#------------------------------------------------------------------------------
#$Date: 2024-04-05 02:16:27 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290911 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/51/7715125.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_7715125
loop_
_publ_author_name
'Olding, Angus'
'Lucas, Nigel T.'
'Ho, Curtis C.'
'Bissember, Alex C.'
_publ_section_title
;
 Acridine-based copper(I) PNP pincer complexes: catalysts for alkyne
 hydroboration and borylation of aryl halides.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4471
_journal_page_last               4478
_journal_paper_doi               10.1039/d3dt04269c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C39 H55 N P2'
_chemical_formula_sum            'C39 H55 N P2'
_chemical_formula_weight         599.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-01-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-01-23 deposited with the CCDC.	2024-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.1160(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5689(2)
_cell_length_b                   17.0435(3)
_cell_length_c                   16.8894(2)
_cell_measurement_reflns_used    13153
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.7310
_cell_measurement_theta_min      4.5260
_cell_volume                     3327.89(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3449
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -122.00  -1.00   1.00    1.00    --  -42.17 -19.00 -60.00  121
  2  ω    -55.00  30.00   1.00    1.00    --  -42.17  38.00 120.00   85
  3  ω     73.00 113.00   1.00    1.00    --   42.17  38.00-150.00   40
  4  ω     18.00  69.00   1.00    1.00    --   42.17 -99.00   0.00   51
  5  ω     12.00  70.00   1.00    1.00    --   42.17 -99.00-180.00   58
  6  ω     97.00 166.00   1.00    3.00    --  104.32 125.00  60.00   69
  7  ω     99.00 156.00   1.00    3.00    --  104.32 125.00 150.00   57
  8  ω     29.00 107.00   1.00    3.00    --  104.32-100.00  -8.00   78
  9  ω     81.00 174.00   1.00    3.00    --  104.32  45.00-120.00   93
 10  ω    123.00 160.00   1.00    3.00    --  104.32  77.00   0.00   37
 11  ω    104.00 175.00   1.00    3.00    --  104.32  77.00 120.00   71
 12  ω     56.00 106.00   1.00    3.00    --  104.32 -95.00  60.00   50
 13  ω     31.00 130.00   1.00    3.00    --  104.32 -45.00  30.00   99
 14  ω     39.00 112.00   1.00    3.00    --  104.32-125.00 -60.00   73
 15  ω    104.00 156.00   1.00    3.00    --  104.32  45.00  60.00   52
 16  ω    104.00 132.00   1.00    3.00    --  104.32  77.00 -90.00   28
 17  ω     57.00 106.00   1.00    3.00    --  104.32 -95.00 150.00   49
 18  ω    137.00 163.00   1.00    3.00    --  104.32  77.00-180.00   26
 19  ω    105.00 146.00   1.00    3.00    --  104.32  45.00-180.00   41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0876832000
_diffrn_orient_matrix_UB_12      -0.0616904000
_diffrn_orient_matrix_UB_13      0.0268849000
_diffrn_orient_matrix_UB_21      0.0987157000
_diffrn_orient_matrix_UB_22      -0.0597617000
_diffrn_orient_matrix_UB_23      0.0129673000
_diffrn_orient_matrix_UB_31      0.0178175000
_diffrn_orient_matrix_UB_32      0.0281605000
_diffrn_orient_matrix_UB_33      0.0862798000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24711
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         72.656
_diffrn_reflns_theta_min         3.686
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.379
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.412
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0376
_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)+(0.0643P)²+1.0318P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5785
_reflns_number_total             6530
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt04269c2.cif
_cod_data_source_block           compound_L1
_cod_depositor_comments
'Adding full bibliography for 7715123--7715127.cif.'
