 calc R U P A 2
C30X C 0.7542(15) 0.4827(13) 0.5544(16) 0.0330(14) Uani 0.289(3) 1 d D U P A 2
H30C H 0.757847 0.449918 0.505674 0.040 Uiso 0.289(3) 1 calc R U P A 2
H30D H 0.804889 0.508275 0.577085 0.040 Uiso 0.289(3) 1 calc R U P A 2
C29X C 0.6918(5) 0.5490(4) 0.5293(4) 0.0232(17) Uani 0.289(3) 1 d D U P A 2
H29X H 0.640541 0.522446 0.508600 0.028 Uiso 0.289(3) 1 calc R U P A 2
C28X C 0.7080(7) 0.6023(8) 0.4654(7) 0.032(3) Uani 0.289(3) 1 d D U P A 2
F1X F 0.7765(5) 0.6403(5) 0.4823(6) 0.068(2) Uani 0.289(3) 1 d D U P A 2
F2X F 0.7137(6) 0.5565(5) 0.3921(4) 0.0603(8) Uani 0.289(3) 1 d D U P A 2
F3X F 0.6469(5) 0.6531(5) 0.4354(3) 0.0522(18) Uani 0.289(3) 1 d D U P A 2
C31Y C 0.733(2) 0.4312(15) 0.603(3) 0.033(5) Uiso 0.088(3) 1 d D U P A 3
H31E H 0.730215 0.453611 0.657535 0.040 Uiso 0.088(3) 1 calc R U P A 3
H31F H 0.679028 0.422360 0.571253 0.040 Uiso 0.088(3) 1 calc R U P A 3
C30Y C 0.7708(17) 0.492(2) 0.559(3) 0.029(4) Uiso 0.088(3) 1 d D U P A 3
H30E H 0.784684 0.466841 0.510322 0.034 Uiso 0.088(3) 1 calc R U P A 3
H30F H 0.818253 0.513608 0.595741 0.034 Uiso 0.088(3) 1 calc R U P A 3
C29Y C 0.713(2) 0.5621(14) 0.5304(12) 0.035(4) Uiso 0.088(3) 1 d D U P A 3
H29Y H 0.665034 0.528828 0.514441 0.042 Uiso 0.088(3) 1 calc R U P A 3
C28Y C 0.7130(15) 0.5951(13) 0.4512(13) 0.034(5) Uiso 0.088(3) 1 d D U P A 3
F1Y F 0.6857(8) 0.5469(9) 0.3839(9) 0.022(4) Uiso 0.088(3) 1 d D U P A 3
F2Y F 0.7897(12) 0.6072(16) 0.4366(18) 0.053(6) Uiso 0.088(3) 1 d D U P A 3
F3Y F 0.6901(17) 0.6739(12) 0.4435(14) 0.056(6) Uiso 0.088(3) 1 d D U P A 3
C32 C 0.86565(14) 0.21854(14) 0.62716(16) 0.0351(5) Uani 1 1 d . U . . .
C33 C 0.80200(18) 0.1698(2) 0.5702(2) 0.0582(8) Uani 1 1 d . U . . .
H33A H 0.768746 0.206803 0.531550 0.087 Uiso 1 1 calc R U . . .
H33B H 0.825029 0.129952 0.539462 0.087 Uiso 1 1 calc R U . . .
H33C H 0.771390 0.141355 0.603186 0.087 Uiso 1 1 calc R U . . .
C34 C 0.9144(2) 0.26077(19) 0.5751(2) 0.0573(8) Uani 1 1 d . U . . .
H34A H 0.955440 0.292221 0.611115 0.086 Uiso 1 1 calc R U . . .
H34B H 0.937209 0.219705 0.545402 0.086 Uiso 1 1 calc R U . . .
H34C H 0.881745 0.297374 0.535374 0.086 Uiso 1 1 calc R U . . .
C35 C 0.91744(17) 0.16047(17) 0.6875(2) 0.0492(7) Uani 1 1 d . U . . .
H35A H 0.958360 0.191570 0.724100 0.074 Uiso 1 1 calc R U . . .