_cod_database_code               7715125
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C37 H55 N1 P2'
_chemical_oxdiff_usercomment     'M645 NTL acb_AO-7-133'
_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_max   0.820
_shelx_estimated_absorpt_t_min   0.637
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C33(H33), C41(H41), C47(H47)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,
 H24B), C25(H25A,H25B), C26(H26A,H26B), C28(H28A,H28B), C29(H29A,H29B),
 C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C42(H42A,H42B), C43(H43A,H43B),
  C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C48(H48A,H48B), C49(H49A,
 H49B), C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.882
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
P1 P 0.21346(3) 0.62993(2) 0.66609(2) 0.02081(10) Uani 1 1 d . . . . .
P2 P 0.78918(3) 0.76987(2) 0.72978(2) 0.02421(11) Uani 1 1 d . . . . .
N1 N 0.56149(10) 0.56908(7) 0.64073(6) 0.0202(2) Uani 1 1 d . . . . .
C1 C 0.37890(12) 0.50685(8) 0.65829(8) 0.0219(3) Uani 1 1 d . . . . .
C2 C 0.30739(13) 0.44460(9) 0.64152(8) 0.0260(3) Uani 1 1 d . . . . .
H2 H 0.231534 0.445044 0.661223 0.031 Uiso 1 1 calc R U . . .
C3 C 0.34221(14) 0.37930(9) 0.59578(9) 0.0287(3) Uani 1 1 d . . . . .
H3 H 0.289952 0.337160 0.585719 0.034 Uiso 1 1 calc R U . . .
C4 C 0.44994(14) 0.37689(8) 0.56638(9) 0.0270(3) Uani 1 1 d . . . . .
H4 H 0.473127 0.332867 0.536332 0.032 Uiso 1 1 calc R U . . .
C5 C 0.63908(13) 0.44196(8) 0.55153(8) 0.0251(3) Uani 1 1 d . . . . .
H5 H 0.665157 0.399210 0.520820 0.030 Uiso 1 1 calc R U . . .
C6 C 0.82673(13) 0.50944(9) 0.53893(9) 0.0287(3) Uani 1 1 d . . . . .
H6 H 0.855827 0.467899 0.507878 0.034 Uiso 1 1 calc R U . . .
C7 C 0.89415(13) 0.57231(10) 0.55646(9) 0.0307(3) Uani 1 1 d . . . . .
H7 H 0.971086 0.573950 0.538708 0.037 Uiso 1 1 calc R U . . .
C8 C 0.85123(13) 0.63618(9) 0.60124(9) 0.0287(3) Uani 1 1 d . . . . .
H8 H 0.900636 0.679506 0.612896 0.034 Uiso 1 1 calc R U . . .
C9 C 0.74110(12) 0.63696(8) 0.62794(8) 0.0237(3) Uani 1 1 d . . . . .
C10 C 0.66840(12) 0.56938(8) 0.61243(8) 0.0215(3) Uani 1 1 d . . . . .
C11 C 0.71211(12) 0.50525(8) 0.56687(8) 0.0234(3) Uani 1 1 d . . . . .
C12 C 0.52821(13) 0.44045(8) 0.58063(8) 0.0230(3) Uani 1 1 d . . . . .
C13 C 0.49254(12) 0.50682(8) 0.62651(8) 0.0206(3) Uani 1 1 d . . . . .
C14 C 0.34032(12) 0.57409(8) 0.70940(8) 0.0223(3) Uani 1 1 d . . . . .
H14A H 0.405936 0.610765 0.718034 0.027 Uiso 1 1 calc R U . . .
H14B H 0.319867 0.553146 0.761733 0.027 Uiso 1 1 calc R U . . .
C15 C 0.68891(12) 0.70521(9) 0.67115(9) 0.0268(3) Uani 1 1 d . . . . .
H15A H 0.631288 0.684014 0.707408 0.032 Uiso 1 1 calc R U . . .
H15B H 0.646407 0.738174 0.631559 0.032 Uiso 1 1 calc R U . . .
C21 C 0.11231(12) 0.62998(8) 0.74916(8) 0.0219(3) Uani 1 1 d . . . . .
H21 H 0.047102 0.665498 0.732377 0.026 Uiso 1 1 calc R U . . .
C22 C 0.05891(13) 0.54828(8) 0.75821(9) 0.0263(3) Uani 1 1 d . . . . .
H22A H 0.028064 0.529759 0.706044 0.032 Uiso 1 1 calc R U . . .
H22B H 0.119323 0.510925 0.777210 0.032 Uiso 1 1 calc R U . . .
C23 C -0.03864(14) 0.55043(9) 0.81692(10) 0.0332(4) Uani 1 1 d . . . . .
H23A H -0.102609 0.583397 0.795017 0.040 Uiso 1 1 calc R U . . .
H23B H -0.068918 0.496674 0.824146 0.040 Uiso 1 1 calc R U . . .
C24 C 0.00288(15) 0.58319(9) 0.89712(10) 0.0342(4) Uani 1 1 d . . . . .
H24A H 0.058681 0.546113 0.922549 0.041 Uiso 1 1 calc R U . . .
H24B H -0.063836 0.588191 0.931829 0.041 Uiso 1 1 calc R U . . .
C25 C 0.06052(14) 0.66325(9) 0.88878(9) 0.0298(3) Uani 1 1 d . . . . .
H25A H 0.092555 0.680306 0.941151 0.036 Uiso 1 1 calc R U . . .
H25B H 0.001774 0.702194 0.870738 0.036 Uiso 1 1 calc R U . . .
C26 C 0.15793(13) 0.66080(9) 0.82961(8) 0.0254(3) Uani 1 1 d . . . . .
H26A H 0.190013 0.714166 0.823105 0.031 Uiso 1 1 calc R U . . .
H26B H 0.220916 0.626307 0.850325 0.031 Uiso 1 1 calc R U . . .
C28 C 0.17231(13) 0.79184(8) 0.66033(9) 0.0269(3) Uani 1 1 d . . . . .
H28A H 0.122291 0.778337 0.613481 0.032 Uiso 1 1 calc R U . . .
H28B H 0.124555 0.789068 0.707696 0.032 Uiso 1 1 calc R U . . .
C29 C 0.21772(15) 0.87561(9) 0.65125(10) 0.0337(4) Uani 1 1 d . . . . .
H29A H 0.151571 0.911873 0.642781 0.040 Uiso 1 1 calc R U . . .
H29B H 0.260124 0.891412 0.700683 0.040 Uiso 1 1 calc R U . . .
C30 C 0.29804(15) 0.88245(9) 0.58180(10) 0.0328(3) Uani 1 1 d . . . . .
H30A H 0.254281 0.870885 0.531673 0.039 Uiso 1 1 calc R U . . .
H30B H 0.328016 0.936729 0.578774 0.039 Uiso 1 1 calc R U . . .
C31 C 0.39848(14) 0.82550(10) 0.59204(10) 0.0336(4) Uani 1 1 d . . . . .
H31A H 0.446204 0.840185 0.639605 0.040 Uiso 1 1 calc R U . . .
H31B H 0.447769 0.828946 0.545480 0.040 Uiso 1 1 calc R U . . .
C32 C 0.35538(13) 0.74102(9) 0.60088(9) 0.0276(3) Uani 1 1 d . . . . .
H32A H 0.422612 0.706009 0.610936 0.033 Uiso 1 1 calc R U . . .
H32B H 0.316203 0.724331 0.550564 0.033 Uiso 1 1 calc R U . . .
C33 C 0.27103(12) 0.73181(8) 0.66868(8) 0.0230(3) Uani 1 1 d . . . . .
H33 H 0.314044 0.740525 0.720378 0.028 Uiso 1 1 calc R U . . .
C41 C 0.69091(12) 0.79628(9) 0.81168(8) 0.0249(3) Uani 1 1 d . . . . .
H41 H 0.729067 0.839928 0.842365 0.030 Uiso 1 1 calc R U . . .