H35B H 0.886740 0.132032 0.720330 0.074 Uiso 1 1 calc R U . . .
H35C H 0.940379 0.120629 0.656607 0.074 Uiso 1 1 calc R U . . .
C36 C 0.89651(12) 0.35590(13) 0.75916(15) 0.0279(5) Uani 1 1 d . U . . .
C37 C 0.94330(15) 0.40995(15) 0.72750(16) 0.0364(5) Uani 1 1 d . U . . .
H37 H 0.934675 0.416421 0.669491 0.044 Uiso 1 1 calc R U . . .
C38 C 1.00130(15) 0.45385(16) 0.77800(18) 0.0427(6) Uani 1 1 d . U . . .
H38 H 1.032036 0.489817 0.754663 0.051 Uiso 1 1 calc R U . . .
C39 C 1.01482(14) 0.44567(15) 0.86248(18) 0.0410(6) Uani 1 1 d . U . . .
H39 H 1.055240 0.475371 0.897383 0.049 Uiso 1 1 calc R U . . .
C40 C 0.96939(15) 0.39419(16) 0.89590(17) 0.0393(6) Uani 1 1 d . U . . .
H40 H 0.978203 0.388792 0.954035 0.047 Uiso 1 1 calc R U . . .
C41 C 0.91087(13) 0.35026(14) 0.84505(15) 0.0333(5) Uani 1 1 d . U . . .
H41 H 0.879725 0.315440 0.869108 0.040 Uiso 1 1 calc R U . . .
C42 C 0.75483(13) 0.24376(13) 0.74196(15) 0.0298(5) Uani 1 1 d . U . . .
C43 C 0.78039(15) 0.19357(16) 0.80999(18) 0.0419(6) Uani 1 1 d . U . . .
H43 H 0.834060 0.184602 0.829777 0.050 Uiso 1 1 calc R U . . .
C44 C 0.72933(19) 0.15622(19) 0.8497(2) 0.0545(8) Uani 1 1 d . U . . .
H44 H 0.748169 0.122744 0.896491 0.065 Uiso 1 1 calc R U . . .
C45 C 0.65131(18) 0.16789(19) 0.8210(2) 0.0537(8) Uani 1 1 d . U . . .
H45 H 0.616297 0.142687 0.848253 0.064 Uiso 1 1 calc R U . . .
C46 C 0.62417(15) 0.21578(17) 0.7533(2) 0.0468(7) Uani 1 1 d . U . . .
H46 H 0.570311 0.223152 0.733187 0.056 Uiso 1 1 calc R U . . .
C47 C 0.67508(13) 0.25350(14) 0.71403(16) 0.0346(5) Uani 1 1 d . U . . .
H47 H 0.655514 0.286656 0.667178 0.042 Uiso 1 1 calc R U . . .
C1S C 0.9619(4) 0.6642(5) 0.5773(5) 0.154(3) Uiso 1 1 d . U . . .
H1S1 H 0.978513 0.684426 0.633960 0.231 Uiso 1 1 calc R U . . .
H1S2 H 0.979381 0.701592 0.539785 0.231 Uiso 1 1 calc R U . . .
H1S3 H 0.905579 0.660561 0.562062 0.231 Uiso 1 1 calc R U . . .
C2S C 0.9946(5) 0.5842(5) 0.5718(5) 0.162(3) Uiso 1 1 d . U . . .
H2S1 H 1.051082 0.590343 0.590922 0.194 Uiso 1 1 calc R U . . .
H2S2 H 0.977926 0.549671 0.613004 0.194 Uiso 1 1 calc R U . . .
C3S C 0.9819(4) 0.5393(4) 0.4998(5) 0.136(2) Uiso 1 1 d . U . . .
H3S1 H 0.998112 0.573181 0.457801 0.163 Uiso 1 1 calc R U . . .
H3S2 H 0.925640 0.531168 0.480766 0.163 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
C1 Cu1 C29 167.88(16) . .
O1 Si1 C36 110.22(10) . .
O1 Si1 C42 109.56(10) . .
C36 Si1 C42 110.88(10) . .
O1 Si1 C32 104.56(10) . .
C36 Si1 C32 111.39(10) . .
C42 Si1 C32 110.04(10) . .
C31 O1 Si1 125.9(3) . .
C1 N1 C2 112.00(16) . .
C1 N1 C4 122.80(16) . .
C2 N1 C4 125.15(17) . .
C1 N2 C3 111.30(16) . .
C1 N2 C16 124.39(17) . .
C3 N2 C16 124.26(16) . .
N1 C1 N2 103.59(16) . .
N1 C1 Cu1 125.13(14) . .
N2 C1 Cu1 131.24(15) . .
C3 C2 N1 106.37(17) . .
C3 C2 H2 126.8 . .
N1 C2 H2 126.8 . .
C2 C3 N2 106.72(17) . .
C2 C3 H3 126.6 . .
N2 C3 H3 126.6 . .
C9 C4 C5 123.51(19) . .
C9 C4 N1 118.34(18) . .
C5 C4 N1 118.13(18) . .
C4 C5 C6 116.9(2) . .
C4 C5 C10 122.80(19) . .
C6 C5 C10 120.3(2) . .
C7 C6 C5 121.1(2) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C8 120.4(2) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C7 C8 C9 121.1(2) . .
C7 C8 H8 119.5 . .
C9 C8 H8 119.5 . .
C4 C9 C8 117.0(2) . .
C4 C9 C13 123.02(19) . .
C8 C9 C13 120.0(2) . .
C11 C10 C5 111.4(2) . .
C11 C10 C12 111.9(3) . .
C5 C10 C12 110.0(2) . .
C11 C10 H10 107.8 . .
C5 C10 H10 107.8 . .
C12 C10 H10 107.8 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C9 C13 C14 111.60(19) . .
C9 C13 C15 110.4(2) . .
C14 C13 C15 111.3(2) . .
C9 C13 H13 107.8 . .
C14 C13 H13 107.8 . .
C15 C13 H13 107.8 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 C21 123.3(2) . .
C17 C16 N2 118.58(19) . .
C21 C16 N2 118.08(19) . .
C16 C17 C18 117.1(2) . .
C16 C17 C22 122.8(2) . .
C18 C17 C22 120.0(2) . .
C19 C18 C17 120.8(2) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
C20 C19 C18 120.7(2) . .
C20 C19 H19 119.7 . .
C18 C19 H19 119.7 . .
C19 C20 C21 121.3(3) . .
C19 C20 H20 119.4 . .
C21 C20 H20 119.4 . .
C16 C21 C20 116.8(2) . .
C16 C21 C25 122.1(2) . .
C20 C21 C25 121.0(2) . .
C17 C22 C23 110.9(2) . .
C17 C22 C24 113.1(2) . .
C23 C22 C24 109.2(2) . .
C17 C22 H22 107.8 . .
C23 C22 H22 107.8 . .
C24 C22 H22 107.8 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C22 C24 H24A 109.5 . .
C22 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C22 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C21 C25 C26 113.2(2) . .
C21 C25 C27 110.6(2) . .
C26 C25 C27 110.0(2) . .
C21 C25 H25 107.6 . .
C26 C25 H25 107.6 . .
C27 C25 H25 107.6 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
O1 C31 C30 108.7(6) . .
O1 C31 H31A 109.9 . .
C30 C31 H31A 109.9 . .
O1 C31 H31B 109.9 . .
C30 C31 H31B 109.9 . .
H31A C31 H31B 108.3 . .
C31 C30 C29 114.4(8) . .
C31 C30 H30A 108.7 . .
C29 C30 H30A 108.7 . .
C31 C30 H30B 108.7 . .
C29 C30 H30B 108.7 . .
H30A C30 H30B 107.6 . .
C28 C29 C30 113.6(5) . .
C28 C29 Cu1 112.7(4) . .
C30 C29 Cu1 116.2(4) . .
C28 C29 H29 104.2 . .
C30 C29 H29 104.2 . .
Cu1 C29 H29 104.2 . .
F1 C28 F3 109.4(6) . .
F1 C28 C29 118.5(6) . .