C42 C 0.68239(14) 0.72616(10) 0.86841(9) 0.0311(3) Uani 1 1 d . . . . .
H42A H 0.654666 0.679668 0.838133 0.037 Uiso 1 1 calc R U . . .
H42B H 0.760390 0.713970 0.891224 0.037 Uiso 1 1 calc R U . . .
C43 C 0.60057(15) 0.74193(11) 0.93581(10) 0.0358(4) Uani 1 1 d . . . . .
H43A H 0.593727 0.693888 0.968248 0.043 Uiso 1 1 calc R U . . .
H43B H 0.633428 0.783900 0.970350 0.043 Uiso 1 1 calc R U . . .
C44 C 0.48089(14) 0.76656(10) 0.90436(10) 0.0323(3) Uani 1 1 d . . . . .
H44A H 0.445481 0.723386 0.872639 0.039 Uiso 1 1 calc R U . . .
H44B H 0.430660 0.777497 0.949267 0.039 Uiso 1 1 calc R U . . .
C45 C 0.49000(14) 0.83954(9) 0.85320(9) 0.0303(3) Uani 1 1 d . . . . .
H45A H 0.519952 0.883674 0.886072 0.036 Uiso 1 1 calc R U . . .
H45B H 0.412197 0.854126 0.831669 0.036 Uiso 1 1 calc R U . . .
C46 C 0.57068(13) 0.82537(9) 0.78466(9) 0.0266(3) Uani 1 1 d . . . . .
H46A H 0.534752 0.786214 0.748118 0.032 Uiso 1 1 calc R U . . .
H46B H 0.579025 0.874924 0.754823 0.032 Uiso 1 1 calc R U . . .
C47 C 0.78618(13) 0.86087(9) 0.66829(9) 0.0257(3) Uani 1 1 d . . . . .
H47 H 0.703983 0.878285 0.660668 0.031 Uiso 1 1 calc R U . . .
C48 C 0.85451(14) 0.92624(9) 0.71121(9) 0.0301(3) Uani 1 1 d . . . . .
H48A H 0.818023 0.937914 0.761992 0.036 Uiso 1 1 calc R U . . .
H48B H 0.934237 0.907660 0.723508 0.036 Uiso 1 1 calc R U . . .
C49 C 0.85971(15) 1.00143(10) 0.66226(10) 0.0342(4) Uani 1 1 d . . . . .
H49A H 0.781436 1.024815 0.657393 0.041 Uiso 1 1 calc R U . . .
H49B H 0.911174 1.039616 0.690208 0.041 Uiso 1 1 calc R U . . .
C50 C 0.90393(15) 0.98664(11) 0.57990(10) 0.0382(4) Uani 1 1 d . . . . .
H50A H 0.897758 1.035574 0.548441 0.046 Uiso 1 1 calc R U . . .
H50B H 0.986575 0.971594 0.584278 0.046 Uiso 1 1 calc R U . . .
C51 C 0.83571(16) 0.92207(11) 0.53746(10) 0.0397(4) Uani 1 1 d . . . . .
H51A H 0.870031 0.911425 0.485709 0.048 Uiso 1 1 calc R U . . .
H51B H 0.755036 0.939797 0.527264 0.048 Uiso 1 1 calc R U . . .
C52 C 0.83561(14) 0.84634(10) 0.58654(9) 0.0324(3) Uani 1 1 d . . . . .
H52A H 0.788569 0.806024 0.558070 0.039 Uiso 1 1 calc R U . . .
H52B H 0.915665 0.826224 0.593147 0.039 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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -2 -10 0.0698
-6 -4 -5 0.1188
-6 -1 6 0.1403
-1 11 3 0.0710
1 3 10 0.1018
2 -9 5 0.0979
1 -10 -5 0.0626
-2 11 -1 0.0685
7 4 -3 0.1483
1 10 3 0.0586
-2 -9 6 0.1070
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
C21 P1 C14 102.19(6) . . ?