F3 C28 C29 119.7(6) . .
F1 C28 F2 99.0(5) . .
F3 C28 F2 98.5(6) . .
C29 C28 F2 107.4(6) . .
C33 C32 C35 109.3(2) . .
C33 C32 C34 108.9(3) . .
C35 C32 C34 108.6(2) . .
C33 C32 Si1 109.37(17) . .
C35 C32 Si1 109.94(18) . .
C34 C32 Si1 110.75(17) . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C32 C34 H34A 109.5 . .
C32 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C32 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C32 C35 H35A 109.5 . .
C32 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C32 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C41 C36 C37 116.4(2) . .
C41 C36 Si1 124.38(17) . .
C37 C36 Si1 119.23(18) . .
C38 C37 C36 122.0(2) . .
C38 C37 H37 119.0 . .
C36 C37 H37 119.0 . .
C37 C38 C39 120.1(2) . .
C37 C38 H38 120.0 . .
C39 C38 H38 120.0 . .
C40 C39 C38 119.6(2) . .
C40 C39 H39 120.2 . .
C38 C39 H39 120.2 . .
C39 C40 C41 120.3(2) . .
C39 C40 H40 119.9 . .
C41 C40 H40 119.9 . .
C40 C41 C36 121.6(2) . .
C40 C41 H41 119.2 . .
C36 C41 H41 119.2 . .
C43 C42 C47 117.0(2) . .
C43 C42 Si1 123.51(18) . .
C47 C42 Si1 119.49(19) . .
C44 C43 C42 121.6(3) . .
C44 C43 H43 119.2 . .
C42 C43 H43 119.2 . .
C45 C44 C43 119.8(3) . .
C45 C44 H44 120.1 . .
C43 C44 H44 120.1 . .
C46 C45 C44 120.1(3) . .
C46 C45 H45 120.0 . .
C44 C45 H45 120.0 . .
C45 C46 C47 120.1(3) . .
C45 C46 H46 119.9 . .
C47 C46 H46 119.9 . .
C46 C47 C42 121.4(3) . .
C46 C47 H47 119.3 . .
C42 C47 H47 119.3 . .
C2S C1S H1S1 109.5 . .
C2S C1S H1S2 109.5 . .
H1S1 C1S H1S2 109.5 . .
C2S C1S H1S3 109.5 . .
H1S1 C1S H1S3 109.5 . .
H1S2 C1S H1S3 109.5 . .
C3S C2S C1S 123.5(8) . .
C3S C2S H2S1 106.4 . .
C1S C2S H2S1 106.4 . .
C3S C2S H2S2 106.4 . .
C1S C2S H2S2 106.4 . .
H2S1 C2S H2S2 106.5 . .
C2S C3S C3S 119.4(9) . 3_766
C2S C3S H3S1 107.5 . .
C3S C3S H3S1 107.5 3_766 .
C2S C3S H3S2 107.5 . .
C3S C3S H3S2 107.5 3_766 .
H3S1 C3S H3S2 107.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 C1 1.887(2) .
Cu1 C29 1.969(3) .
Si1 O1 1.6342(17) .
Si1 C36 1.875(2) .
Si1 C42 1.877(2) .
Si1 C32 1.892(2) .
O1 C31 1.470(6) .
N1 C1 1.358(3) .
N1 C2 1.379(3) .
N1 C4 1.443(2) .
N2 C1 1.358(3) .
N2 C3 1.388(3) .
N2 C16 1.447(3) .
C2 C3 1.346(3) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C9 1.393(3) .
C4 C5 1.394(3) .
C5 C6 1.397(3) .
C5 C10 1.519(3) .
C6 C7 1.377(4) .
C6 H6 0.9500 .
C7 C8 1.378(4) .
C7 H7 0.9500 .
C8 C9 1.394(3) .
C8 H8 0.9500 .
C9 C13 1.520(3) .
C10 C11 1.512(4) .
C10 C12 1.521(4) .
C10 H10 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.528(3) .
C13 C15 1.533(3) .
C13 H13 1.0000 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C17 1.396(3) .
C16 C21 1.397(3) .
C17 C18 1.397(3) .