C33 P1 C14 100.97(7) . . ?
C33 P1 C21 102.51(6) . . ?
C15 P2 C41 98.72(7) . . ?
C15 P2 C47 101.41(7) . . ?
C47 P2 C41 102.21(7) . . ?
C10 N1 C13 119.21(12) . . ?
C2 C1 C13 118.46(13) . . ?
C2 C1 C14 121.12(13) . . ?
C13 C1 C14 120.42(12) . . ?
C1 C2 H2 118.7 . . ?
C1 C2 C3 122.56(14) . . ?
C3 C2 H2 118.7 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.28(14) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C12 120.02(13) . . ?
C12 C4 H4 120.0 . . ?
C11 C5 H5 119.6 . . ?
C11 C5 C12 120.74(13) . . ?
C12 C5 H5 119.6 . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C11 120.22(13) . . ?
C11 C6 H6 119.9 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.81(13) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 121.99(14) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 118.42(13) . . ?
C8 C9 C15 124.11(13) . . ?
C10 C9 C15 117.46(12) . . ?
N1 C10 C9 118.46(12) . . ?
N1 C10 C11 122.28(13) . . ?
C11 C10 C9 119.26(12) . . ?
C5 C11 C6 122.96(13) . . ?
C5 C11 C10 117.80(13) . . ?
C6 C11 C10 119.24(13) . . ?
C4 C12 C13 119.64(13) . . ?
C5 C12 C4 122.85(13) . . ?
C5 C12 C13 117.51(13) . . ?
N1 C13 C1 118.55(12) . . ?
N1 C13 C12 122.44(13) . . ?
C1 C13 C12 119.01(13) . . ?
P1 C14 H14A 108.8 . . ?
P1 C14 H14B 108.8 . . ?
C1 C14 P1 113.91(10) . . ?
C1 C14 H14A 108.8 . . ?
C1 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
P2 C15 H15A 107.9 . . ?
P2 C15 H15B 107.9 . . ?
C9 C15 P2 117.45(10) . . ?
C9 C15 H15A 107.9 . . ?
C9 C15 H15B 107.9 . . ?
H15A C15 H15B 107.2 . . ?
P1 C21 H21 106.0 . . ?
C22 C21 P1 109.99(9) . . ?
C22 C21 H21 106.0 . . ?
C26 C21 P1 117.61(10) . . ?
C26 C21 H21 106.0 . . ?
C26 C21 C22 110.47(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 C21 110.63(11) . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.62(13) . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
C23 C24 C25 111.66(13) . . ?
H24A C24 H24B 107.9 . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C24 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
C24 C25 C26 111.69(12) . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C21 C26 C25 110.47(12) . . ?
C21 C26 H26A 109.6 . . ?
C21 C26 H26B 109.6 . . ?
C25 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
H28A C28 H28B 107.9 . . ?
C29 C28 H28A 109.2 . . ?
C29 C28 H28B 109.2 . . ?
C29 C28 C33 111.94(13) . . ?
C33 C28 H28A 109.2 . . ?
C33 C28 H28B 109.2 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 C28 111.64(13) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 C29 110.38(13) . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C30 C31 H31A 109.4 . . ?
C30 C31 H31B 109.4 . . ?
C30 C31 C32 111.17(13) . . ?
H31A C31 H31B 108.0 . . ?
C32 C31 H31A 109.4 . . ?
C32 C31 H31B 109.4 . . ?
C31 C32 H32A 109.1 . . ?
C31 C32 H32B 109.1 . . ?
C31 C32 C33 112.68(13) . . ?
H32A C32 H32B 107.8 . . ?
C33 C32 H32A 109.1 . . ?
C33 C32 H32B 109.1 . . ?
P1 C33 H33 109.0 . . ?
C28 C33 P1 110.82(10) . . ?
C28 C33 C32 110.69(12) . . ?
C28 C33 H33 109.0 . . ?