C17 C22 1.514(4) .
C18 C19 1.380(4) .
C18 H18 0.9500 .
C19 C20 1.372(4) .
C19 H19 0.9500 .
C20 C21 1.398(3) .
C20 H20 0.9500 .
C21 C25 1.516(4) .
C22 C23 1.528(4) .
C22 C24 1.534(3) .
C22 H22 1.0000 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C26 1.523(4) .
C25 C27 1.525(5) .
C25 H25 1.0000 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C31 C30 1.502(8) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C30 C29 1.539(10) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C29 C28 1.429(7) .
C29 H29 1.0000 .
C28 F1 1.309(8) .
C28 F3 1.335(9) .
C28 F2 1.474(9) .
C32 C33 1.527(4) .
C32 C35 1.531(4) .
C32 C34 1.533(4) .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C41 1.399(3) .
C36 C37 1.405(3) .
C37 C38 1.377(4) .
C37 H37 0.9500 .
C38 C39 1.380(4) .
C38 H38 0.9500 .
C39 C40 1.377(4) .
C39 H39 0.9500 .
C40 C41 1.386(4) .
C40 H40 0.9500 .
C41 H41 0.9500 .
C42 C43 1.391(4) .
C42 C47 1.401(3) .
C43 C44 1.389(4) .
C43 H43 0.9500 .
C44 C45 1.378(5) .
C44 H44 0.9500 .
C45 C46 1.369(5) .
C45 H45 0.9500 .
C46 C47 1.386(4) .
C46 H46 0.9500 .
C47 H47 0.9500 .
C1S C2S 1.450(10) .
C1S H1S1 0.9800 .
C1S H1S2 0.9800 .
C1S H1S3 0.9800 .
C2S C3S 1.382(9) .
C2S H2S1 0.9900 .
C2S H2S2 0.9900 .
C3S C3S 1.445(12) 3_766
C3S H3S1 0.9900 .
C3S H3S2 0.9900 .
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_4
C36 Si1 O1 C31 -30.5(3) .
C42 Si1 O1 C31 91.8(3) .
C32 Si1 O1 C31 -150.3(3) .
C2 N1 C1 N2 -0.6(2) .
C4 N1 C1 N2 -178.37(17) .
C2 N1 C1 Cu1 177.34(14) .
C4 N1 C1 Cu1 -0.4(3) .
C3 N2 C1 N1 0.5(2) .
C16 N2 C1 N1 177.90(18) .
C3 N2 C1 Cu1 -177.27(15) .
C16 N2 C1 Cu1 0.1(3) .
C29 Cu1 C1 N1 -94.0(6) .
C29 Cu1 C1 N2 83.4(6) .
C1 N1 C2 C3 0.5(2) .
C4 N1 C2 C3 178.17(18) .
N1 C2 C3 N2 -0.1(2) .
C1 N2 C3 C2 -0.3(2) .
C16 N2 C3 C2 -177.62(19) .
C1 N1 C4 C9 -89.1(2) .
C2 N1 C4 C9 93.5(2) .
C1 N1 C4 C5 89.7(2) .
C2 N1 C4 C5 -87.7(2) .
C9 C4 C5 C6 -0.9(3) .
N1 C4 C5 C6 -179.66(19) .
C9 C4 C5 C10 177.2(2) .
N1 C4 C5 C10 -1.5(3) .
C4 C5 C6 C7 1.1(3) .
C10 C5 C6 C7 -177.1(2) .
C5 C6 C7 C8 -0.5(4) .
C6 C7 C8 C9 -0.3(4) .
C5 C4 C9 C8 0.2(3) .
N1 C4 C9 C8 178.90(18) .
C5 C4 C9 C13 -178.7(2) .
N1 C4 C9 C13 0.0(3) .
C7 C8 C9 C4 0.5(3) .
C7 C8 C9 C13 179.4(2) .
C4 C5 C10 C11 125.9(3) .
C6 C5 C10 C11 -56.0(3) .
C4 C5 C10 C12 -109.4(3) .
C6 C5 C10 C12 68.7(3) .
C4 C9 C13 C14 -122.0(2) .
C8 C9 C13 C14 59.1(3) .
C4 C9 C13 C15 113.6(2) .
C8 C9 C13 C15 -65.2(3) .
C1 N2 C16 C17 85.3(2) .
C3 N2 C16 C17 -97.7(2) .
C1 N2 C16 C21 -96.6(2) .
C3 N2 C16 C21 80.5(3) .
C21 C16 C17 C18 0.7(3) .
N2 C16 C17 C18 178.75(19) .
C21 C16 C17 C22 179.8(2) .
N2 C16 C17 C22 -2.2(3) .
C16 C17 C18 C19 -0.1(3) .
C22 C17 C18 C19 -179.2(2) .
C17 C18 C19 C20 -0.2(4) .
C18 C19 C20 C21 0.0(4) .
C17 C16 C21 C20 -0.9(3) .
N2 C16 C21 C20 -179.0(2) .
C17 C16 C21 C25 -178.8(2) .
N2 C16 C21 C25 3.1(3) .
C19 C20 C21 C16 0.6(4) .
C19 C20 C21 C25 178.5(3) .
C16 C17 C22 C23 -99.8(3) .
C18 C17 C22 C23 79.3(3) .
C16 C17 C22 C24 137.2(2) .
C18 C17 C22 C24 -43.8(3) .
C16 C21 C25 C26 -144.1(2) .
C20 C21 C25 C26 38.1(4) .
C16 C21 C25 C27 91.9(3) .
C20 C21 C25 C27 -85.8(3) .
Si1 O1 C31 C30 152.3(6) .
O1 C31 C30 C29 -165.8(6) .
C31 C30 C29 C28 -179.7(7) .
C31 C30 C29 Cu1 -46.5(9) .
C30 C29 C28 F1 -179.6(7) .
Cu1 C29 C28 F1 45.6(9) .
C30 C29 C28 F3 -41.5(10) .
Cu1 C29 C28 F3 -176.3(6) .
C30 C29 C28 F2 69.5(8) .
Cu1 C29 C28 F2 -65.3(6) .
O1 Si1 C32 C33 -62.5(2) .
C36 Si1 C32 C33 178.5(2) .
C42 Si1 C32 C33 55.1(2) .
O1 Si1 C32 C35 177.50(18) .
C36 Si1 C32 C35 58.5(2) .
C42 Si1 C32 C35 -64.9(2) .
O1 Si1 C32 C34 57.5(2) .
C36 Si1 C32 C34 -61.5(2) .
C42 Si1 C32 C34 175.1(2) .
O1 Si1 C36 C41 132.87(19) .
C42 Si1 C36 C41 11.4(2) .
C32 Si1 C36 C41 -111.5(2) .
O1 Si1 C36 C37 -47.9(2) .
C42 Si1 C36 C37 -169.39(18) .
C32 Si1 C36 C37 67.7(2) .
C41 C36 C37 C38 1.3(4) .
Si1 C36 C37 C38 -178.0(2) .
C36 C37 C38 C39 -0.2(4) .
C37 C38 C39 C40 -0.8(4) .
C38 C39 C40 C41 0.6(4) .
C39 C40 C41 C36 0.6(4) .
C37 C36 C41 C40 -1.6(3) .
Si1 C36 C41 C40 177.70(19) .
O1 Si1 C42 C43 -175.1(2) .
C36 Si1 C42 C43 -53.3(2) .
C32 Si1 C42 C43 70.4(2) .
O1 Si1 C42 C47 6.3(2) .
C36 Si1 C42 C47 128.16(18) .
C32 Si1 C42 C47 -108.15(19) .
C47 C42 C43 C44 -1.5(4) .
Si1 C42 C43 C44 179.9(2) .
C42 C43 C44 C45 0.8(5) .
C43 C44 C45 C46 0.4(5) .
C44 C45 C46 C47 -0.8(4) .
C45 C46 C47 C42 0.1(4) .
C43 C42 C47 C46 1.0(3) .
Si1 C42 C47 C46 179.66(19) .
C1S C2S C3S C3S 179.0(9) 3_766