C32 C33 P1 108.30(10) . . ?
C32 C33 H33 109.0 . . ?
P2 C41 H41 107.0 . . ?
C42 C41 P2 109.11(10) . . ?
C42 C41 H41 107.0 . . ?
C46 C41 P2 115.24(10) . . ?
C46 C41 H41 107.0 . . ?
C46 C41 C42 111.06(12) . . ?
C41 C42 H42A 109.1 . . ?
C41 C42 H42B 109.1 . . ?
H42A C42 H42B 107.8 . . ?
C43 C42 C41 112.49(13) . . ?
C43 C42 H42A 109.1 . . ?
C43 C42 H42B 109.1 . . ?
C42 C43 H43A 109.3 . . ?
C42 C43 H43B 109.3 . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 C42 111.60(14) . . ?
C44 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
C43 C44 H44A 109.7 . . ?
C43 C44 H44B 109.7 . . ?
H44A C44 H44B 108.2 . . ?
C45 C44 C43 110.02(14) . . ?
C45 C44 H44A 109.7 . . ?
C45 C44 H44B 109.7 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 C46 110.94(12) . . ?
H45A C45 H45B 108.0 . . ?
C46 C45 H45A 109.5 . . ?
C46 C45 H45B 109.5 . . ?
C41 C46 C45 113.45(12) . . ?
C41 C46 H46A 108.9 . . ?
C41 C46 H46B 108.9 . . ?
C45 C46 H46A 108.9 . . ?
C45 C46 H46B 108.9 . . ?
H46A C46 H46B 107.7 . . ?
P2 C47 H47 108.4 . . ?
C48 C47 P2 110.01(10) . . ?
C48 C47 H47 108.4 . . ?
C48 C47 C52 109.89(12) . . ?
C52 C47 P2 111.52(11) . . ?
C52 C47 H47 108.4 . . ?
C47 C48 H48A 109.1 . . ?
C47 C48 H48B 109.1 . . ?
H48A C48 H48B 107.8 . . ?
C49 C48 C47 112.57(13) . . ?
C49 C48 H48A 109.1 . . ?
C49 C48 H48B 109.1 . . ?
C48 C49 H49A 109.2 . . ?
C48 C49 H49B 109.2 . . ?
H49A C49 H49B 107.9 . . ?
C50 C49 C48 112.17(14) . . ?
C50 C49 H49A 109.2 . . ?
C50 C49 H49B 109.2 . . ?
C49 C50 H50A 109.3 . . ?
C49 C50 H50B 109.3 . . ?
H50A C50 H50B 108.0 . . ?
C51 C50 C49 111.43(14) . . ?
C51 C50 H50A 109.3 . . ?
C51 C50 H50B 109.3 . . ?
C50 C51 H51A 109.3 . . ?
C50 C51 H51B 109.3 . . ?
C50 C51 C52 111.43(14) . . ?
H51A C51 H51B 108.0 . . ?
C52 C51 H51A 109.3 . . ?
C52 C51 H51B 109.3 . . ?
C47 C52 C51 111.00(13) . . ?
C47 C52 H52A 109.4 . . ?
C47 C52 H52B 109.4 . . ?
C51 C52 H52A 109.4 . . ?
C51 C52 H52B 109.4 . . ?
H52A C52 H52B 108.0 . . ?
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
P1 C14 1.8750(14) . ?
P1 C21 1.8598(14) . ?
P1 C33 1.8596(14) . ?
P2 C15 1.8590(15) . ?
P2 C41 1.8773(15) . ?
P2 C47 1.8661(15) . ?
N1 C10 1.3423(18) . ?
N1 C13 1.3437(18) . ?
C1 C2 1.368(2) . ?
C1 C13 1.4383(19) . ?
C1 C14 1.5120(19) . ?
C2 H2 0.9500 . ?
C2 C3 1.422(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.359(2) . ?
C4 H4 0.9500 . ?
C4 C12 1.427(2) . ?
C5 H5 0.9500 . ?
C5 C11 1.389(2) . ?
C5 C12 1.391(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.352(2) . ?
C6 C11 1.426(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.425(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.367(2) . ?
C9 C10 1.444(2) . ?
C9 C15 1.5109(19) . ?
C10 C11 1.4392(19) . ?
C12 C13 1.4401(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C21 H21 1.0000 . ?
C21 C22 1.5334(19) . ?
C21 C26 1.532(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.530(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.526(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.527(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.5341(19) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.531(2) . ?
C28 C33 1.536(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.527(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.519(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.533(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.5397(19) . ?
C33 H33 1.0000 . ?
C41 H41 1.0000 . ?
C41 C42 1.537(2) . ?
C41 C46 1.530(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.531(2) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.524(2) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.520(2) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.533(2) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47 1.0000 . ?
C47 C48 1.533(2) . ?
C47 C52 1.534(2) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.527(2) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.521(2) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C51 1.519(3) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.534(2) . ?
C52 H52A 0.9900 . ?
C52 H52B 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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C21 C22 C23 -170.80(11) . . . . ?
P1 C21 C26 C25 175.08(10) . . . . ?
P2 C41 C42 C43 -178.22(11) . . . . ?
P2 C41 C46 C45 175.07(10) . . . . ?
P2 C47 C48 C49 177.54(11) . . . . ?
P2 C47 C52 C51 -178.45(11) . . . . ?
N1 C10 C11 C5 0.8(2) . . . . ?
N1 C10 C11 C6 -179.77(13) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C2 C1 C13 N1 177.85(12) . . . . ?
C2 C1 C13 C12 -2.02(19) . . . . ?
C2 C1 C14 P1 -63.02(16) . . . . ?
C2 C3 C4 C12 -0.7(2) . . . . ?
C3 C4 C12 C5 -179.31(14) . . . . ?
C3 C4 C12 C13 0.3(2) . . . . ?
C4 C12 C13 N1 -178.75(13) . . . . ?
C4 C12 C13 C1 1.11(19) . . . . ?
C5 C12 C13 N1 0.8(2) . . . . ?
C5 C12 C13 C1 -179.31(12) . . . . ?
C6 C7 C8 C9 -0.3(2) . . . . ?
C7 C6 C11 C5 -179.36(14) . . . . ?
C7 C6 C11 C10 1.3(2) . . . . ?
C7 C8 C9 C10 2.4(2) . . . . ?
C7 C8 C9 C15 -176.02(14) . . . . ?
C8 C9 C10 N1 177.97(13) . . . . ?
C8 C9 C10 C11 -2.6(2) . . . . ?
C8 C9 C15 P2 -28.2(2) . . . . ?
C9 C10 C11 C5 -178.58(13) . . . . ?
C9 C10 C11 C6 0.8(2) . . . . ?
C10 N1 C13 C1 179.04(12) . . . . ?
C10 N1 C13 C12 -1.09(19) . . . . ?
C10 C9 C15 P2 153.45(11) . . . . ?
C11 C5 C12 C4 179.88(13) . . . . ?
C11 C5 C12 C13 0.3(2) . . . . ?
C11 C6 C7 C8 -1.6(2) . . . . ?
C12 C5 C11 C6 179.55(13) . . . . ?
C12 C5 C11 C10 -1.1(2) . . . . ?
C13 N1 C10 C9 179.68(12) . . . . ?
C13 N1 C10 C11 0.2(2) . . . . ?
C13 C1 C2 C3 1.6(2) . . . . ?
C13 C1 C14 P1 117.38(12) . . . . ?
C14 P1 C21 C22 -73.58(11) . . . . ?
C14 P1 C21 C26 54.02(12) . . . . ?
C14 P1 C33 C28 -162.46(10) . . . . ?
C14 P1 C33 C32 75.95(11) . . . . ?
C14 C1 C2 C3 -177.96(13) . . . . ?
C14 C1 C13 N1 -2.54(19) . . . . ?
C14 C1 C13 C12 177.59(12) . . . . ?
C15 P2 C41 C42 75.65(11) . . . . ?
C15 P2 C41 C46 -50.07(12) . . . . ?
C15 P2 C47 C48 173.94(10) . . . . ?
C15 P2 C47 C52 -63.86(12) . . . . ?
C15 C9 C10 N1 -3.54(19) . . . . ?
C15 C9 C10 C11 175.92(13) . . . . ?
C21 P1 C14 C1 128.21(10) . . . . ?
C21 P1 C33 C28 -57.19(11) . . . . ?
C21 P1 C33 C32 -178.78(10) . . . . ?
C21 C22 C23 C24 -55.85(17) . . . . ?
C22 C21 C26 C25 -57.55(15) . . . . ?
C22 C23 C24 C25 53.87(18) . . . . ?
C23 C24 C25 C26 -53.82(18) . . . . ?
C24 C25 C26 C21 55.68(17) . . . . ?
C26 C21 C22 C23 57.74(16) . . . . ?
C28 C29 C30 C31 -57.21(18) . . . . ?
C29 C28 C33 P1 -172.46(10) . . . . ?
C29 C28 C33 C32 -52.28(16) . . . . ?
C29 C30 C31 C32 56.58(17) . . . . ?
C30 C31 C32 C33 -55.08(17) . . . . ?
C31 C32 C33 P1 174.00(10) . . . . ?
C31 C32 C33 C28 52.33(16) . . . . ?
C33 P1 C14 C1 -126.27(10) . . . . ?
C33 P1 C21 C22 -177.90(10) . . . . ?
C33 P1 C21 C26 -50.30(12) . . . . ?
C33 C28 C29 C30 55.54(18) . . . . ?
C41 P2 C15 C9 -146.83(12) . . . . ?
C41 P2 C47 C48 72.29(11) . . . . ?
C41 P2 C47 C52 -165.51(11) . . . . ?
C41 C42 C43 C44 54.90(19) . . . . ?
C42 C41 C46 C45 50.36(17) . . . . ?
C42 C43 C44 C45 -58.01(19) . . . . ?
C43 C44 C45 C46 57.35(18) . . . . ?
C44 C45 C46 C41 -54.68(18) . . . . ?
C46 C41 C42 C43 -50.13(18) . . . . ?
C47 P2 C15 C9 108.74(12) . . . . ?
C47 P2 C41 C42 179.41(10) . . . . ?
C47 P2 C41 C46 53.70(12) . . . . ?
C47 C48 C49 C50 -53.15(19) . . . . ?
C48 C47 C52 C51 -56.18(17) . . . . ?
C48 C49 C50 C51 52.9(2) . . . . ?
C49 C50 C51 C52 -55.1(2) . . . . ?
C50 C51 C52 C47 57.39(19) . . . . ?
C52 C47 C48 C49 54.38(17) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.1352 -2.1779 -10.3971 -0.3324 0.2061 -0.9203
-5.6728 -4.2955 -5.4667 0.6154 -0.3742 -0.6937
-6.3594 -1.0972 6.0752 0.7886 -0.4834 0.3800
-1.4238 10.5242 2.7552 -0.4503 -0.7338 0.5087
0.8727 2.8694 10.4544 0.0275 0.0502 0.9984
2.2153 -9.1364 5.1436 0.5077 0.8314 0.2260
0.9334 -9.6013 -5.3271 0.3673 0.5969 -0.7134
-1.9058 10.6672 -0.7673 -0.5116 -0.8356 0.2002
6.8787 3.5145 -3.0567 -0.9021 0.4294 -0.0422
0.6023 10.4960 3.3182 -0.6111 -0.5248 0.5926
-1.6028 -9.2940 5.5431 0.8629 0.4691 0.1880
